JP6308545B2 - How to make temporary prosthesis - Google Patents

Description

  The present invention relates to a method for producing a temporary prosthesis that is temporarily mounted before the final prosthesis is mounted in the dental field.

  Conventionally, in dental prostheses such as crowns and bridges, in cases where aesthetics similar to natural teeth are required, resin pre-cast crowns, porcelain baked pre-cast crowns, resin front bridges, ceramics Material-baked bridges and all-ceramic crowns are used. These dental prostheses are manufactured by taking an impression (negative tooth shape) from the oral cavity of the patient who has formed the abutment tooth, and then using this resin, gypsum, etc. Is produced by, for example, a lost wax casting method based on such a model. In the lost wax method, first, a wax mold is made on the abutment tooth of the abutment tooth model using wax, and the wax mold is buried in a refractory investment material. A wax mold is incinerated by heating in a mold, a metal is cast into the obtained mold, and the cast is excavated from the investment material, and then cut and polished to produce a metal prosthesis. Alternatively, a metal coping is produced, and then a hard resin for a crown is built and polymerized on the obtained coping part. In the case of an all-ceramic crown, a double model is made using a refractory model material. After the ceramic material is built and fired on the double model, the refractory double model is removed, and the shape is corrected and polished. Have been made.

  Usually, these operations are performed by a dental technician, and it takes about 3 days to 1 week to install the final prosthesis in the oral cavity of the patient. Meanwhile, if the formed abutment tooth is a vital tooth, it is temporarily attached before the final prosthesis is attached to prevent physical irritation, chemicals such as acidity, or food temperature irritation during the meal A temporary prosthesis is made by the dentist. The temporary prosthesis also has other important functions such as maintaining the occlusal function and restoring aesthetics.

  As a preparation method of temporary prosthesis, a powder liquid type dental room temperature polymerization resin is used, and the polymerization reaction starts when the brush is fully immersed in the brush and the brush tip is brought into contact with the powder. A method called a writing method for forming a cured body having a target shape is known (see, for example, Patent Document 1).

  As another production method, a study model that is the same as the patient's tooth pattern is manufactured, an abutment tooth formation model that is the same as the patient's tooth pattern after the preparation of the abutment tooth is manufactured, and the above study model is processed and treated. A later complete tooth profile model is manufactured, an injection knife is manufactured from the complete tooth model, the injection knife is covered with the abutment formation model to form an injection space therebetween, and the injection A method of manufacturing an artificial crown by injecting and solidifying a fluid material into a working space is disclosed (for example, see Patent Document 2).

  In this manner, a plurality of members (in the above-mentioned document, an injection female mold and an abutment tooth formation model; the same applies to the following) are combined to form a mold (injection space), and a fluid material is placed in the mold. According to the method of polymerizing and curing, since no writing work is involved, a prosthesis can be produced easily and in a short time. Furthermore, there is an advantage that it can be remanufactured at any time as long as there is a mold.

  However, in this method, when a paste-like composite resin is used as the flowable material, the composite resin in contact with the surface of the mold impression material (female for injection) is not sufficiently polymerized and cured. It was easy to form an unpolymerized layer. As a result, the surface of the obtained prosthesis was sticky, and there was a problem of pulp stimulation due to residual monomers.

JP-A-6-219919 JP-A-1-238854

  Therefore, in view of the above problems, the present invention provides a temporary prosthesis including a step of forming a mold by combining a plurality of members, at least one of which is a member made of an impression material, and a step of polymerizing and curing the composite resin in the mold. An object of the present invention is to provide a method for producing a temporary prosthesis capable of sufficiently polymerizing and curing a composite resin in contact with the impression material surface of the mold.

  As a result of intensive studies, the present inventors have promoted the polymerization reaction of the composite resin in contact with the impression material surface of the mold. The present invention has been completed by finding that the problems can be solved.

That is, the present invention provides a method for producing a temporary prosthesis comprising a step of forming a mold by combining a plurality of members, at least one of which is a member made of an impression material, and a step of polymerizing and curing a composite resin in the mold. in includes the step of applying the catalyst-containing liquid to the impression material the surface of the template, the catalyst-containing liquid, tertiary amines, sulfinic acids and salts thereof, organic peroxides, pyrimidine trio down, and organometallic compounds and A method for producing a temporary prosthesis comprising at least one polymerization catalyst selected from the group consisting of a combination of organic halogen compounds.

  According to the method for producing a temporary prosthesis according to the present invention, the composite resin in contact with the impression material surface of the mold is sufficiently polymerized and cured, and a temporary prosthesis without stickiness is obtained.

