EP0042188A1 - Reinigungsmittelzusammensetzung mit einem niedrigen Gehalt an Aminoxiden - Google Patents

Reinigungsmittelzusammensetzung mit einem niedrigen Gehalt an Aminoxiden Download PDF

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Publication number
EP0042188A1
EP0042188A1 EP19810200601 EP81200601A EP0042188A1 EP 0042188 A1 EP0042188 A1 EP 0042188A1 EP 19810200601 EP19810200601 EP 19810200601 EP 81200601 A EP81200601 A EP 81200601A EP 0042188 A1 EP0042188 A1 EP 0042188A1
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EP
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Prior art keywords
alkyl
oxide
detergent
water
composition
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EP19810200601
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English (en)
French (fr)
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EP0042188B1 (de
EP0042188B2 (de
Inventor
Robertus Johannes Cornelis Koster
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Procter and Gamble European Technical Center
Procter and Gamble Co
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Procter and Gamble European Technical Center
Procter and Gamble Co
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Application filed by Procter and Gamble European Technical Center, Procter and Gamble Co filed Critical Procter and Gamble European Technical Center
Priority to AT81200601T priority Critical patent/ATE9714T1/de
Publication of EP0042188A1 publication Critical patent/EP0042188A1/de
Publication of EP0042188B1 publication Critical patent/EP0042188B1/de
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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/75Amino oxides

