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A New Synthetic Method of Polymers by Photo-induced Selective Switching from Radical Polymerization to Coupling Reaction

Research Project

Project/Area Number 24350057
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypePartial Multi-year Fund
Section一般
Research Field Polymer chemistry
Research InstitutionKyoto University

Principal Investigator

Yamago Shigeru  京都大学, 化学研究所, 教授 (30222368)

Project Period (FY) 2012-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥18,980,000 (Direct Cost: ¥14,600,000、Indirect Cost: ¥4,380,000)
Fiscal Year 2014: ¥2,990,000 (Direct Cost: ¥2,300,000、Indirect Cost: ¥690,000)
Fiscal Year 2013: ¥2,990,000 (Direct Cost: ¥2,300,000、Indirect Cost: ¥690,000)
Fiscal Year 2012: ¥13,000,000 (Direct Cost: ¥10,000,000、Indirect Cost: ¥3,000,000)
Keywordsリビングラジカル重合 / ラジカルカップリング反応 / 光反応 / 高分子合成 / テレケリックポリマー / テルル / TERP / グリーンケミストリー / ラジカル重合 / ラジカルカップリング / 精密高分子合成 / ラジカル / カップリング反応 / ラジカル反応 / 中央官能基化ポリマー / ミクトアームポリマー / 制御重合 / 二量化 / ブロック共重合体
Outline of Final Research Achievements

A new synthetic method of structurally well-controlled symmetric polymers has been developed by photo-induced selective switching from living radical polymerization to radical coupling reaction. Polymers with controlled molecular weight were prepared by organotellurium-meidated living radical polymerization (TERP), and photolysis of the resulting polymers in the presence of dienes giving the coupling products in good to excellent yields. The high coupling efficiency can be ascribed to the high quantum yield of radical generation from organotellurium compounds. Structurally well-controlled telechelic polymers, block copolymers, and mid-chain functionalized polymers were successfully synthesized by this method.

Report

(5 results)
  • 2015 Annual Research Report   Final Research Report ( PDF )
  • 2014 Annual Research Report
  • 2013 Annual Research Report
  • 2012 Annual Research Report
  • Research Products

    (44 results)

All 2015 2014 2013 2012 Other

All Int'l Joint Research (1 results) Journal Article (11 results) (of which Peer Reviewed: 10 results,  Acknowledgement Compliant: 2 results) Presentation (30 results) (of which Invited: 9 results) Book (2 results)

  • [Int'l Joint Research] University of New South Wales(オーストラリア)

    • Related Report
      2015 Annual Research Report
  • [Journal Article] 有機テルル化合物を用いた制御ラジカル重合(TERP)による生体適合性ポリ(2-メタクリロイルオキシエチルホスホリルコリン)(PMPC)の合成2015

    • Author(s)
      中川ひなり, 山子茂, 石原一彦, 遊佐真一
    • Journal Title

      高分子論文集

      Volume: 72 Pages: 335-340

    • Related Report
      2015 Annual Research Report 2014 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 光リビング・制御ラジカル重合2015

    • Author(s)
      山子茂, 中村泰之
    • Journal Title

      高分子

      Volume: 64 Pages: 103-106

    • Related Report
      2015 Annual Research Report 2014 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Organotellurium-Mediated Radical Polymerization under Photo Irradiation2015

    • Author(s)
      Nakamura, Y.; Yu, M.; Ukai, Y.; Yamago, S.
    • Journal Title

      Controlled Radical Polymerization, ACS Symposium Series

      Volume: --

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Expanding the scope of controlled radical polymerization via cobalt-tellurium radical exchange reaction2014

    • Author(s)
      Kermagoret, A.; Nakamura, Y.; Bourguignon, M.; Detrembleur, C.; Jerome, C.; Yamago, S.; Debuigne, A.
    • Journal Title

      ACS Macro Lett.

