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9,10-Bis(phenylethynyl)anthracene



9,10-Bis(phenylethynyl)anthracene
IUPAC name 9,10-Bis(2-phenylethynyl)anthracene
Other names 9,10-Bis(phenylethynyl)anthracene, BPEA
Identifiers
CAS number 10075-85-1
PubChem 82338
EINECS number 233-210-8
SMILES c23c(C#Cc5ccccc5)c1ccccc1c (C#Cc4ccccc4) c2cccc3
Properties
Molecular formula C30H18
Molar mass 378.473 g/mol
Appearance Orange needle crystals
Melting point

252 - 258 °C

Hazards
Main hazards Irritant (Xi)
R-phrases R36/37/38
S-phrases S26 S36 S37/39 S45 S28A
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

9,10-Bis(phenylethynyl)anthracene (BPEA) is an aromatic hydrocarbon with the chemical formula is C30H18. It displays strong fluorescence and is used as a chemiluminescent fluorophore with high quantum efficiency.

Additional recommended knowledge

It is used in lightsticks as a fluorophor producing ghostly green light. It is also used as a dopant for organic semiconductors in OLEDs.

The emission wavelength can be lowered by substituting the anthracene core by halogens or alkyls. 2-ethyl and 1,2-dimethyl substituted BPEAs are also in use.

  • 1-chloro-9,10-bis(phenylethynyl)anthracene emits yellow-green light, used in 30-minute high-intensity Cyalume sticks
  • 2-chloro-9,10-bis(phenylethynyl)anthracene emits green light, used in 12-hour low-intensity Cyalume sticks

See also

 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "9,10-Bis(phenylethynyl)anthracene". A list of authors is available in Wikipedia.
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