Pigment red 170

from Wikipedia, the free encyclopedia
Structural formula
Structural formula of Pigment Red 170
General
Surname Pigment red 170
other names
  • 4- (2- (4-carbamoylphenyl) hydrazono) - N - (2-ethoxyphenyl) -3-oxo-3,4-dihydronaphthalene-2-carboxamide
  • CI Pigment Red 170
  • CI 12475
Molecular formula C 26 H 22 N 4 O 4
Brief description

red odorless powder

External identifiers / databases
CAS number 2786-76-7
EC number 220-509-3
ECHA InfoCard 100.018.645
PubChem 5359812
ChemSpider 4514376
Wikidata Q15425799
properties
Molar mass 454.48 g mol −1
Physical state

firmly

density

1.4 g cm −3

Melting point

315-325 ° C

solubility
  • practically insoluble in water
  • Easily soluble in organic solvents
safety instructions
GHS labeling of hazardous substances
07 - Warning

danger

H and P phrases H: 317-319-412
P: ?
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Pigment Red 170 is a chemical compound from the group of azo pigments .

Extraction and presentation

Pigment Red 170 ( 3 ) is industrially synthesized by the diazotization of p -aminobenzamide ( 1 ) and subsequent coupling with 3-hydroxy-2-naphtholic acid-2-ethoxyanilide ( 2 ), a naphthol AS derivative. In the solid state, these azo pigments are in the hydrazo form ( 4 ) ( azo-hydrazo-tautomerism ).

Synthesis of pigment red 170

properties

Pigment Red 170 is a red, odorless and practically insoluble in water solid. The connection occurs in two crystal structures that differ in color cast and transparency. The phases have a monoclinic crystal structure with space group P 2 1 / c (space group no. 14) or space group P 2 1 / n (space group no. 14, position 2) . Template: room group / 14 Template: room group / 14.2

use

Pigment Red 170 is used as a pigment for paints, varnishes and plastics ( e.g. PVC ). The compound was developed in the 1960s.

Individual evidence

  1. ↑ a b c d e f g Werner Baumann, Thomas Rothardt: Printing chemicals data and facts on environmental protection 2nd, expanded and revised edition . Springer-Verlag, 2013, ISBN 978-3-642-58474-9 , pp. 584 ( limited preview in Google Book search).
  2. ↑ Template: CL Inventory / not harmonized There is not yet a harmonized classification for this substance . A labeling of 4 - [(4-carbamoylphenyl) diazenyl] -N- (2-ethoxyphenyl) -3-hydroxy-2-naphthamide in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA) is shown, which is derived from a self-classification by the distributor on March 05, 2019.
  3. ↑ Registration dossier on 4 - [(4-carbamoylphenyl) diazenyl] -N- (2-ethoxyphenyl) -3-hydroxy-2-naphthamide ( GHS section ) at the European Chemicals Agency (ECHA), accessed on March 5, 2019.
  4. ↑ a b Martin U. Schmidt, Detlef WM Hofmann u. a .: Crystal Structures of Pigment Red 170 and Derivatives, as Determined by X-ray Powder Diffraction. In: Angewandte Chemie International Edition. 45, 2006, p. 1313, doi : 10.1002 / anie.200502468 .
  5. ↑ a b Günter Etzrodt, Albrecht Müller: Plastics coloring colorants, fillers, regulations . Carl Hanser Verlag GmbH Co KG, 2018, ISBN 978-3-446-45714-0 , p. 114 ( limited preview in Google Book search).
  6. ↑ Warshamanage, Rangana & Linden, Anthony & U Schmidt, Martin & Buergi, hans-beat. (2014). Average structures of the disordered β-phase of Pigment Red 170: A single-crystal X-ray diffraction study. In: Acta crystallographica Section B, Structural science, crystal engineering and materials. 70, 283-95. doi : 10.1107 / S2052520614000407 .
  7. ↑ a b Willy Herbst, Klaus Hunger: Industrial organic pigments production, properties, application . John Wiley & Sons, 2009, ISBN 3-527-62496-1 , pp. 66 ( limited preview in Google Book search).