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Synthesis of Polyarylene sulfonium as a Novel Polymer and Its Properties based on the Hyper-polarizedpi-Conjugate Structure

Research Project

Project/Area Number 09650982
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field 高分子合成
Research InstitutionKeio University

Principal Investigator

YAMAMOTO Kimihisa  Keio University, Faculty of Sci.& Eng., Assoc.Professor, 理工学部, 助教授 (80220458)

Project Period (FY) 1997 – 1998
Project Status Completed (Fiscal Year 1998)
Budget Amount *help
¥3,900,000 (Direct Cost: ¥3,900,000)
Fiscal Year 1998: ¥900,000 (Direct Cost: ¥900,000)
Fiscal Year 1997: ¥3,000,000 (Direct Cost: ¥3,000,000)
KeywordsPolysulfonium / Hyper-polarization / Electronic Materials / pi-Conjugate structure
Research Abstract

Poly[ary] or alkyl 4-(phenylthio)phenylsulfonium trifluoromethanesulfonate]s were synthesized by a sulfoxide-acid reaction from the corresponding arylsulfoxides. The nucleophilic reaction of the resulting poly(sulfonium) salts were investigated in order to elucidate the chemical reactivity. The dealkylation of the sulfonium salts with a nucleophile such as halide ions takes place effectively to yield poly(arylene sulfide), which is also compared to the controlled reaction of the corresponding monomeric sulfonium salts. Kinetic analysis by means of UV-vis spectroscopy reveals that the dealkylation proceeds quantitatively to convert to the thioether bond from the sulfonium one. The reaction rate constants of the dealkylation by the halide ions are in the order of I > Br > CL
We developed the direct synthesis of polysulfonium ion. Benzene allows to react with sodium methanesulfinate in trifluoromethane sulfonic acid. First phenylene polymers linked by sulfonium group were obtained by the simple and one-post synthesis. We also found that many sulfonium compounds were synthesized by the superacidified reaction of sulfides and ethers as a direct synthesis of sulfonium derivatives. The properties of novel sulfonium compounds are investigated in progress.

Report

(3 results)
  • 1998 Annual Research Report   Final Research Report Summary
  • 1997 Annual Research Report
  • Research Products

    (7 results)

All Other

All Publications (7 results)

  • [Publications] K.Yamamoto et al.: "Synthesis and Nucleopjhilic Dealkylation of Poly[alkyl-(4-(phenylthio) phenyl) sulfonium trifluoromethanesulfonate]s" Macromolecules. 31. 1202-1207 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] K.Yamamoto et al.: "Superacidified Reaction of Sulfides and Esters for the Direct Synthesis of Sulfonium Derivertives" J.Org.Chem.63. 7522-7524 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] K.Yamamoto et al.: "Synthesis and Nucleopjhilic Dealkylation of Poly [alkyl- (4- (phenylthio) phenyl) sulfonium trifluoromethanesulfonate] s" Macromolecules. 31. 1202-1207 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] K.Yamamoto et al.: "Superacidified Reaction of Sulfides and Esters for the Direct Synthesis of Sulfonium Derivetives" J.Org.Chem.63. 7522-7524 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] K.Yamamoto et al.: "Synthesis and Nucleopjhilic Dealkylation of Poly[alkyl-(4-(phenylthio)phenyl)sulfonium trifluoromethanesulfonate]s" Macromolecules. 31. 1202-1207 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] K.Yamamoto et al.: "Superacidified Reaction of Sulfides and Esters for the Direct Synthesis of Sulfonium Derivertives" J.Org.Chem.63. 7522-7524 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] K.Yamamoto et al.: "Synthesis and Nucleophilic Dealkylation of Poly[alkyl-4(phenylthio)phenyl sulfonium trifluoromethane sulfonatels." Macromolecules,. 31(in press). (1998)

    • Related Report
      1997 Annual Research Report

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Published: 1997-04-01   Modified: 2016-04-21  

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