Two-part dental filling material composition, and root canal filling composition

Abstract

To provide a two-component dental filling material composition that allows for sufficient operating time and possesses bactericidal properties. [Solution] The two-component dental filling composition comprises a first component and a second component, the first component comprising a calcium compound, the second component comprising a polycarboxylic acid, the first component and the second component comprising a non-aqueous dispersion medium, and the first component and the second component substantially contain no water.

Description

Technical Field

[0001] The present invention relates to a two-component dental filling material composition and a root canal filling composition.

Background Art

[0002] Dental filling material compositions are dental materials filled into dental cavities and the like. Among dental filling material compositions, root canal filling compositions are used to prevent the invasion of bacteria into the root canal. Root canal filling compositions are temporarily used as a preliminary step to fill the root canal with a final root canal filling material such as gutta-percha in a form that facilitates root canal filling after removing the pulp tissue during root canal treatment of a tooth, or are used together with gutta-percha and the like to fill the root canal.

[0003] As a conventional dental filling material composition, a calcium hydroxide-based root canal filling material that sterilizes the inside of the root canal by utilizing the strong alkalinity of calcium hydroxide is known (see, for example, Patent Document 1). Further, as a two-component dental filling material composition, a two-paste type root canal filling sealer composition that can be easily kneaded and is less likely to have differences in the amount of two components taken and the degree of kneading due to differences among operators, and thus has stable properties, is known (see, for example, Patent Document 2).

Prior Art Documents

Patent Documents

[0004]

Patent Document 1

Patent Document 2

Summary of the Invention

Problems to be Solved by the Invention

[0005] However, although the operability of conventional dental filling material compositions is improved by making them two-component, a two-component dental filling material composition with sufficient operation margin time and bactericidal properties has not been disclosed.

[0006] The object of the present invention is to provide a two-component dental filling material composition that provides sufficient working time and has bactericidal properties. [Means for solving the problem]

[0007] One aspect of the present invention is a two-component dental filling composition comprising a first component and a second component, wherein the first component comprises a calcium compound, the second component comprises a polycarboxylic acid, the first component and the second component comprise a non-aqueous dispersion medium, and the first component and the second component substantially contain no water. [Effects of the Invention]

[0008] According to one aspect of the present invention, a two-component dental filling material composition can be provided that offers sufficient operating time and possesses bactericidal properties. [Modes for carrying out the invention]

[0009] The embodiments for carrying out the present invention will be described in detail below.

[0010] The two-component dental filling material composition of this embodiment comprises a first component and a second component. In this specification, a dental filling material is a dental material used to fill cavities and the like within the structure of a tooth. The first component and the second component are preferably in the form of a paste. The two-component dental filling material composition is obtained as a paste by mixing these first and second components.

[0011] The first agent contains a calcium compound. Because the first agent contains a calcium compound, the calcium compound leaches from the mixture with the second agent into the water in the body, raising the pH and imparting bactericidal properties. Furthermore, the release of calcium ions from the mixture is expected to produce bioactive effects such as remineralization.

[0012] Examples of calcium compounds include calcium hydroxide, calcium carbonate, tricalcium phosphate, hydroxyapatite, calcium aluminate, calcium silicate, calcium silicate glass, calcium aluminosilicate glass, calcium aluminofluorosilicate glass, calcium oxide, calcium patentate, calcium tungstate, calcium ascorbate, calcium gluconate, calcium phytate, calcium lactate, and calcium sulfate. Among these, calcium hydroxide, calcium carbonate, and tricalcium phosphate are preferred. Two or more calcium compounds may be used in combination.

[0013] The calcium compound content in the first component is preferably 3% to 70% by mass, more preferably 5% to 60% by mass, and even more preferably 10% to 50% by mass. A calcium compound content of 3% to 70% by mass in the first component ensures that the resulting two-component dental filling composition reliably possesses bactericidal properties.

[0014] The second agent contains a polycarboxylic acid. The polycarboxylic acid may be either a homopolymer or a copolymer of carboxylic acids. The inclusion of a polycarboxylic acid in the second agent improves its mixability with the first agent. Furthermore, the mixture of the second agent and the first agent can harden even if it contains substantially no water.

