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WO2005003269A1 - Compositions d'entretien de textiles pour des systemes de fluides lipophiles - Google Patents

Compositions d'entretien de textiles pour des systemes de fluides lipophiles Download PDF

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Publication number
WO2005003269A1
WO2005003269A1 PCT/US2004/020788 US2004020788W WO2005003269A1 WO 2005003269 A1 WO2005003269 A1 WO 2005003269A1 US 2004020788 W US2004020788 W US 2004020788W WO 2005003269 A1 WO2005003269 A1 WO 2005003269A1
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WO
WIPO (PCT)
Prior art keywords
lipophilic fluid
fabric article
alkyl
substituted
article treating
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/US2004/020788
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English (en)
Inventor
Jeffrey Scott Dupont
Victor Manuel Arredondo
Mark Robert Sivik
Jared John Schaefer
Roger Stephen Berger
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Procter and Gamble Co
Original Assignee
Procter and Gamble Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Procter and Gamble Co filed Critical Procter and Gamble Co
Priority to AU2004253943A priority Critical patent/AU2004253943A1/en
Priority to MXPA05013660A priority patent/MXPA05013660A/es
Priority to EP04756301A priority patent/EP1639068A1/fr
Priority to BRPI0411885-5A priority patent/BRPI0411885A/pt
Priority to JP2006517752A priority patent/JP2006527788A/ja
Priority to CA002526220A priority patent/CA2526220A1/fr
Publication of WO2005003269A1 publication Critical patent/WO2005003269A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/43—Solvents
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/662—Carbohydrates or derivatives
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/667—Neutral esters, e.g. sorbitan esters
    • 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
    • C11D3/162—Organic compounds containing Si

Definitions

  • the present invention relates to compositions for treating fabric articles, especially articles of clothing, linens and drapery, wherein the compositions provide improved cleaning of soils from and/or care of and/or treatment of fabric articles, especially while providing superior garment care for articles sensitive to water as compared to conventional fabric article treating compositions.
  • Background of the Invention For the cleaning of fabric articles consumers currently have the choice of conventional laundry cleaning or dry cleaning. Conventional laundry cleaning is carried out with relatively large amounts of water, typically in a washing machine at the consumer's home, or in a dedicated place such as a coin laundry. Although washing machines and laundry detergents have become quite sophisticated, the conventional laundry process still exposes the fabric articles to a risk of dye transfer and shrinkage.
  • a fabric article treating composition comprising: a) a lipophilic fluid; and b) a polyol surfactant component capable of enhancing soil removal benefits of a lipophilic fluid and/or capable of suspending water in a lipophilic fluid; and c) optionally, a non-silicone additive capable of further enhancing soil removal by the composition; and d) optionally, a polar solvent; and e) optionally, other cleaning adjuncts; and f) optionally, processing aids; wherein the composition is capable of suspending water in a lipophilic fluid, is provided.
  • a consumable detergent composition comprising: a) a surfactant component capable of enhancing soil removal benefits of a lipophilic fluid and/or capable of suspending water in a lipophilic fluid; and b) a non-silicone additive capable of further enhancing soil removal by the composition; and c) optionally, a polar solvent; and d) optionally, other cleaning adjuncts; and e) optionally, lipophilic fluid; and f) optionally, processing aids; wherein the composition is capable of suspending water in a lipophilic fluid, is provided.
  • fabric article used herein is intended to mean any article that is customarily cleaned in a conventional laundry process or in a dry cleaning process. As such, the term encompasses articles of clothing, linens, drapery, and clothing accessories. The term also encompasses other items made in whole or in part of fabric, such as tote bags, furniture covers, tarpaulins and the like.
  • lipophilic fluid used herein is intended to mean any nonaqueous fluid capable of removing sebum, as described in more detail herein below.
  • fabric article treating composition used herein is intended to mean any lipophilic fluid-containing composition containing cleaning and/or care additives that comes into direct contact with fabric articles to be cleaned. It should be understood that the term “fabric article treating composition” encompasses uses other than cleaning, such as conditioning and sizing. Furthermore, optional cleaning adjuncts such as additional surfactants other than those surfactants described above, bleaches, and the like may be added to the "fabric article treating composition". That is, cleaning adjuncts may be optionally combined with the lipophilic fluid. These optional cleaning adjuncts are described in more detail hereinbelow. Such cleaning adjuncts may be present in the fabric article treating compositions of the present invention at a level of from about 0.01% to about 10% by weight of the fabric article treating composition.
  • soil means any undesirable substance on a fabric article that is desired to be removed.
