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比色受体在水相介质中对生物重要阴离子的“裸眼”检测及其实际应用。

'Naked-eye' detection of biologically important anions in aqueous media by colorimetric receptor and its real life applications.

机构信息

Supramolecular Chemistry Laboratory, Department of Chemistry, National Institute of Technology Karnataka (NITK), Surathkal, Srinivasnagar, - 575025, Karnataka, India.

Supramolecular Chemistry Laboratory, Department of Chemistry, National Institute of Technology Karnataka (NITK), Surathkal, Srinivasnagar, - 575025, Karnataka, India.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2017 May 15;179:95-103. doi: 10.1016/j.saa.2017.02.018. Epub 2017 Feb 14.

Abstract

A colorimetric receptor R 2-[(2-Hydroxy-naphthalen-1-ylmethylene)-hydrazonomethyl]-quinolin-8-ol has been designed and synthesized with good yield and characterized by the standard spectroscopic techniques such as FT-IR, UV-Visible, H NMR, C NMR and ESI-MS. The receptor R showed naked-eye detection and spectral change in the presence of F, AcO and HPO over other anions. Interestingly, receptor R displaying high selective recognition towards F, AcO ion with a drastic color change from pale yellow to red in dry DMSO solvent and orange in mixed solvent DMSO/HO (9:1, v/v). The behavior of receptor R towards F, AcO ion was investigated using UV-Vis and H NMR experiment. The detailed H NMR experiment result revealed that the receptor R is forming the hydrogen bonding between imine nitrogen and phenolic OH proton towards anions. The receptor R is able to detect sodium salts of flouride (NaF) and acetate (NaAcO) in aqueous medium and it exhibited dramatic color change from pale yellow to red. The receptor R demonstrated itself to be useful for real life application by detecting flouride and acetate ion in sea-water and commercially available product such as toothpaste, mouthwash and vinegar solution.

摘要

一种比色受体 R 2-[(2-羟基萘-1-基亚甲基)-肼基甲基]-喹啉-8-醇已经被设计和合成出来,具有良好的产率,并通过标准光谱技术如 FT-IR、UV-Visible、H NMR、C NMR 和 ESI-MS 进行了表征。该受体 R 在存在 F、AcO 和 HPO 等阴离子的情况下,具有肉眼检测和光谱变化的能力,对其他阴离子没有响应。有趣的是,受体 R 对 F 和 AcO 离子具有高选择性识别能力,在干燥的 DMSO 溶剂中从浅黄色到红色的颜色变化很大,在混合溶剂 DMSO/HO(9:1,v/v)中呈橙色。通过 UV-Vis 和 H NMR 实验研究了受体 R 对 F 和 AcO 离子的行为。详细的 H NMR 实验结果表明,受体 R 与阴离子之间形成了亚胺氮和酚羟基质子之间的氢键。受体 R 能够在水相中检测氟化物(NaF)和乙酸盐(NaAcO)的钠盐,并表现出从浅黄色到红色的剧烈颜色变化。受体 R 通过检测海水、市售产品如牙膏、漱口水和醋溶液中的氟化物和乙酸盐离子,证明了其在实际生活中的应用价值。

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