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WO1996006152A2 - Formulations tensioactives - Google Patents

Formulations tensioactives Download PDF

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Publication number
WO1996006152A2
WO1996006152A2 PCT/EP1995/003210 EP9503210W WO9606152A2 WO 1996006152 A2 WO1996006152 A2 WO 1996006152A2 EP 9503210 W EP9503210 W EP 9503210W WO 9606152 A2 WO9606152 A2 WO 9606152A2
Authority
WO
WIPO (PCT)
Prior art keywords
formulation according
component
weight
formulation
compound
Prior art date
Application number
PCT/EP1995/003210
Other languages
English (en)
Other versions
WO1996006152A3 (fr
Inventor
Laszlo Moldovanyi
Original Assignee
Ciba Specialty Chemicals Holding Inc.
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 Ciba Specialty Chemicals Holding Inc. filed Critical Ciba Specialty Chemicals Holding Inc.
Priority to JP8507757A priority Critical patent/JPH10504591A/ja
Priority to CA002196774A priority patent/CA2196774A1/fr
Priority to MX9701417A priority patent/MX9701417A/es
Priority to AU33451/95A priority patent/AU3345195A/en
Priority to EP95929862A priority patent/EP0777716A2/fr
Priority to FI970741A priority patent/FI970741A0/fi
Priority to BR9508767A priority patent/BR9508767A/pt
Priority to SK245-97A priority patent/SK24597A3/sk
Publication of WO1996006152A2 publication Critical patent/WO1996006152A2/fr
Publication of WO1996006152A3 publication Critical patent/WO1996006152A3/fr
Priority to BG101306A priority patent/BG101306A/xx

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—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
    • A61K8/347—Phenols
    • 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
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/005—Antimicrobial preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0063—Photo- activating compounds

