Synthesis of a well-defined glycopolymer by atom transfer radical polymerization

Abstract

Controlled free radical polymerization of sugar-carrying methacrylate, 3-O-methacryloyl-1,2 : 5,6-di-O-isopropylidene-d-glucofuranose (MAIpGlc) was achieved by the atom transfer radical polymerization (ATRP) technique with an alkyl halide/copper-complex system in veratrole at 80°C. The time–conversion first-order plot was linear and the number-average molecular weight increased in direct proportion to the ratio of the monomer conversion to the initial initiator concentration, providing PMAIpGlc with a low polydispersity. The sequential addition of the two monomers styrene (S) and MAIpGlc afforded a block copolymer of the type PS-b-PMAIpGlc. The acidolysis of the homo- and block copolymers gave well-defined glucose-carrying water-soluble polymers PMAGlc and PS-b-PMAGlc, respectively. The amphiphilic PS-b-PMAGlc block copolymer exhibited a microdomain surface morphology with spherical PS domains in a PMAGlc matrix. © 1998 John Wiley & Sons, Inc. J. Polym. Sci. A Polym. Chem. 36: 2473–2481, 1998