Definitions

  • This invention relates to detergent compositions containing low levels of amine oxides.
  • These amine oxides are substituted by at least one long chain alkyl or alkenyl group.
  • Preferred amine oxides have at least two alkyl, especially methyl, or two alkylene oxide, especially ethylene oxide, groups attached to the nitrogen atom(s).
  • These compositions produce an alkaline laundry liquor pH.
  • These compositions exhibit a broad range of remarkable textile treatment benefits, particularly enhanced soil release and cleaning properties.
  • U.S. Patent 3,985,923, Basadur, issued October 12, 1976, relates to the application of renewable soil release finish during the rinsing step from a dilute aqueous acidic solution.
  • the release agent is a copolymer based on a dibasic carboxylic acid and a glycolic compound.
  • U.S. Patent 3,962,152, Nicol, Hays, issued June 8, 1976 pertains to the laundry treatment deposition of renewable soil release finish to synthetic fabrics treated therewith.
  • the soil release finish consists of ethylene terephthalate and polyethylene oxide terephthalate.
  • the performance benefits derived from the utilization of the like additives are premised on the deposition of a releasable coating onto the fiber from the laundry/rinsing step.
  • the coating will be rinsed off during the next laundry cycle, inclusive of the total soil accumulated thereon, to thus provide a "non-alterated" degree of cleaning.
  • the total prior art refers to the utilization of mostly monoamine oxides in a conventional detergent functionality. It is widely recognized that such aminoxides are good surfactants and indeed have been utilized in commercial detergent executions. However, the art is not suggestive of incidental textile benefits derivable from utilizing unexpectedly low levels of the very components in a non-surfactant functionality.
  • the present invention comprises detergent compositions having enhanced soil release and cleaning properties containing:
  • the compositions herein are granular compositions having an alkaline pH in the range from about 8.5-11 (1% aqueous solution, 20°C). In another preferred embodiment, the compositions herein are homogeneous liquid compositions having also an alkaline pH in the range from about 7.5-10.5 (1% aqueous solution, 20°C).
  • Preferred granular compositions herein are built detergent compositions wherein the builder system is comprised of a water-soluble detergent builder or a water-insoluble aluminosilicate detergent builder or a mixture thereof.
  • the detergent compositions of the present invention are defined in three essential parameters:
  • the granular detergent executions of this invention frequently comprise a peroxybleach ingredient, if desired a peractivated system, in the usual levels, i.e., in the range from about 3% to about 50% by weight, and a builder or co-builder system as defined in more detail hereinafter.
  • the detergent compositions in accordance with this invention can be in any conventional physical state inclusive of liquid pasty and solid executions.
  • the detergent compositions herein comprise, as a first essential component, a surface-active agent selected from the group consisting of anionic, nonionic, zwitterionic and ampholytic detergents and mixtures thereof.
  • the surface-active agents normally represent from 2% to 60% of the detergent composition.
  • the preferred granular detergents herein usually contain from about 2% to about 25%, preferably from about 5% to about 20% of organic surface-active agents. Liquid executions of this invention frequently contain surface-active agents in a level from about 5% to about 50%, preferably from 15% to 40%.
  • Suitable organic surface-active agents herein can be represented by active ingredients which are known to meet the requirements for use in and/or have already been used in detergent compositions.
  • Exemplifying species for use herein can be selected from the group of anionic, nonionic, ampholytic, zwitterionic, surfactants and mixtures thereof.
  • Suitable nonionic surfactants include:
  • ampholytic synthetic detergents are sodium 3-(dodecyl-amino)-propionate, and sodium 3-(dodecyl- amino)propane-l-sulfonate.
  • Zwitterionic surfactants for use herein include 3-(N,N-dimethyl-N-hexadecylammonio)-2-hydroxypropane-1-sulfonate, 3-(N,N-dimethyl-N-alkylammonio)-2-hydroxypropane-l-sulfonate, the alkyl group being derived from tallow fatty alcohol; 3-(N,N-dimethyl-N-hexadecylammonio)propane-l-sulfonate; 3-(N,N-dimethyl-N-tetradecylammonio)propane-i-sulfonate; and 3-(N-N-dimethyldodecylammonio)-2-hydroxypropane-l-sulfonate.
  • Suitable anionic detergents include ordinary alkali metal soaps of higher fatty acids containing from about eight to about 24 carbon atoms and preferably from about 10 to about 20 carbon atoms.
  • Useful in this invention are also salts of 2-acyloxy- alkane-1-sulfonic acids.
  • /3-alkoxy alkane sulfonates can also be used.
  • Specific examples of /3-alkyloxy alkane sulfonates having low hardness (calcium ion) sensivity useful herein to provide superior cleaning levels under household washing conditions include: potassium- ⁇ -methoxydecanesulfonate, sodium 2-methoxytridecane- sulfonate, potassium 2-ethoxytetradecylsulfonate, and sodium 2-isopropoxyhexadecylsulfonate.
  • Paraffin sulfonates containing a straight or branched chain, saturated aliphatic hydrocarbon radical having from 8 to 24, preferably 12 to 18, carbon atoms can also be used.
