CN110693722B - Resin material for nanometer tooth carving - Google Patents

Resin material for nanometer tooth carving Download PDF

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CN110693722B
CN110693722B CN201911044202.5A CN201911044202A CN110693722B CN 110693722 B CN110693722 B CN 110693722B CN 201911044202 A CN201911044202 A CN 201911044202A CN 110693722 B CN110693722 B CN 110693722B
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parts
nano
resin material
nanometer
tooth
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CN110693722A (en
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赵岿红
张明浩
张誉馨
赵建峰
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Henan Yulan Guiren Industrial Co ltd
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Henan Yulan Guiren Industrial Co ltd
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Abstract

The invention discloses a resin material for nanometer tooth engraving, which is prepared from the following raw materials in parts by weight: 15-25 parts of acrylate oligomer, 10-15 parts of triethylene glycol dimethacrylate, 5-10 parts of fluorinated polyurethane acrylate, 12-20 parts of hydroxypropyl methyl cellulose acetate succinate, 5-10 parts of phosphate monomer, 35-45 parts of glass powder, 5-10 parts of nano silicon dioxide, 1-4 parts of nano zirconium oxide, 0.3-0.6 part of nano diamond, 0.1-0.5 part of initiator and 0.8-1.2 parts of accelerator. The nano resin material for tooth carving has the advantages of good color, wear resistance, high bonding strength with a tooth body and long service life.

