EP0540557A1 - Flüssige weichemacher für gewebe mit mikroemulgierten aminosilanen. - Google Patents

Flüssige weichemacher für gewebe mit mikroemulgierten aminosilanen.

Info

Publication number
EP0540557A1
EP0540557A1 EP91912843A EP91912843A EP0540557A1 EP 0540557 A1 EP0540557 A1 EP 0540557A1 EP 91912843 A EP91912843 A EP 91912843A EP 91912843 A EP91912843 A EP 91912843A EP 0540557 A1 EP0540557 A1 EP 0540557A1
Authority
EP
European Patent Office
Prior art keywords
fabric
amine functional
care composition
functional silicone
fabric softener
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP91912843A
Other languages
English (en)
French (fr)
Other versions
EP0540557B1 (de
Inventor
Timothy Woodrow Coffindaffer
Sheila Gay Buzzee
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 EP0540557A1 publication Critical patent/EP0540557A1/de
Application granted granted Critical
Publication of EP0540557B1 publication Critical patent/EP0540557B1/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • 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
    • C11D3/3742Nitrogen containing silicones
    • 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
    • C11D17/0008Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
    • C11D17/0017Multi-phase liquid compositions
    • C11D17/0021Aqueous microemulsions
    • 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
    • C11D3/001Softening compositions
    • C11D3/0015Softening compositions liquid
    • 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
    • C11D3/162Organic compounds containing Si
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/6436Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M7/00Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/40Reduced friction resistance, lubricant properties; Sizing compositions

