WO2011055708A1

WO2011055708A1 - Isopropyl methyl phenol-containing liquid composition for oral cavity

Info

Publication number: WO2011055708A1
Application number: PCT/JP2010/069429
Authority: WO
Inventors: 敬二石黒; 隆平山; 岳樹池西
Original assignee: ライオン株式会社
Priority date: 2009-11-06
Filing date: 2010-11-01
Publication date: 2011-05-12
Also published as: CN102573770B; JP2011098919A; JP5573111B2; CN102573770A; HK1171942A1

Abstract

Disclosed is a liquid composition for the oral cavity which contains isopropyl methyl phenol. The isopropyl methyl phenol-containing liquid composition for the oral cavity is contains (A) a nonionic surfactant, (B) a wetting agent selected from among glycerin, propylene glycol, polyethylene glycols and sorbitol, (C) 1-menthol, (D) a para-hydroxybenzoate and (E) a fragrance material selected from among 3-octanol, 3-octyl acetate, 3-octanone and fenchone. The total amount of component (B) contained in the composition is 5-20% by mass of the total mass of the composition, and substantially no ethanol is contained in the composition. The composition exhibits high penetration and high bactericidal effect on periodontal disease-causing biofilms, is free from the unpleasant taste caused by isopropyl methyl phenol, and has excellent feeling of use and good appearance stability.

Description

Isopropylmethylphenol-containing liquid oral composition

The present invention exerts a high osmotic bactericidal effect on periodontopathic biofilms, has no odor derived from isopropylmethylphenol, has a good refreshing feeling, low irritation, no stickiness in the oral cavity, and good The present invention relates to an isopropylmethylphenol-containing liquid oral composition that has a good feeling of use and has no turbidity or crystal precipitation over time during low-temperature storage and is excellent in stability over time.

Isopropylmethylphenol is a nonionic bactericidal agent that is attracting attention as a bactericidal preparation with a high penetration bactericidal effect on periodontopathic biofilms. So far, various oral compositions using isopropylmethylphenol have been proposed (Patent Document 1: JP-A-62-204010, Patent Document 2: JP-A-1-305021, Patent Document) 3: Japanese Patent Laid-Open No. 7-48237, Patent Document 4: Japanese Patent Laid-Open No. 10-330230).
However, the composition containing isopropylmethylphenol has a disadvantage that the feeling of use is remarkably impaired because it has a peculiar taste, and improvement of this point has been demanded.

To solve this problem, for example, a technique for reducing the taste of antibacterial components by blending a specific acyl sarcosine salt in combination with phenoxyethanol at a specific blending ratio (Patent Document 5: Japanese Patent Laid-Open No. 2007-161613), l -A technique for reducing off-flavors and off-flavors by blending menthol and sodium chloride at a specific mass ratio with respect to isopropylmethylphenol (Patent Document 6: JP-A-2008-143825) has been proposed. However, when many acyl sarcosine salts are blended, oral mucosal irritation, which is considered to be derived from the acyl sarcosine salt, occurs, and when sodium chloride is blended, the flavor type may be limited depending on the salty taste. A new problem occurred and it was difficult to say that it was satisfactory.

There is also a method of reducing taste by masking with a sweetener such as saccharin. However, in this case, the taste of the sweetener is emphasized too much, and it cannot be said that the taste is not necessarily suppressed. Therefore, a new technique for reducing the tasting taste derived from isopropylmethylphenol has been demanded.

In general, liquid oral compositions contain l-menthol as a main component of a fragrance for the purpose of imparting a refreshing sensation, but such a composition is not sufficient to eliminate the unpleasant taste derived from isopropylmethylphenol.
In addition, when the content of the surfactant is decreased to ensure the bactericidal power of isopropylmethylphenol, and the ethanol content is decreased to reduce the stimulation of ethanol, l-menthol crystals are precipitated during low-temperature storage, There was a problem that the appearance stability of the composition was significantly impaired. In addition, in a composition containing a cationic fungicide and l-menthol, and having a low ethanol content, it is patented that, when methyl paraoxybenzoate and ethyl paraoxybenzoate are used in combination, crystal precipitation of l-menthol can be prevented. This is proposed in Document 7 (Japanese Patent Laid-Open No. 2007-31394).

On the other hand, isopropylmethylphenol is an oil-soluble compound and hardly dissolves in water as it is, so it is solubilized by blending various surfactants and solvents such as ethanol. Above all, surfactants inactivate the active sites of the bactericides, so if the amount is increased, sufficient bactericidal power cannot be expressed, and the amount of surfactant is reduced to improve bactericidal power. There is a problem that the liquid becomes clouded with time at low and high temperatures, and the appearance stability of the composition is impaired.

In addition, the blending of ethanol used as a solubilizing solvent for oil-soluble compounds causes a tingling sensation when using oral compositions, so in recent years the spread of non-alcohol-type mouthwashes that do not contain ethanol Has progressed. However, liquid oral compositions containing no ionic disinfectant without ethanol are less solubilized than when ethanol is added, and this ensures the appearance stability over time when stored at low temperatures. It becomes difficult.

