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首页> 外文期刊>Dalton transactions: An international journal of inorganic chemistry >alpha-Substituted phthalocyanines based on metal-induced H- or J-type aggregation for silver and palladium ions: synthesis, fluorescence, and antimicrobial and antioxidant properties
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alpha-Substituted phthalocyanines based on metal-induced H- or J-type aggregation for silver and palladium ions: synthesis, fluorescence, and antimicrobial and antioxidant properties

机译：基于金属诱导的H-或J型聚集的α-取代的酞菁用于银和钯离子：合成，荧光和抗微生物和抗氧化性能

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In this study, firstly, 3-(2,3-bis(hexadecylthio)propoxy)phthalonitrile (2) as a new phthalonitrile derivative was prepared. Then, new types of non-peripheral phthalocyanine derivatives [CuPc (3), ZnPc (4), and CoPc (5)] were synthesized by using this ligand. The synthesized new compounds were characterized by common spectroscopic methods such as FTIR, H-1-NMR, C-13-NMR, MALDI-TOF, UV-Vis and fluorescence spectroscopy. The H- or J-type aggregation behaviors of novel type metallophthalocyanines in the presence of valuable metal ions such as Ag(i) and Pd(ii) were investigated by UV-Vis and fluorescence spectroscopy. The quenching efficiency of the Ag(i) and Pd(ii) ions for ZnPc (4) was obtained using the Stern-Volmer equation and the quenching constant of ZnPc (4) towards Ag(i) and Pd(ii) ions was found to be 2.9 x 10(5) mol L-1 and 1.2 x 10(5) mol L-1, respectively. The binding constant (K-a) and binding stoichiometry (n) of Ag(i) and Pd(ii) ions for ZnPc (5) were calculated using a modified Benesi-Hildebrand equation, and were found to be 1.4 x 10(8) M-1 and 3.4 x 10(7) M-1, respectively. The binding ratio and free energy change of Ag(i) and Pd(ii) ions for ZnPc (4) were found to be 1.86, 1.54, -46.49 kJ mol(-1) and -42.9 kJ mol(-1), respectively. Also, the antioxidant properties of the synthesized novel type metallophthalocyanines and their Ag(i) and Pd(ii) ion doped aggregates were determined using three different methods: DPPH free radical scavenging activity, ferrous ion chelating activity and reducing power activity. Finally, the antibacterial and antifungal activities of phthalocyanine compounds synthesized within the scope of this study were determined by disc diffusion and macrobroth dilution methods and the effect of the doping of Ag(i) and Pd(ii) ions on the antibacterial activities of phthalocyanines was investigated.
机译：本研究首先制备了新型邻苯二甲腈衍生物3-（2,3-双（十六烷基硫代）丙氧基）邻苯二甲腈（2）。然后，利用该配体合成了新型非周边酞菁衍生物[CuPc（3）、ZnPc（4）和CoPc（5）]。通过红外光谱、氢核磁共振、C-13核磁共振、MALDI-TOF、紫外可见光谱和荧光光谱等常用光谱方法对合成的新化合物进行了表征。用紫外可见光谱和荧光光谱研究了新型金属酞菁在Ag（i）和Pd（ii）等有价金属离子存在下的H型或J型聚集行为。利用Stern-Volmer方程计算了Ag（i）和Pd（ii）离子对ZnPc（4）的猝灭效率，发现ZnPc（4）对Ag（i）和Pd（ii）离子的猝灭常数分别为2.9 x 10（5）mol L-1和1.2 x 10（5）mol L-1。用改进的Benesi-Hildebrand方程计算了ZnPc（5）中Ag（i）和Pd（ii）离子的结合常数（K-a）和结合化学计量比（n），发现它们分别为1.4x10（8）M-1和3.4x10（7）M-1。Ag（i）和Pd（ii）离子对ZnPc（4）的结合比和自由能变化分别为1.86、1.54、-46.49kj mol（-1）和-42.9kj mol（-1）。此外，采用DPPH自由基清除活性、亚铁离子螯合活性和还原力活性三种不同方法测定了合成的新型金属酞菁及其Ag（i）和Pd（ii）离子掺杂聚集体的抗氧化性能。最后，通过圆盘扩散法和大分子稀释法测定了本研究范围内合成的酞菁化合物的抗菌和抗真菌活性，并研究了Ag（i）和Pd（ii）离子掺杂对酞菁抗菌活性的影响。

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