42474-90-8

Usage

Uses

Used in Cleaning and Detergent Industry:
N,N-Bis(2-Hydroxyethyl)-N-methylhexadecan-1-aminium bromide is used as a surfactant for its capacity to lower the surface tension of water, which aids in the formation of emulsions and enhances the cleaning action of detergents. This makes it a valuable component in various cleaning products, including household and industrial cleaners.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, N,N-Bis(2-Hydroxyethyl)-N-methylhexadecan-1-aminium bromide is used as an antiseptic agent due to its antimicrobial properties. It helps in the formulation of disinfectants and antiseptic solutions that are applied topically or used in medical settings to prevent infection and promote healing.
Used in Cosmetics Industry:
N,N-Bis(2-Hydroxyethyl)-N-methylhexadecan-1-aminium bromide is used as a preservative and emulsifier in cosmetic products. Its surfactant properties help to stabilize formulations, while its antimicrobial action contributes to the preservation of the product, preventing the growth of harmful microorganisms.
Used in Textile Industry:
In the textile industry, N,N-Bis(2-Hydroxyethyl)-N-methylhexadecan-1-aminium bromide is used as a softening agent and antistatic treatment. Its surfactant properties allow it to soften fabrics and reduce static electricity, improving the feel and performance of textiles.
Used in Agricultural Industry:
N,N-Bis(2-Hydroxyethyl)-N-methylhexadecan-1-aminium bromide is used in the agricultural sector as a pesticide and a component in fertilizers. Its antimicrobial properties help control pests and diseases in crops, while its surfactant action can aid in the even distribution of nutrients.
Used in Water Treatment Industry:
In water treatment, N,N-Bis(2-Hydroxyethyl)-N-methylhexadecan-1-aminium bromide is used as a flocculant to help in the coagulation and sedimentation processes. Its ability to reduce surface tension aids in the aggregation of particles, making it easier to remove impurities from water.
Each application leverages the unique properties of N,N-Bis(2-Hydroxyethyl)-N-methylhexadecan-1-aminium bromide, such as its surfactant and antimicrobial capabilities, to fulfill specific needs across different industries.

Upstream product

• 105-59-9 N-Methyldiethanolamine 
• 112-82-3 hexadecanyl bromide 

Relevant academic research and scientific papers

Synthesis, Characterization and Antibacterial Properties of Dihydroxy Quaternary Ammonium Salts with Long Chain Alkyl Bromides

Five N-methyl-N-R-N,N-bis(2-hydroxyethyl) ammonium bromides (R = -benzyl (chloride, BNQAS), -dodecyl (C12QAS), -tetradecyl (C14QAS), -hexadecyl (C16QAS), -octadecyl (C18QAS)) were prepared based on N-methyldiethanolamine (MDEA) and halohydrocarbon. Five QAS were characterized by FTIR, NMR, and MS. BNQAS, C12QAS, C14QAS, and C16QAS were confirmed by X-ray single-crystal diffraction. Their antibacterial properties indicated good antibacterial abilities against E. coli, S. aureus, B. subtilis, especially C12QAS with the best antibacterial ability (100% to E. coli, 95.65% to S. aureus, and 91.41% to B. subtilis). In addition, C12QAS also displayed the best antifungal activities than BNQAS and C18QAS against Cytospora mandshurica, Botryosphaeria ribis, Physalospora piricola, and Glomerella cingulata with the ratio of full marks. The strategy provides a facile way to design and develop new types of antibacterial drugs for application in preventing the fruit rot, especially apple. Five dihydroxy quaternary ammonium salts (QAS) with long chain alkyl bromides were prepared, and their structures of four QAS were confirmed by X-ray single-crystal diffraction. Their antibacterial property and cytotoxicity were evaluated.

