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Sigma-Aldrich

6,13-Diphenylpentacene

98%

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About This Item

Empirical Formula (Hill Notation):
C34H22
CAS Number:
Molecular Weight:
430.54
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
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

Signal Word

Warning

Hazard Statements

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)

Articles

Intrinsically stretchable active layers for organic field-effect transistors (OFET) are discussed. Polymer structural modification & post-polymerization modifications are 2 methods to achieve this.

Solution-processed organic photovoltaic devices (OPVs) have emerged as a promising clean energy generating technology due to their ease of fabrication, potential to enable low-cost manufacturing via printing or coating techniques, and ability to be incorporated onto light weight, flexible substrates.

Thin, lightweight, and flexible electronic devices meet widespread demand for scalable, portable, and robust technology.

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