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

Physicochemical Characterization of MFm -Based Ammonium Ionic Liquids

Li, H.[Haifang], Zhao, G.[Guoying], Liu, F.[Fangfang], Zhang, S.[Suojiang]
J. Chem. Eng. Data 2013, 58, 6, 1505-1515
ABSTRACT
A series of ammonium-based ionic liquids (ILs), which share a homologous series of cations (CH3CH2)3N+(CnH2n+1) with n = 2, 4, 6, 8 and the anions with either BF4 , PF6 , or SbF6 , was synthesized. Their structures were confirmed by 1H and 13C NMR, ESI-MS, and elemental analysis. Meanwhile, the content of impurity (e.g., water and bromide ions) was also determined using Karl Fischer titrator and ion chromatography. The thermal properties of the ILs were determined by TGA and DSC. Five of the investigated ILs have been shown to have a low melting point (less than 100 deg C): N,N,N,N-tetraethylammonium tetrafluoroborate, [N2222]BF4, N,N,N,N-tetraethylammonium hexafluorophosphate, [N2222]PF6, N,N,N-triethylhexylammonium tetrafluoroborate, [N2226]BF4, N,N,N-triethyloctylammonium hexafluorophosphate, [N2228]PF6 and N,N,N-triethyloctylammonium hexafluoroantimonate, [N2228]SbF6. Densities, refractive indices, and miscibility of these 12 ILs were well studied systematically. Moreover, from the analysis of the structure property relationship, the role of the alkyl chain length of the cation on these physical properties of the ILs has been assessed, and the influence of the nature of the anions on these experimental data of the ILs has been discussed. The studies may provide valuable contributions for the design and study of ILs.
Compounds
# Formula Name
1 C8H20BF4N tetraethylammonium tetrafluoroborate
2 C8H20F6NP tetraethylammonium hexafluorophosphate
3 C8H20F6NSb tetraethylammonium hexafluoroantimonate
4 C10H24BF4N N,N,N-triethyl-N-butylammonium tetrafluoroborate
5 C10H24F6NP N,N,N-triethyl-N-butylammonium hexafluorophosphate
6 C10H24F6NSb N,N,N-triethylbutan-1-aminium hexafluorostibate
7 C12H28BF4N N,N,N-triethyl-N-hexylammonium tetrafluoroborate
8 C12H28F6NP N,N,N-triethyl-N-hexylammonium hexafluorophosphate
9 C12H28F6NSb N,N,N-triethyl-N-hexylammonium hexafluoroantimonate
10 C14H32BF4N N,N,N-triethyl-N-octylammonium tetrafluoroborate
11 C14H32F6NP N,N,N-triethyl-N-octylammonium hexafluorophosphate
12 C14H32F6NSb N,N,N-triethyloctan-1-aminium hexafluorostibate
13 CHF3O3S methanesulfonic acid, trifluoro-
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
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 1
  • Mass density, kg/m3 ; Crystal
  • Temperature, K; Crystal
  • Pressure, kPa; Crystal
  • Crystal
  • gas displacement
  • 1
  • POMD
  • 2
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 2
  • Mass density, kg/m3 ; Crystal
  • Temperature, K; Crystal
  • Pressure, kPa; Crystal
  • Crystal
  • gas displacement
  • 1
  • POMD
  • 3
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • gas displacement
  • 1
  • POMD
  • 4
  • Normal melting temperature, K ; Crystal 1
  • Crystal 1
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 4
  • Triple point temperature, K ; Crystal 2
  • Crystal 2
  • Crystal 1
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 4
  • Mass density, kg/m3 ; Crystal 2
  • Temperature, K; Crystal 2
  • Pressure, kPa; Crystal 2
  • Crystal 2
  • gas displacement
  • 1
  • POMD
  • 5
  • Normal melting temperature, K ; Crystal 1
  • Crystal 1
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 5
  • Mass density, kg/m3 ; Crystal
  • Temperature, K; Crystal
  • Pressure, kPa; Crystal
  • Crystal
  • gas displacement
  • 1
  • POMD
  • 6
  • Normal melting temperature, K ; Crystal 1
  • Crystal 1
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 6
  • Mass density, kg/m3 ; Crystal
  • Temperature, K; Crystal
  • Pressure, kPa; Crystal
  • Crystal
  • gas displacement
  • 1
  • POMD
  • 7
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 7
  • Mass density, kg/m3 ; Crystal
  • Temperature, K; Crystal
  • Pressure, kPa; Crystal
  • Crystal
  • gas displacement
  • 1
  • POMD
  • 8
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 8
  • Mass density, kg/m3 ; Crystal
  • Temperature, K; Crystal
  • Pressure, kPa; Crystal
  • Crystal
  • gas displacement
  • 1
  • POMD
  • 9
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 9
  • Mass density, kg/m3 ; Crystal
  • Temperature, K; Crystal
  • Pressure, kPa; Crystal
  • Crystal
  • gas displacement
  • 1
  • POMD
  • 10
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 10
  • Mass density, kg/m3 ; Crystal
  • Temperature, K; Crystal
  • Pressure, kPa; Crystal
  • Crystal
  • gas displacement
  • 1
  • POMD
  • 11
  • Normal melting temperature, K ; Crystal 1
  • Crystal 1
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 11
  • Triple point temperature, K ; Crystal 2
  • Crystal 2
  • Crystal 1
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 11
  • Mass density, kg/m3 ; Crystal 2
  • Temperature, K; Crystal 2
  • Pressure, kPa; Crystal 2
  • Crystal 2
  • gas displacement
  • 1
  • POMD
  • 12
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 12
  • Mass density, kg/m3 ; Crystal
  • Temperature, K; Crystal
  • Pressure, kPa; Crystal
  • Crystal
  • gas displacement
  • 1
  • POMD
  • 13
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 1
  • POMD
  • 1
  • 13
  • Refractive index (Na D-line) ; Liquid
  • Mass fraction - 1; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 6
  • POMD
  • 2
  • 13
  • Refractive index (Na D-line) ; Liquid
  • Mass fraction - 2; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 5
  • POMD
  • 13
  • 3
  • Refractive index (Na D-line) ; Liquid
  • Mass fraction - 3; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 7
  • POMD
  • 13
  • 4
  • Refractive index (Na D-line) ; Liquid
  • Mass fraction - 4; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 7
  • POMD
  • 13
  • 5
  • Refractive index (Na D-line) ; Liquid
  • Mass fraction - 5; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 7
  • POMD
  • 13
  • 6
  • Refractive index (Na D-line) ; Liquid
  • Mass fraction - 6; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 7
  • POMD
  • 13
  • 7
  • Refractive index (Na D-line) ; Liquid
  • Mass fraction - 7; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 6
  • POMD
  • 13
  • 8
  • Refractive index (Na D-line) ; Liquid
  • Mass fraction - 8; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 5
  • POMD
  • 13
  • 9
  • Refractive index (Na D-line) ; Liquid
  • Mass fraction - 9; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 7
  • POMD
  • 13
  • 10
  • Refractive index (Na D-line) ; Liquid
  • Mass fraction - 10; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 6
  • POMD
  • 13
  • 11
  • Refractive index (Na D-line) ; Liquid
  • Mass fraction - 11; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 6
  • POMD
  • 13
  • 12
  • Refractive index (Na D-line) ; Liquid
  • Mass fraction - 12; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 7