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Light-cured adhesive resin used for dental restoration, and preparation method thereof

A technology of adhesive resin and dental restoration, applied in dental preparations, dentistry, dental prostheses, etc., can solve the problems of lack of bonding performance, poor chemical interface bonding, etc., achieving remarkable improvement effect, simple preparation method, curing Good effect and mechanical properties

Inactive Publication Date: 2017-05-24
BEIJING UNIV OF CHEM TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The present invention aims to solve the technical problem of lack of interface bonding performance of dental restoration materials, especially the poor chemical interface bonding between restoration materials of different materials, by introducing a resin monomer with a catechol group into the adhesive formula, Based on the excellent adhesion properties of the catechol structure on the surface of different materials, good interfacial bonding is ensured, and a light-curing adhesive for dental restoration with good bonding performance and its preparation method are provided

Method used

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  • Light-cured adhesive resin used for dental restoration, and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] (a) Add 500ml of anhydrous methanol to a 1L three-neck flask, fill with nitrogen for 30 minutes to remove the oxygen in the system, then add 12g of dopamine hydrochloride, stir until dopamine hydrochloride is completely dissolved, then add 1g of triethylamine catalyst to adjust the pH of the system value of 8.5, then drop 5g of glycidyl methacrylate (GMA) into the system, react at 40°C for 48h, remove methanol by rotary evaporation, and obtain dopamine isohydroxypropyl methacrylate amide (DA-GMA) Crude product; this crude product was dissolved in 500ml of ethyl acetate, washed 3 times with 1M hydrochloric acid solution and saturated brine respectively; separated to obtain the organic layer solution, 3g of anhydrous sodium sulfate was added thereto, and left overnight at room temperature; filtered After removal of insolubles, ethyl acetate was removed by rotary evaporation to obtain purified DA-GMA. The yield of the product was 50%, and its chemical structure was verifie...

Embodiment 2

[0034] (a) The preparation of DA-GMA is the same as step (a) of Example 1.

[0035] (b) Under yellow light conditions, mix 30g Bis-GMA, 30g HEMA and 20g HDDMA, stir well, add 1g CQ and 1g DMAEMA, then stir at 50°C, mix well to get resin matrix A2.

[0036] (c) 0.4 g of DA-GMA was dissolved in 7.6 g of absolute ethanol to obtain a uniform resin matrix B2.

[0037] (d) Mix resin matrix A2 and resin matrix B2, stir evenly, add 10 g of fumed silica, stir mechanically to fully infiltrate and evenly disperse the filler, and obtain adhesive resin mixture C2 for dental restoration. In the binder, the mass percentage of each component is: Bis-GMA (30%), HEMA (30%), HDDMA (20%), DA-GMA (0.4%), CQ (1%), DMAEMA ( 1%), silicon dioxide (10%), ethanol (7.6%).

[0038] The adhesive resin mixture for dental restoration has a double bond conversion rate of 54% in real-time infrared tests; after light curing, the maximum load when the resin is separated from the tooth surface is calculated acc...

Embodiment 3

[0040] (a) The preparation of DA-GMA is the same as step (a) of Example 1.

[0041] (b) Under yellow light conditions, mix 22g Bis-GMA, 25g HEMA and 20g HDDMA, stir well, add 5g CQ and 5g DMAEMA, then stir at 50°C, mix well to get resin matrix A3.

[0042] (c) Dissolve 0.4 g of DA-GMA in 12.6 g of absolute ethanol to obtain a uniform resin matrix B3.

[0043] (d) Mix resin matrix A3 and resin matrix B3, stir evenly, add 10 g of fumed silica, stir mechanically to fully infiltrate and evenly disperse the filler, and obtain adhesive resin mixture C3 for dental restoration. In the binder, the mass percentage of each component is: Bis-GMA (22%), HEMA (25%), HDDMA (20%), DA-GMA (0.4%), CQ (5%), DMAEMA ( 5%), silicon dioxide (10%), ethanol (12.6%).

[0044] The adhesive resin mixture for dental restoration has a double bond conversion rate of 58% in real-time infrared testing; after light curing, the maximum load when the resin is separated from the tooth surface is calculated acco...

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Abstract

The invention discloses a light-cured adhesive resin used for dental restoration, and a preparation method thereof. The light-cured adhesive resin used for dental restoration is invented based on enlightenment from marine mussel adhesion behavior. Oral moist application environment and bonding requirements on multi-material dental restoration materials are taken into consideration, derivative dopamine (DA) of the main chemical structure dopa of mussel adhesive proteins is introduced into an acrylic resin adhesive, and a novel adhesive functional additive dopamine glycidyl methacrylate (DA-GMA) is obtained via synthesis, and functional molecules with light-curable carbon-carbon double bonds and super high adhesive performance pyrocatechol groups are obtained. The functional molecules are added into an oral adhesive formula at a certain ratio so as to obtain the light-cured adhesive resin which possesses excellent adhesive properties and is used for dental restoration.

Description

technical field [0001] The invention relates to the field of dental materials, in particular to an adhesive for dental restoration and a preparation method thereof. Background technique [0002] The development and application of acrylic resins in the field of medical adhesives has a long history. In 1936, the German Kulzerr company had developed a dental adhesive based on methyl methacrylate (MMA) and began to sell it to the outside world. In 1959, the American α-methyl cyanoacrylate fast adhesive (Fastman 910) was also successfully launched, realizing the revolution of surgical operations from sewing, sticking to bonding. In 1960, Charnly first used acrylic bone cement in the operation of artificial hip joint with success. Since the 1970s, with the rapid development of medical polymer materials, the research, development and application of medical acrylic resin adhesives have also continued to expand. Only α-cyanoacrylate-based medical adhesives, clinical application case...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K6/083A61K6/06
CPCA61K6/849A61K6/871A61K6/878A61K6/887C08L33/14
Inventor 蔡晴张洪程周学刚杨小平
Owner BEIJING UNIV OF CHEM TECH
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