EP0199765A4 - Monoglycosides utilises en tant que modificateurs de viscosite dans des detergents. - Google Patents

Monoglycosides utilises en tant que modificateurs de viscosite dans des detergents.

Info

Publication number
EP0199765A4
EP0199765A4 EP19850905299 EP85905299A EP0199765A4 EP 0199765 A4 EP0199765 A4 EP 0199765A4 EP 19850905299 EP19850905299 EP 19850905299 EP 85905299 A EP85905299 A EP 85905299A EP 0199765 A4 EP0199765 A4 EP 0199765A4
Authority
EP
European Patent Office
Prior art keywords
composition
weight
monoglycoside
hydrophobic moiety
detergent
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
EP19850905299
Other languages
German (de)
English (en)
Other versions
EP0199765A1 (fr
EP0199765B1 (fr
Inventor
Allen D Urfer
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.)
Henkel AG and Co KGaA
Original Assignee
Tate and Lyle Ingredients Americas LLC
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=24683625&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP0199765(A4) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Tate and Lyle Ingredients Americas LLC filed Critical Tate and Lyle Ingredients Americas LLC
Publication of EP0199765A1 publication Critical patent/EP0199765A1/fr
Publication of EP0199765A4 publication Critical patent/EP0199765A4/fr
Application granted granted Critical
Publication of EP0199765B1 publication Critical patent/EP0199765B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/83Mixtures of non-ionic with anionic compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/662Carbohydrates or derivatives
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/143Sulfonic acid esters
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/146Sulfuric acid esters
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/22Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/29Sulfates of polyoxyalkylene ethers

