WO1994009101A1 - Compositions detergentes liquides non aqueuses - Google Patents

Compositions detergentes liquides non aqueuses Download PDF

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Publication number
WO1994009101A1
WO1994009101A1 PCT/US1993/009799 US9309799W WO9409101A1 WO 1994009101 A1 WO1994009101 A1 WO 1994009101A1 US 9309799 W US9309799 W US 9309799W WO 9409101 A1 WO9409101 A1 WO 9409101A1
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WO
WIPO (PCT)
Prior art keywords
alkyl
liquid detergent
aqueous liquid
compound
boron
Prior art date
Application number
PCT/US1993/009799
Other languages
English (en)
Inventor
Jean-Pol Boutique
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
Priority claimed from EP92870182A external-priority patent/EP0596185A1/fr
Application filed by The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to US08/416,687 priority Critical patent/US5571781A/en
Priority to AU53592/94A priority patent/AU5359294A/en
Priority to JP6510247A priority patent/JPH09509190A/ja
Publication of WO1994009101A1 publication Critical patent/WO1994009101A1/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
    • C11D3/02—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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/525—Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain two or more hydroxy groups per alkyl group, e.g. R3 being a reducing sugar rest
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/72—Ethers of polyoxyalkylene glycols
    • 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
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0004—Non aqueous liquid compositions comprising insoluble particles
    • 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
    • C11D3/0021—Dye-stain or dye-transfer inhibiting compositions
    • 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
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2003—Alcohols; Phenols
    • C11D3/2041—Dihydric alcohols
    • C11D3/2044—Dihydric alcohols linear

