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Tertiary amine structure containing methacrylate macromonomer without bisphenol A structure, preparation method and application thereof

A technology of methacrylate and macromonomers, which is applied in the preparation of carbamic acid derivatives, organic compounds, dental preparations, etc., can solve the problems of dental restorative materials safety and affect the growth and development of infants and young children, and achieve the goal of promoting Effect of photoinitiated polymerization reaction, promotion of photoinitiated polymerization function, and low polymerization shrinkage

Active Publication Date: 2014-05-07
上海质数科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In recent years, the safety of products with bisphenol A structure has been questioned by more and more countries. It is believed that products containing bisphenol A structure may cause many diseases, including hormone-related cancers, and may even affect the growth of infants and young children. developmental safety issues
Therefore, clinically used methacrylate dental restoration materials containing bisphenol A structure are also questioned about their safety

Method used

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  • Tertiary amine structure containing methacrylate macromonomer without bisphenol A structure, preparation method and application thereof
  • Tertiary amine structure containing methacrylate macromonomer without bisphenol A structure, preparation method and application thereof
  • Tertiary amine structure containing methacrylate macromonomer without bisphenol A structure, preparation method and application thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Embodiment 1 MDEA-IPDI-HEMA (AC 1 G) Large monomer

[0032] In this embodiment MDEA-IPDI-HEMA (AC 1 G) The preparation method of macromonomer comprises the following steps:

[0033] Add 22.23g of IPDI into a 250ml three-neck bottle equipped with a magnet, continuously add 5.96g of N-methyldiethanolamine (MDEA) through a constant pressure dropping funnel under stirring, and rinse the constant pressure dropping solution with 2g of solvent Funnel, react at 60 ° C for 0.5 hours, until the amount of -NCO in the diisocyanate system is consumed close to the theoretical value, adjust the temperature to 90 ° C in a water bath, and then add 21.69 g of methacrylic acid hydroxyl group to the reactor through a constant pressure dropping funnel Ethyl ester (HEMA), 0.010g catalyst and 0.299g polymerization inhibitor were reacted, and the constant pressure dropping funnel was rinsed with a solvent after adding the materials, and reacted for 2 hours, and then the reaction product was ...

Embodiment 2

[0034] Embodiment 2 MDEA-IPDI-HEMA (AC 1 G) Large monomer

[0035] This embodiment MDEA-IPDI-HEMA (AE 1 G) The preparation method of the macromonomer comprises the following steps:

[0036] Add 22.23g of TDI into a 250ml three-necked bottle equipped with a magnet, continuously add 5.96g of N-methyldiethanolamine (MDEA) through a constant pressure dropping funnel under stirring, and rinse the constant pressure dropping solution with 2g of solvent Funnel, react at 40°C for 5 hours, until the amount of -NCO in the diisocyanate system is consumed close to the theoretical value, adjust the temperature to 60°C in a water bath, and then add 21.69g of methacrylic acid hydroxyl group to the reactor through a constant pressure dropping funnel Ethyl ester (HEMA), 0.010g catalyst and 0.05g polymerization inhibitor were reacted, and the constant pressure dropping funnel was rinsed with a solvent after adding the materials, and reacted for 12 hours, and then the reaction product was purif...

Embodiment 3

[0037] Embodiment 3 MDEA-IPDI-HEMA (AC 1 G) Large monomer

[0038] In this embodiment MDEA-IPDI-HEMA (AC 1 G) The preparation method of the macromonomer comprises the following steps:

[0039] Add 22.23g of IPDI into a 250ml three-neck bottle equipped with a magnet, continuously add 5.96g of N-methyldiethanolamine (MDEA) through a constant pressure dropping funnel under stirring, and rinse the constant pressure dropping solution with 2g of solvent Funnel, react at 20°C for 10 hours, until the amount of NCO in the diisocyanate system is consumed close to the theoretical value, adjust the temperature to 40°C in a water bath, and then add 21.69g of methacrylic acid hydroxyl group to the reactor through a constant pressure dropping funnel Ethyl ester (HEMA), 0.4988g catalyst and 0.05g polymerization inhibitor were reacted, and the constant pressure dropping funnel was rinsed with a solvent after adding the materials, and reacted for 24 hours, and then the reaction product was pu...

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Abstract

The invention discloses a trtiary amine structure containing methacrylate macromonomer without bisphenol A structure, a preparation method and an application thereof. The trtiary amine structure containing methacrylate macromonomer without the bisphenol A structure can be used as an organic monomer component of a dental prosthetic material. The macromonomer has large molecular weight and large molecular volume, contains the tertiary amine structure, but contains no bisphenol A structure. Therefore, the macromonomer can be used as a coinitiator for light initiated polymerization. In addition, the macromonomer has low polymerization volume shrinkage during the polymerization process, and a polymerization product has good mechanical properties.

Description

technical field [0001] The invention relates to a methacrylate macromonomer which can be used as a photoinitiated polymerization system, in particular to a series of methacrylate macromonomers containing a tertiary amine structure but not containing a bisphenol A structure, and a preparation method and application thereof. Background technique [0002] Dental caries and periodontal pulp disease are frequently-occurring and common diseases in clinical oral cavity, among which dental caries is listed by the World Health Organization as one of the three major human diseases, according to the "Third National Oral Health Epidemiological Survey Report" shows In my country, the caries rate of deciduous teeth and permanent teeth is as high as 66% and 28% respectively. If it is not treated in time, it will continue to develop into periapical pulp disease, and even cause alveolar bone and jaw inflammation, seriously affecting patients. quality of life. Therefore, it is necessary to car...

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 何经纬刘芳刘栋梁
Owner 上海质数科技有限公司
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