WO2011114773A1 - 乳化組成物 - Google Patents
乳化組成物 Download PDFInfo
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- WO2011114773A1 WO2011114773A1 PCT/JP2011/051191 JP2011051191W WO2011114773A1 WO 2011114773 A1 WO2011114773 A1 WO 2011114773A1 JP 2011051191 W JP2011051191 W JP 2011051191W WO 2011114773 A1 WO2011114773 A1 WO 2011114773A1
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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
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
- A61K8/062—Oil-in-water emulsions
-
- 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
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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
- A61K8/342—Alcohols having more than seven atoms in an unbroken chain
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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
- A61K8/37—Esters of carboxylic acids
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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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
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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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/416—Quaternary ammonium compounds
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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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
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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
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
Definitions
- the present invention relates to an emulsion composition used for an emulsion cosmetic and the like. More specifically, the present invention relates to an emulsion composition and an emulsion cosmetic in which the viscosity of the emulsion composition does not decrease over time without blending salts in the emulsion composition involving ⁇ -gel.
- the temporal stability is one of the important factors, but a tendency is observed that the viscosity of the emulsion composition decreases with time.
- Patent Document 1 is an invention by the present applicant and discloses a gel composition and a cream composition using an ⁇ -gel composed of a higher alcohol, a long chain acyl sulfonate type anionic surfactant and water. It is done.
- the viscosity stability of the composition over time has been established as a technique of blending salts with ascorbic acid 2-glucoside.
- Patent Document 2 is an invention by the applicant of the present invention, and is a specific cream using an ⁇ -gel composed of a higher alcohol having an average alkyl chain length of 18 or more, a long chain acyl sulfonate type anionic surfactant and water.
- a composition is disclosed.
- a polar oil having a molecular weight of 400 or less is further incorporated as an essential component, and in the composition, a polar oil having a molecular weight of 400 or less is involved in viscosity stability over time.
- the present invention is a novel emulsifying composition involving an ⁇ -gel consisting of a specific component, wherein the viscosity of the emulsifying composition does not decrease over time without intentionally mixing salts with ascorbic acid 2-glucoside or the like. It is an object of the present invention to provide a novel emulsion composition and emulsion cosmetic which are excellent in stability over time, and which provide a method of stabilizing the viscosity without decreasing the viscosity over time. It is a thing.
- the present invention contains the following components (A) to (E), and the compounding amount of the (B) component is 1 to 15 times in molar ratio to the compounding amount of the (C) component
- An emulsion composition characterized by the present invention is provided.
- the present invention provides the above-mentioned emulsion composition characterized in that the component (B) is a long chain acyl sulfonate type anionic surfactant represented by the following general formula (I): It is [Chemical formula 1] R 1 CO-a- (CH 2 ) n SO 3 M 1 (I) [In the formula (I), R 1 CO— represents a saturated or unsaturated fatty acid residue (acyl group) having an average carbon number of 10 to 22; a represents —O— or —NR 2 — (where R 2 is Represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms); M 1 represents a hydrogen atom, an alkali metal, an alkaline earth metal, ammonium or an organic amine; n is 1 to 3 Indicates an integer]
- the present invention provides the above-mentioned emulsion composition, wherein the component (B) is N-stearoyl-N-methyl taurine salt.
- the present invention also provides the above-mentioned emulsion composition, wherein the component (B) is N-acyl-L-glutamate.
- the present invention provides the above emulsion composition, wherein the cationic surfactant of the component (C) is a dialkyl quaternary ammonium salt and / or a monoalkyl quaternary ammonium salt. It is
- the present invention also provides the above-mentioned emulsion composition, wherein the pH of the above-mentioned emulsion composition is 3 to 11.
- the present invention provides the above-mentioned emulsion composition, wherein the above-mentioned emulsion composition is an emulsion cosmetic.
- the viscosity of the emulsion composition can be obtained by using the cationic compound even without blending salts such as ascorbic acid 2-glucoside etc. It is possible to provide a novel emulsion composition and an emulsion cosmetic which are extremely excellent in stability over time, which does not decrease with time.
- the compounding amount of the cationic compound compounded as a stabilizer of viscosity over time also has the effect of exerting the effect with a smaller amount of compounding than the salts of ascorbic acid 2-glucoside and the like.
- the remarkable temporal stability in which the viscosity does not decrease with time according to the present invention is also an excellent effect exerted over a wide pH range without being affected by the pH of the composition.
- the higher aliphatic alcohol of the component (A) is a component constituting an ⁇ -gel together with the anionic surfactant of the component (B) described later and the water of the component (D).
- the emulsion composition of the present invention is an oil-in-water emulsion composition which forms an ⁇ -gel and uses it as an external phase as an internal phase, and is suitably used for a cream, an emulsion, etc. Emulsion composition.
- the higher aliphatic alcohol used in the present invention is not particularly limited as long as it can be used in the field of cosmetics.
- dodecanol lauryl alcohol
- tridecanol tridecanol
- tetradecanol myristyl alcohol
- heptadecanol octadecanol
- Stearyl alcohol nonadecanol
- icosanol ( arachyl alcohol)
- the component (A) can be used alone or in combination of two or more.
- a combination of stearyl alcohol and behenyl alcohol is preferred.
- the higher aliphatic alcohol preferably has an average alkyl chain length of 18 or more obtained by arithmetic mean. If the average chain length is less than 18, the melting point of the emulsion composition of the present invention may be lowered, and the high temperature stability may not be sufficient.
- the suitable upper limit of average alkyl chain length is not specifically limited, It is preferable to set it as the alkyl chain 22 grade.
- the blending amount of the higher aliphatic alcohol is preferably 0.1 to 20% by mass, more preferably 1.0 to 10% by mass, based on the total amount of the emulsion composition.
- the component (A) can be used alone or in combination of two or more.
- the anionic surfactant of the component (B) is a component constituting an ⁇ -gel together with the higher aliphatic alcohol of the component (A) and water of the component (D) described later.