Critical micellar concentrations of quaternary ammonium surfactants with hydroxyethyl substituents on headgroups determined by isothermal titration calorimetry

The micelle formations in aqueous solutions of a set of quaternary ammonium surfactants, N-alkyl-N-2-hydroxyethyl-N,N-dimethyl ammonium bromide (C nHDAB, n = 12, 14, and 16), N-alkyl-N,N-2-dihydroxyethyl-N-methyl ammonium bromide (CnDHAB, n = 12, 14, and 16), along with N-dodecyl-N,N,N-trimethyl ammonium bromide (DTAB), and N-cetyl-N,N,N-trimethyl ammonium bromide (CTAB), were investigated by the isothermal titration calorimetry (ITC). The critical micellar concentrations (CMCs) and the enthalpies of micellization at six different temperatures were determined. The entropies and Gibbs free energies of micellization were then calculated by using the pseudophase separation model. The effects on the thermodynamic data of the temperature, the length of the alkane chain, and the number of hydroxyethyl substituents on the surfactant headgroup were discussed. The CMC value of each surfactant increases slightly with the temperature increase. At a given temperature, both the increases of the length of the alkane chain and the number of hydroxyethyl substituents lead to the decreases of the CMC values.

Role of surface potential in the catalytic action of micelles of cationic surfactants with a hydroxyalkyl fragment in the head group

The surface potential in aqueous micellar solutions of a series of cetyltrialkylammonium bromides containing a hydroxyalkyl fragment in the head group was determined with a spectral probe (p-nitrophenol). It was found that the catalytic effect exerted by these surfactants in solution on the base hydrolysis of carboxylic acid esters is determined by two factors. First, the charged nucleophile is concentrated at the micelle surface. Second, hydrogen bonding of the substrate with the hydroxyalkyl substituents results in its activation.

Head-group size or hydrophilicity of surfactants: The major regulator of lipase activity in cationic water-in-oil microemulsions

To determine the crucial role of surfactant head-group size in micellar enzymology, the activity of Chromobacterium Viscosum (CV) lipase was estimated in cationic water-in-oil (w/o) microemulsions of three different series of surfactants with varied fiead-group size and hydrophilicity. The different series were prepared by subsequent replacement of three methyl groups of cetyltrimethylammonium bromide (CTAB) with hydroxyethyl (1-3, series I), methoxyethyl (4-6, series II), and n-propyl (7-9, series III) groups. The hydrophilicity at the polar head was gradually reduced from series I to series III. Interestingly, the lipase activity was found to be marked-ly higher for series II surfactants relative to their more hydrophilic analogues in series I. Moreover, the activity remained almost comparable for complementary analogues of both series I and III, though the hydrophilicity was drastically different. Noticeably, the head-group area per surfactant is almost similar for comparable surfactants of both series I and III, but distinctly higher in case of series II surfactants. Thus the lipase activity was largely regulated by the surfactant head-group size, which plays the dominant role over the hydrophilicity. The increase in head-group size presumably allows the enzyme to attain a flexible conformation as well as increase in the local concentration of enzyme and substrate, leading to the higher efficiency of lipase. The lipase showed its best activity in the microemulsion of 6 probably because of its highest head-group size. Furthermore, the observed activity in 6 is 2-3-fold and 8-fold higher than sodium bis(2-ethyl-1-hexyl)sulfosuccinate (AOT) and CTAB-based microemulsions, respectively, and in fact highest ever in any w/o microemulsions.

Novel ammonium dichloroacetates with enhanced herbicidal activity for weed control

Dichloroacetic acid (DCA) exhibits great potential as an herbicide (nontoxic, easily biodegradable), but its application in agriculture has scarcely been investigated. Since DCA readily undergoes photolysis when exposed to natural light or UV irradiation, there is a large activity loss in controlling weeds. To improve the activity of DCA, we proposed the transformation of DCA into an ionic salt form by using an herbicidal ionic liquids (HILs) strategy. Herein, fifteen novel ammonium dichloroacetates were designed and achieved for the first time. When compared to the anionic precursor DCA, three salts with longer alkyl chains ranging from dodecyl to hexadecyl chains were found to enhance not only the post emergence herbicidal activity but also the rates of activity against some broadleaf weeds under greenhouse conditions. The enhancement was due to the synergistic effect of structural factors, such as the surface activity, solubility and stability arising from their ionic nature. In addition, IL 13 possesses a low phytotoxicity to cotton plants with a favorable selectivity index above 2. This study will be useful for the design of new, high-performance herbicidal formulations.

