WO2000032729A1 - Preparations a base de peroxyde, contenant des agents d'avivage optiques stabilises - Google Patents

Preparations a base de peroxyde, contenant des agents d'avivage optiques stabilises Download PDF

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Publication number
WO2000032729A1
WO2000032729A1 PCT/EP1999/008919 EP9908919W WO0032729A1 WO 2000032729 A1 WO2000032729 A1 WO 2000032729A1 EP 9908919 W EP9908919 W EP 9908919W WO 0032729 A1 WO0032729 A1 WO 0032729A1
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WO
WIPO (PCT)
Prior art keywords
contain
preparations according
alcohol
microcapsules
peroxide
Prior art date
Application number
PCT/EP1999/008919
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German (de)
English (en)
Inventor
Miguel Osset Hernandez
Lidia Jimenez Carrillo
Mercedes Mendoza Cruz
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
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Application filed by Henkel Kommanditgesellschaft Auf Aktien filed Critical Henkel Kommanditgesellschaft Auf Aktien
Priority to AU30342/00A priority Critical patent/AU3034200A/en
Publication of WO2000032729A1 publication Critical patent/WO2000032729A1/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
    • C11D3/3947—Liquid compositions
    • 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
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0039—Coated compositions or coated components in the compositions, (micro)capsules
    • 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

