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Fluorescent material for sensitive and selective detection of benzene series and its preparation method and application

A technology of fluorescent materials and benzene series, applied in the field of fluorescent materials, can solve the problems of lack of specificity, slow response, low sensitivity, etc., and achieve the effect of simple operation, fast signal response and high sensitivity

Active Publication Date: 2021-06-01
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

[0004] The existing detection methods for volatile organic benzenes include mass spectrometry, gas chromatography, liquid chromatography, etc., but the above methods have disadvantages such as slow response, lack of specificity, low sensitivity, and complicated operation.

Method used

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  • Fluorescent material for sensitive and selective detection of benzene series and its preparation method and application
  • Fluorescent material for sensitive and selective detection of benzene series and its preparation method and application
  • Fluorescent material for sensitive and selective detection of benzene series and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0120] To prepare compound 1,

[0121]

[0122] (1) Add 2 grams of 4-bromophenol and 1 gram of 2-butanol to 30 ml of tetrahydrofuran, add 3.6 grams of triphenylphosphine, put it in an ice bath after deoxygenation, and then slowly add 2.8 grams of it with a needle Diisopropyl azodicarboxylate, stirred at room temperature for 5 hours, filtered through a gel chromatography column to obtain TM-1;

[0123] (2) Get 1.7 grams of the product obtained in step (1), add 2.3 grams of bis-valeryl diboron, 2.2 grams of potassium acetate and 0.3 grams of 1,1'-bis(diphenylphosphino)ferrocene dichloride Palladium (II), add 30 ml of 1,4-dioxane, react overnight at 80 degrees Celsius after deoxygenation, and obtain TM-2 after filtering through a gel chromatography column;

[0124] (3) 1.1 grams of the product obtained in step (2), 2.3 grams of 9,9-dihexyl-2,7-dibromofluorene, 0.3 grams of tetrakistriphenylphosphine palladium, 1.7 grams of potassium carbonate, and then 20 ml of 1,4-dioxane a...

Embodiment 2

[0137] To prepare compound 2,

[0138]

[0139]

[0140] (1) Add 2 grams of 4-bromophenol and 1 gram of 2-butanol to 30 ml of tetrahydrofuran, add 3.6 grams of triphenylphosphine, put it in an ice bath after deoxygenation, and then slowly add 2.8 grams of it with a needle Diisopropyl azodicarboxylate, stirred at room temperature for 5 hours, filtered through a gel chromatography column to obtain TM-1;

[0141] (2) Get 1.7 grams of the product obtained in step (1), add 2.3 grams of bis-valeryl diboron, 2.2 grams of potassium acetate and 0.3 grams of 1,1'-bis(diphenylphosphino)ferrocene dichloride Palladium (II), add 30 ml of 1,4-dioxane, react overnight at 80 degrees Celsius after deoxygenation, and obtain TM-2 after filtering through a gel chromatography column;

[0142] (3) 1.1 grams of the product obtained in step (2), 2.3 grams of 9,9-dihexyl-2,7-dibromofluorene, 0.3 grams of tetrakistriphenylphosphine palladium, 1.7 grams of potassium carbonate, and then 20 ml of 1...

Embodiment 3

[0150] Compound 3 having the following molecular formula was prepared.

[0151]

[0152] (1) Add 2 grams of 4-bromophenol and 1 gram of 2-butanol to 30 ml of tetrahydrofuran, add 3.6 grams of triphenylphosphine, put it in an ice bath after deoxygenation, and then slowly add 2.8 grams of it with a needle Diisopropyl azodicarboxylate, stirred at room temperature for 5 hours, filtered through a gel chromatography column to obtain TM-1;

[0153] (2) Get 1.7 grams of the product obtained in step (1), add 2.3 grams of bis-valeryl diboron, 2.2 grams of potassium acetate and 0.3 grams of 1,1'-bis(diphenylphosphino)ferrocene dichloride Palladium (II), add 30 ml of 1,4-dioxane, react overnight at 80 degrees Celsius after deoxygenation, and obtain TM-2 after filtering through a gel chromatography column;

[0154](3) 1.1 grams of the product obtained in step (2), 2.3 grams of 9,9-dihexyl-2,7-dibromofluorene, 0.3 grams of tetrakistriphenylphosphine palladium, 1.7 grams of potassium car...

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Abstract

The present invention adopts two kinds of molecular structures of formula (A) and formula (B) as building units, and obtains a new fluorescent material through the co-assembly of π-π interaction between molecules, and the fluorescent material can be combined with volatile organic benzene There was a clear fluorescence enhancement phenomenon. The fluorescent material co-assembled by the compound represented by formula (A) and the compound represented by formula (B) has the advantages of simple operation, sensitive response, fast signal response, detection specificity, and small fluorescent device when detecting organic benzene series , The advantage of being easy to carry.

Description

technical field [0001] The invention relates to a fluorescent material, in particular to a fluorescent material for sensitive and selective detection of benzene series, its preparation method and application. Background technique [0002] Organic semiconductor nanomaterials have many advantages that inorganic nanomaterials do not have. For example, the structure of organic semiconductor nanomaterials can be adjusted, and they can be prepared by flexible synthesis methods. The manufacturing cost of materials is low, and they are easy to process in large areas. Applied to flexible substrates, etc. Therefore, although organic semiconductor nanomaterials started relatively late compared with inorganic nanomaterials, they have developed rapidly in recent years. Among them, organic semiconductor nanomaterials prepared by π-conjugated organic molecules as building blocks can be used as effective fluorescent or conductivity sensor materials to achieve high-sensitivity and high-sele...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09K11/06C07C49/755C07C43/21G01N21/64C07C45/68C07C41/30
CPCC07C43/21C07C49/755C09K11/06C09K2211/1011C07C2603/18G01N21/643
Inventor 车延科刘晓玲熊伟巩彦君
Owner INST OF CHEM CHINESE ACAD OF SCI
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