Synthesis, Spectral Property and Dyeing Assessment of Azo Disperse Dyes Containing Carbonyl and Dicyanovinyl Groups 


Vol. 34,  No. 3, pp. 863-867, Mar.  2013
10.5012/bkcs.2013.34.3.863


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  Abstract

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 (λmax) and significant negative solvatochromism than those of other dyes due to intramolecular hydrogen bonding.

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  Cite this article

[IEEE Style]

Y. S. Choi, K. S. Lee, H. J. Kim, J. Y. Choi, S. B. Kang, E. J. Lee, G. Keum, "Synthesis, Spectral Property and Dyeing Assessment of Azo Disperse Dyes Containing Carbonyl and Dicyanovinyl Groups," Bulletin of the Korean Chemical Society, vol. 34, no. 3, pp. 863-867, 2013. DOI: 10.5012/bkcs.2013.34.3.863.

[ACM Style]

Yun Seok Choi, Kun Su Lee, Hye Jin Kim, Jong Yun Choi, Soon Bang Kang, Eui Jae Lee, and Gyochang Keum. 2013. Synthesis, Spectral Property and Dyeing Assessment of Azo Disperse Dyes Containing Carbonyl and Dicyanovinyl Groups. Bulletin of the Korean Chemical Society, 34, 3, (2013), 863-867. DOI: 10.5012/bkcs.2013.34.3.863.