Dye industries

Chromates and dichromates are used in industry as oxidising agents, for example in the coal tar industry, in the leather industry (chrome taiming), and in the dye industry as mordants. Some chromates are used as pigments, for example those of zinc and lead. Chromates and dichromates are poisonous. 

There are variations in representation of rings in different disciplines. The dye industry does not designate aromaticity or double bonds in rings. AH double bonds and aromaticity are shown in the Encyclopedia as a matter of course. For example, tetralin has an aromatic ring and a saturated ring and its stmcture appears in the Encyclopedia with its common name. Registry Number enclosed in brackets, and parenthetical CA index name, ie, tetralin [119-64-2] (1,2,3,4-tetrahydronaphthalene). With names and stmctural formulas, and especiaHy with CAS Registry Numbers, the aim is to help the reader have a concise means of substance identification. 

High Pressure in the Chemical Industry. The use of high pressure in industry may be traced to early efforts to Hquefy the so-called permanent gases using a combination of pressure and low temperature. At about the same time the chemical industry was becoming involved in high pressure processes. The discovery of mauveine in 1856 led to the development of the synthetic dye industry which was well estabUshed, particularly in Germany, by the end of the century. Some of the intermediate compounds required for the production of dyes were produced, in autoclaves, at pressures of 5-8 MPa (725-1160 psi). 

The inorganic reductions of NaBH are numerous and varied (Table 7). Comparatively few anions are reduced, yet the reduction of bisulfite to dithionite (hydrosulfite) (25), which is used in the pulp (qv) and paper (qv), clay (see Clays), and vat dyeing industries, is an important inorganic appHcation ofNaBH,. 

Diketones contain two carbonyl groups and are named by adding the suffix -dione to the parent hydrocarbon, and by indicating the position of the carbonyl groups using the smallest numbers possible. Diketones are generally used as specialty chemical intermediates in the pharmaceutical, flavor, fragrance, and dye industries. 

Aromatic amines form addition compounds and complexes with many inorganic substances, such as ziac chloride, copper chloride, uranium tetrachloride, or boron trifluoride. Various metals react with the amino group to form metal anilides and hydrochloric, sulfuric, or phosphoric acid salts of aniline are important intermediates in the dye industry. 

Aminophenols and their derivatives are of commercial importance, both in their own right and as intermediates in the photographic, pharmaceutical, and chemical dye industries. They are amphoteric and can behave either as weak acids or weak bases, but the basic character usually predominates. 3-Aminophenol (2) is fairly stable in air unlike 2-aminophenol (1) and 4-aminophenol (3) which easily undergo oxidation to colored products. The former are generally converted to their acid salts, whereas 4-amiaophenol is usually formulated with low concentrations of antioxidants which act as inhibitors against undesired oxidation. 

The derivatives of the aminophenols have important uses both in the photographic and the pharmaceutical industries. They are also extensively employed as precursors and intermediates in the synthesis of more compHcated molecules, especially those used in the staining and dye industry. All of the major classes of dyes have representatives that incorporate substituted aminophenols these compounds produced commercially as dye intermediates have been reviewed (157). Details of the more commonly encountered derivatives of the aminophenols can be found in standard organic chemistry texts (25,158). A few examples, which have specific uses or are manufactured in large quantities, are discussed in detail in the following (see Table 6). 

Compounds of type (42) are widely used in the dye industry (see Azo dyes). The Mannich reaction also takes place at C, as does halogenation and nitration. The important analgesic aminoantipyrine [83-07-8] (43) on photolysis in methanol undergoes ring fission to yield (44) (27). 

Nearly all uses and appHcations of benzyl chloride are related to reactions of the active haUde substituent. More than two-thirds of benzyl chloride produced is used in the manufacture of benzyl butyl-phthalate, a plasticizer used extensively in vinyl flooring and other flexible poly(vinyl chloride) uses such as food packaging. Other significant uses are the manufacture of benzyl alcohol [100-51-6] and of benzyl chloride-derived quaternary ammonium compounds, each of which consumes more than 10% of the benzyl chloride produced. Smaller volume uses include the manufacture of benzyl cyanide [140-29-4], benzyl esters such as benzyl acetate [140-11-4], butyrate, cinnamate, and saUcylate, benzylamine [100-46-9], and benzyl dimethyl amine [103-83-8], and -benzylphenol [101-53-1]. In the dye industry benzyl chloride is used as an intermediate in the manufacture of triphenylmethane dyes (qv). First generation derivatives of benzyl chloride are processed further to pharmaceutical, perfume, and flavor products. 

