Synthesis and properties of hemifluorinated disodium alkanesulfonates

• Hemifluorinated dialkanesulfonate species were synthesized and characterized.
• 1H,1H,2H,2H-nonafluorohexyl iodide and diethylmalonate were used as starting materials.
• NaH based alkylation and sultone ring opening reactions.
• Lower critical micelle concentration values found than that of PFOS.

Perfluorobutyl substituted disodium alkanesulfonates derivatives were synthesized and characterized as alternative substances to perfluorooctanesulfonic acid (PFOS, 1), a well-known surfactant. 1H,1H,2H,2H-nonafluorohexyl iodide, diethyl malonate and sultones were used to prepare disodium sulfonates 2 and 3 in three synthetic steps. The surface tension behavior of 2 and 3 were studied and critical micelle concentration values were noted to be 2025 mg/L and 2052 mg/L, respectively, at room temperature.

Perfluorobutyl substituted disodium alkanesulfonates derivatives were synthesized and characterized as alternative substances to perfluorooctanesulfonic acid (PFOS, 1), a well-known surfactant. 1H,1H,2H,2H-nonafluorohexyl iodide, diethyl malonate and sultones were used to prepare disodium sulfonates 2 and 3 in three synthetic steps. The surface tension behavior of 2 and 3 were studied and critical micelle concentration values were noted to be 2025 mg/L and 2052 mg/L, respectively, at room temperature.Figure optionsDownload as PowerPoint slide