EP0433257B1 - Verfahren zum Erhöhen des Bleicheffektes beim Waschen und Verwendung bestimmter amphoterer Verbindungen in einer Waschmittelzusammensetzung zum Erhöhen des Bleicheffektes - Google Patents

Verfahren zum Erhöhen des Bleicheffektes beim Waschen und Verwendung bestimmter amphoterer Verbindungen in einer Waschmittelzusammensetzung zum Erhöhen des Bleicheffektes Download PDF

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Publication number
EP0433257B1
EP0433257B1 EP90850401A EP90850401A EP0433257B1 EP 0433257 B1 EP0433257 B1 EP 0433257B1 EP 90850401 A EP90850401 A EP 90850401A EP 90850401 A EP90850401 A EP 90850401A EP 0433257 B1 EP0433257 B1 EP 0433257B1
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Prior art keywords
weight
carbon atoms
amphoteric compound
per cent
washing
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EP90850401A
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English (en)
French (fr)
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EP0433257A1 (de
Inventor
Jadwiga Palicka
Hans Olof Lagnemo
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Nouryon Surface Chemistry AB
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Akzo Nobel Surface Chemistry AB
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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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39—Organic or inorganic per-compounds
    • C11D3/3902—Organic or inorganic per-compounds combined with specific additives
    • C11D3/3905—Bleach activators or bleach catalysts
    • C11D3/3907—Organic compounds
    • C11D3/3917—Nitrogen-containing 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
    • C11D1/88—Ampholytes; Electroneutral 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
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/94—Mixtures with anionic, cationic or non-ionic compounds

