EP0487262A2 - Compositions détergentes - Google Patents

Compositions détergentes Download PDF

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Publication number
EP0487262A2
EP0487262A2 EP19910310561 EP91310561A EP0487262A2 EP 0487262 A2 EP0487262 A2 EP 0487262A2 EP 19910310561 EP19910310561 EP 19910310561 EP 91310561 A EP91310561 A EP 91310561A EP 0487262 A2 EP0487262 A2 EP 0487262A2
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EP
European Patent Office
Prior art keywords
composition according
carbon atoms
detergent composition
range
alkylpolyglycoside
Prior art date
Legal status (The legal status 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 status listed.)
Granted
Application number
EP19910310561
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German (de)
English (en)
Other versions
EP0487262A3 (en
EP0487262B1 (fr
Inventor
Michael Hull
Cornelis Gerhard Van Kralingen
Peter John Unilever Research Hall
Frederik Jan Unilever Research Schepers
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Unilever PLC
Unilever NV
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Unilever PLC
Unilever NV
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Publication date
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Publication of EP0487262A2 publication Critical patent/EP0487262A2/fr
Publication of EP0487262A3 publication Critical patent/EP0487262A3/en
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Publication of EP0487262B1 publication Critical patent/EP0487262B1/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
    • C11D1/66—Non-ionic compounds
    • C11D1/825—Mixtures of compounds all of which are non-ionic
    • 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
    • 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
    • C11D17/0008—Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
    • C11D17/0026—Structured liquid compositions, e.g. liquid crystalline phases or network containing non-Newtonian phase
    • 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
    • C11D1/662—Carbohydrates or derivatives
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/74—Carboxylates or sulfonates esters of polyoxyalkylene glycols

