EP2329001A1 - Mélanges de catalyseurs de blanchiment contenant des sels de manganèse et de l'acide oxalique ou ses sels - Google Patents

Mélanges de catalyseurs de blanchiment contenant des sels de manganèse et de l'acide oxalique ou ses sels

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Publication number
EP2329001A1
EP2329001A1 EP09778106A EP09778106A EP2329001A1 EP 2329001 A1 EP2329001 A1 EP 2329001A1 EP 09778106 A EP09778106 A EP 09778106A EP 09778106 A EP09778106 A EP 09778106A EP 2329001 A1 EP2329001 A1 EP 2329001A1
Authority
EP
European Patent Office
Prior art keywords
salts
manganese
oxalic acid
weight
acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP09778106A
Other languages
German (de)
English (en)
Other versions
EP2329001B1 (fr
Inventor
Gerd Reinhardt
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Clariant Finance BVI Ltd
Original Assignee
Clariant Finance BVI Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Clariant Finance BVI Ltd filed Critical Clariant Finance BVI Ltd
Priority to PL09778106T priority Critical patent/PL2329001T3/pl
Publication of EP2329001A1 publication Critical patent/EP2329001A1/fr
Application granted granted Critical
Publication of EP2329001B1 publication Critical patent/EP2329001B1/fr
Active legal-status Critical Current
Anticipated expiration legal-status Critical

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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
    • C11D3/3932—Inorganic compounds or complexes
    • 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
    • C11D3/02—Inorganic compounds ; Elemental compounds
    • C11D3/04—Water-soluble compounds
    • C11D3/046—Salts
    • 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
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2075—Carboxylic acids-salts thereof
    • C11D3/2082—Polycarboxylic acids-salts thereof

