WO2012043614A1 - Produit cosmétique en émulsion de type huile dans l'eau - Google Patents

Produit cosmétique en émulsion de type huile dans l'eau Download PDF

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Publication number
WO2012043614A1
WO2012043614A1 PCT/JP2011/072158 JP2011072158W WO2012043614A1 WO 2012043614 A1 WO2012043614 A1 WO 2012043614A1 JP 2011072158 W JP2011072158 W JP 2011072158W WO 2012043614 A1 WO2012043614 A1 WO 2012043614A1
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WO
WIPO (PCT)
Prior art keywords
water
mass
oil
cosmetic
polyether
Prior art date
Application number
PCT/JP2011/072158
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English (en)
Japanese (ja)
Inventor
佳保里 石田
洋介 池邉
Original Assignee
株式会社 資生堂
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
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Publication of WO2012043614A1 publication Critical patent/WO2012043614A1/fr

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Classifications

    • 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/345—Alcohols containing more than one hydroxy group
    • 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
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • 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
    • A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin

Definitions

  • the present invention relates to an oil-in-water cosmetic that has a fresh feel upon application and exhibits excellent water resistance after application, and has a whitening effect and preferably a sunscreen effect.
  • a water-soluble drug such as tranexamic acid or ascorbic acid
  • Patent Document 1 contains ⁇ -monoalkyl glyceryl ether, waxes, and silicone oil, and contains silicone oil in the oil phase.
  • Make-up cosmetics comprising an oil-in-water emulsion with improved water resistance by improving the water resistance by incorporating a hydrophobized powder in a specific range is disclosed.
  • Patent Document 2 includes an oil-in-water type in which zinc oxide, an acrylic cross-linked copolymer, a nonionic or anionic surfactant having an HLB of 10 or more, water, and silicone oil are blended and zinc oxide is dispersed in the oil phase.
  • An emulsified cosmetic is disclosed and described as having improved storage stability, transparency after use, and water resistance.
  • the oil-in-water type emulsifying base has a problem that the emulsified particles are destroyed when the alcohol is highly blended, and it is difficult to obtain a sufficiently stable base.
  • Lower alcohol 50% by weight or more, water, the following general formula as emulsifier (Wherein m is 50 to 1000, n is 1 to 40, a is an integer of 5 to 50, and b is an integer of 5 to 50).
  • An alcohol / oil-in-water emulsified composition characterized by substantially not containing other surfactant as an emulsifier is disclosed, and has the effect of giving gloss, softness and moisture to the hair and improving combing. It is described.
  • Patent Document 3 contains a large amount of lower alcohol, application to a general skin care base has been difficult.
  • the problem in the present invention is that it is stable even when ethanol is highly blended (however, 50% by mass or less), and exhibits excellent water resistance after being applied to the skin and the like, and effectively uses water-soluble drugs such as tranexamic acid.
  • the object is to provide an oil-in-water emulsified cosmetic that can be retained.
  • HLB (Si) is a value obtained by the following calculation formula.
  • the present invention (A) 0.1 to 10% by mass of a polyether-modified silicone having 5 to 10 HLB (Si), (B) 5 to 50% by mass of ethanol, (C) 0.01 to 3% by weight of a hydrophilic thickener, Provided is an oil-in-water emulsified cosmetic comprising (D) 0.1 to 15% by mass of a polyol and (E) a water-soluble whitening agent.
  • the cosmetic of the present invention is an oil-in-water emulsion containing a large amount of ethanol, a fresh feeling of use can be obtained.
  • the phase inverts to a water-in-oil type as the ethanol evaporates, so it exhibits excellent water resistance and effectively holds the formulated water-soluble drug on the skin. Can do.
  • an ultraviolet absorber is blended with the cosmetic of the present invention, not only water resistance but also an ultraviolet shielding effect is excellent.
