EP0203486A2 - Detergent with dye and brightener transfer inhibiting additives - Google Patents

Detergent with dye and brightener transfer inhibiting additives Download PDF

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Publication number
EP0203486A2
EP0203486A2 EP86106766A EP86106766A EP0203486A2 EP 0203486 A2 EP0203486 A2 EP 0203486A2 EP 86106766 A EP86106766 A EP 86106766A EP 86106766 A EP86106766 A EP 86106766A EP 0203486 A2 EP0203486 A2 EP 0203486A2
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Prior art keywords
detergent
carbon atoms
alkyl
water
weight
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EP86106766A
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German (de)
French (fr)
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EP0203486A3 (en
EP0203486B1 (en
Inventor
Rudolf Weber
Winfried Pochandke
Hans Dr. Andree
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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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
    • C11D1/835—Mixtures of non-ionic 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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0021—Dye-stain or dye-transfer inhibiting 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
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
    • C11D3/3776—Heterocyclic compounds, e.g. lactam
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/72—Ethers of polyoxyalkylene glycols

Definitions

  • the present invention relates to a detergent based on nonionic surfactants, which contains a combination of polymer constituents based on polyvinylpyrrolidone and cationic compounds, as a result of which dye and brightener transfer from colored or lightened textiles to white or colored or unlightened textiles during the washing together is counteracted.
  • the transfer of dyes, to which the brighteners are also to be counted, when washing colored and white or light-colored textiles together has been a problem which has been known for a long time and for which there have already been some proposed solutions, but not all of which can fully satisfy because they have little effect on a number of dyes or textiles, or they counteract the transfer of either only the dye or only the brightener.
  • a detergent is known from DE-AS 22 32 353, the discoloration-inhibiting addition of which are polymer components based on polyvinylpyrrolidone.
  • the detergents contain about 5 to about 40% by weight of the partially or completely water-soluble polymer component, based on the mixture consisting of nonionic surfactant and the polymer component.
  • DE-OS 29 16 656 describes detergents with an addition of alkylpyridinium salts to prevent the transfer of optical brighteners from brightener-containing laundry items to brightener-free laundry items during washing.
  • the detergents according to this patent application contain 0.5 to 10% by weight of an alkyl pyridinium salt, based on the total detergent.
  • Quaternary ammonium compounds either come as water-soluble cationic compounds
  • R ' is an alkyl or alkenyl or acyloxyethyl or benzyl or hydroxyalkyl group with 8 to 20 carbon atoms
  • R 3 is hydrogen or an optionally substituted alkyl group with 1 to 18 carbon atoms
  • R * is an alkyl or alkenyl group with 10 to 20 carbon atoms or an alkyl or alkenylamidoethyl group with 10 to 20 carbon atoms in the alkyl or alkenyl group
  • R S is an alkyl or is an alkenyl group with 10 to 20 carbon atoms and X has the meaning given above
  • Partially or completely water-soluble polymer components based on vinylpyrrolidone can be homopolymers and / or copolymers of vinylpyrrolidone with a molecular weight in the range from about 10,000 to about 1,000,000. Particularly suitable homopolymers have a molecular weight of about 15,000 to about 700,000. In copolymers which are suitable for the detergents according to the invention, the proportion of vinylpyrrolidone is at least about 50% of the copolymer. Suitable comonomers are, for example, vinyl acetate, acrylonitrile and maleic anhydride. The preferred molecular weight of suitable copolymers is in the range of about 20 to about 200,000.
  • the cationic compounds of the formula (I) used in combination with the polymer constituents based on polyvinylpyrrolidone are quaternary ammonium compounds which have one or two alkyl or alkenyl or acyloxyethyl or benzyl or hydroxyalkyl groups having 8 to 20 carbon atoms and, moreover, alkyl groups Contain 1 to 4 carbon atoms.
  • Quaternary ammonium compounds of the formula (I) which contain an alkyl or alkenyl group having 14 to 20 carbon atoms and, moreover, three alkyl groups having 1 to 4 carbon atoms are also suitable.
  • R ' is an alkyl or alkenyl or acyloxyethyl or benzyl or hydroxyalkyl group having 8 to 20 carbon atoms
  • X 9 represents an anion which makes the quaternary ammonium compound electroneutral .
  • Examples of suitable compounds of formula (I) are dioctyl octyldodecyldimethylammonium chloride, hexadecyltrimethylammonium chloride or bromide, hexadecyldimethylbenzylammonium chloride, Methylditalgalkylhydroxypropylammoniumchlorid, Didecylmethylethylammoniumchlorid, Didodecyldimethylammoniumhydrogensulfat, dodecyl or tetradecyl trimethyl ammonium bromide or chloride, Talgalkyltrimethylammoniumchlorid, Octadecyltrimethylammoniumhydrogensulfat.
  • a suitable compound of formula 11 is methyl 1-oleylamidoethyl-2-oleylimidazolinium methosulfate.
  • the alkyl group of the alkylpyridinium salt which can likewise be used as a water-soluble cationic compound, contains 10 to 18, in particular 12 to 16, carbon atoms in the alkyl group.
  • Suitable anions are, for example, the chloride or hydrogen sulfate anion.
  • the polymer component based on polyvinylpyrrolidone is present in the detergents according to the invention in amounts of 0.5 to 8% by weight, based on the detergent as a whole.
  • the proportion of the cationic compound is in the range from 0.01 to 2% by weight, the water-soluble polymer based on polyvinylpyrrolidone always being present in the detergent in a larger amount than the cationic compound.
  • detergents containing 1 to 4% by weight of a polymer based on polyvinylpyrrolidone and 0.01 to 0.5% by weight of alkylpyridinium salt contain, the weight ratio of polymer to pyridinium salt is preferably in the range from 10: 1 to 50: 1, in particular from 30: 1 to 40: 1.
  • Nonionic surfactants Compounds which are derived from alcohols having 8 to 24 carbon atoms and to which alkylene oxide has been added are particularly suitable as nonionic surfactants.
  • the alcohols can be of natural or synthetic origin, straight-chain or branched and saturated or unsaturated. Oxo alcohols and fatty alcohols, to which 2 to 20 moles of alkylene oxide are added per mole of alcohol, are particularly suitable.
  • the alkylene oxide is ethylene oxide and / or propylene oxide; Ethylene oxide is preferred.
  • nonionic surfactants which are derived from fatty alcohols coconut fatty alcohol and tallow fatty alcohol are preferred.
  • the detergent can also contain at least one other conventional constituent of detergents, with powdery or granular, liquid or pasty products being present, depending on the composition of the detergent.
  • An essential component of preferred detergents according to the invention are builders, provided they are not strong electrolytes, which are present in particular in amounts of up to 50% by weight, based on the detergent as a whole.
  • organic builders which are often polymers, are also suitable. Examples of such polymers are polyacrylic acid, which is optionally modified with maleic anhydride, and copolymers of vinyl acetate and maleic anhydride.
  • Sokalan CP 5 R or Sokalan CP 2 (R)
  • Such builders are generally present in amounts of up to 30% by weight, in particular up to 15% by weight.
  • Other common constituents of detergents are, for example, bleaches, bleach activators and bleach stabilizers, heavy metal complexing agents, enzymes, foam regulators, dirt carriers, fragrances, non-anionic dyes, preservatives, fillers, and in particular for liquid or pasty embodiments, hydrotropic agents, opacifiers, viscosity regulators, organic solvents and water.
  • Typical detergents according to the invention therefore have the following composition:
  • the detergents according to the invention not only have an excellent washing performance against greasy and pigment-like soiling, but they also extremely effectively suppress the transfer of dyes from colored textiles and from optical brighteners from textiles treated with brighteners to non-colored or light-colored textiles or to textiles not treated with brighteners, This means, for example, that mistakes in sorting colored laundry do not lead to unwanted discoloration; washing lightened and unlightened items together does not lead to color-changing brightener transfer.
  • This effect can also be used to advantage in the manufacture of the textiles, for example after printing or dyeing, for textile finishing.
  • the detergents Both the suppression of dye transfer and the suppression of brightener transfer in the detergents according to the invention are significantly more pronounced than could be expected from the sum of the amount of water-soluble polymers based on polyvinylpyrrolidone and water-soluble cationic compounds used.
  • the detergents also have the properties that correspond to the other components. They therefore have, for example, good removability of bleachable soiling, of protein or starch soiling and a desired foaming behavior when hand-washing or when washing in the washing machine.
  • soluble builder salts for example alkali phosphates, sulfates, sulfonates, but not - silicates, carbonates or borates or the alkali alumosilicates of the zeolite A, X, Y or P type known as water-insoluble detergent builders will. Strong electrolytes may be present in the detergent according to the invention to a maximum of about 10% by weight.
  • a detergent A with the following composition was produced:
  • This detergent A according to the invention was with a detergent B according to the prior art, in which one had replaced the C 12 - to C, s- alkylpyridinium chloride with soda, with a detergent C, in which the polyvinylpyrrolidone was replaced with soda, and with a Detergent D, in which the polyvinylpyrrolidone and the alkylpyridinium salt had been replaced by soda.
  • the terry towel washed with detergent A according to the invention has the highest R value.
  • the addition of only 0.08% by weight of alkylpyridinium chloride (detergent A) leads to an increase in the R value of 2.1 units compared to detergent B.
  • an increase in the R value of at most about 0.5 units would have been expected for an addition of alkylpyridinium chloride of the same size.
  • the differences in dye transfer prevention characterized by the R values are also clearly visible.

