• Textile Coloration and Finishing
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• v.22 no.1
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• pp.1-7
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• 2010

The five new red disperse dyes for unmodified pure polypropylene fibers were synthesized. As a coupling component, a di-n-hexyl substituent was used in common, while various substituents were used for the diazo component. The dye having electron donating group at diazo component showed hypsochromic shift compared to the unsubstituted dye, while the dyes having electron withdrawing groups showed bathochromic shift. Owing to their extreme hydrophobicity caused by the di-n-hexyl substituent, all dyes exhibited very high affinity toward pure polypropylene fibers. Fastness to washing was very good for all dyes and fastness to light was good except two purplish red dyes.

• Analytical Science and Technology
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• v.19 no.1
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• pp.50-57
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• 2006

Well known environmental wastes from dye industry were separated by the micellar electrokinetic capillary chromatography(MECC). These wastes include H-acid modifier and 2-naphthylamine-1,5-disulfonic acid, and are known to be the diazo components of the azo dye. The results of the separation were compared with the result obtained by the HPLC using ion-pairing mechnism. MECC method was also applied to separate a few direct dyes including Direct Blue 2, Direct Blue 6 and Direct Blue 15, and reactive dye such as Reactive Orange 4. Informations about the diazo components of any azo dye could be obtained by comparison of electropherogram of the reduction solution of given dye with those obtained from standard materials such as H-acid, J-acid, ${\gamma}$-acid, orthanilic acid, sulfanilic acid and 2-naphthylamine-1,5-disulfonic acid which are used as diazo components of the typical azo dyes. It has been concluded that MECC and HPLC with ion-pairing mechanism could be successfully applied for the analysis of unknown dyes and their diazo components.

• Textile Coloration and Finishing
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• v.9 no.5
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• pp.75-81
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• 1997

o-Aminobenzene sulfone-N-ethylanilide, the diazo component of C.I. Acid Red 57, is currently being diazotised by the use of nitrosylsulphuric acid because of its high molecular weight and weak basicity. However, this method has many problems such as complicated manufacturing process and discharge of large volume of strong acidic effluent. In this study, the possibility of replacing nitrosylsulphuric acid method by direct method, which is simpler and produces less effluent, has been checked and the optimum process condition was studied. The effect of HCl concentration, the amount of sodium nitrite and particle size of diazo component on diazotisation yield was investigated. The optimum pH condition for coupling reaction was also evaluated.

• Analytical Science and Technology
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• v.19 no.1
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• pp.31-38
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• 2006

Micellar electrokinetic capillary chromatography(MECC) and HPLC with ion-pairing mechanism were applied for the separation of the well known environmental wastes from dye industry. These compounds include H-acid, J-acid, ${\gamma}$-acid, orthanilic acid, sulfanilic acid and 2-naphthylamine-1,5-disulfonic acid, and are known to be the diazo components of the azo dye. MECC method was also applied to separate few acid dyes including Acid Orange 7, Acid Orange 5 and Acid Blue 92 and direct dye such as Direct Red 80. Informations about the diazo components of any azo dye could be obtained by comparison of electropherogram of the reduction solution of a given dye with those obtained from standard materials such as H-acid, J-acid, ${\gamma}$-acid, orthanilic acid, sulfanilic acid and 2-naphthylamine-1,5-disulfonic acid. It has been concluded that MECC and HPLC with ion-pairing mechanism could be successfully applied for the analysis of unknown dyes and their diazo components.

• 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.

• Bulletin of the Korean Chemical Society
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• v.34 no.3
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• pp.863-867
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• 2013

A series of azo disperse dyes having dicyanovinyl groups was synthesized by the Knoevenagel condensation with malononitrile from carbonyl substituted phenylazo disperse dyes which were prepared by conventional diazo coupling reaction of aniline derivatives as diazo components. A variety of coupling components such as anilines, an indole and a pyridone were used. The azo disperse dyes were evaluated for their spectral properties and dyeing assessment on the polyester fabrics. The azo disperse dyes containing dicyanovinyl groups showed bathochromic shifts and darker colors due to increased electron withdrawing strength in their azo components and extended conjugation by dicyanovinyl groups than their parent carbonyl substituted azo dyes. The dyes containing 2-acetylamino-5-methoxy substituent in the coupling component exhibited higher wavelength of maximum absorbance (${\lambda}_{max}$) and significant negative solvatochromism than those of other dyes due to intramolecular hydrogen bonding.

• 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.

• 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.

• Textile Coloration and Finishing
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• v.33 no.2
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• pp.49-63
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• 2021

In this study, a convenient approach for sensitive, quick and simple detection of hazardous acids was investigated. A series of azo dyes were synthesized and applied as a chemosensor for the acid detection both on fibers and in solution. Various aniline, benzothiazole or isoxazole derivatives were used as diazo component and coupled with N-benzyl-N-ethylaniline or 2,2'-(phenylimino)bis-ethanol to give azo based dyes. The acid sensing phenomenon was observed by naked-eye and detection was further confirmed by UV-Vis spectrophotometer and hue difference(ΔH^*) evaluation. The developed sensors showed a distinct and quick color change from yellow to magenta by addition of trace amounts of the hazardous acids. The absorption maxima was shifted to a longer wavelength by 70 ~ 150nm and hue difference(ΔH^*) was 60 ~ 120°. A cotton fiber coated with Dye 1 exhibited excellent storage stability under various temperature(-30 ~ 43℃) and humidity(30 ~ 80%) conditions without discoloration and fading of the fiber sensors. Also the acid sensing properties were maintained.