Dental polymerizable pulp capping material composition

Abstract

This dental polymerizable pulp capping material composition contains glass and a polymerizable monomer, wherein the glass contains phosphorus, calcium, zinc, and fluorine.

Description

Dental polymerizable pulp-capping composition

[0001] The present invention relates to a dental polymerizable pulp-capping composition.

[0002] In dental treatment, pulp-capping materials directly or indirectly cover the exposed pulp surface during caries treatment, protecting it from external stimuli, regenerating demineralized dentin, and sterilizing the treatment area. Conventional pulp-capping materials, known as MTA (Mineral Trioxide Aggregate) cement, harden through a hydraulic reaction, producing calcium hydroxide to alkalinize the surrounding area, thereby sterilizing the treatment area and regenerating dentin by releasing calcium ions (see, for example, Patent Document 1).

[0003] Furthermore, polymerizable pulp-capping materials, which are obtained by imparting polymerizability to pulp-capping compositions to improve operability, are also widely used (see, for example, Patent Document 2).

[0004] US Patent No. 7,892,342 US Patent Publication No. 2008 / 0318190

[0005] However, conventional polymeric pulp-capping materials are desired to be improved in terms of their affinity to cells (dental pulp cells).

[0006] An object of the present invention is to provide a dental polymerizable pulp-capping material composition having excellent cell affinity.

[0007] One aspect of the present invention is a dental polymerizable pulp-capping composition containing glass and a polymerizable monomer, wherein the glass contains phosphorus, calcium, zinc, and fluorine.

[0008] According to one aspect of the present invention, a dental polymerizable pulp-capping material composition having excellent cell affinity can be provided.

[0009] Hereinafter, embodiments of the present invention will be described in detail.

[0010] The dental polymerizable pulp-capping material composition according to this embodiment contains glass. In this specification, the dental polymerizable pulp-capping material composition is a polymerizable composition used as a pulp-capping material for dental applications. Glass refers to a material that has solidified in an amorphous or amorphous state.

[0011] The glass contained in the dental polymerizable pulp-capping material composition of the present disclosure contains phosphorus (P), calcium (Ca), zinc (Zn), and fluorine (F). Examples of such glasses include phosphate glasses. Phosphate glasses are glasses that contain phosphoric acid as a glass framework component. Phosphate glasses are water-soluble glasses that, when dissolved in water, gradually release the components contained in the glass in the form of ions (hereinafter referred to as sustained release or sustained release properties).

[0012] In the dental polymerizable pulp-capping material composition of the present disclosure, phosphorus (P) contained in the glass is an oxide (phosphorus pentoxide (P ２ O ５ The content of phosphorus contained in the glass is not particularly limited, and for example, it is ２ O ５ The content of is 30% by mass or more and 60% by mass or less, preferably 35% by mass or more and 55% by mass or less, and more preferably 40% by mass or more and 50% by mass or less.

[0013] By containing phosphorus (P) in the glass in the dental polymerizable pulp-capping material composition, the water solubility of the glass can be increased, and the ion sustained release of each component in the glass can be improved. ２ O ５ By containing ４ ３- ) can impart the effects of preventing remineralization of tooth tissue and caries to the dental polymerizable pulp-capping material composition.

[0014] In the dental polymerizable pulp-capping material composition of the present disclosure, calcium (Ca) contained in the glass is contained in the form of an oxide (calcium oxide (CaO)). The calcium content of the glass is not particularly limited, and for example, the CaO content calculated as an oxide is 1% by mass or more and 20% by mass or less, preferably 3% by mass or more and 15% by mass or less, and more preferably 5% by mass or more and 10% by mass or less.

[0015] The glass in the dental polymerizable pulp capping material composition contains calcium (Ca), and calcium ions (Ca２＋ ) can impart the effects of preventing remineralization of tooth tissue and caries to the dental polymerizable pulp-capping material composition.

