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...

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Published in:Zeitschrift für anorganische und allgemeine Chemie (1950) 2012-09, Vol.638 (11), p.1868-1872
Main Authors: Ağırtaş, M. Salih, Gümüş, İlkay, Okumus, Veysi, Dundar, Abdurrahman
Format: Article
Language:English
Subjects:
Antioxidants
Binuclear complexes
Phthalocyanines
Synthesis
Thermal properties
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Summary: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 mg L–1 with compound II.
ISSN:0044-2313
1521-3749
DOI:10.1002/zaac.201200220