2021/05/15 更新

写真a

アオキ トシキ
青木 俊樹
AOKI Toshiki
所属
教育研究院 自然科学系 生産デザイン工学系列 教授
自然科学研究科 材料生産システム専攻 教授
工学部 工学科 教授
職名
教授
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外部リンク

学位

  • 工学博士 ( 1987年3月   名古屋大学 )

研究キーワード

  • 酸素分離膜

  • 機能性高分子

  • 高分子膜

  • 光学分割膜

  • 不斉重合

  • Functional Polymer

研究分野

  • ナノテク・材料 / 高分子材料

  • ナノテク・材料 / 高分子化学

経歴(researchmap)

  • 新潟大学   工学部 工学科   教授

    2017年4月 - 現在

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  • 新潟大学   自然科学研究科 材料生産システム専攻   教授

    2004年4月 - 現在

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  • 新潟大学   自然科学研究科 材料生産システム専攻   教授

    2004年4月 - 現在

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  • 新潟大学   工学部 化学システム工学科   教授

    2000年4月 - 2017年3月

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  • 新潟大学   工学部   助教授

    1995年4月 - 2000年3月

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  • 新潟大学   工学部   助手

    1989年3月 - 1995年3月

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経歴

  • 新潟大学   工学部 工学科   教授

    2017年4月 - 現在

  • 新潟大学   自然科学研究科 材料生産システム専攻   教授

    2004年4月 - 現在

  • 新潟大学   自然科学研究科 材料生産システム専攻   教授

    2004年4月 - 現在

  • 新潟大学   化学システム工学科   教授

    2000年4月 - 2017年3月

  • 新潟大学   工学部   助教授

    1995年4月 - 2000年3月

  • 新潟大学   工学部   助手

    1989年3月 - 1995年3月

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学歴

  • 名古屋大学   Graduate School, Division of Engineering

    - 1986年3月

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    国名: 日本国

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  • 名古屋大学   工学部   応用化学科

    - 1981年3月

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    国名: 日本国

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所属学協会

委員歴

  • 高分子学会   理事  

    2020年6月 - 現在   

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    団体区分:学協会

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  • 高分子学会   北陸支部支部長  

    2020年6月 - 現在   

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    団体区分:学協会

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  • 日本膜学会   理事  

    2019年4月 - 現在   

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    団体区分:学協会

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  • 高分子学会   北陸支部副支部長  

    2018年6月 - 2020年5月   

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    団体区分:学協会

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  • 高分子学会   理事  

    2016年5月 - 2018年4月   

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    団体区分:学協会

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  • 日本膜学会   編集員  

    2015年4月 - 現在   

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    団体区分:学協会

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  • 日本膜学会   評議員  

    2015年4月 - 2019年3月   

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    団体区分:学協会

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  • 高分子学会   支部理事  

    2000年 - 2001年   

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    団体区分:学協会

    高分子学会

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留学歴

  • 1998年04月 - 1999年02月   南カリフォルニア大学   訪問研究員

 

論文

  • Synthesis of Cis-Cisoid or Cis-Transoid Poly(Phenyl-Acetylene)s Having One or Two Carbamate Groups as Oxygen Permeation Membrane Materials 査読

    Yu Zang, Yinghui Lun, Masahiro Teraguchi, Takashi Kaneko, Hongge Jia, Fengjuan Miao, Xunhai Zhang, Toshiki Aoki

    Membranes10 ( 9 ) 199 - 199   2020年8月

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:MDPI AG  

    Three new phenylacetylene monomers having one or two carbamate groups were synthesized and polymerized by using (Rh(norbornadiene)Cl)2 as an initiator. The resulting polymers had very high average molecular weights (Mw) of 1.4–4.8 × 106, with different solubility and membrane-forming abilities. The polymer having two carbamate groups and no hydroxy groups in the monomer unit showed the best solubility and membrane-forming ability among the three polymers. In addition, the oxygen permeability coefficient of the membrane was more than 135 times higher than that of a polymer having no carbamate groups and two hydroxy groups in the monomer unit with maintaining similar oxygen permselectivity. A better performance in membrane-forming ability and oxygen permeability may be caused by a more extended and flexible cis-transoid conformation and lower polarity. On the other hand, the other two new polymers having one carbamate group and two hydroxy groups in the monomer unit showed lower performances in membrane-forming abilities and oxygen permeabilities. It may be caused by a very tight cis-cisoid conformation, which was maintained by intramolecular hydrogen bonds.

    DOI: 10.3390/membranes10090199

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  • Synthesis and Permselectivity of a Soluble Two-Dimensional Macromolecular Sheet by Solid–Solid Interfacial Polycondensation Followed by Chemical Exfoliation 査読

    Yanqing Qu, Xiaoyu Du, Kehan Cheng, Yu Zang, Liang Xu, Ken-ichi Shinohara, Masahiro Teraguchi, Takashi Kaneko, Toshiki Aoki

    ACS Materials Letters2   1121 - 1128   2020年8月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:American Chemical Society (ACS)  

    DOI: 10.1021/acsmaterialslett.0c00178

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  • Synthesis of Well-Defined Chiral Oligopinanylsiloxane Graft Copoly(phenylacetylene)s Using the Macromonomer Method and Their Enantioselective Permeability 査読

    Yu Zang, Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko, Liqun Ma, Hongge Jia, Fengjuan Miao

    ACS Applied Polymer Materials2 ( 2 ) 853 - 861   2020年2月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:American Chemical Society (ACS)  

    DOI: 10.1021/acsapm.9b01111

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  • Control of Intramolecular Hydrogen Bonding in a Conformation‐Switchable Helical‐Spring Polymer by Solvent and Temperature 査読

    Young‐Jae Jin, Toshiki Aoki, Giseop Kwak

    Angewandte Chemie International Edition59 ( 5 ) 1837 - 1844   2020年1月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Wiley  

    DOI: 10.1002/anie.201910269

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    その他リンク: https://onlinelibrary.wiley.com/doi/full-xml/10.1002/anie.201910269

  • Synthesis, in-situ membrane preparation, and good gas permselectivity of insoluble poly(substituted acetylene)s loosely cross-linked with short and soft siloxane and silanol linkages 査読

    Jianjun Wang, Toshiki Aoki, Takashi Kaneko, Masahiro Teraguchi

    Polymer187   122081 - 122081   2020年1月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Elsevier BV  

    DOI: 10.1016/j.polymer.2019.122081

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  • Helix-sense-selective Polymerization of 3,5-bis(hydroxymethyl)phenylacetylene Rigidly Bearing Galvinoxyl Residues and Their Chiroptical Properties 査読

    Zhichun Shi, Jianjun Wang, Masahiro Teraguchi, Toshiki Aoki, Takashi Kaneko

    Polymers11 ( 11 ) 1877   2019年11月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    DOI: 10.3390/polym11111877

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  • Antiparallel Arrangement of 2,7-Substituted 9,10-Bis(phenylethynyl)anthracene Assisted by Hydrogen Bonding of Terminal Units 査読

    Takashi Kaneko, Yosuke Araki, Ken-ichi Shinohara, Masahiro Teraguchi, Toshiki Aoki

    Bulletin of the Chemical Society of Japan92 ( 10 ) 1672 - 1678   2019年10月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    DOI: 10.1246/bcsj.20190156

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  • Molecular-Spring Shape-Memory Polymer Based on Energy Elasticity and Local Phase Transition 査読

    Sang-Hoon Kang, Toshiki Aoki, Giseop Kwak

    Macromolecules52 ( 21 ) 7984 - 7993   2019年10月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    DOI: 10.1021/acs.macromol.9b01636

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  • New synthetic methods of novel nanoporous polycondensates and excellent oxygen permselectivity of their composite membranes 査読

    Yu Zang, Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko, Hongge Jia, Liqun Ma, Fengjuan Miao

    Nanomaterials9 ( 6 ) 859   2019年6月

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    掲載種別:研究論文(学術雑誌)  

    DOI: 10.3390/nano9060859

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  • Synthesis of a novel AB block copolyaceylene consisting of a dynamic cis-transoidal racemic helical sequence and a static cis-cisoidal one-handed helical sequence 査読

    Guanwu Yin, Junpei Suzuki, Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko

    Chemistry Letters48 ( 6 ) 506 - 509   2019年3月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    DOI: 10.1246/cl.190109

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  • Simultaneous improvement of permeability and selectivity in enantioselective permeation through solid chiral membranes from a newly synthesized one-handed helical polyphenylacetylene with aldehyde pendant groups by enantioselective reaction 査読

    Yu Zang∗, Yanqing Qu, Toshiki Aoki∗∗, Masahiro Teraguchi, Takashi Kaneko, Hongge Jia, Liqun Ma, Fengjuan Miao

    Polymer171   45 - 49   2019年3月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    DOI: 10.1016/j.polymer.2019.03.039

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  • Helix-sense-selective Polymerization of Phenylacetylenes Having a Porphyrin and a Zinc-Porphyrin Group: One-handed Helical Arrangement of Porphyrin Pendants 査読

    Masahiro Teraguchi, Nobuyuki Nahata, Takahiro Nishimura, Toshiki Aoki, Takashi Kaneko

    Polymers11 ( 2 ) 274   2019年2月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    DOI: 10.3390/polym11020274

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  • [Rh(L-alanine)(1,5-Cyclooctadiene)] Catalyzed Helix-Sense-SelectivePolymerizations of Achiral Phenylacetylenes 査読

    Qingyu Wang, Hongge Jia, Yongqiang Shi, Liqun Ma, Guoxing Yang, Yazhen Wang, Shuangping Xu, Jianjun Wang, Yu Zang, Toshiki Aoki

    Polymers10 ( 11 ) 1223   2018年11月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    シクロオクタジエン配位子を持つロジウム錯体とキラルアミノ酸との反応で、キラルロジウム触媒を得た。得られたキラル錯体が、二つの水酸基を持つフェニルアセチレンのらせん選択重合に適することを見出した。

    DOI: 10.3390/polym10111223

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  • Synthesis and oxygen permeation of novel well-defined homopoly(phenylacetylene)s with different sizes and shapes of oligosiloxanyl side groups 査読

    Yu Zang, Toshiki Aoki, Kazuki Shoji, Masahiro Teraguchi, Takashi Kaneko, Liqun Ma, Hongge Jia, Fengjuan Miao

    Journal of Membrane Science561   26 - 38   2018年9月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Elsevier B.V.  

    Six new silicon-containing phenylacetylenes having short oligosiloxane substituents with different sizes and shapes have been synthesized. Homopolymerization of the monomers yielded the corresponding homopoly(substituted phenylacetylene)s with high molecular weights and good solubility. These comb-shaped homopolymers gave self-standing membranes whose PO2 and PO2 /PN2 could be measured. We discuss the effect of the chemical structures on their membrane performances together with the other seven related polymers we synthesized before and commercially available cross-linked polydimethylsiloxane (PDMS). While the homopolymers with linear oligodimethylsiloxanes (ODMS) show very high PO2 values which are higher than PDMS, the homopolymers with branched ODMS show high PO2 /PN2 values which are close to that of poly(phenylacetylene) (poly(PA)) and, in addition, had ten times higher PO2 than poly(PA). Introduction of the branched spherical ODMS substituents increases PO2 without any drop of PO2 /PN2 and introduction of the linear ODMS substituents increases PO2 largely which is higher than that of PDMS. It was found that the chemical structures, i.e., the shapes of the ODMS substituents were more important than that of composition for determining their performance as oxygen permselective membrane materials. In conclusion, oxygen permeation could be tuned by changing sizes and shapes of the ODMS side groups.

    DOI: 10.1016/j.memsci.2018.04.031

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  • Chiral Teletransmission in the Cis-cisoidal Sequence of Copoly(substituted acetylene)s by Multiple Stage Solvent Exchange of the Copolymer Solution through a Membrane 査読

    Lijia Liu, Yuanyuan Gu, Yudan Wang, Toshiki Aoki, Guan Wang, Takeshi Kaneko, Masahiro Teraguchi

    Polymer154   253 - 257   2018年9月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    アキラルで水酸基を二個持つモノマーより成るシス−シソイダルラセミらせん主鎖とキラルなモノマーより成るシス-トランソイダル片巻優先らせんを有する共重合体を合成し、両連鎖の存在をCDとUVから確認した。このコポリマーをTHFに溶解後、膜により、メタノールとの溶媒交換を段階的に行った。メタノールによりアキラル連鎖部分の高分子内水素結合が切断され、キラル連鎖部分のキラリティーが転写され、アキラル連鎖部分がキラルとなり、さらにメタノールとの溶媒交換を進めることで、キラル転写されたコポリマーが析出単離された。

    DOI: 10.1016/j.polymer.2018.09.023

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  • Enhanced performances of enantioselective permeation through one-handed helical polymer membranes by enantioselective imine exchange reaction with permeants and by partially decomposed reaction of the membrane 査読

    Yanqing Qu, Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko

    Polymer156   39 - 43   2018年9月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    片巻らせん不斉を主鎖にもつ置換アセチレンポリマー膜のペンダントにアミンとの交換反応が可能なイミノ基を導入し、選択透過性の向上を目指した。その結果、選択吸着した異性体の透過が抑制された。また、部分的な光環化芳香族化分解により透過性の向上をさせることができた。

    DOI: 10.1016/j.polymer.2018.09.009

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  • Synthesis and oxygen permeability of novel graft copolymers consisting of a polyphenylacetylene backbone and long oligosiloxane grafts from phenylacetylene-type macromonomers, , Fengjuan Miao 査読

    Yu Zang, Toshiki Aoki, Takashi Kaneko, Masahiro Teraguchi, Liqun Ma, Hongge Jia

    Polymer156   66 - 70   2018年9月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    フェニルアセチレンタイプのオリゴシロキサンマクロモノマーを環状モノマーのリビング重合で得、これとトリメチルシリルフェニルアセチレンとの共重合によりオリゴシロキサングラフトコポリマーを異なる鎖長と含有率で得た。これらのソルベントキャスト膜の酸素選択透過能を評価した。オリゴシロキサン含有率が80%でも自立膜性を有していた。その結果、長鎖高含有率のグラフトコポリマーは架橋ポリシロキサンよりも高い透過係数と、より高い分離係数を併せ持つことが分かった。

    DOI: 10.1016/j.polymer.2018.09.048

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  • Synthesis and Ultrahigh Oxygen Permeability of Silicon-containing cis-cisoidal Poly (substituted phenylacetylene)s 査読

    Chenxi Xu, Toshiki Aoki, Liqun Ma, Hongge Jia, Massahiro Teraguchi, Takashi Kaneko

    Chemistry Letters47 ( 10 ) 1314 - 1317   2018年8月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    堅いシスシソイダル主鎖もつポリマーを与えるアセチレンモノマーに柔らかい含ケイ素基を導入したモノマーを単独重合し、その後製膜、酸素選択透過性を調べた。結果、超高透過性で、アッパーバウンドを超える優れた性能が得られた。

    DOI: 10.1246/cl.180641

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  • Dimesitylboryl-containing polydiphenylacetylene with a large Stokes shift, high fluorescence efficiency, and fluoride ion sensing ability 査読

    Young-Jae Jin, Daichi Araki, Masahiro Teraguchi, Toshiki Aoki, Giseop Kwak

    Polymer (United Kingdom)148   310 - 315   2018年7月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Elsevier Ltd  

    A diphenylacetylene monomer carrying a dimesitylboryl functional group was newly synthesized and polymerized by heating the toluene solution at 80 °C, using TaCl5–n-Bu4Sn as a catalyst. A polydiphenylacetylene (PDPA) derivative was obtained in high yield despite the presence of the heteroatom
    the polymer had an extremely high weight-average molecular weight of 1.27 × 106 gmol−1 and readily dissolved in organic solvents. This polymer was highly resistant to heat and existed in an amorphous, glassy state at room temperature. Unlike the usual PDPA derivatives, the fluorescence (FL) maximum for this derivative appeared at 526 nm through efficient intramolecular energy transfer from the side dimesitylboryl groups to the polyene backbone upon excitation at a very short wavelength of 320 nm, indicating an extremely large Stokes shift of 206 nm. Moreover, the polymer showed considerably higher FL efficiency of 49.3% in a tetrahydrofuran solution and 19.1% in a film as compared to the usual PDPA derivatives. This polymer reacted with fluoride ions to exhibit critical changes in absorption and FL emission, which were expressed by an exponential and a Gaussian functional equation, respectively.

    DOI: 10.1016/j.polymer.2018.06.044

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  • Ultrahigh oxygen permeability of chemically-modified membranes of novel (co)polyacetylenes having a photodegradative backbone and crosslinkable side chains 査読

    Mingyu Zhang, Toshiki Aoki, Lijia Liub, Jianjun Wang, Masahiro Teraguchi, Takashi Kaneko

    Polymer149   117 - 123   2018年6月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    堅い主鎖かつ分解性もつポリマーを与えるアセチレンモノマーと柔らかい側鎖と架橋反応性をもつポリマーを与えるアセチレンモノマーを共重合し、その後製膜、部分分解と部分架橋を行い、酸素選択透過性への効果を調べた。結果として、超高透過性で、アッパーバウンドを超える優れた性能が得られた。

    DOI: 10.1016/j.polymer.2018.06.075

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  • Synthesis of soluble oligsiloxane-end-capped hyperbranched polyazomethine and their application to CO2/N2 separation membranes 査読

    Liang Xu, Tianyang Lei, Boyu Jing, Yu Zang, Fengjuan Miao, Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko

    Designed Monomers and Polymers21 ( 1 ) 99 - 104   2018年4月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    トリアジンとベンゼンジアルデヒドよりの全共役ポリアゾメチンのハイパーブランチポリマーを合成し、末端をオリゴシロキサンでエンドキャップして可溶化した。この可溶化全共役ポリアゾメチンをエチルセルロースあるいはポリスルホンとブレンドし、二酸化炭素選択透過性への効果を見た。透過性の大きな向上が見られた。

    DOI: 10.1080/15685551.2018.1472720

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  • Solvent-tuned dual emission of a helical poly[3,5-bis(hydroxymethyl)phenylacetylene] connected with a π-conjugated chromophore 査読

    Zhichun Shi, Giseop Kwak, Young-Jae Jin, Masahiro Teraguchi, Toshiki Aoki, Takashi Kaneko

    Polymer Journal50   1 - 5   2018年3月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    側鎖にターフェニル発色団を有するらせんポリ[3,5-ビス(ヒドロキシメチル)フェニルアセチレン]誘導体が、単一波長(280 nm)の励起で2つの波長(310, 390 nm)に発光を示すようなデュアルエミッションを有し、その強度が極性溶媒刺激により制御されることを見いだした。すなわち、極性溶媒の添加により、分子内水素結合の切断とコンフォメーション変化が誘導され、発光種の優先性が変化することを明らかにした。

    DOI: 10.1038/s41428-018-0045-7

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  • Fluorescence emission and image patterning from selective photocyclic aromatization of cis–cisoid helical poly(phenylacetylene)s in situ in a film via top-down photodegradation 査読

    Young-Jae Jin, Hyosang Park, Chang-Lyoul Lee, Masahiro Teraguchi, Takashi Kaneko∗, Toshiki Aoki∗∗, Giseop Kwak∗∗

    Dyes and Pigments149   444 - 448   2018年2月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    シスまたはトランスポリ(p−トリメチルシリルフェニルアセチレン)をそれぞれ異なる重合開始剤で合成した。シスポリマーはもともと発光性が無いが、熱処理後に顕著な蛍光発光強度が増す現象を見出した。これは熱処理に依るシスからトランスへの異性化に起因していることが分かった。この発光はトランスポリマーのみに形成されるフェニルペンダントグループのπスタッキングに起因していると考えられた。

    DOI: 10.1016/j.dyepig.2017.10.035

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  • Synthesis of Two Well-Defined Quadruple-Stranded Copolymers having Two Kinds of Backbones by Postpolymerization of a Helical Template Polymer 査読

    Yu Zang, Toshiki Aoki, Hiroyoki Tanagi, Kana Matsui, Masahiro Teraguchi, Takashi Kaneko, Liqun Ma, Hongge Jia, Ken-Ichi Shinohara

    Macromolecular Rapid Communications39 ( 4 )   2018年2月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Wiley-VCH Verlag  

    A brand new, soluble quadruple-stranded copolymer is synthesized by using a self-template polymer from a new monomer. In addition, another very unique quadruple-stranded copolymer having a π−π stacking supramolecular polymer main chain is synthesized by selective photocyclic aromatization of the quadruple-stranded copolymer. The two quadruple-stranded copolymers gave self-standing membranes.

    DOI: 10.1002/marc.201700556

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  • A New Analysis Method for Quantitative Determination of Triads of Copoly(Substituted Acetylene)s’ Backbones by Highly Selective Photocyclic Aromatization

    Guanwu Yin, Nennei Nagaoka, Lijia Liu, Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko

    Chemistry Letters46 ( 11 ) 1608 - 1611   2017年11月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Chemistry Letters  

    著者らが以前発見し、JACS2013で報告した置換アセチレン高分子の光環化芳香族化分解(SCAT)は、定量的な反応であり、得られたSCAT生成物は、出発高分子の主鎖の連鎖構造を反映している。以前著者らはこれを利用し、分子量の異なる置換アセチレン同士の共重合体の3連子の分布をSCAT体のGPCにより明らかにした。しかしながら、分子量の近い置換アセチレン同士の共重合体ではこの方法は適さない。そこで本研究では、このような共重合体のSCAT生成物のNMRにより3連子の分布を明らかにした。

    DOI: 10.1246/cl.170697

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  • Transformer of Achiral Amounts to Chirality: Double Reversal of Enantioselectivity Using a Single Cocatalyst in Asymmetric Polymerization 査読

    Guanwu Yin, Geng Zhang, Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko, Jesus Rodriguez Castanon, Masashi Shiotsuki, Fumio Sanda

    MACROMOLECULES50 ( 19 ) 7468 - 7474   2017年10月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    Chiral compounds play a vital role in our lives because we are made up of chiral polymers. A strict rule of chirality synthesis is "to obtain one enantiomer of a new chiral product, one enantiomer of a chiral source is needed". If two enantiomers can be synthesized using a single chiral compound, we can both break the above rule and open up a more efficient route to useful chiral materials using a cheaper chiral source. Here we report the first example of double reversals of enantioselectivity in catalytic asymmetric polymerization of achiral monomers using a single isomer of simple chiral compounds as cocatalyst. Furthermore, we achieved this by changing only one achiral condition, that is, the amount of the chiral cocatalyst, without any other changes in the polymerization conditions. As a result, we easily and directly synthesized (+)- or (-)-polymer using a single chiral compound as a cocatalyst.

    DOI: 10.1021/acs.macromol.7b01671

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  • Oxygen permselectivities through supramolecular polymer membranes prepared by highly selective photocyclic aromatization of poly(substituted acetylene) 査読

    Guanwu Yin, Eri Ohtaka, Toshiki Aoki, Jianjun Wang, Masahiro Teraguchi, Takashi Kaneko

    POLYMER127   232 - 235   2017年10月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCI LTD  

    In order to estimate oxygen permselectivities through a supramolecular polymer membrane for the first time, we prepared three kinds of composite membranes consisting of a supramolecular polymer membrane and a conventional organic polymer membrane. Supramolecular polymer membranes were prepared by using highly selective photocyclic aromatization of poly(substituted acetylene)s. It was found that the supramolecular polymer membrane had oxygen permselectivity (alpha = P-O2/P-N2) around three in spite of its low molecular weight. (C) 2017 Published by Elsevier Ltd.

    DOI: 10.1016/j.polymer.2017.08.066

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  • Subnanoporous Highly Oxygen Permselective Membranes from Poly(conjugated hyperbranched macromonomer)s Synthesized by One-Pot Simultaneous Two-Mode Homopolymerization of 1,3-Bis(silyl)phenylacetylene Using a Single Rh Catalytic System: Control of Their Structures and Permselectivities 査読

    Jianjun Wang, Jun Li, Toshiki Aoki, Takashi Kaneko, Masahiro Teraguch, Zhichun Shi, Hongge Jia

    MACROMOLECULES50 ( 18 ) 7121 - 7136   2017年9月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    Novel well-defined complex,polymers, polymers of acetylene type macronionomers having silylene-vinylene-phenylene-ethynylene hyper-branches, investigated as a new class of subnanoporous oxygen permselective membrane materials, were synthesized very easily by one-pot Simultaneous two-mode homopolymerization of a single monomer with a single catalyst. For this "simultaneous polymerization" we synthesized AB(2)-type monomers (1,3-bis(dimethylsilyl)phenylacetylenes) containing one terminal triple bond and two Si-H groups. The resulting poly(hyperbrancIed mactornonomer)s had high molecular weights, low densities, high solubility, and good self-membrane forming ability. They had higher oxygen permselectivities (a = P-O2/P-N2) than any other reported polymers having similar oxygen permeabilities (P-O2). These excellent polymer membranes could be obtained only by the simultaneous polymerization. In the one-pot simultaneous polymerization, the two different modes of polymerizations, i.e., addition polymerization of the triple bond and polyaddition of the triple bond and two SiH groups in the single monomer, occurred simultaneously by using one catalytic system, i.e., [Rh(norbornadiene)Cl](2)/various amines. The ratio of the branches (RB), i.e., the addition polymerization and the polyaddition, could be controlled by changing the amine cocatalysts. Their oxygen permselectivities could be adjusted by controlling the polymer structures including RB.

    DOI: 10.1021/acs.macromol.7b01458

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  • Annealing-Induced Circular Dichroism Enhancement in Luminescent Conjugated Polymers with an Intramolecular Stack Structure

    Young-Jae Jin, Kyo-Un Seo, Young-Ghil Choi, Masahiro Teraguchi, Toshiki Aoki, Giseop Kwak

    MACROMOLECULES50 ( 17 ) 6433 - 6438   2017年9月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    Two poly(diphenylacetylene) derivatives containing identical chiral pinanyl groups on the para- and meta-positions of the side phenyl ring were prepared, and their circular dichroism (CD) and photoluminescence (PL) spectra were compared. The magnitudes of circular polarization (g(CD)) of the para- and meta-polymers were determined to be 3.1 x 10(3) and 1.4 x 10(3), respectively. The PL quantum yield (PLQY) of the para-polymer was much greater (27.8%) than that of the meta-polymer (2.61%). When the two polymers were annealed at 80 C in toluene, their CD spectra were remarkably enhanced and reached equilibrium at g(CD) values of 9.6 x 10(3) and 6.0 x 10(3), respectively. The para-polymer was kinetically more favored for the CD enhancement as known from the fact that the activation energies for the reactions of para- and meta-polymers were determined to be 88 and 187 kJ mol(1), respectively. The PLQYs of both polymers were unaffected by annealing.

    DOI: 10.1021/acs.macromol.7b01283

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  • Thermodynamically stable, highly emissive poly(diphenylacetylene) derivative containing long alkyl side chain without silylene linkage

    Young-Jae Jin, Yuto Kawamura, Masahiro Teraguchi, Toshiki Aoki, Giseop Kwak

    POLYMER123   81 - 86   2017年8月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCI LTD  

    A PDPA derivative with a long alkyl side chain connected directly onto the backbone (1) was synthesized and compared to a corresponding polymer with a silylene linkage between the side chain and the backbone (2). Polymers 1 and 2 showed similar solubilities: both polymers dissolved well in organic solvents such as toluene, THF, and chloroform but not in polar solvents such as DMF and alcohols. When cast from toluene solutions, smooth and transparent films were readily obtained. Thermogravimetric analysis showed that 1 was more thermally stable than 2 owing to the absence of the relatively weak silylene linkage. Differential scanning calorimetry showed that 1 exhibited a local thermodynamic relaxation due to the long alkyl side chains at a higher temperature than 2. In photoluminescence spectroscopy, 1 was found to be more emissive, with quantum yields being as high as 63.1 and 27.4% in solution and films, respectively, while those of 2 were 49.4 and 20.6%. Consequently, 1 was more thermally stable, stiffer, and more emissive than 2. (C) 2017 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.polymer.2017.07.011

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  • Oxygen Permselectivities of Novel Multi-bridged Copolymers Synthesized by Imine Metathesis between N-Imines and C-Imines in the Pendant Groups of Two Poly(substituted acetylene)s

    Yinghui Lun, Yu Zang, Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko

    CHEMISTRY LETTERS46 ( 3 ) 401 - 404   2017年3月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:CHEMICAL SOC JAPAN  

    New types of multi-bridged copolymers were designed and examined as oxygen permselective membrane materials. The multi-bridged copolymers were synthesized by imine metathesis reactions between N-imine (synthetic equivalent of amine)containing poly(substituted acetylene)s and C-imine (synthetic equivalent of aldehyde)-containing poly(substituted acetylene) s in the membrane state. The resulting copolymers maintained good self-membrane forming ability. The introduction of multibridge structures enhanced both oxygen permselectivities and oxygen permeabilities simultaneously.

    DOI: 10.1246/cl.161104

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  • Fluorescence emission enhancement of poly(phenylacetylene) via thermal annealing

    Young-Jae Jin, Hyojin Kim, Dong-Yeon Hwang, Masahiro Teraguchi, Takashi Kaneko, Toshiki Aoki, Giseop Kwak

    MOLECULAR CRYSTALS AND LIQUID CRYSTALS645 ( 1 ) 50 - 57   2017年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:TAYLOR & FRANCIS LTD  

    Both cis- and trans-rich poly[p-(trimethylsilyl)phenylacetylene]s (PTM-SPAs) were synthesized using [Rh(norbornadiene)Cl](2)-TEA (TEA: triethylamine) and WCl6-Ph4Sn as catalysts, respectively. The Rh-based cis-rich polymer exhibited a remarkable fluorescence (FL) emission enhancement after thermal annealing (heating at 200 degrees C in N-2 atmosphere for 1 min), while the pristine polymer was almost entirely non-emissive. NMR and Raman spectroscopic studies clarified the occurrence of irreversible cis-trans isomerization under thermal annealing and suggested that the FL emission increased with an increase in the trans content of PTMSPA. Computer simulations of 12-mer model compounds clarified that the FL emission is a result of intramolecular excimers formed from side-on -stacking of phenyl groups, which is possible only along the backbone of the trans-based polymer.

    DOI: 10.1080/15421406.2016.1277910

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  • Helix-Sense-Selective Polymerization of Achiral Phenylacetylenes and Unique Properties of the Resulting Cis-cisoidal Polymers 査読

    Lijia Liu, Yu Zang, Hongge Jia, Toshiki Aoki, Takashi Kaneko, Shingo Hadano, Masahiro Teraguchi, Mari Miyata, Geng Zhang, Takeshi Namikoshi

    POLYMER REVIEWS57 ( 1 ) 89 - 118   2017年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:TAYLOR & FRANCIS INC  

    One of the authors discovered helix-sense-selective polymerization (HSSP) of an achiral substituted phenylacetylene which has two hydroxymethyl groups and a relatively hydrophobic substituent by using a chiral catalytic system in 2003. The one-handed helicity is stable and static in nonpolar solvents because it is maintained by intramolecular hydrogen bonds. Since the resulting polymer has extremely tight helicity in its main chain, it shows many interesting and unusual properties including highly selective photocyclic aromatization (SCAT). In this review, the discovery and development of the HSSP and SCAT reactions, and the properties and application of the resulting polymers prepared by HSSP and the resulting supramolecular polymers prepared by SCAT will be examined.

    DOI: 10.1080/15583724.2016.1160930

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  • Synthesis of One-Handed Helical Block Copoly(substituted acetylene)s Consisting of Dynamic cis-transoidal and Static cis-cisoidal Block: Chiral Teleinduction in Helix-Sense-Selective Polymerization Using a Chiral Living Polymer as an Initiator 査読

    Lijia Liu, Geng Zhang, Toshiki Aoki, Yudan Wang, Takashi Kaneko, Masahiro Teraguchi, Chunhong Zhang, Hongxing Dong

    ACS MACRO LETTERS5 ( 12 ) 1381 - 1385   2016年12月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    By using a living one-handed helical cis-transoidal poly(chiral substituted phenylacetylene) as a polymer initiator (poly(I-n)), helix-sense-selective polymerization (HSSP) of an achiral phenylacetylene 2 having two hydroxy groups successfully afforded a diblock copoly(phenylacetylene) (copoly(I-n/2(m))) consisting of a dynamic one-handed helical cis-transoidal block and a static one-handed helical cis-cisoidal block. The formation of the diblock structure was confirmed by consumption of the chiral initiator, appearance of characteristic CD indicating the one handed helical cis-cisoidal block, and occurrence of the selective photocylic aromatization reaction in the cis-cisoidal block. Therefore, HSSP has been achieved by using the chiral alkenyl groups in the initiator as a chiral source for the first time. In addition, since the HSSP was achieved in spite of the long distance between the chiral initiation site and the propagating site, chiral teleinduction through the rigid and static one-handed helical cis-cisoidal block based on domino effects was confirmed.

    DOI: 10.1021/acsmacrolett.6b00809

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  • Synthesis and oxygen permselectivity of copoly(substituted acetylene)s with bulky fused polycyclic aliphatic groups 査読

    Hongge Jia, Jian Luo, Toshiki Aoki, Lijia Liu, Yu Zang, Yinghui Lun, Masahiro Teraguchi, Takashi Kaneko

    POLYMER99   695 - 703   2016年9月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCI LTD  

    We synthesized six phenylacetylenes (RCOPAs, RSOPAs, and RSPAs) having a bulky fused polycyclic aliphatic group, which is adamantyl(Ad), pinanyl(Pi), or cholesteryl(Ch) via oxycarbonyl (CO) or oxydimethylsilyl( SO), and the other two phenylacetylenes having less or non-bulky substituents, i.e., menthyloxycarbonylphenylacetylene (MtCOPA) or ethoxydimethylsilylphenylacetylene (EtSOPA) (Et = Ethyl). The new monomers were polymerized and copolymerized with p-trimethylsilylphenylacetylene (SPA) by using catalyst [ Rh(nbd)Cl](2) (nbd = 2,5-norbornadiene) in trimethylamine to give soluble high molecular-weight polymers in relatively good yields. The resulting copolymers were fabricated to self-supporting membranes which had enough strength for separation membranes by solution casting method. As a result, we can discuss the relationship between bulky chemical structures and permeation behavior systematically for the first time. Oxygen permselectivities (PO2/PN2) of copolyRSOPAs having the bulky fused polycyclic aliphatic groups such as Ad and Pi were higher than those of copolyEtSOPAs. PO2/PN2 values of copolyRCOPAs were higher than those of polyRSOPAs when they had the same content of the identical bulky groups. The rigid spacer was effective for enhancing PO2/PN2. Among copolyRCOPAs with bulky fused polycyclic aliphatic groups, the copolymers with spherical substituents such as Pi and Ad groups showed higher PO2/PN2 values than those with a planer substituent i.e., Ch groups. PO2 values of copolyRSOPAs and copolyRCOPAs were 130-220 and 50-90 barrer, respectively. The flexible silyloxy spacers in RSOPAs were effective in enhancing their PO2 values. (C) 2016 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.polymer.2016.07.023

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  • Novel Isolated, L-Amino Acid-Ligated Rhodium Catalysts that Induce Highly Helix-Sense-Selective Polymerization of an Achiral 3,4,5-Trisubstituted Phenylacetylene 査読

    Hongge Jia, Yongqiang Shi, Liqun Ma, Xuan Gao, Yazhen Wang, Yu Zang, Jijun Peng, Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko, Toshio Masuda

    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY54 ( 15 ) 2346 - 2351   2016年8月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:WILEY-BLACKWELL  

    Two novel chiral well-defined rhodium complexes, Rh(cod)(L-Phe) (cod=1,5-cyclooctadiene, Phe=phenylalanine) and Rh(cod)(L-Val) (Val=valine) were synthesized, isolated by recrystallization, and characterized. The helix-senseselective polymerization (HSSP) of an achiral 3,4,5-trisubstituted phenylacetylene, p-dodecyloxy-m, m-dihydroxyphenylacetylene (DoDHPA) was examined by using the two Rh complexes as catalysts. These catalysts provided high molecular weight polymers (M-w 28 x 10(4)-45 x 10(4)) in about 40%-85% yields. The resulting polymers exhibited a bisignated CD signal at about 300 nm and a broad signal around 470 nm, indicating that they have preferential one-handed helical structure. The present catalysts achieved larger molar ellipticity up to [theta](310) = 13.0 x 10(4) deg cm(2)/dmol than those with binary chiral catalytic systems, [Rh(cod)Cl](2)/(L-phenylalaninol), [Rh(cod)Cl](2)/(L-valinol), and [Rh(nbd)Cl](2)/(R)-PEA. All these results manifest that the present, well-defined Rh complexes serve as excellent catalysts for the HSSP of DoDHPA. (C) 2016 Wiley Periodicals, Inc.

    DOI: 10.1002/pola.28106

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  • Highly Selective Photocyclic Aromatization (SCAT)-GPC Method for Quantitative Determination of Microstructures of Copoly(substituted acetylenes) Backbone 査読

    Guanwu Yin, Lijia Liu, Toshiki Aoki, Takeshi Namikoshi, Masahiro Teraguchi, Takashi Kaneko

    CHEMISTRY LETTERS45 ( 7 ) 813 - 815   2016年7月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:CHEMICAL SOC JAPAN  

    Highly selective photocyclic aromatization (SCAT) of poly(substituted acetylene)s, which can quantitatively yield the corresponding 1,3,5-trisubstituted benzene derivative, was applied to quantitative determination of the microstructures of copoly(substituted acetylene)s. By GPC analysis of the SCAT products of the copolymers of two substituted acetylenes having substituents whose molecular weights were greatly different, some clear information regarding the microstructures, such as sequence (triad) distribution and composition, which could not be obtained from NMR because of their broad peaks, could be obtained successfully under a mild condition.

