WO2015016055A1 - Composition d'émulsion - Google Patents

Composition d'émulsion Download PDF

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Publication number
WO2015016055A1
WO2015016055A1 PCT/JP2014/068749 JP2014068749W WO2015016055A1 WO 2015016055 A1 WO2015016055 A1 WO 2015016055A1 JP 2014068749 W JP2014068749 W JP 2014068749W WO 2015016055 A1 WO2015016055 A1 WO 2015016055A1
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Prior art keywords
group
carbon atoms
chloride
mass
alkyl group
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PCT/JP2014/068749
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English (en)
Japanese (ja)
Inventor
真由子 金久
田代　朋子
拓治 小杉
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富士フイルム株式会社
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Publication of WO2015016055A1 publication Critical patent/WO2015016055A1/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
    • A61K8/31—Hydrocarbons
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/342—Alcohols having more than seven atoms in an unbroken chain
    • 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
    • A61K8/35—Ketones, e.g. benzophenone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A61K8/416—Quaternary ammonium compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/12—Preparations containing hair conditioners

Definitions

  • the present invention relates to an emulsified composition.
  • Astaxanthin a kind of carotenoid
  • various compositions containing carotenoids such as astaxanthin, lycopene, carotene, etc., focusing on high functionality such as high antioxidant action, anti-inflammatory effect, skin aging prevention effect, stain or wrinkle formation prevention effect, It has been proposed for various uses (International Publication 2013/002278 Pamphlet).
  • tomato pigment containing lycopene complex which has excellent solubility in aqueous liquids, as a main component is the production of lipid peroxide on the skin surface and in the skin, as well as skin inflammation, blackening, wrinkles, tarmi, etc.
  • carotenoids such as astaxanthin and lycopene have an unstable structure and are susceptible to oxidative degradation
  • a decrease in storage stability in a composition containing carotenoids is not preferable.
  • a carotenoid when used in the emulsified composition, it is preferable to contain a cationic surfactant in order to improve the feel and coating properties, but according to the study by the present inventors, a cationic interface having a specific structure is used. It has been found that the coexistence with the activator further reduces the stability of the carotenoid and significantly changes the viscosity and hue of the emulsion composition. This is a finding newly found by the present inventors.
  • An object of the present invention is to provide an emulsified composition excellent in storage stability in which the degradation of carotenoid and the change in hue due to the decomposition of carotenoid are suppressed.
  • the affinity between the oil component and the carotenoid is improved, and the stability of the emulsion composition is improved. It has been found that further improvement.
  • the configuration of the present invention is as follows.
  • R 1 , R 2 , R 3 and R 4 are each independently an aliphatic group having 1 to 30 carbon atoms, an aromatic group having 6 to 22 carbon atoms, or an alkyl group having 1 to 30 carbon atoms.
  • R 1 , R 2 , R 3 and R 4 each independently represents an aliphatic group having 6 to 30 carbon atoms, an aromatic group having 6 to 22 carbon atoms, or an alkoxy group having 6 to 30 carbon atoms.
  • R 1 , R 2 , R 3 and R 4 are groups containing an alkyl group
  • the alkyl group is selected from an alkoxy group, a carbamoyl group, an amino group, an amido group, an acyl group, an acyloxy group, an acylamino group, and a hydroxyl group. It may further have at least one substituent.
  • X ⁇ represents a salt-forming anion.
  • Composition [4]
  • the cationic surfactant represented by the general formula (I) is steartrimonium chloride, dicoconium chloride, distearyl dimonium chloride, dicetyl dimonium chloride, an alkyl group having 12 to 18 carbon atoms.
  • an emulsified composition having excellent storage stability in which the degradation of carotenoid and the change in hue due to the decomposition of carotenoid are suppressed.
  • the emulsified composition of the present invention contains a carotenoid, a cationic surfactant represented by the general formula (I), and 2% by mass or more of a higher alcohol having an alkyl group having 14 to 24 carbon atoms. It is.
  • the present inventors have found that in an emulsion composition containing a carotenoid such as astaxanthin and a cationic surfactant, degradation of carotenoid and a change in hue due to carotenoid degradation occur over time.
  • decomposition of the carotenoid in the emulsion composition system is suppressed by containing 2% by mass or more of the higher alcohol having an alkyl group having 14 to 24 carbon atoms with respect to the emulsion composition. And the present invention has been completed.
  • a numerical range indicated by using “to” indicates a range including the numerical values described before and after “to” as the minimum value and the maximum value, respectively.
  • the amount of each component in the composition means the total amount of the plurality of substances present in the composition unless there is a specific notice when there are a plurality of substances corresponding to each component in the composition. To do.
  • embodiments of the present invention will be described more specifically.
  • the carotenoid used in the emulsified composition of the present invention is a natural antioxidant component, and can, for example, eliminate active oxygen and suppress unwanted oxidation of each component contained in the emulsified composition.
