WO2019107340A1

WO2019107340A1 - Composition for oral use

Info

Publication number: WO2019107340A1
Application number: PCT/JP2018/043523
Authority: WO
Inventors: 美妃宮越
Original assignee: ライオン株式会社
Priority date: 2017-11-30
Filing date: 2018-11-27
Publication date: 2019-06-06
Also published as: JP2019099483A; CN111315351A; KR20200094723A; CN111315351B; JP7172028B2

Abstract

Provided is a composition for oral use, which gives a pleasant and refreshing feeling with a suppressed irritating aftertaste, and contains a polyacrylic acid salt having a specific molecular weight. The composition for oral use contains (A) a polyacrylic acid salt having a weight average molecular weight of 1,000 to 20,000, (B) menthol, and (C) at least one selection from linalool oxide, cis-3-hexenol, methyl dihydrojasmonate, linalool, linalyl acetate, geraniol, and methyl jasmonate.

Description

Oral composition

The present invention relates to an oral composition containing a polyacrylate having a specific molecular weight, which suppresses aftertaste irritation and provides a refreshing feeling of use.

In the composition for oral cavity, having a good aftertaste when used in the oral cavity enhances the will to use and also leads to continuous use. Conventionally, various flavor components are added to the composition for oral cavity, and menthol is generally added as a flavor component to give a refreshing feeling of use. Since various components are blended, the aftertaste may be deteriorated due to a feeling of stimulation derived from the blended components, etc., and proposals for solving the problem have been made.
For example, a method utilizing erythritol, which is a sugar alcohol, for alleviation or suppression of irritation derived from a surfactant or the like which is a blending component of a composition for oral cavity (patent document 1; patent 4328246), carbon number 4 to 6 Method using 10 aliphatic cyclic ester compounds (patent document 2; patent No. 4456892), method using vanilla absolute, vanillin, ethyl vanillin or nutmeg oil for alleviation of stimulation by glycerophosphate (patent document 2) 3; Patent No. 5825088), a method using a specific non-ionic surfactant for suppression of irritation by a bactericide (Patent Document 4; Japanese Patent No. 5227089) has been proposed.

Patent No. 4328246 Patent No. 4456892 Patent No. 5825088 Patent No. 5227089 gazette

The present invention has been made in view of the above circumstances, and an object of the present invention is to provide a polyacrylate-containing composition for a specific molecular weight, which suppresses aftertaste irritation and gives a refreshing good feeling of use. .

As a result of intensive investigations to achieve the above object, the inventor of the present invention combines the polyacrylate having a weight average molecular weight of a specific value or less with menthol and a specific fragrant substance and mixes it into the composition for oral cavity. We found that the stimulation of the after taste derived from polyacrylate was suppressed, and a clean and comfortable feeling of use was obtained. That is, in the present invention, (A) polyacrylate having a weight average molecular weight (Mw) of 1,000 to 20,000, (B) menthol, and (C) linalool oxide, cis-3-hexenol, methyl dihydrojas An oral composition which suppresses the sensation of aftertaste and gives a refreshing, good feeling of use by blending one or more flavor components selected from monate, linalool, linalyl acetate, geraniol and methyl jasmonate It has been found that the present invention is obtained.

More specifically, the applicant can obtain an oral biofilm removal effect by combining a polyacrylate having a weight average molecular weight of 1,000 to 20,000 with an anionic surfactant or an amphoteric surfactant. Although it was proposed in PCT / JP 2018/016062, the feeling of use in an oral preparation containing the above-mentioned polyacrylate having a relatively low molecular weight was not examined and was unclear.

As mentioned above, the inventor further studied the application of the polyacrylic acid salt of the specific molecular weight used in the PCT / JP2018 / 016062 proposed by the applicant. A) When the ingredient was blended, even though the oral cavity after use was rinsed with water, an irritating sensation (irritating sensation of aftertaste) as a aftertaste remained. And, this irritating feeling is a unique irritating feeling that remains as a hardly detectable aftertaste during use, and even polyacrylates have a weight-average molecular weight of more than 20,000 known as a caking agent, for example, It was not observed when about 300,000 was used, and it was found to be specific to the component (A). On the other hand, in the present invention, when components (B) and (C) are combined with component (A), components (B) and (C) are irritated despite the fact that component (B) itself is irritating. The combination system of the ingredients could suppress the stimulation of the aftertaste without impairing the refreshing feeling, and gave a good after-use good feeling of using after refreshing.