Definitions

  • the invention is in the field of bleaching and disinfecting agents and relates to peroxide-containing preparations which contain optical brighteners in a microencapsulation.
  • optical brighteners are added to the bleaching agents, which brighten up the fibers and then convert invisible UV radiation into visible, longer-wave light.
  • the ultraviolet light absorbed from the sunlight is emitted again as a slightly bluish fluorescence, i.e. in the complementary color of the yellowing.
  • Optical brighteners are usually dyes that are easily oxidized in a peroxide-containing environment and then lose their properties. Bleaching liquors containing these white toners are therefore only of limited shelf life in terms of the performance of this component.
  • the object of the invention was to provide the simplest possible technical solution to the problem described. Description of the invention
  • the invention relates to peroxide-containing preparations containing optical brighteners, which are characterized in that the optical brighteners are in microencapsulated form.
  • peroxide-containing textile bleaching agents can then be stably formulated with optical brighteners when used in microencapsulated form.
  • the microcapsules are chemically and physically, in particular spatially, stable in the liquid compositions according to the invention, i.e. on average neither decomposition nor settling of the microcapsules occurs. In this way, peroxide-containing preparations can be produced with a practically free choice of optical brighteners.
  • peroxide compounds is to be understood as meaning substances which contain an O-O group. Typical examples are perborates, percarbonates, percarboxylic acids and especially hydrogen peroxide.
  • the aqueous compositions according to the invention preferably contain hydrogen peroxide in amounts of 1 to 10, preferably 5 to 8 and in particular 6 to 7% by weight. The calculation relates to 100% active substance, for example in the form of a 35% by weight aqueous solution.
  • microcapsule is understood to mean aggregates which contain at least one solid or liquid core which is enclosed by at least one continuous shell, in particular a shell made of polymer (s). Usually, these are finely dispersed liquid or solid phases coated with film-forming polymers, in the production of which the polymers are deposited on the material to be encapsulated after emulsification and coacervation or interfacial polymerization.
  • the microscopic capsules also called nanocapsules, can be dried like powder.
  • multinuclear aggregates also called microspheres, are known which contain two or more nuclei distributed in the continuous shell material.
  • Single or multi-core microcapsules can also be enclosed by an additional second, third, etc. shell.
  • Mononuclear microcapsules with a continuous shell are preferred.
  • the cover can be made from natural, semi-synthetic or synthetic mate- rialien exist.
  • wrapping materials are, for example, gum arabic, agar agar, agarose, maltodextrins, alginic acid or its salts, for example sodium or calcium alginate, fats and fatty acids, cetyl alcohol, collagen, chitosan, lecithins, gelatin, albumin, shellac, polysaccharides, such as starch or dextran, sucrose and waxes.
  • Semi-synthetic casing materials include chemically modified celluloses, in particular cellulose esters and ethers, for example cellulose acetate, ethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methyl cellulose and carboxymethyl cellulose, and starch derivatives, in particular starch ethers and esters.
  • Synthetic covering materials are, for example, polymers such as polyacrylates, polyamides, polyvinyl alcohol or polyvinyl pyrrolidone.
  • the microcapsules can have any shape in the production-related framework, but they are preferably approximately spherical. Their diameter along their greatest spatial extent can be between 10 nm (not visually recognizable as a capsule) and 10 mm, depending on the optical brighteners contained in them and the application. Visible microcapsules with a diameter in the range from 0.1 mm to 7 mm, in particular from 0.4 mm to 5 mm, are preferred. Microcapsules that can no longer be seen with the naked eye preferably have a diameter in the range from 20 to 500 nm, preferably 50 to 200 nm.
  • the microcapsules can be obtained by methods known in the prior art, with coacervation and interfacial polymerization being of the greatest importance.
  • microcapsules All surfactant-stable microcapsules available on the market can be used as microcapsules, for example the commercial products (the shell material is given in brackets) Hallcrest microcapsules (gelatin, gum arabic), Coletica Thalaspheres (maritime collagen), Lipotec millicapsules (alginic acid, Agar-agar), Induchem Unispheres (lactose, microcrystalline cellulose, hydroxypropylmethyl cellulose); Unicerin C30 (lactose, microcrystalline cellulose, hydroxypropylmethyl cellulose), Kobo Glycospheres (modified starch, fatty acid esters, phospholipids), Softspheres (modified agar agar) and Kuhs Probiol Nanospheres (phospholipids).
  • Hallcrest microcapsules gelatin, gum arabic
  • Coletica Thalaspheres maritime collagen
