7651-02-7Relevant academic research and scientific papers
The surface properties of amine oxides with a fluoroether chain
Chen, Qing-Yun,Dai, Longhao,Guo, Yong,Huang, Meiwei,Shen, Qing,Su, Qin,Su, Zhaoben,Wu, Chengying,Zhao, Zhi-Gang
, (2021/06/12)
Persistent organic pollutants (POPs) includes long-chained fluorosurfactants, for instance, perfluorooctanonate (PFOA) and perfluorooctanesulfonate (PFOS). In order to find out alternative fluorosurfactants, we synthesized eight amine oxides with a fluoroether chain. Their surface properties were evaluated and compared with perfluoroalkyl and hydrocarbon analogues. The surface tensions at critical micelle concentration (γcmc) for the eight amine oxides with a fluoroether chain were at a range from 15.5 to 23.0 mN/m, and γcmc of four fluoroether amine oxides were below 17 mN/m comparable to perfluorooctyl analogues (16.4 mN/m) and much lower than perfluorohexyl (20.5 mN/m) and hydrocarbon analogues (24.2 and 24.7 mN/m). The critical micelle concentration (cmc) for the eight amine oxides with a fluoroether chain were 3 to 535 × 10?4 mol/L. The cmc of four fluoroether amine oxides were 3 to 21 × 10?4 mol/L (0.2 to 1.0 g/L) comparable to perfluorooctyl (0.4 g/L) and hydrocarbon analogues (4 and 10 × 10?4 mol/L) and much lower than perfluorohexyl analogue (36.9 g/L). The surface excesses, the limiting molecule areas and the free energies of micellization of amine oxides were calculated. Fluoroether surfactants are promising alternatives for PFOA and PFOS.
Synthesis, Characterization, and Viscosification of Amidosulfobutaine and Zwitterionic Gemini Surfactants
Mansha, Muhammad,Ullah, Nisar,Kalgaonkar, Rajendra A.,Baqader, Nour
, p. 697 - 706 (2020/12/01)
The viscoelastic surfactants (VES)-based acid diverters are frequently used to divert acid flow from high-permeability layers into low-permeability for enhanced overall productivity of the treated well. In general, an optimum VES-based system possesses advantages of decrease in absorption loss, damage of reservoir, and improved adaptability of active agents to high salinity. Herein, we report the synthesis of three new zwitterionic gemini surfactants (1–3) and previously known amidosulfobutaine (C18AMP3SB) has been accomplished for the investigation of diverting acid performance. The synthesis of these surfactants was achieved by the amidation of the acid chlorides of commercially available fatty acids with 3-(dimethylamino)-1-propylamine followed by subsequent reactions with appropriate sultone or ethyl 4-bromobutanoate. The synthesized surfactants were well characterized by spectroscopic methods including IR and NMR spectroscopy. The thermogravimetric analysis (TGA) results suggested that surfactants (1–3) and C18AMP3SB possess excellent thermal stability, with no appreciable loss of mass up to 300°C. The viscosity measurements of the neat surfactants (1–3) and C18AMP3SB were performed under various temperatures, in the presence of different concentration of calcium chloride salt with the aid shear viscosimetry. The analysis revealed that the viscosity of neat C18AMP3SB increases with increase in concentration of CaCl2. With 10% CaCl2 solution, the viscosity was increased from 7.5 to 33.55 cPs, whereas in 20% CaCl2 the viscosity reached to 102 cPs with rise in temperature from ambient to 90°C. Moreover, the viscosity of neat surfactants (1–3) did not exhibit any appreciable viscosity change under the experimental conditions. However, the mixture of surfactants (1–3) each in combination with C18AMP3SB (1:1) displayed significant upsurge in the viscosity, up to more than 10 folds.
CATIONIC LATEX EMULSION INCLUDING DIQUATERNARY AMMONIUM SURFACTANT
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Paragraph 00096; 00099, (2021/08/13)
Various aspects of the present invention relate to cationic latex emulsions, methods of making the same, various materials including the cationic latex emulsion such as asphalt emulsions, and methods of making the asphalt emulsions. A cationic latex emulsion includes latex particles. The cationic latex emulsion includes an aqueous liquid emulsified with the latex particles. The cationic latex emulsion also includes a cationic surfactant that is a diquaternary ammonium surfactant.
METHOD FOR PREPARING A FATTY AMIDOALKYLDIALKYLAMINE
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Page/Page column 9-10, (2021/12/08)
The present invent ion concerns a method for preparing a fatty amidoalkyldialkylamine by reacting a fatty acid with a dialkylaminoalkylamine, using a molar ratio of said dialkylaminoalkylamine to said fatty acid of more than 1 and up to 1.5, in the presence of Candida antarctica lipase as catalyst.
Design, synthesis, antibacterial activity and toxicity of novel quaternary ammonium compounds based on pyridoxine and fatty acids
Agafonova, Mariya N.,Chirkova, Milana N.,Druk, Anastasia Y.,Grishaev, Denis Y.,Kayumov, Airat R.,Kazakova, Renata R.,Krylova, Elena S.,Nikishova, Tatyana V.,Nikitina, Elena V.,Sabirova, Alina E.,Sapozhnikov, Sergey V.,Shtyrlin, Nikita V.,Shtyrlin, Yurii G.
