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Pentacene

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Identification
Molecular formula
C22H14
CAS number
135-48-8
IUPAC name
pentacene
State
State

At room temperature, pentacene is in a solid crystalline state.

Melting point (Celsius)
280.00
Melting point (Kelvin)
553.00
Boiling point (Celsius)
550.00
Boiling point (Kelvin)
823.00
General information
Molecular weight
278.35g/mol
Molar mass
278.3510g/mol
Density
1.3000g/cm3
Appearence

Pentacene appears as a dark blue to purple powder or crystalline solid. Its dark coloration is due to its extensive conjugated system which also contributes to its electronic properties in organic electronics.

Comment on solubility

Solubility of Pentacene

Pentacene, a polycyclic aromatic hydrocarbon with the chemical formula C22H14, exhibits some interesting solubility characteristics that are essential for its applications, especially in organic electronics.

Generally, pentacene is known to have limited solubility in common solvents. Here are some key points about its solubility:

  • Solvent Compatibility: Pentacene is more soluble in non-polar or weakly polar solvents, such as:
    • Chloroform
    • Toluene
    • Xylene
  • Limited Solubility: In polar solvents like water or alcohols, pentacene shows very low solubility, making it unsuitable for processes requiring aqueous solutions.
  • Concentration Factors: The solubility of pentacene can be influenced by:
    • Temperature: Increased temperature typically enhances solubility.
    • Concentration: Higher concentrations can lead to precipitation if saturation is exceeded.
  • Solid-State: Pentacene is often used in its solid-state form for applications, such as organic thin-film transistors, due to its excellent charge transport properties.

In summary, while pentacene is soluble in specific organic solvents, its low solubility in water and polar solvents highlights the importance of choosing the right medium for its applications. As it can be a challenging compound to dissolve, proper solvent selection and conditions are crucial for its effective use.

Interesting facts

Interesting Facts about Pentacene

Pentacene is a fascinating organic compound that belongs to the family of polycyclic aromatic hydrocarbons. With its unique structure composed of five linearly fused benzene rings, it showcases remarkable electronic properties, making it a popular subject of study in the fields of organic electronics and optoelectronics.

Key Characteristics

  • Organic Semiconductor: Pentacene is widely recognized for its semiconducting properties, which allow it to be used in various electronic applications, including organic field-effect transistors (OFETs) and organic solar cells.
  • High Charge Carrier Mobility: The compound exhibits high charge carrier mobility, crucial for efficient electronic devices. This feature makes it an ideal candidate for improving the performance of flexible electronics.
  • Photophysical Properties: Pentacene's strong absorption in the visible region leads to significant interest in studying its photoluminescence and fluorescence properties, especially in materials like organic light-emitting diodes (OLEDs).

Applications

Due to its unique properties, pentacene finds applications in various innovative technology areas

  • Organic Photovoltaics: It has been used to enhance the efficiency of solar cells, contributing to renewable energy solutions.
  • Transistors: Its use in transistors helps advance the development of lightweight and flexible electronic devices.
  • Research Tool: Pentacene is often employed in academic and industrial research as a model system for studying charge transport in organic materials.

Furthermore, the study of pentacene extends to its potential in quantum computing and spintronic applications.

As noted by chemists in the field, "Pentacene represents a bridge between conventional silicon technology and modern organic electronics." Its unique characteristics continue to inspire research and innovation across various domains, showcasing the endless possibilities of organic compounds in technology.

Synonyms
PENTACENE
135-48-8
lin-Dibenzanthracene
Benzo[b]naphthacene
lin-Naphthoanthracene
2,3:6,7-Dibenzanthracene
Benzo(b)naphthacene
UNII-9FQU5HA0UY
9FQU5HA0UY
2,7-Dibenzanthracene
PENTACENE [MI]
EINECS 205-193-7
MFCD00003710
NSC 90784
NSC-90784
2,3,6,7-Dibenzanthracene
DIBENZ(B,I)ANTHRACENE
DTXSID7059648
CHEBI:33148
Pentacene (purified by sublimation)
Pentacene (99.999%, trace metals basis) (purified by sublimation)
linDibenzanthracene
linNaphthoanthracene
Pentacene, 99%
2,3:6,7Dibenzanthracene
NCIOpen2_006282
YSWG768
Pentacene, analytical standard
DTXCID4034281
BCP04404
NCA91216
NSC90784
Pentacene, (purified by sublimation)
AKOS015840937
FP62168
Pentacene, for fluorescence, >95.0%
SB66603
AC-16089
AS-17298
SY002500
DB-030239
NS00024390
P0030
P2524
A806942
Q424450
Pentacene, sublimed grade, >=99.9% trace metals basis
Pentacene, triple-sublimed grade, >=99.995% trace metals basis
2,3:6,7-Dibenzanthracene; Benzo[b]naphthacene; Dibenz[b,i]anthracene; NSC 90784; lin-Dibenzanthracene; lin-Naphthoanthracene
205-193-7