US2954348A - Detergent compositions - Google Patents

Detergent compositions Download PDF

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US2954348A
US2954348A US587505A US58750556A US2954348A US 2954348 A US2954348 A US 2954348A US 587505 A US587505 A US 587505A US 58750556 A US58750556 A US 58750556A US 2954348 A US2954348 A US 2954348A
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parts
carbon atoms
acid
nonionic
product
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Eugene A Schwoeppe
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Procter and Gamble Co
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Procter and Gamble Co
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Priority to NL217657D priority Critical patent/NL217657A/xx
Priority to BE557595D priority patent/BE557595A/xx
Application filed by Procter and Gamble Co filed Critical Procter and Gamble Co
Priority to US587505A priority patent/US2954348A/en
Priority to GB15659/57A priority patent/GB808945A/en
Priority to DEP18601A priority patent/DE1080250B/de
Priority to AT352557A priority patent/AT204153B/de
Priority to FR1176302D priority patent/FR1176302A/fr
Priority to CH4662357A priority patent/CH369848A/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
    • C11D3/0026—Low foaming or foam regulating compositions
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • 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
    • C11D1/38—Cationic compounds
    • C11D1/42—Amino alcohols or amino ethers
    • C11D1/44—Ethers of polyoxyalkylenes with amino alcohols; Condensation products of epoxyalkanes with amines
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/72—Ethers of polyoxyalkylene glycols
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D10/00—Compositions of detergents, not provided for by one single preceding group
    • C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
    • C11D10/042—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap based on anionic surface-active compounds and soap
    • 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
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2075—Carboxylic acids-salts thereof
    • C11D3/2079—Monocarboxylic acids-salts thereof
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—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
    • 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

