WO2020213660A1 - Composition d'émulsion de type suspension huileuse contenant de l'acide glycyrrhétinique, et composition d'émulsion de type huile dans eau - Google Patents

Composition d'émulsion de type suspension huileuse contenant de l'acide glycyrrhétinique, et composition d'émulsion de type huile dans eau Download PDF

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WO2020213660A1
WO2020213660A1 PCT/JP2020/016625 JP2020016625W WO2020213660A1 WO 2020213660 A1 WO2020213660 A1 WO 2020213660A1 JP 2020016625 W JP2020016625 W JP 2020016625W WO 2020213660 A1 WO2020213660 A1 WO 2020213660A1
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oil
emulsified composition
water
content
type emulsified
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PCT/JP2020/016625
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English (en)
Japanese (ja)
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圭悟 鳥家
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丸善製薬株式会社
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Publication of WO2020213660A1 publication Critical patent/WO2020213660A1/fr

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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
    • 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
    • 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
    • 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
    • A61K8/63—Steroids; Derivatives thereof
    • 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
    • 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

Definitions

  • the present invention relates to an O / D type emulsified composition containing glycyrrhetinic acid and an oil-in-water emulsified composition containing the same. Furthermore, the present invention also relates to an external preparation for skin containing these O / D type emulsified compositions or oil-in-water emulsified compositions.
  • ⁇ -Glycyrrhizic acid (hereinafter, simply referred to as "glycyrrhetinic acid”) is an aglycone of glycyrrhizic acid obtained from the rhizome of licorice and the like, and is a compound obtained by hydrolyzing glycyrrhizic acid.
  • Glycyrrhetinic acid is known to have useful actions such as anti-inflammatory action and whitening action, and is blended in many skin cosmetics by utilizing the actions (for example, Non-Patent Document 1).
  • glycyrrhetinic acid has an excellent anti-inflammatory effect, it has a problem that it is poorly soluble in water and can be used only under limited conditions.
  • a method of dissolving glycyrrhetinic acid in ethanol and blending it in an external preparation for skin or the like, or a method of dissolving glycyrrhetinic acid in an oil agent and then emulsifying it has been performed, but in each case, the composition contains a large amount of water. Since glycyrrhetinic acid was precipitated, it was difficult to obtain a skin external preparation containing a large amount of water such as a lotion or an emulsion.
  • the present invention has been made in view of the above problems, and an object of the present invention is to provide a water-containing composition in which glycyrrhetinic acid is stably dispersed, and a composition useful for obtaining such a water-containing composition. ..
  • the present inventor uses a D (Detergent: surfactant) phase emulsification method and uses a predetermined oil agent, surfactant and polyhydric alcohol to form an O / D type.
  • D Detergent: surfactant
  • an aqueous medium By preparing an emulsified composition and adding an aqueous medium to the emulsified composition, it has been found that an oil-in-water emulsified composition in which glycyrrhetinic acid is stably dispersed can be obtained, and the present invention has been completed.
  • the present invention is as follows.
  • An O / D type emulsified composition containing glycyrrhetinic acid An oil agent (a) containing at least one of a higher alcohol and an ester oil; Containing nonionic surfactant (b); and polyhydric alcohol (c); The ratio (b) / (a) of the content of the nonionic surfactant (b) to the content of the oil agent (a) is 0.26 to 3.5. The ratio (c) / (b) of the content of the polyhydric alcohol (c) to the content of the nonionic surfactant (b) is 0.75 to 6.
  • An O / D type emulsified composition characterized in that the content of water (d) is 0 to 15% by mass.
  • the higher alcohol or the ester oil contains at least one selected from the group consisting of isostearyl alcohol, 2-octyldodecanol, hexyldecanol, ethyl hexyl palmitate, and propylene glycol caprylate [1]. ] The O / D type emulsified composition. [3] The O / D type emulsified composition according to [1] or [2], wherein the oil agent (a) contains at least isostearyl alcohol. [4] The O / D type emulsified composition according to [1] to [3], wherein the oil agent (a) contains a hydrocarbon.
  • a method for producing an O / D type emulsified composition which comprises adding an oil component constituting the oil phase to a solution constituting the surfactant phase.
  • An oil-in-water emulsified composition comprising the O / D type emulsified composition according to [1] to [9] and an aqueous medium.
  • the oil-in-water emulsified composition according to [11] which has a water content of 35 to 99.999% by mass.
