• Title/Summary/Keyword: Polar compounds

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Syntheses, X-ray Structures and Second Harmonic Generation Efficiencies of MAP (Methyl (2,4-dinitrophenyl)-aminopropanoate) Analogues

  • Lee Joo-Hee;Kim Kimoon;Kim Jong-Hyun;Kim Jong-Jean
    • Bulletin of the Korean Chemical Society
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    • v.13 no.3
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    • pp.268-274
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    • 1992
  • An attempt to improve the second harmonic generation (SHG) efficiency of MAP (methyl (2,4-dinitrophenyl)aminopropanoate) by modifying the substituents on the amino group of MAP is described. Several MAP analogues have been prepared using optically active amino acids alanine, phenylalanine and serine, and their SHG efficiencies measured. None of the MAP analogues exhibited SHG efficiencies as high as that of MAP. X-ray crystal structures of three MAP analogues have been determined. In the crystal structures of two of them, which were the derivatives of phenylalanine, two crystallographically-independent molecules existing in the asymmetric unit are aligned almost antiparallel. These structures are consistent with the very low SHG efficiencies of these compounds. On the other hand, the crystal structure of a serine derivative reveals substantial alignment of the dinitroaniline chromophore along the polar axis. However, the angle of 86.2° between the molecular charge tranfer axis and the polar axis of the crystal is still far away from the optimum value of 54.74° for the phase-matchable SHG. The structure is consistent with the SHG efficiency of this compound which is much higher than those of the phenylalanine derivatives but still lower than that of MAP. This study demonstrates the importance of the orientation of molecules in the crystal lattice in determining secod-order nonlinear optical properties of crystalline materials.

Effects of Silane Structure on Composite Interaction Parameter (αC)) of Silica Filled Rubber Compounds (실란 구조가 실리카 복합소재 내 구조발달 상호계수(αC)에 미치는 영향)

  • Kim, Sung Min;Kim, Kwang Jea
    • Polymer(Korea)
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    • v.38 no.4
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    • pp.411-416
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    • 2014
  • Due to the polar characteristics of silica compared to carbon black, the degree of silica dispersion, which affects the mechanical properties of rubber compounds, is an important issue. Wolff first introduced the in-rubber structure of particles (${\alpha}_F$) to express the structure development in the compounds; however, with the introduction of bifunctional silanes, his theory could not explain the 3-dimensional network structure of the compounds. Later his theory was expanded to express the composite interaction parameter (in-rubber structure of the compound) (${\alpha}_C$), which included Wolff's filler-filler interaction parameter (${\alpha}_F$), however, there was no reported experimental result proving the theory. This research first experimentally expressed the in-rubber structure of the compound ${\alpha}_C$ (= ${\alpha}_F+{\alpha}_{FP}$(filler-silane-rubber interaction parameter) + ${\alpha}_P$ (rubber-rubber interaction parameter)) upon mono- and bifunctional silane treated silica filled natural rubber (NR) compounds. Using different structure silanes, i.e. PTES, OTES, TESPD, and TESPT, the ${\alpha}_C$ value of each compound was measured and calculated. The ${\alpha}_C$ value of TESPT treated silica filled compound was 1.64, which composed of ${\alpha}_F$ (0.99), ${\alpha}_{FP}$ (0.31), and ${\alpha}_P$ (0.34).

Volatile Flavor Components of Angelica gigas Nakai by the Storage Conditions (저장조건에 따른 당귀의 정유성분 변화)

  • Choi, Sung-Hee;Kim, Hye-Jung
    • Korean Journal of Food Science and Technology
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    • v.32 no.3
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    • pp.513-518
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    • 2000
  • Volatile flavor components of Angelica gigas Nakai affected by different storage time and temperature were investigated. The aroma compounds was extracted by a simultaneous distillation and extraction method using a Likens and Nickerson's apparatus. The concentrated extract was analyzed and identified by GC and GC-MS equipped polar and nonpolar column. The yields of volatile concentrates of Angelica gigas Nakai by low temperature storage were larger than those by room temperature storage. The GC patterns of the flavor components of both resembled but the peak area of each flavor compounds was little different. Main volatile flavor components of Angelica gigas Nakai by using polar column were ${\alpha}-pinene$, ${\beta}-pinene$, terpineol, farnesol, cadinene, guaiol, isolongifolene and eudesmol etc. Main volatile flavor components of Angelica gigas Nakai by using nonpolar column were camphene, ${\beta}-pinene$, elemol, eudesmol etc.

