• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Synt6hesis and Ring Opening-Closure Behavior of Polymers Containing a Five-Membered Lactone Unit

Research Project

Project/Area Number 07651071
Research Category

Grant-in-Aid for Scientific Research (C)

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

Principal Investigator

KIMURA Takao  Utsunomiya Univ.Faculty of Engineering, Associate Professor, 工学部, 助教授 (10114159)

Project Period (FY) 1995 – 1996
Project Status Completed (Fiscal Year 1996)
Budget Amount *help
¥2,200,000 (Direct Cost: ¥2,200,000)
Fiscal Year 1996: ¥200,000 (Direct Cost: ¥200,000)
Fiscal Year 1995: ¥2,000,000 (Direct Cost: ¥2,000,000)
Keywords4-Butanolides / Diamines / Polyamides / Ring-Opening of Lactone / Reversible Reaction / Hydrolysis / NMR / GPC / 4-ブタノリド誘導体 / 五員環ラクトン / 重合 / 縮合素ポリマー / モデル反応 / 開環-閉環挙動 / NMRスペクトル
Research Abstract

Bifunctional five-membered lactone monomers were prepared by the chemical transformation of t-butyl methacylate and dimethyl itaconate dimers telomerized using bromotrichloromethane. Polymerizations of these lactone monomers with some aliphatic and aromatic diamines and diols afforded polyamides, polyesters, polyamic acids, and polyimides. The polyamides prepared using aliphatic primary diamines had a high hydrophilicity owing to partial hydrolytic cleavage of the lactone moiety.
The ring-opening and -closure reactions of condensation compounds of (2R^<**>,4S^<**>) -4-chloroformyl-2-chloroformylmethyl-2,4-dimenthyl-4-butanolide with monoamines and monools served to elucidate the ring-opening behavior of the resulting condensation polymers. The variation of ring-opening ratio with the passage of time was traced by the ^1H-NMR method. The behavior of model compounds was affected considerably by such factors as pH,solvent, structure of substrate, and so on. As these ring-opening and -closure reactions finally attain equilibrium, the ring-opening of the lactone moiety is presumed to be a reversible reaction. On the other hand, the ring-opening of lactone unit in the model compound derived from aliphatic primary amine proceeded completely in a phosphate buffer solution and it was independent of enzyme.
Hydrolysis of titled polyamides is affected by the ring-opening ratio and aromatic site, and the results suggest the scission of end-type.

Report

(3 results)
  • 1996 Annual Research Report   Final Research Report Summary
  • 1995 Annual Research Report
  • Research Products

    (10 results)

All Other

All Publications (10 results)

  • [Publications] Takao Kimura: "Reactivity of Telomers IV. Catalytic Reaction of t-Butyl 2-Bromo-4,4,4-trichloro-2-methylbutyrate with Copper Powder" Polymer Journal. 27. 1194-1201 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] 木村隆夫: "ポリメタクリル酸t-ブチル鎖中の頭-頭結合を模倣した化合物の熱分解" 高分子論文集. 53. 448-452 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] 木村隆夫: "芳香族ジアミンを用いた主鎖に五員環ラクトンを含むポリアミドの合成と性質" 高分子論文集. 54. 52-56 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Takao Kimura: "Reactivity of Telomers IV.Catalytic Reaction of t-Buty1 2-Bromo-4,4,4-trichloro-2methyl-butyrate with Copper Powder" Polymer Journal. 27. 1194-1201 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Takao Kimura: "Thermal Degradation of Model Compounds for the Head-to-Head Linkage in Poly (t-butyl methacrylate)" Kobunshi Ronbunshu. 53. 448-452 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Takao Kimura: "Synthesis and Properties of Polyamides Containing a Five-Membered Lactone Unit in Main Chain from Aromatic Diamines" Kobunshi Ronbunshu. 54. 52-56 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Takao Kimura: "Reactivity of Telomers N.Catalytic Reaction of t-Butyl 2-Bromo-4,4,4,-trichloro-2-methylbutyrate with Copper Powder" Polymer Journal. 27・12. 1194-1201 (1995)

    • Related Report
      1996 Annual Research Report
  • [Publications] 木村隆夫: "ポリメタクリル酸t-ブチル鎖中の頭-頭結合を模倣した化合物の熱分解" 高分子論文集. 53・7. 448-452 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] 木村隆夫: "芳香族ジアミンを用いた主鎖に五員環ラクトンを含むポリアミドの合成と性質" 高分子論文集. 54・1. 52-56 (1997)

    • Related Report
      1996 Annual Research Report
  • [Publications] Takao Kimura: "Reactivity of Telamers IV, Catalytic Reaction of t-Butyl 2-Bromo-4,4,4-trichloro-2-methylbutyrate with Copper Powder" Polymer Journal. 27. 1194-1201 (1995)

    • Related Report
      1995 Annual Research Report

URL: 

Published: 1995-04-01   Modified: 2016-04-21  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi