Copolymerization of fluorinated monomers with hydrophilic monomers in aqueous solution in presence of cyclodextrin

摘要

New fluorinated copolymers were synthesized by copolymerization of 1H, 1H,2H,2H-perfluorodecyl methacrylate (1) with hydrophilic comonomers methacrylic acid (3), 2-acrylamido-2-methylpropane sulfonic acid (6), 3-trimethyl-ammonium propyl methacrylamide chloride (7) and N,N-dimethylmethacrylamidopropyl-N-3-sulfopropylammonium-betaine (8). The reaction was carried out in water using randomly methylated beta-cyclodextrin (RAMEB) for solubilization of the fluorinated monomer by forming a host-guest complex (1a). Polymerization kinetics were investigated and copolymerization parameters were determined. Additionallly, a RAMEB complex of tert-butyl methacrylate (2a) was copolymerized with 1a in water. For comparison, copolymerization of the uncomplexed monomers 1 and 2 were carried out in organic solvents. Evaluation of copolymerization kinetics and parameters showed significant differences in the relative reactivities of the free monomers and the monomer-RAMEB complexes.