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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)

Abstract

A detergent for washing mixtures of colored and white or light colored fabrics comprising a mixture of a monionic surfactant, a completely or partially water-soluble polyvinyl pyrrolidone polymeric constituent, a water-soluble cationic compound, a builder salt and other standard detergent ingredients. The detergent is substantially free of anionic-active compounds and strong electrolytes and is effective in preventing the transfer of dyes and optical brighteners between fabrics during washing.

Description

Die vorliegende Erfindung betrifft ein Waschmittel auf Basis von nichtionischen Tensiden, welches eine Kombination von Polymerbestandteilen auf Basis von Polyvinylpyrrolidon und kationischen Verbindungen enthält, wodurch einer Farbstoff-und Aufhellerübertragung von farbigen bzw. aufgehellten Textilien auf weiße oder farbige bzw. nichtaufgehellte Textilien während des gemeinsamen Waschens entgegengewirkt wird. Die Übertragung von Farbstoffen, zu der im folgenden auch die Aufheller gezählt werden, bei der gemeinsamen Wäsche von farbigen und weißen bzw. hellfarbigen Textilien ist ein seit langem bekanntes Problem, für das es bereits einige Lösungsvorschläge gibt, die aber alle nicht voll befriedigen können, weil sie gegenüber einer Reihe von Farbstoffen bzw. Textilien nur eine geringe Wirkung aufweisen, oder sie wirken der Übertragung von entweder nur dem Farbstoff oder nur dem Aufheller entgegen. Aus der DE-AS 22 32 353 ist ein Waschmittel bekannt, dessen verfärbungsinhibierender Zusatz Polymerbestandteile auf Basis von Polyvinylpyrrolidon sind. Nach der Lehre dieser Patentanmeldung enthalten die Waschmittel etwa 5 bis etwa 40 Gew.-% des teilweise oder vollständig wasserlöslichen Polymerbestandteils, bezogen auf das aus nichtionischem Tensid und dem Polymerbestandteil bestehende Gemisch. Die DE-OS 29 16 656 beschreibt Waschmittel mit einem Zusatz an Alkylpyridiniumsalzen zur Verhinderung der Übertragung optischer Aufheller von aufhellerhaltigen Wäschestücken auf aufhellerfreie Wäschestücke während des Waschens. Die Waschmittel nach dieser Patentanmeldung enthalten 0,5 bis 10 Gew.-% eines Alkylpyridiniumsalzes, bezogen auf das gesamte Waschmittel. Aus der DE-AS 12 24 698 ist bekannt, daß man durch eine Behandlung von Textilien, die durch Aufhellerübertragung eine Farbtonverschiebung erfahren haben, mit Lösungen von tertiären, quartären oder verzweigtkettigen organischen Stickstoffbasen oder deren Salzen, eine Farbtonregenerierung bewirken kann.The present invention relates to a detergent based on nonionic surfactants, which contains a combination of polymer constituents based on polyvinylpyrrolidone and cationic compounds, as a result of which dye and brightener transfer from colored or lightened textiles to white or colored or unlightened textiles during the washing together is counteracted. The transfer of dyes, to which the brighteners are also to be counted, when washing colored and white or light-colored textiles together has been a problem which has been known for a long time and for which there have already been some proposed solutions, but not all of which can fully satisfy because they have little effect on a number of dyes or textiles, or they counteract the transfer of either only the dye or only the brightener. A detergent is known from DE-AS 22 32 353, the discoloration-inhibiting addition of which are polymer components based on polyvinylpyrrolidone. According to the teaching of this patent application, the detergents contain about 5 to about 40% by weight of the partially or completely water-soluble polymer component, based on the mixture consisting of nonionic surfactant and the polymer component. DE-OS 29 16 656 describes detergents with an addition of alkylpyridinium salts to prevent the transfer of optical brighteners from brightener-containing laundry items to brightener-free laundry items during washing. The detergents according to this patent application contain 0.5 to 10% by weight of an alkyl pyridinium salt, based on the total detergent. From DE-AS 12 24 698 it is known that by treating textiles that have undergone a color shift due to brightener transfer with solutions of tertiary, quaternary or branched-chain organic nitrogen bases or their salts, a color regeneration can be effected.