Definitions

  • This invention relates to detergent compositions, and more particularly to detergent compositions which have markedly depressed sudsing performance but which Sates Patent possess a high level of heavy duty cleansing ability com- 1 parable to general purpose detergent compositions.
  • Certain automatic laundering machines currently on the market are provided with a rotatable cylinder or drum essentially mounted horizontally and provided with ridges, sometimes referred to as ribs, projecting radially and internally from and lengthwise of the cylindrical wall.
  • a rotatable cylinder or drum essentially mounted horizontally and provided with ridges, sometimes referred to as ribs, projecting radially and internally from and lengthwise of the cylindrical wall.
  • the detergent solution and soiled clothes are introduced into the drum; then agitation is effected by rotating the drum, the ribs assisting in tumbling the clothes with the washing solution.
  • nonionic synthetic detergents such as the high molecular weight alcohol ether and high molecular weight fatty acid ester derivatives of ethyleneoxide condensation products.
  • nonionic detergent compositions possess cleansing activity with relatively low sudsing performance, but they are not equal in washing performance to the heavy-duty anionic synthetic detergent compositions in the cleansing of heavily soiled cotton fabrics even though used at washing concentrations above those customarily used for general purpose heavy duty laundering products.
  • An object of the present invention is to provide further improvements in suds depressants for use with heavyduty anionic synthetic detergent formulations.
  • a further object is to provide heavy-duty synthetic detergent compositions which are essentially anionic and which have adequate heavy-duty cleansing power together with markedly depressed sudsing power.
  • a still further object is to provide essentially anionic heavy-duty synthetic detergent compositions which can be employed in the horizontal drum-type washer in suf- "ice 2 ficient concentration for high level laundering performance without introducing excessive sudsing and problems resulting therefrom.
  • the present invention is based on the observation that the nonionic component (nonionic compound or mixture of nonionic compounds) and saturated high molecular weight acyl-containing component (fatty acid mixture vand/ or alkali metal soaps thereof) act synergistically to depress sudsing of anionic non-soap synthetics while maintaining an available high level of cleaning power.
  • the lower sudsing characteristics of the mixtures herein covered enable use of higher concentrations of detergent in washing and thus permit achievinga level of cleansing not heretofore obtainable with any type of laundering composition in the drum type washer.
  • thepresent invention permits the use of a lower concentration of acyl-containing component, or alternatively, enables the use of acylcontaining mixtures which are less heterogeneous.
  • the constituent employed in the present invention and containing the acyl radical can be described as a mixture of at least two high molecular weight compounds having 'acyl radicals of different carbon atom content and selected from the group consisting of saturated fatty acids having from about 14 to about 31 carbon atoms and alkali metal soaps thereof, said mixture containing at least 50% by weight of compounds having at least 16 carbon atoms in the molecule.
  • Hyfac 431 a commercial fatty acid mixture derived from hydrogenated marine oil and more fully hereinafter defined, is an example.
  • the nonionic constituent of the suds depressant can be broadly classified as the condensation product of water soluble polyoxyalkylene with a hydrophobic, or waterinsoluble, base compound.
  • Pluronic F-68 a commercial product more fully hereinafter defined, is an example.
  • the curves marked A, B, C, and D represent the average results obtained in laundering with the following products A, B, C, and D respectively.
  • Product A U lo parts sodium alkyl benzene sulfonate in which the alkyl radical averaged about 12 carbon atoms and was sde iv Q P p py 40 parts sodium tripolyphosphate 12 parts silicate solids 2Q parts sodium carbonate 12 parts sodium sulfate and water
  • Product C Iii.
  • Product D 12 parts alkyl benzene sulfonate (same as used in Product A) 4 parts nonionic (same as used in Product C) 5 parts fatty acid mixture (same as used in Product B) 40 parts sodium tripolyphosphate 12 parts silicate solids (same as used in Product A) 20 parts sodium carbonate 7 parts sodium sulfate and water
  • the sudsing characteristics of all four products were observed during the washing operation.
  • the amount of -siids noted was indicated by a figure on a numerical scale of O to 5, indicating the amount of suds measured in units obtained by dividing the circular glass of the door of the washer into five equal units along the vertical diameter.
  • the formulation of the detergent composition was modified as in Product D of the present invention to include both 5% of the acyl-containing depressant and 4% nonionic, then the product usage could be as high as 5 /2 oz. without exceeding the maximum recommended suds level. Thus, an increase of 3% oz. in product usage was made possible by the combination of nonionic and acyl-containing component in the detergent composition.
  • a combination of acyl-containing component and nonionic in accordance with the present invention is more effective, part for part, than either component used alone in depressing sudsing power of the anionic.
  • compositions of this invention show a cleansing performance which is on a par with anionic synthetic detergent compositions without suds depressant in conventional agitator type laundering machines in which cleansing power is not affected by excessive sudsing.