In order to make up isopropylmethylphenol so as to compensate for the lowering of solubilizing power due to low concentrations of surfactants and not containing ethanol, the incorporation of a wetting agent is also effective in solubilizing oil-soluble compounds. However, when the wetting agent is blended at a high concentration, there is a problem that the feeling of use becomes worse due to the bitterness of the wetting agent itself and the stickiness after use.
In addition, it is effective for the stability of the phenolic fungicide that the water content in the preparation is 40% or less (see Patent Document 8: JP-A-11-322554), and the water content is the amount of the polyols. It has been proposed that blending by adjusting to less than half is effective in preventing a decrease in the residual ratio of the water-insoluble active ingredient over time (see Patent Document 9: JP-A-2001-199854), These technologies are still not enough.

In order to solve this problem and solubilize isopropylmethylphenol, a combination of a wetting agent, a low-concentration nonionic surfactant and an anionic surfactant makes it sticky even in a system not containing ethanol. A technique for ensuring the stability and bactericidal power of isopropylmethylphenol while reducing the amount of caustic wetting agent has been proposed (see Patent Document 10: International Publication No. 2007/148551 pamphlet). However, the above-described technique has not solved the problem of tasting taste derived from isopropylmethylphenol.

Thus, in the composition for liquid oral cavity containing isopropylmethylphenol, while exhibiting a high osmotic and bactericidal effect on periodontopathic biofilms due to isopropylmethylphenol, it suppresses the tasting taste derived from isopropylmethylphenol and However, the conventional technology does not satisfy all of these characteristics.
Therefore, in the isopropylmethylphenol-containing liquid oral composition, the above-mentioned various problems are solved, and the high osmotic bactericidal effect on periodontopathic biofilms by isopropylmethylphenol is exhibited, and a good feeling without taste is good. Development of a liquid oral composition having both high storage stability with time is desired.

In Example 17 of Patent Document 11 (Japanese Patent Application Laid-Open No. 2007-106728), isopropylmethylphenol without ethanol was added, polyoxyethylene hydrogenated castor oil as a nonionic surfactant, glycerin, propylene glycol, menthol, and methylparaben. In Example 22 of Patent Document 10, a combination of isopropylmethylphenol without ethanol and polyoxyethylene hydrogenated castor oil, glycerin, propylene glycol, polyethylene glycol, menthol, and methylparaben as a nonionic surfactant is described. Yes. However, the problem of taste taste derived from isopropylmethylphenol remains unsolved by these techniques.

JP-A-62-24010 JP-A-1-305021 JP 7-48237 A JP 10-330230 A JP 2007-161613 A JP 2008-143825 A Japanese Patent Laid-Open No. 2007-31394 Japanese Patent Laid-Open No. 11-322554 JP 2001-199854 A International Publication No. 2007/148551 Pamphlet JP 2007-106728 A

The present invention has been made in view of the above circumstances, exhibits a high penetrating and bactericidal effect on periodontopathic biofilms, has no odor derived from isopropylmethylphenol, has excellent usability, and is stable in appearance at low temperatures. An object of the present invention is to provide an isopropylmethylphenol-containing liquid oral composition containing no ethanol.

As a result of intensive studies to achieve the above object, the present inventors have found that a liquid oral composition containing isopropylmethylphenol as a bactericidal component, a nonionic surfactant, glycerin, propylene glycol, polyethylene glycol 1 or 2 or more kinds of wetting agents selected from sorbitol, 5 to 20% by mass of the total composition, 1-menthol and p-hydroxybenzoate, and 3-octanol and 3-octyl By blending one or more perfume ingredients selected from acetate, 3-octanone, and Fencon, with a composition that does not substantially contain ethanol, a high penetrating and bactericidal effect on periodontopathic biofilms is exhibited. It has a low feeling of taste derived from isopropylmethylphenol, has an excellent feeling of use, and is low Found that even excellent appearance stability during storage.

According to the present invention, the liquid oral composition containing isopropylmethylphenol solves the various problems described above by blending the specific components in combination. Excellent bactericidal power against oral bacteria such as periodontal disease bacteria in biofilms is exhibited, taste detriment derived from isopropylmethylphenol is suppressed, and refreshing feeling during use is good, due to ethanol etc. There is no irritation or stickiness in the oral cavity, it is an excellent feeling of use, and it is possible to prevent turbidity over time due to insolubilization of isopropylmethylphenol during low-temperature storage and crystallization of l-menthol. Excellent appearance stability without crystal precipitation is obtained, and all these characteristics can be obtained.

In addition, since the fragrance | flavor component of the said component (E) has characteristic fragrance | flavor, and is used for trace amounts of some compound flavors, such as cheese, since it is unpleasant fragrance itself, it is for liquid oral cavity The use of the composition as a fragrance has been limited. The present inventors have surprisingly found that when the specific fragrance of the above component (E) is used in combination with isopropylmethylphenol in a liquid oral composition, it is surprisingly possible to sufficiently suppress the odor derived from isopropylmethylphenol. It was.

