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Development of Direct Arylation Polymerization for Controlled Chain-growth Polymerization and Block Copolymerization

Research Project

Project/Area Number 18K19103
Research Category

Grant-in-Aid for Challenging Research (Exploratory)

Allocation TypeMulti-year Fund
Review Section Medium-sized Section 35:Polymers, organic materials, and related fields
Research InstitutionUniversity of Tsukuba

Principal Investigator

Kanbara Takaki  筑波大学, 数理物質系, 教授 (90204809)

Project Period (FY) 2018-06-29 – 2021-03-31
Project Status Completed (Fiscal Year 2020)
Budget Amount *help
¥6,240,000 (Direct Cost: ¥4,800,000、Indirect Cost: ¥1,440,000)
Fiscal Year 2020: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2019: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2018: ¥3,770,000 (Direct Cost: ¥2,900,000、Indirect Cost: ¥870,000)
Keywords高分子合成 / 有機金属化学 / クロスカップリング反応 / 高分子半導体 / 構造制御 / 直接的アリール化反応
Outline of Final Research Achievements

Direct arylation polymerization has recently been recognized as a promising tool for the practical synthesis of π-conjugated polymers. While the reaction is an atom- and step-economical process, it requires the elevated temperature because of cleavage of sp2 C-H bonds efficiently. The harsh conditions would prevent the controlled growth of the polymer chain. To implement the polymerization under mild conditions, we have conducted molecular design of the monomers and introduction of co-catalyst for effective C-H functionalization. After exploring the appropriate reaction conditions, the reactions produced the corresponding π-conjugated polymers at room temperature.

Academic Significance and Societal Importance of the Research Achievements

有機光電子デバイスは、国内外で盛んに研究開発が進められているが、これらを社会に普及させるためには、実用化を視野に入れた製造技術の検討が必要である。本研究は、有機光電子デバイスのキーマテリアルとなる高分子半導体素材の簡便で低環境負荷な製造を可能とする合成技術である。産業界ではSDGs「Sustainable Development Goals(持続可能な開発目標)」を軸とした事業の取り組みや新規事業の創出が求められていることから、社会的にも大きな貢献が期待される。

Report

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

    (20 results)

All 2021 2020 2019 2018

All Journal Article (5 results) (of which Peer Reviewed: 5 results,  Open Access: 1 results) Presentation (13 results) (of which Int'l Joint Research: 2 results,  Invited: 4 results) Book (1 results) Patent(Industrial Property Rights) (1 results)

  • [Journal Article] Step-economical synthesis of conjugated polymer materials composed of three components: donor, acceptor, and π units2021

    • Author(s)
      Junpei Kuwabara and Takaki Kanbara
    • Journal Title

      Macromol. Rapid Commun.

      Volume: 42 Issue: 9 Pages: 2000493-2000493

    • DOI

      10.1002/marc.202000493

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Facile Access to Conjugated Polymers under Aerobic Conditions via Pd-Catalyzed Direct Arylation and Aryl Amination Polycondensation2020

    • Author(s)
      Xi Chen, Akito Ichige, Junhui Chen, Iori Fukushima, Junpei Kuwabara, Takaki Kanbara
    • Journal Title

      Polymer

      Volume: 207 Pages: 122927-122927

    • DOI

      10.1016/j.polymer.2020.122927

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Mechanistic Study of Pd/Ag-Dual Catalyzed Cross Dehydrogenative Coupling of Perfluoroarenes with Thiophenes2020

    • Author(s)
      Yuto Shimoyama, Junpei Kuwabara, Takaki Kanbara
    • Journal Title

      ACS Catal.

      Volume: 10 Issue: 5 Pages: 3390-3397

    • DOI

      10.1021/acscatal.9b05326

    • NAID

      120007127594

    • Related Report
      2019 Research-status Report
    • Peer Reviewed
  • [Journal Article] Synthesis of Conjugated Polymer Consisting of Three-Component Aromatic Units via Two-Step Cross-Dehydrogenative-Coupling Reactions2019

    • Author(s)
      Chie Tanaka, Junpei Kuwabara, Takeshi Yasuda, Takaki Kanbara
    • Journal Title

      Synth. Met.