  • An additional advantage stennning from the synergistic action resulting from the acyl-nonionic combination is that a wider range of fatty acid mixtures than those here tofore suggested as suds depressants is usable in the rennin lation of anionic synthetic detergent compositions having low sudsing power with a high level of detergent power.
  • the fatty acid mixtures heretofore suggested have value in practicing the present invention in that the synergistic suds depressing effect is also observed in mixtures of nonionics with the more heterogeneous tures of acyl-containing compounds.
  • mixtures of at least three high molecular weight compounds having acyl radicals of different carbon atom content can be employed provided the mixture contains at least 50% of said compounds having at least 16 carbon atoms.
  • the presence of at least 5% of said compounds having at least 20 carbon atoms will be beneficial.
  • Fatty acid compositions which find value in the practice of the present invention are commercial products known as Triple Pressed Stearic Acid, which is mainly a mixture of palmitic and stearic acids, Hyfac 431, and Hydrofol 51 G6. Bulletins issued by the manufacturers report that the latter two products, which are particularly effective, are mixtures of fatty acids derived from hydrogenated marine oils.
  • Hyfac 431, for example, is reported to contain 8% myristic, 29% palmitic, 18% stearic, 26% arachidic, 17% behenic, and 2% oleic acids.
  • Hydrofol 51 GG is reported to contain 7.5% C acid, C16 acid, C13 acid, C20 acid and 14.8% C acid.
  • the unsaturated acid content of this latter mixture is said to be about 4.3%.
  • any related fatty acid mixture having about 5-15% myristic acid, about 25-35% palmitic acid, about 15-30% stearic acid, about 15-30% arachidic acid, and about 10-20% behenic acid is of outstanding utility in the practice of the invention.
  • the mixture of alkali metal soaps of the fatty acids can be employed as well as the fatty acids or mixtures of fatty acids and soaps.
  • the normal alkalinity desirable in the heavy-duty detergent compositions contemplated herein is sufficient to convert at least a part of the fatty acid to soap, and in washing solutions of the present detergent compositions the fatty acids can exist in part or wholly as the alkali metal soaps.
  • the nonionics which act synergistically with the fatty acids and/or soaps in the present invention to depress the sudsing of the anionic sulfate or sulfonate synthetic detergent may be broadly defined as compounds produced by the condensation of alkylene oxide groups (hydrophilic in nature) with an organic hydrophobic compound, which may be aliphatic or alkyl aromatic in nature.
  • alkylene oxide groups hydrophilic in nature
  • organic hydrophobic compound which may be aliphatic or alkyl aromatic in nature.
  • the length of the hydrophilic or polyoxyalkylene radical required for condensation with any particular hydrophobic group can be readily adjusted to yield a water soluble compound having the desired degree of balance between hydrophilic and hydrophobic elements.
  • Pluronic a well known class of nonionics is made available on the market under the trade name of Pluronic. These compounds are formed by condensing ethylene oxide with a hydrophobic base formed by the condensation of propylene oxide with propylene glycol.
  • the hydrophobic portion of the molecule exhibits water insolubility. Its molecular weight is of the order of 1500 to 1800.
  • the addition of polyoxyethylene radicals to this hydrophobic portion tends to increase the water solubility of the molecule as a whole. Liquid products are obtained up to the point where polyoxyethylene content is about 50% of the total weight of thetondensation product. Further increase in the relative content of polyoxyethylene to hydrophobic portion renders the final product wax-like or solid in consistency.
  • the molecular weights of Pluronic L-62, L-64, and F-68 which find especial utility in the practice of the present invention, are approximately 2,000, 3,000 and 8,000 respectively.
  • Suitable nonionics also include the polyethylene oxide condensates of alkyl phenols. These include the con- '6 densation products of alkyl phenols having about .6to about 12 carbon atoms, either straight chain or branch chain, in the alkyl group with ethylene oxide in amount equal to approximately 10 to approximately 25 moles of ethylene oxide per mole of alkyl phenol.
  • the alkyl substituent in such compounds may be derivedfrom polymerized propylene, di-isobutylene, octane or nonane, for example. Compounds of this nature are commercially available on the market and include, for example, Triton CF 10 which is understood to be octyl phenyl polyether having an average molecular weight of about 1000.
  • nonionics may be derived by the condensation of ethylene oxide with the product resulting from the reaction of propylene oxide and ethylene'diamine.
  • a series of compounds may be produced, depending on the desired balance between hydrophobic and hydrophilic elements.
  • compounds molecular weight from about 5000 to about 11,000
  • a hydrophobic base constituted of the reaction products of ethylene diarnine and excess propylene oxide, said base having a molecular weight of the order of 2500 to 3000, have been found especially suitable.
  • This class of compounds is made commercially available under the trade name of Tetronics.
  • products which find use in the present invention have an overall molecular weight within the range of about 1,000 to about 12,000.
  • nonionics employedin the practice of the present invention are those which possess a hydrophilic polyoxyethylene radical in combination with a hydrophobic base of the group consistingof polyoxypropylene, alkyl phenol in which the alkyl group contains from 6 to 12 carbon atoms, the reaction product of an excess ofpropylene oxide and ethylene diamine.
