US3377290A - Liquid or paste detergent preparations having sulfofatty acid salts as viscosity reducing agents - Google Patents

Liquid or paste detergent preparations having sulfofatty acid salts as viscosity reducing agents Download PDF

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US3377290A
US3377290A US380089A US38008964A US3377290A US 3377290 A US3377290 A US 3377290A US 380089 A US380089 A US 380089A US 38008964 A US38008964 A US 38008964A US 3377290 A US3377290 A US 3377290A
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salts
carbon atoms
sulfofatty acid
fatty
alcohols
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Stein Werner
Koch Otto
Weiss Herbert
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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    • 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
    • C11D1/28—Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
    • 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
    • C11D1/12—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

Definitions

  • the present invention relates to wash-active substance combinations in liquid or paste form, and more particularly to wash-active concentrates having a liquid to pasty consistency, containing a mixture of fatty alcohol sulfate with sulfofatty acid salts and/ or sulfofatty acid ester salts, with the sulfofatty acid salts containing less than about 50% of fatty acid radicals having more than 15 carbon atoms and with the sulfofatty acid ester salts containing fatty acid radicals of 8-24 carbon atoms, whereby the viscosity of the concentrate will be reduced as compared with analogous concentrates omitting the specified sulfofatty acid salts and/or ester salts herein.
  • Liquid combinations of wash-active substances are used, preferably in more or less concentrated form for the prep aration of baths for treating many different kinds of solid materials, but they are also used for the preparation of liquid washing and cleaning media.
  • These treatment baths can be used in the household, for washing heavy and fine laundry, for example, for washing dishes, for cleansing polished, lacquered or varnished surfaces, for scrubbing tiles, wall coverings, etc.
  • industrial plants such as laundries, factories, etc., can use such liquid concentrates for cleansing the surfaces of solid materials or otherwise treating them.
  • these liquid concentrates may contain additional conventional components.
  • the wash-active substance concentrates it is advantageous for the wash-active substance concentrates to have initially the lowest possible viscosity, because the viscosity is often increased by accompanying substances, and because viscosities that are not excessively high are desirable in the interest of easy handling, such as in the rapid measuring and dilution of the concentrates with water.
  • Concentrates which have a low viscosity and therefore are easy to pump are also desired in the industrial manufacture of solid detergents, especially granulated detergents, particularly when they are to be dried, after the addition of the customary additives, by hot spraying or other methods.
  • wash-active concentrates of the foregoing type which additionally may contain further wash-active ingredients of the conventional type admixed therewith in amounts which in toto do not exceed the amount of fatty alcohol sulfates present.
  • salts of sulfofatty acids which contain not more than 50% of fatty acid radicals with 16 and more carbon atoms, and/or salts of esters of sulfofatty acids containing 8-24, preferably 10-20, and especially 12-18 7 carbon atoms in the fatty acid radical, with monovalent or polyvalent alcohols, are capable of reducing the viscosity of pastes or solutions of fatty alcohol sulfate washactive concentrates, such as aqueous concentrates having a liquid to pasty consistency.
  • the sulfofatty acids in question are monofunctional saturated fatty acids.
  • total WAS shall mean the total of the components consisting of wash-active substance (WAS),
  • Liquid detergents are described in US. Patent 2,915,473 which may contain, in addition to sulfofatty acid salts with 16-24 carbon atoms (i.e. a-sulfonated fatty acids), alkylbenzene sulfonates or fatty alcohol sulfates (i.e. long chain alkyl sulfates), but nothing is said about the viscosities of these liquid preparations, and from this patent the knowledge cannot be derived that an addition of shorter-chained monosalts, disalts or ester salts could in any way affect the viscosity of the detergents.
  • sulfofatty acid salts with 16-24 carbon atoms i.e. a-sulfonated fatty acids
  • alkylbenzene sulfonates i.e. long chain alkyl sulfates
  • the total WAS concentration of the pastes or solutions of the present invention may range from 5 to 45%, preferably from 10 to 30%, by weight, with reference to the weight of the total solution or paste, the remainder being water and, if desired, other supplemental conventional ingredients typically usable, for example water soluble organic solvents such as water soluble lower alcohols, etc.
