WO2001031113A1 - Composition resistante aux plis - Google Patents

Composition resistante aux plis Download PDF

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Publication number
WO2001031113A1
WO2001031113A1 PCT/US2000/029768 US0029768W WO0131113A1 WO 2001031113 A1 WO2001031113 A1 WO 2001031113A1 US 0029768 W US0029768 W US 0029768W WO 0131113 A1 WO0131113 A1 WO 0131113A1
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WIPO (PCT)
Prior art keywords
fabrics
composition
resin
cross
fabric
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PCT/US2000/029768
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English (en)
Inventor
Markus W. Altmann
Bruno Albert Jean Hubesch
Heidi Simonne Mariette Soyez
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The Procter & Gamble Company
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Publication date
Application filed by The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to EP00973986A priority Critical patent/EP1224354A1/fr
Priority to AU12425/01A priority patent/AU1242501A/en
Priority to BR0015097-5A priority patent/BR0015097A/pt
Priority to JP2001533244A priority patent/JP2003513177A/ja
Priority to MXPA02004209A priority patent/MXPA02004209A/es
Publication of WO2001031113A1 publication Critical patent/WO2001031113A1/fr

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    • 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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/647—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing polyether sequences
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/22—Carbohydrates or derivatives thereof
    • C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
    • C11D3/227—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin with nitrogen-containing groups
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
    • 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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/01—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with natural macromolecular compounds or derivatives thereof
    • D06M15/03—Polysaccharides or derivatives thereof
    • D06M15/11—Starch or derivatives thereof
    • 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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/356—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of other unsaturated compounds containing nitrogen, sulfur, silicon or phosphorus atoms
    • D06M15/3562—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of other unsaturated compounds containing nitrogen, sulfur, silicon or phosphorus atoms containing nitrogen
    • 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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/423—Amino-aldehyde resins
    • 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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/55—Epoxy resins
    • 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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/59—Polyamides; Polyimides
    • 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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/61—Polyamines polyimines
    • 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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/6436—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups
    • 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
    • D06M23/00—Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process
    • D06M23/06—Processes in which the treating agent is dispersed in a gas, e.g. aerosols
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
    • C11D2111/10—Objects to be cleaned
    • C11D2111/12—Soft surfaces, e.g. textile
    • 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
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/20—Treatment influencing the crease behaviour, the wrinkle resistance, the crease recovery or the ironing ease

