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Development of rigid but soft self-assembled monolayer exhibiting efficient charge transport property

Research Project

Project/Area Number 18K14190
Research Category

Grant-in-Aid for Early-Career Scientists

Allocation TypeMulti-year Fund
Review Section Basic Section 32020:Functional solid state chemistry-related
Research InstitutionNara Institute of Science and Technology

Principal Investigator

Hayashi Hironobu  奈良先端科学技術大学院大学, 先端科学技術研究科, 助教 (00736936)

Project Period (FY) 2018-04-01 – 2020-03-31
Project Status Completed (Fiscal Year 2019)
Budget Amount *help
¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000)
Fiscal Year 2019: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2018: ¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000)
Keywordsアントラセン / 多量体 / 電荷輸送特性 / 単分子膜 / 前駆体法 / 有機半導体 / 自己組織化 / 有機デバイス / 単結晶
Outline of Final Research Achievements

Self-assembled monolayer field-effect transistors (SAMFETs) are a promising concept. In this study, not only rigid but also soft anthracene oligomers were synthesized as molecules for SAMFETs. Specifically, anthracene oligomers without alkyl side chains were selected as the semiconducting core for the better packing on the substrate. Normally, it is difficult to synthesize such oligomers because of the low solubility. To solve this problem, we have successfully synthesized a series of anthracene oligomers for SAMFETs by using “photochemical precursor method”. Additionally, these molecules formed the SAM on ITO and Si/SiO2/AlOx subsrates, and the morphology of SAMs was examined. We believe that these results provide the important clue of molecular design towards efficient SAMFETs.

Academic Significance and Societal Importance of the Research Achievements

SAMFETは単一分子が吸着部位・スペーサー・電荷輸送部位・コンタクト部位を有するため高純度化も可能であり、うまく分子を作り込めば、高い電荷輸送特性を発現できる系になる。しかし、溶解性の問題からこれまで、電荷輸送部位にアルキル基などの置換基を導入せざるを得なかった。本研究での成果は、光変換型前駆体法の利用によりこの問題を回避できることを示すものであり、今後のSAMFET用分子の設計に一石を投じるものである。

Report

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

    (19 results)

All 2020 2019 2018 Other

All Int'l Joint Research (1 results) Journal Article (8 results) (of which Int'l Joint Research: 1 results,  Peer Reviewed: 8 results,  Open Access: 2 results) Presentation (10 results) (of which Int'l Joint Research: 4 results,  Invited: 1 results)

  • [Int'l Joint Research] Empa(スイス)

    • Related Report
      2019 Annual Research Report
  • [Journal Article] Direct borylation of terrylene and quaterrylene2020

    • Author(s)
      Kano Haruka、Uehara Keiji、Matsuo Kyohei、Hayashi Hironobu、Yamada Hiroko、Aratani Naoki
    • Journal Title

      Beilstein Journal of Organic Chemistry

      Volume: 16 Pages: 621-627

    • DOI

      10.3762/bjoc.16.58

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Open-circuit-voltage shift of over 0.5 V in organic photovoltaic cells induced by a minor structural difference in alkyl substituents2020

    • Author(s)
      Suzuki Mitsuharu、Terai Kengo、Quinton Cassandre、Hayashi Hironobu、Aratani Naoki、Yamada Hiroko
    • Journal Title

      Chemical Science

      Volume: 11 Issue: 7 Pages: 1825-1831

    • DOI

      10.1039/c9sc04956h

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of Anthracene Derivatives with Azaacene‐Containing Iptycene Wings and the Utilization as a Dopant for Solution‐Processed Organic Light‐Emitting Diodes2019

    • Author(s)
      Hayashi Hironobu、Kato Yuki、Matsumoto Akinobu、Shikita So、Aizawa Naoya、Suzuki Mitsuharu、Aratani Naoki、Yasuda Takuma、Yamada Hiroko
    • Journal Title

      Chemistry A European Journal

      Volume: 25 Issue: 68 Pages: 15565-15571

    • DOI

      10.1002/chem.201903476

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Effect of Edge Functionalization on the Bottom-Up Synthesis of Nano-Graphenes2019

    • Author(s)
      Manabu Ohtomo, Hironobu Hayashi, Kenjiro Hayashi, Hideyuki Jippo, Juanjuan Zhu, Ryunosuke Hayashi, Junichi Yamaguchi, Mari Ohfuchi, Hiroko Yamada, Shintaro Sato
    • Journal Title

      ChemPhysChem

      Volume: 20 Issue: 24 Pages: 3366-3372

    • DOI

      10.1002/cphc.201900510

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] On-surface light-induced generation of higher acenes and elucidation of their open-shell character2019

