JP6610208B2 - Oral composition - Google Patents

Description

  The present invention relates to a composition for oral cavity which gives a continuous and excellent tooth surface coating feeling with glycerophosphoric acid or a salt thereof, has a good feeling of use, and is particularly suitable as a liquid preparation.

  Patent Document 1 (Japanese Patent Application Laid-Open No. 2005-47855) proposes that glycerophosphoric acid and its salt are effective in suppressing oral biofilms. Above all, calcium glycerophosphate is thought to inhibit the metabolism of mutans by increasing the concentration of calcium and phosphate in plaque to promote remineralization and preventing a significant decrease in plaque pH. Yes.

  However, in oral compositions containing glycerophosphoric acid and salts thereof, particularly liquid oral compositions such as mouthwashes, it is difficult for the user to realize the effect satisfactorily, and improving the feeling of use becomes a problem. It was. Moreover, since glycerophosphoric acid and its salt have an irritation feeling, astringency, and a different taste, there also existed a subject that the aftertaste of an oral composition worsened and a usability | use_condition was impaired.

  Concerning these problems, by adding cetylpyridinium chloride and benzethonium chloride, the irritating feeling of glycerophosphoric acid and its salt is alleviated, it gives a refreshing feeling without bitterness, and it can be felt that the tooth surface is smooth. Although the composition for oral cavity which gives a coating feeling is proposed by patent document 2 (Unexamined-Japanese-Patent No. 2013-129619), it cannot necessarily say that coating feeling is sufficient, and there existed room for improvement.

JP-A-2005-47855 JP 2013-129619 A JP2013-129620A JP 2013-129621 A

  The present invention has been made in view of the above circumstances, and an object of the present invention is to provide a composition for an oral cavity which gives a continuous and excellent tooth surface coating feeling with glycerophosphoric acid or a salt thereof and has an excellent usability.

  As a result of intensive studies to achieve the above object, the present inventor has solved the above problem by combining glycerophosphoric acid or a salt thereof with ethyl-3- (p-menthane-3-carboxamide) acetate and mint oil. On the other hand, it has been found that it has a particularly remarkable effect. That is, according to the present invention, (B) ethyl-3- (p-menthane-3-carboxamide) acetate and (C) mint oil are blended with an oral composition containing (A) glycerophosphoric acid or a salt thereof. It is found that the present invention provides a continuous and excellent tooth surface coating feeling, and provides a good feeling of use that combines a refreshing feeling in the mouth, a lack of irritation, and a continuous refreshing feeling. It came to make.

In the present invention, when the components (B) and (C) are combined with the component (A), (B) ethyl-3- (p-menthane-3-carboxamide) acetate, which is a known compound as a cooling sensate, A) An unexpected action that contributes to an improvement in the coating effect imparted to the tooth surface derived from glycerophosphoric acid or a salt thereof, and the combined use of the components (B) and (C) is a simple fragrance for general oral use. The above-mentioned special effects that cannot be achieved by addition are given.
In this case, glycerophosphoric acid or a salt thereof alone has a low coating effect on the tooth surface, while no effect of imparting a coating effect to the perfume ethyl-3- (p-menthane-3-carboxamide) acetate or mint oil was observed. In addition, when mint oil is used in combination with glycerophosphoric acid or a salt thereof, the coating feeling does not last. However, when (B) component is used in combination with (A) component, the coating feeling imparting effect of component (A) is surprisingly synergistic. It increases continuously and gives a high coating feeling that can be satisfactorily realized when the tooth surface is coated and cleaned. Furthermore, in this case, when the components (A) and (B) are used in combination, there is a problem that the stimulation feeling derived from the component (A) is strongly expressed in combination with the stimulation derived from the component (B), but the component (C) is further combined. As a result, the feeling of use is specifically improved without causing the above-mentioned irritation, and the feeling of use is also improved. Therefore, the composition for oral cavity of the present invention provides an excellent coating feeling that can be realized satisfactorily that the tooth surface is coated and cleaned not only immediately after use but also after 5 minutes of use. It is possible to give a sense of effectiveness that adhesion to oral biofilm (plaque) has been suppressed, and as a feeling of use, you can feel that it is clean without leaving any dirt in the mouth, almost feeling a sense of irritation in the mouth There is no irritation, and a refreshing feeling in the mouth gives a refreshing feeling that lasts even after 5 minutes.

