WO2000067713A1 - Antitranspirant-stift - Google Patents

Antitranspirant-stift Download PDF

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Publication number
WO2000067713A1
WO2000067713A1 PCT/EP2000/003863 EP0003863W WO0067713A1 WO 2000067713 A1 WO2000067713 A1 WO 2000067713A1 EP 0003863 W EP0003863 W EP 0003863W WO 0067713 A1 WO0067713 A1 WO 0067713A1
Authority
WO
WIPO (PCT)
Prior art keywords
atoms
antiperspirant
weight
antiperspirant stick
alkanols
Prior art date
Application number
PCT/EP2000/003863
Other languages
German (de)
English (en)
French (fr)
Inventor
Bernhard Banowski
Armin Wadle
Dieter Hengstermann
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
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 Henkel Kommanditgesellschaft Auf Aktien filed Critical Henkel Kommanditgesellschaft Auf Aktien
Priority to JP2000616741A priority Critical patent/JP2002544153A/ja
Priority to SK1603-2001A priority patent/SK16032001A3/sk
Priority to CA002373504A priority patent/CA2373504A1/en
Priority to EP00929459A priority patent/EP1178775A1/de
Priority to AU47530/00A priority patent/AU4753000A/en
Publication of WO2000067713A1 publication Critical patent/WO2000067713A1/de
Priority to NO20015425A priority patent/NO20015425L/no

Links

Classifications

    • 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
    • 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
    • A61K8/0229Sticks
    • 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
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • 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
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/342Alcohols having more than seven atoms in an unbroken chain
    • 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
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/345Alcohols containing more than one hydroxy group
    • 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
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • A61K8/375Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
    • 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
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39Derivatives containing from 2 to 10 oxyalkylene groups
    • 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
    • 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

