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Fluorescent chemical compound for TATP visual detection, preparation method and application thereof

A fluorescent compound and compound technology, applied in the field of fluorescent compounds for TATP visual detection and its preparation, can solve the problems of sensitivity, selectivity, and intuitiveness that are difficult to meet actual needs, and there are no examples of reversible multiple TATP visual detection, etc., to achieve Stable and reliable sensing response signal, beneficial to capture and adsorption, good solubility effect

Pending Publication Date: 2019-01-01
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Research work on TATP detection has been going on, but from the application point of view, the sensitivity, selectivity, and intuitiveness of the existing methods are difficult to meet the actual needs
[0004] Therefore, how to achieve rapid and accurate visual detection of TATP needs to be solved urgently. Although there have been reports on the use of fluorescent film detection in recent years, there are no examples of reversible multiple TATP visual detection.

Method used

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  • Fluorescent chemical compound for TATP visual detection, preparation method and application thereof
  • Fluorescent chemical compound for TATP visual detection, preparation method and application thereof
  • Fluorescent chemical compound for TATP visual detection, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0052] 1) Under the protection of argon, dissolve 2.5g of 1,5-dibromo-2,3,6,7-naphthalene tetracarboxylic dianhydride in 40mL of acetic acid solution, stir thoroughly for 30min, then add 2.45mL of R', React at 120°C for 4 hours. After the reaction is complete, pour the reaction solution into ice water, and solids can be seen to precipitate out. After stirring for 1 hour, suction filter, wash with water and ethanol several times, and freeze-dry the obtained filter cake. The solid was purified by silica gel column chromatography, using a mixture of dichloromethane: acetone = 100:1 as the eluent to obtain a light yellow solid which is compound I;

[0053] Among them, the molar ratio of 1,5-dibromo-2,3,6,7-naphthalene tetracarboxylic dianhydride to R' and acetic acid is 1:3:119, and the structure of R' is n=5.

[0054] 2) Under anhydrous and oxygen-free conditions, weigh 0.5g of compound I, catalyst Ruphos 0.045g, RuPhosPd G30.061g, and CsCO 3 Put 0.718g in a two-necked flask,...

Embodiment 2

[0060] 1) Under the protection of argon, dissolve 2.5g of 1,5-dibromo-2,3,6,7-naphthalene tetracarboxylic dianhydride in 40mL of acetic acid solution, stir thoroughly for 30min, then add 2.85mL of R', React at 120°C for 4 hours. After the reaction is complete, pour the reaction solution into ice water, and solids can be seen to precipitate out. After stirring for 1 hour, suction filter, wash with water and ethanol several times, and freeze-dry the obtained filter cake. The solid was purified by silica gel column chromatography, using a mixture of dichloromethane: acetone = 100:1 as the eluent to obtain a light yellow solid which is compound I;

[0061] Among them, the molar ratio of 1,5-dibromo-2,3,6,7-naphthalene tetracarboxylic dianhydride to R' and acetic acid is 1:3:119, and the structure of R' is n=8.

[0062] 2) Under anhydrous and oxygen-free conditions, weigh 0.5g of compound I, 0.031g of catalyst Ruphos, 0.055g of RuPhosPd G3, and CsCO 3 Put 0.639g in a two-necked...

Embodiment 3

[0065] 1) Under the protection of argon, dissolve 2.5g of 1,5-dibromo-2,3,6,7-naphthalene tetracarboxylic dianhydride in 40mL of acetic acid solution, stir thoroughly for 30min, then add 3.5g of R', React at 120°C for 4 hours. After the reaction is complete, pour the reaction solution into ice water, and solids can be seen to precipitate out. After stirring for 1 hour, suction filter, wash with water and ethanol several times, and freeze-dry the obtained filter cake. The solid was purified by silica gel column chromatography, using a mixture of dichloromethane: acetone = 100:1 as the eluent to obtain a light yellow solid which is compound I;

[0066] Among them, the molar ratio of 1,5-dibromo-2,3,6,7-naphthalene tetracarboxylic dianhydride to R' and acetic acid is 1:3:119, and the structure of R' is n=12.

[0067] 2) Under anhydrous and oxygen-free conditions, weigh 0.5g of compound I, 0.027g of catalyst Ruphos, 0.048g of RuPhosPd G3, and CsCO 3 Put 0.557g in a two-necked ...

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PUM

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Abstract

The invention discloses a fluorescent chemical compound for TATP visual detection, a preparation method and application thereof. According to the invention, a long alkyl chain as a flexible connectingarm is introduced to an anhydride position of naphthalic anhydride and azetidine is introduced to a bay position of anhydride naphthalene, so that the solubility of anhydride naphthalene can be further improved while the quantum yield of anhydride naphthalene can be extremely increased, and the target compound has a more stable and reliable sensing response signal on the basis of maintaining thefeature-optical physical properties of anhydride naphthalene. The invention also discloses the preparation method for the fluorescent compound with a visual detection function for TATP. The method hasthe advantages of simple operation, easily acquired raw materials, controllable reaction condition, higher yield and suitability for volume production. A detection card prepared according to the invention is capable of adjusting the strength of fluorescent light according to the practical requirements, has high photochemical stability, has an excellent sensing property for TATP and can be appliedto the aspect of safety inspection.

Description

technical field [0001] The invention belongs to the technical field of fluorescent compound preparation, and relates to a kind of fluorescent compound used for TATP visual detection and its preparation method and application. Background technique [0002] Triacetone triperoxide (English: Triacetonetriperoxide, TATP for short), also known as "entropy explosive". As a powerful hydrogen peroxide liquid explosive, TATP has become the first choice for global terrorist activities, especially suicide attacks, because of its simple preparation method and cheap and easy-to-obtain raw materials. In addition, TATP is extremely dangerous. If the amount exceeds 200mg, it will easily explode, seriously endangering the lives and property safety of the public. It is called the "Mother of Satan". Since TATP is a completely nitrogen-free explosive, it can avoid the detection of conventional security inspection methods and equipment such as sniffer dogs and explosive detection equipment. And...

Claims

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Application Information

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IPC IPC(8): C07D471/06C09K11/06C08G65/00G01N21/64
CPCC07D471/06C08G65/00C09K11/06C09K2211/1029G01N21/64G01N2021/6417
Inventor 彭浩南安闫琴徐晓洁安轩房喻
Owner SHAANXI NORMAL UNIV
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