Definitions

  • Bleach catalyst mixtures consisting of manganese salts and oxalic acid or salts thereof
  • the present invention relates to the use of certain manganese compounds in combination with oxalic acid or its derivatives for enhancing the bleaching action of, in particular, inorganic peroxygen compounds in bleaching colored stains on hard surfaces, and hard surface cleaners containing such combinations.
  • Inorganic peroxygen compounds particularly hydrogen peroxide and solid peroxygen compounds which dissolve in water to release hydrogen peroxide, such as sodium perborate and sodium carbonate perhydrate, have long been used as oxidizing agents for disinfecting and bleaching purposes.
  • the oxidation effect of these substances depends on dilute
  • bleach activators for the numerous proposals, especially from the classes of N- or O-acyl compounds, for example, polyacylated alkylenediamines, especially tetraacetylethylenediamine and acylated glycolurils, such as tetraacetylglycoluril, also carboxylic acid anhydrides , in particular phthalic anhydride, carboxylic acid esters, in particular sodium nonanoyloxybenzenesulfonate, sodium lauroylbenzenesulfonate or decanoyloxybenzoic acid and acylated sugar derivatives, such as pentaacetylglucose, have become known in the literature.
  • bleach activators for the numerous proposals, especially from the classes of N- or O-acyl compounds, for example, polyacylated alkylenediamines, especially tetraacetylethylenediamine and acylated glycolurils, such as tetraacetylglycoluril, also carb
  • Transition metal salts and complexes as so-called bleach catalysts.
  • the metal complexes provided that they ensure a good soil removal at all under the conditions of the purification process, are usually characterized by a complex synthesis and the associated high production costs of the complex ligand.
  • manganese compounds which cause a certain bleaching efficiency under washing and cleaning conditions in combination with persalts.
  • manganese / EDTA complexes as in EP 0 141 470 or manganese sulfate / picolinic acid mixtures, as in
  • the present invention has the improvement of the oxidation and bleaching action of inorganic peroxygen compounds in conjunction with Manganese compounds at low temperatures below 80 0 C, especially in the temperature range of about 15 to 45 0 C, the goal.
  • manganese compounds in combination with a persalt and oxalic acid, their salts or derivatives have a significant contribution to the cleaning performance of the peroxygen compounds against colored stains on hard surfaces, especially when used in combination with under perhydrolysis conditions peroxycarboxylic acid releasing compounds.
  • the invention provides bleach catalyst mixtures containing a manganese compound and oxalic acid, their salts or derivatives.
  • manganese compounds all manganese salts in the oxidation states +2 or +3 find use, for example, manganese halides, wherein the
  • Chlorides are preferred, manganese sulfates, manganese salts of organic acids such as manganese acetates, manganese acetylacetonates, manganese nitrates, and manganese complexes, as described in EP 1 445 305 or EP 1 520 910.
  • the oxalic acid can be used as the free acid, mono- or disalt of alkali or alkaline earth metals or ammonium salts.
  • derivatives of oxalic acid can be used, wherein at least one acid function is not derivatized, besides oxalic acid derivatives are suitable which hydrolyze under washing conditions and release oxalic acid.
  • detergents and cleaners according to the invention are in addition to a
  • Peracid substance compound preferably 0.025 to 2.5% by weight, in particular 0.05 to 1.5% by weight of bleach-intensifying manganese compound and 0.025 to 2.5% by weight, in particular 0.05 to 1.5% by weight containing oxalic acid, its salts or derivatives.
  • Suitable peroxygen compounds are hydrogen peroxide, but in the first place alkali perborate or tetrahydrate and / or alkali metal percarbonate, with sodium being the preferred alkali metal.
  • the use of Sodium percarbonate has particular advantages in dishwashing detergents, as it has a particularly favorable effect on the corrosion behavior of glasses.
  • the oxygen-based bleaching agent is therefore preferably an alkali percarbonate, especially sodium percarbonate.
  • the amounts of peroxygen compounds used are generally chosen so that in the solutions between 10 ppm and 10% active oxygen, preferably between 50 and 5000 ppm of active oxygen are present.
  • bleach stabilizers such as phosphonates, borates or metaborates and metasilicates and magnesium salts such as magnesium sulfate may be useful.
  • the bleach formulation can be conventional bleach activators, that is, compounds which give perbenzoic acid optionally substituted under perhydrolysis conditions and / or peroxycarboxylic acids having 1 to 10 carbon atoms, especially 2 to 4 carbon atoms.
  • bleach activators that is, compounds which give perbenzoic acid optionally substituted under perhydrolysis conditions and / or peroxycarboxylic acids having 1 to 10 carbon atoms, especially 2 to 4 carbon atoms.
