WO1999025796A2 - Compositions detergentes en poudre contenant des activateurs de blanchiment du type glucamide - Google Patents

Compositions detergentes en poudre contenant des activateurs de blanchiment du type glucamide Download PDF

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Publication number
WO1999025796A2
WO1999025796A2 PCT/EP1998/007324 EP9807324W WO9925796A2 WO 1999025796 A2 WO1999025796 A2 WO 1999025796A2 EP 9807324 W EP9807324 W EP 9807324W WO 9925796 A2 WO9925796 A2 WO 9925796A2
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WO
WIPO (PCT)
Prior art keywords
alkyl
weight
bleach
amount
total composition
Prior art date
Application number
PCT/EP1998/007324
Other languages
English (en)
Other versions
WO1999025796A3 (fr
Inventor
Edwin Leo Mario Lempers
Robert Ernst Niemantsverdriet
Rudolf Johan Martens
Sachindew Manodjkoemar Ramcharan
Robert Charles Vermeer
Ronaldus Theodorus Leonardus Van Vliet
Patrick Van Der Waal
Original Assignee
Unilever Plc
Unilever N.V.
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 Unilever Plc, Unilever N.V. filed Critical Unilever Plc
Priority to CA002309702A priority Critical patent/CA2309702A1/fr
Priority to AU19620/99A priority patent/AU728140B2/en
Priority to BR9814650-5A priority patent/BR9814650A/pt
Priority to EP98964401A priority patent/EP1032623A2/fr
Publication of WO1999025796A2 publication Critical patent/WO1999025796A2/fr
Publication of WO1999025796A3 publication Critical patent/WO1999025796A3/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
    • 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
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/34—Derivatives of acids of phosphorus
    • 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
    • C11D1/528—Carboxylic amides (R1-CO-NR2R3), where at least one of the chains R1, R2 or R3 is interrupted by a functional group, e.g. a -NH-, -NR-, -CO-, or -CON- group
    • 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
    • C11D3/39—Organic or inorganic per-compounds
    • C11D3/3902—Organic or inorganic per-compounds combined with specific additives

