WO2012090297A1 - Produit cosmétique écran solaire - Google Patents

Produit cosmétique écran solaire Download PDF

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Publication number
WO2012090297A1
WO2012090297A1 PCT/JP2010/073701 JP2010073701W WO2012090297A1 WO 2012090297 A1 WO2012090297 A1 WO 2012090297A1 JP 2010073701 W JP2010073701 W JP 2010073701W WO 2012090297 A1 WO2012090297 A1 WO 2012090297A1
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WO
WIPO (PCT)
Prior art keywords
water
oil
acid
mass
hydroxypropyl
Prior art date
Application number
PCT/JP2010/073701
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English (en)
Japanese (ja)
Inventor
吉田　晋
公司 阿部
由紀 杉山
秀人 上田
登美子 高倉
Original Assignee
株式会社 資生堂
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Application filed by 株式会社 資生堂 filed Critical 株式会社 資生堂
Priority to PCT/JP2010/073701 priority Critical patent/WO2012090297A1/fr
Publication of WO2012090297A1 publication Critical patent/WO2012090297A1/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
    • A61K8/18—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
    • 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
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • 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 sunscreen cosmetic. More specifically, the present invention relates to a sunscreen cosmetic that exhibits a high SPF value and is excellent in usability such as a fresh feeling of use.
  • sunscreen cosmetics it is necessary to add inorganic powder, organic UV absorbers, etc. to the formulation in order to provide Sun Protection Factor (SPF), an index that prevents UV rays. .
  • SPDF Sun Protection Factor
  • sunscreen cosmetics often take the form of water-in-oil emulsions or oil-in-water emulsions, and are used for suitable applications based on the characteristics of each.
  • the water-in-oil emulsion has the characteristics that it can easily achieve high SPF and has excellent water resistance because it can be highly blended with oil-soluble UV absorbers and inorganic powders, but it is problematic in terms of oily and sticky feeling. May occur.
  • oil-in-water emulsions provide a fresh feeling of use, but oil-soluble UV absorbers and inorganic powders cannot be blended in high amounts, and water-soluble UV absorbers do not function well in formulations and have high SPF. There was a problem that it was difficult to achieve.
  • when trying to increase the blending amount of an oil-soluble ultraviolet absorber or the like in order to increase SPF there is a problem that the amount of oily components in the preparation increases and the fresh feeling of use is lost.
  • Patent Document 1 discloses that an oil-soluble ultraviolet absorber is not highly blended, achieves both UV protection effect and stability without impairing a fresh feeling of use.
  • an oil-in-water emulsified sunscreen cosmetic with excellent film uniformity and usability skin familiarity
  • oil-soluble and water-soluble UV absorbers specified as water-soluble thickener (acrylic water-soluble polymer) Containing a hydrophilic nonionic surfactant.
  • Patent Document 2 discloses that an oil-in-water emulsified cosmetic containing a specific amount of alkylmethyl tauric acid, a water-soluble ultraviolet absorber, an oil agent, and water has an excellent UV protection effect, and has a feeling of use (no freshness or stickiness). ) And stability over time are also described.
  • Patent Document 3 is mainly an oil-based composition, but by itself blending an organopolysiloxane elastomer spherical powder that does not have an ultraviolet absorption effect or a scattering effect, the ultraviolet protection effect is improved and extended. It is described that the feeling of refreshment is also improved.
  • the problem in the present invention is that the sunscreen cosmetic containing a water-soluble UV absorber retains excellent usability such as a fresh touch from a viewpoint different from the prior art including Patent Documents 1 to 3 described above.
  • An object of the present invention is to provide a cosmetic that can increase SPF.
  • a high SPF can be obtained by selecting and combining a combination of phenylbenzimidazolesulfonic acid, which is a water-soluble ultraviolet absorber, and a specific neutralizing agent.
  • the inventors have found that a value can be achieved and have come to make the present invention.
  • the present invention (A) 0.1 to 5% by mass of phenylbenzimidazolesulfonic acid, and (b) N, N, N ′, N′— in an amount suitable for neutralizing the phenylbenzimidazolesulfonic acid (a).
  • a sunscreen cosmetic comprising tetrakis (2-hydroxypropyl) ethylenediamine is provided.
