KR20200141442A - Oral composition and bitter taste improver of α-olefin sulfonate - Google Patents

Abstract

A bitter taste improving agent that improves the bitter taste of α-olefin sulfonate and imparts a pleasant feeling of use, and an oral composition containing the same. (A) α-olefin sulfonate, (B) glycyrrhizinic acid or a salt thereof, and (C) linalool oxide, cis-3-hexenol, methyldihydrojasmonate, linalool, linalyl acetate, agent An oral composition containing at least one selected from raniol and methyl jasmine, and an oral composition containing the component (A), containing the components (B) and (C), can be suitably blended. The bitter taste improver of the component (A).

Description

Oral composition and bitter taste improver of α-olefin sulfonate

The present invention relates to a bitter taste improving agent that improves the bitter taste of α-olefin sulfonate and imparts a pleasant feeling of use, and an oral composition containing the same.

It is known that α-olefin sulfonates such as sodium tetradecenesulfonate, which are anionic surfactants, have an oral biofilm removal effect, but their effect is not sufficient, and in order to improve the effect, When it is increased, there is a problem that the taste deteriorates due to bitterness by itself and the feeling of use decreases.

An oral biofilm remover that does not feel irritation or bitterness by using an acylamino acid salt, arginine, dextranase, etc. in combination with α-olefin sulfonate, and an oral composition containing the same are disclosed in Patent Documents 1 and 2 (Japanese Patent 6007781, Japanese Patent Laid-Open No. 2015-20970).

In addition, as a technology that applies flavoring to the improvement of bitterness by α-olefin sulfonate in oral compositions, if peppermint oil and specific lactones and aldehydes are used in combination, the bitter taste by α-olefin sulfonate is continued even after use. What can be suppressed is proposed in Patent Document 3 (International Publication No. 2017/094582).

Japanese Patent No. 6007781 Japanese Patent Publication No. 2015-20970 International Publication No. 2017/094582 Japanese Patent No. 5825093

The present invention has been made in view of the above circumstances, and an object of the present invention is to provide a new bitter taste improving agent that improves the bitter taste of α-olefin sulfonate and gives a pleasant feeling of use, and an oral composition containing the same.

The inventors of the present invention have conducted extensive research in order to achieve the above object. As a result, glycyrrhizinic acid or a salt thereof and a specific fragrance component are used in combination with the α-olefin sulfonic acid salt, and when these are combined and blended, the bitter taste of the α-olefin sulfonate can be improved. Therefore, by combining the above three components and blending into an oral composition, it was discovered that the bitterness of the α-olefin sulfonate can be improved and a pleasant feeling of use can be provided, and the present invention has been achieved.

That is, according to the present invention, (A) an oral composition containing an α-olefin sulfonate, (B) glycyrrhizinic acid or a salt thereof, (C) linalooloxide, cis-3-hexenol, methyldihydro By blending one or more flavoring ingredients selected from jasmonate, linalool, linalyl acetate, geraniol and methyl jasmonate, the taste of the component (A) can be improved and a pleasant feeling of use can be obtained. there was. In this case, even if component (B) is combined with component (A), the bitter taste of component (A) is not suppressed, and even when component (C) is combined with component (A), bitter taste of component (A) is not suppressed, When the components (B) and (C) are used in combination, unexpectedly, both act synergistically, masking and suppressing the bitterness of the component (A), thereby exhibiting a remarkable effect of improving the taste.

In addition, the component (B) is known as a sweetener having a high degree of sweetness, and in particular, when blended into an oral composition, the sweetness peculiar to the high-sweetness sweetener and the unique sweetness felt in the throat sometimes remain in bad taste (Patent Document 4; When the components (B) and (C) are used in combination, the taste improves without feeling the unpleasant sweetness peculiar to the component (B), and the bitterness is improved even when the component (A) is increased, It could give it a good taste.

The effect of the present invention is unique and remarkable obtained by combining the components (B) and (C) with the component (A). As shown in the comparative examples described later, when the composition for oral cavity contains the component (A) and does not contain any of the components (B) and (C), the tastelessness is inferior (×, Comparative Examples 1 and 2), In addition, when the component (B) was not contained, even if the content of sodium saccharin in the sweetener was increased, the tastelessness was inferior (x, Comparative Example 3). On the other hand, the composition for oral cavity containing the components (A), (B) and (C) of the present invention shown in the examples had no bitterness of ◯ or ⊚, all of which improved bitterness and had good taste.

Accordingly, the present invention provides the following oral composition and an agent for improving taste of the α-olefin sulfonate.

