WO2009119090A1 - 日焼け止め水中油型乳化化粧料 - Google Patents

日焼け止め水中油型乳化化粧料 Download PDF

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Publication number
WO2009119090A1
WO2009119090A1 PCT/JP2009/001346 JP2009001346W WO2009119090A1 WO 2009119090 A1 WO2009119090 A1 WO 2009119090A1 JP 2009001346 W JP2009001346 W JP 2009001346W WO 2009119090 A1 WO2009119090 A1 WO 2009119090A1
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WO
WIPO (PCT)
Prior art keywords
oil
water
ultraviolet absorber
sunscreen
mass
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/JP2009/001346
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English (en)
French (fr)
Japanese (ja)
Inventor
水野寛子
三浦由将
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Shiseido Co Ltd
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Shiseido Co Ltd
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Publication date
Application filed by Shiseido Co Ltd filed Critical Shiseido Co Ltd
Publication of WO2009119090A1 publication Critical patent/WO2009119090A1/ja
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • 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
    • 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
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A61K8/062—Oil-in-water 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
    • A61K8/49—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
    • A61K8/496—Triazoles or their condensed derivatives, e.g. benzotriazoles

Definitions

  • the present invention relates to a sunscreen cosmetic. More specifically, the present invention relates to a sunscreen oil-in-water emulsified cosmetic excellent in UV protection effect and usability.
  • Patent Document 1 describes an oil-in-water emulsified composition containing a benzotriazole type ultraviolet absorber represented by the following formula (I) and an oil-soluble ultraviolet absorber, and is a sunscreen cosmetic excellent in ultraviolet protection effect.
  • a benzotriazole type ultraviolet absorber represented by the following formula (I) and an oil-soluble ultraviolet absorber
  • R 1 and R 2 may be the same or different, and may be one or more selected from alkyl groups having 1 to 4 carbon atoms, cycloalkyl groups having 5 to 12 carbon atoms, and aryl groups.
  • An alkyl group having 1 to 18 carbon atoms, which may be substituted with a group
  • Patent Document 2 suggests that the combination of the above benzotriazole type ultraviolet absorber and the oil-soluble ultraviolet absorber synergistically increases the ultraviolet protection effect in the UV-A region. (Patent Document 2).
  • oil-in-water emulsified cosmetics it is impossible to add a large amount of oil as an internal phase because of the stability of the emulsion.
  • sticking occurs when a large amount of oil is blended, so that usually a large amount of oil is not blended. This is because in the product design of an oil-in-water emulsified cosmetic, stickiness due to the oil phase is suppressed, and a refreshing feeling due to the water phase is particularly emphasized. Therefore, in oil-in-water emulsified cosmetics, the idea of blending a large amount of oil-soluble UV absorber cannot basically exist. Further, since the oil content is small, it is extremely difficult to stably mix the oil-soluble ultraviolet absorber.
  • the invention described in Patent Document 1 is that the benzotriazole type ultraviolet absorber of the above formula (I) is contained in the aqueous phase to ensure an ultraviolet protection effect and additionally an oil-soluble ultraviolet absorber can be blended. It is. Patent Document 1 does not describe or suggest a synergistic ultraviolet protective effect of the benzotriazole type ultraviolet absorber of the formula (I) and two or more oil-soluble ultraviolet absorbers.
  • sunscreen cosmetics comprising the oil-in-water emulsion composition
  • the present inventors (1) Basically it is difficult to increase the UV protection effect. (2) When a large amount of an oil-soluble ultraviolet absorber is blended in order to increase the ultraviolet protection effect, the stability of the system as an oil-in-water emulsion composition deteriorates. (3) The feeling of use required for oil-in-water emulsified cosmetics is further reduced by a large amount of oil. (4) However, when an oil-soluble ultraviolet absorber is blended into a small amount of oil (that is, the oil phase of the inner phase), the ultraviolet absorber is separated over time, so a large amount cannot be blended.
