Synthesis and Performance of Novel Fluorinated Acrylate Polymers: Preparation and Reactivity of Short Perfluoroalkyl Group Containing Monomers

Developing novel fluorinated monomers and polymer materials with a short perfluoroalkyl group is attracting the attention of researchers. The synthesis of fluorinated monomers, [N-methyl-perfluorobutane-1-sulfonamide]ethyl acrylate (C(4)SA) and methacrylate (C(4)SMA), [N-methyl-perfluorohexane-1-sulfonamide]ethyl acrylate (C(6)SA), and methacrylate (C(6)SMA) were presented from a three-step procedure, which combined the reaction of perfluorobutanesulfonyl fluoride or perfluorohexanesulfonyl fluoride with an excess of methylamine, alkylation reaction with 2-bromoethanol, and esterification reaction with acryloyl chloride or methacryloyl chloride. The outcome compounds structures of each step were confirmed by H-1 NMR, F-19 NMR, FT-IR, and elemental analysis. Free radical copolymerizations of fluorinated acrylates and butyl methacrylate (BMA) in butyl acetate (BuOAc) were performed to determine the comonomers reactivity ratios and Q-e values. The surface wetting properties of fluorinated homopolymers were investigated by surface tension and dynamic contact angles. As a result, the target polymers showed extreme low surface energies and dynamic surface properties.