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Quinacridone - Wikipedia, the free encyclopedia

Quinacridone

From Wikipedia, the free encyclopedia

Quinacridone
Quinacridone
General
Systematic name 5,12-Dihydro-quino[2,3-b]acridine-7,14-dione
Other names C.I.: 73900, Pigment Violet 19
Molecular formula C20H12N2O2
SMILES O=C2c5ccccc5Nc1cc3C(=O)c4ccccc4Nc3cc12
Molar mass 312.32 g/mol
Appearance Red powder (nanoparticles)
CAS number [1047-16-1]
Properties
Density and phase  ? g/cm³, ?
Solubility in water Insoluble
Melting point  ?°C (? K)
Boiling point  ?°C (? K)
Acidity (pKa)  ?
Basicity (pKb)  ?
Structure
Crystal structure  ?
Dipole moment  ? D
Hazards
MSDS External MSDS
Main hazards  ?
NFPA 704
Flash point  ?°C
R/S statement R: ?
S: ?
RTECS number  ?
Supplementary data page
Structure and
properties
n, εr, etc.
Thermodynamic
data
Phase behaviour
Solid, liquid, gas
Spectral data UV, IR, NMR, MS
Related compounds
Related compounds  ?
Except where noted otherwise, data are given for
materials in their standard state (at 25 °C, 100 kPa)
Infobox disclaimer and references

Quinacridone is a red powder. It is an organic compound with the molecular formula C20H12N2O2. It is used as a pigment; analogs bearing this motif are known as quinacridones.

[edit] Quinacridones

Quinacridones are a family of synthetic pigments used to make high performance paints. Quinacridones are considered "high performance" pigments because they have exceptional color and weather fastness. Major uses for quinacridones include automobile coatings as well as other industrial coatings. They can also be used in artist's paints, including oils, acrylics, and watercolors.

Typically deep red to violet in color, the hue of quinacridone is affected not only by the R-groups on the molecule but by the crystal form of the solid. For example, the γ crystal modification of unsubstitued quinacridone provides a strong red shade that has excellent color fastness and resistance to solvation. Another important modification is the β phase which provides a maroon shade that is also more weather resistant and light-fast. Both crystal modifications are more thermodynamically stable than the α crystal phase.

Basic modifications to the chemical structure of quinacridones include the addition of CH3 and Cl to the R points on the molecule.

Some magenta shades of quinacridone are labeled under the proprietary name "Thio Violet" and "Acra Violet".

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