EP0744459B1 - Matière première détergente multifonctionelle - Google Patents

Matière première détergente multifonctionelle Download PDF

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Publication number
EP0744459B1
EP0744459B1 EP96810283A EP96810283A EP0744459B1 EP 0744459 B1 EP0744459 B1 EP 0744459B1 EP 96810283 A EP96810283 A EP 96810283A EP 96810283 A EP96810283 A EP 96810283A EP 0744459 B1 EP0744459 B1 EP 0744459B1
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EP
European Patent Office
Prior art keywords
weight
acid
alkyl
detergent base
base according
Prior art date
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Expired - Lifetime
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EP96810283A
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German (de)
English (en)
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EP0744459A1 (fr
Inventor
Rolf Kuratli
Claude Dr. Eckhardt
Frank Dr. Bachmann
Werner Schreiber
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BASF Schweiz AG
Original Assignee
Ciba Spezialitaetenchemie Holding AG
Ciba SC Holding AG
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Priority to MX9601857A priority Critical patent/MX201083B/es
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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
    • C11D9/00—Compositions of detergents based essentially on soap
    • 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
    • C11D3/3788—Graft polymers

Definitions

  • Such a powder detergent has the following composition, for example: (a 1 ) 6 to 12% by weight Alkylbenzenesulfonate (LAS), (a 2 ) 0 to 7% by weight sec.
  • EP-A-0,696,661 discloses multifunctional textile auxiliary compositions which one or more surfactants, a reaction product of one or more non-ionogenic Surfactants and an ethylenically unsaturated sulfonic acid or carboxylic acid or contains anhydride, a hydrotropic agent and other common ingredients. This document represents an earlier right under Article 54 (3) and (4) EPC.
  • EP-A-0,462,059 discloses low-foam, silicone-free, aqueous textile auxiliaries which are characterized in that they are a reaction product of a nonionic Surfactant with a compound having an acidic water-solubilizing group contain nonionic surfactant and optionally a hydrotropic agent.
  • reaction products of an ethylenically unsaturated sulfonic acid or carboxylic acid or its anhydride and certain nonionic surfactants and optionally sugar derivatives are detergent raw materials which are capable of the components (a 1 ) - (a 6 ) completely and to replace components (b), (e), (l) and (n) in part or in full.
  • the washing raw material according to the invention also has excellent anti-redeposition properties, so that in detergents that contain this washing raw material on the Addition of anti-redeposition agents such as carboxymethyl cellulose and / or polyacrylic acid, can be dispensed with (cf. Examples 21 to 23).
  • the substituents R 1 and R 2 in the formula (1) advantageously represent the hydrocarbon radical of an unsaturated or, preferably, saturated aliphatic monoalcohol having 8 to 22 carbon atoms.
  • the hydrocarbon radical can be straight-chain or branched.
  • R 1 and R 2 are preferably an alkyl radical having 9 to 14 carbon atoms.
  • the alcohol radicals can be used individually or in the form of mixtures of two or more Components are present, such as mixtures of alkyl and / or alkenyl groups, derived from soy fatty acids, palm kernel fatty acids or tallow oils.
  • Alkylene-O chains are preferably divalent radicals of the formulas
  • cycloaliphatic radical examples include cycloheptyl, cyclooctyl or preferably Cyclohexyl.
  • nonionic surfactants of the formulas (1), (2) or (3) are reaction products of a C 10 -C 13 fatty alcohol, for example a C 13 oxo alcohol with 3 to 10 mol of ethylene oxide, propylene oxide and / or butylene oxide or the Reaction product of one mole of a C 13 fatty alcohol with 6 moles of ethylene oxide and 1 mole of butylene oxide may be mentioned, it being possible for the addition products to be end-group-capped with C 1 -C 4 -alkyl, preferably methyl or butyl.
  • the nonionic surfactants of the formula (1) are produced in a manner known per se, for example by reacting a fatty alcohol with alkylene oxides.
  • the corresponding end-capped nonionic surfactants are prepared by subsequent reaction of the addition product formed with an alkyl halide R 2 -Hal, R 4 -Hal or R 6 -Hal, preferably with C 1 -C 4 -alkyl chloride.