  • component (A) The carotenoid used in the emulsified composition of the present invention is a natural antioxidant component, and can, for example, eliminate active oxygen and suppress unwanted oxidation of each component contained in the emulsified composition.
  • component (A) is a natural antioxidant component, and can, for example, eliminate active oxygen and suppress unwanted oxidation of each component contained in the emulsified composition.
  • component (A) is a natural antioxidant component
  • Carotenoids are pigments included in terpenoids having a yellow to red hue, and examples include carotenoids derived from plants, algae, and bacteria.
  • the carotenoid is not limited to those derived from nature, and any carotenoid may be obtained by purifying a natural product or obtained by synthesis as long as it is obtained according to a conventional method.
  • carotenoid in the present invention examples include lycopene, ⁇ -carotene, ⁇ -carotene, ⁇ -carotene, ⁇ -carotene, actinioerythrol, bixin, canthaxanthin, capsorubin, ⁇ -8′-apo-carotenal, and ⁇ -12′-apo-carotenal, xanthophylls, and hydroxy or carboxy derivatives thereof.
  • ⁇ -8′-apo-carotenal is also referred to as apocarotenal.
  • xanthophylls examples include astaxanthin, fucoxanthin, lutein, zeaxanthin, capsanthin, ⁇ -cryptoxanthin, violaxanthin and the like. These carotenoids may be used alone in the emulsified composition of the present invention, or two or more kinds may be used in combination. Especially, it is preferable that the carotenoid used for the emulsion composition of this invention is a carotenoid which has an active oxygen removal effect from a viewpoint of generation
  • Such a carotenoid is preferably astaxanthin, lycopene, ⁇ -carotene, etc., more preferably at least one selected from the group consisting of astaxanthin and lycopene, and more preferably astaxanthin.
  • Astaxanthin includes at least one of astaxanthin and astaxanthin derivatives such as esters of astaxanthin.
  • astaxanthin and astaxanthin derivatives are collectively referred to as “astaxanthin” unless otherwise specified.
  • Astaxanthin may be contained in the emulsion composition of the present invention as an astaxanthin-containing oil which is separated or extracted from a natural product containing astaxanthin. Astaxanthin may be a product obtained by separating or extracting the natural product from the natural product and purifying it as necessary, or may be a synthetic product.
  • astaxanthin When astaxanthin is contained in the emulsified composition, there are a method in which it is dissolved in ethanol and a method in which it is solubilized in an oil phase with a solubilizer or the like. Moreover, after making it melt
  • Astaxanthin any astaxanthin can be used as long as it is obtained according to a conventional method in addition to natural products such as plants, algae, crustaceans and bacteria.
  • natural astaxanthin include red yeast faffia, hematococcus algae, marine bacteria, and krill.
  • the extract etc. from the culture can be mentioned, and those extracted from Haematococcus algae (also referred to as Haematococcus algae extract) and pigments derived from krill are from the point of quality or productivity. Particularly preferred.
  • hematococcus algae extracts include ASTOTS-S, ASTOTS-ST, ASTOTS-2.5 O, ASTOTS-5 O, ASTOTS-10 O, etc., manufactured by Takeda Paper Instruments Co., Ltd., Fuji Chemical Industry Co., Ltd. Asteryl Oil 50F, Asteryl Oil 5F, etc., such as BioAsin SCE7 manufactured by Toyo Enzyme Chemical Co., Ltd. are available.
  • Astax ST Co., Ltd. manufactured by Itano Frozen Co., Ltd. can be obtained.
  • the content of astaxanthin in the Haematococcus alga extract or krill extract that can be used in the present invention is preferably 0.001% by mass to 50% by mass from the viewpoint of handling during production of the composition. Preferably, it is 0.01% by mass to 25% by mass.
  • the content of the carotenoid in the emulsified composition is preferably 0.000001% by mass to 0.01% by mass, and preferably 0.00001% by mass to 0.0075% by mass from the viewpoint of obtaining the expected effect of the carotenoid content. More preferred is 0.0001% by mass to 0.005% by mass. If the content of carotenoid is 0.000001% by mass or more, the active oxygen removal effect tends to be sufficiently obtained, and from the viewpoint of appearance during use, it is preferably 0.01% by mass or less.
  • the emulsified composition of the present invention contains a cationic surfactant represented by the following general formula (I).
  • a cationic surfactant represented by the following general formula (I) may be referred to as “specific cationic surfactant” or “component (B)”.
  • R 1 , R 2 , R 3 and R 4 are each independently an aliphatic group having 1 to 30 carbon atoms, an aromatic group having 6 to 22 carbon atoms, or an alkyl group having 1 to 30 carbon atoms.
  • R 1 , R 2 , R 3 and R 4 each independently represents an aliphatic group having 6 to 30 carbon atoms, an aromatic group having 6 to 22 carbon atoms, or an alkoxy group having 6 to 30 carbon atoms.
  • R 1 , R 2 , R 3 and R 4 are a group containing an alkyl group
  • the alkyl group is an alkoxy group, a carbamoyl group, an amino group, an amide group, an acyl group, an acyloxy group, an acylamino group, and a hydroxyl group. It may further have at least one substituent selected.