  • Suitable are the customary bleach activators cited at the outset which carry O- and / or N-acyl groups of the stated C atom number and / or optionally substituted benzoyl groups.
  • polyacylated alkylenediamines in particular tetraacetylethylenediamine (TAED), acylated glycol loops, in particular tetraacetylglycoluril (TAGU), acylated thazine derivatives, in particular 1,5-diacetyl-2,4-dioxohexahydro-1,3,5-triazine (DADHT), acylated phenylsulfonates , in particular nonanoyl or Isononanoyloxybenzolsulfonat, acylated polyhydric alcohols, in particular triacetin, ethylene glycol diacetate and 2,5-diacetoxy-2,5-dihydrofuran and acetylated sorbitol and mannitol, and acylated sugar derivatives, in particular pentaacetylglucose (PAG), Pentaacetylfruktose, Te
  • bleaching is understood to mean here both the bleaching of dirt located on the hard surface, in particular tea, and the bleaching of dirt removed from the hard surface in the dishwashing liquor.
  • the invention relates to a process for the cleaning of hard surfaces, in particular dishes using in aqueous, optionally further detergent ingredients, especially peroxide-based oxidants containing solution, and cleaning agents for hard surfaces, especially detergents for dishes and among these preferably those for the Use in machine cleaning processes, the inventive combinations of manganese (II) or (III) salts and oxalic acid, their salts or derivatives.
  • the use of the present invention consists in providing conditions under which a peroxidic oxidizing agent and the combination of manganese salt and oxalic acid according to the invention can react with one another in the presence of a hard surface contaminated with colored stains, with the aim of obtaining more strongly oxidizing secondary products.
  • Such conditions are especially present when the reactants meet in aqueous solution.
  • This can be done by separately adding the peroxygen compound and the inventive combination of manganese salt and oxalic acid to an optionally detergent-containing solution.
  • the process according to the invention is particularly advantageous using an inventive Hard surface cleaning agent containing the combination of manganese salt and oxalic acid of the present invention and optionally a peroxygen-containing oxidizing agent.
  • the peroxygen compound may also be added to the solution separately, in bulk or as a preferably aqueous solution or suspension, if a non-oxygenated cleaner is used.
  • the cleaning agents according to the invention may in principle contain all known ingredients customary in such agents, as well as the said bleach-intensifying active substance.
  • the compositions according to the invention may contain, in particular, builder substances, surface-active surfactants, peroxygen compounds, water-miscible organic solvents, sequestering agents, electrolytes, pH regulators and other auxiliaries, such as silver corrosion inhibitors, foam regulators, additional peroxygen activators and also dyes and fragrances.
  • a hard surface cleaning agent according to the invention may contain abrasive constituents, in particular from the group comprising quartz flours, wood flours, plastic flours, chalks and glass microspheres and mixtures thereof.
  • Abrasives are preferably not more than 20 wt .-%, in particular from 5 to 15 wt .-%, contained in the cleaning agents according to the invention.
  • a further subject of the invention is a machine for cleaning dishes containing 15 to 65% by weight, in particular 20 to 60% by weight of water-soluble builder component, 5 to 25% by weight, in particular 8 to 17% by weight of bleach Oxygen basis, in each case based on the total agent, and in each case 0.05 to 1, 5 wt .-% manganese salt and oxalic acid.
  • Such an agent is particularly low alkaline, that is, its 1 weight percent solution has a pH of 8 to 11, 5, preferably 9 to 11.
  • Suitable water-soluble builder components in cleaning compositions according to the invention are in principle all builders customarily used in detergents for dishwashing, for example alkali phosphates which may be in the form of their alkaline, neutral or acidic sodium or potassium salts.
  • water-soluble builder components in addition to polyphosphonates and phosphonate alkyl carboxylates, are, for example, organic polymers of the type of the polycarboxylates of native or synthetic origin, which act as co-builders, in particular in hard water regions.
  • polyacrylic acids and copolymers of maleic anhydride and acrylic acid and the sodium salts of these polymeric acids are suitable.
  • Commercially available products are, for example, Sokalan TM CP 5, CP 10 and PA 30 from BASF.
  • suitable co-builder polymers of native origin include oxidized starch and polyamino acids such as polyglutamic acid or
  • Polyaspartic acid Other possible builder components are naturally occurring hydroxycarboxylic acids such as mono-, dihydroxysuccinic, alpha-hydroxypropionic and gluconic acid.
  • the preferred organic builder components include the salts of citric acid, especially sodium citrate.
  • Anhydrous trisodium citrate and preferably trisodium citrate dihydrate are suitable as sodium citrate. Trisodium citrate dihydrate can be used as a fine or coarse crystalline powder.
