Tetra- and octa-[4-(2-hydroxyethyl)phenoxy bearing novel metal-free and zinc(II) phthalocyanines: Synthesis, characterization and investigation of photophysicochemical properties

被引：18

作者：

Koksoy, Baybars ^{[1
]}

Durmus, Mahmut ^{[2
]}

Bulut, Mustafa ^{[1
]}

机构：

[1] Marmara Univ, Dept Chem, TR-34722 Istanbul, Turkey

[2] Gebze Tech Univ, Dept Chem, TR-41400 Gebze, Kocaeli, Turkey

来源：

JOURNAL OF LUMINESCENCE | 2015年 / 161卷

关键词：

Phthalocyanine; Zinc(II); Metal-free; Photochemical; Photophysical; Singlet oxygen; PHOTOCHEMICAL PROPERTIES; PHOTOSENSITIZERS; SUBSTITUENTS; AGGREGATION; WATER;

D O I：

10.1016/j.jlumin.2014.12.044

中图分类号：

O43 [光学];

学科分类号：

070207 ; 0803 ;

摘要：

In this study, four novel phthalonitriles (1-4) and their corresponding metal-free (5-8) and zinc(II) phthalocyanine derivatives (9-12) bearing 4-(hydroxyethyl)phenoxy groups were synthesized. These novel compounds were characterized by IR, elemental analyses, H-1-NMR, UV-vis, and MALDI-TOF spectral data. Furthermore, photophysical (fluorescence quantum yields and lifetimes) and photochemical properties (singlet oxygen generation and photodegradation quantum yields) of these phthalocyanines were investigated in dimethylsulfoxide. The studied zinc(II) phthalocyanines generated highly singlet oxygen which is very important for the photodynamic therapy (PDT) of cancer. The fluorescence quenching behaviour of the newly synthesized phthalocyanine compounds were also investigated using 1,4-benzoquinone. (C) 2014 Elsevier B.V. All rights reserved.

引用

收藏

页码：95 / 102

页数：8

相关论文

共 50 条

[21] Synthesis, Characterization and Aggregation and Fluorescence Properties of Novel Highly Soluble Zinc Phthalocyanines Bearing Tetrakis-4-(3-(Piperidin-1-yl)phenoxy) with Tetra and Dodecachloro Substituents [J].

Muthukumar, Palanisamy ;

Kim, Hak-Soo ;

Ku, Kyo-Sun ;

Park, Jong Ho ;

Son, Young-A .

FIBERS AND POLYMERS, 2016, 17 (04) :553-559

[22] Water soluble 1,2,3-triazole based metal-free, zinc(II) and indium(III) phthalocyanines: Synthesis, characterization, photochemical and photophysical properties [J].

Ouis, Tayeb ;

Khezami, Khaoula ;

Durmus, Mahmut ;

Saidi-Besbes, Salima .

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2025, 469

[23] Synthesis, electrochemistry of metal-free, copper, titanium phthalocyanines and investigation of catalytic activity of cobalt, iron phthalocyanines on benzyl alcohol oxidation bearing 4-{2-[3-trifluoromethyl)phenoxy]ethoxy} groups [J].

Kamiloglu, Ayse Aktas ;

Acar, Irfan ;

Biyikhoglu, Zekeriya ;

Saka, Ece Tugba ;

Kantekin, Halit .

SYNTHETIC METALS, 2014, 198 :212-220

[24] Synthesis and characterization of novel α- or β-tetra[6,7-dihexyloxy-3-(4-oxyphenyl)coumarin]-substituted metal-free and metallo phthalocyanines [J].

Esenpinar, Aliye Ash ;

Bulut, Mustafa .

POLYHEDRON, 2009, 28 (14) :3129-3137

[25] Synthesis, characterization, photophysical and photochemical properties of peripherally tetra benzodioxane substituted metal-free phthalocyanine and its zinc(II) and magnesium(II) derivatives [J].

Demirbas, Umit ;

Omeroglu, Ipek ;

Akcay, Hakki Turker ;

Durmus, Mahmut ;

Kantekin, Halit .

JOURNAL OF MOLECULAR STRUCTURE, 2021, 1223

[26] New type of metal-free and Zinc(II), In(III), Ga(III) phthalocyanines carrying biologically active substituents: Synthesis and photophysicochemical properties and photodynamic therapy activity [J].

Sen, Pinar ;

Managa, Muthumuni ;

Nyokong, Tebello .

INORGANICA CHIMICA ACTA, 2019, 491 :1-8

[27] Metal-free, zinc(II) and lead(II) phthalocyanines functioning with 3-(2H-benzo[d][1,2,3]triazol-2-yl)-4-hydroxyphenethyl methacrylate groups: Synthesis and investigation of photophysical and photochemical properties [J].

Demirbas, Umit ;

Piskin, Mehmet ;

Barut, Burak ;

Bayrak, Riza ;

Durmus, Mahmut ;

Kantekin, Halit .

SYNTHETIC METALS, 2016, 220 :276-285

[28] Novel phthalocyanines bearing 4-(2-isopropylphenoxy) groups: Synthesis, characterization, electrochemical and in-situ spectroelectrochemical properties [J].

Demirbas, Umit ;

Akyuz, Duygu .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2024, 1017

[29] Synthesis, characterization, and investigation of photochemical properties of tetra-substituted zinc phthalocyanines bearing 4-(3,5-dimethyl-1H-pyrazol-1-yl)phenyl moiety with different linker heteroatoms [J].

Ziminov, Andrey, V ;

Sidunets, Yuri A. ;

Fundamensky, Vladimir S. ;

Gurzhiy, Vladislav V. ;

Ramsh, Stanislav M. .

INORGANICA CHIMICA ACTA, 2020, 501

[30] Synthesis, characterization and electrochemical properties of novel β 7-oxy-4-(4-methoxyphenyl)-8-methylcoumarin substituted metal-free, Zn(II) and Co(II) phthalocyanines [J].

Odabas, Zafer ;

Kara, Hatice ;

Ozkaya, Ali Riza ;

Bulut, Mustafa .

POLYHEDRON, 2012, 39 (01) :38-47

← 1 2 3 4 5 →