Definitions

  • the present invention relates to detergent powder compositions, particularly those which contain a bleach component to facilitate removal of certain kinds of stains from fabrics.
  • R 1 is hydrogen or a hydrocarbyl moiety of up to four carbon atoms
  • R is a fatty-type hydrocarbyl moiety, typically having from 5 to 31 carbon atoms
  • Z is an optionally alkoxylated polyhydroxy group, either of linear or sugar-type configuration.
  • GB-A-2 292 564 discloses the optional use of a polyhydroxy fatty acid amide in a granular detergent composition comprising surfactant, bleach and builder, wherein the surfactant : builder ratio is 0.8 : 1 or greater. These compositions have a low pH in wash solution.
  • the use of polyhydroxy fatty acid amides for stabilising aqueous liquid or paste detergent compositions is also known, for example from WO-A-93 25647.
  • a preferred polyhydroxy fatty acid amide is an N-acetyl glucamide. Nevertheless, an N- acetyl glucamide is not, chemically, a polyhydroxy fatty acid amide. It actually corresponds to a compound like of formula (A) but with the long-chain (R 2 ) and short- chain (R ) groups transposed and wherein Z is a glucose moiety.
  • EP-A-285 768 discloses the use as thickeners, in aqueous liquid detergent liquids, of a genus of materials which encompasses both the polyhydroxy fatty acid amides and N-acetyl glucamides.
  • the present invention now provides a detergent powder composition
  • a detergent powder composition comprising an anionic and/or nonionic surfactant, a bleach and a stain-removal enhancer selected from N-(optionally substituted) acyl-N-(C 5 C 31 ) hydrocarbyl polyhydroxy amides, alkyl aldonamides, alkyl or alkenyl glycasuccinimides and N-(optionally substituted) aminoalkyl polyhydroxy fatty acid amides.
  • the stain removal enhancer comprises an N-(optionally substituted) acyl-N- (C 5- C 31 ) hydrocarbyl polyhydroxy amide, it is preferably a compound of formula (I):-
  • R 3 is a C 5 - C 31 hydrocarbyl group
  • R 4 is hydrogen or a C 1-4 alkyl group
  • Z is a mono-, di- or oligo-saccharide or a polyhydroxy alkyl group optionally linked by a glycoside linkage with a mono-, di- or oligo-saccharide group.
  • An alkyl aldonamide is the alkyl derivative of the amide of an aldonic acid (or aldonolactone), and an aldonic acid in turn is defined as a sugar substance in which the pseudoaldehyde or pseudoketose group, generally found at the C ⁇ or C 2 position on the sugar, has been oxidized to a carboxylic acid group which upon drying cyclizes to an aldonolactone
  • Aldonamides may be based on compounds comprising one saccharide unit (e g glyceramides, ribonamides, gluconamides or glucoheptonamides), two saccharide units (e g lactobionamides, maltobionamides, melibionamides, cellobioamides, gentiobionamides or D-glucopyranosyl-(l-5)-D-arabinoamides) or they may be based on compounds comprising more than two saccharide units (e g glyceramides, ribonamide
  • the stain removal enhancer is an alkyl aldonamide, it is preferably a compound of formula (II)
  • each X 1 is independently hydrogen or a C r C 4 alkyl group
  • each W 1 is independently amine (NH), amine salt (NHA+), ether (O), sulfur (S), sulfur monoxide (S)), sulfur dioxide (SO 2 ), ester (SOO or OOC), amide (NACO, CONA or
  • NCOA NCOA
  • A hydrogen, a hydroxy C C 18 alkyl group, a C C 18 straight or branched chain, a saturated or unsaturated hydrocarbon which may be unsubstituted or substituted with an aromatic, cycloaliphatic, mixed aromatic aliphatic radical or mixtures thereof; and R is a straight or branched chain, saturated or unsaturated hydrocarbon which may be unsubstituted or substituted with an aromatic, cycloaliphatic, or mixed aromatic aliphatic radical comprising from about 4 to about 28 carbon atoms.
  • Materials of formula (II) may be prepared as described in US-A-5 521 293.
  • stain remover is an alkyl- or alkenyl-glycasuccinimide, preferably it is a compound of formula (III):
  • A is selected from the group consisting of the following structures which are attached to the succinate ring via the nitrogen atom on said structures:
  • each group G is independently selected from the group consisting of hydrogen, SO 3 M, PO 3 M, (CH 2 CH 2 O) a H, (CH 2 CHCH 3 O) fc H, and mono-, di-, oligo- or poly- saccharide;
  • M is selected from hydrogen, an alkali metal, alkaline earth metal, ammonium, alkyl substituted ammonium and mono-, di-, tri-alkanolammonium groups having about 1 to about 5 carbon atoms;
  • each W is independently selected from a CH 2 group and an oxygen atom
  • each X is independently selected from hydrogen and alkyl groups having about 1 to about 4 carbon atoms;
  • each Y is independently selected from NR 7 , +N(R 7 ) 2 , O, S, SO, SO 2 , COO, OOC, CONR 7 , and NR 7 CO groups;
  • R is a straight or branched chain saturated or unsaturated hydrocarbon which may be unsubstituted or substituted with an aromatic, cycloaliphatic or mixed aromatic radical having about 1 to about 31 carbon atoms;
  • R is selected from hydrogen, a hydroxyl alkyl group having about 1 to about 6 carbon atoms, and straight or branched chain, saturated or unsaturated hydrocarbons which may be unsubstituted or substituted with an aromatic, cycloaliphatic or mixed aromatic aliphatic radical having about 1 to about 8 carbon atoms;
  • R is selected from hydrogen and an alkyl, alkenyl or hydroxyalkyl group having about 1 to about 6 carbon atoms;
  • the stain removal enhancer is an N-(optionally substituted) aminoalkyl polyhydroxy fatty acid amide, then preferably it is a compound of formula (IV):
  • R 10 is as hereinbefore defined for the group R 3
  • R 11 is Ci or C 2 alkylene
