WO2022255271A1 - 美容組成物 - Google Patents

美容組成物 Download PDF

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Publication number
WO2022255271A1
WO2022255271A1 PCT/JP2022/021809 JP2022021809W WO2022255271A1 WO 2022255271 A1 WO2022255271 A1 WO 2022255271A1 JP 2022021809 W JP2022021809 W JP 2022021809W WO 2022255271 A1 WO2022255271 A1 WO 2022255271A1
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WO
WIPO (PCT)
Prior art keywords
sodium
acryloyldimethyltaurate
ammonium
copolymer
vitamins
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2022/021809
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English (en)
French (fr)
Japanese (ja)
Inventor
美佳 吉村
隆史 岡
東彦 井上
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shiseido Co Ltd
Original Assignee
Shiseido Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Shiseido Co Ltd filed Critical Shiseido Co Ltd
Priority to JP2023525796A priority Critical patent/JP7809111B2/ja
Publication of WO2022255271A1 publication Critical patent/WO2022255271A1/ja
Anticipated expiration legal-status Critical
Priority to JP2025268433A priority patent/JP2026048919A/ja
Ceased legal-status Critical Current

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/67—Vitamins
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin

Definitions

  • the present invention relates to a cosmetic composition, and particularly to a cosmetic composition containing B vitamins or derivatives thereof.
  • niacinamide is attracting attention as an active cosmetic ingredient that has both whitening and anti-wrinkle effects (for example, wrinkle-preventing and wrinkle-improving effects).
  • a cosmetic composition containing such B vitamins or derivatives thereof is applied to the skin, it is desired that the B vitamins or derivatives thereof penetrate into the skin in a large amount to enhance the cosmetic effect. .
  • Patent Document 1 describes a cosmetic composition suitable for topical application as a cosmetic composition that enhances the penetration of active ingredients into the skin and prolongs the retention time of the active ingredients in the skin, comprising: i) glycerin; ii) a lipid bilayer structurant having a glyceryl head group; iii) a penetration enhancer; and iv) a skin care active.
  • Patent Document 1 various skin penetration enhancers are known, but their mechanism of action, especially in the stratum corneum, is still under study. It is difficult to rationally select permeation enhancers for permeants.
  • the present invention aims to improve the above circumstances, and its object is to provide a cosmetic composition and cosmetic method that can promote permeation of B vitamins or derivatives thereof into the skin,
  • An object of the present invention is to provide a polymer suitable for use as a percutaneous penetration enhancer.
  • B vitamins or derivatives thereof a polymer having a repeating unit represented by the following formula (I) as a percutaneous permeation enhancer for the B vitamins or derivatives thereof;
  • a beauty composition containing: (wherein R 1 , R 2 , R 3 , R 4 and R 5 are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and M is a hydrogen atom or an alkali metal atom , an alkaline earth metal atom, an earth metal atom, or ammonium).
  • R 1 , R 4 and R 5 are hydrogen atoms, R 2 and R 3 are methyl groups, and M is a hydrogen atom, sodium atom, or ammonium;
  • the polymers are (ammonium acryloyldimethyltaurate/vinylpyrrolidone) copolymer, (dimethylacrylamide/sodium acryloyldimethyltaurate) crosspolymer, (ammonium acryloyldimethyltaurate/beheneth-25 methacrylate) crosspolymer, (sodium acrylate/acryloyldimethyltaurate) sodium) copolymer, sodium polyacryloyldimethyltaurate, (ammonium acryloyldimethyltaurate/steareth-25 methacrylate) crosspolymer, ammonium polyacryloyldimethyltaurate, (2-hydroxyethyl acrylate/sodium acryloyldimethyltaurate/steareth-20 methacrylate) Copolymer, (acrylamide/sodium acryloyldimethyltaurate) copolymer, (sodium acrylate/acryl
