• Title/Summary/Keyword: 아조염료

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Synthesis of Azo based Disperse Dyes for Dyeing Polyester Fiber in Supercritical Carbon Dioxide (초임계 유체 염색용 아조계 분산염료 합성 및 PET 섬유에 대한 염색 특성 연구)

  • Shin, Seung-Rim;An, Kyoung-Lyong;Lee, Sunhye;Lee, Seung Eun;Ko, Eunhee;Kim, Changil;Jun, Kun
    • Textile Coloration and Finishing
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    • v.31 no.3
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    • pp.135-146
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    • 2019
  • A series of azo based disperse dyes were synthesized and applied to polyester(PET) fiber in supercritical carbon dioxide($ScCO_2$). Various aniline derivatives were used as diazo component and coupled with glycine ethylester or carbonic acid ethylester derivatives to give azo based disperse dyes. Depending on the various diazo substituents, absorption maxima varied from 415 to 529nm in acetone. Dyeing in $ScCO_2$ was carried out at $120^{\circ}C$ and 250bar pressure for 2hrs with 0.5% o.w.f. of dye concentration. Dyed PET fiber had excellent brightness and good light, washing and perspiration(acid/alkali) fastness properties.

Synthesis of Azo Based Disperse Dyes for Dyeing Polyester Fiber in Supercritical Carbon Dioxide (초임계 유체 염색용 아조계 분산염료 합성 및 PET 섬유에 대한 염색 특성 연구)

  • Shin, Seung-Rim;An, Kyoung-Lyong;Lee, Sunhye;Ko, Eunhee;Lee, In-Yeol;Kim, Changil;Jun, Kun
    • Textile Coloration and Finishing
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    • v.33 no.1
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    • pp.10-23
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    • 2021
  • In order to synthesize the dye suitable for supercritical carbon dioxide(ScCO2) dyeing, a series of azo based disperse dyes were prepared using various aniline derivatives as diazo components and indol derivatives as coupling components. Dyeing process in ScCO2 of the synthesized dyes was performed on PET fiber at 120℃ for 2 hrs under 250bar pressure with 0.5% o.w.f. of dye concentration. The absorption maxima varied from 400 to 580nm depending on the substituted groups in aniline derivatives and the indol derivatives. The dyes showed high molar extinction coefficients(ε) of 27,000~61,000M-1cm-1. Dyed PET fiber exhibited excellent brightness and good light, washing and perspiration(acid/alkali) fastness properties.

Synthesis of Super Hydrophobic Disazo Red Dyes using Alkylanilines as Diazo Components (알킬아닐린을 디아조성분으로 활용한 디스아조계 초소수성 적색염료의 합성)

  • Kim, Taekyeong;Ryu, Myeonghwa;Jang, Youngjae
    • Textile Coloration and Finishing
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    • v.27 no.1
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    • pp.27-34
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    • 2015
  • Novel super hydrophobic disazo red dyes were synthesized to improve light fastness of the primary monoazo red dye of previous study on polyolefin fibers such as polypropylene and ultra high molecular weight polyethylene fibers. 4-Alkylanilines were diazotized and then coupled to 2,5-dimethylaniline to produce dye intermediates which were then further used to synthesize final disazo red dyes by diazoization and coupling to ${\beta}$-naphthol. Considering both affinity of the dyes toward both polyolefin fibers and color fastnesses, the decyl-substituted dye was determined as the optimum dye. The decyl-substituted disazo red dye exhibited good dyeability on both polyolefin fibes and almost the same color values as the previous primary monoazo red dye. Light fastness on ultra high molecular weight polyethylene fibers was improved up to rating 3~4 compared to rating 2~3 of the previous primary monoazo red dye.

The Investigation on Color Change of Dis-azo Acid Dye in Wool Dyeing (양모섬유의 염색시 디스아조계 산성염료의 변색현상 규명)

  • 김미경;김태경;윤석한;임용진
    • Textile Coloration and Finishing
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    • v.15 no.2
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    • pp.86-92
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    • 2003
  • It is already known that the color of wool fabric dyed with disazo acid dyes could be changed in dyeing process and this is accelerated under alkaline condition. Focus was given to figuring out the mechanism of this color change, through the LC-MS analysis. In this study, no color change was seen in wool fabrics dyed with C. I. Acid Blue 113 under weak acidic, neutral and weak alkaline conditions for 1hour. However, the wool fabrics dyed under weak alkaline condition for a long time over 3 hours fumed reddish orange. When the wool fabrics dyed under weak acidic, neutral and weak alkaline conditions were treated with $0.5g/L\;Na_2C0_3$ solution, all of them turned reddish orange. On the other hand, the color of silk fabrics dyed with C. I. Acid Blue 113 were not changed after the same alkaline treatment. Wool contains cystine and cysteine, whereas silk does not. Due to the reversible reduction/oxidation process of cystine and cysteine in wool dyeing, the C. I. Acid Blue 113 of the dis-azo type is decomposed by reduction and consequently turned them into the reddish orange mono-azo types dye.

