The synthesis and characterization of new organosoluble long chain-substituted metal-free and metallophthalocyanines by microwave irradiation

Abstract

The long chain-substitued phthalonitrile (3) was synthesized by nucleophilic displacement of nitro group in 4-nitrophthalonitrile with N,N-bis[2-(2-hyroxyethoxy)ethyl]-4-methylbenzenesulfonamide (1). The novel metal-free phthalocyanine (4) and metallophtalocyanines (5–8) have been synthesized by cyclotetramerization reaction of phthalonitrile derivative (3). Long chain-substituted Pcs showed the enhanced solubility in organic solvents. The new compounds were characterized by a combination of IR, 1H NMR, 13C NMR, UV–Vis, elemental analysis and MS spectral data.