  • ⁇ Aspect 9> Use of a polymer having a repeating unit represented by the following formula (I) as a percutaneous permeation enhancer for B vitamins or derivatives thereof: (wherein R 1 , R 2 , R 3 , R 4 and R 5 are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and M is a hydrogen atom or an alkali metal atom , an alkaline earth metal atom, an earth metal atom, or ammonium).
  • R 1 , R 4 and R 5 are hydrogen atoms
  • R 2 and R 3 are methyl groups
  • M is a hydrogen atom, sodium atom, or ammonium;
  • the B vitamins or a derivative thereof is niacinamide
  • the polymer is (acryloyldimethyltaurate ammonium/vinylpyrrolidone) copolymer, (dimethylacrylamide/acryloyldimethyltaurate sodium) crosspolymer, (acryloyldimethyltaurate ammonium/methacrylic acid) beheneth-25) crosspolymer, and at least one selected from the group consisting of (sodium acrylate/sodium acryloyldimethyltaurate) copolymer, Use according to aspect 9 or 10.
  • a cosmetic composition and cosmetic method capable of promoting skin penetration of B vitamins or derivatives thereof, and a polymer suitable for use as a percutaneous permeation enhancer for B vitamins or derivatives thereof. can do.
  • FIG. 1 is a diagram showing the niacinamide percutaneous permeation rates of Examples 1 to 4 and Comparative Example 1.
  • FIG. 2 is a graph showing the niacinamide percutaneous permeability of Examples 5 to 8 and Comparative Example 1.
  • FIG. 1 is a diagram showing the niacinamide percutaneous permeation rates of Examples 1 to 4 and Comparative Example 1.
  • FIG. 2 is a graph showing the niacinamide percutaneous permeability of Examples 5 to 8 and Comparative Example 1.
  • FIG. 1 is a diagram showing the niacinamide percutaneous permeation rates of Examples 1 to 4 and Comparative Example 1.
  • FIG. 2 is a graph showing the niacinamide percutaneous permeability of Examples 5 to 8 and Comparative Example 1.
  • the cosmetic composition of the present invention is B vitamins or derivatives thereof; a polymer having a repeating unit represented by the following formula (I) as a percutaneous permeation enhancer for B vitamins or derivatives thereof; is a cosmetic composition comprising: (wherein R 1 , R 2 , R 3 , R 4 and R 5 are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and M is a hydrogen atom or an alkali metal atom , an earth metal atom, an alkaline earth metal atom, or ammonium).
  • the polymer having the repeating unit represented by formula (I) acts as a percutaneous permeation enhancer for B vitamins or derivatives thereof.
  • B vitamins or derivatives thereof are cosmetic active ingredients. More specifically, the B vitamins or derivatives thereof are, for example, from the group consisting of vitamin B1, vitamin B2, vitamin B3 (also referred to as “niacin”), vitamin B5, vitamin B6, or vitamin B12, or derivatives thereof. It contains one or more selected compounds, preferably vitamin B3, also called “niacin", or a derivative thereof.
  • Vitamin B1 includes nicotinic acid and niacinamide (also referred to as “nicotinamide”).
  • the B vitamins or derivatives thereof according to the present invention are preferably niacinamide.
  • the structure of niacinamide is shown in formula (II) below.
  • the content of the B vitamins or derivatives thereof is not particularly limited as long as it exhibits a cosmetic effect on the skin. , 0.001% by mass or more, 0.005% by mass or more, 0.01% by mass or more, 0.05% by mass or more, 0.1% by mass or more, 0.5% by mass or more, 1.0% by mass or more, 2.0% by mass or more, 3.0% by mass or more, 4.0% by mass or more, or 5.0% by mass or more, and 20% by mass or less, 15% by mass or less, 10% by mass or less, It may be 8.0% by mass or less, or 5.0% by mass or less.
  • the term "transdermal penetration enhancer” refers to a substance that improves the skin permeability of a medicinal ingredient for the purpose of enhancing the effect expression of the medicinal ingredient applied to the skin.
  • the “specific substance” may be, for example, a cosmetic active ingredient, and more specifically, it may be the vitamin B group or its derivative, such as niacinamide, according to the present invention.
  • a polymer having a repeating unit represented by the following formula (I) (hereinafter also simply referred to as "the polymer of the present invention") is a percutaneous permeation enhancer for B vitamins or derivatives thereof. can act as
