Chemistry:Chromotropic dye

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Short description: Class of chemical compounds

Chromotropic dyes are a class of azo dyes formed by reacting various diazonium salts with chromotropic acid as a coupling component. The synthesis of chromotropic dyes was patented by Farbwerke vorm. Meister, Lucius & Brüning in Höchst a. M. (later Hoechst AG) in 1890. Originally, they were used primarily to dye wool. By adding various metal salts during the dyeing process—such as copper sulfate or potassium dichromate—these dyes can produce vibrant shades ranging from red to burgundy and violet to black. Due to this diversity and versatility in color tones, the dyes were named chromotropes.[1][2]

Chromotropic dyes are also used in histological staining—such as in Gömöri trichrome staining[3]—or as indicators in complexometric titrations.[4]

Chromotrope
Name Chromotrope 2R Chromotrope 2B Chromotrope 6B Chromotrope 10B
Structural formula Chromotrope 2R Chromotrope 2B Chromotrop 6B Chromotrop 10B
Hue[5] red blue-red violet-red red-violet
CAS Number 4197-07-3 548-80-1 4197-09-5 5850-63-5
PubChem 20172 68360 160740 135870601
Color Index C.I. 16570 C.I. 16575 C.I. 16600 C.I. 16640
Color Index Name Acid Red 29 Acid Red 176 Acid Violet 6 Acid Violet 13
Molecular Formula C16H10N2Na2O8S2 C16H9N3Na2O10S2 C20H16N4Na2O9S2 C20H12N2Na2O8S2
Molar mass 468.37 g·mol−1 513.37 g·mol−1 566.47 g·mol−1 518.43 g·mol−1

References

  1. ↑ "Verfahren zur Darstellung von Azofarbstoffen aus einer neuen Dioxynaphthalindisulfonsäure" DE patent 69095, published 1894-05-16
  2. ↑ "Verfahren zur Darstellung von Azofarbstoffen aus α1α4-Dioxynaphthalin-β2β3-disulfonsäure" DE patent 75738, published 1894-06-04
  3. ↑ Gudrun Lang (2006), Histotechnik, Wien, New York: Springer, pp. 199, ISBN 3-211-33141-7, https://books.google.com/books?id=FulU0tG7kaQC&pg=PA199 
  4. ↑ Edmund Bishop, ed. (1972), Indicators, Oxford: Pergamon Press, pp. 255, https://books.google.com/books?id=vnj9BAAAQBAJ&pg=PA255 
  5. ↑ Fritz Mayer (1921), Chemie der Organischen Farbstoffe, Berlin: Julius Springer, pp. 55, https://books.google.com/books?id=EDwPAwAAQBAJ&pg=PA55