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Design and synthesis of some novel bis N-[(1,3-dihydro)–2H-indol-2-one]benzidine-1,2,3-triazole hybrids via click chemistry for removing phenanthrene from the aquatic environment
Journal of Molecular Liquids ( IF 5.3 ) Pub Date : 2024-05-23 , DOI: 10.1016/j.molliq.2024.125088
Tamer El Malah , Mahmoud S. Abdel-Wahed , Ahmed H. Shamroukh , Tarek A. Gad-Allah

In continuation of our previous research in discovering new compounds for removing contamination of aquatic environments, a novel series of bis -[(1,3-dihydro)–2-indol-2-one]benzidine-1,2,3-triazole hybrids – was synthesized the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reactions. The target compounds formed through two pathways (A and B) and the structures of the newly clicked 1,2,3-triazole-hybrids – were confirmed on the basis of their elemental analysis and spectral data. Compounds – were used for removing phenanthrene as a model compound for polyaromatic hydrocarbons (PAHs) from aqueous media the adsorption process, that is cost-effective, scalable process and can be adapted to be selective. The results revealed that compound adsorbs phenanthrene more efficiently than compound . DFT calculations supported this finding by defining the adsorption through π-π interaction. Maximum adsorption was achieved at natural pH. The adsorption process followed Freundlich hypothesis of the adsorption of multilayer of phenanthrene on the heterogeneous surface of compound . Second order kinetics best describe the adsorption process. Finally, it can be concluded that the developed materials can be regarded as promising materials for the decontamination of water contaminated with PAHs.

中文翻译:


通过点击化学设计和合成一些新型双N-[(1,3-二氢)–2H-吲哚-2-酮]联苯胺-1,2,3-三唑杂化物以去除水生环境中的菲



继续我们之前发现用于消除水生环境污染的新化合物的研究,一系列新型双-[(1,3-二氢)–2-吲哚-2-酮]联苯胺-1,2,3-三唑杂化物– 合成了铜 (I) 催化的叠氮化物-炔环加成 (CuAAC) 反应。通过两条途径(A 和 B)形成的目标化合物以及新点击的 1,2,3-三唑杂化物的结构 - 根据其元素分析和光谱数据得到了确认。化合物 - 用于去除菲作为多环芳烃 (PAH) 的模型化合物,通过吸附过程从水介质中去除,这是一种经济高效、可扩展的过程,并且可以进行选择性调整。结果表明,化合物比化合物更有效地吸附菲。 DFT 计算通过 π-π 相互作用定义吸附,支持了这一发现。在自然 pH 值下实现最大吸附。吸附过程遵循弗罗因德利希多层菲在化合物异质表面吸附的假设。二阶动力学最能描述吸附过程。最后可以得出结论,所开发的材料可以被视为用于净化受 PAH 污染的水的有前途的材料。
更新日期:2024-05-23
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