Phenol-crotonaldehyde resins. II. Effect of crotonaldehyde purity on resin properties

Abstract

Acid-catalyzed polycondensation of phenol and crotonaldehyde results in soluble thermoplastic resins over a broad range of compositions. The thermal and curing behavior of the resins are found to vary markedly with the phenol to crotonaldehyde mole ratio and the purity of crotonaldehyde. Infrared analysis of the resins and their fractions separated by column chromatography indicates that all the resins are structurally similar. The number-average molecular weights of the resins fall in the range of 400 to 600. The resins from distilled crotonaldehyde exhibit higher molecular weights than those from crude crotonaldehyde. The thermal properties of the resins are comparable to the Novolak-type phenol-formaldehyde resins. The thermoplastic nature is retained even at higher fraction of crotonaldehyde, unlike for the conventional Novolak resins.