KR101790809B1 - Liquid oral composition and method for producing same - Google Patents

Abstract

A liquid oral composition of the non-ethanol type which is excellent in appearance stability, has a mild and refreshing feeling in the oral cavity, and maintains a good feeling of coolness and staying feeling, and a method for producing the composition. (A) a liquid oral composition which is substantially free of ethanol. (B) an emulsion having an average particle size of 50 to 500 nm and composed of decaglycerol mono fatty acid ester, glyceryl trioleate, glycerin and water, (C) L-menthol, ( D) 3- (L-menthoxy) propane-1,2-diol, (E) glycerin, propylene glycol and polyethylene glycol having an average molecular weight of 190 to 630. Wherein the component (B) is added after the components (A), (C), (D) and (E) are mixed.

Description

TECHNICAL FIELD [0001] The present invention relates to a liquid oral composition,

The present invention relates to a non-ethanol type emulsion type liquid oral composition which is excellent in appearance stability and which has good feeling in the oral cavity and maintains a good cooling sensation and retention feelings, ≪ / RTI >

In the liquid oral composition, usually, ethanol is blended in order to give a refreshing feeling to the user. However, since ethanol may accompany stimulation in the oral cavity, a non-ethanol preparation substantially containing no ethanol is developed and marketed for users who do not like the stimulation of ethanol and the like.

However, the non-ethanol preparation lags behind the fact that it has a feeling of fresh feeling, that is, no feeling of stickiness, as compared with an ethanol blended preparation because of a mild feeling, and is also inferior to an actual sensation of feeling, that is,

In view of an exhilarating sensation, although it can be given by blending components such as L-menthol, it is difficult to say that the compounding effect in the non-ethanol-based preparation is sufficient, and the persistence of the refreshing feeling after use is insufficient. Further, there is a problem in that L-menthol exhibits a negative feeling of use such as stimulation of menthol origin due to the increase in the amount of L-menthol.

In view of continuing effect sensation, a technique has been proposed in which the effect is improved by blending a specific emulsion with a liquid oral composition containing ethanol (Patent Document 1; Japanese Patent Application Laid-Open No. 2005-179231). However, this technique is of an ethanol blend formulation, and in the non-ethanol formulation, there is a problem that the blend of emulsions tends to give rise to a tacky feeling derived from the emulsion and a marked feeling of tackiness, resulting in impaired usability. In addition, when an emulsion is blended with a non-ethanol preparation, the emulsion tends to collapse, making it difficult to maintain good appearance stability of the formulation.

Patent Document 2 (Japanese Patent Application Laid-Open No. 2000-290151) discloses an oral liquid composition of a non-alcohol type or a low alcohol type in which a specific tastant and a cold sensitizer are combined, Has at least a strong refreshing sensation. However, it is difficult to say that this technique is sufficient to improve the menthol stimulation. Patent Document 2 does not disclose the formulation of emulsions, and from these techniques, it is unexpected that the appearance stability and feeling of use of emulsion formulations can be improved.

Thus, there is a demand for a composition for liquid oral cavity which can keep good appearance stability in a non-ethanol preparation and maintain a mild, refreshing feeling with good feeling of refreshing feeling and staying feeling without feeling tacky feeling.

Patent Document 1: Japanese Patent Application Laid-Open No. 2005-179231 Patent Document 2: Japanese Patent Application Laid-Open No. 2000-290151 Patent Document 3: International Publication No. 07/148551 pamphlet

The present invention has been made in view of the above circumstances, and it is an object of the present invention to provide a non-ethanol type liquid having excellent appearance stability and having a mild, refreshing feeling without feeling sticky during use in oral cavity, It is an object of the present invention to provide an oral composition and a method for producing the same.

The inventors of the present invention, as a result of a study of thermal studies, have found that a liquid oral composition substantially containing no ethanol contains a polyoxyethylene hardened castor oil as a component (A) By mixing an emulsion having a particle diameter of 50 to 500 nm and a polyhydric alcohol as a component (E), and combining the component (C), L-menthol and the component (D), in combination, , A non-ethanol type emulsion type liquid oral composition which has no feeling of stickiness when used in the oral cavity, has a mild and refreshing feeling, and retains a refreshing sensation or feeling of staying in the mouth after use, can be obtained. Further, it has been found that the addition of the component (F) described later together with the components (C) and (D) can suppress the stimulation sensation of menthol and further improve the durability of the cooling sensation.

(A), (C) to (E), and more preferably (F) are added to a liquid oral composition substantially containing no ethanol, and then the emulsion The present inventors have found that the emulsified liquid oral composition can be prepared.

According to the present invention, in the liquid oral composition of the non-ethanol type, good appearance stability is maintained even when stored at a high temperature or a low temperature, and even when the emulsion is mixed, there is almost no disagreeable taste The feeling is relieved, and it has a feeling of mild and refreshing feeling. Moreover, after use, the sensation of refreshing is continued, and the feeling of staying in the mouth can be satisfied.

The Applicant has found that a technique which is compatible with biofilm sterilizing power and appearance stability is a technique in which a liquid oral composition containing isopropylmethylphenol is mixed with a specific anionic surfactant and a polyoxyethylene hydrogenated castor oil or polyoxyethylene alkyl ether A non-ionic surfactant and a wetting agent are mixed together and a water content of 70% by mass or more and ethanol-free is proposed (Patent Document 3: International Publication No. 07/148551).

