WO2020262156A1 - 皮膚洗浄用液体組成物 - Google Patents

皮膚洗浄用液体組成物 Download PDF

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Publication number
WO2020262156A1
WO2020262156A1 PCT/JP2020/023783 JP2020023783W WO2020262156A1 WO 2020262156 A1 WO2020262156 A1 WO 2020262156A1 JP 2020023783 W JP2020023783 W JP 2020023783W WO 2020262156 A1 WO2020262156 A1 WO 2020262156A1
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Prior art keywords
skin
acid
liquid composition
cleansing
surfactant
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PCT/JP2020/023783
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English (en)
French (fr)
Japanese (ja)
Inventor
航平 山本
嘉一 久保
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小林製薬株式会社
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Priority to CN202080003389.9A priority Critical patent/CN112449592A/zh
Publication of WO2020262156A1 publication Critical patent/WO2020262156A1/ja

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    • 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
    • A61K8/30Cosmetics 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
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39Derivatives containing from 2 to 10 oxyalkylene groups
    • 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
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives 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
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • 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
    • A61K8/55Phosphorus compounds
    • 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
    • A61K8/60Sugars; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/14Preparations for removing make-up
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/005Preparations for sensitive skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/10Washing or bathing preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59Mixtures
    • A61K2800/596Mixtures of surface active compounds

Definitions

  • the present invention relates to a liquid composition for skin cleansing that can be washed without applying physical friction to the skin.
  • Various skin cleansing compositions such as facial cleansers, body soaps, and shampoos are provided as products aimed at cleaning the skin and keeping the skin clean.
  • the surfactant adsorbs to the dirt to reduce the surface tension between the dirt and water, and the mechanical force due to friction causes the dirt to float in the water.
  • it is necessary to add a surfactant at a critical micelle concentration or higher.
  • Patent Document 1 describes a liquid skin cleaning agent product comprising a former container and a liquid skin cleaning agent composition filled in the former container, wherein the liquid skin cleaning agent composition is (1).
  • Liquid skin containing the copolymer of (C) and (C) sugar alcohol, and the mass ratio (A) / (B) of the content of the component (A) to the content of the component (B) is 20 to 250.
  • Cleaning agent products are disclosed.
  • Patent Document 2 states that (a) fatty acid salt is 2 to 9% by mass, (b) betaine lauryldimethylaminoacetate is 0.5 to 4% by mass, and (c) one or more dihydric alcohols.
  • a skin cleaning agent composition which comprises filling a former container with a cleaning agent having a / (a) of 0.1 to 0.5.
  • Patent Document 3 describes a former container containing (a) betaine lauryldimethylaminoacetate and (b) 4 to 15% by mass of a higher fatty acid soap having a specific composition and formed from a fatty acid having 5 to 25 carbon atoms. The cleaning agent composition discharged in the above is disclosed.
  • the pumpformer-type skin cleansing composition contains a relatively small amount of surfactant, and in that respect, irritation to the skin is reduced as compared with the solid or semi-solid skin cleansing composition. It is thought that there is a tendency to be. On the other hand, since it is a major premise that the pump former type skin cleansing composition is discharged in the form of foam, the minimum amount of surfactant necessary for exerting the foaming force is blended. That is inevitable due to its composition.
  • facial cleansing treatments may be performed, and in order to improve the quality of service, gentle cleansing treatments are desired even for sensitive skin types.
  • an object of the present invention is to provide a liquid composition for skin cleansing that can be washed without applying physical friction to the skin.
  • the present inventor directly applies the skin cleansing liquid composition to the skin without foaming in advance when applying it to the skin, and cleanses without giving physical friction to the skin.
  • the present invention has been completed by further studies based on this finding.
  • Item 1 A liquid composition for skin cleansing containing (A) a surfactant and (B) an amphipathic ester, having a pH of 3 to 8, and used for washing without giving physical friction to the skin.
  • Item 2. Item 2.
  • the item (B) is selected from the group consisting of a dicarboxylic acid bis (polyoxyalkylene alkyl ether) ester, a dicarboxylic acid dialkoxyalkyl ester, and a (icosane diic acid / tetradecane diic acid) polyglyceryl-10. Liquid composition for skin cleaning.
  • Item 3. Item 2.
  • the liquid composition for skin cleaning according to Item 2 wherein the dicarboxylic acid bis (polyoxyalkylene alkyl ether) ester is cyclohexane-1,4-dicarboxylic acid bisethoxydiglycol.
  • Item 4. Item 2. The liquid composition for skin cleansing according to any one of Items 1 to 3, wherein the content of the component (A) is 0.025 to 2% by weight.
  • Item 5. Item 6. The liquid composition for skin cleansing according to any one of Items 1 to 4, which is applied to sensitive skin.
  • Skin comprising applying a skin cleaning liquid composition containing (A) a surfactant and (B) an amphipathic ester and having a pH of 3-8 to the skin without applying physical friction to the skin. Cleaning method.
