• Journal of Korean Society of Occupational and Environmental Hygiene
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• v.9 no.1
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• pp.23-40
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• 1999

The analysis of thiodiglycolic acid in urine has been used as an index of biological exposure to vinyl chloride. Unfortunately thiodiglycolic acid has a strong hydrophilic character, because it has two carboxylic groups, so that it can only be extracted with organic solvent with a great difficulty. Underivatized thiodiglycolic acid tends to tail because of non-specific interaction with the inert support. Therefore, esterification is the obvious first choice for derivatization of thiodiglycolic acid, particularly for gas chromatography. In this study, the focus of interest is to compare two method of esterifications (methylation and silylation). Methylation is to make the methyl ester of thiodiglycolic acid by reaction with diazomethane. Silylation is to make the trimethylsilyl ester of thiodiglycolic acid by reaction with N-trimethylsily-ldiethylamine. The results and conclusions are as the following: 1. The detection limit (sensitivity) of methylated thiodiglycolic acid was $5.00{\mu}g/m{\ell}$ and silylated thiodiglycolic acid was $3.07{\mu}g/m{\ell}$ by gas chromatography with flame ionization detector. 2. The optimal liquid-liquid extraction of thiodiglycolic acid was as following: To each of the tubes, $15m{\ell}$ of urine, concentrated sulfuric acid (pH 1 - 2) and 5 gsodium sulfate were added. The samples was extracted three times with $5m{\ell}$ ethylacetate each time. 3. The methylated thiodiglycolic acid was more stable than silylated thiodiglycolic acid in extractional solvent which contained humidity. 4. The precision (pooled coefficient of variation for 4 days) of the analysis was 0.07324 in methylated thiodiglycolic acid with external standard calibration, and 0.07033 in methylated thiodiglycolic acid with internal standard calibration. 5. The precision (pooled coefficient of variation for 4 days) of the analysis was 0.10914 in silylated thiodiglycolic acid with external standard calibration, and 0.13602 in silylated thiodiglycolic acid with internal standard calibration. From the above results, the analysis of methylated thiodiglycolic acid was more sensitive (limit of detection) than silylated thiodiglycolic acid by gas chromatography. However, the methylated thiodiglycolic acid was stable in the humidity and was separated sharply on chromatogram. Also, analysis of methylated thiodiglycolic acid was more precise (pooled coefficient of variation for 4 days) than silylated thiodiglycolic acid. In conclusion, it is established that the analysis of methylated thiodiglycolic acid is appropriate for biological monitoring of exposure to vinyl chloride.

• Archives of Pharmacal Research
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• v.19 no.1
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• pp.18-22
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• 1996

Acrylate-terminated poly (ethylene glycol) (PEG) macromer was prepared by the reaction of PEG with acryloyl chloride. Photopolymerization of PEG macromer resulted in the formation of cross-linked PEG network. Interpenetrating polymer networks (IPNs) based on PEG and poly(acrylic acid) (PAA) was obtained via template polymerization of AA to the PEG network by UV curing. The swelling degree of the IPNs hydrogel increased with an increase of pH value due to the association-dissociation between carboxylic acid of PAA and either of PEG through hydrogen bounding. The swelling-deswelling behavior proceeded reversibly for the IPNs upon changing pH. Release of indomethacin from the IPNs demonstrated "on-off" regulation with pH fluctuation.

• Textile Coloration and Finishing
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• v.25 no.4
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• pp.247-253
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• 2013

The enzyme-like catalytic functions of metal complex phthalocyanine derivatives those containing carboxylic acid groups could be applied as odor-removing systems and antibacterial systems. Pyromellitic dianhydride and 4-nitrophthalimide were used as starting material for synthesizing dinitro-tetracarboxylic acid iron phthalocyanine(compound 1). Then diamino-tetracarboxylic phthalocyanine(compound 2) was obtained by reduction of compound 1. For the formation of covalent bond with cellulose fiber, cyanuric chloride was introduced to the amino group of compound 2 by condensation reaction compound 3. The exhaustion method was employed for adsorbing compound 3 on cotton fiber. K/S values of each fabrics were measured by a CCM system and deodorizing rates were tested by a detector tube method for ammonia gas. K/S values of treated cotton fiber with compound 3 were arranged from 2.1 to 4.2 at $90^{\circ}C$ of exhaustion temperature. Deodorizing rates provided result of 81%, 84%, 88%, 91%, by passing time of 30 min, 60 min, 90 min, 120 min, respectively.

• Bulletin of the Korean Chemical Society
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• v.20 no.6
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• pp.643-647
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• 1999

Hydropalladium carboxylates, formed from π-allylpalladium chloride dimer plus carboxylic acids, have been shown to catalyze cyclization of structurally diverse enediynes to form the corresponding six- or five-membered rings depending upon the reaction conditions. Some enediynes having an Oxygen linker in an appropriate position under the similar condition yielded the corresponding cyclopropanation products in highly stereoselective manner. A study using deuterated formic acid has proven that the alkylpalladium intermediates formed in our conditions were reduced by the pendant formate ligand. The dienediyne 10 yielded only the tricyclic product 12 in 67% yield, although it was expected to frrm the cyclic product 11. All these cyclizations seemed to occur via the corresponding alkylpalladium intermediates I. which could proceed to the corresponding cyclic products depending on the reaction conditions and the substrates. The study using ceuterated formic acid could provide an important information to understand the present cyclization mechanism. Overall the present study could play an important role in developing new synthetic methodologies for constructing complex polycyclic compounds.

