O-quaternary-N-thiourea chitosan, preparation method and application thereof

A quaternized chitosan, quaternized technology, applied in the directions of application, botanical equipment and methods, chemicals for biological control, etc. Antibacterial activity, the effect of expanding the range of applications

Inactive Publication Date: 2014-08-13
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, chitosan macromolecules are insoluble i

Method used

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  • O-quaternary-N-thiourea chitosan, preparation method and application thereof
  • O-quaternary-N-thiourea chitosan, preparation method and application thereof
  • O-quaternary-N-thiourea chitosan, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] A kind of O-quaternization-N-thiourea chitosan, its preparation method is:

[0033] (1) Add 3g of a viscosity-average molecular weight of 5.0×10 to a three-necked flask 4 , chitosan with a degree of deacetylation of 95%, was added to 120mL of 50% methanol-water solution, the pH value was adjusted to 4.0-5.0, and then 9.0g of methanol solution of benzaldehyde was added dropwise, reacted at 60°C for 4h, suction filtered, and washed to obtain N-chitosan Schiff base, vacuum dried at 50°C; add 50mL of isopropanol, stir and make it swell for 0.5h, then add 25mL of 40wt% sodium hydroxide solution, stir for 6h to make N-chitosan Schiff base Alkali forms a swollen alkalization center under alkaline conditions at 25°C; add 3g of 2,3-epoxypropyltrimethylammonium chloride several times, transfer to a microwave reaction instrument at 40°C, 600W In the case of microwave reaction for 120min, add acetone to precipitate, wash and filter with 95% (v / v) ethanol solution to obtain O-quate...

Embodiment 2

[0038] A kind of O-quaternization-N-thiourea chitosan, its preparation method is:

[0039] (1) Add 3g of a viscosity-average molecular weight of 5.0×10 to a three-necked flask 4 , chitosan with a degree of deacetylation of 95%, was added to 120mL of 50% methanol-water solution, the pH value was adjusted to 4.0-5.0, and then 15.0g of methanol solution of benzaldehyde was added dropwise, reacted at 60°C for 4h, suction filtered, and washed to obtain N-chitosan Schiff base, vacuum dried at 50°C; add 50mL of isopropanol, stir and make it swell for 0.5h, then add 25mL of 40wt% sodium hydroxide solution, stir for 6h to make N-chitosan Schiff base Alkali forms a swollen alkalization center under alkaline conditions at 25°C; add 15g of 2,3-epoxypropyltrimethylammonium chloride several times, transfer to a microwave reaction instrument at 50°C, 600W In the case of microwave reaction for 90min, add acetone for precipitation, wash and filter with 95% (v / v) ethanol solution to obtain O-q...

Embodiment 3

[0044] A kind of O-quaternization-N-thiourea chitosan, its preparation method is:

[0045] (1) Add 3g of a viscosity-average molecular weight of 5.0×10 to a three-necked flask 4 , chitosan with a degree of deacetylation of 95%, was added to 120mL of 50% methanol-water solution, the pH value was adjusted to 4.0-5.0, and then 21.0g of methanol solution of benzaldehyde was added dropwise, reacted at 60°C for 4h, suction filtered, and washed to obtain N-chitosan Schiff base, vacuum dried at 50°C; add 50mL of isopropanol, stir and make it swell for 0.5h, then add 25mL of 40wt% sodium hydroxide solution, stir for 6h to make N-chitosan Schiff base Alkali forms a swollen alkalization center under alkaline conditions at 25°C; add 21g of 2,3-epoxypropyltrimethylammonium chloride several times, transfer to a microwave reaction instrument at 50°C, 700W In the case of microwave reaction for 90min, add acetone for precipitation, wash and filter with 95% (v / v) ethanol solution to obtain O-q...

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Abstract

The present invention belongs to the field of polymer compound material. The invention discloses an O-quaternary-N-thiourea chitosan, a preparation method and application thereof, and the chitosan is a chemical modified functional derivative of chitosan. The preparation method of the O-quaternary-N-thiourea chitosan comprises the following steps: adopting chitosan as a raw material and carrying out reaction with benzaldehyde to obtain chitosan Schiff base, then carrying out reaction with 2,3-glycidyl trimethyl ammonium chloride to obtain O-quaternary-N-chitosan Schiff base; carrying out deprotection of an amino group positioned on the second carbon atom (C2) of the O-quaternary-N-chitosan Schiff base through a methanol-hydrochloric acid solution to obtain O-quaternary chitosan, adding the O-quaternary chitosan to the mixture of ammonium thiocyanate and chloroacetyl chloride to carry out reaction, and then obtaining the O-quaternary-N-thiourea chitosan. The O-quaternary-N-thiourea chitosan provided in the invention achieves a substantial increase in antibacterial property compared with chitosan. The invention can be used in a plurality of application fields of antibacterial material, daily chemical products, industrial wastewater treatment and the like.

Description

technical field [0001] The invention belongs to the field of macromolecular compound materials, and in particular relates to a chitosan chemically modified functional derivative O-quaternized-N-thiourea chitosan 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] Chitosan is widely f...

Claims

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Application Information

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IPC IPC(8): C08B37/08A01N47/34A01P1/00
Inventor 杨仁党李知函华飞果
Owner SOUTH CHINA UNIV OF TECH
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