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    Öğe
    Metallo phthalocyanines bearing (2-((2-hydroxyethyl) (p-tolyl)amino)ethoxy) and (2-((2-phenoxyethyl) (p-tolyl)amino)ethoxy)phthalonitrile substituents: Synthesis, characterization, aggregation behavior, antioxidant and antibacterial activity
    (Elsevier Science Sa, 2014) Celebi, Metin; Agirtas, M. Salih; Okumus, Veysi; Ozdemir, Sadin
    The novel phthalonitrile derivatives bearing (2-((2-hydroxyethyl)(p-tolyl)amino)ethoxy) and (2-((2-phenoxyethyl)(p-tolyl)amino)ethoxy)phthalonitrile substituents at peripheral position were prepared by a nucleophilic displacement reaction. Cyclotetramerization of these phthalonitrile derivatives in the presence of corresponding metal salts gave the new metallophthalocyanines. The novel compounds were characterized by using various spectroscopic data. The aggregation investigations carried out in different concentrations indicate that phthalocyanine compounds do not have any aggregation behavior for the concentration range of 10(-4)-10(-6) M in tetrahydrofuran. In vitro three antioxidant test methods, namely diphenylpicrylhydrazyl radical scavenging activity, metal chelating activity and reducing power were used to determine the antioxidant activity of compounds. Compounds were analyzed for their antibacterial activity against some bacteria by using the disk-diffusion method. (C) 2014 Elsevier B.V. All rights reserved.
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    Öğe
    New water soluble phenoxy phenyl diazenyl benzoic acid substituted phthalocyanine derivatives: Synthesis, antioxidant activities, atypical aggregation behavior and electronic properties
    (Elsevier Sci Ltd, 2013) Agirtas, M. Salih; Celebi, Metin; Gumus, Selcuk; Ozdemir, Sadin; Okumus, Veysi
    Novel substituted phthalonitrile derivatives were obtained by the reaction of 2-(4-hydroxyphenylazo) benzoic acid and 4,5-dichloro-1,2-dicyanobenzene, or 4-nitrophthalonitrile. Peripherally phenoxy phenyl diazenyl benzoic acid substituted zinc (II) phthalocyanine complexes, and their sodium salts were synthesized and characterized for the first time. The newly synthesized phthalocyanine complexes show excellent solubility in water. The aggregation investigations carried out in different concentrations indicate that phenoxy phenyl diazenyl benzoic acid-substituted phthalocyanine compounds do not have any aggregation behavior for the concentration range of 7.00 x 10(-5)-4.38 x 10(-6) M in DMF. The antioxidant activities of DMF solution of compounds were analyzed through radical scavenging, and chelating ability to Fe2+ cation. Additionally, new compounds did not show any antibacterial activity against some selected bacteria cultures. Moreover, the ground-state geometries of the complexes were optimized using density functional theory (DFT) methods at B3LYP/6-31G(d,p) level in order to obtain information about the 3D geometries and electronic structure. (C) 2013 Elsevier Ltd. All rights reserved.