Hereinafter, the preparation method of the temporary prosthesis according to the present invention will be described in detail.
First, an abutment tooth model that reproduces the oral cavity including a tooth that has been molded into a shape to which a temporary prosthesis is applied, that is, a tooth that has undergone abutment tooth formation, cavity formation, or the like is produced by a normal method. The abutment tooth model is preferably made of conventional dental plaster, but may be made by methods such as polymerization of resin, cutting, three-dimensional printing, and the like.

On this abutment tooth model, a molded article having a target shape is produced using a shapeable material such as wax or synthetic resin. This molded body cannot usually be used as a temporary prosthesis.
Next, the impression material is used to obtain an impression of the abutment tooth model including the molded body, and a member made of the impression material is produced. The impression material is not particularly limited as long as it can accurately reproduce the shape of the tooth, but the impression material used in the dental field is preferable because it is excellent in accuracy and reliability. preferable.
Note that the method for producing the member made of the impression material is not limited to the above method. For example, as described in Patent Document 2, a working model identical to the patient's tooth mold is first produced, and this working material is used. The model may be manufactured by processing a model to prepare a tooth profile model of a target shape and taking an impression of the model. It can also be produced using CAD / CAM or the like.

  Next, the molded body is removed from the abutment tooth model and combined with a member made of the abutment tooth model and the impression material. Thereby, a mold in which the shape of the molded body is transferred is formed.

  In the method for producing the temporary prosthesis according to the present invention, the catalyst-containing liquid is applied to the impression material surface on the inner surface of the mold. By this operation, the inner surface is covered with the polymerization catalyst. The application method is not particularly limited, and examples include application with a brush, spraying with a spray, spraying, and the like. Moreover, you may apply | coat to surfaces other than the impression material surface.

  Thereafter, the composite resin is placed in the mold, polymerized and cured, and then taken out from the mold and subjected to adjustments such as shape correction and polishing, whereby a temporary prosthesis is produced.

  The preparation method of the temporary prosthesis is not limited to the above method. For example, after applying the catalyst-containing liquid to the surface of the member made of the impression, the composite resin is placed, and the molded body is removed. A temporary prosthesis may be produced by fitting to a prepared abutment tooth model and polymerizing and curing the composite resin. Further, the same result can be obtained by fitting in the oral cavity including the abutment tooth instead of the abutment tooth model.

  The catalyst-containing liquid used in the present invention is prepared by mixing a polymerization catalyst and a solvent. The blending amount of the polymerization catalyst is preferably 0.1 to 30% by weight in the catalyst-containing liquid. If it is less than 0.1% by weight, it is difficult to obtain the effect, and if it exceeds 30% by weight, the cost increases. More preferably, it is 5 to 20% by weight.

  Examples of the polymerization catalyst blended in the catalyst-containing liquid include tertiary amines, sulfinic acids and salts thereof, organic peroxides, pyrimidinetrione derivatives, and combinations of organic metal compounds and organic halogen compounds as reducing agents.

  The tertiary amine blended in the catalyst-containing liquid includes triethanolamine, N, N-dimethylaminoethyl methacrylate, N, N-dimethyl-p-toluidine, N, N-dimethylaniline, N-methyl- N-β-hydroxyaniline, N, N-di (β-hydroxyethyl) -aniline, N, N-di (β-hydroxyethyl) -p-toluidine, N, N-di (β-hydroxypropyl) -aniline N, N-di (β-hydroxypropyl) -p-toluidine, ethyl 4-dimethylaminobenzoate, methyl N, N-dimethylaminobenzoate, ethyl N, N-dimethylaminobenzoate, N, N-dimethyl Aromatic tertiary amines such as isoamyl aminobenzoate are exemplified.

  The sulfinic acid and its salt blended in the catalyst-containing liquid include p-toluenesulfinic acid, sodium p-toluenesulfinate, potassium p-toluenesulfinate, lithium p-toluenesulfinate, calcium p-toluenesulfinate, benzene Sulfinic acid, sodium benzenesulfinate, potassium benzenesulfinate, lithium benzenesulfinate, calcium benzenesulfinate, 2,4,6-trimethylbenzenesulfinate, sodium 2,4,6-trimethylbenzenesulfate, 2,4, Potassium 6-trimethylbenzenesulfinate, lithium 2,4,6-trimethylbenzenesulfinate, calcium 2,4,6-trimethylbenzenesulfinate, 2,4,6-triethylbenzenesulfinate, , 4,6-triethylbenzenesulfinate sodium, potassium 2,4,6-triethylbenzenesulfinate, lithium 2,4,6-triethylbenzenesulfinate, calcium 2,4,6-triethylbenzenesulfinate, 2,4 , 6-triisopropylbenzenesulfinic acid, sodium 2,4,6-triisopropylbenzenesulfinate, potassium 2,4,6-triisopropylbenzenesulfinate, lithium 2,4,6-triisopropylbenzenesulfinate, 2, Examples include calcium 4,6-triisopropylbenzenesulfinate. Of these, sodium benzenesulfinate, sodium p-toluenesulfinate, and sodium 2,4,6-triisopropylbenzenesulfinate are particularly preferable.

