WO2018221620A1

WO2018221620A1 - Dentifrice composition

Info

Publication number: WO2018221620A1
Application number: PCT/JP2018/020840
Authority: WO
Inventors: 清水　裕之; 祐貴猪谷; 奈保栗原; 徹也川口
Original assignee: ライオン株式会社
Priority date: 2017-05-31
Filing date: 2018-05-30
Publication date: 2018-12-06
Also published as: JP7078043B2; CN110621292B; JPWO2018221620A1; CN110621292A

Abstract

This dentifrice composition includes: (A) 0.00001-0.01 mass% of N-(4-cyanomethylphenyl)-2-isopropyl-5-methylcyclohexane carboxamide; (B) 1.4-2.5 mass% of xanthan gum; and (C) at least one substance selected from sodium polyacrylate and sodium alginate. The mass ratio of (B)/(C) is 6-20. The dentifrice composition also includes (D) thickening silica and (E) a surfactant. According to the present invention, a dentifrice composition can be provided which imparts a sustained excellent intraoral cleanliness sensation, and which exhibits excellent usability.

Description

Dentifrice composition

The present invention relates to a dentifrice composition that gives a persistent and high oral cleanliness and has good usability.

The action of brushing teeth with a dentifrice composition is often performed for the purpose of preventing oral diseases such as caries and periodontal disease and bad breath, as well as a clean feeling in the oral cavity. .
The dentifrice composition may be blended with a cooling agent such as a fragrance such as menthol or mint oil or a cooling agent such as menthyl lactate so that a cooling sensation can be obtained when brushing teeth. In recent years, the development of a cooling sensation agent that exhibits a strong cooling sensation has been active, and N-substituted-p-menthane-carboxamide and the like are widely known. It has been recognized that the above-mentioned refreshing agents and cooling sensations are effective in imparting a cooling sensation immediately after rinsing and during brushing.

Patent Documents 1 to 6 (JP 2014-125440, JP 2015-182983, JP 2016-102076, JP 2014-507440, JP 2012-508741, JP 2011-11 No. 520925 proposes a composition for oral cavity in which the cooling or refreshing feeling is improved by the cooling or cooling agent N-substituted-p-menthane-carboxamide.

JP 2014-125440 A Japanese Patent Laying-Open No. 2015-182983 JP 2016-102076 A Special table 2014-507440 gazette Special table 2012-508741 gazette Special table 2011-520925 JP 2012-97057 A JP 2009-149540 A

However, there is still room for improvement in order to satisfy the cleanliness of cleanliness in the oral cavity. In particular, there was a problem with the feeling of persistence, which was not sufficient. Increasing the amount of refreshing agent or cooling sensation agent can improve the cooling sensation to some extent, but the irritation in the oral cavity and the sense of incongruity due to taste, etc. will become stronger, and it may not be a good clean feeling. It was.

The present invention has been made in view of the above circumstances, and an object of the present invention is to provide a dentifrice composition that gives a continuous and high oral cleanliness and has good usability.

As a result of intensive studies to achieve the above object, the present inventors have found that a specific amount of xanthan gum and sodium polyacrylate are added to a dentifrice composition containing a specific amount of a specific N-substituted-p-menthane-carboxamide. And one or more selected from sodium alginate in combination at a specific ratio, it was found that the effect of imparting a sense of cleanliness in the mouth is increased and the sustainability is improved, and the usability can also be maintained. . That is, in the present invention, (A) N- (4-cyanomethylphenyl) -2-isopropyl-5-methylcyclohexanecarboxamide is 0.00001 to 0.01% by mass, and (B) xanthan gum is 1.4 to 2. 5% by weight, and (C) a dentifrice composition containing at least one selected from sodium polyacrylate and sodium alginate, wherein (B) / (C) has a mass ratio of 6-20, The present inventors have found that it is possible to provide a high feeling of cleanliness in the oral cavity and to maintain good usability that is easy to put on a toothbrush and does not give a sense of incongruity.