Es wurde nun gefunden, daß Waschmittel mit einem Gehalt an nichtionischen Tensiden, teilweise oder vollständig wasserlöslichen Polymerbestandteilen auf Basis von Polyvinylpyrrolidon, Gerüststoffen und anderen üblichen Waschmittelbestandteilen, wobei die Mischung von anionaktiven Verbindungen praktisch frei ist, die Übertragung sowohl von Farbstoffen als auch von optischen Aufhellem praktisch vollständig verhindert, wenn diese Waschmittel sehr geringe Mengen von wasserlöslichen kationischen Verbindungen enthalten und wenn sie im wesentlichen oder vollständig frei von starken Elektrolyten sind. Diese Beobachtung ist deswegen überraschend, weil bereits ein äußerst geringer Zusatz an kationischen Verbindungen die Übertragung von Farbstoffen und optischen Aufhellem weit stärker unterdrückt, als es nach dem Stand der Technik durch die wasserlöslichen Polymerbestandteile oder die wasserlöslichen kationischen Verbindungen alleine zu erwarten gewesen wäre.It has now been found that detergents containing nonionic surfactants, partially or completely water-soluble polymer constituents based on polyvinylpyrrolidone, builders and other customary detergent constituents, the mixture of anionic compounds being practically free, the transfer of both dyes and optical brighteners practically completely prevented if these detergents contain very small amounts of water-soluble cationic compounds and if they are substantially or completely free of strong electrolytes. This observation is surprising because even an extremely small addition of cationic compounds suppresses the transfer of dyes and optical brighteners far more than would have been expected in the prior art from the water-soluble polymer components or the water-soluble cationic compounds alone.

Als wasserlösliche kationische Verbindungen kommen quartäre Ammoniumverbindungen entwederQuaternary ammonium compounds either come as water-soluble cationic compounds

a) der Formel I

Figure imgb0001
in der R' eine Alkyl-oder Alkenyl-oder Acyloxyethyl-oder Benzyl-oder Hydroxyalkylgruppe mit 8 bis 20 Kohlenstoffatomen ist, R2 eine Alkylgruppe mit 1 bis 4 Kohlenstoffatomen ist, mit der Maßgabe, daß, wenn R' 8 bis 12 Kohlenstoffatome hat, m = 1 oder 2 ist und n = 3 oder 2 ist und wenn R' 14 bis 20 Kohlenstoffatome hat, m = 1 und n = 3 ist, und xe ein die Elektroneutralität der quartären Ammoniumverbindung herstellendes Anion ist odera) of formula I.
Figure imgb0001
 in which R 'is an alkyl or alkenyl or acyloxyethyl or benzyl or hydroxyalkyl group with 8 to 20 carbon atoms, R 2 is an alkyl group with 1 to 4 carbon atoms, with the proviso that when R' has 8 to 12 carbon atoms , m = 1 or 2 and n = 3 or 2 and if R 'has 14 to 20 carbon atoms, m = 1 and n = 3, and x e is an anion which makes the quaternary ammonium compound electronically neutral or

b) der Formel 11

Figure imgb0002
in der R3 Wasserstoff oder eine gegebenenfalls substituierte Alkylgruppe mit 1 bis 18 Kohlenstoffatomen, R* eine Alkyl-oder Alkenylgruppe mit 10 bis 20 Kohlenstoffatomen oder eine Alkyl-oder Alkenylamidoethylgruppe mit 10 bis 20 Kohlenstoffatomen in der Alkyl-oder Alkenylgruppe und RS eine Alkyl-oder Alkenylgruppe mit 10 bis 20 Kohlenstoffatomen ist und X die oben genannte Bedeutung hatb) Formula 11
Figure imgb0002
 in which R 3 is hydrogen or an optionally substituted alkyl group with 1 to 18 carbon atoms, R * is an alkyl or alkenyl group with 10 to 20 carbon atoms or an alkyl or alkenylamidoethyl group with 10 to 20 carbon atoms in the alkyl or alkenyl group and R S is an alkyl or is an alkenyl group with 10 to 20 carbon atoms and X has the meaning given above

c) ein C,o-bis C,B-Alkylpyridiniumsalz in Frage.c) a C, o -bis C, B-alkylpyridinium salt in question.

Teilweise oder vollständig wasserlösliche Polymerbestandteile auf Basis von Vinylpyrrolidon können Homopolymere und/oder Copolymere von vinylpyrrolidon mit einem Molgewicht im Bereich von etwa 10 000 bis etwa 1 000 000 sein. Besonders geeignete Homopolymere haben ein Molgewicht von etwa 15 000 bis etwa 700 000. In Copolymeren, die für die erfindungsgemäßen Waschmittel geeignet sind, beträgt der Anteil an Vinylpyrrolidon wenigstens etwa 50 % des Copolymeren. Geeignete Comonomere sind beispielsweise Vinylacetat, Acrylnitril und Maleinsäureanhydrid. Das bevorzugte Molgewicht von geeigneten Copolymeren liegt im Bereich von etwa 20 bis etwa 200 000.Partially or completely water-soluble polymer components based on vinylpyrrolidone can be homopolymers and / or copolymers of vinylpyrrolidone with a molecular weight in the range from about 10,000 to about 1,000,000. Particularly suitable homopolymers have a molecular weight of about 15,000 to about 700,000. In copolymers which are suitable for the detergents according to the invention, the proportion of vinylpyrrolidone is at least about 50% of the copolymer. Suitable comonomers are, for example, vinyl acetate, acrylonitrile and maleic anhydride. The preferred molecular weight of suitable copolymers is in the range of about 20 to about 200,000.

