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.
Names | |
---|---|
Preferred IUPAC name
9,10-Bis(phenylethynyl)anthracene | |
Other names
9,10-Bis(2-phenylethynyl)anthracene, BPEA
| |
Identifiers | |
3D model (JSmol)
|
|
1891432 | |
ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.030.178 |
EC Number |
|
PubChem CID
|
|
UNII | |
CompTox Dashboard (EPA)
|
|
| |
| |
Properties | |
C30H18 | |
Molar mass | 378.473 g/mol |
Appearance | Orange needle crystals |
Melting point | 252 to 258 °C (486 to 496 °F; 525 to 531 K) |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards
|
Irritant (Xi) |
GHS labelling: | |
Warning | |
H315, H319, H335 | |
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
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