EP0194127A2 - Produits et méthodes pour le traitement de tissus - Google Patents

Produits et méthodes pour le traitement de tissus Download PDF

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Publication number
EP0194127A2
EP0194127A2 EP86301501A EP86301501A EP0194127A2 EP 0194127 A2 EP0194127 A2 EP 0194127A2 EP 86301501 A EP86301501 A EP 86301501A EP 86301501 A EP86301501 A EP 86301501A EP 0194127 A2 EP0194127 A2 EP 0194127A2
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EP
European Patent Office
Prior art keywords
fabric
soil release
article according
moieties
conditioning 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.)
Granted
Application number
EP86301501A
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German (de)
English (en)
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EP0194127A3 (en
EP0194127B1 (fr
Inventor
Mark David Evans
Robert Lee Stewart
Peter Herman Wolf
Roger Earl Zimmerer
Gregory Bruce Huntington
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Procter and Gamble Co
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Procter and Gamble Co
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Publication date
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Priority to AT86301501T priority Critical patent/ATE51413T1/de
Publication of EP0194127A2 publication Critical patent/EP0194127A2/fr
Publication of EP0194127A3 publication Critical patent/EP0194127A3/en
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Publication of EP0194127B1 publication Critical patent/EP0194127B1/fr
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Expired - Lifetime legal-status Critical Current

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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
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/04—Detergent materials or soaps characterised by their shape or physical properties combined with or containing other objects
    • C11D17/041—Compositions releasably affixed on a substrate or incorporated into a dispensing means
    • C11D17/047—Arrangements specially adapted for dry cleaning or laundry dryer related applications
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/46—Compounds containing quaternary nitrogen atoms