  • the O / D type emulsified composition according to [1] to [9] was prepared.
  • a method for producing an oil-in-water emulsified composition which comprises adding an aqueous medium to the O / D type emulsified composition.
  • An external preparation for skin which comprises the O / D type emulsified composition according to [1] to [9] or the oil-in-water emulsified composition according to [10] to [12].
  • an oil-in-water emulsified composition in which glycyrrhetinic acid is stably dispersed can be obtained by adding an aqueous medium.
  • the oil-in-water emulsified composition of the present invention is one in which glycyrrhetinic acid is stably dispersed.
  • the O / D type emulsified composition is an oil agent (a) containing glycyrrhetinic acid and containing at least one of a higher alcohol and an ester oil; a nonionic surfactant (b). And polyhydric alcohol (c);
  • Glycyrrhetinic acid is a compound obtained by hydrolyzing glycyrrhizin extracted from licorice or the like. Glycyrrhetinic acid has an excellent anti-inflammatory effect and is widely blended in external preparations for skin and scalp.
  • the glycyrrhetinic acid may be obtained from an extract from a natural product, or may be synthesized by a known synthetic method.
  • the content of glycyrrhetinic acid in the O / D composition is not particularly limited, but the lower limit can be, for example, 0.001% by mass or more, 0.01% by mass or more, and glycyrrhetinic acid can be used within such a range. By containing it, the action of glycyrrhetinic acid can be effectively exerted in the obtained O / D type emulsification composition and oil-in-water emulsification composition.
  • the upper limit value can be, for example, 3.5% by mass or less, 3.2% by mass or less, 2.5% by mass or less, and if the content of glycyrrhetinic acid is in such a range, O / D
  • the dispersibility of glycyrrhetinic acid can be further improved in the mold emulsification composition and the oil-in-water emulsion composition.
  • Oil agent (a) (2-1) Higher Alcohol and Ester Oil
  • the oil agent (a) used in the present embodiment contains at least one of higher alcohol and ester oil. Since the higher alcohol and the ester oil dissolve glycyrrhetinic acid well, the glycyrrhetinic acid can be stably dispersed in the obtained emulsified composition (O / D type emulsified composition and oil-in-water emulsified composition).
  • the term "higher alcohol” refers to a monohydric alcohol having 6 or more carbon atoms. In the present embodiment, the number of carbon atoms is preferably 12 to 22, and more preferably 16 to 20 carbon atoms.
  • Examples of the higher alcohol that can be used in the present embodiment include lauryl alcohol, myristyl alcohol, cetyl alcohol (cetyl alcohol), hexyldecanol, stearyl alcohol, isostearyl alcohol, 2-octyldodecanol, oleyl alcohol, and behenyl alcohol. Of these, branched alcohols are preferable, and isostearyl alcohols, hexyldecanols, and 2-octyldodecanols are preferable.
  • ester oil examples include an ester of a higher fatty acid and a monohydric alcohol, an ester of a higher fatty acid and a polyhydric alcohol, and the like.
  • "higher fatty acid” means a monovalent carboxylic acid having 6 or more carbon atoms.
  • Examples of higher fatty acids include capric acid, sebacic acid, lauric acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, oleic acid, vaccenic acid, linoleic acid, linolenic acid and the like.
  • alcohols that form esters with fatty acids include monohydric alcohols such as methanol, ethanol, propanol, butanol, pentanol, and ethylhexanol; and polyhydric alcohols such as ethylene glycol, butylene glycol, propylene glycol, and glycerin. ..
  • esters of the above higher fatty acids and monohydric alcohols or polyhydric alcohols those such as isopropyl myristate, isopropyl palmitate, diisopropyl myristate, ethylhexyl myristate, ethylhexyl palmitate, propylene glycol monocaprate, and propylene glycol dicaprate.
  • Esters or diesters can be preferably exemplified.
  • the higher alcohol or the ester oil may be used alone or in combination of two or more.
  • the higher alcohol or the ester oil preferably has fluidity at room temperature (23 ° C.), that is, the melting point or softening point is preferably 23 ° C. or lower.
  • the higher alcohol or the ester oil has a solubility of glycyrrhetinic acid at room temperature (23 ° C.) of preferably 1% by mass or more, more preferably 2% by mass or more, and 2.5% by mass or more. Is particularly preferable.
