9,10-Bis(phenylethynyl)anthracene

9,10-Bis(phenylethynyl)anthracene

Chembox new
ImageFile = 9,10-bis(phenylethynyl)anthracene.svg
ImageSize = 192px
IUPACName = 9,10-Bis(2-phenylethynyl)anthracene
OtherNames = 9,10-Bis(phenylethynyl)anthracene, BPEA
Section1 = Chembox Identifiers
CASNo = 10075-85-1
EINECS = 233-210-8
PubChem = 82338
SMILES = c23c(C#Cc5ccccc5)c1ccccc1c (C#Cc4ccccc4) c2cccc3
Section2 = Chembox Properties
Formula = C30H18
MolarMass = 378.473 g/mol
Appearance = Orange needle crystals
Density =
MeltingPt = 252 - 258 °C
BoilingPt =
Solubility =
Section3 = Chembox Hazards
MainHazards = Irritant (Xi)
FlashPt =
Autoignition =
RPhrases = R36/37/38
SPhrases = S26 S36 S37/39 S45 S28A

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.

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

* Lightstick
* Organic light-emitting diode
* 5,12-Bis(phenylethynyl)naphthacene

External links

* [http://omlc.ogi.edu/spectra/PhotochemCAD/html/Bis(PhCC)-anthracene.html Absorption and emission spectra]
* [http://www.npi.gov.au/database/substance-info/profiles/74.html National Pollutant Inventory - Polycyclic Aromatic Hydrocarbon Fact Sheet]
* [http://www.arkat-usa.org/ark/journal/2002/I01_General/2-358H/2-358H.asp Novel red-emitting BPEAs]


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