Oral composition

The combination of a specific unsaturated fatty acid ester and organic acid in oral compositions significantly improves plaque removal and storage stability, addressing the limitations of existing technologies.

JP7742747B2Active Publication Date: 2025-09-22KAO CORP
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Patent Information

Application Number
JP2021154821
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2021-09-22
Publication Date
2025-09-22
Estimated Expiration
2041-09-22

AI Technical Summary

Technical Problem

Existing oral compositions do not effectively enhance plaque removal and lack stability in storage.

Method used

An oral composition comprising a specific ester of an unsaturated fatty acid and a polyhydric alcohol, combined with a specific organic acid or its salt, within a controlled molar ratio, to improve plaque removal and maintain storage stability.

Benefits of technology

The composition dramatically enhances plaque removal from tooth surfaces while ensuring good storage stability, maintaining transparency or preventing separation.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide an oral composition having a superior effect of dental plaque removal.SOLUTION: An oral composition contains following components (A) and (B): (A) an ester of an unsaturated fatty acid having a C10-22 hydrocarbon group and a polyhydric alcohol of 0.0005 mass% or more and 4 mass% or less and (B) an organic acid having a carboxy group or a salt thereof, with the molar ratio between the content of the component (B) and the content of the component (A) ((B)mol / (A)mol) of 0.4 or more and 27 or less.SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to an oral composition. [Background technology]

[0002] BACKGROUND ART Fatty acid esters and organic acids have traditionally been used as components capable of providing desired effects in oral compositions such as toothpastes and mouthwashes. For example, Patent Document 1 discloses a cosmetic or external skin preparation comprising a diester of a saturated branched dihydric alcohol having 6 to 9 carbon atoms and neopentanoic acid. Furthermore, Patent Document 2 discloses an oral composition that contains an inorganic acid and / or an organic acid, a fluoride ion donating compound, and an anionic surfactant, and further contains a polyglycerol fatty acid ester, a sorbitan fatty acid ester, etc., in combination, so that the composition does not leave an astringent or bitter taste in the mouth and has an excellent feel when used. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] Japanese Patent Application Laid-Open No. 2005-206573 [Patent Document 2] Japanese Patent Application Laid-Open No. 2004-224778 Summary of the Invention [Problem to be solved by the invention]

[0004] In this context, the present inventors have newly discovered that the combined use of a specific fatty acid ester and a specific organic acid can exert an excellent effect of removing plaque in the oral cavity. On the other hand, none of Patent Documents 1 and 2 above considers removing plaque in the oral cavity, and there is still room for improvement in terms of enhancing the effect of removing plaque.

[0005] That is, the present invention relates to an oral composition that has excellent plaque removal effect. [Means for solving the problem]

[0006] After extensive research, the present inventors have discovered that an oral composition that can dramatically improve plaque removal effects can be obtained by incorporating a specific amount of an ester of a specific unsaturated fatty acid and a polyhydric alcohol, as well as a specific organic acid or a salt thereof, and controlling the molar ratio of these within a specific range.

[0007] Accordingly, the present invention provides a composition comprising the following components (A) and (B): (A) Ester of an unsaturated fatty acid having a hydrocarbon group having 10 to 22 carbon atoms and a polyhydric alcohol: 0.0005% by mass to 4% by mass (B) an organic acid having a carboxy group or a salt thereof The molar ratio of the content of component (B) to the content of component (A) ((B) mol / (A) mol ) is 0.4 or more and 27 or less. [Effects of the Invention]

[0008] The oral composition of the present invention can dramatically improve the effect of removing plaque that has firmly adhered to the tooth surface. The oral composition of the present invention also has good storage stability. DETAILED DESCRIPTION OF THE INVENTION

[0009] The present invention will be described in detail below. The oral composition of the present invention contains, as component (A), 0.0005% by mass to 4% by mass of an ester of an unsaturated fatty acid having a hydrocarbon group containing from 10 to 22 carbon atoms and a polyhydric alcohol. Component (A) is an ester formed from a specific unsaturated fatty acid and a polyhydric alcohol, and has a high affinity for plaque. Therefore, when used in combination with component (B), which will be described later, it can exhibit a dramatically improved plaque removal effect.

