CN104546509A - Elastic layer material for preventing micro leakage after caries repair as well as preparation method and application thereof - Google Patents
Elastic layer material for preventing micro leakage after caries repair as well as preparation method and application thereof Download PDFInfo
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- CN104546509A CN104546509A CN201510007202.3A CN201510007202A CN104546509A CN 104546509 A CN104546509 A CN 104546509A CN 201510007202 A CN201510007202 A CN 201510007202A CN 104546509 A CN104546509 A CN 104546509A
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Abstract
The invention belongs to the field of oral medical materials, and particularly relates to an elastic layer material for preventing micro leakage after caries repair as well as a preparation method and an application thereof to oral caries repair. The elastic layer material is prepared from a main component, a diluent, a chemically treated filler and a photoinitiator via blue light curing, wherein the main component is 50-89% of the total mass of the elastic layer material, the diluent is 10-20% of the total mass of the elastic layer material, the filler is 0-25% of the total mass of the elastic layer material and the photoinitiator is 1-5% of the total mass of the elastic layer material. The material has favorable elongation at break, tensile strength and dewatering effect so as to effectively eliminate the stress generated by polymerization shrinkage and the shrinking and expanding stress of composite resins due to daily cold-hot change, block the water molecules (or penetrating through a bonder layer) from permeating to the composite resins, preventing the photo-curing composite resins from being stripped from the caries interface and prevent the micro leakage and secondary caries.
Description
Technical field
The invention belongs to stomatology Material Field, be specifically related to the elastic layer material of Micro blazed-grating after a kind of caries prevention reparation, preparation method and the application in dental decayed tooth is repaired thereof.
Background technology
The sixties in last century, composite resin is introduced in teeth restoration field, becomes the progress of the revolution of science of dental materials.Although composite resin material is through years development, the performance of its many excellence has played important effect in clinical treatment.But, since half a century, after dental caries reparation, due to composite resin, the composite resin that causes of volume contraction and daily cold and hot change is asynchronous with the convergent-divergent of tooth body in the course of the polymerization process, causes peeling off between composite resin and tooth body, produces marginal microleakage and then easily forms recurrent caries.Meanwhile, in order to improve the cementation power of binding agent and tooth body, current dental decayed tooth reparation binding agent, all containing a large amount of hydroxyethyl methylacrylates, understand water absorption and swelling gradually, and then hydrone progressively permeates after causing adhesive cures to composite resin through binding agent.After composite resin water suction, its intensity declines, and even degrades, causes repairing failure.
Summary of the invention
The object of this invention is to provide a kind of novel stop Micro blazed-grating after dental caries reparation elastic layer material, preparation method and the application in dental decayed tooth is repaired thereof.。The present invention adopts elongation at break and outstanding polyurethane elastomer, silicone rubber or the rubber of water resistance.Result proves, material therefor of the present invention effectively can eliminate the generation of Micro blazed-grating.
In order to eliminate dental caries repair after above drawback, a kind of novel elastic layer material of our design and synthesis.This materials application is in the middle of dental caries reparation light-cured composite and binding agent or dental caries repairs light-cured composite and dental caries wall middle (as shown in Figure 1, being namely used as cushion).This material has good elongation at break and hot strength, there is good hydrophobic effect simultaneously, effectively eliminate stress because polymerization shrinkage produces and daily cold and hot change causes the pucker & bloat stress of composite resin, blocks moisture (or through adhesive layer) is permeated to composite resin simultaneously, prevent the stripping at light-cured composite and dental caries interface, and then prevent Micro blazed-grating and recurrent caries.
