CN115381722A - Dental color-changing pit and fissure sealant, and preparation method and application thereof - Google Patents
Dental color-changing pit and fissure sealant, and preparation method and application thereof Download PDFInfo
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- CN115381722A CN115381722A CN202211190688.5A CN202211190688A CN115381722A CN 115381722 A CN115381722 A CN 115381722A CN 202211190688 A CN202211190688 A CN 202211190688A CN 115381722 A CN115381722 A CN 115381722A
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/80—Preparations for artificial teeth, for filling teeth or for capping teeth
- A61K6/884—Preparations for artificial teeth, for filling teeth or for capping teeth comprising natural or synthetic resins
- A61K6/887—Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/60—Preparations for dentistry comprising organic or organo-metallic additives
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/60—Preparations for dentistry comprising organic or organo-metallic additives
- A61K6/65—Dyes
- A61K6/66—Photochromic dyes
Abstract
The invention provides a dental color-changing pit and groove sealant which comprises the following raw materials in parts by weight: 60-95 parts of polymerizable resin monomer; 5-40 parts of inorganic filler; 0.05 to 5.0 portions of fluorine-containing compound; 0.001 to 3.0 portions of color-changing indicator; 0.001 to 3.0 portions of fading excitant; 0.3 to 3.0 portions of other additives; the polymerizable resin monomer consists of a main monomer and a reactive diluent monomer. The pit and groove sealing agent can be obviously distinguished in color in an uncured state, and when photocuring treatment is adopted, the colored sealing agent is converted into an opaque grey-white cured substance which is close to the color of natural teeth and has aesthetic property.
Description
Technical Field
The invention relates to the technical field of materials, in particular to a dental color-changing pit and groove sealant, and a preparation method and application thereof.
Background
Pit and furrow closing is the best method for preventing permanent tooth caries popularized by the world health organization, and the closing material used for pit and furrow closing is called pit and furrow closing agent. The polymer composite resin material is tightly adhered to the wall of the pit after being cured, has certain chewing pressure resistance, has no harm to the eating, is nontoxic after being cured, is harmless to the human body and can be generally kept for a long time. The pit and fissure sealing method in clinical operation generally comprises the steps of cleaning tooth surfaces, acid etching, washing and drying, coating a sealing agent, curing, checking and the like, wherein in the process of coating the sealing agent, if the sealing agent is off-white and is similar to the color of natural teeth, the coating condition of the pit and fissure sealing agent cannot be judged by dental workers, and the pit and fissure sealing agent with obvious color difference with the natural teeth is favorable for the accuracy of clinical operation. However, if the color of the pit and fissure sealant with the color does not fade after curing, the bright color before curing is kept, which causes unattractive appearance and influences visual effect. Current socket sealant is not conducive to use by dental workers in terms of accuracy of operation and the amount of socket sealant used.
Therefore, the development of the pit and ditch sealing agent which has the color before photocuring and the color after photocuring treatment is changed into the opaque grey white pit and ditch sealing agent has great convenience for the clinical operation of pit and ditch sealing and is beneficial to improving the clinical prevention effect of pit and ditch sealing.
Disclosure of Invention
In view of this, the technical problem to be solved by the present invention is to provide a dental color-changing pit and fissure sealant, which has a color before photocuring, and a color after photocuring is changed into an opaque grey-white color, and has good adhesion.
The invention provides a dental color-changing pit and groove sealing agent which comprises the following raw materials in parts by weight:
the polymerizable resin monomer consists of a main monomer and a reactive diluent monomer; the main monomer comprises at least one of bisphenol A-glycidyl dimethacrylate, ethoxylated bisphenol A dimethacrylate, urethane dimethacrylate or aromatic-cluster diisocyanate dimethacrylate.
Preferably, the reactive diluent monomer is selected from at least one of triethylene glycol dimethacrylate, 1, 12-dodecanediol dimethacrylate, 1,6-hexanediol diacrylate.
Preferably, the inorganic filler is powder subjected to surface treatment by a silane coupling agent; the powder is selected from one or more of barium glass powder, strontium glass powder, silicon dioxide, composite oxide particles, ceramics, zirconium oxide, nano silicon dioxide, aluminum oxide, zirconium oxide, hydroxyapatite, zinc oxide or titanium oxide.