  • X ⁇ represents a salt-forming anion.
  • the aliphatic group may be an aliphatic group containing a hetero atom such as an oxygen atom or a nitrogen atom, such as an ether bond or an amino group, in addition to a carbon atom and a hydrogen atom.
  • the aliphatic group having 12 or more carbon atoms may be a saturated aliphatic group or an unsaturated aliphatic group.
  • R 1 , R 2 , R 3 and R 4 are preferably each independently an alkyl group having 1 to 22 carbon atoms, at least one of which is an aliphatic group having 6 to 30 carbon atoms, carbon It is an aromatic group having 6 to 22 carbon atoms or an alkoxy group having 6 to 30 carbon atoms, and particularly preferably an alkyl group having 6 to 30 carbon atoms. More preferably, two of R 1 , R 2 , R 3 and R 4 are an aliphatic group having 6 to 30 carbon atoms, an aromatic group having 6 to 22 carbon atoms, or an alkoxy group having 6 to 30 carbon atoms. More preferably an alkyl group having 6 to 30 carbon atoms.
  • R 1 , R 2 , R 3 and R 4 are an alkyl group or a group containing an alkyl group
  • the alkyl group is an alkoxy group, a carbamoyl group, an amino group, an amide group, an acyl group, an acyloxy group, an acylamino group, And at least one substituent selected from a hydroxyl group. Two or more substituents may be present, and the substituent introduced into the alkyl group may further have these substituents.
  • hydrocarbon chain to the oxygen atoms of the alkyl group may contain a hetero atom such as nitrogen atom, for example, - (CH 2) 2 -COR 5 -, or the like -CH 2 CONHCH 2 CH 2 OH Partial structures can be included.
  • R 5 represents an alkyl group, an alkylene group, or the like.
  • R 1 , R 2 , R 3 and R 4 are a long-chain alkyl group having 6 to 30 carbon atoms, or 6 to 6 carbon atoms.
  • Surfactants having 30 alkenyl groups and the remaining two being short-chain alkyl groups having 1 to 3 carbon atoms are preferred from the viewpoints of effects and availability.
  • a salt-forming anion represented by X ⁇ a salt-forming anion selected from the group consisting of a halogen atom, acetate, citrate, lactate, glycolate, phosphate, nitrate, sulfonate, sulfate, alkyl sulfate and alkyl sulfonate is preferable.
  • a halogen atom acetate, citrate, lactate, glycolate, phosphate, nitrate, sulfonate, sulfate, alkyl sulfate and alkyl sulfonate
  • chlorine atom, bromine atom, nitrate, phosphate, carbonate and the like can be exemplified as suitable ones.
  • Preferred embodiments of the specific cationic surfactant include di-long-chain alkyl quaternary ammonium salts.
  • the long-chain alkyl group is preferably an alkyl group having 8 to 22 carbon atoms, and has 12 to 18 carbon atoms.
  • the alkyl group is more preferable.
  • the preferable specific example of the specific cationic surfactant which can be used for this invention is given to the following, this invention is not limited to the following compounds.
  • cosmetic display names may be indicated in parentheses.
  • steartrimonium chloride dicoconium chloride, distearyldimonium chloride, dicetyldimonium chloride, dialkyldimonium chloride having an alkyl group having 12 to 18 carbon atoms
  • ceralkonium chloride distearoylethylhydroxyethylmonium methosulfate, stearalkonium chloride, cocamidopropyl betainamide MEA chloride and hydroxyethyl cetyldimonium phosphate, etc., such as dicocoyl dimethyl ammonium chloride, distearyl dimethyl ammonium chloride, etc. Is more preferable.
  • the emulsified composition of the present invention may contain only one kind of specific cationic surfactant or two or more kinds. Further, the content of the specific cationic surfactant in the emulsion composition is preferably in the range of 0.1% by mass to 5% by mass with respect to the total amount of the emulsion composition, and 0.3% by mass to 2.5%. More preferably, it is in the range of mass%.
  • the emulsified composition of the present invention contains 2% by mass or more of higher alcohol.
  • “higher alcohol” refers to an alcohol having an alkyl chain length of 14 to 24 carbon atoms.
  • an alcohol having an alkyl chain length of 14 to 24 carbon atoms may be referred to as “higher alcohol (C)” or “component (C)”.
  • the alkyl group in the higher alcohol may be branched, but is preferably linear from the viewpoint of the storage stability of the emulsion composition.
  • the example of the higher alcohol used for this invention is given. Those with common names are shown in parentheses together with the number of carbon atoms of the alkyl group constituting the alcohol.
  • myristyl alcohol (carbon number 14), hexadecanol (carbon number 16: common name: cetyl alcohol), heptadecanol (carbon number 17), octadecanol (carbon number 18: stearyl alcohol) , Nonadecanol (carbon number 19), icosanol (carbon number 20: aralkyl alcohol), henycosanol (carbon number 21), docosanol (carbon number 22: behenyl alcohol), and the like.
