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Phenolic hydroxyl benzoate based macromolecular antibacterial material preparation method

A technology of phenolic hydroxybenzoic acid and polymer antibacterial agent, which is applied in the field of preparation of polymer antibacterial materials, can solve the problems of difficult migration of antibacterial groups, difficult manufacturing conditions, poor compatibility, etc. Lost, React Device Simple Effects

Inactive Publication Date: 2016-09-28
HENAN UNIVERSITY OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The antibacterial agent is Ag + Inorganic silver-based anti-infective agents, which are effective anti-infective ingredients, have the problems of easy oxidation, compatibility with substrates, and difficult manufacturing conditions
The patent application number CN 101628952 B discloses a preparation method of a guanidine polymer antibacterial agent; this type of antibacterial agent is obtained through the copolymerization of antibacterial functional groups, so that the antibacterial groups are not easy to migrate, and the antibacterial effect is more durable and difficult to be destroyed. Oxidation and discoloration; but its compatibility with polyethylene, polypropylene and other resins is not good, and its application is also limited

Method used

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  • Phenolic hydroxyl benzoate based macromolecular antibacterial material preparation method
  • Phenolic hydroxyl benzoate based macromolecular antibacterial material preparation method
  • Phenolic hydroxyl benzoate based macromolecular antibacterial material preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] a. In a 250mL four-necked flask, add 39.29g o-hydroxybenzoic acid, 135mL toluene solvent, 30.10mL re-distilled thionyl chloride, 19 drops of N, N-dimethylformamide as catalyst, 55°C After constant temperature reaction for 3 hours, unreacted thionyl chloride and toluene solvent were removed to obtain 44.09 g of o-hydroxybenzoyl chloride, and the conversion (yield) rate of o-hydroxybenzoyl chloride was 98.98%. Its specific structural formula is:

[0027]

[0028] The infrared spectrum of o-hydroxybenzoyl chloride is as follows figure 1 shown.

[0029] b. Add 76.11g EVOH (the mass content of vinyl alcohol is 16.60%) into a 1L four-neck flask equipped with a stirring, reflux condenser, and tail gas absorption device, add 385mL tetrahydrofuran, and raise the temperature to completely dissolve it; o-Hydroxybenzoyl chloride was dissolved in 60mL tetrahydrofuran solvent and added dropwise to the above solution, and refluxed for 8 hours; the reaction solution was poured int...

Embodiment 2

[0033] a. In a 250mL four-necked flask, add 39.29g o-hydroxybenzoic acid, 135mL toluene solvent, 30.10mL re-distilled thionyl chloride, 19 drops of N, N-dimethylformamide as catalyst, 55°C After constant temperature reaction for 3 hours, unreacted thionyl chloride and toluene solvent were removed to obtain 44.09 g of o-hydroxybenzoyl chloride, and the conversion rate of o-hydroxybenzoyl chloride was 98.98%. Its concrete structural formula is with embodiment 1.

[0034] b. Add 58.54g EVOH (the mass content of vinyl alcohol is 16.60%) into a 500mL four-neck flask equipped with stirring, reflux condenser, and tail gas absorption device, add 293mL tetrahydrofuran, and raise the temperature to completely dissolve it; o-Hydroxybenzoyl chloride was dissolved in 60mL tetrahydrofuran solvent and added dropwise to the above solution, and refluxed for 8 hours; the reaction solution was poured into a large amount of methanol for precipitation, filtered with suction and washed twice with m...

Embodiment 3

[0036]a. In a 500mL four-necked reaction flask, first add 20.00mL of thionyl chloride into 150mL of dioxane to fully dissolve, and then add 12.50g of o-hydroxybenzoic acid into 100mL of dioxane to dissolve, dropwise Added to the above thionyl chloride solution, 0.5h dropwise completed. 30 ° C constant temperature reaction 24h. Distill under reduced pressure to remove unreacted thionyl chloride and dioxane solvent to obtain 14.14 g of light yellow oil, the conversion rate of o-hydroxybenzoyl chloride is 99.79%, add 200 mL of dioxane, mix well, and seal it for storage. Its concrete structural formula is with embodiment 1.

[0037] b. In a 1L four-necked reaction flask, add 25g EVOH (16.60% vinyl alcohol mass content) into 500mL dioxane, fully dissolve at 85°C, and add the o-hydroxybenzoyl chloride solution obtained in step a dropwise Added to the above solution, the system gradually became turbid, reacted at a constant temperature of 85°C for 24h, the reaction solution was pou...

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Abstract

The invention relates to a phenolic hydroxyl benzoate based macromolecular antibacterial material preparation method. A macromolecular antibacterial material is obtained by grafting of phenolic hydroxyl benzoyl chloride derivative containing monomer and an EVOH (ethylene-vinyl alcohol) copolymer to macromolecules through nucleophilic substitution. The phenolic hydroxyl benzoate based macromolecular antibacterial material has an excellent antibacterial effect on staphylococcus aureus, escherichia coli and mildew and not only has broad-spectrum high-efficiency lasting antibacterial functions but also is high in safety. Compared with nonpolar resin such as polyethylene and polypropylene and other resin such as EVA (ethylene-vinyl acetate) copolymer, the phenolic hydroxyl benzoate based macromolecular antibacterial material has advantages of high compatibility and promising application prospect.

Description

technical field [0001] The invention relates to a polymer antibacterial material, in particular to a preparation method of a polymer antibacterial material based on phenol hydroxybenzoic acid esters. Background technique [0002] Bacteria, mold and other pathogenic microorganisms are ubiquitous in people's production and daily life environment, threatening human health. With the development of science and technology and the improvement of people's living standards, there are higher requirements for the antibacterial properties of durable consumer goods such as clothing, hygiene products, daily necessities, and food packaging. Commonly used antibacterial agents mainly include inorganic antibacterial agents (silver series, etc.), organic antibacterial agents (quaternary ammonium salts, quaternary phosphonium salts, etc.), organic and inorganic composite antibacterial agents, natural antibacterial agents (chitosan, sorbic acid) and macromolecule antibacterial agents. Antibacte...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F210/02C08F8/14C08L23/06C08L23/08C08L23/28A01N37/40A01P1/00A01P3/00
CPCA01N37/40C08F8/14C08L23/06C08L23/0853C08L2207/066C08F210/02C08L23/28
Inventor 王艳荣郑红娟马秋花程巧换韩平赵志伟王经武
Owner HENAN UNIVERSITY OF TECHNOLOGY
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