[One]

(A) α-olefin sulfonate,

(B) glycyrrhizic acid or a salt thereof, and

(C) at least one selected from linalool oxide, cis-3-hexenol, methyldihydrojasmonate, linalool, linalyl acetate, geraniol and methyljasmonate

Oral composition containing.

[2]

The composition for oral cavity according to [1], wherein the component (B) is at least one selected from glycyrrhizic acid, dipotassium glycyrrhizate, trisodium glycyrrhizinate, and monoammonium glycyrrhizinate.

[3]

The oral composition according to [1] or [2], containing 0.1 to 2.5% by mass of the component (A), 0.01 to 0.25% by mass of the component (B), and 0.00001 to 0.3% by mass of the component (C).

[4]

The oral composition according to any one of [1] to [3], wherein the mass ratio represented by (A)/(B) is 1 to 50.

[5]

The oral composition according to any one of [1] to [4], wherein the mass ratio represented by (A)/(C) is 1 to 30,000.

[6]

(C) component

(C-1) linalool oxide, cis-3-hexenol, linalool, linalyl acetate,

(C-2) methyl dihydro jasmonate, methyl jasmonate,

(C-3) Geraniol

The oral composition according to any one of [1] to [5], which is a mixture of three or more selected from each group of one or more.

[7]

The oral composition according to any one of [1] to [6], which is a dentifrice composition.

[8]

(B) glycyrrhizic acid or a salt thereof, and

(C) at least one selected from linalool oxide, cis-3-hexenol, methyldihydrojasmonate, linalool, linalyl acetate, geraniol and methyljasmonate

(A) A bitter taste improving agent of an α-olefin sulfonate containing.

[9]

The bitter taste improving agent of (A) α-olefin sulfonate according to [8], wherein (A)/(B) is 1 to 50 as a mass ratio.

[10]

The bitter taste improver of (A) α-olefin sulfonate according to [8] or [9], wherein (A)/(C) is 1 to 30,000 as a mass ratio.

[11]

(C) component

(C-1) linalool oxide, cis-3-hexenol, linalool, linalyl acetate,

(C-2) methyl dihydro jasmonate, methyl jasmonate,

(C-3) Geraniol

The bitter taste improving agent of the α-olefin sulfonate according to any one of [8] to [10], which is a mixture of three or more selected from each group of.

[12]

(A) The bitter taste improver of (A) α-olefin sulfonate according to any one of [8] to [11], which is for an oral composition containing an α-olefin sulfonate.

According to the present invention, it is possible to provide an agent for improving the bitter taste of α-olefin sulfonate and providing a pleasant feeling of use, and an oral composition containing the same. The oral composition of the present invention can also impart a satisfactory oral biofilm removal effect by using the α-olefin sulfonate because the bitter taste of the α-olefin sulfonate is improved.

Hereinafter, the present invention will be described in more detail. The composition for oral cavity of the present invention contains (A) α-olefin sulfonate, (B) glycyrrhizic acid or a salt thereof, and (C) a specific fragrance component.

In this case, (B) glycyrrhizinic acid or a salt thereof, and (C) a specific fragrance component are active ingredients for improving the bitter taste of the component (A), and can be used as a bitter taste improving agent for the component (A) containing only these active ingredients. However, other optional components other than the above-described components as described later may be further blended and prepared as an oral composition containing components (B) and (C) as active ingredients for improving bitterness of component (A).

(A) As the α-olefin sulfonic acid salt, alkali metal salts such as sodium and potassium of α-olefin sulfonic acid having 14 to 16 carbon atoms can be used, preferably α-olefin sulfonate having 14 carbon atoms, especially sodium salt (general Name; sodium tetradecenesulfonate). These can obtain a commercial item that can be used for an oral composition, and for example, a brand name "K Liporan PJ-400CJ" manufactured by Lion Specialty Chemical Co., Ltd. can be used.

In the present invention, when components (B) and (C) are used in combination, this combination system masks and suppresses the bitter taste of the component (A), and acts as a bitter taste improving agent.

(B) glycyrrhizic acid or a salt thereof may include, for example, glycyrrhizinic acid, dipotassium glycyrrhizate, trisodium glycyrrhizate, monoammonium glycyrrhizate, etc., and one of these may be used alone or in combination of two or more. I can. Among them, dipotassium glycyrrhizate is preferable.

Glycyrrhizic acid or a salt thereof can be used commercially. For example, it is possible to use dipotassium glycyrrhizinate of Maruzen Seiyaku Co., Ltd. manufactured by Oe Won-gyu (quasi-drug raw material standard) standard product.