  • the liquid composition for skin cleansing of the present invention it is possible to exert excellent cleansing power while reducing skin irritation, so that physical friction is applied to the skin without foaming in advance when applied to the skin. It can be washed without. Since it is possible to wash without applying physical friction to the skin, the amount of the surfactant compounded in the liquid composition for skin cleaning should be significantly reduced from the amount contained in the conventional liquid composition for skin cleaning. It is also possible to further reduce skin irritation. Therefore, the liquid composition for skin cleansing of the present invention can be suitably used for cleansing skin that is sensitive to irritation.
  • the liquid composition for skin cleansing of the present invention includes (A) a surfactant (hereinafter, may be referred to as (A) component) and (B) an amphipathic ester (hereinafter, (B). ) It may be described as a component), and it is characterized in that it is adjusted to a predetermined pH.
  • a surfactant hereinafter, may be referred to as (A) component
  • B an amphipathic ester
  • the liquid composition for skin cleansing of the present invention contains a surfactant as a component (A).
  • the surfactant is not particularly limited, but preferably an anionic surfactant, a nonionic surfactant, an amphoteric surfactant, a natural surfactant and the like can be mentioned from the viewpoint of suppressing irritation to the skin.
  • the surfactant one of anionic surfactant, nonionic surfactant, amphoteric surfactant, and natural surfactant may be used alone, or two or more thereof may be arbitrarily combined. May be used.
  • anionic surfactant used in the present invention examples include carboxylic acid type, sulfonic acid type, sulfate ester type, and phosphoric acid ester type surfactants.
  • carboxylic acid type surfactant examples include saturated or unsaturated amino acids having 6 to 22 carbon atoms such as octanoic acid, decanoic acid, lauric acid, myristic acid, palmitic acid, and stearic acid; octanoyl groups and decanoyles.
  • Examples include N-acylamino acids (carboxylic acid type amino acid-based anionic surfactants) having saturated or unsaturated N-acyl groups having 8 to 24 carbon atoms such as groups, lauroyl groups, myristic groups, palmitoyl groups, and cocoyl groups. Be done.
  • Examples of the carboxylic acid-type amino acid-based anionic surfactant include N having a saturated or unsaturated N-acyl group having 8 to 24 carbon atoms such as an octanoyl group, a decanoyyl group, a lauroyl group, a myritoyl group, a palmitoyl group, and a cocoyl group. -Acyl amino acids can be mentioned.
  • Examples of the N-acyl amino acid in the carboxylic acid type amino acid-based anionic surfactant include N-acylsarcosine, N-acylaspartic acid, N-acylglutamic acid, N-acyl-N-methyl- ⁇ -alanine and the like.
  • carboxylic acid-type amino acid-based anionic surfactants include N-lauroyl sarcosine, cocoyl sarcosine, N-lauroyl aspartic acid, cocoyl aspartic acid, N-lauroyl glutamic acid, cocoyl glutamic acid, and N-lauroyl-N-methyl.
  • N-lauroyl sarcosine cocoyl sarcosine
  • N-lauroyl aspartic acid cocoyl aspartic acid
  • N-lauroyl glutamic acid cocoyl glutamic acid
  • N-lauroyl-N-methyl N-lauroyl-N-methyl.
  • sulfonic acid type surfactant examples include an ester of a fatty acid having 6 to 22 carbon atoms such as cocoyl isethionic acid and isethionic acid; hexanesulfonic acid, octanesulfonic acid, decanesulfonic acid, dodecanesulfonic acid and the like.
  • Alkyl sulfonic acid having 6 to 22 carbon atoms Alkyl benzene sulfonic acid having an alkyl group having 10 to 16 carbon atoms such as alkylbenzene sulfonic acid; Carbon such as octanoyl group, decanoyle group, lauroyl group, myristoyl group, palmitoyl group, cocoyl group and the like. Examples thereof include N-acyl-N-methyltaurin (sulfonic acid type amino acid-based anionic surfactant) having a saturated or unsaturated N-acyl group of No. 8 to 24.
  • sulfonic acid-type amino acid-based anionic surfactant examples include N having a saturated or unsaturated N-acyl group having 8 to 24 carbon atoms such as an octanoyl group, a decanoyyl group, a lauroyl group, a myritoyl group, a palmitoyl group, and a cocoyl group.
  • N having a saturated or unsaturated N-acyl group having 8 to 24 carbon atoms such as an octanoyl group, a decanoyyl group, a lauroyl group, a myritoyl group, a palmitoyl group, and a cocoyl group.
  • -Acyl-N-methyltaurine can be mentioned.
  • More specific sulfonic acid-type amino acid-based anionic surfactants include N-myristoyl-N-methyltaurine, N-lauroyl-N-methyltaurine, cocoylmethyl
  • sulfuric acid ester-type surfactant examples include esters of saturated or unsaturated fatty acids having 10 to 22 carbon atoms such as lauryl sulfate and myristyl sulfate and sulfuric acid.
  • phosphoric acid ester-type surfactant examples include esters of saturated or unsaturated fatty acids having 8 to 24 carbon atoms such as lauryl phosphate and phosphoric acid.
  • anionic surfactants may be in the form of salts, for example, alkali metal salts such as sodium salt and potassium salt; triethanolamine (TEA) salt; ammonium salt and the like. it can.
