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Development of photosensitive phosphonic acid derivatives for organic thin film transistor

Research Project

Project/Area Number 18K05222
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Review Section Basic Section 35010:Polymer chemistry-related
Research InstitutionKanagawa University

Principal Investigator

YAMAGUCHI KAZUO  神奈川大学, 理学部, 教授 (20114902)

Project Period (FY) 2018-04-01 – 2022-03-31
Project Status Completed (Fiscal Year 2021)
Budget Amount *help
¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000)
Fiscal Year 2020: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2019: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2018: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywords感光性ホスホン酸 / 自己組織化単分子膜 / 有機薄膜トランジスタ / 2-ニトロベンジル誘導体
Outline of Final Research Achievements

Photosensitive phosphonic acids 1 containing four functional groups such as amine, alcohol, thiol, carboxylic acid protected by photocleavable 2-nitrobenzyl groups at the alkyl chain end were synthesized. In addition, photosensitive phosphonic acid 6 bearing carboxylic acid connected with aromatic ring of the 2-nitrobenzyl moiety through ether bond was synthesized. Indium tin oxide (ITO) substrate was modified with both types of the phosphonic acids to prepare self-assembled monolayer (SAM) at the surface followed by UV irradiation through a photomask. Photopatterning of four functional groups mentioned above was successfully obtained from SAM of 1. From SAM of 6, pattern of both amine and carboxylic acid was successfully generated at the same time by photoirradiation through photomask.

Academic Significance and Societal Importance of the Research Achievements

従来ほとんど報告されていない2-ニトロベンジル誘導体として官能基を保護した感光性ホスホン酸の開発に成功した。シランカップリング剤と異なり、ホスホン酸は、アミンやカルボン酸などの求核試薬と共存することができる。この特徴を生かして、カルボン酸とホスホン酸を2-ニトロベンジルカルバマートで連結した新規化合物の合成にも成功した。これを用いると2つの官能基の同時パターン形成が可能になることを明らかにした。これらの感光性ホスホン酸と従来の感光性シランカップリング剤の特徴を組み合わせることによって、有機薄膜トランジスタなどの有機エレクトロニクス材料の基盤技術として、今後大いに期待される。

Report

(5 results)
  • 2021 Annual Research Report   Final Research Report ( PDF )
  • 2020 Research-status Report
  • 2019 Research-status Report
  • 2018 Research-status Report
  • Research Products

    (12 results)

All 2022 2021 2020 2019 2018

All Journal Article (4 results) (of which Peer Reviewed: 2 results,  Open Access: 1 results) Presentation (7 results) (of which Int'l Joint Research: 1 results,  Invited: 1 results) Patent(Industrial Property Rights) (1 results)

  • [Journal Article] Photodegradable self-assembled monolayers bearing polyhedral oligosilsesquioxanes on metal oxides for the patterned deposition of silver nanoparticle ink and organic semiconductor2022

    • Author(s)
      Takuma Igari, Yuta Ono, Kohei Shigeta, Takahiro Ueta, Noriko Chikaraishi Kasuga, Kazuo Yamaguchi
    • Journal Title

      Mater. Chem. Phys.

      Volume: 277 Pages: 125467-125467

    • DOI

      10.1016/j.matchemphys.2021.125467

    • Related Report
      2021 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Development of photosensitive phosphonic acid derivatives for the fabrication of organic thin film transistors2020

    • Author(s)
      Kazuo Yamaguchi
    • Journal Title

      Impact

      Volume: 2020 Issue: 1 Pages: 57-59

    • DOI

      10.21820/23987073.2020.1.57

    • Related Report
      2019 Research-status Report
    • Open Access
  • [Journal Article] Synthesis of photodegradable surface modifiers based on phosphonic acid for introducing functional groups onto a substrate and application for patterned deposition of gold nano-particulate ink2019

    • Author(s)
      Takuma Igari, Kana Imamura, Kenta Yasumura, Tomoki Iwasa, Kazuki Sakakibara, Kazuo Yamaguchi
    • Journal Title

      Bull. Chem. Soc. Jpn.

      Volume: 92 Issue: 5 Pages: 952-960

    • DOI

      10.1246/bcsj.20180391

    • NAID

      130007649770

    • Related Report
      2019 Research-status Report 2018 Research-status Report
    • Peer Reviewed
  • [Journal Article] プリンテッドエレクトロニクスのための2-ニトロベンジル基を含む光応答性表面修飾剤の開発2019

    • Author(s)
      山口和夫、猪狩拓真
    • Journal Title

      日本写真学会誌

      Volume: 82 Pages: 13-18

    • NAID

      130007847232

    • Related Report
      2018 Research-status Report
  • [Presentation] 光応答性ホスホン酸を用いた位置選択的二官能性表面の作製2021

    • Author(s)
      植田貴洸、山口和夫、猪狩拓真
    • Organizer
      第70回高分子討論会
    • Related Report
      2021 Annual Research Report
  • [Presentation] POSS部位を有する光分解性シランカップリング剤で修飾された表面の評価2021

    • Author(s)
      重田康平、猪狩拓真、大野佑太、栗田晃希、力石紀子、山口和夫
    • Organizer
      第70回高分子討論会
    • Related Report
      2021 Annual Research Report
  • [Presentation] 位置選択的アミノ-カルボキシ化表面の作製にむけた光応答性表面修飾剤の合成と評価2019

    • Author(s)
      猪狩 拓真, 山口 和夫
    • Organizer
      第68回高分子学会年次大会(大阪)
    • Related Report
      2019 Research-status Report
  • [Presentation] POSS部位を有する光分解性シランカップリング剤による表面改質技術の開発2019

    • Author(s)
      猪狩拓真、重田康平、山口和夫
    • Organizer
      第68回高分子討論会(福井)
    • Related Report
      2019 Research-status Report
  • [Presentation] 導電性金属ナノインクの選択的塗布に適した光分解性表面修飾剤の合成と評価2018

    • Author(s)
      猪狩 拓真, 山口 和夫
    • Organizer
      第67回高分子討論会
    • Related Report
      2018 Research-status Report
  • [Presentation] 感光性表面修飾剤の開発と親水ー疎水パターン形成への応用2018

    • Author(s)
      山口 和夫
    • Organizer
      日本写真学会アンビエント技術セミナー
    • Related Report
      2018 Research-status Report
    • Invited
  • [Presentation] Selective deposition of metal nano-particulate ink using photodegradableself-assembled monolayers2018

    • Author(s)
      Takuma Igari, Kazuo Yamaguchi
    • Organizer
      IPC 2018
    • Related Report
      2018 Research-status Report
    • Int'l Joint Research
  • [Patent(Industrial Property Rights)] 化合物、表面処理剤及び表面処理方法2020

    • Inventor(s)
      山口和夫、猪狩拓真
    • Industrial Property Rights Holder
      山口和夫、猪狩拓真
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2020-011976
    • Filing Date
      2020
    • Related Report
      2019 Research-status Report

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Published: 2018-04-23   Modified: 2023-01-30  

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