Perinon

Structural formula
General
Surname	Perinon
other names	Trans-Perinon; Perinon orange; Bisbenzimidazo [2,1- b : 2 ', 1'- i ] benzo [ lmn ] [3,8] phenanthroline-8,17-dione; CI 71105; Pigment orange 43;
Molecular formula	C 26 H 12 N 4 O 2
Brief description	orange solid
External identifiers / databases
EC number	224-597-4
ECHA InfoCard	100.022.363
PubChem	78141
ChemSpider	70517
Wikidata	Q2070998
properties
Molar mass	412.40 g mol −1
Physical state	firmly
safety instructions
GHS labeling of hazardous substances	no GHS pictograms
	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 .

Perinon is an organic molecule that is used in the development of optoelectronic applications and industrially as a colorant .

The structure of the molecule can be derived from naphthalene tetracarboxylic dianhydride (NTCDA), from which it can be produced by condensation with o- phenylenediamine . The isomers of perinone lead to different pigment colors, with Pigment Orange 43 representing the trans form and Pigment Red 194 representing the cis form.

use

As an organic semiconductor , Perinon z. B. used in the form of a derivative in the development of organic light-emitting diodes (OLEDs) , in which it is suitable as an electron transport and emitter layer.

As pigment perinone v. a. used in industrial coatings and printing inks.

swell

↑ SpecialChem4Coatings: Perinone orange - Color Handbook ( Memento from September 11, 2012 in the web archive archive.today ).
↑ Template: CL Inventory / not harmonized There is not yet a harmonized classification for this substance . A labeling of bisbenzimidazo [2,1-b: 2 ', 1'-i] benzo [lmn] [3,8] phenanthroline-8,17-dione in the Classification and Labeling Inventory of the European is shown, which is derived from a self-classification by distributors Chemicals Agency (ECHA), accessed on July 28, 2019.

↑ Jin Mizuguchi: Crystal Structure and Electronic Characterization of trans-and cis-Perinone Pigments . In: J. Phys. Chem. B 108, 2004, pp. 8926-8930.

↑ W. James Feast et al .: Poly (4-vinyltriphenylamine): synthesis and application as a hole transport layer in light-emitting diodes . In: Polymer Bulletin 42, 1999, pp. 167-174.

↑ W. Herbst, K. Hunger: Industrial organic pigments. Production, properties, application . 2nd edition, Wiley-VCH, Weinheim 1995. ISBN 3-527-28744-2 .

[1] SpecialChem4Coatings: Perinone orange - Color Handbook ( Memento from September 11, 2012 in the web archive archive.today ).

[2] Template: CL Inventory / not harmonized There is not yet a harmonized classification for this substance . A labeling of bisbenzimidazo [2,1-b: 2 ', 1'-i] benzo [lmn] [3,8] phenanthroline-8,17-dione in the Classification and Labeling Inventory of the European is shown, which is derived from a self-classification by distributors Chemicals Agency (ECHA), accessed on July 28, 2019.

[3] Jin Mizuguchi: Crystal Structure and Electronic Characterization of trans-and cis-Perinone Pigments . In: J. Phys. Chem. B 108, 2004, pp. 8926-8930.

[4] W. James Feast et al .: Poly (4-vinyltriphenylamine): synthesis and application as a hole transport layer in light-emitting diodes . In: Polymer Bulletin 42, 1999, pp. 167-174.

[5] W. Herbst, K. Hunger: Industrial organic pigments. Production, properties, application . 2nd edition, Wiley-VCH, Weinheim 1995. ISBN 3-527-28744-2 .