  • ethylenically unsaturated monomeric sulfonic acids or carboxylic acids or their anhydrides which are suitable for reaction with the nonionic surfactants of the formulas (1) to (3) can be both monocarboxylic acids and dicarboxylic acids and their anhydrides as well as sulfonic acids, each an ethylenically unsaturated aliphatic radical and preferably have a maximum of 7 carbon atoms.
  • monocarboxylic acids with 3 to 5 carbon atoms e.g. acrylic acid, methacrylic acid, ⁇ -haloacrylic acid, 2-hydroxyethyl acrylic acid, ⁇ -cyanoacrylic acid, crotonic acid and Vinyl acetic acid.
  • the monomeric sulfonic acids used for the reaction include, for example Vinyl sulfonic acid or 2-acrylamido-2-methylpropanesulfonic acid in question.
  • aldopentose examples include D-ribose, D-arabinose, D-xylose or D-lyose; for an aldohexose D-Allose, D-Altrose, D-Glucose, D-Mannose, D-Gulose, D-Ldose, D-Galactose, D-talose, L-fucose or L-rhamnose; for a ketopentose D-ribulose or D-xylulose; for a tetrose D-erythrose or threose; for a ketohexose D-psicose, D-fructose, D-sorbose or D-tagatose.
  • Examples of a disaccharide are trehalose, maltose, isomaltose, cellobiose, gentiobiose, Sucrose, lactose, chitobiose, N, N-diacetylchitobiose, palatinose or sucrose.
  • trisaccharides examples include raffinose, panose or maltotriose called.
  • oligosaccharides are maltotetraose, maltohexaose and chitoheptaose.
  • the ratio is nonionic surfactant or several nonionic surfactants to ethylenically unsaturated sulfonic acid or carboxylic acid or its anhydride, 8: 1 to 1: 1, in particular 6: 1 to 3: 1.
  • the reaction is advantageously carried out in an inert atmosphere, for example in the presence of nitrogen carried out.
  • Organic initiators which form free radicals are preferably used as catalysts used.
  • Suitable initiators for carrying out the radical polymerization are e.g. symmetrical aliphatic azo compounds such as azo-bis-isobutyronitrile, azo-bis-2-methyl-valeronitrile, 1,1-azo-bis-1-cyclo-hexanitrile and 2,2-azo-bis-isobutyric acid alkyl ester; symmetrical diacyl peroxides, such as acetyl, propionyl or butyryl peroxide, Benzoyl peroxide, bromine, nitro, methyl or methoxy substituted benzoyl peroxides as well Lauroyl peroxide; symmetrical peroxydicarbonates, such as diethyl, diisopropyl, dicyclohexyl, and dibenzyl peroxydicarbonate; tert-butyl peroctoate, tert-butyl perbenzoate or tert-
  • Peroxides are: tert-butyl hydroperoxide, di-tert-butyl peroxide, cumene hydroperoxide, di-cumene peroxide and tert-butyl perpivalate.
  • Another suitable compound is potassium persulfate, which is preferably used for the production of the washing raw material according to the invention.
  • the catalysts are usually in amounts of 0.01 to 1 wt .-%, based on the Starting products, used.
  • the ethylenically unsaturated one is used in a first stage Sulphonic acid or carboxylic acid presented in high concentration and then the Fatty alcohol ethoxylate and optionally the sugar derivative formulated.
  • the reaction product obtained is with an inorganic and / or organic base, such as sodium hydroxide solution, potassium hydroxide solution, magnesium hydroxide, ethanolamine or triethanolamine to a pH of 3 to 10, preferably 4 to 5, partially neutralized.
  • the bases used are, for example, 1 to 8% by weight inorganic or organic bases, such as sodium hydroxide, magnesium hydroxide, ethanolamine, triethanolamine, N, N, N, N-tetrakis (2-hydroxypropyl) ethylene amine or 1-amino-1-deoxysorbitol or mixtures thereof. Water is added up to 100% by weight.
  • auxiliaries such as hydrotropic agents, higher fatty alcohols are incorporated.
  • the washing raw material according to the invention has a good Ca-dispersibility, i. E. additional amounts of polycarboxylates in the subsequent detergent are no longer necessary. It is also very stable to electrolytes and temperature. He owns an excellent Washing effect. The formation of macromicelles at elevated temperatures is caused by eliminates polymerization.
  • the laundry raw material is therefore ideally suited for the production of household detergents, such as powder or liquid detergents using the usual methods.
  • household detergents such as powder or liquid detergents using the usual methods.
  • the usage of the washing raw material according to the invention for the production of household detergents represents a further subject matter of the invention.
  • Sodium perborate compounds are, for example, sodium perborate tetrahydrate or in particular sodium perborate monohydrate or sodium perborate percarbonate into consideration.
