Synthesis and physicochemical properties of unsaturated trifluoromethylated sodium carboxylates in aqueous media

Structural modifications of unsaturated sodium carboxylate surfactants in terms of trifluoromethylation associated with the hydrocarbon chain length have been studied, the synthesis is described, and aggregation properties have been examined by conductimetry and vapor pressure osmometry between 30 °C and 45 °C. No strong effect of adding a CF3 group was observed on the Critical Micellar Concentrations. However, the thermodynamic study shows the specific effect exerted by the CF3 group through the enhancement of the entropic contribution.

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► A four step synthesis of three trifluoromethyl sodium dienoates is described.
► Micellization is studied using conductimetry and vapor pressure osmometry.
► Effects of the tail and adding a trifluoromethyl group are investigated.
► The thermodynamic behavior changes on addition of a trifluoromethyl group.