[0016] In the dental polymerizable pulp-capping material composition of the present disclosure, zinc (Zn) contained in the glass is contained in the form of an oxide (zinc oxide (ZnO)). The amount of zinc contained in the glass is not particularly limited, and for example, the amount of ZnO, calculated as an oxide, is 1% by mass or more and 20% by mass or less, preferably 3% by mass or more and 15% by mass or less, and more preferably 5% by mass or more and 10% by mass or less.

[0017] The glass in the dental polymerizable pulp capping composition contains zinc (Zn), and thus zinc ions (Zn ２＋ ) can impart the effect of soothing the inflamed area to the dental polymerizable pulp-capping material composition.

[0018] In the dental polymerizable pulp-capping material composition of the present disclosure, the content of fluorine (F) contained in the glass is not particularly limited, and is, for example, 1% by mass or more and 20% by mass or less, preferably 3% by mass or more and 15% by mass or less, and more preferably 5% by mass or more and 10% by mass or less.

[0019] The glass in the dental polymerizable pulp capping material composition contains fluorine (F), and thus fluorine ions (F) are released from the glass. － ) can impart the effects of preventing remineralization of tooth tissue and caries to the dental polymerizable pulp-capping material composition.

[0020] The glass contained in the dental polymerizable pulp-capping composition of the present disclosure may further contain aluminum (Al) and potassium (K) as desired.

[0021] When the glass in the dental polymerizable pulp capping material composition contains aluminum (Al), the aluminum (Al) is converted into an oxide (aluminum oxide (Al ２ O ３ The content of aluminum contained in the glass is not particularly limited, and for example, Al in terms of oxide ２ O ３The content of is 1% by mass or more and 10% by mass or less, preferably 2% by mass or more and 9% by mass or less, and more preferably 3% by mass or more and 8% by mass or less.

[0022] By including aluminum (Al) in the glass in the dental polymerizable pulp-capping material composition, the water solubility of the glass is suppressed, the ion release of each component in the glass can be reduced, and the cell affinity of the dental polymerizable pulp-capping material composition can be improved.

[0023] When the glass in the dental polymerizable pulp capping material composition contains potassium (K), the potassium (K) is in the form of an oxide (potassium oxide (K ２ The content of potassium contained in the glass is not particularly limited, and for example, it is ２ The O content is 10% by mass or more and 60% by mass or less, preferably 15% by mass or more and 55% by mass or less, and more preferably 20% by mass or more and 50% by mass or less.

[0024] The glass in the dental polymerizable pulp capping composition contains potassium (K), and thus potassium ions (K) are released from the glass. ＋ ) can impart to the dental polymerizable pulp-capping material composition the effect of alleviating symptoms such as discomfort and pain caused by external stimuli.

[0025] The glass content in the dental polymerizable pulp-capping material composition is not particularly limited, and is, for example, 30% by mass or more and 70% by mass or less, preferably 35% by mass or more and 65% by mass or less, and more preferably 40% by mass or more and 60% by mass or less.

[0026] When the content of the glass is 30% by mass or more, the concentration of each component released from the glass is high, and sufficient remineralization and anti-inflammatory effects are easily obtained.When the content of the glass is 70% by mass or less, the concentration of each component released from the glass in the dental polymerizable pulp-capping material composition is low, and cytotoxicity is unlikely to be exhibited.

[0027] The method for producing the glass contained in the dental polymerizable pulp-capping material composition is not particularly limited. For example, the method for producing the glass includes weighing and mixing raw materials corresponding to the composition of the glass to prepare a raw material composition (raw material composition preparation step), placing the prepared raw material composition in a crucible, heating and melting the raw material composition at a temperature corresponding to the melting point of each raw material contained in the raw material composition, for example, at a temperature of 700°C or higher and 1500°C or lower, and then cooling the same (heating and cooling step).

[0028] The cooling rate during cooling is not particularly limited, but it is preferable to rapidly cool the glass by various rapid cooling methods, such as a twin-roll method or a method in which the molten material is poured onto a metal plate and pressed. After cooling and solidification, the glass can be pulverized to a desired particle size (pulverization step) to produce a powder of the present glass.

[0029] The method for producing the glass may include any additional steps in addition to the steps described above, such as classification so that the resulting glass has a desired particle size distribution.

