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Synthesis, characterization of 4,4′-((1E,1′E)-hydrazine-1,2-diylidenebis(methanylylidene)) diphenol and the inclusion complex with γ-cyclodextrin as a fluorescent probe for detection of Al3+
Journal of Photochemistry and Photobiology A: Chemistry ( IF 4.1 ) Pub Date : 2023-05-03 , DOI: 10.1016/j.jphotochem.2023.114814
Vigneshkumar Ganesan , Murali Krishnan Mani , Vimalasruthi Narayanan , Esakkimuthu Shanmugasundram , Kannan Vellaisamy , Vaseeharan Baskaralingam , Jeyavani Jeyaraj , Giri Babu Veerakanellore , Rajaram Rajamohan , Stalin Thambusamy

The 4, 4′- ((1E, 1′E)-hydrazine-1,2-diylidenebis(methanylylidene)) diphenol (4-HBA) is successfully synthesized utilizing 4-hydroxybenzaldehyde (4-HB) and hydrazine hydrate as the starting materials. The synthesized 4-HBA is confirmed by the spectral analysis of 1H NMR, FT-IR, UV–Visible, and HR-Mass spectroscopy. The inclusion complexes of 4-HBA with γ-cyclodextrin are therefore investigated using UV and fluorescence spectroscopy. When γ-CD combined with 4-HBA, a 1:1 inclusion complex (ICs) is created that causes absorption and fluorescence spectral changes. The molecular computational analysis is carried out utilizing PM3 Gaussian software revealing the orientation of the synthetic 4-HBA within the γ-CD cavity. The HOMO-LUMO band gap and the DFT analysis specifically support the ICs, with the help of energy values and the H-bond distance. The hydrophobic contact between the host and guest molecules is strongly supported by the 1H NMR and 2-D NMR data, with the matching Ar-H proton moving to higher chemical shift values and the strong cross-correlation spot validating the conclusion. Al3+ sensing activity is observed using fluorescent probes in conjunction with UV and FL spectral analysis. Other metal ions are present in the solutions even though they are not readily available, most notably the Al3+ that binds to the fluorescent probe. Here, the Al3+ selective responses, the colour changes at the wavelength regions, and a fluorescence microscopic image of the solution media are also shown. The selected metal ions recovery percentage is used to determine the concentrations in a variety of clean water samples, including tap water, pond water, and also sea water.



中文翻译:

4,4'-((1E,1'E)-hydrazine-1,2-diylidenebis(methanylylidene)) diphenol 及其与 γ-cyclodextrin 的包合物的合成、表征作为检测 Al3+ 的荧光探针

以4-羟基苯甲醛(4-HB)和水合肼为起始原料,成功合成了4, 4'-((1E, 1'E)-hydrazine-1,2-diylidenebis(methanylylidene)) diphenol (4-HBA)材料。合成的 4-HBA 通过1的光谱分析得到证实H NMR、FT-IR、UV-Visible 和 HR-Mass 光谱。因此,使用 UV 和荧光光谱研究了 4-HBA 与 γ-环糊精的包合物。当 γ-CD 与 4-HBA 结合时,会产生 1:1 的包合物 (IC),从而引起吸收和荧光光谱的变化。利用 PM3 Gaussian 软件进行分子计算分析,揭示合成 4-HBA 在 γ-CD 腔内的方向。HOMO-LUMO 带隙和 DFT 分析在能量值和氢键距离的帮助下专门支持 IC。主体和客体分子之间的疏水接触得到1的强烈支持H NMR 和 2-D NMR 数据,匹配的 Ar-H 质子移动到更高的化学位移值和强互相关点验证了结论。使用荧光探针结合 UV 和 FL 光谱分析观察Al 3+传感活动。其他金属离子存在于溶液中,即使它们不易获得,最显着的是与荧光探针结合的Al 3+ 。此处还显示了 Al 3+选择性响应、波长区域的颜色变化以及溶液介质的荧光显微图像。选定的金属离子回收百分比用于确定各种清洁水样中的浓度,包括自来水、池塘水和海水。

更新日期:2023-05-06
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