Description

Resin material for nanometer tooth carving
Technical Field
The invention belongs to the technical field of tooth cosmetology, and particularly relates to a nano resin material for tooth carving.
Background
With the demand for beauty of people being higher and higher, people have a white and beautiful tooth and are more and more pursued, but many people are worried about dental plaque, yellow teeth and irregular tooth color. As such, beauty treatment of teeth is also being promoted in the oral industry. The existing tooth whitening method is porcelain tooth, has large grinding amount to natural tooth, long operation time, anesthesia requirement, high price and high requirement on bonding technology, and may have certain influence on periodontal. In recent years, nanometer dental sculptures are used as a new technology for beautifying oral teeth, advanced nanometer enamel regeneration technology is adopted, technical operation is carried out on the original teeth, various problematic teeth are improved and repaired under the painless and noninvasive conditions, whitening and tooth repairing are achieved, the requirements of the nanometer dental sculptures on used resin materials are high, the existing resin materials mainly depend on import, and the price is high.
Disclosure of Invention
In order to overcome the defects, the invention aims to provide a resin material for nanometer tooth carving, which has good color and luster, is wear-resistant, has high bonding strength with a tooth body, and is not easy to fall off.
In order to achieve the purpose, the invention adopts the following technical scheme:
a resin material for nanometer tooth carving is prepared from the following raw materials in parts by weight:
15-25 parts of acrylate oligomer, 10-15 parts of triethylene glycol dimethacrylate, 5-10 parts of fluorinated polyurethane acrylate, 12-20 parts of hydroxypropyl methyl cellulose acetate succinate, 5-10 parts of phosphate monomer, 35-45 parts of glass powder, 5-10 parts of nano silicon dioxide, 1-4 parts of nano zirconium oxide, 0.3-0.6 part of nano diamond, 0.1-0.5 part of initiator and 0.8-1.2 parts of accelerator.
Preferably, the acrylate oligomer is bisphenol a bis glycidyl methacrylate, dimethylaminoethyl methacrylate or ethoxylated bisphenol a diacrylate.
Preferably, the phosphate ester monomer is 10-methacryloyloxydecyl dihydrogen phosphate 10-MDP or dipentaerythritol pentaacrylate phosphate ester PENTA.
Preferably, the particle size of the nano silicon dioxide is 15-50 nm.
Preferably, the nano zirconia is yttrium stable tetragonal zirconia, and the particle size is 50-100 nm.
Preferably, the nano diamond has a particle size of 1-10nm and a Mohs hardness of 10.
Preferably, the initiator is camphorquinone.
Preferably, the accelerator is ethyl 4-dimethylaminobenzoate.
The invention has the following positive beneficial effects:
1. the acrylate oligomer is used as a framework material, has strong binding power with teeth, and is subjected to cross-linking copolymerization with triethylene glycol dimethacrylate, fluorine-containing polyurethane acrylate, hydroxypropyl methyl cellulose acetate succinate and phosphate ester monomer, so that the strength of the material is further enhanced; triethylene glycol dimethacrylate has the function of diluting acrylate oligomer; the fluorine-containing polyurethane acrylate and the hydroxypropyl methyl cellulose acetate succinate have high mechanical strength and good wear resistance, are easy to crosslink and copolymerize with acrylate oligomer, contain fluorine elements and have an antibacterial effect, and the hydroxypropyl methyl cellulose acetate succinate has ether bonds and ester bonds and has good acid resistance; the phosphate monomer has an acid etching effect, the bonding strength of the material and teeth is improved, the nano-zirconia has high hardness, strong toughness and high brightness, and a phosphate group in the phosphate monomer is chemically bonded with an oxygen atom on the surface of the nano-zirconia, so that the bonding strength of the nano-zirconia and acrylate oligomer is improved, and the color of the material is further improved; the glass powder, the nano silicon dioxide and the nano diamond improve the mechanical strength of the material, and the nano diamond has good oxidation resistance effect. The resin material for the nano-dental sculpture, which is obtained by the invention, has good color and luster, is wear-resistant, has the bonding strength with the tooth body as high as 29.2MPa, can be used for 5-10 years, is not damaged and can not fall off, and has long service life.
Detailed Description
The invention will be further illustrated with reference to some specific embodiments.
Example 1
A resin material for nanometer tooth engraving is prepared from the following raw materials in parts by weight:
15 parts of acrylate oligomer, 10 parts of triethylene glycol dimethacrylate, 5 parts of fluorinated polyurethane acrylate, 12 parts of hydroxypropyl methyl cellulose acetate succinate, 5 parts of phosphate monomer, 35 parts of glass powder, 5 parts of nano silicon dioxide, 1 part of nano zirconium oxide, 0.3 part of nano diamond, 0.1 part of initiator and 0.8 part of accelerator.
The acrylate oligomer is bisphenol A bis glycidyl methacrylate.
The phosphate ester monomer is dipentaerythritol pentaacrylate phosphate ester PENTA.
The particle size of the nano silicon dioxide is 15-50 nm.
The nano zirconia is yttrium stable tetragonal zirconia with the grain diameter of 50-100 nm.
The particle size of the nano diamond is 1-10nm, and the Mohs hardness is 10.
The initiator is camphorquinone.
The accelerant is 4-ethyl dimethylaminobenzoate.
Example 2
