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Citation: SHEN Hai-Min, SHI Hong-Xin, XIANG Ju-Ping, LIU Qiu-Ping, ZHU Chun-Feng. Synthesis and Surface Activity of Fluorocarbon Surfactant Containing Sulfuric Ester[J]. Chinese Journal of Applied Chemistry, ;2009, 26(9): 1036-1039. shu

Synthesis and Surface Activity of Fluorocarbon Surfactant Containing Sulfuric Ester

1.
Laboratory of Green Chemistry Synthesis-technology, College of Chemical Engineering and Materials Science, Zhejiang University of Technology, Hangzhou 310014

Corresponding author: SHI Hong-Xin,
Received Date: 26 August 2008
Available Online: 5 January 2009
Fund Project: 浙江省自然科学基金(Y405396) (Y405396)绿色化学合成技术国家重点实验室培育基地开放课题(2007009)资助项目 (2007009)

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,and 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 n(4-perfluorononenyloxy benzenesulfonyl chloride) :n(2-methylamino ethanol) =1.0:2.0,with triethylamide as acid acceptor,in THF at 30 ℃ for 3.0 h,and N-hydroxyethyl-N-methyl-4-perfluorous nonenyloxybenzenesulfonated amide(Ⅱ) was obtained in a yield of 93.4%.The optimal reaction conditions of esterification were n(Ⅱ) :n(chlorsulfonic acid) =1.0:2.0 in THF at room temperature for 0.5 h,with a yield of 97.1% for compound Ⅰ.The critical micelle concentration(CMC) of compound Ⅰ was 8.0×10^-4 mol/L,and its surface tension(γ_cmc) was 23.1 mN/m(25 ℃).
- perfluorononenyloxy benzenesulfonyl chloride,
- sulfuric ester,
- fluorocarbon surfactant,
- surface tension,
- critical micelle concentration
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