JP2018203642A - Liquid oral composition - Google Patents

Abstract

To provide p-menthane-3-carboxamides-containing liquid oral compositions providing highly refreshing feeling in oral cavity, and having excellent stability in appearance due to suppressing muddiness even over time.SOLUTION: Disclosed is a liquid oral composition containing (A) N-(2-(2-pyridinyl) ethyl)-2-isopropyl-5-methylcyclohexanecarboxamide, the composition further containing (B) 0.1 to 1 mass% of a nonionic surfactant, (C) 3 to 20 mass% of glycerin and/or propylene glycol, and (D) 0.3 to 4 mass% of a sugar-alcohol, the mass ratio of (C)/(D) being 4.5 or more.SELECTED DRAWING: None

Description

  The present invention relates to a composition for liquid oral cavity containing p-menthane-3-carboxamides, giving a high refreshing feeling to the oral cavity and having excellent appearance stability.

  In a mouthwash for liquid oral compositions, especially for the purpose of preventing bad breath, giving a feeling of use that can be felt that the oral cavity is clean after use is intended to improve the feeling of use and effectiveness. Meaningful. On the other hand, in particular, the mouthwash may be prepared clearly, so it is important in terms of quality to maintain the appearance of the preparation stably without the occurrence of scratches after storage. . However, it is difficult to satisfactorily provide a clear feeling of use with a liquid oral composition such as a mouthwash, and at the same time to maintain a stable appearance over time.

  In liquid oral compositions, l-menthol is generally blended as a fragrance that gives a refreshing sensation in order to improve the feeling of use, and various studies for enhancing the refreshing sensation have been conducted. The technique etc. which strengthened the refreshing feeling, the refreshing feeling, etc. by using p-menthane-3-carboxamides which are agents, and improved the sustainability are proposed (patent documents 1-6).

JP 2014-125440 A Japanese Patent Laying-Open No. 2015-182983 JP, 2006-102076, A Special table 2014-507440 gazette Special table 2012-508741 gazette Special table 2011-520925 gazette

  The present invention has been made in view of the above circumstances, and provides a liquid oral composition containing p-menthane-3-carboxamides, which gives a high refreshing feeling in the oral cavity and is excellent in appearance stability by suppressing tingling even over time. The purpose is to provide.

  As a result of intensive studies to achieve the above object, the present inventors have found that a non-ionic surfactant, glycerin and / or a liquid oral composition containing specific p-menthane-3-carboxamides. Propylene glycol and sugar alcohol are combined in an appropriate combination to give a high level of cleanliness that can be felt satisfactorily when the oral cavity is clean after use. It was found that it can be maintained. That is, in the present invention, (A) a liquid oral composition containing N- (2- (2-pyridinyl) ethyl) -2-isopropyl-5-methylcyclohexanecarboxamide, (B) a nonionic surfactant, (C) Glycerin and / or propylene glycol, and (D) sugar alcohol are blended in specific amounts, respectively, and the mass ratio of (C) / (D) is within a specific range, thereby providing a high refreshing feeling in the oral cavity. It has been found that a liquid composition for oral cavity can be obtained which is excellent in appearance stability and is suppressed even over time.

More specifically, the cooling agent, p-menthane-3-carboxamides, may become more irritating as the dose is increased, and therefore it is necessary to suppress irritation when giving a sufficient refreshing feeling. In addition, there is a difference in solubility depending on the substance, and in particular, the solubility of N- (2- (2-pyridinyl) ethyl) -2-isopropyl-5-methylcyclohexanecarboxamide in water is relatively low. However, in the present invention, when the component (A) is used as p-menthane-3-carboxamide and the components (B), (C) and (D) are combined, (C) / (D) When the ratio is 4.5 or more, the (B) component and the (C) and (D) components interact with the (A) component to improve the effect of imparting a refreshing feeling and Occurrence is suppressed, the appearance of the preparation is stabilized, and both are compatible. Therefore, as shown also in the below-mentioned Example, in this invention, a high refreshing feeling can be given in an intraoral area and the outstanding usability can be provided. In addition, in the present invention, as described above, although the solubility of the component (A) in water is relatively low, the occurrence of the scratch due to the component (A) is a low-temperature and harsh condition as in the freeze restoration test. Even after being stored at the bottom, it is possible to impart excellent appearance stability even with a clear mouthwash.
In the present invention, the component (A) has a special effect only by appropriately combining the components (B), (C) and (D), and the surfactant, polyhydric alcohol and When sugar alcohol is used, the effect of this invention is inferior. As shown in a comparative example described later, when the (C) / (D) ratio is too small, the refreshing feeling in the oral cavity is inferior, and when the (B), (C) or (D) component amount is inappropriate, it is clear. Feeling or freezing / restoring property (appearance stability after conducting a freezing / restoring test in which the material is alternately stored at −20 ° C. and room temperature for 3 days for 3 days) is inferior.

