Design of Novel Binuclear Phthalocyanines Formed by Dioxyphenyl Bridges: Synthesis and Investigation of Thermal and Antioxidant Properties

Abstract

4, 4'-(1, 4-Phenylenebis(oxy)diphthalonitrile was synthesized by reaction of hydroquinone with 4-nitrophthalonitrile. Binuclear metallophthalocyanines 24 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 mg?L1 with compound II.