EP0157443A1 - Detergenszusammensetzung, die ein semipolares nichtionisches Detergens, ein alkalische Erdmetalle enthaltendes anionisches Detergens und ein Amidoalkylbetan-Detergens enthält - Google Patents

Detergenszusammensetzung, die ein semipolares nichtionisches Detergens, ein alkalische Erdmetalle enthaltendes anionisches Detergens und ein Amidoalkylbetan-Detergens enthält Download PDF

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Publication number
EP0157443A1
EP0157443A1 EP85200329A EP85200329A EP0157443A1 EP 0157443 A1 EP0157443 A1 EP 0157443A1 EP 85200329 A EP85200329 A EP 85200329A EP 85200329 A EP85200329 A EP 85200329A EP 0157443 A1 EP0157443 A1 EP 0157443A1
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EP
European Patent Office
Prior art keywords
carbon atoms
alkyl
detergent
group
water
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
EP85200329A
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English (en)
French (fr)
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EP0157443B1 (de
Inventor
Lowell Watson Bernardino
Edward William Kuhl
Mark Hsiang K. Mao
Eugene Joseph Pancheri
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Procter and Gamble Co
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Procter and Gamble Co
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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
    • C11D1/88Ampholytes; Electroneutral compounds
    • C11D1/90Betaines
    • 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
    • C11D1/88Ampholytes; Electroneutral compounds
    • C11D1/94Mixtures with anionic, cationic or non-ionic 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
    • C11D1/14Sulfonic 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
    • 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
    • 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
    • C11D1/755Sulfoxides
    • 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
    • C11D1/79Phosphine oxides