  • Lipotec millicapsules alginic acid, Agar-agar
  • Induchem Unispheres lactose, microcrystalline
  • the active ingredients are usually released from the microcapsules during use of the preparations containing them by destroying the shell as a result of mechanical, thermal, chemical or enzymatic action.
  • the release is preferably carried out by mechanical action, in particular by mechanical forces, to which the microcapsules are exposed in the washing machine during metering, pumping or spinning.
  • the compositions contain identical or different microcapsules in amounts of 0.1 to 10% by weight, in particular 0.2 to 8% by weight, extremely preferably 0.5 to 6% by weight.
  • Optical brighteners are identical or different microcapsules in amounts of 0.1 to 10% by weight, in particular 0.2 to 8% by weight, extremely preferably 0.5 to 6% by weight.
  • optical brighteners which are used in microencapsulated form for the purposes of the invention are preferably those which are otherwise not stable in preparations containing peroxide.
  • suitable optical brighteners are derivatives of diaminostilbenedisulfonic acid or its alkali metal salts.
  • derivatives of 4,4'-diamino-2,2'-stilbenedisulfonic acid are suitable, such as, in particular, the salts of 4,4'-bis (2-anilino-4-mo holino-1,3,5-triazinyl -6-amino) stilbene-2,2'-disulfonic acid or compounds of the same structure, which carry a diethanolamino group, a methylamino group, an anilino group or a 2-methoxyethylamino group instead of the morpholino group.
  • Mixtures of the aforementioned brighteners can also be used.
  • the microcapsules contain the optical brighteners in amounts of 1 to 75, preferably 10 to 60 and in particular 25 to 50 wt. It is also advantageous if the microcapsules also contain small amounts of a blue dye in addition to the usual brighteners in customary amounts, for example between 1 and 5% by weight, preferably between 2 and 3% by weight.
  • Particularly preferred brighteners or dyes are naphthotriazolstilbenesulfonic acid, for example in the form of its sodium salt (Tinopal® RBS 200), and tetrabenzo-tetraazaporphin (Tinolux® BBS), distyrylbiphenylbis (triazinylamino) stilbene disulfonic acid (Tinopal® CDS-X), and in particular 4,4'-bis (2-sulfostyrene) biphenyl-di-sodium salt (Tinopal® CBS-X, commercial products from Ciba).
  • naphthotriazolstilbenesulfonic acid for example in the form of its sodium salt (Tinopal® RBS 200), and tetrabenzo-tetraazaporphin (Tinolux® BBS), distyrylbiphenylbis (triazinylamino) stilbene disulfonic acid (Tinopal® CDS-X), and in particular 4,4'
  • electrolytes that serve as sequestering agents for heavy metal ions and thus counteract yellowing of the laundry.
  • electrolytes that serve as sequestering agents for heavy metal ions and thus counteract yellowing of the laundry.
  • silicates, phosphonic acids or phosphonates, polyacrylic acid compounds, alkali carbonates, lignin sulfonates and mixtures of the electrolytes mentioned are suitable.
  • a particularly preferred sequestering agent is the methylglycinediacetic acid tri-sodium salt, which is sold as Trilon® M by BASF.
  • the total amount of the sequestering agents used is usually 0.1 to 2, preferably 0.3 to 1.5, and in particular 0.5 to 1.0,% by weight, based on the agent.
  • silicates are understood to mean salts and esters of orthosilicic acid Si (OH) and their self-condensation cycles. Accordingly, the following crystalline substances can be used as silicates:
  • Neosilicates such as phenakite, olivine and zircon
  • Sorosilicates group silicates such as thortveitite and hemimorphite
  • cyclosilicates such as, for example, benitoid, axinite, beryl, milarite, osumiiith or eu-dialyth;
  • Inosiiicate chain and band silicates
  • metasilicates e.g. diopside
  • amphiboles e.g. tremolite
  • phyllosilicates such as talc, kaolinite or mica (e.g. Mus-covit);
  • Tectosilicates frame silicates
  • feldspars and zeolites as well as ciathrasils or dodecasils (e.g. melanophlogite), thaumasite and neptunite.
  • silicate glasses such as e.g. Soda or potash water glass used. These can be of natural origin (e.g. montmorillonite) or synthetic.
  • aluminosilicates can also be used. Typical examples of alkali or alkaline earth silicates are sodium and / or potassium silicates with a modulus in the range from 1.0 to 3.0 and preferably 1.5 to 2.0.
  • Phosphonic acids are organic derivatives of the acid HP (0) (OH) 2; Phosphates are the salts and esters of these phosphonic acids.
  • the preferred organic phosphonic acids or phosphonates are known chemical compounds which can be prepared, for example, by the Michaelis-Arbuzov reaction. For example, they follow formula (I)
  • R 1 for an optionally substituted alkyl and / or alkenyl radical having 1 to 22, preferably 2 to 18 and in particular 6 to 12 carbon atoms and R 2 for hydrogen, an alkali and / or alkaline earth metal, ammonium, alkylammonium and / or alkanolammonium or an optionally substituted alkyl and / or alkenyl radical having 1 to 22, preferably 2 to 18 and in particular 6 to 12 carbon atoms.
  • Typical examples are optionally hydroxy-, nitrilo- and / or amino-substituted phosphonic acids such as ethylphosphonic acid, nitrilotris (methylenephosphonic acid), 1-amino or 1-hydroxyalkane-1,1-diphosphonic acids.
