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WO2019096383A1 - Émulsion huile-dans-eau antitranspirante possédant des propriétés d'application améliorées - Google Patents

Émulsion huile-dans-eau antitranspirante possédant des propriétés d'application améliorées Download PDF

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Publication number
WO2019096383A1
WO2019096383A1 PCT/EP2017/079410 EP2017079410W WO2019096383A1 WO 2019096383 A1 WO2019096383 A1 WO 2019096383A1 EP 2017079410 W EP2017079410 W EP 2017079410W WO 2019096383 A1 WO2019096383 A1 WO 2019096383A1
Authority
WO
WIPO (PCT)
Prior art keywords
water emulsion
oil
range
cosmetic oil
weight
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/EP2017/079410
Other languages
English (en)
Inventor
Cecile Ratschow
Ana Karen ZAVALA RAYA
Gauthier Denis Pierre LAMBERT
Maria Gabriela GONZALEZ
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Beiersdorf AG
Original Assignee
Beiersdorf AG
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 Beiersdorf AG filed Critical Beiersdorf AG
Priority to PCT/EP2017/079410 priority Critical patent/WO2019096383A1/fr
Publication of WO2019096383A1 publication Critical patent/WO2019096383A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00—Anti-perspirants or body deodorants
    • 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/26—Aluminium; Compounds thereof
    • 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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585—Organosilicon compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59—Mixtures
    • A61K2800/596—Mixtures of surface active compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/87—Application Devices; Containers; Packaging
    • A61K2800/872—Pencils; Crayons; Felt-tip pens

