JP6740901B2 - Oral composition and method for suppressing taste of cationic bactericide in oral composition - Google Patents

Description

TECHNICAL FIELD The present invention relates to a composition for oral cavity in which the off-taste derived from a cationic bactericide is suppressed and the original flavor of the preparation is emphasized.

Cationic fungicides have been incorporated into oral care products as an effective means of reducing the number of pathogenic bacteria in the oral cavity, and so far, various oral compositions using cationic fungicides have been proposed. However, there is a problem that when a cationic bactericidal agent is added, an off-taste occurs.
The composition for the oral cavity is a product that is applied by directly contacting the oral cavity, and therefore, a composition considering the sensory aspect such as taste is required. Generally, when a cationic bactericidal agent is mixed, bitterness and astringency are generated, and therefore sweeteners and cooling agents are used to suppress the bitterness and astringency. However, the use of these components was not sufficient to completely eliminate the off-taste derived from the cationic bactericide.

On the other hand, 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 as a moisturizing agent, an antibacterial auxiliary agent and an antiseptic auxiliary agent in cosmetics and oral compositions.

Patent Document 1 (Japanese Patent No. 3635578) proposes that an antiseptic disinfectant in which an alkanediol having 5 to 10 carbon atoms and thymol and/or eugenol are combined can be incorporated into cosmetics and pharmaceuticals, Patent Document 2 (JP 2012-523381 A) proposes a technique using an alkanediol having 3 to 10 carbon atoms as a skin irritation reducing agent. In Patent Document 3 (JP 2011-148706 A), by admixing a diol compound having 4 to 8 carbon atoms in the molecule, the adsorption of cetylpyridinium chloride on the tooth surface is promoted and stain adhesion is suppressed. Oral compositions that provide benefits have been proposed.
In addition, in Patent Document 4 (JP 2012-36120 A), a gargle composition containing a quaternary ammonium salt type bactericide and having a good feeling in use is described as a propylene glycol belonging to an alkanediol having 2 to 6 carbon atoms. It is disclosed that the foaming suppression effect is enhanced by blending. Patent Document 5 (Japanese Patent Publication No. 10-501266) discloses a transparent mouthrinse composition containing a quaternary ammonium antibacterial agent and 5 to 20% of a polyhydric alcohol such as propylene glycol, which gives improved antibacterial activity. Proposed.
In addition, in these patent documents, there is no mention of suppressing the off-taste due to the cationic fungicide by the alkanediol.

Japanese Patent No. 3635578 Special table 2012-523381 gazette JP, 2011-148706, A JP, 2012-36120, A Japanese Patent Publication No. 10-501266 Japanese Examined Patent Publication No. 61-48813

Therefore, in a composition for oral cavity containing a cationic bactericide, it has been desired to develop a technique capable of sufficiently suppressing and eliminating the off-taste derived from the cationic bactericide.

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-taste derived from a cationic bactericide is suppressed and the original flavor of the preparation stands out.

As a result of intensive studies to achieve the above object, the present inventors have found that (B) an alkanediol having 5 to 10 carbon atoms and (C) ) 3-l-menthoxypropane-1,2-diol and/or N-substituted-p-menthane-3-carboxamide is used in combination, and the amount of the component (B) is within a specific range. The inventors have found that the peculiar off-taste derived from a cationic bactericide is suppressed and the original flavor of the preparation is outstanding, and the present invention has been completed.

That is, the oral composition is usually blended with fragrances such as mint flavors, spice flavors, and fruit flavors, but even if such flavors are blended, the oral composition is cationically sterilized. When the agent is blended, a strong taste caused by a cationic bactericide which is easily adsorbed to the oral mucosa is developed, and the taste remains after the product is contained in the mouth and discharged, and the flavor derived from the above flavor is not obtained and the flavor is weakened. However, the present invention recognizes that the combined use of the components (B) and (C) sufficiently suppresses the off-taste derived from the component (A), and the off-taste remains after application in the oral cavity. It is possible to eliminate even the unobtainable state, and the original flavor of the preparation derived from the above-mentioned blended flavor can be emphasized. In addition, 3-l-menthoxypropane-1,2-diol is known as a menthol derivative having a l-menthol-like cooling sensation on the skin and mucous membranes (Patent Document 6, JP-B-61-48813). ), N-substituted-p-menthane-3-carboxamide are also used in oral compositions as a cooling sensation and the like, but the present inventors have found that (B) a specific alkanediol and (C) 3- The combination with 1-menthoxypropane-1,2-diol and/or N-substituted-p-menthane-3-carboxamide specifically acts on the cationic fungicide (A), and the above-mentioned special effects are obtained. It is a new finding of giving.