[0010] The number of carbon atoms in the hydrocarbon group of the unsaturated fatty acid forming the ester of component (A) is 10 or more, preferably 12 or more, more preferably 14 or more, even more preferably 16 or more, and even more preferably 18 or more, from the viewpoint of increasing affinity for plaque and improving plaque removal effect, and is 22 or less, preferably 20 or less, from the viewpoint of ensuring good storage stability. Specific examples of such hydrocarbon groups include one or more selected from palmitoleic acid, oleic acid, linoleic acid, and linolenic acid. Of these, one or more selected from oleic acid, palmitoleic acid, and linoleic acid are preferred, with oleic acid being more preferred, from the viewpoint of effectively enhancing plaque removal effect.

[0011] The polyhydric alcohol forming the ester of component (A) can be a linear or cyclic polyhydric alcohol having 1 to 4, preferably 2 to 3, hydroxyl groups, from the viewpoint of improving the plaque removal effect. Specific examples include one or more selected from ethylene glycol, propylene glycol, glycerin, polyethylene glycol, sorbitan, sorbitol, and pentaerythritol. Of these, one or more selected from propylene glycol, polyethylene glycol, glycerin, and sorbitan are preferred, and one or two selected from glycerin and sorbitan are more preferred.

[0012] Component (A) is preferably one or more selected from glycerin monooleate, glycerin monolinoleate, glycerin trilinoleate, glycerin trilinolenate, polyglyceryl oleate, polyethylene glycol oleate, sorbitan monooleate, sorbitan monolinoleate, sorbitan sesquioleate, propylene glycol monooleate, and polyethylene glycol monooleate. Among them, from the viewpoint of exhibiting an excellent plaque removal effect through interaction with component (B) described later, one or more selected from monoesters, diesters, and mixtures thereof are more preferred, one or more selected from glycerin monooleate, sorbitan monooleate, and sorbitan sesquioleate are even more preferred, and glycerin monooleate is even more preferred.

[0013] From the viewpoint of effectively removing plaque adhering to tooth surfaces, the content of component (A) in the oral composition of the present invention is 0.0005% by mass or more, preferably 0.001% by mass or more, more preferably 0.01% by mass or more, and even more preferably 0.05% by mass or more. Furthermore, from the viewpoint of ensuring good storage stability while exhibiting excellent plaque removal effects, the content of component (A) in the oral composition of the present invention is 4% by mass or less, preferably 3% by mass or less, more preferably 1% by mass or less, and even more preferably 0.8% by mass or less. Furthermore, the content of component (A) in the oral composition of the present invention is 0.0005% by mass or more and 4% by mass or less, preferably 0.001 to 3% by mass, more preferably 0.01 to 1% by mass, and even more preferably 0.05 to 0.8% by mass.

[0014] More specifically, when the oral composition of the present invention is a liquid oral composition such as mouthwash or liquid toothpaste, the content of component (A) in the oral composition of the present invention is preferably 0.0005% by mass or more, more preferably 0.001% by mass or more, even more preferably 0.01% by mass or more, still more preferably 0.05% by mass or more, and preferably 4% by mass or less, more preferably 3% by mass or less, even more preferably 0.8% by mass or less, still more preferably 0.6% by mass or less, still more preferably 0.2% by mass or less, still more preferably 0.1% by mass or less, and still more preferably 0.08% by mass or less. Furthermore, when the oral composition of the present invention is a liquid oral composition such as a mouthwash or liquid toothpaste, the content of component (A) in the oral composition of the present invention is, from the same viewpoint, preferably 0.05 mmol / L or more, more preferably 0.5 mmol / L or more, even more preferably 1 mmol / L or more, preferably 100 mmol / L or less, more preferably 50 mmol / L or less, even more preferably 30 mmol / L or less, and even more preferably 10 mmol / L or less.

[0015] Furthermore, when the oral composition of the present invention is a solid oral composition (solid dentifrice composition) such as a toothpaste or a tooth powder, the content of component (A) in the oral composition of the present invention is preferably 0.001% by mass or more, more preferably 0.01% by mass or more, even more preferably 0.1% by mass or more, and preferably 4% by mass or less, more preferably 3% by mass or less, even more preferably 2% by mass or less.

[0016] The oral composition of the present invention contains a carboxyl-containing organic acid or its salt as component (B). By including component (B), in addition to the high affinity for plaque provided by component (A), the composition can synergistically enhance the plaque removal effect through interaction with calcium ions near the tooth surface.

