• Title/Summary/Keyword: and esterification

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Synthesis and characterization of hydrophobic and hydrophilic cellulose derivative by esterification (친수성과 소수성을 동시에 가지는 아세틸화 셀룰로스 에테르의 합성 및 특성 평가)

  • Kim, Taehong;Lee, Sangku;Son, Byunghee;Paik, Hyun-Jjong;Yoon, Sanghyeon;Lee, Heesoo
    • Journal of the Korean Crystal Growth and Crystal Technology
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    • v.23 no.1
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    • pp.31-36
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    • 2013
  • Acetylated Cellulose Ether (ACE), cellulose-based amphiphilic polymer with hydrophilic and hydrophobic, was synthesized and investigated in terms of its solubility and wettability for organic solvents and water. Acetyl group was substituted to the cellulose ether in a hydrophilic polymer by esterification. As a result of FT-IR, the peak corresponding to the hydroxyl group decreased and carboxyl acid peak increased with increasing reaction time and temperature, which signified the increase in the degree of acetylation of the ACE. There were similar thermal decomposition behaviors before and after esterification reaction until $800^{\circ}C$ so that the reaction occurred without significant structural changes of cellulose backbones. The solubility parameter of the ACE had a range of 18.5~26.4, and its viscosity and turbidity were controlled according to the solubility parameter of organic solvents. The ACE showed the hydrophilicity because the contact angle of the ACE was higher than the cellulose ether. These results confirmed that the ACE had the hydrophobicity and hydrophilicity due to the ether which was glucosidic bonding between the glucose units and un-reacted hydroxyl functional groups in the ACE.

Esterification of Methacrylic acid with Ethylene glycol over Heteropolyacid supported on ZSM-5 (ZSM-5 위에 지지된 Heteropolyacid 하에서 Methacrylic acid와 Ethylene glycol의 에스테르화 반응)

  • Prabhakarn, A.;Fereiro, J.A.;Subrahmanyam, Ch.
    • Journal of the Korean Chemical Society
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    • v.55 no.1
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    • pp.14-18
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    • 2011
  • Esterification of methacrylic acid with ethylene glycol was carried out over Heteropolyacids [HPA: $H_4SiW_{12}O_{40}$ (STA) and $H_3PW_{12}O_{40}$ (PTA)] supported on ZSM-5. For comparison, the same reaction was carried out over unsupported HPA, $H_2SO_4$, $BF_3$ and PTSA. Among the catalysts studied, HPA showed better activity compared to $H_2SO_4$, $BF_3$ and PTSA. Catalytic activity was compared with HPA supported ZSM-5 catalysts. Typical results indicated that 30 wt% PTA supported on ZSM-5 showed nearly the same activity as that of bulk PTA. It was found that the reaction follows first order kinetics with respect to methacrylic acid. The reaction products were identified by $^1H$-NMR and FT-IR.

Effects of Green Tea Extract on Intestinal Mucosal Esterification of $^{14}C$-Oleic Acid in Rats (녹차 추출물이 흰쥐 소장세포의 지방 에스테르화 과정에 미치는 영향)

  • Seo, Yun-Jung;Noh, Sang-K.
    • Food Science and Preservation
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    • v.15 no.3
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    • pp.450-455
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    • 2008
  • Previously, we have shown that green tea extract lowers the intestinal absorption of cholesterol, fat, and other fat-soluble compounds. We conducted this study to determine whether green tea extract affects the rate of $^{14}C$-oleic acid esterification into various lipids in the intestinal mucosa of rats. Male Sprague-Dawley ruts were had free access to a nutritionally adequate AIN-93G diet and deionized water. Initially, the rat's mucosal content of total lipids was measured following 1 mL olive oil administration with (green tea group) or without (control group) 100 mg green tea extract powder. At 1 h and 5 h, intestinal segments were extracted for total lipid analysis. Secondly, to measure mucosal esterification rates of lipids, an abdominal incision was made along the midline, and a 10-cm long jejunal segment of the small intestine was ligated in situ. Then, micellar solutions with or without green tea extract were injected into the ligated jejunal segments and incubated for 10 mill. The micellar solution contained $200.0\;{\mu}$ Ci $^{14}C$-oleic acid, $200.1\;{\mu}mol$ unlabelled oleic acid, $66.7\;{\mu}mol$ 2-monooleoylglycerol, $66.7\;{\mu}mol$ palmitoyl-sn-glycero-3-phosphocholine, 2.2 mmol glucose, $50.0\;{\mu}mol$ albumin, and 16.5 mmol Na-taurocholate per L of phosphate buffered saline (pH, 6.3) with or without 8.87 g green tea extract powder. At 10 min, each rat was sacrificed by cervical dislocation under anesthesia and the segment was removed for lipid analysis. Significant differences were observed in mucosal triglyceride content at 1 h and 5 h in ruts given green tea extract. Significant differences in the rate of $^{14}C$-oleic acid esterification into triglycerides and phospholipids fractions were observed between control and green tea groups. However, There were no significant differences in other lipid fractions. These results indicate that the lowered esterification rates of $^{14}C$-oleic acid into triglycerides and phospholipids fractions is attributable to presence of green tea extract. This may be associated with an inhibitory effect of green tea catechin on the mucosal processes of lipids, leading to the inhibition of intestinal absorption of lipids.

