9,10-Bis(phenylethynyl)anthracene

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9,10-Bis(phenylethynyl)anthracene
Identifiers
CAS number [10075-85-1]
SMILES c23c(C#Cc5ccccc5)c1ccccc1c (C#Cc4ccccc4) c2cccc3
Properties
Molecular formula C30H18
Molar mass 378.473
Appearance orange solid
Melting point

252-258 °C

Hazards
R-phrases R36/37/38
S-phrases S26 S36 S37/39 S45 S28A
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and 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 has the form of orange needle crystals with melting point of 252-258 °C.

It is used in lightsticks as a fluorophor producing glostly 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

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