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WO1997012020A1 - Detergents liquides pour lessive, contenant des composes d'ammonium quaternaire amidoalcoyle alkyle selectionnes - Google Patents

Detergents liquides pour lessive, contenant des composes d'ammonium quaternaire amidoalcoyle alkyle selectionnes Download PDF

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Publication number
WO1997012020A1
WO1997012020A1 PCT/US1996/015578 US9615578W WO9712020A1 WO 1997012020 A1 WO1997012020 A1 WO 1997012020A1 US 9615578 W US9615578 W US 9615578W WO 9712020 A1 WO9712020 A1 WO 9712020A1
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WO
WIPO (PCT)
Prior art keywords
alkyl
surfactants
quaternary ammonium
detergent composition
sulfates
Prior art date
Application number
PCT/US1996/015578
Other languages
English (en)
Inventor
Sherri L. Randall
Mark R. Sivik
Frederick Anthony Hartman
Original Assignee
The Procter & Gamble Company
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to CA002233332A priority Critical patent/CA2233332C/fr
Priority to BR9610672A priority patent/BR9610672A/pt
Priority to EP96936038A priority patent/EP0876453A1/fr
Priority to JP9513712A priority patent/JPH11512769A/ja
Publication of WO1997012020A1 publication Critical patent/WO1997012020A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/86—Mixtures of anionic, cationic, and non-ionic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/65—Mixtures of anionic with cationic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/146—Sulfuric acid esters
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/29—Sulfates of polyoxyalkylene ethers
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—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
    • 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
    • C11D1/62—Quaternary ammonium 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
    • C11D1/66—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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/75—Amino oxides