    DOI: 10.1246/cl.160357

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  • Highly Emissive, Optically Active Poly(diphenylacetylene) Having a Bulky Chiral Side Group 査読

    Hyojin Kim, Kyo-Un Seo, Young-Jae Jin, Chang-Lyoul Lee, Masahiro Teraguchi, Takashi Kaneko, Toshiki Aoki, Giseop Kwak

    ACS MACRO LETTERS5 ( 5 ) 622 - 625   2016年5月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    A highly emissive, optically active poly(diphenylacetylene) derivative, NpSi*-PDPA, was synthesized by introducing a bulky chiral pendant group into the polymer chain. NpSi*-PDPA exists in a glassy state having a highly disordered and amorphous structure. Hence, the fractional free volume is quite high, i.e., 0.29. NpSi*-PDPA emits a green light in solution and a yellow light in film. This polymer is quite emissive, as the photoluminescence (PL) quantum yield is 56.1% in solution and 6.2% in film, and the PL lifetime is relatively long, 1.71 ns in solution and 1.05 ns in film. NpSi*PDPA shows the strongest circular dichroism (CD) signal at 384 nm, with a magnitude of circular polarization (g(CD)) of 0.90 x 10(-3) and an optical rotation of 110 degrees (4.30 X 10(-3) g mL(-1), in CHCl3). The CD intensity is significantly increased by annealing at 80 degrees C, reaching an equilibrium at g(CD) of 7.10 X 10(-3) after 72 h.

    DOI: 10.1021/acsmacrolett.6b00184

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  • Asymmetric Restriction of Intramolecular Rotation in Chiral Solvents 査読

    Young-Jae Jin, Hyojin Kim, Jong Jin Kim, Nam Ho Heo, Jong Won Shin, Masahiro Teraguchi, Takashi Kaneko, Toshiki Aoki, Giseop Kwak

    CRYSTAL GROWTH & DESIGN16 ( 5 ) 2804 - 2809   2016年5月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    Commercially available molecular rotor (MR) compounds were recrystallized using chiral monoterpenes as solvents. The resulting crystals exhibited large circular dichroism signals with opposing signs according to the handedness of the chiral solvent used. X-ray crystallographic analysis showed that the chirality originated from asymmetric restriction of intramolecular rotation in the crystals. The crystals were also highly emissive due to restricted bond rotation, while solutions of the materials were almost nonemissive. The solvent-to-MR chirality transfer approach to. crystallization discussed herein should be a convenient, universal way to obtain highly emissive chiral crystals.

    DOI: 10.1021/acs.cgd.6b00128

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  • High Oxygen Permselectivity through a Membrane from Novel Soluble Imido-bridged Ladder Polysiloxane

    Shuangping Xu, Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko

    CHEMISTRY LETTERS45 ( 4 ) 424 - 426   2016年4月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:CHEMICAL SOC JAPAN  

    A novel soluble well-defined ladder polysiloxane bridged by imido linkages having a high molecular weight was successfully synthesized via the corresponding supramolecular intermediate and was fabricated to a very flexible self-standing membrane. The membrane showed a better oxygen permselectivity than conventional linear polyorganosiloxanes. We directly observed the effect of the regular molecular-sized pores formed by the ladder structure on the oxygen permselectivity for the first time. This is the first report on gas permeability thorough a well-characterized ladder polymer.

    DOI: 10.1246/cl.151196

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  • Influence of a hydrodynamic environment on chain rigidity, liquid crystallinity, absorptivity, and photoluminescence of hydrogen-bonding-assisted helical poly(phenylacetylene) 査読

    Young-Jae Jin, Hyojin Kim, Mari Miyata, Guanwu Yin, Takashi Kaneko, Masahiro Teraguchi, Toshiki Aoki, Giseop Kwak

    RSC ADVANCES6 ( 43 ) 36661 - 36666   2016年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ROYAL SOC CHEMISTRY  

    The chain rigidity, liquid crystallinity, absorptivity, and photoluminescence of a helical poly(phenylacetylene) derivative varied significantly depending on the solvent employed, owing to the conformational changes caused by the formation or destruction of intramolecular hydrogen bonds. The polymer chains were rigid and liquid crystalline when dissolved in such non-solvents as toluene and THF to show lower absorptivity and intramolecular excimer emission while the same polymer chains became flexible in piperidine having a high hydrogen-bonding acceptor strength to exhibit strong absorption in the visible region and the emission was significantly quenched.

    DOI: 10.1039/c6ra01940d

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  • Quantitative Introduction of Perfluoroalkyl Groups to Poly(diphenylacetylene) Membranes via Three-step Membrane Reaction Including Click Reaction and Their Gas Permeability 査読

    Takashi Sato, Masahiro Teraguchi, Motohiro Kiuchi, Takashi Kaneko, Toshiki Aoki

    CHEMISTRY LETTERS44 ( 12 ) 1679 - 1681   2015年12月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:CHEMICAL SOC JAPAN  

    Poly(diphenylacetylene) membranes having perfluoroalkyl groups were quantitatively synthesized via a three-step membrane reaction, that is, desilylation (the 1st step), Williamson reaction (the 2nd step), and Click reaction (the 3rd step). The conversions of the all reactions were confirmed by IR. spectra and elemental analysis. Even though the reactions were carried out in membrane state, the conversions were fairly high. These high conversions are attributed to high swelling property of poly(diphenylacetylenes), including the extremely large fractional free volume. The gas permeability and thermal property of the perfluoroalkylated poly(diphenylacetylene) membranes were investigated. Polymer reactions are a very useful and powerful

    DOI: 10.1246/cl.150841

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  • Highly Efficient Helix-sense-selective Polymerization of an Achiral Phenylacetylene Having a Bulky Group 査読

    Yanqing Qu, Yu Zang, Mingyu Zhang, Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko, Liqun Ma, Hongge Jia

    CHEMISTRY LETTERS44 ( 12 ) 1777 - 1779   2015年12月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:CHEMICAL SOC JAPAN  

    A novel achiral phenylacetylene having a bulky t-butyl group was synthesized and polymerized by a chiral catalytic system containing [Rh(nbd)Cl](2) (nbd: norbomadiene) and chiral amines to yield a one-handed helical polymer having a much higher g value than polymers with no bulky groups. Highly efficient helix-sense-selective polymerization has been achieved using a bulky monomer and a less bulky chiral cocatalyst.

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  • Helical Conformation Stability of Poly[3,5-bis(hydroxymethyl)phenylacetylene]s Depending on the Length of Their Rigid and Linear π-Conjugated Side Groups 査読

    Zhichun Shi, Masahiro Teraguchi, Toshiki Aoki, Takashi Kaneko

    Chemistry Letters44 ( 10 ) 1413 - 1415   2015年10月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    DOI: 10.1246/cl.150616

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  • A Helical Polyphenylacetylene Having Amino Alcohol Moieties Without Chiral Side Groups as a Chiral Ligand for the Asymmetric Addition of Diethylzinc to Benzaldehyde 査読

    Lijia Liu, Qing Long, Toshiki Aoki, Geng Zhang, Takashi Kaneko, Masahiro Teraguchi, Chunhong Zhang, Yudan Wang

    CHIRALITY27 ( 8 ) 454 - 458   2015年8月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:WILEY-BLACKWELL  

    One-handed helical polyphenylacetylenes having achiral amino alcohol moieties, but no chiral side groups, were synthesized by the helix-sense-selective copolymerization of an achiral phenylacetylene having an amino alcohol side group with a phenylacetylene having two hydroxyl groups. Since the resulting helical copolymers were successfully utilized as chiral ligands for the enantioselective alkylation of benzaldehyde with diethylzinc, we can conclude that the main-chain chirality based on the one-handed helical conformation is useful for the chiral catalysis of an asymmetric reaction for the first time. The enantioselectivities of the reaction were controlled by the optical purities of the helical polymer ligands. In addition, the polymer ligands could be easily recovered by precipitation after the reaction. Chirality 27:454-458, 2015. (c) 2015 Wiley Periodicals, Inc.

    DOI: 10.1002/chir.22455

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  • Synthesis of a Fluorine-Containing Cis-Cisoidal One-Handed Helical Polyphenylacetylene and Application of Highly Selective Photocyclic Aromatization Product on Oxygen Permselective Membrane 査読

    Yu Zang, Guanwu Yin, Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko, Liqun Ma, Hongge Jia

    CHIRALITY27 ( 8 ) 459 - 463   2015年8月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:WILEY  

    A novel phenylacetylene monomer having a perfluorinated alkyl group (M-F) was synthesized and polymerized in a chiral catalytic system to yield a one-handed helical polymer. The ability and efficiency of the chiral induction of the fluorine-containing monomer in the helix-sense-selective polymerization (HSSP) was much higher than those of a monomer having the corresponding alkyl group (M-H) we reported before. The resulting polymer P-F showed cis-cisoidal one-handed helical conformation, and was suitable for highly selective photocyclic aromatization (SCAT) to give a 2D surface modifier (T-F). Oxygen permselectivity through a base polymer membrane was highly enhanced from 1.83 to 2.36 by adding a small amount (1-5wt%) of the 2D surface modifier T-F. The improvement was thought to be caused by improvement of solution selectivity on the membrane surface which the 2D surface modifier effectively covered. Chirality 27:459-463, 2015. (c) 2015 Wiley Periodicals, Inc.

    DOI: 10.1002/chir.22441

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  • Optically Active Conjugated Polymer Nanoparticles from Chiral Solvent Annealing and Nanoprecipitation 査読

    Hyojin Kim, Young-Jae Jin, Beomsu Shin-Il Kim, Toshiki Aoki, Giseop Kwak

    MACROMOLECULES48 ( 13 ) 4754 - 4757   2015年7月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    キラル溶媒中での共役ポリマーのナノ沈殿を用いたキラルナノ微粒子の調製法を報告した。

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  • A Chiral Supramolecular Polymer Membrane with no Chiral Substituents by Highly Selective Photocyclic Aromatization of a One-Handed Helical Cis-cisoidal Polyphenylacetylene 査読

    Lijia Liu, Qing Long, Toshiki Aoki, Takeshi Namikoshi, Yunosuke Abe, Mari Miyata, Masahiro Teraguchi, Takashi Kaneko, Yudan Wang, Chunhong Zhang

    MACROMOLECULAR CHEMISTRY AND PHYSICS216 ( 5 ) 530 - 537   2015年3月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:WILEY-V C H VERLAG GMBH  

    A one-handed helical cis-cisoidal polyphenylacetylene (P) is successfully synthesized by an asymmetric-induced polymerization of a chiral-substituted phenylacetylene having two hydroxymethyl groups. Quantitative photocyclic aromatization of P in a membrane-state followed by in situ removal of the chiral substituents affords a one-handed helical supramolecular polymer membrane of the corresponding cyclic trimer (T) with no chiral substituents. The original one-handed helicity of the precursor P is successfully transmitted to the resulting supramolecular helicity of de-T. Both the hydrogen bonds and the pi-pi stacking are thought to contribute to the retention of the chirality during the two-step reaction in the membrane state.

    DOI: 10.1002/macp.201400526

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  • Helix-sense-selective Polymerization of Achiral Phenylacetylenes by Using One-handed Helical Poly(phenylacetylene)s as Chiral Cocatalysts Prepared by Helix-sense-selective Polymerization of Achiral Phenylacetylenes 査読

    Geng Zhang, Lijia Liu, Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko

    CHEMISTRY LETTERS44 ( 3 ) 318 - 320   2015年3月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:CHEMICAL SOC JAPAN  

    We found that the helix-sense-selective polymerization (HSSP) of achiral phenylacetylenes having two hydroxy groups was realized by using one-handed helical poly(phenylacetylene)s as chiral cocatalysts prepared by HSSP of the same or similar achiral phenylacetylenes having two hydroxy groups. In other words, the chirality caused only by the one-handed helical backbone was found to be able to work as a cocatalyst in the chiral catalytic system. In addition, the efficiency of the chiral induction was high and almost the same as that of the HSSP by using enatiomerically pure phenylethylamine as a cocatalyst.

    DOI: 10.1246/cl.141079

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  • Selective Polymerization of Dimethylsilylphenylacetylene and the Gas Permselectivity of the Resulting Polymer Membranes 査読

    Jun Li, Jianjun Wang, Toshiki Aoki, Takashi Kaneko, Masahiro Teraguchi

    CHEMISTRY LETTERS44 ( 2 ) 182 - 184   2015年2月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:CHEMICAL SOC JAPAN  

    Three types of homopolymerizations of p-(dimethylsilyl)-phenylacetylene (HSPA) having a terminal triple bond and a Si-H group were selectively carried out by using three kinds of polymerization catalysts. Among them poly(HSPA) synthesized by addition polymerization of its triple bond using [Rh(nbd)Cl](2) (nbd: norbornadiene)/phenylethylamine (PEA) showed a good membrane forming ability. The copolymerizations of HSPA with p-(trimethylsilyl)phenylacetylene (SPA) were carried out using [Rh(nbd)Cl](2)/PEA and the resulting copolymers were fabricated to self-supporting membranes. These membranes, including the homopolymer of HSPA, showed higher permselectivities for oxygen and carbon dioxide over nitrogen than those of poly(SPA). Incorporation of HSPA unit to poly(SPA) effectively enhanced its permselectivities with only small decrease in its permeability.

    DOI: 10.1246/cl.140928

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  • Synthesis and oxygen permeation of novel polymers of phenylacetylenes having two hydroxyl groups via different lengths of spacers 査読

    Yu Zang, Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko, Liqun Ma, Hongge Jia

    POLYMER56   199 - 206   2015年1月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCI LTD  

    Three novel phenylacetylenes having two hydroxyl groups via different kinds of spacers between the two hydroxyl groups and benzyl group were synthesized and polymerized. Two of the resulting polymers having oxyalkylene spacers between the hydroxyl group and benzyl group had good membrane forming ability, relatively high oxygen permselectivity and high oxygen permeability. By introducing the oxyalkylene spacers, the membrane forming abilities and oxygen permselectivity were enhanced. Oxygen permselectivity (P-O2/P-N2 = 2.67) of the polymer membrane having the longest spacers was higher than that (2.19) of polymer without any spacers. It may be because the columnar content and then defects decreased when the cis-cisoid conformation was changed to cis-transoid conformation. In addition, by decreasing the columnar content of the membrane from the polymer without any spacers, which could be controlled by conditions in membrane preparation, the membrane forming ability and oxygen permselectivity were effectively enhanced (from 2.19 to 2.61) without any drop of oxygen permeability. (C) 2014 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.polymer.2014.11.042

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  • Catalytic Helix-Sense-Selective Polymerisation of Achiral Substituted Acetylenes Containing Bulky π-Conjugated Planar Substituents Yielding Soluble and Statically Stable One-Handed Helical Polymers 査読

    Yu Zang, Toshiki Aoki

    RSC Advances5 ( 129 ) 106819 - 106823   2015年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    著者グループが以前発見した置換アセチレンのらせん選択重合に適するモノマーは水素結合を形成できる官能基を持つものに限られていたが、本論文で新たな構造のつまり水素結合を形成できる官能基を持たないらせん選択重合に適するモノマーを報告した。

    DOI: 10.1039/c5ra20211f

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  • Helix-sense-selective Degradation of Poly[4-dodecyloxy-3,5-bis(hydroxymethyl)phenylacetylene] by Selective Photocyclic Aromatization (SCAT) Using Circularly Polarized Light (CPL) 査読

    Mari Miyata, Masahiro Teraguchi, Hiromichi Endo, Takashi Kaneko, Toshiki Aoki

    CHEMISTRY LETTERS43 ( 9 ) 1476 - 1477   2014年9月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:CHEMICAL SOC JAPAN  

    Helix-sense-selective photodegaradation of poly[4-dodecyloxy-3,5-bis(hydroxymethyl)phenylacetylene] (poly(DoDHPA)) in membrane state was achieved by selective photocyclic aromatization (SCAT) using single-handed circularly polarized light (CPL). This is the first example of kinetic optical resolution of helical polymers by using CPL.

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  • Synthesis of Poly(1,2-phenyleneethynylene-1,2-phenylenevinylene) Bearing Phenol Residues and Forming Ability of the Folded Helical Conformation 査読

    Takashi Kaneko, Yuta Togashi, Masahiro Teraguchi, Toshiki Aoki

    CHEMISTRY LETTERS43 ( 8 ) 1219 - 1221   2014年8月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:CHEMICAL SOC JAPAN  

    5,4'-Bis(3,5-di-tert-buty1-4-acetoxypheny1)-2-ethynyl-2'-iodo-stilbene was synthesized and polymerized by the Sonogashira reaction to give the corresponding regioregular head-totail poly(1,2-phenyleneethynylene-1,2-phenylenevinylene). The polymer was converted to the corresponding hydroxy polymer after complete elimination of the protecting acetyl group by treatment with an alkaline solution. It was found that the folded helical conformation was preferred for the polymer containing the poly(1,2-phenylenevinylene) structure upon addition of methanol to the chloroform solution owing to the solvophobic interaction.

    DOI: 10.1246/cl.140348

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  • Synthesis of sequential poly(1,3-phenyleneethynylene)-based polyradicals and through-space antiferromagnetic interaction of their solid state 査読

    Takashi Kaneko, Kyohei Iwamura, Ryo Nishikawa, Masahiro Teraguchi, Toshiki Aoki

    POLYMER55 ( 5 ) 1097 - 1102   2014年3月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCI LTD  

    Some 1,3-PPE-based polyradicals with pendent phenoxy radicals whose repeating unit consisted of four 1,3-phenyleneethynylene units were synthesized via polymerization between monomers and trimeric monomers in the presence of the Pd(PPh3)(4) complex catalysts. The ESR spectra of the polyradicals in dichloromethane showed unimodal broad signals. For the solid samples which were prepared from the dichloromethane solution by evaporating the solvent and by drying in vacuo, the signal intensity decreased with broadening of peak-to-peak line-width (Delta H-pp). However, the ESR spectra almost recover to the initial intensity and shapes due to redissolving in dichloromethane. In particular, the decrease of doubly integrating the ESR signal (I-ESR) was more remarkable for the polyradical bearing galvinoxyl and phenoxyl residues than others. This behavior suggests that strong antiferromagnetic interaction partially arose for the polyradical. (C) 2014 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.polymer.2014.01.019

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  • Facile synthesis of five 2D surface modifiers by highly selective photocyclic aromatization and efficient enhancement of oxygen permselectivities of three polymer membranes by surface modification using a small amount of the 2D surface modifiers 査読

    Jianjun Wang, Yu Zang, Guanwu Yin, Toshiki Aoki, Hiroyuki Urita, Ken Taguwa, Lijia Liu, Takeshi Namikoshi, Masahiro Teraguchi, Takashi Kaneko, Liqun Ma, Hongge Jia

    POLYMER55 ( 6 ) 1384 - 1396   2014年3月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCI LTD  

    A facile synthesis of novel five 2D (planar) surface modifiers having a triphenylbenzene derivatives as a 2D structure has been achieved by the highly selective photocyclic aromatization reaction. Efficient enhancement of oxygen permselectivities through the three polymer membranes has been achieved by adding a small amount (< 5.0 wt%) of the 20 surface modifiers. Among the five 2D surface modifiers, a modifier compound having oligoethylene oxide groups showed the best performance for the enhancement. These improvements were thought to be caused mainly by improvement of the solution selectivity on the membrane surface where the 2D surface modifiers were accumulated. In some of the surface-modified blend membranes, their plots in the P-O2(-alpha) graph were over or close to the upper boundary line by Robeson in 1991. Since all the membranes containing the 2D surface modifiers showed better permselectivities than the corresponding substrate membranes, it is very promising for the future. (C) 2013 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.polymer.2013.11.046

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  • Synthesis and Enantioselective Permeability of One-handed Helical Multihydroxy Poly(phenylacetylene) Membrane by In Situ Removal of the Original Chiral Substituents 査読

    Lijia Liu, Kazuomi Mottate, Toshiki Aoki, Takashi Kaneko, Masahiro Teraguchi

    CHEMISTRY LETTERS43 ( 2 ) 237 - 239   2014年2月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:CHEMICAL SOC JAPAN  

    An insoluble chiral membrane of one-handed helical multihydroxy poly(phenylacetylene) without the coexistence of any other chiral moieties has been synthesized by in situ complete removal of a one-handed helical poly(phenylacetylene) having multihydroxymethyl groups and chiral pinanyl groups in each polymeric unit in the membrane state. Although the enantiopermselectivity was decreased, the permeability increased four times by removing the chiral groups. In comparison with the corresponding poly(phenylacetylene) having no hydroxymethyl groups and chiral pinanyl groups, the loss of enantiopermselectivity was much lower. It is believed that the multihydroxy groups could maintain the main-chain chirality or enhanced interaction with permeant.

    DOI: 10.1246/cl.130896

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  • Helix-Sense-Selective Polymerization of Novel Substituted Acetylenes Having a Rigid Planar Imino-Linked Substituent and Quantitative Polymer Reactions in the Optically Active Polymer Membranes 査読

    Mari Miyata, Yuya Katsushika, Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko

    KOBUNSHI RONBUNSHU71 ( 8 ) 372 - 381   2014年

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    記述言語:日本語   掲載種別:研究論文(学術雑誌)   出版者・発行元:SOC POLYMER SCIENCE JAPAN  

    Novel substituted acetylenes having a rigid planar substituent via a dynamic covalent imino group were synthesized and subsequently polymerized by using a chiral initiator system consisting Of an achiral rhodium complex and a chiral N,N-dimethylphenylethylamine to produce one-handed helical polymers having dynamic covalent imino groups. Furthermore, membranes could be produced from these chiral polymers that showed highly selective photocyclic aromatization (SCAT) and quantitative substitution of the side groups (RIM). Supramolecular polymer membranes having a high strength were obtained by SCAT. Chiral polymer membranes having many different kinds of side groups were easily obtained by RIM of the side groups.

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  • 堅い平面板状イミノ置換基を有する新規置換アセチレンのらせん選択重合と生成光学活性高分子の定量的膜反応 査読

    宮田真理, 勝然勇也, 青木俊樹, 寺口昌宏, 金子隆司

    高分子論文集71 ( 8 ) 372 - 381   2014年

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    記述言語:日本語   掲載種別:研究論文(学術雑誌)  

    著者らのグループは以前置換アセチレンのらせん選択重合(HSSP)とその生成ポリマーの高選択光環化芳香族化分解(SCAT)を報告してきた。本論文では反応性基としてイミノ置換基を有する新規置換アセチレンの合成を行い、このHSSPとSCATへの適合性を調べた。

    DOI: 10.1295/koron.71.372

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  • Facile Synthesis of an Amphiphilic 1,3,5-Trisubstituted Benzene as a Novel Surface Modifier by Selective Photocyclic Aromatization and Efficient Improvement of Oxygen Permselectivity by the Addition of the Surface Modifier 査読

    Jianjun Wang, Toshiki Aoki, Lijia Liu, Takeshi Namikoshi, Masahiro Teraguchi, Takashi Kaneko

    CHEMISTRY LETTERS42 ( 9 ) 1090 - 1092   2013年9月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:CHEMICAL SOC JAPAN  

    An amphiphilic 1,3,5-trisubstituted benzene as a new 2D surface modifier (T-EO) which has six hydroxy groups and three oligoethylene groups was successfully and easily synthesized by selective photocyclic aromatization in high conversion and selectivity for the first time. We prepared four kinds of blend membranes based on PVA or poly(trimethylsilylphenylacetylene) (poly(SPA)) containing the new amphiphilic cyclic trimer (T-EO) or the corresponding polymer (P-EO), that is, T-EO/PVA, P-EO/PVA, and T-EO/poly(SPA) membranes prepared by conventional solvent casting method (Method 1) and T-EO/poly(SPA) membranes prepared by a new solvent casting method (Method 11). T-EO/PVA membranes by Method I and T-EO/poly(SPA) membranes by Method II showed better performance in oxygen permeation than P-EO/PVA membranes by Method I and T-EO/poly(SPA) membranes by Method I, respectively. A PVA-based membrane containing 1.0 wt % T-EO showed the best performance, that is, the alpha became twice that of the original PVA membrane without any decrease in P-O2. The ideal improvement may be caused by effective surface modification by T-EO.

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  • Helix-Sense-Selective Polymerization of 3,5-Bis(hydroxymethyl)phenylacetylene Connected with a Rigid and π-Conjugated Substituent 査読

    Takashi Kaneko, Zhichun Shi, Yoshinori Murayama, Masahiro Teraguchi, Toshiki Aoki

    Chemistry Letters42 ( 9 ) 1087 - 1089   2013年9月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    光学活性なフェニルエチルアミン存在下トルエン中,Rh錯体触媒を用いて3,5-ビス(ヒドロキシメチル)-4-(4-ドデシルオキシフェニル)フェニルアセチレンをらせん選択重合させた。得られたポリマーのCDスペクトルにおいて見られる300nm付近の分裂型のコットン効果が,ポリ[3,5-ビス(ヒドロキシメチル)-4-ドデシルオキシフェニルアセチレン]に比べて長波長側に観測されたことから,側鎖も含めた発色団に帰属されることが明らかとなった。

    DOI: 10.1246/cl.130339

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  • Flexible self-supporting supramolecular polymeric membranes consisting of 1,3,5-trisubstituted benzene derivatives synthesized by highly selective photocyclic aromatization of helical poly(phenylacetylene)s in the membrane state 査読

    Mari Miyata, Takeshi Namikoshi, Lijia Liu, Yu Zang, Toshiki Aoki, Yunosuke Abe, Yoshiyuki Oniyama, Toyokazu Tsutsuba, Masahiro Teraguchi, Takashi Kaneko

    Polymer (United Kingdom)54 ( 17 ) 4431 - 4435   2013年8月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    It has been achieved to obtain flexible self-supporting supramolecular polymeric membranes consisting of only 1,3,5-trisubstituted benzene derivatives prepared by highly selective photocyclic aromatization of the corresponding poly (substituted phenylacetylene)s having a columnar structure. The flexibilities of the self-supporting supramolecular polymeric membranes were enhanced by introducing hydroxyl groups or phenylene groups to the starting polymers (monomers). There were two reasons for the enhanced strength: 1) introduction of intercolumnar hydrogen bonds and 2) enhancement of the degree of intracolumnar stackings. This strength depended on the structure of the starting polymers which functioned as a template. © 2013 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.polymer.2013.05.063

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  • Chiral Amplification during Asymmetric-Induced Copolymerization of Phenylacetylenes with Tight Cis-Cisoidal Main Chains 査読

    Lijia Liu, Kazuomi Mottate, Geng Zhang, Toshiki Aoki, Takashi Kaneko, Masahiro Teraguchi

    MACROMOLECULAR RAPID COMMUNICATIONS34 ( 14 ) 1140 - 1144   2013年7月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:WILEY-V C H VERLAG GMBH  

    A novel phenylacetylene (1) having two hydroxyl groups and a chiral pinanyl group together with the other three related phenylacetylenes has been synthesized and (co)polymerized by using an achiral catalytic system. Among the four monomers, only 1 is suitable to the asymmetric-induced polymerization (AIP). Chiral amplification phenomenon is only observed in the copolymerization of 1 with an achiral phenylacetylene having two hydroxyl groups (3). The tight helical cis-cisoidal main chain formed by making intramolecular hydrogen bonds between the hydroxyl groups in the copoly(1/3) enhances the efficiency of chiral induction and as a result chiral amplification phenomenon is observed during the copolymerization.

    DOI: 10.1002/marc.201300318

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  • Excellent oxygen permselectivity of fluorine-containing poly(trimethylsilyldiphenylacetylene)s prepared by direct alkylation of perfluorodecyl groups in membrane state 査読

    Takashi Sato, Naoki Yoshida, Akihiro Ishida, Masahiro Teraguchi, Toshiki Aoki, Takashi Kaneko

    Polymer (United Kingdom)54 ( 9 ) 2231 - 2234   2013年4月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    Two poly(trimethylsilyldiphenylacetylene) membranes containing different contents of fluorine-containing groups were prepared by direct perfluorodecylation of poly(trimethylsilyldiphenylacetylene) (poly 1) in the membrane state using different ratios of (perfluorodecyl)phenyliodonium triflates to the phenyl groups in the polymer. The resulting perfluorodecylated poly(trimethylsilyldiphenylacetylene) (poly 2a and poly 2b) membranes were self-standing and tough. The two membranes showed better performance in oxygen permselectivity compared with all the membranes reported by many researchers. The performance (PO2 &gt
    103 barrer and α = PO 2/PN2 = 2.9) of the poly 2a membrane having a lower content of the fluorine groups located on the upper boundary line reported by Robeson in 2008. The poly 2b membrane having a higher content of the fluorine groups was one of the polymers having the highest PO2 values (PO 2 &gt
    104 barrer) in all the polymers reported.

    DOI: 10.1016/j.polymer.2013.03.008

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  • Folding-Induced Through-Space Magnetic Interaction of Poly(1,3-phenyleneethynylene)-Based Polyradicals 査読

    Takashi Kaneko, Hiromasa Abe, Masahiro Teraguchi, Toshiki Aoki

    MACROMOLECULES46 ( 7 ) 2583 - 2589   2013年4月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    We synthesized poly(1,3-phenyleneethynylene)s bearing galvinoxyl moieties. The absorption ratio of the anion form in 1 M KOH methanol solution between 309 and 294 nm (A(309)/A(294)) decreased with increasing degree of polymerization. The wide-angle X-ray scattering of the powder, which was prepared by precipitation in dilute hydrochloric acid solution from the anion form in 1 M KOH methanol solution, showed a crystalline peak at 2 theta = 28 degrees. Polymers in which the chiral diethynyl-1,1'-binaphthyl moiety was inserted into the poly(1,3-phenyleneethynylene) chain were synthesized, and clear Cotton effects were observed in the absorption region of the galvinoxyl anion chromophore in the CD spectra taken in 1 M KOH-MeOH solution, indicating an excess of one-handed folded helical conformation. A relatively strong antiferromagnetic interaction was observed for the polyradicals prepared by precipitating the anionic form from alkaline methanol solution accompanied with oxidation using aqueous K3Fe(CN)(6) solution. These observations suggest that the relatively strong antiferromagnetic interaction of the polyradicals was caused by the close packing between galvinoxyl radicals induced by the formation of the folded helical structure.

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  • Helix-sense-selective Polymerization of Achiral Acetylene Monomer Catalyzed by Rh Zwitterionic Complexes with Tethered Chiral Amino and Ether Groups 査読

    Naoya Onishi, Toshiki Aoki, Takashi Kaneko, Masahiro Teraguchi, Natsuhiro Sano, Toshio Masuda, Masashi Shiotsuki, Fumio Sanda

    CHEMISTRY LETTERS42 ( 3 ) 278 - 280   2013年3月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:CHEMICAL SOC JAPAN  

    Zwitterionic rhodium (Rh) complexes with tethered chiral amino and ether groups were synthesized by the reaction of [(C2H4)(2)RhCl](2) with the 2,5-norbornadiene tether, (CH2)(4)R [2: R = (R)-NHCH(CH3)Ph, 3: (R)-OCH(CH3)Ph], followed by exchange of Cl with BPh4. The resultant Rh complexes, 2 and 3, catalyzed the polymerization of 4-dodecyloxy-3,5-bis(hydroxymethyl)phenylacetylene (1) to afford polymers [poly(1)s] with number-average molecular weights of 16000 and 82000, respectively. The poly(1)s showed clear circular dichroism resulting from their polyacetylene backbones, which indicates the formation of predominantly one-handed helical structures.

    DOI: 10.1246/cl.2013.278

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  • Living-like helix-sense-selective polymerization of an achiral substituted acetylene having bulky substituents 査読

    Yu Zang, Kazuki Nakao, Hiroki Yotsuyanagi, Toshiki Aoki, Takeshi Namikoshi, Toyokazu Tsutsuba, Masahiro Teraguchi, Takashi Kaneko

    POLYMER54 ( 7 ) 1729 - 1733   2013年3月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCI LTD  

    By using a new achiral phenylacetylene having bulky substituents as a monomer, living-like helix-sense-selective polymerization (HSSP) has been achieved. This is the first example of the HSSP of substituted acetylenes where the degree of polymerization was controlled. The resulting one-handed helical living polymer initiated polymerization of a second monomer to successfully yield a block copolymer. (C) 2013 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.polymer.2013.02.009

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  • Top-down preparation of self-supporting supramolecular polymeric membranes using highly selective photocyclic aromatization of cis-cisoid helical poly(phenylacetylene)s in the membrane state 査読

    Lijia Liu, Takeshi Namikoshi, Yu Zang, Toshiki Aoki, Shingo Hadano, Yunosuke Abe, Ikuya Wasuzu, Toyokazu Tsutsuba, Masahiro Teraguchi, Takashi Kaneko

    Journal of the American Chemical Society135 ( 2 ) 602 - 605   2013年1月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    A novel, highly selective photocyclic aromatization (SCAT) of π-conjugated polymers from phenylacetylene having two hydroxyl groups to exclusively yield a 1,3,5-trisubstituted benzene derivative was developed, and its success was confirmed by 1H NMR, GPC, and TOF-MS. The SCAT reaction has many unique characteristics. (1) It is a quantitative reaction: it gave only the corresponding cyclic trimer, i.e., a 1,3,5-trisubstituted benzene derivative, quantitatively (100%). No byproducts were produced under the best conditions. (2) It is an intramolecular reaction: it occurred between three adjacent monomer units in one macromolecule. (3) It is a stereospecific and topochemical or template reaction: the reactivity strongly depended on the configuration and conformation of the starting polymer substrates. (4) It is a photoreaction: high selectivity (100%) was observed only by the use of visible light irradiation, not by heating. (5) It is a solid-state reaction: high selectivity (100%) was observed only in the solid state, not in solution. In addition, (6) the resulting cyclic trimers could form a self-supporting membrane, despite their low molecular weights. This new approach resulted in a new class of supramolecular polymers consisting of a 1,3,5-trisubstituted benzene derivative, numbers of which were linearly linked by hydrogen bonds and stacked benzene derivatives. Since SCAT has such high selectivities and is useful for the preparation of a self-supporting supramolecular polymer membrane, many applications can be expected. © 2012 American Chemical Society.

    DOI: 10.1021/ja3113214

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  • Helix-sense-selective polymerization of substituted acetylenes by using an isolated rh chiral initiator with an amino acid ligand 査読

    Yu Zang, Tomoyuki Ohishi, Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko

    Chemistry Letters42 ( 4 ) 430 - 432   2013年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    Helix-sense-selective polymerization (HSSP) of substituted acetylenes by using an isolated chiral Rh initiator with an amino acid ligand has been achieved. The sense of the helix of the main chain of the resulting polymer was controlled by the sign of the chirality of the ligand. The isolated initiator needed less of the chiral ligand and gave polymers having a higher value than the two component chiral initiator systems we reported previously. The resulting polymers had a higher Mw. © 2013 The Chemical Society of Japan.

    DOI: 10.1246/cl.121295

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  • Two modes of asymmetric polymerization of phenylacetylenes having an L-amino alcohol residue and two hydroxy groups 査読

    Hongge Jia, Jun Li, Yu Zang, Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko

    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY50 ( 24 ) 5134 - 5143   2012年12月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:WILEY-BLACKWELL  

    Four novel chiral phenylacetylenes having an L-amino alcohol residue and two hydroxymethyl groups were synthesized and polymerized by an achiral catalyst ((nbd)Rh+[?6-(C6H5)B-(C6H5)3]) or a chiral catalytic system ([Rh(nbd)Cl]2/(S)- or (R)-phenylethylamine ((S)- or (R)-PEA)). The two resulting polymers having an L-valinol or L-phenylalaninol residue showed Cotton effects at wavelengths around 430 nm. This observation indicated that they had an excess of one-handed helical backbones. Positive and negative Cotton effects were observed only for the polymers having an L-valinol residue produced by using (R)- and (S)-PEA as a cocatalyst, respectively, although the monomer had the same chirality. Even when the achiral catalyst was used, the two resulting polymers having an L-valinol or L-phenylalaninol residue showed Cotton effects despite the long distance between the chiral groups and the main chain. We have found the first example of a new type of chiral monomer, that is, a chiral phenylacetylene monomer having an L-amino alcohol residue and two hydroxy groups that was suitable for both modes of asymmetric polymerization, that is, the helix-sense-selective polymerization (HSSP) with the chiral catalytic system and the asymmetric-induced polymerization (AIP) with the achiral catalyst. The other two monomers having L-alaninol and L-tyrosinol were found to be unsuitable to neither HSSP nor AIP because of their polymers' low solubility. (C) 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012

    DOI: 10.1002/pola.26346

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  • Helix-Sense-Selective Polymerization of Achiral Phenylacetylenes with Two N-Alkylamide Groups to Generate the One-Handed Helical Polymers Stabilized by Intramolecular Hydrogen Bonds 査読

    Masahiro Teraguchi, Daisuke Tanioka, Takashi Kaneko, Toshiki Aoki

    ACS MACRO LETTERS1 ( 11 ) 1258 - 1261   2012年11月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    In this study, we investigated the helix-sense-selective polymerizations of newly synthesized achiral phenylacetylenes having two N-alkylamide groups, such as 3,5-bis(dodecylamide)phenylacetylene (DAPA), 3,5-bis(octylamide)phenylacetylene (OAPA), and 3,5-bis(butylamide)phenylacetylene (BAPA), by using a chiral rhodium catalyst system ([Rh(nbd)Cl](2)-(R)-(+)-1-phenylethylamine [(R)-PEA]). Poly(BAPA) was insoluble in any solvents. On the other hand, poly(DAPA) and poly(OAPA) were soluble in toluene, THF, and CHCl3, and the obtained polymers showed intense circular dichroism signals at the absorption region of the main chain in the UVvis region. This result suggested those polymers were present in helical conformations with an excess of one-handed screw sense. The chiral helix structures of the formed polymers were stable in toluene at room temperature for a long time because of intramolecular hydrogen bonds. This result is the second example about polyacetylenes with one-handed helical conformation stabilized by intramolecular hydrogen bonds.

