WO2011111828A1 - Composition cosmétique - Google Patents

Composition cosmétique Download PDF

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Publication number
WO2011111828A1
WO2011111828A1 PCT/JP2011/055802 JP2011055802W WO2011111828A1 WO 2011111828 A1 WO2011111828 A1 WO 2011111828A1 JP 2011055802 W JP2011055802 W JP 2011055802W WO 2011111828 A1 WO2011111828 A1 WO 2011111828A1
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WIPO (PCT)
Prior art keywords
powder
mass
cosmetic composition
silicic acid
component
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PCT/JP2011/055802
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English (en)
Japanese (ja)
Inventor
明日香 田村
義広 徳永
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ライオン株式会社
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Priority to JP2012504540A priority Critical patent/JP5721696B2/ja
Publication of WO2011111828A1 publication Critical patent/WO2011111828A1/fr

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    • 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
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/894Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
    • 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
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585Organosilicon compounds
    • 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
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • 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
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations

Definitions

  • the present invention relates to a cosmetic composition excellent in smooth feeling and its sustainability, and having good powder redispersibility.
  • Patent Document 1 includes (a) 0.01 to 40% by mass of a silicone surface-treated powder, (b) 0.01 to 60% by mass of a polyether-modified silicone having a molecular weight of 3,500 or less, and (c) 10% of water.
  • An aqueous powder-containing cosmetic containing ⁇ 99.8% by mass has been proposed. According to this proposal, it is said that an aqueous powder-containing cosmetic having excellent dispersibility of the silicone surface-treated powder and excellent quality stability can be provided.
  • talc is used as the silicone surface-treated powder.
  • Patent Document 2 proposes a deodorant cosmetic using magnesium oxide as a powder. According to this proposal, it is said that a deodorizing effect, its sustainability and a smooth feeling can be realized. In this proposed Example 13, a deodorant hairwater containing magnesium oxide and polyether-modified silicone is disclosed.
  • Patent Document 3 discloses (A) organic powder, (B) water-soluble inorganic salt, (C) surfactant, (D) ethanol, and (E) water, preferably (F) non-spherical powder.
  • a two-layer type cosmetic material containing the above has been proposed. According to this proposal, it is said that the redispersibility of the powder is excellent, and when applied to the skin or hair, a refreshing feeling and a smooth feeling of use can be obtained.
  • nylon powder and silicone powder are used as the organic powder, and in Example 10, polyether-modified silicone is used.
  • Patent Document 4 discloses a pest repellent composition containing a pest repellent and anhydrous silicic acid porous fine particles.
  • anhydrous silicic acid porous fine particles in a cosmetic composition, and Thereby, there is no disclosure or suggestion that the smooth feeling and its sustainability are improved and the redispersibility of the powder is improved.
  • JP-A-6-116120 JP 2001-187721 A Japanese Patent Laid-Open No. 2004-262887 JP 2007-22920 A
  • an object of the present invention is to provide a cosmetic composition with improved smoothness and sustainability and good powder redispersibility.
  • anhydrous silicic acid porous powder preferably an anhydrous silicic acid porous powder having an average particle size of 2 ⁇ m to 14 ⁇ m
  • B a polyether-modified silicone having an HLB of 5 to 10
  • C A predetermined mass ratio (A / B) containing 30% by mass to 80% by mass of water and (A) the anhydrous silicic acid porous powder and (B) the polyether-modified silicone having an HLB of 5 to 10.
  • the cosmetic composition contained in (3) is improved in the smooth feeling and its sustainability, and the redispersibility of the powder, preferably (D) the deodorizing effect is improved by adding a deodorizing component, More preferably, it has been found that the persistence of the deodorizing effect can be exhibited by further adding (E) a disinfectant.
  • ⁇ 1> containing (A) silicic acid porous porous powder, (B) polyether-modified silicone having 5 to 10 HLB, and (C) 30 to 80% by mass of water, The mass ratio (A / B) of the content of the porous silicic acid porous powder and the content of the polyether-modified silicone of the component (B) is 0.2-7. It is a composition.
  • ⁇ 2> The cosmetic composition according to ⁇ 1>, wherein the (A) anhydrous silicic acid porous powder is an anhydrous silicic acid porous powder having an average particle diameter of 2 ⁇ m to 14 ⁇ m.
  • ⁇ 3> The makeup according to any one of ⁇ 1> to ⁇ 2>, further comprising (D) at least one deodorant component selected from zinc paraphenolsulfonate, zinc oxide, and chlorohydroxyaluminum.
  • ⁇ 4> The cosmetic composition according to any one of ⁇ 1> to ⁇ 3>, further comprising (E) at least one fungicide selected from isopropylmethylphenol, benzalkonium chloride, and triclosan. It is.
  • the smooth feeling and the sustainability thereof are improved, the redispersibility of the powder is good, and the deodorant is preferably added by blending a specific deodorizing component. It is possible to provide a cosmetic composition having an improved effect, and more preferably a long-lasting deodorizing effect by incorporating a specific fungicide.
