US2941951A - Foaming detergent compositions - Google Patents

Foaming detergent compositions Download PDF

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Publication number
US2941951A
US2941951A US511758A US51175855A US2941951A US 2941951 A US2941951 A US 2941951A US 511758 A US511758 A US 511758A US 51175855 A US51175855 A US 51175855A US 2941951 A US2941951 A US 2941951A
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carbon atoms
alcohol
anionic
detergent
employed
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US511758A
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Charles F Jelinek
Raymond L Mayhew
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GAF Chemicals Corp
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General Aniline and Film Corp
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Priority to BE548158D priority Critical patent/BE548158A/xx
Priority to NL207404D priority patent/NL207404A/xx
Application filed by General Aniline and Film Corp filed Critical General Aniline and Film Corp
Priority to US511758A priority patent/US2941951A/en
Priority to GB15600/56A priority patent/GB833444A/en
Priority to CH347292D priority patent/CH347292A/de
Priority to FR1154479D priority patent/FR1154479A/fr
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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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0094—High foaming 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
    • C11D1/66—Non-ionic compounds
    • C11D1/83—Mixtures of non-ionic with anionic 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
    • C11D1/22—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

Definitions

  • This invention relates to improved foaming detergent compositions and more particularly to improved foaming detergent compositions of the unbuilt or light duty type.
  • alkali metal salts particularly the phosphates and borates
  • built or heavy duty type detergents While such detergent compositions are highly suitable for use in cleansing machines of various types, they find limited use in applications wherein any substantial amount of contact with the skin is involved, in view of their alkaline reaction and chemical nature.
  • unbuilt or light duty type detergent compositions of a substantially neutral reaction are accordingly preferred.
  • foaming and detersive additives which have thus far been more or less commercially accepted have properties and characteristics which could be much improved with respect to more universal compatibility and adaptability to different conditions, cost and thelike.
  • the detersive, foam generating and/ or foam stability properties of light duty synthetic detergent compositions containing a sulfate ester of a polyoxyethylenated organic compound and, optionally, an alkyl aryl sulfonate as the active detersive ingredient are unexpectedly improved by addition thereto of a polyoxyethylene ether of a multi-branched chain primary aliphatic alcohol of from about 8 to 18 carbon atoms containing, by weight, about 50 to 90 percent of combined ethylene oxide, said alcoholhaving the molecular configuration of an alcohol produced by the 0x0 process from a multibranched olefin of from 7 to 17 carbon atoms.
  • the instant invention accordingly re sides in the provision of a foaming detergent composition
  • a foaming detergent composition comprising about 25 to 75 parts of a detersive watersoluble anionic sulfate ester of a polyoxyethylene derivative of an organic compound of at least carbon atoms, about 75 to 0 parts of a water-soluble anionic alkyl aryl 2,941,951 Patented June 21,
  • sulfonate 'detergent containing at least 8 alkyl carbon atoms, and about 1'0 t0'9'0% of the combined 'weightof said anionic detergents of a non-ionic surface active polyoxyethylene ether of a multi-branched chain primary aliphatic alcohol of from a bout 8 to 18 carbon atoms containing, by weight, about 50 to of combined ethylene oxide, saidalcohol having the molecular configurationof an alcohol produced by the Oxo process from a multi-branched olefin of from 7 to 17 carbon atoms.
  • non-ionic polyoxyethylene ethers employed as additives in the instant invention
