Chemistry:Pigment Yellow 83
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| Other names
Enceprint Yellow 1780, Homapol Yellow PO-227
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| Properties | |
| C36H32Cl4N6O8 | |
| Molar mass | 818.49 g·mol−1 |
| Appearance | Yellow solid |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Color Index Pigment Yellow 83 is an organic compound that is classified as a diarylide pigment. It is used as a yellow colorant.
Production
The compound is produced industrially from three components: Treatment of 2,5-dimethoxy-4-chloroaniline with diketene gives an acetoacetylated aniline. This compound is then coupled to the bisdiazonium salt obtained from 3,3'-dichlorobenzidine.[1]
Properties
Pigment Yellow 83 is a slightly flammable yellow solid that is practically insoluble in water. It decomposes when heated above 300 °C.[2] It exhibits a crystal structure belonging to the space group P21/c or space group Pc.[3]
As confirmed by X-ray crystallography, the compound exists as a bis(keto-hydrazide) tautomer, not a true diazo compound.[4]
Use
Pigment Yellow 83 is used, for example, as a reddish-yellow pigment in printing inks and plastics.[5][6]
References
- ↑ K. Hunger. W. Herbst "Pigments, Organic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2012. doi:10.1002/14356007.a20_371
- ↑ Record of Pigment Yellow 83 in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2020-03-30.
- ↑ Martin U. Schmidt, Robert E. Dinnebier, Holger Kalkhof: Crystal Engineering on Industrial Diaryl Pigments Using Lattice Energy Minimizations and X-ray Powder Diffraction. In: The Journal of Physical Chemistry B. 111, 2007, S. 9722, doi:10.1021/jp071731p.
- ↑ Barrow, Michael J.; Christie, Robert M.; Badcock, Tracey D. (2003). "The crystal and molecular structure of C.I. Pigment Yellow 83, a superior performance Diarylide Yellow pigment". Dyes and Pigments 57 (2): 99–106. doi:10.1016/S0143-7208(02)00117-1.
- ↑ Werner Baumann, Thomas Rothardt (2013), [[1], p. 585, at Google Books Druckerei-chemikalien Daten und Fakten zum Umweltschutz 2., erweiterte und überarbeitete Auflage], Springer-Verlag, pp. 585, ISBN 978-3-642-58474-9, [2], p. 585, at Google Books
- ↑ Willy Herbst, Klaus Hunger (2009), [[3], p. 261, at Google Books Industrielle Organische Pigmente Herstellung, Eigenschaften, Anwendung], John Wiley & Sons, pp. 261, ISBN 3-527-62496-1, [4], p. 261, at Google Books
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