  • a hydrophilic polyoxyethylene radical in combination with a hydrophobic base of the group consistingof polyoxypropylene, alkyl phenol in which the alkyl group contains from 6 to 12 carbon atoms, the reaction product of an excess ofpropylene oxide and ethylene diamine.
  • i a v The products of this invetnion can'be prepared 'by incorporating the fatty acid and/or soap and nonionic compound in the crutching apparatus prior to the formation of the product in its final form,'such as flake, granule, powder, etc.
  • the detergent composition (without suds depressant) inits granular, fiake, powder, etc. form, can be sprayed'with the appropriate mixture of acyl-containing compound and the nonionic to yield ,a detergent composition with depressant sudsing power as herein defined. Combinations 'of these two procedures can also be employed. Formulations in liquid dispersion form can also be produced. It has been indicated above that the heavy-duty detergent compositions which may have sudsing'power depressed by practice of the present invention include those of Byerly U.S.P. 2,486,921 and those of Strain 2,486,922.
  • the active ingredients of such compositions embody an anionic synthetic sulfate or sulfonate detergent salt and an alkali metal tripolyphosphate.
  • the ratio of tripolyphosphate to the combined anionic synthetic detergent and nonionic in the present compositions preferably ranges from about 2:1 to about 6:1, and indeed those products in which the ratio is about 3:1 to about 4:1 are oustanding in their performance.
  • the anionic synthetic to which reference is made is generally referred to as a water soluble salt ofan organic sulfuric reaction product havingin'its molecular structure an alkyl radical having from'about 8 to about 18 carbon atoms and a radical selected from the group consisting of sulfonic acid and sulfuric acid ester radicals.
  • Important examples of the synthetics which form an active part of the composition of the present invention are the sodium or potassium alkyl sulfates, especially those derived by sulfation of'higher alcoholsproduced by reduction of glycerides of tallow or coconut oil; sodium or potassium alkyl benzene sulfon-ates, especially those. of the types described in U.S.P; 2,220,0990ar'1d;
  • alkyl groups contain from about 9 to about 15 carbon atoms; sodium alkyl glyceryl ether sulfonates, especially those ethers of higher alcohols from tallow and coconut oil; sodium coconut oil fatty acid nionoglyceride sulfates and sulfonates; sodium salts of sulfuric acid esters of the reaction product of one mole of a higher fatty alcohol (e.g. tallow or coconut oil alcohols) and about 3 moles of ethylene oxide; and others known in the art, a number being specifically set forth in the Byerly and Strain patents.
  • a higher fatty alcohol e.g. tallow or coconut oil alcohols
  • Detergent compositions prepared from such water soluble synthetic detergent salts, and mixtures thereof, and containing from about 10% to about 50% of active anionic synthetic with alkali metal pyrophosphate, tripolyphosphate or other higher polyphosphate within the range of ratios above mentioned, are particularly useful in the present compositions.
  • miscellaneous ingredients including moisture, coloring agents, fluorescent dyes, perfume, carboxymethyl cellulose, sodium sulfate, silicatefsodium carbonate and other alkaline salts, and other materials well known as constituents in detergent compositions can be present.
  • the sudsing power all of these detergent compositions is materially depressed by combination with the mixture of compounds herein disclosed without affecting the cleansing efliciency adverse y-
  • the amount of fatty acid mixture employed in the practice of the present invention will vary depending on the particular characteristics desired in the final composition and on the amount of nonionic employed, but usually the presence of from 1 to 10% of the fatty acid mixure or soap, calculated as fatty acid, and based on the total product w ll fi' c
  • the amount of nonionic is variable dependupon the characteristics desired in the final product and in the amount of fatty acid mixture employed, but fl om l to 10% of nonionic, based on the total produc l u ice-
  • both the fatty acid mixture and nonionic, on the total composition are each used within the range of 1% to 10%, 2% to 5% being particularly adyantageous. More broadly expressed, the ratio of either acyl-containing component (as fatty acid) or the nonionic to active ani
  • Example I The following ingredients were combined into a detergent composition:
  • Example I The same general results of Example I were observed when the following composition was em. ployed to wash naturally soiled clothes under normal laundering conditions in a horizontal drum type washer with the following detergent composition.
  • Myristic acid 8% Palmitic acid, 29% Stearic acid, 18% Arachidic acid, 26% Behenic acid, 17% Oleic acid, 2%
  • Example IIl The following composition showed excellent heavy-duty performance with low sudsing char? acteristics and served as an excellent detergent for use in the horizontal drum type washer.
  • Example III 10 parts silicate solids (same as in Example I) 53 parts sodium tripolyphosphate 16 parts of miscellaneous ingredients of which the major portion was. water and sodium sulfate
  • the composition of Example III was modified by substituting the following commercial mixture of fatty acids (Snodotte Acids 592) for that indicated The percent of unsaturated acid in this mixture was 2.4%
  • the product possessed excellent cleansing power with low sudsing characteristics.
