Thermodynamics Research Center / ThermoML | Fluid Phase Equilibria

Extraction of aromatic nitrogen compounds from heptane quinolinium and isoquinolinium based ionic liquids

Krolikowska, M.[Marta], Karpinska, M.[Monika]
Fluid Phase Equilib. 2015, 400, 1-7
ABSTRACT
In the present work, the ionic liquids: N-hexylisoquinolinium thiocyanate, [HiQuin][SCN], N-octylisoquinolinium thiocyanate, [OiQuin][SCN], N-hexylisoquinolinium bis{trifuoro-methylsul- fonyl}imide, [HiQuin][NTf2] and N-octylquinolinium bis{trifuoromethyl-sulfonyl}imide, [OQuin][NTf2] have been investigated as a solvent for the separation of aromatic nitrogen compounds from heptane. Ternary (liquid + liquid) phase equilibria have been determined for the following systems: {[HiQuin] [SCN], or [[OiQuin][SCN], or [HiQuin][NTf2], or [OQuin][NTf2] + pyridine + heptane} and for {[OiQuin] [SCN}] + 3-methylpyridine + heptane} at temperature T = 298.15 K at atmospheric pressure. The influence of ionic liquid structure on the separation of aromatic nitrogen compounds from heptane was determined. High solubility of aromatic nitrogen compounds and particular complete immiscibility of heptane with the tested ionic liquids were observed. The experimental data were correlated using the NRTL equation, and the binary interaction parameters have been reported. The phase equilibria diagrams for the ternary mixtures including the experimental and calculated tie-lines have been presented. The values of selectivity and solute distribution ratios have been calculated based on experimental results and were compared to the literature data for other ionic liquids.
Compounds
# Formula Name
1 C16H20N2S 2-hexylisoquinolinium thiocyanate
2 C18H24N2S 2-octylisoquinolinium thiocyanate
3 C17H20F6N2O4S2 N-hexylisoquinolinium bis(trifluoromethylsulfonyl)imide
4 C19H24F6N2O4S2 2-octylisoquinolinium bis((trifluoromethyl)sulfonyl)amide
5 C5H5N pyridine
6 C7H16 heptane
7 C6H7N 3-methylpyridine
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
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Unknown
  • 1
  • POMD
  • 2
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Unknown
  • 1
  • POMD
  • 5
  • 6
  • 1
  • Mole fraction - 1 ; Liquid mixture 1
  • Mole fraction - 5 ; Liquid mixture 2
  • Mole fraction - 1 ; Liquid mixture 2
  • Mole fraction - 5; Liquid mixture 1
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 1
  • Liquid mixture 2
  • Chromatography
  • Chromatography
  • Chromatography
  • 12
  • POMD
  • 5
  • 6
  • 2
  • Mole fraction - 5 ; Liquid mixture 2
  • Mole fraction - 2 ; Liquid mixture 1
  • Mole fraction - 5 ; Liquid mixture 1
  • Mole fraction - 2; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Chromatography
  • Chromatography
  • Chromatography
  • 12
  • POMD
  • 7
  • 6
  • 2
  • Mole fraction - 7 ; Liquid mixture 2
  • Mole fraction - 2 ; Liquid mixture 1
  • Mole fraction - 7 ; Liquid mixture 1
  • Mole fraction - 2; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Chromatography
  • Chromatography
  • Chromatography
  • 11
  • POMD
  • 5
  • 6
  • 3
  • Mole fraction - 5 ; Liquid mixture 2
  • Mole fraction - 3 ; Liquid mixture 1
  • Mole fraction - 5 ; Liquid mixture 1
  • Mole fraction - 3; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Chromatography
  • Chromatography
  • Chromatography
  • 10
  • POMD
  • 5
  • 6
  • 4
  • Mole fraction - 5 ; Liquid mixture 2
  • Mole fraction - 4 ; Liquid mixture 1
  • Mole fraction - 5 ; Liquid mixture 1
  • Mole fraction - 4; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Chromatography
  • Chromatography
  • Chromatography
  • 9