Definitions

  • the present invention relates to surface-active formulations as well as to their use for the disinfection and cleansing of the human skin and hands and of hard objects.
  • the surface-active formulations comprise
  • Soap formulations will be understood as meaning aqueous soap solutions which may be obtained as soap or so-called syndet solutions (synthetic detergents).
  • the antimicrobial activity of the novel formulation reaches gram-positive and gram-negative bacteria as well as yeasts, dermatophytes and the like.
  • Suitable components (a) are preferably 2-hydroxydiphenyl ethers, 2-hydroxydiphenyl methanes and 2-hydroxydiphenyl thioethers of the general formula
  • X is oxygen, sulfur or -CH ,
  • Y is chloro or bromo
  • z is S0 2 H, N0 2 or Cj -C 4 alkyl
  • n O or 1.
  • X is oxygen, sulfur or -CH 2 -
  • Y is chloro or bromo
  • r 1 is or 2
  • Component (a) in the novel formulation is preferably used in amounts of 0.02 to 0.2% by weight.
  • C 3 -C 12 di- or polycarboxylic acids typically malonic, succinic, glutaric, adipic, pimelic, suberic, azelaic and sebacic acid, undecanecarboxylic and dodecanedicarboxylic acid, fumaric, maleic, tartaric and malic acid as well as citric and aconitic acid;
  • aminocarboxylic acids typically ethylenediaminetetracetic acid, hydroxyethyl- ethylenediaminetetracetic acid and nitrilotriacetic acid;
  • aromatic carboxylic acids typically benzyl, phenylacetic, phenoxyacetic and cinnamic acid, 2-, 3- and 4-hydroxybenzoic acid, anilinic acid as well as o-, m- and p-chlorophenylacetic acid and o-, m- and p-chlorophenoxyacetic acid;
  • amine salts Rj, R and R 3 have the meaning indicated above;
  • Rj is hydrogen or C ⁇ -C 12 alkyl
  • R 2 and R 3 are each independently of the other hydrogen, C r C 12 alkyl,
  • Rj, R 2 , R 3 and R 4 are each independently of one another hydrogen, Ci-Cgalkyl,
  • C 4 -C 18 aliphatic and monocyclic alcohols typically C -C 18 alkanols, C 2 -C 18 alkenols and teipene alcohols e.g. ethanol, propanol, isopropanol, hexanol, cis-3-hexene-l-ol, trans-2-hexene-l-ol, l-octen-3-ol, heptanol, octanol, trans-2-cis-6-nonadien-l-ol, decanol, linalol, geraniol, dihydroterpineol, myrcenol, nopol and terpineol;
  • Rj, R 2 and R 3 are each independently of one another hydrogen, hydroxy, halogen or C r C 6 alkoxy, typically benzyl alcohol, 2,4-dichlorobenzyl alcohol, phenoxyethanol, l-phenoxy-2-propanol (phenoxyisopropanol) and cinnamyl alcohol;
  • Rj and R 2 are each independently of the other hydrogen, C r C 12 alkyl, C 2 -C 12 alkenyl, Cj-Cgalkanoyl, C 3 -C 18 alkenoyl, R 3 -(OCH-CH 2 -)jT 5 o-, wherein
  • R 3 is hydrogen, C r C 1 alkyl or C ⁇ -C ⁇ alkenyl
  • R 4 is hydrogen or -CH 3 , and -(CH 2 -CH-0) ⁇ 3 ⁇ -CH 2 -CH- .
  • All organic acids mentioned under (b) may also be obtained in the form of their water-soluble salts, such as the alkali metal salts, preferably the sodium or potassium salts or the amine(NR ⁇ R 2 R 3 ) salts, wherein
  • R j , R 2 and R 3 are each independently of one another hydrogen
  • R j , R 2 and R 3 together with the linking nitrogen atom, are unsubstituted or
  • Component (b) can consist of only one compound of subclass (bj) or also of mixtures of one or more than one compound of subclass (b ⁇ ), also together with components of further subclasses. Preferably a combination of one or more than one compound of subclass (bj) and one or more than one compound of subclass (b 2 ) is used.
  • Particularly preferred in this connection is a combination of cumene sulfonate and citric acid monohydrate.
  • Suitable components (c) are anionic, nonionic or zwitterionic and amphoteric synthetic, surface-active substances.
  • Suitable anionic surface-active substances are:
  • - sulfates typically fatty alcohol sulfates, which contain 8 to 18 carbon atoms in the alkyl chain, e.g. sulfated lauryl alcohol;
  • - fatty alcohol ether sulfates typically the acid esters or the salts thereof of a polyadduct of 2 to 30 mol of ethylene oxide with 1 mol of a C 8 -C 22 fatty alcohol;
