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Fluorescent sensor film preparation method based on perylene diimide cholesterol derivative

A perylene imide cholesterol, fluorescence sensing technology, applied in the directions of fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve problems such as the inability to meet the needs of society, and achieve simple operation, high sensitivity, and mild reaction conditions. Effect

Inactive Publication Date: 2013-01-23
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are many kinds of organic amines, and the current fluorescent sensing materials are far from meeting the needs of society.

Method used

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  • Fluorescent sensor film preparation method based on perylene diimide cholesterol derivative
  • Fluorescent sensor film preparation method based on perylene diimide cholesterol derivative
  • Fluorescent sensor film preparation method based on perylene diimide cholesterol derivative

Examples

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Comparison scheme
Effect test

Embodiment 1

[0022] Taking the preparation of the peryleneimide cholesterol derivative fluorescent sensing film with propylenediamine as the connecting arm as an example, the preparation method is as follows:

[0023] 1. Synthetic formula I compound

[0024] Under the argon condition with a flow rate of 0.6-0.8mL / s, add 3g of propylenediamine to a 250mL three-necked flask filled with 130g of dichloromethane, and the mass ratio of propylenediamine to dichloromethane is 1:43; Get 0.9g of cholesterol chloroformate, dissolve it with 50mL of dichloromethane and drop it into a three-necked flask. The molar ratio of cholesterol chloroformate to propylenediamine is 1:20. Other steps and examples of this step 1, prepared as a compound of formula I, wherein the value of n is 3.

[0025] 2. Synthetic formula Ⅱ compound

[0026] Add 0.079g of perylene anhydride and 0.7g of the compound of formula I into a mixed solvent of propanol and distilled water, stir and reflux at 100°C for 15 hours under nitr...

Embodiment 2

[0031] Taking the preparation of hexamethylenediamine as an example of a peryleneimide cholesterol derivative fluorescent sensing film as a connecting arm, the preparation method is as follows:

[0032] In step 1 of the compound of formula I in Example 1, under an argon gas condition with a flow rate of 0.6 to 0.8 mL / s, 4.6 g of hexamethylenediamine was added to a 250 mL three-necked flask filled with 130 g of dichloromethane. The mass ratio of amine to dichloromethane is 1:28; weigh 0.9g of cholesterol chloroformate, dissolve it with 50mL of dichloromethane and drop it into a three-necked flask, the mole of cholesterol chloroformate and hexamethylenediamine The ratio is 1:20, and the other steps of this step are the same as in Example 1 to prepare a compound of formula I, where the value of n is 6. The other steps were the same as in Example 1, and a peryleneimide cholesterol derivative fluorescent sensing film was prepared with hexamethylenediamine as the connecting arm.

Embodiment 3

[0034] Taking the preparation of peryleneimide cholesterol derivative fluorescent sensing film with 12-carbon diamine as the connecting arm as an example, the preparation method is as follows:

[0035] In step 1 of the compound of formula I in Example 1, 20 g of 12 carbon diamines were added to a 250 mL three-necked flask containing 140 g of methylene chloride under an argon gas condition of 0.6 to 0.8 mL / s at a flow rate, and 12 The mass ratio of carbon diamine to dichloromethane is 1:7; weigh 0.9g of cholesterol chloroformate, dissolve it with 50mL of dichloromethane and drop it into a three-necked flask, and the cholesterol chloroformate and 12 carbon The molar ratio of the diamine is 1:20, and the other steps of this step are the same as in Example 1 to prepare the compound of formula I, wherein the value of n is 12. The other steps were the same as in Example 1, and a peryleneimide cholesterol derivative fluorescent sensing film was prepared with 12 carbon diamines as con...

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Abstract

The invention discloses a fluorescent sensor film preparation method based on a perylene diimide cholesterol derivative. According to the invention, cholesterol-modified perylene diimide is coated on the surface of a glass substrate, such that a fluorescent sensor film is prepared. With the film, sensitive detections upon organic amine gas can be realized. The method provided by the invention is advantaged by simple operation and mild reaction condition. With the method, prepared fluorescent sensor films are advantaged in good stability, long service life, and high sensitivity. The fluorescent sensor films are excellent organic amine gas sensor films. When the films are used in combination with commercial fluorescent devices, sensitive detections upon environmental organic amine can be realized. Also, the sensor films can be prepared into devices, and developed into special organic amine detection devices.

Description

technical field [0001] The invention belongs to the technical field of small-molecule fluorescent sensing film materials, and in particular relates to peryleneimide cholesterol derivative fluorescent sensing films sensitive to organic amines. Background technique [0002] Organic amines are organic derivatives of ammonia. One or more of the hydrogen atoms in ammonia are replaced by alkyl or aryl groups. They are a typical source of odor pollution after organic sulfides. The survey found that amine components are produced in industrial production and animal and plant corruption in many industries, such as chemical factories, pharmaceutical factories, leather factories, meat processing factories, poultry farms and aquatic product storage yards, garbage bins, sewers, etc. All can be regarded as the source of amine odorous substances, and organic amines also play a very important role in industrial production. Organic amines are volatile and highly carcinogenic. Therefore, thei...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): G01N21/64C09K11/06C07J43/00
Inventor 房喻彭浩南刘太宏何刚王红月刘渊赵珂如崔红丁立平
Owner SHAANXI NORMAL UNIV
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