WO2001052965A1 - Composition anti-moussante - Google Patents

Composition anti-moussante Download PDF

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Publication number
WO2001052965A1
WO2001052965A1 PCT/US2001/001693 US0101693W WO0152965A1 WO 2001052965 A1 WO2001052965 A1 WO 2001052965A1 US 0101693 W US0101693 W US 0101693W WO 0152965 A1 WO0152965 A1 WO 0152965A1
Authority
WO
WIPO (PCT)
Prior art keywords
foam
solvent
active ingredient
composition
foam composition
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.)
Ceased
Application number
PCT/US2001/001693
Other languages
English (en)
Inventor
Kuo-Tsai G. Lai
Christine J. Phillips
Brenda S. Wutzer
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.)
General Electric Co
Original Assignee
General Electric 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 General Electric Co filed Critical General Electric Co
Priority to US10/181,701 priority Critical patent/US6949499B2/en
Priority to AU2001229610A priority patent/AU2001229610A1/en
Publication of WO2001052965A1 publication Critical patent/WO2001052965A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0034Fixed on a solid conventional detergent ingredient
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D19/00Degasification of liquids
    • B01D19/02Foam dispersion or prevention
    • B01D19/04Foam dispersion or prevention by addition of chemical substances
    • B01D19/0404Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D19/00Degasification of liquids
    • B01D19/02Foam dispersion or prevention
    • B01D19/04Foam dispersion or prevention by addition of chemical substances
    • B01D19/0404Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance
    • B01D19/0409Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance compounds containing Si-atoms
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/0026Low foaming or foam regulating compositions
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • C11D3/3703Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3715Polyesters or polycarbonates
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • C11D3/3703Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3719Polyamides or polyimides
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • C11D3/3703Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/373Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones

