基于芘的双席夫碱荧光探针的合成及Zn2+识别研究

doi:10.11896/cldb.23090108

材料导报

2025, Vol. 39

Issue (5): 23090108-6 https://doi.org/10.11896/cldb.23090108

高分子与聚合物基复合材料

基于芘的双席夫碱荧光探针的合成及Zn²⁺识别研究

侯学清^1,*, 王燚婧¹, 尚光富¹, 王环江¹, 何淑花^2,*

1 贵州民族大学化学工程学院,贵阳 550025
2 贵州民族大学材料科学与工程学院,贵阳 550025

Synthesis and Zn²⁺ Identification of Double Schiff Base Fluorescent Probes Based on Pyrene

HOU Xueqing^1,*, WANG Yijing¹, SHANG Guangfu¹, WANG Huanjiang¹, HE Shuhua^2,*

1 School of Chemical Engineering, Guizhou Minzu University, GuiYang 550025, China
2 School of Materials Science and Engineering, Guizhou Minzu University, GuiYang 550025, China

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摘要以1-芘甲醛和水合肼为原料,采用两步法制备了一种芘腙双席夫碱荧光探针PHB,将其用于识别检测锌离子。光谱实验表明:探针PHB对Zn²⁺具有高效和专一识别能力,其与Zn²⁺作用后,溶液荧光颜色由无色变为亮黄色,最低检测限为0.074 μmol/L,该探针以1∶1的化学计量比与Zn²⁺配位形成新的配合物且具有较好的抗干扰能力。采用密度泛函理论(DFT)计算、高分辨质谱(HRMS)和核磁氢谱(¹H NMR)确定了探针PHB对Zn²⁺的作用机理,该探针通过激发态分子内质子转移(ESIPT)和分子内电荷转移(ICT)机制对Zn²⁺表现出荧光“关-开”的发射响应。应用研究表明,基于探针PHB的试纸可用于Zn²⁺的微量检测。

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	侯学清
	王燚婧
	尚光富
	王环江
	何淑花

关键词: 芘荧光探针量化计算检测试纸功能材料

Abstract: A pyrene hydrazone double Schiff base fluorescence probe PHB was prepared using 1-pyrene formaldehyde and hydrazine hydrate as raw materials using a two-step method for identifying and detecting zinc ions. Spectral experiments have shown that the probe PHB has efficient and specific identification ability for Zn²⁺. After interacting with Zn²⁺, the fluorescence color of the solution changed from colorless to bright yellow, with a minimum detection limit of 0.074 μmol/L. The probe formed a new complex with Zn²⁺ in a 1∶1 stoichiometric ratio and had good anti-interfe-rence ability. The mechanism of action of probe PHB on Zn²⁺ was determined using density functional theory (DFT) calculations, HRMS, and ¹H NMR. The probe exhibited a fluorescence “off-on” emission response to Zn²⁺ through excited state intramolecular proton transfer (ESIPT) and intramolecular charge transfer (ICT) mechanisms. Applied research has shown that the test paper based on probe PHB could be used for micro detection of Zn²⁺.

Key words: pyrene fluorescence probe quantitative calculation test strip functional material

出版日期: 2025-03-10 发布日期: 2025-03-18

ZTFLH:

O657.3

基金资助: 国家自然科学基金(22261009);贵州省自然科学基金(ZK[2022]一般 196);大学生创新创业训练项目(S202310672096)

通讯作者: ^*侯学清,贵州民族大学化学工程学院副教授、硕士研究生导师。目前主要从事有机光电功能材料的设计合成及性能研究。493214648@qq.com
何淑花,贵州民族大学材料科学与工程学院副教授。目前主要从事锂离子电池负极材料领域的研究工作。562404602@qq.com

引用本文:

侯学清, 王燚婧, 尚光富, 王环江, 何淑花. 基于芘的双席夫碱荧光探针的合成及Zn²⁺识别研究[J]. 材料导报, 2025, 39(5): 23090108-6.
HOU Xueqing, WANG Yijing, SHANG Guangfu, WANG Huanjiang, HE Shuhua. Synthesis and Zn²⁺ Identification of Double Schiff Base Fluorescent Probes Based on Pyrene. Materials Reports, 2025, 39(5): 23090108-6.

