JP2006225280A - Regulator of adhesiveness between mucosa regulating material for dental use and (meth)acrylic-based denture base - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To solve a problem that when a mucosa regulating material for a dental use is applied to a (meth)acrylic denture base, a plasticizer such as a phthalic ester, etc., contained in the mucosa regulating material is migrated to the denture base with time, firmly integrated and is difficult to remove when a mucosa regulating material is renewed. <P>SOLUTION: An organic solvent solution containing 0.5-30% by mass of a polymer having a monomer unit based on methyl (meth)acrylate and a monomer unit based on a (meth)acrylate of a ≥3C (preferably 3-20C) alcohol is used as an adhesiveness regulation material to be applied to a denture base before application of a mucosa regulating material. Consequently, the integration of a plasticizer is prevented while maintaining a sufficient initial adhesive strength. Preferably a copolymer of methyl (meth)acrylate and polybutyl (meth)acrylate or polyisobutyl (meth)acrylate is used as the polymer and ethyl acetate, acetone, isopropyl alcohol, etc., are used as the organic solvent. <P>COPYRIGHT: (C)2006,JPO&NCIPI

Description

  The present invention controls the adhesive force between a dental mucosa adjusting material and a (meth) acrylic denture base for a denture wearing patient having deformation or inflammation of the oral mucosa and makes it easier to remove from the denture base after use. It relates to the adhesiveness adjusting agent.

It has been known that when a denture user has used a denture for a long period of time, the shape of the oral cavity gradually changes due to the absorption of alveolar bone forming the ridge. In such a case, the fit between the denture base and the oral mucosa becomes poor, and the denture becomes unstable. If the poorly matched denture continues to be used as it is, non-uniform pressure is applied to the mucosa below the denture base, causing ulcers and inflammation in the mucosa and causing pain due to occlusal pressure. When such incompatibility occurs, it is necessary to restore the compatibility of the denture with the mucous membrane by creating a new denture or lining the denture in use.
However, since the oral mucosa of patients with significant ulcers and inflammation is extremely unstable, wait until the oral mucosa is relatively healthy before making or denying a new denture. It is necessary to ensure good compatibility. The material used in such a case is a dental mucosa adjusting material. That is, the dental mucosa adjusting material is a therapeutic material used by lining the mucosal surface of the denture in use until the shape and color tone of the mucosa under the denture base are restored to a normal state.

  Currently, there are three types of soft materials related to denture bases: denture base fixing glue (so-called denture stabilizer), dental mucosa conditioning materials, and soft lining materials, all of which are used. The purpose, method, period of use, requirements, etc. are different.

  For example, a denture base fixing paste is used for a very short period of time by a patient himself / herself for pain relief. It is limited to temporary use and is not a material intended for treatment. There are powdery, creamy and seal-like ones, water-soluble and water-insoluble. The former increases the viscosity of saliva and expects an increase in adhesion to the mucosal surface of the denture base. Non-water-soluble ones are expected to improve the compatibility by eliminating the gap between the denture base and the mucosal surface, and the adsorbing power by the marginal sealing effect. Since the composition has almost no elasticity and a large plastic deformation corresponding to the occlusal pressure occurs every time it is bitten, the period of use of the denture base fixing paste is limited to one day or several days.

  On the other hand, a dental mucosa adjusting material (hereinafter simply referred to as a mucosa adjusting material) is the same as a denture base fixing paste material in that it is a temporary material, but its purpose is greatly different. That is, as described above, the mucosa-adjusting material is used for the treatment of the oral mucosa in the previous stage of denture repair using a denture base lining material such as a soft lining material. It is a soft polymer material used on the surface of the mucosa under the denture base in order to release the strain and indentation of the mucosa under the denture base and to mark the functional form corresponding to the pressure displacement of each part. The mixture of powder and liquid initially shows a paste with high fluidity, but the liquid penetrates the powder and develops viscoelasticity. While the paste is fluid, it is placed on the mucosal surface of the denture base and inserted into the oral cavity for shaping. As a period of use, it takes 1 week to several weeks until the oral mucosa is restored to a healthy state. For that purpose, it should be flexible and minutely deformable to follow the recovery of the oral mucosa while being held on the mucosal surface without being pushed out between the denture and the mucosal surface during occlusion.

