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Sigma-Aldrich

6,13-Diphenylpentacene

98%

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About This Item

Empirical Formula (Hill Notation):
C34H22
CAS Number:
76727-11-2
Molecular Weight:
430.54
MDL number:
MFCD22572658
UNSPSC Code:
12352103
PubChem Substance ID:
329766886
NACRES:
NA.23

Assay

98%

form

powder or crystals

mp

303-308 °C

λmax

308 nm in dichloromethane

semiconductor properties

P-type (mobility=8×10−5 cm2/V·s)

SMILES string

c1ccc(cc1)-c2c3cc4ccccc4cc3c(-c5ccccc5)c6cc7ccccc7cc26

InChI

1S/C34H22/c1-3-11-23(12-4-1)33-29-19-25-15-7-9-17-27(25)21-31(29)34(24-13-5-2-6-14-24)32-22-28-18-10-8-16-26(28)20-30(32)33/h1-22H

InChI key

PFCSVQKCECNEAZ-UHFFFAOYSA-N

General description

6,13-Diphenylpentacene (DPP) is a fluorescent dye which gives rise to saturated red emission when used as a dopant in organic light emitting diodes (OLEDs). It is also used as a p-type semiconductor in organic electronics like thin film transistors, solar cells and diodes. †

Application

  • Used as a small molecule electron donor or p-type semiconductor in solution processed organic solar cells.
  • Used as a red emitting dopant in organic light emitting diodes (OLEDs).
  • Used as a high mobility charge transport material in organic thin film transistors (OTFTs).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Chemistry of Materials, 18, 449-457 (2006)
Organic light-emitting devices with saturated red emission using 6, 13-diphenylpentacene
Picciolo, L. C., Murata, H., & Kafafi, Z. H.
Applied Physics Letters, 78(16), 2378-2380 (2001)
Stable solution-processed high-mobility substituted pentacene semiconductors
Li, Y., Wu, Y., Liu, P., Prostran, Z., Gardner, S., & Ong, B. S.
Chemistry of Materials, 19(3), 418-423 (2007)
Small Molecule Donors. Materials for Flexible and Printed Electronics.
Payne, A. J., & Welch, G. C.
Material Matters, 9(1) (2014)

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