Abstract

A triphenylamine derivative 4',4''-dinitro-4'''-phenethoxytriphenylamine (2) was successfully obtained via cesium fluoride assisted nucleophilic arylation. The structure of the 2 compound was characterized by FTIR, ¹H-NMR, and ¹³C-NMR spectroscopic analyses. The absorption and emission spectral profiles, recorded on UV-visible and photo-luminescence (PL) spectrometer, indicated the emission of light in the yellow region at λ_emis = 570 nm. The solution (10 µM) of the synthesized compound in DMSO titrated against aqueous solutions of Pb²⁺, Cu²⁺, Fe²⁺, and Ni²⁺ to determine the ligand–metal interaction, indicated excellent interaction with the aforementioned heavy metal ions in aqueous media. Furthermore, the adsorption characteristics of the solid-state 2 were explored by screening various heavy metal ions. The atomic absorption spectrometry was used to estimate the amount of heavy metal ions adsorbed on the surface of the adsorbent. The Langmuir and Freundlich isotherm models were used to further explore the adsorption behavior of the synthesized adsorbent 2. The Langmuir isotherm model is the best fit for the Ni²⁺ ions, whereas Cu²⁺, Pb²⁺, and Fe²⁺ data fitted well to Freundlich isotherm model with regression constant (R²) values in the range 0.991–0.997, indicating their appreciable association/adsorption on the synthesized compound. The synthesized fluorescent adsorbent could be used as a metal probe in the future.

中文翻译：

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用于检测重金属离子的氧化还原活性荧光三苯胺衍生物的合成

摘要

通过氟化铯辅助的亲核芳基化成功地获得了三苯胺衍生物4',4''-二硝基-4'''-苯乙氧基三苯胺( 2 )。2化合物的结构通过FTIR、¹ H-NMR和¹³ C-NMR光谱分析表征。在紫外-可见光和光致发光 (PL) 光谱仪上记录的吸收和发射光谱曲线表明，在 λ _emis = 570 nm 处发射黄色区域的光。用 Pb ²⁺、Cu ²⁺、Fe ²⁺和 Ni ^{2+ 的}水溶液滴定合成化合物在 DMSO 中的溶液 (10 µM)确定配体-金属相互作用，表明与上述重金属离子在水性介质中具有良好的相互作用。此外，通过筛选各种重金属离子，探索了固态2的吸附特性。原子吸收光谱法用于估计吸附剂表面吸附的重金属离子的量。Langmuir 和 Freundlich 等温线模型用于进一步探索合成吸附剂2的吸附行为。Langmuir 等温线模型最适合 Ni ²⁺离子，而 Cu ²⁺、Pb ²⁺和 Fe ²⁺数据与具有回归常数 ( R² ) 0.991–0.997 范围内的值，表明它们对合成化合物的显着关联/吸附。合成的荧光吸附剂将来可用作金属探针。