  • Fatty acids and their mixtures, from which the disalts and ester salts of the present invention are derived may contain generally 8 to 24, or especially 8 to 20 and preferably 12 to 18 carbon atoms in the fatty :acid radical, not more than 50%, and preferably less than 25%, of fatty acid esters of 16 and more carbon atoms being contained in the fatty acid radical of the esters as is the case with the disalts.
  • Preferred are disalts of fatty acid mixtures in which the percentage having 12 to 14 carbon atoms amounts to at least 50% and preferably 65-85% of the total mixture.
  • the hydrogenated C -C fatty acid fractions of coconut oil or palm kernel oil, for example, are quite suitable.
  • Fatty acid mixtures of different composition are also usable as ester salts, as for example the hydrogenated fatty acids of palm oil and tallow, those obtained from the fats of sea animals, etc.
  • ester salts as for example the hydrogenated fatty acids of palm oil and tallow, those obtained from the fats of sea animals, etc.
  • analogous products made from fatty acids or fatty acid mixtures of synthetic origin can also be used, providing the chainlength percentages meet the above requirements.
  • the substantially saturated, hydrophobic radicals of sulfofatty acids making up the disalts or ester salts may be straight-chained or branched; the sulfonic acid group is in the alpha position (a-sulfonated fatty acids), in contrast to those sulfonic acid groups produced by the sulfonation of fatty acids or their derivatives which are unsaturated or which contain hydroxyl groups, in which case sulfuric acid semiesters are involved.
  • the fatty acid radicals present in the disalts and ester salts of the present invention may be all the same or different.
  • the aliphatic ester groups or alkyl radicals present in the sul-fo ester salts may be derived from rnonovalent alcohols, such as aliphatic alcohols, with, for example, 1 to 12, and preferably 1 to 4 carbon atoms, or from polyvalent alcohols, i.e., polyhydric alcohols, especially from bivalent to tetravalent, i.e., dihydric to tetrahydric, aliphatic alcohols with 2 to 6 carbon atoms, such as glycol or glycerin.
  • rnonovalent alcohols such as aliphatic alcohols, with, for example, 1 to 12, and preferably 1 to 4 carbon atoms
  • polyvalent alcohols i.e., polyhydric alcohols, especially from bivalent to tetravalent, i.e., dihydric to tetrahydric, aliphatic alcohols with 2 to 6 carbon atoms, such as glycol or glycerin.
  • the alkyl or alcohol radical also has been found to have an effect on the reduction of the viscosity of the concentrates and on the improvement of the solubility of the wash-active substance. If, for example, the desired effect is not achieved by the use of a sulfofatty acid methyl ester, it is recommended to replace the methyl ester with the corresponding ethyl, propyl, isopropyl, butyl or isobutyl ester.
  • aliphatic rnonovalent or polyvalent alcohols can be replaced wholly or partially by monovalent, i.e. monohydric, ether alcohols containing as many as 12 carbon atoms and containing the radicals of the above-described rnonovalent or polyvalent alcohols.
  • the ether alcohols themselves may also be rnonovalent or poyvalent.
  • ether alcohols may be derived, for instance, from monovalent monoalcohols with l to 4 carbon atoms in the molecule and containing no ether groups, or from the ethers of polyalcohols of the same kind, especially from the corresponding polyglycols or polyglycerines, or from ether alcohols developed by the addition of ethylene oxide or propylene oxide onto rnonovalent or polyvalent alcohols.
  • ether alcohols are the monomethyl, monoethyl, monopropyl, monoisopropyl, or monobutyl ethers, etc.
  • the ester salts should contain for each sulfonate group present in the molecule not more than 24, and preferably not more than 20 carbon atoms.