Organic colors caused by this mechanism are present in most biological colorations and in the triumphs of the dye industry (see Azinedyes Azo dyes Eluorescent whitening agents Cyanine dyes Dye carriers Dyes and dye intert diates Dyes, anthraquinone Dyes, application and evaluation Dyes, natural Dyes, reactive Polymethine dyes Stilbene dyes and Xanthenedyes). Both fluorescence and phosphorescence occur widely and many organic compounds are used in tunable dye lasers such as thodamine B [81-88-9], which operates from 580 to 655 nm. 

Sources of Raw Materials. Coal tar results from the pyrolysis of coal (qv) and is obtained chiefly as a by-product in the manufacture of coke for the steel industry (see Coal, carbonization). Products recovered from the fractional distillation of coal tar have been the traditional organic raw material for the dye industry. Among the most important are ben2ene (qv), toluene (qv), xylene naphthalene (qv), anthracene, acenaphthene, pyrene, pyridine (qv), carba2ole, phenol (qv), and cresol (see also Alkylphenols Anthraquinone Xylenes and ethylbenzenes). 

Inorga.nicNIa.teria.ls. These include acids (sulfuric, nitric, hydrochloric, and phosphoric), bases (caustic soda, caustic potash, soda ash, sodium carbonate, ammonia, and lime), salts (sodium chloride, sodium nitrite, and sodium sulfide) and other substances such as chlorine, bromine, phosphoms chlorides, and sulfur chlorides. The important point is that there is a significant usage of at least one inorganic material in all processes, and the overall toimage used by, and therefore the cost to, the dye industry is high. 

Primary intermediates were originally manufactured within the dyes industry. All the significant primaries, about 30 different products, are derived from ben2ene, toluene, or naphthalene. Actual production figures for primaries are not readily available, and in any event the amounts used within the dyes industry are variable. The primaries are Hsted here with a reference to the Eniyclopedia article that covers them in detail including production and consumption figures. 

Dye Intermedia.tes, Dye intermediates are defined as those precursors to colorants that are manufactured within the dyes industry, and they are neady always colodess. Colored precursors are conveniendy termed color bases. As distinct from primaries they are only rarely manufactured in single-product units because of the comparatively low tonnages requited. Fluorescent brightening agents (FBAs) are neither intermediates nor tme colorants. Basic manufacturing processes for FBAs are described in Reference 18 (see Fluorescent whitening agents). 

SuIfona.tlon, The sulfonic acid group is used extensively in the dyes industry for its water-solubilizing properties, and for its ability to act as a good leaving group in nucleophilic substitutions. It is used almost exclusively for these purposes since it has only a minor effect on the color of a dye. 

It is possible to introduce sulfonic acid groups by alternative methods, but these ate Htde used in the dyes industry. However, one worth mentioning is sulfitation, because it provides an example of the introduction of a sulfonic acid group by nucleophilic substitution. The process involves treating an active halogen compound with sodium sulfite. This reaction is used in the purification of m-dinitrohen7ene. 

In 1901, mercury cataly2ed a-sulfonation of anthraquinone was discovered, and this led to the development of the chemistry of a-substituted anthraquinone derivatives (a-amino, a-chloro, a-hydroxy, and a,a -dihydroxyanthraquinones). In the same year R. Bohn discovered indanthrone. Afterward flavanthrone, pyranthrone, and ben2anthrone, etc, were synthesi2ed, and anthraquinone vat dyes such as ben2oylaniinoanthraquinone, anthrimides, and anthrimidocarba2oles were also invented. These anthraquinone derivatives were widely used to dye cotton with excellent fastness, and formed the basis of the anthraquinone vat dye industry. 

