WO2020170646A1 - Method for producing emulsion composition - Google Patents

Method for producing emulsion composition Download PDF

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Publication number
WO2020170646A1
WO2020170646A1 PCT/JP2020/000685 JP2020000685W WO2020170646A1 WO 2020170646 A1 WO2020170646 A1 WO 2020170646A1 JP 2020000685 W JP2020000685 W JP 2020000685W WO 2020170646 A1 WO2020170646 A1 WO 2020170646A1
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composition
surfactant
mass
gel
polyhydric alcohol
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PCT/JP2020/000685
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French (fr)
Japanese (ja)
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忠夫 辻
恵広 柳澤
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株式会社カネカ
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Publication of WO2020170646A1 publication Critical patent/WO2020170646A1/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/08Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
    • A61K47/10Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/08Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
    • A61K47/12Carboxylic acids; Salts or anhydrides thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/08Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
    • A61K47/14Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/16Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/34Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/42Proteins; Polypeptides; Degradation products thereof; Derivatives thereof, e.g. albumin, gelatin or zein
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/44Oils, fats or waxes according to two or more groups of A61K47/02-A61K47/42; Natural or modified natural oils, fats or waxes, e.g. castor oil, polyethoxylated castor oil, montan wax, lignite, shellac, rosin, beeswax or lanolin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31Hydrocarbons
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/64Proteins; Peptides; Derivatives or degradation products thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86Polyethers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin

