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554073

Sigma-Aldrich

Rubrene

≥98%

Synonym(s):

5,6,11,12-Tetraphenylnaphthacene

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About This Item

Empirical Formula (Hill Notation):
C42H28
CAS Number:
517-51-1
Molecular Weight:
532.67
Beilstein:
1917339
EC Number:
208-242-0
MDL number:
MFCD00003703
UNSPSC Code:
12352103
PubChem Substance ID:
24879373
NACRES:
NA.23

Quality Level

100

Assay

≥98%

mp

330-335 °C (lit.)

λmax

299 nm
460 nm (2nd)

SMILES string

c1ccc(cc1)-c2c3ccccc3c(-c4ccccc4)c5c(-c6ccccc6)c7ccccc7c(-c8ccccc8)c25

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

InChI key

YYMBJDOZVAITBP-UHFFFAOYSA-N

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General description

Rubrene is a tetraphenyl derivative of tetracene that is used as an organic semiconductor. It is used as a source material in the fabrication of rubrene single crystal based transistors with carrier mobility over 10 cm2V−1s−1.

Application

Rubrene based thin films are used as semiconducting layers along with poly(vinylidene fluoride-terefluoroethylene) (PVDF-TeFE) as insulating layers for the fabrication of ferro-electric gate field effect transistors (FETs). It may also be used as high mobility transporting material in the development of single crystal FETs.
Reagent for chemiluminescence research and for transition metal complex ligation.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBN4035
MKCK0995
MKCH3491
MKBP3965V
MKBD4459V

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High performance of rubrene thin film transistor by weak epitaxy growth method
Chang H, et al.
Organic Electronics, 20, 43-48 (2015)
Field-effect transistors on rubrene single crystals with parylene gate insulator
Podzorov V, et al.
Applied Physics Letters, 82(11), 1739-1741 (2003)
Rui M Pinto et al.
Journal of the American Chemical Society, 137(22), 7104-7110 (2015-05-21)
Exciton diffusion is at the heart of most organic optoelectronic devices' operation, and it is currently the most limiting factor to their achieving high efficiency. It is deeply related to molecular organization, as it depends on intermolecular distances and orbital
Marina Pivetta et al.
The journal of physical chemistry. B, 113(14), 4578-4581 (2009-04-03)
The growth of rubrene (C(42)H(28), 5,6,11,12-tetraphenylnaphthacene) multilayer islands up to a thickness of six layers on a Au(111) surface has been investigated by scanning tunneling microscopy. The molecules self-organize in parallel twin rows, forming mirror domains of defined local structural
Monolithic complementary inverters based on organic single crystals.
T Uemura et al.
Advanced materials (Deerfield Beach, Fla.), 22(35), 3938-3941 (2010-08-06)
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