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Organic thin film devices based on narrow bandgap semiconducting polymers

Research Project

Project/Area Number 18KK0157
Research Category

Fund for the Promotion of Joint International Research (Fostering Joint International Research (B))

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

Principal Investigator

Michinobu Tsuyoshi  東京工業大学, 物質理工学院, 准教授 (80421410)

Co-Investigator(Kenkyū-buntansha) 松本 英俊  東京工業大学, 物質理工学院, 教授 (40345393)
角屋 智史  兵庫県立大学, 物質理学研究科, 助教 (70759018)
Project Period (FY) 2019-02-07 – 2021-03-31
Project Status Completed (Fiscal Year 2020)
Budget Amount *help
¥17,680,000 (Direct Cost: ¥13,600,000、Indirect Cost: ¥4,080,000)
Fiscal Year 2020: ¥6,240,000 (Direct Cost: ¥4,800,000、Indirect Cost: ¥1,440,000)
Fiscal Year 2019: ¥6,240,000 (Direct Cost: ¥4,800,000、Indirect Cost: ¥1,440,000)
Fiscal Year 2018: ¥5,200,000 (Direct Cost: ¥4,000,000、Indirect Cost: ¥1,200,000)
Keywords有機半導体 / 半導体高分子 / トランジスタ / 太陽電池 / 有機エレクトロニクス
Outline of Final Research Achievements

We have developed new organic semiconductor polymers that can selectively transport electrons. By using an environmentally friendly synthetic method, electron-deficient monomers could be efficiently polymerized. The main chain and side chain structures of the polymers were optimized, resulting in high electron mobilities in the thin film states. It was also found that large-area uniform thin films can be produced at low cost by using the blade-coating method. In addition, the obtained organic semiconductor polymers were applied to organic transistors and all-polymer solar cells, and high electron mobilities and excellent photo-conversion efficiencies were achieved.

Academic Significance and Societal Importance of the Research Achievements

有機材料は資源的な制約がなく、低コストで大量に生産することができる。また、化学構造と物性の間に明確な相関があるため、化学構造を最適化することで目的の材料物性を得ることができる。有機半導体高分子は既存の無機半導体に代わる新しい材料として期待されており、将来的には折り曲げたり引っ張ったりすることができる次世代電子デバイスに応用されると考えられている。本研究では有機半導体高分子の分野で性能が劣っていたアクセプターの開発に成功し、全有機高分子型太陽電池の電子移動度や光電変換効率を向上させることができた。

Report

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

    (39 results)

All 2021 2020 2019 Other

All Int'l Joint Research (9 results) Journal Article (18 results) (of which Int'l Joint Research: 9 results,  Peer Reviewed: 18 results,  Open Access: 1 results) Presentation (10 results) (of which Int'l Joint Research: 5 results,  Invited: 3 results) Book (1 results) Remarks (1 results)

  • [Int'l Joint Research] Nanyang Technological University(シンガポール)

    • Related Report
      2020 Annual Research Report
  • [Int'l Joint Research] KAIST(韓国)

    • Related Report
      2020 Annual Research Report
  • [Int'l Joint Research] 清華大学(中国)

    • Related Report
      2020 Annual Research Report
  • [Int'l Joint Research] Nanyang Technological University(シンガポール)

    • Related Report
      2019 Research-status Report
  • [Int'l Joint Research] KAIST(韓国)

    • Related Report
      2019 Research-status Report
  • [Int'l Joint Research] 清華大学(中国)

    • Related Report
      2019 Research-status Report
  • [Int'l Joint Research] Nanyang Technological University(シンガポール)

    • Related Report
      2018 Research-status Report
  • [Int'l Joint Research] KAIST(韓国)

    • Related Report
      2018 Research-status Report
  • [Int'l Joint Research] 清華大学(中国)

    • Related Report
      2018 Research-status Report
  • [Journal Article] Cu(I)-Catalyzed Azide-Alkyne Cycloaddition Synthesis and Fluorescent Ion Sensor Behavior of Carbazole-Triazole-Fluorene Conjugated Polymers2021

    • Author(s)
      S. Tane, T. Michinobu
    • Journal Title

      Polym. Int.