Definitions

  • the present invention relates to a method capable of easily producing an emulsified composition having an unprecedented unique feeling of use.
  • Emulsified compositions in which an aqueous component and an oil component, which are essentially immiscible, are stably mixed with a surfactant are used in various fields.
  • Various mixing methods have been developed so far, and examples thereof include a D-phase emulsification method and a liquid crystal emulsification method that do not require strong dispersion such as strong stirring and shearing.
  • an oily component is dispersed in a solution obtained by dissolving a surfactant in water and a polyhydric alcohol to obtain an O/D gel emulsion, and then water is added to the O/D gel emulsion.
  • the liquid crystal emulsification method includes, for example, forming a gel-like O/LC emulsion in which an oil phase is dispersed and retained in a lamellar liquid crystal of a surfactant, and then adding water to the O/LC emulsion to form an O/W emulsion. It is a method of obtaining (Patent Document 2).
  • the mixing ratio and mixing conditions of each component are extremely limited. For example, it is necessary to make the amount of the oily component relatively small and the amount of the surfactant relatively large, so that it can be said that the feeling of use is poor. Therefore, the mechanical stirring method is still generally used for the production of the emulsion composition.
  • the mechanical stirring method is generally used in the production of the emulsion composition.
  • the mechanical stirring method often requires complicated steps such as heating, vacuuming, stirring, and cooling, and since strong stirring requires high energy consumption such as electric power, a step of obtaining an emulsified composition.
  • the emulsified composition is also used as a composition that comes into contact with the skin such as cosmetics, and there is a demand for an emulsified composition having a more excellent feeling of use, but the characteristics of the emulsified composition obtained by a mechanical stirring method. Since it depends only on the component composition, it can be said that it is difficult to develop an emulsion composition having a new feeling of use by a mechanical stirring method. Therefore, an object of the present invention is to provide a method for easily producing an emulsified composition having an unprecedented feeling of use.
  • the present inventors have conducted extensive studies to solve the above problems. As a result, when different gel compositions are prepared from two or more oily components and the two or more gel compositions are dispersed in an aqueous solvent, surprisingly, droplets of the gel composition are generated.
  • the present invention has been completed by finding that it is possible to easily produce an emulsified composition exhibiting an unprecedented usability by not independently integrating with each other but independently stabilizing. The present invention will be described below.
  • a method for producing an emulsified composition comprising: The emulsified composition contains two or more oily components, A step of dissolving a surfactant in a polyhydric alcohol or a mixed solvent of water and a polyhydric alcohol to obtain a surfactant solution, Obtaining two or more gel-like compositions by mixing the two or more oily components with the surfactant solution, respectively, and A method comprising the step of dispersing the two or more gel compositions in an aqueous solvent.
  • biosurfactant is one or more cyclic lipopeptide biosurfactants selected from surfactin, arthrofactin, iturin, and salts thereof. ..
  • the polyhydric alcohol is one or more selected from glycerin, diglycerin, polyethylene glycol, 1,3-butylene glycol, sorbitol, and xylitol, according to any one of [1] to [6] above. Method.
  • oily component is one or more selected from hydrocarbons, waxes, fats and oils, esters, fatty acids, silicone oils, higher alcohols and alkyl glyceryl ethers.
  • the method of the present invention it is possible to easily produce an emulsified composition in which two or more kinds of droplets each containing different oily components are dispersed. Further, the emulsified composition according to the present invention in which two or more kinds of droplets respectively containing different oily components are dispersed, even if it contains two or more kinds of oily components, they are included in one droplet. Compared with the conventional emulsified composition which has been worn out, it shows a much better feeling in use. Therefore, the method of the present invention has an extremely excellent feeling in use and is industrially very excellent as a technique for easily producing an emulsified composition that can be used, for example, in cosmetics and external preparations for skin.
  • Step of Preparing Surfactant Solution the surfactant is dissolved in a polyhydric alcohol or a mixed solvent of water and a polyhydric alcohol to obtain a surfactant solution.
  • anionic surfactant cationic surfactant, nonionic surfactant, amphoteric surfactant can be used without particular limitation.
  • the anionic surfactant is a surfactant having a hydrophilic portion containing an anionic group such as a carboxy group or a sulfonic acid group and a non-hydrophilic portion such as a long chain alkyl group.
  • alkyl sulfate ester salts such as sodium lauryl sulfate, potassium lauryl sulfate, ammonium lauryl sulfate, magnesium lauryl sulfate, monoethanolamine lauryl sulfate, sodium myristyl sulfate, sodium stearyl sulfate, sodium oleyl sulfate; POE(2) sodium lauryl ether sulfate, POE (3) alkyl ether sulfate ester salt such as sodium myristyl ether sulfate; N-acylmethyl taurine salt such as potassium coconut oil fatty acid methyl taurine and sodium lauroyl methyl taurine; N-acyl glutamate salt such as
  • Cation surfactant is a surfactant having a hydrophilic portion containing a cationic group such as an ammonium group and a non-hydrophilic portion such as a long-chain alkyl group.
  • a cationic group such as an ammonium group
  • a non-hydrophilic portion such as a long-chain alkyl group.
  • alkyl quaternary ammonium salts such as lauryltrimethylammonium chloride, stearyltrimethylammonium bromide and dicocoyldimethylammonium chloride; amine salts such as dimethylstearylamine and stearic acid diethylaminoethylamide.
  • a nonionic surfactant is a surfactant that does not have a cationic group and an anionic group, but has a hydrophilic portion and a non-hydrophilic portion.
  • examples thereof include polyoxyethylene alkyl ethers such as POE lauryl ether and POE cetyl ether; glycerin fatty acid esters such as glyceryl monostearate; and sorbitan fatty acid esters such as sorbitan monolaurate.
  • amphoteric surfactant is a surfactant having both a cationic group and an anionic group and having a hydrophilic portion and a non-hydrophilic portion.
  • examples thereof include amino acid-type amphoteric surfactants such as sodium lauryldiaminoethylglycine and sodium laurylaminopropionate; betaine-type amphoteric surfactants such as coconut oil alkyl betaine, lauryl dimethylamino acetic acid betaine, and lauryl hydroxysulfobetaine.
  • a biosurfactant may be used as the surfactant.
  • a biosurfactant is a natural surfactant produced by a microorganism, and generally has high biodegradability and low skin irritation to the human body, and therefore has extremely high safety to the environment and human body. Further, the emulsion composition of the present invention tends to be produced with a smaller amount of biosurfactant than other surfactants.
  • the biosurfactants used in the present invention include lipopeptide compounds surfactin, arthrofactin and iturin; glycolipids mannosylerythritol lipid, sophorolipid, trehalose lipid, rhamnolipid; fatty acid spiculisporic acid; polymer emalzan; But not limited thereto.
  • lipopeptide biosurfactant is preferable, surfactin which is a cyclic lipopeptide biosurfactant, arthrofactin, iturin, or a salt thereof is more preferable, Surfactin or a salt thereof is particularly preferable.
  • the surfactin salt is a compound represented by the general formula (I), or a composition containing two or more kinds of the compounds.
  • X represents an amino acid residue selected from leucine, isoleucine, and valine
  • R 1 represents a C 9-18 alkyl group
  • M + represents an alkali metal ion or a quaternary ammonium ion.
  • the amino acid residue as X may be L-form or D-form, but L-form is preferable.
  • C 9-18 alkyl group refers to a linear or branched monovalent saturated hydrocarbon group having 9 or more and 18 or less carbon atoms.
  • the alkali metal ion is not particularly limited, but examples thereof include lithium ion, sodium ion and potassium ion, with sodium ion being preferred.
  • Examples of the substituent of the quaternary ammonium ion include alkyl groups such as methyl, ethyl, n-propyl, isopropyl, n-butyl and tert-butyl; aralkyl groups such as benzyl, methylbenzyl and phenylethyl; phenyl and toluyl. , Organic groups such as aryl groups such as xylyl and the like.
  • Examples of the quaternary ammonium ion include tetramethylammonium ion, tetraethylammonium ion, pyridinium ion and the like.
  • Arthrofactin is represented by general formula (II).
  • Arslofactin may have one D-aspartic acid and one L-aspartic acid in the structure, and may form an alkali metal ion or a quaternary ammonium ion.
  • R 2 represents a C 9-18 alkyl group, and for example, —(CH 2 ) 10 CH 3 , —(CH 2 ) 8 CH(CH 3 )CH 2 CH 3 , —(CH 2 ) 9 Indicates CH(CH 3 ) 2 .
  • an anionic surfactant or a cationic surfactant it is preferable to use an anionic surfactant or a cationic surfactant, and it is more preferable to use an anionic surfactant.
  • an anionic surfactant it is considered that the droplets are more stably present due to the electrostatic repulsive force of these surfactants.
  • Most biosurfactants are anionic surfactants having an anionic group such as a carboxy group or a phenolic hydroxyl group.
  • the surfactant is dissolved using polyhydric alcohol or a mixed solvent of water and polyhydric alcohol as the solvent.
  • the “polyhydric alcohol” is an organic compound having two or more hydroxyl groups in the molecule.
  • the polyhydric alcohol is preferably one or more selected from glycerin, diglycerin, polyethylene glycol, 1,3-butylene glycol, sorbitol, and xylitol.
  • glycerin or a mixture of polyhydric alcohol other than glycerin and glycerin is preferable. Examples of such a mixture include a mixture of glycerin and a polyhydric alcohol selected from diglycerin, sorbitol, and xylitol.
  • the ratio thereof may be appropriately adjusted, and depends on whether the polyhydric alcohol other than glycerin is solid or liquid at room temperature, for example, glycerin And the ratio of the other polyhydric alcohol to the total of the other polyhydric alcohol can be 1% by mass or more and 95% by mass or less.
  • a mixed solvent of water and a polyhydric alcohol it is preferable to use a mixed solvent of water and a polyhydric alcohol.
  • a mixed solvent of water and a polyhydric alcohol may be used.
  • the concentration of the polyhydric alcohol in the mixed solvent is not particularly limited and may be appropriately adjusted. For example, it can be 5% by mass or more and 95% by mass or less.
  • Surfactant solution that is, the ratio of the surfactant to the total of the surfactant and the polyhydric alcohol or the mixed solvent of water and the polyhydric alcohol may be appropriately adjusted, for example, 0.01 mass% or more, It can be 50 mass% or less.
  • the ratio is preferably 0.1% by mass or more, more preferably 0.2% by mass or more, 15% by mass or less, and more preferably 10% by mass or less.
  • the surfactant may be added to the polyhydric alcohol or a mixed solvent of water and the polyhydric alcohol, and then the mixture may be stirred until the surfactant is dissolved.
  • the mixture may be heated to 40°C or higher and 90°C or lower.
  • Step of Preparing Gel-like Composition In this step, two or more kinds of oily components are respectively mixed with the surfactant solution obtained in the above-mentioned Step 1 to obtain two or more kinds of gel-like composition.
  • the gel composition refers to a composition having a viscosity of 3000 mPa ⁇ s or more, and the viscosity is measured according to JIS Z 8803:2011.
  • the oily component used in the method of the present invention is not particularly limited as long as it is not mixed with water at an arbitrary ratio. More specifically, it means 1 g or 1 mL of a substance that does not dissolve within 30 minutes when it is put in 1000 mL or more of water and shaken vigorously for 5 seconds at 20 ⁇ 5° C. every 30 minutes.
  • oily component examples include hydrocarbons such as squalane, liquid paraffin, light liquid isoparaffin, ceresin, polyethylene powder, squalene, microcrystalline wax, vaseline, liquid isoparaffin, polybutene, and mineral oil; beeswax, carnauba wax, candelilla wax, Waxes such as jojoba oil, lanolin, whale wax; macadamia nut oil, olive oil, cottonseed oil, soybean oil, avocado oil, rice bran oil, rice oil, rice germ oil, palm kernel oil, castor oil, rosehip oil, evening primrose oil, camellia.
  • hydrocarbons such as squalane, liquid paraffin, light liquid isoparaffin, ceresin, polyethylene powder, squalene, microcrystalline wax, vaseline, liquid isoparaffin, polybutene, and mineral oil
  • beeswax carnauba wax, candelilla wax
  • Waxes such as jojoba oil, lanolin, whale wax
  • two or more oily ingredients are used.
  • the two or more oily components are not particularly limited as long as they are different from each other.
  • a gel composition is prepared for each oily component and, in order to disperse it in an aqueous solvent, a combination of a silicone oil and another oily component, a combination of a hydrocarbon and a vegetable oil, and the like, in the conventional method. It is possible to use a combination of oily components which has been difficult to use together.
  • the upper limit of the number of oily components to be used is not particularly limited, but can be, for example, 40 or less, preferably 20 or less, more preferably 10 or less, still more preferably 5 or less.
  • a gel composition is prepared for each oil component. Therefore, the surfactant solution obtained in the above step 1 is divided according to the number of oily components to be used, and the oily components are added to and mixed with each surfactant solution to form two or more gel compositions.
  • the ratio of the surfactant in each gel composition may be appropriately adjusted, but can be, for example, 0.01% by mass or more and 20% by mass or less.
  • the ratio is preferably 0.1% by mass or more, more preferably 0.5% by mass or more, and preferably 10% by mass or less, more preferably 5% by mass or less.
  • the ratio of the oily component in each gel composition may be appropriately adjusted, but can be, for example, 20% by mass or more and 95% by mass or less.
  • the ratio is preferably 25% by mass or more, more preferably 30% by mass or more.
  • the conditions for preparing the gel composition are not particularly limited, but, for example, the oily component may be intermittently or continuously added to the stirred surfactant solution little by little. Even after adding the whole amount of the oily component, it is preferable to sufficiently stir or knead so that the gel composition becomes uniform.
  • Step of producing emulsified composition the emulsified composition is obtained by dispersing two or more gel-like compositions obtained in the above Step 2 in an aqueous solvent.
  • an emulsion composition containing two or more oily components was prepared by mixing two or more emulsion compositions and mixing them.
  • preparation of an emulsion composition generally requires strong stirring, and large-scale synthesis requires large-scale equipment.
  • a gel composition is first prepared, and relatively weak stirring power is sufficient for the preparation of the gel composition, and also when the gel composition is dispersed in an aqueous solvent. Relatively weak stirring power is sufficient.
  • Examples of the water-based solvent in which the gel composition is dispersed in the present invention include water and a mixed solvent of water and a water-miscible organic solvent.
  • the water-miscible organic solvent means an organic solvent that can be mixed with water without limitation, and examples thereof include C 1-4 alcohols such as ethanol and isopropanol.
  • the ratio of the water-miscible organic solvent in the mixed solvent of water and the water-miscible organic solvent may be appropriately adjusted, but can be, for example, 0.01% by mass or more and 50% by mass or less, and 0.1% by mass. % Or more, 40% by mass or less is preferable, and 30% by mass or less is more preferable.
  • the amount of the aqueous solvent used may be appropriately adjusted, but for example, it is preferable that the ratio of the surfactant to the emulsified composition is 0.01% by mass or more and 20% by mass or less.
  • the ratio is preferably 0.1% by mass or more, more preferably 0.3% by mass or more, even more preferably 0.5% by mass or more, and preferably 10% by mass or less, more preferably 5% by mass or less. It is even more preferably 3% by mass or less.
  • the emulsion composition can be obtained with relatively weak stirring force and shearing force.
  • an emulsified composition can be obtained with a weak stirring force of 500 rpm or less using a disper mixer, paddle mixer, or the like, but the stirring conditions are not particularly limited as long as it can be uniformly dispersed.
  • the above step 1 surfactant solution preparation step
  • the above step 2 gel composition preparation step
  • this step emulsion composition
  • C 1 such as ethanol or isopropyl alcohol
  • thickeners thickeners, ultraviolet absorbers, antioxidants, emollients, solubilizers, anti-inflammatory agents, moisturizers, preservatives, bactericides, pigments, fragrances, powders and the like.
  • the emulsified composition according to the present invention contains two or more oily components, each of which is contained in another droplet, and each droplet is stably independent. Even if it contains, it exhibits an excellent feeling of use, which is different from the conventional emulsified composition in which the two or more oily components are present in one droplet. Therefore, the emulsion composition according to the present invention is particularly useful as a cosmetic or a skin external preparation that is directly applied to the skin.
  • Example 1 Production of emulsified composition (1) Preparation of gel composition A Surfactin sodium was added to glycerin at a mass ratio shown in Table 1 and dissolved by stirring at room temperature. Squalane was added to the obtained solution, and the mixture was slowly stirred manually at room temperature with a stir bar to completely disperse the gel composition A.
  • Comparative Example 2 Manufacture of Emulsion Composition By adding only the gel composition B to purified water at the mass ratio shown in Table 2 and slowly stirring manually with a stir bar at room temperature, a uniform dispersion is obtained. An emulsified composition was obtained.
  • Test example 1 Six test subjects applied about 1 g of the emulsified composition of Example 1 or Comparative Examples 1 to 3 to the inside of the upper arm, the inside of the wrist, or the back of the hand, and the items regarding the feeling of use were evaluated on a five-point scale. .. The results are shown in Table 3. It should be noted that the "complexity of touch" does not mean a feeling of being simply oiled, but a complex feeling with depth and depth, but a good feeling. In addition, the “comprehensive evaluation” is the overall satisfaction when used as a cosmetic product in consideration of each item.
  • the composition of Comparative Example 1 has a strong oily feel, but the oily feel is too strong and does not fit to the skin.
  • the composition of Comparative Example 2 had a refreshing feel due to the silicone oil.
  • the composition of Comparative Example 3 had an intermediate feeling of use between the composition of Comparative Example 1 and the composition of Comparative Example 2.
  • the composition of Example 1 has both the oily feeling of squalane and the refreshing feeling of silicone oil as well as the composition of Comparative Example 3, but the excellent characteristics of each oily component are maximized. The overall evaluation was high, with a deep and unique feeling of use.
  • Test example 2 Six subjects were asked to apply about 1 g of the emulsified composition of Examples 2 to 6 or Comparative Examples 4 and 5 to the inside of the upper arm, the inside of the wrist, or the back of the hand, and the items related to the feeling of use were evaluated on a five-point scale. received. The results are shown in Table 6.
  • the emulsion composition comprising the gel composition D had a refreshing feeling
  • the emulsion composition comprising the gel composition E had a strong moist feeling.
  • the mixing ratios of the gel composition D and the gel composition E were changed stepwise, and from Example 2 to Example 6, the ratio of the emulsified composition D having a refreshing feeling was reduced to give a moist feeling.
  • the ratio of the strong emulsified composition E was increased, and accordingly, the feeling of use gradually changed from a feeling of freshness to a feeling of moistness.
  • Example 7 Comparative Examples 6 to 8: Production of Emulsified Composition (1) Preparation of Gel Composition F Surfactin sodium was added to a mixed solvent of diglycerin and purified water at a mass ratio shown in Table 7, It was dissolved by stirring at room temperature. Diisostearyl malate was added to the obtained solution, and the mixture was slowly stirred manually at room temperature with a stir bar to completely and uniformly disperse the gel composition F.
  • Test example 3 Six test subjects applied about 1 g of the emulsified composition of Example 7 or Comparative Examples 6 to 8 to the inside of the upper arm, the inside of the wrist, or the back of the hand, and the items regarding the feeling of use were evaluated on a five-point scale. .. The results are shown in Table 9.
  • Comparative Example 6 was an emulsified composition prepared only from the gel composition F containing one oily component, and had a strong moist feeling but a very strong stickiness.
  • Comparative Example 7 was an emulsified composition prepared from only the gel composition G containing one oily component, and had a strong refreshing feeling, weak moistening feeling, and was not sticky.
  • Comparative Example 8 is an emulsified composition prepared only from the gel composition H containing two oily components, and the purpose was to reduce stickiness, but the premixed oil component could not suppress stickiness.
  • Example 7 is an emulsified composition prepared by mixing the gel composition F and the gel composition G each containing one oily component, and the emulsified compositions having different feelings of use are coexistent. It had a moist feeling and a refreshing feeling, and was able to achieve both non-stickiness.

