JP7103355B2 - Toothpaste composition - Google Patents

Description

The present invention relates to a dentifrice composition that gives an excellent halitosis-suppressing feeling, is comfortable to brush when brushing teeth, and has a good taste.

In recent years, since prevention of halitosis is one of the important etiquettes, there are high expectations for oral preparations having an excellent feeling of prevention of halitosis. This tendency is particularly noticeable among young people.
Conventionally, there have been known means for suppressing the generation of halitosis by sterilizing halitosis-causing bacteria with a bactericidal agent and using a deodorant such as an enzyme or rosemary extract, and these can obtain a certain effect.

However, in recent years, there are an increasing number of odor-sensitive users who suffer from bad breath even though it does not actually pose a problem to others. This is considered to be halitosis anxiety caused by the detection of a slight odor in the oral cavity and the discomfort in the oral cavity.
Conventional oral compositions for the purpose of preventing halitosis give a certain degree of halitosis suppression during or immediately after use in the oral cavity, but the feeling of halitosis suppression is not sufficient.

Further, as a means for obtaining a feeling of suppressing bad breath, masking may be performed by a refreshing feeling with menthol or a cooling sensation agent, but it may affect the feeling of use such as taste, and it cannot be said that the feeling of suppressing bad breath is sufficient.
In oral compositions, menthol is generally blended as a fragrance that gives a refreshing sensation, and various studies have been conducted to enhance the refreshing sensation. P-menthol-3-carboxamide, which is a non-menthol-based cooling agent, has been studied. Patent Documents 1 to 6 propose techniques for enhancing a refreshing feeling and a refreshing feeling by using the same kind, and enhancing the sustainability thereof.
Further, Patent Documents 7 to 9 propose inventions in which erythritol or xylitol improves the refreshing sensation, the cooling sensation, and the like.

Japanese Unexamined Patent Publication No. 2014-125440 Japanese Unexamined Patent Publication No. 2015-182983 Japanese Unexamined Patent Publication No. 2016-102076 Japanese Patent Application Laid-Open No. 2014-507440 Special Table 2012-508741 Special Table 2011-520925 Japanese Unexamined Patent Publication No. 2011-68599 JP-A-2007-70259 JP-A-2007-223942

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 an excellent halitosis-suppressing feeling, is comfortable to brush when brushing teeth, and has a good taste.

As a result of diligent studies to achieve the above object, the present inventors have selected a specific N-substituted-p-menthan carboxamide among the cooling sensation agents, and have selected a specific wetting agent system (sugar alcohol and specific). It was found that the above-mentioned problems can be solved by adopting a combination system with a polyhydric alcohol) and setting the sweetness of the composition within a specific range. That is, in the present invention, one selected from (A) N- (4-cyanomethylphenyl) -2-isopropyl-5-methylcyclohexanecarboxamide, (B) sugar alcohol, and (C) propylene glycol and polyethylene glycol. The above is blended in a specific amount, respectively, and an excellent halitosis is produced by a dentifrice composition having a mass ratio of (A) / (C) of 0.000002 to 0.001 and a sweetness of 80 to 125. The present invention has been made by finding that it gives a feeling of restraint, is comfortable to brush when brushing teeth, and can maintain a good feeling of use when brushing teeth.

More specifically, the cooling agents p-menthane-3-carboxamides, especially N- (4-cyanomethylphenyl) -2-isopropyl-5-methylcyclohexanecarboxamides, are irritating although the cooling sensation increases as the dose is increased. Since it may become stronger and worsen the taste, it was necessary to improve the feeling of use in order to sufficiently suppress the feeling of bad breath. On the other hand, sugar alcohols and polyhydric alcohols, which are wetting agents, may cause a sticky feeling and a deterioration in taste as the amount is increased, which may affect the brushing comfort when brushing teeth. However, in the present invention, when the component (A) is used as the p-menthane-3-carboxamides and the combined system of the components (B) and (C) is combined with this, the blending amount of each component and (A) / When the mass ratio of (C) is within a specific range and the sweetness of the composition is within a specific range, halitosis is maintained while maintaining good polishing comfort, reducing dislike of each component and maintaining good taste. The effect of imparting a feeling of suppression was improved, and a special effect could be given. According to the dentifrice composition of the present invention, it is possible to suppress not only the halitosis detected by the halitosis measurement but also the so-called halitosis anxiety feeling because the halitosis suppressing feeling is excellent.
As shown in the comparative example described later, the content of any of the components (A), (B) or (C) is not contained, or even if the components (A), (B) and (C) are contained. Is inappropriate, or if the mass ratio of (A) / (C) is inappropriate, or if the sweetness is inappropriate, the feeling of suppressing bad breath is satisfied while maintaining good polishing comfort and taste. It could not be imparted, and the effect of the present invention was inferior.