  • the FAS present in the liquid to pasty-wash-active substance combinations of the invention may be derived from fatty alcohols with 10 to 20, and preferably with 12 to 18 carbon atoms, the fatty alcohol radicals being either saturated or unsaturated. Such fatty alcohols are obtained preferably through the reduction of natural fatty acids in the usual way. The preferred chain-length percentages in the disalts and ester salts noted above also apply to those of the fatty alcohols. Accordingly, the FAS can be produced from coconut, palm kernel, palm oil, tallow and marine animal fatty alcohols, these alcohols being fully saturated, or more or less unsaturated in the same manner as the star-ting fatty acids used to form the disalts and ester salts.
  • the sulfates of unsaturated fatty alcohols include also the products which, in the conventional manner, have been sulfated practically only at the hydroxyl group, preserving the doube bond, such as, for example, is the case with oleyl sulfate-1.
  • sulfates may also be used which have been obtained from synthetically made fatty acids or which have been synthesized in some other manner, as for example by oxosynthesis, Zieglers synthesis, carbon monoxide hydrogenation, etc., some or all of these sulfates being branched if desired.
  • hydrophobic radicals present in the FAS, the disalts and the ester salts may be all the same or different.
  • the range in which a viscosity reduction effectively occurs lies approximately at a quantity ratio of FAS to ester salt and/ or disalt of 1:10 to 10:1; the quantity of the disalts is not to be greater than the quantity of the PAS if no ester salts are present.
  • the quantity ratio of FAS to ester salt and/or disalt ranges preferably from 8:1 to 1:8, and especially from 4:1 to 1:4, the quantity ratio of ester salt to disalt ranging preferably from 20:1 to 1:10, especially from 15:1 to 1:7, and particularly from 10:1 to 1:4, and the ratio of disalt to FAS being preferably not greater than 8:1, and especially 4: 1, when ester salt is present.
  • the above mentioned further washing active substances which lower the surface tension of the water include soap and synthetic anionic and/or nonionic products.
  • Suitable substances are the known anionic detergents as alkylated aromatic sulfon-ates, alkylsulfonates, alkyl-glyceryl-ether-sulfonates, fatty acid esters of hydroxysulfonic acids, fatty acid amides of aminosulfonic or aminocarbonic acids, sulfated fatty alcohol polyglycolethers or sulfated alkylphenol polyglycolethers.
  • Suitable nonionic detergents are the polyethylene glycol ethers of fatty alcohols, alkylphenols or polypropylene glycols.
  • the sulfofatty acid salts are very difiicultly soluble, their ability to reduce the viscosities of fatty alcohol sulfate pastes or solutions in accordance with the invention must be considered very surprising.
  • these include particularly inorganic salts, such as the water-soluble washing alkalies, neutral salts, i.e. alkali detergency builder salts, etc., as well as chelate formers, dirt carriers, i.e. soil antiredoposition agents, foam stabilizers, and the like. Nevertheless, the viscosity reduction of the fatty alcohol sulfate pastes or solutions achieved by the addition of ester salts and/or disalts is still retained.
  • the wash-active substance combinations of the present invention are opaque pastes, or more or less turbid solutions, or even clear solutions, depending upon their concentration and upon the substances dissolved in them. In many cases, turbidity develops only after relatively long storage. This fact is immaterial to the use of the pastes or solutions and does not detract from their usefulness because, for example, when they are used as liquid detergents, they contain either in solution or in suspension still other substances which cause turbidity anyway.
  • the fatty alcohol sulfates, ester salts and disalts, and any other salt-like wash-activities substances that may be present may be in the form of sodium salts or in the form of salts of other cations.
  • Such other cations include typically potassium, lithium and ammonium, and also organic bases such as mono, di or triethanolamine.
  • sodium salts and potassium salts can be used together, or potassium and triethanolamine salts or sodium salts, potassium salts, and triethanolamine salts.
