• Title/Summary/Keyword: esterification reaction

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Novel Synthetic Reactions Using 1-Fluoro-2, 4, 6-trinitrobenzene. An Efficient Direct Esterification Method

  • Kim Sunggak;Ahn Kyo Han;Yang Sungbong
    • Bulletin of the Korean Chemical Society
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    • v.3 no.2
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    • pp.70-76
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    • 1982
  • Synthetic utility of 1-fluoro-2,4,6-trinitrobenzene (FTNB) as a condensing agent was investigated. The use of FTNB and DMAP was found to be very effective for direct esterification of carboxylic acids with alcohols or thiols. However, this system was not very effective for macrolactonization. Reaction of 2,4,6-trinitrophenyl esters with several nucleophiles was investigated briefly. Plausible reaction mechanisms of esterification are presented. It seems that the reaction proceeds via the intermediacy of 2,4,6-trinitrophenyl esters by initial formation of 2',4',6'-trinitrophenyl-4-dimethylaminopyridinium salt from which the trinitrophenyl group is transferred to the carboxylic acid.

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

  • 전유진;김세권
    • KSBB Journal
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    • v.9 no.3
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    • pp.312-318
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    • 1994
  • The esterification of Ac-Tyr-OH was carried out in one-phase system containing ethanol by ${\alpha}$-chymotrypsin. The results of the esterification reaction are as follows. Chitin-${\alpha}$-chymotrypsin complex was found to be an effective catalyst for the esterlfication of Ac-Tyr-OH in ethanol organic solvent. The optimal conditions for the esterification were chitn/${\alpha}$-chymotrypsin ratio, 20(w/w); reaction temp., $35^{\circ}C$; reaction pH, 8.0; reaction time, 24 hrs. Also, addition of chitin in water/water-miscible organic solvent was effective for the stability of the enzyme. The esterification yield, Km and Vmax under optimal conditions were 93%, 3.093mM and 1.088mM/mg/hr, respectively.

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Esterification of Fluoroethanol with Methacrylic Acid through Acid-resistant Poly(vinyl alcohol) Pervaporation Membranes (산저항성을 가진 PVA 투과증발막을 이용한 불화에탄올과 메타크릴산의 에스테르화 반응)

  • Kim Jeong-Hoon;Chang Bong-Jun;Lee Yong-Taek;Lee Soo-Bok
    • Membrane Journal
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    • v.16 no.3
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    • pp.230-234
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    • 2006
  • This study discusses an esterification of trifluoroethanol (TFEA) with methacrylic acid (MA) using acid-resistant PVA pervaporation membrane. The acid-resistant PVA membranes, which were prepared via a thermal cross-linking reaction of PVA and EGDE were adopted in the esterification reaction. The effect of reaction conditions such as temperature, acid catalyst content, and initial molar ratio of TFEA/MA was investigated on the conversion of trifluoroethyl-methacrylate (TFEMA). It was found that TFEMA conversion increased with increasing the reaction temperature, the catalyst content, and the initial molar ratio. The economical conversion of TFEMA more than about 90% was obtained at the following reaction conditions: reaction temperature of $90^{\circ}C$, 2.5 wt% of catalyst and initial molar ratio of 1.7.

Esterification Reaction of Soybean Oil by Heterogeneous Catalysts (불균일상 촉매를 이용한 대두유의 에스테르화 반응)

  • 신용섭
    • Journal of Life Science
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    • v.14 no.2
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    • pp.269-274
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    • 2004
  • Using heterogeneous catalyst, esterification reaction of soybean oil (SBO) with methanol was investigated. Distributions of components in mixtures of soybean oil and methanol were measured at temperatures ranging from 40 to $65^{\circ}C$. Glycerine contents of reaction mixtures were measured for the different kinds of catalysts, such as NaOH, CaO, Ca(OH)$_2$, MgO, Mg(OH)$_2$, and Ba(OH)$_2$. Based on the measured glycerine concentrations, conversions of the reaction mixtures were calculated. The effects of dose of catalyst, cosolvent and reaction temperature on final conversion were examined. Solubility of methanol in soybean oil was substantially greater than that of soybean oil in methanol. When the esterification reaction of soybean oil was catalyzed by heterogeneous catalyst, final conversion was strongly dependent on the alkalinity of the heterogeneous catalyst, and increased with the alkalinity of the catalyst material. Hydroxides from the alkali metals were more effective than oxides, which actually had no catalytic effects. When Ca(OH)$_2$ was used for the esterification catalyst, maximum value of final conversion was measured at dose of 4%. The final conversion and reaction rate increased with reaction temperature, and showed substantial increment at reaction temperature of 5$0^{\circ}C$. When cosolvent, CHCl$_3$, was added into the reaction mixture of soybean oil which catalyzed by Ba(OH)$_2$, maximum value of final conversion was appeared at dose of 3%.