  • water-based soils it is meant that the soil comprised water at the time it first came in contact with the fabric article, or the soil retains a significant portion of water on the fabric article.
  • water-based soils include, but are not limited to, beverages, many food soils, water soluble dyes, bodily fluids such as sweat, urine or blood, and outdoor soils such as grass stains and mud.
  • compositions in accordance with the present invention may be colloidal in nature and/or appear milky. In other examples of compositions in accordance with the present invention, the compositions may be transparent.
  • insoluble in a lipohilic fluid means that when added to a lipophilic fluid, a material physically separates from the lipophilic fluid (i.e.
  • consumer detergent composition means any detersive composition, that when combined with a discrete lipophilic fluid, results in a fabric article treating composition according to the present invention.
  • processing aid refers to any material that renders the consumable detergent composition more suitable for formulation, stability, and/or dilution with a lipophilic fluid to form a fabric article treating composition in accordance with the present invention.
  • mixing means combining two or more materials (i.e., more specifically a discrete lipophilic fluid and a detergent composition in accordance with the present invention) in such a way that a homogeneous mixture or stable dispersion or suspension is formed.
  • suitable mixing processes are known in the art. Nonlimiting examples of suitable mixing processes include vortex mixing processes and static mixing processes.
  • solvent compatibility group as used herein, means any hydrocarbon, silicone, polyalkylene oxide (ethoxy, propoxy, butoxy, etc. and mixtures) or flurorinated groups.
  • Hydrocarbon groups may be linear, cyclic, branched, saturated or unsaturated straight and branched chain linear aliphatic; saturated and unsaturated cyclic aliphatic, including heterocyclic aliphatic; or mononuclear or polynuclear aromatics, including heterocyclic aromatics.
  • Polyoxyalkylene groups may comprise of one or more or a mixture of alkoxy repeat units. Silicone and fluorinated groups may consist of one or more or a mixture of repeat units.
  • “Functionalized”, as used herein, means the indicated solvent compatibility groups are chemically bonded to the polyol.
  • a "functional unit”, as used herein, means one solvent compatibility group used to functionalize the polyol.
  • compositions which exhibit improved cleaning of soils (i.e., removal and/or reduction of soils) from and/or care of and/or treatment of fabric articles. These benefits may be delivered to the fabric article treated by the compositions of the present invention while maintaining excellent fabric care properties.
  • Lipophilic Fluid as used herein means any non-aqueous solvent that meets the Sebum Removal Test described hereinbelow and that at least partially liquid and/or readily flowable (nonviscous) at ambient temperature and pressure.
  • a suitable lipophilic fluid can be fully liquid at ambient temperature and pressure, can be an easily melted solid, e.g., one which becomes liquid at temperatures in the range from about 0 °C to about 60°C, or can comprise a mixture of liquid and vapor phases at ambient temperatures and pressures, e.g., at 25. °C and 1 atm. pressure. It is preferred that the lipophilic fluid herein be nonflammable or, have relatively high flash points and/or low VOC characteristics, these terms having conventional meanings as used in the dry cleaning industry, to equal or, preferably, exceed the characteristics of known conventional dry cleaning fluids. Sebum Removal Test The Sebum Removal Test described herein is used to identify suitable lipophilic fluids for use in the present invention.
  • test method uses commercially available Crisco® canola oil, oleic acid (95% pure, available from Sigma Aldrich Co.) and squalene (99% pure, available from J.T. Baker) as model soils for sebum.
  • the test materials should be substantially anhydrous and free from any added adjuncts, or other materials.
  • perfluorobutylamine Fluorinert FC-43®
  • the sebum Removal Test starts with the preparation of three vials.
  • the amount of fluid dissolved in the oil phase will need to be further determined before rejecting or accepting the fluid as qualified as a "lipophilic fluid.”
  • a syringe carefully extract a 200 microliter sample from each layer in each vial.
  • the syringe-extracted layer samples are placed in GC autosampler vials and subjected to conventional GC analysis after determining the retention time of calibration samples of each of the three models soils and the fluid being tested.
  • test fluid is also qualified for use as a lipophilic fluid. If needed, the method can be further calibrated using heptacosafluorotributylamine, i.e., Fluorinert FC-43 (fail) and cyclopentasiloxane (pass).
  • a suitable GC is a Hewlett Packard Gas Chromatograph HP5890 Series II equipped with a split/splitless injector and FID.
  • a suitable column used in determining the amount of lipophilic fluid present is a J&W Scientific capillary column DB-1HT, 30 meter, 0.25mm id, O.lum film thickness cat# 1221131.
