WO2011115034A1 - Liquid oral composition and method for producing same - Google Patents
Liquid oral composition and method for producing same Download PDFInfo
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- WO2011115034A1 WO2011115034A1 PCT/JP2011/055888 JP2011055888W WO2011115034A1 WO 2011115034 A1 WO2011115034 A1 WO 2011115034A1 JP 2011055888 W JP2011055888 W JP 2011055888W WO 2011115034 A1 WO2011115034 A1 WO 2011115034A1
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- oral composition
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/345—Alcohols containing more than one hydroxy group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/86—Polyethers
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
- A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/30—Characterized by the absence of a particular group of ingredients
Definitions
- the present invention relates to a non-ethanol type emulsified liquid oral composition and a method for producing the same that are excellent in appearance stability, have a good feeling in use in the oral cavity, and maintain a good refreshing feeling and staying feeling.
- ethanol is blended in the liquid oral composition in order to give a refreshing feeling to use.
- ethanol may be accompanied by irritation in the oral cavity, and for users who do not like irritation such as ethanol, non-ethanol preparations substantially free of ethanol have been developed and marketed.
- non-ethanol preparations are inferior to refreshing use feelings, i.e., no stickiness, compared to ethanol-containing preparations due to the mild use feeling, and further, the effect feeling, i.e. the feeling of staying in the oral cavity of the preparation. It was inferior.
- L-menthol In terms of a refreshing feeling, it can be imparted by blending ingredients such as L-menthol, but the blending effect with non-ethanol preparations is not sufficient, and the refreshing feeling after use is particularly poor. Further, L-menthol has a problem that a negative feeling of use such as irritation derived from menthol appears as the blending amount increases.
- Patent Document 1 JP-A-2005-1792331
- JP-A-2005-1792331 a technology has been proposed in which the effect is improved by blending a specific emulsion with a liquid oral composition containing ethanol
- Patent Document 1 JP-A-2005-1792331
- this technology is for ethanol blended preparations, and in non-ethanol preparations, there is a problem in that emulsion blending tends to cause oily sticky feeling derived from emulsion, resulting in marked stickiness and impaired usability. there were.
- the emulsion is easily disintegrated, and it is difficult to maintain good appearance stability of the preparation.
- Patent Document 2 Japanese Patent Laid-Open No. 2000-290151 describes the amount of menthol blended by combining a non-alcohol type or low alcohol type oral liquid composition with a specific taste agent and a cooling sensation agent. Although it is disclosed that at least a strong refreshing feeling is exhibited, it is difficult to say that this technique is sufficient to improve menthol stimulation. In addition, Patent Document 2 does not show the blending of the emulsion, and the appearance stability and usability of the emulsion blended preparation cannot be predicted from this technique.
- a liquid oral composition that can maintain good appearance stability, has a mild and refreshing feeling without causing oily stickiness, and maintains an excellent refreshing feeling and staying feeling. Things are desired.
- the present invention has been made in view of the above circumstances, has excellent appearance stability, has a mild and refreshing feeling without causing a sticky feeling when used in the oral cavity, and has an excellent refreshing feeling and a feeling of staying.
- An object of the present invention is to provide a non-ethanol type liquid oral composition and a method for producing the same.
- Non-ethanol type emulsified liquid that has excellent appearance stability, has no stickiness when used in the oral cavity, has a mild and refreshing feeling, and maintains a refreshing feeling and staying in the oral cavity after use. It has been found that an oral composition can be obtained.
- liquid oral composition containing isopropylmethylphenol, a specific anionic surfactant, polyoxyethylene hydrogenated castor oil, and polyoxyethylene.
- a liquid oral composition containing a nonionic surfactant selected from alkyl ethers and a wetting agent and having a water content of 70% by mass or more and containing no ethanol was proposed (Patent Document 3; International Publication No. 07). / 148551 pamphlet).
- liquid oral composition containing isopropylmethylphenol and substantially no ethanol, polyoxyethylene hydrogenated castor oil having an average addition mole number of ethylene oxide of 40 to 100 moles, and decaglycerin.
- An emulsified liquid oral cavity in which an emulsion having an average particle size of 50 to 500 nm composed of mono fatty acid ester, trifatty acid glyceryl, glycerin and water and a polyhydric alcohol selected from glycerin, propylene glycol and polyethylene glycol having an average molecular weight of 190 to 630 are blended.
- a composition was proposed in PCT / JP2010 / 70070.
- the emulsion is stably blended, the isopropyl methylphenol residual ratio in the oral cavity is high, and periodontopathic biofilm bactericidal power and high-temperature and low-temperature appearance stability can both be achieved.
- periodontopathic biofilm bactericidal power and high-temperature and low-temperature appearance stability can both be achieved.
- Applicants have further researched on non-ethanol type liquid oral compositions containing the above-mentioned emulsions, and techniques such as expression of stickiness when blending emulsions in non-ethanol preparations, weakness of coolness and retention
- the technical problem is solved by blending L-menthol and 3- (L-menthoxy) propane-1,2-diol, and the feeling of use by combining the fragrance component (F) described later. It has been found that the retention feeling can be further improved and the present invention has been made.
- a specific polyoxyethylene hydrogenated castor oil as a solubilizing agent and an emulsion of a specific average particle size composed of pre-decaglycerin monofatty acid ester, trifatty acid glyceryl, glycerin and water as an emulsifier are prepared.
- An emulsion can be stably blended in a non-ethanol type liquid oral composition.
- the mechanism of action is unclear, but the emulsion remains stable even when stored for about 3 months at high or low temperatures, which makes the emulsion unstable.
- the color tone of the preparation is not faded or the oily component is separated and liquid-separated, the appearance stability of the preparation is excellent, and the oral retention feeling of the preparation is also improved.
- ethanol is not blended and a large amount of surfactant does not have to be blended, so that it can be made into a mild preparation at the time of use, for example, mouthwash.
- the present invention it is particularly important to improve the appearance stability and the retention in the oral cavity of a specific emulsion by combining a specific emulsion with a specific polyoxyethylene hydrogenated castor oil and a polyhydric alcohol in an appropriate combination.
- the object of the present invention cannot be achieved even if an inappropriate emulsion is blended or any of the above essential requirements is lacking.
- the present invention provides the following liquid oral composition.
- Claim 1 To 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, (B) (B-1) decaglycerin monofatty acid ester, (B-2) trifatty acid glyceryl, (B-3) glycerin, and an emulsion having an average particle size of 50 to 500 nm, (C) L-menthol, (D) 3- (L-menthoxy) propane-1,2-diol, (E) A liquid oral composition comprising glycerin, propylene glycol, and at least one polyhydric alcohol selected from polyethylene glycol having an average molecular weight of 190 to 630.
- a liquid oral composition comprising glycerin, propylene glycol, and at least one polyhydric alcohol selected from polyethylene glycol having an average molecular weight of 190 to 630.
- Claim 2 The mass ratio of ⁇ (A) component and (B-1) decaglycerin monofatty acid ester ⁇ / ⁇ (B-2) trifatty acid glyceryl amount ⁇ is 0.77 to 1.87, and (E) The liquid oral composition according to claim 1, wherein the amount of the component is 5 to 15% by mass.
- Claim 3 The total blending amount of the polyoxyethylene hydrogenated castor oil as the component (A) and the decaglycerin monofatty acid ester as the component (B-1) is 0.18 to 0.49% by mass of the whole composition.
- Claim 4 The fatty acid of the decaglycerin monofatty acid ester of component (B-1) has 12 to 16 carbon atoms, and the fatty acid of the trifatty acid glyceryl of component (B-2) has 6 to 12 carbon atoms.
- 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 7 The liquid oral composition according to claim 6, wherein 0.001 to 500 ppm of component (F) is blended.
- a method for producing 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 In addition to blending the above components (A), (C) to (E), (F) at least selected from violet extract, ⁇ -damasenone, benzyl alcohol, ⁇ -terpineol, methyl jasmonate, anise oil, and fennel oil The method according to claim 8 or 9, wherein the emulsion of the component (B) is added after blending one kind.
- the non-ethanol type emulsifies with excellent appearance stability, has a mild and refreshing feeling without causing a sticky feeling when used in the oral cavity, and maintains an excellent refreshing feeling and staying feeling.
- a liquid oral composition of the mold is obtained.
- the following components (A) to (E) are blended with a liquid oral composition substantially free of ethanol, and more preferably the following component (F) is blended.
- E glycerin, propylene glycol, and an average molecular weight of 190-
- At least one polyhydric alcohol (F) violet extract selected from 630 polyethylene glycol, at least one selected from ⁇ -damasenone, benzyl alcohol, ⁇ -terpineol, methyl jasmonate, anise oil, and fennel oil
- the component (A) polyoxyethylene hydrogenated castor oil has an average addition mole number of ethylene oxide of 40 to 100 moles, preferably 60 to 100 moles. When the average added mole number is less than 40 moles, the appearance stability is poor, and those exceeding 100 moles are generally not commercially available.
- the blending amount of the component (A) is 0.15 to 0.40% (mass%, the same applies hereinafter) of the entire composition, particularly 0.20 to 0.00%, in terms of appearance stability and refreshing feeling. 30% is preferred. If the blending amount is less than 0.15%, the appearance stability may be inferior, and if it exceeds 0.40%, the sustainability of the refreshing feeling may be impaired.
- the emulsion of component (B) is an emulsion having an average particle size of 50 to 500 nm, comprising (B-1) decaglycerin monofatty acid ester, (B-2) trifatty acid glyceryl, (B-3) glycerin, and water.
