The synthesis and structural characterization of new metallo phthalocyanines with 1,2,4-triazole fragments

Abstract

Novel Zn(II), Ni(II), Co(II) and Cu(II) phthaloyanine complexes that have [1,2,4]-triazole and Schiff's base moieties on peripheral positions have been synthesized. Key material, substituted phthalonitrile, was obtained in four-step reaction. Firstly hydrazone derivative has been obtained, then [1,2,4]-triazole moiety has been created, Schiff base fragment has been constituted and then phthalonitrile fragment has been added to the structure. The novel phthalocyanines are soluble in many organic solvents. The photophysical, photochemical and fluorescence quenching properties of zinc phthalocyanine derivative (10) have been studied in dimethylsulfoxide (DMSO) solution. These properties of the other metallophthalocyanine complexes (11, 12 and 13) have not been appreciated because zinc phthalocyanine is the best compound for photocatalytic applications due to the d(10) configuration of the Zn2+ ion in the phthalocyanine cavity. (C) 2014 Elsevier B. V. All rights reserved.