A Novel Catalytic Fluorescent Probe and Its Application in Copper Detection in Gas-Generating Agents

doi:10.6023/cjoc202504007

Chinese Journal of Organic Chemistry ›› 2025, Vol. 45 ›› Issue (11): 4195-4201.DOI: 10.6023/cjoc202504007 Previous Articles Next Articles

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基于催化反应的荧光探针及其在气体发生剂中铜含量的检测应用

程晓红^a^,^*(), 张仁杰^b, 游军^b, 付文斌^b, 沈文洁^b, 罗运强^b, 王松^a

^a 湖北文理学院 “低维光电材料与器件”湖北省重点实验室 “低维光电材料与器件”湖北省重点实验室湖北襄阳 441053
^b 湖北航鹏化学动力科技有限责任公司湖北襄阳 441003

收稿日期:2025-04-07 修回日期:2025-05-09 发布日期:2025-06-19
基金资助:
湖北省教育厅科技研究(D20232601); 与湖北省自然科学基金创新发展联合基金(2025AFD025)

A Novel Catalytic Fluorescent Probe and Its Application in Copper Detection in Gas-Generating Agents

Xiaohong Cheng^a^,^*(), Renjie Zhang^b, Jun You^b, Wenbin Fu^b, Wenjie Shen^b, Yunqiang Luo^b, Song Wang^a

^a Hubei Key Laboratory of Low Dimensional Optoelectronic Materials and Devices, Hubei University of Arts and Science, Xiangyang, Hubei 441053
^b Hubei Hangpeng Chemical Power Technology Co., Ltd., Xiangyang, Hubei 441003

Received:2025-04-07 Revised:2025-05-09 Published:2025-06-19
Contact: *E-mail: chengxiaohong0807@126.com
Supported by:
Science and Technology Research Project of Department of Education of Hubei Province(D20232601); Joint Foundation for Innovation and Development of Hubei Natural Science Foundation(2025AFD025)

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Abstract

A new coumarin derivative C2 was constructed to act as a highly effective turn-on fluorescent probe for Cu^2＋ ions. The introduction of Cu^2＋ could lead to the hydrolytic cleavage of the phenylhydrazone moiety in C2 and the transformation into strongly fluorescent aldehyde C1. Probe C2 could recognize Cu^2＋ through a marked fluorescence enhancement with the detection limit as low as 150 nmol/L. By virtue of this unique catalytic hydrolysis reaction, compound C2 displayed highly selective response toward Cu^2＋ over other common ions even in the presence of excessive competitive ions. Furthermore, there was a good linear relationship between the intensity change and the concentration of Cu^2＋ ions, which was beneficial for the exactly quantitative detection. Especially, the efficient detection of Cu^2＋ with C2 for the practical application was successfully performed in gas-generating agents detection

Key words: fluorescent probe, copper ions, catalytic hydrolysis, high sensitivity, gas-generating agents detection

Cite this article

Xiaohong Cheng, Renjie Zhang, Jun You, Wenbin Fu, Wenjie Shen, Yunqiang Luo, Song Wang. A Novel Catalytic Fluorescent Probe and Its Application in Copper Detection in Gas-Generating Agents[J]. Chinese Journal of Organic Chemistry, 2025, 45(11): 4195-4201.

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Fig. & Tab. 6

Scheme 1. Structures of compounds C1 and C2 and the sensing process

Figure 1. Reaction-time profile of C2 (10 μmol/L) in the presence of different concentrations of Cu2＋ ions excited at 410 nm

Figure 2. Fluorescent emission spectra of C2 (10 μmol/L, in THF/HEPES, V∶V=1∶9, pH 7.1) in the presence of different concentrations of Cu2＋ excited at 410 nm Inset: fluorescent photograph of C2 and C2＋Cu2＋.

Figure 3. Plot of fluorescent intensity at 490 nm of C2 as a function of the concentration of Cu2＋ ions

Figure 4. Emission intensity changes of C2 to Cu2＋ (35 μmol/L) in the presence of other competitive species (100 μmol/L) The error bars represent the standard deviation of three measurements

Figure 5. 1H NMR spectra of compound C2 (a) and its hydrolysis reaction product with Cu2＋ (b) in CDCl3 (the signal of the solvent was marked with an asterisk)

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基于催化反应的荧光探针及其在气体发生剂中铜含量的检测应用

A Novel Catalytic Fluorescent Probe and Its Application in Copper Detection in Gas-Generating Agents

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