97006-97-8

Upstream product

• 544-63-8 n-tetradecanoic acid 
• 540-51-2 2-bromoethanol 

Downstream Products

• 108418-29-7 Dimethylbis<2-(myristoyloxy)ethyl>ammoniumbromid 
• 108418-26-4 <2-<4-(4-Hexylbenzoyl)benzoyloxy>ethyl><2-(myristoyloxy)ethyl>ammoniumbromid 

Relevant academic research and scientific papers

Synthesis, aggregation behavior and drug-binding interactions of fatty acid-imidazolium-based surface-active ionic liquids

The renewable fatty acid-based surface-active ionic liquids (SAILs) containing ethyl-substituted imidazolium head groups were prepared and structurally analyzed by Fourier transform infrared spectroscopy (FTIR), 1HNMR and 13CNMR spectroscopy. The products were named as; 3-ethyl-1-(2-dodecanoyl oxy) ethylimidazolium bromide [C12Eeim]Br, 3-ethyl-1-(2-tetradecanoyl oxy) ethylimidazolium bromide [C14Eeim]Br and 3-ethyl-1-(2-hexadecanoyl oxy) ethylimidazolium bromide [C16Eeim]Br. The critical micelle concentration (cmc) values of the three SAILs have been evaluated using conductivity measurements, probe-less UV–visible spectroscopy and fluorescence spectroscopy. The obtained cmc values were compared with the earlier reported non-functionalized SAILs such as [Cnmim]Br and [Cneim]Br where n = 12, 14, 16. The values were found to be 3–9 times lower mainly due to the presence of ester chain and also ethyl substituted imidazole ring. Thermodynamic parameters were evaluated by conductivity data at three different temperatures. Further, the aggregation behavior of SAILs with anesthetic drug, lidocaine hydrochloride (LC) has been studied using fluorescence. The fluorescence and UV–visible studies showed strong synergistic interactions operating between SAILs and drug molecules involving H bonding and cation-π interactions. The interactions grew stronger with the elongation of SAIL-chain length (12–16C). Dynamic light scattering (DLS) and transmission electron microscopy (TEM) measurements suggested the formation of vesicles in SAIL-LC mixtures. These studies may thus offer an effective candidate which would serve as vectors for drug molecules in terms of their enhanced solubilization, permeability and target-specific delivery.

Synthesis, micellization and cytotoxic studies of ester-functionalized imidazolium gemini surfactants

The fatty acid-based imidazolium gemini surfactants containing hydroxy-substituted spacers were synthesized and characterized by different spectral techniques. The micellization behavior of product compounds was studied by determining their critical micelle concentration (cmc) values from steady state fluorescence and conductivity measurements. The thermodynamic parameters of micellization of synthesized gemini surfactants confirmed that the micelle formation is a thermodynamically favorable, endothermic and an entropy driven phenomenon. The surfactants were further analyzed for their cytotoxic nature by treating them upon human embryonic kidney cell (HEK-293) line and were found to be significantly low cytotoxic. The interesting features like low cmc values, non-cytotoxic and eco-friendly nature of the gemini surfactants may offer new and more efficient substitutes to the conventional drug delivery systems. Thus the gemini surfactants may serve as promising candidates in the biomedical and pharmaceutical fields.

Synthesis method and application of degradable ionic liquid surfactant

The invention discloses a synthesis method and application of a degradable ionic liquid surfactant, and relates to the field of surfactant preparation and application. The invention aims to solve thetechnical problems of poor degradability and serious environmental pollution of the existing ionic liquid surfactant. The method comprises the following steps: carrying out esterification reaction onbromoethanol and straight-chain alkanoic acid to obtain a long-chain ester group, carrying out alkylation reaction on the long-chain ester group and 3-butylpyridine, adding amino acid sodium salt, andreplacing bromide ions through a semipermeable membrane to obtain the product. The degradable ionic liquid surfactant prepared by the invention has good surface activity, contains a lipid group in the structure, is easy to degrade, and has good broad-spectrum antibacterial activity. The degradable ionic liquid surfactant prepared by the invention is used as an antibacterial component and a surface active component to be applied to wash supplies.

Cationic imidazolium monomeric surfactants: Their synthesis and surface active properties

A series of long-chain ester-based water-soluble cationics have been synthesized by using renewable raw materials like fatty acids and halogenated alcohols. The surface activity of the molecules has been determined by measurement of their conductance and surface tension in aqueous solution. The dynamics of surface activity of these surfactants have also been investigated in the presence of sodium halides (NaCl and NaBr) by surface tension measurement. A series of useful parameters like critical micelle concentration (CMC), surface tension at the CMC (γCMC), adsorption efficiency (pC 20), effectiveness of surface tension reduction (ΠCMC), Gibbs free energy of the micellization (ΔG0mic) and Gibbs free energy of adsorption (ΔG0ads) have been determined from the measurements obtained by surface tension and conductivity methods. Further with the application of the Gibbs adsorption isotherm, maximum surface excess concentration (Γmax) and minimum surface area/molecule (A min) at the air-water interface were also estimated. Thermal stability of these long chain cationics have been measured by thermal gravimetric analysis under a nitrogen atmosphere. Analysis of thermal stability measurement indicated that the thermal stability of these long chain imidazoliums increases with an increase in chain length.

Gemini pyridinium surfactants: Synthesis and their surface active properties

New pyridinium Gemini surfactants have been synthesized by esterification of renewable fatty acids with halogenated alcohols furnishing respective esters (2-chloroethyl hexadecanoate, 2-chloroethyl tetradecanoate, 2-chloroethyl dodecanoate, 2-bromoethyl hexadecanoate, 2-bromoethyl tetradecanoate and 2-bromoethyl dodecanoate) followed by their subsequent treatment with 4,4′-trimethylenedipyridine resulting into the formation of title Gemini surfactants: (4,4′-(propane-1,3-diyl)bis(1-(2-(hexadecanoyl oxy) ethyl) dipyridinium chloride(7), (4,4′-(propane-1,3-diyl)bis(1-(2-(tetradecanoyl oxy) ethyl) dipyridinium chloride (8), 4,4′-(propane-1,3-diyl)bis(1-(2- (dodecanoyl oxy) ethyl) dipyridinium chloride (9), (4,4′-(propane-1,3- diyl)bis(1-(2-(hexadecanoyl oxy) ethyl) dipyridinium bromide (10), (4,4′-(propane-1,3-diyl)bis(1-(2-(tetradecanoyl oxy) ethyl) dipyridinium bromide (11), 4,4′-(propane-1,3-diyl)bis(1-(2-(dodecanoyl oxy) ethyl) dipyridinium bromide (12). Their identifications are based on IR, 1H-, 13C-NMR, DEPT, COSY and mass spectral studies. Their surface active properties are also evaluated on the basis of surface tension and conductivity measurements and thermal stability of these long chain cationics Gemini surfactants have been measured by thermal gravimetric analysis under nitrogen atmosphere.