ABSTRACT

The liquid liquid equilibrium of 16 ternary systems containing an ionic liquid + n-hexane + an organic compound involved in the racemic resolution of rac-1-phenylethanol (rac-1-phenylethanol, vinyl propionate, 1-phenylethyl propionate or propionic acid) at 298.2K and atmospheric pressure have been measured. The ionic liquids used were (i) 1-butyl-3-methylimidazolium hexafluorophosphate, [bmim+][PF6-]; (ii) 1-butyl- 3-methylimidazolium tetrafluoroborate, [bmim+][BF4-]; (iii) 1-ethyl-3-methylimidazolium tosilate, [emim+][TOS-] and (iv) 1-butyl-3-methyl imidazolium ethylenglykolmonomethylethersulfate, [bmim+][MDEGSO4-]. The binodal curves and the tie line compositions of the conjugate solutions were obtained by means of refractive index (ionic liquid rich phase) and by gas cromatography (hexane rich phase) to determine their potential for selectively extracting organic compounds from an ionic liquid reaction mixture. The tie lines were correlated by using the NTRL equation, which provides good correlation of the experimental data.

Compounds

#	Formula	Name
1	C6H14	hexane
2	C8H15F6N2P	1-butyl-3-methylimidazolium hexafluorophosphate
3	C8H15BF4N2	1-butyl-3-methylimidazolium tetrafluoroborate
4	C13H18N2O3S	1-ethyl-3-methylimidazolium 4-methylbenzenesulfonate
5	C13H26N2O6S	1-butyl-3-methylimidazolium 2-(2-methoxyethoxy)ethyl sulfate
6	C8H10O	1-phenylethanol
7	C5H8O2	vinyl propanoate
8	C11H14O2	1-phenylethyl propionate
9	C3H6O2	propanoic acid

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	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	2	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	3	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	3	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	4	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	4	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	5	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	5	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	6	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	6	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	7	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	7	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	8	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	8	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	9	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Standard Abbe refractometry	1
POMD	9	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	9 1 2	Mole fraction - 2 ; Liquid mixture 1 Mole fraction - 2 ; Liquid mixture 2 Mole fraction - 9 ; Liquid mixture 2	Mole fraction - 9; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Titration method Titration method Titration method	4
POMD	7 1 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 1	Liquid mixture 2 Liquid mixture 1	Titration method Titration method Titration method	5
POMD	1 8 2	Mole fraction - 2 ; Liquid mixture 1 Mole fraction - 2 ; Liquid mixture 2 Mole fraction - 8 ; Liquid mixture 2	Mole fraction - 8; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Titration method Titration method Titration method	5
POMD	6 1 2	Mole fraction - 6 ; Liquid mixture 2 Mole fraction - 2 ; Liquid mixture 1 Mole fraction - 6 ; Liquid mixture 1	Mole fraction - 2; Liquid mixture 2	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1	Liquid mixture 2 Liquid mixture 1	Titration method Titration method Titration method	5
POMD	9 1 3	Mole fraction - 9 ; Liquid mixture 2 Mole fraction - 3 ; Liquid mixture 1 Mole fraction - 9 ; Liquid mixture 1	Mole fraction - 3; Liquid mixture 2	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1	Liquid mixture 2 Liquid mixture 1	Titration method Titration method Titration method	5
POMD	7 1 3	Mole fraction - 7 ; Liquid mixture 2 Mole fraction - 3 ; Liquid mixture 1 Mole fraction - 7 ; Liquid mixture 1	Mole fraction - 3; Liquid mixture 2	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1	Liquid mixture 2 Liquid mixture 1	Titration method Titration method Titration method	5
POMD	1 8 3	Mole fraction - 8 ; Liquid mixture 2 Mole fraction - 3 ; Liquid mixture 1 Mole fraction - 8 ; Liquid mixture 1	Mole fraction - 3; Liquid mixture 2	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1	Liquid mixture 2 Liquid mixture 1	Titration method Titration method Titration method	5
POMD	6 1 3	Mole fraction - 6 ; Liquid mixture 2 Mole fraction - 3 ; Liquid mixture 1 Mole fraction - 6 ; Liquid mixture 1	Mole fraction - 3; Liquid mixture 2	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1	Liquid mixture 2 Liquid mixture 1	Titration method Titration method Titration method	4
POMD	9 1 4	Mole fraction - 9 ; Liquid mixture 2 Mole fraction - 4 ; Liquid mixture 1 Mole fraction - 9 ; Liquid mixture 1	Mole fraction - 4; Liquid mixture 2	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1	Liquid mixture 2 Liquid mixture 1	Titration method Titration method Titration method	4
POMD	7 1 4	Mole fraction - 7 ; Liquid mixture 2 Mole fraction - 4 ; Liquid mixture 1 Mole fraction - 7 ; Liquid mixture 1	Mole fraction - 4; Liquid mixture 2	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1	Liquid mixture 2 Liquid mixture 1	Titration method Titration method Titration method	5
POMD	1 8 4	Mole fraction - 8 ; Liquid mixture 2 Mole fraction - 4 ; Liquid mixture 1 Mole fraction - 8 ; Liquid mixture 1	Mole fraction - 4; Liquid mixture 2	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1	Liquid mixture 2 Liquid mixture 1	Titration method Titration method Titration method	5
POMD	6 1 4	Mole fraction - 6 ; Liquid mixture 2 Mole fraction - 4 ; Liquid mixture 1 Mole fraction - 6 ; Liquid mixture 1	Mole fraction - 4; Liquid mixture 2	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1	Liquid mixture 2 Liquid mixture 1	Titration method Titration method Titration method	4
POMD	9 1 5	Mole fraction - 9 ; Liquid mixture 2 Mole fraction - 5 ; Liquid mixture 1 Mole fraction - 9 ; Liquid mixture 1	Mole fraction - 5; Liquid mixture 2	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1	Liquid mixture 2 Liquid mixture 1	Titration method Titration method Titration method	4
POMD	7 1 5	Mole fraction - 7 ; Liquid mixture 2 Mole fraction - 5 ; Liquid mixture 1 Mole fraction - 7 ; Liquid mixture 1	Mole fraction - 5; Liquid mixture 2	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1	Liquid mixture 2 Liquid mixture 1	Titration method Titration method Titration method	5
POMD	1 8 5	Mole fraction - 8 ; Liquid mixture 2 Mole fraction - 5 ; Liquid mixture 1 Mole fraction - 8 ; Liquid mixture 1	Mole fraction - 5; Liquid mixture 2	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1	Liquid mixture 2 Liquid mixture 1	Titration method Titration method Titration method	5
POMD	6 1 5	Mole fraction - 6 ; Liquid mixture 2 Mole fraction - 5 ; Liquid mixture 1 Mole fraction - 6 ; Liquid mixture 1	Mole fraction - 5; Liquid mixture 2	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1	Liquid mixture 2 Liquid mixture 1	Titration method Titration method Titration method	4

Thermodynamics Research Center / ThermoML | Fluid Phase Equilibria

Ternary liquid liquid equilibria for mixtures of an ionic liquid + n-hexane + an organic compound involved in the kinetic resolution of rac-1-phenyl ethanol (rac-1-phenyl ethanol, vinyl propionate, rac-1-phenylethyl propionate or propionic acid) at 298.2K and atmospheric pressure

Hernandez-Fernandez, F. J.[Francisco J.], de los Rios, A.P.[Antonina P.], Gomez, D.[Demetrio], Rubio, M.[Manuel], Tomas-Alonso, F.[Francisca], Villora, G.[Gloria]

ABSTRACT