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P11255

Sigma-Aldrich

PTCDA

97%

Synonym(s):

Perylene-3,4,9,10-tetracarboxylic dianhydride, Pigment Red 224

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About This Item

Empirical Formula (Hill Notation):
C24H8O6
CAS Number:
128-69-8
Molecular Weight:
392.32
Beilstein:
57831
EC Number:
204-905-3
MDL number:
MFCD00006916
UNSPSC Code:
12352103
PubChem Substance ID:
24898155
NACRES:
NA.23
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description

Band gap: 2.1 eV

Quality Level

100

Assay

97%

form

powder

mp

>300 °C

Orbital energy

HOMO -6.8 eV 
LUMO -4.7 eV 

OPV Device Performance

ITO/CuPc/PTCDA/In

  • Short-circuit current density (Jsc): 2 mA/cm2
  • Open-circuit voltage (Voc): 0.55 V
  • Fill Factor (FF): 0.35
  • Power Conversion Efficiency (PCE): 1.8 %

semiconductor properties

N-type (mobility=10−4 cm2/V·s)

SMILES string

O1C(=O)c2c3c4c(c5c6c(c4cc2)ccc7c6c(cc5)C(=O)OC7=O)ccc3C1=O

InChI

1S/C24H8O6/c25-21-13-5-1-9-10-2-6-15-20-16(24(28)30-23(15)27)8-4-12(18(10)20)11-3-7-14(22(26)29-21)19(13)17(9)11/h1-8H

InChI key

CLYVDMAATCIVBF-UHFFFAOYSA-N

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General description

Perylene-3,4,9,10-tetracarboxylic dianhydride (PTCDA) is a perylene derivative which forms highly crystalline films and dyes that can be used for a majority of electronic and opto-electronic applications. It provides a high electron mobility due to its low intermolecular distance which results in π-π conjugation.[1][2]

Application

Polycondensation of PTCDA with polypropylene glycol (PPG) based diamine can be utilized for the development of perlyene diimides which have a potential use as n-type semiconductors in organic photovoltaics.[3][4] PTCDA can be used as a light absorbing monomer for the fabrication of bichromophobic light harvesting antenna systems.[2] It can also be used to prepare 3, 4, 9, 10-perylene tetracarboxylic acid-aromatic fluorophores dye for a highly reversible fluorescence switching on different substrates.[5]

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH1590
BCCC4755
BCCB4933
BCCB4365
BCCB3263

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Electrochemical and optical studies of 1,4-diaminoanthraquinone for solar cell applications
Brovelli, F.; Rivas, B.; Bernede, J.; et al.
Polymer Bull., 58, 521-527 (2007)
S J Richard Prabakar et al.
Advanced science (Weinheim, Baden-Wurttemberg, Germany), 6(24), 1902129-1902129 (2020-01-01)
Herein, graphite is proposed as a reliable Ca2+-intercalation anode in tetraglyme (G4). When charged (reduced), graphite accommodates solvated Ca2+-ions (Ca-G4) and delivers a reversible capacity of 62 mAh g-1 that signifies the formation of a ternary intercalation compound, Ca-G4·C72. Mass/volume
Ling Fan et al.
Advanced materials (Deerfield Beach, Fla.), 30(20), e1800804-e1800804 (2018-04-01)
A low cost nonaqueous potassium-based battery-supercapacitor hybrid device (BSH) is successfully established for the first time with soft carbon as the anode, commercialized activated carbon as the cathode, and potassium bis(fluoro-slufonyl)imide in dimethyl ether as the electrolyte. This BSH reconciles
Tunable and highly efficient light-harvesting antenna systems based on 1, 7-perylene-3, 4, 9, 10-tetracarboxylic acid derivatives.
Dubey RK, et al.
Chemical Science, 7(6), 3517-3532 (2016)
Morphology, structure and photophysics of thin films of perylene-3, 4, 9, 10-tetracarboxylic dianhydride.
Heutz S, et al.
Organic Electronics, 3(3-4), 119-127 (2002)
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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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