WO1993009215A1 - Systeme de stabilisation des couleurs dans des compositions detergentes liquides - Google Patents

Systeme de stabilisation des couleurs dans des compositions detergentes liquides Download PDF

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Publication number
WO1993009215A1
WO1993009215A1 PCT/US1992/009387 US9209387W WO9309215A1 WO 1993009215 A1 WO1993009215 A1 WO 1993009215A1 US 9209387 W US9209387 W US 9209387W WO 9309215 A1 WO9309215 A1 WO 9309215A1
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WO
WIPO (PCT)
Prior art keywords
color
composition according
salts
liquid detergent
composition
Prior art date
Application number
PCT/US1992/009387
Other languages
English (en)
Inventor
Francesco Buzzaccarini
Fabrice François Jean QUESTEL
Noel Alfons G. Vanwelssenaers
Original Assignee
The Procter & Gamble Company
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=36791828&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=WO1993009215(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to JP50865393A priority Critical patent/JP3215111B2/ja
Priority to US08/232,250 priority patent/US5518644A/en
Publication of WO1993009215A1 publication Critical patent/WO1993009215A1/fr

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Classifications

    • 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
    • C11D3/16—Organic compounds
    • C11D3/34—Organic compounds containing sulfur
    • C11D3/349—Organic compounds containing sulfur additionally containing nitrogen atoms, e.g. nitro, nitroso, amino, imino, nitrilo, nitrile groups containing compounds or their derivatives or thio urea
    • 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
    • C11D3/0042—Reducing agents
    • 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
    • C11D3/02—Inorganic compounds ; Elemental compounds
    • C11D3/04—Water-soluble compounds
    • C11D3/042—Acids
    • 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
    • C11D3/02—Inorganic compounds ; Elemental compounds
    • C11D3/04—Water-soluble compounds
    • C11D3/046—Salts
    • 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
    • C11D3/16—Organic compounds
    • C11D3/34—Organic compounds containing sulfur
    • C11D3/3409—Alkyl -, alkenyl -, cycloalkyl - or terpene sulfates or sulfonates
    • 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
    • C11D3/16—Organic compounds
    • C11D3/34—Organic compounds containing sulfur
    • C11D3/3427—Organic compounds containing sulfur containing thiol, mercapto or sulfide groups, e.g. thioethers or mercaptales
    • 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
    • C11D3/16—Organic compounds
    • C11D3/34—Organic compounds containing sulfur
    • C11D3/3472—Organic compounds containing sulfur additionally containing -COOH groups or derivatives thereof
    • 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
    • C11D3/40—Dyes ; Pigments

