Synthesis and Thermally Behavior of Networked Poly(hydroxyurethane) by Ring-opening Polyaddition of Amine and Five-membered Cyclic Carbonate Obtained by the Reaction of Epoxide and CO

Abstract

A new networked polymer bearing urethane linkages and hydroxyl groups was synthesized by the polyaddition reaction of a bifunctional 5-membered cyclic carbonate and a triamine. The bifunctional cyclic carbonate used herein was synthesized from bisphenol A diglycidyl ether through its reaction with CO₂ that was catalyzed by lithium bromide efficiently and thus proceeded under atmospheric pressure. Upon heating the networked polymer, it underwent several chemical transformations involving the intramolecular nucleophilic attack of the hydroxyl group to the urethane linkage that permitted the regeneration of the 5-membered cyclic carbonate moiety.