Definitions

  • This invention relates to detergent compositions, particularly but not exclusively to built detergent compositions for washing fabrics.
  • Detergent compositions traditionally contain one of more detergent active materials in addition to various other ingredients such as detergency builders, bleaches, flourescers, perfumes etc. Notable applications of detergent compositions are to clean fabrics, usually by washing portable fabric items in a bowl or in a washing machine, to clean crockery and cooking utensils, again by washing in a bowl (hand dishwashing), and to clean hard surfaces such as glass, glazed surfaces, plastics, metals and enamels.
  • a number of classes of surfactant materials have been used as detergent active materials, including anionic and nonionic materials.
  • Nonionic surfactants are compounds which are often known as alkylpolyglycosides. These are of the general formula RO (R′O) t (G) x in which R is an organic hydrophobic residue, R′O is an alkoxy group which may be absent because t can be zero, and G is a saccharide residue and x is at least unity. A more detailed definition is set out hereinafter.
  • EP 75 995A and EP 75 996A disclose alkylpolyglycosides in combination with various nonionic surfactants.
  • nonionic cosurfactants include glyceryl ethers of the general formula wherein R9 is a C8 ⁇ 18 alkyl or alkenyl group or a C5 ⁇ 14 alkaryl group and n is from 0 to 6; but conventional ethoxylated alcohol nonionic surfactants are preferred and specifically exemplified.
  • the weight ratio of the alkyl polyglycoside and the other specified surfactant(s) will generally lie within a range of 20:1 to 1:20 and may lie in a narrower range from 9:1 to 1:9 or even 4:1 to 1:4.
  • the preferred ratio of the surfactants will depend on the specific surfactants and the nature of the product.
  • the weight ratio range which gives synergy will vary depending on the specific surfactants used and can be determined by experiment.
  • the invention also provides a method of washing which comprises contacting fabrics, or an inanimate surface to be cleaned, with a composition according to this invention or a wash liquor obtainable by adding the composition to water, notably in an amount ranging from 0.5 to 50 grams of composition per litre of water.
  • R is preferably aliphatic, either saturated or unsaturated, notably straight or branched alkyl, alkenyl, hydroxyalkyl or hydroxyalkenyl.
  • R may include an aryl group for example alkyl-aryl, alkenyl-aryl and hydroxyalkyl-aryl.
  • R is alkyl or alkenyl of 8 to 16 carbon atoms.
  • t in the general formula above is preferably zero, so that the -(RO) t - unit of the general formula is absent. In that case the general formula becomes RO(G) x
  • R′O is an ethylene oxide residue.
  • Other likely possibilities are propylene oxide and glycerol residues.
  • the value of t (which may be an average value) will preferably lie in the range from 0.5 to 10.
  • the group G is typically derived from fructose, glucose, mannose, galactose, talose, gulose, allose, altrose, idose, arabinose, xylose, lyxose and/or ribose.
  • the G is provided substantially exclusively by glucose units.
  • x which is an average, is usually termed the degree of polymerisation. Desirably x varies between 1 and 8. Values of x may lie between 1 and 3, especially 1 and 1.8.
  • Polyglycosides of particular interest have x in the narrow range from 1 or 1.2 up to 1.4 or especially 1.3. If x exceeds 1.3 it preferably lies in the range 1.3 or 1.4 to 1.8.
  • R is C8 to C14 alkyl or alkenyl.
  • the even narrower range of C8 to C12 may be used.
  • nonionic surfactants are generally hydrophobic in character. This is manifested by formation of a turbid dispersion rather than an isotropic solution when placed, alone, in deionised water at a surfactant concentration of 1% or more by weight.
  • a first possible class of cosurfactants is comprised by monoglyceryl ethers or esters with the respective formulae in which R3 is as specified previously, i.e. an organic hydrophobic residue of 7 to 20 carbon atoms.
  • R3 is preferably a saturated or unsaturated aliphatic residue.
  • R3 may be linear or branched alkyl or alkenyl. More preferably, R3 is a substantially linear alkyl or alkenyl moiety having from 8 to 16 carbon atoms, notably a C8-C12 alkyl moiety. Moat preferably, R3 is decyl, undecyl or dodecyl.
  • the monoglyceryl ethers of alkanols are known materials and can be prepared, for example, by the condensation of a higher alkanol with glycidol.
  • Glycerol monoesters are of course well known and available from various suppliers including Alkyril Chemicals Inc.
