Reactions of hydroxyalkyl esters with phenyl isocyanate



In a reaction between 2-hydroxyethyl methacrylate and phenyl isocyanate (PI), we did not obtain the expected urethane ester monomer but products of its subsequent conversion, namely, ethylene dimethacrylate and ethylene bis(phenylcarbamate). The effects of the structures of various hydroxyalkyl esters on the transformation of the products of their reaction with PI into their respective diesters and alkanediyl bis(phenylcarbamates) were observed with standard spectral methods (IR, 1H-NMR) and chromatographic and classical separation techniques. © 2005 Wiley Periodicals, Inc. J Appl Polym Sci 96: 1357–1367, 2005