Definitions

  • the present invention is related to non-aqueous liquid detergent compositions.
  • Detergent compositions have traditionally contained a number of non-active ingredients. This has resulted in the increase in volume of the compositions and thus the packaging therefore. It is now considered highly desirable to reduce the volume of detergent compositions due to environmental considerations and produce more compact detergent formulations. One means to achieve this is to reduce the amount of non active ingredients such as water in detergent compositions. Reducing and preferably removing non active ingredients, particularly water results in a more compact composition. This in turn results in the need for less packaging material and smaller more manageable containers. Thus, it is an object of the present invention to formulate non-aqueous detergent compositions which exhibit at least the same cleaning performance of an equivalent aqueous detergent composition.
  • surfactants comprising 2 vicinal hydroxyl groups selected from poly hydroxy fatty acid amides, alkyl mono or di(alkoxy) glyceryl ethers, alkane 1,2-diols, alkyl glycerates and N-alkyl-lactobionamides. This is because such surfactants are especially effective with respect to their greasy stain removal performance.
  • these surfactants comprising 2 vicinal hydroxyl groups can indeed be solubilized in non-aqueous detergent compositions. This is achieved by the addition of a boron comprising compound such as boric acid.
  • the boron comprising compound interacts with the hydroxyl groups of the surfactant to form complexes. These complexes disrupt the crystallinity of the surfactant and thereby prevent its precipitation.
  • Another advantage of the present invention is that certain ingredients such as dye transfer inhibition systems which are not compatible with an aqueous environment can be incorporated into non-aqueous liquid detergent compositions. This contributes to overall cleaning performance of liquid detergent compositions.
  • the present invention is a non-aqueous liquid detergent composition
  • a surfactant comprising 2 vicinal hydroxyl groups selected from poly hydroxy fatty acid amides, alkyl mono- or di (alkoxy) glyceryl ethers, alkane 1,2-diols, alkyl glycerates and N-alkyl-lactobionamides characterized in that said composition further comprises a boron comprising compound wherein the molar ratio of said surfactant to said boron comprising compound is equal or lower than 2:1.
  • the present invention is a non-aqueous liquid detergent composition
  • a surfactant comprising 2 vicinal hydroxyl groups.
  • Said surfactant is solubilized in the non-aqueous composition by the incorporation of a boron comprising compound.
  • non aqueous compositions refers to compositions which are substantially non-aqueous and comprise less than 5% water, preferably from 0.1% to 3% water.
  • detergent composition refers to complete formulations, premixes and liquid anhydrous bases in which other solid ingredients such as builders and bleaches may be suspended.
  • compositions comprise a surfactant comprising 2 vicinal hydroxyl groups and mixtures thereof.
  • Suitable surfactants comprising 2 vicinal hydroxyl groups include; surfactants derived from poly hydroxy fatty acid amides, alkyl mono or di (alkoxy) glyceryl ethers, alkane 1,2 diols, alkyl glycerates and N-alkyl lactobionamides.
  • the compositions of the present invention comprise from 2% to 80%, preferably from 5% to 50% , most preferably from -5% to 15% of said surfactant comprising 2 vicinal hydroxyl groups.
  • highly preferred surfactants comprising 2 vicinal hydroxyl groups are polyhydroxy fatty acid amide surfactants and mixtures thereof.
  • Suitable poly hydroxy fatty acid amides for use herein are according to the formula: wherein R 1 is H, C 1 -C 4 hydrocarbyl, 2-hydroxy ethyl, 2-hydroxy propyl or a mixture thereof, preferably C 1 -C 4 alkyl, more preferably C 1 or C 2 alkyl most preferably C 2 alkyl, R 2 is C 5-31 hydrocarbyl, preferably straight chain C 7- C 19 alkyl or alkenyl, more preferably straight chain C 11-17 alkyl or alkenyl or mixture thereof and Z is a polyhydroxyhydrocarbyl having a linear hydrocarbyl chain with at least 2 hydroxyls directly connected to the chain, or an alkoxylated derivative
  • Z preferably is derived from a reducing sugar in a reductive amination reaction; more preferably Z is a glycityl.
  • Suitable reducing sugars include glucose, fructose, maltose, lactose, galactose mannose and xylose.
