• Title/Summary/Keyword: amine process

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A New Synthetic Route to Poly(benzimidazole) and the Related Model Reactions to Imidazoline and Benzimidazole

  • Shin, G. I.;Kim, Ji Heung
    • Bulletin of the Korean Chemical Society
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    • v.17 no.1
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    • pp.29-33
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    • 1996
  • Mono-, or di-substituted chlorodicyanovinyl benzene compound was reacted with an excess amount of ethylenediamine to give corresponding imidazoline product with high reaction yield. This reaction occurs by stable imidazoline ring-forming process through nucleophilic attack of terminal amine on the enaminonitrile adduct, the reaction intermediate, toward electropositive enamine carbon, which is accompanied by the release of neutral malononitrile moiety. The similar reaction with 1,2-phenylenediamine produced stable enaminonitrile-amine adduct at lower temperature which could be cyclized intramolecularly to thermally stable benzimidazole at elevated temperature in solution or in solid state. From the difunctional compound of both reactants, poly(enaminonitrile-amine) could be prepared as a new soluble precursor polymer for well-known polybenzimidazole (PBI). The thermal cyclization reaction accompanying the release of malononitrile molecules was studied using thermalanalysis and infrared spectroscopy.

Kinetic Study on Aminolysis of 4-Nitrophenyl Isonicotinate in Acetonitrile: Effect of Amine Basicity on Reactivity and Reaction Mechanism

  • Shin, Minah;Kim, Min-Young;Um, Ik-Hwan
    • Bulletin of the Korean Chemical Society
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    • v.35 no.7
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    • pp.2130-2134
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    • 2014
  • A kinetic study is reported on nucleophilic substitution reactions of 4-nitrophenyl isonicotinate (7) with a series of cyclic secondary amines in MeCN. The plots of $k_{obsd}$ vs. [amine] curve upward for the reactions with weakly basic amines (e.g., morpholine, 1-(2-hydroxyethyl)piperazine, and piperazine) but are linear for those with strongly basic amines (e.g., piperidine and 3-methylpiperidine). The curved plots for the reactions with the weakly basic amines are typical for reactions reported previously to proceed through uncatalyzed and catalyzed routes with two intermediates (e.g., a zwitterionic tetrahedral intermediate $T^{\pm}$ and its deprotonated form $T^-$). In contrast, the linear plots for the reactions with the strongly basic amines indicate that the catalytic route (i.e., the deprotonation process to yield $T^-$ from $T^{\pm}$ by a second amine molecule) is absent. The Br${\o}$nsted-type plots for $Kk_2$ and $Kk_3$ (i.e., the rate constants for the uncatalyzed and catalyzed routes, respectively) exhibit excellent linear correlations with ${\beta}_{nuc}$ = 0.99 and 0.69, respectively. The effect of amine basicity on the reaction mechanism is discussed in detail.

Alcohol-Amine Synergism in the Organic Solvent Extraction of Tungsten (텅스텐의 아민용매 추출과정에서의 알코올의 작용)

  • Lee Hoosung;Uh, Young Sun;Sohn, Youn Soo
    • Journal of the Korean Chemical Society
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    • v.16 no.6
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    • pp.361-368
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    • 1972
  • The organic solvent mixture of 5 % trioctylamine and 5 % n-octyl alcohol in n-hexane could be loaded with tungsten to 62 g $WO_3$/1 whereas the amine alone could be loaded only to 37 g $WO_3$/1. Molecular interaction between amine and tungstate ion during the solvent extraction process and the synergistic effect of alcohol in enhancing the solubility of the amine-tungstate complex have been studied by NMR spectroscopy. Tungsten has been shown to be extracted as a polymeric tungstate ion into the organic phase to form a trioctyl ammonium polytungstate salt, which was more stabilized in the hydrocarbon medium by interacting with alcohol via hydrogen bonding between the tungstate ion and alcohol.

