• Title/Summary/Keyword: aromatic amine

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Isolation and Characterization of 3,4-Dichloroaniline Degrading Bacteria from a Sandbank (갯벌에서 분리한 3,4-Dichloroaniline 분해 미생물의 특성)

  • Kim, Young-Mog
    • Journal of Marine Bioscience and Biotechnology
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    • v.1 no.4
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    • pp.275-281
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    • 2006
  • The compound 3,4-dichloroaniline (DCA) is an aromatic amine used as an intermediate product in the synthesis of herbicides, azo-dyes and harmaceuticals. It is also a degradation product of some herbicides (diuron, propanil, and linuron) and of trichlorocarbanilide, a chemical used as active agent in the cosmetic industry. 3,4-DCA, however, is considered potential pollutants due to their toxic and recalcitrant properties to humans and other species. A bacterium capable of growth on 3,4-DCA was isolated by dilution method from 3,4-DCA-containing enrichment culture. Finally, a strain, YM-14, capable of degrading efficiently 3,4-DCA was isolated from a sandbank. The isolated strain, YM-14 was identified to be Arthrobacter sp.. Fifty ppm 3,4-DCA in 1/10 LB media was completely degraded by the growth of Arthrobacter sp. YM-14 for 12 h at $30^{\circ}C$. The isolated strain is capable of growth on 3,4-DCA as sole carbon source and also able to degrade other chloroaniline compounds. Also, the isolated strain showed high level of catechol 1,2-dioxygenase activity by 3,4-DCA exposure. The catechol 1,2-dioxygenase was supposed to be ones of the important factors for 3,4-DCA degradation.

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A Study on the Degradation of 3,4-Dichloroaniline by a Soil Fungus, Chaetomium globosum (Part I) -With Special Emphasis on Acetylation- (토영사상균(土壤絲狀菌) Chaetomium globosum에 의(依)한 3,4-Dichloroaniline의 변화(變化)에 관(關)한 연구(硏究) 제1보(第一報) -특(特)히 Acetylation을 중심(中心)으로-)

  • Lee, Jae-Koo;Kim, Ki-Cheol
    • Applied Biological Chemistry
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    • v.21 no.3
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    • pp.197-203
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    • 1978
  • In order to investigate mechanisms related to the microbial degradation of 3,4-dichloroaniline, it was incubated with a soil fungus, Chaetomium globosum and the following results were obtained. (1) 3,4-Dichloroacetanilide turned out to be the major metabolite, indicating that acetylation is the major scheme. (2) The presence of trace amounts of 3,4-dichloronitrobenzene, 3,3', 4,4'-tetrachloroazo-benzene, 3,4-dichloroaniline is suggestive of the aromatic amine oxidation as the minor pathway. (3) Other metabolites with m/e 112, 114, and 279 were also isolated, but their identities are under investigation. (4) Dechlorination occurring during incubation indicates the possibility of forming hydroxylated and other metabolites.

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Polyimide Films Using Dianhydride Containing Ester Linkages and Various Amine Monomers (에스터기를 가지는 무수물과 다양한 아민 단량체를 이용한 폴리이미드 필름)

  • Choi, Chang Hwon;Chang, Jin-Hae
    • Polymer(Korea)
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    • v.37 no.5
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    • pp.618-624
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    • 2013
  • Hydroquinone bis(trimellitic anhydride) (HQ-TA) was synthesized from trimellitic anhydride chloride and hydroquinone. Poly(amic acid)s (PAAs) were synthesized by reacting a HQ-TA with six different diamines, which were cyclized to yield polyimides (PIs) containing ester linkages by chemical- and thermal-imidization methods. The various PIs were synthesized from structurally different aromatic diamines. The glass transition temperatures ($T_g$) were in the range of 167-$215^{\circ}C$, and the decomposition temperatures (${T_D}^i$) were in the range of $364-451^{\circ}C$. The maximum improvements in coefficient of thermal expansion (CTE) and barrier to oxygen permeation were observed in PIs using TFB (3.23 $ppm/^{\circ}C$) and 4,4-ODA (< $10^{-2}cc/m^2/day$), respectively. The PI films possessed a transmittance of 65-89% at 500 nm and had a yellowish color with a yellow index (YI) of 3.01-69.52.

