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1994 Fiscal Year Final Research Report Summary

Optical Characteritics of Hyperpolarized Polysulfonium

Research Project

Project/Area Number 05650865
Research Category

Grant-in-Aid for General Scientific Research (C)

Allocation TypeSingle-year Grants
Research Field 有機工業化学
Research InstitutionResearch Institute for Production Development

Principal Investigator

YAMAMOTO Kimihisa  Research Fellow, Res.Inst.Prod.Develpmt., 研究員 (80220458)

Project Period (FY) 1993 – 1994
KeywordsPolysulfonium / Hyperpolarization / Poly (arylene thioether) / Photo-degradation
Research Abstract

A new synthesis of aromatic sulfonium derivatives was established by oxidation of methylphenyl sulfide in acidic media. The polarized structure of the sulfonium compounds was proved by their molecular orbital calculation. (4-Methoxyphenyl) dimethyl sulfonium and (4-methylthiophenyl) methyl sulfonium were synthesized as a hyperpolarized aromatic sulfonium. It was found that (4-methylthiophenyl) methyl sulfonium decomposes to methylphenyl sulfide by UV-irradiation (360nm). The decomposition promotes in acetonilrile or protic solvents, such as methanol.
Poly (arylene sulfonium) which has sulfonium and thioether bonds alternatively has been prepared by oxidative polymerization. The polysulfonium is feasible to convert to the corresponding polythioether with a high molecular weight and a high melting temperature. The polysulfonium also decomposes by light-irradiation and 4-methylthio-phenylthiobenzene is receovered in 80% yield as a starting low material. This photodegradation is applicable to the chemical amplified decomposition of other engineerng plastics.

  • Research Products

    (32 results)

All Other

All Publications (32 results)