Accordingly, the present invention provides the following composition for oral cavity.
[1]
(A) polyacrylate having a weight average molecular weight of 1,000 to 20,000,
An oral composition comprising (B) menthol and (C) linalool oxide, cis-3-hexenol, methyl dihydrojasmonate, linalool, linalyl acetate, geranylol and methyl jasmonate selected from one or more kinds. object.
[2]
The oral composition according to [1], wherein the component (C) is selected from linalool oxide, cis-3-hexenol and methyl dihydrojasmonate.
[3]
0.01 to 2% by mass of the component (A), 0.01 to 2% by mass of the component (B), 0.00001 to 0.3% by mass of the component (C) [1] or [2] Oral composition as described.
[4]
The composition for oral cavity according to any one of [1] to [3], wherein (A) / (C) is a mass ratio of 0.5 to 10,000.
[5]
The composition for oral cavity according to any one of [1] to [4], wherein (C) / (B) has a mass ratio of 0.00001 to 1.
[6]
An oral composition according to any one of [1] to [5], which is a dentifrice.

According to the present invention, it is possible to provide an oral composition containing a polyacrylate having a specific molecular weight, which suppresses aftertaste irritation and gives a refreshing good feeling in use. The composition for oral cavity can also be expected to have an oral biofilm removal effect.

Hereinafter, the present invention will be described in more detail. The composition for oral cavity of the present invention comprises (A) a polyacrylate having a weight average molecular weight of 1,000 to 20,000, (B) menthol, (C) linalool oxide, cis-3-hexenol, methyl And at least one selected from dihydrojasmonate, linalool, linalyl acetate, geraniol and methyl jasmonate.

The polyacrylate of component (A) has a weight average molecular weight (Mw) of 1,000 or more and 20,000 or less, particularly 10,000 or less, particularly 8,000 or less, which is stimulated by component (B) It is excellent in suppression of feeling and particularly suitable for giving the effects of the present invention. When the weight average molecular weight exceeds 20,000, the feeling in use may be impaired.

The measurement of the said weight average molecular weight was performed by the method and measurement conditions which were described in patent 5740859 by GPC (gel permeation chromatography method). Specifically, it is shown below (same below).
Measuring method of weight average molecular weight;
The weight average molecular weight is a value measured using a gel permeation chromatograph / multi-angle laser light scattering detector (GPC-MALLS), and the conditions are as follows.
Mobile phase: 0.3 M NaClO ₄
NaN ₃ aqueous solution column: TSK gel α-M 2 pre-column: TSKguard column α
Reference material: polyethylene glycol

The polyacrylate of component (A) is preferably a linear polyacrylate from the viewpoint of suppressing the stimulation of the aftertaste.
The salt is preferably a monovalent salt, more preferably an alkali metal salt or an ammonium salt, still more preferably an alkali metal salt, and examples thereof include a sodium salt and a potassium salt, and a sodium salt is particularly preferable.
As such polyacrylates, commercially available products sold by Polyscience and Toagosei Co., Ltd. can be used.
As a specific commercial product, sodium polyacrylate (Mw: 1,000); linear, manufactured by Polyscience, sodium polyacrylate (Mw: 6,000); linear, manufactured by Toagosei Co., Ltd. , AC-10NP, AC-10NPD, aron T-50, sodium polyacrylate (Mw: 8,000); linear, manufactured by Polyscience, sodium polyacrylate (Mw: 20,000); linear , Aon A-20UN, etc. manufactured by Toagosei Co., Ltd. can be used.

The blending amount of the component (A) is preferably 0.01 to 2% (% by mass, hereinafter the same) of the whole composition, more preferably 0.01 to 1%, still more preferably 0.05 to 0.5% It is. When it is 0.01% or more, a sufficient blending effect can be obtained. If too much is blended, the aftertaste irritation may become strong and may not be sufficiently suppressed, and if it is 2% or less, the aftertaste irritation can be sufficiently suppressed.

(B) Menthol is a refreshing agent. As menthol, L-menthol can be used, and an essential oil containing L-menthol may be used, and commercially available products can be used.
The blending amount of menthol (B) is preferably 0.01 to 2%, more preferably 0.1 to 1% of the whole composition. If the compounding amount is 0.01% or more, refreshing feel can be sufficiently obtained. If it is 2% or less, its own bitter taste and irritating feeling are sufficiently suppressed, and a good feeling of use can be obtained.