  • R 12 and R 13 are independently selected from hydrogen and C 1-4 alkyl
  • Z 3 is as hereinbefore defined for the group Z .
  • compositions of the present invention may optionally comprise more than one stain removal enhancer selected from any of the kinds as hereinbefore defined.
  • the total amount of the stain removal enhancer is from 0.1% to 10% by weight of the total composition, typically from 0.5 to 5% and especially from 2% to 3% by weight of the total composition.
  • compositions according to the present invention also comprise a bleach.
  • Suitable bleaches include the halogen, particularly chlorine bleaches such as are provided in the form of alkalimetal hypohalites, e.g. hypochlorites.
  • the oxygen bleaches are preferred, for example in the form of an inorganic persalt, preferably with a precursor, or else as a peroxy acid compound.
  • the precursor makes the bleaching more effective at lower temperatures, i.e. in the range from ambient temperature to about 60°C, so that such bleach systems are commonly known as low-temperature bleach systems and are well known in the art.
  • the inorganic persalt such as sodium perborate, both the monohydrate and the tetrahydrate, acts to release active oxygen in solution, and the precursor is usually an organic compound having one or more reactive " acyl residues, which cause the formation of peracids, the latter providing for a more effective bleaching action at lower temperatures than the peroxybleach compound alone.
  • Suitable persalt compounds are alkalimetal perborates, both tetrahydrates and monohydrates, alkali metal percarbonates, persilicates and perphosphates, of which sodium perborate and sodium percarbonate are preferred.
  • Another preferred class of peroxygen compounds which can be incorporated to enhance dispensing/dispersibility in water are the anhydrous perborates described for that purpose in the EP-A-217454.
  • They are generally compounds which contain N-acyl or O-acyl residues in the molecule and which exert their activating action on the peroxy compounds on contact with these in the washing liquor.
  • Typical examples of precursors within these groups are polyacylated alkylene diamines, such as N ⁇ N ⁇ N'-tetraacetylethylene diamine (TAED) and N.N.N'.N 1 - tetraacetylmethylene diamine (TAMD); acylated glycolurils, such as tetraacetylgylcoluril (TAGU); triacetylcyanurate and sodium sulphophenyl ethyl carbonic acid ester.
  • polyacylated alkylene diamines such as N ⁇ N ⁇ N'-tetraacetylethylene diamine (TAED) and N.N.N'.N 1 - tetraacetylmethylene diamine (TAMD)
  • acylated glycolurils such as tetraacetylgylcoluril (TAGU)
  • TAGU tetraacetylgylcoluril
  • a particularly preferred precursor is N,N,N 1 ,N 1 -tetra-acetylethylene diamine (TAED).
  • TAED N,N,N 1 ,N 1 -tetra-acetylethylene diamine
  • the organic peroxyacid compound bleaches are preferably those which are solid at room temperature and most preferably should have a melting point of at least 50°C. Most commonly, they are the organic peroxyacids and water-soluble salts thereof having the general formula:
  • R is an alkylene or substituted alkylene group containing 1 to 20 carbon atoms or an arylene group containing from 6 to 8 carbon atoms
  • Y is hydrogen, halogen, alkyl, aryl or any group which provides an anionic moiety in aqueous solution.
  • the amount of bleach may for example be from 5% to 50% by weight of the total composition according to the present invention, for example from 10% to 30%> by weight.
  • the amount of the persalt may for example be from 6%> to 30%, preferably from 10%) to 30%>, more preferably from 15% to 25%, by weight of the total composition.
  • the amount of any precursor and/or peracid is preferably from 0.5%> to 10%>, more preferably from 1%> to 5% by weight of the total composition.
  • the ratio by weight of the persalt compound to the precursor is from about 15 : 1 to about 2 : 1, preferably from about 10 : 1 to about 3.5 : 1.
  • compositions according to the present invention also comprise one or more anionic surfactants.
  • Suitable anionic surfactants are usually water-soluble alkali metal salts of organic sulphates and sulphonates having alkyl radicals containing from about 8 to 22 carbon atoms, the term alkyl being used to include the alkyl portion of higher acyl radicals.
  • suitable synthetic anionic detergent compounds are sodium and potassium alkyl sulphates, especially those obtained by sulphating higher (C 8 -C 0 ) alcohols produced, for example, from tallow or coconut oil, sodium and potassium alkyl (C 9 -C 20 ) benzene sulphonates, particularly sodium linear secondary alkyl (C 10 -C 15 ) benzene sulphonates; sodium alkyl glyceryl ether sulphates, especially those ethers of the higher alcohols derived from tallow or coconut oil and synthetic alcohols derived from petroleum; sodium coconut oil fatty monoglyceride sulphates and sulphonates; sodium and potassium salts of sulphuric acid esters of higher (C 6 -C 18 ) fatty alcohol- alkylene oxide, particularly ethylene oxide, reaction products; the reaction products of fatty acids such as coconut fatty acids esterified with isethionic acid and neutralised with sodium hydroxide; sodium and potassium salts of fatty acid amides
  • the amount of anionic surfactant in compositions according to the present invention is preferably no more than 30%>, preferably from 1% to 20%> by weight, more preferably from 5%o to 15%> by weight of the total composition.
  • Suitable nonionic surfactants include, in particular, the reaction products of compounds having a hydrophobic group and reactive hydrogen atom, for example aliphatic alcohols, acids, amides or alkyl phenols with alkylene oxides, especially ethylene oxide, either alone or with propylene oxide.