  • the acids corresponding to the said co-builder salts may also be present.
  • the enzymes optionally contained in agents according to the invention include proteases, amylases, pullulanases, cutinases and / or lipases, for example, proteases such as BLAP TM, Optimase TM, Opticlean TM, Maxacal TM, Maxapem TM, Durazym TM, Purafect TM OxP, Esperase TM and / or Savinase TM, amylases such as Termamyl TM, Amylase-LT TM, Maxamyl TM, Duramyl TM and / or lipases such as Lipolase TM, Lipomax TM, Lumafast TM and / or Lipozym TM.
  • proteases such as BLAP TM, Optimase TM, Opticlean TM, Maxacal TM, Maxapem TM, Durazym TM, Purafect TM OxP, Esperase TM and / or Savinase TM
  • the enzymes used may be adsorbed to carriers and / or embedded in encapsulants to protect against premature inactivation. They are preferably present in the detergents according to the invention in amounts of up to 10% by weight, in particular from 0.05 to 5% by weight, particular preference being given to using enzymes which are stabilized against oxidative degradation.
  • the machine dishwashing detergents according to the invention preferably contain the customary alkali carriers, for example alkali metal silicates, alkali metal carbonates and / or alkali metal bicarbonates.
  • the alkali carriers commonly used include carbonates, bicarbonates and
  • Alkalisilicates can in amounts of up to 40 wt .-%, in particular 3 to 30 wt .-%, based to be included on the entire medium.
  • the alkali carrier system preferably used in the agents according to the invention is a mixture of carbonate and bicarbonate, preferably sodium carbonate and bicarbonate, which may be present in an amount of up to 50% by weight, preferably 5 to 40% by weight.
  • agents are 20 to 60 wt .-% of water-soluble organic builder, in particular alkali, 3 to 20 wt .-% alkali carbonate and 3 to 40 wt .-% Alkalidisilikat included.
  • Surfactants in particular anionic surfactants, zwitterionic surfactants and, preferably, low-foaming nonionic surfactants may also be added to the compositions according to the invention, which serve as a wetting agent and optionally as part of the preparation of the cleaning agents as granulating aids for better separation of greasy soils.
  • Their amount can be up to 20 wt .-%, in particular up to 10 wt .-% and is preferably in the range of 0.5 to 5 wt .-%.
  • extremely low-foam compounds are used in particular in detergents for use in automatic dishwashing processes.
  • C 2 -C 8 -alkylpolyethylene glycol polypropylene glycol ethers with in each case up to 8 mol of ethylene oxide and propylene oxide units in the molecule.
  • One can also use other known low-foaming nonionic surfactants such as C 2 -C 8 alkyl polyethylene-polybutylene glycol ethers containing up to 8 moles of ethylene oxide and butylene oxide units in the molecule, end-capped Alkylpolyalkylenglykolmischether and although foaming, but ecologically attractive Cs-Cu Alkylpolyglucosides having a degree of polymerization of about 1 to 4 and / or Ci 2 -Ci 4 -Alkylpolyethylenglykole with 3 to 8 ethylene oxide units in the molecule.
  • surfactants from the family of glucamides such as, for example, alkyl-N-methylglucamides, in which the alkyl moiety preferably originates from a fatty alcohol having the C chain length C 6 -Cu. It is partially advantageous if the surfactants described are used as mixtures, for example the combination of alkyl polyglycoside with fatty alcohol ethoxylates or glucamide with alkyl polyglycosides. The presence of amine oxides, betaines and ethoxylated alkylamines is also possible.
  • silver corrosion inhibitors can be used in dishwashing detergents according to the invention.
  • Preferred silver corrosion inhibitors are organic sulfides such as cystine and cysteine, di- or trihydric phenols, optionally alkyl- or aryl-substituted triazoles such as benzotriazole, isocyanuric acid, titanium, zirconium, hafnium, cobalt or cerium salts and / or complexes in which the abovementioned Metals depending on the metal in one of the oxidation states II, III, IV, V or VI.
  • crystalline layered silicates and / or zinc salts are sold, for example, by the company Clariant under the trade name Na-SKS, z. Na-SKS-1 (Na 2 Si 22 O 45 -XH 2 O, Kenyaite), Na-SKS-2 (Na 2 Si 14 O 29 .xH 2 O, Magadiite), Na-SKS-3 (Na 2 Si 8 Oi 7 -XH 2 O) or Na-SKS-4 (Na 2 Si 4 O 9 -XH 2 O, Makatite).
  • Na-SKS z.
  • Na-SKS-1 Na 2 Si 22 O 45 -XH 2 O, Kenyaite
  • Na-SKS-2 Na 2 Si 14 O 29 .xH 2 O, Magadiite
  • Na-SKS-3 Na 2 Si 8 Oi 7 -XH 2 O
  • Na-SKS-4 Na 2 Si 4 O 9 -XH 2 O, Makatite
  • Na-SKS-5 alpha -Na 2 Si 2 O 5
  • Na-SKS-7 beta-Na 2 Si 2 O 5 , natrosilite
  • Na-SKS-9 NaHSi 2 O 5 -H 2 O
  • Na-SKS-10 NaHSi 2 O 5 .3H 2 O, kanemite
  • Na-SKS-11 t-Na 2 Si 2 0 5
  • Na-SKS-13 NaHSi 2 O 5
  • Na-SKS-6 delta-Na 2 Si 2 0 5
  • An overview of crystalline phyllosilicates can be found, for. For example, in the article published in "Soap-Oils-Fats-Waxes, Volume 116, No. 20/1990" on pages 805-808.
