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香豆素基腙荧光探针的合成及其对铜和磷酸氢根的接力识别

Synthesis of Coumarinylhydrazone Fluorescent Probe and its Relay Recognition of Cu and HPO.

作者信息

Pang Shukui, Yu Yanchao, Yan Xuexue, Wu Mianyuan, Liu Qiye, Zu Panru, Wu Canyao

机构信息

Key Laboratory of Green Chemical Engineering and Technology of College of Heilongjiang Province, College of Materials Science and Chemical Engineering, Harbin University of Science and Technology, Harbin, 150080, P. R. China.

Institute of Petrochemistry Heilongjiang Academy of Sciences, Harbin, 150040, P. R. China.

出版信息

J Fluoresc. 2025 Mar;35(3):1407-1415. doi: 10.1007/s10895-024-03606-y. Epub 2024 Feb 13.

DOI:10.1007/s10895-024-03606-y
PMID:38349482
Abstract

A novel coumarinylhydrazone fluorescent probe L was designed and synthesized from 4-(diethylamino)salicylaldehyde, its structure was characterized by NMR, IR. Fluorescence emission spectra showed that in ethanol solution, probe L could form a 1:1 complex L-Cu with Cu to realize the "turn-off" detection of Cu with high specificity and sensitivity (3.7 × 10 mol/L). Meanwhile, the complex L-Cu had a specific fluorescence-enhanced response to HPO with a detection limits down to 5.6 × 10 mol/L and was resistant to the effects of many common anions (NO, N, CO, SO, HPO, I, Br, F, HCO, SO, NO, Cl, CHCOO, CrO, SO, PO). Detection mechanism could be HPO captured Cu of the complex and released the free ligand L. At last, the complex L-Cu was successfully applied to the determination of HPO in different environmental water samples, and the spiked recoveries ranged from 98.05% to 108.18% and the relative standard deviations of 0.75% ~ 2.9%, which had good application prospects.

摘要

以4-(二乙氨基)水杨醛为原料设计合成了一种新型香豆素酰腙荧光探针L,通过核磁共振氢谱(NMR)、红外光谱(IR)对其结构进行了表征。荧光发射光谱表明,在乙醇溶液中,探针L能与铜离子(Cu)形成1:1的配合物L-Cu,实现对Cu的高特异性和高灵敏度“关断”检测(检测限为3.7×10⁻⁸mol/L)。同时,配合物L-Cu对磷酸氢根(HPO₄²⁻)有特异性荧光增强响应,检测限低至5.6×10⁻⁹mol/L,且对多种常见阴离子(NO₃⁻、NO₂⁻、CO₃²⁻、SO₄²⁻、H₂PO₄⁻、I⁻、Br⁻、F⁻、HCO₃⁻、SO₃²⁻、NO₂⁻、Cl⁻、CH₃COO⁻、CrO₄²⁻、SO₃²⁻、PO₄³⁻)的干扰具有抗性。检测机理可能是HPO₄²⁻捕获了配合物中的Cu并释放出游离配体L。最后,配合物L-Cu成功应用于不同环境水样中HPO₄²⁻的测定,加标回收率在98.05%至108.18%之间,相对标准偏差为0.75%~2.9%,具有良好的应用前景。

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