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Perinone is a class of
organic compound In chemistry, organic compounds are generally any chemical compounds that contain carbon- hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. Th ...
s. The parent compound has two isomers, each of which are useful
pigment A pigment is a colored material that is completely or nearly insoluble in water. In contrast, dyes are typically soluble, at least at some stage in their use. Generally dyes are often organic compounds whereas pigments are often inorganic comp ...
s. It is prepared from
naphthalenetetracarboxylic dianhydride Naphthalenetetracarboxylic dianhydride (NTDA) is an organic compound related to naphthalene. The compound is a beige solid. NTDA is most commonly used as a precursor to naphthalenediimides (NDIs) (such as napthalenetetracarboxylic diimide), a fam ...
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 formulae – that is, same number of atoms of each element – but distinct arrangements of atoms in space. Isomerism is existence or possibility of isomers. ...
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 or ...
.{{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