9,10-Bis(phenylethynyl)anthracene
Encyclopedia
9,10-Bisanthracene (BPEA) is an aromatic hydrocarbon
Aromatic hydrocarbon
An aromatic hydrocarbon or arene is a hydrocarbon with alternating double and single bonds between carbon atoms. The term 'aromatic' was assigned before the physical mechanism determining aromaticity was discovered, and was derived from the fact that many of the compounds have a sweet scent...

 with the chemical formula is C30H18. It displays strong fluorescence
Fluorescence
Fluorescence is the emission of light by a substance that has absorbed light or other electromagnetic radiation of a different wavelength. It is a form of luminescence. In most cases, emitted light has a longer wavelength, and therefore lower energy, than the absorbed radiation...

 and is used as a chemiluminescent fluorophore
Fluorophore
A fluorophore, in analogy to a chromophore, is a component of a molecule which causes a molecule to be fluorescent. It is a functional group in a molecule which will absorb energy of a specific wavelength and re-emit energy at a different wavelength...

 with high quantum efficiency
Quantum efficiency
Quantum efficiency is a quantity defined for a photosensitive device such as photographic film or a charge-coupled device as the percentage of photons hitting the photoreactive surface that will produce an electron–hole pair. It is an accurate measurement of the device's electrical sensitivity to...

.

It is used in lightstick
Lightstick
A glow stick is a single-use translucent plastic tube containing isolated substances which when combined make light through a chemical reaction-induced chemiluminescence which does not require an electrical power source...

s as a fluorophor producing ghostly green light. It is also used as a dopant
Dopant
A dopant, also called a doping agent, is a trace impurity element that is inserted into a substance in order to alter the electrical properties or the optical properties of the substance. In the case of crystalline substances, the atoms of the dopant very commonly take the place of elements that...

 for organic semiconductor
Organic semiconductor
An organic semiconductor is an organic material with semiconductor properties. Single molecules, short chain and organic polymers can be semiconductive. Semiconducting small molecules include the polycyclic aromatic compounds pentacene, anthracene, and rubrene...

s in OLEDs
Organic light-emitting diode
An OLED is a light-emitting diode in which the emissive electroluminescent layer is a film of organic compounds which emit light in response to an electric current. This layer of organic semiconductor material is situated between two electrodes...

.

The emission wavelength can be lowered by substituting the anthracene
Anthracene
Anthracene is a solid polycyclic aromatic hydrocarbon consisting of three fused benzene rings. It is a component of coal-tar. Anthracene is used in the production of the red dye alizarin and other dyes...

 core by halogen
Halogen
The halogens or halogen elements are a series of nonmetal elements from Group 17 IUPAC Style of the periodic table, comprising fluorine , chlorine , bromine , iodine , and astatine...

s or alkyls. 2-ethyl and 1,2-dimethyl substituted BPEAs are also in use.
  • 1-chloro-9,10-bis(phenylethynyl)anthracene
    1-Chloro-9,10-bis(phenylethynyl)anthracene
    1-Chloro-9,10-bisanthracene is a fluorescent dye used in lightsticks. It emits yellow-green light, used in 30-minute high-intensity Cyalume sticks.-References:...

     emits yellow-green light, used in 30-minute high-intensity Cyalume sticks
  • 2-chloro-9,10-bis(phenylethynyl)anthracene
    2-Chloro-9,10-bis(phenylethynyl)anthracene
    2-Chloro-9,10-bisanthracene is a fluorescent dye used in lightsticks. It emits green light, used in 12-hour low-intensity Cyalume sticks.-See also:*9,10-Bisanthracene*1-Chloro-9,10-bisanthracene...

     emits green light, used in 12-hour low-intensity Cyalume sticks

See also

  • Lightstick
    Lightstick
    A glow stick is a single-use translucent plastic tube containing isolated substances which when combined make light through a chemical reaction-induced chemiluminescence which does not require an electrical power source...

  • Organic light-emitting diode
    Organic light-emitting diode
    An OLED is a light-emitting diode in which the emissive electroluminescent layer is a film of organic compounds which emit light in response to an electric current. This layer of organic semiconductor material is situated between two electrodes...

  • 5,12-Bis(phenylethynyl)naphthacene
    5,12-Bis(phenylethynyl)naphthacene
    5,12-Bisnaphthacene is a fluorescent dye used in lightsticks. It yields orange light.-See also:*9,10-bisanthracene...

  • 9,10-Diphenylanthracene
    9,10-Diphenylanthracene
    9,10-Diphenylanthracene is a polycyclic aromatic hydrocarbon. It has the appearance of a slightly yellow powder. 9,10-Diphenylanthracene is used as a sensitiser in chemiluminescence. In lightsticks it is used to produce blue light. It is a molecular organic semiconductor, used in blue OLEDs and...


External links

The source of this article is wikipedia, the free encyclopedia.  The text of this article is licensed under the GFDL.
 
x
OK