ABSTRACT

Binary liquid-liquid equilibria (LLE) for the mixtures of dihydroxy alcohols and three imidazolium-based ionic liquids were measured. The dihydroxy alcohols were 1,3-propanediol, 1,4-butanediol, and 1,5pentanediol and the ionic liquids were 1-ethyl-3-methyimidazolium tetrafluoroborate ([C2C1im][BF4]), 1ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([C2C1im][NTf2]) and 1-ethyl-3- methylimidazolium 1,1,2,2-tetrafluoroethanesulfonate ([C2C1im][TFES]). The experimental LLE data was well correlated using the Non-Random Two Liquids (NRTL) activity coefficient model. All binary diol systems with [C2C1im][BF4] or [C2C1im][NTf2] have an upper critical solution temperature (UCST) between 310 to 360 K. An equimolar mixture of diols and 1-ethyl-3-methyimidazolium 1,1,2,2tetrafluoroethanesulfonate [C2C1im][TFES] showed complete miscibility between 293.15 to 373.15 K. An increase in alkyl chain length of the dihydroxy alcohols and/or changing the anion from [BF4] to [NTf2] for a given [C2C1im] cation results in an increase in the UCST. The excess molar volume of diols with ILs were in most cases larger than those of ordinary solutions.

Compounds

#	Formula	Name
1	C6H11BF4N2	1-ethyl-3-methylimidazolium tetrafluoroborate
2	C8H11F6N3O4S2	1-ethyl-3-methylimidazolium bis((trifluoromethyl)sulfonyl)imide
3	C4H10O	butan-2-ol
4	C3H8O2	propan-1,3-diol
5	C4H10O2	1,4-butanediol
6	C5H12O2	1,5-pentanediol
7	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	5 1	Mole fraction - 5 ; Liquid mixture 1	Temperature, K; Liquid mixture 2	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Phase equilibration	4
POMD	5 1	Molar volume, m3/mol ; Liquid	Temperature, K; Liquid Mole fraction - 5; Liquid	Pressure, kPa; Liquid	Liquid	Pycnometric method	8
POMD	5 1	Liquid-liquid equilibrium temperature, K ; Liquid mixture 1	Mole fraction - 5; Liquid mixture 1 Pressure, kPa; Liquid mixture 1		Liquid mixture 1 Liquid mixture 2	VISOBS	1
POMD	5 1	Mole fraction - 5 ; Liquid mixture 2	Temperature, K; Liquid mixture 2	Pressure, kPa; Liquid mixture 2	Liquid mixture 2 Liquid mixture 1	Phase equilibration	4
POMD	6 1	Mole fraction - 6 ; Liquid mixture 1	Temperature, K; Liquid mixture 2	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Phase equilibration	4
POMD	6 1	Molar volume, m3/mol ; Liquid	Temperature, K; Liquid Mole fraction - 6; Liquid	Pressure, kPa; Liquid	Liquid	Pycnometric method	8
POMD	6 1	Liquid-liquid equilibrium temperature, K ; Liquid mixture 1	Mole fraction - 6; Liquid mixture 1 Pressure, kPa; Liquid mixture 1		Liquid mixture 1 Liquid mixture 2	VISOBS	1
POMD	6 1	Mole fraction - 6 ; Liquid mixture 2	Temperature, K; Liquid mixture 2	Pressure, kPa; Liquid mixture 2	Liquid mixture 2 Liquid mixture 1	Phase equilibration	4
POMD	4 2	Mole fraction - 4 ; Liquid mixture 1	Temperature, K; Liquid mixture 2	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Phase equilibration	4
POMD	4 2	Molar volume, m3/mol ; Liquid	Temperature, K; Liquid Mole fraction - 4; Liquid	Pressure, kPa; Liquid	Liquid	Pycnometric method	8
POMD	4 2	Liquid-liquid equilibrium temperature, K ; Liquid mixture 1	Mole fraction - 4; Liquid mixture 1 Pressure, kPa; Liquid mixture 1		Liquid mixture 1 Liquid mixture 2	VISOBS	1
POMD	4 2	Mole fraction - 4 ; Liquid mixture 2	Temperature, K; Liquid mixture 2	Pressure, kPa; Liquid mixture 2	Liquid mixture 2 Liquid mixture 1	Phase equilibration	4
POMD	5 2	Mole fraction - 5 ; Liquid mixture 1	Temperature, K; Liquid mixture 2	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Phase equilibration	4
POMD	5 2	Molar volume, m3/mol ; Liquid	Temperature, K; Liquid Mole fraction - 5; Liquid	Pressure, kPa; Liquid	Liquid	Pycnometric method	8
POMD	5 2	Liquid-liquid equilibrium temperature, K ; Liquid mixture 1	Mole fraction - 5; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	VISOBS	2
POMD	5 2	Mole fraction - 5 ; Liquid mixture 2	Temperature, K; Liquid mixture 2	Pressure, kPa; Liquid mixture 2	Liquid mixture 2 Liquid mixture 1	Phase equilibration	4
POMD	6 2	Mole fraction - 6 ; Liquid mixture 1	Temperature, K; Liquid mixture 2	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Phase equilibration	4
POMD	6 2	Molar volume, m3/mol ; Liquid	Temperature, K; Liquid Mole fraction - 6; Liquid	Pressure, kPa; Liquid	Liquid	Pycnometric method	8
POMD	6 2	Liquid-liquid equilibrium temperature, K ; Liquid mixture 1	Mole fraction - 6; Liquid mixture 1 Pressure, kPa; Liquid mixture 1		Liquid mixture 1 Liquid mixture 2	VISOBS	1
POMD	6 2	Mole fraction - 6 ; Liquid mixture 2	Temperature, K; Liquid mixture 2	Pressure, kPa; Liquid mixture 2	Liquid mixture 2 Liquid mixture 1	Phase equilibration	4
POMD	3 7	Mole fraction - 3 ; Liquid mixture 1	Temperature, K; Liquid mixture 2 Pressure, kPa; Liquid mixture 1		Liquid mixture 1 Liquid mixture 2	Phase equilibration	1
POMD	3 7	Mole fraction - 3 ; Liquid mixture 2	Temperature, K; Liquid mixture 2 Pressure, kPa; Liquid mixture 2		Liquid mixture 2 Liquid mixture 1	Phase equilibration	1

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

Liquid-Liquid Equilibria in Binary Mixtures of Dihydroxy Alcohols and Imidazolium-Based Ionic Liquids

Turnaoglu, T.[Tugba], Ritchie, S. G.[Sally G.], Shiflett, M. B.[Mark B.]

ABSTRACT