CN104398390A - Dentin primary coating-washing primary coating agent and method thereof - Google Patents
Dentin primary coating-washing primary coating agent and method thereof Download PDFInfo
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- CN104398390A CN104398390A CN201410679144.4A CN201410679144A CN104398390A CN 104398390 A CN104398390 A CN 104398390A CN 201410679144 A CN201410679144 A CN 201410679144A CN 104398390 A CN104398390 A CN 104398390A
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Abstract
The invention provides a dentin primary coating-washing primary coating agent and a method thereof. The dentin primary coating agent is used for repairing the defect of a tooth body for a stomatological department. The method comprises the following steps: performing pretreatments of primary coating-washing on the surface of the dentin with the dentin primary coating agent, then sticking a repairing body with the dentin by using a self-acid etching bonding agent, wherein the stomatological dentin primary coating-washing primary coating agent contains 60%-99.4% of an alcohol aqueous solution, 0.5%-30% of a weak-acid functional monomer and 0.1%-10% of a matrix metalloproteinase inhibitor. The dentin is mildly demineralized by 10-MDP(muramyl dipeptide) containing weak acid; the degradation of a collagenous fiber is reduced by using the matrix metalloproteinase inhibitor; besides the dentin is pretreated by a primary coating-washing method, so that generated MDP-Ca(Calcium) is more firmly jointed to hydroxyapatite, the bonding strength and the bonding durability of the tooth can be further improved, joining of the tooth and the direct repairing body or the indirect repairing body is firmer and more durable, and the health of the rest tissue of the tooth is protected better.
Description
Technical field
The present invention relates in department of stomatology field, particularly relate to a class dentin primary coat-flushing silane coupling agent (primer) and method (etch-&-rinse approach) thereof.For by department of stomatology dummy as high-molecular organic material, pottery, metal or other composites, directly or indirect bonding in the tooth of defect.
Background technology
Along with the sustainable development of social economy, culture, the aesthetic standards of people are also in continuous improve, and the input of countries in the world to dental prosthetics and healthy aspect also gets more and more.The main content of dental prosthetics reparation is direct resin fill reparation and indirectly resin bonding reparation, and these restorative procedures all relate to a key problem, namely Dentinal bonding.Recent two decades comes, and dentin bonding agent and adhesive technology are developing rapidly, and Dentinal adhesive effect improves significantly.But, bonding process is complicated physics, a chemical process, not only depend on structure or the state of bonding agent and bonding interface, the process for treating surface of binding agent and bonding plane, and, the particularity of internal environment of oral cavity is as variations in temperature, high humility, microorganism, protease and bite stress, and the degraded of the degraded of the collagen protein exposed in dentin and bonding agent itself all seriously have impact on dentin adhesive strength and persistency.
Water is usually used as the solvent of most of dentin bonding agent.In order to Dentin bonding has better moistening and/or acid etching dentin surface ability, in bonding agent, increase the concentration of hydrophilic ion exchange resin monomer.Because hydrophilic ion exchange resin monomer facilitates the absorption of moisture, in bonding agent intermediate ion resin monomer concentration, more high-moisture is more not volatile.Moisture retention not only increases the plasticizing (plasticization) of polymer, and causes the reduction of the reduction of the mechanical performance of polymer and resin-Dentinal adhesive strength.In addition, hydrophilic dentin bonding agent is also easily subject to the impact that in dentinal tubule, moisture infiltrates, and hydrophilic ion exchange resin monomer contains ester bond, comparatively facile hydrolysis.
