JP4447550B2 - Separation material for conformance test - Google Patents

Description

  The present invention is intended to improve the separation between a denture and a conformity test material when performing a conformance test for examining the conformity of a denture with a lining material on the back surface to the intraoral base of the mouth. It relates to the separating material used.

  In the case of using a denture, it is tested whether the denture conforms to the application site in the patient's oral cavity, and if it does not conform, the denture is trimmed so as to conform. This conformance test is performed by applying a soft curable paste to the denture base and then applying it to the patient's oral cavity. After the conformity test material has hardened, the thickness of the conformity test material cured on the denture base surface is removed. Is generally confirmed visually. In this case, when the thickness of the cured body is uniformly thin and the base can be seen through, the compatibility is good, but when the thickness of the cured body is partially thick and the base is partially exposed. If it does, it is a poor fit, and fine adjustment will be made for the part of the poor fit.

  The test material used for the denture conformity test is called a conformity test material. In general, conformity test materials include a non-curing type that exhibits clay-like properties due to gelation without curing, and a curing type that cures by chemical reaction by mixing immediately before use. Since it is desirable to be able to remove the conforming test material from the surface of the prosthesis immediately after the completion, the latter curable conforming test material is more widely used.

  By the way, relatively hard materials such as resin and metal are used for dentures, and when the above-mentioned conformity test materials are used for denture bases of such materials, the cured products of conformity test materials are After the test, it can be easily peeled off from the prosthesis, and fine adjustment work and the like can be performed smoothly.

  However, in recent years, opportunities for using a hard material typified by methacrylic resin or a soft material typified by silicone resin as a lining material for dentures are increasing. In particular, the number of patients whose oral mucosa has been severely damaged due to aging in recent years has increased, and there are increasing opportunities to use dentures lined with these soft materials. Furthermore, a soft material having a very soft property called a mucosa adjusting material intended for mucosal adjustment is also used.

However, such various test materials, especially soft test materials made of silicone resin, are applied to the test materials , among them, those made of a silicone-based polymerizable monomer composition containing a hydrosilylation reaction catalyst. In this case, it was found that there was a problem that it was difficult to peel the cured product from the denture after the test.

  As a means to solve such problems, it has been studied to improve the separation of the conformity test material and the lining material by applying petrolatum or cocoa butter to the surface of the lining material in advance. It is pointed out that because it is a high-viscosity paste itself, it is difficult to apply it thinly and evenly on the surface of soft materials with many fine irregularities on the surface, which may reduce the accuracy of the conformance test. ing.

  In addition, separation performance of various low-viscosity liquids such as silicone oil, surfactant, glycerin, etc., was examined as a separating material. It has been reported that problems such as inability to apply occurred and the expected effect could not be obtained sufficiently.

  Then, based on the knowledge that good separation performance may be obtained when the powder is covered with a soft material before applying the conformity test material, denture conformity characterized by consisting of powder with a maximum particle size of 500 μm or less A separating material for testing has been proposed and has shown good effects (Patent Document 1).

  The separation material can be used without any clinical problems, but it is easy to physically separate by intervening particles, and since it is easily affected by unevenness due to coating, a material having an effect of separating more strongly is desired. ing.

JP 2001-17450 A

In the background described above, the present invention was cured after the test when performing the conformity test for examining the conformity of the denture with the soft lining material made of silicone resin on the back surface to the oral cavity. An object of the present invention is to provide a separating material for facilitating separation (peeling) of a compatible test material comprising a silicone-based polymerizable monomer composition containing a hydrosilylation reaction catalyst from a denture.

  As a result of intensive studies to solve the above-mentioned problems, the inventors have made a conformance test by interposing a curing inhibitor between the backing material surface before applying the conformity test material and the conformance test material. An unpolymerized layer was formed on the surface of the material and the lining material, and it was found that the conformed test material cured after the test could be easily separated (peeled) from the denture, and the present invention was completed.