  Patent Document 2 is an improvement in use feeling and tooth surface coating feeling of glycerophosphoric acid or a salt thereof by cetylpyridinium chloride and benzethonium chloride, and Patent Documents 3 and 4 (JP 2013-129620 A, JP 2013 2013). No. -129621), the irritating feeling, astringency and taste of glycerophosphoric acid and its salt are suppressed, but this is stimulated by glycyrrhizic acid or its salt, or vanilla absolute, vanillin, ethyl vanillin or nutmeg oil. Is suppressed. From Patent Literatures 2 to 4, it is impossible to recall the improvement of the tooth surface coating feeling of the component (A) and the improvement of the feeling of use by the combination of the components (B) and (C).

Therefore, the present invention
(A) glycerophosphoric acid or a salt thereof,
(B) Ethyl-3- (p-menthane-3-carboxamide) acetate is 0.00001-0.01% by mass , and (C) Mint oil is 0.02-0.2% by mass.
An oral composition characterized by comprising, and (D) 3-L-menthoxypropane-1,2-diol, isopulegol, N-ethyl-p-menthane-3-carboxamide, 3- Selected from menthyl hydroxybutanoate, N-methyl-2,2-isopropylmethyl-3-methylbutanamide, N- (4-cyanomethylphenyl) -p-menthane carboxamide, menthyl monosuccinate, menthyl lactate and menthone glycerol ketal The said composition for oral cavity containing 1 type, or 2 or more types is provided.

  ADVANTAGE OF THE INVENTION According to this invention, the composition for oral cavity which gives the feeling of coating of the tooth surface continuously and excellent with glycerophosphoric acid or its salt, and is excellent also in a usability | use_condition can be provided. The composition for oral cavity of the present invention can be expected to impart a high oral biofilm adhesion suppression feeling and is suitable for oral biofilm suppression.

  The present invention will be described in further detail below. The oral composition of the present invention contains (A) glycerophosphoric acid or a salt thereof, (B) ethyl-3- (p-menthane-3-carboxamide) acetate, and (C) mint oil.

  Examples of the glycerophosphoric acid or salt thereof as component (A) include glycerophosphoric acid, sodium salts of glycerophosphoric acid, alkali metal salts such as potassium salts, and alkaline earth metal salts such as calcium salts. One or two of these The above can be used. Among these, calcium glycerophosphate is preferable from the viewpoint of coating feeling, bitterness improving effect, and irritation mitigation. The glycerophosphate may be derived from a natural product or a synthetic product. For example, a commercially available product such as a trade name “Calcium glycerophosphate” manufactured by Iwaki Pharmaceutical Co., Ltd. may be used.

  The blending amount of the component (A) is preferably 0.005 to 1% (mass%, the same applies hereinafter) of the entire composition, more preferably 0.01 to 1%, particularly from the viewpoint of imparting a coating feeling to the tooth surface. More preferably, it is 0.01 to 0.2%. The coating amount on the tooth surface increases as the blending amount increases, and if it is 0.005% or more, a sufficient coating feeling can be imparted. If it is 1% or less, the expression of the stimulus of the component (A) itself can be sufficiently prevented.

  In the present invention, a combination of (B) ethyl-3- (p-menthane-3-carboxamide) acetate and (C) mint oil provides a continuous and excellent tooth surface coating feeling and good feeling of use. give. In this case, if the component (B) is lacking, a persistent and high coating feeling cannot be imparted, and the refreshing feeling and the refreshing feeling are deteriorated as the feeling of use. If the component (C) is lacking, (A) The irritation caused by the combined use of component (B) is not masked, and irritation is felt.