Definitions

  • the present invention relates to detergent compositions containing surfactants selected from quaternary ammonium surfactants. More particularly, the invention is directed to detergent compositions containing a nil-LAS surfactant system comprising anionic surfactants selected from the group consisting of alkyl alkoxylated sulfates and alkyl sulfates, said composition further containing specific quaternary ammonium surfactants.
  • the present invention relates to liquid detergents containing a surfactant system which is free of linear alkyl benzene sulfonate surfactants (LAS), said liquid detergent having optimum greasy stain removal performance.
  • LAS linear alkyl benzene sulfonate surfactants
  • a surfactant system comprising anionic surfactants selected from the group consisting of alkyl alkoxylated sulfates and alkyl sulfates, said surfactant system further comprising a cosurfactant selected from the group of quaternary ammonium surfactants which are stable in the detergent product. It has been surprisingly found that detergent compositions containing said surfactant system exhibit detergency performance equivalent to that of LAS- containing detergents. In addition, it was found that the liquid detergent compositions containing the selected quaternary ammonium surfactants of the present invention, provide excellent greasy stain removal performance without detriment to the suds characteristics of the compositions. This finding allows the formulator to reduce the level of suds suppressing agents, thereby facilitating the formulation of concentrated liquid detergents.
  • Quaternary ammonium surfactants are described in the art. The properties of these surfactants are very strongly influenced by the type of substituent. Chain length, degree of saturation, branching or the presence and number of hydroxylic or ethoxy groups mainly determine the properties of the surfactant. Whereas typical textile-conditioning actions are performed by cationic surfactants with two long alkyl chains, cationic surfactants with only one long alkyl chain have been reported to improve the detergency performance in laundry detergents.
  • EP-A-224 describes liquid built laundry detergent compositions comprising a general class of quaternary ammonium surfactants. Decyltrimethyl ammonium chloride is described.
  • EP 8142 describes a liquid builder-free heavy duty detergent comprising a quaternary ammonium compound of a general formula. Octyldihydroxyethylmethyl ammonium halides are described.
  • the surfactant system of the present invention provides optimum grease and oil removal performance, thereby not adversely affecting the suds characteristic ofthe detergent compositions formulated therewith.
  • liquid detergent compositions formulated with said surfactant system are extremely useful when the liquid detergent compositions are in direct contact with the fabrics such as during pretreatment.
  • the present invention relates to liquid detergent compositions comprising a nil-LAS surfactant system (less than 5%, preferably substantially free of LAS, e.g., less than 0.1% by weight of detergent composition).
  • Said surfactant system comprising anionic surfactants selected from the group of alkyl alkoxy sulfates and alkyl sulfates and selected quaternary ammonium surfactants.
  • the detergent compositions comprise at least 5%, more preferably from about 10% to about 65%, even more preferably from about 15% to about 40%, by weight, of the anionic surfactant as described herein.
  • the quaternary ammonium surfactant is present in an amount ranging from about 0.5% to about 10%, preferably from about 1% to about 4%, by weight, of the total detergent composition.
  • the surfactant system of the detergent compositions according to the present invention comprise anionic surfactants selected from the group of alkylalkoxy sulfates and alkyl sulfates.
  • the alkyl alkoxylated sulfate surfactants hereof are water soluble salts or acids of the formula RO(A) m SO3M wherein R is an unsubstituted C10- 24 alkyl or hydroxyalkyi group having a C 10-C24 alkyl component, preferably a C ⁇ -C j g alkyl or hydroxyalkyi, more preferably C12- 15 alkyl or hydroxyalkyi, A is an ethoxy or propoxy unit, m is greater than zero, typically between about 0.5 and about 6, more preferably between about 0.5 and about 3, and M is H or a cation which can be, for example, a metal cation (e.g., sodium, potassium, lithium, calcium, magnesium, etc.), ammonium or substituted-ammonium cation.
  • R is an unsubstituted C10- 24 alkyl or
  • Alkyl ethoxylated sulfates as well as alkyl propoxylated sulfates are contemplated herein.
  • Specific examples of substituted ammonium cations include ethanol-, triethanol-, methyl-, dimethyl, trimethyl- ammonium cations and quaternary ammonium cations such as tetramethyl- ammonium and dimethyl piperidinium cations and those derived from alkylamines such as ethylamine, diethylamine, triethylamine, mixtures thereof, and the like.
  • Exemplary surfactants are C12-C15 alkyl polyethoxylate (1.0) sulfate (C12- C ⁇ 5 E(1.0)M).