Preferably, the fluorine-containing compound is selected from one or more of tetrabutylammonium fluoride, tetrabutyl fluoroborate, tetraethyl ammonium tetrafluoroborate, a copolymer of methacryloyl fluoride and methyl methacrylate, cetylamine hydrofluoride, calcium fluoroaluminate glass powder or ytterbium fluoride;
the color changing indicator is selected from one or more of erythrosin B, eosin yellow, eosin Y, ethyl eosin, methylene violet, capsanthin, eosin blue, acid Red 94, methylene blue, roselle red, erythrosin blend or beet red;
the fading activator is one or more iodonium salts or sulfonium salts selected from diphenyl iodonium hexafluorophosphate, bis (4-tert-butyl benzene) iodonium hexafluorophosphate, 4,4' -dimethylphenyl iodonium hexafluorophosphate, diphenyl- (4-phenylsulfide) phenylsulfonium hexafluorophosphate, triarylsulfonium salts, etc.
Preferably, 0.01 to 3.0 weight portions of adhesion promoters are also included;
the adhesion promoter is selected from one or more of di (methacryloyloxyethyl) hydrogen phosphate, methacryloyldecyl dihydrogen phosphate, methacryloyloxyethyl trimellitic anhydride, methacryloyl ethyl monohydrogen phosphate or hydroxyethyl methacrylate.
Preferably, the other additives comprise one or more of a photoinitiator, an antioxidant, a polymerization inhibitor and the like;
the photoinitiator is selected from camphorquinone, diphenyl- (2,4,6-trimethylbenzoyl) oxyphosphorus. . .
The antioxidant is selected from butylated hydroxytoluene and benzotriazole
The polymerization inhibitor is selected from 4-p-methoxyphenol and phenol
Preferably, the dental discoloration pit and groove sealant comprises the following raw materials in parts by weight:
the invention provides a preparation method of the color-changing pit and groove sealant, which comprises the following steps:
polymerizable resin monomers, fluorine-containing compounds, color change indicators, color fading activators, adhesion promoters and other additives are mixed and subjected to vacuum defoamation to obtain a resin matrix composition;
mixing the inorganic filler and the resin matrix composition to obtain the composite material.
The invention provides application of the color-changing pit and groove sealing agent in any one of the technical schemes in preparation of pit and groove sealing products.
The invention provides a pit closing method, which comprises the following steps: coating the color-changing pit and groove sealant according to any one of the above technical schemes, and curing to obtain the color-changing pit and groove sealant.
Compared with the prior art, the invention provides a dental color-changing pit and groove sealant which comprises the following raw materials in parts by weight: 60-95 parts of polymerizable resin monomer; 5-40 parts of inorganic filler; 0.05 to 5.0 portions of fluorine-containing compound; 0.001 to 3.0 portions of color-changing indicator; 0.001 to 3.0 parts of fading excitant; 0.3 to 3.0 portions of other additives; the polymerizable resin monomer consists of a main monomer and a reactive diluent monomer; the main monomer comprises at least one of bisphenol A-glycidyl dimethacrylate, ethoxylated bisphenol A dimethacrylate, urethane dimethacrylate or aromatic-cluster diisocyanate dimethacrylate. The pit and trench sealing agent can be obviously distinguished in color in an uncured state, and when photocuring treatment is adopted, the sealing agent with the color is converted into an opaque gray-white cured substance which is close to the color of a natural tooth and has aesthetic property. In addition, the specific adhesion promoter is selected, one end of each monomer molecule is a strong polar anhydride group or phosphate group, the monomer molecules can form ionic bonds, coordination bonds or strong intermolecular force with calcium ions in tooth hard tissues, and double bonds at the other end of each monomer molecule can be copolymerized with the composite resin, so that the sealing effect of the socket sealer on teeth is enhanced.
Drawings
FIG. 1 is a diagram of a color changing indicator prepared in accordance with example 1 of the present invention prior to photocuring;
FIG. 2 is a graph of a color changing indicator prepared in example 1 of the present invention before and after photocuring.
Detailed Description
The invention provides a dental discoloration pit and fissure sealant, a preparation method and application thereof, and a person skilled in the art can realize the purpose by appropriately improving process parameters by referring to the content. It is expressly intended that all such similar substitutes and modifications apparent to those skilled in the art are deemed to be within the scope of the invention. While the methods and applications of this invention have been described in terms of preferred embodiments, it will be apparent to those of ordinary skill in the art that variations and modifications in the methods and applications described herein, as well as other suitable variations and combinations, may be made to implement and use the techniques of this invention without departing from the spirit and scope of the invention.