  • the wash-active substance combinations of the invention may also contain conventional solubilizers. These may be particularly water-soluble oxygen-containing organic solvents, such as monovalent or polyvalent alcohols, ethers of similar or different polyvalent :alcohols, or the partial ethers of polyvalent and monovalent alcohols. These include, for example, the aliphatic monovalent alcohols containing 1 to 5 carbon atoms, glycols with 2 to 5 carbon atoms, dior triethylene glycol, glycerine, polyglycerines and partial ethers of all these polyvalent alcohols wi-th aliphatic monovalent alcohols containing 1 to 4 carbon atoms in the molecule.
  • solubilizers may be particularly water-soluble oxygen-containing organic solvents, such as monovalent or polyvalent alcohols, ethers of similar or different polyvalent :alcohols, or the partial ethers of polyvalent and monovalent alcohols. These include, for example, the aliphatic monovalent alcohols containing 1 to 5 carbon atoms, glycol
  • the wash-active substance combinations of the invention are especially suitable for the incorporation 'of additional substances such as those used especially in Washing and cleaning.
  • additional substances such as those used especially in Washing and cleaning.
  • these include the carbonates, orthophosphates, anhydrous phosphates (pyrophosphates, polyphosphates and polymetaphosph-ates) and the silicates of the alkalies, as well as other conventional washing alkalies.
  • the usual organic chelate formers can be incoporated in the preparations of the present invention, as well as foam stabilizers, such as fatty acid amides, fatty alkylol amides, etc., neutral salts, such as sodium sulfate, sodium chloride, sodium nitrate, etc.
  • inorganic or organic colloidal substances, water-soluble high-molecular substances, etc. can be added to the concentrates, such as those that serve in the washing process as dirt carriers.
  • water-soluble salts of polyacrylic acid or polymethacrylic acid water-soluble derivatives of cellulose or of starch, such as carboxymethylcellulose and ethers of cellulose with oxyalkylsulfonic acids as well as cellulose sulfates.
  • Liquid wash-active substance combinations with a content of wash-active substances according to the present invention may have approximately the following typical composition:
  • wash-active substance combination 5-25, preferably 7-20 weight percent of wash-active substance combination.
  • anhydrous phosphates or organic chelating agents preferably pyrophosphates or polyphosphates.
  • 0 preferably 0.5-2 weight percent form stabilizers, such as fatty acid amides or fatty acid alkylolamides.
  • O-lO preferably 24 weight percent solubilizers.
  • inorganic salts such as Na SO and/or NaCl and/or NaNO Balance
  • Water 95-55% and preferably 60-80% by weight, less any organic solvent present, such as a Water soluble lower alcoholincluding methanol, ethanol, propanol, or butanol, in an option amount of at most 20% and preferably at most 10% by weight based on the mixture of water and organic solvent).
  • liquid washing and cleansing preparations can be made, which contain 'all components in solution or in stable suspension, ie in the form of a wash-active concentrate having a liquid to pasty consistency.
  • the numerical data regarding the quantity ratio of FAS to ester salt and/or disalt, when ester salt and disalt are simultaneously present refer to the total of the amount of ester salt and the amount of disalt present.
  • the present invention provides a washactive concentrate having a liquid to pasty consistency which comprises a mixture of fatty alcohol sulfate and a member selected from the group consisting of sulfofatty acid salts, sulfofatty acid ester salts, and mixtures thereof, the sulfofatty acid salts containing less than 50% of fatty acid radicals with more than carbon atoms 'and the sulfofatty acid ester salts containing 8 to 24 carbon atoms in the fatty acid radical.
  • the ratio by weight of the sulfofatty acid salts to the fatty alcohol sulfate is 0.1-1z1
  • the ratio by weight of the sulfofatty acid ester salts to the fatty alcohol sulfate is 0.ll0:1
  • the ratio by Weight of the mixture of the sulfofatty acid salts and ester salts to the fatty alcohol sulfate is 0.1-10z1.
  • the mixture of sulfofatty acid ester salts and sulfofatty acid salts is present in the ratio by weight of 0.1-20: l
  • the sulfofatty acid salts present contain at least 50% of fatty acid radicals with 12-14 carbon atoms.