  • the following multi-branched chain aliphatic alcohols are mentioned by way of example only as suitable for ethoxylation: 2,4,5,5,7-pentamethyl-l-octanol, 2,3,5,7-tetramethyl-1-nonanol, 3,5-diethyl-1-octanol, 2,4,7-trimethyl- 1- nonanol, 2,4,5,6,8-pentamethyl-l-nonanol, 2,6,7-trimethyl- 3-ethyl-l-octanol, 2,4,6,8-tetramethyl-l-nonanol, 2,4,5-trimethyl-4,7-diethyl-l-octanol, 2,3,5,6-tetramethyl- 5,7-diethyl-1-octanol, 3,5-dimethyl-4,6-diethyl-l-heptanoi, 3,4,5 trimethyl-2,6-
  • alcohols are employed which have been produced by the 0x0 process from a multi-branched olefin of 7 to 17 carbon atoms.
  • olefins may be prepared by the reaction and/or polymerization of propylene, isobutylene, or the like ormixtures thereof.
  • an olefin such as tripropylene, tetrapropylene, .pentapropylene, diisobutylene, triisobu-tylene, tetraisobutylene, tributene, 4,6,8 trimethyl-l-nonene, 4,6,8-trimethyl-2-nonene, mixed propene-butene polymers, the reaction product of propylene and isobutylene, 5,7,7- trimethyl-l-octene, 3,5,7-trimethyl-l-heptene, and/or 2,4, 6,6,8-pent'amethyl-l-nonene may be catalytically reacted with carbon monoxide and hydrogen to form the CO1- responding aldehyde, followed by catalytic reduction of this aldehyde to the corresponding primary alcohol.
  • tripropylene tetrapropylene, .pentapropylene, diisobutylene, triisobu-tylene, tetrais
  • This two stage process is known as the 0x0 process, and always yields in a major proportion of branched chain products according to Storch, 'Golumbic, and Anderson (The Fischer-Tropsch and Related Syntheses, chapter 5, page 441, John Wiley and Sons, New York, 1951).
  • the Oxo reaction always results in the addition of a -CH OH group at the unsaturated bond of the olefin whereby the resulting alcohol .contains one more carbon atom, and usually one more branched chain, than the corresponding olefin.
  • the above-mentioned multi-branched chain primary aliphatic alcohols must be reacted withthe required number of moles of ethylene oxide to produce the nonionic polyoxyethylene ethers employed in the instant invention.
  • This oxyethylenation reaction is well known in the art and is fully described in U.S Patent No. 1,970,578 and many other patents.
  • the reaction is preferably carried out atelevated temperatures and pressures and may be catalyzed by quaternary hydroxides, amines, acids and/ or coordinating type compounds although strong alkaline catalysts such as KOH or NaOH and the like are preferred because of the fewer by-products formed and the more easily controllable reaction conditions.
  • the molecular proportions of ethyleneo'xide and alcohol employed determine the average oxyethylene chain length of the resulting polyoxyethylene ether, although it will be understood that the product is a mixture of polyoxyethylene ethers of varying oxyethylene chain length.
  • sufficient ethylene oxide is employed to produce a polyoxyethylene ether containing by weight about 50 to 90 percent of-cornbined ethylene oxide.
  • the optimum oxyethylene chain length will in any particular instance be determined mainly by the particular alcohol being oxyethylenated, the particular anionic detergent with which it is to be admixed, the hardness of the water in which the detergent is to be employed, and the like.
  • the polyoxyethlene chain length should vary directly with the molecular weight of the alcohol, within the stated range.
  • the preferred polyoxyethylene ether for use in the instant invention is the' polyoxyethylene ether of Oxo tridecyl alcohol, which alcohol may for example be produced by the x0 process from tetr'apropylene or triisobutylene.
  • the reaction products of 0x0 tridecyl alcohol with from 5 to 30 moles of ethylene oxide are outstandingly effective in light duty detergent compositions based on the use of the above-mentioned anionic detergents as the active ingredient.
  • non-ionic polyoxyethylene ethers maybe represented by the following formula:
  • R is a multi-branched chain alkyl group of 7 to 17 carbon atoms
  • n represents the number of ethoxy groups sufiicient to constitute, by weight, about 50 to 90 percent of the non-ionic compound.
  • propylene oxide may in some cases be substituted for part of the ethylene oxide for oxyalkylating the above described multi-branched chain primary aliphatic alcohols for use in the instant invention.