The invention provides a dental color-changing pit and groove sealant which comprises the following raw materials in parts by weight:
the dental color-changing pit and groove sealant provided by the invention comprises 60-95 parts by weight of polymerizable resin monomer; preferably 65 to 90 parts by weight; more preferably 70 to 85 parts by weight; most preferably 75 parts.
According to the present invention, the polymerizable resin monomer is composed of a main monomer and a reactive diluent monomer; the main monomer comprises at least one of bisphenol A-glycidyl dimethacrylate, ethoxylated bisphenol A dimethacrylate, urethane dimethacrylate or aromatic-cluster diisocyanate dimethacrylate. The reactive diluent monomer is at least one selected from triethylene glycol dimethacrylate, 1, 12-dodecanediol dimethacrylate and 1,6-hexanediol diacrylate.
The dental color-changing pit and groove sealant provided by the invention comprises 5-40 parts by weight of inorganic filler; preferably 15 to 35 parts by weight; more preferably 20 to 30 parts by weight; most preferably 23 to 24 parts by weight.
The inorganic filler is powder subjected to surface treatment by a silane coupling agent; the specific surface treatment method of the present invention is not limited, and the treatment with a KH570 silane coupling agent is preferable.
Specifically, the powder is selected from one or more of barium glass powder, strontium glass powder, silicon dioxide, composite oxide particles, ceramics, zirconia, nano-silica, alumina, zirconia, hydroxyapatite, zinc oxide or titanium oxide; more preferably two or more selected from barium glass powder, strontium glass powder, silica, composite oxide particles, ceramics, zirconia, nanosilicon dioxide, alumina, zirconia, hydroxyapatite, zinc oxide or titanium oxide. The average particle size of the powder is 0.01-1.0 μm.
The dental discoloration pit and groove sealant provided by the invention comprises 0.05-5.0 parts by weight of a fluorine-containing compound; preferably 0.1 to 4.0 parts by weight; more preferably from 0.3 to 3.0 parts by weight; and most preferably 0.3 parts by weight.
Wherein the fluorine-containing compound is selected from one or more of tetrabutylammonium fluoride, tetrabutyl fluoroborate, tetraethyl ammonium tetrafluoroborate, a copolymer of methacrylic fluoride and methyl methacrylate, cetylamine hydrofluoride, calcium fluoroaluminate glass powder or ytterbium fluoride.
The present invention is not limited to the source, and may be commercially available.
The dental color-changing pit and fissure sealant provided by the invention comprises 0.001-3.0 parts by weight of a color-changing indicator; preferably 0.01 to 2 parts by weight; more preferably from 0.1 to 1.8 parts by weight; and most preferably 0.1 parts by weight.
The color changing indicator of the present invention is selected from one or more of erythrosin B, eosin yellow, eosin Y, ethyl eosin, methylene violet, capsanthin, eosin blue, acid Red 94, methylene blue, hibiscus red, erythrosin blend, or beet red.
The dental discoloration pit and fissure sealant provided by the invention comprises 0.01-2 parts by weight of a discoloration excitant;
the fading activator is selected from one or more iodonium salts or sulfonium salts such as diphenyl iodonium hexafluorophosphate, bis (4-tert-butyl benzene) iodonium hexafluorophosphate, 4,4' -dimethylphenyl iodonium hexafluorophosphate, diphenyl- (4-phenylsulfide) phenylsulfonium hexafluorophosphate, triarylsulfonium salts and the like.
The dental color-changing pit and groove sealant provided by the invention also comprises 0.01-3.0 parts by weight of adhesion promoter; preferably comprises 0.1 to 2.0 weight portions of adhesion promoter; more preferably 0.3 parts by weight.
The adhesion promoter is selected from one or more of di (methacryloyloxyethyl) hydrogen phosphate, methacryloyldecyl dihydrogen phosphate, methacryloyloxyethyl trimellitic anhydride, methacryloyl ethyl monohydrogen phosphate or hydroxyethyl methacrylate.
