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Synthesisi of fluorine-containing n-type polymers taking highly-ordered structures due to fluorine-fluorine interaction

Research Project

Project/Area Number 15K05513
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Polymer chemistry
Research InstitutionIbaraki University

Principal Investigator

Fukumoto Hiroki  茨城大学, 工学部, 准教授 (70313369)

Project Period (FY) 2015-04-01 – 2018-03-31
Project Status Completed (Fiscal Year 2017)
Budget Amount *help
¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000)
Fiscal Year 2017: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2016: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2015: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Keywordsπ共役高分子 / ペルフルオロ化合物 / 高秩序構造 / 導電性高分子 / Mallory反応 / オクタフルオロシクロペンテン / フルオロフィリック効果
Outline of Final Research Achievements

In this study, we investigated a new approach to the synthesis of fluorinated phenanthrene derivatives using Mallory reaction (irreversible photocyclization of diarylhexafluorocyclopentenes). We also synthesized fluorine-containing copolymers expected as n-type organic semiconductors.
All the copolymers showed good solubility in typical organic solvents and had high thermal stability at approximately 400 °C in Ar atmosphere. UV-vis spectra of Phenanthrene-type copolymers in chloroform showed pi-pi* transition peaks at 380 nm and 354 nm, respectively, and additional shoulder peaks appeared at a longer wavelength in the film cast on a quartz plate, suggesting the molecular assembly of the polymer molecules. The copolymers showed photoluminesence (PL) in both chloroform and the film. XRD patterns of the copolymers gave a sharp peak around 19 °, indicating that the copolymer molecules took highly-ordered structure in the solid state.

Report

(4 results)
  • 2017 Annual Research Report   Final Research Report ( PDF )
  • 2016 Research-status Report
  • 2015 Research-status Report
  • Research Products

    (8 results)

All 2017 2016 2015

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

  • [Journal Article] Efficient Synthesis of Fluorinated Phenanthrene Monomers Using Mallory Reaction and Their Copolymerization2017

    • Author(s)
      Hiroki Fukumoto, Masatoshi Ando, Tomomi Shiota, Hirokazu Izumiya, and Toshio Kubota
    • Journal Title

      Macromolecules

      Volume: 50 Issue: 3 Pages: 865-871

    • DOI

      10.1021/acs.macromol.6b02151

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] 電子・光機能性多環芳香族化合物を指向するフッ素導入プロセスの開発2017

    • Author(s)
      福元博基
    • Organizer
      イノベーション・ジャパン2017
    • Related Report
      2017 Annual Research Report
  • [Presentation] Fluorinated Phenanthrene Monomers Using Mallory Reaction2017

    • Author(s)
      福元博基
    • Organizer
      10th Japanese-French Seminar on Fluorine
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research
  • [Presentation] 官能基化ペルフルオロシクロペンタ(l)フェナントレンの合成とそのポリマー化2016

    • Author(s)
      片岡 頌治、山田 桂輔、福元 博基、久保田 俊夫
    • Organizer
      第65回高分子学会年次大会
    • Place of Presentation
      神戸国際会議場
    • Year and Date
      2016-05-25
    • Related Report
      2016 Research-status Report
  • [Presentation] パーフルオロシクロペンテン骨格を有するフェナントロリン化合物の合成とその高分子化2016

    • Author(s)
      福元博基・泉谷宏一・久保田俊夫
    • Organizer
      日本化学会 第96春季年会
    • Place of Presentation
      同志社大学 京田辺キャンパス
    • Year and Date
      2016-03-24
    • Related Report
      2015 Research-status Report
  • [Presentation] パーフルオロシクロペンテン骨格を有するフェナントレン化合物の合成とその高分子化2015

    • Author(s)
      福元博基・安藤正敏・塩田知美・泉谷宏一・久保田俊夫
    • Organizer
      第 38 回 フッ素化学討論会
    • Place of Presentation
      中央区立日本橋公会堂
    • Year and Date
      2015-09-17
    • Related Report
      2015 Research-status Report
  • [Presentation] 含フッ素フェナントロリン骨格を有するπ共役高分子の合成2015

    • Author(s)
      泉谷 宏一・福元 博基・久保田 俊夫
    • Organizer
      第64回高分子討論会
    • Place of Presentation
      東北大学 川内キャンパス
    • Year and Date
      2015-09-15
    • Related Report
      2015 Research-status Report
  • [Presentation] 電子・光機能性縮環芳香族化合物を指向するフッ素導入プロセスの開発2015

    • Author(s)
      福元 博基
    • Organizer
      科学技術振興機構, 首都圏北部4大学発 新技術説明会
    • Place of Presentation
      JST東京本部別館1Fホール
    • Year and Date
      2015-06-18
    • Related Report
      2015 Research-status Report

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Published: 2015-04-16   Modified: 2019-03-29  

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