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Methacrylate macromonomer containing fluorine structure but not containing bisphenol A structure, preparation method therefor and application thereof

A technology of methacrylate and hydroxymethacrylate, which is applied in the field of methacrylate macromonomers, can solve problems affecting the growth and development of infants and young children, and question the safety of dental restoration materials, so as to promote photoinitiated polymerization, Reduce the effect of oxygen inhibition and reduce the shrinkage of polymerization volume

Active Publication Date: 2015-11-04
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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  • Methacrylate macromonomer containing fluorine structure but not containing bisphenol A structure, preparation method therefor and application thereof
  • Methacrylate macromonomer containing fluorine structure but not containing bisphenol A structure, preparation method therefor and application thereof
  • Methacrylate macromonomer containing fluorine structure but not containing bisphenol A structure, preparation method therefor and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Preparation of DHOFH-IPDI-HEMA (A 4 B 1 ) large monomer:

[0033] The present embodiment DHOFH-IPDI-HEMA (A 4 B 1 ) The preparation method of macromer comprises the steps:

[0034] Add 6.67g of IPDI to a 250ml three-necked bottle equipped with a magnet, continuously add 3.93g of octafluoro-1,6-hexanediol (DHOFH) through a constant pressure dropping funnel under stirring, and rinse with 2g of tetrahydrofuran Constant pressure dropping 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 3.91g to the reactor through the constant pressure dropping funnel Hydroxyethyl methacrylate (HEMA), 0.002g dibutyltin dilaurate and 0.11g hydroquinone were reacted, and the constant pressure dropping funnel was rinsed with tetrahydrofuran after adding the material, reacted for 2 hours, and then the reaction product was Purification treatment, y...

Embodiment 2

[0036] Preparation of DHOFH-IPDI-HEMA (A 4 B 1 ) large monomer

[0037] The present embodiment DHOFH-IPDI-HEMA (A 4 B 1 ) The preparation method of macromer comprises the steps:

[0038] Add 6.67g of IPDI to a 250ml three-necked bottle equipped with a magnet, and continuously add 3.93g of octafluoro-1,6-hexanediol (DHOFH) through a constant pressure dropping funnel under stirring, and use 2g of chloroform Rinse the constant pressure dropping 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 to the reactor through the constant pressure dropping funnel 3.91g hydroxyethyl methacrylate (HEMA), 0.003g stannous octoate and 0.061g p-Hydroxyanisole are reacted, add the material and rinse the constant pressure dropping funnel with chloroform, react for 24 hours, then react the reaction product Purification treatment was carried out, and the ...

Embodiment 3

[0040] Preparation of DHOFH-TDI-HDMA (A 4 E) Large monomer

[0041] Add 17.4g of TDI to a 250ml three-neck bottle equipped with a magnet, and continuously add 13.1g of octafluoro-1,6-hexanediol (DHOFH) through a constant pressure dropping funnel under stirring, and rinse with 20mL of tetrahydrofuran Constant pressure dropping 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 45°C in a water bath, and then add 22.8g into the reactor through the constant pressure dropping funnel 2-Hydroxy-1,3-dimethylacryloyloxypropane (HDMA), 0.002g dibutyltin dilaurate and 0.11g hydroquinone were reacted, and the constant pressure dropping funnel was rinsed with tetrahydrofuran after adding the materials , reacted for 2 hours, and then purified the reaction product with a yield of 87%. FT-IR:ν(cm -1 ) 3335, 3068, 2950, ​​2923, 1720, 1636, 1608, 1585, 1242.

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Abstract

The present invention discloses a methacrylate macromonomer containing a fluorine structure but not containing a bisphenol A structure, preparation method therefor and application thereof. The prepared methacrylate macromonomer containing fluorine structure not containing bisphenol A structure can be used as an organic monomer component of a dental restorative material. The macromonomer has the advantages of large molecular weight, large molecular volume, not containing a bisphenol A structure and containing a fluorine structure. Therefore, when the macromonomer is polymerized, the polymerization volume shrinkage is small and a polymerization product has a good mechanical property.

Description

technical field [0001] The invention relates to a macromonomer that can be used as a photoinitiated polymerization system and its preparation method and application, in particular to a methacrylate macromonomer with a fluorine-containing structure and no bisphenol A structure, and its preparation method and application. 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 carry ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C271/20C07C269/06C08F222/22C08F222/20C08F2/48A61K6/083
Inventor 何经纬刘芳殷妹
Owner 上海质数科技有限公司
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