Furthermore, in the present invention, by blending (F) anisaldehyde with the liquid oral composition containing the above components (A) to (E), the peculiar tastes derived from isopropylmethylphenol can be further reduced, and the usability Can be further improved.

Accordingly, the present invention provides the following liquid oral composition.
Claim 1:
In the liquid oral cavity composition containing isopropylmethylphenol,
(A) a nonionic surfactant,
(B) one or more wetting agents selected from glycerin, propylene glycol, polyethylene glycol, and sorbitol,
(C) l-menthol,
(D) paraoxybenzoic acid ester,
(E) One or more perfume ingredients selected from 3-octanol, 3-octyl acetate, 3-octanone, and Fencon are blended, and the total content of component (B) is 5 to 20% by mass of the total composition An isopropylmethylphenol-containing liquid oral composition characterized by being substantially free of ethanol.
Claim 2:
(A) a nonionic surfactant comprising polyoxyethylene hydrogenated castor oil having an average addition mole number of ethylene oxide of 40 to 100 moles and an alkyl group having 16 to 18 carbon atoms and an average addition mole number of ethylene oxide of 10 to 10 The liquid oral composition according to claim 1, wherein the composition is one or more selected from 40 moles of polyoxyethylene alkyl ether.
Claim 3:
The liquid oral composition of Claim 1 or 2 which mix | blended glycerin and propylene glycol, glycerin and polyethylene glycol, or glycerin, propylene glycol, and polyethylene glycol as a component (B).
Claim 4:
The composition for liquid oral cavity according to claim 1, 2 or 3, wherein the ethanol content in the composition is 100 ppm or less.
Claim 5:
Component (A) is 0.1 to 1.0 mass%, Component (C) is 0.01 to 0.3 mass%, Component (D) is 0.01 to 0.3 mass%, and Component (E) is The liquid oral composition according to any one of claims 1 to 4, which is contained in an amount of 0.001 to 0.1% by mass.
Claim 6:
The liquid oral composition according to any one of claims 1 to 5, wherein the amount of water in the composition is 70% by mass or more.
Claim 7:
The liquid oral composition according to any one of claims 1 to 6, further comprising (F) anisaldehyde.
Claim 8:
The liquid oral composition according to claim 5, comprising 0.0001 to 0.1% by mass of component (F).

The liquid oral composition of the present invention exhibits a high penetrating and bactericidal effect on periodontopathic biofilms, has a reduced taste of isopropylmethylphenol, has a good refreshing feeling during use, and is sticky in the oral cavity It has no feeling or irritation, has excellent usability, and has excellent appearance stability when stored at low temperatures, and is useful for the prevention or suppression of oral diseases such as periodontal disease.

Hereinafter, the present invention will be described in more detail. The liquid oral composition of the present invention contains isopropylmethylphenol as a bactericidal component, and (A) a nonionic surfactant, (B) glycerin, propylene glycol, polyethylene glycol. A total of 5 to 20% by weight of a wetting agent selected from sorbitol, (C) 1-menthol, (D) paraoxybenzoate, and (E) 3-octanol, 3-octyl acetate, 3- It contains a fragrance component selected from octanone and foncon, and is substantially free of ethanol.

The isopropylmethylphenol used in the present invention is 4-isopropyl-3-methylphenol, and commercially available products such as those sold by Osaka Kasei Co., Ltd. can be used.

The blending amount of isopropylmethylphenol is 0.01 to 0.2% by mass based on the total composition because the osmotic sterilization effect of periodontopathic biofilm is exhibited and isopropylmethylphenol itself has a strong taste. In particular, it is preferably 0.02 to 0.1% by mass, and if the blending amount is less than 0.01% by mass, the biofilm may not be sterilized and may exceed 0.2% by mass. And cloudiness, appearance stability may be impaired, and unpleasant taste may not be resolved.

The component (A) nonionic surfactant used in the present invention has an average added mole number of ethylene oxide of 40 from the viewpoint of solubilizing power of isopropylmethylphenol, penetrating bactericidal power against periodontal pathogenic biofilm, and taste. Polyoxyethylene alkyl having about 100 to 100 moles, especially 60 to 100 moles of polyoxyethylene hydrogenated castor oil and an alkyl group having 16 to 18 carbon atoms and an average addition mole number of ethylene oxide of 10 to 40 moles, particularly 20 to 40 moles One or more selected from ethers are preferred. Among these, polyoxyethylene hydrogenated castor oil having an average addition mole number of ethylene oxide of 60 to 100 moles and carbon number of alkyl group in terms of penetrating bactericidal power against periodontal pathogenic biofilm and solubilization of isopropylmethylphenol. Is preferably 18 to 18 and an average addition mole number of ethylene oxide of 20 to 40 mol is preferably used.
If the average added mole number of ethylene oxide of polyoxyethylene hydrogenated castor oil is less than 40 moles, precipitation may occur during low-temperature storage, and those exceeding 100 moles are generally not commercially available.
When the average addition mole number of ethylene oxide of polyoxyethylene alkyl ether is less than 10 moles, precipitation may occur during low temperature storage as described above, and those exceeding 40 moles are generally not commercially available. Moreover, in the said polyoxyethylene alkyl ether, when carbon number of an alkyl group is less than 16, bitterness and irritation | stimulation are strong, and the thing exceeding 18 may be inferior to the external appearance stability in low temperature or high temperature.

