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Basic Study on Solvent Free Organic Electrosynthesis

Research Project

Project/Area Number 13650914
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Synthetic chemistry
Research InstitutionTokyo Institute of Technology

Principal Investigator

FUCHIGAMI Toshio  Tokyo institute of Technology, Interdisciplinary Graduate School of Science and Engineering, Professor, 大学院・総合理工学研究科, 教授 (10016701)

Co-Investigator(Kenkyū-buntansha) ATOBE Mahito  Interdisciplinary Graduate School of Science and Engineering, Lecturer, 大学院・総合理工学研究科, 講師 (90291351)
Project Period (FY) 2001 – 2002
Project Status Completed (Fiscal Year 2002)
Budget Amount *help
¥3,400,000 (Direct Cost: ¥3,400,000)
Fiscal Year 2002: ¥1,600,000 (Direct Cost: ¥1,600,000)
Fiscal Year 2001: ¥1,800,000 (Direct Cost: ¥1,800,000)
KeywordsGreen Chemistry / lonic liquide / Room temperature molten salts / Polythiophene / Polypyrrole / Electropolymerization / Conducting polymer in Electrochemical fluorination / イオン性液体 / イミダゾール塩 / キャパンタ / 常温溶媒塩 / フッ素化エーテル / フッ素化ラクトン / フッ素化環状カーボナート / フッ素化フタリド
Research Abstract

Solvent free electroorganic synthesis is highly desirable from an enviromental aspect. In this project, we have achieved the following subjects.
1) Hardly oxidizable cyclic carbonates and lactones were anodically fluorinated in Et_4NF・4HF without any solvents with execellent current efficiencies. Biologically interesting phthalides were also successfully fluorinated only in a mixture of imidazolium molten salts and Et_4NF・nHF (n=4,5).
2) Conducting polymers were prepared by anodic oxidation of pyrrole and thiophene in room temperature molten salts like 1-ethyl-3-methy limidazolium trifloromethanesulfonate. The morphological stuructures of polypyrrole and polythiophene prepared in the room temperature molten salts are quite different from those obtatined in organic solvents and water. The electrochemical capacity and electroconductivity were greatly increased.
3) We have demonstrated the reuse of room temperature molten salts for organic electrosynthesis.
Thus, we have achieved solvent free organic etectrosynthesis and the results seem to be useful for future study on solvent free organic electrode processes.

Report

(3 results)
  • 2002 Annual Research Report   Final Research Report Summary
  • 2001 Annual Research Report
  • Research Products

    (18 results)

All Other

All Publications (18 results)

  • [Publications] Masaru Hasegawa: "Electroorganic Synthesis under Solvent Free Conditions"Tetrahedron Letters. 43. 1505-1507 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Rei Sekiguchi: "Electropolymerization of pyrrole in Room Temperature Ionic Liquid"Electrochemistry Communication. 4. 881-885 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Rei Sekiguchi: "Electrooxidative polymerization of Aromatic Compounds in Room Temperature Ionic Liquid"J. Electroanal. Chem.. (印刷中).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Masaru Hasegawa: "Selective Anodic Fluorination of Phthalides in Ionic Liquids"Green Chemistry. (印刷中).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Hideki Ishii: "Electroorganic Reactions in Ionic Liquids (Room Temperature Molten Salts)"Electrochemistry. 70. 46-50 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Toshio Fuchigami: "Electroorganic Reactions in Ionic Liquids"Materials Integration. 16. 20-26 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Masaru Hasegawa: "Selective Anodic Fluorination of Phthalides in Ionic Liquids"Green Chemistry.. in press.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Kei Sekiguchi: "Electrooxidative Polymerization of Aromatic Compounds in 1-Ethyl-3-methylimidazolium Trifluoromethanesulfonate Room Temperature Ionic Liquid"J. Electroanal. Chem.. in press.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Kei Sekiguchi: "Electropolymerization of Pyrrole in 1-Ethyl-3-methylimidazolium Trifluoromethane sulfonate Room Temperature Ionic Liquid"Electorochem. Commun.. 4. 881-885 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Masaru Hasegawa: "Electroorganic synthesis under solvent-free conditions. Highly regioselective anodic monofluorinaion of cyclic ether, lactones, and a cyclic carbonate"Tetrahedron Lett.. 43. 1505-1507 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Hideki Ishii: "Electroorganic Reactions in Ionic Liquids (Room Temperature Molten Salts)"Electrochemsitry. 70. 46-50 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Toshio Fuchigami: "Electroorganic Synthesis in Ionic Liquids"Polymer Complex Annual Review. 12-13 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Toshio Fuchigami: "Electroorganic Reactions in Ionic Liquids"Materials Integration. 16. 20-26 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] SEKIGUGHI KEI: "ELECTROPOLYMERIZATION OF PYRROLE IN 1-ETHYL-3-METHYL-IMIDAZOLIUM TRIFLUOROMETHANSULFONATE ROOM TEMPERATURE IONIC LIQUID"ELECTROCHEMISTRY COMMUNICATIONS. 4. 881-885 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] 淵上 寿雄: "イオン性液体中での有機電解合成"高分子錯体アニュアルレビュー2002. 12-13 (2003)

    • Related Report
      2002 Annual Research Report
  • [Publications] HASEGAWA MASARU: "HIGHLY REGIOSELECTIVE ANODIC MONOFLUORINHTION OF GAIC ETHERS, LACTONES, AND A Cyclic CARBONATE"TETRAHEDRON LETTERS. 43・8. 1503-1505 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] MASARU HASEGAWA: "ELECTROORGANIC SYNTHESIS UNDER SOLVENT-FREE CONDITIONS"TETRAHEDRON LETTERS. 43(印刷中). (2002)

    • Related Report
      2001 Annual Research Report
  • [Publications] 石井 英樹: "イオン性液体(常温溶媒塩)中での有機電解反応"ELECTROCHEMISTRY. 70・1. 46-50 (2002)

    • Related Report
      2001 Annual Research Report

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Published: 2001-04-01   Modified: 2016-04-21  

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