  • An object of the present invention is to provide a sunscreen oil-in-water emulsified cosmetic that dramatically enhances the UV protection effect and at the same time has excellent usability.
  • the present invention provides a sunscreen oil-in-water emulsified cosmetic containing a benzotriazole type ultraviolet absorber of the following formula (I) and an oil-soluble ultraviolet absorber: (1) The oil content is 20 to 40% by mass, (2) The content of the benzotriazole type ultraviolet absorber of the following formula (I) is 1 to 10% by mass, (3) Contains two or more oil-soluble UV absorbers, (4) To provide a sunscreen oil-in-water emulsified cosmetic characterized in that the content of two or more oil-soluble ultraviolet absorbers is 10 to 20% by mass.
  • R 1 and R 2 may be the same or different, and may be one or more selected from alkyl groups having 1 to 4 carbon atoms, cycloalkyl groups having 5 to 12 carbon atoms, and aryl groups.
  • An alkyl group having 1 to 18 carbon atoms, which may be substituted with a group
  • the present invention is characterized in that, in the formula (I) which is the benzotriazole type ultraviolet absorber, R 1 and R 2 are 1,1,3,3-tetramethylbutyl groups.
  • R 1 and R 2 are 1,1,3,3-tetramethylbutyl groups.
  • the oil-soluble ultraviolet absorber is selected from the group consisting of octylmethoxycinnamate, octocrylene, t-butylmethoxydibenzoylmethane, dimethicodiethylbenzalmalonate, bisethylhexyloxyphenol methoxyphenyltriazine.
  • the sunscreen oil-in-water emulsified cosmetic is characterized by being two or more kinds.
  • the benzotriazole type ultraviolet absorber blended in the water phase and the oil-soluble ultraviolet absorber blended in the oil phase combine to protect against ultraviolet rays. Will increase dramatically. Moreover, it is excellent also in the usability
  • the sunscreen cosmetic of the present invention is an oil-in-water emulsion composition.
  • the oil component constituting the oil phase is not particularly limited. However, diethylhexyl succinate, cyclomethicone, dimethicone, 2-ethylhexyl 2-ethylhexanoate, behenyl alcohol, batyl alcohol, caprylyl methicone, triethylhexanoin, diisopropyl sebacate, cetyl ethylhexanoate mixed
  • the oil content is preferred.
  • the oil content is 20 to 40% by mass based on the total amount of the sunscreen oil-in-water emulsified cosmetic. If it is less than 20% by mass, the oil-soluble ultraviolet absorber cannot be blended sufficiently and stably. When it exceeds 40% by mass, the feeling in use and the stability of the system are deteriorated.
  • the oil content includes the contents of ultraviolet absorbers and non-liquid oil-soluble drugs.
  • the water and water-soluble raw materials constituting the aqueous phase are less than 80% by mass based on the total amount of the sunscreen oil-in-water emulsified cosmetic.
  • the essential component demonstrated below is mix
  • the surfactant is preferably a combination of lauryl betaine and isostearic acid.
  • the emulsification method is not particularly limited, and emulsification is performed by a conventional method.
  • the benzotriazole type ultraviolet absorber of the following formula (I) is a known compound described in Patent Document 1 and is used as an ultraviolet absorber in sunscreen cosmetics.
  • R 1 and R 2 may be the same or different, and may be one or more selected from alkyl groups having 1 to 4 carbon atoms, cycloalkyl groups having 5 to 12 carbon atoms, and aryl groups. An alkyl group having 1 to 18 carbon atoms, which may be substituted with a group]
  • a compound in which R 1 and R 2 are 1,1,3,3-tetramethylbutyl groups is preferable.
  • This compound is 2,2′-methylenebis [6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol, which is available from Tinosorb M (Ciba).
  • Tinosorb M Tinosorb M
  • the content of the benzotriazole type ultraviolet absorber (I) is 1 to 10% by mass with respect to the total amount of the sunscreen oil-in-water emulsified cosmetic. If the amount is less than 1% by mass, the increase in UV protection effect is insufficient. Moreover, when it exceeds 10 mass%, stability of a system will deteriorate. A preferred content is 2 to 5% by mass.
  • ⁇ Two or three or more oil-soluble UV absorbers If it is an oil-soluble ultraviolet absorber, it will not be limited. However, octylmethoxycinnamate, octocrylene, t-butylmethoxydibenzoylmethane, dimethicodiethylbenzalmalonate (polysilicone-15), bisethylhexyloxyphenol methoxyphenyltriazine, ethylhexyltriazone, methylbistrimethoxycinnamate ( Two or more of trimethylsiloxy) silylisopentyl, diethylaminohydroxybenzoyl hexyl benzoate, and ethyl glyceryl dimethoxycinnamate are preferred.