Definitions

  • the present invention relates to fabric care compositions and to a method for treating fabrics in order to improve various properties of fabrics, in particular, wrinkle resistance.
  • Wrinkles in textile fabrics are caused by the bending and creasing of the textile material which places an external portion of a filament in a yarn under tension while the internal portion of that filament in the yarn is placed under compression.
  • the hydrogen bonding that occurs between the cellulose molecules contributes to keeping wrinkles in place.
  • the wrinkling of fabric, in particular clothing, is therefore subject to the inherent tensional elastic deformation and recovery properties of the fibers which constitute the yarn and fabrics.
  • U.S. 5,532,023 discloses aqueous wrinkle control compositions containing nonvolatile silicone and film forming polymer.
  • Preferred silicones include reactive silicones and amino-functional silicone, known as "aminodimethicone".
  • the composition containing such silicones is applied to fabric from a spray dispenser. It is found that in the spray treatment, an appreciable amount of the aqueous composition misses the fabric, and instead falls on flooring surfaces, such as rugs, carpets, concrete floors, tiled floors, linoleum floors, bathtub floors, which leaves a silicone layer that is accumulated on and/or cured on and/or bonded to the flooring surfaces.
  • U.S. 5,573,695 discloses an aqueous wrinkle removal composition containing a vegetable oil based cationic quaternary ammonium surfactant, and an anionic fluorosurfactant.
  • U.S. 4,661 ,268 discloses a wrinkle removal spray comprising an aqueous alcoholic composition containing a dialkyl quaternary ammonium salt and a silicone surfactant and/or a fluoro surfactant.
  • 5,100,566 discloses a method of reducing wrinkles in fabric by spraying the fabric with an aqueous alcoholic solution of an anionic siliconate alkali metal salt.
  • U.S. 4,806,254 discloses fabric wrinkle removal aqueous alcoholic solution containing glycerine and a nonionic surfactant.
  • WO98/04772 provides the treatment of fabric against fabric creasing by application of a composition comprising a polycarboxylic acid or derivative thereof; and then curing the composition using a domestic process.
  • solutions obtained from industry are not usually transposable to domestic treatments. Indeed, in industrial processes a strict control over parameters such as pH, electrolyte concentration, water hardness, temperature, etc.. is possible whereas in a domestic washing machine, such a high level of control is not possible.
  • One typical example is given in GB-2, 185,499, which provides the use of a polyamide-epichlorhydrin resin in a dip-pad industrial process wherein the polymer is used in the presence of an acrylic polymer.
  • a composition would not be suitable for conventional domestic process involving a curing step, like ironing. Indeed, it has been found that acrylic polymer in presence of the polyamide-epichlorhydrin resin forms precipitates, thereby leaving undesirable residues on the treated fabrics.
  • domestic durable press treatments require conditions that industrial treatments do not have to fulfill.
  • the compounds or compositions thereof need to manifest at least one of the following properties:
  • aldehyde based cross-linker technologies are less favoured in domestic process from an environmental and safety standpoint because contrary to industry where the process is controlled, in domestic process the consumer is the only person using the product, thus enabling the possibility of misuse. Further, high levels of aldehyde tends to produce an odour which would deter the consumer from using it again. Thus, it is desired to provide durable processes for use in domestic process which are safe to the consumer and provide a good odour acceptance;
  • polyamide-epichlorhydrin resins conventionally known in the paper industry under the tradename Kymene
  • Kymene a new class of materials
  • One typical disclosure is given in co-pending European patent application No. 98870173. That application also exemplifies a combination of 15% polyamide/polyamine/epichlorhydrin polymers (Kymene polymers) with 5% polyethylene imine with 7 ethoxylations.
  • polyamide-epichlorhydrin resins are known for use in industrial treatment, but with the disadvantages highlighted above.
  • a cross-linking resin having the property of being cationic in particular polyamide-epichlorhydrin resins, are stabilized in the presence of a component having the property of being co-cross linkable with the resin and/or a component, preferably polymer, comprising at least one unit which provides a dye transfer inhibiting benefit.
  • a component having the property of being co-cross linkable with the resin and/or a component, preferably polymer, comprising at least one unit which provides a dye transfer inhibiting benefit e.g., electrostatic interactions between the cationic group of the resin and the polar group of the polymer occur thereby resulting in a so-called "polyelectrolyte complex".
  • a synergistic benefit on crease resistance as well as on fabric appearance like better dewrinkling , better colour protection, and/or reduced abrasion is observed.
  • the present invention reduces wrinkles in fabrics, including clothing, dry cleanables, linens, bed clothes, and draperies, by ironing.
  • the present invention can be used on damp or dry clothing to relax wrinkles and give clothes a ready to wear or use look that is demanded by today's fast paced world.
  • an additional benefit of the composition of the present invention is an improved garment shape, body and crispness.
  • composition of the present invention acts as an excellent ironing aid.
  • the present invention makes the task of ironing easier and faster by creating less iron drag.
  • the compositions of the present invention help produce a crisp, smooth appearance.
  • the present invention is a wrinkle reducing composition
  • a wrinkle reducing composition comprising: a)-a cross-linking resin having the property of being cationic; and b)-a component having the property of being co-cross linkable with the resin and/or a component comprising at least one unit which provides a dye transfer inhibiting benefit; with the proviso that when the cross-linking resin is a polyquatemary amine resin of the polyamide/polyamine/epichlorhydrin type present in amount of 15% by weight, the amino functional polymer is not a polyethylene imine with 7 ethoxylations present in amount of 5% by weight.
  • a method of treating fabrics for imparting benefits selected from the group consisting of: reducing wrinkles; improving the natural drape of fabrics, imparting a crisp finish to fabrics, reducing the time and/or effort involved to iron fabrics, imparting crease resistance to fabrics, i.e. imparting post wash wrinkle resistance to fabrics as well as imparting in-wear wrinkle resistance to fabrics, imparting a reduction of the fabric aging upon multiple application.
  • post wash wrinkle resistance it is meant, wrinkle resistance during several laundry cycles; by “in-wear wrinkle resistance” it is meant, wrinkle resistance during wear of the garments and by “fabric aging” it is meant color loss, abrasion, pilling or fuzzing of the fabric
  • an article of manufacture comprising a container and the composition of the invention in association with instructions to use.
  • An essential component of the invention is a cross-linking resin having the property of being cationic.
  • cross-linking resin having the property of being cationic it is meant that the resin is at least partially positively charged. It is not however necessary that the reactive part of the molecule carries the positive charge.
  • polymeric resins can be based on positively charged monomers which help the deposition on the fibers. Since the cross-linking resins are cationic, i.e. positively charged, they are deposited and well retained on the negatively charged cellulosic fibers when these resins are added to the final rinse of a laundry process.
  • Cross-linking resins having the property of being cationic suitable for use herein are those commonly known as having wet strength in the paper field. At least two mechanisms have been postulated to account for the mechanism by which wet strength resin act. One is that wet strength resins form covalent bonds between adjacent fibers while another is that the wet strength resin places a layer over the hydrogen bonds formed between adjacent paper fibers and thus prevents water from breaking the hydrogen bonds.
  • wet-strength agents suitable for use herein include compounds made of epichlorohydrin adducts of polyamine resins, polyethyleneimine resins, cationic starch, polydiallyldimethylammonium chloride, and mixtures thereof, amine-aldehyde resins such as melamine-formaldehyde resin, amide-aldehyde resins, and mixtures thereof.
  • amine-aldehyde resins such as melamine-formaldehyde resin, amide-aldehyde resins, and mixtures thereof.
  • the preferred components are the polymeric amine- epichlorohydrin resins selected from the group consisting of a polyamide- epichlorohydrin (PAE) resin, a polyalkylenepolyamine-epichlorohydrin (PAPAE) resin, and an amine polymer-epichlorohydrin (APE) resin, in which the amine groups have been alkylated with epichlorohydrin to produce a polyamine- epichlorohydrin resin that has azetidinium or epoxide functionality.
  • PAE polyamide- epichlorohydrin
  • PAPAE polyalkylenepolyamine-epichlorohydrin
  • APE amine polymer-epichlorohydrin
  • the cross-linking resin having cationic properties is a cationic wet strength resin that is produced by reacting a saturated aliphatic dicarboxylic acid containing three to ten carbon atoms with a polyalkylenepolyamine, containing from two to four ethylene groups, two primary amine groups, and one to three secondary amine groups (such as diethylenetriamine, triethylenetetramine and tetraethylenepentamine), to form a poly(aminoamide) having secondary amine groups that are alkylated with epichlorohydrin to form a PAE resin.
  • a saturated aliphatic dicarboxylic acid containing three to ten carbon atoms with a polyalkylenepolyamine, containing from two to four ethylene groups, two primary amine groups, and one to three secondary amine groups (such as diethylenetriamine, triethylenetetramine and tetraethylenepentamine), to form a poly(aminoamide) having secondary amine groups that are alkylated with epic
  • cross-linking resin having cationic properties from this class are the wet strength resin Kymene 557H (available from Hercules Incorporated), in which adipic acid is reacted with diethylenetriamine to form a poly(aminoamide) that is alkylated and crosslinked with epichlorohydrin to form a PAE resin.
  • Still another preferred cross-linking resin having cationic properties made of epichlorohydrin are Luresin.RTM and Etadurin which both are polyamidoamine- epichlorohydrin resins.
  • Amine-aldehyde resins are suitable cross-linking resins for the present invention and are made by condensation of amine or amide monomers with aldehydes such as formaldehyde or glyoxal.
  • Preferred amines are those having low molecular weight amines e.g. melamine or polymeric amines e.g. poly- diallylamine, preferably quarternized.
  • Preferred amides are those polymeric amides such as polyacrylamide. All these suitable amine/amide monomers can also be copolymerized with cationic monomers.
  • amine-aldehyde cross-linking resin preferred are those from the class of melamine-formaldehyde resin.
  • Melamine-formaldehyde resins of this type are known as crosslinking agents of this type in the coating industry and are also described, for example, in German Auslegeschrift Nos. 2,457,387 (U.S. Pat. No. 4,035,213 incorporated herein by reference) and 1 ,719,324 and, in particular, in U.S. Pat. No. 3,242,230 incorporated herein by reference.
  • Preferred melamine-formaldehyde resin are those commercially available under the tradenames Madurit, and Cassurit from Clariant.
  • Still other preferred cross-linking resin having the property of being cationic among the class of amine-aldehyde cross-linking resin are the Poly(acryiamide- glyoxal) resin commercially available under the tradename SOLIDURIT KM from Clariant.
  • the cross-linking resin having cationic properties have a molecular weight between 200 and 1 ,000,000, preferably between 500 and 100,000, most preferably between 1000 and 25,000.
  • Cross- linking resin having a low molecular weight are most preferred for use in the present invention as they are more water-soluble and have a better fiber penetration.
  • low molecular weight it is meant a molecular weight within the range of from 25 to 2000, preferably from 50 to 1000, and more preferably from 50 to 500.
  • cross-linking components may be used in a composition for delivery onto fabric, such as by means of a spray process.
  • the level of cross-linking components or derivative thereof is present in an amount of from 0.01% to 60%, preferably from 0.1 % to 30% by weight of the total composition.
  • the level of cross-linking component is present in the composition in a sufficient amount to result in an amount of from 0.01% to 60%, preferably of from 0.1 to 30%, by weight of cross-linking component per weight of dry fabrics.
  • catalysts includes organic acids such as citric acid, succinic acid, and tartaric acids, as well as conventional Lewis acid such as Al Cl 3 or MgCI 2 , or salts thereof, or mixtures thereof.
  • organic acids such as citric acid, succinic acid, and tartaric acids
  • Lewis acid such as Al Cl 3 or MgCI 2
  • catalyst NKD made of a mixture of salts and organic acid, and commercially available from Hoechst.
  • the level of catalyst is from 10% to 50%, preferably from 20 to 40% by weight of the cross-linking components or derivative thereof.
  • a component having the property of being co-cross linkable with the resin and/or a component comprising at least one unit which provides a dye transfer inhibiting benefit are also essential components of the invention.
  • the treatment with the invention composition can still be effected after each wash cycle, thereby further increasing the duration of the benefit treatment, even while wearing.