  • the sulfofatty acid ester salts present contain preferably fatty acid radicals with 12-18 carbon atoms and ester radicals in the form of alkyl radicals derived from a member selected from the group consisting of monovalent alcohols with 1-12 carbon atoms in the molecule and polyvalent alcohols with 2-6 carbon atoms in the molecule.
  • the ester radicals are especially useful when in the form of alkyl radicals derived from alcohols which are ether alcohols.
  • the sulfofatty acid ester salts present should contain preferably less than 50% fatty acid radicals with more than 15 carbon atoms, and at most 24 carbon atoms for each sulfonate group present in the molecule.
  • the same is present preferably in the ratio by weight of 0.5-2 0'.1 while the ratio by weight of the mixture of sulfofatty acid salts and ester salts to the fatty alcohol sulfate preferably is 0.125-8:l, and the ratio by weight of the sulfofatty acid salts present to the fatty alcohol sulfate is preferably at most 8:1.
  • the content of fatty alcohol sulfate is at least as large as the content of any further wash-active substances present in addition to the sulfofatty acid salts and sulfofatty acid ester salts, such further wash-active substances including those conventional substances which lower the surface tension of the water.
  • other components may be present as aforesaid including, inter alia, those substances selected from the group consisting of water-soluable oxygen-containing organic solvents, Washing alkalies, such as alkali carbonates, alkali phosphates, alkali silicates, etc., organic chelate formers, dirt carrier substances, foam stabilizers, neutral alkali salts, and mixtures of the foregoing.
  • the total content of all wash-active substances in the concentrate is preferably between about 5-45% by weight, with the remainder, if desired, being water.
  • the change in viscosity is often accompanied by the formation of turbidity, precipitation, loss of homogeneity, etc., which become practically static, too, after three to four weeks. Whenever such turbidity, precipitation or loss of homogeneity had occurred, the solutions were stirred up prior to measuring the viscosity.
  • the absolute values of the vi-scosities of the wash-active substance concentrates depend more or less greatly on the structure and composition of the starting products used for their manufacture; thus, for example, the salt content of the technical wash-active substances is influential. For this reason, precise comparisons of viscosities are possible only in the case of products which were made from the same starting materials and were treated in the same manner. Such a comparison is possible in the following tables only in the case of products bearing the same eX- Example WAB combmatwn 13 221 y ample number. The variations in the absolute viscosities Substance Weight Percent which can be observed on account of these circumstances are small, however, in comparison with the viscosity re- 2 duction achieved by the invention.
  • the sulfofatty acid salts are identified by the chain length and by an indication of the source of the fatty acids as well as by the addition of the symbol /Di. Accordingly, C /Di signifies the di-salt of a sulfonated C fatty acid, while HPK/Di stands for the disalt of a sulfonated fatty acid made from hydrogenated palm kernel Oil. This method is also applied to the ester salts, in which case the number following the diagonal indicates the chain length of the alcohol.
  • 0 1 signifies the sulfonate of capric acid methyl ester
  • C /4 signifies the sulfonate of lauric to NJ to Nab-H H HHv-M- ogogwccnomoommmmmmmomcw mm 5 acid butyl ester
  • HPK/ 1 signifies the sulfonate 20 made from hydrogenated palm kernel fatty acid methyl 5;; ester.
  • the hydrogenated palm kernel fatty acid used had 20 77 approximately the following composition: 6 6
  • Percent FAS Viscosity, cp. 5 42 lb HPK2.-- 239 5 1.5 2 HPKiDi
  • Substance Wt. Percent Example To manufacture the concentrates described in this example, ester salts or disalts were used, which had been produced from a mixture of one part by weight of hydrogenated stearic acid and two parts by weight of hydrogenated palm kernel fatty acid.
  • the sulfonate of the corresponding methyl ester is designated as HSt-HPK/l
  • the salt of the corresponding sulfofatty acid is designated at HSt-HPK/Di.
