高等学校化学学报 ›› 2022, Vol. 43 ›› Issue (3): 20210765.doi: 10.7503/cjcu20210765

• 分析化学 • 上一篇    下一篇

双萘酰亚胺衍生物用于检测水溶液中的苦味酸

赵永梅1, 穆叶舒2,3, 洪琛, 罗稳3(), 田智勇2()   

  1. 1.河南应用技术职业学院制药工程学院, 开封 475004
    2.河南大学药学院
    3.天然药物与免疫工程重点实验室, 4. 淮河医院, 开封 475004
  • 收稿日期:2021-11-08 出版日期:2022-03-10 发布日期:2022-01-13
  • 通讯作者: 罗稳 E-mail:luowen83@163.com;tzynew@163.com
  • 作者简介:田智勇, 男, 博士, 教授, 主要从事萘酰亚胺类衍生物的合成与评价研究. E-mail: tzynew@163.com
  • 基金资助:
    国家自然科学基金(U1704176);河南省科技计划项目(212102311030);河南应用技术职业学院项目(2020-HJ-22)

Bis-naphthalimide Derivatives for Picronitric Acid Detection in Aqueous Solution

ZHAO Yongmei1, MU Yeshu2,3, HONG Chen, LUO Wen3(), TIAN Zhiyong2()   

  1. 1.Pharmaceutical Engineering Department,Henan Vocational College of Applied Technology,Kaifeng 475004,China
    2.School of Pharmacy
    3.Key Laboratory of Natural Medicine and Immuno?Engineering
    4.Huaihe Hospital,Henan University,Kaifeng 475004,China
  • Received:2021-11-08 Online:2022-03-10 Published:2022-01-13
  • Contact: LUO Wen E-mail:luowen83@163.com;tzynew@163.com
  • Supported by:
    the National Natural Science Foundation of China(U1704176);the Science and Technology Planning Project of Henan Province, China(212102311030);the Program of Henan Vocational College of Applied Technology, China(2020-HJ-22)

摘要:

设计合成了一个新的双1,8-萘酰亚胺衍生物(Bis-Nph), 并通过核磁共振波谱和高分辨质谱鉴定了其结构. Bis-Nph呈现出典型的分子内电荷转移(ICT)和聚集诱导增强发射(AIEE). 该化合物可以作为荧光探针检测水溶液中的苦味酸(2,4,6-三硝基苯酚, TNP), 检出限为5.8×10-7 mol/L. 作用机制为TNP的质子转移到Bis-Nph, 有效地阻断了其ICT发射, 使荧光发生显著猝灭. 另外, Bis-Nph的细胞毒性较低, 可做成试纸进行TNP的快速检测.

关键词: 萘酰亚胺, 荧光探针, 聚集诱导增强发射, 2,4,6-三硝基苯酚

Abstract:

A novel bis-naphthalimide derivative(Bis-Nph) was designed, synthesized and characterized by nuclear magnetic resonance spectroscopy(NMR) and high resolution mass spectrometry(HRMS). Compound Bis-Nph presented typical intramolecular charge transfer(ICT) emission and aggregation-induced enhanced emission(AIEE). It could be used as a fluorescent probe to detect 2,4,6-trinitrophenol(TNP) in aqueous solution, the calculated limit of detection is 5.8×10-7 mol/L. The mechanism for sensing TNP was investigated using 1H NMR. The proton transfers from TNP to Bis-Nph and blocks the ICT emission, and causes the fluorescence to be quenched remarkably. Further, Bis-Nph showed low cytotoxicity and could be made into test strips for rapid TNP detection.

Key words: Naphthalimide, Fluorescent probe, Aggregation-induced enhanced emission, 2, 4, 6-Trinitrophenol

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