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WO1997000929A1 - Composition detergente contenant des amines et des tensio-actifs anioniques - Google Patents

Composition detergente contenant des amines et des tensio-actifs anioniques Download PDF

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Publication number
WO1997000929A1
WO1997000929A1 PCT/US1995/007824 US9507824W WO9700929A1 WO 1997000929 A1 WO1997000929 A1 WO 1997000929A1 US 9507824 W US9507824 W US 9507824W WO 9700929 A1 WO9700929 A1 WO 9700929A1
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WO
WIPO (PCT)
Prior art keywords
alkyl
detergent composition
liquid detergent
composition according
detergent compositions
Prior art date
Application number
PCT/US1995/007824
Other languages
English (en)
Inventor
Joseph Paul Morelli
Dimitris Lappas
Sherri Lynn Randall
Rajan Keshav Panandiker
Jean-Pol Boutique
Chris Efstathios Housmekerides
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.)
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Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=26788456&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=WO1997000929(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Priority claimed from PCT/US1994/011779 external-priority patent/WO1996012000A1/fr
Application filed by The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to US08/981,371 priority Critical patent/US5916862A/en
Priority to PCT/US1995/007824 priority patent/WO1997000929A1/fr
Priority to JP9503803A priority patent/JPH11508293A/ja
Priority to MX9710505A priority patent/MX9710505A/es
Priority to BR9510608A priority patent/BR9510608A/pt
Priority to CZ971109A priority patent/CZ110997A3/cs
Priority to HU9901140A priority patent/HUT78084A/hu
Priority to AT95934562T priority patent/ATE215984T1/de
Priority to CN95196637.5A priority patent/CN1168691A/zh
Priority to CA002202505A priority patent/CA2202505C/fr
Priority to AU36869/95A priority patent/AU3686995A/en
Priority to EP95934562A priority patent/EP0785981B1/fr
Priority to DE69526360T priority patent/DE69526360T2/de
Priority to JP8513248A priority patent/JPH10509468A/ja
Priority to PCT/US1995/012469 priority patent/WO1996012004A1/fr
Priority to BR9509349A priority patent/BR9509349A/pt
Priority to US08/817,154 priority patent/US5935271A/en
Publication of WO1997000929A1 publication Critical patent/WO1997000929A1/fr
Priority to MXPA/A/1997/002728A priority patent/MXPA97002728A/xx

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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
    • C11D1/38—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
    • C11D1/86—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
    • 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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/30—Amines; Substituted amines ; Quaternized 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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/32—Amides; Substituted amides
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/38—Products with no well-defined composition, e.g. natural products
    • C11D3/386—Preparations containing enzymes, e.g. protease or amylase
    • C11D3/38627—Preparations containing enzymes, e.g. protease or amylase containing lipase
    • 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
    • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/526—Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 are polyalkoxylated
    • 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
    • C11D1/528—Carboxylic amides (R1-CO-NR2R3), where at least one of the chains R1, R2 or R3 is interrupted by a functional group, e.g. a -NH-, -NR-, -CO-, or -CON- 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
    • C11D1/66—Non-ionic compounds
    • C11D1/75—Amino oxides

