EP0241073A2 - 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
EP0241073A2
EP0241073A2 EP87200529A EP87200529A EP0241073A2 EP 0241073 A2 EP0241073 A2 EP 0241073A2 EP 87200529 A EP87200529 A EP 87200529A EP 87200529 A EP87200529 A EP 87200529A EP 0241073 A2 EP0241073 A2 EP 0241073A2
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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.)
Granted
Application number
EP87200529A
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English (en)
French (fr)
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EP0241073B1 (de
EP0241073B2 (de
EP0241073A3 (en
Inventor
Stanton L. Boyer
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Procter and Gamble Co
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Procter and Gamble Co
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Publication date
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Application filed by Procter and Gamble Co filed Critical Procter and Gamble Co
Priority to AT87200529T priority Critical patent/ATE69260T1/de
Publication of EP0241073A2 publication Critical patent/EP0241073A2/de
Publication of EP0241073A3 publication Critical patent/EP0241073A3/en
Publication of EP0241073B1 publication Critical patent/EP0241073B1/de
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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
    • C11D1/02—Anionic compounds
    • C11D1/37—Mixtures of compounds all of which are anionic
    • 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
    • C11D1/04—Carboxylic acids or 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
    • C11D1/04—Carboxylic acids or salts thereof
    • C11D1/08—Polycarboxylic acids containing no nitrogen or sulfur
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0026—Low foaming or foam regulating compositions
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • 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
    • C11D1/123—Sulfonic acids or sulfuric acid esters; Salts thereof derived from carboxylic acids, e.g. sulfosuccinates
    • 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
    • C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic 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
    • 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
    • C11D1/29—Sulfates of polyoxyalkylene ethers
    • 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
    • C11D1/75—Amino 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 about 0.8 to about 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 succinate to fatty acid present is about 1.7.
  • the present invention relates to a liquid detergent composition
  • 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 about 0.8 to about 2.4, preferably from about 0.9 to about 1.8, more preferably from about 1.0 to about 1.4. - Within these ratios, the succinate and fatty acid provide a minimum of suds in otherwise high sudsing detergents containing a significant 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 about 10% to about 50%, preferably from about 13% to about 40%, more preferably from about 16% to about 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, both incorporated herein by reference.
  • Useful anionic surfactants include the water-soluble salts, particularly the alkali metal, ammonium and alkylolammonium (e.g., monoethanolammonium or triethanolammonium) salts, of organic sulfuric reaction products having in their molecular structure an alkyl group containing from about 8 to about 20 carbon atoms and a sulfonic acid or sulfuric acid ester group.
  • water-soluble salts particularly the alkali metal, ammonium and alkylolammonium (e.g., monoethanolammonium or triethanolammonium) salts, of organic sulfuric reaction products having in their molecular structure an alkyl group containing from about 8 to about 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 about 9 to about 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 surfactants herein are the water-soluble salts of: paraffin sulfonates containing from about 8 to about 24 (preferably about 12 to 18) carbon -atoms; alkyl glyceryl ether sulfonates, especially those ethers of. C 8-18 alcohols (e.g., those derived from tallow and coconut oil); alkyl phenol ethylene oxide ether sulfates containing from about 1 to about 4 units of ethylene oxide per molecule and from about 8 to about 12 carbon atoms in the alkyl group; and alkyl ethylene oxide ether sulfates containing about 1 to about 4 units of ethylene oxide per molecule and from about 10 to about 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 about 6 to 20 carbon atoms in the fatty acid group and from about 1 to 10 carbon atoms in the ester group; water-soluble salts of 2-acyloxy-alkane- 1-sutfonic acids containing from about 2 to 9 carbon atoms in the acyl group and from about 9 to about 23 carbon atoms in the alkane moiety; water-soluble salts of olefin sulfonates containing from about 12 to 24 carbon atoms; and beta-alkyloxy alkane sulfonates containing from about 1 to 3 carbon atoms in the alkyl group and from about 8 to 20 carbon atoms in the alkane moiety.
  • Preferred anionic surfactants herein are the alkyl sulfates of the formula wherein R is an alkyl chain having from about 12 to about 18 carbon atoms, saturated or unsaturated, M is a cation which makes the compound water-soluble, especially an alkali metal, ammonium or substituted ammonium cation, and x is from 0 to about 4.
  • R is a C12-C16 alkyl or hydroxyalkyl group, especially a C 12 -C 15 alkyl, and x is from about 0 to about 3.
  • anionic surfactants are the linear straight chain alkylbenzene sulfonates in which the average number of carbon atoms in the alkyl group is from about 12 to about 13, and the C 12-15 alcohol sulfates containing from 0 to about 3 ethylene oxide units, as described above. Also preferred are mixtures of these surfactants in a weight ratio of from about 3:1 to about 1:3, preferably from about 2:1 to about 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 about 2% to about 25%, preferably from about 3% to about 20%, more preferably from about 5% to about 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-dodecenyt succinate (preferred) and 2-tetradecenyl succinate.
  • compositions of the present invention further contain from about 1% to about 15%, preferably from 2% to about 10%, more preferably from about 3% to about 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 kernel 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 about 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 greasyloily 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, incorporated herein by reference.
  • 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, both incorporated herein by reference.
  • compositions herein preferably contain from about 1% to about 20%, more preferably from about 3% to about 15%, most preferably from about 5% to about 10%, by weight of an ethoxylated nonionic surfactant of the formula R (OC 2 H 4 ) n OH, wherein R is a C 10 -C 16 alkyl group (preferred) or a C 8- C 12 alkyl phenyl group, n is from about 3 to about 9, and said nonionic surfactants has an HLB (hydrophile-lipophile balance) of from about 9 to about 13, preferably from about 10 to about 13.
  • HLB hydrophile-lipophile balance
  • compositions herein can be formulated to have a pH of from about 7.5 to about 12, more preferably from about 8 to about 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 about 2 to about 5 for best bleach stability.
  • Such alkaline compositions have a pH of from about 9 to about 12, preferably from about 9.5 to about 11.5, more preferably from about 10 to about 11. They preferably contain from about 2% to about 15%, more preferably from about 4% to about 10%, by weight of monoethanolamine.
  • the combination of such an alkaline composition and peroxyacid bleach preferably delivers a wash water pH of from about 7.8 to about 9, preferably from about 7.9 to about 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 Eppenbach 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 cps at about 20°C.
  • the DPDA had an average particle size of about 2-5 microns.
  • 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)
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 true EP0241073A2 (de) 1987-10-14
EP0241073A3 EP0241073A3 (en) 1989-03-15
EP0241073B1 EP0241073B1 (de) 1991-11-06
EP0241073B2 EP0241073B2 (de) 1995-03-08

