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Synthesis and Function of Aliphatic Hydrocarbon Polymer Materials with Rigid Helical Structure

Research Project

Project/Area Number 17K19150
Research Category

Grant-in-Aid for Challenging Research (Exploratory)

Allocation TypeMulti-year Fund
Research Field Polymer, Organic materials, and related fields
Research InstitutionHirosaki University (2018-2020)
Tokyo Institute of Technology (2017)

Principal Investigator

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

Project Period (FY) 2017-06-30 – 2021-03-31
Project Status Completed (Fiscal Year 2020)
Budget Amount *help
¥6,500,000 (Direct Cost: ¥5,000,000、Indirect Cost: ¥1,500,000)
Fiscal Year 2019: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2018: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Fiscal Year 2017: ¥2,860,000 (Direct Cost: ¥2,200,000、Indirect Cost: ¥660,000)
Keywordstert-ブチルエチレン / パラジウム触媒 / ラセン高分子 / 立体規則性重合 / ブロック共重合 / ポリオレフィン / ブロック共重合体 / ランダム共重合 / 高分子反応
Outline of Final Research Achievements

Diimine palladium complexes promote polymerization of bulky olefins such as tert-butylethylene. The produced polymer has isotactic stereochemistry, and adopt helical structure. The palladium complexes enable synthesis of diblock and triblock copolymers containing the rigid poly(tert-butylethylene) block and soft polyolefin block. Homopolymerization of bulky olefins with polar functional groups were not successful. However, the copolymerization of the polar monomers with olefins afford the corresponding copolymers having the polar groups on polymer backbone.

Academic Significance and Societal Importance of the Research Achievements

遷移金属触媒によるtert-ブチルエチレンの重合は、かさ高いモノマーの構造のため非常に困難とされており、従来全く報告例がなかった。すなわち、本研究によりtert-ブチルエチレンの金属触媒重合が初めて達成された。生成したポリマーが剛直ならせん構造をもつという知見も、本研究により初めて見出されたものである。tertブチルエチレンとオレフィンをとのジブロック共重合体およびトリブロック共重合体は、剛直ラセンブロックと柔軟なブロックをもち、熱可塑性エラストマーとしての応用が期待される。

Report

(5 results)
  • 2020 Annual Research Report   Final Research Report ( PDF )
  • 2019 Research-status Report
  • 2018 Research-status Report
  • 2017 Research-status Report
  • Research Products

    (39 results)

All 2021 2020 2019 2018 2017

All Journal Article (15 results) (of which Int'l Joint Research: 3 results,  Peer Reviewed: 13 results) Presentation (24 results) (of which Int'l Joint Research: 1 results,  Invited: 6 results)

  • [Journal Article] Copolymerisation of 1-alkenes with bulky oxygen-containing olefins for dual-stage functionalisation of polyolefins.2021

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

      Polymer Chemistry

      Volume: 12 Issue: 2 Pages: 299-306

    • DOI

      10.1039/d0py01303j

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of Polycyclic Polyolefins by a Pd-catalyzed Isomerization Polymerization of Vinylcycloalkanes2020

    • Author(s)
      Daisuke Takeuchi, Karin Nakamura, Yuki Tokura, Ryuji Tsubamoto, Kohtaro Osakada
    • Journal Title

      Polymer Journal

      Volume: 52 Issue: 1 Pages: 93-101

    • DOI

      10.1038/s41428-019-0260-x

    • Related Report
      2020 Annual Research Report 2019 Research-status Report
    • Peer Reviewed
  • [Journal Article] Hydrovinylation fo Olefins Catalyzed by RuCl2(MeCN)2(cod)/organoaluminum System2019

    • Author(s)
      Daisuke Takeuchi, Hiroyuki Takada, Kenji Yamazaki, Kohtaro Osakada
    • Journal Title

      Transactions of the Materials Research Society of Japan

      Volume: 44 Pages: 137-141

    • Related Report
      2019 Research-status Report
    • Peer Reviewed
  • [Journal Article] Pd-Promoted Copolymerization of Methallyl and Isoprenyl Ethers and Acetate with α-Olefins2019

    • Author(s)
      Daisuke Takeuchi, Takayoshi Yamada, Yuichiro Nakamaru, Kohtaro Osakada, Ichihiro Aratani, Yutaka Suzuki
    • Journal Title

      Organometallics

      Volume: 38 Issue: 11 Pages: 2323-2329

    • DOI

      10.1021/acs.organomet.9b00150

    • Related Report
      2019 Research-status Report
    • Peer Reviewed
  • [Journal Article] Metallated Container Molecules: A Capsular Nickel Catalyst for Enhanced Butadiene Polymerisation2019

