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1991 Fiscal Year Final Research Report Summary

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
KeywordsDiyne / Boron Tribromide / Polyaddition / Halobortion Polymerization / Organoboron Polymers / Poly (organoboron halide) s / Reactive Polymers / Poly (Lewis acid)
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.

  • Research Products

    (20 results)

All Other

All Publications (20 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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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
  • [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

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Published: 1993-03-16  

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