EP0241073B1 - Flüssige Reinigungsmittel, welche einen anionischen oberflächenaktiven Stoff, ein Salz der Bernsteinsäure als Gerüststoff und eine Fettsäure enthalten - Google Patents

Flüssige Reinigungsmittel, welche einen anionischen oberflächenaktiven Stoff, ein Salz der Bernsteinsäure als Gerüststoff und eine Fettsäure enthalten Download PDF

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Publication number
EP0241073B1
EP0241073B1 EP87200529A EP87200529A EP0241073B1 EP 0241073 B1 EP0241073 B1 EP 0241073B1 EP 87200529 A EP87200529 A EP 87200529A EP 87200529 A EP87200529 A EP 87200529A EP 0241073 B1 EP0241073 B1 EP 0241073B1
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EP
European Patent Office
Prior art keywords
composition
fatty acid
succinate
alkyl
surfactant
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.)
Expired - Lifetime
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EP87200529A
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English (en)
French (fr)
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EP0241073A3 (en
EP0241073B2 (de
EP0241073A2 (de
Inventor
Stanton L. Boyer
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Procter and Gamble Co
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Procter and Gamble Co
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Priority to AT87200529T priority Critical patent/ATE69260T1/de
Publication of EP0241073A2 publication Critical patent/EP0241073A2/de
Publication of EP0241073A3 publication Critical patent/EP0241073A3/en
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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
    • C11D1/02Anionic compounds
    • C11D1/37Mixtures of compounds all of which are anionic
    • 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
    • C11D1/04Carboxylic acids or salts thereof
    • 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
    • C11D1/04Carboxylic acids or salts thereof
    • C11D1/08Polycarboxylic acids containing no nitrogen or sulfur
    • 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
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/0026Low foaming or foam regulating compositions
    • 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
    • C11D1/123Sulfonic acids or sulfuric acid esters; Salts thereof derived from carboxylic acids, e.g. sulfosuccinates
    • 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
    • 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
    • C11D1/72Ethers of polyoxyalkylene glycols
    • 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
    • C11D1/75Amino oxides

