CN111315351A

CN111315351A - Oral composition

Info

Publication number: CN111315351A
Application number: CN201880071235.6A
Authority: CN
Inventors: 宫越美妃
Original assignee: Lion Corp
Current assignee: Lion Corp
Priority date: 2017-11-30
Filing date: 2018-11-27
Publication date: 2020-06-19
Anticipated expiration: 2038-11-27
Also published as: JP2019099483A; KR20200094723A; CN111315351B; JP7172028B2; WO2019107340A1

Abstract

The present invention provides an oral composition containing a polyacrylate salt having a specific molecular weight, which can suppress the pungent taste of aftertaste and give a refreshing and good feeling of use. An oral composition comprising (A) a polyacrylate salt having a weight-average molecular weight of 1,000 to 20,000, (B) menthol, and (C) at least one selected from the group consisting of linalool oxide, cis-3-hexenol, methyl dihydrojasmonate, linalool, linalyl acetate, geraniol, and methyl jasmonate.

Description

Oral composition

Technical Field

The present invention relates to an oral composition containing a polyacrylate salt having a specific molecular weight, which can suppress the irritating feeling of aftertaste and give a refreshing feeling of use with good feeling of use.

Background

In the oral composition, the aftertaste is good when used in the oral cavity, which leads to an increase in the desire to use and also to continued use. Conventionally, various flavor components have been added to oral compositions, and menthol has been generally added as a flavor component to give a refreshing feeling of use, but various components are mixed in addition to a flavor, and therefore, there is a case where an aftertaste is poor due to a pungent feeling or the like derived from the mixed components, and thus a solution to this problem has been proposed.

For example, the following methods are proposed: examples of the method include a method of using erythritol as a sugar alcohol for alleviating and suppressing irritation from a surfactant or the like as a mixed component of an oral composition (patent document 1: japanese patent No. 4328246), a method of using an aliphatic cyclic ester compound having 4 to 10 carbon atoms (patent document 2: japanese patent No. 4456892), a method of using vanilla absolute, vanillin, ethyl vanillin, or nutmeg oil for alleviating irritation caused by glycerophosphate (patent document 3: japanese patent No. 5825088), and a method of using a specific nonionic surfactant for suppressing irritation caused by a bactericide (patent document 4: japanese patent No. 5227089).

Documents of the prior art

Patent document

[ patent document 1 ] Japanese patent No. 4328246

[ patent document 2 ] Japanese patent No. 4456892

[ patent document 3 ] Japanese patent No. 5825088

[ patent document 4 ] Japanese patent No. 5227089

Disclosure of Invention

Problems to be solved by the invention

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

[ MEANS FOR solving PROBLEMS ] to solve the problems

As a result of intensive studies to achieve the above object, the present inventors have found that when an oral composition is mixed with a polyacrylate salt having a weight average molecular weight of a specific value or less in combination with menthol and a specific perfume material, the irritating sensation of aftertaste derived from the polyacrylate salt is suppressed, and a refreshing sensation of use with good feeling of use is obtained. Namely, in the present invention, it is found that: the present invention has been completed by obtaining an oral composition that suppresses the irritating sensation of aftertaste and imparts a refreshing, good feeling of use by mixing (a) a polyacrylate salt having a weight average molecular weight (Mw) of 1,000 to 20,000, (B) menthol, and (C) at least one fragrance component selected from the group consisting of linalool oxide, cis-3-hexenol, methyl dihydrojasmonate, linalool, linalyl acetate, geraniol, and methyl jasmonate.

Further elaborating, the applicant proposed the following in application No. PCT/JP 2018/016062: the combination of a polyacrylate salt having a weight average molecular weight of 1,000 to 20,000 and an anionic surfactant or an amphoteric surfactant can provide an oral biofilm removal effect, but the feeling of use of an oral preparation containing the polyacrylate salt having a relatively low molecular weight is not examined and is not clear.

In the application of the polyacrylate salt having a specific molecular weight used in PCT/JP2018/016062 application filed by the applicant, the present inventors further studied that when the component (a) is mixed in an oral composition, particularly a dentifrice, a hot and spicy sensation of irritation (a sensation of irritation of aftertaste) remains as aftertaste in the oral cavity after use even when the oral cavity is rinsed with water. It is also known that the stimulus sensation is a unique stimulus sensation which remains as an aftertaste and is hardly felt during use, and that the stimulus sensation is specific to the component (A) and cannot be recognized even when a known polyacrylate having a weight average molecular weight of more than 20,000 (for example, about 300,000) is used as a binder. On the other hand, in the present invention, when the components (B) and (C) are mixed in combination with the component (a), even if the component (B) itself has a pungent taste, the pungent taste of the aftertaste can be suppressed without impairing the refreshing feeling by the combined system of the components (B) and (C), and a good excellent use feeling of refreshing aftertaste can be imparted after use.

