Synthesis, electrochemical and in-situ spectroelectrochemical properties of 1,2,4 triazole containing metallo-phthalocyanines

Akyüz, Duygu; Demirbaş, Ümit; Koca, Atıf; Akçay, Hakkı Türker; Menteşe, Emre; Kanteki̇n, Hali̇t

doi:10.1007/s10847-020-01033-7

Cited by 3 publications

(2 citation statements)

References 42 publications

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“…During the reductionreaction, CuPc gives three reduction couple atÀ 0.77 V,À 1.08 V andÀ 1.81 V, respectively. The Cu 2 + metal center of CuPc complex is redox inactive [39,[43][44][45][46] and it gives reduction couples stem fromPc-based electrochemical behaviors. During the first reduction, CuPc indicated two quasi reversible one-electron reductions atÀ 0.77 V andÀ 1.08 V which reduction couples can be attributed to…”

Section: Electrochemical Studiesmentioning

confidence: 99%

Metallo‐phthalocyanines Containing 1,3,4‐oxadiazole Substituents: Synthesis, Characterization, Electrochemical and Spectroelectrochemical Properties

Akyüz¹,

Demirbaş²,

Bekircan³

2023

ChemistrySelect

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The 4‐[5‐(undecylthio)‐1,3,4‐oxadiazol‐2‐yl)phenol (3)and 4‐(4‐(5‐(undecylthio)‐1,3,4‐oxadiazol‐2‐yl)phenoxy)phthalonitrile (5)were prepared viasubstitution reactions. Metallo‐phthalocyanines (6–9) were obtained by the cyclotetramerization of the phthalonitrile (5). The structures of novel compounds were verified using IR, 1H‐NMR, mass, UV‐Vis methods. Electrochemical characterization of synthesized MPcs (6–9)was carried out by the CV and SWV techniques in DCM/TBAP electrolyte. While MnClPc and CoPc complexes exhibited metal‐based and ring‐based reduction redox couples, CuPc and NiPc gave two ring‐based reduction redox couples. Spectroelectrochemical measurements were performed to observe the color transition during the reduction and oxidation reactions. Thus, the potentials of using the complexes as electrochromic materials were investigated. The CoPc gave the Q band at 667 nm with a shoulder at 663 nm. When the potential was applied to the cell, the intensity of Q band decreased with a shift in wavelength (from 667 nm to 663 nm). In addition, the natural turquoise color (x=0.2720, y=0.3366) of CoPc turned to greenish blue color (x=0.3080, y=0.3461). During the oxidation reactions, CuPc and NiPc gave ring‐based oxidation species. The intensity of Q bands decreased without shift. As a result of the in‐situ spectroelectrochemical measurements, it was observed that CuPc and NiPc, have sharper color transitions and have the potential to be used as electrochromic materials.

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Section: Electrochemical Studiesmentioning

confidence: 99%

Metallo‐phthalocyanines Containing 1,3,4‐oxadiazole Substituents: Synthesis, Characterization, Electrochemical and Spectroelectrochemical Properties

Akyüz¹,

Demirbaş²,

Bekircan³

2023

ChemistrySelect

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“…Many attempts have therefore been realized to either further developing of new triazole classes [33][34][35] or integrating them with other potential materials for forming novel composites so far. 30,36,37 Interestingly, covalent anchoring of 1,2,4-triazole derivatives onto solid surfaces is assigned as a promising strategy to create novel functional materials due to its two-fold effect, namely (i) full utilization of unique properties of triazoles and (ii) maximized durability of fabricated materials resulted from their robust interaction via covalent linkers. Nevertheless, there a few studies focusing on this approach have been reported so far.…”

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confidence: 99%

Engineering the Surface Chemistry of Graphite and Graphene by Covalently Anchored Triazole Derivative

Trung Huynh,

Nguyen,

Phan

2023

J. Electrochem. Soc.

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Robust engineering of the surface properties of layered materials is one of the essential strategies for permanently improving their overall physicochemical behaviors towards high-end technology applications. In this regard, covalent functionalization of graphitic surfaces including graphene was performed upon electrografting of 4-(1H-1,2,4-triazol-1-ylmethyl) diazonium (4-TYD). The efficiency of this approach was determined by a state-of-the-art toolbox including cyclic voltammetry, atomic force microscopy, scanning tunneling microscopy, X-ray photoelectron spectroscopy, Kelvin probe force microscopy, and Raman spectroscopy. The degree of the covalent functionalization is dependent on the molecular concentration of 4-TYD, in which the full monolayer is obtained upon electrografting with a 1 mM 4-TYD containing solution. The electrografted layer could be removed by thermal annealing leaving the pristine graphitic surfaces behind. This finding provides an efficient approach for robustly anchoring bioactive compounds onto graphene and other 2D materials in a controlled manner towards high-end technology applications.

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Sensor performances of novel piperidine substituted cobalt(II) and copper(II) phthalocyanines for detection of dopamine, ascorbic acid and uric acid

Akyüz

Demirbaş²

2022

Journal of Organometallic Chemistry

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Synthesis, electrochemical and in-situ spectroelectrochemical properties of 1,2,4 triazole containing metallo-phthalocyanines

Cited by 3 publications

References 42 publications

Metallo‐phthalocyanines Containing 1,3,4‐oxadiazole Substituents: Synthesis, Characterization, Electrochemical and Spectroelectrochemical Properties

Metallo‐phthalocyanines Containing 1,3,4‐oxadiazole Substituents: Synthesis, Characterization, Electrochemical and Spectroelectrochemical Properties

Engineering the Surface Chemistry of Graphite and Graphene by Covalently Anchored Triazole Derivative

Sensor performances of novel piperidine substituted cobalt(II) and copper(II) phthalocyanines for detection of dopamine, ascorbic acid and uric acid

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