      Volume: 70 Issue: 4 Pages: 432-436

    • DOI

      10.1002/pi.5976

    • Related Report
      2020 Annual Research Report 2019 Research-status Report
    • Peer Reviewed
  • [Journal Article] Cross-linking of Poly(arylenebutadiynylene)s and Its Effect on Charge Carrier Mobilities in Thin Film Transistors2021

    • Author(s)
      S. Otep, K. Ogita, N. Yomogita, K. Motai, Y. Wang, Y.-C. Tseng, C.-C. Cheuh, Y. Hayamizu, H. Matsumoto, K. Ishikawa, T. Mori, T. Michinobu
    • Journal Title

      Macromolecules

      Volume: 54 Issue: 9 Pages: 4351-4362

    • DOI

      10.1021/acs.macromol.1c00008

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Diketopyrrolopyrrole-Based Dual-Acceptor Copolymers to Realize Tunable Charge Carrier Polarity of Organic Transistors and High-Performance Non-Volatile Ambipolar Flash Memories2020

    • Author(s)
      Q. Liu, Y. Wang, Y. Ren, A. Kohara, H. Matsumoto, Y. Chen, S. Manzhos, K. Feron, S. E. Bottle, J. Bell, Y. Zhou, T. Michinobu, P. Sonar
    • Journal Title

      ACS Appl. Electron. Mater.

      Volume: 2 Issue: 6 Pages: 1609-1618

    • DOI

      10.1021/acsaelm.0c00169

    • Related Report
      2020 Annual Research Report 2019 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] N-Type Charge Carrier Transport Properties of BDOPV-Benzothiadiazole-Based Semiconducting Polymers2020

    • Author(s)
      S. Wang, S. Otep, J. Kimpel, T. Mori, T. Michinobu
    • Journal Title

      Electronics

      Volume: 9 Issue: 10 Pages: 1604-1604

    • DOI

      10.3390/electronics9101604

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Poly(3,9-carbazole)s: A Chemically Stable Extended Form of Polyaniline for Nitro-Aromatic Sensor Applications2020

    • Author(s)
      J. Kimpel, Y. Yoshitake, T. Michinobu
    • Journal Title

      Bull. Chem. Soc. Jpn.

      Volume: 93 Issue: 11 Pages: 1361-1365

    • DOI

      10.1246/bcsj.20200177

    • NAID

      130007939767

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A Cyano-Rich Small Molecule Dopant for Organic Thermoelectrics2020

    • Author(s)
      K.-H. Tu, Y. Wang, Y. Kiyota, T. Iwahashi, Y. Ouchi, T. Mori, T. Michinobu
    • Journal Title

      Org. Electron.

      Volume: 87 Pages: 105986-105986

    • DOI

      10.1016/j.orgel.2020.105978

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Diketopyrrolopyrrole-Thiophene-Methoxythiophene Based Random Copolymers for Organic Field Effect Transistor Applications2020

    • Author(s)
      S. Otep, Y.-C. Lin, H. Matsumoto, T. Mori, K.-H. Wei, T. Michinobu
    • Journal Title

      Org. Electron.

      Volume: 87 Pages: 105986-105986

    • DOI

      10.1016/j.orgel.2020.105986

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Pure Organic Semiconductor-Based Photoelectrodes for Water Splitting2020

    • Author(s)
      S. Otep, T. Michinobu, Q. Zhang
    • Journal Title

      Sol. RRL

      Volume: 4 Issue: 8 Pages: 1900395-1900395

    • DOI

      10.1002/solr.201900395

    • Related Report
      2020 Annual Research Report 2019 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Conjugated Polymers for Functional Applications: Lifetime and Performance of Polymeric Organic Semiconductors in OFETs2020

    • Author(s)
      J. Kimpel, T. Michinobu
    • Journal Title

      Polym. Int.

      Volume: 69 Issue: 4 Pages: 367-373

    • DOI

      10.1002/pi.6020

    • Related Report
      2020 Annual Research Report 2019 Research-status Report
    • Peer Reviewed
  • [Journal Article] Improving the Air-Stability of n-Type Organic Thin-Film Transistors by Polyacrylonitrile Additive2020

    • Author(s)
      J. Dong, Y. Wang, T. Mori, T. Michinobu
    • Journal Title

      Jpn. J. Appl. Phys.

