WO2017102473A1 - Agent particulaire pour amplifier l'action de blanchiment - Google Patents

Agent particulaire pour amplifier l'action de blanchiment Download PDF

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Publication number
WO2017102473A1
WO2017102473A1 PCT/EP2016/079982 EP2016079982W WO2017102473A1 WO 2017102473 A1 WO2017102473 A1 WO 2017102473A1 EP 2016079982 W EP2016079982 W EP 2016079982W WO 2017102473 A1 WO2017102473 A1 WO 2017102473A1
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Prior art keywords
composition according
weight
water
acid
alkyl
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PCT/EP2016/079982
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German (de)
English (en)
Inventor
Michael Dreja
André HÄTZELT
Tatiana Schymitzek
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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
    • 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
    • C11D3/3927—Quarternary 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
    • 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
    • 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
    • C11D3/392—Heterocyclic compounds, e.g. cyclic imides or lactames
    • 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
    • C11D3/3935—Bleach activators or bleach catalysts granulated, coated or protected
    • 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
    • C11D3/40—Dyes ; Pigments
    • 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
    • C11D3/40—Dyes ; Pigments
    • C11D3/42—Brightening agents ; Blueing agents
    • 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
    • C11D3/50—Perfumes
    • 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
    • C11D3/50—Perfumes
    • C11D3/502—Protected perfumes
    • C11D3/505—Protected perfumes encapsulated or adsorbed on a carrier, e.g. zeolite or clay

Definitions

  • the present invention relates to particulate compositions for enhancing the bleaching performance of detergents and cleaners when washing textiles or cleaning hard surfaces containing certain acylhydrazone.
  • Bleach and bleach activators also often have limited shelf life due to various chemically labile ingredients.
  • the content of peroxygen compound can be significantly reduced in the course of storage of these washing and cleaning agents;
  • the level of bleach activator such as TAED may decrease.
  • the interaction with the bleach system may reduce the activity of co-existing enzymes, and the level of perfume may decrease.
  • it is proposed to protect various active components, which are to be present simultaneously next to one another in a detergent or cleaning agent for example by wrapping, or spatially separate from each other, for example by using several in different chambers of a multi-chamber container of water-soluble material split subcomponents.
  • the invention relates to a granular composition containing acylhydrazone of the general formula (I),
  • R represents an optionally substituted d-alkyl, C2-alkenyl, C2-22-alkynyl, -12-cycloalkyl, -i2-cycloalkenyl, phenyl, naphthyl, -9-aralkyl, -2- Heteroalkyl or -12-cycloheteroalkyl group,
  • R 2 and R 3 independently of one another represent hydrogen or an optionally substituted C 1-28 -alkyl, C 2-6 alkenyl, C 2-12 -alkynyl, -i 2 -cycloalkyl, -i 2 -cycloalkenyl, -9-aralkyl-, Heteroalkyl, -i2-cycloheteroalkyl, -i6-heteroaralkyl, phenyl, naphthyl or heteroaryl or R 2 and R 3 together with the carbon atom connecting them to an optionally substituted 5-, 6-, 7 -, 8- or 9-membered ring, which may optionally contain heteroatoms, and
  • R 4 is hydrogen or a C 1 -28-alkyl, C 2 -alkenyl, C 2-12 -alkynyl, -i 2 -cycloalkyl, -12-cycloalkenyl, -9-aralkyl, -2o-heteroalkyl-, i2-cycloheteroalkyl, -i6-heteroaralkyl or an optionally substituted phenyl or naphthyl or heteroaryl group
  • water-insoluble carrier material and optionally
  • the acylhydrazones may be in E or Z configuration; when R 2 is hydrogen, the compound of general formula (I) may be in one of its tautomeric forms or as a mixture of these.
  • R 2 is preferably hydrogen.
  • R and / or R 3 is preferably an electron-withdrawing group-substituted methyl, phenyl or naphthyl group;
  • R is a CF3 group in another preferred embodiment.
  • R 4 is preferably hydrogen.
  • an electron-withdrawing group preference is given to an ammonium group which optionally carries alkyl or hydroxyalkyl groups or is formed, with the inclusion of the N-atom carrying an alkyl group, as heterocyclic group carrying optionally further heteroatoms.
  • Preferred embodiments of the compounds according to general formula (I) include those of general formula (II),
  • R 0 is hydrogen or a ⁇ -28-alkyl, C 2-30 alkenyl, C 2-22 alkynyl, C 3-12 cycloalkyl, C 3-12 cycloalkenyl, Cz-g-aralkyl -, C3-2o-heteroalkyl, C3-i2-cycloheteroalkyl, C5-16 heteroaralkyl and
  • R 5 , R 6 , R 7 and R 8 are each independently R, hydrogen, halogen, hydroxy, amino, optionally substituted N-mono or di-O-4-alkyl or C 2-4 hydroxyalkylamino -, N-phenyl or N-naphthyl-amino, Ci-28-alkyl, Ci-28-alkoxy, phenoxy, C2-28-alkenyl, C2-22-alkynyl, C3-i2-cycloalkyl -, C3-i2-cycloalkenyl, C7-9 aralkyl, C3-2o-heteroalkyl, C3-i2-cycloheteroalkyl, C5-16 heteroaralkyl, phenyl or naphthyl group, wherein the substituents are selected from C - alkyl, hydroxy, sulfo, sulfato, halogen, cyano, nitro, carboxy, phenyl, phenoxy, naphth
  • R 5 and R 6 or R 6 and R 7 or R 7 and R 8 to form 1, 2 or 3 carbocyclic or O, NR 10 - or S-heterocyclic, optionally aromatic and / or optionally C 1-6 alkyl-substituted rings connected to each other.