    • Author(s)
      4.巻 Fethi Elaieb, Soheila Sameni, Mouhamad Awada, Catherine Jeunesse, Dominique Matt, Loic Toupet, Jack Harrowfield, Daisuke Takeuchi, Shigenaga Takano
    • Journal Title

      European Journal of Inorganic Chemistry

      Volume: 43 Issue: 43 Pages: 4690-4693

    • DOI

      10.1002/ejic.201901074

    • Related Report
      2019 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Synthesis of Poly(Arylene Alkenylene)s by Pd‐Catalyzed Three‐Component Coupling Polycondensation of Diiodoarenes, Non‐Conjugated Dienes, and Nucleophiles that Involves Chain Walking Isomerization2019

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

      Journal of Polymer Science Part A: Polymer Chemistry

      Volume: 57 Issue: 24 Pages: 2535-2542

    • DOI

      10.1002/pola.29528

    • Related Report
      2019 Research-status Report
    • Peer Reviewed
  • [Journal Article] Olefin Polymerization and Copolymerization Catalyzed by Dinuclear Catalysts Having Macrocyclic Ligands2019

    • Author(s)
      Daisuke Takeuchi
    • Journal Title

      Journal of Synthetic Organic Chemistry Japan

      Volume: 77 Pages: 1136-1146

    • NAID

      130007742539

    • Related Report
      2019 Research-status Report
  • [Journal Article] Copolymerization of 1,3-Butadiene and Norbornene Catalyzed by Ni Complexes.2019

    • Author(s)
      Shinji Yamakawa, Daisuke Takeuchi, Kohtaro Osakada, Shigenaga Takano, Shojiro Kaita
    • Journal Title

      Reactive Functional Polymers

      Volume: 136 Pages: 19-24

    • DOI

      10.1016/j.reactfunctpolym.2018.12.006

    • Related Report
      2018 Research-status Report
    • Peer Reviewed
  • [Journal Article] Synthesis and Aggregation Behavior of Poly(arylene alkenylene)s and Poly(arylene alkylene)s Having Dialkoxyphenylene and Aromatic Diimide Groups2019

    • Author(s)
      Li Yi Tan, Yoshitaka Tsuchido, Kohtaro Osakada, Zhengguo Cai, Yoshiaki Takahashi, and Daisuke Takeuchi
    • Journal Title

      Macromolecules

      Volume: 52 Issue: 4 Pages: 1642-1652

    • DOI

      10.1021/acs.macromol.8b02468

    • Related Report
      2018 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] 二核遷移金属錯体に基づく重合触媒の設計2019

    • Author(s)
      竹内大介
    • Journal Title

      高分子

      Volume: 68 Pages: 57-59

    • Related Report
      2018 Research-status Report
  • [Journal Article] Polymerization and Copolymerization of Olefins by Double-Decker Type Dinuclear Metal Complex Catalysts2018

    • Author(s)
      竹内 大介, 高野 重永, 千葉 友莉子, 岩澤 孝, 小坂田 耕太郎
    • Journal Title

      KOBUNSHI RONBUNSHU

      Volume: 75 Issue: 6 Pages: 507-514

    • DOI

      10.1295/koron.2018-0030

    • NAID

      130007520844

    • ISSN
      0386-2186, 1881-5685
    • Year and Date
      2018-11-25
    • Related Report
      2018 Research-status Report
    • Peer Reviewed
  • [Journal Article] Double-Decker-Type Dipalladium Catalysts for Copolymerization of Ethylene with Acrylic Anhydride2018

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

      Macromolecules

      Volume: 51 Issue: 14 Pages: 5048-5054

    • DOI

      10.1021/acs.macromol.8b00569

    • Related Report
      2018 Research-status Report
    • Peer Reviewed
  • [Journal Article] Cyclopolymerizations: Synthetic Tools for the Precision Synthesis of Macromolecular Architectures2018

    • Author(s)
      Dario Pasini and Daisuke Takeuchi
    • Journal Title

      Chemical Reviews

      Volume: 118 Issue: 18 Pages: 8983-9057

    • DOI

      10.1021/acs.chemrev.8b00286

    • Related Report
      2018 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Synthesis and thermal properties of poly(oligomethylene-cycloalkylene)s with regulated regio- and stereochemistry2018

    • Author(s)
      Daisuke Takeuchi
    • Journal Title

      Polymer Journal

      Volume: 50 Issue: 8 Pages: 573-578

    • DOI

      10.1038/s41428-018-0073-3

    • Related Report
      2018 Research-status Report
    • Peer Reviewed
  • [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 Research-status Report
    • Peer Reviewed
  • [Presentation] パラジウム触媒によるオレフィン重合生長末端官能基化を 利用したブロック共重合体合成2019

    • Author(s)
      竹内大介
    • Organizer
      第68回高分子学会年次大会
    • Related Report
      2019 Research-status Report
  • [Presentation] Synthesis of poly(arylene alkylene) from diiodo arenes and terminal alkynes by Pd catalyzed Sonogashira coupling2019

