ABSTRACT

This paper describes the extraction of C5 C8 linear a-olefins from olefin/paraffin mixtures of the same carbon number using silver(I)/N,N-dimethylbenzamide bis(trifluoromethylsulfonyl)imide ([Ag(DMBA)2][Tf2N]) or silver(I)/propylamine bis(trifluoromethylsulfonyl)imide ([Ag(PrNH2)2][Tf2N]) as the extracting agent. The separation performance of the system increased with increasing chain length. [Ag(DMBA)2][Tf2N] appeared to outperform [Ag(PrNH2)2][Tf2N] in terms of both selectivity and distribution coefficient. The [Ag(DMBA)2][Tf2N] system was successfully modeled using the universal quasi-chemical activity coefficient (UNIQUAC) model. These results support the potential future development of amine/amide-based ligands for producing soluble silver complexes useful for the separation of olefins from paraffins.

Compounds

#	Formula	Name
1	C5H10	1-pentene
2	C5H12	pentane
3	C6H12	hex-1-ene
4	C6H14	hexane
5	C7H14	1-heptene
6	C7H16	heptane
7	C8H16	oct-1-ene
8	C8H18	octane
9	C22H22AgF10N3O6S2	bis(N,N-dimethylbenzamide-.kappa.O)-silver(1+) bis((perfluoroethyl)sulfonyl)amide
10	C8H18AgF6N3O4S2	bis(1-propanamine)-silver(1+) bis((trifluoromethyl)sulfonyl)amide
11	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	9	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Vibrating tube method	9
POMD	9	Viscosity, Pa*s ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Capillary tube (Ostwald; Ubbelohde) method	16
POMD	10	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Vibrating tube method	6
POMD	10	Viscosity, Pa*s ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Capillary tube (Ostwald; Ubbelohde) method	9
POMD	1 9	Amount ratio of solute to solvent - 1 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1		Liquid mixture 1 Liquid mixture 2	HNMR	1
POMD	1 10	Amount ratio of solute to solvent - 1 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1		Liquid mixture 1 Liquid mixture 2	HNMR	1
POMD	2 9	Amount ratio of solute to solvent - 2 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1		Liquid mixture 1 Liquid mixture 2	HNMR	1
POMD	2 10	Amount ratio of solute to solvent - 2 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1		Liquid mixture 1 Liquid mixture 2	HNMR	1
POMD	3 9	Amount ratio of solute to solvent - 3 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1		Liquid mixture 1 Liquid mixture 2	HNMR	1
POMD	3 10	Amount ratio of solute to solvent - 3 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1		Liquid mixture 1 Liquid mixture 2	HNMR	1
POMD	4 9	Amount ratio of solute to solvent - 4 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1		Liquid mixture 1 Liquid mixture 2	HNMR	1
POMD	4 10	Amount ratio of solute to solvent - 4 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1		Liquid mixture 1 Liquid mixture 2	HNMR	1
POMD	5 9	Amount ratio of solute to solvent - 5 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1		Liquid mixture 1 Liquid mixture 2	HNMR	1
POMD	5 10	Amount ratio of solute to solvent - 5 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1		Liquid mixture 1 Liquid mixture 2	HNMR	1
POMD	6 9	Amount ratio of solute to solvent - 6 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1		Liquid mixture 1 Liquid mixture 2	HNMR	1
POMD	6 10	Amount ratio of solute to solvent - 6 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1		Liquid mixture 1 Liquid mixture 2	HNMR	1
POMD	7 9	Amount ratio of solute to solvent - 7 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1		Liquid mixture 1 Liquid mixture 2	HNMR	1
POMD	7 10	Amount ratio of solute to solvent - 7 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1		Liquid mixture 1 Liquid mixture 2	HNMR	1
POMD	8 9	Amount ratio of solute to solvent - 8 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1		Liquid mixture 1 Liquid mixture 2	HNMR	1
POMD	8 10	Amount ratio of solute to solvent - 8 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1		Liquid mixture 1 Liquid mixture 2	HNMR	1
POMD	1 11 10	Mole fraction - 11 ; Liquid mixture 2 Mole fraction - 11 ; Liquid mixture 1 Mole fraction - 1 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1 Mole fraction - 1; Liquid mixture 2		Liquid mixture 2 Liquid mixture 1	OTHER OTHER OTHER	1
