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Perylene

Perylene
Perylene.svg
Perylene-3D-balls.png
Perylene sample.jpg
Names
Preferred IUPAC name
Perylene
Other names
peri-Dinaphthalene; Perilene; Dibenz[de,kl]anthracene
Identifiers
3D model (Jmol)
ChEBI
ChemSpider
ECHA InfoCard 100.005.365
KEGG
PubChem CID
UNII
Properties
C20H12
Molar mass 252.32 g·mol−1
Appearance Brown solid
Melting point 276 to 279 °C (529 to 534 °F; 549 to 552 K)
-166.8·10−6 cm3/mol
Hazards
S-phrases S22 S24/25
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YesYN ?)
Infobox references

Perylene or perilene is a polycyclic aromatic hydrocarbon with the chemical formula C20H12, occurring as a brown solid. It or its derivatives may be carcinogenic, and it is considered to be a hazardous pollutant. In cell membrane , perylene is used as a fluorescent lipid probe. It is the parent compound of a class of rylene dyes.

Perylene displays blue fluorescence. It is used as a blue-emitting dopant material in OLEDs, either pure or substituted. Perylene can be also used as an organic . It has an absorption maximum at 434 nm, and as with all polycyclic aromatic compounds, low water solubility (1.2 x 10−5 mmol/L). Perylene has a molar absorptivity of 38,500 M−1cm−1 at 435.7 nm.

Perylene dissolved in dichloromethane exposed to Long Wave UV radiation

Perylene dissolved in dichloromethane exposed to Short Wave UV radiation

The perylene molecule consists of two naphthalene molecules connected by a carbon-carbon bond at the 1 and 8 positions on both molecules. All of the carbon atoms in perylene are sp2 hybridized. The structure of perylene has been extensively studied by X-ray crystallography.


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Wikipedia

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