- An oily component is tri fatty acid glyceryl
- an aqueous component is water and glycerin, and it can mix using decaglycerin mono fatty acid ester which is a nonionic surfactant, and can prepare an emulsion.
- the emulsion is obtained by dispersing water and (B-3) glycerin as a dispersion medium, and (B-2) trifatty acid glyceryl as an oil component in the presence of decaglycerin monofatty acid ester.
- An O / W emulsion having an average particle size of 50 to 500 nm, wherein the oil droplet particles of the O / W emulsion are dispersed in the liquid oral composition, and the dispersion medium is dispersed in the aqueous phase of the liquid oral composition. It is integrated and dissolved, and exists as an O / W type emulsion in the liquid oral composition.
- the decaglycerin monofatty acid ester having a fatty acid having 12 to 16 carbon atoms is suitable, and examples thereof include decaglyceryl monomyristate and decaglyceryl monolaurate.
- the amount of decaglycerin monofatty acid ester is usually 5 to 15% in the emulsion. If it is less than 5%, the oily component is separated, and if it exceeds 15%, gelation may occur.
- tri fatty acid glyceryl in the emulsion those having a carbon chain length of 6 to 12 are suitable, and examples thereof include glyceryl tricaprylate, glyceryl tricaprate, glyceryl tri (capryl / capric acid), and the like. More than seeds are used.
- the amount of tri-fatty acid glyceryl is usually 40 to 60% in the emulsion. If it is less than 40%, an emulsion cannot be formed, and if it exceeds 60%, the oily component may be separated and the appearance stability may be impaired.
- the amount of glycerin in the emulsion can be 1-30%, especially 10-20%. If it is less than 1%, uniform dissolution of the surfactant becomes complicated, and if it exceeds 30%, the oil component may be separated.
- the average particle size of the emulsion is 50 to 500 nm, preferably 100 to 300 nm. When the average particle size is out of the above range, the appearance stability cannot be satisfactorily improved.
- the measuring method of the average particle diameter of an emulsion is based on the method as described in the below-mentioned Example.
- the form of the emulsion is an O / W type, and a known method can be adopted as the preparation method.
- a predetermined amount of decaglycerin monofatty acid ester, glycerin and half amount of water can be prepared by stirring with a homomixer, adding trifatty acid glyceryl to form an emulsion, and finally adding the remaining water.
- a method of adjusting the average particle diameter of the prepared emulsion using a high-pressure homogenizer can be preferably employed.
- the target oral composition can be obtained by adding a predetermined amount of the emulsion thus prepared to the liquid oral composition.
- commercially available products such as NET-TE-50 manufactured by Nikko Chemicals can be used.
- the blending amount of the component (B) emulsion is 0.3 to 0.9%, particularly 0.4 to 0.4% of the total composition in terms of appearance stability, retention feeling, persistence of refreshing feeling, and lack of stickiness. 0.7% is preferable. If the blending amount is less than 0.3%, the color tone of the composition may fade (transparent) during high-temperature storage, the appearance stability may be impaired, and a sufficient staying feeling may not be obtained. If it exceeds 0.9%, the refreshing sensation, lack of stickiness, and appearance stability may be impaired.
- the mass ratio of tri-fatty acid glyceryl ⁇ is preferably 0.77 to 1.87, and particularly preferably 1.00 to 1.20, whereby the appearance stability can be further enhanced.
- the emulsion may collapse in low temperature (frozen) storage and the oil may be separated to impair appearance stability. If it exceeds 1.87, the color tone will fade in high temperature storage. , Appearance stability may be impaired.
- the total amount of (A) component polyoxyethylene hydrogenated castor oil and (B-1) decaglycerin monofatty acid ester in component (B) is 0.18 to 0.49% of the total composition,
- the content is preferably 0.2 to 0.37%, and by making the total blending amount in the above range, appearance stability and sustainability of a refreshing feeling can be further improved. If the blending amount is less than 0.18%, the oil may separate in the low temperature (frozen) storage to impair the appearance stability, and if it exceeds 0.49%, the refreshing feeling may be impaired.
- Component (C) is L-menthol (CAS NO. (CAS registration number) 2216-51-5).
- L-menthol CAS NO. (CAS registration number) 2216-51-5
- menthol JP trade name
- an essential oil containing L-menthol for example, essential oils such as peppermint oil (manufactured by Takasago International Corporation) and peppermint oil (manufactured by Toyo Hakkan Kogyo Co., Ltd.
- L-menthol and an essential oil containing L-menthol are used in combination, a refreshing feeling is imparted and bitterness can be reduced.
- (C) L-menthol is added in an amount of 0.001 to 1%, particularly 0.02 to 0.3% of the total composition in terms of sustaining a refreshing feeling, no stickiness, and no irritation of menthol. %, Particularly 0.05 to 0.2% is preferable. If it is less than 0.001%, sufficient sustainability of the refreshing feeling and lack of stickiness may not be obtained, and if it exceeds 1%, the bitterness and irritation of menthol may become strong, which may be undesirable in use.
- the blending of 3- (L-menthoxy) propane-1,2-diol as component (D) with component (C) improves the refreshing feeling after use and maintains the refreshing feeling. And the non-stickiness of the preparation can be improved.
- the 3- (L-menthoxy) propane-1,2-diol a commercially available product can be used, for example, cooling agent CA10 (trade name) manufactured by Takasago International Corporation.
- Component (D) is blended in an amount of 0.0001 to 1%, particularly 0.001 to 0.2% of the total composition in terms of sustaining a refreshing feeling, no stickiness, and no menthol irritation. In particular, 0.005 to 0.1% is preferable. If it is less than 0.0001%, the sustainability of the refreshing feeling and the lack of stickiness may be impaired, and if it exceeds 1%, menthol irritation and bitterness may occur, which may be undesirable in use.
- polyhydric alcohol of component (E) one selected from glycerin, propylene glycol, and polyethylene glycol having an average molecular weight of 190 to 630 is used alone or in combination of two or more.
- the average molecular weight mentioned above shows the average molecular weight described in the Quasi-drug Raw Material Standard 2006, which 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 290 to 310), polyethylene glycol 400 (average molecular weight 390 to 410), polyethylene glycol 600 (590 to 610). ) Is applicable.
- component (E) it is preferable to use 2 or more types of component (E) from the viewpoint of appearance stability and irritation during use, and more preferably 3 or more types.
- component (E) As a combination of two kinds, a combination of glycerin, propylene glycol and polyethylene glycol 400 is preferable as a combination of three kinds of glycerin and polyethylene glycol 400.
- the total amount of component (E) is preferably 5 to 15% of the entire composition in terms of appearance stability and no stickiness, and particularly preferably 6 to 13% in terms of appearance stability and no stickiness. If the blending amount is less than 5%, it may be difficult to maintain the appearance stability, and if it exceeds 15%, the color tone may fade and the appearance stability may be deteriorated or a sticky feeling may be produced.
- component (E) glycerin should be blended at 0.5% or more of the entire composition
- propylene glycol should be blended at 1% or more of the entire composition
- polyethylene glycol having an average molecular weight of 190 to 630 should be blended at 1% or more of the entire composition. Is preferred.
- Component (F) is composed of violet extract, ⁇ -damasenone (CAS NO. 23726-93-4), benzyl alcohol (CAS NO. 100-51-6), ⁇ -terpineol (CAS NO. 98-55-5) , One or more perfume ingredients selected from methyl jasmonate (CAS NO. 39924-52-2), anise oil, and fennel oil.
- violet extract and ⁇ -damasenone are particularly preferred from the viewpoint of the absence of irritation of menthol and the persistence of the refreshing feeling.
- (I) Violet extract The violet extract is obtained by distilling violet flower concrete, violet flower absolute, or oil obtained by distilling violet flower absolute, violet leaf concrete, violet leaf absolute, or violet leaf absolute. There are several types, such as oil, any of which can be used, but violet leaf absolute is particularly preferred among violet extracts.
- the violet extract a commercially available product can be used. For example, a violet leaf absolute manufactured by Charabo Co., Ltd. or Ve Man Fis Fragrance Co., Ltd. can be used.
- the extract is a plant body extracted with water and / or an organic solvent such as ethanol.
- an organic solvent such as ethanol.
- extract, oleoresin, resinoid, concrete, and absolute correspond to the extract, and these should be used.
- a raw or dried plant may be used as it is, or a pulverized plant powder may be used as a raw material, and extraction may be performed under a normal condition by a known extraction method.
- the extraction solvent is not particularly limited as long as it is used as a plant extraction solvent.
- water, hexane, carbon dioxide, monohydric alcohol, polyhydric alcohol, or a mixture thereof can be used.
- the solvent include lower monohydric alcohols such as water, methanol, ethanol, and isopropanol, and polyhydric alcohols such as ethylene glycol, polyethylene glycol, propylene glycol, polypropylene glycol, and 1,3-butylene glycol. Can be used singly or in combination of two or more.
- the solvent extract can be used in the form of a solution as it is, but it is general to use an absolute obtained by distilling off the solvent and concentrating to an appropriate concentration. These may be used by lyophilization or the like and dried to remove the solvent, and may be used as it is, or may be used as it is or after adding an excipient or the like. A powdery product such as a freeze-dried product may be used by re-dissolving in a solvent and adjusting the concentration appropriately.
- ⁇ -Damasenone (CAS No. 23726-93-4) Specifically, commercially available ⁇ -damasenone (manufactured by Iwata Fragrance Co., Ltd.) can be used.