The total amount of component (A) is preferably from 0.1 to 1.0% by mass of the total composition, more preferably from the viewpoint of osmotic sterilization power to periodontopathic biofilm and solubilization of isopropylmethylphenol. 0.3 to 0.7% by mass. If the blending amount is less than 0.1% by mass, it may become turbid at low temperatures and it may be difficult to maintain the appearance stability, and if it exceeds 1.0% by mass, the sterilizing power may be inferior.

The wetting agent of component (B) is at least one selected from glycerin, propylene glycol, polyethylene glycol, and sorbitol.

Here, the polyethylene glycol preferably has an average molecular weight of 190 to 630. The average molecular weight refers to the average molecular weight described in the Cosmetic Raw Material Standard (2nd edition comment), and is an average measured by reacting with phthalic anhydride in pyridine to form a phthalic acid ester and titrating with sodium hydroxide. Molecular weight.
Examples of polyethylene glycol having an average molecular weight of 190 to 630 include polyethylene glycol 200 (average molecular weight 190 to 210), polyethylene glycol 300 (average molecular weight 280 to 320), polyethylene glycol 400 (average molecular weight 380 to 420), polyethylene glycol 600 (average molecular weight). 570-630), which can be used preferably. Depending on the product, for example, polyethylene glycol # 200, there may be a # between polyethylene glycol and the numerical value.

Furthermore, although component (B) can be used alone or in combination of two or more, it is preferable to use two or more from the viewpoint of taste at the time of use, and from the viewpoint of appearance stability such as turbidity at low temperature, 3 It is more preferable to use more than one species. As a combination of two types, a combination of glycerin and propylene glycol and glycerin and polyethylene glycol # 400 is preferable, and as a combination of three types, a combination of glycerin, propylene glycol and polyethylene glycol # 400 is preferable.

The total amount of component (B) is 5 to 20% by mass of the whole composition, and is preferably 8 to 15% by mass in terms of appearance stability at low and high temperatures and usability of the composition. When the blending amount is less than 5% by mass, it is difficult to maintain the appearance stability at low temperature, and white turbidity occurs. It is damaged, and usability and usability are impaired.

As l-menthol of component (C), l-menthol may be used as it is, but essential oils such as peppermint oil and Japanese mint oil containing 1-menthol and plant extracts may be used. May be used in combination.
The blending amount of 1-menthol is preferably 0.01 to 0.3% by mass, particularly 0.05 to 0.2% by mass, from the viewpoint of ensuring a refreshing feeling. If the blending amount is less than 0.01% by mass, it may be difficult to satisfactorily ensure a refreshing feeling or taste may not be satisfactorily improved. If it exceeds 0.3% by mass, l-menthol at low temperature May not be prevented, or it may become cloudy at low temperatures and appearance stability may be impaired.

As component (D) paraoxybenzoic acid ester, what is generally blended in an oral composition can be used. Specifically, alkyl esters having 1 to 4 carbon atoms in the alkyl group, such as methyl ester, ethyl ester, propyl ester, and butyl ester of paraoxybenzoic acid, can be used.
The blending amount of the paraoxybenzoic acid ester is preferably 0.01 to 0.3% by mass, particularly 0.05 to 0.2% by mass, based on the whole composition, from the viewpoint of preventing the precipitation of 1-menthol during low temperature storage. If the blending amount is less than 0.01% by mass, precipitation of l-menthol during low-temperature storage may not be prevented or it may become cloudy. If it exceeds 0.3% by mass, the bitterness cannot be suppressed, and paraoxybenzoate The bitterness derived from an acid ester becomes strong and may be inferior in usability.

Component (E) is a fragrance component effective for masking tastes derived from isopropylmethylphenol, and one or more fragrance components selected from 3-octanol, 3-octyl acetate, 3-octanone, and Fencon. It is.
When combining two or more of the above fragrance components, a combination of 3-octanol and 3-octyl acetate and / or foncon is preferred.
Even if octanol is used, 1-octanol, which is a general fragrance for liquid oral compositions, is not suitable as a fragrance component according to the present invention because it cannot satisfactorily mask hate derived from isopropylmethylphenol. .

Commercially available products can be used as the component (E). For example, 3-octanol is a product of Shiono Koryo Co., Ltd., 3-octyl acetate and 3-octanone are products of Inoue Kako Co., Ltd. You can use products from Eiko Co., Ltd.