  • the polyether-modified silicone (component A) in the cosmetic of the present invention is selected from those having an HLB (Si) of 5 to 10, preferably 5 or more, 9 or less, 8 or less, or 7 or less.
  • a polyether-modified silicone having a molecular weight of 50,000 or more and a hydrophilic group selected from polyoxyethylene (POE) or polyoxypropylene (POP) is preferably used.
  • a polyether-modified silicone represented by the following general formula is preferable.
  • m is 50 to 1000, preferably 150 to 1000, and n is 1 to 40.
  • n is 1 to 40.
  • m: n is preferably 200: 1 to 5: 1, and particularly preferably 60: 1 to 15: 1.
  • a is 5 to 50 and b is 5 to 50, and the content of these polyoxyalkylene groups in the molecule is not particularly limited, but the content of polyoxyalkylene groups exceeds 20% by weight in the total molecular weight. Things are desirable.
  • the polyether-modified silicone used in the present invention may be commercially available, for example, trade name BY11-030 (manufactured by Toray Dow Corning Silicone: 50% by mass of PEG / PPG-19 / 19 dimethicone and 50% by mass).
  • the blending amount of the polyether-modified silicone (component A) in the present invention is 0.1 to 10% by mass, preferably 0.1 to 5% by mass, more preferably 0.1 to 3% by mass.
  • the blending amount is less than 0.1% by mass, when it exceeds 10% by mass, a stable oil-in-water emulsion may not be obtained.
  • the cosmetic of the present invention contains 5% by mass or more of ethanol (component B) as an essential component.
  • the blending amount of ethanol is 5 to 50% by mass, preferably 8 to 50% by mass, more preferably 8 to 40% by mass. If the blending amount is less than 5% by mass, a stable oil-in-water emulsion may not be obtained.
  • the cosmetic of the present invention further contains a hydrophilic thickener (component C) as an essential component.
  • a hydrophilic thickener component C
  • a polyether-modified silicone having an HLB (Si) of 10 or less (5 to 10), which has been conventionally used for water-in-oil emulsions, is simply used as a general surfactant for oil-in-water emulsions. It was found that a stable emulsion cannot be obtained only by changing the composition, and a stable oil-in-water emulsion is formed only by blending 5% by mass or more of ethanol and a hydrophilic thickener.
  • the hydrophilic thickener used in the present invention is not particularly limited as long as it is used in cosmetics. Examples thereof include natural water-soluble polymers, semi-synthetic water-soluble polymers, synthetic water-soluble polymers, and inorganic water-soluble polymers.
  • examples of natural water-soluble polymers include gum arabic, gum tragacanth, galactan, guar gum, carob gum, caraya gum, carrageenan, pectin, agar, quince seed (malmello), alge colloid (gypsum extract), starch (rice, rice, Corn, potato, wheat), plant polymers such as glycyrrhizic acid; microbial polymers such as xanthan gum, dextran, succinoglucan, and bullulan; animal polymers such as collagen, casein, albumin, and gelatin.
  • semi-synthetic water-soluble polymers include starch polymers such as carboxymethyl starch and methylhydroxypropyl starch; methylcellulose, nitrocellulose, ethylcellulose, methylhydroxypropylcellulose, hydroxyethylcellulose, sodium cellulose sulfate, hydroxypropylcellulose, carboxy Cellulose polymers such as sodium methylcellulose (CMC), crystalline cellulose and cellulose powder; and alginic acid polymers such as sodium alginate and propylene glycol alginate.
  • starch polymers such as carboxymethyl starch and methylhydroxypropyl starch
  • Cellulose polymers such as sodium methylcellulose (CMC), crystalline cellulose and cellulose powder
  • alginic acid polymers such as sodium alginate and propylene glycol alginate.
  • Examples of the synthetic water-soluble polymer include vinyl polymers such as polyvinyl alcohol, polyvinyl methyl ether, polyvinyl pyrrolidone, and carboxyvinyl polymer (carbomer); polyoxyethylene polymers such as polyethylene glycol (molecular weight 1500, 4000, 6000). Molecule: Polyoxyethylene polyoxypropylene copolymer copolymer polymer; sodium polyacrylate, polyethyl acrylate, polyacrylamide, acrylic acid / alkyl methacrylate copolymer (trade name “Pemulene TR-1”), etc. Acrylic polymer; polyethyleneimine, cationic polymer and the like.
  • Examples of the inorganic water-soluble polymer include bentonite, AlMg silicate (trade name “Begum”), laponite, hectorite, and silicic anhydride.
