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Synthesis of sequential block copolymers and their application to stretchable organic thin-film transistors

Research Project

Project/Area Number 21H02009
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Review Section Basic Section 35030:Organic functional materials-related
Research InstitutionYamagata University

Principal Investigator

Higashihara Tomoya  山形大学, 大学院有機材料システム研究科, 教授 (50504528)

Project Period (FY) 2021-04-01 – 2024-03-31
Project Status Completed (Fiscal Year 2023)
Budget Amount *help
¥17,680,000 (Direct Cost: ¥13,600,000、Indirect Cost: ¥4,080,000)
Fiscal Year 2023: ¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2022: ¥4,550,000 (Direct Cost: ¥3,500,000、Indirect Cost: ¥1,050,000)
Fiscal Year 2021: ¥9,230,000 (Direct Cost: ¥7,100,000、Indirect Cost: ¥2,130,000)
Keywords有機エレクトロニクス / 半導体高分子 / ブロック共重合体 / シーケンス制御 / 伸縮性 / 有機薄膜トランジスタ
Outline of Research at the Start

ウェアラブル端末に搭載される有機半導体のフレキシブル化・ストレッチャブル化に大きな注目が集まっている。有機半導体は一般に硬くてもろく、外部変形応力に脆弱であることが本分野発展の足かせとなっている。本研究では、高分子合成化学を駆使したブロック共重合体のシーケンス制御技術を軸足とし、それらの自己組織化を利用することで、一般に二律背反する「半導体特性」と「伸縮性(弾性)」を解消するために必要十分なブロックシーケンスの基準を明らかにし、高効率かつ伸縮応力に耐えうる新規有機薄膜トランジスタ材料群を創出する。

Outline of Final Research Achievements

In this study, we have developed novel block copolymers with semiconducting polymer segments based on the precise design of block sequences. Specifically, we succeeded in synthesizing sequence-controlled triblock copolymers (A-b-B-b-C type, A-b-(B-co-C) type, and A-b-B-b-A type) with semiconducting polymer segments by the combination of controlled polymerizations and azido-alkyne cycloaddition (CuAAC) reactions with chain-end functionalized polymers. By utilizing their nano- and sub-nano-level self-assembled structures in the thin films of studied polymers, we clarified the criteria of block sequences for improving material characteristics to create novel intrinsically-stretchable organic thin-film transistor materials.

Academic Significance and Societal Importance of the Research Achievements

本研究の目的の一つである電子特性と伸縮性のトレードオフを払しょくするための分子設計指針としてシーケンス制御されたブロック共重合体の活用が有効であることを証明した。これらの成果を活用することで、電子デバイスのウェアラブル化やストレッチャブル化の技術が促進されると期待される。ひいては、衣服・皮膚に貼り付け、または体内に埋め込んで稼動する生体センサによる健康モニタリング等の技術革新により健康寿命の延長に繋がり、我が国が直面する人口減少や医師不足の問題解決に資すると期待される。

Report

(4 results)
  • 2023 Annual Research Report   Final Research Report ( PDF )
  • 2022 Annual Research Report
  • 2021 Annual Research Report
  • Research Products

    (27 results)

All 2023 2022 2021 Other

All Int'l Joint Research (3 results) Journal Article (9 results) (of which Int'l Joint Research: 7 results,  Peer Reviewed: 9 results,  Open Access: 1 results) Presentation (12 results) (of which Int'l Joint Research: 4 results,  Invited: 5 results) Book (2 results) Remarks (1 results)

  • [Int'l Joint Research] 国立台湾大学/国立成功大学(その他の国・地域(台湾))

    • Related Report
      2023 Annual Research Report
  • [Int'l Joint Research] 国立台湾大学(その他の国・地域)

    • Related Report
      2022 Annual Research Report
  • [Int'l Joint Research] 国立台湾大学(その他の国・地域)

    • Related Report
      2021 Annual Research Report
  • [Journal Article] Synthesis of ABCBA-type miktoarm H-shaped copolymers with poly(3-hexylthiophene) segments and their application to intrinsically stretchable photonic transistor memor2023

    • Author(s)
      S. Inagaki, C.-Y. Sung, A.-C. Chang, Y.-C. Lin, W.-C. Chen, T. Higashihara
    • Journal Title

      Journal of Materials Chemistry C

      Volume: 11 Issue: 19 Pages: 6306-6316

    • DOI

      10.1039/d3tc00690e

    • Related Report
      2023 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Intrinsically Stretchable Block Copolymer Comprised of Polyisobutene and Naphthalenediimide-Bithiophene-Based π-Conjugated Polymer Segments for Field-Effect Transistors2022

    • Author(s)
      S. Yamamoto, M. Matsuda, C.-Y. Lin, K. Enomoto, Y.-C. Lin, W.-C. Chen, T. Higashihara
    • Journal Title

      ACS Appl. Polym. Mater.

