WO2016006647A1 - Composition for use in oral cavity - Google Patents
Composition for use in oral cavity Download PDFInfo
- Publication number
- WO2016006647A1 WO2016006647A1 PCT/JP2015/069735 JP2015069735W WO2016006647A1 WO 2016006647 A1 WO2016006647 A1 WO 2016006647A1 JP 2015069735 W JP2015069735 W JP 2015069735W WO 2016006647 A1 WO2016006647 A1 WO 2016006647A1
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- WIPO (PCT)
- Prior art keywords
- composition
- menthane
- carboxamide
- flavor
- component
- Prior art date
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
Definitions
- the present invention relates to a composition for oral cavity in which the off-taste derived from a cationic fungicide is suppressed and the original flavor of the preparation is conspicuous.
- Cationic disinfectants have been incorporated into oral care products as an effective means of reducing the number of pathogenic bacteria in the oral cavity, and various oral compositions using cationic disinfectants have been proposed so far.
- a cationic bactericidal agent is blended, there is a problem that an unpleasant taste occurs.
- the composition for oral cavity is a product to be applied by being brought into direct contact with the oral cavity, a composition in consideration of sensory aspects such as taste is required.
- a cationic bactericidal agent is blended, a bitter or astringent taste is produced, and a sweetener or a refreshing agent is used to suppress the bitter or astringent taste.
- a sweetener or a refreshing agent is used to suppress the bitter or astringent taste.
- alkanediol is a kind of polyhydric alcohol and is a general term for propylene glycol, pentylene glycol, hexanediol, octanediol and the like. Since alkanediol has moisturizing and antibacterial properties, it is generally used in cosmetics and oral compositions as a moisturizing agent, antibacterial auxiliary, and antiseptic.
- Patent Document 1 Patent No. 3635578 proposes that an antiseptic disinfectant that is a combination of an alkanediol having 5 to 10 carbon atoms and thymol and / or eugenol can be incorporated into cosmetics and pharmaceuticals.
- Patent Document 2 Japanese Patent Publication No. 2012-523381 proposes a technique using an alkanediol having 3 to 10 carbon atoms as a skin irritation reducing agent.
- Patent Document 3 Japanese Patent Laid-Open No.
- Patent Document 4 Japanese Patent Application Laid-Open No. 2012-36120 discloses a gargle composition containing a quaternary ammonium salt type fungicide and having a good feeling in use, and propylene glycol belonging to an alkanediol having 2 to 6 carbon atoms. It is disclosed that the foaming suppression effect is enhanced by adding.
- Patent Document 5 Japanese Patent Publication No.
- the present invention has been made in view of the above circumstances, and an object of the present invention is to provide a composition for oral cavity in which the off-flavor derived from a cationic bactericide is suppressed and the original flavor of the preparation stands out.
- the oral composition is usually mixed with a fragrance such as a mint fragrance, a spice fragrance, and a fruit fragrance. Even if such a fragrance is mixed, the oral sterilization is added to the oral composition.
- a fragrance such as a mint fragrance, a spice fragrance, and a fruit fragrance.
- an unusual taste derived from a cationic bactericidal agent that is easily adsorbed to the oral mucosa is strongly expressed, and remains after the preparation is contained in the mouth and discharged, and the flavor derived from the above fragrance cannot be obtained, resulting in a weak flavor.
- the combined system of the (B) and (C) components sufficiently suppresses the off-flavor derived from the (A) component, and recognizes that the off-flavor remains after application in the oral cavity.
- 3-l-menthoxypropane-1,2-diol is known as a menthol derivative having a cooling sensation like l-menthol on the skin or mucous membrane (Patent Document 6, Japanese Patent Publication No. 61-48813).
- N-substituted-p-menthane-3-carboxamide is also used as a cooling sensation agent in oral compositions, but the present inventors have identified (B) a specific alkanediol and (C) 3- The combination with 1-mentoxypropane-1,2-diol and / or N-substituted-p-menthane-3-carboxamide acts specifically on the (A) cationic fungicide, It is a new finding that gives.
- the present invention provides the following oral composition.
- the component (A) is one or more cationic fungicides selected from benzethonium chloride, benzalkonium chloride, and cetylpyridinium chloride.
- Component (B) is one or more alkanediols selected from 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, and decylene glycol [1] or [2 ] The composition for oral cavity of description.
- Component N-substituted-p-menthane-3-carboxamide is N-methyl-p-menthane-3-carboxamide, N-ethyl-p-menthane-3-carboxamide, N-propyl-p-menthane- One or two selected from 3-carboxamide, N-phenyl-p-menthane-3-carboxamide, N, N-dimethyl-p-menthane-3-carboxamide and N, N-diethyl-p-menthane-3-carboxamide
- the composition for oral cavity according to [1], [2] or [3], which is a seed or more.
