9,10-Bis(phenylethynyl)anthracene (BPEA) is an
aromatic hydrocarbon
Aromatic compounds or arenes are organic compounds "with a chemistry typified by benzene" and "cyclically conjugated."
The word "aromatic" originates from the past grouping of molecules based on odor, before their general chemical properties were ...
with the chemical formula is C
30H
18. It displays strong
fluorescence
Fluorescence is one of two kinds of photoluminescence, the emission of light by a substance that has absorbed light or other electromagnetic radiation. When exposed to ultraviolet radiation, many substances will glow (fluoresce) with colore ...
and is used as a
chemiluminescent
Chemiluminescence (also chemoluminescence) is the emission of light (luminescence) as the result of a chemical reaction, i.e. a chemical reaction results in a flash or glow of light. A standard example of chemiluminescence in the laboratory se ...
fluorophore
A fluorophore (or fluorochrome, similarly to a chromophore) is a fluorescent chemical compound that can re-emit light upon light excitation. Fluorophores typically contain several combined aromatic groups, or planar or cyclic molecules with se ...
with high
quantum efficiency
The term quantum efficiency (QE) may apply to incident photon to converted electron (IPCE) ratio of a photosensitive device, or it may refer to the TMR effect of a magnetic tunnel junction.
This article deals with the term as a measurement of ...
.
It is used in
lightstick
A glow stick, also known as a light stick, chem light, light wand, light rod, and rave light, is a self-contained, short-term light-source. It consists of a translucent plastic tube containing isolated substances that, when combined, make light ...
s as a
fluorophor
A fluorophore (or fluorochrome, similarly to a chromophore) is a fluorescent chemical compound that can re-emit light upon light excitation. Fluorophores typically contain several combined aromatic groups, or planar or cyclic molecules with sev ...
producing ghostly green light. It is also used as a
dopant
A dopant (also called a doping agent) is a small amount of a substance added to a material to alter its physical properties, such as electrical or optics, optical properties. The amount of dopant is typically very low compared to the material b ...
for
organic semiconductor
Organic semiconductors are solids whose building blocks are pi-bonded molecules or polymers made up by carbon and hydrogen atoms and – at times – heteroatoms such as nitrogen, sulfur and oxygen. They exist in the form of molecular crystals o ...
s in
OLEDs.
The emission wavelength can be lowered by substituting the
anthracene
Anthracene is a solid polycyclic aromatic hydrocarbon (PAH) of formula C14H10, 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, as a scintil ...
core by
halogen
The halogens () are a group in the periodic table consisting of six chemically related elements: fluorine (F), chlorine (Cl), bromine (Br), iodine (I), and the radioactive elements astatine (At) and tennessine (Ts), though some authors would ...
s or
alkyl
In organic chemistry, an alkyl group is an alkane missing one hydrogen.
The term ''alkyl'' is intentionally unspecific to include many possible substitutions.
An acyclic alkyl has the general formula of . A cycloalkyl group is derived from a cy ...
s. 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 is a fluorescent dye used in lightsticks. It emits yellow-green light, used in 30-minute high-intensity Cyalume
Diphenyl oxalate (trademark name Cyalume) is a solid whose oxidation products are respons ...
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 is a fluorescent dye used in lightsticks. It emits green light, used in 12-hour low-intensity Cyalume sticks.
See also
* 9,10-Bis(phenylethynyl)anthracene
*1-Chloro-9,10-bis(phenylethynyl)anthracene
1- ...
emits green light, used in 12-hour low-intensity Cyalume sticks
See also
*
Lightstick
A glow stick, also known as a light stick, chem light, light wand, light rod, and rave light, is a self-contained, short-term light-source. It consists of a translucent plastic tube containing isolated substances that, when combined, make light ...
*
Organic light-emitting diode
An organic light-emitting diode (OLED), also known as organic electroluminescent (organic EL) diode, is a type of light-emitting diode (LED) in which the emissive electroluminescent layer is an organic compound film that emits light in respon ...
*
5,12-Bis(phenylethynyl)naphthacene
5,12-Bis(phenylethynyl)naphthacene is a fluorescent dye used in lightstick
A glow stick, also known as a light stick, chem light, light wand, light rod, and rave light, is a self-contained, short-term light-source. It consists of a translucent ...
*
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 glow sticks it is used to produce blue light. It is a mol ...
External links
Absorption and emission spectra*
ttp://www.arkat-usa.org/ark/journal/2002/I01_General/2-358H/2-358H.asp Novel red-emitting BPEAs
{{DEFAULTSORT:Bis(phenylethynyl)anthracene, 9,10-
Fluorescent dyes
Organic semiconductors
Anthracenes
Diynes
Phenyl compounds
Alkyne derivatives