• Title/Summary/Keyword: Quaternary amine

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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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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.

Preparation of Quaternary Ammonium Salt Derivatives Supported on Silica gel and Its Ion Exchange Characteristics (실리카겔에 담지된 4급암모늄염 유도체의 합성 및 이온교환 특성)

  • Ahn, Beom-Shu
    • Journal of the Korean Applied Science and Technology
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    • v.25 no.1
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    • pp.65-72
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    • 2008
  • The ion exchangers supported on silica gel containing primary, secondary, or tertiary amine groups show a behaviour that is weakly acidic, while the quaternary salts are strongly acidic. These properties change according to the hydrophilicities of the modifier functional groups. Ammonium salt derivatives supported on silica gel were prepared from silica modified with 3-Aminopropyltriethoxysiliane and N-3-(Trimethoxysilyl)propylehtylene diamine. The preparation and the ion exchange properties of two systems were discussed. Two systems have different hydrophilicities and contain ammonium chloride derivatives of 3-amminopropyltriethoxysilane and N-3-(triehtoxysilyl)propyl ethylene diamine supported on silica gel, $SA^+/Cl^-$ and $SA^+/Cl^-$, respectively. The high affinity to perchlorate ion presented by the $SA^+/Cl^-$ through the equilibrium studies of ion exchange led us to its application as an ion selective electrode for the perchlorate ion. The determination of the perchlorate ion in the presence of other anions and in complexes is very difficult. Few analytical methods are available and most of them are indirect. Both materials showed potential use as an ion exchanger; they are thermically stable, achieve equilibrium rapidly in the presence of suitable exchanger ions, and are easily recovered.

Novel Imidazolium Ionic Liquids Containing Quaternary Ammonium Iodide or Secondary Amine for Dye-sensitized Solar Cell

  • Seo, Dong-Wan;Lim, Young-Don;Lee, Soon-Ho;Ur, Soon-Chul;Kim, Whan-Gi
    • Bulletin of the Korean Chemical Society
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    • v.32 no.8
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    • pp.2633-2636
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    • 2011
  • A new type of ionic liquid based on N-(3-aminepropyl)imidazolium iodide, called IIQAI, which consists of imidazolium and quaternary ammonium salt, and APII-(hydroxyethyl, propyl, hexyl) were synthesized and used as ionic liquid in dye-sensitized solar cells. APII-hexyl is solid, whereas IIQAI, APII-(hydroxyethyl, propyl) are viscous liquids. The synthesized ionic liquid showed relative thermal stability compared to the commercial ionic liquid of DMII. Among them, IIQAI was more stable than the other ionic liquid because of the two salt groups. APII-hydroxyethyl, which contains two hydroxyl groups, showed low viscosity with good flow. New types of ionic liquids were examined by $^1H$-NMR spectroscopy, thermo gravimetric analysis (TGA). IIQAI enabled a solar energy conversion efficiency of 6.3%, which is slightly higher than that of the referenced (DMII, 6.2%).

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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Solubilization and Reconstitution of ${\Delta}^{5}-3{\beta}$-Hydroxy Steroid Acyl Transferase from the Rat Brain (쥐 뇌의 ${\Delta}^{5}-3{\beta}$-Hydroxy Steroid Acyl 전이효소의 용해 및 Liposome에서의 재구성)

  • Ko, Kyu-Jung;Park, In-Ho;Han, Beom-Ku;Jo, Do-Hyun
    • Applied Biological Chemistry
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    • v.38 no.4
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    • pp.320-324
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    • 1995
  • Solubilization of microsomal ${\Delta}^{5}-3{\beta}$-hydroxy steroid acyl transfearse(${\Delta}^{5}-3{\beta}$-OH-SAT) of rat brain and its reconstitution into liposomes were investigated. Among the detergents utilized for the solubilization, deoxycholic acid was superior to Tween 80 or Triton X-100 for the reconstituted activity of ${\Delta}^{5}-3{\beta}$-OH-SAT. The enzyme activity was shown to be affected by the nature of phospholipids used for the preparation of the liposome. Phosphatidylcholines from egg yolk and soybean showed the highest activity of ${\Delta}^{5}-3{\beta}$-OH-SAT and phosphatidylethanolamine came next. However phosphatidylserine and phosphatidic acid showed a lower activity than those obtained before the reconstitution. This study suggests that the presence of quaternary ammonium salt or amine group in the phospholipids stimulates the activity of ${\Delta}^{5}-3{\beta}$-OH-SAT. However the presence of a carboxylic group or the absence of the amine group may have an inhibitory effect on the ${\Delta}^{5}-3{\beta}$-OH SAT.