[0017] Specific examples of component (B) include one or more selected from citric acid, malic acid, tartaric acid, succinic acid, lactic acid, L-aspartic acid, glutamic acid, and salts thereof. Among these, organic acids having two or more carboxyl groups or their salts are preferred from the viewpoint of effectively enhancing the plaque removal effect. Specific examples include one or more selected from citric acid, malic acid, tartaric acid, succinic acid, L-aspartic acid, glutamic acid, and salts thereof, more preferably one or more selected from L-aspartic acid, glutamic acid, malic acid, tartaric acid, and salts thereof, and more preferably one or more selected from L-aspartic acid, glutamic acid, and salts thereof. Potassium or sodium salts are preferred as these salts.

[0018] From the viewpoint of effectively promoting the exertion of the plaque removal effect, the content of component (B) in the oral composition of the present invention is preferably 0.005% by mass or more, more preferably 0.02% by mass or more, even more preferably 0.05% by mass or more, still more preferably 0.1% by mass or more, and even more preferably 0.25% by mass or more, calculated as an acid. From the viewpoints of flavor and storage stability, the content of component (B) in the oral composition of the present invention is preferably 10% by mass or less, more preferably 8% by mass or less, even more preferably 4% by mass or less, and even more preferably 2% by mass or less. The content of component (B) in the oral composition of the present invention is preferably 0.005% by mass or more and 10% by mass or less, more preferably 0.02 to 8% by mass, even more preferably 0.05 to 4% by mass, still more preferably 0.1 to 2% by mass, and even more preferably 0.2 to 2% by mass.

[0019] More specifically, when the oral composition of the present invention is a liquid oral composition such as a mouthwash or a liquid dentifrice, the content of component (B) in the oral composition of the present invention is preferably 0.005% by mass or more, more preferably 0.01% by mass or more, even more preferably 0.05% by mass or more, still more preferably 0.1% by mass or more, and even more preferably 0.2% by mass or more. Also, from the viewpoints of flavor and storage stability, the content of component (B) in the oral composition of the present invention is preferably 10% by mass or less, more preferably 8% by mass or less, even more preferably 5% by mass or less, still more preferably 3% by mass or less, even more preferably 1.5% by mass or less, even more preferably 0.8% by mass or less, and even more preferably 0.5% by mass or less. Furthermore, when the oral composition of the present invention is a liquid oral composition such as mouthwash or liquid toothpaste, the content of component (B) in the oral composition of the present invention is, from the same viewpoint, preferably 0.4 mmol / L or more, more preferably 0.8 mmol / L or more, even more preferably 4 mmol / L or more, still more preferably 8 mmol / L or more, still more preferably 15 mmol / L or more, preferably 750 mmol / L or less, more preferably 600 mmol / L or less, still more preferably 350 mmol / L or less, still more preferably 200 mmol / L or less, and still more preferably 100 mmol / L or less.

[0020] Furthermore, when the oral composition of the present invention is a solid oral composition (solid dentifrice composition) such as a toothpaste or a tooth powder, the content of component (B) in the oral composition of the present invention is preferably 0.01% by mass or more, more preferably 0.2% by mass or more, even more preferably 0.4% by mass or more, and even more preferably 0.8% by mass or more, from the viewpoint of effectively promoting the exertion of the plaque removal effect. Also, from the viewpoints of flavor and storage stability, the content of component (B) in the oral composition of the present invention is preferably 15% by mass or less, more preferably 10% by mass or less, even more preferably 8% by mass or less, and even more preferably 5% by mass or less.

[0021] The molar ratio of the content of component (B) to the content of component (A) ((B) mol / (A) mol From the viewpoint of effectively exerting an excellent plaque removal effect, the molar ratio ((B)) of the content of component (B) to the content of component (A) is 0.4 or more, preferably 2 or more, more preferably 3 or more, even more preferably 6 or more, still more preferably 8 or more, and is 27 or less, preferably 22 or less, more preferably 18 or less, and even more preferably 15 or less. mol / (A) mol ) is 0.4 or more and 27 or less, preferably 2 to 22, more preferably 3 to 18, even more preferably 6 to 15, and still more preferably 8 to 15.

[0022] In order to ensure good storage stability while effectively exerting an excellent plaque removal effect, it is preferable that the oral composition of the present invention further contains one or more surfactants (C) selected from anionic surfactants (c1) and amphoteric surfactants (c2). In addition, "good storage stability" in the oral composition of the present invention means that, when the oral composition of the present invention is a liquid oral composition such as a mouthwash or liquid dentifrice, it maintains a highly transparent liquid state by preventing precipitation of the ingredients or clouding even after storage, and when the oral composition of the present invention is a solid oral composition (solid dentifrice composition) such as a toothpaste or powder dentifrice, it means that it effectively suppresses liquid separation even after storage and maintains a good appearance.

