US2965576A - Detergent compositions - Google Patents
Detergent compositions Download PDFInfo
- Publication number
- US2965576A US2965576A US584469A US58446956A US2965576A US 2965576 A US2965576 A US 2965576A US 584469 A US584469 A US 584469A US 58446956 A US58446956 A US 58446956A US 2965576 A US2965576 A US 2965576A
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- US
- United States
- Prior art keywords
- detergent
- carbon atoms
- salt
- sodium
- water
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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Classifications
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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
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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
- C11D1/38—Cationic compounds
- C11D1/65—Mixtures of anionic with cationic compounds
- C11D1/652—Mixtures of anionic compounds with carboxylic amides or alkylol amides
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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
- C11D1/38—Cationic compounds
- C11D1/65—Mixtures of anionic with cationic compounds
- C11D1/655—Mixtures of sulfonated products with alkylolamides of carboxylic acids
-
- 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
- C11D3/02—Inorganic compounds ; Elemental compounds
- C11D3/04—Water-soluble compounds
- C11D3/06—Phosphates, including polyphosphates
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
- C11D1/146—Sulfuric acid esters
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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
- C11D1/22—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
- C11D1/38—Cationic compounds
- C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
- C11D1/523—Carboxylic alkylolamides, or dialkylolamides, or hydroxycarboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain one hydroxy group per alkyl group
-
- 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
- C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
- C11D1/525—Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain two or more hydroxy groups per alkyl group, e.g. R3 being a reducing sugar rest
Definitions
- the present invention relates to detergent composi- -tionscontaining additives which impart tothese detergent compositions improved sudsing characteristics at lower than usual washing temperatures and, moreparticularly,
- the present invention is based on the discovery that a limited group of amides, when present in minor amounts as components of detergent compositions, ex- "hibit a remarkable abilityto increase thesudsing capacity of the synthetic anionic-sulfate and sulfonate detergents at thelower temperatures at which the more commonly employed suds-building additives aregreatly reduced in eificiency.
- the low temperature suds enhancing agents which are employed alone or in combination with each other in the practice of the present invention may be represented by the following structural formulae and specific compounds:
- R-NH is an amino radical and R is an alkyl radical having about 10 to about 14 carbon atoms.
- Specific compounds are N-keryl-D-gluconamide (the keryl group being derived from akerosense fraction containing predominantly 12 carbon atoms per molecule), N- decyl-D-gluconamide, N-dodecyl-D- gluconamide, .and N- .tetradecyl-D-gluconamide.
- Thedeltalactone of gluconic acid which is commercially available on large scale, is prepared by crystallization from a concentrated aqueous solution of gluconic ,acid. .Alkyl amines having 10-14 carbon atoms are manufactured commercially. The alkyl amines are condensedrapidly and completely with 'glucono-delta-lactone in refluxing methanol. On cooling the solutions, ,high yields .o f the N-alkyl-D-gluconamides are obtained in the form ofpure white glistening platelets which may be recrystallized from boiling ethanol or methanol.
- the individual C -C fatty acids can vbe employed in the preparation of low temperature suds-building amides of this invention as indicated above,.but mixtures of fatty acids consisting of more than 50%.ofsuch acids, such as mixed fatty acids derived from oils of thecoconut group (coconut oil, palm kernel oil, etc.) can alsobe used. Similarly, in those instances .where higher alkyl amines are employed in the preparation of the amide,
- Clo-C14 amine 50% of a Clo-C14 amine can be used.
- An important feature of my invention is the fact that not all amides exhibit the quality of improving the sudsing characteristics of detergents at low temperatures.
- the alkylolamide of monoethanolamine-a nd the fatty acids of coconut oil hereinafter referred to;as coconut ethanolamide
- as coconut ethanolamide is quite commonly used as .an organic suds-builder; however, its maximum efficiency as a suds-builder is observed at temperatures well .above 100 F. Because of the widespread use of coconut ethanolarnide as a suds-builder, it has been selectedas a standard for comparison with the amide .suds-buildersof nated amide.