  • Z is preferably selected form the group cons -CH 2 - (CHOH) n -CH 2 OH, CH (CH 2 OH) - (CHOH) n-1 -CH 2 OH, -CH 2 -(CHOH) 2 (CHOR') (CHOH) -CH 2 OH, where n is an integer from 3 to 5, inclusive, and R' is H or a cyclic or aliphatic monosaccharide and alkoxylated derivatives thereof. Most preferred are glycityls wherein n is 4, particularly -CH 2 - (CHOH) 4 -CH 2 OH.
  • Z can be 1-deoxylactityl, 1-deoxyglucityl, 2-deoxyfructityl, 1-deoxymaltityl, 1-deoxylactityl, 1-deoxygalactityl, 1-deoxymannityl, 1-deomaltotriotityl.
  • R 1 can be for example N-methyl, N-ethyl, N-propyl, N-isopropyl, N-butyl, N-2-hydroxy ethyl, or N-2-hydroxy propyl.
  • R 2 is a straight C 11-15 alkyl or alkenyl chain or mixtures thereof.
  • the compositions according to the present invention comprise from 2% to 80%, preferably from 5% to 50%, most preferably from 5% to 15% of poly hydroxy fatty acid amide surfactants.
  • Suitable surfactants comprising 2 vicinal hydroxy groups are selected from the group consisting of alkyl mono or di (alkoxy) glyceryl ethers, alkane 1,2- diols, alkyl glycerates and N-alkyl lactobionamides.
  • Suitable alkyl mono or di (alkoxy) glyceryl ethers are C 8-18 alkyl mono (alkoxy) glyceryl ethers according to the formula :
  • Suitable alkyl di (alkoxy) glyceryl ethers are C 8-18 alkyl di (alkoxy) glyceryl ethers according to the formula :
  • R is a C 8-18 alkyl or alkenyl group and n is from o to 6.
  • Suitable alkane diols are C 8-18 alkyl 1,2 diols, preferably C 10-12 alkyl 1,2 diols.
  • Suitable alkylglycerates are C 8-18 alkylglycerates according to the formula :
  • R-OOC-CHOH-CH 2 OH where R is preferably C 10-12 .
  • N-alkyl lactobionamides are N-C 8-18 alkyl lactobionamides according to the formula :
  • R is a C 8-18 alkyl or alkenyl group.
  • the surfactant comprising 2 vicinal hydroxyl groups of the present invention is solubilized in the non-aqueous composition by the incorporation of a boron comprising compound.
  • the boron comprising compound employed herein can be boric acid or one of its salts, or mixtures thereof.
  • Preferred salts are the alkanolamine salts of tetraborate or metaborate.
  • Most preferred are boric acid and monoethanolamine borate.
  • the compositions comprise from 0.1% to 10%, preferably from 0.5% to 5%, most preferably from 2% to 4% of the boron comprising compound.
  • the molar ratio of said surfactant comprising 2 vicinal hydroxyl groups to said boron comprising compound material is equal or lower than 2:1, preferably equal or lower than 1.5:1, most preferably equal or lower than 1:1.
  • the rest of the liquid detergent composition according to the present invention is made of conventional detergency ingredients, i.e. other surfactants, builders, bleaches, enzymes, polymers, brighteners and others.
  • liquid detergent compositions herein may additionally comprise as an optional ingredient from 2% to 90%, preferably from 5% to 50% of an organic surface-active agent selected from anionic, nonionic, cationic and zwitterionic surface active agents and mixtures thereof.
  • compositions may further comprise a dye transfer inhibition system.
  • Suitable dye transfer inhibiting systems for use herein include DTI systems comprising a non-iron metallo catalyst.
  • Suitable non-iron metallo catalysts may be selected from:
  • the preferred usage range of the catalyst in the wash is 10 -8 molar to 10 -3 molar, more preferred 10 -6 - 10 -4 molar.
  • the essential metallo porphin structure may be visualized as indicated in Formula I in the accompanying drawings.
  • Formula I the atom positions of the porphin structure are numbered conventionally and the double bonds are put in conventionally. In other formula, the double bonds have been omitted in the drawings, but are actually present as in I.
  • Preferred metallo porphin structures are those substituted at one or more of the 5, 10, 15 and 20 carbon positions of Formula I (Meso positions), with a phenyl or pyridyl substituent selected from the group consisting of
  • n and m may be 0 or 1;
  • A is selected from water-solubilizing group, e.g., sulfate, sulfonate, phosphate, and carboxylate groups; and
  • B is selected from the group consisting of C 1 -C 10 alkyl, C 1 -C 10 polyethoxy alkyl or C 1 -C 10 hydroxy alkyl.
  • Preferred molecules are those in which the substituents on the phenyl or pyridyl groups are selected from the group consisting of
  • a particularly preferred metallo phorphin is one in which the molecule is substituted at the 5, 10 15, and 20 carbon positions with the substituent
  • This preferred compound is known as metallo tetrasulfonated tetraphenylporphin.
  • X 2 of Formula I represents an anion, preferably OH- or Cl-.
  • the compound of Formula I may be substituted at one or more of the remaining carbon positions with C 1 -C 10 alkyl, hydroxyalkyl or oxyalkyl groups.