  • the GC is suitably operated under the following conditions: Carrier Gas: Hydrogen; Column Head Pressure: 9 psi; Flows: Column Flow @ ⁇ 1.5 ml/min.; Split Vent @ -250-500 ml/min.; Septum Purge @ 1 ml/min.; Injection: HP 7673 Autosampler, 10 ul syringe, lul injection; Injector Temperature: 350 °C; Detector Temperature: 380 °C; Oven Temperature Program: initial 60 °C, hold 1 min.; rate 25 °C/min.; final 380 °C hold 30 min.
  • Preferred lipophilic fluids suitable for use herein can further be qualified for use on the basis of having an excellent garment care profile.
  • Garment care profile testing is well known in the art and involves testing a fluid to be qualified using a wide range of garment or fabric article components, including fabrics, threads and elastics used in seams, etc., and a range of buttons.
  • Preferred lipophilic fluids for use herein have an excellent garment care profile; for example, they have a good shrinkage or fabric puckering profile and do not appreciably damage plastic buttons.
  • a lipophilic fluid for use in the lipophilic fluid can be present in a mixture, e.g., with water, at approximately the ratio to be used in the final lipophilic fluid which will come into contact with fabric articles.
  • suitable lipophilic fluids may be found in granted U.S. Patent Nos. 5,865,852; 5,942,007; 6,042,617; 6,042,618; 6,056,789; 6,059,845; and 6,063,135.
  • suitable lipophilic fluid materials include siloxanes, other silicones, hydrocarbons, glycol ethers, glycerine derivatives such as glycerine ethers, perfluorinated amines, perfluorinated and hydrofluoroether solvents, low-volatility nonfluorinated organic solvents, diol solvents, other environmentally-friendly solvents and mixtures thereof.
  • Silicone as used herein means silicone fluids which are non-polar and insoluble in water or lower alcohols.
  • Linear siloxanes see for example US Patents 5,443,747, and 5,977,040
  • cyclic siloxanes are useful herein, including the cyclic siloxanes chosen from octamethyl- cyclotetrasiloxane (tetramer), dodecamethyl-cyclohexasiloxane (hexamer), and preferably decamethyl-cyclopentasiloxane (pentamer, commonly referred to as "D5").
  • a preferred siloxane comprises more than about 50% cyclic siloxane pentamer, in another embodiment more than about 75% cyclic siloxane pentamer, in yet another embodiment at least about 90% of the cyclic siloxane pentamer.
  • siloxanes which are a mixture of cyclic siloxanes having at least about 90% (preferably at least about 95%) pentamer and less than about 10% (preferably less than about 5%) tetramer and/or hexamer. Mixtures of lipophilic fluid are also suitable, provided that the requirements of the Lipophilic Fluid Test, as described below, are met.
  • the lipophilic fluid can include any fraction of dry-cleaning solvents, especially newer types including fluorinated solvents, or perfluorinated amines. Some perfluorinated amines such as perfluorotributylamines, while unsuitable for use as lipophilic fluid, may be present as one of many possible adjuncts present in the lipophilic fluid- containing composition.
  • Other suitable lipophilic fluids include, but are not limited to, diol solvent systems e.g., higher diols such as C6 or C8 or higher diols, organosilicone solvents including both cyclic and acyclic types, and the like, and mixtures thereof.
  • Nonlimiting examples of low volatility nonfluorinated organic solvents include for example OLEAN ® and other polyol esters, or certain relatively nonvolatile biodegradable mid- chain branched petroleum fractions.
  • Nonlimiting examples of glycol ethers include propylene glycol methyl ether, propylene glycol n-propyl ether, propylene glycol t-butyl ether, propylene glycol n-butyl ether, dipropylene glycol methyl ether, dipropylene glycol n-propyl ether, dipropylene glycol t-butyl ether, dipropylene glycol n-butyl ether, tripropylene glycol methyl ether, tripropylene glycol n-propyl ether, tripropylene glycol t-butyl ether, tripropylene glycol n-butyl ether.
  • Nonlimiting examples of other silicone solvents, in addition to the siloxanes, are well known in the literature, see, for example, Kirk Othmer's Encyclopedia of Chemical Technology, and are available from a number of commercial sources, including GE Silicones, Toshiba Silicone, Bayer, and Dow Corning.
  • one suitable silicone solvent is SF-1528 available from GE Silicones.
