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

Extractions of Alkaloids Codeine and Caffeine with [Bmim][BF4]/Carbohydrate Aqueous Biphasic Systems as a Novel Class of Liquid-Liquid Extraction Systems

Jamehbozorg, Bahman, Sadeghi, Rahmat
J. Chem. Eng. Data 2019, 64, 3, 916-925
ABSTRACT
Liquid-liquid equilibrium (LLE) data for several carbohydrate + IL aqueous biphasic systems including the ionic liquid: 1-butyl-3-methylimidazolium tetrafluoroborate ([Bmim][BF4]) and six carbohydrates: monosaccharides (L-(+)-arabinose, D-(+)-xylose, D-(+)-glucose and D-(-)-fructose) and disaccharides (maltose and sucrose) were obtained at different temperatures. With fitting the obtained LLE data to a Setschenow-type equation, the positive (soluting-out effect) soluting-out coefficients, ks, were obtained. The values of ks were increased with decreasing temperature and increasing hydrophilicity of the carbohydrates. Extractions of two alkaloids including codeine and caffeine with [Bmim][BF4]/carbohydrate ABS were examined. The effect of temperature, tie-line length (TLL), hydrophilicity of sugars, and physicochemical properties of alkaloids on the partition coefficient and standard molar Gibbs free energy changes (trG0m) were studied. Both codeine and caffeine had high tendency for hydrophobic IL-rich phase and this orientation increased with increasing TLL, hydrophilicity of sugars, and decreasing temperature.
Compounds
# Formula Name
1 H2O water
2 C8H15BF4N2 1-butyl-3-methylimidazolium tetrafluoroborate
3 C5H10O5 L-arabinose
4 C6H12O6 D-fructose
5 C6H12O6 D-glucose
6 C12H22O11 D-sucrose
7 C12H22O11 D-maltose
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
  • 2
  • 7
  • 1
  • Mass fraction - 7 ; Liquid mixture 1
  • Mass fraction - 7 ; Liquid mixture 2
  • Mass fraction - 2 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Mass fraction - 2; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 1
  • Liquid mixture 2
  • OTHER
  • OTHER
  • OTHER
  • 10
  • POMD
  • 2
  • 7
  • 1
  • Refractive index (Na D-line) ; Liquid
  • Mass fraction - 2; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Solvent: Mass fraction - 7; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 10
  • POMD
  • 2
  • 7
  • 1
  • Refractive index (Na D-line) ; Liquid
  • Mass fraction - 7; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Solvent: Mass fraction - 2; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 10
  • POMD
  • 2
  • 6
  • 1
  • Mass fraction - 2 ; Liquid mixture 2
  • Mass fraction - 6 ; Liquid mixture 1
  • Mass fraction - 2 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Mass fraction - 6; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • OTHER
  • OTHER
  • OTHER
  • 16
  • POMD
  • 2
  • 6
  • 1
  • Refractive index (Na D-line) ; Liquid
  • Mass fraction - 2; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Solvent: Mass fraction - 6; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 11
  • POMD
  • 2
  • 6
  • 1
  • Refractive index (Na D-line) ; Liquid
  • Mass fraction - 6; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Solvent: Mass fraction - 2; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 11
  • POMD
  • 2
  • 5
  • 1
  • Mass fraction - 5 ; Liquid mixture 2
  • Mass fraction - 5 ; Liquid mixture 1
  • Mass fraction - 2 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Mass fraction - 2; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • OTHER
  • OTHER
  • OTHER
  • 18
  • POMD
  • 2
  • 5
  • 1
  • Refractive index (Na D-line) ; Liquid
  • Mass fraction - 2; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Solvent: Mass fraction - 5; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 10
  • POMD
  • 2
  • 5
  • 1
  • Refractive index (Na D-line) ; Liquid
  • Mass fraction - 5; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Solvent: Mass fraction - 2; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 11
  • POMD
  • 2
  • 4
  • 1
  • Mass fraction - 2 ; Liquid mixture 2
  • Mass fraction - 4 ; Liquid mixture 1
  • Mass fraction - 2 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Mass fraction - 4; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • OTHER
  • OTHER
  • OTHER
  • 19
  • POMD
  • 2
  • 4
  • 1
  • Refractive index (Na D-line) ; Liquid
  • Mass fraction - 2; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Solvent: Mass fraction - 4; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 11
  • POMD
  • 2
  • 4
  • 1
  • Refractive index (Na D-line) ; Liquid
  • Mass fraction - 4; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Solvent: Mass fraction - 2; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 11
  • POMD
  • 2
  • 3
  • 1
  • Mass fraction - 3 ; Liquid mixture 2
  • Mass fraction - 2 ; Liquid mixture 1
  • Mass fraction - 3 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Mass fraction - 2; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • OTHER
  • OTHER
  • OTHER
  • 15
  • POMD
  • 2
  • 3
  • 1
  • Refractive index (Na D-line) ; Liquid
  • Mass fraction - 2; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Solvent: Mass fraction - 3; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 10
  • POMD
  • 2
  • 3
  • 1
  • Refractive index (Na D-line) ; Liquid
  • Mass fraction - 3; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Solvent: Mass fraction - 2; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 10
  • POMD
  • 7
  • 1
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Mass fraction - 7; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 1
  • POMD
  • 2
  • 1
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Mass fraction - 2; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 5
  • POMD
  • 6
  • 1
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Mass fraction - 6; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 1
  • POMD
  • 5
  • 1
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Mass fraction - 5; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 1
  • POMD
  • 4
  • 1
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Mass fraction - 4; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 1
  • POMD
  • 3
  • 1
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Mass fraction - 3; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 1