  • FIG. 1 is a schematic view showing an example of a hollow anhydrous silicic acid porous powder.
  • the cosmetic composition of the present invention contains (A) anhydrous silicic acid porous powder, (B) a polyether-modified silicone having an HLB of 5 to 10, and (C) water, preferably (D) It contains an odor component and (E) a bactericide, and further contains other components as necessary.
  • the anhydrous silicic acid porous powder of component (A) is preferably spherical, and more preferably spherical and having an average particle diameter of 2 ⁇ m to 14 ⁇ m.
  • a hollow (hollow diameter: 1.5 ⁇ m to 4.3 ⁇ m) porous silicic acid porous powder having an average particle diameter of 2 ⁇ m to 14 ⁇ m is more preferable.
  • These may be used individually by 1 type and may use 2 or more types together.
  • the anhydrous silicic acid porous powder has the ability to spread the powder on the skin by adsorbing the specific polyether-modified silicone into the infinite number of pores due to the infinite number of pores existing on the wall surface of the powder. It is assumed that the smooth feeling and its sustainability are also improved.
  • the average particle diameter of the porous silicic acid porous powder is preferably 2 ⁇ m to 14 ⁇ m, and more preferably 2 ⁇ m to 6.5 ⁇ m from the viewpoint of deodorizing effect, smooth feeling and its sustainability. When the average particle diameter is less than 2 ⁇ m, the tendency to peel off is exceeded, and when the average particle diameter exceeds 14 ⁇ m, the durability of the smooth feeling may be lowered.
  • the surface pore diameter of the anhydrous silicic acid porous powder is preferably 20 to 150 mm, and the specific surface area is preferably 200 m 2 / g to 700 m 2 / g.
  • the average particle diameter can be measured with a measuring instrument such as a laser diffraction particle size distribution measuring apparatus (SALD-2200, manufactured by Shimadzu Corporation).
  • SALD-2200 laser diffraction particle size distribution measuring apparatus
  • the surface pore diameter and specific surface area can be confirmed by BET method using, for example, Sorptomatic Series 1800 manufactured by Carlo Elba.
  • the silicic acid porous porous powder is made of silicic anhydride and can be synthesized by an interfacial reaction method.
  • a water-in-oil emulsion emulsion
  • a surfactant in an inorganic compound aqueous solution, and this is mixed with another aqueous solution to cause a precipitation reaction at the water droplet interface.
  • the reaction by-product, the surfactant and the like are removed to synthesize a porous silicic acid porous powder having no hollow portion or a hollow portion (that is, solid).
  • the hollow silicic acid porous porous powder can be produced, for example, by the method described in Japanese Patent Publication No. 5-9133.
  • the hollow anhydrous silicic acid porous powder is a powder 10 having a hollow (void) 1 inside the powder as shown in FIG.
  • the internal hollow diameter can be determined by, for example, selecting and observing representative particles using a transmission electron microscope (TEM) and measuring the diameter of the hollow portion using a scale.
  • TEM transmission electron microscope
  • silicic acid porous powders include, for example, God Ball B-6C (true sphere, average particle diameter 2 ⁇ m, hollow porous, hollow diameter 1.5 ⁇ m), God Ball B-11C (true sphere, Average particle diameter 3.5 ⁇ m, hollow porous, hollow diameter 2.3 ⁇ m), God ball B-16C (true spherical, average particle diameter 6.5 ⁇ m, hollow porous, hollow diameter 4.3 ⁇ m), God ball B-25C (True sphere, average particle diameter 14 ⁇ m, hollow porous, hollow diameter 9.3 ⁇ m), God Ball E-16C (true sphere, average particle diameter 4.7 ⁇ m, solid porous) (all are Suzuki Yushi Kogyo Co., Ltd.) Manufactured), Sunsphere H122 (true sphere, average particle diameter 12 ⁇ m, solid porous), Sunsphere H51 (true sphere, average particle diameter 5 ⁇ m, solid porous), Sunsphere H31 (true sphere, average particle diameter 3 ⁇ m) , Solid
  • God Ball B-6C (true sphere, average particle diameter 2 ⁇ m, hollow porous, hollow diameter 1.5 ⁇ m), God Ball B-11C (true sphere, average particle) from the viewpoint of smooth feeling and durability. 3.5 ⁇ m in diameter, hollow porous, 2.3 ⁇ m in hollow diameter), God Ball B-16C (true sphere, average particle diameter 6.5 ⁇ m, hollow porous, hollow diameter 4.3 ⁇ m) is preferable, and God Ball B-6C (True sphere, average particle diameter 2 ⁇ m, hollow porous, hollow diameter 1.5 ⁇ m) is particularly preferable.
  • the content of the silicic acid porous porous powder of the component (A) is preferably 0.5% by mass to 5% by mass with respect to the total amount of the cosmetic composition. From the viewpoint of redispersibility, 1% by mass to 3% by mass is more preferable. When the content is less than 0.5% by mass, the feeling of smoothness and the sustainability thereof may be lowered. When the content exceeds 5% by mass, the redispersibility of the powder may be deteriorated and clogging may occur. May occur.
  • the polyether-modified silicone having an HLB of 5 to 10 as the component (B) is an organopolysiloxane compound having a polyoxyalkylene group at the side chain or terminal.
  • the polyether-modified silicone has an appropriate surface activity, and produces a uniform dispersed state when re-dispersing the silicic anhydride porous powder of the component (A), and such a good dispersed state. Can be maintained for a long time, and the smooth feeling and its sustainability can be improved.
  • the HLB of the polyether-modified silicone as the component (B) is 5 to 10 from the viewpoint of smooth feeling and its durability, and redispersibility of the powder. From the viewpoint, 6 to 8 is particularly preferable.
