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Synthesis of Novel Organoboron Polymers by Heloboration Polymerization.

Research Project

Project/Area Number 02805116
Research Category

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

Allocation TypeSingle-year Grants
Research Field 高分子合成
Research InstitutionKyoto University

Principal Investigator

CHUJO Yoshiki  Kyoto University, Department of Synthetic Chemistry, Lecturer, 工学部, 講師 (70144128)

Project Period (FY) 1990 – 1991
Project Status Completed (Fiscal Year 1991)
Budget Amount *help
¥1,700,000 (Direct Cost: ¥1,700,000)
Fiscal Year 1991: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 1990: ¥1,200,000 (Direct Cost: ¥1,200,000)
KeywordsDiyne / Boron Tribromide / Polyaddition / Halobortion Polymerization / Organoboron Polymers / Poly (organoboron halide) s / Reactive Polymers / Poly (Lewis acid) / 三臭化ホウ素
Research Abstract

Organoboron polymers are expected as a novel type of reactive polymers. In this study, we explored a novel methodology for the preparation of organoboron polymers by the reaction of terminal diyne with boron tribromide. We termed this haloboration polymerization.
As a typical example, the polyaddition between 1, 7-octadiyne and boron tribromide produced the corresponding poly (organoboron halide) as a brown solid. This polymer was soluble in common organic solvents such as chloroform and dichloromethane. The molecular weight of the obtained polymer was measured by GPC, from which Mn and Mw were found to be 5, 200"and 15, 500, respectively. The structure of the polymer was supported by its ^1H-, ^<11>B-NMR, IR and UV spectra. The present haloboration polymerization. was proved to proceed by cis addition of B-Br to C*C. In this haloboration polymerization, various diynes can be used to produce the corresponding poly (organobron halide)s.
During the precipitation of the polymer into ethanol, the replacing reaction of B-Br to B-OET was observed. The reaction of the polymer with diol or with H_2O caused gelation. The B-Br bond in the polymer was subjected to the further haloboration reaction with phenylacetylene. The characteristic property of the polymer as a poly (Lewis acid) was also demonstrated by the reaction with THF to produce 4-bromo-, l-butanol after hydrolysis.

Report

(3 results)
  • 1991 Annual Research Report   Final Research Report Summary
  • 1990 Annual Research Report
  • Research Products

    (32 results)

All Other

All Publications (32 results)