- composition for oral cavity in which the off-flavor derived from the cationic fungicide is suppressed and the original flavor of the preparation is conspicuous.
- the oral composition of the present invention comprises (A) a cationic fungicide, (B) an alkanediol having 5 to 10 carbon atoms, (C) 3-l-menthoxypropane-1,2-diol and / or N- Contains substituted-p-menthane-3-carboxamide.
- Examples of the cationic fungicide of the component (A) include alkylpyridinium salts, benzyl long-chain alkyl short-chain dialkylammonium salts or derivatives thereof, long-chain alkyl short-chain trialkylammonium salts, and the like.
- alkylpyridinium salts benzyl long-chain alkyl short-chain dialkylammonium salts or derivatives thereof, long-chain alkyl short-chain trialkylammonium salts, and the like.
- benzethonium chloride Benzalkonium chloride, cetylpyridinium chloride, stearyldimethylbenzylammonium chloride, lauryltrimethylammonium chloride, myristyltrimethylammonium chloride, cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, etc.
- Cetylpyridinium is preferred. These may be used alone or in combination of two or more. Among them
- cationic bactericidal agent commercially available products available from reagent manufacturers such as Wako Pure Chemical Industries, Ltd., Kanto Chemical Industry, Tokyo Chemical Industry Co., Ltd. can be used.
- the blending amount of the (A) cationic fungicide is preferably 0.001 to 0.1% (mass%, the same shall apply hereinafter) of the whole composition, more preferably 0.005 to 0.05%, still more preferably. 0.01 to 0.03%.
- the bactericidal effect can be imparted as the blending amount increases, the blending amount of 0.1% or less is suitable for suppressing off-taste and improving the conspicuous flavor. When there are too many compounding quantities, a nasty taste may be unable to be suppressed.
- the (B) component alkanediol having 5 to 10 carbon atoms combined with the (C) component, masks and suppresses the off-flavor derived from the (A) cationic fungicide and improves the distinction of the flavor. Play.
- the alkanediol having 5 to 10 carbon atoms include 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, decylene glycol and the like. Among them, 1,2-pentanediol is It is preferable from the standpoint of flavor.
- These alkanediols can be used alone or in combination of two or more in terms of effect expression. When two types are combined, a combination of 1,2-pentanediol and 1,2-hexanediol and a combination of 1,2-pentanediol and 1,2-octanediol are preferable.
- the blending amount of the alkanediol as the component (B) is not less than 0.1% and less than 5% of the entire composition, preferably 0.1 to 4%, more preferably 0.5 to 3%, still more preferably 1. ⁇ 3%. If it is less than 0.1%, the off-flavor cannot be suppressed and the flavor of the preparation is inconspicuous. If it is 5% or more, the off-flavor of the alkanediol itself is expressed, the off-flavor cannot be suppressed, and the distinctive flavor of the preparation decreases.
- Component (C) is 3-l-menthoxypropane-1,2-diol and / or N-substituted-p-menthane-3-carboxamide.
- N-substituted-p-menthane-3-carboxamide includes N-methyl-p-menthane-3-carboxamide, N-ethyl-p-menthane-3-carboxamide, N-propyl-p-menthane-3-carboxamide, N-phenyl-p-menthane-3-carboxamide, N, N-dimethyl-p-menthane-3-carboxamide, N, N-diethyl-p-menthane-3-carboxamide, and the substituent is methyl group, ethyl And an alkyl group having 1 to 3 carbon atoms such as a propyl group or a propyl group, and those having a phenyl group, particularly those having the alkyl group are preferred.
- component (C) is 3-l-menthoxypropane-1,2-diol and / or N-ethyl-p-menthane-3-carboxamide, and 3-l-menthoxypropane-1, 2-diol is particularly preferred.
- component (C) it is possible to use a component produced by a known method, but it is also possible to use a commercially available product, for example, as 3-l-mentoxypropane-1,2-diol.
- “Cooling Agent CA10” manufactured by Takasago International Corporation
- N-ethyl-p-menthane-3-carboxamide includes “WS3” (manufactured by Givaudan).
- Component (C) 3-l-menthoxypropane-1,2-diol and / or N-substituted-p-menthane-3-carboxamide, is added in an amount of 0.001 to 0.2% of the entire composition. It is preferably 0.005 to 0.15%, more preferably 0.01 to 0.15%, and particularly preferably 0.01 to 0.1% from the standpoint of flavor. The larger the amount, the more the taste can be suppressed and the distinction of the flavor can be improved. However, the content of 0.2% or less suppresses the appearance of the taste of the component (C) itself, and the effect of suppressing the taste is reduced. It is suitable for preventing this.