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https://www.mater-rep.com/CN/10.11896/cldb.23090108 或 https://www.mater-rep.com/CN/Y2025/V39/I5/23090108

1 Wang H P, Kang T T, Wang X J, et al. Talanta, 2018, 184, 7.
2 Wang H X, Wei C W, Wang X J, et al. Spectrochimica Acta Part A, 2021, 250(2), 119378.
3 Inoue K, O’bryant Z, Xiong Z G, et al. Current Medicinal Chemistry, 2015, 22(10), 1248.
4 Xu Y S, Xiao G R, Liu L, et al. Molecular Brain, 2019, 12(1), 1.
5 Liu P, Han X F, Wu W N, et al. Journal of Molecular Structure, 2022, 1249, 131629.
6 Muthu V K, Sekar K, Denzil B C, et al. Luminescence, 2020, 35(1), 90.
7 Mariyappan M, Malini N, Sivamani J, et al. Journal of Fluorescence, 2019, 29(3), 737.
8 Wang Z, Cui S, Qiu S, et al. Journal of Photochemistry and Photobiology A: Chemistry, 2018, 367(1), 212.
9 Mortl M, Nemeth G, Juracsek J, et al. Microchemical Journal, 2013, 107, 143.
10 Sanchez B F, Hyne R V, Desseille K L. Analytica Chimica Acta, 2010, 675(2), 125.
11 Liao Y, Berthion J, Colet I, et al. Journal of Chromatography A, 2018, 1549, 31.
12 Wu X X, Shi W, Yang Y F, et al. Spectrochimica Acta Part A, 2023, 287, 122051.
13 Yeldir E K, Kaca I, European Polymer Journal, 2022, 172, 111229.
14 Mahata S, Janani G, Mandal B B, et al. Journal of Photochemistry and Photobiology A: Chemistry, 2021, 417, 113340.
15 Wang P, Wang Q, Guo Z Q, et al. Spectrochimica Acta Part A, 2022, 68, 120653.
16 Kaur N, Kaur B, Inorganic Chemistry Communications, 2020, 121, 108239.
17 Budri M, Naik G, Prajakta S, et al. Spectrochimica Acta Part A, 2020, 224, 117462.
18 Kaur R, Saini S, Kaur N, et al. Spectrochimica Acta Part A, 2020, 225, 117523.
19 Zhu G H, Huang Y, Wang C, et al. Spectrochimica Acta Part A, 2019, 210, 105.
20 Sursh S, Bhucanesh N, Prabhu J, et al. Journal of Photochemistry and Photobiology A: Chemistry, 2018, 359, 172.
21 Hou L J, Feng J, Wang Y B, et al. Sensors and Actuators B, 2017, 247, 451.
22 Wu Y P, Rahman F U, Bhatti M Z, et al. New Journal of Chemistry, 2018, 42, 14978.
23 Su X, Aprahamian I. Chemical Society Reviews, 2014, 43, 1963.
24 Lia Z, Dai F C, Wang J, et al. Synthetic Metals, 2020, 259, 116234.
25 Musikacanhu B, Zhu D, Tang M, et al. Spectrochimica Acta Part A, 2023, 289, 122242.
26 Musikacanhu B, Huang Z P, Ma Q H, et al. Spectrochimica Acta, Part A, 2023, 301, 122961.
27 Zang L B, Jiang S M, Spectrochimica Acta Part A, 2015, 150, 814.
28 Wu W C, Min S X, Tong Q, et al. Journal of Colloid and Interface Science, 2021, 43(1), 100451.
29 Kundu A, Hariharan P S, Prabakaran K, et al. Spectrochimica Acta Part A, 2015, 151, 426.
30 Luxami V, Kumar S, RSC Advances, 2012, 2, 8734.
31 Ansari S N, Saini A K, Kumari P, et al. Inorganic Chemistry Frontiers, 2019, 6, 736.
32 Liu H, Ding S, Lu Q, et al. ACS Omega, 2022, 7, 7585.
33 Gogoi A, Samanta S, Das G, et al. Sensors and Actuators B, 2014, 202, 788.

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