Accordingly, the present invention provides the following liquid oral composition.
[1]
(A) A liquid oral composition containing N- (2- (2-pyridinyl) ethyl) -2-isopropyl-5-methylcyclohexanecarboxamide,
(B) Nonionic surfactant 0.1-1% by mass,
(C) Glycerin and / or propylene glycol 3-20% by mass,
And (D) 0.3-4% by mass of sugar alcohol
And (C) / (D) is 4.5 or more as a mass ratio, The composition for liquid oral cavity characterized by the above-mentioned.
[2]
(B) Nonionic surfactant is polyoxyethylene hydrogenated castor oil whose average addition mole number of ethylene oxide is 60-100 mol, polyglycerin fatty acid ester whose fatty acid carbon number is 10-18, and carbon number of fatty acid Liquid oral cavity composition as described in [1] which is 1 or more types chosen from sucrose fatty acid ester whose is 10-22.
[3]
(D) The liquid oral composition according to [1] or [2], wherein the sugar alcohol is xylitol and / or erythritol.
[4]
(A) Composition for liquid oral cavity in any one of [1]-[3] whose content of a component is 0.00000001-0.01 mass%.
[5]
The liquid oral cavity composition according to any one of [1] to [4], which is a mouthwash, liquid dentifrice, or mouth freshener.

  According to the present invention, it is possible to provide a liquid oral composition containing p-menthane-3-carboxamides that gives a high refreshing feeling in the oral cavity and is excellent in appearance stability because it is suppressed from being scratched over time.

  The present invention will be described in further detail below. The liquid oral composition of the present invention contains (A) N- (2- (2-pyridinyl) ethyl) -2-isopropyl-5-methylcyclohexanecarboxamide as p-menthane-3-carboxamides, and ( B) contains a nonionic surfactant, (C) glycerin and / or propylene glycol, and (D) a sugar alcohol.

(A) N- (2- (2-pyridinyl) ethyl) -2-isopropyl-5-methylcyclohexanecarboxamide is a refreshing agent. Specifically, commercially available products such as those manufactured by Gibodan Japan Co., Ltd. can be used.
The amount of component (A) is preferably 0.00000001 to 0.01% (mass%, the same applies hereinafter), more preferably 0.00000005 to 0.005% of the entire composition. If it is in this range, a sufficient refreshing feeling can be imparted and its own stimulation can be sufficiently suppressed. In addition, sufficient freezing and restoring properties can be obtained.

  (B) The nonionic surfactant is preferably one or more selected from polyoxyethylene hydrogenated castor oil, polyglycerin fatty acid ester and sucrose fatty acid ester, and in particular, from the viewpoint of suppressing irritation. More preferred is ethylene hydrogenated castor oil.

The polyoxyethylene hydrogenated castor oil preferably has an average added mole number (EO) of ethylene oxide of 60 to 100 moles from the viewpoint of usability and solubilization.
From the viewpoint of usability and solubilization, the polyglycerol fatty acid ester preferably has 10 or more, particularly 12 or more, and more preferably 18 or less, particularly 14 or less, of the fatty acid constituting the polyglycerol fatty acid ester. is there.
The sucrose fatty acid ester is preferably 10 or more, particularly 12 or more, more preferably 22 or less, particularly 18 or less, from the viewpoint of usability and solubilization. is there.
A commercial item can be used for such a nonionic surfactant. Specifically, polyoxyethylene hydrogenated castor oil (manufactured by Nippon Emulsion Co., Ltd.), sucrose stearate ester (DK ester SS, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.), polyglyceryl myristate (Sunsoft Q-14Y-) C, manufactured by Taiyo Kagaku Co., Ltd.).