- a standardized dishwashingdestprocedure was used to measure the sudsingproficiencyof the,detergent compositions after repeated exposure .to .soil ed 3v plates, and the results are expressed as percent relative to the coconut ethanolamide composition at 115 F.
- the organic synthetic detergents which find use in the practice of this invention either singly or in admixture, can be generically defined as those possessing pronounced sudsing and detergent characteristics and having in the molecule an alkyl group of from about 8 to about 18 carbon atoms and a sulfate or sulfonate radical.
- Water-soluble salts of sulfonic acids which exhibit detergent effect such as the higher alkylated benzene sulfonic acids (e.g. potassium salt of the sulfonic acid derived from the condensation product of benzene and a chlorinated kerosene fraction containing predominantly l2 car- .bon atoms per molecule, or the sodium salt of the sulfonic acid derived from the condensation product of benzene and polypropylenes having from 9-15 carbon atoms and averaging about 12 carbon atoms), are greatly improved in their low temperature sudsing properties by addition thereto of a smaller amount of the amides mentioned above.
- the higher alkylated benzene sulfonic acids e.g. potassium salt of the sulfonic acid derived from the condensation product of benzene and a chlorinated kerosene fraction containing predominantly l2 car- .bon atoms per molecule, or the sodium salt of the sulfonic acid derived
- water-soluble salts of higher monofatty acid esters of 1,2-dihydroxy propane-3-sulfonic acid sodium salt of the coconut oil fatty acid monoester of the sulfonic acid is a specific example
- water-soluble salts of higher fatty acid monoesters of lower molecular weight hydroxyl alykyl sulfonic acids e.g. oleic acid ester of the sodium salt of isethionic acid
- water-soluble salts of the higher fatty acid amides of lower molecular amino alkyl sulfonic acids e.g. ammonium salt of oleic acid amide of N-methyl taurine
- detergent compositions which suds well at low temperatures may be prepared from synthetic detergents such as the water-soluble v salts of the higher alcohol esters of sulfocarboxylic acids ⁇ c.g. sodium salt of the lauryl alcohol ester of sulfoacetic acid) and ethers of high molecular alcohols and lower hydroxy and polyhydroxy sulfonic acids (e.g. monolauryl ether of 1,2-dihydroxy propane-3-sodium sulfonate).
- synthetic detergents such as the water-soluble v salts of the higher alcohol esters of sulfocarboxylic acids ⁇ c.g. sodium salt of the lauryl alcohol ester of sulfoacetic acid) and ethers of high molecular alcohols and lower hydroxy and polyhydroxy sulfonic acids (e.g. monolauryl ether of 1,2-dihydroxy propane-3-sodium sulfonate).
- water-soluble salts of high molecular aliphatic sulfuric acid esters such as the alkali metal salts of sulfuric acid esters of normal primary aliphatic alcohols having twelve to eighteen carbon atoms, particularly those whose principal active ingredient is a water-soluble salt of lauryl sulfuric acid or oleyl sulfuric acid.
- Specific examples are the sodium alkyl sulfate obtained from the mixed higher alcohols produced by the reduction of coconut oil, palm kernel oil, or other oils of the coconut oil group (a group of tropical nut oils characterized by their high content of combined fatty acids having ten to fourteen carbon atoms) or the sodium alkyl sulfate derived from the higher alcohols of sperm oil.
- water-soluble salts of sulfuric acid esters of higher fatty acid monoglycerides e.g. sodium salt of the coconut oil fatty acid monoester of 1,2-dihydroxy propane-B-sulfuric acid ester
- sulfated higher fatty acid alkylolamides e.g. sodium salt of sulfated coconut fatty acid ethanolamide
- these synthetic detergents also, are the water-soluble salts of higher alkyl polyethylene oxide sulfuric acid esters (e.g. the sulfated and neutralized reaction product of about three moles of ethylene oxide with one mole of a mixture of higher alcohols derived from coconut oil and having predominantly 10-14 carbon atoms).
- an alkali metal tripolyphosphate for example, in the detergent compositions of the present invention, any amount may be used, but if heavy-duty cleansing performance is the object, then the amount of tripolyphosphate is desirably from about 1 to 5 times the amount by weight of organic synthetic detergent salt, and preferably from 2 to 3 times.