  • [Publications] Yoshiki Chujo: "Haloboration Polymerization.Novel Organoboron Polymers by Polyaddition between Born Tribromide and Terminal Diyne." Mecromolecules. 23. 687-689 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Yoshiki Chujo: "Hydroboration Polymerization I.Synthesis of Organoboron Polymers by Polyaddition between Diene and Mono-alkylborane." Mecromolecules. 24. 345-348 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Yoshiki Chujo: "Reactions of Organoboron Polymers Prepared by Hydroboration Polymerization I.Synthesis of Poly(alcohol)by Reaction with Carbon Monoxide." Mecromolecules. 24. 3010-3012 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Yoshiki Chujo: "有機ホウ素ポリマ-ー新しい反応性高分子の創成" 高分子加工. 40. 210-215 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Yoshiki Chujo: "Hydroboration Polymerization of Dicyano Compounds I.Synthesis of Boron-Containing Polymers by the Reaction between ^tBuBH_2-NMe_3 and Dicyano Compounds." Macromolecules. 25. 27-32 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Yoshiki Chujo: "Hydroboration Polymerizatoin II.Synthesis of Organoboron Polymers by the Reaction between Diyne and Thexylborane." Macromolecules. 25. 33-36 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Chujo, Yoshiki: "Haloboration Polymerization. Novel Organoboron Polymers by Polyaddition between Boron Tribromide and Terminal Diyne" Macromolecules. 23. 687-689 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Chujo, Yoshiki: "Hydroboration Polymerization I. Synthesis of Organoboron Polymers by Polyaddition between Diene and Monoalkylborane" Macromolecules. 24. 345-348 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Chujo, Yoshiki: "Reactions of Organoboron Polymers Prepared by Hydroboration Polymerization I. Synthesis of Poly (alcohol) by Reaction with Carbon Monoxide" Macromolecules. 24. 3010-3012 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Chujo, Yoshiki: "Reactions of Organoboron Polymers Prepared by Hydroboration Polymerization II. Selective Synthesis of Poly (ketone) by the Reaction with Cyanide Anion" Polymer Bulletin. 25. 1-4 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Chujo, Yoshiki: "Reactions of Organoboron Polymers Prepared by Hydroboration Polymerization III. Synthesis of Poly (alcohol) s by the Reaction with alpha, alpha-Di-chloromethyl Methyl Ether" Polymer Bulletin. 26. 165-168 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Chujo, Yoshiki: "Boronate Oligomers via Dehydrogenation of Diols with Thexylborane" Polymer Journal. 23. 743-746 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Chujo, Yoshiki: "Organoboron Polymers as a Novel Type of Reactive Polymers" Chemistry. 46. 214-214 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Chujo, Yoshiki: "Organoboron Polymers. Synthesis of Novel Reactive Polymers" Polymer Applications. 40. 210-215 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Chujo, Yoshiki: "New Polymers by Novel Polymerizations" High Polymers. 41. 34-35 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Chujo, Yoshiki: "Hydroboration Polymerization of Dicyano compounds I. Synthesis of Boron-Containing Polymers by the Reaction between t-BuBH_2・NMe_3 and Dicyano Compounds" Macromolecules. 25. 27-32 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Chujo, Yoshiki: "Hydroboration Polymerization II. Synthesis of Organoboron Polymers by the Reaction between Diyne and Thexylborane" Macromolecules. 25. 33-36 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Chujo, Yoshiki: "Hydroboration Copolymerization. Synthesis of Organoboron Copolymers by the Reactions of Dienes or Diene/Diyne with Thexylborane" Polymer Bulletin. 27. 375-382 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Chujo, Yoshiki: "Organoboron Polymers as a Novel Type of Reactive Polymers" current Polymer Research. 38. (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Chujo, Yoshiki: "Organoboron Polymers as a Novel Type of Reactive Polymers" Progress in Polymer Science. (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Yoshiki Chujo: "Hydroboration Polymerization I.Synthesis of Organoboron Polymers by Polyaddition between Diene and Monoalkylborane." Macromolecules. 24. 345-348 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Yoshiki Chujo: "Reactions of Organoboron Polymers Prepared by Hydroboration Polymerization I.Synthesis of Poly(alcohol)by Reaction with Carbon Monoxide." Macromolecules. 24. 3010-3012 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Yoshiki Chujo: "Reactions of Organoboron Polymers Prepared by Hydroboration Polymerization II.Selective Synthesis of Polyー(ketone)by the Reaction with Cyanide Anion." Polymer Bulletin. 25. 1-4 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Yoshiki Chujo: "Reactions of Organoboron Polymers Prepared by Hydroboration Polymerization III.Synthesis of Poly(alcohol)s by the Reaction with α,αーDichloromethyl Methyl Ether." Polymer Bulletin. 26. 165-168 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Yoshiki Chujo: "Hydroboration Polymerization of Dicyano Compounds I.Synthesis of BoronーContaining Polymers by the Reaction between BuBH_2ーNMe_3 and Dicyano Compounds." Macromolecules. 25. 27-32 (1992)

    • Related Report
      1991 Annual Research Report
  • [Publications] Yoshiki Chujo: "Hydroboration Polymerization II.Synthesis of Organoーboron Polymers by the Reaction between Diyne and Thイxylーborane" Macromolecules. 25. 33-36 (1992)

    • Related Report
      1991 Annual Research Report
  • [Publications] Yoshiki Chujo: "Haloboration Polymerization.Novel Organoboron Polymers by Polyaddition between BBr_3 and Terminal Diyne." Macromolecules. 23. 687-689 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] Yoshiki Chujo: "Hydroboration Polymerization I.Synthesis of Organoboron Polymers by Polyaddition between Diene and RBH_2." Macromolecules. 24. 345-348 (1991)

    • Related Report
      1990 Annual Research Report
  • [Publications] Yoshiki Chujo: "Reactions of Organoboron Polymers Prepared by Hydroboration Polymerization I.Reaction with CO." Macromolecules. 24. (1991)

    • Related Report
      1990 Annual Research Report
  • [Publications] Yoshiki Chujo: "Reactions of Organoboron Polymers Prepared by Hydroboration Polymerization II.Reaction with Cyanide." Polymer Bulletin. 25. 1-4 (1991)

    • Related Report
      1990 Annual Research Report
  • [Publications] Yoshiki Chujo: "新しい反応性高分子としての有機ホウ素ポリマ-" 化学. 46. 214-214 (1991)

    • Related Report
      1990 Annual Research Report
  • [Publications] Yoshiki Chujo: "Reactions of Organoboron Polymers Prepared by Hydroboration Polymerization III.Reaction with DCME." Polymer Bulletin. 25. (1991)

    • Related Report
      1990 Annual Research Report

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Published: 1990-04-01   Modified: 2016-04-21  

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