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2009 Fiscal Year Final Research Report

Organic Electrosynthesis in Ionic Liquids as Reaction Media

Research Project

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Project/Area Number 17073008
Research Category

Grant-in-Aid for Scientific Research on Priority Areas

Allocation TypeSingle-year Grants
Review Section Science and Engineering
Research InstitutionTokyo Institute of Technology

Principal Investigator

FUCHIGAMI Toshio  Tokyo Institute of Technology, 大学院・総合理工学研究科, 教授 (10016701)

Co-Investigator(Renkei-kenkyūsha) INAGI Shinsuke  東京工業大学, 大学院・総合理工学研究科, 助教 (70456268)
Project Period (FY) 2005 – 2009
Keywordsイオン液体 / 有機電解合成 / 電解フッ素化 / フッ素化ポリマー / メディエーター / 超原子価ヨウ素化合物 / 高分子電解反応 / 導電性ポリマー
Research Abstract

Ionic liquids are suitable for environmentally friendly organic synthesis since they are nonvolatile, inflammable, high conductive, and recyclable. On the other hand, organic electrosynthesis is a clean process, however, volatile organic solvents are mainly used. When ionic liquids are used instead of organic solvents, environmentally friendly organic electrode process would be developed. From these viewpoints, anodic fluorination of various organic compounds, highly efficient anodic fluorination under ultrasonication, electrocatalytic fluorination using task specific ionic liquid, anodic fluorodesulfurization of polymers, and cyclization together with polymer synthesis were achieved in poly HF salt ionic liquids. The new methodologies developed in this project seem to be highly useful for the development of pharmaceuticals, agrochemicals, and functional materials.

  • Research Products

    (20 results)

All 2010 2009 2008 2007 2006 Other

All Journal Article (10 results) (of which Peer Reviewed: 10 results) Presentation (7 results) Book (1 results) Remarks (1 results) Patent(Industrial Property Rights) (1 results)

  • [Journal Article] Use of Task-specific Ionic Liquid for Selective Electrocatalytic Fluorination2010

    • Author(s)
      T. Sawamura, S. Kuribayashi, S. Inagi
    • Journal Title

      Organic Letters 12

      Pages: 644-646

    • Peer Reviewed
  • [Journal Article] Synthesis of 9-Substituted Fluorene Copolymers via Chemical and Electrochemical Polymer Reaction and Their Optoelectronic Properties2009

    • Author(s)
      S. Hayashi, S. Inagi, T. Fuchigami
    • Journal Title

      Macromolecules 42

      Pages: 3755-3760

    • Peer Reviewed
  • [Journal Article] Electrochemical Polymer Reaction: Selective Fluorination of a Poly(fluorene) Derivative2009

    • Author(s)
      S. Inagi, S. Hayashi, T. Fuchigami
    • Journal Title

      hemical Communications

      Pages: 1718-1720

    • Peer Reviewed
  • [Journal Article] Prins-type Polymerization Using Ionic Liquid Hydrogen Fluoride Salt2009

    • Author(s)
      S. Inagi, Y. Doi, Y. Kishi, T. Fuchigami
    • Journal Title

      Chemical Communications

      Pages: 2932-2934

    • Peer Reviewed
  • [Journal Article] Highly Selective Electrochemical Fluorination of Organosulfur Compounds in Et3N・3HF Ionic Liquid Under Ultrasonication2009

    • Author(s)
      T. Sunaga, M. Atobe, S. Inagi, T. Fuchigami
    • Journal Title

      Chemical Communications

      Pages: 956-958

    • Peer Reviewed
  • [Journal Article] Anodic Fluorination and Fluorodesulfurization in Ionic Liquid Hydrogen Fluoride Salts with Polyether Additives2009

    • Author(s)
      T. Sawamura, S. Inagi, T. Fuchigami
    • Journal Title

      Journal of The Electrochemical Society 156

      Pages: E26-E28

    • Peer Reviewed
  • [Journal Article] Effects of Additives on Anodic Fluorination in Ionic Liquid Hydrogen Fluoride Salts2008