A resin material for nanometer tooth engraving is prepared from the following raw materials in parts by weight:
17 parts of acrylate oligomer, 10.5 parts of triethylene glycol dimethacrylate, 5.7 parts of fluorinated polyurethane acrylate, 13 parts of hydroxypropyl methyl cellulose acetate succinate, 6 parts of phosphate monomer, 37 parts of glass powder, 6 parts of nano silicon dioxide, 1.5 parts of nano zirconium oxide, 0.34 part of nano diamond, 0.2 part of initiator and 0.8 part of accelerator.
The acrylate oligomer is dimethylaminoethyl methacrylate.
The phosphate ester monomer is dipentaerythritol pentaacrylate phosphate ester PENTA.
The particle size of the nano silicon dioxide is 15-50 nm.
The nano zirconia is yttrium stable tetragonal phase zirconia with the grain diameter of 50-100 nm.
The particle size of the nano diamond is 1-10nm, and the Mohs hardness is 10.
The initiator is camphorquinone.
The accelerant is 4-ethyl dimethylaminobenzoate.
Example 3
A resin material for nanometer tooth engraving is prepared from the following raw materials in parts by weight:
19 parts of acrylate oligomer, 11 parts of triethylene glycol dimethacrylate, 6 parts of fluorinated polyurethane acrylate, 14 parts of hydroxypropyl methyl cellulose acetate succinate, 6.4 parts of phosphate monomer, 40 parts of glass powder, 7 parts of nano silicon dioxide, 2 parts of nano zirconia, 0.4 part of nano diamond, 0.2 part of initiator and 0.9 part of accelerator.
The acrylate oligomer is ethoxylated bisphenol A diacrylate.
The phosphate ester monomer is dipentaerythritol pentaacrylate phosphate ester PENTA.
The particle size of the nano silicon dioxide is 15-50 nm.
The nano zirconia is yttrium stable tetragonal zirconia with the grain diameter of 50-100 nm.
The particle size of the nano diamond is 1-10nm, and the Mohs hardness is 10.
The initiator is camphorquinone.
The accelerant is 4-ethyl dimethylaminobenzoate.
Example 4
A resin material for nanometer tooth engraving is prepared from the following raw materials in parts by weight:
20 parts of acrylate oligomer, 12 parts of triethylene glycol dimethacrylate, 7 parts of fluorinated polyurethane acrylate, 16 parts of hydroxypropyl methyl cellulose acetate succinate, 7 parts of phosphate monomer, 40 parts of glass powder, 7 parts of nano silicon dioxide, 2.5 parts of nano zirconium oxide, 0.5 part of nano diamond, 0.3 part of initiator and 0.92 part of accelerator.
The acrylate oligomer is bisphenol A bis glycidyl methacrylate.
The phosphate ester monomer is 10-methacryloxy decyl dihydrogen phosphate 10-MDP.
The particle size of the nano silicon dioxide is 15-50 nm.
The nano zirconia is yttrium stable tetragonal zirconia with the grain diameter of 50-100 nm.
The particle size of the nano diamond is 1-10nm, and the Mohs hardness is 10.
The initiator is camphorquinone.
The accelerant is 4-ethyl dimethylaminobenzoate.
Example 5
A resin material for nanometer tooth engraving is prepared from the following raw materials in parts by weight:
21 parts of acrylate oligomer, 12 parts of triethylene glycol dimethacrylate, 8 parts of fluorinated polyurethane acrylate, 17 parts of hydroxypropyl methyl cellulose acetate succinate, 7.2 parts of phosphate monomer, 41 parts of glass powder, 8 parts of nano silicon dioxide, 3 parts of nano zirconium oxide, 0.5 part of nano diamond, 0.3 part of initiator and 1 part of accelerator.
The acrylate oligomer is bisphenol A bis glycidyl methacrylate.
The phosphate ester monomer is 10-methacryloxy decyl dihydrogen phosphate 10-MDP.
The particle size of the nano silicon dioxide is 15-50 nm.
The nano zirconia is yttrium stable tetragonal phase zirconia with the grain diameter of 50-100 nm.
The particle size of the nano diamond is 1-10nm, and the Mohs hardness is 10.
The initiator is camphorquinone.
The accelerant is 4-ethyl dimethylaminobenzoate.
Example 6
A resin material for nanometer tooth engraving is prepared from the following raw materials in parts by weight:
23 parts of acrylate oligomer, 13 parts of triethylene glycol dimethacrylate, 8.5 parts of fluorinated polyurethane acrylate, 18 parts of hydroxypropyl methyl cellulose acetate succinate, 8 parts of phosphate monomer, 43 parts of glass powder, 8 parts of nano silicon dioxide, 3 parts of nano zirconium oxide, 0.51 part of nano diamond, 0.4 part of initiator and 1.1 part of accelerator.
The acrylate oligomer is ethoxylated bisphenol A diacrylate.
The phosphate ester monomer is 10-methacryloxy decyl dihydrogen phosphate 10-MDP.
The particle size of the nano silicon dioxide is 15-50 nm.
The nano zirconia is yttrium stable tetragonal zirconia with the grain diameter of 50-100 nm.
The particle size of the nano diamond is 1-10nm, and the Mohs hardness is 10.
The initiator is camphorquinone.
The accelerant is 4-ethyl dimethylaminobenzoate.
Example 7
A resin material for nanometer tooth engraving is prepared from the following raw materials in parts by weight:
24 parts of acrylate oligomer, 14.2 parts of triethylene glycol dimethacrylate, 9 parts of fluorinated polyurethane acrylate, 19 parts of hydroxypropyl methyl cellulose acetate succinate, 8.5 parts of phosphate monomer, 44 parts of glass powder, 9 parts of nano silicon dioxide, 3.5 parts of nano zirconium oxide, 0.59 part of nano diamond, 0.5 part of initiator and 1.1 part of accelerator.
The acrylate oligomer is dimethylaminoethyl methacrylate.
The phosphate ester monomer is 10-methacryloxy decyl dihydrogen phosphate 10-MDP.
The particle size of the nano silicon dioxide is 15-50 nm.
The nano zirconia is yttrium stable tetragonal zirconia with the grain diameter of 50-100 nm.
The particle size of the nano diamond is 1-10nm, and the Mohs hardness is 10.
The initiator is camphorquinone.
The accelerant is 4-ethyl dimethylaminobenzoate.
Example 8
