• 제목/요약/키워드: and esterification

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Vilsmeier-Haack 반응을 이용한 Camostat Mesylate의 합성법 연구 (A Study on The Synthesis of Camostat Mesylate Using Vilsmeier-Haack Reaction)

  • 김동년;김석찬
    • 공업화학
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    • 제33권4호
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    • pp.440-443
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    • 2022
  • 만성 췌장염 치료제로 가장 널리 사용되고 있는 camostat mesylate 합성의 key step에 대한 연구를 수행하였다. Camostat mesylate는 두 중간체인 GBA (4-guanidinobenzoic acid hydrochloride)와 DOHA [2-(dimethylamino)-2-oxoethyl-2-(4-hydroxyphenyl)acetate]의 esterification 반응을 통해서 합성되는데, 기존의 esterification 방법 적용 시에는 낮은 수율과 고가의 시약으로 인한 문제점이 제기되어 왔다. 이런 문제점을 극복하고자 본 연구에서 Vilsmeier-Haack 반응을 이용하여 GBA의 acid 작용기를 activating하여 DOHA와 coupling하여 80%의 높은 수율로 Camostat mesylate를 제조할 수 있는 새로운 경제적인 합성법을 개발하였다.

증류식 소주 증류중 유기산에 의한 에스테르화 (Esterification of Alcohols with Organic Acids during Distilled Spirit Distillation)

  • 류이하;김영만
    • 한국식품영양학회지
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    • 제15권4호
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    • pp.295-299
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    • 2002
  • 증류주에서 중요한 향미 물질인 에스테르 생성과정을 알아보기 위하여 발효완료 술덧에 알코올과 함께 존재하는 초산, 젖산, 구연산 같은 유기산의 종류별, pH별, 증규 온도별로 에스테르 생성 과정을 실험하였다. 유기산의 종류별 실험에서 생성 에스테르량은 ethyl acetate가 기주에 비해 최고 2.890%, ethyl lactate가 최고 6,410% 린 iso-amyl acetate가 최고 52% 증가하였다. 에스테르차시 pH는 중요한 요인이며, 초산첨가 에스테르화 증류액의 ethyl acetate의 경우 pH 3.0이 pH 4.5보다 2,804% 증가하였고. 젖산 첨가 에스테르화 증류액의 ethyl lactate의 경우 pH 3.0이 pH 4.5보다 1,092% 증가하였다. 에스테르화 증류온도는 초산첨가 에스테르화 가압(약 1.9 기압) 증류액은 상압(1기압) 증류액보다 ethyl acetate 생성은 18% 증가하였고, iso-amyi acetate 생성은 24% 감소하였고, 젖산첨가 데스테르화 가압 증류액은 상압 증류액보다 ethyl-lactate 생성이 33% 증가하였다. 에스테르화 증류시간은 pH 3.0에서는 ethyl acetate 생성은 반응시간 240분으로 충분하고, ethyl lactate 생성은 30된 이상 긴 반응 시간이 필요하였다. 결론적으로 증류주 제조에 있어서 2차 증류시 1차 증류액에 유기산을 첨가하여 증류하면 에스테르량이 증가한 2차 증류액을 얻을 수 있었다.

Multimax Reactor System을 이용한 시멘트 혼화제 제조시 에스테르화공정의 열적 위험성 평가 (Assessment of Thermal Hazard on Esterification Process in Manufacture of Concrete Mixture Agents by Multimax Reactor System)

  • 한인수;이근원;표돈영
    • 한국안전학회지
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    • 제24권5호
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    • pp.13-20
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    • 2009
  • The risk assessment of thermal hazard to identify chemical or process hazard during early process developments have been considered. The early identification of thermal hazards associated with a process, such as rapid heats of reaction, exothermic decompositions, and the potential for thermal runaways before any large scale operations are undertaken. This paper presents to evaluate the safe operating parameters/envelope for exist plant operations. The assessment of thermal hazard with operating conditions such as amount of process materials, inhibitor, and catalyst on esterification process in manufacture of concrete mixture agents are described. The experiments were performed by a sort of calorimetry with the Multimax reactor system as a screening tool. The aim of the study was to evaluate the thermal risk of process material and mixture in terms of safety security to be practical applications in esterification process. It suggested that we should provide the thermal hazard of reaction materials to present safe operating conditions with cause of accident through this study.

