Synthesis, characterization and electrochemistry of 1-phenoxypropan-2-yloxy substituted phthalocyanines

被引:7
作者
Akyuz, Duygu [1 ]
Demirbas, Umit [2 ]
Akcay, Hakki Turker [3 ]
机构
[1] Gebze Tech Univ, Fac Sci, Dept Chem, Kocaeli, Turkey
[2] Karadeniz Tech Univ, Fac Sci, Dept Chem, Trabzon, Turkey
[3] Recep Tayyip Erdogan Univ, Fac Arts & Sci, Dept Chem, Rize, Turkey
关键词
Phthalonitrile; Phthalocyanine; Electrochemistry; Spectroelectrochemistry; Electrocolorimetry; SPECTROELECTROCHEMICAL PROPERTIES; METAL-FREE; PHOTOCHEMICAL PROPERTIES; COBALT; METALLOPHTHALOCYANINES; ZINC(II); BEARING; COPPER(II); COMPLEXES; ZN(II);
D O I
10.1016/j.jorganchem.2020.121455
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
4-(1-phenoxypropan-2-yloxy)phthalonitrile (3) and peripherally tetra 1-phenoxypropan-2-yloxy substituted zinc(II) (4), cobalt(II) (5) and copper(II) (6) phthalocyanine were prepared. Structural characterization of novel complexes was performed by spectrophotometric measurements. The determination of the redox active or redox inactive metal center effect on the electrochemistry, in-situ spectroelectrochemisty and electrocolorimetry of compounds were performed in dimethylformamide. The redox properties and mechanisms were examined by electrochemical measurements. The peripherally tetra substituted cobalt(II) phthalocyanine (5) showed both metal and ligand-based redox processes, while zinc(II) (4) and cobalt(II) phthalocyanines only displayed ligand-based redox processes. These results were confirmed by electrochemical and in-situ spectroelectrochemical measurements. Moreover, the semiconducting nature of the compounds were illuminated via electrochemical measurements. (C) 2020 Elsevier B.V. All rights reserved.
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页数:8
相关论文
共 42 条
[1]   Synthesis, electrochemistry and electrocatalytic activity of cobalt phthalocyanine complexes - Effects of substituents for oxygen reduction reaction [J].
Acar, Elif Turker ;
Tabakoglu, Tuba Akkizlar ;
Atilla, Devrim ;
Yuksel, Fatma ;
Atun, Gulten .
POLYHEDRON, 2018, 152 :114-124
[2]   Synthesis and electrochemical characterisation of benzylmercapto and dodecylmercapto tetra substituted cobalt, iron, and zinc phthalocyanines complexes [J].
Agboola, Bolade ;
Ozoemena, Kenneth I. ;
Nyokong, Tebello .
ELECTROCHIMICA ACTA, 2006, 51 (21) :4379-4387
[3]   Syntheses and investigation of the effects of position and nature of substituent on the spectral, electrochemical and spectroelectrochemical properties of new cobalt phthalocyanine complexes [J].
Akinbulu, Isaac Adebayo ;
Nyokong, Tebello .
POLYHEDRON, 2010, 29 (04) :1257-1270
[4]  
Akyuz D., 2020, ELECTROANAL, V32, P1
[5]   Synthesis, spectroscopy, electrochemistry and in situ spectroelectrochemistry of partly halogenated coumarin phthalonitrile and corresponding metal-free, cobalt and zinc phthalocyanines [J].
Alemdar, Aydin ;
Ozkaya, Ali Rlza ;
Bulut, Mustafa .
POLYHEDRON, 2009, 28 (17) :3788-3796
[6]   Electrochemical, spectroelectrochemical and electrocatalytic properties of newly synthesized phthalocyanine compounds with 1,1′-thiobis(2-naphthol) groups [J].
Arucu, Seving ;
Saglam, Meltem Betul ;
Ozkaya, Ali Riza .
JOURNAL OF MOLECULAR STRUCTURE, 2019, 1198
[7]   Electrochromism of copper phthalocyanine thin films [J].
Bakkush, M ;
Salleh, MM ;
Yahaya, M ;
AbuTalib, I .
SOLID STATE IONICS, 1996, 86-8 :983-985
[8]   Water soluble axially morpholine disubstituted silicon phthalocyanines: Synthesis, characterisation, DNA/BSA binding, DNA photocleavage properties [J].
Barut, Burak ;
Demirbas, Umit ;
Senocak, Ahmet ;
Ozel, Arzu ;
Kantekin, Halit .
SYNTHETIC METALS, 2017, 229 :22-32
[9]   Peripherally and non-peripherally electropolymerizable (2-{2-[4-(1H-pyrrol-1-yl)phenoxy]ethoxy}ethoxy) group substituted cobalt(II), manganese(III) phthalocyanines: Synthesis and electrochemistry [J].
Biyiklioglu, Zekeriya ;
Sofuoglu, Aysenur .
JOURNAL OF MOLECULAR STRUCTURE, 2020, 1212
[10]   Phthalocyanines and related compounds: organic targets for nonlinear optical applications [J].
de la Torre, G ;
Vazquez, P ;
Agullo-Lopez, F ;
Torres, T .
JOURNAL OF MATERIALS CHEMISTRY, 1998, 8 (08) :1671-1683