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WO2007001262A1 - Catalyseur organique avec compatibilité enzymatique améliorée - Google Patents

Catalyseur organique avec compatibilité enzymatique améliorée Download PDF

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Publication number
WO2007001262A1
WO2007001262A1 PCT/US2005/021429 US2005021429W WO2007001262A1 WO 2007001262 A1 WO2007001262 A1 WO 2007001262A1 US 2005021429 W US2005021429 W US 2005021429W WO 2007001262 A1 WO2007001262 A1 WO 2007001262A1
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WO
WIPO (PCT)
Prior art keywords
iso
carbons
alkyl group
group containing
organic catalyst
Prior art date
Application number
PCT/US2005/021429
Other languages
English (en)
Inventor
Gregory Scot Miracle
Mark Robert Sivik
Rebecca Massie Grey
George Douglas Ii Hiler
Ludwig Voelkel
Frank Dietsche
Christian Bittner
Original Assignee
The Procter & Gamble Company
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 The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to MX2007016309A priority Critical patent/MX2007016309A/es
Priority to JP2008516806A priority patent/JP4837733B2/ja
Priority to PCT/US2005/021429 priority patent/WO2007001262A1/fr
Priority to CA2610018A priority patent/CA2610018C/fr
Priority to PL05760718T priority patent/PL1891195T3/pl
Priority to ES05760718T priority patent/ES2397718T3/es
Priority to BRPI0520369-4A priority patent/BRPI0520369A2/pt
Priority to CN2005800501729A priority patent/CN101203590B/zh
Priority to EP05760718A priority patent/EP1891195B1/fr
Publication of WO2007001262A1 publication Critical patent/WO2007001262A1/fr

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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
    • C11D3/392—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
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22—Organic compounds
    • C11D7/32—Organic compounds containing nitrogen
    • C11D7/3281—Heterocyclic compounds