      Volume: 3 Issue: 1 Pages: 114-118

    • DOI

      10.1021/mz400635h

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Modular Synthesis of Mid-Chain Functionalized Polymers by Photoinduced Diene- and Styrene-Assisted Radical Coupling Reaction of Polymer-End Radicals2014

    • Author(s)
      Nakamura, Y.; Arima, T.; Yamago, S.
    • Journal Title

      Macromolecules

      Volume: 47 Issue: 2 Pages: 582-588

    • DOI

      10.1021/ma402354m

    • Related Report
      2014 Annual Research Report 2013 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Controlled Polymerization of Protic Ionic Liquid Monomer by ARGET-ATRP and TERP2014

    • Author(s)
      Yasuyuki Nakamura, Kouji Nakanishi, Shigeru Yamago, Yoshinobu Tsujii, Kenichi Takahashi, Takashi Morinaga, Takaya Sato
    • Journal Title

      Macromolecular Rapid Communications

      Volume: Vol. 35 Issue: 6 Pages: 642-648

    • DOI

      10.1002/marc.201300855

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 新規リビングラジカル重合TERPの開発2014

    • Author(s)
      山子茂
    • Journal Title

      現代化学

      Volume: 521 Pages: 50-54

    • Related Report
      2014 Annual Research Report
  • [Journal Article] Organotellurium-mediated Living Radical Polymerization under Photoirradiation by a Low-Intensity Light-Emitting Diode2013

    • Author(s)
      Nakamura, Y.; Yamago, S.
    • Journal Title

      Beilstein J. Org. Chem.

      Volume: 9 Pages: 1607-1612

    • DOI

      10.3762/bjoc.9.183

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 有機テルル化合物を用いるリビングラジカル重合法TERPの開発と応用2013

    • Author(s)
      山子茂
    • Journal Title

      未来材料

      Volume: 13 Pages: 15-21

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Photo-induced Switching from Living Radical Polymerization to a Radical Coupling Reaction Mediated by Organotellurium Compounds2012

    • Author(s)
      Nakamura, Y.; Arima, T.; Tomita, S.; Yamago, S.
    • Journal Title

      J.Am.Chem. Soc.

      Volume: 134 Issue: 12 Pages: 5536-5539

    • DOI

      10.1021/ja300869x

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Highly Controlled Organotellurium-Mediated Living Radical Polymerization (TERP) in Ionic Liquids (ILs). A New Role of ILs in Radical Reaction2012

    • Author(s)
      Feng, S., Xu, W., Nakanishi, K., Yamago, S.
    • Journal Title

      ACS Macro Lett.

      Volume: 1 Issue: 1 Pages: 146-149

    • DOI

      10.1021/mz200133d

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Presentation] 多官能性TERP 開始剤の合成とそれを用いたポリマーの制御合成2015

    • Author(s)
      范唯佳, 中村 泰之, 山子 茂
    • Organizer
      第64回高分子討論会
    • Place of Presentation
      仙台
    • Year and Date
      2015-09-17
    • Related Report
      2015 Annual Research Report
  • [Presentation] 有機テルル化合物を用いたラジカル重合(TERP)を用いた高分子の精密合成2015

    • Author(s)
      山子茂
    • Organizer
      高分子学会関東支部 第45回湘南地区講演会
    • Place of Presentation
      横浜
    • Year and Date
      2015-08-05
    • Related Report
      2015 Annual Research Report
    • Invited
  • [Presentation] 後修飾法による多官能性TERP開始剤の合成2015

    • Author(s)
      范唯佳, 中村 泰之, 山子 茂
    • Organizer
      第64回高分子年次大会
    • Place of Presentation
      札幌
    • Year and Date
      2015-05-29
    • Related Report
      2015 Annual Research Report
  • [Presentation] (メタ)アクリル酸エステルのラジカル重合における停止反応機構の解明2015

    • Author(s)
      中村泰之、山子茂
    • Organizer
      日本化学会第95春季年会
    • Place of Presentation
      船橋
    • Year and Date
      2015-03-28
    • Related Report
      2014 Annual Research Report
  • [Presentation] ラジカル-ラジカル反応の選択性における溶媒ケージ効果2015

    • Author(s)
      荻原祐、中村泰之、山子茂
    • Organizer
      日本化学会第95春季年会
    • Place of Presentation
      船橋
    • Year and Date
      2015-03-28
    • Related Report
      2014 Annual Research Report
  • [Presentation] Termination Mechanism of Radical Polymerization2014

    • Author(s)
      山子茂
    • Organizer
      18th International Research Training Group (IRTG) Joint Symposium
    • Place of Presentation
      Muenster, Germany
    • Year and Date
      2014-11-29
    • Related Report
      2014 Annual Research Report
    • Invited
  • [Presentation] 有機テルル化合物の光活性化を用いたラジカル重合停止機構の解明2014

