Chrysophenine

Chemical compound From Wikipedia, the free encyclopedia

Chrysophenine is a yellow water-soluble disazo stilbene dye, also known as Direct Yellow 12 or Chrysophenine G. The chemical formula is C30H26N4Na2O8S2.[2]

Quick facts Names, Identifiers ...
Chrysophenine
Names
Other names
Direct Yellow 12, chrysophenine G
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.018.817 Edit this at Wikidata
EC Number
  • 220-698-2
UNII
  • InChI=1S/C30H28N4O8S2.2Na/c1-3-41-27-15-11-23(12-16-27)31-33-25-9-7-21(29(19-25)43(35,36)37)5-6-22-8-10-26(20-30(22)44(38,39)40)34-32-24-13-17-28(18-14-24)42-4-2;;/h5-20H,3-4H2,1-2H3,(H,35,36,37)(H,38,39,40);;/q;2*+1/p-2/b6-5+,33-31+,34-32+;;
    Key: YQMJDPHTMKUEHG-RNVLWOMCSA-L
  • CCOC1=CC=C(C=C1)N=NC2=CC(=C(C=C2)C=CC3=C(C=C(C=C3)N=NC4=CC=C(C=C4)OCC)S(=O)(=O)[O-])S(=O)(=O)[O-].[Na+].[Na+]
Properties
C30H26N4Na2O8S2
Molar mass 680.66 g·mol−1
Appearance orange powder
Melting point 174[1] °C (345 °F; 447 K)
soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Synthesis

Chrysophenine is obtained by reacting Brilliant Yellow with chloroethane, which converts the two hydroxyl groups of Brilliant Yellow into ether groups. In its pure state, the compound forms an orange powder, soluble in water.

Uses

The compound is widely used in textile dyeing, biological staining, and has potential applications in photodynamic therapy.[3] Although it can contribute to water pollution, it can be effectively removed from wastewater through membrane filtration techniques.

Chrysophenine is used as a direct dye, meaning it can directly stain fibers without the need for a mordant (a substance that helps fix the dye to the fiber). It gives cellulose materials (linen, cotton, paper, viscose, etc.)[4] a bright golden-yellow color. The presence of sulfogroups in the molecules allows the dye to be used as an acidic dye for dyeing wool and silk fibers.

Chrysophenine is also known to be radiation and acid resistant.[5][6]

See also

References

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