Design of novel binuclear phthalocyanines formed by dioxyphenyl bridges: Synthesis and investigation of thermal and antioxidant properties

4,4_-(1,4-Phenylenebis(oxy)diphthalonitrile was synthesized by reaction of hydroquinone with 4-nitrophthalonitrile. Binuclear metallophthalocyanines 2–4 were obtained by the reaction between 4,4_-(1,4-phenylenebis(oxy)diphthalonitrile and 4-(benzo [d] [1,3] dioxol- 5-ylmethoxy)phthalonitrile in the presence of metal salts. These new compounds were characterized by using elemental analysis, FTIR, 1H-NMR and UV/Vis spectroscopic data. Thermal properties of phthalocyanines 2-4 were investigated by TG and DTA. In addition, antioxidant properties of compounds II, 3 and 4 were investigated. Their radical-scavenging capacity and chelating effects was fully studied. The maximum 1,1-diphenyl-2-picrylhydrazyl radicals (DPPH) were obtained from compound 3. Chelating effects on ferrous ions were 91.6 % at concentration of 100 mgL–1 with compound II.