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.

Synthesis of Polyester-diol and Exfoliation of Nanoclay through Esterification between Adipic Acid and Diethylene Glycol (Adipic Acid와 Diethylene Glycol의 에스테르 반응을 통한 나노점토의 박리와 폴리에스테르형 디올의 합성)

  • Kim, Byung-Ju;Lee, Sang-Ho
    • Elastomers and Composites
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    • v.44 no.4
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    • pp.447-454
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    • 2009
  • We synthesized polyester-diol containing Cloisite 30B which is exfoliated during the synthesis. First, esterification was conducted with excess adipic acids and two 2-hydroxyethyl groups of the tertiary ammonium tethered to Cloisite 30B silicate layer. Due to the small molecular size of adipic acid ($d{\approx}3.0\;{\AA}$, $L{\approx}9.3\;{\AA}$), it penetrated into the interlayer of Cloisite 30B, reacted with the 2-hydroxyethyl groups, and produced the tertiary ammonium that has the two ethyl-ester adipic acid groups, one methyl group, and one hydrogenated alkyl group. Through the esterification, the molecular size of the tertiary ammonium increased and as the result, the basal space of Cloisite 30B increased from $18.4\;{\AA}$ to more than $58.3\;{\AA}$. The produced ethyl-ester adipic acid and unreacted adipic acid reacted with excess diethylene glycol ([COOH]/[OH]${\approx}0.6$) to be polyester-diol. The COOH conversion calculated from the acid value of the reactant mixture was 94%. The number average molecular weight and PDI of the produced polyester-diol were 830 g/mol and 1.2, respectively.

Optimization of Esterification of Jatropha Oil by Amberlyst-15 and Biodiesel Production (Amberlyst-15를 이용한 자트로파 오일의 에스테르화 반응 최적화 및 바이오디젤 생산)

  • Choi, Jong-Doo;Kim, Deog-Keun;Park, Ji-Yeon;Rhee, Young-Woo;Lee, Jin-Suk
    • Korean Chemical Engineering Research
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    • v.46 no.1
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    • pp.194-199
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    • 2008
  • In this study, the effective method to esterify the free fatty acids in jatropha oil was examined. Compared to other plant oils, the acid value of jatropha oil was remarkably high, 11.5 mgKOH/g. So direct transesterification by a base catalyst was not suitable for the oil. After the free fatty acids were esterified with methanol, jatropha oil was transesterified. The activities of four solid acid catalysts were tested and Amberlyst-15 showed the best activity for the esterification. After constructing the experiment matrix based on RSM and analyzing the statistical data, the optimal esterification conditions were determined to be 6.79% of methanol and 17.14% of Amberlyst-15. After the pretreatment, jatropha biodiesel was produced by the transesterification using KOH in a pressurized batch reactor. Jatropha biodiesel produced could meet the major specifications of Korean biodiesel standards; 97.35% of FAME, 8.17 h of oxidation stability, 0.125% of total glycerol and $0^{\circ}C$ of CFPP.

NaY Zeolite Membrane Pervaporation for Dehydration from Ethylacetate Manufacturing Process (에틸아세테이트 생산 공정의 탈수를 위한 NaY 제올라이트 분리막 투과증발)

  • Ahn, Hyoseong;Lee, Hyeryeon;Lee, Yongtaek
    • Korean Chemical Engineering Research
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    • v.43 no.3
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    • pp.366-370
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    • 2005
  • Pervaporation process using a NaY zeolite membrane was applied for separation of water generated in an esterification process as a byproduct. From the binary mixture of water and either ethyl acetate or acetic acid and the ternary mixture of water, ethanol and ethyl acetate which might be present in an esterification reaction for manufacturing ethyl acetate, water was separated by the membrane pervaporation. It was investigated how the operating parameters such as an organic concentration and a temperature affected the permeate flux and the separation factor of water. For the feed mixture of water/ethyl acetate, the total flux and the separation factor of water were observed to be $930-5,000g/m^2/hr$ and 3,700-8,000, respectively. Also it was found for ternary mixtures of water/ethanol/ethyl acetate that the total flux was $1,300-3,900g/m^2/hr$ and the separation factor was 530-1,600. A pervaporation process might be applied in an esterification process since both the total flux and the separation factor of water through the NaY zeolite membrane were shown to be very high.