Abstract

The purpose of the present invention is to provide a method capable of easily producing an emulsion composition having an unprecedented feeling of use. This method for producing an emulsion composition is characterized in that the emulsion composition contains two or more oily components, and is also characterized by including: a step for dissolving a surfactant in a polyhydric alcohol or a mixed solvent of water and a polyhydric alcohol to obtain a surfactant solution; a step for mixing each of two or more oily components with the surfactant solution to obtain two or more gel-like compositions; and a step for dispersing the two or more gel-like compositions in an aqueous solvent.

Description

乳化組成物の製造方法Method for producing emulsified composition
 本発明は、これまでにない独特な使用感のある乳化組成物を簡便に製造することができる方法に関するものである。 The present invention relates to a method capable of easily producing an emulsified composition having an unprecedented unique feeling of use.
 本来混ざりえない水性成分と油性成分を界面活性剤により安定に混合させた乳化組成物は、様々な分野で利用されている。その混合方法はこれまで様々な手法が開発されており、例えば、強攪拌や強せん断といった強分散を必要としないD相乳化法や液晶乳化法が挙げられる。 ❖ Emulsified compositions in which an aqueous component and an oil component, which are essentially immiscible, are stably mixed with a surfactant are used in various fields. Various mixing methods have been developed so far, and examples thereof include a D-phase emulsification method and a liquid crystal emulsification method that do not require strong dispersion such as strong stirring and shearing.
 D相乳化法は、界面活性剤を水と多価アルコールに溶解して得られた溶液に油性成分を分散させてO/Dゲルエマルションを得た後、このO/Dゲルエマルションに水を添加してO/Wエマルションを得る方法である(特許文献1,非特許文献1)。液晶乳化法は、例えば、界面活性剤のラメラ液晶中に油相を分散保持させたゲル状のO/LCエマルションを形成した後、当該O/LCエマルションに水を添加してO/Wエマルションを得る方法である(特許文献2)。 In the D-phase emulsification method, an oily component is dispersed in a solution obtained by dissolving a surfactant in water and a polyhydric alcohol to obtain an O/D gel emulsion, and then water is added to the O/D gel emulsion. To obtain an O/W emulsion (Patent Document 1, Non-Patent Document 1). The liquid crystal emulsification method includes, for example, forming a gel-like O/LC emulsion in which an oil phase is dispersed and retained in a lamellar liquid crystal of a surfactant, and then adding water to the O/LC emulsion to form an O/W emulsion. It is a method of obtaining (Patent Document 2).
 しかしこれら方法でエマルションを得るには、各成分の配合比率や配合条件が極めて限定的である。例えば、油性成分の配合量を比較的少なくし、且つ界面活性剤の配合量を比較的多くする必要があるため、使用感が悪いといえる。よって、乳化組成物の製造には、いまだ機械的攪拌法が一般的に用いられている。 However, in order to obtain an emulsion by these methods, the mixing ratio and mixing conditions of each component are extremely limited. For example, it is necessary to make the amount of the oily component relatively small and the amount of the surfactant relatively large, so that it can be said that the feeling of use is poor. Therefore, the mechanical stirring method is still generally used for the production of the emulsion composition.
特開昭63-072335号公報JP-A-63-072335 特開平9-124432号公報JP-A-9-124432
 上述したように、乳化組成物の製造には機械的攪拌法が一般的に用いられている。しかし機械的攪拌法には、昇温、真空引、攪拌、冷却などの複雑な工程が必要なことが多いこと、強攪拌を要するため電力等のエネルギー消費が大きいこと、乳化組成物を得る工程は中断できないこと等の欠点がある。また、乳化組成物は化粧料など皮膚に接する組成物としても利用されており、より優れた使用感の乳化組成物が求められているが、機械的攪拌法で得られた乳化組成物の特性は成分組成のみに依存するため、機械的攪拌法により新たな使用感の乳化組成物を開発することは難しいといえる。
 そこで本発明は、これまでにない使用感を示す乳化組成物を簡便に製造できる方法を提供することを目的とする。
As described above, the mechanical stirring method is generally used in the production of the emulsion composition. However, the mechanical stirring method often requires complicated steps such as heating, vacuuming, stirring, and cooling, and since strong stirring requires high energy consumption such as electric power, a step of obtaining an emulsified composition. Has the drawback that it cannot be interrupted. Further, the emulsified composition is also used as a composition that comes into contact with the skin such as cosmetics, and there is a demand for an emulsified composition having a more excellent feeling of use, but the characteristics of the emulsified composition obtained by a mechanical stirring method. Since it depends only on the component composition, it can be said that it is difficult to develop an emulsion composition having a new feeling of use by a mechanical stirring method.
Therefore, an object of the present invention is to provide a method for easily producing an emulsified composition having an unprecedented feeling of use.
 本発明者らは、上記課題を解決するために鋭意研究を重ねた。その結果、2種以上の油性成分からそれぞれ別のゲル状組成物を調製し、それら2種以上のゲル状組成物を水系溶媒に分散させた場合、意外にもゲル状組成物の液滴が互いに一体化せず、独立して安定化することにより、これまでにない使用感を示す乳化組成物を簡便に製造できることを見出して、本発明を完成した。
 以下、本発明を示す。
The present inventors have conducted extensive studies to solve the above problems. As a result, when different gel compositions are prepared from two or more oily components and the two or more gel compositions are dispersed in an aqueous solvent, surprisingly, droplets of the gel composition are generated. The present invention has been completed by finding that it is possible to easily produce an emulsified composition exhibiting an unprecedented usability by not independently integrating with each other but independently stabilizing.
The present invention will be described below.
 [1] 乳化組成物を製造するための方法であって、
 前記乳化組成物が2種以上の油性成分を含むものであり、
 界面活性剤を多価アルコールまたは水と多価アルコールの混合溶媒に溶解して界面活性剤溶液を得る工程、
 前記2種以上の油性成分をそれぞれ前記界面活性剤溶液と混合することにより、2種以上のゲル状組成物を得る工程、および、
 前記2種以上のゲル状組成物を水系溶媒中に分散させる工程を含むことを特徴とする方法。
[1] A method for producing an emulsified composition, comprising:
The emulsified composition contains two or more oily components,
A step of dissolving a surfactant in a polyhydric alcohol or a mixed solvent of water and a polyhydric alcohol to obtain a surfactant solution,
Obtaining two or more gel-like compositions by mixing the two or more oily components with the surfactant solution, respectively, and
A method comprising the step of dispersing the two or more gel compositions in an aqueous solvent.
 [2] 前記ゲル状組成物に対する前記界面活性剤の割合が0.01質量%以上、10質量%以下である上記[1]に記載の方法。 [2] The method according to [1] above, wherein the ratio of the surfactant to the gel composition is 0.01% by mass or more and 10% by mass or less.
 [3] 前記乳化組成物に対する前記界面活性剤の割合が0.01質量%以上、5質量%以下である上記[1]または[2]に記載の方法。 [3] The method according to [1] or [2] above, wherein the ratio of the surfactant to the emulsified composition is 0.01% by mass or more and 5% by mass or less.
 [4] 前記乳化組成物に対する前記界面活性剤の割合が0.01質量%以上、2質量%未満である上記[1]または[2]に記載の方法。 [4] The method according to [1] or [2] above, wherein the ratio of the surfactant to the emulsified composition is 0.01% by mass or more and less than 2% by mass.
 [5] 前記界面活性剤がバイオサーファクタントである上記[1]~[4]のいずれかに記載の方法。 [5] The method according to any one of [1] to [4] above, wherein the surfactant is a biosurfactant.
 [6] 前記バイオサーファクタントが、サーファクチン、アルスロファクチン、イチュリン、およびそれらの塩から選択される1以上の環状リポペプチドバイオサーファクタントである上記[1]~[5]のいずれかに記載の方法。 [6] The method according to any one of [1] to [5] above, wherein the biosurfactant is one or more cyclic lipopeptide biosurfactants selected from surfactin, arthrofactin, iturin, and salts thereof. ..
 [7] 前記多価アルコールが、グリセリン、ジグリセリン、ポリエチレングリコール、1,3-ブチレングリコール、ソルビトール、およびキシリトールから選択される1以上である上記[1]~[6]のいずれかに記載の方法。 [7] The polyhydric alcohol is one or more selected from glycerin, diglycerin, polyethylene glycol, 1,3-butylene glycol, sorbitol, and xylitol, according to any one of [1] to [6] above. Method.
 [8] 前記多価アルコールがグリセリンを含む上記[1]~[6]のいずれかに記載の方法。 [8] The method according to any one of [1] to [6] above, wherein the polyhydric alcohol contains glycerin.
 [9] 前記油性成分が、炭化水素類、ロウ類、油脂類、エステル類、脂肪酸類、シリコーンオイル類、高級アルコール類およびアルキルグリセリルエーテル類から選択される1以上である上記[1]~[8]のいずれかに記載の方法。 [9] The above-mentioned [1] to [wherein the oily component is one or more selected from hydrocarbons, waxes, fats and oils, esters, fatty acids, silicone oils, higher alcohols and alkyl glyceryl ethers. The method according to any one of 8].
 本発明方法によれば、互いに異なる油性成分をそれぞれ含む2種以上の液滴が分散した乳化組成物を簡便に製造することができる。また、互いに異なる油性成分をそれぞれ含む2種以上の液滴が分散した本発明に係る乳化組成物は、たとえ2種以上の油性成分を含むものであっても、それらが1つの液滴に含まれてしまっている従来の乳化組成物に比べて、より一層優れた使用感を示す。よって本発明方法は、使用感に極めて優れ、例えば化粧料や皮膚外用剤に利用できる乳化組成物を簡便に製造できる技術として、産業上非常に優れている。 According to the method of the present invention, it is possible to easily produce an emulsified composition in which two or more kinds of droplets each containing different oily components are dispersed. Further, the emulsified composition according to the present invention in which two or more kinds of droplets respectively containing different oily components are dispersed, even if it contains two or more kinds of oily components, they are included in one droplet. Compared with the conventional emulsified composition which has been worn out, it shows a much better feeling in use. Therefore, the method of the present invention has an extremely excellent feeling in use and is industrially very excellent as a technique for easily producing an emulsified composition that can be used, for example, in cosmetics and external preparations for skin.
 以下、本発明に係る乳化組成物の製造方法を、具体例を挙げつつ説明するが、本発明は以下の態様に限定されるものではない。 Hereinafter, the method for producing the emulsion composition according to the present invention will be described with reference to specific examples, but the present invention is not limited to the following modes.
 1.界面活性剤溶液の調製工程
 本工程では、界面活性剤を多価アルコールまたは水と多価アルコールの混合溶媒に溶解して界面活性剤溶液を得る。
1. Step of Preparing Surfactant Solution In this step, the surfactant is dissolved in a polyhydric alcohol or a mixed solvent of water and a polyhydric alcohol to obtain a surfactant solution.
 界面活性剤は、陰イオン界面活性剤、陽イオン界面活性剤、非イオン界面活性剤、両性界面活性剤を特に制限なく使用することができる。 As the surfactant, anionic surfactant, cationic surfactant, nonionic surfactant, amphoteric surfactant can be used without particular limitation.
 陰イオン界面活性剤は、カルボキシ基やスルホン酸基などのアニオン性基を含む親水性部分と、長鎖アルキル基などの非親水性部分とを有する界面活性剤である。例えば、ラウリル硫酸ナトリウム、ラウリル硫酸カリウム、ラウリル硫酸アンモニウム、ラウリル硫酸マグネシウム、ラウリル硫酸モノエタノールアミン、ミリスチル硫酸ナトリウム、ステアリル硫酸ナトリウム、オレイル硫酸ナトリウム等のアルキル硫酸エステル塩;POE(2)ラウリルエーテル硫酸ナトリウム、POE(3)ミリスチルエーテル硫酸ナトリウム等のアルキルエーテル硫酸エステル塩;ヤシ油脂肪酸メチルタウリンカリウム、ラウロイルメチルタウリンナトリウム等のN-アシルメチルタウリン塩;ヤシ油脂肪酸アシルグルタミン酸等のN-アシルグルタミン酸塩;ラウロイルメチルアラニンナトリウム等のN-アシルメチルアラニン塩;ラウロイルサルコシンナトリウム等のN-アシルサルコシン塩;ステアロイル乳酸ナトリウム等のアシル乳酸塩;ヤシ油脂肪酸カリウム、ラウリン酸カリウム、ラウリン酸トリエタノールアミン等の脂肪酸塩などが挙げられる。なお、「POE」はポリオキシエチレンの略であり、カッコ内の数字は付加モル数を示す。 The anionic surfactant is a surfactant having a hydrophilic portion containing an anionic group such as a carboxy group or a sulfonic acid group and a non-hydrophilic portion such as a long chain alkyl group. For example, alkyl sulfate ester salts such as sodium lauryl sulfate, potassium lauryl sulfate, ammonium lauryl sulfate, magnesium lauryl sulfate, monoethanolamine lauryl sulfate, sodium myristyl sulfate, sodium stearyl sulfate, sodium oleyl sulfate; POE(2) sodium lauryl ether sulfate, POE (3) alkyl ether sulfate ester salt such as sodium myristyl ether sulfate; N-acylmethyl taurine salt such as potassium coconut oil fatty acid methyl taurine and sodium lauroyl methyl taurine; N-acyl glutamate salt such as coconut oil fatty acid acyl glutamic acid; lauroyl N-acyl methylalanine salts such as sodium methylalanine; N-acyl sarcosine salts such as sodium lauroyl sarcosine; Acyl lactate salts such as sodium stearoyl lactylate; Fatty acid salts such as potassium coconut oil fatty acid, potassium laurate, triethanolamine laurate And so on. “POE” is an abbreviation for polyoxyethylene, and the number in parentheses indicates the number of moles added.
 陽イオン界面活性剤は、アンモニウム基などのカチオン性基を含む親水性部分と、長鎖アルキル基などの非親水性部分とを有する界面活性剤である。例えば、塩化ラウリルトリメチルアンモニウム、臭化ステアリルトリメチルアンモニウム、塩化ジココイルジメチルアンモニウム等のアルキル4級アンモニウム塩;ジメチルステアリルアミン、ステアリン酸ジエチルアミノエチルアミド等のアミン塩が挙げられる。 Cation surfactant is a surfactant having a hydrophilic portion containing a cationic group such as an ammonium group and a non-hydrophilic portion such as a long-chain alkyl group. Examples thereof include alkyl quaternary ammonium salts such as lauryltrimethylammonium chloride, stearyltrimethylammonium bromide and dicocoyldimethylammonium chloride; amine salts such as dimethylstearylamine and stearic acid diethylaminoethylamide.
 非イオン界面活性剤は、カチオン性基とアニオン性基を有しないが、親水性部分と非親水性部分とを有する界面活性剤である。例えば、POEラウリルエーテル、POEセチルエーテル等のポリオキシエチレンアルキルエーテル;モノステアリン酸グリセリル等のグリセリン脂肪酸エステル;モノラウリン酸ソルビタン等のソルビタン脂肪酸エステルが挙げられる。 A nonionic surfactant is a surfactant that does not have a cationic group and an anionic group, but has a hydrophilic portion and a non-hydrophilic portion. Examples thereof include polyoxyethylene alkyl ethers such as POE lauryl ether and POE cetyl ether; glycerin fatty acid esters such as glyceryl monostearate; and sorbitan fatty acid esters such as sorbitan monolaurate.
 両性界面活性剤は、カチオン性基とアニオン性基の両方を有し、親水性部分と非親水性部分とを有する界面活性剤である。例えば、ラウリルジアミノエチルグリシンナトリウム、ラルリルアミノプロピオン酸ナトリウム等のアミノ酸型両性界面活性剤;ヤシ油アルキルベタイン、ラウリルジメチルアミノ酢酸ベタイン、ラウリルヒドロキシスルホベタイン等のベタイン型両性界面活性剤が挙げられる。 An amphoteric surfactant is a surfactant having both a cationic group and an anionic group and having a hydrophilic portion and a non-hydrophilic portion. Examples thereof include amino acid-type amphoteric surfactants such as sodium lauryldiaminoethylglycine and sodium laurylaminopropionate; betaine-type amphoteric surfactants such as coconut oil alkyl betaine, lauryl dimethylamino acetic acid betaine, and lauryl hydroxysulfobetaine.
 その他、界面活性剤としてバイオサーファクタントを用いてもよい。バイオサーファクタントとは、微生物により生産される天然の界面活性剤であり、一般に生分解性が高く、人体に対する皮膚刺激性が低いため環境や人体への安全性が極めて高いという特徴を持つ。また、他の界面活性剤に比べてより少ない量のバイオサーファクタントで本発明に係る乳化組成物を製造できる傾向がある。本発明で用いられるバイオサーファクタントとしては、リポペプチド化合物のサーファクチン、アルスロファクチン、イチュリン;糖脂質のマンノシルエリスリトールリピッド、ソホロリピッド、トレハロースリピッド、ラムノリピッド;脂肪酸のスピクリスポール酸;ポリマーのエマルザンなど;およびこれらの塩が挙げられるが、これらに限られるものではない。 Alternatively, a biosurfactant may be used as the surfactant. A biosurfactant is a natural surfactant produced by a microorganism, and generally has high biodegradability and low skin irritation to the human body, and therefore has extremely high safety to the environment and human body. Further, the emulsion composition of the present invention tends to be produced with a smaller amount of biosurfactant than other surfactants. The biosurfactants used in the present invention include lipopeptide compounds surfactin, arthrofactin and iturin; glycolipids mannosylerythritol lipid, sophorolipid, trehalose lipid, rhamnolipid; fatty acid spiculisporic acid; polymer emalzan; But not limited thereto.
 上記の中でも少量で乳化組成物の安定化の効果が得られることから、リポペプチドバイオサーファクタントが好ましく、環状リポペプチドバイオサーファクタントであるサーファクチン、アルスロファクチン、イチュリン、またはそれらの塩がより好ましく、サーファクチンまたはその塩が特に好ましい。 Among the above, since the effect of stabilizing the emulsion composition in a small amount can be obtained, lipopeptide biosurfactant is preferable, surfactin which is a cyclic lipopeptide biosurfactant, arthrofactin, iturin, or a salt thereof is more preferable, Surfactin or a salt thereof is particularly preferable.
 ここで、サーファクチンの塩とは、一般式(I)で示される化合物、またはこの化合物を2種以上含有する組成物である。
Figure JPOXMLDOC01-appb-C000001