- the oral composition of the present invention is further known for use in oral compositions such as natural fragrances added as general fragrances for dentifrices, fragrances processed from natural fragrances, simple fragrances, and blended fragrances. These fragrance materials can be blended singly or in combination of two or more. In this case, in this invention, it combines with (A), (B), (C) component, and is mix
- the blending amount of the fragrance, particularly (D) mint-based fragrance, spice-based fragrance, and fruit-based fragrance is preferably 0.01 to 2.5% of the total composition from the standpoint of outstanding flavor, More preferably, it is 0.03 to 1.8%. The greater the amount, the better the flavor, and 2.5% or less is preferable for maintaining good flavor. When there are too many compounding quantities, the standout of a flavor may not fully be maintained but may fall.
- the content of l-menthol in the composition is preferably 0.5% or less, more preferably 0.3% or less, and may be 0.15% or less.
- the lower limit is not particularly limited and may be 0%, but is preferably 0.0001% or more, more preferably 0.001% or more.
- the oral composition of the present invention can be prepared as a toothpaste such as toothpaste, liquid dentifrice, liquid dentifrice, mouthwash, etc., but it is preferably prepared as a liquid preparation, especially as a liquid dentifrice or mouthwash. Suitable as a mouthwash.
- abrasives, binders, thickeners (wetting agents), surfactants, solvents, pH adjusters, sweeteners, preservatives, colorants, active ingredients, and the like can be added to the dentifrice.
- a wetting agent for example, a wetting agent, a surfactant, a solvent, a pH adjuster, a sweetener, a colorant, an active ingredient, and the like can be added to the mouthwash.
- insoluble powders such as an abrasive
- abrasive examples include silica-based abrasives such as silica gel and precipitated silica, calcium phosphate-based abrasives, calcium carbonate-based abrasives, and the like.
- the blending amount of the abrasive is usually 0 to 30%, and when blending, 2 to 30% is preferable.
- binder examples include xanthan gum and sodium polyacrylate, and the blending amount is usually 0 to 5%, and when blending, 0.1 to 5%.
- thickening agent examples include polyhydric alcohols other than alkanediol having 5 to 10 carbon atoms, specifically, sugar alcohols such as glycerin, propylene glycol, and sorbit.
- the amount of the dentifrice is preferably 5 to 50%, more preferably 10 to 30%. In the mouthwash, 0 to 15%, particularly 1 to 10% is preferable.
- an anionic surfactant such as sodium lauryl sulfate or the like, polyoxyethylene hydrogenated castor oil having an average added mole number of ethylene oxide of 10 to 100, etc., as necessary, as long as the effects of the present invention are not hindered.
- Nonionic surfactants can be blended.
- the blending amount of the surfactant is 0 to 5%. When blended, 0.1 to 5%, particularly 0.1 to 2.5% is preferable.
- the solvent purified water is usually used.
- the water content in the composition of the liquid preparation is preferably 40% or more, particularly 50% or more, and particularly preferably 60% or more.
- the composition of the present invention may contain a lower alcohol having 1 to 3 carbon atoms, particularly ethanol, preferably 10% or less, more preferably 8% or less. Also good.
- a liquid preparation such as a mouthwash, it is preferable not to add ethanol because it can suppress irritation and improve the feeling of use.
- “substantially free” means that the amount of ethanol in the composition is preferably in consideration of the fact that a small amount of raw material-derived ethanol may be contained in the fragrance compounded in the composition. 100 ppm or less, more preferably 50 ppm or less, particularly preferably 10 ppm or less.
- Examples of the pH adjuster include citric acid, phosphoric acid, and a sodium salt thereof.
- the composition of the present invention preferably has a pH of 5.5 to 7.5 at 25 ° C., and citric acid and its sodium salt, or phosphoric acid and its sodium salt are preferred as the pH adjusting agent in the vicinity thereof.
- Examples of the sweetener include saccharin sodium.
- Examples of the preservative include paraoxybenzoic acid esters.
- As the colorant water-soluble pigments having high safety such as Blue No. 1, Green No. 3, Yellow No. 4, Red No. 105 and the like can be added.
- the active ingredient is not particularly limited as long as it can be incorporated into an oral composition, and is a nonionic fungicide such as isopropylmethylphenol, an anti-inflammatory agent such as tranexamic acid or epsilon-aminocaproic acid, various enzymes, and fluorine.
- a nonionic fungicide such as isopropylmethylphenol
- an anti-inflammatory agent such as tranexamic acid or epsilon-aminocaproic acid
- various enzymes such as tranexamic acid or epsilon-aminocaproic acid
- fluorine various enzymes, and fluorine.
