EP0157443B1 - Composition détergente contenant un détergent semi-polaire nonionique, un détergent anionique à base de métal alcalino-terreux et un détergent amidoalcyltétaine - Google Patents

Composition détergente contenant un détergent semi-polaire nonionique, un détergent anionique à base de métal alcalino-terreux et un détergent amidoalcyltétaine Download PDF

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Publication number
EP0157443B1
EP0157443B1 EP19850200329 EP85200329A EP0157443B1 EP 0157443 B1 EP0157443 B1 EP 0157443B1 EP 19850200329 EP19850200329 EP 19850200329 EP 85200329 A EP85200329 A EP 85200329A EP 0157443 B1 EP0157443 B1 EP 0157443B1
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European Patent Office
Prior art keywords
carbon atoms
detergent
alkyl
anionic
composition
Prior art date
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Expired
Application number
EP19850200329
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German (de)
English (en)
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EP0157443A1 (fr
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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Publication of EP0157443A1 publication Critical patent/EP0157443A1/fr
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/90—Betaines
    • 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
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/94—Mixtures with anionic, cationic or non-ionic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • 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
    • C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/143—Sulfonic acid esters
    • 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
    • C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/146—Sulfuric acid esters
    • 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
    • C11D1/75—Amino oxides
    • 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
    • C11D1/755—Sulfoxides
    • 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
    • C11D1/79—Phosphine 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.
  • anionic detergents are noted for their ability to remove carbohydrate and protein type stains
  • 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.)
  • 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.
  • a detergent composition especially effective in removing greasy soils comprises, by weight of the composition,
  • 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.
  • the Semi-polar nonionic detergents useful herein are water-soluble amine 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.
  • Examples of such materials include dimethyloctylamine oxide, diethyldecylamine oxide, bis-(2-hydroxyethyl)dodecylamine oxide, dimethyldodecylamine oxide, dipropyl- tetradecylamine oxide, methylethylhexadecylamine oxide, and dimethyl-2-hydroxyoctadecylamine oxide.
  • the amine oxide is present in an amount of from 2% to 10% more preferably from 1% to 8% and most particularly from 2% to 6% by weight of the composition.
  • the composition comprises at least 10%, preferably at least 15% of the alkaline earth metal, preferably magnesium, salt of an organic anionic detergent.
  • the composition may comprise the sodium, potassium, ammonium and/or substituted ammonium salts of an organic anionic detergent.
  • 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 coconutacylamidopropyldimethylbetaine; C 12 - 14 acylamidopropylbetaine; C s acylamidohexyldiethylbetaine; C 16 - 18 acylamidodimethylbetaine; C 12 - 14 acylamido- pentanediethylbetaine; and C 12 - 16 acylmethylamidodimethylbetaine.
  • Preferred betaines are the C 10 - 18 acylamidopropane (or ethane) dimethyl (or diethyl) betaines.
  • Suitable amidoalkylbetains are disclosed in U.S. Patents 3,950,417; 4,137,191; and 4,375,421 and British Patent GB 2,103,236.
  • 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 Qxo processes; or from olefins separated from petroleum either with or without "cracking".
  • alkyl sulfates and alkyl ether sulfates include those derived from Neodol 23 (Trade Mark) 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 may contain from 11% to 60%, preferably from 11 % to 50% for concentrated products designed for dilution prior to use, 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 l -C. 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:
  • 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-F When compositions A-F 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, and F 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 ml polypropylene cup has 3 ml 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)

Claims (6)