- the anionic surfactant used in the present invention is, for example, fatty acid soap (eg, sodium laurate, sodium palmitate, etc.); higher alkyl sulfate ester salt (eg, sodium lauryl sulfate, potassium lauryl sulfate etc.); alkyl ether sulfuric acid Ester salts (eg, POE-lauryl sulfate triethanolamine, POE-sodium lauryl sulfate, etc.); N-acyl sarcosic acids (eg, lauroyl sarcosine sodium etc.); higher fatty acid amido sulfonates (eg, N-myristoyl-N- Sodium methyltaurine, coconut oil fatty acid methyltaurine sodium, lauryl methyltaurine sodium etc .; phosphoric acid ester salt (POE-oleyl ether sodium phosphate, POE-stearyl ether phosphoric acid etc.); Salts (eg, sodium di
- long chain acyl sulfonate type anionic surfactants represented by the following general formula (I).
- R 1 CO— represents a saturated or unsaturated fatty acid residue (acyl group) having an average of 10 to 22 carbon atoms.
- R 1 CO preferably has an average number of carbon atoms of 12 to 22 from the viewpoint of safety and the like.
- a represents -O- or -NR- (wherein R represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms). These are electron donating groups. As a, -O-, -NH- and -N (CH 3 )-are preferable.
- M 1 represents a hydrogen atom, an alkali metal, an alkaline earth metal, an ammonium or an organic amine.
- M 1 include lithium, potassium, sodium, calcium, magnesium, ammonium, monoethanolamine, diethanolamine, triethanolamine, sodium taurine, sodium N-methyl taurine and the like.
- N represents an integer of 1 to 3;
- a compound in which a represents -O-, that is, a long-chain acyl isethionate type anionic surfactant, is cocoyl isethionate, stearoyl isethionate, lauryl isethionate , Myristoyl isethionate and the like are exemplified.
- acyl taurine salt type anionic surfactants include N-lauroyl taurine salt, N-cocoyl-N-ethanol taurine salt, N -Myristoyl taurine salt, N-stearoyl taurine salt and the like are exemplified.
- N-stearoyl-N-methyl taurine salt Particularly preferred as a long chain acyl sulfonate type anionic surfactant is N-stearoyl-N-methyl taurine salt. More specifically, sodium N-stearoyl-N-methyl taurine is preferred.
- N-acyl-L-glutamic acid salt is also particularly preferable as the component (B). More specifically, sodium N-acyl-L-glutamate is preferred.
- the compounding amount of the anionic surfactant is preferably 0.01% by mass to 2.0% by mass with respect to the total amount of the emulsion composition. More preferably, it is 0.1 to 1.5% by mass.
- the component (B) can be used alone or in combination of two or more.
- the blending amount of the component (B) should be 1 to 15 times the molar amount of the blending amount of the component (C).
- the blending amount of the component (B) / the blending amount of the component (C) is 1 to 6 times in molar ratio.
- the cationic surfactant is a component which is blended to suppress the decrease in viscosity of the emulsion composition of the present invention with time, and functions as a viscosity reducing agent.
- the cationic surfactant used in the present invention is, for example, alkyl trimethyl ammonium salt (eg stearyl trimethyl ammonium chloride, lauryl trimethyl ammonium chloride etc.); alkyl pyridinium salt (eg cetyl pyridinium chloride etc.); distearyl dimethyl ammonium chloride Dialkyldimethyl ammonium salt; Poly (N, N'-dimethyl-3,5-methylene piperidinium chloride); Alkyl quaternary ammonium salt; alkyl dimethyl benzyl ammonium salt; alkyl isoquinolinium salt; dialkyl morpholinium salt; POE-alkylamines; alkylamine salts; polyamine fatty acid derivatives; amyl alcohol fatty acid derivatives; benzalkonium chloride; benzethonium chloride and the like.
- alkyl trimethyl ammonium salt eg stearyl trimethyl ammonium chloride, lauryl tri
- dialkyl quaternary ammonium salts and monoalkyl quaternary ammonium salts. More specifically, distearyldimethyl ammonium chloride is most preferable as the dialkyl type quaternary ammonium salt. Further, as the monoalkyl quaternary ammonium salt, an alkyltrimethyl ammonium chloride solution is most preferable. Specifically, behenyltrimethylammonium chloride, lauryltrimethylammonium chloride and stearyltrimethylammonium chloride can be mentioned, and behenyltrimethylammonium chloride is most preferable.
- the compounding amount of the cationic surfactant is preferably 0.01 to 1.2% by mass, more preferably 0.05 to 0.5% by mass, based on the total amount of the emulsion composition. .
- this compounding amount it is necessary to mix as much as 2 to 5% by mass of ascorbic acid 2-glucoside, which is a salt functioning as a viscosity reducing inhibitor in Patent Document 1, but the component (C) is extremely small.
- the compounding amount is sufficient, and the inventive step of the present invention also exists in this respect.
- the component (C) may be used alone or in combination of two or more.
- the blending amount of the component (B) should be 1 to 15 times the molar amount of the blending amount of the component (C).
- the component (C) is a dialkyl type quaternary ammonium salt
- the blending amount of the component (B) / the blending amount of the component (C) is 1 to 6 times in molar ratio
- the component (C) is In the case of the monoalkyl quaternary ammonium salt
- the blending amount of the component (B) / the blending amount of the component (C) is 1 to 4 times by molar ratio.
- water used in the present invention is a component constituting an ⁇ -gel together with the higher aliphatic alcohol of the component (A) and the anionic surfactant of the component (B).
- the aqueous phase of the outer phase is constituted, and it becomes the water component of the oil-in-water emulsion composition.
- component (B) in the coexistence with water (component (D)), component (B) together with component (A) forms an association consisting of a lamellar bimolecular film, so-called ⁇ -gel state I am taking ⁇ -gel dissolves higher aliphatic alcohol and anionic surfactant at high temperature, mixes with water and then cools, or melts higher aliphatic alcohol at high temperature and dissolves anionic surfactant It is a white, high-viscosity gel obtained by mixing and cooling with water. Then, the emulsion composition of the present invention can be produced by mixing the ⁇ -gel and the oil component (E) component to produce an oil-in-water emulsion composition by a conventional method.