  • the use of that type of component having the property of being co-cross linkable with the resin or a component comprising at least one unit which provides a dye transfer inhibiting benefit has been found particularly beneficial to the stability of the resin, in particular those that are made of polyquaternary amine resins. Indeed, a clear homogenous solution is obtained.
  • Preferred components having the property of being co-cross linkable with the resin are selected from polyamine polymers, amino-functional silicones, alkyl amines, and mixtures thereof.
  • compositions of the present invention typically comprise from about 0.01 %, preferably from about 0.1 % to about 20%, preferably to about 10% by weight, of a component having the property of being co-cross linkable with the resin and/or a component comprising at least one unit which provides a dye transfer inhibiting benefit .
  • Polyamine polymers are suitable amino-functional polymers for use herein.
  • a preferred polyamine polymer has the formula:
  • R 1 units are preferably alkyleneoxy units having the formula: -(CH2CHR , 0) rn (CH 2 CH2 ⁇ ) n H wherein R' is methyl or ethyl, m and n are preferably from about 0 to about 50, provided the average value of alkoxylation provided by m + n is at least about 0.5.
  • Preferred polyamines are linear and branched polyethyleneimines commercially available ex BASF under the tradename Lupasol®.
  • Amino-functional silicones are also useful components having the property of being co-cross linked with the resin for use herein. Typically, these component are conventionally known under the name of silicone lubricant. Preferred aminofunctional silicones are amodimethicone compounds commercially available ex Dow Corning under the tradename DC X (where X is preferably 949 or 939).
  • Suitable silicone materials include materials of the formula:
  • silicone materials which can be used correspond to the formulas: ( 1 ) a G3_a-Si-(-OSiG 2 )n-(OSiG b (R ) 2 -b)m-0-SiG 3 _ a (Rl ) a
  • G is selected from the group consisting of hydrogen, phenyl, OH, and/or C-
  • a denotes 0 or an integer from 1 to 3
  • b denotes 0 or 1
  • the sum of n + m is a number from 1 to about 2,000
  • R " 1 is a monovalent radical of formula CpH2pL in which p is an integer from 2 to 8 and L is selected from the group consisting of:
  • each R 2 is chosen from the group consisting of hydrogen, phenyl, benzyl, saturated hydrocarbon radical, and each A- denotes compatible anion, e.g., a halide ion;
  • R3 denotes a long chain alkyl group; and f denotes an integer of at least about 2.
  • Another silicone material which can be used, but is less preferred than polydimethyl siloxanes, has the formula:
  • the silicone material can be provided as a moiety, or a part, of a non-silicone molecule.
  • non-silicone molecule examples of such materials are copolymers having siloxane macromers grafted thereto, which meet the functional limitations as defined above. That is, the non-silicone backbone of such polymers should have a molecular weight of from about 5,000 to about 1 ,000,000, and the polymer should have a glass transition temperature (Tg), i.e., the temperature at which the polymer changes from a brittle vitreous state to a plastic state, of greater than about -20°C.
  • Tg glass transition temperature
  • Alkyl amines are also useful components, consisting of one or more linear or branched alkyl chains covalently linked onto a nitrogen atom.
  • Preferred, but non- limiting examples of alkyl amines are methyl-, ethyl-, dimethyl-, diethyl-, and triethylamine.
  • Polymers comprising at least one unit which provide a dye transfer inhibiting benefit
  • the preferred polymers comprising at least one unit which provide a dye transfer inhibiting benefit are water-soluble polymers.
  • water-soluble is defined as "a polymer which when dissolved in water at a level of 0.2% by weight, or less, at 25° C, forms a clear, isotropic liquid".
  • the polymers comprising at least one unit which provide a dye transfer inhibiting benefit useful in the present invention have the formula:
  • unit P is a polymer backbone which comprises units which are homopolymeric or copolymeric.
  • D units are defined herein below.
  • homopolymeric is defined as "a polymer backbone which is comprised of units having the same unit composition, i.e., formed from polymerization of the same monomer".
  • copolymeric is defined as "a polymer backbone which is comprised of units having a different unit composition, i.e., formed from the polymerization of two or more monomers”.
  • P backbones preferably comprise units having the formula:
  • each R unit is independently hydrogen, C C 12 alkyl, C 6 -C 12 aryl, and D units as described herein below; preferably C C 4 alkyl.
  • Each L unit is independently selected from heteroatom-containing moieties, non-limiting examples of which are selected from the group consisting of:
  • index p is from 1 to about 6; units which have dye transfer inhibition activity:
  • R 1 is hydrogen, C C 12 alkyl, C 6 -C 12 aryl, and mixtures thereof.
  • R 2 is 0,-0, 2 alkyl, C,-C 12 alkoxy, C 6 -C 12 aryloxy, and mixtures thereof; preferably methyl and methoxy.
  • R 3 is hydrogen C,-C 12 alkyl, C 6 -C 12 aryl, and mixtures thereof; preferably hydrogen or C C 4 alkyl, more preferably hydrogen.
  • R 4 is C C 12 alkyl, C 6 -C 12 aryl, and mixtures thereof.
  • the backbones of the polymers of the present invention comprise one or more D units which are units which comprise one or more units which provide a dye transfer inhibiting benefit.
  • the D unit can be part of the backbone itself as represented in the general formula:
  • [-P(D) m -] may be incorporated into the backbone as a pendant group to a backbone unit having, for example, the formula: [CR-CR 2 ] or [(CR) X -L]—
  • the number of D units depends upon the formulation. For example, the number of D units will be adjusted to provide water solubility of the polymer as well as efficacy of dye transfer inhibition.
  • the molecular weight of the polymers of the present invention are from about 500, preferably from about 1 ,000, more preferably from about 10,000 to about 6,000,000, preferably to about 2,000,000, more preferably to about 1 ,000,000, yet more preferably to about 500,000, most preferably to about 360,000 daltons.
  • the value of the index n is selected to provide the indicated molecular weight, and providing for a water solubility of at least 100 ppm, preferably at least about 300 ppm, and more preferably at least about 1 ,000 ppm in water at ambient temperature which is defined herein as 25°C.
  • Non-limiting examples of preferred D units are D units which comprise an amide moiety.
  • Examples of polymers wherein an amide unit is introduced into the polymer via a pendant group includes polyvinylpyrrolidone having the formula:
  • each R' is independently hydrogen, C C 6 alkyl, or both R' units can be taken together to form a ring comprising 4-6 carbon atoms; polymethacrylamides and N-substituted polymethacrylamides having the general formula:
  • each R' is independently hydrogen, C C 6 alkyl, or both R' units can be taken together to form a ring comprising 4-6 carbon atoms; poly(N- acrylylglycinamide) having the formula:
  • each R' is independently hydrogen, C C 6 alkyl, or both R' units can be taken together to form a ring comprising 4-6 carbon atoms.
  • D unit wherein the nitrogen of the dye transfer inhibiting moiety is incorporated into the polymer backbone is a poly(2-ethyl-2-oxazoline) having the formula:
  • the amino-functional polymers of the present invention can comprise any mixture of dye transfer inhibition units which provides the product with suitable properties.
  • the preferred polymers which comprise D units which are amide moieties are those which have the nitrogen atoms of the amide unit highly substituted so the nitrogen atoms are in effect shielded to a varying degree by the surrounding non- polar groups. This provides the polymers with an amphiphilic character.
  • Non- limiting examples include polyvinyl-pyrrolidones, polyvinyloxazolidones, N,N- disubstituted polyacrylamides, and N,N-disubstituted polymethacrylamides.
  • a detailed description of physico-chemical properties of some of these polymers are given in "Water-Soluble Synthetic Polymers: Properties and Behavior", Philip Molyneux, Vol. I, CRC Press, (1983) included herein by reference.
  • the amide containing polymers may be present partially hydrolyzed and/or crosslinked forms.
  • a preferred polymeric compound for the present invention is polyvinylpyrrolidone (PVP). This polymer has an amphiphilic character with a highly polar amide group conferring hydrophilic and polar-attracting properties, and also has non-polar methylene and methine groups, in the backbone and/or the ring, conferring hydrophobic properties. PVP is readily soluble in aqueous and organic solvent systems.
  • PVP is available ex ISP, Wayne, New Jersey, and BASF Corp., Parsippany, New Jersey, as a powder or aqueous solutions in several viscosity grades, designated as, e.g., K-12, K-15, K-25, and K-30. These K-values indicate the viscosity average molecular weight, as shown below:
  • PVP K-12, K-15, and K-30 are also available ex Polysciences, Inc. Warrington, Pennsylvania, PVP K-15, K-25, and K-30 and poly(2-ethyl-2-oxazoline) are available ex Aldrich Chemical Co., Inc., Milwaukee, Wisconsin.
  • PVP K30 (40,000) through to K90 (360,000) are also commercially available ex BASF under the tradename Luviskol or commercially available ex ISP. Still higher molecular PVP like PVP 1.3MM, commercially available ex Aldrich is also suitable for use herein.
  • PVP-type of material suitable for use in the present invention are polyvinylpyrrolidone-co-dimethylaminoethylmethacrylate, commercially available ex ISP in a quaternised form under the tradename Gafquat® or commercially available ex Aldrich Chemical Co. having a molecular weight of approximately 1.0MM; polyvinylpyrrolidone-co-vinyl acetate, available ex BASF under the tradename Luviskol®, available in vinylpyrrolidone:vinylacetate ratios of from 3:7 to 7:3; polyvinylpyrrolidine-co-vinylimidazoliumquat, commercially available ex BASF under the tradename Luviquat®.
  • N-oxide units having the formula:
  • R z wherein R ⁇ R 2 , and R 3 can be any hydrocarbyl unit (for the purposes of the present invention the term "hydrocarbyl" does not include hydrogen atom alone).
  • the N-oxide unit may be part of a polymer, such as a polyamine, i.e., polyalkyleneamine backbone, or the N-oxide may be part of a pendant group attached to the polymer backbone.
  • a polymer which comprises an the N-oxide unit as a part of the polymer backbone is polyethyleneimine N-oxide.
  • Non-limiting examples of groups which can comprise an N-oxide moiety include the N-oxides of certain heterocycles inter alia pyridine, pyrrole, imidazole, pyrazole, pyrazine, pyrimidine, pyridazine, piperidine, pyrrolidine, pyrrolidone, azolidine, morpholine.
  • a preferred polymer is poly(4-vinylpyridine N-oxide, PVNO).
  • the N-oxide unit may be pendant to the ring, for example, aniline oxide.
  • N-oxide comprising polymers of the present invention will preferably have a ration of N-oxidized amine nitrogen to non-oxidized amine nitrogen of from about 1 :0 to about 1 :2, preferably to about 1 :1 , more preferably to about 3:1.
  • the amount of N-oxide units can be adjusted by the formulator.
  • the formulator may co-polymerize N-oxide comprising monomers with non N-oxide comprising monomers to arrive at the desired ratio of N-oxide to non N-oxide amino units, or the formulator may control the oxidation level of the polymer during preparation.
  • the amine oxide unit of the polyamine N-oxides of the present invention have a Pk a less than or equal to 10, preferably less than or equal to 7, more preferably less than or equal to 6.
  • the average molecular weight of the N-oxide comprising polymers which provide a dye transfer inhibitor benefit to polymers is from about 500 daltons, preferably from about 1 ,000 daltons, more preferably from about 10,000 daltons to about 6,000,000 daltons, preferably to about 2,000,000 daltons, more preferably to about 360,000 daltons.
  • a further example of polymers which have dye transfer inhibition benefits are polymers which comprise both amide units and N-oxide units as described herein above.
  • Non-limiting examples include co-polymers of two monomers wherein the first monomer comprises an amide unit and the second monomer comprises an N-oxide unit.
  • oligomers or block polymers comprising these units can be taken together to form the mixed amide/N-oxide polymers.
  • the resulting polymers must retain the water solubility requirements described herein above.
  • the resin and the component capable of being co-cross-linked with the resin and/or of being amphiphilic are present in weight ratios of from 20:1 to 1 :1 , most preferably from 10:1 to 1 :1. Within these ratio ranges, it has been found that above mentioned polymers or mixtures thereof, in combination with the polyamide-epichlorohydrin resins, show a synergistic increase performance as to the crease resistance and fabric crispness/hand on the treated fabrics.
  • composition of the invention may also comprises one or more of the following optional ingredients.
  • the present invention may use fiber lubricants to impart a lubricating property, or increased gliding ability, to fibers in fabric, particularly clothing.
  • fiber lubricants to impart a lubricating property, or increased gliding ability, to fibers in fabric, particularly clothing.
  • water and other alcoholic solvents break, or weaken, the hydrogen bonds that hold the wrinkles in fabric, and fabric lubricants facilitate the movement of fibers with respect to one another (glide) to further release the fibers from the wrinkle condition in wet or damp fabrics.
  • the residual fiber lubricant especially silicone, can provide lubricity to reduce the tendency of fabric to rewrinkle.
  • the present invention can use silicone, a preferred fiber lubricant, to impart a lubricating property, or increased gliding ability, to fibers in fabric, particularly clothing.