  As the component (B) component ethyl-3- (p-menthane-3-carboxamide) acetate, specifically, commercially available products such as those manufactured by Dibodan and RENESSENZ may be used.

  The blending amount of ethyl-3- (p-menthane-3-carboxamide) acetate as component (B) is preferably 0.00001 to 0.01%, more preferably 0.0001 to 0.01% of the total composition. More preferably, it is 0.0001 to 0.001%. The greater the blending amount, the better the effect of imparting a coating feeling on the tooth surface, and the greater the persistence of the refreshing feeling and refreshing feeling. When it is 0.00001% or more, the sufficient coating feeling, refreshing feeling and refreshing feeling are imparted. it can. When the content is 0.01% or less, the stimulation expression of the component (B) itself can be sufficiently prevented.

  The component (C) mint oil is preferably peppermint oil, spearmint oil, or Japanese mint oil. One or more of these may be used.

  (C) 0.02-0.2% of the whole composition is preferable, and, as for the compounding quantity of the mint oil of a component, More preferably, it is 0.03-0.1%. The greater the amount, the greater the masking power of the irritation feeling, and the suppression of the irritation feeling derived from the base can be expected. If it is 0.02% or more, the irritating feeling can be sufficiently suppressed, and if it is 0.2% or less, the mint oil residue after rinsing can be prevented and a clean feeling can be maintained.

  The total blending amount of the component (B) and the component (C) can be 0.02001 to 0.21% of the entire composition, but is preferably 0.02 to 0.2%. The greater the total amount, the greater the effect of providing a feeling of coating on the tooth surface, and the feeling of use increases. Can do.

  (B) / (C) which shows the compounding ratio of (B) component and (C) component is 0.00005-0.5 as mass ratio, More preferably, it is 0.002-0.5, More preferably Is 0.002-0.02. When the ratio is within the above range, the tooth surface coating feeling and use feeling are more excellent. If it is less than 0.00005, a refreshing sensation may be felt due to the residual mint oil, and the actual coating feeling may be felt. If it exceeds 0.5, irritation derived from ethyl-3- (p-menthane-3-carboxamide) acetate may be felt after the mouth is squeezed, and the usability may be felt poorly.

  In the present invention, as component (D), 3-L-menthoxypropane-1,2-diol, isopulegol, N-ethyl-p-menthane-3-carboxamide, menthyl 3-hydroxybutanoate, N-methyl- Contains one or more selected from 2,2-isopropylmethyl-3-methylbutanamide, N- (4-cyanomethylphenyl) -p-menthane carboxamide, menthyl monosuccinate, menthyl lactate and menthone glycerol ketal Among them, 3-L-menthoxypropane-1,2-diol and N-ethyl-p-menthane-3-carboxamide are more preferable. When (D) component is mix | blended, the sustainability of a refreshing feeling improves more.

As the component (D), commercially available products as shown below can be used.
3-L-Mentoxypropane-1,2-diol (manufactured by Takasago International Corporation, trade name: CA-10)
Isopulegol (manufactured by Takasago International Corporation)
N-ethyl-p-menthane-3-carboxamide (manufactured by Dibodan, trade name: WS-3)
Menthyl 3-hydroxybutanoate (manufactured by Takasago International Corporation, trade name: CA-20)
N-methyl-2,2-isopropylmethyl-3-methylbutanamide (manufactured by Dibodan, trade name: WS-23)
N- (4-cyanomethylphenyl) -p-menthane carboxamide (manufactured by Dibodan, trade name: Ebacool G-180)
Menthyl monosuccinate (product name: Fischer)
Menthyl lactate (manufactured by Simrise, trade name: Fresco Rat ML)
Mentone Glycerol Ketal (Simrise Co., Ltd., trade name: Fresco Rat MGA)

  (D) As for the compounding quantity of a component, 0.001-0.005% of the whole composition is preferable, More preferably, it is 0.002-0.003%. The greater the blending amount, the longer the refreshing feeling, but if too much is blended, irritation may be felt.

