Pigment violet 23

Pigment violet 23
Names
Other names
9,19-Dichloro-5,15-diethyl-5,15-dihydrodiindolo[2,3-c:2',3'-n]triphenodioxazine, C.I. 51319, Carbazole Dioxazine Violet
Identifiers
3D model (JSmol)
EC Number 606-790-9
Properties
C34H22Cl2N4O2
Molar mass 589.48
Appearance dark purple solid
Melting point 385 ºC
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Pigment violet 23 is an organic compound that is a commercial pigment. It is member of the dioxazine family of heterocyclic compounds, but derived from carbazoles.[1] It is prepared by condensation of chloranil and 3-amino-N-ethylcarbazole. It has a centrosymmetric angular structure.[2] For many years, the structure was assigned, incorrectly, as having a "linear structure" (EC no. 228-767-9, CAS RN 6358-30-1) which differ in terms of the carbazole ring fusion.[3]

Pigment violet 23 is prepared by condensation of an aniline with chloranil.[4]

Synthetic route to dioxazine dyes such as pigment violet 23.

References

  1. Chamberlain, Terence "Dioxazine violet pigments" from High Performance Pigments Edited by Smith, Hugh M. 2002, 185–194. doi:10.1002/3527600493.ch12
  2. Panina, N.; van de Ven, R.; Verwer, P.; Meekes, H.; Vlieg, E.; Deroover, G. "Polymorph prediction of organic pigments" Dyes and Pigments 2008, volume 79, 183–192.
  3. Heinrich Zollinger (2003). Color Chemistry Syntheses, Properties, and Applications of Organic Dyes and Pigments. John Wiley & Sons. p. 118. ISBN 3-906390-23-3.
  4. Horst Tappe, Walter Helmling, Peter Mischke, Karl Rebsamen, Uwe Reiher, Werner Russ, Ludwig Schläfer and Petra Vermehren "Reactive Dyes"in Ullmann's Encyclopedia of Industrial Chemistry 2000, Wiley-VCH, Weinheim. doi:10.1002/14356007.a22_651
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