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Synthesis of novel oil-soluble fluorinated surfactants via Wittig-Horner reaction
Authors:Ding Zhang  Min Sha  Ping Xing  Renming Pan  Xiangyang Lin  Biao Jiang
Affiliation:1. School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing, 210094, Jiangsu, China;2. Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, China;3. School of Management Science & Engineering, Nanjing University of Finance & Economics, Nanjing, 210046, Jiangsu, China
Abstract:In this paper, the synthesis and characterization of novel oil-soluble fluorinated surfactants were reported. Both Wittig and Wittig-Horner reaction were used for constructing the perfluorinated branch-chain structure, and the latter provided a better method through a three-step synthesis route which was easy worked up and low cost. The surface tension of novel products in toluene, n-hexane and nitromethane with concentrations of 0.1?mol/L, 0.05?mol/L, 0.025?mol/L, 0.0125?mol/L, 0.00625?mol/L and 0?mol/L were examined. The surface tension research of these surfactants showed that they can reduce the surface tension of organic reagents dramatically. For example, compound 1e can reduce the surface tension of nitromethane from 36.6?mN/m to 24.2?mN/m in the concentration of 0.1?mol/L, and the surface tension of toluene was reduced from 28.0?mN/m to 22.7?mN/m when the concentration of compound 1a was 0.1?mol/L.
Keywords:Oil-soluble  Fluorinated surfactant  Wittig reaction  Wittig-Horner reaction  Surface tension
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