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Synthesis of ladder-type polyolefins by utilizing affinity between dinuclear complexes and non-conjugated dienes

Research Project

Project/Area Number 15H03814
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Polymer chemistry
Research InstitutionHirosaki University (2018)
Tokyo Institute of Technology (2015-2017)

Principal Investigator

Takeuchi Daisuke  弘前大学, 理工学研究科, 教授 (90311662)

Project Period (FY) 2015-04-01 – 2019-03-31
Project Status Completed (Fiscal Year 2018)
Budget Amount *help
¥13,520,000 (Direct Cost: ¥10,400,000、Indirect Cost: ¥3,120,000)
Fiscal Year 2017: ¥3,510,000 (Direct Cost: ¥2,700,000、Indirect Cost: ¥810,000)
Fiscal Year 2016: ¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2015: ¥6,110,000 (Direct Cost: ¥4,700,000、Indirect Cost: ¥1,410,000)
Keywords高分子合成 / 遷移金属触媒重合 / ハシゴ型高分子 / 複核錯体 / ポリオレフィン / 共重合体 / ブロック共重合体 / ネットワークポリマー / カチオン重合 / ポリスチレン / 合成化学
Outline of Final Research Achievements

Ladder polymers have the structure containing two linear polymers cross-linked with each other. Such polymers have been synthesized by multiple cyclization of linear polymers with reactive side groups or polycondensation/polyaddition of multi-functionalized monomers. In this work, we found that double-decker type dinickel catalysts promote copolymerization of ethylene with non-conjugated dienes to give the corresponding polyolefins with ladder structure. Dipalladium catalysts are effective for copolymerization of ethylene with dienes with polar functional groups.

Academic Significance and Societal Importance of the Research Achievements

二官能性ジビニルモノマーを用いた共重合においては、通常は多数の高分子鎖同士のランダムな架橋反応が起こり、有機溶媒に不溶な架橋高分子が生成し、完全なハシゴ型高分子は得られない。本研究では二核ニッケル錯体を触媒に用いることで、選択的な架橋反応を促進し、有機溶媒に対する可溶なハシゴ型ポリオレフィンの合成を達成した。二核金属錯体触媒が、エチレンと様々なジビニルモノマーとの共重合に応用できる可能性を見出した。

Report

(4 results)
  • 2018 Final Research Report ( PDF )
  • 2017 Annual Research Report
  • 2016 Annual Research Report
  • 2015 Annual Research Report
  • Research Products

    (36 results)

All 2018 2017 2016 2015 Other

All Int'l Joint Research (1 results) Journal Article (9 results) (of which Int'l Joint Research: 2 results,  Peer Reviewed: 9 results,  Acknowledgement Compliant: 1 results) Presentation (26 results) (of which Int'l Joint Research: 7 results,  Invited: 2 results)

  • [Int'l Joint Research] ストラスブール大学(フランス)

    • Related Report
      2015 Annual Research Report
  • [Journal Article] Ethylene polymerization catalyzed by dinickel complexes with a double-decker structure2017

    • Author(s)
      Daisuke Takeuchi, Yuriko Chiba, Shigenaga Takano, Hideo Kurihara, Minoru Kobayashi, Kohtaro Osakada
    • Journal Title

      Polymer Chemistry

      Volume: 印刷中 Issue: 34 Pages: 5112-5119

    • DOI

      10.1039/c7py00333a

    • Related Report
      2017 Annual Research Report 2016 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of Optically Active Polystyrene Catalyzed by Monophosphine Pd Complexes2016

    • Author(s)
      Matthieu Jouffroy, Dominique Armspach, Dominique Matt, Kohtaro Osakada, Daisuke Takeuchi
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 55 Pages: 8367-8370

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Controlled isomerization polymerization of olefins, cycloolefins, and dienes2016

    • Author(s)
      Daisuke Takeuchi, Kohtaro Osakada
    • Journal Title

      Polymer

      Volume: 82 Pages: 392-405

    • DOI

      10.1016/j.polymer.2015.09.077

    • Related Report
      2016 Annual Research Report 2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of Optically Active Polystyrene using Monophosphine Pd Complexes2016