Definitions

  • the present invention relates to detergent compositions containing surfactants selected from amines. More particularly, the invention is directed to detergent compositions containing anionic surfactants selected from the group consisting of alkyl alkoxylated sulfates and alkyl sulfates, said composition further containing specific tertiary amines.
  • Detergent compositions useful for cleaning purposes such as laundering of fabrics, have commonly utilized a variety of surfactants.
  • the ability of surfactants to clean a large variety of soils and stains from fabrics present in the typical load of laundry is of high importance in the evaluation of detergent performance.
  • the relative ability of each surfactant to meet various performance criteria is among others depending on the presence of cosurfactants.
  • 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 tertiary amines.
  • 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 amines according to the present invention are particulary suitable because of their acceptable environmental profile and good odor characteristics.
  • EP 160 762, EP 137 615 and EP 137 616 disclose liquid detergents which comprise cyclohexylamine.
  • EP 177 165 discloses detergent compositions which comprise anionics, cellulase and a variety of tertiary amines.
  • EP 11 340 discloses softening through the wash detergent compositions which comprise tertiary amines and clay.
  • DE 32 07 487, GB 2 094 826, GB 2 095 275 and EP 137 397 disclose compositions which comprise anionics and quaternary ammonium compounds.
  • EP 120 528 discloses compositions comprising anionics, as well as tertiary amines.
  • EP 26 528 and EP 26 529 disclose compositions comprising anionics and quaternary ammonium compounds.
  • the detergent compositions according to the present invention comprise anionic surfactants selected from the group of alkyl alkoxy sulfates and alkyl sulfates, characterized in that said detergent composition further comprises specific tertiary amines.
  • the detergent compositions preferably comprise at least 5%, more preferably from 10% to 65% and most preferably from 15% to 40% by weight of the surfactant system as described hereinabove.
  • the weight ratio of the amine cosurfactant to the alkyl alkoxylated sulfates and alkyl sulfates is from 1:1 to 1:250, more preferably from 1:5 to 1:100 and most preferably from 1:10 to 1:40.
  • 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 S03M wherein R is an unsubstituted C ⁇ o ⁇ c 24 alkyl or hydroxyalkyi group having a C10-C2 alkyl component, preferably a C ⁇ 2 ⁇ Cig alkyl or hydroxyalkyi, more preferably Ci2 ⁇ c 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 C ⁇ o ⁇ c 24 alkyl or hydroxyalkyi group having a C10-C2 alkyl component,
  • 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 Ci2 ⁇ c 15 alkyl polyethoxylate (1.0) sulfate (Ci ⁇ -Ci ⁇ E(1.0)M) , C12- C ⁇ 5 alkyl polyethoxylate (2.25) sulfate (C12-C15E(2.25)M) , c 12 -c 15 alkyl polyethoxylate (3.0) sulfate (Ci2- Ci5E(3.0)M), and C12-C15 alkyl polyethoxylate (4.0) sulfate ( C 12- 15 E ( 4 -°) M ) / wherein M is conveniently selected from sodium and potassium.
  • the alkyl sulfate surfactants hereof are water soluble salts or acids of the formula ROSO3M wherein R preferably is a C ⁇ o ⁇ C24 hydrocarbyl, preferably an alkyl or hydroxyalkyi having a C ⁇ o ⁇ Ci8 alkyl component, more preferably a Ci2 -C 15 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 C ⁇ o ⁇ C24 hydrocarbyl, preferably an alkyl or hydroxyalkyi having a C ⁇ o ⁇ Ci8 alkyl component, more preferably a Ci2 -C 15 alkyl or hydroxyalkyi
  • M is H or a cation, e.g., an alkali metal cation (e.g. sodium, potassium, lithium) ,
  • 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 amines as used herein refer to tertiary amines which are believed to form a mixed micelle with the anionic surfactant.
  • the tertiary amines according to the present invention have the formula
  • R ⁇ is C4-C1O' preferably Cg-C ⁇ n alkyl; n is 2-4, preferably n is 3; R2 is C1-C4 or
  • R3 I (CH2-CH-0) X H, whereby x is 1-5, R3 is H or C1-C2 alkyl.
  • the tertiary amines according to the present invention can be made by conventional processing such as condensation processes :
  • amine cosurfactant and anionic surfactant herein form complexes which enhance packing of the surfactants at the. oil/water interface, thereby lowering interfacial tension and improving detergency.
  • the amine surfactants would be at least partially protonated in the product and during the wash thus can form positively charged species capable of complexing with the anionic surfactant.
