Possibility of Protic Ionic Liquids Formation From Triethanolamine with Sulfonamides

In this work, we have studied the products of interaction of triethanolamine with sulfonamides (4-chloro- and 4-nitrobenzenesulfonamide) and with bis(trifluoromethanesulfonyl)amide to show that it is possible to form protic ionic liquids. By using the hybrid functional B3LYP, we have made quantum-chemical calculations of the structure and energy of the formed compounds, and as part of the Natural bond orbital analysis, we have calculated the hydrogen bonds parameters. The structures of the obtained compounds have been confirmed by IR and NMR spectroscopy. On the basis of the obtained data, we have made a conclusion that triethanolamine with 4-chloro- and 4-nitrobenzenesulfonamides forms hydrogen-bonded complexes, whereas with bis(trifluoromethanesulfonyl)amide is forms a salt. We have determined the thermal characteristics of all of the obtained compounds, and for bis(trifluoromethanesulfonyl)imide tris(2-hydroxyethyl)ammonium salt, the electric conductivity as well.