Organic fluorescent sensing material for detecting or distinguishing nerve poison and erosive poison as well as preparation method and application of organic fluorescent sensing material

A fluorescent sensing and neurological technology, applied in the direction of analytical materials, luminescent materials, chemical instruments and methods, etc., can solve problems affecting timeliness, difficult simultaneous detection, and materials that cannot be reused

Active Publication Date: 2020-05-29
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

Nevertheless, most of the existing fluorescence detection methods use the change of the fluorescence spectrum before and after the chemical reaction to distinguish. This method needs to be prepared into a solution with a certain concentration, and the reaction time is long, which affects the timeliness of detection, and the materials cannot be reused. The economic benefits are not high, so a fluorescent detection method with good timeliness and repeatability needs to be developed
Moreover, the nerve agent is a strong nucleophile, while the erosive agent is a weak electrophile, making it difficult to simultaneously detect and distinguish the two warfare agents

Method used

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  • Organic fluorescent sensing material for detecting or distinguishing nerve poison and erosive poison as well as preparation method and application of organic fluorescent sensing material
  • Organic fluorescent sensing material for detecting or distinguishing nerve poison and erosive poison as well as preparation method and application of organic fluorescent sensing material
  • Organic fluorescent sensing material for detecting or distinguishing nerve poison and erosive poison as well as preparation method and application of organic fluorescent sensing material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0145] Prepare the following compound 1, and its preparation method is as follows:

[0146]

[0147] (1) Dissolve 1 g of 2,7-dibromocarbazole in 30 ml of N,N-dimethylformamide (DMF) solution, place the above solution in an ice bath at 0°C, and slowly add 1.2 equivalents of 74mg of sodium hydride solid, after continuous stirring for half an hour, 1.5 equivalents of 1-bromooctane was slowly added, and after reacting at room temperature overnight, the product was obtained by column chromatography.

[0148] (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.

[0149] (3) Take 500 mg of the product obtained in step (1), add 20 ml of toluene solution and 4 mL of water...

Embodiment 2

[0152] Prepare the following compound 2, and its preparation method is as follows:

[0153]

[0154] (1) Dissolve 1 g of 2,7-dibromocarbazole in 30 ml of N,N-dimethylformamide (DMF) solution, place the above solution in an ice bath at 0°C, and slowly add 1.2 equivalents of 74mg of sodium hydride solid, after continuous stirring for half an hour, 1.5 equivalents of 1-bromooctane was slowly added, and after reacting at room temperature overnight, the product was obtained by column chromatography.

[0155] (2) Add 1 gram of 2,7-dibromofluorenone to 20ml 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 was obtained by column chromatography.

[0156] (3) Get 500mg of the product obtained in step (1), add 20ml 1,4-dioxane solution and 4mL water mixed solution, add 1 equi...

Embodiment 3

[0159] Prepare the following compound 3, and its preparation method is as follows:

[0160]

[0161] (1) Dissolve 1 g of 2,7-dibromocarbazole in 30 ml of N,N-dimethylformamide (DMF) solution, place the above solution in an ice bath at 0°C, and slowly add 1.2 equivalents of 74mg of sodium hydride solid, after continuous stirring for half an hour, 1.5 equivalents of 1-bromooctane was slowly added, and after reacting at room temperature overnight, the product was obtained by column chromatography.

[0162] (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 was obtained by column chromatography.

[0163] (3) Take 500 mg of the product obtained in step (1), add 20 ml of toluene solution and 4 mL of water mixed ...

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PUM

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Abstract

The invention provides an organic fluorescent sensing material which is obtained by co-assembling a compound represented by a formula (I) and a compound represented by a formula (II). According to theorganic fluorescent sensing material disclosed by the invention, two compounds with different structures are used for co-assembling, so that the defects that the detection is unstable when the compound represented by the formula (I) is singly used and the detection is insensitive when the compound represented by the formula (II) is singly used are overcome. The material obtained by co-assembly has the characteristics of large specific surface area, multiple surface pores and the like, and is beneficial to reducing the detection limit.

Description

technical field [0001] The invention belongs to the field of organic semiconductor nanometer materials, and in particular relates to a high-stability organic fluorescent sensing material for detecting or distinguishing nerve poisons and erosive poisons, and a preparation method and application thereof. Background technique [0002] Chemical warfare agents (CWAs) refer to various chemical substances that are used for war purposes, are highly toxic, and can poison or kill enemy humans, animals, and plants on a large scale. They have been used many times as weapons of mass destruction. Chemical warfare agents are mainly divided into two categories: nerve agents and sulfur mustards. Nerve agents are a class of highly toxic organophosphates or organophosphate compounds, also known as organophosphate poisons. After entering the human body, nerve agents act on the nervous system, causing the accumulation of acetylcholine by inhibiting the activity of cholinesterase, causing excess...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D401/14C07D209/86G01N21/64
CPCC07D209/86C07D401/14C09K11/06C09K2211/1007C09K2211/1011C09K2211/1029G01N21/643G01N2021/6432
Inventor 车延科熊伟
Owner INST OF CHEM CHINESE ACAD OF SCI
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