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Preparation and application of O-3, 4-methylenedioxy phenylacetate-N-trimethylchitosan quaternary ammonium salt

A technology of dioxyphenylacetate, trimethyl chitosan, applied in the directions of application, botanical equipment and methods, chemicals for biological control, etc., can solve problems such as insolubility in water, and achieve enhanced antibacterial Activity and hydrophilicity, good antibacterial properties, and the effect of expanding the scope of application

Active Publication Date: 2017-02-22
贺强
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This patented compound can be attached to certain parts of chitin molecules by chemical bonding techniques such as covalently linking it with other substituents on its backbone structure (chloromycetes). These modifications improve their ability to dissolve when exposed to aqueous solutions like saliva but they also make them more resistant against Gram negative microorganisms that cause disease compared to unmodified chitins. Overall this new type of modified chitooligosaccharide called oligochaetetic Acid Ester Chelonase Molecule-1 was developed for use in medicine applications due to improved effectiveness towards prevention of harmful organism colonization caused by gram negatives.

Problems solved by technology

The technical problem addressed in this patents relates to finding ways for creation of effective anti-bacterial compositions containing both anticoagulation property and antimicrobial functions while being environmentally friendly and having excellent stability over time under harsh conditions like high temperatures during production processes.

Method used

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  • Preparation and application of O-3, 4-methylenedioxy phenylacetate-N-trimethylchitosan quaternary ammonium salt
  • Preparation and application of O-3, 4-methylenedioxy phenylacetate-N-trimethylchitosan quaternary ammonium salt
  • Preparation and application of O-3, 4-methylenedioxy phenylacetate-N-trimethylchitosan quaternary ammonium salt

Examples

Experimental program
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Effect test

Embodiment 1

[0030] A kind of O-3,4-methylenedioxyphenyl acetate-N-trimethyl chitosan quaternary ammonium salt, its preparation method is as follows:

[0031] (1) Dissolve 3g of chitosan in 200mL of deionized water and 20mL of formic acid, stir and heat up to 50°C, add 15mL of formaldehyde solution, mix well and transfer to a microwave normal pressure reactor, adjust the microwave power to 600W React at a temperature of 50°C for 60 minutes; use 15% NaOH solution to adjust the pH to alkaline, filter with suction, wash with water until neutral, add to 50mL N-methyl-2-pyrrolidone after drying, add 15mL methyl iodide, 50°C React for 96 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.

[0032] The samples were detected by X-ray photoelectron spectroscopy (XPS), and the degree of quaternization substitution of N,N,N-trimethyl chitosan was 55%.

[0033] (2) Pipette 5 g of ...

Embodiment 2

[0036]A kind of O-3,4-methylenedioxyphenyl acetate-N-trimethyl chitosan quaternary ammonium salt, its preparation method is as follows:

[0037] (1) Dissolve 3g of chitosan in 200mL of deionized water and 20mL of formic acid, stir and heat up to 50°C, add 30mL of formaldehyde solution, mix well and transfer to a microwave normal pressure reactor, adjust the microwave power to 700W React at 60°C for 50 minutes; 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 30mL methyl iodide, 60°C React for 72 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.

[0038] The sample was detected by X-ray photoelectron spectroscopy (XPS), and the quaternization degree of N, N, N-trimethyl chitosan was 64%.

[0039] (2) Pipette 5 g of 3,4-(methylenedioxy)phenylacetic acid an...

Embodiment 3

[0042] A kind of O-3,4-methylenedioxyphenyl acetate-N-trimethyl chitosan quaternary ammonium salt, its preparation method is as follows:

[0043] (1) Dissolve 3g of chitosan in 200mL of deionized water and 20mL of formic acid, stir and heat up to 50°C, add 40mL of formaldehyde solution, mix well and transfer to a microwave normal pressure reactor, adjust the microwave power to 800W React at 70°C for 40 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 45mL methyl iodide, 70°C React for 48 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.

[0044] The sample was detected by X-ray photoelectron spectroscopy (XPS), and the degree of quaternization substitution of N,N,N-trimethyl chitosan was 72%.

[0045] (2) Pipette 5 g of 3,4-(methylenedi...

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Abstract

The invention belongs to field of macromolecular compound materials, and discloses a chitosan chemically modified functional derivative O-3, 4-methylenedioxy phenylacetate-N-trimethylchitosan quaternary ammonium salt, as well as a preparation method and application thereof. The preparation method comprises the following steps: taking chitosan, formaldehyde and formic acid as starting materials, enabling the starting materials to be subjected to microwave reaction, obtaining chitosan schiff base, and enabling chitosan schiff base to be reacted with methyl iodide, so as to obtain N, N, N-trimethyl chitosan; obtaining 3, 4-methylenedioxy phenylacetic acid acyl chloride by utilizing 3, 4-methylenedioxy phenylacetic acid and thionyl chloride, and adding 3, 4-methylenedioxy phenylacetic acid acyl chloride into N, N, N-trimethyl chitosan, so as to obtain the O-3, 4-methylenedioxy phenylacetate-N-trimethylchitosan quaternary ammonium salt. The O-3, 4-methylenedioxy phenylacetate-N-trimethylchitosan quaternary ammonium salt not only has good water solubility, but also has greatly improved antibacterial property, and can be applied to various fields, such as antibacterial medical materials, daily chemical products and food packaging materials.

Description

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Claims

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Application Information

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Owner 贺强
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