EP1758977A1 - Photo bleach compositions - Google Patents

Photo bleach compositions

Info

Publication number
EP1758977A1
EP1758977A1 EP05766600A EP05766600A EP1758977A1 EP 1758977 A1 EP1758977 A1 EP 1758977A1 EP 05766600 A EP05766600 A EP 05766600A EP 05766600 A EP05766600 A EP 05766600A EP 1758977 A1 EP1758977 A1 EP 1758977A1
Authority
EP
European Patent Office
Prior art keywords
photobleaching
ppm
composition
extender
water
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.)
Withdrawn
Application number
EP05766600A
Other languages
German (de)
English (en)
French (fr)
Inventor
Alan David Willey
Brian Jeffreys
Anthony Harriman
Vladimir Gartstein
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.)
Procter and Gamble Co
Original Assignee
Procter and Gamble Co
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 Procter and Gamble Co filed Critical Procter and Gamble Co
Publication of EP1758977A1 publication Critical patent/EP1758977A1/en
Withdrawn legal-status Critical Current

Links

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
    • C11D3/40—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
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0063—Photo- activating 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
    • C11D3/40—Dyes ; Pigments
    • C11D3/42—Brightening agents ; Blueing agents
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/10—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen
    • D06L4/12—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen combined with specific additives
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/50—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs by irradiation or ozonisation
    • 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
    • C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
    • C11D2111/10—Objects to be cleaned
    • C11D2111/12—Soft surfaces, e.g. textile

