Flavanthrone yellow

Structural formula
General
Surname	Flavanthrone yellow
other names	Flavanthrene Flavanthron Benzo [ h ] benzo [5,6] acridino [2,1,9,8- klmna ] acridine-8,16-dione CI Pigment Yellow 24 CI Vat Yellow 1 CI 70600
Molecular formula	C 28 H 12 N 2 O 2
Brief description	reddish yellow solid
External identifiers / databases
CAS number 475-71-8 EC number 207-498-0 ECHA InfoCard 100.006.818 PubChem 68059 ChemSpider 61374 Wikidata Q1427452
properties
Molar mass	408.41 g mol −1
Physical state	firmly
safety instructions
GHS labeling of hazardous substances no GHS pictograms H and P phrases H: no H-phrases P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Flavanthrone Yellow is a yellow anthraquinone - pigment that for industrial applications as a coloring agent of organic as well as for the development of semiconductor is of importance.

The basic molecular structure of the molecule is related to the polycyclic aromatic hydrocarbon pyranthrene .

Extraction

Flavanthrone is obtained by dimerizing 1-chloro-2-aminoanthraquinone in copper powder in a Ullmann reaction .

use

As an organic semiconductor , Flavanthron can be used in the development of optoelectronic components, e.g. B. in the optoelectronic detector or actuator ( organic light emitting diode ).

Industrial it becomes v. a. used as vat dye and pigment .

Individual evidence

1. ↑ ^{a b} Herbst, W. and Hunger, K .: Industrial organic pigments - production, properties, application . 2nd edition., Wiley-VCH, Weinheim 1995. ISBN 3-527-28744-2 .
2. ↑ There is not yet a harmonized classification for this substance . A labeling of benzo [h] benz [5,6] acridino [2,1,9,8-klmna] acridine-8,16-dione in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA ) is reproduced from a self-classification by the distributor ), accessed July 19, 2019.
3. ^ HP Stadler: The crystal structure of flavanthrone . In: Acta Crystallographica . tape 6 , no. 6 , 1953, pp. 540-542 , doi : 10.1107 / S0365110X53001459 ( PDF ).
4. ↑ D. Thetford, J. Cherryman, AP Chorlton, R. Docherty: Intermolecular interactions of flavanthrone and indanthrone pigments . In: Dyes and Pigments . tape 67 , no. 2 , November 1, 2005, pp. 139-144 , doi : 10.1016 / j.dyepig.2004.11.002 ( online ).
5. ↑ Entry on flavanthrone pigments. In: Römpp Online . Georg Thieme Verlag, accessed on January 19, 2014.
6. ^ Ramesh C. Ahuja, Karl Hauffe: Charge transfer across the organic photoconductor-dodecane interface. Part 5. — Pyranthrone – dodecane (containing aliphatic amines) . In: Faraday Discuss. Chem. Soc. tape 70 , 1980, pp. 321-339 , doi : 10.1039 / DC9807000321 .
7. ↑ Patent US5674597 : Organic electroluminescent elements. Applied on January 13, 1995 , published on October 7, 1997 , applicant: Sanyo Electric Co., Ltd., inventor: Takanori Fujii, Takeshi Sano, Masayuki Fujita, Yuji Hamada, Kosuke Takeuchi, Kenichi Shibata. ‌