It should be noted that Patent Documents 1 to 6 are for improving the refreshing feeling and refreshing feeling, and Patent Documents 7 to 9 are for improving the refreshing feeling and cooling feeling by erythritol or xylitol. .. From Patent Documents 1 to 9, by combining the component (A) of the present invention with the components (B) and (C), a feeling of suppressing bad breath and a feeling of use (polishing comfort and feeling) that cannot be achieved when any of the components is lacking. It cannot be recalled that the taste) can be improved.

Therefore, the present invention provides the following dentifrice compositions.
[1]
(A) N- (4-Cyanomethylphenyl) -2-isopropyl-5-methylcyclohexanecarboxamide 0.00001 to 0.01% by mass,
(B) Sugar alcohol 10-70% by mass,
And (C) one or more selected from propylene glycol and polyethylene glycol 1 to 10% by mass
A dentifrice composition containing (A) / (C) having a mass ratio of 0.000002 to 0.001 and a sweetness of 80 to 130.
[2]
(B) The dentifrice composition according to [1], wherein the sugar alcohol is one or more selected from sorbitol, xylitol and erythritol.
[3]
(B) The dentifrice composition according to [2], wherein the sugar alcohol is sorbitol.
[4]
(B) The dentifrice composition according to [2], wherein the sugar alcohol is selected from xylitol and erythritol.
[5]
(B) The dentifrice composition according to [2], wherein the sugar alcohol is two kinds of sorbitol and xylitol or erythritol, or three kinds of sorbitol, xylitol and erythritol.
[6]
(B) The total amount of sugar alcohol is 15 to 70% by mass, the content of sorbitol is 10 to 35% by mass, and the content of one or two selected from xylitol and erythritol is 5 to 60% by mass. The dentifrice composition according to [5].
[7]
The dentifrice composition according to any one of [1] to [6], further containing (B) a sweetening agent other than (B) sugar alcohol.
[8]
The dentifrice composition according to any one of [1] to [7], which further contains (E) an abrasive in an amount of 8 to 70% by mass.

According to the present invention, it is possible to provide a dentifrice composition that gives an excellent halitosis-suppressing feeling, has a good brushing feeling when brushing teeth, has a good taste, and is suitable for halitosis-suppressing.

Hereinafter, the present invention will be described in more detail. The dentifrice composition of the present invention is selected from (A) N- (4-cyanomethylphenyl) -2-isopropyl-5-methylcyclohexanecarboxamide, (B) sugar alcohol, and (C) propylene glycol and polyethylene glycol. It is characterized in that it contains one or more kinds, the mass ratio of (A) / (C) is in a specific range, and the sweetness is in a specific range.

(A) N- (4-Cyanomethylphenyl) -2-isopropyl-5-methylcyclohexanecarboxamide is an agent that imparts a feeling of suppressing halitosis.
The blending amount of the component (A) is 0.00001 to 0.01% (mass%, the same applies hereinafter) of the entire composition, preferably 0.0001 to 0.005%. If it is less than 0.00001%, a sufficient feeling of suppressing bad breath cannot be obtained. If it exceeds 0.01%, the sarcasm is strong and the taste becomes bad.

In the present invention, the components (B) and (C) are used in combination as a wetting agent. If the component (B) or (C) is lacking, the polishing feeling is inferior or the sarcasm becomes strong, and it is not possible to impart a high feeling of halitosis suppression under a good feeling of use.

