Novel Phthalocyanines Containing Substituted Salicyclic Hydrazone-1,3 Moieties: Microwave-Assisted Synthesis, Spectroscopic Characterization, X-Ray Structure and Thermal Characterization

Abstract

Novel, metal-free and metallo(Cu, Co, Ni, Zn, Pb and Mn)phthalocyanine compounds were synthesized by exposure to microwave irradiation and the products purified. The newly prepared compounds were characterized using elemental analyses, IR, 1H/13C NMR, 1H-1H COSY measurements, MS, UV-vis spectroscopy and DTA/TG analysis. The electronic spectra exhibited an intense π → π* transition with characteristic Q and B bands of the phthalocyanine core, as expected. All decomposition products obtained from DTA/TG analysis were identified; it was found that the thermal stability of each phthalocyanine compound followed the order: MnPc < Metal-free < ZnPc < PbPc < CuPc < CoPc < NiPc. © 2009 Elsevier Ltd. All rights reserved.