Highly soluble 3,4-(dimethoxyphenylthio) substituted phthalocyanines: synthesis, photophysical and photochemical studies

Spectrochim Acta A Mol Biomol Spectrosc. 2012 Feb;86:423-31. doi: 10.1016/j.saa.2011.10.062. Epub 2011 Nov 3.


The synthesis of a new 3,4-(dimethoxyphenylthio) substituted phthalonitrile (1) and its soluble metal free (2), zinc (II) (3), oxo-titanium (IV) (4) and nickel (II) (5) phthalocyanine derivatives are reported for the first time. The new compounds have been characterized by elemental analysis, FT-IR, (1)H NMR, UV-Vis, fluorescence spectroscopies and mass spectra. General trends are described for fluorescence, photodegradation and singlet oxygen quantum yields and fluorescence lifetimes of oxo-titanium (IV) and zinc (II) phthalocyanine compounds in dimethylsulfoxide (DMSO). The effects of the metal ion on the photophysical and photochemical parameters for these phthalocyanines (3 and 4) are also reported.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Absorption
  • Chloroform / chemistry
  • Dimethyl Sulfoxide / chemistry
  • Electrons
  • Indoles / chemical synthesis*
  • Indoles / chemistry*
  • Mass Spectrometry
  • Photochemical Processes*
  • Photolysis
  • Physical Phenomena*
  • Singlet Oxygen / chemistry
  • Solubility
  • Spectrometry, Fluorescence
  • Sulfides / chemical synthesis*
  • Sulfides / chemistry*


  • Indoles
  • Sulfides
  • Singlet Oxygen
  • Chloroform
  • phthalocyanine
  • Dimethyl Sulfoxide