Covalent Modification of Epoxy-Amine Systems with a Guanidine-Containing Oligomer to Enhance Their Activity against Pathogenic Microorganisms

Abstract

This paper addresses the modification of epoxy-amine systems with new reactive compounds, oligohexamethyleneguanidine salts. Using commercial hydrochloride of oligohexamethyleneguanidine, its hydrosalicylate, hydro-5-sulfosalicylate, and hydro-4-aminosalicylate are isolated and characterized. During salt preparation, the main macromolecular chain of oligohexamethyleneguanidine remains almost intact. The scheme advanced for the covalent introduction of a modifier in an epoxy-amine network involves the preliminary synthesis of the adduct of an epoxy oligomer and oligohexamethyleneguanidine salt followed by its cure with oligoamine. Conditions for formation of uncured viscous-flow adducts well miscible with the epoxy oligomer and the curing agent are determined. Using these adducts, the cured elastic films are obtained, among which samples modified with oligohexamethylene-guanidine hydro-4-aminosalicylate demonstrate the most pronounced activity against model microorganisms Mycobacterium smegmatis. These materials show promise as a basis for the development of biocidal coatings.