[0030] When the glass is incorporated into a dental polymerizable pulp-capping composition, the glass is preferably in the form of a powder. The particle size of the glass powder (hereinafter referred to as glass powder) is preferably 2 μm or more and less than 10 μm, more preferably 3 μm or more and less than 9 μm, and even more preferably 4 μm or more and less than 8 μm. Here, the particle size refers to the average particle size defined by the median diameter (D50).

[0031] The glass powder having a particle size of 2 μm or more improves the cell affinity of the dental polymerizable pulp-capping material composition when used as the glass powder of the polymerizable pulp-capping material. Also, the glass powder having a particle size of less than 10 μm increases the concentration of each component released from the polymerizable pulp-capping material containing the glass, thereby imparting sufficient remineralization and anti-inflammatory effects to the dental polymerizable pulp-capping material composition.

[0032] The dental polymerizable pulp-capping material composition according to this embodiment further contains a polymerizable monomer. The polymerizable monomer is a compound that can be polymerized and hardens when the polymerizable monomer is polymerized.

[0033] The polymerizable monomer contained in the dental polymerizable pulp-capping composition of the present disclosure is not particularly limited, but may be, for example, (meth)acrylate. (Meth)acrylate is a compound having a methacryloyloxy group and / or an acryloyloxy group, and refers to either or both of an acrylate and a methacrylate.

[0034] Examples of (meth)acrylates include 2,2-bis[4-(3-(meth)acryloxy-2-hydroxypropoxy)phenyl]propane, [2,2,4-trimethylhexamethylenebis(2-carbamoyloxyethyl)]di(meth)acrylate, triethylene glycol di(meth)acrylate, 2-hydroxy-1,3-di(meth)acryloxypropane, methyl(meth)acrylate, isobutyl(meth)acrylate, benzyl(meth)acrylate, lauryl(meth)acrylate, 2,3-dibromopropyl(meth)acrylate, 2-hydroxyethyl(meth)acrylate, 6-hydroxyhexyl(meth)acrylate, 10-hydroxydecyl(meth)acrylate, propylene glycol mono(meth)acrylate, glycerin mono(meth)acrylate, erythritol mono(meth)acrylate, ethylene glycol di(meth)acrylate, propylene glycol di(meth)acrylate, Acrylate, neopentyl glycol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, 1,10-decanediol di(meth)acrylate, 2,2-bis[4-(2-(meth)acryloyloxyethoxy)phenyl]propane, 2,2-bis[4-(meth)acryloyloxypolyethoxyphenyl]propane, 1,2-bis[3-(meth)acryloyloxy-2-hydroxypropoxy]ethane, pentaerythritol di (meth)acrylate, trimethylolpropane tri(meth)acrylate, trimethylolethane tri(meth)acrylate, tetramethylolmethane tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol hexa(meth)acrylate, N,N'-(2,2,4-trimethylhexamethylene)bis[2-(aminocarboxy)propane-1,3-diol]tetra(meth)acrylate, and the like.

[0035] These polymerizable monomers may be used alone or in combination of two or more. The inclusion of one or more low-viscosity polymerizable monomers improves the operability of the polymerizable dental pulp-capping material composition. Examples of such polymerizable monomers include triethylene glycol dimethacrylate (viscosity at 25°C: 9 mPa·s) and 2-hydroxy-1,3-dimethacryloxypropane (viscosity at 25°C: 37 mPa·s).

[0036] The content of the polymerizable monomer in the dental polymerizable pulp-capping material composition is not particularly limited, but is, for example, 10% by mass or more and 60% by mass or less, preferably 15% by mass or more and 50% by mass or less, and more preferably 20% by mass or more and 40% by mass or less.

[0037] When the content of the polymerizable monomer is 10% by mass or more, the adhesiveness of the dental polymerizable pulp-capping material composition to the dental pulp surface is improved. When the content of the polymerizable monomer is 60% by mass or less, the glass content is relatively increased, and the concentrations of each component released from the polymerizable pulp-capping material are increased, thereby improving the remineralization and anti-inflammatory effects.