  • Tetronic 707 is a commercially available nonionic condensation product and is understood to have a molecular weight of about 11,000, being obtained by the condensation of ethylene oxide with a hydrophobic base resulting from the condensation of propyleneoxide with ethylene diamine, said base having molecular weight of the order of 2500 to 3000. It is understood also that the ethylene oxide content of Tetronic 707 is about 70-79%.
  • Example V The following composition was prepared:
  • Triton CF 10 is octyl phenyl polyalkylene oxide ether having an overall molecular weight of about 1000.
  • Example VI The following formulation produces a heavy-duty detergent composition possessing excellent heavy-duty cleansing power with low sudsing characteristics which enable use of the product in the horizontal drum type washer without the. formation of suds to a degree that interferes with adequate agitation of the clothes during washing.
  • the sudsing depressant of the present invention finds use in detergent compositions other than laundering agents hereinbefore described.
  • a small amount of anionic synthetic detergent or wetting agent has been found to possess an advantageous effect in reducing spotting and film formation.
  • the depressants herein defined have found utility in effectively depressing suds formation occasioned by the presence of the anionic synthetic detergent.
  • a laundering composition possessing heavy-duty cleansing power with depressed sudsing action comprising essentially about 8% to about 49% of a water-soluble alkali metal salt of an anionic organic sulfuric reaction product having in its molecular structure an alkyl radical having from 8 to 18 carbon atoms and a radical selected from the group consisting of sulfonic acid and sulfuric acid ester radicals, the said salt having pronounced sudsing and detergent power in aqueous solution, at least an equal amount by weight of alkali metal polyphosphate, and as a suds depressant about 2% to about 20% of a mixture of about 1 to about 10 parts of (A) at least two compounds having acyl radicals of diiferent carbon atom content and selected from the group consisting of saturated fatty acids having from about 14 to about 31 carbon atoms and water soluble alkali metal soaps thereof, at least 50% of said compounds containing at least 16 carbon atoms, and about 1 to about 10 parts of (B) at least one nonionic compound constituted of
  • nonionic compound is an octyl phenyl polyalkylene oxide ether having an average molecular weight of about 1,000.
  • the laundering composition of claim '1 in which the acyl containing component corresponds to a mixture of about 5-15 myristic acid, about 25-35% palrnitic acid, about 15-30% stearic acid, about 15-30 arachidic acid, and about -20% behenic acid, and in which the nonionic component is octyl phenyl polyalkylene oxide ether having an average molecular weight of about 1,000.
  • nonionic component is a polyoxyethylene condensation product with a polyoxypropylene hydrophobic base, said hydrophobic base having a molecular weight from about 1500 to about 1800 and the said condensation product having an overall molecular weight from about 2000 to about 8000.
  • the synthetic anionic detergent is a water soluble salt of an anionic sulfuric reaction product in which the acyl containing component corresponds to a mixture of about 5-15% myristic acid, about 25-35% palmitic acid, about -30% stearic acid, about 15-30% arachidic acid, and about 1020% behenic acid, and in which the nonionic component is a polyoxyethylene condensation product with a polyoxypropylene hydrophobic base, said hydrophobic base having a molecular weight of about 8000.
  • the laundering composition of claim 1 in which the acyl containing component corresponds to a mixture of about 5-15% myristic acid, about 25-35% palmit-ic acid, about 15-30% stearic acid, about 15-30% arachidic acid, and about 1020% behenic acid, and in which the nonionic component is a polyoxyethylene condensation product with a polyoxypropylene hydrophobic base, said hydrophobic base having a molecular weight from about 1500 to about 1800 and the said condensation product having an overall molecular weight of about 3000.
  • nonionic component is the polyoxyethylene condensation product with a hydrophobic base constituted of the reaction product of ethylene diamine and propylene oxide, said base having a molecular weight from about 2500 to about 3000 and said nonionic compound having an overall molecular weight from about 5000 to about 11,000.
  • the acyl containing component corresponds to a mixture of about 5-15% myristic acid, about 25-35% palmitic acid, about 15-30% stearic acid, about 15-30% arachidic acid, and about 10-20% behenic acid, and in which the nonionic component has a molecular weight of about 11,000, being derived by the condensation of ethylene oxide with a hydrophobic base constituted of the 12 reaction product of ethylene diamine and propylene oxide, said base having a molecular weight from about 2500 to about 3000.
  • the laundering composition of claim 1 in which the acyl containing component corresponds ,to a mixture of about 5-15% myristic acid, about 25-35% palmitieacid, about 15-30% stearic acid, about 15-30% arac-hidic acid, and about 10-20% behenic acid, and in which the nonionic component has a molecular weight of about 5,000, being derived by the condensation of ethylene oxide with a hydrophobic base constituted of the reaction product of ethylene diamine and propylene oxide, said base having a molecular weight from about 2500 to about 3000.
  • the laundering composition of claim 6 in which ghe nonionic component has a molecular weight of about 17.
  • the laundering composition of claim 8 in which the anionic organic sulfuric reaction product is alkali metal aLkyl benzene sulfonate in which the alkyl radical has an average of about 12 carbon atoms.