The component (C) is selected from linalool oxide, cis-3-hexenol, methyl dihydro jasmonate, linalool, linalyl acetate, geraniol and methyl jasmonate. The component (C) exerts an inhibitory effect on the stimulation of the aftertaste derived from the component (A). These may be used alone or in combination of two or more in view of the effects. Among them, linalool oxide, cis-3-hexenol and methyl dihydrojasmonate are preferable as the component (C). When two or more kinds of the component (C) are used in combination, it is preferable to contain at least one or more kinds selected from linalool oxide, cis-3-hexenol and methyl dihydrojasmonate.
In addition, essential oils containing these can also be used, such as lavender oil, coriander oil, neroli oil (orange flower oil), rose oil, jasmine oil and the like. Specifically, commercial products manufactured by Takasago Perfume & Co., Ltd. can be used.

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. When the compounding amount is 0.00001% or more, sufficient aftertaste suppression can be obtained. If it is 0.3% or less, its own aroma and taste do not become too strong, and a refreshing feel can be obtained sufficiently.

In the present invention, the mass ratio of (A) / (C) can be 0.03 to 200,000, but is preferably 0.5 to 10,000 in terms of suppressing the aftertaste sensation. More preferably, it is 1 to 5,000, especially 1 to 500. Within this range, the stimulation of the aftertaste is further suppressed without deteriorating the refreshing feeling during use, and the feeling of use is further improved.
The mass ratio of (C) / (B) can be 0.000005 to 30, but is preferably 0.00001 to 1, and more preferably 0.001 to 1. Within this range, the stimulation of the aftertaste is further suppressed without deteriorating the refreshing feeling during use, and the feeling of use is further improved.

The composition for oral cavity of the present invention is particularly suitable as a toothpaste such as toothpaste, liquid toothpaste, moistened toothpaste, liquid toothpaste and the like, especially toothpaste, and can be prepared by an ordinary method. Moreover, in addition to the said (A), (B) and (C) component, the well-known additive other than these can be mix | blended in the range which does not prevent the effect of this invention as needed. For example, surfactants, abrasives, thickeners, binders, sweeteners, preservatives, colorants, active ingredients, pH adjusters, flavors, etc. can be blended, and these ingredients are mixed with water to produce be able to.

The surfactant may, for example, be an anionic surfactant, a nonionic surfactant, a cationic surfactant or an amphoteric surfactant. Specifically, those shown below can be used.
Anionic surfactants; alkyl sulfates such as sodium lauryl sulfate and sodium myristyl sulfate; sodium lauryl sulfoacetate; sodium α-olefin sulfonate; nonionic surfactants; polyoxyethylene fatty acid esters such as polyoxyethylene hydrogenated castor oil, Polyoxyethylene higher alcohol ether such as polyoxyethylene lauryl ether, sugar fatty acid ester such as sucrose fatty acid ester, sugar alcohol fatty acid ester, sorbitan fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester cationic surfactant; distearyl chloride Methyl ammonium, stearyl dimethyl benzyl ammonium chloride amphoteric surfactant; 2-alkyl-N-carboxymethyl-N-hydroxyethyl imidazolini Betaine amount of surfactant such as Mubetain from 0.01 to 15% of the total composition, particularly preferably from 0.01 to 10%.
Although some surfactants are irritative, in the present invention, surfactants generally used for dentifrices, for example, alkyl sulfates such as lauryl sulfate, and further nonionic surfactants. Even if polyoxyethylene hydrogenated castor oil or the like is blended, it is possible to give a good after-taste feel and a refreshing feeling during use, and a good feeling of use.

Abrasives include silica, silica gel, aluminosilicate, zirconosilicate, dibasic calcium phosphate anhydrate, dibasic calcium phosphate dihydrate, calcium pyrophosphate, alumina, titanium dioxide, crystalline zirconium silicate, polymethyl methacrylate Insoluble calcium metaphosphate, calcium carbonate, magnesium carbonate, tribasic magnesium phosphate, zeolite, tribasic calcium phosphate, tetrabasic calcium phosphate, octabasic calcium phosphate, hydroxyapatite, fluoroapatite, synthetic resin abrasives and the like. The blending amount of these abrasives is preferably 2 to 60%, particularly 10 to 55% of the whole composition.

Thickeners include sugar alcohols such as Sorbit, reduced starch saccharides, propylene glycol, polyethylene glycols having an average molecular weight of 200 to 6,000 (average molecular weight described in Quasi-drug raw material standard 2006), polyhydric alcohols such as ethylene glycol (The compounding amount is usually 5 to 70% of the whole composition).