  • the fatty acid radicals present in these sulfonates were composed 53% of C to C radicals and 47% of C to C radicals.
  • the viscosities of the pastes were measured as described in Examples 13 and 14. For the sake of comparison, the viscosity of the 25% FAS starting paste used to manufacture the blended pastes is stated.
  • measuring bodies 1, 20, and 30 were in the shape of a horizontally disposed letter E (anchor stirrer) with the middle vertical arm fastened to the stirrer shaft, the diameters of such bodies being 93, 46, and 23 mm., respectively, and the height of the two outer vertical arms of such bodies being 16, 19, and 19 mm. respectively.
  • measuring body 4 was cruciform in shape with the vertical arm fastened to the stirrer shaft, such vertical arm having a diameter of 5 mm. and a height of 20 mm. while the horizontal arm had a diameter of 3 mm. and a length of 20 mm.
  • Wash-active aqueous concentrate having a liquid to pasty consistency which consists essentially of (a) 5-45% of wash-active substances constituting a mixture of fatty alcohol sulfate having 10-20 carbon atoms and a member selected from the group consisting of tit-sulfofatty acid salts having 8-24 carbon atoms in which less than 50% thereof are a-sulfofatty acid salts having more than 15 carbon atoms, asulfofatty acid aliphatic ester salts having 8-24 carbon atoms in the corresponding a-sulfofatty acid radical and l-12 carbon atoms in the corresponding aliphatic ester radical, and mixtures thereof, in which the ratio by weight of tit-sulfofatty acid salts to the fatty alcohol sulfate is 0.l1:1, the ratio by weight of the a-sulfofatty acid ester salts to the fatty alcohol sulfate is 0.1-1021, and the ratio by weight of the mixture of the tit-
  • Concentrate according to claim 1 wherein at least 50% of the tic-sulfofatty acid salts are tit-sulfofatty acid salts having 12-14 carbon atoms.
  • concentrate according to claim 1 wherein the usulfofatty acid ester salts present contain fatty acid radicals with 12-18 carbon atoms and ester radicals selected from the group consisting of alkyl radicals with 1-12 carbon atoms and polyhydric alcohol radicals with 2-6 carbon atoms.
  • Concentrate according to claim 1 wherein all of said salts are salts of cations selected from the group consisting of sodium, potassium, lithium, ammonium, monoethanolamide, diethanolamine, triethanolamine, and mixtures thereof.
  • Met-bod of improving the viscosity of a wash-active aqueous concentrate having a liquid to pasty consistency and consisting essentially of fatty alcohol sulfate having 10-20 carbon atoms which comprises admixing such concentrate with a member selected from the group consisting of tit-sulfofatty acid salts having 8-24 carbon atoms in which less than 50% thereof are int-sulfofatty acid salts having more than 15 carbon atoms, tat-sulfofatty acid aliphatic ester salts having 8-24 carbon atoms in the corresponding a-sulfofatty acid radical and 1-12 carbon atoms in the corresponding aliphatic ester radical, and
  • the ratio by weight of the a-sulfofatty acid salts to the fatty alcohol sulfate is 0.11:1
  • the ratio by weight of the a-sulfofatty acid ester salts to the fatty alcohol sulfate is 0.1-10: 1
  • the ratio by weight of the mixture of the m-sulfofatty acid salts and ester salts to the fatty alcohol sulfate is 0.1-10z1
  • theimproved viscosity concentrate consists essentially of 545% of such Wash-active mixture and 95-55% of water, with heating of at least one of the mixture components to dissolve at least some of the resulting mass in the water present.

