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Organic fluorescent sensing material capable of selectively detecting nerve agent, and preparation method and application thereof

A fluorescent sensing, organic technology, applied in luminescent materials, material analysis by optical means, material analysis, etc., can solve problems such as false positives, and achieve the effect of reducing detection limit, surface pores, and specific surface area

Active Publication Date: 2017-12-08
INST OF CHEM CHINESE ACAD OF SCI +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The most important of these is that, in the absence of nerve agent simulants, fluorescence detection will also produce similar signals for some interfering substances such as acids, resulting in false positives

Method used

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  • Organic fluorescent sensing material capable of selectively detecting nerve agent, and preparation method and application thereof
  • Organic fluorescent sensing material capable of selectively detecting nerve agent, and preparation method and application thereof
  • Organic fluorescent sensing material capable of selectively detecting nerve agent, and preparation method and application thereof

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preparation example Construction

[0098] As mentioned above, the present invention discloses a method for preparing an organic fluorescent sensor material that can selectively detect nerve agents, which comprises the following steps: (1) synthesizing a carbazole derivative shown in formula (I); ( 2) self-assembling the carbazole derivative represented by formula (I) obtained in step (1) in a mixture of good solvent and poor solvent through π-π interaction to obtain the organic fluorescent sensing material.

[0099] In a preferred embodiment of the present invention, the carbazole derivative of n=3 in the preparation formula (I), said step (1) specifically comprises:

[0100] Step (1a): the compound shown in formula (II) reacts with RX' to prepare the compound shown in 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...

Embodiment 1

[0149] Preparation compound 1, n is the carbazole derivative of 3, and its preparation method is as follows:

[0150]

[0151] (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.

[0152] (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 chromatography.

[0153] (3) Take 500mg of the product obtained in step (1), add 20ml 1,4-di...

Embodiment 2

[0157] Prepare following compound 2, n is the carbazole derivative of 3, and its preparation method is as follows:

[0158]

[0159] (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.

[0160] (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 chromatography.

[0161] (3) Dissolve 2g of 1-(4-bromophenyl)acetone in 30ml of methan...

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Abstract

The invention belongs to the field of organic semiconductor nanomaterials, and concretely relates to an organic fluorescent sensing material capable of selectively detecting a nerve agent, and a preparation method and application thereof. The invention prepares the organic fluorescent sensing material capable of selectively detecting the nerve agent. A series of P type organic fluorescent sensing materials based on carbazole molecules synthesize to form a structure of a carbazole derivative with different side chains through changing side chains of the carbazole molecules and a polymerization degree thereof, and a one-dimensional organic semiconductor nanowire is obtained through a self-assembly method, namely the organic fluorescent sensing material capable of selectively detecting the nerve agent. The nanowire provided by the invention has the characteristics of large specific surface area, more surface porosity and the like, the nerve agent to be detected is favorably adsorbed and diffused on the surface of the nanowire, and a detection limit is greatly reduced. Therefore, the organic fluorescent sensing material provided by the invention can be used as a fluorescence sensor with an excellent performance capable of recognizing the nerve agent.

Description

technical field [0001] The invention belongs to the field of organic semiconductor nanometer materials, and in particular relates to an organic fluorescent sensing material capable of selectively detecting neurotoxins and a preparation method and application thereof. Background technique [0002] Since the beginning of World War I, chemical warfare agents (CWAs) have been used numerous times as weapons of mass destruction. Among all chemical warfare agents, the most toxic and lethal chemical warfare agents are the quick-killing nerve agents (nerveagents). [0003] Nerve agents are a class of highly toxic organophosphates or organophosphate compounds, also known as organophosphate poisons. The U.S. military divides them into two categories according to their chemical structure and tactical use characteristics: one is G-type poisons, and respiratory inhalation is the main poisoning route, such as Sarin (GB), Soman (GD) and Tabun (Tabun, GA), etc.; another category is V-type ...

Claims

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Application Information

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IPC IPC(8): C07D209/82C07D209/86C09K11/06G01N21/64
CPCC07D209/82C07D209/86C09K11/06C09K2211/1007C09K2211/1029G01N21/643G01N2021/6432
Inventor 车延科郑英璇熊伟
Owner INST OF CHEM CHINESE ACAD OF SCI
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