  • alkali metal salts such as sodium salt and potassium salt
  • TAA triethanolamine
  • ammonium salt and the like it can.
  • carboxylic acid type surfactants and sulfonic acid type surfactants are preferable, and more preferably, from the viewpoint of obtaining better skin irritation reducing property and detergency.
  • examples thereof include carboxylic acid-type amino acid-based anionic surfactants and sulfonic acid-type amino acid-based anionic surfactants.
  • the carboxylic acid-type amino acid-based anionic surfactant and the sulfonic acid-type amino acid-based anionic surfactant suppress the feeling of tension due to insufficient moisturization when the pH of the liquid composition for skin cleaning of the present invention is, for example, 3 to 6. It is preferably used from the viewpoint of suppressing the feeling of tension due to insufficient moisturizing and the detergency.
  • the carboxylic acid-type amino acid-based anionic surfactant and the sulfonic acid-type amino acid-based anionic surfactant moisturize when the pH of the liquid composition for skin cleaning of the present invention is, for example, 3 to 4. It is preferably used from the viewpoint of suppressing the feeling of tension due to lack of moisture, and is preferably used from the viewpoint of suppressing the feeling of tension due to insufficient moisturization and detergency when the pH is, for example, 5 to 6.
  • N-acylglutamic acid and N-acylaspartic acid having a saturated or unsaturated acyl group having 8 to 24 carbon atoms and N-acylaspartic acid, and the number of carbon atoms are preferable from the viewpoint of detergency and / or skin irritation reduction property.
  • 8 to 22 fatty acid amide sulfonic acids and salts thereof more preferably cocoyl glutamic acid, N-lauroyl aspartic acid, cocoyl methyl taurine and salts thereof, still more preferably cocoyl glutamic acid triethanolamine
  • N- Examples thereof include sodium lauroyl aspartate and sodium cocoyl methyl taurine.
  • anionic surfactants may be used alone or in combination of two or more.
  • the nonionic surfactant is preferably used from the viewpoint of detergency and skin irritation reduction when the pH of the liquid composition for skin cleansing of the present invention is, for example, 5 to 8, preferably 5 to 6.
  • the nonionic surfactant used in the present invention include ester-type, ether-type, ester-ether-type, alkanolamide-type, alkylglycoside-type, and alcohol-type surfactants.
  • ester-type surfactant examples include glycols dilaurate, glycol monostearate, glycol distearate, glyceryl monolaurate, glyceryl dilaurate, glyceryl monostearate, and glyceryl distearate, which have 8 to 20 carbon atoms.
  • ether-type surfactant examples include polyoxyethylene alkyl ether, polyoxyethylene alkyl phenyl ether, and polyoxyethylene polyoxypropylene glycol.
  • ester-ether type surfactant examples include polyoxyethylene hydrogenated castor oil, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene hexitan fatty acid ester, and sorbitan fatty acid ester polyethylene glycol.
  • alkanolamide type surfactant examples include cocamide DEA (coconut oil fatty acid diethanolamide), lauric acid diethanolamide, oleic acid diethanolamide, stearic acid diethanolamide and the like.
  • alkyl glucoside type surfactant examples include octyl glucoside, decyl glucoside, and lauryl glucoside.
  • alcohol-type surfactants examples include cetanol, stearyl alcohol, and oleyl alcohol.
  • ester-ether type surfactants and alkanolamide type surfactants are preferable from the viewpoint of obtaining better skin irritation reducing property and detergency.
  • Preferred are polyoxyethylene cured castor oil and cocamide DEA, and more preferably polyoxyethylene cured castor oil.
  • nonionic surfactants may be used alone or in combination of two or more.
  • amphoteric surfactant used in the present invention examples include alkyl betaine type, fatty acid amide propyl betaine type, amine oxide type and other surfactants.
  • alkyl betaine type surfactant examples include lauryldimethylaminoacetic acid betaine, stearyldimethylaminoacetic acid betaine, octadecylaminomethyldimethylsulfopropyl betaine and the like.
  • fatty acid amide propyl betaine type amphoteric tenside agent examples include amide betaine (amino acid-based amphoteric tenside agent) such as cocamidopropyl betaine, and sulfobetaine such as cocamidopropyl hydroxysultaine.
  • amine oxide type amphoteric surfactant examples include lauryldimethylamine N-oxide and oleyldimethylamine N-oxide.
  • amphoteric tenside agents may be in the form of salts, for example, alkali metal salts such as sodium salt and potassium salt; triethanolamine (TEA) salt; ammonium salt and the like. ..
  • amphoteric surfactants fatty acid amide propyl betaine type surfactants are preferable, and amide betaines such as cocamidopropyl betaine are more preferable, from the viewpoint of obtaining better skin irritation reduction property and detergency.
  • Amino acid-based amphoteric surfactant and more preferably cocamidopropyl betaine.
  • amphoteric surfactants may be used alone or in combination of two or more.