  • a higher alcohol or ester oil having a solubility of glycyrrhetinic acid in such a range the dispersibility of glycyrrhetinic acid can be made particularly excellent in the O / D type emulsification composition and the oil-in-water emulsification composition.
  • isostearyl alcohol 2-octyldodecanol, hexyldecanol, ethyl hexyl palmitate, and propylene glycol caprylate as the higher alcohol or the ester oil
  • isostearyl alcohol is a liquid at room temperature and has a solubility of glycyrrhetinic acid of more than 3% by mass, so that the dispersibility of glycyrrhetinic acid is particularly excellent.
  • the emulsion stability is particularly excellent in combination with the nonionic surfactant (b) described later, it is particularly preferably used in the present embodiment.
  • the ratio of glycyrrhetinic acid to isostearyl alcohol (glycyrrhetinic acid / isostearyl alcohol) in the O / D type emulsified composition may be 0.00001 to 0.05, 0.001. It may be ⁇ 0.45 and may be 0.01 ⁇ 0.04. Within such a range, the action of glycyrrhetinic acid can be easily exerted, and the dispersibility of glycyrrhetinic acid becomes even more excellent.
  • the isostearyl alcohol may be used as the higher alcohol and the ester oil, or may be used in combination with the other higher alcohols or ester oils described above.
  • the ratio of the isostearyl alcohol content to the total content of the higher alcohol and the ester oil is preferably 50% by mass or more, more preferably 80% by mass or more, and particularly preferably 90% by mass or more. ..
  • the oil agent (a) further contains a hydrocarbon.
  • a hydrocarbon By containing a hydrocarbon, coalescence of micelles can be suppressed in the obtained oil-in-water emulsification composition, and emulsion stability can be enhanced.
  • hydrocarbon examples include squalane, squalene, liquid paraffin, light isoparaffin, light liquid isoparaffin, hydrogenated polybutene, paraffin, petrolatum, microcrystalline wax, ceresin and the like, and one type may be used alone or in combination of two or more types. be able to. Of these, squalane is particularly preferred.
  • the ratio of the content of the hydrocarbon to the content of the oil agent (a) is preferably 0.1 to 25% by mass, more preferably 1 to 20% by mass, and 5 to 15% by mass. Is particularly preferable. Within such a range, the emulsion stability effect of the hydrocarbon becomes more remarkable.
  • the content of the oil agent (a) in the O / D type emulsified composition is preferably 5 to 70% by mass, more preferably 10 to 65% by mass, and 20 It is particularly preferably about 60% by mass.
  • the content of the oil agent (a) is 5% by mass or more, it is easy to set the content of glycyrrhetinic acid in the obtained O / D type emulsification composition or oil-in-water emulsification composition within a suitable range. Become.
  • the content of the oil agent (a) is 70% by mass or less, the emulsification stability of the obtained O / D type emulsification composition or oil-in-water emulsification composition becomes more excellent.
  • Nonionic surfactant (b) a nonionic surfactant is used to emulsify the glycyrrhetinic acid and the oil agent (a).
  • the nonionic surfactant is particularly suitable when used as an external preparation for the skin or scalp because it has excellent emulsion stability and less skin irritation in the present embodiment.
  • nonionic surfactant examples include propylene glycol fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester, sucrose fatty acid ester, sorbitan fatty acid ester, POE (polyoxyethylene) sorbitan fatty acid ester, and POE sorbit fatty acid.
  • the required HLB of the surfactant in the O / D type emulsified composition is preferably 11 to 16, and particularly preferably 12 to 15.
  • the required HLB of the surfactant in the O / D type emulsified composition is 11 or more, the water content is increased when water is added to the O / D type emulsified composition to prepare the oil-in-water type composition. It is possible to make it more difficult for liquid / liquid separation between the oil phase and the aqueous phase to occur.
  • the HLB is 16 or less, the average particle size tends to be uniform, and an oil-in-water composition having good emulsion stability can be easily obtained.
  • the required HLB in the O / D type emulsification composition is a weighted average of the HLBs of each surfactant contained in the O / D type emulsification composition, and the HLB of the surfactant i is Hi i.
  • the content of the surfactant i is X i , it is expressed by the following formula.
  • the HLB of the surfactant is the required HLB of the surfactant in the O / D type emulsified composition.
  • each nonionic surfactant (b) used in the present embodiment also has an HLB of 11 to 16. It is preferable to use, and it is particularly preferable to use 12 to 15.