Definitions

  • This invention deals with l iquid detergent products .
  • liquid detergents usual ly contain a substantial amount of water in the product.
  • Liquid detergent products are consider ⁇ ably easier to manufacture than are granular detergent products .
  • the latter materials require a substantial amount of capital investment for spray-drying towers.
  • a consumer preference has emerged for the liquid products due to their more concentrated form.
  • Most liquid detergent products do not contain the inert inorganic material which is required to give spray-dried granules their crisp , non-caking structure. According- !y , the liquid detergent products are used in much smaller amounts while giving approximately the same level of active ingredients in the wash water.
  • a second consumer preference is for a product having a desirable viscosity .
  • Products which are water- thin are not desirable.
  • products which are too thin are more likely to be spilled by the consumer when attempting to handle the approximately four-liter bottles in which l iquid detergents are commonly packaged .
  • Another advantage of l iquid detergent products is that they can be applied directly to a heavily soiled portion of a garment. In such cases , raising the viscosity of a normal ly thin l iquid detergent product al lows the deter ⁇ gent to stay on the soiled area longer .
  • a market also exists for shampoo, liquid hand soaps, body soaps, dishwashing liquids, cosmetics and personal care prod ⁇ ucts having a relatively high viscosity.
  • Renauto in United States Patent 3,721,633 issued March 20, 1973 teaches aqueous built liquid detergent compositions disclosing alkyl polyglycosides and anionic surfactants in combination with inorganic detergent builders.
  • United States Patent 4,077,894 issued March 7, 1978 to Langdon et al describes glycol- based anti-freeze products containing a glycoside for the purpose of foam suppression.
  • Payne et al in United States Patent 4,396,520 issued August 2, 1983 describe the combination of alkyl polyglycosides and calcium-sensitive anionic surfactants in granular detergent compositions.
  • glycosides which are stated to have improved color due to the inclusion of a hydroxypolycarboxylic acid. Rau also discloses that the glycosides may be formed from a saccharide and a fatty alcohol containing from 1 to 20 carbon atoms which may be primary or secondary or having a straight or branched chain.
  • Mao in European Published Application 0092875 published on November 2, 1983 discloses a process for the production of alkyl glycosides involving a wipe-film evaporator. Mao further teaches that the fatty portion of the glycoside may be a primary or secondary alcohol having straight or branched chains which may be either saturated or unsaturated and may contain ether linkages as well. Substantially similar teachings to European published application 0092875 are also found in United States Patent 4 ,393 ,203 issued July 12 , 1983 to the same inventor.
  • European Published Appliri ion 0096917 (laid open December 12 , 1983) to Farris describes the produc ⁇ tion of glycosides containing from 8 to 25 carbon atoms in the alcohol residue of the glycoside.
  • the alcohol residue may be primary or secondary , straight or branched and obtained from a saturated or unsaturated material .
  • European Patent Publications 0 105 556 to Jones et al made public Apri l 1 8 , 1984 describes deter ⁇ gent products containing glycosides , nonionics , and anionics .
  • Canadian Patent 919 ,424 to Culver et al issued January 23 , 1973 describes al kaline drain cleaning com- positions containing phosphate esters , and a glycoside or an anionic surfactant.
  • This invention describes a l iquid detergent comprising : (a ) from about 3% to about 45% by weight of an anionic surfactant; (b) from about 0.3 to about 20% by weight of monoglycoside containing 8 to 30 carbons in the hydrophobic moiety; and (c) from about 30% to about 95% by weight of water .
  • the glycosides which have been found useful in increasing the viscosity of aqueous detergent products containing an anionic surfactant are monoglycosides .
  • the term monoglycoside as used herein includes such substituted monosaccharides as fructo- sides , glucosides , mannosides , galactosides , talosides , allosides , altrosides , idosides , arabinosides , xylosides , lyxosides , ribosides , and mixtures thereof.
