Synthesis of Triethoxy-type Silane Coupling Agents Containing Fluorocarbon Chain and Surface Modification of Glass

Abstract

Four silane coupling agents, (1H, 1H, 2H, 2H-polyfluoroalkyl) triethoxysilanes [(1H, 1H, 2H, 2H-henicosafluorododecyl) triethoxysilane, C10F21C2H4Si (OCH2CH3) 3, (1H, 1H, 2H, 2H-heptadecafluorodecyl) triethoxysilane, C8F17C2H4Si (OCH2CH3) 3, (1H, 1H, 2H, 2H-tridecafluorooctyl) triethoxysilane, C6F13C2H4Si (OCH2CH3) 3, and (1H, 1H, 2H, 2H-nonafluorohexyl) triethoxysilane, C4F9C2H4Si (OCH2CH3) 3], were prepared by the hydrosilylation of trichlorosilane with the corresponding 1H, 1H, 2H-polyfluoro-1-alkene in the presence of hydrogen hexachloro-platinate (IV), followed by reaction with sodium ethoxide in ethanol. The surface modification of glass was carried out using these agents. The measurements of the contact angles θ (°) of water and oleic acid on a modified glass surface indicated the coupling agents to have high capacity for modification. By modification, glass surfaces with high oxidation resistance were obtained. These capacity was compared with methoxy-type silane coupling agents containing fluorocarbon chain.