WO2000058428A1 - Compositions nettoyantes thermiquement activees presentant une resistance aux froissements et procedes d'utilisation - Google Patents

Compositions nettoyantes thermiquement activees presentant une resistance aux froissements et procedes d'utilisation Download PDF

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Publication number
WO2000058428A1
WO2000058428A1 PCT/US2000/008257 US0008257W WO0058428A1 WO 2000058428 A1 WO2000058428 A1 WO 2000058428A1 US 0008257 W US0008257 W US 0008257W WO 0058428 A1 WO0058428 A1 WO 0058428A1
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Prior art keywords
surfactant
heat
cleaning composition
cleaning
self
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PCT/US2000/008257
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English (en)
Inventor
Gregory Van Buskirk
Cheryl H. Rodriguez
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The Clorox Company
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Application filed by The Clorox Company filed Critical The Clorox Company
Priority to AU37741/00A priority Critical patent/AU3774100A/en
Priority to CA002368424A priority patent/CA2368424A1/fr
Publication of WO2000058428A1 publication Critical patent/WO2000058428A1/fr

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    • 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
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/94—Mixtures with anionic, cationic or non-ionic compounds
    • 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
    • C11D1/825—Mixtures of compounds all of which are non-ionic
    • 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
    • C11D1/83—Mixtures of non-ionic with anionic compounds
    • 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
    • C11D1/02—Anionic compounds
    • C11D1/04—Carboxylic acids or salts thereof
    • C11D1/10—Amino carboxylic acids; Imino carboxylic acids; Fatty acid condensates thereof
    • 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
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/146—Sulfuric acid 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds
    • 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
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/29—Sulfates of polyoxyalkylene ethers
    • 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
    • C11D1/38—Cationic compounds
    • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/523—Carboxylic alkylolamides, or dialkylolamides, or hydroxycarboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain one hydroxy group per alkyl group
    • 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
    • C11D1/38—Cationic compounds
    • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/526—Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 are polyalkoxylated
    • 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
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium compounds
    • 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
    • C11D1/72—Ethers of polyoxyalkylene glycols
    • 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
    • C11D1/722—Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/74—Carboxylates or sulfonates esters of polyoxyalkylene glycols
    • 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
    • C11D1/75—Amino oxides
    • 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
    • C11D1/755—Sulfoxides
    • 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
    • C11D1/79—Phosphine oxides
    • 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
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/90—Betaines
    • 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
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/92—Sulfobetaines ; Sulfitobetaines

Definitions

  • the present invention relates to compositions that are useful for dry-cleaning of textiles and garments. More specifically, the self-thickening heat-activated cleaning compositions of the present invention permit convenient use by the consumer in such noncommercial environments as home- or laundromat style clothes dryers, without attendant difficulties such as unsightly residue on the treated garments, unacceptable seepage or leaching of the product during application and handling at ambient temperatures, etc., and avoids the need for extraneous or non-cleaning, non-performance enhancing thickeners or gelling agents.
  • one method for dry-cleaning fabrics in a laundry dryer is disclosed by Leigh, et al, in EP 0429 172 A 1.
  • Leigh involves the placing of fabrics into a flexible container, such as a bag, along with one or more flexible treated substrate articles.
  • the fabrics and treated substrate article are then tumbled together inside the flexible container in a laundry dryer, after which the container is opened and the fabrics are removed.
  • the flexible substrate articles are preferably treated by impregnation with one or more non- aqueous solvents selected from the group of terpenes, pinenes, volatile silicones, and mixtures thereof.
  • the invention does not mention the desire to partially inhibit the release of cleaning actives from the substrate article, in order, for example, to improve handleability during use, nor does it mention which actives are ideally released slowly over an extended period in the laundry dryer.
  • U.S. Pat. No. 5,238,587. Smith discloses a fabric cleaning article for use with a home dry- cleaning kit comprising a porous substrate sheet impregnated with a gelled cleaning composition.
  • the gelled cleaning composition consists of water, a gelling agent, an organic solvent, and a surfactant. Suitable substances for the gelling agent include starches, modified celluloses, fatty acid salts and polysaccharide gums.
  • Sidoti Yet another home dry-cleaning composition intended for use in contacting garments in conjunction with domestic clothes dryers is disclosed by Sidoti, et al., U.S. Pat. No 5,865,851.
  • the compositions of Sidoti, et al. comprise water, a nonionic surfactant, an anionic surfactant selected from among sulfosuccinates and sulfosuccinamates as well as salt forms thereof; and an organic solvent. Thickeners and gelling agents are mentioned as possible adjuvants.
  • One disadvantage of the Sidoti formulations is that the cleaning compositions require two different surfactants in addition to an organic solvent. Furthermore, the notion of a formulation that provides effective cleaning while featuring substantial thickening at levels of 92.5% water seems doubtful.
