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A fluorescent molecular probe for detecting mercury ions and its preparation method and application

A technology of fluorescent molecular probes and mercury ions, which is applied in the field of fluorescent probes to achieve short response time, good selectivity, and good recognition effects

Active Publication Date: 2021-11-16
XINJIANG AGRI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

for Hg 2+ Few reports of detected probes

Method used

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  • A fluorescent molecular probe for detecting mercury ions and its preparation method and application
  • A fluorescent molecular probe for detecting mercury ions and its preparation method and application
  • A fluorescent molecular probe for detecting mercury ions and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0050] A preferred embodiment of the present invention provides a method for preparing a fluorescent molecular probe for detecting mercury ions, the specific steps are as follows:

[0051] (1) Weigh 4.00g of 4-bromo-1,8-naphthalene dicarboxylic anhydride into a 250mL three-necked flask, add 120mL of absolute ethanol, then add 8mL of aniline, slowly inject nitrogen gas for 10 minutes, and place in an oil bath Stir and heat to reflux for 7 hours. Thin-layer chromatography (TLC) was used to confirm that the reactants were completely reacted and the reaction was stopped. Take it off and let it stand overnight, and filter to obtain the light yellow product N-phenyl-4-bromo-1,8-naphthalimide (PBN). The filtrate was concentrated to obtain the light yellow product N-phenyl-4-bromo-1,8-naphthoimide (PBN).

[0052] The product N-phenyl-4-bromo-1,8-naphthalimide (PBN) was 3.33g, the yield was 83.3%, and the melting range was 188°C-190°C. IR(KBr)550cm -1 、700cm -1 、770cm -1 、885cm ...

experiment example 1

[0058] The N-phenyl-4-bromo-1,8-naphthalimide (PBN) prepared in the example was characterized by infrared spectroscopy. like figure 1 Shown, the main characteristic peak of infrared spectrogram is IR (KBr): V=550cm -1 It is C-C=O peak, 700cm -1 、770cm -1 It is the C-H peak of naphthalene ring, 885cm -1 Br peak on naphthalene ring, 1070cm -1 It is C=O peak, 1193cm -1 、1379cm -1 、1430cm -1 It is the characteristic peak of benzene ring skeleton, 1530cm -1 It is N-H peak, 1656cm -1 It is amide N-C=O peak, 3078cm -1 It is a benzene ring peak, which is consistent with the literature value and thus confirms that the functional group of the product is correct.

[0059] The structure of p-N-phenyl-4-(N,N-dihydroxyethyl)amino-1,8-naphthalimide (PDAN) was characterized by infrared spectroscopy. like figure 2 Shown, the main characteristic peak of infrared spectrogram is IR (KBr): v=3182cm -1 For -CH2 peak, 1678cm -1 It is N-C=O peak in amide, 2930cm -1 It is C-H peak, 159...

experiment example 2

[0065] N-phenyl-4-(bis(ethylthioethyl)amino)-1,8-naphthalimide is formulated with anhydrous ethanol: deionized water = 2:1 to a concentration of 1.0x10 -5 mol / L solution. Hg 2+ 、Cu 2+ 、Cr 3+ 、Co 2+ , Ca 2+ 、K + 、Na + 、Ba 2+ The salt of other metal ions is made into 1.0x10 with deionized water -1 mol / L solution.

[0066] Determination of ultraviolet-visible absorption spectrum and fluorescence spectrum: Pour the prepared solution into a cuvette, absolute ethanol: deionized water = 2:1 solvent as a reference solution, on the TU-1810PC ultraviolet-visible spectrophotometer Test the ultraviolet-visible absorption spectrum, test the fluorescence spectrum on a fluorescence spectrophotometer, and the temperature is room temperature.

[0067] In the UV spectrum of N-phenyl-4-(bis(ethylthioethyl)amino)-1,8-naphthalimide as Figure 7 As shown, the fluorescence spectrum as Figure 8 As shown, it can be observed that Ca 2+ 、Ba 2+ 、Co 2+ 、Cu 2+ 、K + , Mg 2+ 、Na + 、Ni 2+...

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Abstract

The invention discloses a fluorescent molecular probe for detecting mercury ions, a preparation method and application thereof, and belongs to the technical field of fluorescent probes. The present invention synthesizes N-phenyl-4-(bis(ethylthioethyl)amino)-1,8-naphthalimide, which is effective for Hg 2+ It has a good identification effect, and the absorbance increases with Hg in the ultraviolet absorption spectrum. 2+ The concentration increases, and the fluorescence intensity increases with Hg in the fluorescence spectrum 2+ The concentration increases and decreases, and the probe molecule is very sensitive to Hg 2+ The detection has good selectivity and short response time.

Description

technical field [0001] The invention belongs to the technical field of fluorescent probes, and in particular relates to a fluorescent molecular probe for detecting mercury ions, a preparation method and application thereof. Background technique [0002] Fluorescent molecular probes refer to molecules that can change the fluorescence intensity of the molecule when a physical property of a substance or system changes in a certain system, which can be called the fluorescence of the substance or the physical property. molecular probes. The recognition principles of fluorescent molecular probes mainly include the following: photoinduced electron transfer, intramolecular charge transfer, fluorescence resonance energy transfer, excited state intramolecular proton transfer, excimer associations, and structural functional groups (such as C=N) heterogeneity. structuring etc. Fluorescent molecular probes for intramolecular charge transfer are usually directly linked to the fluorophor...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D221/14C09K11/06G01N21/64
CPCC07D221/14C09K11/06C09K2211/1029G01N21/6428G01N2021/6417
Inventor 马福东张玲吴怡敏阿布力克木·吾布力达李俊芳
Owner XINJIANG AGRI UNIV