- Chemical compounds, vitamins, water-soluble copper compounds, plant extracts, tartar, plaque formation-preventing ingredients, hypersensitivity-suppressing ingredients, and the like can be incorporated in an effective amount within a range that does not interfere with the effects of the present invention.
- Examples and Comparative Examples Judgment by using 10 mL of test composition (mouthwash) in the composition shown in Tables 1 to 3 in the mouth, rinsing for 30 seconds, after mouthwash, no taste of taste and distinctive flavor based on the following rating criteria Three people judged. The average value of 3 persons was calculated
- unsatisfactory taste means that there is no bitterness or astringency immediately after application in the oral cavity, and a unique taste derived from a cationic fungicide is not observed.
- the distinction of flavor is a state in which the original flavor of the preparation is expressed without giving off a nasty taste in the oral cavity and gives a pleasant flavor.
- Evaluation criteria ⁇ : 3.5 points or more and 4.0 points or less ⁇ : 3.0 points or more and less than 3.5 points ⁇ : 2.0 points or more and less than 3.0 points ⁇ : Less than 2.0 points
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Abstract
Description
口腔用組成物は、口腔内に直接接触させ、適用する製品であるため、味などの官能的な面を考慮した組成が必要である。一般的にカチオン性殺菌剤を配合すると苦味や渋味が生じるため、その苦味や渋味を抑制するべく甘味剤や清涼化剤などが用いられる。しかし、これら成分を用いても、カチオン性殺菌剤由来の異味を完全に消失させるには不十分であった。 Cationic disinfectants have been incorporated into oral care products as an effective means of reducing the number of pathogenic bacteria in the oral cavity, and various oral compositions using cationic disinfectants have been proposed so far. However, when a cationic bactericidal agent is blended, there is a problem that an unpleasant taste occurs.
Since the composition for oral cavity is a product to be applied by being brought into direct contact with the oral cavity, a composition in consideration of sensory aspects such as taste is required. In general, when a cationic bactericidal agent is blended, a bitter or astringent taste is produced, and a sweetener or a refreshing agent is used to suppress the bitter or astringent taste. However, even if these components were used, it was insufficient to completely eliminate the taste derived from the cationic fungicide.
また、特許文献4(特開2012-36120号公報)には、第4級アンモニウム塩型殺菌剤を含有する使用感がよい含嗽剤組成物に、炭素数2~6のアルカンジオールに属するプロピレングリコールを配合すると泡立ち抑制作用が高くなることが開示されている。特許文献5(特表平10-501266号公報)には、四級アンモニウム抗菌剤と、プロピレングリコール等の多価アルコール5~20%を含む、改良された抗菌活性を与える透明マウスリンス組成物が提案されている。
なお、これら特許文献には、アルカンジオールによる、カチオン性殺菌剤由来の異味抑制について言及がない。 Patent Document 1 (Patent No. 3635578) proposes that an antiseptic disinfectant that is a combination of an alkanediol having 5 to 10 carbon atoms and thymol and / or eugenol can be incorporated into cosmetics and pharmaceuticals. Patent Document 2 (Japanese Patent Publication No. 2012-523381) proposes a technique using an alkanediol having 3 to 10 carbon atoms as a skin irritation reducing agent. Patent Document 3 (Japanese Patent Laid-Open No. 2011-148706) promotes the adsorption of cetylpyridinium chloride to the tooth surface by containing a diol compound having 4 to 8 carbon atoms in the molecule, and suppresses the adhesion of stains. An oral composition that provides an effect has been proposed.
Patent Document 4 (Japanese Patent Application Laid-Open No. 2012-36120) discloses a gargle composition containing a quaternary ammonium salt type fungicide and having a good feeling in use, and propylene glycol belonging to an alkanediol having 2 to 6 carbon atoms. It is disclosed that the foaming suppression effect is enhanced by adding. Patent Document 5 (Japanese Patent Publication No. 10-501266) discloses a transparent mouth rinse composition that provides improved antibacterial activity, comprising a quaternary ammonium antibacterial agent and 5 to 20% of a polyhydric alcohol such as propylene glycol. Proposed.
In addition, these patent documents do not mention the taste suppression derived from a cationic fungicide by alkanediol.
