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A kind of haloamine/quaternary ammonium olefin antibacterial agent and its application in biodegradable nanofiber materials

A technology of nanofiber membrane and antibacterial agent, which is applied in the synthesis of olefin antibacterial agent and antibacterial field, can solve the problems of harsh reaction conditions, loss of fabric breaking strength, and limited application range, and achieves mild synthesis reaction conditions and renewable antibacterial properties. , good cytocompatibility

Active Publication Date: 2018-06-19
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, the existing halamine antibacterial agents still have the following problems in practical application: (1) the application range of halamine antibacterial agents is less at present, mainly focusing on textile fabrics and coatings; (2) small molecule halamine antibacterial agents The performance of the agent is unstable, it is easy to penetrate into the skin, and there is a safety hazard during use; (3) there is a possibility of increasing the hydrophobicity of the material after the material containing the antibacterial precursor is halogenated, which will limit the scope of use of the material in some aspects; (4) Most of the haloamine structures in the only haloamine antibacterial agent molecules containing quaternary ammonium groups are linear, with unstable performance, easy decomposition, and decreased utilization rate; (5) N-Cl bonds in the haloamine compounds and their Itself is prone to fracture under ultraviolet irradiation, and its ultraviolet stability is poor, resulting in a shorter maintenance time of antibacterial properties of antibacterial materials under ultraviolet irradiation conditions, and a decrease in utilization rate; (6) some chloramine antibacterial agents are based on N-hydroxymethyl It is an active group, and there is a problem of formaldehyde release during use; (7) the price of synthetic raw materials is relatively expensive, the reaction conditions are harsh, the yield is low, and the cost is high
For example, when preparing antibacterial cotton fabrics, the rolling and baking process is often used, which requires high temperature baking of cotton fabrics, which increases the cost of raw materials, and the processing process is relatively complicated, the process conditions are harsh, the fabric breaking strength is seriously lost, and the antibacterial textiles prepared have poor wearability.
In addition, it is more noteworthy that for chemically inert materials, the lack of reactive functional groups in the molecular structure cannot achieve the purpose of antibacterial modification through the above methods
If direct blending or coating is used, although the method is simple, there are often problems such as exudation, aggregation, and uneven distribution.

Method used

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  • A kind of haloamine/quaternary ammonium olefin antibacterial agent and its application in biodegradable nanofiber materials
  • A kind of haloamine/quaternary ammonium olefin antibacterial agent and its application in biodegradable nanofiber materials
  • A kind of haloamine/quaternary ammonium olefin antibacterial agent and its application in biodegradable nanofiber materials

Examples

Experimental program
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Effect test

Embodiment 1

[0051] Synthesis of 3-(2'-chloroethyl)-5,5-dimethylhydantoin: Weigh 12.9g (0.1mol) 5,5-dimethylhydantoin in a 250mL round bottom flask, add 100mL ethanol to make It dissolves, then add 4g (0.1mol) sodium hydroxide, place the round bottom flask in an oil bath environment and keep stirring, heat up to 90°C and react for 10min, then cool down to 80°C, slowly dropwise add 14.34g (0.1mol) 1- Bromo-2-chloroethane, condensed and refluxed for 8h. After the reaction is completed, the solvent is removed by rotary evaporation, the mixture of ethyl acetate and water is separated, and the ethyl acetate part is obtained by rotary evaporation, purification, and drying to obtain white crystals, which are 3-(2'-chloroethyl )-5,5-Dimethylhydantoin.

[0052] Synthesis of haloamine / quaternary ammonium olefin antibacterial agent precursor: According to the molar ratio of 1:1.3, weigh 3.1442g (20mmol) dimethylaminoethyl methacrylate, 4.953g (26mmol) 3-(2'-chloro Ethyl)-5,5-dimethylhydantoin, 4.31...

Embodiment 2

[0054] Synthesis of 3-(2'-chloroethyl)-5,5-dimethylhydantoin: Weigh 12.9g (0.1mol) 5,5-dimethylhydantoin in a 250mL round bottom flask, add 100mL ethanol to make It dissolves, then add 4g (0.1mol) sodium hydroxide, place the round bottom flask in an oil bath environment and keep stirring, heat up to 100°C and react for 10min, then cool down to 75°C, slowly dropwise add 14.34g (0.1mol) 1- Bromo-2-chloroethane, condensed and refluxed for 10h. After the reaction is completed, the solvent is removed by rotary evaporation, the mixture of ethyl acetate and water is separated, and the ethyl acetate part is obtained by rotary evaporation, purification, and drying to obtain white crystals, which are 3-(2'-chloroethyl )-5,5-Dimethylhydantoin.

[0055] Synthesis of haloamine / quaternary ammonium olefin antibacterial agent precursor: According to the molar ratio of 1:1.3, weigh 3.1442g (20mmol) dimethylaminoethyl methacrylate, 4.953g (26mmol) 3-(2'-chloro Ethyl)-5,5-dimethylhydantoin, 4....

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PUM

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Abstract

The invention provides a haloamine / quaternary ammonium olefin antibacterial agent, a preparation method therefor and an application thereof. The preparation method comprises the steps of synthesizing a cyclic haloamine antibacterial agent precursor; and producing a quaterisation reaction of the precursor and dimethylaminoethyl methacrylate, and performing filtration, rotary evaporation, purification and drying to obtain an antibacterial agent precursor. According to the application, the antibacterial agent precursor with the final concentration of 3-8wt% is added into water to prepare a finishing liquor; and a biodegradable material is dipped in the finishing liquor and subjected to pad-roll, electronic beam irradiation treatment, drying, Soxhlet extraction, drying and halogenation to obtain an antibacterial bio-material. The antibacterial agent is excellent in performance, stable, safe and nontoxic, and the raw materials are low in price and easily available; and the antibacterial agent is applied to the antibacterial modification of the bio-material by adopting the electronic beam irradiation technology, the production cost is low, equipment is simple and convenient, the process operation is simple and continuous, and an obtained antibacterial material has excellent antibacterial performance and is high in antibacterial efficiency and good in cytocompatibility.

Description

technical field [0001] The present invention relates to the synthesis of olefinic antibacterial agents and the field of antibacterial technology, in particular to an olefinic cyclic halide antibacterial agent containing a quaternary ammonium group and a synthesis method thereof, and to graft-copolymerize the antibacterial agent into A method for fabricating antimicrobial biomaterials on chemically inert biodegradable materials. Background technique [0002] With the improvement of people's awareness of environmental protection, biodegradable materials have gradually received widespread attention. Polyhydroxybutyrate (PHB) has excellent biodegradability, biocompatibility, optical activity, anticoagulation and piezoelectricity, etc. It is used in food packaging and surgical sutures, bandages, orthopedic devices, bone tissue scaffolds Materials and other biomedical fields have potential application value. [0003] There are a large number of pathogenic microorganisms such as ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A01N43/50A01P1/00C07D233/82
CPCA01N43/50C07D233/82
Inventor 任学宏范晓燕李晓林李蓉黄丹
Owner JIANGNAN UNIV
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