A resin material for nanometer tooth engraving is prepared from the following raw materials in parts by weight:
25 parts of acrylate oligomer, 15 parts of triethylene glycol dimethacrylate, 10 parts of fluorinated polyurethane acrylate, 20 parts of hydroxypropyl methyl cellulose acetate succinate, 10 parts of phosphate monomer, 45 parts of glass powder, 10 parts of nano silicon dioxide, 4 parts of nano zirconium oxide, 0.6 part of nano diamond, 0.5 part of initiator and 1.2 parts of accelerator.
The acrylate oligomer is ethoxylated bisphenol A diacrylate.
The phosphate ester monomer is dipentaerythritol pentaacrylate phosphate ester PENTA.
The particle size of the nano silicon dioxide is 15-50 nm.
The nano zirconia is yttrium stable tetragonal zirconia with the grain diameter of 50-100 nm.
The particle size of the nano diamond is 1-10nm, and the Mohs hardness is 10.
The initiator is camphorquinone.
The accelerant is 4-ethyl dimethylaminobenzoate.
Comparative example 1
The resin material for nanometer tooth engraving of the present example is basically the same as that of example 5, and the same points are not repeated, and some differences are as follows: the fluorinated polyurethane acrylate was replaced with hydroxyethyl methacrylate, i.e.:
a resin material for nanometer tooth engraving is prepared from the following raw materials in parts by weight:
21 parts of acrylate oligomer, 12 parts of triethylene glycol dimethacrylate, 8 parts of hydroxyethyl methacrylate, 17 parts of hydroxypropyl methyl cellulose acetate succinate, 7.2 parts of phosphate monomer, 41 parts of glass powder, 8 parts of nano silicon dioxide, 3 parts of nano zirconia, 0.5 part of nano diamond, 0.3 part of initiator and 1 part of accelerator.
Comparative example 2
The resin material for nanometer tooth engraving of the present example is basically the same as that of example 5, and the same points are not repeated, and some differences are as follows: hydroxypropyl methylcellulose acetate succinate was replaced with hydroxyethyl methacrylate, i.e.:
a resin material for nanometer tooth engraving is prepared from the following raw materials in parts by weight:
21 parts of acrylate oligomer, 12 parts of triethylene glycol dimethacrylate, 8 parts of fluorinated polyurethane acrylate, 17 parts of hydroxyethyl methacrylate, 7.2 parts of phosphate ester monomer, 41 parts of glass powder, 8 parts of nano silicon dioxide, 3 parts of nano zirconium oxide, 0.5 part of nano diamond, 0.3 part of initiator and 1 part of accelerator.
Comparative example 3
The resin material for nanometer tooth engraving of the present example is basically the same as that of example 5, and the same points are not repeated, and some differences are as follows: hydroxypropyl methyl cellulose acetate succinate was replaced with fluorinated urethane acrylate, i.e.:
a resin material for nanometer tooth engraving is prepared from the following raw materials in parts by weight:
21 parts of acrylate oligomer, 12 parts of triethylene glycol dimethacrylate, 25 parts of fluorinated polyurethane acrylate, 7.2 parts of phosphate ester monomer, 41 parts of glass powder, 8 parts of nano silicon dioxide, 3 parts of nano zirconium oxide, 0.5 part of nano diamond, 0.3 part of initiator and 1 part of accelerator.
Comparative example 4
The resin material for nanometer tooth engraving of the present example is basically the same as that of example 5, and the same points are not repeated, and some differences are as follows: the nano zirconia and the nano diamond are replaced by nano silicon dioxide, namely:
a resin material for nanometer tooth engraving is prepared from the following raw materials in parts by weight:
21 parts of acrylate oligomer, 12 parts of triethylene glycol dimethacrylate, 8 parts of fluorinated polyurethane acrylate, 17 parts of hydroxypropyl methyl cellulose acetate succinate, 7.2 parts of phosphate monomer, 41 parts of glass powder, 11.5 parts of nano silicon dioxide, 0.3 part of initiator and 1 part of accelerator.
And (3) testing the bonding strength: collecting surgically-pulled teeth without caries, cleaning, smearing edible lemon agent, wiping off with cotton stick, cleaning again, air drying, performing nanometer carving on the resin materials of examples 1-8 and comparative examples 1-4, taking out appropriate amount of resin with carving pen, making circle, pushing away the resin from the periphery of teeth with soft force, keeping teeth dry, and curing with curing lamp for 40 s. The bonded teeth were cut into test pieces having a bonding cross section of 1.0mm × 1.0mm and a height of 8mm, and the bonding strength was measured, and 3 test pieces were tested for each example, and the average value was obtained, and the results are shown in table 1.
TABLE 1 Performance test results of resin materials for nanometer dental engraving of the present invention
Figure DEST_PATH_IMAGE001
As can be seen from Table 1, the bonding strength between the resin material obtained by the invention and the tooth body is as high as 29.2MPa, and the resin material is not easy to fall off; when the fluorine-containing polyurethane acrylate is replaced by hydroxyethyl methacrylate in comparative example 1, hydroxypropyl methyl cellulose acetate succinate is replaced by hydroxyethyl methacrylate in comparative example 2, hydroxypropyl methyl cellulose acetate succinate is replaced by fluorine-containing polyurethane acrylate in comparative example 3, and nano zirconia and nano diamond are replaced by nano silica in comparative example 4, the bonding strength between the obtained resin material and the tooth body is obviously reduced, particularly in comparative example 2, and the tooth surface gloss of comparative example 4 is also reduced.

