Oral components

By forming vesicle-like aggregates with specific fatty acids and basic compounds, the oral composition effectively adsorbs oil-soluble components to tooth surfaces and mucosa, addressing stability and adsorption challenges.

JP7888450B2Active Publication Date: 2026-07-13KAO CORP
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Patent Information

Application Number
JP2022205165
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2022-12-22
Publication Date
2026-07-13
Estimated Expiration
2042-12-22

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Abstract

To provide a composition for oral cavity which ensures good stability of a composition while containing an oil-soluble component and ensures high adsorptivity of an oil-soluble component to tooth surfaces or gums in the oral cavity and oral cavity mucosa and has excellent persistence of the composition.SOLUTION: There is provided a composition for oral cavity which comprises the following components (A) to (C): (A) an unsaturated fatty acid having a hydrocarbon group having 10 or more and 22 or less carbon atoms, (B) one or two or more basic compounds selected from an organic amine, an alkali metal hydroxide, a carbonate, a bicarbonate and a sesquicarbonate and (C) one or two or more oil-soluble components selected from isopropyl methylphenol, triclosan, glycyrrhetinic acid, tocopherol, thymol and menthol, wherein the molar ratio ((A) / (C)) of the component (A) to the component (C) is 0.05 or more and 4 or less and the pH at 25°C is 8.0 or more and less than 9.6.SELECTED DRAWING: None
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Description

Technical Field

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

Background Art

[0002] Oil-soluble components such as isopropylmethylphenol and glycyrrhetinic acid are known to bring various effects to oral compositions and have been conventionally incorporated into various oral compositions. And, in order to well disperse or dissolve an oil-soluble component having low solubility in water in the composition, many of them use a nonionic surfactant in combination. For example, Patent Document 1 discloses a liquid oral composition in which a water-soluble component such as triclosan is used in combination with cetylpyridinium chloride, a calcium salt, and a nonionic surfactant. Patent Document 2 discloses a liquid oral composition in a foam discharge container in which an oil-soluble component such as β-glycyrrhetinic acid is used in combination with a nonionic surfactant and sodium alkyl sulfate. Further, Patent Document 3 discloses an ethanol-free liquid oral composition containing isopropylmethylphenol, propylene glycol and / or glycerin, a specific nonionic surfactant, and a water-soluble polymer compound. [[ID={15}]]

Prior Art Documents

Patent Documents

[0003]

Patent Document 1

Patent Document 2

Patent Document 3

Summary of the Invention

Problems to be Solved by the Invention

[0004] However, even with the technology described in the above-mentioned patent documents, it remains difficult to enhance the adsorption of oil-soluble components to tooth surfaces, gums, and oral mucosa while simultaneously ensuring the stability of the composition, and there is still ample room for improvement.

[0005] Therefore, the present invention relates to an oral composition that contains oil-soluble components while ensuring good stability of the composition, and also ensures high adsorption of oil-soluble components to tooth surfaces, gums, and oral mucosa in the oral cavity, and has excellent persistence. [Means for solving the problem]

[0006] Therefore, the inventors conducted diligent studies to solve the above problems and found that, under a specific pH range, by including a specific fatty acid, a specific basic compound, and a specific oil-soluble component, and by including the fatty acid and oil-soluble component in a specific molar ratio, vesicle-like aggregates are formed in which the oil-soluble component is well embedded by the fatty acid and the basic compound. Furthermore, the inventors found that these formed vesicle-like aggregates efficiently deliver the oil-soluble component to the tooth surface, gums, and oral mucosa while maintaining good stability of the composition, and that the oil-soluble component can be effectively and sustainably adsorbed at the destination, leading to the present invention.