1. Composition détergente particulièrement efficace pour éliminer les salissures graisseuses, dans lequelle la partie détergent organique de ladite composition comprend un mélange
a) de 0,5 à 10%, du poids de la composition, d'un détergent non ionique organique semi-polaire comprenant des oxydes d'amine hydrosolubles comportant un groupement alkyle ou hydroxya!ky!e de 8 à 28 atomes de carbone et deux groupements alkyle choisis parmi les groupes alkyle et les groupes hydroxyalkyle de 1 à 3 atomes de carbone;
b) de 10% à 50%, du poids de la composition, d'un sel de métal alcalino-terreux d'un détergent anionique choisi parmi (1) les alkylbenzène-sulfonates dont le groupe alkyle est linéaire et comporte 9 à 15 atomes de carbone, (2) les alkylsulfates ayant 8 à 22 atomes de carbone, (3) les alkyléthersulfates dont le groupe alkyle comporte 8 à 22 atomes de carbone et ayant 1 à 30 motifs d'oxyde d'éthylène, et (4) leurs mélanges; caractérisée en ce que la composition comprend aussi
c) de 0,5% à 6% d'une acylamidoalkylbétaïne de formule
Figure imgb0009
dans laquelle R est un groupe alkyle contenant de 7 à 21 atomes de carbone, de préférence de 9 à 17 atomes de carbone; R1 est un hydrogène ou un groupe alkyle contenant de 1 à 6 atomes de carbone, R2 est un groupe alkylène contenant de 1 à 10 atomes de carbone, chaque R3 est un groupe alkyle ou hydroxyalkyle contenant de 1 à 6 atomes de carbone ou un groupe hydroxy éthoxylé contenant de 1 à 10 motifs d'oxyde d'éthylène, et R4 est un groupe alkylène contenant de 1 à 6 atomes de carbone.
2. Composition détergente selon la revendication 1, dans laquelle, dans l'oxyde d'amine et dans les détergents anioniques, les groupes alkyle à chaîne longue contiennent de 8 à 16 atomes de carbone et, dans l'acylamidoalkylbétaïne, R contient de 9 à 17 atomes de carbone, R1 est un hydrogène, R2 contient 2 à 6, de préférence 3, atomes de carbone, R3 contient de 1 à 3 atomes de carbone et R4 contient 1 atome de carbone.
3. Composition détergente selon l'une quelconque des revendications 1 et 2, dans laquelle le rapport des détergents oxyde d'amine et bétaïne, ramené au poids total du détergent anionique, est de 1:20 à 1:2.
4. Composition détergente selon la revendication 3, dans laquelle le rapport des détergents oxyde d'amine et bétaïne, ramené au poids total du détergent anionique, est de 1:15 à 1:3.
5. Composition détergente selon l'une quelconque des revendications 1 à 3, sous forme liquide, dans laquelle la composition comprend de 11 % à 45% dudit mélange et le restant comprend de l'eau ou des mélanges d'eau et d'alcanols en C1-C5.
6. Composition détergente selon la revendication 5, dans laquelle ledit mélange comprend, en poids de la composition,
a) de 2% à 6% d'un oxyde d'amine hydrosoluble comprenant un groupement alkyle de 8 à 16 atomes de carbone et deux groupements alkyle de 1 à 3 atomes de carbone;
b) de 10% à 30% d'un alkylsulfate de magnésium ayant 12 à 16 atomes de carbone;
c) de 0% à 20% d'alkyléthersulfates dérivés d'alcools comportant 12 à 16 atomes de carbone, éthoxylés avec 1 à 12 moles d'oxyde d'éthylène, dans lesquels le contre-ion est choisi parmi les radicaux calcium, magnésium, ammonium ou éthanolammonium, ou leurs mélanges;
d) de 1% à 6% d'acylamidopropylbétaïne en C12-C16;
e) de 0% à 15% d'un hydroxyde, sulfate ou chlorure d'ammonium ou d'éthanolammonium.
EP19850200329 1984-03-19 1985-03-07 Composition détergente contenant un détergent semi-polaire nonionique, un détergent anionique à base de métal alcalino-terreux et un détergent amidoalcyltétaine Expired EP0157443B1 (fr)

Applications Claiming Priority (2)

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US59109784A 1984-03-19 1984-03-19
US591097 1984-03-19

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

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

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4555360A (en) * 1984-06-22 1985-11-26 The Procter & Gamble Company Mild detergent compositions
LU86839A1 (fr) * 1987-04-10 1988-12-13 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
ES2089792T3 (es) * 1992-01-23 1996-10-01 Procter & Gamble Composiciones detergentes liquidas para superficies duras que contienen tensioactivos hibridos y cationicos y monoetanolamina y/o beta-aminoalcanol.
US5536451A (en) * 1992-10-26 1996-07-16 The Procter & Gamble Company Liquid hard surface detergent compositions containing short chain amphocarboxylate detergent surfactant
JP2540435B2 (ja) * 1993-06-21 1996-10-02 花王株式会社 硬質表面用洗浄剤組成物
EP0728177B1 (fr) * 1993-11-12 2000-03-01 The Procter & Gamble Company Compositions detergentes liquides pour surfaces dures contenant un agent tensioactif detergent amphotere ainsi qu'un parfum
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
DE19534369C2 (de) * 1995-09-15 2000-06-15 Cognis Deutschland Gmbh Wäßrige Handgeschirrspülmittel
GB2321253B (en) * 1997-01-16 2000-10-18 Mcbride Robert Ltd Liquid detergent formulation
EP2447349B1 (fr) 2010-10-29 2015-07-29 The Procter & Gamble Company Composition liquide de nettoyage d'une surface dure

Family Cites Families (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

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CA1239324A (fr) 1988-07-19
EP0157443A1 (fr) 1985-10-09

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