  • the anion A " is preferably carboxylate, such as lactate, citrate, tartrate or succinate, perchlorate, tetrafluoroborate, hexafluorophosphate, alkyl sulfonate, alkyl sulfate, hydrogen sulfate, sulfate, dihydrogen phosphate, hydrogen phosphate, phosphate, isocyanate, rhodanide, nitrate, fluoride, chloride, Bromide, bicarbonate or carbonate, wherein for polyvalent anions, the charge balance can be achieved by the presence of additional cations such as sodium or ammonium ions.
  • carboxylate such as lactate, citrate, tartrate or succinate, perchlorate, tetrafluoroborate, hexafluorophosphate, alkyl sulfonate, alkyl sulfate, hydrogen sulfate, sulfate, dihydrogen phosphate, hydrogen phosphate, phosphat
  • the performance of compounds of general formula (I) may optionally be enhanced by the presence of manganese, titanium, cobalt, nickel or copper ions, preferably Mn (II) - (III) - (IV) - (V), Cu ( l) - (II) - (III), Fe (I) - (II) - (III) - (IV), Co (I) - (II) - (III), Ni (I) - (II) - (III), Ti (II) - (III) - (IV), and particularly preferably those selected from Mn (II) - (III) - (IV) - (V), Cu (I) - (II) - (III ), Fe (I) - (II) - (III) - (IV) and Co (I) - (II) - (III);
  • the acylhydrazone can also be used in the form of complex compounds of said metal central atoms with ligands of general formula (
  • a bleach-enhancing complex having a ligand with an acylhydrazone skeleton may have the corresponding ligand once or even several times, in particular twice. It may be one or possibly two or more nuclear. It may also contain other neutral, anion or cationic ligands such as H2O, NH3, CH3OH, acetylacetone, terpyridine, organic anions such as citrate, oxalate, tartrate, formate, a C2-is carboxylate, a C18-alkyl sulfate , in particular methosulfate, or a corresponding alkanesulfonate, inorganic anions such as, for example, halide, in particular chloride, perchlorate, tetrafluoroborate, hexafluorophosphate, nitrate, hydrogensulfate, hydroxide or hydroperoxide. It may also have bridging ligands such as alkylenediamines.
  • particulate composition according to the invention are preferably 1 wt .-% to 60 wt .-%, in particular 5 wt .-% to 40 wt .-% of said acylhydrazone contain.
  • the particles according to the invention a facilitated dosage of a bleach-enhancing active ingredient for the consumer is possible.
  • the acylhydrazone is available faster than when using a coated granules of acylhydrazone in a washing powder.
  • Water-soluble fusible carrier material is preferably a solid at room temperature, water-soluble organic material which melts at temperatures below 130 ° C. It is particularly preferably selected from the group comprising polyethylene glycols, solid nonionic surfactants such as, for example, pluronics, sorbitan esters, soaps, sugars, isomalt, urea and urea.
  • solid nonionic surfactants such as, for example, pluronics, sorbitan esters, soaps, sugars, isomalt, urea and urea.
  • Primderivate ionic liquids
  • water-soluble should be understood to mean that the material dissolves without leaving a residue in water at pH 7 at room temperature to at least 0.1 g / l, preferably to at least 0.4 g / l, water-free meltable carrier material preferably in amounts of from 20% by weight to 95% by weight, in particular from 50% by weight to 90% by weight, particular preference is given to polyethylene glycols having average molecular weights in the range from 1000 g / mol 18,000 g / mol, in particular from 1,100 g / mol to 4,000 g / mol.
  • Water-insoluble carrier material which is correspondingly less soluble than the abovementioned water-soluble material, is preferably selected from the group comprising benzites, zeolites, talc, silicates, clays, zinc oxide, titanium dioxide, metal salts, waxes, glasses, organometallic skeleton compounds, and residues such as ground Coconut shells, nut shells, plant parts, and mixtures thereof.
  • Water-insoluble carrier material is preferably contained in the particulate compositions according to the invention in amounts of from 0.5% by weight to 50% by weight, in particular from 1% by weight to 10% by weight. Particularly preferred is bentonite.
  • fragrances in particular in the form of perfume capsules, are also combined in the particulate composition with the acylhydrazone, they can likewise be better stabilized and more completely transferred to the textile.
  • Fragrances are contained in the particulate compositions according to the invention preferably in amounts of 1 wt .-% to 15 wt .-%, in particular from 3 wt .-% to 10 wt .-%.
  • a particulate composition according to the invention may also contain optical brighteners and / or dyes, in particular so-called "hueing" dyes, which are applied to textiles and displace the color impression of textiles.
  • Hueing 'dyes include blue and violet triarylmethane dyes Basic Blue 1, Basic Blue 5, Basic Blue 7, Basic Blue 8, Basic Blue 1 1, Basic Blue 15, Basic Blue 18, Basic Blue 20, Basic Blue 23, Basic Blue 26, Basic Blue 55, Basic Blue 81, Basic Violet 1, Basic Violet 2, Basic Violet 3, Basic Violet 4, Basic Violet 14, and Basic Violet 23, Methine dyes Basic Violet 7, Basic Violet 16, and Basic Violet 21, anthraquinone Basic Blue 21, Basic Blue 22, Basic Blue 47, Basic Blue 35, and Basic Blue 80, azo dyes Basic Blue 16, Basic Blue 65, Basic Blue 66, Basic Blue 67, Basic Blue 71, Basic Blue 159, Basic Violet 19, Basic Violet 35, Basic Violet 38, and Basic Violet 48, Oxazine dyes Basic Blue 3, Basic Blue 75, Basic Blue 95, Basic Blue 122, Basic Blue 124, Basic Blue 141,
  • optical brighteners for particular textiles from Cellu loose fibers for example, cotton
  • derivatives of Diaminostilbendisulfonklare or their alkali metal salts may be included.