- Benzyl alcohol (CAS No. 100-51-6) Specifically, commercially available benzyl alcohol (manufactured by Iwata Fragrance Co., Ltd.) can be used.
- ⁇ -Terpineol CAS No. 98-55-5) Specifically, commercially available ⁇ -terpineol (manufactured by Takasago International Corporation) can be used.
- Methyl jasmonate (CAS No. 39924-52-2)
- Examples of methyl jasmonate include methyl jasmonate, methyl dihydrojasmonate, methyl epijasmonate, and methyl epidihydrojasmonate, and any of them can be used.
- Methyl epijasmonate is more preferred because it improves the refreshing feeling sustainability.
- commercially available products such as methyl epijasmonate (manufactured by Iwata Fragrance Co., Ltd.) can be used.
- anise oil As anise oil, it is possible to use an essential oil obtained from Pimpinella anisum, a magnolia family star anise (Illicium verum). The resulting essential oil can be used. As anise oil, a commercial item can be used, for example, a product made by Ve Man Fis Fragrance Co., Ltd. can be used.
- fennel oil As the fennel oil, an essential oil obtained from fennel (Feniculum var. Vulgare) of the ciraceae family can be used. For example, an essential oil obtained by steam distillation of a ripe fruit can be used. Commercially available products can be used as the fennel oil, for example, Payan Bertrand S. A. Fennel oil made by the company can be used.
- the essential oil as used herein refers to oil obtained by steam distillation from the whole plant or a plant such as flowers, fruits, leaves, stems, roots, seeds, and the like. Oil from which the reservoir has been removed may be used.
- the blending amount is 0.001 to 500 ppm, particularly 0.01 to 100 ppm, especially 0.01, based on the whole composition from the viewpoint of non-irritating menthol and sustaining a refreshing feeling. ⁇ 10 ppm is preferred. If it is less than 0.001 ppm, the menthol irritation cannot be sufficiently suppressed, and the refreshing feeling may not be sufficiently maintained. If it exceeds 500 ppm, the sustainability of the refreshing feeling may be impaired.
- the liquid oral composition of the present invention is substantially free of ethanol.
- “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, but there are cases where a small amount of raw material-derived ethanol is contained in the fragrance compounded in the composition. In addition, it contains no ethanol other than a small amount of ethanol contained in the perfume.
- the liquid oral cavity composition of the present invention can be prepared and applied as a mouthwash, liquid dentifrice, etc., depending on its dosage form, in addition to the above components, in addition to the above components
- Appropriate known components can be blended.
- a solvent, a wetting agent other than the polyhydric alcohol of component (E), a thickener, a surfactant other than the surfactant in component (A) and component (B), and if necessary, a pH adjuster, antiseptic Additives, sweeteners, fragrances other than the components (C), (D) and (F), active ingredients, colorants and the like can be contained.
- wetting agent examples include sugar alcohols such as sorbitol, xylit, maltite, and lactit, and ethylene glycol.
- sugar alcohols such as sorbitol, xylit, maltite, and lactit
- ethylene glycol examples of the wetting agent.
- xanthan gum sodium alginate, polyvinyl alcohol and the like can be contained within a range not impeding the effects of the present invention (the blending amount is usually 0 to 5%).
- pH adjusters examples 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.
- the liquid oral composition of the present invention preferably adjusts the pH at 25 ° C. to 5.5 to 7.5, and sodium dihydrogen phosphate and sodium monohydrogen phosphate as pH adjusters in the vicinity thereof, Alternatively, it is preferable to use a combination of citric acid and sodium citrate.
- purified water is usually used, and the blending amount is usually 60% or more.
- paraoxybenzoic acid esters such as sodium benzoate, methylparaben, ethylparaben, propylparaben, butylparaben, alkyldiaminoethylglycine hydrochloride, potassium sorbate and the like can be contained.
- saccharin sodium, stevocyte, sucralose, reduced palatinose, erythritol and the like can be contained as sweeteners.
- natural essential oils such as spearmint oil, eucalyptus oil, winter green oil, clove oil, thyme oil, sage oil, cardamom oil, rosemary oil, marjoram oil, lemon oil, nutmeg oil, lavender oil, paracres oil, and the like
- Fragrance components contained in the above natural essential oils such as L-carvone, 1,8-cineol, methyl salicylate, eugenol, thymol, linalool, limonene, menthone, menthyl acetate, citral, camphor, borneol, pinene, spirantol, etc.
- Examples of the surfactant other than the nonionic surfactant contained in the component (A) and the component (B) include alkyl sulfates (for example, sodium lauryl sulfate, potassium lauryl sulfate, sodium myristyl sulfate, potassium myristyl sulfate, etc.) Alkali metal salts of alkyl sulfates having an alkyl group of 12 to 16), N-acyl amino acid alkali metal salts of 12 to 16 carbon atoms of acyl groups, lauroylmethyl taurine, acyl amino acid salts, sodium dodecylbenzenesulfonate, ⁇ - Anionic surfactants such as sulfofatty acid alkyl ester / sodium and alkyl phosphate ester salts, betaine acetate type amphoteric surfactants such as alkyldimethylaminoacetic acid betaine and fatty acid amidopropyldimethylaminoace
- a surfactant other than the nonionic surfactant as the component (A) and the component (B), particularly a nonionic surfactant may not be added, and may be 0%. In this case, 0.01 to 1% of the entire composition is desirable.
- Active ingredients include, for example, fungicides such as isopropylmethylphenol, tocopherol acetate, triclosan, cetylpyridinium chloride, anti-inflammatory agents such as tranexamic acid, epsilon-aminocaproic acid, dextranase, amylase, protease, mutanase, lysozyme, lysis Enzymes, enzymes such as lytechenzyme, fluorides such as sodium fluoride, sodium monofluorophosphate, stannous fluoride, vitamin C such as aluminum chlorohydroxy allantoin, allantoin, azulene, lysozyme chloride, ascorbic acid, dihydrocholesterol , Plant extracts such as glycyrrhetin salts, glycyrrhetinic acids, hydrocholesterol, chlorophyll, copper chlorophyllin sodium, thyme, ogon, clove, hamamelis,
- these active ingredients can be mix
- a colorant a highly safe water-soluble pigment such as Blue No. 1, Green No. 3, Yellow No. 4, Red No. 105 can be added.
- PET polyethylene terephthalate
- glass polypropylene
- polyethylene polyethylene
- the liquid oral composition of the present invention comprises a liquid oral composition substantially free of ethanol, (A) component polyoxyethylene hydrogenated castor oil, (C) component L-menthol, and (D) component. It can be produced by adding 3- (L-menthoxy) propane-1,2-diol and the polyhydric alcohol of component (E) and then adding the emulsion of component (B). Further, when the component (F) is blended, it is desirable to blend the components (A), (C) to (E) and the component (F) and then add the emulsion of the component (B).
- polyoxyethylene (60) hydrogenated castor oil manufactured by Nikko Chemicals, average added mole number of ethylene oxide 60
- POE (80) hydrogenated castor oil (manufactured by Nikko Chemicals) Average added mole number of ethylene oxide 80
- emulsion average particle size 200 nm, NET-TE-50, manufactured by Nikko Chemicals
- glycerin 100%, manufactured by Sakamoto Pharmaceutical Co., Ltd.
- propylene glycol produced by Asahi Glass Co., Ltd.
- Polyethylene glycol # 400 manufactured by Lion Chemical Co., Ltd.
- citric acid manufactured by Fuso Chemical Co., Ltd.
- sodium citrate manufactured by Fuso Chemical Co., Ltd.
- polyoxyethylene (30) hydrogenated castor oil manufactured by Nikko Chemicals Co., Ltd., average added mole number of ethylene oxide 30
- emulsion comparative examples. Further, the following components were used.
- composition of emulsion (average particle size 200 nm)] Decaglyceryl monomyristate 10% Tri (Capryl / Capric Acid) Glyceryl 50 Glycerin 15 Water 25 Total 100%
- composition and preparation method of comparative emulsion (average particle size 10 nm)] Decaglyceryl monolaurate 10% Olive oil 50 Glycerin 15 Water 25 Total 100% After pre-stirring glycerin, half amount of water and decaglyceryl monolaurate, olive oil was added and stirred with a homomixer, and finally the remaining water was added.
- the average particle size 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, placed in a cell, and the average particle size at 25 ° C. was measured.
- Appearance stability evaluation Fill the sample liquid oral composition into a 450 ml PET container (polyethylene terephthalate container, manufactured by Yoshino Kogyo) and store it in a 50 ° C thermostatic bath for 3 months or in a -10 ° C thermostatic bath for 3 months
- the stability after storage was visually determined according to the following criteria in comparison with the control product (the product immediately after production in Example 1).
- Evaluation criteria for appearance stability 50 ° C., 3 months
- A No change is observed in the color tone of the preparation.
- ⁇ Although the fading of the color tone of the preparation is progressing slightly, it is a level at which there is no problem.
- ⁇ Fading of the color tone of the preparation is progressing.
- X The color tone of the preparation is remarkably faded without comparison with the control product.
- fading progresses is a state in which the color tone immediately after preparation of the preparation is white, and the color fades transparently, the cause of which is unknown in detail, This is considered to be solubilized by the free active agent.
- Evaluation criteria for appearance stability ( ⁇ 10 ° C., 3 months) A : No change is observed.
- ⁇ Slight separation is observed, but there is no problem.
- ⁇ Separation is progressing.
- X Considerable separation is observed, and the color tone of the preparation is also fading.
