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Rubrene information


Rubrene
Skeletal formula
Space-filling model
Names
Preferred IUPAC name
5,6,11,12-Tetraphenyltetracene
Other names
5,6,11,12-Tetraphenylnaphthacene, rubrene
Identifiers
CAS Number
  • 517-51-1 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 61510 checkY
ECHA InfoCard 100.007.494 Edit this at Wikidata
EC Number
  • 208-242-0
PubChem CID
  • 68203
CompTox Dashboard (EPA)
  • DTXSID8060161 Edit this at Wikidata
InChI
  • InChI=1S/C42H28/c1-5-17-29(18-6-1)37-33-25-13-14-26-34(33)39(31-21-9-3-10-22-31)42-40(32-23-11-4-12-24-32)36-28-16-15-27-35(36)38(41(37)42)30-19-7-2-8-20-30/h1-28H checkY
    Key: YYMBJDOZVAITBP-UHFFFAOYSA-N checkY
  • InChI=1/C42H28/c1-5-17-29(18-6-1)37-33-25-13-14-26-34(33)39(31-21-9-3-10-22-31)42-40(32-23-11-4-12-24-32)36-28-16-15-27-35(36)38(41(37)42)30-19-7-2-8-20-30/h1-28H
    Key: YYMBJDOZVAITBP-UHFFFAOYAD
SMILES
  • c5(c3c(c1ccccc1c(c2ccccc2)c3c(c4ccccc4)c6ccccc56)c7ccccc7)c8ccccc8
Properties
Chemical formula
 C42H28
Molar mass 532.7 g/mol
Melting point 315 °C (599 °F; 588 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Rubrene (5,6,11,12-tetraphenyltetracene) is the organic compound with the formula (C18H8(C6H5)4. It is a red colored polycyclic aromatic hydrocarbon. Because of its distinctive optical and electrical properties, rubrene has been extensively studied. It has been used as a sensitiser in chemoluminescence and as a yellow light source in lightsticks.[1]

  1. ^ Sawatzki-Park, Michael; Wang, Shu-Jen; Kleemann, Hans; Leo, Karl (2023). "Highly Ordered Small Molecule Organic Semiconductor Thin-Films Enabling Complex, High-Performance Multi-Junction Devices". Chemical Reviews. 123 (13): 8232–8250. doi:10.1021/acs.chemrev.2c00844. PMC 10347425. PMID 37315945.

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Rubrene

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Rubrene (5,6,11,12-tetraphenyltetracene) is the organic compound with the formula (C18H8(C6H5)4. It is a red colored polycyclic aromatic hydrocarbon....

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Organic electronics

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solids and salts. Polycyclic aromatic compounds such as pentacene and rubrene often form semiconducting materials when partially oxidized. Conductive...

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Glow stick

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10-bis(phenylethynyl)anthracene emits yellow light, used in Cyalume sticks Rubrene emits orange-yellow at 550 nm 2,4-Di-tert-butylphenyl 1,4,5,8-tetracarboxynaphthalene...

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Diphenyl oxalate

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Yellow-green Tetracene Yellow 1-Chloro-9,10-bis(phenylethynyl)anthracene Orange 5,12-Bis(phenylethynyl)naphthacene, Rubrene, Rhodamine 6G Red Rhodamine B...

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Organic semiconductor

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advantage for OFET applications. Examples are thin films of crystalline rubrene prepared by hot wall epitaxy. They are usually processed from solution...

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Organic peroxides

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oxygen (generated by UV radiation) to dienes. An important example is rubrene. Six-membered cyclic peroxides are called endo peroxides. The four-membered...

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TCPO

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made by replacing the 9,10-bis(phenylethynyl)anthracene with rhodamine B, rubrene and 9,10-diphenylanthracene respectively. The above fluorescent dyes absorb...

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Singlet oxygen

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was first observed in the thermal degradation of the endo peroxide of rubrene. Mulliken RS (1928). "Interpretation of the atmospheric oxygen bands; electronic...

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OLED

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light emission at different wavelengths, and compounds such as perylene, rubrene and quinacridone derivatives are often used. Alq3 has been used as a green...

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Electron mobility

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Morpurgo, A. F. (2004). "Influence of the gate dielectric on the mobility of rubrene single-crystal field-effect transistors". Applied Physics Letters. 85 (17):...

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Photoelectrochemical process

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different sensitizers can be used. Violanthrone Isoviolanthrone Fluorescein Rubrene 9,10-Diphenylanthracene Tetracene 13,13'-Dibenzantronile Levulinic Acid...

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Pentacene

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is a potential gate insulator, then the mobility can approach that of rubrene – the highest-mobility organic semiconductor – namely, 40 cm2/(V·s). This...

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Naomi Ginsberg

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Ginsberg, "Multimodal characterization of crystal structure and formation in rubrene thin films reveals erasure of orientational discontinuities," Adv. Funct...

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Charge modulation spectroscopy

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Okamoto, H. (4 March 2013). "Charge modulation infrared spectroscopy of rubrene single-crystal field-effect transistors". Applied Physics Letters. 102...

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Oana Jurchescu

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Meetsma; Thomas T M Palstra (15 March 2006). "Low-temperature structure of rubrene single crystals grown by vapor transport". Acta Crystallographica Section...

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