The elastic layer material of Micro blazed-grating after a kind of New Pre anti-caries of the present invention reparation, it is by main constituent, diluent, form through chemically treated filler and light trigger, obtains after blue light solidification; Main constituent is polyurethane elastomer performed polymer or esters of acrylic acid performed polymer, and it accounts for 50% ~ 89% of elastic layer material gross mass; Diluent is dimethacrylate triethyleneglycol ester (TEGDMA), trimethylolpropane triacrylate (TMPTA) or 1, one in 6-hexanediyl ester in (HDDA), it accounts for 10% ~ 20% of elastic layer material gross mass; Filler is through chemically treated silicon dioxide microsphere (particle diameter 10 ~ 500nm), irregular silica dioxide granule (particle diameter 10 ~ 500nm), mica particles (thick 30 ~ 500nm, particle diameter 100 ~ 1000nm), alumina particle (thick 50 ~ 1000nm, particle diameter 100nm ~ 50 μm or 50 ~ 1000nm microsphere), glass powder particles (particle diameter 10 ~ 500nm) or glass flake (thick 50 ~ 500nm, particle diameter 100 ~ 1000nm) etc., it accounts for 0% ~ 25% of elastic layer material gross mass; Light trigger is camphorquinone (CQ) and methacrylic acid N, the mixed initiating system that N-dimethylaminoethyl (DMAEMA) or camphorquinone (CQ) and ethyl-4-dimethyl ethyl aminobenzoate (EDMAB) form, it accounts for 1% ~ 5% of elastic layer gross mass.
The preparation method of esters of acrylic acid performed polymer is shown below:
The preparation method of elastic polyurethane layer performed polymer is shown below:
Wherein, filler needs through chemical treatment, its processing method is: soaked 12 ~ 20 hours in the solution of 1 ~ 10 microlitre/milliliter Fluohydric acid. or hydrochloric acid by filler, refluxes 20 ~ 30 hours after centrifugalize drying in the toluene solution of the KH570 of volumetric concentration 20% ~ 40% again, dry after sucking filtration.
A kind of novel preparation method stopping the elastic layer material of Micro blazed-grating after dental caries reparation, its preparation method is, after first main constituent being diluted with diluent, add through chemically treated filler and light trigger, vacuumizing and exhausting after mix homogeneously, obtain elastic layer performed polymer material, after blue light solidification, namely obtain elastic layer material of the present invention.
During embody rule, phosphoric acid washing liquid (commodity) is first used to wash cavity 5 ~ 10 seconds, then rinse well rapidly, dry up rear coating one layer binder (3M company commodity, or there is no this step), after hair-dryer blows 10 ~ 20 seconds, repaste and cover a layer binder (or not having this step), blue light (430 ~ 490nm) solidifies 20 ~ 30 seconds; Then, coating one deck elastic layer performed polymer of the present invention material, blue light solidification is after 10 ~ 20 seconds, filled composite resin (3M company commodity), blue light solidification 40 ~ 60 seconds again, thus light-cured composite when carrying out dental caries and repairing and between binding agent or light-cured composite when dental caries is repaired and obtain elastic layer material between dental caries wall.
Polyurethane elastomer, silicone rubber and rubber obtain a wide range of applications in daily life due to its good elasticity and mechanical property.In view of the performance of its excellence, this material is incorporated into dental decayed tooth and repairs field by first.Preparation technology's program of the present invention is simple, and the cycle is short, strong operability.It is very excellent that experimental result (as shown in Figure 2) shows its effect, effectively prevent the generation of Micro blazed-grating after repairing, and then greatly reduce and modally clinically cause the fracture of dental caries repairing failure and the generation of recurrent caries.The present invention, for minimizing patient suffering, recommends the development of dental decayed tooth renovation technique and technology significant.
Accompanying drawing explanation
Fig. 1: elastic layer position view;
Each several part title: tooth body 1, adhesive layer 2, elastic layer 3, composite resin 4, solidification light beam 5.
Fig. 2: elastic layer experiment effect comparison diagram;
As shown in Figure 2, be the experiment effect comparison diagram adopting product described in embodiment 1.Fig. 2 (A) is the sample Micro blazed-grating degree of depth (shown in circle) not having elastic layer, Fig. 2 (B) is the Micro blazed-grating degree of depth (shown in circle) after using elastic layer, this sample is after 4 DEG C ~ 70 DEG C temperature range cold cycling 500 times, then soaks the tooth slice photo after 24 hours through 1% (mass concentration) aqueous solution of methylene blue.
Fig. 3: the infrared spectrum of polyurethane elastomer performed polymer described in embodiment 1 and embodiment 2;
Fig. 4: the infrared spectrum of butyl acrylate performed polymer described in embodiment 3.
Detailed description of the invention
Following specific embodiment makes detailed explanation by with regard to light-cured composite preparation of the present invention.But these embodiments are not intended to limit or limit scope of the present invention by any way, should not think to provide uniquely can put into practice condition of the present invention, parameter or data yet.