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Green Photoresist Stripping Process with the Influence of Free Surface from Dip Withdrawal (Dip 추출에서 유체 표면의 영향을 고려한 친환경 포토레지스트 박리공정)

  • Kim, Joon Hyun;Kim, Seung Hyun;Jeong, Byung Hyun;Joo, Gi-Tae;Kim, Young Sung
    • Journal of the Korean Society of Manufacturing Technology Engineers
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    • v.25 no.1
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    • pp.14-20
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    • 2016
  • This paper describes a green stripping process to effectively strip the remaining DFR layer on a non-alkali-based ITO glass surface after an etching process. A stripper, water-soluble amine compound, is used to investigate the characteristics of stripping ability and to suggest a valid method for the green process. Increasing the composition (5-30% concentration) of the ethanol amine-based stripper was found to greatly reduce the stripping time applied in the dipping method. The composition (30%) achieved an excellent stripping effect and free-residue impurities. Additionally, it was possible to obtain the effect of stripping in a way to sustain the release before generating DFR sludge from the ITO glass surface by using dipping condition (stripping time) in the composition. An Additional stripping process (buffering) out of dipping can realize productivity improvement and cost reduction because of the higher proportion of re-use of the stripping solution used in the DFR removal step.

Effect of Carbonic Anhydrase on CO2 Absorption in Amine Solutions for CO2 Capture (CO2 포집용 아민 흡수제에서 탄산무수화 효소가 CO2 흡수에 미치는 영향)

  • Lee, In-Young;Kwak, No-Sang
    • Journal of Korean Society of Environmental Engineers
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    • v.39 no.11
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    • pp.607-612
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    • 2017
  • The effect of carbonic anhydrase on $CO_2$ absorption rates and the heat of reaction were evaluated in various amine solutions for post combustion $CO_2$ capture process. The $CO_2$ absorption rate was analyzed in 30 wt% MEA, AMP, DMEA, MDEA aqueous solutions with and without carbonic anhydrase (250 mg/L) from bovine erythrocyte. $CO_2$ absorption rates were increased in all solutions with carbonic anhydrase. The effect of carbonic anhydrase on absorption rates was more in tertiary amine (DMEA and MDEA) solutions than in primary amine (MEA) and hindered amine (AMP) solutions. The heat of reaction of MEA, DMEA, MDEA aqueous solutions with and without carbonic anhydrase were measured using reaction calorimeter. Carbonic anhydrase decreased the heat of absorption in all solutions. The results suggested that tertiary amines that have the excellent desorption ability were suitable for applying carbonic anhydrase to the post combustion $CO_2$ capture process and the effect of carbonic anhydrase was best in MDEA solution.

Biogenic Amine Contents in Fish Products (수산가공품의 biogenic amine 함량 변화)

  • Cho, Young-Je;Son, Myoung-Jin;Kim, Seung-Mi;Park, Hyun-Kyu;Yeo, Hae-Kyung;Shim, Kil-Bo
    • Journal of Fisheries and Marine Sciences Education
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    • v.20 no.1
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    • pp.127-134
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    • 2008
  • The purpose of this study was to determine content of biogenic amines (Histamine, Cadaverine, Putrescine) in the salted mackerel, canned mackerel, mackerel pike, and freeze dried mackerel pike (Guamegi) collectively, all were purchased in the market. Salted mackerel was purchased at five markets (A, B, C, D, and F market) and stored for 10 days at $4{^{\circ}C}$. At the time of purchase, salted mackerel purchased at markets A, B and C was tested for biogenic amine, yet nothing was detected. However, salt mackerel purchased at market D was tested and the histamine concentration was 0.5 mg/100g. Mackerel from market F, exhibited content levels of 0.5 mg/100g histamine and 1.6 mg/100g cadaverine. Those make certain safety during self-life but that purchased F market gradually increased biogenic amine during storage. Prepared salted mackerel of varying levels of freshness and processing methods were analyzed for biogenic amines. Salting process was performed using functional brine salt. VBN (volatile basic nitrogen) was used to establish freshness levels of salted mackerel. Analyses of mackerel muscle determined the values of freshness to be 9.2 mg/100g (good freshness), 18.2 mg/100g (bad freshness), respectively. After 40 days of storage, the content of histamine, cadaverine, putrescine in the freshness of salted mackerel was 2.0 mg/kg, 2.4 mg/kg and 0 mg/kg, respectively. The content of histamine, cadaverine, putrescine in salted mackerel of poor freshness was 71.3 mg/kg, 22.9 mg/kg and 17.8 mg/kg, respectively. It was concluded the presence of biogenic amines during the salting process of salted mackerel significantly effected freshness of materials. The presence of biogenic amines were detected in mackerel that underwent the salting process after 1 month of storage at $4{^{\circ}C}$. The levels of biogenic amines in the brine salted mackerel were higher than those found in dry, salted mackerel; however, the freshness of fish had an insignificant effect on biogenic amines. The presence of histamine was detected in small quantities in canned mackerel and mackerel pike from three companies. Alternatively, cadaverine and putrescine were not detected. Guamegi, vacuumed packed or sealed with a rope was purchased from three markets (A, B, C seafood company). Guamegi was stored and observed for 180 days at $-20{^{\circ}C}$. Histamine was detected in small quantities in all products stored at $-20{^{\circ}C}$. Levels of histamine was dependent on the types of packaging, rope packaging yielded the highest level. However, other amines were not detected.