[0007] In other words, the present invention comprises the following components (A) to (C): (A) Unsaturated fatty acids having hydrocarbon groups with 10 to 22 carbon atoms (B) One or more basic compounds selected from organic amines, alkali metal hydroxides, carbonates, bicarbonates, and sesquicarbonates. (C) One or more oil-soluble components selected from isopropylmethylphenol, triclosan, glycyrrhetinic acid, tocopherol, thymol, and menthol. The present invention provides an oral composition containing the following, wherein the molar ratio of component (A) to component (C) ((A) / (C)) is 0.05 or more and 4 or less, and the pH at 25°C is 8.0 or more and less than 9.6. [Effects of the Invention]

[0008] The oral composition of the present invention ensures good stability of the composition while containing oil-soluble components. Furthermore, it is possible to efficiently deliver and adsorb the oil-soluble components to the target areas such as tooth surfaces, gums, and oral mucosa (hereinafter also referred to as "tooth surfaces, etc."), and to effectively sustain that adsorption. Therefore, it is possible to maintain a good oral environment over a long period of time while fully enjoying the desired effects of oil-soluble components. [Modes for carrying out the invention]

[0009] The present invention will be described in detail below. In this invention, "good stability of the composition" means that, when the oral composition of the present invention is a liquid oral composition such as a mouthwash or liquid toothpaste, it means that there is no precipitation, turbidity, or separation and that it is highly transparent. Furthermore, when the oral composition of the present invention is a toothpaste composition such as a toothpaste or powder toothpaste, it means that the contained components are well dispersed or dissolved without separation and that it is highly uniform.

[0010] The oral composition of the present invention contains, as component (A), an unsaturated fatty acid having a hydrocarbon group with 10 to 22 carbon atoms. The number of carbon atoms in the hydrocarbon group of the fatty acid of component (A) is 10 or more, preferably 12 or more, more preferably 14 or more, even more preferably 18 or more, and 22 or less, preferably 20 or less, from the viewpoint of enhancing the adsorption and persistence of the oil-soluble component of component (C), described later, to the tooth surface, and from the viewpoint of ensuring good stability of the composition. Examples of such hydrocarbon groups include linear hydrocarbon groups and branched hydrocarbon groups. Specifically, examples include one or more selected from myristoleic acid, palmitoleic acid, oleic acid, linoleic acid, linolenic acid, arachidonic acid, etc. Among these, one or more selected from palmitoleic acid, oleic acid, and linoleic acid are preferred, and oleic acid is more preferred, from the viewpoint of enhancing the amount and persistence of fluoride ions adsorbed to the tooth surface.

[0011] From the viewpoint of efficiently and continuously delivering and adsorbing component (C) to tooth surfaces, etc., while maintaining excellent stability, the content of component (A) 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 0.04% by mass or more, and even more preferably 0.05% by mass or more. Furthermore, from the viewpoint of ensuring good stability of the composition, the content of component (A) in the oral composition of the present invention is preferably 0.5% by mass or less, more preferably 0.4% by mass or less, even more preferably 0.2% by mass or less, and even more preferably 0.1% by mass or less. And, the content of component (A) in the oral composition of the present invention is preferably 0.005% by mass or more and 0.5% by mass or less, more preferably 0.02 to 0.4% by mass, even more preferably 0.04 to 0.2% by mass, and even more preferably 0.05 to 0.1% by mass.

[0012] Furthermore, from a similar viewpoint, the content of component (A) in the oral composition of the present invention is preferably 0.17 to 18 mmol / L, more preferably 0.70 to 14 mmol / L, even more preferably 1.4 to 7.0 mmol / L, even more preferably 1.6 to 3.5 mmol / L, and even more preferably 1.8 to 2.145 mmol / L.

[0013] The oral composition of the present invention contains, as component (B), one or more basic compounds selected from organic amines, alkali metal hydroxides, carbonates, bicarbonates, and sesquicarbonates. By including such component (B), good stability of the composition can be ensured, and it is believed that component (A) and component (C), described later, form vesicle-like aggregates while embedding component (C). This is thought to promote the efficient delivery and adsorption of component (C) to tooth surfaces, etc., and to achieve highly persistent adsorption.