Reaction of Lithium Tris(diethylamino)aluminum Hydride in Tetrahydrofuran with Selected Organic Compounds Containing Representative Functional Groups

  • Jin Soon Cha;Jae Cheol Lee
    • Bulletin of the Korean Chemical Society
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    • v.14 no.4
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    • pp.469-475
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    • 1993
  • The approximate rates and stoichiometry of the reaction of excess lithium tris(diethylamino)aluminum hydride (LTDEA) with selected organic compounds containing representative functional groups under standardized condition (tetrahydrofuran, 0$^{\circ}C$) were examined in order to define the characteristics of the reagent for selective reductions. The reducing ability of LTDEA was also compared with those of the parent lithium aluminum hydride (LAH) and lithium tris(dibutylamino)aluminum hydride (LTDBA). In general, the reactivity toward organic functionalities is in order of LAH${\gg}$LTDEA${\geq}$LTDBA. LTDEA shows a unique reducing characteristics. Thus, benzyl alcohol and phenol evolve hydrogen slowly. The rate of hydrogen evolution of primary, secondary, and tertiary alcohols is distinctive: 1-hexanol evolves hydrogen completely in 6 h, whereas 3-hexanol evolves hydrogen very slowly. However, 3-ethyl-3-pentanol does not evolve any hydrogen under these reaction conditions. Primary amine, such as n-hexylamine, evolves only 1 equivalent of hydrogen. On the other hand, thiols examined are absolutely inert to this reagent. LTDEA reduces aldehydes, ketones, esters, acid chlorides, and epoxides readily to the corresponding alcohols. Quinones, such as p-benzoquinone and anthraquinone, are reduced to the corresponding diols without hydrogen evolution. However, carboxylic acids, anhydrides, nitriles, and primary amides are reduced slowly, where as tertiary amides are readily reduced. Finally, sulfides and sulfoxides are reduced to thiols and sulfides, respectively, without evolution of hydrogen. In addition to that, the reagent appears to be an excellent partial reducing agent to convert esters, primary carboxamides, and aromatic nitriles into the corresponding aldehydes. Free carboxylic acids are also converted into aldehydes through treatment of acyloxy-9-BBN with this reagent in excellent yields.

Theoretical Study on the Selective Reduction of Chiral [2-(diphenyl hydroxy-methyl)pyrrolidine]-AlH Derivatives and Aromatic Ketone ([2-(diphenyl hydroxy-methyl)pyrrolidine]-AlH 유도체와 방향족 케톤의 선택적 환원에 대한 이론적 연구)

  • Lee, Chul Jae;Kim, Jong-Mi
    • The Journal of the Convergence on Culture Technology
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    • v.7 no.2
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    • pp.389-394
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    • 2021
  • In this work, we study the properties of molecular structure and boundary orbital functions of the DPHMP-AlH and propiophenone and butyrophenone, which are forms of alkoxy-amine-aluminum derivatives. Furthermore, we investigate the effect on the selective reduction of the final products (R), (S)-phenylpropanol and (R), (S)-phenylbutanol by calculating the stereoscopic and thermodynamic parameters of the transition state. Considering the three-dimensional molecular structural stability, the transition status of (S) types DPHMP-AlH and alkylphenone was found to be more stable, resulting in the selective reductions of DPHM-AlH and alkylphenone from this result: (S)-(1)-phenylpropanol and (S)-(1)-phenylbutanol was confirmed that the formation was advantageous.

Diminution of Pesticide Residues on Crops and Soil by Accelerated Photolysis (광분해(光分解) 촉진(促進)에 의한 작물(作物) 및 토양중(土壤中) 농약잔유물(農藥殘留物)의 경감(輕減)에 관한 연구(硏究))

  • Lee, Jae-Koo;Jung, In-Sang;Kwon, Jeong-Wook;Ahn, Ki-Chang
    • Korean Journal of Environmental Agriculture
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    • v.17 no.2
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    • pp.107-116
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    • 1998
  • In an effort to reduce artifically the residual pesticides on crop and soil by accelerated photolysis,some 40 among the naturally occurring and synthetic coumpound were screened for photosensitization and/or photocatalysis and six promising chemicals were selected.The fungicides and the four selected photosensitizers and/or photocatalyst (PS) were applied to each crop.The results obtained are summarized as follows. 1. The wavelengths of maximum absortion (${\lambda}$max) and the molar absorptivites (${\varepsilon}$max) of procymidone,vinclozolin,and carbendazim in acentone were all 209 nm and 853,854,and 8740 respectively. 2. Of the 40 naturally-occuring and synthetic compounds screened,six promising ones were selected and designated as PS-1 (aromatic ketone),PS-2(aromatic amine)PS-3(quinone) ,PS-4 (inorganic compound),PS-5(organic acid salt) and PS-6(semiconductor photocatalyst). 3. In the accelerated photolysis of pesticide in soil by applying PS ,procymidone was decoposed rapidly by virtue of PS-2,being 59% of the control 3 days after application. 4. The vinclozolin residue in soil was reduced to 71% and 21% of the control 1 and 15 days,respectively,after PS-2 application. 5. The photolysis of carbendazim in soil was not accelerated by any of the PS tested. 6. The pesticide residues on the crop were prominently reduced by PS application.The procymidone residue on tomato was reduced to 47% of the control 15 days after PS-1 application and that on red pepper reduced to 57% 15 days after PS-2 application. 7. Vincrozolin residus remaining on tomato 1 and 15 days after PS-2 application were 38% and 56% of the control whereas those on the red pepper were 82% and 64%,respectively. 8. PS-2 was the most effective for the accelerated photolysis of carbendazim residues remaining on tomato, whereas on red pepper, the four of PS tested were all effective, but did not make much difference between them. This might be due to the shielding of sunlight by the leaves of red pepper not to exert the photosensitizing effect of PS-2 to the full.