Examples of the binder include xanthan gum, sodium alginate, propylene glycol alginate, carboxymethylcellulose sodium, hydroxyethyl cellulose, carbopol, guar gum, gelatin, Avicel, montmorillonite, kaolin, bentonite, polyvinyl alcohol, polyvinyl pyrrolidone and the like. , Usually 0.3-10% of the total composition).

As the sweetening agent, saccharin sodium, aspartame, stevioside, stevia extract, neohesperidyl dihydrochalcone, perillartine and the like can be mentioned.
Examples of preservatives include p-hydroxybenzoic acid esters such as butylparaben and ethylparaben, benzoic acids such as sodium benzoate, and salts thereof.
The coloring agents include Blue No. 1, Yellow No. 4 and Green No. 3 and can be blended in usual amounts.

As the active ingredient, a fluorine-containing compound, a bactericidal agent, an anti-inflammatory agent, an enzyme, a plant extract, an anti-calculus agent, an anti-plaque agent, etc., which are usually blended into the composition for oral cavity, are within the scope of the present invention Can be formulated with effective amounts. Specifically, fluorine-containing compounds such as sodium fluoride, stannous fluoride, strontium fluoride, sodium monofluorophosphate, sodium salt of orthophosphoric acid, tranexamic acid, epsilon aminocaproic acid, tocopherol acetate, α- Bisabolol, dihydrocholesterol, chlorhexidine salts, azulene, glycyrrhetin, glycyrrhetinic acid, glycyrrhizinic acid or salts thereof, copper compounds such as sodium copper chlorophyllin, chlorophyll, copper gluconate, chelating phosphoric acid compounds such as glycerophosphate, hydroxamic acid or the like Derivative, sodium tripolyphosphate, methoxyethylene, epidihydrocholesterin, isopropylmethylphenol, benzethonium chloride, cetylpyridinium chloride, allantoin chlorhydro Shi aluminum, ascorbic acid or a salt thereof, ascorbic acid phosphoric acid ester or its salt, lysozyme chloride, trichlorocarbanilide, zinc citrate, and a bark extract.

As a fragrance, you may mix | blend perfume components other than (B) and (C) component. For example, anise oil, eucalyptus oil, cassia oil, clove oil, wintergreen oil, thyme oil, sage oil, cardamom oil, rosemary oil, laurel oil, camomile oil, caraway oil, marjoram oil, lemongrass oil, origanum oil Processing of natural flavors such as pine needle oil, iris concrete, orange oil, lemon oil, mandarin oil, grapefruit oil, coconut oil, lime oil, etc. and processing of these natural flavors (pre-reserved part cut, post-reserved part cut, fractional distillation Liquid-liquid extraction, essence, powder flavoring etc.) and flavors such as carvone, anethole, methyl salicylate, ethyl salicylate, thymol, menthone, menthyl acetate, pinene, octylaldehyde, pregone, carbyl acetate, anisaldehyde, ethyl acetate , Ethyl butyrate, allyl alcohol Hexane hexane propionate, methyl anthranilate, ethyl methyl phenyl glycidate, vanillin, undecalactone, hexanal, propyl alcohol, butanol, isoamyl alcohol, dimethyl sulfide, cyclotene, trimethyl pyrazine, ethyl lactate, methyl lactate, ethyl thioacetate Used in toothpaste compositions such as individual flavors such as strawberry flavor, apple flavor, banana flavor, pineapple flavor, grape flavor, mango flavor, butter flavor, milk flavor, fruit mix flavor, tropical fruit flavor etc. Known perfume materials can be used. Although the blending amount of these flavoring ingredients is not particularly limited, it is preferable to use 0.000001 to 1% in the composition. In addition, it is preferable to use 0.1 to 2.0% in the composition of the perfume for fragrance using the above-mentioned perfume material.
In addition, the fragrance | flavor containing (B) or (C) component can be mix | blended within the range of the compounding quantity of (B) or (C) component, respectively.

The pH (25.degree. C.) of the composition for oral cavity may be in the normal range, preferably pH 5-9, particularly 6-8. The pH may be adjusted by adding a known pH adjuster. Examples of pH adjusters include organic acids such as citric acid, lactic acid and malic acid or salts thereof, phosphoric acid or salts thereof, and inorganic compounds such as hydrochloric acid, sodium hydroxide and potassium hydroxide.

EXAMPLES The present invention will be specifically described below by showing Examples and Comparative Examples, but the present invention is not limited to the following Examples. In the following examples,% indicates% by mass unless otherwise specified.
The weight average molecular weight (Mw) was measured using a gel permeation chromatograph / multiangle laser light scattering detector (GPC-MALLS) according to the same method and measurement conditions as described above.