The total amount of component (E) is not particularly limited, but is 0.0001 to 0.1% by mass, particularly 0.0005 to 0.05% by mass, especially 0.001 to 0.02%, based on the total amount of the composition. The mass% is desirable. If the blending amount is less than 0.0001% by mass, the taste due to isopropylmethylphenol cannot be masked, and the feeling of use may be inferior. If it exceeds 0.1% by mass, the flavor of the fragrance component itself is too strong. May occur.

Furthermore, in this invention, it is preferable to mix | blend anisaldehyde as a component (F), and the masking effect with respect to an odor taste derived from isopropylmethylphenol is improved by adding anisaldehyde in addition to the fragrance | flavor component of a component (E). And a better flavor.

As anisaldehyde, commercially available products such as products of Taiyo Perfume Co., Ltd. can be used. The blending amount is preferably 0.0001 to 0.1% by mass, particularly 0.001 to 0.02% by mass, based on the total amount of the composition. If the blending amount is less than 0.0001% by mass, the masking effect due to isopropylmethylphenol may not be sufficiently enhanced, and if it exceeds 0.1% by mass, anisaldehyde itself as in the case of component (B). The flavor may be so strong that it may cause an unpleasant taste.

(F) When anisaldehyde is blended, the total blending amount of component (E) and component (F) is 0.0002-0. It is desirable that the content be 15% by mass, particularly 0.002 to 0.03% by mass. If the total blending amount is less than 0.0002% by mass, the masking effect of unpleasant taste may not be sufficiently improved, and if it exceeds 0.15% by mass, the flavors of the components (E) and (F) themselves are too strong. May cause disgusting.
As the combination of component (E) and component (F), a combination of 3-octanol and anisaldehyde is particularly preferable, and thereby an especially excellent masking effect is exhibited against the tasting taste derived from isopropylmethylphenol. The

In the composition of the present invention, a solvent such as purified water is blended. From the viewpoint of usability and taste as a liquid oral composition, the amount of water is 70% by mass or more of the total amount of the composition, and further the feeling of use. From this point, the content is preferably 75% by mass or more. The upper limit value of the water content can be set to an amount that makes the total of the above components (A) to (F) and the lower limit compounding amount of isopropylmethylphenol 100% by mass, that is, 94.8698% by mass.

The liquid oral composition of the present invention is substantially free of ethanol, and when ethanol is blended, irritation occurs, taste cannot be satisfactorily suppressed, and the feeling of use cannot be improved. Here, “substantially free of ethanol” means that the amount of ethanol in the composition is preferably 100 ppm or less, more preferably 50 ppm or less, particularly preferably 10 ppm or less, based on the total composition. The value is 0 ppm. The liquid oral composition of the present invention contains no ethanol. However, since the raw material-derived ethanol may be contained in a small amount in the fragrance compounded in the composition, these reasons are taken into consideration. In addition to ethanol contained in trace amounts in perfume and the like, it does not contain ethanol.

The composition for liquid oral cavity of the present invention can be prepared and applied as a mouthwash, liquid toothpaste, etc., and as a method of application, a method of brushing with a toothbrush or the like after mouthwash may be adopted as necessary. .
In the liquid oral cavity composition of the present invention, in addition to the above components, an optional component appropriate for the dosage form can be blended as necessary within a range not impeding the effects of the present invention. For example, thickeners, binders, pH adjusters, preservatives, sweeteners, fragrances, surfactants, active ingredients, colorants and the like other than the above components can be contained.

As the thickener, sugar alcohols such as butylene glycol, ethylene glycol, xylit, maltite, lactit, and other polyhydric alcohols other than the above-described component (B) can be used as long as the effects of the present invention are not impaired. In this case, the range of 0.1 to 10% is preferable.

Binders include cellulose binders such as sodium carboxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methyl cellulose, hydroxymethyl ethyl cellulose, methyl cellulose, xanthan gum, carrageenan, guar gum, sodium alginate, cationized cellulose, montmorillonite, gelatin , Sodium polyacrylate and the like can be mentioned, and these can be used alone or in combination of two or more. The amount of the binder is usually 0.001 to 0.5% by mass with respect to the total amount of the composition.

Examples of pH adjusters include phthalic acid, phosphoric acid, citric acid, succinic acid, acetic acid, fumaric acid, malic acid and carbonic acid and their potassium, sodium and ammonium salts, ribonucleic acid and its salts, and sodium hydroxide. Or a combination of phosphoric acid, citric acid and their sodium salts is particularly preferred.
In particular, the liquid oral composition of the present invention preferably adjusts the pH at 25 ° C. to 5.5 to 7.5. As a pH adjuster in the vicinity thereof, sodium dihydrogen phosphate and sodium monohydrogen phosphate are used. Alternatively, it is preferable to use a combination of citric acid and sodium citrate.

As preservatives, benzoates such as sodium benzoate, alkyldiaminoethylglycine hydrochloride, potassium sorbate and the like can be contained.

In addition, examples of sweeteners include saccharin sodium, aspartame, stevioside, stevia extract, paramethoxycinnamic aldehyde, neohesperidyl dihydrochalcone, and perilartin.