Definitions

  • This invention relates to fabric care compositions and to a method for treating fabrics in order to improve various properties of the fabric, in particular, reduction of fiber-fiber and yarn- yarn friction.
  • Silicones of this type are typically delivered to textiles in the form of an aqueous emul ⁇ sion. More recently, much work has concentrated on the aqueous delivery of these systems via microemulsions. The above art suggests that microemulsions have two advantages over conventional "macro" emulsions: (1) they are more stable and (2) they require less mechanical energy to make.
  • the shearing instrument in particular the shearing hysteresis measurement, is believed to be indicative of the ease with which fibers and/or yarns move over one another.
  • the term "reduced fiber-fiber/ arn-yarn friction" (reduced friction between individual fibers within the yarn as well as between the yarn strands) as used herein means that the fabric exhibits a lower shear hysteresis value as measured by the KES shearing instrument. While not wishing to be bound by theory, it is believed that a reduction in reduced fiber-fiber/yarn-yarn friction provides better drape, hand, and wrinkle removal during tumble drying and ironing processes due to the fibers being more easily moved over One another.
  • This invention relates to fabric care compositions comprising a microemulsified amine functional silicone agent and a fabric softener for use in a fabric care operation whereby an effective amount of said microemulsified amine functional silicone is deposited on said fabric- for reduced fiber-fiber/yarn-yarn friction.
  • This invention relates to microemulsified amine functional silicone compositions for reduced fiber-fiber/yarn-yarn friction.
  • this invention relates to methods of using such microemulsified amine functional silicone compositions in the care of fabrics for reduced fiber-fiber/yarn-yarn friction.
  • Preferred compositions are aqueous fabric softeners. Such compositions are usually added to either the wash or rinse water of a laundering operation. These preferred compositions are aqueous based, water-dispersible compositions which contain from about 0.05% to about 25%, more preferably from about 0.1% to about 15% of the microemulsified amine functional silicones. The compositions are diluted in the wash or rinse.
  • the Microemulsified Amine Functional Silicones (MAFS) incorporated into a liquid fabric softener composition exhibit a synergistic behavior when compared to the corresponding "macro" emulsified material.
  • MAFS performance for reduced fiber-fiber/yarn-yarn friction is not as good as that of the macroemulsified system; however, in the context of a liquid fabric softener composition the MAFS compo ⁇ sition provides a greater reduction in shear hysteresis values than the corresponding macroemulsion in an analogous liquid fabric softener composition.
  • a preferred embodiment comprises: a liquid rinse water composition comprising the microemulsified amine functional silicone plus fabric softener, preferably quaternary ammonium fabric softener.
  • a liquid rinse water composition comprising the microemulsified amine functional silicone plus fabric softener, preferably quaternary ammonium fabric softener.
  • fabric softener preferably quaternary ammonium fabric softener.
  • about 0.1% to about 10% by weight of microemulsified amine functional silicone is mixed into any suitable prior art laundry liquid fabric softener composition.
  • the result is a fabric care composition that provides a reduced fi er-fiber/yarn-yarn friction benefit to the treated fabric.
  • silicone microemulsions have been described as translucent sili ⁇ cone emulsions with average particle sizes smaller than 0.14 microns.
  • microemulsions are taught as having two advantages over conventional "macro" emulsions: (1) they are more stable and (2) they require less mechanical energy to make.
  • microemulsions can reduce fiber to fiber and/or yarn to yarn friction as compared to macroemulsions when used with a fabric softener. Since microemulsions are inferior in performance to macroemulsions when used alone, any investigation which starts logically with the individual disper ⁇ sions would discourage further investigation.