  • alkyl ether sulfates are alkyl ether sulfates. These materials have the formula RO(C 2 H 4 0) x S0 3 M wherein R is alkyl or alkenyl of about 10 to about 20 carbon atoms, x is 1 to 30,' and M is a water-soluble cation.
  • alkyl ether sulfates are those comprising a mixture of individual compounds, said mixture having an average alkyl chain length of from about 12 to about 16 carbon atoms and an average degree of ethoxylation of from about 1 to 4 moles of ethylene oxide.
  • Such a mixture also comprises from about 0 to 20% by weight C 12-13 compounds; from 60 to 100% by weight of C 14-15-16 compounds; from 0 to 2 0 % by weight of C 17-18-19 compounds; from about 3 to 30% by weight of compounds having a degree of ethoxylation of 0; from about 45 to 90% by weight of compounds having a degree of ethoxylation of from 1 to 4; from about 10 to 25% by weight of compounds having a degree of ethoxylation of from 4 to 8; and from about 0.1 to 15% by weight of compounds having a degree of ethoxylation greater than 8.
  • a second essential component in the compositions herein is represented by an amine oxide having the formula wherein R is an alkyl or alkenylgroup having 10 to 22 carbon atoms, the R 1 's which are identical or different are selected from C 1-4 alkyl, ethylene oxide and propylene oxide, n is an integer from 1 to about 6, m is an integer from 0 to about 6, p is 0 or 1, x, y, and z are each 1 for alkylsubstituents, and integers in the range from 1 to 10 for ethylene oxide or propylene oxide substituents such that the sum of (x+y+z) is not greater than 25.
  • This amine oxide component is used in a level from 0.1% to 1.5%, preferably from 0.25% to 0.75%. Utilizing less than the minimum levels will not provide anymore the inventive benefits, whereas levels above the specified definition will not yield anymore performance advantages but rather unexpectedly causes noticeable cleaning performance negatives, particularly whiteness deficiencies.
  • Suitable species of the amine oxide component for use herein correspond to the general formula above wherein the individual substituents can be varied as follows:
  • Preferred amine oxides for use herein are defined by the following substituents:
  • One particularly preferred class of amine oxide species is represented by mono-amine oxides having the following substituents.
  • Another particularly preferred class of amine oxide species is represented by bis-amine oxides having the following substituents.
  • compositions herein shall yield upon dissolution in water an alkaline laundry liquor.
  • a 1% aqueous solution of granular detergent compositions shall have an alkaline pH in the range from about 8.5 to about 11, measured at 20°C.
  • a 1% aqueous solution of liquid detergent compositions frequently has a pH in the range from 7.5-10.5 (20°C).
  • the pH can be adjusted by known means inclusive of alkaline buffer substances such as alkali hydroxides, ammonium hydroxide, amines and substituted amines, such as mono-, di- and triethanolamines; alkaline builder substances such as alkalimetal carbonates, alkalimetal phosphates and polyphosphates, citric acid and alkalimetal silicates.
  • alkaline buffer substances such as alkali hydroxides, ammonium hydroxide, amines and substituted amines, such as mono-, di- and triethanolamines
  • alkaline builder substances such as alkalimetal carbonates, alkalimetal
  • detergent compositions vary in relation to the physical state of the composition, the intended usage and the local textile treatment needs inclusive of laundering habits.
  • Solid, granular detergent compostions frequently contain a peroxybleach compound in an amount from about 3% to about 50%, preferably from about 5% to about 35%.
  • Suitable peroxybleach compounds are all those which are known to be adapted for use in or have already been used in detergent technology. Examples of such peroxybleaches include the water-soluble alkali salts of perborate mono-hydrate, perborate tetrahydrate, persulfates, persilicates, perphosphates, and percarbonates.
  • Organic oxygen-bleach activators can also advantageously be used in oxygen-bleach containing detergent executions of this invention.
  • activators include phthalic anhydride, tetra-acetyl ethylene diamine, tetra-acetyl methylene diamine and tetra-acetyl glycouril. Such activators are frequently used in levels from about 0.2% to 15%, preferably from 1% to 4%. The weight ratios of the peroxybleach compound to the activator is frequently in the range from about 10:1 to 2:1.
  • the detergent compositions of this invention further frequently contain as an optional ingredient, a detergent builder in a level from about 1% to about 50%.
  • a detergent builder in a level from about 1% to about 50%.
  • the non-solid detergent embodiments frequently contain builder ingredients in levels up to 15%.
  • the solid detergents contain a detergent builder or a detergent builder system in a level which is preferably in the range from about 10% to about 45%.
  • the builder component can be represented by all known water-soluble and water-insoluble detergent builder ingredients.
  • Non-limiting examples of suitable water-soluble, inorganic alkaline detergency builder salts include the alkali metal carbonates, borates, phosphates, polyphosphates, tripolyphosphates, bicarbonates, silicates, and sulfates. Specific examples of such salts include the sodium and potassium tetraborates, bicarbonates, carbonates, tripolyphosphates, pyrophosphates, and hexametaphosphates.