Examples of the sugar alcohol (B) include sorbitol, xylitol, erythritol and the like, and these may be used alone or in combination of two or more.

(B) The blending amount of the sugar alcohol is 10 to 70% of the whole composition. If it is less than 10%, the polishing comfort is inferior. If it exceeds 70%, the feeling of suppressing bad breath is lowered, and the feeling of stickiness is strengthened, resulting in poor polishing comfort.
When sorbitol is blended within the range of the blending amount of the component (B), the blending amount is preferably 10 to 70%, more preferably 15 to 35%, and particularly 15 to 30% of the entire composition. Is preferable.
When xylitol or erythritol is blended within the range of the blending amount of the component (B), or when xylitol and / or erythritol and sorbitol are blended in combination, these blending amounts are 10 to 70 of the entire composition. % Is preferable, 15 to 70% is more preferable, 35 to 70% is further preferable, and 40 to 70% is particularly preferable.
When two types of sorbitol and xylitol or erythritol or three types of sorbitol, xylitol and erythritol are used in combination within the range of the amount of the component (B), the amount of sorbitol blended is the entire composition. 10 to 35% is preferable, and 15 to 30% is more preferable. The blending amount of xylitol and / or erythritol is preferably 5 to 60%, more preferably 10 to 55%, and particularly preferably 30 to 55% of the entire composition.
When xylitol and erythritol are preferably contained as the component (B) in an amount of 35% or more, particularly 40% or more of the entire composition, the feeling of suppressing halitosis is particularly remarkable.

The component (C) is propylene glycol or polyethylene glycol, and may be propylene glycol or polyethylene glycol, or propylene glycol or polyethylene glycol in terms of exhibiting the effect.
The average molecular weight of polyethylene glycol is preferably 190 to 3,800, more preferably 380 to 3,800. Here, the average molecular weight is the average molecular weight described in the Quasi-drug Raw Material Standard 2006 (hereinafter, the same applies).
Specifically, polyethylene glycol 200 (average molecular weight 190 to 210), polyethylene glycol 300 (average molecular weight 290 to 310), polyethylene glycol 400 (average molecular weight 390 to 410), polyethylene glycol 600 (average molecular weight 590 to 610), polyethylene. Examples thereof include glycol 1540 (average molecular weight 1,290 to 1,650), polyethylene glycol 2000 (average molecular weight 1,850 to 2,150), and polyethylene glycol 4000 (average molecular weight 2,600 to 3,800).

The blending amount of the component (C) is 1 to 10%, preferably 3 to 5% of the entire composition. If it is less than 1%, the sarcasm will not be reduced. If it exceeds 10%, the feeling of suppressing bad breath is lowered and the sarcasm becomes stronger.

In the present invention, since the components (B) and (C) act as a wetting agent, it is not necessary to add a wetting agent other than the components (B) and (C), but the effect of the present invention is hindered. To the extent that it does not exist, other wetting agents may be added as needed. When a wetting agent other than the components (B) and (C) is blended, the blending amount thereof is preferably 20% or less, particularly 10% or less of the entire composition, or may be 0% without blending.

In the present invention, (A) / (C) indicating the blending ratio of the component (A) and the component (C) is 0.000002 to 0.001 as a mass ratio, preferably 0.00001 to 0.0008. It is more preferably 0.0001 to 0.0005. If the ratio (A) / (C) is less than 0.000002, the feeling of suppressing bad breath is inferior and the sarcasm becomes strong. If it exceeds 0.001, a sarcasm close to pungent taste occurs and the taste becomes worse.

In the present invention, a substance other than (B) sugar alcohol can be further blended as (D) a sweetener. Specific examples of the (D) sweetener include sodium saccharin, glycerin, stebioside, stevia extract, paramethoxycinnamic aldehyde, neohesperidyldihydrochalcone, perillartine, glycyrrhizin, thaumatin, aspalathylphenylalanine methyl ester and the like. (D) The type and amount of the sweetener are not particularly limited as long as the sweetness of the composition is within an appropriate range. For example, the preferred blending amount of sodium saccharin is 0.1-0.2% of the total composition.

