| Several new N-halamine monomers were synthesized in this study. The monomers were the following compounds: 3-(acryloxymethyl)-5,5-dimethylhydantoin, 3-(2 '-methylacryloxymethyl)-5,5-dimethylhydantoin, 3-(crotonoxymethyl)-5,5-dimethylhydantoin, 4-(acryloxymethyl)-4-methyl-2-oxazolidinone, 4-(2'-methylacryloxymethyl)-4-methyl-2-oxazolidinone, 4,4-di(acryloxymethyl)-2-oxazolidinone, 5-(4'-acryloxyphenyl)-5-methylhydantoin, and 5-[4'-(2'-methylacryloxyphenyl)]-5-methylhydantoin. These monomers were co-polymerized with acrylonitrile, methyl methacrylate, vinyl acetate, and styrene to produce water insoluble polymers. These polymers were activated by halogenation to form stable N-halamine bonds on the surfaces of the materials. Emulsion polymerizations were also carried out with some of these monomers and acrylonitrile, methyl methacrylate, styrene, ethyl acrylate, butyl acrylate, vinyl acetate, and acrylic acid in efforts to make water-borne coatings that, once cast and activated, act as surface-active disinfectants. Some of these monomers were also grafted onto poly(vinyl alcohol) and cellulose using various techniques to give unique polymeric disinfectants.;Thermosetting coatings were prepared by co-polymerizing the N-halamine monomers with functional monomers, such as 2-hydroxyethyl acrylate and acrylic acid, and then reacting the functional groups on the linear polymer chains with a cross-linking agent to form a cross-linked system. The thermosetting coatings were activated by chlorination and shown to be surface-active disinfectants.;Polyurethane coatings and elastomers were prepared by reacting 4,4-dihydroxymethyl-2-oxazolidinone with various diisocyanate materials using a tertiary amine as a catalyst. Activation by chlorination produced unique biocidal polyurethane materials. |