Although N-substituted-p-menthane-carboxamide does not provide a sufficient cleansing effect in the oral cavity, in the present invention, when (B) and (C) are combined with component (A), (B) / ( When the mass ratio of C) is within a specific range, excellent usability as a dentifrice is maintained and an excellent oral cleansing imparting effect is exhibited. The effects of the present invention are exceptional effects obtained only by combining the (A) component with the combined system of the (B) and (C) components, and the (A), (B) or (C) component is Even if it is missing, or even if it contains the components (A), (B) and (C), the content of the components (A) and (B) is inappropriate, or the mass ratio of (B) / (C) If is inappropriate, the effect is inferior.
As shown in the comparative examples described later, when the component (C) is included together with the component (A) and the component (B) is absent, it is known as an organic binder component as in the case of the component (B) and component (C). Even though sodium carboxymethylcellulose was contained, the oral cleanliness was poor (Comparative Examples 1 and 5). In addition, when N-substituted-p-menthane carboxamide or menthyl lactate, which is an inappropriate cooling agent, is used in place of the component (A), oral cleaning is possible even if the components (B) and (C) are included. The feeling did not last (Comparative Examples 8 and 9). In addition, if it contains (A) and (B) components and lacks (C) component, it is difficult to put on the toothbrush even if it contains thickening silica, an inorganic binder, improving usability while maintaining usability. It was not possible (Comparative Example 10).
More specifically, the present invention is based on the viewpoint that not only the selection of an appropriate cleansing component but also the composition of the dentifrice is deeply related to the excellent cleanliness in the oral cavity after brushing, especially the persistence of cleanliness. Study was carried out. As a result, the component (A) is used in a specific amount as a cleansing agent, and the component (B), which is a binder, is used as a dentifrice component in a specific amount, and the component (C) is a specific ratio. By combining the binder system used together in the above, the above-mentioned specific and special effects could be obtained. In this case, the foam quality by adding a specific amount of the component (B) to the component (A) is involved, and the cool feeling of the component (A) is enhanced, thereby providing a continuous and excellent oral cleanliness. Further, it is presumed that by adding the component (C), the combined use of the components (A) and (B) was able to maintain good usability that can be easily placed on a toothbrush.

Patent Documents 7 and 8 (Japanese Unexamined Patent Publication Nos. 2012-97057 and 2009-149540) are improvements in foam performance and oral dispersibility during use of a dentifrice composition by using xanthan gum. There is no mention of the subsequent oral cleanliness. From Patent Documents 1 to 6, and further, Patent Documents 7 and 8, a continuous and excellent oral cleansing feeling by combining (B) and (C) components in specific amounts and proportions with the (A) component of the present invention. Grant is unpredictable.

Accordingly, the present invention provides the following dentifrice composition.
[1]
(A) N- (4-cyanomethylphenyl) -2-isopropyl-5-methylcyclohexanecarboxamide 0.00001 to 0.01% by mass,
(B) Xanthan gum 1.4-2.5% by mass
And (C) a dentifrice composition containing at least one selected from sodium polyacrylate and sodium alginate, wherein (B) / (C) is 6 to 20 in terms of mass ratio.
[2]
The dentifrice composition according to [1], which contains 0.1 to 0.3% by mass of component (C).
[3]
The dentifrice composition according to [1] or [2], further comprising (D) 0.1 to 10% by mass of thickening silica.
[4]
The dentifrice composition according to any one of [1] to [3], further comprising (E) a surfactant in an amount of 0.1 to 5% by mass.
[5]
(E) The dentifrice composition according to [4], wherein the surfactant is an anionic surfactant containing a sulfonic acid group.
[6]
The dentifrice composition according to any one of [1] to [5], wherein the content of the organic binder other than the components (B) and (C) is 0 to 0.5% by mass.