- the amount of amide employed to enhance the sudsing characteristics at temperatures below P. will be from about 5% to about 60% by weight of the organic synthetic detergent, and preferably from about 5% to about 35%.
- the amount by weight of organic synthetic detergent salt will constitute from about 10% to about 40% and preferably from about 15% to about 30% of the total composition.
- the amide on the same basis, will constitute from about 0.5% to about 25% and preferably from about 0.5% to about 15%, but not more than about 60% and not less than about 5% by weight of the organic synthetic detergent salt.
- the amount of tripolyphosphate will vary from about 1 to about 5 times the amount by weight of the organic synthetic detergent salt.
- Example I To 50 parts of commercial sodium alkyl benzene sulfo nate containing as active ingredient about 35% of the sodium salt of the sulfonic acid derived from the condensation product of benzene and polypropylenes having aaaaawrta 9-15 *carbon atoms .and averaging (12 carbon atoms are raadded47 parts of sodium tripolyphosphate-andl '3 parts of N-lauroyl-N-methylglucamine thus giving amixture J containing 17.5% active detergent, 32.5%:sodium sulfate,
- active ingredient and 62.5% sodium sulfate) prepared 1 from higher alcohols obtained by the reduction of coconut oil and containing predominantly 10-14 carbon atoms are added 62 parts of sodium tripolyphosphate and 3 parts of N-lauroyl-N-methylglucamine.
- This mixture contains the sodium tripolyphosphate and active alkyl sulfate in the ratio of about 4.7 to 1 andN-lauroyl-N-rnethylglucamine in an amount equivalent to 3% of the total product.
- This mixture of sodium alkyl sulfate, rsodium tripolyphosphate, sodium sulfate, ,and N-lauroyl-N-methylglucamine exhibits highly desirable sudsingcharacteristics at :7 -.temperatures of .60 F., superior to those characteristics ,possesed .by a comparable mixture containing coconut .oil .ethanolamide as the suds-builder.
- Example III phate and3'parts of N-lauroyl-N-methylglucamine thus giving a mixture containingl part of activesynthetic detergent to about 2.7 parts of sodium tripolyphosphate andN-lauroyl N-methylglucamine in an amount "equivalent to 3% of the composition.
- This mixture isgreatly .superior in sudsingproficiency at F. to a comparable preparation containing 3% coconut ethanolamide instead .of N-lauroyl-N-methylglucamine.
- Example IV Percent Sodium alkyl benzene sulfonate (the sodium salt of the sulfonic acid derived from the condensation product of benzene and polypropylenes having 9-15 carbon atoms and averaging 12 carbon atoms) 18 N-lauroyl-N-methylglucamine ,L 1 Sodium sulfate 34 Sodium tripolyphosphate 47 vExample V Percent Sodium kerylbenzene sulfonate (the sodium'salt of thesulfonic acid derived from the condensation product of benzene and a chlorinated kerosene "fraction containing predominantly 12 carbon atoms per molecule) a '10 Sodium lauryl sulfate 7.5 N-[3-bis(2-hydroxyethyl) aminopropyl] lauramide 3 Sodium sulfate 32.5
- Example VI Percent :Sodium coconut alcohol sulfates (from a fractionated mixture of coconut oil alcohols consisting predominantly of C to C fatty alcohols) 17.5 N-dodecyl-D-gluconamide 6 Sodium sulfate 32.5 Sodium tripolyphosphate 44 preparation containing 33% coconut ethanol aamideasithe T detergent composition. .tures may be manufactured and maybe preferablefor ,many purposes, it is likewise withinthe scope of my inventionto.
- tMy invention is not limited to any particulanmethod .of mixing the low "temperature suds-building amideswith the sulfate and sulfonate detergents withor without alkali .:metal tripolyphosphate. They may be incorporated in' the detergent compositions in any .of the forms in which these compositions are manufactured.