〔1〕
(A)カチオン性殺菌剤と、(B)炭素数5~10のアルカンジオールと、(C)3-l-メントキシプロパン-1,2-ジオール及び/又はN-置換-p-メンタン-3-カルボキサミドとを含有し、(B)成分の含有量が0.1質量%以上5質量%未満であることを特徴とする口腔用組成物。
〔2〕
(A)成分が、塩化ベンゼトニウム、塩化ベンザルコニウム、塩化セチルピリジニウムから選ばれる1種又は2種以上のカチオン性殺菌剤である〔1〕記載の口腔用組成物。
〔3〕
(B)成分が、1,2-ペンタンジオール、1,2-ヘキサンジオール、1,2-オクタンジオール、デシレングリコールから選ばれる1種又は2種以上のアルカンジオールである〔1〕又は〔2〕記載の口腔用組成物。
〔4〕
(C)成分のN-置換-p-メンタン-3-カルボキサミドが、N-メチル-p-メンタン-3-カルボキサミド、N-エチル-p-メンタン-3-カルボキサミド、N-プロピル-p-メンタン-3-カルボキサミド、N-フェニル-p-メンタン-3-カルボキサミド、N,N-ジメチル-p-メンタン-3-カルボキサミド及びN,N-ジエチル-p-メンタン-3-カルボキサミドから選ばれる1種又は2種以上である〔1〕、〔2〕又は〔3〕記載の口腔用組成物。
〔5〕
(A)成分を0.001~0.1質量%、(C)成分を0.001~0.2質量%含有する〔1〕~〔4〕のいずれかに記載の口腔用組成物。
〔6〕
更に、(D)ミント系香料、スパイス系香料及びフルーツ系香料から選ばれる香料を0.01~2.5質量%含有する〔1〕~〔5〕のいずれかに記載の口腔用組成物。
〔7〕
組成物中のl-メントールの含有量が0.5質量%以下である〔1〕~〔6〕のいずれかに記載の口腔用組成物。
〔8〕
液体製剤である〔1〕~〔7〕のいずれかに記載の口腔用組成物。
〔9〕
液状歯磨剤又は洗口剤である〔8〕記載の口腔用組成物。 Accordingly, the present invention provides the following oral composition.
[1]
(A) a cationic fungicide, (B) an alkanediol having 5 to 10 carbon atoms, and (C) 3-l-menthoxypropane-1,2-diol and / or N-substituted-p-menthane-3 -A composition for oral cavity comprising carboxamide, wherein the content of component (B) is 0.1 mass% or more and less than 5 mass%.
[2]
The composition for oral cavity according to [1], wherein the component (A) is one or more cationic fungicides selected from benzethonium chloride, benzalkonium chloride, and cetylpyridinium chloride.
[3]
Component (B) is one or more alkanediols selected from 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, and decylene glycol [1] or [2 ] The composition for oral cavity of description.
[4]
(C) Component N-substituted-p-menthane-3-carboxamide is N-methyl-p-menthane-3-carboxamide, N-ethyl-p-menthane-3-carboxamide, N-propyl-p-menthane- One or two selected from 3-carboxamide, N-phenyl-p-menthane-3-carboxamide, N, N-dimethyl-p-menthane-3-carboxamide and N, N-diethyl-p-menthane-3-carboxamide The composition for oral cavity according to [1], [2] or [3], which is a seed or more.
[5]
The composition for oral cavity according to any one of [1] to [4], containing 0.001 to 0.1% by mass of component (A) and 0.001 to 0.2% by mass of component (C).
[6]
The oral composition according to any one of [1] to [5], further comprising (D) 0.01 to 2.5% by mass of a fragrance selected from mint flavor, spice flavor and fruit flavor.
[7]
The oral composition according to any one of [1] to [6], wherein the content of l-menthol in the composition is 0.5% by mass or less.
[8]
The oral composition according to any one of [1] to [7], which is a liquid preparation.
[9]
The oral composition according to [8], which is a liquid dentifrice or mouthwash.
炭素数5~10のアルカンジオールとしては、1,2-ペンタンジオール、1,2-ヘキサンジオール、1,2-オクタンジオール、デシレングリコール等が挙げられ、中でも、1,2-ペンタンジオールが、香味の際立ちの点から好ましい。これらアルカンジオールは、1種単独で、又は効果発現の点で2種以上を組み合わせることができる。なお、2種を組み合わせる場合は、1,2-ペンタンジオールと1,2-ヘキサンジオールとの組み合わせ、1,2-ペンタンジオールと1,2-オクタンジオールとの組み合わせが好ましい。 The (B) component alkanediol having 5 to 10 carbon atoms, combined with the (C) component, masks and suppresses the off-flavor derived from the (A) cationic fungicide and improves the distinction of the flavor. Play.
Examples of the alkanediol having 5 to 10 carbon atoms include 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, decylene glycol and the like. Among them, 1,2-pentanediol is It is preferable from the standpoint of flavor. These alkanediols can be used alone or in combination of two or more in terms of effect expression. When two types are combined, a combination of 1,2-pentanediol and 1,2-hexanediol and a combination of 1,2-pentanediol and 1,2-octanediol are preferable.