Die in Kombination mit den Polymerbestandteilen auf Basis von Polyvinylpyrrolidon verwendeten kationischen Verbindungen nach der Formel (I) sind quartäre Ammoniumverbindungen, die ein oder zwei Alkyl-oder Alkenyl-oder Acyloxyethyl-oder Benzyl-oder Hydroxyalkylgruppe mit 8 bis 20 Kohlenstoffatomen und im übrigen Alkylgruppen mit 1 bis 4 Kohlenstoffatomen enthalten. Ebenfalls geeignet sind quartäre Ammoniumverbindungen der Formel (I), die eine Alkyl-oder Alkenylgruppe mit 14 bis 20 Kohlenstoffatomen und im übrigen drei Alkylgruppen mit 1 bis 4 Kohlenstoffatomen enthält. Das heißt, R' ist eine Alkyl-oder Alkenyl-oder Acyloxyethyl-oder Benzyl-oder Hydroxyalkylgruppe mit 8 bis 20 Kohlenstoffatomen, R2 ist eine Alkylgruppe mit 1 bis 4 Kohlenstoffatomen, mit der Maßgabe, daß, wenn R' 8 bis 12 Kohlenstoffatome hat, m = 1 oder = 2 ist und n = 3 oder = 2 ist, und wenn R' 14 bis 20 Kohlenstoffatome hat, dann ist m = 1 und n = 3. X9 stellt ein die Elektroneutralität der quartären Ammoniumverbindung herstellendes Anion dar. Beispiele für geeignete Verbindungen der Formel (I) sind Dioctyldimethylammoniumchlorid, Octyldodecyldimethylammoniumchlorid, Hexadecyltrimethylammoniumchlorid oder -bromid, Hexadecyldimethylbenzylammoniumchlorid, Methylditalgalkylhydroxypropylammoniumchlorid, Didecylmethylethylammoniumchlorid, Didodecyldimethylammoniumhydrogensulfat, Dodecyl-oder Tetradecyltrimethylammoniumbromid oder -chlorid, Talgalkyltrimethylammoniumchlorid, Octadecyltrimethylammoniumhydrogensulfat. Eine geeignete Verbindung der Formel 11 ist Methyl-1-oleylamidoethyl-2-oleylimidazoliniummethosulfat. Die Alkylgruppe des ebenfalls als wasserlösliche kationische Verbindung einsetzbaren Alkylpyridiniumsalzes enthält 10 bis 18, insbesondere 12 bis 16 Kohlenstoffatome in der Alkylgruppe. Geeignete Anionen sind beispielsweise das Chlorid-oder das Hydrogensulfat-Anion.The cationic compounds of the formula (I) used in combination with the polymer constituents based on polyvinylpyrrolidone are quaternary ammonium compounds which have one or two alkyl or alkenyl or acyloxyethyl or benzyl or hydroxyalkyl groups having 8 to 20 carbon atoms and, moreover, alkyl groups Contain 1 to 4 carbon atoms. Quaternary ammonium compounds of the formula (I) which contain an alkyl or alkenyl group having 14 to 20 carbon atoms and, moreover, three alkyl groups having 1 to 4 carbon atoms are also suitable. That is, R 'is an alkyl or alkenyl or acyloxyethyl or benzyl or hydroxyalkyl group having 8 to 20 carbon atoms, R 2 is an alkyl group having 1 to 4 carbon atoms, with the proviso that when R' is 8 to 12 carbon atoms , m = 1 or = 2 and n = 3 or = 2, and when R 'has 14 to 20 carbon atoms, then m = 1 and n = 3. X 9 represents an anion which makes the quaternary ammonium compound electroneutral . Examples of suitable compounds of formula (I) are dioctyl octyldodecyldimethylammonium chloride, hexadecyltrimethylammonium chloride or bromide, hexadecyldimethylbenzylammonium chloride, Methylditalgalkylhydroxypropylammoniumchlorid, Didecylmethylethylammoniumchlorid, Didodecyldimethylammoniumhydrogensulfat, dodecyl or tetradecyl trimethyl ammonium bromide or chloride, Talgalkyltrimethylammoniumchlorid, Octadecyltrimethylammoniumhydrogensulfat. A suitable compound of formula 11 is methyl 1-oleylamidoethyl-2-oleylimidazolinium methosulfate. The alkyl group of the alkylpyridinium salt, which can likewise be used as a water-soluble cationic compound, contains 10 to 18, in particular 12 to 16, carbon atoms in the alkyl group. Suitable anions are, for example, the chloride or hydrogen sulfate anion.

Der Polymerbestandteil auf Basis von Polyvinylpyrrolidon liegt in den erfindungsgemäßen Waschmittein in Mengen von 0,5 bis 8 Gew.-%, bezogen auf das gesamte Waschmittel, vor. Der Anteil der kationischen Verbindung liegt im Bereich von 0,01 bis 2 Gew.-%, wobei das wasserlösliche Polymere auf Basis von Polyvinylpyrrolidon in dem Waschmittel stets in einer größeren Menge vorliegt als die kationische Verbindung. Besonders gute Resultate erhält man mit Waschmitteln, die 1 bis 4 Gew.- % eines Polymeren auf Basis von Polyvinylpyrrolidon und 0,01 bis 0,5 Gew.-% Alkylpyridiniumsalz enthalten, wobei das Gewichtsverhältnis von Polymerem zu Pyridiniumsalz vorzugsweise im Bereich von 10 : 1 bis 50 : 1, insbesondere von 30 : 1 bis 40 : 1 liegt.The polymer component based on polyvinylpyrrolidone is present in the detergents according to the invention in amounts of 0.5 to 8% by weight, based on the detergent as a whole. The proportion of the cationic compound is in the range from 0.01 to 2% by weight, the water-soluble polymer based on polyvinylpyrrolidone always being present in the detergent in a larger amount than the cationic compound. Particularly good results are obtained with detergents containing 1 to 4% by weight of a polymer based on polyvinylpyrrolidone and 0.01 to 0.5% by weight of alkylpyridinium salt contain, the weight ratio of polymer to pyridinium salt is preferably in the range from 10: 1 to 50: 1, in particular from 30: 1 to 40: 1.