  • the blending amount of the hydrophilic thickener (component C) in the cosmetic of the present invention is 0.01 to 3% by mass, preferably 0.05 to 3% by mass, more preferably 0.2 to 1% by mass. .
  • the blending amount is less than 0.01% by mass, a stable emulsion may not be obtained.
  • the blending amount exceeds 3% by mass, a heavy touch may be caused during application.
  • the cosmetic of the present invention further contains a polyol (component D) as an essential component.
  • a polyol component D
  • the cosmetic of the present invention further contains a polyol (component D) as an essential component.
  • the polyol used in the present invention is not particularly limited as long as it is usually used in cosmetics, and examples thereof include dynamite glycerin, 1,3-butylene glycol, dipropylene glycol, and propylene glycol.
  • 1,3-butylene glycol improves stability most effectively.
  • the blending amount of the polyol (component (D)) in the cosmetic of the present invention is 0.1 to 15% by mass, preferably 1 to 10% by mass, more preferably 3 to 7% by mass.
  • the blending amount is less than 1% by mass, a stable emulsion may not be obtained.
  • the blending amount exceeds 15% by mass, a heavy touch may be caused during application.
  • the cosmetic of the present invention contains a water-soluble drug, particularly a water-soluble whitening agent (component (E)).
  • a water-soluble whitening agent component (E)
  • the water-soluble whitening agent used in the present invention may be those conventionally used for external preparations for skin such as cosmetics, and is not particularly limited.
  • ascorbic acid or a derivative thereof specifically, sodium L-ascorbate , L-ascorbic acid ester magnesium salt, L-ascorbic acid glucoside, 2-O-ethyl-L-ascorbic acid, 3-O-ethyl-L-ascorbic acid, tranexamic acid, arbutin, 4-methoxysalicylate, specifically Examples include 4-methoxysalicylic acid sodium salt and 4-methoxysalicylic acid potassium salt.
  • the amount of the water-soluble whitening agent (component (E)) in the cosmetic of the present invention is 0.01 to 3% by mass, preferably 0.1 to 3% by mass.
  • the blending amount is less than 0.01% by mass, a sufficient whitening effect may not be obtained.
  • the blending amount exceeds 3% by mass, it may crystallize and precipitate and a sufficient whitening effect may not be obtained.
  • the cosmetic of the present invention is an oil-in-water emulsion having a fresh feel at the time of application, but after application, the phase is reversed and the water resistance is improved. Effectively held and effective. Therefore, it goes without saying that the same effect can be obtained when a water-soluble drug other than the whitening agent is blended.
  • the cosmetic of the present invention can be produced according to a method conventionally used for producing an emulsion. For example, an oil phase-forming component is mixed, and an oil component is added to an aqueous phase component containing ethanol (component B), a hydrophilic thickener (component C), a polyol (component D), and a water-soluble whitening agent (component E).
  • the cosmetic of the present invention can be obtained by adding the oil phase mixed with polyether modified silicone (component A) of HLB (Si) 5 to 10 to the aqueous phase while stirring with a homomixer or the like. .
  • the cosmetic of the present invention has a feature that it is fresh and fresh when used, and forms a film with excellent water resistance after application. Therefore, the cosmetic of the present invention is suitable for providing as a skin care cosmetic and a makeup cosmetic.
  • a makeup cosmetic For example, when an oil-soluble UV absorber is blended with the cosmetic of the present invention, a fresh and refreshing feel is obtained when applied to the skin, and a water-resistant film is formed on the skin after application. In addition to the effect, certain UV protection is maintained.
  • good cosmetic durability based on excellent water resistance can be secured.
  • the present invention provides an oil-in-water cosmetic, particularly a sunscreen cosmetic, further containing an ultraviolet absorber.
  • the ultraviolet absorber blended in the emulsified cosmetic of the present invention is not limited to oil solubility and water solubility, and is not particularly limited as long as it is usually used in cosmetics.
