Preparation and Characterization of Polyoxetanes Anchoring the Pendant Spacer-Separated Phenolic Residues and Their Derivatives

Abstract

ABSTRACT:Uncross-and cross-linked polyoxetanes bearing o-, m-, and p-phenolic residual groups at the terminals of moderately long pendant spacers -CH2O(CH2).-, where n = 4 and 6, were prepared. The prepolymers having the pendant O-acetylated phenols were made by the BF 3 -initiated cationic ring-opening polymerization and then the pendant phenyl acetates were hydrolyzed with 2N aqueous NaOH in methanol to give the desired phenolic polyoxetanes. The pendant phenols were subjected to the diazocoupling reaction with 3 equiv of benzenediazonium chloride to examine their reactivities in aqueous media. Model polyoxetanes with the pendant phenyl benzoates containing the azo group were also prepared to confirm the structures of the diazocoupling product polymers.