Anion Effects on Thermophysical and Thermochemical Properties of Triaminocyclopropenium-Based Ionic Liquids

A selection of triaminocyclopropenium cations with a variety of anions of the general formula [C3(NRR′)3]­X (RR′ = Et2, Pr2, Bu2, BuMe, (C5H11)2, (C10H21)2, Me­(C18H37), and C5H10; X = chloride, thiocyanate, nitrate, tetrafluoroborate, dicyanamide, perchlorate, triflate, tetracyanoborate, tosylate, pentafluorophenoxide, bistriflamide, PF3(C2F5)3 (FAP), SnCl3, FeCl4, 0.5CuCl4, and 0.5ZnCl4) have been prepared and characterized. Not all combinations were investigated, but 30 new salts were prepared, and a further 12 previously reported salts had additional characterizations carried out. The ionic liquids (ILs) were characterized by calorimetric (differential scanning calorimetry) and gravimetric (thermogravimetric analysis) measurements as well as density, viscosity, and conductivity measurements, which were determined in the range of 20–90 °C for ambient temperature ILs. The miscibility/solubility studies of these salts were determined in a range of polar and nonpolar solvents: water, ethanol, dichloromethane, ethylacetate, toluene, diethylether, and hexane.