  On the other hand, denture base lining materials such as soft lining materials are materials intended to improve the compatibility of semi-permanent dentures, except when relining is necessary for further shape change of the jaw ridge, The removal is not a premise material.

  As described above, the mucosa-adjusting material is not required to have such a high strength, but high flexibility and plasticity are required, and various compositions have been proposed. ) In many cases, the main component is a powder material made of acrylic polymer powder and a liquid material made of various plasticizers (for example, see Non-patent Documents 1 and 2 and Patent Documents 1 and 2). The plasticizer is a component necessary for developing flexibility and plasticity, and phthalate (phthalate ester) plasticizers are mainly used at present. More specifically, as the (meth) acrylic mucosa-adjusting material, a powder component composed of a (meth) acrylic polymer powder such as polyethyl methacrylate or a copolymer thereof, and ethanol is about 4 to 30% by mass. A kneading material with a liquid component comprising a phthalate-based plasticizer is widely used. The liquid component is often mixed with ethanol in order to improve kneading properties, physical properties after kneading, and the like.

  Such a mucous membrane-adjusting material is usually used by placing the paste obtained by powder / liquid kneading directly on the denture base of the subject, roughly applying the shape, and finally adapting it in the oral cavity. It is.

Satoshi Kawaguchi and three others, “Factors affecting the dissolution properties of phthalates from prototype mucosal preparations”, Dental Materials and Instruments, Japan Dental Association, July 2004, Vol. 23, Vol. No. 4, p. 273-278 Masaaki Nakamura, “Toward the development of phthalate-free mucosal preparation” [online], March 2003, Japan Dental Association, [January 12, 2005 search], Internet <URL: http: //eturan.bookpark.ne.jp/jdab/pdf/JDAB-200307-008.pdf> Japanese Patent Laid-Open No. 3-20204 JP-A-2-297358

  In general, the mucosa-adjusting material is re-tensioned several times according to the degree of recovery of the oral mucosa. However, when a mucosa-adjusting material using a plasticizer as described above is applied to a (meth) acrylic denture base, both tend to be integrated at the boundary between the denture base and the mucosa-adjusting material and cannot be easily removed. . In other words, the adhesion between the denture base and the mucous membrane adjusting material tends to gradually increase. This is presumed to be because the plasticizer contained in the mucosa-adjusting material gradually dissolves and diffuses, moves to the denture base, and is integrated. On the contrary, if it is intended to be easily removed at the time of re-stretching, the initial adhesiveness becomes too low, and the purpose as a mucous membrane adjusting material cannot be achieved.

  For this reason, most of the currently used mucosal preparations are removed by peeling or using a spatula, and then removed from the denture base using a mechanical method such as a dental grinding instrument. The way to do it is taken. Such a method is not only troublesome but also causes a strong odor. This odor is considered to be due to the decomposition or scattering of foreign matter such as plaque adhering to the mucous membrane adjusting material or the denture base due to heat generated by mechanical grinding.

  In recent years, sebacate (sebacic acid ester) plasticizers have been used as new plasticizers to replace phthalate plasticizers, which are regarded as problems in health. However, the problem of integration of the mucosa-adjusting material and the denture base due to the transfer of the plasticizer to the denture base has not been solved.

  Therefore, an object of the present invention is to provide means for suppressing removal of the mucosa-adjusting material by suppressing the migration of the plasticizer to the denture base, suppressing the strong adhesion due to the integration of the mucosa-adjusting material and the denture base. It is in.

  As a result of intensive studies to solve the above problems, the present inventors applied a copolymer of methyl (meth) acrylate and (meth) acrylate of an alcohol having 3 or more carbon atoms to the surface of the denture base. It was found that the integration of the mucous membrane conditioner and the (meth) acrylic denture base can be suppressed. As a result of further investigation based on this finding, the present invention was completed.