  In the case of using sulfinic acid and its salt, it is preferable to add an acid because it is necessary to make the system acidic. These acids include citric acid, succinic acid, oxalic acid, fumaric acid, tartaric acid, malic acid, maleic acid, ethylenediaminetetraacetic acid, polyacrylic acid, maleic acrylate copolymer, acrylic acid and unsaturated double bonds. One or two or more kinds selected from a copolymer with an organic acid, phosphoric acid, hydrochloric acid, sulfuric acid, and nitric acid can be used. The compounding amount of the acid is preferably 0.2 to 1.5 times by weight with respect to the compounding amount of sulfinic acid and its salt.

  Examples of the organic peroxide blended in the catalyst-containing liquid include benzoyl peroxide, 2,4-dichlorobenzoyl peroxide, m-tolyl peroxide, t-butyl peroxybenzoate, and di-t-butyl peroxyisophthalate. 2,5-dimethyl-2,5-di (benzoylperoxy) hexane, peroxodisulfuric acid compound, and peroxodiphosphate compound.

Is a pyrimidine trio emissions to be incorporated into the catalyst-containing liquid, 1-cyclohexyl-5-ethyl-pyrimidinetrione, 1-benzyl-5-phenyl-pyrimidine-trione, 5-butyl-pyrimidinetrione, 5-phenyl pyrimidine trione 1,3 Examples include -dimethylpyrimidinetrione and 5-ethylpyrimidinetrione.

As a combination of an organometallic compound and an organohalogen compound blended in the catalyst-containing liquid, as the organometallic compound, acetylacetone copper, 4-cyclohexyl butyrate copper, cupric acetate, copper oleate, acetylacetone manganese, manganese naphthenate, Manganese octylate, cobalt acetylacetone, cobalt naphthenate, lithium acetylacetone, lithium acetate, zinc acetylacetone, zinc naphthenate, acetylacetone nickel, nickel acetate, acetylacetone aluminum, acetylacetone calcium, acetylacetone chromium, acetylacetone iron, sodium naphthenate, rare earth octoate Illustrated.
Examples of the organic halogen compound include dilauryl dimethyl ammonium chloride, lauryl dimethyl ammonium chloride, tetra-n-butyl ammonium chloride, trioctyl methyl ammonium chloride, benzyl dimethyl cetyl ammonium chloride, and benzyl dimethyl stearyl ammonium chloride. Use in combination.

  Although it will not specifically limit as a solvent mix | blended with a catalyst containing liquid, if it is a solvent which disperse | distributes a polymerization catalyst moderately, Water and / or an organic solvent can be mentioned. Examples of the organic solvent include alcohols such as ethanol, methanol, 1-propanol and isopropyl alcohol, ketones such as acetone, methyl ethyl ketone, pentanone and hexanone, esters such as ethyl acetate, methyl acetate and ethyl propionate, 1,2- Examples include ethers such as dimethoxyethane, 1,2-diethoxyethane and tetrahydrofuran, hydrocarbons such as heptane, hexane, octane and toluene, and halogenated hydrocarbons such as chloroform and dichloromethane. Among these, water, ethanol, isopropyl alcohol, and acetone are preferable in terms of excellent biocompatibility. These may be used alone or in admixture of two or more.

  In the method for producing an interim prosthesis according to the present invention, the composite resin refers to a dental paste-like composite resin, and includes both a one-paste type and two or more paste-mixed types. Also, narrowly defined composite resins with low fluidity and so-called flowable resins with high fluidity are included. The composite resin contains a (meth) acrylate compound and a polymerization catalyst, and becomes a temporary prosthesis by polymerizing and curing.