The mass ratio of (A)/(B) showing the amount ratio of the component (A) and the component (B) is preferably 1 to 50, more preferably 1.5 to 40, and particularly 1.5 to 15. Within this range, the effect of improving the bitter taste is more excellent, and the taste becomes better.

The component (C) is at least one perfume component selected from linalool oxide, cis-3-hexenol, methyldihydrojasmonate, linalool, linalyl acetate, geraniol and methyljasmonate. Among them, linalooloxide, cis-3-hexenol, and methyldihydrojasmonate are particularly preferred from the viewpoint of improving the taste. These may be used alone or in combination of two or more, or three or more from the viewpoint of effect expression.

Preferably, two or more types are used in combination, and at least

(C-1) a fragrance component selected from linalool oxide, cis-3-hexenol, linalool, and linalyl acetate

It is preferable to contain.

More preferably, three or more types are used in combination, and the perfume component shown in (C-1) above,

(C-2) a fragrance component selected from methyl dihydro jasmonate and methyl jasmonate,

(C-3) Geraniol

It is preferable to combine, and each one or more selected from each of the groups (C-1), (C-2), and (C-3) may be used by mixing these fragrance components.

(C) Specifically, as a component, linalool oxide, cis-3-hexenol, methyl dihydro jasmonate, linalool , Linalyl acetate, Geraniol, and methyl jasmonate can be used as a single fragrance material. In addition, essential oils containing these, for example, lavender oil, coriander oil, neroli oil (orange flower oil), rose oil, jasmine oil, and the like may be used. These can use commercial items, such as Takasa Goryo High School Co., Ltd., Daiyo Goryo Co., Ltd., and Soda Goryo Co., Ltd. product, for example.

The mass ratio of (A)/(C) showing the amount ratio of the component (A) and the component (C) is preferably 1 to 30,000, more preferably 3 to 3,000. Within this range, the effect of improving the bitter taste is more excellent, and the taste becomes better.

In addition, as for (B)/(C) showing the amount ratio of the component (B) and the component (C), the mass ratio is preferably 0.1 to 5,000, more preferably 0.5 to 500. Within this range, the effect of improving bitter taste is more excellent.

In the present invention, when (A)/(B) and (A)/(C) are each within the above range as a mass ratio, and (B)/(C) is within the above range as a mass ratio, the effect of improving bitterness is particularly great.

In the composition for oral cavity of the present invention, it is preferable that the amounts of the components (A), (B) and (C) are within the following ranges, respectively.

(A) The blending amount of the α-olefin sulfonate salt is preferably 0.1 to 2.5% (the same applies hereinafter) of the whole composition, more preferably 0.1 to 2%, and still more preferably 0.2 to 1%. When the blending amount is 0.1% or more, the effect of dispersing and removing the oral biofilm is sufficiently obtained. As the blending amount increases, the bitter taste by itself is strongly expressed, but if it is 2.5% or less, the bitter taste by itself is sufficiently improved.

(B) The blending amount of glycyrrhizinic acid or its salt is preferably 0.01 to 0.25% of the total composition, and more preferably 0.02 to 0.2%. When the blending amount is 0.01% or more, a bitter masking effect is sufficiently exhibited. If it is 0.25% or less, the expression of unique sweetness by itself is sufficiently prevented, and good taste is maintained.

The blending amount of the component (C) is preferably 0.00001 to 0.3%, more preferably 0.0001 to 0.1% of the whole composition in terms of pure powder. When the blending amount is 0.00001% or more, a sufficient bitterness suppression effect is obtained. If it is 0.3% or less, the fragrance and taste derived from itself are not expressed too strongly, and a sufficiently good feeling of use is obtained.

The oral composition of the present invention can be in the form of a solid, liquid such as a liquid, gel, paste, gum, etc., and a cream skirt, a liquid skirt, a liquid skirt, a skirt agent such as a luster skirt, and an oral cleaner , Mouth wash, troche, chewing gum, etc. It is possible to use a variety of formulations, the production method can also employ a conventional method according to the formulation, in particular, a skirt composition such as a cream skirt is preferred. In this case, in addition to the above-described components, other suitable optional components may be blended depending on the purpose of the composition, formulation, and the like. For example, in the case of a dentifrice composition, an abrasive, a viscous agent, a caking agent, a surfactant other than the component (A), if necessary, a sweetening agent other than the component (B), a preservative, a colorant, and a fragrance other than the component (C) , Active ingredients and the like may be further blended, and these ingredients and water may be mixed to prepare them.

