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A polymer with fluorescent properties and its preparation method and application

A technology of fluorescent properties and polymers, applied in the field of functional polymers, can solve the problems of application limitation and weak luminescence, and achieve the effect of strong fluorescence emission intensity

Active Publication Date: 2021-04-13
广州新驰化工科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Most of the light-emitting units in the currently reported aggregation-induced light-emitting polymers are tetraphenylethylene, polyphenyl substituted silyl groups, and stilbene anthracene. These polymers emit strong light in poor solvents and can be used in various field, but the luminescence is generally weak in good solvents, so that the application of such polymers in good solvents is limited

Method used

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  • A polymer with fluorescent properties and its preparation method and application
  • A polymer with fluorescent properties and its preparation method and application
  • A polymer with fluorescent properties and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] Example 1 A monomer with fluorescent properties

[0055] 1. Preparation method

[0056] First, dissolve 250mg (5mmol) of hydrazine hydrate in 10mL of ethanol, and acidify with 1mL of 10M hydrochloric acid; then, add 2.47g (12mmol) of 3-formyl-4-hydroxybenzyl acrylate in 20mL of ethanol solution under vigorous stirring, and react for 2h Afterwards; the solvent was removed by suction filtration, and the crude product was recrystallized from DMSO / ethanol to obtain bright green crystals.

[0057] 2. NMR characterization

[0058] The resulting product was characterized by proton nuclear magnetic spectrum, and the spectrogram is shown in figure 1 , it can be proved that a salicylaldehyde hydrazone diacrylate monomer with fluorescent properties has been synthesized.

Embodiment 2

[0059] Example 2 A monomer with fluorescent properties

[0060] First, dissolve 5mmol of hydrazine hydrate in 10mL of methanol, and acidify with 1.5mL of 10M hydrochloric acid; then, add 20mmol of 3-formyl-4-hydroxybenzyl acrylate in 20mL of methanol solution under vigorous stirring, and react for 5h; remove the solvent by suction filtration , the crude product was recrystallized from DMSO / ethanol to give bright green crystals.

[0061] Characterization results are the same as in Example 1.

Embodiment 3

[0062] Example 3 A monomer with fluorescent properties

[0063] First, dissolve 5mmol of hydrazine hydrate in 10mL of isopropanol, and acidify with 0.5mL of 10 M hydrochloric acid; then, add 10mmol of 3-formyl-4-hydroxybenzyl acrylate in 20mL of isopropanol under vigorous stirring, and react for 12h; The solvent was removed by suction filtration, and the crude product was recrystallized from DMSO / ethanol to obtain bright green crystals.

[0064] Characterization results are the same as in Example 1.

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Abstract

The invention discloses a polymer with fluorescent properties, a preparation method and application thereof. The invention provides a monomer with fluorescence characteristics, the monomer structure has a salicylaldehyde hydrazone structure, which has the property of aggregation-induced luminescence, and the polymer prepared by it has special fluorescence characteristics, and can be used in various good solvents. It can exhibit strong fluorescence characteristics. In addition, the polymer has very strong fluorescence in N, N-dimethylformamide, and its fluorescence signal intensity is the same as that of N, N-dimethylformamide in a certain range. The amount of water has a linear relationship. Therefore, the polymer can be used as a fluorescent probe for quantitative determination of water content in solvents. The salicylaldehyde hydrazone polymer with fluorescent properties prepared by the invention has a wide application range and broad application prospects, and has important application value in the detection field.

Description

technical field [0001] The invention belongs to the field of functional polymers, and in particular relates to a polymer with fluorescent properties, a preparation method and application thereof. Background technique [0002] Fluorescence technology has the advantages of high sensitivity, good reproducibility, and easy operation, and is widely used in environmental monitoring, biochemical analysis, and clinical testing. Among them, fluorescent probes are a means that can be easily applied to the detection and real-time monitoring of target molecules combined with fluorescence imaging technology. Aggregation-induced luminescence refers to the phenomenon that fluorescent compounds emit weak or no light in single molecule state or in dilute solution, but the fluorescence is significantly enhanced in aggregated state or high concentration. In the dilute solution state of such compounds, the intramolecular rotation in the chromophore consumes the energy of the excited state, whi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C251/88C07C249/16C08G75/045C09K11/06G01N21/64
CPCC07C249/16C07C251/88C08G75/045C09K11/06C09K2211/1007C09K2211/1425G01N21/643G01N2021/6417
Inventor 卢江梁文东秦何荣黄建兵梁晖
Owner 广州新驰化工科技有限公司
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