, (2021/01/06)
A diverse series of 43 novel “soft antimicrobials” based on quaternary ammonium pyridoxine derivatives which include six-membered acetals and ketals of pyridoxine bound via cleavable linker moieties (amide, ester) with a fragment of fatty carboxylic acid was designed. Nine compounds exhibited in vitro promising antibacterial activity against Gram-positive and Gram-negative bacterial strains with MIC values comparable with reference antiseptics miramistin, benzalkonium chloride and chlorohexidine. On various clinical isolates, the lead compounds 6i and 12a exhibited antibacterial activity comparable with that of benzalkonium chloride while higher than that of miramistin. Moreover, 6i and 12a were able to kill bacteria embedded into the matrix of mono- and dual species biofilms. The treatment of bacterial cells by either 6i and 12a lead to fast depolarization of the membrane suggesting that the membrane is an apparent molecular target of compounds. 6i and 12a were non mutagenic neither in SOS-chromotest nor in Ames test and non-toxic in vivo at acute oral (LD50 > 2000 mg/kg) and cutaneous administration (LD50 > 2500 mg/kg) on mice. Taken together, our data allow suggesting described active compounds as promising starting point for the new antibacterial agents development.
A high yield method for the direct amidation of long-chain fatty acids
Wang, Man-Yu,Gang, Hong-Ze,Zhou, Lei,Liu, Jin-Feng,Mu, Bo-Zhong,Yang, Shi-Zhong
, p. 99 - 108 (2019/12/12)
The amidation of long-chain fatty acids is the key step for preparing surfactants with excellent interfacial activity. Gas chromatography–mass spectrometry was employed to detect the reactants and products in the direct amidation reactions. The conversion and the concentration of the amides in the reaction process were also investigated to determine the best catalyst, the reaction rate constants, and activation energy. It was identified that the amidation reaction of the long-chain phenyl fatty acid was a zero-order reaction and 3,4,5-trifluorophenylboronic acid was the most effective catalyst by which the activation energy reduced to 55.79 kJ/mol from 95.44 kJ/mol. The method can be applied to other long-chain fatty acids, saturated or unsatureated. The turning-over-temperature was 156°C, over which high yields can be achieved without any catalyst. These provide a reference for the preparation of long-chain fatty acid amides.
Method for preparing fatty acid amide dimethyl tertiary amine compounds from solid superbase
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Paragraph 0015-0016, (2018/03/01)
The invention discloses a method for preparing fatty acid amide dimethyl tertiary amine compounds from solid superbase, and belongs to the field of organic chemical synthesis. According to the method,one or several kinds of fatty acids and N,N-dimethylamino compounds are used as raw materials; solid superbase with the advantages of high catalysis activity, cyclic use and environment-friendly effect is used as a catalyst for preparing the fatty acid amide dimethyl tertiary amine compounds. The method has the advantages that the operation is simple and convenient; the post treatment is simple;the reaction conditions are mild; the yield is high; the method belongs to a green novel method for synthesizing the fatty acid amide dimethyl tertiary amine compounds.
HAIR TREATMENT AGENT
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Paragraph 0093, (2017/05/03)
PROBLEM TO BE SOLVED: To provide a hair treatment agent that can impart, even to damaged hair, excellent finger's running through properties, smoothness, and a coat feeling, both under wetness and after dryness. SOLUTION: A hair treatment agent comprises a compound or salt thereof. The compound has 1 or more and 5 or less amino group in a molecule, the amino group binds to a predetermined quaternary ammonium cation-containing group, the total of the number of the amino group(s) in the molecule and the number of the quaternary ammonium cation(s) are 2 or more and 10 or less, and the number of carbon in the molecule excluding carbon included in the quaternary ammonium cation-containing group is 0 or more and 24 or less. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPO&INPIT
A method for reducing betaine free acid in the process method of the (by machine translation)
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Paragraph 0033; 0034; 0035, (2017/11/08)
This invention discloses a method for reducing free acid betaine in the process, firstly on the fatty acid with a batch of reaction distilled N, N - dimethyl - 1, 3 - propanediamines waste liquid reaction, then in the system by adding pure N, N - dimethyl - 1, 3 - propylene diamine reaction, to obtain the intermediate alkyl amide propyl dimethylamine, then the alkyl amide propyl dimethylamine and chloroethyl acid reaction, to prepare amide propyl betaine, reduces the betaine in the free acid. Compared with the prior art, the present invention through improved technology, the repeated use of reflux, the raw material is improved N, N - dimethyl - 1, 3 - propanediamines utilization rate, through the added raw materials under high temperature conditions N, N - dimethyl - 1, 3 - propylene diamine, reflux circulating reflux use, not only promote the condensation reaction degree, reduce the consumption of the raw materials, so that the content of free acid in the product is reduced, improving the product quality, and reduce environmental pollution, and improves the economic problem of cost-effectiveness, favorable to commercial production. (by machine translation)
Preparation and hydrophobizing properties of carboxylic acid N-[3-(dimethylamino)propyl]amide hydrochlorides
Vlasova,Latypova,Akhmet’yanova,Gibadullina,Ratner,Telin,Dokichev
, p. 1102 - 1106 (2017/11/22)
Carboxylic acid N-[3-(dimethylamino)propyl]amides were prepared in 90–95% yield by the reaction of carboxylic acid esters with N,N-dimethyl-1,3-diaminopropane in the presence of zeolites as catalysts. Hydrochlorides of these amides show promise as cationic surfactants for hydrophobization of the bottomhole formation zone of oil fields.