      Volume: 59 Issue: SD Pages: SDDC05-SDDC05

    • DOI

      10.7567/1347-4065/ab5c4b

    • NAID

      210000157695

    • Related Report
      2019 Research-status Report
    • Peer Reviewed
  • [Journal Article] Tuning the Charge Carrier Polarity of Organic Transistors by Varying the Electron Affinity of the Flanked Units in Diketopyrrolopyrrole-Based Copolymers2020

    • Author(s)
      Q. Liu, Y. Wang, A. Kohara, H. Matsumoto, S. Manzhos, K. Feron, S. E. Bottle, J. Bell, T. Michinobu, P. Sonar
    • Journal Title

      Adv. Funct. Mater.

      Volume: 30 Issue: 7 Pages: 1907452-1907452

    • DOI

      10.1002/adfm.201907452

    • Related Report
      2019 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Development of Block Copolymers with Poly(3-hexylthiophene) Segments as Compatibilizers in Non-Fullerene Organic Solar Cells2020

    • Author(s)
      Y.-A. Su, N. Maebayashi, H. Fujita, Y.-C. Lin, C.-I. Chen, W.-C. Chen, T. Michinobu, C.-C. Chueh, T. Higashihara
    • Journal Title

      ACS Appl. Mater. Interfaces

      Volume: 12 Issue: 10 Pages: 12083-12092

    • DOI

      10.1021/acsami.9b22531

    • Related Report
      2019 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Development of N-Type Semiconducting Polymers for Transistor Applications2019

    • Author(s)
      T. Michinobu
    • Journal Title

      Journal of Photopolymer Science and Technology

      Volume: 32 Issue: 4 Pages: 563-570

    • DOI

      10.2494/photopolymer.32.563

    • NAID

      130007744432

    • ISSN
      0914-9244, 1349-6336
    • Year and Date
      2019-06-24
    • Related Report
      2019 Research-status Report
    • Peer Reviewed
  • [Journal Article] Dual Imide-Functionalized Unit-Based Regioregular D-A1-D-A2 Polymers for Efficient Unipolar n-Channel Organic Transistors and All-Polymer Solar Cells2019

    • Author(s)
      Y. Wang, S. W. Kim, J. Lee, H. Matsumoto, B. J. Kim, T. Michinobu
    • Journal Title

      ACS Appl. Mater. Interfaces

      Volume: 11 Issue: 25 Pages: 22583-22594

    • DOI

      10.1021/acsami.9b05537

    • Related Report
      2019 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Significant Difference in Semiconducting Properties of Isomeric All-Acceptor Polymers Synthesized via Direct Arylation Polycondensation2019

    • Author(s)
      Y. Wang, T. Hasegawa, H. Matsumoto, T. Michinobu
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 58 Issue: 34 Pages: 11893-11902

    • DOI

      10.1002/anie.201904966

    • Related Report
      2019 Research-status Report
    • Peer Reviewed
  • [Journal Article] Tuning Backbone Planarity in Thiadiazolobenzotriazole-Bis(thienothiophenyl)ethylene Copolymers for Organic Field-Effect Transistors2019

    • Author(s)
      S. Otep, Y. Wang, A. Kohara, H. Matsumoto, T. Mori, T. Michinobu
    • Journal Title

      ACS Appl. Polym. Mater.

      Volume: 1 Issue: 9 Pages: 2302-2312

    • DOI

      10.1021/acsapm.9b00329

    • Related Report
      2019 Research-status Report
    • Peer Reviewed
  • [Journal Article] Impact of Incorporating Nitrogen Atoms in Naphthalenediimide-Based Polymer Acceptors on the Charge Generation, Device Performance, and Stability of All-Polymer Solar Cells2019

    • Author(s)
      S. W. Kim, Y. Wang, H. You, W. Lee, T. Michinobu, B. J. Kim
    • Journal Title

      ACS Appl. Mater. Interfaces

      Volume: 11 Issue: 39 Pages: 35896-35903

    • DOI

      10.1021/acsami.9b12037

    • Related Report
      2019 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Energy Level Tuning of Aromatic Polyamines by [2+2] Cycloaddition-Retroelectrocyclization for the Optimization of Device Performances2019

    • Author(s)
      K. Morita, T. Michinobu
    • Journal Title

      Synth. Met.

