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Pyrenyl compound for detecting paranitroaniline

A technology of p-nitroaniline and compounds, applied in the field of luminescent materials, to achieve excellent fluorescence quenching effect and excellent selectivity effect

Pending Publication Date: 2022-07-22
SHANDONG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although some progress has been made in fluorescent sensors for the detection of nitro explosives, continuous improvement and development are still needed, and the challenge in developing these methods lies in the choice of materials, which must have good sensitivity to nitro explosives That is, the fluorescent material must be able to respond sensitively to the detected nitro explosive molecules

Method used

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  • Pyrenyl compound for detecting paranitroaniline
  • Pyrenyl compound for detecting paranitroaniline
  • Pyrenyl compound for detecting paranitroaniline

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Taking the synthesis of 2,7-di(tert-butyl)-4,5,9,10-tetrakis(9',9'-dimethylfluorenyl)pyrene as an example, the chemical reaction formula is shown below.

[0017]

[0018] 4,5,9,10-Tetrabromo-2,7-di-tert-butylpyrene (300 mg, 0.48 mmol) and 9,9-dimethyl-2-fluoroboronic acid (910 mg, 3.81 mmol) were added to toluene ( 80 mL) and ethanol (40 mL), under argon atmosphere at room temperature, Na was 2 CO 3 (20%, 20 mL) solution and Pd (PPh) 3 ) 4 (110 mg, 0.096 mmol) was added to the above mixed solution. After mixing and stirring under argon at room temperature for 30 minutes, the mixture was heated to 77°C and stirred for 5 hours. After the completion of the reaction, the reaction solution was cooled to the room, and then washed with water and CH 2 Cl 2 (3×150 mL) extracted twice, washed twice with saturated brine, and then dried with an appropriate amount of anhydrous magnesium sulfate. After the above solution is distilled to a small amount of liquid remaining, b...

Embodiment 2

[0020] Take 30uL concentration as 3×10 -3 The mol / L dichloromethane solution of the pyrene-based compound and 3 mL of the dichloromethane solution were added to the cuvette to obtain the corresponding spectral curve and record the corresponding emission spectral peak.

[0021] Take 30uL concentration as 3×10 -3 mol / L dichloromethane solution of pyrene-based compound, 30uL concentration is 3×10 -3 The dichloromethane solution of mol / L p-nitroaniline and 3 mL of dichloromethane solution were added to the cuvette to obtain the corresponding spectral curve, and record the corresponding peak of the emission spectrum.

[0022] Take 30uL concentration as 3×10 -3 mol / L dichloromethane solution of pyrene-based compound, 30uL concentration is 3×10 -2 The dichloromethane solution of mol / L p-nitroaniline and 3 mL of dichloromethane solution were added to the cuvette to obtain the corresponding spectral curve, and record the corresponding peak of the emission spectrum.

[0023] Take 30...

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Abstract

The invention discloses a pyrenyl compound for detecting paranitroaniline, the structure of the pyrenyl compound is 2, 7-bis (tert-butyl)-4, 5, 9, 10-tetra (9 ', 9' dimethyl fluorenyl) pyrene, the synthesis method is simple, and the yield is high. Paranitroaniline has a relatively strong fluorescence quenching effect on the compound, so that paranitroaniline can be selectively detected, and the detection sensitivity on paranitroaniline is relatively high.

Description

technical field [0001] The invention belongs to the technical field of luminescent materials, and in particular relates to a pyrene-based compound for detecting p-nitroaniline. Background technique [0002] Fluorescence sensors are considered to be an effective method for detecting nitro explosives. Compared with traditional detection methods, they have the advantages of simplicity, easy operation, and energy saving. Although some progress has been made in the detection of nitro-explosives by fluorescent sensors, continuous improvement and development are still required. The challenge in developing these methods lies in the choice of materials, which must have good sensitivity to nitro-explosives. That is, the fluorescent material must be able to respond sensitively to the detected nitro-explosive molecules. Under this requirement, a pyrene-based compound for the detection of p-nitroaniline was developed, which was used for the detection of p-nitroaniline and showed good se...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C13/66C09K11/06G01N21/64
CPCC07C13/66C09K11/06G01N21/643C09K2211/1011C07C2603/18C07C2603/50G01N2021/6432
Inventor 王传增曹靖翊杨光薛增敏于泽栋俞嘉莹陈彤李华龙大和武彦
Owner SHANDONG UNIV OF TECH
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