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Fluorescent material for sensitively and selectively detecting benzene series as well as preparation method and application thereof

A fluorescent material and reaction technology, applied in the field of fluorescent materials, can solve the problems of slow reaction, complicated operation, low sensitivity, etc.

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

[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 sensitively and selectively detecting benzene series as well as preparation method and application thereof
  • Fluorescent material for sensitively and selectively detecting benzene series as well as preparation method and application thereof
  • Fluorescent material for sensitively and selectively detecting benzene series as well as preparation method and application thereof

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 dipivaloyl 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 carbo...

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Abstract

Two molecular structures of a formula (A) and a formula (B) are used as construction units, a new fluorescent material is obtained through co-assembly of pi-pi interaction between molecules, and the fluorescent material can interact with volatile organic benzene series to generate an obvious fluorescence enhancement phenomenon. When used for detecting the organic benzene series, the fluorescent material obtained by co-assembling the compound represented by the formula (A) and the compound represented by the formula (B) has the advantages of being simple and convenient to operate, sensitive inresponse, quick in signal reaction, high in detection specificity, capable of being made into a small fluorescent device and convenient 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 Applications(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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