- the ⁇ -gel used in the present invention and the emulsion composition of the present invention must have a melting point of 60 ° C. or higher, preferably 65 ° C. or higher.
- Cream compositions in particular cream compositions used as cosmetics, are required not to change in state from low temperature to high temperature, and it is necessary that stability can be maintained particularly on the high temperature side.
- the ⁇ -gel constituting the present invention has a melting point, and the viscosity reduction occurs at a temperature above the melting point, and when it is stored for a long time, finally, components with different specific gravities are completely separated.
- an ⁇ -gel formed from a higher aliphatic alcohol and an anionic surfactant and water generally exhibits a single melting point of its component higher aliphatic alcohol and surfactant.
- the higher aliphatic alcohol / anionic surfactant ratio is smaller, the melting point of the ⁇ -gel gradually changes to a higher temperature as the higher aliphatic alcohol ratio increases, and the higher aliphatic alcohol / anionic surfactant It is known that the melting point does not change when the ratio reaches 3: 1.
- FIG. 6 of Patent Document 1 shows the results of measuring the melting point and transition point of an ⁇ -gel sample when the molar ratio of behenyl alcohol and sodium N-stearoyl-N-methyl taurine was changed using DSC. ing.
- the abscissa represents the molar ratio of higher alcohol / N-stearoyl-N-methyltaurine sodium (SMT), and the ordinate represents the temperature (° C.).
- SMT N-stearoyl-N-methyltaurine sodium
- the ordinate represents the temperature (° C.).
- the endothermic peak of the sample obtained by mixing the higher alcohol, both of the surfactant and the water is higher than the endothermic peak obtained with the sample dissolved or dispersed in water alone.
- the desirable molar ratio of component (A): component (B) in the ⁇ -gel used in the present invention and the emulsion composition of the present invention using it in the external phase is 3: 1 or more, ie, (A) /
- the molar ratio of (B) is preferably 3 or more, more preferably 4: 1 or more, and particularly preferably 4: 1 to 10: 1.
- the molar ratio is less than 3: 1, the melting point of the ⁇ -gel is not sufficiently increased, and the high temperature stability is not sufficient.
- crystals of the higher alcohol coexisting in excess of 10: 1 grow, which may cause destabilization of the ⁇ -gel, which is not desirable.
- the blending amount of water may be 1% by mass or more based on the total amount of the emulsion composition. It is preferably blended in an amount of 30 to 90% by mass, more preferably 50 to 90% by mass.
- the oil used in the present invention is the oil of the internal phase that constitutes the oil-in-water emulsion composition.
- the emulsion composition of the present invention can be prepared by adding the oil component (E) to the components of the ⁇ -gel composition. In this case, the components (A) and (B) are melted at high temperature, mixed with the component (D) and cooled, and then the component (C) is blended, and then the component (E) is added.
- oil component used for this invention is not specifically limited, It can select in the range which does not impair stability out of what is generally used for cosmetics.
- oil components hydrocarbon oils, polar oils such as ester oils, silicone oils, liquid fats and oils and the like are preferable.
- hydrocarbon oil liquid paraffin, squalane, squalene, paraffin, isoparaffin, ceresin and the like can be used.
- silicone oils examples include linear silicones such as dimethylpolysiloxane, methylphenylpolysiloxane and methylhydrogenpolysiloxane; cyclic silicones such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane and dodecamethylcyclohexasiloxane; Examples thereof include silicone resin, silicone rubber and the like which form a network structure.
- polar oils such as ester oils, pentaerythrityl tetraethylhexanoate, cetyl ethylhexanoate, jojoba oil, lauroyl glutamic acid di (phytosteryl / octyldodecyl), triisostearin, glyceryl diisostearate, triethylhexanoin, dimerdilinoleic acid ( Phytosteryl / behenyl), dimerdilinoleic acid (phytosteryl / isostearyl / cetyl / stearyl / behenyl), isopropyl palmitate, macadamia nut fatty acid phytosteryl, tetra (behenic acid / benzoic acid / ethylhexanoic acid) pentaerythrityl, ethylhexyl palmitate, Myristyl myristate, tripropy
- liquid oil As liquid oil, linseed oil, camellia oil, macadamia nut oil, corn oil, mink oil, olive oil, avocado oil, sasanka oil, castor oil, safflower oil, sunflower oil, almond oil, rapeseed oil, rapeseed oil, sesame oil, soybean oil, peanut oil Oil, triglycerin, glycerin trioctanoate, glycerin triisopalmitate and the like.
- the blending amount of the oil is not particularly limited, but it is preferable to blend in an amount of about 5 to 30% by mass with respect to the total amount of the emulsion composition. If it is less than 5% by mass, the usefulness for the skin as an emulsified composition may not be sufficiently exhibited, while if it is more than 30% by mass, instability due to coalescence of oil particles may occur, and oily use It tends to be a feeling.
- the component (E) can be used alone or in combination of two or more.
- the emulsified composition of the present invention can prevent its viscosity from decreasing with time. Furthermore, there is no separation of water and good stability is exhibited. This is considered to be due to the following reasons. That is, in the ⁇ -gel, water can be present in two places. First of all, the ⁇ -gel can take water between the hydrophilic groups of the bilayer membrane. The distance between the hydrophilic groups of the bimolecular film is about several 1 to several 10 nm. The water between the hydrophilic groups is considered to be equilibrated water that is not likely to be separated even by long-term storage. Second, water can be retained in the matrix of the ⁇ -gel. The ⁇ -gel forms a fine matrix, and it is possible to pool and hold water in the matrix. It is believed that this matrix changes its state due to coexisting components and the like, and depending on the conditions, water may be separated, which may cause destabilization.
- various components generally used for cosmetics can be blended in the range which does not impair the stability of the emulsion composition of the present invention.