    DOI: 10.1021/mz300309c

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  • Enhanced Gas Permselectivity of Copoly(Hyperbranched Macromonomer) Synthesized by One-pot Simultaneous Copolymerization of Dimethylsilyl-containing Phenylacetylenes 査読

    Jun Li, Jianjun Wang, Yu Zang, Toshiki Aoki, Takashi Kaneko, Masahiro Teraguchi

    CHEMISTRY LETTERS41 ( 11 ) 1462 - 1464   2012年11月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:CHEMICAL SOC JAPAN  

    Copoly(hyperbranched macromonomer)s, i.e., poly(phenylacetylene)s having many branches were synthesized by one-pot simultaneous copolymerization of two kinds of dimethylsilyl-phenylacetylenes. Membranes from the copoly(hyperbranched macromonomer)s having several kinds of branches showed higher permselectivities for oxygen and carbon dioxide over nitrogen than those of the corresponding copoly(hyperbranched macromonomer)s without any branches. In particular, the copoly(hyperbranched macromonomer)s having long and rigid branches had both the advantages of poly(phenylacetylene)s and poly(dendron)s. In summary, copoly(hyperbranched macromonomer)s showing good performance as gas-separation membranes were synthesized very easily by the one-pot simultaneous polymerization method. To our knowledge, this is the first synthesis of such complex copolymers showing good performance as gas-separation membranes.

    DOI: 10.1246/cl.2012.1462

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  • Synthesis of stable and soluble one-handed helical poly(substituted acetylene)s without chiral pendant groups via polymer reaction in membrane state 査読

    Yunosuke Abe, Toshiki Aoki, Hongge Jia, Shingo Hadano, Takeshi Namikoshi, Yuriko Kakihana, Lijia Liu, Yu Zang, Masahiro Teraguchi, Takashi Kaneko

    POLYMER53 ( 11 ) 2129 - 2133   2012年5月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCI LTD  

    A soluble and stable one-handed helical conjugated polymer without the coexistence of any other chiral moieties was successfully synthesized by asymmetric-induced polymerization of a chiral monomer having two hydroxyl groups followed by desubstitution of the chiral groups in a solid membrane state. The reason for the success was the polymer reaction was carried out in the membrane state. This is an alternative method to obtain such a unique chiral polymer which was obtained only by the helix-sense-selective polymerization (HSSP) we reported before. In addition the efficiency of the chiral induction was higher than that of the HSSP. It is interesting that the "Membrane state" acted like as if a protecting group. (C) 2012 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.polymer.2012.03.022

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  • Transformation from preformed racemic helical poly(phenylacetylene)s to the enantioenriched helical polymers by chiral solvation, followed by removal of the chiral solvents 査読

    Takashi Kaneko, Xiaoyun Liang, Atsuko Kawami, Masayuki Sato, Takeshi Namikoshi, Masahiro Teraguchi, Toshiki Aoki

    POLYMER JOURNAL44 ( 4 ) 327 - 333   2012年4月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:NATURE PUBLISHING GROUP  

    Homochiral or enantioenriched helical polymers are essential for investigating the relationship between chirality of helical structures and their performance in the design of various optically active functional polymers. We have succeeded in obtaining the helical poly(phenylacetylene)s poly(1)-poly(6) possessing no chiral moieties, except for helicity; the enantioenriched helical sense of these polymers was induced by transformation in chiral solvents, followed by removal of the chiral solvents, even if the interaction between the chiral molecule and the polymer was weak such as solvent-solute interaction. In particular, the newly synthesized poly(6) retained the induced helical sense even in an achiral solvent. Polymer Journal (2012) 44, 327-333; doi:10.1038/pj.2011.144; published online 18 January 2012

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  • Asymmetric-induced polymerization and polymer reaction of the resulting one-handed helical polymer membranes 査読

    Abe Yunosuke, Namikoshi Takeshi, Zang Yu, Teraguchi Masahiro, Kaneko Takashi, Aoki Toshiki

    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY243   2012年3月

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  • Helix-sense-selective polymerization of chiral or achiral silicon-containing phenylacetylenes 査読

    Liu Lijia, Zang Yu, Jia Hongge, Masahiro Teraguchi, Takashi Kaneko, Toshiki Aoki

    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY243   2012年3月

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  • Chiral Teleinduction in Asymmetric Polymerization of 3,5-Bis(hydroxymethyl)phenylacetylene Having a Chiral Group via a Very Long and Rigid Spacer at 4-Position 査読

    Yunosuke Abe, Toshiki Aoki, Hongge Jia, Shingo Hadano, Takeshi Namikoshi, Yuriko Kakihana, Lijia Liu, Yu Zang, Masahiro Teraguchi, Takashi Kaneko

    CHEMISTRY LETTERS41 ( 3 ) 244 - 246   2012年3月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:CHEMICAL SOC JAPAN  

    A new polymer prepared by polymerization of 3,5-bis(hydroxymethyl)phenylacetylene having a chiral menthyl group via a very long and rigid spacer by an achiral rhodium complex with triethylamine as an initiator showed strong CD absorptions assigned to the main chain in spite of the long distance (23 angstrom) between the chiral group and the polymerizing group in the monomer. This distance is the longest to the best of our knowledge. In addition, switching between the two chiralities of the resulting polymer was realized in the CD spectrum.

    DOI: 10.1246/cl.2012.244

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  • Synthesis of Stable and Soluble One-Handed Helical Homopoly(substituted acetylene)s without the Coexistence of Any Other Chiral Moieties via Two-Step Polymer Reactions in Membrane State: Molecular Design of the Starting Monomer 査読

    Yunosuke Abe, Toshiki Aoki, Hongge Jia, Shingo Hadano, Takeshi Namikoshi, Yuriko Kakihana, Lijia Liu, Yu Zang, Masahiro Teraguchi, Takashi Kaneko

    MOLECULES17 ( 1 ) 433 - 451   2012年1月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:MDPI AG  

    A soluble and stable one-handed helical poly(substituted phenylacetylene) without the coexistence of any other chiral moieties was successfully synthesized by asymmetric-induced polymerization of a chiral monomer followed by two-step polymer reactions in membrane state: (1) removing the chiral groups (desubstitution); and (2) introduction of achiral long alkyl groups at the same position as the desubstitution to enhance the solubility of the resulting one-handed helical polymer (resubstitution). The starting chiral monomer should have four characteristic substituents: (i) a chiral group bonded to an easily hydrolyzed spacer group; (ii) two hydroxyl groups; (iii) a long rigid hydrophobic spacer between the chiral group and the polymerizing group; (iv) a long achiral group near the chiral group. As spacer group a carbonate ester was selected. The two hydroxyl groups formed intramolecular hydrogen bonds stabilizing a one-handed helical structure in solution before and after the two-step polymer reactions in membrane state. The rigid long hydrophobic spacer, a phenylethynylphenyl group, enhanced the solubility of the starting polymer, and realized effective chiral induction from the chiral side groups to the main chain in the asymmetric-induced polymerization. The long alkyl group near the chiral group avoided shrinkage of the membrane and kept the reactivity of resubstitution in membrane state after removing the chiral groups. The g value (g = ([theta]/3,300)/epsilon) for the CD signal assigned to the main chain in the obtained final polymer was almost the same as that of the starting polymer in spite of the absence of any other chiral moieties. Moreover, since the one-handed helical structure was maintained by the intramolecular hydrogen bonds in a solution, direct observation of the one-handed helicity of the final homopolymer has been realized in CD for the solution for the first time.

    DOI: 10.3390/molecules17010433

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  • Polymerization of Phenylacetylene-Based Monodendrons with Alkoxy Peripheral Groups and Oxygen/Nitrogen Permeation Behavior of Their Membranes 査読

    Takashi Kaneko, Kazuaki Sato, Yoshihiko Uchiya, Masahiro Teraguchi, Toshiki Aoki

    INTERNATIONAL JOURNAL OF POLYMER SCIENCE   2012年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:HINDAWI PUBLISHING CORPORATION  

    Monodendron monomers with alkoxy peripheral groups were synthesized, and the focal point of monodendrons, terminal acetylene, was polymerized with rhodium catalyst to yield corresponding polydendrons with a high molecular weight. The polydendrons were soluble in common organic solvents and readily formed membranes. Oxygen permselectivity was improved in the polydendrons with a space-persistent dendritic crowd. It was found that the well-defined dendritic and rod-like structure of the polydendrons was useful for permselective membrane.

    DOI: 10.1155/2012/974204

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  • Synthesis of chiral polyphenylacetylenes having one-handed helical backbone without any other chiral moieties 招待

    Toshiki Aoki

    International Chiral Meeting (ICM 2012)   2012年

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    記述言語:英語   掲載種別:研究論文(国際会議プロシーディングス)  

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  • Pseudo helix-sense-selective polymerisation of achiral substituted acetylenes 査読

    Yu Zang, Toshiki Aoki, Lijia Liu, Yunosuke Abe, Yuriko Kakihana, Masahiro Teraguchi, Takashi Kaneko

    CHEMICAL COMMUNICATIONS48 ( 39 ) 4761 - 4763   2012年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ROYAL SOC CHEMISTRY  

    Pseudo helix-sense-selective polymerisation of a wide range of achiral substituted acetylenes having dynamic covalent bonds has been realised to yield static one-handed helical polymers without any other chiral moieties.

    DOI: 10.1039/c2cc00030j

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  • One-Pot Synthesis of Poly(Hyperbranched macromonomer) of Phenylacetylenes by Simultaneous Polymerization for Gas Permselective Membranes 招待

    Toshiki Aoki

    IUPAC 8th International Conference on Novel Materials and their Synthesis (NMS -VIII) & 22nd International Symposium on Fine Chemistry and Functional Polymers (FCFP -XXII)   2012年

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    記述言語:英語   掲載種別:研究論文(国際会議プロシーディングス)  

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  • Mechanism of Highly Selective Photocyclicaromatization(SCAT) of Cis-Cisoidal helical poly (Phenylacetylene)s in Membrane State for Petit Top-Down Preparation of Self-Supporting Supramolecular Polymeric Membranes 招待

    Toshiki Aoki

    The 44th International Symposium on Macromolecules (MACRO 2012) IUPAC World Polymer Congress   2012年

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    記述言語:英語   掲載種別:研究論文(国際会議プロシーディングス)  

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  • Synthesis and Function of Chiral π-Conjugated Polymers from Phenylacetylenes 査読

    Toshiki Aoki, Takashi Kaneko, Masahiro Teraguchi

    Polymeric Chiral Catalyst Design and Chiral Polymer Synthesis   423 - 455   2011年6月

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    記述言語:英語   掲載種別:論文集(書籍)内論文   出版者・発行元:John Wiley and Sons  

    DOI: 10.1002/9781118063965.ch15

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  • Enantioselective Pervaporation through Membranes from Poly(1,3-phenyleneethynylene)-based One-handed Helical Foldamer and Unfoldamer 査読

    Makoto Inoue, Masahiro Teraguchi, Toshiki Aoki, Takeshi Namikoshi, Edy Marwanta, Takashi Kaneko

    CHEMISTRY LETTERS40 ( 4 ) 384 - 386   2011年4月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:CHEMICAL SOC JAPAN  

    We synthesized two kinds of poly(1,3-phenyleneethynylenes), one has (+)-menthoxycarbonyl groups at all repeating units and the other has (+)-menthoxycarbonyl groups and n-dodecyloxy groups alternately. Self-supporting membranes could be obtained easily by solvent casting. Enantioselective permeations of the polymers were investigated by pervaporation of 2-butanol. Enantioselective permeabilities of the membrane consisting of one-handed helical foldamer and unfoldamer were clarified.

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  • New Achiral Phenylacetylene Monomers Having an Oligosiloxanyl Group Most Suitable for Helix-Sense-Selective Polymerization and for Obtaining Good Optical Resolution Membrane Materials 査読

    Lijia Liu, Yu Zang, Shingo Hadano, Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko, Takeshi Namikoshi

    MACROMOLECULES43 ( 22 ) 9268 - 9276   2010年11月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    To develop new phenylacetylene monomers more suitable for helix-sense selective polymerization (HSSP) we reported previously and to improve the efficiency of the HSSP and membrane performance of the resulting polymers, novel phenylacetylenes having a flexible oligosiloxanyl group (SnBDHPA) together with the other related three series of monomers were synthesized and polymerized by using a chiral catalytic system and enantioselectivity in permeation of the membranes from the resulting chiral polymers were examined SnBDHPA was the most suitable for the HSSP and the CD absorptions (G values) of poly (SnBDHPA) were stronger and more stable than those of the corresponding polymers having rigid alkyl groups The polymers could be fabricated to flexible self supporting membranes by using solvent casting method In addition, enantioselectivity in permeation of one of poly(SnBDHPA) membranes was much higher than that of a poly(phenylacetylene) membrane having alkyl groups This was because the polymers having oligosiloxane groups had high regularity of structures, i e, chemical structures of the macromolecules such as one handedness and high order structures such as columnar contents in the membranes, and the membranes were flexible and had almost no defects These good properties as optical resolution membrane materials were caused by flexibility, hydrophobicity, and bulkiness of the oligosiloxane chains S3BDHPA having a trisiloxanyl group was found to be the best monomer for the HSSP and for obtaining good optical resolution membrane materials

    DOI: 10.1021/ma101999k

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  • Three Mechanisms of Asymmetric Polymerization of Phenylacetylenes Having an L-Amino Ether Residue and Two Hydroxy Groups 査読

    Hongge Jia, Masahiro Teraguchi, Toshiki Aoki, Yunosuke Abe, Takashi Kaneko, Shingo Hadano, Takeshi Namikoshi, Tomoyuki Ohishi

    MACROMOLECULES43 ( 20 ) 8353 - 8362   2010年10月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    Three novel chiral phenylacetylenes having in octyloxyethanolamine residue derived from a L-aminoalcohol and two hydroxymethyl groups were synthesized and polymerized by two achiral catalysts ((nbd)Rh(+)[eta(6)-(C(6)H(5))B(-)(C(6)H(5))(3)] and [Rh(nbd)Cl](2)/triethylamine (TEA)) and a chiral catalytic system ([Rh(nbc)Cl](2)/(S)- or (R)-phenylethylamine ((S)- or (R())-PEA)). All of the resulting polymers showed Cotton effects at wavelengths around 430 nm. This observation indicated that they had an excess of one-handed helical backbones. Positive and negative Cotton effects were observed for the polymers having an L-valinol residue produced by using (S)- and (R)-PEA as it cocatalyst, respectively, although the monomers had the same chirality. The two polymers having in L-aliminol or L-phenylalaninol residues obtained by using (S)- and (R)-PEA as a cocatalyst showed CD absorptions with identical signs. Therefore, we found that the chiral monomer having an L-valinol residue was suitable for both modes of asymmetric polymerization, that is, helix-sense-selective polymerization (HSSP) with the chiral catalytic system and asymmetric-induced polymerization (AIP) with the achiral catalysts. However, the other two monomers having an L-alaninol or L-phenylalaninol residue were not suitable for HSSP because the helix sense could not be controlled by the chirality of PEA. To explain the unexpected behaviors in the asymmetric polymerizations of the two chiral monomers having a chiral bidentate ligand, a novel third mechanism of asymmetric polymerization, that is, self-helix-sense-selective polymerization (SHSSP), is proposed in this Article. This Article discusses the contribution of the three mechanisms (AIP, HSSP, and SHSSP) in asymmetric polymerizations of the three monomers.

    DOI: 10.1021/ma101424x

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  • Synthesis and helix-sense-selective polymerization of a novel phenylacetylene having a trisiloxanyl group and two hydroxyl groups and enantioselective permeability of the resulting chiral polymeric membrane: Effect of the trisiloxanyl group on the polymerization and enantioselective permeability 査読

    Lijia Liu, Yoshiyuki Oniyama, Yu Zang, Shingo Hadano, Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko, Takeshi Namikoshi, Edy Marwanta

    POLYMER51 ( 12 ) 2460 - 2464   2010年5月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCI LTD  

    To develop a new phenylacetylene monomer suitable for helix-sense-selective polymerization (HSSP) we reported previously and to improve the efficiency of the HSSP and membrane performance of the resulting polymer, a novel phenylacetylene having a trisiloxanyl group (S3BDHPA) was synthesized and polymerized by using a chiral catalytic system and enantioselectivity in permeation of its membrane was examined. S3BDHPA was suitable for the HSSP and the CD absorption of poly(S3BDHPA) was stronger and more stable than that of the corresponding polymer having no siloxanyl groups. In addition, enantioselectivity in permeation of poly(S3BDHPA) was much higher than that of a polymer membrane having no siloxanyl groups. They are thought to be caused by the flexibility and hydrophobicity of the trisiloxane groups. (C) 2010 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.polymer.2010.04.030

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  • Helix-Sense-Selective Polymerization of Achiral Phenylacetylenes and Selective Cyclicaromatization of the Resulting Cis-Cisoidal Poly(phenylacetylene)s 招待

    Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko

    22nd International Symposium on Chirality (ISCD-22), Pre-Symposium, Molecular Chirality 2010   2010年

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    記述言語:英語   掲載種別:研究論文(国際会議プロシーディングス)  

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  • Synthesis of polymers from phenylacetylenes for permselective membranes 招待

    Toshiki Aoki

    Pacifichem 2010   2010年

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    記述言語:英語   掲載種別:研究論文(国際会議プロシーディングス)  

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  • Optically active helical structure and magnetic interaction of poly(phenylacetylene)-based polyradicals 査読

    Takashi Kaneko, Hiroo Katagiri, Yasuhiro Umeda, Takeshi Namikoshi, Edy Marwanta, Masahiro Teraguchi, Toshiki Aoki

    POLYHEDRON28 ( 9-10 ) 1927 - 1929   2009年6月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:PERGAMON-ELSEVIER SCIENCE LTD  

    We synthesized optically active polyradicals possessing an excess of one-handed helical backbone by helix-sense-selective polymerization (HSSP) of achiral monomers which was promoted by rhodium complex catalyst in the presence of (R)- or (S)-1-phenylethylamine. The monomer, which had two hydroxy groups and a hydrogalvinoxyl unit, gave the corresponding polymer with an optically active helical conformation stabilized by intramolecular hydrogen bonding. The chemical oxidation of the polymer yielded the corresponding optically active helical polyradical with high spin concentration. The static magnetic susceptibility of the chiral polyradical was measured using a SQUID magnetometer. We have found that the stronger antiferromagnetic interaction was observed for the polyradical synthesized by HSSP in comparison with the polyradical via polymerization in the presence of racemic phenylethylamine. (C) 2008 Elsevier Ltd. All rights reserved

    DOI: 10.1016/j.poly.2008.10.067

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  • Synthesis of an optically active poly(aryleneethynylene) bearing galvinoxyl residues and its chiroptical and magnetic properties 査読

    Takashi Kaneko, Hiromasa Abe, Takeshi Namikoshi, Edy Marwanta, Masahiro Teraguchi, Toshiki Aoki

    SYNTHETIC METALS159 ( 9-10 ) 864 - 867   2009年5月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCIENCE SA  

    We synthesized an optically active poly(binaphthyl-6,6'-diylethynylene-1,3-phenyleneethynylene) with pendant galvinoxyl residues. The hydrogalvinoxyl precursor polymer was given by polymerization of (1,3-diiodophenyl)hydrogalvinoxyl and 6,6'-diethynyl-2,2'-dihexyloxybinaphthyl using Pd(PPh(3))(4) catalyst (M(w) = 4.6 x 10(4), M(w)/M(n) = 30). The polymer yielded the corresponding polyradical with high spin concentration by treatment of the polymer solution with PbO(2). In the CD spectra of the polymer and polyradical taken in various solutions, clear Cotton effects were observed in the absorption region of the binaphthyl chromophore, while no Cotton effect was observed in that of the galvinoxyl chromophore. On the other hand, in the MCD, Faraday effects were observed in the absorption region of the backbone and galvinoxyl chromophore. The static magnetic susceptibility of the chiral polyradical was measured using a SQUID magnetometer, and showed weak antiferromagnetic interaction. (C) 2009 Elsevier B.V. All rights reserved.

    DOI: 10.1016/j.synthmet.2009.01.042

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  • Helix-Sense-Selective Polymerization of Achiral Bis(hydroxymethyl)phenylacetylenes Bearing Alkyl Groups of Different Lengths 査読

    Shingo Hadano, Takuya Kishimoto, Tomonori Hattori, Daisuke Tanioka, Masahiro Teraguchi, Toshiki Aoki, Takashi Kaneko, Takeshi Namikoshi, Edy Marwanta

    MACROMOLECULAR CHEMISTRY AND PHYSICS210 ( 9 ) 718 - 727   2009年5月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:WILEY-V C H VERLAG GMBH  

    4-Alkyloxy-3,5-bis(hydroxymethyl)phenylacetylenes with eight types of alkyl groups were synthesized and polymerized with a chiral catalytic system. We found that the length of the alkyl groups played a very important role in achieving helix-sense-selective polymerization. Five helix-sense-selective polymerizations were achieved resulting in polymers with alkyl groups whose chain length was longer than six. We think that the longer-chain alkyl groups prevented the polymers from becoming insoluble by forming intermolecular hydrogen bonds between the hydroxyl groups, and stabilized their one-handed helical structure by promoting the formation of intramolecular hydrogen bonds.

    DOI: 10.1002/macp.200800594

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  • Synthesis of poly(1,3-phenyleneethynylenes) membranes having one-handed helical conformation without any chiral side groups by in-situ desubstitution of D-menthoxy groups 査読

    Makoto Inoue, Masahiro Teraguchi, Toshiki Aoki, Shingo Hadano, Takeshi Namikoshi, Edy Marwanta, Takashi Kaneko

    SYNTHETIC METALS159 ( 9-10 ) 854 - 858   2009年5月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCIENCE SA  

    In this study, we synthesized four chiral helical poly(phenyleneethynylenes) having optically active menthoxycarbonyl groups and desubstituted the chiral groups in membrane state. Polycondensations of (+)-menthyl 3,5-diethynylbenzoate with (+)-menthyl 3,5-diiodobenzoate, 1,2-diiodobenzenen, 1,3-diiodobenzene, and 1,4-diiodobenzene using PdCl(2)(PPh(3))(2)-PPh(3)-Cul were afforded helical polymers in good yields (named as PMtMt, o-PMtH, m-PMtH, and p-PMtH, respectively). Among them, PMtMt in a mixture of chloroform/benzene showed the largest Cotton effect in absorption region and gave self-supporting membrane by solvent-casting method. PMtMt membrane also showed a Cotton signal similar to that observed in solution. Desubstitution of PMtMt proceeded quantitatively by immersing the membrane into alkaline solution at room temperature for 3 days. The desubstituted PMtMt membrane showed circular dichroism (CD) signals similar shape to that of the original membrane in the UV region in despite of the polymer having no chiral moieties except for helical conformation. This is the first example of synthesis of chiral helical poly(phenyleneethynylenes) without the coexistence of any other chiral moieties. (C) 2009 Elsevier B.V. All rights reserved.

    DOI: 10.1016/j.synthmet.2009.01.038

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  • Phenyleneethynylene Macrocycle-Fused Phenylacetylene Monomers: Synthesis and Polymerization 査読

    Takashi Kaneko, Takahiro Horie, Shinji Matsumoto, Masahiro Teraguchi, Toshiki Aoki

    MACROMOLECULAR CHEMISTRY AND PHYSICS210 ( 1 ) 22 - 36   2009年1月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:WILEY-V C H VERLAG GMBH  

    Phenyleneethynylene macrocycle-substituted acetylenes were synthesized by repetition of the Sonogashira coupling reaction, and the elimination reaction of the terminal acetylene protecting group. The monomers were polymerized with a rhodium catalyst, [Rh(nbd)Cl](2), at the terminal acetylene unit, and the polymerization mixtures were purified by precipitating into methanol to yield the corresponding poly(phenylacetylene) derivatives as yellow-red powders, which had a high degree of polymerization ((DP) over bar approximate to 500) in spite of their steric bulkiness. The trimethylsilyl and pentamethyldisiloxanyl groups of polymers improved their solubility, and the polymers were soluble in common organic solvents, such as toluene, chloroform and tetrahydrofuran.

    DOI: 10.1002/macp.200800429

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  • Two Modes of Asymmetric Polymerization of Phenylacetylene Having a L-Valinol Residue and Two Hydroxy Groups 査読

    Hongge Jia, Masahiro Teraguchi, Toshiki Aoki, Yunosuke Abe, Takashi Kaneko, Shingo Hadano, Takeshi Namikoshi, Edy Marwanta

    MACROMOLECULES42 ( 1 ) 17 - 19   2009年1月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    バリノール残基を持つモノマーが2様式の不斉重合に適することを見出した。<br />

    DOI: 10.1021/ma802313z

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  • Copper(I) iodide accelerates catalytic activation in rhodium complex-catalyzed helix-sense-selective polymerization of achiral phenylacetylene monomers 査読

    Hiroo Katagiri, Takashi Kaneko, Masahiro Teraguchi, Toshiki Aoki

    CHEMISTRY LETTERS37 ( 4 ) 390 - 391   2008年4月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:CHEMICAL SOC JAPAN  

    Achiral phenylacetylene monomers were polymerized using a rhodium (Rh) complex catalyst in the presence of (S)1-phenylethylamine. Addition of copper(I) iodide (CuI) into the catalytic system improved the polymer yield. The monomer, which had two hydroxy groups and a hydrogalvinoxyl unit, gave the corresponding polymer with an optically active helical conformation stabilized by intramolecular hydrogen bonding. The chemical oxidation of the polymer yielded the corresponding optically active helical polyradical with high spin concentration.

    DOI: 10.1246/cl.2008.390

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  • Function of one-handed helical backbone of polyphenylacetylenes 招待

    Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko

    The 5th International Symposium on Advanced Materials in Asia-Pacific Rim (5th ISAMAP)   2008年

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    記述言語:英語   掲載種別:研究論文(国際会議プロシーディングス)  

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  • Synthesis of One-handed Helical Polymers Having Chiral Groups and Removal of the Chiral Groups by Polymer Reaction

    Yunosuke Abe, Toshiki Aoki

    2008 Niigata-Inha Joint Symposium on Advanced Polymeric Materials   9   2008年

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    記述言語:英語   掲載種別:研究論文(国際会議プロシーディングス)  

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  • Helix-sense-selective polymerization of trimethylsilyl or siloxanyl group containing monomer

    Liu Lijia, Masahiro Teraguchi, Takeshi Namikoshi, Edy Marwanta, Takashi Kaneko, Toshiki Aoki

    2008 Niigata-Inha Joint Symposium on Advanced Polymeric Materials   6   2008年

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    記述言語:英語   掲載種別:研究論文(国際会議プロシーディングス)  

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  • Synthesis of Chiral Helical Poly(phenyleneethynylene) Membranes by Desubstitution of Chiral Group /2008 Niigata-Inha Joint Symposium on Advanced Polymeric Materials

    Makoto Inoue, Masahiro Teraguchi, Takeshi Namikoshi, Edy Marwanta, Takashi Kaneko, Toshiki Aoki

    2008 Niigata-Inha Joint Symposium on Advanced Polymeric Materials   3   2008年

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    記述言語:英語   掲載種別:研究論文(国際会議プロシーディングス)  

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  • Synthesis and Properties of Chiral Polyphenylacetylenes Having their Chiral Structures Only in the Backbone 招待

    Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko

    International Symposium on Polymer Chemistry (PC'2008, Hefei)   2008年

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    記述言語:英語   掲載種別:研究論文(国際会議プロシーディングス)  

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  • Helix-sense tunability induced by achiral diene ligands in the chiral catalytic system for the helix-sense-selective polymerization of achiral and bulky phenylacetylene monomers 査読

    Takashi Kaneko, Yasuhiro Umeda, Honge Jia, Shingo Hadano, Masahiro Teraguchi, Toshiki Aoki

    MACROMOLECULES40 ( 20 ) 7098 - 7102   2007年10月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    Helix-sense-selective polymerization of {4-[(3,5-di-tert-butyl-4-hydroxyphenyl)(3,5-di-tert-butyl-4-oxo-cyclohexa-2,5-dienylidene)methyl]phenyl}acetylene (abbreviated as (4-ethynylphenyl)hydrogalvinoxyl) was promoted by [Rh(cod)Cl](2) and [Rh(nbd)Cl](2) catalyst in the presence of (R)-(+)-1-phenylethylamine or (S)-(-)-1-phenylethylamine (PEA). The [Rh(cod)C](2) Catalyst system gave red polymers whose CD spectra showed the stronger Cotton effect though the yield (2-3%) and molecular weight (M-n = (1.1 - 1.4) x 10(4)) were lower than those of polymers obtained by [Rh(nbd)Cl](2). Moreover, we investigated the effect of bulkiness of the catalyst, cocatalyst, and monomer on helix-sense-selective polymerization of (4-ethynylphenyl)hydrogalvinoxyl in the presence of (R)-PEA. The CD patterns of polymers obtained by [Rh(nbd)Cl](2) and [Rh(cod)Cl](2) were nearly mirror image of each other, except for the magnitudes of the signals in spite of the same chiral condition, i.e., in the presence of (R)-PEA. That is, [Rh(nbd)Cl](2) and [Rh(cod)Cl](2) catalysts generated P-helix and M-helix, respectively. This is a novel result, since the control of helix sense is usually achieved by enantiomeric moieties of catalysts or initiators for the helix-sense-selective polymerization.

    DOI: 10.1021/ma0713963

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  • Efficient charge transport through a metal oxide semiconductor in the nanocomposite film with tris(2,2 '-bipyridine)ruthenium(II) 査読

    Koji Sone, Masahiro Teraguchi, Takashi Kaneko, Toshiki Aoki, Masayuki Yagi

    JOURNAL OF PHYSICAL CHEMISTRY C111 ( 31 ) 11636 - 11641   2007年8月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    A nanocomposite film of tungsten trioxide (WO3) and [Ru(bpy)(3)](2+) (bpy = 2,2'-bipyridine) (denoted as Ru-WO3) was prepared from an aqueous colloidal triad solution containing peroxotungstic acid, [Ru(bpy)(3)](2+), and poly(sodium 4-styrenesulfonate) by an electrodeposition technique. The electrochemical features of the Ru-WO3 film were investigated using cyclic voltammetry (CV) and potential-step chronoamperospectrometry (PSCAS) techniques, compared with those in a [Ru(bpy)(3)](2+)/Nafion (Ru-Nf) film. PSCAS data spectrophotometrically showed that Ru-II is completely oxidized for 0.3 s in the Ru-WO3 film, in contrast to the corresponding reaction completed for 30 s in the Ru-Nf film. The apparent diffusion coefficient (D-app = (0.1-1.1) x 10(-7) cm(2) s(-1)) for charge transport (CT) by a Ru-II/Ru-III redox in the Ru-WO3 film was higher than that (2.4 x 10(-10) cm(2) s(-1)) in the Ru-Nf film by 2 or 3 orders of magnitude. Activation energy (E-a) for CT (14.1 kJ mol(-1)) for the Ru-WO3 film was 3.5 times lower than that (E-a = 49.8 kJ mol(-1)) for the Ru-Nf film. The lower E-a could be responsible for the faster CT in the Ru-WO3 film than the Ru-Nf film. D-app in the Ru-WO3 film increased linearly with an increase of the final applied potential (E-f) for PSCAS from 1.2 to 1.5 V vs SCE and saturated above E-f = 1.5 V. The mechanism for CT in the Ru-WO3 film is proposed, in which electrons are injected from [Ru(bpy)(3)](2+) into the conduction band (CB) of WO3 and go through there to a collector electrode.

    DOI: 10.1021/jp073020x

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  • Electrochemical and photosensitized redox reactions of a Prussian blue film layered on a WO3/[Ru(bpy)(3)](2+)/polymer hybrid film 査読

    Koji Sone, Masahiro Teraguchi, Takashi Kaneko, Toshiki Aoki, Masayuki Yagi

    CHEMPHYSCHEM8 ( 9 ) 1357 - 1362   2007年6月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:WILEY-V C H VERLAG GMBH  

    A hybrid film of WO3/tris(2,2'-bipyridine)ruthenium(II) ([Ru(bpy)(3])(2+)) /poly(sodium 4-styrenesulfonote) (PSS) (denoted as a WRP hybrid film) was prepared as a base layer on an indium tin oxide electrode substrate by cathodic electrodeposition from a colloidal ternary solution containing peroxotungstic acid, [Ru(bpy)(3)](2+), and PSS. Prussian blue, Fe-4(III)[Fe-II(CN)(6)](3) (Fe-II-Fe-III) was cathodically electrodeposited on the WRP hybrid film from a Berlin brown (Fe-II-Fe-III) colloidal solution to give a WRP/Fe-II-Fe-III biloyer film. Spectrocyclic voltammetry measurement of the WRP/ Fe-II-Fe-III bilayer film reveals that Prussian white (Fe-II-Fe-III) is oxidized to Fe-II-Fe-III by electrogenerated Ru-III, and Fe-II-Fe-III is re-reduced to Fe-II-Fe-III by electrogenerated HxWO3. Visible-light irradiation of the WRP hybrid film generates a small photocurrent (approximate to 8 nA cm(-2)) at 0.4 V of an applied potential, whereas irradiation of the WRP/Fe-II-Fe-III bilayer film (Fe-II-Fe-III is electrochemically reduced to the Fe-II-Fe-III state) significantly generates a steady photoonodic current of 2.0-1.1 mu A cm(-2) under the some conditions, thus demonstrating that the photoanodic current is produced by the layered Fe-II-Fe-III film. The photoaction spectrum of the bilayer film reveals that the photoanodic current is based on the photoexcitation of [Ru(bpy)(3)](2+). The photogeneration of Fe-II-Fe-III from Fe-II-Fe-III is shown by the absorption spectral change of the bilayer film on irradiation. These results corroborate the notion that Fe-II-Fe-III is oxidized by photogenerated Ru-III to generate Fe-II-Fe-III. However, the rote of photogenerotion of Fe-II-Fe-III is slow, which could be ascribed to the fast back electron transfer (ET) from WO3 to Ru-III, comparable with the forward ET from Fe-II-Fe-III to Ru-III. The fast back ET could be a crucial problem for the [Ru(bpy)(3)](2+)-sensitized reaction in the hybrid film.

    DOI: 10.1002/cphc.200700192

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  • Synthesis of an optically active helical poly(1,3-phenyleneethynylene) bearing stable radicals and its chiroptical and magnetic properties 査読

    Takashi Kaneko, Shota Yoshimoto, Shingo Hadano, Masahiro Teraguchi, Toshiki Aoki

    POLYHEDRON26 ( 9-11 ) 1825 - 1829   2007年6月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:PERGAMON-ELSEVIER SCIENCE LTD  

    We synthesized an optically active helical poly(1,3-phenyleneethynylene) with pendant galvinoxyl residues and dimethyl(10-(1S)pinanyl)silyl groups. The hydrogalvinoxyl precursor polymer was given by polymerization of (1,3-diiodophenyl)hydrogalvinoxyl and 1,3-diethynyl-5-[dimethyl(10-(1S)-pinanyl)silyl]benzene using Pd(PPh3)(4) catalyst (M-w = 1.7 x 10(5), M-w/M-n = 3.7). In the CD spectrum taken in ethyl acetate solution, clear Cotton effects were observed in the absorption region of the backbone and hydrogalvinoxyl chromophore, indicating an excess of one-handed helical foldamer conformation. The polymer yielded the corresponding polyradical with high spin concentration by treatment of the polymer solution with PbO2. The Cotton effects appeared in CD spectra of the polymer and polyradical by addition of methanol to the chloroform solution, although the Cotton effects were hardly observed in chloroform. On the other hand, in the MCD spectra of the polymer and polyradical taken in chloroform solution, Faraday effects were observed in the absorption region of the backbone and galvinoxyl chromophore. The static magnetic susceptibility of the chiral polyradical was measured using a SQUID magnetometer, and showed the antiferromagnetic interaction. (c) 2006 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.poly.2006.09.104

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  • Enantioselective permeability through membranes from a poly(substituted phenylacetylene) having a chiral helical backbone and achiral bidentate ligands as pendant groups 査読

    Shingo Hadano, Masahiro Teraguchi, Takashi Kaneko, Toshiki Aoki

    CHEMISTRY LETTERS36 ( 2 ) 220 - 221   2007年2月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:CHEMICAL SOC JAPAN  

    A chiral helical poly(phenylacetylene) bearing N-(2-hydoroxyethyl)aminomethyl groups as ligand sites was synthesized by helix-sense-selective polymerization. In the obtained polymeric membrane, the ligands could complex with Cu2+. In permeation of aqueous solution of racemic phenylalanine, enantioselectivity in permeation through the Cu2+ complexing membrane was about 3 times higher than that of the original membrane.