상용화된 폴리비닐알콜막을 이용한 불화에탄올/물의 투과증발 특성연구 (Pervaporation of Fluoroethanol/Water Mixtures through Commercial Poly(vinyl alcohol) Membranes)

  • 이수복;안상만;최승학;김정훈;이용택
    • 멤브레인
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    • 제14권3호
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    • pp.258-262
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    • 2004
  • Trifluoroethyl methacrylate (TFEMA)는 발수발유용 특수도료나 광섬유의 외관에 중요하게 쓰여지는 코팅제에 쓰여지는 산업적으로 중요한 단량체로, 주로 산촉매 하에 trifluoro ethanol (TFEA)와 methacrylic acid (MA)의 에스테르화 반응에 의해 제조된다. 이러한 TFEMA의 제조에 투과증발막의 적용가능성을 알아보기 위한 선행연구로서, 상용화된 폴리비닐알콜계 투과증발막(GFT Membrane $Pervap^{\circledR}1005$)을 대상으로 반응물의 하나인 trifluoroethanol (TFEA)을 대상으로 온도와 농도의 변화에 따른 투과증발실험을 실시하였다. 투과증발실험 결과 TFEA 농도가 90에서 99 wt%로 높아질수록 투과용액 내의 물의 감소에 기인한 전체투과량은 감소하였다. TFEA/물 선택도는 95 wt% TFEA 농도까지는 높아지는 경향을 보였지만 97 wt%부터 감소하여 99 wt%에서는 급격히 감소하였다. 운전온도가 상승함에 따라 투과도의 증가와 더불어, 선택도도 증가하는 경향을 보였다. 적용된 TFEA 농도와 운전온도의 범위에서 GFT막은 물에 대한 우수한 투과도와 선택성을 보였다. 이러한 TFEA/물 혼합용액에 대한 높은 탈수성능은 GFT 투과증발막이 TFEMA의 에스테르화 막반응기에 적용될 수 있음을 확인시켜 주었다.

에탄올 내에서 $\alpha$-Chymotrypsin에 의한 Acetyltyrosine의 에스테르화 반응 (The Esterification of Acetyltyrosine by $\alpha$-Chymotrypsin in EtOH/Water Mixture)

  • 전유진;김세권
    • KSBB Journal
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    • 제9권3호
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    • pp.312-318
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    • 1994
  • Ac-Tyr-OH의 에스테르화 반응은 water/water­m miscible organic solvent를 이용하여 단일상계 (one phase system) 조건 하에서 ${\alpha}$-chymotrypsin의 촉 매작용으로 진행하였으며, 그 결과는 다음과 같다. Ac- Tyr-OH(1OmM)이 함유된 에탄올(lOml)[ 4 % %(v/v) buffer 함유] 용액에서 ${\alpha}$-chymotrypsin의 촉매작용에 의한 에스테르화 반응에 영향을 마치는 흡착물질 chitin, chitosan, Sephadex G-25 및 G-50, CM 및 DEAE-Sephadex, CM 및 DEAE cellulose 중 chitin을 첨가하였을 경우, 에스테르화 수율이 62%로 가장 높았다. 그리고 에스테르화 수 율에 마치는 최적반응조건은 chitin/${\alpha}$-chymotry psm의 비가 20(w/w), 온도 $35^{\circ}C$, pH 8.0 빛 유기 용매에 첨가된 수용액의 농도는 2%(v/v)였다. 또한, water/water-miscible organic solvent system 에서 chitin의 첨가는 효소의 안정성에 기여하는 것으로 나타났다. 최적반응조건 하에서 에스테르화 반응의 수율, Km 및 Vmax 값은 각각 93%, 3.093mM 및 1.088mM/mg/hr이었다.

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감귤과 유자중의 펙틴질의 이화학적 성질 (Physicochemical Properties of Pectic Substances from Citrus Fruits)

  • 이헌주;이혜수
    • 한국식품조리과학회지
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    • 제6권1호
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    • pp.9-12
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    • 1990
  • This study was carried out in order to investigate the physicochemical properties of isolated pectic substances from Citron, Satsuma mandarin, Marumero, and Natsudaidai. Among varieties, Citron had the highest value of isnoluble pectin and Marumero had the hightest ratio of soluble pection. The total pectin contents isolated by 2% Sodium hexameta-phosphate(SHMP) varied in the range of 1.85% ~ 2.63%. Anhydrogalacturonic acid(AUA) contents were 78.64%~89.14% and were lower than commercial pectin. Isolated pectin contained above 7% methoxyl content and above 50% esterification. The apparent molecular weight of commercial pectin and isolated pectin were 72,000 and 42,000~46,000 respectively. Esterification and ester methoxyl content were the lowest and apparent molecular weight was the highest in Satsuma mandarin. Citron's values were a little higher in esterification and ester methoxyl content and lower in apparent molecular weight than the others.