  • compositions for treating of garments in home dry cleaning processes are taught by Siklosi, et al., in U.S. Pat. No. 5,547,476 and U.S. Pat. No. 5,632,780.
  • Siklosi, et al teach cleaning compositions comprised primarily of water and at least two solvents.
  • neither patent is a detersive surfactant mandatory, and the compositions exemplified therein do not contain surfactant levels above 2.5 weight %.
  • compositions of '780 patent further comprise a polyacrylate- based emulsifier, although it is not taught whether the polyacrylate imparts thickening qualities to the formulations. Nor does it teach whether the polyacrylate-based emulsifier serves any cleaning or refreshening function.
  • the present invention relates to heat-activated cleaning compositions and methods for the removal of stains, soils and malodors from fab ⁇ cs and/or related garments.
  • the heat- activated cleaning compositions of the present invention comp ⁇ se thickened surfactant systems which can be easily applied to substrate articles or introduced directly to garments for cleaning without undue manufactunng complexities.
  • the cleaning compositions are sufficiently viscous or solid under ambient temperatures so as to minimize the amount of undesirable and extraneous mate ⁇ al that might end up on the hands of the consumer du ⁇ ng either spot pre-treatment of the garment or, where desired, du ⁇ ng introduction of the substrate article into a closable home dry cleaning bag before placement into the rotary dryer as descnbed further hereinbelow.
  • the thickened cleaning compositions exhibit viscosities of greater than about 500 centi poise (cP or milli-Pascal-sec, mPas»s), preferably greater than about 1,000 cP (mPas»s), and most preferably greater than about 2,000 cP (mPas»s)
  • the present invention anticipates the use of cleaning compositions in conjunction with some type of warming or heat source, or a home heat-generating device.
  • the self-thickening heat-activated compositions of the present invention will typically and most generally be employed in conjunction with the use of a rotary clothes-type dryer.
  • the self-thickening compositions of the present invention could also be utilized in conjunction with such devices as a hot air gun, hair blower, heat fan and even a microwave oven or other microwave- generation device; as well as any other heat source.
  • the garment or garments to be freshened or cleaned are treated before or contemporaneously with placement in, on or near the heat-generating device.
  • the heat-activated cleaning and fabric refreshening compositions of the present invention comprise: a self-thickening surfactant system selected from among: a) at least one nonionic surfactant; b) a surfactant blend further comprising an amphoteric surfactant optionally combined with one or more anionic surfactants; and c) combinations of any of the foregoing; and optionally, water; wherein the self-thickening surfactant systems are solid or highly viscous at room temperature.
  • the novel heat- activated cleaning and fabric refreshening compositions of the present invention comprise: at least one self-thickening surfactant system; optionally, water; and optionally, bleaching agents, brighteners or fluorescent whitening agents, fragrances, chelating agents, sequestrants, enzymes, thickeners, dye transfer inhibitors, fabric softeners, antistatic agents, antiredeposition agents, soil release agents, anti-wrinkle agents, antimicrobial agents, pesticides such as acaricides, sizing and shrinkage control agents, etc.
  • the novel heat-activated cleaning and refreshening compositions are incorporated into a substrate article that is used as a carrier for the inventive compositions.
  • An item to be freshened or cleaned is then treated with the cleaning composition for subsequent placement in a rotary dryer or exposure to a heat source as defined above, or the item may be simultaneously introduced into a rotary dryer along with the substrate article containing the composition.
  • the cleaning composition may be applied directly to the item through a conventional dispenser such as a spray bottle, squeeze bottle, aerosol, sponge, roller or other container.
  • a conventional dispenser such as a spray bottle, squeeze bottle, aerosol, sponge, roller or other container.
  • a technique for the use of the heat-activated cleaning and refreshening compositions according to the present invention comprises the use of: a self- thickening surfactant system; a flexible container; and a substrate article.
  • an alternate technique for the use of the self-thickening heat-activated cleaning or refreshening compositions of the present invention comprises the use of: a self-thickening heat-activated cleaning composition further comprising: at least one surfactant system; and a flexible container where the flexible container is suitable for delivering the cleaning composition to the garments or items to be dry-cleaned or freshened, and the surfactant system is selected from among the nonionic surfactant, surfactant blend (i.e., the amphoteric surfactant optionally combined with one or more anionic surfactants described above); as well as any combination of the foregoing.
  • a self-thickening heat-activated cleaning composition further comprising: at least one surfactant system
  • a flexible container where the flexible container is suitable for delivering the cleaning composition to the garments or items to be dry-cleaned or freshened, and the surfactant system is selected from among the nonionic surfactant, surfactant blend (i.e., the amphoteric surfactant optionally combined with one
  • the cleaning efficiency of the compositions relies on intimate contact between the garment(s) and the composition during heating to remove stains, soils and malodors.
  • an intermediary device such as a substrate or carrier article
  • cleaning is achieved through random tumbling action in the dryer in order to assure intimate contact between the cleaning or refreshening composition and the substrate article.