  • Another aspect of the invention relates to the surprising finding that low amounts of certain tertiary amines of the present invention provide suds control to the detergent compositions formulated therewith.
  • the amounts in which the amines are used for controlling the suds are from 0.1 to 10%, preferably from 0.1 to 5%, most preferably from 0.5 to 4% by weight of the detergent composition.
  • a liquid detergent composition comprising the surfactant system of the present invention mixed with detergent ingredients.
  • a wide range of surfactants can be used in the detergent composition of the present invention.
  • the detergent compositions according to the present invention will preferably comprise a surfactant system which is substantially free of linear alkylbenzene sulfonate surfactant.
  • alkyl ester sulfonate surfactants including linear esters of C8-C20 carboxylic acids (i.e., fatty acids) which are sulfonated with gaseous SO3 according to "The Journal of the American Oil Chemists Society", 52 (1975), pp. 323- 329.
  • Suitable starting materials would include natural fatty substances as derived from tallow, palm oil, etc.
  • the preferred alkyl ester sulfonate surfactant, especially for laundry applications, comprise alkyl ester sulfonate surfactants of the structural formula :
  • R 3 is a C8-C20 hydrocarbyl, preferably an alkyl, or combination thereof
  • R 4 is a C ⁇ -Cg hydrocarbyl, preferably an alkyl, or combination thereof
  • 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.
  • R 3 is C ⁇ o ⁇ C ⁇ 6 alkyl
  • R 4 is methyl, ethyl or isopropyl.
  • the methyl ester sulfonates wherein R 3 is c 10- 16 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, Cg-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 C 2 ⁇ c 18 monoesters) and diesters of sulfosuccinates (especially saturated and unsaturated c 6 ⁇ 12 diesters), sulfates of alkylpolysaccharides such as the sulfates of alkylpolysaccharides such as the sul
  • 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-iipophilic balance (HLB) in the range from 8 to 17, preferably from 9.5 to 14, more preferably from 12 to 14.
  • HLB hydrophilic-iipophilic 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.
  • nonionic surfactants of this type are the Cg-C 5 primary alcohol ethoxylates containing 3-12 moles of ethylene oxide per mole of alcohol, particularly the 2 _c l5 primary alcohols containing 5-8 moles of ethylene oxide per mole of alcohol.
  • Another class of nonionic surfactants comprises alkyl polyglucoside compounds of general formula
  • 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 an 0 094 118.
  • nonionic surfactants are poly hydroxy fatty acid amide surfactants of the formula
  • R 1 is H, or R 1 is _4 hydrocarbyl, 2-hydroxy ethyl, 2-hydroxy propyl or a mixture thereof
  • R 2 is C5_3 ⁇ hydrocarbyl
  • 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 1 is methyl
  • R 2 is a straight C ⁇ _ ⁇ 5 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
  • the structure (I) provides one long-chain moiety R (EO) (PO) (BO) and two x y z short chain moieties, CH R' .
  • R' is preferably selected
  • R 1 is a primary or branched hydrocarbyl moiety which can be saturated or unsaturated, preferably, R is a primary alkyl moiety.
  • R is a hydrocarbyl moiety having chainlength of from about 8 to about 18.
  • amine oxides are illustrated by C12-14 alkyldimethyl amine oxide,hexadecyl dimethylamine oxide, octadecylamine oxide 1 and their hydrates, especially the dihydrates as disclosed in.U.S.
  • 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, R 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 1 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 tetradecyldimethylamine oxide dihydrate.
  • R' H
  • R 1 CH OH
  • the laundry detergent compositions of the present invention typically comprise nonionic surfactants in the weight ratio of anionic surfactant to nonionic surfactant from 6:1 to 1:3, preferably from 5:1 to 2:1.
  • Cationic detersive surfactants suitable for use in the laundry detergent compositions of the present invention are those having one long-chain hydrocarbyl group.
  • cationic surfactants include the ammonium surfactants such as alkyldimethylammonium halogenides, and those surfactants having the formula :
  • R 2 is an alkyl or alkyl benzyl group having from about 8 to about 18 carbon atoms in the alkyl chain
  • each R 3 is selected from the group consisting of -CH2CH2-, - CH 2 CH(CH3)-, -CH 2 CH(CH 2 OH)-, -CH 2 CH2CH 2 -, and mixtures thereof