  • organic alkaline detergency builder salts examples include : (1) water-soluble amino polyacetates, e.g. sodium and potassium ethylene diamine tetra-acetates, nitrilotriacetates, and N-(2-hydroxyethyl)nitrilodiacetates; (2) water-soluble salts of phytic acid, e.g. sodium and potassium phytates; (3) water-soluble polyphosphonates, including sodium, potassium and lithium salts of ethane-1-hydroxy-1,1-diphosphonic acid; sodium, potassium, and lithium salts of methylene- diphosphonic acid and the like.
  • Additional organic builder salts useful herein include the polycarboxylate materials described in U.S. Patent No.
  • Citric acid detergent builders can advantageously be used in liquid detergents.
  • alkali metal salts of the. foregoing inorganic and organic polyvalent anionic builder salts are preferred for use herein from an economic standpoint, the ammonium, alkanolammonium (e.g. triethanolammonium, diethanolammonium and monoethanolammonium) and other water-soluble salts of any of the foregoing builder anions can be used.
  • alkanolammonium e.g. triethanolammonium, diethanolammonium and monoethanolammonium
  • other water-soluble salts of any of the foregoing builder anions can be used.
  • Mixtures of organic and/or inorganic builders can be used herein.
  • One such mixture of builders is disclosed in Canadian Patent No. 755,038, e.g., a ternary mixture of sodium tripolyphosphate, trisodium nitrilotriacetate, and trisodium ethane-1-hydroxy-1,1-diphosphonate.
  • detergengy builder material useful in the present invention comprises a water-soluble material capable of forming a water-insoluble reaction product with water hardness cations, preferably in combination with a crystallization seed which is capable of providing growth sites for said reaction product.
  • materials capable of forming the water-insoluble reaction product include the water-soluble salts of carbonates, bicarbonates, sesquicarbonates, silicates, aluminates and oxalates.
  • the alkali metal, especially sodium, salts of the foregoing materials are preferred for convenience and economy.
  • Preferred crystallization seed materials are calcium carbonate, calcium oxide and calcium hydroxide. Such "seeded builder" compositions are fully disclosed in British Patent Specification No. 1.424.406, incorporated herein by reference.
  • Non-seeded precipitating builder systems employing pyrophosphates or mixtures thereof with orthophosphates are also useful herein.
  • Precipitating pyrophosphate and ortho- pyrophosphate builder systems are disclosed in German Patent Applications OLS No. 25 42 704 and 26 05 052 published April 15 and August 16, 1976, respectively, which are specifically incorporated herein by reference.
  • Suitable examples of water-insoluble detergent builders are selected from the group consisting of zeolites A, X, or P(B), or mixtures thereof, having a particle size diameter of from about 0.01 micron to about 25 microns and containing at least 10% water of hydration, and amorphous hydrate aluminosilicate material of the empirical formula: M z (zA10 2 .ySi0 2 ) wherein M is sodium, potassium ammonium, z is from about 0.5 to about 2, y is 1, said material having a particle size diameter of less than about 100 microns, a magnesium ion exchange capacity of at least about 50 milligrams equivalents of CaCO 3 hardness per gram of anhydrous aluminosilicate, and a Mg exchange rate of at least about 1 grain/gallon/minute/gram/ gallon, and mixtures thereof.
  • the preferred synthetic crystalline aluminosilicate materials for use herein commonly known as Zeolites A, X, and P(B) should contain at least 10% water of hydration and should have a particle size diameter of from about 0.5 micron to about 30 microns, more preferably from about 0.5 micron to about 10 microns.
  • Aluminosilicate materials are more fully described in U.S. Patent 4,096,081, Phenicie et al., issued June 20, 1978, and German Patent No. 27 04 003, Ohren, published on August 18, 1977, the disclosures of which are incoporated herein by reference.
  • the amorphous aluminosilicate materials suitable for use herein are fully described in U.S.Patent No. 4.180.485, Llenado, published December 25, 1975, incorporated herein by reference.
  • the water-insoluble detergent builders are frequently and preferably utilized in the granular compositions herein in conjunction with a water-soluble detergent cobuilder ingredient in a weight ratio of aluminosilicate:water-soluble detergent cobuilder of from 4:1 to 1:4.
  • Suitable examples of preferred water-soluble cobuilder ingredients are represented by the water-soluble salts of nitrilotriacetic acid, polyphosphates e.g. tripolyphosphates, and citrates.
  • the cations of these cobuilders can e.g. be represented by alkalimetal ions, sodium, potassium, lithium, and by organic ions such as amines, substituted amines (alkanolamines) and ammonium ions.
  • compositions cf this invention can comprise a series of supplementary components to perfect and complement the benefits derived from the compositions herein.
  • additional components include brighteners, dyes, perfumes, bactericides, processing aids, anti-oxidants, corrosion inhibitors, enzymes suds regulants and so on.
  • copolymer of a (1) vinyl compound having the general formula RCH CHR wherein one R represents a hydrogen atom and the other R represents an alkyl radical containing from one to about 4 carbon atoms; and (2) maleic anhydride.
  • the copolymeric vinyl ingredient is normally used in an amount from about 0.1% to about 6%, preferably from 0.25% to 4%.