Definitions

  • the present invention relates to an antiperspirant stick of the type of water-free or low-water dispersion sticks, the antiperspirant active ingredients of which are dispersed in a carrier consisting of a liquid, non-polar carrier material, setting fat or wax components and surfactants.
  • water-free dispersion sticks consist of a dispersion of finely divided astringent aluminum or zirconium salts in a non-polar carrier liquid solidified by gel formers or wax-like fat components.
  • non-polar carrier liquids e.g. Hydrocarbons or silicone oils, preferably those with boiling points below 200 ° C or with a certain volatility, e.g. cyclic siloxanes (cyclomethicones) and their mixtures with skin-softening oil components are used.
  • Such anhydrous dispersion sticks sometimes have the disadvantage that the antiperspirant effect of the astringent salts does not start quickly and intensely enough.
  • the addition of surfactants has already made the stick mass more hydrophilic and also improved the washability of the residues from the skin or clothing.
  • US Pat. No. 4,151,272 describes antiperspirant sticks which contain up to 5% by weight of a fatty alcohol polyglycol ether.
  • EP 491 843 B1 antiperspirant stick compositions are known which contain an adduct of 10 moles of propylene oxide with butanediol to reduce the Weissel effect.
  • EP 777 463 B1 antiperspirant sticks are known which contain an 11,12-dihydroxystearic acid as a setting fat or wax component.
  • the invention therefore relates to antiperspirant stick compositions containing antiperspirant astringent salts which are dispersed in a composition which is stable at 40 ° C. and can be spread on the skin
  • liquid carrier component (B) 20-40% by weight of a non-polar oil, preferably a low-boiling or liquid
  • Silicone oil 10-30% by weight of a polar oil, selected from liquid, branched alkanols,
  • Suitable antiperspirant active ingredients are, in particular, astringent or protein-coagulating aluminum, zirconium or zinc salts.
  • Such suitable antiperspirant salts are, for example, aluminum chloride, aluminum hydroxychloride, aluminum dichlorohydrate, aluminum sesquichlorohydrate, their complex compounds with, for example, 1,2-propylene glycol, aluminum hydroxyallantoinate, aluminum chloride tartrate, aluminum sulfate, sodium aluminum lactate, potassium aluminum sulfate (K-alum ), Aluminum-zirconium trichlorohydrate, aluminum-zirconium-tetrachlorohydrate, aluminum-zirconium-pentachlorohydrate and their complex compounds with amino acids such as glycine, for example aluminum-zirconium-tetrachloro-glycine complex, sodium-zirconium-lactate, zinc sulfate and Zn - phenol sulfonate.
  • glycine for example aluminum-zirconium-tetrach
  • the astringent salts should be finely divided, their average particle size should be less than 100 ⁇ m and preferably less than 50 ⁇ m.
  • An aluminum hydroxychloride of the formula Al 2 (OH) Cl * 2-3 H 2 O is particularly preferably present in an amount of 15-25% by weight as the astringent salt.
  • astringent salts are coated or impregnated with a water-soluble, nonionic surfactant.
  • Alkyl (oligo) glycosides which have been applied in amounts of 0.1 to 5% by weight to the surface of the salt particles have proven to be particularly suitable surfactants for this purpose.
  • Suitable as a setting fat or wax component are more or less all saturated, linear fatty acids and fatty alcohols with 14 - 22 C-atoms, triglycerides of saturated fatty acids with 14 - 22 C-atoms, saturated linear wax esters (fatty acid-fatty alcohol esters) with 28 - 44 carbon atoms or mixtures thereof.
  • a mixture is particularly suitable from 1 part by weight of hydrogenated castor oil and 2 - 4 parts by weight of a cetyl or stearyl alcohol.
  • Suitable water-soluble surfactants are in principle all surfactants that are soluble in the system at 1% by weight at 20 ° C. and at least 1% by weight soluble in water at 20 ° C. Although the structure and ionogeneity per se are insignificant, nonionic surfactants, in particular the addition products of the ethylene oxide which are solid at normal temperature (20.degree. C.) to fat molecules with at least one alkoxylable group, seem to be particularly suitable. Such suitable surfactants are e.g.
