5436-93-1Relevant academic research and scientific papers
Potentiometric discrimination of organic amines by a liquid membrane electrode based on a lipophilic hexaester of calix[6]arene
Odashima, Kazunori,Yagi, Kenichi,Tohda, Koji,Umezawa, Yoshio
, p. 1074 - 1083 (1993)
A novel type of poly(vinyl chloride) matrix liquid membrane electrode that is capable of discriminating the steric shapes of nonpolar moieties of organic amines at neutral pH has been developed. A new lipophilic hexaester of calix[6]arene having a well-defined inclusion cavity for organic guests [37,38,39,-40,41,42-hexakis(decyloxycarbonylmethyloxy)calix[6]-arene] was synthesized and exploited as a sensory element. This electrode displayed the strongest potentiometric responses to the primary amines having no substituent adjacent to the amino group such as 1-octylamine, 2-phenylethylamine, and dopamine. An examination of potentiometric selectivities for different series of organic amines, as well as a 1H-NMR study on the geometry of the host-guest complexes, strongly supported a mode of potentiometric discrimination that depends on the availability of a stable inclusion complex involving the formation of tripodal hydrogen bonds between the NH3+ group of the guest and the C=O groups of the host. Such a mode of potentiometric discrimination based on the recognition of the steric shapes of nonpolar moieties was not attained by the electrodes based on dibenzo-18-crown-6 or potassium tetrakis-(p-chlorophenyl)borate having no inclusion cavity for organic guests; both of these electrodes showed a selectivity that reflects simple lipophilicity of the guests.
ANTIMICROBIAL COMPOUNDS AND USES THEREOF
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Paragraph 00146; 00149; 00152, (2021/10/11)
The present disclosure relates to compounds of Formula I, II, III or its stereoisomers, polymorphs, solvates, hydrates, intermediates, and pharmaceutically active derivatives thereof. The present disclosure relates to a process of preparing the compounds
Preparation method of tetra-ester gemini quaternary ammonium salt leather sterilization mildew inhibitor
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Paragraph 0016; 0028, (2021/07/31)
The invention discloses a preparation method of a tetra-ester gemini quaternary ammonium salt leather sterilization mildew inhibitor. The preparation method comprises the following steps: firstly, taking hydroxyl-terminated diol and chloroacetyl chloride as reactants, and synthesizing ester dichloride through nucleophilic substitution reaction; then carrying out nucleophilic substitution reaction on the ester group dichloride and diethylamine to synthesize ester group di-tert-amine; then using fatty alcohol and bromoacetyl bromide as reactants to synthesize bromoacetate through acylation reaction; and finally, carrying out quaternization reaction on the obtained bromoacetate and ester group di-tert-amine to obtain the tetra-ester gemini quaternary ammonium salt bactericidal mildew inhibitor, and respectively distributing ester groups on a spacer group and a hydrophobic chain of the gemini quaternary ammonium salt. The tetra-ester gemini quaternary ammonium salt leather sterilization mildew inhibitor prepared by the method has good antibacterial and mildew-proof performance, can be applied to the sterilization and mildew-proof field of leather, and has a good market application prospect.
Synthesis, Characterization, and Surface Activities of Polymeric Cationic Thiol Surfactants in Aqueous Medium
Zaky, Mohamed F.,Sabbah, Ibrahim A.,Hendawy, Mostafa E.,Abdel Hameed, Reda S.,Negm, Nabel A.
, p. 265 - 274 (2018/11/27)
A series of cationic polyurethane surfactants [PQ8-18] were synthesized by the reaction of alkyl bromoacetate (namely: octyl-, decyl-, dodecyl-, tetradecyl-, hexadecyl-, and octadecyl bromoacetate) as quaternizing agents and modified polyurethane contains tertiary amine species. Modified polyurethane was prepared by the reaction of toluene diisocyanate (TDI) and triethanol amine monomercaptoacetate. The chemical structures of the prepared surfactants were confirmed using elemental analysis, Fourier transform infrared spectroscopy (FTIR), and Proton nuclear magnetic resonance (1H NMR) spectroscopy. The molecular weight measurements of the prepared polymers showed that the segments of each polymer contain average 10 units of the urethane-triethanol amine mercaptoacetate. The surface activities of the prepared surfactants including: surface tension (γ), effectiveness (πcmc), concentration at micelle formation (CMC), efficiency (Pc20), maximum concentration at the interface (Γmax), and the average area occupied by each surfactant molecule at the interface at equilibrium (Amin) of surfactants solutions were established at 25°C. The surface tension and the critical micelle concentration values of the prepared surfactants were gradually decreased by the gradual increase of their alkyl chain length. The prepared cationic surfactants showed efficient activity as inhibitors for dissolution of carbon steel in an acidic medium and also as a biocide against the growth of bacteria, fungi, and yeast.
