Functional polymers - 65. synthesis and brief characterization of surface active 2(2-hydroxyphenyl)2H-benzotriazole ultraviolet stabilizers

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.