ABSTRACT

In this work, we report on the thermophysical and transport properties of seven ammonium bistriflimide ionic liquids. Aiming to study the effect of the manipulation of the ammonium cation on distinct properties of ionic liquids, we have considered two sets of bistriflimide-based ionic liquids with (i) three quasi-similar molar weight cations with distinct functional groups, [N2 1 1 3OH]+, [N2 1 1 2O1]+, and [N2 1 1 4]+; (ii) four cations with increasing number of 2-hydroxyethyl groups and/or alkyl side chain, [N2 1 2OH 2OH]+, [N1 2OH 2OH 2OH]+, [N2 2OH 2OH 2OH]+, and [N4 2OH 2OH 2OH]+. The most relevant result is the strong evidence that the replacement of a methyl group by a hydroxymethyl group in the cation has an almost-null contribution to the overall molar volume of the ionic liquid. Molecular dynamics simulations have been performed to explain from a structural perspective the obtained results. Most of the effect comes from the fact that the intrinsic van der Waals volumes of -CH3 and -CH2OH are not that different (14.7 and 17.8 cm3*mol 1); the remainder of the effect comes from the fact that hydrogen bonding between hydroxyl groups or between them and the charged moieties of the ionic liquid can lead to further contractions of the free volume that annuls the modest intrinsic volume contribution of the OH group.

Compounds

#	Formula	Name
1	C9H18F6N2O5S2	N-3-hydroxypropyl-N,N-dimethyl-N-ethylammonium bis(trifluoromethanesulfonyl)amide
2	C9H18F6N2O5S2	N-ethyl-N,N-dimethyl-2-methoxyethylammonium bis(trifluoromethylsulfonyl)imide
3	C10H20F6N2O4S2	N-butyl-N,N-dimethyl-N-ethylammonium bis(trifluoromethanesulfonyl)amide
4	C9H18F6N2O6S2	N-ethyl-N-methyl-N,N-bis(2- hydroxyethyl)ammonium bis(trifluoromethanesulfonyl)amide
5	C9H18F6N2O7S2	N-methyl-N,N,N-tris(2-hydroxyethyl)ammonium bis(trifluoromethanesulfonyl)amide
6	C10H20F6N2O7S2	N-ethyl-N,N,N-tris(2-hydroxyethyl)ammonium bis(trifluoromethanesulfonyl)amide
7	C12H24F6N2O7S2	N-butyl-N,N,N-tris(2-hydroxyethyl)ammonium bis(trifluoromethanesulfonyl)amide

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	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Vibrating tube method	76
POMD	1	Viscosity, Pa*s ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Concentric cylinders viscometry	16
POMD	1	Electrical conductivity, S/m ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid Frequency, MHz; Liquid	Liquid	Alternating current cell with electrodes	9
POMD	1	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Standard Abbe refractometry	16
POMD	2	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Vibrating tube method	76
POMD	2	Viscosity, Pa*s ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Concentric cylinders viscometry	16
POMD	2	Electrical conductivity, S/m ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid Frequency, MHz; Liquid	Liquid	Alternating current cell with electrodes	9
POMD	2	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Standard Abbe refractometry	16
POMD	3	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Vibrating tube method	76
POMD	3	Viscosity, Pa*s ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Concentric cylinders viscometry	16
POMD	3	Electrical conductivity, S/m ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid Frequency, MHz; Liquid	Liquid	Alternating current cell with electrodes	9
POMD	3	Refractive index (Na D-line) ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Standard Abbe refractometry	16
POMD	4	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Vibrating tube method	76
POMD	4	Viscosity, Pa*s ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Concentric cylinders viscometry	15
POMD	4	Electrical conductivity, S/m ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid Frequency, MHz; Liquid	Liquid	Alternating current cell with electrodes	9
POMD	5	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Vibrating tube method	75
POMD	5	Viscosity, Pa*s ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Concentric cylinders viscometry	16
POMD	5	Electrical conductivity, S/m ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid Frequency, MHz; Liquid	Liquid	Alternating current cell with electrodes	9
POMD	6	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Vibrating tube method	76
POMD	6	Viscosity, Pa*s ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Concentric cylinders viscometry	16
POMD	6	Electrical conductivity, S/m ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid Frequency, MHz; Liquid	Liquid	Alternating current cell with electrodes	9
POMD	7	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Vibrating tube method	75
POMD	7	Viscosity, Pa*s ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Concentric cylinders viscometry	16
POMD	7	Electrical conductivity, S/m ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid Frequency, MHz; Liquid	Liquid	Alternating current cell with electrodes	9

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

Evidences for a Null Molar Volume Contribution by Hydroxyl Groups in Ammonium Bistriflimide-Based Ionic Liquids

de Ferro, A. M.[Andre Mao], Reis, P. M.[Patricia M.], Freitas, A. A.[Adilson A.], Lopes, J. N. C.[Jose N. Canongia], Rebelo, L. P. N.[Luis Paulo N.], Shimizu, K.[Karina], Esperanca, J. M. S. S.[Jose M. S. S.]

ABSTRACT