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SALAN, ÜMİT

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SALAN

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ÜMİT

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Now showing 1 - 3 of 3
  • Publication
    Synthesis, characterization, and electrochemical and in-situ spectroelectrochemical properties of novel peripherally and non-peripherally 7-oxy-3-(3,4-dimethoxyphenyl) coumarin substituted phthalocyanines
    (ELSEVIER SCI LTD, 2019) ÖZKAYA, ALİ RIZA; Feridun, Seda Gureli; Orman, Efe Baturhan; Salan, Umit; Ozkaya, Ali Riza; Bulut, Mustafa
    Novel metal-free (4 and 9), Zn(II) (5 and 10) and Co(II) (6 and 11) phthalocyanines (Pcs) bearing four 7-oxy-3(3,4-dimethoxyphenyl)coumarin (1) substituents at peripheral (13) and non-peripheral (a) positions have been prepared by cyclotetramerization reactions of 4-(3-(3,4-dimethoxyphenyl)coumarin-7-oxy)phthalonitrile (3) or 3-(3-(3,4-dimethoxy-phenyl)coumarin-7-oxy)phthalonitrile (8), respectively, in the presence of relevant metal acetate salts in N,N-dimethylaminoethanol. The compounds have been characterized by elemental analysis, FTIR, UV-Vis and MALDI-TOF mass spectroscopies. Thermal properties of the compounds were evaluated by thermogravimetric analysis and differential scanning calorimetry. Electrochemical redox properties of all compounds were investigated by voltammetric and in-situ spectroelectrochemical measurements in dimethylsulfoxide including tetrabutyl ammonium perchlorate as the supporting electrolyte. The metal-free and Zn(II)Pc compounds displayed Pc ring-based redox processes whereas both Pc ring-based and metal-based electron transfer processes were observed for Co(II)Pc complexes. H-aggregation tendency of peripherally substituted compounds was found to be much higher than that of non-peripherally substituted ones. It was observed that there have been systemmatic redox potential and aggregation behaviour differences between the peripherally and non-peripherally substituted Pc compounds. These differences were attributed to different sterical and conformational effects of these substitution patterns. In-situ spectroelectrochemical and in-situ electrocolorimetric measurements suggested that peripherally substituted Co(II)Pc is a multi-coloured chromophore material displaying distinct spectral and colour changes during the first reduction and oxidation processes, and thus, being suitable for electrochromic applications.
  • Publication
    Synthesis, characterization and electrochemical properties of tetra 7-oxy-3-biphenylcoumarin substituted metal-free, zinc(II), cobalt(II) and indium(III) phthalocyanines
    (ELSEVIER SCI LTD, 2016) ÖZKAYA, ALİ RIZA; Gok, Asiye; Orman, Efe Baturhan; Salan, Umit; Ozkaya, Ali Riza; Bulut, Mustafa
    A novel coumarin, 7-hydroxy-3-biphenylcoumarin 1, was prepared by Perkin reaction of 4-biphenylacetic acid with 2,4-dihydroxybenzaldehyde in the presence of NaOAc/Ac2O. In addition, two respective phthalonitril derivatives, 7-(2,3-dicyanophenoxy)-3-biphenylcoumarin 2/7-(3,4-dicyanophenoxy)-3-biphenylcoumarin 3, were synthesized by nucleophilic aromatic substitution reactions of 3-nitro/4-nitrophthalonitrile with 7-hydroxy-3-biphenylcoumarin 1. The synthesis of corresponding novel zinc(II) phthalocyanines (Pcs) 4 and 8, cobalt(II) Pcs 5 and 9, indium(III)(Cl) Pcs 6 and 10, and metal-free Pcs 7 and 11, carrying 7-oxy-3-biphenylcoumarins in the non-periphery/periphery was performed by cyclotetramerization of compounds 2 or 3. The novel chromogenic coumarin 1, phthalonitriles (2 and 3) and Pcs (4-11) were characterized by elemental and spectroscopic analysis, including H-1 NMR, FT-IR, UV-vis spectral and MALDI-TOF mass data. The redox properties of these compounds were also investigated by voltammetry and in situ spectroelectrochemistry on Pt in dimethylsulfoxide/tetrabutylammonium perchlorate. Furthermore, the electrocatalytic performances of the compounds for the oxygen reduction reaction were also studied. (C) 2016 Elsevier Ltd. All rights reserved.
  • Publication
    Photovoltaic and electrocatalytic properties of novel ball-type phthalocyanines bridged with four dicumarol
    (ROYAL SOC CHEMISTRY, 2012) ÖZKAYA, ALİ RIZA; Salan, Umit; Altindal, Ahmet; Ozkaya, Ali Riza; Salih, Bekir; Bekaroglu, Ozer
    The new ball-type metallo bisphthalocyanines (Co2Pc2 and Zn2Pc2) were synthesized from the corresponding [4,4'-bis(dicoumaroylphthalonitrile)] which can be obtained from the reaction of 3,3'-methylenebis(4-hydroxy-2H-chromen-2-one) and 4-nitrophthalonitrile. The structures of the newly synthesized compounds have been confirmed and characterized by elemental analysis, UV/Vis, IR and H-1 NMR spectroscopies and MALDI-TOF mass spectrometry. Solar cells of the configuration ITO/Co2Pc2/C60/Al and ITO/Zn2Pc2/C60/Al were fabricated. The effect of the thickness of the active Pc layer - the thickness of the Pc layer was varied from 15 to 80 nm - on solar cells parameters has been investigated. A nearly thickness independent open circuit voltage was observed in both structures. The maximum photovoltaic conversion efficiency, short circuit current and fill factor were observed in ITO/Zn2Pc2/C60/Al cell with 80 nm Pc layer to be 0.255%, 1 mA cm(-2) and 0.38, respectively. The redox properties of the ball-type complexes were investigated by cyclic voltammetry, controlled-potential coulometry and in situ spectroelectrochemistry in DMSO-TBAP. The electrochemical measurements showed that the complexes form ring-based and/or metal-based mixed-valence species, due to the remarkable intramolecular interactions between the two metal phthalocyanine units. The Vulcan XC-72 (VC)/Nafion(Nf)/Co2Pc2 modified glassy carbon electrode showed much higher catalytic performance towards oxygen reduction, compared to the VC/Nf/Zn2Pc2 modified one. It was found that the VC/Nf/Co2Pc2 catalyst is nearly insensitive to the presence of methanol. In the presence of 1 M methanol in the electrolyte, the catalytic performance of the Co2Pc2-based catalyst in oxygen reduction was much better than that of the Pt-based one. Thus, it was shown that the VC/Nf/Co2Pc2 catalyst can be a good alternative to VC/Nf/Pt as a cathode catalyst in direct methanol fuel cells.