Perinone is a class of

organic compound Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...

s. The parent compound has two isomers, each of which are useful

pigment A pigment is a powder used to add or alter color or change visual appearance. Pigments are completely or nearly solubility, insoluble and reactivity (chemistry), chemically unreactive in water or another medium; in contrast, dyes are colored sub ...

s. It is prepared from naphthalenetetracarboxylic dianhydride by

condensation Condensation is the change of the state of matter from the gas phase into the liquid phase, and is the reverse of vaporization. The word most often refers to the water cycle. It can also be defined as the change in the state of water vapor ...

with ''o''-phenylenediamine. The two

Isomer In chemistry, isomers are molecules or polyatomic ions with identical molecular formula – that is, the same number of atoms of each element (chemistry), element – but distinct arrangements of atoms in space. ''Isomerism'' refers to the exi ...

s of perinone are useful pigments. The trans isomer is called Pigment Orange 43 ("PO43", ) and the cis isomer is called Pigment Red 194 ("PR194", ).K. Hunger. W. Herbst "Pigments, Organic" in ''Ullmann's Encyclopedia of Industrial Chemistry'', Wiley-VCH, Weinheim, 2012. Like some structurally related compounds perinone is also an

organic semiconductor Organic semiconductors are solids whose building blocks are pi-bonded molecules or polymers made up by carbon and hydrogen atoms and – at times – heteroatoms such as nitrogen, sulfur and oxygen. They exist in the form of molecular crystals o ...

.{{cite journal , first1=W. James , last1=Feast , first2=Richard J. , last2=Peace , first3=Ian C. , last3=Sage , first4=Emma L. , last4=Wood , title=Poly(4-vinyltriphenylamine): synthesis and application as a hole transport layer in light-emitting diodes , journal=Polymer Bulletin , volume=42 , issue=2 , pages=167–174 , date=March 1999 , doi=10.1007/s002890050449, s2cid=95994481

References

Naphthalenes Pigments Organic pigments Shades of orange Shades of red Nitrogen heterocycles