Fluorescent probe capable of simultaneously detecting TNT and TNP and preparation method thereof

A fluorescent probe and detection limit technology, applied in the field of fluorescent probes, can solve problems such as difficult to distinguish, poor resolution, and difficult detection, and achieve the effects of good specificity, easy operation, and high sensitivity

Active Publication Date: 2020-11-17
BEIJING INSTITUTE OF TECHNOLOGYGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Although the fluorescent probes currently used to detect TNT and TNP can accurately detect TNT molecules or TNP molecules, it is difficult to effectively distinguish the two, which is mainly due to the structural similarity between TNT and TNP

Method used

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  • Fluorescent probe capable of simultaneously detecting TNT and TNP and preparation method thereof
  • Fluorescent probe capable of simultaneously detecting TNT and TNP and preparation method thereof
  • Fluorescent probe capable of simultaneously detecting TNT and TNP and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] A fluorescent probe, its structural formula is as follows:

[0036]

[0037] A preparation method of fluorescent probe is as follows:

[0038] Synthesize 3,3'-diamino-4,4'-azofurazan by 3,4-diaminofurazan, sodium bicarbonate, etc., and then add a certain dose of 2-hydroxy-1-naphthaldehyde and absolute ethanol , by refluxing overnight to synthesize the fluorescent probe molecule in this patent.

[0039] Step 1: Dissolve 0.3g 3,4-diaminofurazan and sodium bicarbonate in distilled water, then add sodium hypochlorite solution, after the 3,4-diaminofurazan has reacted completely, stand and filter to obtain the crude product, and use DMSO / H 2 O mixed solvent is carried out recrystallization to separate out the pure solid product, finally filter and wash and vacuum-dry to obtain orange-yellow solid powder 3,3'-diamino-4,4'-azofurazan; wherein 3,4-diaminofurazan, The molar mass ratio of sodium bicarbonate and sodium hypochlorite is 1:2:3, and the unit is mmol.

[0040] St...

Embodiment 2

[0054] A preparation method of fluorescent probe is as follows:

[0055] Synthesize 3,3'-diamino-4,4'-azofurazan by 3,4-diaminofurazan, sodium bicarbonate, etc., and then add a certain dose of 2-hydroxy-1-naphthaldehyde and absolute ethanol , by refluxing overnight to synthesize the fluorescent probe molecule in this patent.

[0056] Step 1: Dissolve 0.5g of 3,4-diaminofurazan, sodium bicarbonate and sodium hypochlorite in distilled water. After the reaction of 3,4-diaminofurazan is complete, stand and filter to obtain the crude product, and recrystallize it with DMF solvent Precipitate solid pure product, finally filter, wash and vacuum dry to obtain orange solid powder 3,3'-diamino-4,4'-azofurazan; 3,4-diaminofurazan, sodium bicarbonate, sodium hypochlorite mole The mass ratio is 1:3:3, and the unit is mmol.

[0057] Step 2: Dissolve the 3,3'-diamino-4,4'-azofurazan prepared in Step 1 in DMF solution; after complete dissolution, add 2-hydroxyl-1 -Naphthyl formaldehyde; af...

Embodiment 3

[0064] A preparation method of fluorescent probe is as follows:

[0065] Synthesize 3,3'-diamino-4,4'-azofurazan by 3,4-diaminofurazan, sodium bicarbonate, etc., and then add a certain dose of 2-hydroxy-1-naphthaldehyde and absolute ethanol , by refluxing overnight to synthesize the fluorescent probe molecule in this patent.

[0066] Step 1: Dissolve 1.0g of 3,4-diaminofurazan, sodium bicarbonate and sodium hypochlorite in distilled water. After the reaction of 3,4-diaminofurazan is complete, stand and filter to obtain the crude product, and recrystallize it with DMF solvent Precipitate solid pure product, finally filter, wash and vacuum dry to obtain orange solid powder 3,3'-diamino-4,4'-azofurazan; 3,4-diaminofurazan, sodium bicarbonate, sodium hypochlorite mole The mass ratio is 1:3:5, and the unit is mmol.

[0067] Step 2: Dissolve the 3,3'-diamino-4,4'-azofurazan prepared in Step 1 in DMF solution; after complete dissolution, add 2-hydroxyl-1 -Naphthyl formaldehyde; af...

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PUM

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Abstract

The invention relates to a preparation method of a TNT and TNP detection probe, and belongs to the field of small molecular fluorescent materials. The preparation method comprises the following steps:reacting 3,4-diamino furazan with sodium bicarbonate, and recrystallizing with DMSO/H2O to prepare 3,3'-diamino-4,4'-azofurazan; reacting the 3,3'-diamino-4,4'-azofurazan with 2-hydroxy-1-naphthaldehyde to prepare a difunctional fluorescent molecular probe; and filtering, washing, drying and weighing the product to obtain a dark red solid product, thereby obtaining the final product. The probe realizes simultaneous rapid selective recognition of TNT and TNP on an ultraviolet channel and a fluorescence channel, especially in the fluorescence channel, after TNT and TNP are added, fluorescence intensity of probe molecules is quenched to different degrees, and red shift of different degrees also occurs in an emission peak, so that the probe is very effective for differentially detecting TNT and TNP.

Description

technical field [0001] The invention belongs to the technical field of fluorescent probes, and in particular relates to a fluorescent probe capable of simultaneously detecting TNT and TNP and a preparation method thereof. Background technique [0002] Fluorescence sensing technology is based on the changes of various photophysical properties such as fluorescence emission intensity, excited state lifetime, fluorescence spectrum shape, and fluorescence polarization or anisotropy of the fluorescent molecular probe before and after the addition of the target analyte, so as to realize the detection of the target substance. detection. Since Swager et al. in the United States first used organic conjugated polymer films to detect trace explosive compounds in 1998, the research on the detection of trace explosives using fluorescence sensing technology has been rapidly developed and applied. [0003] In recent years, homogeneous (solution) fluorescent sensors have been widely favored...

Claims

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Application Information

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IPC IPC(8): C07D271/08C09K11/06G01N21/64
CPCC07D271/08C09K11/06G01N21/643C09K2211/1048G01N2021/6432
Inventor 杜君宜刘吉平杨威威郑东森
Owner BEIJING INSTITUTE OF TECHNOLOGYGY
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