Substituent effects to the electrochromic behaviors of electropolymerized metallophthalocyanine thin films

Kobak, Rabia Zeynep Uslu; Akyüz, Duygu

doi:10.1007/s10008-016-3120-z

Cited by 15 publications

(5 citation statements)

References 51 publications

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“…MPcs having tetrakis [4-(4-methoxyphenyl)-2-thiazole-2-thio] substituents were electropolymerized on the working electrode in DCM/TBAP electrolyte. Repetitive cyclic voltammetry is reported in the literature as a potential electropolymerization technique, which is adopted by us [50][51][52]. We observed that all compounds were electropolymerized on the working electrode with similar repetitive CV scans.…”

Section: Electrode Modification and Oxygen Evolution Reactionmentioning

confidence: 65%

Synthesis, electrochemistry, and electrocatalytic activity of thiazole-substituted phthalocyanine complexes

Demir

Yenilmez

Koca

et al. 2022

J Solid State Electrochem

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We report the synthesis of non-peripheral metallophthalocyanines which carry four 4-(4-methoxyphenyl)-2-thiazole-2-thio units. 1 H-NMR, FT-IR, UV-Vis, and MS data were acquired to characterize the synthesized compounds. Voltammetric and in situ spectroelectrochemical measurements shed light on the redox properties of the metallophthalocyanines (MPcs) in order to show the influence of the metal cations and thiazole-bearing substituents. In solution, the redox processes had an influence to the electrochromic responses, which were examined with in situ spectrocolorimetry. Phthalocyanines having cobalt (II), manganese (III), iron (III), and zinc (II) at the center yielded characteristic redox couples which are metal-and/ or Pc-based and which are harmonious with the common redox properties of these types of compounds. In situ spectroelectrochemistry provided the information that MPc species underwent distinct color changes during electron transfer reactions. Electropolymerization of all complexes was performed on glassy carbon electrode, and the electropolymerized film of FePc was evaluated as an active electrocatalyst, in the alkaline medium, for oxygen evolution reaction (OER).

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Section: Electrode Modification and Oxygen Evolution Reactionmentioning

confidence: 65%

Synthesis, electrochemistry, and electrocatalytic activity of thiazole-substituted phthalocyanine complexes

Demir

Yenilmez

Koca

et al. 2022

J Solid State Electrochem

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“…The diversity in the uses of Pcs is highly dependent on their solubility. Various substituents can be added to the peripheral, non‐peripheral or axial positions of the Pc ring to make it soluble [22–26] . For example, Pcs with high solubility in water become bioactive substances and benefit from a wide variety of biological properties.…”

Section: Introductionmentioning

confidence: 99%

“…Various substituents can be added to the peripheral, non-peripheral or axial positions of the Pc ring to make it soluble. [22][23][24][25][26] For example, Pcs with high solubility in water become bioactive substances and benefit from a wide variety of biological properties. In recent years, our group has focused on the synthesis and biological applications of water-soluble phthalocyanines.…”

Section: Introductionmentioning

confidence: 99%

Investigation of Biological Activities of Tetra‐substituted Phthalocyanines Bearing Tetraethyleneglycol Monomethyl Ether Chains at Peripheral and Non‐peripheral Positions

