1541-67-9Relevant academic research and scientific papers
Synthesis and Properties of Quaternary Ammonium Gemini Surfactants with Hydroxyethyl at Head Groups
Sun, Ya,Han, Fu,Zhou, Yawen,Xu, Baocai
, p. 675 - 681 (2019)
A series of cationic gemini surfactants CmH2m + 1N+(CH2CH2OH)2?(CH2)s?N+(CH2CH2OH)2CmH2m + 1 2Br?, referred to as m-s-m (OH) (m = 8,10,12, s = 3,4), were prepared by quaternization of dihydroxyethyl tertiary amines with dibromoalkane. The dihydroxyethyl tertiary amines were synthesized by nucleophilic substitution of diethanolamine with bromoalkane. The characterization of the m-s-m (OH) surfactants was performed using 1H NMR and MS. The surface activities and aggregation behavior in aqueous solution of the m-s-m (OH) surfactants were studied using surface tension measurements, dynamic light scattering (DLS), and transmission electron microscopy (TEM). The surface tension and critical micellar concentration of these surfactants in aqueous solution decreased dramatically due to the introduction of hydroxyethyl at the head group. The micelles and/or vesicles formed in the aqueous solution of m-s-m (OH) surfactants were strongly dependent upon the lengths of spacer chains and carbon chains. The number of vesicles increases and that of micelles decreases when the lengths of spacer chains and carbon chains increase.
Ionic liquid crystals with novel thermal properties formed by the gemini surfactants containing four hydroxyl groups
Lei, Lan,Feng, Lin,Song, Binglei,Zhai, Zhaolan,Shang, Shibin,Song, Zhanqian
, p. 99361 - 99366 (2016)
Modification of the molecular structures of surfactants is a feasible way to construct ionic liquid crystals (ILCs) with novel properties. Five quaternary ammonium gemini surfactants with different spacers, whose head groups were substituted by four hydroxyethyl groups, abbreviated as 12(2OH)-s-12-(2OH) (s = 3, 4, 5, 6, 8), were prepared. The mesomorphic behaviors of these gemini surfactants were investigated by polarized optical microscopy (POM), differential scanning calorimetry (DSC), X-ray diffraction (XRD) and temperature-dependent FT-IR spectroscopy. These surfactants form smectic A (SmA) phases, the region of which is dependent on the spacer length. The presence of suitable spacer length and multiple hydroxyl groups is helpful in stabilizing the mesophases. Noticeably, because of synergistic effect of the spacer and the hydroxyl groups, the phase enthalpy change of SmA to crystal transitions can be slowly released below the phase transition temperature. This interesting discovery, which has never been reported in ILC systems formed by small molecular weight surfactants, could pave the way for special applications of ILCs in the area of sustained-release materials of heat and could widen the application of ionic liquid crystals.
COMPOUNDS, COMPOSITONS AND METHODS RELATED TO ANTIMICROBIAL APPLICATIONS
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Page/Page column 95; 96-97, (2018/03/25)
The present disclosure is in the field of polymers and pharmaceuticals/antimicrobials. The disclosure provides compounds based on SNAP (synthetic novel antimicrobial polymer) technology, compositions and methods of managing microbial infections including surgical site infections (SSIs). The present compounds are used as a management/therapeutic strategy to target microbial infections and have advantages including excellent antimicrobial potency, biofilm disruption ability, broad spectrum activity against various organisms covering both gram negative and gram positive bacteria as well as fungal pathogens, and low toxicity profile to ensure a healthy therapeutic window for use in humans.
Alkynyl quaternary ammonium salt multifunctional surfactants and preparation method thereof
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Paragraph 0057-0063, (2017/05/02)
The invention discloses a series of alkynyl quaternary ammonium salt multifunctional surfactants and a preparation method thereof. A structural formula of quaternary ammonium salt is shown in the description, wherein R represents a C4-C22 linear, branched or cycloalkyl, aryl or alkenyl group. The preparation method comprises the following steps: (1) carrying out alkylation on ethanol amine under alkaline and acetonitrile reflux conditions by virtue of bromo-hydrocarbon; and (2) carrying out further alkylation on tertiary amine under an ethanol reflux condition by virtue of propargyl bromide, so as to obtain alkynyl quaternary ammonium salt, namely reddish brown semitransparent viscous liquid or solid. The alkynyl quaternary ammonium salt multifunctional surfactants have very high surface activity, good corrosion resistance and excellent viscoelasticity, the preparation method is simple and feasible, the raw material cost is low, the operation is easy, the yield is high, and the surfactants are environmentally friendly.
