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
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
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