  • Specific examples of these copolymeric ingredients include a water-soluble acid, an alkali-metal salt of that acid, an ester, or a C1-2alkyl- or alkylolamide of a maleic anhydride-vinyl Cl-4 alkyl ether copolymer.
  • the specific viscosity of, for example, the maleic anhydride-vinyl C l-4 alkyl ether, preferably methylether, copolymer for use herein normally varies between 0.1 and 6, most preferably between 0.2 and 5.0.
  • the (molecular) monomer ratio (maleic: vinylalkylether) is preferably in the range from 2:1 to 1:2.
  • the specific viscosity is defined by measuring the viscosity of the solution of 1 g of the anhydride copolymer in 100 ml methylethylketone at 25°C in a series 100 CANNON-FENSKE viscosity meter.
  • the copolymeric component can serve as slurry processing aid to thus provide a detergent product having improved physical properties including flowability.
  • Another optional ingredient is a mixture of alkoxylated mono-and diesters of phosphoric acid.
  • This mixture which is normally used in an amount from 0.5% to 20% by reference to the sum of the surface-active agents, is particularly useful in detergent compositions containing, in part or solely, nonionic surface-active agents.
  • These phosphoric esters are preferably represented by alkoxylated fatty alcohols having from 10 to 22 carbon atoms with 2 to 15 moles ethylene oxide or propylene oxide.
  • the weight ratio of monophosphoric esters to diphos- phoric esters is usually in the range from 6:1 to 3:1, preferably 4:1.
  • nonionic surfactants are incorporated by slurrying and subsequent spray-drying, to add to the crutcher from 0.01% to 10%, expressed by reference to the nonionic surfactant of, an anti-oxidant.
  • Suitable examples of anti-oxidant materials are disclosed in German Patent Application DAS 16 17 209.
  • a preferred anti-oxidant material is 4,4'-thiobis(6-tert-butyl-m-cresol).
  • the detergent compositions can additionally contain an enzymatic ingredient.
  • Proteases, amylases and lipases can be added in an amount from 0.001% to about 5% to augment and aid in the cleaning activity of the detergent compositions herein.
  • Preferred proteolytic enzymes are disclosed in Belgian Patent 775.854, to EYMERY et al., granted May 26, 1972.
  • the detergent compositions of this invention frequently comprise a suds regulant in a level of 0.01%-10%.
  • Suitable suds regulants are well-known in detergent technology and most of these can easily be used in combination with the claimed technology.
  • Conventional detergent suds regulants which can be used include saturated fatty acids especially those having 16 to 24 carbon atoms in the alkylchain, nonionic suds regulants and mixtures thereof.
  • Another class of well-known suds regulants are silicones, preferably silanated silicones in admixture with microcrystalline waxes. Mixtures of low levels of silicones (0.01-0.2%) and/or fatty acids (0.2-2%) are known to be suitable for use in the liquid executions of this invention.
  • Preferred suds regulants containing a separately processed detergent additive on basis of a water-insoluble liquid hydrocarbon, an adjunct material preferable a solid hydrocarbon, and a hydrophobic silica are described in U.S. Patent 4,192,761, Peltre and Lafleur, issued March 11, 1980, incorporated herein by reference. These liquid hydrocarbon- containing regulants are preferably used in granular executions.
  • a detergent composition was prepared having the following formulation.
  • the detergent compositions were used for comparative laundry tests in a Miele W 421 washing machine.
  • a detergent composition was prepared having the following composition:
  • the amine oxide was incorporated into the crutcher.
  • the spray-drying sensitive ingredients were added to the base-powder by dry-mixing.
  • Detergent compositions were prepared by using the di-amine dioxide of Example I in accordance with the technique set forth in that example.
  • Liquid detergent compositions were prepared having the following compositions:
  • compositions were used for comparative laundry tests in a Miele W421 washing machine.
  • Testing parameters were: 60°C heat-up cycle; mainwash only step using a product concentration of 0.75% in city water with an average water hardness of about 3 mmoles/1.; ratio Ca/Mg: 5:1;'laundering treatment in presence of 3 kg soiled clothes.
  • the whiteness maintenance readings were pooled and averaged on 4 replicates with the following results.
  • the watches treated with prior art composition B were used as a reference.
  • a detergent composition was prepared having the composition of Example II, except for the C 12 -C 14 dimethyl amine oxide which was used at a level of 0.5%, the balance being sodium sulfate.
  • the whiteness maintenance readings were pooled and averaged on 4 replicates with the following results.
  • the swatches treated with prior art composition A were used as a reference.
  • compositions of this invention provide truly superior performance upon use in a up-to-60°C (as compared to up-to-the-boil) laundering method.
  • Heavy duty liquid detergents are prepared by mixing the listed ingredients.
  • compositions VI and VII of this invention exhibit excellent textile cleaning and whiteness maintenance properties.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)
EP19810200601 1980-06-17 1981-06-03 Reinigungsmittelzusammensetzung mit einem niedrigen Gehalt an Aminoxiden Expired EP0042188B2 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT81200601T ATE9714T1 (de) 1980-06-17 1981-06-03 Reinigungsmittelzusammensetzung mit einem niedrigen gehalt an aminoxiden.