  • brighteners of the substituted 4,4'-distyryl-diphenyl type may be present, for example, 4,4'-bis (4-chloro-3-sulfostyryl) -diphenyl.
  • mixtures of brighteners can be used.
  • lighteners of the 1,3-diaryl-2-pyrazoline type for example 1- (p-sulfamoylphenyl) -3- (p-chlorophenyl) -2-pyrazoline, and compounds of similar construction are particularly suitable.
  • the content of the optical brightener particle and / or the colorant is generally not more than 6% by weight and preferably in the range of 0.001% to 5% by weight, especially 0.01% to 2% by weight .-%.
  • the particulate compositions of the present invention can be obtained by, for example, melting the water-soluble meltable carrier material, blending with the other ingredients mentioned above, and cooling the mixture. Before the cooling step or simultaneously with this, the mixture can be brought into a desired form by customary shaping processes.
  • Particulate compositions of the invention are preferably round (circular) in at least one of three dimensions, oval in a second of the three dimensions, and oval in a third dimension, preferably of the same diameter as the second dimension (pellet or dragee shape ).
  • the diameter of a particle according to the invention in the three dimensions in each case in the range of 10 ⁇ to 5000 ⁇ , in particular from 50 ⁇ to 1000 ⁇ .
  • the density of the compositions of the invention ranges from 0.85 g / cm 3 to 4.90 g / cm 3 , more preferably from 0.91 g / cm 3 to 2.70 g / cm 3 .
  • the volume of a particle according to the invention is preferably in the range of 0.003 cm 3 to 0.15 cm 3 , in particular 0.009 cm 3 to 0, 12 cm 3 .
  • the weight of a particle according to the invention is preferably in the range from 0.95 mg to 2 g, in particular from 1, 45 mg to 1, 2 g.
  • the metering of particles according to the invention is advantageously carried out by pouring out of a bottle or a container, optionally via a metering aid such as a graduated cap.
  • Another object of the invention is the use of a composite as set forth particle to enhance the bleaching performance of peroxide bleach-containing detergents or cleaning agents in their application. This can be achieved in a simple manner by adding the particle to a detergent and applying the resulting combination in a conventional washing or cleaning process, or by adding the particle to an aqueous liquor containing the detergent or cleaning agent.
  • the composition according to the invention can also act on a textile fabric temporarily, preferably alone or preferably in the presence of a peroxygen compound in an aqueous system in a process for removing stains from textiles, for example stubborn stains, for example in a soaking step, to be removed in advance.
  • a washing step closes under set of detergent to the pretreatment step, in which the composition of the invention is used to.
  • the pretreatment liquor produced using the particle according to the invention and optionally the peroxygen compound is preferably not removed before use of the detergent, or at least not completely, for example by rinsing with water.
  • An advantage of the bleach-enhancing composition of the present invention is that the consumer can use a slightly bleach-active or even bleach-free detergent when washing lightly or normally soiled fabrics, and metering or applying particles of the present invention only when removal of bleachable soils is provided. It is to be regarded as a particular advantage of the particles according to the invention that, in particular when they are used as pretreatment agents, overall not only an increased bleaching performance results but also stains that can be removed at least proportionally by the action of enzymes are better removed.
  • peroxygen compounds are in particular organic peracids or pers acid salts of organic acids, such as phthalimidopercaproic acid, perbenzoic acid or salts of diperoxododecanedioic acid, other peroxo acids or peroxo acid salts such as alkali metal or peroxodisulfates or caroates, or diacyl peroxides or Tetraacyldiperoxide, hydrogen peroxide and hydrogen peroxide under the washing conditions releasing substances, such as alkali metal perborates, alkali metal peracids, alkali metal peracids and urea perhydrate, into consideration.
  • organic acids such as phthalimidopercaproic acid, perbenzoic acid or salts of diperoxododecanedioic acid, other peroxo acids or peroxo acid salts such as alkali metal or peroxodisulfates or caroates, or diacyl peroxides or Tetraacyldiperoxide,
  • Hydrogen peroxide can also be produced by means of an enzymatic system, ie an oxidase and its substrate. If solid peroxygen compounds are to be used, they can be used in the form of powders or granules, which can also be enveloped in a manner known in principle. Particular preference is given to using alkali metal percarbonate, alkali metal perborate monohydrate, alkali metal perborate tetrahydrate or hydrogen peroxide in the form of aqueous solutions which contain from 3% by weight to 10% by weight of hydrogen peroxide.
  • the concentration of acylhydrazone in aqueous liquor as used for example in washing machines or dishwashers, 0.5 ⁇ / ⁇ to 500 ⁇ / ⁇ , in particular 5 ⁇ / ⁇ to 100 ⁇ / ⁇ is.
  • the above-mentioned complex-forming metal ions are preferably not intentionally added, but they may be present from possible sources of such metal ions, which include, in particular, the tap water, the washing machine itself, adhesions to textiles, and stains on the fabrics.
  • metal ions inadvertently introduced with other detergent ingredients may also be considered.
  • Preferred peroxygen concentrations (calculated as H2O2) in the liquor are in the range from 0.001 g / l to 10 g / l, in particular from 0.1 g / l to 1 g / l and particularly preferably from 0.2 g / l to 0.5 g / l.
  • the use according to the invention is preferably carried out at temperatures in the range from 10 ° C. to 95 ° C., in particular from 20 ° C. to 40 ° C., and particularly preferably at temperatures below 30 ° C.
  • the water hardness of the water used to prepare the aqueous liquor is preferably in the range of 0 ° dH to 21 ° dH, in particular 0 ° dH to 3 ° dH.
  • the water hardness is preferably in the range of 0 ° dH to 16 ° dH, in particular 0 ° dH to 3 ° dH, which can be achieved for example by the use of conventional builder materials or water softeners.