In addition to component (E), further component (F), other fragrances such as eucalyptus oil, winter green oil, cassia oil, clove oil, thyme oil, sage oil, basil oil, cardamom oil, coriander oil, Spearmint oil, orange oil, lemon oil, mandarin oil, lime oil, grapefruit oil, coconut oil, sweetie oil, lavender oil, rosemary oil, laurel oil, camomile oil, caraway oil, marjoram oil, celery oil, bay oil, Origanum oil, pine needle oil, neroli oil, lemongrass oil, rose oil, jasmine oil, patchouli oil, Iris concrete, rose absolute, orange flower absolute, vanilla absolute, mango absolute, patchoulia absolute, ginger oleoresin, pepper pepper Natural fragrances such as oresin, capsicum oleoresin, pepper extract, and processing of these natural fragrances (front reservoir cut, rear reservoir cut, fractional distillation, liquid-liquid extraction, essence, powder fragrance, etc.) Fragrances and limonene, pinene, butanol, isoamyl alcohol, n-hexenol, cis-3-hexenol, cis-6-nonenol, linalool, α-terpineol, benzyl alcohol, phenylethyl alcohol, anethole, thymol, methylchavicol Eugenol, carvone, menthone, pulegone, 1,8-cineole, yonon, caron, n-hexanal, trans-2-hexenal, citral, cinnamaldehyde, benzaldehyde, ethyl acetate, ethyl butyrate, isoamyl acetate, hex Silacetate, ethyl 2-methylbutyrate, allylhexanoate, allylcyclohexanepropionate, linalyl acetate, menthyl acetate, menthyl lactate, carbyl acetate, phenoxyethyl isobutyrate, methyl jasmonate, methyl salicylate, ethyl salicylate , Methyl cinnamate, methyl anthranilate, phenyl ethyl glycidate, ethyl lactate, vanillin, maltol, gamma and delta lactones having 4 to 12 carbon atoms, ambretlide, dimethyl sulfide, trimethylpyrazine, ethyl β-methylthiopropionate , Furaneol, ethylcyclopentenolone, cycloten, 2-methylbutyric acid, propionic acid, p-methoxycinnamic aldehyde, -Single flavors such as l-menthoxypropane-1,2-diol, menthone glycerin acetal, spiranthol, monomenthyl succinate, linalool oxide, vanillyl butyl ether, isopulegol, strawberry flavor, apple flavor, melon flavor, banana flavor , Flavors such as peach flavor, raspberry flavor, pineapple flavor, grape flavor, tropical fruit flavor, mango flavor, ume flavor, orange flavor, lemon flavor, grapefruit flavor, tea flavor, butter flavor, milk flavor, and ethyl alcohol, Fragrance solvent such as propylene glycol, triacetin, glycerin fatty acid ester, etc. Known perfume materials used in the composition can be used in combination. The blending amount of these fragrance materials is not particularly limited, but it is preferable to use 0.000001 to 1% by mass in the composition. Further, as the flavoring fragrance using the fragrance material, it is preferable to use 0.1 to 2.0% by mass in the composition.

As the surfactant, in addition to the nonionic surfactant as the component (A), other surfactants usually used for oral compositions may be blended. For example, as an anionic surfactant, sodium alkylsulfate such as sodium lauryl sulfate and sodium myristyl sulfate, acyl sarcosine salts such as sodium lauroyl sarcosine sodium and myristoyl sarcosine sodium, sodium dodecylbenzenesulfonate, sodium hydrogenated coconut fatty acid monoglyceride monosulfate, Examples thereof include N-acyl glutamate such as sodium lauryl sulfoacetate and sodium N-palmitoyl glutamate, sodium N-methyl-N-acyl taurate, sodium N-methyl-N-acylalanine, sodium α-olefin sulfonate and the like. As the amphoteric surfactant, lauryldimethylaminoacetic acid betaine, N-coconut oil fatty acid acyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, and the like are used, but are not limited thereto.
When a surfactant other than the above component (A) is blended, the blending amount is preferably 0.01 to 5% by mass of the entire composition, and can be used within a range not impeding the effects of the present invention.

As various active ingredients, in addition to isopropylmethylphenol, other active ingredients such as fluorine compounds such as sodium fluoride, sodium monofluorophosphate and tin fluoride, enzymes such as dextranase and mutanase, and normal phosphate Water-soluble phosphate compounds such as potassium salt and sodium salt, tranexamic acid, epsilon-aminocaproic acid, allantoinchlorohydroxyaluminum, hinokitiol, lauroyl sarcosine sodium, ascorbic acid, dl-tocopherol acetate, dihydrocholesterol, α-bisabolol, chlorhexidine salts, Azulene, glycyrrhetin, glycyrrhetinic acid, copper chlorophyllin sodium, chlorophyll, chelating phosphate compounds such as glycerophosphate, copper compounds such as copper gluconate, Aluminum acid, strontium chloride, potassium nitrate, berberine, hydroxamic acid and its derivatives, sodium tripolyphosphate, zeolite, methoxyethylene, maleic anhydride copolymer, polyvinylpyrrolidone, epidihydrocholesterin, cetylpyridinium chloride, benzethonium chloride, dihydrocholesterol, Examples thereof include extracts such as trichlorocarbanilide, zinc citrate, sugar beet extract, buckwheat extract, chamomile, clove, rosemary, ougon, safflower. In addition, the compounding quantity of another active ingredient can be made into an effective quantity in the range which does not prevent the effect of this invention.

