有机化学 ›› 2016, Vol. 36 ›› Issue (1): 151-157.DOI: 10.6023/cjoc201506022 上一篇    下一篇

研究论文

一种萘酰亚胺-罗丹明衍生物的合成、聚集诱导荧光增强及其双通道荧光探针性能 2017-2018 Awarded

孙京府, 钱鹰   

  1. 东南大学化学化工学院 南京 211189
  • 收稿日期:2015-06-17 修回日期:2015-09-06 出版日期:2016-01-25 发布日期:2015-09-17
  • 通讯作者: 钱鹰 E-mail:yingqian@seu.edu.cn
  • 基金资助:

    国家自然科学基金(No. 61178057)资助项目.

A Novel Naphthalimide-Rhodamine Fluorescence Sensor: Synthesis, Aggregation-Induced Emission Enhancement and Its Dual-Channel Detection Property

Sun Jingfu, Qian Ying   

  1. School of Chemistry and Chemical Engineering, Southeast University, Nanjing 211189
  • Received:2015-06-17 Revised:2015-09-06 Online:2016-01-25 Published:2015-09-17
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 61178057).

合成了一种萘酰亚胺-罗丹明新型荧光探针N,N'-罗丹明内酰乙氨基-4-吡啶乙烯基-1,8-萘酰亚胺(PNRh), 并通过核磁氢谱、核磁碳谱及高分辨质谱结构表征. 测定了PNRh的固体、乙醇和水的混合溶液中的荧光光谱, 实验发现暗室中紫外灯下固体PNRh发出亮黄色荧光, 最大发射波长为592 nm. 在乙醇和水的混合溶液中, 随着含水量的增加, 荧光逐渐增强, 当含水量达到100%时, 荧光强度最大, 溶液则由微弱的蓝色荧光变为暗红色的荧光. 研究了荧光分子PNRh对金属离子Hg2+和Cr3+的选择性识别. 实验发现PNRh具有聚集诱导荧光增强的性质, 可实现对Hg2+和Cr3+的比率和双通道识别, 是一种优良的Hg2+和Cr3+检测荧光探针.

关键词: 萘酰亚胺-罗丹明, 聚集诱导荧光增强, 双通道荧光探针, Hg2+探针, pH探针

A novel fluorescence probe based on naphthalimide-rhodamine N,N'-rhodamine acyl ethylamino-4-pyridine vinyl-1,8-naphathlimide (PNRh) was synthesized and characterized by 1H NMR, 13C NMR and HRMS techniques. Fluorescence spectra of PNRh in solid, ethanol/water mixed solution were measured. The results demonstrated that PNRh performed luminous yellow fluorescence in the solid state and the maximum emission wavelength was 592 nm. With the increasing of water content, the fluorescence intensity was enhanced in the ethanol/water mixed solution. When the water content reached 100%, the fluorescence intensity got the highest, and the color of the solution turned from slight blue fluorescence to kermesinus fluorescence. In addition, metal ion probe behavior of PNRh was detected. In a word, PNRh, possessed the characteristic of aggregation-induced emission enhancement (AIEE), was a dual-channel fluorescence sensor for detection Hg2+ and Cr3+ ions.

Key words: naphthalimide-rhodamine, aggregation-induced emission enhancement, dual-channel fluorescence probe, mercury ion fluorescence probe, pH fluorescence probe