The dentifrice composition of the present invention has a sweetness of 80 to 130, preferably 80 to 125. If it is less than 80, the taste becomes worse, and the feeling of suppressing bad breath may not be sufficiently obtained. If it exceeds 130, the feeling of suppressing bad breath is inferior. The degree of sweetness can be set in the above range by appropriately adjusting the types and amounts of the blended sweetness components such as (B) sugar alcohol and (D) sweetener.
The degree of sweetness was calculated by the following formula.
Sweetness of the composition = Σ (sweetness of the blended sweetness component) × {blending amount (%) / 100}
Here, the degree of sweetness of the sweetness component is described in Chemical Review, No. It is a value described in 40 (1999) and the Journal of the Brewing Society of Japan, Vol. 106, No. 12 (2011).
The degree of sweetness of the sweetness component is shown below.
Sweetness of sucrose: 100 (standard)
Sweetness of sorbitol: 60
Xylitol sweetness: 100
Erythritol sweetness: 75
Sweetness of saccharin sodium: 50,000

The dentifrice composition of the present invention can be in the form of a liquid such as a paste or a liquid, and can be made into various dosage forms such as dentifrice, liquid dentifrice, liquid dentifrice, and dentifrice, but it is preferable. Is a toothpaste and can be prepared in the usual way. Further, in addition to the above components, known components usually used in a dentifrice composition can be blended as necessary within a range that does not impair the effects of the present invention. Examples of the optional component that can be blended include an abrasive, a binder, a surfactant, a fragrance other than the component (A), a preservative, a pH adjuster, a medicinal component, and the like.

(E) As the polishing agent, calcium phosphate-based polishing agents such as calcium dibasic dihydrate, dihydrate or anhydride, calcium primary phosphate, calcium tertiary phosphate, calcium pyrophosphate, etc .; precipitated silica, aluminosilicate, zirconosilicate, titanium. Silica-based abrasives such as bondable silica; calcium carbonate-based abrasives such as calcium carbonate; calcium hydroxide, aluminum hydroxide, tertiary magnesium phosphate, magnesium carbonate, calcium sulfate, bentonite, hydroxyapatite, and the like. One type or two or more types can be blended. Among these, silica-based abrasives and calcium carbonate-based abrasives whose main components are silicates such as precipitated silica, aluminosilicate, zirconosilicate, and titanium-binding silica, and silica-based abrasives such as precipitated silica in particular. Abrasives are preferred.

Abrasives, particularly sedimentary silica, are preferably abrasive particles having a particle size of 1 to 40 μm and a BET specific surface area of 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).
Commercially available products can be used as such silica-based abrasives. For example, HUBER's ZEODENT 124, ZEODENT 113, Rhodia's TIXOSIL 73, TIXOSIL 63, Degussa's Side 3, Siden 20, and Taki Chemical Co., Ltd. Examples include zirconosilicate and aluminosilicate manufactured by Co., Ltd.
The blending amount of the abrasive is preferably 8 to 70%, particularly preferably 10 to 50% of the entire composition.

Binders include xanthan gum, sodium carboxymethyl cellulose, sodium polyacrylate, sodium alginate, polyvinylpyrrolidone, carrageenan, methyl cellulose, sodium hydroxyethyl cellulose, tragant gum, kalaya gum, arabiya gum, locust bean gum, polyvinyl alcohol, carboxyvinyl polymer, carbopol. , Organic binders such as bee gum and propylene glycol alginate, and inorganic binders such as thickening silica and aluminum silicate can be blended. These can be used alone or in combination of two or more. In the case of an organic binder, the blending amount of these binders is preferably 0.8 to 5%, particularly 1 to 3% of the entire composition, and in the case of an inorganic binder, 0.5 to 0.5% of the entire composition. 10%, especially 1-8% is preferable.

Examples of the surfactant include an anionic surfactant, a nonionic surfactant, and an amphoteric active agent. Examples of the anionic surfactant include N-acyl taurate such as alkyl sulfate, α-olefin sulfonate, hydrogenated coconut fatty acid monoglyceride monosulfate, lauryl sulfoacetate, and N-methyl-N-acyl taurine salt. Examples thereof include acyl amino acid salts such as acyl sulfosin salt and N-acyl-L-glutamate. These can be used alone or in combination of two or more. Among them, an anionic surfactant containing a sulfonic acid group is preferable, and an alkyl sulfate and an α-olefin sulfonate are more preferable in terms of foaming and good foam quality. Examples of the salt include sodium salt, potassium salt, ammonium salt and the like, and sodium salt is particularly preferable.