  • the liquid carrier component consists of non-polar and polar liquid oil components.
  • the main component is a non-polar oil, which can be, for example, a silicone oil or a hydrocarbon oil.
  • a non-polar oil is preferably a low-boiling or volatile, linear or cyclic dimethylpolysiloxane.
  • Such products are commercially available, for example, under the name Dow Corning® 200, 244, 245, 344 or 345.
  • polar liquid carrier components has a particularly great influence on the application behavior, in particular on the spontaneous action of the antiperspirant stick composition.
  • polar liquid carrier components are preferably liquid, branched alkanols, alkanediols, ether alcohols and dialkyl ethers each having 12-24 carbon atoms or addition products of 4-30 mol propylene oxide onto mono- or polyhydric alkanols with 3-20 carbon atoms. Addition products of ethylene oxide and propylene oxide onto these alkanols or polyols, such as e.g. Glycerin.
  • Suitable liquid branched alkanols are, for example, Guerbet alcohols with a single branch on carbon atom 2, for example 2-hexyl-decanol or 2-octyl-dodecanol. Further Suitable liquid alcohols are, for example, isotridecanol, isohexadecanol and mixtures of such alcohols.
  • Suitable alkanediols are the vicinal diols obtainable from epoxyalkanes with 12-24 C atoms by ring opening with water.
  • Suitable ether alcohols are e.g. the monoalkyl ethers of glycerol, ethylene glycol, 1,2-propylene glycol or 1,2-butanediol and other products obtainable by ring opening from epoxyalkanes with monohydric alcohols, insofar as they have 12 to 24 carbon atoms.
  • Suitable dialkyl ethers are, for example, the alkyl methyl ethers or the di-n-alkyl ethers, each with a total of 12-24 carbon atoms.
  • a particularly useful di-n-alkyl ether is the commercial product Cetiol OE ® (Henkel KGaA), a di-n-octyl ether.
  • Suitable addition products of propylene oxide with monohydric or polyhydric alcohols are, for example, PPG-3 myristyl ether (Witconol ® APM), PPG-14 butyl ether (Ucon Fluid ® AP), or PPG-15 stearyl ether (Arla ol ® E), PPG- 9-butyl ether (Breox ® B25) or PPG-10-butanediol (Macol ® 57).
  • the antiperspirant stick compositions according to the invention contain a branched alkanol as polar oil, selected from 2-hexyl-decanol, 2-octyl-dodecanol and mixtures of these alcohols with addition products of 2-20 moles of propylene oxide onto alkanols with 3-20 C- Atoms.
  • a branched alkanol as polar oil selected from 2-hexyl-decanol, 2-octyl-dodecanol and mixtures of these alcohols with addition products of 2-20 moles of propylene oxide onto alkanols with 3-20 C- Atoms.
  • the stick compositions according to the invention can furthermore contain customary auxiliaries and cosmetic dermatological active ingredients.
  • Inert, finely divided, inorganic or organic fillers are of particular importance.
  • Such inert fillers can be, for example, silicas, clays, talc, Veegum or organic fillers such as polymer powder, starch or cellulose powder.
  • the antiperspirant stick compositions according to the invention preferably additionally contain 1 to 20% by weight of a finely divided filler selected from talc, silica and mixtures thereof.
  • Such fillers significantly improve the strength, the oil-binding capacity and the abrasion behavior of the pen.
  • Further auxiliaries customary in deodorant and antiperspirant compositions are perfume oil, antioxidants, complexing agents, antimicrobial substances, esterase-inhibiting deodorant active substances and odor-absorbing polymers.
  • dyes and colored or white pigments can also be added to increase the attractiveness of the pencils.
  • V2 a lower proportion of polar oils (VI, N3) and / or a lower proportion of setting fat or wax components (V2) or
  • the antiperspirant effect was determined using the Bio Skin method (S ⁇ FW Journal, 123.
  • the hardness of the antiperspirant sticks was assessed after storage at 50 ° C. for 3 days.
  • Cetiol ® OE di-n-octyl ether
  • Cutina ® HR hydrogenated castor oil
  • Lorol ® C 18 stearyl alcohol
  • Eumulgin ® B 3 PEG-30-CetylJ stearyl ether
  • Cutina ® E 24 PF PEG-20 glyceryl stearate
  • AHC aluminum chlorohydrate: Micro Dry ® UF (Reheis / Interorgana)