Embodiment 1:
Accurately take 4.44g isophorone diisocyanate (IPDI) to join in 20g polyether Glycols, add 0.1g dibutyl tin dilaurate, mechanic whirl-nett reaction under 68 DEG C of conditions.Add 3g hydroxyethyl methylacrylate after 3 hours, continue reaction 3 hours, namely obtain polyurethane elastomer performed polymer needed for the present embodiment.
Accurately take 5g polyurethane elastomer performed polymer, add 1g TEGDMA and 0.1g light trigger CQ and EDMAB (CQ:0.03g and EDMAB:0.07g), obtain mixed solution;
Take tabular alumina 50g, thickness 0.5 micron, path length 20 microns, stirs 12 hours in the hydrochloric acid solution of 7 microlitre every milliliter, after centrifugalize drying, reflux 12 hours in the toluene solution of the KH570 of volumetric concentration 30%, sucking filtration, after drying again, the tabular alumina taken after 1.5g process joins in above-mentioned mixed solution, stirring makes it mix homogeneously, then vacuumizing and exhausting, can obtain the elastic layer performed polymer material that mass percent is 20% tabular alumina filler doping.
During use, first use phosphoric acid washing liquid (directly buying) to wash artificial cavity (manually to get out, dark 3mm, diameter 3mm) 10 seconds, then rinse well rapidly, dry up rear coating one layer binder (3M company commodity), after hair-dryer blows 20 seconds, repaste and cover a layer binder, blue light solidifies 20 seconds.Then, elastic layer performed polymer material prepared by coating one deck the present embodiment, after blue light solidifies 20 seconds, filled composite resin (3M company commodity), blue light solidifies 40 seconds.
Through recording, the fracture tensile strength of the present embodiment product is 16MPa, and elongation at break is 120%.
Prepared by matched group: first use phosphoric acid washing liquid (directly buying) washing cavity 10 seconds, then rinse well rapidly, dry up rear coating one layer binder (3M company commodity), after hair-dryer blows 20 seconds, repaste and cover a layer binder, blue light solidifies 20 seconds.Filled composite resin (3M company commodity) blue light solidifies 40 seconds.
Compared with matched group, after cold cycling 500 times, after 1% (mass fraction) aqueous solution of methylene blue soaks 24 hours, experimental group dyestuff infiltrates 0.5mm, and matched group dyestuff infiltrates 4mm.
Embodiment 2:
Accurately take 4.44g isophorone diisocyanate (IPDI) to join in 20g polyether Glycols, add 0.1g dibutyl tin dilaurate, mechanic whirl-nett reaction under 68 DEG C of conditions.Add 3g hydroxyethyl methylacrylate after 3 hours, continue reaction 3 hours, namely obtain polyurethane elastomer performed polymer needed for the present embodiment.
Accurately take 5g polyurethane elastomer performed polymer, add 1g TEGDMA and 0.1g light trigger CQ and EDMAB (CQ:0.03g and EDMAB:0.07g), obtain mixed solution;
During use, first use phosphoric acid washing liquid (directly buying) to wash artificial cavity (manually to get out, dark 3mm, diameter 3mm) 10 seconds, then rinse well rapidly, dry up rear coating one layer binder (3M company commodity), after hair-dryer blows 20 seconds, repaste and cover a layer binder, blue light solidifies 20 seconds.Then, elastic layer performed polymer material prepared by coating one deck the present embodiment, after blue light solidifies 20 seconds, filled composite resin (3M company commodity) blue light solidifies 40 seconds.
Through recording, the fracture tensile strength of the present embodiment product is 16MPa, and elongation at break is 120%.
Prepared by matched group: first use phosphoric acid washing liquid (directly buying) to wash artificial cavity and (manually get out, dark 3mm, diameter 3mm) 10 seconds, then rinse well rapidly, dry up rear coating one layer binder (3M company commodity), after hair-dryer blows 20 seconds, repaste and cover a layer binder, blue light solidifies 20 seconds.Filled composite resin (3M company commodity) blue light solidifies 40 seconds.
Compared with matched group, after cold cycling 500 times, after 1% (mass fraction) aqueous solution of methylene blue soaks 24 hours, experimental group dyestuff infiltrates 0.2mm, and matched group infiltrates 3.8mm.