Abstract
Description
しかしながら、ノンエタノール製剤は、マイルドな使用感のためエタノール配合製剤に比べ爽快な使用感、即ち、ベタツキ感のなさという点に劣り、更に、効果実感、即ち、製剤の口腔内への滞留実感に劣っていた。 Usually, ethanol is blended in the liquid oral composition in order to give a refreshing feeling to use. However, ethanol may be accompanied by irritation in the oral cavity, and for users who do not like irritation such as ethanol, non-ethanol preparations substantially free of ethanol have been developed and marketed.
However, non-ethanol preparations are inferior to refreshing use feelings, i.e., no stickiness, compared to ethanol-containing preparations due to the mild use feeling, and further, the effect feeling, i.e. the feeling of staying in the oral cavity of the preparation. It was inferior.
また、エタノールを実質的に含有しない液体口腔用組成物に、後述の(A)、(C)~(E)成分、更に好ましくは(F)成分を配合した後、(B)成分のエマルジョンを添加することにより、上記乳化型の液体口腔用組成物を製造できることを見出した。
本発明によれば、ノンエタノールタイプの液体口腔用組成物において、高温や低温で保存しても良好な外観安定性が維持されると共に、エマルジョンが配合されていても口腔内で使用時に油っぽい嫌味がほとんどなくベタツキ感が解消され、マイルドでさっぱりとした使用感を持ち、しかも、使用後に清涼感が持続し口中残留感も満足に感じることができる。 As a result of diligent research to improve the above problems, the inventors of the present invention have added a liquid oral composition substantially free of ethanol to a polyoxyethylene hydrogenated castor oil, which will be described later, and (B) component. By blending an emulsion having an average particle size of 50 to 500 nm and a polyhydric alcohol as component (E) and combining L-menthol as component (C) and a fragrance component as component (D), Non-ethanol type emulsified liquid that has excellent appearance stability, has no stickiness when used in the oral cavity, has a mild and refreshing feeling, and maintains a refreshing feeling and staying in the oral cavity after use. It has been found that an oral composition can be obtained. Furthermore, it discovered that the irritation | stimulation feeling of menthol could be suppressed and the sustainability of a refreshing feeling could be improved more by mix | blending the below-mentioned (F) component with (C) and (D) component.
In addition, after blending components (A), (C) to (E), and more preferably (F), which will be described later, into a liquid oral composition substantially free of ethanol, an emulsion of component (B) is added. It has been found that the above emulsified liquid oral composition can be produced by addition.
According to the present invention, in a non-ethanol type liquid oral composition, good appearance stability is maintained even when stored at high or low temperatures, and even when an emulsion is blended, it is greasy when used in the oral cavity. There is almost no disgusting taste, the sticky feeling is eliminated, it has a mild and refreshing feeling, and after use, the refreshing feeling is maintained and the residual feeling in the mouth can be satisfactorily felt.
更に、出願人は、イソプロピルメチルフェノールを含有し、実質的にエタノールを含有しない液体口腔用組成物に、エチレンオキサイドの平均付加モル数が40~100モルのポリオキシエチレン硬化ヒマシ油と、デカグリセリンモノ脂肪酸エステル、トリ脂肪酸グリセリル、グリセリン及び水からなる平均粒径50~500nmのエマルジョンと、グリセリン、プロピレングリコール及び平均分子量190~630のポリエチレングリコールから選ばれる多価アルコールとを配合した乳化型液体口腔用組成物をPCT/JP2010/70070に提案した。この技術では、上記エマルジョンが安定配合され、イソプロピルメチルフェノールの口腔内残留率も高く、歯周病原性バイオフィルム殺菌力と高温保存及び低温保存での外観安定性とを両立させることができるが、使用感については未だ改善の余地があった。
出願人は、上記エマルジョンを配合したノンエタノールタイプの液体口腔用組成物について更に研究を進め、ノンエタノール製剤にエマルジョンを配合する際のベタツキ感の発現や、清涼感及び滞留実感の弱さといった技術的課題が、L-メントールと3-(L-メントキシ)プロパン-1,2-ジオールとを配合することで解消されること、更に後述の(F)成分の香料成分を併用することで使用感や滞留実感をより改善できることを見出し、本発明をなすに至った。 As a technology that achieves both biofilm bactericidal power and appearance stability, the applicant has applied a liquid oral composition containing isopropylmethylphenol, a specific anionic surfactant, polyoxyethylene hydrogenated castor oil, and polyoxyethylene. A liquid oral composition containing a nonionic surfactant selected from alkyl ethers and a wetting agent and having a water content of 70% by mass or more and containing no ethanol was proposed (Patent Document 3; International Publication No. 07). / 148551 pamphlet).
Further, the applicant has added a liquid oral composition containing isopropylmethylphenol and substantially no ethanol, polyoxyethylene hydrogenated castor oil having an average addition mole number of ethylene oxide of 40 to 100 moles, and decaglycerin. An emulsified liquid oral cavity in which an emulsion having an average particle size of 50 to 500 nm composed of mono fatty acid ester, trifatty acid glyceryl, glycerin and water and a polyhydric alcohol selected from glycerin, propylene glycol and polyethylene glycol having an average molecular weight of 190 to 630 are blended. A composition was proposed in PCT / JP2010 / 70070. In this technology, the emulsion is stably blended, the isopropyl methylphenol residual ratio in the oral cavity is high, and periodontopathic biofilm bactericidal power and high-temperature and low-temperature appearance stability can both be achieved. There was still room for improvement in terms of usability.
Applicants have further researched on non-ethanol type liquid oral compositions containing the above-mentioned emulsions, and techniques such as expression of stickiness when blending emulsions in non-ethanol preparations, weakness of coolness and retention The technical problem is solved by blending L-menthol and 3- (L-menthoxy) propane-1,2-diol, and the feeling of use by combining the fragrance component (F) described later. It has been found that the retention feeling can be further improved and the present invention has been made.
請求項1;
エタノールを実質的に含有しない液体口腔用組成物に、
(A)エチレンオキサイドの平均付加モル数が40~100モルのポリオキシエチレン硬化ヒマシ油、
(B)(B-1)デカグリセリンモノ脂肪酸エステル、(B-2)トリ脂肪酸グリセリル、(B-3)グリセリン、及び水からなる平均粒径50~500nmのエマルジョン、
(C)L-メントール、
(D)3-(L-メントキシ)プロパン-1,2-ジオール、
(E)グリセリン、プロピレングリコール、及び平均分子量190~630のポリエチレングリコールから選ばれる少なくとも1種の多価アルコール
を配合したことを特徴とする液体口腔用組成物。
請求項2;
{(A)成分と(B-1)デカグリセリンモノ脂肪酸エステルとの合計量}/{(B-2)トリ脂肪酸グリセリル量}の質量比を0.77~1.87とし、かつ(E)成分の配合量を5~15質量%としたことを特徴とする請求項1記載の液体口腔用組成物。
請求項3;
(A)成分のポリオキシエチレン硬化ヒマシ油と(B-1)成分のデカグリセリンモノ脂肪酸エステルとの合計配合量が、組成物全体の0.18~0.49質量%であることを特徴とする請求項1又は2記載の液体口腔用組成物。
請求項4;
(B-1)成分のデカグリセリンモノ脂肪酸エステルの脂肪酸の炭素数が12~16であり、(B-2)成分のトリ脂肪酸グリセリルの脂肪酸の炭素数が6~12である請求項1~3のいずれか1項記載の液体口腔用組成物。
請求項5;
組成物中のエタノール含有量が100ppm以下である請求項1~4のいずれか1項記載の液体口腔用組成物。
請求項6;
更に、(F)バイオレット抽出物、β-ダマセノン、ベンジルアルコール、α-テルピネオール、ジャスモン酸メチル、アニス油、及びフェンネル油から選ばれる少なくとも1種を配合した請求項1~5のいずれか1項記載の液体口腔用組成物。
請求項7;
(F)成分を0.001~500ppm配合した請求項6記載の液体口腔用組成物。
請求項8;
エタノールを実質的に含有しない液体口腔用組成物の製造方法であって、
(A)エチレンオキサイドの平均付加モル数が40~100モルのポリオキシエチレン硬化ヒマシ油、
(C)L-メントール、
(D)3-(L-メントキシ)プロパン-1,2-ジオール、及び
(E)グリセリン、プロピレングリコール、及び平均分子量190~630のポリエチレングリコールから選ばれる少なくとも1種の多価アルコールを配合した後、(B)(B-1)デカグリセリンモノ脂肪酸エステル、(B-2)トリ脂肪酸グリセリル、(B-3)グリセリン、及び水からなる平均粒径50~500nmのエマルジョンを添加することを特徴とする前記液体口腔用組成物の製造方法。
請求項9;
組成物中のエタノール含有量が100ppm以下である請求項8記載の製造方法。
請求項10;
上記(A)、(C)~(E)成分を配合すると共に、(F)バイオレット抽出物、β-ダマセノン、ベンジルアルコール、α-テルピネオール、ジャスモン酸メチル、アニス油、及びフェンネル油から選ばれる少なくとも1種を配合した後、上記(B)成分のエマルジョンを添加する請求項8又は9記載の製造方法。 Accordingly, the present invention provides the following liquid oral composition.
Claim 1;
To 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,
(B) (B-1) decaglycerin monofatty acid ester, (B-2) trifatty acid glyceryl, (B-3) glycerin, and an emulsion having an average particle size of 50 to 500 nm,
(C) L-menthol,
(D) 3- (L-menthoxy) propane-1,2-diol,
(E) A liquid oral composition comprising glycerin, propylene glycol, and at least one polyhydric alcohol selected from polyethylene glycol having an average molecular weight of 190 to 630.
