Synthesis and characterization of coumarindioxy substituted phthalocyanines

A new mono substituted phthalonitrile derivative 6,7-bisphenoxyphthalonitrile-3-(3- methylphenyl)coumarin was prepared by a nucleophilic reaction of 4-nitrophthalonitrile with 6,7-dihydroxy-3-(3-methylphenyl)coumarin in dry DMF in the presence of K2CO3. The metallophthalocyanines (7, 8, 9, 10) were prepared by the reaction of a dinitrile derivative (6) material [Co(Ac)2.4H2O, Cu(Ac)2.H2O, Zn(Ac)2.2H2O, Ni(Ac)2.4H2O] by reacting with salts in the medium was obtained DMF. Further, metal-free phthalocyanine (11) was obtained in an argon atmosphere by addition of the substance (6), DBU catalyst. The structures of the newly synthesized compounds have been confirmed and characterized by FT-IR, UV/VIS, 1H-NMR and MALDI-TOF mass spectrometry.