Definitions

  • the present invention relates to liquid detergent compositions.
  • the compositions according to the present invention are stabilized against color alteration.
  • Liquid detergent compositions are well known in the art. It is desirable that such compositions should have an attractive color as the compositions aesthetics is a key element in terms of consumer acceptance. A broad palette of dyes is available to the detergent formulator in order to address this need.
  • compositions can be marketed without dyes, when the color of the product without dyes is sufficiently attractive.
  • the present invention proposes to formulate liquid detergent compositions which comprise low levels of materials yielding various sulfite ions in the detergent composition, as color-stabilizing compounds.
  • An advantage of the present invention is that it offers a color stabilization system which is efficient in all products where color alteration occurs, with or without dye. It is another advantage of the present invention that it proposes the use of simple chemicals, which are commercially available and relatively inexpensive.
  • compositions according to the present invention are liquid detergent compositions comprising conventional detergency ingredients, characterized in that they further comprise from 0.001% to 10% by weight of the total composition of a color-stabilizing compound selected from sulfite, hydrogenosulfite or pyrosulfite salts, sulfur dioxide, sulfurous acid, alpha-hydroxy alkyl sulfonic acids, mercaptoethanol, sodium mercaptoacetate, 2- a inoethanethiol, cystein, polycycstein, glutathione and formamidine sulfinic acid, or mixtures thereof.
  • a color-stabilizing compound selected from sulfite, hydrogenosulfite or pyrosulfite salts, sulfur dioxide, sulfurous acid, alpha-hydroxy alkyl sulfonic acids, mercaptoethanol, sodium mercaptoacetate, 2- a inoethanethiol, cystein, polycycstein, glutathione and formamidine sulfinic acid,
  • liquid detergent compositions according to the present invention comprise conventional detergency ingredients and the color stabilization system.
  • the detergent compositions according to the present invention comprise from 0.001% to 10% by weight of the total composition of a compound selected from sulfite (S0 3 2 ⁇ ) , hydrogenosulfite (HSO 3 -) or pyrosulfite salts (S 2 ⁇ 5 2 ⁇ ) , sulfur dioxide, sulfurous acid, alpha-hydroxy alkyl sulfonic acids, mercaptoethanol, sodium mercaptoacetate, 2-aminoethanetiol, cystein, polycystein, glutathione and formamidine sulfinic acid, or mixtures thereof.
  • Suitable sulfite, hydrogenosulfite and pyrosulfite salts include metal salts, ammomium salts and alkanolammonium salts.
  • Preferred salts for use herein are sodium, potassium, calcium. alkanolam onium and ammonium salts. These compounds are commonly used as food preservatives and are therefore commercially available. Hydrogenosulfite, sulfur dioxide and sulfurous acid solutions are also commercially available.
  • the preferred color-stabilizing compound according to the present invention is sodium pyrosulfite.
  • Alpha-hydroxyalkyl sulfonic acids are therefore also suitable for use in the compositions according to the invention as they yield hydrogenosulfite ions in the finished product.
  • Alpha-hydroxy alkyl sulfonic acids can be prepared by reacting aldehydes or ketones with Na bisulfite, as described for instance in J. March, Advanced
  • alkyl chain lenght and configuration of the alpha-hydroxy alkyl sulfonic acid is not critical herein.
  • Preferred alkyl chains are C ⁇ to C ⁇ aliphatic chains.
  • compositions according to the present invention comprise from 0.005% to 1% by weight of the total composition of said color-stabilizing compounds or mixtures thereof, most preferably from 0.01% to 0.1%.
  • the rest of the liquid detergent composition according to the present invention is made of conventional detergency ingredients, i.e. water, surfactants, builders and others.
  • the liquid detergent compositions herein comprises from 5% to 60% by weight of the total liquid detergent composition. preferably from 20% by weight to 40% by weight of an organic surface-active agent selected from nonionic, anionic, cationic and zwitterionic surface-active agents and mixtures thereof.
  • Suitable anionic surface-active salts are selected from the group of sulfonates and sulfates.