[0015] Polyacrylic acid compounds are preferred as the polycarboxylic acid. Examples of polyacrylic acid compounds include polyacrylic acid, polyacrylic acid maleic acid copolymer, polyacrylic itaconic acid copolymer, polyacrylic fumaric acid copolymer, polyacrylic anhydride maleic acid copolymer, polyacrylic glutaconic acid copolymer, polyacrylic citraconic acid copolymer, polyacrylic acid utraconic acid copolymer, and polyacrylic aconitic acid copolymer. Two or more polycarboxylic acids may be used in combination.

[0016] The polycarboxylic acid content in the second agent is preferably 15% by mass or more and 70% by mass or less, more preferably 20% by mass or more and 65% by mass or less, and even more preferably 25% by mass or more and 60% by mass or less. A polycarboxylic acid content of 15% by mass or more and 70% by mass or less in the second agent allows the mixture to be cured without reducing its mixability with the first agent.

[0017] The weight-average molecular weight Mw of the polycarboxylic acid is preferably 1,000 to 50,000, more preferably 2,000 to 40,000, and even more preferably 3,000 to 30,000. When the weight-average molecular weight Mw of the polycarboxylic acid is 1,000 to 50,000, the mixability of the two-component dental filling composition can be improved.

[0018] The first and second components contain a non-aqueous dispersion medium. The non-aqueous dispersion medium is preferably a water-soluble organic solvent.

[0019] Examples of water-soluble organic solvents include polyethylene glycol, polypropylene glycol, glycerin, propylene glycol, butanediol, pentanediol, hexanediol, polyethylene propylene glycol, polybutylene glycol, polybutylene propylene glycol, polyethylene alkyl ether, polypropylene alkyl ether, polybutylene alkyl ether, polyethylene alkyl ether, polypropylene alkyl ether, polybutylene alkyl ether, ethanol, propanol, butanol, toluene, liquid paraffin, saturated fatty acids, unsaturated fatty acids, mixtures of saturated and unsaturated fatty acids, and hydrogenated polyisobutene. Examples of saturated fatty acids include butyric acid, valeric acid, caproic acid, enanthic acid, caprylic acid, pelargonic acid, capric acid, laric acid, myristic acid, pentadecyl acid, palmitic acid, and stearic acid, while examples of unsaturated fatty acids include palmitoleic acid, oleic acid, linoleic acid, and linolenic acid.

[0020] The content in the first agent of the non-aqueous dispersion medium is preferably 10% by mass or more and 90% by mass or less, more preferably 15% by mass or more and 85% by mass or less, and still more preferably 20% by mass or more and 80% by mass or less. Further, the content in the second agent of the non-aqueous dispersion medium is preferably 15% by mass or more and 70% by mass or less, more preferably 20% by mass or more and 65% by mass or less, and still more preferably 25% by mass or more and 60% by mass or less.

[0021] <OOO0084>The first agent and the second agent substantially do not contain water. In this specification, "substantially do not contain water" means that water is not actively added, and does not exclude water inevitably mixed in the production of the first agent and the second agent. For example, the content of water inevitably contained in the first agent and the second agent is preferably less than 1% by mass in the first agent and the second agent, respectively.

[0022] Since the first agent and the second agent substantially do not contain water, the curing time of the kneaded product obtained by kneading the first agent and the second agent can be delayed, so that the working time of the two-component dental filling material composition becomes longer.

[0023] The first agent and the second agent may further contain an inorganic filler. The inorganic filler is selected according to the purpose.

[0024] It should be noted that in the translation of line 3, "OOO0084" in the original text seems to be an incorrect tag, and it is translated as "<OOO0084>" as it is. If this is a real error in the original text, it may need to be corrected in the source material for a more accurate translation.Examples of the inorganic filler include zirconium oxide, silica, barium sulfate, fluoroaluminosilicate glass, titanium oxide, quartz, colloidal silica, fused silica, ultrafine silica, fumed silica, surface-treated fumed silica, magnesium oxide, zinc oxide, aluminum oxide, strontium fluoride, mica, aluminum sulfate, strontium hydroxide, zinc fluoride, ytterbium fluoride, zeolite, aluminum nitride, magnesium silicate, montmorillonite, saponite, beidellite, vermiculite, sauconite, stibnite, hectorite, smectite, nontronite, sepiolite, basic bismuth carbonate, bismuth oxide, strontium aluminosilicate glass, strontium aluminofluorosilicate glass, and the like. Two or more of these inorganic fillers may be used in combination.Of these, zirconium oxide and barium sulfate are preferable in that they impart X-ray contrast to the two-paste type dental filling material composition. Silica is preferable in that it adjusts the viscosity of the kneaded product of the first paste and the second paste.

