Candida antarctica lipase-catalyzed synthesis and characterization of novel acrylic teroligomers

Abstract

The synthesis of three novel low molecular weight acrylic terpolymers, containing at random sequences of ethyl acrylate, acrylic acid and N-(2-hydroxyethyl)acrylamide, catalyzed by Candida antarctica lipase was successfully conducted in organic media. For the first time, these products have been enzymatically synthesized using ethyl acrylate as the only monomer starting material and taking advantage of a triple activity displayed by the lipase. In the presence of ethanolamine, the enzyme not only catalyzes the chain polymerization of ethyl acrylate but also the aminolysis and hydrolysis of the pendant ester groups affording the terpolymers. The products were characterized by 1H and 13C NMR and UV-MALDI-TOF-MS.