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P1802 Sigma-Aldrich

Pentacene

99%

  • CAS Number 135-48-8

  • Empirical Formula (Hill Notation) C22H14

  • Molecular Weight 278.35

  •  Beilstein/REAXYS Number 1912418

  •  EC Number 205-193-7

  •  MDL number MFCD00003710

  •  PubChem Substance ID 24898247

  •  NACRES NA.23

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Properties

Related Categories Light-Emitting Dopants and Fluorescent Dyes, Materials Science, Organic Field Effect Transistor (OFET) Materials, Organic and Printed Electronics, Photoluminescent Materials,
Quality Level   100
assay   99%
mp   372-374 °C (subl.)
solubility   organic solvents: slightly soluble
Orbital energy   HOMO 5 eV 
  LUMO 3 eV 
OPV Device Performance   ITO/pentacene/C60/BCP/Al
• Short-circuit current density (Jsc): 15 mA/cm2
• Open-circuit voltage (Voc): 0.36 V
• Fill Factor (FF): 0.5
• Power Conversion Efficiency (PCE): 2.7 %
semiconductor properties   P-type (mobility=0.4-3 cm2/V·s) (on/off ratio=1E5-1E8)
SMILES string   c1ccc2cc3cc4cc5ccccc5cc4cc3cc2c1
InChI   1S/C22H14/c1-2-6-16-10-20-14-22-12-18-8-4-3-7-17(18)11-21(22)13-19(20)9-15(16)5-1/h1-14H
InChI key   SLIUAWYAILUBJU-UHFFFAOYSA-N

Description

General description

Pentacene belongs to the class of fused polycyclic hydrocarbons that are a part of the acene family with five rings. It is majorly utilized in electronic applications due to its high hole mobility of 1200 cm2V−1s−1 and fluorescent absorption peak at the wavelength of 578 nm.

Pentacene is a popular organic semi conductor. Upon deposition on any insulating substrate, the molecules organize to form polycrystalline films. The pentacene films show good transport properties. The hydrogen atoms which surround the carbon backbone are less electronegative than the carbon backbone itself and lend some electron density to the delocalized pi-electron cloud. It can also form large crystals.

Application

Pentacene can be functionalized by treating it with poly(4-vinyl phenol) (PVP), which can be used to reduce the surface energy of organic thin film transistors (OTFTs) and increase the hole mobility by 109%. It is mainly used in the fabrication of field effect transistors, which can be doped with iodine to increase the threshold voltage up to 140 V.

Packaging

1 g in glass insert

Bottomless glass bottle. Contents are inside inserted fused cone.

100 mg in glass insert

5 g in glass bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Frequently Asked Questions

Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.
How do I get lot-specific information or a Certificate of Analysis?
The lot specific COA document can be found by entering the lot number above under the "Documents" section.
What is the solubility Product P1802, Pentacene?
Per the chemicals encyclopedia published by the Royal Society of Chemistry, 13th Edition, it is practically insoluble in water. It is sparingly soluble in organic solvents.
What is the purity Product P1802, Pentacene?
Overall purity of this product has not been determined. We do not have an accurate purity determination method available.
How is Product P1802, Pentacene made?
It isproduced with Aluminum as the reductant and Mercury(II) Chloride as the catalyst but the exact procedure is proprietary.
How do I find price and availability?
There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote. USA customers: 1-800-325-3010 or view local office numbers.
What is the Department of Transportation shipping information for this product?
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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Protocols & Articles

Articles

Development of Small Molecule Donors for Solution-Processed Organic Solar Cells

Abby-Jo Payne and Gregory C. Welch Dalhousie University, Department of Chemistry 6274 Coburg Road, Halifax, Nova Scotia, Canada B3H 4R2 Email: gregory.welch@dal.ca
Keywords: Absorption, Bacterial conjugations, Building blocks, Deposition, Infrared spectroscopy, Nucleic acid annealing, Phase transitions, Separation, Solar cells, Solvents, Substitutions

Flexible Organic Transistors for Biomedical Applications

Tsuyoshi Sekitani,* Kazunori Kuribara, Tomoyuki Yokota, Takao Someya Department of Electric and Electronic Engineering, Department of Applied Physics, School of Engineering University of Tokyo, 7-3-1...
Keywords: Absorption, Building blocks, Degradations, Diffraction, Electronics, Evaporation, Microscopy, Nucleic acid annealing, Oxidations, Reductions, Semiconductor, Solar cells, Spectroscopy, Sterilizations, X-Ray diffraction

Polymer Semiconductors for Intrinsically Stretchable Organic Transistors

Department of Chemical Engineering, Stanford University, Stanford, CA 94305-5025, USA *E-mail: zbao@stanford.edu
Ging-Ji Nathan Wang, Zhenan Bao*
Material Matters, 2017, 12.3
Keywords: Bacterial conjugations, Crystallization, Degradations, Diffraction, Electronics, Hydrogenations, Microscopy, Nucleic acid annealing, Optical microscopy, Organic electronics, Polymerization reactions, Semiconductor, Separation, Solar cells, X-Ray diffraction

Peer-Reviewed Papers
15

References

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