  • the like anionic surfactants are well-known in the detergent art and have found wide application in commercial detergents.
  • Preferred anionic water-soluble sulfonate or sulfate salts have in their molecular structure an alkyl radical containing from about 8 to about 22 carbon atoms. Examples of such preferred anionic surfactant salts are the reaction products obtained by sulfating Cg-C ⁇ g fatty alcohols derived from e.g.
  • alkylbenzene sulfonates wherein the alkyl group contains from about 9 to about 15 carbon atoms; sodium alkylglyceryl ether sulfonates; ether sulfates of fatty alcohols derived from tallow and coconut oils; coconut fatty acid monoglyceride sulfates and sulfonates; and water-soluble salts of paraffin sulfonates having from about 8 to about 22 carbon atoms in the alkyl chain.
  • Sulfonated olefin surfactants as more fully described in e.g. U.S. Patent Specification 3,332,880 can also be used.
  • the neutralizing cation for the anionic synthetic sulfonates and/or sulfates is represented by conventional cations which are widely used in detergent technology such as sodium, potassium or alkanolammonium.
  • a suitable anionic synthetic surfactant component herein is represented by the water-soluble salts of an alkylbenzene sulfonic acid, preferably sodium alkylbenzene sulfonates, preferably sodium alkylbenzene ⁇ ulfonates having from about 10 to 13 carbon atoms in the alkyl group.
  • Another preferred anionic surfactant component herein is sodium alkyl sulfates having from about 10 to 15 carbon atoms in the alkyl group.
  • nonionic surfactants suitable for use herein include those produced by condensing ethylene oxide with a hydrocarbon having a reactive hydrogen atom, e.g., a hydroxyl, carboxyl, or amido group, in the presence of an acidic or basic catalyst, and include compounds having the general formula R (CH2CH 2 0) n H wherein R represents the hydrophobic moiety, A represents the group carrying the reactive hydrogen atom and n represents the average number of ethylene oxide moieties.
  • R typically contains from about 8 to 22 carbon atoms They can also be formed by the condensation of propylene oxide with a lower molecular weight compound. n usually varies from about 2 to about 24.
  • a preferred class of nonionic ethoxylates is represented by the condensation product of a fatty alcohol having from 12 to 15 carbon atoms and from about 4 to 10 moles of ethylene oxide per mole or fatty alcohol.
  • Suitable species of this class of ethoxylates include : the condensation product of c 12 ⁇ 15 oxo-alcohols and 3 to 9 moles of ethylene oxide per mole of alcohol; the condensation product or narrow cut C 1 4 ⁇ C 1 5 oxo-alcohols and 3 to 9 moles of ethylene oxide per mole of fatty(oxo)alcohol; the condensation product of a narrow cut C ⁇ 2 ⁇ c i 3 fatty(oxo)alcohol and 6,5 moles of ethylene oxide per mole of fatty alcohol; and the condensation products of a C ⁇ n-C ⁇ coconut fatty alcohol with a degree of ethoxylation (moles EO/mole fatty alcohol) in the range from 4 to 8.
  • the fatty oxo alcohols while mainly linear can have, depending upon the processing conditions and raw material olefins, a certain degree of branching, particularly short chain such as methyl branching.
  • a degree of branching in the range from 15% to 50% (weight%) is frequently found in commercial oxo alcohols.
  • Suitable cationic surfactants include quaternary ammonium compounds of the formula R;LR2 R 3 R 4 N+ where ⁇ ,R 2 and R 3 are methyl groups, and R 4 is a C 12 -i5 alkyl group, or where R ⁇ is an ethyl or hydroxy ethyl group, R 2 and R 3 are methyl groups and R4 is a C 12 -i5 alkyl group.
  • Zwitterionic surfactants include derivatives of aliphatic quaternary ammonium, phosphonium, and sulfonium compounds in which the aliphatic moiety can be straight or branched chain and wherein one of the aliphatic substituents contains from about 8 to about 24 carbon atoms and another substituent contains, at least, an anionic water- solubilizing group.
  • Particularly preferred zwitterionic materials are the ethoxylated ammonium sulfonates and sulfates disclosed in U.S. Patents 3,925,262, Laughlin et al., issued December 9, 1975 and 3,929,678, Laughlin et al., issued December 30, 1975.
  • Semi-polar nonionic surfactants include water-soluble amine oxides containing one alkyl or hydroxy alkyl moiety of from about 8 to about 28 carbon atoms and two moieties selected from the group consisting of alkyl groups and hydroxy alkyl groups, containing from 1 to about 3 carbon atoms which can optionally be joined into ring structures.