  • Natural surfactants used in the present invention include lecithin and lysolecithin; saponins such as Kiraya saponin, soybean saponin, yukka saponin, enju saponin, beet saponin, azuxaponin, carrot saponin, tea species saponin, hechimasaponin, and tsubokusaponin. And so on.
  • saponins such as Kiraya saponin, soybean saponin, yukka saponin, enju saponin, beet saponin, azuxaponin, carrot saponin, tea species saponin, hechimasaponin, and tsubokusaponin.
  • Lecithin is a mixture of phospholipids such as phosphatidylcholine, phosphatidylethanolamine, phosphatidylserine, and phosphatidylinositol with components such as triglycerides, fatty acids, and carbohydrates from vegetable oils, and is a known component in pharmaceuticals, quasi-drugs, and cosmetics. is there.
  • the lecithin may be natural lecithin derived from animals and plants (for example, soybean lecithin, egg yolk lecithin, etc.) itself, a chemically treated product of natural lecithin, or a purified product of natural lecithin. ..
  • the chemically treated product of natural lecithin include hydrogenated lecithin obtained by hydrogenation treatment (for example, fully hydrogenated lecithin and partially hydrogenated lecithin), hydroxylated lecithin obtained by hydroxylation treatment, and the like.
  • the purified product of natural lecithin include lecithin in which the content of phosphatidylcholine is increased by a solvent such as acetone.
  • lysolecithin examples include lyso-forms of the above-mentioned lecithin (natural lecithin, chemically treated natural lecithin, purified natural lecithin). Lysolecithin has a structure in which the fatty acid at the 2-position of phosphatidylcholine is removed by hydrolysis (dissolution) of lecithin by an enzyme such as phospholipase A2.
  • lecithin, lysolecithin and saponin are preferably mentioned, more preferably lecithin and lysolecithin, and further preferably lysolecithin, from the viewpoint of obtaining better skin irritation reducing property and detergency. Can be mentioned.
  • These natural surfactants may be used alone or in combination of two or more.
  • the content of the component (A) in the liquid composition of the skin cleansing agent of the present invention is not particularly limited, and can be appropriately determined according to the cleansing power to be imparted. Since the skin cleansing liquid composition of the present invention can be washed without applying physical friction to the skin, the blending amount of the surfactant in the skin cleansing liquid composition can be adjusted to the conventional skin cleansing liquid. It can be significantly reduced from the blending amount contained in the composition, and even a small amount of surfactant that originally cannot exert effective detergency can effectively exert detergency. it can. From this point of view, the content of the component (A) in the liquid composition of the skin cleanser of the present invention is preferably 0.025 to 2% by weight.
  • the upper limit of the range of the content of the component (A) is 1.5% by weight or less, preferably 1% by weight or less, more preferably. It may be 0.9% by weight or less, more preferably 0.6% by weight or less, still more preferably 0.2% by weight or less.
  • the lower limit of the range of the content of the component (A) is preferably 0.1% by weight or more, more preferably 0.5% by weight or more, still more preferably. Is 1.5% by weight or more, particularly preferably 1.8% by weight or more.
  • the liquid composition for skin cleansing of the present invention contains an amphipathic ester as a component (B).
  • the component (B) does not show a cleansing action by itself, but by coexisting with the component (A), the cleansing power of the liquid composition for skin washing can be improved while maintaining low irritation.
  • the amphipathic ester is dissolved in ion-exchanged water adjusted to a conductivity of 70 to 110 ⁇ s / m in an amount of 2% by mass or more at room temperature by the method specified in the General Test Method of the Japanese Pharmacopoeia. , Isotridecyl isononanoate (manufactured by Nisshin Oillio Group, Saracos 913), which is an oil agent, also dissolves in 10% by mass or more at room temperature (25 ° C.), and ester-based surfactants are excluded.
  • the amphoteric ester is not particularly limited, but from the viewpoint of obtaining better skin irritation reduction property and detergency, a dicarboxylic acid bis (polyoxyalkylene alkyl ether) ester, a dicarboxylic acid dialkoxyalkyl ester, and (eicosandic acid) are used. / Tetradecanedioic acid) It is preferable that it is selected from the group consisting of polyglyceryl-10.
  • amphoteric ester any one of dicarboxylic acid bis (polyoxyalkylene alkyl ether) ester, dicarboxylic acid dialkoxyalkyl ester, and (eicosandioic acid / tetradecanedioic acid) polyglyceryl-10 is used alone. Also, two or more kinds may be used in combination. Among these amphipathic esters, the dicarboxylic acid bis (polyoxyalkylene alkyl ether) ester is more preferable from the viewpoint of obtaining better skin irritation reducing property and detergency.
  • the dicarboxylic acid bis (polyoxyalkylene alkyl ether) ester used in the present invention is a diester compound of a dicarboxylic acid and a polyoxyalkylene alkyl ether.
  • Specific examples of the dicarboxylic acid constituting the diester compound of the dicarboxylic acid bis (polyoxyalkylene alkyl ether) ester include oxalic acid, malonic acid, succinic acid, tartaric acid, malic acid, glutaric acid, adipic acid, pemeric acid, and the like.