[0023] Specific examples of such component (c1) include alkyl sulfate salts such as lauryl sulfate and myristyl sulfate; alkyl phosphates such as lauryl phosphate; α-olefin (C14-C16) sulfonates in which the olefin has 14 to 16 carbon atoms; N-acylamino acid salts such as N-lauroyl glutamate, N-myristoyl glutamate, N-palmitoyl glutamate, N-cocoyl glutamate, N-lauroyl sarcosine salt, and N-myristoyl sarcosine salt; N-methylacyltaurate salts such as N-lauroyl methyl taurine salt and N-myristoyl methyl taurine salt; and N-acyltaurate salts such as N-lauroyl taurine salt and N-myristoyl taurine salt. Among these components (c1), one or more selected from lauryl sulfate, N-acylamino acid salt, and α-olefin (C14-C16) sulfonate in which the olefin has 14 to 16 carbon atoms are preferred, one or two selected from lauryl sulfate and N-acylamino acid salt are more preferred, and lauryl sulfate is even more preferred.

[0024] The acyl group of the N-acylamino acid, N-acyltaurine, and N-acylsarcosine is preferably derived from a saturated or unsaturated, straight-chain or branched-chain fatty acid, and is preferably an acyl group having 6 to 22 carbon atoms, more preferably an acyl group having 10 to 20 carbon atoms, and even more preferably an acyl group having 12 to 18 carbon atoms. Such acyl groups are preferably one or more selected from a capryloyl group, a lauroyl group, a myristoyl group, a palmitoyl group, a stearoyl group, and a cocoyl group, more preferably one or more selected from a lauroyl group, a myristoyl group, and a cocoyl group, even more preferably one or more selected from a lauroyl group and a cocoyl group, and even more preferably a lauroyl group.

[0025] The amino acid moiety constituting the N-acylamino acid may be any of glutamic acid, aspartic acid, and glycine, and may be any of the D-isomer, the L-isomer, or a mixture of the D-isomer and the L-isomer, with the L-isomer being preferred.Specific examples of such N-acylamino acids include one or more selected from N-lauroylglutamic acid, N-myristoylglutamic acid, N-cocoylglutamic acid, N-lauroylaspartic acid, N-myristoylaspartic acid, N-cocoylaspartic acid, N-lauroylglycine, N-myristoylglycine, and N-cocoylglycine, and more preferably one or two selected from N-lauroylglutamic acid and N-myristoylglutamic acid.

[0026] The N-acyltaurine is preferably one or more selected from cocoyl methyl taurine, N-caproyl methyl taurine, N-lauroyl taurine, N-lauroyl methyl taurine, N-myristoyl methyl taurine, N-palmitoyl methyl taurine, N-stearoyl methyl taurine, and N-oleoyl methyl taurine, more preferably one or two selected from N-lauroyl methyl taurine and N-myristoyl methyl taurine.

[0027] The N-acyl sarcosine is preferably one or more selected from potassium lauroyl sarcosine, sodium lauroyl sarcosine, triethanolamine lauroyl sarcosine, sodium myristoyl sarcosine, and sodium coconut oil fatty acid sarcosine, and more preferably one or two selected from sodium lauroyl sarcosine, sodium myristoyl sarcosine, and sodium coconut oil fatty acid sarcosine.

[0028] Specific examples of amphoteric surfactants of component (c2) include acetate betaines such as lauryl dimethylamino acetate betaine and stearyl dimethylamino acetate betaine; imidazolinium betaines such as 2-alkyl-N-carboxymethyl-N-hydroxyethyl-N-imidazolium betaine and N-lauroyl-N'-carboxymethyl-N'-hydroxyethylethylenediamine sodium; alkyl betaines such as lauryl betaine and stearyl betaine; alkyl sulfobetaines such as lauryl sulfobetaine and lauryl hydroxysulfobetaine; amidoalkyl betaines such as lauric acid amidopropyl betaine and coconut oil fatty acid amidopropyl betaine; and imidazoline betaines such as N-alkyl-1-hydroxyethylimidazoline betaine sodium. Among these components (c2), one or more selected from acetic acid betaine, imidazolinium betaine, and amidoalkyl betaine are preferred, and amidoalkyl betaines such as coconut oil fatty acid amidopropyl betaine are more preferred.