  • preferred automatic dishwashing or automatic dishwashing assistants have a weight fraction of the crystalline layered silicate of from 0.1 to 20% by weight, preferably from 0.2 to 15% by weight and in particular from 0.4 to 10% by weight. -%, based in each case on the total weight of these funds.
  • automatic dishwasher detergents or dishwashing auxiliaries contain at least one zinc salt selected from the group of organic zinc salts, preferably from the group of soluble organic zinc salts, more preferably from the group of soluble zinc salts of monomeric or polymeric organic acids, in particular from the group Zinc acetate, zinc acetylacetonate, zinc benzoate, zinc formate, zinc lactate, zinc gluconate, zinc ricinoleate, zinc abietate, zinc valerate, zinc p-toluenesulfonate.
  • group of organic zinc salts preferably from the group of soluble organic zinc salts, more preferably from the group of soluble zinc salts of monomeric or polymeric organic acids, in particular from the group Zinc acetate, zinc acetylacetonate, zinc benzoate, zinc formate, zinc lactate, zinc gluconate, zinc ricinoleate, zinc abietate, zinc valerate, zinc p-toluenesulfonate.
  • automatic dishwashing or automatic dishwashing aids in which the proportion by weight of the zinc salt relative to the total weight of this agent is 0.1 to 10% by weight, preferably 0.2 to 7% by weight and in particular 0, are preferred , 4 to 4 wt .-% and regardless of which zinc salts are used, in particular therefore irrespective of whether organic or inorganic zinc salts, soluble or non-soluble zinc salts or mixtures thereof are used.
  • the cleaning agents for example in the presence of anionic surfactants, foam too much during use, they may still contain up to 6% by weight, preferably about 0.5 to 4% by weight, of a foam-suppressing compound, preferably from the group of silicone oils , Mixtures of silicone oil and hydrophobized silica, paraffins, paraffin-alcohol combinations, hydrophobized silica, the Bisfettklareamide, and other other known commercially available defoamer may be added. Further optional ingredients in the compositions according to the invention are, for example, perfume oils.
  • organic solvents which can be used in the compositions according to the invention, especially 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 compound ethers.
  • Such water-miscible solvents are preferably present in the detergents according to the invention not more than 20% by weight, in particular from 1 to 15% by weight.
  • compositions according to the invention may contain system and environmentally acceptable acids, in particular 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 hydrogen sulfates, or bases, in particular ammonium or alkali metal hydroxides.
  • Such pH regulators are preferably not more than 10% by weight, in particular from 0.5 to 6% by weight, in the middle of the invention.
  • compositions according to the invention presents no difficulties and can be carried out in a manner known in the art, for example by spray-drying or granulation, wherein peroxygen compound and bleach catalyst are optionally added separately later.
  • Detergents according to the invention 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 according to the invention 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, roll compacting and / or spray-drying the thermally stable components and admixing the more sensitive components, in particular enzymes, bleaches and the bleach catalyst are to be expected, can be prepared.
  • the procedure is preferably such that all components are mixed together in a mixer and the mixture is compressed by means of conventional tablet presses, for example eccentric presses or rotary presses, with pressing pressures in the range from 200 ⁇ 10 5 Pa to 1500 ⁇ 10 5 Pa.
  • Conditions of use sufficiently quickly soluble tablets with flexural strengths of normally over 150 N Preferably, such a tablet produced in such a way a weight of 15 to 40 g, in particular from 20 to 30 g, with a diameter of 35 to 40 mm.
  • compositions according to the invention in the form of non-dusting, storage-stable free-flowing powders and / or granules with high bulk densities in the range from 800 to 1000 g / l can be carried out by subjecting the builder components to at least a portion of liquid mixture components in a first process substep Increase the bulk density of this premix and subsequently - if desired, after an intermediate drying - the other constituents of the agent, including the bleach catalyst, combined with the thus obtained premix.
  • Detergents according to the invention can be used both in household dishwashers and in commercial dishwashers. The addition is carried out by hand or by means of suitable metering devices.
  • the application concentrations in the cleaning liquor are generally about 1 to 8 g / l, preferably 2 to 5 g / l.
  • a machine wash program is generally supplemented and terminated by a few rinses of clear water following a cleaning cycle and a rinse cycle with a common rinse aid. After drying, when using agents according to the invention, a completely clean and hygienically perfect dishes are obtained.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Detergent Compositions (AREA)

