ABSTRACT

Ionic liquids (ILs) are novel media characterized by strong interactions with different organic substances which leads to a wide spectrum of applications involving extraction. Ionic liquids have been used as a solvent for sugar alcohols, sugars and hydrates. This work demonstrates the experimental and theoretical study of (liquid + liquid) phase equilibria for two sugar alcohols, D-sorbitol and xylitol in a few ILs based on different cations and anions (namely, 1-ethyl-1-methylpiperidinium bis(trifluoromethylsulfonyl)imide [EMPIP] [NTf2], 1-hexyl-1-methylpiperidinium bis(trifluoromethylsulfonyl)imide [HMPIP][NTf2], N-hexylquinolinium bis(trifluoromethylsulfonyl)imide [HQuin][NTf2], N-hexylisoquinolinium bis(trifluoromethylsulfonyl) imide [HiQuin][NTf2], 1-butyl-1-methylimidazolium 4,5-dicyano-2-(trifluoromethyl)-imidazolide [BMIM] [TDI] and 1-(cyanomethyl)-3-methylimidazolium 4,5-dicyano-2-(trifluoromethyl)-imidazolide [CCNMIM] [TDI]). This study was conducted to assess the applicability of the studied ILs for dissolution of these biomassrelated materials. (Liquid + liquid) phase equilibrium diagrams (LLE) in binary systems (sugar alcohol + ionic liquid) were measured using the dynamic technique. The influence of the chemical structure of both the ionic liquids and sugar alcohols were established and is discussed.

Compounds

#	Formula	Name
1	C10H18F6N2O4S2	1-ethyl-1-methylpiperidinium bis(trifluoromethylsulfonyl)imide
2	C14H26F6N2O4S2	1-hexyl-1-methylpiperidinium bis(trifluoromethanesulfonyl)imide
3	C17H20F6N2O4S2	1-hexylquinolinium bis(trifluoromethylsulfonyl)amide
4	C17H20F6N2O4S2	N-hexylisoquinolinium bis(trifluoromethylsulfonyl)imide
5	C14H15F3N6	1-butyl-3-methylimidazolium 4,5-dicyano-2-(trifluoromethyl)imidazolide
6	C12H8F3N7	1-(cyanomethyl)-3-methylimidazolium 4,5-dicyano-2-(trifluoromethyl)imidazolide
7	C6H14O6	D-sorbitol
8	C5H12O5	xylitol

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	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Vibrating tube method	2
POMD	3	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	4	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Vibrating tube method	1
POMD	5	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Vibrating tube method	1
POMD	6	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	7	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	8	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	7 1	Liquid-liquid equilibrium temperature, K ; Liquid mixture 1	Mole fraction - 7; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	VISOBS	9
POMD	7 2	Liquid-liquid equilibrium temperature, K ; Liquid mixture 1	Mole fraction - 7; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	VISOBS	8
POMD	7 3	Liquid-liquid equilibrium temperature, K ; Liquid mixture 1	Mole fraction - 7; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	VISOBS	6
POMD	7 4	Liquid-liquid equilibrium temperature, K ; Liquid mixture 1	Mole fraction - 7; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	VISOBS	5
POMD	7 5	Liquid-liquid equilibrium temperature, K ; Liquid mixture 1	Mole fraction - 7; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	VISOBS	12
POMD	7 5	Solid-liquid equilibrium temperature, K ; Liquid	Mole fraction - 7; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 7	VISOBS	2
POMD	7 5	Monotectic temperature, K ; Liquid mixture 1	Pressure, kPa; Liquid mixture 1		Liquid mixture 1 Liquid mixture 2 Crystal - 7	VISOBS	1
POMD	8 1	Liquid-liquid equilibrium temperature, K ; Liquid mixture 1	Mole fraction - 8; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	VISOBS	9
POMD	8 2	Liquid-liquid equilibrium temperature, K ; Liquid mixture 1	Mole fraction - 8; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	VISOBS	10
POMD	8 3	Liquid-liquid equilibrium temperature, K ; Liquid mixture 1	Mole fraction - 8; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	VISOBS	6
POMD	8 4	Liquid-liquid equilibrium temperature, K ; Liquid mixture 1	Mole fraction - 8; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	VISOBS	6
POMD	8 5	Liquid-liquid equilibrium temperature, K ; Liquid mixture 1	Mole fraction - 8; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	VISOBS	11
POMD	8 5	Solid-liquid equilibrium temperature, K ; Liquid	Mole fraction - 8; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 8	VISOBS	2
POMD	8 5	Monotectic temperature, K ; Liquid mixture 1	Pressure, kPa; Liquid mixture 1		Liquid mixture 1 Liquid mixture 2 Crystal - 8	VISOBS	1

Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Solubility data and modeling for sugar alcohols in ionic liquids

Okuniewski, M.[Marcin], Ramjugernath, D.[Deresh], Naidoo, P.[Paramespri], Domanska, U.[Urszula]

ABSTRACT