[0014] Examples of organic amines include, for example, one or more basic amino acids selected from arginine, lysine, and histidine; and one or more alkanolamine compounds selected from monoethanolamine, diethanolamine, triethanolamine, morpholine, triisopropanolamine, 2-amino-2-methyl-1,3-propanediol, and 2-amino-2-methyl-1-propanol.

[0015] Examples of alkali metal hydroxides include one or more selected from sodium hydroxide, potassium hydroxide, calcium hydroxide, and lithium hydroxide.

[0016] Examples of carbonates, bicarbonates, and sesquicarbonates include one or more selected from sodium carbonate, potassium carbonate, calcium carbonate, sodium bicarbonate, potassium bicarbonate, and sodium sesquicarbonate.

[0017] In particular, component (B) is preferably one or more basic compounds selected from alkali metal hydroxides and basic amino acids, from the viewpoint of effectively forming vesicle-like aggregates together with component (A) while embedding component (C) to ensure efficient delivery to tooth surfaces, etc., and from the viewpoint of ensuring good stability of the composition, with potassium hydroxide, arginine, or lysine being more preferred.

[0018] From the viewpoint of efficiently forming vesicle-like aggregates together with component (A) and ensuring good stability of the composition, the content of component (B) in the oral composition of the present invention is preferably 0.001% by mass or more, more preferably 0.006% by mass or more, and still more preferably 0.01% by mass or more. Further, from the viewpoint of effectively maintaining the adsorption of component (C) to the tooth surface and the like, the content of component (B) in the oral composition of the present invention is preferably 0.4% by mass or less, more preferably 0.2% by mass or less, still more preferably 0.08% by mass or less, even more preferably 0.03% by mass or less, and still more preferably 0.02% by mass or less. And the content of component (B) in the oral composition of the present invention is preferably 0.001% by mass or more and 0.4% by mass or less, more preferably 0.006 to 0.2% by mass, still more preferably 0.01 to 0.08% by mass, even more preferably 0.01 to 0.03% by mass, and still more preferably 0.01 to 0.02% by mass.

[0019] Also, from the same viewpoint, the content of component (B) in the oral composition of the present invention is preferably 0.1 to 20 mmol / L, more preferably 0.5 to 15 mmol / L, still more preferably 1 to 10 mmol / L, even more preferably 1.5 to 4.5 mmol / L, and still more preferably 2.3 to 2.5 mmol / L.

[0020] The molar ratio ((B) / (A)) of the content of component (B) to the content of component (A) is preferably 0.2 or more, more preferably 0.4 or more, still more preferably 0.6 or more, even more preferably 0.8 or more, preferably 5 or less, more preferably 3 or less, still more preferably 2 or less, and even more preferably 1.5 or less from the viewpoint of efficiently forming vesicle-like aggregates together with component (A), ensuring good stability of the composition, and favorably promoting the delivery and adsorption of component (C) to tooth surfaces and the like. And the molar ratio ((B) / (A)) of the content of component (B) to the content of component (A) is preferably 0.2 to 5, more preferably 0.4 to 3, still more preferably 0.6 to 2, and even more preferably 0.8 to 1.5.

[0021] The oral composition of the present invention contains, as component (C), one or more oil-soluble components selected from isopropylmethylphenol (c1), triclosan (c2), glycyrrhetinic acid (c3), tocopherol (c4), thymol (c5), and menthol (c6). These components (C) each bring about a specific action in the oral cavity.

[0022] The content of component (C) is preferably 0.005% by mass or more, more preferably 0.01% by mass or more, still more preferably 0.015% by mass or more, and even more preferably 0.02% by mass or more in total in the oral composition of the present invention from the viewpoint of efficiently and continuously adsorbing on tooth surfaces and the like and effectively exerting the desired action. Also, the content of component (C) is preferably 1.0% by mass or less, more preferably 0.5% by mass or less, still more preferably 0.3% by mass or less, and even more preferably 0.2% by mass or less in the oral composition of the present invention from the viewpoint of ensuring good stability of the composition. And the content of component (C) is preferably 0.005 to 1.0% by mass, more preferably 0.01 to 0.5% by mass, still more preferably 0.015 to 0.3% by mass, and even more preferably 0.02 to 0.2% by mass in the oral composition of the present invention.