  • the higher alcohol an alcohol having an alkyl chain length of 16 to 22 carbon atoms is preferable. Among them, it is more preferable to contain behenyl alcohol which is a higher alcohol having 22 carbon atoms from the viewpoint of effects.
  • the emulsified composition of the present invention only one kind of higher alcohol may be used, or two or more kinds may be used in combination.
  • the content of the higher alcohol in the emulsified composition of the present invention is 2% by mass or more. If the content is less than 2% by mass, the carotenoid stabilizing effect cannot be obtained sufficiently, which is not preferable.
  • a preferable content of the higher alcohol is in the range of 2 to 15% by mass, and more preferably in the range of 2 to 10% by mass with respect to the emulsion composition.
  • emulsion composition of the present invention various compounds may be used in combination in addition to the essential components of the component (A), component (B) and component (C) as long as the effects of the present invention are not impaired.
  • a cationic polymer can be contained for the purpose of improving the elasticity of hair.
  • known compounds can be appropriately used.
  • water-soluble cationic polymers are preferred, for example, cellulose polymers such as methyl cellulose, ethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, carboxymethyl cellulose, or compounds obtained by cationically modifying water-soluble acrylic acid polymers, guar gum, etc. And compounds obtained by cationically modifying polysaccharides such as
  • examples of the cationic polymer that can be used in the present invention include cationic cellulose such as polyquaternium-10; diallyldimethylammonium chloride / acrylamide copolymer such as polyquaternium-7; polyquaternium-22 and the like.
  • the content is preferably 0.01% by mass to 3% by mass.
  • the emulsified composition of the present invention can contain a treatment agent.
  • a treatment agent one or more types selected from hydrolyzed protein and oils different from higher alcohol (C) can be used.
  • the oil component different from the higher alcohol (C) can be selected from those generally used in cosmetics as long as the stability is not impaired.
  • desirable oils include polar oils such as hydrocarbon oils and ester oils, silicone oils, and liquid oils that are liquid at room temperature.
  • hydrocarbon oil for example, liquid paraffin, squalane, squalene, paraffin, isoparaffin, ceresin and the like can be used.
  • silicone oil examples include chain silicones such as dimethylpolysiloxane, methylphenylpolysiloxane, and methylhydrogenpolysiloxane, and cyclic silicones such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane.
  • chain silicones such as dimethylpolysiloxane, methylphenylpolysiloxane, and methylhydrogenpolysiloxane
  • cyclic silicones such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane.
  • silicone oil include chain silicones such as dimethylpolysiloxane, methylphenylpolysiloxane, and methylhydrogenpolysiloxane, and cyclic silicones such as octamethyl
  • polar oils such as ester oils include pentaerythrityl tetraethylhexanoate, cetyl ethylhexanoate, jojoba oil, dilauroyl glutamate (phytosteryl / octyldodecyl), triisostearin, glyceryl diisostearate, triethylhexanoin, dimerlinol Acid (phytosteryl / behenyl), dimer linoleic acid (phytosteryl / isostearyl / cetyl / stearyl / behenyl), isopropyl palmitate, macadamia nut fatty acid phytosteryl, tetra (behenic acid / benzoic acid / ethylhexanoic acid) pentaerythrityl, palmitic acid Ethylhexyl, myristyl myristate, tripropylene glycol
  • liquid oil examples include linseed oil, camellia oil, macadamia nut oil, corn oil, mink oil, olive oil, avocado oil, sasanqua oil, castor oil, safflower oil, sunflower oil, almond oil, rapeseed oil, sesame oil, soybean oil , Peanut oil, triglycerin, glycerin trioctanoate, glycerin triisopalmitate and the like.
  • the other oil component as the treatment agent in the emulsion composition of the present invention, only one type may be used, or two or more types may be used.
  • the content of other oils is not particularly limited as long as the effects of the present invention are not impaired, but it is preferably contained in an amount of about 5% by mass to 30% by mass with respect to the total amount of the emulsion composition.
  • the amount is 5% by mass or more, the effect of the treatment agent addition is sufficiently obtained, and when the amount is 30% by mass or less, there is no fear of destabilization due to the addition, and the feeling of use is also improved.
  • the emulsion composition of the present invention includes various active ingredients commonly used in emulsion compositions, for example, pearl luster materials, preservatives, antioxidants, pigments, thickeners, or the like, if necessary.
  • active ingredients commonly used in emulsion compositions, for example, pearl luster materials, preservatives, antioxidants, pigments, thickeners, or the like, if necessary.
  • One or more selected from pH adjusters can be used.
  • hair dyes, fragrances, antibacterial agents, softeners, moisturizers, ultraviolet absorbers, active oxygen removers, antioxidants, antimicrobial agents, hair restorers, minerals, amino acid compounds can be added.
  • the specific example of the pearl luster material which can be used by this invention is enumerated, in this invention, it is not limited to these compounds.
