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246883

Sigma-Aldrich

6,13-Pentacenequinone

99%

Synonym(s):

6,13-Pentacenedione

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About This Item

Empirical Formula (Hill Notation):
C22H12O2
CAS Number:
3029-32-1
Molecular Weight:
308.33
MDL number:
MFCD00003709
UNSPSC Code:
12352100
PubChem Substance ID:
24854833
NACRES:
NA.22

Assay

99%

form

solid

SMILES string

O=C1c2cc3ccccc3cc2C(=O)c4cc5ccccc5cc14

InChI

1S/C22H12O2/c23-21-17-9-13-5-1-2-6-14(13)10-18(17)22(24)20-12-16-8-4-3-7-15(16)11-19(20)21/h1-12H

InChI key

UFCVADNIXDUEFZ-UHFFFAOYSA-N

General description

Electronic structure of the lowest excited triplet state of 6,13-pentacenequinone has been studied by continuous-wave time-resolved electron paramagnetic resonance and pulsed electron nuclear double resonance.

Application

6,13-Pentacenequinone has been used in:
  • deposition of 6,13-pentacenequinone thin films on n-Si substrates by thermal evaporation
  • as precursor to diarylpentacenes, potential organic field-effect transitors

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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Tetrahedron, 63, 9699-9699 (2007)
Tsugunosuke Masubuchi et al.
The Journal of chemical physics, 145(24), 244306-244306 (2017-01-05)
Pentacene (C
Structural and optical properties of 6, 13-pentacenequinone thin films.
Hwang DK, et al.
Applied Physics Letters, 85(23), 5568-5570 (2004)
Takuji Shimokage et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 58(6), 1201-1208 (2002-05-08)
Continuous-wave time-resolved EPR (cw-TREPR) and pulsed electron nuclear double resonance (ENDOR) studies have been carried out to clarify the electronic structure of the lowest excited triplet (Tl) state of 5,12-naphthacenequinone (5,12-NpQ) as well as 1,4-anthraquinone (1,4-AQ) and 6,13-pentacenequinone (6,13-PeQ). The

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Silylethyne substitution offers an opportunity to tune solubility for application-specific needs and self-assembly for electronic performance and has yielded semiconductors with excellent device performance.

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