The Applicant has also found that in a liquid oral composition containing isopropylmethylphenol and substantially no ethanol, the polyoxyethylene hardened castor oil having an average addition mole number of ethylene oxide of from 40 to 100 moles, decaglycerol mono fatty acid An emulsion having an average particle size of 50 to 500 nm and composed of an ester, a fatty acid glyceryl trihydrate, glycerin and water (water), and a polyhydric alcohol selected from glycerin, propylene glycol and polyethylene glycol having an average molecular weight of 190 to 630 The composition is proposed in PCT / JP2010 / 70070. In this technique, the emulsion is stabilized, the residual rate of isopropylmethylphenol in the oral cavity is high, the sterilizing power of the periodontal pathogenic biofilm can be compatible with the external stability at high temperature preservation and low temperature preservation. However, There is room.

The Applicant has further studied about a liquid oral composition of the non-ethanol type in which the above-mentioned emulsion is blended, and it is a technical object of the present invention to provide a liquid oral composition containing the above-mentioned emulsion in which the emulsion has a sticky feeling, , And L-menthol and 3- (L-menthoxy) propane-1,2-diol are combined, and the fragrance component (F), which will be described later, is used in combination, And came to accomplish the present invention.

In the composition of the present invention, a specific polyoxyethylene hardened castor oil as a solubilizing agent and an emulsion having a specific average particle diameter composed of a pregelatinized decaglycerol mono fatty acid ester, a tri fatty acid glyceryl, glycerin, and water as an emulsifier are used in combination, The ratio of the total amount of the nonionic surfactant in the two components to the oil component contained in the emulsion is appropriately adjusted and the specific polyhydric alcohol is appropriately compounded so that the emulsion Can be compounded in a stable state. In the present invention, the addition of the above-mentioned emulsion causes the emulsion to remain stable even if stored for 3 months at a high temperature or a low temperature. As a result, the emulsion becomes unstable, the color tone of the preparation is discolored, It is presumed that the oily components are not separated and the liquid is not separated, the external stability of the preparation is excellent, and the feeling of staying in the oral cavity of the preparation is also improved. In addition, in the present invention, it is not necessary to formulate ethanol with more surfactant and it is not necessary to add more surfactant. Therefore, a hypoallergenic agent can be used at the time of use, for example, at the time of washing.

In addition, in the present invention, it is important to blend a specific emulsion with a specific polyoxyethylene hardened castor oil and a polyhydric alcohol in an appropriate combination, particularly in improving the appearance stability of the preparation and the feeling of staying in the mouth. The present invention can not attain the object of the present invention even if it lacks any of the above essential requirements.

Accordingly, the present invention provides a liquid oral composition as described below.

Claim 1:

In a liquid oral composition that is substantially free of ethanol,

(A) polyoxyethylene hydrogenated castor oil having an average addition mole number of ethylene oxide of 40 to 100 moles,

(B) an emulsion having an average particle size of 50 to 500 nm and composed of (B-1) decaglycerol mono fatty acid ester, (B-2) trioleate glyceryl, (B-3) glycerin,

(C) L-menthol,

(D) 3- (L-menthoxy) propane-1,2-diol,

(E) at least one polyhydric alcohol selected from glycerin, propylene glycol, and polyethylene glycol having an average molecular weight of 190 to 630

Or a salt thereof.

Claim 2:

Wherein the mass ratio of {(total amount of the component (A) and the decaglycerol mono fatty acid ester (B-1)} / {(B-2) tris fatty acid glyceryl content} is 0.77 to 1.87, The composition for liquid oral cavity according to claim 1, wherein the amount is from 5 to 15 mass%.

Claim 3:

The liquid according to claim 1 or 2, wherein the total amount of the polyoxyethylene hardened castor oil as the component (A) and the decaglycerol mono fatty acid ester as the component (B-1) is 0.18 to 0.49 mass% Oral composition.

[Claim 4]

The composition according to any one of claims 1 to 3, wherein the number of carbon atoms in the fatty acid of the decaglycerol mono fatty acid ester as the component (B-1) is from 12 to 16 and the number of carbon atoms in the fatty acid of the triglyceride glyceryl as the component (B-2) ≪ / RTI >

Claim 5:

The liquid oral composition according to any one of claims 1 to 4, wherein the ethanol content in the composition is 100 ppm or less.

[Claim 6]

The composition according to any one of claims 1 to 5, wherein (F) at least one selected from the group consisting of violet extract,? -Dermecenone, benzyl alcohol,? -Terpineol, methyl jasmonate, ≪ / RTI >

Claim 7:

The liquid oral composition according to claim 6, wherein 0.001 to 500 ppm of the component (F) is blended.

Claim 8

A method for producing a liquid oral composition substantially free of ethanol,

(A) polyoxyethylene hydrogenated castor oil having an average addition mole number of ethylene oxide of 40 to 100 moles,

(C) L-menthol,

(D) 3- (L-mentoxy) propane-1,2-diol, and

(E) glycerin, propylene glycol, and at least one polyhydric alcohol selected from polyethylene glycols having an average molecular weight of 190 to 630, (B) decaglycerol mono fatty acid ester, (B-2) (B-3) glycerin, and water and an emulsion having an average particle diameter of 50 to 500 nm is added to the liquid oral composition.

Claim 9:

The method according to claim 8, wherein the ethanol content in the composition is 100 ppm or less.

Claim 10:

(A), (C) to (E), and (F) a combination of (V) violet extract,? -Dermecenone, benzyl alcohol,? -Terpineol, methyl jasmonate, And the emulsion (B) is added to the emulsion.

