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Method for transformation of conventional and commercially important polymers into durable and rechargeable antimicrobial polymeric materials

A polymer and halide technology, applied in the field of antibacterial agents, can solve the problems of low antibacterial activity, limited examples, high toxicity, etc., and achieve cost-effective, flexible and cost-effective effects

Active Publication Date: 2008-02-13
BOARD OF RGT THE UNIV OF TEXAS SYST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Therefore, some antimicrobial additives are actually preservatives with low antimicrobial activity, although antimicrobial agents are highly toxic
[0004] Recently, the development of antimicrobial additives that protect both polymers and users has become an urgent issue; however, successful examples are still limited (13-16)

Method used

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  • Method for transformation of conventional and commercially important polymers into durable and rechargeable antimicrobial polymeric materials
  • Method for transformation of conventional and commercially important polymers into durable and rechargeable antimicrobial polymeric materials
  • Method for transformation of conventional and commercially important polymers into durable and rechargeable antimicrobial polymeric materials

Examples

Experimental program
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Effect test

Embodiment 1

[0045] Example 1: SHC-1. A solution of sodium dichloroisocyanurate (DCCANa, about 8.8 g, about 0.04 mol) in water (about 40 ml) was added to a solution of about 9.6 g (about 0.04 mol) of SHA-1 in toluene (about 20 mol) . The mixture was shaken vigorously for about 10 minutes. Then toluene (about 10 mol) was added. The precipitated cyanuric acid was filtered off. The organic layer was separated from water. After evaporating toluene, the solid was collected and recrystallized from petroleum ether to give a yield of 77%, a melting temperature of 83°C and an active chlorine content of 12.5%.

[0046] Figure 1 illustrates a synthetic method of the present invention. The present invention provides the treatment of bis(2,2,6,6-tetramethyl-4-piperidinyl) sebacate (HALS-1) with sodium dichloroisocyanurate (DCCANa) to prepare sebacate Acid bis(N-chloro-2,2,6,6-tetramethyl-4-piperidinyl) ester (HALS-1-Cl).

Embodiment 2

[0047] Example 2: SHC-2. A solution of DCCANa (about 8.8 g, 0.04 mol) in water (about 40 ml) was added to a solution of about 5.95 g (about 0.04 mol) of SHA-2 in toluene (about 20 mol). The mixture was shaken vigorously for about 20 minutes. Then toluene (about 10 mol) was added. The precipitated cyanuric acid was filtered off. The organic layer was separated from water, followed by anhydrous CaCl 2 dry. About 50 ml of methanol was added; the precipitate was collected by filtration, washed with methanol, air-dried overnight and stored in a desiccator at room temperature for about 72 hours to a constant weight, giving a yield of about 75% with a melting point of about 280°C ( decomposition) and an active chlorine content of about 7.96%.

Embodiment 3

[0048] Example 3: SHC-3. A solution of DCCANa (about 8.8 grams, 0.04 mol) in water (about 40 ml) was added to a solution of about 8.2 grams (about 0.04 mol) of SHA-3 in toluene (about 20 mol). The mixture was shaken vigorously for about 10 minutes. Then toluene (about 10 mol) was added. The precipitated cyanuric acid was filtered off. The organic layer was separated from water. After evaporating the toluene, the solid was collected and recrystallized from petroleum ether to give a yield of about 79%, a melting point of about 32°C and an active chlorine content of 7.86%.

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Abstract

The present invention includes compositions and methods of making an antimicrobial polymer by mixing sterically hindered N-halo-amines with polymeric materials with a source of halides selected from sodium di-X-isocyanurate, sodium hypohalite, N-X-succinimide, and calcium hypohalite, and mixtures and combinations thereof, wherein X is selected from Cl or Br, and wherein the sterically hindered halo- amines are charged before or after mixing with the polymers, or combinations thereof.

Description

technical field [0001] The present invention relates generally to the field of antimicrobial agents and, more particularly, to compositions and methods for preparing and replenishing antimicrobial additives to polymeric materials. Background technique [0002] Regarding polymer biocides, the background of the present invention is described below, which does not limit the scope of the present invention. [0003] In response to the widespread spread of infectious pathogens (1), antimicrobial polymers, polymers that can effectively inactivate microorganisms by contact, have attracted considerable attention (2-12). The simplest and most cost-effective method in the preparation of antibacterial polymer materials is to directly add antibacterial additives into the polymer structure during processing, and has been widely used in the preparation of wood, paper, plastics, textiles, coatings, etc. (13-14). Traditionally, the main purpose of adding biocides to polymers is to protect ...

Claims

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Application Information

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IPC IPC(8): A61K31/00C08K5/34
CPCC08K5/0058C08K5/34
Inventor 孙玉宇陈兆彬
Owner BOARD OF RGT THE UNIV OF TEXAS SYST
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