    • Author(s)
      Matthieu Jouffroy, Dominique Armspach, Dominique Matt, Kohtaro Osakada, Daisuke Takeuchi
    • Journal Title

      Angewandte Chemie, International Edition

      Volume: 55

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Double cyclizative polymerization of trienes catalyzed by Pd complexes. Combined ring-forming and chain-walking reactions of the growing end2015

    • Author(s)
      Kenya Motokuni, Daisuke Takeuchi, Kohtaro Osakada
    • Journal Title

      Polymer Chemistry

      Volume: 6 Issue: 8 Pages: 1248-1254

    • DOI

      10.1039/c4py01555j

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Cyclopolymerization of 1,6-heptadienes and 1,6,11-dodecatrienes having acyclic substituents catalyzed by Pd-diimine complexes2015

    • Author(s)
      Kenya Motokuni, Daisuke Takeuchi, Kohtaro Osakada
    • Journal Title

      Polymer Bulletin

      Volume: 72 Issue: 3 Pages: 583-597

    • DOI

      10.1007/s00289-014-1293-0

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Polymerization of Methylenecyclohexanes Catalyzed by Diimine-Pd Complex. Polymers Having trans- or cis-1,4- and trans-1,3-Cyclohexylene Groups2015

    • Author(s)
      Daisuke Takeuchi, Keisuke Watanabe, Kenji Sogo, Kohtaro Osakada
    • Journal Title

      Organometallics

      Volume: 34 Issue: 12 Pages: 3007-3011

    • DOI

      10.1021/acs.organomet.5b00313

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of Polyketones Containing substituted Six-Membered Rings via Pd-Catalyzed Copolymerization of Methylenecyclohexanes with Carbon Monoxide2015

    • Author(s)
      Daisuke Takeuchi, Keisuke Watanabe, Kohtaro Osakada
    • Journal Title

      Macromolecules

      Volume: 48 Issue: 18 Pages: 5745-6749

    • DOI

      10.1021/acs.macromol.5b01458

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Olefin Polymerization Catalyzed by Double-Decker Dipalladium Complexes: Low Branched Poly(a-Olefin)s by Selective Insertion of the Monomer Molecule2015

    • Author(s)
      Shigenaga Takano, Daisuke Takeuchi, Kohtaro Osakada
    • Journal Title

      Chemistry - A European Journal

      Volume: 21 Issue: 45 Pages: 16209-16218

    • DOI

      10.1002/chem.201501991

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] 単核および二核パラジウム錯体触媒による新しいオレフィン重合2018

    • Author(s)
      竹内大介
    • Organizer
      重合触媒設計研究会セミナー
    • Related Report
      2017 Annual Research Report
    • Invited
  • [Presentation] 二層型二核パラジウム錯体によるエチレンとスチレン誘導体との共重合2017

    • Author(s)
      岩澤 孝,竹内 大介,小坂田 耕太郎
    • Organizer
      第66回高分子討論会
    • Related Report
      2017 Annual Research Report
  • [Presentation] ジヒドロキシビピリジンコバルト錯体を用いたブタジエンの重合2017

    • Author(s)
      山川 進二,竹内 大介,小坂田 耕太郎
    • Organizer
      第66回高分子討論会
    • Related Report
      2017 Annual Research Report
  • [Presentation] ビピリジン配位子を有するニッケル錯体を用いたブタジエンとノルボルネン類の共重合2017

    • Author(s)
      山川 進二,竹内 大介,小坂田 耕太郎
    • Organizer
      第66回高分子討論会
    • Related Report
      2017 Annual Research Report
  • [Presentation] Synthesis of poly(arylene alkylene) utilizing Pd-catalyzed polycondensation2017

