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Steroid-perylene diimide compound, preparation method thereof, and preparation and application of fluorescent film of steroid-perylene diimide compound

A perylene diimide and compound technology, applied in the field of steroid-perylene diimide compounds, can solve the problems of high sensitivity requirements for instrument consumables, reagent pollution, preparation conditions, and expensive detection, and achieve excellent repeated use times, high Fluorescence quantum yield, the effect of rapid and sensitive detection

Pending Publication Date: 2022-08-09
CHINA PHARM UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] High-performance liquid chromatography is one of the commonly used methods for the detection of methamphetamine. Although it has the characteristics of high separation energy efficiency, fast analysis speed, and low requirements for sample stability, it has a large pre-treatment workload, strong professionalism, and expensive detection. Consumables have high sensitivity requirements, so they are not suitable for grassroots related departments
[0003] In addition, fluorescent sensing materials are also a hot research direction in recent years, but whether it is fluorescent polymer molecules with amino groups in the side chain or fluorescent polymers containing heteroatoms, the detection of methamphetamine gas, the product obtained after alkalization of methamphetamine, has been achieved. There are certain deficiencies in the detection, such as large background interference, low service life, reagent pollution, harsh and toxic preparation conditions, etc.

Method used

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  • Steroid-perylene diimide compound, preparation method thereof, and preparation and application of fluorescent film of steroid-perylene diimide compound
  • Steroid-perylene diimide compound, preparation method thereof, and preparation and application of fluorescent film of steroid-perylene diimide compound
  • Steroid-perylene diimide compound, preparation method thereof, and preparation and application of fluorescent film of steroid-perylene diimide compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] 1) Under nitrogen protection, dissolve 10g β-sitosterol in 50ml of anhydrous tetrahydrofuran, add 12.4g of anhydrous sodium carbonate, cool to 0°C, and then dissolve 13.9g of triphosgene in 20ml of anhydrous tetrahydrofuran, place in ice The solution was added dropwise at a rate of 20 drops / min under the bath. After the dropwise addition was completed, the reaction was carried out in an ice bath for two hours, and then the reaction was stirred at room temperature for 12 hours. After the reaction, the reactant was diluted with hexane and subjected to suction filtration. The filtrate was collected and concentrated under reduced pressure. The crude product was separated by a petroleum ether / dichloromethane (4:1) chromatographic column to prepare 8.8 g of a light yellow oily compound, i.e. β-valley Sterol chloroformate, ESI-MS (m / z): 477.27 [M+H]+. Its reaction equation is as follows:

[0034]

[0035] 2) Under nitrogen protection, dissolve 0.67g of ethanolamine in 20mL...

Embodiment 2

[0047] 1) Under nitrogen protection, dissolve 10g of stigmasterol in 50ml of anhydrous tetrahydrofuran, add 12.4g of anhydrous sodium carbonate, cool to 0°C, and then dissolve 13.9g of triphosgene in 20ml of anhydrous tetrahydrofuran, in an ice bath The solution was added dropwise at a rate of 20 drops / min. After the dropwise addition was completed, the reaction was performed in an ice bath for 2 hours, and then the reaction was stirred at room temperature for 10 hours. After the reaction, the reactant was diluted with hexane and subjected to suction filtration, the filtrate was collected and concentrated under reduced pressure, and the crude product was separated by a petroleum ether / dichloromethane (5:1) chromatographic column to prepare 9.3 g of a transparent oily compound, namely stigmasterol chloromethyl acid ester. ESI-MS (m / z): 475.61 [M+H]+. Its reaction equation is as follows:

[0048]

[0049] 2) Under nitrogen protection, dissolve 0.67 g of ethanolamine in 20 m...

Embodiment 3

[0055] 1) Under the protection of nitrogen, dissolve 10g of ergosterol in 50ml of anhydrous tetrahydrofuran, then add 12.4g of anhydrous sodium carbonate, cool to 0°C, then dissolve 13.9g of triphosgene in 20ml of anhydrous tetrahydrofuran, in an ice bath The solution was added dropwise at a rate of 20 drops / min. After the dropwise addition was completed, the reaction was performed in an ice bath for 2 hours, and then the reaction was stirred at room temperature for 12 hours. After the reaction, the reactant was diluted with hexane to carry out suction filtration, the filtrate was collected and concentrated under reduced pressure, and the crude product was separated by a petroleum ether / dichloromethane (4:1) chromatographic column to prepare a pale yellow oily compound 6.7g, namely ergosterol chloride. formate. ESI-MS (m / z): 459.60 [M+H]+. Its reaction equation is as follows:

[0056]

[0057] 2) Under the protection of nitrogen, dissolve 0.67g of ethanolamine in 20mL of ...

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Abstract

The structure of the steroid-perylene diimide compound is shown in the specification, and in the formula, m is equal to 7-11; n = 2-5; r is selected from beta-sitosterol, stigmasterol, ergosterol or dihydrocholesterol. According to the invention, the steroid-perylene diimide compound is attached to the inner layer of the glass tube to prepare the fluorescent film, and the fluorescent film can rapidly respond to amphetamine drugs, so that rapid and sensitive detection of amphetamine drug steam is realized.

Description

technical field [0001] The invention relates to a fluorescent compound, in particular to a steroid-perylene diimide compound, a preparation method and the preparation and application of a fluorescent film. Background technique [0002] High performance liquid chromatography is one of the commonly used methods for methamphetamine detection. Although it has the characteristics of high separation energy efficiency, fast analysis speed, and low requirements for sample stability, its pretreatment workload is large, professional, and the detection is expensive. Consumables have high sensitivity requirements, so they are not suitable for grassroots related departments. [0003] In addition, fluorescent sensing materials are also a popular research direction in recent years, but whether it is a fluorescent polymer molecule with an amino group in the side chain or a fluorescent polymer containing a heteroatom, the product of methamphetamine gas after alkalization treatment of metha...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J43/00C09K11/06G01N21/64
CPCC07J43/003C09K11/06G01N21/6428C09K2211/1011C09K2211/1044Y02E10/549
Inventor 王鹏丁仲龙顾尹慧郑程赵航
Owner CHINA PHARM UNIV
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