68796-78-1Relevant articles and documents
Synthesis, characterization and conductivity of quaternary nitrogen surfactants modified by the addition of a hydroxymethyl substructure on the head group
Jordan, Deborah,Tan, Eng,Hegh, Dylan
, p. 587 - 592 (2012)
Two novel series of hydroxymethyl group-appended quaternary nitrogen surfactants (QNSs) based on the aliphatic N-alkyl-trimethylammonium and aromatic N-alkylpyridinium head groups were synthesized from the appropriate nitrogen head group precursor and 1-bromoalkane. The QNSs were characterized using 1H and 13C nuclear magnetic resonance and infrared spectroscopy, and their purity confirmed using elemental analysis. The solution behavior of the QNSs was investigated by conductivity, assessing both the aggregation concentration as well as the amount of counter-ion dissociation. The results showed a general decrease in the aggregation concentration for the compounds with the hydroxymethyl addition, where the pyridinium compounds were more affected than the ammonium QNSs. In contrast, the extent of counter-ion dissociation (α) from the aggregate was slightly increased for the ammonium compounds but that of the pyridinium compounds was not generally affected by the structural modification.
Enthalpies of transfer of amino acids from water to aqueous cationic surfactants solutions at 298.15 K
Qiu, Xiaomei,Fang, Wenjun,Lei, Qunfang,Lin, Ruisen
, p. 942 - 945 (2008)
Enthalpies of solution of five amino acids, glycine, l-alanine, l-valine, l-serine, and l-threonine in aqueous solutions of three quarternary ammonium surfactants, [CnH2n+1(CH3)2NCH 2CH2OH]Br (n = 12, 14, 16), (n = 12, 14, 16), have been measured at 298.15 K with a microcalorimeter. Enthalpies of transfer of amino acids from water to aqueous surfactant solutions have been derived. It has been observed that, at relatively low concentrations of the surfactant solutions, amino acids are still in the water phase and mainly interact with the hydrophilic head groups of the surfactant molecules. With an increase of the concentration of the surfactant solutions, the microenvironment of amino acids changes, and the molecules might insert into the micelles and interact with the hydrophobic tail groups of the surfactant molecules. The results are discussed in terms of a delicate balance of hydrophobic and hydrophilic interactions and differences in the molecular structure of amino acids.
Carbamate-bearing surfactants: Micellization, solubilization, and biological activity
Mirgorodskaya, Alla B.,Kushnazarova, Rushana A.,Lukashenko, Svetlana S.,Voloshina, Alexandra D.,Lenina, Oxana A.,Zakharova, Lucia Ya.,Sinyashin, Oleg G.
, p. 203 - 210 (2018/08/21)
Herein novel cationic carbamate-bearing surfactants have been synthesized and characterized as effective building blocks for the development of polyfunctional nanosystems showing solubilizing, antimicrobial and membrane-tropic activity. For this purpose aggregation behavior of the surfactants has been evaluated, with the structure of head group and hydrophobicity varied. Their concentration and temperature ranges of micelle formation have been determined through tensiometry and conductometry: critical micelle concentration, Krafft point and adsorption parameters at the interface have been quantified. Solubilization of hydrophobic probes (Orange OT and pyrene) has been employed to determine aggregation numbers, evaluate solubilization capacity of micelles, and characterize micropolarity in the localization site of the probe. The value of LD50 of the carbamate-bearing surfactants has been determined (mice, intraperitoneal administration). It has been shown that the surfactants can be related to the class of moderately toxic compounds. Investigation of antimicrobial properties of carbamate-bearing surfactants has determined their significant antibacterial and antifungal activity against Staphylococcus aureus, Escherichia coli, Bacillus cereus, Trichophyton mentagrophytes, and Candida albicans.
