EP0334372B1 - Détergents liquides anioniques, stables au stockage, contenant des dérivés di-styryl amphotères - Google Patents

Détergents liquides anioniques, stables au stockage, contenant des dérivés di-styryl amphotères Download PDF

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Publication number
EP0334372B1
EP0334372B1 EP89105275A EP89105275A EP0334372B1 EP 0334372 B1 EP0334372 B1 EP 0334372B1 EP 89105275 A EP89105275 A EP 89105275A EP 89105275 A EP89105275 A EP 89105275A EP 0334372 B1 EP0334372 B1 EP 0334372B1
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EP
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Prior art keywords
detergent composition
fluorescent whitening
anionic
distyryl
formula
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EP89105275A
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German (de)
English (en)
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EP0334372A1 (fr
Inventor
Claude Dr. Eckhardt
Heinz Dr. Hefti
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BASF Schweiz AG
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Ciba Geigy AG
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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
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/40Dyes ; Pigments
    • C11D3/42Brightening agents ; Blueing agents

Definitions

  • the present application relates to storage-stable anionic liquid detergents which contain amphoteric distyryl derivatives as optical brighteners and anionic surfactants.
  • optical brighteners in liquid detergents is known. They soak on the items to be washed during treatment and, thanks to their special light absorption / emission properties, lead to an elimination of the yellowish tones or an improvement in the degree of whiteness.
  • EP-A-167 205 proposes to use monosulfonated stilbene triazolyl, triazine or distyrylbiphenyl brighteners in anionic liquid detergents.
  • amphoteric brighteners in cationic liquid detergents is known (EP-A-59684), the use of amphoteric brighteners in anionic liquid detergents has not been described to date.
  • amphoteric distyre brighteners can also be incorporated into anionic, liquid detergents and that the formation of light spots combined with excellent brightening effect and detergent stability can be prevented.
  • Amphoteric distyryl brighteners of the formula (III) are preferably used, wherein R1, R2, R3 ', Y1, Y2, Q and n have the meaning given above and, above all, but amphoteric Distyrylaufleller of formula (IV) wherein y1 'C1-C4 alkylene means and R1, R2 and n have the meaning given above, for example the compound of the formula (V)
  • amphoteric distyryl brighteners of the formulas (I) to (V) are known and can be prepared by known methods (see, for example, EP-A-59 684).
  • Anionic liquid detergents are known and commercially available detergents with an overall anionic character, as are described, for example, in EP-A-167 205 or US Pat. No. 4,507,219.
  • the liquid detergents contain nonionic and zwitterionic surfactants and optionally small amounts of cationic surfactants and 25 to 65%, preferably 40 to 55%, water.
  • the detergent contains 3 to 50% preferably 15 to 25% anionic surfactants, 2 to 30% preferably 4 to 15% nonionic surfactants, 3 to 30% preferably 5 to 20% optionally ethoxylated (C10-C22) - Fatty acids, in particular saturated (C10-C14) fatty acids such as capric, lauric, myristic, coconut and palm kernel acid and mixtures thereof, 1 to 25% preferably 1 to 10% detergent builders and optionally 1 to 10% preferably 1 to 5% zwitterionic surfactants, 0.5 to 3% preferably 0.7 to 2% quaternary ammonium, amine or amine oxide surfactants, and 1 to 10% customary detergent additives such as enzymes, enzyme stabilizers, antioxidants, preservatives and disinfectants, fragrances and dyes, complexing agents or sequestering agents and solvents.