  • alkali metal salts, ammonium salts or amine salts of C 8 -C 20 f att y acids which are termed soaps, typically coconut fatty acid;
  • alkylamine sulfates typically monoethanolamine lauryl sulfate
  • alkane sulfonates containing 8 to 20 carbon atoms in the alkyl chain, e.g. dodecyl sulfonate;
  • sulfosuccinic acid derivatives typically alkyl sulfosuccinates, alkyl ether sulfosuccinates or alkyl sulfosuccinamide derivatives;
  • X is hydrogen, C r C 4 alkyl or -COO M + ,
  • Y is hydrogen or - alkyl
  • Z is -(CH 2 ) m 1 -
  • ⁇ I is an integer from 6 to 18, and
  • M is an alkali metal ion or an amine ion; alkyl ether carboxylates and alkylaryl ether carboxylates of formula
  • X is a radical
  • R is hydrogen or C j - alkyl, Y i s -(CHCHO T30-,
  • 0-M + A is -(CH ) — COO M + or " y O M + m 2 is 1 to 6, and
  • M is an alkali metal cation or an amine cation.
  • the anionic surfactants used may furthermore be fatty acid methyl taurides, alkylisothionates, fatty acid polypeptide condensates and fatty alcohol phosphoric acid esters.
  • the alkyl radicals in these compounds preferably contain 8 to 24 carbon atoms.
  • the anionic surfactants arc usually obtained in the form of their water-soluble salts, such as the alkali metal, ammonium or amine salts.
  • Typical examples of such salts are lithium, sodium, potassium, ammonium, trie thy lamine, ethanolamine, diethanolamine or triethanolamine salts. It is preferred to use the sodium or potassium salts or the ammonium-(NR ] R 2 R 3 ) salts, wherein R j , R 2 and R 3 are each independently of one another hydrogen, C ⁇ -C 4 alkyl or C r C 4 hydroxyalkyl.
  • Very particularly preferred anionic surfactants in the novel formulation are monoethanolamine lauryl sulfate or the alkali metal salts of fatty alcohol sulfates, preferably the sodium lauryl sulfate and the reaction product of 2 to 4 mol of ethylene oxide and sodium lauryl ether sulfate.
  • Suitable zwitterionic and amphoteric surfactants are C -C 18 betaines, C 8 -C 18 sulfobetaines, C 8 -C 4 alkylamido-C 1 -C alkylenebetaines, imidazoline carboxylates, alkylamphocarboxy carboxylic acids, alkylamphocarboxylic acids (e.g. lauroamphoglycinate) and N-alkyl- ⁇ - aminopropionates or N-alkyl- ⁇ -iminodipropionates. It is preferred to use the C 1 o-C 2 oalkylamido-C 1 -C 4 alkylenebetaines and, more particularly, cocoamidopropylbetaine.
  • Nonionic surfactants are typically derivatives of the adducts of propylene oxide/ethylene oxide having a molecular weight of 1000 to 15000, fatty alcohol ethoxylates (1-50 EO), alkylphenol polyglycol ethers (1-50 EO), ethoxylated carbohydrates, fatty acid glycol partial esters, typically diethylene glycol monostearate, fatty acid alkanolamides and fatty acid dialkanolamides, fatty acid alkanolamide ethoxylates and fatty acid amine oxides.
  • component (c) may furthermore be used the salts of saturated and unsaturated Cg- ⁇ fatty acids, either by themselves, in admixture with each other or in admixture with the other surface-active substances cited for component (c).
  • Illustrative examples of these fatty acids are typically capric, lauric, myristic, palmitic, stearic, arachic, behenic, dodecenoic, tetradecenoic, octadecenoic, oleic, eicosanic and erucic acid, as well as the technical mixtures of such acids, typically coconut fatty acid.
  • acids may be obtained in the form of salts, suitable cations being alkali metal cations such as sodium and potassium cations, metal atoms such as zinc atoms and aluminium atoms or nitrogen-containing organic compounds of sufficient alkalinity, typically amines or ethoxylated amines.
  • suitable cations being alkali metal cations such as sodium and potassium cations, metal atoms such as zinc atoms and aluminium atoms or nitrogen-containing organic compounds of sufficient alkalinity, typically amines or ethoxylated amines.
  • suitable cations being alkali metal cations such as sodium and potassium cations, metal atoms such as zinc atoms and aluminium atoms or nitrogen-containing organic compounds of sufficient alkalinity, typically amines or ethoxylated amines.
