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Preparation and application for organic fluorescence sensing array capable of distinguishing plurality of explosives by fluorescence method

A technology for fluorescent sensing and explosives, applied in the field of fluorescent sensing arrays, can solve the problems of few types of explosives, high cost, and difficult detection

Active Publication Date: 2018-04-20
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, nitroamine (RDX) and nitroester (PETN) explosives have low vapor pressure and poor volatility, and these molecules have poor electron donating ability, so they are relatively difficult to detect
However, S and peroxide explosive molecules are difficult to detect due to the absence of chromophores.
Therefore, it is particularly difficult to achieve the goal of distinguishing multiple types of explosives by using as few sensor arrays as possible.
[0004] At present, the array discrimination methods in the existing reports can distinguish fewer types of explosives, most of which do not exceed three types
Moreover, these sensor arrays are complex in composition and expensive, and cumbersome analysis methods are required in the process of distinguishing
This obviously cannot meet the actual demand
It is challenging for researchers to realize simple sensing array to distinguish multiple types of explosives

Method used

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  • Preparation and application for organic fluorescence sensing array capable of distinguishing plurality of explosives by fluorescence method
  • Preparation and application for organic fluorescence sensing array capable of distinguishing plurality of explosives by fluorescence method
  • Preparation and application for organic fluorescence sensing array capable of distinguishing plurality of explosives by fluorescence method

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preparation example Construction

[0099] As mentioned above, the present invention discloses a method for preparing an organic fluorescent sensing material that can be distinguished by high-sensitivity fluorescence detection for several types of explosives. In a preferred embodiment of the present invention, n=3 in the preparation formula (I) The carbazole derivative, the step (1) specifically includes:

[0100] (1a) the compound shown in the formula (II) reacts with RX ' to prepare the compound shown in the formula (III);

[0101]

[0102] X in formula (II) and formula (III) is the same or different, and is independently selected from halogen (such as Br, I); X' in RX' is selected from halogen (such as Br, I); Formula (III) and The definition of R in RX' is the same as formula (I);

[0103] (1b) compound shown in formula (III) and R'B(OH) 2 Reaction makes the compound shown in formula (IV);

[0104]

[0105] Formula (IV) and R'B(OH) 2 Among them, the definition of R' is the same as formula (I); In f...

Embodiment 1

[0148] Preparation has the following molecular 1 R is a straight-chain octyl group, R' is a 4-methoxycarbonylphenyl group, and n is a carbazole derivative of 3, and its preparation method is as follows:

[0149]

[0150] (1) Dissolve 1 g of 2,7-dibromocarbazole in 30 ml of N,N-dimethyl-formamide (DMF) solution, place the above solution in an ice bath at 0°C, and slowly add 1.2 The equivalent of 74 mg of sodium hydride solid was continuously stirred for half an hour, then 1.5 equivalent of 1-bromooctane was slowly added, and after reacting overnight at room temperature, the product was obtained by column chromatography.

[0151] (2) Get 500 mg of the product obtained in step (1), add 20 ml of 1,4-dioxane solution, add 5 equivalents of bisvaleryl diboron, 14 equivalents of potassium acetate, 10% equivalents of [1,1 '-bis(diphenylphosphino)ferrocene]palladium dichloride was reacted for 6 hours at 80°C under the protection of argon, and the product (TM-1) was obtained by column...

Embodiment 2

[0156] Preparation has the following molecular 2 R is a benzyl group, R' is a 4-methoxycarbonylphenyl group, and n is a carbazole derivative of 3, and its preparation method is as follows:

[0157]

[0158] (1) Dissolve 1 gram of 2,7-dibromocarbazole in 30 milliliters of N,N-dimethyl-formamide (DMF) solution, place the above solution in an ice bath at 0°C, and slowly add 1.2 Equivalent of 74 mg of sodium hydride solid, after continuous stirring for half an hour, 1.5 equivalent of benzyl bromide was slowly added, and after reacting overnight at room temperature, the product was obtained by column chromatography.

[0159] (2) Get 500 mg of the product obtained in step (1), add 20 ml of 1,4-dioxane solution, add 5 equivalents of bisvaleryl diboron, 14 equivalents of potassium acetate, 10% equivalents of [1,1 '-bis(diphenylphosphino)ferrocene]palladium dichloride was reacted for 6 hours at 80°C under the protection of argon, and the product (TM-1) was obtained by column chromat...

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Abstract

The invention relates to a fluorescence sensing array composed of a plurality of fluorescence sensing materials and capable of detecting and distinguishing five explosives, and a preparation method and an application of the fluorescence sensing array. The fluorescence sensing array is composed of a plurality of nanometer materials which are self-assembled by carbazole derivatives under the pi-pi interaction. The component materials in the fluorescence sensing array provided by the invention are organic fluorescence sensing materials, and have typical characteristics of P-type materials and good luminescence stability; and the fluorescence sensing array composed of the materials has good distinguishing effect to explosives.

Description

technical field [0001] The invention belongs to a fluorescent sensing array composed of organic semiconductor fluorescent nanomaterials, in particular to the design, synthesis, assembly of sensing arrays of several P-type semiconductor materials based on carbazole molecules and the selective detection of the sensing array according to the difference in fluorescence response changes of the sensing array. Several classes of explosives are distinguished. Background technique [0002] Explosives pose a great threat to personal safety, national security, and the natural environment. Therefore, scientific researchers have done a lot of work in the detection and research of explosives. If explosives can be distinguished while detecting explosives, this is of great significance in anti-terrorism. Conventional explosives can be roughly divided into the following categories: nitroalkanes (DMNB), nitroaromatic compounds (DNT, TNT), nitroamines (RDX), nitroesters (PETN), black powder (...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D209/86G01N21/64
CPCC07D209/86C09K11/06C09K2211/1029G01N21/643
Inventor 车延科朱其建熊伟
Owner INST OF CHEM CHINESE ACAD OF SCI
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