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Application of tribenzothiazolyl benzene to nitryl aroma explosive fluorescence detection

A technology of tribenzothiazolylbenzene and benzothiazolylbenzene, which is applied in the application field of tribenzothiazolylbenzene, can solve problems such as few reports in the literature, achieves good trace detection, low detection limit, and responsiveness short time effect

Active Publication Date: 2018-03-09
SOUTH CHINA NORMAL UNIVERSITY +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Recently, they have also been reported as fluorescent materials for the detection of metal ions [Erdemir S, Kocyigit O.Talanta, 2016, 158:63-69], but there are few literature reports on their application in the fluorescence detection of trace amounts of nitroaromatic explosives [Arockiam J B, Ayyanar S. Sens. Actuators B, 2017, 242:535-544]
[0005] The synthesis of tribenzothiazolylbenzene has been reported in recent years[Zhang X, Liu J Y.Dyes Pigm.,2016,12:80-88], but there is no synthesis of it and 2,4,6-trinitrotoluene (TNT ), 2,4,6-trinitrophenol, 2,4-dinitrophenol, 3,5-dinitrosalicylic acid, 4-nitrophenol, 2,4-dinitrotoluene, 4- A report on the change of fluorescence properties of typical nitroaromatic explosives such as nitrotoluene, 4-nitrobenzaldehyde, nitrobenzene and 4-nitrobenzoic acid

Method used

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  • Application of tribenzothiazolyl benzene to nitryl aroma explosive fluorescence detection
  • Application of tribenzothiazolyl benzene to nitryl aroma explosive fluorescence detection
  • Application of tribenzothiazolyl benzene to nitryl aroma explosive fluorescence detection

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Synthesis of Tribenzothiazolylbenzene

[0038] The chemical reaction equation is shown in Reaction Formula II:

[0039]

[0040] Specifically include the following steps:

[0041] Weigh 3mmol of trimesic acid and 9.2mmol of 2-aminothiophenol, add them into the reaction bottle, then add the catalyst polyphosphoric acid (PPA), and react at 150°C for 24 hours. After the reaction was completed, after cooling to room temperature, the pH was adjusted to alkaline with 1 mol / L NaOH solution, and a large amount of solids precipitated after standing still. Suction filtration, take the solid sample to obtain the crude product, recrystallize with dichloromethane to obtain the target compound;

[0042] The structural formula and characterization of the synthesized tribenzothiazolylbenzene are as follows:

[0043]

[0044] White solid, yield 0.4813g, yield 33.6%, m.p.>300℃; 1 H NMR (400MHz, CDCl 3 ,TMS): δ=7.43-7.50(3H,m,ArH-7,7',7"), 7.53-7.60(3H,m,ArH-6,6',6"), 7.99(3H,d...

Embodiment 2

[0046] Fluorescence titration of tribenzothiazolylbenzene to 2,4,6-trinitrotoluene (TNT) prepared in Example 1

[0047] In the tetrahydrofuran-water solution (volume ratio 6:4) of tribenzothiazolylbenzene (10 μM), TNT dissolved in toluene was added dropwise, excited at 300 nm light, and the influence of TNT on the fluorescence properties of tribenzothiazolylbenzene was tested. The result is as figure 1 shown. Depend on figure 1 It can be seen that with the gradual addition of TNT, the fluorescence of tribenzothiazolylbenzene is gradually quenched; when the fluorescence is basically quenched, the amount of TNT to be added is 130 equivalents.

Embodiment 3

[0049] Fluorescent titration of tribenzothiazolylbenzene to 2,4,6-trinitrophenol (PA) prepared in Example 1

[0050] In the tetrahydrofuran-water solution (volume ratio 6:4) of tribenzothiazolylbenzene (10 μM), PA dissolved in tetrahydrofuran was added dropwise, excited at 300 nm, and the influence of PA on the fluorescence properties of tribenzothiazolylbenzene was tested. The result is as figure 2 shown. Depend on figure 2 It can be seen that with the gradual addition of PA, the fluorescence of tribenzothiazolylbenzene is gradually quenched; when the fluorescence is basically quenched, the amount of PA to be added is 16 equivalents.

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Abstract

The invention discloses an application of tribenzothiazolyl benzene to nitryl aroma explosive fluorescence detection. According to the application, the tribenzothiazolyl benzene serves as a micro-trace fluorescence detection reagent and is applied to detection of nitryl aroma explosives comprising 2, 4, 6-trinitro-toluene, 2, 4, 6-trinitrophenol, 2, 4-dinitrophenol, 3, 5-dinitrosalicylic acid, 4-nitrophenol, 2, 4-dinitrotoluene, 4-methyl nitrobenzene, 4-nitrobenzaldehyde and nitrobenzene or 4-nitrobenzoic acid, fluorescence of the tribenzothiazolyl benzene can be obviously quenched, the tribenzothiazolyl benzene has good fluorescence detection effects on typical nitryl aroma explosives, equivalent quenched by the tribenzothiazolyl benzene is low by the aid of the detected nitryl aroma explosive, detection lower limit is low, response time is short, response can be achieved within 5 seconds, and micro-trace detection of the nitryl aroma explosives can be effectively performed.

Description

technical field [0001] The invention relates to the application field of tribenzothiazolylbenzene, in particular to the application of tribenzothiazolylbenzene in the fluorescence detection of nitroaromatic explosives. Background technique [0002] Nitro-aromatic explosives have caused many adverse effects on safety, environment and health. In the fields of anti-terrorism, non-metal mine detection, environmental quality monitoring and other fields, there is an urgent need for micro-trace detection methods for nitro-aromatic explosives. Among various detection methods, fluorescence detection has attracted much attention in recent years due to its advantages of low cost, high efficiency, simplicity, strong selectivity, and rapid sensitivity. Among them, the development of easy-to-obtain and feasible fluorescent materials, and their application as a general-purpose detection material in the micro-trace detection of various nitroaromatic explosives has always been the goal of ch...

Claims

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Application Information

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IPC IPC(8): G01N21/64
CPCG01N21/6428G01N2021/6432
Inventor 汪朝阳蒋凯吴彦城
Owner SOUTH CHINA NORMAL UNIVERSITY
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