  • the pearlescent material include methylene coated with ethylene glycol distearate, ethylene glycol monostearate, guanine and titanium dioxide, bismuth oxychloride, and monoethanolamide stearate.
  • preservatives include benzoic acid, sodium benzoate, paraben, ethyl paraben, methyl paraben, propyl paraben, butyl paraben, potassium sorbate, sodium sorbate, sorbic acid, sodium dehydroacetate, hydrogen peroxide, formic acid, ethyl formate.
  • coloring agent which can be used by this invention, it is not limited to these compounds.
  • examples of the coloring agent include orange dye, cacao dye, kaolin, carmine, gunjo, cochineal dye, chromium oxide, iron oxide, titanium dioxide, tar dye, chlorophyll and the like.
  • thickener examples include quince seed, carrageenan, gum arabic, caraya gum, xanthan gum, gellan gum, tamarind gum, locust bean gum, tragacanth gum, pectin, starch, cyclodextrin, methylcellulose, ethylcellulose, carboxymethylcellulose, sodium alginate, polyvinyl alcohol, polyvinylpyrrolidone, carboxyvinyl Examples include polymers and sodium polyacrylate.
  • Examples of the pH adjuster that can be used in the present invention include lactic acid, citric acid, glycolic acid, succinic acid, tartaric acid, malic acid, potassium carbonate, triethanolamine, monoethanolamine, and other organic acids or salts thereof, hydrochloric acid Inorganic acids such as perchloric acid, carbonic acid and phosphoric acid and salts thereof, sodium hydrogen carbonate, ammonium hydrogen carbonate, sodium hydroxide, potassium hydroxide and the like can be mentioned.
  • the pH adjusting agent that can be used in the present invention is not limited to these compounds, and a known pH adjusting agent may be appropriately selected and used according to the purpose.
  • hair dye examples include orange 205, black 401, purple 401, red 102, red 227, red 106, red 504, yellow 203, yellow 403 (1), green 204, Examples thereof include carbon black, black titanium oxide, henna, iron oxide, tar dye, chlorophyll, and pigment.
  • fragrances include musk, acacia oil, anise oil, ylang ylang oil, cinnamon oil, jasmine oil, sweet orange oil, spearmint oil, geranium oil, thyme oil, neroli oil, mint oil, hinoki oil, fennel oil, Peppermint oil, bergamot oil, lime oil, lavender oil, lemon oil, lemongrass oil, rose oil, rosewood oil, anisaldehyde, geraniol, citral, civeton, muscone, limonene, vanillin and the like.
  • Antibacterial agents include, for example, piroctone olamine, isopropyl methyl ether, hinokitiol, zinc pyrithione, climbazole, benzalkonium chloride, photosensitizer 101, chlorhexidine, salicylic acid, phenol, ketoconazole and miconazole, sulfur, triclosan, trichlorocarbanilide.
  • Chlorhexidine hydrochloride Chlorhexidine gluconate, Halocarban, Chlorophenesin, Benzethonium chloride, Benzalkonium chloride, Lysozyme chloride, Alkyldiaminoethylglycine hydrochloride, Isopropylmethylphenol, Benzoic acid, Photosensitizer 201, Thymol, Hexachlorophene , Berberine, Thioxolone, Yukinoshita extract, Oat extract, Ogon extract and their derivatives and salts. .
  • softeners examples include glycerin, mineral oil, benzyl alcohol, emollient components (eg, isopropyl isostearate, polyglyceryl isostearate, isotridecyl isononanoate, octyl isononanoate, oleic acid, glyceryl oleate, cocoa butter, cholesterol, mixed fatty acids Triglycerides, dioctyl succinate, sucrose acetate stearate, cyclopentasiloxane, sucrose distearate, octyl palmitate, octyl hydroxystearate, aralkyl behenate, sucrose polybehenate, polymethylsilsesquioxane, cetyl myristate, myristyl myristate And hexyl laurate).
  • emollient components eg, isopropyl isostearate, polyglyceryl isostearate, is
  • humectant examples include agar, diglycerin, distearyldimonium hectorite, butylene glycol, polyethylene glycol, propylene glycol, hexylene glycol, yokinein extract, petrolatum, urea, hyaluronic acid, ceramide, lipid, isoflavone, amino acid, Collagen, mucopolysaccharide, fucodyne, lactoferrin, sorbitol, chitin, chitosan, malic acid, glucuronic acid, placenta extract, seaweed extract, bopipi extract, amacha extract, hypericum extract, coleus extract, masaki extract, kouca extract, maika flower extract, cho Ray extract, hawthorn extract, rosemary extract, Duke extract, chamomile extract, nettle extract, litchi extract, yarrow extract, a Eekisu, horse chestnut extract, dolabrata extract, Fucus extract,
  • ultraviolet absorbers examples include homomenthyl salicylate, 2-methoxyhexyl 4-methoxycinnamate, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxybenzophenone sulfonic acid, 2-hydroxy-4-methoxybenzophenone.