  • the use according to the invention is preferably carried out at pH values in the range from pH 5 to pH 12, in particular from pH 7 to pH 11.
  • the use according to the invention is preferably carried out by allowing an abovementioned acylhydrazone-containing particle and a detergent containing a peroxygen compound to act on a contaminated textile or a hard object to be cleaned in the course of a machine or hand washing or cleaning operation ,
  • the use according to the invention can also be realized by the use of a detergent which contains peroxygen compound and said particle in the washing of textiles requiring cleaning.
  • cleaning agents for hard surfaces in the inventive use for example in the context of a dishwashing process.
  • Another object of the invention is therefore a detergent or cleaning agent containing peroxygen bleaching agent and the above-mentioned acylhydrazone-containing particles.
  • Preferred embodiments also apply to the category of detergents or cleaners; in particular, the compound of formula (I) may also be present in the form of a bleach catalyst obtainable by complexation with a transition metal ion thereof from said agent.
  • Detergents according to the invention or used in the context of the use according to the invention which can be in the form of homogeneous solutions or suspensions, especially in powdered solids, in densified particle form, may in principle contain all known ingredients customary in such agents.
  • the agents may include builders, surfactants, bleaches, bleach activators, water-miscible organic solvents, enzymes, sequestering agents, electrolytes, pH regulators, special effect polymers such as soil release polymers, dye transfer inhibitors, grayness inhibitors, wrinkle reducing polymeric actives and polymer builders, and other auxiliaries, such as optical brighteners, foam regulators, dyes and fragrances.
  • the above peroxygen compounds are present in the compositions in amounts of up to 50% by weight, more preferably from 2% to 45% and more preferably from 5% to 20% by weight.
  • a conventional bleach activator is used together with the acyl hydrazone.
  • such bleach activators are preferred. in amounts of up to 10 wt .-%, in particular from 1, 5 wt .-% to 5 wt .-% contained.
  • Compounds which give peroxocarboxylic acid-yielding compounds under perhydrolysis conditions can in particular be compounds which, under perhydrolysis conditions, give perbenzoic acid which is optionally substituted and / or aliphatic peroxycarboxylic acids having 1 to 12 C atoms, in particular 2 to 4 C atoms, alone or in mixtures.
  • Suitable are bleach activators which carry O- and / or N-acyl groups, in particular of the stated C atom number and / or optionally substituted benzoyl groups.
  • polyacylated alkylenediamines especially tetraacetylethylenediamine (TAED), acylated glycolurils, in particular tetraacetylglycoluril (TAGU), acylated triazine derivatives, in particular 1,5-diacetyl-2,4-dioxohexahydro-1,3,5-triazine (DADHT), N- Acylimides, in particular N-nonanoylsuccinimide (NOSI), acylated phenolsulfonates or carboxylates or the sulfonic or carboxylic acids of these, in particular nano-nanoyl or isononanoyl or Lauroyloxybenzolsulfonat (NOBS or iso-NOBS or LOBS) or Decanoyloxybenzoat (DOBA), whose formal carbonic acid ester derivatives such as 4- (2-decanoyloxyethoxycarbonyloxy
  • bleach-activating compounds such as, for example, nitriles, from which perimides acids are formed under perhydrolysis conditions.
  • nitriles include in particular aminoacetonitrile derivatives with quaternized nitrogen atom according to the formula
  • R 13 in the R represents -H, -Chta, a C 2-24 -alkyl or -alkenyl radical, a substituted C-24-alkyl or C 2- 24 -alkenyl radical having at least one substituent from the group -Cl, -Br, -OH, -NH2, -CN and -N (+) -CH2-CN, an alkyl or alkenylaryl radical having a Ci-24-alkyl group, or for a substituted alkyl or alkenylaryl radical having at least one, preferably two, optionally substituted Ci -24-alkyl group (s) and optionally further substituents on the aromatic ring
  • R 2 and R 3 are independently selected from -CH 2 -N-CN, -CH 3 , -CH 2 -CH 3 , -CH 2 -CH 2 -CH 3 , -CH (CH 3 ) -CH 3 , -CH 2 -OH, -CH 2 -CH 2
  • the bleach activators may have been coated or granulated in known manner with coating substances, granulated tetraacetylethylenediamine having average particle sizes of 0.01 mm to 0.8 mm, granulated by means of carboxymethylcellulose 1, 5-diacetyl-2,4-dioxo-hexahydro-1, 3,5-triazine, and / or formulated in particulate form Trialkylammoniumacetonitrile is particularly preferred.
  • transition metal complexes are preferably selected from the cobalt, iron, copper, titanium, vanadium, manganese and ruthenium complexes.
  • Suitable ligands in such transition metal complexes are both inorganic and organic compounds, which in addition to carboxylates in particular compounds having primary, secondary and / or tertiary amine and / or alcohol functions, such as pyridine, pyridazine, pyrimidine, pyrazine, imidazole, pyrazole , triazole, 2,2 '-bispyridylamine, tris (2-pyridylmethyl) amine, 1, 4,7-triazacyclononane and its substituted derivatives such as 1, 4,7-trimethyl-1, 4,7-triazacyclononane, 1, 5 , 9-Triazacyclodo-decane and its substituted derivatives such as 1, 5,9-trimethyl-1, 5,9-triazacyclo
  • the inorganic neutral ligands include in particular ammonia and water. If not all coordination sites of the transition metal central atom are occupied by neutral ligands, contains the Complex further, preferably anionic and among these particular mono- or bidentate ligands. These include in particular the halides such as fluoride, chloride, bromide and iodide, and the (NO 2) - group, that is a nitro ligand or a nitrito ligand.
  • the (NO 2) - group may also be chelated to a transition metal or it may be asymmetric or two transition metal atoms -0-bridging.
  • the transition metal complexes may carry further, generally simpler ligands, in particular mono- or polyvalent anion ligands.