By volume calculate, dentin by the inorganic matter of 50%, the collagen fiber of 30% and 20% water form.Dentinal inorganic matter can be divided into inorganic matter (being positioned at the intrastitial gap of tropocollagen molecule) in the outer inorganic matter (to separate collagenous fiber bundle) of fiber and fiber.In dentinal fibers after inorganic matter demineralization, the gap in collagen fiber microfilament (microfibril) is about 1.26-1.33 nm, and functional monomer molecule minimum in bonding agent is as HEMA about 2.2 nm.The stereochemical structure of the functional monomer molecule thus in bonding agent stops it to infiltrate through the space that in fiber, demineralization produces completely.These spaces can be full of by water or hydrolysising protease, and thus these collagen fiber are easily hydrolyzed.The maximum difficulty of dentin adhesive technology is exactly the gap that resin monomer can not infiltrate through in the collagen fiber that produce because of demineralization completely, causes resin monomer to be easily trapped in the top layer of mixed layer.Such dentin bonding interface less stable, the early fracture easily caused.
When present department of stomatology dental defect is bonding, acid etching used-flushing class or from acid etching class adhesive system, all can cause the release of calcium ion in dentin, thus matrix metalloproteinase (the matrix metalloproteinases in activation dentin, MMPs), MMPs is one group of zinc/Ca-dependent protease, can play the effect of degradation of cell epimatrix in neutral conditions
[4], thus cause the degraded of bonding mixed layer collagen fiber, affect the persistency that dentin is bonding
[5].
The Main Ingredients and Appearance phosphate ester that we also find in Self-etching bond agent in the research in early stage can be main with tooth constituent hydroxyapatite or enamel form soluble calcium salt and slightly solubility calcium salt
[6]but, the calcium salt of these solubilities can reduce adamantine adhesive strength
[7].
1. Bertassoni LE, Stankoska K, Swain MV. Insights into the structure and composition of the peritubular dentin organic matrix and the lamina limitans [J]. Micron, 2012, 43: 229-236.
2. Liu Y, Tj?derhane L , Breschi L, Mazzoni A, Li N, Mao J, Pashley DH, Tay FR.. Limitations in bonding to dentin and experimental strategies to prevent bond degradation[J]. J Dent Res 2011, 90: 953-968.
3. Brackett MG, Li N, Brackett, WW, Sword, RJ, Qi YP, Niu LN, Pucci CR,Dib A,Pashley DH, Tay FR.. The critical barrier to progress in dentine bonding with the etch-and-rinse technique[J]. J Dent 2011, 39: 238-248.
4. Pashley DH, Tay FR, Yiu C, et al. Collagen degradation by host-derived enzymes during aging. J Dent Res, 2004, 83:216-222
5. Martin-De Las Heras S, Valenzuela A, Overall CM. The matrix metalloproteinase gelatinase A in human dentine. Arch Oral Biol, 2000, 45:757-765.
6. Fu B*，Sun X, Qian W, Shen Y, Chen R, Hannig M. Evidence of Chemical bonding to hydroxyapatite by phosphoric acid esters. Biomaterials, 2005, 26:5104-5110.
7. Zhang ZL, Zhang L, Liang B, Tang T, Fu B *, Hannig M. The Contribution of chemical bonding to the short- and long-term enamel bond strengths. Dental Materials 2013，29:e103-e112。
Summary of the invention
Problem to be solved by this invention is, provides a kind of dentin primary coat-flushing silane coupling agent and method thereof, effectively can extend the bonding persistency of dentin, thus improves the service life of residue dental tissue and dummy thereof, the health of protection patient Buccodental.
The present invention is as follows for the scheme of dealing with problems:
A kind of dentin primary coat-flushing silane coupling agent comprises by mass percentage: the alcohol water blend of 60%-99.4%, the faintly acid function monomer of 0.5%-30% and 0.1%-10% matrix metallo-proteinase inhibitor.
In described alcohol water blend, the weight ratio of ethanol and water is 1:1.
Described faintly acid function monomer is 10-methacryloxypropyl decylphosphonic acid ester, makes the slight demineralization of dentin surface part, and within collagen fabric silk and between not demineralization.
Described matrix metallo-proteinase inhibitor is the one in Benzalkonii Chloridum, polyvinyl, procyanidin, glutaraldehyde or chlorhexidine.
The primary coat method of described dentin silane coupling agent is: described dentin silane coupling agent pretreatment dentin surface 15-60s, then steam rinses 30s, and dry up with air gun, carry out Dentinal bonding again, by rinsing the phosphate ester-hydroxylapatite compound removing solubility, strengthen Dentinal adhesive strength.
