The hydrolysis/condensation behaviour of methacryloyloxyalkylfunctional alkoxysilanes: Structure-reactivity relations

Various methacryloyloxymethylalkoxysilanes have been synthesized by nucleophilic substitution reactions starting from chloromethylalkoxysilanes under phase transfer catalysis conditions. The compounds thus obtained show an exceptionally high degree of reactivity with regard to hydrolysis and condensation both under acidic as well as under basic conditions compared to the established 3-methaeryloyloxypropyltrimethoxysilane. A mechanistic model for this high reactivity by intramolecular activation is discussed.