  • methoxycinnamic acid derivatives, diphenylacrylic acid derivatives, salicylic acid derivatives, paraaminobenzoic acid derivatives, triazine derivatives, benzophenone derivatives, benzalmalonate derivatives, anthranil derivatives, imidazoline derivatives, 4,4-diarylbutadiene derivatives, and phenylbenz Examples include imidazole derivative systems.
  • 2-ethylhexyl paramethoxycinnamate homosalate
  • octyl salicylate oxybenzone
  • 4-t-butyl-4′-methoxydibenzoylmethane 4-t-butyl-4′-methoxydibenzoylmethane
  • octyl triazone bisethylhexylphenol methoxyphenyl triazine
  • methylene bisbenzotria 2-ethylhexyl paramethoxycinnamate, homosalate, octyl salicylate, oxybenzone, 4-t-butyl-4′-methoxydibenzoylmethane
  • octyl triazone bisethylhexylphenol methoxyphenyl triazine
  • methylene bisbenzotria 2-ethylhexyl paramethoxycinnamate, homosalate, octyl salicylate,
  • the blending amount of the ultraviolet absorber blended in the oil-in-water type sunscreen cosmetic of the present invention is 0.1 to 35% by mass, preferably 1 to 30% by mass, more preferably 5 to 25% by mass.
  • the emulsified cosmetic of the present invention contains, in addition to the above essential components A to E and / or UV absorbers, other components conventionally used in cosmetics within a range not inhibiting the effects of the present invention. May be. Specific examples include humectants, oils, buffers, chelating agents, preservatives, and the like.
  • Oil-in-water emulsion compositions were prepared with the compositions listed in Tables 1 and 2 below. Next, the water resistance of each sample was evaluated by the remaining degree of the water-soluble whitening agent (tranexamic acid) blended in each composition after being bathed in water.
  • the measurement method and evaluation method are as follows. -Measuring method of main ingredient residual degree (1) 50 mg of each sample is apply
  • recovered by the said measuring method (4) is applied to HPLC, and tranexamic acid is quantified.
  • the HPLC conditions are as follows. Separation tube: CAPCELL PAK C18 MG-II S-3 Separation tube temperature: 40 ° C Eluent: 0.2% phosphoric acid solution 5% methanol Injection volume: 5 ⁇ L Detector: 210nm Under the above conditions, the peak area of tranexamic acid was calculated from the HPLC chart, the amount of tranexamic acid eluted in ion-exchanged water was calculated, and the residual degree of tranexamic acid (whitening agent) remaining on the plate without elution was evaluated. . The results are also shown. ⁇ : Remaining whitening agent is 90% or more ⁇ : Remaining whitening agent is less than 90%
  • emulsification stability: x On the other hand, in Reference Example 1 and Comparative Example 5 using polyoxyethylene (20) polyoxypropylene (8) cetyl ether, which is a representative O / W activator having an HLB (Si) of 10 or more, the stability is excellent. An oil-in-water emulsion was obtained (emulsification stability: ⁇ ).
  • each sample of 0.75 mg / cm 2 was uniformly applied to a PMMA (polymethyl methacrylate) plate having a rough surface, and the absorbance was measured with a spectrophotometer (U-4100 Hitachi, Ltd.). It was measured.
  • a spectrophotometer U-4100 Hitachi, Ltd.
  • each sample was applied to the PMMA plate described above, the absorbance was measured, exposed to strong water for 15 minutes, sufficiently dried, then the absorbance was measured again, and methoxycinnamic acid was measured.
  • Reference Example 1 shows a higher ultraviolet shielding effect than Comparative Example 5 having the same absorbent composition (absorbance values at a wavelength of 310 nm are shown in Table 3), and also has a very high water resistance effect. (The change rate in absorbance was about 15% smaller in Reference Example 1 than in Comparative Example 5).
  • the oil-in-water emulsified cosmetic composition of the present invention gives a fresh feeling of use unique to an oil-in-water emulsion at the time of application, and after application, the phase is changed to a water-in-oil type and exhibits excellent water resistance. Therefore, the outflow of the water-soluble whitening agent is suppressed, the whitening effect is maintained for a long time, and it can be used as a skin external preparation that achieves both usability and water resistance. Moreover, if an ultraviolet absorber is mix