The dental color-changing pit and fissure sealant provided by the invention comprises other additives; the other additives comprise one or more of photoinitiator, antioxidant, polymerization inhibitor and the like;
the photoinitiator is selected from camphorquinone, diphenyl- (2,4,6-trimethylbenzoyl) oxyphosphorus. . .
The antioxidant is selected from butylated hydroxytoluene and benzotriazole;
the polymerization inhibitor is selected from 4-p-methoxyphenol and phenol; in a part of preferred embodiments of the present invention, the dental color-changing socket and fissure sealant comprises the following raw materials in parts by weight:
in one preferred embodiment of the present invention, the dental color-changing socket and fissure sealant comprises the following raw materials in parts by weight:
in some preferred embodiments of the present invention, the dental color-changing socket and fissure sealant comprises the following raw materials in parts by weight:
the invention provides a preparation method of the color-changing pit and groove sealant in any one of the technical schemes, which comprises the following steps:
polymerizable resin monomers, fluorine-containing compounds, color change indicators, color fading activators, adhesion promoters and other additives are mixed and subjected to vacuum defoamation to obtain a resin matrix composition;
mixing the inorganic filler and the resin matrix composition to obtain the composite material.
The components and the proportion of the components are clearly described in the invention, and the description is omitted.
The preparation method of the color-changing pit and groove sealant provided by the invention comprises the following step of mixing one or more polymerizable resin monomers with each other according to the mass ratio to prepare the resin matrix.
And then, under the condition of keeping out of the sun and under mechanical stirring, sequentially adding a fluorine-containing compound, a color change indicator, a color fading activator, an adhesion promoter, other additives and the like in a certain ratio, fully stirring, mixing and defoaming in vacuum to obtain the resin matrix composition.
The parameters of the vacuum defoaming specifically comprise: -0.1MPa.
The stirring and mixing was specifically 800rpm.
The inorganic filler is dispersed in the resin matrix composition, and sufficiently stirred and mixed to obtain the discoloration pit and groove sealing agent.
The invention provides application of the color-changing pit and groove sealing agent in any one of the technical schemes in preparation of pit and groove sealing products.
The invention provides a pit closing method, which comprises the following steps: coating the color-changing pit and groove sealing agent in any one of the technical schemes, and curing to obtain the color-changing pit and groove sealing agent.
The curing of the invention is in particular photocuring.
When a light curing treatment is used, the colored sealant will turn an opaque off-white color.
The invention provides a dental color-changing pit and groove sealing agent which comprises the following raw materials in parts by weight: 60-95 parts of polymerizable resin monomer; 5-40 parts of inorganic filler; 0.05 to 5.0 portions of fluorine-containing compound; 0.001 to 3.0 portions of color-changing indicator; 0.001 to 3.0 portions of fading excitant; 0.3 to 3.0 portions of other additives; the polymerizable resin monomer consists of a main monomer and a reactive diluent monomer; the main monomer comprises at least one of bisphenol A-glycidyl dimethacrylate, ethoxylated bisphenol A dimethacrylate, urethane dimethacrylate or aromatic-cluster diisocyanate dimethacrylate. The pit and groove sealing agent can be obviously distinguished in color in an uncured state, and when photocuring treatment is adopted, the colored sealing agent is converted into an opaque grey-white cured substance which is close to the color of natural teeth and has aesthetic property. In addition, the specific adhesion promoter is selected, one end of each monomer molecule is a strong polar anhydride group or phosphate group, the monomer molecules can form ionic bonds, coordination bonds or strong intermolecular force with calcium ions in tooth hard tissues, and double bonds at the other end of each monomer molecule can be copolymerized with the composite resin, so that the sealing effect of the socket sealer on teeth is enhanced.
In order to further illustrate the present invention, the dental color-changing socket sealant, the preparation method and the application thereof provided by the present invention are described in detail below with reference to the examples.
Example 1, comparative examples 1 to 3
One or more polymerizable resin monomers were mixed with each other to prepare a resin matrix according to the mass ratio in table 1. And then, under the condition of keeping out of the sun and under mechanical stirring, sequentially adding components such as a photoinitiator, an anti-aging agent, a polymerization inhibitor, an adhesion promoter, a color-changing indicator and the like, fully stirring, mixing and defoaming in vacuum to obtain the resin matrix composition. Then, the inorganic filler is dispersed in the resin matrix composition, and sufficiently stirred and mixed to obtain the discoloration pit and groove sealing agent. All parts and percentages are by weight in all examples unless otherwise indicated.
