WO2012132603A1 - Préparation externe pour la peau - Google Patents

Préparation externe pour la peau Download PDF

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Publication number
WO2012132603A1
WO2012132603A1 PCT/JP2012/053607 JP2012053607W WO2012132603A1 WO 2012132603 A1 WO2012132603 A1 WO 2012132603A1 JP 2012053607 W JP2012053607 W JP 2012053607W WO 2012132603 A1 WO2012132603 A1 WO 2012132603A1
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WO
WIPO (PCT)
Prior art keywords
skin
external preparation
zeolite
polypropylene glycol
silver ion
Prior art date
Application number
PCT/JP2012/053607
Other languages
English (en)
Japanese (ja)
Inventor
洋明 小沢
佐代子 長谷川
吉田 晋
有喜子 蛭間
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
Publication date
Application filed by 株式会社資生堂 filed Critical 株式会社資生堂
Publication of WO2012132603A1 publication Critical patent/WO2012132603A1/fr

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Classifications

    • 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
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/26Aluminium; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0216Solid or semisolid forms
    • A61K8/022Powders; Compacted Powders
    • 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
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00Anti-perspirants or body deodorants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier 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
    • A61Q17/005Antimicrobial preparations

Definitions

  • the present invention relates to an external preparation for skin. More specifically, the present invention relates to a skin external preparation containing a silver ion-carrying antibacterial zeolite powder, in which whitening derived from silver ion-carrying antibacterial zeolite powder is reduced or prevented.
  • Antibacterial zeolite powders are blended in skin preparations such as cosmetics and quasi-drugs as antiseptics and deodorants.
  • an antibacterial spray composition Patent Document 1
  • an anti-odor cosmetic Patent Document 2
  • Antibacterial zeolite carrying silver ions is often used as an antibacterial zeolite for the purpose of deodorization and deodorization (Patent Documents 4 and 5).
  • a skin external preparation containing silver ion-carrying antibacterial zeolite has a problem of whitening derived from silver ion-carrying antibacterial zeolite. That is, when a skin external preparation containing silver ion-carrying antibacterial zeolite is used, there is a problem of whitening that whiteness is conspicuous in the applied body part.
  • Patent Document 6 discloses a technique of blending a certain amount of ethanol and glycerin. However, the effect is not always sufficient, and there is a problem that odors and black spots occur at high temperatures.
  • Patent Document 7 discloses a cosmetic material in which the whiteness after use is not noticeable by blending a specific alkylene oxide derivative with an antiperspirant aerosol cosmetic material blended with an antibacterial zeolite carrying silver ions.
  • Patent Document 7 is only a technique specified for aerosol cosmetics. Further, in the case of liquid cosmetics, not aerosol cosmetics, when white ion-supporting antibacterial zeolite and a specific alkylene oxide derivative are combined, whitening cannot be prevented. Further, the antiperspirant aerosol cosmetic of Patent Document 7 has a problem of odor change.
  • the present inventors conducted extensive research to prevent whitening caused by silver ion-carrying antibacterial zeolite powder in a skin external preparation containing silver ion-carrying antibacterial zeolite powder.
  • a polypropylene glycol of 700 to 4000 a copolymer of polypropylene glycol and polybutylene glycol, or a derivative of polypropylene glycol, a whitening after application is inconspicuous, and a skin external preparation capable of reducing or preventing whitening is obtained.
  • the present invention was completed.
  • An object of the present invention is to provide a skin external preparation that reduces or prevents whitening derived from silver ion-supported antibacterial zeolite powder in a skin external preparation formulated with silver ion-supported antibacterial zeolite powder.
  • the present invention relates to (A) a silver ion-carrying antibacterial zeolite and (B) a polypropylene glycol having a number average molecular weight of 700 to 4000, a copolymer of polypropylene glycol and polybutylene glycol, or a derivative of polypropylene glycol.
  • the present invention provides an external preparation for skin characterized by containing any of them.
  • the derivative of (B) polypropylene glycol is any one of polyoxypropylene glyceryl ether, polyoxypropylene sorbitol, polyoxypropylene butyl ether having a number average molecular weight of 700 to 4000.
  • An external preparation for skin is provided.
  • the present invention provides the above-mentioned skin external preparation characterized by containing 30% by mass or more of ethanol with respect to the total amount of the external preparation for skin.
  • the present invention also provides the above-mentioned external preparation for skin, wherein the external preparation for skin is a liquid cosmetic and is a deodorizing cosmetic filled in a roll-on container.