According to the present invention, it is possible to provide a dentifrice composition that gives a continuous and high oral cleanliness and has good usability.

Hereinafter, the present invention will be described in further detail. The dentifrice composition of the present invention is selected from (A) N- (4-cyanomethylphenyl) -2-isopropyl-5-methylcyclohexanecarboxamide, (B) xanthan gum, and (C) sodium polyacrylate and sodium alginate. It is characterized by containing 1 or more types and (B) / (C) mass ratio is a specific ratio.

(A) N- (4-cyanomethylphenyl) -2-isopropyl-5-methylcyclohexanecarboxamide exerts an oral cleansing imparting action.
The blending amount of component (A) is 0.00001 to 0.01% (mass%, the same applies hereinafter) of the entire composition, preferably 0.0001 to 0.005%. If the blending amount is less than 0.00001%, the oral cleanliness is inferior. If it exceeds 0.01%, the discomfort and irritation in the oral cavity may become stronger.

(B) The compounding amount of xanthan gum is 1.4 to 2.5% of the whole composition, preferably 1.6 to 2.0%. If the blending amount is less than 1.4%, the oral cleanliness is inferior. If it exceeds 2.5%, the cleanliness of the oral cavity is lowered.

The component (C) is sodium polyacrylate or sodium alginate, and either one may be used alone or both may be used together in terms of effect expression.
The blending amount of component (C) is set so that (B) / (C) described later is appropriate, but is preferably 0.1 to 0.3% of the total composition. When it is 0.1% or more, the ease of placing on the toothbrush is sufficiently good, and when it is 0.3% or less, the spinnability can be sufficiently satisfactorily maintained.

In the present invention, when the amount ratio of the components (B) and (C) is within a specific range, the ease of placing on the toothbrush can be maintained well, and a continuous and excellent oral cleanliness can be imparted.
In this case, (B) / (C) indicating the blending ratio of the component (B) and the component (C) is 6 to 20, preferably 6 to 15, more preferably 6 to 10 as a mass ratio. . If the mass ratio of (B) / (C) is less than 6, the ease of placement on the toothbrush may be inferior, and the oral cleanliness may be reduced. If it exceeds 20, the ease of placement on the toothbrush may be reduced. Is inferior.

In the present invention, it is preferable to further blend (D) thickened silica as an inorganic binder. When (D) thickening silica is mix | blended, the deterioration of the spinnability resulting from the increase of (B) xanthan gum is suppressed more, and the mounting property to a toothbrush improves more.

(D) When the thickening silica is blended, the blending amount is preferably 0.1 to 10%, more preferably 0.5 to 8%, still more preferably 1 to 8% of the entire composition. If too much is added, the ease of placement on the toothbrush may be inferior.

In the present invention, organic binders other than the components (B) and (C) (xanthan gum, sodium polyacrylate and sodium alginate) may not be blended, but may be in a range not impeding the effects of the present invention. It can also be blended.
Specifically, as organic binders other than the components (B) and (C), sodium carboxymethylcellulose, polyvinylpyrrolidone, carrageenan, methylcellulose, sodium hydroxyethylcellulose, tragacanth gum, caraya gum, arabic gum, locust bean gum, polyvinyl alcohol, carboxy Examples include vinyl polymer, carbopol, propylene glycol alginate, and the like. When blending these organic binders, the blending amount is preferably 0.5% or less. It may be 0% without blending.

In the present invention, it is preferable to further blend (E) a surfactant. When (E) a surfactant is blended, the foamability is moderately increased, and the oral cleanliness is further improved.

