Perylenetetracarboxylic dianhydride explained
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.[1]
Structure
PTCDA consists of a perylene core to which two anhydride groups have been attached, one at either side. It occurs in two crystalline forms, α and β.[2] Both have the P21/c monoclinic symmetry and a density of ca. 1.7 g/cm3, which is relatively high for organic compounds. Their lattice parameters are:
| Form | a | b | c | γ |
|---|
| α | 0.374 nm | 1.196 nm | 1.734 nm | 98.8° |
| β | 0.378 nm | 1.930 nm | 1.077 nm | 83.6° | |
Self-assembly and films
Use
The main industrial use of PTCDA is as a precursor to Rylene dyes.[3] [4]
Notes and References
- Russell. James C.. Blunt. Matthew O.. Goretzki. Gudrun. Phillips. Anna G.. Champness. Neil R.. Beton. Peter H.. Solubilized Derivatives of Perylenetetracarboxylic Dianhydride (PTCDA) Adsorbed on Highly Oriented Pyrolytic Graphite. Langmuir. 26. 6. 2010. 3972–3974. 0743-7463. 10.1021/la903335v.
- 10.1016/0022-0248(92)90658-6. Journal of Crystal Growth . 116 . 3–4 . 1992. 495–504 . Structure of perylene-tetracarboxylic-dianhydride thin films on alkali halide crystal substrates. Möbus, M. . Karl, N. . amp .
- Hunger, K. and Herbst, W. (2012) "Pigments, Organic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim.
- Greene, M. (2009) "Perylene Pigments", pp. 261–274 in High Performance Pigments, Wiley-VCH, Weinheim.