    DOI: 10.1246/cl.2007.220

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  • Synthesis and Helix-Sense-Selective Copolymerization of Disiloxane Containing Monomer 査読

    Liu Lijia, Hadano Shingo, Hoshi Yuya, Teraguchi Masahiro, Kaneko Takashi, Aoki Toshiki

    Proceedings of International Symposium on Fusion Technology 2006-2007 at Niigata   P-3   2007年

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    記述言語:英語   掲載種別:研究論文(国際会議プロシーディングス)  

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  • Electrochemical and photosensitized redox reactions of a Prussian blue film layered on a WO3 / tris(2,2'-bipyridine)ruthenium(II) / polymer hybrid film

    Koji Sone, Masahiro Teraguchi, Takashi Kaneko, Toshiki Aoki, Masayuki Yagi

    International Symposiumon Fusion Tech 2006-2007   38   2007年

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    記述言語:英語   掲載種別:研究論文(国際会議プロシーディングス)  

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  • Helix-sense-selective copolymerization of phenylacetylene having two silanol groups and chemical fixation of ladder chiral double helical structure of the resulting copolymer

    Shingo Hadano, Kazuo Futamata, Masahiro Teraguchi, Toshiki Aoki, Takashi Kaneko

    International Symposiumon Fusion Tech 2006-2007   41   2007年

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    記述言語:英語   掲載種別:研究論文(国際会議プロシーディングス)  

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  • Synthesis of optically active helical polyacetylenes bearing stable radicals via helix-sense-selective polymerization

    Takashi Kaneko, Yasuhiro Umeda, Shingo Hadano, Masahiro Teraguchi, Toshiki Aoki

    International Symposiumon Fusion Tech 2006-2007   40   2007年

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    記述言語:英語   掲載種別:研究論文(国際会議プロシーディングス)  

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  • Synthesis of poly(phenylacetylene)-based polydendrons consisting of a phenyleneethynylene repeating unit, and oxygen/nitrogen permeation behavior of their membranes 査読

    T Kaneko, K Yamamoto, M Asano, M Teraguchi, T Aoki

    JOURNAL OF MEMBRANE SCIENCE278 ( 1-2 ) 365 - 372   2006年7月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCIENCE BV  

    Monodendrons consisting of m-linked phenyleneethynylene repeating unit with trimethylsilyl-, pentamethyldisiloxanyl- and nonamethyltetrasiloxanyl-peripheral groups were synthesized using the convergent approach. The focal point of monodendrons, terminal acetylene, was polymerized with rhodium catalyst to yield corresponding polydendrons with a high molecular weight. The polydendrons were solubile in common organic solvents, and readily formed membranes. Oxygen permselectivity was improved in the polydendrons with a space-persistent dendritic crowd. It was found that the well-defined dendritic and rod-like structure of the polydendrons was useful for pemselective membrane. Oxygen permselectivity was increased in polydendrons with a trimethylsilyl group compared to the corresponding zero generation poly(phenylacetylene) derivatives. (c) 2005 Elsevier B.V. All rights reserved.

    DOI: 10.1016/j.memsci.2005.11.023

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  • Synthesis and magnetic characterization of monodisoerse oligo(9, 10-anthryleneethynylene)-based polyradicals with two pendant stable phenoxyls in one anthracene skeleton 査読

    T Kaneko, A Onuma, H Ito, M Teraguchi, T Aoki

    POLYHEDRON24 ( 16-17 ) 2544 - 2549   2005年11月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:PERGAMON-ELSEVIER SCIENCE LTD  

    We synthesized monodisperse oligo(9,10-anthryleneethynylene)s with pendant phenol residues at the 2- and 7-positions. The absorption maxima of oligomers shifted to longer wavelength with the degree of polymerization, suggesting a developed pi-conjugation correlated with the chain length. The static magnetic susceptibility of the dimeric radical was measured using a SQUID magnetometer, and the 2J (J: spin coupling constant through the dianthrylacetylene unit) value of the dimeric radical was 34 cm(-1), which agreed with the 2J value of the corresponding 2-substituted dimeric radical (31 cm(-1)). These large 2J values of the dimeric radicals can be explained from less steric hindrance between the side chain radicals and the backbone. (c) 2005 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.polt.2005.03.127

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  • Analysis and regulation of unusual adsorption of phthalocyanine zinc(II) into a Nafion film as investigated by UV-vis spectroscopic techniques 査読

    T Kuwabara, M Teraguchi, T Kaneko, T Aoki, M Yagi

    JOURNAL OF PHYSICAL CHEMISTRY B109 ( 44 ) 21202 - 21208   2005年11月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    Phthalocyanine zinc(II) (ZnPc) was found to be adsorbed well into a Nafion (Nf) film. The kinetic analysis suggested that the adsorption of ZnPc into the Nf film is controlled by its diffusion in the Nf film with a diffusion coefficient of D = 1.9 x 10(-6) cm(2) s(-1) that is higher than those (10(-9)-10(-12) cm(2) s(-1)) of cationic redox molecules in the Nf film by 3-6 orders of magnitude. The adsorption isothermal was analyzed by a Brunauer-Emmett-Teller (BET) equation suggesting multilayer adsorption of ZnPc into the film. The BET analysis provided the amount of ZnPc for monolayer adsorption (w(m) = 1.50 x 10(-7) mol cm(-2)), from which the effective area for the ZnPc adsorption was estimated to be larger by a factor of 1.7 x 103 than the Nf film area (1.0 cm(2)). The absorption spectra of a Nf film adsorbing ZnPc ((Nf/ZnPc)(ads) film) exhibited two broad absorption bands at 385 and 680-750 nm without any structural features, which is significantly different from the absorption spectra of either ZnPc solution in DMF or a (Nf/ZnPc)(mix) film prepared from a DMF solution containing Nf and ZnPc by solvent evaporation. This is ascribed to the formation of a ZnPc aggregate in the (Nf/ZnPC)(ads) film. Photoluminescence data for the (Nf/ZnPc)(mix) film suggested the presence of a ZnPc monomer and dimer at equilibrium in the film with a concentration of 0.1 M and that energy transfer occurs from the monomer to the dimer in excitation of the monomer (at A x = 609 nm) to yield emission from the dimer. By contrast, photoluminescence data for the (Nf/ZnPc)(ads) film suggested that the excited ZnPc is self-quenched significantly by the formation of the ZnPc aggregate in the film. The lesser electroactivity of ZnPc in the (Nf/ZnPc)(ads) film compared with that in the (Nf/ZnPc)(mix) film could be ascribable to more difficult diffusion of ZnPc in the former film due to the formation of the ZnPc aggregate. The adsorption of ZnPc into the Nf film was significantly regulated by simple pretreatments of the Nf film such as immersion in solvents and storage under solvent vapors. The regulation was explained by controlled physical and chemical properties of a channel for mass and ion transport that is formed by sulfonate groups, countercations, and solvent molecules in the Nf film.

    DOI: 10.1021/jp052218j

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  • Assignment of helical sense for poly(phenylacetylene) bearing achiral galvinoxyl chromophore synthesized by helix-sense-selective polymerization 査読

    T Kaneko, Y Umeda, T Yamamoto, M Teraguchi, T Aoki

    MACROMOLECULES38 ( 23 ) 9420 - 9426   2005年11月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    {4-[(3,5-Di-tert-butyl-4-hydroxyphenyl)(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dienylidene)methyl] phenyl}acetylene (abbreviated as (4-ethynylphenyl)hydrogalvinoxyl) was polymerized using [Rh(norbornadiene)Cl](2) catalyst in the presence of (R)-1-phenylethylamine or (S)-1-phenylethylamine to give red polymers. The circular dichroism (CD) spectra of polymers indicated that an excess of one-handed helical polyacetylene backbone was induced by helix-sense-selective polymerization under the asymmetric condition despite the achiral monomer. Results show that the CD signal intensity depends on temperature and decreases reversibly with increasing temperature, although the energy difference between the right-handed and left-handed conformations of each other is almost zero. The sign of the CD signal in the absorption region (420 nm) of the hydrogalvinoxyl chromophore, which was calculated from the polymer geometry, suggests that the excess of right-handed helix was induced by polymerization in the presence of (R)-1-phenylethylamine.

    DOI: 10.1021/ma050864a

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  • Synthesis of chiral helical poly(hydroxyl-containing phenylacetylene) membranes by in-situ depinanylsilylation and their enantioselective permeabilities 査読

    M Teraguchi, K Mottate, SY Kim, T Aoki, T Kaneko, S Hadano, T Masuda

    MACROMOLECULES38 ( 15 ) 6367 - 6373   2005年7月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    Two new chiral helical poly(hydroxyl-containing phenylacetylene) membranes without the coexistence of any other chiral moieties were prepared in the following manner: (1) synthesis and homo-or copolymerization of two new chiral pinanylsiloxy-containing phenylacetylenes, (2) preparation of self-supporting membranes from the (co)poly(chiral pinanylsiloxy-containing phenylacetylene)s by a solvent-casting technique, and (3) depinanylsilylation of the preformed polymer membranes in situ. Complete depinanylsilylation was successfully achieved by treating with trifluoroacetic acid. The resulting membranes exhibited circular dichroism despite the absence of the chiral substituents, a fact indicating that the main chains of the polymers retained their chiral helicity. This is the first method to synthesizing such chiral poly(phenylacetylene) membranes. Since the membranes maintained their self-supporting properties, we were able to use them as enantioselective separation membranes in the permeation of an aqueous solution of a racemate. As a result, the importance of the contribution of the chiral main chain on enantioselective permeation was directly confirmed for the first time. In addition, since some of the depinanylsilylated membranes were insoluble in organic solvents, we could use them as an separation membrane for a toluene solution of a racemate.

    DOI: 10.1021/ma0500898z

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  • Helix-sense-selective polymerization of a phenylacetylene bearing an achiral and bulky galvinoxyl moiety 査読

    Y Umeda, T Kaneko, M Teraguchi, T Aoki

    CHEMISTRY LETTERS34 ( 6 ) 854 - 855   2005年6月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:CHEMICAL SOC JAPAN  

    An achiral and bulky phenylacetylene monomer, (4-ethynyl-phenyl)hydrogalvinoxyl), was polymerized using [Rh(nbd)Cl](2) (nbd = 2,5-norbornadiene) catalyst in chiral phenylethylamine. The circular dichroism (CD) spectra of the obtained polymers indicated that an excess of one-handed helical polyacetylene backbone was induced by helix-sense-selective polymerization despite the achiral monomer.

    DOI: 10.1246/cl.2005.854

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  • Preparation of chiral polystyrene monoliths by utilizing W/O emulsion polymerization and their optical resolution ability 査読

    M Teraguchi, M Ohtake, H Inoue, A Yoshida, T Aoki, T Kaneko, K Yamanaka

    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY43 ( 11 ) 2348 - 2357   2005年6月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:JOHN WILEY & SONS INC  

    We synthesized two kinds of chiral polystyrene-based monoliths, which are macroporous gel with continuous open-celled monolith structure. Thus, two chiral styrene monomers, (-)-p-[dimethyl(10-pinanyl)silyl] styrene ((-)-PSSt) and (-)-p-(menthoxycarbonyl)styrene ((-)-MtSt]), were prepared and subjected to water-in-oil emulsion polymerization in the presence of divinylbenzene and AIBN. The macroporous structure of the obtained monoliths was directly confirmed by SEM observation. The obtained monoliths showed an optical resolution ability. That is, in the enantioselective adsorption using trans-stilbene oxide, poly[(-)-PSSt] monolith and poly[(-)-MtSt] monoliths preferentially adsorbed (SS)-isomer [poly[(-)-PSStl monolith: &alpha;((S,S)) = 1.49 (0.25 wt % acetone solution); poly[(-)-MtSt] monolith: &alpha;((S,S)) = 1.39 (0.25 wt % toluene solution)]. Depinanylsilylation of the poly[(-)-PSStl monolith and removal of menthyl groups from the poly[(-)-MtSt] monolith were achieved by acid-catalyzed. scission of the Si-C bond and base-catalyzed hydrolysis, respectively. In addition, de-poly[(-)-PSSt] and de-poly[(-)-MtSt] showed enantioselectivity ((SS)-isomer preferentially absorbed) in adsorption using trans-stilbene oxide in spite of the absence of chiral substituents in the monoliths. &COPY; 2005 Wiley Periodicals, Inc.

    DOI: 10.1002/pola.20645

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  • Specific ion exchange properties of a new porous ion exchange resin having an open-celled monolith structure 査読

    H Inoue, K Yamanaka, A Yoshida, A Nakamura, T Aoki, M Teraguchi, T Kaneko

    KOBUNSHI RONBUNSHU62 ( 1 ) 7 - 16   2005年

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    記述言語:日本語   掲載種別:研究論文(学術雑誌)   出版者・発行元:SOC POLYMER SCIENCE JAPAN  

    A new porous ion exchange resin having an open-celled monolith structure was prepared and its ion exchange properties were examined. The new ion exchange resin was found to have the following advantages over the conventional ion exchange resins having bead structures. First, the new ion exchange resin has a high adsorption ability for the ions having low selectivity coefficients, and the ion exchange band length is smaller than that of the conventional resins. Second, in an electric field, the rejection time of the ions adsorbed to the new ion exchange resin was about one twentieth of that of the ions containing the conventional resins. These specific properties of the new ion exchange resin are attributable to the quantitative introduction of ion exchange groups into the resin having a uniform open-celled monolith structure.

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  • 連続細孔構造を有するモノリス型多孔質イオン交換樹脂によるイオン交換挙動の改良 査読

    井上 洋, 山中弘次, 吉田晃子, 中村 彰, 青木俊樹, 寺口昌宏, 金子隆司

    高分子論文集62 ( 1 ) 7 - 16   2005年

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    記述言語:日本語   掲載種別:研究論文(学術雑誌)  

    DOI: 10.1295/koron.62.7

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  • Role of chiral amine cocatalysts in the helix-sense-selective polymerization of a phenylacetylene using a catalytic system 査読

    T Sato, T Aoki, M Teraguchi, T Kaneko, SY Kim

    POLYMER45 ( 24 ) 8109 - 8114   2004年11月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCI LTD  

    We have examined the role of the chiral amine cocatalyst in the recently discovered helix-sense-selective polymerization of a phenylacetylene using a catalytic system consisting of an achiral rhodium complex ([Rh(norbornadiene)Cl](2)) as the catalyst and a chiral amine as the cocatalyst. Several chiral amines were effective for the polymerization reaction and their effectiveness depended on their bulkmess and coordination ability to rhodium. The sense selectivity of the polymerization increased with the concentration of the chiral amines. To discuss the structure of the true active species in the catalytic system, we have synthesized a new chiral rhodium complex having two chiral amines as ligands ([Rh (norbomadiene) (chiral amine)(2)]+BF4-). The isolated chiral complex also catalyzed the helix-senses-elective polymerization. These findings suggest that a chiral rhodium complex having two chiral amines may be the true active species when using the catalytic system consisting of [Rh(norbornadiene)Cl](2) and a chiral amine. (C) 2004 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.polymer.2004.09.046

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  • Synthesis of chiral helical poly[p-(oligopinanylsiloxanyl)phenylacetylene]s and enantioselective permeability of their membranes 査読

    T Aoki, T Fukuda, KI Shinohara, T Kaneko, M Teraguchi, M Yagi

    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY42 ( 18 ) 4502 - 4517   2004年9月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:JOHN WILEY & SONS INC  

    To develop better polymeric materials for optical-resolution membranes, we synthesized nine chiral phenylacetylenes containing pinanyl groups. We used them to investigate the effects of chemical structures, including the number and position of the chiral groups in the monomers, on the induction of chirality in the main chain during polymerization and on the degree of enantioselectivity in the permeation of the polymeric membranes. The monomers included six new chiral p-(oligomethylpinanylsiloxanyl)phenylacetylenes. The homopolymerizations of these nine monomers with a Rh complex produced high-molecular-weight polymers (molecular weight = 10(5)-10(6)). Of the five polymers with a chiral pinanyl group at the 1-position of each oligosiloxanyl group, all except for two polymers showed high molar ellipticity in the main-chain region in the circular dichroism spectra. This finding indicated that these polymers had a chiral helical main chain. The membranes fabricated from all the polymers synthesized in this study were high-quality, except for two polymers. All these membranes showed enantioselective permeabilities for two amino acids and an alcohol. The membranes from the polymers with a chiral helical backbone, a high content of pinanyl groups, no oligodimethylsiloxane moieties, or a combination of these showed good enantioselectivities ( = 1.7-640) in permeation. We propose that the sense of the main-chain helicity determined the selectivity. (C) 2004 Wiley Periodicals, Inc.

    DOI: 10.1002/pola.20356

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  • Versatile and facile preparation of chiral polyacetylene-based gel film and organic anorganic composites 査読

    G Kwak, SY Kim, M Fujiki, T Masuda, Y Kawakami, T Aoki

    CHEMISTRY OF MATERIALS16 ( 10 ) 1864 - 1868   2004年5月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    A new SiH-containing chiral polyacetylene, poly[p-[{(S)-2-methylbutyl}methylsilyl]-phenylacetylene] (1), with a moderate molecular weight (M-w 4.4 x 10(4); M-w/M-n 2.4) was obtained with [RhCl(nbd)](2)-NEt3 catalyst. IR and H-1 NMR studies revealed that the SiH group in 1 remains intact, with no side reactions such as hydrosilylation and hydrolysis. Furthermore, 1 readily turned into a transparent gel film with Si-O-Si linkages simply by standing in air at room temperature. The polymer 1 exhibited a quite large optical rotation ([alpha](D) = 600degrees, c = 0.12 g/dL in toluene at 25 degreesC), corresponding to large molar ellipticities ([theta](ext) = -5.1 x 10(3) deg(.)cm(2.)dmol(-1) at 326 nm and 4.7 x 10(3) deg(.)cm(2.)dmol(-1) at 371 nm). The CD intensity of the gel film scarcely changed in the range from 25 to 85 degreesC, presumably due to Si-O-Si cross-linking. Moreover, organic - inorganic composite materials were easily obtained by stirring inorganic particles such as titania and silica gel in the polymer solution. The prepared composites were characterized by AFM, EDX, and SEM.

    DOI: 10.1021/cm049965y

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  • Synthesis and cation exchange properties of a new porous cation exchange resin having an open-celled monolith structure 査読

    H Inoue, K Yamanaka, A Yoshida, T Aoki, M Teraguchi, T Kaneko

    POLYMER45 ( 1 ) 3 - 7   2004年1月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCI LTD  

    We succeeded in introducing cation exchange groups quantitatively into a porous resin having an open-celled monolith structure. The resulting new cation exchange resin had the following advantages compared with conventional ion exchange resins having a bead structure. First, it was easier to pack it in a column. Second, the ion exchange rate of the new cation exchange resin was much higher than that of the conventional ion exchange resins, and the ion exchange band length of the new resin was smaller than that of the conventional ones. In addition, the electric conductivity was about five times higher than that of the conventional ones, although they had similar ion exchange capacities. These unique properties of the new cation exchange resin were caused by the quantitative introduction of ion exchange groups into the resin having the open-celled monolith structure. (C) 2003 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.polymer.2003.10.097

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  • Synthesis and ion exchange properties of a new porous ion exchange resin having an open-celled monolith structure 査読

    H Inoue, K Yamanaka, A Yoshida, T Aoki, T Kaneko, M Teraguchi

    KOBUNSHI RONBUNSHU61 ( 5 ) 301 - 309   2004年

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    記述言語:日本語   掲載種別:研究論文(学術雑誌)   出版者・発行元:SOC POLYMER SCIENCE JAPAN  

    We successfully introduced ion exchange groups quantitatively into a porous resin having an open-celled monolith structure. The resulting new ion exchange resin had the following advantages compared with conventional ion exchange resins having a bead structure. First, it was easier to pack it in a column. Second, the ion exchange rate of the new ion exchange resin was much higher than that of the conventional ion exchange resins, and the ion exchange band length of the new resin was smaller than that of the conventional ones. Third, the electric conductivity was about five times higher than that of the conventional ones, although they had similar ion exchange capacities. These unique properties of the new ion exchange resin were attributable to the quantitative introduction of ion exchange groups into the resin having the open-celled monolith structure. In addition, many kinds of ion-exchange resin monoliths from soft ones to hard ones were able to be prepared by changing the ratio of DVB.

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  • 連続細孔構造を有するモノリス型多孔質イオン交換樹脂の合成とイオン交換特性 査読

    井上 洋, 山中弘次, 吉田晃子, 青木俊樹, 金子隆司, 寺口昌宏

    高分子論文集61 ( 5 ) 301 - 309   2004年

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    記述言語:日本語   掲載種別:研究論文(学術雑誌)  

    DOI: 10.1295/koron.61.301

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  • Enantioselective permeation through membranes of chiral helical polymers prepared by depinanylsilylation of poly(diphenylacetylene) with a high content of the pinanylsilyl group 査読

    M Teraguchi, J Suzuki, T Kaneko, T Aoki, T Masuda

    MACROMOLECULES36 ( 26 ) 9694 - 9697   2003年12月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    DOI: 10.1021/ma035493h

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  • Entropy effect on physical displacement of redox molecules in a naflon film as studied by double potential-step chronoabsorptometry 査読

    M Yagi, M Takahashi, M Teraguchi, T Kaneko, T Aoki

    JOURNAL OF PHYSICAL CHEMISTRY B107 ( 46 ) 12662 - 12667   2003年11月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    Charge transport (CT) in a Nafion film incorporating [(NH3)(5)Ru(mu-pz)Ru(NH3)(5)](4+) ([Ru-II-Ru-II](4+); pz = pyrazine) was studied using a double potential-step chronoabsorptometry (DPSCA) technique. The oxidative CT by [Ru-II-Ru-II](4+)/[Ru-II-Ru-III](5+) (in a potential step from -0.2 to 0.3 V; first step) was compared with that by [Ru-II-Ru-III](5+)/[Ru-III-Ru-III](6+) (in a successive potential step from 0.3 to 0.7 V; second step). The predominant CTs by a physical displacement mechanism of the complexes were suggested for both of the steps. However, the rate constant of the CT for the first step was 5.2 time higher than that for the second step at 25 degreesC. The results on CT kinetics and dynamics revealed that the CTs in both of the steps are entropy-controlled in the activation at room temperature. The DeltaH(double dagger) (12 kJ mol(-1)) for the physical displacement in the second step was lower than that (24 kJ mol(-1)) for the first step, showing that the physical displacement for the second step is enthalpically favorable compared with that for the first step. The corresponding DeltaS(double dagger) (-234 J K-1 mol(-1)) for the second step is lower than that (DeltaS(double dagger) = -184 J K-1 mol(-1)) for the first step, making the physical displacement for the second step more entropically difficult than that for the first step. The entropy effect on the physical displacement was discussed on the basis of the interaction of the complexes with Nafion and reorganization of the solvent (water) molecule involved in the process. The DeltaS(double dagger) for the physical displacement of redox complexes in the film decreased with the positive charge of the complexes, suggesting that the highly positive-charged complex is entropically unfavorable for physical displacement, presumably due to higher degree of solvation of the complex and the sulfonate groups in their dissociation.

    DOI: 10.1021/jp036146c

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  • A poly(9,10-anthryleneethynylene)-based polyradical designed to be a ladder-like ferromagnetic spin coupling network 査読

    Takashi Kaneko, Takahisa Makino, Hiroshi Miyaji, Akihisa Onuma, Masahiro Teraguchi, Toshiki Aoki

    Polyhedron22 ( 14-17 ) 1845 - 1850   2003年7月

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    記述言語:英語   掲載種別:研究論文(国際会議プロシーディングス)   出版者・発行元:Elsevier Ltd  

    We synthesized monomers of poly(9,10-anthryleneethynylene)s which were anthracene derivatives substituted with one or two phenol residues at the β-position. The monomers were polymerized by Pd(0) catalyst to give the corresponding precursor polymer with M̄n ≈ 5 × 103. The polyradicals were synthesized by oxidation of the hydroxyl group. The magnetization plots of the polyradicals showed that the average ground state spin quantum number of the polyradical with two pendant phenoxyls in one anthracene unit (S = 5/2) became larger than that of the polyradical with one pendant phenoxyl (S = 2/2) at the same spin concentration (spin conc. ≈ 0.35 spin/phenoxyl unit). The statistical simulation of the ground spin states supported that this behavior was caused by ladder-like spin coupling network of the polyradical with two pendant phenoxyls in one anthracene unit. © 2003 Elsevier Science Ltd. All rights reserved.

    DOI: 10.1016/S0277-5387(03)00251-1

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  • Helix-sense-selective polymerization of phenylacetylene having two hydroxy groups using a chiral catalytic system 査読

    T Aoki, T Kaneko, N Maruyama, A Sumi, M Takahashi, T Sato, M Teraguchi

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY125 ( 21 ) 6346 - 6347   2003年5月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    DOI: 10.1021/ja021233o

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  • Ladderlike ferromagnetic spin coupling network on a pi-conjugated pendant polyradical 査読

    T Kaneko, T Makino, H Miyaji, M Teraguchi, T Aoki, M Miyasaka, H Nishide

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY125 ( 12 ) 3554 - 3557   2003年3月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    A poly(9,10-anthryleneethynylene)-based polyradical with two pendant stable phenoxyls in one anthracene skeleton was newly synthesized via polymerization of the corresponding bromoethynylanthracene monomer using a Pd(0) catalyst. The average molecular weight of the polymer reached (M) over bar (n) = 5 x 103 and was soluble in common organic solvents. The polyradical was prepared from the corresponding hydroxyl precursor polymer and was appropriately stable at room temperature. The ESR spectrum of the corresponding monomeric radical suggested an effectively delocalized spin density distribution on the backbone anthracene. The magnetization and the static magnetic susceptibility of the polyradical were measured using a SQUID magnetometer. The large average spin quantum number ((S) over bar = 5/2) of the polyradical indicated that the ferromagnetic spin coupling network of the polyradical had spread throughout the pi-conjugated chain and that it was considerably insensitive to spin defects.

    DOI: 10.1021/ja026929w

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  • Synthesis of a pendant polyradical with a new pi-conjugated polymer backbone containing an anthracene skeleton and its ferromagnetic spin coupling 査読

    T Kaneko, T Matsubara, T Aoki

    CHEMISTRY OF MATERIALS14 ( 9 ) 3898 - 3906   2002年9月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    A poly(9,10-anthryleneethynylene)-based polyradical with pendant stable phenoxyls was newly synthesized via polymerization of the corresponding bromoethynylanthracene monomer using Pd(0) catalysts. The average molecular weight of the polymer reached M-n = 5 x 10(3) by the polymerization reaction for a few hours, and the polymer was soluble in common organic solvents. The polyradical was prepared from the corresponding hydroxyl precursor polymer and was appropriately stable at room temperature. The ESR spectrum of the polyradical suggested an effectively delocalized spin density distribution on the backbone anthracene. The magnetization and the static magnetic susceptibility of the polyradical were measured using a SQUID magnetometer, and the results revealed moderately strong ferromagnetic spin coupling (2J = 39+/-3 cm(-1)) through the pi-conjugated chain, depending on the degree of spin density distribution on the anthracene backbone.

    DOI: 10.1021/cm020317t

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  • Helical chirality -conjugated main-chain induced by polymerization of phenylacetylene with chiral bulky pinanyl groups: Effects of flexible spacer and polymerization catalyst 査読

    Ken-ichi Shinohara, Toshiki Aoki, Takashi Kaneko

    Journal of Polymer Science, Part A: Polymer Chemistry40 ( 11 ) 1689 - 1697   2002年6月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    DOI: 10.1002/pola.10253

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  • Synthesis and stable high oxygen permeability of poly(diphenylacetylene)s with two or three trimethylsilyl groups 査読

    Giseop Kwak, Toshiki Aoki, Takashi Kaneko

    Polymer43 ( 5 ) 1705 - 1709   2002年1月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    We synthesized two new poly(diphenylacetylene)s having two or three trimethylsilyl groups and found these membranes having extremely high oxygen permeabilities of more than 1000 barrers which are of the same order as that for poly[1-(trimethylsilyl)-1-propyne]. Whereas oxygen permeability of poly[1-(trimethylsilyl)-1-propyne] was reported to decrease largely with time, these high oxygen permeabilities were stable for several months. These membranes also showed ethanol permselectivities because of their hydrophobicity. It was found that the introduction of two or three trimethylsilyl groups to poly(diphenylacetylene) was very effective for obtaining stable high oxygen permeable and ethanol permselective membranes. © 2002 Elsevier Science Ltd. All rights reserved.

    DOI: 10.1016/S0032-3861(01)00739-X

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  • Scalar aharonov-Bohm effect on cold atoms using a time domain atom interferometer 査読

    A Moringa, K Shinohara, T Aoki

    2002 CONFERENCE ON PRECISION ELECTROMAGNETIC MEASUREMENTS, CONFERENCE DIGEST   96 - 97   2002年

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    記述言語:英語   掲載種別:研究論文(国際会議プロシーディングス)   出版者・発行元:IEEE  

    The scalar aharonav-Bohn effect of a time dependent homogenous magnetic field on neutral cold atoms was demonstrated using a time domain atom interometer. The interference fringes over the phase shift of more than 200 rad verified the nondispersivity.

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  • 光学分割膜-分子設計と分離機構- 査読

    青木俊樹, 金子隆司, 寺口昌宏

    化学工業52 ( 9 ) 683 - 691   2001年12月

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    記述言語:日本語   掲載種別:研究論文(学術雑誌)  

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  • 光学異性体分離膜 査読

    青木俊樹

    高分子50 ( 2 ) 92 - 98   2001年12月

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    記述言語:日本語   掲載種別:研究論文(学術雑誌)  

    DOI: 10.1295/kobunshi.50.92

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  • Pervaporation of nonaqueous ethanol azeotropes through interpenetrating polymer network membranes prepared from poly(4-vinylpyridine) and poly(vinyl alcohol) 査読

    E Oikawa, K Nozawa, T Kaneko, T Aoki

    JOURNAL OF APPLIED POLYMER SCIENCE82 ( 11 ) 2729 - 2738   2001年12月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:JOHN WILEY & SONS INC  

    Highly hydrophilic interpenetrating polymer network (IPN) membranes were prepared from a mixture system of poly(4-vinylpyridine) (P4VP) and poly(vinyl alcohol) (PVA) by quaternizing crosslinking of P4VP with 1,4-dibromobutane (DBB) and simultaneous crosslinking of PVA with hexamethylene diisocyanate (HMDI). The membrane performance in pervaporation (PV) for the azeotropic mixture of ethanol with a less polar organic liquid (chloroform, benzene, carbon tetrachloride, and cyclohexane) was investigated. The strength of these IPN membranes was higher than that of the cellulose acetate membrane and depended on the membrane composition. All the membranes were ethanol permselective for the azeotropic feeds and equimolar mixture feeds as well. Only the swelling degree Q of the membrane, among several physicochemical factors, showed a relationship with the separation performance for the four feeds; a lower value of Q generally corresponded to a higher separation factor and smaller permeability. The membrane composition, which exhibited an optimum membrane performance, was examined in detail for some membranes. Both the separation factor for sorption and that for diffusion far exceeded unity, but the latter was greater in most cases than was the former and dominated the overall separation. (C) 2001 John Wiley & Sons, Inc.

    DOI: 10.1002/app.2125

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  • Poly(9,10-anthryleneethynylene)-based polyradicals with pendant phenoxyls 査読

    Takashi Kaneko, Takahisa Makino, Go Sato, Toshiki Aoki

    Polyhedron20 ( 11-14 ) 1291 - 1296   2001年5月

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    記述言語:英語   掲載種別:研究論文(国際会議プロシーディングス)  

    We synthesized monomers of poly(9,10-anthryleneethynylene)s which were anthracene derivatives substituted with one or two phenol residues at the β-position which would receive less steric hindrance from the poly(9,10-anthryleneethynylene) backbone. The monomers were polymerized by Pd(0) catalyst to give the corresponding precursor polymer with M̄W ∼ 104. The polyradicals were synthesized by oxidation of the hydroxyl group. The clearer hyperfine structure of the corresponding monomeric radicals suggested that the polyradicals probably also involved an effectively delocalized spin density distribution into the anthryleneethynylene skeleton. Diradical models for the poly(9,10-anthryleneethynylene)-based polyradicals were also synthesized, and the magnetic properties of diradicals suggested defect insensitive strong ferromagnetic spin coupling of the corresponding polyradicals. © 2001 Elsevier Science Ltd.

    DOI: 10.1016/S0277-5387(01)00608-8

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  • Polymerization of phenylacetylene-based monodendrons and structure of the corresponding polydendrons 査読

    T Kaneko, M Asano, K Yamamoto, T Aoki

    POLYMER JOURNAL33 ( 11 ) 879 - 890   2001年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:SOC POLYMER SCIENCE JAPAN  

    Monodendrons consisting of in-linked phenyleneethynylene repeating unit with trimethylsilyl-, pentamethyldisiloxanyl-, and nonamethyltetrasiloxanyl- peripheral groups were synthesized using the convergent approach. The focal point of monodendrons, terminal acetylene, was polymerized with Rh catalyst to give the corresponding polydendrons with a high molecular weight, e.g., (M) over bar (w) = 2.8 x 10(6) ((DP) over bar = 2.8 x 10(3)). The polydendrons showed good solubility in common organic solvents, and good membrane forming ability. Since we obserbed high ratio of a peak at delta 5.8-6.0, assignable to cis proton of poly(phenyl acetylene) main-chain, in H-1 NMR of the polydendrons, the polydendrons were found to be cis-rich polymer. The visible absorption maxima (lambda(max)) of the polydendrons significantly increased due to effect of the bulky substituents at in-position in comparison with the corresponding zero generation of poly(phenylacetylene) derivatives having no substituents at in-position. The wide angle X-Ray scattering of the polymers suggested the pseudohexagonal lattice of rod-like molecules. The interplanar d spacing increased with increasing generation or size of the peripheral silyl group.

    DOI: 10.1295/polymj.33.879

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  • Syntheses and enantioselective recognition of chiral poly(phenyleneethynylene)s bearing bulky optically active menthyl groups 査読

    Ken-Ichi Shinohara, Toshiki Aoki, Takashi Kaneko, Eizo Oikawa

    Polymer42 ( 1 ) 351 - 355   2001年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Elsevier Ltd  

    Two optically active poly(menthoxycarbonylphenyleneethynylene)s were synthesized by polycondensation using a palladium-copper catalyst system. All polymers showed Cotton effects in the absorption region of the main chain, implying that chirality is induced to the main chain. Moreover, these chiral polymers showed the enantioselective recognition ability for chiral menthol in the circular dichroism (CD) spectra. © 2000 Elsevier Science Ltd. All rights reserved.

    DOI: 10.1016/S0032-3861(00)00391-8

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  • Synthesis of galvinoxyl unit-containing derivatives of poly(phenylacetylene) and polystyrene, and oxygen permeation behavior of their membranes 査読

    T. Kaneko, T. Yamamoto, H. Tatsumi, T. Aoki, E. Oikawa

    Polymer41 ( 12 ) 4437 - 4444   2000年6月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Elsevier Science Ltd  

    Poly(phenylacetylene) and polystyrene which contain galvinoxyl and trimethylsilyl units were synthesized by copolymerization of the corresponding monomers or polymer reaction of the corresponding methyl benzoate polymers with [3,5-di-tert-butyl-4-(trimethylsiloxy)phenyl]lithium. The copolymers obtained from (4-trimethylsilyl) phenylacetylene and (4-ethynylphenyl) hydrogalvinoxyl using [Rh(norbornadiene)Cl]2 catalyst had very high molecular weights. On the contrary, the copolymers of (4-trimethylsilyl)styrene and methyl 4-vinylbenzoate nearly completely reacted with [3,5-di-tert-butyl-4-(trimethylsiloxy)phenyl] lithium to give the corresponding galvinoxyl-copolymers with high molecular weights. The hydrogalvinoxyl polymers were converted to the corresponding polyradicals by chemical oxidation. These copolymers and polyradicals could be fabricated to self-supporting membranes. We succeeded in obtaining such stable polyradical membranes that the initial spin concentration was maintained for a few days. The oxygen permselectivity (α=P(O)2/P(N)2) increased and the oxygen permeability (P(O)2) decreased as galvinoxyl units increased, owing to the rigid character of galvinoxyl moiety. (C) 2000 Elsevier Science Ltd. All rights reserved.

    DOI: 10.1016/S0032-3861(99)00693-X

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  • Charge propagation in a polymer membrane incorporating zinc(II) phthalocyanine as studied by spectroelectrochemical techniques 査読

    Masayuki Yagi, Hitoshi Fukiya, Takashi Kaneko, Toshiki Aoki, Eizo Oikawa, Masao Kaneko

    Journal of Electroanalytical Chemistry481 ( 1 ) 69 - 75   2000年1月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Elsevier Sequoia SA  

    Charge transport in a Nafion membrane incorporating zinc(II) phthalocyanine (ZnPc) was studied using spectrocyclic voltammetry (SCV) and potential-step chronocoulospectrometry (PSCCS) techniques. The visible absorption spectra of the membrane depended on the ZnPc concentration in the membrane, showing the formation of the ZnPc dimer. The equilibrium constant between the monomer and dimer of ZnPc in the membrane was calculated as 75 M-1. It was found that the charge transport occurs by two processes
    the first process was considered to be the charge injection from the electrode to the ZnPc present in close proximity to the electrode, and the second one, bulk charge transport in the membrane. The apparent rate constant for the presumed charge injection was estimated as 1.6×10-2 s-1. The bulk charge transport in the membrane was analyzed as a combination of a physical displacement of ZnPc and charge hopping between them considering the equilibrium between the monomer and dimer of ZnPc. This analysis shows that the charge transport takes place by physical displacemeant of the ZnPc monomer and not by charge hopping, and that the contribution of the dimer to the charge transport is negligible. The first order rate constant (kp) of the physical displacement of the ZnPc monomer was estimated as 3.3×10-3 s-1. The saturated fraction of the oxidized ZnPc in the membrane decreased with the ZnPc concentration in the membrane because of the bulk charge transfer decreased by the formation of the ZnPc dimer.