  • examples of the nonionic surfactant (b) that can be particularly preferably used in the present embodiment include POE-cured castor oil, pyroglutamic acid isostearic acid POE-cured castor oil, and POE / POP decyltetradecyl ether.
  • POE-hardened castor oil those to which 30 to 90 mol of POE is added are preferable, and those to which 40 to 80 mol of POE is added are particularly preferable.
  • Pyroglutamic acid isostearic acid POE-cured castor oil preferably has 20 to 80 mol of POE added, and particularly preferably 30 to 60 mol of POE added.
  • the POE / POP decyltetradecyl ether those to which 20 to 30 mol of POE is added and 10 to 15 mol of POP are added are preferable.
  • the content of the nonionic surfactant (b) in the O / D type emulsified composition is preferably 10 to 30% by mass, more preferably 12.5 to 27% by mass, and 15 to 25% by mass. Is particularly preferable.
  • the oil agent can be sufficiently emulsified, and an O / D type emulsified composition and an oil-in-water oil type composition having good emulsification stability can be easily obtained. Become.
  • the content of the nonionic surfactant (b) is 30% by mass or less, solidification is unlikely to occur as the water content increases, efficient emulsification becomes possible, and an oil-in-water type having good emulsification stability.
  • the composition becomes easy to obtain.
  • the polyhydric alcohol (c) is used to form the D (Detergent: surfactant) phase in the O / D type emulsified composition.
  • the surfactant solution to be the D phase has isotropic properties, and the phase (O phase) of the oil agent is easily dispersed in the D phase, which is a stable O / D type.
  • An emulsified composition can be obtained.
  • the polyhydric alcohol (c) used in the present embodiment is not particularly limited as long as it has two or more hydroxyl groups in the molecule.
  • Specific polyhydric alcohols (c) include, for example, ethylene glycol, propylene glycol (1,2-propanediol), 1,3-propanediol, glycerin, 1,2-butylene glycol, and 1,3-butylene glycol.
  • Lower polyhydric alcohols such as 1,2-pentanediol, 1,2-hexanediol, 1,2,4-butanetriol; polyethers of polyhydric alcohols such as diethylene glycol, dipropylene glycol, diglycerin; glucose, maltose , Sugars such as sucrose and fluctose; sugar alcohols such as xylitol, sorbitol, inositol and martitol; These can be used alone or in combination of two or more.
  • 1,3-butylene glycol, 1,3-propanediol, glycerin, and dipropylene glycol are preferably used, and 1,3-butylene glycol and glycerin are particularly preferable.
  • 1,3-butylene glycol and glycerin in combination.
  • 1,3-butylene glycol is excellent in the action of preventing gelation by the nonionic surfactant (b) and orienting the surfactant toward the interface in an orderly manner while maintaining an appropriate hardness.
  • glycerin is excellent in the action of preventing extreme gelation of the D phase when adding water to the O / D type emulsified composition and efficiently emulsifying.
  • the dispersion stability of glycyrrhetinic acid is improved in the oil-in-water emulsified composition obtained by adding water to the O / D type emulsified composition, and the obtained O is obtained.
  • / D-type emulsification composition and oil-in-water emulsification composition have more excellent emulsion stability.
  • the ratio of the glycerin content to the 1,3-butylene glycol content shall be 0.1 to 0.5. Is preferable, and 0.2 to 0.4 is more preferable.
  • the content of the polyhydric alcohol (c) in the O / D type emulsified composition is preferably 16 to 70% by mass, more preferably 18 to 65% by mass, and more preferably 20 to 60% by mass. Is particularly preferable.
  • the content of the polyhydric alcohol (c) is 16% by mass or more, the viscosity due to water addition to the O / D type emulsified composition is reduced, and the O / D type emulsified composition and the obtained oil-in-water emulsified composition are reduced.
  • the product has excellent emulsion stability.
  • the nonionic surfactant is orderedly oriented to the interface to form an O / D type emulsified composition capable of efficiently dispersing the oil agent.
  • Water (d) in forming the D (Detergent: surfactant) phase in the O / D type emulsified composition, water may be used in addition to the nonionic surfactant (b) and the polyhydric alcohol (c). Good.
  • the use of water (d) is preferable because the orientation of the nonionic surfactant to the interface is improved and the dispersibility of the oil phase (O phase) to the D phase is further improved.