[0038] The dental polymerizable pulp-capping material composition of the present disclosure may further contain an X-ray contrast material. Examples of X-ray contrast materials include oxides such as barium oxide, zirconium oxide, strontium oxide, bismuth oxide, and yttrium oxide; sulfates such as barium sulfate, strontium sulfate, and bismuth sulfate; carbonates such as barium carbonate, zirconium carbonate, strontium carbonate, and lanthanum carbonate; fluoride salts such as ytterbium fluoride, yttrium fluoride, and lanthanum fluoride; and glasses containing heavy metals such as barium glass, strontium glass, cesium glass, and lanthanum glass. These X-ray contrast materials may be used alone or in combination of two or more.

[0039] The content of the X-ray contrast material in the dental polymerizable pulp-capping material composition is not particularly limited, and is, for example, 1% by mass or more and 25% by mass or less, preferably 5% by mass or more and 20% by mass or less, and more preferably 10% by mass or more and 15% by mass or less.

[0040] When the content of the X-ray contrast material is 1% by mass or more, the X-ray contrast property of the polymerizable pulp-capping material after polymerization and hardening is improved. When the content of the X-ray contrast material is 25% by mass or less, the content of the glass increases relatively, and the concentration of each component released from the polymerizable pulp-capping material increases, improving the remineralization and anti-inflammatory effects.

[0041] The dental polymerizable pulp-capping material composition of the present invention may further contain a polymerization initiator. When the polymerizable pulp-capping material is polymerized and hardened by irradiating it with visible light, a photopolymerization initiator can be used. When the polymerizable pulp-capping material is polymerized and hardened by chemical polymerization, a chemical polymerization initiator can be used. These polymerization initiators may be used alone or in combination of two or more.

[0042] Examples of photopolymerization initiators include camphorquinone, benzil, diacetyl, benzil dimethyl ketal, benzil diethyl ketal, benzil bis(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, and 2,4-dimethylthioxanthone. , 2,4-diethylthioxanthone, 2,4-diisopropylthioxanthone, 2-chloro-7-trifluoromethylthioxanthone, thioxanthone-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, 2,4,6-trimethylbenzoyldiphenylphosphine oxide, phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, etc. These photopolymerization initiators may be used alone or in combination of two or more.

[0043] The chemical polymerization initiator is not particularly limited, but examples thereof include cumene hydroperoxide / thiourea system, ascorbic acid / Cu ２＋ In addition to oxidation-reduction initiators such as salts, organic sulfinic acid or its salt / amine / inorganic peroxide initiators, tributylborane, organic sulfinic acid, etc. may also be used.

[0044] The content of the polymerization initiator in the dental polymerizable pulp-capping material composition is not particularly limited and is, for example, 0.001% by mass to 10% by mass, preferably 0.01% by mass to 5% by mass, and more preferably 0.05% by mass to 1% by mass. When the content of the polymerization initiator in the dental polymerizable pulp-capping material composition is 0.001% by mass or more, the biocompatibility of the dental polymerizable pulp-capping material composition is improved, and when it is 10% by mass or less, the storage stability of the dental polymerizable pulp-capping material composition is improved.

[0045] The dental polymerizable pulp-capping composition of the present disclosure may further contain a thickener, a tertiary amine, a polymerization inhibitor, and an ultraviolet absorber as desired.

[0046] The thickener may be either an inorganic thickener or an organic thickener. These thickeners may be used alone or in combination of two or more.

[0047] The inorganic thickener is not particularly limited, but examples thereof include fumed silica, zirconia, silica alumina, alumina, glass, titania, calcium carbonate, kaolin, clay, mica, aluminum sulfate, barium sulfate, calcium sulfate, titanium oxide, and calcium phosphate.

[0048] Furthermore, examples of organic thickeners include, but are not limited to, calcium carboxymethylcellulose, sodium carboxymethylcellulose, starch, sodium starch glycolate, sodium starch phosphate, methylcellulose, sodium polyacrylate, alginic acid, sodium alginate, propylene glycol alginate, casein, sodium caseinate, polyethylene glycol, ethyl cellulose, hydroxyethyl cellulose, gluten, locust bean gum, and gelatin.