Family

ID=25297769

Family Applications (1)

Application Number Title Priority Date Filing Date
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)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0363763A1 (de) * 1988-10-07 1990-04-18 Henkel Kommanditgesellschaft auf Aktien Flüssiges Waschmittel
WO1997016263A1 (de) * 1995-10-30 1997-05-09 Henkel Kommanditgesellschaft Auf Aktien Reinigung mit ultraschall und dazu geeignete reinigungsmittel
WO1998027189A1 (en) * 1996-12-17 1998-06-25 Colgate-Palmolive Company Mildly acidic laundry detergent composition
US5916865A (en) * 1996-08-30 1999-06-29 Clariant Gmbh Liquid bleaching agent suspension
CN102803461A (zh) * 2010-03-15 2012-11-28 花王株式会社 液体洗涤剂组合物
WO2016196555A1 (en) * 2015-06-02 2016-12-08 Stepan Company Cold-water cleaning method
EP3642316A1 (de) * 2017-06-20 2020-04-29 The Procter and Gamble Company Multizusammensetzungssysteme mit einem bleichmittel und verkapselungen

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Publication number Priority date Publication date Assignee Title
JP2523341B2 (ja) * 1987-11-09 1996-08-07 花王株式会社 非イオン界面活性剤の強アルカリ性水溶液
EP0430330A3 (en) * 1989-11-24 1991-12-18 The Procter & Gamble Company Suspending liquid detergent compositions
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.
JP2013076054A (ja) * 2011-09-15 2013-04-25 Kao Corp 液体洗浄剤組成物
EP3101101B1 (de) * 2015-06-05 2018-01-10 The Procter and Gamble Company Kompaktierte flüssigwaschmittelzusammensetzung
CN114667335B (zh) * 2019-11-27 2025-07-08 宝洁公司 改进的烷基苯磺酸盐表面活性剂