    • Author(s)
      Urgel Jose I.、Mishra Shantanu、Hayashi Hironobu、Wilhelm Jan、Pignedoli Carlo A.、Di Giovannantonio Marco、Widmer Roland、Yamashita Masataka、Hieda Nao、Ruffieux Pascal、Yamada Hiroko、Fasel Roman
    • Journal Title

      Nature Communications

      Volume: 10 Issue: 1 Pages: 861-861

    • DOI

      10.1038/s41467-019-08650-y

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] A remarkably strained cyclopyrenylene trimer that undergoes metal-free direct oxygen insertion into the biaryl C-C σ-bond2019

    • Author(s)
      Kurosaki Ryo、Hayashi Hironobu、Suzuki Mitsuharu、Jiang Julong、Hatanaka Miho、Aratani Naoki、Yamada Hiroko
    • Journal Title

      Chemical Science

      Volume: 10 Issue: 28 Pages: 6785-6790

    • DOI

      10.1039/c9sc01777a

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Torsional chirality generation based on cyclic oligomers constructed from an odd number of pyrenes2019

    • Author(s)
      Kurosaki Ryo、Suzuki Mitsuharu、Hayashi Hironobu、Fujiki Michiya、Aratani Naoki、Yamada Hiroko
    • Journal Title

      Chemical Communications

      Volume: 55 Issue: 65 Pages: 9618-9621

    • DOI

      10.1039/c9cc03123e

    • Related Report
      2019 Annual Research Report
    • Peer Reviewed
  • [Journal Article] An Ethynylene-Bridged Pentacene Dimer: Two-Step Synthesis and Charge-Transport Properties2018

    • Author(s)
      Kawano Koki、Hayashi Hironobu、Yoshimoto Shinya、Aratani Naoki、Suzuki Mitsuharu、Yoshinobu Jun、Yamada Hiroko
    • Journal Title

      Chemistry - A European Journal

      Volume: 24 Issue: 56 Pages: 14916-14920

    • DOI

      10.1002/chem.201803002

    • Related Report
      2018 Research-status Report
    • Peer Reviewed
  • [Presentation] アントラセン多量体を用いた自己組織化単分子膜の作製2020

    • Author(s)
      角田 暢・林 宏暢・山田 容子
    • Organizer
      日本化学会第100春季年会
    • Related Report
      2019 Annual Research Report
  • [Presentation] On-surface light-induced synthesis of higher acenes from alpha-diketone-type precursors2019

    • Author(s)
      Hironobu Hayashi, Hiroko Yamada
    • Organizer
      14th International Symposium on Functional pi-Electron Systems
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Synthesis and characterization of large acenes by using on-surface synthesis2019

    • Author(s)
      Hironobu Hayashi, Hiroko Yamada
    • Organizer
      Materials Research Meeting 2019
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Charge transport property of an ethynylene-bridged pentacene dimer2019

    • Author(s)
      Hironobu Hayashi, Hiroko Yamada
    • Organizer
      10th International Conference on Molecular Electronics & BioElectronics
    • Related Report
      2019 Annual Research Report
    • Int'l Joint Research
  • [Presentation] シクラセン合成を目指した屈折構造を利用した環状化合物の合成法の開拓2019

    • Author(s)
      林宏暢・山田容子
    • Organizer
      第30回基礎有機科学討論会
    • Related Report
      2019 Annual Research Report
  • [Presentation] 光変換型前駆体法を利用したアントラセン多量体の合成2019

    • Author(s)
      角田 暢、林 宏暢、山田容子
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Research-status Report
  • [Presentation] 屈曲した前駆体構造を利用した環状化合物の合成2019

    • Author(s)
      佐藤 静香、林 宏暢、荒谷 直樹、山田 容子
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Research-status Report
  • [Presentation] On-Surface Synthesis of Self-Assembled Graphene Nanoribbon from Partially Fluorinated Precursors2018

    • Author(s)
      Hironobu Hayashi, Hiroko Yamada
    • Organizer
      On-surface synthesis 2018
    • Related Report
      2018 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] イプチセン骨格を導入したアントラセン誘導体の合成と有機ELへの応用2018

    • Author(s)
      加藤祐希、林宏暢、松本彬伸、敷田蒼、相澤直矢、安田琢麿、山田容子
    • Organizer
      第29回基礎有機化学討論会
    • Related Report
      2018 Research-status Report
  • [Presentation] Visible-light-induced photodecarbonylation of alpha-diketone-type large acene precursors on Au(111) surface2018

    • Author(s)
      Hironobu Hayashi, Hiroko Yamada
    • Organizer
      第55回 フラーレン・ナノチューブ・グラフェン総合シンポジウム
    • Related Report
      2018 Research-status Report

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Published: 2018-04-23   Modified: 2021-02-19  

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