  • the sunscreen cosmetic of the present invention can achieve a high SPF value and is excellent in feeling of use such as freshness and non-stickiness. Paying attention to the neutralized salt to be blended in combination with the water-soluble ultraviolet absorber, the ultraviolet absorbing ability improving effect obtained by using a specific neutralized salt is an effect first found in the present invention.
  • the sunscreen cosmetic of the present invention uses phenylbenzimidazolesulfonic acid as a water-soluble ultraviolet absorber, and N, N, N ′, N′-tetrakis (2-hydroxypropyl) as a neutralized salt thereof.
  • phenylbenzimidazolesulfonic acid as a water-soluble ultraviolet absorber
  • N, N, N ′, N′-tetrakis (2-hydroxypropyl) as a neutralized salt thereof.
  • ethylenediamine the specific combination is selected and blended.
  • the phenylbenzimidazolesulfonic acid (component a) used in the cosmetics of the present invention has been conventionally used in cosmetics and the like as a water-soluble ultraviolet absorber, and is mainly used in the UV-B region (290- It is an organic compound that effectively absorbs ultraviolet rays of 320 nm).
  • commercially available Ortholex 232 manufactured by Merck
  • Neo Heliopan Hydro manufactured by Simrise
  • the blending amount of phenylbenzimidazolesulfonic acid in the present invention is 0.1 to 5% by mass, preferably 0.5 to 4% by mass, more preferably 1 to 3% by mass.
  • the blending amount is less than 0.1% by mass, it is difficult to obtain a sufficient ultraviolet ray preventing effect.
  • the blending amount exceeds 5% by mass, precipitation of crystals and irritation to the skin tend to be strong.
  • N, N, N ′, N′-tetrakis (2-hydroxypropyl) ethylenediamine (component b) is used as a neutralized salt of phenylbenzimidazolesulfonic acid.
  • N, N, N ′, N′-tetrakis (2-hydroxypropyl) ethylenediamine used in the present invention may be a commercially available product, for example, trade name Neutrole TE (BASF).
  • the amount of N, N, N ′, N′-tetrakis (2-hydroxypropyl) ethylenediamine is an amount suitable for neutralizing the phenylbenzimidazolesulfonic acid.
  • the concentration may be about 10% above and below the concentration (mass%) serving as the neutralization point of the blended phenylbenzimidazolesulfonic acid.
  • the concentration serving as the neutralization point is 3% by mass, it is within the range of 2.7% by mass to 3.3% by mass.
  • the cosmetic of the present invention is required to contain N, N, N ′, N′-tetrakis (2-hydroxypropyl) ethylenediamine as a neutralized salt, but in addition to that, conventionally, such as NaOH and KOH. It is not excluded to add the neutralized salt used.
  • the total amount of these other neutralized salts and N, N, N ′, N′-tetrakis (2-hydroxypropyl) ethylenediamine neutralizes phenylbenzimidazolesulfonic acid. It is sufficient that the amount is suitable for.
  • the cosmetic of the present invention contains a component to be neutralized with a neutralization salt (alkali source) in addition to phenylbenzimidazolesulfonic acid, and further contains another neutralization salt
  • a neutralization salt alkali source
  • the total amount of N, N, N ′, N′-tetrakis (2-hydroxypropyl) ethylenediamine and other neutralized salts is an amount necessary to neutralize the entire system.
  • part of the other neutralized salt may contribute to the neutralization of phenylbenzimidazolesulfonic acid
  • the other part of the neutralized salt and N, N, N ′, N′-tetrakis The total blending amount with (2-hydroxypropyl) ethylenediamine is an amount suitable for neutralizing phenylbenzimidazolesulfonic acid.
  • the cosmetic of the present invention is preferably provided as an aqueous composition or an oil-in-water emulsion composition in order to ensure a fresh and refreshing feeling of use.
  • SPF based on a water-soluble ultraviolet absorber is remarkably improved by blending a specific neutralizing agent, so that it is not necessary to blend an oil-soluble ultraviolet absorber as in the prior art.
  • oil-soluble UV absorbers is not excluded, and additional effects such as further improvement of SPF and enhancement of UV-absorbing ability in the UV-A region by further adding oil-soluble UV absorbers. Can be obtained.
  • the oil-soluble ultraviolet absorber that can be blended in the cosmetic of the present invention is not particularly limited, and examples thereof include paraaminobenzoic acid (PABA), PABA monoglycerin ester, N, N-dipropoxy PABA ethyl ester, N, N -Benzoic acid UV absorbers such as diethoxy PABA ethyl ester, N, N-dimethyl PABA ethyl ester, N, N-dimethyl PABA butyl ester, diethylaminohydroxybenzoyl hexyl benzoate; anthranyl such as homomenthyl-N-acetylanthranylate Acid ultraviolet absorbers; salicylic acid such as amyl salicylate, menthyl salicylate, homomenthyl salicylate, octyl salicylate, phenyl salicylate, benzyl salicylate, p-isopropanol phenyl salicylate UV absorber: oct