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Effect of Differences between Korean Ministry of Environment Standard and ISO Standard on Determination of Petroleum Hydrocarbon Content in Soil (토양오염공정시험기준과 국제표준간의 분석방법 차이가 유류 정량에 미치는 영향)

  • Jung, In-Ho;Lee, Goon-Taek;Lee, Won-Seok;Kim, Yong-Hoon;Kim, Bo-Hyun;Kim, Ji-In;Kim, Bo-Kyong
    • Journal of Soil and Groundwater Environment
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    • v.17 no.4
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    • pp.63-72
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    • 2012
  • The main objective of this study is to assess the compatibility between Korean ministry of environment (KME) standard and ISO (KS I ISO) standard for the determination of BTEX and TPH content in soil. We carried out comparison analysis for both methods using CRM and matrix spiked samples. In case of GC-MS analysis for BTEX, we got statistically (significance level: 0.05) the same results from KME standard (ES 07600.1) and ISO standard (KS I ISO 15009). However, it showed statistically (significance level: 0.05) different results when TPH was analyzed by KME standard (ES 07552.1) and ISO standard (KS I ISO 16703). To clarify the reason why both methods produced different results for TPH content, we also did some additional experiments in terms of differences in extraction, clean-up and target hydrocarbon range. Extraction with polar and non-polar compounds mixed solvent (acetone+n-heptane) of KS I ISO 16703 showed higher extraction efficiency than with only non polar solvent (dichloromethane) extraction of ES 07552.1 by about 9%. While column type clean-up of KS I ISO 16703 showed the reduction in TPH content between before and after clean-up, batch type of clean-up of ES 07552.1 did not show any changes in TPH content through clean-up process. The target hydrocarbon range of ES 07552.1 and KS I ISO 16703 is $C_8{\sim}C_{40}$ and $C_{10}{\sim}C_{40}$, respectively. From this point of view, kerosene and JP-8 contaminated soil showed higher RPD (relative producibility deviation) values between results by both method than that of lubricant or diesel contaminated soil. The higher content of hydrocarbon ($C_8{\sim}C_{10}$) in kerosene and JP-8 played an important role in increasing RPD values in addition to the effects caused by different solvents and clean-up method. Consequently, it was concluded that both methods (ES 07552.1 and KS I ISO 16703) were not compatible.

Interfacial Phenomena of Dodecyl Ether Sulfates Containing Various Ethylene Oxide(EO) and Isopropylene Oxide(PO) (EO, PO가 부가된 도데실 에테르 황산화물의 계면성)

  • Yoo, Young-Chang;Kim, Sang-Chun;Kim, Tae-Young;Ju, Myung-Jong;Nam, Ki-Dae
    • Applied Chemistry for Engineering
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    • v.7 no.2
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    • pp.299-307
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    • 1996
  • The surface tension of PO added sodium poly(oxyethylene(EO), oxyisopropylene(PO)) dodecyl ether sulfate firstly were slightly lower than EO added sulfate in the concentration range of $10^{-6}{\sim}10^{-3}mol/{\ell}$. And they had lower critical micelle concentration ($10^{-4}{\sim}9{\times}10^{-5}mol/{\ell}$) than general anionic surfactants. The adsorptivity ($2.2{\times}10^{-10}mol/cm^2$) of sodium $(PO)_{10}(EO)_5$ dodecyl ether(compound of PO addition firstly) calculated by Gibbs' adsorption isotherm were higher than that of sodium $(EO)_{10}(PO)_5$, dodecyl ether(compound of EO addition firstly), but were lower than that of sodium dodecyl sulfate (${\Gamma}=3.2{\times}10^{-10}mol/cm^2$). These could be understood that the adsorption areas of compounds were very large because of their high molecular weight. Moreover, PO compounds showed better properties than EO compounds in foamability, emulsifying power for organics (n-hexane, benzene), detergency for the lard, tallow oil mixture and dispersability for iron oxide. It was interpreted in terms of surface properties of the PO compounds. These showed that the interfacial activity become higher when hydrophilic and hydrophobic portion existed in aggoromerated state respectively. The test results of emulsifying power for organics (n-hexane, benzene) showed better for benzene than n-hexane. Eight kinds of sodium (EO, PO) dodecyl ether derivatives showed irregular dispersibilities for polar iron oxide in water dispersed media.