That is, the present invention relates to a curable paste for conformity testing for examining the conformity of a denture having a soft lining material made of silicone resin on the back surface to the oral cavity of the oral cavity. A separation material that is present at the laminated interface between the backing material and the curable paste for conformity test in order to facilitate peeling from the surface of the lining material, wherein the conformity test curable paste contains a hydrosilylation reaction catalyst. Separation for denture conformity testing, comprising a system polymerizable monomer composition and comprising a catalyst poisoning substance of a hydrosilylation reaction catalyst as a curing inhibitor of the curing paste for conformity testing It is a material.

The separation material for conformity testing of dentures in the present invention (hereinafter also simply referred to as separation material) is characterized in that it contains a curing inhibitor that prevents polymerization in the curable paste for conformity testing . That is, since the curable paste for conformity test is made of a silicone-based polymerizable monomer composition containing a hydrosilylation reaction catalyst, it contains a catalyst poisoning substance of the hydrosilylation reaction catalyst as its curing inhibitor. .
Therefore, such a separating material of the present invention is cured during the conformity test by being interposed between the surface of the denture lining material (soft lining material made of silicone resin) and the curable paste for conformity testing. It exhibits the effect of suppressing the curing at the interface between the conforming test material and the lining material. Therefore, by using the separating agent of the present invention, the cured product of the curable paste for conformity test can be easily separated after the test, and the operability of the conformance test is greatly improved.

The separating material of the present invention is used by being present at the laminated interface between the backing material of a denture having a backing material on the back surface and a curable paste for conformity testing. Here, the back surface is a surface that comes into contact with the intraoral base of the mouth when this is worn. The lining material is a material applied to the back surface of the denture. In the present invention, a soft lining material made of silicone resin is used. Moreover The soft relining material also includes in particular a flexible silicone rubber or Ranaru tissue conditioner Among silicone resin.

  In general, conformity test materials include a non-curing type that exhibits clay-like properties due to gelation, etc. without curing, and a curing type that mixes and cures in the oral cavity immediately before use. Since it is desirable to be able to remove the test material from the surface of the prosthesis immediately after completion of the test, the latter curable conformable test material is more widely used.

There are various types of curable conformable test materials depending on the material, but materials with adequate fluidity and rapid curability when pressed in the oral cavity are suitable. Silicone-based ones are most often used. Among them, there are a condensation polymerization type and an addition polymerization type depending on the curing reaction mechanism, while the former has a by-product such as alcohol in the reaction, while the latter is particularly frequently used because there is no such by-product. ing.

Addition polymerization in silicone proceeds by a hydrosilylation reaction using a metal catalyst such as platinum. In this reaction, the vinyl group bonded to the silicon atom and the hydrogen atom bonded to the silicon atom are bonded by causing an addition reaction in the presence of a metal catalyst such as platinum. As a compatible test material using the above reaction system, a vinyl monomer having a vinyl group and a hydrogen siloxane having a hydrogen atom directly bonded to a silicon atom as a polymerizable monomer are widely known. Thus, as a conformity test material applied to the separation material of the present invention, a conformity test curable paste comprising a silicone-based polymerizable monomer composition containing a hydrosilylation reaction catalyst is used. These are usually prepared by two or more pastes immediately before use by the surgeon to start the reaction.

In the present invention, the catalyst poisoning substance of the hydrosilylation reaction catalyst is used as the curing inhibitor of the curable paste for conformity testing comprising the silicone-based polymerizable monomer composition containing the hydrosilylation reaction catalyst. As poisonous substances for metal catalysts such as platinum in the hydrosilylation reaction, phosphorus compounds, sulfur compounds and nitrogen compounds are well known. Any of these can be used without limitation as a typical catalyst poisoning substance, but a nitrogen compound that has a relatively low odor and is easy to handle is suitable.

  Examples of the nitrogen compound include amine compounds, amide compounds, peptide compounds, amino acid compounds, and imine compounds. Among them, amine compounds are preferably used because they are inexpensive and easy to handle.