Definitions

  • This invention relates to cleaning compositions comprising organic catalysts and processes for making and using such cleaning products.
  • Oxygen bleaching agents for example hydrogen peroxide, are typically used to facilitate the removal of stains and soils from clothing and various surfaces. Unfortunately such agents are extremely temperature rate dependent. As a result, when such agents are employed in colder solutions, the bleaching action of such solutions is markedly decreased.
  • an inexpensive cleaning composition comprising an organic catalyst that can provide the combined benefits of formulation flexibility, low water temperature bleaching performance and enzyme compatibility.
  • the present invention relates to cleaning compositions comprising organic catalysts having enhanced enzyme compatibility, and methods of making and using same.
  • cleaning composition includes, unless otherwise indicated, granular or powder-form all-purpose or "heavy-duty” washing agents, especially laundry detergents; liquid, gel or paste-form all-purpose washing agents, especially the so-called heavy- duty liquid types; liquid fine-fabric detergents; hand dishwashing agents or light duty dishwashing agents, especially those of the high-foaming type; machine dishwashing agents, including the various tablet, granular, liquid and rinse-aid types for household and institutional use; liquid cleaning and disinfecting agents, including antibacterial hand-wash types, laundry bars, mouthwashes, denture cleaners, car or carpet shampoos, bathroom cleaners; hair shampoos and hair-rinses; shower gels and foam baths and metal cleaners; as well as cleaning auxiliaries such as bleach additives and "stain-stick" or pre-treat types.
  • test methods disclosed in the Test Methods Section of the present application must be used to determine the respective values of the parameters of Applicants' inventions.
  • component or composition levels are in reference to the active level of that component or composition, and are exclusive of impurities, for example, residual solvents or by-products, which may be present in commercially available sources.
  • Applicants' cleaning compositions comprise an organic catalyst having an enzyme compatibility value of 70 or greater, or even 80 or greater.
  • Applicants' cleaning compositions comprise an organic catalyst having Formula 1 or Formula 2 below or mixtures thereof.
  • Ri is a branched alkyl group containing from 9 to 24 carbons or linear alkyl group containing from 11 to 24 carbons; a branched alkyl group containing from 9 to 18 carbons or linear alkyl group containing from 11 to 18 carbons; is selected from the group consisting of 2- propylheptyl, 2-butyloctyl, 2-pentylnonyl, 2-hexyldecyl, n-dodecyl, n-tetradecyl, n-hexadecyl, n- octadecyl, iso-nonyl, iso-decyl, iso-tridecyl and iso-pentadecyl; or is selected from the group consisting of 2-butyloctyl, 2-pentylnonyl, 2-hexyldecyl, iso-tridecyl and iso-pentadecyl; or is selected from the group
  • the balance of any aspects of the aforementioned cleaning compositions is made up of one or more adjunct materials.
  • Suitable organic catalysts can be produced using a variety of reaction vessels and processes including batch, semi-batch and continuous processes.
  • the process of making the aforementioned catalyst comprises the step of reacting 3,4-dihydroisoquinoline sulfur trioxide complex with an epoxide to form said organic catalyst.
  • the process of making the aforementioned catalyst comprises the steps of reacting 3,4-dihydroisoquinoline with a material selected from the group consisting of sulfur trioxide, a material that provides sulfur trioxide and mixtures thereof, to form a 3,4-dihydroisoquinoline sulfur trioxide complex, and reacting such 3,4- dihydroisoquinoline sulfur trioxide complex with an epoxide to form said organic catalyst.
  • the process of making the aforementioned catalyst comprises the step of reacting 3,4-dihydroisoquinoline with an epoxide sulfur trioxide complex to form said organic catalyst.
  • the process of making the aforementioned catalyst comprises the steps of reacting an epoxide with a material selected from the group consisting of sulfur trioxide, a material that provides sulfur trioxide and mixtures thereof, to form an epoxide sulfur trioxide complex, and reacting such epoxide sulfur trioxide complex with 3,4- dihydroisoquinoline to form said organic catalyst.
  • the oxaziridinium ring containing version of the aforementioned catalyst may be produced by contacting an iminium ring containing version of said catalyst with an oxygen transfer agent such as a peroxycarboxylic acid or a peroxymonosulfuric acid, for example, Oxone ®.
  • an oxygen transfer agent such as a peroxycarboxylic acid or a peroxymonosulfuric acid, for example, Oxone ®.
  • Oxone ® oxygen transfer agent
  • reaction temperatures of from about 0 0 C to about 150°C, or from about 0°C to about 125°C, reaction pressures of from about 0.1 to about 100 atmospheres, from about 0.3 atmospheres to about 10 atmospheres or from about 1 atmosphere to about 10 atmospheres; reaction times of 0.1 hours to about 96 hours, from about 1 hour to about 72 hours, or from about 1 hour to about 24 hours.
  • the reaction may also be run under an inert atmosphere or otherwise anhydrous conditions including, when a solvent is employed, the use of an anhydrous solvent.
  • Materials that are employed in practicing Applicants' process include 3,4- dihydroisoquinoline; epoxides and mixtures thereof; sulfur trioxide, sources of sulfur trioxide and mixtures thereof; and solvents.
  • the initial reaction mixture typically comprises from about 0.5 weight % to about 70 weight %, from about 5 weight % to about 70 weight %, or from about 10 weight % to about 50 weight % of such material.
  • 3,4- Dihydroisoquinoline can be made according to the protocol found in Example 1.
  • the initial reaction mixture typically comprises from about 0.5 weight % to about 70 weight %, from about 5 weight % to about 70 weight %, or from about 10 weight % to about 50 weight % of such material.
  • Suitable epoxides include but are not limited to epoxides such as 2-propylheptyl glycidyl ether; 2-butyloctyl glycidyl ether; 2-pentylnonyl glycidyl ether; 2-hexyldecyl glycidyl ether; n-dodecyl glycidyl ether; n-tetradecyl glycidyl ether; n-hexadecyl glycidyl ether; n-octadecyl glycidyl ether; iso-nonyl glycidyl ether; iso-decyl glycidyl ether; iso-de
  • Such materials may contain oligomeric forms of the glycidyl ether which may optionally be removed prior to being employed as a reactant.
  • 2-Propylheptyl glycidyl ether can be prepared as described in Example 2 of this specification.
  • AU of the other aforementioned glycidyl ethers can be prepared by following the generic protocol of Example 2 by substituting the appropriate alcohol in place of 2- propylheptanol.
  • Suitable alcohols include 2-propylheptanol, 2-butyloctanol, 2-pentylnonanol, 2- hexyldecanol, n-dodecanol, n-tetradecanol, n-hexadecanol, n-octadecanol, iso-nonanol, iso- decanol and iso-tridecanol.
  • the initial reaction mixture typically comprises from about 0.5 weight % to about 70 weight %, from about 5 weight % to about 70 weight %, or from about 10 weight % to about 50 weight % of such material.
  • Suitable materials include sulfur trioxide, and sulfur trioxide complexes such as sulfur trioxide trimethylamine, sulfur trioxide dioxane, sulfur trioxide pyridine, sulfur trioxide N 5 N- dimethylformamide, sulfur trioxide sulfolane, sulfur trioxide tetrahydrofuran, sulfur trioxide diethylether, sulfur trioxide 3,4-dyhydroisoquinoline and mixtures thereof.
  • the balance of any reaction mixture is typically solvent.
  • the initial reaction mixture typically comprises up to 99 weight % solvent, from about 10 weight % to about 90 weight % solvent, or from about 20 weight % to about 80 weight % solvent.