  • Esters of polyoxyethylenated organic compounds operative as detergents in the instant invention are also well known in the art, being generally produced by reacting a plurality of moles of ethylene oxide with an organic compound containing at least 10 carbon atoms and a reactive hydrogen atom, followed by subjecting the resulting polyoxyethylenated derivative to esterification with a strong acid such as chlorosulfonic, sulfamic, sulfuric or phosphoric or with an organic acid anhydride such as sulfur trioxide or phosphorus pentoxide or with acid halides such assulfuryl chloride, phosphorus oxychloride, or phosphorus pentachloride or the like. Particularly advantageous results have been obtained with the sulfate esters.
  • the resulting esters may be neutralized with a basic material such as sodium hydroxide, potassium hydroxide, sodium carbonate, sodium acetate, ammonium hydroxide, ammonia, calcium oxide and hydroxide, magnesium oxide and hydroxide, strontium hydroxide, ethanolamine, diethanolamine, triethanolamine, isopropanolamine, amine, trimethylamine,ethylamine, triethylamine, diethylamine, butylamine, propylamine, isopropylamine, cyclohexylarnine, morpholine, pyridine, octanolamine, octylamine, and the like, to produce the corresponding alkali metal, alkaline earth metal, or ammonium salts.
  • a basic material such as sodium hydroxide, potassium hydroxide, sodium carbonate, sodium acetate, ammonium hydroxide, ammonia, calcium oxide and hydroxide, magnesium oxide and hydroxide, strontium hydroxide,
  • atom methylamine dimethyl- 4 there may be mentioned alcohols, phenols, thiols, primary and secondary amines, carboxylic and sulfonic acids and their amides.
  • the amount of ethylene oxide reacted with the reactive hydrogen containing compound i.e., the length of the polyoxyethylene chain, will depend primarily upon the particular compound with which it is reacted, the maintenance of a proper balance usually requiring increased amounts of ethylene oxide with higher molecular weight reactive hydrogen containing compounds.
  • the preferred reactive hydrogen containing compounds from which the instant sulfate or phosphate esters are derived are alkyl phenolic compounds.
  • alkyl phenolic compounds Numerous polyoxyethylenated phenolic compounds containing one or more alkyl substituents are described in U.S. Patents 2,213,477 and 2,593,112. Those perferred are the polyoxyalkylene derivatives of alkyl phenolic compounds in which the total number of alkyl carbon atoms is between 4 and 20.
  • phenolic compounds may be mentioned normal and isomeric butyl, amyl, dibutyl and diamyl phenols and cresols, tripropyl phenols and cresols, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tetradecyl, cetyl', oleyl, octadecyl and the like, phenols and cresols, in addition to dihexyland trihexyl-phenol prepared from hexene-l and phenol, diisoheptyl-phenol, dioctyl-phenol, dinonyl-phenol, dioctyl-p-cresol, di-octyl-o-cresol, didecylphenol, didecyl-p-cresol, didodecyl-phenol, and the like.
  • polyoxyal-kylene derivatives of secondary and tertiary alkyl substituted phenols and cresols obtained by condensing olefins of the type obtained in petroleum refining with phenols or cresols.
  • olefins of from 3 to 5 carbon atoms
  • it is desirable to employ the dialkylated phenols or cresols while in the case of compounds obtained by condensing a phenol or cresol with an olefin containing 8 or more carbon atoms, the mono-substituted derivatives are preferred.
  • Particularly desirable derivatives can be obtained from the phenols and cresols containing a substituent derived from olefins containing from 8 to 18 carbon atoms, such as diisobutylene and other alkylenes as nonylene, decylene, undecylene, dodecylene, pentadecylene, octadecylene and mixtures thereof, and may advantageously be the dimers and trimers obtained by polymerization of such low molecular weight olefins as propylene, butylene', isobutylene, amylene or mixtures thereof.
  • the polyoxyalkylene derivatives of other organic compounds containing an active hydrogen may be employed in the compositions of the present invention.
  • polyoxyalkylene derivatives described in U.S. Patent 1,970,578, of aliphatic organic hydroxy compounds, 'carboxy compounds and amino compounds, as well as phenolic compounds, may be employed if desired.
  • water-insoluble higher fatty acids whose polyoxyalkylene derivatives may be employed may be mentioned lauric, oleic, ricinoleic, palmitic and stearic acid, and the like, or mixtures thereof, such as the mixtures obtained from animal and vegetable fats and oils or by the oxidation of such petroleum fractions as paraffin wax.
  • polyoxyalkylene derivatives of water insoluble aliphatic hydroxy compounds ' such as higher aliphatic alcohols, i.e.