• Elastomers and Composites
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• v.47 no.3
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• pp.216-222
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• 2012

In this study, p-acryloyloxybenzoic acid(ABA) was synthesized with p-hydroxybenzoic acid(HBA) and acryloyl chloride(AC). The synthesized ABA monomer was grafted onto ethylene-propylene-diene rubber(EPDM) in toluene using benzoyl peroxide(BPO) as an initiator. The structures of ABA and EPDM-g-ABA were characterized by FT-IR, $^1H$-NMR, and $^{13}C$-NMR spectrometer. The graft ratio of EPDM-g-ABA increased with increasing the concentration of the initiator and the monomer. Mechanical properties such as tensile strength and compression set of the EPDM-g-ABA were improved with increasing the graft ratio. The $T_g$ and initial decomposition temperature were also increased with increasing the graft ratio.

• Textile Coloration and Finishing
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• v.10 no.3
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• pp.43-49
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• 1998

Polyvinyl chloride (PVC) sheets were treated with corona discharge to produce peroxy radicals on the surfaces. The peroxy radicals formed on the PVC surfaces were subsequently used as initiators for the graft polymerization of acrylic acid or acrylamide in an aqueous solution. Introduction of acrylic acid and acrylamide on the PVC sheet could be confirmed by the observation of carbonyl and primary amine absorptions based on carboxylic acid and amide, respectively. The water contact angle$(90^\circ)$ of PVC sheet was constant, irrespective of time, while corona-treated and functional monomer-grafted PVCs were slowly increased with time, showing the rearrangement of surface polar groups in air condition. The water contact angle of PVC sheet$(90^\circ)$ was decreased by corona treatment$(78^\circ)$, and further decreased by the grafting of acrylic acid$(55^\circ)$ and acrylamide$(56^\circ)$ , indicating increased hydrophilicity of the modified surfaces. The half-life periods of surface voltage on acrylic acid- (62 sec) and acrylamide-grafted PVC (147sec) were significantly decreased when compared to those on PVC (3,115 sec) and corona-treated PVC (463sec). These results mean that acrylic acid- and acrylamide-grafted PVCs could be used as the antistatic sheets.

• Applied Chemistry for Engineering
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• v.5 no.3
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• pp.501-508
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• 1994

1-Ethyl-6-fluoro-1, 4-dihydro-4-oxo-7-(1-piperazinyl)quinolinea-3-car-boxylic acid-dextran was synthesized by the reaction of 1-ethyl-6-fluoro-1, 4-dihydro-4-oxo-7-(1-piperazinyl )quinoline-3-acryloyl chloride with dextran. Polymeric drug was tested for antimicrobial activity in vitro against ten species of microorganisms. Polymeric drug revealed good antibacterial activity against Bacillus subtillis ATCC 6633, Staphyloccus aureus ATCC 25923, Mycrobactertum phlei IFO 3158, Salmonella typhimurium KCTC 1925, Escherichia coli KCTC 1039, Escherichia coli ESS, Klebsiella puemouiae KCTC 1560 and Pseudomonas aeruginosa IFO 13130. Polymeric drug have no antimicrobial against Candida albicans ATCC 10231, but moderately active Micrococcus luteus ATCC 9341.

• 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.

• Journal of the Korean Chemical Society
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• v.55 no.4
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• pp.650-655
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• 2011

Three new peptide analogs 5a-c were obtained through coupling of 5-Amino benzimidazoles 2a-c with L-phenylalanine. For the purpose ${\alpha}$-amino group was blocked with phthalic anhydride and activation of ${\alpha}$-carboxy group of phenylalanine was carried out by preparing phthaloyl-L-phenylalanyl chloride 4. After developing a successful peptide linkage, the phthaloyl group was removed by treating 5a-c with hydrazine hydrate to get free peptides 6a-c, purified through a column of Amberlite (IR-4B). All of these compounds 2a-c and 5,6a-c have been characterized on the basis of their IR, 1H NMR and EIMS analyses. Antibacterial activity of these compounds is also been reported.

• Textile Coloration and Finishing
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• v.9 no.3
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• pp.42-49
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• 1997

In order to study the dyeability of reactive dyes fixable at neutral pH, three reactive dyes(DYE-NC, DYE-PC, and DYE-LC) were prepared by the reaction of Cibacron Brilliant Red 3B-A with nicotinic acid, pyridine, and lutidine, respectively. FT-IR and UV/Vis spectrophometry were used to identify the dyes prepared. While the maximum absorption wavelength (&{\lambda}_{max}&) of Cibacron Brilliant Red 3B-A was 515nm, the &{\lambda}_{max}& of DYE-NC, DYE-PC, and DYE-LC were 522nm, 525nm, and 536nm, respectively. The &{\lambda}_{max}& was shifted to the longer wavelength by introducing the electron donating groups to the pyridine ring of Cibacron Brilliant Red 3B-A. All of the reactive dyes synthesized showed good exhaustion and fixation property to cotton fabric at higher temperature and neutral pH condition. It was regarded that the quaternary pyridinium ion functionated as the leaving group instead of the chloride ion. Among them, DYE-NC showed the best dyeability at the above condition. It was considered that the electron withdrawing carboxylic acid group in nicotinic acid enhanced the cationic property of nitrogn in pyridine ring, resulting the good reactivity with OH group in cellulose.