  • Suitable solvents include aprotic, polar and apolar solvents such as acetonitile, dioxane, tertbutyl methylether, tetrahydrofuran, N,N-dimethylformamide, sulfolane, chlorobenzene, toluene, 1,2 - dichloroethane, methylene chloride, chloroform, diethyl ether, hexanes, pentanes, benzene, xylenes and mixtures thereof.
  • Suitable solvents can be purchased from Aldrich, P.O. Box 2060, Milwaukee, WI 53201, USA.
  • the cleaning composition of the present invention may be advantageously employed for example, in laundry applications, hard surface cleaning, automatic dishwashing applications, as well as cosmetic applications such as dentures, teeth, hair and skin.
  • the organic catalysts of the present invention are ideally suited for laundry applications such as the bleaching of fabrics through the use of bleach containing detergents or laundry bleach additives.
  • the organic catalysts of the present invention may be employed in both granular and liquid compositions.
  • the organic catalysts of the present invention may also be employed in a cleaning additive product.
  • a cleaning additive product including the organic catalysts of the present invention is ideally suited for inclusion in a wash process when additional bleaching effectiveness is desired. Such instances may include but, are not limited to, low temperature solution cleaning application.
  • the additive product may be, in its simplest form, Applicants' organic catalyst.
  • the additive could be packaged in dosage form for addition to a cleaning process where a source of peroxygen is employed and increased bleaching effectiveness is desired.
  • Such single dosage form may comprise a pill, tablet, gelcap or other single dosage unit such as pre- measured powders or liquids.
  • a filler or carrier material may be included to increase the volume of such composition.
  • Suitable filler or carrier materials include, but are not limited to, various salts of sulfate, carbonate and silicate as well as talc, clay and the like.
  • Filler or carrier materials for liquid compositions may be water or low molecular weight primary and secondary alcohols including polyols and diols. Examples of such alcohols include, but are not limited to, methanol, ethanol, propanol and isopropanol. The compositions may contain from about 5% to about 90% of such materials. Acidic fillers can be used to reduce pH.
  • the cleaning additive may include an activated peroxygen source defined below or the adjunct ingredients as fully defined below.
  • compositions and cleaning additives require a catalytically effective amount of Applicants' organic catalyst.
  • the required level of such catalyst may be achieved by the addition of one or more species of Applicants' organic catalyst.
  • the compositions and cleaning processes herein can be adjusted to provide on the order of at least 0.001 ppm, from about 0.001 ppm to about 500 ppm, from about 0.005 ppm to about 150 ppm, or even from about 0.05 ppm to about 50 ppm of Applicants' organic catalyst in the wash liquor.
  • typical compositions herein may comprise from about 0.0002% to about 5%, or even from about 0.001% to about 1.5%, of organic catalyst, by weightof the cleaning compositions.
  • the Applicants' organic catalyst When the Applicants' organic catalyst is employed in a granular composition, it may be desirable for the Applicants' organic catalyst to be in the form of an encapsulated particle to protect the Applicants' organic catalyst from moisture and/or other components of the granular composition during storage.
  • encapsulation is also a means of controlling the availability of the Applicants' organic catalyst during the cleaning process and may enhance the bleaching performance of the Applicants' organic catalyst.
  • the Applicants' organic catalyst can be encapsulated with any encapsulating material known in the art.
  • the encapsulating material typically encapsulates at least part, preferably all, of the Applicants' organic catalyst. Typically, the encapsulating material is water-soluble and/or water- dispersible.
  • the encapsulating material may have a glass transition temperature (Tg) of O 0 C or higher.
  • the encapsulating material is preferably selected from the group consisting of carbohydrates, natural or synthetic gums, chitin and chitosan, cellulose and cellulose derivatives, silicates, phosphates, borates, polyvinyl alcohol, polyethylene glycol, paraffin waxes and combinations thereof.
  • the encapsulating material is a carbohydrate, typically selected from the group consisting of monosaccharides, oligosaccharides, polysaccharides, and combinations thereof.
  • the encapsulating material is a starch. Preferred starches are described in EP 0922499; U.S. 4,977,252; U.S. 5,354,559 and U.S. 5,935,826.
  • the encapsulating material may be a microsphere made from plastic such as thermoplastics, acrylonitrile, methacrylonitrile, polyacrylonitrile, polymethacrylonitrile and mixtures thereof; commercially available microspheres that can be used are those supplied by Expancel of Stockviksverken, Sweden under the trademark Expancel®, and those supplied by PQ Corp. of Valley Forge, Pennsylvania USA under the tradename PM 6545, PM 6550, PM 7220, PM 7228, Extendospheres®, Luxsil®, Q-cel® and Sphericel®.
  • plastic such as thermoplastics, acrylonitrile, methacrylonitrile, polyacrylonitrile, polymethacrylonitrile and mixtures thereof
  • commercially available microspheres that can be used are those supplied by Expancel of Stockviksverken, Sweden under the trademark Expancel®, and those supplied by PQ Corp. of Valley Forge, Pennsylvania USA under the tradename PM 6545, PM 6550, PM 7220, PM
  • the cleaning compositions herein will preferably be formulated such that, during use in aqueous cleaning operations, the wash water will have a pH of between about 6.5 and about 11, or even about 7.5 and 10.5.
  • Liquid dishwashing product formulations may have a pH between about 6.8 and about 9.0.
  • Laundry products typically have a pH of from about 9 to about 11. Techniques for controlling pH at recommended usage levels include the use of buffers, alkalis, acids, etc., and are well known to those skilled in the art.
  • adjuncts illustrated hereinafter are suitable for use in the instant compositions and may be desirably incorporated in certain embodiments of the invention, for example to assist or enhance cleaning performance, for treatment of the substrate to be cleaned, or to modify the aesthetics of the cleaning composition as is the case with perfumes, colorants, dyes or the like.
  • the precise nature of these additional components, and levels of incorporation thereof, will depend on the physical form of the composition and the nature of the cleaning operation for which it is to be used.
  • Suitable adjunct materials include, but are not limited to, surfactants, builders, chelating agents, dye transfer inhibiting agents, dispersants, enzymes, and enzyme stabilizers, catalytic materials, bleach activators, hydrogen peroxide, sources of hydrogen peroxide, preformed peracids, polymeric dispersing agents, clay soil removal/anti-redeposition agents, brighteners, suds suppressors, dyes, perfumes, structure elasticizing agents, fabric softeners, carriers, hydrotropes, processing aids, solvents and/or pigments.
  • suitable examples of such other adjuncts and levels of use are found in U.S. Patent Nos. 5,576,282, 6,306,812 Bl and 6,326,348 Bl that are incorporated by reference.
  • adjunct ingredients are not essential to Applicants' compositions.
  • certain embodiments of Applicants' compositions do not contain one or more of the following adjuncts materials: surfactants, builders, chelating agents, dye transfer inhibiting agents, dispersants, enzymes, and enzyme stabilizers, catalytic materials, bleach activators, hydrogen peroxide, sources of hydrogen peroxide, preformed peracids, polymeric dispersing agents, clay soil removal/anti-redeposition agents, brighteners, suds suppressors, dyes, perfumes, structure elasticizing agents, fabric softeners, carriers, hydrotropes, processing aids, solvents and/or pigments.