Definitions

  • the present invention relates to liquid detergent compositions, preferably heavy-duty liquid detergents, containing an anionic synthetic surfactant and a builder system comprising a C 12 -C 14 alkyl or alkenyl succinic acid or salt thereof (hereinafter referred to as a "succinate”) and a C 12 -C 14 fatty acid or salt thereof (hereinafter referred to as a "fatty acid”) in a molar ratio (calculated on an acid basis) of succinate to fatty acid of from 0,8 to 2,4.
  • succinate and fatty acid mixture surprisingly provides a minimum of sudsing in otherwise high sudsing detergents containing a significant amount of anionic synthetic surfactant
  • Example 10 is a low-sudsing detergent containing 2% dodecyl benzene sulfonate, 6% of an 80:20 mixture of tallow:coconut soap, and 6% disodium hexadecane- 1, 2-dicarboxylate. This results in a molar ratio of dicarboxylate to C 12 -C 14 fatty acid of about 2,7.
  • Examples D-M contain 0-1% LAS, 5.5-6% nonenyl succinic anhydride and 1,2-3% coconut fatty acid. The lowest ratio of suctinate to fatty acid present is about 1,7.
  • U.S Patent 3,776,851, Cheng, issued December 4,1973, discloses detergents containing 5-70% tetrahydroxysuccinic acid builders.
  • Example 4 contains 20% tetrahydroxysuccinic acid and 1.8% 80:20 tallow:coconut soap as a suds suppressor.
  • the present Invention relates to a liquid detergent composition comprising, by weight:
  • the detergent compositions of the present invention contain anionic synthetic surfactant and succinate and fatty acid builders in a molar ratio (calculated on an acid basis) of succinate to fatty acid of from 0.8 to 2.4, preferably from 0.9 to 1.8, more preferably from 1.0 to 1.4.
  • the succinate and fatty acid provide a minimum of suds in otherwise high sudsing detergents containing a signifitant amount (e.g., greater than 10% by weight) of anionic synthetic surfactant This is particularly surprising given that one would have expected that sudsing would gradually increase with increasing levels of succinate and decrease with increasing levels of fatty acid.
  • the detergent compositions herein contain from 10% to 50%, preferably from 13% to 40%, more preferably from 16% to 30%, by weight, on an acid basis, of an anionic synthetic surfactant
  • Anionic synthetic surfactants are disclosed in U.S. Patent 4,285,841, Barrat et al, issued August 25, 1981, and in U.S. Patent 3,919,678, Laughlin et al, issued December 30, 1975.
  • Useful anionic surfactants include the water-soluble salts, particularly the alkali metal, ammonium and alkylolamrranium (e. g., monoethanolammonium or triethanolammonium) salts, of organic sulfuric reaction products having in their molecular structure an alkyl group containing from 8 to 20 carbon atoms and a sulfonic acid or sulfuric acid ester group.
  • water-soluble salts particularly the alkali metal, ammonium and alkylolamrranium (e. g., monoethanolammonium or triethanolammonium) salts, of organic sulfuric reaction products having in their molecular structure an alkyl group containing from 8 to 20 carbon atoms and a sulfonic acid or sulfuric acid ester group.
  • alkyl is the alkyl portion of aryl groups.
  • alkyl sulfates especially those obtained by sulfating the higher alcohols (C 8 -C 18 carbon atoms) such as those produced by reducing the glycerides of tallow or coconut oil; and the alkylbenzene sulfonates in which the alkyl group contains from 9 to 15 carbon atoms, in straight chain or branched chain configuration, e.g., those of the type described in United States Patents 2,220,099 and 2,477,383.
  • anionic sunfactants herein are the water-soluble salts of: paraffin sulfonates containing from 8 to 24 (preferably 12 to 18 ) carbon atoms; alkyl glyceryl ether sulfonates, especially those ethers of C a - 18 alcohols (e.g., those derived from tallow and coconut oil); alkyl phenol ethylene oxide ether sulfates containing from 1 to 4 units of ethylene oxide per molecule and from 8 to 12 carbon atoms in the alkyl group; and alkyl ethylene oxide ether sulfates containing 1 to 4 units of ethylene oxide per molecule and from 10 to 20 carbon atoms in the alkyl group.
  • Other useful anionic surfactants herein include the water-soluble salts of esters of alpha-sulfonated fatty acids containing from 6 to 20 carbon atoms in the fatty acid group and from 1 to 10 carbon atoms in the ester group; water-soluble salts of 2-acyloxy-alkane-1-sulfonic acids containing from 2 to 9 carbon atoms in the acyl group and from 9 to 23 carbon atoms in the alkane moiety; water-soluble salts of olefin sulfonates containing from 12 to 24 carbon atoms; and beta-alkyloxy alkane sulfonates containing from 1 to 3 carbon atoms in the alkyl group and from 8 to 20 carbon atoms in the alkane moiety.
  • Preferred anionic surfactants herein are the alkyl sulfates of the formula
  • anionic surfactants are the linear straight chain alkylbenzene sulfonates in which the average number of carbon atoms in the alkyl group is from 12 to 13, and the C 12 -1 5 alcohol sulfates containing from 0 to 3 ethylene oxide units, as described above. Also preferred are mixtures of these surfactants in a weight ratio of from 3:1 to 1:3, preferably from 2:1 to 1:2. These anionics form hardness, preferably magnesium, surfactants that are particularly effective at lowering interfacial tension and removing greasy/oily soils.
  • the detergent compositions herein also contain from 2% to 25%, preferably from 3% to 20%, more pref- erablyfrom 5% to 15%, by weight of a succinate builder of the general formula R-CH (COOH)CH 2 (COOH), wherein R is C 12 -C 14 alkyl or alkenyl group.
  • succinate builders are preferably used in the form of their water-soluble salts, including the sodium, potassium, ammonium and alkanolammonium salts (e.g., mono-, di-, or tri-ethanolammonium).
  • succinate builders include: lauryl succinate, myristyl succinate, 2-dodecenyl succinate (preferred) and 2-tetradecenyl succinate.