N-置換-p-メンタン-3-カルボキサミドとしては、N-メチル-p-メンタン-3-カルボキサミド、N-エチル-p-メンタン-3-カルボキサミド、N-プロピル-p-メンタン-3-カルボキサミド、N-フェニル-p-メンタン-3-カルボキサミド、N,N-ジメチル-p-メンタン-3-カルボキサミド、N,N-ジエチル-p-メンタン-3-カルボキサミドが挙げられ、置換基がメチル基、エチル基、プロピル基といった炭素数1~3のアルキル基、フェニル基であるもの、特に前記アルキル基であるものが好ましい。中でも、より好ましい(C)成分は、3-l-メントキシプロパン-1,2-ジオール及び/又はN-エチル-p-メンタン-3-カルボキサミドであり、3-l-メントキシプロパン-1,2-ジオールが特に好ましい。
(C)成分は、公知の方法を使用して製造したものを用いることが可能であるが、市販品を使用することもでき、例えば、3-l-メントキシプロパン-1,2-ジオールとしては「クーリングエージェントCA10」(高砂香料工業(株)製)、N-エチル-p-メンタン-3-カルボキサミドとしては「WS3」(ジボダン社製)が挙げられる。 Component (C) is 3-l-menthoxypropane-1,2-diol and / or N-substituted-p-menthane-3-carboxamide.
N-substituted-p-menthane-3-carboxamide includes N-methyl-p-menthane-3-carboxamide, N-ethyl-p-menthane-3-carboxamide, N-propyl-p-menthane-3-carboxamide, N-phenyl-p-menthane-3-carboxamide, N, N-dimethyl-p-menthane-3-carboxamide, N, N-diethyl-p-menthane-3-carboxamide, and the substituent is methyl group, ethyl And an alkyl group having 1 to 3 carbon atoms such as a propyl group or a propyl group, and those having a phenyl group, particularly those having the alkyl group are preferred. Among them, more preferable component (C) is 3-l-menthoxypropane-1,2-diol and / or N-ethyl-p-menthane-3-carboxamide, and 3-l-menthoxypropane-1, 2-diol is particularly preferred.
As the component (C), it is possible to use a component produced by a known method, but it is also possible to use a commercially available product, for example, as 3-l-mentoxypropane-1,2-diol. “Cooling Agent CA10” (manufactured by Takasago International Corporation), and N-ethyl-p-menthane-3-carboxamide includes “WS3” (manufactured by Givaudan).
香料、特に(D)ミント系香料、スパイス系香料、フルーツ系香料から選ばれる香料の配合量は、香味の際立ちの良さの点から、組成物全体の0.01~2.5%が好ましく、より好ましくは0.03~1.8%である。配合量が多いほど香味の際立ちが向上し、2.5%以下であることが、香味の際立ちを良好に維持するには好適である。配合量が多すぎると、香味の際立ちが十分に維持できず低下する場合がある。 Specific examples of the mint-based fragrance, the spice-based fragrance, and the fruit-based fragrance include the fragrances used in the examples and formulation examples described later, but are not limited to these as long as they are the same fragrance.
The blending amount of the fragrance, particularly (D) mint-based fragrance, spice-based fragrance, and fruit-based fragrance, is preferably 0.01 to 2.5% of the total composition from the standpoint of outstanding flavor, More preferably, it is 0.03 to 1.8%. The greater the amount, the better the flavor, and 2.5% or less is preferable for maintaining good flavor. When there are too many compounding quantities, the standout of a flavor may not fully be maintained but may fall.
また、本発明組成物は、炭素数1~3の低級アルコール、特にエタノールを好ましくは10%以下、より好ましくは8%以下含有してもよいが、エタノールを配合せず実質的に含まなくてもよい。特に洗口剤等の液体製剤においては、エタノールを配合しないほうが、刺激を抑え使用感を向上できることから好適である。なお、ここで、「実質的に含まない」とは、組成物中に配合される香料中に原料由来のエタノールが微量含まれることがあることを考慮し、組成物中のエタノール量が好ましくは100ppm以下、より好ましくは50ppm以下、特に好ましくは10ppm以下のものである。 As the solvent, purified water is usually used. The water content in the composition of the liquid preparation is preferably 40% or more, particularly 50% or more, and particularly preferably 60% or more.
Further, the composition of the present invention may contain a lower alcohol having 1 to 3 carbon atoms, particularly ethanol, preferably 10% or less, more preferably 8% or less. Also good. In particular, in a liquid preparation such as a mouthwash, it is preferable not to add ethanol because it can suppress irritation and improve the feeling of use. Here, “substantially free” means that the amount of ethanol in the composition is preferably in consideration of the fact that a small amount of raw material-derived ethanol may be contained in the fragrance compounded in the composition. 100 ppm or less, more preferably 50 ppm or less, particularly preferably 10 ppm or less.