  • examples thereof include sodium sulfonate, 4-t-butyl-4′-methoxy-dibenzoylmethane, titanium oxide, and zinc oxide.
  • active oxygen scavengers include superoxide dismutase (SOD), mannitol, lutein and derivatives thereof, bilirubin, cholesterol, tryptophan, histidine, quercetin, quercitrin, catechin, catechin derivatives, gallic acid, gallic acid derivatives, and ogon extract.
  • SOD superoxide dismutase
  • mannitol lutein and derivatives thereof
  • bilirubin cholesterol, tryptophan, histidine
  • quercetin quercitrin
  • catechin catechin derivatives
  • gallic acid gallic acid derivatives
  • ogon extract ogon extract.
  • Ginkgo biloba extract Yukinoshita extract
  • Melissa extract, Gennoshoko extract, Boppi extract Parsley extract
  • Tormentilla extract Rakan fruit extract, seaweed extract
  • Yashajitsu extract Zicopi extract and the like.
  • antioxidants include vitamins such as vitamin A, retinoic acid, retinol, retinol acetate, retinol palmitate, retinyl acetate, retinyl palmitate, tocopheryl retinoic acid, vitamin C and its derivatives, kinetin, retinoin, tocopherol and the like.
  • E and its derivatives sesamin, ⁇ -lipoic acid, coenzyme Q10, flavonoids, erythorbic acid, propyl gallate, BHT (di-n-butylhydroxytoluene), BHA (butylhydroxyanisole), tretinoin, polyphenol, SOD, phytin Examples thereof include acid, koji extract, soybean extract, black tea extract, tea extract and age extract.
  • antimicrobial agents examples include triazine compounds, isothiazolone compounds, quaternary ammonium compounds, and the like.
  • hair restorers include glycyrrhetinic acid or derivatives thereof, glycyrrhizic acid or derivatives thereof, hinokitiol, minoxidil or analogs thereof, adenosine, vitamin E or derivatives thereof, vitamin C derivatives, 6-benzylaminopurine, benzyl nicotinate, nicotine Acid tocopherol, nicotinic acid ⁇ -butoxy ester, isopropylmethylphenol, pentadecanoic acid or derivatives thereof, cephalatin, finasteride, t-flavanone, pantothenic acid, panthenol, licorice extract, quince extract, kudin extract, assembly extract, Pepper extract, toucha extract, carrot extract, spinach extract, button extract, citrus extract and the like can be mentioned.
  • minerals for example, calcium, magnesium, potassium, sodium, zinc, manganese, iron, copper, selenium and other essential metals for the maintenance and regulation of living organisms, the form of which is salt, oxide, protein complex Body or its degradation product complex, polysaccharide complex, or its degradation product complex, other modified starch complex, cyclodextrin complex, or minerals such as superoxide dismutase, glutathione peroxidase, acid phosphatase Examples thereof include metal activating enzymes such as metal enzymes and phosphoglucomutases, enzymes containing metals other than the active center, and coenzymes.
  • amino acid compounds include glutamic acid, L-aspartic acid, L-alanine, L-cysteine, glycine, L-isoleucine, L-leucine, lysine, and salts thereof.
  • the various active ingredients described above may be used alone or in combination of two or more.
  • the emulsified composition of the present invention preferably further contains a dispersion containing phospholipid, ceramide and cholesterol.
  • the dispersion contained in the emulsified composition of the present invention is more preferably a vesicle dispersion.
  • the vesicle dispersion means that the phospholipid is present in the aqueous phase by forming a liposome-like stable particle structure, but the vesicle dispersion in the present invention is a mixture of ceramide, cholesterol and phospholipid.
  • a uniform oil phase is formed, and an assembly in which the oil phase forms a two-layer structure and the outer side and the inner side are hydrophilic is also included in the concept of the vesicle dispersion. It is not limited to the concept.
  • the vesicle dispersion contains phospholipid, ceramide, and cholesterol, and among these, phospholipid is considered to play an important role.
  • the phospholipid that can be used in the dispersion that can be included in the emulsified composition of the present invention includes a glycerin skeleton, a fatty acid residue, and a phosphate residue as essential components, and includes a base or a polyhydric alcohol. Examples include bonded substances.
  • phospholipids include, for example, various lecithins derived from plants such as soybean, corn, peanut, rapeseed and wheat, animals such as egg yolk and cattle, and microorganisms such as Escherichia coli; hydrogenated lecithin, enzymatically degraded lecithin, enzyme Decomposed hydrogenated lecithin and hydroxy lecithin; phosphatidic acid, phosphatidyl glycerol, phosphatidylinositol, phosphatidyl ethanolamine, phosphatidyl choline phosphatidyl serine, bisphosphatidic acid, diphosphatidyl glycerin (cardiolipin), sphingomyelin and the like.
  • various lecithins derived from plants such as soybean, corn, peanut, rapeseed and wheat, animals such as egg yolk and cattle, and microorganisms such as Escherichia coli
  • hydrogenated lecithin enzymatically de
  • phosphatidylcholine lecithin
  • phosphatidylethanolamine phosphatidylserine
  • phosphatidylinositol phosphatidylglycerol
  • diphosphatidylglycerol diphosphatidylglycerol
  • sphingomyelin sphingomyelin and the like are preferable.