Accordingly, the present invention provides the following oral composition and a method for suppressing the off-taste of a cationic bactericide in the oral composition.
[1]
(A) 0.001 to 0.1% by mass of a cationic bactericide,
(B) 0.1% by mass or more and less than 5% by mass of one or more alkanediols selected from 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol and decylene glycol. When,
(C) 3-l-menthoxypropane-1,2-diol and/or N-substituted-p-menthane-3-carboxamide in an amount of 0.005 to 0.2% by mass, which is the oral cavity. Composition.
[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]
The N-substituted-p-menthane-3-carboxamide of the component (C) 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-menthan-3-carboxamide, N,N-dimethyl-p-menthan-3-carboxamide and N,N-diethyl-p-menthan-3-carboxamide. The oral composition according to [1] or [2], which comprises at least one species.
[4]
The composition for oral cavity according to any one of [1] to [3], wherein the component (C) is 3-l-menthoxypropane-1,2-diol.
[5 ]
The oral composition according to any one of [1] to [ 4 ], wherein the content of 1-menthol in the composition is 0 to 0.5% by mass.
[ 6 ]
The oral composition according to any one of [1] to [ 5 ], which has a water content of 40% by mass or more.
[ 7 ]
The composition for oral cavity according to any one of [1] to [ 6 ], which is a liquid preparation.
[ 8 ]
The oral composition according to [ 7 ], which is a liquid dentifrice, a liquid dentifrice or a mouthwash.
[ 9 ]
(B) 1,2-Pentanediol, 1,2-hexanediol, 1,2-octanediol, and deionized composition for oral cavity containing 0.001 to 0.1% by mass of a cationic bactericide. 0.1% by mass or more and less than 5% by mass of one or more alkanediols selected from siren glycol, and (C) 3-l-menthoxypropane-1,2-diol and/or N-substituted- 0.005 to 0.2 mass% of p-menthane-3-carboxamide is blended, The method for suppressing the off-taste of the cationic fungicide (A) in the composition for oral cavity, which is characterized in that.
[ 10 ]
The method for suppressing the off-taste of a cationic bactericide (A) in the oral composition according to [ 9 ], wherein the content of 1-menthol in the composition is 0 to 0.5% by mass.
[ 11 ]
The method for suppressing the off-taste of a cationic fungicide (A) in the oral composition according to [ 9 ] or [ 10 ], wherein the oral composition is a liquid preparation.

According to the present invention, it is possible to provide a composition for oral cavity in which the off-taste derived from a cationic bactericide is suppressed and the original flavor of the preparation is outstanding.

The present invention will be described in more detail below. The composition for oral cavity of the present invention comprises (A) a cationic bactericide, (B) an alkanediol having 5 to 10 carbon atoms, (C) 3-l-menthoxypropane-1,2-diol and/or N-. Contains the substituted-p-menthane-3-carboxamide.

Examples of the cationic bactericide 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 specifically, benzethonium chloride, Examples thereof include benzalkonium chloride, cetylpyridinium chloride, stearyldimethylbenzylammonium chloride, lauryltrimethylammonium chloride, myristyltrimethylammonium chloride, cetyltrimethylammonium chloride and stearyltrimethylammonium chloride, but especially benzethonium chloride, benzalkonium chloride, chloride. Cetylpyridinium is preferred. These may be used alone or in combination of two or more. Among them, the use of benzethonium chloride is more preferable since it can sufficiently suppress the off-taste and further enhance the prominence of the flavor of the preparation.