Claim 2;
The mass ratio of {(A) component and (B-1) decaglycerin monofatty acid ester} / {(B-2) trifatty acid glyceryl amount} is 0.77 to 1.87, and (E) The liquid oral composition according to claim 1, wherein the amount of the component is 5 to 15% by mass.
Claim 3;
The total blending amount of the polyoxyethylene hydrogenated castor oil as the component (A) and the decaglycerin monofatty acid ester as the component (B-1) is 0.18 to 0.49% by mass of the whole composition. The composition for liquid oral cavity according to claim 1 or 2.
Claim 4;
The fatty acid of the decaglycerin monofatty acid ester of component (B-1) has 12 to 16 carbon atoms, and the fatty acid of the trifatty acid glyceryl of component (B-2) has 6 to 12 carbon atoms. The composition for liquid oral cavity of any one of these.
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;
6. The composition according to claim 1, further comprising (F) at least one selected from violet extract, β-damasenone, benzyl alcohol, α-terpineol, methyl jasmonate, anise oil, and fennel oil. Liquid oral composition.
Claim 7;
The liquid oral composition according to claim 6, wherein 0.001 to 500 ppm of 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,
After blending (D) 3- (L-menthoxy) propane-1,2-diol, and (E) glycerin, propylene glycol, and at least one polyhydric alcohol selected from polyethylene glycol having an average molecular weight of 190 to 630 And (B) (B-1) decaglycerin monofatty acid ester, (B-2) trifatty acid glyceryl, (B-3) glycerin, and an emulsion having an average particle size of 50 to 500 nm. A method for producing 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;
In addition to blending the above components (A), (C) to (E), (F) at least selected from violet extract, β-damasenone, benzyl alcohol, α-terpineol, methyl jasmonate, anise oil, and fennel oil The method according to claim 8 or 9, wherein the emulsion of the component (B) is added after blending one kind.
(A)エチレンオキサイドの平均付加モル数が40~100モルのポリオキシエチレン硬化ヒマシ油
(B)(B-1)デカグリセリンモノ脂肪酸エステル、(B-2)トリ脂肪酸グリセリル、(B-3)グリセリン、及び水からなる平均粒径50~500nmのエマルジョン
(C)L-メントール
(D)3-(L-メントキシ)プロパン-1,2-ジオール
(E)グリセリン、プロピレングリコール、及び平均分子量190~630のポリエチレングリコールから選ばれる少なくとも1種の多価アルコール
(F)バイオレット抽出物、β-ダマセノン、ベンジルアルコール、α-テルピネオール、ジャスモン酸メチル、アニス油、及びフェンネル油から選ばれる少なくとも1種 The present invention will be described in further detail below. In the present invention, the following components (A) to (E) are blended with a liquid oral composition substantially free of ethanol, and more preferably the following component (F) is blended.
(A) polyoxyethylene hydrogenated castor oil having an average addition mole number of ethylene oxide of 40 to 100 moles (B) (B-1) decaglycerin monofatty acid ester, (B-2) trifatty acid glyceryl, (B-3) (C) L-menthol (D) 3- (L-menthoxy) propane-1,2-diol (E) glycerin, propylene glycol, and an average molecular weight of 190- At least one polyhydric alcohol (F) violet extract selected from 630 polyethylene glycol, at least one selected from β-damasenone, benzyl alcohol, α-terpineol, methyl jasmonate, anise oil, and fennel oil
すなわち、上記エマルジョンは、水及び(B-3)グリセリンを分散媒とし、(B-1)デカグリセリンモノ脂肪酸エステルの存在下に油性成分として(B-2)トリ脂肪酸グリセリルを分散して得られる平均粒径50~500nmのO/W型のエマルジョンであり、上記O/W型のエマルジョンの油滴粒子が液体口腔用組成物に分散し、上記分散媒は液体口腔用組成物の水相に一体化されて溶解し、液体口腔用組成物中にO/W型のエマルジョンとして存在する。 The emulsion of component (B) is an emulsion having an average particle size of 50 to 500 nm, comprising (B-1) decaglycerin monofatty acid ester, (B-2) trifatty acid glyceryl, (B-3) glycerin, and water. An oily component is tri fatty acid glyceryl, an aqueous component is water and glycerin, and it can mix using decaglycerin mono fatty acid ester which is a nonionic surfactant, and can prepare an emulsion.
That is, the emulsion is obtained by dispersing water and (B-3) glycerin as a dispersion medium, and (B-2) trifatty acid glyceryl as an oil component in the presence of decaglycerin monofatty acid ester. An O / W emulsion having an average particle size of 50 to 500 nm, wherein the oil droplet particles of the O / W emulsion are dispersed in the liquid oral composition, and the dispersion medium is dispersed in the aqueous phase of the liquid oral composition. It is integrated and dissolved, and exists as an O / W type emulsion in the liquid oral composition.
デカグリセリンモノ脂肪酸エステルの配合量は、通常、エマルジョン中に5~15%とすることができる。5%未満では油性成分が分離し、15%を超えるとゲル化を生じる場合がある。 In the above emulsion, the decaglycerin monofatty acid ester having a fatty acid having 12 to 16 carbon atoms is suitable, and examples thereof include decaglyceryl monomyristate and decaglyceryl monolaurate.
The amount of decaglycerin monofatty acid ester is usually 5 to 15% in the emulsion. If it is less than 5%, the oily component is separated, and if it exceeds 15%, gelation may occur.
トリ脂肪酸グリセリルの配合量は、通常、エマルジョン中に40~60%とすることができる。40%未満ではエマルジョンが形成できず、60%を超えると油性成分が分離し、外観安定性を損ねる場合がある。 Further, as the tri fatty acid glyceryl in the emulsion, those having a carbon chain length of 6 to 12 are suitable, and examples thereof include glyceryl tricaprylate, glyceryl tricaprate, glyceryl tri (capryl / capric acid), and the like. More than seeds are used.
The amount of tri-fatty acid glyceryl is usually 40 to 60% in the emulsion. If it is less than 40%, an emulsion cannot be formed, and if it exceeds 60%, the oily component may be separated and the appearance stability may be impaired.
なお、かかるエマルジョンとして、市販品、例えば日光ケミカルズ製NET-TE-50等を使用することができる。 The form of the emulsion is an O / W type, and a known method can be adopted as the preparation method. For example, a predetermined amount of decaglycerin monofatty acid ester, glycerin and half amount of water can be prepared by stirring with a homomixer, adding trifatty acid glyceryl to form an emulsion, and finally adding the remaining water. Thereafter, a method of adjusting the average particle diameter of the prepared emulsion using a high-pressure homogenizer can be preferably employed. The target oral composition can be obtained by adding a predetermined amount of the emulsion thus prepared to the liquid oral composition.
As such an emulsion, commercially available products such as NET-TE-50 manufactured by Nikko Chemicals can be used.
L-メントールは市販品を用いることができ、例えば高砂香料工業(株)製のメントールJP(商品名)などを使用することができる。また、L-メントールとして、L-メントールを含有する精油、例えばペパーミント油(高砂香料工業(株)製)やハッカ油(東洋薄荷工業(株)製)などの精油も使用することができる。L-メントールとL-メントールを含有する精油とを併用すると、清涼感を付与し、かつ苦味を少なくできることからより好ましい。 Component (C) is L-menthol (CAS NO. (CAS registration number) 2216-51-5). By blending L-menthol in combination with component (D), the refreshing sensation can be maintained. The lack of stickiness can be improved.
A commercially available product can be used for L-menthol, for example, menthol JP (trade name) manufactured by Takasago International Corporation. Further, as L-menthol, an essential oil containing L-menthol, for example, essential oils such as peppermint oil (manufactured by Takasago International Corporation) and peppermint oil (manufactured by Toyo Hakkan Kogyo Co., Ltd.) can also be used. When L-menthol and an essential oil containing L-menthol are used in combination, a refreshing feeling is imparted and bitterness can be reduced.
3-(L-メントキシ)プロパン-1,2-ジオールは、市販品を用いることができ、例えば高砂香料工業(株)製のクーリングエージェントCA10(商品名)などを使用することができる。 In the present invention, the blending of 3- (L-menthoxy) propane-1,2-diol as component (D) with component (C) improves the refreshing feeling after use and maintains the refreshing feeling. And the non-stickiness of the preparation can be improved.
As the 3- (L-menthoxy) propane-1,2-diol, a commercially available product can be used, for example, cooling agent CA10 (trade name) manufactured by Takasago International Corporation.
平均分子量190~630のポリエチレングリコールとしてはポリエチレングリコール200(平均分子量190~210)、ポリエチレングリコール300(平均分子量290~310)、ポリエチレングリコール400(平均分子量390~410)、ポリエチレングリコール600(590~610)が該当する。商品によってはポリエチレングリコール♯200のように、ポリエチレングリコールと数値の間に♯がつく場合がある。 In addition, the average molecular weight mentioned above shows the average molecular weight described in the Quasi-drug Raw Material Standard 2006, which 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 290 to 310), polyethylene glycol 400 (average molecular weight 390 to 410), polyethylene glycol 600 (590 to 610). ) Is applicable. Depending on the product, there may be a # between the polyethylene glycol and the numerical value, such as polyethylene glycol # 200.