  • the HLB is in the above range, when re-dispersing the silicic acid porous porous powder of the component (A), it can be uniformly dispersed in the cosmetic composition without agglomeration. Its sustainability is also improved.
  • the HLB is less than 5, the feeling of smoothness and the durability thereof, and the redispersibility of the powder may be deteriorated.
  • the HLB exceeds 10 the feeling of smoothness and the durability thereof, and the redispersibility of the powder are deteriorated. May be.
  • HLB means a hydrophilic-lipophilic balance, and is represented by the following Griffin equation.
  • polyether-modified silicone having an HLB of 5 to 10 As the component (B), an appropriately synthesized product or a commercially available product may be used.
  • the commercially available products include SH3772M (HLB: 6), SH3773M (HLB: 8), SH3775M (HLB: 5) manufactured by Toray Dow Corning Co., Ltd., and KF-6012 (HLB: 7) manufactured by Shin-Etsu Chemical Co., Ltd. ), KF-6013 (HLB: 10), and the like. These may be used individually by 1 type and may use 2 or more types together.
  • an organopolysiloxane compound having a polyoxyalkylene group at the side chain or terminal represented by the following general formula is preferably used.
  • R 1 represents a methyl group or a phenyl group
  • R 2 represents a methyl group or a hydroxyl group
  • R 3 represents an alkyl group having 1 to 12 carbon atoms, an alkoxy group or hydroxyl group having 1 to 6 carbon atoms.
  • the sum of m and p represents the number average degree of polymerization, and m is preferably a number from 1 to 100, more preferably a number from 20 to 30.
  • p is preferably a number from 1 to 20, more preferably a number from 2 to 10.
  • q and r are each preferably a number from 0 to 50, more preferably a number from 20 to 30.
  • a side chain type polyether-modified silicone having a polyoxyalkylene group in the side chain is preferable from the viewpoint of smooth feeling and its durability.
  • the content of the polyether-modified silicone in the component (B) is preferably 0.1% by mass to 5% by mass with respect to the total amount of the cosmetic composition, and the redispersibility, dry feeling and sustainability of the powder. From the point of view, 0.5 mass% to 3 mass% is more preferable. If the content is less than 0.1% by mass, the feeling of smoothness and the sustainability may not be obtained, and the redispersibility of the powder may be deteriorated. The feeling and its sustainability may be deteriorated, and the redispersibility of the powder may be deteriorated.
  • the mass ratio (A / B) between the content of the silicic acid porous porous powder of the component (A) and the content of the polyether-modified silicone having an HLB of 5 to 10 in the component (B) is 0. 2 to 7, preferably 0.7 to 4 and more preferably 1 to 3 from the viewpoint of smooth feeling and sustainability.
  • the mass ratio (A / B) is less than 0.2, the smooth feeling and the sustainability thereof may be deteriorated.
  • the mass ratio (A / B) is more than 7, the redispersibility of the powder may be deteriorated.
  • the water of the component (C) can spread the components (A) and (B) uniformly on the skin and improve the retention on the skin. Use of water also improves the feeling of use.
  • the water content of the component (C) is 30% by mass to 80% by mass, and preferably 40% by mass to 60% by mass with respect to the total amount of the cosmetic composition. When the content is less than 30% by mass, the redispersibility of the powder may be deteriorated. When the content is more than 80% by mass, the dryness is poor and the sustainability may be inferior.
  • the deodorant component (D) examples include zinc paraphenolsulfonate, zinc oxide, chlorohydroxyaluminum, and magnesia silica other than the component (A). These may be used individually by 1 type and may use 2 or more types together. Among these, zinc paraphenol sulfonate is particularly preferable from the viewpoint of the deodorizing effect. This is because the deodorizing component and the like gradually ooze out to the surface, and the component (A) has a hollow (void) 1 inside the powder, particularly in the hollow portion of the powder as shown in FIG. It is presumed that the deodorizing effect is improved by including a deodorant component.
  • the zinc oxide may be used as a single component or may be combined with other components.
  • As the composite zinc oxide is finely dispersed in silicic acid anhydride, so it has a high deodorizing effect, and further, the zinc oxide is difficult to agglomerate, so the redispersibility of the powder is good. This is preferable.
  • Examples of the method for producing solid particles in which zinc oxide is supported on the surface of anhydrous silicic acid include zinc oxide composite particles obtained by the production method described in JP-A-2008-293701.
  • the average particle diameter of the zinc oxide is preferably 0.01 ⁇ m to 1 ⁇ m, and more preferably 0.1 ⁇ m to 0.6 ⁇ m.
  • the average particle size of the zinc oxide composite powder is preferably 10 ⁇ m to 75 ⁇ m. If the average particle size is less than 10 ⁇ m, the zinc oxide may aggregate in the composite powder and the deodorizing action may be reduced. If the average particle size exceeds 75 ⁇ m, the mass of the powder increases and the powder is redispersed. May be worse.
  • the average particle diameter of the zinc oxide and zinc oxide composite powder is the median diameter (particle diameter at which the cumulative particle amount is 50% by volume). For example, a laser diffraction type particle size distribution measuring apparatus (SALD-2200, manufactured by Shimadzu Corporation) is used. ) Or the like.