Embodiment 3:
Take 100g butyl acrylate in the bottle of 250ml tri-hole, add 0.1g azo diisopropyl nitrile, 70 DEG C of reactions 5 hours under nitrogen protection.Obtain butyl acrylate performed polymer needed for the present embodiment.
Accurately take 5g butyl acrylate performed polymer, add 1g TEGDMA and 0.1g light trigger CQ and EDMAB (CQ:0.03g and EDMAB:0.07g), obtain mixed solution;
During use, first use phosphoric acid washing liquid (directly buying) to wash artificial cavity (manually to get out, dark 3mm, diameter 3mm) 10 seconds, then rinse well rapidly, dry up rear coating one layer binder (3M company commodity), after hair-dryer blows 20 seconds, repaste and cover a layer binder, blue light solidifies 20 seconds.Then, elastic layer performed polymer material prepared by coating one deck the present embodiment, after blue light solidifies 20 seconds, filled composite resin (3M company commodity) blue light solidifies 40 seconds.
Through recording, the fracture tensile strength of the present embodiment product is 12MPa, and elongation at break is 100%.
Prepared by matched group: first use phosphoric acid washing liquid (directly buying) washing cavity 10 seconds, then rinse well rapidly, dry up rear coating one layer binder (3M company commodity), after hair-dryer blows 20 seconds, repaste and cover a layer binder, blue light solidifies 20 seconds.Filled composite resin (3M company commodity) blue light solidifies 40 seconds.
Compared with matched group, after cold cycling 500 times, after 1% (mass fraction) aqueous solution of methylene blue soaks 24 hours, experimental group dyestuff infiltrates 0.6mm, and matched group infiltrates 4.1mm.
Claims (10)
1. the elastic layer material of Micro blazed-grating after caries prevention reparation, is characterized in that: by main constituent, diluent, form through chemically treated filler and light trigger, obtains after blue light solidification; Main constituent accounts for 50% ~ 89% of elastic layer material gross mass; Diluent accounts for 10% ~ 20% of elastic layer material gross mass; Filler accounts for 0% ~ 25% of elastic layer material gross mass; Light trigger accounts for 1% ~ 5% of elastic layer gross mass.
2. the elastic layer material of Micro blazed-grating after a kind of caries prevention reparation as claimed in claim 1, is characterized in that: main constituent is polyurethane elastomer performed polymer or esters of acrylic acid performed polymer, and its structural formula is as follows,
3. the elastic layer material of Micro blazed-grating after a kind of caries prevention reparation as claimed in claim 1, is characterized in that: diluent is the one in dimethacrylate triethyleneglycol ester, trimethylolpropane triacrylate or 1,6-hexanediyl ester.
4. the elastic layer material of Micro blazed-grating after a kind of caries prevention reparation as claimed in claim 1, is characterized in that: be silicon dioxide microsphere, irregular silica dioxide granule, mica particles, alumina particle, glass powder particles or glass flake through chemically treated filler.
5. the elastic layer material of Micro blazed-grating after a kind of caries prevention reparation as claimed in claim 1, it is characterized in that: the chemical treatment of filler is soaked 12 ~ 20 hours in the solution of 1 ~ 10 microlitre/milliliter Fluohydric acid. or hydrochloric acid by filler, reflux 20 ~ 30 hours in the toluene solution of the KH570 of volumetric concentration 20% ~ 40% again after centrifugalize drying, dry after sucking filtration.
6. the elastic layer material of Micro blazed-grating after a kind of caries prevention reparation as claimed in claim 1, it is characterized in that: light trigger is camphorquinone and methacrylic acid N, N-dimethylaminoethyl, or the mixed initiating system of camphorquinone and ethyl-4-dimethyl ethyl aminobenzoate composition.
7. the preparation method of the elastic layer material of Micro blazed-grating after a kind of caries prevention reparation of claim 1 ~ 6 described in any one, it is characterized in that: after first main constituent diluent being diluted, add through chemically treated filler and light trigger, vacuumizing and exhausting after mix homogeneously, obtain elastic layer performed polymer material, more namely obtain elastic layer material after blue light solidification.
