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Chinese Journal of Organic Chemistry >

2020 , Vol. 40 >Issue 6: 1588 - 1597

DOI: https://doi.org/10.6023/cjoc201911002

Hydrophilic Fluorescent Probes for Fe3+ Ions Based on Nanoparticles of Twisting D-π-A Type Compound Derived from Benzylidenemalononitrile

  • Liu Xing ,
  • Tao Peng ,
  • Yang Jingjing ,
  • Liu Wen ,
  • Wang Hua ,
  • Wang Xuening ,
  • Zhao Qiang ,
  • Wong Wai-yeung ,
  • Xu Bingshe
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  • a Key Laboratory of Interface Science and Engineering in Advanced Materials of Ministry of Education, Taiyuan University of Technology, Taiyuan, Shanxi 030024;
    b Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hong Kong 999077;
    c Department of Cardiovascular Surgery, Shanxi Baiqiuen Hospital(Shanxi Academy of Medical Sciences), Taiyuan, Shanxi 030032;
    d Key Laboratory for Organic Electronics and Information Displays and Institute of Advanced Materials, Nanjing University of Posts and Telecommunications(NUPT), Nanjing 210023

Received date: 2019-11-04

  Revised date: 2020-01-27

  Online published: 2020-04-09

Supported by

Project supported by the National Natural Scientific Foundation of China (Nos. 61775155, 61605138, 61705156, 61905120), the Shanxi Provincial Key Innovative Research Team in Science and Technology (No. 201601D021043), and the Hong Kong Polytechnic University (No. 1-ZE1C and 847S).

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Abstract

In this work, the novel fluorescent probes for detecting Fe3+ ions based on nanoparticles (TA-DF-BDM/PSMA NPs) of fluorescence material with twisting D-π-A configuration was designed and prepared, in which triphenylamine (TA), 9,9-dioctylfluorene (DF) and benzylidenemalononitrile (BDM) serve as electron donor (D) unit, π conjugated unit, and electron acceptor (A) unit, respectively. TA-DF-BDM/PSMA NPs exhibit red-emission peak located at 610 nm in photoluminescence spectrum and larger stokes shifts (ca. 203 nm). And, TA-DF-BDM/PSMA NPs exhibit high selectivity for detecting Fe3+ ions in pure water with high sensitivity and low detection limit of 0.9833 μmol/L. More importantly, TA-DF-BDM/PSMA NPs show such properties as good photophysical stability, reversibility, excellent biocompatibility and low cytotoxicity, which can be utilized in bioimaging investigations.

Key words： fluorescent probes; Fe3+ ions; hydrophilcity; reversibility

Cite this article

Liu Xing , Tao Peng , Yang Jingjing , Liu Wen , Wang Hua , Wang Xuening , Zhao Qiang , Wong Wai-yeung , Xu Bingshe . Hydrophilic Fluorescent Probes for Fe3+ Ions Based on Nanoparticles of Twisting D-π-A Type Compound Derived from Benzylidenemalononitrile[J]. Chinese Journal of Organic Chemistry, 2020 , 40(6) : 1588 -1597 . DOI: 10.6023/cjoc201911002

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