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

Green Synthesis, Surface Activity, Micellar Aggregation, and Corrosion Inhibition Properties of New Gemini Quaternary Ammonium Surfactants

Liu, Hongqin, Zhou, Xiqin, Zhang, Xiaoxu, Shi, Guoying, Hu, Jun, Liu, Changyao, Xu, Baocai
J. Chem. Eng. Data 2018, 63, 5, 1304-1315
ABSTRACT
A new series of gemini quaternary ammonium surfactants containing amide groups with the formula CnH2n+1CONH(CH2)2N+(CH3)2(CH2)2 N+(CH3)2(CH2)2NHCOCnH2n+1*2CH3CO3- (n=11,13,15,17) have been synthesized by using green reagent -- dimethyl carbonate. The structures of these surfactants were confirmed by FT-IR, 1H-NMR, 13C-NMR and mass spectra. The surface activities and aggregation properties of them were investigated by surface tension, conductivity, steady-state fluorescence, dynamic light scattering and transmission electron microscope measurements. The results show that these synthesized gemini quaternary ammonium surfactants reduce the surface tension of water to a minimum value of 28.21 mN*m-1 at a concentration of 0.256 mmol*L-1 and self-assemble spontaneously into double layer aggregates which are mostly single-room vesicles and multilamellar vesicles. Furthermore, with increasing alkyl chain length, the critical micelle concentration (CMC) values and the degree of counterion binding () of them decrease; and the spontaneous tendency of vesicle formation and the micellar aggregation numbers (Nm) increase. They are also found to be effective corrosion inhibitors for A3 steel in acid solution.
Compounds
# Formula Name
1 C38H78N4O8 N1,N2-bis(2-dodecanamidoethyl)-N1,N1,N2,N2-tetramethylethane-1,2-diaminium methyl carbonate
2 C42H86N4O8 N1,N1,N2,N2-tetramethyl-N1,N2-bis(2-tetradecanamidoethyl)ethane-1,2-diaminium methyl carbonate
3 C46H94N4O8 N1,N1,N2,N2-tetramethyl-N1,N2-bis(2-palmitamidoethyl)ethane-1,2-diaminium methyl carbonate
4 C50H102N4O8 N1,N1,N2,N2-tetramethyl-N1,N2-bis(2-stearamidoethyl)ethane-1,2-diaminium methyl carbonate
5 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
  • 5
  • Surface tension liquid-gas, N/m ; Liquid
  • Molality, mol/kg - 1; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Wilhelmy plate
  • 11
  • POMD
  • 1
  • 5
  • Electrical conductivity, S/m ; Liquid
  • Molality, mol/kg - 1; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Alternating current cell with electrodes
  • 63
  • POMD
  • 2
  • 5
  • Surface tension liquid-gas, N/m ; Liquid
  • Molality, mol/kg - 2; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Wilhelmy plate
  • 10
  • POMD
  • 2
  • 5
  • Electrical conductivity, S/m ; Liquid
  • Molality, mol/kg - 2; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Alternating current cell with electrodes
  • 27
  • POMD
  • 3
  • 5
  • Surface tension liquid-gas, N/m ; Liquid
  • Molality, mol/kg - 3; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Wilhelmy plate
  • 9
  • POMD
  • 3
  • 5
  • Electrical conductivity, S/m ; Liquid
  • Molality, mol/kg - 3; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Alternating current cell with electrodes
  • 76
  • POMD
  • 4
  • 5
  • Surface tension liquid-gas, N/m ; Liquid
  • Molality, mol/kg - 4; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Wilhelmy plate
  • 11
  • POMD
  • 4
  • 5
  • Electrical conductivity, S/m ; Liquid
  • Molality, mol/kg - 4; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Alternating current cell with electrodes
  • 78