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)
PCT/EP2000/003863 1999-05-07 2000-04-28 Antitranspirant-stift WO2000067713A1 (de)

Priority Applications (6)

Application Number Priority Date Filing Date Title
JP2000616741A JP2002544153A (ja) 1999-05-07 2000-04-28 制汗スティック
SK1603-2001A SK16032001A3 (sk) 1999-05-07 2000-04-28 Tuhý antiperspirant
CA002373504A CA2373504A1 (en) 1999-05-07 2000-04-28 Antiperspirant stick composition
EP00929459A EP1178775A1 (de) 1999-05-07 2000-04-28 Antitranspirant-stift
AU47530/00A AU4753000A (en) 1999-05-07 2000-04-28 Antiperspirant stick
NO20015425A NO20015425L (no) 1999-05-07 2001-11-06 Antitranspirasjonsstift

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19921192A DE19921192A1 (de) 1999-05-07 1999-05-07 Antitranspirant-Stift
DE19921192.2 1999-05-07

Publications (1)

Publication Number Publication Date
WO2000067713A1 true WO2000067713A1 (de) 2000-11-16

Family

ID=7907373

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2000/003863 WO2000067713A1 (de) 1999-05-07 2000-04-28 Antitranspirant-stift

Country Status (12)

Country Link
EP (1) EP1178775A1 (hu)
JP (1) JP2002544153A (hu)
CN (1) CN1349400A (hu)
AU (1) AU4753000A (hu)
CA (1) CA2373504A1 (hu)
CZ (1) CZ20014011A3 (hu)
DE (1) DE19921192A1 (hu)
HU (1) HUP0201339A2 (hu)
NO (1) NO20015425L (hu)
PL (1) PL351592A1 (hu)
SK (1) SK16032001A3 (hu)
WO (1) WO2000067713A1 (hu)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1593370A1 (de) * 2004-05-04 2005-11-09 Cognis IP Management GmbH Glycerinethergemisch, dieses enthaltende kosmetische Zusammensetzung sowie Verfahren zu dessen Herstellung
WO2006012971A1 (de) 2004-07-28 2006-02-09 Henkel Kommanditgesellschaft Auf Aktien Rückstandsarmer deodorant-oder antitranspirant-stift auf basis einer öl-in-wasser-dispersion
WO2008155382A2 (de) 2007-06-20 2008-12-24 Henkel Ag & Co. Kgaa Kosmetischer stift auf basis einer öl-in-wasser-dispersion/emulsion mit einem hydrogelbildner
WO2008155391A2 (de) 2007-06-20 2008-12-24 Henkel Ag & Co. Kgaa Kosmetischer stift auf basis einer verdickten öl-in-wasser-dispersion/emulsion
US8574559B2 (en) 2005-05-11 2013-11-05 Henkel Kommanditgesellschaft Auf Aktien Low-residue deodorant or antiperspirant stick based on an oil-in-water dispersion/emulsion
US9687425B2 (en) 2014-06-30 2017-06-27 The Procter & Gamble Company Personal care compositions and methods
US9717930B2 (en) 2013-03-12 2017-08-01 The Procter & Gamble Company Antiperspirant compositions
US9877909B2 (en) 2014-06-30 2018-01-30 The Procter & Gamble Company Personal care compositions and methods
US10016343B2 (en) 2013-03-12 2018-07-10 The Procter & Gamble Company Solid stick antiperspirant compositions
US10111818B2 (en) 2009-02-27 2018-10-30 Beiersdorf Ag Use of charged surfactants for reducing textile staining by antiperspirants

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0019232D0 (en) * 2000-08-04 2000-09-27 Unilever Plc Antiperspirant formulations
DE102008052747A1 (de) 2008-10-22 2010-04-29 Beiersdorf Ag Antitranspirantstift ohne flüchtige Trägeröle
DE102008052748A1 (de) 2008-10-22 2010-04-29 Beiersdorf Ag Wasserfreie Antitranspirantstifte mit mikrokistallinem Wachs
DE102009002371A1 (de) * 2009-04-15 2010-10-21 Evonik Goldschmidt Gmbh Verfahren zur Herstellung von geruchlosen Polyetheralkoholen mittels DMC-Katalysatoren und deren Verwendung in kosmetischen und/oder dermatologischen Zubereitungen
DE102010008320A1 (de) 2010-02-17 2011-08-18 Beiersdorf AG, 20253 Verwendung von Stoffen zur Verbesserung der Auswaschbarkeit von durch UV-Filtern verursachten Textilflecken
DE102011090113A1 (de) 2011-12-29 2013-07-04 Beiersdorf Ag Antitranspirant-Aerosolzubereitungen mit reduzierter Textilverfleckung
DE102021200919A1 (de) 2021-02-02 2022-08-04 Beiersdorf Aktiengesellschaft Antitranspirantsprays mit geringerer Textilverfleckung

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1991004009A1 (en) * 1989-09-15 1991-04-04 The Gillette Company Antiperspirant
WO1994024997A1 (en) * 1993-04-27 1994-11-10 The Procter & Gamble Company Antiperspirant stick compositions exhibiting improved wash-off performance
WO1996004886A2 (en) * 1994-08-08 1996-02-22 The Procter & Gamble Company Gelling compositions comprising optically enriched gellants

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1991004009A1 (en) * 1989-09-15 1991-04-04 The Gillette Company Antiperspirant
EP0491843A1 (en) * 1989-09-15 1992-07-01 Gillette Co ANTITRANSPIRATION PRODUCT.
WO1994024997A1 (en) * 1993-04-27 1994-11-10 The Procter & Gamble Company Antiperspirant stick compositions exhibiting improved wash-off performance
WO1996004886A2 (en) * 1994-08-08 1996-02-22 The Procter & Gamble Company Gelling compositions comprising optically enriched gellants
EP0777463A2 (en) * 1994-08-08 1997-06-11 The Procter & Gamble Company Gelling compositions comprising optically enriched gellants