  • useful silicones in the composition of the present invention include noncurable silicones such as polydimethylsilicone and volatile silicones, and curable silicones such as aminosilicones, phenylsilicones and hydroxysilicones.
  • the word "silicone” as used herein preferably refers to water soluble as well as emulsified silicones, including those that are commercially available and those that are emulsified in the composition, unless otherwise described.
  • the silicones arehydrophilic; are neither irritating, toxic, nor otherwise harmful when applied to fabric or when they come in contact with human skin; are chemically stable under normal use and storage conditions; and are capable of being deposited on fabric.
  • a preferred class of nonionic silicone containing surfactants are the polyalkylene oxide polysiloxanes having a dimethyl polysiloxane hydrophobic moiety and one or more hydrophilic polyalkylene side chains, and having the general formula: R1— (CH3)2SiO— ⁇ (CH3)2SiO]a— [(CH3)(R1 )SiO]b— Si(CH3)2— R1 wherein a + b are from about 1 to about 50, preferably from about 1 to about 30 , more preferably from about 1 to about 25, and each R1 is the same or different and is selected from the group consisting of methyl and a poly(ethyleneoxide/propyleneoxide) copolymer group having the general formula: -(CH2)n 0(C2 H4 0)c (C3 H6 0)d R2 with at least one R1 being a poly(ethyleneoxy/propyleneoxy) copolymer group, and wherein n is 3 or 4, preferably 3; total
  • Nonlimiting examples of this type of surfactants are the Silwet® surfactants which are available OSI Specialties Inc., a Division of Witco, Danbury, Connecticut.
  • Representative Silwet® surfactants which contain only ethyleneoxy (C2H40) groups are as follows. Name Average MW Average a+b Average total c
  • Nonlimiting examples of Silwet® surfactants which contain both ethyleneoxy (C2
  • L-7210 13,000 20/80 L-7200 19,000 75/25
  • the molecular weight of the polyalkyleneoxy group (R1 ) is less than or equal to about 10,000.
  • the molecular weight of the polyalkyleneoxy group is less than or equal to about 8,000, and most preferably ranges from about 300 to about 5,000.
  • the values of c and d can be those numbers which provide molecular weights within these ranges.
  • the number of ethyleneoxy units (-C2H40) in the polyether chain (R1 ) must be sufficient to render the polyalkylene oxide polysiloxane water soluble. If propyleneoxy groups are present in the polyalkylenoxy chain, they can be distributed randomly in the chain or exist as blocks. Surfactants which contain only ethyleneoxy groups without propyleneoxy groups are preferred.
  • Silwet® surfactants in particular of Silwet surfactants which contain only propyleneoxy groups and Silwet surfactants which contain both ethyleneoxy and propyleneoxy groups, are also preferred.
  • Preferred Silwet® surfactants are the L-7001 , L-7087, L-7200, L-7280, L-7600, L-7608, L-7622, L-7657.
  • polyalkylene oxide polysiloxanes of the present invention can be prepared according to the procedure set forth in U.S. Pat. No. 3,299,112, incorporated herein by reference.
  • polyalkylene oxide polysiloxanes of the surfactant blend of the present invention are readily prepared by an addition reaction between a hydrosiloxane (i.e., a siloxane containing silicon-bonded hydrogen) and an alkenyl ether (e.g., a vinyl, allyl, or methallyl ether) of an alkoxy or hydroxy end-blocked polyalkylene oxide).
  • a hydrosiloxane i.e., a siloxane containing silicon-bonded hydrogen
  • an alkenyl ether e.g., a vinyl, allyl, or methallyl ether
  • reaction conditions employed in addition reactions of this type are well known in the art and in general involve heating the reactants (e.g., at a temperature of from about 85° C. to 110° C.) in the presence of a platinum catalyst (e.g., chloroplatinic acid) and a solvent (e.g., toluene).
  • a platinum catalyst e.g., chloroplatinic acid
  • a solvent e.g., toluene
  • volatile silicone fluids which can be cyclic silicone fluid of the formula [(CH3)2SiO]n where n ranges between about 3 to about 7, preferably about 5, or a linear silicone polymer fluid having the formula (CH3)3SiO[(CH3)2SiO] m Si(CH3)3 where m can be 0 or greater and has an average value such that the viscosity at 25°C of the silicone fluid is preferably about 5 centistokes or less.
  • the alkyl groups substituted on the siloxane chain (R) or at the ends of the siloxane chains (A) can have any structure as long as the resulting silicones remain fluid at room temperature.
  • Each R group preferably can be alkyl, aryl, hydroxy, or hydroxyalkyl group, and mixtures thereof, more preferably, each R is methyl, ethyl, propyl or phenyl group, most preferably R is methyl.
  • Each A group which blocks the ends of the silicone chain can be hydrogen, methyl, methoxy, ethoxy, hydroxy, propoxy, and aryloxy group, preferably methyl. Suitable A groups include hydrogen, methyl, methoxy, ethoxy, hydroxy, and propoxy.
  • q is preferably an integer from about 7 to about 8,000.
  • the preferred silicones are polydimethyl siloxanes; more preferred silicones are polydimethyl siloxanes having a viscosity of from about 50 to about 1000,000 centistokes at 25°C. Mixtures of volatile silicones and non- volatile polydimethyl siloxanes are also preferred. Suitable examples include silicones offered by Dow Corning Corporation and General Electric Company.
  • typically minimum levels of wrinkle control agent included in the composition are at least about 0.025%, preferably at least about 0.05%, more preferably at least about 0.1 %, even more preferably at least about 0.2%, even more highly preferably at least about 0.4%, and most preferably at least about 0.5% and typically maximum levels of wrinkle control composition are about 10%, preferably less than about 5%, more preferably less than about 3%, by weight of the usage composition.
  • Solid polymeric particles of average particle size smaller than about 10 microns, preferably smaller than 5 microns, more preferably smaller than about 1 micron e.g., Velustrol ® P-40 oxidized polyethylene emulsion available from Clariant, can be used as a lubricant, also TospearlTM 105, 120, 130, 145, 240 polydimethyl siloxane polymers available from GE Silicones, since they can provide a "roller- bearing" action.
  • solid polymeric particles When solid polymeric particles are present, they are present at an effective amount to provide lubrication of the fibers, typically from about 0.01% to about 3%, preferably from about 0.05% to about 1%, more preferably from about 0.1% to about 0.5%, by weight of the usage composition.
  • quaternary ammonium compounds with alkyl substituents are suitable for this composition
  • quaternary ammonium compounds that contain hydrocarbon groups, including substituted groups and groups that are part of, e.g., acyl groups, which are unsaturated or branched are particularly suited for this composition.
  • amine precursors of the quaternary ammonium compounds can themselves be useful in this composition.
  • Typical levels of incorporation of the quaternary ammonium compound (active) in the wrinkle composition are of from about 0.025% to about 10% by weight, preferably from about 0.05% to about 5%, more preferably from about 0.1 % to about 3%, and even more preferably from about 0.2% to about 2%, by weight of the composition, and preferably is biodegradable as disclosed hereinafter.
  • Suitable quaternary ammonium compounds for use in the wrinkle composition have been previously disclosed in U. S. Pat. No. 5,759,990, issued Jun. 2, 1998 in the names of E. H. Wahl, H. B. Tordil, T. Trinh, E. R. Carr, R. O. Keys, and L. M. Meyer, for Concentrated Fabric Softening Composition with Good Freeze/Thaw Recovery and Highly Unsaturated Fabric Softener Compound Therefor, and in U. S. Pat. No. 5,747,443, issued May 5, 1998 in the names of Wahl, Trinh, Gosselink, Letton, and Sivik for Fabric Softening Compound/Composition.
  • phase transition temperature is the phase transition temperature.
  • the phase transition temperature of the quaternary ammonium active or mixture of actives, containing less than about 5% organic solvent or water is less than about 50°C, more preferably less than about 35°C, even more preferably less than about 20°C, and yet even more preferably less than about 10°C, or is amorphous and has no significant endothermic phase transition in the region from about -50°C to about 100°C.
  • the phase transition temperature can be measured with a Mettler TA 3000 differential scanning calorimeter with Mettler TC 10A Processor.
  • quaternary ammonium compounds or amine precursors are defined hereinafter.
  • the first type of DEQA preferably comprises, as the principal active, [DEQA (1)] compounds of the formula ⁇ R4-m - N + - [(CH 2 )n - Y - R 1 ] m ⁇ X "
  • each R substituent is either hydrogen, a short chain C-i-C ⁇ , preferably C1-C3 alkyl or hydroxyalkyl group, e.g., methyl (most preferred), ethyl, propyl, hydroxyethyl, and the like, poly (C2-.3 alkoxy), preferably polyethoxy, group, benzyl, or mixtures thereof; each m is 2 or 3; each n is from 1 to about 4, preferably 2; each Y is -O-(O)C-, -C(O)-O-, -NR-C(O)-, or -C(O)-NR-; the sum of carbons in each R 1 , plus one when Y is -O-(O)C- or -NR-C(O) -, is C12- 22 ' preferably C14-C20.
  • each R 1 being a hydrocarbyl, or substituted hydrocarbyl group
  • X " can be any quaternary ammonium-compatible anion, preferably, chloride, bromide, methylsulfate, ethylsulfate, sulfate, and nitrate, more preferably chloride or methyl sulfate (As used herein, the "percent of quaternary ammonium active" containing a given R 1 group is based upon taking a percentage of the total active based upon the percentage that the given R "1 group is, of the total R 1 groups present.);
  • DEQA (2) A second type of DEQA active [DEQA (2)] has the formula:
  • DEQA (2) is the "propyl" ester quaternary ammonium active having the formula 1 ,2-di(acyloxy)-3- trimethylammoniopropane chloride, where the acyl is the same as that of FA-! disclosed hereinafter.
  • Some preferred wrinkle compositions of the present invention contain as an essential component from about 0.025% to about 10%, preferably from about 0.05% to about 5%, more preferably from about 0.1 % to about 3%, and even more preferably from about 0.2% to about 2% by weight of the composition, of quaternary ammonium active having the formula:
  • each R 1 in a compound is a C ⁇ -C22 hydrocarbyl group, preferably having an IV from about 70 to about 140 based upon the IV of the equivalent fatty acid with the cis/trans ratio preferably being as described hereinafter, m is a number from 1 to 3 on the weight average in any mixture of compounds, each R in a compound is a C-1.3 alkyl or hydroxy alkyl group, the total of m and the number of R groups that are hydroxyethyl groups equaling 3, and X is a quaternary ammonium compatible anion, preferably methyl sulfate.
  • the cis:trans isomer ratio of the fatty acid (of the C18:1 component) is at least about 1 :1 , preferably about 2:1 , more preferably about 3:1 , and even more preferably about 4:1 , or higher.
  • These preferred compounds, or mixtures of compounds have (a) either a Hunter "L" transmission of at least about 85, typically from about 85 to about 95, preferably from about 90 to about 95, more preferably above about 95, if possible, (b) only low, relatively non-detectable levels, at the conditions of use, of odorous compounds selected from the group consisting of: isopropyl acetate; 2,2'-ethylidenebis(oxy)bis-propane; 1 ,3,5-trioxane; and/or short chain fatty acid (4-12, especially 6-10, carbon atoms) esters, especially methyl esters; or (c) preferably, both.
  • odorous compounds selected from the group consisting of: isopropyl acetate; 2,2'-ethylidenebis(oxy)bis-propane; 1 ,3,5-trioxane; and/or short chain fatty acid (4-12, especially 6-10, carbon atoms) esters, especially methyl esters; or (c
  • the Hunter L transmission is measured by (1 ) mixing the quaternary ammonium active with solvent at a level of about 10% of active, to assure clarity, the preferred solvent being ethoxylated (one mole EO) 2,2,4-trimethyl-1 ,3- pentanediol and (2) measuring the L color value against distilled water with a Hunter ColorQUEST® colorimeter made by Hunter Associates Laboratory, Reston, Virginia.
  • the level of odorant is defined by measuring the level of odorant in a headspace over a sample of the quaternary ammonium active (about 92% active). Chromatograms are generated using about 200 mL of head space sample over about 2.0 grams of sample. The head space sample is trapped on to a solid absorbent and thermally desorbed onto a column directly via cryofocussing at about -100°C. The identifications of materials is based on the peaks in the chromatograms. Some impurities identified are related to the solvent used in the quaternization process, (e.g., ethanol and isopropanol). The ethoxy and methoxy ethers are typically sweet in odor.
  • Cg -Cs methyl esters found in a typical current commercial sample, but not in the typical quaternary ammonium actives of this invention. These esters contribute to the perceived poorer odor of the current commercial samples.
  • the level of each odorant in ng/L found in the head space over a preferred active is as follows: Isopropyl acetate - ⁇ 1 ; 1 ,3,5- trioxane - ⁇ 5; 2,2'-ethylidenebis(oxy)-bispropane - ⁇ 1 ; C 6 methyl ester - ⁇ 1 ; C 8 Methyl ester - ⁇ 1 ; and C 10 Methyl ester - ⁇ 1.
  • the acceptable level of each odorant is as follows: isopropyl acetate should be less than about 5, preferably less than about 3, and more preferably less than about 2, nanograms per liter ( ⁇ g/L.); 2,2'-ethylidenebis(oxy)bis-propane should be less than about 200, preferably less than about 100, more preferably less than about 10, and even more preferably less than about 5, nanograms per liter ( ⁇ g/L.); 1 ,3,5-trioxane should be less than about 50, preferably less than about 20, more preferably less than about 10, and even more preferably less than about 7, nanograms per liter ( ⁇ g/L.); and/or each short chain fatty acid (4-12, especially 6- 10, carbon atoms) ester, especially methyl esters should be less than about 4, preferably less than about 3, and more preferably less than about 2, nanograms per liter ( ⁇ g/L.).