  Specific examples of amines include primary amines such as aniline, p-toluidine, m-toluidine, o-toluidine, p-bromoaniline, m-chloroaniline, aminobenzaldehyde, aminoacetophenone, p-aminobenzoic acid. Acid, p-aminobenzoic acid ethyl ester, p-aminobenzoic acid, p-aminophenethyl alcohol, p-aminostilbene, naphthylamine, hexylamine, dodecylamine, and the like. Secondary amines include N-methylaniline. And tertiary amines include N, N-dimethylaniline, N, N-diethylaniline, N, N-di-n-butylaniline, N, N- Dibenzylaniline, N, N-dimethyl-p-toluidine, N, N-diethyl-p-toluene Gin, N, N-dimethyl-m-toluidine, p-bromo-N, N-dimethylaniline, m-chloro-N, N-dimethylaniline, p-dimethylaminobenzaldehyde, p-dimethylaminoacetophenone, p-dimethylamino Benzoic acid, p-dimethylaminobenzoic acid ethyl ester, p-dimethylaminobenzoic acid amyl ester, N, N-dimethylanthranilic acid methyl ester, N, N-dihydroxyethylaniline, N, N-dihydroxyethyl-p- Toluidine, p-dimethylaminophenethyl alcohol, p-dimethylaminostilbene, N, N-dimethyl-3,5-xylidine, 4-dimethylaminopyridine, N, N-dimethyl-α-naphthylamine, N, N-dimethyl-β -Naphthylamine, tributylamine, Propylamine, triethylamine, N-methyldiethanolamine, N-ethyldiethanolamine, N, N-dimethylhexylamine, N, N-dimethyldodecylamine, N, N-dimethylstearylamine, N, N-dimethylaminoethyl methacrylate, N, Examples thereof include N-diethylaminoethyl methacrylate and 2,2 ′-(n-butylimino) diethanol. In addition, poly (meth) acrylate polymers and polyamine compounds in which a primary amine is introduced into the side chain of polyethylene can also be used effectively. These can be used alone or in combination of two or more.

  Also useful are poly (meth) acrylate polymers, polyamine compounds in which primary amines are introduced into the side chains of polyethylene, polyethyleneimine compounds, and the like. Of these, primary amines are useful because they have a very high catalyst poisoning effect, and anilines and toluidine compounds are particularly inexpensive and can be obtained and handled easily. These can be used alone or in combination of two or more.

  In addition, acrylic rubber compounds and polyether compounds in which a plasticizer is blended with an acrylic resin are also used as curable conformity test materials. These are radical polymerization initiators such as peroxides and azo compounds. Are usually used, it is preferable to use a polymerization inhibitor such as hydroquinone, hydroquinone monomethyl ether, butylhydroxytoluene or the like, which inhibits these effects, as the curing inhibitor.

There is no particular limitation on the form of the curing inhibitor intervening between the lining material surface and the conforming test material, but it is preferable that it is uniformly interposed in order to effectively interact with the conforming test material surface. Those dissolved in a substance or a suitable organic solvent are preferably used. In the latter case, it is preferable to apply the test material after applying it to the surface of the backing material in a solution state and then volatilizing only the solvent to form a film of a curing inhibitor.

  There is no restriction | limiting in particular in the quantity of the hardening inhibitor in this invention, It is also possible to use the inhibitor alone. In general, it is preferably present in an amount of 10 to 500 μm at the laminated interface between the backing material and the curable paste for conformity test. However, if the inhibitor to be used is solid, it is preferable to use it after pulverizing it in a mortar or the like, so that it can be applied in a more uniform state on the surface of the lining material. More preferably, it is applied to the backing material surface. In this case, it is applied to the surface of the backing material in advance with a brush or the like, and only the organic solvent is volatilized, and then a suitable test material is placed.