10-methacryloxypropyl decylphosphonic acid ester (10-MDP) is a kind of phosphate ester of function admirable, react with hydroxyapatite (HAp) the property calcium salt (MDP-Ca) hard to tolerate generated and form " nanometer layer " structure, strong adsorption is in HAp surface, and this feature can strengthen adhesive property.By rinsing the phosphate ester-hydroxylapatite compound removing solubility, this method can significantly strengthen Dentinal adhesive strength, and namely after primary coat-flushing or acid etching-flushing, primary coat-flushing can as the bonding processing method of a kind of novel tooth again.
From suppressing the active angle of matrix metalloproteinase to be considered, adopt wide spectrum collagen lyase inhibitor as chlorhexidine, Benzalkonii Chloridum etc., or on monomer grafting quaternary amine group, thus suppress MMPs and cysteine cathepsin active; Adopt collagen fiber cross-linking agent as glutaraldehyde, anthocyanidin etc., opposing MMPs and cysteine cathepsin are to the Degradation of collagen protein; Thus reduce the degraded of collagen fiber, and adopt polyvinyl (PVPA) simultaneously, not only can MMPs, the collagen fiber after demineralization can also be made to occur remineralization, strengthen the stability of mixed layer, thus extend the bonding persistency of dentin.
The invention has the beneficial effects as follows, weakly acidic primary coat-flushing dentin silane coupling agent, by rinsing the phosphate ester-hydroxylapatite compound eliminating solubility, this method can significantly strengthen Dentinal adhesive strength; And the slight demineralization of dentin surface part can be made, collagen fabric (collagen fibers) not exclusively exposes, collagen fabric also residual hydroxyl apatite outward, and within collagen fabric silk and between (intra-and inter-fibrillar collagen) not demineralization.Like this, resin monomer is without the need to infiltrating in collagen fabric silk, thus in solution mixed layer, resin monomer cannot infiltrate problem; Suppress the activity of MMPs, reduce the degraded of collagen fiber; And there is dentin collagen fiber mineralization potential.
Accompanying drawing explanation
Fig. 1 is the SEM observation figure of matched group;
Fig. 2 is the SEM observation figure of embodiment one;
Fig. 3 is the SEM observation figure of embodiment two;
Fig. 4 is the SEM observation figure of embodiment four.
Detailed description of the invention
A kind of dentin primary coat-flushing silane coupling agent comprises by mass percentage: the alcohol water blend of 60%-99.4%, the faintly acid function monomer of 0.5%-30% and 0.1%-10% matrix metallo-proteinase inhibitor.
In described alcohol water blend, the weight ratio of ethanol and water is 1:1.
Described faintly acid function monomer is 10-methacryloxypropyl decylphosphonic acid ester, makes the slight demineralization of dentin surface part, and within collagen fabric silk and between not demineralization.
Described matrix metallo-proteinase inhibitor is the one in Benzalkonii Chloridum, polyvinyl, procyanidin, glutaraldehyde or chlorhexidine.
The primary coat method of described dentin silane coupling agent is: described dentin silane coupling agent pretreatment dentin surface 15-60s, then steam rinses 30s, and dry up with air gun, carry out Dentinal bonding again, by rinsing the phosphate ester-hydroxylapatite compound removing solubility, strengthen Dentinal adhesive strength.
Before silane coupling agent being used for the bonding process of dentin, for Dentinal pretreatment.Different dentin silane coupling agents is prepared with alcohol water blend (1:1w/w), wherein 10-MDP concentration is 0.5%-30%wt, BAC concentration is 0.5-2%wt, PVPA is 500-3000 μ g/ml, be mixed with the alcohol water blend of the variable concentrations that MDP and MMPs inhibitor is combined into, different dentin pretreatment time, as MDP-BAC alcohol water blend, MDP-PVPA alcohol water blend, MDP-procyanidin alcohol water blend, different experimental group silane coupling agents is coated dentin surface, after pretreatment dentin 15-60 s, steam rinses 30s, and air gun dries up.Carry out Dentinal bonding again.