  • the amine functional silicones herein preferably have an average molecular weight of from about 1,000 to about 100,000, preferably from about 1,000 to 50,000, more preferably from about 1,500 to about 20,000, and can be prepared by emulsion polymeri ⁇ zation of low molecular weight polymers and/or monomers, more preferably low molecular weight polymers. Emulsion polymerization can provide a high concentration of microemulsified silicone.
  • the preferred composition of this invention is an aqueous dispersion comprising: a microemulsified amine functional silicone wherein the weight ratio of microemulsified amine functional silicone to fabric softener is from about 17:1 to about 1:350, preferably from about 10:1 to about 1:100. Even more preferred weight ratios of microemulsified amine functional silicone to fabric softener are from about 1:1 to about 1:10, and more prefer ⁇ ably, from about 1:5 to about 1:10. These compositions are added to the rinse water for reduced fiber-fiber/yarn-yarn friction and fabric softening benefits.
  • Suitable fabric softener(s) are selected from the group consisting of: i. quaternary ammonium compound; ii. fatty amine compound; iii. fatty amide compound; iv. fatty acids; v. fatty alcohols; and vi. mixtures thereof.
  • the amount of fabric softener can range from about 2% to about 35%, preferably from about 4% to about 27%, by weight of the total composition.
  • the lower limits are amounts needed to contribute effective fabric softening performance when added to laundry rinse baths in the manner which is customary in home laundry practice.
  • the higher limits are suitable for more concentrated liquid prod ⁇ ucts which require either smaller volume usage or dilution prior to use.
  • microemulsified amine functional silicone in such composition can range from about 0.05% to about 40%; preferably from about 0.1% to about 20%; and more preferably from about 0.5% to about 10% by weight of the concentrate.
  • Suitable fabric softener compounds include quaternary ammo ⁇ nium salts, as well as nonquaternary amines and amine salts.
  • compositions containing cationic nitrogenous compounds in the form of quaternary ammonium salts and substituted imidazolini ⁇ m salts having two long chain acyclic aliphatic hydrocarbon groups provide fabric softening benefits when used in laundry rinse operations.
  • cationic nitrogenous compounds in the form of quaternary ammonium salts and substituted imidazolini ⁇ m salts having two long chain acyclic aliphatic hydrocarbon groups provide fabric softening benefits when used in laundry rinse operations.
  • Suitable fabric softening compounds are the nonquat- ernary amides and the nonquaternary amines.
  • a commonly cited material is the reaction product of higher fatty acids with hydroxy alkyl alkylene diamines.
  • An example of these materials is the reaction product of higher fatty acids and hydroxyethylethyl- enediamine (See “Condensation Products from beta-hydroxyethyl- ethylenediamine and Fatty Acids or Their Alkyl Esters and Their Application as Textile Softeners in Washing Agents," H.W. Eckert, Fette-Seifen-Anstrichstoff, September 1972, pages 527-533).
  • a particularly preferred fabric softener is in the form of an aqueous dispersion comprising from about 3% to about 35% by weight of a mixture consisting of:
  • Preferred carriers are liquids selected from the group con ⁇ sisting of water and mixtures of water and short chain C1-C4 monohydric alcohols.
  • the water which is used can be distilled, deionized, and/or tap water. Mixtures of water and up to about 10%, preferably less than about 5%, of short chain alcohol such as ethanol , propanol , isopropanol or butanol , and mixtures thereof, are also useful -as the carrier liquid.
  • Carriers which are primarily water are desirable.
  • Some short chain alcohols are present in commercially avail ⁇ able quaternary ammonium compound products. Such products can be used in the preparation of preferred aqueous compositions of the present invention.
  • the short chain alcohols are normally present in such products at a level of from about 0.5% to about 10% by weight of the aqueous compositions.
  • compositions herein can be added to the compositions herein for their known purposes.