  • each R 4 is selected from the group consisting of c l ⁇ c 4 alkyl, C1-C4 hydroxyalkyi, benzyl ring structures formed by joining the two R 4 groups, -CH2CHOH- CHOHCOR 6 CHOHCH2 ⁇ H wherein R 6 is any hexose or hexose polymer having a molecular weight less than about 1000, and hydrogen when y is not 0
  • R ⁇ is the same as R 4 or is an alkyl chain wherein the total number of carbon atoms of R 2 plus R5 is not more than about 18
  • each y is from 0 to about 10
  • Preferred cationic surfactants are the water-soluble quaternary ammonium compounds useful in the present composition having the formula :
  • R ⁇ is C8-C ⁇ g alkyl
  • each of R2, R3 and R4 is independently C1-C4 alkyl, C1-C4 hydroxy alkyl, benzyl, and -(C2H4 ⁇ ) x H where x has a value from 1 to 5, and X is an anion.
  • R2, R3 or R4 should be benzyl.
  • the preferred alkyl chain length for R ⁇ is C 2 ⁇ c 15 particularly where the alkyl group is a mixture of chain lengths derived from coconut or palm kernel fat or is derived synthetically by olefin build up or OXO alcohols synthesis.
  • Preferred groups for 2R3 and R4 are methyl and hydroxyethyl groups and the anion X may be selected from halide, methosulphate, acetate and phosphate ions.
  • quaternary ammonium compounds of formulae (i) for use herein are : coconut trimethyl ammonium chloride or bromide; coconut methyl dihydroxyethyl ammonium chloride or bromide; decyl triethyl ammonium chloride; decyl dimethyl hydroxyethyl ammonium chloride or bromide;
  • CH2-0-C(0)-C ⁇ 2-14 alkyl and R2R3R4 are methyl).
  • Other cationic surfactants useful herein are also described in U.S. Patent 4,228,044, Cambre, issued October 14, 1980.
  • the laundry detergent compositions of the present invention typically comprise from 0.5% to about 5%, preferably from about 1% to about 3% by weight of such cationic surfactants.
  • 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 tetraacetate, metal ion sequestrants such as aminopolyphosphonates, particularly ethylenediamine tetramethylene phosphonic acid and diethylene triamine pentamethylenephosphonic 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 C10-20 alkyl or alkenyl, preferably C12-16, 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 C10-18 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 builder salts 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.
  • 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.
  • cellulases examples include 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.
  • 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 incorporated 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 of the 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 from 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 Bacill us amyloliquefaciens subtilisin, as described in the concurrently filed patent application of A. Baeck et al. entitled "Protease- Containing Cleaning Compositions" having U.S. Serial No. 08/322
  • 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 synergistically 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 fl uorescens IAM 1057. This lipase is available from Amano Pharmaceutical Co.
  • Lipase P (Amano, " hereinafter referred to as "Amano- P”.
  • lipases such as Ml Lipase R and Lipomax R (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 incorporated 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 incorporated 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 R (Novo Nordisk) , Fungamyl R and BAN R (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 incorporated in the detergent composition at levels from 0.0001% to 2% of active enzyme by weight of the detergent composition.
  • Other suitable 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. Examples of such enzyme oxidation scavengers are ethoxylated tetraethylene polyamines.
  • 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.
  • the liquid compositions according to the present invention are in "concentrated form"; in such case. 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.
  • liquid compositions are especially effective when applied directly to soils and stains in a pretreatment step.
  • 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.
  • liquid detergent compositions are made :
  • Amylase (300KNU/g) 0. .1 0. ,1 0. ,1 0. ,1 0.1 Lipase D96/L(lOOKNU/g) 0. .15 0. .15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 Protease (34g/l) 0. .5 0. ,5 0. .5 0.5 0.5 Endo-A (5000 CEVU/g) 0. .05 0. .05 0. .05 ⁇ 0. .05 0.5 Carezyme (5000 CEVU/g) 0. .09 0. .09 0. .09 ' 0. .09 0.9 Terephthalate-based polymer 0. .5 0. .5 - 0. .3 0.3 Boric acid 2. .4 2. .4 2. .8 2. .8 2.4