Definitions

  • This invention relates to a detergent composition especially formulated for the removal of greasy soils. More particularly, it relates to a detergent composition containing a semi-polar nonionic detergent, an alkaline earth metal, preferably magnesium, salt of an anionic detergent and an amidoalkylbetaine.
  • Detergent compositions containing a wide variety of water-soluble organic detergents or mixtures thereof have been formulated. Recognizably, certain water-soluble organic detergents are" better at removing one type of soil than other detergents. For example, anionic detergents are noted for their ability to remove carbohydrate and protein type stains, while nonionic detergents are especially useful in the removal of grease and oil stains. Various mixtures of detergents have been tried in order to find the optimum combination for removing a wide variety of stains as is normally encountered on soiled articles. (See for example, U.S.
  • Patents 2,691,636, 3,085,982, 3,177,598, 3,179,599, 3,196,166 and 3,223,647 for various organic detergent combinations.
  • detergent compositions that are effective in removing soils, especially greasy soils.
  • a detergent composition especially effective in the removal of greasy soil is formulated using a semi-polar nonionic detergent, an alkaline earth metal salt of certain anionic detergents, and an amidoalkylbetaine.
  • the detergent compositions of this invention contain a water-soluble semi-polar nonionic detergent, an alkaline earth metal salt of an anionic detergent, and an amidoalkylbetaine as essential ingredients. Descriptions of these detergents follow.
  • Semi-polar nonionic detergents useful herein include water-soluble amine oxides, phosphine oxides and sulfoxides. Amine oxides are preferred.
  • the amine oxide has one alkyl or hydroxyalkyl moiety of 8 to 26 carbon atoms, preferably 8 to 16 carbon atoms and two alkyl moieties selected from the group consisting of alkyl groups and hydroxyalkyl groups containing 1 to 3 carbon atoms.
  • Examples of such materials include dimethyloctylamine oxide, diethyldecylamine oxide, bis-(2-hydroxyethyl)dodecylamine oxide, dimethyldodecylamine oxide, dipropyltetradecylamine oxide, methylethylhexadecylamine oxide, and dimethyl-2-hydroxyoctadecylamine oxide.
  • Suitable semi-polar nonionic detergents also include the water-soluble phosphine oxides having one alkyl or hydroxyalkyl moiety of 8 to 28 carbon atoms, preferably 8 to 16 carbon atoms and two alkyl moieties selected from the group consisting of alkyl groups and hydroxyalkyl groups containing 1 to 3 carbon atoms.
  • Suitable phosphine oxides include dimethyldecylphos- phine oxide, dimethyltetradecylphosphine oxide, methylethyltetra- decylphosphine oxide, dimethylhexadecylphosphine oxide, diethyl-2-hydroxyoctyldecylphosphine oxide, bis(2-hydroxyethyl) dodecyl- phosphine oxide, and bis(hydroxymethyl)tetradecylphosphine oxide.
  • the water-soluble sulfoxide detergents contain one alkyl or hydroxyalkyl moiety of 8 to 18 carbon atoms, preferably 12 to 16 carbon atoms and one alkyl moiety selected from the group consisting of alkyl and hydroxyalkyl groups having 1 to 3 carbon atoms.
  • Specific examples of these sulfoxides include dodecylmethyl sulfoxide, 2-hydroxyethyltridecyl sulfoxide, hexadecylmethyl sulfoxide, 3-hydroxyoctadecylethyl sulfoxide.
  • the anionic detergent comprises at least - 10%, preferably at least 15% of an alkaline earth metal, preferably magnesium, salt of an organic anionic detergent.
  • the remainder are typically sodium, potassium, ammonium and/or substituted ammonium salts.
  • Especially preferred salts are the magnesium salts.
  • the anionic detergent salts which are useful in the present invention are selected from the following classes of anionic detergents:
  • the above-described anionic detergents are all available commercially.
  • the acid form of the anionic detergent can be converted to the alkaline earth metal salt form either prior to admixture with the semi-polar nonionic detergent or thereafter. This conversion can be accomplished either by direct neutralization with an alkaline earth metal base or by ion exchange between, e.g., an alkali metal, ammonium or alkanolammonium salt of the anionic detergent and a non-toxic, water-soluble alkaline earth metal salt.
  • a source of magnesium or calcium ions is added to the detergent mixture under desirable reaction conditions to form the desired salts.
  • Calcium and magnesium chlorides, calcium and magnesium sulfates, calcium and magnesium acetates or calcium and magnesium hydroxides and oxides are examples of magnesium and calcium sources. Magnesium chloride and magnesium sulfate are preferred. Magnesium oxide or hydroxide is most preferred.
  • the cation of the anionic detergent is important in that the alkaline earth metal salts of the herein described anionic detergent perform better in terms of suds persistence, especially in the presence of grease, than the alkali metal, ammonium or alkanolammonium salts of said anionic detergents when in combination with the semi-polar nonionic detergent and the betaine detergent.
  • a mixture of cations may be desirable for optimum physical properties or sudsing across a range of conditions and soils, provided sufficient amounts of the anionic surfactant are in the alkaline earth metal form to provide the desired grease removal.
  • Up to about 25% of the above anionic detergents can be in the form of their sodium, potassium, ammonium, mono-, di- or triethanolammonium salts, especially ammonium, monoethanolammonium, or triethanolammonium.
  • the amidoalkylbetaine surfactant is essential to the improved performance.
  • the suds persistence (mileage) is less when the amidoalkylbetaine is combined with alkali metal anionic and semi-polar nonionic detergent mixtures.
  • Overall superior performance requires all three essential ingredients.