  • Examples thereof include suberic acid, azelaic acid, sebacic acid, aspartic acid, glutamic acid, acetonedicarboxylic acid, phthalic acid, cyclohexane-1,4-dicarboxylic acid and the like.
  • Examples of the polyoxyalkylene alkyl ether constituting the diester compound include polyoxyethylene monoalkyl ether, and more specifically, diethylene glycol monoethyl ether and triethylene glycol monoethyl ether. Be done.
  • dicarboxylic acid bis (polyoxyalkylene alkyl ether) esters a diester of cyclohexane-1,4-dicarboxylic acid and diethylene glycol monoethyl ether is preferable from the viewpoint of obtaining better skin irritation reduction property and detergency.
  • compound, specifically, INCI name International Cosmetic DiGLYCOL AND Handbook, 13th edition, Vol.
  • cyclohexane-1,4-dicarboxylic acid bisethoxydiglycol examples include, for example, "Neosolue-Aqulio (trade name)” manufactured by Nippon Fine Chemical Co., Ltd.
  • specific examples of the bisethoxydiglycol succinate include "High Aquos Star DCS (trade name)” manufactured by Higher Alcohol Industry Co., Ltd.
  • dicarboxylic acid bis (polyoxyalkylene alkyl ether) esters may be used alone or in combination of two or more.
  • the dicarboxylic acid dialkoxyalkyl ester used in the present invention is a diester compound of a dicarboxylic acid and an alkoxy alcohol.
  • Specific examples of the dicarboxylic acid constituting the diester compound of the dicarboxylic acid dialkoxyalkyl include oxalic acid, malonic acid, succinic acid, tartaric acid, malic acid, glutaric acid, adipic acid, pemeric acid, suberic acid, and azelaic acid. Examples thereof include sebacic acid, aspartic acid, glutamic acid, acetone dicarboxylic acid, phthalic acid, cyclohexane-1,4-dicarboxylic acid and the like.
  • Examples of the alkoxy alcohol constituting the diester compound include 2-methoxyethanol and 2-ethoxyethanol.
  • dicarboxylic acid dialkoxyalkyl esters a diester compound of succinic acid and 2-ethoxyethanol is preferable, and specifically, diethoxyethyl succinate is mentioned from the viewpoint of obtaining the effect of the present invention better. ..
  • dicarboxylic acid dialkoxyalkyl esters may be used alone or in combination of two or more.
  • the polyglyceryl-10 (eicosanedioic acid / tetradecanedioic acid) used in the present invention is not particularly limited, but for example, "Neosolue-Aqua (trade name)" and “Neosolue-AquaS” manufactured by Nippon Seika Co., Ltd. Product name) ”and the like.
  • the content of the component (B) in the liquid composition for skin washing of the present invention is not particularly limited, and examples thereof include 0.1% by weight or more. From the viewpoint of obtaining better detergency and / or further reducing the feeling of tension due to insufficient moisturizing, the content of the component (B) is preferably 0.5% by weight or more, more preferably 1. 5% by weight or more, more preferably 2% by weight or more.
  • the upper limit of the content of the component (B) is not particularly limited, but from the viewpoint of the stability of the skin cleansing spray, for example, 5% by weight or less, preferably 4% by weight or less, more preferably 3% by weight or less. Can be mentioned.
  • the ratio of the component (A) to the component (B) is not particularly limited and is determined by each of the above-mentioned contents, but the skin irritation reducing property and the detergency can be obtained better.
  • the component (B) is, for example, 0.1 to 100 parts by weight, preferably 0.1 to 10 parts by weight, more preferably 0.5 to 5 parts by weight, still more preferably, with respect to 1 part by weight of the component (A). Is 1 to 5 parts by weight.
  • the liquid composition for skin cleansing of the present invention contains other bases and additives required for formulation and the like as long as the effects of the present invention are not impaired. You may.
  • Such additives are not particularly limited as long as they are pharmaceutically acceptable, but for example, water, lower alcohols having 1 to 5 carbon atoms (ethanol, isopropanol, etc.), and polyhydric alcohols (ethylene glycol, Aqueous bases such as 1,3-butylene glycol (1,3-BG), propylene glycol, isoprene glycol, diethylene glycol, dipropylene glycol, polypropylene glycol, glycerin, etc.; preservatives (phenoxyethanol, methylparaben, propylparaben, benzoic acid, etc.) , Sodium citrate, sorbic acid, etc.), flavoring agents (citral, 1,8-cineole, citroneral, farnesol, etc.), colorants (tar pigments (brown 201, blue 201),
  • Liquid, macrogol, etc. stabilizers (dibutylhydroxytoluene, butylhydroxyanisole, sodium citrate, sodium metaphosphate, L-arginine, L-aspartic acid, DL-alanine, glycine, erythrium Sodium sorbate, propyl gallate, sodium sulfite, sulfur dioxide, chlorogenic acid, catechin, rosemary extract, etc.), antioxidants, UV absorbers, chelating agents, adhesives, buffers, solubilizers, solubilizers , Additives such as preservatives.
  • These substrates and additives may be used alone or in combination of two or more. The contents of these base materials and additives can be appropriately set according to the formulation form and the like.
