ABSTRACT

Herein, we report the liquid properties, i.e., densities, viscosities, electrical conductivities, surface tensions, melting points, and glass transition temperatures, of 18 novel sulfur-containing phosphonium cation (triethyl[(methylthio)methyl]phosphonium, triethyl[2- (methylthio)ethyl]phosphonium, triethyl[2-(ethylthio)ethyl]phosphonium, tributyl[(methylthio)methyl]phosphonium, tributyl[2-(methylthio)ethyl]phosphonium, tributyl[2- (ethylthio)ethyl]phosphonium) based ionic liquids with bis(trifluoromethylsulfonyl)amide, bis(fluorosulfonyl)amide, and tetrafluoroborate anions. The effects of the (alkylthio)alkyl groups on the viscosity and surface tension of the ionic liquids are very different from those of common alkyl groups in typical ionic liquids.

Compounds

#	Formula	Name
1	C10H20F6NO4PS3	triethyl((methylthio)methyl)phosphonium bis(trifluoromethylsulfonyl)amide
2	C8H20F2NO4PS3	triethyl((methylthio)methyl)phosphonium bis(fluorosulfonyl)amide
3	C8H20BF4PS	triethyl((methylthio)methyl)phosphonium tetrafluoroborate
4	C11H22F6NO4PS3	triethyl(2-(methylthio)ethyl)phosphonium bis(trifluoromethylsulfonyl)amide
5	C9H22F2NO4PS3	triethyl(2-(methylthio)ethyl)phosphonium bis(fluorosulfonyl)amide
6	C9H22BF4PS	triethyl(2-(methylthio)ethyl)phosphonium tetrafluoroborate
7	C12H24F6NO4PS3	triethyl(2-(ethylthio)ethyl)phosphonium bis(trifluoromethylsulfonyl)amide
8	C10H24F2NO4PS3	triethyl(2-(ethylthio)ethyl)phosphonium bis(fluorosulfonyl)amide
9	C10H24BF4PS	triethyl(2-(ethylthio)ethyl)phosphonium tetrafluoroborate
10	C16H32F6NO4PS3	tributyl((methylthio)methyl)phosphonium bis(trifluoromethylsulfonyl)amide
11	C14H32F2NO4PS3	tributyl((methylthio)methyl)phosphonium bis(fluorosulfonyl)amide
12	C14H32BF4PS	tributyl((methylthio)methyl)phosphonium tetrafluoroborate
13	C17H34F6NO4PS3	tributyl(2-(methylthio)ethyl)phosphonium bis(trifluoromethylsulfonyl)amide
14	C15H34F2NO4PS3	tributyl(2-(methylthio)ethyl)phosphonium bis(fluorosulfonyl)amide
15	C15H34BF4PS	tributyl(2-(methylthio)ethyl)phosphonium tetrafluoroborate
16	C18H36F6NO4PS3	tributyl(2-(ethylthio)ethyl)phosphonium bis(trifluoromethylsulfonyl)amide
17	C16H36F2NO4PS3	tributyl(2-(ethylthio)ethyl)phosphonium bis(fluorosulfonyl)amide
18	C16H36BF4PS	tributyl(2-(ethylthio)ethyl)phosphonium tetrafluoroborate