  When the component (D) is blended, the ratio of (B) / (D) indicating the blending ratio of the component (B) and the component (D) is not particularly limited, but is 0.1 or more as a mass ratio. The upper limit is preferably 0.5 or less. Within this range, it is particularly preferred from the standpoint of the refreshing feeling and suppression of stimulation.

The oral composition of the present invention is effective as a paste-like preparation such as a toothpaste, but is particularly suitably prepared as a liquid preparation in which the compounding components are solubilized. In liquid preparations such as mouthwashes and liquid dentifrices, an unpleasant sensation such as irritation is felt relatively strongly, but in the present invention, even such liquid preparations suppress irritation and are used. The feeling is excellent.
Specifically, it is prepared and applied as a mouthwash of the type that is used as it is, a freshener in the mouth, a mouthwash that is diluted at the time of use in a concentrated type, and a liquid dentifrice that is used by brushing with a toothbrush. It is particularly suitable as a liquid dentifrice.

  In addition to the above-mentioned components, other known components can be blended in the composition of the present invention as necessary within a range not impeding the effects of the present invention. Specifically, the liquid oral composition contains a wetting agent, a surfactant, a solvent, and if necessary, a sweetener, a coloring agent, a fragrance, an active ingredient, and the like. In addition, although solid components which do not solubilize, such as an abrasive | polishing agent, are not normally mix | blended with a liquid oral cavity composition, it is preferable that an abrasive | polishing agent is not included in the composition of this invention from the point of coating actual expression.

  Examples of the wetting agent include sugar alcohols such as sorbitol, malt, and lactit, and polyhydric alcohols such as glycerin, ethylene glycol, and polyethylene glycol. The blending amount of these wetting agents is preferably 2 to 20% of the entire composition.

  As the surfactant, known anionic surfactants, nonionic surfactants, cationic surfactants, and amphoteric surfactants can be blended, and nonionic surfactants are particularly preferable.

Anionic surfactants include alkyl sulfates such as sodium lauryl sulfate and sodium myristyl sulfate, N-acyl sarcosine salts such as sodium N-lauroyl sarcosine and sodium N-myristoyl sarcosine, sodium dodecylbenzenesulfonate, hydrogenated coconut Fatty acid monoglyceride sodium monosulfate, sodium lauryl sulfoacetate, N-acyl glutamate such as sodium N-palmitoyl glutamate, sodium N-methyl-N-acyl taurate, sodium N-methyl-N-acylalanine, sodium α-olefin sulfonate Etc.
Nonionic surfactants include sucrose fatty acid esters, maltose fatty acid esters, maltitol fatty acid esters, sugar alcohol fatty acid esters such as lactol fatty acid ester, polyoxyethylene fatty acid esters such as polyoxyethylene hydrogenated castor oil, alkylol amide, Examples include polyoxyethylene sorbitan fatty acid ester, polyglycerin fatty acid ester, hexaglyceryl monocetylate, fatty acid diethanolamide, sorbitan fatty acid ester, polyoxyethylene higher alcohol ether, and the like. Among them, polyoxyethylene hydrogenated castor oil, particularly those having an average addition mole number of ethylene oxide of 60 to 100 mol are preferable in terms of suppressing adhesion of plaque to the tooth surface and appearance stability (no orientation).
Examples of the cationic surfactant include alkyl ammonium and alkyl benzyl ammonium salts. Amphoteric surfactants include betaine acetate type amphoteric surfactants such as alkyldimethylaminoacetic acid betaine and fatty acid amidopropyldimethylaminoacetic acid betaine, and imidazoline type such as N-fatty acid acyl-N-carboxymethyl-N-hydroxyethylethylenediamine salt. Examples include amphoteric surfactants.
The blending amount of these surfactants is preferably 0.05 to 2% of the entire composition.

