• Journal of Marine Bioscience and Biotechnology
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• v.1 no.4
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• pp.311-316
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• 2006

Enzymatic ethanolysis of fish oil with immobilized lipase was investigated for reducing the free fatty acid contents and enhancing the function of fish oil. Ethanolysis reactions were carried out in erlenmeyer flask (25ml) containing a mixture of squid viscera oil and 99.9% ethanol using 1% (based on w/w squid viscera oil) immobilized lipase. The reaction mixtures were incubated at $50^{\circ}C$ and shaken at 100rpm. Ethanol was added into the mixture by stepwise addition method of Shinmada[9]. Measurement of free fatty acid molar amounts was studied by Acid Value. Tendency of oil variation during transesterification was studied by TLC method. Enzymatic ethanolysis composed diglyceride, monoglyceride and fatty acid ethyl ester with reducing free fatty acid contents. Also, selective ethanolysis by Lipozyme TL-IM and Lipozyme RM-IM mostly did not react at the sn-2 position of squid viscera oil. Lipozyme RM-IM was more suitable enzyme to reduce the free fatty acid contents by ethanolysis than Lipozyme TL-IM. Squid viscera oil was transformed into suitable properties (5 in Acid Value) for functional fish oil production.

• Journal of Marine Bioscience and Biotechnology
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• v.2 no.3
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• pp.155-159
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• 2007

Ethanolysis of squid viscera oil with immobilized lipase was investigated for reducing the free fatty acid contents and enhancing the function of the oil by stepwise addition method of Shinmada[1]. Tendency of oil variation during Ethanolysis showed increased content of diglyceride, monoglyceride and fatty acid ethyl ester with reduced free fatty acid contents. The oil composition was analyzed using GC-FID and compared before and after ethanolysis. Structural analysis of the lipid was performed by HPLC-UV spectrophotometer during ethanolysis. The transformed oil was thought to has suitable properties for functional oil production.

• Bulletin of the Korean Chemical Society
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• v.29 no.7
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• pp.1295-1296
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• 2008

• Korean Chemical Engineering Research
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• v.47 no.5
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• pp.546-552
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• 2009

Enzymatic ethanolysis of wheat germ oil with immobilized lipase was investigated for enhancing the function of wheat germ oil. Ethanolysis reactions were carried out in two different systems; non-pressurized and pressurized system. In non-pressurized system, the enzymatic ethanolysis was carried out in an erlenmeyer flask(25 ml) containing a mixture of wheat germ oil and 99.90% ethanol using 1~5 wt% immobilized lipase as Lipozyme TL-IM and Lipozyme RM-IM and the reaction mixtures were incubated at $40{\sim}70^{\circ}C$ with 120 rpm shaking. In pressurized system, the enzymatic ethanolysis was carried out at various condition; immobilized lipase concentration(2 wt%), reaction time(24 h), reaction temperature($40{\sim}60^{\circ}C$) and reaction pressure(75, 100, 150, 200 bars). The samples obtained from each fraction were analyzed by HPLC for analysing contents of monoglyceride, diglyceride, and triglyceride. The conversion of wheat germ oil relied on the reaction temperature and the concentration of immobilized lipase. The optimum condition of enzymatic ethanolysis in non-pressurized and pressurized systems was at $50^{\circ}C$ and 100 bar.

• Journal of the Korean Chemical Society
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• v.20 no.1
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• pp.15-18
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• 1976

The preferred conformation of benzenesulfenyl chloride was determined by EHMO calculation. It was found that the stability was dictated by the n-${\pi}$ conjugation of S atom with the benzene ring. The ethanolysis reaction of benzenesulfenyl chlorides has been studied. The rate constants obtained have been discussed in terms of substituent effects and d-orbital participation of sulfur atom. From a non-linear Hammett plot, bipyramid type of intermediate has been suggested.

• Bulletin of the Korean Chemical Society
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• v.33 no.2
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• pp.519-523
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• 2012

A kinetic study is reported on nucleophilic displacement reactions of benzyl 2-pyridyl carbonate 6 with alkalimetal ethoxides, EtOM (M = Li, Na, and K), in anhydrous ethanol at $25.0{\pm}0.1^{\circ}C$. The plots of pseudo-firstorder rate constant $k_{obsd}$ vs. [EtOM] curve upward, a typical phenomenon reported previously for alkaline ethanolysis of esters in which alkali-metal ions behave as a Lewis-acid catalyst. The kobsd value for the reaction of 6 with a fixed EtOK concentration decreases rapidly upon addition of 18-crown-6-ether (18C6), a complexing agent for $K^+$ ion up to [18C6]/[EtOK] = 1.0 and then remains constant thereafter, indicating that the catalytic effect exerted by K+ ion disappears in the presence of excess 18C6. The reactivity of EtOM towards 6 increases in the order $EtO^-$ < EtOLi < EtONa < EtOK, which is contrasting to the reactivity order reported for the corresponding reactions of 2-pyridyl benzoate 4, i.e., $EtO^-$ < EtOK < EtONa < EtOLi. Besides, 6 is 1.7 and 3.5 times more reactive than 4 towards dissociated $EtO^-$ and ion-paired EtOK, respectively. The reactivity difference and the contrasting metal-ion selectivity are discussed in terms of electronic effects and transition-state structures.