[式中、Xは、ロイシン、イソロイシンおよびバリンから選択されるアミノ酸残基を示し、R1はC9-18アルキル基を示し、M+はアルカリ金属イオンまたは第四級アンモニウムイオンを示す]
Here, the surfactin salt is a compound represented by the general formula (I), or a composition containing two or more kinds of the compounds.
Figure JPOXMLDOC01-appb-C000001

[In the formula, X represents an amino acid residue selected from leucine, isoleucine, and valine, R 1 represents a C 9-18 alkyl group, and M + represents an alkali metal ion or a quaternary ammonium ion.]
 Xとしてのアミノ酸残基は、L体でもD体でもよいが、L体が好ましい。 The amino acid residue as X may be L-form or D-form, but L-form is preferable.
 「C9-18アルキル基」は、炭素数9以上、18以下の直鎖状または分枝鎖状の一価飽和炭化水素基をいう。例えば、n-ノニル、6-メチルオクチル、7-メチルオクチル、n-デシル、8-メチルノニル、n-ウンデシル、9-メチルデシル、n-ドデシル、10-メチルウンデシル、n-トリデシル、11-メチルドデシル、n-テトラデシル、n-ペンタデシル、n-ヘキサデシル、n-ヘプタデシル、n-オクタデシルなどが挙げられる。 The “C 9-18 alkyl group” refers to a linear or branched monovalent saturated hydrocarbon group having 9 or more and 18 or less carbon atoms. For example, n-nonyl, 6-methyloctyl, 7-methyloctyl, n-decyl, 8-methylnonyl, n-undecyl, 9-methyldecyl, n-dodecyl, 10-methylundecyl, n-tridecyl, 11-methyldodecyl , N-tetradecyl, n-pentadecyl, n-hexadecyl, n-heptadecyl, n-octadecyl and the like.
 アルカリ金属イオンは特に限定されないが、リチウムイオン、ナトリウムイオン、カリウムイオンなどが挙げられ、ナトリウムイオンが好ましい。 The alkali metal ion is not particularly limited, but examples thereof include lithium ion, sodium ion and potassium ion, with sodium ion being preferred.
 第四級アンモニウムイオンの置換基としては、例えば、メチル、エチル、n-プロピル、イソプロピル、n-ブチル、tert-ブチル等のアルキル基;ベンジル、メチルベンジル、フェニルエチル等のアラルキル基;フェニル、トルイル、キシリル等のアリール基等の有機基が挙げられる。第四級アンモニウムイオンとしては、例えば、テトラメチルアンモニウムイオン、テトラエチルアンモニウムイオン、ピリジニウムイオン等が挙げられる。 Examples of the substituent of the quaternary ammonium ion include alkyl groups such as methyl, ethyl, n-propyl, isopropyl, n-butyl and tert-butyl; aralkyl groups such as benzyl, methylbenzyl and phenylethyl; phenyl and toluyl. , Organic groups such as aryl groups such as xylyl and the like. Examples of the quaternary ammonium ion include tetramethylammonium ion, tetraethylammonium ion, pyridinium ion and the like.
 アルスロファクチンは、一般式(II)で表される。
Figure JPOXMLDOC01-appb-C000002
Arthrofactin is represented by general formula (II).
Figure JPOXMLDOC01-appb-C000002
 アルスロファクチンは、構造中、D-アスパラギン酸とL-アスパラギン酸をそれぞれ1つずつ有し、アルカリ金属イオンまたは第四級アンモニウムイオンを形成していてもよい。 Arslofactin may have one D-aspartic acid and one L-aspartic acid in the structure, and may form an alkali metal ion or a quaternary ammonium ion.
 イチュリンは、一般式(III)で表される。
Figure JPOXMLDOC01-appb-C000003