  • one or more adjuncts may be present as detailed below:
  • the cleaning compositions of the present invention may comprise one or more bleaching agents.
  • Suitable bleaching agents other than bleaching catalysts include photobleaches, bleach activators, hydrogen peroxide, sources of hydrogen peroxide, pre-formed peracids and mixtures thereof.
  • the compositions of the present invention may comprise from about 0.1% to about 50% or even from about 0.1% to about 25% bleaching agent by weight of the subject cleaning composition.
  • suitable bleaching agents include:
  • photobleaches for example sulfonated zinc phthalocyanine
  • Suitable preformed peracids include, but are not limited to, compounds selected from the group consisting of percarboxylic acids and salts, percarbonic acids and salts, perimidic acids and salts, peroxymonosulfuric acids and salts, for example, Oxzone ®, and mixtures thereof.
  • inorganic perhydrate salts including alkali metal salts such as sodium salts of perborate (usually mono- or tetra-hydrate), percarbonate, persulphate, perphosphate, persilicate salts and mixtures thereof.
  • the inorganic perhydrate salts are selected from the group consisting of sodium salts of perborate, percarbonate and mixtures thereof.
  • inorganic perhydrate salts are typically present in amounts of from 0.05 to 40 wt%, or 1 to 30 wt% of the overall composition and are typically incorporated into such compositions as a crystalline solid that may be coated. Suitable coatings include, inorganic salts such as alkali metal silicate, carbonate or borate salts or mixtures thereof, or organic materials such as water-soluble or dispersible polymers, waxes, oils or fatty soaps; and
  • suitable leaving groups are benzoic acid and derivatives thereof - especially benzene sulphonate.
  • Suitable bleach activators include dodecanoyl oxybenzene sulphonate, decanoyl oxybenzene sulphonate, decanoyl oxybenzoic acid or salts thereof, 3,5,5-trimethyl hexanoyloxybenzene sulphonate, tetraacetyl ethylene diamine (TAED) and nonanoyloxybenzene sulphonate (NOBS).
  • TAED tetraacetyl ethylene diamine
  • NOBS nonanoyloxybenzene sulphonate
  • Suitable bleach activators are also disclosed in WO 98/17767. While any suitable bleach activator may be employed, in one aspect of the invention the subject cleaning composition may comprise NOBS, TAED or mixtures thereof.
  • the peracid and/or bleach activator is generally present in the composition in an amount of from about 0.1 to about 60 wt%, from about 0.5 to about 40 wt % or even from about 0.6 to about 10 wt% based on the composition.
  • One or more hydrophobic peracids or precursors thereof may be used in combination with one or more hydrophilic peracid or precursor thereof.
  • the amounts of hydrogen peroxide source and peracid or bleach activator may be selected such that the molar ratio of available oxygen (from the peroxide source) to peracid is from 1:1 to 35:1, or even 2:1 to 10:1.
  • the cleaning compositions according to the present invention may comprise a surfactant or surfactant system wherein the surfactant can be selected from nonionic surfactants, anionic surfactants, cationic surfactants, ampholytic surfactants, zwitterionic surfactants, semi- polar nonionic surfactants and mixtures thereof.
  • surfactant is typically present at a level of from about 0.1% to about 60%, from about 1% to about 50% or even from about 5% to about 40% by weight of the subject composition.
  • the cleaning compositions of the present invention may comprise one or more detergent builders or builder systems.
  • the subject composition will typically comprise at least about 1%, from about 5% to about 60% or even from about 10% to about 40% builder by weight of the subject composition.
  • Builders include, but are not limited to, the alkali metal, ammonium and alkanolammonium salts of polyphosphates, alkali metal silicates, alkaline earth and alkali metal carbonates, aluminosilicate builders and polycarboxylate compounds, ether hydroxypolycarboxylates, copolymers of maleic anhydride with ethylene or vinyl methyl ether, 1, 3, 5-trihydroxy benzene-2, 4, 6-trisulphonic acid, and carboxymethyloxysuccinic acid, the various alkali metal, ammonium and substituted ammonium salts of polyacetic acids such as ethylenediamine tetraacetic acid and nitrilotriacetic acid, as well as polycarboxylates such as mellitic acid, succinic acid, citric acid, oxydisuccinic acid, polymaleic acid, benzene 1,3,5- tricarboxylic acid, carboxymethyloxysuccinic acid, and soluble salts thereof
  • the cleaning compositions herein may contain a chelating agent.
  • Suitable chelating agents include copper, iron and/or manganese chelating agents and mixtures thereof.
  • the subject composition may comprise from about 0.005% to about 15% or even from about 3.0% to about 10% chelating agent by weight of the subject composition.
  • the cleaning compositions of the present invention may also include one or more dye transfer inhibiting agents.
  • Suitable polymeric dye transfer inhibiting agents include, but are not limited to, polyvinylpyrrolidone polymers, polyamine N-oxide polymers, copolymers of N-vinylpyrrolidone and N-vinylimidazole, polyvinyloxazolidones and polyvinylimidazoles or mixtures thereof.
  • the dye transfer inhibiting agents may be present at levels from about 0.0001% to about 10%, from about 0.01% to about 5% or even from about 0.1% to about 3% by weight of the composition.
  • Brighteners - The cleaning compositions of the present invention can also contain additional components that may tint articles being cleaned, such as fluorescent brighteners.
  • Suitable fluorescent brightener levels include lower levels of from about 0.01, from about 0.05, from about 0.1 or even from about 0.2 wt % to upper levels of 0.5 or even 0.75 wt %.
  • compositions of the present invention can also contain dispersants.
  • Suitable water-soluble organic materials include the homo- or co-polymeric acids or their salts, in which the polycarboxylic acid comprises at least two carboxyl radicals separated from each other by not more than two carbon atoms.
  • Enzymes - The cleaning compositions can comprise one or more enzymes which provide cleaning performance and/or fabric care benefits.
  • suitable enzymes include, but are not limited to, hemicellulases, peroxidases, proteases, cellulases, xylanases, lipases, phospholipases, esterases, cutinases, pectinases, mannanases, pectate lyases, keratinases, reductases, oxidases, phenoloxidases, lipoxygenases, ligninases, puUulanases, tannases, pentosanases, malanases, ⁇ -glucanases, arabinosidases, hyaluronidase, chondroitinase, laccase, and amylases, or mixtures thereof.
  • a typical combination is an enzyme cocktail that may comprise, for example, a protease and lipase in conjunction with amylase.
  • the aforementioned enzymes may be present at levels from about 0.00001% to about 2%, from about 0.0001% to about 1% or even from about 0.001% to about 0.5% enzyme protein by weight of the composition.
  • Enzyme Stabilizers - Enzymes for use in detergents can be stabilized by various techniques.
  • the enzymes employed herein can be stabilized by the presence of water-soluble sources of calcium and/or magnesium ions in the finished compositions that provide such ions to the enzymes.
  • a reversible protease inhibitor such as a boron compound, can be added to further improve stability.
  • Catalytic Metal Complexes - Applicants' cleaning compositions may include catalytic metal complexes.
