A3B Type Unsymmetrical and Amphiphilic Phthalocyanines: Synthesis, Characterization, Thermal Stability and Aggregation Studies

Abstract

This study reports the preparation, analysis, aggregation statuses and thermal properties of five phthalocyanines. The preparation of all molecules includes two steps: the first step is the preparation of phthalocyanine precursor molecules (A and B coded phthalonitriles); the second step is the synthesis of one metal-free and four metalled phthalocyanines (A<inf>3</inf>B-Co, A<inf>3</inf>B-Cu, A<inf>3</inf>B-H, A<inf>3</inf>B-Ni, and A<inf>3</inf>B-Zn coded compounds). Compound A holds a hydrophobic chain (cetyl alcohol); compound B holds a hydrophilic chain (tetraethylene glycol). Phthalocyanines include three hydrophobic chains and one hydrophilic chain (A<inf>3</inf>B type phthalocyanine). Characterization methods which were used to determine the structure of these compounds are Fourier Transform Infrared (FTIR), Proton Nuclear Magnetic Resonance (1H NMR), Carbon-13 Nuclear Magnetic Resonance (13C NMR), and Ultraviolet Visible (UV Vis) spectroscopies and elemental analysis. The phthalocyanines have high stability up to 260 °C as a minimum value. Aggregation statuses of the phthalocyanines change to the metal from the metal or to the solvent from the solvent. © 2019 Elsevier B.V.