Thermodynamics Research Center / ThermoML | Fluid Phase Equilibria

Thermodynamics of phase transfer for polar molecules from alkanes to deep eutectic solvents

Abbott, Andrew P., Al-Murshedi, Azhar Y.M., Alshammari, Odeh A.O., Harris, Robert C., Kareem, Jalil H., Qader, Idrees B., Ryder, Karl
Fluid Phase Equilib. 2017, 448, 99-104
ABSTRACT
Deep eutectic solvents (DESs) have been used for the purification of oils and the extraction of active ingredients from natural products but little is known about the mechanism of the extraction process. In this study a variety of molecular solutes are dissolved in alkanes and the thermodynamics of transfer into six DESs have been quantified. It is shown that the transfer of most solutes into the DES is endothermic and driven by entropy. The largest partition coefficients were demonstrated by the liquids with the lowest surface tensions and this is thought to arise because the enthalpy of hole formation controlling the rate of solute transfer. Accordingly, it was shown that the size of the solute has an effect on the partition coefficient with smaller solutes partitioning preferably into the DES. As expected, solutes capable of strongly hydrogen bonding partitioned much better into the DES as the enthalpy of transfer was negative.
Compounds
# Formula Name
1 C5H14ClNO choline chloride
2 C5H12O2 1,5-pentanediol
3 C4H10O2 1,4-butanediol
4 C2H6O2 1,2-ethanediol
5 C3H8O3 glycerol
6 C2H6O6 ethanedioic acid dihydrate
7 CH4N2O urea
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
  • Viscosity, Pa*s ; Liquid
  • Amount ratio of solute to solvent - 2; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Concentric cylinders viscometry
  • 1
  • POMD
  • 1
  • 2
  • Surface tension liquid-gas, N/m ; Liquid
  • Amount ratio of solute to solvent - 2; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Ring tensiometer
  • 1
  • POMD
  • 1
  • 3
  • Viscosity, Pa*s ; Liquid
  • Amount ratio of solute to solvent - 3; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Concentric cylinders viscometry
  • 1
  • POMD
  • 1
  • 3
  • Surface tension liquid-gas, N/m ; Liquid
  • Amount ratio of solute to solvent - 3; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Ring tensiometer
  • 1
  • POMD
  • 1
  • 4
  • Viscosity, Pa*s ; Liquid
  • Amount ratio of solute to solvent - 4; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Concentric cylinders viscometry
  • 1
  • POMD
  • 1
  • 4
  • Surface tension liquid-gas, N/m ; Liquid
  • Amount ratio of solute to solvent - 4; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Ring tensiometer
  • 1
  • POMD
  • 5
  • 1
  • Viscosity, Pa*s ; Liquid
  • Amount ratio of solute to solvent - 5; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Concentric cylinders viscometry
  • 1
  • POMD
  • 5
  • 1
  • Surface tension liquid-gas, N/m ; Liquid
  • Amount ratio of solute to solvent - 5; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Ring tensiometer
  • 1
  • POMD
  • 1
  • 6
  • Viscosity, Pa*s ; Liquid
  • Amount ratio of solute to solvent - 6; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Concentric cylinders viscometry
  • 1
  • POMD
  • 1
  • 6
  • Surface tension liquid-gas, N/m ; Liquid
  • Amount ratio of solute to solvent - 6; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Ring tensiometer
  • 1
  • POMD
  • 7
  • 1
  • Viscosity, Pa*s ; Liquid
  • Amount ratio of solute to solvent - 7; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Concentric cylinders viscometry
  • 1
  • POMD
  • 7
  • 1
  • Surface tension liquid-gas, N/m ; Liquid
  • Amount ratio of solute to solvent - 7; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Ring tensiometer
  • 1