(E) As the surfactant, an anionic surfactant is particularly preferable.
Anionic surfactants include alkyl sulfates, α-olefin sulfonates, hydrogenated coconut fatty acid monoglyceride monosulfate, lauryl sulfoacetate, N-acyl taurine salts such as N-methyl-N-acyl taurate, Examples include acyl amino acid salts such as acyl sarcosine salt and N-acyl-L-glutamate. These can be used alone or in combination of two or more. Among these, anionic surfactants containing a sulfonic acid group are preferable from the viewpoint of foaming and foam quality, and alkyl sulfates and α-olefin sulfonates are more preferable. Examples of the salt include sodium salt, potassium salt, ammonium salt and the like, and sodium salt is particularly preferable.

In the alkyl sulfate, the alkyl group preferably has 12 to 14 carbon atoms. Specific examples of the alkyl sulfate include sodium lauryl sulfate and sodium myristoyl sulfate.
As the α-olefin sulfonate, alkali metal salts such as sodium and potassium of α-olefin sulfonate having 14 to 16 carbon atoms can be used, and among them, α-olefin sulfonate having 14 carbon atoms, particularly sodium. Salts (generic name; sodium tetradecene sulfonate) are preferred. Commercially available products that can be used for oral preparations can be obtained. For example, “K Liporan PJ-400CJ” manufactured by Lion Specialty Chemicals Co., Ltd. can be used.

The amount of the (E) surfactant, particularly the anionic surfactant, is preferably 0.1 to 5%, more preferably 0.5 to 2.5%, still more preferably 1.0 to 5% of the total composition. 2.0%.
In addition, as (E) surfactant, you may mix | blend a nonionic surfactant, an amphoteric surfactant, etc. in 5% or less of the whole composition. When an anionic surfactant and a surfactant other than an anionic surfactant are used in combination, it is preferably used within a range that does not interfere with the effects of the present invention, and the surfactant other than the anionic surfactant is used. The blending amount is 4.5% or less, particularly 3% or less of the whole composition, and may be 0% without blending.

The dentifrice composition of the present invention can be made into various dosage forms such as toothpaste, liquid dentifrice, liquid dentifrice, moisturized dentifrice, etc. in the form of paste, liquid, etc. Is a toothpaste and can be prepared by conventional methods. Furthermore, in addition to the above-mentioned components, known components that are usually used in dentifrice compositions can be blended as needed within a range that does not impair the effects of the present invention. Examples of optional components that can be blended include abrasives, wetting agents, sweeteners, preservatives, pH adjusters, fragrances, and medicinal ingredients.

As abrasives, calcium phosphate abrasives such as dicalcium phosphate dihydrate or anhydrous, primary calcium phosphate, tertiary calcium phosphate, calcium pyrophosphate; precipitated silica, aluminosilicate, zirconosilicate, titanium-binding silica Silica carbonate abrasives such as calcium carbonate; calcium carbonate abrasives such as calcium carbonate; calcium hydroxide, aluminum hydroxide, tribasic magnesium phosphate, magnesium carbonate, calcium sulfate, bentonite, and hydroxyapatite. Two or more kinds can be blended. Among these, silica-based abrasives and calcium carbonate-based abrasives mainly composed of silicates such as precipitated silica, aluminosilicate, zirconosilicate, and titanium-bonded silica, especially silica-based materials such as precipitated silica. Abrasives are preferred.

The abrasive, particularly the precipitated silica, is preferably abrasive particles having a particle size of 1 to 40 μm, and the BET specific surface area is preferably 80 to 250 square meters per gram. The particle size is a value measured by a particle size distribution measuring device (manufactured by Nikkiso Co., Ltd., Microtrac particle size distribution meter, dispersion medium: water).
As such a silica-based abrasive, commercially available products can be used. For example, Zeodent 124, Zeodent 113 manufactured by HUBER, TIXOSIL 73, TIXOSIL 63 manufactured by Rhodia, Sident 3, Sident 20, manufactured by Degussa, Taki Chemical ( Zirconosilicate, aluminosilicate, etc. manufactured by Co., Ltd. are mentioned.