  • the present invention provides the above-mentioned external preparation for skin, wherein the external preparation for skin is a liquid cosmetic and is a mist-like deodorant cosmetic filled in an aerosol or dispenser container.
  • the present invention provides the above-mentioned external preparation for skin, wherein the external preparation for skin is a liquid cosmetic and is a sheet-like deodorant cosmetic impregnated in a sheet.
  • the effect of the present invention is that whitening derived from silver ion-carrying antibacterial zeolite powder can be reduced or prevented in a skin external preparation containing silver ion-carrying antibacterial zeolite powder.
  • a zeolite powder holding antibacterial silver ions in the ion-exchangeable part of the zeolite is used. That is, it is a zeolite powder in which part or all of the ion-exchangeable ions of the zeolite are substituted with antibacterial silver ions.
  • Silver ion-carrying antibacterial zeolite can be easily produced from zeolite by a conventional method.
  • a zeolite carrying zinc ions and ammonium ions together with antibacterial silver ions is preferable.
  • a commercially available product (Ceramedic AJ10N: Sinane Zeomic Co., Ltd.) can be used in the present invention.
  • the average particle diameter of the silver ion-supporting antibacterial zeolite powder is preferably 10 ⁇ m or less. More preferably, it is 0.1 to 5 ⁇ m. Further, when the average particle diameter is within this range, the particle size distribution preferably having a particle diameter exceeding 1 ⁇ m is 20% or less.
  • the zeolite may be either natural zeolite or synthetic zeolite.
  • Zeolites is generally an aluminosilicate having a three-dimensional skeleton structure, the formula is displayed in XM 2 / n O ⁇ Al 2 O 3 ⁇ YSiO 2 ⁇ ZH 2 O.
  • M represents an ion-exchangeable ion, and is usually a monovalent or divalent metal ion.
  • n is the valence of the (metal) ion.
  • X and Y are the metal oxide and silica coefficient, respectively, and Z is the number of crystal water.
  • zeolites include, for example, A-type zeolite, X-type zeolite, Y-type zeolite, T-type zeolite, high silica zeolite, sodalite, mordenite, analcite, clinoptilolite, chabasite, erionite. Etc.
  • the ion exchange capacities of these zeolites are: A-type zeolite 7 meq / g, X-type zeolite 6.4 meq / g, Y-type zeolite 5 meq / g, T-type zeolite 3.4 meq / g, Sodalite 11.5 meq / G, mordenite 2.6 meq / g, analsim 5 meq / g, clinoptilolite 2.6 meq / g, chabasite 5 meq / g, erionite 3.8 meq / g. Both have sufficient capacity for ion exchange with antibacterial metal ions and ammonium ions.
  • ion-exchangeable ions in the zeolite examples include sodium ions, calcium ions, potassium ions, magnesium ions, and iron ions.
  • antibacterial metal ions that are substituted with these ions include, for example, silver, copper, zinc, mercury, tin, lead, bismuth, cadmium, chromium, or thallium ions. Use what was done.
  • Antibacterial silver ions are preferably contained in the zeolite in an amount of 0.1 to 15% by mass from the viewpoint of antibacterial properties.
  • an antibacterial zeolite containing 0.1 to 15% by mass of silver ions and 0.1 to 8% by mass of zinc ions is preferable.
  • ammonium ions are preferably contained up to 20% by mass in the zeolite, but from the viewpoint of effectively preventing discoloration of the zeolite, 0.5 to 5% by mass in the zeolite is more preferable, and 0.5 to 2%. More preferred is mass%.
  • the mass% is a mass percentage in the zeolite on the basis of 110 ° C. drying.
  • the antibacterial zeolite is prepared as follows. That is, the zeolite is brought into contact with a mixed aqueous solution containing silver ions, zinc ions and the like prepared in advance, and the ions capable of ion exchange in the zeolite are replaced with the ions.
  • the contact can be carried out at 10 to 70 ° C., preferably 40 to 60 ° C. for 3 to 24 hours, preferably 10 to 24 hours by a batch method or a continuous method (for example, a column method).
  • the pH of the mixed aqueous solution is suitably adjusted to 3 to 10, preferably 5 to 7.
  • Each ion in the mixed aqueous solution is usually supplied as a salt.
  • silver ions are silver nitrate, silver sulfate, silver perchlorate, silver acetate, diammine silver nitrate, diammine silver sulfate, and the like.
  • Zinc ions are zinc nitrate (II), zinc sulfate, zinc perchlorate, zinc thiocyanate, zinc acetate and the like.
  • the content of antibacterial silver ions in the zeolite can be appropriately controlled by adjusting the concentration of each ion (salt) in the mixed aqueous solution.
  • concentration of each ion (salt) in the mixed aqueous solution By setting the silver ion concentration in the mixed aqueous solution to 0.002 M / l to 0.15 M / l, an antibacterial zeolite having a silver ion content of 0.1 to 5% can be appropriately obtained.
  • the antibacterial zeolite further contains zinc ions
  • the zinc ion concentration in the mixed aqueous solution is suitably 0.15 M / l to 1.2 M / l, so that the zinc ion content is suitably 0.1 to 8 M / l.
  • % Antibacterial zeolite can be obtained.
  • the antibacterial zeolite can be ion-exchanged by using an aqueous solution containing each ion alone and sequentially contacting each aqueous solution with the zeolite.
  • the concentration of each ion in each aqueous solution can be determined according to the concentration of each ion in the mixed aqueous solution.