  • Specific nonionic detergent compounds are alkyl (C 6 -C 18 ) primary or secondary linear or branched alcohols with ethylene oxide, and products made by condensation of ethylene oxide with the reaction products of propylene oxide and ethylenediamine.
  • Other so-called nonionic detergent compounds include long chain tertiary amine oxides, long chain tertiary phosphine oxides and dialkyl sulphoxides.
  • compositions according to the present invention may also comprise one or more surfactants of another kind, selected from cationic, zwitterionic and amphoteric species, and (provided mutually compatible) mixtures thereof.
  • surfactants of another kind selected from cationic, zwitterionic and amphoteric species, and (provided mutually compatible) mixtures thereof.
  • they may be chosen from any of the classes, sub-classes and specific materials described in 'Surface Active Agents', Vol. I, by Schwartz & Perry, (Interscience 1949) and 'Surface Active Agents', Vol. II by Schwartz, Perry & Berch (Interscience 1958), in the current edition of "McCutcheon's Emulsifiers & Detergents” published by the McCutcheon division of Manufacturing Confectioners Company or in 'Tensid- Taschenbuch", H. Stache, 2nd Edn,., Carl Hanser Verlag, M ⁇ nchen & Wien, 1981.
  • the total amount of surfactant material in compositions according to the present invention, including the anionic surfactant, for example may be from 2% to 30%> by weight of the total composition, for example from 5% to 25% and typically from 10% to 25% by weight.
  • compositions according to the present invention also comprise an alkali metal soap of a long chain mono- or dicarboxylic acid for example one having from 12 to 18 carbon atoms.
  • Typical acids of this kind are oleic acid, ricinoleic acid and fatty acids derived from castor oil, rapeseed oil, groundnut oil, coconut oil, palm kernel oil or mixtures thereof.
  • the sodium or potassium soaps of these acids can be used.
  • Typical amounts of soap are from 0.5%> to 5%> by weight of the total composition.
  • compositions according to the present invention include detergency builder material.
  • the builder material is any capable of reducing the level of free calcium ions in the wash liquor and will preferably provide the composition with other beneficial properties such as the generation of an alkaline pH, the suspension of soil removed from the fabric and the dispersion of the fabric softening clay material.
  • Examples of phosphorus-containing inorganic detergency builders when present, include the water-soluble salts, especially alkali metal pyrophosphates, orthophosphates, polyphosphates and phosphonates.
  • Specific examples of inorganic — phosphate builders include sodium and potassium tripolyphosphates, phosphates and hexametaphosphates. Phosphonate sequestrant builders may also be used.
  • non-phosphorus-containing inorganic detergency builders when present, include water-soluble alkali metal carbonates, bicarbonates, silicates and crystalline and amorphous aluminosilicates. Specific examples include sodium carbonate (with or without calcite seeds), potassium carbonate, sodium and potassium bicarbonates, silicates and zeolites.
  • organic detergency builders when present, include the alkaline metal, ammonium and substituted ammonium polyacetates, carboxylates, polycarboxylates, polyacetyl carboxylates, carboxymethyloxysuccinates, carboxymethyloxymalonates, ethylene diamine-N,N, disuccinic acid salts, polyepoxysuccinates, oxydiacetates, triethylene tetramine hexacetic acid salts, N-alkyl imino diacetates or dipropionates, alpha sulpho-fatty acid salts, dipicolinic acid salts, oxidised polysaccharides, polyhydroxy sulphonates and mixtures thereof.
  • Specific examples include sodium, potassium, lithium, ammonium and substituted ammonium salts of ethylenediaminetetraacetic acid, nitrilitriacetic acid, oxydissuccinic acid, melitic acid, benzene polycarboxylic acids and citric acid, tartrate monosuccinate and tartrate disuccinate.
  • the amount of detergency builder is typically from 10%> to 60%> by weight of the total composition, preferably from 20%> to 50% and more preferably from 30% to 40%) by weight of the total composition.
  • compositions according to the present invention may also be present in compositions according to the present invention, for example lather boosters such as alkanolamides, particularly the monoethanolamides derived from palm kernel fatty acids and coconut fatty acids, fabric softeners such as clays, amines and amine oxides, lather depressants, inorganic salts such as sodium sulphate, and, usually present in very minor amounts, fluorescent agents, perfumes, enzymes such as proteases, amylases and lipases, germicides and colourants.
  • lather boosters such as alkanolamides, particularly the monoethanolamides derived from palm kernel fatty acids and coconut fatty acids
  • fabric softeners such as clays, amines and amine oxides
  • lather depressants inorganic salts such as sodium sulphate
  • fluorescent agents such as fluorescent agents, perfumes, enzymes such as proteases, amylases and lipases, germicides and colourants.
  • Compositions according to the present invention may
  • N-propiony 1-N-tetradecyl- 1 -amino- 1 -deoxy-D-glucitol 11.
  • the products were used in a concentration of 5 g/1, in a wash of 30 minutes at 40°C in a 3L beakerglass equipped with heater element and magnetic stirrer.
  • the water was artificially hardened water of 30.4°FH (Ca : Mg - 4 : 1) with extra transition metals 25 to imitate practical wash conditions.
  • 30.4°FH Ca : Mg - 4 : 1
  • extra transition metals 25 to imitate practical wash conditions.