Definitions

  • the present invention belongs to the cosmetic field and relates to a cosmetic oil-in-water emulsion containing at least one antiperspirant active ingredient, at least one silicone oil and glycerol, characterized in that ratio by weight of the at least one silicone oil and the glycerol is in the range from 2:1 to 6:1.
  • the cosmetic oil-in-water emulsion of the present invention is in particular suitable for the application with a roll-on applicator to the human skin. After application and drying the oil-in-water emulsion leaves only an insignificant amount of white marks behind on the skin and the applied emulsion does not feel sticky on the skin.
  • Antiperspirant products are commonly applied to the axillary region of the human body to prevent and/or reduce the sweat production. Technically this effect is achieved by
  • antiperspirant active ingredients blocking the sweat glands.
  • those antiperspirant active ingredients are specific aluminum salts, which polymerize and thereby block the entrance of the sweat glands.
  • aluminum salts which are most commonly used as antiperspirant active ingredients, are water soluble such that normal sweat production usually removes the polymerized aluminum salts within 72 hours from the sweat glands.
  • the aluminum salts may be removed by washing the axillary region with water.
  • Standard commercial antiperspirant products are mostly formulated as aerosol, pump spray, roll-on preparation, cream or stick.
  • the popularity of these products varies depending on the region. For example, in Europe most markets are dominated by aerosol and roll-on preparations, whereby in North America customers prefer to use antiperspirant sticks.
  • Roll-on preparations are applied from a reservoir container via a rotatably mounted ball by rolling the ball over the human skin.
  • Antiperspirant cosmetic compositions suitable to be applied with a roll-on applicator are usually either formulated as an alcoholic solution or as an oil-in-water emulsion.
  • the oil compounds are included in the formulation, which allow for an enhanced skin caring effect.
  • those oil-in-water emulsions can be applied to the skin after shaving without causing a burning effect.
  • primary alcohols such as ethanol
  • water-soluble aluminum, zinc and/or aluminum zirconium salts in these oil-in-water emulsions due to the presence of the water-soluble aluminum, zinc and/or aluminum zirconium salts in these oil-in-water emulsions, a number of adverse effects may become obvious upon application to the human skin.
  • the antiperspirant ingredient when the oil-in-water emulsion is applied to the skin, the antiperspirant ingredient is still dissolved in the aqueous phase of the oil-in-water emulsion. But, after drying it is often found that white residues become apparent. These white residues may also be transferred from the skin to the clothes which is rather annoying for the customer.
  • US 7776317 B2 discloses in example E5 an antiperspirant roll-on emulsion containing glycerol and cyclomethicone.
  • glycerol was used in excess in relation to the cyclomethicone.
  • WO 2013182667 A2 discloses antiperspirant compositions, which are formulates as an emulsion.
  • the objective of the described invention was to provide antiperspirant roll-on formulations which leave a reduced amount of white residues behind after application.
  • volatile silicone oils are disclosed as optional ingredient for the formulation.
  • WO 9832418 A1 discloses clear antiperspirant composition with reduced fabric staining. Here, it should be emphasized that staining is a different effect in comparison to leaving white residues on the skin after application and drying.
  • the water-in-oil emulsions disclosed in WO 9832418 A1 contain an antiperspirant active ingredient and at least one volatile silicone oil. However, there is no disclosure concerning a water-in-oil emulsion, concerning the addition of glycerol and selecting a specific ratio between volatile silicone oils and glycerol.
  • the present invention is a cosmetic oil-in-water emulsion containing
  • ratio by weight between the at least one volatile silicone oil b) and the glycerol c) is in the range from 2:1 to 6:1.
  • the cosmetic oil-in-water emulsion according to the invention does not suffer the disadvantages of the prior art.
  • another subject of the present invention is the use of the cosmetic oil-in-water emulsion according to the invention to provide an antiperspirant roll-on product, which leaves fewer white residues after application to the human skin and/or which feels less sticky upon application to the skin.
  • normal conditions refers to 20°C, 1013 hPa and a relative humidity of 50%.
  • the term “free from” means that the proportion of the respective substance is less than 0.05% by weight. This ensures that entrainments or impurities with these substances are not included as “free from” according to the invention.
  • the term“skin” refers solely to human skin.
  • the cosmetic oil-in-water emulsion contains at least one antiperspirant active ingredient.
  • aluminum salts which may be selected from the following non-limiting list:
  • Aluminum salts such as aluminum chloride, AICI 3 , aluminum sulfate, Al 2 (S0 4 ) 3
  • Aluminum chlorides of the empirical formula [Al 2 (OH) m Cl n ], where m + n 6
  • Standard Al complexes Locron P (Clariant), Micro-Dry (Reheis), ACH-331 (Summit), Aloxicoll PF 40 (Giulini).
  • - Capitalized Al complexes Reach 501 (Reheis), AACH 324 (Summit), AACH 7171 (Summit), Aloxicoll P (Giulini), Aloxicoll SD100
  • Aluminum sesquichlorohydrate [AI 2 (OH) 4,5 CI I , 5] x H 2 0 - Standard Al complexes: Aluminum sesquichlorohydrate (Reheis), AACH 308 (Summit) - Capitalized Al complexes: Reach 301 (Reheis)
  • Aluminum-zirconium salts are preferred antiperspirant active ingredients which can be included in the cosmetic oil-in-water emulsion of the present invention. These aluminum-zirconium salts may be selected from the following non-limiting list:
  • At least one antiperspirant active ingredients is chosen from aluminum chlorohydrate and aluminum
  • sesquichlorohydrate Most preferred is aluminum chlorohydrate.
