Abstract
In this work, a new methacrylate phosphonate monomer synthesis was described according to a two-step reaction. Firstly the monoaddition of thioglycolic acid onto dimethylvinyl phosphonate monomer led to dimethyl–5-carboxymethyl-2-thiaethylphosphonate, new phosphonate acid compound. This reaction also led to the thioester homologue of dimethyl–5-carboxymethyl-2-thiaethylphosphonate with 15% yield by reaction of thioglycolic acid thioester with dimethylvinyl phosphonate. In a second step, dimethyl carboxy-4-thia-butyl phosphonate reacted with glycidyl methacrylate. This epoxy-acid addition reaction was catalysed by chromium salt at 70°C and led to the new methacrylate phosphonate monomer. We showed that only the secondary alcohol was obtained via a β addition. The two-step reaction final yield was calculated to be about 85%.