Definitions

  • the present invention encompasses articles and methods for providing soil release, softening, odor, and antistatic benefits to fabrics in an automatic laundry dryer.
  • Fabric "softness” is an expression well-defined in the art and is usually understood to be that quality of the treated fabric whereby its handle or texture is smooth, pliable and fluffy to the touch.
  • Various chemical compounds have long been known to possess the ability to soften fabrics when applied to them during a laundering operation.
  • Fabric softness also connotes the absence of static "cling" in the fabrics, and the commonly used cationic fabric softeners provide both softening and antistatic benefits when applied to fabrics. Indeed, with fabrics such as nylon and polyester, the user is more able to perceive and appreciate an antistatic benefit than a true softening benefit.
  • soil release treatment of fabrics in an automatic clothes dryer is not as common as softening treatment.
  • the present invention encompasses an article of manufacture adapted for use to provide fabric soil release benefits and to soften fabrics in an automatic laundry dryer comprising:
  • the invention also encompasses a method for imparting soil releasing benefits plus a softening and antistatic effect to fabrics in an automatic clothes dryer comprising tumbling said fabrics under heat in a clothes dryer with an effective, i.e., softening, amount of a composition comprising softening active(s) and a soil release agent.
  • the soil release benefits for fabrics are provided for a wide range of soils including the oily types and, surprisingly, clay soils on polyester and polyester/cotton blend fabrics.
  • the present invention encompasses an article of manufacture adapted for use to provide fabric soil release benefits and to soften fabrics in an automatic laundry dryer comprising:
  • the fabric conditioning composition is releasably affixed on the substrate to provide a weight ratio of conditioning composition to dry substrate ranging from about 10:1 to about 0.5:1.
  • the invention also encompasses a method for imparting soil releasing benefits plus a softening and antistatic effect to fabrics in an automatic clothes dryer comprising tumbling said fabrics under heat in a clothes dryer with an effective, i.e., softening, amount of a composition comprising softening active(s) and a soil release agent.
  • fabric conditioning composition as used herein is defined as a mixture of a polymeric soil release agent and a fabric softening agent as defined herein.
  • the polymeric soil release agents useful in the present invention include hydroxyether cellulosic polymers, block copolymers of polyethylene terephthalate and polyoxyethylene terephthalate, block copolymers of polyethylene phthalate and polyethylene glycol, and cationic guar gums, and the like.
  • the soil release agent is present at a level of from about 1% to about 70%, more preferably from about 10% to about 70%, and most preferably from about 25% to about 50%, by weight of the fabric conditioning composition.
  • the cellulosic derivatives that are functional as soil release agents may be characterized as certain hydroxyethers of cellulose such as Methocel HB-15000 (Dow), Methyl Cellulose DM-140 (Buckeye), and Klucel (Hercules); also, certain cationic cellulose ether derivatives such as Polymer JR - 125, JR-400, and JR-30M (Union Carbide).
  • cationic guar gums such as Jaguar Plus (Stein Hall) and Gendrive 458 (General Mills).
  • a preferred fabric conditioning composition has a polymeric soil release agent selected from the group consisting of methyl cellulose, hydroxypropyl methylcellulose, or hydroxybutyl methylcellulose, said cellulosic polymer having a viscosity in 2% aqueous solution at 20°C of 15 to 75,000 centipoise.
  • a more preferred soil release agent is a copolymer having blocks of polyethylene terephthalate and polyoxyethylene terephthalate. More specifically, these polymers are comprised of repeating units of ethylene terephthalate and polyoxyethylene terephthalate at a molar ratio of ethylene terephthalate units to polyoxyethylene terephthalate units of from about 25:75 to about 35:65, said polyoxyethylene terephthalate containing polyoxyethylene blocks having molecular weights of from about 300 to about 700. The molecular weight of this polymeric soil release agent is in the range of from about 25,000 to about 55,000. These preferred polymers are disclosed in U.S. Pat. No. 3,959,230, Hays, issued May 25, 1976, incorporated herein by reference. The melting point of the polymer is preferably below 100°C.
  • Another preferred polymeric soil release agent is a cr lizable polyester copolymer with repeat units of ethylene terephthalate units containing 10-50% by weight of ethylene terephthalate units together with 90-50% by weight of polyoxyethylene terephthalate units, derived from a polyoxyethylene glycol of average molecular weight of from about 300 to about 6,000, and the molar ratio of ethylene terephthalate units to polyoxyethylene terephthalate units in the crystallizable polymeric compound is between 2:1 and 6:1.