  • compositions of the present invention further contain from 1 % to 15%, preferably from 2% to 10%, more preferably from 3% to 6%, by weight of a C 12 -C 14 fatty acid, or salt thereof.
  • Suitable fatty acids can be obtained from natural sources such as plant or animal esters (e.g., palm kemel oil, palm oil and coconut oil) or synthetically prepared (e.g., via the oxidation of petroleum or by hydrogenation of carbon monoxide via the Fisher-Tropsch process).
  • suitable fatty acids for use in the compositions of this invention include lauric, myristic, coconut and palm kernel fatty acid.
  • Preferred are saturated coconut fatty acids, from 5:1 to 1:1 (preferably about 3:1) weight ratio mixtures of lauric and myristic acid, and palm kernel fatty acid.
  • the succinate and fatty acid builders herein are calcium-selective builders, which means they preferentially control calcium ion in the wash solution, rather than magnesium or other hardness ions. It is believed that these calcium-selective builders adequately control wash water hardness, preventing excessive interactions with the anionic surfactant herein and with soils, while allowing sufficient free hardness to complex some of the anionic surfactant to produce a hardness surfactant (such as magnesium linear alkylbenzene sulfonate) that is highly effective at removing greasy and oily soils. Such hardness-surfactants pack at the oil/water interface where they lower interfacial tension and enhance removal of greasy/oily soils.
  • a hardness surfactant such as magnesium linear alkylbenzene sulfonate
  • the liquid detergent compositions herein can optionally contain any of the auxiliary ingredients known for use in detergent compositions. These include cosurfactants, cobuilders, neutralizing agents, buffering agents, phase regulants, solvents, hydrotropes, enzymes, enzyme stabilizing agents, polyacids, suds regulants, opacifiers, antioxidants, bactericides, dyes, perfumes, and brighteners, such as those described in U.S. Patent 4,285,841, Barrat et al, issued August 25, 1981.
  • compositions herein include those described in U.S. Patent 4,561,998, Wertz et al, issued December 31, 1985, and U.S. Patent 4,507,219, Hughes, issued March 26, 1985.
  • compositions herein preferably contain from 1% to 20%, more preferably from 3% to 15%, most preferably from 5% to 10%, by weight of an ethoxylated nonionic surfactant of the formula R 1 (OC 2 H 4 ) n OH, wherein R 1 is a C 10 -C 16 alkyl group (preferred) or a C s -C 12 alkyl phenyl group, n is from 3 to 9, and said nonionic surfactants has an HLB (hydrophile-lipophile balance) of from 9 to 13, preferably from 10 to 13.
  • HLB hydrophile-lipophile balance
  • ethoxylated nonionic surfactants suspend hardness-surfactants in the wash water solution. They are used a a level high enough to prevent extessive precipitation of hardness-surfactants at the oil/water interface (which makes soil removal more difficult), but low enough to allow for the desired adsorption and packing at the interface.
  • compositions herein can be formulated to have a pH of from 7,5 to 12, more preferably from 8 to 11.
  • Certain preferred compositions herein are alkaline compositions that are particularly useful in combination with peroxyacid bleach compositions, which generally have a pH of from 2 to 5 for best bleach stability.
  • Such alkaline compositions have a pH of from 9 to 12, preferably from 9,5 to 11.5, more preferably from 10 to 11. They preferably contain from 2% to 15%, more preferably from 4% to 10%, by weight of monoethanolamine.
  • the com- binat i on of such an alkaline composition and peroxyacid bleach preferably delivers a wash water pH of from 7.8 to 9, preferably from 7.9 to 8.5, which is desired for good bleaching performance, a minimum of fabric yellowing, and a minimum of bleach decomposition by the monoethanolamine.
  • composition was prepared by adding the components to a mixing tank in the order listed with continuous mixing.
  • the above composition is preferably used in combination with the following liquid diperoxyacid bleach composition.
  • the liquid bleach composition was prepared by high shear mixing of the components in an Eppen- bach mixer while in an ice bath.
  • the DPDA and water were added to the mixer before turning the mixer on.
  • the suds suppressor was added to minimize foaming while mixing and to minimize air entrapment in the finished composition.
  • the other components were added in the order listed at the indicated times after turning on the mixer.
  • the pH of the composition was determined to be 3.20 at 20°C. After 4 hr. 10 min., the pH was again determined to be 3.20 at 20°C and the mixer was turned off.
  • the composition was a stable suspension of the ingredients and had a viscosity of about 350 mPa-s at about 20°C.
  • the DPDA had an average particle size of about 2-5 ⁇ m.
  • the compositions are preferably used in a volume ratio of detergent composition to liquid bleach of about 5.5:1.
  • the detergent composition is designed for a usage level of about 0,55 cups in a typical U.S. laundering process. This delivers a concentration of product in the wash water of about 0,22% by weight. Usage of about 0.1 cups (i.e., about 25 ml) of the liquid bleach delivers about 10 ppm of available oxygen to the wash water.
  • the detergent composition and liquid bleach are preferably simultaneously codispersed from a dual compartment bottle at a volume ratio of detergent to bleach of about 5.5:1.
  • the mixture of the succinate and fatty acid builders in the above detergent composition is preferred because it causes less fabric yellowing and measuring cup residue than an all fatty acid formula when used with the above liquid bleach.
  • compositions of the invention which can be prepared by adding the components to a mixing tank in the order listed with continuous mixing, are 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)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Cosmetics (AREA)