  (B) The compounding quantity of nonionic surfactant is 0.1 to 1% of the whole composition, Preferably it is 0.3 to 0.8%. Within this range, a refreshing feeling imparting effect and freezing / restoring properties are excellent, and a feeling of irritation can be suppressed. If it is less than 0.1%, freeze-recoverability is poor. When it exceeds 1%, a refreshing feeling is lowered.

  (C) Glycerin and / or propylene glycol may be used alone or in combination of two.

  (C) The compounding quantity of a component is 3 to 20% of the whole composition, Preferably it is 5 to 15%. Within this range, the refreshing feeling is not lowered, the feeling of irritation is also suppressed, and a high effect in freeze-restorability is obtained. If it is less than 3%, even if the components (B) and (D) are appropriately blended, the freeze-recoverability is inferior, and the feeling of irritation is not suppressed. If it exceeds 20%, the stickiness due to the component (C) becomes strong and the refreshing feeling is lowered.

(D) The sugar alcohol is preferably xylitol and / or erythritol, and can be used alone or in combination of two.
(D) The compounding quantity of sugar alcohol is 0.3-4% of the whole composition, Preferably it is 1-3%. Within this range, a refreshing feeling is high and a feeling of irritation is also suppressed. Even if the components (B) and (C) are appropriately blended, the refreshing feeling is inferior when the content is less than 0.3%, and the irritation caused by the component (A) is not suppressed, and when the content exceeds 4%, the refreshing feeling is felt. Decreases.

  In this invention, (C) / (D) which shows the mixture ratio of (C) component and (D) component is 4.5 or more as mass ratio. When the (C) / (D) ratio is less than 4.5, the effect of imparting a clean feeling is lowered. The (C) / (D) ratio is preferably 5.0 or more from the viewpoint of stimulus suppression, and the upper limit is not particularly limited, but is preferably 40 or less, and more preferably 15 or less. .

The liquid oral composition of the present invention can further contain a bactericide as an active ingredient.
Examples of the bactericides include cationic bactericides such as cetylpyridinium chloride and benzethonium chloride, and nonionic bactericides such as isopropylmethylphenol. Among them, cationic bactericides, particularly cetylpyridinium chloride is preferable. The blending amount of the bactericide is preferably 0.001 to 0.1%, particularly 0.01 to 0.05% of the whole composition.
Furthermore, as the active ingredient, other known ingredients such as fluorine-containing compounds, anti-inflammatory agents such as tranexamic acid, enzymes such as dextranase, vitamins and the like may be blended as necessary. These active ingredients can be added in an effective amount as long as the effects of the present invention are not hindered.

  The liquid oral cavity composition of the present invention can be prepared and applied as a mouthwash, liquid dentifrice, mouth freshener, etc., and a mouthwash is particularly suitable. Moreover, according to the dosage form, the intended purpose, etc., an appropriate well-known component can be mix | blended as needed other than the said component. Specifically, surfactants other than component (B), wetting agents other than components (C) and (D), thickeners, preservatives, sweeteners, colorants, fragrances, pH adjusters, solvents, etc. Blended. It should be noted that liquid oral compositions, particularly mouthwashes, are usually not blended with non-solubilized solid components such as abrasives and preferably do not contain abrasives.

Surfactants include anionic surfactants such as alkyl sulfates such as sodium lauryl sulfate and sodium myristyl sulfate, N-lauroyl sarcosinate, lauroyl methyl taurine, acyl amino acid salts, sodium dodecylbenzenesulfonate, α-sulfo. Examples include fatty acid alkyl ester sodium and alkyl phosphate ester salts. Examples of the amphoteric surfactant include betaine acetate type such as alkyldimethylaminoacetic acid betaine and imidazoline type such as N-fatty acid acyl-N-carboxymethyl-N-hydroxyethylethylenediamine salt.
The blending amount of the surfactant other than the component (B) is preferably 0 to 0.2%, particularly preferably 0.01 to 0.1%.
In addition, in the liquid oral cavity composition of the present invention, particularly the mouthwash, it is not necessary to add a surfactant in addition to the component (B), and among them, anionic surfactants, especially alkyl sulfates such as sodium lauryl sulfate. However, it is preferable not to add it because it affects the feeling of use due to the generation of foam residue, but when it is added, it is preferably 0.1% or less, particularly preferably 0.05% or less.