Definitions

  • the invention relates to a method for enhancing the bleaching effect at washing in the presence of perborates.
  • the bleaching effect is enhanced by using certain amphoteric compounds, or amine oxides of these, and the invention also relates to the use of such compounds in detergent compositions containing perborates.
  • R is a higher hydrocarbon group
  • R1 is hydrogen or a lower alkyl group
  • x 2 or 3
  • y is 0 to 4
  • Q is a group -R2COOM wherein R2 is an alkylene group and M is hydrogen or another cation and B is hydrogen or a group Q are per se known.
  • Compounds of this type are disclosed in the European patent applications 160507, 162600 and 214868. The compounds are used in detergent and shampoo compositions for surface activity and for their antimicrobial properties.
  • amphoteric compounds of this type in combination with zeolites in detergent compositions since it has been found that they show a synergistic effect at softening of water. It is also evident from this application that the detergent compositions may contain perborates as bleaching agents. However, the amphoteric compound should be present in fairly high amounts to give the desired effect. Further, it is advised against the use of the amphoteric compounds in detergent compositions containing anionic tensides.
  • amphoteric compounds or amine oxides of these, enhance the bleaching effect at washing in the presence of perborates.
  • the amphoteric compounds and their amine oxides can inhibit the decomposition of hydrogen peroxide to free radicals at washing, which probably depends on their complexing ability.
  • the invention thus relates to a process for enhancing the bleaching effect at washing under alkaline conditions in the presence of perborates as defined in the patent claims.
  • the washing is carried out under alkaline conditions using a detergent composition containing 6-25 per cent by weight of a perborate and the presence of up to 4.5 per cent by weight of at least one amphoteric compound of the general formula (I) wherein R is a hydrocarbon group having 7 to 22 carbon atoms, R1 is hydrogen or alkyl with 1 to 6 carbon atoms, x is 2 or 3, y is 0 or an integer of 1 to 4 and Q is (R2-COOM) where R2 is alkylene with 1 to 6 carbon atoms, M is H, an alkali metal, an alkaline earth metal, an ammonium or a substituted ammonium ion, and B is hydrogen or is defined according to Q, or a detergent composition containing 6-25 per cent by weight of a perborate and the presence of up to 4.5 per cent by weight of at least one
  • the composition can thus contain corresponding amounts of at least one amine oxide of amphoteric compound as above defined.
  • One or several of the nitrogen groups in the amphoteric compounds can be oxidized.
  • Useful compounds can be defined by the general formula (II) wherein R, R1, x, y, Q, R2, M and B have the above given definitions.
  • the term amine oxide is used to include also compounds wherein only some of the amine groups have been oxidized.
  • the amine oxides of the defined amphoteric compounds are new compounds and can also be used for the same purposes as the previously known amphoteric compounds of formula (I), ie as tensides, antimicrobial agents or take part in softening of water.
  • the hydrocarbon group R can be straight or branched, saturated or unsaturated, and may contain substituents such as hydroxyl groups or carbonyl groups.
  • R is preferably an alkyl or alkenyl group, but can also be a cycloalkyl-alkyl group, an aralkyl or aralkenyl group where the alkyl or alkenyl group contains at least 6 carbon atoms.
  • R suitably contains 12 to 22 carbon atoms, preferably 12 to 20 carbon atoms.
  • R is a hydrocarbon group originating from natural fatty acids and particularly from tallow or coco fatty acid.
  • R1 is hydrogen or a lower alkyl group, suitably with 1 to 6 carbon atoms and preferably hydrogen or a methyl group.
  • x is 2 or 3 and y is suitably 1, 2, 3 or 4 and preferably 1, 2 or 3.
  • the group R2 is suitably a methylene or ethylene group, preferably a methylene group.
  • M is hydrogen or an ion from the groups alkali metals, alkaline earth metals, ammonium or substituted ammonium such as for example mono-, di- or trihydroxyethylammonium.
  • M is preferably alkali metal, especially sodium. It is particularly preferred that all groups B in the compounds of the above given general formulae are groups Q.
  • Amphoteric compounds which can be used according to the present invention are per se previously known, for example from the earlier mentioned patent applications. They are also commercially available under the trade name Ampholak (R) . Amine oxides can be prepared by allowing one of the earlier known amphoteric compounds to react with a per-compound, such as peracid or hydrogen peroxide, under acid conditions.
  • the detergent composition suitably contains from 0.5 per cent by weight and preferably from 0.5 to 3 per cent by weight of the amphoteric compound and/or amine oxide of this.
  • the perborate can be present as mono- or tetrahydrate with an alkali metal, such as for example sodium, as positive counter ion. Suitable amounts in the composition is within the range of from 6 to 25 per cent by weight, preferably from 10 to 20 per cent by weight.
  • the invention also relates to the use of amphoteric compounds as above defined or amine oxides of these in detergent compositions containing perborates to enhance the bleaching effect at washing with the compositions.
  • the compositions contain up to 4.5 per cent by weight, suitably from 0.5 per cent by weight and preferably from 0.5 to 3 per cent by weight of at least one of the defined amphoteric compounds, or an amine oxide of this.
  • Suitable amounts of perborates in the compositions are within the range of from 6 to 25 per cent by weight, preferably from 10 to 20 per cent by weight.
  • the combination according to the invention of perborate and amphoteric compound, or amine oxide of the amphoteric compound, can be used in otherwise conventional detergent compositions intended at first hand for laundering.
  • the detergent compositions are suitably in powder form and can be prepared in a conventional manner, such as by dry blending, agglomeration or spray drying a slurry of the components.
  • tensides are also present, preferably anionic and/or nonionic tensides and/or soaps.
  • the anionic tensides are suitably present in an amount of from 6 to 20 per cent by weight and can for example comprise linear alkylbenzene sulfonate, secondary alkane sulfonate, alcohol-ethoxy sulfate or alpha-olefin sulfonate.
  • the nonionic tensides are suitably present in an amount of from 2 to 8 per cent by weight and can for example comprise alkoxylated compounds, such as fatty alcohols, alkyl phenols and alkyl amines.
  • the soaps are suitably present in amounts of from 2 to 4 per cent by weight and can for example comprise sodium- or potassium salts of tallow.
  • the compositions can moreover comprise per se known components such as water glass, enzymes, builders such as phosphates or zeolites, fillers such as sodium sulfate, carbonates and bicarbonates, bleach activators such as TAED (tetraacetylethylene diamine) or TAGU (tetraacetylglucoluril), diperoxy acids, foam regulators, perfumes and colorants.
  • a detergent composition containing perborate and amphoteric compounds, or amine oxides can for example contain the following main components up to 100%.
  • phosphates 10 to 30 per cent by weight of zeolites and 3 to 10 per cent by weight of polycarboxylates can be used.
  • An amine oxide according to the invention was prepared by mixing 100 g of Ampholak 7TX (R) (corresponds to formula (III) above and is a mixture of compounds with different values for y from 1 to 3 and wherein R originates from tallow fatty acid) with 10 g of H2O2 (35%) and heating at 70°C for 1 hour. The mixture was allowed to cool and was then freeze dried.
  • R Ampholak 7TX
  • R corresponds to formula (III) above and is a mixture of compounds with different values for y from 1 to 3 and wherein R originates from tallow fatty acid
  • tests A and B give a corresponding yield of 79% and 94% respectively.
  • the better results for the detergent with amine oxide might be due to the fact that part of the hydrogen peroxide in the tests according to A is consumed in the oxidation of nitrogen groups in the amphoteric compound.

