Investigations on the curing of epoxides with phthalic anhydride

The anhydride curing of epoxides was studied by performing copolymerizations of epichlorohydrin, phenyl glycidyl ether (PGE), or bisphenol-A-diglycidyl ether (BADGE) with phthalic anhydride (PSA). As initiators, tertiary amines or ammonium salts were used. In the case of epichlorohydrin, linear polyesters were obtained at 100°C. At higher temperatures (140–160°C), a side reaction of the CH₂Cl group took place which caused branching and partial crosslinking of the polymer. The reaction of phenyl glycidyl ether with phthalic anhydride gave linear, strongly alternating copolymers at temperatures of 120–160°C. Molecular weights (M¯_n) were in the range of 4000–87,000, depending on the purity of the starting materials and the initiator used. The reaction of the diepoxide BADGE with phthalic anhydride yielded highly crosslinked products. Their crosslink densities (which correlate with the glass transition temperature T_g). however, did not show the same dependence on initiator and purity of the starting materials as the molecular weights of the linear polyesters obtained by the “model reaction” of PGE with PSA. Possible reasons for this effect are discussed.