• 한국염색가공학회지
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• 제22권1호
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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.

• 분석과학
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• 제19권1호
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• pp.50-57
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• 2006

계면활성제를 완충용액에 섞어서 사용하는 미셀 모세관 전기영동법(micellar electrokinetic capillary chromatography, MECC)을 이용하여, 아조염료의 합성성분이면서 동시에 아조염료가 분해될 때 생성되는 H-acid modifier 혹은 2-naphthylamine-1,5-disulfonic acid 등의 디아조 성분에 대한 분석을 수행하고, 이 분리 결과를 Ion-Paring 메카니즘을 이용한 고성능 액체 크로마토그래피법과 비교하였다. 이 방법을 이용하여 Direct Blue 2, Direct Blue 6, Direct Blue 15 등의 직접염료 그리고 Reactive Orange 4와 같은 반응성 염료의 혼합용액을 완전히 분리할 수 있었다. 특히 각 염료의 환원용액을 H-acid, J-acid, ${\gamma}$-acid, orthanilic acid, sulfanilic acid 2-naphthylamine-1,5-disulfonic acid 등의 표준물질과 비교 분석한 결과, 사용한 각 염료의 디아조 성분인 H-acid modifier 혹은 2-naphthylamine-1,5-disulfonic acid에 대한 정보를 얻을 수 있었다. 본 연구의 결과를 토대로 Ion-Pair 크로마토그래피법과 모세관 전기영동법은 미지의 염료에 대한 성분확인 및 디아조 혹은 커플링 성분분석에 응용할 수 있음을 알 수 있었다.

• 한국염색가공학회지
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• 제9권5호
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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.

• 분석과학
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• 제19권1호
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• pp.31-38
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• 2006

Ion-Paring을 이용한 고성능 액체 크로마토그래피법과 계면활성제를 완충용액에 섞어서 사용하는 미셀 모세관 전기영동법(micellar electrokinetic capillary chromatography, MECC)을 이용하여 아조염료의 합성성분이면서 동시에 독성을 나타내는 분해물인 H-acid, J-acid, ${\gamma}$-acid, orthanilic acid, sulfanilic acid 그리고 2-naphthylamine-1,5-disulfonic acid 등의 디아조 성분에 대하여 분석을 수행하였다. 같은 방법으로 Acid Orange 7, Acid Orange 5, Acid Blue 92 등의 산성염료와 Direct Red 80 등의 직접염료와 같은 반응성 염료 및 Calcion에 대한 분리를 시도한 결과 모든 염료에 대한 완전한 분리를 얻었으며, 특히 각 염료의 환원용액을 H-acid, J-acid, ${\gamma}$-acid, orthanilic acid, sulfanilic acid 혹은 2-naphthylamine-1,5-disulfonic acid 등의 표준물질과 비교 분석한 결과 사용한 각 염료의 디아조 혹은 커플링 성분을 완벽하게 분석할 수 있음을 알 수 있었고, 따라서 Ion-Pair 크로마토그래피법과 모세관 전기영동법은 미지의 염료에 대한 성분확인 및 디아조 혹은 커플링 성분분석에 응용할 수 있음을 보였다.

• 한국염색가공학회지
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• 제3권3호
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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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• 제34권3호
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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.

• 한국염색가공학회지
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• 제31권3호
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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.

• 한국염색가공학회지
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• 제17권6호
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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.

• 한국염색가공학회지
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• 제33권2호
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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.