  The organic solvent to be used can be used without particular limitation as long as it can dissolve the inhibitor. However, since the organic solvent is volatilized and used after coating, it is preferable to have a low boiling point. Specifically, hydrocarbon compounds such as hexane, heptane and pentane; aromatic hydrocarbon compounds such as toluene and xylene; alcohol compounds such as ethanol, 1-propanol, 2-propanol, 1-butanol and 2-butanol; Ether compounds such as diethyl ether, tetrahydrofuran and t-butyl methyl ether; ketone compounds such as acetone, methyl ethyl ketone and methyl isobutyl ketone; non-halogens such as ester compounds such as ethyl formate, methyl acetate, ethyl acetate, propyl acetate and isopropyl acetate System organic solvents. Furthermore, the remaining solvents in pharmaceuticals are classified into classes 1 to 3 according to toxicity in the Pharmaceutical Affairs Agency No. 307 “Guidelines for Residual Solvents of Pharmaceuticals” issued to the prefectures by the Ministry of Health and Welfare in 1998. Also in the adhesion control agent of the invention, it is more preferable to use an organic solvent not belonging to Class 1 or 2 shown therein from the viewpoint of safety. Among these non-halogen organic solvents, those having a low boiling point and volatility are particularly preferable those having a boiling point of 20 to 150 ° C. because they are quick to dry and easy to handle. From such a viewpoint, among the above, ethyl acetate, acetone, ethyl methyl ketone, and propyl acetate can be most preferably used. These organic solvents can be used alone or in combination of several kinds.

  It is preferable that the curing inhibitor is usually dissolved at a concentration of 0.5 to 20% by mass with respect to these organic solvents.

  The separation material of the present invention exhibits good separation performance by applying it to the lining material surface of the denture before placing the conformity test material.

  The method of applying the separating material of the present invention is not particularly limited, such as sprinkling directly from a container such as a bottle, rubbing with a brush or finger after sprinkling from a bottle, applying with a brush after separating it into paper, etc. It can be suitably performed by a method.

  In addition, additives, such as a pigment and a fragrance | flavor, can also be added to the separating material of this invention within the range which does not inhibit the effect of this invention.

EXAMPLES The present invention will be specifically described below with reference to examples, but the present invention is not limited to these examples. The materials used in each example and comparative example are as follows.
(1) Curing inhibitor, p-toluidine (Wako Pure Chemical Industries)
・ Aniline (Wako Pure Chemical)
・ Dimethyl-p-toluidine (Wako Pure Chemical Industries)
・ Ethyl 4-aminobenzoate (manufactured by Tokyo Chemical Industry)
・ Polyethyleneimine (manufactured by Tokyo Chemical Industry)
( 2) Organic solvent, ethyl acetate (manufactured by Wako Pure Chemical Industries)
・ N-Hexane (Wako Pure Chemical Industries)
・ Acetone (Wako Pure Chemical Industries)
(3) Soft lining material “Sofuri Liner Super Soft” manufactured by Tokuyama Dental Co. (abbreviated as SOF)
( 4) Applicable test material “Fit Tester” manufactured by Tokuyama Dental Co., Ltd. (abbreviated as FITT) Addition polymerization type silicone compatible test material
(5) Polymerization inhibitor
・ 4-Ethoxyphenol (abbreviated as HQME, manufactured by Tokyo Chemical Industry)
Moreover, the evaluation methods of various physical properties in each example and comparative example are as follows.
(1) Evaluation method of applicability Using a soft lining material {made by Tokuyama Dental Co., Ltd., trade name: Sofuri Liner Medium Soft}, a cured product having a thickness of 1 to 2 mm is prepared and stored at room temperature for 8 months. did. The prepared separating material was applied to the cured body. The state of the curing inhibitor remaining on the surface was evaluated as “applicability”. The evaluation criteria are as follows.

    A: It can be applied thinly and uniformly.

    B: Although it can apply | coat thinly, it is uneven.