[0023] Furthermore, from a similar viewpoint, the total content of component (C) in the oral composition of the present invention is preferably 0.1 to 65 mmol / L, more preferably 0.2 to 30 mmol / L, even more preferably 0.3 to 20 mmol / L, even more preferably 0.4 to 13 mmol / L, and even more preferably 1 to 7.5 mmol / L.

[0024] If component (C) contains isopropylmethylphenol (c1), the content of such component (c1) 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 0.02% by mass or more, preferably 0.5% by mass or less, more preferably 0.2% by mass or less, and even more preferably 0.1% by mass or less. Furthermore, the content of component (c1) in the oral composition of the present invention is preferably 0.005 to 0.5% by mass, more preferably 0.01 to 0.2% by mass, and even more preferably 0.02 to 0.1% by mass.

[0025] If component (C) contains triclosan (c2), the content of such component (c2) 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 0.02% by mass or more, preferably 0.5% by mass or less, more preferably 0.2% by mass or less, and even more preferably 0.15% by mass or less. Furthermore, the content of component (c2) in the oral composition of the present invention is preferably 0.005 to 0.5% by mass, more preferably 0.01 to 0.2% by mass, and even more preferably 0.02 to 0.15% by mass.

[0026] When component (C) contains glycyrrhetinic acid (c3), the content of such component (c3) in the oral composition of the present invention is preferably 0.01% by mass or more, more preferably 0.02% by mass or more, even more preferably 0.05% by mass or more, preferably 0.5% by mass or less, more preferably 0.45% by mass or less, and even more preferably 0.3% by mass or less. Furthermore, the content of component (c3) in the oral composition of the present invention is preferably 0.01 to 0.5% by mass, more preferably 0.02 to 0.45% by mass, and even more preferably 0.05 to 0.3% by mass.

[0027] When component (C) contains tocopherol (c4), the content of such component (c4) 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 0.015% by mass or more, preferably 0.1% by mass or less, more preferably 0.05% by mass or less, and even more preferably 0.02% by mass or less. Furthermore, the content of component (c4) in the oral composition of the present invention is preferably 0.005 to 0.1% by mass, more preferably 0.01 to 0.05% by mass, and even more preferably 0.015 to 0.02% by mass.

[0028] If component (C) contains thymol (c5), the content of such component (c5) 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 0.02% by mass or more, preferably 0.5% by mass or less, more preferably 0.2% by mass or less, and even more preferably 0.1% by mass or less. Furthermore, the content of component (c5) in the oral composition of the present invention is preferably 0.005 to 0.5% by mass, more preferably 0.01 to 0.2% by mass, and even more preferably 0.02 to 0.1% by mass.

[0029] If component (C) contains menthol (c6), the content of such component (c6) 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 0.02% by mass or more, preferably 0.5% by mass or less, more preferably 0.2% by mass or less, and even more preferably 0.1% by mass or less. Furthermore, the content of component (c6) in the oral composition of the present invention is preferably 0.005 to 0.5% by mass, more preferably 0.01 to 0.2% by mass, and even more preferably 0.02 to 0.1% by mass.

[0030] The molar ratio ((A) / (C)) of component (A) to component (C) is 0.05 or more, preferably 0.1 or more, more preferably 0.2 or more, even more preferably 0.4 or more, 4 or less, preferably 2 or less, more preferably 1.5 or less, and even more preferably 1 or less, from the viewpoint of efficiently and sustainably adsorbing component (C) to the tooth surface, etc., to effectively exert the desired effect while ensuring good stability of the composition. Furthermore, the molar ratio ((A) / (C)) of component (A) to component (C) is 0.05 or more and 4 or less, preferably 0.1 to 2, more preferably 0.2 to 1.5, and even more preferably 0.4 to 1.

