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.

9,10-Bis(phenylethynyl)anthracene
Names
IUPAC name
9,10-Bis(2-phenylethynyl)anthracene
Other names
9,10-Bis(phenylethynyl)anthracene, BPEA
Identifiers
3D model (JSmol)
1891432
ChEBI
ChemSpider
ECHA InfoCard 100.030.178
EC Number
  • 233-210-8
UNII
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).
N verify (what is YN ?)
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.


9,10-Bis(phenylethinyl)anthracen

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

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