C: Cannot be applied thinly (thick)
(2) Curability of conforming test material The conforming test material was blended and kneaded based on the method specified in the instruction manual attached to each test material.

  The curability was evaluated for the surface curability (test surface) of the conformity test material, and it was evaluated whether there was any problem in conducting the conformance test. The evaluation criteria are as follows.

    A: Hardened sufficiently except at the interface.

    B: Curing is insufficient.

C: Not cured.
(3) Peelability of conformance test material The peelability of the conformance test material was evaluated after the conformance test was completed (after the test material was cured). The evaluation criteria are as follows.

    A: The test material itself can be easily peeled together.

B: Although part of the test material itself is torn off, it can be easily peeled off. C: Part of the test material and the backing material are stuck together, and it is difficult to partly peel off.

D: Most of the test material and the lining material stick together and are difficult to remove.
(4) Removability of separating material The removability of the separating material after the conformance test was evaluated. The evaluation criteria are as follows.

    A: It can be easily removed by washing with water or the like.

    B: It cannot be removed unless an operation such as immersion for a certain period of time is performed.

Example 1
A cured body having a thickness of 1 to 2 mm was prepared using the soft lining material SOF, and stored at room temperature for 8 months. The separated material shown in Table 1 was applied to the cured body, and the conformity test material and the separated material were evaluated. The results are shown in Table 1.

  As a result, when the state of the curing-inhibiting substance remaining on the surface was evaluated as applicability, it was applied thinly and uniformly and was excellent in applicability. Moreover, when the conformity test material FITT curability used was evaluated, the conformity test material was fully cured. Furthermore, when the hardened conformity test material was peeled off by hand and the separability was evaluated, it could be easily separated. Thereafter, washing was performed to evaluate “removability”. As a result, the separating material was easily removed from the surface of the soft material.

  From the above results, it was found that by using the separating material of Example 1, the conforming test material can be easily removed from the backing material surface after the test without hindering the curing of the test surface of the conforming test material.

Examples 2-3
Evaluation was performed in the same manner as in Example 1 except that the type of the curing inhibitor in the separating material was changed as shown in Table 1. The results are shown in Table 1.

  As shown in Table 1, all the evaluations showed good results as in Example 1. Therefore, using them, it was easy to do after the end of the test without hindering the hardening of the test surface of the conforming test material. It was found that the conforming test material could be removed from the lining material surface.

Examples 4-8
The type of the curing inhibitor in the separating material was changed to ethyl 4-aminobenzoate as shown in Table 1, and evaluation was performed in the same manner as in Example 1. In Example 4, the product powder (crystal) was used as it was, in Example 5, the product powder was pre-ground in a mortar to have a dragon diameter of 50 μm or less, and in Examples 6-8, the types shown in Table 1 were used. A 20% solution in an organic solvent was used. The results are shown in Table 1.

  As a result, in Example 4, unevenness occurred in a part of what was evenly coated on the surface of the lining material. The curability of the conforming test material was good. In the evaluation of peelability, it was confirmed that the backing material and the test material were partly attached, and it was confirmed that a part of the test material was peeled off while being peeled.

  In Example 5, the particle size was reduced by preliminary pulverization, so that the surface of the lining material could be applied more uniformly, but it was confirmed that unevenness occurred in a very small part. In the peelability evaluation, it was able to be removed integrally on almost the entire surface, but it was confirmed that only a part was broken by joining with the backing material.

  In Examples 6-8, it melt | dissolved in the organic solvent shown in Table 1, and it apply | coated to the backing material surface using the brush in the solution state. As a result, it was confirmed that it was uniformly applied to the surface after the solvent was volatilized. There was no problem in curability, and the peelability and removability were also good results.

  From the above results, it was confirmed that when the curing-inhibiting substance was a solid, there was a slight non-uniformity in the coatability, thereby slightly affecting the peelability, but all were easily removed. It was found that it can be used well as a separating material. Moreover, since the better result was shown when it was made into the solution, when using such a solid, it was suggested that using it as a solution is more effective.