Reversible Switching of Amphiphilic Self-Assemblies of Ionic Liquids between Micelle and Vesicle by CO2

The creation of CO2-responsive materials that undergo structural transition between micelle and vesicle is of great importance from both theoretical and practical points of view. In this work, we have developed a series of CO2-responsive single-tailed amphiphilic ionic liquids (ILs) composed of N-alkyl-N-methyldiethanolamine cation [CnMDEA]+ (n = 8, 10, 12, 14, 16, 18) and 2-pyrrolidinone [2-Pyr]- anion. The aggregation behavior and self-assembly structures of the ILs in aqueous solution have been investigated by conductivity, surface tension, dynamic light scattering, cryogenic transmission electron microscopy, small-angle X-ray scattering, and nuclear magnetic resonance spectroscopy. For the first time, CO2 driven reversible switching of self-assembly between spherical micelle and unilamellar vesicle is found for [CnMDEA][2-Pyr] (n = 16, 18) in aqueous solutions at 20 °C and atmospheric pressure. It is shown that the mechanism behind the reversible micelle to vesicle transition involves the formation of carbamate anion from the reaction between [2-Pyr]- and CO2.

Synthesis, surface properties and biological activity of long chain ammonium herbicidal ionic liquids

Herbicidal ionic liquids exhibit many advantages compared to conventional chemical plant protection agents, which allow for a reduction of the herbicide dose per hectare and decrease of toxicity. Popular herbicides, such as 4-chloro-2-methylphenoxyacetic

Micellar Catalysis of Organic Reactions. 27. Micellar Bound Meisenheimer Complexes

Reactions of nitro activated aryl halides with base in the presence of dihydroxy micelles of cetyl(2,3-dihydroxypropyl)dimethylammonium bromide (CDHPDAB) give rise to spiro Meisenheimer complexes that are covalently bound to the micelles.From the large fluorine/chlorine rate ratios observed for these reactions, we conclude that the initial attack on the aryl halide by the micellar hydroxyl group is the rate-determining step for the formation of the Meisenheimer complex.For the subsequent decomposition of the complex the rate of reaction is dependent on hydroxide concentration if the complex contains only one ortho substituent.This indicates that the breakdown of the aryl micellar ether formed in the first step of the decomposition is the rate-determining step.However, for complexes containing two ortho substituents, the rate of decomposition is almost independent of the hydroxide concentration, indicating for these complexes that the rate-determining step is the initial unimolecular breakdown of the Meisenheimer complex to form the micellar ether.It is proposed that this change is caused by the built-in solvation effect of Bunnett et al. in which the positive charge on the side chain of the complex is stabilized by an electrostatic interaction with either the negatively charged carboxylate group or the dipolar nitro group.

Dichloroacetic acid dihydroxy quaternary ammonium salt weed killer, and preparation method and application thereof

The invention discloses a dichloroacetic acid dihydroxy quaternary ammonium salt weed killer, and a preparation method and application thereof. A structural general formula of the dichloroacetic aciddihydroxy quaternary ammonium salt weed killer is shown as follows (please see the specifications for the formula), wherein R is selected from C6-C18 saturated straight-chain alkyl, a compound is prepared through two-step reaction of ion exchange and acid-base neutralization, the preparation method is simple, the yield and purity are high, and scale production is easy. The compound has excellent post-emergence stem leaf treatment activity, broadleaf weeds can be selectively prevented and removed, and the dichloroacetic acid dihydroxy quaternary ammonium salt weed killer is suitable for servingas a weed killer used for preventing and treating the broadleaf weeds in plant crops.

The role of hydroxyethyl groups in the construction of wormlike micelles in the system of quaternary ammonium surfactant and sodium salicylate

To understand the role of electrostatic interactions and hydrogen bonds in the formation of wormlike micelles with the aid of sodium salicylate, two quaternary ammonium surfactants with the headgroup decorated by one hydroxyethyl group N-cetyl-N-(2-hydroxyethyl)dimethylammonium bromide and two hydroxyethyl groups N-cetyl-N,N-di(2-hydroxyethyl)methylammonium bromide, abbreviated as CHEMAB and CDHAB, respectively, were synthesized in this work. Single crystal X-ray diffraction was used to study the intermolecular interactions of surfactants, and 1H NMR and rheological measurements were employed to investigate the molecular arrangement and morphology of the wormlike micelles. The synergistic interactions of hydrogen bonding and more effective shielding of electrostatic repulsion contribute to the formation and viscoelastic behavior of wormlike micelles. The results also revealed the aggregation behavior of surfactants with hydroxyethyl headgroups in aqueous solutions.