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Rubrene

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Rubrene
Names
IUPAC name
5,6,11,12-Tetraphenyltetracene
Other names
5,6,11,12-Tetraphenylnaphthacene, rubrene
Identifiers
3D model (JSmol)
ECHA InfoCard 100.007.494 Edit this at Wikidata
EC Number
  • 208-242-0
  • c34c(c7ccccc7)c2c(c8ccccc8)c1ccccc1 c(c6ccccc6)c2c(c5ccccc5)c3cccc4
Properties
C42H28
Molar mass 532.7 g/mol
Melting point 315 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Rubrene (5,6,11,12-tetraphenylnaphthacene) is a red colored polycyclic aromatic hydrocarbon. It has the appearance of a red crystalline powder. Rubrene is used as a sensitiser in chemoluminescence. In lightsticks it is used to produce yellow light.

photograph of rubrene crystals

Rubrene is an organic semiconductor, used in OLEDs and OLED-based displays. Single-crystal transistors can be prepared using crystalline rubrene. Crystals of rubrene and other organic semiconductors are generally grown in a modified zone furnace on a temperature gradient, by a technique known as Physical Vapor Transport. This method was introduced in 1997 by R. A. Laudise, Christian Kloc et al.

Rubrene holds the distinction of being the highest mobility organic semiconductor, with Podzorov et al. recording room-temperature field-effect mobilities of ~30 along the crystallographic b-axis using a novel air-gap dielectric architecture. It has also been employed to demonstrate the Hall Effect in rubrene, cited (along with photoconductivity experiments) as evidence of diffusive, band-type transport in organic crystals.

References

  • Darmanyan A. P. (August 1982). "Nature of lasting luminescence of rubrene in solution". Russian Chemical Bulletin. 31 (8): 1679–1682(4). doi:10.1007/BF00956909. Retrieved 2007-07-05.
  • Zhang Zhi-lin; et al. (1998). "The effect of rubrene as a dopant on the efficiency and stability of organic thin film electroluminescent devices" (abstract). J. Phys. D: Appl. Phys. 31 (1): 32–35(4). doi:10.1088/0022-3727/31/1/005. Retrieved 2007-07-05. {{cite journal}}: Explicit use of et al. in: |author= (help)
  • Silva Filho D. A. da, Kim E.-G., Brédas J.-L. (2005). "Transport Properties in the Rubrene Crystal: Electronic Coupling and Vibrational Reorganization Energy" (abstract). Advanced Materials. 17 (8): 1072–1076(5). doi:10.1002/adma.200401866. Retrieved 2007-07-05.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  • Fardy, Melissa (2008). "Materials science: Lilliputian light sticks". Nature. 451: 408. doi:10.1038/451408a. Retrieved 2008-04-15.