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US587505A 1956-05-28 1956-05-28 Detergent compositions Expired - Lifetime US2954348A (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
NL217657D NL217657A (en, 2012) 1956-05-28
BE557595D BE557595A (en, 2012) 1956-05-28
US587505A US2954348A (en) 1956-05-28 1956-05-28 Detergent compositions
GB15659/57A GB808945A (en) 1956-05-28 1957-05-16 Detergent compositions
DEP18601A DE1080250B (de) 1956-05-28 1957-05-21 Waschmittel
AT352557A AT204153B (de) 1956-05-28 1957-05-28 Waschmittel
FR1176302D FR1176302A (fr) 1956-05-28 1957-05-28 Compositions détersives
CH4662357A CH369848A (fr) 1956-05-28 1957-05-28 Produit pour la lessive

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AT (1) AT204153B (en, 2012)
BE (1) BE557595A (en, 2012)
CH (1) CH369848A (en, 2012)
DE (1) DE1080250B (en, 2012)
FR (1) FR1176302A (en, 2012)
GB (1) GB808945A (en, 2012)
NL (1) NL217657A (en, 2012)

Cited By (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3140261A (en) * 1960-11-15 1964-07-07 Shell Oil Co Detergent composition
US3202613A (en) * 1959-07-20 1965-08-24 Colgate Palmolive Co Process for production of detergent compositions
US3247120A (en) * 1962-04-30 1966-04-19 Cowles Chem Co Composition and process for cleaning metal surfaces
US3853779A (en) * 1972-06-06 1974-12-10 Colgate Palmolive Co Low foaming detergent compositions
US3925228A (en) * 1973-01-11 1975-12-09 Colgate Palmolive Co Carbonate built detergents
US3931033A (en) * 1973-12-14 1976-01-06 Henkel & Cie G.M.B.H. Liquid foam-regulated nonionic detergent compositions
US3950276A (en) * 1971-09-01 1976-04-13 Colgate-Palmolive Company Sulfonate detergent compositions
US3954643A (en) * 1972-09-02 1976-05-04 Henkel & Cie Gmbh Foam-regulated washing compositions, especially for drum washing machines
US3959165A (en) * 1972-09-15 1976-05-25 Colgate-Palmolive Company Biodegradable, non-polluting, heavy duty synthetic organic detergent composition
US4009114A (en) * 1974-09-23 1977-02-22 Colgate-Palmolive Company Non-phosphate detergent composition
US4147649A (en) * 1976-01-02 1979-04-03 The Procter & Gamble Company Liquid detergent composition
EP0150532A1 (en) 1983-12-22 1985-08-07 The Procter & Gamble Company Peroxygen bleach activators and bleaching compositions
US4836949A (en) * 1987-04-03 1989-06-06 Johnson & Johnson Consumer Products, Inc. Liquid detergent compositions with phosphate ester solubilizers
US5411674A (en) * 1989-10-06 1995-05-02 Kao Corporation Detergent composition having a sulfosuccinic amide
US5425891A (en) * 1992-07-20 1995-06-20 Kao Corporation Detergent composition containing an antifoaming mixture of a soap and a glycerine oxide adduct
US20040043125A1 (en) * 1997-08-12 2004-03-04 Council Of Scientific & Industrial Research, Reduced-calorie fats containing behenic acid and process for preparing same
US20080064619A1 (en) * 2006-09-07 2008-03-13 Thorsten Bastigkeit Detergent compositions with unique builder system for enhanced stain removal
US20080064618A1 (en) * 2006-09-07 2008-03-13 Thorsten Bastigkeit Low suds laundry detergents with enhanced whiteness retention
WO2014031790A1 (en) 2012-08-23 2014-02-27 Allylix, Inc. Nootkatone as an insecticide and insect repellent
US9839214B2 (en) 2012-12-18 2017-12-12 Evolva, Inc. Solavetivone and 5-epi-beta-vertivone as pest repellants and pesticides

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BE609799A (en, 2012) * 1961-10-20
DE1263213B (de) * 1964-11-12 1968-03-14 Henkel & Cie Gmbh Waschmittel
US4006110A (en) 1971-11-30 1977-02-01 Colgate-Palmolive Company Manufacture of free-flowing particulate heavy duty synthetic detergent composition
US3787341A (en) 1972-06-12 1974-01-22 Technical Processing Inc Novel processing aids for natural and synthetic rubber compounds
PH18527A (en) * 1982-12-17 1985-08-02 Unilever Nv Detergent composition for washing fabric