[0049] The content of the thickener in the dental polymerizable pulp-capping material composition is not particularly limited, but is, for example, 0.1% by mass to 20% by mass, preferably 0.3% by mass to 10% by mass, and more preferably 0.5% by mass to 5% by mass. When the content of the thickener in the dental polymerizable pulp-capping material composition is 0.1% by mass to 20% by mass, it is easy to adjust the viscosity of the dental polymerizable pulp-capping material composition depending on the application, etc.

[0050] The tertiary amine is not particularly limited, and examples thereof include tertiary aliphatic amines such as N,N-dimethylaminoethyl methacrylate and triethanolamine; p-dialkylaminobenzoates such as methyl p-dimethylaminobenzoate, ethyl p-dimethylaminobenzoate, propyl p-dimethylaminobenzoate, amyl p-dimethylaminobenzoate, isoamyl p-dimethylaminobenzoate, ethyl p-diethylaminobenzoate, and propyl p-diethylaminobenzoate; tertiary aromatic amines such as alkyl benzoate, 7-dimethylamino-4-methylcoumarin, N,N-dimethylaniline, N,N-dibenzylaniline, N,N-dimethyl-p-toluidine, N,N-diethyl-p-toluidine, N,N-bis(2-hydroxyethyl)-p-toluidine, N,N,2,4,6-pentamethylaniline, N,N,2,4-tetramethylaniline, and N,N-diethyl-2,4,6-trimethylaniline; and the like.

[0051] These tertiary amines may be used alone or in combination of two or more. Among these, tertiary aromatic amines are preferred, and alkyl p-dialkylaminobenzoates are more preferred.

[0052] The content of the tertiary amine in the dental polymerizable pulp-capping material composition is not particularly limited, but is, for example, 0.01% by mass to 10% by mass, preferably 0.05% by mass to 5% by mass, and more preferably 0.1% by mass to 1% by mass. When the content of the tertiary amine in the dental polymerizable pulp-capping material composition is 0.01% by mass or more, the biocompatibility of the dental polymerizable pulp-capping material composition is improved, and when it is 10% by mass or less, the storage stability of the dental polymerizable pulp-capping material composition is improved.

[0053] The polymerization inhibitor is not particularly limited, but examples thereof include 6-tert-butyl-2,4-xylenol, 2,6-di-tert-butyl-p-cresol, hydroquinone, dibutylhydroquinone, dibutylhydroquinone monomethyl ether, 2,6-di-tert-butylphenol, 4-methoxyphenol, etc. These polymerization inhibitors may be used alone or in combination of two or more.

[0054] The content of the polymerization inhibitor in the dental polymerizable pulp-capping material composition is not particularly limited, but is, for example, 0.0001% by mass to 5% by mass, more preferably 0.001% by mass to 3% by mass, and more preferably 0.08% by mass to 1% by mass. When the content of the polymerization inhibitor in the dental polymerizable pulp-capping material composition is 0.0001% by mass or more, the storage stability of the dental polymerizable pulp-capping material composition is improved, and when it is 5% by mass or less, the biocompatibility of the dental polymerizable pulp-capping material composition is improved.

[0055] The dental polymerizable pulp-capping material composition of the present disclosure contains glass and a polymerizable monomer, and the glass contains phosphorus, calcium, zinc, and fluorine, which improves cell affinity. Furthermore, the dental polymerizable pulp-capping material composition of the present disclosure exhibits excellent tooth remineralization effects, cell affinity, and anti-inflammatory effects while maintaining high sustained ion release.

[0056] The present invention will be further described below using examples. In the following, "parts" and "%" are by mass unless otherwise specified. Various tests and evaluations were performed according to the following methods.