  • the Oxo alcohols previously described or the alcohols corresponding to the fatty acids specified immediately above particularly the alcohols obtainable by hydrogenation of the fatty acids or glycerides present in animal or vegetable oils and waxes such as cocoanut oil, castor oil and the like, as well as the polyoxyalkylene derivatives of the animal and vegetable oils, fats and waxes themselves.
  • polyoxyalkylene derivatives of organic mercapto compounds such as the products described in U.S.
  • Patent 2,205,021 i.e., the polyoxyalkylene derivatives of such mercapto compounds as dodecyl mercaptan, oleyl mercaptamcetyl mercaptan, decyl merca'pt'an and 'thiophenols, thionaph;
  • the aforementioned polyoxyethylenated derivatives may then be esterified to produce the corresponding phosphate, or preferably sulfate esters in the manner described hereinabove.
  • These sulfate esters may accordingly be represented by the formula wherein R represents the residue of an organic compound containing a reactive hydrogen atom; 11 represents the member of ethoxy groups sufficient to constitute, by weight, about 20 to 90 percent and preferably about 30 to 65 percent of the anionic compound; M is selected from the group consisting of H, alkali metal, alkaline earth metal, and ammonium; and m is /2 or 1.
  • propylene oxide may be regarded as the equivalent of ethylene oxide for the oxyalkylation of reactive hydrogen containing compounds useful in the production of the phosphate and sulfate esters operative herein as above described.
  • ammonium in the above definition of M embraces the unsubstituted cation derived from ammonia and the substituted cations derived from any of the abovementioned primary, secondary and tertiary amines.
  • Anionic alkyl aryl sulfonate detergents operative in the instant invention are well known in the art and are generally produced by sulfonation of alkyl aryl compounds.
  • the aryl radical may be mono-nuclear such as benzene, or poly-nuclear such as naphthalene, and is substituted by at least one alkyl group, which may be branched or straight, of at least 4, and preferably from 8 to 20 carbon atoms.
  • the alkyl aryl compound may be monosulfonated or polysulfonated although the best balance for detergent properties is usually attained with one sulfonic acid group.
  • alkyl aryl sulfonates though sometimes employed in their free form, are more usually employed in the form of their water-soluble alkali metal salts, e.g., sodium or potassium, although other salts may be used, such as those of the alkaline earth metals, ammonia, and amines mentioned above in connection with the esters of polyoxyethylenated organic compounds.
  • alkali metal salts e.g., sodium or potassium
  • other salts such as those of the alkaline earth metals, ammonia, and amines mentioned above in connection with the esters of polyoxyethylenated organic compounds.
  • sodium dodecylbenzene sulfonate As representative of commonly known alkyl aryl sulfonates operative herein, there may be mentioned sodium dodecylbenzene sulfonate, cyclohexylammonium dodecylbenzene sulfonate, ammonium dodecylbenzene sulfonate, sodium diisobutylbenzene sulfonate, sodium octadecylbenzene sulfonate, sodium diisobutylnaphthalene sulfonate, sodium kerylbenzene sulfonate, sodium octylbenzene sulfonate, sodium dodecylnaphthalene sulfonate, and the like.
  • these alkyl aryl sulfonates may be represented by the formula i al so M) (Rbhy-E J 3 n2 wherein R is an alkyl radical of atleast 4 carbon atoms; R is an alkyl radical; n has a value of 0 to 3; the sum of the carbon atoms in R and (R is at least 8; Ar is selected from the group consisting of benzene and naphthalene; M is selected from. the group consisting of H, alkali metal, alkaline earth metal and ammonium; and 21 has a value of 1 to 2.
  • R may be butyl, isobutyl, amyl, and similar normal and branched chain alkyl radicals up to octadecyl and the like, R may represent methyl and ethyl in addition to any of the va ues given r Ra h Pr e re ky r opatss for use in the instant invention are the water-soluble salts, such asthe sodium, ammonium, and amine salts,
  • compositions of this invention may be employed in a dry state, usually inparticulate form, where possible. and advisable.