  • Nonlimiting examples of suitable glycerine derivative solvents for use in the methods and/or apparatuses of the present invention include glycerine derivatives having the following structure: Structure I wherein R 1 , R 2 and R 3 are each independently selected from: Hydrogen; branched or linear, substituted or unsubstituted C ⁇ -C 30 alkyl, C 2 -C 30 alkenyl, C C 30 alkoxycarbonyl, C 3 -C 30 alkyleneoxyalkyl, C ⁇ -C 30 acyloxy, C 7 -C 30 alkylenearyl; C -C 30 cycloalkyl; C 6 -C 30 aryl; and mixtures thereof.
  • R 1 , R 2 and R 3 are each independently selected from: Hydrogen; branched or linear, substituted or unsubstituted C ⁇ -C 30 alkyl, C 2 -C 30 alkenyl, C C 30 alkoxycarbonyl, C 3 -C 30 alkyleneoxyalkyl, C ⁇ -C
  • R 1 , R 2 and R 3 together can form a C 3 -C 8 aromatic or non- aromatic, heterocyclic or non-heterocyclic ring.
  • suitable glycerine derivative solvents further include 2,3- bis( 1 , 1 -dimethylethoxy)- 1 -propanol; 2,3-dimethoxy- 1 -propanol; 3-methoxy-2-cyclopentoxy- 1 - propanol; 3-methoxy-l-cyclopentoxy-2-propanol; carbonic acid (2-hydroxy-l- methoxymethyl)ethyl ester methyl ester; glycerol carbonate and mixtures thereof.
  • Nonlimiting examples of other environmentally-friendly solvents include lipophilic fluids that have an ozone reactivity of from about 0 to about 0.31, lipophilic fluids that have a vapor pressure of from about 0 to about 0.1 mm Hg, and/or lipophilic fluids that have a vapor pressure of greater than 0.1 mm Hg, but have an ozone reactivity of from about 0 to about 0.31.
  • Nonlimiting examples of such lipophilic fluids that have not previously been described above include carbonate solvents (i.e., methyl carbonates, ethyl carbonates, ethylene carbonates, propylene carbonates, glycerine carbonates) and/or succinate solvents (i.e., dimethyl succinates).
  • Ozone Reactivity is a measure of a VOC s ability to form ozone in the atmosphere. It is measured as grams of ozone formed per gram of volatile organics. A methodology to determine ozone reactivity is discussed further in W. P. L. Carter, "Development of Ozone Reactivity Scales of Volatile Organic Compounds", Journal of the Air & Waste Management Association, Vol. 44, Page 881-899, 1994.
  • Vapor Pressure as used can be measured by techniques defined in Method 310 of the California Air Resources Board.
  • the lipophilic fluid comprises more than 50% by weight of the lipophilic fluid of cyclopentasiloxanes, ("D5") and/or linear analogs having approximately similar volatility, and optionally complemented by other silicone solvents.
  • the surfactant component of the present invention can be a material that is capable of suspending water in a lipophilic fluid and/or enhancing soil removal benefits of a lipophilic fluid.
  • the materials may be soluble in the lipophilic fluid.
  • the surfactant component when present in the fabric article treating compositions of the present invention, preferably comprises from about 0.01% to about 20% more preferably from about 0.02% to about 5%, even more preferably from about 0.05% to about 2% by weight of the fabric article treating composition.
  • the surfactant component, when present in the consumable detergent compositions of the present invention preferably comprises from about 1% to about 99%, more preferably 2% to about 75%, even more preferably from about 5% to about 60% by weight of the consumable detergent composition.
  • Polyol based surfactants Another class of materials can include polyol-based surfactants.
  • Polyol as used herein, means any aliphatic or aromatic compound containing at least two free hydroxyl groups. In practicing the processes disclosed herein, the selection of a suitable polyol is simply a matter of choice.
  • suitable polyols may be selected from the following classes: saturated and unsaturated straight and branched chain linear aliphatic; saturated and unsaturated cyclic aliphatic, including heterocyclic aliphatic; or mononuclear or polynuclear aromatics, including heterocyclic aromatics.
  • Carbohydrates and glycols are exemplary polyols. Especially preferred glycols include glycerin.
  • Monosaccharides suitable for use herein include, for example, mannose, galactose, arabinose, xylose, ribose, apiose, rhamnose, psicose, fructose, sorbose, tagitose, ribulose, xylulose, glusose, and erythrulose.
  • Oligosaccharides suitable for use herein include, for example, maltose, kojibiose, nigerose, cellobiose, lactose, melibiose, gentiobiose, turanose, rutinose, trehalose, sucrose and raffinose.