[0025] The content of the inorganic filler in the first paste is preferably 0% by mass or more and 70% by mass or less, more preferably 0% by mass or more and 65% by mass or less, and still more preferably 0% by mass or more and 60% by mass or less. The content of the inorganic filler in the second paste is preferably 0% by mass or more and 60% by mass or less, more preferably 0% by mass or more and 55% by mass or less, and still more preferably 0% by mass or more and 50% by mass or less.

[0026] The particle size of the inorganic filler is preferably 0.02 μm or more and 20 μm or less, more preferably 0.05 μm or more and 18 μm or less, and still more preferably 0.07 μm or more and 17 μm or less in terms of median diameter. In this specification, the median diameter indicates the particle size (D50) at which the volume-based cumulative distribution measured by the laser diffraction / scattering method is 50%. When the particle size of the inorganic filler is 0.02 μm or more and 20 μm or less, it is possible to prevent a decrease in the kneadability between the first paste and the second paste.

[0027] The first and / or second component may contain other components to the extent that they do not affect the properties of the two-component dental filling composition. Examples of other components include surfactants, which improve the mixing properties of the first and second components.

[0028] The amounts of the first and second components are not particularly limited, but for example, the volume ratio in the two-component dental filling material composition is preferably 1:3 to 5:1, more preferably 1:2 to 4:1, and even more preferably 1:1 to 3:1. When the amounts of the first and second components are blended in a volume ratio of 1:3 to 5:1 in the two-component dental filling material composition, the two-component dental filling material composition can be cured even if the working time for the two-component dental filling material composition is extended.

[0029] In the two-component dental filling composition of this embodiment, the pH of the mixture of the first and second components is preferably 6.9 or higher, more preferably 7 or higher, and even more preferably 9 or higher. While there is no upper limit to the pH of the mixture of the first and second components, it is generally 13 or lower due to the calcium contained in the first component.

[0030] As described above, the two-component dental filling composition of this embodiment contains a calcium compound in the first component, a polycarboxylic acid in the second component, a non-aqueous dispersion medium in both the first and second components, and substantially no water in both components. This moderately increases the time it takes for the mixture to harden, thus increasing the working time. Furthermore, because it hardens reliably even with an extended working time, it can be filled into the oral cavity and exhibit antibacterial properties in the oral cavity.

[0031] As described above, the two-component dental filling composition of this embodiment has improved mixability with the first component, as the polycarboxylic acid contained in the second component is a polyacrylic acid compound, and the mixed material can harden even without water.

[0032] As described above, the two-component dental filling composition of this embodiment has high bactericidal properties while maintaining a long working time, because the calcium compound contained in the first component is selected from the group consisting of calcium hydroxide, calcium carbonate, and tricalcium phosphate.

[0033] As described above, the two-component dental filling composition of this embodiment improves the mixing properties of the first and second components even without substantially containing water, because the non-aqueous dispersion medium contained in the first and second components is a water-soluble organic solvent.

[0034] As described above, the two-component dental filling material composition of this embodiment has a pH of 6.9 or higher for the mixture of the first and second components, which allows the two-component dental filling material composition to harden even if the handling time for the composition is extended. Furthermore, the hardened two-component dental filling material composition can maintain high bactericidal properties in the oral cavity.

[0035] The two-component dental filling material composition of this embodiment is used as a dental filling material, and preferably as a root canal filling composition. That is, the root canal filling composition of this embodiment preferably contains the two-component dental filling material composition of this embodiment.

[0036] The root canal filling composition of this embodiment contains the two-component dental filling material composition of this embodiment, thereby achieving the effects of the two-component dental filling material composition of this embodiment. Specifically, the root canal filling composition of this embodiment comprises a first component and a second component, the first component containing a calcium compound, the second component containing a polycarboxylic acid, the first and second components containing a non-aqueous dispersion medium, and the first and second components substantially free of water, thereby increasing the handling time and enabling bactericidal activity in the oral cavity. [Examples]

[0037] The following describes embodiments of the present invention, but the present invention is not limited to these embodiments. In the following, unitless numerical values ​​are based on mass unless otherwise specified.