  • adjuvants include, but are not limited to, viscosity control agents, perfumes, emulsifiers, pre- servatives, antioxidants, bactericides, fungicides, colorants, dyes, fluorescent dyes, brighteners, opacifiers, freeze-thaw control agents, soil release agents, and shrinkage control agents, and other agents to provide ease of ironing (e.g., starches, etc.).
  • These adjuvants, if used, are added at their usual levels, generally each of up to about 5% by weight of the preferred liquid composition.
  • Viscosity control agents can be organic or inorganic in nature.
  • organic viscosity modifiers are fatty acids and esters, fatty alcohols, and water-miscible solvents such as short chain alcohols.
  • inorganic viscosity control agents are water-soluble ionizable salts.
  • ion ⁇ izable salts can be used.
  • suitable salts are the 5 halides of the group IA and IIA metals of the Periodic Table of the Elements, e.g., calcium chloride, magnesium chloride, sodium chloride, potassium bromide, and lithium chloride. Calcium chlo ⁇ ride is preferred.
  • the ionizable salts are particularly useful during the process of mixing the ingredients to make the liquid ° compositions herein, and later to obtain the desired viscosity.
  • the amount of ionizable salts used depends on the amount of active ingredients used in such compositions and can be adjusted accord ⁇ ing to the desires of the formulator. Typical levels of salts used to control the composition viscosity are from about 20 to about 6,000 parts per million (ppm), preferably from about 20 to about 4,000 ppm by weight of the composition.
  • Soil release agents are desirable addi ⁇ tives at levels of from about 0.1% to about 5%.
  • Suitable soil rel'ease agents are disclosed in U.S. Pat. Nos. 4,702,857, Gosse- 0 link, issued Oct. 27, 1987; 4,711,730, Gosselink and Diehl, issued Dec. 8, 1987; 4,713,194, Gosselink issued Dec. 15, 1987; and mixtures thereof, said patents being incorporated herein by reference.
  • Other soil release polymers are disclosed in U.S. Pat. Nos.: 4,749,596, Evans, Huntington, Stewart, Wolf, and Zim erer, 5 issued June 7, 1988; 3,928,213, Temple, Heuring, and Prentice, issued Dec.
  • Typical levels of compatible bactericides used in the present compositions are from about 1 to about 1,500 ppm by weight of the composition.
  • antioxidants examples include propyl gallate, available from 5 Eastman Chemical Products, Inc., under the trade names Tenox ® PG and Tenox S-l, and butylated hydroxy toluene, available from U0P Process Division under the trade name Sustane ® BHT.
  • the compositions can contain other silicone fluids to provide additional benefits such as improved fabric feel.
  • the preferred adjunct silicones are polydimethylsiloxanes of viscosity of from about 100 centistokes (cs) to about 100,000 cs, preferably from about 200 cs to about 60,000 cs.
  • adjunct silicones can be used as is, or can be conveniently added to the softener compo ⁇ sitions in a preemulsified form which is obtainable directly from suppliers.
  • preemulsified silicones are 60% emulsion of polydimethylsiloxane (350 cs) sold by Dow Corning Corporation under the trade name DOW CORNING® 1157 Fluid and 50% emulsion of polydimethylsiloxane (10,000 cs) sold by General Electric Company under the trade name General Electric® SM 2140 Silicones.
  • the optional silicone component can be used in an amount of from about 0.1% to about 6% by weight of the compo- sition.
  • a preferred composition contains from about 1 ppm to about 1,000 ppm of bactericide, from about 0.2% to about 2% of perfume, from 0% to about 3% of polydimethylsiloxane, from 0% to about 0.4% of ' calcium chloride, from about 10 ppm to about 100 ppm of dye, and from 0% to about 10% of short chain alcohols, by weight of the total composition.
  • the pH of the preferred compositions of this invention is generally adjusted to be in the range of from about 2 to about 11, preferably from about 2 to about 8. Adjustment of pH is normally carried out by including a small quantity of free acid or free base in the formulation. Any acidic material can be used; its selection can be made by anyone skilled in the softener arts on the basis of cost, availability, safety, etc. Any suitable acid can be used to adjust pH. Preferred are hydrochloric, sulfuric, phosphoric and formic acid. Similarly, any suitable base, e.g., sodium hydroxide, can also be used to adjust pH. For the purposes of this invention, pH is measured by a glass electrode in full strength softening composition in comparison with a standard calomel reference electrode.