According to the present invention, an emulsion type liquid oral composition can be obtained in a non-ethanol type which is excellent in external appearance stability, has a mild, refreshing feeling of use without feeling tacky during use in the oral cavity, .

Hereinafter, the present invention will be described in more detail. The present invention relates to a liquid oral composition substantially free of ethanol, comprising the following components (A) to (E), more preferably the following component (F).

(A) polyoxyethylene hydrogenated castor oil having an average addition mole number of ethylene oxide of 40 to 100 moles

(B) an emulsion having an average particle diameter of 50 to 500 nm consisting of (B-1) decaglycerol mono fatty acid ester, (B-2) tri fatty acid glyceryl, (B-3) glycerin,

(C) L-menthol

(D) 3- (L-Mentoxy) propane-1,2-diol

(E) at least one polyhydric alcohol selected from glycerin, propylene glycol, and polyethylene glycol having an average molecular weight of 190 to 630

(F) at least one selected from the group consisting of violet extract,? -Dermecenone, benzyl alcohol,? -Terpineol, methyl jasmonate, anise oil,

The polyoxyethylene hardened castor oil as the component (A) has an average addition mole number of ethylene oxide of 40 to 100 mol, preferably 60 to 100 mol. When the average molar number of addition is less than 40 moles, it is inferior to the appearance stability, and those exceeding 100 moles are not generally commercially available.

The blending amount of the component (A) is preferably 0.15 to 0.40% (mass%, the same applies hereinafter), particularly 0.20 to 0.30% of the entire composition from the viewpoints of appearance stability and durability of a cooling sensation. If the blending amount is less than 0.15%, the appearance stability may be inferior. When the blending amount is more than 0.40%, the continuity of the cooling feeling may be impaired.

The emulsion as the component (B) is an emulsion having an average particle diameter of 50 to 500 nm and composed of (B-1) decaglycerol mono fatty acid ester, (B-2) triol fatty acid glyceryl, (B-3) glycerin, An emulsion can be prepared by using glyceryl trihydrate, water component and glycerin, and using nonionic surfactant decaglycerol mono fatty acid ester.

That is, the emulsion is prepared by dispersing (B-2) tri-fatty acid glyceryl as an oil component in the presence of (B-1) decaglycerol mono fatty acid ester, Wherein the oil droplet particles of the O / W type emulsion are dispersed in a composition for liquid oral cavity, and the dispersion medium is an oil-in-water emulsion of 50 to 500 nm, And is present as an O / W type emulsion in a liquid oral composition.

In the above emulsion, the decaglycerol mono fatty acid ester preferably has 12 to 16 carbon atoms in the fatty acid, and examples thereof include decyl glyceryl monostearate, decaglyceryl monolaurate and the like.

The blending amount of the decaglycerol mono-fatty acid ester can be usually 5 to 15% in the emulsion. If the amount is less than 5%, the oily component is separated, and if it exceeds 15%, gelation may occur.

The triglyceride glyceryl in the emulsion is preferably one having a carbon chain length of 6 to 12, and examples thereof include glyceryl tricarboxylate, glyceryl tricaprate, glyceryl triacrylate (capryl · capric acid), etc. And one kind or two or more kinds thereof are used.

The blending amount of the triglyceride glyceryl can be usually 40 to 60% in the emulsion. When the amount is less than 40%, the emulsion can not be formed. When the amount exceeds 60%, the oil component is separated and the appearance stability may be impaired.

The amount of glycerin in the emulsion can be 1 to 30%, especially 10 to 20%. If it is less than 1%, the uniform dissolution of the surfactant becomes troublesome, and if it exceeds 30%, the oily component may be separated.

The average particle diameter of the emulsion is 50 to 500 nm, preferably 100 to 300 nm. If the average particle diameter is out of the above range, the appearance stability can not be satisfactorily improved. The average particle diameter of the emulsion is measured by the method described in the following examples.

The form of the emulsion is of the O / W type, and a known method can be adopted as a method for preparing the emulsion. For example, a predetermined amount of decaglycerin mono fatty acid ester, glycerin, and half of water are stirred in a homomixer, and then trioleic acid glyceryl is added to form an emulsion, and finally, the remaining water is added to prepare . Thereafter, a method of controlling the average particle size of the prepared emulsion by using a high-pressure homogenizer can be preferably employed. The desired oral composition can be obtained by adding a predetermined amount of the thus-prepared emulsion to the liquid oral composition.

As such emulsions, commercially available products such as NET-TE-50 available from Nikko Chemicals Co., Ltd. can be used.

The blending amount of the emulsion as the component (B) is preferably from 0.3 to 0.9%, particularly preferably from 0.4 to 0.7%, from the viewpoints of appearance stability, feeling of staying feeling, durability of refreshing feeling, and no feeling of stickiness. When the blending amount is less than 0.3%, the color tone of the composition is discolored (transparent) at high temperature preservation, and the appearance stability is impaired. In addition, sufficient feeling of staying feeling may not be obtained. If it exceeds 0.9%, there may be a case in which the durability of the cooling feeling, the absence of the sticky feeling, and the appearance stability are impaired.