  • anion ligands for example, nitrate, actetate, trifluoroacetate, formate, carbonate, citrate, oxalate, perchlorate and complex anions such as hexafluorophosphate.
  • the anion ligands should provide charge balance between the transition metal central atom and the ligand system.
  • the presence of oxo ligands, peroxo ligands and imino ligands is also possible.
  • such ligands can also act bridging, so that polynuclear complexes arise.
  • both metal atoms in the complex need not be the same.
  • the use of binuclear complexes in which the two transition metal central atoms have different oxidation numbers is also possible. If anionic ligands are missing or the presence of anionic ligands does not result in charge balance in the complex, anionic counterions which neutralize the cationic transition metal complex are present in the transition metal complex compounds to be used according to the invention.
  • anionic counterions include in particular nitrate, hydroxide, hexafluorophosphate, sulfate, chlorate, perchlorate, the halides such as chloride or the anions of carboxylic acids such as formate, acetate, oxalate, benzoate or citrate.
  • transition metal complex compounds that can be used are ⁇ ( ⁇ ) 2 ( ⁇ -O) 3 (1, 4,7-trimethyl-1, 4,7-triazacyclononane) di-hexafluorophosphate, [N, N'-bis [ (2-hydroxy-5-vinylphenyl) methylene] -1,2-diaminocyclohexane] manganese (III) chloride, [N, N'-bis [(2-hydroxy-5-nitrophenyl) methylene] -1 , 2-diaminocyclohexane] manganese (III) acetate, [N, N'-bis [(2-hydroxyphenyl) methylene] -1, 2-phenylenediamine] manganese (III) acetate, [ ⁇ , ⁇ '- Bis [(2-hydroxyphenyl) methylene] -1,2-diaminocyclohexane] manganese (III) chloride, [N, N'-bis [(2-hydroxyphenyl) methylene
  • the agents may contain one or more surfactants, in particular anionic surfactants, nonionic surfactants and mixtures thereof, but also cationic and / or amphoteric surfactants may be included.
  • Suitable nonionic surfactants are in particular alkyl glycosides and ethoxylation and / or propoxylation of alkyl glycosides or linear or branched alcohols each having 12 to 18 carbon atoms in the alkyl moiety and 3 to 20, preferably 4 to 10 alkyl ether groups.
  • ethoxylation and / or propoxylation products of N-alkylamines, vicinal diols, fatty acid esters and fatty acid amides which correspond to said long-chain alcohol derivatives with respect to the alkyl moiety and of alkylphenols having 5 to 12 C atoms in the alkyl radical.
  • Suitable anionic surfactants are in particular soaps and those which contain sulfate or sulfonate groups with preferably alkali ions as cations.
  • Usable soaps are preferably the alkali salts of the saturated or unsaturated fatty acids having 12 to 18 carbon atoms. Such fatty acids can also be used in incompletely neutralized form.
  • Useful surfactants of the sulfate type include the salts of the sulfuric acid half-esters of fatty alcohols having 12 to 18 carbon atoms and the sulfation products of said nonionic surfactants having a low degree of ethoxylation.
  • Suitable surfactants of the sulfonate type include linear alkylbenzenesulfonates having 9 to 14 carbon atoms in the alkyl moiety, alkane sulfonates having 12 to 18 carbon atoms, and olefin sulfonates having 12 to 18 carbon atoms, which are formed in the reaction of corresponding monoolefins with sulfur trioxide, and alpha-sulfofatty acid esters resulting from the sulfonation of fatty acid methyl or ethyl esters.
  • Such surfactants are present in detergents in proportions of preferably from 5% by weight to 50% by weight, in particular from 8% by weight to 30% by weight,
  • a detergent preferably contains at least one water-soluble and / or water-insoluble, organic and / or inorganic builder.
  • the water-soluble organic builder substances include polycarboxylic acids, in particular citric acid and sugar acids, monomeric and polymeric aminopolycarboxylic acids, especially glycinediacetic acid, methylglycinediacetic acid, nitrilotriacetic acid, iminodisuccinates such as ethylenediamine-N, N'-disuccinic acid and Hydroxyiminodisuccinate, ethylenediaminetetraacetic acid and polyaspartic acid, polyphosphonic acids, especially Aminotris (methylenphosphonklare ), Ethylenediaminetetrakis (methylenephosphonic acid), lysintetra (methylenephosphonic acid) and 1-hydroxyethane-1, 1-diphosphonic acid, polymeric hydroxy compounds such as dextrin and also polymeric (polycarboxylic acids, in particular
  • the relative average molecular weight (Here and in the following: weight average) of the homopolymers of unsaturated carboxylic acids is generally between 5,000 g / mol and 200,000 g / mol, of the copolymers between 2,000 g / mol and 200,000 g / mol, preferably 50,000 g / mol to 120 000 g / mol, in each case based on the free acid.
  • a particularly preferred acrylic acid-maleic acid copolymer has a relative average molecular weight of 50,000 to 100,000.
  • Suitable, though less preferred compounds of this class are copolymers of acrylic acid or methacrylic acid with vinyl ethers, such as vinylmethyl ethers, vinyl esters, ethylene, propylene and styrene, in which the proportion of the acid is at least 50% by weight.
  • vinyl ethers such as vinylmethyl ethers, vinyl esters, ethylene, propylene and styrene
  • terpolymers which contain two unsaturated acids and / or salts thereof as monomers and vinyl alcohol and / or a vinyl alcohol derivative or a carbohydrate as the third monomer.
  • the first acidic monomer or its salt is derived from a monoethylenically unsaturated C3-Cs-carboxylic acid and preferred example of a C3-C4 monocarboxylic acid, in particular of (meth) acrylic acid.
  • the second acidic monomer or its salt may be a derivative of a C4-Cs-dicarboxylic acid, with maleic acid being particularly preferred.
