Rubrene | |
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5,6,11,12-Tetraphenyltetracene |
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Other names
5,6,11,12-Tetraphenylnaphthacene, rubrene |
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Identifiers | |
CAS number | 517-51-1 |
PubChem | 68203 |
ChemSpider | 61510 |
EC number | 208-242-0 |
Jmol-3D images | Image 1 |
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Properties | |
Molecular formula | C42H28 |
Molar mass | 532.7 g/mol |
Melting point |
315 °C |
(verify) (what is: / ?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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Infobox references |
Rubrene (5,6,11,12-tetraphenylnaphthacene) is a red colored polycyclic aromatic hydrocarbon. Rubrene is used as a sensitiser in chemoluminescence and as a yellow light source in lightsticks.
As an organic semiconductor, the major application of rubrene is in organic light-emitting diodes (OLEDs) and organic field-effect transistors, which are the core elements of flexible displays. Single-crystal transistors can be prepared using crystalline rubrene, which is grown in a modified zone furnace on a temperature gradient. This technique, known as physical vapor transport, was introduced in 1998.[1][2]
Rubrene holds the distinction of being the organic semiconductor with the highest carrier mobility, which reaches 40 cm2/(V·s) for holes. This value was measured in OFETs prepared by peeling a thin layer of single-crystalline rubrene and transferring to a Si/SiO2 substrate.[3]
Rubrene crystals are formed through competition between rather weak intermolecular interactions, namely π-stacking and quadrupolar interactions. Owing to these weak interactions, different growth conditions can lead to different crystalline structures – a phenomenon common to many organic crystals. Therefore, several polymorphs of rubrene are known for crystals grown from vapor in vacuum using sealed ampoules, including a monoclinic,[4] triclinic[5] and orthorhombic (space group Aba2) forms.[6] Another orthorhombic form (space group Bbam) is known in crystals obtained in a closed system, in a two-zone furnace, at ambient pressure.[7]