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Bactericidal polymer containing quaternary ammonium salt and halogen amine or halogen amine precursor functional group and preparation method and application thereof

A technology of quaternary ammonium salt function and precursor, applied in the direction of botanical equipment and methods, applications, biocides, etc., can solve the problems of low halogen utilization rate, poor surface hydrophilicity, limited swelling, etc.

Inactive Publication Date: 2012-11-28
SHANGHAI NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, from the perspective of the chemical structure and spatial structure of the polymer, the 1-chloro-5,5-dimethyl-3-(p-vinylphenylmethylene)hydantoin polymer prepared by the technology of US Patent US7687072B2 And 1-bromo-5,5-dimethyl-3-(p-vinylphenylmethylene) hydantoin polymer resin has poor surface hydrophilicity, limited swelling in water, and the diameter of its internal pores is usually in the Between a few nanometers and dozens of nanometers, and the size of microorganisms such as bacteria generally reaches the micron level, which makes it impossible for bacteria to enter the internal pores of the resin and be killed
At the same time, after the oxidized halogen on the outer surface is consumed due to sterilization, it is difficult for the oxidized halogen on the inner surface to reach the outer surface as soon as possible through the internal pore migration to replenish the consumed oxidized halogen. The utilization rate of the overall effective halogen of the bactericidal resin may be relatively low

Method used

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  • Bactericidal polymer containing quaternary ammonium salt and halogen amine or halogen amine precursor functional group and preparation method and application thereof
  • Bactericidal polymer containing quaternary ammonium salt and halogen amine or halogen amine precursor functional group and preparation method and application thereof
  • Bactericidal polymer containing quaternary ammonium salt and halogen amine or halogen amine precursor functional group and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0075] This example is the preparation of 1-dimethylaminomethyl-5,5-dimethylhydantoin and 3-dimethylaminomethyl-5,5-dimethylhydantoin mixture , and its reaction formula is as follows:

[0076]

[0077] Weigh 4.73g (0.037mol) of 5,5-dimethylhydantoin into a 250ml round-bottomed flask, add 30ml of methanol, and after fully dissolving, add dropwise 3.07g (0.037mol) of formaldehyde solution with a mass fraction of 37%. ), stirred and reacted at 20°C for 2 hours, then added dropwise 5.07g (0.037mol) of dimethylamine solution with a mass fraction of 33%, continued to stir and reacted at 20°C for 6 hours, and distilled under reduced pressure to remove unreacted formaldehyde and dimethylamine After amine and solvent, 8.97 g of a colorless viscous crude product was obtained.

Embodiment 2

[0079] This example is p-vinylphenylmethylene-(5,5-dimethylhydantoin-1)methyl-dimethylammonium hydrochloride and p-vinylphenylmethylene-( 5,5-dimethylhydantoin-3) methyl-dimethylammonium hydrochloride polymer macroporous cross-linked resin preparation, the reaction formula is as follows:

[0080]

[0081] Add 8.97 grams of the colorless viscous crude product obtained in Example 1 into a 250 milliliter round bottom flask and dissolve it with 30 milliliters of DMF, add 2.82 grams of macroporous cross-linked poly-p-chloromethylstyrene resin, and stir at 50 ° C React for 16 hours. After the reaction was completed, p-vinylphenylmethylene-(5,5-dimethylhydantoin-1)methyl-dimethylammonium hydrochloride and p-vinylphenylmethylene- (5,5-Dimethylhydantoin-3)methyl-dimethylammonium hydrochloride polymer macroporous cross-linked resin, washed 6 times with water, and then dried to constant weight at 45°C to obtain Product 4.32 g.

[0082] Elemental analysis test values: C, 60.37; H, 7...

Embodiment 3

[0085] This embodiment is the preparation of 1-dimethylaminomethyl-5,5-dimethylhydantoin, and its reaction formula is as follows:

[0086]

[0087] Weigh 5.84 g (0.037 mol) of 1-hydroxymethyl-5,5-dimethylhydantoin and place it in a 250 ml round-bottomed flask, add 30 ml of isopropanol to dissolve, and add dropwise a mass fraction of 33 5.05 g (0.037 mol) of dimethylamine solution, stirred and reacted at 40°C for 4 hours, and unreacted dimethylamine and solvent were distilled off under reduced pressure to obtain 7.37 g of a white solid product. Take 2.00 grams of white solid product, add an appropriate amount of anhydrous acetone until it is completely dissolved, and then pass through dry hydrogen chloride gas, there is a large amount of solid that is 1-dimethylaminomethyl-5,5-dimethylhydantoin The hydrochloride was precipitated, centrifuged, and dried to obtain 1.94 g. The dried 1-dimethylaminomethyl-5,5-dimethylhydantoin hydrochloride was dissolved in absolute ethanol, an...

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Abstract

The invention relates to a bactericidal polymer containing quaternary ammonium salts and halogen amine or halogen amine precursor functional groups, a preparation method and an application thereof; according to the invention, halomethylated high-molecular polymer is used as a carrier, and is reacted with a halogen amine precursor containing a tertiary amine functional group to generate quaternary ammonium salt halogen amine precursor high-molecular polymer; and finally the quaternary ammonium salt halogen amine bactericidal high-molecular polymer is generated through a halogenation reaction. The bactericidal high-molecular polymer contains both the halogen amine bactericidal functional group and the quaternary ammonium salt bactericidal functional group, has rapid, high-efficient and broad-spectrum bactericidal efficacy, and is widely applicable to the sterilization and disinfection treatment of various water and air and the control of harmful smelly gas. The bactericidal and disinfecting high-molecular polymer can also be subject to certain mixing treatment with other materials to prepare various hygienic antibacterial products such as antibacterial mattress covers, antibacterial carpets, antibacterial diapers, and the like.

Description

technical field [0001] The invention relates to the synthesis and application of a novel high-efficiency and renewable high-molecular polymer bactericide, in particular to a bactericidal polymer containing a quaternary ammonium salt and a halamine or a halamine precursor functional group and a preparation method and application thereof. Background technique [0002] The application of effective antibacterial and disinfection materials and technologies is an important means to block the spread and prevalence of harmful microorganisms. Due to the disadvantages of high toxicity and easy pollution caused by water-soluble fungicides, the development of water-insoluble polymer fungicides, especially water-insoluble resin fungicides has attracted more and more people's interest. US Patent No. 4,349,646 discloses a method for preparing water-insoluble polyquaternium bactericidal resin by reacting chloromethylated polystyrene resin or polychloromethacrylate resin with tertiary amine ...

Claims

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Application Information

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IPC IPC(8): C08F12/08C08F8/30C08F8/20A01N25/10A01N43/50A01P1/00
Inventor 梁杰揭志强
Owner SHANGHAI NORMAL UNIVERSITY
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