Thermodynamics Research Center / ThermoML | Journal of Chemical and Engineering Data

CO2 Solubilities in Ammonium Bis(trifluoromethanesulfonyl)amide Ionic Liquids: Effects of Ester and Ether Groups

Makino, T.[Takashi], Kanakubo, M.[Mitsuhiro], Umecky, T.[Tatsuya]
J. Chem. Eng. Data 2014, 59, 5, 1435-1440
ABSTRACT
The pressure volume temperature composition relations in CO2 + ammonium bis(trifluoromethanesulfonyl)amide ionic liquid (IL) systems were measured over the pressure range up to 6 MPa at T = (298.15, 313.15, and 333.15) K. We focused on the effects of an ester or ether group in the cation of the IL on the CO2 solubilities on the mole fraction and molarity scales. N-Acetoxyethyl-N,N-dimethyl-N-ethylammonium ([N112,2OCO1]+) and N,N-dimethyl-N-ethyl-N-methoxyethoxyethylammonium ([N112,2O2O1]+) were the ester and ether functionalized cations, respectively. Their nonfunctionalized analogues N,N-dimethyl-N-ethyl-N-pentylammonium ([N1125]+) and N,N-dimethyl-N-ethyl-N-heptylammonium ([N1127]+), respectively, were also studied. Each IL shows the typical phase behavior as a physical absorbent. [N112,2O2O1][Tf2N] and [N1127][Tf2N] have the higher mole-fraction-scale solubilities of CO2 at certain temperatures and pressures, followed by [N1125][Tf2N] and [N112,2OCO1][Tf2N]. On the other hand, the molarity-scale solubilities of CO2 under the conditions investigated increase in the order [N112,2OCO1][Tf2N] less than [N1125][Tf2N] [N1127][Tf2N] less than [N112,2O2O1][Tf2N]. The ether functionalization in the ammonium cation is effective in the enhancement of physical absorption of CO2, in particular volumetrically, whereas the ester functionalization is negative.
Compounds
# Formula Name
1 CO2 carbon dioxide
2 C10H18F6N2O6S2 2-(acetyloxy)-N-ethyl-N,N-dimethylethanaminium 1,1,1-trifluoro-N-[(trifluoromethyl)sulfonyl]methanesulfonamide
3 C11H22F6N2O6S2 N-ethyl-2-(2-methoxyethoxy)-N,N-dimethylethanaminium bis(trifluoromethylsulfonyl)imide
4 C11H22F6N2O4S2 N,N-dimethyl-N-ethyl-N-pentylammonium bis(trifluoromethylsulfonyl)
5 C13H26F6N2O4S2 N-ethyl-N,N-dimethylheptanaminium bis((trifluoromethyl)sulfonyl)amide
Datasets
The table above is generated from the ThermoML associated json file (link above). POMD and RXND refer to PureOrMixture and Reaction Datasets. The compound numbers are included in properties, variables, and phases, if specificied; the numbers refer to the table of compounds on the left.
Type Compound-# Property Variable Constraint Phase Method #Points
  • POMD
  • 1
  • 2
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Gas
  • volume change on dissolution
  • 28
  • POMD
  • 1
  • 2
  • Molar volume, m3/mol ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Gas
  • Pycnometric method
  • 28
  • POMD
  • 1
  • 3
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Gas
  • volume change on dissolution
  • 27
  • POMD
  • 1
  • 3
  • Molar volume, m3/mol ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Gas
  • Pycnometric method
  • 27
  • POMD
  • 1
  • 4
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Gas
  • volume change on dissolution
  • 27
  • POMD
  • 1
  • 4
  • Molar volume, m3/mol ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Gas
  • Pycnometric method
  • 27
  • POMD
  • 1
  • 5
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Gas
  • volume change on dissolution
  • 27
  • POMD
  • 1
  • 5
  • Molar volume, m3/mol ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Gas
  • Pycnometric method
  • 27