Photochromism of Cationic Azo Dyes Containing 2,4-Dimethylimidazole (2,4-디메틸이미다졸환을 가지는 아조계 카디온염료의 포토크로미즘)

  • Cho, Myung Lae;Yoon, Nam Sik;Lim, Yong Jin
    • Textile Coloration and Finishing
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    • v.3 no.3
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    • pp.1-5
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    • 1991
  • Cationic azo dyes were synthesized by coupling aniline and its derivatives with 2,4-dimethyl imidazole as a coupler, and their photochromic behavior was investigated. The dyes exhibited little photochromism on wool, but to a considerable degree on Dacron T92(anionic modified polyester), the photochromism being prominent for the dye with electron-releasing substituent on diazo component. Little photochromism on wool can be attributed to a decreased mobility of dye by the various interactions between the dye and wool molecules, which interferes the cis-trans isomeriation of dye. On Dacron T92 there can not be any obstacle for the cis-trans isomerization of dye, hence reversible color change may occur. The electron-releasing substituent on diazo component may be helpful for the photochromism of dye by increasing the n-electron density of phenyl ring, which can stabilize the cis-form of the dye by the interaction with the positive charge of imidazole ring.

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Quantum Yield of Photoinduced Electron Transfer Across Microemulsion Interfaces (마이크로 에멀젼 계면을 통과하는 광유발전자의 양자수득률)

  • Yong-Tae Park
    • Journal of the Korean Chemical Society
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    • v.27 no.3
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    • pp.213-217
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    • 1983
  • Devices that mimic the natural photosynthetic pathway are of considerable interest as fuel sources. Quantum yield of viologen radical formation in several water-in-oil microemulsion system were measured. The yield of hexadecylviologen radical formation in microemulsion system using EDTA as an electron donor, ruthenium bipyridinium complex as photosensitizer, and hexadecylviologen as an electron acceptor was 12%. When benzylnicotinamide was inserted in the interface of the microemulsion and azo compound was dissolved in oil face, the quantum yield of hydroazo compound was 0.16. Organic dye (Rose bengal) was used as photosensitizer for the photoinduced electron transfer reaction. In anionic microemulsion no electrontransfer was observed.

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Synthesis and Dyeing Properties of Red Disperse Dyes Derived from Diaminopyridines (디아미노피리딘아조계 Red 분산염료들의 합성과 염색성)

  • Park Jong Ho;Koh Joonseok;Bae Jin Seok;Kim Sung Dong
    • Textile Coloration and Finishing
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    • v.17 no.6 s.85
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    • pp.1-10
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    • 2005
  • Disperse dyes derived from heterocyclic compounds such as phenylindole, pyridone, diaminopyridine, and carbazole have been known to exhibit high light fastness and bathochromic shift compared to the coursponding aminoazobenzene. The synthetic method to obtain diaminopyridine derivatives, which can be used as coupling components, was chlorination of pyridone with phosphorous oxychloride, followed by substitution with various primary amines. Four azo disperse dyes were synthesized by coupling four diaminopyridines with 2-cyano-4-nitroaniline as a diazo component. Structures of these dyes were confirmed by $^1H$ NMR spectroscopy. The wavelengths of maximum absorption of the synthesized disperse dyes were in the range of $517\~528nm$, and molar extinction coefficients were $45,700\~50,100$. The dyeability of four disperse dyes toward PET fiber was generally good. Wash and rubbing fastnesses were excellent, while light and dry heat fastness were good.