- these components include monohydric alcohols, polyhydric alcohols, water-soluble polymers, sequestering agents, antioxidants, perfumes, dyes, powders and the like, but are not limited to these examples.
- the emulsion composition of the present invention is an oil-in-water emulsion composition and is prepared according to a conventional method, for example, skin care cosmetics such as emulsions, moisturizing creams, massage creams, cleansing creams and essences; hair care cosmetics such as hair creams: sunscreen Sunscreen cosmetics such as body creams; Body care cosmetics such as body creams; Makeup cosmetics such as cream foundations; Washing agents such as rinses etc.
- skin care cosmetics such as emulsions, moisturizing creams, massage creams, cleansing creams and essences
- hair care cosmetics such as hair creams: sunscreen Sunscreen cosmetics such as body creams; Body care cosmetics such as body creams; Makeup cosmetics such as cream foundations; Washing agents such as rinses etc.
- Viscosity and pH The viscosity of the emulsified composition was measured at 30 ° C. using a B-type viscometer (rotor No. 3, rotor rotational speed 12 rpm). The pH of the emulsified composition was measured using a pH tester (HORIBA pH METER F-13).
- ⁇ Judgment criteria for stability> (Viscosity change after 1 month storage)
- ⁇ The viscosity of the sample after storage divided by the viscosity of the sample immediately after preparation is 0.9 or more and less than 1.1
- ⁇ The viscosity of the sample after storage divided by the viscosity of the sample immediately after preparation
- the value obtained by dividing the viscosity of the sample after storage by the viscosity of the sample immediately after preparation is less than 0.7, or 1. More than 3
- ⁇ and ⁇ indicate the product viscosity
- x indicates the product is unacceptable.
- Emulsions or creams of the oil-in-water emulsion compositions were produced according to the formulations shown in “Table 1" to “Table 6", and they were left at each temperature to study viscosity change over time.
- Test 1 Influence of viscosity with and without salt (ascorbic acid glucoside, sodium chloride)
- the effect of the viscosity of the emulsion was examined by blending ascorbic acid glucoside and sodium chloride, which are considered to be effective for decreasing the viscosity of the ⁇ -gel.
- Table 1 An emulsion was produced according to the recipe of Table 1 as follows. 1: Heat and mix components 1 to 8 and dissolve at 80 ° C. ⁇ 2 ° C. 2: Wet ingredients 9-11 at room temperature. 3: dissolve ingredients 12-16 at 90-95 ° C. Stir and mix 4: 1 and 2. 5: Add 3 to 4 while mixing. 6: Add component 17 and component 18 to 5 with further stirring.
- Emulsion oil-in-water emulsion composition
- Emulsion oil-in-water emulsion composition
- Emulsion oil-in-water emulsion composition
- Emulsion oil-in-water emulsion composition
- Cream oil-in-water emulsion composition
- ⁇ Preparation method of sample Example when N-stearoyl-L-glutamate sodium is used as component (B)> An emulsion was produced according to the recipe of Table 5 as follows. 1: Heat and mix components 1 to 7 and dissolve at 80 ° C. ⁇ 2 ° C. 2: Wet ingredients 8-10 at room temperature. 3: dissolve components 11-20 at 90-95 ° C. Stir and mix 4: 1 and 2. 5: Add 3 to 4 while mixing. 6: Add component 21 to 5 with additional stirring.
- Emulsion oil-in-water emulsion composition
- Emulsion oil-in-water emulsion composition
- Emulsion Blended component mass% 1. Purified water (component D) 2.EDTA-2Na ⁇ 2H 2 O 0.1 3. Citric acid 0.01 4. Sodium citrate 0.09 5. N-Stearoyl-N-methyl taurine sodium 0.2 (Molar ratio of B component, B component / C component: 5.8) 6. Distearyl dimethyl ammonium chloride (component C) 0.047 7. Stearyl alcohol (A component) 0.3 8. Behenyl alcohol (A component) 1.1 9. Pentaerythrityl tetraethylhexanoate (E ingredient) 1.0 10.
- Prescription example 2 Cream Blended component mass% 1. Purified water (component D) 2.EDTA-2Na ⁇ 2H 2 O 0.1 3. Glycerin 7.0 4. Dipropylene glycol 7.0 5. butylene glycol 3.0 6. Tranexamic acid 2.0 7. Citric acid 0.25 8. Sodium citrate 0.1 9. N-Stearoyl-N-methyl taurine sodium 1.2 (Molar ratio of B component, B component / C component: 4.4) 10. Distearyl dimethyl ammonium chloride (component C) 0.37 11. Stearyl alcohol (A component) 0.9 12. Behenyl alcohol (component A) 3.3 13. Pentaerythrityl tetraethylhexanoate (E ingredient) 1.0 14.
- Prescription Example 3 Milk Blended component mass% 1. Purified water (component D) 2.EDTA-2Na ⁇ 2H 2 O 0.1 3. Citric acid 0.01 4. Sodium citrate 0.09 5. N-Stearoyl-N-methyl taurine sodium 0.2 (Molar ratio of B component, B component / C component: 5.8) 6. Distearyl dimethyl ammonium chloride (component C) 0.047 7. Lauryl alcohol (A component) 0.3 8. Myristyl alcohol (A component) 1.1 9. Pentaerythrityl tetraethylhexanoate (E ingredient) 1.0 10. Dimethicone (E ingredient) 3.0 11. Hydrogenated polydecene (E ingredient) 1.0 12. Ethanol 4.0 13.
- Emulsion Blended component mass% 1. Purified water (component D) 2.EDTA-2Na ⁇ 2H 2 O 0.1 3. Citric acid 0.01 4. Sodium citrate 0.09 5. N-Stearoyl-N-methyl taurine sodium 0.2 (Molar ratio of B component, B component / C component: 5.8) 6. Distearyl dimethyl ammonium chloride (component C) 0.047 7. Batyl alcohol (A ingredient) 0.3 8. Stearyl alcohol (A component) 1.1 9. Pentaerythrityl tetraethylhexanoate (E ingredient) 1.0 10. Dimethicone (E ingredient) 3.0 11. Hydrogenated polydecene (E ingredient) 1.0 12. Ethanol 4.0 13.
