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Organic transistors based on hydrogen-bond-functionalized organic semiconductors

Research Project

Project/Area Number 15H06135
Research Category

Grant-in-Aid for Research Activity Start-up

Allocation TypeSingle-year Grants
Research Field Functional solid state chemistry
Research InstitutionThe University of Tokyo

Principal Investigator

Higahino Toshiki  東京大学, 物性研究所, 特任研究員 (30761324)

Project Period (FY) 2015-08-28 – 2017-03-31
Project Status Completed (Fiscal Year 2016)
Budget Amount *help
¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000)
Fiscal Year 2016: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2015: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Keywords有機トランジスタ / 有機半導体 / 有機伝導体 / 水素結合 / 結晶構造
Outline of Final Research Achievements

New benzothienobenzothiophene (BTBT) derivatives tailored by incorporating two adjacent substituent groups having hydrogen-bonding ability at the 2,3- and 2,3,7,8-positions have been synthesized. The methoxy-substituted BTBT derivatives form a lamellar herringbone packing structure in the crystal, while the thin-film morphologies of each derivatives depend on the side-chain effect of the introduced methoxy groups and strongly influence the transistor properties.
In addition, the hydroxy-substituted BTBT derivative produces a charge-transfer salt, in which the introduced hydroxy groups form a hydrogen-bonded chain structure with counter anions. This unique structural feature effectively increases the dimensionality of the electronic structure, leading to the stabilization of metallic conducting behavior.

Report

(3 results)
  • 2016 Annual Research Report   Final Research Report ( PDF )
  • 2015 Annual Research Report
  • Research Products

    (19 results)

All 2017 2016 2015

All Journal Article (7 results) (of which Int'l Joint Research: 5 results,  Peer Reviewed: 7 results,  Acknowledgement Compliant: 1 results,  Open Access: 2 results) Presentation (12 results) (of which Int'l Joint Research: 2 results)

  • [Journal Article] Improved stability of a metallic state in benzothienobenzothiophene-based molecular conductors: An effective increase of dimensionality with hydrogen bonds2017

    • Author(s)
      T. Higashino, A. Ueda, J. Yoshida, H. Mori
    • Journal Title

      Chem. Commun.

      Volume: 53 Issue: 24 Pages: 3426-3429

    • DOI

      10.1039/c7cc00784a

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Int'l Joint Research / Acknowledgement Compliant
  • [Journal Article] Charge-Transfer Complexes of Benzothienobenzothiophene with Tetracyanoquinodimethane and the n-Channel Organic Field-Effect Transistors2017

    • Author(s)
      Ryonosuke Sato, Masaki Dogishi, Toshiki Higashino, Tomofumi Kadoya, Tadashi Kawamoto, Takehiko Mori
    • Journal Title

      J. Phys. Chem. C

      Volume: 121 Issue: 12 Pages: 6561-6568

    • DOI

      10.1021/acs.jpcc.7b00902

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Air-Stable n-Channel Organic Field-Effect Transistors Based on Charge-Transfer Complexes Including Dimethoxybenzothienobenzothiophene and Tetracyanoquinodimethane Derivatives2016

    • Author(s)
      Toshiki Higashino, Masaki Dogishi, Tomofumi Kadoya, Ryonosuke Sato, Tadashi Kawamoto, Takehiko Mori
    • Journal Title

      J. Mater. Chem. C

      Volume: 4 Issue: 25 Pages: 5981-5987

    • DOI

      10.1039/c6tc01532h

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Air-Stable Ambipolar Organic Transistors Based on Charge-Transfer Complexes Containing Dibenzopyrrolopyrrole2016

    • Author(s)
      Chika Fujisue, Tomofumi Kadoya, Toshiki Higashino, Ryonosuke Sato, Tadashi Kawamoto, Takehiko Mori
    • Journal Title

      RSC Adv.

      Volume: 6 Issue: 58 Pages: 53345-53350

    • DOI

      10.1039/c6ra10606d

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Ambipolar Organic Transistors Based on Isoindigo Derivatives2016

    • Author(s)
      Minoru Ashizawa, Naoaki Masuda, Toshiki Higashino, Tomofumi Kadoya, Tadashi Kawamoto, Hidetoshi Matsumoto, Takehiko Mori
    • Journal Title

      Org. Electron.

      Volume: 35 Pages: 95-100

    • DOI

      10.1016/j.orgel.2016.05.013

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Benzothienobenzothiophene-Based Molecular Conductors: High Conductivity, Large Thermoelectric Power Factor, and One-Dimensional Instability2016

    • Author(s)
      Y. Kiyota, T. Kadoya, K. Yamamoto, K. Iijima, T. Higashino, T. Kawamoto, K. Takimiya, T. Mori
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 138 Issue: 11 Pages: 3920-3925

    • DOI

      10.1021/jacs.6b01213

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A Single-Component Conductor Based on a Radical Gold Dithiolene Complex with Alkyl-Substituted Thiophene-2,3-dithiolate Ligand2015

    • Author(s)
      T. Higashino, O. Jeannin, T. Kawamoto, D. Lorcy, T. Mori, M. Fourmigue
    • Journal Title

      Inorg. Chem.