  • One type of metal-containing bleach catalyst is a catalyst system comprising a transition metal cation of defined bleach catalytic activity, such as copper, iron, titanium, ruthenium, tungsten, molybdenum, or manganese cations, an auxiliary metal cation having little or no bleach catalytic activity, such as zinc or aluminum cations, and a sequestrate having defined stability constants for the catalytic and auxiliary metal cations, particularly ethylenediaminetetraacetic acid, ethylenediaminetetra(methylenephosphonic acid) and water- soluble salts thereof.
  • Such catalysts are disclosed in U.S. 4,430,243.
  • compositions herein can be catalyzed by means of a manganese compound.
  • a manganese compound Such compounds and levels of use are well known in the art and include, for example, the manganese-based catalysts disclosed in U.S. 5,576,282.
  • Cobalt bleach catalysts useful herein are known, and are described, for example, in U.S. 5,597,936; U.S. 5,595,967. Such cobalt catalysts are readily prepared by known procedures, such as taught for example in U.S. 5,597,936, and U.S. 5,595,967.
  • compositions herein may also suitably include a transition metal complex of ligands such as bispidones (WO 05/042532 Al) and/or macropolycyclic rigid ligands - abbreviated as "MRLs".
  • ligands such as bispidones (WO 05/042532 Al) and/or macropolycyclic rigid ligands - abbreviated as "MRLs”.
  • MRLs macropolycyclic rigid ligands
  • Suitable transition-metals in the instant transition-metal bleach catalyst include, for example, manganese, iron and chromium.
  • Suitable MRLs include 5,12-diethyl-l,5,8,12- tetraazabicyclo[6.6.2]hexadecane.
  • Suitable transition metal MRLs are readily prepared by known procedures, such as taught for example in WO 00/32601, and U.S. 6,225,464.
  • Solvents - Suitable solvents include water and other solvents such as lipophilic fluids.
  • suitable lipophilic fluids include siloxanes, other silicones, hydrocarbons, glycol ethers, glycerine derivatives such as glycerine ethers, perfluorinated amines, perfluorinated and hydrofluoroether solvents, low-volatility nonfluorinated organic solvents, diol solvents, other environmentally-friendly solvents and mixtures thereof.
  • the cleaning compositions of the present invention can be formulated into any suitable form and prepared by any process chosen by the formulator, non-limiting examples of which are described in Applicants' examples and in U.S. 5,879,584; U.S. 5,691,297; U.S. 5,574,005; U.S. 5,569,645; U.S. 5,565,422; U.S. 5,516,448; U.S. 5,489,392; U.S. 5,486,303 all of which are incorporated herein by reference. Method of Use
  • the present invention includes a method for cleaning a situs inter alia a surface or fabric.
  • Such method includes the steps of contacting an embodiment of Applicants' cleaning composition, in neat form or diluted in a wash liquor, with at least a portion of a surface or fabric then optionally rinsing such surface or fabric.
  • the surface or fabric may be subjected to a washing step prior to the aforementioned rinsing step.
  • washing includes but is not limited to, scrubbing, and mechanical agitation.
  • the cleaning compositions of the present invention are ideally suited for use in laundry applications. Accordingly, the present invention includes a method for laundering a fabric.
  • the method comprises the steps of contacting a fabric to be laundered with a said cleaning laundry solution comprising at least one embodiment of Applicants' cleaning composition, cleaning additive or mixture thereof.
  • the fabric may comprise most any fabric capable of being laundered in normal consumer use conditions.
  • the solution preferably has a pH of from about 8 to about 10.5.
  • the compositions may be employed at concentrations of from about 500 ppm to about 15,000 ppm in solution.
  • the water temperatures typically range from about 5 0 C to about 90 0 C.
  • the water to fabric ratio is typically from about 1:1 to about 30:1.
  • the test described below uses an alpha amylase activity assay to measure the impact of organic catalysts on the enzyme.
  • UVTVis spectrophotometer capable of measuring @ 415 nm
  • heated magnetic stirrer capable of 40 0 C
  • 5 mL Luer lock syringe and filters (Acrodisc 0.45 ⁇ m)
  • pH meter pH meter
  • balance (4-place analytical).
  • ECV Enzyme Compatibility Value
  • the l-chloro-3-(2-propyl- heptyloxy)-propan-2-ol (5.0 gm., 0.020 moles) is dissolved in tetrahydrofuran (50 mL) and stirred at RT under an argon atmosphere.
  • potassium tert-butoxide (2.52 gm., 0.022 moles) and the suspension is stirred at RT for 18 hours.
  • the desired product is prepared according to Example 1, substituting 2-butyloctanol for 2- propylheptanol.
  • the desired product is prepared according to Example 1, substituting 2-pentylnonanol (obtained from Pfaltz & Bauer, Inc., Wayerbury, CT 06708) for 2-propylheptanol.
  • the desired product is prepared according to Example 1, substituting 2-hexyldecanol for 2- propylheptanol.
  • the desired product is prepared according to Example 1, substituting n-dodecanol for 2- propylheptanol.
  • the desired product is prepared according to Example 1, substituting n-tetradecanol for 2- propylheptanol.
  • the desired product is prepared according to Example 1, substituting n-hexadecanol for 2- propylheptanol.
  • Example 9 Preparation of Sulfuric acid mono-[2-(3,4-dihvdro-isoquinolin-2-yr)-l -fiso- nonyloxymethvD-ethyl] ester, internal salt
  • the desired product is prepared according to Example 1, substituting iso-nonanol (Exxal 9 obtained from Exxon Mobile Chemical, Houston, Texas USA) for 2-propylheptanol.
  • the desired product is prepared according to Example 1, substituting iso-decanol (obtained from City Chemicals LLC, West Haven, Connecticut USA) for 2-propylheptanol.
  • the desired product is prepared according to Example 1, substituting iso-tridecanol (obtained from BASF Corporation, Mount Olive, New Jersey USA) for 2-propylheptanol.
  • Example 12 Simultanoeous Preparation of Sulfuric acid mono-r2-(3.4-dihvdro-isoquinolin-2-yl ' )- l-( " iso-tridecyloxymethyl)-ethyl1 ester, internal salt and Sulfuric acid mono-r2-(3.4-dihydro- isoquinolin-2-yiyi-(iso-pentadecyloxymethyl)-ethyl1 ester, internal salt
  • the desired products are prepared according to Example 1, substituting a mixture of isomeric tridecanols to pentadecanols (obtained from BASF Corporation, Mount Olive, New Jersey USA) for 2-propylheptanol.
  • Bleaching detergent compositions having the form of granular laundry detergents are exemplified by the following formulations.
  • Diethylenetriamine pentacetic acid 0.6 0.3 0.6 0.25 0.6 0.6
  • Example 14 he form of granular laundry detergents are ex by the following formulations.
  • Cio- 12 Dimethyl hydroxyethylammonium chloride 0.75 0.94 0.98 0.98
  • Silicate 2R SiO 2 :Na 2 O at ratio 2:1 0.08 0 0.11 0
  • Amylase (21.55mg active/g) 0.3 0.3 0.3 0.3 0.3 0.3 0.3 0.3 0.3
  • HEDP Hydroxyethane di phosphonate
  • compositions is used to launder fabrics at a concentration of 10,000 ppm in water, 20-90 0 C, and a 5:1 water xloth ratio.
  • the typical pH is about 10 but can be can be adjusted by altering the proportion of acid to Na-salt form of alkylbenzenesulfonate.
  • Bleaching detergent compositions having the form of granular laundry detergents are exemplified by the following formulations.
  • Zeolite A 11.0 11.0 12.5 10.2 9.5 8.0
  • Amine Reaction Product comprising 0.40 0.25 0.10 0.35 0.60 0.00 ⁇ -Damascone* * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * * *
  • hydrotropes such as sodium toluenesulfonate, may also be used.
  • compositions is used to launder fabrics at a concentration of 500 - 1500 ppm in water, 5-25 0 C, and a 15:1 - 25:1 wate ⁇ cloth ratio.
  • the typical pH is about 9.5-10 but can be can be adjusted by altering the proportion of acid to Na- salt form of alkylbenzenesulfonate.
  • Entries 1 and 2 are respectively C 4 and Cg branched alkyl moieties which are not encompassed by Applicants' Formula 1.

