Peripherally Tetra-1,2,4-triazine Substituted New Metallophthalocyanine Dyes

Document Type : Research Article

Authors

Department of Chemistry, Faculty of Science, Arak University, Arak, I.R. IRAN

Abstract

The new metallophthalocyanines bearing 1,2,4-triazine moieties at peripheral positions have been successfully synthesized. They were prepared by cyclotetramerization of corresponding phthalonitriles with anhydrous metal salts [Zn(CH3COO)2, NiCl2 and CuCl2] in the presence of a catalytic amount of DBU in 2-(dimethylamino)ethanol under reflux conditions. These complexes have been characterized by UV-vis, FT-IR, 1H NMR, MALDI-TOF mass spectroscopic, and thermogravimetric analysis. The aggregation behavior of complexes was investigated at different solvents (DMSO, DMF, CHCl3, THF). Phthalocyanine I (tetrakis-[4-(5,6-diphenyl-1,2,4-triazin-3-yl)phenoxy]-phthalocyaninato zinc (II)) shows monomeric behavior in solution. On the other hand, temperature effect on Q band absorbance of I in DMF (c= 5× 10-5 M) at 25, 50, and 80 °C was investigated.

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