Definitions

  • the present invention is directed to an anti-foam composition, and more specifically to a time-release anti-foam composition for use in laundry detergents.
  • encapsulants include the reaction product of an alkylalkoxysilane and a silicone condensation cure catalyst (see, for example, U.S. 5,773,407).
  • an anti-foam composition comprises a swellable, time- release carrier, one or more anti-foam active ingredients, and a solvent.
  • a method for making an anti-foam composition with time release properties comprises mixing an anti-foam active ingredient into a swellable, time-release carrier; adding a solvent to the anti-foam active ingredient and carrier to form an agglomerate; and removing the solvent from the agglomerate to dry the agglomerate.
  • a method for using the anti-foam composition produced by the method of the present invention comprises adding the anti- foam composition to a detergent, personal care composition, wastewater, or other application desired to be defoamed.
  • a detergent comprises the time-release anti-foam composition of the present invention.
  • the anti-foam composition comprises from about 0.1 to about 90, preferably from about 0.1 to about 50, even more preferably from about 2 to about 30 parts by weight (“pbw") based on the total composition of the swellable carrier material, from about 5 to about 90, preferably from about 5 to about 50, more preferably from about 10 to about 40 pbw of one or more anti-foam active ingredients; from about 5 to about 90, preferably from about 5 to about 50, more preferably from about 10 to about 40 pbw of the solvent.
  • additional materials may be added to the carrier to reduce the amount of higher cost carrier necessary.
  • the additional, lower cost material may be added in an amount of from about 0 to about 90 pbw of the total composition, preferably from about 5 to about 80 pbw, more preferably from about 15 to about 70 pbw of the total composition.
  • the carrier material is a dry powder material that will swell when a solvent is added under the conditions further described below, such that the desired anti- foam active ingredient can be entrapped and held on the carrier.
  • the anti-foam agents continue to be released from the swollen carrier materials throughout the wash cycle. Some of the particles may adhere to the articles being washed and continue to dissolve in the subsequent rinse cycle.
  • the carrier material comprises one or more acrylic resins that are polymers, copolymers, and combinations thereof.
  • Acrylic resins that are suitable as the acrylic resin component of the composition of the present invention comprise first repeating units derived from one or more monomers selected from (meth)acrylic ester monomers, (meth)acrylic acid monomers and (meth)acrylamide monomers and, optionally, second repeating units derived from one or more monoethylenically unsaturated monomers copolymerizable therewith.
  • (meth)acrylic refers collectively to acrylic and methacrylic
  • (methacrylate” refers collectively to acrylates and methacrylates
  • (meth)acrylamide” refers collectively to acrylamides and methacrylamides.
  • Suitable (meth)acrylic ester monomers include, for example, alkyl (meth)acrylate monomers, preferably (C ⁇ -C o)alkyl (meth)acrylate monomers such as, for example, methyl methacrylate, butyl aery late, ethylhexylmethacrylate; hydroxy(C 1 -C 4 o)alkyl (meth)acrylate monomers such as, for example, hydroxyethyl methacrylate; (C 4 -C o)cycloalkyl (meth)acrylate monomers such as, for example, cyclohexyl methacrylate.
  • Suitable (meth)acrylic acid monomers include, for example, acrylic acid, methacrylic acid.
  • Suitable (meth)acrylamide monomers include acrylamide and methacrylamide.
  • Suitable copolymerizable monomers include, for example, monoethylenically unsaturated carboxylic acids such as, for example, itaconic acid; maleimide monomers such as, for example, N-alkyl maleimides, N-aryl maleimides, maleic anhydride, vinyl esters such as, for example, vinyl acetate, vinyl versatate and vinyl propionate.
  • (C ⁇ -C o)alkyl or means a linear or branched alkyl group containing from 1 to 40 carbons per group, such as, for example, methyl, ethyl, propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl, tert-butyl, pentyl, hexyl, preferably from 8 to 30 carbons per group.
  • the acrylic resin is crosslinked or has a weight average molecular weight such that it is swellable as a three dimensional microgel in a polar solvent such as water.
  • the acrylic resin comprises a resin or combination of resins selected from polymethylmethacrylate, polyacrylic acid, polyacrylamide, polymethacrylic acid, polyacrylonitrile, and copolymers or combinations thereof.
  • the acrylic resin is polyacrylic acid.
  • Acrylic resins that may be used as the carrier material are commercially available, for example, Carbopol ® EZ-1 and EZ-2 resins, Permulen ® TR-1 resin, Ultrez ® 10 resin, ETD ® 2001, 2020 and 2050 resins, and the like, commercially available from The B. F. Goodrich Company, Cleveland, OH.
  • Anti-foam active ingredients are generically known in the art and are commercially available. Compositions suitable as the anti-foam active ingredients are those that can be incorporated into the carrier as anti-foam agents, are compatible with the carrier, and effectively defoam in a time-release fashion. Effective anti-foam active ingredients include oily substances that are not water soluble, for example a silicone.
  • An example of a silicone-based anti- foam is a silicone oil that is a polydiorganosiloxane combined with hydrophobic silica as disclosed in U.S. 4,012,334 (General Electric Co.).
  • the anti-foam active ingredient preferably includes one or more of a polydiorganosiloxane fluid, a silicone resin, a high molecular weight silicone gum, and precipitated silica or fumed silica or a combination thereof.
  • a polydiorganosiloxane fluid preferably includes one or more of a silicone resin, a high molecular weight silicone gum, and precipitated silica or fumed silica or a combination thereof.
  • Other components for example, surfactants, glycerol, petroleum waxes, paraffin waxes, synthetic waxes, may be added to form the anti-foam active ingredient.
  • Preferred polydiorganosiloxane fluids are those having the repeating structure:
  • each R is independently alkyl or aryl, preferably (C1-C40) alkyl, more preferably, methyl, and x is an integer of at least 10, preferably at least 20.
  • Preferred polydiorganosiloxanes are polydimethylsiloxanes. Polydisiloxanes are well known in the art and are commercially available.
  • silicone resins are silicone resins according to the formula:
  • M is R 1 3 SiO ⁇ / and Q is Si0 / , wherein each R 1 is independently alkyl or aryl, preferably (C ⁇ -C 4 o)alkyl, or (C 2 -C o)alkenyl, more preferably, methyl or vinyl, wherein a and b are chosen such that the ratio of M:Q is from about 0.5:1 to about 1.2:1.
  • Preferred silicone resins are methylpolysiloxane resins, which are well known in the art and are commercially available.
  • Useful high molecular weight silicone gums are polydiorganosiloxanes, especially polydialkylsiloxanes and polyalkylarylsiloxanes.
  • the high molecular weight silicone gums generally have a number average molecular weight (Mn) in excess of 140,000 and typically in the range of 140,000 to 350,000. Alternatively, the mass molecular weight is in excess of 200,000 and is typically in the range of 200,000 to about 1,000,000. It is generally known in the art that silicone gums typically have a viscosity of about 500,000 to about 100 million centistokes at 25°C. Specific examples of useful high molecular weight silicone gums include polydimethyl siloxane,
  • polydimethylsiloxane (methylvinylsiloxane) copolymer
  • poly dimethylsiloxane/ methylvinylsiloxane copolymer polyphenylmethylsiloxane, alpha,omega-bis(hydroxy)polydimethylsiloxane, poly(dimethylsiloxane)(diphenyl siloxane)-(methylvinylsiloxane) copolymer and mixtures thereof.
  • (C -C o)alkenyl means a straight or branched chain alkenyl group containing from 2 to 40 carbon atoms per group and at least one double bond between two carbon atoms per group, such as, for example, vinyl, propenyl and butenyl.
  • aryl means a monovalent unsaturated hydrocarbon ring system containing one or more aromatic rings per group, which may optionally be substituted on the one or more aromatic rings, preferably with one or more (C ⁇ -C o)alkyl groups and which, in the case of two or more rings, may be fused rings, including, for example, phenyl, 2,4,6- trimethylphenyl, 2-isopropylmethylphenyl, 1-pentalenyl, naphthyl, and anthryl.
  • Surfactants that may be used in the anti-foam ingredient include silicone-based surfactants, as well as inorganic -based or organic-based surfactants, such as, for example, anionic, nonionic, cationic Zwitterionic and amphoteric surfactant compounds and mixtures thereof.
  • Preferred surfactants are anionic and nonionic surfactant compounds.
  • anionic surfactants include alkali metal salts of organic sulfates and sulphonites, such as sodium and potassium alkyl sulfates; phosphate esters; and sucrose esters.
  • nonionic surfactants include the reaction products of alkylene oxides (usually ethylene oxide) with alkyl phenols, the condensation products of aliphatic alcohols with ethylene oxide, products made by condensation of ethylene oxide with the reaction products of propylene oxide and ethylenediamine, long-chain tertiary amine oxides, long-chain tertiary phosphine oxides and dialkyl sulphoxides.
  • suitable cationic surfactants include alkylamine salts, quaternary ammonium salts, sulphonium salts and phosphonium salts.
  • amphoteric surfactants include imidazoline compounds, alkylaminoacid salts and betaines. Suitable surfactants are known in the art and are commercially available.
  • Compounds suitable for use as the solvent includes most polar solvents, preferably water. With water and many other polar solvents, an inorganic base, such as sodium hydroxide or potassium hydroxide, is commonly added to achieve a maximum swelling effect. Less polar or non-polar solvents can also be used as the solvent of the present invention if an organic base such as triethanolamine is added. Other solvents that hydrogen bond with the swellable polymer are also suitable, such as polyhydroxy and polyethoxy reagents like anhydrous non-ionic surfactants, polyols, glycol-silane copolymers, polyethylene oxide, fully hydrolyzed polyvinyl alcohol, and the like.
  • the size of the granules can be controlled by the amount of solvent added to the mixture. If a fixed amount of solvent is added, a grinder or similar apparatus may be used to break up the agglomerates and create a desired particle size range that is compatible with the detergent granules.
  • the time-release anti-static composition may optionally further comprise starches and other polysaccharides; silica; precipitated silica; fumed silica; silica gel; aluminum silicate; titanium dioxide; mica; cellulose; fatty acids, such as C ⁇ 2 -C 2 o fatty acids, such as for example, capric, lauric, myristic, palmitic, stearic, and the like; fatty alcohols such as stearyl alcohol and tallow (Ci ⁇ -Ci ⁇ ) alcohols; fatty acid esters such as ethyl myristate, ethyl stearate, methyl palmitate, glycerol monostearate and the like; urea; inorganic salts, such as sodium sulfate; sodium carbonate; clay materials; zeolites, such as sodium aluminum silicates (well-known commercially as zeolites A and X); mixtures of these materials; and other inorganic particles along with the carrier material of the present invention.
  • the cellulose material may comprise one or more substituted or unsubstituted alkyl ethers of cellulose, and salts of carboxy alkyl cellulose.
  • Preferred substituted alkyl ethers of cellulose are (C ⁇ -C6)alkyl, more preferably, methyl or ethyl ethers of cellulose and those having mixed substituents, such as hydroxypropyl methyl cellulose.
  • Unsubstituted alkyl ethers of cellulose include, for example, hydroxypropyl ethers of cellulose.
  • Salts of carboxyalkyl cellulose include alkaline metal salts of carboxyalkyl cellulose, preferably carboxy(C ⁇ -C 6 )alkyl cellulose, such as for example, sodium carboxymethyl cellulose.
  • Cellulose materials are known in the art and are commercially available.
  • the starches and other polysaccharides may comprise native starch, such as corn, rice, potato, maize and wheat starch, pregelatinised or chemically modified starch, and water soluble carbohydrate based materials, such as maltodextrin, dextrose, sucrose, fructose, mannitol, sorbitol, corn syrups, mixtures thereof, and the like.
  • Starches and other polysaccharide materials are known in the art and are commercially available.
