Fluorescent material for detecting mustard gas mimics based on sulphur-pi interaction, and preparation method and application thereof

A fluorescent material and alkyl technology, applied in the preparation of organic compounds, dehydration of hydroxyl compounds to prepare ethers, luminescent materials, etc., can solve the problems of expensive instruments and complicated operations, and achieve the effect of low sensitivity and high specificity

Active Publication Date: 2019-05-21
INST OF CHEM CHINESE ACAD OF SCI +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, these detection methods cannot be used on a large s

Method used

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  • Fluorescent material for detecting mustard gas mimics based on sulphur-pi interaction, and preparation method and application thereof
  • Fluorescent material for detecting mustard gas mimics based on sulphur-pi interaction, and preparation method and application thereof
  • Fluorescent material for detecting mustard gas mimics based on sulphur-pi interaction, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0068] Preparation of compound 1

[0069]

[0070] (1) Add 2 g of 4-bromophenol, 1 g of 2-butanol, 30 ml of tetrahydrofuran, and 3.6 g of triphenylphosphine into a round bottom flask, add argon gas under stirring to deoxygenate for 10 minutes, and then place it in an ice water bath Under the conditions, slowly add 2.8 g of diisopropyl azodicarboxylate, return to normal temperature after dropping, and stir for 5 hours. The product obtained is obtained after separation by column chromatography;

[0071] (2) Take 1.7 grams of the product obtained in step (1) in a round bottom flask, add 2.3 grams of divaleryl diboron, 2.2 grams of potassium acetate, 0.3 grams of 1,1'-bis(diphenylphosphino) two Ferrocene palladium(II) dichloride, add 30 ml of 1,4-dioxane, add argon gas to remove oxygen under stirring conditions for 10 minutes, react at 80 degrees Celsius for 8 hours, the resulting product is separated by column chromatography get;

[0072] (3) Take 1.1 g of the product obtained in step...

Embodiment 2

[0084] Compound 2 with the following molecular structure was prepared.

[0085]

[0086] (1) Take 1.9 grams of 1-bromo-4-isopentyloxybenzene in a round bottom flask, add 2.8 grams of divaleryl diboron, 2.6 grams of potassium acetate, 0.5 grams of 1,1'-bis(diphenyl Phosphine) ferrocene palladium(II) dichloride, add 30 ml of 1,4-dioxane, add argon gas to remove oxygen under stirring conditions for 10 minutes, react at 80 degrees Celsius for 8 hours, the resulting product passes through the column Obtained after chromatographic separation;

[0087] (2) Take 1.45 grams of the product obtained in step (1), add 2.85 grams of 9,9-dioctyl-2,7-dibromofluorene, 0.6 grams of tetrakistriphenylphosphine palladium, and 2.3 grams of potassium carbonate to it. Add 30 ml of 1,4-dioxane and 6 ml of water, add argon gas to remove oxygen under stirring conditions for 10 minutes, react at 80 degrees Celsius for 8 hours, and obtain the product after separation by column chromatography;

[0088] (3) Take...

Embodiment 3

[0098] Using compound 1 obtained in Example 1, the microsphere aggregates prepared by self-assembly in a mixture of chloroform and methanol were used to detect mustard gas mimic 2-chloroethyl ethyl sulfide.

[0099] The microsphere aggregates prepared by self-assembly of compound 1 were coated in a self-made quartz tube, and then loaded into the testing equipment independently developed by the laboratory, and the 385 nanometer excitation light source was used to excite the microsphere aggregates. Use a 10 ml syringe to draw different concentrations of mustard gas simulant 2-chloroethyl ethyl sulfide vapor, and blow it into the quartz tube at a speed of 1 ml / sec. The detection result shows that the fluorescence will be quenched at 440nm. , The fluorescence enhancement phenomenon will occur at 540nm, and the detection sensitivity is high, the minimum concentration of 10ppb mustard gas simulant-2-chloroethyl ethyl sulfide can be detected, such as Image 6 Shown. The response time is...

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Abstract

The invention relates to a fluorescent material for detecting mustard gas mimics based on sulphur-pi interaction, and a preparation method and application thereof. The fluorescent material is formed by self-assembling a fluorene derivative which is as shown in the formula (I), wherein n is less than or equal to 6 and is greater than or equal to 1; A is selected from straight chain or branched chain alkyl groups of C1-12, C1-C12 alkoxy groups, -N(C1-12 alkyl groups)2, -NHC1-12 alkyl groups, -COOC1-12 alkyl groups; Rs are the same or different and are selected from C1-12 straight chain or branched chain alkyl groups independently of each other.

Description

Technical field [0001] The invention belongs to the technical field of fluorescent material preparation, and specifically relates to a fluorescent material for detecting mustard gas mimics based on sulfur-π interaction, and a preparation method and application thereof. Background technique [0002] Mustard gas is a representative of erosive chemical warfare agents, threatening people's health and national security. The skin is one of the most important target organs of mustard gas poisoning. After being infected, it can cause skin erythema, edema, blistering, erosion, necrosis and easily cause secondary infections, and wound healing is slow. Larger doses of mustard gas can cause systemic absorption and poisoning after being absorbed through the skin, respiratory tract, and digestive tract. Therefore, the clinical manifestations of mustard gas poisoning are diverse. Mustard gas is the most produced, stored, and even used chemical weapon so far. It kills more than 80% of the known...

Claims

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Application Information

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IPC IPC(8): C07C43/21C07C41/09C07F5/04C07C39/42C07C37/18C07C39/17C09K11/06G01N21/64
Inventor 车延科邱长坤熊伟
Owner INST OF CHEM CHINESE ACAD OF SCI
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