Accordingly, the present invention provides the following oral compositions.

[ 1 ] an oral composition comprising:

(A) a polyacrylate having a weight average molecular weight of 1,000 to 20,000,

(B) Menthol, and

(C) is selected from 1 or more than 2 of linalool oxide, cis-3-hexenol, methyl dihydrojasmonate, linalool, linalyl acetate, geraniol and methyl jasmonate.

[ 2 ] the oral composition according to [ 1 ], wherein the component (C) is selected from the group consisting of linalool oxide, cis-3-hexenol and methyl dihydrojasmonate.

[ 3 ] the oral composition according to [ 1 ] or [ 2 ], wherein the oral composition comprises 0.01 to 2 mass% of the component (A), 0.01 to 2 mass% of the component (B), and 0.00001 to 0.3 mass% of the component (C).

[ 4 ] the oral composition according to any one of [ 1 ] to [ 3 ], wherein (A)/(C) is 0.5 to 10,000 in a mass ratio.

[ 5 ] the oral composition according to any one of [ 1 ] to [ 4 ], wherein (C)/(B) is in a mass ratio of 0.00001 to 1.

The oral composition according to any one of [ 1 ] to [ 5 ], wherein the oral composition is a dentifrice.

[ Effect of the invention ]

The present invention provides an oral composition containing a polyacrylate salt having a specific molecular weight, which can suppress the pungent taste of aftertaste and give a refreshing and good feeling of use. The oral composition is also expected to have an oral biofilm removing effect.

Detailed Description

The present invention will be described in further detail below. The oral composition of the present invention comprises (A) a polyacrylate salt having a weight average molecular weight of 1,000 to 20,000, (B) menthol, and (C) 1 or more selected from the group consisting of linalool oxide, cis-3-hexenol, methyl dihydrojasmonate, linalool, linalyl acetate, geraniol, and methyl jasmonate.

(A) The polyacrylate salt of the component (B) has a weight average molecular weight (Mw) of 1,000 to 20,000, particularly 10,000, particularly 8,000, and is excellent in suppressing the irritating feeling caused by the component (B), and is particularly preferable in imparting the effects of the present invention. When the weight average molecular weight is more than 20,000, the feeling of use may be impaired.

The weight average molecular weight is measured by GPC (gel permeation chromatography) under the method and measurement conditions described in japanese patent No. 5740859. Specifically, the following (the same applies hereinafter).

Method for measuring 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: 0.3M NaClO₄

NaN₃Aqueous solution chromatographic column TSKgel α -M2

Front column TSKguardcolumn α

Standard substance: polyethylene glycol

The polyacrylate salt of the component (a) is preferably a linear polyacrylate salt in view of the effect of suppressing the pungent taste of aftertaste.

The salt is preferably a monovalent salt, more preferably an alkali metal salt or an ammonium salt, further preferably an alkali metal salt, and examples thereof include a sodium salt and a potassium salt, and particularly preferably a sodium salt.

As such polyacrylate, commercially available products sold by Polyscience corporation, east asia synthetic co.

As specific commercially available products, sodium polyacrylate (Mw: 1,000): straight-chain, manufactured by Polyscience corporation; sodium polyacrylate (Mw: 6,000): straight-chain, available from Toyo Synthesis K.K., AC-10NP, AC-10NPD, Aron T-50; sodium polyacrylate (Mw: 8,000): straight-chain, manufactured by Polyscience corporation; sodium polyacrylate (Mw: 20,000): straight-chain, manufactured by east asia synthetic co; aron A-20UN, and the like.

(A) The amount of the component (b) to be mixed is preferably 0.01 to 2% by mass of the whole composition, more preferably 0.01 to 1%, and further preferably 0.05 to 0.5%. When the amount is 0.01% or more, a sufficient mixing effect can be obtained. When the amount is too large, the pungent taste of aftertaste may become strong and cannot be sufficiently suppressed, and when the amount is 2% or less, the pungent taste of aftertaste can be sufficiently suppressed.

(B) Menthol is a refreshing feeling imparting agent. L-menthol may be used as the menthol, and commercially available products such as essential oils containing L-menthol may also be used.