As a sweetening agent, xylitol, maltitol, saccharin, saccharin sodium, stevioside, aspartame and the like can be blended.
As a colorant, a highly safe water-soluble pigment such as Blue No. 1, Green No. 3, Yellow No. 4, Red No. 105, or the like can be added.

Examples of the fragrances include natural essential oils such as eucalyptus oil, winter green oil, clove oil, thyme oil, sage oil, cardamom oil, rosemary oil, marjoram oil, lemon oil, lavender oil and paracres oil, and l-menthol, l -Fragrances contained in natural essential oils such as carvone, orange oil, anethole, 1,8-cineole, methyl salicylate, eugenol, thymol, linalool, limonene, menthone, eugenol, menthyl acetate, citral, camphor, borneol, pinene, spirantol Ingredients, ethyl acetate, ethyl butyrate, isoamyl acetate, hexanal, hexenal, methyl anthranilate, ethyl methyl phenyl glycidate, benzaldehyde, furaneol, maltol, ethyl Perfume ingredients such as rutol, gamma / delta decalactone, gamma / deltown decalactone, ethylene glycol-l-menthyl carbonate, as well as some fragrance ingredients and natural essential oils, apple, banana, strawberry, blueberry , Melon, peach, pineapple, grape, muscat, wine, cherry, squash, coffee, brandy, yogurt and the like can be added as long as they do not interfere with the effects of the present invention. The addition amount is usually 0.00001 to 3% in the composition.
In addition, the said fragrance | flavor can use the compounding quantity of (B) and (C) component within the said range, respectively.

  Active ingredients include, for example, cationic fungicides such as cetylpyridinium chloride, benzalkonium chloride, benzethonium chloride, nonionic fungicides such as isopropylmethylcellulose, enzymes such as dextranase and mutanase, sodium fluoride, monofluorolin Fluorides such as sodium acid, aluminum chlorohydroxy allantoin, allantoin, azulene, lysozyme chloride, vitamin C such as ascorbic acid, dihydrocholesterol, glycyrrhetinic salts, glycyrrhetinic acid, hydrocholesterol, chlorophyll, copper chlorophyllin sodium, thyme, ogon, clove , Plant extracts such as hamamelis, copper gluconate, caropeptide, sodium polyphosphate, water-soluble inorganic phosphate compound, polyvinylpyrrolidone, calculus inhibitor, teeth Agents, potassium nitrate, may be added to aluminum lactate and the like. In addition, the addition amount of these active ingredients can be made into effective amount in the range which does not prevent the effect of this invention.

  In the present invention, even when a cationic bactericidal agent such as cetylpyridinium chloride having a sense of irritation, bitterness and taste is blended, the irritation is masked and suppressed by the component (C), and (A), ( An excellent feeling of use can be given by the combination of the components B) and (C). Furthermore, by adding the bactericidal power of the cationic bactericidal agent, the effect of suppressing the adhesion of the oral biofilm is increased, and further improvement of the effect can be expected.

  As the solvent, water is usually used, and the water content is preferably 60% or more of the total composition. Moreover, although lower monohydric alcohols, such as ethanol, may be added as needed, when adding, 10% or less is preferable and it can be set as 0-10%.

  EXAMPLES 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]
Liquid oral compositions having the compositions shown in Tables 1 to 4 were prepared by conventional methods and evaluated by the following methods. The results are shown in the table.

