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首页> 外文期刊>Dalton transactions: An international journal of inorganic chemistry >Synthesis and characterization of novel 7-oxy-3-ethyl-6-hexyl-4-methylcoumarin substituted metallo phthalocyanines and investigation of their photophysical and photochemical properties
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Synthesis and characterization of novel 7-oxy-3-ethyl-6-hexyl-4-methylcoumarin substituted metallo phthalocyanines and investigation of their photophysical and photochemical properties

机译：新型7-氧-3-乙基-6-己基-4-甲基豆素取代的金属酞菁取代的合成与表征及其光学和光化学性能的研究

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摘要

In this study, the synthesis of novel 7-hydroxy-3-ethyl-6-hexyl-4-methylcoumarin (1), four respective phthalonitriles; 4-(7-oxy-3-ethyl-6-hexyl-4-methylcoumarin)phthalonitrile (2), 3-(7-oxy-3-ethyl-6-hexyl-4-methylcoumarin)phthalonitrile (3), 4-chloro-5-(7-oxy-3-ethyl-6-hexyl-4-methylcoumarin)phthalonitrile (4), and 4,5-bis(7-oxy-3-ethyl-6-hexyl-4-methylcoumarin)phthalonitrile (5) and their corresponding alpha tetra, beta tetra and beta octa 7-oxy-3-ethyl-6-hexyl-4-methylcoumarin and beta octa 4-chloro-5-(7-oxy-3-ethyl-6-hexyl-4-methylcoumarin) substituted Zn(ii) (6a-9a) and In(iii) Cl (6b-9b) phthalocyanines has been performed. The novel purified compounds were characterized by standard characterization techniques such as elemental analysis, thermal analysis, FT-IR, UV-vis, H-1-NMR and MALDI-TOF mass spectrometry. All of the obtained phthalocyanines showed lipophilic behaviour with excellent solubility in organic solvents such as acetone, dichloromethane, chloroform, pyridine and ethyl acetate. The fluorescence quenching behaviour was investigated using 1,4-benzoquinone and potassium iodide as quenchers. The photophysical (fluorescence quantum yields and lifetimes) and photochemical (singlet oxygen and photodegradation quantum yields) properties of these novel phthalocyanines (6a-9a and 6b-9b) were studied in DMF. They produced high singlet oxygen (for example phi(Delta) = 0.99 for 7b) and showed appropriate photodegradation (in the order of 10(-5)) which is very important for photodynamic therapy (PDT), and thus these phthalocyanines can be used as Type II photosensitizers in PDT applications.
机译：在该研究中，新型7-羟基-3-乙基-6-己基-4-甲基豆素（1），四种相应的酞酮腈的合成; 4-（7-氧-3-乙基-6-己基-4-甲基豆素）酞氯腈（2），3-（7-氧-3-乙基-6-己基-4-甲基伞素）酞酮腈（3），4-氯-5-（7-氧-3-乙基-6-己基-4-甲基Quarmarin）酞氯腈（4）和4,5-双（7-氧-3-乙基-6-己基-4-甲基伞素）酞酮腈（5）及其相应的α四，βTETRA和βocta 7-oxy-3-乙基-6-己基-4-甲基伞素和β八烷基4-氯-5-（7-氧-3-乙基-6-己基-4-甲基Quarin）取代的Zn（II）（6a-9a）和（III）Cl（III）Cl（6b-9b）已经进行了酞菁。通过标准表征技术，如元素分析，热分析，FT-IR，UV-Vis，H-1-NMR和MALDI-TOF质谱法，表征了新的纯化化合物。所有得到的酞菁在有机溶剂如丙酮，二氯甲烷，氯仿，吡啶和乙酸乙酯等有机溶剂中显示出亲脂性行为。使用1,4-苯醌和碘化钾作为猝灭剂研究荧光猝灭行为。在DMF中研究了这些新型酞菁（6a-9a和6b-9b）的光学物理（荧光量子产率和寿命）和光化学（单次氧和光降解量子产率）性质。它们产生高态氧（例如PHI（δ）= 0.99 = 7b），并且显示出适当的光降解（按10（-5）），这对于光动力治疗（PDT）非常重要，因此可以使用这些酞菁作为PDT应用中的II型光敏剂。

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