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

Synthesis, Characterization, Physical Properties, and Cytotoxicities of 1-(6-Hydroxyhexyl)-3-alkylimidazolium Chloride Ionic Liquids

Hossain, M. I., Babaa, M.-R.[Moulay-Rachid], El-Harbawi, M.[Mohanad], Man, Z.[Zakaria], Hefter, G.[Glenn], Yin, C.-Y.[Chun-Yang]
J. Chem. Eng. Data 2011, 56, 11, 4188-4193
ABSTRACT
Four hydroxyl-functionalized ionic liquids, 1-(6-hydroxyhexyl)-3-alkylimidazolium chlorides [6OHimCn][Cl]; (n = 0, 1, 2, 4), have been synthesized from the appropriate imidazole precursors and characterized by IR and NMR spectroscopies and elemental analysis. Densities, dynamic viscosities, refractive indices, and surface tensions have been measured for each liquid as a function of temperature at atmospheric pressure and fitted using simple empirical correlation functions. Consistent with related imidazolium-based ionic liquids, an increase in the carbon side-chain length of the imidazolium cation was found to decrease the density and surface tension but increase the viscosity and refractive index. Cytotoxicities of the present liquids were found to decrease with increasing carbon side chain length and were broadly similar to those of other ionic liquids.
Compounds
# Formula Name
1 C9H17ClN2O 1-(6-hydroxyhexyl)imidazolium chloride
2 C10H19ClN2O 3-(6-hydroxyhexyl)-1-methylimidazolium chloride
3 C11H21ClN2O 1-ethyl-3-(6-hydroxyhexyl)-1H-imidazolium chloride
4 C13H25ClN2O 1-butyl-3-(6-hydroxyhexyl)-1H-imidazolium chloride
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
  • Surface tension liquid-gas, N/m ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Pendant drop shape
  • 6
  • POMD
  • 1
  • Viscosity, Pa*s ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • CONCYL:UFactor:3
  • 13
  • POMD
  • 1
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 9
  • POMD
  • 1
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 11
  • POMD
  • 2
  • Surface tension liquid-gas, N/m ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Pendant drop shape
  • 6
  • POMD
  • 2
  • Viscosity, Pa*s ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • CONCYL:UFactor:3
  • 13
  • POMD
  • 2
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 9
  • POMD
  • 2
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 11
  • POMD
  • 3
  • Surface tension liquid-gas, N/m ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Pendant drop shape
  • 6
  • POMD
  • 3
  • Viscosity, Pa*s ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • CONCYL:UFactor:3
  • 13
  • POMD
  • 3
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 9
  • POMD
  • 3
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 11
  • POMD
  • 4
  • Surface tension liquid-gas, N/m ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Pendant drop shape
  • 6
  • POMD
  • 4
  • Viscosity, Pa*s ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • CONCYL:UFactor:3
  • 13
  • POMD
  • 4
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 9
  • POMD
  • 4
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 11