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Diazotization of weakly basic aromatic amines: kinetics and mechanism

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Physico-Chemical Principles of Color Chemistry

Part of the book series: Advances in Color Chemistry Series ((ACCS,volume 4))

Abstract

The diazotization of weakly basic carbocyclic and heterocyclic aromatic amines is a key aspect of the industrial production of a whole series of disperse and cationic monoazo dyes. Until the early 1950s the colour gamut of the existing disperse monoazo dyes was rather limited and covered only the spectrum range from yellow to red. At that time, no blue monoazo disperse dyes were commercially available. Instead, almost all blue disperse dyes were based on anthraquinone. Subsequently, however, these relatively expensive anthraquinone-based dyes have been gradually replaced by blue, greenish-blue and brilliant bluish-red azo compounds. According to Zollinger,1 the proportion of monoazo disperse dyes has since increased from about 50% to 70%, while the percentage of anthraquinone disperse dyes has decreased from 25% to 15%. This success of the much cheaper azo dyes can be attributed to various factors, such as to the simplicity of their synthesis, to the more extensive possibilities for structural variations and to the often very high molar extinction of azo compounds.2

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© 1996 Chapman & Hall

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Rys, P. (1996). Diazotization of weakly basic aromatic amines: kinetics and mechanism. In: Peters, A.T., Freeman, H.S. (eds) Physico-Chemical Principles of Color Chemistry. Advances in Color Chemistry Series, vol 4. Springer, Dordrecht. https://doi.org/10.1007/978-94-009-0091-2_1

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  • DOI: https://doi.org/10.1007/978-94-009-0091-2_1

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-94-010-6528-3

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