  • [Publications] K.Yamamoto,E.Shouji,H.Nishide and E.Tsuchida: "Aryl Sulfide Bond Formation Using the Sulfoxide-Acid System for Synthesis of PPS via Poly (sulfonium cation) as a Precursor." J.Am.Chem.Soc.115. 5819-5820 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] E.Tsuchida,K.Yamamoto,M.Jikei,K.Miyatake,and H.Nishide: "Thermal Polymerization of Diaryl Disulfides to Yield Poly (arylene sulfide)." Macromolecules. 26. 4113-4117 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] E.Tsuchida,M.Jikei,K.Miyatake,K.Yamamoto,and H.Nishide: "Synthesis of Oligo (2,3,5,6-tetramethylphenylene selenide)." Macromolecules. 26. 4732-4733 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.Jikei,J.Katoh,N.Sato,K.Yamamoto,H.Nishide,and E.Tsuchida: "Synthesis of High Molecular Weight Poly (phenylene thioether) by Oxidative Polymerization via Poly (sulfonium Cation) from Methylphenyl Sulfoxide" Macromolecules. 26. 7144-7188 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] E.tsuchida,K.Yamamoto,and E.Shouji: "Synthetic Route to Poly (sulfonyl-1,4-phenylenethio-1,4-phenylene)" Macromolecules. 26. 7389-7390 (1993)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] E.Tsuchida,K.Yamamoto,K.Oyaizu,N.Iwasaki,and F.Anson: "Electrochemical Investigations of Complexes Resulting from the Acid-promoted Deoxygenation of N,N'-Ethylenebis (salicylidene-aminato)) oxo-vanadium (IV)" Inorganic Chem.33. 1056-1063 (1994)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] E.Tsuchida,E.Shouji,F.Suzuki,and K.Yamamoto: "Synthesis of Poly (phenylene sulfide) by O_2 Oxidative Polymerization of Methylphenyl Sulfide" Macromolecules. 27. 1057-1060 (1994)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.Yamamoto,M.Jikei,K.Miyatake,H.Nishide,and E.Tsuchida: "Sulfide Bond Formation for the Synthesis of Poly (thioarylene) through Oxidation of Sulfur Chloride with Aromatics" Macromolecules. 27. 4312-4317 (1994)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] E.Tsuchida,K.Yamamoto,E.Shouji,J.Katoh,H.Matsuo,and K.Kamiya: "Synthesis of Block Copolymers Containing Perfluoroalkane and Tetrafluoroethylene-co-Perfluoro (propylvinyl ether) Block with Sulfide Bonds" Macromolecules. 27. 7504-7510 (1994)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.Yamamoto,K.Oyaizu,and E.Tsuchida: "Synthesis of Poly (2,6-dimethylphenylene sulfide) by Photo-oxidative Polymerization" Macromol.Chem.Phys.195. 387-394 (1994)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] E.Shouji,S.Nishimura,K.Yamamoto,and E.Tsuchida: "Poly (sulfonium cation) for Synthesis of High Molecular Weight Poly (phenylene sulfide)" Chem.Lett.403-406 (1994)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.Yamamoto,M.Jikei,K.Oyaizu,F.Suzuki,H.Nishide,and E.Tsuchida: "Preparation of Poly (thio-1,4-phenylene)s by Oxygen Oxidative Polymerization of Diaryl Disulfides" Bull.Chem.Soc.Jpn.67. 251-256 (1994)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.Oyaizu,N.Iwasaki,K.Yamamoto,H.Nishide,and E.Tsuchida: "Acid-Promoted Electron Transfer to Facilitate Oxidative Polymerization of diaryl Disulfides" Bull.Chem.Soc.Jpn.67. 1456-1461 (1994)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.Yamamoto,E.Shouji,F.Suzuki,S.Kobayashi,and E,Tsuchida: "Synthesis of Poly (sulfonium cation) by Oxidative Polymerization of Aryl Alkyl Sulfides" J.Org.Chem.60. 452-453 (1995)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] E.Tsuchida,K.Yamamoto,K.Oyaizu,F.Suzuki,A.S.Hay and Z.Y.Wang: "Synthesis of Reactive Functionalized Oligo (p-phenylene sulfide)s" Macromolecules. 28. 409-416 (1995)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.Yamamoto and E.Tsuchida: "Metal Containing Polymeric Materials "Synthesis of High Molecular Weight Poly (phneylene sulfide) through Oxidative Polymerization"" ACS Symp.Ser., (in press) (1995)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.Yamamoto, E.Shouji, H.Nishide, and E.Tsuchida: "Aryl Sulfide Bond Formation Using the Sulfoxide-Acid System for Synthesis of PPS via Poly (sulfonium cation) as a Precursor" J.Am.Chem.Soc.115. 5819-5820 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] E.Tsuchida, K.Yamamoto, M.Jikei, K.Miyatake, and H.Nishide: "Thermal Polymerization of Diaryl Disulfides to Yield Poly (arylene sulfide)" Macromolecules. 26. 4113-4117 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] E.Tsuchida, M.Jikei, K.Miyatake, K.Yamamoto, and H.Nishide: "Synthesis of Oligo (2,3,5,6-tetramethylphenylene selenide)." Macromolecules. 26. 4732-4733 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] E.Tsuchida, E.Shouji, and K.Yamamoto: "Synthesis of High Molecular Weight Poly (phenylene thioether) by Oxidative Polymerization via Poly (sulfonium Cation) from Methylphenyl Sulfoxide" Macromolecules. 26. 7144-7148 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] E.Tsuchida, K.Yamamoto, and E.Shouji: "Synthetic Route to Poly (sulfonyl-1,4-phenylenethio-1,4-phenylene)" Macromolecules. 26. 7389-7390 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] E.Tsuchida, K.Yamamoto, K.Oyaizu, N.Iwasaki, and F.C.Anson: "Electrochemical Investigations of Complexes Resulting from the Acid-promoted Deoxygenation of N,N'-Ethylenebis (salicylideneaminato)) oxo-vanadium (IV)" Inorganic Chem.33. 1056-1063 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] E.Tsuchida, E.Shouji, F.Suzuki, and K.Yamamoto: "Synthesis of Poly (phenylene sulfide) by O_2 Oxidative Polymerization of Methylphenyl Sulfide" Macromolecules. 27. 1057-1060 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Yamamoto, M.Jikei, K.Miyatake, H.Nishide, and E.Tsuchida: "Sulfide Bond Formation for the Synthesis of Poly (thioarylene) through Oxidation of Sulfur Chloride with Aromatics" Macromolecules. 27. 4312-4317 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] E.Tsuchida, K.Yamamoto, E.Shouji, J.Katoh, H.Matsuo, and K.Kamiya: "Synthesis of Block Copolymers Containing Perfluoroalkane and Tetrafluoroethylene-co-Perfluoro (propylvinyl ether) Block with Sulfide Bonds." Macromolecules. 27. 7504-7510 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Yamamoto, K.Oyaizu, and E.Tsuchida: "Synthesis of Poly (2,6-dimethylphenylene sulfide) by Photooxidative Polymerization" Macromol.chem.Phys.195. 3087-3094 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] E.Shouji, S.Nishimura, K.Yamamoto, and E.Tsuchida: "IPoly (sulfonium cation) for Synthesis of High Molecular Weight Poly (phenylene sulfide)" Chem.Lett.403-406 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Yamamoto, M.Jikei, K.Oyaizu, F.Suzuki, H.Nishide, and E.Tsuchida: "Preparation of Poly (thio-1,4-phenylene) s by Oxygen Oxidative Polymerization of Diaryl Disulfides" Bull.Chem.Soc.Jpn.67. 251-256 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Oyaizu, N.Iwasaki, K.Yamamoto, H.Nishide, and E.Tsuchida: "Acid-Promoted Electron Transfer to Facilitate Oxidative Polymerization of Diaryl Disulfides" Bull.Chem.Soc.Jpn.67. 1456-1461 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Yamamoto, E.Shouji, F.Suzuki, S.Kobayashi, and E.Tsuchida: "Synthesis of Poly (sulfonium cation) by Oxidative Polymerization of Aryl Alkyl Sulfides" J.Org.Chem.60. 452-453 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] E.Tsuchida, K.Yamamoto, K.Oyaizu, F.Suzuki, A.S.Hay, and Z.Y.Wang: "Synthesis of Reactive Functionalized Oligo (p-phenylene sulfide) s" Macromolecules. 28. 409-416 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Yamamoto and E.Tsuchida: "Synthesis of High Molecular Weight Poly (phenylene sulfide) through Oxidative Polymerization" Metal Containing Polymeric Materials, ACS Symp.Ser.Ed.CU.Pittman, B.M.Cullberston, J.B eet, in press.

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 1999-03-09  

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