  • many light duty, deter and foaming properties, of said anionic detergents is their solubilizing effect thereon. Accordingly, the. instant invention enables the formulation of detergent solutions containing the mixtures described above in concentrations as high as 60 percent by weight, concentrations of about 20' to 60 percent being usually preferred for most purposes.
  • any suitable solvent for the mixture of anionic detergent and non-ionic polyoxyethylene ether may be employed whichis chemically inert thereto, is water-miscible or water-soluble, possesses reasonably good stability to heat, light, chilling and the like, and has a relatively low viscosity in orderto impart to the concentrate the proper fluidity.
  • Suitable solvents include water, low molecular weight alcohols such as ethyl alcohol, propyl alcohol, isopropyl alcohol, ethylene glycol, propylene glycol, glycerol, monomethyl ether of ethylene glycol, monoethyl ether, of ethylene glycol, diethylene glycol, monomethyl ether.
  • diethylene glycol monoethyl ether of diethylene glycol, monobutyl ether of diethylene glycol, dioxan, and mixtures thereof.
  • alcohols aliphatic monohydric and dihydric alcohols are preferred, particularly ethyl and isopropyl alcohol, and their mixtures with water.
  • the instant compositions contain an anionic sulfate ester of a polyoxyethylene derivative of an organic compound of at least 10 carbon atoms and a non-ionic additive as defined. above, and optionally an alkyl aryl sulfonate detergent, in the proportions specified hereinbefore. While a mixture of said anionic sulfate ester and said non-ionic additive has better foaming and/or detergent properties then either of the components thereof, the improvement in such properties is not as much as could be desired in water of increasing hardness.
  • substitution of part of the said sulfate ester by the alkyl aryl sulfonate as described results in the attainment of further improved results when employed in water of increasing hardness as, for example, from about 50 p.p.m. (Easton, Pennsylvania, tap water) to 300 p.p.m. (parts per million) hardness.
  • the sulfate ester and the alkyl aryl sulfonate may be admixed. in any desired proportions, although approximately equal amounts of each of these anionic detergents are usually preferred.
  • the non-ionic additive is employed in proportions of about 10 to by weight of the said sulfate ester, in the twocomponent system, and about 10 to 90% ofthe combined weight of the said sulfate ester and alkyl aryl sulfonate in the three-component system, although generally about 25 to 50% of the combined weight of said anionic detergents is preferred.
  • the resulting detergent compositions are employed in the usual concentrations for washing, which may be from about 0.01 to-5% concentrations in' the wash water.
  • compositions of the instant invention enable the production of a higher volume of foam, a higher degree of foam stability and/or a thicker and creamier foam than is attainable by the use of either of the components thereof.
  • detersive properties are also improved, particularly in hard water.
  • tests conducted by applicants have shown that two detergents having the same foam endpoint may have entirely different detergent endpoints and that generally speaking most detergents stop washing dishes clean before the foam endpoint is reached.
  • the above mentioned anionic detergents appear to have particularly poor detergent endpoints.
  • compositions in accordance with the instant invention containing the above described non-ionic additive are much improved with respect to detersive endpoints, approaching and in some cases equalling the foam endpoint. This is highly desirable from the consumers viewpoint since the disappearance of foam then serves as an indication of the cessation of detergent action.
  • the following table shows the results of hand dish washing foaming and detergent tests carried out at a concentration of 0.05% of anionic detergent or non-ionic additive or mixture thereof, in waters-of 10 p.p.m., and 50 p.p.m. and 300 p.p.m. hardness, with varying ratios of anionic detergent to non-ionic additive and varying proportions of ethylene oxide in thenon-ionic additive.
  • the test consisted in washing by hand ordinary glazed porcelain dishes each smeared with approximately 2 Table Foam Endpoint Detcrsive Endpoint Ex. Surfactant No.
  • DBS dodecylbenzene sulfonate, sodium salt.
  • NPS nonylphenoxy tetraethyleneoxy sulfate, ammonium salt.
  • OTDA Oxo tridecyl alcohol
