Coumarosone fluorescent probe for detecting Cu < 2 + > as well as preparation method and application of coumarosone fluorescent probe

A fluorescent probe, coumarin technology, which is applied in the field of chemical analysis, can solve the problem that the structure design is not novel enough, and achieve the effect of strong anti-interference ability

Pending Publication Date: 2022-05-06
宁夏师范学院
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although it is possible to realize the Cu 2+ detection, but the structural design is not

Method used

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  • Coumarosone fluorescent probe for detecting Cu &lt; 2 + &gt; as well as preparation method and application of coumarosone fluorescent probe
  • Coumarosone fluorescent probe for detecting Cu &lt; 2 + &gt; as well as preparation method and application of coumarosone fluorescent probe
  • Coumarosone fluorescent probe for detecting Cu &lt; 2 + &gt; as well as preparation method and application of coumarosone fluorescent probe

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Embodiment 1: Preparation method and usage method of probe L

[0035] The present invention detects Cu 2+ The coumarin fluorescent probe named (E)-N'-(7-(diethylamino)-2-oxo-2H-benzopyran-4-ylmethylene)imidazo[2 , 1-b] thiazole-6-hydrazide, hereinafter or referred to as probe L, the structural formula is as follows figure 1 shown.

[0036] 1) The preparation method is as follows (the preparation reaction formula is as follows figure 2 shown):

[0037] Synthesis of ethyl imidazo[2,1-b]thiazole-6-carboxylate (1): Slowly add ethyl 3-bromopyruvate dropwise to 2-aminothiazole (1.00 g, 10 mmol) in tetrahydrofuran (100 mL) The ester (2.68g, 11mmol) was added dropwise for 5 minutes, and the color of the solution turned brown. After stirring at room temperature for 24 hours, a precipitate formed. The precipitate was filtered and rinsed three times with tetrahydrofuran to obtain a white powder. It was dissolved in 50 mL of absolute ethanol, refluxed for 4 h, filtered under ...

Embodiment 2

[0044] Embodiment 2: the recognition of metal ion by probe L

[0045] In order to study the recognition of different metal ions by probe L in acetonitrile solution, such as image 3 As shown, when the excitation wavelength is 335nm, the probe L (2.0×10 -5 mol L -1 ) has a maximum emission peak at 568nm, when adding 2×10 -4 mol L -1 Various metal ions (K + 、Na + , Li + 、Ag + , Ca 2+ , Mg 2+ , Zn 2+ 、Ba 2+ 、Co 2+ 、Cd 2+ , Sn 2+ 、Ni 2+ , Mn 2+ , Fe 2+ , Pb 2 + 、Sr 2+ , Fe 3+ 、Al 3+ 、Cr 3+ ), the fluorescence emission peak intensity was different, but the emission peak position did not change significantly; but adding Cu 2+ After that, the emission peak of probe L at 568nm shifted blue to 462nm, and the solution changed from orange fluorescence to blue fluorescence under the irradiation of 365nm ultraviolet lamp. This shows that the probe L on Cu 2+ highly selective recognition.

Embodiment 3

[0046] Example 3: Probe L and Cu 2+ UV Titration Experiment

[0047] To explore probe L and Cu 2+ The binding characteristics, carry out UV titration experiments, such as Figure 4 As shown, in acetonitrile solution, with Cu 2+ Concentration (0~20μmol·L -1 ), the probe L (2.0×10 -5 mol L -1 ) the absorption values ​​at 256 and 497nm gradually increase, while the absorption values ​​at 280, 316 and 428nm gradually decrease, and there are isoabsorbing points at 268 and 474nm, indicating that the probe L and Cu 2+ A stable complex is formed.

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Abstract

The invention relates to the field of chemical analysis, in particular to a coumarin fluorescent probe for detecting Cu < 2 + > as well as a preparation method and application of the coumarin fluorescent probe. The novel fluorescent probe for identifying Cu < 2 + >, namely (E)-N '-(7-(diethylamino)-2-oxo-2H-benzopyran-4-yl methylene) imidazo [2, 1-b] thiazole-6-hydrazide, is successfully prepared by utilizing dehydration condensation of imidazo [2, 1-b] thiazole and coumarin aldehyde, the probe is novel in structure, realizes two-coordinate binding with Cu < 2 + >, accords with an ICT mechanism, and can be used for detecting Cu < 2 + >. And the whole material shows specific recognition on copper ions.

Description

technical field [0001] The invention relates to the field of chemical analysis, in particular to a method for detecting Cu 2+ The coumarin-based fluorescent probe, its preparation method and use. Background technique [0002] Currently, it can be used to detect Cu 2+ The methods include voltammetry and potentiometer, inductively coupled plasma atomic emission spectrometry, inductively coupled plasma mass spectrometry, atomic absorption spectrometry, etc. Compared with these methods, fluorescent probes are highly sensitive and easy to perform , rapid response and other advantages are widely used in the detection of metal ions. Among them, the Schiff base probe has the advantages of low cost, easy synthesis, and high yield. In addition, its characteristic group (HC=N- or -RC=N-) has a lone pair of electrons on the hybrid orbital of the N atom. , so that it has good coordination ability for metal ions. [0003] The prior art has studied and reported that some can be used to...

Claims

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Application Information

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IPC IPC(8): C07D513/04C09K9/02C09K11/06G01N21/64
CPCC07D513/04C09K11/06C09K9/02G01N21/643C09K2211/1051C09K2211/1088
Inventor 王海滨薛蕾徐新刘世巍韩新宁曾俊柱徐阳
Owner 宁夏师范学院
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