  • a high viscosity anti-foam active ingredient may be diluted with a solvent to make it more manageable for entrapping on the carrier.
  • a solvent Any solvent that is compatible with the anti-foam active ingredient and that will not dissolve the carrier material may be used.
  • the solvent will be a non- polar, aliphatic solvent.
  • suitable solvents include, but are not limited to, methylene chloride and paraffinic hydrocarbon solvents such as Isopar ® C and Isopar ® E, commercially available from Textile Chemical Co.
  • time-release anti-foam compositions such as dyes, colorants, brighteners, enzymes, softeners, fragrance and the like, which are known in the art.
  • the method for making the anti-foam composition comprises: adding an anti-foam active ingredient to a swellable carrier material, adding the solvent capable of swelling the carrier and mixing, and then removing the solvent, so that upon removal of the solvent, the anti- foam active ingredient is entrapped in the swellable carrier. When the solvent is removed, particles containing the entrapped anti-foam active ingredient remain. These may be added to powdered detergents for use as defoamers in laundry applications.
  • the method for making the anti-foam further comprises adding the solvent slowly to the mixture of anti-foam active ingredient and swellable carrier while stirring to agglomerate the mixture into granules, then removing the solvent by heating.
  • the amount of solvent is controlled by the desired particle size; once a desired particle size is reached, no more solvent is added.
  • a second solvent may be added to the anti-foam active ingredient to reduce the viscosity, as previously discussed.
  • the method for making the anti-foam further comprises adding a fixed amount of the solvent to the mixture of anti- foam active ingredient and swellable carrier while stirring to agglomerate the mixture into granules, then removing the solvent by drying. Once the granules are dry, the particles may be ground to a desired range.
  • a second solvent may be added to the anti-foam active ingredient to reduce the viscosity, as previously discussed.
  • the swellable polymer carrier in the dry state is a very tightly coiled molecule.
  • the molecule Upon adding the solvent, the molecule begins to hydrate and partially uncoil.
  • the anti-foam active ingredient is adsorbed by the swellable polymer carrier.
  • the acidic polymer carrier is preferably neutralized by an inorganic base, such as sodium hydroxide or potassium hydroxide, particularly if water or another polar solvent is involved. If a less polar or non-polar solvent is used, it may be neutralized with an organic base, such as triethanolamine.
  • Neutralization ionizes the molecule and generates negative charges along the backbone of the polymer. These negative charges in close proximity to one another begin to cause electrostatic repulsion, and the repulsion of these negative portions of the molecule cause the polymer to uncoil more, creating an extended three-dimensional structure. This allows the anti-foam active ingredient to be fully entrapped in the swollen polymer matrix.
  • the one or more anti-foam active ingredients are added to the swellable carrier by slow addition.
  • the solvent is then added with stirring to agglomerate the mixture. Once the particles are fully swollen and the anti- foam active ingredients have been entrapped, the solvent is then removed. Preferably, the solvent is removed by heating.
  • the anti-foam composition of the present invention may also be used for applications other than washing, such as defoaming of pulps, wastewaters, oil emulsions, dye solutions and the like.
  • Various time-release anti-foam compositions were produced in the following way: a swellable polymer carrier was added to a 100 ml stainless steel beaker. An anti-foam compound (such as was disclosed in U.S. 4,012,334) was made and mixed with Isopar C. The anti-foam/ Isopar ® C mixture was slowly added to the swellable polymer bed with constant stirring. Finally, water was added slowly to agglomerate the mixture into granules having a desired particle size range. The beaker was then heated at 80 to 1 0°C to remove the Isopar ® C and water.
  • compositions tested in a detergent prototype are as follows: A - Silicone based anti-foam compound entrapped in acrylic resin 1 and cornstarch
  • Kelzan ® S xanthan gum commercially available from Monsanto Life Science, Chicago, IL.
  • the anti-foam compositions were evaluated in standard wash and rinse cycles using a General Electric Co. washing machine using 80 grams of detergent prototype with 500 ppm of the anti-foam composition of the present invention for each load. Foam height was measured at 0, 2, 6 and 12 minutes during the wash cycle. Foam coverage was measured in the rinse cycle at 1 minute and at the end of the cycle as the percentage of suds coverage, from 0 to 100% coverage. Results are shown in Tables 2 and 3.
  • sample D has the best time-release properties.
  • This sample uses Carbopol ® EZ-2, an acrylic resin, as the swellable carrier. At two minutes, the foam height was highest, then the anti-foam was gradually released into the wash water, reducing the foam height as the wash cycle continued.
  • Sample A was prepared with an acrylic resin (Carbopol ® EZ-1) and low cost cornstarch to evaluate the effect of cornstarch as an additional carrier on the time-release properties. Sample A showed similar foam height at the beginning of the cycle, then the anti-foam was gradually released to reduce the foam height at six minutes, but the foam height increased again at twelve minutes.
  • Acrylic resin Carbopol ® EZ-1
  • Samples B, C and E were comparative examples that did not contain acrylic resin as the swellable carrier; they contained carriers routinely used.
  • the time-release properties of samples B, C and E were not as good as those of the samples containing acrylic resin. Foam was suppressed at the early stages, but the foam height gradually built up, signally consumption of the anti-foam at an early stage in the wash cycle.
  • Table 3 also shows that Sample D has superior foam coverage in the rinse cycle.
  • the present composition allows initial foaming at the beginning of the wash cycle, but is gradually released over time so that it will continue to defoam throughout the entire wash and rinse cycle, and is not exhausted.

