• 한국윤활학회:학술대회논문집
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• 한국윤활학회 2001년도 제34회 추계학술대회 개최
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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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• 제30권5호
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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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• 제34권2호
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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.

• 약학회지
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• 제47권5호
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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.

• 한국응용과학기술학회지
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• 제24권3호
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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.

• 공업화학
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• 제16권6호
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• pp.834-841
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• 2005

아디픽산 및 세바식산의 이염기산을 폴리에틸렌글리콜(PEG)과 축합 반응하여 여러종류의 PEG-ester를 합성하였다. 합성된 PEG-ester의 화학적 구조 및 분자량을 FT-IR, $^1H-NMR$, HPLC 및 GPC에 의하여 분석하였다. 또한, 임계미셀농도(CMC), 표면장력, 알루미늄판에 대한 접촉각 등을 통하여 수용액상에서 계면활성제의 역할을 함을 알 수 있었다. PEG-ester의 농도에 따라 표면장력은 72.5에서 45~50 dyne/cm로 감소함을 알 수 있었고, 세바식산을 사용하여 합성한 PEG-ester가 아디픽산을 사용하여 합성한 PEG-ester보다 같은 농도에서 낮은 표면장력을 나타내었다. CMC는 구조에 따라 차이를 나타내었는데 세바식산을 함유한 PEG-ester의 CMC는 $0.9{\times}10^{-5}{\sim}5.3{\times}10^{-3}mol/L$로 폴리옥시알킬렌 단위체가 길어질수록 증가하였으며 아디픽산을 함유한 PEG-ester의 경우, 변곡점을 뚜렷하게 관찰할 수가 없었다. 알루미늄에 대한 젖음성을 알루미늄 시편에 대한 접촉각을 측정하여 검토하였는 바, PEG-ester의 농도가 증가할수록 작아짐을 알 수 있었고 임계점을 관찰할 수가 있었다. 2.5 wt% PEG-ester를 함유한 수용액의 알루미늄에 대한 접촉각은 $45{\sim}53^{\circ}$이었으며 알루미늄 가공 절삭시간은 CMC를 나타내는 농도에서 가장 짧게 관찰되었으며 CMC 농도보다 큰 농도에서 길게 나타났다. 즉, 알루미늄을 가공할 때 PEG-ester의 CMC가 절삭성능에 중요한 영향을 미치는 것으로 판단되었다.

• 한국환경농학회지
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• 제11권2호
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• pp.125-132
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• 1992

토양 및 수용액조건에서와 자외선조사시의 bifenthrin의 주 분해대사산물을 확인하고 토양중 에서의 용탈을 조사한 결과는 다음과 같다. 토양 및 수용액조건에서와 자외선조사시 bifenthrin의 일차분해산물은 2-methylbiphenyl-3-ylmethanol로 HPLC, UV, Mass 및 NMR로 확인되었으며 bifenthrin의 주 분해경로는 ester결합의 가수분해 작용으로 나타났다. 자외선 조사시 bifenthrin은 첨가농도 10,100ppm에서 24시간만에 거의 분해 소실되었으며 1,000ppm일 때는 약 80%정도 분해되었다. Soil TLC 및 column상에서 bifenthrin은 거의 용탈되지 않고 표토에 존재하였다.

• 공업화학
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• 제10권1호
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• pp.135-137
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• 1999

새로운 인돌 유도체인 항염증제를 합성하기 위하여 ${\alpha}$-benzoyl-1-ethyl-1,3,4,9-tetrahydro-8-ethyl-9-(N-benzoyl)pyrano[3,4-b]indole-1-acetic acid methyl ester(10)을 합성하였다. 출발물질은 7-ethylindole과 oxalyl chloride로 하여 4단계로 이루어졌다. 셋째 단계는 borontrifluoride diethyl etherate을 사용하여 66%로 고리화반응을 하였으며, 환원반응과 고리화반응도 효율적으로 단순화하였다. 최종생성물인 ${\alpha}$-benzoyl-1-ethyl-1,3,4,9-tetrahydro-8-ethyl-9-(N-benzoyl)pyrano[3,4-b]indole-1-acetic acid methyl ester는 4단계에서 얻은 methyl 1,8-dimethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetate(etodollic acid methyl ester)를 benzoyl chloride와 반응하여 66%의 수율로 얻었다.

• Environmental Analysis Health and Toxicology
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• 제5권1_2호
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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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• 한국생물공학회 2002년도 생물공학의 동향 (X)
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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.