Definitions

  • the present invention relates to photobleaching compositions having bleaching capabilities, and processes of making and using same.
  • bleaching compositions typically employ hydrogen peroxide as a bleaching species or as an intermediate that is converted into a peracid. Such systems can provide effective bleaching. Unfortunately it is difficult to formulate stable versions of such systems and such systems are not volume efficient as the requisite bleaching components make up a large volume of any formulation. While photobleaching systems do not suffer from the formulation and volume issues of hydrogen peroxide systems, photobleaching systems tend to be less effective as the short life of the bleaching species requires that photosensitizer, oxygen, light and the situs to be bleach be present simultaneously. In addition, the choice of effective photobleaches used in traditional photobleaching systems is limited as photobleaches generally must be capable of being adsorbed on the soiled portion of the situs. As a result, photobleach systems would be attractive if the life of the bleaching species could be extended to permit diffusion of such species in wash liquor.
  • the present invention relates to photobleaching compositions comprising a photosensitizer that can be used to provide an aqueous fluid with bleaching capabilities, aqueous fluid cleaning compositions having photobleaching capabilities and processes of making and using same.
  • photobleaching composition includes, unless otherwise indicated, granular or powder-form all-purpose or "heavy-duty” washing agents, especially cleaning 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, cleaning 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.
  • fabric and “fabric” used herein the term encompasses articles of clothing, linen, drapery, and clothing accessories. The term also encompasses other items made in whole or in part of fabric, such as tote bags, furniture covers, tarpaulins and the like.
  • soil means any undesirable substance on a fabric.
  • water-based or “hydrophilic” soils it is meant that the soil comprised water at the time it first came in contact with the fabric article, or the soil retains a significant portion of water on the fabric article.
  • water-based soils include, but are not limited to beverages, many food soils, water soluble dyes, bodily fluids such as sweat, urine or blood, outdoor soils such as grass stains and mud.
  • aqueous fluid means any liquid or mixture of liquids that comprises greater than 5%, greater than 25%, greater than 50% or alternatively greater than 90% water.
  • soluble when used to describe one or more "photosensitizers” means capable of forming a solution at a concentration of at least 1 x 10 "8 molar in water at an in-use pH of from 10 to 8.
  • an emulsifier or "a photosensitizer” is understood to mean one or more of the material that is claimed or described.
  • all 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. All percentages and ratios are calculated by weight unless otherwise indicated. All percentages and ratios are calculated based on the total composition unless otherwise indicated. All temperatures are in degrees Celsius (° C) unless otherwise specified. All measurements are in SI units unless otherwise specified.
  • Photobleaching Compositions Applicants have discovered that certain photosensitizer compositions are unexpectedly suitable for incorporation into aqueous fluids.
  • Suitable photosensitizer compositions typically contain a photosensitizer, and an extender, and may contain optional ingredients such as anionic, cationic, nonionic, and zwitterionic surfactants.
  • Solid compositions based on total weight of said composition, may comprise from about 0.1% to about 50%, from about 1% to about 25%, or even from about 5% to about 20% of a photosensitizer; from about 1% to about 99.9%, from about 5% to about 90%, or from even from about 10% to about 50% of an extender with the balance of said compositions being a an optional/adjunct.
  • Fluid photosensitizer compositions may comprise, based on the total weight of said composition, from about 0.1% to about 50%, from about 1% to about 25%, or even from about 5% to about 20% of a photosensitizer; from about 1% to about 99.9%, from about 5% to about 90%, or from even from about 10% to about 50% of an extender with the balance of said compositions with the balance of said photobleaching compositions being an aqueous fluid or a mixture of an aqueous fluid and an optional/adjunct ingredient.
  • the aforementioned solid photosensitizer compositions and fluid photosensitizer compositions may be packaged in a kit containing instructions for use.
  • the aforementioned compositions do not require that the photosensitizer, oxygen, light and the situs to be present simultaneously as it is believed that the bleaching species is formed in solution and, due to the use of an extender, such species has sufficient life to diffuse to the soiled portion of the situs.
  • an extender increases the formulator's choice of photosensitizers, as such photosensitizers need not be capable of being adsorbed on the soiled portion of the situs.
  • photobleaching compositions may be made by combining a photosensitizer, and extender, any aqueous fluid solvent and any optional ingredients, light energy coming from light having a wavelength that can be absorbed by that of the photosensitizer is minimized and/or the oxygen amount of oxygen in the composition or to which the composition is exposed is minimized.
  • the wavelength of light that any photosensitizer will absorb is determined by the Light Absorbance Test found in the Test Methods Section of the present specification.
  • the minimization of light energy that can be absorbed by the photosensitzer means that during processing such compositions are generally exposed to such wavelength of light at one of the following levels: less than about 1 milliwatt per square meter of solution surface exposed to said light, less than about Ix 10 " watts per square meter of solution surface exposed to said light, or even less than about 1 microwatt per square meter of solution surface exposed said light.
  • the minimization of oxygen means that during processing the compositions comprise less than about 1 x 10 "2 moles of oxygen per liter, less than about 1 x 10 "3 moles of oxygen per liter, and even less than about 1 x 10 ⁇ 4 moles of oxygen per liter.