  • the alkyl sulfate surfactants hereof are water soluble salts or acids of the formula ROSO3M wherein R preferably is a C10- 24 hydrocarbyl, preferably an alkyl or hydroxyalkyi having a Ci Q -Cjg alkyl component, more preferably a C12- Cj5 alkyl or hydroxyalkyi, and M is H or a cation, e.g., an alkali metal cation (e.g. sodium, potassium, lithium), or ammonium or substituted ammonium (e.g.
  • R preferably is a C10- 24 hydrocarbyl, preferably an alkyl or hydroxyalkyi having a Ci Q -Cjg alkyl component, more preferably a C12- Cj5 alkyl or hydroxyalkyi
  • M is H or a cation, e.g., an alkali metal cation (e.g. sodium, potassium, lithium), or ammonium or substituted am
  • methyl-, dimethyl-, and trimethyl ammonium cations and quaternary ammonium cations such as tetramethyl-ammonium and dimethyl piperidinium cations and quaternary ammonium cations derived from alkylamines such as ethylamine, diethylamine, triethylamine, and mixtures thereof, and the like).
  • the quaternary ammonium compound - The quaternary ammonium surfactant according to the present invention has the formula:
  • R ⁇ is a Cg-Cj g alkyl, preferably a C12-14 alkyl; y is from about 1 to about
  • R2, R3 and R4 are either the same or different and can be H, a Cj-Cg alkyl, preferably a C 1-C3 alkyl, C- j -Cg alkoxy, aryl, alkaryl or alkoxyaryl;
  • X" is a counterion, preferably a halide, e.g., chloride, acetate, sulfate, OH", or methylsulfate.
  • Preferred quaternary ammonium surfactants are those whereby R j is C j 2-
  • C14, R2, R3, and R4 are CH3.
  • Preferred quaternary ammonium surfactants have the above formula, and are present in the detergent compositions herein in an amount ranging from about 0.5% to about 10%, by weight, ofthe total detergent composition.
  • a liquid detergent composition comprising the surfactant system of the present invention mixed with detergent ingredients.
  • a wide range of secondary surfactants can be used in the detergent composition of the present invention.
  • the detergent compositions according to the present invention comprise a surfactant system which is substantially free of linear alkylbenzene sulfonate surfactant.
  • a typical listing of anionic, nonionic, ampholytic and zwitterionic classes, and species of these surfactants, is given in US Patent 3,664,961 issued to Norris on May 23,
  • the laundry detergent compositions of the present invention typically comprise from about 1% to about 35%, preferably from about 5% to about 20%, by weight of secondary surfactants.
  • suitable anionic surfactants that can be used are alkyl ester sulfonate surfactants including linear esters of C -C20 carboxylic acids (i.e., fatty acids) which are sulfonated with gaseous SO3 according to "The Journal of the American Oil
  • alkyl ester sulfonate surfactant especially for laundry applications, comprise alkyl ester sulfonate surfactants of the structural formula :
  • R3 - CH(SO 3 M) - C(O) - OR 4 wherein R ⁇ is a C -C2fj hydrocarbyl, preferably an alkyl, or combination thereof, R 4 is a C j -Cg hydrocarbyl, preferably an alkyl, or combination thereof, and M is a cation which forms a water soluble salt with the alkyl ester sulfonate.
  • Suitable salt- forming cations include metals such as sodium, potassium, and lithium, and substituted or unsubstituted ammonium cations, such as monoethanolamine, diethanolamine, and triethanolamine.
  • R3 is C J Q-C I O alkyl
  • R 4 is methyl, ethyl or isopropyl.
  • methyl ester sulfonates wherein R ⁇ is C j o-C ⁇ g alkyl.
  • anionic surfactants useful for detersive purposes can also be included in the laundry detergent compositions of the present invention. These can include salts (including, for example, sodium, potassium, ammonium, and substituted ammonium salts such as mono-, di- and triethanolamine salts) of soap, Cg-C22 primary of secondary alkanesulfonates, C -C24 olefinsulfonates. sulfonated polycarboxylic acids prepared by sulfonation of the pyrolyzed product of alkaline earth metal citrates, e.g., as described in British patent specification No.
  • alkylpolyglycolethersulfates (containing up to 10 moles of ethylene oxide); alkyl glycerol sulfonates, fatty acyl glycerol sulfonates, fatty oleoyl glycerol sulfates, alkyl phenol ethylene oxide ether sulfates, paraffin sulfonates, alkyl phosphates, isethionates such as the acyl isethionates, N-acyl taurates, alkyl succinamates and sulfosuccinates, monoesters of sulfosuccinates (especially saturated and unsaturated Cj2-C ⁇ g monoesters) and diesters of sulfosuccinates (especially saturated and unsaturated Cg-C ⁇ diesters), sulfates of alkylpolysaccharides such as the sulfates of alkylpolyglucoside
  • Resin acids and hydrogenated resin acids are also suitable, such as rosin, hydrogenated rosin, and resin acids and hydrogenated resin acids present in or derived from tall oil. Further examples are described in "Surface Active Agents and Detergents" (Vol. I and II by Schwartz, Perry and Berch). A variety of such surfactants are also generally disclosed in U.S. Patent 3,929,678, issued December 30, 1975 to Laughlin, et al. at Column 23, line 58 through Column 29, line 23 (herein incorporated by reference).