  • the liquid composition for skin cleansing of the present invention may contain other pharmacological components, if necessary, as long as the effects of the present invention are not impaired.
  • pharmacological components include vitamins (vitamin A, vitamin B1, vitamin B2, vitamin B5, vitamin B6, vitamin B12, vitamin C, vitamin D, vitamin K, niacin).
  • the pH of the liquid composition for skin cleansing of the present invention is adjusted to 3 to 8 from the viewpoint of obtaining skin irritation reducing property and cleansing power.
  • the preferable pH of the liquid composition for skin cleaning of the present invention may differ depending on the type of the component (A) and the like, but for example, the component (A) is a carboxylic acid type amino acid-based anionic surfactant and / or a sulfonic acid type.
  • an amino acid-based anionic surfactant it is preferably 3 to 6, more preferably 3 to 5, from the viewpoint of suppressing the feeling of tension due to insufficient moisturizing, or suppressing the feeling of tension and detergency due to insufficient moisturizing.
  • (A) component is nonionic.
  • a surfactant it is preferably 5 to 8, more preferably 5 to 6, from the viewpoint of detergency and skin irritation reduction property.
  • the pH means the pH at 25 ° C.
  • the form of the liquid composition for skin cleansing of the present invention is liquid or gel at room temperature.
  • the viscosity of the liquid composition for skin cleansing of the present invention is 10000 mPa ⁇ s or less, preferably 5000 mPa ⁇ s or less at 20 ° C.
  • the viscosity is a value measured by a BL viscometer (rotor No. 3, 6 rpm, 20 ° C.).
  • the container for accommodating the liquid composition for skin cleaning of the present invention is not particularly limited as long as the liquid composition for skin cleaning can be directly applied to the skin from inside the container, for example, a spray-type container.
  • the spray container in the present invention discharges the contents in a mist state, and is different from the pump former container that discharges the skin cleansing liquid composition in a foam state.
  • the liquid composition for skin cleansing is contained in a spray container, a pouring or dropping container (particularly a washing bottle) in this way for skin washing without foaming before application to the skin.
  • the liquid composition is applied directly to the skin. Therefore, it is easy to apply to the skin, and physical friction due to hands or the like at the time of application and / or physical friction due to bubbles during washing can be avoided.
  • the spray type container include a pump type spray container which is a non-aerosol type spray container and an aerosol type spray container.
  • the diameter (nozzle inner diameter) of the spray container include 0.01 to 3 mm ⁇ , preferably 0.1 to 1 mm ⁇ .
  • the injection amount per push is, for example, 0.05 to 1.2 g, preferably 0.1 to 0.3 g.
  • the liquid composition for skin cleansing of the present invention is used for removing body fluids such as oils and fats and sweat on the skin, stains, etc., and is not used as a makeup remover (cleansing).
  • the liquid composition for skin cleansing of the present invention is used for facial cleansing treatment in beauty salons and beauty salons.
  • the liquid composition for skin cleansing of the present invention is used by applying it to the skin as it is without foaming without diluting with water.
  • the amount used at one time depends on the concentration of the surfactant, the degree of stain, etc., but for example, when used for face washing, 0.5 to 3 g, preferably 1 to 2 g can be mentioned.
  • the liquid composition for skin cleansing can be directly applied to the site to be cleaned from a spray-type container, a pouring or dropping-type container (particularly a washing bottle) without picking it up.
  • the skin cleansing liquid composition directly to the cleansing site, friction generated between the skin and hands of the cleansing site and friction generated between the skin and air bubbles of the cleansing site can be obtained.
  • Cleaning can be performed simply by using the mechanical force of the liquid flow without giving any physical friction.
  • the liquid composition for skin cleansing of the present invention is a formulation having excellent detergency, it is possible to cleanse the skin by using the mechanical force of the liquid flow without giving physical friction in this way.
  • the burden on the skin is remarkably reduced, and an extremely gentle cleaning method becomes possible.
  • Such a non-foaming cleaning method enables quick cleaning, and it is easy to realize that it is gentle on the skin with less surfactant, and it is easy to obtain satisfaction of consumers who are highly conscious of pursuing skin-friendly cleaning.
  • the site to be cleaned of the liquid composition for skin cleaning of the present invention is not particularly limited because it can clean any body part, and examples thereof include hands, hair, scalp, body, and face. Further, since the liquid composition for skin cleansing of the present invention can exert excellent cleansing power without giving physical friction to the skin, it is suitable for use on a face sensitive to irritation. Furthermore, since the liquid composition for skin cleansing of the present invention is mild and has excellent cleansing power, it is particularly preferable to use it for sensitive skin. Sensitive skin refers to skin that reacts chronically or temporarily to specific components of external preparations (for example, surfactants, preservatives, fragrances, etc.), ultraviolet rays, and the like.
  • external preparations for example, surfactants, preservatives, fragrances, etc.
  • a liquid composition for skin cleansing containing (A) component and (B) component is applied chronically or temporarily.
