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

Ternary Liquid-Liquid Equilibria for Systems Containing Alcohol or Acetic Acid + Ester + 1-Ethyl-3-methylimidazolium Hydrogen Sulfate at 313.2 K Using Headspace Gas Chromatography

Naydenov, D.[Deyan], Bart, H.-J.[Hans-Jorg]
J. Chem. Eng. Data 2009, 54, 1, 43-47
ABSTRACT
The ternary liquid-liquid equilibria for four systems containing an alcohol (1-propanol or 1-butanol) or acetic acid + ester + the ionic liquid 1-ethyl-3-methylimidazolium hydrogen sulfate [EMIM][HSO4] were studied at (313.2 ( 0.5) K. In this paper, we investigated the effect of the alkyl chain on the alcohol and ester on the phase equilibria for these systems containing reactants and products of esterification reactions. The measurements were done by headspace gas chromatography. All studied systems are of type I, with ester and [EMIM][HSO4] as the only immiscible pair. The increase of the alkyl chain length on alcohol and ester leads to bigger immiscibility regions and better solubility of the alcohol in the ester phase. The distribution of the acetic acid between the two phases is almost independent of the esters for the measured systems and is dependent mainly on the ionic liquid. The obtained information on the influence of the alkyl chain on the equilibrium can be used to roughly estimate the behavior of unknown systems as illustrated on several examples.
Compounds
# Formula Name
1 C2H4O2 acetic acid
2 C6H12O2 butyl ethanoate
3 C4H10O butan-1-ol
4 C5H10O2 propyl ethanoate
5 C3H8O propan-1-ol
6 C6H12N2O4S 1-ethyl-3-methylimidazolium hydrogen sulfate
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
  • 5
  • 4
  • 6
  • Mass fraction - 4 ; Liquid mixture 2
  • Mass fraction - 4 ; Liquid mixture 1
  • Mass fraction - 5 ; Liquid mixture 1
  • Mass fraction - 5; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 2
  • Liquid mixture 1
  • Chromatography
  • Chromatography
  • Chromatography
  • 7
  • POMD
  • 5
  • 4
  • 6
  • Mass fraction - 4 ; Liquid mixture 2
  • Mass fraction - 5; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Titration method
  • 16
  • POMD
  • 5
  • 4
  • 6
  • Mass fraction - 4 ; Liquid mixture 1
  • Mass fraction - 5; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Titration method
  • 16
  • POMD
  • 1
  • 4
  • 6
  • Mass fraction - 4 ; Liquid mixture 2
  • Mass fraction - 4 ; Liquid mixture 1
  • Mass fraction - 1 ; Liquid mixture 1
  • Mass fraction - 1; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 2
  • Liquid mixture 1
  • Chromatography
  • Chromatography
  • Chromatography
  • 4
  • POMD
  • 1
  • 4
  • 6
  • Mass fraction - 4 ; Liquid mixture 2
  • Mass fraction - 1; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Titration method
  • 14
  • POMD
  • 1
  • 4
  • 6
  • Mass fraction - 4 ; Liquid mixture 1
  • Mass fraction - 1; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Titration method
  • 11
  • POMD
  • 3
  • 2
  • 6
  • Mass fraction - 2 ; Liquid mixture 2
  • Mass fraction - 2 ; Liquid mixture 1
  • Mass fraction - 3 ; Liquid mixture 1
  • Mass fraction - 3; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 2
  • Liquid mixture 1
  • Chromatography
  • Chromatography
  • Chromatography
  • 5
  • POMD
  • 3
  • 2
  • 6
  • Mass fraction - 2 ; Liquid mixture 2
  • Mass fraction - 3; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Titration method
  • 19
  • POMD
  • 3
  • 2
  • 6
  • Mass fraction - 2 ; Liquid mixture 1
  • Mass fraction - 3; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Titration method
  • 14
  • POMD
  • 1
  • 2
  • 6
  • Mass fraction - 2 ; Liquid mixture 2
  • Mass fraction - 2 ; Liquid mixture 1
  • Mass fraction - 1 ; Liquid mixture 1
  • Mass fraction - 1; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 2
  • Liquid mixture 1
  • Chromatography
  • Chromatography
  • Chromatography
  • 5
  • POMD
  • 1
  • 2
  • 6
  • Mass fraction - 2 ; Liquid mixture 2
  • Mass fraction - 1; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Titration method
  • 13
  • POMD
  • 1
  • 2
  • 6
  • Mass fraction - 2 ; Liquid mixture 1
  • Mass fraction - 1; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Titration method
  • 7