  • the compositions of the present invention can be prepared by a number of methods. Some convenient and satisfactory methods are disclosed in the following nonlimiting examples. All parts, percentages, and ratios herein are by weight unless otherwise specified.
  • a liquid fabric softener composition containing a micro emulsified amine curable silicone is prepared in the following manner. About 4.33 parts di(hydrogenated tallow)dimethylammonium chloride (DTDMAC), about 1.00 part methyl-1-tallow amidoethyl- 2-tallowimidazolinium methylsulfate and about 0.025 parts of a 1% dye solution are weighed into a premix vessel.
  • DTDMAC di(hydrogenated tallow)dimethylammonium chloride
  • DTDMAC di(hydrogenated tallow)dimethylammonium chloride
  • a 1% dye solution are weighed into a premix vessel.
  • Di(hydrogenated tallow)dimethyl ammonium chloride 2 A specialty aqueous microemulsion X2-8406 made by Dow Corning Company. It contains about 14% amine functional silicone Dow Corning Q2-8075 and a proprietary emulsification system. Tenox S-l supplied by Eastman Kodak.
  • EXAMPLE II A microemulsified amine functional silicone and fabric softener composition is prepared using Procedure A.
  • the approxi ⁇ mate levels of the ingredients are: 2.00 parts Mazamide 6, 0.80 parts MTTMAC, 4.03 parts DTDMAC (defined hereinbefore), 1.00 parts of the imidazolinium salt in Example I, 0.42 parts perfume, 1.28 parts alcohol (from actives), 10.00 parts 14% microemulsified amine functional silicone, and the balance is distilled water. See Table 2 and Example I for a recap of the ingredients and method of preparation.
  • EXAMPLE III A microemulsified amine functional silicone and fabric softener composition is prepared using Procedure A. The approximate levels of ingredients are: 17.50 parts Mazamide 6, 6.50 parts DTDMAC, 1.32 parts perfume, 2.07 parts alcohol (from actives), 12.00 parts 14% micro emulsified amine functional silicone, and the balance is distilled water. See Table 2 and f
  • EXAMPLE V Product C A microemulsified amine functional silicone and fabric softener composition is prepared using Procedure A. The approxi ⁇ mate levels of ingredients are: 3.75 parts DTDMAC, 3.40 parts imidazoline, 0.57 parts MTTMAC, 0.40 parts perfume, 0.025 parts dye, 0.77 parts alcohol (from actives), 0.4-0.9 parts HC1, 7.15 parts MAFS (14%) and the balance is distilled water. This com ⁇ position contains about 1% amine functional silicone fluid. Comparative Product D
  • a fabric softener composition is prepared as in Product C, except that about 3.03 parts amine functional silicone macroemul- sion (33% silicone) is added. This composition contains about 1% amine functional silicone fluid. - 12 -
  • Products C & D are used as rinse-added fabric softeners to treat poly cotton (65%/35%) fabrics.
  • the fabrics are treated via one wash/rinse/dry treatment.
  • the detergents used are TIDE ® and LIQUID TIDE ® .
  • Six sets (DOWNY ® , DOWNY plus X2-8406, and DOWNY plus Q2-7224) of swatches saw only TIDE, 6 sets (DOWNY plus X2-8406, and DOWNY plus Q2-7224) of swatches only LIQUID TIDE. Keeping the LIQUID TIDE and TIDE washed fabrics separate, the fabrics were subjected to shear hysteresis measurements.
  • the results below show X2-8406 fabric softener composition to be the better composition for reducing shear hysteresis than the corres ⁇ ponding Q2-8075 composition.
  • microemulsified amine functional silicone delivered via a liquid fabric softener matrix shows improved reduction in shear hysteresis on poly-cotton fabric relative to the traditional macroemulsion delivered via a liquid fabric softener matrix.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
EP91912843A 1990-07-23 1991-07-08 Flüssige weichemacher für gewebe mit mikroemulgierten aminosilanen Expired - Lifetime EP0540557B1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US55743890A 1990-07-23 1990-07-23
US557438 1990-07-23
PCT/US1991/004729 WO1992001773A1 (en) 1990-07-23 1991-07-08 Liquid fabric softeners containing microemulsified amino silanes