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Abstract

L'invention concerne une composition détergente liquide contenant des tensio-actifs anioniques choisis dans le groupe des sulfates d'alkylalcoxy et des sulfates d'alkyle, caractérisée par le fait qu'elle contient en outre une amine tertiaire de formule (1). Dans cette formule, R1 est un alkyle C4-C10 et de préférence C8-C10, n est compris entre 2 et 4 et vaut de préférence 3; R2 est un alkyle C1-C4 ou un groupe de formule (2), où x est compris entre 1 et 5, et R3 est un H ou un alkyle C1-C2.
PCT/US1995/007824 1994-10-13 1995-06-20 Composition detergente contenant des amines et des tensio-actifs anioniques WO1997000929A1 (fr)

Priority Applications (18)

Application Number Priority Date Filing Date Title
US08/981,371 US5916862A (en) 1995-06-20 1995-06-20 Detergent compositions containing amines and anionic surfactants
PCT/US1995/007824 WO1997000929A1 (fr) 1994-10-13 1995-06-20 Composition detergente contenant des amines et des tensio-actifs anioniques
JP9503803A JPH11508293A (ja) 1995-06-20 1995-06-20 アミンおよびアニオン界面活性剤を含有する洗剤組成物
MX9710505A MX9710505A (es) 1995-06-20 1995-06-20 Composiciones detergentes que contienen aminas y agentes tensioactivos anionicos.
BR9510608A BR9510608A (pt) 1995-06-20 1995-06-20 Composições de detergente contendo aminas e surfatantes aniõnicos
BR9509349A BR9509349A (pt) 1994-10-13 1995-09-29 Composições detergentes para lavagem de roupas contendo enzimas lipolíticas a aminas
US08/817,154 US5935271A (en) 1994-10-13 1995-09-29 Laundry detergent compositions containing lipolytic enzyme and amines
AT95934562T ATE215984T1 (de) 1994-10-13 1995-09-29 Textilwaschmittel enthaltend lipolytisches enzym und aminverbindungen
DE69526360T DE69526360T2 (de) 1994-10-13 1995-09-29 Textilwaschmittel enthaltend lipolytisches enzym und aminverbindungen
CZ971109A CZ110997A3 (en) 1994-10-13 1995-09-29 Detergents containing lipolitic enzyme and amines
CN95196637.5A CN1168691A (zh) 1994-10-13 1995-09-29 含有脂解酶和胺的洗衣洗涤剂组合物
CA002202505A CA2202505C (fr) 1994-10-13 1995-09-29 Compositions detergentes pour lessive comprenant une enzyme lipolytique et des amines
AU36869/95A AU3686995A (en) 1994-10-13 1995-09-29 Laundry detergent compositions containing lipolytic enzyme and amines
EP95934562A EP0785981B1 (fr) 1994-10-13 1995-09-29 Compositions detergentes pour lessive comprenant une enzyme lipolytique et des amines
HU9901140A HUT78084A (hu) 1994-10-13 1995-09-29 Lipolitikus enzimet és aminokat tartalmazó mosodai detergens készítmények
JP8513248A JPH10509468A (ja) 1994-10-13 1995-09-29 脂肪分解酵素及びアミンを含有した洗濯洗剤組成物
PCT/US1995/012469 WO1996012004A1 (fr) 1994-10-13 1995-09-29 Compositions detergentes pour lessive comprenant une enzyme lipolytique et des amines
MXPA/A/1997/002728A MXPA97002728A (en) 1994-10-13 1997-04-14 Detergent compositions for laundry quecontain lipolitic enzyme and ami

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
PCT/US1994/011779 WO1996012000A1 (fr) 1994-10-13 1994-10-13 Composition detergente contenant des amines et des tensioactifs anioniques
PCT/US1995/007824 WO1997000929A1 (fr) 1994-10-13 1995-06-20 Composition detergente contenant des amines et des tensio-actifs anioniques

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WO1997000929A1 true WO1997000929A1 (fr) 1997-01-09

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PCT/US1995/007824 WO1997000929A1 (fr) 1994-10-13 1995-06-20 Composition detergente contenant des amines et des tensio-actifs anioniques
PCT/US1995/012469 WO1996012004A1 (fr) 1994-10-13 1995-09-29 Compositions detergentes pour lessive comprenant une enzyme lipolytique et des amines

