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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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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)
Sylvie Rangan et al.
The journal of physical chemistry. B, 122(2), 534-542 (2017-06-21)
The adsorption geometry and energy alignment at the PTCDA/TiO
Zhixuan Wei et al.
Nature communications, 10(1), 3227-3227 (2019-07-22)
The interactions between charge carriers and electrode structures represent one of the most important considerations in the search for new energy storage devices. Currently, ionic bonding dominates the battery chemistry. Here we report the reversible insertion of a large molecular
Pavel Kocán et al.
Physical chemistry chemical physics : PCCP, 21(18), 9504-9511 (2019-04-25)
Realization of future hybrid electronic devices combining organic and inorganic semiconductors requires a well-defined interface between both components. Such an interface can be formed generally by self-ordering of organic molecules on inorganic substrates, which is usually hindered by strong covalent
Fanfan Du et al.
Cellular and molecular bioengineering, 10(5), 357-370 (2017-10-11)
Intracellular delivery is a key step for many applications in medicine and for investigations into cellular function. This is particularly true for immunotherapy, which often requires controlled delivery of antigen and adjuvants to the cytoplasm of immune cells. Due to
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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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?

    1 answer

    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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