et al. 2023

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This study describes the synthesis and characterization of peripherally and non‐peripherally substituted copper(II) and cobalt(II) phthalocyanines bearing tetraethyleneglycol monomethyl ether chains. In addition, the metal‐free and zinc(II) phthalocyanine derivatives were prepared according to the referred procedure. All newly synthesized phthalocyanines were characterized using some spectroscopic techniques such as elemental analysis and fourier transform infrared, ultraviolet‐visible, and mass spectroscopies. The effects of solvent type and concentration on aggregation properties of phthalocyanines were studied, as well. The biological activities of a series of these peripherally and non‐peripherally tetra‐substituted phthalocyanines were investigated. The effects of the central metal ion and the position of the substituent on biological activities of phthalocyanines were also compared. When the antioxidant activities of the synthesized molecules were evaluated by the 2,2‐diphenyl‐1‐picrylhydrazyl method, 1,8/11,15/18,22/25‐tetrakis[2‐(2‐(2‐(2‐methoxyethoxy)ethoxy)ethoxy)ethoxy]phthalocyaninatocobalt(II) (63.17±0.012 %) showed the highest activity. The highest reducing power activity was obtained with the 2,9/10,16/17,23/24‐tetrakis[2‐(2‐(2‐(2‐methoxyethoxy)ethoxy)ethoxy)ethoxy]phthalocyaninatozinc(II) molecule. In the antibacterial activity studies using the disc diffusion method, 2,9/10,16/17,23/24‐tetrakis[2‐(2‐(2‐(2‐methoxyethoxy) ethoxy)ethoxy)ethoxy]phthalocyaninatocopper(II) exhibited the highest inhibition activity on both gram negative (18±0.23 mm) and gram positive (23±0.07 mm) strains. On the other hand, 2,9/10,16/17,23/24‐tetrakis[2‐(2‐(2‐(2‐methoxyethoxy)ethoxy) ethoxy)ethoxy]phthalocyaninatozinc(II) and 1,8/11,15/18,22/25‐tetrakis[2‐(2‐(2‐(2‐methoxyethoxy)ethoxy)ethoxy)ethoxy]phthalo‐cyaninatozinc(II) compounds presented hemolytic activity against sheep blood in the hemolytic activity studies. The results confirmed that the synthesized molecules demonstrated average antioxidant activity compared to standard antioxidants. 2,9/10,16/17,23/24‐Tetrakis[2‐(2‐(2‐(2‐methoxyethoxy)ethoxy)ethoxy)ethoxy]phthalo‐cyaninatocopper(II), 2,9/10,16/17,23/24‐tetrakis[2‐(2‐(2‐(2‐methoxy ethoxy)ethoxy)ethoxy)ethoxy]phthalocyaninatozinc(II) and 1,8/11, 15/18,22/25‐tetrakis[2‐(2‐(2‐(2‐methoxyethoxy)ethoxy)ethoxy) ethoxy]phthalocyaninatozinc(II) complexes could remarkably inhibit S. aureus and CuPc‐1 complex E. coli growth.

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“…Phthalocyanines and their derivatives have been used in many applications such as chemical and biosensor [3], solar cell, [4,5], catalyst [6], nonlinear optic [7], liquid crystal [8], catalyst [9,10], photosensitizers in photodynamic therapy (PDT) [11,12], because they have intense blue-green colour owing to the electronic delocalization of their 18π electrons. On the other hand, electrochemical characterization of phthalocyanines is important for the electrocatalyst [13], electrosensing [14], electropolymerization [15,16], electrochromic fields [17].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and effect of substituent position, metal type on the electrochemical properties of (3-morpholin-4-ylpropoxy) groups substituted cobalt, manganese phthalocyanines

Bıyıklıoğlu¹,

Baş²

2020

Turk J Chem

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In this work, 4-(3-morpholin-4-ylpropoxy)phthalonitrile 2, 3-(3-morpholin-4-ylpropoxy)phthalonitrile 3, Co(II)Pc and Mn(III)Pcs containing (3-morpholin-4-ylpropoxy) groups at peripheral and nonperipheral positions were synthesized. Phthalonitrile derivatives (2 and 3), Co(II)Pc and Mn(III)Pcs (2a, 2b, 3a, 3b) were characterized by using FT-IR, NMR (only for 2 and 3), mass and UV–Vis (except 2 and 3) spectral data techniques. Also, electrochemistry of (3-morpholin-4-ylpropoxy) group substituted Co(II)Pc and Mn(III)Pcs were inspected by using cyclic voltammetry. Electrochemical studies show that (3-morpholin-4-ylpropoxy) group substituted Co(II)Pc and Mn(III)Pcs electropolymerized on the Pt working electrode.

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Substituent effects to the electrochromic behaviors of electropolymerized metallophthalocyanine thin films

Cited by 15 publications

References 51 publications

Synthesis, electrochemistry, and electrocatalytic activity of thiazole-substituted phthalocyanine complexes

Synthesis, electrochemistry, and electrocatalytic activity of thiazole-substituted phthalocyanine complexes

Investigation of Biological Activities of Tetra‐substituted Phthalocyanines Bearing Tetraethyleneglycol Monomethyl Ether Chains at Peripheral and Non‐peripheral Positions

Synthesis and effect of substituent position, metal type on the electrochemical properties of (3-morpholin-4-ylpropoxy) groups substituted cobalt, manganese phthalocyanines

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