  • the third monomeric unit in this case is formed by vinyl alcohol and / or preferably an esterified vinyl alcohol.
  • vinyl alcohol derivatives are preferred which represent an ester of short-chain carboxylic acids, for example of C 1 -C 4 -carboxylic acids, with vinyl alcohol.
  • Preferred polymers contain from 60% by weight to 95% by weight, in particular from 70% by weight to 90% by weight, of (meth) acrylic acid or
  • (Meth) acrylate particularly preferably acrylic acid or acrylate, and maleic acid or maleate and 5 wt .-% to 40 wt .-%, preferably 10 wt .-% to 30 wt .-% of vinyl alcohol and / or vinyl acetate.
  • Very particular preference is given to polymers in which the weight ratio of (meth) acrylic acid or (meth) acrylate to maleic acid or maleate is between 1: 1 and 4: 1, preferably between 2: 1 and 3: 1 and in particular 2: 1 and 2 , 5: 1 lies. Both the amounts and the weight ratios are based on the acids.
  • the second acidic monomer or its salt may also be a derivative of an allylsulfonic acid substituted in the 2-position with an alkyl radical, preferably with a C 1 -C 4 -alkyl radical, or an aromatic radical which is preferably derived from benzene or benzene derivatives is.
  • Preferred terpolymers contain from 40% by weight to 60% by weight, in particular from 45 to 55% by weight, of (meth) acrylic acid or (meth) acrylate, particularly preferably acrylic acid or acrylate, from 10% by weight to 30% by weight.
  • % preferably 15 wt .-% to 25 wt .-% methallylsulfonic acid or Methallylsulfonat and as the third monomer 15 wt .-% to 40 wt .-%, preferably 20 wt .-% to 40 wt .-% of a carbohydrate
  • This carbohydrate may be, for example, a mono-, di-, oligo- or polysaccharide, mono-, di- or oligosaccharides being preferred. Particularly preferred is sucrose.
  • the use of the third monomer presumably incorporates predetermined breaking points into the polymer which are responsible for the good biodegradability of the polymer.
  • terpolymers generally have a relative average molecular weight between 1,000 g / mol and 200,000 g / mol, preferably between 200 g / mol and 50,000 g / mol.
  • Further preferred copolymers are those which have as monomers acrolein and acrylic acid / acrylic acid salts or vinyl acetate.
  • the organic builder substances can be used, in particular for the preparation of liquid agents, in the form of aqueous solutions, preferably in the form of 30 to 50 percent by weight aqueous solutions. All of the acids mentioned are generally used in the form of their water-soluble salts, in particular their alkali metal salts.
  • Such organic builder substances may be present in amounts of up to 40% by weight, in particular up to 25% by weight and preferably from 1% by weight to 8% by weight. Quantities close to the stated upper limit are preferably used in pasty or liquid, in particular hydrous, agents.
  • Suitable water-soluble inorganic builder materials are, in particular, polyphosphates, preferably sodium triphosphate.
  • water-insoluble inorganic builder materials are in particular crystalline or amorphous, water-dispersible alkali metal aluminosilicates, in amounts not exceeding 25 wt .-%, preferably from 3 wt .-% to 20 wt .-% and in particular in amounts of 5 wt .-% to 15 wt. -% used.
  • detergent-grade crystalline sodium aluminosilicates in particular zeolite A, zeolite P and zeolite MAP and optionally zeolite X. Amounts near the above upper limit are preferably used in solid, particulate agents.
  • suitable aluminosilicates have no particles with a particle size greater than 30 ⁇ m, and preferably consist of at least 80% by weight of particles having a size of less than 10 ⁇ m.
  • Their calcium binding inhibitor is usually in the range of 100 to 200 mg CaO per gram.
  • water-soluble inorganic builder materials may be included.
  • polyphosphates such as sodium triphosphate
  • these include in particular the water-soluble crystalline and / or amorphous alkali metal silicate builders.
  • Such water-soluble inorganic builder materials are preferably present in the compositions in amounts of from 1% to 20% by weight, in particular from 5% to 15% by weight.
  • the alkali metal silicates useful as builder materials preferably have a molar ratio of alkali oxide to SiO 2 below 0.95, in particular from 1: 1, 1 to 1: 12, and may be amorphous or crystalline.
  • Preferred alkali metal silicates are the sodium silicates, in particular the amorphous sodium silicates, with a molar ratio of Na 2 O: SiO 2 of from 1: 2 to 1: 2.8.
  • Crystalline silicates which may be present alone or in a mixture with amorphous silicates are preferably crystalline phyllosilicates of the general formula Na.sub.2SixO.sub.2.sup.x + H.sub.2O.sub.2, in which x, the so-called modulus, is a number from 1.9 to 4 and y is a number from 0 is up to 20 and preferred values for x are 2, 3 or 4.
  • Preferred crystalline phyllosilicates are those in which x in the abovementioned general formula assumes the values 2 or 3.
  • both .beta. And .delta.-sodium disilicates (Na.sub.2Si.sub.20.sub.y H.sub.2O) are preferred.
  • Also prepared from amorphous alkali metal silicates practically anhydrous crystalline alkali silicates of the above general formula in which x is a number from 1, 9 to 2.1, can be used in the compositions.
  • a crystalline sodium layer silicate with a modulus of 2 to 3 is used, as can be prepared from sand and soda.
  • Sodium silicates with a modulus in the range of 1.9 to 3.5 are used in another embodiment.
  • a granular compound of alkali silicate and alkali carbonate is used, as it is commercially available, for example, under the name Nabion® 15.
  • An agent according to the invention preferably contains enzyme selected from the group of the proteases, amylases, lipases, cellulases, hemicellulases, mannanases, tannases, xylanases, xanthanases, xyloglucanases, ⁇ -glucosidases, pectinases, carrageenases, perhydrolases, oxides. dasen, oxidoreductases and mixtures of these.
