Synthesis of 4-Aminophenoxy Substituted Nickel Phthalocyanine Complex and Investigation of Electrochemical and Thermal Properties

Abstract

Phthalocyanines, also known as Pc's, are a versatile class of organic compounds that have gained significant attention in various fields including chemistry, materials science, and biology. These macrocyclic compounds are derived from the parent structure of phthalocyanine, which consists of four isoindole units linked by nitrogen atoms to form a ring structure. Phthalocyanines possess unique properties such as high thermal and chemical stability, strong absorption in the visible and near-infrared regions, and good electron-accepting capabilities, making them attractive candidates for a wide range of applications.

In this thesis work, new phthalocyanines metal complexes with p-aminophenol substituted to peripheral position of phthalocyanine ring synthesized. In the first step, reaction of 4-nitrophthalonitrile and p-aminophenol to form 4-(4-aminophenoxy) compound performed. Then the reaction of Nickel(II)acetate salts with 4-(4-aminophenoxy)phthalonitrile in DMF afforded the 4-(4-aminophenoxy)phthalonitrile substituted new nickel phthalocyanine complex. The structures of the synthesized compounds elucidated by melting point, FT-IR, proton and carbon 13 NMR and UV-Visible spectroscopic methods. Additionally, the electrochemical properties investigated by Cyclic and Differential Pulse voltammetry and thermal properties studied by Thermogravimetric Analysis and Differential Thermal Analysis.