Synthesis and electrochemical properties of copper(II), manganese(III) phthalocyanines bearing chalcone groups at peripheral or nonperipheral positions

In this study, new chalcone compound 1, new phthalonitrile derivatives 2 and 3, new copper(II), manganese(III) phthalocyanines bearing chalcone groups at peripheral or nonperipheral positions were synthesized. Electrochemistry of tetra-(4- {(2E)-3-[2-fluoro-4-(trifluoromethyl)phenyl]prop-2-enoyl}phenoxy) substituted Co(II)Pc and Mn(III)Pcs were studied with cyclic voltammetry (CV) to determine the redox properties of the phthalocyanines. According to the results, while the CuPcs 2a and 3a showed two Pc based reduction reactions and one Pc based oxidation reaction, MnPcs 2b and 3b gave two metal-based reduction reactions. All the redox processes are shifted toward positive potentials as a result of the increased electron-withdrawing ability of the trifluoromethyl substituents. | Turkish Journal of Chemistry Turk J Chem 2020 44 1549-1555 http chem TÜBİTAK Research Article doi kim-2006-21 Synthesis and electrochemical properties of copper II manganese III phthalocyanines bearing chalcone groups at peripheral or nonperipheral positions Hüseyin BAŞ Nuran KAHRİMAN Zekeriya BIYIKLIOĞLU Department of Chemistry Karadeniz Technical University Trabzon Turkey Received Accepted Published Online Final Version Abstract In this study new chalcone compound 1 new phthalonitrile derivatives 2 and 3 new copper II manganese III phthalocyanines bearing chalcone groups at peripheral or nonperipheral positions were synthesized. Electrochemistry of tetra- 4- 2E -3- 2-fluoro-4- trifluoromethyl phenyl prop-2-enoyl phenoxy substituted Co II Pc and Mn III Pcs were studied with cyclic voltammetry CV to determine the redox properties of the phthalocyanines. According to the results while the CuPcs 2a and 3a showed two Pc based reduction reactions and one Pc based oxidation reaction MnPcs 2b and 3b gave two metal-based reduction reactions. All the redox processes are shifted toward positive potentials as a result of the increased electron-withdrawing ability of the trifluoromethyl substituents. Key words Synthesis peripheral nonperipheral copper manganese voltammetry 1. Introduction Since pthalocyanines Pcs have chemical thermal stability and an 18 p electron system they have been very important derivatives for researchers 1 . In addition to their usage as paint phthalocyanines are preferred as functional materials in different technologies such as electrochemical sensors 2 3 solar cells 4 5 gas sensors 6 7 nonlinear optics 8 semiconductors 9 10 liquid crystals 11 12 photovoltaics 13 catalysts 14 electrochromics 15 16 and photosensitizers in photodynamic therapy PDT 17 19 . Electrochemical properties of phthalocyanines depend on several factors such as the type of the central metal ions substituents and .

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