• 한국해양바이오학회지
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• 제1권4호
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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.

• 한국해양바이오학회지
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• 제2권3호
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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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• 제29권7호
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• pp.1295-1296
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• 2008

• Korean Chemical Engineering Research
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• 제47권5호
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• pp.546-552
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• 2009

이번 연구에서는 밀배아유의 기능성 향상을 위해 고정화 효소를 이용한 밀배아유의 효소적 에탄올 반응을 수행했고, 효소적 에탄올 반응의 비가압조건과 가압조건을 중점적으로 비교 분석했다. 비가압조건 효소적 에탄올 반응 수행은 밀배아유와 99.9% 에탄올 혼합물에 두 가지 고정화 효소인 Lipozyme TL-IM과 Lipozyme RM-IM를 1~5 w%(밀배아 기준 무게비)로 25 ml 플라스크에 shaking machine 상에서 $40{\sim}70^{\circ}C$, 120 rpm 조건으로 실험을 수행했다. 가압조건상에서의 효소적 에탄올 반응 조건은 고정화 효소 2 w%, 반응 시간 24시간, 반응 온도 $40{\sim}60^{\circ}C$ 및 반응 압력 75, 100, 150, 200 bar으로 수행했다. 실험으로부터 회수된 sample은 트리글리세라이드의 분해 정도를 살펴보기 위해 모노-, 디-, 트리글리세라이드를 HPLC를 이용하여 분석했다. 밀배아유의 전반적인 전환율은 반응온도와 고정화 효소의 농도에 따라 증가했고, 최적 반응 조건은 가압조건 $50^{\circ}C$, 100 bar이었다.

• 대한화학회지
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• 제20권1호
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• pp.15-18
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• 1976

염화벤젠술페닐의 바람직한 형태를 EHMO법으로 구하였다. 이 형태의 안정도는 황원자와 벤젠고리 사이의 n-${\pi}$ 콘쥬게이션에 따른다는 것을 알았다. 또 염화벤젠술페닐의 가에탄올 분해반응을 연구하여 얻은 반응속도상수를 치환기 효과와 황원자의 d-궤도함수 기여로 논의하였다. 비선형 Hammett 그래프로 부터 쌍뿔형의 중간체를 제안할 수 있었다.

• Bulletin of the Korean Chemical Society
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• 제33권2호
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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.

• 한국식품과학회지
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• 제39권1호
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• pp.94-98
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• 2007

발효식품에 다량 함유되어 있는 NaCl이 ethyl carbamate 전구체인 N-carbamyl 화합물과 에탄올과의 화학반응에 영향을 주는 것으로 확인되었다. N-carbamyl 화합물과 에탄올의 화학반응 속도를 비교한 결과, carbamyl phosphate, urea, 시트룰린 순서로 ethyl carbamate의 생성 속도가 감소되었다. 또한 NaCl은 ethyl carbamate의 주요한 전구체로 추정되는 carbamyl phosphate 또는 시트룰린과 에탄올의 화학반응을 억제한 반면에, urea와 에탄올과의 반응은 오히려 촉진하였다. 앞으로 발효식품에서 ethyl carbamate 및 그 전구체의 생화학적 생성 기전뿐만 아니라 전구체간의 화학반응에 대한 NaCl의 역할에 대한 연구가 지속되어야 할 것으로 사료된다.

• Bulletin of the Korean Chemical Society
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• 제31권10호
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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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• 제19권10호
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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 $93.0\%$.

• 대한화학회지
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• 제57권3호
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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.