  • the elimination of color and odor materials can either be accomplished after formation of the compound, or, preferably, by selection of the reactants and the reaction conditions.
  • the reactants are selected to have good odor and color.
  • the reactants can be cleaned up prior to use.
  • the fatty acid reactant can be double or triple distilled to remove color and odor causing bodies and remove short chain fatty acids.
  • the color of a triethanolamine reactant if used, needs to be controlled to a low color level (e.g., a color reading of about 20 or less on the APHA scale).
  • the degree of clean up required is dependent on the level of use, clarity of the product, and the presence of other ingredients. For example, adding a dye or starting with an opaque product can cover up some colors. However, for clear and/or light colored products, the color must be almost non-detectable. This is especially true as the level of the quaternary ammonium compound used in the product goes up. The degree of clean up would be especially important in products sold as concentrates that are intended for dilution by the consumer.
  • Odor quality can be further improved by use of, e.g., ethanol as the quaternization reaction solvent.
  • Preferred biodegradable quaternary ammonium compounds comprise quaternary ammonium salt, the quaternary ammonium salt being a quatemized product of the condensation reaction between: a)-a fraction of saturated or unsaturated, linear or branched fatty acids, or of derivatives of said acids, said fatty acids or derivatives each possessing a hydrocarbon chain in which the number of atoms is between 5 and 21 , and b)-triethanolamine, characterized in that said condensation product has an acid value, measured by titration of the condensation product with a standard KOH solution against a phenolphthalein indicator, of less than about 6.5.
  • the acid value is preferably less than or equal to about 5, more preferably less than about 3.
  • the acid value is determined by titration of the condensation product with a standard KOH solution against a phenolphthalein indicator according to ISO#53402.
  • the Acid Value (AV) is expressed as mg KOH/g of the condensation product.
  • These quaternary ammonium compounds for use herein are typically mixtures of materials.
  • the weight percentages of compounds wherein one (monoester), two (diester), or three (triester) of the triethanolamine hydroxy groups is esterified with a fatty acyl group are as follows: Monoester - from about 12% to about 22%; diester - from about 43% to about 57%; and triester - from about 13% to about 28%.
  • These compounds, as formed and used in the formulation of wrinkle compositions typically contain from about 6% to about 20% by weight of solvent, e.g., from about 3% to about 10% of a lower molecular alcohol like ethanol and from about 3% to about 10% of solvent that is more hydrophobic, like hexylene glycol.
  • solvent e.g., from about 3% to about 10% of a lower molecular alcohol like ethanol and from about 3% to about 10% of solvent that is more hydrophobic, like hexylene glycol.
  • Preferred cationic, preferably biodegradable, quaternary, ammonium compounds can contain the group -(O)CR 1 which is derived from animal fats, unsaturated, and polyunsaturated, fatty acids, e.g., oleic acid, and/or partially hydrogenated fatty acids, derived from vegetable oils and/or partially hydrogenated vegetable oils, such as, canola oil, safflower oil, peanut oil, sunflower oil, corn oil, soybean oil, tall oil, rice bran oil, etc.
  • fatty acids FA are listed in U.S. Pat. No. 5,759,990 at column 4, lines 45-66.
  • FA's that can be blended, to form FA's of this invention are as follows:
  • FA-! is a partially hydrogenated fatty acid prepared from canola oil
  • FA ⁇ is a fatty acid prepared from soy bean oil
  • FA 3 is a slightly hydrogenated tallow fatty acid.
  • Preferred quaternary ammonium actives contain an effective amount of molecules containing two ester linked hydrophobic groups [R ⁇ C(CO)0-], said actives being referred to herein as "DEQA's”, are those that are prepared as a single DEQA from blends of all the different fatty acids that are represented (total fatty acid blend), rather than from blends of mixtures of separate finished DEQA's that are prepared from different portions of the total fatty acid blend.
  • the fatty acyl groups are unsaturated, e.g., from about 50% to 100%, preferably from about 55% to about 99%, more preferably from about 60% to about 98%, and that the total level of active containing polyunsaturated fatty acyl groups (TPU) be preferably from 0% to about 30%.
  • the cis/trans ratio for the unsaturated fatty acyl groups is usually important, with the cis/trans ratio being from about 1 :1 to about 50:1 , the minimum being about 1 :1 , preferably at least about 3:1 , and more preferably from about 4:1 to about 20:1.
  • the "percent of quaternary ammonium active" containing a given R ⁇ group is the same as the percentage of that same R1 group is to the total R 1 groups used to form all of the quaternary ammonium actives.
  • These unsaturated actives are also easier to process at lower temperatures.
  • These highly unsaturated materials total level of active containing polyunsaturated fatty acyl groups (TPU) being typically from about 3% to about 30%, with only the low amount of solvent that normally is associated with such materials, i.e., from about 5% to about 20%, preferably from about 8% to about 25%, more preferably from about 10 to about 20%, weight of the total quaternary ammonium/solvent mixture are easier to formulate into the product and remain in stable solutions, emulsions, and or dispersions longer.
  • This ability to process the actives at low temperatures is especially important for the polyunsaturated groups, since it minimizes degradation. Additional protection against degradation can be provided when the compounds and wrinkle compositions contain effective antioxidants, chelants, and/or reducing agents, as disclosed hereinafter.
  • substituents R and R 1 can optionally be substituted with various groups such as alkoxy or hydroxyl groups, and can be straight, or branched so long as the R ⁇ groups maintain their basically hydrophobic character.
  • a preferred long chain DEQA is the DEQA prepared from sources containing high levels of polyunsaturation, i.e., N,N-di(acyl-oxyethyl)-N,N- methylhydroxyethylammonium methyl sulfate, where the acyl is derived from fatty acids containing sufficient polyunsaturation, e.g., mixtures of tallow fatty acids and soybean fatty acids.
  • Another preferred long chain DEQA is the dioleyl (nominally) DEQA, i.e., DEQA in which N,N-di(oleoyl-oxyethyl)-N,N- methylhydroxyethylammonium methyl sulfate is the major ingredient.
  • Preferred sources of fatty acids for such DEQAs are vegetable oils, and/or partially hydrogenated vegetable oils, with high contents of unsaturated, e.g., oleoyl groups.
  • the DEQA diester Preferably, at least about 30% of the DEQA is in the diester form, and from 0% to about 30% can be DEQA monoester, e.g., there are three R groups and one R "1 group.
  • the above compounds can be prepared using standard reaction chemistry.
  • triethanolamine of the formula N(CH2CH2 ⁇ H)3 is esterified, preferably at two hydroxyl groups, with an acid chloride of the formula R 1 C(0)CI, to form an amine which can be made cationic by acidification (one R is H) to be one type of active, or then quaternized with an alkyl halide, RX, to yield the desired reaction product (wherein R and R 1 are as defined hereinbefore).
  • RX alkyl halide
  • each R 1 is a hydrocarbyl, or substituted hydrocarbyl, group, preferably, alkyl, monounsaturated alkenyl, and polyunsaturated alkenyl groups, with the quaternary ammonium active containing polyunsaturated alkenyl groups being preferably at least about 3%, more preferably at least about 5%, more preferably at least about 10%, and even more preferably at least about 15%, by weight of the total quaternary ammonium active present; the actives preferably containing mixtures of R1 groups, especially within the individual molecules.
  • the DEQAs herein can also contain a low level of fatty acid, which can be from unreacted starting material used to form the DEQA and/or as a by-product of any partial degradation (hydrolysis) of the quaternary ammonium active in the finished composition. It is preferred that the level of free fatty acid be low, preferably below about 15%, more preferably below about 10%, and even more preferably below about 5%, by weight of the quaternary ammonium active.
  • the quaternary ammonium actives herein are preferably prepared by a process wherein a chelant, preferably a diethylenetriaminepentaacetate (DTPA) and/or an ethylene diamine-N,N'-disuccinate (EDDS) is added to the process.
  • a chelant preferably a diethylenetriaminepentaacetate (DTPA) and/or an ethylene diamine-N,N'-disuccinate (EDDS) is added to the process.
  • DTPA diethylenetriaminepentaacetate
  • EDDS ethylene diamine-N,N'-disuccinate
  • Another acceptable chelant is tetrakis-(2-hydroxylpropyl) ethylenediamine (TPED).
  • antioxidants are added to the fatty acid immediately after distillation and/or fractionation and/or during the esterification reactions and/or post-added to the finished quaternary ammonium active.
  • the resulting active has reduced discoloration and malodor associated there
  • the total amount of added chelating agent is preferably within the range of from about 10 ppm to about 5,000 ppm, more preferably within the range of from about 100 ppm to about 2500 ppm by weight of the formed quaternary ammonium active.
  • the source of triglyceride is preferably selected from the group consisting of animal fats, vegetable oils, partially hydrogenated vegetable oils, and mixtures thereof.
  • the vegetable oil or partially hydrogenated vegetable oil is selected from the group consisting of canola oil, partially hydrogenated canola oil, safflower oil, partially hydrogenated safflower oil, peanut oil, partially hydrogenated peanut oil, sunflower oil, partially hydrogenated sunflower oil, corn oil, partially hydrogenated corn oil, soybean oil, partially hydrogenated soybean oil, tall oil, partially hydrogenated tall oil, rice bran oil, partially hydrogenated rice bran oil, and mixtures thereof.
  • the source of triglyceride is canola oil, partially hydrogenated canola oil, and mixtures thereof.
  • the process can also include the step of adding from about 0.01% to about 2% by weight of the composition of an antioxidant compound to any or all of the steps in the processing of the triglyceride up to, and including, the formation of the quaternary ammonium active.
  • the additional actives herein are preferably those that are highly unsaturated versions of the traditional quaternary ammonium actives, i.e., di-long chain alkyl nitrogen derivatives, normally cationic materials, such as dioleyldimethylammonium chloride and imidazolinium compounds as described hereinafter.
  • Examples of more biodegradable fabric quaternary ammonium actives can be found in U.S. Pat. Nos. 3,408,361 , Mannheimer, issued Oct. 29, 1968; 4,709,045, Kubo et al., issued Nov. 24, 1987; 4,233,451 , Pracht et al., issued Nov. 11 , 1980; 4,127,489, Pracht et al., issued Nov.
  • suitable wrinkle compositions can include combinations of quaternary ammonium actives disclosed herein.
  • Anion A In the cationic nitrogenous salts herein, the anion A" , which is any quaternary ammonium compatible anion, provides electrical neutrality. Most often, the anion used to provide electrical neutrality in these salts is from a strong acid, especially a halide, such as chloride, bromide, or iodide. However, other anions can be used, such as methylsulfate, ethylsulfate, acetate, formate, sulfate, carbonate, and the like. Chloride and methylsulfate are preferred herein as anion A. The anion can also, but less preferably, carry a double charge in which case A " represents half a group.
  • quaternary ammonium compound disclosed herein can offer additional benefits including improved softening and handfeel as well as protection and/or restoration of fibers and fabric appearance.
  • the liquid carrier employed in the instant compositions is preferably at least primarily water due to its low cost, relative availability, safety, and environmental compatibility.
  • the level of water in the liquid carrier is preferably at least about 50%, most preferably at least about 60%, by weight of the carrier.
  • Mixtures of water and low molecular weight, e.g., ⁇ about 200, organic solvent, e.g., lower alcohols such as ethanol, propanol, isopropanol or butanol are useful as the carrier liquid.
  • Low molecular weight alcohols include monohydric, dihydric (glycol, etc.) trihydric (glycerol, etc.), and higher polyhydric (polyols) alcohols.
  • compositions containing both saturated and unsaturated diester quaternary ammonium compounds can be prepared that are stable without the addition of concentration aids.
  • the compositions of the present invention may require organic and/or inorganic concentration aids to go to even higher concentrations and/or to meet higher stability standards depending on the other ingredients.
  • concentration aids which typically can be viscosity modifiers may be needed, or preferred, for ensuring stability under extreme conditions when particular softener active levels are used.
  • the surfactant concentration aids are typically selected from the group consisting of (1) single long chain alkyl cationic surfactants; (2) nonionic surfactants; (3) amine oxides; (4) fatty acids; and (5) mixtures thereof. These aids are described in WO 94/20597, specifically on page 14, line 12 to page 20, line 12, which is herein incorporated by reference.
  • the total level is from 0.1 % to 20%, preferably from 0.2% to 10%, more preferably from 0.5% to 5%, and even more preferably from 0.5% to 2% by weight of the composition.
  • These materials can either be added as part of the active softener raw material, (I), e.g., the mono- long chain alkyl cationic surfactant and/or the fatty acid which are reactants used to form the biodegradable fabric softener active as discussed hereinbefore, or added as a separate component.