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

Abstract

Cette invention concerne une composition anti-moussante pour détergent à lessive dans laquelle l'ingrédient actif anti-moussant est libéré progressivement au cours es cycles de lavage et de rinçage.
PCT/US2001/001693 2000-01-18 2001-01-18 Composition anti-moussante Ceased WO2001052965A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
US10/181,701 US6949499B2 (en) 2001-01-18 2001-01-18 Anti-foam composition
AU2001229610A AU2001229610A1 (en) 2000-01-18 2001-01-18 Anti-foam composition

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US17652800P 2000-01-18 2000-01-18
US60/176,528 2000-01-18

Publications (1)

Publication Number Publication Date
WO2001052965A1 true WO2001052965A1 (fr) 2001-07-26

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PCT/US2001/001693 Ceased WO2001052965A1 (fr) 2000-01-18 2001-01-18 Composition anti-moussante

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Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4652392A (en) * 1985-07-30 1987-03-24 The Procter & Gamble Company Controlled sudsing detergent compositions
DE3633519A1 (de) * 1986-10-02 1988-04-14 Henkel Kgaa Verfahren zur herstellung von rieselfaehigen, stabilen schauminhibitor-konzentraten durch kompaktierende granulation
US4894177A (en) * 1988-04-07 1990-01-16 Dow Corning Corporation Agglomerated granules for the delayed release of antifoaming agents in laundering systems
EP0636684A2 (fr) * 1993-07-29 1995-02-01 Dow Corning S.A. Agents anti-mousse sous forme de particules
EP0718018A2 (fr) * 1994-12-24 1996-06-26 Dow Corning S.A. Agents de contrÔle de mousse sous forme de particules et leur utilisation
US5858279A (en) * 1997-10-31 1999-01-12 Church & Dwight Co., Inc Stabilized triple defoamer composition

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4652392A (en) * 1985-07-30 1987-03-24 The Procter & Gamble Company Controlled sudsing detergent compositions
DE3633519A1 (de) * 1986-10-02 1988-04-14 Henkel Kgaa Verfahren zur herstellung von rieselfaehigen, stabilen schauminhibitor-konzentraten durch kompaktierende granulation
US4894177A (en) * 1988-04-07 1990-01-16 Dow Corning Corporation Agglomerated granules for the delayed release of antifoaming agents in laundering systems
EP0636684A2 (fr) * 1993-07-29 1995-02-01 Dow Corning S.A. Agents anti-mousse sous forme de particules
EP0718018A2 (fr) * 1994-12-24 1996-06-26 Dow Corning S.A. Agents de contrÔle de mousse sous forme de particules et leur utilisation
US5858279A (en) * 1997-10-31 1999-01-12 Church & Dwight Co., Inc Stabilized triple defoamer composition

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