    DOI: 10.1016/S0022-0728(99)00488-X

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  • Polymerization of a monodendron with phenylacetylene repeating unit 査読

    T Kaneko, T Horie, T Aoki, E Oikawa

    KOBUNSHI RONBUNSHU57 ( 10 ) 672 - 677   2000年

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    記述言語:日本語   掲載種別:研究論文(学術雑誌)   出版者・発行元:SOC POLYMER SCIENCE JAPAN  

    We synthesized a dendritic phenylacetylene monomer containing tert-butyl groups as the peripheral groups using the coupling reaction between 4-(3,5-dibromophenyl)-2-methyl-3-butyn-2-ol and phenylacetylene derivatives followed by the elimination of terminal acetylene-protecting group. The dendritic macromonomer was polymerized with a rhodium catalyst to yield the corresponding poly(phenylacetylene) derivative as a yellow powder. The polymer possessed a high degree of polymerization, e. g., (DP) over bar =1.0x10(3), in spite of the steric bulkiness of pendants. The unexpectedly high molecular weight of the polydendron can be explained as follows. The terminal acetylene was exposed from dendritic crowd, and the polymerization proceeded stereoregularly to give the reasonable packing of the sidechain dendrons. The polymers were soluble in common organic solvents such as chloroform and tetrahydrofuran, but insoluble in alcohols, and the solubility of these polydendrons was better than that of the corresponding zero generation poly(phenylacetylene) derivatives.

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  • Synthesis, characterization, and oxygen permeability of homo- and copolymers from p-[tris(trimethylsilyl)silyl]-phenylacetylene 査読

    Giseop Kwak, Toshiki Aoki, Lora G. Toy, Benny D. Freeman, Toshio Masuda

    Polymer Bulletin45 ( 3 ) 215 - 221   2000年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Springer Verlag  

    Homopolymerization of p-[tris(trimethylsilyl)silyl]phenylacetylene [p(Me3Si)3SiPA] by Rh catalyst provided insoluble polymer. On the other hand, copolymerization of p(Me3Si)3SiPA with p-(trimethylsilyl)phenylacetylene (pMe3SiPA) at 80:20, 50:50, and 20:80 feed ratios afforded high molecular weight copolymers (M(w) &gt
    1x106), all of which were soluble in common solvents such as toluene and chloroform. The mole ratios of p(Me3Si)3SiPA to pMe3SiPA unit in copolymers were close to those in the feeds. The oxygen permeability increased monotonously with increasing p(Me3Si)3SiPA content of copolymer in correspondence with fractional free volume
    the value of the copolymer for the 80:20 feed ratio reached 770 barrers.

    DOI: 10.1007/PL00006835

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  • Polydendrons and polymacrocycles with phenyleneethynylene repeating unit 査読

    Takashi Kaneko, Takahiro Horie, Motohiro Asano, Shinji Matsumoto, Kazuto Yamamoto, Toshiki Aoki, Eizo Oikawa

    Polymers for Advanced Technologies11 ( 8-12 ) 685 - 691   2000年

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    記述言語:英語   掲載種別:研究論文(国際会議プロシーディングス)   出版者・発行元:John Wiley &amp; Sons Ltd  

    We synthesized monodendrons and macrocyclic compounds consisting of phenyleneethynylene repeating units, which have a precisely defined three-dimensional structure. They have a terminal acetylene group, and were successfully polymerized with a rhodium catalyst to give the corresponding polydendrons and polymacrocycles with high molecular weight in spite of their bulky dendritic and macrocyclic residue. The polydendrons and polymacrocycles with a high degree of polymerization have good membrane-forming ability, and were available for oxygen-permselective membrane. Copyright (C) 2000 John Wiley and Sons, Ltd.

    DOI: 10.1002/1099-1581(200008/12)11:8/12<685::AID-PAT20>3.0.CO;2-7

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  • フェニルアセチレンユニットで分岐したモノデンドロンの重合 査読

    金子隆司, 堀江貴洋, 青木俊樹, 及川栄蔵

    高分子論文集57 ( 10 ) 672 - 677   2000年

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    記述言語:日本語   掲載種別:研究論文(学術雑誌)  

    DOI: 10.1295/koron.57.672

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  • Polymerization of (p-Vinylphenyl)hydrogalvinoxyl and Formation of a Stable Polyradical Derivative 査読

    Takashi Kaneko, Hiroyuki Tatsumi, Toshiki Aoki, Eizo Oikawa, Hajime Yoshiki, Naoki Yoshioka, Eishun Tsuchida, Hiroyuki Nishide

    Journal of Polymer Science, Part A: Polymer Chemistry37 ( 2 ) 189 - 198   1999年1月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:John Wiley and Sons Inc.  

    4-[(3,5-Di-tert-butyl-4-hydroxyphenyl)(3,5-di-tert-butyl-4-oxo-cyclohexa-2, 5-dienylidene)methyl]styrene (abbreviated as (p-vinylphenyl)hydrogalvinoxyl) was polymerized using AIBN as an initiator to give a bright yellow polymer with M̄w = 3.2 × 104. The polymer was oxidized to give the corresponding polyradical derivative, whose spin concentration could be increased up to about 70 mol % depending on oxidative conditions. ESR signal line-width in the solid state was greatly increased below 200 K for the polyradical with a high spin concentration (&gt
    50 mol %). The magnetization and magnetic susceptibility indicated weak antiferromagnetic interaction among the radical sites. © 1999 John Wiley &amp
    Sons, Inc.

    DOI: 10.1002/(SICI)1099-0518(19990115)37:2<189::AID-POLA9>3.0.CO;2-Z

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  • Synthesis and properties of polymers from disubstituted acetylenes with chiral pinanyl groups 査読

    Toshiki Aoki, Yukie Kobayashi, Takashi Kaneko, Eizo Oikawa, Yasufumi Yamamura, Yoji Fujita, Masahiro Teraguchi, Ryoji Nomura, Toshio Masuda

    Macromolecules32 ( 1 ) 79 - 85   1999年1月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:American Chemical Society  

    Disubstituted acetylenes with chiral pinanyl groups, (-)-1-{4-[dimethyl(10-pinanyl)silyl]-phenyl}-2-phenylacetylene (1), (-)-1-{3-[dimethyl(10-pinanyl)silyl]phenyl}-2-phenylacetylene (2), (-)-1-{4-[dimethyl(10-pinanyl)silyl]phenyl}-1-propyne (3), and (-)-1-chloro-2-{4-[dimethyl(10-pinanyl)silyl]-phenyl}acetylene (4), polymerized with NbCl5-, TaCl5-, or MoCl5-based catalysts to give high molecular weight polymers in good yields. Poly(1) and poly(2) showed intense circular dichroism (CD) effects in the UV-vis region and large optical rotations, which suggests that these polymers exist in helical conformations with an excess of one-handed screw sense. No significant decrease in the magnitude of CD effects of poly(1) and poly(2) with increasing temperature indicated the relatively high stability of their helical conformations. On the other hand, the intensities of CDs of poly(3) and poly(4) were approximately 1/10 those of poly(1) and poly(2), which means that introduction of two aromatic side groups into the repeating unit is favorable for the induction of helical conformation to disubstituted acetylene polymers. The free-standing membranes of poly(1), poly(2), and poly(3) exhibited characteristic properties as gas-permeable and optical resolution membranes. © 1999 American Chemical Society.

    DOI: 10.1021/ma9810969

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  • pi-conjugated polyradicals containing anthracene skeleton in the backbone chain 査読

    T Kaneko, T Matsubara, T Aoki, E Oikawa

    MOLECULAR CRYSTALS AND LIQUID CRYSTALS SCIENCE AND TECHNOLOGY SECTION A-MOLECULAR CRYSTALS AND LIQUID CRYSTALS334   221 - 228   1999年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:GORDON BREACH PUBLISHING, TAYLOR & FRANCIS GROUP  

    The bromoethynylanthracene monomer with 3,5-di-tert-butyl-4-acetoxyphenyl group was newly synthesized and was polymerized by Pd(0) catalyst to give the head-to-tail regulated polymer with DP = 12. The ESR spectra of the anthracene-based polyradical suggested an effectively delocalized spin distribution an the backbone anthracene. The Delta m(s) = +/-2 forbidden transition ascribed to the triplet species was observed at g = 4 in frozen toluene glass. Magnetization and static magnetic susceptibility of the polyradical were measured using a SQUID magnetometer. The average spin quantum number was beyond S = 1/2, indicating the ferromagnetic interaction.

    DOI: 10.1080/10587259908023320

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  • Synthesis of an optically active poly(phenylacetylene) bearing galvinoxyl radicals for magnetic materials 査読

    Takashi Kaneko, Tsuyoshi Yamamoto, Toshiki Aoki, Eizo Oikawa

    Chemistry Letters ( 7 ) 623 - 624   1999年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Chemical Society of Japan  

    An optically active polyradical was first synthesized by copolymerization of (4-ethynylphenyl)hydrogalvinoxyl and chiral acetylene monomer using Rh-catalyst. The circular dichroism spectrum of the polyradical showed a Cotton effect indicating the exess of one-handed helix backbone and the induced chirality of side-chain galvinoxyl units. Intermoleculer antiferromagnetic interaction observed for the polyradical was larger than that of the corresponding polyradical without excess of one-handed helix.

    DOI: 10.1246/cl.1999.623

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  • Pervaporation and solute separation through semi-interpenetrating and interpenetrating polymer network membranes prepared from poly(4-vinylpyridine) and poly(glycidyl methacrylate) 査読

    E Oikawa, H Tatsumi, C Takano, T Kaneko, T Aoki

    JOURNAL OF APPLIED POLYMER SCIENCE69 ( 10 ) 1953 - 1963   1998年9月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:JOHN WILEY & SONS INC  

    Semi-interpenetrating (SPN) and interpenetrating polymer network( IPN) membranes were prepared from a mixture system of poly( 4-vinylpyridine) (P4VP) and poly(glycidyl methacrylate) (PGMA) by quaternizing crosslinking of P4VP with 1,4-dibromobutane (DBB) and by simultaneous crosslinking of P4VP with DBB and PGMA with tetraethylenepentamine (TEPA), respectively. The difference between SPN and IPN was demonstrated by IR, tensile strength, and dimension stability. The membrane performance in pervaporation (PV) for ethanol-water mixtures and reverse osmosis (RO) was investigated. The polymer mixture of 1 : 1 on a monomer base with 30 mol % DBB on the 4VP unit and 5.6-7.5 mol % (8-10 wt %) TEPA on the GMA unit gave an optimum membrane performance. Those crosslinked membranes were stronger than was the cellulose acetate membrane, mostly owing to the PGMA chains, and exhibited a high separation factor for the azeotropic feed in PV. IPN membranes generally showed a performance higher than that of the SPN ones. An attempt to improve the product rate was made by the addition of a water-soluble polymer to the membrane on casting. The separation factor for solubility in the membrane at the feed side dominated the overall separation factor, particularly for feeds of`higher ethanol concentrations. (C) 1998 John Wiley & Sons, Inc.

    DOI: 10.1002/(SICI)1097-4628(19980906)69:10<1953::AID-APP7>3.0.CO;2-D

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  • Polydendron: polymerization of dendritic phenylacetylene monomers 査読

    Takashi Kaneko, Takahiro Horie, Motohiro Asano, Toshiki Aoki, Eizo Oikawa

    Macromolecules30 ( 10 ) 3118 - 3121   1997年1月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ACS  

    Poly(phenylacetylene) was selected for the central core molecule and synthesized polydendrons by the polymerization of monodendrons with the phenyleneethynylene repeating unit. In the differential scanning calorimetry (DSC) of the polydendrons, no glass transition temperature were detected. The well defined dendritic and rodlike structure of the polydendrons may also be effective for electrical conductive, nonlinear optical, and magnetic properties for substituted polyacetylenes.

    DOI: 10.1021/ma9616975

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  • Enantioselective permeation of racemates through a solid (+)-poly{2-[dimethyl(10-pinanyl)silyl]norbornadiene} membrane 査読

    Toshiki Aoki, Makoto Ohshima, Ken-Ichi Shinohara, Takashi Kaneko, Eizo Oikawa

    Polymer38 ( 1 ) 235 - 238   1997年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Elsevier BV  

    A novel norbornadiene polymer having optically active pinanyl groups in the pendant groups was synthesized as an optical resolution membrane material. The resulting polymer membrane showed highly enantioselective permeability for racemic propranolol used as a medicine. The permeability of tryptophan was much higher than that of a (+)-poly{1-[dimethyl(10-pinanyl)silyl]-1-propyne} membrane we reported previously. Copyright © 1996 Elsevier Science Ltd.

    DOI: 10.1016/S0032-3861(96)00630-1

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  • Detection of the site of an enantioselective interaction between chiral polypinanylsilane and a hydrophobic enantiomer by use of circular dichroism 査読

    K Shinohara, T Aoki, T Kaneko, E Oikawa

    CHEMISTRY LETTERS ( 4 ) 361 - 362   1997年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:CHEMICAL SOC JAPAN  

    Since optically active poly(methylpinanylsilane) synthesized by Na-mediated polycondensation of the corresponding dichlorosilane showed an Cotton effect at the UV region of Si sigma-Si sigma* transition of the main chain in the circular dichroism (CD) spectrum, the main chain was found to have a chirality. The Cotton bands in the presence of the (+)-isomer of a hydrophobic compound were different from those in the presence of the (-)-isomer. Therefore, this polymer was found to have an ability of the enantioselective recognition. On the other hand, a hydrophilic compound did not affect the CD band. These findings indicate that the recognition was caused mainly by hydrophobic diastereomeric interaction between the chiral compound and the chiral main chain in this polymer.

    DOI: 10.1246/cl.1997.361

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  • Enantioselective permeation of various racemates through an optically active poly{1-[dimethyl(10-pinanyl)silyl]-1-propyne} membrane 査読

    Toshiki Aoki, Ken-Ichi Shinohara, Takashi Kaneko, Eizo Oikawa

    Macromolecules29 ( 12 ) 4192 - 4198   1996年6月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:American Chemical Society  

    Optical resolution of various racemates such as (±)-tryptophan and (±)-1,3-butanediol was achieved by permeation through a self-supporting membrane of (+)-poly{1-[dimethyl(10-pinanyl)silyl]-1-propyne} [(+)-poly(DPSP)] prepared by homopolymerization of (-)-1-[dimethyl(10-pinanyl)silyl]-1-propyne [(-)-DPSPL Almost complete optical resolution (% ee of the permeate = 81-100% ee) was achieved at an initial period of concentration-driven permeation, and stable permeation with moderate permselectivity (% ee of the permeate = 12-54% ee) continued for more than 600 h. In addition, by permeation of vapor permeant such as evapomeation and pervaporation, higher permeation rates were attained maintaining high enantioselectivity. The sign of the enantiomer that predominantly permeated through a (+)-poly(DPSP) membrane was opposite to that through a (-)-poly(DPSP) membrane. In the permeation through a (+)-poly(DPSP) membrane of a solute or a solvent having a high affinity for (+)-poly(DPSP) and in the permeation through a membrane from the copolymer of (-)-DPSP with a small amount of 1-(trimethylsilyl)-1-propyne, their enantioselectivities were much lower. These findings suggest that the permeating route surrounding chiral pinanyl groups in a (+)-poly(DPSP) membrane that can enantioselectively separate various racemates was easily deformed by using a solute or solvent having a high affinity for (+)-poly(DPSP) or by removing a small amount of pinanyl groups.

    DOI: 10.1021/ma9517254

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  • Macromolecular design for optical resolution membrane 査読

    Toshiki Aoki, Ken ichi Shinohara, Takashi Kaneko, Eizo Oikawa

    Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry54 ( 6 ) 525 - 536   1996年

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    記述言語:日本語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Yuki Gosei Kagaku Kyokai  

    Several new polymers for optical resolution membranes were synthesized and enantioselective permeabilities of the polymer membranes were examined for various racemates using four methods, that is, concentration-driven permeation (CP), pressure-driven permeation (Δ P), pervaporation (PV), and evapomeation (EV). (+)-Poly (1- (dimethyl (10-pinanyl) silyl)-1-propyne) ((+)-poly (DPSP)) membranes showed high enantioselective permeabilities in CP for various racemates and low permeation rates, which were improved by using PV or EV. (-)-Poly (2- (dimethyl (10-pinanyl) silyl) norbornadiene) had a higher permeability than (+)-poly (DPSP). Polymers having a chiral main chain showed poor enantioselective permeability. Highly and stably enantioselective permeations were observed through the blend membranes whose surface were modified by (-)-oligo- (methyl (10-pinanyl) siloxane ((-) -OMPS). The graft copolymers with (-) -OMPS as the grafts are promising for a higher performance membrane.

    DOI: 10.5059/yukigoseikyokaishi.54.525

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  • Highly oxygen permselective membrane of cobalt-complexed polyazomethine containing tridentate ligand and oligosiloxane in the repeating pairs of the main chain 査読

    T Aoki, K Shin, E Oikawa

    POLYMER JOURNAL28 ( 2 ) 106 - 112   1996年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:SOC POLYMER SCIENCE JAPAN  

    Four new polyazomethines containing a tridentate ligand and different length of oligosiloxane in the repeating pairs were synthesized and cobalt(II) salt was added to the polymer to yield a cobalt(II)-complexed membrane. Oxygen permselectivities of the cobalt(II)-complexed membranes at one atm pressure difference were excellent: oxygen permeability coefficient (P-O2) = 1.1 - 2.9 x 10(-8)cm(3)(STP). cm . cm(-2). s(-1). cmHg(-1), oxygen separation factor (alpha = P-O2/P-N2) = 3.4 - 4.0, which were very close to those on the upper boundary line reported in the literature [L. M. Robeson, J. Membrane Sci., 62, 165 (1991)]. Since P-O2 increased with decrease in the upstream pressure and P-N2 was independent, a cobalt(II)-complex in the membrane is shown to function as a fixed oxygen carrier.

    DOI: 10.1295/polymj.28.106

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  • SYNTHESIS OF PYRIDINE-MOIETIES-CONTAINING POLY(ACYLHYDRAZONE)S AND SOLUTE SEPARATION THROUGH THEIR MEMBRANES 査読

    E OIKAWA, S TAMURA, Y ARAI, T AOKI

    JOURNAL OF APPLIED POLYMER SCIENCE58 ( 8 ) 1205 - 1219   1995年11月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:JOHN WILEY & SONS INC  

    Poly(acylhydrazone)s containing pyridine moieties were synthesized from 2,6-pyridinedicaboxaldehyde and each of five dihydrazides. Although most of the polycondensates were insoluble or sparingly soluble and of low molecular weight, the polymers from malonyldihydrazide were highly soluble and readily gave tough films. Their performances as separation membranes were examined in reverse osmosis, gas separation, and pervaporation (PV). The membranes showed a good performance in PV and were water permselective for aqueous alcohols and aprotic solutes, showing to be very effective to break azeotropes with high separation factors and to preferentially separate water from high concentration feeds, particularly in butanols and THF. Deviation from ideal flux, swelling degree, and some physicochemical parameters such as solubility parameter, molar volume, and vapor pressure were correlated to the membrane performances in a wide range of feed concentrations of the above two solute groups. (C) 1995 John Wiley & Sons, Inc.

    DOI: 10.1002/app.1995.070580801

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  • HIGHLY OXYGEN PERMSELECTIVE MEMBRANE PREPARED FROM COBALT-COMPLEXED POLYAZOMETHINE CONTAINING A LIGAND AND A TRISILOXANE OR TETRASILOXANE IN THE MAIN-CHAIN 査読

    K SHIN, T AOKI, E OIKAWA

    MACROMOLECULAR RAPID COMMUNICATIONS16 ( 8 ) 599 - 606   1995年8月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:HUTHIG & WEPF VERLAG  

    Two types of polyazomethines containing repetitive pairs of a tridentated ligand and an oligodimethylsiloxane in the backbone were synthesized and complexed with cobalt ion. The resulting polymer complex membranes showed very good oxygen permselectivity at 1 atm pressure difference, which is very close to the upper boundary line in an alpha vs. P-O2 plot of data reported in the literature. The complexes are thought to function as oxygen carrier.

    DOI: 10.1002/marc.1995.030160809

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  • OPTICAL RESOLUTION BY VAPOR PERMEATION OF 1,3-BUTANEDIOL AND 2-BUTANOL THROUGH (+)-POLY(1-[DIMETHYL(10-PINANYL)SILYL]-1-PROPYNE) MEMBRANE 査読

    K SHINOHARA, T AOKI, E OIKAWA

    POLYMER36 ( 12 ) 2403 - 2405   1995年6月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:BUTTERWORTH-HEINEMANN LTD  

    Racemates of 1,3-butanediol, 2-butanol and their derivatives were enantioselectively separated by evapomeation (EV) and pervaporation (PV) through (+)-poly{1-[dimethyl(10-pinanyl)silyl]-1-propyne} membrane. The permeation rate (P, g m m(-2) h(-1)) and enantioselectivity (% enantiomeric excess (%ee) of the permeate) were very high. For example, the P and %ee values in EV for (+/-)-1,3-butanediol were 1.19 x 10(-3) and 41.7%ee, and those in PV for (+/-)-2-butanol were 8.37 x 10(-4) and 44.6%ee, respectively. This is the first example of vapour enantioselective permeation.

    DOI: 10.1016/0032-3861(95)97340-L

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  • PERVAPORATION SEPARATION OF WATER-ETHANOL MIXTURE THROUGH THE MEMBRANE OF POLY(THIOETHER AMIDE)S PREPARED FROM AROMATIC AMIDE AND 1,4-BENZENEDITHIOL 査読

    E OIKAWA, M SHINGAI, K MOTOMI, T AOKI

    DESALINATION101 ( 1 ) 69 - 77   1995年3月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCIENCE BV  

    Three different poly(thioether amide)s containing trifluoromethyl (FT), sulfonyl (ST) or pyridinediyl group (PB) were prepared by a Michael-type polyaddition reaction. The separation performance of their membranes was studied and compared with each other on the structure difference. Their tight membranes were commonly water-permselective in pervaporation (PV) of a water-ethanol mixture. The order of separation factor was ST &gt; PB&gt;FT, with ST especially being highly water-permselective. The evaporation time greatly influenced PV performance, and FT readily formed an opaque membrane on gelling after a short evaporation period, showing an ethanol-permselective behavior.

    DOI: 10.1016/0011-9164(95)00010-Y

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  • Enantioselective permeation through poly[γ-[3-(pentamethyldisiloxanyl)propyl]-l-glutamate] membranes 査読

    Toshiki Aoki, Syouji Tomizawa, Eizo Oikawa

    Journal of Membrane Science99 ( 2 ) 117 - 125   1995年2月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    Poly (l-glutamic acid ester) with 3-(pentamethyldisiloxanyl)propyl groups was prepared from poly(γ-methyl-l-glutamate) (PMLG) by ester exchange reaction. This polymer had an α-helical structure in the membrane prepared from 1,2-dichloroethane solution. The membrane forming ability of the polymer was better than that of PMLG. Optical resolution of (±)-tryptophan was achieved by pressure driven permeation through the membrane. The enantioselectivity was 16% enantiomeric excess (%ee) and the permeation rate was high (10-6 g m/m2 h). This enantioselective permeation continued for more than 160 h. With an increase in the disiloxane side chain contant, the permeation rate could be increased while maintaining the selectivity. Since the enantioselectivity for adsorption favoured the (+)-isomer and that for permeation favoured the (-)-isomer, enantioselective permeation was caused by suppression of the (+)-isomer permeation. It was suggested that the permeation of dilute aqueous tryptophan solution occurred mainly in the region of highly mobile disiloxane side chains, which had no asymmetric centers, by measurements and analysis of the pervaporation of dilute aqueous ethanol solution. Therefore it was believed that this siloxane region was small enough for the asymmetric centers in the main chain to recognize enantioselectively the permeating solute. © 1995.

    DOI: 10.1016/0376-7388(94)00199-9

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  • POLY(P-SUBSTITUTED PHENYLACETYLENE) WITH PERFLUOROALKYLOXYDIMETHYLSILYL SIDE-GROUPS FOR OXYGEN AND ETHANOL PERMSELECTIVE MEMBRANE 査読

    T AOKI, H KOBAYASHI, E OIKAWA

    POLYMER BULLETIN34 ( 2 ) 133 - 140   1995年2月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:SPRINGER VERLAG  

    p-(1H,1H,2H,2H-perfluorodecyloxydimethylsilyl)phenylacetylene(ACf8) and p-(1H,1H,2H,2H-Perfluorohexyloxydimethylsilyl)phenylacetylene(ACf4) were synthesized and copolymerized with p-trimethylsilylphenylacetylene(ASi). The resulting copolymers, copoly(ACf8/ASi) and copoly(ACf4/ASi), were fabricated to tough membranes showing high oxygen permeabilities(Po2) of 10(-8) cc(STP).cm/cm2.s.cmHg and high oxygen permselectivities(alpha=Po2PN2) of more than 2.7. In particular, a copoly(ACf4/ASi) containing 15.1 mol% of ACf4 unit showed the best result: Po2 = 3.51x10(-8) cc(STP).cm/cm2.s.cmHg and alpha = 3.04. The values were in a top level and very close to those of 'upper bound' line in an alpha-Po2 plot of data in the literature. In addition, copoly(ACfn/ASi) membranes were ethanol permselective owing to water repellency of the perfluoroalkyl groups. Copoly(ACf4/ASi) membranes showed better oxygen and ethanol permselectivity than copoly(ACf8/ASi) membranes.

    DOI: 10.1007/BF00316387

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  • OXYGEN PERMSELECTIVITY OF POLYAZOMETHINE AND POLY(AZOMETHINE-AMIDE) MEMBRANES CONTAINING OLIGOSILOXANE AND PYRIDINE RING IN REPEATING PAIRS 査読

    K SHIN, T AOKI, E OIKAWA

    KOBUNSHI RONBUNSHU52 ( 1 ) 1 - 8   1995年

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    記述言語:日本語   掲載種別:研究論文(学術雑誌)   出版者・発行元:SOC POLYMER SCIENCE JAPAN  

    Some novel polyazomethines and poly(azomethine-amide)s which contain repeated pairs of disiloxane and pyridine ring in their backbones were synthesized. Their performance for an oxygen permselective material was evaluated. The addition of 1,5-dichlorohexamethyltrisiloxane to the polyazomethine gave good membrane-forming ability. Such a modified membrane showed an excellent oxygen permeability coefficient (Po-2 = 1.52 X 10(-8) cc (STP).cm/cm(2).s.cmHg). Annealing at 70 degrees C was also effective for improving the membrane-forming ability of the polyazomethines. Poly(azomethine-amide)s had self-supporting property and exhibited much higher oxygen separation factors (Po-2/PN2 = 4.39) than those of corresponding polyazomethines (2.96). The polyazomethine having trisiloxane instead of disiloxane and the poly(azomethine-amide) modified by 1,5-dichlorohexamethyltrisiloxane showed relatively good performance: alpha = 3.0 and Po-2 &gt; 5 X 10(-9). Higher Po-2 values of polyazomethines than those of poly(azomethine-amide)s were attributed to the nature of azomethine bonds, which did not suppress the flexibility of siloxane chains as much as amide bonds did. The water absorption property caused by the existence of pyridine ring enhanced the a and membrane-forming ability of the polyazomethines.

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  • オリゴシロキサン鎖とピリジン環を交互に持つポリアゾメチンおよびポリ(アゾメチンーアミド)の酸素透過膜素材としての性能 査読

    辛京漢, 青木俊樹, 及川栄蔵

    高分子論文集52 ( 1 ) 1 - 8   1995年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    DOI: 10.1295/koron.52.1

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  • OPTICAL RESOLUTION BY USE OF SURFACE-MODIFIED POLY(METHYL METHACRYLATE) MEMBRANE CONTAINING(-)-OLIGO(METHYL(10-PINANYL)SILOXANE) 査読

    T AOKI, A MARUYAMA, K SHINOHARA, E OIKAWA

    POLYMER JOURNAL27 ( 5 ) 547 - 550   1995年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:SOC POLYMER SCIENCE JAPAN  

    DOI: 10.1295/polymj.27.547

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  • SEPARATION PERFORMANCES OF THE MEMBRANES PREPARED FROM SCHIFF-BASES OF POLY(ALLYLAMINE) FOR ORGANIC SOLUTES 査読

    E OIKAWA, M SOYAMA, T AOKI

    POLYMER35 ( 10 ) 2153 - 2159   1994年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCI LTD  

    Permselective separation between water and water-soluble organics was investigated up to high concentration levels through crosslinked and metal complexed membranes of hybrid Schiff-base derivatives of poly(allylamine), which were prepared by the reaction between pyridine-2-carboxaldehyde (P) and salicyl aldehyde (S) with varying ratios of P/S. The complexed membranes had strong hydrophilic character and showed an increased flux and high permselective separation for t-butanol and tetrahydrofuran at high concentrations. Correlations between the performance of the complexed membranes and the physicochemical parameters, especially the solubility parameters, of alcohols and aprotic solutes were studied and discussed. It was found that a membrane with a higher P/S value tended to reject the aprotic solute with a smaller solubility parameter, while other physical properties of the alcohols also effected the alcohol separation.

    DOI: 10.1016/0032-3861(94)90243-7

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  • Trimethylsilyl‐group containing polyphenylacetylenes for oxygen and ethanol permselective membranes 査読

    Toshiki Aoki, Hiroshi Nakahara, Yoshio Hayakawa, Masayuki Kokai, Eizo Oikawa

    Journal of Polymer Science Part A: Polymer Chemistry32 ( 5 ) 849 - 858   1994年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    Phenylacetylenes having one or two trimethylsilyl groups at their benzene ring were synthesized, and polymerized by [Rh(cyclooctadiene) (PPh3)2]PF6, [Rh(norbornadiene)Cl]2, or WCl6 to afford high molecular‐weight polymers in high yields. These poly(phenylacetylene)s were soluble in many kinds of solvents and were fabricated to tough membranes by the solvent casting method. The oxygen permselectivities of these membranes were very good. The oxygen permeability coefficients (Po2) and oxygen separation factors (α = Po2/PN2) of poly[2,4‐(o,p)‐bis(trimethylsilyl)phenylacetylene] [poly (o‐1‐p‐1)] and poly[(4(p)‐trimethylsilyl)phenylacetylene] [poly(p‐1)] membranes were 4.73 × 10−8 cc(STP) cm/cm2 s cmHg and 2.65, and 1.52 × 10−8 cc(STP) cm/cm2 s cmHg and 3.39, respectively. In the case of poly(o‐1‐p‐1), Po2 was comparable to that of polydimethylsiloxane (PDMS) and α was higher than that of PDMS. However, the Po2 value reduced to 48% of its initial value in about 1 year. In the case of poly(p‐1), the Po2 value did not change in about 1 year. Ethanol permeated preferentially through these membranes (αEtOH &gt
    1) in pervaporation of aqueous ethanol solution, whereas poly(phenylacetylene) [poly(PhA)] showed water permselectivity (αEtOH &lt
    1). These favorable effects of trimethylsilyl groups on the oxygen and ethanol permselectivities were discussed on the basis of comparison with those of poly(PhA), other poly(substituted phenyl‐acetylene)s, and trimethylsilyl‐group containing polystyrenes. © 1994 John Wiley &amp
    Sons, Inc. Copyright © 1994 John Wiley &amp
    Sons, Inc.

    DOI: 10.1002/pola.1994.080320506

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  • SYNTHESIS OF POLY[P-(1H,1H,2H,2H-PERFLUOROALKYLOXYOLIGOSILOXANYL)STYRENE]S AND OXYGEN PERMSELECTIVITY OF THEIR MEMBRANES 査読

    T AOKI, Y TOYOSHIMA, E OIKAWA

    POLYMER JOURNAL26 ( 10 ) 1142 - 1153   1994年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:SOC POLYMER SCIENCE JAPAN  

    Comb-shaped polymers having both perfluoroalkyl groups and oligosiloxanylene groups with different length were synthesized by homopolymerization of p-(1H,1H,2H,2H-perfluoroalkyloxyoligosiloxanyl)styrene. These polymers contained a 38.3-71.7 wt% perfluoroalkyl chain and 10.2-38.8 wt% oligosiloxyanylene chain and showed high oxygen permeabilities (P(O2) = 0.3-1.7 x 10(-8) cc(STP) cm cm-2 s-1 cmHg-1), and good oxygen permselectivities (alpha = (P(O2)/P(N2) = 2.2-3.5). In particular, poly[p-(1H,1H,2H,2H-perfluorohexyloxydimethylsilyl)styrene] and poly[p-{5-(1H,1H,2H,2H-perfluorododecyloxy)hexamethyltrisiloxanyl}styrene] showed the best results of these comb-shaped polymers (P(O2) = 1.14 x 10(-8) cc(STP) cm cm-2 s-1 cmHg-1, alpha = 2.96 and P(O2) = 8.05 x 10(-9) cc(STP) cm cm-2 s-1 cmHg-1, alpha = 3.17, respectively). As the siloxanylene chain in these polymers was extended, P(O2) increased and alpha decreased, whereas on extending the perfluoroalkyl chain, P(O2) decreased but alpha had a maximum value at a certain perfluoroalkyl chain length. This behavior was closely related to the state of aggregation and mobility of the perfluoroalkyl chains. The introduction of perfluoroalkyloxy groups to poly(p-oligosiloxanylstyrene) was effective for the simultaneous enhancement of alpha and P(O2). Laminated membranes consisting of comb-shaped polymers and cross-linked polydimethylsiloxane showed good P(O2) and alpha.

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  • CHIRAL HELICAL CONFORMATION OF THE POLYPHENYLACETYLENE HAVING OPTICALLY-ACTIVE BULKY SUBSTITUENT 査読

    T AOKI, M KOKAI, K SHINOHARA, E OIKAWA

    CHEMISTRY LETTERS1993 ( 12 ) 2009 - 2012   1993年12月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:CHEMICAL SOC JAPAN  

    Poly[p-{L-(-)-menthoxycarbonyl}phenylacetylene]s prepared by [Rh(norbornadiene)Cl]2 as a polymerization catalyst exhibited a much higher [alpha]D20 (= - 605 ) than that(= - 68.8 ) of the monomer and a very high molar ellipticity(more than 10(4)) at the pi-pi* region in the CD spectrum: A chiral helical conformation of the main chain in solution is suggested. The solid membrane of this polymer showed enantioselective permeability (54%ee) for DL-tryptophan.

    DOI: 10.1246/cl.1993.2009

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  • SYNTHESIS OF POLY(2,5-PYRIDINEDICARBOXYLIC ACID-ALT-HYDRAZINE) AND REVERSE-OSMOSIS PERFORMANCE OF ITS MEMBRANES 査読

    E OIKAWA, K HIBI, N SAKAZUME, H ENDO, T HONDA, T AOKI

    DESALINATION94 ( 1 ) 25 - 36   1993年9月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCIENCE BV  

    In the preparation of the title polymer by interfacial polycondensation the two reaction routes were studied and compared with respect to yield and polymer viscosity. The reaction conditions of the more readily accessible route involving the reaction of 2,5-pyridinedicarboxylic acid chloride with hydrazine was investigated in some detail. The polycondensate was fabricated into a reverse osmosis membrane by crosslinking reinforcement. Two attempts were made to improve water permeability: blending a more hydrophilic polymer, poly(4-vinylpyridine) and addition of an inorganic salt to the casting solution. Addition of the proper amount of lithium nitrate or a small amount of magnesium perchlorate was most effective for the improvement without considerable decrease in the membrane strength. The effect of the kind of the salt and addition ratio on the performance was discussed on the difference in the structure of polyhydrazides.

    DOI: 10.1016/0011-9164(93)80152-D

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  • SYNTHESIS AND PROPERTIES OF POLY(THIOETHER AMIDE)S FROM 2,6-BIS(ACRYLAMIDO)PYRIDINE AND DITHIOLS 査読

    E OIKAWA, K MOTOMI, T AOKI

    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY31 ( 2 ) 457 - 465   1993年2月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:JOHN WILEY & SONS INC  

    Poly (thioether amide) s containing pyridine moieties in their backbone were obtained by the polyaddition of 2,6-bis(acrylamido)pyridine (2,6-BAAP), derived from 2,6-diaminopyridine and acryloyl chloride, with an aromatic or aliphatic dithiol. The influence of various reaction conditions on the polyaddition was investigated in comparison with the polyaddition of 1,3-bis (acrylamido)benzene (1,3-BAAB). 2,6-BAAP gave the polymer even in the absence of any initiator at lower temperatures while 1,3-BAAB did not, which was attributable principally to intramolecular base catalysis of the pyridine moieties. Basic additives effectively promoted the reaction rate and increased the chain length. Those facts and NMR of the resulting polymers indicated Michael-type polyaddition. The polymers from 2,6-BAAP were amorphous and gave transparent and tough films having a high refractive index exceeding 1.7. GPC and DSC characterizations were also made.