In the composition of the present invention, the total amount of the polyoxyethylene hardened castor oil as the nonionic surfactant component (A) and the decaglycerol mono fatty acid ester (B-1) contained in the component (B) (B-2) tris fatty acid glyceryl content, that is, the ratio of {(A) component to (B-1) decaglycerol mono fatty acid ester} / { Is preferably in the range of 0.77 to 1.87, particularly preferably in the range of 1.00 to 1.20, so that the appearance stability can be further improved. When the above ratio is less than 0.77, the emulsion breaks down at low temperature (freezing) storage, and the oil is separated to deteriorate the appearance stability. When the ratio is more than 1.87, the color tone is discolored at high temperature storage and the appearance stability is deteriorated have.

The total amount of the polyoxyethylene hardened castor oil as the component (A) and the decaglycerol mono fatty acid ester (B-1) in the component (B) is 0.18 to 0.49%, particularly 0.2 to 0.37% By setting the total amount in the above range, it is possible to further improve the appearance stability and the durability of the cooling feeling. If the blending amount is less than 0.18%, the oil may be separated and deteriorated in appearance stability at low temperature (freezing) storage. When the blending amount is more than 0.49%, there is a case that the sustainability of the cooling feeling is deteriorated.

(C) is L-menthol (CAS NO. (CAS registration number) 2216-51-5). By combining L-menthol in combination with component (D), the durability of the cooling sensation and the lack of stickiness of the preparation Can be improved.

Commercially available L-menthol can be used, and for example, menthol JP (trade name) manufactured by Takasago Flavor Industry Co., Ltd. and the like can be used. As the L-menthol, an essential oil containing L-menthol, for example, essential oils such as peppermint oil (manufactured by Takasago Perfumery Industry Co., Ltd.) or peppermint oil (manufactured by Dong Yang Pesticide Industries Co., Ltd.) have. Use of an essential oil containing L-menthol and L-menthol is more preferable because it gives a refreshing feeling and can reduce the bitter taste (bitterness).

The amount of (C) L-menthol to be blended is preferably 0.001 to 1%, particularly 0.02 to 0.3%, more preferably 0.05 to 0.2%, of the whole composition from the viewpoints of persistency of refreshing feeling, no feeling of stickiness and no irritation of menthol . If the amount is less than 0.001%, there is a case that a sufficient refreshing sensation is not maintained or no sticky feeling is obtained. On the other hand, if it exceeds 1%, bitter taste and irritation of menthol become strong, which is not preferable in use.

In the present invention, by combining 3- (L-menthoxy) propane-1,2-diol as the component (D) with the component (C), a refreshing feeling after use can be improved during use, The absence of the sticky feel of the formulation can also be improved.

As the 3- (L-menthoxy) propane-1,2-diol, a commercial product can be used. For example, a cooling agent CA10 (trade name) manufactured by Takasago Perfumery Industry Co., Ltd. can be used.

The amount of the component (D) is preferably 0.0001 to 1%, particularly 0.001 to 0.2%, and more preferably 0.005 to 0.1%, of the total composition from the viewpoint of persistency of refreshing feeling, no feeling of stickiness, and no irritation of menthol. If it is less than 0.0001%, there is a case in which the persistence of the refreshing sensation and the absence of the stickiness are impaired. When the content exceeds 1%, stimulation and bitter taste of the menthol are produced, which is not preferable in use.

As the polyhydric alcohol as the component (E), those selected from glycerin, propylene glycol, and polyethylene glycol having an average molecular weight of 190 to 630 are used singly or in combination of two or more.

The above-described average molecular weight represents the average molecular weight of the quasi-drug raw material standard 2006, which is an average molecular weight measured by titration with phthalic acid ester by reacting with phthalic anhydride in pyridine and titrating with sodium hydroxide.

Examples of the 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 290 to 310), polyethylene glycol 400 (average molecular weight 390 to 410), polyethylene glycol 600 (590 to 610) Respectively. Depending on the product, there may be a # between the polyethylene glycol and the numerical value, such as polyethylene glycol # 200.

The blended species (blend species) of the component (E) is preferably used in the form of two or more, and more preferably three or more, in terms of appearance stability and further stimulation at the time of use. As a combination of two kinds, glycerin and polyethylene glycol 400, and a combination of three kinds, glycerin, propylene glycol and polyethylene glycol 400 are preferable.

The total amount of the component (E) is preferably from 5 to 15% of the entire composition, particularly from 6 to 13% from the viewpoint of appearance stability and no sticky feeling, in view of the appearance stability and lack of feeling of stickiness. When the blending amount is less than 5%, it may be difficult to maintain the appearance stability. When the blending amount is more than 15%, the color tone may be faded and the appearance stability may be deteriorated or a sticky feeling may be produced.

As the component (E), polyethylene glycol having a glycerin content of at least 0.5%, a propylene glycol content of at least 1%, and an average molecular weight of 190 to 630 is preferably contained in an amount of at least 1% of the entire composition.

In the present invention, the component (F) is preferably blended together with the components (C) and (D), and the stimulation of menthol can be suppressed by adding the component (F) Can be improved.

(F) component is selected from the group consisting of violet extract,? -Dermecenone (CAS No. 23726-93-4), benzyl alcohol (CAS No. 100-51-6),? -Terpineol (CAS No. 98-55 -5), methyl jasmonate (CAS No. 39924-52-2), anise oil, and fenel oil. Among them, the violet extract, [beta] -dermecenone is particularly suitable in terms of no stimulation of menthol or persistency of refreshing sensation.

Details of the component (F) are shown below.

(i) Violet extract

Examples of the violet extract include oil obtained by distilling violet flower concrete, violet flower absortro, or violet flower absortro, violet leaf concrete, violet leaf absortro, or oil obtained by distilling violet leaf absortro , But it is particularly suitable among violet extracts for violet leaf absolu.

