Rubrene

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Rubrene
IUPAC name	5,6,11,12-Tetraphenyltetracene
Other names	5,6,11,12-Tetraphenylnaphthacene, rubrene
Identifiers
CAS number	[517-51-1]
PubChem	68203
EINECS number	208-242-0
SMILES	c34c(c7ccccc7)c2c(c8ccccc8)c1ccccc1 c(c6ccccc6)c2c(c5ccccc5)c3cccc4
Properties
Molecular formula	C42H28
Molar mass	532.7 g/mol
Melting point	315 °C
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

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.

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 ~30cm² / Vs 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.

[edit] 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. 
• 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. 
• 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. 
• Fardy, Melissa (2008). "Materials science: Lilliputian light sticks". Nature 451: 408. doi:10.1038/451408a. 

[edit] External links

• AFM and SEM study of rubrene micro-crystal thin film and nanowires growth