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P1802

Sigma-Aldrich

Pentacene

99%

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About This Item

Empirical Formula (Hill Notation):
C22H14
CAS Number:
135-48-8
Molecular Weight:
278.35
Beilstein:
1912418
EC Number:
205-193-7
MDL number:
MFCD00003710
UNSPSC Code:
12352103
PubChem Substance ID:
24898247
NACRES:
NA.23

Quality Level

100

Assay

99%

form

powder

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

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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

Bottomless glass bottle. Contents are inside inserted fused cone.

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
MKCR9268
MKCR6707
MKCN6886
BCBL7879V
BCBF9918V

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  1. 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.

  2. 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.

  3. 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.

  4. 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.

  5. How is Product P1802, Pentacene made?

    It is produced with Aluminum as the reductant and Mercury(II) Chloride as the catalyst but the exact procedure is proprietary.

  6. 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.

  7. 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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    Ask a Scientist here.

Surface Treatments of Poly (4-Vinyl Phenol) Insulator for High-Performance Pentacene Thin-Film Transistors
Jang Y, et al.
IEEE Transactions on Device and Materials Reliability, 17(3), 522-525 (2017)
Bias stress instability in pentacene thin film transistors: Contact resistance change and channel threshold voltage shift.
Wang SD, et al.
Applied Physics Letters, 92(6), 063305-063305 (2008)
Iodine doping enabled wide range threshold voltage modulation in pentacene transistors
Wang YW, et al.
Thin Solid Films, 669(3), 29-33 (2019)
The larger acenes: versatile organic semiconductors
Anthony JE
Angewandte Chemie (International Edition in English), 47(3), 452-483 (2008)
Young Jin Choi et al.
ACS nano, 13(7), 7877-7885 (2019-06-28)
This paper introduces a strategy to modulate a Schottky barrier formed at a graphene-semiconductor heterojunction. The modulation is performed by controlling the work function of graphene from a gate that is placed laterally away from the graphene-semiconductor junction, which we
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