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Artificial diminution of the residual pesticides on horticultural crops using photosensitizers (감광제에 의한 원예작물중 잔류농약의 인위적 경감)

  • Lee, Jae-Koo;Kwon, Jeong-Wook;Ahn, Ki-Chang;Park, Ju-Hyoung;Lee, Jun-Su;Park, Jung-Ok
    • The Korean Journal of Pesticide Science
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    • v.3 no.2
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    • pp.47-53
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    • 1999
  • Photosensitizing activities of some photosensitizers (PS) for the artificial diminution of pesticide residues on horticultural crops were investigated. Five fungicides, iprodione, bitertanol, chlorothalonil, myclobutanil, and dichlofluanid were sprayed on apple and cucumber, followed by the application of each selected photosensitizer, and the samples were collected 0, 1, 3, 7, 15 days after the photosensitizer application and analyzed for the residual amounts. Of the 40 photosensitizers tested, six selected on the basis of the eliminating effect of pesticide residues were PS-1 (aromatic ketone), PS-2 (aromatic amine), PS-3 (quinone), PS-4 (inorganic compound), PS-5 (organic acid salt), and PS-6 (semiconductor photocatalyst). The residual amount of iprodione after 15 days of the application of PS-1 was 74% of that of the control. For bitertanol, the residual amount after 15 days of the application of PS-1 accounted for 78% of that of the control. The residual amounts of chlorothalonil after 1 day of the application of PS-1 and PS-2 accounted for 56 and 54% of those of the control, respectively. The residual amounts of iprodione on cucumber after 3 days of the application of the photosensitizers PS-1 and PS-2 were 44 and 67% of those of the untreated control, respectively. For myclobutanil, the residual amount after 15 days of the application of PS-6 accounted for 45% of that of the control. In case of dichlofluanid, the residual amount after 3 days of the application of PS-1 accounted for 44% of that of the control. Based on the results, PS-1 turned out to be the most promising photosensitizer for the accelerated photodegradation of the above fungicides on apple and cucumber.

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Chemo-Mechanical Analysis of Bifunctional Linear DGEBA/Linear Amine (DDM, DDS) Resin Casting Systems (DGEBA/방향족 아민(DDM, DDS) 경화제의 벤젠링 사이의 관능기 변화가 물성 변화에 미치는 영향에 대한 연구)

  • 명인호;정인재;이재락
    • Composites Research
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    • v.12 no.4
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    • pp.71-78
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    • 1999
  • To determine the effect of chemical structure of linear amine curing agents on thermal and mechanical properties, standard epoxy resin DGEBA was cured with diaminodiphenyl methane (DDM), diaminodiphenyl sulphone (DDS) in a stoichiometrically equivalent ratio. From this work, the effect of aromatic amine curing agents. In contrast, the results show that the DGEBA/DDS cure system having the sulfone structure between the benzene rings had higher values in the conversion of epoxide, density, shrinkage (%), glass transition temperature, tensile modulus and strength, flexural modulus and strength than the DGEBA/DDM cure system having methylene structure between the benzene rings, whereas the DGEBA/DDM cure system presented higher values in the maximum exothermic temperature, thermal expansion coefficient, and thermal stability. These results are caused by the relative effects of sulfone group having strong electronegativity and methylene group having (+) repulsive property and stem from the effect of the conversion ratio of epoxide group. The result of fractography shows that the each grain size of the DDM/DGEBA system with feather-like structure is larger than that of the DDS/DGEBA system.