  • Phospholipids may be used alone or in combination of two or more.
  • the amount of phospholipid contained in the dispersion is preferably 1% by mass to 20% by mass, and more preferably 2% by mass to 10% by mass with respect to the total amount of the dispersion.
  • ceramide usable in the dispersion examples include natural ceramide, hydroxyceramide, pseudoceramide, synthetic ceramide, synthetic pseudoceramide, glycosphingolipid, and the like. preferable.
  • natural ceramide means ceramide having the same structure as that present in the stratum corneum of human skin.
  • a more preferred embodiment of the natural ceramide is an embodiment that does not include glycosphingolipid and has 3 or more hydroxyl groups in its molecular structure.
  • These ceramides having a general structure called natural type may be natural products (extracts), those obtained by microbial fermentation, synthetic materials, or animal-derived ones. . These ceramides use natural (D (-)) optically active substances, but if necessary, non-natural (L (+)) optically active substances can be used to further reduce natural and non-naturally-occurring forms. Natural type mixtures may be used.
  • the relative configuration of ceramide may be a natural configuration, a non-natural configuration other than that, or a mixture thereof.
  • Examples of natural ceramides that can be suitably used in the present invention include ceramide 1, ceramide 9, ceramide 4, ceramide 2, ceramide 3, ceramide 5, ceramide 6, ceramide 7, ceramide 8, ceramide 3B, and the like. . Especially, it is preferable to contain the ceramide 2 known to be the main component of the ceramide in hair.
  • Such natural ceramide is also available as a commercial product, for example, Ceramide I, Ceramide III, Ceramide IIIA, Ceramide IIIB, Ceramide IIIC, Ceramide VI (above, trade name, manufactured by EVONIK), Ceramide TIC- 001 (trade name, manufactured by Takasago Inc.), CERAMIDE II (trade name, manufactured by Quest International), DS-Ceramide VI, DS-CLA-Phytoceramide, C6-Phytoceramide, DS-ceramide Y3S (trade name, manufactured by DOOSAN) CERAMIDE2 (trade name, manufactured by Cederma) and the like. Ceramide may be used alone or in combination of two or more.
  • the amount of ceramide contained in the dispersion is preferably 0.1% by mass to 5% by mass and more preferably 0.5% by mass to 3% by mass with respect to the total amount of the dispersion.
  • the dispersion that can be included in the emulsified composition of the present invention contains cholesterol.
  • the amount of cholesterol contained in the dispersion is preferably 0.1% by mass to 5% by mass, and preferably 0.5% by mass to 3% by mass with respect to the total amount of the dispersion.
  • the content of the dispersion is preferably in the range of 0.0001% by mass to 15% by mass with respect to the total amount of the emulsion composition. More preferably, the content is from 5% by mass to 5% by mass.
  • a dispersion such as a vesicle dispersion suitable as a dispersion that can be contained in the emulsion composition of the present invention is a dosage form in which an oil phase containing phospholipids and the like is dispersed in an aqueous phase, and thus added directly to the emulsion composition. Alternatively, it may be added in advance to the aqueous phase component contained in the emulsion.
  • Examples of the solvent (dispersion medium) used in the dispersion such as vesicle dispersion include 1,3-propanediol, 1,2-pentanediol, ethylene glycol, 1,3-butylene glycol, dipropylene glycol and the like.
  • the dosage form of the emulsified composition of the present invention is not particularly limited, but is preferably a hair dosage form.
  • Examples of the dosage form for hair use include rinsing, hair conditioner, hair pack, hair liquid, hair tonic, hair spray, permanent wave composition, hair dye and the like.
  • the application method and dosage form when applying the emulsified composition of the present invention to the hair are not particularly limited, but it may be applied to the hair and then rinsed off, and it may be a dosage form such as a conditioner that is applied to the hair and not washed off. It may be in any form, such as a hair styling or a dosage form such as a gel, mousse, cream, lotion, or air infused foam as a non-washing treatment.
  • the emulsion composition of this invention can be obtained by mix
  • the emulsion composition can be produced, for example, by heating and mixing oily components such as carotenoid [component (A)], higher alcohol [component (C)], and other optional oil components, and an oil phase that is a uniform solution.
  • a specific cationic surfactant [component (B)] an optional component and a water-soluble component, and mixing water with heating and stirring to obtain an aqueous phase that is a uniform solution,
  • it can manufacture by combining an oil phase and a water phase, it is not limited to this manufacturing method.
  • an emulsion composition can be obtained by preparing an emulsion composition and then cooling to an appropriate temperature.
  • the vesicle dispersion contained in the emulsion composition is further contained as desired, the vesicle dispersion may be mixed in advance in the aqueous phase, or may be added after the preparation of the emulsion composition.