    • Author(s)
      S. Inagi, T. Sawamura, T. Fuchigami
    • Journal Title

      Electrochemistry Communications 10

      Pages: 1158-1160

    • Peer Reviewed
  • [Journal Article] Facile and Highly Efficient Synthesis of Fluorinated Heterocycles via Prins Cyclization in Ionic Liquid Hydrogen Fluoride Salts2008

    • Author(s)
      Y. Kishi, H. Nagura, S. Inagi, T. Fuchigami
    • Journal Title

      Chemical Communications

      Pages: 3876-3878

    • Peer Reviewed
  • [Journal Article] Unique Solvent Effects on Selective Electrochemical Fluorination of Organic Compounds2007

    • Author(s)
      T. Fuchigami
    • Journal Title

      Journal of Fluorine Chemistry 128

      Pages: 311-316

    • Peer Reviewed
  • [Journal Article] Regioselective Anodic Monofluorination of Ethers, Lactones, Carbonates, and Esters Using Ionic Liquid Fluoride Salts2006

    • Author(s)
      M. Hasegawa, H. Ishii, Y. Cao, T. Fuchigami
    • Journal Title

      Journal of The Electrochemical Society 153

      Pages: D162-D166

    • Peer Reviewed
  • [Presentation] Organic Electrode Processes toward Green Sustainable Chemistry2009

    • Author(s)
      T. Fuchigami
    • Organizer
      6th Asian Conference on Electrochemistry in Taipei
    • Place of Presentation
      Taipei, Taiwan
    • Year and Date
      20090511-20090514
  • [Presentation] Highly Selective Fluorination of Organic Molecules and Macromolecules in Ionic Liquids2009

    • Author(s)
      T. Fuchigami
    • Organizer
      International Symposium on Green Sustainable Chemistry in Tottori
    • Place of Presentation
      Tottori, Japan
    • Year and Date
      2009-11-14
  • [Presentation] Electrochemical Functionalization of Conjugated Polymers2009

    • Author(s)
      S. Inagi, S. Hayashi, T. Fuchigami
    • Organizer
      The 11th International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-11)
    • Place of Presentation
      Kyoto Japan
    • Year and Date
      2009-11-10
  • [Presentation] Mediatory Use of Task-specific Ionic Liquid for Selective Electrochemical Fluorination2009

    • Author(s)
      T. Sawamura, S. Inagi, T. Fuchigami
    • Organizer
      216th ECS Meeting
    • Place of Presentation
      Vienna, Austria
    • Year and Date
      2009-10-04
  • [Presentation] Facile and Highly Efficient Synthesis of Fluorinated Heterocycles via Prins Cyclization in Ionic Liquid Hydrogen Fluoride Salts2009

    • Author(s)
      T. Fuchigami, Y. Kishi, S. Inagi
    • Organizer
      The International Conference on Fluorine Chemistry '09 Kyoto
    • Place of Presentation
      Kyoto, Japan
    • Year and Date
      2009-05-21
  • [Presentation] Organic Electrochemical Reactions in Ionic Liquids2007

    • Author(s)
      T. Fuchigami
    • Organizer
      2nd International Congress on Ionic Liquids (COIL-2)
    • Place of Presentation
      Yokohama, Japan.
    • Year and Date
      20070803-20070804
  • [Presentation] Selective Anodic Fluorination of Organic Compounds in lonic Liquids2007

    • Author(s)
      T. Fuchigami
    • Organizer
      18th ACS Winter Fluorine Conference
    • Place of Presentation
      St. Pete Beach, Florida, USA
    • Year and Date
      2007-01-01
  • [Book] フッ素化学入門2010-基礎と応用の最前線(日本学術振興会・フッ素化学第155委員会編)2010

    • Author(s)
      渕上壽雄、稲木信介
    • Total Pages
      192-204
    • Publisher
      三共出版
  • [Remarks]

    • URL

      http://www.echem.titech.ac.jp/~fuchi/index.html

  • [Patent(Industrial Property Rights)] 導電性高分子化合物の電気化学的改質法2008

    • Inventor(s)
      渕上壽雄、稲木信介、林正太郎
    • Industrial Property Rights Holder
      東京工業大学
    • Industrial Property Number
      特許権・2008-230160
    • Filing Date
      2008-09-08

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Published: 2011-06-18   Modified: 2016-04-21  

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