ARTICLES

A Water-Soluble Naphthalimide-Based Fluorescent Probe for Specific Sensing of Fe3+ and $\text{C}{{\text{r}}_{2}}\text{O}_{7}^{2-}$

  • Chuntian Shi ,
  • Mei Yu ,
  • Aibin Wu ,
  • Jiangxiong Luo ,
  • Xiaojun Li ,
  • Ningchen Wang ,
  • Wenming Shu ,
  • Weichu Yu
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  • a School of Chemistry and Environmental Engineering, Yangtze University, Jingzhou, Hubei 434023
    b Unconventional Oil and Gas Collaborative Innovation Center, Yangtze University, Jingzhou, Hubei 434023
    c College of Mechanical and Vehicle Engineering, Hunan University, Changsha 410082
* Corresponding authors. E-mail: ;

Received date: 2022-04-13

  Revised date: 2022-06-02

  Online published: 2022-07-21

Supported by

National Science and Technology Major Project of China(2017ZX05049-003-007); National Natural Science Foundation of China(21801022)

Abstract

N-(2-(2-(2-Hydroxyethoxy)ethyl)-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-6-yl)furan-2-carboxamide (1) that can selectively recognize Fe3+ and $\text{C}{{\text{r}}_{2}}\text{O}_{7}^{2-}$ was synthesized, which was the first small molecule probe based on naphthalimide to detect $\text{C}{{\text{r}}_{2}}\text{O}_{7}^{2-}$. The pH titration showed that the spectral red shift caused by the enhancement of intramolecular charge transfer (ICT) effect was as a result of formation of amide anion. Besides, the selectivity, concentration titration, time dependence, quenching constant, detection limit and recognition mechanism of probe 1 to Fe3+ and $\text{C}{{\text{r}}_{2}}\text{O}_{7}^{2-}$ were also studied in CH3CN/N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid (HEPES) buffer solution. The results showed that Fe3+ and $\text{C}{{\text{r}}_{2}}\text{O}_{7}^{2-}$ could rapidly quenched the fluorescence of probe 1 through the inner filter effect. The quenching effects remained constant after 30 s, and the quenching constants were 6.14×103 and 6.55×103 L•mol–1, respectively. The detection limits of probe 1 for Fe3+ and $\text{C}{{\text{r}}_{2}}\text{O}_{7}^{2-}$ were 1.62 and 1.56 μmol/L, respectively. The determination of Fe3+ and $\text{C}{{\text{r}}_{2}}\text{O}_{7}^{2-}$ in water samples made it clear that probe 1 could be used as a potential detection tool in practical application.

Cite this article

Chuntian Shi , Mei Yu , Aibin Wu , Jiangxiong Luo , Xiaojun Li , Ningchen Wang , Wenming Shu , Weichu Yu . A Water-Soluble Naphthalimide-Based Fluorescent Probe for Specific Sensing of Fe3+ and $\text{C}{{\text{r}}_{2}}\text{O}_{7}^{2-}$[J]. Chinese Journal of Organic Chemistry, 2022 , 42(9) : 2806 -2813 . DOI: 10.6023/cjoc202204032

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