Thermodynamics Research Center / ThermoML | Fluid Phase Equilibria

Extraction of benzene, ethylbenzene, and xylenes from n-heptane using binary mixtures of [4empy][Tf2N] and [emim][DCA] ionic liquids

Larriba, M.[Marcos], Navarro, P.[Pablo], Garcia, J.[Julian], Rodriguez, F.[Francisco]
Fluid Phase Equilib. 2014, 380, 1-10
ABSTRACT
Benzene, toluene, ethylbenzene, and xylenes (BTEX) are mainly obtained by liquid-liquid extraction from pyrolisis and reformer gasolines using sulfolane as solvent. The use of ionic liquids (ILs) as replacements of sulfolane has been extensively studied, because an industrial process of aromatic extraction using ILs could have fewer process steps and lower operating costs as a result of the exceptional properties of ILs. Nevertheless, pure ILs studied so far have not simultaneously shown physical and extractive properties comparable to those of sulfolane. In our recent work, we studied theuse of 1-ethyl-4-methylpyridinium bis(trifluoromethylsulfonyl)imide ([4empy][Tf2N]) and 1-ethyl-3-methylimidazolium dicyanamide ([emim][DCA]) binary IL mixtures as toluene extraction solvent from its mixtures with n-heptane, 2,3-dimethylpentane, and cyclohexane. The {[4empy][Tf2N] + [emim][DCA]}mixture showed better extractive properties than those of sulfolane, whereas their densities and viscosities were similar to the sulfolane values. In this work, we have studied the performance of {[4empy][Tf2N] + [emim][DCA]} IL mixtures in the liquid-liquid extraction of benzene, ethylbenzene,o-xylene, m-xylene, and p-xylene from n-heptane at 313.2 K. To evaluate the applicability of the IL mixtures as extraction solvent of BTEX, liquid-liquid equilibria (LLE) experiments have also been performed using sulfolane under the same conditions. A {[4empy][Tf2N] + [emim][DCA]} mixture with a [4empy][Tf2N] mole fraction of 0.3 has been revealed as a potential replacement of sulfolane in the liquid liquid extraction of BTEX, according to its extractive and physical properties.
Compounds
# Formula Name
1 C6H6 benzene
2 C8H10 ethylbenzene
3 C8H10 1,2-dimethylbenzene
4 C8H10 1,3-dimethylbenzene
5 C8H10 1,4-dimethylbenzene
6 C7H16 heptane
7 C4H8O2S sulfolane
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
  • 7
  • 6
  • Mole fraction - 1 ; Liquid mixture 2
  • Mole fraction - 1 ; Liquid mixture 1
  • Mole fraction - 6 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Mole fraction - 6; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Chromatography
  • Chromatography
  • Chromatography
  • 1
  • POMD
  • 2
  • 7
  • 6
  • Mole fraction - 2 ; Liquid mixture 2
  • Mole fraction - 2 ; Liquid mixture 1
  • Mole fraction - 6 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Mole fraction - 6; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Chromatography
  • Chromatography
  • Chromatography
  • 1
  • POMD
  • 3
  • 7
  • 6
  • Mole fraction - 3 ; Liquid mixture 2
  • Mole fraction - 3 ; Liquid mixture 1
  • Mole fraction - 6 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Mole fraction - 6; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Chromatography
  • Chromatography
  • Chromatography
  • 1
  • POMD
  • 4
  • 7
  • 6
  • Mole fraction - 4 ; Liquid mixture 2
  • Mole fraction - 4 ; Liquid mixture 1
  • Mole fraction - 6 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Mole fraction - 6; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Chromatography
  • Chromatography
  • Chromatography
  • 1
  • POMD
  • 5
  • 7
  • 6
  • Mole fraction - 5 ; Liquid mixture 2
  • Mole fraction - 5 ; Liquid mixture 1
  • Mole fraction - 6 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Mole fraction - 6; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Chromatography
  • Chromatography
  • Chromatography
  • 1