  • proteases for example, those of the subtilisin type can be used.
  • subtilisins BPN 'and Carlsberg examples thereof are the subtilisins BPN 'and Carlsberg, the protease PB92, the subtilisins 147 and 309, the alkaline protease from Bacillus lentus, subtilisin DY and the enzymes thermitase, proteinase K and the subtilases, but not the subtilisins in the narrower sense Proteases TW3 and TW7.
  • Subtilisin Carlsberg is available in a further developed form under the trade name Alcalase® from Novozymes A / S, Bagsvaerd, Denmark.
  • the subtilisins 147 and 309 are sold under the trade names Esperase®, and Savinase® by the company Novozymes.
  • Further useful proteases are, for example, those under the trade names Durazym®, Relase®, Everlase®, Nafizym®, Natalase® and Kannase® from Novozymes, sold under the trade names, Purafect®, Purafect® OxP, Purafect® Prime, Excellase® and Prospase® from Genencor, sold under the trade name Biotouch® ROC 250 L by the company AB-Enzymes, Darmstadt, under the trade name Protosol® by Advanced Biochemicals Ltd., Thane, India, under the trade name Wuxi From Wuxi Snyder Bioproducts Ltd., China, sold under the trade names Proleather® and Protease P® by Amano Pharmaceuticals Ltd., Nagoya, Japan, under the trade name Biogent® 900 G by Ishaan Bio Private Limited, Ahmedabad, India, and the enzyme available under the name
  • lipases or cutinases can be used as further enzymes, in particular because of their triglyceride-splitting activities, but also in order to generate peracids in situ from suitable precursors.
  • suitable precursors include, for example, the lipases originally obtainable from Humicola lanuginosa (Thermomyces lanuginosus) or further developed, in particular those having the amino acid exchange D96L.
  • the cutinases can be used, which have been originally isolated from Fusarium solani pisi and Humicola insolens. It is also possible to use lipases, or cutinases, whose initial enzymes were originally isolated from Pseudomonas mendocina and Fusarium solanii.
  • the agents according to the invention contain at least one amylase.
  • An amylase is an enzyme as described in the introduction.
  • synonymous terms may be used, for example, 1,4-alpha-D-glucan glucanohydrolase or glycogenase.
  • Amylases preferred according to the invention are ⁇ -amylases.
  • the decisive factor for determining whether an enzyme is an amylase according to the invention is its ability to hydrolyze a (1-4) - Glycoside bonds in starch amylose.
  • Exemplary amylases are the a-amylases from Bacillus licheniformis, from Bacillus amyloliquefaciens or from Bacillus stearothermophilus, and in particular also their further developments improved for use in detergents or cleaners.
  • the enzyme from Bacillus licheniformis is available from the company Novozymes under the name Termamyl® and from the company Danisco / Genencor under the name Purasta DST.
  • ⁇ -amylase Further development products of this ⁇ -amylase are available from the company Novozymes under the trade names Dharmamyl® and Termamy Dultra, from the company Danisco / Genencor under the name Purasta DOxAm and from the company Daiwa Seiko Inc., Tokyo, Japan, as Keistase®.
  • Bacillus amyloliquefaciens ⁇ -amylase is sold by Novozymes under the name BAN®, and variants derived from Bacillus stearothermophilus ⁇ -amylase under the names BSG® and Novamyl®, also from Novozymes. Furthermore, for this purpose, the ⁇ -amylase from Bacillus sp.
  • a 7-7 (DSM 12368) and cyclodextrin glucanotransferase (CGTase) from Bacillus agaradherens (DSM 9948).
  • CCTase cyclodextrin glucanotransferase
  • fusion products of all the molecules mentioned can be used.
  • the further developments of the ⁇ -amylase from Aspergillus niger and A. oryzae available under the trade name Fungamyl® from the company Novozymes are suitable.
  • Further advantageously usable commercial products are, for example, the amylase-LT® and Stainzyme® or Stainzyme ultra® or Stainzyme plus®, the latter also from the company Novozymes.
  • variants of these enzymes obtainable by point mutations can be used according to the invention.
  • the active protein-based proportion by weight of the enzymes in the total weight of the detergents and cleaners is preferably from 0.0005% by weight to 1.0% by weight, in particular from 0.001% by weight to 0.5% by weight, and particularly preferably 0.002 wt% to 0.2 wt%.
  • An agent can for further enhancing the disinfecting action, for example against specific germs, additionally conventional antimicrobial agents, such as alcohols, aldehydes, acids, carboxylic acid esters, acid amides, phenols and phenol derivatives, diphenyls, diphenylalkanes, urea derivatives, bonded to organic frameworks O-acetates and O-formals, benzamidines, isothiazolines, phthalimide derivatives, pyridine derivatives, amines, quaternary ammonium compounds, guanidines, amphoteric compounds, quinolines, benzimidazoles, IPBC, dithiocarbamates, metals and metal compounds such as silver and silver salts, halogens such as chlorine , iodine and their compounds, other oxidizing agents and inorganic nitrogen compounds.
  • conventional antimicrobial agents such as alcohols, aldehydes, acids, carboxylic acid esters, acid amides, phenols and phenol derivatives, di
  • Such antimicrobial additives are preferably present in amounts of up to 10 wt .-%, in particular from 0.01 wt .-% to 5 wt .-%, each based on the total agent included; in a preferred embodiment, however, they are free of such additional disinfecting agents.
  • Suitable gravel inhibitors or soil release agents are cellulose ethers, such as carboxymethylcellulose, methylcellulose, hydroxyalkylcelluloses and cellulose mixed ethers, such as methylhydroxyethylcellulose, methylhydroxypropylcellulose and methylcarboxymethylcellulose.
