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Tetraphenylethylene-labeled responsive quaternized polyvinyl alcohol, and preparation method and application thereof

A technology for salinizing polyvinyl alcohol and tetraphenylethylene, which is applied in the field of tetraphenylethylene-labeled responsive quaternary ammonium salted polyvinyl alcohol and its preparation and application, to achieve excellent antibacterial performance, simple process operation, and short reaction time Effect

Active Publication Date: 2019-08-09
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But at present, the antibacterial agent that introduces tetraphenylethylene into PVA base has not been reported yet.

Method used

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  • Tetraphenylethylene-labeled responsive quaternized polyvinyl alcohol, and preparation method and application thereof
  • Tetraphenylethylene-labeled responsive quaternized polyvinyl alcohol, and preparation method and application thereof
  • Tetraphenylethylene-labeled responsive quaternized polyvinyl alcohol, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] (1) Preparation of PVA-DEEDA: Polyvinyl alcohol (5.0 g, 0.12 mol of hydroxyl group) was dissolved in 100 mL of DMSO, stirred at 90° C. to dissolve. After completely dissolving, cool down to room temperature, add CDI (7.8g, 0.048mol) to the above solution for activation for 3 hours, then slowly add DEEDA (6.7mL, 0.048mol) to the above solution for 20 hours at 22°C. Add 50 mL of 25% ammonia solution and stir for 1 hour to remove unreacted CDI. Finish the reaction, precipitate in acetone, dissolve the precipitate in deionized water, dialyze for 3 days, and freeze-dry to obtain modified polyvinyl alcohol. The weight average molecular weight of polyvinyl alcohol is preferably 85,000 to 124,000.

[0043] (2) Preparation of PVA-TPE: PVA-DEEDA (600mg, 16.4mmol) obtained in step (1) was dissolved in 12mL DMSO, stirred until completely dissolved, and then TPE-CH 2 Br (35 mg, 0.082 mmol), heated at 70°C for 24 hours, precipitated with acetone, dissolved in deionized water, dialy...

Embodiment 2

[0052] (1) Preparation of PVA-DEEDA: Polyvinyl alcohol (5.0 g, 0.12 mol of hydroxyl group) was dissolved in 100 mL of DMSO, stirred at 90° C. to dissolve. After completely dissolving, cool down to room temperature, add CDI (9.2 g, 0.06 mol) to the above solution for activation for 3 hours, then slowly add DEEDA (8 mL, 0.06 mol) to the above solution for 20 hours at 22°C. Add 50 mL of 25% ammonia solution and stir for 1 hour to remove unreacted CDI. Finish the reaction, precipitate in acetone, dissolve the precipitate in deionized water, dialyze for 3 days, and freeze-dry to obtain modified polyvinyl alcohol. The weight average molecular weight of polyvinyl alcohol is preferably 85,000 to 124,000.

[0053] (2) Preparation of PVA-TPE: PVA-DEEDA (600mg, 16.4mmol) obtained in step (1) was dissolved in 12mL DMSO, stirred until completely dissolved, and then TPE-CH 2 Br (35 mg, 0.082 mmol), heated at 70°C for 24 hours, precipitated with acetone, dissolved in deionized water, dialy...

Embodiment 3

[0055] (1) Preparation of PVA-DEEDA: Polyvinyl alcohol (5.0 g, 0.12 mol of hydroxyl group) was dissolved in 100 mL of DMSO, stirred at 90° C. to dissolve. After completely dissolving, cool down to room temperature, add CDI (11.7g, 0.072mol) to the above solution for activation for 3 hours, then slowly add DEEDA (10mL, 0.072mol) to the above solution for 20 hours at 22°C. Add 50 mL of 25% ammonia solution and stir for 1 hour to remove unreacted CDI. Finish the reaction, precipitate in acetone, dissolve the precipitate in deionized water, dialyze for 3 days, and freeze-dry to obtain modified polyvinyl alcohol. The weight average molecular weight of polyvinyl alcohol is preferably 85,000 to 124,000.

[0056] (2) Preparation of PVA-TPE: PVA-DEEDA (600mg, 16.4mmol) obtained in step (1) was dissolved in 12mL DMSO, stirred until completely dissolved, and then TPE-CH 2 Br (35 mg, 0.082 mmol), heated at 70°C for 24 hours, precipitated with acetone, dissolved in deionized water, dialy...

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Abstract

The invention belongs to the field of bio-medicinal materials, and discloses a tetraphenylethylene-labeled responsive quaternized polyvinyl alcohol, and a preparation method and an application thereof. The tetraphenylethylene-labeled responsive quaternized polyvinyl alcohol has a structural formula represented by formula (I). The preparation method comprises the following steps: dissolving PVA inan organic solvent, adding an activator CDI to activate the PVA, adding DEEDA, performing a reaction, and carryin gout impurity removal, precipitation, purification and drying to obtain PVA-DEEDA; anddissolving the PVA-DEEDA in the organic solvent, adding TPE-CH2Br, heating and reacting the obtained solution, precipitating the obtained solution, and purifying and drying the obtained precipitate to obtain PVA-TPE. The material disclosed in the invention simultaneously has temperature, pH response and AIE fluorescence property, and the prepared polymer belongs to a quaternary ammonium salt polymeric antibacterial agent, has a superior antibacterial property, is safe and nontoxic, has a stable antibacterial property, and can realize in-situ bacterium killing and imaging.

Description

technical field [0001] The invention belongs to the field of biomedical materials, and in particular relates to tetraphenylethylene-labeled responsive quaternized polyvinyl alcohol and its preparation and application. Background technique [0002] Microbial pathogens, which can cause infection and disease in animals, plants and humans, have long been a threat to human health and social development. Bacterial, viral and fungal infections account for a quarter of all global deaths each year. Because microorganisms are ubiquitous and can be transmitted through air, water and food, controlling and preventing microbial infections is a great challenge. To combat microbial pathogens, various antimicrobial agents, including antibiotics, disinfectants, and antiseptics, have been widely used. However, the popularization and inappropriate use of antibiotics and disinfectants have induced new strains of antimicrobial microorganisms, leading to a sharp increase in antimicrobial problem...

Claims

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Application Information

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IPC IPC(8): C08F8/44C08F8/32C08F116/06A01N47/12A01P1/00
CPCA01N47/12C08F8/32C08F8/44C08F116/06
Inventor 任力贾永光王晋陈凯峰刘卅
Owner SOUTH CHINA UNIV OF TECH
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