  • customary detergent additives such as enzymes, enzyme stabilizers, antioxidants, preservatives and disinfectants, fragrances and dyes, complexing agents or sequestering agents and solvents.
  • Anionic surfactants used are, for example, water-soluble salts of alkyl and / or aryl group-containing organic sulfur compounds, sulfonic acids or sulfonic acid esters with 10 to 20 carbon atoms in the alkyl group, such as alkyl sulfates, preferably those obtained by sulfating higher alcohols (10-18 carbon atoms ) linear or branched alkylbenzenesulfonates with 9 to 15 carbon atoms in the alkyl groups, preferably linear alkylbenzenesulfonates with 11 to 14 carbon atoms in the alkyl groups, paraffin sulfonates with 8 to 24, preferably 12 to 18 carbon atoms, alkylglyceryl ether sulfonates with 8 to 18 C atoms, alkylphenol
  • the nonionic surfactants used are, for example, ethoxylated nonionic compounds of the formula R '(OC2H4) n OH, in which R' is an alkyl group with 10 to 16 C atoms or an alkylphenyl group with an alkyl group with 8 to 12 C atoms, n is a number 3 to 9 and the HLB (hydrophilic-lipophilic balance) of these surfactants 10 to 13.
  • R' is an alkyl group with 10 to 16 C atoms or an alkylphenyl group with an alkyl group with 8 to 12 C atoms
  • n is a number 3 to 9
  • the HLB hydrophilic-lipophilic balance
  • anionic surfactants are ethoxylated C1ate-C18 alkyl sulfates, for example in the form of the triethanolamine salts, C10-C15 alkylbenzenesulfonates or mixtures thereof and as nonionic surfactants, condensation products from one mole of (C10-C15) fatty alcohol with 3 to 8 moles of ethylene oxide .
  • Suitable detergent builders are the polycarboxylated compounds mentioned in US Pat. Nos. 4,321,165 and 4,284,532, such as, for example, water-soluble amino, cycloalkane, ether, alkyl, epoxy, tetrahydrofuran, benzene and polyacetal polycarboxylates, preferably sodium - and potassium salts of ethylenediaminetetraacetate, nitrilotriacetate and phytic acid, water-soluble polymers and copolymers of itaconic acid, aconitic acid, maleic acid, fumaric acid, mesaconic acid, methylmalonic acid and citric acid, and the sodium and potassium salts of mellitic acid, pyromellitic acid, benzene pentacarboxylic acid, carboxymethyloxoxyacid, carboxymethyloxoxanoic acid, carboxymethyloxoxanoic acid, carboxymethyloxoxoxyacid, carboxymethyloxox
  • the liquid detergents are produced by simply mixing the individual components and used for washing and pretreating textile fabrics.
  • liquid detergents according to the invention are stable for several months and do not cause bright spots when they come into direct contact with textile fabric.
  • Example 1 A bleached cotton fabric is washed in a liquor ratio of 1:20 for 15 min in a 60 ° C. aqueous liquor which contains 3 g of one of the following liquid detergents a), b) or c) and 0.1% of one per liter Brightener of the formula based on the detergent. The cotton fabric is then rinsed in flowing water for 20 seconds and dried in a drying cabinet at 70 ° C. The fabric treated in this way has a high lightening effect even after the washing process has been repeated 5 to 10 times.
  • Example 2 The stain test is carried out with the compounds of the formulas (1) - (5) and the respective liquid detergent a), b) or c). All compounds are stable in the three detergents for several months and show a good lightening effect and little or no formation of light spots.