  • sodium carboxymethylcellulose and mixtures thereof with methylcellulose are used.
  • Commonly used soil release agents include copolyesters containing dicarboxylic acid units, alkylene glycol units and polyalkylene glycol units.
  • the proportion of graying inhibitors and / or soil-release active ingredients in the compositions is generally not more than 2% by weight and is preferably from 0.5% by weight to 1.5% by weight.
  • the customary foam regulators which can be used in detergents include, for example, polysiloxane-silica mixtures, the finely divided silica contained therein being preferably signed or otherwise rendered hydrophobic.
  • the polysiloxanes can consist of both linear compounds as well as crosslinked polysiloxane resins and mixtures thereof.
  • Further antifoams are paraffin hydrocarbons, in particular microparaffins and paraffin waxes whose melting point is above 40 ° C., saturated fatty acids or soaps having in particular 20 to 22 carbon atoms, for example sodium behenate, and alkali metal salts of phosphoric mono- and / or dialkyl esters in which the alkyl chains each having 12 to 22 carbon atoms.
  • the proportion of foam regulators may preferably be from 0.2% by weight to 2% by weight.
  • the agents may contain water as a solvent.
  • organic solvents which can be used in the compositions, in particular if they are in liquid or pasty form, are alcohols having 1 to 4 C atoms, in particular methanol, ethanol, isopropanol and tert-butanol, diols having 2 to 4 C atoms, in particular ethylene glycol and propylene glycol, and mixtures thereof and the derivable from said classes of compounds ethers.
  • Such water-miscible solvents are present in the compositions in amounts of preferably not more than 20% by weight, in particular from 1% by weight to 15% by weight.
  • the agents systemic and environmentally friendly acids especially citric acid, acetic acid, tartaric acid, malic acid, lactic acid, glycolic acid, succinic acid, glutaric acid and / or adipic acid, but also, mineral acids, in particular sulfuric acid or alkali metal hydrogen sulfates, or bases, in particular ammonium or alkali metal hydroxides.
  • Such pH regulators are preferably not more than 10 wt .-%, in particular from 0.5 wt .-% to 6 wt .-%, included.
  • the preparation of solid compositions presents no difficulties and can be carried out in a manner known in principle, for example by spray-drying or granulation, thermally-sensitive ingredients optionally being added separately later.
  • compositions in the form of aqueous or other conventional solvent-containing solutions are particularly advantageously prepared by simply mixing the ingredients, which can be added in bulk or as a solution in an automatic mixer.
  • compositions are preferably in the form of pulverulent, granular or tablet-like preparations which are prepared in a manner known per se, for example by mixing, granulating, roller compacting and / or spray-drying the thermally stable components and admixing the more sensitive components, in particular enzymes, bleaches and bleach-activating agents Active ingredients are expected to be produced.
  • a process comprising an extrusion step is preferred.
  • a tablet thus produced has a weight of 15 g to 40 g, in particular from 20 g to 30 g, with a diameter of 35 mm to 40 mm.
  • compositions E1 to E4 were polyethylene glycol with an average molecular weight of 4000 g / mol (PEG 4000) melted into the melt.
  • PEG 4000 polyethylene glycol with an average molecular weight of 4000 g / mol
  • compositions E1 to E4 showed a very good dissolution behavior when in contact with water.

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Abstract

L'invention vise à améliorer le blanchiment de produits de lavage et de nettoyage peroxygénés. À cet effet, des compositions granulaires contenant de l'acylhydrazone sont ajoutées.
PCT/EP2016/079982 2015-12-18 2016-12-07 Agent particulaire pour amplifier l'action de blanchiment Ceased WO2017102473A1 (fr)

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DE102015225882.3A DE102015225882A1 (de) 2015-12-18 2015-12-18 Partikuläres Mittel zur Verstärkung der Bleichwirkung
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Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0835926A2 (fr) * 1996-10-10 1998-04-15 Clariant GmbH Procédé de production d'un activateur de blanchiment sous forme de granules enrobés
EP1279725A2 (fr) * 2001-07-25 2003-01-29 Clariant GmbH Procédé de production d'activateur de blanchiment en forme granulée
WO2009124855A1 (fr) 2008-04-09 2009-10-15 Basf Se Utilisation de composés complexes d'hydrazides métalliques comme catalyseurs d'oxydation
WO2012080088A1 (fr) 2010-12-13 2012-06-21 Basf Se Catalyseurs de blanchiment
WO2013104631A1 (fr) * 2012-01-11 2013-07-18 Henkel Ag & Co. Kgaa Acylhydrazones utilisées comme renforçateurs de blanchiment
WO2015169851A1 (fr) * 2014-05-09 2015-11-12 Basf Se Granulé d'acylhydrazone doté d'un revêtement à deux couches destiné à être utilisé dans des détergents pour le linge

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0835926A2 (fr) * 1996-10-10 1998-04-15 Clariant GmbH Procédé de production d'un activateur de blanchiment sous forme de granules enrobés
EP1279725A2 (fr) * 2001-07-25 2003-01-29 Clariant GmbH Procédé de production d'activateur de blanchiment en forme granulée
WO2009124855A1 (fr) 2008-04-09 2009-10-15 Basf Se Utilisation de composés complexes d'hydrazides métalliques comme catalyseurs d'oxydation
WO2012080088A1 (fr) 2010-12-13 2012-06-21 Basf Se Catalyseurs de blanchiment
WO2013104631A1 (fr) * 2012-01-11 2013-07-18 Henkel Ag & Co. Kgaa Acylhydrazones utilisées comme renforçateurs de blanchiment
WO2015169851A1 (fr) * 2014-05-09 2015-11-12 Basf Se Granulé d'acylhydrazone doté d'un revêtement à deux couches destiné à être utilisé dans des détergents pour le linge

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