(B) The amount of menthol to be mixed is preferably 0.01 to 2%, more preferably 0.1 to 1% of the total composition. When the amount is 0.01% or more, a refreshing feeling in use can be sufficiently obtained. When the amount is 2% or less, the bitterness and irritation of the product can be sufficiently suppressed, and a good feeling of use can be obtained.

(C) The component is selected from linalool oxide, cis-3-hexenol, methyl dihydrojasmonate, linalool, linalyl acetate, geraniol and methyl jasmonate. (C) The component (A) acts to suppress the pungent taste of the aftertaste derived from the component (A). These may be used alone in 1 kind, and in addition, 2 or more kinds may be used in combination from the viewpoint of effect. Among the component (C), linalool oxide, cis-3-hexenol, and methyl dihydrojasmonate are preferable. When 2 or more components (C) are used in combination, it is preferable that at least 1 or more selected from the group consisting of linalool oxide, cis-3-hexenol, and methyl dihydrojasmonate be contained.

In addition, essential oils containing them may also be used, and for example, lavender oil, coriander oil, neroli oil (neroli absolute), rose oil, jasmine oil, and the like can be used. Specifically, commercially available products manufactured by high-sand perfumery industries are used.

(C) The amount of the component (B) is preferably 0.00001 to 0.3%, more preferably 0.0001 to 0.1% of the total composition. When the amount is 0.00001% or more, the stimulation of aftertaste can be sufficiently suppressed. When the blending amount is 0.3% or less, the fragrance and taste of the composition are not excessively strong, and a sufficiently refreshing feeling in use can be obtained.

In the present invention, the mass ratio of (A)/(C) may be 0.03 to 200,000, and is preferably 0.5 to 10,000, more preferably 1 to 5,000, and particularly preferably 1 to 500, from the viewpoint of suppressing the pungent taste of aftertaste. Within this range, the refreshing feeling during use is not impaired, the pungent feeling of aftertaste is further suppressed, and the use feeling is further improved.

The mass ratio of (C)/(B) may be 0.000005 to 30, preferably 0.00001 to 1, and more preferably 0.001 to 1. When the amount is within this range, the refreshing feeling during use is not impaired, and the pungent feeling of aftertaste is further suppressed, thereby further improving the feeling during use.

The oral composition of the present invention is particularly suitable as a dentifrice such as a paste dentifrice, a liquid dentifrice, a moist dentifrice (tooth-powder) or a liquid dentifrice, and is more preferably a paste dentifrice and can be produced by a usual method. In addition to the components (A), (B) and (C), other known additives may be mixed as necessary within a range not impairing the effects of the present invention. For example, a surfactant, an abrasive, a thickener, a binder, a sweetener, a preservative, a coloring agent, an active ingredient, a pH adjuster, a flavor, and the like may be mixed, and these components and water may be mixed.

Examples of the surfactant include anionic surfactants, nonionic surfactants, cationic surfactants, and zwitterionic surfactants. Specifically, the following surfactants can be used.

Anionic surfactant including alkyl sulfate such as sodium lauryl sulfate and sodium myristyl sulfate, sodium lauryl sulfoacetate, and α -olefin sodium sulfonate

Nonionic surfactant: polyoxyethylene fatty acid esters such as polyoxyethylene hydrogenated castor oil; polyoxyethylene higher alcohol ethers such as polyoxyethylene lauryl ether; sugar fatty acid esters such as sucrose fatty acid esters; sugar alcohol fatty acid ester, sorbitan fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester

Cationic surfactant: distearyl methyl ammonium chloride, stearyl dimethyl benzyl ammonium chloride

Zwitterionic surfactant: 2-alkyl-N-carboxymethyl-N-hydroxyethyl imidazoline

Betaine system such as betaine

The amount of the surfactant to be mixed is preferably 0.01 to 15%, particularly preferably 0.01 to 10% of the total composition.

In the present invention, even when a surfactant usually used in a dentifrice, for example, an alkyl sulfate such as lauryl sulfate, is mixed, and further polyoxyethylene hydrogenated castor oil or the like, which is a nonionic surfactant, is mixed, a favorable sensation of use, which is excellent in a non-aftertaste and a refreshing sensation during use, can be imparted.

Examples of the abrasive include: silicic anhydride, silica gel, aluminum silicate, zirconium silicate, dicalcium phosphate anhydrous, dicalcium phosphate dihydrate, calcium pyrophosphate, alumina, titanium dioxide, crystalline zirconium silicate, polymethyl methacrylate, insoluble calcium metaphosphate, calcium carbonate, magnesium carbonate, trimagnesium phosphate, zeolite, tricalcium phosphate, tetracalcium phosphate, octacalcium phosphate, hydroxyapatite, fluorapatite, synthetic resin-based abrasives, and the like. The amount of these abrasives to be mixed is 2 to 60%, particularly preferably 10 to 55% of the whole composition.