Claims (11)

1. Flüssige Detergenszusammensetzung, umfassend, bezogen auf das Gewicht
(a) 10 % bis 50 % von einem anionischen synthetischen grenzflächenaktiven Mittel;
(b) 2 % bis 25 % von einer C12-C14-Alkyl- oder -Alkenylbemsteinsäure, oder einem Salz hievon; und
(c) 1 % bis 15 % von einer C12-C14-Fettsäure oder einem Salz hievon;
wobei das Molverhältnis von (b) zu (c) auf einer Säurebasis von 0,8 bis 2,4 beträgt.
2. Zusammensetzung nach Anspruch 1, worin das Molverhältnis von (b) zu (c) auf einer Säurebasis von 1,0 bis 1,4 beträgt.
3. Zusammensetzung nach Anspruch 1, worin das anionische grenzflächenaktive Mittel ein lineares C12-C13-Alkylbenzolsulfonat, ein C12-C15-Alkoholsulfat mit 0 bis 3 Ethylenoxideinheiten oder Gemische hievon umfaßt
4. Zusammensetzung nach Anspruch 1, worin (b) Natrium-2-dodecenyisuccinat ist.
5. Zusammensetzung nach Anspruch 1, enthaltend 16 % bis 30 % von anionischem syntbetischem grenzflächenaktivem Mittel, welches ein lineares C12-C13-Alkylbenzolsulfonat, ein C12-C15-Alkoholsulfat mit 0 bis 3 Ethyfenoxideinheiten oder Gemische hievon umfaßt.
6. Zusammensetzung nach Anspruch 5, unfassend 5 % bis 15 % Natrium-2-od-decenylsuccinat und 3 % bis 6 % C12-C14-Fettsäure.
7. Zusammensetzung nach Anspruch 6, worin das Molverhältnis von (b) zu (c) von 1,0 bis 1,4 beträgt.
8. Zusammensetzung nach Anspruch 1 mit einem pH-Wert von 9,5 bis 11,5.
9. Zusammensetzung nach Anspruch 7, mit einem pH-Wert von 10 bis 11.
10. Zusammensetzung nach Anspruch 9, umfassend 4 % bis 10 % Monoethanolamin.
11. Zusammensetzung nach Anspruch 10, welche ferner 5 % bis 10 % von einem ethoxylierten nichtionischen grenzflächenaktiven Mittel der Formel R1(OC2H4)nOH Unfaßt, worin R1 eine C10-C16-Alkylgruppe darstellt und n von 3 bis 9 beträgt, welches grenzflächenaktive Mittel einen HLB-Wert von 9 bis 13 besitzt.
EP87200529A 1986-03-31 1987-03-23 Flüssige Reinigungsmittel, welche einen anionischen oberflächenaktiven Stoff, ein Salz der Bernsteinsäure als Gerüststoff und eine Fettsäure enthalten Expired - Lifetime EP0241073B2 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT87200529T ATE69260T1 (de) 1986-03-31 1987-03-23 Fluessige reinigungsmittel, welche einen anionischen oberflaechenaktiven stoff, ein salz der bernsteinsaeure als gerueststoff und eine fettsaeure enthalten.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US84638286A 1986-03-31 1986-03-31
US846382 1986-03-31