  • nonionic surfactant (ii) is comprised by C7 to C20 acyl mono and di esters of C2-C4 polyhydric alcohols other than glycerol which has already been mentioned.
  • C7 to C20 ethers of such alcohols are also possible.
  • C6 to C20 aliphatic alcohol Preferably such alcohol has 10 to 18 carbon atoms.
  • yet another possibility is a C8 to C20 ester of a reducing hexose or pentose sugar.
  • Such a compound is also referred to as an 0-alkanoyl derivative of the sugar.
  • O-alkanoyl glucosides are described in WO 88/10147A (Novo Industri A/S).
  • the surfactants described therein are glucose esters with the acyl group attached in the 3- or 6- position such as 3-0-acyl-D-glucose or 6-0-acyl-D-glucose.
  • a 6-0-alkanoyl glucoside especially compounds having the formula: wherein R5 is an alkyl or alkenyl group having from 7 to 19 preferably 11 to 19 carbon atoms, and R6 is hydrogen or an alkyl group having from 1 to 4 carbon atoms.
  • R6 is an alkyl group, such as ethyl or isopropyl.
  • Alkylation in the 1- position enables such compounds to be prepared by regiospecific enzymatic synthesis as described by Bjorkling et al. (J. Chem. Soc., Chem. Commum. 1989 p934) the disclosure of which is incorporated herein by reference.
  • Detergent compositions of the invention may contain further surfactants, outside the definitions stated for (i) and (ii).
  • the amount of any additional surfactant will frequently be less than 50% by weight, and perhaps less than 25% or even 10% by weight of the overall surfactant mixture.
  • Additional surfactant may be anionic, nonionic or amphoteric.
  • Cationic surfactant is possible if anionic surfactant is absent.
  • nonionic surfactant with an HLB value greater than 10.5 may be present. This may for instance be ethoxylated fatty alcohol.
  • compositions of this invention will generally contain a surfactant mixture comprising (i) the specified alkylpolyglycoside (ii) the specified nonionic surfactant and (iii) any other surfactant(s), in a total amount which is from 1 to 60% by weight of the composition.
  • Preferred amounts are 2 to 45%, better 5 to 40% or 35%.
  • the amount of the specified surfactants (i) and (ii) may itself be at least 2% or at least 5% of the overall composition.
  • compositions of the invention may contain an electrolyte, for instance present in such an amount to give a concentration of at least 0.01 molar, when the composition is added to water at a concentration of 1 g/litre.
  • Electrolyte concentration may possibly be higher such as at least 0.05 or 0.1 molar especially if the composition is of solid form: liquid compositions generally limit electrolyte for the sake of stability. 1 g/litre is approximately the lowest level at which detergent compositions for fabric washing are used in usual practice. More usual is usage at a level of 4 to 50 g/litre.
  • the amount of electrolyte may be such as to achieve an electrolyte concentration of 0.01 molar, most preferably at least 0.1 molar, when the composition is added to water at a concentration of 4 g/litre.
  • composition of the invention is intended as a fabric washing composition it will generally contain detergency builder in an amount from 7 to 70% by weight of the composition.
  • the composition is likely to contain at least 10 or 15% of builder.
  • compositions according to the invention be approximately neutral or at least slightly alkaline, that is when the composition is dissolved in an amount to give surfactant concentration of 1 g/l in distilled water at 25°C the pH should desirably be at least 7.5.
  • the pH will usually be greater, such as at least 9.
  • the compositions may include a water-soluble alkaline salt. This salt may be a detergency builder (as described in more detail below) or a non-building alkaline material.
  • compositions of the invention contain a detergency builder material
  • this may be any material capable of reducing the level of free calcium ions in the wash liquor and will preferably provide the compositions with other beneficial properties such as the generation of an alkaline pH and the suspension of soil removed from the fabric.
  • 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, ortho phosphates and hexametaphosphates.
  • non-phosphorus-containing inorganic detergency builders when present, include water-soluble alkali metal carbonates, bicarbonates, silicates and crystalline and amorphous alumino silicates. Specific examples include sodium carbonate (with or without calcite seeds), potassium carbonate (with or without calcite seeds), sodium and potassium bicarbonates and silicates.