  • a situs inter alia a surface or fabric
  • a liquid version of Applicants' photobleaching compositions wherein the extender and photosensitizer are dissolved in an aqueous fluid or dissolve while in contact with the situs.
  • Such compositions may be in neat form or diluted in a wash liquor.
  • contacting includes but is not limited to, immersion and spraying. After such contacting step, the situs may be optionally washed and/or rinsed Such in use composition may be made during the time that they are in contact with the item or items that are to be cleaned.
  • Suitable materials for making Applicants' photobleaching compositions include any known photosensitizer or mixture of photosensitizers that generate singlet oxygen or superoxide and that are soluble in an aqueous fluid.
  • Suitable singlet oxygen photosensitizers include water-soluble porphyrins and phthalocyanines and their complexes with a photoactive metal/non-metal selected from Sn, Ge, Pt, Pd, Pb, Si, Zn, Al.
  • a photoactive metal/non-metal selected from Sn, Ge, Pt, Pd, Pb, Si, Zn, Al.
  • superoxide photosensitizers examples include triethanolamine substituted silicon phthalocyanines described in U.S, Patent No. 6,225,273 and curcumin.
  • Suitable water-soluble photosensitizers may be obtained from Sigma- Aldrich of Milwaukee, Wisconsin U.S.A., Ciba Specialty Chemicals Inc. of Basel, Switzerland or prepared by literature procedures.
  • Suitable extenders include species that form adducts with singlet oxygen or superoxide.
  • suitable singlet oxygen extenders include extenders selected from the group consisting of furan, substituted furans, polyethoxylates, alkyl polyethoxylates, polynuclear aromatics, imidazole, substituted imidazoles, pyrrole, substituted pyrroles, and mixtures thereof.
  • suitable extenders include: Furfuryl alcohol, 2-Furoic acid, 3-Furoic acid, 3-Furanmethanol, 2-benzofurancarboxylic acid, 1,4-Dimethylnaphthalene, Furfural, 2,5 dimethyl furan and mixtures thereof.
  • Such materials may be obtained from Sigma-Aldrich of Milwaukee, Wisconsin U.S.A.
  • Additional materials that may be useful as extenders include surfactants, such as alkyl ethoxylates, for example, NeodolTM 91-2.5 which is supplied Shell Chemicals of Houston, Texas U.S.A. Such surfactants can function as cleaning adjuncts and as extenders.
  • surfactants such as alkyl ethoxylates, for example, NeodolTM 91-2.5 which is supplied Shell Chemicals of Houston, Texas U.S.A.
  • Such surfactants can function as cleaning adjuncts and as extenders.
  • adjuncts While not essential for the purposes of the present invention, the non-limiting list of adjuncts illustrated hereinafter are suitable for use in the instant photobleaching compositions and may be desirably incorporated in preferred 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 photobleaching 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, additional bleach activators, surfactants, builders, chelating agents, dye transfer inhibiting agents, dispersants, enzymes, and enzyme stabilizers, catalytic metal complexes, polymeric dispersing agents, clay and soil removal/anti-redeposition agents, brighteners, suds suppressors, dyes, perfumes, structure elasticizing agents, fabric softeners, carriers, hydrotropes, processing aids and/or pigments.
  • additional bleach activators surfactants, builders, chelating agents, dye transfer inhibiting agents, dispersants, enzymes, and enzyme stabilizers, catalytic metal complexes, polymeric dispersing agents, clay and soil removal/anti-redeposition agents, brighteners, suds suppressors, dyes, perfumes, structure elasticizing agents, fabric softeners, carriers, hydrotropes, processing aids and/or pigments.
  • Additional Bleach Activators include, but are not limited to, tetraacetyl ethylene diamine (TAED), benzoylcaprolactam (BzCL), 4-nitrobenzoylcaprolactam, 3- chlorobenzoylcaprolactam, benzoyloxybenzenesulphonate (BOBS), nonanoyloxybenzenesulphonate (NOBS), phenyl benzoate (PhBz), decanoyloxybenzenesulphonate (C 10 -OBS), benzoylvalerolactam (BZVL), octanoyloxybenzenesulphonate (C 8 -OBS), perhydrolyzable esters, perhydrolyzable carbonates, perhydrolyzable imides and mixtures thereof.
  • TAED tetraacetyl ethylene diamine
  • BzCL benzoylcaprolactam
  • 4-nitrobenzoylcaprolactam 3- chlorobenzoylcaprol
  • the photobleaching compositions of the present invention comprise a surfactant or surfactant system wherein the surfactant can be selected from nonionic and/or anionic and/or cationic surfactants and/or ampholytic and/or zwitterionic and/or semi-polar nonionic surfactants.
  • the surfactant can be selected from nonionic and/or anionic and/or cationic surfactants and/or ampholytic and/or zwitterionic and/or semi-polar nonionic surfactants.
  • the surfactant or surfactant system is typically present at a level of from about 0.1%, preferably from about 1%, more preferably from about 5% by weight of the photobleaching compositions to about 99.9%, preferably about 80%, more preferably about 35%, most preferably about 30% by weight of the photobleaching composition.
  • Builders - The photobleaching compositions of the present invention preferably comprise one or more detergent builders or builder systems. When present, the compositions will typically comprise at least about 1% builder, preferably at least about 5%, more preferably from about 10% to about 80%, preferably to about 50%, more preferably to about 30% by weight of the photobleaching 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 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, oxydisuccinic acid, polymaleic acid, benzene 1,3,5-tricarboxylic acid, carboxymethyloxysuccinic acid, and soluble salts thereof.
  • the photobleaching compositions of the present invention may also optionally contain one or more copper, iron and/or manganese chelating agents. If utilized, chelating agents will generally comprise from about 0.1%, more preferably from about 3.0% to about 15% by weight of the photobleaching composition.
  • Dye Transfer Inhibiting Agents - The photobleaching 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 are present at levels from about 0.0001%, more preferably from about 0.01%, most preferably from about 0.05% by weight of the photobleaching compositions to about 10%, more preferably about 2%, most preferably about 1% by weight of the photobleaching composition.