  • the skin is sensitive enough to be irritating, and in particular, chronically or temporarily, for example, containing 0.025 to 2% by weight of component (A) and not containing component (B), pH 3 to Examples of the skin are sensitive enough to be irritated when the skin cleansing liquid composition adjusted to 8 is applied.
  • the liquid composition for skin washing can be washed away with water. Even when rinsing with water, wash it off using the mechanical force of the water stream so as not to give physical friction by hand.
  • the water used for rinsing is also contained in a spray container, a pouring or dropping container (particularly a washing bottle), preferably a pouring or dropping container (particularly a washing bottle), and is to be washed in the same manner as the liquid composition for skin washing. It can be applied to the site.
  • the liquid composition for skin washing of the present invention can make the concentration of the surfactant extremely low, in this case, it is not necessary to wash off after washing. Therefore, the liquid composition for skin cleansing of the present invention is also suitable for cleaning in hospitals, skin cleansing treatments such as face washing in beauty salons and beauty salons, and disaster supplies. If it is not washed away, a water-absorbent base material such as a towel or tissue may be used to absorb and remove the liquid composition for skin washing remaining on the washing site without rubbing.
  • a water-absorbent base material such as a towel or tissue may be used to absorb and remove the liquid composition for skin washing remaining on the washing site without rubbing.
  • the liquid composition for skin cleansing of the present invention is prepared by mixing the above-mentioned components (A) and (B), and other components to be blended as necessary, so as to have a predetermined form and pH. Manufactured by preparing in.
  • the amphipathic ester can improve the cleansing power in a skin cleansing composition containing a surfactant and having a pH of 3 to 8 without giving physical friction to the skin. it can. Therefore, the present invention further applies a liquid composition for skin cleaning, which contains an amphipathic ester as a component (B) and has a pH of 3 to 8, together with a surfactant as a component (A), by physically rubbing.
  • a skin cleaning method including application to the skin without giving to the skin.
  • the skin cleaning method of the present invention can be carried out as a cleaning treatment performed at an esthetic salon or a beauty salon.
  • the types and amounts of the components used in the skin cleansing method, the form of the skin cleansing composition, etc. are as shown in the column of "1. Liquid composition for skin cleansing".
  • Liquid compositions for skin cleansing having the compositions shown in Tables 1 to 4 were prepared. Details of each component shown in Tables 1 to 4 are as follows.
  • the liquid compositions for skin cleaning shown in Tables 1 to 4 are liquid, and their viscosities at 20 ° C. (measured by BL viscometer (Brookfield B-type viscometer) rotor No. 3 and 6 rpm) are all 5000 mPa.
  • the pH was in the range of s or less, and the pH at 25 ° C. was in the range of 3 to 8 except for Reference Example 1 (pH at 25 ° C. was about 10).
  • NIKKOL HCO-60 (trade name)" -Polyoxyethylene sorbitan monostearate (Kao Corporation "Leodor TW-S120V (trade name)”) -Glycerin mono-2-ethylhexyl ether (SEPPIC "sensivaSC 50 JP (trade name)”) ⁇ Cocamidopropyl betaine ("Softazoline CPB (trade name)” manufactured by Kawaken Fine Chemicals Co., Ltd.) -Lauryl hydroxysulfobetaine solution (30% by weight) (Kao Corporation “Anhitor 20HD (trade name)”) ⁇ Lysolecithin (“Resolecithin Kyowa (trade name)” manufactured by Kyowa Hakko Bio Co., Ltd.) ⁇ Kiraya extract (“Kiraya extract BG” manufactured by Maruzen Pharmaceuticals Co., Ltd., saponin content 5% by weight) -Cyclohexane-1,4-dicarboxylic acid bisethoxydiglycol ("N
  • each skin cleansing liquid composition is contained in a pump-type spray container (“Z-155-C110 (trade name)” manufactured by Takemoto Yohki Co., Ltd., the injection amount per push is 0.15 g), and 1 It was applied by spraying 5.5 g directly onto the face. It was left for about 5 seconds, and then rinsed with water so that the hands did not touch the face. After holding the face with a towel and absorbing water, the feeling of dirt removal on the skin was scored by sensory evaluation based on the following indexes.
  • each skin cleansing liquid composition is contained in a pump-type spray container (Takemoto Yohki Co., Ltd. "Z-155-C110 (trade name)" (injection amount per push is 0.15 g). It was applied by spraying 1.5 g directly onto the face. It was left for about 5 seconds and then rinsed with water so that the hands did not touch the face. Hold the face with a towel to absorb the water, and then wash. Immediately after, the feeling of tension was scored by sensory evaluation based on the following indexes. The stronger the degree of tension, the insufficient moisturizing.
  • ⁇ Cultured epidermal skin irritation test (in vitro evaluation of skin irritation)> The prepared liquid composition for skin washing was subjected to a cultured epidermal skin irritation test as follows. 1. 1. Preparation of Cultured Epidermis Model LabCite EPI-MODEL24 The assay medium was warmed and 0.5 mL each was added to a 24-well assay plate. Cultured epidermis model LabCite EPI-MODEL24 (lot number: LCE24-180226-A) was transferred to a 24-well assay plate supplemented with assay medium. After confirming that there were no bubbles on the bottom surface of the culture cup, the cells were placed in a CO 2 incubator and allowed to stand for 1 hour or more until exposure to the test substance.