  • organic detergency builders when present include the alkali metal, ammonium and substituted ammonium polyacetates, carboxylates, polycarboxylates, polyacetyl carboxylates and polyhydroxysulphonates. Specific examples include sodium, potassium, lithium, ammonium and substituted ammonium salts of ethylenediaminetetraacetic acid, nitrilotriacetic acid, oxydisuccinic acid, melitic acid, benzene polycarboxylic acids and citric acid. Further possibilities are tartrate monosuccinates, tartrate disuccinates, dipicolinic acid, cheledamic acid, carboxymethyloxysuccinate and hydroxyethyl imino diacetic acid.
  • Examples of other optional ingredients which may be present in the composition are polymers containing carboxylic or sulphonic acid groups in acid form or wholly or partially neutralised to sodium or potassium salts, the sodium salts being preferred.
  • Preferred polymers are homopolymers and copolymers of acrylic acid and/or maleic acid or maleic anhydride.
  • Other polymers which are especially preferred for use in liquid detergent compositions are deflocculating polymers such as for example disclosed in EP 346 995A (Unilever).
  • the molecular weights of homopolymers and copolymers are generally 1000 to 150 000, preferably 1500 to 100 000.
  • the amount of any polymer may lie in the range from 0.5 to 5% by weight of the composition.
  • Other suitable polymeric materials are cellulose ethers such as carboxy methyl cellulose, methyl cellulose, hydroxy alkyl celluloses, and mixed ethers, such as methyl hydroxy ethyl cellulose, methyl hydroxy propyl cellulose, and methyl carboxy methyl cellulose. Mixtures of different cellulose ethers, particularly mixtures of carboxy methyl cellulose and methyl cellulose, are suitable.
  • Polyethylene glycol of molecular weight from 400 to 50 000, preferably from 1000 to 10 000, and copolymers of polyethylene oxide with polypropylene oxide are suitable as also are copolymers of polyacrylate with polyethylene glycol.
  • Polyvinyl pyrrolidone of molecular weight of 10 000 to 60 000 preferably of 30 000 to 50 000 and copolymers of polyvinyl pyrrolidone with other poly pyrrolidones are suitable.
  • Polyacrylic phosphinates and related copolymers of molecular weight 1000 to 100 000, in particular 3000 to 30 000 are also suitable.
  • ingredients which may be present in the composition include fabric softening agents such as fatty amines, fabric softening clay materials, lather boosters such as alkanolamides, particularly the monoethanolamides derived from palm kernel fatty acids and coconut fatty acids, lather depressants, oxygen-releasing bleaching agents such as sodium perborate and sodium percarbonate, typically accompanied by peracid bleach precursors, organic peracids, chlorine-releasing bleaching agents such as trichloroisocyanuric acid, inorganic salts such as sodium sulphate, and, usually present in very minor amounts, fluorescent agents, perfumes including deodorant perfumes, enzymes such as cellulases, proteases, lipases and amylases, germicides and colourants.
  • fabric softening agents such as fatty amines, fabric softening clay materials
  • lather boosters such as alkanolamides, particularly the monoethanolamides derived from palm kernel fatty acids and coconut fatty acids
  • lather depressants oxygen-
  • the detergent compositions according to the invention may be in any suitable form including powders, bars, liquids and pastes.
  • suitable liquid compositions may be non-aqueous or aqueous, the latter being either isotropic or lamellar structured.
  • the compositions may be prepared by a number of different methods according to their physical form. In the case of granular products they may be prepared by dry-mixing, coagglomeration, spray-drying from an aqueous slurry or any combination of these methods.
  • One preferred physical form is a granule incorporating a detergency builder salt. This may be prepared by conventional granulation techniques or spray drying.
  • Another preferred physical form is a lamellar structured aqueous liquid. Structuring a liquid by means of surfactant is well known and may be utilised to provide consumer-preferred flow properties, and/or turbid appearance. Also many liquids in which the surfactant mixture provides structure are capable of suspending particulate solids such as detergency builders and abrasives.
  • alkyl polyglycosides which are particularly suitable have a HLB of at least 12.0 and in the formula RO (R′O) t (G) x t is zero or 1 to 3, preferably zero, while x is 1 to 3, especially 1 to 1.8.
  • the aqueous continuous phase will usually contain some dissolved electrolyte. Electrolyte may be dissolved only in the aqueous continuous phase or may also be present as suspended solid particles. Particles of solid materials which are insoluble in the aqueous phase may be suspended alternatively or in addition to any solid electrolyte particles.
