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

Synthesis, Characterization, and Thermophysical Properties of 1,8-Diazobicyclo[5.4.0]undec-7-ene Based Thiocyanate Ionic Liquids

Lethesh, K. C.[Kallidanthiyil Chellappan], Shah, S. N.[Syed Nasir], Mutalib, M. I. A.
J. Chem. Eng. Data 2014, 59, 6, 1788-1795
ABSTRACT
In this work, synthesis of 12 ionic liquids based on 1,8-diazobicyclo[5.4.0]undec-7-ene (DBU) cation with anions such as chloride, bromide, and thiocyanate were performed. The new ionic liquids were characterized using nuclear magnetic resonance spectroscopy and elemental analysis. The effect of alkyl spacer length on the physicochemical properties of DBU based ionic liquids was studied by attaching ethyl, butyl, hexyl, octyl, decyl, and tetradecyl groups to the DBU cation. The effects of temperature on the density and viscosity over a temperature range from 293.15 K to 373.15 K were recorded at atmospheric pressure. From the experimental density values, the thermal expansion coefficient values were calculated. The surface tension of the neat ionic liquids was measured at seven different temperatures (293.15 K, 303.15 K, 313.15 K, 323.15 K, 333.15 K, 343.15 K, and 353.15 K). The surface entropy and surface enthalpy were calculated from the experimental surface tension value at 303.15 K. The thermal behavior of these ionic liquids was studied using thermogravimetric analysis and differential scanning calorimetry.
Compounds
# Formula Name
1 C16H29N3S 1-hexyl-2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepinium thiocyanate
2 C18H33N3S 1-octyl-2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepinium thiocyanate
3 C20H37N3S 1-decyl-2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepinium thiocyanate
4 C11H21BrN2 1-ethyl-2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepinium bromide
5 C13H25BrN2 1-butyl-2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepinium bromide
6 C15H29ClN2 1-hexyl-2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepinium chloride
7 C17H33ClN2 1-octyl-2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepinium chloride
8 C12H21N3S 1-ethyl-2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepinium thiocyanate
9 C14H25N3S 1-butyl-2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepinium thiocyanate
10 C24H45N3S 1-tetradecyl-2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepinium thiocyanate
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
  • Viscosity, Pa*s ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • CONCYL:UFactor:4
  • 9
  • POMD
  • 1
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • VIBTUB:UFactor:32
  • 9
  • POMD
  • 1
  • Surface tension liquid-gas, N/m ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Pendant drop shape
  • 7
  • POMD
  • 2
  • Viscosity, Pa*s ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • CONCYL:UFactor:4
  • 9
  • POMD
  • 2
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • VIBTUB:UFactor:32
  • 9
  • POMD
  • 2
  • Surface tension liquid-gas, N/m ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Pendant drop shape
  • 7
  • POMD
  • 3
  • Viscosity, Pa*s ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • CONCYL:UFactor:4
  • 9
  • POMD
  • 3
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • VIBTUB:UFactor:32
  • 9
  • POMD
  • 3
  • Surface tension liquid-gas, N/m ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Pendant drop shape
  • 7
  • POMD
  • 4
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 5
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 6
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 7
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 8
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 9
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 10
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1