Halamine antibacterial agent, its preparation method and application

A technology of antibacterial agent and halamine, which is applied in the synthesis and antibacterial field of halamine compounds, can solve the problems of harsh reaction conditions, life-threatening, cumbersome preparation steps, etc., achieve small mechanical strength damage, good antibacterial performance, and simple process operation Effect

Active Publication Date: 2012-11-28
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Several haloamine antibacterial agents that have appeared at present have complicated preparation steps, expensive synthetic raw materials, long reaction time, harsh reaction conditions, high production energy consumption, and some highly toxic substances such as potassium cyanide are used in the synthetic raw materials. It not only pollutes the environment, but also brings harm to people’s lives, and does not meet the requirements of ecological textile processing; from the perspective of application technology, the existing technology uses chemical cross-linking to covalently cross-link antibacterial agents to textiles, usually through conventional methods. Rolling and baking process (150-180°C), the reaction energy consumption is high, and high-temperature treatment will greatly damage the mechanical strength of textiles

Method used

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  • Halamine antibacterial agent, its preparation method and application
  • Halamine antibacterial agent, its preparation method and application
  • Halamine antibacterial agent, its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] Preparation of halamine antibacterial agent 2,4-dichloro-6-(1-chloro-2,2,6,6-tetramethylpiperidin-4-oxyl)-1,3,5-triazine

[0045] Weigh 9.22g of cyanuric chloride, dissolve it in 100mL of acetone, weigh 7.86g of 2,2,6,6-tetramethyl-4-piperidinol, dissolve it in 100mL of water, mix the two in Place a 500mL round-bottomed flask in an ice bath and stir well, add 2g of sodium hydroxide, and react at 0°C for 1 hour. After the reaction is completed, filter according to the conventional operation method, and wash with distilled water and acetone until the pH value of the filtrate is 7.0. Dry the obtained solid at 60°C and 0.2MPa in a vacuum oven for 12 hours to obtain the precursor of haloamine antibacterial agent 2,4-dichloro-6-(2,2,6,6-tetramethylpiperidine- 4-oxy)-1,3,5-triazine, and finally dissolve the precursor in a sodium hypochlorite solution with a concentration of 0.1% by mass, and let it stand at room temperature for 1 hour. After the reaction is completed, filter a...

Embodiment 2

[0047] Haloamine antibacterial agent 2-chloro-4-methoxy-6-(1-chloro-2,2,6,6-tetramethylpiperidin-4-oxyl)-1,3,5-triazine preparation of

[0048] Weigh 9.01g of cyanuric chloride derivative 2,4-dichloro-6-methoxyl-1,3,5-triazine, dissolve it in 100mL ethanol, weigh 7.86g2,2,6, 6-Tetramethyl-4-piperidinol, dissolve it in 100mL N,N-dimethylformamide, mix the two in a 500mL round bottom flask and place it in an ice bath to stir well, add 2g of hydroxide Sodium, react at 15°C for 6h, after the reaction is completed, filter according to the conventional operation method, and wash with distilled water and acetone until the pH value of the filtrate is 7.0, and dry the obtained solid in a vacuum oven at 60°C and 0.2MPa for 12h, Obtain the haloamine antibacterial agent precursor 2-chloro-4-methoxy-6-(2,2,6,6-tetramethylpiperidin-4-oxyl)-1,3,5-triazine, Finally, dissolve the precursor in a hypochlorous acid solution with a concentration of 2.5% by mass, and let it stand at room temperat...

Embodiment 3

[0050] Preparation of halamine antibacterial agent 2,4-difluoro-6-(1-chloro-2,2,6,6-tetramethylpiperidin-4-oxyl)-1,3,5-triazine

[0051] Weigh 6.76g of cyanuric fluoride, dissolve it in 100mL of carbon tetrachloride, weigh 7.86g of 2,2,6,6-tetramethyl-4-piperidinol, dissolve it in 100mL of ethanol, and The two were mixed in a 500mL round-bottomed flask and placed in an ice bath to fully stir evenly. Add 2.8g of potassium hydroxide and react at 25°C for 8 hours. After the reaction was completed, filter according to the conventional operation method, and wash with distilled water and acetone until the filtrate The pH value is 7.0, and the obtained solid is dried in a vacuum oven at 60°C and 0.2 MPa for 12 hours to obtain the precursor of haloamine antibacterial agent 2,4-difluoro-6-(2,2,6,6-tetra Methylpiperidine-4-oxyl)-1,3,5-triazine, and finally dissolve the precursor in a sodium hypochlorite solution with a concentration of 5% by mass, and leave it to react at room temperatu...

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Abstract

The invention provides a halamine antibacterial agent, its preparation method and application. The halamine antibacterial agent is a compound with a structure shown in formula (I). The preparation method consists of: in the presence of an acid-binding agent, taking cyanuric chloride or cyanuric fluoride or their derivative, and 2, 2, 6, 6-tetramethyl-4-piperidinol as synthesis raw materials to prepare a halamine antibacterial agent precursor with a structure shown in formula (II), and then reacting the precursor with a sodium hypochlorite solution to prepare a halamine antibacterial agent finished product. The halamine antibacterial agent can be applied in textile antibacterial finishing. Specifically, a textile to be treated is dipped in a finishing solution containing the halamine antibacterial agent precursor and a metal salt catalyst for finishing, and finally a halogenation reaction is carried out so as to obtain an antibacterial textile. The method provided in the invention for preparation of the halamine antibacterial agent has the advantages of low cost, simple process, low reaction temperature, no toxicity or pollution, and is in line with the requirements of ecological textile antibacterial finishing. According to the invention, the application process has the characteristics of simple operation and low reaction energy consumption, and antibacterial textiles with good antibacterial properties can be prepared.

Description

technical field [0001] The invention belongs to the technical field of synthesis and antibacterial of haloamine compounds, and in particular relates to a haloamine antibacterial agent, a preparation method thereof and the application of the antibacterial agent in textile antibacterial finishing. Background technique [0002] Microorganisms such as bacteria and mold are very harmful to textiles such as cotton and hemp, which can cause bad smell, even fade and deteriorate, reduce mechanical strength, and affect their wearability. Therefore, it is necessary to carry out antibacterial finishing on textiles. Antibacterial finishing mainly includes physical blending method and chemical crosslinking method. Physical blending is to blend antibacterial agents into textile fibers during the textile manufacturing process. Although the resulting antibacterial fabric has a certain antibacterial ability, as time goes by, The antibacterial ability will decrease or disappear rapidly; the ch...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): D06M13/358C07D401/12D06M11/38D06M11/44D06M11/76D06M11/30
Inventor 任学宏蒋之铭李蓉
Owner JIANGNAN UNIV
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