  • Poly hydroxy fatty acid amide surfactants of the formula R 2 -C-N-Z, wherein R 1 is H, C 1 _ 4 hydrocarbyl,
  • R 1 2-hydroxy ethyl, 2-hydroxy propyl or a mixture thereof
  • R 2 is C5_ 3 i hydrocarbyl
  • Z is a polyhydroxyhydrocarbyl having a linear hydrocarbyl chain with at least 3 hydroxyls directly connected to the chain, or an alkoxylated derivative thereof.
  • R ⁇ is methyl
  • R 2 is a straight alkyl or alkenyl chain or mixtures thereof
  • Z is derived from a reducing sugar such as glucose, fructose, maltose, lactose, in a reductive amination reaction.
  • the compositions according to the present invention may further comprise a builder system.
  • Any conventional builder system is suitable for use herein including polycarboxylates and fatty acids, materials such as ethylenediamine tetraacetate, metal ion sequestrants such as aminopolyphosphonates, particularly ethylenediamine tetra ethylene phosphonic acid and diethylene triamine pentamethylenephosphonic acid.
  • phosphate builders can also be used herein.
  • Suitable polycarboxylates builders for use herein include citric acid, preferably in the form of a water-soluble salt, derivatives of succinic acid of the formula R_CH(COOH)CH 2 (COOH) wherein R is C 10 -. 2 o alkyl or alkenyl, preferably C 1 -i 6r or wherein R can be substituted with hydroxyl, sulfo sulfoxyl or sulfone substitutents.
  • Specific examples include lauryl succinate, myristyl succinate, palmityl succinate, 2-dodecenylsuccinate, 2- tetradecenyl succinate.
  • Succinate builders are preferably used in the form of their water-soluble salts, including sodium, potassium, ammonium and alkanolammonium salts.
  • polycarboxylates are oxodisuccinates and mixtures of tartrate monosuccinic and tartrate disuccinic acid such as described in US 4,663,071
  • Suitable fatty acid builders for use herein are saturated or unsaturated C ⁇ o-is fatty acids, as well as the corresponding soaps.
  • Preferred saturated species have from 12 to 16 carbon atoms in the alkyl chain.
  • the preferred unsaturated fatty acid is oleic acid.
  • a preferred builder system for use herein consists of a mixture of citric acid, fatty acids and succinic acid derivatives described herein above.
  • the builder system according to the present invention preferably represents from 5% to 35% by weight of the total composition.
  • compositions according to the invention preferably comprise enzymes. Suitable enzymes for use herein are protease, lipases, cellulases and amylases and mixtures thereof.
  • the compositions according to the present invention may also comprise an enzyme stabilizing system. Any conventional enzyme stabilizing system is suitable for use herein, and preferred enzyme stabilizing systems are based on boric acid or derivatives thereof, 1,2- propanediol, carboxylic acids, and mixtures thereof.
  • compositions herein can contain a series of further, optional ingredients.
  • the like additives include solvents, alkanolamines, pH adjusting agents, suds regulants, opacifiers, agents to improve the machine compatibility in relation to enamel-coated surfaces, perfumes, dyes, bactericides, brighteners, soil release agents, softening agents and the like.
  • Some of these ingredients are believed to have an effect on the color alteration problem underlying the present invention, particularly perfumes and alkanolamines.
  • compositions according to the present invention can be formulated as conventional liquid detergent compositions or, as an alternative as so-called “concentrated” liquid detergent compositions, i.e. liquid detergent compositions comprising less than 30% by weight of water. Examples
  • compositions I-IV and VIII are concentrated liquid detergent compositions.
  • Tartrate momo succinate 3 Diethylene triamine 0.7 0.7 0.5 0.5 pentamethylene phosphonic acid
  • the color of the sample without any color-stabilizing system according to the present invention already differs substantially from the color of the fresh product, whereas the color of the sample comprising a color stabilizing system according to the present invention is virtually unchanged; a difference, if any, is certainly not visually detectable.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Cosmetics (AREA)

