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O-fumarate-N-trimethyl chitosan quaternary ammonium salt as well as preparation method and application thereof

A technology of trimethyl chitosan and fumarate, applied in the directions of applications, botanical equipment and methods, chemicals for biological control, etc., can solve problems such as limiting antibacterial applications, and achieve enhanced antibacterial activity and hydrophilicity. performance, expand the scope of application, good antibacterial effect

Inactive Publication Date: 2014-07-23
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Chitosan macromolecules are insoluble in water, which limits their antibacterial applications

Method used

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  • O-fumarate-N-trimethyl chitosan quaternary ammonium salt as well as preparation method and application thereof
  • O-fumarate-N-trimethyl chitosan quaternary ammonium salt as well as preparation method and application thereof
  • O-fumarate-N-trimethyl chitosan quaternary ammonium salt as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] A kind of O-fumarate-N-trimethyl chitosan quaternary ammonium salt, preparation method is as follows:

[0031] (1) Dissolve 4g of chitosan in a mixture of 200mL deionized water and 15mL 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, temperature 30°C, react for 240min; use 15% NaOH solution to adjust pH to alkaline, filter with suction, wash with water until neutral, dry and add to 50mL N-methyl-2-pyrrolidone (NMP), Add 20mL methyl iodide, react at 40°C for 120h; 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-trimethyl chitosan sugar.

[0032] The substitution degree of N-trimethyl chitosan quaternary ammonium salt is 66% through photoelectron spectroscopy quantitative analysis (XPS) for C and N element analysis.

[0033] (2) Disperse 1.16g of fumaric ...

Embodiment 2

[0036] A kind of O-fumarate-N-trimethyl chitosan quaternary ammonium salt, preparation method is as follows:

[0037] (1) Dissolve 4g of chitosan in a mixture of 200mL deionized water and 15mL 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 React at a temperature of 500W and 40°C for 180min; adjust the pH to alkaline with 15% NaOH solution, filter with suction, wash with water until neutral, add to 50mL of N-methyl-2-pyrrolidone after drying, add 40mL of methyl iodide , react at 40° C. for 120 h; 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-trimethyl chitosan.

[0038] The substitution degree of N-trimethyl chitosan quaternary ammonium salt is 69% through photoelectron spectroscopy quantitative analysis (XPS) for C and N element analysis.

[0039] (2) Disperse 2.32g ...

Embodiment 3

[0042] A kind of O-fumarate-N-trimethyl chitosan quaternary ammonium salt, preparation method is as follows:

[0043] (1) Dissolve 4g of chitosan in a mixture of 200mL deionized water and 15mL 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 React at a temperature of 600W at 50°C for 120min; adjust the pH to alkaline with 15% NaOH solution, filter with suction, wash with water until neutral, add to 50mL of N-methyl-2-pyrrolidone after drying, add 60mL of methyl iodide , react at 40° C. for 120 h; 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-trimethyl chitosan.

[0044] The substitution degree of N-trimethyl chitosan quaternary ammonium salt is 73% through photoelectron spectroscopy quantitative analysis (XPS) for C and N element analysis.

[0045] (2) Take 3.48g of fu...

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Abstract

The invention belongs to the field of macromolecule compound materials, and discloses a chitosan chemical modified functional derivative, namely O-fumarate-N-trimethyl chitosan quaternary ammonium salt as well as a preparation method and application thereof. The preparation method of the O-fumarate-N-trimethyl chitosan quaternary ammonium salt disclosed by the invention comprises the following steps: taking chitosan, formaldehyde and formic acid as starting materials, carrying out microwave reaction to prepare chitosan Schiff base, and reacting chitosan Schiff base with iodomethane to prepare N-trimethyl chitosan; reacting fumaryl chloride prepared from fumaric acid and thionyl chloride with N-trimethyl chitosan to prepare O-fumarate-N-trimethyl chitosan quaternary ammonium salt. Compared with chitosan, the O-fumarate-N-trimethyl chitosan quaternary ammonium salt has the advantages that the antibacterial property is greatly increased, and the O-fumarate-N-trimethyl chitosan quaternary ammonium salt disclosed by the invention can be applied in the fields of antibacterial materials, daily chemical products, industrial wastewater treatment and the like.

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-fumarate-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] Chit...

Claims

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Application Information

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IPC IPC(8): C08B37/08A01N43/16A01P1/00
Inventor 杨仁党李知函程峥
Owner SOUTH CHINA UNIV OF TECH