Low-costBacksheet Materials with Excellent Resistance to Chemical Degradation for Photovoltaic Modules (태양전지모듈용 고내구성 저가형 백시트)

  • Pyo, Se Youn;Lee, Chang Hyun
    • Membrane Journal
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    • v.25 no.3
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    • pp.287-294
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    • 2015
  • Photovoltaic (PV) modules are environmentally friendly energy-conversion devices to generate electricity via the photovoltaic effect of semiconductors on solar energy. One of key elements in PV modules is "Backsheet," a multi-layered film to protect the devices from a variety of chemicals including water vapor. A representative Backsheet is composed of polyvinyl fluoride (PVF) and poly(ethylene terephthalate) (PET). PVF is relatively expensive, while showing excellent resistance to chemical attacks. Thus, it is necessary to develop alternatives which can lower its high production cost and guarantee lifetime applicable to practical PV modules at the same time. In this study, PET films with certain levels of crystallinity were utilized instead of PVF. Since it is well known that PET is suffering from trans-esterification and hydrolysis under a wide pH range, it is needed to understand decomposition behavior of the PET films under PV operation conditions. To evaluate their chemical decomposition behavior within a short period of times, accelerated decomposition test protocol is developed. Moreover, electrochemical long-term performances of the PV module employing the PET-based Backsheet are investigated to prove the efficacy of the proposed concept.

Optimum Conditions to Esterify Alginic Acid (알긴산의 적정 에스테르화 조건)

  • HA Jae-Ho;HAWER Woo-derck;SHIN Dong-Hwa
    • Korean Journal of Fisheries and Aquatic Sciences
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    • v.20 no.3
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    • pp.202-207
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    • 1987
  • Esterifying conditions to produce propylene glycol alginate (PGA) with alginic acid and propylene oxide were determined, and physico-chemical properties of the PGA were also determined. The rate of esterification increased with the content of propylene oxide up to 4 mole. Alginic acid containing $30\%$ of water shelved maximum esterification, however, it was dificult to remove the surplus moisture in the alginic acid when it cotained the moisture above $70\%$. Maximum esterification was taken place when alginic acid with $44.15\%$ water was reacted with 4mole of propylene oxide at $70^{\circ}C$. The rate of esterification of alginic acid with $50.05\%$ of water increased up to 1 hour at $70^{\circ}C$, followed by no significant increase with reaction time. No significant decrease in the viscosity of $2-3\%$ PGA solution occurred, up to pH 3.0. Pseudoplastic characteristics were kept in case of $1\%,\;2\%\;3\%$ and $5\%$ of PGA solution in the pH of 1.0-5.0.

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Molecular Dynamics Simulation Study of Lipase-catalyzed Esterification of Structural Butanol Isomers in Supercritical Carbon Dioxide (초임계 이산화탄소에서 리파아제-효소를 이용한 부탄올 구조이성질체의 에스테르화 반응의 분자 동역학 연구)

  • Kwon, Cheong-Hoon;Jeong, Jeong-Yeong;Song, Kwang Ho;Kim, Seon Wook;Kang, Jeong-Won
    • Applied Chemistry for Engineering
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    • v.18 no.6
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    • pp.643-649
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    • 2007
  • Lipase-catalyzed esterification of structural butanol isomers and n-butyric acid was investigated in supercritical carbon dioxide. The experiments were performed in a high pressure cell for 5 hrs with a stirring rate of 150 rpm at 323.15 K and 130 bar. The Candida Antarctica lipase B (CALB) was used in whole system as a catalyst. The experimental results were analyzed by GC-FID using a INNOWax capillary column. The conversion yield and the tendency of the esterification in supercritical carbon dioxide were compared with estimated results by molecular dynamics simulation. Based on the Ping-Pong Bi-Bi mechanism with competitive inhibition, each step of the reaction was optimized; using this result the transition state was predicted. Conformational preference of isomers was also analyzed using molecular dynamics simulations. This kind of approach will be further extended to the prediction of enzyme-catalyzed reactions using computers.