A Novel Synthetic Method for Polyamideimides and Polyesterimides by Polyaddition of Tetracarboxylic Acid Dianhydride and Bis(cyclic imine)s

  • HOTTA Hiroshi
    Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University

Bibliographic Information

Other Title
  • テトラカルボン酸無水物とビス環状イミノ化合物の重付加によるポリアミドイミド,ポリエステルイミドの合成

Description

A novel synthetic method to obtain polyimides by means of polyaddition was developed utilizing cyclic imines as a nitrogen atom source for the imide group. The reaction of tetracarboxylic acid dianhydrides with bis(2-imidazoline) or bis(2-oxazoline) gave polyamideimides(PAI) or polyesterimide(PEI), respectively. Detailed studies on the polymerization mechanism using mono-functional model compounds revealed that there are two pathways to reach PAI or PEI depending on lack or existence of active hydrogen(a-H) in cyclic imine molecules. In the case of 2,2′-(1,3-phenylene)bis(1-methyl-2-imidazoline)(1Me13PBI) or 2,2′-(1,3-phenylene)bis(2-ozazoline)(13PBO),which have no a-H, formed benzo[1,3]oxazepine-4,7-dione as intermediates. On the other hand, 2,2′-(1,3-phenylene)bis(2-imidazoline) with a-H formed amic-acid as an intermediate. PAI thus synthesized was soluble in DMSO etc. but PEI was insoluble. Thermal stability of PAI and PEI estimated by TG-DTA was fairly good. It was depending on cyclic imines used and in the order of 13PBI>1Me13PBI>13PBO.

Journal

  • KOBUNSHI RONBUNSHU

    KOBUNSHI RONBUNSHU 70 (11), 655-667, 2013

    The Society of Polymer Science, Japan

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Details 詳細情報について

  • CRID
    1390001206525728128
  • NII Article ID
    130004489436
  • DOI
    10.1295/koron.70.655
  • COI
    1:CAS:528:DC%2BC3sXhvV2qt73K
  • ISSN
    18815685
    03862186
  • Text Lang
    ja
  • Data Source
    • JaLC
    • Crossref
    • CiNii Articles
  • Abstract License Flag
    Disallowed

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