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산 / 알칼리 촉매를 사용한 자트로파유의 바이오디젤화 (The Conversion of Jatropha Oil into Biodiesel Using Acid / Alkali Catalysts)

  • 현영진;김해성
    • 한국응용과학기술학회지
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    • 제25권3호
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    • pp.275-281
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    • 2008
  • The esterification of free fatty acid in Jatropha oil added by propylene glycol using p-TSA catalyst was done, and then the transesterification of Jatropha oil added by 1.0vol% GMS as an emulsifier using TMAH, and mixed catalyst(60wt%-TMAH+ 40wt%-KOH) respectively was followed at $60^{\circ}C$. The esterification conversion at the 1:8 molar ratio of free fatty acid to methanol using 8.0wt% p-TSA was 94.7% within 60min. The overall conversion at the 1:8 molar ratio of Jatropha oil to methanol and $60^{\circ}C$ using mixed catalyst was 95.4%. The kinematic viscosity of Biodiesel using TMAH and mixed catalyst in 24h met the ASTM D-6751 above $30^{\circ}C$, and showed a little more than its criterion.

미소 수용 Cyclohexange 중에서 분말 Lipase에 의한 분자내 에스테르화반응 (Intramolecular Esterification by Lipase Powder in Microaqueous Cycohexane)

  • 이민규;감삼규
    • 생명과학회지
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    • 제5권4호
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    • pp.155-161
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    • 1995
  • The effects of substrate concentration, enzyme concentration, reaction temperature, and water content were investigated in intramolecular esterification. This study used cyclohexane as organic solvent, power lipase as enzyme, and benzyl alcohol and octanoic acid as substrate. The initial reaction rate was found to be proportional to enzyme concentration; followed Michaelis-Menten equation for octanoic acid; and was inhibited by benzyl alcohol . The observed initial reaction rate first increased, then decreased with increasing reaction temperature, giving rise to the maximum rate at 20$\circ$. The drop in the reaction rate at higher temperature was to partition equilibrium change of substrate between organic solvent and hydration layer of enzyme molecule in addition to the deactivation by enzyme denaturation. Water layer surrounding enzyme molecule seemed to activate in organic solvent and the realistic reaction was done in the water layer. In the enzymatic reaction in organic solvent, the initial reaction rate was influenced by partition quilibrium of substrate, so the optimum condition of substrate concentration, enzyme concentration, reaction temperature, and water content would give a good design tool.

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유기금속 촉매를 사용한 Succinic Acid과 1,4-butanediol의 에스테르화반응에 관한 연구 (A Study on the Esterification Reaction of Succinic Acid and 1,4-butanediol Using an Organic Metal Catalysts)

  • 박근호
    • 한국응용과학기술학회지
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    • 제26권4호
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    • pp.415-421
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    • 2009
  • Esterification reaction between succinic acid[SA] and 1,4-butanediol [BD} was kinetically investigated in the presence of organic metal catalysts (alkyl-silver oxide(ASO),CAT 100E) at $150{\sim}190^{\circ}C$. The reaction rates measured by the amount of distilled water from the reaction vessel. The esterification reaction was carried out under the first order kinetics with respect to the concentration of reactants and catalyst, respectively. The overall reaction order was 2nd. From the examination of relationship between apparent reaction rate constants and reciprocal absolute temperature, the activation energy has been calculate as 146.70 kJ/mol with ASO catalyst and 43.04 kJ/mol with CAT 100E catalyst.

Effect of the Organometallic Catalyst in the Preparation of Polybutylenesuccinate

  • Park, Keun-Ho
    • 한국응용과학기술학회지
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    • 제28권1호
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    • pp.22-28
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    • 2011
  • Esterification reaction between succinic acid[SA] and 1,4-butanediol [BD] was kinetically investigated in the presence of organometallic catalysts (ESCAT-100Ag18, MBTO) at $150{\sim}180^{\circ}C$. The reaction followed from the measurement of the quantity of water which was distilled from the reaction vessel. The esterification reaction was carried out under the first order kinetics with respect to the concentration of reactants and catalyst, respectively. The overall reaction order was 2nd. From the examination of relationship between apparent reaction rate constants and reciprocal absolute temperature, the activation energy has been calculated as 146.70 kJ/mol(ESCAT-100Ag18) and 87.57 kJ/mol(MBTO), respectively.