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

Effect of Hydrogen Bond Donor on the Physical Properties of Benzyltriethylammonium Chloride Based Deep Eutectic Solvents and Their Usage in 2-Ethyl-Hexyl Acetate Synthesis as a Catalyst

Taysun, M. B. [M. Bengi], Sert, E.[Emine], Atalay, F. S.[Ferhan S.]
J. Chem. Eng. Data 2017, 62, 4, 1173-1181
ABSTRACT
Deep eutectic solvents (DES) containing benzyl triethylammonium chloride (BTEAC) as a hydrogen bond acceptor (HBA) and p-toluene sulfonic acid (PTSA), citric acid (CA), and oxalic acid (OX) as a hydrogen bond donor (HBD) were formed at their respective eutectic points. The physical properties such as pH, ionic conductivity, viscosity, density, and refractive index were measured between 293 and 333 K. Viscosity values as low as 0.21 Pa*s and conductivity values as high as 8 mS/cm were achieved, where the pH values of each DES proved to be extremely low. The effect of HBD on the physical properties was investigated and was found to be very significant. Also, the catalytic application of BTEAC based DES in the esterification reaction of the acetic acid with 2-ethyl-hexanol was studied, and the activation energy was obtained using initial reaction rates. The results showed that very high initial reaction rates and low activation energy can be achieved when catalyzed by DES which was formed using BTEAC and PTSA.
Compounds
# Formula Name
1 C13H22ClN benzyltriethylammonium chloride
2 C7H8O3S 4-methylbenzenesulfonic acid
3 C6H8O7 citric acid
4 C2H2O4 ethanedioic acid
5 H2O water
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
  • 5
  • Viscosity, Pa*s ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Amount ratio of solute to solvent - 2; Liquid
  • Amount ratio of solute to solvent - 1; Liquid
  • Liquid
  • Concentric cylinders viscometry
  • 9
  • POMD
  • 1
  • 2
  • 5
  • Electrical conductivity, S/m ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Amount ratio of solute to solvent - 1; Liquid
  • Amount ratio of solute to solvent - 2; Liquid
  • Liquid
  • Alternating current cell with electrodes
  • 9
  • POMD
  • 1
  • 2
  • 5
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Amount ratio of solute to solvent - 1; Liquid
  • Amount ratio of solute to solvent - 2; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 9
  • POMD
  • 1
  • 2
  • 5
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Amount ratio of solute to solvent - 1; Liquid
  • Amount ratio of solute to solvent - 2; Liquid
  • Liquid
  • Vibrating tube method
  • 9
  • POMD
  • 1
  • 3
  • 5
  • Viscosity, Pa*s ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Amount ratio of solute to solvent - 1; Liquid
  • Amount ratio of solute to solvent - 3; Liquid
  • Liquid
  • Concentric cylinders viscometry
  • 5
  • POMD
  • 1
  • 3
  • 5
  • Electrical conductivity, S/m ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Amount ratio of solute to solvent - 1; Liquid
  • Amount ratio of solute to solvent - 3; Liquid
  • Liquid
  • Alternating current cell with electrodes
  • 9
  • POMD
  • 1
  • 3
  • 5
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Amount ratio of solute to solvent - 1; Liquid
  • Amount ratio of solute to solvent - 3; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 9
  • POMD
  • 1
  • 4
  • 5
  • Viscosity, Pa*s ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Amount ratio of solute to solvent - 1; Liquid
  • Amount ratio of solute to solvent - 4; Liquid
  • Liquid
  • Concentric cylinders viscometry
  • 9
  • POMD
  • 1
  • 4
  • 5
  • Electrical conductivity, S/m ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Amount ratio of solute to solvent - 1; Liquid
  • Amount ratio of solute to solvent - 4; Liquid
  • Liquid
  • Alternating current cell with electrodes
  • 9
  • POMD
  • 1
  • 4
  • 5
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Amount ratio of solute to solvent - 1; Liquid
  • Amount ratio of solute to solvent - 4; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 9
  • POMD
  • 1
  • 4
  • 5
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Amount ratio of solute to solvent - 1; Liquid
  • Amount ratio of solute to solvent - 4; Liquid
  • Liquid
  • Vibrating tube method
  • 9