Perinone

Perinone
Identifiers
4424-06-0
3D model (Jmol) Interactive image
ChemSpider 70517
ECHA InfoCard 100.022.363
EC Number 224-597-4
PubChem 78141
Properties
C26H12N4O2
Molar mass 412.41 g·mol−1
Appearance Orange solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Perinone is a class of organic compounds. The parent compound has two isomers, each of which are useful pigments.

It is prepared from naphthalenetetracarboxylic dianhydride by condensation with o-phenylenediamine. The two Isomers of perinone[1] are useful pigments. The trans isomer is called Pigment Orange 43 ("PO43") and the cis isomer is called Pigment Red 194 ("PR194").[2] Like some structurally related compounds perinone is also an organic semiconductor.[3]

References

  1. Jin Mizuguchi Crystal Structure and Electronic Characterization of trans-and cis-Perinone Pigments J. Phys. Chem. B 2004, vol. 108, pp. 8926–8930. doi:10.1021/jp031351d
  2. K. Hunger. W. Herbst "Pigments, Organic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2012. doi:10.1002/14356007.a20_371
  3. W. James Feast et al.: Poly(4-vinyltriphenylamine): synthesis and application as a hole transport layer in light-emitting diodes. In: Polymer Bulletin 42, 1999, S. 167–174.
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