      Volume: 257 Pages: 116179-116179

    • DOI

      10.1016/j.synthmet.2019.116179

    • Related Report
      2019 Research-status Report
    • Peer Reviewed
  • [Presentation] 有機半導体高分子の主鎖平面性とトランジスタ特性の相関2020

    • Author(s)
      Otep Sultan、道信 剛志
    • Organizer
      第69回高分子討論会
    • Related Report
      2020 Annual Research Report
  • [Presentation] [2+2]付加環化反応を用いた新規n型有機半導体の合成2020

    • Author(s)
      尾山 泰輝、道信 剛志
    • Organizer
      第10回CSJ化学フェスタ2020
    • Related Report
      2020 Annual Research Report
  • [Presentation] ポリスチレンを両端にもつポリアリーレンブタジイニレンの合成2020

    • Author(s)
      蓬田 直正、Otep Sultan、道信 剛志
    • Organizer
      第10回CSJ化学フェスタ2020
    • Related Report
      2020 Annual Research Report
  • [Presentation] 両端にポリスチレンを導入したABA型トリブロック共重合体の合成2020

    • Author(s)
      蓬田 直正、Otep Sultan、道信 剛志
    • Organizer
      2020年繊維学会秋季研究発表会
    • Related Report
      2020 Annual Research Report
  • [Presentation] The [2+2] Cycloaddition-Retroelectrocyclization (CA-RE) Click Reaction for the Synthesis of Polymeric Push-Pull Chromophores2020

    • Author(s)
      T. Michinobu
    • Organizer
      Glowing Polymer Symposium in KANTO (GPS-K)
    • Related Report
      2020 Annual Research Report
    • Invited
  • [Presentation] n型半導体高分子の開発とトランジスタ応用2019

    • Author(s)
      道信 剛志
    • Organizer
      ICPST-36
    • Related Report
      2019 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Photoelectrocatalytic Application of Thiadiazolobenzotriazole and Bis(thienothiophenyl)ethylene Based Donor-Acceptor Conjugated Polymers2019

    • Author(s)
      S. Otepov, T. Michinobu
    • Organizer
      10th International Conference on Molecular Electronics & BioElectronics
    • Related Report
      2019 Research-status Report
    • Int'l Joint Research
  • [Presentation] Improving the Air-Stability of n-Type Organic Thin-Film Transistors by Additive Polyacrylonitrile2019

    • Author(s)
      J. H. Dong, Y. Wang, T. Michinobu
    • Organizer
      10th International Conference on Molecular Electronics & BioElectronics
    • Related Report
      2019 Research-status Report
    • Int'l Joint Research
  • [Presentation] Metal-Free Click Chemistry for the Synthesis of Functional Polymers2019

    • Author(s)
      T. Michinobu
    • Organizer
      FAPS 2019 Polymer Congress
    • Related Report
      2019 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Novel Photo-Induced Recovery of OFET Memories Based on Coplanar Donor-Acceptor Polymer Electret for Photo-Recorder Application2019

    • Author(s)
      C.-H. Chen, C.-Y. Ke, Y. Wang, T. Michinobu, Y.-C. Chiu, G.-S. Liou
    • Organizer
      FAPS 2019 Polymer Congress
    • Related Report
      2019 Research-status Report
    • Int'l Joint Research
  • [Book] Ambipolar Materials and Devices2020

    • Author(s)
      Y. Zhou, S.-T. Han
    • Total Pages
      446
    • Publisher
      Royal Society of Chemistry
    • ISBN
      9781788018685
    • Related Report
      2020 Annual Research Report 2019 Research-status Report
  • [Remarks] 東京工業大学 道信研究室

    • URL

      http://www.op.titech.ac.jp/lab/michinobu/jp/index.html

    • Related Report
      2020 Annual Research Report 2019 Research-status Report 2018 Research-status Report

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Published: 2019-02-12   Modified: 2022-01-27  

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