• Title/Summary/Keyword: quaternary amines

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Ion Pair Extraction of Aliphatic Amines and Quaternary Ammonium Salts by Picric Acid (Picric Acid에 의한 지방족 아민류와 4급 암모늄 염류의 이온쌍 추출)

  • 김박광;이종숙;장성기;나운용;옥치환
    • YAKHAK HOEJI
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    • v.35 no.3
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    • pp.182-189
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    • 1991
  • Systematic study on the extraction of ion pair by the use of picric acid (PCA) as an ion pair forming reagent to the aliphatic amines has not be done by spectrophotometric method. The extraction of ion pair by the use of PCA and 23 kinds of the aliphatic amines was examined. The procedure is as follows; Elving's buffer solution (pH 1.3~10, ionic strength 0.5) each amine solution, and PCA solution were taken into a test tube. The mixture was shaken mechanically with chlorform. The organic phase was filtered through a filter paper to remove water droplets. The absorbance was examined at $\lambda_{max}$ against a reagent blank. Primary and secondary whose carbon number were more than 7 or 6, respectively, are extractable as ion pairs with PCA, while tertiary amines and quaternary ammonium salts are also extractable without the correlation of carbon number. It was considered that the ion pair extraction of primary and secondary amines was affected by the number of carbon of amines, but its extraction of tertiary amines or quaternary ammonium salts was affected by kind of aliphatic amines rather than pKa values or carbon number of amines.

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Dissociation Constant of the Primary Amines and Quaternary Ammonium-methylorange Salts.

  • Kim, Bak-Kwang
    • YAKHAK HOEJI
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    • v.18 no.3
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    • pp.197-202
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    • 1974
  • The data pf dosspcoatopm cpmstamts for aliphatic amines and quaternary ammonium-methylorange salts are based on the electrosatic theory of conductance. Dissociation constants for primary amines nad quaternary ammonium-methylorange salts (1$\times$10$^{-5}$~1$\times$10$^{-3}$ M) in nitrobenzene solution or water solution was evaluated from the relation of the concentration and the electric conduction and the electric conductance at $25^{\circ}C$ Plots of ${\delta}C$ against reciprocal conductance were linear ; hence the center-to-center distance of this salt was 1.75 $\AA$ in nitrobenzene solution.

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Spectrophotometric Determination of Ion Pair Extraction of Quaternary Amines with Metanil Yellow (Metanil Yellow에 의한 4급 Amine류의 Ino Pair 추출 흡광도 정량 (II) - Benzalkonium Chloride, Cetylpyridinium Chloride 및 Dimenhydrinate의 정량)

  • 김영수;최종환
    • YAKHAK HOEJI
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    • v.35 no.1
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    • pp.15-21
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    • 1991
  • Quaternary amines which are widely used as medicines are nitrogen compounds. Metanil yellow(MY) and benzalkonium chloride(BKC) were mixed and added to 10ml of the buffer solution and then the solution was shaken for 5 minutes. The maximum absorption wavelength of the reaction product was 402 nm. Dichloromethane was the best extracting solvent among the several organic solvents and the most suitable pH range was 2~8. When the BKC-MY calibration curve was made in the best experimental condition, the Lambert-Beer's law was obeyed in the range of BKC concentration of 2$\times$$10^{-6}$~9$\times$$10^{-6}$M by UV spectrophotometer. This method was possible to determine quaternary ammonium salts in the pharmaceutical preparation.

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Simultaneous determination of low molecular weight amines and quaternary ammonium ions by IC/ESI-MS

  • Jung, Joo-Young;Park, Han-Seok;Kim, Kang-Jin
    • Analytical Science and Technology
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    • v.20 no.3
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    • pp.255-260
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    • 2007
  • A new method for the simultaneous determination of low molecular weight amines and quaternary ammonium ions based on the separation by IC with a suppressor and the detection by MS with ESI has been developed. The method has been applied to the analysis of a mixture containing tetramethylammonium ion, tetraethylammonium ion, tetrapropylammonium ion, triethanolamine, trimethylamine and triethylamine. The constituents were separated by isocratic elution using an IonPac CS17 column, a cation-exchange column, and detected by conductivity and mass spectrometry. The newly developed method for the six components demonstrated that the repeatability in terms of relative standard deviation for three measurements was in the range of 0.1-0.5 %. The detection limits were between 0.2 and $0.9{\mu}g/mL$ by the IC/ESI-MS.