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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)
  • Inorganic Chemistry (AREA)
  • Detergent Compositions (AREA)

Claims (9)

  1. Verfahren zur Verbesserung des Bleicheffekts beim Waschen unter alkalischen Bedingungen in Anwesenheit von Perboraten, dadurch gekennzeichnet, daß das Waschen unter Verwendung einer Detergens-Zusammensetzung durchgeführt wird, die 6 - 25 Gewichts-% des Perborats und die Anwesenheit von bis zu 4,5 Gewichtsprozent mindestens einer amphoteren Verbindung der allgemeinen Formel (I) enthält
    Figure imgb0014
     worin R eine Kohlenwasserstoffgruppe mit 7 bis 22 Kohlenstoffatomen ist, R₁ für Wasserstoff oder Alkyl mit 1 bis 6 Kohlenstoffatomen steht, x 2 oder 3 ist, y 0 oder eine ganze Zahl von 1 bis 4 ist und Q für (R₂-COOM) steht, wobei R₂ Alkylen mit 1 bis 6 Kohlenstoffatomen ist, M für H, ein Alkalimetall, ein Erdalkalimetall, ein Ammonium- oder ein substituiertes Ammoniumion steht, und B Wasserstoff ist oder gemäß Q definiert ist, und/oder daß die Detergens-Zusammensetzung die Anwesenheit von bis zu 4,5 Gewichtsprozent mindestens eines Aminoxids der definierten amphoteren Verbindung enthält.
  2. Verfahren nach Anspruch 1, dadurch gekennzeichnet, daß die amphotere Verbindung die allgemeine Formel (III) aufweist
    Figure imgb0015
     worin Q für -CH₂-COOM oder CH₂CH₂-COOM steht, y 1, 2 oder 3 ist und M, R, x und B wie in Anspruch 1 definiert sind.
  3. Verfahren nach Anspruch 2, dadurch gekennzeichnet, daß die amphotere Verbindung die allgemeine Formel (IV) aufweist
    Figure imgb0016
     worin y 1, 2 oder 3 ist und R wie in Anspruch 1 definiert ist.
  4. Verfahren nach irgendeinem der Ansprüche 1 bis 3, dadurch gekennzeichnet, daß die amphotere Verbindung in einer Menge von 0,5 bis 3 Gewichtsprozent vorhanden ist.
  5. Verwendung von bis zu 4,5 Gewichtsprozent mindestens einer amphoteren Verbindung der allgemeinen Formel (I)
    Figure imgb0017
     worin R eine Kohlenwasserstoffgruppe mit 7 bis 22 Kohlenstoffatomen ist, R₁ Wasserstoff oder Alkyl mit 1 bis 6 Kohlenstoffatomen darstellt, x 2 oder 3 ist, y 0 oder eine ganze Zahl von 1 bis 4 ist und Q für (R₂-COOM) steht, worin R₂ Alkylen mit 1 bis 6 Kohlenstoffatomen ist, M für H, ein Alkalimetall, ein Erdalkalimetall, ein Ammonium- oder ein substituiertes Ammoniumion steht und B Wasserstoff ist oder gemäß Q definiert ist, und/oder mindestens eines Aminoxids der definierten amphoteren Verbindung in Detergens-Zusammensetzungen, die 6 - 25 Gewichtsprozent eines Perborats enthalten, um den Bleicheffekt beim Waschen mit den Zusammensetzungen zu verbessern.
  6. Verwendung nach Anspruch 5, wobei die amphotere Verbindung die allgemeine Formel (III) aufweist
    Figure imgb0018
     worin Q für CH₂-COOM oder CH₂CH₂-COOM steht, y 1, 2 oder 3 ist und M, R, x und B wie in Anspruch 5 definiert sind.
  7. Verwendung nach Anspruch 6, wobei die amphotere Verbindung die allgemeine Formel (IV) aufweist
    Figure imgb0019
     worin y 1, 2 oder 3 ist und R wie in Anspruch 5 definiert ist.
  8. Verwendung nach irgendeinem der Ansprüche 5 bis 7, wobei die amphotere Verbindung in einer Menge von 0,5 bis 3 Gewichtsprozent anwesend ist.
  9. Verwendung nach irgendeinem der Ansprüche 5 bis 8, wobei die Detergens-Zusammensetzungen mindestens ein anionisches Tensid enthalten.
EP90850401A 1989-12-11 1990-12-07 Verfahren zum Erhöhen des Bleicheffektes beim Waschen und Verwendung bestimmter amphoterer Verbindungen in einer Waschmittelzusammensetzung zum Erhöhen des Bleicheffektes Expired - Lifetime EP0433257B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
SE8904177A SE8904177D0 (sv) 1989-12-11 1989-12-11 Tvaettmedelskomposition
SE8904177 1989-12-11