The alkyl sulfate preferably has 12 to 14 carbon atoms in the alkyl group, and specific examples of the alkyl sulfate include sodium lauryl sulfate and sodium myristyl sulfate.
As the α-olefin sulfonate, alkali metal salts such as sodium and potassium of α-olefin sulfonic acid having 14 to 16 carbon atoms can be used, and among them, the α-olefin sulfonate having 14 carbon atoms, particularly sodium. The amount of the anionic surfactant in which a salt (generic name: sodium tetradecenesulfonate) is preferable is 0.6 to 2.5%, preferably 1 to 2.5% of the whole composition.

The fragrances include known fragrances such as menthol, anetol, carboxylic, eugenol, limonene, n-decyl alcohol, citronellol, α-terpineol, citronellyl acetate, cineole, linalol, ethyllinalol, crocodile, timole, sparemint oil, peppermint oil. , Lemon oil, orange oil, sage oil, rosemary oil, katsura oil, piment oil, katsura leaf oil, perilla oil, winter green oil, choji oil, eucalyptus oil and the like.
When the fragrance contains the component (A), it can be used within the range of the blending amount of the component (A) described above.
The amount of menthol blended as a fragrance is preferably 0.001 to 0.15%, particularly 0.005 to 0.10% of the entire composition, but may be 0% without blending.

Examples of the preservative include paraoxybenzoic acid ester, sodium benzoate and the like.
Examples of the pH adjuster include organic acids such as citric acid or a salt thereof or salts thereof; and inorganic compounds such as hydrochloric acid, sodium hydroxide, potassium hydroxide, disodium hydrogen phosphate, and sodium dihydrogen phosphate.

As medicinal ingredients, enzymes such as dextranase, amylase, protease, mutanase; anti-inflammatory agents such as tranexamic acid, epsilon-aminocaproic acid, azulene, glycyrrhizinate, glycyrrhetinate; sodium chloride, vitamins, allantin, etc. Cell activator; bactericides such as isopropylmethylphenol, cetylpyridinium chloride, benzalkonium chloride, hinokithiol, lysoteam chloride; water-soluble copper compounds such as copper chlorophyll and copper gluconate; Blood circulation promoter; amino acids such as alanine, glycine, and proline can be blended. The blending amount of the medicinal ingredient can be an effective amount within a range that does not interfere with the effect of the present invention.

Further, as optional components, inorganic compounds such as mica titanium, titanium oxide and bentonite; cellulosic organic powders such as crystalline cellulose; natural polymer compounds such as agar, gelatin, starch and glucomannan; polyvinyl acetate and acrylic resin , Polyurethane, polyester, polyvinyl chloride, nylon powder, polyethylene powder and other synthetic polymer compounds or copolymers thereof; waxes such as carnauba wax, rosin, rice wax, microcrystallin wax, beeswax, paraffin wax; Higher alcohols such as stearyl alcohol; polyisobutylene, polybutadiene, silicone, and natural rubber can be blended within a range that does not interfere with the effects of the present invention.

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

[Examples, comparative examples]
Toothpaste compositions (dentifrices) having the compositions shown in Tables 1 to 6 were prepared by a conventional method and filled in a laminated tube container. These were used as samples and evaluated by the following method. The results are also shown in Tables 1-6.

<Evaluation method>
It was evaluated by 4 subjects.
A 1 g sample was placed on a toothbrush (Clinica Advantage Toothbrush, 4-row compact normal type, manufactured by Lion Corporation), and after brushing the teeth for 3 minutes, the mouth was rinsed with water.
The feeling and taste of brushing teeth (no sarcasm) and the feeling of suppressing bad breath after rinsing (feeling that bad breath was prevented) were judged according to the following scoring criteria. The average value of 4 people was calculated and evaluated according to the following evaluation criteria.
Here, the sense of halitosis suppression is a sensation that halitosis is suppressed without feeling odor in the oral cavity.
In addition, the feeling of brushing is the feeling of being brushed comfortably while brushing teeth.

