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Perylenetetracarboxylic dianhydride information


Perylenetetracarboxylic dianhydride
Skeletal formula of PTCDA
Names
Preferred IUPAC name
Peryleno[3,4-cd:9,11-c′d′]dipyran-3,5,10,12-tetrone
Other names
Perylene-3,4,9,10-tetracarboxylic dianhydride, Pigment Red 224
Identifiers
CAS Number
  • 128-69-8
3D model (JSmol)
  • Interactive image
ChemSpider
  • 60534
ECHA InfoCard 100.004.461 Edit this at Wikidata
EC Number
  • 204-905-3
PubChem CID
  • 67191
UNII
  • NH27FW2PET checkY
CompTox Dashboard (EPA)
  • DTXSID1059577 Edit this at Wikidata
InChI
  • 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
    Key: CLYVDMAATCIVBF-UHFFFAOYSA-N
  • InChI=1/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
    Key: CLYVDMAATCIVBF-UHFFFAOYAS
SMILES
  • c1cc2c3c(ccc4c3c1c5ccc6c7c5c4ccc7C(=O)OC6=O)C(=O)OC2=O
Properties
Chemical formula
 C24H8O6
Molar mass 392.32
Density 1.7 g/cm3
Melting point ~350 °C[1]
Structure
Crystal structure
 Monoclinic, P21/c
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Perylenetetracarboxylic dianhydride (PTCDA) is an organic dye molecule and an organic semiconductor. It is used as a precursor to a class of molecules known as Rylene dyes, which are useful as pigments and dyes. It is a dark red solid with low solubility in aromatic solvents. The compound has attracted much interest as an organic semiconductor.[2]

  1. ^ PTCDA.
  2. ^ Russell, James C.; Blunt, Matthew O.; Goretzki, Gudrun; Phillips, Anna G.; Champness, Neil R.; Beton, Peter H. (2010). "Solubilized Derivatives of Perylenetetracarboxylic Dianhydride (PTCDA) Adsorbed on Highly Oriented Pyrolytic Graphite". Langmuir. 26 (6): 3972–3974. doi:10.1021/la903335v. ISSN 0743-7463.

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Perylenetetracarboxylic dianhydride

Last Update:

Perylenetetracarboxylic dianhydride (PTCDA) is an organic dye molecule and an organic semiconductor. It is used as a precursor to a class of molecules...

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Pigment Red 178

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is a derivative of perylene, although it is produced from perylenetetracarboxylic dianhydride by derivatization with 4-aminoazobenzene. K. Hunger. W. Herbst...

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Pigment Red 179

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is a derivative of perylene, although it is produced from perylenetetracarboxylic dianhydride by derivatization with methylamine. It is used in watercolor...

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Acenaphthene

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Naphthalene dicarboxylic anhydride is the precursor to perylenetetracarboxylic dianhydride, precursor to several commercial pigments and dyes. National...

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Pigment Red 149

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is a derivative of perylene, although it is produced from perylenetetracarboxylic dianhydride by derivatization with 3,5-dimethylaniline. K. Hunger. W...

Word Count : 77

Rylene dye

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unit. Perylenediimide (PDI) are synthesized by treating perylenetetracarboxylic dianhydride (PTCDA) with amines at high temperatures. This reaction forms...

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Organic electronics

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motif composed of copper phthalocyanine and a derivative of perylenetetracarboxylic dianhydride. In 1990, a polymer light emitting diodes was demonstrated...

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List of dyes

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blue Acid blue 3 Food blue 5 42051 triarylmethane 3536-49-0 Perylenetetracarboxylic dianhydride PTCDA Pigment red 224 71127 perylene 128-69-8 p-Phenylenediamine...

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