  • Porphin derivatives also include chlorophyls, chlorines, i.e. isobacterio chlorines and bacteriochlorines.
  • Metallo porphyrin and water-soluble or water-dispersible derivatives thereof have a structure given in formula II.
  • X can be alkyl, alkyl carboxy, alkyl hydroxyl, vinyl, alkenyl, alkyl sulfate, alkylsulfonate, sulfate, sulfonate, aryl.
  • X 2 of Formula II represents an anion, preferably OH- or Cl-.
  • X i can be alkyl, alkylcarboxy, alkylhydroxyl, vinyl, alkenyl, alkylsulfate, alkylsulfonate, sulfate, sulfonate.
  • Metallo phthalocyanine and derivatives have the structure indicated in Formula III, wherein the atom positions of the phthalocyanine structure are numbered conventionally.
  • the anionic groups in the above structures contain cations selected from the group consisting of sodium and potassium cations or other non-interfering cations which leave the structures water-soluble.
  • Preferred phthalocyanine derivatives are metallo phthalocyanine trisulfonate and metallo phthalocyanine tetrasulfonate.
  • the choice of the substituent groups can be used to control the solubility of the catalyst in water or in detergent solutions. Yet again, especially where it is desired to avoid attacking dyes attached to solid surfaces, the substituents can control the affinity of the catalyst compound for the surface.
  • strongly negatively charged substituted compounds for instance the tetrasulfonated porphin, may be repelled by negatively charged stained surfaces and are therefore most likely not to cause attack on fixed dyes, whereas the cationic or zwitterionic compounds may be attracted to, or at least not repelled by such stained surfaces.
  • Another dye transfer inhibition system for use herein comprises polyamine N-oxide containing polymers and metallo catalysts.
  • Polyamine N-oxide polymers which contain units having the following structure formula :
  • P is a polymerisable unit, whereto the R-N-O group can be attached to or wherein the R-N-O group forms part of the polymerisable unit or a combination of both.
  • A is -O-,-S-, ; x is or 0 or 1;
  • R are aliphatic, ethoxylated aliphatics, aromatic, heterocyclic or alicyclic groups or any combination thereof whereto the nitrogen of the N-O group can be attached or wherein the nitrogen of the N-O group is part of these groups.
  • the N-O group can be represented by the following general structures :
  • R1, R2, R3 are aliphatic groups, aromatic, heterocyclic or alicyclic groups or combinations thereof, x or/and y or/and z is 0 or 1 and wherein the nitrogen of the N-O group can be attached or wherein the nitrogen of the N-O group forms part of these groups.
  • the N-O group can be part of the polymerisable unit (P) or can be attached to the polymeric backbone or a combination of both.
  • Suitable polyamine N-oxides wherein the N-O group forms part of the polymerisable unit comprise polyamine N-oxides wherein R is selected from aliphatic, aromatic, alicyclic or heterocyclic groups.
  • polyamine N-oxides comprises the group of polyamine N-oxides wherein the nitrogen of the N-O group forms part of the R-group.
  • Preferred polyamine N-oxides are those wherein R is a heterocyclic group such as pyridine, pyrrole, imidazole, pyrrolidine, piperidine and derivatives thereof.
  • Another class of said polyamine N-oxides comprises the group of polyamine N-oxides wherein the nitrogen of the N-O group is attached to the R-group.
  • polyamine N-oxides are the polyamine oxides whereto the N-O group is attached to the polymerisable unit.
  • Preferred class of these polyamine N-oxides are the polyamine N-oxides having the general formula (I) wherein R is an aromatic, heterocyclic or alicyclic groups wherein the nitrogen of the N-O functional group is part of said R group.
  • polyamine oxides wherein R is a heterocyclic compound such as pyridine, pyrrole, imidazole and derivatives thereof.
  • polyamine N-oxides are the polyamine oxides having the general formula (I) wherein R are aromatic, heterocyclic or alicyclic groups wherein the nitrogen of the N-O functional group is attached to said R groups.
  • R groups can be aromatic such as phenyl.
  • Any polymer backbone can be used as long as the amine oxide polymer formed is water-soluble and has dye transfer inhibiting properties.
  • suitable polymeric backbones are polyvinyls, polyalkylenes, polyesters, polyethers, polyamide, polyimides, polyacrylates and mixtures thereof.
  • the amine N-oxide polymers of the present invention typically have a ratio of amine to the amine N-oxide of 10 : 1 to 1: 1000000.