- a cleansing .anddetergent composition consisting essentially of a mixture of at least one water-soluble salt of an organic sulfuric reaction product having in its .molecular structure an alkyl group of from about 8 to .about 18 carbon atoms and aradical selected from the .group consisting of sulfonic acid and sulfuric acid, the, said .salt having pronounced detergent power, and at least one amide. selected frornthe group consisting of:
- R-NHC,O-(CHOH) CH OH wherein RCO is an acyl radical of a fatty acid having about 10 to about 14 carbon atoms and R-NH is an amino radical and R is an alkyl radical having from about 10 to about 14 carbon atoms, the amount by weight of the-amidebeing fromabout 5% to about 60% of the amount by weight of said water-soluble salt and sufficient to-enhance, at temperatures below F., the sudsing properties of said water-soluble salt.
- a cleansing and detergent composition consisting -essentially of a mixture of at least one water-soluble salt of an organic sulfuric reaction producthaving in its molecular structure an alkyl group of from about 8 to about 18 carbon atoms and a radical selected from the group consisting of sulfonic acid and sulfuric acid, the said salt having pronounced detergent power, and an amide having the following structural formula:
- a cleansing and detergent composition consisting essentially of a mixture of at least one water-soluble salt of an organic sulfuric reaction product having in its molecular structure an alkyl group of from about 8 to about 18 carbon atoms and a radical selected from the group consisting of sulfonic acid and sulfuric acid, the said salt having pronounced detergent power, and an amide having the following molecular structure:
- R-CO is an acyl radical of a fatty acid having from about 10 to about 14 carbon atoms, the amount by weight of the amide being from about to about 35% of the amount by weight of said water-soluble salt,
- said water-soluble salt having pronounced detergent power is a mixture of water-soluble salts of alkylated benzene sulfonic acids having predominantly 9 to 15 carbon atoms in the alkyl group.
- a cleansing and detergent composition consisting essentially of a mixture of at least one water-soluble salt of an organic sulfuric reaction product having in its molecular structure an alkyl group of from about 8 to about 18 carbon atoms and a radical selected fro-m the group consisting of sulfonic acid and sulfuric acid, the said salt having pronounced detergent power, and an amide having the following molecular structure:
- R-NH is an amino radical and R is an alkyl radical having from about to about 14 carbon atoms, the amount by weight of the amide being from about 5% to about 35% of the amount by weight of said watersoluble salt and sufiicient to enhance, at temperatures below 100 F., the. sudsing properties of said water-soluble salts.
- said water-soluble salt having pronounced detergent power is a mixture of water-soluble salts of sulfated benzene sulfonic acids having from 9 to carbon atoms in the alkyl group.
- a cleansing and detergent composition consisting essentially of from about 10% to about 40% by weight, based on total product, of a mixture of water-soluble alkyl benzene sulfonate detergents, having from 9 to 15 carbon atoms in the alkyl group, an alkali metal tripolyphosphate in an amount by weight of from about 1 to about 5 times the amount by weight of said alkyl benzene sulfonate, and at least one amide selected from the group consisting of:
- R- -CO is an acyl radical of a fatty acid having from about 10 to about 14 carbon atoms
- R-NH is an amino radical
- R is an alkyl radicalhaving from detergent, and sutficient to enhance, at temperatures below F., the sudsing properties of said alkyl benzene sulfonate detergent.
- a cleansing and detergent composition consisting essentially of from about 15% to about 30% by weight, based on total product, of a mixture of water-soluble alkyl benzene sulfonate detergents, having from 9 to 1-5 carbon atoms in the alkyl group, and alkali metal tripolyphosphate in an amount by weight of from about 2 to 3 times the amount by weight of said alkyl benzene sulfonate, and at least one amide selected from the group consisting of:
- R-CO is an acyl radical of a fatty acid having from about 10 to 14 carbon atoms
- R-NH is an amino radical
- R is an alkyl radical having from about 1 0 to about 14 carbon atoms, the amount by weight of the amide being from about 5% to about 35% of the amount by weight of said alkyl benzene sulfonate detergent, and sufficient to enhance, at temperatures below 100 F., the sudsing properties of said alkyl benzene sulfonate detergent.