 式(III)中、R2はC9-18アルキル基を示し、例えば、-(CH210CH3、-(CH28CH(CH3)CH2CH3、-(CH29CH(CH32を示す。
Iturin is represented by the general formula (III).
Figure JPOXMLDOC01-appb-C000003

In formula (III), R 2 represents a C 9-18 alkyl group, and for example, —(CH 2 ) 10 CH 3 , —(CH 2 ) 8 CH(CH 3 )CH 2 CH 3 , —(CH 2 ) 9 Indicates CH(CH 3 ) 2 .
 本発明においては、陰イオン界面活性剤または陽イオン界面活性剤を用いることが好ましく、陰イオン界面活性剤を用いることがより好ましい。本発明に係る乳化組成物においては、これら界面活性剤の静電的な反発力により、液滴がより安定的に存在すると考えられる。なお、バイオサーファクタントの多くは、カルボキシ基やフェノール性水酸基などのアニオン性基を有する陰イオン界面活性剤である。 In the present invention, it is preferable to use an anionic surfactant or a cationic surfactant, and it is more preferable to use an anionic surfactant. In the emulsified composition according to the present invention, it is considered that the droplets are more stably present due to the electrostatic repulsive force of these surfactants. Most biosurfactants are anionic surfactants having an anionic group such as a carboxy group or a phenolic hydroxyl group.
 本工程では、溶媒として多価アルコールまたは水と多価アルコールの混合溶媒を用い、界面活性剤を溶解する。「多価アルコール」とは、分子中に2以上の水酸基を有する有機化合物である。例えば、エチレングリコール、1,2-プロパンジオール、1,3-プロパンジオール、1,4-ブタンジオール、1,5-ペンタンジオール、1,6-ヘキサンジオール、1,7-ヘプタンジオール、1,8-オクタンジオール、ネオペンチルグリコール、1,4-ブテンジオール等の脂肪族ジオール;グリセリン、ジグリセリン、トリグリセリン、ペンタエリスリトール、トリメチロールプロパン、ソルビトール、キシリトール等の3価以上の多価アルコール等が挙げられる。多価アルコールとしては、グリセリン、ジグリセリン、ポリエチレングリコール、1,3-ブチレングリコール、ソルビトール、およびキシリトールから選択される1以上が好ましい。また、多価アルコールとしては、グリセリン、または、グリセリン以外の多価アルコールとグリセリンとの混合物が好ましい。かかる混合物としては、例えば、ジグリセリン、ソルビトール、およびキシリトールから選択される多価アルコールとグリセリンとの混合物を挙げることができる。グリセリンと他の多価アルコールを混合して用いる場合、それらの割合は適宜調整すればよく、グリセリン以外の多価アルコールが常温で固体であるか液体であるかにも依存するが、例えば、グリセリンと他の多価アルコールとの合計に対する他の多価アルコールの割合を1質量%以上、95質量%以下とすることができる。 In this step, the surfactant is dissolved using polyhydric alcohol or a mixed solvent of water and polyhydric alcohol as the solvent. The “polyhydric alcohol” is an organic compound having two or more hydroxyl groups in the molecule. For example, ethylene glycol, 1,2-propanediol, 1,3-propanediol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, 1,7-heptanediol, 1,8 -Aliphatic diols such as octanediol, neopentyl glycol and 1,4-butenediol; trivalent or higher polyhydric alcohols such as glycerin, diglycerin, triglycerin, pentaerythritol, trimethylolpropane, sorbitol and xylitol. To be The polyhydric alcohol is preferably one or more selected from glycerin, diglycerin, polyethylene glycol, 1,3-butylene glycol, sorbitol, and xylitol. As the polyhydric alcohol, glycerin or a mixture of polyhydric alcohol other than glycerin and glycerin is preferable. Examples of such a mixture include a mixture of glycerin and a polyhydric alcohol selected from diglycerin, sorbitol, and xylitol. When glycerin and other polyhydric alcohol are mixed and used, the ratio thereof may be appropriately adjusted, and depends on whether the polyhydric alcohol other than glycerin is solid or liquid at room temperature, for example, glycerin And the ratio of the other polyhydric alcohol to the total of the other polyhydric alcohol can be 1% by mass or more and 95% by mass or less.
 特に常温常圧で固体である多価アルコールを用いるような場合には、水と多価アルコールの混合溶媒を用いることが好ましい。但し、常温常圧で液体である多価アルコールを用いる場合にも、水と多価アルコールの混合溶媒を用いてもよい。当該混合溶媒における多価アルコールの濃度は特に制限されず、適宜調整すればよいが、例えば、5質量%以上、95質量%以下とすることができる。 Especially when using a polyhydric alcohol that is solid at room temperature and atmospheric pressure, it is preferable to use a mixed solvent of water and a polyhydric alcohol. However, when using a polyhydric alcohol that is liquid at normal temperature and pressure, a mixed solvent of water and a polyhydric alcohol may be used. The concentration of the polyhydric alcohol in the mixed solvent is not particularly limited and may be appropriately adjusted. For example, it can be 5% by mass or more and 95% by mass or less.
 界面活性剤溶液、即ち、界面活性剤と多価アルコールまたは水と多価アルコールの混合溶媒との合計に対する界面活性剤の割合は、適宜調整すればよいが、例えば、0.01質量%以上、50質量%以下とすることができる。当該割合としては、0.1質量%以上が好ましく、0.2質量%以上がより好ましく、また、15質量%以下が好ましく、10質量%以下がより好ましい。 Surfactant solution, that is, the ratio of the surfactant to the total of the surfactant and the polyhydric alcohol or the mixed solvent of water and the polyhydric alcohol may be appropriately adjusted, for example, 0.01 mass% or more, It can be 50 mass% or less. The ratio is preferably 0.1% by mass or more, more preferably 0.2% by mass or more, 15% by mass or less, and more preferably 10% by mass or less.
 界面活性剤溶液を調製するには、界面活性剤を多価アルコールまたは水と多価アルコールの混合溶媒に添加した後、界面活性剤が溶解するまで混合物を攪拌すればよい。界面活性剤が溶解し難い場合には、混合物を40℃以上、90℃以下程度に加熱してもよい。 To prepare the surfactant solution, the surfactant may be added to the polyhydric alcohol or a mixed solvent of water and the polyhydric alcohol, and then the mixture may be stirred until the surfactant is dissolved. When the surfactant is difficult to dissolve, the mixture may be heated to 40°C or higher and 90°C or lower.
 2.ゲル状組成物の調製工程
 本工程では、2種以上の油性成分を、上記工程1で得た界面活性剤溶液とそれぞれ混合することにより、2種以上のゲル状組成物を得る。なお、ゲル状組成物とは、3000mPa・s以上の粘度を有するものをいい、粘度はJIS Z 8803:2011に準じて測定するものとする。
2. Step of Preparing Gel-like Composition In this step, two or more kinds of oily components are respectively mixed with the surfactant solution obtained in the above-mentioned Step 1 to obtain two or more kinds of gel-like composition. The gel composition refers to a composition having a viscosity of 3000 mPa·s or more, and the viscosity is measured according to JIS Z 8803:2011.
 本発明方法で用いる油性成分は、水と任意の割合では混合しないものであれば特に限定はされない。より具体的には、1000mL以上の水に入れて20±5℃で5分ごとに強く30秒間振り混ぜるとき、30分以内に溶けない1gまたは1mLの物質をいう。油性成分としては、例えば、スクワラン、流動パラフィン、軽質流動イソパラフィン、セレシン、ポリエチレン末、スクワレン、マイクロクリスタリンワックス、ワセリン、流動イソパラフィン、ポリブテン、ミネラル油などの炭化水素類;ミツロウ、カルナウバロウ、キャンデリラロウ、ホホバ油、ラノリン、鯨ロウ等のロウ類;マカデミアナッツ油、オリーブ油、綿実油、大豆油、アボガド油、コメヌカ油、米油、コメ胚芽油、パーム核油、ヒマシ油、ローズヒップ油、月見草油、ツバキ油、馬油、グレープシード油、ヤシ油、メドウホーム油、シアバター、コーン油、サフラワー油、ゴマ油などの油脂類;パルミチン酸エチルヘキシル、イソノナン酸イソノニル、ミリスチン酸イソプロピル、オレイン酸エチル、トリ(カプリル酸・カプリン酸)グリセリル、2-エチルヘキサン酸セチル、トリ2-エチルヘキサン酸グリセリル、セバシン酸ジイソプロピル、ヒドロキシステアリン酸コレステリル等のエステル類、ミリスチン酸、ステアリン酸、オレイン酸などの脂肪酸類;メチルポリシロキサン、メチルフェニルポリシロキサン、アミノ変性シリコーン等のシリコーンオイル類;セタノール、オレイルアルコール等の高級アルコール類;バチルアルコール、キミルアルコール等のアルキルグリセリルエーテル類を挙げることができる。 The oily component used in the method of the present invention is not particularly limited as long as it is not mixed with water at an arbitrary ratio. More specifically, it means 1 g or 1 mL of a substance that does not dissolve within 30 minutes when it is put in 1000 mL or more of water and shaken vigorously for 5 seconds at 20±5° C. every 30 minutes. Examples of the oily component include hydrocarbons such as squalane, liquid paraffin, light liquid isoparaffin, ceresin, polyethylene powder, squalene, microcrystalline wax, vaseline, liquid isoparaffin, polybutene, and mineral oil; beeswax, carnauba wax, candelilla wax, Waxes such as jojoba oil, lanolin, whale wax; macadamia nut oil, olive oil, cottonseed oil, soybean oil, avocado oil, rice bran oil, rice oil, rice germ oil, palm kernel oil, castor oil, rosehip oil, evening primrose oil, camellia. Oils, horse oil, grape seed oil, coconut oil, meadow home oil, shea butter, corn oil, safflower oil, sesame oil and other oils and fats; ethylhexyl palmitate, isononyl isononanoate, isopropyl myristate, ethyl oleate, tri( Caprylic acid/capric acid) Glyceryl, 2-ethylhexanoic acid cetyl, tri-2-ethylhexanoic acid glyceryl, diisopropyl sebacate, cholesteryl hydroxystearate, and other esters; fatty acids such as myristic acid, stearic acid, and oleic acid; methyl Examples thereof include silicone oils such as polysiloxane, methylphenylpolysiloxane, and amino-modified silicone; higher alcohols such as cetanol and oleyl alcohol; and alkyl glyceryl ethers such as batyl alcohol and chimyl alcohol.
 本発明では、2種以上の油性成分を用いる。2種以上の油性成分は、互いに異なるものであれば特に制限されない。例えば、本発明では油性成分ごとにゲル状組成物を調製し、水系溶媒中に分散させるため、シリコーンオイルと他の油性成分との組み合わせや、炭化水素類と植物油との組み合わせなど、従来方法では併用が難しかった組み合わせの油性成分を用いることができる。 In the present invention, two or more oily ingredients are used. The two or more oily components are not particularly limited as long as they are different from each other. For example, in the present invention, a gel composition is prepared for each oily component and, in order to disperse it in an aqueous solvent, a combination of a silicone oil and another oily component, a combination of a hydrocarbon and a vegetable oil, and the like, in the conventional method. It is possible to use a combination of oily components which has been difficult to use together.
 使用する油性成分の数の上限は特に制限されないが、例えば、40種以下とすることができ、20種以下が好ましく、10種以下がより好ましく、5種以下がより更に好ましい。 The upper limit of the number of oily components to be used is not particularly limited, but can be, for example, 40 or less, preferably 20 or less, more preferably 10 or less, still more preferably 5 or less.
 本発明方法では、油性成分ごとにゲル状組成物を調製する。よって、上記工程1で得られた界面活性剤溶液を、用いる油性成分の数に応じて分割し、各界面活性剤溶液に油性成分を添加し混合することにより、2種以上のゲル状組成物を得る。 In the method of the present invention, a gel composition is prepared for each oil component. Therefore, the surfactant solution obtained in the above step 1 is divided according to the number of oily components to be used, and the oily components are added to and mixed with each surfactant solution to form two or more gel compositions. To get
 各ゲル状組成物における界面活性剤の割合は、適宜調整すればよいが、例えば、0.01質量%以上、20質量%以下とすることができる。当該割合としては、0.1質量%以上が好ましく、0.5質量%以上がより好ましく、また10質量%以下が好ましく、5質量%以下がより好ましい。 The ratio of the surfactant in each gel composition may be appropriately adjusted, but can be, for example, 0.01% by mass or more and 20% by mass or less. The ratio is preferably 0.1% by mass or more, more preferably 0.5% by mass or more, and preferably 10% by mass or less, more preferably 5% by mass or less.