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Abstract

La présente invention concerne des compositions de nettoyage comprenant des catalyseurs organiques présentant une compatibilité enzymatique améliorée et des procédés pour fabriquer et utiliser de telles compositions de nettoyage. Ces catalyseurs sont des dérivés de sulfate zwitterionique de3,4-dihydroisoquinoline.
PCT/US2005/021429 2005-06-17 2005-06-17 Catalyseur organique avec compatibilité enzymatique améliorée WO2007001262A1 (fr)

Priority Applications (9)

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MX2007016309A MX2007016309A (es) 2005-06-17 2005-06-17 Catalizador organico con compatibilidad enzimatica mejorada.
JP2008516806A JP4837733B2 (ja) 2005-06-17 2005-06-17 強化された酵素適合性を有する有機触媒
PCT/US2005/021429 WO2007001262A1 (fr) 2005-06-17 2005-06-17 Catalyseur organique avec compatibilité enzymatique améliorée
CA2610018A CA2610018C (fr) 2005-06-17 2005-06-17 Catalyseur organique avec compatibilite enzymatique amelioree
PL05760718T PL1891195T3 (pl) 2005-06-17 2005-06-17 Katalizator organiczny ze zwiększoną kompatybilnością enzymatyczną
ES05760718T ES2397718T3 (es) 2005-06-17 2005-06-17 Catalizador orgánico con mayor compatibilidad enzimática
BRPI0520369-4A BRPI0520369A2 (pt) 2005-06-17 2005-06-17 catalisador orgánico com compatibilidade intensificada de enzima
CN2005800501729A CN101203590B (zh) 2005-06-17 2005-06-17 具有增强的酶相容性的有机催化剂
EP05760718A EP1891195B1 (fr) 2005-06-17 2005-06-17 Catalyseur organique avec compatibilité enzymatique améliorée

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Cited By (89)

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WO2007087242A3 (fr) * 2006-01-23 2007-10-04 Procter & Gamble Composition comprenant une lipase et un catalyseur de blanchiment
US7504371B2 (en) 2005-06-17 2009-03-17 The Procter & Gamble Company Organic catalyst with enhanced enzyme compatibility
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WO2025036642A1 (fr) 2023-08-15 2025-02-20 Evonik Operations Gmbh Procédé amélioré de nettoyage

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5370826A (en) * 1993-11-12 1994-12-06 Lever Brothers Company, Division Of Conopco, Inc. Quaternay oxaziridinium salts as bleaching compounds
US20020123445A1 (en) * 1999-08-27 2002-09-05 The Procter & Gamble Company Stability enhancing formulation components, compositions and laundry methods employing same
WO2003104199A2 (fr) * 2002-06-06 2003-12-18 The Procter & Gamble Company Catalyseur organique avec solubilite amelioree
WO2005047264A1 (fr) * 2003-11-06 2005-05-26 The Procter & Gamble Company Procede de production de zwitterions de dihydroisoquinoline

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5817614A (en) * 1996-08-29 1998-10-06 Procter & Gamble Company Color-safe bleach boosters, compositions and laundry methods employing same

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5370826A (en) * 1993-11-12 1994-12-06 Lever Brothers Company, Division Of Conopco, Inc. Quaternay oxaziridinium salts as bleaching compounds
US20020123445A1 (en) * 1999-08-27 2002-09-05 The Procter & Gamble Company Stability enhancing formulation components, compositions and laundry methods employing same
WO2003104199A2 (fr) * 2002-06-06 2003-12-18 The Procter & Gamble Company Catalyseur organique avec solubilite amelioree
WO2005047264A1 (fr) * 2003-11-06 2005-05-26 The Procter & Gamble Company Procede de production de zwitterions de dihydroisoquinoline