  • some type of flexible container or bag may be used to contain the substrate article and item(s) to be cleaned.
  • the substrate article is either a closable bag, to which the composition has been directly applied or, as is more typically the case, an independent article to which the heat- activated cleaning composition is applied for subsequent addition to the flexible bag along with the garments to be freshened or cleaned.
  • the. substrate material is a flexible nonwoven fabric or foam, which is able to withstand exposure to chemicals and/or heat during storage and during the drying cycle.
  • a number of materials are suitable for use as the substrate article, as may be found described in: U.S. Pat. No. 5,300,238 to Lin, et al; U.S. Pat. No 5,840675 to Yeazell; U.S. Pat. No. 5,804,548 to Davis; U.S. Pat. No. 5,630,848 to Young, et al, and PCT application WO 98/58,114 to Reed.
  • the closeable bag is flexible, is of sufficient volume to contain one or more garments, and is composed of a material that can withstand exposure to chemicals and/or heat during the drying cycle. It is preferred that the closable bag allows for partial venting of the water that originates, at least in part, from the surfactant systems, optional water and other vapors. It is further preferred that the bag is able to retain some vapors, so that it partially inflates and allows the garments to more freely tumble within. It is especially preferred that the bag has sufficient venting capability to maintain a slight positive pressure with some venting to allow a portion of water vapor which may be present to escape and promote at least partial drying of the garments.
  • the self-thickening, heat-activated cleaning compositions of the present invention may be incorporated together with the components of a home dry- cleaning kit, such as may comprise the following: a self-thickening heat-activated cleaning composition further comprising: at least one surfactant system; a flexible container; a substrate article; optionally, at least one pre-spotting solution; and optionally, an absorbent pad.
  • a self-thickening heat-activated cleaning composition further comprising: at least one surfactant system; a flexible container; a substrate article; optionally, at least one pre-spotting solution; and optionally, an absorbent pad.
  • the purpose for the absorbent pad is to absorb soils, grime, etc., following use of the pre-spotting solution, as well as any excess cleaning composition, i.e., surfactant(s) and any solvents that may be present.
  • a home dry-cleaning kit according to the present invention may comprise: a self-thickening heat-activated cleaning composition further comprising: at least one surfactant system; a flexible container; optionally, at least one pre-spotting solution; and optionally, an absorbent pad.
  • the self-thickening heat-activated cleaning compositions of the present invention are composed of single or multiple surfactants, which possess the ability to spontaneously gel, thicken, or solidify at ambient temperatures without the need for additional thickeners, dispersants or gelling agents.
  • the surfactants are judiciously chosen such that under temperatures experienced in a rotary dryer, for example, the compositions undergo one or more spontaneous phase transitions to a more fluid state, whereby they can effect removal of stains, soils, and malodors.
  • the cleaning systems of the present invention exhibit viscosities that are generally above about 500 centipoise (cP; or milli-Pascal-sec, mPas » s), preferably above about 1,000 cP (mPas « s), and most preferably above about 2,000 cP (mPas «s).
  • nonionic surfactants are known to be solid at room temperature, yet undergo one or more phase transitions at elevated temperatures. Such alcohol ethoxylates are suitable for use with the surfactant systems of the present invention as discussed hereinbelow. For further information on nonionic surfactants, see M.
  • Certain other surfactants including, but not limited to other alcohol ethoxylates with lower pour points than those stated above— may combine with supplemental quantities of water to give rise to self-thickening surfactant systems.
  • This "supplemental" water is understood to refer to water in addition to any which may be inherently present with the surfactant as originally manufactured.
  • the self-thickening surfactant systems are essentially non-flowable at ambient temperatures, yet they undergo one or more phase transitions that allow them to flow readily at elevated temperatures.
  • Such systems can include thickened compositions characterized as liquid crystals, elongated micelles, and the like.
  • nonionic surfactants either singularly or in combination, can spontaneously form thickened or gel phases when mixed with water.
  • exemplary nonionic surfactants include linear ethoxylated alcohols, such as those sold by Shell Chemical Company under the brand name Neodol®.
  • Suitable nonionic surfactants can include other linear ethoxylated alcohols with an average chain length of 6 to 18 carbon atoms (C6- 18) and averaging about 2 to 20 moles of ethylene oxide (2-20 EO) per mole of alcohol; linear and branched, primary and secondary ethoxylated, propoxylated alcohols with an average length of about 6 to 18 carbon atoms and averaging 0-10 moles of ethylene oxide and about 1 to 10 moles of propylene oxide per mole of alcohol; linear and branched alkvlphenoxy (polyethoxy) alcohols, otherwise known as ethoxylated alkylphenols, with an average chain length of 8 to 18 carbon atoms and averaging 1.5 to 30 moles of ethylene oxide per mole of alcohol; as well as mixtures of any of the foregoing.
  • nonionic surfactants with much higher EO content than heretofore traditionally available can provide a significant advantage.