Anthraquinone dyes have been produced for many decades and have covered a wide range of dye classes. In spite of the complexity of production and relatively high costs, they have played an important role in the areas where excellent properties ate requited, because they have excellent lightfastness and leveling properties with brUhant shades that ate not attainable with other chtomophotes. However, recent increases in environmental costs have become a serious problem, and future prospects for the anthraquinone dye industry ate not optimistic. Some traditional manufacturers have stopped the production of a certain dye class or dye intermediates that were especially burdened by environmental costs, eg, vat dyes and their intermediates derived from anthraquinone-l-sulfonic acid and 1,5-disulfonic acid. However, several manufacturers have succeeded in process improvement and continue production, even expanding their capacity. In the forthcoming century the woddwide framework of production will change drastically. 

Sulphonie aeids are water soluble, viseous liquids. Their aeidity is akin to that of sulphurie aeid they form salts with bases but fail to undergo esterifieation with aleohols. Their properties vary aeeording to the nature of R some are prone to thermal deeomposition. They are used as surfaetants and in the dye industry some have biologieal uses. 2-Amino-ethanesulphonie aeid is the only naturally oeeuning sulphonie aeid. 

In addition to the health risks, nitrogen dioxide in reaction to textile dyes can cause fading or yellowing of fabrics. Exposure to nitrogen dioxide can also weaken fabrics or reduce their affinity for certain dyes. Industry has devoted considerable resources to developing textiles and dyes resistant to nitrogen oxide exposure. 

From diese various estimates, die total batch cycle time t(, is used in batch reactor design to determine die productivity of die reactor. Batch reactors are used in operations dial are small and when multiproducts are required. Pilot plant trials for sales samples in a new market development are carried out in batch reactors. Use of batch reactors can be seen in pharmaceutical, fine chemicals, biochemical, and dye industries. This is because multi-product, changeable demand often requues a single unit to be used in various production campaigns. However, batch reactors are seldom employed on an industrial scale for gas phase reactions. This is due to die limited quantity produced, aldiough batch reactors can be readily employed for kinetic studies of gas phase reactions. Figure 5-4 illustrates die performance equations for batch reactors. 

Probably the most common compound of +3 chromium is potassium chrome alum, KCr(SOi)r 12H20. We know that the twelve water molecules are distributed equally, six around Cr+a and six around K+. Potassium chrome alum is just one example of the general class of solids called alums which have a 4-1 ion, a +3 ion, two sulfates, and twelve molecules of water. In the dyeing industry chrome alum is used for fixing dyes to fabrics. 

Nitrated Hydroformed Naphthas. The nitration of hydroformed naphthas with mixed nitric-sulfuric acid contg a small amt of w (Ref 2) produced materials which may be used either in expls or as intermediates in the dye industry. 

Pure N204 forms nitrocompds readily at elevated temps with either aliphatic or aromatic hydrocarbons in the gaseous or vapor state. It therefore finds extensive use in the commercial prepn of nitrocompds in both the expls and dye industries (Ref 24). Nitrations can be conducted in either the liq or vapor phase (Ref 8), and the N204 can be used as such or dissolved in an inert solvent such as CC14. Recently, Castorina et al (Refs 19 36) have shown that gamma... 

This series in heterocychc chemistry is being introduced to collectively make available critically and comprehensively reviewed hterature scattered in various journals as papers and review articles. All sorts of heterocyclic compounds originating from synthesis, natural products, marine products, insects, etc. will be covered. Several heterocyclic compounds play a significant role in maintaining life. Blood constituents hemoglobin and purines, as well as pyrimidines, are constituents of nucleic acid (DNA and RNA). Several amino acids, carbohydrates, vitamins, alkaloids, antibiotics, etc. are also heterocyclic compounds that are essential for life. Heterocyclic compounds are widely used in clinical practice as drugs, but all applications of heterocyclic medicines can not be discussed in detail. In addition to such applications, heterocyclic compounds also find several applications in the plastics industry, in photography as sensitizers and developers, and the in dye industry as dyes, etc. 

Biaryl derivatives bearing reactive groups have become increasingly important in industry. Uses for this class of compounds are constantly being developed in the production of high performance polymers. Materials such as 3,3, 4,4 -biphenyl-tetracarboxylic dianhydride 1 and 4,4 -biphenol 2 are monomers employed in the manufacture of high performance polyimides or polyesters. Applications for this family of molecules have also been found both in the dye industry and in the pharmaceutical industry. 

The synthetic dye industry is well over 100 years old with manufacture and application of dyes being carried out globally. Environmentally, the... 

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