[0029] To effectively ensure good storage stability, the total content of components (c1) and (c2), i.e., the content of component (C), in the oral composition of the present invention is preferably 0.1% by mass or more, more preferably 0.2% by mass or more, even more preferably 0.25% by mass or more, still more preferably 0.3% by mass or more, and preferably 2% by mass or less, more preferably 1.8% by mass or less, even more preferably 1.5% by mass or less, and still more preferably 1% by mass or less. The content of component (C) in the oral composition of the present invention is preferably 0.1 to 2% by mass or less, more preferably 0.2 to 1.8% by mass, even more preferably 0.25 to 1.5% by mass, and even more preferably 0.3 to 1% by mass.

[0030] The mass ratio of the content of component (C) to the content of component (A) ((C) / (A)) is preferably 0.1 or more, more preferably 0.5 or more, even more preferably 1 or more, and is preferably 150 or less, more preferably 50 or less, even more preferably 20 or less, from the viewpoint of ensuring good storage stability while effectively exerting an excellent plaque removal effect.

[0031] The oral composition of the present invention preferably further contains water, from the viewpoint of maintaining good shape retention and allowing each component to be dispersed or dissolved well and diffused well in the oral cavity. In the present invention, water refers to the total water contained in the oral composition, including not only purified water or the like contained in the oral composition, but also the water contained in each component contained therein, such as a 70% sorbitol solution (aqueous solution) used in formulation.

[0032] Specifically, when the oral composition of the present invention is a liquid oral composition such as a mouthwash or liquid dentifrice, the content of water in the oral composition of the present invention is preferably 50% by mass or more, more preferably 70% by mass or more, even more preferably 80% by mass or more, preferably 99.9% by mass or less, more preferably 99.5% by mass or less, even more preferably 99% by mass or less, still more preferably 98% by mass or less, and even more preferably less than 98% by mass. Furthermore, when the oral composition of the present invention is a liquid oral composition such as a mouthwash or liquid dentifrice, the content of water in the oral composition of the present invention is preferably 50 to 99.9% by mass, more preferably 50 to 99.5% by mass, even more preferably 50 to 99% by mass, still more preferably 70 to 98% by mass, and even more preferably 80% by mass or more but less than 98% by mass. Furthermore, when the oral composition of the present invention is a solid oral composition (solid dentifrice composition) such as a toothpaste or dentifrice powder, the content of water in the oral composition of the present invention is preferably 5% by mass or more, more preferably 10% by mass or more, and preferably 60% by mass or less, more preferably 55% by mass or less. Also, when the oral composition of the present invention is a solid oral composition (solid dentifrice composition) such as a toothpaste or dentifrice powder, the content of water is preferably 5 to 60% by mass, more preferably 10 to 55% by mass.

[0033] The moisture content of the oral composition of the present invention can be calculated from the amount of water added and the amount of water in the added ingredients, but can also be measured using, for example, a Karl Fischer moisture meter. For example, a trace moisture analyzer (manufactured by Hiranuma Sangyo Co., Ltd.) can be used as the Karl Fischer moisture meter. With this device, 5 g of the dentifrice composition is suspended in 25 g of anhydrous methanol, and 0.02 g of this suspension is taken and the moisture content is measured.

[0034] The oral composition of the present invention may further contain a binder in order to maintain a suitable viscosity while allowing the composition to remain and spread near the tooth surface and to fully exert both excellent plaque removal and plaque adhesion inhibitory effects. Specific examples of such binders include one or more selected from cellulosic binders such as carboxymethylcellulose or a salt thereof, hydroxyethylcellulose or a salt thereof, and hydroxypropylcellulose or a salt thereof; and binders other than cellulosic binders such as sodium alginate, carrageenan, xanthan gum, sodium polyacrylate, pectin, tragacanth gum, gum arabic, guar gum, karaya gum, locust bean gum, gellan gum, tamarind gum, psyllium seed gum, polyvinyl alcohol, sodium chondroitin sulfate, and methoxyethylene maleic anhydride copolymer. The content of such a binder in the oral cavity composition of the present invention is preferably 0.05 to 2.0% by mass, more preferably 0.1 to 1.5% by mass, and even more preferably 0.15 to 1.0% by mass.

[0035] The oral composition of the present invention may contain, together with the binder, a thickening silica having an oil absorption of 200 mL / 100 g or more and 400 mL / 100 g or less, in order to impart an appropriate viscosity and further achieve both a plaque removal effect and a plaque adhesion inhibitory effect. The content of such thickening silica in the oral composition of the present invention is preferably 1 to 15% by mass, more preferably 2 to 10% by mass.