  • the total quantity of the at least one antiperspirant active ingredient is in the range from 5% to 15% by weight, more preferably 7.5% to 12.5% by weight and most preferably 9% to 11 % by weight, calculated to the total weight of the cosmetic oil-in-water emulsion.
  • the cosmetic oil-in-water emulsion of the present invention contains in addition to the antiperspirant active ingredient at least one volatile silicone oil.
  • silicone oil generally conforms to polyalkylsiloxanes, preferably solely to polydimethylsiloxanes.
  • volatile refers to those materials which have a measurable vapor pressure at normal conditions.
  • volatile silicone oils can be found in the article“Volatile silicone fluids for cosmetics”, 91 Cosmetic and Toiletries 27-32 (1976).
  • the volatile silicone oils which are in accordance with the invention are preferably therein characterized that they have a kinematic viscosity in the range from 0.5 cSt (Centistoke) to 10 cSt, preferably 2 cSt to 6 cSt at 25°C.
  • the kinematic viscosity of the volatile silicone oils can be determined using a glass capillary viscometer. The method is described in the publication of the American Society for Testing And Materials (ASTM), Philadelphia, Penn., ASTM D 445-94,“Standard Test Method for Kinematic Viscosity of Transparent and Opaque Liquids (the Calculation of Dynamic Viscosity)”.
  • the volatile silicone oil contained in the cosmetic oil-in- water emulsion is chosen from volatile linear silicone oils.
  • Preferred linear silicone oils that are in accordance with the present invention are volatile linear silicone oils having 2 to 10 siloxane units as for example in the commercial products Dow Corning ® 200 (0.65 cSt),
  • the volatile silicone oil contained in the cosmetic oil- in-water emulsion is chosen from volatile cyclic silicone oils.
  • Cyclic silicone oils are generally marketed under CTFA designation Cyclomethicone.
  • Volatile cyclic silicone oils that are preferred according to the invention conform to the formula (I) wherein n is an integer in the range from 3 to 9, more preferably 4 to 6. These oils usually have a vapor pressure of about 13-25 Pa at 20°C.
  • Suitable cyclic volatile silicone oils for use herein include, but are not limited to the commercial products Mirasil CM5 (Bluestar Silicones) and Xiameter PMX-0245 (Dow Corning).
  • volatile cyclic silicone oils are chosen in favor of the volatile linear silicone oils. Therefore, it is preferred if the at least one volatile silicone oil is selected from volatile cyclic silicone oils, most preferred from volatile cyclic silicone oils which are in accordance with the formula I, wherein n is 5.
  • the cosmetic oil-in-water emulsion contains glycerol.
  • the quantity of glycerol is in the range from 0.5% to 2% by weight, more preferably 0.8% to 1.2% by weight, calculated to the total weight of the composition.
  • the ratio by weight between the at least one volatile silicone oil and the glycerol is in the range from 2:1 to 6:1 , preferably from 2.3:1 to 4:1 and most preferably from 2.5:1 to 3.5:1.
  • At least one antiperspirant active ingredient selected from aluminum chlorohydrate and aluminum sesquichlorohydrate,
  • n is an integer in the range from 3 to 9, preferably 4 to 6, and
  • ratio by weight between the at least one volatile silicone oil b) and the glycerol c) is in the range from 2:1 to 6:1 , preferably from 2.3:1 to 4:1 and most preferably from 2.5:1 to 3.5:1.
  • the oil-in-water emulsion contains - calculated to the total weight of the cosmetic oil-in-water emulsion - a) 7.5% to 12.5% by weight at least one antiperspirant active ingredient selected from aluminum chlorohydrate and aluminum sesquichlorohydrate,
  • n is an integer in the range from 4 to 6, and
  • ratio by weight between the at least one volatile silicone oil b) and the glycerol c) is in the range from 2.3:1 to 4:1 and more preferably from 2.5:1 to 3.5:1.
  • the oil-in-water emulsion contains - calculated to the total weight of the cosmetic oil-in-water emulsion - a) 7.5% to 12.5% by weight, preferably 9% to 1 1% by weight aluminum chlorohydrate, b) at least one volatile silicone oil selected from cyclic silicone oils which conform to the structure
  • n is an integer in the range from 4 to 6, and
  • ratio by weight between the at least one volatile silicone oil b) and the glycerol c) is in the range from 2.5:1 to 3.5:1.
  • the cosmetic oil-in-water emulsion is a macro-emulsion.
  • macro-emulsion is understood to be an emulsion therein characterized that the average diameter of the emulsified droplets exceeds 1 pm.
  • the "average diameter of the emulsified droplets" is preferably understood to be the volume-average droplet diameter D50, which can be determined by the conventional methods, for example by laser diffraction.
  • the volume-average droplet diameter D50 is the point in the particle size distribution at which 50 vol.% of the emulsified droplets have a smaller diameter and 50 vol.% of the emulsified droplets have a larger diameter.
  • the cosmetic oil-in-water emulsion of the present invention is preferably therein
  • the total amount of the oil phase and lipid phase is in the range from 0.5% to 6.5% by weight, more preferably 2.5% to 4.5% by weight, calculated to the total weight of the cosmetic oil-in-water emulsion.
  • emulsifiers are generally not included in the oil phase and lipid phase.
  • oil-in-water emulsion is free from PPG alkyl ethers as these components may adversely affect the properties of the composition.
  • PPG alkyl ethers may adversely affect the properties of the composition.
  • C12-15 alkyl benzoate may adversely affect the properties of the composition.
  • the oil phase and lipid phase of the oil-in-water emulsion solely contains volatile silicon oils and perfume, wherein the perfume does preferably not exceed 1.2% by weight, calculated to the total weight of the cosmetic oil-in-water emulsion. It was further found that in accordance with the present invention the stability of the cosmetic oil-in-water emulsion can be increased by adding at least one nonionic emulsifier having an HLB value in the range from 12 to 18.
  • preferred cosmetic oil-in-water emulsions of the present invention are therein characterized that at least one nonionic emulsifier having an HLB value in the range from 12 to 18 is contained.