    DOI: 10.1002/pola.1993.080310218

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  • TEMPERATURE-SENSITIVE ETHANOL PERMSELECTIVITY OF POLY(DIMETHYLSILOXANE) MEMBRANE BY THE MODIFICATION OF ITS SURFACE WITH COPOLY(N-ISOPROPYLACRYLAMIDE/1H,1H,2H,2H-PERFLUORODODECYL ACRYLATE) 査読

    T AOKI, K YAMAGIWA, E YOSHINO, E OIKAWA

    POLYMER34 ( 7 ) 1538 - 1540   1993年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCI LTD  

    A blend membrane consisting of 5.3 wt% copoly(N-isopropylacrylamide/1H,1H,2H,2H-perfluorododecyl acrylate) and poly(dimethylsiloxane) showed a high ethanol permselectivity (alpha(EtOH) = 19.7 at 24-degrees-C) in pervaporation of 2.5 wt% aqueous ethanol solution. The value of alpha(EtOH) had a maximum at about 36-degrees-C. This behaviour was due to the water repellency and thermal transition of the copolymer accumulated at the membrane surface.

    DOI: 10.1016/0032-3861(93)90876-C

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  • 1,5-DICHLOROHEXAMETHYLTRISILOXANE AS A MODIFIER OF MEMBRANES OF OLIGOSILOXANE-CONTAINING POLYAMIDES 査読

    T AOKI, Y YAMAMOTO, KH SHIN, E OIKAWA

    POLYMER JOURNAL25 ( 3 ) 309 - 313   1993年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:SOC POLYMER SCIENCE JAPAN  

    DOI: 10.1295/polymj.25.309

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  • OPTICAL RESOLUTION THROUGH THE SOLID MEMBRANE FROM (+)-POLY(1-[DIMETHYL(10-PINANYL)SILYL]-1-PROPYNE) 査読

    T AOKI, K SHINOHARA, E OIKAWA

    MAKROMOLEKULARE CHEMIE-RAPID COMMUNICATIONS13 ( 12 ) 565 - 570   1992年12月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:HUTHIG & WEPF VERLAG  

    DOI: 10.1002/marc.1992.030131206

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  • POLY[2,6-PYRIDINEDICARBALDEHYDE-ALT-1,3-BIS(3-AMINOPROPYL)-TETRAMETHYLDISILOXANE] AS A NOVEL POLYMER FOR MEMBRANES OF HIGH OXYGEN-PERMEABILITY 査読

    T AOKI, Y YAMAMOTO, KH SHIN, E OIKAWA

    MAKROMOLEKULARE CHEMIE-RAPID COMMUNICATIONS13 ( 11 ) 525 - 530   1992年11月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:HUTHIG & WEPF VERLAG  

    DOI: 10.1002/marc.1992.030131108

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  • SYNTHESIS OF POLY(PHENYLACETYLENE)S CONTAINING TRIFLUOROMETHYL GROUPS FOR GAS PERMEABLE MEMBRANE 査読

    Y HAYAKAWA, M NISHIDA, T AOKI, H MURAMATSU

    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY30 ( 5 ) 873 - 877   1992年4月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:JOHN WILEY & SONS INC  

    Poly(phenylacetylene)s containing trifluoromethyl groups on their benzene rings were synthesized, and gas permeation behaviors of their films were examined. Permeability coefficients for O2 and N2, diffusion selectivity (D(O2)/D(N2) and solubility selectivity (S(O2)/S(N2) were estimated. The gas permeability of polymer films were found to be enhanced remarkably with introduction of trifluoromethyl groups into the polymers: poly[2,4,5-tris(trifluoromethyl)phenylacetylene], P(O2) = 7.8 X 10(-8) [cm3 (STP) cm cm-2 s-1 cm Hg-1], P(O2)/P(N2) = 2.1. The relationship between the polymer structures and their gas permeability was discussed.

    DOI: 10.1002/pola.1992.080300518

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  • SYNTHESIS AND POLYMERIZATION OF THE PERFLUOROALKANES HAVING AN ALKOXYSILYLSTYRENE GROUP AT ONE END AND APPLICATION OF THE RESULTING POLYMERS TO OXYGEN AND ETHANOL PERMSELECTIVE MEMBRANES 査読

    T AOKI, Y TOYOSHIMA, K YAMAGIWA, E OIKAWA

    KOBUNSHI RONBUNSHU49 ( 10 ) 791 - 799   1992年

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    記述言語:日本語   掲載種別:研究論文(学術雑誌)   出版者・発行元:SOC POLYMER SCIENCE JAPAN  

    Perfluoroalkanes having an alkoxysilylstyrene group at one end, p-(1H, 1H, 2H, 2H-perfluoroalkyloxy-dimethylsilyl)styrenes(1) and p-(1H, 1H, 2H, 2H-perfluoroalkyldialkoxysilyl)styrenes(2), were synthesized and polymerized. The resulting polymers were applied to separation membranes. In situ formed poly(1) membranes obtained by bulk polymerization were tough and showed good oxygen permselectivity. The chemical structures of poly (1)'s, in which perfluoroalkyl side chains were connected to the backbone by Si-O-C spacer bonds, are likly to yield high oxygen permselectivity. Blend membranes of poly(1) with polydimethylsiloxane exhibited high ethanol permselectivity. This was attributed to water repellency of poly(1) which accumulated at the surface. In the case of blend membranes of poly(2) with polydimethylsiloxane, the reaction of functional groups in poly(2) in membrane caused oxygen permselectivity to enhance.

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  • 末端にアルコキシシリルスチレンを持つパーフルオロアルカンの合成、重合と得られたポリマーの酸素およびエタノール選択透過膜への利用 査読

    青木 俊樹, 豊島 泰生, 山際 克義, 及川 栄蔵

    高分子論文集49 ( 10 ) 791 - 799   1992年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    DOI: 10.1295/koron.49.791

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  • Synthesis and polymerization of p-pentamethyldisiloxanyl-α,β,β-trifluorostyrene and the oxygen permeability of the polymer 査読

    Toshiki Aoki, Jun Watanabe, Yoshiyuki Ishimoto, Eizo Oikawa, Yoshio Hayakawa, Masakazu Nishida

    Journal of Fluorine Chemistry59 ( 2 ) 285 - 288   1992年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    A novel monomer, p-pentamethyldisiloxanyl-α,β,β-trifluorostyrene, has been synthesized and polymerized to give a white polymer. Membranes obtained from the polymer exhibited an oxygen permeability coefficient (Po2: cc(STP) cm/cm2 s cmHg) and an oxygen separation factor (αPo2/Po2) of 1.8×10-9 and 2.4, respectively. The Po2 value is considerably higher than values for other poly(mono-substituted tetrafluoroethylenes). The introduction of a pentamethyldisiloxanylphenyl group into poly(tetrafluoroethylene) has been found to be very effective for the enhancement of Po2 values. © 1992.

    DOI: 10.1016/S0022-1139(00)82421-5

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  • POLY[PARA-(1H,1H,2H,2H-PERFLUOROALKYLOXYDIMETHYLSILYL)STYRENES] AS MATERIALS FOR ETHANOL-PERMSELECTIVE MEMBRANES 査読

    T AOKI, Y TOYOSHIMA, T YOSHIZAWA, E OIKAWA

    POLYMER33 ( 3 ) 662 - 664   1992年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCI LTD  

    Several p-(1H,1H,2H,2H-perfluoroalkyloxydimethylsilyl)styrenes having perfluoroalkyl groups with different chain lengths were synthesized and polymerized. The polydimethylsiloxane-based blend membranes which contained a very small amount (1.0 wt%) of poly[p-(1H,1H,2H,2H-perfluoroalkyloxydimethylsilyl)styrene] had good ethanol permselectivity. All of their separation factors (alpha(EtOH)) and permeation rates (P) were higher than those of polydimethylsiloxane. In particular, poly[p-(1H,1H,2H,2H-perfluorohexyloxydimethylsilyl)styrene] showed the best performance (alpha(EtOH) = 22.3, P = 2.06 x 10(-2) g m m-2 h-1). This was attributed to the characteristics of the fluorine-containing polymers which were accumulated at the membrane surface.

    DOI: 10.1016/0032-3861(92)90750-Q

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  • IMPROVEMENT OF OXYGEN PERMSELECTIVITY THROUGH POLYDIMETHYLSILOXANE AND POLY (1-TRIMETHYLSILYLPROPYNE) FILMS BY THE ADDITION OF A SMALL AMOUNT OF POLY (TRIFLUOROMETHYL SUBSTITUTED ARYLACETYLENE) 査読

    T AOKI, E OIKAWA, Y HAYAKAWA, M NISHIDA

    JOURNAL OF MEMBRANE SCIENCE57 ( 2-3 ) 207 - 216   1991年4月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCIENCE BV  

    Both the oxygen permeability coefficient (P(o)2) and the separation factor (alpha = P(o)2/P(N)2) of polydimethylsiloxane and poly(1-trimethylsilylpropyne) films were enhanced by adding a small amount (1.0 wt.%) of poly(trifluoromethyl substituted arylacetylene). These enhancements were caused by the selective dissolution of oxygen at the surface of the blend films, which was considered to be effected by the poly(trifluoromethyl substituted arylacetylene).

    DOI: 10.1016/S0376-7388(00)80679-1

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  • CHARACTERISTICS OF REVERSE-OSMOSIS MEMBRANES PREPARED FROM SCHIFF-BASES OF POLYALLYLAMINE IN APROTIC-SOLVENTS AND SEPARATION OF INORGANIC AND ORGANIC SOLUTES THROUGH THE MEMBRANES 査読

    E OIKAWA, K KATOH, T AOKI

    SEPARATION SCIENCE AND TECHNOLOGY26 ( 4 ) 569 - 584   1991年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:MARCEL DEKKER INC  

    Four different aprotic solvents, N,N-dimethylformamide, dimethylsulfoxide (DMSO), N,N-dimethylacetamide, and N-methyl-2-pyrrolidinone, were used for the preparation of crosslinked membranes of polyallylamine Schiff base derived from 2-pyridinecarboxaldehyde and salicylaldehyde. The membrane from DMSO showed performances quite different from those of the membranes from three other solvents. This was attributable to the reduced solvating power of DMSO leading to a porous membrane, from the comparison of viscosity, turbidity, and surface tension of the polymer solutions, the swelling degree of the membranes, and SEM observation. Cobalt(II) salt-complexed membranes were very hydrophilic and water permeated preferentially from aqueous solutions of organic substances. The separation factor strongly depended on the molecular size of the solute. Cobalt(II) chloride had a higher complex stability and hydrophilicity, and it showed a better performance than cobalt(II) sulfate.

    DOI: 10.1080/01496399108050491

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  • SYNTHESIS AND POLYMERIZATION OF ETHYNYLTHIOPHENES AND ETHYNYLFURANS CONTAINING TRIFLUOROMETHYL GROUPS 査読

    M NISHIDA, S FUJII, T AOKI, Y HAYAKAWA, H MURAMATSU, T MORITA

    JOURNAL OF FLUORINE CHEMISTRY46 ( 3 ) 445 - 459   1990年3月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCIENCE SA LAUSANNE  

    DOI: 10.1016/S0022-1139(00)82929-2

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  • PREPARATION OF GRAFT-COPOLYMERS BY MEANS OF UV PHOTOLYSIS OF POLY(METHYL VINYL KETONE) AND REVERSE-OSMOSIS PERFORMANCE OF THE MEMBRANES FROM THE OXIMES OF THE COPOLYMERS 査読

    E OIKAWA, KY WATANABE, T AOKI

    JOURNAL OF MACROMOLECULAR SCIENCE-CHEMISTRYA27 ( 7 ) 911 - 932   1990年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:MARCEL DEKKER INC  

    DOI: 10.1080/10601329008544813

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  • SYNTHESIS AND POLYMERIZATION OF 2,5-DISUBSTITUTED PHENYLACETYLENES CONTAINING TRIFLUOROMETHYL GROUPS 査読

    M NISHIDA, K HOSOKAWA, T UEDA, T AOKI, H MURAMATSU

    JOURNAL OF FLUORINE CHEMISTRY43 ( 1 ) 35 - 51   1989年4月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCIENCE SA LAUSANNE  

    DOI: 10.1016/S0022-1139(00)81635-8

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  • SYNTHESIS OF WELL-DEFINED GRAFT COPOLYMER WITH OLIGODIMETHYLSILOXANE AND POLYVINYLALCOHOL BRANCHES 査読

    Y KAWAKAMIE, T AOKI, Y YAMASHITA

    POLYMER BULLETIN18 ( 6 ) 473 - 477   1987年12月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:SPRINGER VERLAG  

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  • ENHANCEMENT OF OXYGEN PERMSELECTIVITY OF POLYDIMETHYLSILOXANE-B-POLYCARBONATE FILM BY THE SURFACE MODIFICATION WITH FLUORINE-CONTAINING POLYMER 査読

    Y KAWAKAMI, T AOKI, Y YAMASHITA

    POLYMER BULLETIN17 ( 3 ) 293 - 297   1987年3月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:SPRINGER  

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  • ALTERNATIVE COPOLYMERS OF POLYDIMETHYLSILOXANE MACROMERS WITH 7,7,8,8-TETRACYANOQUIDIMETHANE - SYNTHESES AND EVALUATION AS AN OXYGEN PERMEABLE MEMBRANE MATERIAL 査読

    Y KAWAKAMI, T AOKI, Y YAMASHITA

    KOBUNSHI RONBUNSHU43 ( 11 ) 741 - 746   1986年

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    記述言語:日本語   掲載種別:研究論文(学術雑誌)   出版者・発行元:SOC POLYMER SCIENCE JAPAN  

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  • THE ROLE OF PARA-OLIGOSILOXANE SUBSTITUENTS OF POLYSTYRENE IN SELECTIVE OXYGEN PERMEATION THROUGH THE POLYMER FILM 査読

    Y KAWAKAMI, H KARASAWA, H KAMIYA, T AOKI, Y YAMASHITA

    POLYMER JOURNAL18 ( 3 ) 237 - 241   1986年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:SOC POLYMER SCIENCE JAPAN  

    DOI: 10.1295/polymj.18.237

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  • ポリジメチルシロキサンマクロマーと7,7,8,8-テトラシアノキノジメタンの交互共重合体-合成と酸素選択透過膜素材としての性能の評価 査読

    川上雄資, 青木 俊樹, 山下雄也

    高分子論文集43 ( 11 ) 741 - 746   1986年

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    記述言語:日本語   掲載種別:研究論文(学術雑誌)  

    DOI: 10.1295/koron.43.741

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  • ENHANCED OXYGEN PERMEATION THROUGH SURFACE MODIFIED BLEND FILMS CONTAINING POLYDIMETHYLSILOXANE GRAFT-COPOLYMERS 査読

    Y KAWAKAMI, T AOKI, Y YAMASHITA

    POLYMER JOURNAL18 ( 3 ) 243 - 248   1986年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:SOC POLYMER SCIENCE JAPAN  

    DOI: 10.1295/polymj.18.243

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  • POLYMERS WITH OLIGOORGANOSILOXANE SIDE-CHAINS AS MATERIAL FOR OXYGEN PERMEABLE MEMBRANES 査読

    Y KAWAKAMI, H KARASAWA, T AOKI, Y YAMAMURA, H HISADA, Y YAMASHITA

    POLYMER JOURNAL17 ( 11 ) 1159 - 1172   1985年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:SOC POLYMER SCIENCE JAPAN  

    DOI: 10.1295/polymj.17.1159

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  • POLY(PARA-DISILOXANE SUBSTITUTED STYRENE)S AS MATERIALS FOR OXYGEN PERMEABLE MEMBRANES 査読

    Y KAWAKAMI, T AOKI, H HISADA, Y YAMAMURA, Y YAMASHITA

    POLYMER COMMUNICATIONS26 ( 5 ) 133 - 136   1985年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:BUTTERWORTH-HEINEMANN LTD  

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  • SURFACE MODIFICATION OF POLY(METHYL METHACRYLATE) FILM BY SILOXANE GRAFT-COPOLYMERS 査読

    Y KAWAKAMI, T AOKI, Y YAMASHITA, M HIROSE, A ISHITANI

    MACROMOLECULES18 ( 3 ) 580 - 582   1985年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    DOI: 10.1021/ma00145a045

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  • ENANTIOFACE-DIFFERENTIATING ADDITION OF BUTYLLITHIUM TO ACETOPHENONE BY THE USE OF (1S,2S,5S)-3-[(S)-2-METHOXY-1-ALKYLETHYLIMINO]-2-PINANOLS AS CHIRAL LIGANDS 査読

    Y KAWAKAMI, T AOKI, Y YAMASHITA

    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN58 ( 4 ) 1329 - 1330   1985年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:CHEMICAL SOC JAPAN  

    DOI: 10.1246/bcsj.58.1329

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書籍等出版物

  • Synthesis and Function of Chiral π-Conjugated Polymers from Phenylacetylenes

    Toshiki Aoki, Takashi Kaneko, Masahiro Teraguchi( 担当: 共著)

    John Wiley & Sons, Inc.  2011年6月  ( ISBN:9780470568200

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    記述言語:英語 著書種別:学術書

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  • 主鎖のみに不斉構造を持つ安定キラルらせんフェニルアセチレン高分子の第3の合成法

    青木俊樹( 担当: 単著)

    シーエムシー出版  2009年1月  ( ISBN:9784781300733

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    記述言語:日本語 著書種別:学術書

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  • The Polymeric Materials Encyclopedia: Synthesis, Properties, and Applications

    Toshiki Aoki, Eizo Oikawa( 担当: 単著 ,  範囲: 8、6492-6496,Polyphenylacetylene Derivatives-Based Permselective Membrane)

    CRC Press  1996年12月 

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    記述言語:英語 著書種別:学術書

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  • 高分子合成化学

    山下雄也, 青木俊樹, 川上雄資( 担当: 共著 ,  範囲: 第15章高分子新素材)

    東京電機大学出版会  1995年12月 

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    記述言語:日本語

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  • Chemistry and Industry of Macromolecules

    Yuhsuke Kawakami, Toshiki Aoki( 担当: 単著 ,  範囲: Siloxane Specality Polymers - Membrane Materials for Gas Separation, Chap.7, 213-244)

    Huthig & Wepf  1993年12月 

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    記述言語:英語 著書種別:学術書

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  • フッ素系ポリマーの開発と用途展開

    青木 俊樹( 担当: 単著 ,  範囲: 選択透過膜)

    技術情報協会  1991年12月 

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    記述言語:日本語

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  • マクロモノマーの化学と工業

    山下雄也, 川上雄資, 青木俊樹( 担当: 共著 ,  範囲: 機能性ポリシロキサンー透過膜素材を中心として 第7章,225-271)

    アイピーシー  1989年12月 

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    記述言語:日本語 著書種別:学術書

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MISC

  • 進化し続ける高分子酸素分離膜 査読

    青木俊樹, 金子隆司, 寺口昌宏

    化学74 ( 10 ) 66 - 67   2019年10月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(学術雑誌)  

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  • Helix-Sense-Selective Polymerization of Achiral Phenylacetylenes and Unique Properties of the Resulting Cis-cisoidal Polymers 査読

    Lijia Liu, Yu Zang, Hongge Jia, Toshiki Aoki, Takashi Kaneko, Shingo Hadano, Masahiro Teraguchi, Mari Miyata, Geng Zhang, Takeshi Namikoshi

    POLYMER REVIEWS57 ( 1 ) 89 - 118   2017年

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    記述言語:英語   掲載種別:書評論文,書評,文献紹介等   出版者・発行元:TAYLOR & FRANCIS INC  

    One of the authors discovered helix-sense-selective polymerization (HSSP) of an achiral substituted phenylacetylene which has two hydroxymethyl groups and a relatively hydrophobic substituent by using a chiral catalytic system in 2003. The one-handed helicity is stable and static in nonpolar solvents because it is maintained by intramolecular hydrogen bonds. Since the resulting polymer has extremely tight helicity in its main chain, it shows many interesting and unusual properties including highly selective photocyclic aromatization (SCAT). In this review, the discovery and development of the HSSP and SCAT reactions, and the properties and application of the resulting polymers prepared by HSSP and the resulting supramolecular polymers prepared by SCAT will be examined.

    DOI: 10.1080/15583724.2016.1160930

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  • Two-Dimensional and Related Polymers: Concepts, Synthesis, and their Potential Application as Separation Membrane Materials

    Yu Zang, Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko, Liqun Ma, Hongge Jia

    POLYMER REVIEWS55 ( 1 ) 57 - 89   2015年1月

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    記述言語:英語   掲載種別:書評論文,書評,文献紹介等   出版者・発行元:TAYLOR & FRANCIS INC  

    Although two-dimensional polymers (2DPs) and related materials are very attractive subjects for research because they are expected to function as ideal gas separation membrane materials, we need to answer some basic questions about them. For example, "Why are they not a common or popular topic, especially in textbooks?"; "How can they be synthesized?"; and "Whatever are 2DPs? and "How can we define 2DPs?" In this review, we try to answer these questions. First, the significance of 2DP as molecular-sieving membrane materials is explained in Section 1. Second, the definitions and classifications are proposed that take into account their first-order and high-order structures in Section 2. Third, syntheses and function of a few real 2DPs and many related polymers described in the literature are reviewed, including such materials as covalent organic frameworks(COFs), carbonized molecular sieving membranes(CMSMs), polymers of intrinsic porosity(PIM), and our recent results on the synthesis and function of 2DPs and related polymers in Sections 3 and 4. Finally, in Section 5 we evaluate the two-dimensional (2D) characters of 2DPs described in Section 3 using some 2D characteristic values defined in Section 2, and the future of 2DPs is discussed in Section 6.

    DOI: 10.1080/15583724.2014.963235

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  • 2Dポリマーの合成と分子ふるい膜への利用

    藏雨, 青木俊樹, 寺口昌宏, 金子隆司

    膜(MEMBRANE)39 ( 3 ) 118 - 131   2014年5月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(大学・研究所紀要)  

    DOI: 10.5360/membrane.39.118

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  • 『2Dポリマー』膜の合成―究極の分子分離膜をめざして

    青木俊樹, 藏雨, 宮田真理, 棚木宏幸, 中尾和樹, 王建军, 寺口昌宏

    未来材料13 ( 2 ) 31 - 38   2013年2月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(学術雑誌)   出版者・発行元:㈱エヌ・ティー・エス  

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  • らせん選択重合体膜の光トポケミカル超分子膜化

    浪越毅, 波多野慎悟, 寺口昌宏, 金子隆司, 青木俊樹

    化学工業61 ( 11 ) 846 - 854   2010年11月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(学術雑誌)   出版者・発行元:㈱化学工業社  

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  • 光学分割膜

    青木俊樹, 寺口昌宏

    高分子57 ( 11 ) 898 - 902   2008年

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    記述言語:英語   掲載種別:記事・総説・解説・論説等(学術雑誌)   出版者・発行元:高分子学会  

    DOI: 10.1295/kobunshi.57.898

    Scopus

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  • 高スピンπ共役高分子の設計と磁性

    金子隆司, 青木俊樹, 寺口昌宏

    Electrochemistry75 ( 10 ) 834 - 838   2007年10月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(学術雑誌)   出版者・発行元:電気化学会  

    DOI: 10.5796/electrochemistry.75.834

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  • デンドリマー分子を用いた分離膜

    金子隆司, 青木俊樹

    オレオサイエンス6 ( 9 ) 443 - 450   2006年9月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(商業誌、新聞、ウェブメディア)   出版者・発行元:日本油化学会  

    DOI: 10.5650/oleoscience.6.443

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  • Synthesis of functional pi-conjugated polymers from aromatic acetylenes

    Toshiki Aoki, Takashi Kaneko, Masahiro Teraguchi

    POLYMER47 ( 14 ) 4867 - 4892   2006年6月

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    記述言語:英語   掲載種別:書評論文,書評,文献紹介等   出版者・発行元:ELSEVIER SCI LTD  

    Because of their unique structures and properties, pi-conjugated polymers have attracted the attention of scientists and engineers. The authors have studied the synthesis of two kinds of pi-conjugated poly(aromatic acetylene)s, i.e. poly(arylacetylene)s and poly(aryleneethynylene)s with the aim of obtaining new polymers having novel functions or higher performances. This review mainly concerns the authors' results, as follows: first, we describe the synthesis and properties of achiral poly (aryl acetylene) s, containing trimethylsilyl groups, oligodimethylsiloxanyl groups, dendritic groups, and glavinoxyl groups, for application as oxygen permselective, membrane materials. Their self-membrane-forming abilities and high oxygen permeabilities are presented. Second, the synthesis by asymmetric-induced polymerization of chiral poly(arylacetylene)s having both a main-chain chirality and chiral pendant groups and their application as optical resolution membranes are described. Third, two new synthetic methods for preparing chiral helical poly (phenyl acetylene) s without the coexistence of any other chiral moieties are presented. One is helix-sense-selective addition polymerization and the other is in situ removal of chiral pendant groups from membranes of poly(arylacetylene)s that also contain a main-chain chirality. The chiral helical poly(arylacetylene)s were tested as optical resolution membranes. The chiral and achiral poly(arylacetylene)s were synthesized by addition polymerization using metathesis catalysts or rhodium complexes. Finally, the synthesis of regiospecific poly(aryleneethynylene)s bearing stable radicals by the polycondensation of bromoethynylanthracene derivatives using a Pd(0) complex is described. The magnetization and the static magnetic susceptibility of the polyradicals are explained. (c) 2006 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.polymer.2006.04.047

    Web of Science

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  • 主鎖のらせんのみに起因する不斉を持つポリフェニルアセチレンの合成-アキラル フェニルアセチレンのらせん選択重合とキラル置換ポリフェニルアセチレンの脱置換基-

    青木俊樹, 寺口昌宏, 金子隆司

    高分子加工54 ( 12 ) 542 - 550   2005年12月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(学術雑誌)   出版者・発行元:高分子刊行会  

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  • New macromolecular architectures for permselective membranes - Gas permselective membranes from dendrimers and enantioselectively permeable membranes from one-handed helical polymers

    T Aoki, T Kaneko

    POLYMER JOURNAL37 ( 10 ) 717 - 735   2005年

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    記述言語:英語   掲載種別:書評論文,書評,文献紹介等   出版者・発行元:SOC POLYMER SCIENCE JAPAN  

    Chemistry of macromolecular architecture is one of the fastest growing branches of polymer chemistry. The present review describes macromolecular architectures for permselective membranes relating their structures and permselectivity, and is focused on dendrimers for gas permselective membranes and one-handed helical polymer membranes for enantioselectively permeable membranes (optical resolution). The first part of this review described the three kinds of permselective membranes prepared from pure polydendrons or dendronized polymers having self-membrane-forming ability by us, and from another polymer and dendrimers or hyperbranched polymers as a crosslinker, and from another supporting membrane and dendrimers as a modifier. The membranes from polydendrons showed better oxygen permselectivities than those of conventional polymer membranes. In the second part, three kinds of enantioselectively permeable membranes reported by many researchers, i.e., chiral carriers-containing composite membranes, membranes based on chiral HPLC stationary phase polymers, and chiral molecular imprinting membranes, are reviewed briefly. In particular, the detail of our macromolecular designs of one-handed helical poly(substituted acetylene)s as materials for enantioselectively permeable membranes is discussed as the fourth category. When the content of the chiral groups was higher, the permselectivity was enhanced. The one-handed helical backbones were found to be effective for enantioselective permeation. It was also shown that the disadvantage of this method, i.e., low permeation rate was improved by using thinner membranes. In addition, enantioselectively permeable membranes are classified from the view point of their permeation mechanisms.

    DOI: 10.1295/polymj.37.717

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  • アキラルフェニルアセチレンのらせん選択重合-主鎖のらせんのみに起因する不斉を持つ高分子の合成-

    青木俊樹, 寺口昌宏

    高分子53 ( 12 ) 946 - 946   2004年12月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(学術雑誌)   出版者・発行元:高分子学会  

    DOI: 10.1295/kobunshi.53.946

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  • 不斉誘起重合によるキラルヘリカルポリ置換アセチレンの合成

    青木俊樹, 金子隆司, 寺口昌宏

    高分子加工51 ( 4 ) 168 - 176   2002年4月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(学術雑誌)   出版者・発行元:高分子刊行会  

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  • 光学分割膜-分子設計と分離機構-

    青木俊樹, 金子隆司, 寺口昌宏

    化学工業52 ( 9 ) 683 - 691   2001年9月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(学術雑誌)   出版者・発行元:化学工業社  

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  • 光学異性体分離膜

    青木俊樹

    高分子50 ( 2 ) 92 - 98   2001年2月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(学術雑誌)   出版者・発行元:高分子学会  

    DOI: 10.1295/kobunshi.50.92

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  • 高分子膜中における機能性分子の物理的移動と電荷ホッピング

    八木政行, 青木俊樹

    高分子加工49 ( 3 ) 123 - 129   2000年3月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(学術雑誌)   出版者・発行元:高分子刊行会  

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  • 分子で型をとった孔をもつ高選択分離膜

    青木俊樹

    化学51 ( 10 ) 66 - 67   1999年10月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(その他)   出版者・発行元:化学同人  

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  • 高分子ポリラジカルの合成と磁性

    金子隆司, 青木俊樹, 及川栄蔵

    高分子加工48 ( 3 ) 113 - 117   1999年3月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(学術雑誌)   出版者・発行元:高分子刊行会  

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  • Macromolecular design of permselective membranes

    Toshiki Aoki

    Progress in Polymer Science (Oxford)24 ( 7 ) 951 - 993   1999年

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    記述言語:英語   掲載種別:記事・総説・解説・論説等(学術雑誌)   出版者・発行元:Elsevier Science Ltd  

    This review article discusses mainly the relationship between the chemical structure of new macromolecules synthesized for permselective membranes and their permselectivity, published over the period of twelve years, from 1985 to June 1996. Therefore, this review deals with macromolecules having well-defined structures and with permselective membranes whose separation mechanisms depend on the chemical structures of the membrane polymer. This review describes oxygen permselective membranes which concentrate oxygen in air, ethanol permselective membranes which concentrate ethanol in dilute aqueous ethanol solution, and optical resolution membranes which concentrate one enantiomer in racemates. In addition, permselective membranes whose permeability or permselectivity are controlled by external stimulation are also described.

    DOI: 10.1016/S0079-6700(99)00020-9

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  • 光学分割固体膜素材用合成高分子の設計

    青木俊樹, 金子隆司, 及川栄蔵

    膜22 ( 3 ) 126 - 134   1997年3月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(学術雑誌)   出版者・発行元:日本膜学会  

    DOI: 10.5360/membrane.22.126

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  • 光学分割膜

    青木俊樹

    有機合成化学協会誌54 ( 6 ) 539 - 539   1996年6月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(学術雑誌)   出版者・発行元:有機合成化学協会  

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  • 光学分割機能を持つ高分子膜の開発

    青木俊樹, 及川栄蔵

    表面33 ( 10 ) 41 - 50   1995年10月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(その他)   出版者・発行元:広信社  

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  • 光学活性高分子膜による光学分割

    青木俊樹, 及川栄蔵

    高分子44 ( 9 ) 621 - 621   1995年9月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(学術雑誌)   出版者・発行元:高分子学会  

    DOI: 10.1295/kobunshi.44.621

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  • 光学異性体の選択透過膜

    青木俊樹, 及川栄蔵

    化学工業46 ( 2 ) 105 - 111   1995年2月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(学術雑誌)   出版者・発行元:化学工業社  

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  • 高分子固体膜を用いる光学分割

    及川栄蔵, 青木俊樹

    化学と工業47 ( 8 ) 977 - 979   1994年8月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(その他)   出版者・発行元:日本化学会  

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  • 高度な分離機能を有する非多孔質膜素材高分子の設計

    青木俊樹, 及川栄蔵

    高分子加工43 ( 3 ) 98 - 105   1994年3月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(学術雑誌)   出版者・発行元:高分子刊行会  

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  • SYNTHESIS AND POLYMERIZATION OF P-PENTAMETHYLDISILOXANYL-ALPHA,BETA,BETA-TRIFLUOROSTYRENE AND THE OXYGEN PERMEABILITY OF THE POLYMER

    T AOKI, J WATANABE, Y ISHIMOTO, E OIKAWA, Y HAYAKAWA, M NISHIDA

    JOURNAL OF FLUORINE CHEMISTRY59 ( 2 ) 285 - 288   1992年11月

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    記述言語:英語   掲載種別:記事・総説・解説・論説等(学術雑誌)   出版者・発行元:ELSEVIER SCIENCE SA LAUSANNE  

    A novel monomer, p-pentamethyldisiloxanyl-alpha,beta,beta-trifluorostyrene, has been synthesized and polymerized to give a white polymer. Membranes obtained from the polymer exhibited an oxygen permeability coefficient (P(O2):cc(STP) cm/cm2s cmHg) and an oxygen separation factor (alpha = P(O2)/P(O2) of 1.8 x 10(-9) and 2.4, respectively. The P(O2) value is considerably higher than values for other poly(mono-substituted tetrafluoroethylenes). The introduction of a pentamethyldisiloxanylphenyl group into poly(tetrafluoroethylene) has been found to be very effective for the enhancement of P(O2) values.