    • Author(s)
      中村泰之、山子茂
    • Organizer
      第41回有機典型元素化学討論会
    • Place of Presentation
      宇部
    • Year and Date
      2014-11-28
    • Related Report
      2014 Annual Research Report
  • [Presentation] ポリマー末端ラジカルの反応性2014

    • Author(s)
      山子茂、中村泰之、荻原祐
    • Organizer
      財団法人 日本化学繊維研究所 第72回講演会
    • Place of Presentation
      京都
    • Year and Date
      2014-11-11
    • Related Report
      2014 Annual Research Report
    • Invited
  • [Presentation] 構造制御されたテレケリックポリマーと多分岐架橋剤のチオール・エン反応によるゲルの合成2014

    • Author(s)
      范唯佳、中村泰之、登阪雅聡、山子茂
    • Organizer
      第63回高分子討論会
    • Place of Presentation
      長崎
    • Year and Date
      2014-09-25
    • Related Report
      2014 Annual Research Report
  • [Presentation] メタクリロニトリルのラジカル重合停止反応機構の解明2014

    • Author(s)
      荻原祐、中村泰之、山子茂
    • Organizer
      第63回高分子討論会
    • Place of Presentation
      長崎
    • Year and Date
      2014-09-25
    • Related Report
      2014 Annual Research Report
  • [Presentation] Recent Developments in Organotellurium-Mediated Living Radical Polymerization (TERP)2014

    • Author(s)
      山子茂
    • Organizer
      EUChem Conference on Organic Free Radicals
    • Place of Presentation
      Prague, Czech Republic
    • Year and Date
      2014-07-02
    • Related Report
      2014 Annual Research Report
    • Invited
  • [Presentation] ビニルモノマーのラジカル重合停止反応機構の解明2014

    • Author(s)
      中村泰之、山子茂
    • Organizer
      第63回高分子年次大会
    • Place of Presentation
      名古屋
    • Year and Date
      2014-05-28
    • Related Report
      2014 Annual Research Report
  • [Presentation] 有機テルル化合物を用いた生体適合共役及び非共役モノマーからなるジブロック共重合体の合成2014

    • Author(s)
      中川ひなり、遊佐真一、山子茂、石原一彦
    • Organizer
      第63回高分子年次大会
    • Place of Presentation
      名古屋
    • Year and Date
      2014-05-28
    • Related Report
      2014 Annual Research Report
  • [Presentation] 先端機能性ポリマーリビングラジカル重合法を用いた機能性高分子精密合成2012

    • Author(s)
      山子茂
    • Organizer
      財産法人生産開発科学研究所新材料・新技術利用研究会
    • Place of Presentation
      京都
    • Year and Date
      2012-11-02
    • Related Report
      2012 Annual Research Report
  • [Presentation] 高周期ヘテロ元素化合物を用いるリビングラジカル重合2012

    • Author(s)
      山子茂
    • Organizer
      第140回ポバール会
    • Place of Presentation
      京都
    • Year and Date
      2012-07-07
    • Related Report
      2012 Annual Research Report
  • [Presentation] 高性能リビングラジカル重合制御剤の開発2012

    • Author(s)
      山子茂
    • Organizer
      第101回有機合成シンポジウム
    • Place of Presentation
      東京
    • Year and Date
      2012-06-06
    • Related Report
      2012 Annual Research Report
  • [Presentation] TERPとラジカルカップリング反応を用いた末端および中央官能基化ポリマーの合成2012

    • Author(s)
      有馬隆広, 中村泰之, 山子茂
    • Organizer
      第61回高分子討論会
    • Place of Presentation
      横浜
    • Related Report
      2012 Annual Research Report
  • [Presentation] Photoinduced Switching from Living Radical Polymerization to a Radical Coupling Reaction Mediated by Organotellurium Compounds2012

    • Author(s)
      Y. Nakamura, T. Arima. S. Tomita, S. Yamago
    • Organizer
      12th International Kyoto Conference on New Aspects of Organic Chemistry
    • Place of Presentation
      Kyoto, Japan
    • Related Report
      2012 Annual Research Report
  • [Presentation] Development of Organotellurium- Mediated Radical Coupling Reaction for Polymer Synthesis2012