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US7504371B2 (en) 2005-06-17 2009-03-17 The Procter & Gamble Company Organic catalyst with enhanced enzyme compatibility
US7786067B2 (en) 2006-01-23 2010-08-31 The Procter & Gamble Company Composition comprising a lipase and a bleach catalyst
WO2007087242A3 (fr) * 2006-01-23 2007-10-04 Procter & Gamble Composition comprenant une lipase et un catalyseur de blanchiment
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US20140206593A1 (en) * 2011-06-20 2014-07-24 Ole Simonsen Particulate Composition
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EP3211074A3 (fr) * 2012-02-03 2017-10-04 Novozymes A/S Variantes de la lipase et polynucléotides les codant
WO2013116261A2 (fr) 2012-02-03 2013-08-08 The Procter & Gamble Company Compositions et procédés pour traitement de surface par des lipases
US10927356B2 (en) 2012-02-03 2021-02-23 Novozymes A/S Lipase variants and polynucleotides encoding same
WO2013113622A1 (fr) 2012-02-03 2013-08-08 Novozymes A/S Variants de lipase et polynucléotides codant pour ceux-ci
US10119128B2 (en) 2012-02-03 2018-11-06 Novozymes A/S Lipase variants and polynucleotides encoding same
WO2013120948A1 (fr) 2012-02-17 2013-08-22 Novozymes A/S Variants de subtilisine et polynucléotides codant ces derniers
WO2013131964A1 (fr) 2012-03-07 2013-09-12 Novozymes A/S Composition détergente et substitution d'azurants optiques dans des compositions détergentes
WO2013167581A1 (fr) 2012-05-07 2013-11-14 Novozymes A/S Polypeptides ayant une activité de décomposition du xanthane et polynucléotides codant pour ceux-ci
WO2013189972A2 (fr) 2012-06-20 2013-12-27 Novozymes A/S Utilisation de polypeptides ayant une activité protéase dans des aliments pour animaux et des détergents
WO2014096259A1 (fr) 2012-12-21 2014-06-26 Novozymes A/S Polypeptides possédant une activité protéasique et polynucléotides codant pour ceux-ci
EP3321360A2 (fr) 2013-01-03 2018-05-16 Novozymes A/S Variants d'alpha-amylase et polynucléotides les codant
WO2014183921A1 (fr) 2013-05-17 2014-11-20 Novozymes A/S Polypeptides présentant une activité alpha-amylase
US20160122690A1 (en) * 2013-05-30 2016-05-05 Novozymes A/S Particulate Enzyme Composition
EP3786269A1 (fr) 2013-06-06 2021-03-03 Novozymes A/S Variants d'alpha-amylase et polynucléotides les codant
WO2014207227A1 (fr) 2013-06-27 2014-12-31 Novozymes A/S Variants de subtilase et polynucléotides codant pour ceux-ci
WO2014207224A1 (fr) 2013-06-27 2014-12-31 Novozymes A/S Variants de subtilase et polynucléotides codant pour ceux-ci
WO2015001017A2 (fr) 2013-07-04 2015-01-08 Novozymes A/S Polypeptides présentant un effet anti-redéposition et polynucléotides codant pour ceux-ci
EP3309249A1 (fr) 2013-07-29 2018-04-18 Novozymes A/S Variants de protéases et polynuclétides les codant
EP2832853A1 (fr) 2013-07-29 2015-02-04 Henkel AG&Co. KGAA Composition détergente comprenant des variantes de protéases
EP4477734A2 (fr) 2013-07-29 2024-12-18 Novozymes A/S Variants de protéase et polynucléotides les codants
EP3611260A1 (fr) 2013-07-29 2020-02-19 Novozymes A/S Variants de protéase et polynucléotides les codants
EP3613853A1 (fr) 2013-07-29 2020-02-26 Novozymes A/S Variants de protéase et polynucléotides les codants
EP3339436A1 (fr) 2013-07-29 2018-06-27 Henkel AG & Co. KGaA Composition détergente comprenant des variantes de protéases
WO2015049370A1 (fr) 2013-10-03 2015-04-09 Novozymes A/S Composition détergente et utilisation de celle-ci
EP3453757A1 (fr) 2013-12-20 2019-03-13 Novozymes A/S Polypeptides a activite de protease et polynucleotides les codant
WO2015134737A1 (fr) 2014-03-05 2015-09-11 Novozymes A/S Compositions et procédés pour améliorer les propriétés de matières textiles cellulosiques avec une xyloglucane endotransglycosylase
WO2015134729A1 (fr) 2014-03-05 2015-09-11 Novozymes A/S Compositions et procédés destinés à améliorer les propriétés de matériaux textiles non-cellulosiques par l'utilisation d'endo-xyloglucane transférase
WO2015150457A1 (fr) 2014-04-01 2015-10-08 Novozymes A/S Polypeptides présentant une activité alpha-amylase
WO2015189371A1 (fr) 2014-06-12 2015-12-17 Novozymes A/S Variants d'alpha-amylase et polynucléotides codant pour ces derniers
EP3878960A1 (fr) 2014-07-04 2021-09-15 Novozymes A/S Variants de subtilase et polynucléotides codant pour ceux-ci
EP3739029A1 (fr) 2014-07-04 2020-11-18 Novozymes A/S Variants de subtilase et polynucléotides codant pour ceux-ci
DE102014220622A1 (de) 2014-10-10 2016-04-14 Henkel Ag & Co. Kgaa Verfahren zum Waschen von Textilien in einer Waschmaschine mit Aktivierungseinrichtung
WO2016079305A1 (fr) 2014-11-20 2016-05-26 Novozymes A/S Variants de alicyclobacillus et polynucléotides codant pour ceux-ci
EP3690037A1 (fr) 2014-12-04 2020-08-05 Novozymes A/S Variants de subtilase et polynucléotides codant pour ceux-ci
US10760036B2 (en) 2014-12-15 2020-09-01 Henkel Ag & Co. Kgaa Detergent composition comprising subtilase variants
EP3608403A2 (fr) 2014-12-15 2020-02-12 Henkel AG & Co. KGaA Composition détergente comprenant des variantes de subtilase
EP4530348A2 (fr) 2014-12-15 2025-04-02 Henkel AG & Co. KGaA Composition détergente comprenant des variants de subtilase
EP3872175A1 (fr) 2015-06-18 2021-09-01 Novozymes A/S Variants de subtilase et polynucléotides codant pour ceux-ci
EP4071244A1 (fr) 2015-06-18 2022-10-12 Novozymes A/S Variants de subtilase et polynucléotides codant pour ceux-ci