  • water (d) is an optional component, and the content of water (d) may be 0% by mass.
  • a small amount of water (d) may be added.
  • the content of water (d) in the O / D type emulsified composition may be 0.1% by mass or more, 0.2% by mass or more, and 0.5% by mass or more.
  • the upper limit of the content of water (d) in the O / D type emulsified composition is preferably 15% by mass or less, more preferably 10% by mass or less, and particularly preferably 8% by mass or less. preferable.
  • the content of water (d) in the O / D type emulsification composition is not more than the above upper limit value, it becomes possible to efficiently emulsify under the condition that the D phase is not extremely gelled by water addition, and O / D type emulsification composition.
  • the D-type emulsification composition and the obtained oil-in-water emulsification composition have excellent emulsion stability.
  • the ratio (b) / (a) of the content of the nonionic surfactant (b) to the content of the oil agent (a) is 0.26 to 3.5. It is preferably, more preferably 0.3 to 2.5, and particularly preferably 0.5 to 1.5.
  • (b) / (a) is 0.26 or more, a sufficient amount of the nonionic surfactant (b) for dispersing the oil agent (a) is contained, and the O / D type emulsified composition and the obtained product.
  • the emulsion stability is excellent.
  • the ratio (c) / (b) of the content of the polyhydric alcohol (c) to the content of the nonionic surfactant (b) is 0.75 to 6. It is preferably 1.0 to 5, more preferably 1.25 to 4, and particularly preferably 1.25 to 4.
  • (c) / (b) is in such a range, the effect of stabilizing the dispersion of the oil phase (O phase) by the nonionic surfactant (b) can be effectively exhibited.
  • the ratio (d) / (b) of the content of water (d) to the content of the nonionic surfactant (b) is 0.005 or more and less than 1. It may be 0.01 to 0.7, and may be 0.05 to 0.6.
  • the O / D type emulsification composition according to the present embodiment can be produced according to a known D-phase emulsification method.
  • glycyrrhetinic acid is dissolved in an oil agent (a) containing at least one of the higher alcohol and the ester oil.
  • heating may be performed if necessary.
  • hydrocarbons are added to the obtained solution to prepare the oil components constituting the oil phase (O phase).
  • the O / D type emulsified composition of the present embodiment can be obtained by adding the oil component constituting the O phase to the solution constituting the D phase.
  • the stirring conditions are not particularly limited, and for example, by stirring under the conditions of 500 to 2500 rpm and further 1000 to 2000 rpm using a homodisper or the like, the O phase is satisfactorily dispersed in the D phase. ..
  • the oil-in-water emulsified composition according to the present embodiment contains the O / D type emulsified composition according to the above-described embodiment and an aqueous medium.
  • the aqueous medium is a liquid using water as a solvent, and may contain other components as appropriate.
  • an aqueous medium may be added to the O / D emulsified composition according to the above embodiment, and if necessary, an operation such as stirring may be performed as appropriate.
  • the surfactant phase (D phase) was a continuous phase, but by adding an aqueous medium, the continuous phase is replaced with the aqueous phase, and the oil in water having excellent emulsion stability ( An O / W) type emulsified composition can be easily obtained.
  • the content of water is preferably 35 to 99.999% by mass, more preferably 40 to 90% by mass.
  • the oil-in-water emulsified composition containing water in such a range has preferable properties as an external preparation for skin and the like because glycyrrhetinic acid and the oil phase can be dispersed more stably and the viscosity and the like are sufficiently low.
  • the water content in the oil-in-water emulsification composition is the total of the water derived from the water (d) of the O / D type emulsification composition and the water derived from the aqueous medium.
  • the content of glycyrrhetinic acid in the oil-in-water emulsification composition is appropriately determined according to the content of the above water, the content of the oil agent (a) derived from the O / D-type emulsification composition in the oil-in-water emulsification composition, and the like.
  • the lower limit value can be 0.00001 mass% or more, 0.01 mass% or more, and the upper limit value is 3 mass% or less, 2 mass% or less, 1.5 mass% or more. It can be as follows.
  • the oil-in-water emulsified composition of the present embodiment does not have to contain substantially ethanol. Since glycyrrhetinic acid is soluble in ethanol, conventional skin external preparations containing glycyrrhetinic acid contain a considerable amount of ethanol, but some consumers are sensitive to ethanol. From the viewpoint of appealing to such consumers, it may be preferable to use an oil-in-water emulsified composition that does not substantially contain ethanol.