  • Suitable components (d) are dihydric alcohols, preferably those containing 2 to 6 carbon atoms in the alkylene radical, typically ethylene glycol, 1,2- or 1,3-propanediol, 1,3-, 1,4- or 2,3-butanediol, 1,5-pentanediol and 1,6-hexanediol. 1,2-propanediol (propylene glycol) is preferred.
  • Component (e) is preferably ethanol, n-propanol and isopropanol, or a mixture of these alcohols. Components (d) and (e) may also be obtained in admixture with each other.
  • the pH of the novel formulation is 3 to 10, preferably 3,5 to 5,5.
  • novel formulations obtained as soap or syndet solutions may additionally comprise customary additives, typically sequestrants, dyes, perfume oils, thickeners or solidifiers (consistency regulators), emollients, UV absorbers, skin-protection agents, antioxidants, additives which improve the mechanical properties, such as dicarboxylic acids and/or Al, Zn, Ca, Mg salts of C 1 -C 2 fatty acids and, if desired, preservatives.
  • customary additives typically sequestrants, dyes, perfume oils, thickeners or solidifiers (consistency regulators), emollients, UV absorbers, skin-protection agents, antioxidants, additives which improve the mechanical properties, such as dicarboxylic acids and/or Al, Zn, Ca, Mg salts of C 1 -C 2 fatty acids and, if desired, preservatives.
  • Soap formulations of the invention can be prepared by mixing components (a) and (b) and, optionally, (c), (d) and (e), in any order, with the requisite amount of water and stirring the mixture to homogeneity.
  • the mixture is bulked to 100% with mains water or deinonised water. This procedure is a purely physical procedure. Accordingly, there is no chemical reaction of the individual components.
  • the novel soap formulations can be applied thereto in dilute or undilute form, suitably in an amount of at least 2 ml, preferably in the undilute form, for hand disinfection.
  • the invention is illustrated by the following Examples. Parts and percentages are by weight.
  • 0.5 % propylene glycol are stirred to homogeneity and about 90% of the requisite water is then added.
  • the pH is adjusted to 4.0 with monoethanolamine.
  • Deionised water is then added to the solution to make up a total of 100 parts.
  • the pH is checked again and, if necessary, monoethanolamine is added to adjust the pH to 4.0.
  • 1.0 % propylene glycol are stirred to homogeneity and about 90% of the requisite water is then added.
  • the pH is adjusted to 4.0 with monoethanolamine.
  • Deionised water is then added to the solution to make up a total of 100 parts.
  • the pH is checked again and, if necessary, monoethanolamine is added to adjust the pH to 4.0.
  • 0.019 % NaOH are stirred to homogeneity and about 90% of the requisite water is then added.
  • the pH is adjusted to 9.1 with monoethanolamine.
  • Deionised water is then added to the solution to make up a total of 100 parts.
  • the pH is checked again and, if necessary, monoethanolamine is added to adjust the pH to 9.1.
  • Example 5 Test of the microbicidal activitiv of the novel formulations The microbicidal activity (in decimal logarithms) of the novel formulations according to Examples 1 to 4 is determined with a suspension test. This test is used to assess the bactericidal activity of water-soluble antiseptics, disinfectants and of liquid soaps. The test consists in seeding the test product in selected dilutions with the test bacillus. After a certain contact time, aliquots is taken and the number of surviving bacilli is determined. The difference between the number of the bacilli added and the number of the surviving bacilli is expressed as bacilli reduction in decimal logarithms. The concentration is 90%, the contact time is 30 seconds.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Dermatology (AREA)
  • Chemical & Material Sciences (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Emergency Medicine (AREA)
  • Detergent Compositions (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Medicinal Preparation (AREA)
  • Cosmetics (AREA)