  • R 1 , R 2 , R 3 , R 4 and R 5 are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and M is a hydrogen atom or an alkali metal atom , an alkaline earth metal atom, an earth metal atom, or ammonium
  • R 1 , R 2 , R 3 , R 4 and R 5 may each independently be a hydrogen atom (H) or an alkyl group having 1 to 3 carbon atoms. More specifically, R 1 , R 4 and R 5 may be hydrogen atoms, and R 2 and R 3 may be methyl groups (--CH 3 ).
  • —SO 3 M may be sulfonic acid or sulfonate.
  • M may be a hydrogen atom, an alkali metal atom, an alkaline earth metal atom, an earth metal atom, or ammonium ( NH4 ).
  • the alkali metal atom includes, for example, a sodium atom (Na) or a potassium atom (K).
  • examples of the alkaline earth metal atom include a magnesium atom (Mg) and a calcium atom (Ca).
  • examples of earth metal atoms include aluminum atoms (Al).
  • M may be, for example, a hydrogen atom, a sodium atom, or ammonium.
  • the polymer of the present invention may be a water-soluble polymer, particularly an anionic water-soluble polymer.
  • the polymer of the present invention may be a homopolymer having repeating units represented by formula (I) above, or may be a copolymer or crosspolymer having repeating units represented by formula (I) above.
  • the polymer of the present invention is a copolymer or crosspolymer
  • other copolymerization components that can constitute the copolymer or crosspolymer together with the repeating unit represented by the formula (I) include, for example, N- Vinylpyrrolidone, sodium or ammonium salt of acrylic acid or methacrylic acid, acrylamide, dimethylacrylamide, hydroxyethyl acrylate, methacrylamide lauric acid, carboxyethylammonium acrylate, 2-hydroxyethyl acrylate, beheneth-25 methacrylate, methacryl Examples include, but are not limited to, steareth-25 acid, steareth-20 methacrylate, PEG-8 diacrylate, steareth-8 methacrylate, laureth-7 methacrylate, and the like.
  • the repeating unit represented by the above formula (I) is, for example, 10 mol% or more, 20 mol% or more, 50 mol% or more, 80 mol% or more, or 95 mol % or more, or less than 100 mol %, 99 mol % or less, or 98 mol % or less.
  • the polymers of the present invention are more specifically: (ammonium acryloyldimethyltaurate/vinylpyrrolidone) copolymer, (dimethylacrylamide/sodium acryloyldimethyltaurate) crosspolymer, (ammonium acryloyldimethyltaurate/beheneth-25 methacrylate) crosspolymer, (sodium acrylate/sodium acryloyldimethyltaurate) copolymer, sodium polyacryloyldimethyltaurate, (ammonium acryloyldimethyltaurate/steareth-25 methacrylate) crosspolymer, ammonium polyacryloyldimethyltaurate, (2-hydroxyethyl acrylate/acryloyldimethyltaurate) sodium/steareth-20 methacrylate) copolymer, (acrylamide/sodium acryloyldimethyltaurate) copolymer, (sodium acrylate
  • the content of the polymer of the present invention is not particularly limited as long as it can act as a percutaneous permeation enhancer for B vitamins or derivatives thereof. % by mass), 0.001% by mass or more, 0.005% by mass or more, 0.01% by mass or more, 0.05% by mass or more, 0.1% by mass or more, 0.2% by mass or more, 0 .3% by mass or more, 0.4% by mass or more, 0.5% by mass or more, 0.6% by mass or more, 0.7% by mass or more, 0.8% by mass or more, or 0.9% by mass or more 5.0% by mass or less, 4.0% by mass or less, 3.0% by mass or less, 2.0% by mass or less, or 1.0% by mass or less.
  • the weight ratio of the B vitamins or derivatives thereof to the polymer of the present invention may be from 100:1 to 1:1, or may range from 100:5 to 100:50, 100:5 to 100:20, or 100:5 to 100:15.
  • the polymers of the invention described above can also be used as general thickeners in cosmetics.
  • the present inventors have found that the use of the polymer of the present invention together with B vitamins or derivatives thereof can promote permeation of B vitamins or derivatives thereof into the skin.
  • the cosmetic composition of the present invention may further comprise a cosmetically acceptable base.