Als nichtionische Tenside sind vor allem solche Verbindungen geeignet, die sich von Alkoholen mit 8 bis 24 Kohlenstoffatomen ableiten und an die Alkylenoxid angelagert wurde. Die Alkohole können natürlichen oder synthetischen Ursprungs sein, geradkettig oder verzweigt und gesättigt oder ungesättigt sein. In Frage kommen vor allem Oxoalkohole und Fettalkohole, an die pro Mol Alkohol 2 bis 20 Mol Alkylenoxid angelagert sind. Im allgemeinen stellt das Alkylenoxid Ethylenoxid und/oder Propylenoxid dar; Ethylenoxid ist dabei bevorzugt. Besonders gute Ergebnisse erhält man mit nichtionischen Tensiden, die sich von Fettalkoholen ableiten; Kokosfettalkohol und Talgfettalkohol sind dabei bevorzugt. Zur Einstellung besonders ausgewogener Eigenschaften ist es oft empfehlenswert, eine Kombination von Fettalkoholalkoxylaten mit unterschiedlich hohen Alkoxylierungsgraden zu verwenden.Compounds which are derived from alcohols having 8 to 24 carbon atoms and to which alkylene oxide has been added are particularly suitable as nonionic surfactants. The alcohols can be of natural or synthetic origin, straight-chain or branched and saturated or unsaturated. Oxo alcohols and fatty alcohols, to which 2 to 20 moles of alkylene oxide are added per mole of alcohol, are particularly suitable. In general, the alkylene oxide is ethylene oxide and / or propylene oxide; Ethylene oxide is preferred. Particularly good results are obtained with nonionic surfactants which are derived from fatty alcohols; Coconut fatty alcohol and tallow fatty alcohol are preferred. To achieve particularly balanced properties, it is often advisable to use a combination of fatty alcohol alkoxylates with different degrees of alkoxylation.

Außer den nichtionischen Tensiden, dem Polymeren auf Basis von Polyvinylpyrrolidon und der kationischen Verbindung kann das Waschmittel noch wenigstens einen weiteren üblichen Bestandteil von Waschmitteln enthalten, wobei je nach der Zusammensetzung der Waschmittel pulverförmige bzw. kömige, flüssige oder pastöse Produkte vorliegen. Ein wesentlicher Bestandteil von bevorzugten erfindungsgemäßen Waschmitteln sind Gerüststoffe, soweit sie keine starken Elektrolyte sind, die insbesondere in Mengen von bis zu 50 Gew.-%, bezogen auf das gesamte Waschmittel, vorliegen. Neben anorganischen Gerüststoffen kommen auch organische Gerüststoffe, bei denen es sich häufig um Polymere handelt, in Frage. Beispiele für derartige Polymere sind Polyacrylsäure, die gegebenenfalls mit Maleinsäureanhydrid modifiziert ist, und Copolymere aus Vinylacetat und Maleinsäureanhydrid. Handelsprodukte sind unter der Bezeichnung Sokalan CP 5 (R) bzw. Sokalan CP 2 (R), Fa. BASF, erhältlich. Derartige Gerüststoffe liegen im allgemeinen in Mengen von bis zu 30 Gew.-%, insbesondere bis zu 15 Gew.-% vor. Weitere übliche Bestandteile von Waschmitteln sind beispielsweise Bleichmittel, Bleichakfivatoren und Bleichstabilisatoren, Schwermetallkomplexbildner, Enzyme, Schaumregulatoren, Schmutzträger, Duftstoffe, nichtanionische Farbstoffe, Konservierungsstoffe, Füllstoffe, sowie insbesondere für flüssige oder pastöse Ausführungsformen hydrotrope Mittel, Trübungsmittel, Viskositätsstellmittel, organische Lösungsmittel und Wasser. Typische erfindungsgemäße Waschmittel haben daher folgende Zusammensetzung:

Figure imgb0003
In addition to the nonionic surfactants, the polymer based on polyvinylpyrrolidone and the cationic compound, the detergent can also contain at least one other conventional constituent of detergents, with powdery or granular, liquid or pasty products being present, depending on the composition of the detergent. An essential component of preferred detergents according to the invention are builders, provided they are not strong electrolytes, which are present in particular in amounts of up to 50% by weight, based on the detergent as a whole. In addition to inorganic builders, organic builders, which are often polymers, are also suitable. Examples of such polymers are polyacrylic acid, which is optionally modified with maleic anhydride, and copolymers of vinyl acetate and maleic anhydride. Commercial products are available under the names Sokalan CP 5 (R) or Sokalan CP 2 (R) , from BASF. Such builders are generally present in amounts of up to 30% by weight, in particular up to 15% by weight. Other common constituents of detergents are, for example, bleaches, bleach activators and bleach stabilizers, heavy metal complexing agents, enzymes, foam regulators, dirt carriers, fragrances, non-anionic dyes, preservatives, fillers, and in particular for liquid or pasty embodiments, hydrotropic agents, opacifiers, viscosity regulators, organic solvents and water. Typical detergents according to the invention therefore have the following composition:
Figure imgb0003