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Inhibition of Vinyl Carbamate Epoxide- and 2`-(4-Nitrophenoxy)oxirane-induced Mutagenicity by Various Nucleophilic Compounds and Detoxifying Enzymes (Vinyl Carbamate Epoxide와 2`-(4-Nitrophenoxy)oxirane으로 유발된 돌연변이에 대한 친핵성 물질 및 해독작용 효소에 의한 억제)

  • 박광균;이자현;김혜원;김종우;김윤수
    • Environmental Mutagens and Carcinogens
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    • v.17 no.2
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    • pp.97-108
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    • 1997
  • The drugs or xenobiotics introduced to the body, are detoxified through the process of biotransformation in the body. In this process, most of the insoluble compounds become more polar, soluble and easily excretable. But, parts of introduced materials are metabolized to highly reactive electrophilic carcinogens through activation pathways. These metabolites are toxic and can react with DNA, RNA and proteins which are nucleophilic compounds. The objective of this study is to illustrate the aleactivation pathways of two highly reactive epoxide compounds, vinyl carbamate epoxide (VCO) and 2'-(4-nitrophenoxy)oxirane (NPO). They are the ultimate electrophilic carcinogens of ethyl carbamate(urethane) and 4-nitrophenyl vinyl ether, respectively. In this research, we studied the inhibition of the mutagenic activities of VCO or NPO by nuchieophiles [glutahione(GSH) and N-acetylcysteine(NAC)], detoxifying enzymes[epoxide hydrolase and glutathione-S-transferase(GST)] and intracellular organelles (microsomes and cytosol). In addition we also tested the suppression of DNA adducts formation by GSH and NAC. The results are summerized as follow. 1. The microsomes and cytosol which contain epoxide hydrolase and GST, respectively, decreased the mutagenicity of VCO (74% and 95%, respecfivel), and NPO (35% and 93%, respectively). The nucleophilic GSH and NAC decreased the mutagenicity by 86% (VCO) and 80% (NPO), 76% (VCO) and 40% (NPO), respectively. 2. The purified epoxide hydrolase decreased the mutagenicity of two epoxides in a dose-dependent manner, and GSH also decreased the mutagenicity in the presence of GST. 3. Formation of two DNA adducts, 7-(2'-oxoethyi)guanine (OEG) and N2,3-ethenoguanine(EG), were compared in the presence of calf thymus DNA and epoxide (VCO or NPO) in vitro system. The amounts of DNA adducts were decreased in the presence of GSH (25% and 29% in VCO, 32% and 29% in NPO), and NAC (14% and 16% in VCO, 21% and 11% in NPO), respectively. From these results, it is concluded that the ultimate carcinogenic metabolites, VCO and NPO, can be made in the body, but much of them may be inactivated and detoxified by the nucleophilic GSH, NAC and detoxifying enzymes (epoxide hydrolase and GST). Therefore, by these mechanism, the formation of DNA adducts and mutagenic activities of these two epoxides may be lowered in vivo.

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A Study on the Elution of the PVC Film Containing Norbornene Dialkylester (노보넨 다이알킬에스터를 포함한 PVC필름의 용출성 연구)

  • Jang, Hye-Jin;Park, Seong-Ho;Woo, Je-Wan
    • Applied Chemistry for Engineering
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    • v.29 no.2
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    • pp.225-228
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    • 2018
  • Plasticizers added to thermoplastic polymers are known to shorten the life of products due to the elution to outside, and some of them are harmful to our environment and human body. Since the use of phthalate plasticizers suspected of being carcinogens has been gradually prohibited, there is a need for environmentally friendly plasticizers that can replace them. Most of the substances have a low compatibility with resin, high cost and lack of safety verification. Therefore, in this study, four kinds of norbornene dialkyl ester compounds possessing excellent physical properties, which are also reported as safe compounds from the toxicity evaluation, were added to PVC resin to evaluate the possibility of human exposure by leaching, and also the potential usage as plasticizer candidates alternative to commercial ones including DEHP, DINCH and DOTP. The test was carried out according to the American standard test method (ASTM). The results showed that di-2-ethylhexyl-5-norbornene-2,3-dicarboxylate (DEHN) in aqueous solvents and diisopentyl-5-norbornene-2,3-dicarboxylate (DIPN) compounds in oil solvents were superior or equivalent to DEHP. In addition, all four norbornene compounds showed lower values than 100 ppm, which is considered to have an influence on the environment, indicating that the polar norbornene structure affects the elution.