As the cationic bactericide, commercially available products from reagent manufacturers such as Wako Pure Chemical Industries, Ltd., Kanto Chemical Industry Co., Ltd., Tokyo Chemical Industry Co., Ltd., etc. can be used.

The compounding amount of the (A) cationic bactericide is preferably 0.001 to 0.1% (mass %, the same hereinafter) of the entire composition, more preferably 0.005 to 0.05%, and further preferably. It is 0.01 to 0.03%. Although the sterilizing effect can be imparted as the blending amount is larger, the blending amount of 0.1% or less is suitable for suppressing the off taste and improving the distinctiveness of the flavor. If the blending amount is too large, it may not be possible to suppress the off taste.

By combining the (C) component with the C5-10 alkane diol of the (B) component, it has the effect of masking and suppressing the (A) cationic disinfectant-derived off taste and improving the prominence of flavor. Play.
Examples of the alkane diol 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 alkane diols may be used alone or in combination of two or more in terms of effect expression. When two kinds 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.

Although the thing manufactured using the well-known method can be used for the said alkane diol, it is a commercial item (Hydrolite-5 #6161751, Hydrolite-6 #8411129, Hydrolite-8 #109169, SymDiol 68 #108580, SymClariol #. 344028: manufactured by Symrise) can also be used.

The blending amount of the alkanediol as the component (B) is 0.1% or more and less than 5% of the entire composition, preferably 0.1-4%, more preferably 0.5-3%, further preferably 1%. ~ 3%. If it is less than 0.1%, the off-taste cannot be suppressed, and the flavor of the preparation is less noticeable. When it is 5% or more, the alkanediol itself develops an off-taste, the off-taste cannot be suppressed, and the distinctive flavor of the preparation is reduced.

The component (C) is 3-l-menthoxypropane-1,2-diol and/or N-substituted-p-menthane-3-carboxamide.
As N-substituted-p-menthane-3-carboxamide, 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 a methyl group or ethyl. A group, an alkyl group having 1 to 3 carbon atoms such as a propyl group, a phenyl group, and particularly the above alkyl group are preferable. Among them, the 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 one produced by using a known method, but it is also possible to use a commercially available product, for example, as 3-l-menthoxypropane-1,2-diol. "Cooling agent CA10" (manufactured by Takasago International Corporation) and N-ethyl-p-menthane-3-carboxamide include "WS3" (manufactured by Givaudan).

The blending amount of the component (C), 3-l-menthoxypropane-1,2-diol and/or N-substituted-p-menthane-3-carboxamide, is 0.001 to 0.2% of the entire composition. The content 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 blending amount, the more the malodor can be suppressed, and the prominence of flavor can be improved. However, when it is 0.2% or less, the malodor of the component (C) itself is suppressed from developing and the effect of suppressing the malodor decreases. It is suitable for preventing this.

The oral composition of the present invention is further used in oral compositions such as natural fragrances added as general fragrances for dentifrice, fragrances obtained by processing natural fragrances, simple fragrances, and further prepared fragrances. These fragrance materials can be blended alone or in combination of two or more. In this case, in the present invention, by blending the components (A), (B) and (C) in combination, one kind selected from a blended flavor, particularly (D) mint flavor, spice flavor and fruit flavor. Alternatively, the flavors of two or more kinds of flavors can be sufficiently exhibited, and the flavor stands out.

Specific examples of the mint-based flavor, spice-based flavor, and fruit-based flavor include the flavors used in Examples and Formulations described below, but are not limited thereto as long as they are similar flavors.
The amount of the fragrance, particularly (D) the mint-based fragrance, the spice-based fragrance, and the fruit-based fragrance, is preferably 0.01 to 2.5% of the total composition, from the viewpoint of the outstanding flavor. More preferably, it is 0.03 to 1.8%. The greater the blending amount, the more prominent the flavor is, and 2.5% or less is suitable for maintaining the good flavor. If the blending amount is too large, the prominence of the flavor may not be sufficiently maintained and may deteriorate.

