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

Solubility Differences of Halocarbon Isomers in Ionic Liquid [emim][Tf2N]

Shiflett, M. B.[Mark B.], Yokozeki, A.
J. Chem. Eng. Data 2007, 52, 5, 2007-2015
ABSTRACT
Solubility behaviors of CFC-113 (CFCl2-CF2Cl), CFC-113a (CCl3-CF3), CFC-114 (CF2Cl-CF2Cl), CFC-114a (CFCl2-CF3), HCFC-123 (CHCl2-CF3), HCFC-123a (CHClF-CF2Cl), HCFC-124 (CHFCl-CF3), HCFC-124a (CHF2-CF2Cl), HFC-134 (CHF2-CHF2), and HFC-134a (CH2F-CF3) in room-temperature ionic liquid 1-ethyl- 3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([emim][Tf2N]) have been investigated using a gravimetric microbalance method from (283 to 348) K or volumetric and cloud-point methods. In the case of the perhalogenated compounds (CFC-113, CFC-114, and their isomers), the solubility behavior between isomers in the ionic liquid is practically identical with large immiscibility gaps. This suggests that the (present) ionic liquid cannot be used for these isomer separations. However, the monohydrogen substituted halocarbons (HCFC-123, HCFC-124, and their isomers) begin to show some difference (liquid-liquid immiscibility gap) in the ionic liquid. The isomer effect on the solubility in the ionic liquid becomes significant for the dihydrogen-substituted halocarbons (HFC- 134 and HFC-134a), and these isomers can be separated using [emim][Tf2N] as an entrainer in an extractive distillation. This observation is consistent with our earlier findings for various HFCs in ionic liquids.
Compounds
# Formula Name
1 C2Cl3F3 1,1,2-trichloro-1,2,2-trifluoroethane
2 C2Cl3F3 1,1,1-trichloro-2,2,2-trifluoroethane
3 C2Cl2F4 1,2-dichloro-1,1,2,2-tetrafluoroethane
4 C2Cl2F4 1,1-dichloro-1,2,2,2-tetrafluoroethane
5 C2HCl2F3 1,1-dichloro-2,2,2-trifluoroethane
6 C2HClF4 2-chloro-1,1,1,2-tetrafluoroethane
7 C2HClF4 1-chloro-1,1,2,2-tetrafluoroethane
8 C2H2F4 1,1,1,2-tetrafluoroethane
9 C2HCl2F3 1,2-dichloro-1,1,2-trifluoroethane
10 C2H2F4 1,1,2,2-tetrafluoroethane
11 C8H11F6N3O4S2 1-ethyl-3-methylimidazolium bis((trifluoromethyl)sulfonyl)imide
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
  • 11
  • Molar volume, m3/mol ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Volumetric Method
  • 6
  • POMD
  • 1
  • 11
  • Molar volume, m3/mol ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Volumetric Method
  • 6
  • POMD
  • 1
  • 11
  • Mole fraction - 1 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Volumetric Method
  • 6
  • POMD
  • 1
  • 11
  • Mole fraction - 1 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Volumetric Method
  • 6
  • POMD
  • 2
  • 11
  • Molar volume, m3/mol ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Volumetric Method
  • 5
  • POMD
  • 2
  • 11
  • Molar volume, m3/mol ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Volumetric Method
  • 5
  • POMD
  • 2
  • 11
  • Mole fraction - 2 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Volumetric Method
  • 5
  • POMD
  • 2
  • 11
  • Mole fraction - 2 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Volumetric Method
  • 5
  • POMD
  • 3
  • 11
  • Molar volume, m3/mol ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Volumetric Method
  • 2
  • POMD
  • 3
  • 11
  • Molar volume, m3/mol ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Volumetric Method
  • 2
  • POMD
  • 3
  • 11
  • Mole fraction - 3 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Volumetric Method
  • 2
  • POMD
  • 3
  • 11
  • Mole fraction - 3 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Volumetric Method
  • 2
  • POMD
  • 3
  • 11
  • Mole fraction - 3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Gas
  • Volumetric Method
  • 22
  • POMD
  • 4
  • 11
  • Molar volume, m3/mol ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Volumetric Method
  • 2
  • POMD
  • 4
  • 11
  • Molar volume, m3/mol ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Volumetric Method
  • 2
  • POMD
  • 4
  • 11
  • Mole fraction - 4 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Volumetric Method
  • 2
  • POMD
  • 4
  • 11
  • Mole fraction - 4 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Volumetric Method
  • 2
  • POMD
  • 4
  • 11
  • Mole fraction - 4 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Gas
  • Volumetric Method
  • 22
  • POMD
  • 5
  • 11
  • Molar volume, m3/mol ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Volumetric Method
  • 3
  • POMD
  • 5
  • 11
  • Molar volume, m3/mol ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Volumetric Method
  • 3
  • POMD
  • 5
  • 11
  • Mole fraction - 5 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Volumetric Method
  • 3
  • POMD
  • 5
  • 11
  • Mole fraction - 5 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Volumetric Method
  • 3
  • POMD
  • 9
  • 11
  • Molar volume, m3/mol ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Volumetric Method
  • 3
  • POMD
  • 9
  • 11
  • Molar volume, m3/mol ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Volumetric Method
  • 3
  • POMD
  • 9
  • 11
  • Mole fraction - 9 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Volumetric Method
  • 3
  • POMD
  • 9
  • 11
  • Mole fraction - 9 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Volumetric Method
  • 3
  • POMD
  • 6
  • 11
  • Molar volume, m3/mol ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Volumetric Method
  • 3
  • POMD
  • 6
  • 11
  • Molar volume, m3/mol ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Volumetric Method
  • 3
  • POMD
  • 6
  • 11
  • Mole fraction - 6 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Volumetric Method
  • 3
  • POMD
  • 6
  • 11
  • Mole fraction - 6 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Volumetric Method
  • 3
  • POMD
  • 6
  • 11
  • Mole fraction - 6 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Gas
  • Volumetric Method
  • 26
  • POMD
  • 7
  • 11
  • Molar volume, m3/mol ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Volumetric Method
  • 3
  • POMD
  • 7
  • 11
  • Molar volume, m3/mol ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Volumetric Method
  • 3
  • POMD
  • 7
  • 11
  • Mole fraction - 7 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Volumetric Method
  • 3
  • POMD
  • 7
  • 11
  • Mole fraction - 7 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Volumetric Method
  • 3
  • POMD
  • 7
  • 11
  • Mole fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Gas
  • Volumetric Method
  • 26
  • POMD
  • 10
  • 11
  • Mole fraction - 10 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Gas
  • Volumetric Method
  • 31
  • POMD
  • 8
  • 11
  • Molar volume, m3/mol ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Volumetric Method
  • 4
  • POMD
  • 8
  • 11
  • Molar volume, m3/mol ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Volumetric Method
  • 4
  • POMD
  • 8
  • 11
  • Mole fraction - 8 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Volumetric Method
  • 4
  • POMD
  • 8
  • 11
  • Mole fraction - 8 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Volumetric Method
  • 4
  • POMD
  • 8
  • 11
  • Mole fraction - 8 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Gas
  • Volumetric Method
  • 32