Disperse Orange

Disperse Orange 25 (97, R = H) had sales in excess of 700,000 (114 tons) in 1988. Other disperse azo colors produced in the United States of revealed chemical constitution are Hsted in Table 14. 

A study of the degradation of two azo disperse dyes. Disperse Orange 5 [6232-56-0] (1) Cl 11100) and Disperse Red 5 [3769-57-1] Cl 11215) showed reduction of the azo linkage into aromatic amines and further dealkylation to -phenylene-diamine [106-50-3] (2) (255). 

Figure 7.7. Numerically, azo dyes form by far the most important chemical class of disperse dyes. Azo disperse dyes may be classified into four broad groupings. The most numerous are the aminoazobenzenes which provide important orange, red, violet and blue disperse dyes. They are exemplified by C. I. Disperse Orange 25 (157), C. I. Disperse Red 90 (158) and C. I. Disperse Blue 165 (159). A comparison of these three aminoazobenzene dyes provides an illustration of the bathochromic shift...

Cl Disperse Yellow 42 Cl Disperse Orange 11 Cl Disperse Orange 29 Cl Disperse Violet 1 Cl Disperse Violet 31 Cl Disperse Blue 56 Cl Disperse Blue 165 Resolin Red FRL (DyStar) Resolin Yellow 5GL (DyStar) With y-cyclodextrin Cl Disperse Orange 11... 

Figure 12.6 Effect of temperature changes on the particle size distribution in a dyebath containing 0.6% Cl Disperse Orange 13 [88]...

Figure 12.8 Overall dependence of observed parameters in dyeing with Cl Disperse Orange 21 in the presence of a mixture of three agents [89], The value within each symbol represents a percentage of the maximal effect (= 100%) for that factor...

Acid Red 88, Direct Red 81, Reactive Black 5, Disperse Orange 3 Shewanella putrefaciens AS96 100 mg L 1 22.1-25.0 [41]... 

An inverse relation between the efficiency of decolorization and the dye concentration has frequently been observed. This fact can be ascribed to several factors, the main of which can be considered the toxicity of the dyes at higher concentrations [41, 45, 51-53]. With Reactive Red 3B-A, concentrations from 100 to 2,000 ppm were tested with C. bifermentans [5]. At concentrations less than 200 ppm, 90% decolorization within 12 h was observed, while at very high dye concentration (>1,000 ppm), the decolorization rate decreased. Khalid et al. [54] observed an inverse relationship between the velocity of the decolorization reaction and the dye concentrations between 100 and 500 mg L 1 azo dye (Reactive Black 5, Direct Red 81, Acid Red 88, and Disperse Orange 3) by Shewanella putrefaciens. A decrease in decolorization percentage at a Acid Black 210 initial concentration growing from 100 to 400 ppm was also observed with V. harveyi, but the decrease was low [44]. 

The ability to use azo dyes as sole energy and carbon source by bacteria to be able to reduce the azo bond aerobically by a cometabolic way has been reported [2,4]. A mixture of four structurally different dyes (Acid Red 88, Reactive Black 5, Direct Red 81, and Disperse Orange 3) was used as sole source of carbon and nitrogen to select six strains of bacteria tested for the ability to decolorize the dyes individually or in mixtures a S. putrefaciens strain was identified as the most efficient [45]. 

Two bacterial Shewanella species, S. putrefaciens and S. oneidensis, previously selected on the basis of their ability to degrade azo dyes, were also tested in saline medium at different salt concentrations of up to 10% to evaluate their potential to decolorize four structurally different azo dyes Reactive Black 5, Direct Red 81, Acid Red 88, and Disperse Orange 3. Full decolorization was reached at salt concentrations up to 6% the decolorization velocity was inversely related to salt concentration. The rate of decolorization was increased by yeast extract and a calcium source, while was decreased by glucose and by a nitrogen source [54]. 

The relative rates of diffusion of Cl Disperse Orange 3 on nylon, acetate and polyester indicated in Table 3.14 are reasonably consistent with those measured independently in the early days of polyester dyeing [113], as shown in Table 3.15. These figures, for three disperse... 

The widespread adoption of high-temperature dyeing methods has also allowed the use of simple disazo structures, such as Cl Disperse Orange 13 (4.89) and Cl Disperse Orange 29 (4.90), as economic dyes giving chiefly yellow and orange hues. The latter dye is known to exist in the syn conformation in the crystal [95] the unsubstituted parent dye prefers the anti conformation. A few monoazo and disazo disperse dyes have absorption bands in the near infrared [96]. 

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