  That is, the present invention provides 0.5 to 30% by mass of a polymer having both a monomer unit based on methyl (meth) acrylate and a monomer unit based on (meth) acrylate of an alcohol having 3 or more carbon atoms. It is an adhesiveness adjusting agent between a dental mucosa adjusting material and a (meth) acrylic denture base, comprising an organic solvent solution.

  The adhesive modifier between the dental mucosa preparation material of the present invention and the (meth) acrylic denture base has a sufficient adhesive force at the initial stage, but suppresses the migration of the plasticizer to the denture base to adjust the mucosa. Strong adhesion due to the integration of the material and the denture base is suppressed, thereby facilitating the removal of the dental mucosa adjusting material.

  As described above, the adhesiveness adjusting agent between the mucosa-adjusting material of the present invention and the (meth) acrylic denture base is a monomer unit based on methyl (meth) acrylate and (meth) of an alcohol having 3 or more carbon atoms. It consists of an organic solvent solution containing 0.5 to 30% by mass of a polymer having both monomer units based on acrylate (hereinafter sometimes simply referred to as a copolymer).

  By applying such a composition to the denture base prior to the application of the mucosa-adjusting material, the integration of the mucosa-adjusting material and the denture base is suppressed, and the mucosa-adjusting material can be easily removed even when changing the tension. be able to. This is presumably because the copolymer suppresses the migration and diffusion of the plasticizer to the denture base.

  In the copolymer blended in the adhesiveness adjusting material of the present invention, a monomer unit based on methyl (meth) acrylate and a monomer unit based on (meth) acrylate of an alcohol having 3 or more carbon atoms. It is essential to have both. In a copolymer (or a homopolymer) that does not contain a monomer unit based on methyl (meth) acrylate, sufficient adhesiveness cannot be obtained initially. Further, in the case of a homopolymer of methyl (meth) acrylate or a copolymer of methyl (meth) acrylate and ethyl (meth) acrylate {that is, (meth) acrylate of alcohol having 2 carbon atoms}, a mucous membrane adjusting material and a denture The effect of suppressing integration with the floor cannot be sufficiently obtained.

  Any known (meth) acrylate of an alcohol having 3 or more carbon atoms may be used, but (meth) acrylate of an alcohol having more than 20 carbon atoms is difficult to obtain. As the number of monomer units based increases, it becomes difficult to dissolve in a solvent, and it becomes difficult to prepare a solution that can be applied to a denture base. Therefore, alcohols having 3 or more carbon atoms in the copolymer of the present invention ( The (meth) acrylate is preferably a (meth) acrylate of an alcohol having 3 to 20 carbon atoms.

  Specific examples of such (meth) acrylates of alcohols having 3 to 20 carbon atoms include n-propyl (meth) acrylate, i-propyl (meth) acrylate, n-butyl (meth) acrylate, i-butyl. (Meth) acrylate, t-butyl (meth) acrylate, pentyl (meth) acrylate, hexyl (meth) acrylate, octyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, decyl (meth) acrylate, lauryl (meth) acrylate , Hexadecyl (meth) acrylate, octadecyl (meth) acrylate, methoxyethyl (meth) acrylate, ethoxymethyl (meth) acrylate, methoxybutyl (meth) acrylate, hydroxypropyl (meth) acrylate, and the like.

  Among these, (meth) acrylates of alcohols having 3 to 10 carbon atoms are preferable, and (meth) of alcohols having 3 to 5 carbon atoms from the viewpoint of ease of solution preparation, availability, synthesis, and the like. Acrylate is more preferred. Particularly preferred are n-butyl (meth) acrylate and i-propyl acrylate.

  Further, the copolymer in the present invention may contain two or more types of monomer units having different carbon numbers as the monomer unit based on the (meth) acrylate of an alcohol having 3 or more carbon atoms. Good.

