Shohei Yoshida, O. Vogl
Feb 16, 1982
Citations
0
Influential Citations
43
Citations
Journal
Macromolecular Chemistry and Physics
Abstract
2-(2-Hydroxy-5-vinylphenyl)-2H-benzotriazole (9) was prepared by a seven step synthesis in about a 25% overall yield starting from o-nitroaniline. Diazotization in aqueous HCl gave a diazonium salt which was coupled with p-ethylphenol to an azo-dye which was reduced with zinc powder in sodium hydroxide solution to 2-(2-hydroxy-5-ethylphenyl)-2H-benzotriazole (4). This compound was acetylated and then brominated with N-bromosuccinimide to 2-[2-acetoxy-5-(1-bromoethyl)phenyl]-2H-benzotriazole (6) which was dehydrobrominated with triethylamine in acetonitrile or tributylamine in dimethylacetamide to the vinyl compound which was hydrolyzed to 9. This monomer was readily homopolymerized and copolymerized with styrene and methyl methacrylate using 2,2′-azobis(2-methylpropionitrile) as initiator.