      Volume: 54 Issue: 20 Pages: 9908-9913

    • DOI

      10.1021/acs.inorgchem.5b01678

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Presentation] 水素結合型新奇BTBT系有機伝導体の構造と物性2017

    • Author(s)
      東野 寿樹,上田 顕,熊井 玲児,村上 洋一,森 初果
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      神奈川県横浜市,慶應義塾大学日吉キャンパス
    • Year and Date
      2017-03-16
    • Related Report
      2016 Annual Research Report
  • [Presentation] メトキシ基を有する金属ジチオレン錯体を基盤とした新規分子性導体の合成,構造および物性2017

    • Author(s)
      横森 創,東野 寿樹,上田 顕,森 初果
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      神奈川県横浜市,慶應義塾大学日吉キャンパス
    • Year and Date
      2017-03-16
    • Related Report
      2016 Annual Research Report
  • [Presentation] 含硫黄有機半導体を用いた大気安定ヘテロ接合アンバイポーラトランジスタ2017

    • Author(s)
      飯嶋 広大,Yann Le Gal,Agathe Filatre-Furcate,東野 寿樹,Dominique Lorcy,森 健彦
    • Organizer
      第64回応用物理学会春季学術講演会
    • Place of Presentation
      神奈川県横浜市,パシフィコ横浜
    • Year and Date
      2017-03-14
    • Related Report
      2016 Annual Research Report
  • [Presentation] 水素結合型新奇BTBT系有機伝導体の合成と物性2016

    • Author(s)
      東野 寿樹,上田 顕,森 初果
    • Organizer
      第10回分子科学討論会
    • Place of Presentation
      兵庫県神戸市,神戸ファッションマート
    • Year and Date
      2016-09-13
    • Related Report
      2016 Annual Research Report
  • [Presentation] ビロダニン誘導体を用いたn型有機電界効果トランジスタ2016

    • Author(s)
      飯嶋 広大,Yann Le Gal,Agathe Filatre-Furcate,東野 寿樹,Dominique Lorcy,森 健彦
    • Organizer
      第10回分子科学討論会
    • Place of Presentation
      兵庫県神戸市,神戸ファッションマート
    • Year and Date
      2016-09-13
    • Related Report
      2016 Annual Research Report
  • [Presentation] ビチアゾール誘導体を用いた大気安定n型有機トランジスタ2016

    • Author(s)
      飯嶋 広大,Yann Le Gal,Agathe Filatre-Furcate,東野 寿樹,Dominique Lorcy,森 健彦
    • Organizer
      第77回応用物理学秋季学術講演会
    • Place of Presentation
      新潟県新潟市,朱鷺メッセ
    • Year and Date
      2016-09-13
    • Related Report
      2016 Annual Research Report
  • [Presentation] Synthesis, Structures and Physical Properties of A Quasi-One-Dimensional Molecular Conductor Based on Hydrogen-Bond-Functionalized Benzothienobenzothiophene2016

    • Author(s)
      Toshiki Higashino, Junya Yoshida, Akira Ueda, Kensuke Kobayashi, Reiji Kumai, Youichi Murakami, Hiromichi Yamakawa, Tatsuya Miyamoto, Hiroshi Okamoto, Kaoru Yamamoto, Hatsumi Mori
    • Organizer
      The 15th International Conference on Molecule-Based Magnets (ICMM2016)
    • Place of Presentation
      Sendai, Miyagi, Japan
    • Year and Date
      2016-09-04
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Symmetric and Asymmetric Methoxy-substitution on BTBT: Steric and Hydrogen-bonding Interactions2016

    • Author(s)
      Toshiki Higashino, Akira Ueda, Hatsumi Mori
    • Organizer
      The International Conference on Science and Technology of Synthetic Metals in 2016 (ICSM2016)
    • Place of Presentation
      Guangzhou, China
    • Year and Date
      2016-06-26
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research
  • [Presentation] 水素結合を活用した擬一次元有機伝導体beta-[BTBT(OH)2]2ClO4の構造と物性2016

    • Author(s)
      東野寿樹,吉田順哉,上田顕,小林賢介,熊井玲児,村上洋一,山川大路,宮本辰也,岡本博,山本薫,森初果
    • Organizer
      日本化学会第96春季年会
    • Place of Presentation
      同志社大学(京都,京田辺)
    • Year and Date
      2016-03-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] 対称・非対称型BTBT誘導体を用いた有機トランジスタ2016

    • Author(s)
      東野寿樹,上田顕,森初果
    • Organizer
      第63回応用物理学会春季学術講演会
    • Place of Presentation
      東京工業大学(東京,目黒)
    • Year and Date
      2016-03-19
    • Related Report
      2015 Annual Research Report
  • [Presentation] Air-Stable Ambipolar and n-Channel Organic Transistors with Hydrogen-Bond and Sulfur-Sulfur Network2015

    • Author(s)
      T. Higashino, S. Kumeta, S. Tamura, Y. Ando, K. Ohmori, K. Suzuki, A. Filatre-Furcate, D. Lorcy, T. Mori
    • Organizer
      Pacifichem2015
    • Place of Presentation
      Hawaii Convention Center (Honolulu, Hawaii, USA)
    • Year and Date
      2015-12-15
    • Related Report
      2015 Annual Research Report
  • [Presentation] カテコール部分構造を有するベンゾチエノベンゾチオフェンの合成と物性2015

    • Author(s)
      東野寿樹,吉田順哉,上田顕,森初果
    • Organizer
      第9回分子科学討論会
    • Place of Presentation
      東京工業大学(東京,目黒)
    • Year and Date
      2015-09-16
    • Related Report
      2015 Annual Research Report

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Published: 2015-08-26   Modified: 2018-03-22  

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