  • ODA Oxo decyl alcohol, obtainable from tripropylene by the 0x0 process, and the terms appearing thereafter refer to the number of moles of ethylene oxide reacted therewith.
  • Examples 1 through 10 of the table show the results of tests on the various components of the compositions of the instant invention
  • Examples 11 through 18 show the results of tests carried out on compositions made in accordance with the instant inven- It will be seen from the table that for any given water-hardness, the compositions of the instant invention have improved properties with respect to foaming and/or detergency as compared with the components thereof. Attention is particularly directed to Example 17, the composition of which has identical foam and detersive endpoints in both soft and hard water. As pointed out above, this relationship is highly desirable, particularly from the viewpoint of the consumer. Further, the increase in detergent action is itself a tremendous advance is particularly advantageous in the formulation of compositions which will not be affected by clouding or the like by a drop in temperature during storage, shipping, or the like.
  • a detergent solution in accordance with the instant invention containing 16 parts of ammonium nonylphenoxytetraethyleneoxy sulfate, 16 parts of sodium dodecylbenzene sulfonate, and 20 parts of the condensation product of 0x0 tridecyl alcohol with 15 moles of ethylene oxide, remained clear even when kept at -3 C. overnight.
  • Another composition containing the same amounts of said sulfate ester and said sulfonate, but only 8 parts of the said Oxo tridecyl alcohol condensation product, separated on standing at 2 C. overnight but became clear and homogeneous on returning to room temperature.
  • a foaming'non-soap detergent composition cornprising,flby Weight, about 25 to 75 parts of a deter'sive water-soluble anionic sulfate ester of a polyoxyethylene derivative of an organic compound of at least 10 carbon atoms, about 75 to 0 parts of a water-soluble anionic alkyl aryl sulfonate detergent containing from 8 to 20 alkyl carbon atoms, and about 10' to of the combined weight of said anionic detergents of a non-ionic surface active polyoxyethylene ether of a multi-branched chain primary aliphatic alcohol of from about 8 to 18 carbon atoms containing about 50 to 90% of combined ethylene oxide, said alcohol having the molecular configuration of an alcohol produced by the x0 process from a multi-branched chain olefin of from 7 to 17 carbon atoms.
  • composition as defined in claim 1 wherein said multi-branched chain primary aliphatic alcohol is Oxo tridecyl alcohol.
  • composition as defined in claim 1 wherein said multi-branched chain primary aliphatic alcohol is Oxo decyl alcohol.
  • composition as defined in claim 2 wherein said anionic ester is the sulfate ester of a polyoxyethylenated alkyl phenol of at least carbon atoms.
  • composition as defined in claim 2 wherein said alkyl aryl sulfonate is sodium dodecylbenzene sulfonate.
  • composition as defined in claim 2 wherein said alkyl aryl sulfonate is ammonium dodecylbenzene sulfonate.
  • composition as defined in claim 2 wherein said non-ionic polyoxyethylene ether contains about 7 to moles of combined ethylene oxide.
  • composition as defined in claim 3 wherein said anionic ester is the sulfate ester of a polyoxyethylenated alkyl phenol of at least 10 carbon atoms.
  • composition as defined in claim 3 wherein said alkyl aryl sulfonate is sodium dodecylbenzene sulfonate.
  • composition as defined in claim 4, wherein said ester is ammonium nonylphenoxytetraethyleneoxy sulfate.
  • a composition as defined in claim 8 wherein said ester is ammonium nonylphenoxytetraethyleneoxy sulfate.
  • a foaming non-soap detergent composition comprising, by weight, about 70 parts of ammonium nonylphenoxytetraethyleneoxy sulfate, and 30 parts of the reaction product of Oxo tridecyl alcohol with from 5 to 15 moles of ethylene oxide.
  • a foaming non-soap detergent composition comprising, by weight, about parts of ammonium nonylphenoxytetraethyleneoxy sulfate, 40 parts of sodium dodecylbenzene sulfonate, and 20 parts of the reaction product of 0x0 tridecyl alcohol with from about 7 to 15 moles of ethylene oxide.
  • a foaming non-soap detergent composition comprising, by weight, about 40 parts of ammonium nonylphenoxytetraethyleneoxy sulfate, 40 parts of sodium dodecylbenzene sulfonate, and 20 parts of the reaction product of 0x0 decyl alcohol with about 14 moles of ethylene oxide.

