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

✍ Scribed by Yoshida, Shohei ;Lillya, C. Peter ;Vogl, Otto

Publisher
John Wiley and Sons
Year
1982
Weight
799 KB
Volume
20
Category
Article
ISSN
0360-6376

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✦ Synopsis

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.

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Functional polymers. XVI. Synthesis and polymerization of 2(2-hydroxy-5-isopropenylphenyl)-2H-benzotriazole and a new synthesis of 2(2-hydroxy-5-vinylphenyl)2H-benzotriazole
✍ Nir, Zohar ;Vogl, Otto ;Gupta, Amitava 📂 Article 📅 1982 🏛 John Wiley and Sons ⚖ 973 KB

## Abstract 2(2‐Hydroxy‐5‐isopropenylphenyl)2H‐benzotriazole was synthesized in 40% overall yield starting from __o__‐nitroaniline. Diazotization in aqueous hydrochloric acid gave __o__‐nitrophenyl diazonium chloride which was condensed with __p__‐hydroxyacetophenone; the azo compound was reduced t