Examples 9-10
As shown in Table 1, the type of the curing inhibitor in the separating material was evaluated in the same manner as in Example 1 except that it was changed to a viscous liquid polyethyleneimine. The results are shown in Table 1.

  As shown in Example 9, when polyethyleneimine was used as it was, it was viscous, and thus uneven coating in some areas could not be avoided. For this reason, some parts were broken during peeling, but the peeling itself was relatively easy.

  In Example 10, polyethyleneimine was dissolved in an organic solvent in the same manner as in Examples 6 to 8, and applied as a 20% solution to the backing material surface using a brush. As a result, it was confirmed that it was uniformly applied to the surface after the solvent was volatilized. There was no problem in curability, and the peelability and removability were also good results.

  From the above results, it was confirmed that even when the curing inhibitor was a viscous liquid, some non-uniformity was observed in the coatability, thereby slightly affecting the peelability. It was found that it can be used well as a separating material. Moreover, since the better result was shown when it was made into the solution, when using such a viscous liquid, it was suggested that it is more effective to use it as a solution.

Example 11
Evaluation was performed in the same manner as in Example 1 except that the curing inhibitor in the separating material was a 20% solution of p-toluidine-ethyl acetate. The results are shown in Table 1.

  As shown in Table 1, all the evaluations showed good results, so that even when a liquid material was dissolved in an appropriate organic solvent and used in a solution state, it did not hinder the hardening of the test surface of the conforming test material. It was found that the test material can be easily removed from the lining material surface after the test.

Comparative Example 1
Using SOF as the backing material and FITT as the conforming test material, evaluation was performed in the same manner as in Example 1 without applying a separating material. The results are shown in Table 1.

  As shown in Table 1, sticking was observed in most areas between the conforming test material and the backing material surface, and therefore the conforming test material could not be peeled off from the backing material surface.

Comparative Example 2
Evaluation was performed in the same manner as in Example 1 using a 20% ethyl acetate solution of HQME, which is a polymerization inhibitor in acrylic radical polymerization, as a curing inhibitor in the separating material. The results are shown in Table 1.

  As shown in Table 1, sticking was observed in most areas between the conforming test material and the backing material surface, and therefore the conforming test material could not be peeled off from the backing material surface. From the above results, it was found that an acrylic polymerization inhibitor does not provide a separation effect for the addition polymerization type silicone test material.

Comparative Example 3
Evaluation was performed in the same manner as in Example 1 using ethyl acetate as a curing inhibitor in the separating material without adding poisonous substances or the like. The results are shown in Table 1.

As shown in Table 1, sticking was observed in most areas between the conforming test material and the backing material surface, and therefore the conforming test material could not be peeled off from the backing material surface. From the above results, it was found that the separation effect on the compatible test material could not be obtained only with an organic solvent that does not contain poisonous substances.

Claims (4)

A curable paste for conformity testing for inspecting the conformity of dentures with a soft lining material made of silicone resin on the back surface of the oral cavity. After the test, the cured product is removed from the lining material surface. In order to facilitate peeling, a separating material that is present at the laminated interface between the lining material and the curable paste for conformity test, wherein the curable paste for conformity test contains a hydrosilylation reaction catalyst. A separation material for denture conformity testing, comprising a body composition and comprising a catalyst poisoning substance of a hydrosilylation reaction catalyst as a curing inhibitor of the curable paste for conformity testing. The separation material for denture conformity testing according to claim 1, wherein the catalyst poisoning substance of the hydrosilylation reaction catalyst is a nitrogen compound. The separation material for denture conformity testing according to claim 2 , wherein the nitrogen compound is an amine compound . The separation material for denture conformity testing according to any one of claims 1 to 3 , wherein the catalyst poisoning substance of the hydrosilylation reaction catalyst is dissolved in an organic solvent.