Analysis of Tertiary Amines and Quaternary Ammonium Salts in Electrolyte Solutions of Electrolytic Capacitors by Ion-Pair Liquid Chromatography (전해커패시터 전해액 중 3차 아민과 4차 암모늄염의 이온쌍 액체크로마토그래피에 의한 분석)

  • Chung, Yongsoon;Chang, Cheolkyu;Lee, Jeongmi;Lee, Younghoon;Kim, Seong Ho
    • Analytical Science and Technology
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    • v.10 no.4
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    • pp.231-239
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    • 1997
  • We developed a procedure that can effectively separate and determine tertiary amines and quaternary ammonium salts in some samples with reverse phase ion-pair high performance chromatography, employing indirect spectrophotometric detection method. Detection and ion-pairing reagents used in this study were benzyl trimethylammonium chloride (BTMACl) and sodium dodecyl sulfate(DDSANa), respectively. Eluting the electrolyte solutions of some commercial electrolytic capacitors with a MeOH(40):water(60) eluent (pH 8.5 adjusted with NH4Cl-NH3 buffer) containing 0.010M DDSANa and 0.004 M BTMACl through Supelco LC-18 or ${\mu}$-Bondapak phenyl column, amines and ammonium salts contained in the sample were successfully separated and determined. Varying the composition, especially the content of quaternary ammonium salts, of electrolyte solutions based on this analysis. we could prepare the low impedance(0.08~0.13) electrolytic capacitors with excellent electrical properties and it was a confirmation that the analysis is favorable.

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Synthesis and Surface Activity of New Quaternary Ammonium Salts Prepared from 2-Chloromethyl-5-(2-Phenylthiazol-4-yl)-1,3,4-Oxadiazole (2-클로로메틸-5-(2-Phenylthiazol-4-yl)-1,3,4-옥사디아졸의 새로운 4급 암모늄염의 합성과 계면활성도)

  • Bae, Sun Kun;Yeon, Young Heum
    • Applied Chemistry for Engineering
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    • v.17 no.3
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    • pp.286-290
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    • 2006
  • New quaternary ammonium chlorides, [alkyldimethyl-[5-(2-phenylthiazol-4-yl]-1,3,4-oxadizol-2-ylmethyl]quaternary ammonium chlorides (ADOQACs): 6] were obtained with high yields by the reaction of compound 5 with N,N-dimethylalkyl amines in isopropyl alcohol. The structures and physical properties of the synthesized compounds were investigated and those surface-active properties were measured. The surface tension ($\gamma_{cmc}$) and the minimal inhibitory concentration (MIC) of compound 6 were found to be influenced by the number of alkyl chain carbon. Especially, compounds 6c and 6d exhibited high anti-bacterial activities and good surface-active properties.

Syntheses of Amide Bonds and Activations of N-C(sp3) Bonds

  • Hong, Jang-Hwan
    • Journal of Integrative Natural Science
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    • v.10 no.4
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    • pp.175-191
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    • 2017
  • In organic chemistry amide synthesis is performed through condensation of a carboxylic acid and an amine with releasing one equivalent of water via the corresponding ammonium carboxylate salt. This method is suffering from tedious processes and poor atom-economy due to the adverse thermodynamics of the equilibrium and the high activation barrier for direct coupling of a carboxylic acid and an amine. Most of the chemical approaches to amides formations have been therefore being developed, they are mainly focused on secondary amides. Direct carbonylations of tertiary amines to amides have been an exotic field unresolved, in particular direct carbonylation of trimethylamine in lack of commercial need has been attracted much interests due to the versatile product of N,N-dimethylacetamide in chemical industries and the activation of robust N-C($sp^3$) bond in tertiary amine academically. This review is focused mainly on carbonylation of trimethylamine as one of the typical tertiary amines by transition metals of cobalt, rhodium, platinum, and palladium including the role of methyl iodide as a promoter, the intermediate formation of acyl iodide, the coordination ability of trimethylamine to transition metal catalysts, and any possibility of CO insertion into the bond of Me-N in trimethylamine. In addition reactions of acyl halides as an activated form of acetic acid with amines are reviewed in brief since acyl iodide is suggested as a critical intermediate in those carbonylations of trimethylamine.