  • the total level of dispersibility aid includes any amount that may be present as part of component (I).
  • Inorganic viscosity/dispersibility control agents which can also act like or augment the effect of the surfactant concentration aids, include water-soluble, ionizable salts which can also optionally be incorporated into the compositions of the present invention.
  • ionizable salts can be used. Examples of suitable salts are the 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.
  • the ionizable salts are particularly useful during the process of mixing the ingredients to make the compositions herein, and later to obtain the desired viscosity.
  • the amount of ionizable salts used depends on the amount of active ingredients used in the compositions and can be adjusted according to the desires of the formulator. Typical levels of salts used to control the composition viscosity are from about 20 to about 20,000 parts per million (ppm), preferably from about 20 to about 11 ,000 ppm, by weight of the composition.
  • Alkylene polyammonium salts can be incorporated into the composition to give viscosity control in addition to or in place of the water-soluble, ionizable salts above.
  • these agents can act as scavengers, forming ion pairs with anionic detergent carried over from the main wash, in the rinse, and on the fabrics, and may improve softness performance. These agents may stabilize the viscosity over a broader range of temperature, especially at low temperatures, compared to the inorganic electrolytes.
  • alkylene polyammonium salts include l-lysine monohydrochloride and 1 ,5-diammonium 2-methyl pentane dihydrochloride.
  • Stabilizers can be present in the compositions of the present invention.
  • the term "stabilizer,” as used herein, includes antioxidants and reductive agents. These agents are present at a level of from 0% to about 2%, preferably from about 0.01 % to about 0.2%, more preferably from about 0.035% to about 0.1 % for antioxidants, and more preferably from about 0.01% to about 0.2% for reductive agents. These assure good odor stability under long term storage conditions for the compositions and compounds stored in molten form.
  • the use of antioxidants and reductive agent stabilizers is especially critical for low scent products (low perfume).
  • antioxidants examples include a mixture of ascorbic acid, ascorbic palmitate, propyl gallate, available from Eastman Chemical Products, Inc., under the trade names Tenox® PG and Tenox S-1 ; a mixture of BHT (butylated hydroxytoluene), BHA (butylated hydroxyanisole), propyl gallate, and citric acid, available from Eastman Chemical Products, Inc., under the trade name Tenox-6; butylated hydroxytoluene, available from UOP Process Division under the trade name Sustane® BHT; tertiary butylhydroquinone, Eastman Chemical Products, Inc., as Tenox TBHQ; natural tocopherols, Eastman Chemical Products, Inc., as Tenox GT-1/GT-2; and butylated hydroxyanisole, Eastman Chemical Products, Inc., as BHA; long chain esters (C8-C22) of gallic acid, e.g., dodecyl gallate, available from Eastman Chemical Products, Inc.
  • Irganox® B 1171 Irganox® 1425; Irganox® 3114; Irganox® 3125; and mixtures thereof; preferably Irganox® 3125, Irganox® 1425, Irganox® 3114, and mixtures thereof; more preferably Irganox® 3125 alone.
  • the chemical names and CAS numbers for some of the above stabilizers are listed in Table II below.
  • Irganox® 1035 41484-35-9 Thiodiethylene bis(3,5-di-tert-butyl-4- hydroxyhydrocinnamate
  • reductive agents examples include sodium borohydride, hypophosphorous acid, Irgafos® 168, and mixtures thereof.
  • antimicrobial preservative can be added to the composition of the present invention. Contamination by certain microorganisms with subsequent microbial growth can result in an unsightly and/or malodorous solution. Because microbial growth in solutions is highly objectionable when it occurs, it is highly preferable to include an antimicrobial preservative, which is effective for inhibiting and/or regulating microbial growth in order to increase storage stability of the composition.
  • a broad spectrum preservative e.g., one that is effective on both bacteria (both gram positive and gram negative) and fungi.
  • a limited spectrum preservative e.g., one that is only effective on a single group of microorganisms, e.g., fungi, can be used in combination with a broad spectrum preservative or other limited spectrum preservatives with complimentary and/or supplementary activity.
  • a mixture of broad spectrum preservatives can also be used.
  • aminocarboxylate chelators such as those described hereinbefore, can be used alone or as potentiators in conjunction with other preservatives.
  • chelators which include, e.g., ethylenediaminetetraacetic acid (EDTA), hydroxyethylenediaminetriacetic acid, diethylenetriaminepentaacetic acid, and other aminocarboxylate chelators, and mixtures thereof, and their salts, and mixtures thereof, can increase preservative effectiveness against Gram-negative bacteria, especially Pseudomonas species.
  • Antimicrobial preservatives useful in the present invention include biocidal compounds, i.e., substances that kill microorganisms, or biostatic compounds, i.e., substances that inhibit and/or regulate the growth of microorganisms.
  • preservatives such as short chain alkyl esters of p-hydroxybenzoic acid, commonly known as parabens; N-(4-chlorophenyl)-N'-(3,4-dichlorophenyl) urea, also known as 3,4,4'-trichlorocarbanilide or triclocarban; 2,4,4'-trichloro-2'- hydroxy diphenyl ether, commonly known as triclosan are useful preservative in the present invention.
  • Still other preferred preservatives are the water-soluble preservatives, i.e. those that have a solubility in water of at least about 0.3 g per 100 ml of water, i.e., greater than about 0.3% at room temperature, preferably greater than about 0.5% at room temperature.
  • the preservative in the present invention is included at an effective amount.
  • effective amount means a level sufficient to prevent spoilage, or prevent growth of inadvertently added microorganisms, for a specific period of time.
  • the preservative is not being used to kill microorganisms on the surface onto which the composition is deposited in order to eliminate odors produced by microorganisms. Instead, it is preferably being used to prevent spoilage of the solution in order to increase the shelf-life of the composition.
  • Preferred levels of preservative are from about 0.0001 % to about 0.5%, more preferably from about 0.0002% to about 0.2%, most preferably from about 0.0003% to about 0.1 %, by weight of the usage composition.
  • the preservative can be any organic preservative material which will not cause damage to fabric appearance, e.g., discoloration, coloration, bleaching.
  • Preferred water-soluble preservatives include organic sulfur compounds, halogenated compounds, cyclic organic nitrogen compounds, low molecular weight aldehydes, quaternary ammonium compounds, dehydroacetic acid, phenyl and phenolic compounds, and mixtures thereof.
  • Non-limiting examples of preferred water-soluble preservatives for use in the present invention can be found in U.S. Patent 5,714,137, incorporated hereinbefore by reference, as well as co-pending application PCT/US 98/12154 pages 29 to 36.
  • Preferred water-soluble preservatives for use in the present invention are organic sulfur compounds. Some non-limiting examples of organic sulfur compounds suitable for use in the present invention are:
  • a preferred preservative is an antimicrobial, organic preservative containing 3- isothiazolone groups. This class of compounds is disclosed in U.S. Pat. No. 4,265,899, Lewis et al., issued May 5, 1981 , and incorporated herein by reference.
  • a preferred preservative is a water-soluble mixture of 5-chloro-2- methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one, more preferably a mixture of about 77% 5-chloro-2-methyl-4-isothiazolin-3-one and about 23% 2- methyl-4-isothiazolin-3-one, a broad spectrum preservative available as a 1.5%
  • Kathon When Kathon is used as the preservative in the present invention it is present at a level of from about 0.0001% to about 0.01%, preferably from about 0.0002% to about 0.005%, more preferably from about 0.0003% to about 0.003%, most preferably from about 0.0004% to about 0.002%, by weight of the composition.
  • isothiazolins include 1 ,2-benzisothiazolin-3-one, available under the trade
  • Proxel and Promexal are available from Zeneca. They have stability over a wide pH range (i.e., 4-12). Neither contain active halogen and are not formaldehyde releasing preservatives. Both Proxel and Promexal are effective against typical Gram negative and positive bacteria, fungi and yeasts when used at a level from about 0.001% to about 0.5%, preferably from about 0.005% to about 0.05%, and most preferably from about 0.01 % to about 0.02% by weight of the usage composition.
  • Another preferred organic sulfur preservative is sodium pyrithione, with water solubility of about 50%.
  • sodium pyrithione is typically present at a level of from about 0.0001 % to about 0.01 %, preferably from about 0.0002% to about 0.005%, more preferably from about 0.0003% to about 0.003%, by weight of the usage composition.
  • Mixtures of the preferred organic sulfur compounds can also be used as the preservative in the present invention.
  • composition may suitably use an optional solubilized, water-soluble antimicrobial active, useful in providing protection against organisms that become attached to the treated material.
  • an optional solubilized, water-soluble antimicrobial active useful in providing protection against organisms that become attached to the treated material.
  • the free, uncomplexed antimicrobial, e.g., antibacterial, active provides an optimum antibacterial performance.
  • compositions of the present invention containing, antimicrobial materials, e.g., antibacterial halogenated compounds, quaternary compounds, and phenolic compounds.
  • antimicrobial materials e.g., antibacterial halogenated compounds, quaternary compounds, and phenolic compounds.
  • Some of the more robust antimicrobial halogenated compounds which can function as disinfectants/sanitizers as well as finish product preservatives (vide infra), and are useful in the compositions of the present invention include 1 ,1'-hexamethylene bis(5-(p-chlorophenyl)biguanide), commonly known as chlorhexidine, and its salts, e.g., with hydrochloric, acetic and gluconic acids.
  • the digluconate salt is highly water-soluble, about 70% in water, and the diacetate salt has a solubility of about 1.8% in water.
  • chlorhexidine When used as a sanitizer in the present invention it is typically present at a level of from about 0.001% to about 0.4%, preferably from about 0.002% to about 0.3%, and more preferably from about 0.01 % to about 0.1 %, by weight of the usage composition. In some cases, a level of from about 1% to about 2% may be needed for virucidal activity.
  • Other useful biguanide compounds include Cosmoci® CQ®, Vantocil® IB, including poly (hexamethylene biguanide) hydrochloride.
  • Other useful cationic antimicrobial agents include the bis-biguanide alkanes.
  • Usable water soluble salts of the above are chlorides, bromides, sulfates, alkyl sulfonates such as methyl sulfonate and ethyl sulfonate, phenylsulfonates such as p-methylphenyl sulfonates, nitrates, acetates, gluconates, and the like.
  • the bis biguanide of choice is chlorhexidine and its salts, e.g., digluconate, dihydrochloride, diacetate, and mixtures thereof.
  • Quaternary Compounds A wide range of quaternary compounds can also be used as antimicrobial actives, in conjunction with the preferred surfactants, for compositions of the present invention that do not contain cyclodextrin.
  • useful quaternary compounds include: (1 ) benzalkonium chlorides and/or substituted benzalkonium chlorides such as commercially available Barquat® (available from Lonza), Maquat® (available from Mason), Variquat® (available from Witco/Sherex), and Hyamine® (available from Lonza); (2) dialkyl quaternary such as Bardac® products of Lonza, (3) N-(3-chloroallyl) hexaminium chlorides such as Dowicide® and Dowicil® available from Dow; (4) benzethonium chloride such as Hyamine® 1622 from Rohm & Haas; (5) methylbenzethonium chloride represented by Hyamine® 10X supplied by Rohm & Haas, (6) cet
  • Typical concentrations for biocidal effectiveness of these quaternary compounds range from about 0.001% to about 0.8%, preferably from about 0.005% to about 0.3%, more preferably from about 0.01% to 0.2%, by weight of the usage composition.
  • the corresponding concentrations for the concentrated compositions are from about 0.003% to about 2%, preferably from about 0.006% to about 1.2%, and more preferably from about 0.1 % to about 0.8% by weight of the concentrated compositions.
  • the present invention can contain a perfume. Suitable perfumes are disclosed in U.S. Pat. 5,500,138, said patent being incorporated herein by reference.
  • perfume includes fragrant substance or mixture of substances including natural (i.e., obtained by extraction of flowers, herbs, leaves, roots, barks, wood, blossoms or plants), artificial (i.e., a mixture of different nature oils or oil constituents) and synthetic (i.e., synthetically produced) odoriferous substances.
  • natural i.e., obtained by extraction of flowers, herbs, leaves, roots, barks, wood, blossoms or plants
  • artificial i.e., a mixture of different nature oils or oil constituents
  • synthetic i.e., synthetically produced
  • perfumes are complex mixtures of a plurality of organic compounds.
  • perfume ingredients useful in the perfumes of the present invention compositions include, but are not limited to, hexyl cinnamic aldehyde; amyl cinnamic aldehyde; amyl salicylate; hexyl salicylate; terpineol; 3,7-dimethyl-c/s- 2,6-octadien-1-ol; 2,6-dimethyl-2-octanol; 2,6-dimethyl-7-octen-2-ol; 3,7-dimethyl- 3-octanol; 3,7-dimethyl-frans-2,6-octadien-1-ol; 3,7-dimethyl-6-octen-1-ol; 3,7- dimethyl-1-octanol; 2-methyl-3-(para-tert-butylphenyl)-propionaldehyde; 4-(4- hydroxy-4-methylpentyl)-3-cyclohexene-1-carboxal