A cation containing plural hydroxyl groups, of Gemini surfactant method for preparing ionic liquid crystal and (by machine translation)
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Paragraph 0006; 0012, (2016/10/07)
The invention relates to a method for preparing ionic liquid crystal cationic Gemini surfactant, its structural formula is as follows: The surface active agent is characterized in that in its molecular structure containing 5 hydroxy, the surface active agent can be in the 110 °C the above forming ion liquid crystal. The shape of the liquid crystal of the smectic A (SmA) phase. The presence of the hydroxyl groups can weaken the active agent ions and the counterion between the surface of the electrostatic interaction, is conducive to the formation of the liquid crystalline phase. Ion liquid crystal combines the characteristics of ionic liquid and of the liquid crystal, as well as the ion conductive material, such as organic reaction medium with superior performance. The invention is beneficial to promote the surface active agent in the preparation of ion liquid crystal application. (by machine translation)
Preparation method of polymerizable organic amine cation shale hydration inhibitor
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Paragraph 0033; 0035; 0036, (2016/11/24)
The invention discloses a preparation method of a polymerizable organic amine cation shale hydration inhibitor. The polymerizable organic amine cation shale hydration inhibitor is dodecyl-dihydroxyethyl allyl ammonium bromide. The synthetic route of the polymerizable organic amine cation shale hydration inhibitor includes the steps that bromododecane and diethanolamine are reacted to obtain a tertiary amine intermediate dodecyl diethanolamine, and the tertiary amine intermediate dodecyl diethanolamine and bromopropylene are reacted to obtain the target product. The inhibitor is good in thermal stability and good in inhibitory effect in fresh-water-based slurry, is soluble in water and capable of being directly applied to water-based drilling fluid, and can be polymerized with other unsaturated compounds as organic synthesis monomers to generate water-soluble cationic polymers; besides, preparation raw materials are cheap and easy to obtain, reaction conditions are mild, hydration and dispersion of shale can be effectively prevented, control is easy, and the preparation method can be applied to large-scale industrial production.
Synthesis and antileishmanial activity of lipidic amino alcohols
Coimbra, Elaine S.,De Almeida, Mauro V.,Junior, Celso O. R.,Taveira, Aline F.,Da Costa, Cristiane F.,De Almeida, Ana C.,Reis, Elaine F. C.,Da Silva, Adilson D.
scheme or table, p. 233 - 235 (2010/12/20)
In this work, a number of lipidic amino alcohols wereas synthesized and evaluated in vitro on cultures of Leishmania amazonensis and Leishmania chagasi. Nine amino alcohols showed inhibition of L. chagasi growth, and seven of them showed inhibition of L. amazonensis with IC50 below 10 μm. Compound 11f was more active than the reference drug amphotericin B against L. chagasi promastigote forms.
A new one-pot, four-component synthesis of 1,2-amino alcohols: TiCl 3/t-BuOOH-mediated radical hydroxymethylation of imines
Clerici, Angelo,Ghilardi, Alessandra,Pastori, Nadia,Punta, Carlo,Porta, Ombretta
supporting information; experimental part, p. 5063 - 5066 (2009/05/31)
(Chemical Equation Presented) An amine, an aldehyde, and methanol can be readily assembled in one pot under very mild conditions through a free-radical multicomponent reaction by using an aqueous acidic TiCl3/t-BuOOH system to afford 1,2-amino alcohols in fair to excellent yields.
Enantioselective hydrolysis of long chain α-amino acid esters by chiral sulfur-containing macrocyclic metallomicelles
You, Jingsong,Yu, Xiaoqi,Li, Xingshu,Yan, Qianshun,Xie, Rugang
, p. 1197 - 1203 (2007/10/03)
A novel chiral lipophilic sulfur-containing macrocyclic ligand 5 with bis-pendant alcohols in the proximity of the coordination center has been synthesized. Its metal ion complexes have been investigated as catalysts for the enantioselective hydrolysis of long chain α-amino acid esters in aqueous comicellar solution with Brij35. Large rate accelerations (up to 220 times) and moderate enantioselectivities (up to 4.85 (k(S)/k(R))) employing the macrocyclic 5-Cu2+ have been observed, whereas the acyclic 3-Cu2+ exhibits less reactivity and stereoselectivity. Taking the analogous ligand 4, lacking the hydroxy groups leads to a dramatic rate decrease, and an inversion of enantioselectivity is observed. The pKa value of the hydroxyl bound to Cu2+ is determined to be pKa=7.2 under our micellar reaction conditions.
Low pressure derived mixed phosphorous- and sulfur-containing reaction products useful in power transmitting compositions and process for preparing the same
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, (2008/06/13)
A phosphorous- and sulfur-containing additive and its use to impart anti-wear and/or antioxidant properties to oleaginous compositions such as fuels and lubricating oils, particularly power transmission compositions, such as automatic transmission fluids, is disclosed. The additive comprises a mixture of products formed by simultaneously reacting (1) a beta-hydroxy thioether, such as thiobisethanol, and (2) a phosphorous-containing reactant, such as tributyl phosphite. The reaction is carried out under reduced pressure conditions (e.g., -40 KPa to -100 KPa) to limit the amount of thioether species in said additive to less than about 45 mole %.
