大学化学 >> 2026, Vol. 41 >> Issue (5): 70-78.doi: 10.12461/PKU.DXHX202511031

所属专题： 第5届全国大学生化学实验创新设计大赛

专题 上一篇    

一种聚集诱导发光荧光探针的合成及其在指纹显影中的应用——本科生综合性化学实验探索

苏宇彬, 姚晨宇, 陈舒妍, 许丽莎, 彭敏, 王雅雯, 彭羽, 郑剑峰   

  1. 西南交通大学化学学院, 四川 成都 610031
  • 收稿日期:2025-11-05 录用日期:2026-02-25 发布日期:2026-05-21
  • 通讯作者: 王雅雯, 彭羽 E-mail:ywwang@swjtu.edu.cn;pengyu@swjtu.edu.cn Yawen Wang, Yu Peng
  • 基金资助:
    西南交通大学2024年本科教育教学研究与改革项目；国家级大学生创新创业训练计划项目(202510613091)

Synthesis of an aggregation-induced emission fluorescent probe and its application in fingerprint development: exploration of a comprehensive chemistry experiment for undergraduates

Yubin Su, Chenyu Yao, Shuyan Chen, Lisha Xu, Min Peng, Yawen Wang, Yu Peng, Jianfeng Zheng   

  1. School of Chemistry, Southwest Jiaotong University, Chengdu 610031, Sichuan Province, China
  • Received:2025-11-05 Accepted:2026-02-25 Published:2026-05-21
  • Contact: Yawen Wang, Yu Peng E-mail:ywwang@swjtu.edu.cn;pengyu@swjtu.edu.cn

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摘要： 聚集诱导发光(AIE)材料作为荧光传感与生物成像领域的前沿体系，将其引入本科实验教学对培养化学创新人才具有重要的教学价值。本实验设计并合成了一种基于四苯基乙烯(TPE)骨架的AIE荧光探针TPE-Th-1-OH。通过密度泛函理论(DFT)计算筛选出目标分子，采用Knoevenagel缩合反应合成，并通过核磁共振氢谱与熔点测试确证结构，系统训练学生在理论计算、有机合成与结构表征方面的综合实践能力。光物理性能研究结果表明，该探针在较宽的pH范围(3.0-10.0)内具有良好的荧光稳定性(强度波动 < 10%)。将探针应用于多种基底(硬卡纸、椴木板、氧化铝陶瓷、亚克力板、盖玻片、铝箔)上的指纹显影，均展现出高分辨率与强抗背景干扰能力，有效激发学生对化学与实际应用相结合的学习兴趣。本实验将AIE前沿理论与本科实验教学深度融合，涵盖计算化学、有机合成、光谱表征与功能应用四大关键模块，构建了“理论-合成-表征-应用”一体化的综合性化学实验教学体系，有助于系统提升高年级本科生的综合分析能力与科研创新能力。

关键词: 聚集诱导发光, 荧光探针, 四苯乙烯衍生物, 指纹显影, 综合性化学实验

Abstract: Aggregation-induced emission (AIE) materials represent a cutting-edge system in fluorescence sensing and bioimaging. Introducing these materials into undergraduate laboratory courses holds significant pedagogical value for cultivating innovative chemistry talents. This experiment designed and synthesized an AIE fluorescent probe (TPE-Th-1-OH) based on a tetraphenylethylene (TPE) framework. The target molecule was selected through density functional theory (DFT) calculations and synthesized via Knoevenagel condensation. Structural confirmation was achieved through Proton Nuclear Magnetic Resonance spectroscopy and melting point determination, systematically training students in computational chemistry, organic synthesis, and structural characterization. Photophysical studies demonstrated the probe’s excellent fluorescence stability across a wide pH range (3.0–10.0), with intensity variations below 10%. When applied for fingerprint visualization on various substrates (cardboard, basswood, alumina ceramic, acrylic plate, cover glass, and aluminum foil), the probe exhibited high resolution and strong anti-interference capabilities against complex backgrounds. This experiment effectively integrates AIE research with undergraduate teaching, encompassing four key modules: computational chemistry, organic synthesis, spectral characterization, and practical applications. The established “theory-synthesis-characterization-application” integrated teaching system significantly enhances senior undergraduates’ comprehensive analytical skills and research innovation capabilities.

Key words: Aggregation-induced emission, Fluorescent probe, Tetraphenylethylene derivative, Fingerprint development, Comprehensive chemistry experiment