  • the blending amount is at most 1% by mass, preferably 0.5% by mass or less. If the blending amount exceeds 1% by mass, the blending amount of the oil agent for dissolving it also increases, so that the freshness tends to deteriorate not only for the whole preparation.
  • the cosmetics of the present invention can be blended with other ingredients usually used in sunscreen cosmetics and the like within a range that does not impair the effects of the present invention.
  • vitamins, fats and oils, waxes, hydrocarbon oils, higher alcohols, synthetic ester oils, silicones, humectants, anionic surfactants, cationic surfactants, amphoteric surfactants, antiseptics, anti-inflammatory agents, whitening agents examples include plant extracts, activators, blood circulation promoters, water-soluble polymers, thickeners, powder components, and sequestering agents.
  • the dosage form of the sunscreen cosmetic of the present invention is not particularly limited, but it is preferably provided in the form of lotion, milky lotion, cream or the like.
  • the blending amount represents mass%.
  • Example 1 Sunscreen latex: Compounding component amount (% by mass) 1. Ion exchange water 50 2. Acrylic acid / alkyl methacrylate copolymer (Pemulene TR-1 manufactured by Goodrich) 0.1 3. Agar 0.5 4). Potassium hydroxide 0.05 5. Dimethylpolysiloxane 3 6). Decamethylcyclopentasiloxane 4 7. Squalane 2 8). Sunflower oil 1 9. Ethanol 5 10. Glycerin 6 11.1,3-butylene glycol 5 12 Polyoxyethylene methyl glucoside 3 13. Sodium hexametaphosphate 0.05 14 Hydroxypropyl- ⁇ -cyclodextrin 0.1 15. Dipotassium glycyrrhizinate 0.05 16.
  • Example 2 Sunscreen lotion: Compounding component amount (% by mass) 1. Ion exchange water 50 2. Glycerin 1 3. Agar 0.5 4. 1,3-Butylene glycol 5 5. Sodium hexametaphosphate 0.03 6). Trimethylglycine 1 7. Sodium polyaspartate 0.1 8). ⁇ -tocopherol 2-L-ascorbic acid potassium phosphate diester 0.1 9. Thiotaurine 0.1 10. Green tea extract 0.1 11. Western mint extract 0.1 12 Iris root extract 0.1 13. EDTA3 sodium 0.1 14 Purified water residue 15. Ethyl alcohol 5 16. POE, POP decyl tetradecyl ether 0.2 17. Phenoxyethanol appropriate amount 18. Perfume proper amount19.
  • Phenylbenzimidazolesulfonic acid 3 20 N, N, N ′, N′-tetrakis- (2-hydroxypropyl) Ethylenediamine (Neutrol TE: manufactured by Merck & Co., Inc.) 3.2
  • Example 3 Compounding component amount (% by mass) 1. Ion exchange water 50 2. Ethanol 10 3. Agar 0.5 4). Dipolopylene glycol 1 5. Polyethylene glycol 1000 1 6). Polyoxyethylene methyl glucoside 1 7. Jojoba oil 0.01 8). Glyceryl tri-2-ethylhexanoate 0.1 9. Polyoxyethylene hydrogenated castor oil 0.2 10. Polyglyceryl diisostearate 0.15 11. N-stearoyl-L-glutamate sodium 0.1 12 Citric acid 0.05 13. Sodium citrate 0.2 14 Sodium hydroxide 0.4 15. Dipotassium glycyrrhizinate 0.1 16. Arginine hydrochloride 0.1 17.
  • Example 4 Sunscreen latex: Compounding component amount (% by mass) 1. Ion exchange water 50 2. Carboxyvinyl polymer 0.1 3. Agar 0.5 4). Potassium hydroxide appropriate amount 5. Dimethylpolysiloxane 2 6). Behenyl alcohol 1 7. Batyl alcohol 0.5 8). Squalane 6 9. Tetra-2-ethylhexanoic acid pentaerythrit slit 2 10. Polyoxyethylene glyceryl isostearate 1 11. Polyoxyethylene glyceryl monostearate 1 12 Hardened oil 3 13. Glycerin 5 14.1,3-Butylene glycol 7 15. Erythritol 2 16. Sodium hexametaphosphate 0.05 17. Phenoxyethanol appropriate amount 18.
  • Phenylbenzimidazolesulfonic acid 3 19. N, N, N ′, N′-tetrakis- (2-hydroxypropyl) Ethylenediamine (Neutrol TE: manufactured by Merck & Co., Inc.) 3.2 20. Purified water residue
  • Eicosene / vinylpyrrolidone copolymer 2 14 Fine particle tyrene oxide (30 nm) 2 15. Sodium hexametaphosphate 0.1 16. Phenoxyethanol appropriate amount17. Edetate trisodium appropriate amount 18. Dipropylene glycol 5 19. Purified water Residual 20. Perfume appropriate amount 21. Phenylbenzimidazolesulfonic acid 3 22. N, N, N ′, N′-tetrakis- (2-hydroxypropyl) Ethylenediamine (Neutrol TE: manufactured by Merck & Co., Inc.) 3.2
  • ⁇ Manufacturing method> 1 and 2 are heated and dissolved, cooled to room temperature, and then pulverized with a homomixer to form mixture 1. (2) Add 3 to the mixture 1 and disperse with a homomixer to make dispersion 1. (3) After 4 to 13 are dissolved by heating, they are added to the heated dispersion 1 and emulsified with a homomixer to obtain emulsion 1. (4) Add 14 and 15 to Emulsion 1 and disperse with a homomixer to make Dispersion 2. (5) Add 16 to 22 to Dispersion 2, and after dispersing with a homomixer, cool to room temperature to obtain the desired product.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
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  • Veterinary Medicine (AREA)
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  • Epidemiology (AREA)
  • Dermatology (AREA)
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Abstract