Abbreviation for materials used in all examples:
and (3) testing the adhesion: the bond strength test of the socket and groove sealer was performed according to ISO29022: 2013.
And (3) testing the color change effect: the colour and colour stability of the pit and fissure sealant after curing was tested according to the YYT 0631-2008 dental material colour stability standard.
The components and amounts of all examples are given in Table 1
TABLE 1
The test results for examples 1-4 are shown in Table 2:
TABLE 2
The above examples illustrate that example 1 and comparative example 1, to which the color change indicator is added, have a significant color change effect after photocuring, as shown in fig. 1 and 2, fig. 1 is a diagram of the color change indicator prepared in example 1 of the present invention before photocuring; FIG. 2 is a graph of a color changing indicator prepared in example 1 of the present invention before and after photocuring. The surface color change pit and fissure sealant is of great help to the dental staff in the accuracy of clinical operation and the amount of pit and fissure sealant used. In contrast, comparative example 2 in which a general pigment was added and comparative example 3 in which no color change indicator was added had no color change effect, and the color remained unchanged before and after curing. In addition, examples 1 and 2 to which the adhesion promoter was added had significantly higher adhesive strength than comparative examples 1 and 3.
The foregoing is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, various modifications and decorations can be made without departing from the principle of the present invention, and these modifications and decorations should also be regarded as the protection scope of the present invention.
Claims (10)
1. A dental discoloration pit and groove sealant comprises the following raw materials in parts by weight:
the polymerizable resin monomer consists of a main monomer and a reactive diluent monomer; the main monomer comprises at least one of bisphenol A-glycidyl dimethacrylate, ethoxylated bisphenol A dimethacrylate, urethane dimethacrylate or aromatic-cluster diisocyanate dimethacrylate.
2. The color changing pit and trench sealant of claim 1, wherein the reactive diluent monomer is selected from at least one of triethylene glycol dimethacrylate, 1, 12-dodecanediol dimethacrylate, 1,6-hexanediol diacrylate.
3. The color-changing pit and groove sealing agent according to claim 1, wherein the inorganic filler is a powder subjected to surface treatment with a silane coupling agent; the powder is selected from one or more of barium glass powder, strontium glass powder, silicon dioxide, composite oxide particles, ceramics, zirconium oxide, nano silicon dioxide, aluminum oxide, zirconium oxide, hydroxyapatite, zinc oxide or titanium oxide.
4. The color-changing pit and groove sealing agent as claimed in claim 1, wherein the fluorine-containing compound is selected from one or more of tetrabutylammonium fluoride, tetrabutyl fluoroborate, tetraethyl ammonium tetrafluoroborate, a copolymer of methacryloyl fluoride and methyl methacrylate, cetylamine hydrofluoride, calcium fluoroaluminate glass powder or ytterbium fluoride;
the color changing indicator is selected from one or more of erythrosin B, eosin yellow, eosin Y, ethyl eosin, methylene violet, capsanthin, eosin blue, acid Red 94, methylene blue, roselle red, erythrosin blend or beet red;
the fading activator is one or more iodonium salts or sulfonium salts selected from diphenyl iodonium hexafluorophosphate, bis (4-tert-butyl benzene) iodonium hexafluorophosphate, 4,4' -dimethylphenyl iodonium hexafluorophosphate, diphenyl- (4-phenylsulfide) phenylsulfonium hexafluorophosphate, triarylsulfonium salts, etc.
5. The color-changing pit and groove sealant according to claim 1, further comprising 0.01 to 3.0 parts by weight of an adhesion promoter;
the adhesion promoter is selected from one or more of di (methacryloyloxyethyl) hydrogen phosphate, methacryloyldecyl dihydrogen phosphate, methacryloyloxyethyl trimellitic anhydride, methacryloyl ethyl dihydrogen phosphate or hydroxyethyl methacrylate.
6. The color-changing pit and groove sealant according to claim 1, wherein the other additives comprise one or more of photoinitiator, antioxidant, polymerization inhibitor and the like;
the photoinitiator is selected from camphorquinone, diphenyl- (2,4,6-trimethylbenzoyl) oxyphosphorus;
the antioxidant is selected from butylated hydroxytoluene and benzotriazole;
the polymerization inhibitor is selected from 4-p-methoxyphenol and phenol.