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GB8019680 1980-06-17
GB8019680 1980-06-17
GB8038306 1980-11-28
GB8038306 1980-11-28

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EP0042188A1 true EP0042188A1 (de) 1981-12-23
EP0042188B1 EP0042188B1 (de) 1984-10-03
EP0042188B2 EP0042188B2 (de) 1990-02-28

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0095205A1 (de) * 1982-05-24 1983-11-30 THE PROCTER & GAMBLE COMPANY Fettsäure enthaltende Detergenszusammensetzungen
EP0135217A1 (de) * 1983-07-22 1985-03-27 THE PROCTER & GAMBLE COMPANY Ethoxilierte Aminoxide mit Schmutzentfernungs- und Antiwiederablagerungseigenschaften, verwendbar in Detergenszusammensetzungen
GB2151252A (en) * 1983-12-10 1985-07-17 Sandoz Ltd Detergent composition
EP0735131A2 (de) * 1995-03-27 1996-10-02 The Procter & Gamble Company Verwendung von Aminoxid-Tensiden zur Verbesserung der Fleckentfernung
US5972875A (en) * 1997-04-23 1999-10-26 Crutcher; Terry Low-foaming amine oxide surfactant concentrate and method of manufacture
WO2001071062A1 (en) * 2000-03-21 2001-09-27 Holland Novochem Bv Corrosive preventive composition and method of using the same
US11130709B2 (en) 2015-05-19 2021-09-28 Gcp Applied Technologies Inc. Polyalkoxylated polyamine oxide defoaming compositions

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3202714A (en) * 1961-12-04 1965-08-24 Procter & Gamble Oxy containing tertiary amine oxides
GB1007343A (en) * 1961-12-21 1965-10-13 Procter & Gamble Amine oxide detergents
DE1467662A1 (de) * 1964-10-06 1969-03-06 Procter & Gamble Fluessiges Waschmittel mit Aufbaustoffen
DE2736903A1 (de) * 1976-08-17 1978-02-23 Colgate Palmolive Co Unloesliche waschmittel-gerueststoffe, diese enthaltende waschmittel sowie verfahren zur herstellung derselben
DE2843709A1 (de) * 1977-10-14 1979-04-26 Pq Corp Waschmittelgemische, die silan-zeolith-geruestsubstanzen enthalten

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3202714A (en) * 1961-12-04 1965-08-24 Procter & Gamble Oxy containing tertiary amine oxides
GB1007343A (en) * 1961-12-21 1965-10-13 Procter & Gamble Amine oxide detergents
US3234139A (en) * 1961-12-21 1966-02-08 Procter & Gamble Diamine dioxide detergent compositions
DE1467662A1 (de) * 1964-10-06 1969-03-06 Procter & Gamble Fluessiges Waschmittel mit Aufbaustoffen
DE2736903A1 (de) * 1976-08-17 1978-02-23 Colgate Palmolive Co Unloesliche waschmittel-gerueststoffe, diese enthaltende waschmittel sowie verfahren zur herstellung derselben
GB1568420A (en) * 1976-08-17 1980-05-29 Colgate Palmolive Co Disintegrable detergent builder agglomerate
DE2843709A1 (de) * 1977-10-14 1979-04-26 Pq Corp Waschmittelgemische, die silan-zeolith-geruestsubstanzen enthalten

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0095205A1 (de) * 1982-05-24 1983-11-30 THE PROCTER & GAMBLE COMPANY Fettsäure enthaltende Detergenszusammensetzungen
EP0135217A1 (de) * 1983-07-22 1985-03-27 THE PROCTER & GAMBLE COMPANY Ethoxilierte Aminoxide mit Schmutzentfernungs- und Antiwiederablagerungseigenschaften, verwendbar in Detergenszusammensetzungen
GB2151252A (en) * 1983-12-10 1985-07-17 Sandoz Ltd Detergent composition
EP0735131A2 (de) * 1995-03-27 1996-10-02 The Procter & Gamble Company Verwendung von Aminoxid-Tensiden zur Verbesserung der Fleckentfernung
EP0735131A3 (de) * 1995-03-27 1996-12-11 Procter & Gamble Verwendung von Aminoxid-Tensiden zur Verbesserung der Fleckentfernung
US5972875A (en) * 1997-04-23 1999-10-26 Crutcher; Terry Low-foaming amine oxide surfactant concentrate and method of manufacture
WO2001071062A1 (en) * 2000-03-21 2001-09-27 Holland Novochem Bv Corrosive preventive composition and method of using the same
US11130709B2 (en) 2015-05-19 2021-09-28 Gcp Applied Technologies Inc. Polyalkoxylated polyamine oxide defoaming compositions

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EP0042188B1 (de) 1984-10-03
DE3166434D1 (en) 1984-11-08
EP0042188B2 (de) 1990-02-28

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