[0057] <Glass powder> Zinc oxide (ZnO), calcium fluoride (CaF ２ ), aluminum oxide (Al ２ O ３ ), phosphorus pentoxide (P ２ O ５ ), and potassium bicarbonate (KHCO ３), and other corresponding raw materials were blended in a predetermined ratio, and then thoroughly mixed and stirred using a mortar. The resulting mixture was placed in a platinum crucible and placed in an electric furnace. The electric furnace was heated to 1300°C, melted, and thoroughly homogenized, and then poured onto a metal plate or metal roller and rapidly cooled to room temperature (approximately 25°C), thereby obtaining a plate-shaped or frit-shaped glass. The obtained glass was pulverized for 20 hours using an alumina ball mill, and then passed through a 120-mesh sieve to prepare powdered glass (glass powder).

[0058] <Composition of Inorganic Particles (Glass Powder)> The composition of the obtained inorganic particles containing glass powder was determined using an X-ray fluorescence analyzer (ZSX Primus II, manufactured by Rigaku Corporation). Table 1 shows the composition of the inorganic particles (unit: mass %). In Table 1, A-1 to A-3 are the obtained glass powders, and B-1 is tricalcium silicate (3CaO.SiO ２ ) powder.

[0059] <Particle size of inorganic particles> The particle size distribution of the obtained inorganic particles including the glass powder was measured using a laser diffraction / scattering particle size distribution analyzer (LA-950, manufactured by HORIBA Co., Ltd.), and the median diameter (D50) was measured as the particle size of the inorganic particles. Table 1 shows the particle sizes (unit: μm) of the inorganic particles.

[0060]

[0061] <Preparation of Dental Polymerizable Pulp-Capping Composition> According to the formulation shown in Table 2, the components were mixed to prepare a dental polymerizable pulp-capping composition.

[0062] Examples and comparative examples will be described below.

[0063] Example 1 A dental polymerizable pulp-capping composition was prepared by blending 18 parts of 2,2-bis[4-(3-methacryloxy-2-hydroxypropoxy)phenyl]propane (hereinafter referred to as Bis-GMA) and 15 parts of triethylene glycol dimethacrylate (hereinafter referred to as TEGDMA) as polymerizable monomers, 50 parts of glass powder A-2 (particle size: 6 μm) as inorganic particles, 13 parts of strontium carbonate as an X-ray contrast material, 3.6 parts of fumed silica as a thickener, 0.1 parts of camphorquinone as a photopolymerization initiator, 0.2 parts of ethyl p-dimethylaminobenzoate as a tertiary amine, and 0.1 parts of 6-tert-butyl-2,4-xylenol as a polymerization inhibitor. The blending composition for Example 1 is shown in Table 1.

[0064] Example 2 14.4 parts of [2,2,4-trimethylhexamethylenebis(2-carbamoyloxyethyl)]dimethacrylate (hereinafter referred to as UDMA), 5.8 parts of TEGDMA, and 8.6 parts of 2-hydroxy-1,3-dimethacryloxypropane (hereinafter referred to as GDMA) were blended as polymerizable monomers, and 54.2 parts of glass powder A-2 (particle size: 6 μm) was blended as inorganic particles. Except for this, a dental polymerizable pulp-capping composition was prepared in the same manner as in Example 1. The blending composition of Example 2 is shown in Table 1.

[0065] [Example 3] 21.7 parts of Bis-GMA and 8 parts of TEGDMA were blended as polymerizable monomers, 56 parts of glass powder A-2 (particle size: 6 μm) as inorganic particles, and 0.9 parts of fumed silica as a thickener. Except for these, a dental polymerizable pulp-capping material composition was prepared in the same manner as in Example 1. The blending composition of Example 3 is shown in Table 1.

[0066] [Example 4] 40 parts of glass powder A-2 (particle size: 6 μm) and inorganic particles B-1 (particle size: 6 μm) were blended as inorganic particles. Except for these, a dental polymerizable pulp-capping material composition was prepared in the same manner as in Example 3. The blending composition of Example 4 is shown in Table 1.

[0067] [Example 5] The blending amount of TEGDMA as a polymerizable monomer was set to 16 parts, 50 parts of glass powder A-1 (particle size: 15 μm) was blended instead of glass powder A-2 as inorganic particles, and the blending amount of fumed silica as a thickener was set to 2.6 parts. Except for these, a dental polymerizable pulp-capping material composition was prepared in the same manner as in Example 1. The blending amount of Example 5 is shown in Table 1.