A Parametric Study of Pervaporation-facilitated Esterification (전산모델링을 통한 투과증발-촉진 에스테르화 반응에 대한 연구)

  • Yeom, C.K.;Choi, Seung-Hak;Park, You-In;Chang, Sung-Soon
    • Membrane Journal
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    • v.17 no.2
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    • pp.146-160
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    • 2007
  • A parametric study on pervaporation-facilitated esterification was performed by using a practical model based on non-perfect separation through membrane which is not perfectly permselective to water. Thus, membrane selectivity as well as membrane capability to remove water should be taken into account in establishing the simulation model to explain how the membrane separation influence the esterification reaction process. It was shown by simulation that in the reaction systems with non-perfect separation, the permeation of reactants which are acid or/and alcohol retards the reaction by inducing the backward reaction so that reaction conversion curve is located between a reaction system coupled with pervaporation process having a perfect permselectivity to water and a reaction system without pervaporation process. The volume change of reaction system occurs as a result of the permeation through the membrane. The reaction volume change which can be characterized by the reaction ratio of $r_{\Psi}\;to\;r_{{\Psi}=1}$ affects reaction kinetics by concentrating reactants and products, respectively, with different extent with time; reactant-concentrating effect is dominant during the initial stage of reaction, resulting in facilitating the reaction, and then product-concentrating effect is exerted more on reaction, causing to slow down the reaction. When pervaporative dehydration is applied to the reaction system plays an important role in the reaction as well. The effect of timing to impose pervaporation on reaction system affected the reaction kinetics in terms of reaction rate and reaction conversion. A relationship was derived to explain membrane unit capacity and reaction parameters that will be used as a design tool to determine membrane unit capacity at a given reaction conditions or reaction parameters at a membrane unit capacity.

A Characterization of Pervaporation-facilitated Esterification Reaction with non-perfect Separation (비완전 막분리시 투과증발 막촉진 에스터화 반응 거동 연구)

  • C. K Yeom;F. U. Baig
    • Membrane Journal
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    • v.13 no.4
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    • pp.268-282
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    • 2003
  • Pervaporation-facilitated esterification with slow reaction regime was characterized by using a practical model based on non-perfect separation through membrane. A non-perfect separation in which the membrane is not perfectly permselective to water was applied to the model. Thus, membrane selectivity and membrane capability to remove water were included in the simulation model to explain how they influence the membrane-facilitated reaction process and improve the reactor performance. It was shown by simulation that in the reaction systems with non-perfect separation, reaction completion can hardly be achievable when any reactant at initial molar ratio=1 or the less abundant reactant at initial molar ratio>1 permeates through membrane, and the permeation of ester accelerates the forward reaction md increase reaction conversion at any instant through removal of product species like water. The volume change causes concentrating both reactants and products that affect the reaction with time in opposite ways; reactant-concentrating effect is dominant during the initial stage of reaction, increasing the reaction rate, and then concentrating product influences more reaction by decreasing the reaction rate.

Esterification of High Concentration Free Fatty Acid in Rice Bran Oil (미강유 중 고농도 자유지방산의 에스테르화)