  • amine oxide phosphonic acids are used which follow the formula (II)
  • R 3 stands for hydrogen, a (CH2) m (CHCH3) nNH2 ⁇ group or an alkali metal, for numbers from 1 to 4 and n for 0 or 1.
  • Amine oxide phosphonic acids are builders or sequestering agents which are sold, for example, by Bozetto / IT under the Sequion® brand. For their preparation, one starts from aminophosphonic acids, which are converted to the amine oxide.
  • both mono- and diamine oxides can be used in the form of the phosphonic acids or their salts, which follow the formula (II).
  • Amine oxidephosphonic acids are preferably used in which R 3 is hydrogen, m is 3 and n is 0 (amine oxide based on aminotri-methylenephosphonic acid).
  • Polyacrylic acid compounds suitable as sequestering agents are, in particular - the low molecular weight homopolymers of acrylic acid and methacrylic acid or their esters, compared to the high molecular weight representatives suitable as thickeners.
  • esters of the acids can also be polymerized with alcohols having 1 to 4 carbon atoms.
  • Polyacrylic acid compounds with a particularly advantageous stabilizing action are present as alkali salts and have an average molecular weight in the range from 1,000 to 10,000 and in particular 4,000 to 6,000 daltons.
  • the preparations can furthermore contain peroxide-stable surfactants, such as, for example, fatty acid salts, alkyl sulfates, alkyl sulfonates, alkylbenzenesulfonates, xylene sulfonates, sarcosinates, taurides, isethionates, sulfosuccinates, betaines, sugar esters and fatty acid Contain N-alkylglucamides.
  • alkyl ether sulfates, amine oxides, alk (en) yl oligoglycosides or fatty alcohol polyglycol ethers are preferably used.
  • the sum of all surfactants - based on the preparations - generally makes up 1 to 15 and preferably 5 to 10% by weight.
  • Alkyl ether sulfates are anionic surfactants which can be obtained by sulfating alkyl polyglycol ethers and subsequent neutralization.
  • the alkyl ether sulfates which are suitable for the purposes of the invention follow the formula (III)
  • R 4 represents an alkyl radical having 12 to 18, in particular 12 to 14, carbon atoms
  • n represents numbers 2 to 5, in particular 2 to 3
  • X represents sodium or potassium.
  • Typical examples are the sodium salts of sulfates of Ci2 / i4 coconut alcohol + 2, + 2,3- and + 3-EO adduct.
  • the alkyl ether sulfates can have a conventional or narrow homolog distribution.
  • the alkyl ether sulfates are preferably used in amounts of 1 to 8, preferably 1, 5 to 6 and in particular 2 to 4% by weight, based on the composition.
  • Amine oxides are also known substances, which are occasionally attributed to the cationic, but usually the nonionic surfactants. They are prepared from tertiary fatty amines, which usually have either one long and two short or two long and one short alkyl radical, and are oxidized in the presence of hydrogen peroxide.
  • the amine oxides which are suitable as surfactant ingredients for the purposes of the invention follow the formula (IV)
  • R 5 is a linear or branched alkyl radical having 12 to 18 carbon atoms and R 6 and R 7 independently of one another are R 5 or an optionally hydroxyl-substituted alkyl radical having 1 to 4 carbon atoms.
  • Amine oxides of the formula (IV) in which R 5 and R 6 are C12 / 14 or C12 / 18 coconut alkyl radicals and R 7 is a methyl or a hydroxyethyl radical are preferably used.
  • amine oxides of the formula (IV) in which R 5 is a C12 / 14 or C12 / 18 cocoalkyl radical and R 6 and R 7 are methyl or Hydroxyethylrestes have.
  • the amine oxides are preferably used in amounts of 1.5 to 6, preferably 2 to 4,% by weight, based on the composition.
  • Alkyl and alkenyl oligoglycosides are known nonionic surfactants which follow the formula (V)
  • R 8 is an alkyl and / or alkenyl radical having 4 to 22 carbon atoms
  • G is a sugar radical having 5 or 6 carbon atoms
  • p is a number from 1 to 10.
  • the alkyl and / or alkenyl oligo-glycosides, which are furthermore suitable as surfactant ingredients, can be derived from aldoses or ketoses with 5 or 6 carbon atoms, preferably glucose.
  • the preferred alkyl and / or alkenyl oligoglycosides are thus alkyl and / or alkenyl oligoglucosides.
  • alkyl and / or alkenyl oligoglycosides are preferred whose degree of oligomerization is less than 1.7 and is in particular between 1.2 and 1.4.
  • the alkyl or alkenyl radical R 8 can be derived from primary alcohols having 4 to 11, preferably 8 to 10, carbon atoms. Typical examples are butanol, capronalcohol, caprylic alcohol, capric alcohol and undecyl alcohol and their technical mixtures, as are obtained, for example, in the hydrogenation of technical fatty acid methyl esters or in the course of the hydrogenation of aldehydes from Roelen's oxosynthesis.
  • the alkyl or alkenyl radical R 8 can also be derived from primary alcohols having 12 to 22, preferably 12 to 14, carbon atoms.
  • Typical examples are lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol, brassidyl alcohol and the technical mixtures described above, which can be obtained as well as their technical mixtures .