  • TAED, NOBS or TAGU can be used as peroxide activators (component (h)) Consideration.
  • washing raw material according to the invention also contains the components LAS, non-ionic Replacing surfactants, defoamers, complexing agents and fatty alcohol sulfate makes this easier Use of only one component, the dosage in the detergent composition and leads to a simplification of the washing powder manufacturing process.
  • the production of the inventive washing raw material can be a further variability of the Detergent can be achieved in terms of its properties.
  • the network capacity, the washing effect or the foam behavior through the use of appropriate non-ionic surfactants can be adjusted.
  • the complexing effect and the washing effect are about the amount of ethylenically unsaturated sulfonic acids used or Carboxylic acids controllable.
  • the sugar-acrylic acid polymers are well-known, very biologically easily degradable complexing agents and therefore also allow the calcium dispersing power to be adjusted.
  • the mixture After the end of the metering in of the catalyst solution, the mixture is kept at 90.degree. C. for a further 30 minutes stirred and then cooled to room temperature.
  • the mixture is stirred at 90 ° C. for a further 30 minutes and then cooled to room temperature.
  • the mixture is stirred at 90 ° C. for a further 30 minutes and then cooled to room temperature.
  • the mixture is subsequently stirred at 90 ° C. for a further 30 minutes and then cooled to room temperature.
  • the mixture is stirred at 90 ° C. for a further 30 minutes and then cooled to room temperature.
  • the mixture is stirred at 90 ° C. for a further 30 minutes and then cooled to room temperature.
  • the reaction products prepared in Examples 1 to 11 can be mixed with sodium hydroxide solution, Potash lye, org. Amines (ethanolamine, triethanolamine), magnesium hydroxide etc. neutralized will.
  • the pH value can be set between 3.0 and 10.0.
  • the water contained in the reaction product is removed, if necessary, preferably in a falling film evaporator.
  • Example 12 The procedure described in Example 12 is followed, but a portion of the Washing raw material obtainable from Examples 1 to 11 is admixed with the spray slurry.
  • the final formulation contains 5 to 35% by weight of the active detergent raw material.
  • Example 12 The ingredients mentioned in Example 12 are directly in the fluidized bed or Ploughshare mixers granulated or mixed and low-water or water-free washing raw materials from Examples 1 to 11 sprayed on.
  • the content of active detergent raw material is 5 to 35 wt%.
  • Example 12 All of the solid components of the spray slurry mentioned in Example 12 are used a mixing and grinding process, e.g. in a Pfugshar mixer and / or a fluidized bed unit subjected.
  • the resulting powder material is mixed with the detergent raw material, as well as sprayed with perfume oil, so that compact granules with a high bulk density are obtained will.
  • the washing raw material obtainable from Examples 1 to 11 is mixed with water diluted so that the final formulation contains 50 to 58% by weight of active detergent raw material and has a viscosity favorable to the end user.
  • the solution will be silicate for setting a pH value between 7.5 and 11, as well as perfume oil, optical brighteners and optionally mixed in dyes.
  • An "opacifier” can also be added. Very effective, liquid heavy-duty detergents are obtained.
  • detergents contain so-called “anti-redeposition agents", mostly carboxymethyl cellulose (CMC) and / or polyacrylic acid, including sodium triphosphates has such a dirt-carrying effect.
  • CMC carboxymethyl cellulose
  • polyacrylic acid including sodium triphosphates has such a dirt-carrying effect.
  • the anti-redeposition properties are tested as follows: 5 g of bleached cotton test fabric are washed in 100 ml of deionized water with a pH of 10.5 (adjusted with NaOH) for 20 minutes at 60 ° C., 40 mg of defined types of soot being added to the washing bath. It is then rinsed briefly with tap water and dried at 60.degree.
  • Example 21 Washing raw material from example 5 73.2 1.8 64.2 1.6
  • Example 22 Washing raw material from Example 6 70.8 2.4 68.7 2.2
  • Example 23 Washing raw material from example 7 70.6 1.0 63.8 2.0
  • Surfactant solutions a) to c) are prepared, each containing 2.0 g / l des contain from Examples 5, 6 and 7 available washing raw material. Total will be so 9 solutions made.