Abstract

Les compositions détergentes liquides comprennent des ingrédients détergents classiques et des composés de stabilisation des couleurs qui donnent des ions sulfites divers dans le produit fini.
PCT/US1992/009387 1991-11-07 1992-11-02 Systeme de stabilisation des couleurs dans des compositions detergentes liquides WO1993009215A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
JP50865393A JP3215111B2 (ja) 1991-11-07 1992-11-02 液体洗剤組成物における色安定化系
US08/232,250 US5518644A (en) 1991-11-07 1992-11-02 Aqueous built liquid detergents containing a sulfite salt to inhibit color alteration caused by mixture of alkanolamines and perfumes

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP91870175 1991-11-07
EP91870175.6 1991-11-07
CN92114613A CN1038944C (zh) 1991-11-07 1992-11-21 液体洗涤剂组合物中的颜色稳定系统

Publications (1)

Publication Number Publication Date
WO1993009215A1 true WO1993009215A1 (fr) 1993-05-13

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ID=36791828

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1992/009387 WO1993009215A1 (fr) 1991-11-07 1992-11-02 Systeme de stabilisation des couleurs dans des compositions detergentes liquides

Country Status (8)

Country Link
JP (1) JP3215111B2 (fr)
CN (1) CN1038944C (fr)
AU (1) AU3124993A (fr)
CA (1) CA2122986C (fr)
MA (1) MA22700A1 (fr)
MX (1) MX9206395A (fr)
PT (1) PT101012B (fr)
WO (1) WO1993009215A1 (fr)

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0633307A1 (fr) * 1993-07-09 1995-01-11 Colgate-Palmolive Company Composition détergente liquide à base de surfactant non ionique très moussant
EP0633309A1 (fr) * 1993-07-09 1995-01-11 Colgate-Palmolive Company Composition détergente liquide à base de surfactant non ionique très moussant
EP0633308A1 (fr) * 1993-07-09 1995-01-11 Colgate-Palmolive Company Composition détergente liquide à base de surfactant non ionique très moussant
EP0638638A1 (fr) * 1993-07-09 1995-02-15 Colgate-Palmolive Company Composition détergente liquide à base de surfactant non ionique très moussant
WO1996004236A1 (fr) * 1994-08-02 1996-02-15 Hoechst Aktiengesellschaft Procede de preparation de solutions d'amide d'acide gras de polyhydroxy de bonne qualite de couleur et leur utilisation
US5514437A (en) * 1994-03-29 1996-05-07 The Procter & Gamble Company Artificial tanning compositions having improved stability
US5603923A (en) * 1994-03-29 1997-02-18 The Procter & Gamble Company Artificial tanning compositions having improved color development
DE19545134A1 (de) * 1995-12-04 1997-06-05 Henkel Kgaa Verfahren zur Herstellung hellfarbiger Betaine
WO2001021746A1 (fr) * 1999-09-21 2001-03-29 The Procter & Gamble Company Compositions d'entretien des tissus
EP1323819A1 (fr) * 2001-12-24 2003-07-02 Cognis Iberia, S.L. Composition aqueuse tensioactive a pouvoir oxidatif reduit
EP2913388A1 (fr) * 2014-02-28 2015-09-02 The Procter and Gamble Company Détergent
EP2258820B1 (fr) 2009-06-02 2019-12-18 The Procter and Gamble Company Sachet hydrosoluble

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002069047A (ja) * 2000-08-29 2002-03-08 Kao Corp モノアルカノールアミドの製造法
CN101024801B (zh) * 2007-02-07 2010-12-08 上海美得汽车保洁科技有限公司 一种汽车无水干洗剂
JP5396707B2 (ja) * 2007-11-07 2014-01-22 ライオンハイジーン株式会社 洗浄剤組成物
JP5419357B2 (ja) * 2008-01-22 2014-02-19 花王株式会社 液体洗浄剤組成物
KR101727555B1 (ko) * 2013-01-11 2017-04-17 사켐,인코포레이티드 비수 용매 내 4차 암모늄 히드록사이드의 색 억제제
US20140323383A1 (en) * 2013-04-26 2014-10-30 The Procter & Gamble Company Pouch comprising a liquid detergent composition
CN107418765A (zh) * 2017-07-27 2017-12-01 合肥远科服装设计有限公司 一种护色除菌不伤手的洗衣液

Citations (4)

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Publication number Priority date Publication date Assignee Title
US4014807A (en) * 1974-06-10 1977-03-29 Henkel & Cie G.M.B.H. Shaped washing agents having an improved resistance to cracking
US4077911A (en) * 1974-06-07 1978-03-07 Kao Soap Co., Ltd. Liquid detergent of reduced color fading
US4364837A (en) * 1981-09-08 1982-12-21 Lever Brothers Company Shampoo compositions comprising saccharides
US4741854A (en) * 1986-11-04 1988-05-03 Lever Brothers Company Transparent toilet soap of light color

