Synthesis, photophysical and photochemical properties of highly soluble phthalocyanines substituted with four 3,5-dimethylpyrazole-1-methoxy groups

被引:55
作者
Bayrak, Riza [2 ]
Akcay, Hakki Turker [3 ]
Durmus, Mahmut [1 ]
Degirmencioglu, Ismail [2 ]
机构
[1] Gebze Inst Technol, Dept Chem, TR-41400 Gebze, Kocaeli, Turkey
[2] Karadeniz Tech Univ, Fac Sci, Dept Chem, TR-61080 Trabzon, Turkey
[3] Rize Univ, Dept Chem, Fac Arts & Sci, TR-53050 Rize, Turkey
关键词
Phthalocyanine; Pyrazole; Photophysical; Photochemical; Quenching; MICROWAVE-ASSISTED SYNTHESIS; METAL-FREE; STRUCTURAL-CHARACTERIZATION; PYRAZOLE DERIVATIVES; QUANTUM YIELDS; DESIGN; METALLOPHTHALOCYANINES; MOIETIES; SILICON; SINGLET;
D O I
10.1016/j.jorganchem.2011.09.002
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The synthesis and characterization of new peripherally tetra-3,5-dimethylpyrazole-1-methoxy substituted metal-free (4), zinc (5), nickel (6), cobalt (7), copper (8) and lead (9) phthalocyanines are described for the first time in this study. The photophysical (fluorescence quantum yields and fluorescence lifetimes) and photochemical (photodegradation and singlet oxygen quantum yields) properties of metal-free (4), zinc (5) and lead (9) phthalocyanines are studied in dimethylsulfoxide (DMSO). Nickel (6), cobalt (7) and copper (8) phthalocyanines (6-8) did not evaluate for this purpose due to transition metal and paramagnetic behavior of central metals in the phthalocyanine cavity. The fluorescence quenching behavior of metal-free (4), zinc (5) and lead (9) phthalocyanines are also investigated. The fluorescence emissions of these phthalocyanines are effectively quenched by 1,4-benzoquinone in DMSO. (C) 2011 Elsevier B.V. All rights reserved.
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页码:3807 / 3815
页数:9
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