- the emulsion composition of the specific component in which the ⁇ -gel is involved can be obtained by using a cationic surfactant even without blending salts such as ascorbic acid 2-glucoside.
- the viscosity of the composition of the present invention does not decrease with the passage of time, and it is possible to provide a novel emulsion composition and an emulsion cosmetic which are extremely excellent in the stability over time.
- the temporal stability of the emulsified composition is a very important factor.
- the viscosity does not decrease with time, and the effect is excellent over time stability that is exerted over a wide pH range without being affected by pH.
- the present invention has extremely high industrial applicability as an emulsion composition or emulsion cosmetic.
Abstract
Description
(A)成分:高級脂肪族アルコール
(B)成分:陰イオン性界面活性剤
(C)成分:陽イオン性界面活性剤
(D)成分:水
(E)成分:油分
[化1]
R1CO-a-(CH2)nSO3M1 (I)
〔式(I)中、R1CO-は平均炭素原子数10~22の飽和または不飽和の脂肪酸残基(アシル基)を示し;aは-O-または-NR2-(ただし、R2は水素原子、または炭素原子数1~3のアルキル基を示す)を示し;M1は水素原子、アルカリ金属類、アルカリ土類金属類、アンモニウムまたは有機アミン類を示し;nは1~3の整数を示す〕
また、経時粘度の安定化剤として配合する陽イオン性化合物の配合量も、アスコルビン酸-2-グルコシド等による塩類よりも少量の配合量で効果を発揮するという効果を有する。
さらに、本発明による粘度が経時で減少することがない顕著な経時安定性は、当該組成物のpHの影響を受けることなく、広いpH範囲にわたって発揮される優れた効果でもある。
本発明において、(A)成分の高級脂肪族アルコールは、後述する(B)成分の陰イオン性界面活性剤と(D)成分の水と共に、α-ゲルを構成する成分である。
そして、本発明の乳化組成物とは、α-ゲルを形成し、これを外相として(E)成分の油分を内相とする水中油型乳化組成物であり、クリーム、乳液等に好適に利用される乳化組成物である。
本発明では経時安定性の点から飽和直鎖一価アルコールが好ましい。
(A)成分は1種または2種以上を用いることができる。本発明では2種以上の脂肪族アルコールの混合物を用いるのが好ましく、さらに好ましくは、その混合物の融点が60℃以上となるような組合せである。この融点が60℃未満であると、処方によっては系の温度安定性が低下し、クリーミングを起こす場合がある。本発明では、例えばステアリルアルコールとベヘニルアルコールの組合せが好ましい。
本発明において、高級脂肪族アルコールの配合量は、乳化組成物全量に対して、好ましくは、0.1~20質量%、さらに好ましくは1.0~10質量%である。
なお(A)成分は1種または2種以上を併用して用いることが可能である。
本発明において、(B)成分の陰イオン性界面活性剤は、上記(A)成分の高級脂肪族アルコールと、後述する(D)成分の水と共に、α-ゲルを構成する成分である。
[化2]
R1CO-a-(CH2)nSO3M1 (I)
本発明において、陰イオン性界面活性剤の配合量は、乳化組成物全量に対して、好ましくは、0.01質量%~2.0質量%である。さらに好ましくは0.1~1.5質量%である。
なお(B)成分は1種または2種以上を併用して用いることも可能である。
また本発明においては、(B)成分の配合量が(C)成分の配合量に対してモル比で1~15倍でなければならない。好ましくは、(B)成分の配合量/(C)成分の配合量がモル比で1~6倍である。
本発明において、陽イオン性界面活性剤は、本発明の乳化組成物の経時による粘度の減少を抑制するために配合される成分であり、減粘抑制剤として機能する。
本発明において、陽イオン性界面活性剤の配合量は、乳化組成物全量に対して、好ましくは、0.01~1.2質量%、さらに好ましくは0.05~0.5質量%である。
この配合量は、特許文献1にて減粘抑制剤として機能する塩類のアスコルビン酸-2-グルコシドを2~5質量%と多量に配合する必要があるのに対し、(C)成分は極めて僅かな配合量で足り、この点にも本願発明の進歩性が存在する。
なお(C)成分は1種または2種以上を併用して用いることも可能である。
また本発明においては、上述したように、上記(B)成分の配合量が(C)成分の配合量に対してモル比で1~15倍でなければならない。好ましくは、(C)成分がジアルキル型4級アンモニウム塩の場合は(B)成分の配合量/(C)成分の配合量がモル比で1~6倍であり、また、(C)成分がモノアルキル型4級アンモニウム塩の場合は(B)成分の配合量/(C)成分の配合量がモル比で1~4倍である。
本発明に用いる水は、本発明において、(A)成分の高級脂肪族アルコールと(B)成分の陰イオン性界面活性剤と共にα-ゲルを構成する成分である。本発明の乳化組成物
では外相の水相を構成し、水中油型乳化組成物の水成分となるものである。
本発明において、水の配合量は、乳化組成物全量に対して1質量%以上でよい。好ましくは30~90質量%、さらに好ましく50~90質量%配合される。
本発明に用いる油分は、水中油型乳化組成物を構成する内相の油分である。本発明の乳化組成物は、α-ゲル組成物の構成成分に(E)成分の油分を加えることにより調製することができる。
この場合の調製法としては、(A)成分と(B)成分を高温で溶解し、(D)成分と混合した後に冷却し、次いで(C)成分を配合し、次に(E)成分を配合する方法;(A)成分を高温で溶解し、これを(B)成分を(D)成分に溶解した水溶液と混合した後に冷却し、次いで(C)成分を配合し、次に(E)成分を配合する方法;(A)成分、(C)成分、(E)成分を高温で融解し、これを(B)成分を(D)成分に溶解した水溶液と混合した後に冷却する方法;(A)成分、(E)成分を高温で融解し、これを(B)成分及び(C)成分を(D)成分に溶解した水溶液と混合した後に冷却する方法;(A)成分、(B)成分、(C)成分、(E)成分を高温で融解し、これを(D)成分と混合した後に冷却する方法する等が挙げられるが、これら方法に限定されるものではない。