Commercially available products can be used as the violet extract. For example, Violet Leaf Absolute manufactured by Charabot V. MANE FILS Spice Co., Ltd. can be used.

Here, the extract is obtained by extracting a plant with an organic solvent such as water and / or ethanol, and generally, extract, oleoresin, resinoid, concrete, and extract are equivalent to the extract and they can be used.

Concretely, the extract may be obtained by extracting the raw or dried plant as it is or using the pulverized plant powder as a raw material under a usual condition by a known extraction method. The extraction solvent is not particularly limited as long as it is used as an extraction solvent for plants, and examples thereof include water, hexane, carbon dioxide, monohydric alcohol, polyhydric alcohol, and mixtures thereof. Specific examples of the solvent include water, lower monohydric alcohols such as methanol, ethanol and isopropanol, polyhydric alcohols such as ethylene glycol, polyethylene glycol, propylene glycol, polypropylene glycol and 1,3-butylene glycol. These may be used singly or in combination of two or more.

As the violet extract, it is possible to use the solvent extract directly in the form of a solution, but it is general to use an ascol root in which the solvent is distilled off and concentrated to an appropriate concentration. In addition, they may be used in the form of powders obtained by lyophilization or the like, followed by drying and removal of the solvent, or they may be used as they are, or may be added with an excipient or the like. A powdery phase such as a lyophilized product may be used after being redissolved in a solvent and adjusted to an appropriate concentration.

(Ii)? -Dermecenone (CAS No. 23726-93-4)

Specifically, a commercially available? -Dermacenone (manufactured by Soda Flavors) can be used.

(Iii) benzyl alcohol (CAS No. 100-51-6)

Specifically, a commercially available benzyl alcohol (manufactured by Soda Flavor) can be used.

(Iv) alpha-terpineol CAS NO. 98-55-5)

Specifically, commercially available α-terpineol (manufactured by Takasago Flavor Industry Co., Ltd.) and the like can be used.

(v) methyl jasmonate (CAS No. 39924-52-2)

Examples of methyl myristate include methyl myristate, methyl methyl myristate, methyl methyl myristate, methyl methyl myristate, methyl methyl myristate, methyl methyl myristate, methyl myristate and methyl myristate. Since it improves stimulation or refreshing sensation persistence, methyl epihalonate is more suitable.

Specifically, a commercially available product, such as episazonate methyl (manufactured by Soda Flavors) can be used.

(Vi) Anise oil (oil)

In the case of anise, an essential oil obtained from Pimpinella anisum of Cedar and Magnolia and Illicium verum may be used. For example, an essential oil obtained by steam distillation of the aniseed ripe fruit can be used.

Commercially available products can be used for the anise root, for example, V. manneth spice < RTI ID = 0.0 > Ltd. < / RTI >

(Ⅶ) Fennel oil (oil)

The fennel oil may be an essential oil obtained from a fennel (Foeniculum var. Vulgare), for example, an essential oil obtained by steam distillation of ripe fruit.

For the fenel euro, a commercially available product can be used, and for example, Fenner oil of Payan Bertrand S. A. can be used.

The term refining refers to oil obtained by steam distillation from plants such as whole plants or flowers, fruits, leaves, stems, roots, seeds and the like, and the total amount of the distillates or the pre- And / or the oil after removing the wake portion may be used.

When the component (F) is blended, the blending amount thereof is preferably from 0.001 to 500 ppm, particularly from 0.01 to 100 ppm, more preferably from 0.01 to 10 ppm, from the viewpoint of the absence of irritation of the menthol and the persistence of the refreshing sensation. If the content is less than 0.001 ppm, stimulation of menthol can not be sufficiently inhibited, and the sensation of refreshing may not be maintained sufficiently. If the content exceeds 500 ppm, the persistency of sensation of refreshment may be impaired.

The liquid oral composition of the present invention is substantially free of ethanol. Here, the phrase " substantially contains no 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, and the lower limit is 0 ppm . In addition, the liquid oral composition of the present invention contains no ethanol but may contain a small amount of ethanol derived from the raw material in the flavor to be incorporated into the composition. Therefore, in consideration of these reasons, It does not contain ethanol in addition to ethanol.

The liquid oral composition of the present invention can be prepared and applied as a cleanser, a liquid skirt, and the like, and in addition to the above components, other appropriate known ingredients may be blended in accordance with the formulation so long as the effect of the present invention is not hindered . For example, a surfactant other than the surfactant in the solvent, the wetting agent other than the polyhydric alcohol as the component (E), the thickening agent, the component (A) and the component (B), and the pH adjuster, preservative, sweetener, C), (D) and (F), an effective ingredient, a coloring agent and the like.

Examples of the humectant include sugar alcohols such as sorbitol, xylitol, maltitol, and raccutito, and ethylene glycol. When these wetting agents are blended, the blending amount of the component (E) is preferably in the range of 5 to 15%.

As the thickening agent, xanthan gum, sodium alginate, polyvinyl alcohol and the like may be contained in an amount not to impair the effect of the present invention (the blending amount is usually 0 to 5%).