    Web of Science

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  • 選択透過膜素材用高分子の分子設計

    青木俊樹

    表面30 ( 4 ) 289 - 302   1992年4月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(その他)   出版者・発行元:広信社  

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  • フッ素とケイ素を含む高分子膜-膜の化学構造と酸素またはエタノール選択透過性

    青木俊樹, 及川栄蔵

    高分子加工40 ( 6 ) 281 - 289   1991年6月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(学術雑誌)   出版者・発行元:高分子刊行会  

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  • ケイ素とフッ素を含む高分子から成る分離膜

    青木俊樹

    海外高分子研究37 ( 4 ) 106 - 107   1991年4月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(学術雑誌)   出版者・発行元:高分子学会  

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  • ケイ素とフッ素を含む置換アセチレン高分子 -酸素透過膜素材としての分子設計を中心に

    青木俊樹, 及川栄蔵

    高分子加工39 ( 7 ) 336 - 344   1990年7月

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    記述言語:日本語   掲載種別:記事・総説・解説・論説等(学術雑誌)   出版者・発行元:高分子刊行会  

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▶ 全件表示

講演・口頭発表等

  • 二種の鋳型分子を用いた架橋ポリフェニルアセチレンインプリント膜の光学異性体および酸素選択透過性

    尾田 友洋、柴田 みちる、木村 優香、寺口 昌宏、金子 隆司、青木 俊樹

    日本化学会第100春季年会  2020年3月24日 

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    会議種別:口頭発表(一般)  

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  • シスシソイダルポリフェニルアセチレンの高選択光環化芳香族化分解で得た超分子ポリマー純粋膜の酸素選択透過性の最適化

    細野 晋太朗, 成田 隼也, 寺口 昌宏, 金子 隆司, 青木 俊樹

    日本化学会第100春季年会  2020年3月23日 

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    会議種別:口頭発表(一般)  

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  • 第2の官能基と2つの水酸基を持つフェニルアセチレンと疎水性フェニルアセチレンとの共重合体の酸素選択透過性

    下斗米 伊吹, 細野 晋太朗, 桑原 薫, 寺口 昌宏, 金子 隆司, 青木 俊樹

    日本化学会第100春季年会  2020年3月22日 

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    会議種別:口頭発表(一般)  

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  • ビニル基と2つの水酸基を持つフェニルアセチレンよりの剛直らせんポリマー膜の製膜条件の後重合および酸素選択透過性への効果

    庄子 和樹, 木村 優香, 寺口 昌宏, 金子 隆司, 青木 俊樹

    日本化学会第100春季年会  2020年3月22日 

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    会議種別:口頭発表(一般)  

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  • ポリ(4-ドデシルオキシ-3,5-ビス(アセトキシメチル)フェニルアセチレン)膜のコンフォメーション変化によるクロミズム

    北山 智大, 寺口 昌宏, 青木 俊樹, 金子 隆司

    第68回高分子学会北陸支部研究発表会  2019年12月1日 

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    会議種別:口頭発表(一般)  

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  • Application of Highly Selective Photocyclicaromatization of cis-cisoidal poly(substituted phenylacetylene)s 招待 国際会議

    青木 俊樹

    2019 International Symposium on Polymer Materials and Chemical Engineering, Harbin, China  2019年10月25日 

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    記述言語:英語   会議種別:口頭発表(基調)  

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  • ニトロニルニトロキシドを置換した2種類の側鎖が交互に積層されるよう設計されたポリ(1,3-フェニレンエチニレン)型フォルダマーの分子内架橋によるらせん安定化と磁気的性質

    永井 芳樹, 寺口 昌宏, 青木 俊樹, 金子 隆司

    第68回高分子討論会  2019年9月26日 

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    会議種別:口頭発表(一般)  

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  • メタ位とパラ位にアキラルなエステル基とエーテル基をそれぞれ有するポリ(フェニルアセチレン)の合成とキラル誘起

    北山 智大, 寺口 昌宏, 青木 俊樹, 金子 隆司

    第68回高分子討論会  2019年9月26日 

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    会議種別:ポスター発表  

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  • 含ホウ素置換基を有するプッシュ-プル型ポリ(ジフェニルアセチレン)類の合成と蛍光特性

    荒木 大地, 郭 起燮, ジン ヤンジェ, 青木 俊樹, 金子 隆司, 寺口 昌宏

    第68回高分子討論会  2019年9月25日 

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    会議種別:ポスター発表  

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  • テトラフェニルエチレン部位を有するらせんフォルダマーの合成と刺激応答性蛍光発光

    番場 望, 今井 淳, 青木 俊樹, 金子 隆司, 寺口 昌宏

    第68回高分子討論会  2019年9月25日 

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    会議種別:ポスター発表  

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  • 3,4,5位にアルキルエーテル鎖を有するポリ(フェニルアセチレン)の合成とキラル誘起

    羽田彩香, 寺口昌宏, 青木 俊樹, 金子隆司

    第65回高分子討論会  2019年9月15日 

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    会議種別:ポスター発表  

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  • ポリフェニルアセチレンのらせん選択重合におけるらせん巻き方向のアキラル条件による制御

    張耿, 田口紗和, 寺口昌宏, 金子隆司, 青木俊樹

    第62回高分子討論会  2019年9月11日 

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    会議種別:口頭発表(一般)  

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  • Application of Highly Selective Photocyclicaromatization of cis-cisoidal poly(substituted phenylacetylene)s 招待 国際会議

    青木 俊樹

    15thIUPAC International Conference on Novel Materials and their Synthesis(NMS-XV), Shenyang, China  2019年9月6日 

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    記述言語:英語   会議種別:口頭発表(基調)  

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  • Synthesis and gas permeation of two-dimensional ladderphan polymers 招待 国際会議

    青木 俊樹

    2019 Collaborative Conference on Materials Research, Seoul, Korea  2019年6月3日 

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    記述言語:英語   会議種別:口頭発表(基調)  

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  • アミド基を持つアキラルフェニルアセチレンの種々のらせん選択重合と生成ポリマーの反応、性質と機能

    大友 諒平, 寺口 昌宏, 金子 隆司, 青木 俊樹

    第68回高分子学会年次大会  2019年5月30日 

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    会議種別:口頭発表(一般)  

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  • 2つのフェノール残基を有する2-エチニル-2'-ヨードスチルベンの重合とそのらせんフォルダマー形成能

    富樫勇太、寺口昌宏、青木俊樹、金子隆司

    第62回高分子学会年次大会  2019年5月30日 

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    会議種別:ポスター発表  

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  • らせんアセチレンポリマーの高選択光環化芳香族化反応生成物の利用と機能-超分子キラルポリマー調製、ポリマーのミクロ構造分析と超分子膜の分離性能-

    長岡 年寧, 蘧 延慶, 山口 湧也, 寺口 昌宏, 金子 隆司, 青木 俊樹

    第68回高分子学会年次大会  2019年5月30日 

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  • Optical resolution of dl-alcohol by enantiomer-selective helix-sense-selective polymerization followed by helix-sense selective highly selective photocyclic aromatization

    Yanan Tang, Jumpei Suzuki, Masairo Teraguchi, Takashi Kaneko, Toshiki Aoki

    第68回高分子学会年次大会  2019年5月29日 

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    佐藤辰博, 寺口昌弘, 青木俊樹, 金子隆司

    第62回高分子学会年次大会  2019年5月29日 

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  • Synthesis and good oxygen permselectivity of novel layered network polymer membranes by intermacromolecular condensation between two kinds of imino pendant groups in two tightly helical cis-cisoidal homopolyphenylacetylenes

    Yanqing Qu, Masairo Teraguchi, Takashi Kaneko, Toshiki Aoki

    第68回高分子学会年次大会  2019年5月29日 

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  • 第二,第三の重合官能基を有するフェニルアセチレンよりのスターマルチストランドコポリマーの合成と酸素選択透過性

    大野貴矢, 寺口昌宏, 金子隆司, 青木俊樹

    日本膜学会第41年会  2019年5月9日 

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  • 選択透過性– ビニルエーテル基のオリゴメリゼーションとポリアセチレンの高選択光環化芳香族化分解による改質と選択透過性の変化

    坂田 俊, 浪越 毅, 寺口昌宏, 金子隆司, 青木俊樹

    日本膜学会第41年会  2019年5月9日 

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  • Excellent oxygen permeability of novel silicon-containing cis-cisoidal poly (substituted phenylacetylene) membranes 招待 国際会議

    青木 俊樹

    Industrial Chemistry and Water Treatment2019, Vancouver, Canada  2019年4月26日 

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    記述言語:英語   会議種別:口頭発表(基調)  

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  • エナンチオマー選択らせん選択重合体の円偏光らせん選択SCATによるdl-メントールの光学分割

    鈴木純平, 寺口昌宏, 金子隆司, 青木俊樹

    日本化学会第99春季年会  2019年3月16日 

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  • テトラフェニルエチレン部位を有するポリ(1,3-フェニレンエチニレン)の合成と蛍光特性

    番場望, 寺口昌宏, 青木俊樹, 金子隆司

    日本化学会第99春季年会  2019年3月16日 

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  • ジメシチルボリル基を側鎖に有するポリジフェニルアセチレンの合成と蛍光特性

    荒木大地, 寺口昌宏, 青木俊樹, 金子隆司

    日本化学会第99春季年会  2019年3月16日 

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  • Top down preparation of supramolecular polymers and their membrane performances 招待

    Toshiki Aoki

    2018 EMN Meeting on Supramolecular Materials, Auckland, New Zealand  2018年12月17日 

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    大野貴也, 寺口昌宏, 金子隆司, 青木俊樹

    第67回高分子学会北陸支部研究発表会  2018年11月17日 

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  • Excellent oxygen permeability of novel silicon–containing cis–cisoidal poly (substituted phenylacetylene) membranes

    張明宇, 徐晨曦, 寺口昌宏, 金子隆司, 青木俊樹

    膜シンポジウム2018  2018年11月14日 

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  • Enantioselective permeation through one–handed helical polymer membranes improved by enantioselective imine exchange reaction with permeants and by partially decomposed reaction of the membrane

    遽延庆, 寺口昌宏, 金子隆司, 青木俊樹

    膜シンポジウム2018  2018年11月13日 

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  • Synthesis and Oxygen Permeation of Hyperbranched Polymers from SiH-containing Phenylacetylenes 招待 国際会議

    Toshiki Aoki

    14thIUPAC International Conference on Novel Materials and their Synthesis(NMS-XIV)  2018年10月21日 

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    記述言語:英語   会議種別:口頭発表(基調)  

    開催地:Guangzhou, China  

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  • ジメシチルボリル基を側鎖に有するポリジフェニルアセチレンの合成と蛍光特性

    荒木大地, 寺口昌宏, 金子隆司, 青木俊樹, ジン ヤンジェ, 郭 起燮

    第67回高分子討論会  2018年9月13日 

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  • ルースまたはタイトならせん置換ポリフェニルアセチレンのペンダント官能基の後重縮合によるスターマルチストランドコポリマーの合成と酸素透過性

    大野貴矢, 寺口昌宏, 金子隆司, 青木俊樹

    第67回高分子討論会  2018年9月12日 

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  • 側鎖にガルビノキシル残基およびフェノキシル残基を有するポリ(9,10-アントリレンエチニレン)共重合体のシークエンスと磁気的相互作用

    安部稔康, 寺口昌宏, 青木俊樹, 金子隆司

    第67回高分子討論会  2018年9月12日 

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  • 3位にガルビノキシル残基を有するポリ(フェニルアセチレン)の合成と磁気的性質

    山崎悠佑史, 寺口昌宏, 青木俊樹, 金子隆司

    第67回高分子討論会  2018年9月12日 

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  • 側鎖のフェニルニトロニルニトロキシドと(p-エチニルフェニル)ニトロニルニトロキシドが交互に積層するよう設計されたポリ(1,3-フェニレンエチニレン)型フォルダマーの合成およびらせん折り畳み形成

    永井芳樹, 老田一生, 寺口昌宏, 青木俊樹, 金子隆司

    第67回高分子学会年次大会  2018年5月25日 

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  • Application of the Products by Highly Selective Photocyclicaromatization of cis-cisoidalpoly(substituted phenylacetylene) 招待 国際会議

    Toshiki Aoki

    Industrial Chemistry and Water Treatment2018  2018年5月21日 

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    記述言語:英語   会議種別:口頭発表(基調)  

    開催地:NY, USA  

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  • 多分岐ポリフェニレンエチニレンとポリフェニルアセチレンとの複合膜の酸素選択透過性

    宮沢菜美, 王 建, 寺口昌宏, 金子隆司, 青木俊樹

    日本膜学会第40年会  2018年5月9日 

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  • ラセミc-t動的らせんと片巻きc-c静的らせんの連鎖よりなるポリフェニルアセチレンブロック共重合体の調製

    鈴木純平, 尹官武, 金子隆司, 寺口昌宏, 青木俊樹

    第66回高分子学会北陸支部研究発表会  2017年11月19日 

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  • 側鎖にガルビノキシル残基およびフェノキシル残基を有するポリ (9,10-アントリレンエチニレン)共重合体の合成と分子内磁気的相互作用

    安部稔康, 寺口昌宏, 青木俊樹, 金子隆司

    第66回高分子学会北陸支部研究発表会  2017年11月19日 

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  • 定量的光環化3量体生成物による置換アセチレン重合体の構造の定量分析 (1)GPCまたはNMRによる共重合体の三連子の決定

    長岡年寧, 尹官武, 金子隆司, 寺口昌宏, 青木俊樹

    第66回高分子学会北陸支部研究発表会  2017年11月19日 

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  • 3位にガルビノキシル残基を有する光学活性ポリ(フェニルアセチレン)の合成およびそのらせん構造

    山﨑悠佑史, 寺口昌宏, 青木俊樹, 金子隆司

    第66回高分子学会北陸支部研究発表会  2017年11月19日 

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  • シリル基含有フェニルアセチレンのペンダント末端修飾による気体選択透過性の改良

    宮沢菜美, 王建軍, 寺口昌宏, 金子隆司, 青木俊樹

    膜シンポジウム2017  2017年11月13日 

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  • Synthesis and Permeation of ring-containing 2D polymers 招待 国際会議

    Toshiki Aoki

    13th IUPAC International Conference on Novel Materials and their Synthesis(NMS-XIII)  2017年10月17日 

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    記述言語:英語   会議種別:口頭発表(基調)  

    開催地:Nanjing, China  

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  • テトラヘドラルな連結を中心に有するビスフェノキシル置換ポリ(アントリレンエチニレン)の合成と磁気的性質

    佐藤 駿広, 寺口 昌宏, 青木 俊樹, 金子 隆司

    第66回高分子討論会  2017年9月21日 

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  • タイトならせんポリフェニルアセチレン膜のペンダントビニルエーテル基の分子内カチオン重合および主鎖の高選択光環化芳香族化分解による気体透過性の最適化

    坂田俊, 浪越 毅, 寺口 昌宏, 金子 隆司, 青木 俊樹

    2017年9月21日 

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  • 二つのN-アルケニルアミド基を持つ片巻きらせん置換ポリアセチレンのポストADMET重縮合による二重らせんポリマーの合成

    大友 諒平, 寺口 昌宏, 金子 隆司, 青木俊樹

    第66回高分子討論会  2017年9月21日 

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  • シリレンスペーサーのない直鎖および分岐アルキル基を有するポリジフェニルアセチレンの合成と蛍光特性

    川村祐斗, 寺口 昌宏, 青木 俊樹, 金子 隆司, カク ギソプ, ジン ユンジェ

    第66回高分子討論会  2017年9月20日 

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  • Synthesis and oxygen permselectivity of 2D parts-containing polymer membranes 招待 国際会議

    Toshiki Aoki

    EMN2D Materials Meeting  2017年8月8日 

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    記述言語:英語   会議種別:口頭発表(招待・特別)  

    開催地:Lyon, France  

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  • Unusual phenomena in helix-sense-selective polymerization of achiral acetylenes 招待 国際会議

    Toshiki Aoki

    Industrial Chemistry and Water Treatment  2017年7月22日 

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    記述言語:英語   会議種別:口頭発表(基調)  

    開催地:Las Vegas, USA  

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  • 規則性ポリ置換フェニルアセチレンのペンダントビニル基のADMET重縮合の前駆体ポリマー構造による分子内・分子間制御:マルチストランドコポリマーと含環コポリマーの合成と環構造の酸素選択透過性への効果

    園佳央理, 武尾駿, 森谷まどか, 寺口昌宏, 金子隆司, 青木俊樹

    第66回高分子学会年次大会  2017年5月31日 

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  • 6つの水酸基と3つのビニル基を有するC3対称ベンゼン誘導体を基本構造とする異なる経路で得られた種々のADMET重縮合体による酸素選択透過性の改良

    武尾駿, 園佳央理, 森谷まどか, 寺口昌宏, 金子隆司, 青木俊樹

    第66回高分子学会年次大会  2017年5月31日 

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  • 6 つの水酸基を有するC3 対称ベンゼン誘導体よりの超分子ポリマー含有高分子膜の酸素選択透過能

    大高絵里, 武尾 駿, 寺口昌宏, 金子隆司, 青木俊樹

    日本膜学会第39年会  2017年5月26日 

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  • 光学活性ピナニルシリル基を有するフェノキシ置換ポリホスファゼンの合成と分離膜機能

    中俣健太郎, 寺口昌宏, 金子隆司, 青木俊樹

    日本膜学会第39年会  2017年5月26日 

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  • ペンダントに種々の縮合性官能基を有する規則性ポリ置換フェニルアセチレンよりの種々の含環ポリマー膜の気体選択透過性

    森谷まどか, 園佳央理, 寺口昌宏, 金子隆司, 青木俊樹

    日本膜学会第39年会  2017年5月26日 

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  • 2Dポリマー(2DP)膜の透過(4):剛直なフェニルアセチレン共重合体膜のペンダント官能基の反応および主鎖の高選択光環化芳香族化分解による酸素選択透過性の向上

    森谷まどか, 武尾駿, 園佳央理, 寺口昌宏, 金子隆司, 青木俊樹

    膜シンポジウム2016  2016年12月1日 

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  • 自立型2Dポリマー(2DP)膜の合成(11):剛直なシス-シソイダルポリフェニルアセチレンを鋳型とした可溶性2D構造含有グラフトポリマーの合成、キャラクタリゼーションと利用

    園佳央理, 森谷まどか, 宮田真理, 寺口昌宏, 金子隆司, 青木 俊樹

    第65回高分子討論会  2016年9月16日 

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  • 円偏光を用いたシス-シソイダルラセミらせんポリ置換アセチレンのらせん巻き方向選択的光環化芳香族化分解(SCAT): らせん巻き方向選択分解の機構と選択性の向上

    宮田真理, 寺口昌宏, 金子隆司, 青木 俊樹

    第65回高分子討論会  2016年9月15日 

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  • 動的共有結合性分子内架橋によるポリ(1,3-フェニレンエチニレン)らせん構造の安定化

    若田部悟史, 寺口昌宏, 青木 俊樹, 金子隆司

    第65回高分子討論会  2016年9月15日 

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  • 不斉源非共存下でのアキラルアセチレンのらせん選択重合

    尹官武, 寺口昌宏, 金子隆司, 青木俊樹

    第65回高分子討論会  2016年9月14日 

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  • 2Dポリマー(2DP)膜の透過(3): シス‐シソイダルポリフェニルアセチレンの高選択光環化芳香族化分解生成物よりの2D構造化合物を含むポリマー膜の酸素選択透過性

    武尾駿, 園佳央理, 森谷まどか, 宮田真理, 寺口昌宏, 金子隆司, 青木 俊樹

    第65回高分子討論会  2016年9月14日 

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  • アキラル条件によるらせん選択重合のキラリティーの制御と機構

    尹官武, 寺口昌宏, 金子隆司, 青木俊樹

    第65回高分子討論会  2016年9月14日 

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  • 3,5-ビス(ビスロキシメチル)フェニル基を末端に有するビスフェノキシル置換ポリ(アントリレンエチニレン)モデル化合物による超分子組織体形成と磁気的性質

    荒木陽介, 佐藤駿広, 寺口昌宏, 金子隆司, 青木俊樹

    第65回高分子学会年次大会  2016年5月27日 

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  • シスシソイダルラセミらせんポリフェニルアセチレンの円偏光を用いた高選択光環化芳香族化分解(SCAT):らせん巻き方向選択的SCATの選択性と反応速度の向上

    宮田真理, 寺口昌宏, 金子隆司, 青木俊樹

    第65回高分子学会年次大会  2016年5月26日 

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  • 自立型2Dポリマー(2DP)膜の合成(11):水素結合可能な官能基をペンダントに持つシスーシソイダルポリフェニルアセチレン膜の合成と膜反応

    山下恭平, 森谷まどか, 寺口昌宏, 金子隆司, 青木俊樹

    第65回高分子学会年次大会  2016年5月26日 

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  • 自立型2Dポリマー(2DP)膜の合成(9):種々の重合官能基をペンダントに持つシスーシソイダルポリフェニルアセチレンの合成と膜反応

    勝然勇也, 武尾駿, 寺口昌宏, 金子隆司, 青木俊樹

    第65回高分子学会年次大会  2016年5月25日 

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  • 自立型2Dポリマー(2DP)膜の合成(12):1~3官能性芳香族モノマーの共重縮合による可溶性全共役含環二次元ポリマー(2DP)の合成

    計良祐紀, 宮沢菜美, 寺口昌宏, 金子隆司, 青木俊樹

    第65回高分子学会年次大会  2016年5月25日 

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  • 自立型2Dポリマー(2DP)膜の合成(10):ビニル基をペンダントに持つシスーシソイダルポリフェニルアセチレンの2DADMET重縮合体膜の高選択光環化芳香族化分解による2D剥離とシロキサングラフト化による可溶化

    佐藤栞, 園佳央理, 寺口昌宏, 金子隆司, 青木俊樹

    第65回高分子学会年次大会  2016年5月25日 

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  • 共役平面主鎖をお有するポリフェニルアセチレン誘導体膜からの可溶性四重鎖および七重鎖グラフェンナノリボンの合成と気体透過性

    深井拓也, 寺口昌宏, 金子隆司, 青木俊樹

    日本膜学会第38年会  2016年5月10日 

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  • 新規な可溶性イミドブリッジ型ラダーポリシロキサン膜の高酸素選択透過性

    徐双平, 大高絵里, 寺口昌宏, 金子隆司, 青木俊樹

    日本膜学会第38年会  2016年5月10日 

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  • 多孔性2DPのグラフト化による可溶化と酸素選択透過膜への利用

    計良祐紀, 寺口昌宏, 金子隆司, 青木俊樹

    膜シンポジウム2015  2015年11月25日 

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  • ホルミル基を有するポリ(1,3-フェニレンエチニレン)の合成と動的共有結合性分子内架橋によるらせん構造の固定化

    若田部悟史、寺口昌宏、青木俊樹、金子隆司

    第64回高分子学会北陸支部研究発表会  2015年11月15日 

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  • ヒドロキシメチル基を有するポリ(1,3-フェニレンエチニレン)のらせん形成能と分子内架橋により固定化されたらせん構造の構築

    吉澤一平, 寺口昌宏, 青木俊樹, 金子隆司

    第64回高分子学会北陸支部研究発表会  2015年11月15日 

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  • 側鎖にガルビノキシルを有するヨウ素ドープしたポリ(アントリレンエチニレン)の磁気的性質

    寺島佑亮, 西村一輝, 寺口昌宏, 青木俊樹, 金子隆司

    第64回高分子学会北陸支部研究発表会  2015年11月14日 

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  • Application of Highly Selective Photocyclicaromatization for Membrane Materials 招待 国際会議

    Toshiki Aoki, Takashi Kaneko, Masahiro Teraguchi

    APME2015  2015年10月18日 

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    記述言語:英語   会議種別:口頭発表(一般)  

    開催地:Pacifico Yokohama in Yokohama, Japan,  

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  • Development of Helix-Sense-Selective Polymerization of phenylacetylens and Application of the Obtained Cis-cisoidal Polymers 招待 国際会議

    Toshiki Aoki, Masahiro Teraguchi, Takashi Kaneko

    International Congress on Science & Nature(ISNaC) 2015  2015年9月21日 

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    記述言語:英語   会議種別:口頭発表(一般)  

    開催地:Kuala Lumpur, Malaysia,  

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  • シスシソイダルらせんポリ置換アセチレンの高選択光環化芳香族化分解による超分子ポリマー膜の合成と選択透過性

    王建軍, 大高絵里, 宮田真理, 寺口昌宏, 金子隆司, 青木俊樹

    第64回高分子討論会  2015年9月17日 

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  • ラセミらせんポリ置換フェニルアセチレンの円偏光を用いる高選択光環化芳香族化分解(SCAT)によるキラルポリマー膜の合成

    宮田真理, 寺口昌宏, 金子隆司, 青木俊樹

    第64回高分子討論会  2015年9月17日 

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  • 自立型2Dポリマー(2DP)膜の合成(7)~シス-シソイダルポリフェニルアセチレンのペンダント末端官能基の高分子間重縮合体膜の合成と高選択光環化芳香族化分解(SCAT)およびグラフト化による可溶化~

    山下恭平, 森谷まどか, 勝然勇也, 宮田真理, 寺口昌宏, 金子隆司, 青木俊樹

    第64回高分子討論会  2015年9月15日 

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  • 気体透過膜素材としてのラダーシロキサン含有ポリマーの合成

    徐双平, 寺口昌宏, 金子隆司, 青木俊樹

    第64回高分子討論会  2015年9月15日 

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  • Synthesis of Supramolecular Polymer Membranes by Highly Selective Photocyclic Aromataization of Cis-Cisoidal Helical Poly(Substituted Acetylene) and Their Permselectivities 招待 国際会議

    Toshiki Aoki

    2015 International Symposium on Polymer Materials  2015年7月8日 

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    記述言語:英語   会議種別:口頭発表(一般)  

    開催地:Harbin, China,  

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  • 円偏光を用いた高選択光環化芳香族化分解(SCAT)によるラセミらせんポリ置換フェニルアセチレンの速度論的光学分割

    宮田真理, 寺口昌宏, 金子隆司, 青木俊樹

    第64回高分子学会年次大会  2015年5月28日 

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  • 側鎖にフェニルニトロニルニトロキシド残基とニトロニルニトロキシド残基を有するポリ(1,3-フェニレンエチニレン)型キラルポリラジカルの合成とらせん折り畳み形成

    老田一生, 寺口昌宏, 青木俊樹, 金子隆司

    第64回高分子学会年次大会  2015年5月28日 

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  • ワンポット同時重合法によるポリ(ハイパーブランチアセチレン型マクロモノマー)の合成と構造制御および気体分離性能

    王建軍, 寺口昌宏, 金子隆司, 青木俊樹

    第64回高分子学会年次大会  2015年5月28日 

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  • シス-トランソイダル型ポリフェニルアセチレン誘導体膜の脱水素環化反応によるグラフェンナノリボンの合成

    深井拓也, 齋藤龍輔, 寺口昌宏, 金子隆司, 青木俊樹

    第64回高分子学会年次大会  2015年5月27日 

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  • 2Dポリマー膜の透過(2):膜表面での2D表面修飾剤の官能基のin situ 反応による酸素透過性の改良

    瓜田裕之, 王建軍, 武尾駿, 寺口昌宏, 金子隆司, 青木俊樹

    第64回高分子学会年次大会  2015年5月27日 

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  • 二官能性および三官能性の芳香族モノマーの重縮合で得た2D 成分含有多分岐ポリマー膜の酸素選択透過性

    高田恭佑、計良祐紀、寺口昌宏、金子隆司、青木俊樹

    第37回日本膜学会年会  2015年5月14日 

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  • 主鎖のみに不斉を有する置換ポリジフェニルアセチレンおよびイオン液体含有アセチレンポリマーの合成と光学異性体選択透過

    伊藤達也、金子隆司、青木俊樹、寺口昌宏

    第37回日本膜学会年会  2015年5月14日 

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  • 折り畳まれたポリ(アントリレンエチニレン)のダイマーモデルの合成と性質

    須賀史哉、寺口昌宏、青木俊樹、金子隆司

    日本化学会第95回春季年会  2015年3月27日 

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  • 2,6位にフェノール残基を有するポリ(9,10-アントリレンエチニレン)の合成とそのポリラジカルの磁気的性質

    岡田果純、寺口昌宏、青木俊樹、金子隆司

    日本化学会第95回春季年会  2015年3月27日 

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  • 2種の重合官能基を持つモノマーの二段階重合により得られたマルチストランドコポリマー膜の酸素選択透過性

    松井香奈、寺口昌宏、金子隆司、青木俊樹

    膜シンポジウム2014  2014年11月26日 

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  • 円偏光を用いた高選択光環化芳香族化分解(SCAT)によるラセミシス-シソイダルポリフェニルアセチレンのらせん巻き方向選択的分解

    宮田真理, 寺口昌宏, 金子隆司, 青木俊樹

    第63回高分子討論会  2014年9月25日 

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  • 自立型2Dポリマー(2DP)膜の合成(2)~シス-シソイダルポリフェニルアセチレンのカラムナー間2DADMET重合体膜の高選択光環化芳 香族化分解(SCAT)による2D剥離~

    佐藤栞、勝然勇也、山下恭平、宮田真理、寺口昌宏、金子隆司、青木俊樹

    第63回高分子討論会  2014年9月25日 

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  • らせん選択重合(HSSP)で得られた堅い平面板状イミノ置換基を有する片巻きらせんポリフェニルアセチレンの定量的高分子膜反応(RIM)

    宮田真理, 寺口昌宏, 金子隆司, 青木俊樹

    第63回高分子討論会  2014年9月24日 

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  • ドナー・アクセプター構造を末端に有するビスフェノキシル置換ポリ(アントリレンエチニレン)モデル化合物による超分子組織体形成と磁気的性質

    荒木陽介、寺口昌宏、青木俊樹、金子隆司

    第63回高分子討論会  2014年9月24日 

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  • Synthesis and Pemeation of 2D Polymers and Related Polymers 招待 国際会議

    Toshiki Aoki

    2014 International Symposium on Polymer Materials  2014年7月4日 

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    記述言語:英語   会議種別:口頭発表(一般)  

    開催地:Harrbin and Qiqihar, China,  

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  • Synthesis of Two-dimentional Polymers and Related Polymers for Gas Permselective Membranes 国際会議

    Toshiki Aoki

    2014 International Symposium on Polymer Materials  2014年7月2日 

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    記述言語:英語   会議種別:口頭発表(一般)  

    開催地:Harrbin and Qiqihar, China  

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  • 自立型2Dポリマー膜の合成~シス-シソイダルポリフェニルアセチレンのカラムナー間2D重縮合体膜の高選択光環化芳香族化分解による2D剥離~

    宮田真理、勝然勇也、山下恭平、寺口昌宏、金子隆司、青木俊樹

    第63回高分子学会年次大会  2014年5月30日 

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  • 置換アセチレンのらせん選択重合のキラリティーを用いない制御

    田口紗和、張耿、寺口昌宏、金子隆司、青木俊樹

    第63回高分子学会年次大会  2014年5月29日 

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  • 4位にフェニルガルビノキシル残基を有するポリ[3,5-ビス(ヒドロキシメチル)フェニルアセチレン]の光学活性らせん構造の構築と磁気的性質

    村山善則、時志春、寺口昌宏、青木俊樹、金子隆司

    第63回高分子学会年次大会  2014年5月28日 

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  • 側鎖にガルビノキシルとアントラセン誘導体を有するポリ(1,3-フェニレンエチニレン)らせんフォルダマーの合成と磁気特性

    西川綾、寺口昌宏、青木俊樹、金子隆司

    第63回高分子学会年次大会  2014年5月28日 

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  • グラフェンナノリボン化ポリ(p-トリメチルシリルフェニルアセチレン) 膜の合成と気体透過性

    齋藤龍輔、寺口昌宏、金子隆司、青木俊樹

    第36回日本膜学会年会  2014年5月12日 

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  • 高選択光環化芳香族化分解を用いた超分子ポリマー膜含有ポリマー膜の調製と透過性

    保坂由香里、王建軍、彭継軍、寺口昌宏、金子隆司、青木俊樹

    第36回日本膜学会年会  2014年5月12日 

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  • ビフェニル基を有する3,5-ビス(ヒドロキシメチル)フェニルアセチレンのらせん選択重合とそのポリマーの蛍光特性

    金子隆司、時志春、村山善則、寺口昌宏、青木俊樹

    第62回高分子討論会  2013年9月13日 

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  • シス-トランソイダル型ポリフェニルアセチレン誘導体膜の酸化反応によるグラフェンナノリボンの合成

    齋藤龍輔, 寺口昌宏, 金子隆司, 青木俊樹

    第62回高分子討論会  2013年9月13日 

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  • 1つまたは2つのアルキルイミダゾリウムイオン液体構造を側鎖に持つポリフェニルアセチレンの合成と二酸化炭素選択透過性

    寺口昌宏, 金子隆司, 青木俊樹

    第62回高分子討論会  2013年9月12日 

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  • フェニルアセチレンのらせん選択重合体膜の高選択光環化芳香族化分解反応による超分子ポリマー自立膜の合成

    宮田真理, 寺口昌宏, 金子隆司, 青木俊樹

    第62回高分子討論会  2013年9月12日 

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  • 低分子量体を用いた超高分子量シス-シソイダルポリフェニルアセチレン片巻きらせん選択重合体の分子構造の解明

    筒場豊和、寺口昌宏、金子隆司、青木俊樹

    第62回高分子討論会  2013年9月12日 

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  • らせんから2Dへ:らせん高分子膜の高選択的高分子反応

    青木俊樹

    第62回高分子討論会  2013年9月11日 

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  • らせん選択重合により得られたシス-シソイダルポリフェニルアセチレンを鋳型としたADMET後重合によるマルチストランドポリマーの合成

    松井香奈, 棚木宏幸, 寺口昌宏, 金子隆司, 青木俊樹

    第62回高分子討論会  2013年9月11日 

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  • 円偏光によるポリ[4-ドデシルオキシ-3,5-ビス(ヒドロキシメチル)フェニルアセチレン]のらせん巻き方向選択的光分解(SCAT)反応

    遠藤大慶、寺口昌宏、金子隆司、青木俊樹

    第62回高分子学会年次大会  2013年5月31日 

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  • かさ高い置換基を持つアキラルな置換アセチレンのリビング的らせん選択重合

    中尾和樹, 寺口昌宏, 金子隆司, 青木俊樹

    第62回高分子学会年次大会  2013年5月31日 

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  • 2つのフェノール残基を有する2-エチニル-2'-ヨードスチルベンの重合とそのらせんフォルダマー形成能

    富樫勇太、寺口昌宏、青木俊樹、金子隆司

    第62回高分子学会年次大会  2013年5月30日 

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  • ポルフィリンまたは亜鉛ポルフィリン部位と2つの水酸基を有するフェニルアセチレンのらせん選択重合

    西村卓浩、寺口昌広、名畑信之、金子隆司、青木俊樹

    第62回高分子学会年次大会  2013年5月29日 

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  • U字構造を含む水素結合ユニットを用いた芳香族超分子組織体の会合体形成挙動

    佐藤辰博、寺口昌弘、青木俊樹、金子隆司

    第62回高分子学会年次大会  2013年5月29日 

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  • ビニル基をペンダントに持つらせん選択重合体を鋳型としたリボン、カラム、あるいはシート状特殊構造高分子の合成

    棚木宏幸, 松井香奈, 寺口昌宏, 金子隆司, 青木俊樹

    第62回高分子学会年次大会  2013年5月29日 

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  • Facile Synthesis of Amphiphilic 1,3,5ミTrisubstituted Benzene Derivatives Having Six Hydroxyl Groups and Three Hydrophilic Groups as Novel 2D Surface Modifiers for Efficient Improvement of Oxygen Permselectivity of Polymer Membranes

    藏雨、王建軍、寺口昌宏、金子隆司、青木俊樹

    第35回日本膜学会年会  2013年5月20日 

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  • New approach to asymmetric polymerizations of substituted phenylacetylenes to yield static one-handed helical polymers

    Yu Zang, Masahiro Teraguchi, Takashi Kaneko, Toshiki Aoki

    日本化学会第93回春季年会  2013年3月24日 

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  • Synthesis of Poly(Hyperbranched Acetylene-type Macromonomer)s with Different Spacers by Simultaneous Polymerization of Two Different Modes and Oxygen Permselectivity of the Resulting Polymer Membranes

    Jun Li, Jianjun Wang, Masahiro Teraguchi, Takashi Kaneko, Toshiki Aoki

    膜シンポジウム2012  2012年11月6日 

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  • Improvement of Oxygen Permselectivity of Membranes by Surface Modification with Amphiphilic Cyclic Trimers(両親媒性環化三量体を用いた表面修飾による酸素選択透過性の改良)

    Yu Zang, Jianjun Wang, Jun L, Masahiro Teraguchi, Takashi Kaneko, Toshiki Aoki

    膜シンポジウム2012  2012年11月6日 

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  • ガルビノキシルおよびフェノキシル誘導体を有するシークエンス制御されたポリ(1,3-フェニレンエチニレン)のらせん形成およびそれらポリラジカルの磁気的性質

    金子隆司、岩村恭平、寺口昌宏、青木俊樹

    第61回高分子討論会  2012年9月21日 

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  • シス-シソイダルポリフェニルアセチレンを鋳型としたマルチストランドポリマーの合成

    棚木宏幸、寺口昌宏、金子隆司、青木俊樹

    第61回高分子討論会  2012年9月21日 

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  • Optimization of the polymerization conditions of pseudo helix-sense-selective polymerization and helix-sense-selective polymerization for achiral substituted phenylacetylenes

    藏雨、寺口昌宏、金子隆司、青木俊樹

    第61回高分子討論会  2012年9月20日 

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  • 膜状態での高分子反応によるパーフルオロアルキル化ポリ(ジフェニルアセチレン)膜の合成と酸素選択透過性

    寺口昌宏、佐藤敬、金子隆司、青木俊樹

    第61回高分子討論会  2012年9月20日 

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  • 異種様式同時重合法によるポリ(ハイパーブランチアセチレン型マクロモノマー)の合成と構造制御および気体分離膜としての性能

    李軍、王建軍、寺口昌宏、金子隆司、青木俊樹

    第61回高分子討論会  2012年9月20日 

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  • 架橋シス-シソイダルポリフェニルアセチレン膜の高選択的環化芳香族化分解反応による2Dポリマー膜合成

    宮田真理、棚木 宏幸、寺口昌宏、金子隆司、青木俊樹

    第61回高分子討論会  2012年9月19日 

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  • Helix-sense-selective polymerization of achiral phenylacetylenes having two bulky imino substituents

    藏雨、寺口昌宏、金子隆司、青木俊樹

    第61回高分子討論会  2012年9月19日 

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  • Pseudo helix-sense-selective polymerization of achiral substituted acetylenes - A new concept and its realization -

    藏雨、劉立佳、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    第61回高分子学会年次大会  2012年5月31日 

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  • ビニル基を有するポリフェニルアセチレンの後重合によるヘテロラダーポリマーの合成とキャラクタリゼーション

    棚木宏幸、垣花百合子、劉立佳、寺口昌宏、金子隆司、青木俊樹

    第61回高分子学会年次大会  2012年5月30日 

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  • 円偏光によるらせんポリ置換アセチレン膜のらせん巻き方向選択的光分解反応

    遠藤大慶、寺口昌宏、安部佑之介、垣花百合子、劉立佳、金子隆司、青木俊樹

    第61回高分子学会年次大会  2012年5月30日 

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  • 置換アセチレンのらせん選択重合(HSSP)の種々の特異な挙動と機構-アキラル制御HSSP、絶対HSSP、自己HSSP、不斉増幅HSSPと機構解明

    菊地一智、田口紗和、和須津郁弥、大石智之、劉立佳、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    第61回高分子学会年次大会  2012年5月29日 

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  • 超分子前駆体よりの可溶性ポリシルセスキオキサンのラダー構造の完全性と気体選択透過性との関係

    加藤史也、垣花百合子、金子匠、劉立佳、寺口昌宏、金子隆司、青木俊樹

    第61回高分子学会年次大会  2012年5月29日 

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  • Highly selective cycloaromatization of cross-linked helical polyphenylacetylenes for preparation of novel 2D polymer membranes

    劉立佳、宮田真理、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    第61回高分子学会年次大会  2012年5月29日 

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  • シス-シソイダル片巻きポリ置換フェニルアセチレン膜の光高選択トポケミカル環化芳香族化分解反応の機構

    安部佑之介、和須津郁弥、垣花百合子、劉立佳、寺口昌宏、金子隆司、青木俊樹

    第61回高分子学会年次大会  2012年5月29日 

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  • 水酸基を2つ有する置換アセチレンのらせん選択重合および生成シス-シソイダルポリマーの選択的環化芳香族分解の分子設計を用いた反応機構の提案

    和須津郁弥、安部佑之介、菊地一智、藏雨、劉立佳、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    第61回高分子学会年次大会  2012年5月29日 

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  • フェノキシラジカルを有するポリ(1,2-フェニレンエチニレン-1,2-フェニレンビニレン)のらせんフォルダマー形成における溶媒効果

    富樫勇太、劉立佳、垣花百合子、寺口昌宏、青木俊樹、金子隆司

    第61回高分子学会年次大会  2012年5月29日 

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  • 二つの-SiH基を持つフェニルアセチレンの合成、重合と気体分子選択透過性

    李軍、王建軍、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    第34回日本膜学会年会  2012年5月8日 

