Diethylamine-based ionic liquids: quantum chemical calculations and experiment

Ion Pair Structures and Hydrogen Bonding in RnNH4–nAlkylammonium Ionic Liquids with Hydrogen Sulfate and Mesylate Anions by DFT Computations

“…Optimized geometries of single amine and acid molecules and ion pairs discussed here. The structures of the DEA/A and TEA/A ion pairs (A = acid anion) were taken from our previous works. , The dashed lines indicate the H-bonds. The data on amines are presented as p K a values for the conjugate acid …”

“…The binding energies of the primary ammonium cations and nitrate anion were reported in refs and . It has recently been observed that the strong hydrogen bonding interaction of the diethylammonium cation with the triflate and tosylate anions in the PILs results in high melting points above 100 °C . The formation of neutral species through the proton back transfer from the cation to the anion within the ion pair of ethyl- and diethylammonium-based PILs with some anions was detected in refs and – .…”

“…In this study, the structure and interionic interaction of a series of ion pairs of methyl (MA), ethyl (EA), dimethyl (DMA), diethyl (DEA), dibutyl (DBA), trimethyl (TMA), triethyl (TEA), and tetraethyl (TetEA) ammonium cations with hydrogen sulfate (HSO 4 ) and mesylate (CH 3 SO 3 ) anions have been explored. On the basis of the data obtained recently and published by us earlier, , we have analyzed the effect of the cation (number and size of alkyl substituents) on the structure of the formed ion pairs and hydrogen bonding interactions. The results of the calculations made were compared with the available experimental data on the physicochemical properties of the compounds in question. ,,− The article is organized as follows: The computational details section gives a brief overview of the computational methods and technical details used.…”

“…It has recently been observed that the strong hydrogen bonding interaction of the diethylammonium cation with the triflate and tosylate anions in the PILs results in high melting points above 100 °C. 48 The formation of neutral species through the In this study, the structure and interionic interaction of a series of ion pairs of methyl (MA), ethyl (EA), dimethyl (DMA), diethyl (DEA), dibutyl (DBA), trimethyl (TMA), triethyl (TEA), and tetraethyl (TetEA) ammonium cations with hydrogen sulfate (HSO 4 ) and mesylate (CH 3 SO 3 ) anions have been explored. On the basis of the data obtained recently and published by us earlier, 35,48 we have analyzed the effect of the cation (number and size of alkyl substituents) on the structure of the formed ion pairs and hydrogen bonding interactions.…”

Alkylimidazolium Protic Ionic Liquids: Structural Features and Physicochemical Properties

“…[5][6][7][8][9][10][11][12] Although synthetic chemistry has remarkably accelerated the generation of ionic liquids, most researchers are interested in a priori forecasting of what type of species will form when selected bases and acids interact with each other: a salt, a molecular complex or an acid/base mixture. [13][14][15] To evaluate the extent of the acid-to-base proton transfer, the ΔpK a parameter (ΔpK a = pK a of the base-pK a of the acid) is frequently used. [16][17][18][19] However, the ΔpK a values recommended by different authors as a measure of the proton transfer extent are different.…”