甘味剤としてはサッカリンナトリウム等が挙げられる。防腐剤としては、パラオキシ安息香酸エステル等が挙げられる。
着色料としては、青色1号、緑色3号、黄色4号、赤色105号等の安全性の高い水溶性色素を添加できる。 Examples of the pH adjuster include citric acid, phosphoric acid, and a sodium salt thereof. The composition of the present invention preferably has a pH of 5.5 to 7.5 at 25 ° C., and citric acid and its sodium salt, or phosphoric acid and its sodium salt are preferred as the pH adjusting agent in the vicinity thereof.
Examples of the sweetener include saccharin sodium. Examples of the preservative include paraoxybenzoic acid esters.
As the colorant, water-soluble pigments having high safety such as Blue No. 1, Green No. 3, Yellow No. 4, Red No. 105 and the like can be added.
表1~3に示す組成の試験組成物(洗口剤)10mLを口に含み、30秒間すすいだ後、洗口後の異味のなさ、香味の際立ちについて、下記の評点基準に基づいて判定士3名が判定した。3名の平均値を求め、下記基準に従って評価し、結果を表に併記した。なお、各例の組成物中のl-メントール量はいずれも0.08%であった。 [Examples and Comparative Examples]
Judgment by using 10 mL of test composition (mouthwash) in the composition shown in Tables 1 to 3 in the mouth, rinsing for 30 seconds, after mouthwash, no taste of taste and distinctive flavor based on the following rating criteria Three people judged. The average value of 3 persons was calculated | required and evaluated according to the following reference | standard and the result was written together in the table | surface. The amount of l-menthol in the composition of each example was 0.08%.
4点:異味がない
3点:異味がほとんどない
2点:異味がややある
1点:異味がかなりある
香味の際立ちの評点基準:
4点:香味の際立ちがかなり認められる
3点:香味の際立ちがやや認められる
2点:香味の際立ちがほとんど認められない
1点:香味の際立ちが認められない Rating standards for tastelessness:
4 points: no taste 3 points: almost no taste 2 points: some taste is bad 1 point: some taste is bad
4 points: Standing out of flavor is fairly recognized 3 Points: Standing out of flavor is slightly recognized 2 Point: Standing out of flavor is hardly recognized 1 Point: Standing out of flavor is not recognized
◎:3.5点以上4.0点以下
○:3.0点以上3.5点未満
△:2.0点以上3.0点未満
×:2.0点未満 Evaluation criteria:
◎: 3.5 points or more and 4.0 points or less ○: 3.0 points or more and less than 3.5 points △: 2.0 points or more and less than 3.0 points ×: Less than 2.0 points
塩化ベンゼトニウム 0.05%
1,2-ペンタンジオール 1.0
3-l-メントキシプロパン-1,2-ジオール 0.075
グリセリン 5.0
プロピレングリコール 3.0
ポリオキシエチレン硬化ヒマシ油 0.5
サッカリンナトリウム 0.1
香料B 0.2
精製水 残
計 100.0%
(組成物中のl-メントール量 0.08%) [Formulation Example 1] mouthwash benzethonium chloride 0.05%
1,2-pentanediol 1.0
3-l-menthoxypropane-1,2-diol 0.075
Glycerin 5.0
Propylene glycol 3.0
Polyoxyethylene hydrogenated castor oil 0.5
Saccharin sodium 0.1
Fragrance B 0.2
Purified water remaining
Total 100.0%
(The amount of l-menthol in the composition 0.08%)
塩化ベンゼトニウム 0.05%
1,2-ペンタンジオール 1.0
N-エチル-p-メンタン-3-カルボキサミド 0.075
グリセリン 5.0
プロピレングリコール 3.0
ポリオキシエチレン硬化ヒマシ油 0.5
サッカリンナトリウム 0.1
香料B 0.2
精製水 残
計 100.0%
(組成物中のl-メントール量 0.08%) [Formulation Example 2] mouthwash benzethonium chloride 0.05%
1,2-pentanediol 1.0
N-ethyl-p-menthane-3-carboxamide 0.075
Glycerin 5.0
Propylene glycol 3.0
Polyoxyethylene hydrogenated castor oil 0.5
Saccharin sodium 0.1
Fragrance B 0.2
Purified water remaining
Total 100.0%
(The amount of l-menthol in the composition 0.08%)
塩化ベンゼトニウム 0.05%
1,2-ペンタンジオール 1.0
3-l-メントキシプロパン-1,2-ジオール 0.075
沈降性シリカ 15.0
プロピレングリコール 2.0
85%グリセリン 8.5
70%ソルビット 26.0
キサンタンガム 0.2
ポリアクリル酸ナトリウム 0.2
ラウリル硫酸ナトリウム 1.0
ブチルパラベン 0.01
サッカリンナトリウム 0.1
香料B 0.2
精製水 残
計 100.0%
(組成物中のl-メントール量 0.08%) [Formulation Example 3] Liquid dentifrice benzethonium chloride 0.05%
1,2-pentanediol 1.0
3-l-menthoxypropane-1,2-diol 0.075
Precipitated silica 15.0
Propylene glycol 2.0
85% glycerin 8.5
70% sorbit 26.0
Xanthan gum 0.2
Sodium polyacrylate 0.2
Sodium lauryl sulfate 1.0
Butylparaben 0.01
Saccharin sodium 0.1
Fragrance B 0.2
Purified water remaining
Total 100.0%
(The amount of l-menthol in the composition 0.08%)
Claims (9)
- (A)カチオン性殺菌剤と、(B)炭素数5~10のアルカンジオールと、(C)3-l-メントキシプロパン-1,2-ジオール及び/又はN-置換-p-メンタン-3-カルボキサミドとを含有し、(B)成分の含有量が0.1質量%以上5質量%未満であることを特徴とする口腔用組成物。 (A) a cationic fungicide, (B) an alkanediol having 5 to 10 carbon atoms, and (C) 3-l-menthoxypropane-1,2-diol and / or N-substituted-p-menthane-3 -A composition for oral cavity comprising carboxamide, wherein the content of component (B) is 0.1 mass% or more and less than 5 mass%.