  The ratio (copolymerization ratio) of the monomer unit based on methyl (meth) acrylate and the monomer unit based on (meth) acrylate of an alcohol having 3 or more carbon atoms in the copolymer in the present invention is particularly limited. Although it is not a thing, it is preferable that both are 20: 80-80: 20 by molar ratio at the point which is easy to make compatible sufficient adhesiveness in the initial stage, and the ease of removal at the time of re-stretching, and also 25: 75- More preferably, it is 75:25. The copolymer in the present invention is a monomer based on a polymerizable monomer other than methyl (meth) acrylate and (meth) acrylate of an alcohol having 3 or more carbon atoms within a range not impairing the effects of the present invention. Units (other monomer units) may be included. In this case, the ratio of the other monomer units is preferably 20 mol% or less, preferably 10 mol% or less, and particularly preferably 5 mol% or less.

  The copolymerization sequence in the copolymer is not particularly limited, and any of a random copolymer, a block copolymer, and a graft copolymer can be suitably used.

  The molecular weight of the copolymer is not particularly limited as long as the copolymer is soluble in an organic solvent, but it can be used, but the weight-average molecular weight from the viewpoint of ease of synthesis and solubility in an organic solvent. (Standard polystyrene equivalent molecular weight by GPC measurement) is preferably 50,000 to 1,000,000, and more preferably 100,000 to 800,000.

  The copolymer as described above in the present invention may be produced by any production method. Typically, methyl (meth) acrylate and (meth) acrylate of an alcohol having 3 or more carbon atoms are known. It can be easily obtained by copolymerization by a method. It can also be obtained as a commercial product.

  The polymer having both the monomer unit based on the methyl (meth) acrylate and the monomer unit based on the (meth) acrylate of an alcohol having 3 or more carbon atoms is a solid or extremely high around room temperature. Since it is a liquid of viscosity, it needs to be dissolved in an organic solvent in order to be applied to the denture base, and in order to achieve both appropriate applicability and adhesiveness, its concentration is set to 0.5 to 30% by mass. (The entire adhesiveness adjusting agent is 100 mass%). More preferably, it is 1-30 mass%, Most preferably, it is 2-25 mass%.

  The organic solvent is not particularly limited as long as it dissolves the copolymer in the present invention. Specific examples of the organic solvent include hydrocarbon compounds such as hexane, heptane and pentane; aromatic hydrocarbon compounds such as toluene and xylene; alcohols such as ethanol, 1-propanol, 2-propanol, 1-butanol and 2-butanol. Compounds; ether compounds such as diethyl ether, tetrahydrofuran and t-butyl methyl ether; ketone compounds such as acetone, methyl ethyl ketone and methyl isobutyl ketone; ester compounds such as ethyl formate, methyl acetate, ethyl acetate, propyl acetate and isopropyl acetate Non-halogen organic solvents can be mentioned. Furthermore, the residual 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.

  Furthermore, the adhesiveness adjusting agent of the present invention may be blended with other components known as components of general dental materials within a range not impairing the effects of the present invention. Examples of such components include pigments, pigments, dyes, fragrances, antibacterial agents, and inorganic fillers.

  The method for producing the adhesiveness adjusting agent of the present invention is not particularly limited, and can be typically produced by dissolving a predetermined amount of the copolymer to be blended in a predetermined amount of organic solvent and mixing until uniform. The adhesion regulator produced in this manner may be stored in an airtight container so that the used organic solvent does not evaporate until use.

  The adhesiveness adjusting agent of the present invention is used to adjust the adhesiveness when applying a mucosa adjusting material to a (meth) acrylic denture base. The (meth) acrylic denture base is not particularly limited as long as it is a known (meth) acrylic denture base. A typical (meth) acrylic denture base is composed mainly of poly (methyl methacrylate), and is partially copolymerized with ethyl methacrylate or styrene, or is crosslinked with a crosslinking agent such as ethylene glycol dimethacrylate. . The dental mucosa adjusting material may be any known dental mucosa adjusting material. As described above, a general mucosa-adjusting material is composed of a powder component made of (meth) acrylic polymer powder such as poly (ethyl methacrylate) or a copolymer thereof, and a liquid component containing a plasticizer and ethanol. Thus, both are mixed at the time of use and used as a paste having an appropriate viscosity. As the plasticizer, phthalic acid ester plasticizers such as ethyl phthalate, butyl phthalate and octyl phthalate, and sebacic acid ester plastics such as ethyl sebacate, butyl sebacate and octyl sebacate can be used because the effects of the present invention are remarkably obtained. It is particularly preferable to apply it when using a mucosa-adjusting material containing a low molecular weight (molecular weight less than about 500) carboxylic acid ester plasticizer, such as an agent.