  • a more preferred polymer is that wherein the polyoxyethylene terephthalate units are derived from a polyoxyethylene glycol with an average molecular weight of from about 1,000 to about 4,000.
  • the most preferred polymer is a solid at room temperature, has a softening phase transition temperature at or above 30°C and becomes a flowable liquid below 100°C, preferably below 90°C.
  • the softening phase transition temperature can be determined by the differential scanning calorimetry method.
  • a polymer that is a hard solid at room temperature is desirable in order to keep the fabric conditioning sheets from having a tacky feel, while its softening and fluidity at higher temperatures facilitate the substrate coating process and the subsequent fabric conditio active transfer from the fabric conditioning sheet to the fabrics the clothes dryer.
  • a particularly preferred polymeric soil release agent is disclosed in U.S. Patent Application Ser. No. 684,511, of Eugene P. Gosselink, filed Dec. 21, 1984, incorporated herein by reference, has the formula: wherein the A moieties are essentially or moieties; the R 1 moieties are essentially 1,4-phenylene moieties; and R 2 moieties are essentially ethylene moieties, or substituted ethylene moieties having C1-C4 alkyl or alkoxy substituents; the R moieties are substituted C 2 -C 18 hydrocarylene moieties having at least one -SO 3 M, -COOM, -O+R 5 O) m [CH 2 CH 2 O) n +X or -A+[R 2 -A-R 4 -A)+[-R 5 O) m (CH 2 CH 2 O) n +X substituent or at least one moiety -A+[R 2 -A-R 4 -A)+ w R 2 -A
  • each R is a 1,4-phenylene moiety; the R 2 consist essentially of ethylene moieties, 1,2-propylene moieties or a mixture thereof; each X is ethyl or preferably methyl; each n is from about 12 to about 43; u is from about 3 to about 10.
  • a preferred polymeric soil release agent is POET (polyoxyethylene terephthalate), a compound with the general formula described hereinabove. It is synthesized from the following reactants:
  • reaction was carried out by adding all of the above to a 2 liter round bottom flask equipped with mechanical agitation. A 14 inch unpacked column was also fitted to the flask for methanol distillation. The system was placed under a nitrogen atmosphere and the temperature was gradually raised to 200°C once the reaction mixture melted. Reaction conditions of 200°C, atmospheric pressure, and constant mechanical agitation were maintained for 20 hours. To further drive the ester interchange reaction to completion, the reaction mixture was cooled to 130°C, the methanol receiving flask was emptied, and vacuum was applied while concurrently introducing nitrogen sparge below the level of the liquid reaction mixture. An absolute pressure of 25 mm Hg was obtained.
  • the resulting polymer was submitted to a three-solvent (short chain alcohols) extraction (IPA, EtOH, MeOH) and the EtOH, MeOH soluble fractions are combined in the ratio of 67:33.
  • IPA short chain alcohols
  • the soil release polymer is preferably a solid at room temperature, has a softening phase transition temperature at or above 30°C and becomes a flowable liquid below 100°C, more preferably below 90°C.
  • fabric softening agent as used herein includes cationic and nonionic fabric softeners used alone and also in combination with each other.
  • the preferred fabric softening agent of the present invention is a mixture of cationic and nonionic fabric softeners.
  • fabric softening agents are the compositions described in U.S. Pat. Nos. 4,103,047, Zaki et al., issued July 25, 1978; 4,237,155, Kardouche, issued Dec. 2, 1980; 3,686,025, Morton, issued Aug. 22, 1972; 3,849,435, Diery et al., issued Nov. 19, 1974; and U.S. Pat. No. 4,037,996, Bedenk, issued Feb. 14, 1978; said patents are hereby incorporated herein by reference.
  • Particularly preferred cationic fabric softeners of this type include quaternary ammonium salts such as dialkyl dimethylammonium chlorides, methylsulfates and ethylsulfates wherein the alkyl groups can be the same or different and contain from about 14 to about 22 carbon atoms.
  • quaternary ammonium salts such as dialkyl dimethylammonium chlorides, methylsulfates and ethylsulfates wherein the alkyl groups can be the same or different and contain from about 14 to about 22 carbon atoms.
  • Examples of such preferred materials include ditallowalkyldimethylammonium methylsulfate, distearyldimethylammonium methylsulfate, dipalmityldimethyl- ammonium methylsulfate and dibehenyldimethylammonium methylsulfate.
  • carboxylic acid salt of a tertiary alkylamine disclosed in said Kardouche patent.
  • Examples include stearyldimethylammonium stearate, distearylmethylammonium myristate, stearyidimethyiammonium palmitate, distearylmethylammonium palmitate, and distearylmethylammonium laurate.
  • These carboxylic salts can be made in situ by mixing the corresponding amine and carboxylic acid in the molten fabric conditioning composition.
  • nonionic fabric softeners are the sorbitan esters, described herein and C 12 -C 26 fatty alcohols and fatty amines as described herein.