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Myeloperoxidase -463G>A Polymorphism dose not Contribute to the Risk of Primary Lung Cancer in a Korean Population (한국인에서 Myeloperoxidase (MPO) 유전자의 -463G>A 다형성과 원발성 폐암의 위험도)

  • Park, Jae Hyoung;Park, Jung Min;Kim, Eun Jin;Yun, Suk Jin;Lee, Sung Jun;Cha, Sung Ick;Lee, Eung Bae;Kim, Chang Ho;Kam, Sin;Kim, Dong Sun;Jung, Tae Hoon;Park, Jae Yong
    • Tuberculosis and Respiratory Diseases
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    • v.59 no.2
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    • pp.157-163
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    • 2005
  • 목 적 : Myeloperoxidase (MPO)는 benzo(a)pyrene, aromatic amines과 같은 발암전구물질 활성화를 통해 폐암 발생에 관여한다. MPO 유전자 promoter 부위의 -463G>A 다형성은 MPO유전자의 발현량을 감소시킨다고 알려져 있다. 저자들은 MPO 유전자 promoter 부위의 -463G>A 다형성과 폐암 위험도의 상관 관계를 조사하였다. 방 법 : 경북대학교병원에서 폐암으로 진단된 432예를 대상으로 하였으며 대조군은 건강검진센타를 방문한 건강인 가운데 환자군과 연령 및 성을 match하여 무작위로 선택한 432명을 대상으로 하였다. 결 과 : MPO -463G>A의 유전자형은 폐암군의 경우 GG, GA, AA형이 각각 353명(81.7%), 76명(17.6%), 3명(0.7%)이였고 대조군의 경우 각각 356명(82.4%), 72명(16.7%), 4명(0.9%)으로 두 군간에 유의한 차이가 없었다. -463 AA+GA 유전자형은 -463 GG 유전자형에 비해 전체 폐암의 경우 위험도의 유의한 차이가 없었으며 (adjusted OR= 1.03, 95% CI= 0.72-1.47), 연령, 성별, 흡연력, 조직형으로 구분하였을 경우에도 유의한 차이가 없었다. 결 론 : MPO 유전자의 -463G>A 다형성은 한국인에서 폐암의 위험도를 결정하는 주요 인자가 아닌 것으로 생각된다.

The study on the metabolism of benzidine in the isolated perfused rat liver (흰쥐의 적출 간 관류법을 이용한 벤지딘 대사에 관한 연구)

  • Bae, Mun Joo;Roh, Jae Hoon;Cho, Young Bong;Kim, Choon Sung;Chun, Mi Ryoung;Kim, Chi Nyon
    • Journal of Korean Society of Occupational and Environmental Hygiene
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    • v.6 no.1
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    • pp.28-37
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    • 1996
  • Benzidine, an aromatic amine used primarily in the manufacture of azo dyes, is recognized as a urinary bladder carcinogen in humans. In rats, mice, and hamsters, chronic exposure to benzidine resulted in tumors of the liver. The present study was undertaken to suggest analyzing the metabolites of benzidine with the optimal condition, identify the metabolites of benzidine, and observe time variance of the metabolites in the isolated perfusated rat liver. N-acetylbenzidine was synthesized by acetylation of benzidine with acetic anhydride and separated by thin layer chromatography(TLC) and high performance liquid chromatography(HPLC). To analysis benzidine and the metabolites of benzidine, HPLC operating condition has been optimized by means of preliminary experiment. The mobile phase consisted of acetonitrile(37%) in phosphate buffer, flow rate maintained at 1.0 ml/min. Optimal detective conditions were electrochemicaldetector(ECD) at 0.75 V for benzidine and N-acetylbenzidine and ultravioletdetector(UVD) at 287 nm for N,N'-diacetylbenzidine. The separation system was composed of a guard column and a separation column(Polymer C18, $4.6{\times}250cm$) at a temparature of $40^{\circ}C$. The perfusion system was equilibrated for 30 minutes before addition of benzidine to the perfusate. Samples of the perfusate were collected at time intervals(0, 10, 20, 30, 60, 90, 120 min) during the 2 hour perfusion. Before analyzing samples by HPLC/ECD/UVD, samples had been treated with sep-pak. Samples of perfusate analyzed by HPLC/ECD/UVD and the metabolites of benzidine in the isolated perfused rat liver were N-acetylbenzidine and N,N'-diacetylbenzidine. Benzidine metabolized over 60% during the initial 30 minutes of perfusion, extensively by 1 hour, and was undetectable in the perfusate. N-acetylbenzidine increased by 30 minutes of perfusion, declined. N,N'-diacetylbenzidine increased the 0-90 minutes period, remained constant during the 90-120 minutes period.

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