  • the laundry detergent compositions of the present invention typically comprise from about 1% to about 40%, preferably from about 5% to about 25% by weight of such anionic surfactants.
  • One class of nonionic surfactants useful in the present invention are condensates of ethylene oxide with a hydrophobic moiety to provide a surfactant having an average hydrophilic-lipophilic balance (HLB) in the range from 8 to 17, preferably from 9.5 to 14, more preferably from 12 to 14.
  • HLB hydrophilic-lipophilic balance
  • the hydrophobic (lipophilic) moiety may be aliphatic or aromatic in nature and the length of the polyoxyethylene group which is condensed 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.
  • Especially preferred nonionic surfactants of this type are the C9-C J 5 primary alcohol ethoxylates containing 3-12 moles of ethylene oxide per mole of alcohol, particularly the C12-C15 primary alcohols containing 5-8 moles of ethylene oxide per mole of alcohol.
  • Another class of nonionic surfactants comprises alkyl polygiucoside compounds of general formula
  • RO C n H 2n O
  • t Z
  • x Z is a moiety derived from glucose
  • R is a saturated hydrophobic alkyl group that contains from 12 to 18 carbon atoms
  • t is from 0 to 10 and n is 2 or 3
  • x is from 1.3 to 4, the compounds including less than 10% unreacted fatty alcohol and less than 50% short chain alkyl polyglucosides.
  • Compounds of this type and their use in detergent are disclosed in EP-B 0 070 077, 0 075 996 and 0 094 1 18.
  • nonionic surfactants are poly hydroxy fatty acid amide surfactants ofthe formula
  • R is H, or Rl is C 1.4 hydrocarbyl, 2-hydroxy ethyl, 2-hydroxy propyl or a mixture thereof, R 2 is C5.31 hydrocarbyl, and Z is a polyhydroxyhydrocarbyl having a linear hydrocarbyl chain with at least 3 hydroxyls directly connected to the chain, or an alkoxylated derivative thereof.
  • R* is methyl
  • R 2 is a straight C ⁇ ⁇ . 15 alkyl or alkenyl chain such as coconut alkyl or mixtures thereof
  • Z is derived from a reducing sugar such as glucose, fructose, maltose, lactose, in a reductive amination reaction.
  • compositions of the present invention may comprise amine oxide in accordance with the general formula I:
  • the structure (I) provides one long-chain moiety R 1 (EO) x (PO) y (BO) z and two short chain moieties, CH2R'.
  • R' is preferably selected from hydrogen, methyl and -CH2OH.
  • R 1 is a primary or branched hydrocarbyl moiety which can be saturated or unsaturated, preferably, Rl is a primary alkyl moiety.
  • R 1 is a hydrocarbyl moiety having chainlength of from about 8 to about 18.
  • R 1 When x+y+z is different from 0, R 1 may be somewhat longer, having a chainlength in the range C12-C24.
  • the invention also encompasses amine oxides wherein x+y+z is different from zero, specifically x+y+z is from about 1 to about 10, Rl is a primary alkyl group containing 8 to about 24 carbons, preferably from about 12 to about 16 carbon atoms; in these embodiments y + z is preferably 0 and x is preferably from about I to about 6, more preferably from about 2 to about 4; EO represents ethyleneoxy; PO represents propyleneoxy; and BO represents butyleneoxy.
  • amine oxides can be prepared by conventional synthetic methods, e.g., by the reaction of alkylethoxysulfates with dimethylamine followed by oxidation of the ethoxylated amine with hydrogen peroxide.
  • Highly preferred amine oxides herein are solids at ambient temperature, more preferably they have melting-points in the range 30°C to 90°C.
  • Amine oxides suitable for use herein are made commercially by a number of suppliers, including Akzo Chemie, Ethyl Corp., and Procter & Gamble. See McCutcheon's compilation and Kirk-Othmer review article for alternate amine oxide manufacturers.
  • Preferred commercially available amine oxides are the solid, dihydrate ADMOX 16 and ADMOX 18, ADMOX 12 and especially ADMOX 14 from Ethyl Corp.
  • Preferred embodiments include hexadecyldimethylamine oxide dihydrate, dodecyldimethylamine oxide dihydrate, octadecyldimethylamine oxide dihydrate, hexadecyltris (ethyleneoxy )dimethyl-amine oxide, and tetradecyldimethyl-amine oxide dihydrate.
  • R' is H
  • R' is CH2OH, such as hexadecylbis(2- hydroxyethyl)amine oxide, tallowbis(2-hydroxyethyl)amine oxide, stearylbis(2- hydroxyethyl)amine oxide and oleylbis(2-hydroxyethyl)amine oxide, dodecyldimethylamine oxide dihydrate.
  • compositions according to the present invention may further comprise a builder system.
  • a builder system Any conventional builder system is suitable for use herein including aluminosilicate materials, silicates, polycarboxylates and fatty acids, materials such as ethylenediamine tetra-acetate, metal ion sequestrants such as aminopoly- phosphonates, particularly ethylenediamine tetramethylene phosphonic acid and diethylene triamine pentamethylene phosphonic acid.
  • phosphate builders can also be used herein.
  • Suitable polycarboxylates builders for use herein include citric acid, preferably in the form of a water-soluble salt, derivatives of succinic acid of the formula R-CH(COOH)CH2(COOH) wherein R is C ⁇ o-20 alkyl or alkenyl, preferably 12-I6' or wherein R can be substituted with hydroxyl, sulfo sulfoxyl or sulfone substituents.