Rapid Detection Methods for Biogenic Amines in Foods (식품 내 바이오제닉아민 신속검출기술 개발 동향)

  • Lee, Jae-Ick;Kim, Young-Wan
    • Korean Journal of Food Science and Technology
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    • v.44 no.2
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    • pp.141-147
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    • 2012
  • Biogenic amines have been used as chemical indicators to estimate bacterial spoilage of foods, particularly fish and fish products, cheese, and fermented foods. So far many chromatography methods have been developed to detect biogenic amines in foods. Although these instrumental analyses exhibit good sensitivity, they cannot be used as rapid detection methods due to the chemical treatment of the samples and the time-consuming process involved. For the rapid and simple detection of biogenic amines, enzyme linked immunosorbent assay kits are commercially available. In addition, analytical systems with enzyme-based amperometric biosensor detection have been increasingly developed. The biosensors used to detect the biogenic amines are based on the action of either amine oxidases or amine dehydrogenases that catalyzes the oxidative deamination of biogenic amines to the corresponding aldehydes and ammonia. This review mainly focused on the principle, development, and applications of the detection methods for rapid detection of biogenic amines in foods.

Analysis of Heavy Metal Toxic Ions by Adsorption onto Amino-functionalized Ordered Mesoporous Silica

  • Showkat, Ali Md;Zhang, Yu-Ping;Kim, Min-Seok;Gopalan, Anantha Iyengar;Reddy, Kakarla Raghava;Lee, Kwang-Pill
    • Bulletin of the Korean Chemical Society
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    • v.28 no.11
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    • pp.1985-1992
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    • 2007
  • Ordered mesoporous silica (MCM-41) materials with different textural properties were prepared using alkyl (dodecyl, cetyl, eicosane) trimethyl ammonium bromide (DTAB, CTAB, ETAB, respectively) as structure directing surfactants, functionalized with amine groups and used as adsorbent for the toxic metal ions, Cr (VI), As (V), Pb (II) and Hg (II). Amino functionalization of mesoporous MCM-41 was achieved by cocondensation of N-[3-(trimethoxysilyl)-propyl] aniline with tetraethyl orthosilicate. Adsorption isotherm and adsorption capacity of the amine functionalized materials for Cr (VI), As (V), Pb (II) and Hg (II) ions were followed by inductively coupled plasma mass spectrometry (ICP-MS). Results demonstrate that amine functionalized MCM-41 prepared with ETAB showed higher adsorption capacity for Cr (VI), As (V), Pb (II) and Hg (II) ions in comparison to MCM-41 prepared with CTAB and DTAB. The higher adsorption capacity for MCM-41(ETAB) was correlated with amine content in the material (determined by CHN analysis) and relative decrease in pore volume and pore diameter. X-ray diffraction (XRD) analysis, nitrogen adsorptiondesorption measurements and Fourier Transform infrared spectrometry (FTIR) were used to follow the changes in the textural parameters and surface properties of the mesoporous materials as a result of amine functionalization to correlate with the adsorption characteristics. The adsorption process was found to depend on the pH of the medium.