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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)

Abstract

L'invention concerne une composition pulvérulente détergente comprenant un tensioactif anionique et/ou non-ionique, un agent de blanchiment et un activateur de détachage choisi parmi amides polyhydroxylés de N-acyl(éventuellement substitué)-N-hydrocarbyle(C5C31), alkylaldonamides, alkyle ou alcényle-glycasuccinimides et amides d'acide gras polyhydroxylés de N-aminoalkyle(éventuellement substitué).
PCT/EP1998/007324 1997-11-18 1998-11-11 Compositions detergentes en poudre contenant des activateurs de blanchiment du type glucamide WO1999025796A2 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
CA002309702A CA2309702A1 (fr) 1997-11-18 1998-11-11 Compositions detergentes en poudre contenant des activateurs de blanchiment du type glucamide
AU19620/99A AU728140B2 (en) 1997-11-18 1998-11-11 Detergent powder compositions with glucamide-like bleach enhancers
BR9814650-5A BR9814650A (pt) 1997-11-18 1998-11-11 Composição detergente em pó
EP98964401A EP1032623A2 (fr) 1997-11-18 1998-11-11 Compositions detergentes en poudre contenant des activateurs de blanchiment du type glucamide

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP97203592 1997-11-18
EP97203592.7 1997-11-18

Publications (2)

Publication Number Publication Date
WO1999025796A2 true WO1999025796A2 (fr) 1999-05-27
WO1999025796A3 WO1999025796A3 (fr) 1999-07-29