As the pH adjusting agent, one or more of phthalic acid, phosphoric acid, citric acid, succinic acid, acetic acid, fumaric acid, malic acid and carbonic acid and their potassium salts, sodium salts and ammonium salts, ribonucleic acid and salts thereof, And in particular, a combination of phosphoric acid, citric acid and their sodium salt is preferable. Particularly, the liquid oral composition of the present invention is preferably adjusted to pH 5.5 to 7.5 at 25 ° C, and as the pH adjuster in the vicinity thereof, sodium dihydrogenphosphate and sodium dihydrogenphosphate, or a combination of citric acid and sodium citrate Is preferably used.

As the solvent, purified water is usually used, and the blending amount is usually 60% or more.

Examples of the preservative may include paraoxybenzoic acid esters such as sodium benzoate, methylparaben, ethylparaben, propylparaben and butylparaben, alkyldiaminoethylglycine hydrochloride, potassium sorbate and the like.

As the sweetening agent, saccharin sodium, stevioside, sucralose, reduced palatinose, erythritol and the like may be contained.

Examples of the perfume include natural essential oils such as spearmint oil, eucalyptus oil, water green oil, clove oil, time oil, sage oil, cardamom oil, rosemary oil, marzam oil, lemon oil, nutmeg oil, lavender oil, And the compounds represented by the general formulas (I) and (II) as L-carboxy, 1,8-cineol, methyl salicylate, The perfume ingredient contained in the natural essential oil and the perfume ingredient contained in the natural essential oil can also be selected from the group consisting of ethyl acetate, ethyl butyrate, isoamyl acetate, hexanol, hexenal, methyl anthranilate, ethyl methylphenyl glycidate, benzaldehyde, vanillin, ethyl vanillin, , Perfume ingredients such as ethyl maltol, gamma / delta decalactone, gamma / delta undecalactone, N-ethyl-p-menthane-3-carboxamide, mentyllactate, ethylene glycol-L-mentyl carbonate, Some fragrance ingredients or natural essential oil One or a combination of flavors such as apple, banana, strawberry, blueberry, melon, peach, pineapple, grape, muscat, wine, cherry, squash, coffee, brandy, yoghurt, Two or more of them may be used in an amount of 0.00001 to 3% in the composition so long as the effect of the present invention is not hindered.

Examples of the surfactants other than the nonionic surfactants contained in the components (A) and (B) include alkylsulfates (for example, sodium lauryl sulfate, potassium lauryl sulfate, myristyl sodium sulfate, Alkali metal salts of alkyl sulfates having an alkyl group of 12 to 16 such as potassium sulfate), alkali metal salts of N-acyl amino acids having 12 to 16 carbon atoms in the acyl group, lauroyl methyl taurine, acyl amino acid salts, sodium dodecylbenzenesulfonate, - anionic surfactants such as sulfo fatty acid alkyl ester, sodium salt and alkylphosphate ester salt, betaine type positive surfactants such as alkyldimethylaminoacetic acid betaine and fatty acid amidepropyldimethylaminoacetic acid betaine, N-fatty acid acyl-N- An imidazoline-type amphoteric surfactant such as carboxymethyl-N-hydroxyethylethylenediamine salt, an amino acid-type surface active agent such as N-fatty acid acyl-L- And the like amphoteric surfactant of the like, in combination one kind alone or in combination of two or more in a range that does not interfere with the effectiveness of the present invention may be incorporated. In the present invention, the surfactant other than the nonionic surfactant as the component (A) and the component (B), particularly, the nonionic surfactant may not be blended and may be 0% To 1%.

Examples of the active ingredient include fungicides such as isopropylmethylphenol, tocopherol acetic acid ester, triclosan, cetylpyridinium chloride,

Enzymes such as dextrinase, amylase, protease, mutagen, lysozyme, lytic enzyme, reticence enzyme, sodium fluoride, sodium monofluorophosphate, fluoride such as stannous fluoride, aluminum Dihydrocholesterol, glycyrrhizin salts, glycyrrhizic acid, hydrocholesterol, chlorophyll, copper chlorophyllin sodium, time, golden, sperm, hammamelie, vitamin C such as chlorohydroxy allantoin, allantoin, azulene, lysozyme chloride and ascorbic acid; , Plant extracts such as alginic acid, plant extracts such as alginic acid, plant extracts such as alginic acid, copper gluconate, caropheptide, sodium polyphosphate, water-soluble inorganic phosphate compound, polyvinylpyrrolidone, lauroyl sarcosine sodium, can do. These effective ingredients can be blended in an effective amount within a range not hindering the effect of the present invention.

As a coloring agent, a water-soluble coloring matter having a high safety such as Blue No. 1, Green No. 3, Yellow No. 4 or Red No. 105 may be added.

As the container, PET (polyethylene terephthalate), glass, polypropylene, and polyethylene can be used, but PET and glass are preferably used from the viewpoint of suppressing the adsorption of fragrance.

The composition for liquid oral cavity of the present invention is characterized in that it contains polyoxyethylene hardened castor oil as component (A), L-menthol as component (C), 3- (L-menthoxy) propane-1,2-diol, and a polyhydric alcohol as a component (E), and then adding an emulsion as the component (B). When the component (F) is to be blended, it is preferable to add the component (B) emulsion after blending the components (A), (C) to (E) and (F).

Example

EXAMPLES Hereinafter, the present invention will be described in detail by way of Experimental Examples, Examples and Comparative Examples, but the present invention is not limited to the following Examples. And, the blending amount is all the pure minute conversion.

