9,10-Bis(phenylethynyl)anthracene
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 | |
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IUPAC name
9,10-Bis(2-phenylethynyl)anthracene | |
Other names
9,10-Bis(phenylethynyl)anthracene, BPEA | |
Identifiers | |
3D model (JSmol) |
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1891432 | |
ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.030.178 |
EC Number |
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PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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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 | |
Main hazards | Irritant (Xi) |
GHS pictograms | |
GHS Signal word | Warning |
GHS hazard statements |
H315, H319, H335 |
P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
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
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