    • Author(s)
      Liyi TAN, Daisuke TAKEUCHI, Kohtaro OSAKADA
    • Organizer
      第66回高分子討論会
    • Related Report
      2017 Annual Research Report
  • [Presentation] 位置選択的かつ立体選択的にメチル分岐の導入されたポリアルケニルシクロヘキサンの合成と物性2017

    • Author(s)
      佐藤 圭,竹内 大介,小坂田 耕太郎
    • Organizer
      第66回高分子年次大会
    • Related Report
      2017 Annual Research Report
  • [Presentation] Heck Polycondensation of Diiodo Arenes with N,N'-Dialkenyl Diimides by Pd Catalysts2017

    • Author(s)
      Liyi TAN, Daisuke TAKEUCHI, Kohtaro OSAKADA
    • Organizer
      第66回高分子年次大会
    • Related Report
      2017 Annual Research Report
  • [Presentation] 二層型二核パラジウム錯体によるエチレンと種々のコモノマーとの共重合2017

    • Author(s)
      竹内大介・岩澤孝・高野重永・小坂田耕太郎
    • Organizer
      第66回高分子年次大会
    • Related Report
      2017 Annual Research Report
  • [Presentation] Controlled Polymerization and Copolymerization of Olefins by Diimine Pd Catalysts2016

    • Author(s)
      Daisuke Takeuchi, Yuki Tokura, Keisuke Ito, Kohtaro Osakada
    • Organizer
      The International Rubber Conference 2016
    • Place of Presentation
      北九州国際会議場
    • Year and Date
      2016-10-24
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Polymerization of 1,3-Butadiene by Iron Catalysts with Tridentate Ligands2016

    • Author(s)
      Fukutaro Iijima, Ho Chee Tuck, Daisuke Takeuchi, Kohtaro Osakada
    • Organizer
      The International Rubber Conference 2016
    • Place of Presentation
      北九州国際会議場
    • Year and Date
      2016-10-24
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research
  • [Presentation] HUGPHOS配位子を有するパラジウム錯体によるスチレンの不斉重合2016

    • Author(s)
      Daisuke Takeuchi・Matthieu Jouffroy, Dominique Armspach, Dominique Matt, Kohtaro Osakada
    • Organizer
      第65回高分子討論会
    • Place of Presentation
      神奈川大学
    • Year and Date
      2016-09-14
    • Related Report
      2016 Annual Research Report
  • [Presentation] Palladium-catalyzed polycondensation utilizing chain-walking of non-conjugated dienes2016

    • Author(s)
      Liyi Tan, Daisuke Takeuchi, Kohtaro Osakada
    • Organizer
      第65回高分子討論会
    • Place of Presentation
      神奈川大学
    • Year and Date
      2016-09-14
    • Related Report
      2016 Annual Research Report
  • [Presentation] 二層型複核金属錯体によるオレフィン重合および共重合2016

    • Author(s)
      岩澤孝・竹内大介・小坂田耕太郎
    • Organizer
      第5回JACI/GSCシンポジウム
    • Place of Presentation
      ANAクラウンプラザホテル神戸
    • Year and Date
      2016-06-02
    • Related Report
      2016 Annual Research Report
  • [Presentation] Polycondensation accompanying chain-walking of non-conjugated dienes by Pd catalyst2016

    • Author(s)
      Liyi Tan, Daisuke Takeuchi, Kohtaro Osakada
    • Organizer
      第65回高分子学会年次大会
    • Place of Presentation
      神戸国際会議場
    • Year and Date
      2016-05-25
    • Related Report
      2016 Annual Research Report
  • [Presentation] ジイミンパラジウム錯体によるオレフィンとアクリル酸無水物との共重合2016

    • Author(s)
      岩澤孝・竹内大介・小坂田耕太郎
    • Organizer
      第65回高分子学会年次大会
    • Place of Presentation
      神戸国際会議場
    • Year and Date
      2016-05-25
    • Related Report
      2016 Annual Research Report
  • [Presentation] パラジウム錯体によるイミンと一酸化炭素の共重合によるポリアミドの合成2016