  The (meth) acrylate compound blended in the composite resin used in the present invention is a monomer, oligomer, or prepolymer of methacrylate or acrylate, and is a known substance used for dental materials. Specifically, methyl (meth) acrylate, ethyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, hydroxypropyl (meth) acrylate, tetrahydrofurfuryl (meth) Acrylate, glycidyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, 2-ethoxyethyl (meth) acrylate, 2-methoxyethyl (meth) ) Acrylate, 2-ethylhexyl (meth) acrylate, benzyl (meth) acrylate, 2-hydroxy-1,3-di (meth) acryloxypropane, ethylene glycol di (meth) acrylate, diethyl Glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, butylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, 1,3-butanediol di (meth) acrylate, 1,4- Butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, trimethylolpropane tri (meth) acrylate, trimethylolethane tri (meth) acrylate, pentaerythritol tri (meth) acrylate, trimethylol methanetri (Meth) acrylate, pentaerythritol tetra (meth) acrylate, polybutylene glycol di (meth) acrylate, bisphenol A polyethoxy methacrylate, bisphenol A diglycidyl ( Data) acrylate and the like. Moreover, as a (meth) acrylate having a urethane bond, di-2- (meth) acryloxyethyl-2,2,4-trimethylhexamethylene dicarbamate, 1,3,5-tris [1,3-bis {( (Meth) acryloyloxy} -2-propoxycarbonylaminohexane] -1,3,5- (1H, 3H, 5H) triazine-2,4,6-trione and other 2,2′-di (4- (Hydroxycyclohexyl) urethane oligomer (meth) acrylate consisting of propane, 2-oxypanone, hexamethylene diisocyanate and 2-hydroxyethyl (meth) acrylate, 1,3-butanediol, hexamethylene diisocyanate and 2-hydroxyethyl (meth) Urethane oligomer (meth) acrylate consisting of acrylate Doo and the like. These may be used alone or in combination of two or more.

  As the polymerization catalyst blended in the composite resin, either a photopolymerization initiator or a room temperature polymerization initiator can be used. Among these, a photopolymerization initiator is preferable in that the polymerization is initiated by light irradiation, so that the composite resin can be made into one component. When using a room temperature polymerization initiator, it is necessary to divide into two or more components.

  In general, a combination of a reducing agent and a sensitizer is used as a photopolymerization initiator compounded in the composite resin. As the reducing agent, one or more selected from the tertiary amines described in paragraph 0020, sulfinic acid and salts thereof, organic peroxides, pyrimidinetrione derivatives, and combinations of organic metal compounds and organic halogen compounds. These reducing agents can be used in appropriate combination.

  Sensitizers include camphorquinone, benzyl, diacetyl, benzyldimethyl ketal, benzyl diethyl ketal, benzyl di (2-methoxyethyl) ketal, 4,4′-dimethylbenzyl-dimethyl ketal, anthraquinone, 1-chloroanthraquinone, 2- Chloroanthraquinone, 1,2-benzanthraquinone, 1-hydroxyanthraquinone, 1-methylanthraquinone, 2-ethylanthraquinone, 1-bromoanthraquinone, thioxanthone, 2-isopropylthioxanthone, 2-nitrothioxanthone, 2-methylthioxanthone, 2,4 -Dimethylthioxanthone, 2,4-diethylthioxanthone, 2,4-diisopropylthioxanthone, 2-chloro-7-trifluoromethylthioxanthone, thioxanthate -10,10-dioxide, thioxanthone-10-oxide, benzoin methyl ether, benzoin ethyl ether, isopropyl ether, benzoin isobutyl ether, benzophenone, bis (4-dimethylaminophenyl) ketone, 4,4'-bisdiethylaminobenzophenone, azide Examples include a compound containing a group. These may be used alone or in combination of two or more.

  The room temperature polymerization initiator compounded in the composite resin includes the tertiary amine described in paragraph 0020, sulfinic acid and its salts, organic peroxides, pyrimidinetrione derivatives, and combinations of organic metal compounds and organic halogen compounds. One or more selected reducing agents can be used in appropriate combination. Examples of combinations include an organic peroxide-aromatic tertiary amine system in which an organic peroxide is blended in one component and an aromatic tertiary amine in the other component, and a pyrimidine in one component An example is a pyrimidinetrione derivative-organometallic compound-organohalogen compound system in which a trione derivative is mixed with an organometallic compound and an organohalogen compound as the other component.

  The composite resin used in the present invention is preferably blended with a filler in order to improve the strength of the temporary prosthesis to be obtained. The blending ratio of the filler is preferably 45 to 80% by weight in the composite resin because a temporary prosthesis with less risk of wear and breakage can be produced. If it is less than 45% by weight, sufficient strength may not be obtained, and if it exceeds 80% by weight, the operability tends to deteriorate.