  • the nonionic emulsifiers having an HLB value in the range from 12 to 18 are preferably selected from linear saturated and unsaturated C12 to C24 primary alcohols that are etherified with 7 to 40 ethylene oxide units per molecule.
  • those nonionic emulsifiers having an HLB value in the range from 12 to 18 are preferred that are selected from Laureth, Trideceth, Myristeth, Ceteth, Steareth, Araezeth, and Beheneth, having respectively 7 to 40 ethylene oxide units per molecule.
  • Nonionic emulsifier having an HLB value in the range from 12 to 18 that most preferred are selected from the group of Steareth-15, Steareth-20, Steareth-21 , Araezeth-20, Araezeth-21 , Beheneth-20,
  • the cosmetic oil-in-water emulsion contains at least one nonionic emulsifier having an HLB value in the range from 12 to 18, preferably at least one of the above disclosed preferred and most preferred nonionic emulsifier having an HLB value in the range from 12 to 18, in a total quantity from 0.5% to 2% by weight, more preferably 1 % to 1.4% by weight, and most preferably from 1.1% to 1.3% by weight, calculated to the total weight of the cosmetic oil-in-water emulsion.
  • Preferred cosmetic oil-in-water emulsions are further therein characterized that they contain at least one nonionic emulsifier with an HLB value in the range from 3 to 6 to increase the stability of the emulsion. In this manner, it is avoided that the emulsion separates shortly after the preparation and the product experiences a prolonged shelf lifetime without changing its appearance.
  • Typical examples of preferred nonionic emulsifiers having an HLB value in the range from 3 to 6 are selected from linear saturated and unsaturated C12 to C30 primary alcohols that are etherified with 1 to 4 ethylene oxide units per molecule. More preferred nonionic emulsifiers having an HLB value in the range from 3 to 6 are selected from Laureth, Trideceth, Myristeth, Ceteth, Steareth, Araezeth, and Beheneth, having respectively 1 to 4 ethylene oxide units per molecule.
  • Steareth-1 Steareth-2, Steareth-3, Ceteth-1 , Ceteth- 2, Ceteth-3, Myristeth-1 , Myristeth-2, Laureth-1 , Beheneth-2, Beheneth-3, and Beheneth-4, whereby Steareth-2 is chosen as the most preferred nonionic emulsifier having an HLB value in the range from 3 to 6.
  • Steareth-21 as nonionic emulsifier having an HLB value of 12 to 18
  • Steareth-2 as nonionic emulsifier having an HLB value in the range from 3 to 6 is most preferred.
  • Further cosmetic oil-in-water emulsions preferred according to the present invention are therein characterized that the weight ratio of the total quantity of the nonionic emulsifiers having an HLB value in the range from 12 to 18, especially the above disclosed preferred and most preferred nonionic emulsifiers having an HLB value from 12 to 18, and the total quantity of the nonionic emulsifiers having an HLB value in the range from 3 to 6, especially the above disclosed preferred and most preferred nonionic emulsifiers having an HLB value from 3 to 6, is in the range from 1 :1.2 to 1 :2, preferably 1 :1 .4 to 1 :1.8 and most preferably 1 :1 .5 to 1 :1 .7.
  • the present invention it is possible to include further emulsifier, however it is preferred if the emulsifiers included in the cosmetic oil-in-water composition are limited to those specified above, more preferably to Steareth-2 and Steareth-21.
  • Cosmetic oil-in-water emulsions which are preferred according to the present invention, are also therein characterized that these contain at least one mineral.
  • the mineral is chosen from the group of Talc, Perlite, Kaolin, Diatomaceous Earth and/or mica, whereby Diatomaceous Earth is most preferred.
  • the at least mineral contained in the cosmetic oil-in-water emulsion is chosen from the group of minerals having an oil absorption capability from 20 ml/100g mineral to 350 ml/100g mineral, more preferably from 100 ml/100g mineral to 300 ml/100g mineral and most preferably from 200 ml/100g mineral to 250 ml/100g mineral.
  • the minerals are contained in a total quantity of 0.5% to 2% by weight, more preferably 0.75% to 1.25% by weight, calculated to the total weight of the cosmetic oil-in-water emulsion.
  • water is contained in the cosmetic oil-in-water emulsion in a quantity in the range from 60% to 90% by weight, more preferably 75% to 85% by weight, calculated to the total weight of the cosmetic oil-in-water emulsion.
  • the cosmetic oil-in-water emulsion of the present invention are intended to be applied to the human skin using a roll-on dispenser, such as known from commercial antiperspirant products. It was found that preferred cosmetic oil-in-water emulsions of the present invention are therein characterized that they have a viscosity in the range from 400 to 1500 mPa-s and preferably 500 to 1300 mPa-s at 35°C.
  • the viscosity of the cosmetic oil-in-water emulsion of the invention is determined at 35° C in a 150 ml beaker using a Rheomat R 123 by the company proRheo.
  • the Rheomat R 123 is a rotational viscometer, i.e. a measuring body rotates in the substance to be measured. It measures the force required to rotate the measuring body in the sample at a predetermined speed. For this torque, the rotational speed of the measuring body and the geometric dimensions of the measurement system used, the viscosity is calculated.
  • As a measuring body the measurement bob 1 (Part no. 200 0191 ) at a rotational speed range of 62.5 min -1 is used.
  • the formulations according to the invention were prepared in the following manner. All ingredients of the 1. Part were melted at 75°C. Then the 2. Part (35°C) was added to the 1. Part. After mixing both the 3. Part was added and the mixture was homogenized. After homogenization the 4. Part was added. The 5. Part was added at a temperature of 30°C and the final composition was obtained after a final homogenization.
  • the viscosity of the example composition Inv. 1 was determined to be 500 mPa-s at 35°C using a Rheomat R 123 (See method disclosed in the description above).
  • compositions were evenly spread with a finger to form an evenly spread layer in the marked section. Then the stickiness of the compositions were evaluated by continuous repetition of pressing the fingertip onto the skin and removing the finger from the skin until the skin feels dry.

