• 한국윤활학회:학술대회논문집
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• 한국윤활학회 2001년도 제33회 춘계학술대회 개최
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• pp.149-155
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• 2001

New semi-fluorinated polyol esters were synthesized by condensation reaction of polyols (NPG and TMP) and carboxylic acids such as 2-ethylhexanoic acid, stearic acid and perfluorooctanoic acid. The structures of polyol esters were confirmed by FT-IR and H-NMR etc. And, the fluorinated polyol esters were insoluble in several oils, however, the semi-fluorinated polyol esters were soluble in several oils depended on the structure of polyol esters. The physical properties such as 4-ball wear property and extreme-pressure (EP) properties were characterized by measuring wear scar diameter through ASTM D2266 and by determining the load-carrying through ASTM D2783 method, respectively. As the results, wear scar diameters of oils in which the semi-fluorinated polyol esters were added were not changed compared to those of not added oils. While extreme-pressure properties remarkably Increased with fluorine contents of the esters depended on the structure of acid moiety and polyol moiety. Also, the extreme-pressure property of semi-fluorinated NPG polyol ester in gasoline engine oil was better than that of commercial Teflon coating additive.

• Bulletin of the Korean Chemical Society
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• 제12권5호
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• pp.510-514
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• 1991

Second-order rate constants have been determined spectrophotometrically for reactions of S-p-nitrophenyl substituted thiobenzoates with various phenoxide ions and S-aryl substituted thiobenzoates with $HO^-$ ion. Thiol esters have been found to be more reactive than the corresponding oxygen esters toward phenoxide ions. The high reactivity of thiol esters relative to oxygen esters becomes insignificant as the basicity of the nucleophile increases. Furthermore, the highly basic $HO^-$ ion is less reactive toward thiol esters than oxygen esters. The significant dependence of the reactivity of thiol esters on the basicity of nucleophiles has been attributed to the nature of the HSAB principle. The present kinetic study has also revealed that the reactivity of thiol esters compared to oxygen esters is not so pronounced as expected based on the enhanced nucleofugicity of thiol esters. However, the effects of substituents in the nucleophile and in the acyl moiety of the substrate on rate appear to be significant. These kinetic results have led to a conclusion that the present reactions proceed via a rate-determining formation of a tetrahedral intermediate followed by a fast breakdown of it. The magnitude of the ${\beta}$ values shows no tendency either to increase or to decrease with the intrinsic reactivity of the reagents. The constancy of ${\beta}$ values in the present system is suggestive that the RSP should have limited applicability.

• 한국윤활학회:학술대회논문집
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• 한국윤활학회 2002년도 proceedings of the second asia international conference on tribology
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• pp.269-270
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• 2002

Antiwear(AW) properties of phoshphonic acid derivatives for trimethylolpropane (TMP) esters were investigated under boundary conditions. AW effect of dialkyl phosphonates depends on polarity of base fluid. They provide good AW performance in less polar TMP esters, whereas their AW effect is not sufficient in polar TMP esters. Amine salts of phosphonic acid were developed as new AW additiνe system for TMP esters. They provide excellent AW performance even in polar TMP esters.

• 통합자연과학논문집
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• 제8권2호
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• pp.111-116
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• 2015

Liquid chromatographic enantiomer separation of ${\alpha}$-amino acid esters as nitrobenzoxadiazole (NBD) derivatives was performed using several chiral stationary phases (CSPs) based on polysaccharide derivatives under fluorescence detection. For enantiomer separation by normal HPLC, the non-aqueous derivatization method of ${\alpha}$-amino acid esters for NBD analytes was introduced. Among the six CSPs used in this study, the performance of Chiralpak IA was superior for enantiomer resolution of NBD derivatives of several ${\alpha}$-amino acid methyl esters. Also the convenient analytical method using polysaccharide-derived CSPs developed in this study was applied to determine the optical purity of ${\alpha}$-amino acids esters. It was investigated that the enantiomeric impurity levels of 0.02-1.73% were found after determination of enantiomeric purities of several commercially available L-amino acid methyl esters. It is expected to be quite useful for enantiomer separation of other ${\alpha}$-amino acid esters as NBD derivatives by normal HPLC.

• 한국환경과학회지
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• 제12권1호
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• pp.81-86
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• 2003

The study was carried out to evaluate the new analytical method of phthalate esters(diethylphthalate, di-n-butylphthalate, butylbenzylphthalate, bis(2-ethylhexyl)phthalate), one of the endocrine disruptors, which were performed by GC/MS-SIM(selected ion monitoring). The phthalate esters were extracted from water samples using solid-phase extraction on $C_{18}$ columns. It investigated that the extraction recovery rate of phthalate esters with different solvents and solvent volume. The optimal solvent was dichloromethane and proper volume of dichloromethane for recovery of phthalate esters was 4 mL. There were good linearities(above $R^2$=0.9975) in the range 0.01~0.50mg/L, and the detection limits were below 0.01~0.03$\mu\textrm{g}$/L. The recovery rates, RSD and MDLs for phthalate esters were 80~114%, 5.0~8.1% and 0.03~0.11$\mu\textrm{g}$/L, respectively. This method shows a good precision of phthalate esters.