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Attachment of Silver Nanoparticles to the Wool Fiber Using Glycidyltrimethylammonium Chloride(GTAC) (Glycidyltrimethylammonium Chloride(GTAC)를 이용한 양모 섬유 표면의 Silver Nanoparticle 부착)

  • Lee, Seungyoung;Sul, In Hwan;Lee, Jaewoong
    • Textile Coloration and Finishing
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    • v.28 no.2
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    • pp.70-76
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    • 2016
  • Silver nanoparticles(AgNPs) were attached to wool fibers using glycidyltrimethylammonium chloride(GTAC), which is a type of quaternary ammonium salt. GTAC, which contains an epoxy functional group that, under high temperatures, generates a ring-opening reaction with wool fibers, which contain the amine group. Then, the AgNPs are attached to the surface of the GTAC-treated wool fibers by treatment with a silver colloidal solution. The process involves the following procedures: (1) The wool fibers are immersed in the GTAC solution, followed by pre-drying at $80^{\circ}C$ and curing at $180^{\circ}C$ to induce an alteration in the chemical structure; and (2) The wool fibers treated with GTAC are immersed in the silver colloid at $40^{\circ}C$ for 120 min to chemically induce a strong attachment of the AgNPs to the wool fibers. Scanning electron microscopy was used to analyze the influence of the concentrations of GTAC and the silver colloid, as well as the influence of the applied temperature of the silver colloid on the wool fibers, and the influence of the morphological changes in the wool fiber surfaces. As a result, the enhanced concentrations of GTAC and the silver colloid together with an elevated applied temperature of silver colloid have a tendency to increase in Ag atomic%.

Synthesis of Novel Ester Quaternary Ammonium Cationic Surfactants via Michael Addition Reaction (Michael Addition Reaction을 이용한 신규 Ester Quaternary Ammonium Salt 양이온 계면활성제의 합성)

  • Kang, Eun-kyung;Jung, Seon Hwa;Jung, GaYoung;Lee, Byung Min
    • Journal of the Korean Applied Science and Technology
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    • v.34 no.1
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    • pp.142-151
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    • 2017
  • Cationic surfactants have a bactericidal effect and the study for effective development of them became important parts in the industry. There have been increasing researches that focus on the development of products having not only outstanding features but also safety and biodegradability. In this work, novel ester-type cationic surfactants were obtained via Michael addition reaction. Intermediates were quantitatively prepared by the Michael addition reaction between alkyl acrylate and amine compounds under mild conditions without solvent and catalyst. The intermediates were quaternized with dimethyl sulfate. HQ21 with two hydrophobic groups and a hydrophilic group and HQ22 with two hydrophobic groups and two hydrophilic groups were obtained. The structures of the products were characterized by 1H-NMR, HR-MS and FT-IR and biodegradability of the products were tested.

Study on the extraction mechanism and the optimization of extraction method for Chromium using anion exchangers (음이온 교환체를 이용한 크롬의 추출메카니즘 및 추출방법 최적화에 관한 연구)

  • Kim, S.W.;Kim, D.M.;Kim, Y.S.;Lim, H.B.
    • Analytical Science and Technology
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    • v.7 no.3
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    • pp.387-393
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    • 1994
  • Quantitative analytical conditions for chromium using solvent extraction followed by atomic absorption spectrometry was studied. Trioctylamine(TOA) in tertiary amine or Trioctylmethylammoniumchloride(TOMAC) in quaternary ammonium salt, both containing octyl group was used as an anion exchangers. Absorbance were measured for the different kinds of acid added and as changing the concentration of acid by graphite furnace atomic absorption spectrometer. The maximum absorbance was obtained at the concentrations of HCl, 0.1M to 0.3M for TOA and 0.03M to 0.1M for TOMAC. Mole ratios over 1:1 of TOA or TOMAC dissolved in MIBK solution to chromium in sample shows optimum extraction efficiency while HCl was added to the MIBK. As a result of scrutinizing the extraction process, the methods employed in this experiment turned out to be better extraction efficiency for chromium, compared to similar extraction methods.

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Effect of Etomidoline on the Isolated smooth Muscle of Rabbit (Etomidoline이 각종 평활근에 미치는 영향)

  • Kim, W.J.;Kim, J.H.;Sheen, Y.Y.
    • The Korean Journal of Pharmacology
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    • v.16 no.2 s.27
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    • pp.25-29
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    • 1980
  • Etomidoline ($Nonspa^{\circledR}$), which is chemically related to tertiary amine, is new synthetic antispasmodic agent with analgesic action. Antispasmodic effect of this agent is stronger than hyoscine butylbromide ($Buscopan^{\circledR}$), quaternary amine, and the absorption from intestine is also much higher. This study was undertaken to determine the effect of etomidoline on duodenal motility and other smooth muscles of rabbit. Strips of various isolated smooth muscle, 2 cm long from adult rabbits weighting about 2 kg, were suspended in a muscle chamber containing Tyrode's solution, which was bubbled with oxygen gas, and the temperature of the solution was kept constant at $38^{\circ}C$. After being washed with fresh solution several times the strips of smooth muscle attained constant motility and tonus. Etomidoline and other drugs were added in various concentrations to the chamber. Contractility of the strips was measured by using polygraph (Grass, model 7). The results are as follows: 1) In isolated rabbit atrium etomidoline produces a slight depression of contractility and the rate is also decreased. 2) On the other hand, etomidoline relaxed isolated strips of stomach, duodenal, and detrusor of rabbit. This relaxing effect of etomidoline on isolated duodenal strip of rabbit was not blocked by ${\alpha}$-adrenergic blocking agent, phenoxybenzamine, but by ${\beta}$-adrenergic blocking agent, propranolol. 3) Etomidoline did not exert any effect on isolated aorta, gall bladder, and trigone of rabbit. From the above results, it may be concluded that the relaxing effect of etomidoline on duodenal strip is related ${\beta}$-adrenergic receptor.

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