• Proceedings of the Korean Society of Tribologists and Lubrication Engineers Conference
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• 2001.11a
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• pp.179-185
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• 2001

High performance characteristics are required for rolling bearings and the various functions of bearing are greatly influenced by grease. Recently, higher performance is being demanded of rolling bearing greases for bearing lubrication. Four special greases with different composition such as lithium soap/ester oil, urea/ester oil, urea/ether oil and PTFE/fluorine oil were synthesized to compare the performance of these greases with that of the conventional lithium soap/mineral oil grease. The grease properties were investigated using a series of typical grease testing methods and grease life test. After the life test, the greases were charaterized by FTIR analysis and a microscope. And the iron amount in the greases was analyzed by AAS after ashing. The composition and manufacturing process determined the grease performance. The grease with a base oil of synthetic oil showed higher performance and the urea/ester oil and PTFE/fluorine oil showed about three times longer life as compared with conventional lithium grease.

• Bulletin of the Korean Chemical Society
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• v.30 no.5
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• pp.1003-1008
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• 2009

The $O_sO_4$-catalyzed dihydroxylations of a monosubstituted allylic amine and $\gamma-amino-\alpha,\;\beta-unsaturated$ (E)-esters with bulky alkyl groups showed a high anti-selectivity. Since the acyclic conformation of N-acyloxy protected allylic amines was efficiently controlled by a bulky t-Bu or OBO ester group, the anti diastereoselectivity of >12.5:1 was obtained without applying a chiral reagent. The synthetic utility of the present method was demonstrated by a stereoselective and efficient synthesis of an $\alpha$-glucosidase inhibitor 15 from commercially available N-Cbz-L-serine 6 in 11 steps and 31% yield.

• Bulletin of the Korean Chemical Society
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• v.34 no.2
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• pp.549-552
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• 2013

An efficient and alternative synthesis of enantiomerically pure (+)-(S)-4-(4-((4-chlorophenyl)(pyrid-2-yl)methoxy]piperidin-1-yl)butanoic acid, bepotastine (1) is described. The key resolution of (R/S)-bepotastine l-menthyl ester (3) is achived via diastereomeric salt crystallization using N-benzyloxycarbonyl-L-aspartic acid (NCbzLAA) as the resolving agent to provide (S)-bepotastine l-menthyl ester (S)-3. Hydrolysis of (S)-bepotastine l-menthyl ester (S)-3 afforded the desired bepotastine (1) with good yields and enantiopurity (> 99%). Finally, bepotastine besilate (4) and bepotastine calcium (5) are achived by salt formation of bepotastine (1) with benzene sulfonic acid and calcium salt respectively. The reaction conditions were optimized to make suitable for commercial scale production.

• YAKHAK HOEJI
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• v.47 no.5
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• pp.276-282
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• 2003

For the development of new synthetic method for unnatural amino acid esters, N-aryl phenylglycine Ο-alkyl esters 4a∼i were synthesized through esterification, bromination, C-N bond formation from commercially available phenylacetic acids. An efficient and practical reaction condition for esters 2a∼c was that the starting materials 1a∼c were refluxed in absolute methanol for 3 hours with catalytic concentrated hydrosulfuric acid. In addition, bromines 3a∼c were formated for 3h in dichloromethane at rt with N-bromosuccinimide. Bromines 3a∼c were also converted to 4a∼i through substitution of arylamines during refluxing for 24 hours in ethanol with triethylamine. Interestingly, ethyl esters 5a∼c were formed via transesterification reaction when the p-sulfamylanilino group was used as a nucleophile in ethanol solvent.

• Journal of the Korean Applied Science and Technology
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• v.24 no.3
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• pp.211-218
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• 2007

Based on the Benzoflex (Vesicol Chemical Co.) as PVC plasticizer substituents for Di-n-octyl phthalate (DOP), a series of new aromatic carboxylic acid ester compounds were designed as plasticizers, synthesized, and screened for the endocrine disrupting activity. 2-Hydroxybenzoic acid (1) and 2-methoxybenzoic acid (2) as the commercially available starting materials were reacted with diethylene glycol (3) in the presence of p-toluenesulfonic acid using Dean-Stark column to give diethylene glycol di-(2-hydroxy)benzoate (4, KH01) and diethylene glycol di-(2-methoxy)benzoate (5, KH02), respectively. And diethylene glycol di-(3-pyridinyl) ester (7, KH03) and dipropylene glycol di-(3-pyridinyl) ester (9, KH04) were obtained in high yields by treatment of nicotinoyl chloride (6) with diethylene glycol (3) and dipropylene glycol (8) in the presence of triethylamine as a base. To determine the estrogenic disrupting effect of new synthetic phthalate analogues, E-screen assay method was used. Of these compounds, 4 (KH01) was found to be compound without endocrine disrupting effect.