(60) hardened castor oil (manufactured by Nikko Chemicals Co., Ltd., average molar number of addition of ethylene oxide: 60), POE (80) hardened castor oil (Average particle size: 200 nm, NET-TE-50, manufactured by Nikko Chemicals Co., Ltd.), glycerin (100%, manufactured by Sakamoto Yakuhin Kogyo Co., Ltd., trade name, manufactured by Nikko Chemicals Co., Ltd., average addition mole number of ethylene oxide: 80). ), Propylene glycol (manufactured by Asahi Glass Col. Ltd.), polyethylene glycol 400 (manufactured by Lion Chemicals Co., Ltd.), citric acid (manufactured by Fuso Chemical Co., Ltd.) , Ltd.) and sodium citrate (manufactured by FUJIFILM) were used. Further, a polyoxyethylene (30) hardened castor oil (manufactured by Nikko Chemicals Co., average molar number of addition of ethylene oxide: 30) and an emulsion (comparative emulsion, average particle diameter 10 nm, manufactured by Nikko Chemicals Co., Ltd.) were used in Comparative Examples.

In addition, the following components were used.

L-menthol (menthol JP (trade name), Takasago International Corporation)

Violet (Violet Leaf Absolute, manufactured by Charabot)

? -dermecenone (manufactured by Soda Aromatic Co., Ltd.)

Benzyl alcohol (manufactured by Soda Flavor)

alpha-terpineol (manufactured by Takasago Perfumery Industry Co., Ltd.)

Episazonate methyl (manufactured by Soda Flavor)

Aniseu (V. Mann Phils Spice Co., Ltd.)

Fennel oil (manufactured by Payan Bertrand S. A)

3- (L-Mentoxy) propane-1,2-diol

(Cooling agent CA10 (trade name), Takasago Flavor Industry Co., Ltd.)

The POE in the table indicates polyoxyethylene, and the% shown below means% by mass unless otherwise specified. The composition of the emulsion is shown below.

[Composition of emulsion (average particle diameter 200 nm)] [

Monomyristate decaglyceryl 10%

Tree (caprylic capric acid) glyceryl 50

Glycerin 15

Water 25

Total 100%

[Composition and preparation method of an emulsion (average particle diameter: 10 nm) of a comparative article]

10% monolauric acid decaglyceryl < RTI ID = 0.0 >

Olive oil 50

Glycerin 15

Water 25

Total 100%

Glycerin, half of water and decalinized monolaurate were preliminarily stirred, then olive oil was added, the mixture was stirred with a homomixer, and finally the remaining water was added.

The average particle diameter of the emulsion was measured by the following method.

[Measurement method of average particle diameter]

Using a dynamic light scattering photometer N5 manufactured by BECKMAN COULTER, the emulsion was diluted 100 times with purified water, and the emulsion was placed in a cell and the average particle diameter at 25 DEG C was measured.

[Experimental Example 1]

(Oral care agent) having the compositions shown in Tables 1 to 6 was prepared by a routine method, and finally the emulsion was dispersed, and the following evaluation was carried out. The results are shown in Tables 1 to 6.

Evaluation of appearance stability:

The liquid oral composition of the sample was filled in 450 ml of a PET container (polyethylene terephthalate container, Yoshino Kogyo Co., Ltd.) in a total amount of 450 ml, and stored for 3 months in a thermostatic chamber at 50 캜 or in a thermostatic chamber at -10 캜 With respect to the stability after storage for 3 months was visually judged in accordance with the following criteria in comparison with the control product (product immediately after manufacture of Example 1).

Evaluation criteria for appearance stability (50 ° C, 3 months)

&Amp; cir &: No change in color tone of the preparation is recognized.

A: The fading of the color tone of the preparation slightly progressed, but it is a problem-free level.

?: The fading of the color tone of the preparation is proceeding.

X: The color tone of the preparation is remarkably discolored even when it is not compared with the control product.

In addition, the progress of discoloration in the evaluation and the evaluation described below means that the color tone immediately after preparation of the preparation is in a state of being discolored transparently when its color is white, and the cause thereof is unclear in detail. However, (Solubilization).

Evaluation criteria for appearance stability (-10 ° C, 3 months)

◎: No change is recognized.

○: Very slight separation is seen, but it is a problem-free level.

B: Separation is proceeding.

X: Significant separation was recognized and fading of the color tone of the preparation proceeded.

[Experimental Example 2]

Regarding the liquid oral compositions of Tables 1 to 6, evaluation was made by the stimulation sensation of menthol in the three kinds of cements, the persistence of refreshing feeling after cesarean, feeling of staying feeling, and tackiness. The results are shown in Tables 1 to 6.

Assessment Methods :

In 10 subjects, 10 ml of the sample (liquid oral composition) was placed in the mouth and rinsed for 30 seconds. Thereafter, no menthol stimulation was observed in the mouth, And the absence of stickiness were evaluated in the following four or five steps, and the average of 10 persons was judged according to the following criteria.

(a) stimulation of menthol

By rating

5 points: Stimulation is very weak

4 points: Stimulation is fairly weak

3 point: weak stimulus

2 points: strong stimulus

1 point: Stimulation is very strong

Evaluation standard

◎: Average point 4.5 points or more and 5.0 points or less

○ to ◎: Average point 3.5 points or more and less than 4.5 points

○: 3.0 points or more and less than 3.5 points

△: Average point of 2.0 points or more and less than 3.0 points

X: Average point is 1.0 or more and less than 2.0 point

(b) Persistence of cool feeling

By rating

5 points: I feel the persistence of the cool feeling very much

4 points: I feel the persistence of the cool feeling quite.