[0031] When component (C) contains isopropylmethylphenol (c1), the molar ratio ((A) / (c1)) of component (A) to component (c1) is preferably 0.05 or more, more preferably 0.1 or more, even more preferably 0.2 or more, preferably 4 or less, more preferably 2 or less, and even more preferably 1.5 or less.

[0032] When component (C) contains triclosan (c2), the molar ratio ((A) / (c2)) of component (A) to component (c2) is preferably 0.1 or higher, more preferably 0.2 or higher, even more preferably 0.4 or higher, preferably 4 or lower, more preferably 3 or lower, and even more preferably 2.5 or lower.

[0033] When component (C) contains glycyrrhetinic acid (c3), the molar ratio ((A) / (c3)) of component (A) to component (c3) is preferably 0.05 or more, more preferably 0.1 or more, even more preferably 0.2 or more, preferably 4 or less, more preferably 3 or less, and even more preferably 2 or less.

[0034] When component (C) contains tocopherol (c4), the molar ratio ((A) / (c4)) of component (A) to component (c4) is preferably 0.2 or more, more preferably 0.3 or more, even more preferably 0.4 or more, preferably 4 or less, more preferably 3 or less, and even more preferably 2 or less.

[0035] When component (C) contains thymol (c5), the molar ratio ((A) / (c5)) of component (A) to component (c5) is preferably 0.05 or more, more preferably 0.1 or more, even more preferably 0.2 or more, preferably 4 or less, more preferably 2 or less, and even more preferably 1.5 or less.

[0036] When component (C) contains menthol (c6), the molar ratio ((A) / (c6)) of component (A) to component (c6) is preferably 0.05 or more, more preferably 0.1 or more, even more preferably 0.2 or more, preferably 4 or less, more preferably 2 or less, and even more preferably 1.5 or less.

[0037] The oral composition of the present invention contains water. In this invention, "water" refers to the total water content in the oral composition, including not only purified water or the like that blended into the oral composition, but also the water contained in each of the blended components. By including such water, the above-mentioned components can be dissolved or dispersed well, allowing the desired effects to be fully exhibited.

[0038] Specifically, when the oral composition of the present invention is a liquid oral composition such as a mouthwash or liquid toothpaste, the water content 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 99.7% by mass or less, more preferably 99.5% by mass or less, and even more preferably 99.4% by mass or less. Also, when the oral composition of the present invention is a liquid oral composition such as a mouthwash or liquid toothpaste, the water content in the oral composition of the present invention is preferably 50 to 99.8% by mass, more preferably 70 to 99.5% by mass, and even more preferably 80 to 99.4% by mass. Furthermore, when the oral composition of the present invention is a toothpaste or powder toothpaste, the water content is preferably 5% by mass or more, more preferably 10% by mass or more, preferably 70% by mass or less, and more preferably 65% ​​by mass or less.

[0039] When the oral composition of the present invention is a toothpaste composition such as a toothpaste paste or a toothpaste powder, its moisture content can be calculated from the amount of water added and the amount of water in the added components. However, the moisture content of the toothpaste composition can also be measured, for example, using a Karl Fischer moisture meter. As a Karl Fischer moisture meter, for example, a trace moisture measuring device (manufactured by Hiranuma Sangyo Co., Ltd.) can be used. With this device, 5g of the toothpaste composition can be taken, suspended in 25g of anhydrous methanol, and 0.02g of this suspension can be taken to measure its moisture content.