  • the zeolite after ion exchange is thoroughly washed and dried. Drying is preferably performed at 105 to 115 ° C. or 70 to 90 ° C. under reduced pressure (1 to 30 Torr).
  • the silver ion-carrying antibacterial zeolite powder is preferably a hydrophobized powder that has been surface-treated with MQ resin by a conventional method.
  • the MQ resin used in the present invention is a partially crosslinked known organosilicone resin (trimethylsiloxysilicate) composed of SiO 2 units (Q units) and R 3 SiO 1/2 units (M units). It is. It has a structure represented by the average formula (1), and its M / Q molar ratio is 0.7 to 1.0.
  • MQ resin is conventionally used alone as a cosmetic raw material for foundations, eye creams, emulsions, creams, sunscreens and the like as a water repellent, and also as a surface treatment agent for cosmetic powders ( Patent No. 3378590).
  • the molecular weight of the MQ resin used in the present invention is not particularly limited, but is preferably between 500 and 10,000. This is because when the molecular weight is less than 500, the treated powder tends to aggregate, and when it exceeds 10,000, the solubility of the MQ resin in an organic solvent is lowered and the powder surface cannot be uniformly coated. It is.
  • the method for coating the MQ resin on the silver ion-carrying antibacterial zeolite powder is not particularly limited. For example, it is obtained by adding and mixing MQ resin dissolved in a solvent while stirring antibacterial zeolite with a Henschel mixer or the like, and then removing the solvent and drying.
  • the solvent used is a volatile organic solvent in which MQ resin is dissolved, and examples thereof include decamethylcyclopentasiloxane, 2-propanol, n-hexane, and cyclohexane.
  • the coating amount of the MQ resin on the silver ion-carrying antibacterial zeolite is 0.5% by mass or more with respect to the silver ion-carrying antibacterial zeolite, and preferably 0.5 to 10% by mass from the viewpoint of usability. It is. More preferably, it is 1 to 3% by mass.
  • the compounding amount of the silver ion-carrying antibacterial zeolite is 0.1 to 20% by mass, preferably 1 to 10% by mass, and more preferably 3 to 7% by mass with respect to the total amount of the external preparation for skin. It is determined appropriately according to the product form, and an appropriate amount is blended.
  • (B) Polypropylene glycol having a number average molecular weight of 700 to 4000, a copolymer of polypropylene glycol and polybutylene glycol, or a derivative of polypropylene glycol”
  • the component (B) blended to reduce or prevent whitening is as follows. One or more of the following (1) to (3) components (B) are blended.
  • Polypropylene glycol having a number average molecular weight of 700 to 4000 (2) Copolymer of polypropylene glycol and polybutylene glycol having a number average molecular weight of 700 to 4000 (3) Derivative of polypropylene glycol having a number average molecular weight of 700 to 4000 (Specific examples include polyoxypropylene glyceryl ether, polyoxypropylene sorbitol, polyoxypropylene butyl ether having a number average molecular weight of 700 to 4000)
  • the number average molecular weight can be determined by the method described on page 942 of Cosmetic Raw Material Standard, Second Edition Comment I (1984, Yakuji Nippo).
  • Polypropylene glycol having a number average molecular weight of 700 to 4000 is Newpol PP-1000 (Sanyo Chemical Industries Co., Ltd.) having a number average molecular weight of 1000, and Newpol PP-2000 (Sanyo Chemical Industries Co., Ltd.) having a number average molecular weight of 2000. Co., Ltd.) and Newpol PP-4000 (Sanyo Chemical Industries Co., Ltd.) having a number average molecular weight of 4000 can be preferably used.
  • a copolymer of polypropylene glycol and polybutylene glycol having a number average molecular weight of 700 to 4000 a PBG / PPG-9 / 1 copolymer having a number average molecular weight of 700 (9: 1 of polybutylene glycol and polypropylene glycol).
  • a copolymer of Uniol PB-700 (Nippon Yushi Co., Ltd.) can be preferably used.
  • Polypropylene glycol derivatives having a number average molecular weight of 700 to 4000 are preferably polyoxypropylene glyceryl ether, polyoxypropylene sorbite, and polyoxypropylene butyl ether.
  • Newpol GP-1000 (Sanyo Chemical Industries Co., Ltd.) having a number average molecular weight of 1000
  • Newpol GP-4000 Synanyo Chemical Industries Co., Ltd.
  • polyoxypropylene sorbit Newpol SP-750 (Sanyo Chemical Industries, Ltd.) having a number average molecular weight of 700 can be preferably used.
  • Newpol LB-285 (Sanyo Chemical Industries Co., Ltd.) having a number average molecular weight of 1200 and Newpol LB-625 (Sanyo Chemical Industries Co., Ltd.) having an average molecular weight of 1870 can be preferably used.
  • the components (1) to (3) are components that are usually blended as a moisturizing agent in a skin external preparation.
  • the whitening caused by silver ion-carrying antibacterial zeolite powder can be reduced. It is an essential component that exhibits a preventive effect and is blended as an anti-whitening agent.
  • the blending amount of the component (B) is 0.1 to 20% by mass, preferably 1 to 20% by mass, more preferably 5 to 20% by mass, based on the total amount of the external preparation for skin.
  • the compounding quantity of a component is suitably determined according to a product form, and a suitable quantity is mix