  • a preferred article of the present invention includes a fabric conditioning composition which comprises 10% to 70% of polymeric soil release agent, and 30% to 90% of a fabric softening agent, said fabric softening agent is selected from cationic and nonionic fabric softeners, and mixtures thereof.
  • said fabric softening agent comprises a mixture of about 5% to about 80% of a cationic fabric softener and about 10% to about 85% of a nonior fabric softener by weight of said fabric conditioning composite
  • the selection of the components is such that the resulting fabric conditioning composition has a melting point above about 38°C and being flowable at dryer operating temperatures.
  • a preferred fabric softening agent comprises a mixture of C 10 -C 26 alkyl sorbitan esters and mixtures thereof, a quaternary ammonium salt and an tertiary alkylamine.
  • the quaternary ammonium salt is preferably present at a level of from about 5% to about 25%, more preferably from about 7% to about 20% of the fabric conditioning composition.
  • the sorbitan ester is preferably present at a level of from about 10% to about 50%, more preferably from about 20% to about 40%, by weight of the total fabric conditioning composition.
  • the tertiary alkylamine is present at a level of from about 5% to about 25%, more preferably from 7% to about 20% by weight of the fabric conditioning composition.
  • the preferred sorbitan ester comprises a member selected from the group consisting of C1 0 -C 26 alkyl sorbitan monoesters and C 10 -C 26 alkyl sorbitan di-esters, and ethoxylates of said esters wherein one or more of the unesterified hydroxyl groups in said esters contain from 1 to about 6 oxyethylene units, and mixtures thereof.
  • the quaternary ammonium salt is preferably in the methylsulfate form.
  • the preferred tertiary alkylamine is selected from the group consisting of alkyldimethylamine and dialkylmethylamine and mixtures thereof, wherein the alkyl groups can be the same of different and contain from about 14 to about 22 carbon atoms.
  • Another preferred fabric softening agent comprises a carboxylic acid salt of a tertiary alkylamine, in combination with a fatty alcohol and a quaternary ammonium salt.
  • the carboxylic acid salt of a tertiary amine is used in the fabric conditioning composition preferably at a level of from about 5% to about 50%, and more preferably, from about 15% to about 35%, by weight of the fabric conditioning composition.
  • the quaternary ammonium salt is used preferably at a level of from about 5% to about 25%, and more preferably, from about 7% to about 20%, by weight of the total fabric conditioning composition.
  • the fatty alcohol can be used preferably at a level of from about 10% to about 25%, and more preferably from about 10% to about 20%, by weight of the fabric conditioning composition.
  • the preferred quaternary ammonium salt is selected from the group consisting of dialkyl dimethylammonium salt wherein the alkyl groups can be the same or different and contain from about 14 to about 22 carbon atoms and wherein the counteranion is selected from the group consisting of chloride, methylsulfate and ethylsulfate, preferably methylsulfate.
  • the preferred carboxylic acid salt of a tertiary alkylamine is selected from the group consisting of fatty acid salts of alkyldimethylamines wherein the alkyl group contains from about 14 to about 22 carbon atoms.
  • the preferred fatty alcohol contains from about 14 to about 22 carbon atoms.
  • the fabric conditioning compositions can be employed by simply adding a measured amount into the dryer, e.g., as liquid. dispersion.
  • the fabric conditioners are provided as an article of manufacture in combination with a dispensing means such as a flexible substrate which effectively releases the composition in an automatic clothes dryer.
  • a dispensing means such as a flexible substrate which effectively releases the composition in an automatic clothes dryer.
  • Such dispensing means can be designed for single usage or for multiple uses.
  • One such article comprises a sponge material releasably enclosing enough fabric conditioning composition to effectively impart fabric soil release and softness benefits during several cycles of clothes.
  • This multi-use article can be made by filling a hollow sponge with about 20 grams of the fabric conditioning composition.
  • a highly preferred article herein comprises the fabric conditioning composition releasably affixed to a flexible substrate in a sheet configuration.
  • Highly preferred paper, woven or nonwoven "absorbent" substrates useful herein are fully disclosed in Morton, U.S. Pat. No. 3,686,026, issued Aug. 22, 1987, incorporated herein by reference. It is known that most substances are able to absorb a liquid substance to some degree; however, the term "absorbent" as used herein, is intended to mean a substance with an absorbent capacity (i.e., a parameter representing a substrate's ability to take up and retain a liquid) from 4 to 12, preferably 5 to 7, times its weight of water.
