Functional polymers. XIII. Synthesis and polymerization of 2(2‐hydroxy‐5‐methylphenyl)‐5‐vinyl‐2H‐benzotriazole

Abstract

Abstract The synthesis of 2(2‐hydroxy‐5‐methylphenyl)‐5‐vinyl‐2H‐benzotriazole was accomplished in seven steps starting from 4‐ethylaniline. Acetylation and nitration followed by hydrolysis gave 2‐nitro‐4‐cthylaniline which was diazotized, condensed with p ‐cresol, and reduced to 2(2‐hydroxy‐5‐methylphenyl)‐5‐ethyl‐2H‐benzotriazole. As in previous cases, the ethyl group was transformed to the vinyl compound by bromination with N ‐bromosuccinimide and dehydrobromination of the 1‐bromoethyl compound. Monomer grade 2(2‐hydroxy‐5‐methylphenyl)‐5‐vinyl‐2H‐benzotriazole was polymerized and copolymerized with styrene, methyl methacrylate, and n ‐butyl acrylate.