  As the wetting agent, since the components (C) and (D) also act as a wetting agent, it may not be blended in addition to these, but ethylene glycol, polyethylene glycol, etc. may be blended if necessary. . When these wetting agents are blended, the blending amount is 5% or less, particularly 3% or less, and may be 0%.

  Examples of the thickener include xanthan gum, carrageenan, hydroxyethyl cellulose, sodium alginate, polyvinyl alcohol, carboxymethyl cellulose and the like (the amount is usually 0 to 1%).

Examples of the preservative include paraoxybenzoic acid ester, benzoic acid or a sodium salt thereof.
Examples of sweeteners include saccharin sodium and stevioside.
Examples of the colorant include highly safe water-soluble dyes such as Blue No. 1, Green No. 3, Yellow No. 4, and Red No. 105.

Natural flavors such as peppermint oil, spearmint oil, eucalyptus oil, wintergreen oil, clove oil, thyme oil, sage oil, cardamom oil, rosemary oil, marjoram oil, lemon oil, nutmeg oil, lavender oil, paracres oil, etc. Essential oil, and l-menthol, l-carvone, cinnamic aldehyde, orange oil, anethole, 1,8-cineole, methyl salicylate, eugenol, thymol, linalool, limonene, menthone, menthyl acetate, citral, camphor, borneol, pinene, Perfume ingredients contained in the above natural essential oils such as spiranthol, ethyl acetate, ethyl butyrate, isoamyl acetate, hexanal, hexenal, methyl anthranilate, ethyl methyl phenyl glycidate Benzaldehyde, vanillin, ethyl vanillin, furaneol, maltol, ethyl maltol, gamma / delta decalactone, gamma / deltown decalactone, N-ethyl-p-menthane-3-carboxamide, menthyl lactate, ethylene glycol 1-menthyl carbonate Perfume ingredients such as apple, banana, strawberry, blueberry, melon, peach, pineapple, grape, muscat, wine, cherry, squash, coffee, brandy, yogurt 1 type, or 2 or more types of blended flavors such as the above can be used in the range of 0.00001 to 3% in the composition of the present invention as long as the effects of the present invention are not hindered.
In addition, the fragrance | flavor containing (A) component can be used within the range of the said compounding quantity of (A) component.

  The blending amount of menthol as a fragrance is preferably 0.001 to 0.15%, particularly 0.005 to 0.10%, but may be 0% without blending. According to this invention, even if there is little compounding quantity of menthol, a high refreshing feeling can be provided and an effect is excellent.

  In addition, it is preferable that the liquid oral composition of this invention adjusts pH in 25 degreeC to 5.5-8.0, As a pH adjuster of this vicinity, sodium dihydrogen phosphate and sodium monohydrogen phosphate, Alternatively, a combination of citric acid and sodium citrate can be added.

  As the solvent, purified water is generally used. Moreover, you may mix | blend lower monohydric alcohols, such as ethanol, and when adding ethanol especially, it is preferable that the addition amount is 30% or less of the whole composition, especially 4-20%. The addition of a lower monohydric alcohol is suitable for imparting a refreshing feeling, but when the content exceeds 30%, the irritation becomes strong and the feeling of use may be lowered. A preparation containing substantially no lower monohydric alcohol, particularly ethanol (the ethanol content is 0.2% or less of the entire composition) is suitable as a hypoallergenic preparation. In this invention, even if it is a liquid oral composition which does not contain such ethanol substantially, the effect of this invention is excellent.

  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]
Using the raw materials shown below and a fragrance composition having the composition shown in Table 1, liquid oral compositions (mouthwashes) having the compositions shown in Tables 2 to 4 were prepared by a conventional method, and these were used as samples. Evaluation was made by the method shown below. The results are shown in the table.

