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

作者：Hotta Hiroshi^*

来源：Kobunshi Ronbunshu, 2013, 70(11): 655-667.

DOI：10.1295/koron.70.655

• Polyamideimide
• Polyesterimide
• Polyaddition Reaction
• Bis(cyclic imine)
• Tetracarboxylic Acid Dianhydride

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 PAT 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. PAT thus synthesized was soluble in DMSO etc. but PEI was insoluble. Thermal stability of PAT and PEI estimated by TG-DTA was fairly good. It was depending on cyclic imines used and in the order of 13PBI>1Me13PBI>13PBO.

• 出版日期2013