  • the fact that the oil-in-water emulsified composition does not substantially contain ethanol means that, more specifically, the content of ethanol in the oil-in-water emulsified composition can be 0.5% by mass or less, 0.1. It can be 0% by mass or less, 0.03% by mass or less, and can be completely free of ethanol.
  • the value of the average particle size (volume average particle size) of the oil droplets is preferably 200 nm or less, more preferably 150 nm or less, and more preferably 100 nm or less. Is particularly preferable. It can be said that the oil-in-water emulsified composition having an average particle size of oil droplets in such a range is excellent in emulsification stability by suppressing creaming of oil droplets.
  • the oil droplets having the average particle size can be easily obtained with the oil-in-water emulsified composition according to the present embodiment.
  • the lower limit of the average particle size is not particularly limited, but may be, for example, 10 nm or more.
  • the average particle size of the oil droplets can be measured using a dynamic light scattering type particle size distribution measuring device or the like.
  • the O / D type emulsification composition or the oil-in-water emulsification composition of the above-described embodiment contains glycyrrhetinic acid, has excellent emulsion stability, and can increase the water content, it is contained in an external preparation for skin. It is suitable for.
  • the type of external preparation for skin is not particularly limited as long as it is used transdermally.
  • skin cosmetics such as creams, emulsions, lotions, lotions, gels; hair tonics, hair creams, etc. , Hair liquid, shampoo, pomade, rinse and other scalp cosmetics; etc.
  • the external preparation for skin of the present embodiment is an auxiliary agent or other components used in the production of a normal external preparation for skin as long as it does not interfere with the physiological activity of glycyrrhetinic acid such as anti-inflammatory action, for example, astringent, bactericidal / antibacterial.
  • Agents, whitening agents, ultraviolet absorbers, moisturizers, cell activators, anti-inflammatory / antiallergic agents, antioxidant / active oxygen removers, pH adjusters, fragrances and the like can be used.
  • O phase oil phase
  • D phase surfactant phase
  • an oil-in-water emulsified composition in which glycyrrhetinic acid is stably dispersed can be easily obtained by adding an aqueous medium. Further, the oil-in-water emulsified composition according to the above embodiment has glycyrrhetinic acid stably dispersed, and is also excellent in emulsification stability, and is suitable as an external preparation for skin.
  • the stability of the obtained O / D type emulsified composition was evaluated according to the following criteria. The results are shown in Table 1. ⁇ : It was a clear liquid with very slight viscosity. ⁇ : It was a very slightly viscous, slightly cloudy liquid. ⁇ : It was a very slightly viscous, cloudy liquid. X: A very slightly viscous, cloudy liquid that was phase-separated immediately after preparation.
  • the obtained oil-in-water emulsified composition was stored at 50 ° C. for 30 days, and then the stability was evaluated according to the following criteria. The results are shown in Table 1. ⁇ : It was a clear pale blue liquid. ⁇ : It was a pale blue liquid. ⁇ : There was a liquid that was white and a very slight precipitation of glycyrrhetinic acid was confirmed. X: The liquid was white, phase-separated, and the precipitation of glycyrrhetinic acid was confirmed. When the particle size of the oil-in-water emulsified composition becomes smaller, light having a short wavelength is more likely to be scattered, and the liquid color becomes blue. That is, the fact that the liquid is pale blue indicates that the particle size of the oil-in-water emulsified composition tends to be small.
  • the obtained oil-in-water emulsified composition was diluted by adding 200 times the amount of purified water immediately after preparation and after storage at 50 ° C. for 30 days, respectively, and the particle size distribution of oil droplets in the diluted solution was determined.
  • the measurement was performed using a dynamic light scattering type particle size distribution measuring device (Nanotrac WaveII-EX150, manufactured by Microtrac Bell Co., Ltd.), and the median size (D50) was taken as the average particle size.
  • the results are shown in Table 1.
  • Examples 2-40 An O / D type emulsification composition and an oil-in-water emulsification composition were prepared in the same manner as in Sample 1, except that the composition of each component was changed as shown in Table 1.
  • the composition of each component in each O / D type emulsification composition is shown in the upper part of Tables 1 to 3, and the composition of each component in the corresponding oil-in-water emulsification composition is shown in the lower part of Tables 1 to 3, respectively. Shown.
