• Title/Summary/Keyword: azo based disperse dyes

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Dispersant-free Dyeing of Polyester with Temporarily Solubilized Azo Disperse Dyes from Indole Derivatives

  • Lee, Jung-Jin;Lee, Won-Jae;Kim, Jae-Pil
    • Fibers and Polymers
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    • v.4 no.2
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    • pp.66-70
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    • 2003
  • Temporarily solubilized azo disperse dyes based on 1,2-substituted indoles were synthesized and characterized. Dispersant-free dyeing of polyester by using the synthesized dyes has been investigated. The colour yields of the dyes on the polyester fabric were found to be highly dependent on the dyeing pH, optimum results being obtained at pH 5. The dyes exhibited good to excellent fastness properties on polyester while lightfastness was moderate.

Dyeing Properties of Polyurethane Fiber by Novel Phthalimidyl Azo Disperse Dyes (Phthalimide계 신규 Azo dye의 Polyurethane계 섬유 염색 특성)

  • Choi, Jong-Yun;Choi, Jae-Hong
    • Textile Coloration and Finishing
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    • v.21 no.6
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    • pp.46-55
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    • 2009
  • Some phthalimidyl azo dyes containing N,N-diethyl or N,N-di($\beta$-methoxycarbonylethyl) group have been attempted to apply onto two kinds of polyurethane based materials and rationalize their dyeability and fastness comparing with those of some commercial disperse dyes. Phthalimidyl azo dye showed 66~98% of exhaustion yield at $120^{\circ}C$ by a conventional exhaust dyeing method. The dyeings were found to have a higher wash fastness with both fabrics in comparison with those of commercial dyes which indicates lower thermomigration and efficient alkali clearable properties of phthalimidyl ring and/or diester group during post-dyeing process.

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, Structure Investigation and Dyeing Assessment of Novel Bisazo Disperse Dyes Derived from 3-(2'-Hydroxyphenyl)-1-phenyl-2-pyrazolin-5-ones

  • Metwally, M.A.;Bondock, S.;El-Desouky, S.I.;Abdou, M.M.
    • Journal of the Korean Chemical Society
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    • v.56 no.3
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    • pp.348-356
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    • 2012
  • In an attempt to find a new class of bisazo disperse dyes with better dyeing properties, a series of novel bisazo dyestuffs based on 4-arylhydrazono-3-(2'-hydroxyphenyl)-1-phenyl-2-pyrazolin-5-ones $\mathbf{3a-f}$ were prepared by diazocoupling of p-nitrophenyl diazonium chloride with 4-arylhydrazono-3-(2'-hydroxyphenyl)-1-phenyl-2-pyrazolin-5-ones $\mathbf{2a-f}$. Compounds $\mathbf{3a-f}$ were subsequently reacted with acetic anhydride in the presence of p-toluenesulfonic acid afford the corresponding O-acetyl derivatives $\mathbf{4a-f}$. The latter products as well as spectral data indicated that compounds $\mathbf{3a-f}$ exist predominantly in the azo-hydrazone tautomeric form (H) as the ZE-configuration. Additionally, two series of the synthesized dyes $\mathbf{3a-f}$ and $\mathbf{4a-f}$ were applied as disperse dyes for dyeing polyester fabrics and their fastness properties were evaluated. Also the position of color in CIELAB coordinates ($L^*$, $a^*$, $b^*$, $H^*$, $C^*$*) was assessed.

Synthesis of novel disperse dyes derived from phthalimide containning diester groups and their dyeing properties

  • Choi, Jae-Hong;Choi, Jong-Yun;Lee, Hyun-Young;Kwon, Oh-Tak
    • Proceedings of the Korean Society of Dyers and Finishers Conference
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    • 2009.03a
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    • pp.45-46
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    • 2009
  • In this study, 12 azo disperse dyes based on phthalimide were synthesized including their precursors. The chemical structures of the dyes and the corresponding precursors were analyzed by the GC-MASS, $^1H$ NMR spectra and elemental analysis. The dyeability on PET, such as step dyeing and build-up properties and color fastness were examined using conventional exhaust dyeing procedures.

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Characterization of Diester functional-based Alkali-clearable Azo Disperse dyes (Diester계 치환기를 이용한 분산염료의 알칼리 영향성에 관한 연구)

  • Choe, Jong-Yun;Choe, Jae-Hong;Lee, Hyeon-Yeong;Gwon, O-Tak
    • Proceedings of the Korean Society of Dyers and Finishers Conference
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    • 2008.10a
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    • pp.25-26
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    • 2008
  • 일반적인 분산염료, Phthalimide계 중간체로 사용한 분삼염료, Diester계 커플러만 이용한 분산염료와 비교한 Diester계 치환기를 이용한 분산 염료들은 R/C조건과 EtOAc와 증류수로 층분리하여 증류수층의 UV-Vis absorbance은 떨어지고 용해성은 증가한다. 그리고 Thiopene ring만 가진 염료와 비교한 염료들은 같은 파장에서의 UV-Vis absorbance은 떨어져 용해도는 증가하고 Thiopene ring과 Azo group의 분해에 의한 화합물 때문에 단파장에서의 UV-Vis absorbance가 크게 증가하여 염색 폐수의 색도를 감소시킬 수 있다.

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