- (A)成分が、塩化ベンゼトニウム、塩化ベンザルコニウム、塩化セチルピリジニウムから選ばれる1種又は2種以上のカチオン性殺菌剤である請求項1記載の口腔用組成物。 The composition for oral cavity according to claim 1, wherein the component (A) is one or more cationic fungicides selected from benzethonium chloride, benzalkonium chloride, and cetylpyridinium chloride.
- (B)成分が、1,2-ペンタンジオール、1,2-ヘキサンジオール、1,2-オクタンジオール、デシレングリコールから選ばれる1種又は2種以上のアルカンジオールである請求項1又は2記載の口腔用組成物。 The component (B) is one or more alkanediols selected from 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, and decylene glycol. Oral composition.
- (C)成分のN-置換-p-メンタン-3-カルボキサミドが、N-メチル-p-メンタン-3-カルボキサミド、N-エチル-p-メンタン-3-カルボキサミド、N-プロピル-p-メンタン-3-カルボキサミド、N-フェニル-p-メンタン-3-カルボキサミド、N,N-ジメチル-p-メンタン-3-カルボキサミド及びN,N-ジエチル-p-メンタン-3-カルボキサミドから選ばれる1種又は2種以上である請求項1、2又は3記載の口腔用組成物。 (C) Component N-substituted-p-menthane-3-carboxamide is N-methyl-p-menthane-3-carboxamide, N-ethyl-p-menthane-3-carboxamide, N-propyl-p-menthane- One or two selected from 3-carboxamide, N-phenyl-p-menthane-3-carboxamide, N, N-dimethyl-p-menthane-3-carboxamide and N, N-diethyl-p-menthane-3-carboxamide The composition for oral cavity according to claim 1, 2 or 3, which is a species or more.
- (A)成分を0.001~0.1質量%、(C)成分を0.001~0.2質量%含有する請求項1~4のいずれか1項記載の口腔用組成物。 The composition for oral cavity according to any one of claims 1 to 4, comprising 0.001 to 0.1% by mass of component (A) and 0.001 to 0.2% by mass of component (C).
- 更に、(D)ミント系香料、スパイス系香料及びフルーツ系香料から選ばれる香料を0.01~2.5質量%含有する請求項1~5のいずれか1項記載の口腔用組成物。 The oral composition according to any one of claims 1 to 5, further comprising (D) 0.01 to 2.5% by mass of a fragrance selected from mint flavor, spice flavor and fruit flavor.
- 組成物中のl-メントールの含有量が0.5質量%以下である請求項1~6のいずれか1項記載の口腔用組成物。 The oral composition according to any one of claims 1 to 6, wherein the content of l-menthol in the composition is 0.5% by mass or less.
- 液体製剤である請求項1~7のいずれか1項記載の口腔用組成物。 The oral composition according to any one of claims 1 to 7, which is a liquid preparation.
- 液状歯磨剤又は洗口剤である請求項8記載の口腔用組成物。 The composition for oral cavity according to claim 8, which is a liquid dentifrice or a mouthwash.
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WO2022145161A1 (en) * | 2020-12-28 | 2022-07-07 | ライオン株式会社 | Composition for oral cavity |
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CN112353709A (en) * | 2020-11-04 | 2021-02-12 | 广州市盛龙口腔清洁用品有限公司 | Toothpaste compounded with mint freshener |
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