  • structured liquids require some electrolyte to be present in the continuous phase, the amount which is present generally has to be limited for the sake of stability.
  • an advantage is that the structuring conferred by the surfactant mixture of the invention will tolerate a substantial amount of electrolyte.
  • the suspended solid can comprise suspended solids which are substantially the same as the dissolved electrolyte, being an excess of same beyond the solubility limit.
  • This solid is usually present as a detergency builder, i.e. to counteract the effects of calcium ion water hardness in the wash.
  • the suspended solid usually comprises a particulate abrasive, insoluble in the system.
  • the electrolyte present to contribute to the structuring of the active material in the dispersed phase, is generally different from the abrasive compounds.
  • the abrasive can however comprise partially soluble salts which dissolve when the product is diluted.
  • the structure is usually used for thickening the product to give consumer- preferred flow properties, and sometimes to suspend pigment particles.
  • Aqueous wash liquors were prepared containing the following materials in deionised water.
  • the alkylpolyglycoside was APG 300 from Horizon Chemical Co. This was of the formula RO(G) x where R is a 9 to 11 carbon alkyl chain, G is glucose and x has an average value of 1.4.
  • decyl monoglyceryl ether was from Unichema. Its formula was where R3 was C10 alkyl.
  • Wash liquors were prepared with various ratios of the two surfactants and used to wash polyester test cloths soiled with radiolabelled triolein. Washing was carried out at 40°C for 20 minutes in a Tergotometer.
  • triolein The removal of triolein was determined and the results are set out in Table 1 below.
  • Example 1 was repeated, using 1-O-ethyl 6-0-dodecanoylglucoside (from Novo Industri) as the hydrophobic nonionic surfactant.
  • Examples 1 and 2 were repeated using a different alkylpolyglycoside.
  • APG 500 from Horizon was used. This has the formula R (G) x where R is C12 and C13 alkyl, G is glucose and x is 1.4.
  • Structured liquid compositions were prepared with the formulations given below.
  • the formulations were prepared by mixing the nonionic surfactants together and then dispersing this premix into a mixture of water and the other ingredients.
  • the alkylpolyglycoside was APG 600 from Horizon which has the formula RO(G) x where R is derived from coconut, and is C12 to C16, predominantly C12 and C14, G is glucose and x has an average value of 1.4.
  • the monoglyceryl ester was the same as used in Example 1.
  • Synperonic A7 is C13-C15 alcohol ethoxylated with an average of 7 ethylene oxide residues. HLB value is 11.7.
  • compositions were stable and showed no phase separation on storage for at least one week at ambient temperatures.
  • the pH of the compositions was approximately 7.5.
  • a structured liquid composition was prepared by adding the ingredients in the following order: Water, fluorescer, zeolite, APG (as 50% active material in water), citrate, citric acid, glycerol, borax, a premix of Synperonic A7 and the glyceryl ether, then remaining ingredients.
  • the formulation was:
  • the glyceryl ether was the same material as used in Examples 1 and 5.
  • Narlex LD31 is a polyacrylate having a molecular weight of about 4000, ex National Starch; DB 100 is a silicone antifoam material ex Dow Corning.
  • Tinopal CBS-X is a fluorescer material.
  • the composition did not show any phase separation upon storage for 2 months at ambient temperature, the viscosity of the product was 830 mPas at 21 s ⁇ 1, the pH of the product was 8.1.
  • the granular compositions may be prepared by agglomeration of the ingredients into granules using a pan granulator, or can be produced by conventional spray drying and post dosing.
  • wash liquors were prepared containing 5 g/l each of the formulations given below, typical of granular detergent compositions free of sodium sulphate, in 24°FH water. Radio-labelled triolein removal was monitored in a 20-minute wash at 40°C as described in Example 1.
  • the glyceryl ether was the same material as used in Example 1.
  • the APG 600 was a similar material to that used in Example 5, but obtained from Henkel Chemical Company.
  • Sokalan (Trade Mark) CP5 is an acrylic/maleic copolymer ex BASF.
  • Example 11 the combination of APG 600 (as used in Examples 11 and 12) with C10 monoglyceryl ether was compared with combinations of APG 600 with ethoxylated C10 monoglyceryl ethers.
  • the methodology was as in Example 1, the surfactant systems being dissolved to a total concentration of 1 g/l in 0.05M sodium metaborate at 40°C in demineralised water.
  • the cosurfactants used were as follows:

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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)
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  • Crystallography & Structural Chemistry (AREA)
  • Detergent Compositions (AREA)
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EP91310561A 1990-11-20 1991-11-15 Compositions détergentes Expired - Lifetime EP0487262B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB9025248 1990-11-20
GB909025248A GB9025248D0 (en) 1990-11-20 1990-11-20 Detergent compositions

Publications (3)

Publication Number Publication Date
EP0487262A2 true EP0487262A2 (fr) 1992-05-27
EP0487262A3 EP0487262A3 (en) 1992-11-25
EP0487262B1 EP0487262B1 (fr) 1997-10-15

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EP91310561A Expired - Lifetime EP0487262B1 (fr) 1990-11-20 1991-11-15 Compositions détergentes

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EP (1) EP0487262B1 (fr)
JP (1) JP2531553B2 (fr)
KR (1) KR950010007B1 (fr)
AU (1) AU643849B2 (fr)
CA (1) CA2055411C (fr)
DE (1) DE69127955T2 (fr)
ES (1) ES2107443T3 (fr)
GB (1) GB9025248D0 (fr)
IN (1) IN173467B (fr)
MY (1) MY106915A (fr)
TW (1) TW231311B (fr)
ZA (1) ZA919183B (fr)

Cited By (18)

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EP0512270A2 (fr) * 1991-04-08 1992-11-11 Kao Corporation Composition cosmétique
WO1993002171A1 (fr) * 1991-07-22 1993-02-04 Henkel Kommanditgesellschaft Auf Aktien Procede de stabilisation de suspensions aqueuses de zeolites
WO1994003569A1 (fr) * 1992-07-30 1994-02-17 Henkel Kommanditgesellschaft Auf Aktien Procede de fabrication d'agents tensioactifs non ioniques stables au stockage
US5393453A (en) * 1994-02-03 1995-02-28 Colgate Palmolive Co. Thickened composition containing glycolipid surfactant and polymeric thickener
US5476610A (en) * 1991-07-22 1995-12-19 Henkel Kommanditgesellschaft Auf Aktien Process for stabilizing aqueous zeolite suspensions
WO1996029977A1 (fr) * 1995-03-31 1996-10-03 Henkel Corporation Compositions basees sur l'apg et au moins un tensioactif a base de sucre non ionique additionnel
WO1998014544A1 (fr) * 1996-10-03 1998-04-09 Henkel Corporation Utilisation d'alkyl-polyglycoside pour une meilleure detergence de surfaces dures
US5776882A (en) * 1997-01-14 1998-07-07 Lever Brothers Compay, Division Of Conopco, Inc. Isotropic liquids incorporating hydrophobically modified polar polymers with high ratios of hydrophile to hydrophobe
US5962398A (en) * 1997-01-14 1999-10-05 Lever Brothers Company Isotropic liquids incorporating anionic polymers which are not hydrophobically modified
EP0953631A1 (fr) * 1998-05-01 1999-11-03 Ecolab Inc. Emulsions alcalines nettoyantes stables
EP1013754A1 (fr) * 1998-12-25 2000-06-28 Kao Corporation Composition détergente
WO2000049873A1 (fr) * 1999-02-22 2000-08-31 Syngenta Limited Preparation agrochimique
DE19926526A1 (de) * 1999-06-10 2000-12-14 Goldwell Gmbh Flüssiges Detergensgemisch
US6177396B1 (en) * 1993-05-07 2001-01-23 Albright & Wilson Uk Limited Aqueous based surfactant compositions
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
US6417146B1 (en) 1999-10-12 2002-07-09 Kao Corporation Aqueous liquid detergent compositions having a surfactant, fatty acid glycol ester and a glyceryl ether
WO2010076595A1 (fr) * 2008-12-29 2010-07-08 Ecolab Inc. Émulsion extrêmement visqueuse de détergent
US7985773B2 (en) 2004-08-20 2011-07-26 American Sterilizer Company Enhanced activity alcohol-based antimicrobial compositions

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JP2006249124A (ja) * 2005-03-08 2006-09-21 Kao Corp 殺菌洗浄剤組成物
JP5349794B2 (ja) * 2007-12-28 2013-11-20 花王株式会社 洗浄剤組成物
KR101005307B1 (ko) * 2008-06-04 2011-01-04 (주)에이치비이 고압 용기 제조 장치 및 제조 방법

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Cited By (27)