  • Specific examples include lauryl succinate, myristyl succinate, palmityl succinate 2-dodecenylsuccinate, 2-tetradecenyl succinate.
  • Succinate builders are preferably used in the form of their water-soluble salts, including sodium, potassium, ammonium and alkanolammonium salts.
  • suitable polycarboxylates are oxodisuccinates and mixtures of tartrate monosuccinic and tartrate disuccinic acid such as described in US 4,663,071.
  • suitable fatty acid builders for use herein are saturated or unsaturated CjQ-i fatty acids, as well as the corresponding soaps.
  • Preferred saturated species have from 12 to 16 carbon atoms in the alkyl chain.
  • the preferred unsaturated fatty acid is oleic acid.
  • Other preferred builder system for liquid compositions is based on dodecenyl succinic acid and citric acid.
  • Detergency builders are normally included in amounts of from 3% to 50% by weight of the composition preferably from 5% to 30% and most usually from 5% to 25% by weight.
  • Optional detergent ingredients - Preferred detergent compositions of the present invention may further comprise one or more enzymes which provide cleaning performance and/or fabric care benefits.
  • Said enzymes include enzymes selected from cellulases, hemicellulases, peroxidases, proteases, gluco-amylases, amylases, lipases, cutinases, pectinases, xylanases, reductases, oxidases, phenoloxidases, lipoxygenases, ligninases, pullulanases, tannases, pentosanases, malanases, ⁇ - glucanases, arabinosidases or mixtures thereof.
  • a preferred combination is a detergent composition having a cocktail of conventional applicable enzymes like protease, amylase, lipase, cutinase and/or cellulase in conjunction with the lipolytic enzyme variant D96L at a level of from 50 LU to 8500 LU per liter wash solution.
  • the cellulases usable in the present invention include both bacterial or fungal cellulase. Preferably, they will have a pH optimum of between 5 and 9.5. Suitable cellulases are disclosed in U.S. Patent 4,435,307, Barbesgoard et al, which discloses fungal cellulase produced from Humicola insolens. Suitable cellulases are also disclosed in GB-A-2.075.028; GB-A-2.095.275 and DE-OS-2.247.832. Examples of such cellulases are cellulases produced by a strain of Humicola insolens (Humicola grisea var. thermoidea), particularly the Humicola strain DSM 1800.
  • suitable cellulases are cellulases originated from Humicola insolens having a molecular weight of about 50KDa, an isoelectric point of 5.5 and containing 415 amino acids. Especially suitable cellulases are the cellulases having color care benefits. Examples of such cellulases are cellulases described in European patent application No. 91202879.2, filed November 6, 1991 (Novo).
  • Peroxidase enzymes are used in combination with oxygen sources, e.g. percarbonate, perborate, persulfate, hydrogen peroxide, etc. They are used for "solution bleaching", i.e. to prevent transfer of dyes or pigments removed from substrates during wash operations to other substrates in the wash solution.
  • Peroxidase enzymes are known in the art, and include, for example, horseradish peroxidase, ligninase, and haloperoxidase such as chloro- and bromo-peroxidase.
  • Peroxidase-containing detergent compositions are disclosed, for example, in PCT International Application WO 89/099813 and in European Patent application EP No. 91202882.6, filed on November 6, 1991.
  • Said cellulases and/or peroxidases are normally inco ⁇ orated in the detergent composition at levels from 0.0001% to 2% of active enzyme by weight of the detergent composition.
  • protease enzymes include those sold under the tradenames Alcalase, Savinase, Primase, Durazym, and Esperase by Novo Nordisk A/S (Denmark), those sold under the tradename Maxatase, Maxacal and Maxapem by Gist-Brocades, those sold by Genencor International, and those sold under the tradename Opticlean and Optimase by Solvay Enzymes. Also proteases described in our co-pending application USSN 08/136,797 can be included in the detergent composition of the invention. Protease enzyme may be incorporated into the compositions in accordance with the invention at a level of from 0.0001% to 2% active enzyme by weight ofthe composition.
  • a preferred protease herein referred to as "Protease D” is a carbonyl hydrolase variant having an amino acid sequence not found in nature, which is derived from a precursor carbonyl hydrolase by substituting a different amino acid for the amino acid residue at a position in said carbonyl hydrolase equivalent to position +76, preferably also in combination with one or more amino acid residue positions equivalent to those selected firom the group consisting of +99, + 101 , + 103 , +104, +107, +123, +27, +105, +109, +126, +128, +135, +156, +166, +195, +197, +204, +206, +210, +216, +217, +218, +222, +260, +265, and/or +274 according to the numbering of Bacillus amyloliquefaciens subtilisin.
  • Highly preferred enzymes that can be included in the detergent compositions of the present invention include lipases. It has been found that the cleaning performance on greasy soils is synergisticaUy improved by using lipases. Suitable lipase enzymes include those produced by microorganisms of the Pseudomonas group, such as Pseudomonas stutzeri ATCC 19.154, as disclosed in British Patent 1,372,034.