  As the method of using the adhesiveness adjusting agent of the present invention, when the mucosa adjusting material is built on the denture base as described above, the adhesiveness adjusting agent is applied to the surface of the denture base, the volatile component is dried, and then the mucosa is adjusted. It is possible to adhere the mucous membrane adjusting material and the denture base by arranging the kneaded material and holding it in the oral cavity.

  The mechanism by which the integration of the mucosa adjusting material and the (meth) acrylic denture base is suppressed by applying the above adhesive modifier is not certain, but by applying the above adhesive modifier, (meth) acrylic is applied. It is presumed that a coating layer of a copolymer contained in the present adhesion adjusting agent is formed on the surface of the denture base, and serves as a protective film for the plasticizer derived from the mucosa adjusting agent.

  Furthermore, by using the above-mentioned adhesiveness-adjusting agent, the mucosa-adjusting material and the (meth) acrylic denture base are adequately bonded while suppressing the integration of the (meth) acrylic denture base in the copolymer. It is presumed that the methyl (meth) acrylate portion, which is the main component, is intertwined with the denture base and the (meth) acrylate portion of an alcohol having 3 or more carbon atoms is intertwined with the mucosa-adjusting material.

  EXAMPLES The present invention will be specifically described below with reference to examples, but the present invention is not limited to these examples. The evaluation methods of various physical properties in each example and comparative example are as follows.

(1) Method for measuring (evaluating) initial adhesiveness Applying an adhesive adjuster prepared in advance to an acrylic plate (Akron / GC Corporation) whose surface was poured and polished with No. 800 water-resistant abrasive paper, dried, and powder-to-liquid ratio The kneaded product kneaded at (weight) 1.2 was placed on the acrylic plate using a 20 × 20 × 1 mm mold. This was allowed to stand at 37 ° C. for 10 minutes, and then the adhesive strength was evaluated.

  Attempts were made to peel off from the interface between the acrylic plate and the mucosa-adjusting material with a spatula, and the state of destruction at that time was observed and evaluated. Evaluation points were evaluated in three stages from A to C according to the following determination.

A: Cohesive failure on the side of the mucous membrane preparation (adhesive strength)
B: Mixed failure of cohesive failure and interface failure (weak adhesive strength)
C: Interface fracture (no adhesion)
(2) Evaluation method for removal ability of mucosa-adjusting material A load-load tester “Servo Pulser (manufactured by SHIMADZU)” was used for the test piece manufactured by placing the mucosa-adjusting material in the same manner as the test of (1) above. Then, a pressure (0.30 MPa) corresponding to the occlusal pressure was continuously applied 100,000 times at 37 ° C. The test conditions with the servo pulser were a load load based on a fatigue test program based on a maximum load of 14 N, a minimum load of 0.1 N, a frequency of 1.2 Hz, and a sine wave. The mucous membrane adjusting material of the test piece after loading was removed, and the ease of removal was evaluated by the removal method. Evaluation points were evaluated in two stages of A and B according to the following determination.

A: No need for mechanical grinding (can be removed easily by peeling or spatula)
B: Machine grinding is necessary (cannot be removed without using a dental grinding tool)
(3) Polymers to be blended in the adhesion modifier The polymers used in the examples and comparative examples are as shown in Table 1 below. In addition, P (MMA / EMA), PMMA, and PBMA manufactured in Production Examples 11 to 13 are essential components blended in the adhesiveness adjusting agent of the present invention, “monomer unit based on methyl (meth) acrylate” And a polymer having both monomer units based on (meth) acrylates of alcohols having 3 or more carbon atoms.

  In Table 1 and the production examples described below, the abbreviations of monomers (polymerizable monomers) are as follows.

