ABSTRACT

In this work, the mutual solubility of 30 binary systems {aromatic hydrocarbon (1) + ionic liquid (2)} involving benzene, toluene, ethylbenzene, o-xylene, m-xylene, and p-xylene as aromatics and the ionic liquids, 1-butyl-1-methylpyrrolidinium bis(trifluoromethylsulfonyl)imide, [BMpyr][NTf2], 1-butyl-1-methylpyrrolidinium trifluoromethanesulfonate, [BMpyr][TfO], 1-butyl-1-methylpyrrolidinium dicyanamide, [BMpyr][DCA], butyltrimethylammonium bis(trifluoromethylsulfonyl)imide, [N4111][NTf2], and tributylmethylammonium bis(trifluoromethylsulfonyl)imide, [N4441][NTf2], were determined in the temperature range of T = (293.15 to 333.15) K at p = 0.1 MPa. The influence of the temperature and the structural characteristics of the aromatic hydrocarbons as well as the effect of the structure of the ionic liquids on the phase behavior was analyzed. A comparison between the experimental LLE of the binary systems presented in this work and those found in literature was also carried out. Finally, all the binary systems were satisfactorily modeled using the Cubic-Plus-Association (CPA) Equation of State (EoS).

Compounds

#	Formula	Name
1	C6H6	benzene
2	C7H8	toluene
3	C8H10	ethylbenzene
4	C8H10	1,2-dimethylbenzene
5	C8H10	1,3-dimethylbenzene
6	C8H10	1,4-dimethylbenzene
7	C11H20F6N2O4S2	1-butyl-1-methylpyrrolidinium bis[(trifluoromethyl)sulfonyl]imide
8	C10H20F3NO3S	1-butyl-1-methylpyrrolidinium trifluoromethanesulfonate
9	C11H20N4	1-butyl-1-methylpyrrolidinium dicyanamide
10	C9H18F6N2O4S2	butyltrimethylammonium bis(trifluoromethylsulfonyl)imide
11	C15H30F6N2O4S2	tributylmethylammonium bis((trifluoromethyl)sulfonyl)imide

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	7	Mass density, kg/m3 ; Liquid		Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	2
POMD	8	Mass density, kg/m3 ; Liquid		Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	2
POMD	9	Mass density, kg/m3 ; Liquid		Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	3
POMD	10	Mass density, kg/m3 ; Liquid		Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	2
POMD	11	Mass density, kg/m3 ; Liquid		Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	2
POMD	1 7	Mole fraction - 1 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	1 7	Mass density, kg/m3 ; Liquid	Mole fraction - 1; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	6
POMD	2 7	Mole fraction - 2 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	2 7	Mass density, kg/m3 ; Liquid	Mole fraction - 2; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	5
POMD	3 7	Mole fraction - 3 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	3 7	Mass density, kg/m3 ; Liquid	Mole fraction - 3; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	5
POMD	4 7	Mole fraction - 4 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	4 7	Mass density, kg/m3 ; Liquid	Mole fraction - 4; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	5
POMD	5 7	Mole fraction - 5 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	5 7	Mass density, kg/m3 ; Liquid	Mole fraction - 5; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	5
POMD	6 7	Mole fraction - 6 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	6 7	Mass density, kg/m3 ; Liquid	Mole fraction - 6; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	5
POMD	1 8	Mole fraction - 1 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	1 8	Mass density, kg/m3 ; Liquid	Mole fraction - 1; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	13
POMD	2 8	Mole fraction - 2 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	2 8	Mass density, kg/m3 ; Liquid	Mole fraction - 2; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	8
POMD	3 8	Mole fraction - 3 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	3 8	Mass density, kg/m3 ; Liquid	Mole fraction - 3; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	7
POMD	4 8	Mole fraction - 4 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	4 8	Mass density, kg/m3 ; Liquid	Mole fraction - 4; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	7
POMD	5 8	Mole fraction - 5 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	5 8	Mass density, kg/m3 ; Liquid	Mole fraction - 5; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	8
POMD	6 8	Mole fraction - 6 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	6 8	Mass density, kg/m3 ; Liquid	Mole fraction - 6; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	7
POMD	1 9	Mole fraction - 1 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	1 9	Mass density, kg/m3 ; Liquid	Mole fraction - 1; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	12
POMD	2 9	Mole fraction - 2 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	2 9	Mass density, kg/m3 ; Liquid	Mole fraction - 2; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	8
POMD	3 9	Mole fraction - 3 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	3 9	Mass density, kg/m3 ; Liquid	Mole fraction - 3; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	7
POMD	4 9	Mole fraction - 4 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	4 9	Mass density, kg/m3 ; Liquid	Mole fraction - 4; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	7
POMD	5 9	Mole fraction - 5 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	5 9	Mass density, kg/m3 ; Liquid	Mole fraction - 5; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	7
POMD	6 9	Mole fraction - 6 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	6 9	Mass density, kg/m3 ; Liquid	Mole fraction - 6; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	7
POMD	1 10	Mole fraction - 1 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	1 10	Mass density, kg/m3 ; Liquid	Mole fraction - 1; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	8
POMD	2 10	Mole fraction - 2 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	2 10	Mass density, kg/m3 ; Liquid	Mole fraction - 2; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	8
POMD	3 10	Mole fraction - 3 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	3 10	Mass density, kg/m3 ; Liquid	Mole fraction - 3; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	8
POMD	4 10	Mole fraction - 4 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	4 10	Mass density, kg/m3 ; Liquid	Mole fraction - 4; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	8
POMD	5 10	Mole fraction - 5 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	5 10	Mass density, kg/m3 ; Liquid	Mole fraction - 5; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	8
POMD	6 10	Mole fraction - 6 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	6 10	Mass density, kg/m3 ; Liquid	Mole fraction - 6; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	7
POMD	1 11	Mole fraction - 1 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	1 11	Mass density, kg/m3 ; Liquid	Mole fraction - 1; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	15
POMD	2 11	Mole fraction - 2 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	2 11	Mass density, kg/m3 ; Liquid	Mole fraction - 2; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	9
POMD	3 11	Mole fraction - 3 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	3 11	Mass density, kg/m3 ; Liquid	Mole fraction - 3; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	9
POMD	4 11	Mole fraction - 4 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	4 11	Mass density, kg/m3 ; Liquid	Mole fraction - 4; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	7
POMD	5 11	Mole fraction - 5 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	5 11	Mass density, kg/m3 ; Liquid	Mole fraction - 5; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	7
POMD	6 11	Mole fraction - 6 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Density calibration data	9
POMD	6 11	Mass density, kg/m3 ; Liquid	Mole fraction - 6; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	7

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

Mutual solubility of aromatic hydrocarbons in pyrrolidinium and ammonium-based ionic liquids and its modeling using the Cubic-Plus-Association (CPA) Equation of State

Requejo, P. F.[Patricia F.], Diaz, I.[Ismael], Gonzalez, E. J.[Emilio J.], Dominguez, A.[Angeles]

ABSTRACT