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EP0433257A1 EP0433257A1 (de) 1991-06-19
EP0433257B1 true EP0433257B1 (de) 1996-03-06

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Family Applications (2)

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EP91900978A Withdrawn EP0505427A1 (de) 1989-12-11 1990-07-12 N-oxide amphoterischer verbindungen, ihre herstellung und verwendung
EP90850401A Expired - Lifetime EP0433257B1 (de) 1989-12-11 1990-12-07 Verfahren zum Erhöhen des Bleicheffektes beim Waschen und Verwendung bestimmter amphoterer Verbindungen in einer Waschmittelzusammensetzung zum Erhöhen des Bleicheffektes

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EP91900978A Withdrawn EP0505427A1 (de) 1989-12-11 1990-07-12 N-oxide amphoterischer verbindungen, ihre herstellung und verwendung

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AT (1) ATE135037T1 (de)
DE (1) DE69025728T2 (de)
DK (1) DK0433257T3 (de)
SE (1) SE8904177D0 (de)
WO (1) WO1991009100A1 (de)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0856577B1 (de) * 1997-02-03 2004-05-06 The Procter & Gamble Company Flüssige wässrige Reinigerzusammensetzungen
US8361946B2 (en) 2004-04-08 2013-01-29 Akzo Nobel N.V. Detergent composition
DE102016201293A1 (de) * 2016-01-28 2017-08-03 Henkel Ag & Co. Kgaa Amphiphile, carboxyalkylierte Polyamine als Antiknitterwirkstoff
DE202016101250U1 (de) 2016-03-08 2016-04-27 Klaus Lokietz Transportbox

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3712918A (en) * 1972-05-31 1973-01-23 Millmaster Onyx Corp Amphoteric surface-active agents
GB8410501D0 (en) * 1984-04-25 1984-05-31 Fishlock Lomax E G Cleaning compositions
GB8410503D0 (en) * 1984-04-25 1984-05-31 Fishlock Lomax E G Shampoo compositions
GB8522413D0 (en) * 1985-09-10 1985-10-16 Amphoterics International Ltd Surfactants
SE463211B (sv) * 1987-10-26 1990-10-22 Berol Nobel Ab Tvaettmedelskomposition innehaallande en kombination av amfotaer foerening och zeolit
US5047168A (en) * 1988-01-21 1991-09-10 Colgate-Palmolive Co. Sugar ethers as bleach stable detergency boosters

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SE8904177D0 (sv) 1989-12-11
ATE135037T1 (de) 1996-03-15
DK0433257T3 (da) 1996-06-17
DE69025728T2 (de) 1996-07-25
WO1991009100A1 (en) 1991-06-27
EP0433257A1 (de) 1991-06-19
DE69025728D1 (de) 1996-04-11
EP0505427A1 (de) 1992-09-30

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