(F)成分は、バイオレット抽出物、β-ダマセノン(CAS NO.23726-93-4)、ベンジルアルコール(CAS NO.100-51-6)、α-テルピネオール (CAS NO.98-55-5)、ジャスモン酸メチル(CAS NO.39924-52-2)、アニス油、及びフェンネル油から選ばれる1種又は2種以上の香料成分である。中でも、メントールの刺激のなさや清涼感の持続性の点で、特にバイオレット抽出物、β-ダマセノンが好適である。 In this invention, it is preferable to mix | blend (F) component with the said (C) and (D) component further, the irritation | stimulation of menthol can be suppressed by mix | blending (F) component, and a refreshing feeling is maintained. Can be improved.
Component (F) is composed of violet extract, β-damasenone (CAS NO. 23726-93-4), benzyl alcohol (CAS NO. 100-51-6), α-terpineol (CAS NO. 98-55-5) , One or more perfume ingredients selected from methyl jasmonate (CAS NO. 39924-52-2), anise oil, and fennel oil. Of these, violet extract and β-damasenone are particularly preferred from the viewpoint of the absence of irritation of menthol and the persistence of the refreshing feeling.
(i)バイオレット抽出物
バイオレット抽出物には、バイオレットフラワーコンクリート、バイオレットフラワーアブソリュート、又はバイオレットフラワーアブソリュートを蒸留して得られるオイル、バイオレットリーフコンクリート、バイオレットリーフアブソリュート、又はバイオレットリーフアブソリュートを蒸留して得られるオイルなど、いくつかの種類があり、いずれのものも使用できるが、特にバイオレットリーフアブソリュートがバイオレット抽出物の中では好適である。
バイオレット抽出物としては、市販品を使用でき、例えばシャラボ株式会社製やヴェ・マン・フィス香料株式会社製のバイオレットリーフアブソリュートなどを使用することができる。 Details of the component (F) are shown below.
(I) Violet extract The violet extract is obtained by distilling violet flower concrete, violet flower absolute, or oil obtained by distilling violet flower absolute, violet leaf concrete, violet leaf absolute, or violet leaf absolute. There are several types, such as oil, any of which can be used, but violet leaf absolute is particularly preferred among violet extracts.
As the violet extract, a commercially available product can be used. For example, a violet leaf absolute manufactured by Charabo Co., Ltd. or Ve Man Fis Fragrance Co., Ltd. can be used.
具体的に抽出物としては、生又は乾燥した植物をそのまま、あるいは粉砕した植物粉末を原料として用い、公知の抽出方法にて通常の条件で抽出すればよい。抽出溶媒としては、植物の抽出溶媒として用いられるものであれば特に制限はなく、例えば水、ヘキサン、二酸化炭素、1価アルコール、多価アルコール、又はこれらの混合物等を使用できる。溶媒として具体的には、水、メタノール、エタノール、イソプロパノール等の低級1価アルコール、エチレングリコール、ポリエチレングリコール、プロピレングリコール、ポリプロピレングリコール、1,3-ブチレングリコール等の多価アルコールなどが挙げられ、これらは1種を単独で、又は2種以上を組み合わせて使用できる。 Here, the extract is a plant body extracted with water and / or an organic solvent such as ethanol. Generally, extract, oleoresin, resinoid, concrete, and absolute correspond to the extract, and these should be used. Can do.
Specifically, as an extract, a raw or dried plant may be used as it is, or a pulverized plant powder may be used as a raw material, and extraction may be performed under a normal condition by a known extraction method. The extraction solvent is not particularly limited as long as it is used as a plant extraction solvent. For example, water, hexane, carbon dioxide, monohydric alcohol, polyhydric alcohol, or a mixture thereof can be used. Specific examples of the solvent include lower monohydric alcohols such as water, methanol, ethanol, and isopropanol, and polyhydric alcohols such as ethylene glycol, polyethylene glycol, propylene glycol, polypropylene glycol, and 1,3-butylene glycol. Can be used singly or in combination of two or more.
具体的には、市販品のβ-ダマセノン(曽田香料(株)製)などを使用できる。
(iii)ベンジルアルコール(CAS NO.100-51-6)
具体的には、市販品のベンジルアルコール(曽田香料(株)製)などを使用できる。
(iv)α-テルピネオール(CAS NO.98-55-5)
具体的には、市販品のα-テルピネオール(高砂香料工業(株)製)などを使用できる。 (Ii) β-Damasenone (CAS No. 23726-93-4)
Specifically, commercially available β-damasenone (manufactured by Iwata Fragrance Co., Ltd.) can be used.
(Iii) Benzyl alcohol (CAS No. 100-51-6)
Specifically, commercially available benzyl alcohol (manufactured by Iwata Fragrance Co., Ltd.) can be used.
(Iv) α-Terpineol (CAS No. 98-55-5)
Specifically, commercially available α-terpineol (manufactured by Takasago International Corporation) can be used.
ジャスモン酸メチルとしては、例えばジャスモン酸メチル,ジヒドロジャスモン酸メチル,エピジャスモン酸メチル,エピジヒドロジャスモン酸メチルなどがあり、いずれも使用できるが、中でも、香味発現を損なわずに、よりメントールの刺激や清涼感持続性を改善することから、エピジャスモン酸メチルがより好適である。
具体的には、市販品のエピジャスモン酸メチル(曽田香料(株)製)などを使用できる。 (V) Methyl jasmonate (CAS No. 39924-52-2)
Examples of methyl jasmonate include methyl jasmonate, methyl dihydrojasmonate, methyl epijasmonate, and methyl epidihydrojasmonate, and any of them can be used. Methyl epijasmonate is more preferred because it improves the refreshing feeling sustainability.
Specifically, commercially available products such as methyl epijasmonate (manufactured by Iwata Fragrance Co., Ltd.) can be used.
アニス油としては、セリ科のアニス(Pimpinella anisum)、モクレン科のスターアニス(Illicium verum)から得られる精油を用いることができ、例えば前記アニスの熟した果実を水蒸気蒸留して得られる精油を用いることができる。
アニス油としては、市販品を使用でき、例えばヴェ・マン・フィス香料株式会社製を使用することができる。 (Vi) Anise oil As anise oil, it is possible to use an essential oil obtained from Pimpinella anisum, a magnolia family star anise (Illicium verum). The resulting essential oil can be used.
As anise oil, a commercial item can be used, for example, a product made by Ve Man Fis Fragrance Co., Ltd. can be used.
フェンネル油としては、セリ科のフェンネル(Foeniculum var. vulgare)から得られる精油を用いることができ、例えば熟した果実を水蒸気蒸留して得られる精油を用いることができる。
フェンネル油としては、市販品を使用でき、例えばPayan Bertrand S.A.社製のフェンネル油などを使用することができる。 (Vii) Fennel oil As the fennel oil, an essential oil obtained from fennel (Feniculum var. Vulgare) of the ciraceae family can be used. For example, an essential oil obtained by steam distillation of a ripe fruit can be used.
Commercially available products can be used as the fennel oil, for example, Payan Bertrand S. A. Fennel oil made by the company can be used.
溶剤としては、通常、精製水が用いられ、配合量は通常60%以上である。 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, and sodium dihydrogen phosphate and sodium monohydrogen phosphate as pH adjusters in the vicinity thereof, Alternatively, it is preferable to use a combination of citric acid and sodium citrate.
As the solvent, purified water is usually used, and the blending amount is usually 60% or more.
着色料として、青色1号、緑色3号、黄色4号、赤色105号など安全性の高い水溶性色素を添加することができる。 Active ingredients include, for example, fungicides such as isopropylmethylphenol, tocopherol acetate, triclosan, cetylpyridinium chloride, anti-inflammatory agents such as tranexamic acid, epsilon-aminocaproic acid, dextranase, amylase, protease, mutanase, lysozyme, lysis Enzymes, enzymes such as lytechenzyme, fluorides such as sodium fluoride, sodium monofluorophosphate, stannous fluoride, vitamin C such as aluminum chlorohydroxy allantoin, allantoin, azulene, lysozyme chloride, ascorbic acid, dihydrocholesterol , Plant extracts such as glycyrrhetin salts, glycyrrhetinic acids, hydrocholesterol, chlorophyll, copper chlorophyllin sodium, thyme, ogon, clove, hamamelis, Rukon copper Karopeputaido, sodium polyphosphate, water-soluble inorganic phosphoric acid compounds, polyvinylpyrrolidone, sodium lauroyl sarcosinate, anti-tartar agents, anti-plaque agents, potassium nitrate, may be added to aluminum lactate and the like. In addition, these active ingredients can be mix | blended in effective amount in the range which does not prevent the effect of this invention.
As a colorant, a highly safe water-soluble pigment such as Blue No. 1, Green No. 3, Yellow No. 4, Red No. 105 can be added.
