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Quaternary ammonium salt and carbamate structure containing antibacterial methyl acrylate monomer, preparation method and application thereof

A technology of methacrylate and carbamate, which is applied to the antibacterial methacrylate monomer containing quaternary ammonium salt and carbamate structure and its preparation and application fields, and can solve the problem of the exudation of antibacterial monomer , the limited crosslinking rate, the influence of material properties, etc.

Active Publication Date: 2014-06-11
东莞市建泓新材料科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] However, the molecular structure of MDPB and DMAE-CB only contains a methacrylate structure, and the crosslinking rate is limited when polymerized with the resin matrix monomer. If the content is too high in the material, the performance of the material will be affected. The uncrosslinked Antimicrobial monomers may also leach out of resin-based materials, which is not conducive to oral health, and the two monomers are difficult to mix with hydrophobic dimethacrylate monomers commonly used in dental restoration materials such as TEGDMA

Method used

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  • Quaternary ammonium salt and carbamate structure containing antibacterial methyl acrylate monomer, preparation method and application thereof
  • Quaternary ammonium salt and carbamate structure containing antibacterial methyl acrylate monomer, preparation method and application thereof
  • Quaternary ammonium salt and carbamate structure containing antibacterial methyl acrylate monomer, preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0038] Example 1 AB 1 IL 10 Monomer

[0039] This example AB 1 IL 10 The preparation method of monomer comprises the steps:

[0040] Step 1: Add 5.95g of N-methyldiethanolamine and 15.55g of 1-bromododecane into a three-necked flask equipped with magnets, add 100ml of dichloromethane, reflux and stir at 60°C for 15 hours, and cool to room temperature, filtered, and vacuum-dried the filter cake at 50°C for 72 hours to obtain N-methyl-N-dodecyldiethanolamine bromide.

[0041]Step 2: Add 4.44g of isophorone diisocyanate and 100ml of dichloromethane into a 250ml three-neck bottle equipped with a magnet, and continuously add 3.67g of N-methyl-N-dodecyl diisocyanate while stirring After reacting ethanolamine bromide and 0.002g dibutyltin dilaurate in an oil bath at 70°C for 8 hours, add 2.60g hydroxyethyl methacrylate and 0.0107g hydroquinone and continue the reaction in an oil bath at 75°C for 20 hours , and then purify the reaction product. The product was characterized by ...

Embodiment 2

[0043] Example 2 AB 1 IL 12 Monomer

Embodiment AB1

[0044] This embodiment AB 1 IL 12 The preparation method of monomer comprises the steps:

[0045] Step 1: Add 5.95g of N-methyldiethanolamine and 14.56g of 1-bromotetradecane into a three-necked flask equipped with magnets, add 100ml of dichloromethane, reflux and stir at 80°C for 5 hours, and cool Return to room temperature, filter, and vacuum-dry the filter cake at 50°C for 72 hours to obtain N-methyl-N-tetradecyldiethanolamine bromide.

[0046] Step 2: Add 4.44g of isophorone diisocyanate and 100ml of dichloromethane into a 250ml three-neck bottle equipped with a magnet, and continuously add 3.95g of N-methyl-N-tetradecyl diisocyanate under stirring After reacting ethanolamine bromide and 0.11g dibutyltin dilaurate in an oil bath at 70°C for 8.5 hours, add 2.60g hydroxyethyl methacrylate and 0.066g hydroquinone and continue to react in an oil bath at 75°C for 22 hours , and then purify the reaction product. The product is characterized by infrared and NMR:

[0047] FT-...

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Abstract

The invention discloses a quaternary ammonium salt and carbamate structure containing antibacterial methyl acrylate monomer, its preparation method and an application thereof. The quaternary ammonium salt and carbamate structure containing antibacterial methyl acrylate monomer prepared in the invention can be used as an antibacterial ingredient in a dental prosthetic material. The monomer has quaternary ammonium salt and carbamate structure. Therefore, dental cured resin containing the monomer has a certain antibacterial property and toughness.

Description

technical field [0001] The invention relates to a monomer that can be used as a photoinitiated polymerization system, in particular to a series of antibacterial methacrylate monomers containing a quaternary ammonium salt structure and its preparation method and application. Background technique [0002] Caries is the chronic and progressive destruction of dental hard tissue caused by various factors. If a cavity is formed and not repaired in time, the lesion will develop to the deep layer, leading to complications such as pulp inflammation and periapical infection, resulting in tissue damage. Destroy and cause severe pain, and even affect the health of the whole body. Therefore, it is necessary to carry out effective restorative treatment for dental caries. [0003] Dental materials science is the most active research field in modern prosthodontics. It integrates materials science, life science, polymer chemistry and stomatology, and has developed rapidly in recent years. ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C271/24C07C271/28C07C269/02A61K6/083C08F222/22
Inventor 何经纬刘芳梁晓旭
Owner 东莞市建泓新材料科技有限公司
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