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Fluorescent probe for rapidly identifying 2, 4, 6-trinitrophenol and preparation method thereof

A trinitrophenol, fluorescent probe technology, applied in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve the problems that water solubility, selectivity and visibility cannot be well balanced, and achieve The effect of low cost, good stability and simple synthesis

Active Publication Date: 2020-06-16
ANHUI UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, some TNP fluorescent probes disclosed in the prior art cannot take into account water solubility, selectivity and visibility well

Method used

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  • Fluorescent probe for rapidly identifying 2, 4, 6-trinitrophenol and preparation method thereof
  • Fluorescent probe for rapidly identifying 2, 4, 6-trinitrophenol and preparation method thereof
  • Fluorescent probe for rapidly identifying 2, 4, 6-trinitrophenol and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] (1) Dissolve 2g (12.3mmol) of 7-hydroxycoumarin and 4g (28.5mmol) of hexamethylenetetramine in 35mL of glacial acetic acid, keep at 90°C for 9h under magnetic stirring, then add aqueous hydrochloric acid (V 盐酸 :V 水 =21:25) 46mL, and then heated to 70°C to continue the incubation reaction for 1h. Cooled to room temperature, poured into 150mL ice water, extracted with ethyl acetate (3 times, 50mL each time), combined the extracts with anhydrous Na 2 SO 4 After drying, the solvent ethyl acetate was removed by rotary evaporation to obtain the crude product of 8-formyl-7-hydroxycoumarin in the form of light yellow powder, which was recrystallized from absolute ethanol with a yield of 12%.

[0031] (2) Take 0.2g (1.05mmol) of the 8-formyl-7-hydroxycoumarin obtained in the above-mentioned embodiment 1 (1) and dissolve it in 35mL of absolute ethanol, stir and dissolve it, and then add it in 5mL of absolute ethanol dropwise. 0.1458 g (0.52 mmol) 3,3'-diamino-4,4'-dihydroxydip...

Embodiment 2

[0034] Embodiment 2: Measurement of the fluorescence spectrum response of conventional nitroaromatic explosives to probe L solution

[0035] The fluorescence spectral response of the probe to conventional nitroaromatic explosives was measured in DMF-H 2 O (V DMF / V H2O =9:1) carried out in the mixed solvent, the probe used is the probe sample prepared in embodiment 1, and the concentration of the probe and different conventional nitroaromatic explosives is 10 -3 mol / L.

[0036] With DMF-H 2 O(V DMF / V H2O =9:1) The mixed solution is prepared as a solvent with a concentration of 10 -3 mol / L of 4-nitrotoluene (4-NT), 2,6-dinitrotoluene (2,6-DNT), trinitrotoluene (TNT), 2,4-dinitrotoluene (2, 4-DNT), p-nitrophenol (4-NP), o-nitrophenol (2-NP), nitrobenzene (NB), 2-nitrotoluene (2-NT), 2,4,6-tri Nitrophenol (TNP) and fluorescent probe L solutions are used in the following examples.

[0037] Use a pipette gun to draw 1mL concentration of 10 -3 The mol / L fluorescent probe ...

Embodiment 3

[0038] Embodiment 3: TNP is to the fluorescence titration of fluorescent probe L solution

[0039] Use a pipette to draw 2mL with a concentration of 10 -3 The fluorescent probe L solution of mol / L was transferred to a 3mL cuvette, and the dropping concentration was 10 -3 mol / L TNP solution, test the influence of TNP concentration on the fluorescent performance of the probe solution (λex=400nm, λem=580nm). The result is as image 3 shown. Depend on image 3 It can be seen that with the gradual addition of TNP, the intensity of the fluorescence emission peak of the system gradually decreases. The reason is that the three electron-deficient nitro groups in the TNP structure receive photon excitation and fall back to the electrons in the ground state, and the electrons cannot return to the original excited state. Fluorescence quenching results in fluorescence spectra of different intensities.

[0040] All the experimental conditions and processing methods of this embodiment a...

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Abstract

The invention belongs to the field of fluorescent probe preparation technology and application, and particularly relates to a fluorescent probe for rapidly identifying 2, 4, 6-trinitrophenol moleculesand a preparation method thereof. The structural formula of the fluorescent probe molecule L is shown in the specification, and the fluorescent probe molecule L is obtained by reacting 8-formyl-7-hydroxycoumarin with 3, 3'-diamino-4, 4'-dihydroxy diphenyl sulfone. The fluorescent probe disclosed by the invention has relatively good selectivity and visual color change on 2, 4, 6-trinitrophenol (TNP), the detection limit is 1.2*10<-7>mol / L, and the fluorescent probe has a very good application prospect.

Description

technical field [0001] The invention belongs to the technical field of fluorescent probe preparation and application, and in particular relates to a fluorescent probe for rapidly identifying 2,4,6-trinitrophenol and a preparation method thereof. Background technique [0002] 2,4,6-Trinitrophenol (TNP), also known as picric acid, is one of the most powerful explosives in nitroaromatic explosives (NAEs), and is widely used in industry and civilian use, such as fireworks, leather And chemical industries such as dyes. It causes huge pollution to the soil and water environment during production, use and transportation, and is a potential soil and water system pollutant. [0003] Traditional TNP detection methods include chromatography, ion transfer and spectroscopy. Although the sensitivity of these methods is relatively high, they all have certain shortcomings, such as expensive instruments and equipment, complicated operation process, time-consuming, and not suitable for on-s...

Claims

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Application Information

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IPC IPC(8): C07D311/16C09K11/06G01N21/64
CPCC07D311/16C09K11/06G01N21/643C09K2211/1007C09K2211/1014C09K2211/1088G01N2021/6439Y02A20/20
Inventor 马祥梅马静王斌
Owner ANHUI UNIV OF SCI & TECH
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