• Bulletin of the Korean Chemical Society
• /
• v.5 no.5
• /
• pp.187-190
• /
• 1984

Reaction of acid chlorides with primary alcohols, secondary alcohols, and aryl alcohols in the presence of a catalytic amount of zinc chloride gave the corresponding esters in high yields, whereas the reaction with tertiary alcohols failed to give the esters due to the fast solvolytic reactions of tertiary alcohols with hydrogen chloride generated from the reaction. The use of molecular sieves as a scavenger for hydrogen chloride was found to be moderately effective in the reaction of mesitoyl chloride with tertiary alcohols. Reaction of acid chlorides with thiols in the presence of zinc chloride in acetonitrile proceeded cleanly, yielding the corresponding thiol esters in high yields.

• Journal of Korean Society of Environmental Engineers
• /
• v.27 no.5
• /
• pp.461-467
• /
• 2005

Phthalate esters is recently considered as an environmental pollutant. This study investigated removal methods of phthalate esters in water environment. On tap water treatment condition with batch test, removal efficiency of coagulation precipitation of one oxidation were $26.6{\sim}33.8%$ and $10{\sim}15%$, respectively. Phthalate esters was effectively removed by the activated carbon adsorption process on tap water treatment condition. The operation of raw water with EBCT of 10 minutes on continuous process satisfied the standard of drinking water by the WHO and US EPA when the concentration of phthalate esters was $100\;{\mu}g/L$. On pilot plant test, coagulation precipitation process got $32{\sim}44%$ of removal efficiency, sand filtration process $6{\sim}10%$ and ozone oxidation process $8{\sim}10%$, respectively. DEP, DBP, BBP and DEHP were not detected after the raw water was processed with activated carbon. The actual survey of phthalate esters removal by advanced water treatment showed that $29{\sim}76%$, $3{\sim}29%$ and $17{\sim}22%$ of phthalate esters were removed on coagulation precipitation process, sand filtration and ozone oxidation process, respectively. DEP, DBP, BBP and DEHP were not detected after the raw water was processed with activated carbon.

• Membrane Journal
• /
• v.24 no.6
• /
• pp.484-490
• /
• 2014

To find out the feasibility of the separating/enriching esters from aqueous solution using FASs (Fluoloalkyl-silanes-coupling agent)-surface modified hydrophobic membrane, the solubility parameter of FASs was obtained and compared with those of esters and water. The value of the solubility parameter of FASs (${\delta}_t=16.9$) was almost same with those of esters (ethyl acetate ${\delta}_t=18.1$, propyl acetate ${\delta}_t=18.0$, ethyl propionate ${\delta}_t=17.9$, butyl acetate ${\delta}_t=17.4$, ethyl butyrate ${\delta}_t=17.0$). However, the calculated value of the solubility parameter of water was ${\delta}_t=47.8$, which was far from the value of the solubility parameter of FASs (${\delta}_t=16.9$). This means that the FASs-modified membrane has a much higher affinity to esters than water. The experimental results of permeation flux of esters used in this study showed that the order of permeation flux predicted by the solubility parameter was almost coincide with experimental results. It might be concluded that the solubility parameter may be applicable for a separating/enriching flavors from aqueous natural-flavor solution, in which esters are main components of natural flavors.

• Proceedings of the Korean Society of Tribologists and Lubrication Engineers Conference
• /
• 2002.10b
• /
• pp.143-144
• /
• 2002

A series of alcohols with perfluorinated segments $F(CF_2)_m(CH_2)_n-OH$, with m=8, 10 and n=4, 6, 10, were synthesized. First, the alcohols were reacted with fatty acid to produce several esters $(F(CF_2)_m(CH_2)-OOC-R$ with m=8, 10 and n=2, 4, 8,) containing perfluoro group by condensation reaction, and characterized by FT-IR, GC, and surface tension. The esters were soluble in ethyl ether, toluene, hexane, ethyl acetate, chloroform, and acetone, but insoluble in methyl alcohol, ethyl alcohol and isopropyl alcohol. Preliminary experiments on 1,2-dichloroethane solutions showed a remarkable decrease of surface tension upon addition of the esters. Also, the esters films ranged from 100 to $122^{\circ}$, depending on the structure of fatty acid esters. As the separate experiment, the water-repellency of coated paper and cotton was evaluated. As a result, the water droplet dropped in surface was not permeated for two weeks.

• KSBB Journal
• /
• v.27 no.3
• /
• pp.167-171
• /
• 2012

A convenient liquid chromatographic enantiomer separation of several ${\alpha}$-amino acid esters as benzophenone Schiff base derivatives on covalently immobilized chiral stationary phases (CSPs) derived from polysaccharide derivatives was developed. The benzophenone imine derivatives of ${\alpha}$-amino acid esters were readily prepared by stirring benzophenone imine and the ${\alpha}$-amino acid ester hydrochloride salts in 2-propanol. The chromatographic conditions used on all CSPs were 0.5% or 5% 2-propanol/hexane (V/V) as the mobile phases at 1 mL/min of flow rate and UV 254 nm detection. The performance of Chiralpak IC among all CSPs was superior to that of the other CSPs for resolution of benzophenone imine derivatives of ${\alpha}$-amino acid esters. It is expected that the developed analytical method will be useful for enantiomer resolution of other ${\alpha}$-amino acid esters as benzophenone Schiff base derivatives.