  • betaines examples include coconutacylamidopro- pyldimethylbetaine; C 12-14 acylamidopropylbetaine; C s acylamido- hexyldiethylbetaine; 4-[C 14-16 acylmethylamidodiethylammonio]-1-carboxybutane; C 16-18 acylamidodimethylbetaine; C12-14 acylamido- pentanediethylbetaine; 2-[C 12-16 acylmethylamidodiemethyl]-1-carboxy propane; and C 12-16 acylmethylamidodimethylbetaine.
  • Preferred betaines are the C 10-18 acylamidopropane (or ethane) dimethyl (or diethyl) betaines.
  • Suitable amidoalkylbetaines are disclosed in U.S. Patents 3,950,417; 4,137,191; and 4,375,421 and British Patent GB 2,103,236, all of which are incorporated herein by reference.
  • the level of betaine in the product is preferably more than 1%, desirably 4 to 6%, where maximum grease handling is desired.
  • alkyl (and acyl) groups for the above detergents can be derived from either natural or synthetic sources, e.g., they can be derived from naturally occurring fatty acids; olefins such as those prepared by Ziegler, or Oxo processes; or from olefins separated from petroleum either with or without "cracking".
  • alkyl sulfates and alkyl ether sulfates include those derived from Neodol 23 which is a synthetic alcohol prepared by an Oxo process and containing about 42 weight percent of dodecanol and about 54 weight percent of tridecanol.
  • Ratios of semi-polar nonionic detergent and betaine to anionic detergent (salt basis) of from 1:20 to 1:2, preferably from 1:15 to 1:3 provide very satisfactory grease removal.
  • the degree of grease removal obtained from the detergent mixture is greater than that achieved by the individual detergents alone when used under normal conditions.
  • the detergent compositions of this invention are formulated in powder, granular, tablet, paste, or, preferably, liquid form. Regardless of the form of the composition, it is especially effective in the removal of greasy soils.
  • a preferred detergent composition containing the above-described detergents is in a liquid form.
  • Such liquid compositions are especially useful for the hand washing of soiled cooking utensils and tableware.
  • the liquid compositions contain from 5% to 60%, preferably from 10% to 50% for concentrated products designed for dilution prior to use and preferably from 1% to 40% for products designed for use "as is", of the semi-polar nonionic, anionic, and betaine detergent mixture.
  • the balance of the formula comprises water. All manner of known additives can be included in the liquid composition. For example, suds boosters, organic solvents, e.g., C 1 -C S alkanols (preferably ethanol), perfumes, dyes, and hydrotropes can be added for their known functions.
  • An especially preferred liquid detergent composition also contains a source of alkalinity for increased greasy soil removal.
  • Sodium hydroxide, potassium hydroxide, ammonium hydroxide, and mono-, di- or trialkanolamines wherein said alkanol moieties contain from one to five, preferably two to three carbon atoms, in either a linear or branched configuration are suitable bases. Normally, the higher chain length branched alkanolamines are mono- or di-substituted. Common alkanolamines are mono- and diisopropanolamines and mono-, di- and triethanolamines. Sufficient base is added to the composition to raise its pH to above 7.0, but below about 9.0.
  • Such a composition has not only increased greasy soil removal ability, but also the removal is accelerated.
  • Ammonia, di- and triethanolamines and mixtures thereof are preferred sources of alkalinity because of the resultant compositions' physical characteristics, i.e., the compositions have good fluidity and viscosity.
  • a liquid detergent composition having the following formulation is most preferred:
  • More concentrated liquids and/or pastes containing from 45% to 95% of said mixture of semi-polar nonionic, anionic, and betaine detergents are also desirable.
  • compositions of this invention contain from 5% to . 50%, preferably from 10% to
  • the balance of the composition comprises inert filler salts.
  • a suitable inert filler salt is sodium sulfate.
  • Various additives, e.g., suds suppressors, dyes, perfume, soil anti-redeposition agents, and water can also be included in the granular or tableted composition.
  • liquid detergent compositions of this invention are preferably prepared by neutralizing the acid forms of the anionic detergent with the aforementioned sources of alkalinity, magnesium hydroxide, magnesium oxide, and/or adding a soluble alkaline earth metal source, preferably magnesium sulfate or magnesium chloride, to give the finished formula.
  • the following detergent compositions are formulated on a weight percent basis.
  • compositions A-L When compositions A-L are tested for their ability to remove grease from a soiled surface, the results will show that the compositions of this invention, i.e. compositions B, D, F, H, J and L will remove more grease and have better suds mileage than the similar compositions wherein the magnesium cation and betaine are not employed.
  • compositions A, B and C This base formula was compared to compositions A, B and C in which 5% C 12-14 acylamidopropyl betaine was added.
  • Mg salts were replaced by ammonium salts and in B the amine oxide was removed. Water was removed or added to maintain the given percentages.
  • a preweighed 250 cc. polypropylene cup has 3 cc. of a melted beef grease applied to its inner bottom surface. After the grease has solidified, the cup is reweighed. Then a 0.4% aqueous solution of the composition to be tested is added to the cup to completely fill it. The aqueous solution has a temperature of 45°C. After 15 minutes, the cup is emptied and rinsed with distilled water. The cup is dried and then weighed to determine the amount of grease removal. The results of tests performed on the above compositions are reported as follows on a % grease removal basis.
  • the amine oxide and the magnesium anionic detergent and/or betaine are essential for optimum grease removal.
  • both the magnesium anionic detergent and the betaine are required for both improved suds mileage and improved grease removal.