[0040] In the oral composition of the present invention, it is preferable to limit the content of nonionic surfactants from the viewpoint of efficient and sustained delivery and adsorption of component (C) to the tooth surface, etc. Nonionic surfactants include, specifically, polyoxyethylene alkyl (or alkenyl) ethers such as polyoxyethylene lauryl ether, polyoxyethylene cetyl ether, monocetyl glyceryl ether, polyoxyethylene stearyl ether, and polyoxyethylene oleyl ether; polyoxyethylene derivatives such as polyoxyalkyl allyl ether, polyoxyethylene distyrenated phenyl ether, polyoxyethylene hydrogenated castor oil, and polyoxyethylene lanolin; sorbitan fatty acid esters such as sorbitan monolaurate, sorbitan monooleate, sorbitan sesquioleate, and sorbitan monostearate; and polyoxy Examples include one or more selected from polyoxyethylene sorbitan fatty acid esters such as ethylene sorbitan monolaurate, polyoxyethylene sorbitan monostearate, and polyoxyethylene sorbitan monooleate; polyoxyethylene sorbitol fatty acid esters such as polyoxyethylene sorbitan tetraoleate; polyethylene glycol fatty acid esters such as polyethylene glycol monolaurate and polyethylene glycol monooleate; alkyl glyceryl ethers such as isostearyl glyceryl ether; glycerin fatty acid esters such as glyceryl monobehenate; and alkyl glycosides such as decyl glucoside and lauryl glucoside. Preferred nonionic surfactants include one or more selected from polyoxyethylene monoalkyl ethers, polyoxyethylene hydrogenated castor oil, sucrose fatty acid esters, sorbitan fatty acid esters, polyoxyethylene sorbitol fatty acid esters, and polyglycerin fatty acid esters.

[0041] The content of nonionic surfactant in the oral composition of the present invention is preferably 0.4% by mass or less, preferably 0.15% by mass or less, more preferably 0.08% by mass or less, and even more preferably 0.05% by mass or less, or it is preferable that the oral composition of the present invention does not contain nonionic surfactant.

[0042] In the oral composition of the present invention, it is preferable to limit the content of one or more surfactants selected from anionic surfactants and amphoteric surfactants other than component (A). Examples of anionic surfactants other than component (A) include, specifically, one or more selected from the following: alkyl sulfate esters or salts such as lauryl sulfate or its salt, myristyl sulfate or its salt, palmityl sulfate or its salt, stearyl sulfate or its salt, octyl sulfate or its salt, caprylic sulfate or its salt; alkyl sulfonic acids or their salts such as alkylbenzene sulfonic acid or its salt, α-olefin sulfonic acid or its salt, hydroxyalkane sulfonic acid or its salt; acyl amino acids or their salts such as acyl glutamic acid or its salt, acyl sarcosine or its salt; N-methyl long-chain acyl taurine or its salt such as lauryl methyl taurine or its salt; alkyl phosphates or their salts such as monoalkyl phosphate or its salt; higher fatty acid sulfonated monoglycerides or their salts, fatty acid esters of isethionic acid or their salts; and polyoxyethylene monoalkyl phosphate or its salt.

[0043] Examples of amphoteric surfactants include, specifically, one or more selected from alkylamine oxides; betaines such as lauryldimethylaminoacetic acid betaine; imidazolinium betaines such as 2-alkyl-N-carboxymethyl-N-hydroxyethyl-N-imidazolium betaine; alkyl sulfobetaines such as lauryl sulfobetaine and lauryl hydroxysulfobetaine; coconut oil fatty acid amide alkyl betaines such as coconut oil fatty acid amidopropyl betaine; and long-chain alkylimidazoline betaine salts such as N-alkyl-1-hydroxyethylimidazoline betaine sodium.

[0044] The content of one or more surfactants selected from anionic surfactants and amphoteric surfactants other than component (A) in the oral composition of the present invention is preferably less than 0.5% by mass in total, more preferably less than 0.25% by mass, or the oral composition of the present invention preferably does not contain one or more surfactants selected from anionic surfactants and amphoteric surfactants other than component (A).

[0045] The oral composition of the present invention may, in addition to the above-mentioned components, appropriately contain, for example, pH adjusters; bactericides; sugar alcohols; humectants; thickeners; abrasives; preservatives; pharmacoactive ingredients other than component (C) or other active ingredients; fragrances; dyes, etc., to the extent that they do not inhibit the effects of the present invention.