 各ゲル状組成物における油性成分の割合も適宜調整すればよいが、例えば、20質量%以上、95質量%以下とすることができる。当該割合としては、25質量%以上が好ましく、30質量%以上がより好ましい。 The ratio of the oily component in each gel composition may be appropriately adjusted, but can be, for example, 20% by mass or more and 95% by mass or less. The ratio is preferably 25% by mass or more, more preferably 30% by mass or more.
 ゲル状組成物の調製条件は特に制限されないが、例えば、攪拌した界面活性剤溶液に油性成分を少量ずつ断続的または連続的に添加すればよい。全量の油性成分を添加した後も、ゲル状組成物が均一になるよう十分に攪拌または混練することが好ましい。 The conditions for preparing the gel composition are not particularly limited, but, for example, the oily component may be intermittently or continuously added to the stirred surfactant solution little by little. Even after adding the whole amount of the oily component, it is preferable to sufficiently stir or knead so that the gel composition becomes uniform.
 3.乳化組成物の製造工程
 本工程では、上記工程2で得た2種以上のゲル状組成物を水系溶媒中に分散させることにより、乳化組成物を得る。従来、2種以上の油性成分を含む乳化組成物を、2種以上の乳化組成物を調製して混合して調製した例があった。しかし一般的に乳化組成物の調製には強攪拌が必要であり、大量合成では大規模な設備が必要である。一方、本発明方法では先ずゲル状組成物を調製するが、ゲル状組成物の調製には比較的弱い攪拌力で十分である上に、ゲル状組成物を水系溶媒中に分散させる際にも比較的弱い攪拌力で十分である。
3. Step of producing emulsified composition In this step, the emulsified composition is obtained by dispersing two or more gel-like compositions obtained in the above Step 2 in an aqueous solvent. Conventionally, there was an example in which an emulsion composition containing two or more oily components was prepared by mixing two or more emulsion compositions and mixing them. However, preparation of an emulsion composition generally requires strong stirring, and large-scale synthesis requires large-scale equipment. On the other hand, in the method of the present invention, a gel composition is first prepared, and relatively weak stirring power is sufficient for the preparation of the gel composition, and also when the gel composition is dispersed in an aqueous solvent. Relatively weak stirring power is sufficient.
 本発明においてゲル状組成物を分散させる水系溶媒は、水の他、水と水混和性有機溶媒の混合溶媒を挙げることができる。水混和性有機溶媒とは、水と無制限に混和できる有機溶媒を意味し、例えば、エタノールやイソプロパノール等のC1-4アルコールを挙げることができる。水と水混和性有機溶媒の混合溶媒における水混和性有機溶媒の割合は、適宜調整すればよいが、例えば、0.01質量%以上、50質量%以下とすることができ、0.1質量%以上が好ましく、また、40質量%以下が好ましく、30質量%以下がより好ましい。 Examples of the water-based solvent in which the gel composition is dispersed in the present invention include water and a mixed solvent of water and a water-miscible organic solvent. The water-miscible organic solvent means an organic solvent that can be mixed with water without limitation, and examples thereof include C 1-4 alcohols such as ethanol and isopropanol. The ratio of the water-miscible organic solvent in the mixed solvent of water and the water-miscible organic solvent may be appropriately adjusted, but can be, for example, 0.01% by mass or more and 50% by mass or less, and 0.1% by mass. % Or more, 40% by mass or less is preferable, and 30% by mass or less is more preferable.
 使用する水系溶媒の量は適宜調整すればよいが、例えば、乳化組成物に対する界面活性剤の割合が0.01質量%以上、20質量%以下となるよう調整することが好ましい。当該割合としては、0.1質量%以上が好ましく、0.3質量%以上がより好ましく、0.5質量%以上がより更に好ましく、また10質量%以下が好ましく、5質量%以下がより好ましく、3質量%以下がより更に好ましい。 The amount of the aqueous solvent used may be appropriately adjusted, but for example, it is preferable that the ratio of the surfactant to the emulsified composition is 0.01% by mass or more and 20% by mass or less. The ratio is preferably 0.1% by mass or more, more preferably 0.3% by mass or more, even more preferably 0.5% by mass or more, and preferably 10% by mass or less, more preferably 5% by mass or less. It is even more preferably 3% by mass or less.
 機械的攪拌法による乳化組成物の製造には強攪拌力や強せん断力が必要となるが、本工程では比較的弱い攪拌力やせん断力でも乳化組成物を得ることができる。例えば、ディスパーミキサーやパドルミキサー等を用いて500rpm以下の弱い攪拌力でも問題無く乳化組成物が得られるが、均一に分散できれば攪拌条件は特に制限されない。 Although strong stirring force and strong shearing force are required to manufacture an emulsion composition by the mechanical stirring method, in this step, the emulsion composition can be obtained with relatively weak stirring force and shearing force. For example, an emulsified composition can be obtained with a weak stirring force of 500 rpm or less using a disper mixer, paddle mixer, or the like, but the stirring conditions are not particularly limited as long as it can be uniformly dispersed.
 本発明に係る乳化組成物にその他の成分を配合する場合には、上記工程1(界面活性剤溶液の調製工程)、上記工程2(ゲル状組成物の調製工程)および本工程(乳化組成物の製造工程)のいずれか1以上の工程で配合すればよい。必須成分である上記界面活性剤、多価アルコール、油性成分、および水系溶媒以外に本発明に係る乳化組成物へ配合してもよい任意の成分としては、例えば、エタノール、イソプロピルアルコール等のC1-4アルコール類;増粘剤、紫外線吸収剤、酸化防止剤、エモリエント剤、可溶化剤、抗炎症剤、保湿剤、防腐剤、殺菌剤、色素、香料、粉体類などが挙げられる。 When other components are added to the emulsion composition of the present invention, the above step 1 (surfactant solution preparation step), the above step 2 (gel composition preparation step) and this step (emulsion composition) It may be added in any one or more of the manufacturing steps (1). In addition to the above-mentioned surfactants, polyhydric alcohols, oily components, and aqueous solvents which are essential components, as an optional component that may be added to the emulsified composition according to the present invention, for example, C 1 such as ethanol or isopropyl alcohol may be used. -4 Alcohols: thickeners, ultraviolet absorbers, antioxidants, emollients, solubilizers, anti-inflammatory agents, moisturizers, preservatives, bactericides, pigments, fragrances, powders and the like.
 本発明に係る乳化組成物は、2種以上の油性成分を含み、それぞれが別の液滴に含まれており、各液滴が安定的に独立しているため、たとえ2種以上の油性成分を含むものであっても、その2種以上の油性成分が1つの液滴中に存在している従来の乳化組成物とは異なる優れた使用感を示す。よって本発明に係る乳化組成物は、特に皮膚へ直接塗布する化粧料や皮膚外用剤として有用である。 The emulsified composition according to the present invention contains two or more oily components, each of which is contained in another droplet, and each droplet is stably independent. Even if it contains, it exhibits an excellent feeling of use, which is different from the conventional emulsified composition in which the two or more oily components are present in one droplet. Therefore, the emulsion composition according to the present invention is particularly useful as a cosmetic or a skin external preparation that is directly applied to the skin.
 本願は、2019年2月19日に出願された日本国特許出願第2019-27779号に基づく優先権の利益を主張するものである。2019年2月19日に出願された日本国特許出願第2019-27779号の明細書の全内容が、本願に参考のため援用される。 This application claims the benefit of priority based on Japanese Patent Application No. 2019-27779 filed on February 19, 2019. The entire contents of the specification of Japanese Patent Application No. 2019-27779 filed on Feb. 19, 2019 are incorporated herein by reference.
 以下、実施例を挙げて本発明をより具体的に説明するが、本発明はもとより下記実施例によって制限を受けるものではなく、前・後記の趣旨に適合し得る範囲で適当に変更を加えて実施することも勿論可能であり、それらはいずれも本発明の技術的範囲に包含される。 Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited to the following examples, and appropriate changes may be made within a range that can conform to the gist of the preceding and the following. Of course, it is possible to carry out, and all of them are included in the technical scope of the present invention.
 実施例1: 乳化組成物の製造
 (1)ゲル状組成物Aの調製
 表1に示す質量割合で、サーファクチンナトリウムをグリセリンに添加し、常温で攪拌して溶解した。得られた溶液にスクワランを添加し、常温で攪拌棒を使って人手でゆっくり攪拌し、完全に均一分散することによりゲル状組成物Aを得た。
Example 1: Production of emulsified composition (1) Preparation of gel composition A Surfactin sodium was added to glycerin at a mass ratio shown in Table 1 and dissolved by stirring at room temperature. Squalane was added to the obtained solution, and the mixture was slowly stirred manually at room temperature with a stir bar to completely disperse the gel composition A.
 (2)ゲル状組成物Bの調製
 表1に示す質量割合で、サーファクチンナトリウムをグリセリンに添加し、常温で攪拌して溶解した。得られた溶液にジメチルポリシロキサンオイル(信越化学社製,運動粘度:20cs)を添加し、常温で攪拌棒を使って人手でゆっくり攪拌し、完全に均一分散することによりゲル状組成物Bを得た。
(2) Preparation of Gel Composition B Surfactin sodium was added to glycerin at the mass ratio shown in Table 1 and dissolved by stirring at room temperature. Dimethylpolysiloxane oil (manufactured by Shin-Etsu Chemical Co., Ltd., kinematic viscosity: 20 cs) was added to the obtained solution, and the mixture was slowly stirred manually at room temperature by using a stir bar to completely disperse the gel composition B. Obtained.
 (3)乳化組成物の製造
 表2に示す質量割合で、精製水にゲル状組成物Aとゲル状組成物Bを添加し、常温で攪拌棒を使って人手でゆっくり攪拌し、完全に均一分散することにより乳化組成物を得た。
(3) Production of emulsified composition Gel-like composition A and gel-like composition B were added to purified water at the mass ratios shown in Table 2, and the mixture was stirred slowly at room temperature manually with a stir bar to obtain a uniform mixture. An emulsified composition was obtained by dispersing.
 比較例1: 乳化組成物の製造
 表2に示す質量割合で、精製水にゲル状組成物Aのみを添加し、常温で攪拌棒を使って人手でゆっくり攪拌し、完全に均一分散することにより乳化組成物を得た。
Comparative Example 1 Production of Emulsified Composition By adding only the gel composition A to purified water at the mass ratio shown in Table 2, slowly stirring manually with a stir bar at room temperature, and completely homogenously dispersing the composition. An emulsified composition was obtained.
 比較例2: 乳化組成物の製造
 表2に示す質量割合で、精製水にゲル状組成物Bのみを添加し、常温で攪拌棒を使って人手でゆっくり攪拌し、完全に均一分散することにより乳化組成物を得た。
Comparative Example 2: Manufacture of Emulsion Composition By adding only the gel composition B to purified water at the mass ratio shown in Table 2 and slowly stirring manually with a stir bar at room temperature, a uniform dispersion is obtained. An emulsified composition was obtained.
 比較例3: 乳化組成物の製造
 (1)ゲル状組成物Cの調製
 表1に示す質量割合で、サーファクチンナトリウムをグリセリンに添加し、常温で攪拌して溶解した。得られた溶液にスクワランとジメチルポリシロキサンオイル(信越化学社製,運動粘度:20cs)を添加し、常温で攪拌棒を使って人手でゆっくり攪拌し、完全に均一分散することによりゲル状組成物Cを得た。
Comparative Example 3: Production of Emulsion Composition (1) Preparation of Gel Composition C Surfactin sodium was added to glycerin at a mass ratio shown in Table 1 and dissolved by stirring at room temperature. Squalane and dimethylpolysiloxane oil (manufactured by Shin-Etsu Chemical Co., Ltd., kinematic viscosity: 20 cs) were added to the obtained solution, and the mixture was slowly stirred manually at room temperature with a stir bar to completely disperse the gel composition. I got C.