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4077911A (en) * 1974-06-07 1978-03-07 Kao Soap Co., Ltd. Liquid detergent of reduced color fading
US4014807A (en) * 1974-06-10 1977-03-29 Henkel & Cie G.M.B.H. Shaped washing agents having an improved resistance to cracking
US4364837A (en) * 1981-09-08 1982-12-21 Lever Brothers Company Shampoo compositions comprising saccharides
US4741854A (en) * 1986-11-04 1988-05-03 Lever Brothers Company Transparent toilet soap of light color

Cited By (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0633309A1 (fr) * 1993-07-09 1995-01-11 Colgate-Palmolive Company Composition détergente liquide à base de surfactant non ionique très moussant
EP0633308A1 (fr) * 1993-07-09 1995-01-11 Colgate-Palmolive Company Composition détergente liquide à base de surfactant non ionique très moussant
EP0638638A1 (fr) * 1993-07-09 1995-02-15 Colgate-Palmolive Company Composition détergente liquide à base de surfactant non ionique très moussant
EP0633307A1 (fr) * 1993-07-09 1995-01-11 Colgate-Palmolive Company Composition détergente liquide à base de surfactant non ionique très moussant
US5514437A (en) * 1994-03-29 1996-05-07 The Procter & Gamble Company Artificial tanning compositions having improved stability
US5603923A (en) * 1994-03-29 1997-02-18 The Procter & Gamble Company Artificial tanning compositions having improved color development
AU689638B2 (en) * 1994-08-02 1998-04-02 Clariant Gmbh Method for preparing polyhydroxy fatty acid amide solutions of good color quality and their use
WO1996004236A1 (fr) * 1994-08-02 1996-02-15 Hoechst Aktiengesellschaft Procede de preparation de solutions d'amide d'acide gras de polyhydroxy de bonne qualite de couleur et leur utilisation
US5571934A (en) * 1994-08-02 1996-11-05 Hoechst Ag Process for preparing solutions of polyhydroxy-fatty acid amides having good color quality, and their use
DE19545134A1 (de) * 1995-12-04 1997-06-05 Henkel Kgaa Verfahren zur Herstellung hellfarbiger Betaine
DE19545134C2 (de) * 1995-12-04 1998-02-26 Henkel Kgaa Verfahren zur Herstellung hellfarbiger Betaine
WO2001021746A1 (fr) * 1999-09-21 2001-03-29 The Procter & Gamble Company Compositions d'entretien des tissus
US6861401B2 (en) 1999-09-21 2005-03-01 The Procter & Gamble Company Fabric care compositions
US7074752B2 (en) 1999-09-21 2006-07-11 The Procter & Gamble Company Fabric care compositions
EP1323819A1 (fr) * 2001-12-24 2003-07-02 Cognis Iberia, S.L. Composition aqueuse tensioactive a pouvoir oxidatif reduit
EP2258820B1 (fr) 2009-06-02 2019-12-18 The Procter and Gamble Company Sachet hydrosoluble
EP2913388A1 (fr) * 2014-02-28 2015-09-02 The Procter and Gamble Company Détergent
WO2015130735A1 (fr) * 2014-02-28 2015-09-03 The Procter & Gamble Company Détergent

Also Published As

Publication number Publication date
CN1087379A (zh) 1994-06-01
JP3215111B2 (ja) 2001-10-02
AU3124993A (en) 1993-06-07
JPH07500862A (ja) 1995-01-26
CA2122986A1 (fr) 1993-05-13
CN1038944C (zh) 1998-07-01
CA2122986C (fr) 1998-08-04
PT101012A (pt) 1994-01-31
PT101012B (pt) 1999-07-30
MX9206395A (es) 1993-10-29
MA22700A1 (fr) 1993-07-01

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