  • Suitable lipases include those which show a positive immunological cross-reaction with the antibody of the lipase, produced by the microorganism Pseudomonas fluorescens IAM 1057.
  • This lipase is available from Amano Pharmaceutical Co. Ltd., Nagoya, Japan, under the trade name Lipase P "Amano,” hereinafter referred to as "Amano-P".
  • Further suitable lipases are lipases such as Ml Lipase® and Lipomax® (Gist-Brocades).
  • Highly preferred lipases are the D96L lipolytic enzyme variant of the native lipase derived from Humicola lanuginosa as described in US Serial No. 08/341,826.
  • the Humicola lanuginosa strain DSM 4106 is used. This enzyme is inco ⁇ orated into the composition in accordance with the invention at a level of from 50 LU to 8500 LU per liter wash solution.
  • the variant D96L is present at a level of from 100 LU to 7500 LU per liter of wash solution. More preferably at a level of from 150 LU to 5000 LU per liter of wash solution.
  • D96L lipolytic enzyme variant is meant the lipase variant as described in patent application WO 92/05249 viz. wherein the native lipase ex Humicola lanuginosa aspartic acid (D) residue at position 96 is changed to Leucine (L). According to this nomenclature said substitution of aspartic acid to Leucine in position 96 is shown as : D96L.
  • cutinases [EC 3.1.1.50] which can be considered as a special kind of lipase, namely lipases which do not require interfacial activation. Addition of cutinases to detergent compositions have been described in e.g. WO-A- 88/09367 (Genencor).
  • the lipases and/or cutinases are normally inco ⁇ orated in the detergent composition at levels from 0.0001% to 2% of active enzyme by weight of the detergent composition.
  • Amylases (& and/or ⁇ ) can be included for removal of carbohydrate-based stains.
  • Suitable amylases are Termamyl- ⁇ (Novo Nordisk), FungamylR and BAN ⁇ (Novo Nordisk).
  • the above-mentioned enzymes may be of any suitable origin, such as vegetable, animal, bacterial, fungal and yeast origin.
  • Said enzymes are normally inco ⁇ orated in the detergent composition at levels from 0.0001% to 2% of active enzyme by weight of the detergent composition.
  • detergent ingredients that can be added are enzyme oxidation scavengers which are described in Copending European Patent application 92870018.6 filed on January 31, 1992.
  • enzyme oxidation scavengers are ethoxylated tetraethylene polyamines.
  • Other components used in detergent compositions may be employed, such as soil-suspending agents, soil-release polymers, abrasives, bactericides, tarnish inhibitors, coloring agents, foam control agents, corrosion inhibitors and perfumes.
  • liquid compositions according to the present invention are in
  • the liquid detergent compositions according to the present invention will contain a lower amount of water, compared to conventional liquid detergents.
  • the level of water is less than 50%, preferably less than 30% by weight of the detergent compositons.
  • Said concentrated products provide advantages to the consumer, who has a product which can be used in lower amounts and to the producer, who has lower shipping costs.
  • the liquid compositions are especially effective when applied directly to soils and stains in a pretreatment step before washing the fabrics.
  • the detergent compositions of the present invention can also be used as detergent additive products. Such additive products are intended to supplement or boost the performance of conventional detergent compositions.
  • the detergent compositions according to the present invention include compositions which are to be used for cleaning of substrates, such as fabrics, fibers, hard surfaces, skin etc., for example hard surface cleaning compositions (with or without abrasives), laundry detergent compositions, automatic and non-automatic dishwashing compositions.
  • substrates such as fabrics, fibers, hard surfaces, skin etc.
  • hard surface cleaning compositions with or without abrasives
  • laundry detergent compositions automatic and non-automatic dishwashing compositions.
  • CCocoamidopropyl)di-methylamine 100.00 g, 0.343 mol
  • acetonitrile 100 mL
  • methyl chloride gas 65 psig, 65-85 °C
  • the cooled mixture is removed with the addition of dichloromethane (500 mL).
  • the mixture is concentrated by rotary evaporation to give 109.63 g (93.5%) of 2 as an off-white solid.
  • the structure is confirmed by ⁇ and ⁇ C NMR.
  • Liquid detergent compositions are made according to the following.
  • Amylase (300KNU/g) 0.1 0.1 0.1 0.1 0.1 0.1 0.1
  • Endo-A (5000 CEVU/g) 0.05 0.05 0.05 0.5
  • the quatemary surfactant are chosen from those of Example I or II.
  • liquid detergent compositions (A-D) are found to be very efficient in the removal of greasy/oily soils under various usage conditions while having a controlled suds profile.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
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  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)