    • Author(s)
      中丸裕一朗・竹内大介・小坂田耕太郎
    • Organizer
      第65回高分子学会年次大会
    • Place of Presentation
      神戸国際会議場
    • Year and Date
      2016-05-25
    • Related Report
      2016 Annual Research Report
  • [Presentation] Polymerization of 3,3-dimethyl-1-butene by Diimine Pd Complexes2015

    • Author(s)
      Keisuke Ito, Daisuke Takeuchi, Kohtaro Osakada
    • Organizer
      Asian Polyolefin Workshop 2015
    • Place of Presentation
      首都大学東京
    • Year and Date
      2015-11-23
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Stereoselective Polymerization of Chiral Olefins by Diimine Pd Complexes2015

    • Author(s)
      Yuki Tokura,Daisuke Takeuchi, Kohtaro Osakada
    • Organizer
      Asian Polyolefin Workshop 2015
    • Place of Presentation
      首都大学東京
    • Year and Date
      2015-11-23
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Polymerization of 3,3-dimethyl-1-butene by Diimine Pd Complexes2015

    • Author(s)
      Keisuke Ito, Daisuke Takeuchi, Kohtaro Osakada
    • Organizer
      The 8th International Forum on Chemistry of Functional Organic Chemicals
    • Place of Presentation
      東京大学
    • Year and Date
      2015-11-15
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Isomerization Polymerization of Alkenylcycloalkanes by Diimine Pd Complexes2015

    • Author(s)
      Daisuke Takeuchi
    • Organizer
      The 11th International Conference on Advanced Polymers via Macromolecular Engineering
    • Place of Presentation
      パシフィコ横浜
    • Year and Date
      2015-10-18
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Polymerization of 3,3-dimethyl-1-butene by Diimine Pd Complexes2015

    • Author(s)
      Keisuke Ito, Daisuke Takeuchi, Kohtaro Osakada
    • Organizer
      The 11th International Conference on Advanced Polymers via Macromolecular Engineering
    • Place of Presentation
      パシフィコ横浜
    • Year and Date
      2015-10-18
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] パラジウム触媒を用いた異性化重合による官能基配列の精密に制御されたポリオレフィンの合成2015

    • Author(s)
      竹内大介、渡邉恵介、元国献也、小坂田耕太郎
    • Organizer
      第64回高分子討論会
    • Place of Presentation
      東北大学
    • Year and Date
      2015-09-15
    • Related Report
      2015 Annual Research Report
  • [Presentation] ジイミンパラジウム錯体による4級炭素をもつオレフィン類の重合2015

    • Author(s)
      伊藤敬佑、竹内大介、小坂田耕太郎
    • Organizer
      第64回高分子討論会
    • Place of Presentation
      東北大学
    • Year and Date
      2015-09-15
    • Related Report
      2015 Annual Research Report
  • [Presentation] ジイミンパラジウム錯体によるキラルオレフィンの重合2015

    • Author(s)
      徳良雄貴、竹内大介、小坂田耕太郎
    • Organizer
      第64回高分子討論会
    • Place of Presentation
      東北大学
    • Year and Date
      2015-09-15
    • Related Report
      2015 Annual Research Report
  • [Presentation] パラジウム触媒による異性化重合を活用した新構造高分子の創製2015

    • Author(s)
      竹内大介
    • Organizer
      平成27年度繊維学会年次大会
    • Place of Presentation
      タワーホール船堀
    • Year and Date
      2015-06-10
    • Related Report
      2015 Annual Research Report
    • Invited
  • [Presentation] トリスピラゾリルメタン配位子を有する鉄錯体によるブタジエンの重合2015

    • Author(s)
      Ho Chee Tuck、竹内大介、小坂田耕太郎
    • Organizer
      第64高分子学会年次大会
    • Place of Presentation
      札幌コンベンションセンター
    • Year and Date
      2015-05-27
    • Related Report
      2015 Annual Research Report

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Published: 2015-04-16   Modified: 2020-03-30  

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