Authors:
Shuyan Liu
;
Yabin Zhang
;
Congcong Zhai
;
Luqing Zhang
;
Chuanyong Zong
;
Jiachen Ma
;
Zhiyuan Huo
and
Shuxiang Zhang
Affiliation:
Shandong Provincial Key Laboratory of Fluorine Chemistry and Chemical Materials, School of Chemistry and Chemical Engineering, University of Jinan, Jinan 250022 and China., China
Keyword(s):
Fluorinated surfactant, “thiol-ene” click reaction, environmentally friendly, surface tension, CMC
Abstract:
To meet the urgent requirment for the green fluorinated surfactants in practical applications, a novel fluorinated surfactant was synthesized in a facile two-step procedure. Firstly, (1,1,2-trifluoro-2-heptafluoropropyloxy-ethylsulfanyl)-acetic acid (THEA), i.e. F(CF2)3OCFHCF2SCH2COOH, was prepared via “thiol-ene” click reaction between heptafluoropropyl trifluorovinyl ether (PPVE) and 2-mercaptoacetic acid (TGA), and then THEA was neutralized with sodium hydroxide to obtain the targeted surfactant (1,1,2-trifluoro-2-heptafluoropropyloxy-ethylsulfanyl)-sodium acetate (THESA), i.e. F(CF2)3OCFHCF2SCH2COONa. The structure of this surfactant was characterized by 1H NMR, 19F NMR and FT-IR in detail. The surface properties of THESA were measured by the ring method, and the results demonstrated that the novel fluorinated surfactant exhibited lower surface tension (15.86 mN·m-1) and critical micelle concentration (CMC, 20 mmol·L-1), compared with the conventional fluorocarbon surfactant, amm
onium perfluorooctanoate (PFOA). The results presented in this work indicated that this novel fluorinated surfactant with excellent surface properties via versatile synthetic strategy, could be a promising candidate to overcome the limitations of the traditional fluorinated surfactant, such as PFOA.
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