La présente invention concerne, d'une perspective différente de celle de l'art antérieur, un produit cosmétique écran solaire contenant un absorbeur d'ultraviolets soluble dans l'eau, combinant une augmentation du SPF et la conservation de l'excellente propriété d'une sensation d'hydratation durant l'utilisation. L'invention concerne un produit cosmétique écran solaire caractérisé en ce qu'il contient (a) de 0,1 à 5 % en poids d'acide phénylbenzimidazole sulfonique, et (b) de la N,N,N',N'-tétrax(2-hydroxypropyl)éthylène diamine en une quantité adaptée à neutraliser l'acide phénylbenzimidazole sulfonique (a).
PCT/JP2010/073701 2010-12-28 2010-12-28 Produit cosmétique écran solaire WO2012090297A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PCT/JP2010/073701 WO2012090297A1 (fr) 2010-12-28 2010-12-28 Produit cosmétique écran solaire

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/JP2010/073701 WO2012090297A1 (fr) 2010-12-28 2010-12-28 Produit cosmétique écran solaire

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WO2012090297A1 true WO2012090297A1 (fr) 2012-07-05

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Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0023978A2 (fr) * 1979-08-09 1981-02-18 Basf Wyandotte Corporation Produits cosmétiques et de toilette inoffensifs et procédé pour leur préparation
US6153176A (en) * 1995-01-20 2000-11-28 The Procter & Gamble Company Low pH sunscreen compositions
DE202004006865U1 (de) * 2004-04-29 2004-12-09 Schwan-Stabilo Cosmetics Gmbh & Co. Kg Zubereitung, insbesondere kosmetische oder pharmazeutische Zubereitung
JP2006232838A (ja) * 2005-02-25 2006-09-07 Johnson & Johnson Consumer Co Inc アミン含有組成物およびその使用
JP2008247775A (ja) * 2007-03-29 2008-10-16 Kose Corp 粉体化粧料
JP2010516878A (ja) * 2007-01-29 2010-05-20 メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング 粒子状ｕｖ保護剤
JP2010195773A (ja) * 2009-01-27 2010-09-09 Shiseido Co Ltd 油中水型乳化日焼け止め化粧料

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0023978A2 (fr) * 1979-08-09 1981-02-18 Basf Wyandotte Corporation Produits cosmétiques et de toilette inoffensifs et procédé pour leur préparation
US6153176A (en) * 1995-01-20 2000-11-28 The Procter & Gamble Company Low pH sunscreen compositions
DE202004006865U1 (de) * 2004-04-29 2004-12-09 Schwan-Stabilo Cosmetics Gmbh & Co. Kg Zubereitung, insbesondere kosmetische oder pharmazeutische Zubereitung
JP2006232838A (ja) * 2005-02-25 2006-09-07 Johnson & Johnson Consumer Co Inc アミン含有組成物およびその使用
JP2010516878A (ja) * 2007-01-29 2010-05-20 メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング 粒子状ｕｖ保護剤
JP2008247775A (ja) * 2007-03-29 2008-10-16 Kose Corp 粉体化粧料
JP2010195773A (ja) * 2009-01-27 2010-09-09 Shiseido Co Ltd 油中水型乳化日焼け止め化粧料

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
FRAGRANCE JOURNAL, vol. 32, no. 4, 15 April 2004 (2004-04-15), pages 65 - 71 *
SIYU ZHANG ET AL.: "Quantum Chemical Investigation and Experimental Verification on the Aquatic Photochemistry of the Sunscreen 2-Phenylbenzimidazole-5-Sulfonic Acid", ENVIRONMENTAL SCIENCE & TECHNOLOGY, vol. 44, no. 19, 13 September 2010 (2010-09-13), pages 7484 - 7490 *

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