Abstract

L'invention concerne des formulations tensioactives de savon comprenant: (a) 0,01 à 0,2 % en poids d'une substance active microbicide, (b) 0,1 à 7,5 % en poids d'un ou de plusieurs agent(s) hydrotrope(s), (c) 0 à 2 % en poids d'une ou de plusieurs substance(s) synthétique(s) tensioactive(s), ou d'un savon, ou de combinaisons des substances citées et/ou d'un sel d'un acide gras C8-C22 saturé et/ou insaturé, (d) 0 à 10 % en poids d'un alcool dihydrique, (e) 0 à 70 % en poids d'un alcool monohydrique, et (f) de l'eau courante ou de l'eau déminéralisée afin d'atteindre 100 % du poids de la composition. On utilise ces formulations pour désinfecter et nettoyer la peau et les mains humaines ainsi que des objets durs.
PCT/EP1995/003210 1994-08-25 1995-08-14 Formulations tensioactives WO1996006152A2 (fr)

Priority Applications (9)

Application Number Priority Date Filing Date Title
JP8507757A JPH10504591A (ja) 1994-08-25 1995-08-14 界面活性組成物
CA002196774A CA2196774A1 (fr) 1994-08-25 1995-08-14 Formulations tensioactives
MX9701417A MX9701417A (es) 1994-08-25 1995-08-14 Formulaciones de actividad superficial.
AU33451/95A AU3345195A (en) 1994-08-25 1995-08-14 Surface-active formulations
EP95929862A EP0777716A2 (fr) 1994-08-25 1995-08-14 Formulations tensioactives
FI970741A FI970741A0 (fi) 1994-08-25 1995-08-14 Pinta-aktiiviset valmisteet
BR9508767A BR9508767A (pt) 1994-08-25 1995-08-14 Formulações tensoativas
SK245-97A SK24597A3 (en) 1994-08-25 1995-08-14 Surface-active formulations
BG101306A BG101306A (bg) 1994-08-25 1997-03-11 Повърхностноактивни състави

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH261094 1994-08-25
CH2610/94-6 1994-08-25

Publications (2)

Publication Number Publication Date
WO1996006152A2 true WO1996006152A2 (fr) 1996-02-29
WO1996006152A3 WO1996006152A3 (fr) 1996-05-02

Family

ID=4237644

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1995/003210 WO1996006152A2 (fr) 1994-08-25 1995-08-14 Formulations tensioactives

Country Status (12)

Country Link
EP (1) EP0777716A2 (fr)
JP (1) JPH10504591A (fr)
AU (1) AU3345195A (fr)
BG (1) BG101306A (fr)
BR (1) BR9508767A (fr)
CA (1) CA2196774A1 (fr)
CZ (1) CZ55597A3 (fr)
FI (1) FI970741A0 (fr)
HU (1) HUT77706A (fr)
MX (1) MX9701417A (fr)
SK (1) SK24597A3 (fr)
WO (1) WO1996006152A2 (fr)

Cited By (32)