Abstract

L'invention porte sur une composition de détergents liquides pour lessive, comprenant un système tensioactif ne contenant pas d'alkylsulfonate linéaire, ledit système tensioactif comprenant: a) des tensioactifs anioniques choisis dans un groupe constitué d'alcoxy alkyle sulfates et d'alkyle sulfates; et b) un tensioactif d'ammonium quaternaire représenté par la formule (I), où R1 est un alkyle en C6-C18; y vaut de 1 à 6; R2, R3 et R4 sont soit égaux soit différents et peuvent être H, un alkyle en C1-C8, alcoxy en C1-C8, aryle, alcaryle ou alcoxyaryle; et X est un contre-ion.
PCT/US1996/015578 1995-09-29 1996-09-27 Detergents liquides pour lessive, contenant des composes d'ammonium quaternaire amidoalcoyle alkyle selectionnes WO1997012020A1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
CA002233332A CA2233332C (fr) 1995-09-29 1996-09-27 Detergents liquides pour lessive, contenant des composes d'ammonium quaternaire amidoalcoyle alkyle selectionnes
BR9610672A BR9610672A (pt) 1995-09-29 1996-09-27 Detergentes líquidos para lavagem de roupas contendo compostos selecionados de alquil amidoalcoil amônio quaternário
EP96936038A EP0876453A1 (fr) 1995-09-29 1996-09-27 Detergents liquides pour lessive, contenant des composes d'ammonium quaternaire amidoalcoyle alkyle selectionnes
JP9513712A JPH11512769A (ja) 1995-09-29 1996-09-27 選ばれたアルキルアミドアルコイル第四級アンモニウム化合物を含有する液体洗濯洗剤

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US454695P 1995-09-29 1995-09-29
US60/004,546 1995-09-29

Publications (1)

Publication Number Publication Date
WO1997012020A1 true WO1997012020A1 (fr) 1997-04-03

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PCT/US1996/015578 WO1997012020A1 (fr) 1995-09-29 1996-09-27 Detergents liquides pour lessive, contenant des composes d'ammonium quaternaire amidoalcoyle alkyle selectionnes

Country Status (5)

Country Link
EP (1) EP0876453A1 (fr)
JP (1) JPH11512769A (fr)
BR (1) BR9610672A (fr)
CA (1) CA2233332C (fr)
WO (1) WO1997012020A1 (fr)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6329353B1 (en) 1999-05-12 2001-12-11 Goldschmidt Chemical Corporation Clear personal care formulations containing quaternary ammonium compounds and other nitrogen-containing compounds
WO2009158392A1 (fr) * 2008-06-26 2009-12-30 The Procter & Gamble Company Composition liquide de traitement du linge comprenant un composé ammonium quaternaire amido mono-hydrocarbyle
EP2253611A1 (fr) * 2009-05-18 2010-11-24 Xerox Corporation Dispersants de sel d'ammonium quaternaire à faible poids moléculaire
US8097580B2 (en) 2008-06-26 2012-01-17 The Procter & Gamble Company Liquid laundry treatment composition comprising an asymmetric di-hydrocarbyl quaternary ammonium compound
US8118922B2 (en) 2009-05-18 2012-02-21 Xerox Corporation Pigmented phase change inks containing low molecular weight quaternary ammonium salt dispersants
EP3284811B1 (fr) 2015-06-04 2018-12-12 The Procter & Gamble Company Composition de détergent liquide pour lavage de la vaisselle à la main
EP3533435A1 (fr) * 2018-02-28 2019-09-04 Kao Corporation Composition de nettoyage et de conditionnement pour fibres de kératine, procédé, utilisation et kit de pièces associé
US10738265B2 (en) 2016-01-13 2020-08-11 The Procter & Gamble Company Laundry detergent compositions comprising renewable components

