JP5288746B2 - Adhesive between alginate impression material and impression tray - Google Patents

Description

  The present invention relates to an adhesive for bonding an alginate impression material and an impression tray.

  When a cast crown restoration process or a defect prosthesis process is required to restore a tooth or the like, first, a mold such as an abutment tooth is taken. Next, a model made of gypsum or the like is produced using the obtained mold. And a prosthesis is produced based on the model, and the produced prosthesis is attached to an abutment tooth or the like. A mold such as an abutment tooth is referred to as an impression, and a cured body for obtaining an impression is referred to as an impression material.

  Generally, an alginate impression material, an agar impression material, a silicone rubber impression material, a polysulfide rubber impression material, a polyether rubber impression material, or the like is used as an impression material. Among them, the alginate impression material is most widely used because it is inexpensive and easy to handle. The alginate impression material is composed of a base material mainly composed of alginate and a hardened material mainly composed of calcium sulfate. When the base material and the hardened material are kneaded in the presence of water, a gel-like hardening is achieved. It is an impression material that makes use of the body.

  The following procedure is used to obtain an impression using an alginate impression material. First, an impression tray simulating a dentition is provided with a mixture of a base material before curing and a curing material. Next, a tray with impression material is pressed against the teeth so as to wrap the teeth in the oral cavity. Then, after the impression material is cured, the impression material and the tray are integrally removed from the teeth and removed from the oral cavity.

  The trays used when taking an impression are roughly classified into two types: ready-made trays and personal trays. A ready-made tray is a tray having a ready-made size and shape. Specific examples of the ready-made tray include stainless steel, brass, or a metal tray in which brass is plated with chromium. The personal tray is a tray whose shape is individually made for each individual. Specific examples of the personal tray include a resin tray made of polymethacrylic acid ester and a modeling compound tray made of a thermoplastic resin.

  Since the alginate impression material has low adhesion to the aforementioned trays, the impression material may peel from the tray when the impression material is removed from the teeth. When the impression material is peeled off from the tray, the shape of the impression is likely to change greatly, which causes a problem that a highly accurate impression cannot be obtained.

  In order to solve the above-described problem, a method using a tray having a net shape, an undercut shape, or a punched hole is also conceivable. By using a tray having such a shape, the area of the impression material that comes into contact with the tray increases, so that the holding force between the impression material and the tray is improved. Therefore, the impression material can be made difficult to peel from the tray.

On the other hand, when using a pre-made tray such as a plate or a personal tray instead of the tray having the above-described shape, it is necessary to increase the holding force between the impression material and the tray by another method. As such a method, a method of bonding using an adhesive containing an alkaline earth metal salt or an adhesive containing fine powder and a solvent has been proposed. (See Patent Documents 1 and 2.)
JP H10-175812 A JP 2001-17449 A

  However, the above prior art has the following problems. If a specific shape such as a net is provided, the cost of the tray increases. Moreover, although the adhesive shown by patent document 1 hold | maintains the impression material in a tray by the crosslinking reaction of alkaline-earth metal ion and an alginate impression material, it is effective only to metal trays. In addition, the adhesive shown in Patent Document 2 holds the impression material by physical fitting force by swelling and dissolving the surface of the tray by the penetrating force of the solvent and attaching the fine powder to the surface of the tray. However, it is effective for resin trays and modeling compound trays, but has a problem that it is not effective for metal trays. Further, when this adhesive is stored for a long period of time, there is a problem that the dispersed fine powder gradually settles. In view of such circumstances, the present inventors have found that an adhesive containing a high molecular weight polyamine compound, a solvent, and an organic peroxide has high adhesion to any tray made of metal, resin, or modeling compound. I found out that I have power, and filed it at the destination (Japanese Patent Application No. 2007-171692). However, generally, the viscosity of the high molecular weight polyamine compound contained in the adhesive tends to be high, and therefore, when an amount effective for adhesion is added, the viscosity of the adhesive also increases, and the adhesive When applying to the tray with a brush or the like, there is a problem that it is difficult to apply to the tray, and improvement in operability has been desired. Further, after coating, when the solvent is dried, the polyamine compound film remaining on the tray becomes too thick, which may cause variations in adhesive strength.

  Therefore, an object of the present invention is to provide an adhesive between an alginate impression material and an impression tray, which has good operability and high adhesive strength.

  In order to achieve this object, the present inventor has intensively studied, and as a result, a composition containing a coupling agent having an amino group in the molecule in a solvent is present between the tray and the alginate impression material. The present inventors have found that a stable and high adhesive force is developed between the tray and the alginate impression material while having good operability, and completed the present invention.