• KSBB Journal
• /
• v.28 no.6
• /
• pp.423-427
• /
• 2013

A new convenient derivatization method of ${\alpha}$-amino acid esters as nitrobenzoxadiazole (NBD) derivatives for chiral resolution was introduced and the enantiomer separation of ${\alpha}$-amino acid esters as NBD derivatives was performed by normal HPLC using chiral columns based on polysaccharide derivatives. The NBD derivatives were readily prepared by stirring NBD-Cl and ${\alpha}$-amino acid methyl ester HCl with $NaHCO_3$ in ethanol. The performance of Chiralpak IA was superior to the other chiral stationary phases for enantiomer resolution of NBD derivatives of several ${\alpha}$-amino acid methyl esters. Owing to fluorescence detection as well as strong UV absorption, it is expected that the convenient analytical method developed in this study will be very useful for enantiomer separation of ${\alpha}$-amino acid esters as NBD derivatives on polysaccharide-derived chiral columns.

• KSBB Journal
• /
• v.26 no.2
• /
• pp.139-142
• /
• 2011

The chromatographic enantiomer separation of 9-anthraldimine derivatives of ${\alpha}$-amino acid methyl and ethyl esters on four polysaccharide based chiral columns was performed. The 9-anthraldehyde Schiff base derivatives of ${\alpha}$- amino acid esters were readily synthesized by stirring the ${\alpha}$- amino acid ester hydrochloride salts with 9-anthraldehyde in the presence of 1,8-diazabicyclo [5.4.0]undec-7-ene as a base and anhydrous $MgSO_4$. Chiralcel OD or Chiralcel OD-H showed the greatest enantiomer resolution of 9-anthraldimine derivatives of ${\alpha}$-amino acid methyl and ethyl esters. The L-enantiomers of all the analytes were preferentially retained on Chiralcel OD or Chiralcel OD-H. This analytical method was applied in the determination of optical purities of several commercially available D- or L-${\alpha}$-amino acid methyl esters.

• Applied Chemistry for Engineering
• /
• v.29 no.3
• /
• pp.342-349
• /
• 2018

In this study, the physicochemical properties, emulsifying capacity, moisture content and cytotoxicity of the composite material produced by transesterification reactions of the olive oil (olive oil esters) were investigated for cosmetic applications. Olive oil esters with short (S) and long (L) reaction times were studied. From the TLC-image analysis, composition ratios of the olive oil esters S were found to be 5.2, 24.1, 46.4, and 21.9% for mono-, di-, tri-glyceride, and fatty acid ethyl ester, respectively. Those of the olive oil esters L were 4.1, 24.7, 40.6, and 28.8% for mono-, di-, tri-glyceride, and fatty acid ethyl ester, respectively. The iodine value, acid value, saponification value, unsaponified matter, refractive index, and specific gravity were determined and purity tests were also carried out and normalized to establish standards and testing methods for using olive oil esters in cosmetics. To evaluate their emulsifying capacities, the O/W emulsion was prepared without surfactants and the formation of the emulsified particles were confirmed. After 5 days of applying the olive oil esters to human skin, the skin moisture retention was improved by 13.1% from the initial state. For the evaluation of toxicity on human skin cells, the olive oil esters showed 90% or more of the cell viability at $0.2-200{\mu}g/mL$. These results suggested that olive oil esters can be applied as natural/non-toxic ingredients to cosmetics industries.

• Bulletin of the Korean Chemical Society
• /
• v.32 no.1
• /
• pp.291-295
• /
• 2011

The catalytic enantioselective conjugate addition reaction of $\alpha$-nitroacetate to $\alpha,\beta$-unsaturated enones promoted by chiral bifunctional organocatalysts is described. The treatment of $\alpha$-nitroacetate to $\alpha,\beta$-unsaturated enones afforded the corresponding Michael adducts with high enantioselectivity. The conjugate addition adducts are easily converted to chiral $\gamma$-nitro ketones and $\delta$-keto esters.

• Journal of the Korean Chemical Society
• /
• v.19 no.5
• /
• pp.360-366
• /
• 1975

Selective reduction of carbonyl group with zinc borohydride in the presence of ester functional group was demonstrated with seven representative keto esters. Either hydroxy esters or lactones were obtained in good yields; ethyl 6-hydroxyheptanoate ($83.0{\%}$), ethyl 2,6-dimethyl-4-hydroxy-2-cyclohexenecarboxylate ($82.3{\%}$), ethyl p-(${\alpha}$-hydroxyethyl)-phenylacetate ($78.9 {\%}$), 4-phenylbutyrolactone ($70.2{\%}$), and 3-phenylphthalide ($92.4{\%}$) were obtained from the corresponding keto esters.