  • Alkyl oligoglucosides based on hardened are preferred Ci2 / i4 coconut alcohol with a DP of 1 to 3.
  • the glycosides are preferably used in amounts of 1.5 to 6, preferably 2 to 4% by weight, based on the composition.
  • the agents according to the invention can contain fatty alcohol polyglycol ethers of the formula (VI) as further surfactants,
  • R 9 is a linear or branched alkyl and / or alkenyl radical having 6 to 22 and preferably 12 to 18 carbon atoms and n is a number from 1 to 10.
  • Typical examples are the addition products of on average 1 to 10 and preferably 2 to 5 moles of ethylene oxide with capron alcohol, caprylic alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, elaalyl alcohol, oleyl alcohol, oleyl alcohol Linolenyl alcohol, elaeostearyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol and their technical mixtures, which are used, for example, in the high-pressure hydrogenation of technical methyl esters based on fats and oils or aldehydes from
  • the polyglycol ethers can have a conventionally broad, but also a narrow homolog distribution (NRE).
  • NRE a particularly preferred polyglycol ether with a narrow homolog distribution is Ci2 / i4 coconut fatty alcohol + 2.5EO (NRE).
  • NRE Ci2 / i4 coconut fatty alcohol + 2.5EO
  • Particularly powerful preparations also contain mixtures of different fatty alcohol polyglycol ethers, in which one component has an HLB above and the other below 10.
  • the polyglycol ethers are preferably used in amounts of 1 to 5, preferably 2 to 4% by weight, based on the composition.
  • polysaccharides in particular xanthan gum, guar guar, agar agar, aiginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, and also higher molecular weight polyethylene glycol mono- and diesters of fatty acids, polyacrylates, (for example Carbopole® from Goodrich or Synthalene® from Sigma), polyacrylamides, polyvinyl alcohol and polyvinylpyrrolidone, clays such as Laponite® from Southern Clay Products or Zeothix® from Huber, surfactants such as ethoxylated fatty acid glycerides, esters of fatty acids with polyols such as pentaerythritol or Trimethylolpropane, fatty alcohol ethoxylates with a narrow homolog distribution or alkyl oligoglucosides, which can be added to the agents in amounts of 0.1 to 5% by weight, in particular 0.1 to
  • the agents according to the invention are generally aqueous with a non-aqueous content of preferably 5 to 35% by weight and in particular 8 to 15% by weight and are particularly suitable for the treatment of textile fabrics, such as yarns, webs of fabric and in particular Textiles. They are usually used at low temperatures, i.e. in the cold wash area (approx. 15 to 25 ° C).
  • the agents are not only characterized by excellent stain removal, but also reliably prevent deposits of lime and metal on the fibers and thus also prevent incrustation and yellowing. Although the actual use of the agents is aimed at removing stains during washing, they are basically also suitable for other purposes in which bleaching solutions are used, for example for cleaning and disinfecting hard surfaces.
  • the agents can contain fragrances, dyes and pigments in a total amount of 0.01 to 0.5% by weight, based on the agents.
  • suitable peroxide-stable fragrances are: Citronellol (3,7-dimethyl-6-octen-1-ol), Dimethyloctanol (3,7-Dimethyloctanol-1), Hydroxycitronellol (3,7-Dimethyloctane-1,7-diol) , Mugol (3,7-dimethyl-4,6-octatrien-3-ol), myrcenol (2-methyl-6-methylene-7-octen-2-ol), terpinolene (p-mentho-1, 4 (8 ) -diene), ethyl 2-methylbutyrate, phenylpropyl alcohol, galaxolide (I.SA ⁇ . ⁇ -hexahydro e. ⁇ J. ⁇ . ⁇ , - hexamethylcyclopental-2-benzo
  • fragrances are the substances mentioned in columns 3 and 4 of European patent application EP 0622451 A1 (Procter & Gamble).
  • the color pigments include green chlorophthalocyanines (pigmo- sol® Green, Hostaphine® Green) or yellow Solar Yellow BG 300 (Sandoz) in question.
  • the agents can contain other customary auxiliaries and additives, for example antioxidants such as phenols or phenol derivatives, for example butylated hydroxytoluene (BHT, 2,6-di-tert-butyl-4-methylphenol).
  • the agents according to the invention are produced by stirring. If necessary, the product obtained can be decanted or filtered to remove foreign bodies and / or agglomerates.
  • the agents also have a viscosity - measured at 20 ° C. in a Brookfield viscometer (spindle 1, 10 rpm) - above 100, preferably above 200 mPas.
  • Keltroi® T from KeIco
  • Carbopoi 497 Goodrich
  • trisodium salt of methylglycinediacetic acid Fa.BASF
  • the preparations according to the invention with the microencapsulated optical brightener are homogeneous even after 4 weeks of storage, i.e. the capsules have not settled. While the comparative formulations, despite a 30% higher content of Tinopal® CBS-X, clearly deteriorate in their performance after 2 weeks due to chemical decomposition of the optical brightener, when the preparations according to the invention are subjected to mechanical stress, a sufficient amount of optical brightener is released even after storage. As a result, microencapsulation proves to be suitable for preventing chemical decomposition.