  • the monoglycosides useful in raising the viscosity of the detergent composition are represented as
  • R is the hydrophobic moiety (fatty organic portion) of the molecule
  • 0 is an oxygen , preferably in the 1 position of the saccharide
  • G represents the saccharide. While more than one R group may be on each saccharide molecule (attached as an ether linkage) , the difficulty and expense outweigh the benefit of introducing more than the initial hydrophobic moiety .
  • the benefits of the inven ⁇ tion in the order of importance are that the glycoside first be a monoglycoside , and second that the glycoside contain from about 8 to about 30, preferably 10 to 24 , and most preferably 12 to 18 carbon atoms in the hydro ⁇ phobic moiety of the molecule.
  • a third condi ⁇ tion is that the hydrophobic moiety on the monoglycoside be branched either by using a secondary alcohol or by branching within the hydrophobic moiety .
  • branching is desirably multiple branched , e. g . , several groups .
  • the oxo alcohols having multiple methyl branching are particularly desirable.
  • the monoglycoside is preferably a glucoside and may be obtained as is described in United States Patent 3 ,219 ,656 to Boettner issued November 23 , 1965 or the article entitled "Preparation and Properties of Pure Alkyl Glucosides , Maltosides , and Maltotriosides by Koeltzow and Urfer , JAOCS , V . 61 , No. 1 0 , p . 1 651 ( 1984) , which are herein incorporated by reference.
  • the amount of monoglycoside obtained can be maximized by utilizing an excess of alcohol to promote the acetal formation over the polymerization reaction .
  • Particular alcohols which may be utilized herein are n-dodecyl , n-tridecyl , n-tetradecyl , n-pentadecyl , n-hexadecyl , n-octadecyl , n-decyl , tetramethyl
  • 1-nonanol and trimethyl-nonanol .
  • Secondary alcohols which may be used to obtain the monoglycoside include 2-decanol , 2-undecanol , 2-dodecanol and 2-tridecanol .
  • Additional alcohols which may be employed in forming the monoglycoside include guerbet alcohols such as are described in United States Patent 4 , 425 ,458 to Lindner issued January 10 , 1984.
  • the anionic surfactants which are useful herein are alkyl ether sulfates , alkyl benzene sulfonates , alkyl sulfates , olefin sulfonates , paraffin sulfonates and soap (carboxylate) . Particularly valuable are those anionic surfactants containing from 10 to 20 carbon atoms in the hydrophobic portion of the molecule.
  • a preferred surfactant group is the alpha-olefin sulfonates .
  • a second preferred surfactant is an alkyl ether sulfate which contains an average of from 1 to 3 ethoxy groups in the molecule.
  • the preferred cation for the anionic surfactants is sodium or potassium or mixtures thereof.
  • Further anionic surfactants which may be employed are those described in United States Patent 4 ,476 , 045 to O' Lenick issued October 9 , 1984.
  • Alkoxylated nonionic surfactants are to be minimized as an ingredient in the compositions of this invention . It has been found that nonionics such as ethoxylated alcohols reduce the viscosity thereby negat ⁇ ing the advantages of the monoglycosides described herein. Typical ly the alkoxylated nonionic should not be present at greater than about 10% , preferably less than about 5% by weight. It has also been observed that higher glycosides (DP 2 and greater) reduce the viscosity as the DP increases and the hydrophobic moiety decreases . Therefore higher ( DP- and greater) glycosides are preferably minimized such that the aver ⁇ age DP is less than 1 .4 , preferably less than 1 .3.
  • nonionics such as ethoxylated alcohols reduce the viscosity thereby negat ⁇ ing the advantages of the monoglycosides described herein. Typical ly the alkoxylated nonionic should not be present at greater than about
  • the amount of glycoside as monoglycoside in the product is preferably from about 0.5% to about 10% , most preferably from about 1 % to about 5% by weight.
  • the amount of anionic surfactant in the formula is pref ⁇ erably from about 5% to about 30% , most preferably from about 8% to about 25% by weight.