  • Dispersants - The photobleaching compositions of the present invention can also contain dispersants. Suitable water-soluble organic salts are 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 photobleaching compositions can comprise one or more enzymes that 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, keratanases, reductases, oxidases, phenoloxidases, lipoxygenases, ligninases, pullulanases, tannases, pentosanases, malanases, ⁇ -glucanases, arabinosidases, hyaluronidase, chondroitinase, laccase, and known amylases, or mixtures thereof.
  • Enzyme Stabilizers - Enzymes for use in detergents can be stabilized by various techniques including the use of water-soluble sources of calcium and/or magnesium ions in the photobleaching compositions.
  • Bleach Boosthifi Compounds - The photobleaching compositions herein may comprise one or more bleach boosting compounds such as a dioxirane, an oxaziridine, or an oxaziridinium or compounds capable of forming such species in situ.
  • suitable bleach boosting compounds for use in accordance with the present invention are cationic imines, zwitterionic imines, anionic imines and/or polyionic imines having a net charge of from about +3 to about -3, and mixtures thereof.
  • These imine bleach boosting compounds of the present invention include those of the general structure:
  • RI - R ⁇ may be a hydrogen or an unsubstituted or substituted radical selected from the group consisting of phenyl, aryl, heterocyclic ring, alkyl and cycloalkyl radicals.
  • preferred bleach boosting compounds are zwitterionic bleach boosters, which are described in U.S. Patent Nos. 5,576,282 and 5,718,614.
  • Other bleach boosting compounds include cationic bleach boosters such as those described in U.S. Patent Nos. 5,360,569, and 5,370,826.
  • Catalytic Metal Complexes - Applicants' photobleaching 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.
  • 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
  • a sequestrate having defined stability constants for the catalytic and auxiliary metal cations, particularly ethylenediaminetetraace
  • the photobleaching compositions and cleaning processes herein can be adjusted to provide on the order of at least one part per hundred million of the active MRL species in the aqueous washing medium, and will preferably provide from about 0.005 ppm to about 25 ppm, more preferably from about 0.05 ppm to about 10 ppm, and most preferably from about 0.1 ppm to about 5 ppm, of the MRL in the wash liquor.
  • Preferred transition-metals in the instant transition-metal bleach catalyst include manganese, iron and chromium.
  • Preferred MRL 's herein are a special type of ultra-rigid ligand that is cross-bridged such as 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 00/332601, and U.S. 6,225,464.
  • Example 1 The following bleach composition is prepared by combining sulphonated zinc phthalocyanine, imidazole and the cleaning adjuncts while avoiding exposure to light.
  • Cleaning adjuncts Balance 100 grams of the above described bleach composition is added to 30 liters of aqueous wash liquor in a suitable washing machine and the wash liquor is illuminated with a light source emitting in at least one of the absorbance peaks of the sulphonated zinc phthalocyanine while being agitated for a period of 15 minutes. The wash liquor is removed and the fabrics are rinsed.
  • Example 2 The following bleach composition is prepared by combining silicon phthalocyanine-di- isoPEG 384, benzofuran carboxylic acid and the cleaning adjuncts while avoiding exposure to light. Silicon phthalocyanine-di-isoPEG 384 0.01 % Benzofuran carboxylic acid 0.5% Cleaning adjuncts Balance 100 grams of the above described bleach composition is added to 30 liters of aqueous wash liquor in a suitable washing machine and the wash liquor is illuminated with a light source emitting in at least one of the absorbance peaks of the silicon phthalocyanine-di- isoPEG 384 while being agitated for a period of 15 minutes. The wash liquor is removed and the fabrics are rinsed.
  • Example 3 The following bleach composition is prepared by combining acridine carboxylic acid, 2- furoic acid and the cleaning adjuncts while avoiding exposure to light.
  • Cleaning adjuncts Balance 100 grams of the above described bleach composition is added to 30 liters of aqueous wash liquor in a suitable washing machine and the wash liquor is illuminated with a light source emitting in at least one of the absorbance peaks of the acridine carboxylic acid while being agitated for a period of 15 minutes. The wash liquor is removed and the fabrics are rinsed.
  • Example 4 The following bleach composition is prepared by combining 9-fluorenone-l -carboxylic acid, 5-benzimidazolecaboxylic acid and the cleaning adjuncts while avoiding exposure to light.
  • 9-fluorenone- 1 -carboxylic acid 0.1% 5-benzimidazolecaboxylic acid 1%
  • Cleaning adjuncts Balance 100 grams of the above described bleach composition is added to 30 liters of aqueous wash liquor in a suitable washing machine and the wash liquor is illuminated with a light source emitting in at least one of the absorbance peaks of the 9-fluorenone-l -carboxylic acid while being agitated for a period of 15 minutes. The wash liquor is removed and the fabrics are rinsed.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Textile Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Detergent Compositions (AREA)
EP05766600A 2004-06-24 2005-06-24 Photo bleach compositions Withdrawn EP1758977A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US58270504P 2004-06-24 2004-06-24
PCT/US2005/022438 WO2006002363A1 (en) 2004-06-24 2005-06-24 Photo bleach compositions

Publications (1)

Publication Number Publication Date
EP1758977A1 true EP1758977A1 (en) 2007-03-07

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US (1) US20050288200A1 (es)
EP (1) EP1758977A1 (es)
CN (1) CN1981024A (es)
MX (1) MXPA06014932A (es)
WO (1) WO2006002363A1 (es)

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CN1981024A (zh) 2007-06-13
MXPA06014932A (es) 2007-02-28
WO2006002363A1 (en) 2006-01-05
US20050288200A1 (en) 2005-12-29

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