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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

functional group

ketone

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000303210
0000303211
0000271889
0000282159
0000297582

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Tsugunosuke Masubuchi et al.
The Journal of chemical physics, 145(24), 244306-244306 (2017-01-05)
Pentacene (C
Tetrahedron, 63, 9699-9699 (2007)
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
Structural and optical properties of 6, 13-pentacenequinone thin films.
Hwang DK, et al.
Applied Physics Letters, 85(23), 5568-5570 (2004)

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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.

Silylethyne-substituted Pentacenes

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.

Silylethyne-substituted Pentacenes

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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