[0038] (Examples 1-28, Comparative Examples 1-7) Paste A (corresponding to the first component) and Paste B (corresponding to the second component) were prepared with the compositions (parts by mass) shown in Table 1. Paste A and Paste B were then mixed in a volume ratio of 1.9:1 to obtain a mixed product (corresponding to a two-component dental filling material composition).

[0039] [Table 1]

[0040] [Table 2]

[0041] [Table 3]

[0042] The details of each ingredient in Tables 1 to 3 are as follows:

[0043] • Calcium hydroxide (manufactured by Hayashi Pure Chemical Industries, Ltd., Grade 1 calcium hydroxide) • Calcium carbonate (manufactured by Hayashi Pure Chemical Industries, Ltd., Grade 1 calcium carbonate) • Tricalcium phosphate (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd., tricalcium phosphate, food additive) • Polyethylene glycol Mw200 (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd., Polyethylene glycol 200 Wako Grade 1) • Polyethylene glycol Mw600 (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd., Polyethylene glycol 600 Wako Grade 1) • Polypropylene glycol Mw400 (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd., Polypropylene Glycol 400) • Polypropylene glycol Mw1000 (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd., polypropylene glycol 1,000) • Glycerin (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd., reagent grade glycerin) • Propylene glycol (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd., Propylene Glycol Wako Grade 1) • 1,3-Butanediol (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd., 1,3-Butanediol Wako Special Grade) • 1,2-Pentanediol: (Manufactured by Fujifilm Wako Pure Chemical Industries, Ltd., 1,2-pentanediol) • Zirconium oxide (particle size D50 = 0.07~0.27 μm) (manufactured by Daiichi Rare Elements Chemical Industry Co., Ltd., UEP(registered trademark)-50 Zirconium Oxide) • Zirconium oxide (particle size D50 = 1.00~3.00 μm) (manufactured by Daiichi Rare Elements Chemical Industry Co., Ltd., SPZ (registered trademark) Zirconium Oxide) • Zirconium oxide (particle size D50 = 16.7 μm) (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd., zirconium oxide) • Crystalline silica (particle size D50 = 6 μm) (manufactured by Ryusen Co., Ltd., Crystallite® AA) • Water (distilled water) • Polyacrylic acid Mw5000 (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd., Polyacrylic acid 5,000 Wako Grade 1) • Polyacrylic acid Mw25000 (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd., Polyacrylic acid 25,000 Wako Grade 1) • Polyacrylate-co-maleic acid ring-opening polymer Mw3000 (manufactured by Sigma-Aldrich, poly(acrylate-co-maleic acid) solution)

[0044] <Operation Time> The working time was measured in accordance with the ISO 6876:2012 specification for root canal filling materials. To measure the working time, a mixed paste of paste A and paste B was first placed in a plastic syringe, and 0.05 ml of the mixed paste was dispensed from the syringe into the center of a glass plate. Three minutes after the start of mixing pastes A and B, an upper glass plate (20 g) and a weight (100 g) [total weight 120 g] were placed on the surface of the mixed paste. Seven minutes after placing the weight, the upper glass plate was removed, and the minimum and maximum diameters of the mixed paste were measured. The working time test was repeated for each example and comparative example, gradually increasing the time interval from the start of mixing to the placement of the upper glass plate. The working time was calculated when the diameter of the mixed paste disc fell below 17 mm. A total of three samples were measured for each change in the time interval. The working time test was conducted at room temperature. The test was conducted using a viscometer (RE-85U, manufactured by Toki Sangyo Co., Ltd.), with measurements taken while maintaining a constant temperature in 23°C constant-temperature water. A cone rotor number of 3°×R7.7 was used, and measurements were taken at a shear rate of 100 (1 / sec). The operation time was checked between 1 and 120 minutes and evaluated according to the following criteria.