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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 (14)

  1. Matière première détergente, caractérisée en ce qu'elle est obtenue, par rapport au poids total de la matière première détergente, par réaction
    de 5 à 13 %
    en masse d'un acide sulfonique ou d'un acide carboxylique à insaturation éthylénique ou de leur anhydride,
    de 50 à 90 %
    en masse d'un agent de surface non ionogène de formule R1-O-(alkylène-O)n1 -R2 où
    R1
    représente un groupe alkyle en C8-C22 ou alcényle en C8-C18 ;
    R2
    représente un atome d'hydrogène ; un groupe alkyle en C1-C4 ; un reste cycloaliphatique présentant au moins 6 atomes de carbone ou benzyle ;
    "alkylène"
    représente un reste alkylène présentant de 2 à 4 atomes de carbone ;
    n1
    va de 1 à 60 ;
    et
    de 0 à 30 %
    en masse de dérivés de sucres et au moins 1 % d'eau.
  2. Matière première détergente selon la revendication 1, caractérisée en ce que les chaínes (alkylène-O) à la formule (1) représentent des restes bivalents de formules
    Figure 00300001
  3. Matière première détergente selon la revendication 1, caractérisée en ce que les agents de surface non ionogènes répondent à la formule
    Figure 00310001
    où
    R3
    représente un groupe alkyle en C8-C22 ;
    R4
    représente un atome d'hydrogène ou un groupe alkyle en C1- C4 ;
    Y1, Y2, Y3 ou Y4
    représentent, indépendamment les uns des autres, des atomes d'hydrogène, des groupes méthyle ou éthyle ;
    n2
    va de 0 à 8 ; et
    n3
    va de 2 à 40.
  4. Matière première détergente selon l'une des revendications 1 à 3, caractérisée en ce que les agents de surface non ionogènes répondent à la formule
    Figure 00310002
    où
    R5
    représente un groupe alkyle en C9-C14 ;
    R6
    représente un groupe alkyle en C1-C4 ;
    Y5, Y6, Y7 ou Y8
    représentent, indépendamment les uns des autres, des atomes d'hydrogène, des groupes méthyle ou éthyle, où l'un des restes Y5, Y6 ou Y7, Y8 représente toujours un atome d'hydrogène ; et
    n4 et n5,
    vont, indépendamment l'un de l'autre, un entier de 4 à 8.
  5. Matière première détergente selon l'une des revendications 1 à 4, caractérisée en ce qu'on utilise des acides monocarboxyliques ayant 3 à 5 atomes de carbone en tant qu'acides carboxyliques à insaturation éthylénique.
  6. Matière première détergente selon la revendication 5, caractérisée en ce qu'on utilise l'acide méthacrylique ou l'acide acrylique en tant qu'acides monocarboxyliques.
  7. Matière première détergente selon l'une des revendications 1 à 6, caractérisée en ce qu'on utilise des saccharides énolisables ou des acides-sucres en tant que dérivés de sucres.
