SYNTHESIS AND POLYMERIZATION OF HYDROPHOBIC IODINE-CONTAINING METHACRYLATES

Starting from 2,4,6-triiodophenol, 2,3,5-triiodobenzoic acid and 3,5-bis(acetylamino)-2,4,6-triiodobenzoic acid, polymerizable methacrylates were synthesized and characterized by elemental analyses, IR, H-1-NMR and C-13-NMR spectroscopy. The iodine-containing methacrylates show a different radical polymerization behaviour. 2,4,6-Triiodophenyl methacrylate gives only oligomeric products in the presence of azoisobutyronitrile (AIBN), whereas 2-methacryloyroxyethyl 2,3,5-triiodobenzoate yields polymers. On the basis of mixtures of isomeric 1,3-dimethacryloyloxy-2- and 1,2-dimethacryloyloxy-3-(2,3,5-triiodobenzoyloxy)propane with usual crosslinking monomers, radiopaque materials were prepared.