  • Cosmetically acceptable bases serve to act as diluents, dispersants or carriers for other materials present in the composition and to facilitate their distribution when the composition is applied to the skin. you can
  • Cosmetically acceptable bases may be composed of ingredients including fatty acids having 10 to 30 carbon atoms and their salts, water, liquid or solid emollients, solvents, moisturizers, thickeners, powders. . These ingredients may be used alone or as mixtures thereof to form a cosmetically acceptable base.
  • fatty acid salts may include potassium stearate.
  • emollients that can be used in cosmetically acceptable bases include stearyl alcohol, glyceryl monoricinoleate, mink oil, cetyl alcohol, isopropyl isostearate, stearic acid, isobutyl palmitate, isocetyl stearate, oleyl alcohol, Isopropyl laurate, hexyl laurate, decyl oleate, octadecan-2-ol, isocetyl alcohol, eicosanyl alcohol, behenyl alcohol, cetyl palmitate, silicone oils such as dimethylpolysiloxane, di-n-butyl sebacate, myristic acid Isopropyl palmitate, isopropyl stearate, butyl stearate, polyethylene glycol, triethylene glycol, lanolin, cocoa butter, corn oil, cottonseed oil, olive oil, palm kernel oil, rapeseed oil, safflower seed oil,
  • Oil avocado oil, sesame oil, coconut oil, peanut oil, castor oil, acetylated lanolin alcohol, petroleum jelly, mineral oil, butyl myristate, isostearic acid, palmitic acid, isopropyl linoleate, lauryl lactate, myristyl lactate, decyl oleate, myristine.
  • Myristylates and mixtures thereof may be included.
  • powders that can be used in cosmetically acceptable bases include chalk, talc, fuller's earth, kaolin, starch, gums, colloidal silica sodium polyacrylate, tetraalkyl and/or trialkylarylammonium smectites, chemically modified Magnesium aluminum silicate, organically modified montmorillonite clay, hydrated aluminum silicate, fumed silica, carboxyvinyl polymer, sodium carboxymethylcellulose and ethylene glycol monostearate may be included.
  • the cosmetic composition of the present invention further contains a cosmetically acceptable base
  • the content thereof is not particularly limited. It may be ⁇ 99.5 wt%, 20-80 wt%, or 30-75 wt%.
  • the cosmetic composition of the present invention may further contain other ingredients in addition to those mentioned above.
  • Other ingredients include, for example, skin lightening agents, sunscreens, surfactants, antioxidants, binders, biological additives, buffers, colorants, polymers, astringents, fragrances, opacifiers, conditioners. , exfoliants, pH adjusters, preservatives, natural extracts, skin sensates, skin smoothing agents, skin healing agents, and the like.
  • the respective contents are not particularly limited as long as they are cosmetically acceptable amounts.
  • the cosmetic composition of the invention may be for topical application to the skin.
  • the cosmetic composition forms of the present invention include, but are not limited to, lotions, creams, gels, masks, mousses, and the like.
  • the cosmetic method of the invention comprises applying the above-described cosmetic composition of the invention to the skin.
  • the cosmetic method of the present invention it is possible to promote permeation of B vitamins or derivatives thereof as active cosmetic ingredients into the skin.
  • the present invention will be described in more detail below with reference to examples, but the present invention is not limited to these.
  • the numerical values in the table mean the amount of each component blended, and the unit is % by mass.
  • Examples 1 to 8 and Comparative Example 1 Compositions of Examples 1 to 8 and Comparative Example 1 were prepared based on the formulations in Tables 1 and 2, and percutaneous permeation of vitamin B group or its derivatives contained in each composition was evaluated.
  • the cosmetic composition of each example and comparative example was applied to the donor cell side at a volume of 10 ⁇ L/cm 2 and spread over 30 seconds with a spatula.
  • the polymer of the present invention can be used as a percutaneous permeation enhancer for B vitamins or derivatives thereof.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)
PCT/JP2022/021809 2021-06-04 2022-05-27 美容組成物 Ceased WO2022255271A1 (ja)