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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)
  • Inorganic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Dispersion Chemistry (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)

Abstract

La présente invention appartient au domaine cosmétique et concerne une émulsion cosmétique huile-dans-eau contenant au moins un principe actif antitranspirant, au moins une huile de silicone et du glycérol. La composition laisse moins de résidus blancs après séchage sur la peau.
PCT/EP2017/079410 2017-11-16 2017-11-16 Émulsion huile-dans-eau antitranspirante possédant des propriétés d'application améliorées Ceased WO2019096383A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PCT/EP2017/079410 WO2019096383A1 (fr) 2017-11-16 2017-11-16 Émulsion huile-dans-eau antitranspirante possédant des propriétés d'application améliorées

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/EP2017/079410 WO2019096383A1 (fr) 2017-11-16 2017-11-16 Émulsion huile-dans-eau antitranspirante possédant des propriétés d'application améliorées

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WO2019096383A1 true WO2019096383A1 (fr) 2019-05-23

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4423041A (en) * 1979-06-25 1983-12-27 Johnson & Johnson Products, Inc. Detackifying compositions
WO1998032418A1 (fr) 1997-01-29 1998-07-30 The Gillette Company Composition de gel transparent antisudoral ou deodorant contenant de la silicone lineaire volatile pour reduire l'effet de coloration
WO2000021498A1 (fr) * 1998-10-15 2000-04-20 Unilever Plc Compositions antisudorifiques
US7776317B2 (en) 2004-05-04 2010-08-17 Cognis Ip Management Gmbh Glycerol ether mixture, cosmetic composition containing this mixture and process for its production
WO2013182667A2 (fr) 2012-06-08 2013-12-12 Henkel Ag & Co. Kgaa Déodorant à bille épaissi amélioré en terme de traces

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4423041A (en) * 1979-06-25 1983-12-27 Johnson & Johnson Products, Inc. Detackifying compositions
WO1998032418A1 (fr) 1997-01-29 1998-07-30 The Gillette Company Composition de gel transparent antisudoral ou deodorant contenant de la silicone lineaire volatile pour reduire l'effet de coloration
WO2000021498A1 (fr) * 1998-10-15 2000-04-20 Unilever Plc Compositions antisudorifiques
US7776317B2 (en) 2004-05-04 2010-08-17 Cognis Ip Management Gmbh Glycerol ether mixture, cosmetic composition containing this mixture and process for its production
WO2013182667A2 (fr) 2012-06-08 2013-12-12 Henkel Ag & Co. Kgaa Déodorant à bille épaissi amélioré en terme de traces

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