Publications (2)

Publication Number Publication Date
EP0540557A1 true EP0540557A1 (de) 1993-05-12
EP0540557B1 EP0540557B1 (de) 1996-10-16

Family

ID=24225387

Family Applications (1)

Application Number Title Priority Date Filing Date
EP91912843A Expired - Lifetime EP0540557B1 (de) 1990-07-23 1991-07-08 Flüssige weichemacher für gewebe mit mikroemulgierten aminosilanen

Country Status (12)

Country Link
EP (1) EP0540557B1 (de)
JP (1) JPH05508889A (de)
CN (1) CN1050162C (de)
AU (1) AU8199791A (de)
CA (1) CA2087985C (de)
HU (1) HUT63455A (de)
MX (1) MX9100324A (de)
MY (1) MY106826A (de)
NZ (1) NZ239069A (de)
PL (1) PL297655A1 (de)
SK (1) SK280339B6 (de)
WO (1) WO1992001773A1 (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10428295B2 (en) 2011-08-26 2019-10-01 Colgate-Palmolive Company Fabric wrinkle reduction composition

Families Citing this family (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5254269A (en) * 1991-11-26 1993-10-19 Lever Brothers Company, Division Of Conopco, Inc. Fabric conditioning composition containing an emulsified silicone mixture
EP0749469A1 (de) * 1994-03-11 1996-12-27 The Procter & Gamble Company Gewebeweichnacherzusammensetzungen
US6464697B1 (en) 1998-02-19 2002-10-15 Curon Medical, Inc. Stomach and adjoining tissue regions in the esophagus
US7003834B2 (en) 2000-05-25 2006-02-28 Kao Corporation Color-recovering agent
DE10124387A1 (de) 2001-05-18 2002-11-28 Basf Ag Hydrophob modifizierte Polyethylenimine und Polyvinylamine zur Antiknitterausrüstung von cellulosehaltigen Textilien
WO2003060051A1 (en) * 2002-01-18 2003-07-24 Ciba Specialty Chemicals Holding Inc. Fabric rinse compositions
US7326676B2 (en) 2003-07-11 2008-02-05 The Procter & Gamble Company Liquid laundry detergent compositions with silicone fabric care agents
MXPA06004825A (es) * 2003-10-31 2006-07-03 Procter & Gamble Composiciones para el cuidado de telas que comprenden aminosilicona.
WO2005105969A1 (en) * 2004-04-16 2005-11-10 The Procter & Gamble Company Liquid laundry detergent compositions with silicone fabric care agents
JP2007531816A (ja) 2004-04-16 2007-11-08 ザ プロクター アンド ギャンブル カンパニー 布地ケア剤としてのシリコーンブレンドを含む液体洗濯洗剤組成物
WO2006016870A1 (en) * 2004-07-12 2006-02-16 The Procter & Gamble Company Liquid laundry detergent compositions with silicone fabric care agents
EP1749879A1 (de) 2005-08-05 2007-02-07 The Procter & Gamble Company Zusammensetzung zum Waschen oder Behandeln von Wäsche und Herstellungsverfahren
DE602005006796D1 (de) 2005-08-05 2008-06-26 Procter & Gamble Teilchenförmige Textilbehandlungsmittelzusammensetzung enthaltend Silikone, Schichtsilikate und anionische Tenside
GB0518059D0 (en) 2005-09-06 2005-10-12 Dow Corning Delivery system for releasing active ingredients
JP4980032B2 (ja) 2006-11-13 2012-07-18 花王株式会社 繊維製品処理剤
AU2008263396B2 (en) 2007-06-15 2012-09-27 Ecolab Inc. Liquid fabric conditioner composition and method of use
EP2083065A1 (de) 2008-01-22 2009-07-29 The Procter and Gamble Company Farbpflegezusammensetzung
MX2011013859A (es) * 2009-06-30 2012-01-30 Procter & Gamble Composiciones que contienen aminosilicona añadidas durante el enjuague y metodos para usarlas.
GB2499628A (en) * 2012-02-23 2013-08-28 Mcbride Robert Ltd Method of producing an aqueous fabric conditioning composition

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2631419A1 (de) * 1975-07-16 1977-02-03 Procter & Gamble Europ Zusammensetzungen fuer die textilbehandlung
ATE33267T1 (de) * 1981-09-25 1988-04-15 Procter & Gamble Aminosilanen enthaltende koernige reinigungsmittelgemische.
GB8401875D0 (en) * 1984-01-25 1984-02-29 Procter & Gamble Liquid detergent compositions
US4661577A (en) * 1985-10-01 1987-04-28 General Electric Company Aminofunctional polysiloxanes
US4800026A (en) * 1987-06-22 1989-01-24 The Procter & Gamble Company Curable amine functional silicone for fabric wrinkle reduction
DE4026029A1 (de) * 1989-09-07 1992-02-20 Sandoz Ag Waessrige aminopolysiloxanmikroemulsionen, deren herstellung und verwendung

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9201773A1 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10428295B2 (en) 2011-08-26 2019-10-01 Colgate-Palmolive Company Fabric wrinkle reduction composition

Also Published As

Publication number Publication date
MY106826A (en) 1995-07-31
HUT63455A (en) 1993-08-30
CN1060125A (zh) 1992-04-08
CA2087985C (en) 1997-04-15
AU8199791A (en) 1992-02-18
HU9300189D0 (en) 1993-04-28
JPH05508889A (ja) 1993-12-09
CA2087985A1 (en) 1992-01-24
MX9100324A (es) 1992-02-28
WO1992001773A1 (en) 1992-02-06
SK2993A3 (en) 1993-09-09
PL297655A1 (de) 1992-07-13
SK280339B6 (sk) 1999-12-10
CN1050162C (zh) 2000-03-08
EP0540557B1 (de) 1996-10-16
NZ239069A (en) 1994-06-27

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