  • it is two or more selected from the group consisting of octylmethoxycinnamate, octocrylene, t-butylmethoxydibenzoylmethane, dimethicodiethylbenzalmalonate, bisethylhexyloxyphenol methoxyphenyltriazine, particularly Any three types.
  • the content of the two or more oil-soluble ultraviolet absorbers is 10 to 20% by mass based on the total amount of the sunscreen oil-in-water emulsified cosmetic. If it is less than 10% by mass, the ultraviolet protection effect cannot be sufficiently increased by the combination with the compound of formula (1). Moreover, even if it mixes exceeding 20 mass%, the further increase in an ultraviolet-ray protective effect cannot be anticipated, and stability of a system will also deteriorate.
  • the sunscreen oil-in-water emulsified cosmetic of the present invention contains alcohol, moisturizer, thickener, neutralizer, chelating agent, preservative, and other cosmetic raw materials as necessary in addition to the above-described essential components. It can mix
  • a compounding quantity is the mass% with respect to the whole quantity unless there is particular notice.
  • the sunscreen oil-in-water emulsified cosmetics shown in Tables 1 and 2 were produced by a conventional method. Absorbance at 280 to 400 nm was measured with a spectrophotometer (U4100, HITACHI). The results are shown in FIG. It can be seen that the absorbance of Test Example 6 exceeds the sum of the absorbances of Test Examples 2 and 4, and the absorbance of Test Example 7 exceeds the sum of the absorbances of Test Examples 3 and 4, respectively.
  • Example 1 Water phase ion-exchanged water Remaining ethanol 5 mass% Glycerol 1 Butylene glycol 4 Dipropylene glycol 5 Carboxyvinyl polymer 0.1 Xanthan gum 0.1 Potassium hydroxide 0.05 Chino Sorb M 2 Phenoxyethanol 0.35 Buffering agent Suitable amount stabilizer Suitable amount Oil phase part PEG-60 glyceryl isostearate 1.6 PEG-5 glyceryl stearate 0.4 Cetanol 0.3 Triethylhexanoin 2 Diphenylsiloxyphenyl trimethicone 3 Octyl methoxycinnamate 7.5 Octocrylene 5 Butylmethoxybenzoylmethane 2 Perfume appropriate amount production method: The water phase part and the oil phase part are heated and dissolved at 70 ° C., respectively, and then the oil phase part is added to the mixed aqueous phase part with homogenizer treatment and emulsified. The e
  • Example 2 Aqueous ion exchange water Remaining amount of glycerol 8% by mass Butylene glycol 1 Dipropylene glycol 4 Polyacrylic acid 0.05 Potassium hydroxide 0.15 Chino Sorb M 4 Phenoxyethanol 0.35 Buffering agent Suitable amount Stabilizer Suitable amount Oil phase part Stearic acid 2 Glyceryl stearate 2 Olefin oligomer 5 Polyether-modified silicone 2 Stearyl alcohol 1.5 Behenyl alcohol 1.5 Vaseline 2 Microcrystalline wax 3 Diphenylsiloxyphenyl trimethicone 1 Octyl methoxycinnamate 5 Octocrylene 5 Butylmethoxybenzoylmethane 2 Perfume appropriate amount production method: The water phase part and the oil phase part are heated and dissolved at 70 ° C., respectively, and then the oil phase part is added to the mixed aqueous phase part with homogenizer treatment and emulsified. The emulsion is cooled using a
  • the present invention is an invention with high commercial value as a sunscreen cosmetic that is extremely excellent in UV protection effect and usability.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)
PCT/JP2009/001346 2008-03-27 2009-03-26 日焼け止め水中油型乳化化粧料 Ceased WO2009119090A1 (ja)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2008083932A JP2009234996A (ja) 2008-03-27 2008-03-27 日焼け止め水中油型乳化化粧料
JP2008-083932 2008-03-27

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JP5568159B1 (ja) * 2013-05-13 2014-08-06 ジェイオーコスメティックス株式会社 水中油型乳化化粧料

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2001199831A (ja) * 1999-10-22 2001-07-24 L'oreal Sa 少なくとも１種の微粒化不溶性ｕｖ遮蔽剤と会合性ポリマーを含有するエマルション
JP2004107255A (ja) * 2002-09-18 2004-04-08 Shiseido Co Ltd 水中油型乳化組成物

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102004027476A1 (de) * 2004-06-02 2005-12-22 Beiersdorf Ag 2-Phenylehtylbenzoat in kosmetischen Öl-in-Wasser-UV-Lichtschutzemulsionen
WO2007122822A2 (ja) * 2007-07-27 2007-11-01 Shiseido Company, Ltd. 水中油型乳化日焼け止め化粧料

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2001199831A (ja) * 1999-10-22 2001-07-24 L'oreal Sa 少なくとも１種の微粒化不溶性ｕｖ遮蔽剤と会合性ポリマーを含有するエマルション
JP2004107255A (ja) * 2002-09-18 2004-04-08 Shiseido Co Ltd 水中油型乳化組成物

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