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EP0512270A3 (fr) * 1991-04-08 1994-04-27 Kao Corp
EP0512270A2 (fr) * 1991-04-08 1992-11-11 Kao Corporation Composition cosmétique
US5429820A (en) * 1991-04-08 1995-07-04 Kao Corporation Cosmetic composition
US5476610A (en) * 1991-07-22 1995-12-19 Henkel Kommanditgesellschaft Auf Aktien Process for stabilizing aqueous zeolite suspensions
WO1993002171A1 (fr) * 1991-07-22 1993-02-04 Henkel Kommanditgesellschaft Auf Aktien Procede de stabilisation de suspensions aqueuses de zeolites
WO1994003569A1 (fr) * 1992-07-30 1994-02-17 Henkel Kommanditgesellschaft Auf Aktien Procede de fabrication d'agents tensioactifs non ioniques stables au stockage
US5556573A (en) * 1992-07-30 1996-09-17 Henkel Kommanditgesellschaft Auf Aktien Process for the production of storable nonionic surfactants
US6177396B1 (en) * 1993-05-07 2001-01-23 Albright & Wilson Uk Limited Aqueous based surfactant compositions
US5393453A (en) * 1994-02-03 1995-02-28 Colgate Palmolive Co. Thickened composition containing glycolipid surfactant and polymeric thickener
WO1996029977A1 (fr) * 1995-03-31 1996-10-03 Henkel Corporation Compositions basees sur l'apg et au moins un tensioactif a base de sucre non ionique additionnel
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
WO1998014544A1 (fr) * 1996-10-03 1998-04-09 Henkel Corporation Utilisation d'alkyl-polyglycoside pour une meilleure detergence de surfaces dures
US5776882A (en) * 1997-01-14 1998-07-07 Lever Brothers Compay, Division Of Conopco, Inc. Isotropic liquids incorporating hydrophobically modified polar polymers with high ratios of hydrophile to hydrophobe
US5962398A (en) * 1997-01-14 1999-10-05 Lever Brothers Company Isotropic liquids incorporating anionic polymers which are not hydrophobically modified
EP0953631A1 (fr) * 1998-05-01 1999-11-03 Ecolab Inc. Emulsions alcalines nettoyantes stables
US6194371B1 (en) 1998-05-01 2001-02-27 Ecolab Inc. Stable alkaline emulsion cleaners
AU755029B2 (en) * 1998-05-01 2002-11-28 Ecolab Inc. Stable alkaline emulsion cleaners
US6221816B1 (en) 1998-12-25 2001-04-24 Kao Corporation Detergent composition comprising a monoglyceryl ether
EP1013754A1 (fr) * 1998-12-25 2000-06-28 Kao Corporation Composition détergente
CN1329018C (zh) * 1998-12-25 2007-08-01 花王株式会社 洗涤剂组合物
WO2000049873A1 (fr) * 1999-02-22 2000-08-31 Syngenta Limited Preparation agrochimique
US6849577B1 (en) 1999-02-22 2005-02-01 Syngenta Limited Agrochemical formulation
DE19926526A1 (de) * 1999-06-10 2000-12-14 Goldwell Gmbh Flüssiges Detergensgemisch
US6417146B1 (en) 1999-10-12 2002-07-09 Kao Corporation Aqueous liquid detergent compositions having a surfactant, fatty acid glycol ester and a glyceryl ether
US7985773B2 (en) 2004-08-20 2011-07-26 American Sterilizer Company Enhanced activity alcohol-based antimicrobial compositions
WO2010076595A1 (fr) * 2008-12-29 2010-07-08 Ecolab Inc. Émulsion extrêmement visqueuse de détergent
CN102264886B (zh) * 2008-12-29 2014-02-19 埃科莱布有限公司 高度粘性洗涤剂乳液

Also Published As

Publication number Publication date
GB9025248D0 (en) 1991-01-02
ES2107443T3 (es) 1997-12-01
AU643849B2 (en) 1993-11-25
MY106915A (en) 1995-08-30
CA2055411C (fr) 1996-12-10
KR920009965A (ko) 1992-06-26
EP0487262A3 (en) 1992-11-25
JP2531553B2 (ja) 1996-09-04
ZA919183B (en) 1993-05-21
EP0487262B1 (fr) 1997-10-15
JPH04292697A (ja) 1992-10-16
TW231311B (fr) 1994-10-01
DE69127955D1 (de) 1997-11-20
IN173467B (fr) 1994-05-14
DE69127955T2 (de) 1998-02-12
CA2055411A1 (fr) 1992-05-21
AU8793991A (en) 1992-05-21
KR950010007B1 (en) 1995-09-04

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