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US380089A 1963-07-13 1964-07-02 Liquid or paste detergent preparations having sulfofatty acid salts as viscosity reducing agents Expired - Lifetime US3377290A (en)

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Cited By (13)

* Cited by examiner, † Cited by third party
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US4532076A (en) * 1982-02-11 1985-07-30 Henkel Kommanditgesellschaft Auf Aktien Aqueous anionic surfactant concentrates containing viscosity reducing agents
US5429773A (en) * 1993-02-05 1995-07-04 The Procter & Gamble Company Process to improve alkyl ester sulfonate surfactant compositions
US5587500A (en) * 1993-09-17 1996-12-24 The Chemithon Corporation Sulfonation of fatty acid esters
US20070023244A1 (en) * 2000-03-29 2007-02-01 Lord Corporation System comprising magnetically actuated motion control device
US20100016198A1 (en) * 2008-01-22 2010-01-21 Bernhardt Randal J Compositions Comprising Sulfonated Estolides And Alkyl Ester Sulfonates, Methods Of Making Them, And Compositions And Processes Employing Them
US20100017969A1 (en) * 2008-01-22 2010-01-28 Murphy Dennis S Sulfonated Estolide Compositions Containing Magnesium Sulfate and Processes Employing Them
US20100022429A1 (en) * 2008-01-22 2010-01-28 Bernhardt Randal J Mixed Salts of Sulfonated Estolides and Other Derivatives of Fatty Acids, and Methods of Making Them
US20100184855A1 (en) * 2009-01-21 2010-07-22 Bernhardt Randal J Hard Surface Cleaner Compositions of Sulfonated Estolides and Other Derivatives of Fatty Acids and Uses Thereof
US20100184633A1 (en) * 2009-01-21 2010-07-22 Bernhardt Randal J Light Duty Liquid Detergent Compositions of Sulfonated Estolides and Other Derivatives of Fatty Acids and Uses Thereof
US20100184632A1 (en) * 2009-01-21 2010-07-22 Bernhardt Randal J Automatic or Machine Dishwashing Compositions of Sulfonated Estolides and Other Derivatives of Fatty Acids and Uses Thereof
US20100183539A1 (en) * 2009-01-21 2010-07-22 Bernhardt Randal J Personal Care Compositions of Sulfonated Estolides and Other Derivatives of Fatty Acids and Uses Thereof
WO2011049932A1 (en) 2009-10-21 2011-04-28 Stepan Company Viscous liquid cleansing compositions comprising sulfonated fatty acids, esters, or salts thereof and betaines or sultaines
US10792237B2 (en) 2014-02-04 2020-10-06 Basf Se Aqueous surfactant compositions

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3804609A1 (de) * 1988-02-13 1989-08-24 Henkel Kgaa Verfahren zur herstellung niedrigviskoser estersulfonatpasten

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2915473A (en) * 1956-04-17 1959-12-01 Alexander J Stirton Detergent compositions
CA635321A (en) * 1962-01-23 Unilever Limited Liquid detergent compositions
GB911214A (en) * 1960-10-28 1962-11-21 Colgate Palmolive Co Shampoos
US3101324A (en) * 1960-12-12 1963-08-20 Colgate Palmolive Co Liquid detergent composition
US3128294A (en) * 1961-06-09 1964-04-07 Alexander J Stirton Salts of alpha-sulfonated fatty acid esters

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA635321A (en) * 1962-01-23 Unilever Limited Liquid detergent compositions
US2915473A (en) * 1956-04-17 1959-12-01 Alexander J Stirton Detergent compositions
GB911214A (en) * 1960-10-28 1962-11-21 Colgate Palmolive Co Shampoos
US3101324A (en) * 1960-12-12 1963-08-20 Colgate Palmolive Co Liquid detergent composition
US3128294A (en) * 1961-06-09 1964-04-07 Alexander J Stirton Salts of alpha-sulfonated fatty acid esters

Cited By (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4532076A (en) * 1982-02-11 1985-07-30 Henkel Kommanditgesellschaft Auf Aktien Aqueous anionic surfactant concentrates containing viscosity reducing agents