That is, the present invention is an adhesive between a dental alginate impression material and an impression tray comprising a coupling agent having an amino group in the molecule and a molecular weight of 150 to 300 , and a solvent.

  When the adhesive having such a composition is employed, it is possible to effectively prevent the alginate impression material from being peeled off from the impression tray.

  According to the present invention, the adhesive force of the adhesive between the impression material and the tray can be improved. In addition, operability such as applicability to the tray is also good.

  Hereinafter, a preferred embodiment of an adhesive between a dental alginate impression material and an impression tray according to the present invention will be described. However, the present invention is not limited to the embodiments described below.

The coupling agent having an amino group (—NH ₂ ) in the molecule used for the adhesive according to the present embodiment is a coupling agent having an amino group and a hydrolyzable group in the molecule. Here, the hydrolyzable group is a group that is hydrolyzed by an acid or an alkali catalyst in the presence of water, typified by an alkoxy group such as a methoxy group, an ethoxy group, and an isopropoxy group.

As such a coupling agent having an amino group (—NH ₂ ) in the molecule, a known silane coupling agent having an amino group in the molecule or a titanate coupling agent can be used.

  The coupling agent having an amino group in the molecule preferably has a molecular weight of 500 or less, more preferably 400 or less, more preferably from the viewpoints of adhesion, that is, the number of amino groups per molecular weight, and easy-to-use viscosity. ~ 300 is most preferred. The number of amino groups is usually one, but may be two or more. In that case, it is preferable that one amino group exists per molecular weight. Further, the number of hydrolyzable groups in the molecule is preferably two or more.

  Specific examples of the silane coupling agent having an amino group in the molecule include 3-aminopropyltrimethoxysilane, 2-aminoethylaminomethyltrimethoxysilane, 3-aminopropyldimethylethoxysilane, 3-aminopropyldisilane. Ethoxymethylsilane, 3- (2-aminoethylaminopropyl) dimethoxymethylsilane, 3- (2-aminoethylaminopropyl) trimethoxysilane, 3-aminopropyltriethoxysilane, 2- (2-aminoethylthioethyl) Examples include triethoxysilane, 3- (2- (2-aminoethylaminoethylamino) propyl) trimethoxysilane, and 3- (2-aminoethylaminopropyl) triethoxysilane.

  Examples of the titanate coupling agent having an amino group in the molecule include isopropyl tri (N-aminoethyl-aminoethyl) titanate.

  Among these, a silane coupling agent having an amino group in the molecule is preferable, and 3-aminopropyltrimethoxysilane, 2-aminoethylaminomethyltrimethoxysilane, 3- (2-aminoethylaminopropyl) trimethoxysilane is preferable. 3-aminopropyltriethoxysilane is particularly preferably used. These can be used alone or in admixture of two or more.

  In the adhesive of the present invention, the blending amount of the coupling agent having an amino group in the molecule is preferably 1 to 50 parts by mass, and 5 to 40 parts by mass with respect to 100 parts by mass of the adhesive, from the viewpoint of adhesiveness. More preferred is 10 to 30 parts by mass.

  The feature of the adhesive of the present invention is that it contains a coupling agent having an amino group in the molecule as exemplified above. The coupling agent has a low molecular weight, and its viscosity when used as an adhesive is low, so that the coating property to the tray is good. Moreover, since it is easy to make the thickness of the film remaining on the tray uniform when the solvent is removed after application to the tray, it is possible to suppress variations in the adhesive force.

  When the coating of the coupling agent remaining on the tray comes into contact with the alginate impression material, a crosslink is formed between the amino group in the coupling agent and the carboxyl group in the alginate impression material. In addition, hydrolyzable groups such as methoxy groups, ethoxy groups, and isopropoxy groups in the coupling agent are decomposed into silanol groups by the moisture and alkali components in the alginate impression material, and further condensed and cross-linked three-dimensionally. Therefore, it is considered that the alginate impression material and the tray can be firmly bonded.

  The solvent used in the adhesive according to the present embodiment is used to improve the operability of the adhesive. Therefore, any known solvent can be used without any limitation as long as it is excellent in fluidity and affinity with the tray. Specifically, alcohols such as water, methanol, ethanol, isopropyl alcohol, or butanol; ketones such as acetone and methyl ethyl ketone; esters such as methyl acetate, ethyl acetate, butyl acetate, and ethyl propionate; toluene, xylene, Or aromatic hydrocarbons, such as benzene; Aliphatic hydrocarbons, such as hexane, pentane, butane; Chlorinated solvents, such as a methylene chloride and chloroform. Among them, those having high volatility and easy drying described later are preferable. Furthermore, alcohols such as ethanol and isopropyl alcohol; acetone; acetates such as ethyl acetate and butyl acetate are particularly preferably used because of their high penetrating power with respect to resin trays and modeling compound trays.