  8. Matière première détergente selon la revendication 7, caractérisée en ce qu'on utilise l'acide gluconique en tant que dérivé de sucre.
  9. Matière première détergente selon l'une des revendications 1 à 8, caractérisée en ce qu'elle est obtenue à partir de 5 à 13 % en masse d'acide acrylique ou méthacrylique et de 50 à 90 % en masse de l'agent de surface non ionogène de formule (2) et de 0 à 30 % d'acide gluconique.
  10. Matière première détergente selon l'une des revendications 1 à 9, caractérisée en ce qu'on met en oeuvre la réaction en présence d'un catalyseur à une température de 30 à 100°C.
  11. Matière première détergente selon la revendication 10, caractérisée en ce qu'on utilise le persulfate de potassium comme catalyseur.
  12. Utilisation de la matière première détergente selon l'une des revendications 1 à 11 pour la préparation d'un détergent ménager.
  13. Détergent ménager contenant
    (a) de 5 à 35 % en masse d'une matière première détergente que l'on peut obtenir par réaction de 5 à 13 % en masse d'un acide carboxylique ou sulfonique à insaturation éthylénique ou leur anhydride avec 50 à 90 % en masse d'un agent de surface non ionogène de formule (1)   R1-O-(alkylène-O)n1 -R2 où
    R1
    représente un groupe alkyle en C8-C22 ou alcényle en C8-C18 ;
    R2
    représente un atome d'hydrogène ; un groupe en C1-C4 ; un reste cycloaliphatique présentant au moins 6 atomes de carbone ou benzyle ;
    "alkylène"
    représente un reste alkylène présentant de 2 à 4 atomes de carbone ;
    n1
    va de 1 à 60 ;
    et éventuellement avec des dérivés de sucres,
    (b) de 7 à 46 % en masse de zéolite ou de tripolyphosphate de Na,
    (c) de 2 à 6 % en masse de silicate de sodium ou éventuellement d'un phyllosilicate imprégné d'assouplissant cationique,
    (d) de 0,8 à 1,2 % en masse de carboxyméthylcellulose (CMC),
    (e) de 0,2 à 0,6 % en masse de phosphonate,
    (f) de 5 à 15 % en masse de carbonate de sodium,
    (g) de 15 à 25 % en masse de composés de perborate de sodium,
    (h) de 3 à 5 % en masse d'activateur de peroxydes,
    (i) de 0,5 à 2 % en masse d'inhibiteurs de transfert de colorant,
    (k) de 5 à 17 % en masse de citrate de sodium,
    (l) de 0,01 à 2 % en masse de matières d'addition et
    q.s.p. d'eau à 100 %.
  14. Détergent ménager selon la revendication 13, caractérisé en ce qu'il contient de plus
    (n) de 0 à 2 % en masse de silicate de magnésium,
    (o) de 0 à 25 % en masse de sulfate de sodium, et
    (p) de 0 à 0,5 % en masse d'agents antimoussants.
EP96810283A 1995-05-19 1996-05-03 Matière première détergente multifonctionelle Expired - Lifetime EP0744459B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
MX9601857A MX201083B (en) 1995-05-19 1996-05-17 Multifunctional detergent base