The abrasive may be granular, and granules can be blended as an abrasive component. The granule is a particle in which a water-insoluble powder is formed into a granule, and may be a granule obtained by crushing silica gel or a granulated product using a binder for granulation.
The blending amount of the abrasive is preferably 8 to 70%, particularly 10 to 50% of the whole composition.

Examples of the wetting agent include sugar alcohols such as sorbit and xylit, and polyhydric alcohols such as propylene glycol and glycerin. The blending amount is usually 5 to 50%, particularly 20 to 45% of the whole composition.

Examples of the sweetener include saccharin sodium, stevioside, stevia extract, paramethoxycinnamic aldehyde, neohesperidyl dihydrochalcone, perilartin, glycyrrhizin, thaumatin, asparatylphenylalanine methyl ester and the like.
Examples of the preservative include paraoxybenzoic acid ester and sodium benzoate.
Examples of the pH adjuster include organic acids such as citric acid and lactic acid and salts thereof; inorganic compounds such as hydrochloric acid, sodium hydroxide, potassium hydroxide, disodium hydrogen phosphate, and sodium dihydrogen phosphate.

As the fragrance, known oral fragrances such as menthol, anethole, carvone, eugenol, limonene, n-decyl alcohol, citronellol, α-terpineol, citronellyl acetate, cineol, linalool, ethyl linalool, vanillin, thymol, spearmint oil, Peppermint oil, lemon oil, orange oil, sage oil, rosemary oil, cinnamon oil, pimento oil, cinnamon oil, perilla oil, winter green oil, clove oil, eucalyptus oil and the like.

Medicinal ingredients include enzymes such as dextranase, amylase, protease, mutanase; anti-inflammatory agents such as tranexamic acid, epsilon aminocaproic acid, azulene, glycyrrhizinate, glycyrrhetinate; sodium chloride, vitamins, allantoins, etc. Cell activators; bactericides such as isopropylmethylphenol, cetylpyridinium chloride, benzalkonium chloride, hinokitiol, lysozyme chloride; water-soluble copper compounds such as copper chlorophyll and copper gluconate; calculus preventives such as zeolite; Blood circulation promoter; amino acids such as alanine, glycine and proline can be added. In addition, the compounding quantity of a medicinal ingredient can be made into an effective quantity in the range which does not inhibit the effect of this invention.

Further, as optional components, inorganic compounds such as titanium mica, titanium oxide, bentonite; cellulose-based organic powders such as crystalline cellulose; natural polymer compounds such as agar, gelatin, starch, glucomannan; polyvinyl acetate, acrylic resin Synthetic polymers such as polyurethane, polyester, polyvinyl chloride, nylon powder, polyethylene powder or copolymers thereof; waxes such as carnauba wax, rosin, rice wax, microcrystalline wax, beeswax, paraffin wax; cetanol, Higher alcohols such as stearyl alcohol; polyisobutylene, polybutadiene, silicone, natural rubber and the like can be blended within a range not impeding the effects of the present invention.

Hereinafter, although an Example and a comparative example are shown and this invention is demonstrated concretely, this invention is not restrict | limited to the following Example. In the following examples, “%” means “% by mass” unless otherwise specified.

[Examples and Comparative Examples]
Dentifrice compositions (toothpastes) having the compositions shown in Tables 1 to 3 were prepared by a conventional method and filled into ordinary laminate tube containers. These were used as samples and evaluated by the following methods. The results are shown in Tables 1 to 3.

Evaluation method Evaluation was performed by four test subjects.
1 g of the sample dentifrice composition was placed on a toothbrush (Clinica Advantage toothbrush, 4-row compact ordinary type, manufactured by Lion Corporation), and brushed for 3 minutes.
Regarding the sense of cleanliness in the mouth, brushing the teeth and rinsing the mouth with water, the sense of cleanliness in the mouth immediately after and 30 minutes after rinsing was determined according to the following criteria. Here, the sense of cleanliness in the oral cavity is a refreshing sensation that feels that the dirt in the oral cavity has been removed.
The discomfort in the oral cavity during tooth brushing (discomfort due to bad taste and irritation) was determined according to the following criteria.
For ease of placement on the toothbrush, the ease of placement when the sample was pushed out of the tube container onto the toothbrush was determined according to the following criteria. Judgment was made as to whether the sample was threaded according to the physical properties of the sample, or the sample was so shaped that it was likely to fall off the toothbrush, and it was judged that it would be easy to place something without these.
Each of these determination results was evaluated based on the following evaluation criteria by obtaining an average value.