Cited By (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1593370A1 (de) * 2004-05-04 2005-11-09 Cognis IP Management GmbH Glycerinethergemisch, dieses enthaltende kosmetische Zusammensetzung sowie Verfahren zu dessen Herstellung
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
WO2006012971A1 (de) 2004-07-28 2006-02-09 Henkel Kommanditgesellschaft Auf Aktien Rückstandsarmer deodorant-oder antitranspirant-stift auf basis einer öl-in-wasser-dispersion
US8574559B2 (en) 2005-05-11 2013-11-05 Henkel Kommanditgesellschaft Auf Aktien Low-residue deodorant or antiperspirant stick based on an oil-in-water dispersion/emulsion
WO2008155382A2 (de) 2007-06-20 2008-12-24 Henkel Ag & Co. Kgaa Kosmetischer stift auf basis einer öl-in-wasser-dispersion/emulsion mit einem hydrogelbildner
WO2008155391A2 (de) 2007-06-20 2008-12-24 Henkel Ag & Co. Kgaa Kosmetischer stift auf basis einer verdickten öl-in-wasser-dispersion/emulsion
DE102008028821A1 (de) 2007-06-20 2009-01-29 Henkel Ag & Co. Kgaa Kosmetischer Stift auf Basis einer verdickten Öl-in-Wasser-Dispersion/Emulsion
DE102008028822A1 (de) 2007-06-20 2009-02-19 Henkel Ag & Co. Kgaa Kosmetischer Stift auf Basis einer Öl-in-Wasser-Dispersion/Emulsion mit einem Hydrogelbildner
US10111818B2 (en) 2009-02-27 2018-10-30 Beiersdorf Ag Use of charged surfactants for reducing textile staining by antiperspirants
US10172773B2 (en) 2009-02-27 2019-01-08 Beiersdorf Ag Use of charged surfactants for reducing textile staining by antiperspirants
US9717930B2 (en) 2013-03-12 2017-08-01 The Procter & Gamble Company Antiperspirant compositions
US9937113B2 (en) 2013-03-12 2018-04-10 The Procter & Gamble Company Antiperspirant compositions
US10016343B2 (en) 2013-03-12 2018-07-10 The Procter & Gamble Company Solid stick antiperspirant compositions
US10052271B2 (en) 2013-03-12 2018-08-21 The Procter & Gamble Company Antiperspirant compositions
US9750671B2 (en) 2014-06-30 2017-09-05 The Procter & Gamble Company Personal care compositions and methods
US9877909B2 (en) 2014-06-30 2018-01-30 The Procter & Gamble Company Personal care compositions and methods
US9687425B2 (en) 2014-06-30 2017-06-27 The Procter & Gamble Company Personal care compositions and methods
US10154949B2 (en) 2014-06-30 2018-12-18 The Procter & Gamble Company Personal care compositions and methods
US10413493B2 (en) 2014-06-30 2019-09-17 The Procter & Gamble Company Personal care composition and methods
US10716743B2 (en) 2014-06-30 2020-07-21 The Procter & Gamble Company Personal care compositions and methods

Also Published As

Publication number Publication date
JP2002544153A (ja) 2002-12-24
EP1178775A1 (de) 2002-02-13
NO20015425D0 (no) 2001-11-06
AU4753000A (en) 2000-11-21
CA2373504A1 (en) 2000-11-16
SK16032001A3 (sk) 2002-04-04
NO20015425L (no) 2001-11-06
CN1349400A (zh) 2002-05-15
HUP0201339A2 (en) 2002-08-28
DE19921192A1 (de) 2000-11-09
CZ20014011A3 (cs) 2002-04-17
PL351592A1 (en) 2003-05-05

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