As the colorant, water-soluble pigments such as Blue No. 1, Green No. 3, Yellow No. 4 (FD & C, Yellow No. 5 (19140), Red No. 105, Red No. 106 and the like can be added.

PET (polyethylene terephthalate), glass, polypropylene, and polyethylene can be used as the container for storing the liquid oral cavity composition of the present invention. However, the use of PET and glass is preferred in terms of suppressing adsorption of nonionic fungicides and fragrances. preferable.

Hereinafter, the present invention will be described in more detail based on experimental examples, examples, and comparative examples, but the present invention is not limited to these examples. In the following, “%” means “% by mass” unless otherwise specified.

For preparation of these liquid oral compositions, isopropylmethylphenol (manufactured by Osaka Kasei Co., Ltd.), polyoxyethylene (60) hydrogenated castor oil (manufactured by Nikko Chemicals), polyoxyethylene (30) cetyl ether (Nihon Emulsion Co., Ltd.) ), Glycerin (85% by mass, manufactured by Sakamoto Yakuhin Kogyo Co., Ltd.), propylene glycol (manufactured by Asahi Glass Co., Ltd.), polyethylene glycol # 400 (manufactured by Lion Chemical Co., Ltd.), sorbitol (manufactured by Towa Kasei Kogyo Co., Ltd.), l-menthol (takasago fragrance) Kogyo Kogyo Co., Ltd.), methyl paraben (methyl paraoxybenzoate, Ueno Pharmaceutical Co., Ltd.), 3-octanol (Shiono Fragrance Co., Ltd.), 3-octyl acetate and 3-octanone (Inoue Fragrance Co., Ltd.) ), Anisaldehyde (manufactured by Taiyo Inc.), 1-octanol (manufactured by Takasago International Inc.), kue Acid (Fuso Chemical Co., Ltd.), sodium citrate (Fuso Chemical Co., Ltd.) was used sodium saccharin (manufactured Aisan Chemical Industry Co., Ltd.). Ethanol (manufactured by Nippon Alcohol Sales Co., Ltd.) was used for the comparative example. In the table, POE represents polyoxyethylene, PEG represents polyethylene glycol, and% shown below means mass% unless otherwise specified. About the component whose form is aqueous solution, all showed the compounding quantity of pure part conversion also including the table | surface.
As fragrances, fragrance compositions A to I having the compositions shown in Tables 8 and 9 were prepared and blended.

[Experimental Example 1]
Liquid oral compositions having the compositions shown in Tables 1 to 7 were prepared by a conventional method, and the penetration sterilizing effect on the model biofilm was evaluated by the following method. The results are shown in Tables 1-7.
In Examples 1 to 41 in Tables 1 to 3 and Examples 42 to 84 in Tables 5 to 7, similar results were obtained even when the fragrance composition A was replaced with any of the fragrance compositions B to I. It was.

Evaluation method of model biofilm bactericidal effect:
Streptococcus mutans, actino in trypticase soy broth treated with human unstimulated saliva filtered through a 0.45 μm filter for 4 hours with a hydroxyapatite (HA) plate having a diameter of 7 mm and added with hemin and menadione. Cultivated by Actinomyces naeslundii, Bayonella parvula, Fusobacterium nucleatum, and Porphyromonas genivaris on Porphyromonas spp. A model biofilm was formed. Once a day after culturing for two weeks, artificial saliva (50 mmol / L KCl + 1 mmol / L KH ₂ PO ₄ +1 mmol / L CaCl ₂ +0.1 mmol / L MgCl ₂ (pH 7.0) is added to the liquid oral composition shown in the table below. )) Was added twice as much and dispersed, and the centrifuged supernatant was used as a test drug solution. The model biofilm was immersed in the solution for 3 minutes and further cultured for 3 days. At the end of the culture, the model biofilm was taken out, dispersed, and cultured on an agar plate to determine the number of viable bacteria of each bacterial species in the model biofilm. Although the number of viable bacteria may fluctuate somewhat depending on the culture conditions, when artificial saliva is used instead of the test drug, it is about 8.5 log cfu (colony forming units / HA plate), less than 6.0 log cfu / HA plate In this case, it was judged that the biofilm sterilizing power was high.

Evaluation criteria for model biofilm sterilization effect ◎: Less than 5.0 log cfu / HA plate ○: More than 5.0 log cfu / HA plate to 6.0 log cfu / HA
Less than plate Δ: 6.0 log cfu / HA plate or more to 7.0 log cfu / HA
Less than board x: 7.0 log cfu / HA board or more

[Experimental example 2]
The liquid oral compositions having the compositions shown in Tables 1 to 7 were evaluated for appearance stability and crystal precipitation by the following methods. The results are shown in Tables 1-7.
Appearance stability, crystal precipitation:
Samples shown in Tables 1 to 7 were filled with 450 mL of a 450 mL filled PET container, and appearance stability after 3 months storage in a -5 ° C. constant temperature bath and crystal precipitation were visually determined according to the following criteria.