US5429773A (en) * 1993-02-05 1995-07-04 The Procter & Gamble Company Process to improve alkyl ester sulfonate surfactant compositions
US5587500A (en) * 1993-09-17 1996-12-24 The Chemithon Corporation Sulfonation of fatty acid esters
US20070023244A1 (en) * 2000-03-29 2007-02-01 Lord Corporation System comprising magnetically actuated motion control device
US7998920B2 (en) 2008-01-22 2011-08-16 Stepan Company Sulfonated estolide compositions containing magnesium sulfate and processes employing them
US7879790B2 (en) 2008-01-22 2011-02-01 Stepan Company Mixed salts of sulfonated estolides and other derivatives of fatty acids, and methods of making them
US20100022429A1 (en) * 2008-01-22 2010-01-28 Bernhardt Randal J Mixed Salts of Sulfonated Estolides and Other Derivatives of Fatty Acids, and Methods of Making Them
US7666828B2 (en) 2008-01-22 2010-02-23 Stepan Company Sulfonated estolides and other derivatives of fatty acids, methods of making them, and compositions and processes employing them
US8338358B2 (en) 2008-01-22 2012-12-25 Stepan Company Compositions comprising sulfonated estolides and alkyl ester sulfonates, methods of making them, and compositions and processes employing them
US8129328B2 (en) 2008-01-22 2012-03-06 Stepan Company Compositions comprising sulfonated estolides and alkyl ester sulfonates, methods of making them, and compositions and processes employing them
US20100016198A1 (en) * 2008-01-22 2010-01-21 Bernhardt Randal J Compositions Comprising Sulfonated Estolides And Alkyl Ester Sulfonates, Methods Of Making Them, And Compositions And Processes Employing Them
US20100017969A1 (en) * 2008-01-22 2010-01-28 Murphy Dennis S Sulfonated Estolide Compositions Containing Magnesium Sulfate and Processes Employing Them
US7884064B2 (en) 2009-01-21 2011-02-08 Stepan Company Light duty liquid detergent compositions of sulfonated estolides and other derivatives of fatty acids
US20100183539A1 (en) * 2009-01-21 2010-07-22 Bernhardt Randal J Personal Care Compositions of Sulfonated Estolides and Other Derivatives of Fatty Acids and Uses Thereof
US20100184632A1 (en) * 2009-01-21 2010-07-22 Bernhardt Randal J Automatic or Machine Dishwashing Compositions of Sulfonated Estolides and Other Derivatives of Fatty Acids and Uses Thereof
US8058223B2 (en) 2009-01-21 2011-11-15 Stepan Company Automatic or machine dishwashing compositions of sulfonated estolides and other derivatives of fatty acids and uses thereof
US8119588B2 (en) 2009-01-21 2012-02-21 Stepan Company Hard surface cleaner compositions of sulfonated estolides and other derivatives of fatty acids and uses thereof
US8124577B2 (en) 2009-01-21 2012-02-28 Stepan Company Personal care compositions of sulfonated estolides and other derivatives of fatty acids and uses thereof
US20100184633A1 (en) * 2009-01-21 2010-07-22 Bernhardt Randal J Light Duty Liquid Detergent Compositions of Sulfonated Estolides and Other Derivatives of Fatty Acids and Uses Thereof
US20100184855A1 (en) * 2009-01-21 2010-07-22 Bernhardt Randal J Hard Surface Cleaner Compositions of Sulfonated Estolides and Other Derivatives of Fatty Acids and Uses Thereof
WO2011049932A1 (en) 2009-10-21 2011-04-28 Stepan Company Viscous liquid cleansing compositions comprising sulfonated fatty acids, esters, or salts thereof and betaines or sultaines
US10792237B2 (en) 2014-02-04 2020-10-06 Basf Se Aqueous surfactant compositions

Also Published As

Publication number Publication date
CH473215A (de) 1969-05-31
NL6406331A (de) 1965-01-14
DK119217B (da) 1970-11-30
AT255006B (de) 1967-06-26
GB1066764A (en) 1967-04-26
NL145893B (nl) 1975-05-15
BE650381A (de) 1965-01-11
DE1218646B (de) 1966-06-08

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