Example, Comparative Example
The dentifrice composition (toothpaste) having the composition shown in Tables 1 to 5 was prepared by the following method, filled into a container (aluminum laminated tube), and evaluated by the following method. The results are shown in the table.
Also, it was confirmed that the dentifrice compositions (toothpaste) having the compositions shown in Tables 1 to 4 all have an oral biofilm removal effect.
<Preparation method>
(1) The component (A), the other water-soluble component and the viscosity modifier were mixed and dissolved in purified water at normal temperature (mixture X).
(2) A binder was dispersed in propylene glycol at normal temperature (mixture Y), and mixture Y was added to and mixed with mixture X under stirring to prepare mixture Z.
(3) Component (B), component (C) and an abrasive were mixed in mixture Z at normal temperature using a kneader and defoamed under reduced pressure (5.3 kPa) to obtain a dentifrice composition .
In addition, the dentifrice composition of a comparative example was prepared according to the said method.

<Evaluation method>
Ten subjects put 1 g of toothpaste composition on their teeth, brushed for 3 minutes, rinsed with water, feeling in use for oral cleaning (fresh feeling during brushing, aftertaste after rinsing) The sensory test was performed about the absence of a feeling of irritation, and each was judged by the following scoring criteria. The average value of 10 persons was determined and evaluated according to the following evaluation criteria.

(I) Lack of stimulation of aftertaste Rating criteria 4 points: Almost not feeling of stimulation of aftertaste 3 points: Level of feeling of stimulation of aftertaste slightly but no problem 2 points: Stimulation of aftertaste feeling 1 point: Aftertaste of stimulation Very irritating feeling Evaluation criteria ◎: 3.5 or more and 4.0 or less ○: 3.0 or more and less than 3.5 points △: 2.0 or more and less than 3.0 points ×: 1.0 point More than 2.0 points

(Ii) Refreshing feeling in use Rating criteria 4 points: feels refreshing feeling in use very 3 points: feels refreshing feeling in use 2 points: feels refreshing feeling in use somewhat 1 point: refreshing in use No feeling at all Evaluation criteria ◎: 3.5 or more and 4.0 or less ○: 3.0 or more and less than 3.5 points △: 2.0 or more and less than 3.0 points ×: 1.0 or more Less than 2.0 points

The details of the polyacrylate used are shown below.
(A) ingredient:
Sodium polyacrylate (Mw: 1,000)
Linear, polyscience sodium polyacrylate (Mw: 6,000)
Linear, Toho Gosei Co., Ltd. AC-10NP
Sodium polyacrylate (Mw: 20,000)
Linear, Toho Gosei Co., Ltd., Aron A-20UN
Sodium polyacrylate (Mw: 300,000, comparison component)
Cross-linked, manufactured by Polyscience

As can be seen from the results in Tables 1 to 4, the dentifrice compositions containing the components (A), (B) and (C) (Examples) are excellent in no aftertaste irritation and in the refreshing feeling during use It was On the other hand, as seen from the results in Table 5, when component (A) is contained and components (B) and (C) are absent, or component (B) is contained but component (C) is absent After the oral cavity was rinsed with water, the aftertaste irritation which was not felt during use was felt and the aftertaste irritation was inferior (Comparative Examples 3 and 2). In addition, in Comparative Example 1 which lacks the component (A) even though it contains sodium polyacrylate (Mw: 300,000), the stimulus derived from the component (B) is generated, and the aftertaste irritation is inferior .

Claims

(A) polyacrylate having a weight average molecular weight of 1,000 to 20,000,
An oral composition comprising (B) menthol and (C) linalool oxide, cis-3-hexenol, methyl dihydrojasmonate, linalool, linalyl acetate, geranylol and methyl jasmonate selected from one or more kinds. object.
The composition for oral cavity according to claim 1, wherein the component (C) is selected from linalool oxide, cis-3-hexenol and methyl dihydrojasmonate.
The oral cavity according to claim 1 or 2 containing 0.01 to 2% by mass of component (A), 0.01 to 2% by mass of component (B) and 0.00001 to 0.3% by mass of component (C). Composition.
The composition for oral cavity according to any one of claims 1 to 3, wherein (A) / (C) has a mass ratio of 0.5 to 10,000.
The composition for oral cavity according to any one of claims 1 to 4, wherein (C) / (B) has a mass ratio of 0.00001 to 1.
The oral composition according to any one of claims 1 to 5, which is a dentifrice.