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GB521566A (en) * 1938-11-22 1940-05-24 Unilever Ltd Improvements in soap and soap products and in the manufacture thereof
US2560839A (en) * 1947-07-24 1951-07-17 Gen Aniline & Film Corp Detergent composition
US2697695A (en) * 1954-12-21 Detergent composition
US2774735A (en) * 1955-03-22 1956-12-18 Colgate Palmolive Co Detergent bars

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GB521566A (en) * 1938-11-22 1940-05-24 Unilever Ltd Improvements in soap and soap products and in the manufacture thereof
US2560839A (en) * 1947-07-24 1951-07-17 Gen Aniline & Film Corp Detergent composition
US2774735A (en) * 1955-03-22 1956-12-18 Colgate Palmolive Co Detergent bars

Cited By (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3202613A (en) * 1959-07-20 1965-08-24 Colgate Palmolive Co Process for production of detergent compositions
US3140261A (en) * 1960-11-15 1964-07-07 Shell Oil Co Detergent composition
US3247120A (en) * 1962-04-30 1966-04-19 Cowles Chem Co Composition and process for cleaning metal surfaces
US3950276A (en) * 1971-09-01 1976-04-13 Colgate-Palmolive Company Sulfonate detergent compositions
US3853779A (en) * 1972-06-06 1974-12-10 Colgate Palmolive Co Low foaming detergent compositions
US3954643A (en) * 1972-09-02 1976-05-04 Henkel & Cie Gmbh Foam-regulated washing compositions, especially for drum washing machines
US3959165A (en) * 1972-09-15 1976-05-25 Colgate-Palmolive Company Biodegradable, non-polluting, heavy duty synthetic organic detergent composition
US3925228A (en) * 1973-01-11 1975-12-09 Colgate Palmolive Co Carbonate built detergents
US3931033A (en) * 1973-12-14 1976-01-06 Henkel & Cie G.M.B.H. Liquid foam-regulated nonionic detergent compositions
US4009114A (en) * 1974-09-23 1977-02-22 Colgate-Palmolive Company Non-phosphate detergent composition
US4147649A (en) * 1976-01-02 1979-04-03 The Procter & Gamble Company Liquid detergent composition
EP0150532A1 (en) 1983-12-22 1985-08-07 The Procter & Gamble Company Peroxygen bleach activators and bleaching compositions
US4836949A (en) * 1987-04-03 1989-06-06 Johnson & Johnson Consumer Products, Inc. Liquid detergent compositions with phosphate ester solubilizers
US5411674A (en) * 1989-10-06 1995-05-02 Kao Corporation Detergent composition having a sulfosuccinic amide
US5425891A (en) * 1992-07-20 1995-06-20 Kao Corporation Detergent composition containing an antifoaming mixture of a soap and a glycerine oxide adduct
US20040043125A1 (en) * 1997-08-12 2004-03-04 Council Of Scientific & Industrial Research, Reduced-calorie fats containing behenic acid and process for preparing same
US7517545B2 (en) * 1997-12-08 2009-04-14 Council Of Scientific & Industrial Research Reduced-calorie fats containing behenic acid and process of making thereof
US20080064619A1 (en) * 2006-09-07 2008-03-13 Thorsten Bastigkeit Detergent compositions with unique builder system for enhanced stain removal
US20080064618A1 (en) * 2006-09-07 2008-03-13 Thorsten Bastigkeit Low suds laundry detergents with enhanced whiteness retention
US7354892B2 (en) 2006-09-07 2008-04-08 The Dial Corporation Low suds laundry detergents with enhanced whiteness retention
US7417017B2 (en) 2006-09-07 2008-08-26 The Dial Corporation Detergent compositions with unique builder system for enhanced stain removal
WO2014031790A1 (en) 2012-08-23 2014-02-27 Allylix, Inc. Nootkatone as an insecticide and insect repellent
US9839214B2 (en) 2012-12-18 2017-12-12 Evolva, Inc. Solavetivone and 5-epi-beta-vertivone as pest repellants and pesticides
US10206393B2 (en) 2012-12-18 2019-02-19 Evolva, Inc. Solavetivone and 5-epi-β-vetivone as pest repellants and pesticides

Also Published As

Publication number Publication date
GB808945A (en) 1959-02-11
BE557595A (en, 2012)
DE1080250B (de) 1960-04-21
NL217657A (en, 2012)
CH369848A (fr) 1963-06-15
FR1176302A (fr) 1959-04-09
AT204153B (de) 1959-07-10

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