  • an absorbent capacity i.e., a parameter representing a substrate's ability to take up and retain a liquid
  • Absorbent capacity values are then calculated in accordance with the formula given in said Specification. Based on this test, one-ply, dense bleached paper (e.g., kraft or bond having a basis weight of about 32 pounds per 3,000 square feet) has an absorbent capacity of 3.5 to 4, commercially available household one-ply toweling paper has a value of 5 to 6; and commercially available two-ply household toweling paper has a value of 7 to about 9.5.
  • one-ply, dense bleached paper e.g., kraft or bond having a basis weight of about 32 pounds per 3,000 square feet
  • Using a substrate with an absorbent capacity of less than 4 tends to cause too rapid release of the fabric conditioning - position from the substrate resulting in several disadvantas one of which is uneven conditioning of the fabrics.
  • Using a substrate with an absorbent capacity over 12 is undesirable, inasmuch as too little of the fabric conditioning composition is released to condition the fabrics in optimal fashion during a normal drying cycle.
  • Such a substrate comprises a nonwoven cloth having an absorbent capacity of preferably from about 5 to 7 and wherein the weight ratio of fabric conditioning composition to substrate on a dry weight basis ranges from about 5:1 to 1:1.
  • Nonwoven cloth substrate preferably comprises cellulosic fibers having a length of from 3/16 inch to 2 inches and a denier of from 1.5 to 5 and the substrate is adhesively bonded together with a binder resin.
  • the flexible substrate preferably has openings sufficient in size and number to reduce restriction by said article of the flow of air through an automatic laundry dryer.
  • the better openings comprise a plurality of rectilinear slits extended along one dimension of the substrate.
  • the method aspect of this invention for imparting the above-described fabric conditioning composition to provide soil release, softening and antistatic effects to fabrics in an automatic laundry dryer comprises: commingling pieces of damp fabrics by tumbling said fabrics under heat in an automatic clothes dryer with an effective amount of the fabric conditioning composition, said composition having a melting point greater than about 38°C and being flowable at dryer operating temperature, said composition comprising from about 1% to 70% of a polymeric soil release agent, and 30% to 99% of a fabric softening agent selected from the above-defined cationic and nonionic fabric softeners and mixtures thereof.
  • Damp fabrics usually containing from about 1 to about 1.5 times their weight of water, are placed in the drum of an automatic clothes dryer.
  • damp fabrics are commor obtained by laundering, rinsing and spin-drying the fabrics in standard washing machine.
  • the fabric conditioning composition can simply be spread uniformly over all fabric surfaces, for example, by sprinkling the composition onto the fabrics from a shaker device. Alternatively, the composition can be sprayed or otherwise coated on the dryer drum, itself.
  • the dryer is then operated in standard fashion to dry the fabrics, usually at a temperature from about 50°C to about 80°C for a period from about 10 minutes to about 60 minutes, depending on the fabric load and type. On removal from the dryer, the dried fabrics have been treated for soil release benefits and are softened.
  • the fabrics instantaneously sorb a minute quantity of water which increases the electrical conductivity of the fabric surfaces, thereby quickly and effectively dissipating static charge.
  • the present process is carried out by fashioning an article comprising the substrate-like dispensing means of the type hereinabove described in releasable combination with a fabric conditioning composition.
  • This article is simply added to a clothes dryer together with the damp fabrics to be treated.
  • the heat and tumbling action of the revolving dryer drum evenly distributes the composition over all fabric surfaces, and dries the fabrics.
  • Example 1-3, and 5-10 were admixed and liquified at 70°C.
  • Each nonwoven substrate comprised of 70% 3-denier, 1-9/16" long rayon fibers with 30% polyvinyl acetate binder, is cut into a 9" x 11" sheet. Slightly more than target coating weight is distributed on a heating plate and the nonwoven cloth is placed over it. A small paint roller is used to impregnate the mixture into the interstices of the substrate. The article is removed from the hot plate and allowed to cool to room temperature whereby the mixture solidifies. Following solidification of the fabric conditioning composition, the cloth is slit with a knife.
  • the cloth is provided with 3 to 9 rectilinear slits extending along one dimension of the substrate, said slits being in substantially parallel relationship and extending to within about 1" from at least one edge of said dimension of the substrate).
  • the width of an individual slit is about 0.2".
