Synthesis of zinc phthalocyanine derivatives with improved photophysicochemical properties in aqueous media

被引：52

作者：

Erdogmus, Ali ^{[1
,2
]}

Nyokong, Tebello ^{[1
]}

机构：

[1] Rhodes Univ, Dept Chem, ZA-6140 Grahamstown, South Africa

[2] Yildiz Tech Univ, Dept Chem, TR-34210 Istanbul, Turkey

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2010年 / 977卷 / 1-3期

基金：

新加坡国家研究基金会;

关键词：

Zinc phthalocyanines; Water soluble; Triplet quantum yield; Fluorescence quantum yield; Singlet oxygen; Photodynamic therapy; SINGLET OXYGEN; METAL-FREE; PHOTOCHEMICAL PROPERTIES; QUANTUM YIELDS; METALLOPHTHALOCYANINES; PHOTOSENSITIZERS; AGGREGATION; COBALT(II); COMPLEXES; BEHAVIOR;

D O I：

10.1016/j.molstruc.2010.04.048

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The synthesis, photophysical and photochemical properties of new peripherally (beta) tetra-substituted thioquinoline Zn(II) (2) and quaternized thioquinoline Zn(II) phthalocyanines (3) and quaternized fluoro functional thiopyridine Zn(II) (5) are described for the first time. These complexes (2,3 and 5) have been synthesized and characterized by elemental analysis, IR, H-1 NMR spectroscopy and electronic spectroscopy. Complexes 2, 4 and 6 have good solubility in organic solvents such as CHCl3, DCM, DMSO. DMF, THF and toluene and are not aggregated in all solvents (except for 2 in DMSO) within a wide concentration range. Complexes 3 and 5 showed very good solubility in water as well as DMSO and DMF. General trends are described for singlet oxygen, photodegradation, fluorescence quantum yields, triplet quantum yields and triplet life times of these complexes in DMSO (2,4 and 6) and water (3 and 5). Complex 3 gave a very large triplet quantum yield in aqueous media (phi(T) = 0.8 in water plus Triton X-100) and a reasonable triplet lifetime of 110 mu s. Photophysical and photochemical properties of the phthalocyanines complexes 2-6 are very useful for PDT. (C) 2010 Elsevier B.V. All rights reserved.

引用

页码：26 / 38

页数：13

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