  • Polysaccharides suitable for use herein include, for example, amylose, glycogen, cellulose, chitin, inulin, agarose, zylans, mannan and galactans.
  • sugar alcohols are not carbohydrates in a strict sense, the naturally occurring sugar alcohols are so closely related to the carbohydrates that they are also preferred for use herein.
  • the sugar alcohols most widely distributed in nature and suitable for use herein are sorbitol, erythritol, arabitol, xylitol, threitol, pentaerytliritol, mannitol and galactitol.
  • Particular classes of materials suitable for use herein include monosaccharides, disaccharides and sugar alcohols.
  • the surfactant suitable for use in the present invention has the general formula:
  • L and L' are solvent compatibilizing (or lipophilic) moieties, which are independently selected from: (a) C1-C22 alkyl or C4-C12 alkoxy, linear or branched, cyclic or acyclic, saturated or unsaturated, substituted or unsubstituted; (b) siloxanes having the formula: M a D b D' c D" d wherein a is 0-2; b is 0-1000; c is 0-50; d is 0-50, provided that a+c+d is at least 1; M is is independently H, or an alkyl group, X is hydroxyl group, and e is 0 or 1 ; D is R 4 2 Si0 2/2 wherein R 4 is independently H or an alkyl group; D' is R 5 2 Si0 2 2 wherein R 5 is independently H, an alkyl group or (CH 2 ) f (C 6 Q 4 ) g O- (C 2 H 4 0) h -(
  • T and T' are each independently a C ⁇ - 30 straight chained or branched alkyl or alkenyl or an aryl which is unsubstituted or substituted;
  • Z is a hydrogen, carboxylic acid, a hydroxy, a phosphato, a phosphate ester, a sulfonyl, a sulfonate, a sulfate, a branched or straight-chained polyalkylene oxide, a nitryl, a glyceryl, an aryl unsubstituted or substituted with a C 1 .
  • alkyl or alkenyl a carbohydrate unsubstituted or substituted with a C ⁇ - 10 alkyl or alkenyl or an ammonium
  • G is an anion or cation such as H + , Na + , Li + , K + , NH 4 + , Ca +2 , Mg +2 , Cl “ , Br “ , I “ , mesylate or tosylate
  • D can be capped with C1-C4 alkyl or hydroxy groups
  • Y and Y' are hydrophilic moieties, which are independently selected from hydroxy; polyhydroxy; C1-C3 alkoxy; mono- or di- alkanolamine; C1-C4 alkyl substituted alkanolamine; substituted heterocyclic containing O, S, N; sulfates; carboxylate; carbonate; and when Y and/or Y' is ethoxy (EO) or propoxy (PO), it must be capped with R, which is selected from
  • R are independently selected from H, alkyls, polyoxyalkylenes, siloxanes or flurorinated groups; and at least two hydroxyl groups are present in the polyol moiety, either to terminate one or more R groups, be present within one or more of the R groups or be present from non-complete functionalization of a polyol starting material with an example being sucrose.
  • the alkyl groups may be linear or branched, cyclic or acyclic, saturated or unsaturated, and contain about 1-30 carbons, preferably about 6 to 30 carbons, more preferably about 8 to 18 carbons. Silicone and fluorinated groups may consist of 1-50 repeat units.
  • the method of functionalizing the polyol moiety may be, but not limited to alkylation, esterification, etherification, amidation, amination and other linking chemistries.
  • the corresponding bridging group B can be alkyl, ester, ether, amido, and amino linking groups.
  • the number and size of the lipophilic moieties L associated with a given polyol group is important for optimized the performance of the surfactant. Not limited in theory, the number and size of the lipophilic moieties L used for a given polyol is important for optimized performance.
  • polyol based surfactants may comprise one or more polyalkylene oxide units within the structure.
  • EO/PO/BO and higher materials are alkoxy moieties, preferably selected from ethoxy, propoxy, butoxy and mixed EO/PO, EO/BO.
  • the alkoxy moieties may be either a distribution or with an average degree of alkoxylation or it may be a single specific chain with an exact alkoxylation number. Placement of the alkoxy moieties in the stucture may be near the polyol moiety or on the ends on the R units. Placement of the alkoxy moieties in the stucture may be near the polyol moiety or on the ends on the R units.
  • Placement of the alkoxy moieties in the stucture may be near the polyol moiety or on the ends on the R units.
  • the functionalized polyol has an average of at least 1 solvent compatibility group per molecule.
  • the polyol has an average of at least 2 solvent compatibility groups per molecule (twin tail), while in another embodiment the polyol has an average of from about 3 to about 8 solvent compatibility groups per molecule.