  • a dryer-added fabric conditioning article comprising a rayon nonwoven fabric substrate (having a weight of 1.4 gm per 99 sq.in.) and a fabric conditioning composition is prepared in the following manner.
  • the fabric conditioning composition comprising 44.1% dried Zelcon 4780, 12.2% ditallowdimethylammonium methylsulfate, 12.2% ditallowmethylamine, 24.5% sorbitan monostearate, 5.6% clay, and 1.3% perfume is liquified by admixing the individual components at 70°C.
  • the fabric conditioning composition contains 44.1% polymeric soil release agent and 55.9% fabric softening agent.
  • the flexible substrate comprised of 70% 3-denier, 1-9/16" long rayon fibers and 30% polyvinyl acetate binder, is impregnated by coating one side of a continuous length of the substrate and contacting it with a rotating cylindrical member which serves to press the liquified mixture into the interstices of the substrate.
  • the substrate is passed over several chilled tensioning rolls which help solidify the conditioning mixture.
  • the substrate sheet is 9" wide and is perforated in lines at 11 intervals to provide detachable sheets. Each sheet is cut with a set of knives to provide three evenly spaced parallel slits averaging about 4" in length.
  • the fabric softening and soil release performance of the articles is determined by means of a fabric softening evaluation and a soil release evaluation.
  • 5-1/4 lb. loads of fabric representing a range of fabric types are washed using a leading detergent, a 14 minute wash cycle with warm (100°F) medium hardness (8-10 grains/gallon) water, a 2 minute rinse in cold (60°F) water, and are dried for 45 minutes in standard household clothes dryer with the appropriate test treatment (product). Included in each 5-1/4 lb.
  • fabric load are four 100% cotton terry cloths to be used for softness grading and four each, selected 12" x 12" swatches of 100% polyester, or 65%/35% polyester/cotton to be used for soil release evaluation.
  • All terries and soil release swatches are prewashed in the following manner to remove any "factory finishes": terries and swatches are laundered using IVORY SNOW R detergent, a 14 minute wash cycle with hot (150°F) medium hardness (8-10 grains/gallon) water, and a 2 minute rinse in hot (150°F) water. The entire wash and rinse cycles are then repeated in ERA R detergent. This is followed by two 6 minute wash and 2 minute rinse cycles in hot (150°F) water.
  • the prewashed terries and swatches are then dried and added to the test wash load.] Following washing and drying, the cotton terry cloths are removed from each fabric load for subsequent softening evaluation. The 5-1/4 lb. bundles containing the swatches for soil release evaluation are then re- washed and dried using the same procedures cited above for a total of 3 washes and 3 dries.
  • GSU grading scale units
  • Example articles of the present invention (Examples 2 and 5) and the other article (Example 9) are evaluated in separate tests, but both types of articles are compared to a "no softener" control.
  • polyester and polyesterl cotton swatches are removed from the fabric loads after the third wash and dry cycle. Stains such as dirty motor oil, spaghetti, grass, and clay are applied to each swatch in a 2" circle using a standard paint brush. Swatches are stored overnight (about 12-16 hours) at 40°F to set the stains. The next day swatches are allowed to equilibrate to room temperature and are then washed in identical 5-1[4 lb. fabric loads and under the same conditions. as described above. They are dried for 45 minutes in standard household clothes dryers using no fabric conditioning material.
  • GSU grading scale units
  • the articles of the pres- vention which include polymeric soil release agents and fabric softening agents are the articles described in Examples 1 through 8. Also tested for comparison are various other articles for stain protection through the dryer (Examples 9 and 10). In addition, data from direct application of a soil release polymer are included.
  • Example 11 Zelcon 4780 (dispersion) is applied directly (by pipette) to swatches in the amount of approximately l.Og of Zelcon polymer/lb. swatch. These swatches are air dried, then stained, stored, and washed as described above. The results of the soil release gradings are summarized in Tables III A-C.
  • a dryer-added fabric conditioning article comprising a rayon nonwoven fabric substrate (having a weight of 1.4 gm per 99 sq. in.) and a fabric conditioning composition is prepared in the following manner.
  • a fabric softening agent premixture is initially prepared by admixing 140 parts of stearyldimethylamine with, 128 parts of C 16 -C 18 fatty acid at 70°C.
  • the softening agent mixture is completed by then adding and mixing in 112 parts of C16-C18 fatty alcohol and 112 parts of ditallowdimethylammonium methylsulfate at 70°C.
  • 420 parts of pre- melted polyethylene terephthalate-polyoxyethylene terephthalate copolymeric soil release agent (which is solid at room temperature and is a flowable liquid at 85°C) is added slowly and with high-shear mixing to finely disperse the polymer.