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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)
  • Detergent Compositions (AREA)

Abstract

L'invention concerne des préparations à base de peroxyde, contenant des agents d'avivage optiques, qui se caractérisent en ce que lesdits agents d'avivage optiques se présentent sous forme de microcapsules.
PCT/EP1999/008919 1998-12-01 1999-11-20 Preparations a base de peroxyde, contenant des agents d'avivage optiques stabilises WO2000032729A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU30342/00A AU3034200A (en) 1998-12-01 1999-11-20 Peroxide-containing preparations with stabilized optical brightening agents

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19855346.3 1998-12-01
DE1998155346 DE19855346A1 (de) 1998-12-01 1998-12-01 Peroxidhaltige Zubereitungen mit stabilisierten optischen Aufhellern

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Publication Number Publication Date
WO2000032729A1 true WO2000032729A1 (fr) 2000-06-08

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AU (1) AU3034200A (fr)
CA (1) CA2292107A1 (fr)
DE (1) DE19855346A1 (fr)
WO (1) WO2000032729A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7914646B2 (en) 2006-07-21 2011-03-29 Nalco Company Compositions and processes for paper production

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1113069A1 (fr) 1999-12-28 2001-07-04 Reckitt Benckiser N.V. Liquide péroxide compositions contenant particules en suspension
EP1122299B1 (fr) * 1999-12-28 2005-07-06 Reckitt Benckiser N.V. Composition pour le linge

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994012613A1 (fr) * 1992-12-03 1994-06-09 Unilever Plc Protection d'additifs
EP0653485A1 (fr) * 1993-11-12 1995-05-17 Unilever N.V. Composition détergente
DE29903534U1 (de) * 1999-02-27 1999-06-17 Henkel KGaA, 40589 Düsseldorf Peroxidhaltige Zubereitungen mit Färbemitteln in Mikrokapseln

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4708816A (en) * 1984-01-27 1987-11-24 The Clorox Company Bleach composition containing controlled density capsules
DK690187A (da) * 1986-12-31 1988-07-01 Albright & Wilson Beskyttet system, som er egnet til anvendelse i rensemidler, samt produkter indeholdende systemet
DE4011508A1 (de) * 1990-04-10 1991-10-17 Henkel Kgaa Portioniertes waschmittel mit temperaturabhaengig freigesetztem aufheller

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994012613A1 (fr) * 1992-12-03 1994-06-09 Unilever Plc Protection d'additifs
EP0653485A1 (fr) * 1993-11-12 1995-05-17 Unilever N.V. Composition détergente
DE29903534U1 (de) * 1999-02-27 1999-06-17 Henkel KGaA, 40589 Düsseldorf Peroxidhaltige Zubereitungen mit Färbemitteln in Mikrokapseln

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7914646B2 (en) 2006-07-21 2011-03-29 Nalco Company Compositions and processes for paper production
US8262858B2 (en) 2006-07-21 2012-09-11 Nalco Company Compositions and processes for paper production

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CA2292107A1 (fr) 2000-06-01
AU3034200A (en) 2000-06-19

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