EP0421327B1 - Vollwaschmittel für Wäsche - Google Patents

Vollwaschmittel für Wäsche Download PDF

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Publication number
EP0421327B1
EP0421327B1 EP19900118815 EP90118815A EP0421327B1 EP 0421327 B1 EP0421327 B1 EP 0421327B1 EP 19900118815 EP19900118815 EP 19900118815 EP 90118815 A EP90118815 A EP 90118815A EP 0421327 B1 EP0421327 B1 EP 0421327B1
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EP
European Patent Office
Prior art keywords
weight percent
laundry detergent
sodium
oxide dihydrate
alkyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP19900118815
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English (en)
French (fr)
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EP0421327A1 (de
Inventor
Kim Renae Smith
James Ellwood Borland
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Albemarle Corp
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Albemarle Corp
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Publication of EP0421327A1 publication Critical patent/EP0421327A1/de
Application granted granted Critical
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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
    • C11D1/66—Non-ionic compounds
    • C11D1/75—Amino oxides

Definitions

  • Trialkylamine oxides are known to be effective surfactants. Such amine oxides are made commercially by reacting a suitable trialkylamine with aqueous hydrogen peroxide. In this process the water content must be controlled to be at least 70 weight percent of the final composition or the reaction mass will gel and cannot be stirred. Such dilute aqueous solutions of trialkylamine oxide cannot be used to make a free-flowing granular laundry detergent by dry blending.
  • Esposita et al. U. S. 4,299,739 mention the desirability of including tert-amine oxides in laundry detergents but offer no suggestion of how to tolerate the high water content.
  • free-flowing granular heavy duty laundry detergent containing a trialkylamine oxide surfactant can be made by dry mixing a detergent alkylamine oxide dihydrate with a suitable laundry detergent builder and optionally other laundry detergent components.
  • a preferred embodiment of the invention is a free-flowing heavy duty granular laundry detergent, said laundry detergent comprising (i) 1-30 weight percent of a discrete tert-amine oxide dihydrate having the formula R1R2R3NO ⁇ 2H2O wherein R1 is a C8 ⁇ 24 alkyl, R2 is methyl, ethyl or a C12 ⁇ 24 alkyl and R3 is methyl or ethyl and (ii) 10-50 weight percent of a detergent builder.
  • Another embodiment of the invention is a free-flowing heavy duty granular laundry detergent comprising 5-30 weight percent tetradecyl dimethylamine oxide dihydrate and 70-95% sodium tripolyphosphate.
  • Another embodiment of the invention is a free-flowing heavy duty granular laundry detergent comprising 5-30 weight percent tetradecyl dimethylamine oxide dihydrate, 5-30 weight percent sodium alkylbenzene sulfonate and 10-85 weight percent of at least one sodium carbonate and Zeolite A.
  • An essential ingredient of the present heavy duty laundry detergent is the trialkylamine oxide dihydrate having the above formula R1R2R3NO ⁇ 2H2O.
  • Such solid tert-amine dihydrates comprise 1-50 weight percent of the detergent composition. More preferably the detergent comprises 5-30 weight percent and most preferably 10-25 weight percent of the formulation.
  • the essential trialkylamine oxide dihydrates can be made by a process in which the appropriate amine is reacted with at least a stoichiometric amount of concentrated (e.g., 50-70 weight percent active) hydrogen peroxide in an organic ester solvent (e.g., ethyl acetate) in an amount sufficient to maintain a fluid reaction mixture. Reaction temperatures of 25-100°C can be used. A preferred range is 60-75°C. Carbon dioxide can be injected to promote the reaction. Use of 1.2 theories of 70 weight percent hydrogen peroxide results in a final reaction mixture which contains 2 moles of water per mole of amine oxide. If more water than this is present, it should be distilled out to obtain a 2/1 water/amine oxide mole ratio.
  • concentrated e.g., 50-70 weight percent active
  • organic ester solvent e.g., ethyl acetate
  • the organic ester solution can then be cooled causing the amine oxide dihydrate to crystallize.
  • the organic ester can be distilled out at atmospheric pressure or under vacuum to obtain the amine oxide dihydrate as the residue. It was surprisingly found that the tert-amine oxide dihydrate was not hygroscopic.
