Synthesis and characterization of new phthalocyanine derivatives and investigation of their electrochemical properties

Phthalocyanines are macroheterocyclic compounds which comprise four isoindole units linked by nitrogen atoms at the meso position. Phthalocynanines are usually synthesized starting from the appropriate phthalonitriles and their derivatives (for exm. phthalimide, phthalic acid, etc.) or their substitution yield as metal free phthalo-ciyanine and metallophthalocyanines which obtained especially in high temperatures with the presence of a suitable anhydrous metal salt. Phthalocyanines that are completely synthetic materials are used in energy transfer, electrophotography, optic data collection, gas sensor, liquid crystal, lazer technology, one-dimensional metals as well as dyes and pigments. Recently, microwavetechnology in chemical reactions has emerged as an alternative to conventional heating methods due to some advantages such as the possibility of a shorter reaction time andprovidingthe ability toeasily controllablereaction with high-efficiencyyield. Itisnecessary toexaminethe electron transfer behaviour of newly synthesized phthalocyanine complexes in order to study further applications. Electron transfer behaviour of phthalocyanines change according to interaction of conjugated ?-electron system with central metal atom and kind and number of substituent to phthalocyanine. In this study, firstly, a novel phthalonitrile derivative ending alkynyl group was synthesized from propargyl alcohol and 4-nitrophthalonitrile. Metallophthalocyanines were obtained its cyclotetramerization with classical method in the presence of metal salts. Also zinc-phthalocyanine was synthesized using microwave irradiation as alternatively classical method. Moleculer structures of new products have been characterized by FT-IR, UV-Vis, 1H NMR, 13C NMR and MALDI-TOF Mass Spectroscopy methods. At last, electrochemical and spectroelectrochemical properties of these compounds were investigated, comparatively. Keywords: Phthalocyanine, zincphthalocyanine, cobaltphthalocyanine, microwave,electrochemistry