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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 (7)

  1. Détergent liquide anionique Contenant des azurants optiques, caractérisé en ce qu'il contient de 1 à 60 % en poids, par rapport au poids du détergent, d'un tensioactif anionique et en ce que les azurants optiques, présents en une proportion de 0,01 à 2 % par rapport au poids du détergent, consistent en un azurant distyryle amphotère ou un mélange d'azurants distyryles de formule (I) :
    Figure imgb0019
    dans laquelle :
    X   représente un atome d'oxygène ou de soufre ou une liaison directe, ou un groupe -SO₂N(R₅)-, -CON(R₅)-ou -COO-,
    Y₁ et Y₂,   indépendamment l'un de l'autre, représentent chacun un groupe alkylène en C₁₋₄ ou hydroxypropylène,
    R₁ et R₂,   indépendamment l'un de l'autre, représentent un groupe alkyle en C₁₋₄ ou forment, conjointement avec l'atome d'azote, un cycle pyrrolidine, pipéridine, hexaméthylène-imine ou morpholine, R₁ pouvant également former avec R₅ un cycle pipérazine,
    R₃ et R₄,   indépendamment l'un de l'autre, représentent chacun un atome d'hydrogène ou d'halogène ou un groupe alkyle en C₁₋₄, alcoxy en C₁₋₄, alcényle en C₃₋₄ ou -CN ou, lorsqu'ils se trouvent en position ortho l'un par rapport à l'autre, conjointement un groupe triméthylène ou tétraméthylène,
    R₅   représente un atome d'hydrogène ou un groupe alkyle en C₁₋₄ ou cyanoéthyle, ou forme avec R₁ un cycle pipérazine,
    Q   représente -COO ou -SO₃, et
    n   vaut 1 ou 2.
  2. Détergent liquide anionique conforme à la revendication 1, caractérisé en ce qu'il contient un azurant distyryle amphotère de formule (II)
    Figure imgb0020
    dans laquelle:
    R₁, R₂, Y₁, Y₂, Q et n   ont les significations indiquées dans la revendication 1, et
    X₁   représente un atome d'oxygène, une liaison directe ou un groupe -CONH- ou -COO-, et
    R₃'   représente un atome d'hydrogène ou de chlore ou un groupe alkyle en C₁₋₄ ou méthoxy.
  3. Détergent liquide anionique conforme à la revendication 2, caractérisé en ce qu'il contient un azurant distyryle amphotère de formule (III) :
    Figure imgb0021
    dans laquelle:
       R₁, R₂, R₃', Y₁, Y₂, Q et n ont les significations indiquées dans la revendication 2.
  4. Détergent liquide anionique conforme à la revendication 3, caractérisé en ce qu'il contient un azurant distyryle amphotère de formule (IV) :
    Figure imgb0022
    dans laquelle :
       Y₁' représente un groupe alkylène en C₁₋₄,et
       R₁, R₂ et n ont les significations indiquées dans la revendication 3.
  5. Détergent liquide anionique conforme à la revendication 4, caractérisé en ce qu'il contient un azurant distyryle de formule (V) :
    Figure imgb0023
  6. Détergent liquide anionique conforme à la revendication 4, caractérisé en ce qu'il contient un azurant distyryle de formule :
    Figure imgb0024
  7. Utilisation d'un détergent liquide anionique conforme à l'une des revendications 1 à 5, pour le lavage et le prétraitement de tissus textiles.
EP89105275A 1988-03-25 1989-03-23 Détergents liquides anioniques, stables au stockage, contenant des dérivés di-styryl amphotères Expired - Lifetime EP0334372B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH1144/88 1988-03-25
CH114488 1988-03-25

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EP0334372A1 EP0334372A1 (fr) 1989-09-27
EP0334372B1 true EP0334372B1 (fr) 1993-01-20

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US (1) US4940555A (fr)
EP (1) EP0334372B1 (fr)
JP (1) JPH01271497A (fr)
AU (1) AU621094B2 (fr)
CA (1) CA1317190C (fr)
DE (1) DE58903307D1 (fr)
ES (1) ES2053843T3 (fr)

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US20050176617A1 (en) * 2004-02-10 2005-08-11 Daniel Wood High efficiency laundry detergent
US7455725B2 (en) * 2004-09-20 2008-11-25 Mattel, Inc. Washable marker ink composition

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DE3064762D1 (en) * 1979-09-21 1983-10-13 Procter & Gamble Washing and softening compositions and methods for their manufacture
DE3260229D1 (en) * 1981-02-26 1984-07-19 Ciba Geigy Ag Amphoteric styrene derivatives
EP0235079A1 (fr) * 1986-01-29 1987-09-02 Ciba-Geigy Ag Procédé de post-traitement de matières celluloriques ou de matières contenant de la cellulose, imprimées avec des colorants réactifs

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JPH01271497A (ja) 1989-10-30
AU621094B2 (en) 1992-03-05
ES2053843T3 (es) 1994-08-01
US4940555A (en) 1990-07-10
EP0334372A1 (fr) 1989-09-27
CA1317190C (fr) 1993-05-04
AU3170789A (en) 1989-09-28
DE58903307D1 (de) 1993-03-04

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