MMA; methyl methacrylate BMA; n-butyl methacrylate EHMA; 2-ethylhexyl methacrylate i-BMA; i-butyl methacrylate OMA; n-octyl methacrylate ODMA; n-octadecyl methacrylate BA; n-butyl acrylate EMA;
Synthesis of MMA and BMA (Mole ratio 30:70) copolymer {P (MMA / BMA) -1} having an average molecular weight of 180,000; MMA 3.0 g (30 mmol), BMA 10.0 g (70 mmol), AIBN0 in three necks 0.02 g and 10 ml of toluene were added, and nitrogen gas was allowed to flow at a rate of 5 ml / min for 2 hours. After stopping the nitrogen gas, an oil bath was attached and stirring was continued at a bath temperature of 70 ° C. for 6 hours. The reaction product was placed in 10 times the amount of methanol, and the resulting precipitate was collected and washed with methanol. The resulting precipitate was dissolved in benzene and freeze-dried to recover 8.6 g of residue (yield 66%). When GPC measurement was performed, the weight average molecular weight was 180,000 (polystyrene conversion), and Mw / Mn = 2.10.

Production Example 2
Synthesis of MMA and BMA (molar ratio 50:50) copolymer {P (MMA / BMA) -2} having an average molecular weight of 180,000; manufactured except using MMA 5.0 g (50 mmol) and BMA 6.4 g (50 mmol) Synthesis was performed in the same manner as in Example 1. As a result, 7.4 g of a copolymer was obtained (yield 65%). As a result of GPC measurement, the weight average molecular weight was 180,000 (polystyrene conversion), and Mw / Mn = 2.15.

Production Example 3
Synthesis of MMA and BMA (molar ratio 70:30) copolymer {P (MMA / BMA) -3} having an average molecular weight of 180,000; manufactured except that 7.0 g (70 mmol) of MMA and 3.8 g (30 mmol) of BMA were added Synthesis was performed in the same manner as in Example 1. As a result, 7.1 g of a copolymer was obtained (yield 66%). When GPC measurement was performed, the weight average molecular weight was 180,000 (polystyrene conversion), and Mw / Mn = 2.12.

Production Example 4
Synthesis of MMA and BMA (Molar ratio 30:70) copolymer {P (MMA / BMA) -4} having an average molecular weight of 500,000; MMA 3.0 g (30 mmol), BMA 10.0 g (70 mmol) in a four-necked flask, AIBN 0.01 g, water 15 ml, polyoxyethylene nonylphenyl ether 0.14 g and laurylamine acetate 0.14 g were added, and nitrogen gas was allowed to flow at a rate of 5 ml / min for 2 hours. After stopping the nitrogen gas, an oil bath was attached and stirring was continued at a bath temperature of 70 ° C. for 6 hours. After the reaction, the emulsion was frozen to release the polymer, and the obtained polymer was put into 10 times the amount of methanol, and the resulting precipitate was recovered and washed with methanol. The resulting precipitate was dissolved in benzene and freeze-dried to recover 8.6 g of residue (yield 66%).

  As a result of GPC measurement, the weight average molecular weight was 500,000 (polystyrene conversion) and Mw / Mn = 1.65.

Production Examples 5-9
In the same manner as in Production Example 1, MMA and other monomers were charged and copolymerized at a molar ratio of 30:70 to obtain copolymers shown in Table 1.

Production Example 10
In the same manner as in Production Example 1, MMA, BMA and i-BMA were charged and copolymerized at a molar ratio of 20:40:40 to obtain copolymers shown in Table 1.

Production Example 11
In the same manner as in Production Example 1, MMA and EMA were charged and copolymerized at a molar ratio of 30:70 to obtain copolymers shown in Table 1.

Production Examples 12 and 13
The homopolymer shown in Table 1 was obtained in the same manner as in Example 1 except that MMA or BMA was used alone.

(4) Mucosa adjusting material The mucosa adjusting material used in each Example and Comparative Example was prepared by dividing into liquid material and powder material shown in Table 2 below, and at the time of use, powder material / liquid material = 1.2. And kneaded until uniform.