Further, in the present invention, the content of 1-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 into a toothpaste, a liquid dentifrice, a dentifrice such as a liquid dentifrice, a mouthwash, etc., but it is preferably prepared as a liquid preparation, and among them, as a liquid dentifrice and a mouthwash, in particular, It is suitable as a mouthwash. In addition to the above-mentioned components, other known components depending on the dosage form can be added within a range that does not impair the effects of the present invention. The dentifrice may contain, for example, an abrasive, a binder, a thickener (wetting agent), a surfactant, a solvent, a pH adjuster, a sweetener, an antiseptic, a coloring agent, an active ingredient and the like. The mouthwash may contain, for example, a wetting agent, a surfactant, a solvent, a pH adjusting agent, a sweetening agent, a coloring agent, an active ingredient and the like. In addition, an insoluble powder such as an abrasive is usually not mixed with the mouthwash.

Examples of the polishing agent include silica-based polishing agents such as silica gel and precipitated silica, calcium phosphate-based polishing agents, and calcium carbonate-based polishing agents. The compounding amount of the abrasive is usually 0 to 30%, and when compounded, it is preferably 2 to 30%.

Examples of the binder include xanthan gum, sodium polyacrylate and the like, and the compounding amount is usually 0 to 5%, and when compounding, it is 0.1 to 5%.

Examples of the thickening agent (wetting agent) include polyhydric alcohols other than alkanediol having 5 to 10 carbon atoms, specifically, glycerin, propylene glycol, and sugar alcohols such as sorbit. The blending amount of dentifrice is preferably 5 to 50%, particularly preferably 10 to 30%. The mouthwash is preferably 0 to 15%, particularly preferably 1 to 10%.

As the surfactant, if necessary, anionic surfactants such as sodium lauryl sulfate, polyoxyethylene hydrogenated castor oil having an average addition mole number of ethylene oxide of 10 to 100, etc., as long as the effects of the present invention are not impaired. The nonionic surfactant can be added. The blending amount of the surfactant is 0 to 5%, and when blended, 0.1 to 5%, particularly 0.1 to 2.5% is preferable.

Purified water is usually used as the solvent. The water content in the composition of the liquid preparation is preferably 40% or more, particularly 50% or more, and especially 60% or more.
Further, the composition of the present invention may contain a lower alcohol having 1 to 3 carbon atoms, particularly ethanol in an amount of preferably 10% or less, more preferably 8% or less. Good. In particular, in a liquid preparation such as a mouthwash, it is preferable not to add ethanol, since the irritation can be suppressed and the feeling of use can be improved. The term “substantially free from” here means that the amount of ethanol in the composition is preferably in consideration of the fact that a trace amount of ethanol derived from the raw materials may be contained in the perfume blended in the composition. It is 100 ppm or less, more preferably 50 ppm or less, and particularly preferably 10 ppm or less.

Examples of pH adjusters include citric acid, phosphoric acid, and sodium salts 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 preferable as pH adjusters in the vicinity thereof.
Examples of the sweetener include saccharin sodium and the like. Examples of the preservative include paraoxybenzoic acid ester and the like.
As the colorant, highly safe water-soluble dyes such as Blue No. 1, Green No. 3, Yellow No. 4, and Red No. 105 can be added.

The active ingredient is not particularly limited as long as it can be incorporated into the composition for oral cavity, nonionic bactericidal agents such as isopropylmethylphenol, anti-inflammatory agents such as tranexamic acid, epsilon-aminocaproic acid, various enzymes, and fluorine. Compounds, vitamins, water-soluble copper compounds, plant extracts, tartar, plaque formation-preventing components, hyperesthesia-suppressing components and the like can be added in effective amounts within a range that does not impair the effects of the present invention.

Hereinafter, the present invention will be specifically described with reference to Examples, Comparative Examples, and Prescription Examples, but the present invention is not limited to the following Examples. In the following examples,% means mass% unless otherwise specified.

[Examples and Comparative Examples]
10 mL of the test composition (mouthwash) having the composition shown in Tables 1 to 3 was rinsed for 30 seconds, rinsed for 30 seconds, and then judged as to whether there was no unpleasant taste after the mouthwash and the prominence of flavor based on the following rating criteria. Three people judged. The average value of 3 persons was obtained and evaluated according to the following criteria, and the results are shown in the table. The amount of 1-menthol in the composition of each example was 0.08%.