  • the level of water in the product is conveniently set at from about 35% to about 92% , preferably from about 40% to about 90% by weight. It is also desirable that the amount of mono ⁇ glycoside as used herein be in a weight ratio to the anionic surfactant of from about 4: 1 to about 1 : 60 , pre f erably from about 2 : 1 to about 1 : 10.
  • ingredients of the present invention may be combined in any convenient manner.
  • a preferred order of addition of the components involves obtaining the monoglycoside in its solid state , and adding thereto a mixture of the anionic surfactant and water.
  • the anionic surfactant is usually a fairly concentrated material , it is often necessary to add further water to the end mixture to obtain the desired product.
  • the viscosity wil l increase substantial ly as the monoglycoside is added , adequate mixing and pumping capabilities should be util ized to ensure that the product may be efficiently transferred .
  • the product herein wil l have a viscosity of from about 50 to about 1 00 , 000 , preferably from about 1 50 to about 10 , 000 cps at 25°C as deter ⁇ mined by a Brookfield cone-plate viscometer having a cone angle of 1 .57°.
  • compositions of the present invention may also include all manner of materials normally found in aqueous l iquid detergent products including , compatible hydrotropes , optical brighteners and dyes , perfumes , enzymes and the l ike. Additional ingredients which may be included in the composition of the present invention include builders such as tripolyphosphate, nitri lotri- acetate , pyrophosphate and any of the organic builders as discussed in Valenty , United States Patent Application 06/575 ,421 filed January 31 , 1984.
  • the products of the invention when utilized as laundry detergent products are normal ly employed at from about 0.05% to about 1 % by weight of the active ingredients in the wash water . It is recommended that the laundry be washed at from about 37°C to 60°C .
  • the products herein may also be formulated as liquid dishwashing or hard surface cleaning products in a similar fashion .
  • dishwashing products are typically of a lower viscosity than is desired for a laundry deter ⁇ gent product, smal ler quantities of the monoglycoside may be used .
  • the products described herein are also useful in cosmetics , handcleaners , body soaps , shower gels , shaving creams or gels and hair shampoos .
  • the pH of the products described in the Summary should be from about 5 to about 8 when diluted on a dry solids basis at 0. 1 % by weight when no other pH influencing ingredients are present.
  • the products are conveniently adjusted to a pH of from about 2.5 to 7.8 , preferably 3 to 7.5 , most preferably 3 to 7.2 to give maximum thickening .
  • Any convenient buffer or pH adjusting material such as citric acid and its salts may be employed herein.
  • R indicates the starting alcohol used to prepare the glycoside
  • x indicates the chain length of the alcohol
  • DP indicates that the material is a saccharide having a degree of polymerization as. indicated by y, e.g., DP. is glucose.
  • branched chain alcohol described as an isomeric mixture of branched primary aliphatic alcohols containing carbon numbers predominantely in the range of C... through C... with C ⁇ as the main constituent.
  • the C.. ⁇ content is approximately 20%. It boils in the approximate range of 250°C to 265°C (482°F to 509°F).
  • the alcohol is typically quite low in C.. content (less than 2%); C. intercept con ⁇ tent is estimated at 4%.
  • the pH of the base formula is adjusted and main- tained from 5 to 5.5 with citric acid .
  • Example 1 EXAMPLE I I I I A base formula is prepared as indicated in Example I I with the exception that the additive is in ⁇ creased to 4% and the water in the formulation is de- creased in a corresponding amount. The oxo alcohol * product gives a viscosity measurement of 3049.
  • a control sample utilizes an equal amount of Glucamate
  • DOE-120 which is a methyl glucoside dioleate with 120 moles ethylene oxide.
  • the control g ives a viscosity of 835.
  • Example IV Substantially similar results are obtained in Example I I when a similar amount of a C.. . triethoxy- sulfate sodium salt is employed. Further , substitution for the olefin sulfonate with a C 1 2 linear al kyl benzene sulfonate potassium salt gives substantial ly similar re ⁇ sults.