  • the external preparation for skin of the present invention is not limited to the effects of the present invention, and other components that are usually blended in external preparations for skin such as cosmetics and quasi drugs, such as powder Ingredient, liquid fat, solid fat, wax, hydrocarbon oil, higher fatty acid, higher alcohol, ester oil, silicone oil, anionic surfactant, cationic surfactant, amphoteric surfactant, nonionic surfactant, moisturizer, Film agent, UV absorber, sequestering agent, lower alcohol, polyhydric alcohol, sugar, amino acid, organic amine, polymer emulsion, pH adjuster, skin nutrient, vitamin, antioxidant, antioxidant aid, fragrance Water or the like can be appropriately blended as necessary, and can be produced by a conventional method according to the intended dosage form.
  • cosmetics and quasi drugs such as powder Ingredient, liquid fat, solid fat, wax, hydrocarbon oil, higher fatty acid, higher alcohol, ester oil, silicone oil, anionic surfactant, cationic surfactant, amphoteric surfactant, nonionic surfactant, moisturizer
  • a liquid skin external preparation in which silver ion-carrying antibacterial zeolite powder is dispersed is preferable.
  • ethanol is at least 30% by mass, preferably 30% by mass to 95% by mass with respect to the total amount of the external preparation for skin, from the viewpoint of increasing the solubility of the component B and imparting a refreshing feeling and quick drying.
  • a liquid skin external preparation blended by mass% is preferred.
  • the product form of the external preparation for skin of the present invention is not particularly limited.
  • a liquid cosmetic in which silver ion-carrying antibacterial zeolite powder is dispersed is (1) a deodorant cosmetic filled in a roll-on container, (2) a mist deodorant cosmetic filled in an aerosol or dispenser container, (3) A product form such as a sheet-like deodorant cosmetic impregnated in a sheet such as a non-woven fabric is preferred, and these products are produced by a conventional method.
  • deodorant cosmetics such as powder type, pressed powder type, and stick type are produced by a conventional method as the external preparation for skin of the present invention.
  • a compounding quantity is the mass% with respect to the whole quantity unless there is particular notice.
  • a liquid cosmetic in which silver ion-carrying antibacterial zeolite was dispersed according to the formulation shown in “Table 1” was produced by a conventional method, and whitening after coating, which is an effect of the present invention, was confirmed by the following evaluation method. Further, the occurrence of black color was also confirmed by the following evaluation method.
  • “Table 2” to “Table 5” describe only the B component (Example) blended in the liquid cosmetic composition of “Table 1” or various moisturizers (comparative examples) other than the B component. The evaluation when these are blended is shown.
  • MQ resin treatment of silver ion-carrying antibacterial zeolite is performed by putting 50 g of antibacterial zeolite powder (silver ion, zinc ion, ammonium ion-carrying zeolite (Celamedic AJ10N: Sinanen Zeomic Co., Ltd.) into a small grinder.
  • the MQ resin treating agent dissolved in the solvent was added with stirring, followed by stirring for about 3 minutes, and the resulting powder was dried in a dryer for 24 hours at 120 ° C.
  • the MQ resin used was in M units. : Trimethylsiloxysilicic acid composed of (CH 3 ) 3 SiO 1/2 and Q unit: SiO 2 .
  • the examples of the present invention are excellent in the effect of preventing whitening, and at the same time, excellent in the generation of black spots.
  • the comparative example in which a moisturizing agent such as polypropylene glycol 200, polypropylene glycol 400, or POE / POP dimethyl ether is blended in place of the component (B) of the present invention has no whitening prevention effect, and black May occur.
  • the following is a formulation example of the external preparation for skin of the present invention. Both of these cosmetics are excellent in the effect of reducing and preventing whitening and are free from black spots.
  • Prescription Example 1 Cosmetics suitable for roll-on containers (liquid cosmetics)” Compounding ingredients Mass% Ethanol Residual water 5 Silver ion supported antibacterial zeolite 1 Hydroxypropyl cellulose 0.2 Glutathione 0.5 Paraphenolsulfonic acid zinc salt 0.5 Polypropylene glycol (number average molecular weight 4000) 10
  • “Formulation Example 2 Cosmetics suitable for roll-on containers (liquid cosmetics)” Compounding ingredients Mass% Ethanol Residual water 5 Silver ion supported antibacterial zeolite 10 Hydroxypropyl cellulose 0.2 Glutathione 0.5 Paraphenolsulfonic acid zinc salt 0.5 Polypropylene glycol (number average molecular weight 2000) 10
  • “Formulation Example 4 Sheet-like deodorant cosmetic impregnated in sheet” Compounding ingredients Mass% Ethanol Residual water 40 Silver ion supported antibacterial zeolite 1 Talc 3 Glutathione 0.5 Paraphenolsulfonic acid zinc salt 0.5 Polyoxypropylene butyl ether (number average molecular weight 1870) 5
  • support antibacterial zeolite powder can be provided. Furthermore, since the external preparation for skin of the present invention is free from the problem of black spots, it can provide a new and useful external preparation for skin with no problems as a product.