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20080015135A1 (en) * 2006-05-05 2008-01-17 De Buzzaccarini Francesco Compact fluid laundry detergent composition
JP5543776B2 (ja) * 2006-05-31 2014-07-09 アクゾ ノーベル ナムローゼ フェンノートシャップ 改良された柔軟化および帯電防止特性を有する水性洗濯洗剤組成物

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2329746A1 (fr) * 1975-10-31 1977-05-27 Procter & Gamble Europ Composition detergente liquide pour la vaisselle
US4239631A (en) * 1979-12-11 1980-12-16 Finetex Incorporated Cationic surfactant compositions compatible with anionic surfactants
GB2204609A (en) * 1987-05-11 1988-11-16 Sandoz Ltd Liquid detergent/softener compositions
EP0440229A1 (fr) * 1990-01-31 1991-08-07 Witco Corporation Composition et procédé de fabrication d'adoucisseurs textiles solides à cent pour cent constitués par plusieurs composants
US5145607A (en) * 1990-06-19 1992-09-08 Takasago International Corporation (U.S.A.) Optically clear conditioning shampoo comprising anionic and cationic surfactants

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2329746A1 (fr) * 1975-10-31 1977-05-27 Procter & Gamble Europ Composition detergente liquide pour la vaisselle
US4239631A (en) * 1979-12-11 1980-12-16 Finetex Incorporated Cationic surfactant compositions compatible with anionic surfactants
GB2204609A (en) * 1987-05-11 1988-11-16 Sandoz Ltd Liquid detergent/softener compositions
EP0440229A1 (fr) * 1990-01-31 1991-08-07 Witco Corporation Composition et procédé de fabrication d'adoucisseurs textiles solides à cent pour cent constitués par plusieurs composants
US5145607A (en) * 1990-06-19 1992-09-08 Takasago International Corporation (U.S.A.) Optically clear conditioning shampoo comprising anionic and cationic surfactants

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6525034B2 (en) 1999-05-12 2003-02-25 Goldschmidt Chemical Corporation Clear personal care formulations containing quaternary ammonium compounds and other nitrogen-containing compounds
US6329353B1 (en) 1999-05-12 2001-12-11 Goldschmidt Chemical Corporation Clear personal care formulations containing quaternary ammonium compounds and other nitrogen-containing compounds
US8097580B2 (en) 2008-06-26 2012-01-17 The Procter & Gamble Company Liquid laundry treatment composition comprising an asymmetric di-hydrocarbyl quaternary ammonium compound
WO2009158392A1 (fr) * 2008-06-26 2009-12-30 The Procter & Gamble Company Composition liquide de traitement du linge comprenant un composé ammonium quaternaire amido mono-hydrocarbyle
US8163690B2 (en) 2008-06-26 2012-04-24 The Procter & Gamble Company Liquid laundry treatment composition comprising a mono-hydrocarbyl amido quaternary ammonium compound
US8101801B2 (en) 2009-05-18 2012-01-24 Xerox Corporation Low molecular weight quaternary ammonium salt dispersants
CN101891654A (zh) * 2009-05-18 2010-11-24 施乐公司 低分子量季铵盐分散剂
US8118922B2 (en) 2009-05-18 2012-02-21 Xerox Corporation Pigmented phase change inks containing low molecular weight quaternary ammonium salt dispersants
EP2253611A1 (fr) * 2009-05-18 2010-11-24 Xerox Corporation Dispersants de sel d'ammonium quaternaire à faible poids moléculaire
CN101891654B (zh) * 2009-05-18 2015-04-29 施乐公司 低分子量季铵盐分散剂
EP3284811B1 (fr) 2015-06-04 2018-12-12 The Procter & Gamble Company Composition de détergent liquide pour lavage de la vaisselle à la main
US10738265B2 (en) 2016-01-13 2020-08-11 The Procter & Gamble Company Laundry detergent compositions comprising renewable components
EP3533435A1 (fr) * 2018-02-28 2019-09-04 Kao Corporation Composition de nettoyage et de conditionnement pour fibres de kératine, procédé, utilisation et kit de pièces associé

Also Published As

Publication number Publication date
CA2233332A1 (fr) 1997-04-03
JPH11512769A (ja) 1999-11-02
EP0876453A1 (fr) 1998-11-11
BR9610672A (pt) 1999-07-06
CA2233332C (fr) 2002-01-01

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