      Volume: 254 Pages: 180-183

    • DOI

      10.1016/j.synthmet.2019.06.014

    • NAID

      120007127858

    • Related Report
      2019 Research-status Report
    • Peer Reviewed
  • [Journal Article] Facile Synthesis of π-Conjugated Polymers via Direct Arylation Polycondensation2018

    • Author(s)
      Junpei Kuwabara, Takaki Kanbara
    • Journal Title

      Bull. Chem. Soc. Jpn.,

      Volume: 92 Issue: 1 Pages: 152-161

    • DOI

      10.1246/bcsj.20180249

    • NAID

      130007578609

    • Related Report
      2018 Research-status Report
    • Peer Reviewed / Open Access
  • [Presentation] Pd/Ag二元触媒によるナフタレンとポリフルオロアレーン類の脱水素型クロスカップリング反応2021

    • Author(s)
      佐藤 亮太、桑原 純平、神原 貴樹
    • Organizer
      日本化学会 第101春季年会
    • Related Report
      2020 Annual Research Report
  • [Presentation] 脱水素型クロスカップリング反応に基づく共役高分子の合成とその制御2020

    • Author(s)
      神原 貴樹
    • Organizer
      第69回高分子討論会
    • Related Report
      2020 Annual Research Report
  • [Presentation] 直接的アリール化重合:高分子半導体の製造プロセスを志向した合成手法の開発2020

    • Author(s)
      神原 貴樹
    • Organizer
      第28回日本ポリイミド・芳香族系高分子会議
    • Related Report
      2020 Annual Research Report
    • Invited
  • [Presentation] Pd/Cu触媒を利用したジクロロアリーレンの直接アリール化重縮合2019

    • Author(s)
      郭 舒揚、土田 渉、桑原 純平、安田 剛、 神原 貴樹
    • Organizer
      第68回高分子学会年次大会
    • Related Report
      2019 Research-status Report
  • [Presentation] 大気中での直接的アリール化重縮合による簡便な共役高分子の合成2019

    • Author(s)
      陳 熹、市毛 明斗、桑原 純平、神原 貴樹
    • Organizer
      第68回高分子学会年次大会
    • Related Report
      2019 Research-status Report
  • [Presentation] Direct arylation polycondensation: Facile access to semiconducting polymers2019

    • Author(s)
      Takaki Kanbara
    • Organizer
      Joint Symposium on Nanomaterials for Energy Applications
    • Related Report
      2019 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] N-オキシドを利用した2段階ワンポットホモカップリング重合2019

    • Author(s)
      藤平右京、桑原純平、神原貴樹
    • Organizer
      第34回高分子学会関東支部茨城地区若手の会交流会
    • Related Report
      2019 Research-status Report
  • [Presentation] 直接的アリール化重合:高分子半導体の製造プロセスを志向した合成手法の開発2019

    • Author(s)
      神原 貴樹
    • Organizer
      第28回ポリマー材料フォーラム
    • Related Report
      2019 Research-status Report
    • Invited
  • [Presentation] 異種の単座リン配位子を有する空気に安定なPd(0)触媒前駆体の合成2019

    • Author(s)
      佐藤亮太・桑原純平・神原貴樹
    • Organizer
      日本化学会 第99春季年会
    • Related Report
      2018 Research-status Report
  • [Presentation] 室温での直接的アリール化重縮合による共役系高分子の合成2018

    • Author(s)
      市毛明斗、桑原純平、神原貴樹
    • Organizer
      第8回CSJ化学フェスタ2018
    • Related Report
      2018 Research-status Report
  • [Presentation] 室温での直接的アリール化重縮合による共役系高分子の合成2018

    • Author(s)
      市毛明斗、桑原純平、神原貴樹
    • Organizer
      第33回 高分子学会関東支部茨城地区若手の会交流会
    • Related Report
      2018 Research-status Report
  • [Presentation] Direct arylation polycondensation: simple access to semiconducting polymers2018

    • Author(s)
      Takaki Kanbara
    • Organizer
      ICP2018
    • Related Report
      2018 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Facile Synthesis of Conjugated Polymers via Direct Arylation Polycondensation under Aerobic Conditions2018

    • Author(s)
      Xi Chen, Akito Ichige, Junpei Kuwabara, Takeshi Yasuda, Takaki Kanbara
    • Organizer
      1st Glowing Polymer Symposium in KANTO
    • Related Report
      2018 Research-status Report
  • [Book] 直接的芳香族カップリング反応の設計と応用(分担、第18章)2019

    • Author(s)
      桑原純平、神原貴樹 外
    • Total Pages
      13
    • Publisher
      シーエムシー出版
    • ISBN
      9784781314211
    • Related Report
      2019 Research-status Report
  • [Patent(Industrial Property Rights)] 遷移金属含有化合物及びその製造方法2018

    • Inventor(s)
      桑原純平,神原貴樹,佐藤亮太
    • Industrial Property Rights Holder
      桑原純平,神原貴樹,佐藤亮太
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2018-202429
    • Filing Date
      2018
    • Related Report
      2018 Research-status Report

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Published: 2018-07-25   Modified: 2022-01-27  

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