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

IF 4.1 3区化学 Q2 CHEMISTRY, PHYSICAL

Journal of Photochemistry and Photobiology A-chemistry Pub Date : 2025-06-19 DOI:10.1016/j.jphotochem.2025.116575

Tayeb Ouis , Khaoula Khezami , Mahmut Durmuş , Salima Saidi-Besbes

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引用次数: 0

Abstract

A series of novel water-soluble metal-free, zinc(II) and indium(III) (triethylene glycol methyl ether)-1H-1,2,3-triazole substituted phthalocyanines (Pcs) were synthesized and characterized using a range of spectroscopic techniques. The photophysical and photochemical properties, including singlet oxygen generation and photodegradation quantum yields, were determined in order to assess the effect of the substituent and central metal ions on the spectroscopic and photophysicochemical properties of the Pcs. The production of singlet oxygen was found to be dependent on the structure of the phthalocyanine (Pc), the metal ion incorporated within the phthalocyanine cavity, and the solvent. The indium(III) phthalocyanine exhibited the highest singlet oxygen generation capability, with a singlet oxygen quantum yield (Φ_Δ) of 0.87, 0.23 and 0.74 in DMSO, water and water-Triton X-100 mixture, respectively. All the Pcs demonstrated high stability against decomposition under light irradiation, with a photodegradation quantum yield (Φ_d) in the range of 10⁻⁵. The indium(III) phthalocyanine presents a promising potential as a Type II photosensitizer candidate for photodynamic therapy in cancer treatment.

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水溶性1,2,3-三唑基无金属锌（II）和铟（III）酞菁：合成、表征、光化学和光物理性质

合成了一系列新的水溶性无金属锌（II）和铟（III）（三乙二醇甲基醚）- 1h -1,2,3-三唑取代酞菁（Pcs），并利用一系列光谱技术对其进行了表征。光物理和光化学性质，包括单线态氧生成和光降解量子产率，以评估取代基和中心金属离子对pc的光谱和光物理化学性质的影响。发现单线态氧的产生取决于酞菁（Pc）的结构、酞菁腔内的金属离子和溶剂。酞菁铟表现出最高的单线态产氧能力，在DMSO、水和水- triton X-100混合物中的单线态氧量子产率（ΦΔ）分别为0.87、0.23和0.74。所有Pcs在光照射下表现出高的抗分解稳定性，光降解量子产率（Φd）在10−5范围内。酞菁铟（III）作为II型光敏剂在癌症光动力治疗中具有广阔的应用前景。

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来源期刊

Journal of Photochemistry and Photobiology A-chemistry 化学-物理化学

CiteScore

7.90

自引率

7.00%

发文量

580

审稿时长

48 days

期刊介绍： JPPA publishes the results of fundamental studies on all aspects of chemical phenomena induced by interactions between light and molecules/matter of all kinds. All systems capable of being described at the molecular or integrated multimolecular level are appropriate for the journal. This includes all molecular chemical species as well as biomolecular, supramolecular, polymer and other macromolecular systems, as well as solid state photochemistry. In addition, the journal publishes studies of semiconductor and other photoactive organic and inorganic materials, photocatalysis (organic, inorganic, supramolecular and superconductor). The scope includes condensed and gas phase photochemistry, as well as synchrotron radiation chemistry. A broad range of processes and techniques in photochemistry are covered such as light induced energy, electron and proton transfer; nonlinear photochemical behavior; mechanistic investigation of photochemical reactions and identification of the products of photochemical reactions; quantum yield determinations and measurements of rate constants for primary and secondary photochemical processes; steady-state and time-resolved emission, ultrafast spectroscopic methods, single molecule spectroscopy, time resolved X-ray diffraction, luminescence microscopy, and scattering spectroscopy applied to photochemistry. Papers in emerging and applied areas such as luminescent sensors, electroluminescence, solar energy conversion, atmospheric photochemistry, environmental remediation, and related photocatalytic chemistry are also welcome.