POMD	2 11 10	Mole fraction - 11 ; Liquid mixture 2 Mole fraction - 11 ; Liquid mixture 1 Mole fraction - 2 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1 Mole fraction - 2; Liquid mixture 2		Liquid mixture 2 Liquid mixture 1	OTHER OTHER OTHER	1
POMD	3 11 10	Mole fraction - 11 ; Liquid mixture 2 Mole fraction - 11 ; Liquid mixture 1 Mole fraction - 3 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1 Mole fraction - 3; Liquid mixture 2		Liquid mixture 2 Liquid mixture 1	OTHER OTHER OTHER	1
POMD	4 11 10	Mole fraction - 11 ; Liquid mixture 2 Mole fraction - 11 ; Liquid mixture 1 Mole fraction - 4 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1 Mole fraction - 4; Liquid mixture 2		Liquid mixture 2 Liquid mixture 1	OTHER OTHER OTHER	1
POMD	5 11 10	Mole fraction - 11 ; Liquid mixture 2 Mole fraction - 11 ; Liquid mixture 1 Mole fraction - 5 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1 Mole fraction - 5; Liquid mixture 2		Liquid mixture 2 Liquid mixture 1	OTHER OTHER OTHER	1
POMD	6 11 10	Mole fraction - 11 ; Liquid mixture 2 Mole fraction - 11 ; Liquid mixture 1 Mole fraction - 6 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1 Mole fraction - 6; Liquid mixture 2		Liquid mixture 2 Liquid mixture 1	OTHER OTHER OTHER	1
POMD	7 11 10	Mole fraction - 11 ; Liquid mixture 2 Mole fraction - 11 ; Liquid mixture 1 Mole fraction - 7 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1 Mole fraction - 7; Liquid mixture 2		Liquid mixture 2 Liquid mixture 1	OTHER OTHER OTHER	1
POMD	8 11 10	Mole fraction - 11 ; Liquid mixture 2 Mole fraction - 11 ; Liquid mixture 1 Mole fraction - 8 ; Liquid mixture 1	Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1 Mole fraction - 8; Liquid mixture 2		Liquid mixture 2 Liquid mixture 1	OTHER OTHER OTHER	1
POMD	1 11 9	Mole fraction - 11 ; Liquid mixture 2 Mole fraction - 11 ; Liquid mixture 1 Mole fraction - 1 ; Liquid mixture 1		Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1 Mole fraction - 1; Liquid mixture 2	Liquid mixture 2 Liquid mixture 1	OTHER OTHER OTHER	5
POMD	2 11 9	Mole fraction - 11 ; Liquid mixture 2 Mole fraction - 2 ; Liquid mixture 1 Mole fraction - 11 ; Liquid mixture 1		Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1 Mole fraction - 2; Liquid mixture 2	Liquid mixture 2 Liquid mixture 1	OTHER OTHER OTHER	5
POMD	3 11 9	Mole fraction - 11 ; Liquid mixture 2 Mole fraction - 11 ; Liquid mixture 1 Mole fraction - 3 ; Liquid mixture 1		Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1 Mole fraction - 3; Liquid mixture 2	Liquid mixture 2 Liquid mixture 1	OTHER OTHER OTHER	5
POMD	4 11 9	Mole fraction - 11 ; Liquid mixture 2 Mole fraction - 4 ; Liquid mixture 1 Mole fraction - 11 ; Liquid mixture 1		Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1 Mole fraction - 4; Liquid mixture 2	Liquid mixture 2 Liquid mixture 1	OTHER OTHER OTHER	5
POMD	5 11 9	Mole fraction - 11 ; Liquid mixture 2 Mole fraction - 5 ; Liquid mixture 1 Mole fraction - 11 ; Liquid mixture 1		Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1 Mole fraction - 5; Liquid mixture 2	Liquid mixture 2 Liquid mixture 1	OTHER OTHER OTHER	5
POMD	6 11 9	Mole fraction - 11 ; Liquid mixture 2 Mole fraction - 6 ; Liquid mixture 1 Mole fraction - 11 ; Liquid mixture 1		Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1 Mole fraction - 6; Liquid mixture 2	Liquid mixture 2 Liquid mixture 1	OTHER OTHER OTHER	5
POMD	7 11 9	Mole fraction - 11 ; Liquid mixture 2 Mole fraction - 7 ; Liquid mixture 1 Mole fraction - 11 ; Liquid mixture 1		Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1 Mole fraction - 7; Liquid mixture 2	Liquid mixture 2 Liquid mixture 1	OTHER OTHER OTHER	5
POMD	8 11 9	Mole fraction - 11 ; Liquid mixture 2 Mole fraction - 8 ; Liquid mixture 1 Mole fraction - 11 ; Liquid mixture 1		Temperature, K; Liquid mixture 1 Pressure, kPa; Liquid mixture 1 Mole fraction - 8; Liquid mixture 2	Liquid mixture 2 Liquid mixture 1	OTHER OTHER OTHER	5

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

Enhancing liquid-phase olefin-paraffin separations using novel silver-based ionic liquids

Wang, Y.[Yu], Hao, W.[Weiye], Jacquemin, J.[Johan], Atilhan, M.[Mert], Khraisheh, M.[Majeda], Rooney, D.[David], Thompson, J.[Jillian], Goodrich, P.[Peter]

ABSTRACT