Protic ionic liquids with primary alkylamine-derived cations: the dominance of hydrogen bonding on observed physicochemical properties.

Novel protic ionic liquids (PILs) were synthesized by neutralization of primary alkylamines with bis(trifluoromethanesulfonyl)amide acid. An extensive hydrogen bonding network in these PILs was observed via lower thermal stability, temperature dependent inversion from non-Newtonian to Newtonian fluidic behavior, and lower ionicity compared to their secondary and tertiary analogues.