SYNTHESIS AND PROPERTIES POLY(FUMARAMATE) BEARING A PHOSPHORYLCHOLINEMOIETY

Novel types of fumaramate bearing a phosphorylcholine group, alkyl-2-[ 2'-(trimethylammonium)ethyl phosphoryl]ethyl fumaramate [alkyl = isopr opyl (IPTPFA) and methyl (MTPFA)] were synthesized, IPTPFA and MTPFA w ere polymerized and copolymerized with methyl methacrylate (MMA) in th e presence of radical initiators. Critical micelle concentrations (CMC ) of IPTPFA and MTPFA were 1.7 x 10(-3) and 1.0 x 10(-3) mol l(-1), re spectively. Three types of copolymer microspheres of MMA with comonome rs such as IPTPFA, MTPFA and 2-methacryloyloxyethyl phosphorylcholine (MPC) were prepared from the emulsifier-free emulsion copolymerization s over the CMC. An addition of small amounts of IPTPFA or MTPFA result ed in an increase of the rate of polymerization of MMA. Amount of bovi ne serum albumin adsorption decreased in the following order: poly(MMA ) > poly(MTPFA-co-MMA) > poly(IPTPFA-co-MMA) = poly(MPC-co-MMA) micros pheres. (C) 1997 Elsevier Science Ltd.