[0045] [Evaluation Criteria] Excellent: 30min or more and 80min or less Good: 10 min to 30 min or 80 min to 120 min Possible: 1 min or more and 10 min or less Not allowed: Less than 1 minute or more than 120 minutes

[0046] <Curing time> The curing time was measured in accordance with the ISO 6876:2012 specification for root canal filling materials. For curing time measurement, three samples were prepared for each example and comparative example, by first mixing paste A and paste B and placing them in a plastic ring with an inner diameter of 10 mm and a thickness of 2 mm. Then, each sample was cultured in an environment of 37±1℃ and humidity of 90% or higher. Using a Vicat needle device with a total weight of 400 g, indentations were made on the surface of the sample at 1-minute intervals. The curing time was calculated as the time from the start of mixing for each sample until the needle could no longer make a visible indentation on the cement surface. The average curing time of the three samples for each example and comparative example was used. The curing time was confirmed between 10 and 120 min (minutes) and evaluated according to the following criteria.

[0047] [Evaluation Criteria] Excellent: 60min or more and 240min or less Good: 10 min to 30 min or 240 min to 480 min Possible: 480 min or more and 720 min or less Not allowed: Less than 10 minutes or more than 720 minutes

[0048] <pH of the paste> Paste A and Paste B were mixed together, placed in a mold, and hardened into a cylindrical shape measuring φ6mm x 12mm. This sample was then stored in 7.5ml of distilled water for 7 days. After storage, the sample was removed and its pH was measured using a pH meter (HOLIBA, LAQUA® F-73, benchtop pH meter). The pH of the mixed material was evaluated according to the following criteria.

[0049] [Evaluation Criteria] Good: pH 6.9 or higher (high bactericidal properties) Unacceptable: pH below 6.9 (insufficient sterilization effect)

[0050] Tables 1 and 2 show that in Examples 1 to 28, the working time, curing time, and pH of the mixture were all good. On the other hand, Table 3 shows that in Comparative Examples 1 to 7, the working time and curing time were poor. From these results, it was found that the mixture of paste A and paste B, in which paste A contains a calcium compound, paste B contains a polycarboxylic acid, pastes A and B contain a non-aqueous dispersion medium, and pastes A and B substantially do not contain water, provides sufficient working time and exhibits high bactericidal activity.

[0051] Although embodiments of the present invention have been described above, the present invention is not limited to any particular embodiment, and various modifications and changes are possible within the scope of the invention as described in the claims.

[0052] The embodiments disclosed above include, for example, the following aspects.

[0053] <1> A two-component dental filling material composition comprising a first component and a second component, The first agent contains a calcium compound, The second agent comprises a polycarboxylic acid, The first agent and the second agent each contain a non-aqueous dispersion medium. The first and second agents contain substantially no water. A two-part dental filling material composition.

[0054] <2> The aforementioned polycarboxylic acid is a polyacrylic acid compound. <1> The two-component dental filling material composition described above.

[0055] <3> The calcium compound is at least one selected from the group consisting of calcium hydroxide, calcium carbonate, and tricalcium phosphate. <1> or <2> The two-component dental filling material composition described above.

[0056] <4> The non-aqueous dispersion medium is a water-soluble organic solvent. <1> ~ <3> A two-component dental filling material composition as described in any one of the following.

[0057] <5> The pH of the mixture of the first agent and the second agent is 6.9 or higher. <1> ~ <4> A two-component dental filling material composition as described in any one of the following.

[0058] <6> <1> ~ <5> A two-component dental filling material composition comprising any one of the following: Composition for root canal filling.

Claims

1. A two-component dental filling material composition comprising a first component and a second component, The first agent contains a calcium compound, The second agent comprises a polycarboxylic acid, The first agent and the second agent each contain a non-aqueous dispersion medium. The first and second agents substantially contain no water. A two-part dental filling material composition.

2. The aforementioned polycarboxylic acid is a polyacrylic acid compound. The two-component dental filling material composition according to claim 1.

3. The calcium compound is at least one selected from the group consisting of calcium hydroxide, calcium carbonate, and tricalcium phosphate. The two-component dental filling material composition according to claim 1.

4. The non-aqueous dispersion medium is a water-soluble organic solvent. The two-component dental filling material composition according to claim 1.

5. The pH of the mixture of the first agent and the second agent is 6.9 or higher. The two-component dental filling material composition according to claim 1.

6. A two-component dental filling composition according to any one of claims 1 to 5, Composition for root canal filling.

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