Synthesis and characterization of metal-free and metallo-phthalocyanines with four pendant coumarinthio/oxy-substituents

Esenpinar A. A. , Bulut M.

DYES AND PIGMENTS, vol.76, no.1, pp.249-255, 2008 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 76 Issue: 1
  • Publication Date: 2008
  • Doi Number: 10.1016/j.dyepig.2006.08.037
  • Title of Journal : DYES AND PIGMENTS
  • Page Numbers: pp.249-255


The synthesis of novel metal-free and metallo-phthalocyanines with four, peripheral 7-thio- and 7-oxo-4-methyl-2H-1-benzopyran-2-one (coumarin) groups were prepared by cyclotetramerization of 7-(3,4-dicyanophenylthio)-4-methylcoumarin and 7-(3,4-dicyanophenoxy)-4-methylcoumarin. The novel chromogenic compounds were characterized by elemental analysis, H-1 NMR, C-13 NMR, Mass, IR and UV-vis spectral data. The electronic spectra exhibit a band of coumarin identity with characteristic Q and B bands of the phthalocyanine core. The IR spectra showed two characteristic intense bands at 1718 cm(-1) for lactone carbonyl and at 1595 cm-1 for the a, P unsaturated doubled bond. (C) 2006 Elsevier Ltd. All rights reserved.