 (2)乳化組成物の製造
 表2に示す質量割合で、精製水にゲル状組成物Cを添加し、常温で攪拌することによって、乳化組成物を得た。
(2) Production of Emulsion Composition The gel composition C was added to purified water at the mass ratio shown in Table 2 and stirred at room temperature to obtain an emulsion composition.
Figure JPOXMLDOC01-appb-T000004
Figure JPOXMLDOC01-appb-T000004
Figure JPOXMLDOC01-appb-T000005
Figure JPOXMLDOC01-appb-T000005
 試験例1
 6名の被験者に、実施例1または比較例1~3の乳化組成物約1gを上腕部内側、手首内側、または手の甲に塗布してもらい、使用感に関する項目を5段階で評価してもらった。結果を表3に示す。なお、「タッチの複雑さ」とは、単に油を塗ったような感触ではなく、奥行きや深みのある複雑ではあるが良好な感触をいう。また、「総合評価」とは、各項目を考慮した上で、化粧品として使用したときの総合的な満足度とした。
Test example 1
Six test subjects applied about 1 g of the emulsified composition of Example 1 or Comparative Examples 1 to 3 to the inside of the upper arm, the inside of the wrist, or the back of the hand, and the items regarding the feeling of use were evaluated on a five-point scale. .. The results are shown in Table 3. It should be noted that the "complexity of touch" does not mean a feeling of being simply oiled, but a complex feeling with depth and depth, but a good feeling. In addition, the “comprehensive evaluation” is the overall satisfaction when used as a cosmetic product in consideration of each item.
Figure JPOXMLDOC01-appb-T000006
Figure JPOXMLDOC01-appb-T000006
 被験者の具体的な意見によれば、比較例1の組成物は油性感は強く感じるが、その油性感が強過ぎて肌になじまないとのことであった。
 一方、比較例2の組成物はシリコーンオイルによりさっぱり感が高かった。比較例3の組成物は、比較例1の組成物と比較例2の組成物との中間の使用感があるとのことであった。
 それに対して実施例1の組成物は、比較例3の組成物と同様にスクワランの油性感とシリコーンオイルによるさっぱり感が両立しているが、それぞれの油性成分の優れた特徴が最大限に発揮されており、深みのあるこれまでにない独特の使用感があり、総合評価が高かった。
According to a concrete opinion of the test subject, the composition of Comparative Example 1 has a strong oily feel, but the oily feel is too strong and does not fit to the skin.
On the other hand, the composition of Comparative Example 2 had a refreshing feel due to the silicone oil. It was said that the composition of Comparative Example 3 had an intermediate feeling of use between the composition of Comparative Example 1 and the composition of Comparative Example 2.
On the other hand, the composition of Example 1 has both the oily feeling of squalane and the refreshing feeling of silicone oil as well as the composition of Comparative Example 3, but the excellent characteristics of each oily component are maximized. The overall evaluation was high, with a deep and unique feeling of use.
 実施例2~6,比較例4,5: 乳化組成物の製造
 (1)ゲル状組成物Dの調製
 表4に示す質量割合で、サーファクチンナトリウムをグリセリンに添加し、常温で攪拌して溶解した。得られた溶液にスクワランを添加し、常温で攪拌棒を使って人手でゆっくり攪拌し、完全に均一分散することによりゲル状組成物Dを得た。
Examples 2 to 6 and Comparative Examples 4 and 5: Production of Emulsion Composition (1) Preparation of Gel Composition D Surfactin sodium was added to glycerin at a mass ratio shown in Table 4 and dissolved by stirring at room temperature. did. Squalane was added to the obtained solution, and the mixture was slowly stirred manually at room temperature by using a stir bar and completely dispersed uniformly to obtain a gel composition D.
 (2)ゲル状組成物Eの調製
 表4に示す質量割合で、サーファクチンナトリウムをグリセリンに添加し、常温で攪拌して溶解した。得られた溶液にトリ(カプリル酸/カプリン酸)グリセリルを添加し、常温で攪拌棒を使って人手でゆっくり攪拌し、完全に均一分散することによりゲル状組成物Eを得た。
(2) Preparation of Gel Composition E Surfactin sodium was added to glycerin at the mass ratio shown in Table 4 and dissolved by stirring at room temperature. Glyceryl tri(caprylic acid/capric acid) was added to the obtained solution, and the mixture was slowly stirred manually at room temperature by using a stir bar to completely and uniformly disperse the gel composition E.
 (3)乳化組成物の製造
 表5に示す質量割合で、精製水にゲル状組成物Dとゲル状組成物Eを添加し、常温で攪拌棒を使って人手でゆっくり攪拌し、完全に均一分散することにより乳化組成物を得た。
(3) Production of emulsified composition Gel-like composition D and gel-like composition E were added to purified water in the mass proportions shown in Table 5, and the mixture was stirred slowly at room temperature manually with a stir bar to obtain a uniform mixture. An emulsified composition was obtained by dispersing.
Figure JPOXMLDOC01-appb-T000007
Figure JPOXMLDOC01-appb-T000007
Figure JPOXMLDOC01-appb-T000008
Figure JPOXMLDOC01-appb-T000008
 試験例2
 6名の被験者に、実施例2~6または比較例4,5の乳化組成物約1gを上腕部内側、手首内側、または手の甲に塗布してもらい、使用感に関する項目を5段階で評価してもらった。結果を表6に示す。
Test example 2
Six subjects were asked to apply about 1 g of the emulsified composition of Examples 2 to 6 or Comparative Examples 4 and 5 to the inside of the upper arm, the inside of the wrist, or the back of the hand, and the items related to the feeling of use were evaluated on a five-point scale. received. The results are shown in Table 6.
Figure JPOXMLDOC01-appb-T000009
Figure JPOXMLDOC01-appb-T000009
 表6に示す結果の通り、ゲル状組成物Dからなる乳化組成物はさっぱり感が強いものであり、ゲル状組成物Eからなる乳化組成物はしっとり感が強いものであった。
 実施例2~6はゲル状組成物Dとゲル状組成物Eの配合割合を段階的に変え、実施例2から実施例6にかけて、さっぱり感が強い乳化組成物Dの割合を減らしてしっとり感が強い乳化組成物Eの割合を増やしたものであり、それに従い、使用感が、さっぱり感が強いものからしっとり感が強いものへと段階的に変化した。
As shown in the results shown in Table 6, the emulsion composition comprising the gel composition D had a refreshing feeling, and the emulsion composition comprising the gel composition E had a strong moist feeling.
In Examples 2 to 6, the mixing ratios of the gel composition D and the gel composition E were changed stepwise, and from Example 2 to Example 6, the ratio of the emulsified composition D having a refreshing feeling was reduced to give a moist feeling. The ratio of the strong emulsified composition E was increased, and accordingly, the feeling of use gradually changed from a feeling of freshness to a feeling of moistness.
 実施例7,比較例6~8: 乳化組成物の製造
 (1)ゲル状組成物Fの調製
 表7に示す質量割合で、サーファクチンナトリウムをジグリセリンと精製水との混合溶媒に添加し、常温で攪拌して溶解した。得られた溶液にリンゴ酸ジイソステアリルを添加し、常温で攪拌棒を使って人手でゆっくり攪拌し、完全に均一分散することによりゲル状組成物Fを得た。
Example 7, Comparative Examples 6 to 8: Production of Emulsified Composition (1) Preparation of Gel Composition F Surfactin sodium was added to a mixed solvent of diglycerin and purified water at a mass ratio shown in Table 7, It was dissolved by stirring at room temperature. Diisostearyl malate was added to the obtained solution, and the mixture was slowly stirred manually at room temperature with a stir bar to completely and uniformly disperse the gel composition F.
 (2)ゲル状組成物Gの調製
 表7に示す質量割合で、サーファクチンナトリウムをジグリセリンと精製水との混合溶媒に添加し、常温で攪拌して溶解した。得られた溶液にパルミチン酸エチルヘキシルを添加し、常温で攪拌棒を使って人手でゆっくり攪拌し、完全に均一分散することによりゲル状組成物Gを得た。
(2) Preparation of gel composition G At a mass ratio shown in Table 7, surfactin sodium was added to a mixed solvent of diglycerin and purified water, and dissolved by stirring at room temperature. Ethylhexyl palmitate was added to the obtained solution, and the mixture was slowly stirred manually at room temperature with a stirrer to completely uniformly disperse the gel composition G.
 (3)ゲル状組成物Hの調製
 表7に示す質量割合で、サーファクチンナトリウムをジグリセリンと精製水との混合溶媒に添加し、常温で攪拌して溶解した。得られた溶液にリンゴ酸ジイソステアリルとパルミチン酸エチルヘキシルを添加し、常温で攪拌棒を使って人手でゆっくり攪拌し、完全に均一分散することによりゲル状組成物Hを得た。
(3) Preparation of Gel Composition H Surfactin sodium was added to the mixed solvent of diglycerin and purified water at the mass ratio shown in Table 7 and dissolved by stirring at room temperature. To the obtained solution, diisostearyl malate and ethylhexyl palmitate were added, and the mixture was slowly stirred manually at room temperature with a stir bar to obtain a gel composition H by completely and uniformly dispersing it.
 (4)乳化組成物の製造
 表8に示す質量割合で、ゲル状組成物Fとゲル状組成物G、または、ゲル状組成物F、ゲル状組成物Gもしくはゲル状組成物Hを精製水に添加し、常温で攪拌棒を使って人手でゆっくり攪拌し、完全に均一分散することにより乳化組成物を得た。
(4) Production of Emulsion Composition Gel composition F and gel composition G, or gel composition F, gel composition G or gel composition H in purified water at the mass proportions shown in Table 8. The resulting emulsion composition was slowly stirred manually at room temperature with a stir bar and completely dispersed to obtain an emulsified composition.
Figure JPOXMLDOC01-appb-T000010
Figure JPOXMLDOC01-appb-T000010
Figure JPOXMLDOC01-appb-T000011
Figure JPOXMLDOC01-appb-T000011
 試験例3
 6名の被験者に、実施例7または比較例6~8の乳化組成物約1gを上腕部内側、手首内側、または手の甲に塗布してもらい、使用感に関する項目を5段階で評価してもらった。結果を表9に示す。
Test example 3
Six test subjects applied about 1 g of the emulsified composition of Example 7 or Comparative Examples 6 to 8 to the inside of the upper arm, the inside of the wrist, or the back of the hand, and the items regarding the feeling of use were evaluated on a five-point scale. .. The results are shown in Table 9.
Figure JPOXMLDOC01-appb-T000012
Figure JPOXMLDOC01-appb-T000012
 表9に示す結果の通り、比較例6は油性成分を1種含むゲル状組成物Fのみから調製された乳化組成物で、しっとり感が強いがべたつきが非常に強いものであった。比較例7は油性成分を1種含むゲル状組成物Gのみから調製された乳化組成物で、さっぱり感が強く、反面しっとり感が弱く、べたつかないものであった。比較例8は油性成分を2種含むゲル状組成物Hのみから調製された乳化組成物で、べたつきの軽減を目的としたが、あらかじめ混合した油分ではべたつきを抑えることができなかった。
 それに対して実施例7は、それぞれ油性成分を1種含むゲル状組成物Fとゲル状組成物Gを混合して調製した乳化組成物で、異なる使用感の乳化組成物が共存することで適度なしっとり感とさっぱり感を有し、かつべたつきのなさを両立することができた。
As shown in the results shown in Table 9, Comparative Example 6 was an emulsified composition prepared only from the gel composition F containing one oily component, and had a strong moist feeling but a very strong stickiness. Comparative Example 7 was an emulsified composition prepared from only the gel composition G containing one oily component, and had a strong refreshing feeling, weak moistening feeling, and was not sticky. Comparative Example 8 is an emulsified composition prepared only from the gel composition H containing two oily components, and the purpose was to reduce stickiness, but the premixed oil component could not suppress stickiness.
On the other hand, Example 7 is an emulsified composition prepared by mixing the gel composition F and the gel composition G each containing one oily component, and the emulsified compositions having different feelings of use are coexistent. It had a moist feeling and a refreshing feeling, and was able to achieve both non-stickiness.