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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)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
EP86301501A 1985-03-06 1986-03-04 Produits et méthodes pour le traitement de tissus Expired - Lifetime EP0194127B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT86301501T ATE51413T1 (de) 1985-03-06 1986-03-04 Produkte und verfahren zum behandeln von geweben.

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US70876385A 1985-03-06 1985-03-06
US708763 1985-03-06
US76853885A 1985-08-22 1985-08-22
US768538 1985-08-22

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EP0194127A2 true EP0194127A2 (fr) 1986-09-10
EP0194127A3 EP0194127A3 (en) 1987-07-01
EP0194127B1 EP0194127B1 (fr) 1990-03-28

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CA (1) CA1273156A (fr)
DE (1) DE3669886D1 (fr)
ES (1) ES8704563A1 (fr)

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4721580A (en) * 1987-01-07 1988-01-26 The Procter & Gamble Company Anionic end-capped oligomeric esters as soil release agents in detergent compositions
EP0287132A2 (fr) * 1987-02-19 1988-10-19 The Procter & Gamble Company Substrat contenant un détergent pour le linge et enrobé avec un polymère anti-salissure
GB2208664A (en) * 1987-08-17 1989-04-12 Procter & Gamble Articles and methods for treating fabrics in clothes dryer
EP0319094A2 (fr) * 1987-12-01 1989-06-07 The Procter & Gamble Company Produits et méthodes pour le traitement de matières textiles dans un séchoir
US4877896A (en) * 1987-10-05 1989-10-31 The Procter & Gamble Company Sulfoaroyl end-capped ester of oligomers suitable as soil-release agents in detergent compositions and fabric-conditioner articles
EP0342887A2 (fr) * 1988-05-16 1989-11-23 The Procter & Gamble Company Compositions polymères inhibitrices de salissures à manipulation modifiée
US4976879A (en) * 1987-10-05 1990-12-11 The Procter & Gamble Company Sulfoaroyl end-capped ester oligomers suitable as soil-release agents in detergent compositions and fabric-conditioner articles
US5160641A (en) * 1985-07-29 1992-11-03 Lever Brothers Company, Division Of Conopco, Inc. Detergent composition with fabric softening properties
US5182043A (en) * 1989-10-31 1993-01-26 The Procter & Gamble Company Sulfobenzoyl end-capped ester oligomers useful as soil release agents in granular detergent compositions
US5196133A (en) * 1989-10-31 1993-03-23 The Procter & Gamble Company Granular detergent compositions containing peroxyacid bleach and sulfobenzoyl end-capped ester oligomers useful as soil-release agents
US5256168A (en) * 1989-10-31 1993-10-26 The Procter & Gamble Company Sulfobenzoyl end-capped ester oligomers useful as soil release agents in granular detergent compositions
TR26027A (tr) * 1987-07-30 1993-11-01 Karl Glocken Stein DUVAR ELEMANI DüZENLENMESI
US7087572B2 (en) 2002-04-10 2006-08-08 Ecolab Inc. Fabric treatment compositions and methods for treating fabric in a dryer
US7381697B2 (en) 2002-04-10 2008-06-03 Ecolab Inc. Fabric softener composition and methods for manufacturing and using
US7786069B2 (en) 2002-04-10 2010-08-31 Ecolab Inc. Multiple use solid fabric conditioning compositions and treatment in a dryer

Citations (5)

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FR2306259A1 (fr) * 1975-04-02 1976-10-29 Procter & Gamble Compositions detergentes contenant un ou plusieurs ethers cellulosiques de liberation de salissures
US4116885A (en) * 1977-09-23 1978-09-26 The Procter & Gamble Company Anionic surfactant-containing detergent compositions having soil-release properties
EP0071148A2 (fr) * 1981-07-27 1983-02-09 Henkel Kommanditgesellschaft auf Aktien Moyen pour le post-traitement, dans un séchoir, du linge lavé
GB2137652A (en) * 1983-04-04 1984-10-10 Colgate Palmolive Co Soil release promoting liquid detergent
EP0185427A2 (fr) * 1984-12-21 1986-06-25 The Procter & Gamble Company Polyesters blocs et composés similaires utiles comme agents de détachage dans les compositions de détergent

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FR2306259A1 (fr) * 1975-04-02 1976-10-29 Procter & Gamble Compositions detergentes contenant un ou plusieurs ethers cellulosiques de liberation de salissures
US4116885A (en) * 1977-09-23 1978-09-26 The Procter & Gamble Company Anionic surfactant-containing detergent compositions having soil-release properties
EP0071148A2 (fr) * 1981-07-27 1983-02-09 Henkel Kommanditgesellschaft auf Aktien Moyen pour le post-traitement, dans un séchoir, du linge lavé
GB2137652A (en) * 1983-04-04 1984-10-10 Colgate Palmolive Co Soil release promoting liquid detergent
EP0185427A2 (fr) * 1984-12-21 1986-06-25 The Procter & Gamble Company Polyesters blocs et composés similaires utiles comme agents de détachage dans les compositions de détergent

Cited By (23)