  • test substance Twelve of the 24 epidermis models were used (the rest were pre-cultured until this test). A 24-well assay plate was removed from the CO 2 incubator. The assay medium was warmed and 1.0 mL each was added to the third row of the 24-well assay plate. 25 ⁇ L of the test substance (each skin cleansing liquid composition) was added dropwise to the culture epidermis of the culture cup without using a pump-type spray container, and the whole was exposed. After 1 minute, 5 minutes and 10 minutes after exposure, the test substance was aspirated and removed, and the cultured epidermis model in the cup was washed with phosphate buffer (PBS) and transferred to the third row of the 24-well assay plate.
  • PBS phosphate buffer
  • MTT test occurs when MTT [3- (4,5-dimethylthiazol-2-yl) -2,5-diphenyltrazolium bromide] taken up into cells is reduced by intracellular mitochondrial dehydrogenase. This is a method of measuring the viable cell ratio by extracting a formazan dye with an organic solvent and measuring the absorbance at 570 nm.
  • MTT medium 10 mL was prepared at a final concentration of 0.5 mg / mL.
  • the MTT medium was warmed and 0.5 mL each was added to row 4 of the 24-well assay plate.
  • the cultured epidermis model was transferred to row 4 of the 24-well assay plate and placed in a CO2 incubator for 3 hours MTT reaction. After completion of the MTT reaction, the cultured skin was picked up with tweezers and taken out, and transferred to a 1.5 mL microtube. 300 ⁇ L of isopropanol was placed in a microtube and the cultured epidermis model was completely immersed. After that, it was allowed to stand for 2 hours, and the microtube was vortexed to extract the pigment.
  • Extract 200 mL was placed in each well of a 96-well plate. Further, as a blank (negative control), 200 ⁇ L of isopropanol was added to A1. Absorbance at 570 nm and 650 nm was measured with a microplate reader. The value obtained by subtracting the absorbance at 650 nm from the absorbance at 570 nm was used as the measured value, and the viable cell ratio of the test substance was calculated from the following formula.
  • the viable cell rate was classified based on the following criteria, and skin irritation was evaluated. The results are shown in Tables 3-4. ⁇ : 90% or more ⁇ : 75% or more and less than 90% ⁇ : 65% or more and less than 75% ⁇ : 50% or more and less than 65% ⁇ ⁇ : less than 50%
  • Liquid compositions for skin cleansing having the compositions shown in Tables 5 to 6 were prepared. Details of each component shown in Tables 5 to 6 are as shown in the reference test example.
  • the liquid compositions for skin cleansing shown in Tables 5 to 6 are liquids, and their viscosities at 20 ° C. (measured by BL viscometer (Brookfield B-type viscometer) rotor No. 3 and 6 rpm) are all liquid. It was in the range of 5000 mPa ⁇ s or less.
  • ⁇ pH measurement> The pH of the prepared skin cleansing composition was measured at 25 ° C. using a tabletop pH meter (F-72) manufactured by HORIBA.
  • the prepared skin cleansing composition was evaluated for irritation by 10 panelists specializing in cosmetics evaluation. Specifically, each skin cleansing composition is contained in a pump-type spray container (Takemoto Yohki Co., Ltd. "Z-155-C110 (trade name)" (injection amount per push is 0.15 g), and 1 .5 g was applied by spraying directly on the whole body. Leave it for about 5 seconds, then rinse with water so that the hands do not touch the skin. Hold the skin with a towel to absorb the water, and then stimulate. The feeling was scored by sensory evaluation based on the following indexes.

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PCT/JP2020/023783 2019-06-26 2020-06-17 皮膚洗浄用液体組成物 WO2020262156A1 (ja)

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JP2011126805A (ja) * 2009-12-16 2011-06-30 Mandom Corp 水性クレンジング化粧料
JP2016069320A (ja) * 2014-09-30 2016-05-09 株式会社マンダム 皮膚外用剤
JP2019059679A (ja) * 2017-09-25 2019-04-18 株式会社コーセー 水性クレンジング化粧料

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JP2015199684A (ja) * 2014-04-08 2015-11-12 ホーユー株式会社 洗浄剤組成物及びそれを用いた皮膚刺激抑制方法
JP6233896B2 (ja) * 2014-08-20 2017-11-22 ホシケミカルズ株式会社 クレンジング化粧料
JP6683524B2 (ja) * 2016-03-31 2020-04-22 株式会社コーセー 水性クレンジング化粧料
JP7174594B2 (ja) * 2018-10-31 2022-11-17 株式会社マンダム シート化粧料

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2011126805A (ja) * 2009-12-16 2011-06-30 Mandom Corp 水性クレンジング化粧料
JP2016069320A (ja) * 2014-09-30 2016-05-09 株式会社マンダム 皮膚外用剤
JP2019059679A (ja) * 2017-09-25 2019-04-18 株式会社コーセー 水性クレンジング化粧料

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