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  • 超分子前駆体よりのラダー構造を含む可溶性ポリシルセスキオキサン含有膜の気体透過性

    垣花百合子, 加藤史也, 金子匠, 劉立佳, 大石智之, 寺口昌宏, 金子隆司, 青木俊樹

    第34回日本膜学会年会  2012年5月8日 

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  • 二酸化炭素分離膜素材としてのイミダゾリウム塩構造を側鎖に2つ有するポリアセチレンの合成と生成ポリマーの性質

    小林右弥、劉立佳、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    第34回日本膜学会年会  2012年5月8日 

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  • U字型構造で結合したフェノキシ置換ポリ(9,10-アントリレンエチニレン)誘導体のダイマーモデルの合成とその電子状態

    塚本圭太、劉立佳、垣花百合子、寺口昌宏、青木俊樹、金子隆司

    日本化学会第92回春季年会  2012年3月26日 

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  • フェニルアセチレンのらせん選択重合と生成ポリマーの選択的環化分解の機構

    和須津郁弥、棚木宏幸、安部佑之介、劉立佳、藏雨、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    日本化学会第92回春季年会  2012年3月25日 

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  • 側鎖にニトロ基とニトロニルニトロキシド残基を有するポリ(1,3-フェニレンエチニレン)型キラルポリラジカルのらせんフォルダマー形成と磁気的性質

    廣野一也、大石智之、垣花百合子、劉立佳、寺口昌宏、青木俊樹、金子隆司

    第60回高分子学会北陸支部研究発表会  2011年11月20日 

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  • Gas Permeselectivity Through the Membranes of Substituted Phenylacetylene Polymers Having Two Hydroxyl Groups

    Yu Zang, Lijia Liu, Yuriko Kakihana, Masahiro Teraguchi, Takashi Kaneko, Toshiki Aoki

    膜シンポジウム2011  2011年11月18日 

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  • Improvement of Gas Permselectivity of Membranes by Surface Modification by Using Cyclic Trimers of Phenylacetylene Having Hydrophobic or Hydrophilic Group

    劉立佳、王建軍、大石智之、垣花百合子、金子隆司、寺口昌宏、青木俊樹

    膜シンポジウム2011  2011年11月18日 

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  • ラダーポリシルセスキオキサン構造含有膜の気体透過性

    垣花百合子、加藤史也、金子匠、大石智之、劉立佳、寺口昌宏、金子隆司、青木俊樹

    膜シンポジウム2011  2011年11月18日 

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  • シス-シソイダル片巻きポリ置換フェニルアセチレン膜の光による高選択的トポケミカル環化芳香族化分解反応の制御-生成超分子膜の強度向上と光学活性化、反応機構の解明

    安部佑之介、大石智之、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    第60回高分子討論会  2011年9月30日 

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  • 1つまたは2つのイミダゾリウムイオン液体構造を側鎖に持つポリフェニルアセチレンの合成と二酸化炭素選択透過性

    小林右弥、大石智之、垣花百合子、劉立佳、寺口昌宏、金子隆司、青木俊樹

    第60回高分子討論会  2011年9月29日 

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  • 気体透過膜素材としてのラダー超分子を前駆体とした可溶性ラダーポリシルセスキオキサンの合成

    加藤史也、垣花百合子、大石智之、劉立佳、寺口昌宏、金子隆司、青木俊樹

    第60回高分子討論会  2011年9月29日 

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  • フェノール残基を置換したアントリレンエチニレンへテロダイマー型モノマーの合成と重合

    今野良平、金子隆司、大石智之、垣花百合子、劉立佳、寺口昌宏、青木俊樹

    第60回高分子討論会  2011年9月28日 

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  • 側鎖にガルビノキシルとフェノキシルを有するポリ(1,3-フェニレンエチニレン)型ポリラジカル:コンフォメーションと磁気的性質の関係

    岩村恭平、金子隆司、大石智之、垣花百合子、劉立佳、寺口昌宏、青木俊樹

    第60回高分子討論会  2011年9月28日 

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  • 異種様式同時重合法によるポリ(ハイパーブランチマクロモノマー)の合成と気体分子選択透過性

    李軍、王建軍、大石智之、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    第60回高分子討論会  2011年9月28日 

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  • 2つのビニル基を有するフェニルアセチレンのらせん選択重合(HSSP)体のADMET後重合による片巻きらせんヘテロラダーポリマーの合成とHSSP体主鎖の選択分解

    棚木宏幸、江良康貴、大石智之、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    第60回高分子討論会  2011年9月28日 

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  • Pseudo helix-sense-selective polymerization of substituted phenylacetylenes having two hydroxyl groups and a dynamic covalent bond of imino group

    藏雨、大石智之、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    第60回高分子討論会  2011年9月28日 

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  • 2つの水酸基を持つアキラルなフェニルアセチレンモノマーのキラル触媒系を用いたらせん選択重合の高度化

    菊地一智、大石智之、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    第60回高分子討論会  2011年9月28日 

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  • L-アミノ酸を配位子に有する構造明確な単離 Rh 錯体によるフェニルアセチレンのらせん選択重合の精密化

    大石智之、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    第60回高分子討論会  2011年9月28日 

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  • らせん選択重合によるポルフィリン部位を側鎖に持つ片巻きらせんポリフェニルアセチレンの合成

    名畑信之、大石智之、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    第60回高分子学会年次大会  2011年5月27日 

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  • イミンの動的共有結合を利用した置換フェニルアセチレンの偽らせん選択重合

    小野雅貴、中尾和樹、大石智之、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    第60回高分子学会年次大会  2011年5月27日 

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  • アミノ酸を配位子に有する構造明確な Rh 触媒を用いた置換アセチレンのらせん選択重合

    大石智之、菊地一智、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    第60回高分子学会年次大会  2011年5月27日 

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  • Polymerization of achiral phenylacetylenes having two hydroxyl groups with different lengths of the spacers

    藏雨、大石智之、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    第60回高分子学会年次大会  2011年5月27日 

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  • らせん選択重合に適する新規光学不活性フェニルアセチレンモノマーの合成と重合

    和須津郁弥、大石智之、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    第60回高分子学会年次大会  2011年5月27日 

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  • シス-シソイダルポリ置換フェニルアセチレン膜の高選択的環化芳香族化分解によるキラルな超分子自己支持膜の調製

    安部佑之介、遠藤大慶、大石智之、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    第60回高分子学会年次大会  2011年5月26日 

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  • 有機蒸気によるキラルなメンチル基を有するポリ(m-フェニレンエチニレン)のらせん構造の膜状態での刺激応答性

    井上真、大石智之、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    第60回高分子学会年次大会  2011年5月26日 

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  • 重合官能基を有するペンダントグループを持つ片巻きらせんポリフェニルアセチレンの分子内後重合による可溶なキラルヘテロラダーポリマーの合成

    江良康貴、棚木宏幸、大石智之、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    第60回高分子学会年次大会  2011年5月25日 

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  • ガルビノキシル残基を有するポリ(1,3-フェニレンエチニレン)の片 巻優 先らせんフォルダマー形成における置換基効果

    二宮浩彰、金子隆司、大石智之、垣花百合子、寺口昌宏、青木俊樹

    第60回高分子学会年次大会  2011年5月25日 

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  • アルキルイミダゾリウム塩構造を側鎖に持つポリフェニルアセチレンの合成と二酸化炭素選択透過性

    小林右弥、大石智之、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    第33回日本膜学会年会  2011年5月12日 

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  • Enhancement of Oxygen Permselectivity of Membranes by Surface Modification by Using Cyclic Trimers of Phenylacetylene Having an Oligosiloxane or Oligo(ethylene oxide) Group

    劉立佳、田桑謙、加藤史也、大石智之、垣花百合子、金子隆司、寺口昌宏、青木俊樹

    第33回日本膜学会年会  2011年5月12日 

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  • ラダーポリシルセスキオキサン構造を含むポリフェニルアセチレン誘導体膜

    垣花百合子、加藤史也、大石智之、寺口昌宏、金子隆司、青木俊樹

    第33回日本膜学会年会  2011年5月12日 

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  • フェノキシ置換ポリ(1,8-ナフチレンエチニレン-9,10-アントリレンエチニレン)およびそのダイマーモデルの合成

    塚本圭太, 大石智之, 垣花百合子, 寺口昌宏, 青木俊樹, 金子隆司

    日本化学会第91回春季年会  2011年3月26日 

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  • 側鎖にニトロ基とニトロニルニトロキシド残基を有するポリ(1,3-フェニレンエチニレン)型キラルポリラジカルの合成とらせんフォルダマー形成

    廣野一也、加藤清亮、大石智之、垣花百合子、寺口昌宏、青木俊樹、金子隆司

    日本化学会第91回春季年会  2011年3月26日 

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  • 側鎖にガルビノキシルとフェノキシルを有するポリ(1,3-フェニレンエチニレン)型ポリラジカルフォルダマーの合成とその磁気的性質

    岩村恭平、大石智之、垣花百合子、寺口昌宏、青木俊樹、金子隆司

    第59回高分子学会北陸支部研究発表会  2010年11月21日 

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  • 水素結合形成可能な官能基を有さない新規アセチレンモノマーを用いた触媒的らせん選択重合

    菊地一智、大石智之、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    第59回高分子学会北陸支部研究発表会  2010年11月20日 

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  • フェノール残基を導入した2,6-置換ポリ(9,10-アントリレンエチニレン)の合成とその電子状態

    今野良平、大石智之、垣花百合子、寺口昌宏、青木俊樹、金子隆司

    第59回高分子学会北陸支部研究発表会  2010年11月20日 

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  • 2 つのN-メチルアミド基とアルコキシ基を持つフェニルアセチレンのらせん選択重合

    加藤史也、大石智之、垣花百合子、寺口昌宏、金子隆司、青木俊樹

    第59回高分子学会北陸支部研究発表会  2010年11月20日 

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  • らせん選択重合体膜の高選択的環化芳香族化分解で得られたオリゴエチレンオキシ ド鎖を有する環化三量体の膜表面修飾能

    田桑 謙, 劉 立佳, 安部 佑之介, 大野 弘嗣, 大石 智之, 垣花 百合子, 寺口 昌宏, 金子 隆司, 青木 俊樹

    第59回高分子討論会  2010年9月15日 

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  • らせん選択重合体の側鎖の分子内重合による可溶なキラルヘテロラダー ポリマーの 合成と性質

    江良 康貴, 和須津 郁弥, 棚木 宏幸, 大石 智之, 垣花 百合子, 寺口 昌宏, 金子 隆司, 青木 俊樹

    第59回高分子討論会  2010年9月15日 

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  • シス-シソイダルポリ置換フェニルアセチレン膜の高選択的環化芳香族化分解による 超分子自己支持膜調製の最適化

    安部 佑之介, 田桑 謙, 劉 立佳, 蔵 雨, 遠藤 大慶, 大野 弘嗣, 大石 智之, 垣花 百合 子, 寺口 昌宏, 金子 隆司, 青木 俊樹

    第59回高分子討論会  2010年9月15日 

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  • ポリ(1,3-フェニレンエチニレン)誘導体自立膜の調製と選択透過性

    井上 真, 大石 智之, 垣花 百合子, 寺口 昌宏, 金子 隆司, 青木 俊樹

    第59回高分子討論会  2010年9月15日 

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  • 動的共有結合を利用した置換アセチレンの偽らせん選択重合の最適化

    小野 雅貴, 中尾 和樹, 大石 智之, 垣花 百合子, 寺口 昌宏, 金子 隆司, 青木 俊樹

    第59回高分子討論会  2010年9月15日 

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  • Application of reaction and product of selective cycloaromatization of chiral polymeric membranes prepared by helix-sense-selective polymerization of phenylacetylene having an oligosiloxanyl group

    Lijia Liu, Ken Taguwa, Yunosuke Abe, Yu Zang, Hiroshi Oono, Tomoyuki Ohishi, Yuriko Kakihana, Masahiro Teraguchi, Takashi Kaneko, Toshiki Aoki

    第59回高分子討論会  2010年9月15日 

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  • Characterization of chemical structures of one-handed helical graft copolymers from siloxane macromonomers by using highly selective aromatization reaction of the copolymers

    劉立佳、寺口昌宏、浪越 毅、エディ マルワンタ、金子隆司、青木俊樹

    第59回高分子学会年次大会  2010年5月27日 

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  • シスシソイダルポリ置換フェニルアセチレン膜の高選択的芳香環生成分解反応による自己支持性超分子膜の調製

    鬼山祥幸、安部佑之介、寺口昌宏、浪越 毅、エディ マルワンタ、金子隆司、青木俊樹

    第59回高分子学会年次大会  2010年5月26日 

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  • シスシソイダルポリ置換フェニルアセチレン膜の高選択的芳香環生成分解反応とその利用

    浪越 毅、鬼山祥幸、劉 立佳、安部佑之介、江良康貴、田桑謙、名畑信之、エディ マルワンタ、寺口昌宏、金子隆司、青木俊樹

    第59回高分子学会年次大会  2010年5月26日 

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  • 膜状態における脱キラル置換基反応によるTEMPO含有片巻きらせんポリフェニルアセチレン膜の合成と利用

    谷本紗代、安部佑之介、浪越 毅、エディ マルワンタ、寺口昌宏、金子隆司、青木俊樹

    第59回高分子学会年次大会  2010年5月26日 

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  • 4位にフェニル基を有する3,5-ビス(ヒドロキシメチル)フェニルアセチレンのらせん選択重合と光学不活性な重合体からの片巻優先らせん誘起

    大澤愛実、浪越 毅、エディ マルワンタ、寺口昌宏、青木俊樹、金子隆司

    第59回高分子学会年次大会  2010年5月26日 

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  • かさ高いイミノ置換基を持つフェニルアセチレンのらせん選択重合のリビング化とブロックコポリマーの合成

    四柳宏基、寺口昌宏、浪越 毅、エディ マルワンタ、金子隆司、青木俊樹

    第59回高分子学会年次大会  2010年5月26日 

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  • ヘキサフェニルベンゼン部位と2つの水酸基を有するフェニルアセチレンのらせん選択重合

    名畑信之、寺口昌宏、浪越 毅、エディ マルワンタ、金子隆司、青木俊樹

    第59回高分子学会年次大会  2010年5月26日 

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  • イミンの動的共有結合を利用したフェニルアセチレンの偽らせん選択重合

    小野雅貴、浪越 毅、エディ マルワンタ、寺口昌宏、金子隆司、青木俊樹

    第59回高分子学会年次大会  2010年5月26日 

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  • フェニルアセチレン型マクロモノマーの共重合またはクリック反応によるキラルなオリゴフェニレンエチニレン鎖を枝に持つポリアセチレングラフトコポリマーの合成

    三井知明、井上真、寺口昌宏、浪越 毅、エディ マルワンタ、金子隆司、青木俊樹

    第59回高分子学会年次大会  2010年5月26日 

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  • 片巻きらせんヘテロラダーコポリ(一置換アセチレン/二置換アセチレン)の合成

    江良康貴、寺口昌宏、浪越 毅、エディ マルワンタ、金子隆司、青木俊樹

    第59回高分子学会年次大会  2010年5月26日 

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  • 種々の触媒を用いたL-アミノエーテル残基と二つの水酸基を持つフェニルアセチレンの不斉重合の三つの機構と得られたポリマーの利用

    賈宏葛、寺口昌宏、浪越 毅、エディ マルワンタ、金子隆司、青木俊樹

    第59回高分子学会年次大会  2010年5月26日 

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  • キラルなメンチル基を有するポリ(フェニレンエチニレン)膜の合成と脱置換反応および光学異性体選択透過性

    井上真、寺口昌宏、浪越 毅、エディ マルワンタ、金子隆司、青木俊樹

    第32回日本膜学会年会  2010年5月13日 

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  • 膜反応によるパーフルオロアルキル化ポリ(ジフェニルアセチレン)膜の合成と酸素選択透過特性

    吉田直樹、佐藤敬、寺口昌宏、金子隆司、青木俊樹

    日本化学会第90回春季年会  2010年3月26日 

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  • 片巻きらせんポリマーを共触媒に用いたらせん選択重合

    小野雅貴、寺口昌宏、エディ マルワンタ、浪越毅、金子隆司、青木俊樹

    日本化学会第90回春季年会  2010年3月26日 

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  • らせん選択重合で得られた分子内水素結合で保持された片巻きらせん構造の分子内共有結合による固定

    江良康貴、寺口昌宏、浪越毅、エディ マルワンタ、金子隆司、青木俊樹

    第58回高分子討論会  2009年9月18日 

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  • Synthesis and properties of one-handed helical polyphenylacetylenes having oligosiloxanyl groups of different lengths prepared by helix-sense-selective polymerization

    劉立佳、蔵雨、寺口昌宏、浪越 毅、エディ マルワンタ、金子隆司、青木俊樹

    第58回高分子討論会  2009年9月18日 

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  • ポリフェニルアセチレン膜の高選択的芳香環生成反応による超分子自己支持膜の調製(2)-反応条件の選択性への効果

    鬼山祥幸、寺口昌宏、浪越毅、エディ マルワンタ、金子隆司、青木俊樹

    第58回高分子討論会  2009年9月18日 

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  • ポリフェニルアセチレン膜の高選択的芳香環生成反応による超分子自己支持膜の調製(1)-ポリマーの一次および高次構造の選択性への効果

    浪越毅、鬼山祥幸、劉立佳、安部佑之助、江良康貴、田桑 謙、名畑信之、松本和樹、エディ マルワンタ、寺口昌宏、金子隆司、青木俊樹

    第58回高分子討論会  2009年9月18日 

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  • 鎖長の異なるオリゴエチレンオキシド鎖と2つの水酸基を有するフェニルアセチレンのらせん選択重合-オリゴエチレンオキシド鎖の効果

    田桑謙、寺口昌宏、浪越毅、エディ マルワンタ、金子隆司、青木俊樹

    第58回高分子討論会  2009年9月18日 

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  • 側鎖にニトロニルニトロキシドを有するポリ(1,3-フェニレンエチニレン)型キラルポリラジカルのらせんフォルダマー構造制御と磁気的性質

    加藤清亮、浪越毅、エディ マルワンタ、寺口昌宏、青木俊樹、金子隆司

    第58回高分子討論会  2009年9月18日 

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  • キラル置換基を有するポリ(フェニレンエチニレン)膜の高分子膜反応および光学異性体選択透過性

    井上真 、寺口昌宏、浪越毅、エディ マルワンタ、金子隆司、青木俊樹

    第58回高分子討論会  2009年9月17日 

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  • 主鎖のみに不斉構造を持つキラルポリマーを不斉源とするフェニルアセチレンのらせん選択重合

    松本和樹、小野雅貴、寺口昌宏、浪越毅、エディ マルワンタ、金子隆司、青木俊樹

    第58回高分子討論会  2009年9月17日 

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  • N-アルキルアミド基を持つフェニルアセチレンのらせん選択重合とN-アルキルアミド基の片巻きらせん構造への効果

    名畑信之、寺口昌宏、浪越毅、エディ マルワンタ、金子隆司、青木俊樹

    第58回高分子討論会  2009年9月17日 

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  • オリゴ(9,10-アントリレンエチニレン)構造を介したフェノキシラジカル類の磁気的相互作用

    高村政克、浪越毅、エディ マルワンタ、寺口昌宏、青木俊樹、金子隆司

    第58回高分子討論会  2009年9月17日 

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  • 主鎖の片巻きらせんコンホメーションのみに起因した可溶性キラルポリマーの効率的合成(2)-長いスペーサーを有するモノマーの不斉誘起重合と高分子膜反応を経る方法

    安部佑之介, 賈宏葛, 寺口昌宏, 浪越毅, エディ マルワンタ, 金子隆司, 青木俊樹

    第58回高分子討論会  2009年9月16日 

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  • 主鎖の片巻きらせんコンホメーションのみに起因した可溶性キラルポリマーの効率的合成法(1)-長いアルキル基を有するコモノマーとの不斉誘起共重合と高分子膜反応を経る方法

    安部佑之介、賈宏葛、寺口昌宏、浪越毅、エディ マルワンタ、金子隆司、青木俊樹

    第58回高分子討論会  2009年9月16日 

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  • 種々のアミノエーテル残基と二つの水酸基を持つフェニルアセチレンモノマーのらせん選択重合と不斉誘起重合

    賈宏葛、寺口昌宏、浪越毅、エディ マルワンタ、金子隆司、青木俊樹

    第58回高分子討論会  2009年9月16日 

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  • アルキルイミダゾリウムイオン液体構造を持つポリフェニルアセチレンの合成と性質

    エディ マルワンタ、浪越毅、寺口昌宏、金子隆司、青木俊樹

    第58回高分子討論会  2009年9月16日 

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  • かさ高いイミノ置換基を持つフェニルアセチレンのらせん選択重合のリビング性を利用した末端変換

    四柳宏基、浪越毅、寺口昌宏、エディ マルワンタ、金子隆司、青木俊樹

    第58回高分子討論会  2009年9月16日 

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  • クリック反応およびマクロモノマー法によるオリゴフェニレンエチニレン鎖を枝に持つ片巻きらせんポリフェニルアセチレングラフトコポリマーの合成

    三井知明、寺口昌宏、浪越毅、エディ マルワンタ、金子隆司、青木俊樹

    第58回高分子討論会  2009年9月16日 

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  • 2位にヒドロキシエトキシ基、5位にガルビノキシル残基を有するポリ(1,3-フェニレンエチニレン)の合成とらせんフォルダマー形成能

    二宮浩彰、浪越毅、エディ マルワンタ、寺口昌宏、青木俊樹、金子隆司

    第58回高分子学会北陸支部研究発表講演会  2009年8月27日 

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  • ジメチルシリル基含有フェニルアセチレンの合成、(共)重合と生成高分子の気体透過性

    李軍、寺口昌宏、浪越毅、エディ マルワンタ、金子隆司、青木俊樹

    第58回高分子学会北陸支部研究発表講演会  2009年8月27日 

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  • 4位にフェニル基を有する3,5-ビス(ヒドロキシメチル)フェニルアセチレンのらせん選択重合

    大澤愛実、浪越毅、エディ マルワンタ、寺口昌宏、青木俊樹、金子隆司

    第58回高分子学会北陸支部研究発表講演会  2009年8月27日 

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  • アントラセンの2,7位にフェノール残基を有する光学活性なポリ(ビナフチル-6,6'-ジイルエチニレン-9,10-アントリレンエチニレン)の合成

    土田昌弘、浪越毅、エディ マルワンタ、寺口昌宏、青木俊樹、金子隆司

    第58回高分子学会北陸支部研究発表講演会  2009年8月27日 

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  • 二つの種々のイミノ基を持つフェニルアセチレンのらせん選択重合により得られた片巻きらせんポリマーをキラル共触媒に用いたフェニルアセチレンのらせん選択重合

    松本和樹、四柳宏基、浪越 毅、寺口昌宏、エディ マルワンタ、金子隆司、青木俊樹

    第58回高分子学会年次大会  2009年5月29日 

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  • 二つのかさ高いイミノ置換基を持つフェニルアセチレンのリビング的らせん選択重合

    四柳宏基、浪越 毅、寺口昌宏、エディ マルワンタ、金子隆司、青木俊樹

    第58回高分子学会年次大会  2009年5月28日 

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  • イオン液体構造を有する置換ポリアセチレンの合成と気体透過性

    エディ マルワンタ、浪越 毅、寺口昌宏、金子隆司、青木俊樹

    第58回高分子学会年次大会  2009年5月28日 

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  • Helix-sense-selective polymerization of phenylacetylenes having two hydroxy groups and an oligosiloxanyl group and properties of membranes from the resulting polymers

    劉立佳、寺口昌宏、浪越 毅、エディ マルワンタ、金子隆司、青木俊樹

    第58回高分子学会年次大会  2009年5月27日 

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  • らせん選択重合体膜の光照射高選択的芳香環生成反応による超分子自己支持膜の調整-(2)二つの水酸基と芳香族置換基を持つフェニルアセチレンをモノマーとして用いた場合

    鬼山祥幸、寺口昌宏、浪越 毅、エディ マルワンタ、金子隆司、青木俊樹

    第58回高分子学会年次大会  2009年5月27日 

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  • らせん選択重合体膜の光照射高選択的芳香環生成反応による超分子自己支持膜の調整-(1)二つの水酸基と脂肪族置換基を持つフェニルアセチレンをモノマーとして用いた場合

    浪越 毅、エディ マルワンタ、寺口昌宏、金子隆司、青木俊樹

    第58回高分子学会年次大会  2009年5月27日 

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  • ガルビノキシル置換オリゴ(9,10-アントリレンエチニレン)の合成及び電子構造と磁気的性質

    高村政克、浪越 毅、エディ マルワンタ、寺口昌宏、青木俊樹、金子隆司

    第58回高分子学会年次大会  2009年5月27日 

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  • クリック反応およびマクロモノマー法によるキラルなポリ(m-フェニレンエチニレン)グラフト鎖を有するポリフェニルアセチレンの合成

    三井知明、寺口昌宏、浪越 毅、エディ マルワンタ、金子隆司、青木俊樹

    第58回高分子学会年次大会  2009年5月27日 

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  • 膜中でのキラル-アキラルイオン交換反応による主鎖のみに不斉構造を持つキラルポリフェニルアセチレン膜の合成

    西本秀之、寺口昌宏、浪越 毅、エディ マルワンタ、金子隆司、青木俊樹

    第58回高分子学会年次大会  2009年5月27日 

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  • 膜中での脱キラル置換基反応によるTEMPO含有片巻きらせんポリフェニルアセチレン膜の合成

    谷本紗代、寺口昌宏、浪越 毅、エディ マルワンタ、金子隆司、青木俊樹

    第58回高分子学会年次大会  2009年5月27日 

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  • 膜中での脱キラル置換基反応による末端アセチレン部位を持つ片巻きらせんポリジフェニルアセチレン膜の合成

    吉田直樹、寺口昌宏、浪越 毅、エディ マルワンタ、金子隆司、青木俊樹

    第58回高分子学会年次大会  2009年5月27日 

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  • 二つの水酸基とL-メントール残基を持つフェニルアセチレンの不斉誘起重合で得られた片巻きらせんポリマーの高分子膜脱キラル置換基反応による主鎖のみに不斉構造を有するポリマーの合成

    安部佑之介, 賈 宏葛, 寺口昌宏, 浪越 毅, エディ マルワンタ, 金子隆司, 青木俊樹

    第58回高分子学会年次大会  2009年5月27日 

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  • 2つの水酸基と光応答性基を持つフェニルアセチレンのらせん選択重合と生成ポリマー膜の光応答性

    鈴木一平、寺口昌宏、浪越 毅、エディ マルワンタ、金子隆司、青木俊樹

    第58回高分子学会年次大会  2009年5月27日 

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  • アミノ基と共役系デンドリティック置換基を有するフェニルアセチレンポリマー膜の二酸化炭素選択透過性

    佐藤勇希、寺口昌宏、浪越 毅、エディ マルワンタ、金子隆司、青木俊樹

    第31回日本膜学会年会  2009年5月21日 

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  • イオン液体構造を有する置換ポリアセチレン膜の調製と気体透過性

    エディ マルワンタ, 浪越 毅, 寺口昌宏, 金子隆司, 青木俊樹

    第31回日本膜学会年会  2009年5月21日 

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  • 膜状態におけるクリック反応によるパーフルオロアルキル鎖含有ポリジフェニルアセチレン膜の合成と気体透過性

    木内基裕、佐藤敬、寺口昌宏、青木俊樹、金子隆司

    日本化学会第89回春季年会  2009年3月29日 

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  • 2,6-ビス(3-エチル-3-ペンチル)フェノキシル類似安定ラジカルの合成と電子状態

    斉藤俊博、浪越 毅、エディ マルワンタ、寺口昌宏、青木俊樹、金子隆司

    日本化学会第89回春季年会  2009年3月29日 

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  • 安定ラジカル部位を有するアントリレンエチニレンユニットと柔軟なオリゴメチレンユニットからなるモノマーの合成と重合

    落合健祐、浪越 毅、エディ マルワンタ、寺口昌宏、青木俊樹、金子隆司

    第57回高分子学会北陸支部研究発表講演会  2008年11月15日 

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  • 側鎖にニトロニルニトロキシドを有するポリ(1,3-フェニレンエチニレン)型キラルポリラジカルの合成とらせんフォルダマー構造制御

    加藤清亮、浪越 毅、エディ マルワンタ、寺口昌宏、青木俊樹、金子隆司

    第57回高分子学会北陸支部研究発表講演会  2008年11月15日 

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  • L-メントール残基と2 つの水酸基を有する片巻きらせんポリフェニルアセチレン膜の合成、反応と機能

    安部 佑之介、賈 宏葛、寺口 昌宏、浪越 毅、マルワンタ エディ、金子 隆司、青木 俊樹

    第57回高分子討論会  2008年9月26日 

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  • アキラル配位子を持つフェニルアセチレンのらせん選択重合と生成ポリマー膜を用いた不斉反応

    松本 和樹、四柳 宏基、浪越 毅、寺口 昌宏、マルワンタ エディ、金子 隆司、青木 俊樹

    第57回高分子討論会  2008年9月25日 

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    会議種別:口頭発表(一般)  

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  • ガルビノキシルを有するポリ(1,3-フェニレンエチニレン)の片巻優先らせんフォルダマー形成能及び磁気的性質

    阿部 寛正、浪越 毅、マルワンタ エディ、寺口 昌宏、青木 俊樹、金子 隆司

    第57回高分子討論会  2008年9月25日 

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  • TEMPO を有するポリ(フェニルアセチレン)の光学活性らせん形成能と磁気的性質

    川見 敦子、金子 隆司、浪越 毅、マルワンタ エディ、寺口 昌宏、青木 俊樹

    第57回高分子討論会  2008年9月25日 

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  • 種々のL-アミノアルコール残基と二つの水酸基を持つフェニルアセチレンモノマーのらせん選択重合と不斉誘起重合

    賈 宏葛、寺口 昌宏、浪越 毅、マルワンタ エデイ、金子 隆司、青木 俊樹

    第57回高分子討論会  2008年9月25日 

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  • 二酸化炭素分離膜用アミノ基含有ポリフェニルアセチレン型ポリデンドロンの合成

    佐藤 勇希、寺口 昌宏、浪越 毅、マルワンタ エディ、金子 隆司、青木 俊樹

    第57回高分子討論会  2008年9月24日 

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  • 二酸化炭素分離膜用のイオン液体構造を有する置換ポリアセチレンの合成

    マルワンタ エディ、浪越 毅、寺口 昌宏、金子 隆司、青木 俊樹

    第57回高分子討論会  2008年9月24日 

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    会議種別:口頭発表(一般)  

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  • ガルビノキシル残基を有するポリ{3,5-ビス(ヒドロキシメチル)-4-ベンジルオキシフェニルアセチレン}の光学活性らせん主鎖構造と磁気特性

    片桐 寛夫、浪越 毅、エディ マルワンタ、寺口 昌宏、青木 俊樹、金子 隆司

    第57回高分子討論会  2008年9月24日 

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    会議種別:口頭発表(一般)  

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  • 光応答性基を持つフェニルアセチレンのらせん選択重合と生成ポリマー膜の光応答性

    鈴木 一平、寺口 昌宏、浪越 毅、マルワンタ エディ、金子 隆司、青木俊樹

    第57回高分子討論会  2008年9月24日 

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  • 二つの水酸基と種々のアミノ酸残基を持つフェニルアセチレンの二つの様式での不斉重合-らせん選択重合と不斉誘起重合の両方に適するモノマー

    賈 宏葛、寺口昌宏、浪越 毅、エディ マルワンタ、金子隆司、青木俊樹

    第58回高分子学会年次大会  2008年5月28日 

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▶ 全件表示

産業財産権

  • 重合体及び重合体の製造方法

    青木俊樹, 寺口昌宏, 佐藤敬, 山本武継

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    出願番号:2010-050924  出願日:2010年3月8日

    公開番号:2010-235928  公開日:2010年10月21日

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  • 重合体、気体分離膜、及び重合体の製造方法

    青木俊樹, 寺口昌宏, 佐藤敬, 山本武継

     詳細を見る

    出願番号:2009-189201  出願日:2009年8月18日

    公開番号:2011-038051  公開日:2011年2月24日

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  • 重合体、ハロゲン基を有する重合体膜の製造方法

    青木俊樹, 寺口昌宏, 佐藤敬, 山本武継

     詳細を見る

    出願番号:2009-055646  出願日:2009年3月9日

    公開番号:2010-209187  公開日:2010年9月24日

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  • ポリフェニルアセチレン膜の芳香環形成による超分子自立膜の製造方法

    青木俊樹, 浪越毅, 波多野慎悟, エディマルワンタ, 寺口昌宏, 金子隆司, 鬼山祥幸

     詳細を見る

    出願番号:2009-038313  出願日:2009年2月20日

    公開番号:2010-189365  公開日:2010年9月2日

    特許番号/登録番号:第5120787  発行日:2012年11月2日

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  • 置換ポリアセチレン及びその製造方法、置換ポリアセチレン自立膜及びその製造方法、二酸化炭素分離膜、伸縮により可逆的に色変化を呈する膜

    青木俊樹, エディマルワンタ, 浪越毅, 寺口昌宏, 金子隆司

     詳細を見る

    出願番号:2009-007964  出願日:2009年1月16日

    公開番号:2010-163561  公開日:2010年7月29日

    特許番号/登録番号:第5131643  発行日:2012年11月16日

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  • 光学分割法

    青木俊樹, 波多野慎悟, 寺口昌宏, 金子隆司

     詳細を見る

    出願番号:2007-121411  出願日:2007年5月2日

    公開番号:2008-273898  公開日:2008年11月13日

    特許番号/登録番号:第4853834  発行日:2011年11月4日

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  • 光学分割能を有する非粒子状有機多孔質体及びその製造方法

    寺口昌宏, 金子隆司, 青木俊樹, 井上洋, 吉田晃子

     詳細を見る

    出願番号:2004-9426  出願日:2004年1月16日

    公開番号:2005-199203  公開日:2005年7月28日

    特許番号/登録番号:第4315337  発行日:2009年5月29日

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  • ガス透過性ポリイミド膜およびその製造方法

    上西理玄, 青木俊樹, 金子隆司, 清水岳人, 熊田真之, 寺口昌宏

     詳細を見る

    出願番号:2003-13529  出願日:2003年1月22日

    公開番号:2004-224889  公開日:2004年8月12日

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  • 光学活性βブロッカーの製造法

    及川栄蔵, 青木俊樹, 金子隆司

     詳細を見る

    出願番号:特願平8-29436  出願日:1996年2月16日

    公開番号:特開平9-227416  公開日:1997年9月2日

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  • 新規なグラフトコポリマー及びその製造方法

    及川栄蔵, 青木俊樹, 金子隆司

     詳細を見る

    出願番号:特願平7-334648  出願日:1995年12月22日

    公開番号:特開平9-176254  公開日:1997年7月8日

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  • 新規な光学活性フェニルアセチレンポリマー及びその製造方法、ダイセル化学工業

    及川栄蔵, 青木俊樹, 金子隆司

     詳細を見る

    出願番号:特願平7-310797  出願日:1995年11月29日

    公開番号:特開平9-151212  公開日:1997年6月10日

    特許番号/登録番号:第3715358  発行日:2005年9月2日

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  • 光学分割法

    及川栄蔵, 青木俊樹

     詳細を見る

    出願番号:特願平06-226268  出願日:1994年9月21日

    公開番号:特開平08-092133  公開日:1996年4月9日

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  • 眼用レンズ材料

    及川栄蔵, 青木俊樹, 小林広美

     詳細を見る

    出願番号:特願平06-040916  出願日:1994年3月11日

    公開番号:特開平07-248473  公開日:1995年9月26日

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  • 光学活性アセチレンポリマーおよびその膜、並びにそれを用いた光学分割法

    及川栄蔵, 青木俊樹, 篠原健一, 小海正之

     詳細を見る

    出願番号:特願平05-215606  出願日:1993年8月31日

    公開番号:特開平07-062030  公開日:1995年3月7日

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  • 眼用レンズ材料

    及川栄蔵, 青木俊樹, 中原広志

     詳細を見る

    出願番号:特願平04-330499  出願日:1992年12月10日

    公開番号:特開平06-175083  公開日:1994年6月24日

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  • 気体透過性重合体およびその製造方法

    及川栄蔵, 青木俊樹, 栗林鋭一

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    出願番号:特願平04-043542  出願日:1992年2月28日

    公開番号:特開平06-184237  公開日:1994年7月5日

    特許番号/登録番号:第3141958  発行日:2000年12月22日

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Works(作品等)

  • 光学分割膜の開発

    1995年
    -
    1997年

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  • Research on Optical Resolution Membranes

    1995年
    -
    1997年

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  • グラフトポリマーの開発

    1991年

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  • Synthesis and Appliation of Graft Polymers

    1991年

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  • Research on Materals for plastic lens

    1990年
    -
    1991年

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  • プラスチックレンズ材料の開発

    1990年
    -
    1991年

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受賞

  • Distinguished Award 2018 for Novel Materials and their Synthesis

    2018年10月   IUPAC & Organization Committee of IUPAC Novel Materials and their Synthesis  

    Aoki Toshiki

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    受賞区分:国際学会・会議・シンポジウム等の賞  受賞国:中華人民共和国

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  • 高分子研究奨励賞

    1990年5月   高分子学会   ケイ素とフッ素を含むグラフトポリマーの合成 とその膜の酸素分離機能の評価

    青木 俊樹

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