3,3-Diphenyl-3H-naphthopyran is an organic compound that is the parent of several related naphthopyrans. This family of compounds are used as photochromic dyes in ophthalmic glasses.[1] The compound is a colorless solid.

Synthesis and reactions

The synthesis of naphthopyrans starts with 2-naphthol.[2]

Upon exposure to UV-radiation, the pyran ring opens. The products, "photomerocyanines", are yellow to red dark colored.[3]

Isomers of photomerocyanines derived from UV-radiation of 3,3-diphenyl-3H-naphthopyran.

References

  1. ^ Lötzsch, Detlef; Eberhardt, Volker; Rabe, Christian (2016). "Chromogenic Materials". Ullmann's Encyclopedia of Industrial Chemistry. pp. 1–26. doi:10.1002/14356007.t07_t01. ISBN 978-3-527-30673-2.
  2. ^ Pozzo, Jean-Luc; Samat, André; Guglielmetti, Robert; Dubest, Roger; Aubard, Jean (1997). "Synthesis and Photochromic Behaviour of Naphthopyrans, Pyranoquinolines, Pyranoquinazolines and Pyranoquinoxalines". Helvetica Chimica Acta. 80 (3): 725–738. doi:10.1002/hlca.19970800310.
  3. ^ Delbaere, Stéphanie; Luccioni-Houze, Barbara; Bochu, Christophe; Teral, Yannick; Campredon, Mylène; Vermeersch, Gaston (1998). "Kinetic and structural studies of the photochromic process of 3H-naphthopyrans by UV and NMR spectroscopy". Journal of the Chemical Society, Perkin Transactions 2 (5): 1153–1158. doi:10.1039/A800906F.
Allikas: http://en.wikipedia.org/wiki/Naphthopyran
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