  • Shin, Yong-Seop
    • Journal of Environmental Science International
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    • v.17 no.2
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    • pp.211-224
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    • 2008
  • Characteristics of the esterification reaction between free fatty acid in rice bran oil and methanol was investigated in the presence of catalysts, such as PTS(p-toluene sulfonic acid), Amberlyst 15 dry and SCX(silica gel based strong cation exchange resin). While reaction temperature was kept constant at $65^{\circ}C$, initial feed content of free fatty acid was varied from 100% to 1% by addition of pure free fatty acid which was previously made from rice bran oil. Also, the effect of mole ratio of methanol to fatty acid on the final conversion was examined. When esterification of pure free fatty acid was catalyzed by several acids, final conversions were increased in order of Amberlyst 15 dry, SCX and PTS. Using PTS catalyst, initially the reaction proceeded in homogeneous 2nd oder reaction mechanism. However, phase of reaction mixture changed from homogeneous to heterogeneous along the reaction time and then reaction rate was retarded by mass transfer resistance of methanol. Final conversion of free fatty acid in reaction mixture was depended on initial feed content of free fatty acid, and had maximum value at 30% of initial feed free fatty acid content for all kinds of catalysts used. And the final conversion was increased with mole ratio of methanol by the improvement of reaction rate. When initial feed free fatty acid content below 10% and the reaction was catalyzed by PTS, concentration of free fatty acid in reaction mixture was increased in the middle of reaction time by hydrolysis of triglyceride in reaction mixture. Also, if silica gel was added into the reaction mixture which had initial feed free fatty acid content below 50%, final conversion was increased by the adsorption of moisture produced. The SCX catalyst made the esterification reaction of free fatty acid to progress like in case of PTS catalyst. However, when initial feed free fatty acid content below 10%, concentration of free fatty acid in. reaction mixture was decreased monotonically and not increased in the middle of reaction time on the contrary to the case of PTS. Thus, SCX catalyst accomplished more high value of final conversion than PTS catalyst for the initial feed fatty acid content range from 50% to 5% In case of initial feed free fatty acid content of 1% and mole ratio of methanol was 2, concentration of free fatty acid in reaction mixture increased over the initial feed free fatty acid content for all kind of catalysts used. Although SCX catalyst was added into reaction mixture which had 1% of initial feed fatty acid content, final conversion was hardly raised by mole ratio of methanol.

Phase Diagrams of Binary Mixtures Comprising Main-Chain Dimer Liquid Crystals and Molecular Ordering (주쇄형이량체액정의 상도와 분자형태)

  • 남수용
    • Journal of the Korean Graphic Arts Communication Society
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    • v.16 no.2
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    • pp.61-74
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    • 1998
  • Some photopolymer, poly(vinyl cinnamoyl acetate)(PVCiA) was synthesized by esterification of polymer(vinyl alcohol)(PVA) with monochloroacetic acid, followed by reaction poly(vinyl monochloroacetate)(PVAhA) and potassium cinnamate. When esterification of PVA with monochloroacetic acid was reacted in the dimethyl sulfoxide(DMSO), in the synthesis of PVChA, it is very good yield and the successive cinnamoyl acetoxyl esterification of PVCiA can be successfully synthesized. But PVCiA is low photosensitive polymer if net added photosensitizing dyes. Here, we synthesized photosensitizing dyes.

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Optimization of a semi-batch esterification reactor (반회분 에스테르화 반응기의 최적화)

  • 이융효;박선원
    • 제어로봇시스템학회:학술대회논문집
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    • 1993.10a
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    • pp.582-588
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    • 1993
  • A scheme of dynamic optimization for batch reactor his been developed and applied to a semi-batch esterification reactor. To obtain optimal operating conditions for the given semi-batch reactor system with complex reaction kinetic and process constraints, a general nonlinear programming solver and finite element techniques have been introduced. The optimization results for the complex reactor system have been compared with those of Kumar et al. [1984] to show better optimization performance. The proposed optimizing scheme has been applied to the free end time problem to obtain the realistic operating condition. The results can supply valuable information for economic operation of the given batch esterification reactor.

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Esterification of Lactic Acid with Alcohols (젓산과 알코올간의 에스테르화 반응)

  • Kim, Jong-Hwa;Han, Jee-Yeun;Lee, Sang-Wha
    • Applied Chemistry for Engineering
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    • v.16 no.2
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    • pp.243-249
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    • 2005
  • Esterification of lactic acid with alcohols catalyzed by Amberlyst-type ion exchange resins and sulfuric acid was carried out in a batch reactor with total /or partial recycle of distilled condensates, respectively. The esterification of lactic acid in the total-recycling reactor (n-butanol/lactic acid = 4, $100^{\circ}C$) was promoted by decreasing the residual water and increasing the mole ratio of n-butanol/lactic acid. Also, it was confirmed that methanol with simple structure and tert-butanol with superior substitution reactivity were more effective in increasing the conversion of esterification reaction, compared to ethanol, n-butanol, and iso-butanol. In a partial-recycling reactor (n-butanol/ammonium lactate = 4, $115^{\circ}C$), the conversion of ammonium lactate into butyl lactate with 1.0 wt% Amberyst-type resins was higher in comparison to that with 0.2 mol $H_2SO_4$ (per 1.0 mol ammonium lactate). The esterification was gradually occurred during the initial stage of reaction in the presence of solid catalyst, whereas the initial addition of $H_2SO_4$ did not affect the initial rate of esterification reaction because of ammonium sulfate formation by the neutralizing reaction of ammonium lactate with sulfuric acid.