  • the benefit that has been observed is that certain fabrics that have been heat treated with higher EO-containing nonionic surfactants tend to not wrinkle as readily as they might previously have, had they not been so treated.
  • the extent of wrinkling can even perceptibly decrease.
  • the exposure of certain fabric articles to high EO-containing alcohol ethoxylate surfactants tends to impart a wrinkle resistance to the treated articles that may, in some instances, even improve over time.
  • the amount of nonionic surfactant that may be used in accordance with the teaching of the present invention is greater than about 10% of the total self-thickening surfactant system. That is, there may be about 10-100% nonionic surfactant present in the heat-activated cleaning compositions of the present invention.
  • the ethoxylated alcohol surfactants that have most successfully imparted wrinkle resistance to fabrics upon heat treatment include that contain above about 30 moles of EO per mole of alcohol, preferably above 50 moles of EO per mole of alcohol, and most preferably above about 70 moles of EO per mole of alcohol.
  • the greater the EO-content of the ethoxylated alcohol the greater the ability of the alcohol to impart wrinkle resistance to a fabric.
  • the phase transition temperature of the resulting cleaning composition may be too high for the particular heat source to conveniently cause the gelled or thickened composition to flow.
  • the molecular weight and number of EO groups suitable for a given ethoxylated alcohol surfactant to impart wrinkle-resistance qualities to a treated fabric or garment Exactly what the maximum number of EO groups is, however, will depend to large extent on the particular heat source used.
  • phase transition temperatures are between 30° C to 95° C, more preferably between 40° C to 85° C, and most preferably between 50° C to 70° C.
  • Another preferred surfactant system envisions surfactant blends that comprise amphoteric surfactants used either alone, or in combination with at least one anionic surfactant.
  • amphoteric surfactants used either alone, or in combination with at least one anionic surfactant.
  • certain surfactants known as zwitterionic surfactants are included among the class of substances known as amphoteric surfactants, and will not be discussed further.
  • Amphoteric surfactants which contain an anionic water-solubilizing group, a cationic group or a hydrophobic organic group are suitable for use with the present invention, and may include amine oxides, amino carboxylic acids and their salts, amino dicarboxylic acids and their salts, alkyl-betaines, alkyl aminopropylbetaines, sulfobetaines, alkyl imidazolinium derivatives, certain quaternary ammonium compounds, certain quaternary phosphonium compounds and certain tertiary sulfonium compounds.
  • certain amine oxide surfactants may be available in highly concentrated form, and thus contain nominal amounts of water.
  • active surfactants may also be referred to as "high active" surfactants and are included among the desc ⁇ ptions of nonionic, amphote ⁇ c or anionic surfactants as claimed and descnbed herein.
  • high active surfactant refers to those surfactants that can be used as received from the manufacturer, without requinng the addition of supplemental water to b ⁇ ng about thickening of the surfactant.
  • the ' total amount of amphote ⁇ c surfactant or amphote ⁇ c plus anionic surfactant that may be used in accordance with the teaching of the present invention is greater than about 10% of the total self-thickening surfactant system.
  • a surfactant blend used in the heat-activated cleaning compositions of the present invention.
  • a surfactant blend used in the heat-activated cleaning compositions of the present invention.
  • the total cont ⁇ bution of all surfactants to the heat-activated cleaning composition of the present invention will compnse 10-100% of the total weight of the cleaning composition.
  • Anionic surfactants which may be used as part of the surfactant system of the present invention include ammonium, substituted ammonium (e.g., mono-, di-, and t ⁇ ethanolam- monium), alkali metal and alkaline earth metal salts of C 6 .
  • alkali metal carboxylates are also envisioned.
  • Sulfonated hydrotropes which may be used in conjunction with the surfactant systems of the present invention include: sodium xylene sulfonate; sodium cumene sulfonate; sodium toluene sulfonate.
  • An example of one surfactant system according to the teaching of the present invention that comp ⁇ ses an amphote ⁇ c surfactant in combination with an anionic surfactant is an amine oxide with a linear alkylbenzene sulfonate.
  • surfactant system of the present invention that is comprised of an amphoteric surfactant and an anionic surfactant is cetyldimethyl betaine and sodium xylene sulfonate.
  • cetyldimethyl betaine and sodium xylene sulfonate cetyldimethyl betaine and sodium xylene sulfonate.
  • the surfactant blends contemplated for use herein can exhibit high viscosity at ambient temperature, and yet flow readily at elevated temperatures. In this flowable condition, the solutions readily transport from the substrate article to the garment, where they can effect cleaning or fabric refreshening.
  • Preferred phase transition temperatures are between 30° C and 95°C, more preferably between 40° C to 85° C, and most preferably between 50° C and 70° C.