A reactive Gemini quaternary ammonium salt leather method for producing the same (by machine translation)
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Paragraph 0017, (2018/04/15)
The invention discloses a reactive Gemini quaternary ammonium salt leather method for producing the same, comprises three steps: 1st step is [...] and fatty alcohol esterification reaction generating [...] ester, 2nd step is anti-- 1, 4 - dichloro - 2 - butene and diethylamine the nucleophilic substitution reaction to produce trans - N, N, N', N' - four ethyl - 2 - butene - 1, 4 - diamine, the first two steps of 3rd step is obtained by reaction of the product of the quaternized reactive Gemini quaternary ammonium salt. The preparation process is easy to operate, high yield, low cost of raw materials, and the practicability is strong, and the 2nd step in the synthesis of diamine, as the Gemini quaternary ammonium salt for synthesizing new ideas and new method. The invention preparation of the molecular structure of the presence of the fungicide ester not only can enhance the sterilizing performance, and can be given to its good biodegradability. In addition, the structure of the active group in the presence of C=C, increases the chemical activity of the quaternary ammonium salt surfactant, make it can be further chemically bonded and the leather skin collagen in resin material, can be given to its permanent sterilization performance. (by machine translation)
Biocidal activity and corrosion inhibition of some cationic surfactants derived from thiol polyurethane
Zaky, Mohamed F.,Sabbah,Negm,Hendawy
, p. 45 - 60 (2018/06/18)
S IX series of cationic polyurethane surfactants [PQ10-20] were synthesized by the reaction between different six esters (which prepared by condensation of fatty alcohols namely: octanol, decanol, dodecanol, tetradecanol, hexadecanol and octadecanol with bromoacetic acid) and polyurethane as quaternizing agent. The chemical structures of these surfactants were confirmed using elemental analysis, FTIR spectra,+HNMR and UV analysis. The surface activities of the synthesized cationic thiol polyurethane surfactants showed their tendency towards adsorption at the air/water interface. The adsorption tendency was estimated from the values of surface tension and the depression of surface tension at the critical micelle concentration. The studied surfactants were evaluated as antimicrobial agents against pathogenic and sulfur reducing bacteria using inhibition zone diameters and minimum inhibition concentration values. The synthesized cationic thiol polyurethane surfactants showed good antimicrobial activities against the tested microorganisms including Gram positive, Gram negative as well as fungi. The synthesized compounds were tested for the activity as corrosion inhibitors against carbon steel corrosion in 2N H2SO4 at 50, 100, 200, 400 and 600 ppm. The inhibition efficiencies of the tested compounds showed good inhibition and protection of the carbon steel. The corrosion inhibition tendency correlated to the surface activity and chemical structure of the compounds.
Phase Transfer Catalysis with Quaternary Ammonium Type Gemini Surfactants: O-Alkylation of Isovanillin
Boz, Mesut,Ba?türk, Sedat Semih
, p. 663 - 671 (2016/07/06)
In this paper, O-alkylation of isovanillin with unusual phase transfer catalysts alkandiyl-α,ω-bis(dimethylalkylammonium bromide) dimeric surfactants (also known as gemini surfactants) is described. Some dimeric surfactants with simple hydrophobic alkyl chains and others with hydrophobic alkyl chains containing ester functionalities with different lengths were synthesized and characterized in our laboratory. The alkylation of isovanillin with alkyl halide was successively carried out in the presence of potassium carbonate and a phase transfer catalyst in tetrahydrofuran. The same reactions were also performed with both the traditional phase transfer catalyst tetrabutylammonium bromide and without any catalyst. The results were compared with those of dimeric surfactants. Consequently, it was expressed that alkandiyl-α,ω-bis(dimethylalkylammonium bromide) dimeric surfactants successively exhibit the character of phase transfer catalysts through environmentally friendly procedures under mild conditions. The most significant feature of this work is that dimeric surfactants have been determined to act as phase transfer agents.
Biodegradable, non-bactericidal oxygen-functionalised imidazolium esters: A step towards 'greener' ionic liquids
Morrissey, Saibh,Pegot, Bruce,Coleman, Deborah,Garcia, M. Teresa,Ferguson, Damien,Quilty, Brid,Gathergood, Nicholas
supporting information; experimental part, p. 475 - 483 (2010/04/22)
A series of imidazolium ionic liquids was prepared and screened against 7 bacterial strains. The incorporation of ether groups into the ester side-chain significantly reduced the toxicity compared with alkyl ester derivatives. Biodegradation data are also presented for 15 of the ionic liquids - including 6 examples which can be classed as readily biodegradable.
Synthesis and in vitro transdermal penetration enhancing activity of lactam N-acetic acid esters
Michniak, Bozena B.,Player, Mark R.,Sowell Sr., J. Walter
, p. 150 - 154 (2007/10/03)
A homologous series of N-acetic acid esters of 2-pyrrolidinone and 2- piperidinone has been prepared and evaluated for its ability to enhance the skin content and flux of hydrocortisone 21-acetate in hairless mouse skin in vitro. Enhancement ratios (ER) were determined for flux (J), 24-hour diffusion cell receptor cell concentrations (Q24), and 24-h full-thickness mouse skin steroid content (SC) and compared to control values (no enhancer present). In addition, in an attempt to abrogate toxicity, these dermal penetration enhancers were designed to have the potential for biodegradation by dermal esterases. 2-Oxopyrrolidine-α-acetic acid dodecyl ester (5) showed the highest enhancement ratios for J (ER 67.33) and Q24 (ER 180.66). 2- Oxopiperidine-α-acetic acid decyl ester (10) showed a high Q24 (ER 162.07) but a lower J (ER 12.67). 2-Oxopyrrolidine-α-acetic acid decyl ester (3) showed the highest enhancement ratio for SC (ER 8.7). The ER Q24 for 3, 5 and 10, as well as other lactam N-acetic acid esters in this work, were significantly higher than the ER found using Azone as enhancer.