  • the functionalized polyol has an average of at least 2 OH groups per molecule.
  • the polyol has an average of at least 3 OH groups per molecule, while in another embodiment the polyol has an average of from about 3 to about 8 OH groups per molecule.
  • the functionalized polyol may have the 2 or more hydroxyls replaced with 1 or more of the following groups or combinations of groups: sulfate, sulfonate, carboxylate, amine, alkanolamine, phosphate and amide containing moieties.
  • the following structures exemplify polyol ester containing surfactants useful in the present invention:
  • functionalized polyol is derived from a sucrose ester with an average of at least 2 OH groups per molecule with a lipophilic group R derived from a linear, cyclic, branched, unsaturated feedstock based on hydrocarbon or silicone as shown below.
  • functionalized polyol is derived from a sucrose ester with an average of at least 2 OH groups per molecule with a lipophilic group R derived from a linear, cyclic, branched, unsaturated feedstock based on hydrocarbon or silicone as shown below.
  • Compound 1 is a sucrose ester shown above with the solvent compatibility groups being derived from a oleyl based feedstock such as soybean oil where the degree of esterification as an average of 5.
  • Compound 2 is a sucrose ester shown above with the solvent compatibility groups being derived from a oleyl based feedstock such as soybean oil where the degree of esterification as an average of 6.
  • Compound 3 is a sucrose ester shown above with the solvent compatibility groups being derived from a oleyl based feedstock such as soybean oil where the degree of esterification as an average of 7.
  • a functionalized polyol is derived from a sucrose ether with an average of at least 2 OH groups per molecule with a lipophilic group R derived from a linear, cyclic, branched, unsaturated feedstock based on hydrocarbon or silicone as shown below.
  • functionalized polyol is derived from a sorbitan ester with an average of at least 2 OH groups per molecule with a lipophilic group R derived from linear, cyclic, branched, unsaturated feedstock based on hydrocarbon or silicone as shown below.
  • the polyol based surfactants of the present invention have at least 2 free hydroxyls per molecule, more preferably higher as long as solvent compatibility is maintained.
  • the polyol based surfactants of the present invention have at least one compatibility group per molecule, more preferably the minimum number needed to maintain solvent compatibility.
  • the polyol based surfactants of the present invention have R groups which are saturated, unsaturated, linear or branched, cyclic or acyclic hydrocarbons ranging from 6 to 30 total carbons, more preferably from 8 to 18 carbons.
  • the polyol based surfactants are present in the cleaning formulations of the present invention at levels from 0.001% to 20%, more preferably from about 0.01% to 2%.
  • An optional second surfactant can be selected from a class of materials that includes siloxane-based surfactants (siloxane-based materials).
  • siloxane-based surfactants in this application may be siloxane polymers for other applications.
  • the siloxane-based surfactants typically have a weight average molecular weight from 500 to 20,000.
  • Such materials, derived from poly(dimethylsiloxane), are well known in the art. In the present invention, not all such siloxane-based surfactants are suitable, because they do not provide improved cleaning of soils compared to the level of cleaning provided by the lipophilic fluid itself.
  • siloxane-based surfactants examples include EP-1,043,443A1, EP- 1,041,189 and WO-01/34,706 (all to GE Silicones) and US-5,676,705, US-5,683,977, US- 5,683,473, and EP-1,092,803A1 (all to Lever Brothers).
  • suitable siloxane-based surfactants are TSF 4446 (ex. General Electric Silicones), XS69-B5476 (ex. General Electric Silicones); Jenamine HSX (ex. DelCon) and Y12147 (ex. OSi Specialties).
  • a second preferred class of materials suitable for the surfactant component is organic in nature.
  • organosulfosuccinate surfactants with carbon chains of from about 6 to about 20 carbon atoms. Most preferred are organosulfosuccinates containing dialkly chains, each with carbon chains of from about 6 to about 20 carbon atoms. Also preferred are chains containing aryl or alkyl aryl, substituted or unsubstituted, branched or linear, saturated or unsaturated groups.
  • suitable organosulfosuccinate surfactants are available under the trade names of Aerosol OT and Aerosol TR-70 (ex. Cytec).
  • Non-silicone Additive i.e., materials do not contain an Si atom
  • the optional non-silicone additive i.e., materials do not contain an Si atom
  • which preferably comprises a strongly polar and/or hydrogen-bonding head group further enhances soil removal by the compositions of the present invention.