The sweetness in the table was calculated by the following formula.
Σ (sweetness of the sweetness component contained) x amount (%) / 100
The sweetening components contained are (B) sugar alcohol and saccharin sodium as a sweetening agent. The sweetness of the raw materials used (described in Chemical Review, No. 40 (1999) and Journal of the Brewing Society of Japan, Vol. 106, No. 12 (2011)) is as described below.

<Comfort when brushing teeth>
Rating criteria 5: Very good 4: Good 3: Somewhat good 2: Neither can be said 1: Not good Evaluation criteria ◎: 4 points or more ○: 3 points or more and less than 4 points ×: Less than 3 points

<Taste (no sarcasm)>
Rating criteria 5: Very good 4: Good 3: Somewhat good 2: Neither can be said 1: Not good Evaluation criteria ◎: 4 points or more ○: 3 points or more and less than 4 points ×: Less than 3 points

<Halitosis suppression after rinsing>
Rating criteria 5: Very felt 4: Feeled 3: Slightly felt 2: Neither can be said 1: Not felt Evaluation criteria ☆: 4.5 points or more ◎: 4 points or more and less than 4.5 points ○: 3 Points or more and less than 4 points ×: Less than 3 points

Details of the raw materials used are shown below.
(A) N- (4-Cyanomethylphenyl) -2-isopropyl-5-methylcyclohexanecarboxamide: Evacool 180 (manufactured by Givaudan Japan Co., Ltd.)
WS-3 (comparative product) (trade name, N-ethyl-p-menthane-3-carboxamide, manufactured by Dibutton Japan Co., Ltd.)
(B) Sorbitol: D-sorbitol (manufactured by Kanto Chemical Co., Inc., sweetness 60)
(B) Xylitol: XYLYSORB300 (manufactured by Rocket, sweetness 100)
(B) Erythritol: Erythritol (manufactured by Mitsubishi Corporation Food Tech Co., Ltd., sweetness 75)
(C) Propylene glycol: Propylene glycol for cosmetics (manufactured by ADEKA Corporation)
(C) Polyethylene glycol 400: PEG # 400 (manufactured by Lion Specialty Chemicals Co., Ltd.)
(C) Polyethylene glycol 600: PEG # 600 (manufactured by Lion Specialty Chemicals Co., Ltd.)
(C) Polyethylene glycol 4000: PEG # 4000 (manufactured by Lion Specialty Chemicals Co., Ltd.)
(D) Saccharin sodium: manufactured by Aisan Chemical Industry Co., Ltd., sweetness 50,000

Claims (7)

(A) N- (4-Cyanomethylphenyl) -2-isopropyl-5-methylcyclohexanecarboxamide 0.00001 to 0.01% by mass,
(B) Sugar alcohol 10-70% by mass ,
(C) One or more selected from propylene glycol and polyethylene glycol
1-10% by mass
as well as
(E) Silica-based abrasive 8 to 70% by mass
A dentifrice composition containing (A) / (C) having a mass ratio of 0.000002 to 0.001 and a sweetness of 80 to 130. (B) The dentifrice composition according to claim 1, wherein the sugar alcohol is one or more selected from sorbitol, xylitol and erythritol. (B) The dentifrice composition according to claim 2, wherein the sugar alcohol is sorbitol. (B) The dentifrice composition according to claim 2, wherein the sugar alcohol is selected from xylitol and erythritol. (B) The dentifrice composition according to claim 2, wherein the sugar alcohol is two kinds of sorbitol and xylitol or erythritol, or three kinds of sorbitol, xylitol and erythritol. (B) The total amount of sugar alcohol is 15 to 70% by mass, the content of sorbitol is 10 to 35% by mass, and the content of one or two selected from xylitol and erythritol is 5 to 60% by mass. The dentifrice composition according to claim 5. The dentifrice composition according to any one of claims 1 to 6, further comprising (B) a sweetening agent other than (B) sugar alcohol.