[0036] The oral composition of the present invention may further contain an abrasive to further enhance the plaque removal effect. Examples of abrasives include aluminum hydroxide, aluminum silicate, zirconium silicate, and abrasive silica (having an oil absorption of 50 to 150 mL / 100 g as measured according to JIS K5101-13-2). Abrasives having an RDA value (Radioactive Dentine Abrasion value, measured according to ISO11609 Abrasiveness Testing Method, Appendix A) of 20 to 250 are generally used. The content of such abrasives in the oral composition of the present invention is preferably 1 to 20% by mass, more preferably 5 to 15% by mass.

[0037] In addition to the above components, the oral composition of the present invention may contain, as appropriate, surfactants other than the above components (A) and (C), such as nonionic surfactants such as polyoxyethylene hydrogenated castor oil and sucrose fatty acid esters; bactericides such as isopropylmethylphenol and cetylpyridinium chloride; sugar alcohols such as sorbitol, xylitol, and erythritol; humectants such as glycerin; preservatives; fluorides and other medicinal agents; pigments; coloring agents; fragrances, etc., within the scope that does not inhibit the effects of the present invention.

[0038] The pH of the oral composition of the present invention at 25°C is preferably 5 or higher, more preferably 5.2 or higher, even more preferably 5.5 or higher, and preferably 10 or lower, more preferably 9.5 or lower, even more preferably 8.5 or lower, and even more preferably 7.5 or lower, from the viewpoint of effectively exerting an excellent plaque removal effect while ensuring a comfortable feel when used.

[0039] In relation to the above-mentioned embodiment, the present invention further discloses the following oral compositions. [1] The following components (A) and (B): (A) Ester of an unsaturated fatty acid having a hydrocarbon group having 10 to 22 carbon atoms and a polyhydric alcohol: 0.0005% by mass to 4% by mass (B) an organic acid having a carboxy group or a salt thereof The molar ratio of the content of component (B) to the content of component (A) ((B) mol / (A) mol ) is 0.4 or more and 27 or less. [2] The oral composition of [1] above, wherein the number of carbon atoms in the hydrocarbon group of the unsaturated fatty acid forming the ester of component (A) is preferably 12 or more, more preferably 14 or more, even more preferably 16 or more, still more preferably 18 or more, and preferably 20 or less. [3] The oral composition of [1] or [2] above, wherein the polyhydric alcohol forming the ester of component (A) is preferably a linear or cyclic polyhydric alcohol having 2 to 3 groups, and is preferably one or more selected from ethylene glycol, propylene glycol, glycerin, polyethylene glycol, sorbitan, sorbitol, and pentaerythritol, more preferably one or more selected from propylene glycol, polyethylene glycol, glycerin, and sorbitan, and even more preferably one or two selected from glycerin and sorbitan. [4] The oral composition of any one of [1] to [3] above, wherein component (A) is preferably one or more selected from glycerin monooleate, glycerin monolinoleate, glycerin trilinoleate, glycerin trilinolenate, polyglyceryl oleate, polyethylene glycol oleate, sorbitan monooleate, sorbitan monolinoleate, sorbitan sesquioleate, propylene glycol monooleate, and polyethylene glycol monooleate, more preferably one or more selected from monoesters, diesters, and mixtures thereof, even more preferably one or more selected from glycerin monooleate, sorbitan monooleate, and sorbitan sesquioleate, and still more preferably glycerin monooleate. [5] The oral composition of any one of [1] to [4] above, wherein the content of component (A) is preferably 0.001% by mass or more, more preferably 0.01% by mass or more, even more preferably 0.05% by mass or more, and preferably 3% by mass or less, more preferably 1% by mass or less, even more preferably 0.8% by mass or less.

[0040] [6] The oral composition of any one of [1] to [5] above, wherein component (B) is preferably an organic acid having two or more carboxy groups or a salt thereof, and is preferably one or more selected from citric acid, malic acid, tartaric acid, succinic acid, L-aspartic acid, glutamic acid, and salts thereof, more preferably one or more selected from L-aspartic acid, glutamic acid, malic acid, tartaric acid, and salts thereof, and is preferably one or more selected from L-aspartic acid, glutamic acid, and salts thereof. [7] The oral composition of any one of [1] to [6] above, wherein the content of component (B) is, in terms of acid, preferably 0.005% by mass or more, more preferably 0.02% by mass or more, even more preferably 0.05% by mass or more, still more preferably 0.1% by mass or more, still more preferably 0.25% by mass or more, preferably 10% by mass or less, more preferably 8% by mass or less, even more preferably 4% by mass or less, and even more preferably 2% by mass or less. [8] The molar ratio of the content of component (B) to the content of component (A) ((B) mol / (A) mol ) is preferably 2 or more, more preferably 3 or more, even more preferably 6 or more, still more preferably 8 or more, and is preferably 22 or less, more preferably 18 or less, and even more preferably 15 or less.