Embodiment one
Ethanol 47.5%
Water 47.5%
10-MDP 5%
Embodiment two
Ethanol 47%
Water 47%
10-MDP 5%wt
BAC 1%wt
Embodiment three
Ethanol 47.5%
Water 47.5%
10-MDP 5% wt
PVPA 1000μg/ml
Effect observation
Micro-tensile strength test (μ TBS): first flawless before experiment, N/D, without the bad people's third molar of dental caries in 37 ° of C water-baths after 24 hours; under flowing water; to cut perpendicular to 1/3 place in corona major axis hat with low speed microtome; expose the dentin of in hat 1/3; with 320#SiC on grinding and polishing apparatus after polishing 30 s; with distilled water flushing 30 s, stand-by.Matched group: after Self-etching bond agent Clearfil S3 Bond is applied to dentin surface 20s, blow more than 5s by force, photocuring 10 s, uses composite resin slicing and filling, every layer thickness 1 mm, totally 4 layers, each photocuring 20s.Silane coupling agent group: different dentin silane coupling agents is coated dentin surface, after leaving standstill 30 s, steam rinses 30s, and air gun dries up, more illustratively uses corresponding Self-etching bond agent Clearfil S3 Bond to be applied to dentin surface 20s, blow more than 5s by force, photocuring 10 s, uses composite resin slicing and filling, every layer thickness about 1 mm, totally 4 layers, each photocuring 20 s.Under flowing water, cutting device is at a slow speed utilized perpendicular to bonding plane, sample to be cut into about 1*1*8mm dentin resin streak.Then utilize micro-stretching test instrument to carry out micro-stretching experiment, draw speed is 1 mm/min.With length and the width of vernier caliper measurement dentin resin streak cross section, calculate bonding plane area.Micro-hot strength (μ TBS) MPa calculates (Fig. 1).Residual resin dentin bar is stored in 37 DEG C of tap waters and stores, and changes a tap water weekly, after 6 months, carries out micro-hot strength test again.
table 1
By table 1 numerical value, find that the micro-hot strength of embodiment after one ~ 36 month changed without significance compared with micro-hot strength numerical value with 24 hours at once, and do not use the matched group of dentin silane coupling agent, after 6 months, micro-hot strength numerical value reduces obviously, visible, the adhesion durability of embodiment one ~ tri-is good, and uses the embodiment after silane coupling agent one ~ tri-24 hours at once micro-hot strengths to be improved.
Scanning electron microscopic observation resin tooth essence mixed layer situation
Isolated Tooth processes 2s after matched group and silane coupling agent group being cut into resin-dentin bar with above-mentioned process in 0.1mol/l hydrochloric acid solution, rinses 30s, glutaraldehyde is fixed, the dehydration of ethanol series, critical point drying, observes resin-dentin interface situation with SEM after spray platinum.Another part resin-dentin bar carries out SEM observation with above-mentioned storage after 6 months again.
All complete from Fig. 1-Fig. 4 visible 24h group dentin mixed layer, engage closely, matched group after 6 months again SEM observe resin-dentin interface have obvious crackle, and embodiment one ~ tri-resin-dentin interface is continuous whole, have no obvious crackle, there is good bonding persistency compared with matched group.
Claims (5)
1. dentin primary coat-flushing silane coupling agent, is characterized in that, comprise by mass percentage: the alcohol water blend of 60%-99.4%, the faintly acid function monomer of 0.5%-30% and 0.1%-10% matrix metallo-proteinase inhibitor.
2. dentin primary coat-flushing silane coupling agent according to claim 1, is characterized in that, in described alcohol water blend, the weight ratio of ethanol and water is 1:1.
3. dentin primary coat-flushing silane coupling agent according to claim 1, it is characterized in that, described faintly acid function monomer is 10-methacryloxypropyl decylphosphonic acid ester, makes the slight demineralization of dentin surface part, and within collagen fabric silk and between not demineralization.