- a laundering composition having improved sudsing performance in aqueous solution at temperatures below 100 F. consisting essentially of (a) about 10% to about 40% by weight, based on total product, ofla water-soluble salt of an organic sulfuric reaction product having in its molecular structure a radical selected from the group consisting of sulfonic acid and sulfuric acid ester radicals, the said salt having pronounced detergent power; (b) from about 0.5% to about 25%, based on the total product, but not more than 60% and not less than 5% by weight of the organic synthetic detergent salt, of at least one amide selected from the group consisting of:
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- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DENDAT1072347D DE1072347B (fr) | 1956-05-14 | ||
BE557103D BE557103A (fr) | 1956-05-14 | ||
NL217218D NL217218A (fr) | 1956-05-14 | ||
US584469A US2965576A (en) | 1956-05-14 | 1956-05-14 | Detergent compositions |
CH359503D CH359503A (de) | 1956-05-14 | 1957-05-10 | Reinigungsmittel |
GB15178/57A GB809060A (en) | 1956-05-14 | 1957-05-13 | Detergent compositions |
FR1186986D FR1186986A (fr) | 1956-05-14 | 1957-05-13 | Nouvelle composition détergente |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US584469A US2965576A (en) | 1956-05-14 | 1956-05-14 | Detergent compositions |
Publications (1)
Publication Number | Publication Date |
---|---|
US2965576A true US2965576A (en) | 1960-12-20 |
Family
ID=24337447
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US584469A Expired - Lifetime US2965576A (en) | 1956-05-14 | 1956-05-14 | Detergent compositions |
Country Status (7)
Country | Link |
---|---|
US (1) | US2965576A (fr) |
BE (1) | BE557103A (fr) |
CH (1) | CH359503A (fr) |
DE (1) | DE1072347B (fr) |
FR (1) | FR1186986A (fr) |
GB (1) | GB809060A (fr) |
NL (1) | NL217218A (fr) |
Cited By (127)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4820436A (en) * | 1985-06-22 | 1989-04-11 | Henkel Kommanditgesellschaft Auf Aktien | Detergents for low laundering temperatures |
US5009814A (en) * | 1987-04-08 | 1991-04-23 | Huls Aktiengesellschaft | Use of n-polyhydroxyalkyl fatty acid amides as thickening agents for liquid aqueous surfactant systems |
WO1992006172A1 (fr) * | 1990-09-28 | 1992-04-16 | The Procter & Gamble Company | Amides d'acide gras de polyhydroxy compris dans des compositions detersives liquides contenant un agent d'azurage |
WO1992006162A1 (fr) * | 1990-09-28 | 1992-04-16 | The Procter & Gamble Company | Detergent contenant des tensioactifs de sulfate d'alkyle et d'amide de l'acide gras de polyhydroxy |
WO1992006158A1 (fr) * | 1990-09-28 | 1992-04-16 | The Procter & Gamble Company | Compositions detergentes contenant un amide de l'acide gras de polyhydroxy et un sulfate d'alkyle alcoxyle |
WO1992006157A1 (fr) * | 1990-09-28 | 1992-04-16 | The Procter & Gamble Company | Compositions detersives contenant des elements carboxylates d'ethoxy d'alkyle et des amides d'acide gras de polyhydroxy |
WO1992006152A1 (fr) * | 1990-09-28 | 1992-04-16 | The Procter & Gamble Company | Amides de l'acide gras de polyhydroxy dans des compositions detergentes contenant un agent antisalissures |
WO1992006171A1 (fr) * | 1990-09-28 | 1992-04-16 | The Procter & Gamble Company | Compositions detergentes liquides |
WO1992006156A1 (fr) * | 1990-09-28 | 1992-04-16 | The Procter & Gamble Company | Compositions detersives contenant des agents tensio-actifs anioniques, des amides d'acide gras de polyhydroxy et du magnesium |