  • the self-thickening surfactant system of the present invention are single or multiple surfactants which have melting points at ambient temperatures. These systems, while envisioned for this application, are not preferred unless they are able to provide viscous cleaning compositions which become more fluid at temperatures above ambient temperatures. Certain surfactants that have melting points at ambient temperatures may also happen to be high active surfactants. As defined above, the term high active surfactant is used herein to refer to those surfactants that can be used as received from the manufacturer, without requiring the addition of supplemental water to bring about thickening of the surfactant.
  • the cleaning and refreshening compositions of the present invention can also incorporate common cleaning and performance adjuncts such as solvents and fragrances, as well as minor amounts of bleaching agents, brighteners, chelating agents or sequestrants, enzymes, etc.
  • Solvents envisioned include glycol ethers, available under such tradenames as
  • Cellosolve®, Arcosolve®, and Carbitol® for example Methyl Carbitol, Butyl Carbitol, and Propyl Carbitol
  • methoxy propoxy propanol methoxy propoxy propanol
  • ethoxy propoxy propanol butoxy propoxy propanol
  • propoxy propoxy propanol and the like, and mixtures thereof.
  • lower alcohols, glycols, and polyols, as well as terpenes and hydrocarbon solvents such as Isopar K® or Isopar M®.
  • Bleaching agents envisioned for use with the self-thickemng heat-activated cleaning compositions include peroxide or active oxygen sources selected from the alkaline earth metal salts of percarbonate, perborate, persi cate and hydrogen peroxide adducts and hydrogen peroxide. Most preferred are sodium percarbonate, sodium perborate- mono- and tetrahydrate, and hydrogen peroxide. Other peroxygen sources may be possible, such as monopersulfates and monoperphosphates, or their equivalent aqueous forms, such as monopersulfu ⁇ c acid, known in the trade as Caro's acid or Caroate, a product of BASF AG, Germany. Bleaching activators and catalysts are also envisioned.
  • B ⁇ ghteners or fluorescent whitening agents such as stilbene, styrene and sty ryl naphthalene b ⁇ ghteners may also be included.
  • fluorescent whitening agents such as stilbene, styrene and sty ryl naphthalene b ⁇ ghteners
  • Such bnghteners are commercial available from such suppliers as Ciba Chemicals and Bayer Chemicals.
  • Fragrances which are useful for aesthetic purposes are also commercially available, and may be desirable for use with the self-thickening heat-activated cleaning and refreshening compositions of the present invention.
  • Suppliers of fragrances include such companies as Norda, International Flavors and Fragrances (IFF), and Firmenich.
  • Chelating agents or sequestrants can be included with the inventive cleaning compositions discussed herein, preferably as non-phosphate containing sequestrants, and most preferably as an aminopolyphosphonate These chelating agents assist m maintaining the stability of any activators and active oxygen sources which may be present in order to achieve optimum performance. In this manner, they act to chelate heavy metal ions, which cause catalyzed decomposition of the active oxygen source, although this is a non-binding theory of their action and not limiting. These agents also can effect cleaning by chelating metal ions which can be found in soils.
  • the chelating agent is selected from a number of known agents which are effective at chelating heavy metal ions.
  • the chelating agent should be resistant to hydrolysis and rapid oxidation by oxidants. Preferably, it should have an acid dissociation constant (pKa) of about 1-9, indicating that it dissociates at low pHs to enhance binding to metal cations.
  • Acceptable amounts of the optional chelating agent range from 0-1,000 ppm, more preferably 5-500 ppm, most preferably 10-100 ppm chelating agent self-thickening cleaning composition.
  • the most preferred chelating agent is an aminopolyphosphonate, which "is commercially available under the trademark Dequest from Monsanto Company. Examples thereof are Dequest 2000, 2041, and 2060. (See also Bossu, U.S. Patent No. 4,473,507, column 12, line 63 through column 13, line 22, incorporated herein by reference.) A polyphosphonate, such as Dequest 2010, is also suitable for use.
  • Non-phosphate containing chelating agents such as ethylenediamine- tetraacetic acid (EDTA) and nitrilotriacetic acid (NTA) may also be suitable for use.
  • EDTA ethylenediamine- tetraacetic acid
  • NTA nitrilotriacetic acid
  • Still other new, preferred chelating agents are new propylenediaminetetraacetates, such as Hampshire 13 PDTA, from W.R. Grace, and Chel DTPA 100#F, from Ciba Geigy A.G. Mixtures of the foregoing may be suitable.
  • Additional desirable adjuncts that may be suitable for use with the self-thickening heat-activated cleaning and refreshening compositions of the present invention include enzymes, although it may be preferred to also include an enzyme stabilizer.
  • Proteases are one especially preferred class of enzymes. They are preferably selected from alkaline proteases.
  • Alkaline proteases are available from a wide variety of sources, and are typically produced from various microorganism (e.g., Bacillus subtilisin). Typical examples of alkaline proteases include Maxatase and Maxacal from Genencor; Alcalase, Savinase, and Esperase are available from Novo Nordisk A/S.
