CYCLIZATION IN AMINE-CURED N,N-DIGLYCIDYLANILINE EPOXY-RESINS

The formation of eight-membered cycles (stereoisomers of 1,5-diphenyl-3,7-dihydroxy-1,5-diazacyclooctane) during the reaction of N,N-diglycidylaniline with aniline was followed using high-performance liquid chromatography. The ring compounds were identified by mass spectrometry. The extent of cyclization depends on the ratio of the reaction components, and increases with increasing temperature and upon dilution of the reaction mixture with an inert diluent. The experimental results agree with the theoretical prediction based on the reaction mechanism determined earlier.