  • Examples of the strongly polar and/or hydrogen-bonding head group-containing materials include, but are not limited to alcohols, cationic materials such as cationic surfactants, quaternary surfactants, quaternary ammonium salts such as ammonium chlorides (nonlimiting examples of ammonium chlorides are Arquad materials commercially available from Akzo Nobel) and cationic fabric softening actives, nonionic materials such as nonionic surfactants (i.e., alcohol ethoxylates, polyhydroxy fatty acid amides), gemini surfactants, anionic surfactants, zwitterionic surfactants, carboxylic acids, sulfates, sulphonates, phosphates, phosphonates, and nitrogen containing materials.
  • nonionic surfactants i.e., alcohol ethoxylates, polyhydroxy fatty acid amides
  • gemini surfactants i.e., anionic surfactants, zwitterionic surfactants, carboxylic acids,
  • non-silicone additives comprise nitrogen containing materials chosen from primary, secondary and tertiary amines, diamines, triamines, ethoxylated amines, amine oxides, amides and betaines, a nonlimiting example of a betaines is Schercotaine materials commercially available from Scher Chemicals and mixtures thereof.
  • alkyl chain contains branching that may help lower the melting point.
  • primary alkylamines comprising from about 6 to about 22 carbon atoms are used.
  • Particularly preferred primary alkylamines are oleylamine (commercially available from Akzo under the trade name Armeen OLD), dodecylamine (commercially available from Akzo under the trade name Armeen 12D), branched Ci 6 -C 22 alkylamine (commercially available from Rohm & Haas under the trade name Primene JM-T) and mixtures thereof.
  • Suitable cationic materials may include quaternary surfactants, which maybe quaternary ammonium compounds.
  • Commercially available agents include Varisoft materials from Goldschmidt.
  • Polar Solvent Compositions according to the present invention may further comprise a polar solvent.
  • Non-limiting examples of polar solvents include: water, alcohols, glycols, polyglycols, ethers, carbonates, dibasic esters, ketones, other oxygenated solvents, and mixutures thereof.
  • Further examples of alcohols include: C1-C126 alcohols, such as propanol, ethanol, isopropyl alcohol, etc ., benzyl alcohol, and diols such as 1,2-hexanediol.
  • the Dowanol series by Dow Chemical are examples of glycols and polyglycols useful in the present invention, such as Dowanol TPM, TPnP, DPnB, DPnP, TPnB, PPh, DPM, DPMA, DB, and others.
  • Polar solvents for the present invention can be further identified through their dispersive ( ⁇ D ), polar ( ⁇ P ) and hydrogen bonding ( ⁇ ) Hansen solubility parameters.
  • Preferred polar solvents or polar solvent mixtures have fractional polar (f P ) and fractional hydrogen bonding (f H ) values of f P >0.02 and f H >0.10, where and more preferably f P >0.05 and f H >0.20, and most preferably f P >0.07 and f H >0.30.
  • the levels of polar solvent can be from about 0 to about 70%, preferably 1 to 50%, even more preferably 1 to 30% by weight of the detergent composition.
  • Water, when present in the wash fluid fabric article treating compositions of the present invention may comprise from about 0.001% to about 10%, more preferably from about 0.005% to about 5%, even more preferably from about 0.01% to about 1% by weight of the wash fluid fabric article treating composition.
  • Water, when present in the detergent compositions of the present invention preferably comprises from about 1% to about 90%, more preferably from about 2% to about 75%, even more preferably from about 5% to about 40% by weight of the consumable detergent composition.
  • Processing Aids may further comprise processing aids.
  • Processing aids facilitate the formation of the fabric article treating compositions of the present invention, by maintaining the fluidity and/or homogeneity of the consumable detergent composition, and/or aiding in the dilution process.
  • Processing aids suitable for the present invention are solvents, preferably solvents other than those described above, hydrotropes, and/or surfactants, preferably surfactants other than those described above with respect to the surfactant component.
  • Particularly preferred processing aids are protic solvents such as aliphatic alcohols, diols, triols, etc. and nonionic surfactants such as ethoxylated fatty alcohols.
  • Processing aids when present in the fabric article treating compositions of the present invention, preferably comprise from about 0.02% to about 10%, more preferably from about 0.05% to about 10%, even more preferably from about 0.1% to about 10% by weight of the fabric article treating composition. Processing aids, when present in the consumable detergent compositions of the present invention, preferably comprise from about 1% to about 75%, more preferably from about 5% to about 50% by weight of the consumable detergent composition.