[0046] The pH of the oral composition of the present invention at 25°C is 8.0 or higher, preferably 8.2 or higher, more preferably 8.5 or higher, even more preferably 8.8 or higher, even more preferably 9.0 or higher, less than 9.6, preferably 9.5 or lower, more preferably 9.4 or lower, even more preferably 9.3 or lower, and even more preferably 9.2 or lower. Furthermore, the pH of the oral composition of the present invention at 25°C is 8.0 or higher and less than 9.6, preferably 8.2 to 9.5, more preferably 8.5 to 9.4, even more preferably 8.8 to 9.3, and even more preferably 9.0 to 9.2. The pH of the oral composition of the present invention is the value measured at 25°C using a pH electrode. If the oral composition of the present invention is a liquid oral composition, it means the value measured without diluting the composition. If the oral composition of the present invention is a toothpaste composition, it means the value measured after adjusting it to a 10% by mass aqueous solution with purified water consisting of ion-exchanged water or distilled water. [Examples]

[0047] The present invention will be described in detail below based on examples. Unless otherwise specified in the table, the content of each component is expressed in mass percent.

[0048] [Examples 1-15, Comparative Examples 1-7] Oral compositions were prepared according to the formulations shown in Table 1. Each of the obtained oral compositions was used for the following measurements and evaluations. The results are shown in Table 1.

[0049] pH measurement The pH of each oral composition obtained (20 ml) was measured using a pH / ION METER F53 (HORIBA) at 25°C.

[0050] Stability evaluation Each obtained oral composition was stored in a 25°C incubator for 30 minutes, and then its appearance was visually inspected. The stability of the composition was then evaluated according to the following criteria. A: It was uniform and transparent (not cloudy, and no precipitates or deposits were observed). B: It was generally uniform and slightly cloudy. C: It was cloudy and semi-transparent. D: Separation or precipitation was observed.

[0051] Measurement of the amount of adsorption of component (C) HPLC measurement conditions were selected according to the type of component (C), and the amount of adsorption was measured according to the following method. Furthermore, the amount of adsorption for each oral composition was measured immediately after preparation as the "initial adsorption amount," and then the amount of adsorption was measured again as the "adsorption amount after rinsing" after rinsing the oral composition remaining in the mouth with water.

[0052] On a silicone sheet (500mm x 500mm, 0.1mm thick, manufactured by Tigers Polymer Co., Ltd.), a cylindrical tube (cross-sectional area 7.07 x 10 -4 m 2The sample was placed with one open end face in close contact with the surface of the silicone sheet. Next, 1.0 g of each oral composition was introduced into the cylindrical tube through the other open end so that the contact area between the sample and the silicone sheet was the same as the inner cross-sectional area of ​​the cylindrical tube. The composition was then applied to the surface of the silicone sheet inside the cylindrical tube, surrounded by the circumferential surface of the cylindrical tube, and left in contact with the silicone sheet for 2 minutes. After that, 1.5 mL of extract (mobile phase shown below) was applied for 30 seconds to recover component (C), and the quantification of component (C) (μmol / m³) was performed by high-performance liquid chromatography (HPLC) according to the measurement conditions below. 2 This was performed and defined as the "initial adsorption amount". Furthermore, a silicone sheet that had been in contact with the composition under the same conditions was immersed in 50 mL of deionized water in a 50 mL beaker for 30 seconds. After removing it from the beaker, 1.5 mL of the extract (mobile phase shown below) was applied for 30 seconds to recover component (C), and the quantification of component (C) (μmol / m³) was performed by high-performance liquid chromatography (HPLC) or galvanometry (GC) according to the measurement conditions below. 2 The following was performed, and the amount of adsorption after rinsing was defined as "amount of adsorption after rinsing".