<Oral cleanliness (immediately after rinsing, 30 minutes after rinsing)>
Rating criteria 5: Very felt 4: Feeled 3: Slightly felt 2: Neither felt 1: Not felt 1: Not rated Evaluation criteria ◎: Average score of 4 people is 4 or more ○: Average score of 4 people is 3 ≧: Less than 4 points △: Average score of 4 people is 2 or more and less than 3 ×: Average score of 4 people is less than 2 points

<Oral discomfort>
Rating criteria 5: I didn't feel 4: I couldn't say either 3: I felt a little 2: I felt 1: I felt strong Evaluation criteria ◎: The average score of 4 people was 4.5 or more ○: The average score of 4 people 4 or more and less than 4.5 points △: The average score of 4 people is 2 or more and less than 4 points ×: The average score of 4 people is less than 2 points

<Easy to place on toothbrush>
Rating criteria 5: Very easy to put 4: Easy to put 3: Not to say 2: Difficult to place 1: Very difficult to place Evaluation criteria ◎: Average score of 4 people is 4 or more ○: Average score of 4 people is 3 ≧: Less than 4 points △: Average score of 4 people is 2 or more and less than 3 ×: Average score of 4 people is less than 2 points

Details of the raw materials used are shown below.
(A) N- (4-cyanomethylphenyl) -2-isopropyl-5-methyl cyclohexanecarboxamide: Evacour 180 (manufactured by Dibodan Japan Co., Ltd.)
Menthyl lactate (comparative product): Fresco rat ML (manufactured by Simrise Co., Ltd.)
N-ethyl-p-menthane carboxamide (comparative product): WS-3 (registered trademark, manufactured by Givodan Japan K.K.)
(B) Xanthan gum: Monato gum DA (CP Kelco)
(C) Sodium polyacrylate: Leogic 260H (manufactured by Toagosei Co., Ltd.)
(C) Sodium alginate: Kimika Argin (manufactured by Kimika Co., Ltd.)
Sodium carboxymethylcellulose (comparative product): CMC1260 (manufactured by Daicel Finechem Co., Ltd.)
Polyvinylpyrrolidone (comparative product): Rubiscol K30 (manufactured by BASF)
(D) Thickening silica: Carplex # 67 (manufactured by DSL Japan)
(E) Sodium lauryl sulfate: Texapon (manufactured by BASF)

Claims

(A) N- (4-cyanomethylphenyl) -2-isopropyl-5-methylcyclohexanecarboxamide 0.00001 to 0.01% by mass,
(B) Xanthan gum 1.4-2.5% by mass
And (C) a dentifrice composition containing at least one selected from sodium polyacrylate and sodium alginate, wherein (B) / (C) is 6 to 20 in terms of mass ratio.
The dentifrice composition according to claim 1, comprising 0.1 to 0.3% by mass of component (C).
The dentifrice composition according to claim 1 or 2, further comprising (D) 0.1 to 10% by mass of thickening silica.
The dentifrice composition according to any one of claims 1 to 3, further comprising (E) a surfactant in an amount of 0.1 to 5% by mass.
The dentifrice composition according to claim 4, wherein (E) the surfactant is an anionic surfactant containing a sulfonic acid group.
The dentifrice composition according to any one of claims 1 to 5, wherein the content of the organic binder other than the components (B) and (C) is 0 to 0.5% by mass.