Here, the absence of off-taste means that there is no bitterness or astringency immediately after application in the oral cavity, and no unique off-taste derived from a cationic bactericide is observed. The distinctive flavor is a state in which the original flavor of the preparation is developed without leaving an unpleasant taste in the oral cavity and a pleasant flavor is provided.

Rating criteria for unfamiliarity:
4 points: No off-taste 3 points: Almost no off-taste 2 points: Slight off-taste 1 point: Extensive off-taste
4 points: The flavor is significantly noticeable 3 points: The flavor is slightly noticeable 2 points: The flavor is not noticeable 1 point: The flavor is not noticeable

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

Next, a prescription example is shown. Each of the formulation examples had excellent off-taste and outstanding flavor.

[Prescription 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 residue
100.0% in total
(Amount of l-menthol in the composition 0.08%)

[Prescription 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 residue
100.0% in total
(Amount of l-menthol in the composition 0.08%)

[Prescription example 3] Liquid toothpaste Benzethonium chloride 0.05%
1,2-pentanediol 1.0
3-l-menthoxypropane-1,2-diol 0.075
Precipitating silica 15.0
Propylene glycol 2.0
85% glycerin 8.5
70% Solbit 26.0
Xanthan gum 0.2
Sodium polyacrylate 0.2
Sodium lauryl sulfate 1.0
Butyl paraben 0.01
Saccharin sodium 0.1
Fragrance B 0.2
Purified water residue
100.0% in total
(Amount of l-menthol in the composition 0.08%)

Details of the flavors A and B used are shown in Tables 4 to 6.

＊＊；質量部、以下同様。

**; parts by mass, and so on.

Claims (11)

(A) 0.001 to 0.1% by mass of a cationic bactericide,
(B) 0.1% by mass or more and less than 5% by mass of one or more alkanediols selected from 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol and decylene glycol. When,
(C) 3-l-menthoxypropane-1,2-diol and/or N-substituted-p-menthane-3-carboxamide in an amount of 0.005 to 0.2% by mass, which is the oral cavity. Composition. The oral composition according to claim 1, wherein the component (A) is one or more cationic bactericides selected from benzethonium chloride, benzalkonium chloride and cetylpyridinium chloride. The N-substituted-p-menthane-3-carboxamide of the component (C) 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-menthan-3-carboxamide, N,N-dimethyl-p-menthan-3-carboxamide and N,N-diethyl-p-menthan-3-carboxamide. The composition for oral cavity according to claim 1 or 2, which comprises one or more species. The oral composition according to any one of claims 1 to 3, wherein the component (C) is 3-l-menthoxypropane-1,2-diol. Claim 1 oral composition according to any one of the 4 content of l- menthol in the composition is 0 to 0.5 mass%. The oral composition of any one of claims 1 to 5 water content is 40 mass% or more. The oral composition of any one of claims 1-6 which is a liquid formulation. The oral composition according to claim 7 , which is a liquid dentifrice, a liquid dentifrice or a mouthwash. (B) 1,2-Pentanediol, 1,2-hexanediol, 1,2-octanediol, and deionized composition for oral cavity containing 0.001 to 0.1% by mass of a cationic bactericide. 0.1% by mass or more and less than 5% by mass of one or more alkanediols selected from siren glycol, and (C) 3-l-menthoxypropane-1,2-diol and/or N-substituted- 0.005 to 0.2 mass% of p-menthane-3-carboxamide is blended, The method for suppressing the off-taste of the cationic fungicide (A) in the composition for oral cavity, which is characterized in that. The method for suppressing the off-taste of a cationic bactericide (A) in an oral composition according to claim 9 , wherein the content of 1-menthol in the composition is 0 to 0.5% by mass. The method for suppressing the off-taste of a cationic bactericide (A) in an oral composition according to claim 9 or 10 , wherein the oral composition is a liquid preparation.