  • cleaning adjuncts include, but are not limited to, builders, surfactants, other than those described above with respect to the surfactant component, enzymes, bleach activators, bleach catalysts, bleach boosters, bleaches, alkalinity sources, antibacterial agents, colorants, perfumes, pro-perfumes, finishing aids, lime soap dispersants, odor control agents, odor neutralizers, polymeric dye transfer inhibiting agents, crystal growth inhibitors, photobleaches, heavy metal ion sequestrants, anti-tarnishing agents, anti-microbial agents, anti-oxidants, anti- redeposition agents, soil release polymers, electrolytes, pH modifiers, thickeners, abrasives, divalent or trivalent ions, metal ion salts, enzyme stabilizers, corrosion inhibitors, polyamines and/or their alkoxylates, suds stabilizing polymers, solvents, process aids, fabric softening agents, optical brighteners, hydrotropes, suds or foam suppressors, suds
  • a fabric article that has been treated in accordance a method of the present invention is also within the scope of the present invention.
  • a treated fabric article comprises an analytically detectable amount of at least one compound (e.g., an organosilicone) having a surface energy modifying effect but no antistatic effect; or an analytically detectable amount of at least one compound having a surface energy modifying and/or feel-modifying and/or comfort- modifying and/or aesthetic effect and at least one antistatic agent other than said at least one compound.
  • a control fabric care composition containing a nonionic surfactant and one or more cleaning adjuncts is prepared by mixing the components as following:
  • Example 2 a secondary alcohol nonionic surfactant from Dow **a silicone copolyol from General Electric
  • This detergent composition is diluted with D5/0.5% water to lwt% concentration in the resulting wash liquor (referred to as "Example 2").
  • the stain removal or fabric cleaning capability of Example 2 is tested according to ASTM D4265-98 using cotton swatches and artificial stains.
  • EXAMPLE 3 A detergent composition is prepared according to Example 2, except that a sucrose ester (compound 1) was added at 15% of the formula partially replacing propylene glycol.
  • This composition is diluted with D5/0.5% water to lwt% concentration in the resulting wash liquor.
  • Example 3 shows improved stain removal on grass, US clay and spaghetti sauce compared to Example 2.
  • EXAMPLE 4 A detergent composition is prepared according to Example 2, except that the sucrose esters 6.0 and 7.0 (compounds 2 and 3) was added at 15% of the formula partially replacing propylene glycol. This composition is diluted with D5/0.5% water to lwt% concentration in the resulting wash liquor. The stain removal or fabric cleaning capability of the composition is tested according to ASTM D4265-98 using cotton swatches and artificial stains.
  • Example 4 shows reduced stain removal on grass, US clay and spaghetti sauce compared to Example 3.
  • EXAMPLE 5 The following are non-limiting examples of fabric article treating compositions in accordance with the present invention. Table 1

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Abstract

L'invention concerne des compositions destinées au traitement d'articles textiles, notamment des articles vestimentaires, des linges de maison et des draperies. Ces compositions permettent un meilleur nettoyage des salissures des articles textiles, et/ou un meilleur entretien et/ou un meilleur traitement de articles textiles, tout en assurant notamment un entretien supérieur de vêtements pour ce qui concerne des articles sensibles à l'eau, en comparaison de compositions classiques de traitement d'articles textiles.
PCT/US2004/020788 2003-06-27 2004-06-28 Compositions d'entretien de textiles pour des systemes de fluides lipophiles Ceased WO2005003269A1 (fr)

Priority Applications (6)

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AU2004253943A AU2004253943A1 (en) 2003-06-27 2004-06-28 Fabric care compositions for lipophilic fluid systems
MXPA05013660A MXPA05013660A (es) 2003-06-27 2004-06-28 Composiciones para el cuidado de telas en sistemas de fluidos lipofilicos.
EP04756301A EP1639068A1 (fr) 2003-06-27 2004-06-28 Compositions d'entretien de textiles pour des systemes de fluides lipophiles
BRPI0411885-5A BRPI0411885A (pt) 2003-06-27 2004-06-28 composições para tratamento de tecidos para sistemas de fluidos lipofìlicos
JP2006517752A JP2006527788A (ja) 2003-06-27 2004-06-28 親油性流体系のための布地ケア組成物
CA002526220A CA2526220A1 (fr) 2003-06-27 2004-06-28 Compositions d'entretien de textiles pour des systemes de fluides lipophiles

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US48295803P 2003-06-27 2003-06-27
US60/482,958 2003-06-27

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AU2004253943A1 (en) 2005-01-13
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EP1639068A1 (fr) 2006-03-29
US20050000030A1 (en) 2005-01-06

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