EP3106508A1 (fr) 2015-06-18 2016-12-21 Henkel AG & Co. KGaA Composition détergente comprenant des variantes de subtilase
EP4324919A2 (fr) 2015-10-14 2024-02-21 Novozymes A/S Variants polypeptidiques
WO2017064253A1 (fr) 2015-10-14 2017-04-20 Novozymes A/S Polypeptides ayant une activité de protéase et polynucléotides codant pour ceux-ci
WO2017064269A1 (fr) 2015-10-14 2017-04-20 Novozymes A/S Variants polypeptidiques
WO2017182295A1 (fr) 2016-04-18 2017-10-26 Basf Se Compositions de nettoyage liquides
WO2017207762A1 (fr) 2016-06-03 2017-12-07 Novozymes A/S Variants de subtilase et polynucléotides codant pour ceux-ci
EP3950941A2 (fr) 2016-07-13 2022-02-09 Novozymes A/S Variants polypeptidiques de la dnase
WO2018011276A1 (fr) 2016-07-13 2018-01-18 The Procter & Gamble Company Variants dnase de bacillus cibi et leurs utilisations
WO2018011277A1 (fr) 2016-07-13 2018-01-18 Novozymes A/S Variants dnases de bacillus cibi
WO2019084349A1 (fr) 2017-10-27 2019-05-02 The Procter & Gamble Company Compositions détergentes comprenant des variants polypeptidiques
WO2019081721A1 (fr) 2017-10-27 2019-05-02 Novozymes A/S Variants de la dnase
WO2019081724A1 (fr) 2017-10-27 2019-05-02 Novozymes A/S Variants de dnase
WO2019180111A1 (fr) 2018-03-23 2019-09-26 Novozymes A/S Variants de subtilase et compositions les comprenant
WO2019201793A1 (fr) 2018-04-17 2019-10-24 Novozymes A/S Polypeptides ayant une activité de liaison des hydrates de carbone dans des compositions détergentes et leur utilisation pour réduire les plis de textiles ou de tissus
WO2020002255A1 (fr) 2018-06-29 2020-01-02 Novozymes A/S Variants de subtilase et compositions les comprenant
EP3837276A4 (fr) * 2018-08-16 2022-05-18 Isolere Bio, Inc. Polypeptide génétiquement codé pour la capture et la purification par affinité de produits biologiques
WO2020114965A1 (fr) 2018-12-03 2020-06-11 Novozymes A/S Composition détergente en poudre de faible ph
WO2020114968A1 (fr) 2018-12-03 2020-06-11 Novozymes A/S Composition de détergent en poudre
EP3702452A1 (fr) 2019-03-01 2020-09-02 Novozymes A/S Compositions détergentes comprenant deux protéases
EP4524225A2 (fr) 2019-03-01 2025-03-19 Novozymes A/S Variants de protéase et compositions détergentes les comprenant
WO2020178102A1 (fr) 2019-03-01 2020-09-10 Novozymes A/S Compositions détergentes comprenant deux protéases
WO2020188095A1 (fr) 2019-03-21 2020-09-24 Novozymes A/S Variants d'alpha-amylase et polynucléotides codant pour ceux-ci
WO2020207944A1 (fr) 2019-04-10 2020-10-15 Novozymes A/S Variants polypeptidiques
WO2021037895A1 (fr) 2019-08-27 2021-03-04 Novozymes A/S Composition détergente
WO2021053127A1 (fr) 2019-09-19 2021-03-25 Novozymes A/S Composition détergente
WO2021064068A1 (fr) 2019-10-03 2021-04-08 Novozymes A/S Polypeptides comprenant au moins deux domaines de liaison aux hydrates de carbone
EP3892708A1 (fr) 2020-04-06 2021-10-13 Henkel AG & Co. KGaA Compositions de nettoyage comprenant des variantes de dispersine
WO2021239818A1 (fr) 2020-05-26 2021-12-02 Novozymes A/S Variants de subtilase et compositions les comprenant
WO2022043563A1 (fr) 2020-08-28 2022-03-03 Novozymes A/S Variants de protéase dégradant le polyester
WO2022043547A1 (fr) 2020-08-28 2022-03-03 Novozymes A/S Variants de protéase à solubilité améliorée
WO2022074037A2 (fr) 2020-10-07 2022-04-14 Novozymes A/S Variants d'alpha-amylase
WO2022171780A2 (fr) 2021-02-12 2022-08-18 Novozymes A/S Variants d'alpha-amylase
WO2022189521A1 (fr) 2021-03-12 2022-09-15 Novozymes A/S Variants polypeptidiques
WO2022194668A1 (fr) 2021-03-15 2022-09-22 Novozymes A/S Variants polypeptidiques
WO2022194673A1 (fr) 2021-03-15 2022-09-22 Novozymes A/S Variants de la dnase
EP4060036A1 (fr) 2021-03-15 2022-09-21 Novozymes A/S Variantes de polypeptides
WO2022268885A1 (fr) 2021-06-23 2022-12-29 Novozymes A/S Polypeptides d'alpha-amylase
WO2023161182A1 (fr) 2022-02-24 2023-08-31 Evonik Operations Gmbh Composition d'origine biologique
EP4234664A1 (fr) 2022-02-24 2023-08-30 Evonik Operations GmbH Composition comprenant des glucolipides et des enzymes
WO2023165950A1 (fr) 2022-03-04 2023-09-07 Novozymes A/S Variants de dnase et compositions
WO2023194204A1 (fr) 2022-04-08 2023-10-12 Novozymes A/S Variants et compositions d'hexosaminidase
WO2024002738A1 (fr) 2022-06-28 2024-01-04 Evonik Operations Gmbh Composition contenant un biotensioactif et de la persicomycine
WO2024121070A1 (fr) 2022-12-05 2024-06-13 Novozymes A/S Variants de protéase et polynucléotides codant pour ceux-ci
WO2024126154A1 (fr) 2022-12-15 2024-06-20 Evonik Operations Gmbh Composition comprenant des sophorolipides et des rhamnolipides et/ou des glucolipides
WO2024213513A1 (fr) 2023-04-12 2024-10-17 Novozymes A/S Compositions comprenant des polypeptides ayant une activité de phosphatase alcaline
WO2025036642A1 (fr) 2023-08-15 2025-02-20 Evonik Operations Gmbh Procédé amélioré de nettoyage
WO2025036643A1 (fr) 2023-08-15 2025-02-20 Evonik Operations Gmbh Biotensioactif pour le lavage de laine

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CA2610018C (fr) 2011-09-20
MX2007016309A (es) 2008-03-07
CN101203590A (zh) 2008-06-18
CN101203590B (zh) 2011-01-26
CA2610018A1 (fr) 2007-01-04
EP1891195B1 (fr) 2012-10-17
JP4837733B2 (ja) 2011-12-14
JP2008546863A (ja) 2008-12-25
PL1891195T3 (pl) 2013-03-29
EP1891195A1 (fr) 2008-02-27
BRPI0520369A2 (pt) 2009-05-05

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