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US2477383A (en) 1946-12-26 1949-07-26 California Research Corp Sulfonated detergent and its method of preparation
GB1293753A (en) 1968-08-08 1972-10-25 Unilever Ltd Detergent composition
US3707511A (en) 1967-06-13 1972-12-26 Lever Brothers Ltd Anionic detergent compositions containing foam boosting succinic acid derivatives
US3776851A (en) 1972-09-25 1973-12-04 Colgate Palmolive Co Detergents containing tetrahydroxysuccinic acid and salts thereof
US3919678A (en) 1974-04-01 1975-11-11 Telic Corp Magnetic field generation apparatus
EP0028850A1 (de) 1979-11-09 1981-05-20 Unilever N.V. Flüssige Reinigungsmittelzusammensetzung
US4285841A (en) 1979-05-16 1981-08-25 The Procter & Gamble Company Highly concentrated fatty acid containing liquid detergent compositions
US4507219A (en) 1983-08-12 1985-03-26 The Proctor & Gamble Company Stable liquid detergent compositions
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GB2179669B (en) * 1985-08-15 1988-12-29 Procter & Gamble Built liquid detergents
JP3470354B2 (ja) * 1993-07-21 2003-11-25 大同特殊鋼株式会社 加熱走行部材の寸法測定装置

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US2220099A (en) 1934-01-10 1940-11-05 Gen Aniline & Flim Corp Sulphonic acids
US2477383A (en) 1946-12-26 1949-07-26 California Research Corp Sulfonated detergent and its method of preparation
US3707511A (en) 1967-06-13 1972-12-26 Lever Brothers Ltd Anionic detergent compositions containing foam boosting succinic acid derivatives
GB1293753A (en) 1968-08-08 1972-10-25 Unilever Ltd Detergent composition
US3776851A (en) 1972-09-25 1973-12-04 Colgate Palmolive Co Detergents containing tetrahydroxysuccinic acid and salts thereof
US3919678A (en) 1974-04-01 1975-11-11 Telic Corp Magnetic field generation apparatus
US4285841A (en) 1979-05-16 1981-08-25 The Procter & Gamble Company Highly concentrated fatty acid containing liquid detergent compositions
EP0028850A1 (de) 1979-11-09 1981-05-20 Unilever N.V. Flüssige Reinigungsmittelzusammensetzung
US4561998A (en) 1982-05-24 1985-12-31 The Procter & Gamble Company Near-neutral pH detergents containing anionic surfactant, cosurfactant and fatty acid
US4507219A (en) 1983-08-12 1985-03-26 The Proctor & Gamble Company Stable liquid detergent compositions

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Title
M.J. SCHICK: "Nonionic Surfactants", 1966, MARCEL DEKKER, INC., pages: 607 - 613

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0363763A1 (de) * 1988-10-07 1990-04-18 Henkel Kommanditgesellschaft auf Aktien Flüssiges Waschmittel
WO1990004014A1 (de) * 1988-10-07 1990-04-19 Henkel Kommanditgesellschaft Auf Aktien Flüssiges waschmittel
WO1997016263A1 (de) * 1995-10-30 1997-05-09 Henkel Kommanditgesellschaft Auf Aktien Reinigung mit ultraschall und dazu geeignete reinigungsmittel
US5916865A (en) * 1996-08-30 1999-06-29 Clariant Gmbh Liquid bleaching agent suspension
WO1998027189A1 (en) * 1996-12-17 1998-06-25 Colgate-Palmolive Company Mildly acidic laundry detergent composition
CN102803461A (zh) * 2010-03-15 2012-11-28 花王株式会社 液体洗涤剂组合物
TWI491728B (zh) * 2010-03-15 2015-07-11 Kao Corp Liquid detergent composition
WO2016196555A1 (en) * 2015-06-02 2016-12-08 Stepan Company Cold-water cleaning method
EP3642316A1 (de) * 2017-06-20 2020-04-29 The Procter and Gamble Company Multizusammensetzungssysteme mit einem bleichmittel und verkapselungen

Also Published As

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GB8707572D0 (en) 1987-05-07
CA1332137C (en) 1994-09-27
AU612317B2 (en) 1991-07-11
ATE69260T1 (de) 1991-11-15
GB2188645A (en) 1987-10-07
IE870815L (en) 1987-09-30
AU7078187A (en) 1987-10-08
EP0241073B1 (de) 1991-11-06
GR3003069T3 (en) 1993-02-17
MX169254B (es) 1993-06-28
NZ219812A (en) 1989-06-28
JPS63397A (ja) 1988-01-05
KR950004927B1 (ko) 1995-05-16
EP0241073B2 (de) 1995-03-08
JPH07113120B2 (ja) 1995-12-06
DE3774312D1 (de) 1991-12-12
EP0241073A3 (en) 1989-03-15
IE60012B1 (en) 1994-05-18
HK50294A (en) 1994-05-27
KR870009007A (ko) 1987-10-22

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