  • a typical process for making a free flowing heavy duty granular non-hygroscopic laundry detergent comprises dry mixing 5-30 weight percent of a discrete solid non-hygroscopic tetradecyl dimethylamine oxide dihydrate, 20-80 weight percent of Zeolite A or sodium tripolyphosphate, 5-30 weight percent of a sodium C10 ⁇ 16 alkyl benzene sulfonate and 10-60 weight percent of a sodium carbonate.
  • Trialkylamines useful in making the tert-amine oxide dihydrate are those having the formula R1R2R3N wherein R1, R2 and R3 are as previously defined. Representative examples of these are: octyl dimethylamine decyl dimethylamine dodecyl dimethylamine dodecyl diethylamine tetradecyl dimethylamine hexadecyl diethylamine octadecyl dimethylamine eicosyl dimethylamine docosyl dimethylamine tetracosyl dimethylamine decyl dodecyl methylamine didodecyl ethylamine ditetradecyl methylamine dihexadecyl methylamine eicosyldecyl methylamine ditetracosyl methylamine and including mixtures thereof.
  • tert-amines consists of those in which R1, is a linear C12 ⁇ 24 primary alkyl, R2 and R3 are methyl. Examples of these are: n-dodecyl dimethylamine n-tetradecyl dimethylamine n-hexadecyl dimethylamine n-eicosyl dimethylamine n-docosyl dimethylamine n-tetracosyl dimethylamine and including mixtures thereof.
  • the other essential ingredient in the present laundry detergent is at least one detergent builder.
  • Detergent builders include sodium aluminum silicates (e.g. Zeolite A), sodium tripolyphosphate (STPP), sodium salt of nitrilotriacetic acid, sodium carbonate, sodium bicarbonate, sodium citrate, potassium carboxymethyloxymalonate, sodium carboxymethyloxy succinate, sodium salt of ethylenediaminetetraacetic acid (EDTA) and sodium pyrophosphate.
  • EDTA ethylenediaminetetraacetic acid
  • EDTA ethylenediaminetetraacetic acid
  • the amount of builder can vary from 10 weight percent to 85 weight percent or more. A preferred amount is 20-80 weight percent and most preferably 30-50 weight percent.
  • the laundry detergent can contain an additional surfactant other than the present tert-amine oxide dihydrate.
  • additional surfactants are anionic, nonionic, amphoteric and cationic detergents.
  • Anionics include sodium, potassium, ammonium or alkylolammonium fatty acid soaps such as sodium salts of tallow fatty acids, coco fatty acids, oleic acid and stearic acid.
  • Other very useful anionics are the sodium, potassium, ammonium and alkylolammonium salts of C10 ⁇ 16 alkyl benzenesulfonic acids such as sodium tridecylbenzenesulfonate.
  • the sodium, potassium, ammonium and alkylolammonium salts of C12 ⁇ 16 alphaolefin sulfonates and C12 ⁇ 16 alkylsulfates are useful.
  • Still another class of useful anionic surfactants comprises the alkali metal alkyl glyceryl ether sulfonates such as the C12 ⁇ 16 alkyl monoglyceride sulfonates and sulfates.
  • alkali metal salts of C8 ⁇ 12 alkylphenyl polyethoxysulfonates and sulfates which contain 5-10 ethyleneoxy units per molecule are useful.
  • anionics include the water-soluble salts of 2-10 alkyl esters of C12 ⁇ 16 alpha-sulfonated fatty acids. Also water-soluble salts of 2-acyloxyalkane-1-sulfonic acid which contain 2-9 carbon atoms in the aryl group are useful. Likewise fatty alcohol sulfates and ether sulfates are effective anionic surfactants. Also C12 ⁇ 18 alkyl polyethoxysulfates are useful co-surfactants.
  • Useful nonionics include polyethyleneoxy (5-10 units) C12 ⁇ 16 alcohols or C5 ⁇ 10 alkylphenols. Examples are polyethoxylated (5-9 units) dodecanol and polyethoxylated (5-9 units) nonylphenol.
  • Cationic surfactants include quaternary ammonium, phosphonium and sulfonium compounds having at least one detergent range, e.g. C12 ⁇ 18, alkyl group such as dodecyl dimethyl ammonium chloride.
  • Useful amphoteric surfactants include the C12 ⁇ 18 alkyl dimethyl betaines such as hexadecyl dimethylbetaine.
  • Other formulation components can include optical brightening agents, e.g. 4,4'-bis(triazin-2-ylamino) stilbene-2,2'-disulfonic acid, 2-(stilben-4-yl) napthotriazole, 1,4-bis(styryl)benzene and 1,3-dipenyl-2-pyrazoline.
  • the laundry detergent may also be formulated to contain dry peroxygen bleaches, e.g., sodium perborate; bleach activators, e.g., sodium C9 acyloxybenzenesulfonate; and anti-redeposition agents, e.g., sodium polyacrylate.
  • dry peroxygen bleaches e.g., sodium perborate
  • bleach activators e.g., sodium C9 acyloxybenzenesulfonate
  • anti-redeposition agents e.g., sodium polyacrylate.
  • Water soluble bulk fillers are routinely included in laundry detergents such as sodium sulfate.
  • a typical laundry detergent formulation will contain 5-50 weight percent filler to aid in handling.