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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)
EP19850200329 1984-03-19 1985-03-07 Detergenszusammensetzung, die ein semipolares nichtionisches Detergens, ein alkalische Erdmetalle enthaltendes anionisches Detergens und ein Amidoalkylbetan-Detergens enthält Expired EP0157443B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US59109784A 1984-03-19 1984-03-19
US591097 1984-03-19

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EP0157443A1 true EP0157443A1 (de) 1985-10-09
EP0157443B1 EP0157443B1 (de) 1988-05-18

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EP19850200329 Expired EP0157443B1 (de) 1984-03-19 1985-03-07 Detergenszusammensetzung, die ein semipolares nichtionisches Detergens, ein alkalische Erdmetalle enthaltendes anionisches Detergens und ein Amidoalkylbetan-Detergens enthält

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EP (1) EP0157443B1 (de)
CA (1) CA1239324A (de)
DE (1) DE3562781D1 (de)

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0166579A2 (de) * 1984-06-22 1986-01-02 The Procter & Gamble Company Milde Detergenszusammensetzungen
FR2613616A1 (fr) * 1987-04-10 1988-10-14 Oreal Composition cosmetique detergente et moussante, retardant le regraissage des cheveux
US5336445A (en) * 1990-03-27 1994-08-09 The Procter & Gamble Company Liquid hard surface detergent compositions containing beta-aminoalkanols
US5342549A (en) * 1990-01-29 1994-08-30 The Procter & Gamble Company Hard surface liquid detergent compositions containing hydrocarbyl-amidoalkylenebetaine
GB2279362A (en) * 1993-06-21 1995-01-04 Kao Corp Detergents comprising amidobetaine and non-ionic surfactant
US5454983A (en) * 1992-01-23 1995-10-03 The Procter & Gamble Company Liquid hard surface detergent compositions containing zwitterionic and cationic detergent surfactants and monoethanolamine and/or beta-aminoalkanol
US5531933A (en) * 1993-12-30 1996-07-02 The Procter & Gamble Company Liquid hard surface detergent compositions containing specific polycarboxylate detergent builders
US5534198A (en) * 1994-08-02 1996-07-09 The Procter & Gamble Company Glass cleaner compositions having good filming/streaking characteristics and substantive modifier to provide long lasting hydrophilicity
US5536451A (en) * 1992-10-26 1996-07-16 The Procter & Gamble Company Liquid hard surface detergent compositions containing short chain amphocarboxylate detergent surfactant
US5536450A (en) * 1993-11-12 1996-07-16 The Procter & Gamble Comany Liquid hard surface detergent compositions containing amphoteric detergent surfactant and perfume
US5540865A (en) * 1990-01-29 1996-07-30 The Procter & Gamble Company Hard surface liquid detergent compositions containing hydrocarbylamidoalkylenebetaine
US5540864A (en) * 1990-12-21 1996-07-30 The Procter & Gamble Company Liquid hard surfce detergent compositions containing zwitterionic detergent surfactant and monoethanolamine and/or beta-aminoalkanol
EP0763591A1 (de) * 1995-09-15 1997-03-19 Henkel Kommanditgesellschaft auf Aktien Wässrige Handgeschirrspüllmittel
EP0854182A2 (de) * 1997-01-16 1998-07-22 Robert McBride Ltd Waschmittelformulierung
EP2447349A1 (de) 2010-10-29 2012-05-02 The Procter & Gamble Company Verdicktes flüssiges Reinigungsmittel für harte Oberflächen

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4122043A (en) * 1973-12-19 1978-10-24 Polytrol Chemical Corporation Amidobetaine containing detergent composition non-toxic to aquatic life
US4133779A (en) * 1975-01-06 1979-01-09 The Procter & Gamble Company Detergent composition containing semi-polar nonionic detergent and alkaline earth metal anionic detergent
US4137191A (en) * 1977-02-14 1979-01-30 Inolex Corporation Low-irritant surfactant composition
US4375421A (en) * 1981-10-19 1983-03-01 Lever Brothers Company Viscous compositions containing amido betaines and salts