7. The color-changing socket and groove closing agent for dental use according to claim 1, which comprises the following raw materials in parts by weight:
8. the method for preparing the color-changing pit and groove sealant according to any one of claims 1 to 7, comprising the steps of:
polymerizable resin monomers, fluorine-containing compounds, color change indicators, color fading activators, adhesion promoters and other additives are mixed and subjected to vacuum defoamation to obtain a resin matrix composition;
mixing the inorganic filler and the resin matrix composition to obtain the composite material.
9. Use of a colour-changing pit and trench closing agent according to any one of claims 1 to 7 in the preparation of a pit and trench closing product.
10. A pit closing method is characterized by comprising the following steps: coating the color-changing pit and groove sealing agent according to any one of claims 1 to 7, and curing to obtain the color-changing pit and groove sealing agent.
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| Application Number | Priority Date | Filing Date | Title |
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| CN202211190688.5A CN115381722A (en) | 2022-09-28 | 2022-09-28 | Dental color-changing pit and fissure sealant, and preparation method and application thereof |
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| Application Number | Priority Date | Filing Date | Title |
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| CN202211190688.5A CN115381722A (en) | 2022-09-28 | 2022-09-28 | Dental color-changing pit and fissure sealant, and preparation method and application thereof |
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| CN202211190688.5A Pending CN115381722A (en) | 2022-09-28 | 2022-09-28 | Dental color-changing pit and fissure sealant, and preparation method and application thereof |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115634158A (en) * | 2022-12-21 | 2023-01-24 | 北京大学口腔医学院 | Long-acting antibacterial flowing composite resin or pit and fissure sealant composition for dentistry and application |
| CN115778826A (en) * | 2022-12-20 | 2023-03-14 | 桂林凯文彼德科技有限公司 | Dental flowable composite resin with long-term fluorine release property |
| WO2023046213A1 (en) * | 2021-09-27 | 2023-03-30 | 安徽医科大学 | Hydrophobic self-cleaning resin slurry, hydrophobic self-cleaning resin dental material, and use thereof |
| CN115957137A (en) * | 2022-12-23 | 2023-04-14 | 北京大学口腔医学院 | Compositions and methods for long-acting anti-bacterial adhesion |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103876944A (en) * | 2014-03-28 | 2014-06-25 | 北京固琦健康科技有限公司 | Pit and fissure sealant for dental department |
| CN105708713A (en) * | 2016-03-11 | 2016-06-29 | 北京安泰生物医用材料有限公司 | Pit and fissure sealing agent for dentistry and preparation method thereof |
| CN114767549A (en) * | 2022-05-14 | 2022-07-22 | 日照沪鸽生物材料有限公司 | Photochromic dental composite material and preparation method thereof |
-
2022
- 2022-09-28 CN CN202211190688.5A patent/CN115381722A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103876944A (en) * | 2014-03-28 | 2014-06-25 | 北京固琦健康科技有限公司 | Pit and fissure sealant for dental department |
| CN105708713A (en) * | 2016-03-11 | 2016-06-29 | 北京安泰生物医用材料有限公司 | Pit and fissure sealing agent for dentistry and preparation method thereof |
| CN114767549A (en) * | 2022-05-14 | 2022-07-22 | 日照沪鸽生物材料有限公司 | Photochromic dental composite material and preparation method thereof |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2023046213A1 (en) * | 2021-09-27 | 2023-03-30 | 安徽医科大学 | Hydrophobic self-cleaning resin slurry, hydrophobic self-cleaning resin dental material, and use thereof |
| CN115778826A (en) * | 2022-12-20 | 2023-03-14 | 桂林凯文彼德科技有限公司 | Dental flowable composite resin with long-term fluorine release property |
| CN115634158A (en) * | 2022-12-21 | 2023-01-24 | 北京大学口腔医学院 | Long-acting antibacterial flowing composite resin or pit and fissure sealant composition for dentistry and application |
| CN115957137A (en) * | 2022-12-23 | 2023-04-14 | 北京大学口腔医学院 | Compositions and methods for long-acting anti-bacterial adhesion |
| CN115957137B (en) * | 2022-12-23 | 2023-09-12 | 北京大学口腔医学院 | Compositions and methods for long-acting antibacterial adhesion |
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