  • the content of the deodorant component of the component (D) is preferably 0.1% by mass to 10% by mass with respect to the total amount of the cosmetic composition, and 0.3% by mass to 5% by mass from the viewpoint of the deodorizing effect. % Is more preferable. If the content is less than 0.1% by mass, the deodorizing effect may be reduced, and if it exceeds 10% by mass, the redispersibility of the powder may be inferior.
  • fungicide of the said (E) component there is no restriction
  • the content of the fungicide of the component (E) is preferably 0.01% by mass to 1% by mass with respect to the total amount of the cosmetic composition, and 0.05% by mass in particular from the viewpoint of sustaining the deodorizing effect. 0.5 mass% is more preferable.
  • the content is less than 0.01% by mass, the persistence of the deodorizing effect may be lowered.
  • the persistence of the deodorizing effect is saturated, which is uneconomical and skin irritation. May be a concern.
  • optional components added to the cosmetic composition can be blended within a range not impairing the effects of the present invention.
  • the other components include fats and oils, waxes, silicones other than the component (B), hydrocarbon oils, higher fatty acids, higher alcohols, glycerin, propylene glycol and other polyhydric alcohols, synthetic ester oils, and surfactants.
  • Agents polymer compounds, antioxidants, pigments, emulsion stabilizers, pH adjusters, astringents other than component (D), preservatives, UV absorbers, chelating agents, moisturizers, thickeners, refreshing agents, anti-oxidants Inflammatory agents, amino acids, vitamins, various plant extracts and the like can be mentioned.
  • the method for producing the cosmetic composition of the present invention is not particularly limited and may be appropriately selected depending on the intended purpose.
  • ethanol (A) to (B) may be added to water of component (C).
  • the cosmetic composition can be prepared by uniformly mixing the component (D) or the component (E) and the other components as necessary.
  • the cosmetic composition of the present invention can be used by filling a spray container. Moreover, even if it fills a non-gas type spray container, it can be used conveniently.
  • the non-gas type spray container means a container that is not filled in a liquefied gas aerosol type container such as liquefied petroleum gas, ether, or chlorofluorocarbon.
  • a trigger, a dispenser, an air spray (a pressure accumulating container that compresses air), a rubber elastic spray container, an electric spray, a manual atomizer, and the like can be used.
  • ⁇ Form and dosage form> There is no restriction
  • a wide range of dosage forms such as solubilizing systems can be taken. That is, it can be widely applied in various dosage forms such as powder, lotion, mask, mist, spray, impregnated sheet, patch, cream, gel, and pack.
  • the cosmetic composition of the present invention has a high deodorizing effect, improved smoothness and sustainability, and improved powder redispersibility.
  • cosmetics, pharmaceuticals, quasi drugs, etc. Can be applied, lotion, serum, essence, milky lotion, sunscreen lotion, sunscreen cream, aqueous foundation, deodorant lotion, deodorant spray, deodorant mist, deodorant sheet, deodorant roll on, deodorant foundation, sheet makeup It can be used for a wide range of materials.
  • Examples 1 to 48 and Comparative Examples 1 to 10 Preparation of cosmetic composition- In the prescribed amount (unit: mass%) of ethanol and (C) component water shown in Tables 1 to 3 below, (A) component to (B) component, or (D) to (E) component, as necessary
  • the optional ingredients were mixed and made uniform to prepare the cosmetic compositions of Examples 1 to 48 and Comparative Examples 1 to 10, and filled into predetermined containers (polypropylene containers (capacity: 100 mL)).
  • predetermined containers polypropylene containers (capacity: 100 mL)
  • Tables 1-1 to 1-6 show lotions
  • Tables 2-1 to 2-2 and Tables 3-1 to 3-2 show deodorant lotions.
  • the mass ratio (A / B) in an Example and a comparative example shows the value, when it is divisible, and when it is not divisible, it is the value which rounded off the second decimal place.
  • ⁇ Method for evaluating redispersibility of powder 90 mL of each cosmetic composition is dispensed into a 100 mL container, centrifuged at 3,000 rpm for 8 minutes, and then the sample is subjected to a 15 cm wide stroke (one reciprocation / second) to agglomerate powder on the bottom of the container The number of strokes until no settling was observed was measured, and the redispersibility of the powder was evaluated according to the following criteria. Next, the average point of the number of strokes when the test was conducted five times was determined, and the redispersibility was evaluated as follows. Average points are rounded off.
  • the above composition is prepared by a conventional method and filled into a container with a trigger (Z-305, manufactured by Mitani Valve Co., Ltd., caliber: 0.45 mm, discharge amount: 0.35 mL / 1 push, material: polypropylene (PP)) did.
  • the above composition is prepared by a conventional method and filled into a container with a trigger (Z-305, manufactured by Mitani Valve Co., Ltd., caliber: 0.45 mm, discharge amount: 0.35 mL / 1 push, material: polypropylene (PP)) did.
  • Table 4 shows the raw materials used in Examples 1 to 51 and Comparative Examples 1 to 10.
  • the cosmetic composition of the present invention can be applied to, for example, cosmetics, pharmaceuticals, quasi-drugs, and the like, specifically, lotion, cosmetic liquid, essence, milky lotion, sunscreen lotion, sunscreen cream. , Aqueous foundation, deodorant spray, deodorant mist, deodorant sheet, deodorant roll-on, deodorant foundation, sheet-like cosmetics, and the like.

