Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (12): 3274-3281.DOI: 10.6023/cjoc201706037 Previous Articles     Next Articles

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一种具有聚集诱导发光性质的Fe3+荧光探针的合成及性能研究

刘瑞姣, 曾竟   

  1. 新疆师范大学化学化工学院 乌鲁木齐 830054
  • 收稿日期:2017-06-28 修回日期:2017-08-08 发布日期:2017-09-15
  • 通讯作者: 曾竟, 刘瑞姣 E-mail:zengjing800111@163.com;lrjxjnu@163.com
  • 基金资助:

    新疆维吾尔自治区自然科学基金(No.2015211B024)和新疆师范大学博士启动基金(No.XJNUBS1508)资助项目.

Study on a Novel Colorimetric and Off-On Fluorescent Chemosensor with Aggregation-Induced Emission Effect for Detection of Fe3+ in Aqueous Solution

Liu Ruijiao, Zeng Jing   

  1. College of Chemistry and Chemical Engineering, Xinjiang Normal University, Urumqi 830054
  • Received:2017-06-28 Revised:2017-08-08 Published:2017-09-15
  • Contact: 10.6023/cjoc201706037 E-mail:zengjing800111@163.com;lrjxjnu@163.com
  • Supported by:

    Project supported by the Natural Science Foundation of Xinjiang Uygur Aotonomous Region (No. 2015211B024) and the Doctoral Scientific Research Foundation of Xinjiang Normal University (No. XJNUBS1508).

A novel tetraphenylethyene-functionalized rhodamine derivative (TPE-RhB) was designed and synthesized. FT-IR, NMR, MS, elemental analysis, cyclic voltammetry electrochemical analysis, UV-Vis, and molecular fluorescence were used to study its structure, electrochemical and optical properties. These results showed that the electron affinity of TPE-RhB was 3.66 eV, which is expected to develop electron-transporting material. A significant aggregation-induced emission (AIE) effect of TPE-RhB was found through solution fluorescence test in different V(EtOH):V(H2O) mixed solvents. Furthermore, sensor TPE-RhB displayed highly seletive and sensitive off-on fluorescence response and naked-eye color change to Fe3+ in EtOH/H2O (V:V=1:1, Tris-HCl pH 7.0) solution. The association constant between TPE-RhB and Fe3+ was detected to be 3.12×103 and the detection limit was calculated to be 3.53×10-7 mol·L-1. The probe TPE-RhB also showed a good linearity (R2=0.9915) in the range of 60~180 μmol/L of Fe3+ ion. The mechanisms had been supported by Job's plot evalution, fluorescence titrations, and 1H NMR spectroscopic studies.

Key words: tetraphenylethyene, rhodamine B, aggregation-induced emission (AIE) effect, fluorescent chemosensor, optoelectronic material