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
ChemSpider	74309 Y
EC number	233-210-8
ChEBI	CHEBI:51675 Y
Jmol-3D images	Image 1
SMILES C(#Cc1ccccc1)c4c2ccccc2c(C#Cc3ccccc3)c5ccccc45
InChI InChI=1S/C30H18/c1-3-11-23(12-4-1)19-21-29-25-15-7-9-17-27(25)30(28-18-10-8-16-26(28)29)22-20-24-13-5-2-6-14-24/h1-18H Y Key: ZHBOFZNNPZNWGB-UHFFFAOYSA-N Y InChI=1/C30H18/c1-3-11-23(12-4-1)19-21-29-25-15-7-9-17-27(25)30(28-18-10-8-16-26(28)29)22-20-24-13-5-2-6-14-24/h1-18H Key: ZHBOFZNNPZNWGB-UHFFFAOYAU
Properties
Molecular formula	C30H18
Molar mass	378.473 g/mol
Appearance	Orange needle crystals
Melting point	252 - 258 °C
Hazards
R-phrases	R36/37/38
S-phrases	S26 S36 S37/39 S45 S28A
Main hazards	Irritant (Xi)
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox 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.

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
• 9,10-Diphenylanthracene

External links

• Absorption and emission spectra
• National Pollutant Inventory - Polycyclic Aromatic Hydrocarbon Fact Sheet
• Novel red-emitting BPEAs