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Abstract

L'invention divulgue une composition cosmétique qui a une sensation sèche et non collante améliorée, une durée améliorée de la sensation et une bonne redispersibilité d'une poudre. L'invention divulgue spécifiquement une composition cosmétique qui contient (A) une poudre d'anhydride d'acide silicique poreuse, (B) une silicone modifiée par un polyéther ayant un HLB de 5-10, et (C) 30-80% en masse d'eau, le rapport en masse (A/B) de la teneur en composant (A), qui est la poudre d'anhydride d'acide silicique poreuse, à la teneur en composant (B), qui est la silicone modifiée par un polyéther, étant de 0,2-7.
PCT/JP2011/055802 2010-03-11 2011-03-11 Composition cosmétique WO2011111828A1 (fr)

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WO2015055198A1 (fr) * 2013-10-15 2015-04-23 Henkel Ag & Co. Kgaa Agent cosmétique anti-transpiration contenant des acides sulfoniques aromatiques
JP2015199712A (ja) * 2014-04-03 2015-11-12 ライオン株式会社 デオドラント組成物
JP2020169135A (ja) * 2019-04-03 2020-10-15 ポーラ化成工業株式会社 化粧料
US11136361B2 (en) 2016-06-03 2021-10-05 Kyushu University, National University Corporation Fusion protein for improving protein expression from target mRNA
EP3892255A4 (fr) * 2018-12-07 2023-08-09 Shiseido Company, Ltd. Produit cosmétique de type aqueux ou huile dans l'eau

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