Abstract

L'invention concerne des mélanges de catalyseurs de blanchiment, contenant un composé de manganèse et de l'acide oxalique, son sel ou ses dérivés. La présence d'acide oxalique augmente l'effet du composé de manganèse comme catalyseur de blanchiment.
EP09778106A 2008-08-30 2009-08-26 Mélanges de catalyseurs de blanchiment contenant des sels de manganèse et de l'acide oxalique ou ses sels Active EP2329001B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL09778106T PL2329001T3 (pl) 2008-08-30 2009-08-26 Mieszaniny katalizatorów bielenia składające się z soli manganu i kwasu szczawiowego lub jego soli

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102008045207A DE102008045207A1 (de) 2008-08-30 2008-08-30 Bleichkatalysatormischungen bestehend aus Mangansalzen und Oxalsäure oder deren Salze
PCT/EP2009/006163 WO2010022919A1 (fr) 2008-08-30 2009-08-26 Mélanges de catalyseurs de blanchiment contenant des sels de manganèse et de l'acide oxalique ou ses sels

Publications (2)

Publication Number Publication Date
EP2329001A1 true EP2329001A1 (fr) 2011-06-08
EP2329001B1 EP2329001B1 (fr) 2012-10-10

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EP09778106A Active EP2329001B1 (fr) 2008-08-30 2009-08-26 Mélanges de catalyseurs de blanchiment contenant des sels de manganèse et de l'acide oxalique ou ses sels

Country Status (10)

Country Link
US (1) US20110146723A1 (fr)
EP (1) EP2329001B1 (fr)
JP (1) JP5469667B2 (fr)
CN (1) CN102131908B (fr)
DE (1) DE102008045207A1 (fr)
DK (1) DK2329001T3 (fr)
ES (1) ES2396414T3 (fr)
PL (1) PL2329001T3 (fr)
PT (1) PT2329001E (fr)
WO (1) WO2010022919A1 (fr)

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DE102008045215A1 (de) * 2008-08-30 2010-03-04 Clariant International Ltd. Verwendung von Mangan-Oxalatenn als Bleichkatalysatoren
DE102008064009A1 (de) 2008-12-19 2010-06-24 Clariant International Ltd. Verfahren zur Herstellung von 3,7-Diaza-bicyclo[3.3.1]nonan-Metall-Komplexen
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JP6882341B2 (ja) 2016-05-19 2021-06-02 エコラボ ユーエスエー インコーポレイティド カルサイト系の石で使用するための洗浄組成物
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CN110055771B (zh) * 2019-05-13 2022-01-25 乐象永续科技（杭州）有限公司 一种纺织材料的漂白和改性方法和用途
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US20110146723A1 (en) 2011-06-23
CN102131908B (zh) 2013-02-20
DK2329001T3 (da) 2013-01-28
PL2329001T3 (pl) 2013-03-29
CN102131908A (zh) 2011-07-20
EP2329001B1 (fr) 2012-10-10
WO2010022919A1 (fr) 2010-03-04
PT2329001E (pt) 2013-01-24
ES2396414T3 (es) 2013-02-21
JP5469667B2 (ja) 2014-04-16
JP2012500871A (ja) 2012-01-12
DE102008045207A1 (de) 2010-03-04

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