Appearance stability evaluation standard A : No change is observed compared to the initial product.
○: A slight amount of orientation is recognized, but there is no problem.
Δ: Slight turbidity is observed.
X: Considerable cloudiness or precipitate is observed.

Crystal Precipitation Evaluation Criteria A : There is no difference from the initial product, and no crystal deposition is observed.
○: A very small amount of precipitate is observed.
(Triangle | delta): A trace amount acicular crystal | crystallization is recognized.
X: Precipitation of acicular crystals is observed.

[Experimental Example 3]
For the liquid oral compositions having the compositions shown in Tables 1 to 7, the following feelings of use and taste were evaluated by the following methods. The results are shown in Tables 1-7.

(1) Feeling of use The sample containing 20 mL shown in Tables 1 to 7 is included in the mouth, rinsed for 30 seconds, and then evaluated for the coolness immediately after the mouthwash, no irritation, and no stickiness. The average score of 10 persons for each evaluation is shown in the table with ◎, ○, Δ, × according to the following criteria.

Refreshing feeling after mouthwash 4: A refreshing feeling was recognized.
3: A slight refreshing feeling was recognized.
2: A refreshing feeling was slightly recognized.
1: A refreshing feeling was not recognized.

No irritation after mouthwash 4: No irritation was observed.
3: Almost no irritation was observed.
2: Slight irritation was observed.
1: Stimulation was observed.

No stickiness after mouthwash 4: Stickiness was not recognized.
3: A sticky feeling was hardly recognized.
2: A slightly sticky feeling was recognized.
1: A sticky feeling was recognized.

Usability evaluation criteria ◎: Average point 4.0 points ○: Average point 3.0 points or more and less than 4.0 points Δ: Average point 2.0 points or more and less than 3.0 points ×: Average point 1.0 points or more 2 Less than 0 points

(2) Lack of taste A sensory test was conducted using 10 expert panelists. A 20 mL sample shown in Tables 1-7 was included in the mouth, rinsed for 30 seconds, and evaluated for the unpleasant taste felt during use according to the following rating. An average value of the evaluation results of 10 persons was obtained, and a liquid oral composition having no taste was determined if the evaluation of ◎ and ○ was ensured according to the following criteria.
(Score)
4 points: no disgusting 3 points: little disgusting 2 points: slightly disgusting 1 point: disgusting (evaluation criteria)
◎: 3.7 points to 4.0 points ◎ to ○: 3.3 points to less than 3.7 points ○: 3.0 points to less than 3.3 points △: 2.0 points to 3 points Less than 0 point x: Less than 2.0 point

The fragrance composition is as shown in Tables 8 and 9. The following fragrance composition does not contain 3-octanol, 3-octyl acetate, 3-octanone, Fencon, anisaldehyde, or l-menthol. Furthermore, paraoxybenzoic acid esters are not included.

Claims

In the liquid oral cavity composition containing isopropylmethylphenol,
(A) a nonionic surfactant,
(B) one or more wetting agents selected from glycerin, propylene glycol, polyethylene glycol, and sorbitol,
(C) l-menthol,
(D) paraoxybenzoic acid ester,
(E) One or more perfume ingredients selected from 3-octanol, 3-octyl acetate, 3-octanone, and Fencon are blended, and the total content of component (B) is 5 to 20% by mass of the total composition An isopropylmethylphenol-containing liquid oral composition characterized by being substantially free of ethanol.
(A) a nonionic surfactant comprising polyoxyethylene hydrogenated castor oil having an average addition mole number of ethylene oxide of 40 to 100 moles and an alkyl group having 16 to 18 carbon atoms and an average addition mole number of ethylene oxide of 10 to 10 The liquid oral composition according to claim 1, wherein the composition is one or more selected from 40 moles of polyoxyethylene alkyl ether.
The liquid oral composition according to claim 1 or 2, wherein glycerin and propylene glycol, glycerin and polyethylene glycol, or glycerin, propylene glycol, and polyethylene glycol are combined as component (B).
The composition for liquid oral cavity according to claim 1, 2 or 3, wherein the ethanol content in the composition is 100 ppm or less.
Component (A) is 0.1 to 1.0 mass%, Component (C) is 0.01 to 0.3 mass%, Component (D) is 0.01 to 0.3 mass%, and Component (E) is The liquid oral composition according to any one of claims 1 to 4, which is contained in an amount of 0.001 to 0.1% by mass.
The liquid oral composition according to any one of claims 1 to 5, wherein the water content in the composition is 70% by mass or more.
The liquid oral composition according to any one of claims 1 to 6, further comprising (F) anisaldehyde.
The liquid oral composition according to claim 5, comprising 0.0001 to 0.1% by mass of component (F).