Claims (6)

1. The resin material for the nanometer tooth engraving is characterized by being prepared from the following raw materials in parts by weight:
15-25 parts of acrylate oligomer, 10-15 parts of triethylene glycol dimethacrylate, 5-10 parts of fluorinated polyurethane acrylate, 12-20 parts of hydroxypropyl methyl cellulose acetate succinate, 5-10 parts of phosphate monomer, 35-45 parts of glass powder, 5-10 parts of nano silicon dioxide, 1-4 parts of nano zirconium oxide, 0.3-0.6 part of nano diamond, 0.1-0.5 part of initiator and 0.8-1.2 parts of accelerator;
the phosphate ester monomer is 10-methacryloxy decyl dihydrogen phosphate 10-MDP or dipentaerythritol pentaacrylate phosphate ester PENTA;
the particle size of the nano diamond is 1-10nm, and the Mohs hardness is 10.
2. The resin material for nanoimprint lithography according to claim 1, wherein the acrylate oligomer is bisphenol a bis-glycidyl methacrylate, dimethylaminoethyl methacrylate or ethoxylated bisphenol a diacrylate.
3. The resin material for nanoimprint lithography according to claim 1, wherein the particle size of the nano-silica is 15 to 50 nm.
4. The resin material for nanometer dental engraving of claim 1, wherein the nanometer zirconia is yttrium-stabilized tetragonal zirconia having a particle size of 50-100 nm.
5. The resin material for nanoimprint lithography according to claim 1, wherein the initiator is camphorquinone.
6. The resin material for nanoimprint lithography according to claim 1, characterized in that the accelerator is ethyl 4-dimethylaminobenzoate.
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CN112316200A (en) * 2020-07-20 2021-02-05 北京奥凯伟迪生物科技有限公司 Dual-curing adhesive for bone bonding and preparation method thereof

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009150712A1 (en) * 2008-06-10 2009-12-17 ライオン株式会社 Press transfer seal for beautifying teeth and method for beautifying the surfaces of teeth
CN105193634A (en) * 2015-09-21 2015-12-30 江苏科技大学 Dental restoration filling material containing special function monomer and preparation method of dental restoration filling material

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009150712A1 (en) * 2008-06-10 2009-12-17 ライオン株式会社 Press transfer seal for beautifying teeth and method for beautifying the surfaces of teeth
CN102056583A (en) * 2008-06-10 2011-05-11 狮王株式会社 Pressurized transfer paste for beautifying teeth and method for beautifying tooth surface
CN105193634A (en) * 2015-09-21 2015-12-30 江苏科技大学 Dental restoration filling material containing special function monomer and preparation method of dental restoration filling material

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