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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)

Claims (10)

  1. Rieselfähiges Wäschedetergenz in Granulatform für starke Beanspruchung, welches (i) 1 bis 30 Gew.-% eines diskreten tert-Aminoxiddihydrats der Formel



            R₁R₂R₃NO·2H₂O,



    in der R₁ ein C₈₋₂₄-Alkyl, R₂ Methyl, Ethyl oder ein C₁₂₋₂₄-Alkyl und R₃ Methyl oder Ethyl ist, und (ii) 10 bis 50 Gew.-% eines Detergenzbuilders umfaßt.
  2. Wäschedetergenz nach Anspruch 1, in dem R₂ und R₃ Methyl sind.
  3. Wäschedetergenz nach Anspruch 1 oder 2, bei dem R₁ eine lineare C₁₂₋₂₄-Alkylgruppe ist.
  4. Wäschedetergenz nach einem der vorstehenden Ansprüche, bei dem der Builder aus der aus Natriumtripolyphosphat, Natriumcarbonat, Natriumnitriltriacetat, Natriumaluminiumsilicat und Mischungen davon ausgewählt ist.
  5. Wäschedetergenz nach einem der vorstehenden Ansprüche, das zusätzlich zu dem tert-Aminoxiddihydrat mindestens ein aus anionischen oberflächenaktiven Mitteln, nichtionischen oberflächenaktiven Mitteln, amphoteren oberflächenaktiven Mitteln, kationischen oberflächenaktiven Mitteln und Mischungen davon ausgewähltes oberflächenaktives Mittel enthält.
  6. Rieselfähiges Wäschedetergenz in Granulatform für starke Beanspruchung, umfassend
    (a) 5 bis 30 Gew.-% Tetradecyldimethylaminoxiddihydrat,
    (b) 5 bis 30 Gew.-% Natriumalkylbenzolsulfonat,
    (c) 10 bis 85 Gew.-% Natriumcarbonat und/oder Zeolith A,
  7. Rieselfähiges Wäschedetergenz in Granulatform für starke Beanspruchung, umfassend
    (a) 5 bis 30 Gew.-% Tetradecyldimethylaminoxiddihydrat,
    (b) 70 bis 95 % Natriumtripolyphosphat.
  8. Verfahren zur Herstellung eines rieselfähigen, nicht hygroskopischen Wäschedetergenz in Granulatform für starke Beanspruchung, bei dem ein diskretes tert-Aminoxiddihydrat der Formel