Claims (9)

  1.  乳化組成物を製造するための方法であって、
     前記乳化組成物が2種以上の油性成分を含むものであり、
     界面活性剤を多価アルコールまたは水と多価アルコールの混合溶媒に溶解して界面活性剤溶液を得る工程、
     前記2種以上の油性成分をそれぞれ前記界面活性剤溶液と混合することにより、2種以上のゲル状組成物を得る工程、および、
     前記2種以上のゲル状組成物を水系溶媒中に分散させる工程を含むことを特徴とする方法。
    A method for producing an emulsified composition, comprising:
    The emulsified composition contains two or more oily components,
    A step of dissolving a surfactant in a polyhydric alcohol or a mixed solvent of water and a polyhydric alcohol to obtain a surfactant solution,
    Obtaining two or more gel-like compositions by mixing the two or more oily components with the surfactant solution, respectively, and
    A method comprising the step of dispersing the two or more gel compositions in an aqueous solvent.
  2.  前記ゲル状組成物に対する前記界面活性剤の割合が0.01質量%以上、10質量%以下である請求項1に記載の方法。 The method according to claim 1, wherein the ratio of the surfactant to the gel composition is 0.01% by mass or more and 10% by mass or less.
  3.  前記乳化組成物に対する前記界面活性剤の割合が0.01質量%以上、5質量%以下である請求項1または2に記載の方法。 The method according to claim 1 or 2, wherein the ratio of the surfactant to the emulsified composition is 0.01% by mass or more and 5% by mass or less.
  4.  前記乳化組成物に対する前記界面活性剤の割合が0.01質量%以上、2質量%未満である請求項1または2に記載の方法。 The method according to claim 1 or 2, wherein the ratio of the surfactant to the emulsified composition is 0.01% by mass or more and less than 2% by mass.
  5.  前記界面活性剤がバイオサーファクタントである請求項1~4のいずれかに記載の方法。 The method according to any one of claims 1 to 4, wherein the surfactant is a biosurfactant.
  6.  前記バイオサーファクタントが、サーファクチン、アルスロファクチン、イチュリン、およびそれらの塩から選択される1以上の環状リポペプチドバイオサーファクタントである請求項1~5のいずれかに記載の方法。 The method according to any one of claims 1 to 5, wherein the biosurfactant is one or more cyclic lipopeptide biosurfactants selected from surfactin, arthrofactin, iturin, and salts thereof.
  7.  前記多価アルコールが、グリセリン、ジグリセリン、ポリエチレングリコール、1,3-ブチレングリコール、ソルビトール、およびキシリトールから選択される1以上である請求項1~6のいずれかに記載の方法。 The method according to any one of claims 1 to 6, wherein the polyhydric alcohol is one or more selected from glycerin, diglycerin, polyethylene glycol, 1,3-butylene glycol, sorbitol, and xylitol.
  8.  前記多価アルコールがグリセリンを含む請求項1~6のいずれかに記載の方法。 The method according to any one of claims 1 to 6, wherein the polyhydric alcohol contains glycerin.
  9.  前記油性成分が、炭化水素類、ロウ類、油脂類、エステル類、脂肪酸類、シリコーンオイル類、高級アルコール類およびアルキルグリセリルエーテル類から選択される1以上である請求項1~8のいずれかに記載の方法。 9. The oily component is one or more selected from hydrocarbons, waxes, oils and fats, esters, fatty acids, silicone oils, higher alcohols and alkyl glyceryl ethers. The described method.
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Citations (6)

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JP2003176211A (en) * 2001-08-10 2003-06-24 Showa Denko Kk Oily thickened gel-like composition, emulsified composition using the same and method for preparing the emulsified composition
JP2004323490A (en) * 2003-04-22 2004-11-18 Lion Corp Cosmetic
JP2008069075A (en) * 2006-09-12 2008-03-27 Kracie Home Products Kk Skin care composition
JP2017197494A (en) * 2016-04-28 2017-11-02 株式会社カネカ Emulsion comprising biosurfactant
JP2017222586A (en) * 2016-06-14 2017-12-21 国立研究開発法人産業技術総合研究所 Oil-in-water type emulsified composition and method for producing the same
WO2018181538A1 (en) * 2017-03-31 2018-10-04 株式会社カネカ Nanodisc and method for producing same

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003176211A (en) * 2001-08-10 2003-06-24 Showa Denko Kk Oily thickened gel-like composition, emulsified composition using the same and method for preparing the emulsified composition
JP2004323490A (en) * 2003-04-22 2004-11-18 Lion Corp Cosmetic
JP2008069075A (en) * 2006-09-12 2008-03-27 Kracie Home Products Kk Skin care composition
JP2017197494A (en) * 2016-04-28 2017-11-02 株式会社カネカ Emulsion comprising biosurfactant
JP2017222586A (en) * 2016-06-14 2017-12-21 国立研究開発法人産業技術総合研究所 Oil-in-water type emulsified composition and method for producing the same
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