• Applied Chemistry for Engineering
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• v.16 no.6
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• pp.834-841
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• 2005

Polyethylene glycol esters (PEG-esters) were synthesized by condensation reaction of dicarboxylic acid such as adipic acid and sebacic acid and several PEGs. The PEG-esters were analyzed by FT-IR, $^1H-NMR$ and HPLC for structure analysis, and by GPC for molecular weight. Through the analysis of surface tension, critical micelle concentration (CMC), aluminum contact angle of water solution containing the PEG-ester, the synthetic PEG-esters are proven to exhibit surfactant properties. The surface tension ranged from 45 to 50 dyn/cm depended on the concentration and structures of the PEG-esters. The surface tension of PEG-esters with sebacic acid moiety and short polyoxyethylene unit resulted in lower value than that of PEG-ester with adipic acid moiety and long polyoxyethylene unit. The CMC of water solution containing 2.5 wt% PEG-ester with sebacic acid moiety estimated at $0.9{\times}10^{-5}{\sim}5.3{\times}10^{-3}mol/L$ depended on the structures of PEG-esters. The CMC of PEG-esters with long polyoxyethlene unit showed a higher value than that of PEG-esters with short polyoxyethylene unit. Meanwhile, the CMC of PEG-esters with adipic acid moiety was not distinct due to their high hydrophilic character. As the results of contact angle and cutting time aginst aluminum, the contact angle ranged from $45^{\circ}$ to $53^{\circ}$ depended on the concentration of PEG-esters. The cutting time of aluminum showed the shortest value at CMC, but the longest value above CMC. This fact indicates that the CMC of PEG-esters is a very important factor in drilling aluminum.

• Korean Journal of Environmental Agriculture
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• v.11 no.2
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• pp.125-132
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• 1992

This study was conducted to know degradation products of the synthetic pyrethroid insecticide bifenthrin under soil, aqueous solution and UV-light irradation, and know its movement by leaching in soil. The major degradation product of bifenthrin was identified with 2-methylbiphenyl -3-y1 methanol by HPLC, UV, Mass and NMR under soil, aqueous solution and UV-light irradiation, The main degradation route was hydrolysis of the ester linkage. On exposure to UV-light, bifenthrin was decomposed almost completely in concentrations of 10 and 100 ppm in 24 hr but decomposed about 80% in 1,000 ppm. Bifenthrin was immobile in soil column system and on soil thin-layer chromatography system. Mostly bifenthrin remained in the 0-2.0㎝ layer of soil column and soil TLC.

• Applied Chemistry for Engineering
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• v.10 no.1
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• pp.135-137
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• 1999

For the synthesis of new anti-inflammatory agents as indol derivatives, we have synthesized ${\alpha}$-benzoyl-1-ethyl-1,3,4,9-tetrahydro-8-ethyl-9-(N-benzoyl)pyrano[3,4-b]indole-1-acetic acid methyl ester. It was a new method for ${\alpha}$-substituted etodolac carboxylic acid. The synthetic process was composed of four steps, and 7-ethylindole and oxalyl chloride were used as starting materials. The third step, cyclization was carried out by addition of borontrifluoride diethyl etherate in 66% yield. The step of reduction and cyclization were simplified successfully. The final product, ${\alpha}$-benzoyl-1-ethyl-1,3,4,9-tetrahydro-8-ethyl-9-(N-benzoyl)pyrano[3,4-b]indole-1-acetic acid methyl ester was obtained in 66% yield by the reaction of methyl 1,8-dimethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetate (etodollic acid methyl ester) and benzoyl chloride.

• Environmental Analysis Health and Toxicology
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• v.5 no.1_2
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• pp.37-44
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• 1990

Synthetic detergents and surfactants are in widespread usage as household and industrial detergents. Potential human toxic hazard arises following percutaneous absorption or oral ingestion of solution residues from kitchen and feeding utensils, fruits, and vegetables and contaminated water supplies. A toxicological investigations was performed with the synthetic detergents and surfactants [linear alkyl benzene sulfonate (LAS), ${\alpha}$-olefin sulfonate (AOS), sodium lauryl sulfonate (SLS), sodium lauryl ester sulfonate (SLES)］, In acute toxicity, agents were administered subcutaneously into ICR mice. In acute study, after lowering of spontaneous motility, respiratory failure, death appeared, vomitting was often associated with salivation and or retching. No sex difference was observed in LD$\sub$50/ of mice. In subacute toxicity, agents were administered orally into SD rats. Body weight increase was suppressed and there was no adverse effect on food and water consumption. The weight of organs were not changed by agents as compared with control group. No specific change was observed in biochemical and hematologicalor data.

• 한국생물공학회:학술대회논문집
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• 2002.04a
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• pp.445-448
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• 2002

The Pseudomonas fluorescens KCTC 1767, a selected and identified as potential candidate for stereo-specific resolution of rac-ketoprofen ethyl ester, was systematically investigated in order to induce the high level expression and detailed characterization of the expressing enzyme esterase. We cloned the esterase gene from chromosomal DNA of Pseudomonas fluorescens KCTC 1767 by PCR with two synthetic primers that desinged for simple purification. The recombinant esterase from Pseudomonas fluorescens KCTC 1767 exibited a high conversion rate and enantioselectivity to the (S)-ketoprofen ethyl ester as expected. The enzyme was easily purified to homogeniety by using a metal chelating affinity chromatography as a protein with poly histidine taq, and thus obtained 0.6 mg of protein from a 100 mL culture broth in a single step. The purified enzyme was steadily stable at the pH range from 7.0 to 10. The activity was also retained to be about 70% after the preincubation at $40^{\circ}C$ but over $50^{\circ}C$ lost the activity completely. The molecular mass of the esterase was estimated to be about 43 kDa on SDS-PAGE, and an identical result was also shown in gel filteration chromatography. The specific activity was calculated 27 mM/mg-protein/min by using the rac-ketoprofen ethly ester as a substrate.