Spectrophotometric Determination of Ion Pair Extraction of Quaternary Amines with Methyl Orange (Methyl Orange에 의한 4급 Amine류의 Ion Pair 추출 흡광도 정량(I) - Cetyltrimenthylammonium bromide, Brethlium tosylate, Gallamine triethiodide 및 Thiamine의 정량)

  • 최종환;김영수
    • YAKHAK HOEJI
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    • v.31 no.2
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    • pp.45-51
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    • 1987
  • Methyl orange(MO) and cetyltrimethylammonium bromide(CTA) were mixed and added to 10ml of the buffer solution and then the solution was shaken for 5 minutes. The maximum absorption wavelength of the reaction product was 419nm. Dichloromethane was the best extracting solvent among the several organic solvents and the most suitable pH range was 2~8. When the CTA-MO calibration curve was made in the best experimental condition, the Lambert-Beer's law was obeyed in the range of CTA concentration of $1.5\times$$10^{-5}$~1.0$\times$$10^{-4}M$ by UV spectrophotometer. This method was possible to determine quaternary ammonium salts in the pharmaceutical preparations.

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Influence of Quaternary Ammonium Anion Exchange Moieties onto Mechanical Properties of Radiation-grafting Anion Exchange Membranes (방사선그라프팅 음이온교환막의 기계적 물성에 대한 4차 암모늄 음이온교환기의 영향)

  • Ko, Beom-Seok;Sohn, Joon-Yong;Shin, Junhwa
    • Journal of Radiation Industry
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    • v.6 no.1
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    • pp.49-54
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    • 2012
  • Various anion exchange membranes were prepared by radiation graft copolymerization of vinylbenzyl chloride onto fluorinated films and subsequent quaternization with various tertiary amines such as trimethylamine, N,N-dimethylbuthylamine, N,N-dimethylaniline, and N-methylpiperidine. The quaternizations of the anion exchange membranes were confirmed by measuring of the ion exchange capacities of the membranes. The mechanical properties and the water uptakes were also measured. The elongation at break was found to be largely dependent on the fluorinated film, the quateranry ammonium, and the degree of grafting. The results indicate that the poly (ethylene-alt-tetrafluoroethylene) with quaternized trimethylamine moiety exhibits higher flexible property compared to the other prepared anion exchange membranes.

Syntheses and Arene Transport Studies of Water Soluble Aminomethylcalixarene (수용성 아미노메틸칼릭스아렌의 합성 및 방향족 물질의 통과실험 연구)

  • Kye Chung Nam;Dae Soon Kim
    • Journal of the Korean Chemical Society
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    • v.36 no.6
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    • pp.933-940
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    • 1992
  • Calix[6]arene react with formaldehyde and secondary amines to yields water soluble Mannich bases which can be converted to the corresponding quaternary salts. Treatment of the quaternary salts with a nucleophile such as cyano, ethoxy, and hydride yields p-substituted calix[6]arenes. Calix[8]arene too react with formaldehyde and diallyl amine to yield a water soluble Mannich base. The transport of neutral arenes through an aqueous phase along a concentration gradient mediated by those of water soluble calixarenes as molecular carrier was studied in a U-type cell. Naphthalene, anthracene, pyrene, and fluoranthene are tested as a neutral solid guest compounds for the transport experiment.

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