  In the adhesive of the present invention, the amount of the solvent is preferably 50 to 99 parts by mass, more preferably 60 to 95 parts by mass, and 70 to 90 parts by mass with respect to 100 parts by mass of the adhesive, from the viewpoint of adhesiveness. Most preferred.

  Although the manufacturing method of the adhesive which concerns on this Embodiment is not specifically limited, It can manufacture by normal mixing etc. by a magnetic stirrer, blade | wing stirring, etc.

  The method for using the adhesive according to the present embodiment is not particularly limited. In general, a method of applying to the tray with a brush, a spatula, a brush, a roller, or the like, or spraying the tray can be employed.

After applying or spraying the adhesive onto the tray, it is preferably dried to volatilize excess solvent. As a drying method, for example, natural drying, heat drying, air drying, reduced pressure drying, or hot air drying combining heat drying and air drying is preferably employed.
As the alginate impression material to which the adhesive according to the present embodiment is applied, known materials can be used without any limitation. As a specific type of alginate impression material, a type in which a base paste containing alginate as a main component and a hardener paste containing calcium sulfate as a main component are mixed, or alginate and calcium sulfate as a main component. There is a type in which water is mixed with the powder to be used.

  More specifically, the base paste used for the alginate impression material of the type used by mixing the paste is composed of potassium alginate, silica powder, potassium hydroxide, polyacrylic acid, water and the like. Similarly, the hardener paste is composed of granular silica, liquid paraffin, zinc oxide, magnesium oxide, trisodium phosphate, potassium fluorotitanate, ultrafine silica, calcium sulfate, and the like. In the type of alginate impression material used by mixing water with powder, the powder is composed of potassium alginate, silica powder, zinc oxide, magnesium oxide, trisodium phosphate, potassium fluoride titanate, calcium sulfate, or the like. .

EXAMPLES Hereinafter, although an Example demonstrates this invention concretely, this invention is not restrict | limited to these Examples. The cups used in the examples and comparative examples were the adhesion test method (1), the type of tray used (2), the evaluation method (3), the applicability evaluation method (4). The ring agent and the amine compound are shown in (5).
(1) Adhesion test method The adhesive prepared in advance was applied to each tray described in (2) with a brush “Tokuso Brush No. 5” (manufactured by Tokuyama Dental Co., Ltd.), and excess solvent was volatilized by air blowing. It was. Then, after the kneaded alginate impression material was placed on the tray, it was allowed to stand at 37 ° C. for 3 minutes under a load of 300 g. Thereafter, the cured impression material was peeled off from the tray.

Next, according to the evaluation criteria described in (3), the adhesive performance was evaluated based on the ratio of the area causing cohesive failure at the interface between the impression material and the tray. In all adhesion tests, a paste type alginate impression material “AP-1 paste” (manufactured by Tokuyama Dental Co., Ltd.) kneaded with AP mixer II (manufactured by Tokuyama Dental Co., Ltd.) was used.
(2) Tray type X: As a metal tray, a brass plated “COE104” (made by GC Corporation) plated with nickel was used.
Y: As a resin tray, a plate obtained by curing “Ostron II” (manufactured by GC Corporation) in a plate shape was used.
Z: “Modeling compound neutrality” (manufactured by GC Corporation) was used as a modeling compound tray.
(3) Adhesive evaluation criteria A: When the impression material and the tray are peeled off by hand, the impression material is totally aggregated and broken.
○: When the impression material and the tray are peeled off by hand, most of the impression material causes cohesive failure, but a part is peeled off from the interface with the tray.
Δ: When the impression material and the tray are peeled off by hand, a part of the impression material causes cohesive failure, but most of the impression material is peeled off from the interface with the tray.
X: When the impression material and the tray are peeled off by hand, the impression material is easily peeled off at the interface of the tray.
(4) Evaluation criteria for applicability In the adhesion test of (1) above, the ease of application of the adhesive with a brush and the state of the film remaining on the tray after removing the solvent were observed and evaluated according to the following criteria: did.
(Double-circle): It is the viscosity which is easy to apply | coat enough, and a film | membrane is substantially uniform as a whole.
○: Slightly high in viscosity and difficult to apply, but the film is almost uniform overall.
(Triangle | delta): The viscosity is high and it is hard to apply | coat and the film thickness is non-uniform | heterogenous.
(5) Coupling agent, amine compound and other compounds used in Examples and Comparative Examples C1: 3-aminopropyltrimethoxysilane (molecular weight 179)
C2: 3-aminopropyldiethoxymethylsilane (molecular weight 191)
C3: 3-aminopropyltriethoxysilane (molecular weight 221)
C4: 3- (2-aminoethylaminopropyl) trimethoxysilane (molecular weight 222)
C5: 2- (2-aminoethylthioethyl) triethoxysilane (molecular weight 268)
C6: Isopropyltri (N-aminoethyl-aminoethyl) titanate (molecular weight 573)
C7: 3-methacryloxypropyltrimethoxysilane (molecular weight 262)
A1: Aminomethyltrimethylsilane (molecular weight 107)
PAA: polyallylamine (molecular weight 3000)
BPO: benzoyl peroxide.

