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-{(2 E )-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.

Highlights

  • 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) [17,18,19]

  • In literature it is shown that the introduction of chalcone groups into the peripheral/nonperipheral positions of phthalocyanines increases the electrochemical properties of phthalocyanines [24,25,26,27,28]

  • We wondered how the presence of phthalocyanines in the peripheral or nonperipheral positions of the chalcone group affects the electrochemical properties of phthalocyanine compounds

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Summary

Introduction

Since pthalocyanines (Pcs) have chemical, thermal stability and an 18 p electron system, they have been very important derivatives for researchers [1]. In literature it is shown that the introduction of chalcone groups into the peripheral/nonperipheral positions of phthalocyanines increases the electrochemical properties of phthalocyanines [24,25,26,27,28]. We synthesized copper(II), manganese(III) phthalocyanines bearing (4-{(2E)-3-[2-fluoro-4-(trifluoromethyl)phenyl]prop-2enoyl}phenoxy) groups at peripheral or nonperipheral positions and investigated their electrochemical properties.

Results
Conclusion
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