更に、下記成分を使用した。
L-メントール(メントールJP(商品名)、高砂香料工業(株)製)
バイオレット(バイオレットリーフ アブソリュート、シャラボ(株)製)
β-ダマセノン(曽田香料(株)製)
ベンジルアルコール(曽田香料(株)製)
α-テルピネオール(高砂香料工業(株)製)
エピジャスモン酸メチル(曽田香料(株)製)
アニス油(ヴェ・マン・フィス香料株式会社製)
フェンネル油(Payan Bertrand S.A社製)
3-(L-メントキシ)プロパン-1,2-ジオール
(クーリングエージェントCA10(商品名)、高砂香料工業(株)製)
なお、表中のPOEはポリオキシエチレンを示し、下記に示す%は特に断らない限りいずれも質量%を意味する。また、上記エマルジョンの組成を以下に示す。 For the preparation of the liquid oral composition of each example, polyoxyethylene (60) hydrogenated castor oil (manufactured by Nikko Chemicals, average added mole number of ethylene oxide 60), POE (80) hydrogenated castor oil (manufactured by Nikko Chemicals) , Average added mole number of ethylene oxide 80), emulsion (average particle size 200 nm, NET-TE-50, manufactured by Nikko Chemicals), glycerin (100%, manufactured by Sakamoto Pharmaceutical Co., Ltd.), propylene glycol (produced by Asahi Glass Co., Ltd.), Polyethylene glycol # 400 (manufactured by Lion Chemical Co., Ltd.), citric acid (manufactured by Fuso Chemical Co., Ltd.), and sodium citrate (manufactured by Fuso Chemical Co., Ltd.) were used. Further, polyoxyethylene (30) hydrogenated castor oil (manufactured by Nikko Chemicals Co., Ltd., average added mole number of ethylene oxide 30) and emulsion (comparative emulsion, average particle size 10 nm, Nikko Chemicals Co., Ltd.) were used as comparative examples.
Further, the following components were used.
L-Menthol (Menthol JP (trade name), manufactured by Takasago International Corporation)
Violet (Violet Leaf Absolute, manufactured by Charabo Corporation)
β-Damacenone (manufactured by Iwata Fragrance Co., Ltd.)
Benzyl alcohol (manufactured by Tomita Fragrance Co., Ltd.)
α-Terpineol (manufactured by Takasago International Corporation)
Methyl epijasmonate (manufactured by Kamata Fragrance Co., Ltd.)
Anise oil (manufactured by Ve Man Fis Fragrance Co., Ltd.)
Fennel oil (manufactured by Payan Bertrand SA)
3- (L-Mentoxy) propane-1,2-diol (Cooling Agent CA10 (trade name), manufactured by Takasago International Corporation)
In the table, POE represents polyoxyethylene, and the percentages shown below mean mass% unless otherwise specified. The composition of the emulsion is shown below.
モノミリスチン酸デカグリセリル 10%
トリ(カプリル・カプリン酸)グリセリル 50
グリセリン 15
水 25
合計 100% [Composition of emulsion (average particle size 200 nm)]
Decaglyceryl monomyristate 10%
Tri (Capryl / Capric Acid) Glyceryl 50
Glycerin 15
Water 25
Total 100%
モノラウリン酸デカグリセリル 10%
オリーブ油 50
グリセリン 15
水 25
合計 100%
グリセリン、半量の水、モノラウリン酸デカグリセリルを予備撹拌後、オリーブ油を加えて、ホモミキサーで撹拌し、最後に残りの水を加えて調製した。 [Composition and preparation method of comparative emulsion (average particle size 10 nm)]
Decaglyceryl monolaurate 10%
Olive oil 50
Glycerin 15
Water 25
Total 100%
After pre-stirring glycerin, half amount of water and decaglyceryl monolaurate, olive oil was added and stirred with a homomixer, and finally the remaining water was added.
[平均粒径の測定方法]
BECKMAN COULTER社製、動的光散乱光度計N5を用いて、エマルジョンを精製水で100倍に希釈し、セルに入れて25℃での平均粒径を測定した。 The average particle size 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, placed in a cell, and the average particle size at 25 ° C. was measured.
表1~6に示す組成の液体口腔用組成物(洗口剤)を常法により調製し、最後にエマルジョンを分散させ、下記評価を行った。結果を表1~6に示す。 [Experimental Example 1]
Liquid oral compositions (mouth washes) having the compositions shown in Tables 1 to 6 were prepared by a conventional method, and finally the emulsion was dispersed and evaluated as follows. The results are shown in Tables 1-6.
サンプルの液体口腔用組成物を満注量450mlのPET容器(ポリエチレンテレフタレート容器 吉野工業所製)に450ml充填し、50℃の恒温槽に3ヶ月保存後、又は-10℃の恒温槽に3ヶ月保存後の安定性について、対照品(実施例1の製造直後品)との比較で下記基準に則り、目視判定した。
外観安定性(50℃、3ヶ月)の評価基準
◎:製剤の色調に変化が認められない。
○:僅かに製剤の色調の退色が進んでいるが問題ないレベルである。
△:製剤の色調の退色が進んでいる。
×:対照品と比較しなくても著しく製剤の色調が退色している。
なお、上記評価及び下記評価において退色が進むとは、製剤の調製直後の色調が白色であったものが透明に退色していく状態であり、その原因は、詳細は不明であるが、製剤中の遊離活性剤による可溶化と考えられる。
外観安定性(-10℃、3ヶ月)の評価基準
◎:変化が認められない。
○:ごく僅かに分離が見られるが問題ないレベルである。
△:分離が進んでいる。
×:かなりの分離が認められ、製剤の色調の退色も進んでいる。 Appearance stability evaluation:
Fill the sample liquid oral composition into a 450 ml PET container (polyethylene terephthalate container, manufactured by Yoshino Kogyo) and store it in a 50 ° C thermostatic bath for 3 months or in a -10 ° C thermostatic bath for 3 months The stability after storage was visually determined according to the following criteria in comparison with the control product (the product immediately after production in Example 1).
Evaluation criteria for appearance stability (50 ° C., 3 months) A : No change is observed in the color tone of the preparation.
○: Although the fading of the color tone of the preparation is progressing slightly, it is a level at which there is no problem.
Δ: Fading of the color tone of the preparation is progressing.
X: The color tone of the preparation is remarkably faded without comparison with the control product.
In the above evaluation and the following evaluation, fading progresses is a state in which the color tone immediately after preparation of the preparation is white, and the color fades transparently, the cause of which is unknown in detail, This is considered to be solubilized by the free active agent.
Evaluation criteria for appearance stability (−10 ° C., 3 months) A : No change is observed.
○: Slight separation is observed, but there is no problem.
Δ: Separation is progressing.
X: Considerable separation is observed, and the color tone of the preparation is also fading.
表1~6の液体口腔用組成物について、洗口中のメントールの刺激感、また、洗口後の清涼感の持続性、滞留実感、ベタツキ感を下記方法で評価した。結果を表1~6に示す。
評価方法:
被験者10名で、サンプル(液体口腔用組成物)10mlを口に含み、30秒間すすいだ後、洗口時のメントールの刺激のなさ、製剤を使用して洗口し10分後の清涼感の持続性、滞留実感、及びベタツキ感のなさについて下記の4又は5段階で評価し、10名の平均点を次の基準に従い、判定した。 [Experimental example 2]
With respect to the liquid oral compositions shown in Tables 1 to 6, the menthol irritation feeling during mouth washing, the persistence of the refreshing feeling after mouth washing, the actual feeling of stay, and the stickiness were evaluated by the following methods. The results are shown in Tables 1-6.
Evaluation methods:
10 subjects, 10 ml of sample (liquid oral composition) in their mouth, rinsed for 30 seconds, no menthol irritation at the time of mouthwashing, refreshing feeling after 10 minutes of mouthwashing using the preparation The sustainability, the actual feeling of stay, and the lack of stickiness were evaluated in the following 4 or 5 stages, and the average score of 10 persons was determined according to the following criteria.
評点基準
5点:刺激が非常に弱い
4点:刺激がかなり弱い
3点:刺激が弱い
2点:刺激が強い
1点:刺激が非常に強い
評価基準
◎ :平均点4.5点以上 5.0点以下
○~◎:平均点3.5点以上 4.5点未満
○ :平均点3.0点以上 3.5点未満
△ :平均点2.0点以上 3.0点未満
× :平均点1.0点以上 2.0点未満 (A) Mentor stimulation criteria 5 points: very weak 4 points: very weak 3 points: weak 2 points: strong stimulus 1 point: very strong stimulus ◎: Average score 4.5 points or more 5.0 points or less ○ ~ ◎: Average point 3.5 points or more and less than 4.5 points ○: Average point 3.0 points or more and less than 3.5 points △: Average point 2.0 points or more 3 Less than 0 x: Average score of 1.0 point or more and less than 2.0 point
評点基準
5点:清涼感の持続性を非常に感じる
4点:清涼感の持続性をかなり感じる
3点:清涼感の持続性を感じる
2点:清涼感の持続性をほとんど感じない
1点:清涼感の持続性を感じない
評価基準
◎ :平均点4.5点以上 5.0点以下
○~◎:平均点3.5点以上 4.5点未満
○ :平均点3.0点以上 3.5点未満
△ :平均点2.0点以上 3.0点未満
× :平均点1.0点以上 2.0点未満 (B) Criteria for maintaining a refreshing feeling 5 points: Feeling the sustainability of the refreshing feeling very much 4 points: Feeling the sustainability of the refreshing feeling considerably 3 points: Feeling the sustainability of the refreshing feeling 2 points: Continuing the feeling of cooling 1 point: Evaluation criteria for not feeling the refreshing sensation ◎: Average point 4.5 points or more 5.0 points or less ○ ~ ◎: Average point 3.5 points or more and less than 4.5 points ○: Average point 3.0 point or more and less than 3.5 point △: Average point 2.0 point or more and less than 3.0 point ×: Average point 1.0 point or more and less than 2.0 point
評点基準
4点:洗口剤の口中残留感を非常に感じる
3点:洗口剤の口中残留感を感じる
2点:洗口剤の口中残留感をほとんど感じない
1点:洗口剤の口中残留感を感じない
評価基準
◎:平均点3.5点以上 4.0点以下
〇:平均点3.0点以上 3.5点未満
△:平均点2.0点以上 3.0点未満
×:平均点1.0点以上 2.0点未満 (C) Retention feeling
Grade criteria : 4 points: Feeling of mouthwash residue very much 3 points: Feeling mouthwash residue remaining 2 points: Feeling of mouthwash residue remaining almost 1 point: mouthwash mouth feel I don't feel any residual
Evaluation criteria A : Average point 3.5 points or more and 4.0 points or less ◯: Average point 3.0 points or more and less than 3.5 points △: Average point 2.0 points or more and less than 3.0 points ×: Average point 1. 0 points or more and less than 2.0 points
評点基準
4点:ベタツキ感を感じない
3点:ベタツキ感をほとんど感じない
2点:ベタツキ感を感じる
1点:ベタツキ感を非常に感じる
評価基準
◎:平均点3.5点以上 4.0点以下
〇:平均点3.0点以上 3.5点未満
△:平均点2.0点以上 3.0点未満
×:平均点1.0点以上 2.0点未満 (D) Stickiness
Grade standard : 4 points: no stickiness 3 points: almost no stickiness 2 points: feels sticky 1 point: feels very sticky
Evaluation criteria A : Average point 3.5 points or more and 4.0 points or less ◯: Average point 3.0 points or more and less than 3.5 points △: Average point 2.0 points or more and less than 3.0 points ×: Average point 1. 0 points or more and less than 2.0 points
**:*のノニオン性界面活性剤総量/エマルジョン中に含まれるトリ脂肪酸グリセリル量(以下、同様)。
**: Total amount of nonionic surfactant of * / amount of tri-fatty acid glyceryl contained in the emulsion (hereinafter the same).