Die erfindungsgemäßen Waschmittel weisen nicht nur eine ausgezeichnete Waschleistung gegenüber fettigen und pigmentartigen Verschmutzungen auf, sondern sie unterdrücken die Übertragung von Farbstoffen gefärbter Textilien und von optischen Aufhellern von mit Aufhellern behandelten Textilien auf nichtgefärbte bzw. hellfarbige Textilien oder auf nicht mit Aufhellern behandelte Textilien außerordentlich wirkungsvoll, das heißt zum Beispiel, Fehler bei der Sortierung von farbiger Wäsche führen nicht zu ungewollten Verfärbungen; das gemeinsame Waschen aufgehellter und nicht aufgehellter Wäschestücke führt nicht zu farbverändernder Aufhellerübertragung. Mit Vorteil läßt sich dieser Effekt auch bei der Herstellung der Textilien, zum Beispiel nach dem Drucken oder Färben zur Textilveredlung ausnutzen. Dabei ist sowohl die Unterdrückung der Farbstoffübertragung als auch die Unterdrückung der Aufhellerübertragung bei den erfindungsgemäßen Waschmitteln deutlich ausgeprägter, als man es von der Summe der eingesetzten Menge an wasserlöslichen Polymeren auf Basis von Polyvinylpyrrolidon und von wasserlöslichen kationischen Verbindungen her jeweils erwarten konnte. Entsprechend den sonstigen Bestandteilen der erfindungsgemäßen Waschmittel haben die Waschmittel darüber hinaus noch die Eigenschaften, die den sonstigen Bestandteilen entsprechen. Sie weisen also beispielsweise gute Entfernbarkeit von bleichbaren Verschmutzungen, von Eiweiß-oder Stärkeverschmutzungen sowie ein gewünschtes Schäumverhalten bei der Handwäsche oder bei der Wäsche in der Waschmaschine auf. Wichtig für die Verhinderung der Farbstoff-oder Aufhellerübertragung bei den erfindungsgemäßen Mitteln ist die praktisch vollständige Abwesenheit von anionaktiven Verbindungen in den erfindungsgemäßen Waschmitteln, das heißt von Aniontensiden vom Sulfat-, Sulfonat-oder Acylcyanamid-Typ und von Alkalisalzen von Fettsäuren, sowie von anionaktiven Farbstoffen und anionaktiven optischen Aufhellern, da diese Verbindungen die Wirking der erfindungsgemäß zugesetzten kationischen Verbindungen beeinträchtigen. Wichtig ist ebenfalls, daß die erfindungsgemäßen Waschmittel im wesentlichen oder vollständig frei von starken Elektrolyten sind. Unter "starken Elektrolyten" werden im Rahmen dieser Erfindung die Salze starker Basen mit starken Säuren verstanden. Hierunter sollen vor allem lösliche Buildersalze, also zum Beispiel Alkali-Phosphate, -Sulfate, -Sulfonate, nicht dagegen - Silikate, -Carbonate oder -Borate oder die als wasserunlösliche Waschmittel-Builder bekannten Alkalialumosilikate vom Typ Zeolith A, X, Y oder P verstanden werden. Starke Elektrolyte dürfen zu höchstens etwa 10 Gew.-% im erfindungsgemäßen Waschmittel vorhanden sein.The detergents according to the invention not only have an excellent washing performance against greasy and pigment-like soiling, but they also extremely effectively suppress the transfer of dyes from colored textiles and from optical brighteners from textiles treated with brighteners to non-colored or light-colored textiles or to textiles not treated with brighteners, This means, for example, that mistakes in sorting colored laundry do not lead to unwanted discoloration; washing lightened and unlightened items together does not lead to color-changing brightener transfer. This effect can also be used to advantage in the manufacture of the textiles, for example after printing or dyeing, for textile finishing. Both the suppression of dye transfer and the suppression of brightener transfer in the detergents according to the invention are significantly more pronounced than could be expected from the sum of the amount of water-soluble polymers based on polyvinylpyrrolidone and water-soluble cationic compounds used. Corresponding to the other components of the detergents according to the invention, the detergents also have the properties that correspond to the other components. They therefore have, for example, good removability of bleachable soiling, of protein or starch soiling and a desired foaming behavior when hand-washing or when washing in the washing machine. What is important for the prevention of dye or brightener transfer in the agents according to the invention is the virtually complete absence of anion-active compounds in the detergents according to the invention, that is to say of anionic surfactants of the sulfate, sulfonate or acylcyanamide type and of alkali metal salts of fatty acids and of anionic dyes and anion-active optical brighteners, since these compounds impair the action of the cationic compounds added according to the invention. It is also important that the detergents according to the invention are essentially or completely free of strong electrolytes. In the context of this invention, “strong electrolytes” are understood to mean the salts of strong bases with strong acids. These are understood to mean, above all, soluble builder salts, for example alkali phosphates, sulfates, sulfonates, but not - silicates, carbonates or borates or the alkali alumosilicates of the zeolite A, X, Y or P type known as water-insoluble detergent builders will. Strong electrolytes may be present in the detergent according to the invention to a maximum of about 10% by weight.

Bei der Herstellung der erfindungsgemäßen Waschmittel ist es in manchen Fällen zweckmäßig, einem Vorgemisch aus einem Teil der Waschmittelbestandteile die übrigen Bestandteile in einer aufeinander abgestimmten Reihenfolge zuzusetzen.In the production of the detergents according to the invention, it is in some cases expedient to add the remaining constituents to a premix comprising part of the detergent constituents in a coordinated sequence.

BeispieleExamples Beispiel 1example 1

Es wurde ein Waschmittel A der folgenden Zusammensetzung hergestellt:

Figure imgb0004
A detergent A with the following composition was produced:
Figure imgb0004

- Dieses erfindungsgemäße Waschmittel A wurde mit einem Waschmittel B nach dem Stand der Technik, bei dem man das C12-bis C,s-Alkylpyridiniumchlorid durch Soda ersetzt hatte, mit einem Waschmittel C, bei dem man das Polyvinylpyrrolidon durch Soda, und mit einem Waschmittel D, bei dem man das Polyvinylpyrrolidon und das Alkylpyridiniumsalz durch Soda ersetzt hatte, verglichen.- This detergent A according to the invention was with a detergent B according to the prior art, in which one had replaced the C 12 - to C, s- alkylpyridinium chloride with soda, with a detergent C, in which the polyvinylpyrrolidone was replaced with soda, and with a Detergent D, in which the polyvinylpyrrolidone and the alkylpyridinium salt had been replaced by soda.

