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cinquasia red
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cinquasia red

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Also known as 1047-16-1

Quinacridone is an organic compound used as a pigment. Numerous derivatives constitute the quinacridone pigment family, which finds extensive use in industrial colorant applications such as robust outdoor paints, inkjet printer ink, tattoo inks, artists' watercolor paints, and color laser printer toner. As pigments, the quinacridones are insoluble. The development of this family of pigments supplanted the alizarin dyes.

Wikidata facts

Mass
312.09
Has use
pigment
Show 3 more facts
chemical formula
C₂₀H₁₂N₂O₂
canonical SMILES
C1=CC=C2C(=C1)C(=O)C3=CC4=C(C=C3N2)C(=O)C5=CC=CC=C5N4
Commons category
Quinacridone
Sources (2)

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Encyclopedic overview

5 sections
Contents
  • Synthesis
  • Derivatives
  • Semiconductor properties
  • References
  • Additional reading

Quinacridone is an organic compound used as a pigment. Numerous derivatives constitute the quinacridone pigment family, which finds extensive use in industrial colorant applications such as robust outdoor paints, inkjet printer ink, tattoo inks, artists' watercolor paints, and color laser printer toner. As pigments, the quinacridones are insoluble. The development of this family of pigments supplanted the alizarin dyes.

==Synthesis== The name indicates that the compounds are a fusion of acridone and quinoline, although they are not made that way. Classically the parent is prepared from the 2,5-dianilide of terephthalic acid (C6H2(NHPh)2(CO2H)2). Condensation of succinosuccinate esters with aniline followed by cyclization affords dihydroquinacridone, which are readily dehydrogenated. The latter is oxidized to quinacridone. Derivatives of quinacridone can be readily obtained by employing substituted anilines. Linear cis-Quinacridones can be prepared from isophthalic acid.

Excerpted from Wikipedia’s “cinquasia red” article, available under the CC BY-SA 4.0 licence.

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