[0053] HPLC measurement conditions for isopropylmethylphenol Equipment: HPLC Prominence-i (manufactured by Shimadzu Corporation) Detector: UV absorbance spectrophotometer (measurement wavelength: 279 nm) Column: L-column ODS (4.6 × 100 mm, 5 μm) (Manufactured by the Chemicals Evaluation and Research Institute) Column temperature: 40℃ Mobile phase: Methanol / water mixture (3:2) + 0.1 w / v% phosphoric acid Flow rate: 1.0mL / min

[0054] HPLC measurement conditions for triclosan Equipment: HPLC Prominence-i (manufactured by Shimadzu Corporation) Detector: Ultraviolet absorption spectrophotometry (measurement wavelength: 254 nm) Column: LiChroCART 125-4 Superspher 100 RP-18 (Merck) Column temperature: 40℃ Mobile phase: methanol / water mixture (70:30) + 0.1 w / v% phosphoric acid Flow rate: 1.0mL / min

[0055] HPLC measurement conditions for β-glycyrrhetinic acid Equipment: HPLC Prominence-i (manufactured by Shimadzu Corporation) Detector: UV absorbance spectrophotometer (measurement wavelength: 250 nm) Column: L-column ODS (4.6 × 100 mm, 5 μm) (Manufactured by the Chemicals Evaluation and Research Institute) Column temperature: 40℃ Mobile phase: methanol / water mixture (3:1) + 0.1 w / v% phosphoric acid Flow rate: 1.0mL / min

[0056] • HPLC measurement conditions for tocopherol Equipment: HPLC Prominence-i (manufactured by Shimadzu Corporation) Detector: UV absorbance spectrophotometer (measurement wavelength: 280 nm) Column: L-column ODS (4.6 × 100 mm, 5 μm) (Manufactured by the Chemicals Evaluation and Research Institute) Column temperature: 40℃ Mobile phase: methanol / water mixture (49:1) + 0.1 w / v% phosphoric acid Flow rate: 1.0mL / min

[0057] • GC measurement conditions for thymol Equipment: Gas chromatograph 6890N (manufactured by Agilent Technologies) Column: DB-1MS-UI (Inner diameter 0.25 mm, length 60 m, film thickness 250 μm) (manufactured by Agilent Technologies) Column temperature: 100°C (1 min) → [5°C / min increase] → 150°C (1 min) → [30°C / min increase] → 260°C (5 min) Inlet temperature: 250℃ Carrier gas: He 1.0 mL / min

[0058] GC measurement conditions for menthol Equipment: Gas chromatograph 6890N (manufactured by Agilent Technologies) Column: DB-1MS-UI (Inner diameter 0.25 mm, length 60 m, film thickness 250 μm) (manufactured by Agilent Technologies) Column temperature: 100°C (1 min) → [5°C / min increase] → 150°C (1 min) → [30°C / min increase] → 260°C (5 min) Inlet temperature: 250℃ Carrier gas: He 1.0 mL / min

[0059] Evaluation of the persistence of adsorption The percentage of the "amount of adsorption after rinsing (mass%)" relative to the "initial amount of adsorption (mass%)" was calculated and used as an indicator to evaluate the persistence of adsorption. A higher value indicates greater persistence of the adsorption of component (C) to the tooth surface, etc.

[0060] [Table 1]

[0061] Table 2 shows examples of formulations for the oral composition of the present invention.

[0062] [Table 2]

Claims

1. The following components (A) to (C): (A) Oleic acid (B) One or more basic compounds selected from organic amines, alkali metal hydroxides, carbonates, bicarbonates, and sesquicarbonates. (C) One or more oil-soluble components selected from isopropylmethylphenol, triclosan, glycyrrhetinic acid, tocopherol, thymol, and menthol. An oral composition containing, wherein the molar ratio of component (A) to component (C) ((A) / (C)) is 0.1 or more and 2 or less, the content of nonionic surfactant is 0.08% by mass or less, or does not contain a nonionic surfactant, and the pH at 25°C is 8.0 or more and less than 9.

6.

2. The oral composition according to claim 1, wherein the content of component (A) is 0.005% by mass or more and 0.5% by mass or less.

3. The oral composition according to claim 1 or 2, wherein component (B) is one or more basic compounds selected from alkali metal hydroxides and basic amino acids.

4. The oral composition according to claim 1 or 2, wherein the molar ratio ((B) / (A)) of the content of component (B) to the content of component (A) is 0.2 or more and 5.0 or less.

Citation Information

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