  • the oil-in-water emulsified composition was semi-solid (viscosity 4000 mPa ⁇ s or more) or solid (viscosity 10,000 mPa ⁇ s or more), and was 200 times larger.
  • the average particle size could not be measured because it was not diluted by adding an amount of purified water.
  • the particle size distribution of the oil droplets did not follow the lognormal distribution, and the peak was broad or a peak different from the average particle size peak was confirmed. Further, after the sample 36 was stored at 50 ° C. for 30 days, the phase was completely separated and the particle size could not be measured.

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  • Animal Behavior & Ethology (AREA)
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  • Dispersion Chemistry (AREA)
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Abstract

L'invention concerne une composition d'émulsion de type suspension huileuse (O/D, pour "oil dispersion") contenant de l'acide glycyrrhétinique, la composition d'émulsion comprenant (a) une huile comprenant au moins l'un de ces deux composants : un alcool à chaîne longue et une huile estérifiée, (b) un tensioactif non ionique et (c) un alcool polyhydrique, le rapport de la quantité de tensioactif non ionique (b) à la quantité d'huile (a), c'est-à-dire (b) / (a), étant compris entre 0,26 et 3,5, le rapport de la quantité d'alcool polyhydrique (c) à la quantité de tensioactif non ionique (b), c'est-à-dire (c) / (b), étant compris entre 0,75 et 6, et la quantité d'eau (d) étant comprise entre 0 et 15 % en masse. La présente invention concerne également : un procédé de production d'une composition d'émulsion de type O/D ; une composition d'émulsion de type huile dans eau contenant une composition d'émulsion de type O/D ainsi qu'un procédé de production de la composition d'émulsion de type huile dans eau ; et une préparation externe pour la peau, comprenant une composition d'émulsion de type O/D ou une composition d'émulsion de type huile dans eau. En raison de la composition d'émulsion de type O/D de la présente invention, il devient possible de produire une composition d'émulsion de type huile dans eau où l'acide glycyrrhétinique est dispersé de façon stable en ajoutant un milieu à base d'eau à la composition d'émulsion de type O/D.
PCT/JP2020/016625 2019-04-18 2020-04-15 Composition d'émulsion de type suspension huileuse contenant de l'acide glycyrrhétinique, et composition d'émulsion de type huile dans eau WO2020213660A1 (fr)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP7466939B2 (ja) 2022-08-31 2024-04-15 東洋ビューティ株式会社 Ｏ／ｄ相組成物及び水中油型乳化組成物

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Publication number Priority date Publication date Assignee Title
JP2006160608A (ja) * 2004-12-02 2006-06-22 Lion Corp 養育毛剤組成物
WO2014112194A1 (fr) * 2013-01-21 2014-07-24 富士フイルム株式会社 Composition huileuse, et composition d'émulsion et composition topique contenant celle-ci
JP2014169251A (ja) * 2013-03-04 2014-09-18 Fancl Corp 乳化組成物
JP2014221723A (ja) * 2013-05-13 2014-11-27 ジェイオーコスメティックス株式会社 水中油型乳化化粧料
JP2015147734A (ja) * 2014-02-04 2015-08-20 ポーラ化成工業株式会社 水中油（ｏ／ｗ）型乳化組成物、水中油（ｏ／ｗ）型乳化組成物の製造方法、及び皮膚外用剤

Patent Citations (5)

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Publication number Priority date Publication date Assignee Title
JP2006160608A (ja) * 2004-12-02 2006-06-22 Lion Corp 養育毛剤組成物
WO2014112194A1 (fr) * 2013-01-21 2014-07-24 富士フイルム株式会社 Composition huileuse, et composition d'émulsion et composition topique contenant celle-ci
JP2014169251A (ja) * 2013-03-04 2014-09-18 Fancl Corp 乳化組成物
JP2014221723A (ja) * 2013-05-13 2014-11-27 ジェイオーコスメティックス株式会社 水中油型乳化化粧料
JP2015147734A (ja) * 2014-02-04 2015-08-20 ポーラ化成工業株式会社 水中油（ｏ／ｗ）型乳化組成物、水中油（ｏ／ｗ）型乳化組成物の製造方法、及び皮膚外用剤

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP7466939B2 (ja) 2022-08-31 2024-04-15 東洋ビューティ株式会社 Ｏ／ｄ相組成物及び水中油型乳化組成物

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