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CN (1) CN1168691A (fr)
AT (1) ATE215984T1 (fr)
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WO1998038276A1 (fr) * 1997-02-28 1998-09-03 The Procter & Gamble Company Compositions detergentes comportant des agents protecteurs des couleurs
US7179783B2 (en) 2002-04-17 2007-02-20 Kao Corporation Sulfuric acid amine salt, sulfonic acid amine salt, production thereof and softener composition

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DE69516165T2 (de) * 1994-11-18 2000-11-16 The Procter & Gamble Company, Cincinnati Lipase- und proteasehaltige waschmittelzusammensetzungen
AU7528196A (en) * 1995-11-17 1997-06-11 Procter & Gamble Company, The Laundry detergent compositions containing lipolytic enzyme and selected quaternary ammonium compounds
DE19611977A1 (de) * 1996-03-26 1997-10-02 Basf Ag Waschkraftverstärker für Waschmittel
WO1997043377A1 (fr) * 1996-05-15 1997-11-20 The Procter & Gamble Company Compositions de detergence comprenant une enzyme lipolytique specifique ainsi qu'un tensioactif a base de polyglucoside d'alkyle
AU5752396A (en) * 1996-05-15 1997-12-05 Procter & Gamble Company, The Detergent compositions comprising specific lipolytic enzyme and lime soap dispersant
WO1997043376A1 (fr) * 1996-05-15 1997-11-20 The Procter & Gamble Company Compositions detergentes comportant des enzymes lipolytiques
WO1997043374A1 (fr) * 1996-05-15 1997-11-20 The Procter & Gamble Company Compositions detergentes contenant un enzyme lipolytique specifique et un polymere facilitant le lavage
EP0912684A1 (fr) * 1996-05-15 1999-05-06 The Procter & Gamble Company Compositions detergentes comprenant une enzyme lipolytique specifique et une zeolite map
WO1997043375A1 (fr) * 1996-05-15 1997-11-20 The Procter & Gamble Company Compositions detergentes comprenant une enzyme lipolytique et un systeme tensio-actif specifique
WO1999006519A1 (fr) * 1997-07-29 1999-02-11 The Procter & Gamble Company Composition aqueuse et en gel de detergent pour lessive
DE19850012A1 (de) * 1998-10-30 2000-05-04 Aladin Ges Fuer Innovative Mik Rohrreiniger
US7319112B2 (en) 2000-07-14 2008-01-15 The Procter & Gamble Co. Non-halogenated antibacterial agents and processes for making same
US20060074004A1 (en) * 2004-10-04 2006-04-06 Johnson Andress K Light duty liquid detergent composition
US7572761B2 (en) 2005-11-14 2009-08-11 Evonik Degussa Gmbh Process for cleaning and softening fabrics
US7723281B1 (en) 2009-01-20 2010-05-25 Ecolab Inc. Stable aqueous antimicrobial enzyme compositions comprising a tertiary amine antimicrobial
ES2712459T3 (es) 2015-06-04 2019-05-13 Procter & Gamble Composición detergente líquida para lavado de vajillas a mano
CN106635496A (zh) * 2016-12-12 2017-05-10 广州立白企业集团有限公司 烷氧基烷基胺类化合物在洗涤剂中的应用及洗涤剂组合物
EP3858965B1 (fr) 2020-01-28 2022-05-11 The Procter & Gamble Company Produit de nettoyage
EP3858961A1 (fr) 2020-01-28 2021-08-04 The Procter & Gamble Company Produit de nettoyage

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WO1998038276A1 (fr) * 1997-02-28 1998-09-03 The Procter & Gamble Company Compositions detergentes comportant des agents protecteurs des couleurs
US5827813A (en) * 1997-02-28 1998-10-27 Procter & Gamble Company Detergent compositions having color care agents
US7179783B2 (en) 2002-04-17 2007-02-20 Kao Corporation Sulfuric acid amine salt, sulfonic acid amine salt, production thereof and softener composition

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CN1168691A (zh) 1997-12-24
EP0785981A1 (fr) 1997-07-30
MX9702728A (es) 1997-07-31
EP0785981B1 (fr) 2002-04-10
WO1996012004A1 (fr) 1996-04-25
ATE215984T1 (de) 2002-04-15
DE69526360D1 (de) 2002-05-16

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