  • amylases which are carbohydrate-hydrolyzing enzymes. It is also preferred to include mixtures of amylases and proteases. Suitable amylases include Rapidase from Societe Rapidase; Milezyme from Miles Laboratory; and Maxamyl from Genencor.
  • Still other suitable enzymes are cellulases, such as those described in Tai, U.S. Patent 4,479,881, Murata et al., U.S. Patent 4,443,355, Barbesgaard et al., U.S. Patent 4,435307, and Ohya et al., U.S. Patent 3,983,082, incorporated herein by reference.
  • Yet other suitable enzymes are lipases, such as those described in Silver, U.S. Patent 3,950,277, and Thom et al, U.S. Patent 4,707,291, incorporated herein by reference.
  • the hydrolytic enzyme should be present in an amount of about 0.01-5%, more preferably about 0.01-3%, and most preferably about 0.1-2% by weight of the composition. Mixtures of any of the foregoing hydrolases are desirable, especially protease/amylase blends.
  • Additional adjuncts can also include, but are not limited to, dye transfer inhibitors, fabric softeners, antistatic agents, antiredeposition agents, soil release agents, anti-wrinkle agents, antimicrobial agents, pesticides such as acaricides, sizing and shrinkage control agents.
  • the substrate articles which may be suitable for use with the self-thickening heat- activated cleaning and refreshening compositions of the present invention will now be described more fully.
  • the substrate articles which provide a vehicle or carrier for delivering the cleaning or refreshening compositions, may be porous or non-woven sheets.
  • the substrate articles may be formed from any fibrous or cellular flexible material which exhibits sufficient thermal stability for use in the dryer or when exposed to heat, sufficient chemical stability when exposed to even the most concentrated surfactant system, and which can retain sufficient amounts of the self-thickening cleaning composition to effectively clean or refreshen fabrics without significant leaking or bleeding of the composition during storage.
  • Such sheets include sheets of woven and nonwoven synthetic and natural fibers, felt, paper, or foam, such as hydrophilic polyurethane foam.
  • conventional sheets of non-woven materials are used as substrates herein.
  • Non-wovens are generally defined as adhesively bonded fibrous products having a web or corded fiber structure, or those which comprise fibrous mats in which the fibers- are distributed haphazardly or in a random array.
  • the fibers can be natural, such as wool, silk, jute, hemp, cotton, linen, sisal, or ramie; or synthetic such as rayon, cellulose ester, polyvinyl derivatives, polyolefins, polvamides or polyesters. Generally, any diameter or dernier of fiber is useful in the present invention.
  • the non-woven cloth substrates employed herein are not prone to tear or separate when used, for example, in an automatic dryer, due to the haphazard or random array of fibers in the non-woven material which impart excellent strength in all directions.
  • Preferred substrates for use in the dry-cleaning sheets of this invention have dimensions ranging from about 3" x 4" (approx. 7.6 cm x 10.2 cm) up to about 14" x 16" (35.6 cm x 40.6 cm).
  • the substrate must also be of a sufficient size to carry a desirable load of solvent-based dry-cleaning composition.
  • the most preferred size of substrates for use in the present invention range from about 4" x 14" (10.2 cm x 35.6 cm), particularly from about 5" x 12" (12.7 cm x 30.5 cm) to about 9" x 10" (22.9 cm x 25.4 cm).
  • the cleaning compositions of the present invention are preferably given up slowly from the substrate article or other vehicle or carrier with which the cleaning compositions are introduced to garments or fabrics to be cleaned and/or refreshed.
  • “fast” or “slow” are relative terms used in conjunction with the speed with which the cleaning compositions may be released, it is to be understood that the phrase “slow release” or “given up slowly” as used herein refers to a process that takes greater than about 5 minutes, more preferably greater than about 7.5 minutes, and most preferably one that takes greater than about 10 minutes in the case of an in-home rotary type clothes dryer. It is to be understood that even where other heating devices may exhibit somewhat faster heating times, however, the heat-activated surfactant systems of the present would nonetheless likely require longer dispersion or distribution times than comparative cleaning compositions of the prior art.
  • the first cleaning mechanism involves the ability of the active surfactant (or surfactants) to provide a cleaning function by solubilizing a spot or stain. As the surfactant moves across or into the fibers of a fabric or garment, it may dilute the spot or stain or spread it out over a wider area. The result is that the fabric may seem "cleaner" as the spot or stain region may appear as if it has been reduced in intensity.
  • spot-causing foreign matter may be solubilized by the surfactant system and brought to the surface of the fabric or garment, such that subsequent agitation during tumbling or through use or wear causes the surfactant-solubilized stain or spotting material to be dislodged and fall away from the fabric.
  • the small amount of water which may be introduced to the fabric or garment along with the surfactant system is sufficient to help lift the spot or stain from the targeted object being cleaned once the spot or stain has been solubilized by the surfactant system.