Abrasives include silica-based abrasives such as crystalline silica, amorphous silica, silica gel, and aluminosilicate, calcium phosphate such as calcium hydrogen phosphate anhydride, calcium hydrogen phosphate dihydrate, calcium phosphate tribasic, calcium phosphate, and calcium pyrophosphate. Type abrasives, tertiary magnesium phosphate, calcium carbonate, aluminum hydroxide, alumina, magnesium carbonate, zeolite, zirconium silicate, hydroxyapatite, and synthetic resin type abrasives. The blending amount of the abrasive is usually 5 to 70%, particularly 10 to 50% of the total composition.

Examples of the binder include gums such as xanthan gum, cellulose derivatives such as sodium carboxymethylcellulose, linear sulfur-containing polysaccharides such as carrageenan, and superabsorbent polymer substances such as sodium polyacrylate. The blending amount of the caking agent is usually 0 to 10%, particularly 0.1 to 5% of the total composition.

Examples of the viscosity aid include sugar alcohols such as sorbit, xylitol, and erythritol, polyhydric alcohols such as propylene glycol, butylene glycol, glycerin and polyethylene glycol. The blending amount of the viscous agent is usually 0 to 70%, particularly 3 to 50% of the total composition.

As the surfactant, known surfactants for oral compositions can be used, and examples thereof include anionic surfactants and nonionic surfactants other than the component (A).

Examples of anionic surfactants other than the component (A) include alkyl sulfates such as sodium lauryl sulfate.

Nonionic surfactants include, for example, sugar fatty acid esters such as sucrose fatty acid esters, sugar alcohol fatty acid esters, sorbitan fatty acid esters, glycerin fatty acid esters, polyglycerol fatty acid esters, polyoxyethylene sorbitan fatty acid esters, and polyoxyethylene cured Polyoxyethylene fatty acid esters such as castor oil, polyoxyethylene higher alcohol ethers such as polyoxyethylene lauryl ether, and fatty acid alkanolamides such as lauric acid diethanolamide.

In the present invention, in addition to the component (A), as an anionic surfactant, a sulfate salt of an alkyl sulfate or a glycerin fatty acid ester may be added in an amount of 10% or less, particularly 5% or less, and particularly 3% or less with respect to the entire composition to increase foamability. In addition, the blending amount of these optional surfactants should be within a range that does not interfere with the effect of the present invention, and the total blending amount of the surfactant (the total amount of the blending amount of the component (A) and the blending amount of the optional surfactant) is 0.1 To 10%, particularly preferably 0.2 to 5%.

Sweetening agents include sodium saccharin and the like. Preservatives include benzoic acid such as sodium benzoate or salts thereof, and paraoxybenzoic acid esters such as methylparaben, ethylparaben, and butylparaben.

The pigments include food colorings such as brilliant blue and tatrazine, and pigments of titanium oxide.

The fragrance may contain fragrance components other than the component (C), which can be generally used for oral use. For example, menthol, anetol, carbon, eugenol, limonene, n-decyl alcohol, citronellol, α-terpineol, citronellyl acetate, cineol, vanillin, thymol, spearmint oil, peppermint oil, And flavoring materials such as lemon oil, orange oil, sage oil, rosemary oil, cinnamon oil, pimento oil, chicken leaf oil, perilla oil, dong green oil, sperm oil, and eucalyptus oil.

The blending amount of the fragrance material is preferably 0.000001 to 2% of the total composition, and the blending amount of the fragrance fragrance using the fragrance material is preferably 0.1 to 2% of the total composition.

In addition, when the fragrance material contains the component (C), the fragrance material can be used within a range satisfying the blending amount of the component (C).

The active ingredient is a medicinal ingredient known for oral use, such as sterilization of chlorohexidine, triclosan, isopropylmethylphenol, cetylpyridinium chloride, benzethonium chloride, benzalkonium chloride, zinc gluconate, zinc citrate, etc. Antibacterial agents; Tartar preventing agents such as ethane hydroxydiphosphonate; Anti-inflammatory agents such as tranexamic acid and allantoinchlorhydroxyaluminum; Coating agents such as hydroxyethyl cellulose dimethyl diaryl ammonium chloride; Enzyme agents such as dextranase, mutanase, and lysozyme chloride; Vitamins such as ascorbic acid and tocopherol acetate; Astringents such as sodium chloride; Hypersensitivity inhibitors such as aluminum lactate, strontium chloride, and potassium nitrate; And fluorides such as sodium fluoride, sodium monofluorophosphate, and tin fluoride. These can be used in an effective amount within a pharmaceutically acceptable range.

