932760
3,4,9,10-Perylenetetracarboxylic dianhydride
Synonym(s):
PTCDA, Perylenetetracarboxylic acid dianhydride, Perylene-3,4,9,10-tetracarboxylic dianhydride, Pigment Red 224
About This Item
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Assay
99% (sublimed)
Quality Level
mp
>300 °C
solubility
DMSO: slightly soluble
Orbital energy
HOMO 5.85 eV
LUMO 3.9 eV
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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Application
The compound has attracted much interest as an organic semiconductor. It has potential applications in organic and molecular electronics, and typically used as an archetype molecular compound. PTCDA shares many properties with conventional semiconductors (with their delocalized electronic states), and insulator-like organic molecular crystals (OMCs) (with their large absorption oscillator strengths, excitonic self-trapping, polaron-assisted conduction, etc.). That is due to extremely close π-π stacking, an unusually small intermolecular distance of only 3.21 A. Among its applications, it is important to highlight the latest focus on environment monitoring, self-assembly and photocatalysis.
Storage Class Code
11 - Combustible Solids
WGK
WGK 1
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