      Volume: 4 Issue: 12 Pages: 8942-8951

    • DOI

      10.1021/acsapm.2c01336

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Synthesis of an ABC triblock copolymer by a bilateral Click reaction using α,ω-bifunctionalized poly(3-hexylthiophene) as an inner segment2022

    • Author(s)
      S. Inagaki, T. Higashihara
    • Journal Title

      Polym. Chem.

      Volume: 13 Issue: 24 Pages: 3613-3618

    • DOI

      10.1039/d2py00370h

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Precise Synthesis of α,ω-Chain-End-Functionalized Poly(dimethylsiloxane) with Bromoaryl Groups for Incorporation in Naphthalene-Diimide-Based N-type Semiconducting Polymers2022

    • Author(s)
      K Sato, Y. Hemmi, A. Kato, H. Matsui, K. Fuchise, T. Higashihara
    • Journal Title

      Polymer

      Volume: 252 Pages: 124934-124934

    • DOI

      10.1016/j.polymer.2022.124934

    • Related Report
      2022 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of a novel A-b-(B-co-C)-type terpolymer with a regioregular poly(3-hexylthiophene) segment and its application to intrinsically stretchable transistor memory2022

    • Author(s)
      Inagaki Shin、Lin Yan-Cheng、Tanaka Hisakazu、Koganezawa Tomoyuki、Chen Wen-Chang、Higashihara Tomoya
    • Journal Title

      Materials Chemistry and Physics

      Volume: 281 Pages: 125911-125911

    • DOI

      10.1016/j.matchemphys.2022.125911

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Low‐Energy‐Consumption and Electret‐Free Photosynaptic Transistor Utilizing Poly(3‐hexylthiophene)‐Based Conjugated Block Copolymers2022

    • Author(s)
      Yang Wei‐Chen、Lin Yan‐Cheng、Inagaki Shin、Shimizu Hiroya、Ercan Ender、Hsu Li‐Che、Chueh Chu‐Chen、Higashihara Tomoya、Chen Wen‐Chang
    • Journal Title

      Advanced Science

      Volume: 9 Issue: 8 Pages: 2105190-2105190

    • DOI

      10.1002/advs.202105190

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Intrinsically stretchable naphthalenediimide-bithiophene conjugated statistical terpolymers using branched conjugation break spacers for field-effect transistors2021

    • Author(s)
      Lin Yan-Cheng、Matsuda Megumi、Sato Kei-ichiro、Chen Chun-Kai、Yang Wei-Chen、Chueh Chu-Chen、Higashihara Tomoya、Chen Wen-Chang
    • Journal Title

      Polymer Chemistry

      Volume: 12 Issue: 42 Pages: 6167-6178

    • DOI

      10.1039/d1py01154e

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Precise synthesis of α,ω-chain-end functionalized poly(dimethylsiloxane) with azide groups based on metal-free ring-opening polymerization and a quantitative azidation reaction2021

    • Author(s)
      Sato Kei-ichiro、Ito Souki、Higashihara Tomoya、Fuchise Keita
    • Journal Title

      Reactive and Functional Polymers

      Volume: 166 Pages: 105009-105009

    • DOI

      10.1016/j.reactfunctpolym.2021.105009

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Investigation of the Mobility-Stretchability Properties of Naphthalenediimide-Based Conjugated Random Terpolymers with a Functionalized Conjugation Break Spacer2021

    • Author(s)
      Lin Yan-Cheng、Matsuda Megumi、Chen Chun-Kai、Yang Wei-Chen、Chueh Chu-Chen、Higashihara Tomoya、Chen Wen-Chang
    • Journal Title

      Macromolecules

      Volume: 54 Issue: 16 Pages: 7388-7399

    • DOI

      10.1021/acs.macromol.1c00534

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Presentation] Intrinsically Stretchable N-type Semiconducting Polymer Materials2023