Constituents of Antimutagenic Factor from Brown Rice (현미의 항돌연변이 활성물질의 구성성분)

  • Chun, Hyang-Sook;Moon, Tae-Wha;Kim, In-Ho
    • Applied Biological Chemistry
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    • v.38 no.5
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    • pp.478-483
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    • 1995
  • To investigate the constituents of antimutagenic factor from brown rice, methanol extracts were fractionated into ether, ethylacetate, buthanol and aqueous fractions. The ether fractions showed distinct antimutagenic effect and active spot were selected by silica gel chromatography. The specific activity of active spot decreased with isolation of the active components from the methanol extract. Qualitative analyses of the active spot by using various spraying reagents revealed that ninhydrin and orcinol did not develop colored reactions. But, ferric chloride, 2,7-dichlorofluorescein, antimony pentachloride, phosphomolybdic acid, bromothymol blue and rhodamine 6G led to colored reactions. These results suggested that the consitituents of active material were neither polar nor nitrogen-containing compounds and that they may contain phenolic compounds and fatty acid derivatives. Main compounds of the active spot were analyzed to be o-hydroxy benzyl alcohol(saligenin), octanoic acid(caprylic acid), 9,12-cis-octadecadienoic acid(linoleic acid), 11-cis-octadecenoic acid(oleic acid), hexadecanoic acid(palmitic acid), 1H-indole-2-carboxylic acid and 1,2-benzenedicarboxylic acid(phthalate) in GC/Mass spectrum, and antimutagenicity of these active compounds using standard regeant was reconfirmed in S. typhimurium reversion assay.

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Accumulation of Crude Lipids, Phenolic Compounds and Iron in Rusty Ginseng Root Epidermis (적변삼 외피에서 지질, 페놀성물질 및 철 성분의 축적에 관한 연구)

  • Lee, Tae-Su;Mok, Sung-Kyun;Cheon, Seong-Ki;Yoon, Jong-Hyuk;Baek, Nam-In;Choe, Jyung
    • Journal of Ginseng Research
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    • v.28 no.3
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    • pp.157-164
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    • 2004
  • The study was conducted to investigate the tissue and chemical characteristics of rusty root epidermal cells. In histological study, the rusty symptoms were frequently observed in the epidermis of ginseng root and to be yellow under microscopic observation. Disks of the epidermal cell tissue of the rusty root were usually 2 and 3 times greater in the number of cell layer and thickness of cell wall than the healthy root, respectively. The color degree of methanol extracts from the rusty root epidermis was 5.5 times higher than that of the healthy root. And the extracts of rust matter in the root epidermis were easily dissolved in polar solvents compared to nonpolar solvents. UV-absorption spectra of methanol extracts in various fractions of phenolics showed a maximum peak between 275∼280 nm. The crude lipids and phenolic compounds such as acid insoluble bound phenolics, acid insoluble esterified phenolics, acid insoluble condensed phenolics, insoluble bound phenolics and free phenolics were also more in the rusty root epidermis than in the healthy one. Fe content in the rusty root epidermis was 2.7 times higher than that of healthy one. It was presumed that the phenolic compounds(precursor of the rusty) in association with lipid and iron in the root epidermis might defence the root when ginseng root was depressed by the unfavorable conditions in soil and/or portions of a root system were subjected to anoxic conditions.

Composition and Structure of Marine Benthic Community Regarding Conditions of Chronic Barbour Pollution

  • Fadeeva, N.P.;Bezverbnaja, I.P.;Tazaki, Kazue;Watanabe, Hiroaki;Fadeev, V.I.
    • Ocean and Polar Research
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    • v.25 no.1
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    • pp.21-30
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    • 2003
  • Seasonal fluctuations of physico-chemical and biological aspects of the environment were studied in Vladivostok harbour (Golden Horn Bay, the East Sea/Sea of Japan). The benthic community structure was described with a focus on size-spectra (bacteria, meio- and macrofauna) related with the chemical environment and chemical fluxes in sediment and to reveal their possible ecological role in the process of bioremediation of the environment. Samples from two sites with different concentrations of heavy metals (Fe, Zn, Cu, Pb, Mn, Cr, Ni Cd, Co) and petroleum hydrocarbon were assessed by a number of methods. These included plate counts of culturable bacteria, observation through a scanning electron (SEM) and transmission electron microscope (TEM). These approaches were complemented with microscopic assessments of the diversity of the benthic community. The specific communities had a limited number of species, tolerant to abnormally high levels of toxic compounds. The dominant species were presented by several sho.1-lived small polychaetes (Capitella capitata) and nematodes (Oncholaimium ramosum). The highest population density was recorded in microbenthos, in various diatoms, various physiological groups of bacteria which participate in biomineralization: marine heterotrophic bacteria, which oxidized oil, black oil in addition to groups resistant to heavy metals. They have the entire set of mechanisms for neutralizing the negative effect of those compounds, forming the detrital food web and biogeochemical circulation of material in sediments, which results in the biological self-recycling of sea basins. Macro- and meiobenthic organisms were more sensitive to a greater extent of $H_2S$ and petroleum hydrocarbons than to metal content, but the within-site rankings were the same as those achieved for microbiological analyses.