Claims (10)
- エタノールを実質的に含有しない液体口腔用組成物に、
(A)エチレンオキサイドの平均付加モル数が40~100モルのポリオキシエチレン硬化ヒマシ油、
(B)(B-1)デカグリセリンモノ脂肪酸エステル、(B-2)トリ脂肪酸グリセリル、(B-3)グリセリン、及び水からなる平均粒径50~500nmのエマルジョン、
(C)L-メントール、
(D)3-(L-メントキシ)プロパン-1,2-ジオール、
(E)グリセリン、プロピレングリコール、及び平均分子量190~630のポリエチレングリコールから選ばれる少なくとも1種の多価アルコール
を配合したことを特徴とする液体口腔用組成物。 To 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,
(B) (B-1) decaglycerin monofatty acid ester, (B-2) trifatty acid glyceryl, (B-3) glycerin, and an emulsion having an average particle size of 50 to 500 nm,
(C) L-menthol,
(D) 3- (L-menthoxy) propane-1,2-diol,
(E) A liquid oral composition comprising glycerin, propylene glycol, and at least one polyhydric alcohol selected from polyethylene glycol having an average molecular weight of 190 to 630. - {(A)成分と(B-1)デカグリセリンモノ脂肪酸エステルとの合計量}/{(B-2)トリ脂肪酸グリセリル量}の質量比を0.77~1.87とし、かつ(E)成分の配合量を5~15質量%としたことを特徴とする請求項1記載の液体口腔用組成物。 The mass ratio of {(A) component and (B-1) decaglycerin monofatty acid ester} / {(B-2) trifatty acid glyceryl amount} is 0.77 to 1.87, and (E) The liquid oral composition according to claim 1, wherein the amount of the component is 5 to 15% by mass.
- (A)成分のポリオキシエチレン硬化ヒマシ油と(B-1)成分のデカグリセリンモノ脂肪酸エステルとの合計配合量が、組成物全体の0.18~0.49質量%であることを特徴とする請求項1又は2記載の液体口腔用組成物。 The total blending amount of the polyoxyethylene hydrogenated castor oil as the component (A) and the decaglycerin monofatty acid ester as the component (B-1) is 0.18 to 0.49% by mass of the whole composition. The composition for liquid oral cavity according to claim 1 or 2.
- (B-1)成分のデカグリセリンモノ脂肪酸エステルの脂肪酸の炭素数が12~16であり、(B-2)成分のトリ脂肪酸グリセリルの脂肪酸の炭素数が6~12である請求項1~3のいずれか1項記載の液体口腔用組成物。 The fatty acid of the decaglycerin monofatty acid ester of component (B-1) has 12 to 16 carbon atoms, and the fatty acid of the trifatty acid glyceryl of component (B-2) has 6 to 12 carbon atoms. The composition for liquid oral cavity of any one of these.
- 組成物中のエタノール含有量が100ppm以下である請求項1~4のいずれか1項記載の液体口腔用組成物。 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.
- 更に、(F)バイオレット抽出物、β-ダマセノン、ベンジルアルコール、α-テルピネオール、ジャスモン酸メチル、アニス油、及びフェンネル油から選ばれる少なくとも1種を配合した請求項1~5のいずれか1項記載の液体口腔用組成物。 6. The composition according to claim 1, further comprising (F) at least one selected from violet extract, β-damasenone, benzyl alcohol, α-terpineol, methyl jasmonate, anise oil, and fennel oil. Liquid oral composition.
- (F)成分を0.001~500ppm配合した請求項6記載の液体口腔用組成物。 The liquid oral composition according to claim 6, wherein 0.001 to 500 ppm of component (F) is blended.
- エタノールを実質的に含有しない液体口腔用組成物の製造方法であって、
(A)エチレンオキサイドの平均付加モル数が40~100モルのポリオキシエチレン硬化ヒマシ油、
(C)L-メントール、
(D)3-(L-メントキシ)プロパン-1,2-ジオール、及び
(E)グリセリン、プロピレングリコール、及び平均分子量190~630のポリエチレングリコールから選ばれる少なくとも1種の多価アルコールを配合した後、(B)(B-1)デカグリセリンモノ脂肪酸エステル、(B-2)トリ脂肪酸グリセリル、(B-3)グリセリン、及び水からなる平均粒径50~500nmのエマルジョンを添加することを特徴とする前記液体口腔用組成物の製造方法。 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,
After blending (D) 3- (L-menthoxy) propane-1,2-diol and (E) glycerin, propylene glycol, and at least one polyhydric alcohol selected from polyethylene glycol having an average molecular weight of 190 to 630 And (B) (B-1) decaglycerin monofatty acid ester, (B-2) trifatty acid glyceryl, (B-3) glycerin, and an emulsion having an average particle size of 50 to 500 nm. A method for producing the liquid oral composition. - 組成物中のエタノール含有量が100ppm以下である請求項8記載の製造方法。 The production method according to claim 8, wherein the ethanol content in the composition is 100 ppm or less.
- 上記(A)、(C)~(E)成分を配合すると共に、(F)バイオレット抽出物、β-ダマセノン、ベンジルアルコール、α-テルピネオール、ジャスモン酸メチル、アニス油、及びフェンネル油から選ばれる少なくとも1種を配合した後、上記(B)成分のエマルジョンを添加する請求項8又は9記載の製造方法。 In addition to blending the above components (A), (C) to (E), (F) at least selected from violet extract, β-damasenone, benzyl alcohol, α-terpineol, methyl jasmonate, anise oil, and fennel oil The method according to claim 8 or 9, wherein the emulsion of the component (B) is added after blending one kind.
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CN201180015720.XA CN102811702B (en) | 2010-03-19 | 2011-03-14 | Liquid oral composition and method for producing same |
JP2012505657A JP5690811B2 (en) | 2010-03-19 | 2011-03-14 | Liquid oral composition and method for producing the same |
KR1020127025933A KR101790809B1 (en) | 2010-03-19 | 2011-03-14 | Liquid oral composition and method for producing same |
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KR (1) | KR101790809B1 (en) |
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WO2013099621A1 (en) * | 2011-12-26 | 2013-07-04 | ライオン株式会社 | Oral composition |
JP2014051445A (en) * | 2012-09-06 | 2014-03-20 | Lion Corp | Two layer separation type liquid composition for oral cavity |
JP2015205836A (en) * | 2014-04-21 | 2015-11-19 | ライオン株式会社 | Liquid oral composition and low-temperature stabilization method of allantoin or derivative thereof in composition |
JP2016150927A (en) * | 2015-02-19 | 2016-08-22 | ライオン株式会社 | Oral composition |
KR20160145601A (en) | 2014-04-21 | 2016-12-20 | 라이온 가부시키가이샤 | Liquid composition for oral use and method for improving resilience to freezing thereof |
JP2017184636A (en) * | 2016-04-01 | 2017-10-12 | 長谷川香料株式会社 | Emulsion composition and powder composition |
JP2019216614A (en) * | 2018-06-15 | 2019-12-26 | 国立研究開発法人農業・食品産業技術総合研究機構 | Menthol stimulation inhibitor and stimulation inhibition method |
JP2020070263A (en) * | 2018-11-01 | 2020-05-07 | ライオン株式会社 | Liquid composition for oral cavity |
JP2020105095A (en) * | 2018-12-27 | 2020-07-09 | 小林製薬株式会社 | Composition for oral cavity |
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CN112675058A (en) * | 2020-12-31 | 2021-04-20 | 泰州市榕兴医疗用品股份有限公司 | Antibacterial and cool oral cleaning composition and application thereof |
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Also Published As
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KR101790809B1 (en) | 2017-11-20 |
MY157740A (en) | 2016-07-15 |
CN102811702A (en) | 2012-12-05 |
CN102811702B (en) | 2014-10-08 |
KR20130050282A (en) | 2013-05-15 |
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JP5690811B2 (en) | 2015-03-25 |
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