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WO1998001110A1 (fr) * 1996-07-10 1998-01-15 Calgon Vestal, Inc. Produit de lavage pour la peau a base de triclosan et possedant une meilleure efficacite
WO1998002139A1 (fr) * 1996-07-12 1998-01-22 Indústria e Comércio de Cosméticos Natura Ltda. Savon liquide antiseptique dermatologique
WO1997046218A3 (fr) * 1996-06-04 1998-03-12 Ciba Sc Holding Ag Formulations liquides concentrees comprenant un principe actif microbicide
US5968539A (en) * 1997-06-04 1999-10-19 Procter & Gamble Company Mild, rinse-off antimicrobial liquid cleansing compositions which provide residual benefit versus gram negative bacteria
US6107261A (en) * 1999-06-23 2000-08-22 The Dial Corporation Compositions containing a high percent saturation concentration of antibacterial agent
WO2000078141A1 (fr) * 1999-06-23 2000-12-28 The Dial Corporation Compositions antibacteriennes
US6183757B1 (en) 1997-06-04 2001-02-06 Procter & Gamble Company Mild, rinse-off antimicrobial cleansing compositions which provide improved immediate germ reduction during washing
US6183763B1 (en) 1997-06-04 2001-02-06 Procter & Gamble Company Antimicrobial wipes which provide improved immediate germ reduction
US6190674B1 (en) 1997-06-04 2001-02-20 Procter & Gamble Company Liquid antimicrobial cleansing compositions
US6190675B1 (en) 1997-06-04 2001-02-20 Procter & Gamble Company Mild, rinse-off antimicrobial liquid cleansing compositions which provide improved residual benefit versus gram positive bacteria
US6197315B1 (en) 1997-06-04 2001-03-06 Procter & Gamble Company Antimicrobial wipes which provide improved residual benefit versus gram negative bacteria
US6210695B1 (en) 1997-06-04 2001-04-03 The Procter & Gamble Company Leave-on antimicrobial compositions
US6214363B1 (en) 1997-11-12 2001-04-10 The Procter & Gamble Company Liquid antimicrobial cleansing compositions which provide residual benefit versus gram negative bacteria
US6284259B1 (en) 1997-11-12 2001-09-04 The Procter & Gamble Company Antimicrobial wipes which provide improved residual benefit versus Gram positive bacteria
US6287577B1 (en) 1997-11-12 2001-09-11 The Procter & Gamble Company Leave-on antimicrobial compositions which provide improved residual benefit versus gram positive bacteria
US6287583B1 (en) 1997-11-12 2001-09-11 The Procter & Gamble Company Low-pH, acid-containing personal care compositions which exhibit reduced sting
WO2000078275A3 (fr) * 1999-06-23 2001-09-27 Dial Corp Compositions antibacteriennes
EP1167503A1 (fr) * 2000-06-21 2002-01-02 Ciba SC Holding AG Préparations tensio-actives
WO2001039728A3 (fr) * 1999-12-01 2002-05-16 Henkel Ecolab Gmbh & Co Ohg Lotion pour le lavage des mains destinee a un dispositif de production de mousse rechargeable
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US6616922B2 (en) 2001-03-27 2003-09-09 The Dial Corporation Antibacterial compositions
WO2004004677A1 (fr) * 2002-07-10 2004-01-15 The Dial Corporation Compositions ayant une meilleure capacite a deposer sur une surface un compose actif topiquement
GB2393907A (en) * 2002-10-12 2004-04-14 Reckitt Benckiser Inc Antimicrobial hard surface cleaner
US6794351B2 (en) 2001-04-06 2004-09-21 Kimberly-Clark Worldwide, Inc. Multi-purpose cleaning articles
WO2006062835A3 (fr) * 2004-12-09 2007-01-04 Dial Corp Compositions presentant une efficacite antivirale et antibacterienne elevee
EP1886660A1 (fr) * 2006-07-27 2008-02-13 Gojo Industries, Inc. Lavage des mains antimicrobien
US8232305B2 (en) 2006-06-14 2012-07-31 Basf Se Anti-microbial compositions
US8329685B1 (en) * 2000-07-19 2012-12-11 North West University Enhancement of the action of anti-infective agents and of central and peripheral nervous system agents and transportation of nucleic acid substances
EP2708590A1 (fr) * 2012-09-14 2014-03-19 The Procter & Gamble Company Procédé pour introduire un composé antibactérien hydrophobe dans une composition aqueuse
EP2727991A1 (fr) * 2012-10-30 2014-05-07 The Procter & Gamble Company Compositions détergente liquides nettoyant et désinfectant pour laver la vaisselle à la main

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EP3285729B1 (fr) 2015-04-23 2019-12-18 The Procter and Gamble Company Compositions concentrées de nettoyage personnel et procédés correspondants
MX376295B (es) 2015-04-23 2025-03-07 Procter & Gamble Composiciones concentradas para la limpieza personal y métodos.
EP3285889B1 (fr) 2015-04-23 2020-07-22 The Procter and Gamble Company Compositions d'hygiène corporel concentrées et l'emploi de celles-ci
US10952949B2 (en) 2015-04-23 2021-03-23 The Procter And Gamble Company Concentrated personal cleansing compositions
EP3528777B1 (fr) 2016-10-21 2021-09-01 The Procter & Gamble Company Compositions de nettoyage de la peau et procédés
US11185486B2 (en) 2016-10-21 2021-11-30 The Procter And Gamble Company Personal cleansing compositions and methods
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US10806686B2 (en) 2017-02-17 2020-10-20 The Procter And Gamble Company Packaged personal cleansing product
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EP0777716A2 (fr) 1997-06-11
MX9701417A (es) 1997-05-31
BG101306A (bg) 1997-09-30
JPH10504591A (ja) 1998-05-06
FI970741L (fi) 1997-02-21
FI970741A7 (fi) 1997-02-21
CZ55597A3 (en) 1997-06-11
FI970741A0 (fi) 1997-02-21
CA2196774A1 (fr) 1996-02-29
WO1996006152A3 (fr) 1996-05-02
SK24597A3 (en) 1997-08-06
HUT77706A (hu) 1998-07-28
BR9508767A (pt) 1997-11-11
AU3345195A (en) 1996-03-14

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