Synthesis, characterization and electrical properties of peripherally tetra-aldazine substituted novel metal free phthalocyanine and its zinc(II) and nickel(II) complexes

The novel phthalonitrile containing azine segment and its corresponding tetra aldazine substituted metal free- and metallo-phthalocyanines (Zn(II) and Ni(II)) were synthesized and characterized by IR, 1H NMR, Mass, UV–Vis spectroscopy and elemental analysis and addition to these techniques for substituted phthalonitrile 13C NMR have been used. In addition, dc and ac electrical properties of the films of these novel phthalocyanines were investigated as a function of temperature (295–523 K) and frequency (40–105 Hz). Activation energy values of the films of the phthalocyanines were calculated from straight portions of the Arrhenius plot (ln σdc–1/T curves) as 0.70 eV, 0.93 eV and 0.91 eV for the films of metal free, nickel- and zinc-phthalocyanines, respectively. From impedance spectroscopy measurements, it is observed that bulk resistance decreases with increasing temperature indicating semiconductor property.

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► The preparation of the aldazine substituted phthalonitrile 3.
► Synthesis and characterization of metal free 4 and metallophthalocyanines 5, 6.
► Dc and ac conductivity studies of the novel phthalocyanines 4–6.