本発明において、油分の配合量としては特に限定されるものではないが、乳化組成物全量に対し5~30質量%程度配合するのが好ましい。5質量%未満では乳化組成物としての皮膚に対する有用性を十分に発揮できないおそれがあり、一方、30質量%超では油粒子の合一などによる不安定化が懸念されるとともに、油っぽい使用感となりがちである。
なお、(E)成分は1種または2種以上を併用して用いることも可能である。
本発明の乳化組成物は、経時によりその粘度が減少することを防止できる。さらに、水の分離がなく良好な安定性を示す。これは以下の理由によるものと考えられる。
すなわち、α-ゲル中において、水は2種類の場所に存在することが可能である。まず第1に、α-ゲルは2分子膜の親水基間に水を取り込むことができる。2分子膜の親水基間の距離は数1~数10nm程度である。この親水基間の水は平衡的に取り込まれた水と考えられ、長期保存によっても分離する可能性がない水である。第2に、α-ゲルのマトリックス中に水を保持することができる。α-ゲルは細かなマトリックスを形成しており、マトリックス中に水をプールして抱え込むことが可能である。このマトリックスは共存成分などにより状態が変化すると考えられ、条件によっては水が分離され、不安定化を引き起こす可能性があると考えられている。
各試料の状態を目視により観察した。
乳化組成物の粘度は、B型粘度計(ローター番号3番、ローター回転数12rpm)を用い、30℃における粘度を測定した。
乳化組成物のpHは、pH試験機(HORIBA pH METER F-13)を用いて測定した。
実施例、比較例で得た試料(水中油型乳化組成物の乳液及びクリーム)を用いて、-5℃、0℃、RT、37℃、50℃、にて、製造後1日、製造後1ヶ月保存後の粘度変化(B型粘度計、30℃)を測定した。
(1ヶ月保存後の粘度変化)
○:保存後の試料の粘度を、調製直後の試料の粘度で除した値が、0.9以上1.1未満
△:保存後の試料の粘度を、調製直後の試料の粘度で除した値が、0.7以上0.9未満、または1.1以上1.3未満
×:保存後の試料の粘度を、調製直後の試料の粘度で除した値が、0.7未満、または1.3超
なお、上記基準の○、△は製品の粘度として合格とし、×は不合格とした。
「表1」~「表6」に示す処方で水中油型乳化組成物の乳液又はクリームを製造し、各温度に放置して、経時での粘度変化を検討した。
α-ゲルの粘度低下に効果があるとされる(特許文献1)アスコルビン酸グルコシドや塩化ナトリウムを配合することによって乳液の粘度の影響を検討した。
<試料の調整方法>
表1の処方に従い、下記のように乳液を製造した。
1:成分1~8を加熱混合し、80℃±2℃で溶解させる。
2:成分9~11を室温で湿潤させる。
3:成分12~16を90~95℃で溶解させる。
4:1及び2を攪拌混合する。
5:更に攪拌しながら4に3を添加混合させる。
6:更に攪拌しながら5に成分17及び成分18を添加混合させる。
アスコルビン-2-グルコシド(処方内では塩類のカリウム塩となっている)や塩化ナトリウムのような塩を配合することによって粘度低下は抑制されるが(比較例1-1、比較例1-2)、これらの塩を無配合のもの(比較例1-3)は粘度低下が起こった。
したがって、高級脂肪族アルコールとN-ステアロイル-N-メチルタウリンナトリウム等の陰イオン界面活性剤とを配合したα-ゲルにおいては、アスコルビン-2-グルコシドや塩化ナトリウムのような塩類を無配合の系では粘度低下が起きてしまう。
<試料の調整方法>
表2Aの処方に従い、下記のように乳液を製造した。
1:成分1~7を加熱混合し、80℃±2℃で溶解させる。
2:成分8~10を室温で湿潤させる。
3:成分11~15及び成分16を90~95℃で溶解させる。
4:1及び2を攪拌混合する。
5:更に攪拌しながらを4に3を添加混合させる。
表2Bの処方に従い、下記のように乳液を製造した。
1:成分1~8を加熱混合し、80℃±2℃で溶解させる。
2:成分9~11を室温で湿潤させる。
3:成分12~16を90~95℃で溶解させる。
4:1及び2を攪拌混合する。
5:更に攪拌しながらを4に3を添加混合させる。
表2Aにおいて、比較例2A-1では、(C)成分の塩化ジステアリルジメチルアンモニウムが無配合のために粘度低下が起こった。しかしながら、(C)成分の塩化ジステアリルジメチルアンモニウムを配合した実施例2A-1では粘度低下が抑制された。
表2Bにおいて、比較例2B-1では、(C)成分の塩化ベヘニルトリメチルアンモニウムが無配合のために粘度低下が起こった。しかしながら、(C)成分の塩化ベヘニルトリメチルアンモニウムを配合した実施例2B-1、2B-2では粘度低下が抑制された。
<試料の調整方法>
表3の処方に従い、下記のように乳液を製造した。
1:成分1~7を加熱混合し、80℃±2℃で溶解させる。
2:成分8~10を室温で湿潤させる。
3:成分11~16を90~95℃で溶解させる。
4:1及び2を攪拌混合する。
5:更に攪拌しながら4に3を添加混合させる。
表4の処方に従い、下記のようにクリームを製造した。
1:成分1~8を加熱混合し、80℃±2℃で溶解させる。
2:成分9及び10を室温で湿潤させる。
3:成分11~17を90~95℃で溶解させる。
4:1及び2を攪拌混合する。
5:更に攪拌しながら4に3を添加混合させる。
表5の処方に従い、下記のように乳液を製造した。
1:成分1~7を加熱混合し、80℃±2℃で溶解させる。
2:成分8~10を室温で湿潤させる。
3:成分11~20を90~95℃で溶解させる。
4:1及び2を攪拌混合する。
5:更に攪拌しながら4に3を添加混合させる。
6:更に攪拌しながら5に成分21を添加混合させる。
上記結果から、(B)成分の配合量が(C)成分の配合量に対してモル比で1~15倍において、本願乳化組成物の粘度低下が抑制された。
<pHによる粘度安定性試験>
「表6」に示す処方で水中油型乳化組成物の乳液を製造し、各pHにおける粘度変化を検討した。
表6の処方に従い、下記のように乳液を製造した。
1:成分1~7を加熱混合し、80℃±2℃で溶解させる。
2:成分8~10を室温で湿潤させる。
3:成分11~16を90~95℃で溶解させる。
4:1及び2を攪拌混合する。
5:更に攪拌しながら4に3を添加混合させる。
6:更に攪拌しながら5に成分17を添加混合させる。
