Reactions on polymers with amine groups. I. Reactions of vinylpridine polymers and of their model compounds with unsaturated carboxylic acids

Abstract

AbstractThe reactions of vinylpyridine polymers with α,β‐unsaturated carboxylic acids such as acrylic, methacrylic, crotonic, itaconic, cinnamic, fumaric, and maleic acids were studied. It was found that, when reacted with acrylic, itaconic and fumaric acids. poly(4‐vinylpyridine) gave macromolecular betaine products while with maleic acid, betaine as well as the corresponding salt was obtained. Poly(2‐vinylpyridine) reacted with the same acids as poly(4‐vinylpyridine) gave only the salts. No significant changes were observed with the two polymers when reacted with methacrylic, crotonic, and cinnamic acids. To attempt to rationalize these observations with the two macromolecular tertiary amines, the reactions of 4‐methyl and 2‐methylpyridines with the same carboxylic acids were investigated. The 1H‐NMR methodology was generally applied to elucidate the chemical structure obtained. © 1995 John Wiley & Sons, Inc.