8. the application of elastic layer material in dental decayed tooth is repaired of Micro blazed-grating after a kind of caries prevention reparation of claim 1 ~ 6 described in any one.
9. after a kind of caries prevention reparation as claimed in claim 8 Micro blazed-grating elastic layer material dental decayed tooth repair in application, it is characterized in that: first use phosphoric acid wash liquid cavity 5 ~ 10 seconds, then rinse well rapidly, dry up rear coating one layer binder, after hair-dryer blows 10 ~ 20 seconds, repaste and cover a layer binder, blue light solidification 20 ~ 30 seconds; Then apply one deck elastic layer performed polymer material, blue light solidification is after 10 ~ 20 seconds, filled composite resin, then blue light solidification 40 ~ 60 seconds, thus obtains elastic layer material between light-cured composite when carrying out dental caries and repairing and binding agent.
10. after a kind of caries prevention reparation as claimed in claim 8 Micro blazed-grating elastic layer material dental decayed tooth repair in application, it is characterized in that: first use phosphoric acid wash liquid cavity 5 ~ 10 seconds, then one deck elastic layer performed polymer material is applied, blue light solidification is after 10 ~ 20 seconds, filled composite resin, again blue light solidification 40 ~ 60 seconds, thus carry out dental caries repair time light-cured composite and dental caries wall between obtain elastic layer material.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105368374A (en) * | 2015-12-02 | 2016-03-02 | 吉林大学 | Hydrophobic resin adhesive, preparation method and application thereof |
| CN106137774A (en) * | 2016-08-08 | 2016-11-23 | 浙江大学 | Pit and fissure sealant based on Tooth surface hydrophobization theory |
| CN106176250A (en) * | 2016-08-03 | 2016-12-07 | 浙江大学 | Tooth bonding agent system based on hydrophobic bonding new concept |
| CN111760070A (en) * | 2020-08-04 | 2020-10-13 | 长沙博谱科学仪器有限公司 | Dental implant material for oral cosmetology and preparation method thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101564359A (en) * | 2009-05-18 | 2009-10-28 | 李榕卿 | Composition for tooth with abrasion resistance and obdurability |
| CN101569592A (en) * | 2009-06-02 | 2009-11-04 | 李榕卿 | Preparation method of light-cured materials for teeth |
| CN101933889A (en) * | 2009-06-30 | 2011-01-05 | 天津科技大学 | Low-shrinkage light-cured composite resin for oral cavity and preparation method thereof |
| CN102688150A (en) * | 2012-06-05 | 2012-09-26 | 东华大学 | Method for preparing bacteriostasis dental repair composite resin |
-
2015
- 2015-01-06 CN CN201510007202.3A patent/CN104546509B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101564359A (en) * | 2009-05-18 | 2009-10-28 | 李榕卿 | Composition for tooth with abrasion resistance and obdurability |
| CN101569592A (en) * | 2009-06-02 | 2009-11-04 | 李榕卿 | Preparation method of light-cured materials for teeth |
| CN101933889A (en) * | 2009-06-30 | 2011-01-05 | 天津科技大学 | Low-shrinkage light-cured composite resin for oral cavity and preparation method thereof |
| CN102688150A (en) * | 2012-06-05 | 2012-09-26 | 东华大学 | Method for preparing bacteriostasis dental repair composite resin |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105368374A (en) * | 2015-12-02 | 2016-03-02 | 吉林大学 | Hydrophobic resin adhesive, preparation method and application thereof |
| CN106176250A (en) * | 2016-08-03 | 2016-12-07 | 浙江大学 | Tooth bonding agent system based on hydrophobic bonding new concept |
| CN106176250B (en) * | 2016-08-03 | 2020-06-23 | 浙江大学 | Tooth adhesive system based on new hydrophobic adhesion concept |
| CN106137774A (en) * | 2016-08-08 | 2016-11-23 | 浙江大学 | Pit and fissure sealant based on Tooth surface hydrophobization theory |
| CN106137774B (en) * | 2016-08-08 | 2020-04-17 | 浙江大学 | Pit and fissure sealant based on tooth surface hydrophobization concept |
| CN111760070A (en) * | 2020-08-04 | 2020-10-13 | 长沙博谱科学仪器有限公司 | Dental implant material for oral cosmetology and preparation method thereof |
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