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551112

Sigma-Aldrich

Rubrene

sublimed grade, 99.99% trace metals basis

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:
24879199
NACRES:
NA.23

grade

sublimed grade

Assay

99.99% trace metals basis

mp

330-335 °C (lit.)

λmax

299 nm
299 nm

fluorescence

λem 550 nm in THF

Orbital energy

HOMO 5.4 eV 
LUMO 3.2 eV 

OLED Device Performance

ITO/CuPc/NPD/Alq3:Rubrene (5%): DCM2 (2%)/Alq3/Mg:In

  • Color: red
  • Max. Luminance: 7780 Cd/m2

ITO/PEDOT:PSS/EHCz:Rubrene (1 wt%)/Cs2CO3:ITO
  • Color: red
  • Max. EQE: 0.03 %

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

TGA/DSC Lot specific traces available upon request

Application

Organic electronic material useful as OLED dopant (red, λem = 550nm) and as p-type organic semiconductor. Carrier mobilities of 8-20 cm2/ Vs can be achieved in OFETs based on single crystals of sublimed rubrene.
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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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N R Armstrong et al.
Annual review of physical chemistry, 52, 391-422 (2001-04-28)
Electrochemical processes leading to light emission are reviewed, with emphasis on aspects of this subject relevant to the understanding and optimization of electrogenerated luminescence (EL) in organic thin-film materials. The basic energetic requirements of light emission from electrochemically initiated solution
Alexander S Bieber et al.
The Journal of chemical physics, 153(8), 084703-084703 (2020-09-03)
Triplet-triplet annihilation-based photon upconversion (UC) using bulk perovskite sensitizers has been previously shown to facilitate efficient UC at low fluences. However, the fabrication of the UC devices has not been fully optimized; thus, there is room for improvement. Here, we
Morpurgo, A. F. et al.
Physica Status Solidi (A): Applied Research, 201, 1302-1302 (2004)
V Podzorov et al.
Physical review letters, 95(22), 226601-226601 (2005-12-31)
We have observed the Hall effect in the field-induced accumulation layer on the surface of single-crystal samples of a small-molecule organic semiconductor rubrene. The Hall mobility muH increases with decreasing temperature in both the intrinsic (high-temperature) and trap-dominated (low-temperature) conduction
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
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