Microwave-Assisted Synthesis, Characterization and Aggregation Properties of Phthalocyanines Containing Azo Dye

Kantar C.

ASIAN JOURNAL OF CHEMISTRY, vol.25, no.18, pp.10401-10406, 2013 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 25 Issue: 18
  • Publication Date: 2013
  • Doi Number: 10.14233/ajchem.2013.15555
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.10401-10406
  • Recep Tayyip Erdoğan University Affiliated: Yes


The new zinc phthalocyanines substituted with azo compound are described. Firstly, azo compound (I) was synthesized by treating phenol with 4-iodoaniline. Then phthalonitrile compounds (1, 2 and 3) were synthesized by nucleophilic aromatic substitution. At the last step, novel zinc phthalocyanines (1a, 2a and 3a) were synthesized by the microwave irradiation. The microwave-assisted synthesis method reduces reaction times and enhances the yield of the reactions. All phthalocyanine compounds are soluble in DMF and DMSO. The structures were confirmed by elemental analysis, H-1 NMR, C-13 NMR, UV/visible, IR and mass spectra. Aggregation properties of phthalocyanines were investigated at different concentrations in DMSO (for 1a) and CHCl3 (for 2a and 3a).