  As the filler, any of organic, inorganic, and organic-inorganic composite fillers can be used. Examples of inorganic fillers include quartz powder, alumina powder, glass powder, kaolin, talc, calcium carbonate, barium aluminosilicate glass, titanium oxide, borosilicate glass, colloidal silica powder, and colloidal silica. Powders such as methyl (meth) acrylate, methyl (meth) acrylate-ethyl (meth) acrylate, cross-linked poly (meth) acrylate, ethylene-vinyl acetate copolymer are organic-inorganic composite fillers Examples of the inorganic filler include those obtained by solidifying the inorganic filler with a (meth) acrylate compound and then pulverizing the inorganic filler. These may be used alone or in combination of two or more.

  The inorganic filler is preferably treated with a coupling agent capable of reacting with both the filler and the (meth) acrylate compound before mixing the filler and the (meth) acrylate compound. As the coupling agent, a silane coupling agent, a titanate coupling agent, an aluminate coupling agent, or the like can be used. Alternatively, the surface of the inorganic filler can be grafted to bond with the binder resin.

  As the silane coupling agent, γ-methacryloxypropyltrimethoxysilane, vinyltrichlorosilane, vinyltris (β-methoxyethoxy) silane, γ-methacryloxypropylmethyldimethoxysilane, γ-glycidoxypropyltrimethoxysilane, γ-chloropropyltrimethoxysilane, β- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, trimethylchlorosilane, dimethyldichlorosilane, hexamethyldisilane, γ-aminopropyltriethoxysilane, N-β- (aminoethoxy) -Γ-aminopropyltrimethoxysilane, γ-urenoid propyltrimethoxysilane and the like.

  The method for producing the temporary prosthesis according to the present invention will be described below with specific examples, but the present invention is not limited to these examples.

Prepare a tooth model made of plastic (right side of the lower jaw) and an abutment tooth model made of gypsum. The tooth part of the plaster model is shaved into the shape of the abutment tooth, and a separating material (product name: SUASEP, GC Corporation) The solvent was evaporated with air.
Next, an impression of a tooth model was obtained using a silicone impression material, and the composite mold was injected into the mold after the following operations were performed on the prepared mold. A plurality of types of impression materials and composite resins were tested.
Immediately after the injection, the impression material was pressed against the plaster model, and the composite resin was cured over 5 minutes from the start of the injection. All operations were performed at room temperature of 23 ± 1 ° C. and humidity of 50 ± 5%.

<Examples 1-8>
A polymerization catalyst and a solvent were mixed with the composition shown in Table 1 to prepare a catalyst-containing liquid. After this catalyst-containing liquid was applied to the inner surface of the mold, air was sprayed to evaporate the solvent.
<Comparative Examples 1-3>
Nothing was applied to the inner surface of the mold.
<Comparative Examples 4-6>
An air barrier material (product name: Gladia air barrier material, manufactured by GC Corporation) was applied to the inner surface of the mold.

<Evaluation of stickiness>
The cured composite resin was taken out of the mold, and the stickiness of the surface was evaluated by touch. The results are summarized in Table 1.
◎: No stickiness at all ○: No stickiness at all ×: With stickiness

Abbreviations in Table 1 are as follows.
TSNa: sodium p-toluenesulfinate AAC: acetylacetone copper DEPT: N, N-di (β-hydroxyethyl) -p-toluidine LMAC: dilauryldimethylammonium chloride EtOH: ethanol (impression material)
IMP3: Impprint3 heavy body (manufactured by 3M ESPE)
ASU: Aquasil Ultra Rigid (DENTSPLY)
(Composite resin)
PT4: Protemp4 (manufactured by 3M ESPE)
LTU: Luxatemp Ultra (manufactured by DMG)
LTP: Luxatemp Automix Plus (manufactured by DMG)
ST3: Structure3 (made by VOCO)
TLC: Telio CS C & B (Ivoclar Vivadent)

  From the results shown in Table 1, stickiness was observed when nothing was applied to the mold or when an air barrier material was applied. On the other hand, by using the catalyst-containing liquid, the surface of the composite resin after curing was not sticky in any combination of silicone impression material and composite resin. Therefore, the method for producing the temporary prosthesis according to the present invention is useful.

Claims (2)

In a method for producing a temporary prosthesis comprising a step of forming a mold by combining a plurality of members, at least one of which is a member made of an impression material, and a step of polymerizing and curing a composite resin in the mold,
Including a step of applying a catalyst-containing liquid to the impression material surface of the mold,
The catalyst-containing liquid, tertiary amines, sulfinic acids and salts thereof, organic peroxides, comprising at least one polymerization catalyst combined pyrimidine trio down, and organometallic compound and an organic halogen compound is selected from the group consisting of A method for producing a temporary prosthesis, characterized in that: The method for producing a temporary prosthesis according to claim 1, wherein a mold is formed by combining the plurality of members in a state where a composite resin is placed on at least one of the plurality of members.