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1998/007324 WO1999025796A2 (fr) 1997-11-18 1998-11-11 Compositions detergentes en poudre contenant des activateurs de blanchiment du type glucamide

Country Status (9)

Country Link
EP (1) EP1032623A2 (fr)
CN (1) CN1285864A (fr)
AR (1) AR017629A1 (fr)
AU (1) AU728140B2 (fr)
BR (1) BR9814650A (fr)
CA (1) CA2309702A1 (fr)
TR (1) TR200002172T2 (fr)
WO (1) WO1999025796A2 (fr)
ZA (1) ZA9810493B (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8741830B2 (en) 2005-04-19 2014-06-03 Henkel Ag & Co. Kgaa Method for producing liquid preparations having a solid body content

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5093040A (en) * 1987-08-12 1992-03-03 American Cyanamid Company Complex N-hydroxyimide compounds and their use as detergent additives
WO1992006160A1 (fr) * 1990-09-28 1992-04-16 The Procter & Gamble Company Systemes tensioactifs non ioniques contenant des amides d'acides gras de polyhydroxy et un ou plusieurs tensioactifs non ioniques supplementaires
WO1992022629A1 (fr) * 1991-06-18 1992-12-23 The Procter & Gamble Company Detergents de blanchissage contenant un amide d'acide gras polyhydroxy et de l'alcool ethoxyle insoluble
WO1995000625A1 (fr) * 1993-06-25 1995-01-05 The Procter & Gamble Company Compositions detergentes granulaires pour la lessive, contenant une lipase et un sulfonate de nonanoyloxybenzene de sodium
GB2292564A (en) * 1994-08-11 1996-02-28 Procter & Gamble Detergent Composition
US5541341A (en) * 1995-03-24 1996-07-30 Lever Brothers Company, Division Of Conopco, Inc. Nonionic glycasuccinimide surfactants and a process for their manufacture
EP0751210A1 (fr) * 1995-06-27 1997-01-02 The Procter & Gamble Company Compositions de blanchiment

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5521293A (en) * 1992-11-25 1996-05-28 Lever Brothers Company, Division Of Conopco, Inc. Heteroatom containing alkyl aldonamide compounds as superior foaming, more soluble nonionic surfactants and a process for their manufacture

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5093040A (en) * 1987-08-12 1992-03-03 American Cyanamid Company Complex N-hydroxyimide compounds and their use as detergent additives
WO1992006160A1 (fr) * 1990-09-28 1992-04-16 The Procter & Gamble Company Systemes tensioactifs non ioniques contenant des amides d'acides gras de polyhydroxy et un ou plusieurs tensioactifs non ioniques supplementaires
WO1992022629A1 (fr) * 1991-06-18 1992-12-23 The Procter & Gamble Company Detergents de blanchissage contenant un amide d'acide gras polyhydroxy et de l'alcool ethoxyle insoluble
WO1995000625A1 (fr) * 1993-06-25 1995-01-05 The Procter & Gamble Company Compositions detergentes granulaires pour la lessive, contenant une lipase et un sulfonate de nonanoyloxybenzene de sodium
GB2292564A (en) * 1994-08-11 1996-02-28 Procter & Gamble Detergent Composition
US5541341A (en) * 1995-03-24 1996-07-30 Lever Brothers Company, Division Of Conopco, Inc. Nonionic glycasuccinimide surfactants and a process for their manufacture
EP0751210A1 (fr) * 1995-06-27 1997-01-02 The Procter & Gamble Company Compositions de blanchiment

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8741830B2 (en) 2005-04-19 2014-06-03 Henkel Ag & Co. Kgaa Method for producing liquid preparations having a solid body content

Also Published As

Publication number Publication date
TR200002172T2 (tr) 2000-11-21
BR9814650A (pt) 2000-12-26
AU1962099A (en) 1999-06-07
CA2309702A1 (fr) 1999-05-27
AU728140B2 (en) 2001-01-04
ZA9810493B (en) 2000-05-17
WO1999025796A3 (fr) 1999-07-29
AR017629A1 (es) 2001-09-12
EP1032623A2 (fr) 2000-09-06
CN1285864A (zh) 2001-02-28

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