Functionalization of coumarone-indene resins I. Acetoacetylation

Summary

A low molecular weight coumarone (or 2,3-benzofuran)-indene resin was converted to a β-ketoester functional material by Friedel-Crafts acylation with acetyl chloride, reduction to a secondary alcohol and reaction with t-butyl acetoacetate. Each reaction was essentially quantitative as shown by spectroscopy and elemental analysis. The final product proved to be crosslinkable at ambient or elevated temperature by the addition of multifunctional amines.