4. according to the dentin primary coat-flushing silane coupling agent described in claim 1, it is characterized in that, described matrix metallo-proteinase inhibitor is the one in Benzalkonii Chloridum, polyvinyl, procyanidin, glutaraldehyde or chlorhexidine.
5. the primary coat method of a dentin silane coupling agent as claimed in claim 1, it is characterized in that: described dentin silane coupling agent pretreatment dentin surface 15-60s, then steam rinses 30s, and dry up with air gun, carry out Dentinal bonding again, by rinsing the phosphate ester-hydroxylapatite compound removing solubility, strengthen Dentinal adhesive strength.
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Cited By (7)
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| CN105342863A (en) * | 2015-12-11 | 2016-02-24 | 张凌 | Application of epigallocatechingallate (EGCG) in improving dental resin adhesive material restoration performance |
| CN106074182A (en) * | 2016-06-22 | 2016-11-09 | 何正娣 | A kind of laser preparation dentine dual liquid type Self-etching bond compositions |
| CN107374979A (en) * | 2017-07-05 | 2017-11-24 | 浙江大学 | Purposes and captopril Dentin bonding of the angiotensin converting enzyme inhibitors such as captopril on Dentin adhensive |
| CN109475473A (en) * | 2016-07-14 | 2019-03-15 | 荷兰联合利华有限公司 | Oral care composition comprising the composite material granular containing cationic germicide |
| CN112494340A (en) * | 2020-11-02 | 2021-03-16 | 浙江大学 | Dental bonding pretreatment material and application |
| CN115300398A (en) * | 2022-08-10 | 2022-11-08 | 北京大学口腔医学院 | Method for promoting remineralization of demineralized dentin |
| CN115463037A (en) * | 2022-09-02 | 2022-12-13 | 辽宁爱尔创生物材料有限公司 | Dental pretreatment agent composition and preparation method thereof |
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| CN105342863A (en) * | 2015-12-11 | 2016-02-24 | 张凌 | Application of epigallocatechingallate (EGCG) in improving dental resin adhesive material restoration performance |
| CN105342863B (en) * | 2015-12-11 | 2018-08-24 | 张凌 | Application of the epigallocatechin gallic acid fat in terms of improving dental resin adhesives reparation |
| CN106074182A (en) * | 2016-06-22 | 2016-11-09 | 何正娣 | A kind of laser preparation dentine dual liquid type Self-etching bond compositions |
| CN106074182B (en) * | 2016-06-22 | 2019-02-26 | 何正娣 | A kind of laser preparation dentine dual liquid type Self-etching bond composition |
| CN109475473A (en) * | 2016-07-14 | 2019-03-15 | 荷兰联合利华有限公司 | Oral care composition comprising the composite material granular containing cationic germicide |
| CN107374979A (en) * | 2017-07-05 | 2017-11-24 | 浙江大学 | Purposes and captopril Dentin bonding of the angiotensin converting enzyme inhibitors such as captopril on Dentin adhensive |
| CN112494340A (en) * | 2020-11-02 | 2021-03-16 | 浙江大学 | Dental bonding pretreatment material and application |
| CN112494340B (en) * | 2020-11-02 | 2021-12-10 | 浙江大学 | Dental bonding pretreatment material and application |
| CN115300398A (en) * | 2022-08-10 | 2022-11-08 | 北京大学口腔医学院 | Method for promoting remineralization of demineralized dentin |
| CN115300398B (en) * | 2022-08-10 | 2024-04-26 | 北京大学口腔医学院 | Method for promoting demineralization of dentin |
| CN115463037A (en) * | 2022-09-02 | 2022-12-13 | 辽宁爱尔创生物材料有限公司 | Dental pretreatment agent composition and preparation method thereof |
| CN115463037B (en) * | 2022-09-02 | 2023-09-22 | 辽宁爱尔创生物材料有限公司 | Dental pretreatment agent composition and preparation method thereof |
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