[0068] [Example 6] 16 parts of Bis-GMA and 22 parts of TEGDMA were blended as polymerizable monomers, and 45 parts of glass powder A-3 (particle size: 1 μm) was used instead of glass powder A-2 as inorganic particles. Except for these, a dental polymerizable pulp-capping material composition was prepared in the same manner as in Example 1. The blending composition of Example 6 is shown in Table 1.

[0069] [Comparative Example 1] Instead of glass powder A-2, 54.2 parts of inorganic particles B-1 (particle size: 6 μm) were blended as inorganic particles. Except for this, a dental polymerizable pulp-capping material composition was prepared in the same manner as in Example 2. The blending composition of Comparative Example 1 is shown in Table 1.

[0070] <Sustained Release> The prepared dental polymerizable pulp-capping material composition was molded into a diameter of 15 mm and a thickness of 1 mm, and photopolymerized and cured using a light irradiator (GC Corporation, G-Light Prima II Plus). The cured product was immersed in 5 mL of distilled water for 24 hours, and the extract was recovered. The calcium and zinc concentrations in the extract were measured using inductively coupled plasma atomic emission spectrometry (Thermo Fisher Scientific). The fluorine concentration was measured using an anion electrode method (HORIBA). The sustained release was evaluated as good for calcium at 30 ppm to 170 ppm, good for zinc at 30 ppm or more, and good for fluorine at 30 ppm or more. The sustained release results are shown in Table 2.

[0071] <pH Measurement> The acidity (pH) of the extract obtained in the sustained-release test was measured using a pH electrode (manufactured by HORIBA). The pH was evaluated according to the following criteria. The pH results are shown in Table 2.

[0072] [Evaluation criteria] Pass: pH is greater than 7 and less than 10 Fail: pH is 10 or greater

[0073] <Remineralization Effect> Bovine dentin was polished with waterproof abrasive paper #400 and immersed in a demineralization solution for 7 days. A 1 mm thick polytetrafluoroethylene seal with a 5 mm diameter hole was attached to the demineralized dentin surface to define the area of ​​the bonded surface. A polymerizable pulp-capping material was applied to the bonded surface of the bovine dentin, and the surface was pressed against a glass plate via a polyethylene film. The specimen was photopolymerized and cured using a light irradiator (GC Corporation, G-Light Prima II Plus) to prepare a test specimen. The test specimen was immersed in a simulated body fluid for 30 days. After immersion, the polymerizable pulp-capping material was removed, and the surface hardness (unit: VH) of the bonded surface was measured using a Vickers hardness tester (Mitutoyo Corporation). The remineralization effect was evaluated according to the following criteria. The results of the remineralization effect are shown in Table 2.

[0074] [Evaluation criteria] Pass: The surface hardness of the dentin after immersion in the biomimetic system is 30 HV or more. Fail: The surface hardness of the dentin after immersion in the biomimetic system is less than 30 HV.

[0075] <Cell affinity> The polymerizable dental pulp-capping material was molded into a diameter of 8 mm and a thickness of 1 mm, and placed in a culture kit (manufactured by CORNING, Transwell (registered trademark)). ５ 500 μL of human dental pulp cells were seeded at a concentration of 100 cells / well and cultured. The cell count on day 1 of culture was measured with an absorbance meter using WST-1 assay reagent. Cell affinity was evaluated according to the following criteria. The results of cell affinity are shown in Table 2.

[0076] [Evaluation criteria] Excellent: The number of cells on the third day of culture was 90% or more compared to the control group. Good: The number of cells on the third day of culture was 70% or more but less than 90% compared to the control group. Poor: The number of cells on the third day of culture was less than 70% compared to the control group.