3 points: I feel the persistence of refreshing feeling

2 points: I hardly feel the persistence of cool feeling

1 point: I do not feel the persistence of refreshing feeling

Evaluation standard

◎: Average point 4.5 points or more and 5.0 points or less

○ to ◎: Average point 3.5 points or more and less than 4.5 points

○: 3.0 points or more and less than 3.5 points

△: Average point of 2.0 points or more and less than 3.0 points

X: Average point is 1.0 or more and less than 2.0 point

(c) Staying feeling

By rating

4 points: I feel very much the feeling of staying in the old remedy

3 points: I feel the feeling of staying in the old remedy

2 points: I do not feel most of the feeling of staying in the old remedy

1 point: I do not feel the residual feeling of the three remedy

Evaluation standard

◎: Average point 3.5 or more and 4.0 or less

○: 3.0 points or more and less than 3.5 points

△: Average point of 2.0 points or more and less than 3.0 points

X: Average point is 1.0 or more and less than 2.0 point

(d) a feeling of stickiness

By rating

4 points: I do not feel sticky

3 points: I hardly feel a sticky feeling

2 points: I feel a sticky feeling.

1 point: I feel very sticky.

Evaluation standard

◎: Average point 3.5 or more and 4.0 or less

○: 3.0 points or more and less than 3.5 points

△: Average point of 2.0 points or more and less than 3.0 points

X: Average point is 1.0 or more and less than 2.0 point

[Table 1]

*: The total amount of the POE-hardened castor oil, which is a nonionic surfactant, and the decaglycerol mono fatty acid ester contained in the emulsion (hereinafter the same).

**: Total amount of nonionic surfactant * / amount of trioleic acid glyceryl contained in the emulsion (hereinafter the same).

[Table 2]

[Table 3]

[Table 4]

[Table 5]

[Table 6]

Claims (10)

In a liquid oral composition having an ethanol content of 100 ppm or less in the composition,
(A) 0.15 to 0.40% by mass of polyoxyethylene hardened castor oil having an average addition mole number of ethylene oxide of 40 to 100 moles,
(B-1) a decaglycerol mono fatty acid ester, (B-2) a tri fatty acid glyceryl, (B-3) glycerin, and water, 0.3 to 0.9% by mass of an emulsion having an average particle size of 50 to 500 nm, the content of the component (B-2) being 40 to 60% by mass, the content of the component (B-3) being 1 to 30%
(C) 0.001 to 1% by mass of L-menthol,
(D) 0.0001 to 1% by mass of 3- (L-menthoxy) propane-1,2-diol, and
(E) 5 to 15% by mass of at least one polyhydric alcohol selected from glycerin, propylene glycol, and polyethylene glycol having an average molecular weight of 190 to 630, and is compounded therewith. The method according to claim 1,
Wherein the mass ratio of the component (A) to the total amount of the component (B-1) decaglycerol mono fatty acid ester / {(B-2) tris fatty acid glyceryl} is from 0.77 to 1.87. 3. The method according to claim 1 or 2,
Wherein the total amount of the polyoxyethylene hydrogenated castor oil as the component (A) and the decaglycerol mono fatty acid ester as the component (B-1) is 0.18 to 0.49 mass% of the total composition. 3. The method according to claim 1 or 2,
Wherein the fatty acid has 12 to 16 carbon atoms in the decaglycerol mono fatty acid ester as the component (B-1), and the fatty acid in the fatty acid glyceryl as the component (B-2) has 6 to 12 carbon atoms. . 3. The method according to claim 1 or 2,
Also, it is preferred to include 0.001 to 500 ppm of at least one selected from (V) violet extract,? -Dermecenone, benzyl alcohol,? -Terpineol, methyl jasmonate, anise oil and fenel oil Wherein the composition is a liquid oral composition. A method for producing a liquid oral composition having an ethanol content in the composition of 100 ppm or less,
(A) 0.15 to 0.40% by mass of polyoxyethylene hardened castor oil having an average addition mole number of ethylene oxide of 40 to 100 moles,
(C) 0.001 to 1% by mass of L-menthol,
(D) 0.0001 to 1% by mass of 3- (L-menthoxy) propane-1,2-diol, and
(E) 5 to 15% by mass of at least one polyhydric alcohol selected from glycerin, propylene glycol, and polyethylene glycol having an average molecular weight of 190 to 630,
(B-1) a decaglycerol mono fatty acid ester, (B-2) a tri fatty acid glyceryl, (B-3) glycerin, and water, 0.3 to 0.9% by mass of an emulsion having an average particle size of 50 to 500 nm and a content of the component (B-2) of 40 to 60% by mass and a content of the component (B-3) of 1 to 30% By weight based on the weight of the composition. The method according to claim 6,
Wherein the mass ratio of the component (A) to the total amount of the component (B-1) decaglycerol mono fatty acid ester} / {(B-2) tris fatty acid glyceryl} is 0.77 to 1.87 Way. 8. The method according to claim 6 or 7,
Wherein the total amount of the polyoxyethylene hydrogenated castor oil as the component (A) and the decaglycerol mono fatty acid ester as the component (B-1) is 0.18 to 0.49 mass% of the total composition . 8. The method according to claim 6 or 7,
(A), (C) to (E), and (F) a combination of (V) violet extract,? -Dermecenone, benzyl alcohol,? -Terpineol, methyl jasmonate, And 0.001 to 500 ppm of at least one member selected from the group consisting of (A), (B) and (C), and then adding the emulsion as the component (B). delete