本願の乳化組成物の系では、pH3~11の範囲に変化させても、粘度低下抑制の効果に変化はなかった。したがって、本願発明は、pH変化による粘度の安定性も極めて満足するものである。
〔処方例1:乳液〕
配合成分 質量%
1.精製水(D成分) 残量
2.EDTA-2Na・2H2O 0.1
3.クエン酸 0.01
4.クエン酸ナトリウム 0.09
5.N-ステアロイル-N-メチルタウリンナトリウム 0.2
(B成分、B成分/C成分のモル比:5.8)
6.塩化ジステアリルジメチルアンモニウム(C成分) 0.047
7.ステアリルアルコール(A成分) 0.3
8.ベヘニルアルコール(A成分) 1.1
9.テトラエチルヘキサン酸ペンタエリスリチル(E成分) 1.0
10.ジメチコン(E成分) 3.0
11.水添ポリデセン(E成分) 1.0
12.エタノール 4.0
13.キサンタンガム 0.1
<製造方法>
1:成分1~5を加熱混合し、80℃±2℃で溶解させる。
2:成分6~11を90~95℃で溶解させる。
3:成分12~13を室温で湿潤させる。
4:1及び2を攪拌混合する。
5:更に攪拌しながら3を添加混合させる。
配合成分 質量%
1.精製水(D成分) 残量
2.EDTA-2Na・2H2O 0.1
3.グリセリン 7.0
4.ジプロピレングリコール 7.0
5.ブチレングリコール 3.0
6.トラネキサム酸 2.0
7.クエン酸 0.25
8.クエン酸ナトリウム 0.1
9.N-ステアロイル-N-メチルタウリンナトリウム 1.2
(B成分、B成分/C成分のモル比:4.4)
10.塩化ジステアリルジメチルアンモニウム(C成分) 0.37
11.ステアリルアルコール(A成分) 0.9
12.ベヘニルアルコール(A成分) 3.3
13.テトラエチルヘキサン酸ペンタエリスリチル(E成分) 1.0
14.ジメチコン(E成分) 3.0
15.水添ポリデセン(E成分) 3.0
16.ラウロイルグルタミン酸ジ(フィトステリル/オクチルドデシル)
(E成分) 0.1
17.防腐剤 適量
<製造方法>
1:成分1~9を加熱混合し、80℃±2℃で溶解させる。
2:成分10~16を90~95℃で溶解させる。
3:1及び2を攪拌混合する。
4:更に攪拌しながら17を添加混合させる。
配合成分 質量%
1.精製水(D成分) 残量
2.EDTA-2Na・2H2O 0.1
3.クエン酸 0.01
4.クエン酸ナトリウム 0.09
5.N-ステアロイル-N-メチルタウリンナトリウム 0.2
(B成分、B成分/C成分のモル比:5.8)
6.塩化ジステアリルジメチルアンモニウム(C成分) 0.047
7.ラウリルアルコール(A成分) 0.3
8.ミリスチルアルコール(A成分) 1.1
9.テトラエチルヘキサン酸ペンタエリスリチル(E成分) 1.0
10.ジメチコン(E成分) 3.0
11.水添ポリデセン(E成分) 1.0
12.エタノール 4.0
13.キサンタンガム 0.1
<製造方法>
1:成分1~5を加熱混合し、80℃±2℃で溶解させる。
2:成分6~11を90~95℃で溶解させる。
3:成分12、13を室温で湿潤させる。
4:1及び2を攪拌混合する。
5:更に攪拌しながら3を添加混合させる。
配合成分 質量%
1.精製水(D成分) 残量
2.EDTA-2Na・2H2O 0.1
3.クエン酸 0.01
4.クエン酸ナトリウム 0.09
5.N-ステアロイル-N-メチルタウリンナトリウム 0.2
(B成分、B成分/C成分のモル比:5.8)
6.塩化ジステアリルジメチルアンモニウム(C成分) 0.047
7.バチルアルコール(A成分) 0.3
8.ステアリルアルコール(A成分) 1.1
9.テトラエチルヘキサン酸ペンタエリスリチル(E成分) 1.0
10.ジメチコン(E成分) 3.0
11.水添ポリデセン(E成分) 1.0
12.エタノール 4.0
13.キサンタンガム 0.1
<製造方法>
1:成分1~5を加熱混合し、80℃±2℃で溶解させる。
2:成分6~11を90~95℃で溶解させる。
3:成分12、13を室温で湿潤させる。
4:1及び2を攪拌混合する。
5:更に攪拌しながら3を添加混合させる。
乳化組成物の経時安定性は極めて重要な要素である。したがって、特定成分からなるα-ゲルが関与する乳化組成物において、経時にて減粘せず、また、その効果がpHの影響を受けることなく広いpH範囲にわたって発揮される経時安定性に優れた本発明は、乳化組成物又は乳化化粧料として、産業上の利用可能性が極めて高い。
Claims (7)
- 下記(A)~(E)成分を含有し、かつ、(B)成分の配合量が(C)成分の配合量に対してモル比で1~15倍であることを特徴とする乳化組成物。
(A)成分:高級脂肪族アルコール
(B)成分:陰イオン性界面活性剤
(C)成分:陽イオン性界面活性剤
(D)成分:水
(E)成分:油分 - 前記(B)成分が、下記一般式(I)で表される長鎖アシルスルホン酸塩型陰イオン性界面活性剤であることを特徴とする請求項1記載の乳化組成物。
R1CO-a-(CH2)nSO3M1 (I)
〔式(I)中、R1CO-は平均炭素原子数10~22の飽和または不飽和の脂肪酸残基(アシル基)を示し;aは-O-または-NR2-(ただし、R2は水素原子、または炭素原子数1~3のアルキル基を示す)を示し;M1は水素原子、アルカリ金属類、アルカリ土類金属類、アンモニウムまたは有機アミン類を示し;nは1~3の整数を示す〕 - 前記(B)成分が、N-ステアロイル-N-メチルタウリン塩であることを特徴とする請求項1又は2記載の乳化組成物。
- 前記(B)成分が、N-アシル-L-グルタミン酸塩であることを特徴とする請求項1記載の乳化組成物。
- 前記(C)成分の陽イオン性界面活性剤が、ジアルキル型4級アンモニウム塩及び/又はモノアルキル型4級アンモニウム塩であることを特徴とする請求項1~4のいずれか1項記載の乳化組成物。
- 前記乳化組成物のpHが3~11であることを特徴とする請求項1~5のいずれか1項記載の乳化組成物。
- 前記乳化組成物が乳化化粧料であることを特徴とする請求項1~6のいずれか1項記載の乳化組成物。
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
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US13/576,514 US20130005835A1 (en) | 2010-03-17 | 2011-01-24 | Emulsion composition |
CN201180014223.8A CN102791247A (zh) | 2010-03-17 | 2011-01-24 | 乳化组合物 |
KR1020127012620A KR101209411B1 (ko) | 2010-03-17 | 2011-01-24 | 유화조성물 |