    • Author(s)
      T. Higashihara
    • Organizer
      International Congress on Pure & Applied Chemistry Bali 2023 (ICPAC 2023)
    • Related Report
      2023 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 半導体高分子鎖をもつシーケンシャルABC型トリブロック共重合体の精密合成2023

    • Author(s)
      伊藤 蒼紀、稲垣 伸、東原
    • Organizer
      第31回日本ポリイミド・芳香族系高分子会議
    • Related Report
      2023 Annual Research Report
  • [Presentation] ポリイソブテン鎖とn型半導体高分子鎖とからなるABA型トリブロック共重合体の合成と伸縮性有機トランジスタ材料への応用2023

    • Author(s)
      山本 脩人、松田 萌実、Y.-C. Lin、東原 知哉
    • Organizer
      第72回高分子討論会
    • Related Report
      2023 Annual Research Report
  • [Presentation] Challenges in Polymer Design and Synthesis for Stretchable Electronics2023

    • Author(s)
      Tomoya Higashihara
    • Organizer
      Intrnational mini-Symposium on Polymer Materials (ISPM2023)
    • Related Report
      2022 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 鎖末端に5-ブロモチエニル基を有するポリイソブテンの精密合成及びπ共役モノマーとの共重合2022

    • Author(s)
      山本脩人、松田直樹、東原知哉
    • Organizer
      第71回高分子年次大会
    • Related Report
      2022 Annual Research Report
  • [Presentation] ポリ(3-ヘキシルチオフェン)鎖を有するシーケンシャル・トポロジカル半導体高分子の合成2022

    • Author(s)
      稲垣伸、Yan-Cheng Lin、Wen-Chang Chen、東原知哉
    • Organizer
      第71回高分子討論会
    • Related Report
      2022 Annual Research Report
  • [Presentation] Green and controlled synthesis of functional semiconducting polymers for organic electronics2022

    • Author(s)
      Tomoya Higashihara
    • Organizer
      International Congress on Pure & Applied Chemistry(ICPAC)2022
    • Related Report
      2022 Annual Research Report
    • Int'l Joint Research
  • [Presentation] ストレッチャブルデバイス用半導体ポリマー材料の開発2022

    • Author(s)
      東原 知哉
    • Organizer
      21-6 ポリマーフロンティア21フレキシブルエレクトロニクスの最前線
    • Related Report
      2021 Annual Research Report
    • Invited
  • [Presentation] π共役高分子の精密合成と伸縮性有機エレクトロニクス材料への応用2022

    • Author(s)
      東原 知哉
    • Organizer
      東京工業大学講演会
    • Related Report
      2021 Annual Research Report
    • Invited
  • [Presentation] Precise design and synthesis of semiconducting polymers suited for organic electronic materials2022

    • Author(s)
      Tomoya Higashihara
    • Organizer
      Shiny Chemical Lectureship
    • Related Report
      2021 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 鎖末端官能基化ポリ(3-ヘキシルチオフェン)を用いた新規半導体エラストマー材料の創成2021

    • Author(s)
      稲垣 伸、田中 寿計、林 彦丞、陳 文章、東原 知哉
    • Organizer
      第70回高分子討論会
    • Related Report
      2021 Annual Research Report
  • [Presentation] 両末端アジド化ポリジメチルシロキサン及び半導体高分子鎖を含むABA型トリブロック共重合体の精密合成2021

    • Author(s)
      佐藤 圭一郎、稲垣 伸、東原 知哉、渕瀬 啓太
    • Organizer
      第70回高分子討論会
    • Related Report
      2021 Annual Research Report
  • [Book] 導電性材料の設計,導電性制御および最新応用展開2021

    • Author(s)
      執筆者:82名、技術情報協会 (分担執筆者 東原知哉)
    • Total Pages
      983
    • Publisher
      技術情報協会
    • ISBN
      9784861048678
    • Related Report
      2021 Annual Research Report
  • [Book] ストレッチャブルエレクトロニクスの技術動向2021

    • Author(s)
      関谷毅 (分担執筆者 東原知哉)
    • Total Pages
      228
    • Publisher
      シーエムシー出版
    • ISBN
      9784781316079
    • Related Report
      2021 Annual Research Report
  • [Remarks] 東原研究室HP

    • URL

      https://higashihara-lab.yz.yamagata-u.ac.jp/

    • Related Report
      2023 Annual Research Report 2022 Annual Research Report 2021 Annual Research Report

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Published: 2021-04-28   Modified: 2025-01-30  

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