WO1992006170A1 (fr) * | 1990-10-03 | 1992-04-16 | The Procter & Gamble Company | Procede de preparation de compositions detersives de haute densite contenant un agent tensio-actif particulaire sensible au ph |
WO1992006155A1 (fr) * | 1990-09-28 | 1992-04-16 | The Procter & Gamble Company | Tensioactifs d'amides de l'acide gras de polyhydroxy dans des compositions detergentes contenant un agent de blanchiment |
WO1992006160A1 (fr) * | 1990-09-28 | 1992-04-16 | The Procter & Gamble Company | Systemes tensioactifs non ioniques contenant des amides d'acides gras de polyhydroxy et un ou plusieurs tensioactifs non ioniques supplementaires |
WO1992006150A1 (fr) * | 1990-09-28 | 1992-04-16 | The Procter & Gamble Company | Compositions detergentes contenant un amide de l'acide gras de polyhydroxy et un sulfonate d'alkyle benzene |
WO1992006153A1 (fr) * | 1990-09-28 | 1992-04-16 | The Procter & Gamble Company | Compositions detergentes contenant un tensioactif d'amide de l'acide gras de polyhydroxy et un agent dispersant polymere |
WO1992006161A1 (fr) * | 1990-09-28 | 1992-04-16 | The Procter & Gamble Company | Compositions detergentes contenant des tensioactifs anioniques, des amides d'acides gras polyhydroxy et un agent ameliorant le pouvoir moussant a selection critique |
WO1992022629A1 (fr) * | 1991-06-18 | 1992-12-23 | The Procter & Gamble Company | Detergents de blanchissage contenant un amide d'acide gras polyhydroxy et de l'alcool ethoxyle insoluble |
EP0522206A1 (fr) * | 1991-07-08 | 1993-01-13 | The Procter & Gamble Company | Compositions détergentes contenant des tensio-actifs d'acide gras polyhydroxylé et un système adoucissant à base d'argile |
US5188769A (en) * | 1992-03-26 | 1993-02-23 | The Procter & Gamble Company | Process for reducing the levels of fatty acid contaminants in polyhydroxy fatty acid amide surfactants |
WO1993005132A1 (fr) * | 1991-09-06 | 1993-03-18 | The Procter & Gamble Company | Compositions detergentes contenant du calcium et un amide d'acide gras polyhydroxy |
US5223179A (en) * | 1992-03-26 | 1993-06-29 | The Procter & Gamble Company | Cleaning compositions with glycerol amides |
US5234618A (en) * | 1989-10-09 | 1993-08-10 | Kao Corporation | Liquid detergent composition |
WO1993018125A1 (fr) * | 1992-03-10 | 1993-09-16 | The Procter & Gamble Company | Procede de preparation de compositions d'amides d'acide gras polyvalents |
US5254281A (en) * | 1991-01-29 | 1993-10-19 | The Procter & Gamble Company | Soap bars with polyhydroxy fatty acid amides |
WO1993024602A1 (fr) * | 1992-06-02 | 1993-12-09 | The Procter & Gamble Company | Compositions detergentes liquides structurees |
US5288431A (en) * | 1992-06-15 | 1994-02-22 | The Procter & Gamble Company | Liquid laundry detergent compositions with silicone antifoam agent |
TR27187A (tr) * | 1990-09-28 | 1994-11-30 | Procter & Gamble | Agartici ihtiva eden deterjen terkipleri icinde polihidroksi yag asidi amidi yüzey aktif maddeler. |
TR27215A (tr) * | 1990-09-28 | 1994-12-09 | Procter & Gamble | Polihidroksi yag asit amidi ve alkil benzen sülfonat ihtiva eden deterjan bilesimleri. |
TR26609A (tr) * | 1991-11-21 | 1995-03-15 | Procter & Gamble | ANYONIK SüRFAKTANLARI, POLIHIDROKSI YAGLI ASIT AMIDLERI VE ÖNEM TASIYAN BIR SEKILDE SECILEN KÖPüK ARTTIRICI MADDEYI IHTIVA EDEN DETERJAN BILESIMLER. |
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Also Published As
Publication number | Publication date |
---|---|
DE1072347B (fr) | |
GB809060A (en) | 1959-02-18 |
FR1186986A (fr) | 1959-09-04 |
NL217218A (fr) | |
CH359503A (de) | 1962-01-15 |
BE557103A (fr) |
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