    • Author(s)
      Y. Nakamura, T. Arima, S. Yamago
    • Organizer
      10th International Conference on Heteroat om Chemistry
    • Place of Presentation
      Uji, Kyoto
    • Related Report
      2012 Annual Research Report
  • [Presentation] Synthesis of Structurally Controlled Macromolecules Based on Organotellurium-Mediated Living Radical Polymerization

    • Author(s)
      Yamago, S.
    • Organizer
      6th Pacific Symposium on Radical Chemistry
    • Place of Presentation
      Vancouver, Canada
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] 有機テルル化合物の光活性化に基づくポリマーの 精密ラジカルカップリング反応の開発

    • Author(s)
      中村泰之, 有馬隆弘, 山子茂
    • Organizer
      高分子研究発表会2013
    • Place of Presentation
      神戸
    • Related Report
      2013 Annual Research Report
  • [Presentation] Recent Advances in Organotellurium-Mediated Living Radical Polymerization (TERP)

    • Author(s)
      Yamago, S.
    • Organizer
      12th International Conference on the Chemistry of Selenium and Tellurium
    • Place of Presentation
      Cardiff, UK
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] Synthesis of Structurally Well Controlled Mid-chain Functionalized Polymers by Successive TERP and Radical Coupling Reaction

    • Author(s)
      Yamago S.; Arima, T.; Nakamura, Y.
    • Organizer
      ACS 246th National Meeting
    • Place of Presentation
      Indianapolice, USA
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] Determination of the Termination Mechanism in Radical Polymerization of Conjugated Monomers

    • Author(s)
      Nakamura, T.; Noguchi, N.; Yamago, S.
    • Organizer
      第62回高分子討論会
    • Place of Presentation
      金沢
    • Related Report
      2013 Annual Research Report
  • [Presentation] Recent Developments in Organotellurium-Mediated Living Radical Polymerization (TERP)

    • Author(s)
      Yamago, S.
    • Organizer
      IUPAC International Symposium on Ionic Polymerization 2013
    • Place of Presentation
      Awaji Island, Japan
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] Recent Advances in Organotellurium-Mediated Living Radical Polymerization

    • Author(s)
      Yamago, S.
    • Organizer
      National Taiwan University & Kyoto University Symposium 2013
    • Place of Presentation
      Taipei, Taiwan
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] TERPにより合成したテレケリックポリマーと四分岐架橋剤との反応による

    • Author(s)
      榊原正也, 登阪雅聡, 中村泰之, 山子茂
    • Organizer
      第62回高分子学会年次大会
    • Place of Presentation
      京都
    • Related Report
      2013 Annual Research Report
  • [Presentation] TERPにより合成したテレケリックポリマーを用いた、ゲルの構造制御

    • Author(s)
      榊原正也, 登阪雅聡, 中村泰之, 山子茂
    • Organizer
      繊維学会2013年秋期研究発表会
    • Place of Presentation
      名古屋
    • Related Report
      2013 Annual Research Report
  • [Presentation] TERPにより合成したテレケリックポリマーと四分岐架橋剤を用いたゲルの構造制御

    • Author(s)
      榊原正也, 登阪雅聡, 中村泰之, 山子茂
    • Organizer
      第九回有機元素化学セミナー
    • Place of Presentation
      宇治
    • Related Report
      2013 Annual Research Report
  • [Presentation] Elsevier BV

    • Author(s)
      Yamago, S.; Nakamura, Y.
    • Related Report
      2012 Annual Research Report
  • [Book] Controlled Radical Polymerization, ACS Symposium Series2015

    • Author(s)
      Nakamura, Y.; Yu, M.; Ukai, Y.; Yamago, S.
    • Total Pages
      14
    • Publisher
      American Chemical Society
    • Related Report
      2015 Annual Research Report
  • [Book] "Other Degenerative Transfer Systems", in Polymer Science : A Comprehensive Reference, Vol. 32013

    • Author(s)
      Yamago, S.; Nakamura, Y.
    • Total Pages
      13
    • Publisher
      Elsevier BV
    • Related Report
      2012 Annual Research Report

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Published: 2012-04-24   Modified: 2019-07-29  

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