EP11755963.3A EP2548549B1 (en) | 2010-03-17 | 2011-01-24 | Emulsion composition comprising a higher aliphatic alcohol, an anionic surfactant and a cationic surfactant |
ES11755963T ES2731452T3 (es) | 2010-03-17 | 2011-01-24 | Composición de emulsión que comprende un alcohol alifático superior, un tensioactivo aniónico y un tensioactivo catiónico |
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JP2010-060738 | 2010-03-17 | ||
JP2010060738 | 2010-03-17 | ||
JP2010102220A JP4767352B1 (ja) | 2010-03-17 | 2010-04-27 | 乳化組成物 |
JP2010-102220 | 2010-04-27 |
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WO2011114773A1 true WO2011114773A1 (ja) | 2011-09-22 |
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US (1) | US20130005835A1 (ja) |
EP (1) | EP2548549B1 (ja) |
JP (1) | JP4767352B1 (ja) |
KR (1) | KR101209411B1 (ja) |
CN (1) | CN102791247A (ja) |
ES (1) | ES2731452T3 (ja) |
TW (1) | TWI488646B (ja) |
WO (1) | WO2011114773A1 (ja) |
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WO2013180157A1 (ja) * | 2012-05-30 | 2013-12-05 | 花王株式会社 | 乳化化粧料組成物 |
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JP5083993B2 (ja) * | 2010-11-26 | 2012-11-28 | 株式会社 資生堂 | 水中油型乳化組成物 |
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JP6113695B2 (ja) * | 2014-10-31 | 2017-04-12 | 株式会社 資生堂 | 弾力ジェル状組成物 |
WO2017070940A1 (en) * | 2015-10-30 | 2017-05-04 | L'oreal | COMPOSITION HAVING A α-CRYSTALLINE PHASE |
EP3165216A1 (de) | 2015-11-05 | 2017-05-10 | Basf Se | Texturierte zusammensetzung |
FR3060327B1 (fr) | 2016-12-16 | 2020-02-21 | L'oreal | Emulsion h/e comprenant un alcool gras en c16-c30, un tensioactif anionique, une huile, une cire et un solvant hydrophile |
EP3558215A4 (en) * | 2016-12-23 | 2020-08-05 | L'oreal | COMPOSITION WITH CRYSTALLINE PHASE |
JP6997222B2 (ja) | 2017-06-23 | 2022-01-17 | ザ プロクター アンド ギャンブル カンパニー | 皮膚の外観を改善するための組成物及び方法 |
KR102453890B1 (ko) * | 2017-07-31 | 2022-10-11 | (주)아모레퍼시픽 | pH 민감성 성분의 안정화용 조성물 |
KR102492344B1 (ko) * | 2017-12-28 | 2023-01-26 | 카오카부시키가이샤 | 유화 조성물 |
JP7150438B2 (ja) * | 2018-01-25 | 2022-10-11 | 久光製薬株式会社 | ゲル状化粧料 |
FR3083095B1 (fr) * | 2018-06-28 | 2020-06-05 | L'oreal | Composition comprenant un alcool gras sature, au moins un tensioactif anionique a chaine grasse, un polyol, et au moins une huile siliconee |
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US10959933B1 (en) | 2020-06-01 | 2021-03-30 | The Procter & Gamble Company | Low pH skin care composition and methods of using the same |
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KR20120066077A (ko) | 2012-06-21 |
JP4767352B1 (ja) | 2011-09-07 |
JP2011213702A (ja) | 2011-10-27 |
US20130005835A1 (en) | 2013-01-03 |
ES2731452T3 (es) | 2019-11-15 |
TW201143799A (en) | 2011-12-16 |
CN102791247A (zh) | 2012-11-21 |
EP2548549A1 (en) | 2013-01-23 |
EP2548549A4 (en) | 2015-08-05 |
TWI488646B (zh) | 2015-06-21 |
EP2548549B1 (en) | 2019-05-15 |
KR101209411B1 (ko) | 2012-12-06 |
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