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	Phase	Method	#Points
POMD	1	Triple point temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	1	Mass density, kg/m3 ; Metastable liquid	Temperature, K; Metastable liquid Pressure, kPa; Metastable liquid	Metastable liquid	Vibrating tube method	1
POMD	1	Viscosity, Pa*s ; Metastable liquid	Temperature, K; Metastable liquid Pressure, kPa; Metastable liquid	Metastable liquid	Moving piston method	1
POMD	1	Electrical conductivity, S/m ; Metastable liquid	Temperature, K; Metastable liquid Pressure, kPa; Metastable liquid	Metastable liquid	Alternating current cell with electrodes	1
POMD	1	Surface tension liquid-gas, N/m ; Metastable liquid	Temperature, K; Metastable liquid	Metastable liquid Gas	Ring tensiometer	1
POMD	2	Triple point temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	2	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	1
POMD	2	Viscosity, Pa*s ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Moving piston method	1
POMD	2	Electrical conductivity, S/m ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Alternating current cell with electrodes	1
POMD	2	Surface tension liquid-gas, N/m ; Liquid	Temperature, K; Liquid	Liquid Gas	Ring tensiometer	1
POMD	3	Triple point temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	4	Triple point temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	4	Mass density, kg/m3 ; Metastable liquid	Temperature, K; Metastable liquid Pressure, kPa; Metastable liquid	Metastable liquid	Vibrating tube method	1
POMD	4	Viscosity, Pa*s ; Metastable liquid	Temperature, K; Metastable liquid Pressure, kPa; Metastable liquid	Metastable liquid	Moving piston method	1
POMD	4	Electrical conductivity, S/m ; Metastable liquid	Temperature, K; Metastable liquid Pressure, kPa; Metastable liquid	Metastable liquid	Alternating current cell with electrodes	1
POMD	4	Surface tension liquid-gas, N/m ; Metastable liquid	Temperature, K; Metastable liquid	Metastable liquid Gas	Ring tensiometer	1
POMD	5	Triple point temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	5	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	1
POMD	5	Viscosity, Pa*s ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Moving piston method	1
POMD	5	Electrical conductivity, S/m ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Alternating current cell with electrodes	1
POMD	5	Surface tension liquid-gas, N/m ; Liquid	Temperature, K; Liquid	Liquid Gas	Ring tensiometer	1
POMD	6	Triple point temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	7	Triple point temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	7	Triple point temperature, K ; Glass		Glass Liquid Air at 1 atmosphere	DSC	1
POMD	7	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	1
POMD	7	Viscosity, Pa*s ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Moving piston method	1
POMD	7	Electrical conductivity, S/m ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Alternating current cell with electrodes	1
POMD	7	Surface tension liquid-gas, N/m ; Liquid	Temperature, K; Liquid	Liquid Gas	Ring tensiometer	1
POMD	8	Triple point temperature, K ; Glass		Glass Liquid Air at 1 atmosphere	DSC	1
POMD	8	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	1
POMD	8	Viscosity, Pa*s ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Moving piston method	1
POMD	8	Electrical conductivity, S/m ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Alternating current cell with electrodes	1
POMD	8	Surface tension liquid-gas, N/m ; Liquid	Temperature, K; Liquid	Liquid Gas	Ring tensiometer	1
POMD	9	Triple point temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	10	Triple point temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	10	Mass density, kg/m3 ; Metastable liquid	Temperature, K; Metastable liquid Pressure, kPa; Metastable liquid	Metastable liquid	Vibrating tube method	1
POMD	10	Viscosity, Pa*s ; Metastable liquid	Temperature, K; Metastable liquid Pressure, kPa; Metastable liquid	Metastable liquid	Moving piston method	1
POMD	10	Electrical conductivity, S/m ; Metastable liquid	Temperature, K; Metastable liquid Pressure, kPa; Metastable liquid	Metastable liquid	Alternating current cell with electrodes	1
POMD	10	Surface tension liquid-gas, N/m ; Metastable liquid	Temperature, K; Metastable liquid	Metastable liquid Gas	Ring tensiometer	1
POMD	11	Triple point temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	11	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	1
POMD	11	Viscosity, Pa*s ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Moving piston method	1
POMD	11	Electrical conductivity, S/m ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Alternating current cell with electrodes	1
POMD	11	Surface tension liquid-gas, N/m ; Liquid	Temperature, K; Liquid	Liquid Gas	Ring tensiometer	1
POMD	12	Triple point temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	12	Triple point temperature, K ; Glass		Glass Liquid Air at 1 atmosphere	DSC	1
POMD	12	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	1
POMD	12	Viscosity, Pa*s ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Moving piston method	1
POMD	12	Electrical conductivity, S/m ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Alternating current cell with electrodes	1
POMD	12	Surface tension liquid-gas, N/m ; Liquid	Temperature, K; Liquid	Liquid Gas	Ring tensiometer	1
POMD	13	Triple point temperature, K ; Glass		Glass Liquid Air at 1 atmosphere	DSC	1
POMD	13	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	1
POMD	13	Viscosity, Pa*s ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Moving piston method	1
POMD	13	Electrical conductivity, S/m ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Alternating current cell with electrodes	1
POMD	13	Surface tension liquid-gas, N/m ; Liquid	Temperature, K; Liquid	Liquid Gas	Ring tensiometer	1
POMD	14	Triple point temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	14	Triple point temperature, K ; Glass		Glass Liquid Air at 1 atmosphere	DSC	1
POMD	14	Mass density, kg/m3 ; Metastable liquid	Temperature, K; Metastable liquid Pressure, kPa; Metastable liquid	Metastable liquid	Vibrating tube method	1
POMD	14	Viscosity, Pa*s ; Metastable liquid	Temperature, K; Metastable liquid Pressure, kPa; Metastable liquid	Metastable liquid	Moving piston method	1
POMD	14	Electrical conductivity, S/m ; Metastable liquid	Temperature, K; Metastable liquid Pressure, kPa; Metastable liquid	Metastable liquid	Alternating current cell with electrodes	1
POMD	14	Surface tension liquid-gas, N/m ; Metastable liquid	Temperature, K; Metastable liquid	Metastable liquid Gas	Ring tensiometer	1
POMD	15	Triple point temperature, K ; Glass		Glass Liquid Air at 1 atmosphere	DSC	1
POMD	16	Triple point temperature, K ; Glass		Glass Liquid Air at 1 atmosphere	DSC	1
POMD	16	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	1
POMD	16	Viscosity, Pa*s ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Moving piston method	1
POMD	16	Electrical conductivity, S/m ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Alternating current cell with electrodes	1
POMD	16	Surface tension liquid-gas, N/m ; Liquid	Temperature, K; Liquid	Liquid Gas	Ring tensiometer	1
POMD	17	Triple point temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	17	Triple point temperature, K ; Glass		Glass Liquid Air at 1 atmosphere	DSC	1
POMD	17	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	1
POMD	17	Viscosity, Pa*s ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Moving piston method	1
POMD	17	Electrical conductivity, S/m ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Alternating current cell with electrodes	1
POMD	17	Surface tension liquid-gas, N/m ; Liquid	Temperature, K; Liquid	Liquid Gas	Ring tensiometer	1
POMD	18	Triple point temperature, K ; Glass		Glass Liquid Air at 1 atmosphere	DSC	1
POMD	18	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Vibrating tube method	1
POMD	18	Viscosity, Pa*s ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Moving piston method	1
POMD	18	Electrical conductivity, S/m ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	Alternating current cell with electrodes	1
POMD	18	Surface tension liquid-gas, N/m ; Liquid	Temperature, K; Liquid	Liquid Gas	Ring tensiometer	1

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

Liquid Properties of Ionic Liquids Based on Phosphonium Cations with (Alkylthio)alkyl Groups

Shirota, H.[Hideaki], Takahashi, K.[Kotaro], Ando, M.[Masatoshi], Kakinuma, S.[Shohei]

ABSTRACT