  • the small quantities of water that may be present can aid in removing malodors from garments or fabrics being treated. It is known that water is useful in helping to remove malodor impression, and it can therefore be useful for refreshing garments or fabrics according to the present invention.
  • the optional incorporation of a fragrance would help impart a freshening function, for example, by modifying the odor of stale, musty, or sour-smelling fabrics or textiles.
  • the flexible container or closable bag which may be suitable for use with the self- thickening heat-activated cleaning compositions of the present invention will now be described more fully.
  • the bag In order to effectively contain any vaporous components of the dry- cleaning compositions to within the confines of the sealed or closable bag, the bag must, of course, be fabricated of an essentially gas impermeable material and comprise an opening which can be reversibly closed, yet at the same time permit the venting of excess vapor.
  • the bag can be formed from polyethylene, polypropylene, polyamide or a multi-ply or layer complex comprising such materials. It is also important that the containment bag not be substantially damaged upon exposure to high dryer temperatures and/or highly concentrated surfactant systems.
  • any flexible container or closeable bag that is suitable for use in according to the present invention will be one that is able to withstand contact with the cleaning compositions of the present invention.
  • certain of the surfactant systems according to the present invention, used either alone or in combination may involve higher total surfactant concentrations than have heretofore been used in conjunction with home dry-cleaning kits of the prior art.
  • flexible containers or closures that are known in the prior art may not necessarily be suitable for use with the cleaning systems of the present invention.
  • Example 1 illustrates the preparation of an aqueous self-thickening surfactant system comprising a nonionic surfactant according to the foregoing discussion.
  • a nonionic surfactant system comprising a nonionic surfactant according to the foregoing discussion.
  • 20.48 g of the nonionic surfactant Neodol 25-7 7 mole ethoxylate of a C, 2 .is alcohol
  • 28.80 g deionized water was stirred until the mixture was homogeneous.
  • the aqueous composition could first be cooled after mixing, and thereafter applied to the substrate article or cellulosic material. In this instance, the cleaning composition would be applied in such a manner as to uniformly distribute the cleaning composition, such as with a scrim or doctor bar.
  • Example 2 illustrates the use of a surfactant blend, comprising an amphoteric surfactant in combination with one or more anionic surfactants, to effect a cleaning composition according to the foregoing discussion.
  • a surfactant blend comprising an amphoteric surfactant in combination with one or more anionic surfactants, to effect a cleaning composition according to the foregoing discussion.
  • an amine oxide surfactant Barlox 12 (C ⁇ 2 -dimethylamine oxide from Lonza, 30% active) and 3.01 g of an anionic surfactant, Biosoft 40S (the sodium salt of dodecylbenzenesulfonic acid from Stepan, 40% active) were blended to produce a highly viscous mixture.
  • An additional 17.07 g deionized water was added with stirring to produce a ringing gel comprising about 10% active matter.
  • the mixture could be heated to produce a flowable mixture for easy application and spreading onto a nonwoven cellulosic substrate, or applied to the nonwoven substrate with a scr
  • a cleaning article produced with the above surfactant blend also exhibited good hand feel (good hand), without seepage or leaching during storage.
  • Example 2 Addition of a like amount of amine oxide and dodecylbenzenesulfonic acid (LAS) as was used in Example 2 was added to 24.69 g deionized water, resulting in a 7.5% active aqueous solution of the dual surfactant blend. This mixture rendered a solution of relatively low viscosity which remained flowable even at ambient temperatures. When applied to a nonwoven cellulosic substrate, the mixture resulted in significant seepage of the cleaning composition.
  • This example is therefore not a preferred embodiment according to the present invention, but is included to provide an example illustrative of compositions that are similar to the prior art.
  • a surfactant mixture containing about 10% active matter— and thus 90% water— is an example of an embodiment that is consistent with the teaching of the present invention.
  • Compositions that contain 7.5% actives, and thus 92.5% water— as shown in Example 3 above— are therefore not preferred for use with the present invention.
  • Example 4 illustrates the use of a single high activef ⁇ ] surfactant to effect a self- thickening cleaning composition according to the foregoing discussion.
  • 5.0 g hexadecyldimethylamine oxide (Barlox® 16S from Lonza; 30% active) was applied in a heated, low viscous state onto a nonwoven cellulosic substrate.
  • the cleaning article was easy to handle and exhibited neither seepage nor leakage of the cleaning composition during storage.
  • the hexadecyldimethylamine oxide was employed as-received from the manufacturer; i.e., without use of additional water.
  • anionic surfactant 50% active
  • 4% active anionic 92.5%
  • Example 3 is not preferred for use according to the teaching of the present invention due to the observed seepage of the cleaning composition described above. Data from
  • Example 3 is therefore included in Table I for comparison purposes.
  • Example 5 a sequence of experiments were conducted in order to determine the effect of concentration, chain length (i.e., hydrophobic portion of the ethoxylated alcohol) and number of ethylene oxide (EO) units per molecule for various ethoxylated alcohols as compared to neat water.