In einer automatischen Trommelwaschmaschine (Siwamat 738) wurden im Zweilaugenwaschverfahren bei 60 °C, einer Wasserhärte von 16 °d, mit je 140 g Waschmittel für Vor-und Hauptwäsche 3,5 kg Buntwäsche und farbige, mit Naphtholfarbstoffen, Reaktivfarbstoffen bzw. nichtnachbehandelten Siriuslichtfarbstoffen angefärbte und mit künstlichen Anschmutzungen angeschmutzte Gewebeabschnitte zweimal gewaschen und dann die Remission (R-Werte) an weißen Textilien - (Baumwolle, Polyester/-Baumwolle, Polyamiden, Polyacrylnitril und Polyester) gemessen.In an automatic drum-type washing machine (Siwamat 738), 3.5 kg of colored laundry and colored dyes, stained with naphthol dyes, reactive dyes or non-aftertreated Sirius light dyes, were stained in a two-eye washing process at 60 ° C, a water hardness of 16 ° d, each with 140 g detergent for pre-wash and main wash and washed tissue sections soiled with artificial soiling twice and then measured the remission (R values) on white textiles - (cotton, polyester / cotton, polyamides, polyacrylonitrile and polyester).

Man erhielt folgende Ergebnisse:

Figure imgb0005
The following results were obtained:
Figure imgb0005

Den höchsten R-Wert weist das mit dem erfindungsgemäßen Waschmittel A gewaschene Frottiertuch auf. Ein Zusatz von nur 0,08 Gew.-% Alkylpyridiniumchlorid (Waschmittel A) bewirkt gegenüber Waschmittel B eine Steigerung des R-Wertes um 2,1 Einheiten. Nach dem Vergleich zwischen den polyvinylpyrrolidonfreien Waschmitteln C und D wäre für einen gleichgroßen Zusatz von Alkylpyridiniumchlorid eine Zunahme des R-Wertes um höchstens etwa 0,5 Einheiten zu erwarten gewesen. Die durch die R-Werte charakterisierten Unterschiede in der Farbstoffübertragungs-Verhinderung sind auch optisch deutlich erkennbar.The terry towel washed with detergent A according to the invention has the highest R value. The addition of only 0.08% by weight of alkylpyridinium chloride (detergent A) leads to an increase in the R value of 2.1 units compared to detergent B. According to the comparison between the polyvinylpyrrolidone-free detergents C and D, an increase in the R value of at most about 0.5 units would have been expected for an addition of alkylpyridinium chloride of the same size. The differences in dye transfer prevention characterized by the R values are also clearly visible.

Claims (8)

1.Waschmittel mit einem Gehalt an nichtionischen Tensiden, teilweise oder vollständig wasserlöslichen Polymerbestandteilen auf Basis von Polyvinylpyrrolidon, Gerüststoffen und anderen üblichen Waschmittelbestandteilen, wobei das Waschmittel von anionaktiven Verbindungen praktisch frei ist, dadurch gekennzeichnet, daß das Waschmittel zusätzlich wasserlösliche kationische Verbindungen enthält und im wesentlichen oder vollständig frei von starken Elektrolyten ist.1. Detergent containing nonionic surfactants, partially or completely water-soluble polymer components based on polyvinylpyrrolidone, builders and other conventional detergent components, the detergent being practically free of anionic compounds, characterized in that the detergent additionally contains water-soluble cationic compounds and essentially or is completely free of strong electrolytes. 2. Waschmittel nach Anspruch 1, dadurch gekennzeichnet, daß die wasserlösliche kationische Verbindung eine quartäre Ammoniumverbindung entweder
Figure imgb0006
Figure imgb0007
in der R' eine Alkyl-oder Alkenyl-oder Acyloxyethyl-oder Benzyl-oder Hydroxyalkylgruppe mit 8 bis 20 Kohlenstoffatomen ist, R2 eine Alkylgruppe mit 1 bis 4 Kohlenstoffatomen ist, mit der Maßgabe, daß, wenn R' 8 bis 12 Kohlenstoffatome hat, m = 1 oder 2 ist und n = 3 oder 2 ist und wenn R' 14 bis 20 Kohlenstoffatome hat, m = 1 und n = 3 ist, und Xe ein die Elektroneutralität der quartären Ammoniumverbindung herstellendes Anion ist oder b) Imidazolinium der Formel II
Figure imgb0008
in der R3 Wasserstoff oder eine gegebenenfalls substituierte Alkylgruppe mit 1 bis 18 Kohlenstoffatomen, R4 eine Alkyl-oder Alkenylgruppe mit 10 bis 20 Kohlenstoffatomen oder eine Alkyl-oder Alkenylamidoethylgruppe mit 10 bis 20 Kohlenstoffatomen in der Alkyl-oder Alkenylgruppe und RS eine Alkyl-oder Alkenylgruppe mit 10 bis 20 Kohlenstoffatomen ist und X die oben genannte Bedeutung hat c) ein C,o-bis C18-Alkylpyridiniumsalz ist. 2. Detergent according to claim 1, characterized in that the water-soluble cationic compound is either a quaternary ammonium compound
Figure imgb0006
Figure imgb0007
 in which R 'is an alkyl or alkenyl or acyloxyethyl or benzyl or hydroxyalkyl group with 8 to 20 carbon atoms, R 2 is an alkyl group with 1 to 4 carbon atoms, with the proviso that when R' has 8 to 12 carbon atoms , m = 1 or 2 and n = 3 or 2 and if R 'has 14 to 20 carbon atoms, m = 1 and n = 3, and X e is an anion which makes the quaternary ammonium compound electronically neutral, or b) Imidazolinium of formula II
Figure imgb0008
 in which R 3 is hydrogen or an optionally substituted alkyl group with 1 to 18 carbon atoms, R 4 is an alkyl or alkenyl group with 10 to 20 carbon atoms or an alkyl or alkenylamidoethyl group with 10 to 20 carbon atoms in the alkyl or alkenyl group and R S is an alkyl or is an alkenyl group with 10 to 20 carbon atoms and X has the meaning given above c) is a C, o to C 18 alkyl pyridinium salt. 3. Waschmittel nach einem der Ansprüche 1 bis 2, dadurch gekennzeichnet, daß es i) 0,5 bis 8 Gew.-%, vorzugsweise 1 bis 4 Gew.- % eines teilweise oder vollständig wasserlöslichen Polymeren auf Basis von Polyvinylpyrrolidon ii) 0,01 bis 2,0 Gew.-% einer kationischen Verbindung, vorzugsweise 0,01 bis 0,5 Gew.-% eines C10-bis C18-Alkylpyridiniumsalzes
enthält, mit der Maßgabe, daß Bestandteil i) in größerer Menge als Bestandteil ii) enthalten ist, vorzugsweise das Gewichtsverhältnis von i) : ii) 10 : 1 bis 50 : 1, insbesondere 30 : 1 bis 40 : 1 ist.3. Detergent according to one of claims 1 to 2, characterized in that it i) 0.5 to 8% by weight, preferably 1 to 4% by weight, of a partially or completely water-soluble polymer based on polyvinylpyrrolidone ii) 0.01 to 2.0% by weight of a cationic compound, preferably 0.01 to 0.5% by weight of a C 10 to C 18 alkyl pyridinium salt
contains, with the proviso that component i) is contained in a larger amount than component ii), preferably the weight ratio of i): ii) 10: 1 to 50: 1, in particular 30: 1 to 40: 1. 4. Waschmittel nach einem der Ansprüche 1 bis 3, dadurch gekennzeichnet, daß die wasserlösliche kationische Verbindung ein C12-bis C 16-Alkylpyridinium-chlorid oder -hydrogensulfat ist.4. Detergent according to one of claims 1 to 3, characterized in that the water-soluble cationic compound is a C 12 to C 16 alkyl pyridinium chloride or hydrogen sulfate. 5. Waschmittel nach einem der Ansprüche 1 bis 4 dadurch gekennzeichnet, daß die nichtionischen Tenside sich von natürlichen oder synthetischen, geradkettigen oder verzweigten, gesättigten oder ungesättigten C, bis C24-Alkoholen, an die pro Mol Alkohol 2 bis 20 Mol Alkylenoxid, insbesondere Ethylenoxid und/oder Propylenoxid, vorzugsweise Ethylenoxid angelagert sind.5. Detergent according to one of claims 1 to 4, characterized in that the nonionic surfactants are natural or synthetic, straight-chain or branched, saturated or unsaturated C to C 24 alcohols, to which 2 to 20 moles of alkylene oxide per mole of alcohol, in particular Ethylene oxide and / or propylene oxide, preferably ethylene oxide. 6. Waschmittel nach einem der Ansprüche 1 bis 5, dadurch gekennzeichnet, daß die nichtionischen Tenside sich von Fettalkoholen, insbesondere von Kokosfettalkohol und Talgfettalkohol ableiten.6. Detergent according to one of claims 1 to 5, characterized in that the nonionic surfactants are derived from fatty alcohols, in particular from coconut fatty alcohol and tallow fatty alcohol. 7. Waschmittel nach einem der Ansprüche 1 bis 6, dadurch gekennzeichnet, daß es7. Detergent according to one of claims 1 to 6, characterized in that it 7. Waschmittel nach einem der Ansprüche 1 bis 6, dadurch gekennzeichnet, daß es
Figure imgb0009
 7. Detergent according to one of claims 1 to 6, characterized in that it
Figure imgb0009
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WO1992004437A1 (en) * 1990-09-01 1992-03-19 Henkel Kommanditgesellschaft Auf Aktien Liquid washing agent with colour-loss inhibition properties
WO1994011482A1 (en) * 1992-11-16 1994-05-26 The Procter & Gamble Company Fabric softening compositions with dye transfer inhibitors for improved fabric appearance
WO1994024249A1 (en) * 1993-04-19 1994-10-27 Henkel Kommanditgesellschaft Auf Aktien Washing agents which inhibit dye transfer
WO1995003390A1 (en) * 1993-07-19 1995-02-02 The Procter & Gamble Company Detergent compositions inhibiting dye transfer in washing