[0077] <Inflammation suppression effect> The polymerizable dental pulp capping material was molded into a diameter of 8 mm and a thickness of 1 mm, and placed in a culture kit (manufactured by CORNING, Transwell (registered trademark)). ５Human dental pulp cells were seeded at a concentration of 500 μL per well, and lipopolysaccharide (LPS) was added and cultured. The expression level of inflammatory cytokines (IL6) on day 1 of culture was measured using RT-PCR (Real-time PCR system, Thermo Fisher Scientific). The anti-inflammatory effect was evaluated according to the following criteria. The results of the anti-inflammatory effect are shown in Table 2.

[0078] [Evaluation criteria] Excellent: The expression level of inflammatory cytokine (IL6) on the first day of culture is less than 50% compared to the control group. Good: The expression level of inflammatory cytokine (IL6) on the first day of culture is 50% or more but less than 90% compared to the control group. Poor: The expression level of inflammatory cytokine (IL6) on the first day of culture is 90% or more compared to the control group.

[0079] <X-ray contrast property> The X-ray contrast property of the glass composition was measured by the X-ray contrast property test method for dental materials in accordance with ISO 13116:2014. Specifically, first, the optical density or gray value of a test piece (photopolymerized polymerizable dental pulp capping material) having a thickness Ts (unit: mm) was measured. Next, the thickness Ta (unit: mm) of an aluminum plate showing the same optical density or gray value as the test piece having a thickness Ts was determined. The ratio of Ta to Ts (unit: %) was used as the value of X-ray contrast property. The results of X-ray contrast property are shown in Table 2.

[0080] [Evaluation criteria] Pass: X-ray contrast value of 200% or more Fail: X-ray contrast value of less than 200%

[0081]

[0082] As shown in Table 2, the dental polymerizable pulp-capping material compositions in Examples 1 to 6, which contained glass and a polymerizable monomer, and in which the glass contained phosphorus, calcium, zinc, and fluorine, were excellent in sustained release, pH, remineralization effect, cell affinity, and anti-inflammatory effect. Furthermore, in Examples 1 to 6, the compositions further contained an X-ray contrast material, which resulted in excellent X-ray contrast properties.

[0083] On the other hand, in Comparative Example 1, even though the dental polymerizable pulp-capping material composition contained glass and a polymerizable monomer, the dental polymerizable pulp-capping material composition in which the glass did not contain phosphorus, zinc, or fluorine was poor in all aspects of sustained release, pH, remineralization effect, cell affinity, and anti-inflammatory effect.

[0084] Preferred embodiments of the present invention will be described below.

[0085] <1> A dental polymerizable pulp-capping composition containing glass and a polymerizable monomer, wherein the glass contains phosphorus, calcium, zinc, and fluorine.

[0086] <2> The dental polymerizable pulp-capping material composition according to <1>, wherein the glass content is 30% by mass or more and 70% by mass or less.

[0087] <3> The dental polymerizable pulp-capping material composition according to <1> or <2>, wherein the content of the polymerizable monomer is 10% by mass or more and 60% by mass or less.

[0088] <4> The dental polymerizable pulp-capping material composition according to any one of <1> to <3>, wherein the particle diameter of the glass is 2 μm or more and less than 10 μm.

[0089] <5> The dental polymerizable pulp-capping material composition according to any one of <1> to <4>, which contains an X-ray contrast material.

[0090] Although the embodiments of the present invention have been described above, the present invention is not limited to the specific embodiments, and various modifications and changes are possible within the scope of the invention described in the claims.

[0091] This application claims priority based on Japanese Patent Application No. 2024-048964, filed on March 26, 2024, the entire contents of which are incorporated herein by reference.

Claims

1. A dental polymerizable pulp-capping composition comprising glass and a polymerizable monomer, wherein the glass contains phosphorus, calcium, zinc, and fluorine.

2. The dental polymerizable pulp-capping composition according to claim 1, wherein the glass content is 30% by mass or more and 70% by mass or less.

3. The dental polymerizable pulp-capping material composition according to claim 1, wherein the content of the polymerizable monomer is 10% by mass or more and 60% by mass or less.

4. The dental polymerizable pulp-capping composition according to claim 1, wherein the particle size of the glass is 2 μm or more and less than 10 μm.

5. A dental polymerizable pulp-capping composition according to any one of claims 1 to 4, which contains an X-ray contrast material.

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