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Double-bond-containing cyclic halamine antibacterial agent precursor as well as preparation method and application thereof

A cyclic halamine and antibacterial agent technology, which is applied in the field of antibacterial materials, can solve the problems of difficult-to-use plastic antibacterial plastics with halamine antibacterial agents, long-term use performance decline, and degradation of halamine precursors, and achieve excellent antibacterial performance and production costs. The effect of low, short reaction time

Inactive Publication Date: 2015-05-20
FUDAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Adding existing haloamine antibacterial agents to general-purpose plastics mainly has the following problems: (1), carboxyl, hydroxyl or epoxy groups have poor reactivity with general-purpose plastics, and are not firmly combined with plastics, and are easy to ooze out during use. Long-term use performance declines rapidly; (2), it is easy to cause the degradation of the halamine precursor at the plastic processing temperature; (3), the prepared plastic product will greatly change the original color of the plastic, and it is difficult to popularize and apply
Therefore existing halamine antimicrobial agents are difficult to be applied in general-purpose plastics to prepare antibacterial plastics

Method used

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  • Double-bond-containing cyclic halamine antibacterial agent precursor as well as preparation method and application thereof
  • Double-bond-containing cyclic halamine antibacterial agent precursor as well as preparation method and application thereof
  • Double-bond-containing cyclic halamine antibacterial agent precursor as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Example 1 : Synthesis of halamine antibacterial agent 1,3-diallyl-S-triazinetrione.

[0036] Weigh 5.16 g (0.04 mol) of cyanuric acid and place it in a 250 mL flask, add 100 mL of deionized water, stir evenly with a glass rod, then add 4.8 g of sodium hydroxide, continue stirring until the cyanuric acid is completely dissolved, slowly Add 9.60 g (0.08 mol) of allyl bromide dropwise, stir the reaction at 25°C for 10 h, and adjust the pH value of the reaction solution to 6.5 with dilute hydrochloric acid; a white solid powder is precipitated, washed with deionized water to obtain 1,3-di Allyl-S-triazinetrione, yield 76%.

Embodiment 2

[0037] Example 2 : Synthesis of halamine antibacterial agent 1-allyl-S-triazinetrione.

[0038] Weigh 5.16 g (0.04 mol) of cyanuric acid and place it in a 250 mL flask, add 100 mL of deionized water, stir evenly with a glass rod, then add 4.5 g of potassium hydroxide, continue stirring until the cyanuric acid is completely dissolved, slowly Add 4.80 g (0.04 mol) of allyl bromide dropwise, stir the reaction at 25°C for 10 h, and adjust the pH value of the reaction solution to 7.0 with dilute sulfuric acid; a white solid powder is precipitated and washed with deionized water to obtain 1-allyl bromide -S-triazinetrione, yield 80%.

Embodiment 3

[0039] Example 3 : Synthesis of halamine antibacterial agent 1,3-diallyl-S-triazinetrione. (Using allyl chloride as raw material)

[0040]Weigh 5.16 g (0.04 mol) of cyanuric acid and place it in a 250 mL flask, add 100 mL of deionized water, stir evenly with a glass rod, then add about 6.0 g of sodium carbonate, continue stirring until the cyanuric acid is completely dissolved, slowly Add 6.10 g (0.08 mol) allyl chloride dropwise, stir the reaction at 20°C for 16 h, and adjust the pH value of the reaction solution to 6.5 with dilute hydrochloric acid; white solid powder is precipitated, washed with deionized water to obtain 1,3-di Allyl-S-triazinetrione, yield 68%.

[0041] Application examples of cyclic haloamine antibacterial agents containing double bonds:

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Abstract

The invention belongs to the technical field of antibacterial materials and particularly relates to a double-bond-containing cyclic halamine antibacterial agent precursor as well as a preparation method and application of the cyclic halamine antibacterial agent precursor in the preparation of antibacterial plastic. The antibacterial precursor is a compound which has a structure represented by the formula (I) or the formula (II) and is synthesized from allyl bromide or allyl chloride and cyanuric acid as raw materials through simple reaction. The antibacterial plastic is prepared by mixing the double-bond-containing cyclic halamine precursor and general plastic, simultaneously adding an initiator and an antioxidant and placing into a torque rheometer by virtue of a one-step process to prepare the plastic containing cyclic imide functional groups and chlorinating the plastic to obtain the antibacterial plastic containing halamine functional groups. The halamine antibacterial agent prepared by the method is low in cost and simple in process, small in addition, lasting in antibacterial effect and broad-spectrum and efficient, has good antibacterial property and can be repeatedly halogenated to regenerate the bactericidal property; and the halamine antibacterial agent and multiple resin can be subjected to blending and injection molding.

Description

technical field [0001] The invention belongs to the technical field of antibacterial materials, and in particular relates to a double bond-containing cyclic haloamine antibacterial agent precursor, a preparation method thereof and an application in preparing antibacterial plastics. Background technique [0002] There are a large number of microorganisms living in nature, among which bacteria and fungi are most closely related to human daily life. Because microorganisms are ubiquitous in the usual environment, once they are deposited on ordinary materials, they can easily adhere to the surface of the material and begin to grow and reproduce to form micro-colonies and even biofilms. Bacteria, fungi and other microorganisms adhering to the surface of various medical supplies and daily necessities not only bring risks to people's lives and health, but also have many adverse effects on the appearance and performance of materials, so they have the ability to kill Or the emergence...

Claims

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Application Information

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IPC IPC(8): C07D251/30A01N43/66A01P3/00A01P1/00C08L23/12C08L23/06C08L27/06C08L67/02C08K5/3492
CPCC07D251/34C08K5/34924C08L2207/066
Inventor 姚晋荣吴堃邵正中陈新
Owner FUDAN UNIV
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