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
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Abstract

La présente invention concerne une préparation externe pour la peau, qui est caractérisée en ce qu'elle contient (A) une zéolite antibactérienne supportant des ions argent et (B) l'un parmi un polypropylène glycol ayant une masse moléculaire moyen en nombre de 700-4 000, un copolymère d'un polypropylène glycol et d'un polubutylène glycol, et un dérivé d'un polypropylène glycol. L'objectif de la présente invention est de fournir une préparation externe pour la peau, dans laquelle une poudre de zéolite antibactérienne supportant des ions argent est incorporée et qui est empêchée de présenter un aspect pulvérulent en raison de la poudre de zéolite antibactérienne supportant des ions argent.
PCT/JP2012/053607 2011-03-30 2012-02-16 Préparation externe pour la peau WO2012132603A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2011-074581 2011-03-30
JP2011074581A JP4959010B1 (ja) 2011-03-30 2011-03-30 皮膚外用剤

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WO2012132603A1 true WO2012132603A1 (fr) 2012-10-04

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JP (1) JP4959010B1 (fr)
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WO (1) WO2012132603A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2016084317A (ja) * 2014-10-28 2016-05-19 花王株式会社 シート状化粧料
US20170143613A1 (en) * 2014-06-23 2017-05-25 Rohm And Haas Company Oil-free emollients in personal care compositions

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108602851B (zh) * 2016-01-29 2022-04-01 株式会社钟化 含肽组合物及肽的稳定剂、稳定化方法及保存方法
JP7174594B2 (ja) * 2018-10-31 2022-11-17 株式会社マンダム シート化粧料

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2004149434A (ja) * 2002-10-29 2004-05-27 Shiseido Co Ltd 制汗エアゾール化粧料
JP2009235016A (ja) * 2008-03-28 2009-10-15 Shiseido Co Ltd 皮膚血流改善剤および皮膚温度上昇剤

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2004149434A (ja) * 2002-10-29 2004-05-27 Shiseido Co Ltd 制汗エアゾール化粧料
JP2009235016A (ja) * 2008-03-28 2009-10-15 Shiseido Co Ltd 皮膚血流改善剤および皮膚温度上昇剤

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20170143613A1 (en) * 2014-06-23 2017-05-25 Rohm And Haas Company Oil-free emollients in personal care compositions
JP2016084317A (ja) * 2014-10-28 2016-05-19 花王株式会社 シート状化粧料

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JP2012206991A (ja) 2012-10-25
TW201247229A (en) 2012-12-01
JP4959010B1 (ja) 2012-06-20

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