Regioselective ester cleavage during the preparation of bisphosphonate methacrylate monomers

Abstract

New functional monomers bearing a methacrylate, a bisphosphonate function and, for most, an internal carboxylate group, were prepared for incorporation into copolymers with adhesive or anticorrosive properties. Methanolysis of some trimethylsilyl bisphosphonate esters not only deprotects the desired bisphosphonate function but also regioselectively cleaves the alkyl ester function without affecting the methacrylate ester.

Keywords

• bifunctional monomer
• phosphonic acid
• regioselective ester cleavage