Low-surface-energy hydrophobic dental resin and preparation method thereof

A resin, low viscosity technology, used in dental preparations, dentistry, dental prostheses, etc., can solve the problem of high morbidity, and achieve the effects of large hydrophobicity, small volume shrinkage, and low surface energy

Active Publication Date: 2021-07-27
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Aiming at the problem of high incidence of secondary dental caries in existing dental composite resins, the primary purpose of the present invention is to provide a fluorine-containing (meth)acrylate prepolymer Body and its preparation method

Method used

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  • Low-surface-energy hydrophobic dental resin and preparation method thereof
  • Low-surface-energy hydrophobic dental resin and preparation method thereof
  • Low-surface-energy hydrophobic dental resin and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] AF 4 CH 3 Synthesis

[0052] Add 5.24g of octafluoro-1,6-hexanediol, 50mL of tetrahydrofuran and 0.01g of dibutyltin dilaurate into a round-bottomed flask equipped with a magnet, mix well and raise the temperature to 60°C. Dissolve 2.22 g of isophorone diisocyanate in 50 mL of tetrahydrofuran, drop it into a round bottom flask through a constant pressure dropping funnel over 2 hours, and react at 60°C for 10 hours after the addition is complete until the isocyanate groups in the system are completely reacted. Weigh 3.10g of isocyanatoethyl methacrylate and 0.01g of p-hydroxyanisole into the reaction system, continue the reaction at 60°C for 16 hours until the isocyanate group in the system is completely reacted, and after cooling to room temperature, the reaction The product was purified to obtain AF 4 CH 3 .

Embodiment 2

[0054] AF 8 CH 3 Synthesis

[0055] Add 9.24g of 1H,1H,10H,10H-perfluoro-1,10-decanediol, 100mL of tetrahydrofuran and 0.028g of dibutyltin dilaurate into a round-bottomed flask equipped with a magnet, mix well and set the temperature to Warm to 50°C. Dissolve 2.22 g of isophorone diisocyanate in 50 mL of tetrahydrofuran, drop it into a round bottom flask through a constant pressure dropping funnel over 3 hours, and react at 50°C for 10 hours after the addition is complete until the isocyanate groups in the system are completely reacted. Weigh 3.10g of isocyanatoethyl methacrylate and 0.03g of p-hydroxyanisole into the reaction system, continue to react at 50°C for 24 hours until the isocyanate group in the system is completely reacted, and after cooling to room temperature, the reaction The product was purified to obtain AF 8 CH 3 .

Embodiment 3

[0059] A low surface energy hydrophobic dental resin, wherein the mass percentage of each component is: 59.16% AF 4 CH 3 , 29.58% hexafluorobutyl methacrylate, 9.86% triethylene glycol dimethacrylate, 0.7% camphorquinone and 0.7% dimethylaminoethyl methacrylate. Weigh each component in parts by mass and put it in a dark place to mix evenly. 2 Example 3 was obtained by illuminating for 40 seconds under blue light.

[0060] Surface energy, contact angle and polymerization shrinkage of the resin obtained in table 1 embodiment 3 and comparative example 1 photocuring

[0061]

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PUM

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Abstract

The invention discloses low-surface-energy hydrophobic dental resin and a preparation method thereof. According to the preparation method, a fluorine-containing (meth)acrylate prepolymer is prepared from fluorine dihydric alcohol, diisocyanate and (meth)acrylic acid isocyanate ethyl ester through two-step reaction; and then photo-initiation polymerization is conducted on the fluorine-containing (meth)acrylate prepolymer, a low-viscosity (meth)acrylate reactive diluent, a photoinitiator and an accelerant to prepare the low-surface-energy hydrophobic dental resin. Compared with dental resin matrix which is commercially used at present, the dental resin matrix disclosed by the invention has lower surface energy and higher hydrophobicity, and can effectively reduce microleakage and adhesion of bacteria on the surface of the dental resin matrix, so the aim of reducing the incidence rate of secondary caries is fulfilled.

Description

technical field [0001] The invention belongs to the field of materials for dental restoration, in particular to a fluorine-containing (meth)acrylate prepolymer and its preparation method and application, and a low A surface energy hydrophobic dental resin and a method for preparing the same. Background technique [0002] Caries is a chronic progressive disease of dental hard tissue under the influence of various factors mainly including bacteria, which will cause damage to tooth color, shape, texture and function, and seriously affect human oral and general health. Dental caries is listed by the WHO as a non-communicable disease that human beings should prevent and treat. Once caries causes a substantial defect in the tooth tissue, it is necessary to remove the carious part through surgery, prepare a cavity, and select a suitable filling material to repair the defect, so as to stop the development of caries. [0003] Composite resin has gradually replaced silver amalgam as...

Claims

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Application Information

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IPC IPC(8): C07C271/28C07C271/30C07C271/24C07C271/20C07C269/02C08F222/22C08F220/24C08F222/20C08F220/34C08F2/46A61K6/60A61K6/62A61K6/887
CPCC07C271/28C07C271/30C07C271/24C07C271/20A61K6/887A61K6/62A61K6/60C08F222/102C08F2/46C07C2601/14C08L35/02C08F220/24C08F220/34
Inventor 何经纬刘芳童辉
Owner SOUTH CHINA UNIV OF TECH
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