In Table 2, the abbreviations of the components blended in the powder material are as follows. All plasticizers were Tokyo Chemicals, and ethanol was Wako Pure Chemical.
-PMMA; polymethyl methacrylate; weight average molecular weight 500,000 ("D-250" manufactured by Negami Kogyo Co., Ltd.)
PEMA; polyethyl methacrylate; weight average molecular weight 500,000. ("EMA-35" manufactured by Negami Kogyo Co., Ltd.)
P (MMA-EMA); poly (methyl methacrylate-ethyl methacrylate) copolymer; weight average molecular weight 250,000 (“MBE70-55L” manufactured by Sekisui Chemical Co., Ltd.)
PBMA; poly n-butyl methacrylate; weight average molecular weight 260,000. (Negami Kogyo "M6003")
Example 1
As a copolymer, 5 parts by mass of P (MMA / BMA) -1 was dissolved in 95 parts by mass of ethyl acetate (Wako Pure Chemical Industries, Ltd.) to prepare a 5% by mass copolymer solution. This solution was used as an adhesion adjusting agent, and evaluation was performed using the mucosa adjusting material a. As shown in Table 3, the initial adhesiveness and removability were both evaluated as A and excellent.

Examples 2-10, Comparative Examples 1-3
The composition of the adhesion adjusting agent was changed as shown in Table 3, and evaluation was performed using the mucosa adjusting material a in the same manner as in Example 1. The results are shown in Table 3.

Comparative Example 4
The mucosa-adjusting agent a was placed without using any adhesive-adjusting agent, and its initial adhesiveness and removability were evaluated. The results are shown in Table 3.

  As shown in Table 3 above, “a polymer having both a monomer unit based on methyl (meth) acrylate and a monomer unit based on (meth) acrylate of an alcohol having 3 or more carbon atoms” In the initial adhesion test, it was found that there was no problem in the initial adhesion because cohesive failure was observed immediately after the lining in the initial adhesion test. Also, in the removability evaluation, most can be peeled off by hand, and the mucosa adjusting material can be easily removed without using a dental cutting instrument. As compared with a conventionally known method (Comparative Example 4) that has been required to be removed, it can be seen that the removability is excellent. On the other hand, in the case of using a homopolymer of methyl methacrylate (Comparative Example 2) or a copolymer of methyl methacrylate and ethyl methacrylate (ester of alcohol having 2 carbon atoms) (Comparative Example 1), there is no adhesion adjusting material. Furthermore, in the butyl methacrylate homopolymer (Comparative Example 3), the initial adhesiveness is lowered, and from these comparisons, as a polymer to be blended in the adhesiveness adjusting agent of the present invention, Can understand the necessity of the above.

Examples 11-21
P (MMA / BMA) -1 was used as a copolymer to be blended with the adhesion modifier, and evaluation was carried out by changing the concentration, the type of solvent, or the mucosa modifier used as shown in Table 4. The results are also shown in Table 4, and good evaluation results were obtained in any case. In Table 4, IPA represents isopropyl alcohol (Wako Pure Chemical Industries).

Comparative Example 4
Evaluation was performed in the same manner as in Example 1 except that the concentration of P (MMA / BMA) -1 was 0.1% by mass below the lower limit specified in the present invention. As a result, an evaluation result equivalent to the case where no adhesiveness adjusting agent was used was obtained with the solution having the concentration.

Comparative Example 5
An attempt was made to evaluate in the same manner as in Example 1 except that the concentration of P (MMA / BMA) -1 was set to 40% by mass exceeding the upper limit specified in the present invention. However, at this concentration, it was not completely dissolved in ethyl acetate. Also, the dissolved part was very viscous, and could not be applied to the acrylic plate and could not be evaluated.

Claims (3)

  From an organic solvent solution containing 0.5 to 30% by mass of a polymer having both a monomer unit based on methyl (meth) acrylate and a monomer unit based on (meth) acrylate of an alcohol having 3 or more carbon atoms An adhesiveness adjusting agent between a dental mucosa adjusting material and a (meth) acrylic denture base.   The adhesive modifier according to claim 1, wherein the dental mucosa modifier comprises a plasticizer having a molecular weight of less than 500. The adhesive modifier according to claim 1 or 2, wherein the dental mucosa-adjusting material contains a phthalate ester-based and / or sebacic acid ester-based plasticizer.