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4122043A (en) * 1973-12-19 1978-10-24 Polytrol Chemical Corporation Amidobetaine containing detergent composition non-toxic to aquatic life
US4133779A (en) * 1975-01-06 1979-01-09 The Procter & Gamble Company Detergent composition containing semi-polar nonionic detergent and alkaline earth metal anionic detergent
US4137191A (en) * 1977-02-14 1979-01-30 Inolex Corporation Low-irritant surfactant composition
US4375421A (en) * 1981-10-19 1983-03-01 Lever Brothers Company Viscous compositions containing amido betaines and salts

Cited By (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0166579A2 (de) * 1984-06-22 1986-01-02 The Procter & Gamble Company Milde Detergenszusammensetzungen
EP0166579A3 (de) * 1984-06-22 1989-05-31 The Procter & Gamble Company Milde Detergenszusammensetzungen
FR2613616A1 (fr) * 1987-04-10 1988-10-14 Oreal Composition cosmetique detergente et moussante, retardant le regraissage des cheveux
BE1000854A3 (fr) * 1987-04-10 1989-04-18 Oreal Composition cosmetique detergente et moussante, retardant le regraissage des cheveux.
US5342549A (en) * 1990-01-29 1994-08-30 The Procter & Gamble Company Hard surface liquid detergent compositions containing hydrocarbyl-amidoalkylenebetaine
US5540865A (en) * 1990-01-29 1996-07-30 The Procter & Gamble Company Hard surface liquid detergent compositions containing hydrocarbylamidoalkylenebetaine
US5336445A (en) * 1990-03-27 1994-08-09 The Procter & Gamble Company Liquid hard surface detergent compositions containing beta-aminoalkanols
US5540864A (en) * 1990-12-21 1996-07-30 The Procter & Gamble Company Liquid hard surfce detergent compositions containing zwitterionic detergent surfactant and monoethanolamine and/or beta-aminoalkanol
US5454983A (en) * 1992-01-23 1995-10-03 The Procter & Gamble Company Liquid hard surface detergent compositions containing zwitterionic and cationic detergent surfactants and monoethanolamine and/or beta-aminoalkanol
US5536451A (en) * 1992-10-26 1996-07-16 The Procter & Gamble Company Liquid hard surface detergent compositions containing short chain amphocarboxylate detergent surfactant
GB2279362A (en) * 1993-06-21 1995-01-04 Kao Corp Detergents comprising amidobetaine and non-ionic surfactant
GB2279362B (en) * 1993-06-21 1997-05-28 Kao Corp Detergent composition for washing hard surfaces
US5536450A (en) * 1993-11-12 1996-07-16 The Procter & Gamble Comany Liquid hard surface detergent compositions containing amphoteric detergent surfactant and perfume
US5531933A (en) * 1993-12-30 1996-07-02 The Procter & Gamble Company Liquid hard surface detergent compositions containing specific polycarboxylate detergent builders
US5534198A (en) * 1994-08-02 1996-07-09 The Procter & Gamble Company Glass cleaner compositions having good filming/streaking characteristics and substantive modifier to provide long lasting hydrophilicity
EP0763591A1 (de) * 1995-09-15 1997-03-19 Henkel Kommanditgesellschaft auf Aktien Wässrige Handgeschirrspüllmittel
EP0854182A2 (de) * 1997-01-16 1998-07-22 Robert McBride Ltd Waschmittelformulierung
EP0854182A3 (de) * 1997-01-16 1998-12-16 Robert McBride Ltd Waschmittelformulierung
EP2447349A1 (de) 2010-10-29 2012-05-02 The Procter & Gamble Company Verdicktes flüssiges Reinigungsmittel für harte Oberflächen
WO2012058250A1 (en) 2010-10-29 2012-05-03 The Procter & Gamble Company Thickened liquid hard surface cleaning composition

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CA1239324A (en) 1988-07-19
EP0157443B1 (de) 1988-05-18
DE3562781D1 (en) 1988-06-23

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