[0041] [9] The oral composition of any one of [1] to [8] above, further comprising one or more surfactants (C) selected from anionic surfactants (c1) and amphoteric surfactants (c2), wherein the content of component (C) is preferably 0.1% by mass or more, more preferably 0.2% by mass or more, even more preferably 0.25% by mass or more, still more preferably 0.3% by mass or more, preferably 2% by mass or less, more preferably 1.8% by mass or less, even more preferably 1.5% by mass or less, and still more preferably 1% by mass or less.

[10] The oral composition of [9] above, wherein component (c1) is preferably one or more selected from lauryl sulfate, N-acylamino acid salt, and α-olefin (C14-C16) sulfonate salt in which the olefin has 14 to 16 carbon atoms, more preferably one or two selected from lauryl sulfate and N-acylamino acid salt, and even more preferably lauryl sulfate.

[11] The oral composition of [9] or

[10] above, wherein component (c2) is preferably one or more selected from the group consisting of betaine acetate, imidazolinium betaine, and amidoalkyl betaine, and more preferably an amidoalkyl betaine such as coconut oil fatty acid amidopropyl betaine.

[12] The oral composition of any one of [9] to

[11] above, wherein the mass ratio of the content of component (C) to the content of component (A) ((C) / (A)) is preferably 0.1 or more, more preferably 0.5 or more, even more preferably 1 or more, and preferably 150 or less, more preferably 50 or less, even more preferably 20 or less.

[0042]

[13] When the oral composition of the present invention is a liquid oral composition such as a mouthwash or liquid toothpaste, the water content is preferably 50% by mass or more, more preferably 70% by mass or more, even more preferably 80% by mass or more, preferably 99.9% by mass or less, more preferably 99.5% by mass or less, even more preferably 99% by mass or less, still more preferably 98% by mass or less, and even more preferably less than 98% by mass.

[0044] The oral composition of any one of [1] to

[12] above, wherein the water content is preferably 50% by mass or more, more preferably 70% by mass or more, even more preferably 80% by mass or more, more preferably 99.9% by mass or less, more preferably 99.5% by mass or less, even more preferably 99% by mass or less, still more preferably 98% by mass or less, and even more preferably less than 98% by mass.

[14] When the oral composition of the present invention is a solid oral composition (solid dentifrice composition) such as a toothpaste or a tooth powder, the water content of the oral composition of any one of [1] to

[12] above is preferably 5% by mass or more, more preferably 10% by mass or more, and preferably 60% by mass or less, more preferably 55% by mass or less.

[15] The oral composition of any one of [1] to

[14] above, which has a pH at 25°C of preferably 5 or more, more preferably 5.2 or more, even more preferably 5.5 or more, and preferably 10 or less, more preferably 9.5 or less, even more preferably 8.5 or less, and still more preferably 7.5 or less.

[16] The oral composition according to any one of the above [1] to

[15] , wherein the content of the binder is preferably 0.05 to 2.0 mass%, more preferably 0.1 to 1.5 mass%, and even more preferably 0.15 to 1.0 mass%. [Example]

[0043] The present invention will be described in detail below with reference to the following examples. Unless otherwise specified in the tables, the content of each component is expressed in mass %.

[0044] [Examples 1 to 22, Comparative Examples 1 to 7] Oral compositions were prepared according to the formulations shown in Tables 1 to 3. Using each of the obtained oral compositions, measurements and evaluations were carried out according to the following methods. The pH at 25°C was measured using a measuring device (F-53 manufactured by Horiba Ltd.), and for the oral compositions in Table 3, the oral compositions were diluted four times with ion-exchanged water before measurement. The results are shown in Tables 1 to 3.

[0045] [Evaluation of plaque removal] 1) Collection of stimulated saliva Healthy males in their 20s and 30s were asked to chew gum pellets included in Dent Buff Strips (Oral Care Co., Ltd.). The saliva collected in the mouth was then spit into a Falcon tube, which collected the saliva. The collected saliva was centrifuged at 10,000 rpm, 4°C, and 30 minutes, and the supernatant was separated and sterilized through a 0.22 μm filter to obtain "prepared saliva." Note that, because the components in saliva vary from person to person, all examples and comparative examples were evaluated using the saliva of one healthy male.