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Abstract

La présente invention a pour objet un produit cosmétique en émulsion de type huile dans l'eau stable même à une concentration élevée en éthanol de 50 % en masse ou moins, présentant une résistance satisfaisante à l'eau après l'application sur la peau, etc., et pouvant conserver efficacement un produit chimique hydrosoluble contenu dans ledit produit cosmétique. La présente invention concerne un produit cosmétique en émulsion de type huile dans l'eau caractérisé en ce qu'il comprend : (A) entre 0,1 et 10 % en masse d'une silicone dénaturée par polyéther d'indice HLB (Si) compris entre 5 et 10 ; (B) entre 5 et 50 % en masse inclus d'éthanol ; (C) entre 0,01 et 3 % en masse d'un épaississant hydrophile ; (D) entre 0,1 et 15 % en masse d'un polyol ; et (E) un agent de blanchiment hydrosoluble. Il est particulièrement préférable que le produit cosmétique en émulsion de type huile dans l'eau soit un écran solaire et un produit cosmétique blanchissant comprenant en outre un agent d'absorption des ultraviolets.
PCT/JP2011/072158 2010-09-29 2011-09-28 Produit cosmétique en émulsion de type huile dans l'eau WO2012043614A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2010218078A JP2012072085A (ja) 2010-09-29 2010-09-29 水中油型乳化化粧料
JP2010-218078 2010-09-29

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WO2012043614A1 true WO2012043614A1 (fr) 2012-04-05

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TW (1) TW201223549A (fr)
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2020017618A1 (fr) * 2018-07-20 2020-01-23 株式会社 資生堂 Matière cosmétique à émulsion de type eau-dans-huile

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5801473B2 (ja) 2012-03-27 2015-10-28 日本航空電子工業株式会社 電線対基板コネクタ
CN106456512B (zh) * 2014-06-30 2019-08-06 株式会社资生堂 水包油型乳化组合物
CN115444785A (zh) * 2014-06-30 2022-12-09 株式会社资生堂 水性化妆品
JP2018123067A (ja) * 2017-01-30 2018-08-09 日本精化株式会社 水中油型化粧料

Citations (6)

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Publication number Priority date Publication date Assignee Title
JPS60197610A (ja) * 1984-03-16 1985-10-07 Kao Corp 乳化化粧料およびその製造法
JPH07100358A (ja) * 1993-09-30 1995-04-18 Shiseido Co Ltd ゲル状化粧料
WO2004006871A1 (fr) * 2002-07-16 2004-01-22 Shiseido Company, Ltd. Composition emulsion huile dans eau contenant des particules
JP2010095466A (ja) * 2008-10-16 2010-04-30 Dow Corning Toray Co Ltd 水中油型エマルジョン化粧料およびその製造方法
JP2010254673A (ja) * 2009-03-30 2010-11-11 Shiseido Co Ltd 水中油型乳化組成物
JP2011236202A (ja) * 2010-04-13 2011-11-24 Shiseido Co Ltd 水中油型乳化組成物

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60197610A (ja) * 1984-03-16 1985-10-07 Kao Corp 乳化化粧料およびその製造法
JPH07100358A (ja) * 1993-09-30 1995-04-18 Shiseido Co Ltd ゲル状化粧料
WO2004006871A1 (fr) * 2002-07-16 2004-01-22 Shiseido Company, Ltd. Composition emulsion huile dans eau contenant des particules
JP2010095466A (ja) * 2008-10-16 2010-04-30 Dow Corning Toray Co Ltd 水中油型エマルジョン化粧料およびその製造方法
JP2010254673A (ja) * 2009-03-30 2010-11-11 Shiseido Co Ltd 水中油型乳化組成物
JP2011236202A (ja) * 2010-04-13 2011-11-24 Shiseido Co Ltd 水中油型乳化組成物

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2020017618A1 (fr) * 2018-07-20 2020-01-23 株式会社 資生堂 Matière cosmétique à émulsion de type eau-dans-huile
JPWO2020017618A1 (ja) * 2018-07-20 2021-08-02 株式会社 資生堂 油中水型乳化化粧料
JP7342001B2 (ja) 2018-07-20 2023-09-11 株式会社 資生堂 油中水型乳化化粧料

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JP2012072085A (ja) 2012-04-12

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