Abstract:

Sodium 2- (N-methyl- 4-perfluorous nonenyloxyphenylsulfonamido) ethyl sulfate （I）was synthesized from 4-perfluorononenyloxy benzenesulfonyl chloride, 2-(methylamino)ethanol and chlorsulfonic acid via amidation and esterification, the intermedium and product were characterized by IR, 19F NMR and 1H NMR respectively. The reaction conditions were optimized by means of orthogonal experiments. For the amidation, the optimal reaction conditions were that: n(4-perfluorononenyloxy benzenesulfonyl chloride) : n(2-methylamino ethanol) = 1.0 : 2.0, triethylamide as acid acceptor, in THF at 30℃ for 3.0 h giving N-hydroxyethyl- N-methyl-4- perfluorous nonenyloxybenzenesulfonated amide(II) in the yield of 93.4%; The optimal reaction conditions of esterification were that: n(II) : n(chlorsulfonic acid) = 1.0 : 2.0 in THF at room temperature for 0.5 h giving I in the yield of 97.1%. The critical micelle concentration(CMC) of I was 8.0×10－4mol/L, and its surface tension(γcmc) is 23.1mN/m (25℃).

Key words: perfluorononenyloxy benzenesulfonyl chloride, sulfuric ester, fluorocarbon surfactant, surface tension, critical micelle concentration