(1) Evaluation method of coating feeling and its sustainability About 10 ml of sample (liquid oral composition) in the mouth, immediately after rinsing for 30 seconds and after 5 minutes, the coating feeling on the tooth surface in the following four stages Evaluation was made and the average score of 10 people was indicated by ◎, ○, Δ, × according to the following criteria.
Here, the coating feeling is the feeling that the tooth surface is coated and cleaned.
(Evaluation criteria)
4: Appearance of coating was considerable 3: Appearance of coating was a little 2: Appearance of coating was almost absent 1: Appearance of coating was not found (Criteria)
◎: Average value is 3.5 points or more and 4.0 points or less ○: Average value is 3.0 points or more and less than 3.5 points △: Average value is 2.0 points or more and less than 3.0 points ×: Average value is Less than 2.0

(2) Evaluation method of clean feeling The sample (liquid oral composition) contains about 10 ml in the mouth, and after rinsing for 30 seconds, the feeling that the mouth is clean is evaluated in the following four stages. According to the determination criteria of ◎, ○, Δ, ×.
Here, the refreshing feeling means that the mouth is clean without any dirt remaining.
(Evaluation criteria)
4: There was a lot of refreshing feeling 3: There was a little refreshing feeling 2: There was almost no feeling of refreshing 1: There was no feeling of refreshing (Criteria)
◎: Average value is 3.5 points or more and 4.0 points or less ○: Average value is 3.0 points or more and less than 3.5 points △: Average value is 2.0 points or more and less than 3.0 points ×: Average value is Less than 2.0

(3) Evaluation method for lack of irritation The sample (liquid oral composition) contains about 10 ml in the mouth, and after rinsing for 30 seconds, the irritation feeling in the mouth is evaluated in the following four stages, and the average score of 10 people is evaluated. In accordance with the following criteria, it is indicated by ◎, ○, Δ, ×.
(Evaluation criteria)
4: There was no sense of irritation 3: There was almost no irritation 2: Slight irritation 1: Slight irritation (Judgment criteria)
◎: Average value is 3.5 points or more and 4.0 points or less ○: Average value is 3.0 points or more and less than 3.5 points △: Average value is 2.0 points or more and less than 3.0 points ×: Average value is Less than 2.0

(4) Method for evaluating the persistence of a refreshing feeling About 10 ml of a sample (liquid oral composition shown in Tables 1 to 3) is included in the mouth, and after rinsing for 30 seconds, the refreshing feeling in the mouth after the elapse of 5 minutes is described below. Evaluation was made in 4 stages, and the average score of 10 people was indicated by ◎, ○, Δ, × according to the following criteria.
(Evaluation criteria)
4: I felt a very refreshing feeling 3: I felt a pretty refreshing feeling 2: I felt a little refreshing feeling 1: I did not feel a refreshing feeling at all (Criteria)
◎: Average value is 3.5 points or more and 4.0 points or less ○: Average value is 3.0 points or more and less than 3.5 points △: Average value is 2.0 points or more and less than 3.0 points ×: Average value is Less than 2.0

＊；香料組成物Ａの組成は表５〜１１に示す。

*; Compositions of the fragrance composition A are shown in Tables 5 to 11.

注；表中、部はいずれも質量部である（以下同様。）。

Note: In the table, all parts are parts by mass (the same applies hereinafter).

Claims (6)

(A) glycerophosphoric acid or a salt thereof,
(B) Ethyl-3- (p-menthane-3-carboxamide) acetate is 0.00001-0.01% by mass , and (C) Mint oil is 0.02-0.2% by mass.
An oral composition characterized by comprising.   The composition for oral cavity according to claim 1, wherein (B) / (C) is 0.00005 to 0.5 as a mass ratio. (A) The composition for oral cavity of Claim 1 or 2 which contains 0.005-1 mass% of components. (D) 3-L-menthoxypropane-1,2-diol, isopulegol, N-ethyl-p-menthane-3-carboxamide, menthyl 3-hydroxybutanoate, N-methyl-2,2-isopropylmethyl 0.001 to 0.005 of one or more selected from -3-methylbutanamide, N- (4-cyanomethylphenyl) -p-menthane carboxamide, menthyl monosuccinate, menthyl lactate and menthone glycerol ketal The composition for oral cavity of any one of Claims 1-3 containing the mass%. (B) / (D) is 0.1-0.5 as mass ratio, The composition for oral cavity of Claim 4 . The composition for oral cavity of any one of Claims 1-5 prepared in the liquid formulation.