Details of the raw materials used are shown below.
(A) N- (2- (2-pyridinyl) ethyl) -2-isopropyl-5-methylcyclohexanecarboxamide; Evacourt, (B) polyoxyethylene (100) hydrogenated castor oil manufactured by Dibodan Japan
E. O. 100, manufactured by Nippon Emulsion Co., Ltd. (B) polyoxyethylene (60) hydrogenated castor oil;
E. O. 60, Japan Emulsion Co., Ltd. (B) polyglycerin fatty acid ester;
Sunsoft Q-14Y-C (polyglyceryl myristate), Taiyo Kagaku Co., Ltd. (B) sucrose fatty acid ester;
DK ester SS (sucrose stearate), Daiichi Kogyo Seiyaku Co., Ltd. (C) glycerin; Sakamoto Yakuhin Kogyo Co., Ltd. (C) propylene glycol; Asahi Glass Co., Ltd. (D) xylitol; Rocket Japan ( (D) Erythritol manufactured by Mitsubishi Chemical Foods, Inc.

(1) Evaluation method of refreshing feeling After 20ml of sample is rinsed for 20 seconds, the refreshing feeling immediately after use is judged in 4 stages according to the following rating criteria, the average score of 10 people is calculated, and the following evaluation criteria are calculated. evaluated.
Score criteria 4 points: High refreshing feeling 3 points: Refreshing feeling 2 points: Not refreshing feeling 1 point: No feeling refreshed at all Evaluation criteria ◎: 3.5 points or more ○: 3.0 points or more 3 Less than 5 points x: Less than 3.0 points

(2) Evaluation method of feeling of irritation (no irritation) 20 mL sample is rinsed in the mouth, rinsed for 20 seconds, and the absence of irritation while using the mouthwash is judged in 4 stages according to the following rating criteria, and the average score of 10 people Calculated and evaluated according to the following evaluation criteria.
Evaluation criteria 4 points: I do not feel stimulation 3 points: I hardly feel stimulation 2 points: I feel stimulation 1 point: I feel stimulation very much Evaluation criteria ◎: 3.5 points or more and 4.0 points or less ○: 3.0 Points to less than 3.5 points ×: less than 3.0 points

(3) Evaluation method of freeze-restoration property Each sample was filled in 450 mL of a PET (polyethylene terephthalate) container having a full injection amount of 500 mL. Next, a cycle in which these were stored in a -20 ° C constant temperature bath for 2 days and then stored at room temperature for 1 day was repeated three times. Thereafter, the formulation appearance of the sample at room temperature was evaluated according to the following evaluation criteria in comparison with the initial product (immediately after preparation before storage, appearance is clear).
Evaluation criteria A: There is no difference from the initial product, and no scratch is observed.
○: Slightly negligible.
X: Nigori is recognized.

Claims (5)

(A) A liquid oral composition containing N- (2- (2-pyridinyl) ethyl) -2-isopropyl-5-methylcyclohexanecarboxamide,
(B) Nonionic surfactant 0.1-1% by mass,
(C) Glycerin and / or propylene glycol 3-20% by mass,
And (D) 0.3-4% by mass of sugar alcohol
And (C) / (D) is 4.5 or more as a mass ratio, The composition for liquid oral cavity characterized by the above-mentioned.   (B) Nonionic surfactant is polyoxyethylene hydrogenated castor oil whose average addition mole number of ethylene oxide is 60-100 mol, polyglycerin fatty acid ester whose fatty acid carbon number is 10-18, and carbon number of fatty acid The composition for liquid oral cavity according to claim 1, wherein the composition is one or more selected from sucrose fatty acid esters of which 10-22.   The liquid oral composition according to claim 1 or 2, wherein the sugar alcohol is xylitol and / or erythritol.   (A) Content of a component is 0.00000001-0.01 mass%, The composition for liquid oral cavity of any one of Claims 1-3.   The composition for liquid oral cavity according to any one of claims 1 to 4, which is a mouthwash, a liquid dentifrice or a mouth freshener.