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Synthesis of New Sequence-Ordered Polymers by Stepwise Insertion of Epoxides into Polymer Backbone

Research Project

Project/Area Number 09650983
Research Category

Grant-in-Aid for Scientific Research (C)

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

Principal Investigator

KAMEYAMA Atsushi  Kanagawa University, Faculty of Engineering, Research Associate, 工学部, 助手 (80231265)

Project Period (FY) 1997 – 1998
Project Status Completed (Fiscal Year 1998)
Budget Amount *help
¥2,700,000 (Direct Cost: ¥2,700,000)
Fiscal Year 1998: ¥1,000,000 (Direct Cost: ¥1,000,000)
Fiscal Year 1997: ¥1,700,000 (Direct Cost: ¥1,700,000)
KeywordsSequence-Ordered Polymer / Insertion Reaction / Transformation of Polymer Backbone / Epoxides / Poly(silyl ether) / Poly(phosphonate) / ポリ(アリールホスホネート) / オキシラン類
Research Abstract

The synthesis of ordered polymers with multiple sequence on the basis of stepwise transformation of polymer backbones was investigated.
In 1997, insertion reaction of epoxides into poly(arylsilyl ether) (P-1) using tetrabutyiphosphonium chloride (TBPC) in toluene for 48 h proceeded with 100 % conversion to produce sequence-ordered polymers. Poly(aryl phosphonate) (P-2) were prepared by polycondensation of bisphenols with phenylphosphonic dichioride, then the terminal phenolic hydroxy groups of P-2 were capped with acetyl group to provide the starting polymer (P-3). The insertion reaction of glycidyl phenyl ether (GPE) into P-3 (M_n : 3900, M_w/M_n : 1.42) was carried out under various reaction conditions. When the reaction was carried out using dibenzo- 18-crown-6-ether/CsBr complex as a catalyst in chlorobenzene at 130= for 96 h, the corresponding poly(alkyl phosphonate) was obtained in quantitative yield. It was also found that the number-average molecular weight (M_n : 7400, M_w/M_n : 1.63) of the obtained polymer was higher than that of the prepolymer. Furthermore, H-NMR and ^<13>C-NMR spectra of the resulting polymer proved that the insertion re action proceeded quantitatively and regioselectively to give the sequence-ordered poly(alkyl phosphonate).
In 1998, to achieve stepwise transformation of polymer backbone, the reaction of trifluoropropyrene oxide (TFPO) with bis(chlorophenyl)phenylphosphonate (BCPP) was investigated as a model reaction. The reaction proceeded using dibenzo-18-crown-6-ether/CsF complex in chlorobenzene at 70= for 72 h to provide the targeted product with 100 % of conversion. The obtained product would be transformed using insertion of GPE to produce the corresponding product with multiple sequence.

Report

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

    (15 results)

All Other

All Publications (15 results)

  • [Publications] H.Tojo, A.Kameyama, T.Nishikubo: "Chemoselective Synthesis of Diamines with Cationically Polymerizable Groups and Polyimides Synthesis" Chemistry Letters. 433-434 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] T.Yashiro, A.Kameyama, T.Nishikubo: "A Novel Synthesis of Polyesters by Insertion Reaction of Oxiranes into Polyanhydrides" Polym.J.31. 102-104 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] A.Kameyama, Y.Murakami, T.Nishikubo: "Novel Sequence-Orderd Polymers by Transformation of Polymer Backbone" Macromolecules. 32(印刷中). (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] S.Minegishi, S.Komatsu, A.Kameyama, T.Nishikubo: "A Novel Synthesis of Polyphosphonates by Polyaddition of Bis(epoxide) with Piaryl Phosphonates" J.Polym.Sci, Part A : Polym.Chem. 37(印刷中). (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] B.Q.Chen, A.Kameyama, T.Nishikubo: "Novel Synthesis of Polyethers by the Polyaddition of Bis(epoxide)s with Bis(phosphinate)s" J.Polym.Sci, Part A : Polym.Chem. 37(印刷中). (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Tojo, A.Kameyama, and T.Nishikubo: ""Chemoselective Synthesis of Diamines with Cationically Polymerizable Groups and Polyimides Synthesis"" Chem.Lett.1998. 433-434 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] T.Yashiro, A.Kameyama, and T.Nishikubo: ""A Novel Synthsis of Polyesters by Insertion Reaction of Oxiranes into Polyanhydrides"" Polym.J.31. 102-104 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] A.Kameyama, Y.Murakami, and T.Nishikubo: ""Novel Sequence-Ordered Polymers by Transformation of Polymer Backbone : Quantitative and Regioselective Insertion of Thiiranes into Poly(S-thioester)"" Macromolecules. (in press).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] S.Minegishi, S.Komatsu, A.Kameyama, and T.nishikubo: "A Novel Synthesis of Polyphosphonates by the Polyaddition of Bis(epoxide) with Diaryl phosphonates"" J.Polym.Sci.Part A : Polym.Chem.(in press).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] B-Q.Chen, A,Kameyama, and T.Nishikubo: ""Novel Synthesis of Polyethers by the Polyaddition of Bis(epoxide)s with Bis (phosphinate)s"" J.Polym.Sci., Part A : Polym.Chem.(in press).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Tojo,A.Kameyama,T.Nishikubo: "Chemoselective Synthesis of Diamines with Cationically Polymerizable Groups and Polyimides Synthesis" Chemistry Letters. 433-434 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] T.Yashiro,A.Kameyama,T.Nishikubo: "A Novel Synthesis of Polyesters by Insertion Reaction of Oxiranes into Polyan hydrides" Polym.J. 31. 102-104 (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] A.Kameyama,Y.Murakami,T.Nishikubo: "Novel Sequence-Ordered Polymers by Transformation of Polymer Backbone" Macromolecules. 32(印刷中). (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Minegishi,S.Komatsu A.Kemeyama,T.Nishikubo: "A Novel Synthesis of Polyphosphonates by Polyoddition of Bis(epoxide) with Diaryl Phosphonates" J.Polym.Sci.,PartA:Polym.Chem. 37(印刷中). (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] B.Q.Chen.A.Kameyama,T.Nishikubo: "Novel Synthesis of Polyethers by the Polyaddition of Bis(epoxide)s with Bis(phosphinate)s" J.Polym.Sci.,Part A:Polym.Chem.37(印刷中). (1999)

    • Related Report
      1998 Annual Research Report

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

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