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Publication number Priority date Publication date Assignee Title
US5160641A (en) * 1985-07-29 1992-11-03 Lever Brothers Company, Division Of Conopco, Inc. Detergent composition with fabric softening properties
US5540850A (en) * 1985-07-29 1996-07-30 Lever Brothers Company, Division Of Conopco, Inc. Detergent composition with fabric softening properties
EP0274907A1 (fr) * 1987-01-07 1988-07-20 The Procter & Gamble Company Esters oligomères à terminaison anionique comme agents détachant la souillure dans des compositions détersives
US4721580A (en) * 1987-01-07 1988-01-26 The Procter & Gamble Company Anionic end-capped oligomeric esters as soil release agents in detergent compositions
EP0287132A2 (fr) * 1987-02-19 1988-10-19 The Procter & Gamble Company Substrat contenant un détergent pour le linge et enrobé avec un polymère anti-salissure
EP0287132A3 (en) * 1987-02-19 1990-04-04 The Procter & Gamble Company Soil release polymer-coated substrate containing a laundry detergent
TR26027A (tr) * 1987-07-30 1993-11-01 Karl Glocken Stein DUVAR ELEMANI DüZENLENMESI
GB2208664A (en) * 1987-08-17 1989-04-12 Procter & Gamble Articles and methods for treating fabrics in clothes dryer
US4834895A (en) * 1987-08-17 1989-05-30 The Procter & Gamble Company Articles and methods for treating fabrics in clothes dryer
US4877896A (en) * 1987-10-05 1989-10-31 The Procter & Gamble Company Sulfoaroyl end-capped ester of oligomers suitable as soil-release agents in detergent compositions and fabric-conditioner articles
US4976879A (en) * 1987-10-05 1990-12-11 The Procter & Gamble Company Sulfoaroyl end-capped ester oligomers suitable as soil-release agents in detergent compositions and fabric-conditioner articles
EP0319094A2 (fr) * 1987-12-01 1989-06-07 The Procter & Gamble Company Produits et méthodes pour le traitement de matières textiles dans un séchoir
EP0319094A3 (fr) * 1987-12-01 1990-09-19 The Procter & Gamble Company Produits et méthodes pour le traitement de matières textiles dans un séchoir
EP0342887A3 (fr) * 1988-05-16 1991-04-10 The Procter & Gamble Company Compositions polymères inhibitrices de salissures à manipulation modifiée
EP0342887A2 (fr) * 1988-05-16 1989-11-23 The Procter & Gamble Company Compositions polymères inhibitrices de salissures à manipulation modifiée
US5182043A (en) * 1989-10-31 1993-01-26 The Procter & Gamble Company Sulfobenzoyl end-capped ester oligomers useful as soil release agents in granular detergent compositions
US5196133A (en) * 1989-10-31 1993-03-23 The Procter & Gamble Company Granular detergent compositions containing peroxyacid bleach and sulfobenzoyl end-capped ester oligomers useful as soil-release agents
US5256168A (en) * 1989-10-31 1993-10-26 The Procter & Gamble Company Sulfobenzoyl end-capped ester oligomers useful as soil release agents in granular detergent compositions
US7087572B2 (en) 2002-04-10 2006-08-08 Ecolab Inc. Fabric treatment compositions and methods for treating fabric in a dryer
US7250393B2 (en) 2002-04-10 2007-07-31 Ecolab Inc. Fabric treatment compositions and methods for treating fabric in a dryer
US7381697B2 (en) 2002-04-10 2008-06-03 Ecolab Inc. Fabric softener composition and methods for manufacturing and using
US7456145B2 (en) 2002-04-10 2008-11-25 Ecolab Inc. Fabric treatment compositions comprising ester quats and fatty amides and methods for treating fabric in a dryer
US7786069B2 (en) 2002-04-10 2010-08-31 Ecolab Inc. Multiple use solid fabric conditioning compositions and treatment in a dryer

Also Published As

Publication number Publication date
DE3669886D1 (de) 1990-05-03
EP0194127A3 (en) 1987-07-01
EP0194127B1 (fr) 1990-03-28
ES8704563A1 (es) 1987-04-01
CA1273156A (fr) 1990-08-28
ES552681A0 (es) 1987-04-01

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