Azo Dyes


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azo dyes

[′a·zō ‚dīz]
(organic chemistry)
Widely used commercial dyestuffs derived from amino compounds, with the ‒N‒ chromophore group; can be made as acid, basic, direct, or mordant dyes.

Azo Dyes

 

organic dyes whose molecules contain one or several azo groups—N=N—which connect aromatic radicals. Depending on the number of such groups, the dyes are called mono-, dis-, tris-, or polyazo dyes. Usually, azo dyes contain substituted or unsubstituted NH2 and OH groups in

the aromatic nucleus and also NO2, CI, SOH3H, COOH, and others. The presence of acid groups ensures the water solubility of the dyes.

Synthesis of azo dyes is achieved by combining aromatic diazo compounds ArN2Cl with phenols, aromatic amines, and their derivatives. For example, see above.

Usually, a dye is precipitated from a sodium chloride solution, dried, and then pulverized.

The simplest monoazo dyes are usually yellow, orange, or red in color. An increase in the number of azo groups, a substitution of phenyl radicals with naphthyl radicals, and an increase in the number of oxy- and amino- groups will intensify the color. Depending on their structure and the character of their interaction with textiles, azo dyes are divided into several groups: basic, acid, direct, mordant, ice-color, active, and others. Basic dyes contain NH2 groups; acid dyes, usually one or several sulfo groups. The latter are used in dyeing silk and wool. Large amounts of direct azo dyes are produced for use in coloring cotton fabrics; usually these are polyazo dyes based on benzidine and α-naphthylamine and its sulfo acids. With Fe3+, Cr3+, and other ions, mordant azo dyes form insoluble complexes on the fiber which are well retained. The formation of dye-fiber chemical bonds is characteristic of the active azo dyes. These azo dyes, in production since 1952, not only afford beautiful tints but also are outstanding in their resistance to water and other processing agents. Ice colors are obtained directly on fabrics. Some azo dyes in a fine-dispersion state are used in polygraphy and the paint and varnish industry. Azo dyes are used mainly for coloring textiles but also for coloring leather, paper, rubber, and certain plastics.

REFERENCES

Chekalin, M. A. Khimiia i tekhnologiia organicheskikh krasitelei. Moscow, 1956.
Chekalin, M. A., B. V. Passet, and B. A. Ioffe. Tekhnologiia organicheskikh krasitelei i promezhutochnykh produktov. Leningrad, 1972.
References in periodicals archive ?
ACCC found azo dyes - synthetic dyes used for colouring a variety of consumer goods such as foods, cosmetics, carpets, clothes, leather and textiles - of carcinogen components.
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Kinetics of decolorization and mineralization of reactive azo dyes in aqueous solution by the UV/[H.
Kinetics analysis for the photocatalytic degradation of single and binary azo dye solutions:
Toxicological effect of indole and its azo dye derivatives on some microorganisms under aerobic conditions.
The Iranian researchers succeeded in the laboratorial production of quantum dots made of graphene as catalysts to produce azo dyes.
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Process development for the removal of hazardous anionic azo dye Congo red from wastewater by using hen feather as potential adsorbent.
The Australian Competition and Consumer Commission (ACCC) has announced further recalls for jeans sold in Cotton On, Jeans West and Rivers Australia in its continuing effort to prevent risk of a possible contamination with high levels of cancer-causing azo dyes.
Besides, textile testing house will be established at Karachi to check the AZO dyes and ECO testing in order to boost the export potential of the country.
Phthalates are substances classified as toxic to reproduction while azo dyes are classified as carcinogens.
The mutagenicity of textile dyes, particularly azo dyes as well as non-azo dyes, has been reviewed (Mathur et al.