Person: SALAN, ÜMİT
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SALAN
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ÜMİT
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Publication Metadata only 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, MustafaNovel 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 Metadata only 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, MustafaA 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.