Rubrene

Name: Rubrene
Brand: ALDRICH

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/REAXYS Number:

1917339

EC Number:

208-242-0

MDL number:

MFCD00003703

UNSPSC Code:

12352103

PubChem Substance ID:

24879199

NACRES:

NA.23

Key Documents

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grade

sublimed grade

Quality Level

100

description

Emissive Layer

assay

99.99% trace metals basis

mp

330-335 °C (lit.)

λ_max

299 nm
299 nm

fluorescence

λ_em 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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This Item	554073	932450	556696
Sigma-Aldrich 551112 Rubrene	Sigma-Aldrich 554073 Rubrene	Sigma-Aldrich 932450 Rubrene	Sigma-Aldrich 556696 N,N′-Di(1-naphthyl)-N,N′-diphenyl-(1,1′-biphenyl)-4,4′-diamine
grade sublimed grade	grade -	grade sublimed grade	grade sublimed grade
assay 99.99% trace metals basis	assay ≥98%	assay ≥99% (HPLC)	assay 99%
mp 330-335 °C (lit.)	mp 330-335 °C (lit.)	mp 330-335 °C (lit.)	mp 279-283 °C (lit.)
λ_max 299 nm	λ_max 299 nm, 460 nm (2nd)	λ_max 299 nm	λ_max -
fluorescence λ_em 550 nm in THF	fluorescence -	fluorescence λ_ex 221-227 nm; λ_em ≥35000 nm (in 0.005g/l, Heptane), λ_ex 296-302 nm; λ_em ≥95000 nm (in 0.005g/l, Heptane), λ_ex 457-463 nm; λ_em ≥5000 nm (in 0.005g/l, Heptane), λ_ex 485-491 nm; λ_em ≥9000 nm (in 0.005g/l, Heptane), λ_ex 520-526 nm; λ_em ≥9000 nm (in 0.005g/l, Heptane), λ_em 553 nm±10 nm in THF	fluorescence -
orbital energy HOMO 5.4 eV	orbital energy -	orbital energy HOMO 5.4 eV , LUMO 3.2 eV	orbital energy HOMO 5.5 eV , LUMO 2.4 eV

General description

TGA/DSC Lot specific traces available upon request

Application

Organic electronic material useful as OLED dopant (red, λ_em = 550nm) and as p-type organic semiconductor.[1] Carrier mobilities of 8-20 cm²/ Vs can be achieved in OFETs based on single crystals of sublimed rubrene.[2][3]

Reagent for chemiluminescence research and for transition metal complex ligation.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Morpurgo, A. F. et al.

Physica Status Solidi (A): Applied Research, 201, 1302-1302 (2004)

Perovskite-sensitized upconversion bingo: Stoichiometry, composition, solvent, or temperature?

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

Light-emitting electrochemical processes.

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

Hall effect in the accumulation layers on the surface of organic semiconductors.

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

Effect of Molecular Stacking on Exciton Diffusion in Crystalline Organic Semiconductors.

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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