Example 1
As a coupling agent having an amino group in the molecule, 0.1 g of 3-aminopropyltrimethoxysilane and 9.9 g of acetone as a solvent are weighed and mixed in a screw tube to prepare a uniform solution adhesive. did. Using the obtained adhesive, adhesion tests on various trays were performed. The results are shown in Table 1. High adhesion to metal trays and relatively high adhesion to resin trays and modeling compound trays. In addition, the applicability | paintability with respect to the tray of this adhesive agent was favorable, and the film | membrane which remains on a tray was also uniform (applicability | paintability evaluation (double-circle)). Moreover, since this adhesive was a uniform solution, no problems such as sedimentation occurred.

Examples 2-7
Using the same coupling agent as in Example 1, an adhesive was prepared by changing the concentration of the coupling agent and the solvent as shown in Table 1. Using the obtained adhesive, adhesion tests on various trays were performed. The results are shown in Table 1. In any composition, the adhesive strength was high for metal trays and relatively high or high adhesive strength for resin trays and modeling compound trays. In addition, the applicability | paintability with respect to the tray of these adhesive agents was favorable (applicability | paintability evaluation (double-circle)). Further, since these adhesives are uniform solutions, no problems such as sedimentation occurred.

Examples 8-18
An adhesive was prepared in the same manner as in Example 1 with each composition shown in Table 1 by changing the coupling agent having an amino group in the molecule and the solvent, and an adhesion test was conducted. The results are shown in Table 1 and showed high or relatively high adhesion to any tray. Further, except for Example 16, the applicability of these adhesives to the tray and the film on the tray were good (applicability evaluation ◎). The adhesive of Example 16 had a slightly high viscosity and was difficult to apply, but the film on the tray was uniform (applicability evaluation ○). Further, since these adhesives are uniform solutions, no problems such as sedimentation occurred.

Comparative Example 1
An adhesive was prepared in the same manner as in Example 1 using 1 g of 3-methacryloxypropyltrimethoxysilane as a coupling agent having no amino group in the molecule and 9 g of acetone as a solvent, and an adhesion test was performed. . It was not adhered to any tray, and when the impression material was peeled off from the tray, the impression material was easily peeled from the tray.

Comparative Example 2
An adhesive was prepared in the same manner as in Example 1 using 1 g of aminomethyltrimethylsilane as a compound having an amino group in the molecule but not having a hydrolyzable group, and 9 g of acetone as a solvent. went. It was not adhered to any tray, and when the impression material was peeled off from the tray, the impression material was easily peeled from the tray.

Comparative Example 3
Neither coupling agent was included, and only acetone as a solvent was used as an adhesive, and as a result of testing, the impression material was not adhered to any tray and the impression material was peeled off from the tray. Easily peeled off the tray.

Reference example 1
An adhesive described in Japanese Patent Application No. 2007-171692 was prepared as follows and an adhesion test was performed.
An adhesive was prepared by uniformly dissolving 1 g of polyallylamine (molecular weight 3000) and 0.5 g of benzoyl peroxide in 8.5 g of ethanol. The results of the adhesion test are shown in Table 1, and all showed high adhesion to the tray. However, this adhesive had a high viscosity, was difficult to apply, and the film was not uniform (applicability evaluation Δ).

  INDUSTRIAL APPLICABILITY The present invention can be used in the field of dental treatment in which tooth shaping is performed using an alginate impression material.

Claims (2)

An adhesive between a dental alginate impression material and an impression tray, comprising (A) a coupling agent having an amino group in the molecule and a molecular weight of 150 to 300 , and (B) a solvent. The adhesive between the dental alginate impression material and the impression tray according to claim 1, wherein the solvent (B) is at least one selected from alcohols, acetone, and acetates.