Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Aggregation properties and toxicity of newly synthesized thiazolium based surfactants - Thermodynamic and computational study

Vranes, Milan, Petrovic, Lidija, Gadzuric, Slobodan, Cetojevic-Simin, Dragana, Ranitovic, Aleksandra, Cvetkovic, Dragoljub, Papovic, Snezana, Tot, Aleksandar, Panic, Jovana, Milinkovic, Jelena
J. Chem. Thermodyn. 2019, 131, 599-612
ABSTRACT
Two new thiazolium-based surfactants namely N-dodecylthiazolium bromide, [NddTz][Br] and N-dodecyl-4-methylthiazolium bromide, [4mNddTz][Br], were synthesized and investigated as new surface active and antimicrobial agents. Their thermal stability is determined by TG/DSC measurements, and the self-assembly behaviour in aqueous solutions systematically studied applying experimental and molecular dynamics (MD) approach. Obtained results of surface tension and electrical conductivity showed that both newly synthesized salts possess a similar surface activity in aqueous solutions compared to imidazolium-based surface active N-dodecyl-3-methylimidazolium bromide, [NddmIm][Br], ionic liquid. Also, thermodynamic parameters of micellization are calculated and compared with the results obtained by volumetric measurements. Antimicrobial activity of these salts is tested by microdilution method on Gram-positive and Gram-negative bacteria and yeasts. In vitro cytotoxicity study has been performed using human fetal lung fibroblasts (MRC-5) and colon adenocarcinoma (HT-29) cell line.
Compounds
# Formula Name
1 C15H28BrNS N-dodecylthiazolium bromide
2 C16H30BrNS N-dodecyl-4-methylthiazolium bromide
3 H2O water
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
  • 2
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 3
  • Surface tension liquid-gas, N/m ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Ring tensiometer
  • 1
  • POMD
  • 1
  • 3
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Molality, mol/kg - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 115
  • POMD
  • 1
  • 3
  • Electrical conductivity, S/m ; Liquid
  • Temperature, K; Liquid
  • Molality, mol/kg - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Direct current cell with electrodes
  • 80
  • POMD
  • 1
  • 3
  • Surface tension liquid-gas, N/m ; Liquid
  • Molality, mol/kg - 1; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Ring tensiometer
  • 16
  • POMD
  • 2
  • 3
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Molality, mol/kg - 2; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 75
  • POMD
  • 2
  • 3
  • Electrical conductivity, S/m ; Liquid
  • Temperature, K; Liquid
  • Molality, mol/kg - 2; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Direct current cell with electrodes
  • 50
  • POMD
  • 2
  • 3
  • Surface tension liquid-gas, N/m ; Liquid
  • Molality, mol/kg - 2; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Ring tensiometer
  • 11