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ATE219136T1 (en) * 1991-01-16 2002-06-15 Procter & Gamble COMPACT DETERGENT COMPOSITIONS WITH HIGHLY ACTIVE CELLULASES
DE69117490T2 (en) * 1991-04-12 1996-09-26 Procter & Gamble Compact detergent containing polyvinylpyrrolidone
ES2111628T3 (en) * 1992-06-29 1998-03-16 Procter & Gamble CONCENTRATED AQUEOUS LIQUID DETERGENT COMPOSITIONS INCLUDING POLYVINYLPYROLIDONE AND A TEREFTALATE BASED DIRT RELEASE POLYMER.
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DE4334368C2 (en) * 1993-10-08 1995-12-14 Henkel Kgaa Low-foaming, polymer-free cleaning agents
DE69528474D1 (en) * 1994-12-29 2002-11-07 Procter & Gamble DETERGENT COMPOSITION WITH WATER-INSOLUBLE, DECOLORING-RESISTANT POLYMER ACTIVE SUBSTANCE
US5912221A (en) * 1994-12-29 1999-06-15 Procter & Gamble Company Laundry detergent composition comprising substantially water-insoluble polymeric dye transfer inhibiting agent
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US5698476A (en) * 1995-03-01 1997-12-16 The Clorox Company Laundry article for preventing dye carry-over and indicator therefor
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EP0256696A1 (en) * 1986-07-30 1988-02-24 Unilever Plc Detergent composition
US4999129A (en) * 1986-07-30 1991-03-12 Michael Hull Process and composition for washing soiled polyester fabrics
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EP0327927A3 (en) * 1988-02-06 1990-09-19 Henkel Kommanditgesellschaft auf Aktien Detergent additive
WO1992004437A1 (en) * 1990-09-01 1992-03-19 Henkel Kommanditgesellschaft Auf Aktien Liquid washing agent with colour-loss inhibition properties
WO1994011482A1 (en) * 1992-11-16 1994-05-26 The Procter & Gamble Company Fabric softening compositions with dye transfer inhibitors for improved fabric appearance
WO1994024249A1 (en) * 1993-04-19 1994-10-27 Henkel Kommanditgesellschaft Auf Aktien Washing agents which inhibit dye transfer
WO1995003390A1 (en) * 1993-07-19 1995-02-02 The Procter & Gamble Company Detergent compositions inhibiting dye transfer in washing

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ES555276A0 (en) 1987-10-16
EP0203486A3 (en) 1989-02-08
DE3686737D1 (en) 1992-10-22
EP0203486B1 (en) 1992-09-16
JPS61276898A (en) 1986-12-06
US4756849A (en) 1988-07-12
ES8800337A1 (en) 1987-10-16
ATE80653T1 (en) 1992-10-15
DE3519012A1 (en) 1986-11-27

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