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Preparation method and application of a fluorescent chemical sensing material based on coumarin derivatives

A coumarin derivative and fluorescent sensing technology, applied in the field of chemical fluorescent sensing materials, can solve the problems of poor water solubility and unsatisfactory detection limit, achieve low detection limit, sensitive and selective recognition performance, and avoid secondary pollution Effect

Inactive Publication Date: 2019-06-28
JIANGSU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these probes are disadvantaged by unsatisfactory detection limits and poor aqueous solubility

Method used

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  • Preparation method and application of a fluorescent chemical sensing material based on coumarin derivatives
  • Preparation method and application of a fluorescent chemical sensing material based on coumarin derivatives
  • Preparation method and application of a fluorescent chemical sensing material based on coumarin derivatives

Examples

Experimental program
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Effect test

Embodiment 1

[0032] Example 1: Preparation of fluorescent chemical sensing materials based on coumarin derivatives

[0033] First weigh 1.276g of levulinic acid and 0.882g of N,N-diisopropylcarbodiimide (DPTS) into a beaker, then add 10mL of dichloromethane to dissolve and stir to obtain a suspended solid N,N-diisopropylcarbodiimide (DPTS) urea. Filter to obtain the filtrate. Weigh 810 mg of 7-hydroxycoumarin and 540 mg of 4-methylaminopyridine (DIC) into a three-necked flask, and add 10 mL of dichloromethane to dissolve. The filtrate was poured into a three-necked flask, washed with 10 mL of dichloromethane, and the washing solution was poured into a three-necked flask at 40°C to reflux. After heating for 4 h, it was cooled to room temperature, and the solvent was removed by rotary evaporation under reduced pressure to obtain a yellow solid.

Embodiment 2

[0034] Example 2: Preparation of coumarin-based fluorescent chemical sensing materials

[0035]First weigh 1.508g of levulinic acid and 1.0g of N,N-diisopropylcarbodiimide (DPTS) into a beaker, then add 30mL of dichloromethane to dissolve and stir to obtain a suspended solid N,N-diisopropylcarbodiimide (DPTS) carbourea. Filter to obtain the filtrate. Weigh 1134mg of 7-hydroxycoumarin and 756mg of 4-methylaminopyridine (DIC) into a three-necked flask, and add 30mL of dichloromethane to dissolve. The filtrate was poured into a three-necked flask, washed with 30 mL of dichloromethane, and the washing liquid was poured into a three-necked flask to reflux at 60°C. After heating for 6 h, it was cooled to room temperature, and the solvent was removed by rotary evaporation under reduced pressure to obtain a yellow solid.

Embodiment 3

[0036] Example 3: Preparation of coumarin-based fluorescent chemical sensing materials

[0037] First weigh 1.392g of levulinic acid and 1.134g of N,N-diisopropylcarbodiimide (DPTS) into a beaker, then add 20mL of dichloromethane to dissolve and stir to obtain a suspended solid N,N-diisopropyl carbodiimide (DPTS) carbourea. Filter to obtain the filtrate. Weigh 973 mg of 7-hydroxycoumarin and 648 mg of 4-methylaminopyridine (DIC) into a three-necked flask, and add 20 mL of dichloromethane to dissolve. The filtrate was poured into a three-necked flask, washed with 20 mL of dichloromethane, and the washing solution was poured into a three-necked flask at 50° C. to reflux. After heating for 5 h, it was cooled to room temperature, and the solvent was removed by rotary evaporation under reduced pressure to obtain a yellow solid.

[0038] Such as figure 1 Shown is a schematic diagram of the synthesis process of fluorescent sensing materials based on coumarin derivatives.

[0039...

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Abstract

The invention belongs to the technical field of chemical fluorescent sensing materials, relates to a preparation method and use of a coumarin derivative-based fluorescent sensing material, and provides a coumarin derivative-based fluorescent sensing material. The material is a fluorescent chemical sensing material prepared by taking 7-hydroxycoumarin and levulinic acid as basic raw materials, taking dichloromethane as a solvent, adding N,N-diisopropylcarbodiimide to remove water molecules from the carboxyl of the levulinic acid to turn the levulinic acid into acid anhydride, adding 4-methylaminopyridine to neutralize the excessive levulinic acid and performing nucleophilic reaction. The prepared fluorescent sensing material is high in water solubility and biocompatibility and quick in response, and has sensitive selective recognition performance for SO3<2->, changes in fluorescence signals are visible to eyes under an ultraviolet lamp, the interference of other common anions is little, and target ions in a biological cell are successfully imaged.

Description

technical field [0001] The invention relates to a preparation method and application of a fluorescent chemical sensing material, mainly studies a preparation method and application of a fluorescent sensing material based on coumarin derivatives, and belongs to the technical field of chemical fluorescent sensing materials. Background technique [0002] Food safety has always been a hot topic in today's society, and the detection of food safety has also attracted the attention of scientists, and has become an important field in food science research. With the development of social economy, people's living standards are improving day by day, and the requirements for diet are getting higher and higher. In order to prolong the shelf life of food and beverages, preservatives and additives are widely added to food and beverages. Excessive preservatives And additives can cause harm to the human body and cause disease. [0003] Sulfur dioxide is a dangerous environmental pollutant t...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D311/16C09K11/06G01N21/64
CPCC07D311/16C09K11/06C09K2211/1088G01N21/643G01N21/6486
Inventor 王蕾李文轩智文静吴多旺叶丹丹
Owner JIANGSU UNIV
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