Example

Hereinafter, examples and comparative examples are shown to specifically describe the present invention, but the present invention is not limited to the following examples. In addition, in the following examples, all represent% by mass unless otherwise specified.

[Examples, Comparative Examples]

The skirt composition (cream skirt) of the composition shown in Tables 1 to 4 was prepared by a conventional method, and evaluated by the following method. The results are listed in the table.

Evaluation method of bitterness (no bitterness) in use

It was evaluated by a sensory test using 10 expert panelists as subjects. 1 g of the dentifrice composition was taken on a toothbrush, brushed for 3 minutes in the same manner as usual, and the bitter taste felt during use was evaluated based on the following rating criteria.

Rating criteria

4 points: no taste at all

3 points: almost no taste

2 points: slightly bitter

1 point: taste good

The score results of 10 people were averaged, and it was determined by the following evaluation criteria. It was judged that the evaluation of ◎ and ○ was ensured as a dentifrice composition without bitterness.

Evaluation standard

◎: 3.5 or more and 4.0 or less

○: 3.0 or more and less than 3.5

△: 2.0 points or more and less than 3.0 points

×: less than 2.0 points

Details of the raw materials used are shown below.

(A) sodium tetradecenesulfonate; Brand name K Liporan PJ-400CJ, manufactured by Lion Specialty Chemical Co., Ltd.

(B) dipotassium glycyrrhizinate; Maruzen Seiyaku Co., Ltd. standard product

(C) linalooloxide; Daiyo Goryo Co., Ltd.

Cis-3-hexenol; Shin-Etsu Chemical High School Co., Ltd.

Methyl dihydro jasmonate; Takasa Goryo High School Co., Ltd.

Linalool; Takasa Goryo High School Co., Ltd.

Linalyl acetate; Takasa Goryo High School Co., Ltd.

Geraniol; Takasa Goryo High School Co., Ltd.

Methyl jasmonate; Soda Goryo Co., Ltd.

Claims (12)

(A) α-olefin sulfonate,
(B) glycyrrhizic acid or a salt thereof, and
(C) at least one selected from linalool oxide, cis-3-hexenol, methyldihydrojasmonate, linalool, linalyl acetate, geraniol and methyljasmonate
Oral composition containing. The oral composition according to claim 1, wherein the component (B) is at least one selected from glycyrrhizinic acid, dipotassium glycyrrhizate, trisodium glycyrrhizinate, and monoammonium glycyrrhizinate. The oral composition according to claim 1 or 2, comprising 0.1 to 2.5% by mass of component (A), 0.01 to 0.25% by mass of component (B), and 0.00001 to 0.3% by mass of (C) component. The oral composition according to any one of claims 1 to 3, wherein the mass ratio represented by (A)/(B) is 1 to 50. The oral composition according to any one of claims 1 to 4, wherein the mass ratio represented by (A)/(C) is 1 to 30,000. The method according to any one of claims 1 to 5, wherein component (C) is
(C-1) linalool oxide, cis-3-hexenol, linalool, linalyl acetate,
(C-2) methyl dihydro jasmonate, methyl jasmonate,
(C-3) Geraniol
Oral composition of a mixture of three or more, each selected from each group of at least one. The oral composition according to any one of claims 1 to 6, which is a dentifrice composition. (B) glycyrrhizic acid or a salt thereof, and
(C) at least one selected from linalool oxide, cis-3-hexenol, methyldihydrojasmonate, linalool, linalyl acetate, geraniol and methyljasmonate
(A) A bitter taste improving agent of α-olefin sulfonate containing. The bitter taste improving agent of (A) α-olefin sulfonate according to claim 8, wherein (A)/(B) is 1 to 50 as a mass ratio. The bitter taste improving agent of (A) α-olefin sulfonate according to claim 8 or 9, wherein (A)/(C) is 1 to 30,000 as a mass ratio. The method according to any one of claims 8 to 10, wherein component (C) is
(C-1) linalool oxide, cis-3-hexenol, linalool, linalyl acetate,
(C-2) methyl dihydro jasmonate, methyl jasmonate,
(C-3) Geraniol
A bitter taste improver of α-olefin sulfonate, which is a mixture of three or more, each selected from each group of at least one. The bitter taste improving agent of (A) α-olefin sulfonate according to any one of claims 8 to 11, which is for use in an oral composition containing (A) an α-olefin sulfonate.