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Amphiphilic fluorine-containing block copolymer antibacterial material and preparation method thereof

A technology of block copolymers and antibacterial materials, which is applied in the field of amphiphilic fluorine-containing block copolymer antibacterial materials and its preparation, and can solve the problems of being unable to be directly immobilized, unable to form non-eluting antibacterial materials, and limited application range, etc. problems, to achieve the effect of sterilization and inhibition of bacterial reproduction, reproducible antibacterial properties, and excellent mechanical properties

Active Publication Date: 2015-12-16
广东洁科膜分离技术有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although this small molecule halide hydantoin has good stability and strong antibacterial properties, it cannot be directly immobilized on the surface of the substrate, nor can it form a non-dissolving antibacterial material, and its application range is greatly limited.

Method used

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  • Amphiphilic fluorine-containing block copolymer antibacterial material and preparation method thereof
  • Amphiphilic fluorine-containing block copolymer antibacterial material and preparation method thereof
  • Amphiphilic fluorine-containing block copolymer antibacterial material and preparation method thereof

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preparation example Construction

[0039] The preparation method of the amphiphilic fluorine-containing block copolymer antibacterial material corresponding to the above general formula comprises the following steps:

[0040] 1) Add fluorine-containing acrylate monomer, catalyst, initiator and solvent I into the polymerization bottle, remove oxygen, pass in protective gas, fully react, purify and dry, and obtain product A;

[0041] 2) Add product A, acrylate monomer, catalyst and solvent I into the polymerization bottle, deoxygenate, pass through protective gas, fully react, purify and dry, and obtain product B;

[0042] 3) Add product B, glycidyl methacrylate, catalyst and solvent I into the polymerization bottle, deoxygenate, pass through protective gas, fully react, purify and dry, and obtain product C;

[0043] 4) Add product C, 5,5-dimethylhydantoin, basic catalyst and solvent II into the polymerization bottle, fully react, put the product into an active halogen solution after purification, soak it, then w...

Embodiment 1

[0064] 1) After mixing 18.9mmol hexafluorobutyl methacrylate and 10ml cyclohexanone, blow nitrogen to exhaust oxygen; add 0.1mmol cuprous chloride, 0.3mmol bipyridine and 10ml cyclohexanone into the polymerization bottle, seal And evacuated, filled with nitrogen three times; then inject the hexafluorobutyl methacrylate monomer solution with a syringe, and add 0.1mmol initiator α-ethyl bromopropionate, freeze in liquid nitrogen-thaw-vacuumize three times, and finally pass Protected by nitrogen gas, heated to 80° C. under 300 rpm magnetic stirring, reacted for 8 hours, and cooled to room temperature in an ice-salt bath to terminate the reaction. The product was dissolved in tetrahydrofuran, neutral alumina was passed through the column to remove impurities, and precipitated in a mixed solvent of methanol / water (1:1, v / v), and the precipitate was vacuum-dried at 40°C to constant weight;

[0065] 2) Add the product of step 1), 94.3mmol butyl methacrylate, 0.78mmol cuprous chloride...

Embodiment 2

[0069] 1) After mixing 5mmol dodecafluoroheptyl methacrylate with 10ml toluene, blow nitrogen to exhaust oxygen; add 0.05mmol cuprous chloride, 0.15mmol pentamethyldiethylenetriamine and 10ml toluene to the polymerization bottle , sealed and evacuated, and filled with nitrogen three times; then inject the dodecafluoroheptyl methacrylate monomer solution with a syringe, and add 0.05mmol initiator α-bromoisobutyrate ethyl ester, liquid nitrogen freezing-thawing-vacuumizing Three times, finally pass nitrogen protection, heat to 100°C under 400rpm magnetic stirring, react for 8 hours, and cool to room temperature in an ice-salt bath to terminate the reaction. The product was dissolved in tetrahydrofuran, neutral alumina was passed through the column to remove impurities, and precipitated in a mixed solvent of methanol / water (1:1, v / v), and the precipitate was vacuum-dried at 40°C to constant weight;

[0070] 2) Add the product of step 1), 94.3mmol ethyl methacrylate, 0.5mmol cupro...

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Abstract

The invention discloses an amphiphilic fluorine-containing block copolymer antibacterial material and a preparation method thereof. The preparation method of the antibacterial material comprises the following steps that 1, fluorine-containing acrylate monomers are polymerized; 2, the product obtained in the first step and acrylate monomers are copolymerized; 3, the product obtained in the second step and methacrylic acid glycidyl ester monomers are copolymerized; 4, epoxide cleavage in the product obtained in the third step is combined with 5,5-dimethylhydantoin, a hydantoin loop is converted into hydantoin halamine, and the antibacterial material is obtained. According to the amphiphilic fluorine-containing block copolymer antibacterial material and the preparation method thereof, the antibacterial material contains fluorine-containing perssad and hydantoin halamine perssad, the fluorine-containing perssad can resist protein adsorption and bacterial adhesion, the hydantoin halamine perssad can conduct sterilization and bacteriostasis, after the hydantoin halamine perssad releases active halogens to make bacteria inactivated, the hydantoin halamine perssad can be restored to the hydantoin loop structure, and under the action of the active halogens, the hydantoin loop structure can be regenerated into the hydantoin halamine perssad. The antibacterial material can be applied to the fields of water-based antibacterial coatings, marine organism antifouling and biomedical materials.

Description

technical field [0001] The invention relates to an amphiphilic fluorine-containing block copolymer antibacterial material and a preparation method thereof, belonging to the field of antifouling and antibacterial materials. Background technique [0002] Microorganisms such as bacteria are easy to adhere to the surface of materials, causing bacterial contamination and spread, which has brought great harm to human society. For example, pathogenic bacteria infection is quite common in the medical and health field, including urinary catheters, artificial blood vessels, medical equipment, and transplant operations are all susceptible to bacterial contamination. According to statistics, in developed countries, 175,000 patients die every year due to microbial infections such as bacteria. In addition, with the improvement of the quality of life, people have higher and higher requirements on the antibacterial performance of durable consumer goods such as clothing textiles, architectu...

Claims

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Application Information

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IPC IPC(8): C08F220/22C08F220/18C08F220/32C08F220/14C08F8/30
Inventor 陈静陈顺权袁海孙蕾
Owner 广东洁科膜分离技术有限公司
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