  • the amount of amine oxide groups present in the polyamine oxide polymer can be varied by appropriate copolymerization or by appropriate degree of N-oxidation.
  • the ratio of amine to amine N-oxide is from 3:1 to 1:1000000.
  • the polymers of the present invention actually encompass random or block copolymers where one monomer type is an amine N-oxide and the other monomer type is an N-oxide or not.
  • the amine oxide unit of the polyamine N-oxides has a pKa ⁇ 10, preferably pKa ⁇ 7, more preferred pKa ⁇ 6.
  • the polyamine oxides can be obtained in almost any degree of polymerisation.
  • the degree of polymerisation is not critical provided the material has the desired water-solubility and dye-suspending power.
  • the average molecular weight is within the range of 500 to 1000,000; more preferred 1000 to 500,000; most preferred 5000 to 100,000.
  • the polyamine N-oxides of the present invention are typically present from 0.01 to 10%, more preferably from 0.05 to 1%, most preferred from 0.05 to 0.5 % by weight of the dye transfer inhibiting composition.
  • Dye transfer inhibition systems comprising said polyamine N-oxide containing polymers may additionally comprise a metallo catalyst.
  • the preferred usage range of the catalyst in the wash is 10 -8 molar to 10 -3 molar, more preferred 10 -6 - 10 -4 molar.
  • the essential metallo porphin structure may be visualized as indicated in Formula I in the accompanying drawings. In Formula I the atom positions of the porphin structure are numbered conventionally and the double bonds are put in conventionally. In other formula, the double bonds have been omitted in the drawings, but are actually present as in I.
  • Preferred metallo porphin structures are those substituted at one or more of the 5, 10, 15 and 20 carbon positions of Formula I (Meso positions), with a phenyl or pyridyl substituent selected from the group consisting of and
  • n and m may be 0 or 1;
  • A is selected from water-solubilizing group, e.g., sulfate, sulfonate, phosphate or carboxylate groups; and
  • B is selected from the group consisting of C 1 -C 10 alkyl, C 1 -C 10 polyethoxy alkyl and C 1 -C 10 hydroxy alkyl.
  • Preferred molecules are those in which the substituents on the phenyl or pyridyl groups are selected from the group consisting of
  • a particularly preferred metallo phorphin is one in which the molecule is substituted at the 5, 10 15, and 20 carbon positions with the substituent
  • This preferred compound is known as metallo tetrasulfonated tetraphenylporphin.
  • X 2 of Formula I represents an anion, preferably OH- or Cl-.
  • the compound of Formula I may be substituted at one or more of the remaining carbon positions with C 1 -C 10 alkyl, hydroxyalkyl or oxyalkyl groups.
  • Porphin derivatives also include chlorophyls, chlorines, i.e. isobacterio chlorines and bacteriochlorines.
  • Metallo porphyrin and water-soluble or water-dispersible derivatives thereof have a structure given in formula II.
  • X can be alkyl, alkyl carboxy, alkyl hydroxyl, vinyl, alkenyl, alkyl sulfate, alkylsulfonate, sulfate, sulfonate, aryl.
  • X 2 of Formula II represents an anion, preferably OH- or Cl-.
  • the symbol X can be alkyl, alkylcarboxy, alkylhydroxyl, vinyl, alkenyl, alkylsulfate, alkylsulfonate, sulfate, sulfonate.
  • Metallo phthalocyanine and derivatives have the structure indicated in Formula III, wherein the atom positions of the phthalocyanine structure are numbered conventionally.
  • the anionic groups in the above structures contain cations selected from the group consisting of sodium and potassium cations or other non-interfering cations which leave the structures water-soluble.
  • Preferred phthalocyanine derivatives are metallo phthalocyanine trisulfonate and metallo phthalocyanine tetrasulfonate.
  • substitution of the central metal is substitution of the central metal by Fe, Mn, Co Rh, Cr, Ru, Mo or other transition metals.
  • the substituents can control the affinity of the catalyst compound for the surface.
  • strongly negatively charged substituted compounds for instance the tetrasulfonated porphin
  • the cationic or zwitterionic compounds may be attracted to, or at least not repelled by such stained surfaces.
  • the composition may comprise a number of additional compounds commonly used in liquid detergent compositions such solvents, chelants, enzymes, perfumes, dyes which are well known and described in the art.
  • Polyethyleneglycol 200 35 35 35 35 35 35 35 35 35 35 30 0
  • Examples I, IV, VII, X outside the scope of the invention, show poor physical stability.
  • the other examples where the molar ratio of the polyol surfactant/ boric acid is equal or lower than 2 show good physical stability.

