Structural analysis of polyhydroxyurethane obtained by polyaddition of bifunctional five‐membered cyclic carbonate and diamine based on the model reaction

This article focuses on the structural analysis of polyhydroxyurethane obtained by the reaction of 2,2‐bis[p‐(1,3‐dioxolan‐2‐one‐4‐yl‐methoxy)phenyl]propane with a diamine based on the model reaction. The compounds obtained in the model reaction could be separated into hydroxyurethanes containing primary and secondary alcohol groups by preparative gel permeation chromatography with a recycling technique to determine the structures by ¹H NMR, ¹³C NMR, distortionless enhancement by polarization transfer (DEPT) and C H correlation spectroscopy to obtain hydroxyurethane carrying the primary alcohol structure moiety dominantly. The ratios were independent of the reaction temperature but somewhat dependent on the solvents and amines. © 2001 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 39: 851–859, 2001