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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)
  • Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Detergent Compositions (AREA)
EP85905299A 1984-11-06 1985-10-15 Monoglycosides utilises en tant que modificateurs de viscosite dans des detergents Expired - Lifetime EP0199765B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US66876284A 1984-11-06 1984-11-06
US668762 1984-11-06

Publications (3)

Publication Number Publication Date
EP0199765A1 EP0199765A1 (fr) 1986-11-05
EP0199765A4 true EP0199765A4 (fr) 1987-03-30
EP0199765B1 EP0199765B1 (fr) 1990-05-23

Family

ID=24683625

Family Applications (1)

Application Number Title Priority Date Filing Date
EP85905299A Expired - Lifetime EP0199765B1 (fr) 1984-11-06 1985-10-15 Monoglycosides utilises en tant que modificateurs de viscosite dans des detergents

Country Status (5)

Country Link
EP (1) EP0199765B1 (fr)
JP (1) JPH0676595B2 (fr)
CA (1) CA1247492A (fr)
DE (1) DE3577878D1 (fr)
WO (1) WO1986002943A1 (fr)

Families Citing this family (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IL81354A (en) * 1986-01-30 1990-11-05 Colgate Palmolive Co Liquid detergent having improved softening properties
WO1987006949A1 (fr) * 1986-05-06 1987-11-19 A. E. Staley Manufacturing Company Detergent liquide pour lessive contenant un adjuvant et un agent tensio-actif a base d'alkyle glycoside
MY103951A (en) * 1988-01-12 1993-10-30 Kao Corp Detergent composition
DE3822997A1 (de) * 1988-07-07 1990-01-18 Henkel Kgaa Detergensmischung aus nichtionischen und anionischen tensiden und deren verwendung
JP2526105B2 (ja) * 1988-09-20 1996-08-21 花王株式会社 洗浄剤組成物
DE3838808A1 (de) * 1988-11-17 1990-05-23 Henkel Kgaa Wasch- und reinigungsmittel, enthaltend ein tensidgemisch aus alkylglykosiden und aniontensiden
AU5709090A (en) * 1989-06-30 1991-01-03 Amway Corporation Built liquid detergent compositions
US5972628A (en) * 1989-11-17 1999-10-26 Schebo Tech Medizinisch-Biologische Forschungsgesellschaft M.B.H. Pyruvatekinase-iosenzyme typ-M2 (Tumor-M2-PK)-specific antibody/process for the preparation and use thereof
DE4017922A1 (de) * 1990-06-05 1991-12-12 Henkel Kgaa Fluessige alkylglykosidhaltige tensidmischung
DE4036663A1 (de) * 1990-11-17 1992-05-21 Huels Chemische Werke Ag Fluessiges, schaeumendes reinigungsmittel mit erhoehter viskositaet
DE4102744A1 (de) * 1991-01-30 1992-08-06 Henkel Kgaa Schwachschaeumendes scheuerpulver
DE4105851A1 (de) * 1991-02-25 1992-08-27 Henkel Kgaa Verfahren zur herstellung von alkyl- und/oder alkenylsulfat-pasten mit verbesserter fliessfaehigkeit
DE4117689A1 (de) * 1991-05-29 1992-12-03 Henkel Kgaa Fluessige, giess- und pumpfaehige tensidzubereitung
DE4121612A1 (de) * 1991-06-29 1993-01-07 Henkel Kgaa Waessrige tensidzubereitungen
DE4134077A1 (de) * 1991-10-15 1993-04-22 Henkel Kgaa Viskose waessrige tensidzubereitungen
DE4210365C2 (de) * 1992-03-30 1995-06-08 Henkel Kgaa Verwendung von Reinigungsmitteln für harte Oberflächen
SE502525C2 (sv) * 1993-03-23 1995-11-06 Berol Nobel Ab Användning av alkylglykosid som tensid vid rengöring av hårda ytor samt komposition för detta ändamål
DE4320119A1 (de) * 1993-06-18 1994-12-22 Henkel Kgaa Flüssigkristalline wäßrige Tensidzubereitung
DE4404199A1 (de) * 1994-02-10 1995-08-17 Henkel Kgaa Reinigungsmittel für harte Oberflächen
AU702743B2 (en) * 1994-04-07 1999-03-04 Unilever Plc Fabric softening composition
GB9406824D0 (en) * 1994-04-07 1994-06-01 Unilever Plc Fabric softening composition
AU6306594A (en) * 1994-05-12 1995-11-23 R & C Products Pty Limited Liquid dishwashing composition
GB9509452D0 (en) * 1995-05-10 1995-07-05 Unilever Plc Light duty cleaning composititon
US6555515B1 (en) 1995-12-06 2003-04-29 Henkel Kommanitgesellschaft Auf Aktien Formulations for cleaning hard surfaces based on at least partly branched-chain alkyl oligoglucosides
DE19933404A1 (de) * 1999-07-21 2001-01-25 Henkel Kgaa Reinigungsmittel für harte Oberflächen
AR088676A1 (es) 2011-11-11 2014-06-25 Procter & Gamble Composiciones para tratar superficies incluyendo sales protectoras
BR112014014976A2 (pt) 2011-12-19 2017-06-13 Firmenich & Cie composição de limpeza corporal sem sulfato e sem peg
US20150210964A1 (en) 2014-01-24 2015-07-30 The Procter & Gamble Company Consumer Product Compositions
EP3266859A1 (fr) * 2016-07-05 2018-01-10 Basf Se Composition appropriée comme agent d'élimination de dégraissage et/ou de dépôts de type huile grasse
EP3932988A4 (fr) * 2019-03-01 2022-11-23 Sumitomo Seika Chemicals Co., Ltd. Composition visqueuse
JP6641068B1 (ja) * 2019-03-01 2020-02-05 住友精化株式会社 粘性組成物

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3721633A (en) * 1969-10-06 1973-03-20 Atlas Chem Ind Aqueous built liquid detergents containing alkyl glycosides
EP0105556A1 (fr) * 1982-09-30 1984-04-18 THE PROCTER & GAMBLE COMPANY Composition détergente liquide contenant des tensides nonioniques et ioniques
US4488981A (en) * 1983-09-06 1984-12-18 A. E. Staley Manufacturing Company Lower alkyl glycosides to reduce viscosity in aqueous liquid detergents

Also Published As

Publication number Publication date
CA1247492A (fr) 1988-12-28
JPS62500725A (ja) 1987-03-26
EP0199765A1 (fr) 1986-11-05
JPH0676595B2 (ja) 1994-09-28
WO1986002943A1 (fr) 1986-05-22
DE3577878D1 (de) 1990-06-28
EP0199765B1 (fr) 1990-05-23

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