Priority Applications (2)

Application Number Priority Date Filing Date Title
JP2023525796A JP7809111B2 (ja) 2021-06-04 2022-05-27 美容組成物
JP2025268433A JP2026048919A (ja) 2021-06-04 2025-12-19 美容組成物

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JP2021-094394 2021-06-04
JP2021094394 2021-06-04

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2024086182A (ja) * 2022-12-16 2024-06-27 株式会社山田養蜂場本社 ローヤルゼリーの皮膚への浸透促進剤
WO2024143141A1 (ja) * 2022-12-28 2024-07-04 株式会社 資生堂 優れた肌荒れ改善効果を有する組成物
US12569429B2 (en) 2023-03-31 2026-03-10 Yamada Bee Company, Inc. Skin penetration enhancer for royal jelly

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2014129277A (ja) * 2012-12-28 2014-07-10 Kao Corp 皮膚外用剤
JP2015117209A (ja) * 2013-12-19 2015-06-25 花王株式会社 水中油型乳化組成物
JP2016523984A (ja) * 2013-07-22 2016-08-12 ザ プロクター アンド ギャンブル カンパニー 活性物質濃度が低く、インビボｓｐｆが高い紫外線組成物
JP2019131547A (ja) * 2018-01-31 2019-08-08 株式会社コーセー 水性組成物
JP2019131552A (ja) * 2018-01-31 2019-08-08 株式会社コーセー 皮膚有効成分の皮膚浸透性を向上した化粧料又は皮膚外用剤
JP2021063062A (ja) * 2020-09-29 2021-04-22 株式会社ノエビア シワ改善用皮膚外用剤
WO2021075413A1 (ja) * 2019-10-15 2021-04-22 株式会社コーセー 皮膚外用剤
JP2021063061A (ja) * 2020-09-29 2021-04-22 株式会社ノエビア シワ改善用皮膚外用剤
WO2021201136A1 (ja) * 2020-03-31 2021-10-07 株式会社コーセー 水中油型乳化化粧料

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2014129277A (ja) * 2012-12-28 2014-07-10 Kao Corp 皮膚外用剤
JP2016523984A (ja) * 2013-07-22 2016-08-12 ザ プロクター アンド ギャンブル カンパニー 活性物質濃度が低く、インビボｓｐｆが高い紫外線組成物
JP2015117209A (ja) * 2013-12-19 2015-06-25 花王株式会社 水中油型乳化組成物
JP2019131547A (ja) * 2018-01-31 2019-08-08 株式会社コーセー 水性組成物
JP2019131552A (ja) * 2018-01-31 2019-08-08 株式会社コーセー 皮膚有効成分の皮膚浸透性を向上した化粧料又は皮膚外用剤
WO2021075413A1 (ja) * 2019-10-15 2021-04-22 株式会社コーセー 皮膚外用剤
WO2021201136A1 (ja) * 2020-03-31 2021-10-07 株式会社コーセー 水中油型乳化化粧料
JP2021063062A (ja) * 2020-09-29 2021-04-22 株式会社ノエビア シワ改善用皮膚外用剤
JP2021063061A (ja) * 2020-09-29 2021-04-22 株式会社ノエビア シワ改善用皮膚外用剤

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DATABASE MINTEL April 2019 (2019-04-01), OSM GROUP: "Pre-Essence", XP093010967, retrieved from GNPD Database accession no. 6446223 *
DATABASE MINTEL May 2019 (2019-05-01), NARIS COSMETICS: "White Melano Sensor Serum", XP093010964, retrieved from GNPD Database accession no. 6556279 *

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2024086182A (ja) * 2022-12-16 2024-06-27 株式会社山田養蜂場本社 ローヤルゼリーの皮膚への浸透促進剤
JP7768558B2 (ja) 2022-12-16 2025-11-12 株式会社山田養蜂場本社 ローヤルゼリーの皮膚への浸透促進剤
WO2024143141A1 (ja) * 2022-12-28 2024-07-04 株式会社 資生堂 優れた肌荒れ改善効果を有する組成物
US12569429B2 (en) 2023-03-31 2026-03-10 Yamada Bee Company, Inc. Skin penetration enhancer for royal jelly

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JP2026048919A (ja) 2026-03-17

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