Catalytic Wet Oxidation of Azo Dye Reactive Black 5 (아조염료 Reactive Black 5 폐수의 촉매습식산화)

  • Suh, Il-Soon;Yoo, Shin-Suk;Ko, Mi-So;Jeong, Samuel;Jung, Cheol-Goo;Hong, Jeong-Ah;Yoon, Wang-Lai
    • Korean Chemical Engineering Research
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    • v.48 no.2
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    • pp.259-267
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    • 2010
  • The catalytic wet oxidations of the wastewater containing azo dye Reactive Black 5(RB5) with heterogeneous catalyst of CuO have been carried out to investigate the effects of temperature($190{\sim}230^{\circ}C$) and catalyst concentration(0.00~0.20 g/l) on the removals of colour and total organic carbon TOC. The wastewater colour was measured with spectrophotometer, and the oxidation rate was estimated with TOC. About 90% of colour was removed during 120 min in thermal degradation of the RB5 wastewater at $230^{\circ}C$, while TOC was not removed at all. As increasing reaction temperature and catalyst concentration, the removal rates of colour and TOC increased in the catalytic wet oxidations of RB5 wastewater. The effects of catalyst were already considerable even at 0.01 g CuO/l, while the removal rates of colour and TOC increased negligibly with increasing the catalyst concentration above 0.05 g CuO/l. The initial destruction rates of the wastewater colour have shown the first-order kinetics with respect to the wastewater colour. TOC changes during catalytic wet oxidations have been well described with the global model, in which the easily degradable TOC was distinguished from non-degradable TOC of the wastewater. The impacts of reaction temperature on the destruction rate of the wastewater colour and TOC could be described with Arrhenius relationship. Activation energies of the colour removal reaction in thermal degradation, wet oxidation, and catalytic wet oxidation(0.20 g CuO/l) of the RB5 wastewater were 108.4, 78.3 and 74.1 kJ/mol, respectively. The selectivity of wastewater TOC into the non-degradable intermediates relative to the end products in the catalytic wet oxidations of RB5 wastewater was higher compared to that in phenol wet oxidations.

Degradation of Chlorinated Phenolic Compounds by Soil Actinomycetes Isolated from the Contami-nated Soil Nearby the Kyung-An River (경안천 유역 오염토양에서 분리한 방선균의 염화 페놀계 화합물 분해)

  • 김성민;김창영;김응수
    • Microbiology and Biotechnology Letters
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    • v.30 no.3
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    • pp.287-292
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    • 2002
  • Lignin-peroxidase (LiP) has been considered as one of the most important industrial enzymes for biodegradation of various recalcitrant toxic compounds such as chlorinated aromatic hydrocarbons and azo-dyes. Recently, several soil actinomycetes have been reported to secrete a functionally-similar lignin-peroxidase called actinomycetes lig-nin-peroxidase (ALiP). In this manuscript, we isolated over 100 morphologically distinct actinomycetes from the contaminated soils around 10 different gas stations located nearby the Kyung-An river. Among these actinomycetes screened based on the congo-red dye-decolorization activities, one newly-isolated actinomycetes named SMA-2 showed the most significant dye-decoloring activity on the congo-red plate as well as a significant ALiP activity in a yeast-extract-malt-extract liquid media supplemented with starch. The optimum SMA-2 culture condition fur ALiP production was determined and the kinetic parameters fur the SMA-2 AkIP activity were characterized. The optimally-cultured SMA-2 also exhibited the oxidation activities toward various recalcitrant aromatic compounds including phenol, 2- chlorophenol, 4- chlorophenol, 2,4- dichlorophenol ,2,6- dichlorophenol, and 2,4, f-trichlorophe - not, suggesting a potential application of SMA-2 for contaminated soil bioremediation.

Inhalation toxicity assesment of C.I.No. Reactive Red 195 in Rats (아조계 반응성염료 C.I.No. Reactive Red 195의 흡입독성평가)

  • Chung, Yong Hyun;Han, Jeong Hee;Song, Kyung Seuk;Kim, Hyeon Yeong;Lee, Sung Bae;Yu, Il Je
    • Journal of Korean Society of Occupational and Environmental Hygiene
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    • v.11 no.3
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    • pp.198-205
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    • 2001
  • Many reactive dyes have been used in occupational settings without knowing their toxicity and health hazard information. To investigate the toxicity of reactive dye, C.I.No. Reactive Red 195 was exposed to male and female Sprague Dawley rats by inhalation for 28 days. The rats were exposed C.I.No. Reactive Red 195 for 6 hrs per day and 5days per week. The concentrations for the inhalation exposure were 0, 10, 40 and $160mg/m^3$. After 4 weeks of exposure, rats were examined for exposure related changes through pathology, blood biochemistry and hematology. There were no dose related changes including clinical signs, body weight and relative organ weight changes, hematological and biochemical and histopathological findings. The results indicate that no observed adverse effect level (NOAEL) of 28 days inhalatrion toxicity test for C.I.No. Reactive Red 195 was $160mg/m^3$.

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