Microwave assisted synthesis of furan/triazole substituted cobalt(ii) phthalocyanine and investigation of electrochromic properties

Abstract

In this study, tetra 4-(4-fluorophenyl)-5-(furan-2-yl)-4H-1,2,4-triazole-3-thio substituted Co(II) phthalocyanine was synthesized from novel, 4-((4-(4-fluorophenyl)-5-(furan-2-yl)-4H-1,2,4-triazol-3-yl)thio)phthalonitrile, compound by microwave irradiation. The novel compounds were characterized by FT-IR, 1H NMR, 13C NMR, mass spectrometric and elemental analysis methods. The electrochemical and in-situ spectroelectrochemical properties of CoPc are determined. During the reduction process, one quasi reversible metal-based and one reversible phthalocyanine-based redox couple were observed. 4-(4-fluorophenyl)-5-(furan-2-yl)-4H-1,2,4-triazole-3-thio- substituent included CoPc electropolymerized on indium tin oxide (ITO) glass electrode. Electrochromic performance of Poly(CoPc) film was recorded with in-situ spectroelectrochemical measurements. The effect on optical contrast thickness of film, solvent and supporting electrolyte was investigated. The color of Poly(CoPc) film changed from green to brown color at 1.40 V and optical contrast was recorded as 34 % at 690 nm in DCM/TBAPF6 electrolyte. In addition, coloring/bleaching time was recorded as about 10 s.