• 약학회지
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• 제30권3호
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• pp.128-138
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• 1986

Three newly synthesized alkanol esters of d-2-(6-methoxy-2-naphthyl) propionic acid, NAPROXEN were examined for physicochemical properties and biopharmaceutical characteristics. These esters were very stable in solid state, but more than 90% of these esters were hydrolysed to the parent, naproxen in rabbit's liver hornogenates. They showed higher dissolution rate in the artificial gastric and intestinal juice, and significantly greater partition coefficient in n-octanol, when compared with naproxen. The absorption rate constants of these esters were increased, while the elimination rate constants were decreased, comparing with naproxen. The ulcerogenic doses on gastric and intestinal mucosa were increased remarkably, and the antiinflammatory dose against carrageenininduced edema on rat hind paw was decreased markedly in these esters, and thus the safety indexes of these esters were higher than that of naproxen.

• Biomolecules & Therapeutics
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• 제8권2호
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• pp.147-152
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• 2000

The rodent uterotrophic assay is currently recommended as one of the primary in vivo assays far endocrine disrupting chemicals by the Organization for Economic Cooperation and Development (OECD) and Endocrine Disruptor Screening and Testing Advisory Committee (US EPA EDSTAC). Generally, this assay relies on the rapid increase in uterus and vagina weights when exposed to estrogenic compounds. Phthalate esters have been used extensively as a plasticizer in the manufacture of plastic products such as PVC films and medical devices. Recently, phthalate esters have been shown to induce endocrine system mediated responses. However, a flew studies have been conducted for the screening of their estrogenic activity. In this study the estrogenic activity of seven phthalate esters, butyl benzyl phthalate (BBP), di(2-ethylhexyl) phthalate (DEHP), di-n-butylphthalate (DBP), diethylphthalate (DEP), di-n-pentylphthalate (DPF), di-n-propylphthalate (DPrP) and dicyclohexylphthalate (DCHP), was examined in uterotrophic assay. Phthalate esters dissolved in corn oil were administered to ovariectomized (OVX) female Sprague-Dawley rats by sub-cutaneous injection for three consecutive days. fiats were sacrificed 24h after final treatment, and then uterus and vagina weights were deter mined. All phthalate esters tested in this assay did not change talc uterus and vagina weights at dosage levels up to 200 mg/kg/day treatment. These results demonstrated that phthalate esters did not exhibit estrogenic activity in vivo uterotrophic assay.

• Bulletin of the Korean Chemical Society
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• 제28권3호
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• pp.432-438
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• 2007

Environmentally important phthalic esters have been analyzed by GC-MS in terms of individual phthalic esters or total phthalic esters directly or after derivatization. Derivatization improves the chromatographic characteristics of the highly polar phthalic esters. This study focused on the GC-MS determination of the total phthalic esters and the individual phthalic esters simultaneously. The phthalic esters were hydrolyzed to phthalate and corresponding alcohols in 1 M NaOH solution at 90 oC for 30 min followed by extraction with ethyl acetate after acidifcation. The phthalic acid and alcohols were simultaneously silyl derivatized using bis(trimethylsilyl)trifluoroacetamide (BSTFA) to their corresponding silyl ester and ethers in the mixture of 60% acetone and 40% ethyl acetate at room temperature within 30 min. Because of the high reactivity of BSTFA with the phthalic acid and alcohols effective silyl derivatization was possible simultaneously. GC-MS analysis of the silyl derivatives of phthalic acid and alcohols was performed. The total phthalic ester content was estimated from the analytical result of phthalic silyl ester, while the individual phthalic ester was quantified from the analytical results of alcoholic silyl ethers. This technique was applied to spiked tab water and real seawater samples from the Lake Shihwa in Korea. The results were checked against the results from the direct GC-MS analysis of the phthalic esters and reasonable recoveries with high sensitivity were achieved. The recoveries were higher than 75% with low relative standard deviation (below 10%).

• 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.

• BMB Reports
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• 제28권4호
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• pp.290-292
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• 1995

Existence of a binding site for choline esters with an acyl chain of various sizes was examined by comparing the inhibitory potency of the respective compound. In contrast to acetylcholine, which showed a pure competitive pattern of inhibition, choline esters with an acyl chain of a long size ($C{\geq}5$) expressed a mixed type of inhibition. Binding of choline esters containing a long chain ($C_7-C_{12}$) to the hydrophobic region in the active site is deduced from a linear relationship between the $K_{iE}$ value and the size of acyl moiety, and a good hydrophobicity relationship. In addition, the non-competitive component in the inhibition of acetylcholinesterase seems to be due to the interaction of choline esters with both the hydrophobic site and the trimethylammonium-binding site in the active center of the acetylated acetylcholinesterase.