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Synthesis, characterization and photophysicochemical properties of peripherally tetra-substituted phthalocyanines bearing carboxylic acid moieties
Journal of Organometallic Chemistry ( IF 2.1 ) Pub Date : 2021-01-15 , DOI: 10.1016/j.jorganchem.2021.121707
Semih Gorduk

In the present study, peripherally tetra-substituted metal-free (H2Pc), Mg(II) (MgPc) and In(III)CI (InPc) phthalocyanine compounds containing carboxylic acid moieties were synthesized and characterized by various spectroscopic techniques. Photophysical, photochemical and aggregation properties of these compounds, which are show good solubility in DMSO, DMF and THF, were investigated. Aggregation behaviors of these phthalocyanines were investigated using DMSO and DMF in different concentrations. The photophysicochemical properties including fluorescence spectra and quantum yield, singlet oxygen generation and photodegradation behavior were researched in DMSO and DMF to clarify the usability of these compounds as a photosensitizers. In addition, the effects of the presence and absence of metal ion on photochemical and photophysical properties of these phthalocyanines are also examined. The metallo phthalocyanines (Mg(II) and In(III)CI) showed high singlet oxygen generation efficiency compared to metal-free phthalocyanine derivative. According to singlet oxygen generation efficiency, we can say that the presence of metal ion on phthalocyanine ring increases singlet oxygen generation. The results show that these compounds may have potential to be used as a photosensitizers in photodynamic therapy (PDT) applications.



中文翻译:

带有羧酸部分的周边四取代酞菁的合成,表征和光物理化学性质

在本研究中,外围无四取代金属(H 2 Pc),Mg(II)(MgPc)和In(III)Cl(InPc)通过各种光谱技术合成并表征了包含羧酸部分的酞菁化合物。研究了这些化合物在DMSO,DMF和THF中的良好溶解性的光物理,光化学和聚集特性。使用不同浓度的DMSO和DMF研究了这些酞菁的聚集行为。在DMSO和DMF中研究了光物理化学性质,包括荧光光谱和量子产率,单线态氧的产生和光降解行为,以阐明这些化合物作为光敏剂的可用性。另外,还研究了金属离子的存在与否对这些酞菁的光化学和光物理性质的影响。与不含金属的酞菁衍生物相比,金属酞菁(Mg(II)和In(III)Cl)显示出高的单线态氧生成效率。根据单线态氧的产生效率,可以说酞菁环上金属离子的存在增加了单线态氧的产生。结果表明,这些化合物可能具有在光动力疗法(PDT)应用中用作光敏剂的潜力。

更新日期:2021-01-24
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