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Methacrylate monomer for dental restoration material and preparation method thereof

A technology of methacrylate and methacrylic acid, applied in the field of methacrylate monomers for dental restorative materials and their preparation, can solve problems such as allergies, affect the safety of photosensitive resins, cause inflammation, etc., and reduce cytotoxicity Effect

Pending Publication Date: 2019-06-07
安庆北化大科技园有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Ordinary reactive amine co-initiators may migrate from the curing system after the system is cured. The migration of reactive amines may cause inflammation, allergies and other problems, thus affecting the safety of photosensitive resins.

Method used

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  • Methacrylate monomer for dental restoration material and preparation method thereof
  • Methacrylate monomer for dental restoration material and preparation method thereof
  • Methacrylate monomer for dental restoration material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] A kind of reaction equation of preparation process of methacrylate monomer for dental restorative material is as follows: wherein amine compound is piperazine

[0028]

[0029] Glycidyl methacrylate reacts with acrylic acid to open epoxy under the action of a catalyst, and methacrylate containing acrylic acid double bond is prepared; the Michael addition reaction activity of acrylate double bond and methacrylate double bond with amine The difference is to allow the amino group to react with the highly reactive acrylate double bond to prepare a difunctional methacrylate double bond. The prepared reactive diluent contains a tertiary amine structure, which can be used as a reactive amine in the photocuring initiation system. agent.

Embodiment 2

[0031] A preparation method of methacrylate monomer for dental restorative material, comprising the following steps:

[0032] (1) Weigh 64g of glycidyl methacrylate, add 3.0g of tetramethylammonium chloride and 0.1g of hydroxyanisole, and stir in a three-necked flask, heat up to 90°C, and use a constant-pressure dropping funnel to add to the reaction system Add 37.8g of acrylic acid dropwise to the mixture, after the dropwise addition, continue to react for 4h and then test the acid value, when the acid value is less than 10mg KOH / g, stop the reaction;

[0033] (2) After cooling, add 23.1 g of N,N'-dimethylethylenediamine dropwise to the reaction system in an ice bath. After the dropwise addition, raise the temperature to 60°C and continue the reaction for 2 hours;

[0034] (3) After the reaction finishes, cool down to room temperature, wash the product 2-3 times with deionized water, then wash 2-3 times with 1wt% NaOH aqueous solution, and finally wash with deionized water to...

Embodiment 3

[0038] A preparation method of methacrylate monomer for dental restorative material, comprising the following steps:

[0039] (1) Weigh 64g of glycidyl methacrylate, add 1.2g of tetrabutylammonium bromide, 0.5g of hydroxyanisole, and stir in a three-necked flask to raise the temperature to 110°C. 43.2g of acrylic acid was added dropwise, after the dropwise addition, the acid value was tested after continuing to react for 4h, and when the acid value was less than 10mg KOH / g, the reaction was stopped;

[0040] (2) Add 30.6 g of N,N'-dimethyl-1,3-propanediamine dropwise to the reaction system under ice-bath conditions. After the dropwise addition, raise the temperature to 80°C and continue the reaction for 2 hours;

[0041] (3) After the reaction finishes, cool down to room temperature, wash the product 2-3 times with deionized water, then wash 2-3 times with 1wt% NaOH aqueous solution, and finally wash with deionized water to neutrality, transfer it to a beaker, Add an appropri...

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Abstract

The invention discloses a methacrylate monomer for a dental restoration material, and relates to the field of high polymer material synthesis. The material is provided based on the problem that an amine co-initiator used in an existing photocuring system is liable to migrate from the curing system. The material has the following chemical structural formula. The invention also discloses a preparation method of the monomer, which comprises the following steps: (1) weighing glycidyl methacrylate and acrylic acid, and adding a catalyst and a polymerization inhibitor for reaction; (2) dropwise adding an amine compound into the reaction system and continuously carrying out the reaction; (3) after the reaction is finished, washing and drying the reaction product. By using the methacrylate monomer, migration of active amine is effectively avoided, so that the influence on the applicability of the dental restoration material due to migration and precipitation from the dental restoration material is avoided.

Description

technical field [0001] The invention relates to the field of polymer material synthesis, in particular to a methacrylate monomer for dental restoration materials and a preparation method thereof. Background technique [0002] Photocuring dental restoration materials are composite materials formed by mixing photosensitive resin and silica filler. The uncured material has plasticity, and the cured material with strong hardness and mechanical strength can be obtained after ultraviolet curing. [0003] Usually, the photosensitive resin is composed of methacrylate resin and monomer, so it has strong mechanical properties and mechanical strength. At present, diluents used for photosensitive resins in photocurable dental restoration materials include triethylene glycol dimethacrylate, ethylene glycol dimethacrylate, and the like. [0004] The commonly used initiators in photosensitive resins are camphorquinone initiators, which are hydrogen abstraction initiators, which require t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D295/15C07C229/16C07C227/08A61K6/00
Inventor 聂俊李三保朱晓群
Owner 安庆北化大科技园有限公司