• Korean Journal of Food Science and Technology
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• v.39 no.1
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• pp.94-98
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• 2007

Ethyl carbamate, which is also known as a possible human carcinogen, is formed by ethanolysis of N-carbamyl compounds such as carbamyl phosphate, urea, or citrulline. NaCl that is highly present in fermented foods was suspected to have an influence on ethyl carbamate formation. This study was designed to determine the effect of NaCl on the chemical reactions upon incubation of ethanol with the N-carbamyl compound in a 25% NaCl solution or in the absence of NaCl, and to find a possible association with the formation of ethyl carbamate. While the amount of ethyl carbamate formed in a urea solution with the addition of NaCl was increased up to 26%, the amount formed with citrulline or carbamyl phosphate in the presence of NaCl was decreased up to 30% and 40%, respectively. This indicates that NaCl should be considered as a potential factor influencing the rate of ethyl carbamate formation from its precursors.

• Bulletin of the Korean Chemical Society
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• v.31 no.10
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• pp.2929-2933
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• 2010

Pseudo-first-order rate constants ($k_{obsd}$) have been measured for nucleophilic substitution reactions of 2-pyridyl benzoate 5 with alkali metal ethoxides (EtOM, M = Li, Na, K) in anhydrous ethanol. The plots of $k_{obsd}$ vs. $[EtOM]_o$ are curved upwardly but linear in the excess presence of 18-crown-6-ether (18C6) with significant decreased $k_{obsd}$ values in the reaction with EtOK. The $k_{obsd}$ value for the reaction of 5 with a given EtONa concentration decreases steeply upon addition of 15-crown-5-ether (15C5) to the reaction medium up to ca. [15C5]/$[EtONa]_o$ = 1, and remains nearly constant thereafter, indicating that $M^+$ ions catalyze the reaction in the absence of the complexing agents. Dissection $k_{obsd}$ into $k_{EtO^-}$- and $k_{EtOM}$, i.e., the second-order rate constants for the reaction with the dissociated $EtO^-$ and the ion-paired EtOM, respectively has revealed that ion-paired EtOM is 3.2 - 4.6 times more reactive than dissociated $EtO^-$. It has been concluded that $M^+$ ions increase the electrophilicity of the reaction center through a 6-membered cyclic transition state. This idea has been examined from the corresponding reactions of 4-pyridyl benzoate 6, which cannot form such a 6-membered cyclic transition state.

• Journal of Mechanical Science and Technology
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• v.19 no.10
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• pp.1902-1909
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• 2005

A process for production of ethyl ester for use as biodiesel has been studied. The sodium hydroxide catalyzed transesterification of soybean oil with ethanol was carried out at different molar ratio of alcohol to oil, reaction temperature and catalyst amount for a constant agitation in two hours of reaction time. Central composite design and response surface methodology were used to determine optimum condition for producing biodiesel. It was found that ethanol to oil ratio and catalyst concentration have a positive influence on ester conversion as well as interaction effects between the three factors considered. An empirical model obtained was able to predict conversion as a function of ethanol to oil molar ratio, reaction temperature and catalyst concentration adequately. Optimum condition for soybean ethyl ester production was found to be moderate ethanol to oil ratio (10.5: 1), mild temperature range ($70^{\circ}C$) and high catalyst concentrations ($1.0\%$wt), with corresponding ester conversion of $93.0\%$.

• Journal of the Korean Chemical Society
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• v.57 no.3
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• pp.377-381
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• 2013

Thevetia peruviana (Yellow Oleander) seed oil was extracted with n-hexane in a soxhlet extractor. The ethanolysis and methanolysis of the oil were carried out with 50% of potassium hydroxide in ethanol and methanol respectively by weight of oil, as catalyst. The biodiesel was tested for biodegradability using E. coli. The percentage yield of the FAEE and FAME were 84.8% and 91.6% respectively. The biodegradability values of 81.4% and 86.2% were obtained for FAEE and FAME respectively after a period of 28 days. Other fuel quality parameters determined are the cetane index of 47.19 (FAEE) and 58.97 (FAME), flash point of $198^{\circ}C$ (FAEE) and $175^{\circ}C$ (FAME), kinematic viscosity at $40^{\circ}C$ of 5.21 $mm^2s^{-1}$ (FAEE) and 5.10 $mm^2s^{-1}$(FAME), pour point of $4^{\circ}C$ (FAEE) and $-2^{\circ}C$ (FAME) and a cloud point of $6^{\circ}C$ (FAEE) and $3^{\circ}C$ (FAME). Thus, Thevetia peruviana oil has a high potential for use in production of environmentally friendly biodiesel.