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Simple and Reliable Introduction of Functional Groups to Polythiophene Termini by the Catalyst Trap Method

Research Project

Project/Area Number 26410131
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Polymer chemistry
Research InstitutionNagoya Institute of Technology

Principal Investigator

Takagi Koji  名古屋工業大学, 工学(系)研究科(研究院), 准教授 (60303690)

Research Collaborator KOUCHI Ryo  
KAWAI Junpei  
Project Period (FY) 2014-04-01 – 2017-03-31
Project Status Completed (Fiscal Year 2016)
Budget Amount *help
¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2016: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2015: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2014: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywordsポリチオフェン / 熊田触媒移動型重合 / ニッケル触媒 / 末端官能基化
Outline of Final Research Achievements

In this project, the introduction of functional groups to poly(3-hexylthiophene) termini was investigated by using the thiophene derivatives bearing functional groups at the 3- and 4-position as the chain terminating precursor.
As for the methoxythiophene, the position of methoxy group remarkably influenced the results. Based on the model reaction, it was suggested that the electron-rich thiophene unit captures the zero-valent nickel species. On the other hand, as for the bulky oxazolylthiophene, the application of turbo Grignard reagent was required to improve the reactivity and the addition of excess amount of styrene was effective to capture the zero-valent nickel species intermolecularly, which resulted in the introduction of functional group solely at the propagating end of poly(3-hexylthiophene).

Report

(4 results)
  • 2016 Annual Research Report   Final Research Report ( PDF )
  • 2015 Research-status Report
  • 2014 Research-status Report
  • Research Products

    (5 results)

All 2017 2016 2015

All Journal Article (2 results) (of which Peer Reviewed: 2 results,  Acknowledgement Compliant: 2 results) Presentation (3 results)

  • [Journal Article] Synthesis of Polythiophene Derivative bearing Methoxy and Pyridine Groups at the beta-Position and Formation of an Intramolecular Hydrogen Bonding through the Polymer Reaction2017

    • Author(s)
      Koji Takagi, Ryo Kochi, and Junpei Kawai
    • Journal Title

      Polymer

      Volume: 114 Pages: 221-230

    • DOI

      10.1016/j.polymer.2017.03.005

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Termination Reaction of Living Poly(3-hexylthiophene) using Thiophene Grignard Reagents: Substituent Effect on the Functionalization2017

    • Author(s)
      Koji Takagi, Ryo Kochi, and Junpei Kawai
    • Journal Title

      Polymer

      Volume: 117 Pages: 354-363

    • DOI

      10.1016/j.polymer.2017.04.041

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] 熊田触媒移動重合で合成されるリビングポリチオフェンの末端停止反応2016

    • Author(s)
      高木幸治、川合純平
    • Organizer
      第65回高分子学会年次大会
    • Place of Presentation
      神戸国際会議場
    • Related Report
      2016 Annual Research Report
  • [Presentation] リビングポリチオフェン末端に対する各種グリニャール試薬の反応:ニッケル触媒移動に関する考察2016

    • Author(s)
      高木幸治、川合純平
    • Organizer
      第65回高分子討論会
    • Place of Presentation
      神奈川大
    • Related Report
      2016 Annual Research Report
  • [Presentation] さまざまな停止剤によるリビングポリチオフェンの末端修飾2015

    • Author(s)
      川合純平・高木幸治
    • Organizer
      第64回高分子討論会
    • Place of Presentation
      東北大学
    • Year and Date
      2015-09-15
    • Related Report
      2015 Research-status Report

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Published: 2014-04-04   Modified: 2018-03-22  

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