Synthesis of biocompatible sterically-stabilized poly(2-(methacryloyloxy)ethyl phosphorylcholine) latexes via dispersion polymerization in alcohol/water mixtures.

Poly(2-(methacryloyloxy)ethyl phosphorylcholine) (PMPC) is soluble in either 2-propanol or water but becomes insoluble in certain alcohol-rich 2-propanol/water mixtures. We have exploited this unusual cononsolvency behavior in order to prepare new biocompatible sterically stabilized PMPC latexes via nonaqueous dispersion polymerization in 2-propanol/water mixtures. All polymerizations were conducted in the presence of monomethoxy-capped poly(ethylene glycol) methacrylate (PEGMA) as a reactive stabilizer, with some formulations including ethylene glycol dimethacrylate (EGDMA) as a cross-linker. Under optimized conditions, unimodal size distributions could be obtained with a mean latex diameter of approximately 1 μm, as judged by laser diffraction and DLS. The mean latex diameter depended on both the PEGMA and initiator concentration but was almost independent of the cross-linking density. Smaller PMPC latexes were obtained by increasing the alcohol content of the dispersion medium. On dilution with water, ...