  • fragrance materials include, but are not limited to, orange oil; lemon oil; grapefruit oil; bergamot oil; clove oil; dodecalactone gamma; methyl-2-(2-pentyl-3-oxo-cyclopentyl) acetate; beta-naphthol methylether; methyl- beta-naphthylketone; coumarin; decylaldehyde; benzaldehyde; 4-tert- butylcyclohexyl acetate; alpha, alpha-dimethylphenethyl acetate; methylphenylcarbinyl acetate; Schiffs base of 4-(4-hydroxy-4-methylpentyl)-3- cyclohexene-1-carboxaldehyde and methyl anthranilate; cyclic ethyleneglycol diester of tridecandioic acid; 3,7-dimethyl-2,6-octadiene-1-nitrile; ionone
  • perfume components are geraniol; geranyl acetate; linalool; linalyl acetate; tetrahydrolinalool; citronellol; citronellyl acetate; dihydromyrcenol; dihydromyrcenyl acetate; tetrahydromyrcenol; terpinyl acetate; nopol; nopyl acetate; 2-phenylethanol; 2-phenylethyl acetate; benzyl alcohol; benzyl acetate; benzyl salicylate; benzyl benzoate; styrallyl acetate; dimethylbenzylcarbinol; trichloromethylphenylcarbinyl methylphenylcarbinyl acetate; isononyl acetate; vetiveryl acetate; vetiverol; 2-methyl-3-(p-tert-butylphenyl)-propanal; 2-methyl-3-(
  • the perfumes useful in the present invention compositions are substantially free of halogenated materials and nitromusks.
  • Suitable solvents, diluents or carriers for perfumes ingredients mentioned above are for examples, ethanol, isopropanol, diethylene glycol, monoethyl ether, dipropylene glycol, diethyl phthalate, triethyl citrate, etc.
  • the amount of such solvents, diluents or carriers incorporated in the perfumes is preferably kept to the minimum needed to provide a homogeneous perfume solution.
  • Perfume can be present at a level of from 0% to 10%, preferably from 0.1% to 5%, and more preferably from 0.2% to 3%, by weight of the finished composition.
  • Fabric softener compositions of the present invention provide improved fabric perfume deposition.
  • Perfume ingredients may also be suitably added as releasable fragrances, for example, as pro-perfumes or pro-fragrances as described in U.S.
  • Soil Release agents are desirably used in compositions of the instant invention. Any polymeric soil release agent known to those skilled in the art can optionally be employed in the compositions of this invention. Polymeric soil release agents are characterized by having both hydrophilic segments, to hydrophilize the surface of hydrophobic fibers, such as polyester and nylon, and hydrophobic segments, to deposit upon hydrophobic fibers and remain adhered thereto through completion of washing and rinsing cycles and, thus, serve as an anchor for the hydrophilic segments. This can enable stains occurring subsequent to treatment with the soil release agent to be more easily cleaned in later washing procedures.
  • soil release agents will generally comprise from about 0.01% to about 10.0%, by weight, of the detergent compositions herein, typically from about 0.1 % to about 5%, preferably from about 0.2% to about 3.0%.
  • soil release agents include the METOLOSE SM100, METOLOSE SM200 manufactured by Shin-etsu Kagaku Kogyo K.K., SOKALAN type of material, e.g., SOKALAN HP-22, available from BASF (Germany), ZELCON 5126 (from Dupont) and MILEASE T (from ICI).
  • compositions according to the present invention are preferably the pH is greater than 3, preferably between 5 and 7, more preferably in the range of 5.5 to 6.5.. This range is preferred for fabric safety.
  • a lubricant of the diester quaternary ammonium type it is most preferred to have the conventional pH range, as measured in the neat compositions at 20 °C, of from 2.0 to 5, preferably in the range of 2.5 to 4.5, preferably about 2.5 to about 3.5.
  • the pH of these compositions herein can be regulated by the addition of a Bronsted acid.
  • the present invention can include optional components conventionally used in textile treatment compositions, for example, colorants, preservatives, bactericides, optical brighteners, opacifiers, anti-shrinkage agents, germicides, fungicides, anti-oxidants, dye fixing agent as described in EP 931133, enzymes, chelating agents, cyclodextrin as described in WO 98/56888, metallic salts to absorb amine and sulfur-containing compounds and selected from the group consisting of copper salts, zinc salts, and mixtures thereof, water-soluble polyionic polymers, e.g., water-soluble cationic polymer like polyamines, other antistatic agent, insect and/or moth repelling agents, colorants and dyes, anti- clogging agent, and the like; typical disclosure of which can be found in WO 98/56888.
  • colorants for example, colorants, preservatives, bactericides, optical brighteners, opacifiers, anti-shrinkage agents, germicides,
  • compositions are preferably free of any material that would soil or stain fabric, and are also substantially free of starch. Typically, there should be less than about 0.5%, by weight of the composition, preferably less than about 0.3%, more preferably less than about 0.1%, by weight of the composition, of starch and/or modified starch.
  • composition of the invention may take a variety of physical form including liquid, liquid-gel, paste-like, foam in either aqueous or non-aqueous form, powder like granular and tablet forms.
  • a preferred form of the composition is in a liquid form.
  • Non-limiting forms of articles of manufactures for the dispensing of the compositions of the invention includes aerosol, spray, foam, iron as well as refill and/or cartridge for such articles.
  • the composition When in a liquid form, the composition is preferably dispensed by a dispensing means such as a spray dispenser, aerosol dispenser, or refill thereof. Still another preferred dispensing means is by incorporation of the composition of the invention in the ironing tank per se, or via a cartridge preferably adapted for the iron and/or the spray dispenser.
  • a dispensing means such as a spray dispenser, aerosol dispenser, or refill thereof.
  • Still another preferred dispensing means is by incorporation of the composition of the invention in the ironing tank per se, or via a cartridge preferably adapted for the iron and/or the spray dispenser.
  • the present invention also relates to such compositions incorporated into a spray dispenser to create an article of manufacture that can facilitate treatment of fabric articles and/or surfaces with the compositions according to the invention at a level that is effective.
  • the spray dispenser comprises manually activated and non-manual powered (operated) spray means and a container containing the treating composition. Typical disclosure of such spray dispenser can be found in WO 96/04940 page 19 line 21 to page 22 line 27.
  • the spray dispenser is selected from spray dispenser comprising battery operated pump, spray dispenser comprising a trigger spray device, spray dispenser comprising a pressurized aerosol spray dispenser.
  • Method of use There is provided a method of treating fabrics, in particular to provide durable press on fabric, i.e. for providing wrinkle resistant fabrics, which comprises the steps of contacting the fabrics with a composition or a resin of the invention, as defined herein before, and subsequently curing the composition, preferably using a domestic process.
  • this method also provides additional benefits like a reduction of the time and/or effort involved to iron fabrics, crease resistance to fabrics, post wash wrinkle resistance, in-wear wrinkle resistance, and a reduction of the fabric aging upon multiple application.
  • contacting it is meant any steps that is suitable for providing a contact of the composition with the fabric. This can include by soaking, washing, rinsing, and/or spraying as well as by means of a dryer sheet onto which is adsorbed the composition.
  • the contacting occurs after the laundering and optional drying of the fabrics, e.g. by spraying.
  • the composition of the present invention is used as an ironing aid.
  • Still another preferred process is where the contacting occurs after the laundering and optional drying of the fabrics, e.g. by spraying, more preferably by spraying from the iron spray dispenser and/or via the vaporisation holes from the iron sole.
  • An effective amount of the composition can be sprayed onto fabric, wherein said fabric should not be sprayed to saturation.
  • the fabric can be cured by ironing at the normal temperature at which it should be ironed. Still another preferred way of treating the fabrics is when the fabric can be sprayed with an effective amount of the composition, allowed to dry and then ironed, or sprayed and ironed immediately.
  • Domestic curing of the fabric can also be caused by the heat used to dry the fabric, e.g. by tumble drying. Ironing is also particularly advantageous for curing the fabric. Without to be bound by theory, it is believed that the shorter time or the low temperatures used to domestically cure the cross-linking components mean that the fabric is made resistant to wrinkles without changing its tactile, or drape properties.
  • Still another advantage of the present invention is that when polyquaternary amine resins are used, such as in particular with Kymene compounds, the domestic curing can occur at room temperature, i.e. from 15 to 30°C. Still a further advantage of the above mentioned epichlorhydrin adducts is their usability in industrial treatment. Accordingly, there is also provided a method for treating fabric which comprises the steps of contacting the fabrics with a composition of the invention, and thereafter curing the fabrics. In this preferred method, the curing is that which is conventionally known in industrial process like padding.
  • the composition can be sprayed onto fabrics by an in-home de-wrinkling chamber containing the fabric to be dewrinkled, thereby providing ease of operation.
  • Conventional personal as well as industrial de-wrinkling apparatuses are suitable for use herein. Traditionally, these apparatuses act by a steaming process which effects a relaxation of the fibers. Examples of home dewrinkling chambers include shower stalls.
  • the spraying of the composition or compounds onto the fabrics can then occur within the chamber of the apparatus or before placing the fabrics into the chamber.
  • the spraying means should preferably be capable of providing droplets with a weight average diameter of from about 8 to about 100 ⁇ m, preferably from about 10 to about 50 ⁇ m.
  • the loading of moisture on fabrics made of natural and synthetic fibers is from about 5 to about 25%, more preferably from about 5 to about 10% by weight of the dried fabric.
  • Other conventional steps that can be carried out in the dewrinkling apparatus can be applied such as heating which will provide the curing step and drying.
  • the temperature profile inside the chamber ranges from about 40°C to about 80°C, more preferably from about 50°C to about 70°C.
  • the preferred length of the drying cycle is from about 15 to about 60 minutes, more preferably from about 20 to about 45 minutes.
  • the steaming step in the dewrinkling apparatus can also be eliminated if the composition is maintained at a temperature range from about 22°C (about 72°F) to about 76°C (170°F) before spraying.
  • the present invention encompasses the method of spraying a mist of an effective amount of solution of the invention composition onto fabric and/or fabric articles.
  • said fabric and/or fabric articles include, but are not limited to, clothes, curtains, drapes, upholstered furniture, carpeting, bed linens, bath linens, tablecloths, sleeping bags, tents, car interiors, etc.
  • the compositions herein are especially useful, when used to treat garments for extending the time before another wash cycle is needed.
  • Such garments include uniforms and other garments which are normally treated in an industrial process, which can be dewrinkled and the time between treatments extended.
  • an article of manufacture comprising a container and the composition of the invention in association with a set of instructions to use the composition in an amount effective to provide a solution to problems involving and/or provision of a benefit related to those selected from reducing wrinkles; improving the natural drape of fabrics, imparting a crisp finish to fabrics, reducing the time and/or effort involved to iron fabrics, imparting crease resistance to fabrics, imparting post wash wrinkle resistance to fabrics, imparting in-wear resistance to fabrics, imparting a reduction of the fabric aging upon multiple application. It is important that the consumer be aware of these additional benefits, since otherwise the consumer would not know that the composition would solve these problems and/or provide these benefits.
  • the phrase " in association with” means the set of instructions are either directly printed on the container itself or presented in a separate manner including, but not limited to, a brochure, print advertisement, electronic advertisement, and/or verbal communication, so as to communicate the set of instructions to a consumer of the article of manufacture.
  • the set of instructions preferably comprises the instruction to apply an effective amount of the composition, preferably by spraying, to provide the indicated benefit, e.g. wrinkles reduction; improving the natural drape of fabrics, imparting a crisp finish to fabrics, reducing the time and/or effort involved to iron fabrics, imparting crease resistance to fabrics, imparting post wash wrinkle resistance to fabrics, imparting in-wear wrinkle resistance to fabrics, and/or imparting a reduction of the fabric aging upon multiple application.
  • the abbreviated component identifications have the following meanings: Resin #1 Polyamide/polyamine/epichlorohydrin resin commercially available under the tradename Kymene 557H from Hercules Inc. Resin #2 Polyamide/polyamine/epichlorohydrin resin commercially available under the tradename Kymene ULX-2 from Hercules Inc. Resin #3 Polyamide/polyamine/epichlorohydrin resin commercially available under the tradename Luresin KNU from BASF. Luviskol K30 Polyvinylpyrrolidone (MW about 40,000 Dalton) available from BASF. DC 949 Amino-functional silicone emulsion available from Dow Corning
  • compositions according to the present invention are compositions according to the present invention :