    • Author(s)
      Liyi Tan, Daisuke Takeuchi, Kohtaro Osakada
    • Organizer
      第68回高分子学会年次大会
    • Related Report
      2019 Research-status Report
  • [Presentation] パラジウム触媒によるオレフィン重合生長末端のカルボニ ル化を利用した様々なブロック共重合体の合成2019

    • Author(s)
      竹内大介
    • Organizer
      第68回高分子討論会
    • Related Report
      2019 Research-status Report
  • [Presentation] ジヒドロキシビピリジンニッケル錯体触媒を用いた1,3-ブタジエンの選択的重合2019

    • Author(s)
      山川進二, 小坂田耕太郎, 竹内大介, 高野重永, 会田昭二郎
    • Organizer
      第68回高分子討論会
    • Related Report
      2019 Research-status Report
  • [Presentation] 体触媒を用いるオレフィン類の異性化重合・環構造を制御した炭化水素高分子の合成2019

    • Author(s)
      竹内大介, 小坂田耕太郎
    • Organizer
      第68回高分子討論会
    • Related Report
      2019 Research-status Report
  • [Presentation] Synthesis of Olefin Polymers and Copolymers by Pd-caalyzed Isomerization Polymerization2019

    • Author(s)
      Daisuke Takeuchi
    • Organizer
      The 16th Pacific Polymer Conference
    • Related Report
      2019 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] 後期遷移金属触媒を用いた異性化重合による新しい高分子合成2018

    • Author(s)
      竹内大介
    • Organizer
      第90回高分子若手研究会
    • Related Report
      2018 Research-status Report
    • Invited
  • [Presentation] ジイミンパラジウム触媒によるかさ高い極性基をもつビニル モノマーとα-オレフィンとの共重合2018

    • Author(s)
      中村真, 竹内大介, 小坂田耕太郎
    • Organizer
      第67回高分子討論会
    • Related Report
      2018 Research-status Report
  • [Presentation] Synthesis and Properties of Poly (arylene alkylene)s Having Aromatic Diimide Groups2018

    • Author(s)
      談立易、竹内大介、小坂田耕太郎
    • Organizer
      第67回高分子討論会
    • Related Report
      2018 Research-status Report
  • [Presentation] アルケニルシクロヘキサンのリビング重合を利用した分岐構造の制御された含環高分子の合成および熱物性2018

    • Author(s)
      佐藤圭, 小坂田耕太郎, 竹内大介, 上原 宏樹
    • Organizer
      第67回高分子討論会
    • Related Report
      2018 Research-status Report
  • [Presentation] 二層型二核ジパラジウム触媒によるオレフィンとp-メ トキシスチレンとのワンポットブロック共重合2018

    • Author(s)
      竹内大介, 岩澤孝, 小坂田耕太郎
    • Organizer
      第67回高分子討論会
    • Related Report
      2018 Research-status Report
  • [Presentation] Novel Synthesis of Olefin Polymers and Copolymers by Mono- and Dinuclear Pd Catalysts2018

    • Author(s)
      竹内大介
    • Organizer
      化学系学協会東北大会 高分子コロキウム
    • Related Report
      2018 Research-status Report
    • Invited
  • [Presentation] Controlled Synthesis of New Polyolefins by Pd-Catalyzed Isomerization Polymerization2018

    • Author(s)
      竹内大介
    • Organizer
      化学系学協会東北大会 有機化学セッション
    • Related Report
      2018 Research-status Report
    • Invited
  • [Presentation] オレフィン重合における遷移金属錯体触媒2018

    • Author(s)
      竹内大介、小坂田耕太郎
    • Organizer
      第48回石油・石油化学討論会
    • Related Report
      2018 Research-status Report
    • Invited
  • [Presentation] Copolymerization of vinyl monomers with a bulkyl polar substituent and α-olefins by diimine palladium catalysts2018

    • Author(s)
      Makoto Nakamura,Daisuke Takeuchi,Kohtaro Osakada
    • Organizer
      The 9th International Forum on Chemistry of Functional Organic Chemicals
    • Related Report
      2018 Research-status Report
  • [Presentation] Living polymerization of alkenylcyclohexanes. Synthesis and thermal properties of polymers with cycloalkane groups having controlled branches2018

    • Author(s)
      Kei Sato, Kohtaro Osakada,Daisuke Takeuchi,Hiroki Uehara
    • Organizer
      The 9th International Forum on Chemistry of Functional Organic Chemicals
    • Related Report
      2018 Research-status Report
  • [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 Research-status 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 Research-status 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 Research-status 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 Research-status 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 Research-status 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 Research-status 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 Research-status 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 Research-status Report

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Published: 2017-07-21   Modified: 2022-01-27  

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