Abstract

Composition détergente non aqueuse comportant un tensioactif qui comprend deux groupes hydroxyle voisins sélectionnés parmi les amides d'acides gras poly-hydroxy, les éthers de mono et di(alcoxy)glycéryle d'alkyle, les alcane- 1,2-diols, les glycérates d'alkyle et les N-alkyle-lactobioamides, ainsi qu'un composé contenant du bore. Le rapport molaire dudit tensioactif audit composé contenant du bore est égal ou inférieur à 2/1.
PCT/US1993/009799 1992-10-13 1993-10-13 Compositions detergentes liquides non aqueuses WO1994009101A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
US08/416,687 US5571781A (en) 1992-10-13 1993-10-13 Non-aqueous liquid detergent compositions
AU53592/94A AU5359294A (en) 1992-10-13 1993-10-13 Non-aqueous liquid detergent compositions
JP6510247A JPH09509190A (ja) 1992-10-13 1993-10-13 非水性液体洗剤組成物

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
EP92871064 1992-10-13
EP92871064.8 1992-10-13
EP92870182A EP0596185A1 (fr) 1992-11-06 1992-11-06 Détergents liquides stables inhibant le transfert de couleur
EP92870182.0 1992-11-06

Publications (1)

Publication Number Publication Date
WO1994009101A1 true WO1994009101A1 (fr) 1994-04-28

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JP (1) JPH09509190A (fr)
AU (1) AU5359294A (fr)
WO (1) WO1994009101A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6235703B1 (en) 1996-04-02 2001-05-22 Lever Brothers, Division Of Conopco, Inc. Surfactant blends, processes for preparing them and particulate detergent compositions containing them
WO2020102730A1 (fr) 2018-11-16 2020-05-22 Amgen Inc. Synthèse améliorée d'un intermédiaire clé du composé inhibiteur de kras g12c

Citations (7)

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Publication number Priority date Publication date Assignee Title
US4326979A (en) * 1979-11-09 1982-04-27 Lever Brothers Company Non-aqueous, built liquid detergent composition and method for preparing same
US4889652A (en) * 1988-05-02 1989-12-26 Colgate-Palmolive Company Non-aqueous, nonionic heavy duty laundry detergent with improved stability using microsperes and/or vicinal-hydroxy compounds
US5011622A (en) * 1988-10-10 1991-04-30 Lever Brothers Company, Division Of Conopco, Inc. Liquid cleaning compositions and process for their preparation
US5174927A (en) * 1990-09-28 1992-12-29 The Procter & Gamble Company Process for preparing brightener-containing liquid detergent compositions with polyhydroxy fatty acid amines
US5223179A (en) * 1992-03-26 1993-06-29 The Procter & Gamble Company Cleaning compositions with glycerol amides
US5244593A (en) * 1992-01-10 1993-09-14 The Procter & Gamble Company Colorless detergent compositions with enhanced stability
US5269974A (en) * 1992-09-01 1993-12-14 The Procter & Gamble Company Liquid or gel dishwashing detergent composition containing alkyl amphocarboxylic acid and magnesium or calcium ions

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4326979A (en) * 1979-11-09 1982-04-27 Lever Brothers Company Non-aqueous, built liquid detergent composition and method for preparing same
US4889652A (en) * 1988-05-02 1989-12-26 Colgate-Palmolive Company Non-aqueous, nonionic heavy duty laundry detergent with improved stability using microsperes and/or vicinal-hydroxy compounds
US5011622A (en) * 1988-10-10 1991-04-30 Lever Brothers Company, Division Of Conopco, Inc. Liquid cleaning compositions and process for their preparation
US5174927A (en) * 1990-09-28 1992-12-29 The Procter & Gamble Company Process for preparing brightener-containing liquid detergent compositions with polyhydroxy fatty acid amines
US5244593A (en) * 1992-01-10 1993-09-14 The Procter & Gamble Company Colorless detergent compositions with enhanced stability
US5223179A (en) * 1992-03-26 1993-06-29 The Procter & Gamble Company Cleaning compositions with glycerol amides
US5269974A (en) * 1992-09-01 1993-12-14 The Procter & Gamble Company Liquid or gel dishwashing detergent composition containing alkyl amphocarboxylic acid and magnesium or calcium ions

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6235703B1 (en) 1996-04-02 2001-05-22 Lever Brothers, Division Of Conopco, Inc. Surfactant blends, processes for preparing them and particulate detergent compositions containing them
WO2020102730A1 (fr) 2018-11-16 2020-05-22 Amgen Inc. Synthèse améliorée d'un intermédiaire clé du composé inhibiteur de kras g12c

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JPH09509190A (ja) 1997-09-16
AU5359294A (en) 1994-05-09

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