Synthesis and Characterization of Zinc Phthalocyanines Containing 2-Hydroxy-6-methoxyisonicotinic Acid Moieties

Abstract

Novel zinc phthalocyanines were synthesized by the reaction of phthalonitriles containing methyl 2-hydroxy-6-methoxyisonicotinate. These compounds were obtained via aromatic nucleophilic substitution reactions. All compounds have been determined by elemental analysis, FT-IR, NMR, MS and electronic absorption. The solubility of phthalocyanines is very low in DMSO and DMF but high in alkaline aqueous solution. The UV-Vis spectra of the Zn(II) phthalocyanines were recorded in different concentration in DMF, DMSO and also in different solvents as DMF, DMSO, water. Peripheral substitute zincphthalocyanines (5 and 7) showed aggregation in water. Nonperipheral substitute zincphthalocyanine (7) showed monomeric behavior in DMSO, DMF and water. Beer’s law was obeyed for zinc phthalocyanines.