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  • Compositions Of Macromolecular Compounds (AREA)

Abstract

L'invention concerne une composition permettant de limiter les plis et contenant une résine de réticulation cationique et un constituant pouvant être réticulé conjointement avec la résine et/ou un constituant contenant au moins une unité possédant une capacité d'inhibition du transfert de coloration; article fabriqué au moyen de ladite composition. L'invention concerne également un procédé servant à traiter des textiles afin d'améliorer différentes qualités, y compris la diminution des plis, améliorer le drapé naturel de ces textiles, conférer un toucher de finition sec à ces textiles, limiter la durée et/ou l'effort de repassage, conférer une résistance aux faux plis à ces textiles, une résistance aux plis après lavage, une résistance aux plis lorsqu'on porte ces textiles, ainsi qu'une limitation du vieillissement du tissu lors d'utilisations fréquentes.
PCT/US2000/029768 1999-10-27 2000-10-27 Composition resistante aux plis WO2001031113A1 (fr)

Priority Applications (5)

Application Number Priority Date Filing Date Title
EP00973986A EP1224354A1 (fr) 1999-10-27 2000-10-27 Composition resistante aux plis
AU12425/01A AU1242501A (en) 1999-10-27 2000-10-27 Wrinkle resistant composition
BR0015097-5A BR0015097A (pt) 1999-10-27 2000-10-27 Composição resistente a ruga
JP2001533244A JP2003513177A (ja) 1999-10-27 2000-10-27 しわ抵抗組成物
MXPA02004209A MXPA02004209A (es) 1999-10-27 2000-10-27 Composicion resistente a las arrugas.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP99870222.9 1999-10-27
EP99870222A EP1096056A1 (fr) 1999-10-27 1999-10-27 Composition pour rendre infroissable

Publications (1)

Publication Number Publication Date
WO2001031113A1 true WO2001031113A1 (fr) 2001-05-03

Family

ID=8243916

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2000/029768 WO2001031113A1 (fr) 1999-10-27 2000-10-27 Composition resistante aux plis

Country Status (7)

Country Link
EP (2) EP1096056A1 (fr)
JP (1) JP2003513177A (fr)
CN (1) CN1384895A (fr)
AU (1) AU1242501A (fr)
BR (1) BR0015097A (fr)
MX (1) MXPA02004209A (fr)
WO (1) WO2001031113A1 (fr)

Cited By (8)

* Cited by examiner, † Cited by third party
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WO2004018762A1 (fr) * 2002-08-21 2004-03-04 Koninklijke Philips Electronics N.V. Composition destinee a ameliorer l'infroissabilite des tissus, ingredient actif reduisant les plis utilise dans ladite composition, et cartouche contenant ladite composition
WO2004039930A2 (fr) * 2002-10-30 2004-05-13 Unilever Plc Composition pour proteger un tissu
US6897190B2 (en) 2002-02-28 2005-05-24 The Procter & Gamble Company Detergent compositions including dispersible polyolefin wax and method for using same
US7429558B2 (en) 2002-01-18 2008-09-30 Unilever Home & Personal Care Division Of Conopco, Inc. Azetidinium modified polymers and fabric treatment composition
US11649416B2 (en) 2017-10-13 2023-05-16 Conopco, Inc. Aqueous spray composition comprising silicone and perfume microemulsions
US11725163B2 (en) 2017-10-13 2023-08-15 Conopco, Inc. Aqueous spray composition
US11807834B2 (en) 2017-10-13 2023-11-07 Conopco, Inc. Aqueous spray composition
US11987771B2 (en) 2017-10-13 2024-05-21 Conopco, Inc. Fabric spray composition comprising a non-functionalized silicone nanoemulsion and peg-40 hydrogenated castor oil

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GB2381798A (en) * 2001-11-07 2003-05-14 Christopher Michael Carr Improving resistance to abrasion in garments
GB0200607D0 (en) * 2002-01-11 2002-02-27 Unilever Plc Improvements relating to garment care
US20060003913A1 (en) * 2004-06-30 2006-01-05 The Procter & Gamble Company Perfumed liquid laundry detergent compositions with functionalized silicone fabric care agents
EP2071070A1 (fr) 2007-12-11 2009-06-17 The Procter and Gamble Company Corps gonflable et kit pour déplier les vêtements
CN101956322B (zh) * 2010-09-17 2012-02-08 四川省纺织科学研究院 一种无甲醛织物免烫整理剂及其制备方法和应用
SE1651136A1 (en) 2016-08-24 2018-02-25 Organoclick Ab Bio-based pec compositions as binders for fiber based materials, textiles, woven and nonwoven materials
EP3504262B1 (fr) 2016-08-24 2021-01-27 OrganoClick AB Compositions polyelectrolytiques a base bio contenant des graisses avec une hydrophobicité accrue
CN109689761B (zh) 2016-08-24 2022-07-08 有机点击股份公司 包含非水溶性颗粒的生物基聚电解质络合物组合物
CN111212897A (zh) * 2017-11-29 2020-05-29 荷兰联合利华有限公司 衣物复新中的改善和与衣物复新相关的改善
US20210163774A1 (en) * 2019-01-09 2021-06-03 Hewlett-Packard Development Company, L.P. Fluid sets
CN113308900A (zh) * 2021-06-08 2021-08-27 安徽弋尚纺织科技有限公司 一种抗皱耐磨的西服面料的生产工艺

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GB2185499A (en) * 1986-01-18 1987-07-22 Bip Chemicals Ltd Treatment of cellulosic textile fabrics
EP0378871A2 (fr) * 1988-12-21 1990-07-25 The Procter & Gamble Company Composition de traitement de matériaux textiles
US5342875A (en) * 1990-04-30 1994-08-30 The Procter & Gamble Company Polycationic latex wet strength agent
WO1995023840A1 (fr) * 1994-03-04 1995-09-08 The Procter & Gamble Company Amides de polyhydroxy permettant d'ameliorer l'inhibition du transfert de couleur pendant le lavage de tissus
EP0978556A1 (fr) * 1998-08-03 2000-02-09 The Procter & Gamble Company Composition pour rendre infroissable

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4007005A (en) * 1975-06-19 1977-02-08 Redken Laboratories, Inc. Hair setting compositions which display high resistance to high humidity
GB2185499A (en) * 1986-01-18 1987-07-22 Bip Chemicals Ltd Treatment of cellulosic textile fabrics
EP0378871A2 (fr) * 1988-12-21 1990-07-25 The Procter & Gamble Company Composition de traitement de matériaux textiles
US5342875A (en) * 1990-04-30 1994-08-30 The Procter & Gamble Company Polycationic latex wet strength agent
WO1995023840A1 (fr) * 1994-03-04 1995-09-08 The Procter & Gamble Company Amides de polyhydroxy permettant d'ameliorer l'inhibition du transfert de couleur pendant le lavage de tissus
EP0978556A1 (fr) * 1998-08-03 2000-02-09 The Procter & Gamble Company Composition pour rendre infroissable

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7429558B2 (en) 2002-01-18 2008-09-30 Unilever Home & Personal Care Division Of Conopco, Inc. Azetidinium modified polymers and fabric treatment composition
US6897190B2 (en) 2002-02-28 2005-05-24 The Procter & Gamble Company Detergent compositions including dispersible polyolefin wax and method for using same
WO2004018762A1 (fr) * 2002-08-21 2004-03-04 Koninklijke Philips Electronics N.V. Composition destinee a ameliorer l'infroissabilite des tissus, ingredient actif reduisant les plis utilise dans ladite composition, et cartouche contenant ladite composition
WO2004039930A2 (fr) * 2002-10-30 2004-05-13 Unilever Plc Composition pour proteger un tissu
WO2004039930A3 (fr) * 2002-10-30 2004-06-24 Unilever Plc Composition pour proteger un tissu
US11649416B2 (en) 2017-10-13 2023-05-16 Conopco, Inc. Aqueous spray composition comprising silicone and perfume microemulsions
US11725163B2 (en) 2017-10-13 2023-08-15 Conopco, Inc. Aqueous spray composition
US11807834B2 (en) 2017-10-13 2023-11-07 Conopco, Inc. Aqueous spray composition
US11987771B2 (en) 2017-10-13 2024-05-21 Conopco, Inc. Fabric spray composition comprising a non-functionalized silicone nanoemulsion and peg-40 hydrogenated castor oil

Also Published As

Publication number Publication date
JP2003513177A (ja) 2003-04-08
AU1242501A (en) 2001-05-08
BR0015097A (pt) 2002-07-16
EP1096056A1 (fr) 2001-05-02
MXPA02004209A (es) 2002-10-17
EP1224354A1 (fr) 2002-07-24
CN1384895A (zh) 2002-12-11

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