ABSTRACT

Liquid-liquid equilibria in binary mixtures of substituted benzenes (toluene, ethylbenzene, propylbenzene, xylene isomers, trimethylbenzene isomers, aniline, nitrobenzene, phenol, and benzaldehyde) with ionic liquid, 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([emim][Tf2N]), have been measured using a mass volume technique over a temperature range from about (293 to 373) K. Trends in both the polarity and molecular size of the solute with the immiscibility gap were discovered for the alkyl-substituted benzenes. In general, as the polarity increased and the molecular size decreased, the immiscibility gap became smaller. The nonalkyl-substituted benzenes containing functional groups (-NH2, -NO2, -OH, and -CHO) were completely soluble in [emim][Tf2N] over the composition and temperature range studied. The excess molar volumes for the ionic liquid-rich side solutions range from (-1 to -5) cm3*mol-1, and the magnitudes are somewhat larger than those of ordinary liquid solutions. Observed LLE are well correlated by use of the nonrandom two liquid (NRTL) solution model.

Compounds

#	Formula	Name
1	C7H8	toluene
2	C8H10	ethylbenzene
3	C9H12	propylbenzene
4	C8H10	1,2-dimethylbenzene
5	C8H10	1,3-dimethylbenzene
6	C8H10	1,4-dimethylbenzene
7	C9H12	1,2,3-trimethylbenzene
8	C9H12	1,2,4-trimethylbenzene
9	C9H12	1,3,5-trimethylbenzene
10	C8H11F6N3O4S2	1-ethyl-3-methylimidazolium 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	1 10	Molar volume, m3/mol ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid - 1	piezometer	5
POMD	1 10	Molar volume, m3/mol ; Liquid - 1	Temperature, K; Liquid - 1	Pressure, kPa; Liquid - 1	Liquid - 1 Liquid mixture 1	piezometer	5
POMD	1 10	Mole fraction - 1 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid - 1	volumetric method	5
POMD	1 10	Mole fraction - 1 ; Liquid - 1	Temperature, K; Liquid - 1	Pressure, kPa; Liquid - 1	Liquid - 1 Liquid mixture 1	volumetric method	5
POMD	2 10	Molar volume, m3/mol ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid - 2	piezometer	5
POMD	2 10	Molar volume, m3/mol ; Liquid - 2	Temperature, K; Liquid - 2	Pressure, kPa; Liquid - 2	Liquid - 2 Liquid mixture 1	piezometer	5
POMD	2 10	Mole fraction - 2 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid - 2	volumetric method	5
POMD	2 10	Mole fraction - 2 ; Liquid - 2	Temperature, K; Liquid - 2	Pressure, kPa; Liquid - 2	Liquid - 2 Liquid mixture 1	volumetric method	5
POMD	3 10	Molar volume, m3/mol ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid - 3	piezometer	5
POMD	3 10	Molar volume, m3/mol ; Liquid - 3	Temperature, K; Liquid - 3	Pressure, kPa; Liquid - 3	Liquid - 3 Liquid mixture 1	piezometer	5
POMD	3 10	Mole fraction - 3 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid - 3	volumetric method	5
POMD	3 10	Mole fraction - 3 ; Liquid - 3	Temperature, K; Liquid - 3	Pressure, kPa; Liquid - 3	Liquid - 3 Liquid mixture 1	volumetric method	5
POMD	4 10	Molar volume, m3/mol ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid - 4	piezometer	5
POMD	4 10	Molar volume, m3/mol ; Liquid - 4	Temperature, K; Liquid - 4	Pressure, kPa; Liquid - 4	Liquid - 4 Liquid mixture 1	piezometer	5
POMD	4 10	Mole fraction - 4 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid - 4	volumetric method	5
POMD	4 10	Mole fraction - 4 ; Liquid - 4	Temperature, K; Liquid - 4	Pressure, kPa; Liquid - 4	Liquid - 4 Liquid mixture 1	volumetric method	5
POMD	5 10	Molar volume, m3/mol ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid - 5	piezometer	5
POMD	5 10	Molar volume, m3/mol ; Liquid - 5	Temperature, K; Liquid - 5	Pressure, kPa; Liquid - 5	Liquid - 5 Liquid mixture 1	piezometer	5
POMD	5 10	Mole fraction - 5 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid - 5	volumetric method	5
POMD	5 10	Mole fraction - 5 ; Liquid - 5	Temperature, K; Liquid - 5	Pressure, kPa; Liquid - 5	Liquid - 5 Liquid mixture 1	volumetric method	5
POMD	6 10	Molar volume, m3/mol ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid - 6	piezometer	5
POMD	6 10	Molar volume, m3/mol ; Liquid - 6	Temperature, K; Liquid - 6	Pressure, kPa; Liquid - 6	Liquid - 6 Liquid mixture 1	piezometer	5
POMD	6 10	Mole fraction - 6 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid - 6	volumetric method	5
POMD	6 10	Mole fraction - 6 ; Liquid - 6	Temperature, K; Liquid - 6	Pressure, kPa; Liquid - 6	Liquid - 6 Liquid mixture 1	volumetric method	5
POMD	7 10	Molar volume, m3/mol ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid - 7	piezometer	5
POMD	7 10	Molar volume, m3/mol ; Liquid - 7	Temperature, K; Liquid - 7	Pressure, kPa; Liquid - 7	Liquid - 7 Liquid mixture 1	piezometer	5
POMD	7 10	Mole fraction - 7 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid - 7	volumetric method	5
POMD	7 10	Mole fraction - 7 ; Liquid - 7	Temperature, K; Liquid - 7	Pressure, kPa; Liquid - 7	Liquid - 7 Liquid mixture 1	volumetric method	5
POMD	8 10	Molar volume, m3/mol ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid - 8	piezometer	5
POMD	8 10	Molar volume, m3/mol ; Liquid - 8	Temperature, K; Liquid - 8	Pressure, kPa; Liquid - 8	Liquid - 8 Liquid mixture 1	piezometer	5
POMD	8 10	Mole fraction - 8 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid - 8	volumetric method	5
POMD	8 10	Mole fraction - 8 ; Liquid - 8	Temperature, K; Liquid - 8	Pressure, kPa; Liquid - 8	Liquid - 8 Liquid mixture 1	volumetric method	5
POMD	9 10	Molar volume, m3/mol ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid - 9	piezometer	5
POMD	9 10	Molar volume, m3/mol ; Liquid - 9	Temperature, K; Liquid - 9	Pressure, kPa; Liquid - 9	Liquid - 9 Liquid mixture 1	piezometer	5
POMD	9 10	Mole fraction - 9 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid - 9	volumetric method	5
POMD	9 10	Mole fraction - 9 ; Liquid - 9	Temperature, K; Liquid - 9	Pressure, kPa; Liquid - 9	Liquid - 9 Liquid mixture 1	volumetric method	5

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

Liquid-Liquid Equilibria in Binary Mixtures Containing Substituted Benzenes with Ionic Liquid 1-Ethyl-3-methylimidazolium Bis(trifluoromethylsulfonyl)imide

Shiflett, M. B.[Mark B.], Niehaus, A. M. S.[Anne Marie S.]

ABSTRACT