Examples of the thickener include sugar alcohols such as sorbitol and reduced starch saccharide; propylene glycol, polyethylene glycol having an average molecular weight of 200 to 6,000 (average molecular weight described in the pharmaceutical ministry of external products specification 2006), and polyhydric alcohol such as ethylene glycol (usually, the amount to be mixed is 5 to 70% of the total composition).

Examples of the binder include xanthan gum, sodium alginate, propylene glycol alginate, sodium carboxymethylcellulose, hydroxyethylcellulose, carbomer, guar gum, gelatin, Avicel, montmorillonite, kaolin, bentonite, polyvinyl alcohol, and polyvinylpyrrolidone (usually, the amount to be mixed is 0.3 to 10% of the total composition).

The sweetener includes saccharin sodium, aspartame, stevioside, stevia extract, neohesperidin dihydrochalcone, perillaseed, etc.

Examples of the preservatives include parabens such as butyl paraben and ethyl paraben; benzoic acid such as sodium benzoate, and salts thereof.

The coloring agent includes blue No. 1, yellow No. 4 and green No. 3, and can be mixed in a usual amount.

The active ingredient may be a fluorine-containing compound, a bactericide, an anti-inflammatory agent, an enzyme, a plant extract, an anticalculus agent, an anti-tartar agent, and the like, which are generally mixed in the oral composition, and an effective amount of the active ingredient may be mixed within a range not impairing the effect of the present invention.

As the perfume, perfume components other than the components (B) and (C) may be mixed. Known flavor materials used in dentifrice compositions may be used, for example, natural flavors such as anise oil, eucalyptus oil, cinnamon oil, clove oil, wintergreen oil, thyme oil, sage oil, cardamom oil, rosemary oil, bay oil, chamomile oil, caraway oil, marjoram oil, lemongrass oil, oregano oil, pine needle oil, iris extract, orange oil, lemon oil, mandarin oil, grapefruit oil, lime oil, etc., and flavors after processing (front cut, back cut, fractionation, liquid-liquid extraction, making into essence, flavor powdering, etc.) of these natural flavors, and carvone, anethole, methyl salicylate, ethyl salicylate, thymol, menthone, menthyl acetate, pinene, octanal, menthone, carvacrol, anisaldehyde, ethyl acetate, ethyl butyrate, allyl cyclohexyl propionate, ethyl salicylate, thymol, menthone acetate, ethyl butyrate, allyl butyrate, and the like, Methyl anthranilate, ethyl methylphenylglycidate, vanillin, undecalactone, hexanal, propanol, butanol, isovaleraldehyde, dimethyl sulfide, methylcyclopentadienyl ketone, trimethylpyrazine, ethyl lactate, methyl lactate, ethyl thioacetate and other single-product spices, and further strawberry flavor essence, apple flavor essence, banana flavor essence, pineapple flavor essence, grape flavor essence, mango flavor essence, butter flavor essence, milk flavor essence, mixed fruit flavor essence, tropical fruit flavor essence and other blending spices. The amount of these perfume materials is not particularly limited, and is preferably 0.000001 to 1% of the composition. The perfuming agent using the above perfume material is preferably used in an amount of 0.1 to 2.0% based on the total weight of the composition.

Further, a perfume containing the component (B) or (C) may be mixed within the range of the mixing amount of the component (B) or (C), respectively.

The pH (25 ℃) of the oral composition may be in a normal range, and is preferably 5 to 9, particularly preferably 6 to 8. In addition, a known pH adjuster may be added to adjust the pH. Examples of the pH adjuster include organic acids such as citric acid, lactic acid, and malic acid, and salts thereof; phosphoric acid or salts thereof; hydrochloric acid, sodium hydroxide, potassium hydroxide, and other inorganic compounds.

[ examples ] A method for producing a compound

The present invention will be specifically described below by way of examples and comparative examples, but the present invention is not limited to the following examples. In the following examples,% represents% by mass unless otherwise specified.

Further, the weight average molecular weight (Mw) was measured using a gel permeation chromatograph/multi-angle laser light scattering detector (GPC-MALLS) under the same method and measurement conditions as described above.

[ examples and comparative examples ]

Dentifrice compositions (dentifrice cream) having compositions shown in tables 1 to 5 were produced by the following method, filled in a container (aluminum laminate tube), and evaluated by the following method. The results are also shown in the table.

