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Mass spectrometry using the potassium ionization of desorbed species (K+IDS) technique was found to be an unusually fruitful method to characterize 2(2-hydroxyphenyl)2H-benzotriazole derivatives. This class of compounds has the proper molecular weight range of 200 up to more than 1000 daltons (Da) and the proper volatility to show readily desirable concentrations in the mass spectrometer. This class of compounds is stable under the conditions of measurement which allows the determination of their purity. 2(2-Hydroxyphenyl)2H-benzotriazoles have recent-ly been used most extensively for the ultraviolet stabilization of polymeric materials. In this work, over 100 2(2-hydroxy-phenyl)2H-benzotriazoles have been characterized by K+IDS mass spectrometry.

A number of 2(2-hydroxyphenyl)2H-benzokiazoles substituted in the 5-position with reactive hydroxyl and carboxyl groups have been synthesized. They include compounds with a tert butyl substitution in the 3-position or without substitution. The latter compounds were subjected to a reaction with N-hydroxymethyl-(meth)acrylamide to form acrylic polymerizable 3(meth) acrylamidomethyl-2(2-hydroxyphenyl)2H-benzotriaz-oles. Hydroxyl reactive compounds were allowed to react with long chain acids, compounds with carboxyl groups with long chain hydrocarbon, fluorocarbon or silicon oligomer alcohols. The polymerizable 2(2-hydroxyphenyl)2H-benzotriazoles were then copolymerized with methyl methacrylate. Films made from such polymers showed by contact angle measurements, substantial migration of the fluorocarbon or silicon component to the surface of the film.

Ultraviolet spectra of a number of 2(2-hydroxyphenyl)2H-benzotriazoles were studied in nonpolar, polar, and hydrogen bonding solvents. The effect of substituents located in the 4-position of the benzotriazole ring was investigated, and the effect on the UV absorption characteristics of 2(2-hydroxyphenyl)2H-benzotriazoles was determined. Substituted resorcinol or phloroglucinol-based 2(2-hydroxyphenyl)2H-benzotriazole derivatives were investigated with special emphasis on UV absorption characteristics that were expected to be useful as polymer-bound UV stabilizers in optical lens applications.

Three 2(2, 4-dihydroxyphenyl)2H-benzotriazole derivatives were reacted with glycidyl methacrylate on the 4-hydroxyl group of the benzotriazole molecules to give the corresponding acrylic monomers. The new monomers were copolymerized with methyl methacrylate. In another approach, copolymers of methyl methacrylate and glycidyl methacrylate were allowed to react with the same three 2(2, 4-dihydroxyphenyl)2H-benzotriazole derivatives and gave the corresponding 3-methacryloxy-2-hydroxypropyl derivatives. The monomers and polymers were characterized by the usual characterization techniques. The greatest emphasis was placed on the ultraviolet spectra in various solvents stressing the local proximity of the neighboring groups.