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CH1494/95 1995-05-19
CH149495 1995-05-19
CH149495 1995-05-19

Publications (2)

Publication Number Publication Date
EP0744459A1 EP0744459A1 (fr) 1996-11-27
EP0744459B1 true EP0744459B1 (fr) 2001-10-10

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Country Status (11)

Country Link
US (1) US5885952A (fr)
EP (1) EP0744459B1 (fr)
JP (1) JPH08325598A (fr)
KR (1) KR100406065B1 (fr)
CN (1) CN1079426C (fr)
BR (1) BR9602332A (fr)
CA (1) CA2176894A1 (fr)
DE (1) DE59607860D1 (fr)
ES (1) ES2163606T3 (fr)
MX (1) MX201083B (fr)
ZA (1) ZA963936B (fr)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6458756B1 (en) * 1999-07-14 2002-10-01 Unilever Home & Personal Care Usa Division Of Conopco, Inc. Powder detergent process
TWI480258B (zh) 2008-03-28 2015-04-11 Asahi Kasei Finechem Co Ltd Vinyl sulfonic acid, a polymer thereof and a process for producing the same
GB2529138A (en) * 2014-07-02 2016-02-17 Basf Se Detergent

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Publication number Priority date Publication date Assignee Title
US3149078A (en) * 1960-06-27 1964-09-15 Colgate Palmolive Co Liquid abrasive cleanser
NL131306C (fr) * 1960-06-27
BE636822A (fr) * 1962-09-04
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US3677954A (en) * 1969-07-28 1972-07-18 Kao Corp Liquid abrasive cleanser composition
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US4124523A (en) * 1977-03-07 1978-11-07 Dow Corning Corporation Silicone-containing acidic cleaner and conditioner
US4457856A (en) * 1980-01-07 1984-07-03 The Procter & Gamble Company Liquid detergent composition contains abrasive particles, anionic and nonionic surfactants
DE3364940D1 (en) * 1982-07-06 1986-09-04 Ciba Geigy Ag Water-soluble or dispersible graft polymers, their production and use
DE3714732C3 (de) * 1987-05-02 1994-07-14 Grillo Werke Ag Copolymerisate auf der Basis von ungesättigten Carbonsäuren und zur Enolatbildung befähigten Monosacchariden, Verfahren zur Herstellung derselben und ihre Verwendung
DE3801633A1 (de) * 1988-01-21 1989-07-27 Starchem Gmbh Verfahren zur herstellung von wasserabsorbierenden und wasserquellbaren polysaccharid-pfropfpolymeren
DE4003172A1 (de) * 1990-02-03 1991-08-08 Basf Ag Pfropfcopolymerisate von monosacchariden, oligosacchariden, polysacchariden und modifizierten polysacchariden, verfahren zu ihrer herstellung und ihre verwendung
DE59108759D1 (de) * 1990-06-11 1997-08-07 Ciba Geigy Ag Schaumarme, silikonfreie, wässrige Textilhilfsmittel, deren Herstellung und Verwendung
DE4221381C1 (de) * 1992-07-02 1994-02-10 Stockhausen Chem Fab Gmbh Pfropf-Copolymerisate von ungesättigten Monomeren und Zuckern, Verfahren zu ihrer Herstellung und ihre Verwendung
DE4316740A1 (de) * 1993-05-19 1994-11-24 Huels Chemische Werke Ag Polymerhaltige Universalreinigungsmittel
ES2182880T3 (es) * 1994-08-11 2003-03-16 Ciba Sc Holding Ag Composiciones de agentes textiles multifuncionales.

Also Published As

Publication number Publication date
MX201083B (en) 2001-03-19
ES2163606T3 (es) 2002-02-01
KR960041338A (ko) 1996-12-19
BR9602332A (pt) 1998-04-22
CN1079426C (zh) 2002-02-20
CN1138090A (zh) 1996-12-18
DE59607860D1 (de) 2001-11-15
KR100406065B1 (ko) 2004-03-26
ZA963936B (en) 1996-11-19
CA2176894A1 (fr) 1996-11-20
JPH08325598A (ja) 1996-12-10
EP0744459A1 (fr) 1996-11-27
US5885952A (en) 1999-03-23

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