In addition, it was confirmed that the dentifrice compositions (dentifrice in paste form) having the compositions shown in tables 1 to 4 all had an oral biofilm removing effect.

< production method >

(1) Component (a), other water-soluble components and a viscosity modifier are mixed in purified water at room temperature and dissolved (mixture X).

(2) The binder was dispersed in propylene glycol (mixture Y) at room temperature, and the mixture Y was added to the stirred mixture X to prepare a mixture Z.

(3) The component (B), the component (C), and the polishing agent were mixed into the mixture Z at room temperature using a kneader (kneader), and defoaming was performed under reduced pressure (5.3kPa) to obtain a dentifrice composition.

In addition, the dentifrice composition of comparative example was manufactured according to the above method.

< evaluation method >

10 subjects placed 1g of the dentifrice composition on a toothbrush, brushed their teeth for 3 minutes, rinsed with water, and subjected to sensory tests for the feeling of use during oral cavity cleaning (feeling of freshness during brushing, feeling of irritation with no aftertaste after rinsing), and each was judged according to the following scoring criteria. The average of 10 persons was obtained and evaluated according to the following evaluation criteria.

(i) Non aftertaste stimulation

Scoring criteria

And 4, dividing: the pungent feeling of aftertaste is hardly felt

And 3, dividing: the pungent feeling of aftertaste was slightly felt, but at a level without problems

And 2, dividing: can sense the stimulation of aftertaste

1 minute: can sense the stimulation of aftertaste

Evaluation criteria

◎ is 3.5 min or more and 4.0 min or less

○ is 3.0 min or more and less than 3.5 min

△ is 2.0 min or more and less than 3.0 min

X: 1.0 minute or more and less than 2.0 minutes

(ii) Refreshing feeling in use

Scoring criteria

And 4, dividing: the refreshing feeling in use can be very sensed

And 3, dividing: feeling of refreshing feeling in use

And 2, dividing: a refreshing feeling in use was slightly felt

1 minute: completely does not feel refreshing feeling in use

Evaluation criteria

◎ is 3.5 min or more and 4.0 min or less

○ is 3.0 min or more and less than 3.5 min

△ is 2.0 min or more and less than 3.0 min

X: 1.0 minute or more and less than 2.0 minutes

Details of the polyacrylate salt used are shown below.

(A) The components:

sodium polyacrylate (Mw: 1,000)

Straight chain, manufactured by Polyscience

Sodium polyacrylate (Mw: 6,000)

Straight-chain, AC-10NP available from Toyo Synthesis K.K

Sodium polyacrylate (Mw: 20,000)

Straight-chain, Aron A-20UN, manufactured by Toyo Synthesis Co., Ltd

Sodium polyacrylate (Mw: 300,000, comparative composition)

Crosslinked type manufactured by Polyscience corporation

[ TABLE 1 ]

[ TABLE 2 ]

[ TABLE 3 ]

[ TABLE 4 ]

[ TABLE 5 ]

The results in tables 1 to 4 show that: the dentifrice composition (examples) containing the components (a), (B) and (C) is excellent in the non-aftertaste pungent feeling and the refreshing feeling in use. In contrast, the results in table 5 show that: when the component (a) was contained and the components (B) and (C) were absent, or when the component (B) was contained and the component (C) was absent, after rinsing with water in the oral cavity, the sensation of irritating aftertaste that was not felt during use was felt, and the sensation of irritating aftertaste was poor (comparative examples 3 and 2). In addition, in comparative example 1, which contains sodium polyacrylate (Mw: 300,000) but lacks component (A), the irritation derived from component (B) was generated, and the pungent sensation without aftertaste was poor.

Claims

1. An oral composition comprising:

(A) a polyacrylate having a weight average molecular weight of 1,000 to 20,000,

(B) menthol, and

2. The oral composition according to claim 1, wherein the component (C) is selected from the group consisting of linalool oxide, cis-3-hexenol, and methyl dihydrojasmonate.

3. The oral composition according to claim 1 or 2, wherein the oral composition contains 0.01 to 2 mass% of component (A), 0.01 to 2 mass% of component (B), and 0.00001 to 0.3 mass% of component (C).

4. The oral composition according to any one of claims 1 to 3, wherein (A)/(C) is 0.5 to 10,000 in mass ratio.

5. The oral composition according to any one of claims 1 to 4, wherein (C)/(B) is 0.00001 to 1 in a mass ratio.

6. The oral composition according to any one of claims 1 to 5 wherein the oral composition is a dentifrice.