[0046] 2) Preparation of "HAp substrate with dental plaque model" One side of an HAp substrate (Cosmo Bio, 1 cm square) was mirror-polished using 40 μm, 12 μm, or 3 μm polishing paper, followed by acid decalcification by immersion in 1N HCl for 1 minute. The treated HAp plate was then rinsed with ion-exchanged water, dried, and placed in a 24-well plate (IWAKI). 1 mL of the prepared saliva was added to each well. The plate was then left at 37°C for at least 2 hours to form a "saliva-treated HAp substrate." The "saliva-treated HAp substrate" was then placed in a 24-well plate (IWAKI), and 1 mL of culture medium and the bacterial strain were added. The plate was then cultured at 37°C for 24 hours under anaerobic conditions (5 vol% carbon dioxide, 95 vol% nitrogen). The culture medium used was 40 g / L tryptic soy broth (TSB; manufactured by Becton and Dickinson) containing 2% sucrose, and the bacterial concentration reached OD 600nm The value was adjusted to be in the range of 0.01 to 0.02. The bacterial strain used was Streptococcus mutans ATCC25175.

[0047] 3) Evaluation of plaque removal effect 1 mL of each oral composition (for the oral compositions in Table 3, the oral compositions were diluted 4-fold with ion-exchanged water, and 1 mL of the diluted solution was used) was placed in a 24-well plate, the "HAp substrate with dental plaque model formed" was immersed in, and the plate was shaken for 5 minutes. Shaking was performed at room temperature (25°C) and 600 rpm using a shaker (BioShake iQ (Wakembie Tech Co., Ltd.)). The HAp substrates were then placed in a 24-well plate, and each composition was aspirated from the "HAp substrates with dental plaque models formed." 1 mL of ion-exchanged water was added to the plate, which was then shaken for 5 minutes. The liquid in the plate was then aspirated using a vacuum pump. This process was repeated three times. Next, 750 μL of 0.1% by mass crystal violet (CV) staining solution was added to the plate, which was then shaken for 15 minutes. After the CV staining solution was further aspirated using the pump, 1 mL of ion-exchanged water was added to the plate, which was then shaken for 5 minutes. The process of aspirating the ion-exchanged water in the plate using a vacuum pump was repeated twice. Next, 500 μL of ethanol was added to the plate, which was then pipetted, and the mixture was diluted 10-fold with ion-exchanged water. The absorbance OD was measured using a microplate recorder (TECAN, wavelength-tunable absorbance microplate reader, Sunrise Rainbow Thermo). 595nm was measured. In addition, the absorbance OD was measured by simply washing with ion-exchanged water without using the above-obtained composition. 595nm Using the initial value as a standard, the plaque removal rate (%) was calculated according to the following formula. The higher the plaque removal rate obtained, the higher the plaque removal effect. Plaque removal rate (%) = 100 - {OD when using the above-obtained composition} 595nm / OD washed only with ion-exchanged water 595nm}×100

[0048] [Evaluation of storage stability] Each of the obtained oral compositions was allowed to stand in an incubator at 25°C for one month, and then the appearance of the oral composition was visually inspected and evaluated according to the following criteria. A: Uniform and transparent B: Slight cloudiness was observed C: It was cloudy D: Liquid separation occurred

[0049] [Table 1]

[0050] [Table 2]

[0051]

Table 3

Claims

1. The following components (A) and (B): (A) 0.01% by mass or more and 1% by mass or less of a monoester of an unsaturated fatty acid selected from palmitoleic acid, oleic acid, linoleic acid, and linolenic acid with a polyhydric alcohol (B) One or more organic acids or salts thereof selected from citric acid, L-aspartic acid, glutamic acid, and salts thereof (C) Surfactant containing an anionic surfactant (c1): 0.1% by mass or more and 1.5% by mass or less The molar ratio of the content of component (B) to the content of component (A) ((B) mol / (A) mol ) is 6 or more and 18 or less, and the pH at 25°C is 5 or more and 8.5 or less.

2. 2. The oral composition according to claim 1, wherein the mass ratio ((C) / (A)) of the content of component (C) to the content of component (A) is 0.1 or more and 150 or less.

3. 3. The oral composition according to claim 1, wherein the content of component (B) is 0.005% by mass or more and 10% by mass or less in terms of acid.

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