            R₁R₂R₃NO·2H₂O,



    in der R₁ ein C₁₂₋₁₄-Alkyl, R₂ Methyl, Ethyl oder ein C₁₂₋₁₄-Alkyl und R₃ Methyl oder Ethyl ist, trocken mit herkömmlichen Wäschedetergenzkomponenten einschließlich eines Detergenzbuilders gemischt wird.
  9. Verfahren nach Anspruch 8, bei dem folgende Komponenten trocken gemischt werden:
    (a) 5 bis 30 Gew.-% eines diskreten, festen, nicht hygroskopischen Tetradecyldimethylaminoxiddihydrats,
    (b) 20 bis 80 Gew.-% Zeolith A
    (c) 5 bis 30 Gew.-% Natrium-C₁₀₋₁₆-Alkylbenzolsulfonat und
    (d) 10 bis 60 Gew.-% Natriumcarbonat.
  10. Verfahren nach Anspruch 8, bei dem folgende Komponenten trocken gemischt werden:
    (a) 5 bis 30 Gew.-% eines diskreten, festen, nicht hygroskopischen Tetradecyldimethylaminoxiddihydrats,
    (b) 20 bis 80 Gew.-% Natriumtripolyphosphat
    (c) 5 bis 30 Gew.-% Natrium-C₁₀₋₁₆-Alkylbenzolsulfonat und
    (d) 10 bis 60 Gew.-% Natriumcarbonat.
EP19900118815 1989-10-02 1990-10-01 Vollwaschmittel für Wäsche Expired - Lifetime EP0421327B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US41614389A 1989-10-02 1989-10-02
US416143 1989-10-02

Publications (2)

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EP0421327A1 EP0421327A1 (de) 1991-04-10
EP0421327B1 true EP0421327B1 (de) 1995-12-20

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EP19900118815 Expired - Lifetime EP0421327B1 (de) 1989-10-02 1990-10-01 Vollwaschmittel für Wäsche

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EP (1) EP0421327B1 (de)
JP (1) JP2848536B2 (de)
CA (1) CA2025973A1 (de)
DE (1) DE69024305T2 (de)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993012217A1 (en) * 1991-12-19 1993-06-24 Ethyl Corporation Granular laundry detergent and detergent builder
CN1044718C (zh) * 1993-11-19 1999-08-18 普罗格特-甘布尔公司 含氧化胺和磺酸盐表面活性剂的洗涤剂组合物
MA23390A1 (fr) * 1993-12-07 1995-07-01 Procter & Gamble Composition detergente contenant un tensioactif d'oxyde-amine sous forme d'agglomerats
CA2293527A1 (en) * 1997-06-03 1998-12-10 The Procter & Gamble Company Process for making solid amine oxide surfactant composition
AU3295697A (en) * 1997-06-03 1998-12-21 Procter & Gamble Company, The Solid amine oxide surfactant composition
CA2303245A1 (en) * 1997-09-10 1999-03-18 Conrad J. Langlois, Jr. Dish-cleaning block

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3489687A (en) * 1965-10-21 1970-01-13 Colgate Palmolive Co Dehydration of amine oxides
US4299739A (en) * 1976-03-25 1981-11-10 Lever Brothers Company Use of aluminum salts in laundry detergent formulations
JPS5867795A (ja) * 1981-10-16 1983-04-22 日本油脂株式会社 洗剤用添加剤の製造法

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Publication number Publication date
CA2025973A1 (en) 1991-04-03
DE69024305T2 (de) 1996-05-15
DE69024305D1 (de) 1996-02-01
JPH03179096A (ja) 1991-08-05
JP2848536B2 (ja) 1999-01-20
EP0421327A1 (de) 1991-04-10

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