Publications (4)

Publication Number Publication Date
EP0241073A2 EP0241073A2 (de) 1987-10-14
EP0241073A3 EP0241073A3 (en) 1989-03-15
EP0241073B1 true EP0241073B1 (de) 1991-11-06
EP0241073B2 EP0241073B2 (de) 1995-03-08

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ID=25297769

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EP87200529A Expired - Lifetime EP0241073B2 (de) 1986-03-31 1987-03-23 Flüssige Reinigungsmittel, welche einen anionischen oberflächenaktiven Stoff, ein Salz der Bernsteinsäure als Gerüststoff und eine Fettsäure enthalten

Country Status (13)

Country Link
EP (1) EP0241073B2 (de)
JP (1) JPH07113120B2 (de)
KR (1) KR950004927B1 (de)
AT (1) ATE69260T1 (de)
AU (1) AU612317B2 (de)
CA (1) CA1332137C (de)
DE (1) DE3774312D1 (de)
GB (1) GB2188645A (de)
GR (1) GR3003069T3 (de)
HK (1) HK50294A (de)
IE (1) IE60012B1 (de)
MX (1) MX169254B (de)
NZ (1) NZ219812A (de)

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DE3834181A1 (de) * 1988-10-07 1990-04-12 Henkel Kgaa Fluessiges waschmittel
EP0430330A3 (en) * 1989-11-24 1991-12-18 The Procter & Gamble Company Suspending liquid detergent compositions
DE19540373A1 (de) * 1995-10-30 1997-05-07 Henkel Kgaa Reinigung mit Ultraschall und dazu geeignete Reinigungsmittel
DE19635070A1 (de) * 1996-08-30 1998-03-05 Clariant Gmbh Flüssige Bleichmittelsuspension
US5972869A (en) * 1996-12-17 1999-10-26 Colgate-Palmolive Co Mildly acidic laundry detergent composition providing improved protection of fine fabrics during washing and enhanced rinsing in hand wash
GB9816377D0 (en) * 1998-07-29 1998-09-23 Dow Corning Sa Foam control agents
US6352966B1 (en) 2000-05-19 2002-03-05 Albemarle Corporation Cleansing bars
ES2372643T3 (es) * 2008-06-02 2012-01-25 The Procter & Gamble Company Concentrado tensioactivo.
JP2011213992A (ja) * 2010-03-15 2011-10-27 Kao Corp 液体洗浄剤組成物
JP2013076054A (ja) * 2011-09-15 2013-04-25 Kao Corp 液体洗浄剤組成物
WO2016196555A1 (en) * 2015-06-02 2016-12-08 Stepan Company Cold-water cleaning method
ES2663119T3 (es) * 2015-06-05 2018-04-11 The Procter & Gamble Company Composición detergente líquida compactada para lavado de ropa
CA3154440A1 (en) 2019-11-27 2021-06-03 Phillip Kyle Vinson Improved alkylbenzenesulfonate surfactants

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Also Published As

Publication number Publication date
AU7078187A (en) 1987-10-08
JPS63397A (ja) 1988-01-05
EP0241073A3 (en) 1989-03-15
NZ219812A (en) 1989-06-28
KR950004927B1 (ko) 1995-05-16
GB8707572D0 (en) 1987-05-07
IE870815L (en) 1987-09-30
MX169254B (es) 1993-06-28
IE60012B1 (en) 1994-05-18
HK50294A (en) 1994-05-27
EP0241073B2 (de) 1995-03-08
KR870009007A (ko) 1987-10-22
JPH07113120B2 (ja) 1995-12-06
GR3003069T3 (en) 1993-02-17
EP0241073A2 (de) 1987-10-14
ATE69260T1 (de) 1991-11-15
AU612317B2 (en) 1991-07-11
CA1332137C (en) 1994-09-27
DE3774312D1 (de) 1991-12-12
GB2188645A (en) 1987-10-07

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