O-imidazolate-n-trimethyl chitosan quaternary ammonium salt and its preparation method and application

A technology of trimethyl chitosan and imidazolate, which is applied in the field of polymer compound materials, can solve the problems of insolubility in water, achieve the effect of enhancing antibacterial activity and hydrophilicity, good antibacterial performance, and expanding the scope of application

Inactive Publication Date: 2016-01-06
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] In order to overcome the shortcoming that chitosan macromolecule is insoluble in water, the primary purpose of the present invention is to provide a kind of novel water-soluble chitosan derivative with antibacterial effect: O-imidazolate-N-trimethyl chitosan quaternary Ammonium salt;

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  • O-imidazolate-n-trimethyl chitosan quaternary ammonium salt and its preparation method and application
  • O-imidazolate-n-trimethyl chitosan quaternary ammonium salt and its preparation method and application
  • O-imidazolate-n-trimethyl chitosan quaternary ammonium salt and its preparation method and application

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Effect test

Embodiment 1

[0029] A kind of O-imidazolate-N-trimethyl chitosan quaternary ammonium salt, its preparation method is as follows:

[0030] (1) Dissolve 4g of chitosan in 200mL of deionized water and 15mL of formic acid, stir and heat up to 70°C, add 10mL of formaldehyde solution, mix well and transfer to a microwave normal pressure reactor, adjust the microwave power to 400W React at 30°C for 240min; adjust pH to alkaline with 15% NaOH solution, filter with suction, wash with water until neutral, add to 50mL N-methyl-2-pyrrolidone after drying, add 40mL methyl iodide, 40°C React for 120 hours; add twice the volume of V (ether) / V (ethanol) = 1:1 mixed solvent for precipitation, use deionized water to dialyze and then freeze-dry to obtain N,N,N-trimethyl chitosan.

[0031] The quaternization degree of N,N,N-trimethyl chitosan was 76% through X-ray photoelectron spectroscopy (XPS) detection of the sample.

[0032] (2) Pipette 5g of benzimidazole into 100mL of concentrated sulfuric acid under ...

Embodiment 2

[0035] A kind of O-imidazolate-N-trimethyl chitosan quaternary ammonium salt, its preparation method is as follows:

[0036](1) Dissolve 4g of chitosan in 200mL of deionized water and 15mL of formic acid, stir and heat up to 70°C, add 10mL of formaldehyde solution, mix well and transfer to a microwave normal pressure reactor, adjust the microwave power to 500W React at 40°C for 180min; adjust the pH to alkaline with 15% NaOH solution, filter with suction, wash with water until neutral, add to 50mL N-methyl-2-pyrrolidone after drying, add 40mL methyl iodide, 40°C React for 120 hours; add twice the volume of V (ether) / V (ethanol) = 1:1 mixed solvent for precipitation, use deionized water to dialyze and freeze-dry to obtain N,N,N-trimethyl chitosan.

[0037] The quaternization degree of N,N,N-trimethyl chitosan was 75% through X-ray photoelectron spectroscopy (XPS) detection of the sample.

[0038] (2) Pipette 5g of benzimidazole into 100mL of concentrated sulfuric acid under ic...

Embodiment 3

[0041] A kind of O-imidazolate-N-trimethyl chitosan quaternary ammonium salt, its preparation method is as follows:

[0042] (1) Dissolve 4g of chitosan in 200mL of deionized water and 15mL of formic acid, stir and heat up to 70°C, add 10mL of formaldehyde solution, mix well and transfer to a microwave normal pressure reactor, adjust the microwave power to 600W React at 50°C for 120 minutes; adjust the pH to alkaline with 15% NaOH solution, filter with suction, wash with water until neutral, add to 50mL N-methyl-2-pyrrolidone after drying, add 40mL methyl iodide, 40°C React for 120 hours; add twice the volume of V (ether) / V (ethanol) = 1:1 mixed solvent for precipitation, use deionized water to dialyze and freeze-dry to obtain N,N,N-trimethyl chitosan.

[0043] The quaternization degree of N,N,N-trimethyl chitosan was 75.2% through X-ray photoelectron spectroscopy (XPS) detection of the sample.

[0044] (2) Pipette 5g of benzimidazole into 100mL of concentrated sulfuric acid ...

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Abstract

The invention belongs to the field of macromolecular compounds and discloses a functional derivative, O-imidazate-N-trimethyl chitosan quaternary ammonium salt, prepared through chemical modification of chitosan, as well as a preparation method and application of the O-imidazate-N-trimethyl chitosan quaternary ammonium salt. The preparation method comprises the following steps: taking chitosan, formaldehyde and formic acid as starting materials, obtaining chitosan Schiff base through microwave reaction of the starting materials; then, carrying out reaction of the chitosan Schiff base and methyl iodide to obtain N,N,N-trimethyl chitosan; utilizing imidazole dicarboxylic acid and sulfoxide chloride to obtain imidazole acid acyl chloride; adding the imidazole acid acyl chloride into the N,N,N-trimethyl chitosan to obtain the O-imidazate-N trimethyl chitosan quaternary ammonium salt. The O-imidazate-N trimethyl chitosan quaternary ammonium salt is not only good in water-solubility, but also greatly higher in an antibiotic property, and can be applied to numerous application fields such as antibacterial materials, daily chemical products and industrial wastewater treatment.

Description

technical field [0001] The invention belongs to the field of polymer compound materials, and in particular relates to a chitosan chemically modified functional derivative O-imidazolate-N-trimethyl chitosan quaternary ammonium salt and a preparation method and application thereof. Background technique [0002] With the development of society and the advancement of science and technology, people pay more and more attention to antibacterial materials. There are three main types of antibacterial agents commonly used in daily life: inorganic metal mineral materials, organic heterocyclic antibacterial materials and natural antibacterial materials. Because natural antibacterial preservatives come from nature, are highly safe to the human body, and meet the requirements of green environmental protection, they have been welcomed by people in recent years. The research, development and utilization of natural antibacterial agents have become a hot spot in applied chemistry. [0003] C...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08B37/08A01P1/00
Inventor 杨仁党李知函吴福胜
Owner SOUTH CHINA UNIV OF TECH
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