Synthesis of Polyenamines with Pendant Hydroxyl Groups by Ring-Opening Polyaddition of 5,5′-Oxalylbis(3,4-dihydro-2H-pyran) with Diamines

Abstract

A new class of polyenamines with pendant hydroxyl groups was synthesized by the ring-opening polyaddition of 5,5′-oxalylbisi(3,4-dihydro-2H-pyran) with diamines through vinyl-ogous nucleophilic substitution. Solution polymerization carried out in alcoholic solvents such as m-cresol at room temperature afforded polymers having inherent viscosities of 0.1–0.27 in quantitative yields. The hydroxyl-containing polyenamines were soluble in a limited number of solvents and had low softening temperatures, below 200°C.