  • the essential components of the present invention were given the symbols carotenoid (A), specific cationic surfactant (B) and higher alcohol (C), respectively. Moreover, about the arbitrary component, the code
  • Examples 1 to 9 Comparative Example 1
  • the emulsified compositions of Examples 1 to 9 and Comparative Example 1 were prepared in the same procedure as the standard emulsified composition according to the formulations shown in Tables 2 to 3 below.
  • the unit of numerical values representing the content of each component in the formulations described in Tables 2 to 3 below is mass%.
  • Comparative Example 1 containing no higher alcohol, the decomposition of astaxanthin was promoted, and the residual rate was at a level that was problematic in practice.
  • the emulsion composition of the present invention has good storage stability, the degradation of astaxanthin is suppressed, and the residual amount of astaxanthin, which is an active ingredient, is practically good even after time. Recognize.
  • Example 10 to 17, Comparative Examples 2 to 4 The emulsion compositions of Examples 10 to 17 and Comparative Examples 2 to 4 were prepared in the same procedure as the standard emulsion composition according to the formulations shown in Tables 4 to 5 below. The unit of the numerical value representing the content of each component in the formulation described in Table 3 below is mass%. The obtained emulsion composition was evaluated in the same manner as in Example 1. The results are shown in Tables 4-5.
  • the emulsion compositions of Examples 10 to 17 have good storage stability with respect to the emulsion composition of Comparative Example 2 in which a higher alcohol is not added, and Comparative Examples 3 and 4 in which the content of the higher alcohol is low. It can be seen that the degradation of astaxanthin is suppressed. In particular, in Example 12 and Examples 15 to 17 containing a higher alcohol having an alkyl chain length of 22, the astaxanthin degradation inhibitory effect was remarkable. Further, in comparison with Examples 15 to 17, when the total amount of higher alcohol is 7% by mass or more, the emulsified state is stabilized, and even if the content is increased, the content is not sufficient for the emulsion stability and the astaxanthin degradation inhibitory effect. There was no improvement in the effect commensurate with the increase.
  • Example 18 to 21 The emulsified compositions of Examples 18 to 21 were prepared in the same procedure as the standard emulsified composition according to the formulation shown in Table 6 below. The obtained emulsion composition was evaluated in the same manner as in Example 1. The results are shown in Table 6. The unit of the numerical value representing the content of each component in the formulation described in Table 6 below is% by mass. Further, for Examples 18 to 21, in addition to the above evaluation, the feeling during use was evaluated according to the following criteria. The results are shown in Table 6.
  • the flexibility of the hair bundle was subjected to sensory evaluation in five stages according to the following criteria. Evaluation was performed by five people, and the average value of the evaluation is shown in Table 6. A score greater than 0 indicates that the hair bundle treated with the emulsifiable composition of the present invention has improved hair flexibility over untreated reference hair.
  • Examples 18 to 21 which are the emulsified compositions of the present invention are all excellent in storage stability and astaxanthin degradation-inhibiting effect. Further, in comparison with Example 18 and Examples 19 to 21, the emulsion composition further containing the dispersion A containing phospholipid, ceramide, and cholesterol has improved affinity between astaxanthin and the dispersion A. It can be seen that the stability is further improved and the astaxanthin degradation inhibitory effect is further improved. Moreover, it turns out that the softness

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Abstract

La présente invention concerne une composition d'émulsion qui comprend un caroténoïde, un tensioactif cationique représenté par la formule générale (I) et 2 % en poids ou plus d'un alcool supérieur avec un groupe alkyle ayant de 14 à 24 atomes de carbone, dans lequel la dégradation du caroténoïde et une modification de teinte provoquée par la dégradation du caroténoïde sont supprimées et qui possède une excellente stabilité au stockage. Dans la formule générale I, au moins l'un de R1, R2, R3, et R4 est de préférence un groupe aliphatique ayant de 6 à 30 atomes de carbone, un groupe aromatique ayant de 6 à 22 atomes de carbone, ou un groupe alcoxy ayant de 6 à 30 atomes de carbone. X- est un anion formant un sel. (I)
PCT/JP2014/068749 2013-08-02 2014-07-14 Composition d'émulsion WO2015016055A1 (fr)

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JP2016185936A (ja) * 2015-03-27 2016-10-27 株式会社コーセー ベシクル組成物およびそれを配合した毛髪化粧料
CN112790384A (zh) * 2021-01-14 2021-05-14 江南大学 一种凝胶包裹的β-胡萝卜素纳米颗粒的制备方法

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KR102164218B1 (ko) * 2019-09-24 2020-10-12 코스맥스 주식회사 피부 흡수 증진을 위한 다중층 양이온성 리포좀 및 이의 제조방법

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CN112790384A (zh) * 2021-01-14 2021-05-14 江南大学 一种凝胶包裹的β-胡萝卜素纳米颗粒的制备方法
CN112790384B (zh) * 2021-01-14 2022-04-22 江南大学 一种凝胶包裹的β-胡萝卜素纳米颗粒的制备方法

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