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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)
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US511758A 1955-05-27 1955-05-27 Foaming detergent compositions Expired - Lifetime US2941951A (en)

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Application Number Priority Date Filing Date Title
BE548158D BE548158A (enrdf_load_stackoverflow) 1955-05-27
NL207404D NL207404A (enrdf_load_stackoverflow) 1955-05-27
US511758A US2941951A (en) 1955-05-27 1955-05-27 Foaming detergent compositions
GB15600/56A GB833444A (en) 1955-05-27 1956-05-18 Foaming detergent compositions
CH347292D CH347292A (de) 1955-05-27 1956-05-22 Schäumendes Reinigungsmittel
FR1154479D FR1154479A (fr) 1955-05-27 1956-05-24 Compositions détersives moussantes

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GB (1) GB833444A (enrdf_load_stackoverflow)
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Cited By (3)

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Publication number Priority date Publication date Assignee Title
DE2330840A1 (de) * 1972-06-23 1974-01-17 Colgate Palmolive Co Fluessigwaschmittel
US5209874A (en) * 1989-04-26 1993-05-11 Shell Oil Company Liquid surface active compositions
US6093856A (en) * 1996-11-26 2000-07-25 The Procter & Gamble Company Polyoxyalkylene surfactants

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1431271A (en) * 1972-04-24 1976-04-07 Unilever Ltd Detergent compositions
CA1033638A (en) * 1974-09-11 1978-06-27 The Procter And Gamble Company Detergent compositions

Citations (6)

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US2588264A (en) * 1944-12-01 1952-03-04 Mcdonald Louis Detergent composition
GB688164A (en) * 1950-01-02 1953-02-25 Basf Ag Improvements in dentrifrices
FR1029221A (fr) * 1949-12-27 1953-06-01 Basf Ag Cosmétiques
GB719445A (en) * 1951-12-22 1954-12-01 Gen Aniline & Film Corp Branched chain alcohol derivatives

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2213477A (en) * 1935-12-12 1940-09-03 Gen Aniline & Film Corp Glycol and polyglycol ethers of isocyclic hydroxyl compounds
US2588264A (en) * 1944-12-01 1952-03-04 Mcdonald Louis Detergent composition
US2477383A (en) * 1946-12-26 1949-07-26 California Research Corp Sulfonated detergent and its method of preparation
FR1029221A (fr) * 1949-12-27 1953-06-01 Basf Ag Cosmétiques
GB688164A (en) * 1950-01-02 1953-02-25 Basf Ag Improvements in dentrifrices
GB719445A (en) * 1951-12-22 1954-12-01 Gen Aniline & Film Corp Branched chain alcohol derivatives

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2330840A1 (de) * 1972-06-23 1974-01-17 Colgate Palmolive Co Fluessigwaschmittel
US5209874A (en) * 1989-04-26 1993-05-11 Shell Oil Company Liquid surface active compositions
US6093856A (en) * 1996-11-26 2000-07-25 The Procter & Gamble Company Polyoxyalkylene surfactants

Also Published As

Publication number Publication date
NL207404A (enrdf_load_stackoverflow)
FR1154479A (fr) 1958-04-10
CH347292A (de) 1960-06-30
GB833444A (en) 1960-04-27
BE548158A (enrdf_load_stackoverflow)

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