  • the ethoxylated alcohols that were used evaluated included molecules having 20, 30, 40, 55 and 70 EO units per molecule of alcohol. All of the foregoing were obtained from Union Carbide Corporation as approximately 100% active surfactants, among which the 20, 30 and 40 EO-containing alcohol ethoxylates are commercially available under the Tergitol® name.
  • solutions of high-EO surfactants were prepared and sprayed onto fabrics.
  • a quantity of alcohol ethoxylate was mixed with the appropriate quantity of water to generate 1 wt. %, 5 wt. % and 10 wt. % active surfactant mixtures for at least one of each of the above five secondary ethoxylates, respectively.
  • the garments were simply sprayed with the aqueous cleaning compositions at ambient temperature, rather than applying the cleaning compositions during heat treatment, as would normally be experienced, for example, in a rotary dryer. At least one 100% cotton and one 50% cotton/50% polyester blend material were used as the target garments for each cleaning solution prepared.
  • Example 5 above reveals that there appears to be a discernable correlation between active concentration and ethylene oxide content of nonionic surfactant systems according to the present invention, and the extent to which a garment or fabric so treated may evince increasing resistance to wrinkle formation over time. It may therefore be postulated, within the confines of reasonable speculation, that cleaning compositions comprised of surfactant systems that contain even more than 70 ethylene oxide units per molecule of alcohol ethoxylate could likewise exhibit an even greater reduction in the tendency to wrinkle.

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Abstract

L'invention concerne des compositions nettoyantes auto-épaississantes, thermiquement activées qui contiennent une solution auto-épaississante de tensioactifs sélectionnés parmi des tensioactifs non ioniques, un mélange de tensioactifs comprenant un tensioactif amphotère éventuellement combiné à au moins un tensioactif anionique, ou une combinaison des éléments précités. Plus spécialement, les compositions nettoyantes auto-épaississantes, thermiquement activées de la présente invention permettent une utilisation pratique par le consommateur dans un environnement non commercial, tel que le domicile, ou dans des sèche-linge que l'on trouve dans les lavomatics, sans inconvénients de soins particuliers, tels que que des résidus inesthétiques sur les habits traités, une infiltration ou une dissolution du produit lors de son application et de sa manipulation à température ambiante, etc. Ces compositions ne nécessitent en outre aucun épaississant additionnel extérieur ou inefficace, ni d'agents gélifiants. L'invention concerne également l'utilisation éventuelle d'éthoxylates d'alcool contenant de l'oxyde d'éthylène supérieur tendant à fournir aux articles traités une résistance aux froissements.
PCT/US2000/008257 1999-03-29 2000-03-28 Compositions nettoyantes thermiquement activees presentant une resistance aux froissements et procedes d'utilisation WO2000058428A1 (fr)

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AU37741/00A AU3774100A (en) 1999-03-29 2000-03-28 Heat-activated cleaning compositions with wrinkle-resistance and methods of use
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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1201816A1 (fr) * 2000-10-27 2002-05-02 The Procter & Gamble Company Traitement de vêtements pour résistance contre les faux plis
US6916780B2 (en) 2002-04-16 2005-07-12 Unilever Home & Personal Care Usa, A Division Of Conopco, Inc. Fabric treatment composition
WO2005077893A1 (fr) 2004-02-12 2005-08-25 Basf Aktiengesellschaft Sulfates d'éthers d'alkyles
US6998380B2 (en) 2002-04-16 2006-02-14 Unilever Home & Personal Care Usa Division Of Conopco, Inc. Fabric treatment composition
US8317879B2 (en) 2010-02-08 2012-11-27 Ecolab Usa Inc. Reduced smoking textile care detergents
EP2851362A1 (fr) 2013-09-18 2015-03-25 Ulusal Bor Arastirma Enstitusu Procédé pour la production d'esters de sulfate ou de sulfonate

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3632396A (en) * 1969-04-28 1972-01-04 Procter & Gamble Dryer-added fabric-softening compositions
US5041230A (en) * 1988-05-16 1991-08-20 The Procter & Gamble Company Soil release polymer compositions having improved processability

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3632396A (en) * 1969-04-28 1972-01-04 Procter & Gamble Dryer-added fabric-softening compositions
US5041230A (en) * 1988-05-16 1991-08-20 The Procter & Gamble Company Soil release polymer compositions having improved processability

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1201816A1 (fr) * 2000-10-27 2002-05-02 The Procter & Gamble Company Traitement de vêtements pour résistance contre les faux plis
WO2002068751A2 (fr) * 2000-10-27 2002-09-06 The Procter & Gamble Company Traitement de vetements pour une resistance au froissage a sec
WO2002068751A3 (fr) * 2000-10-27 2003-01-16 Procter & Gamble Traitement de vetements pour une resistance au froissage a sec
US6984336B2 (en) 2000-10-27 2006-01-10 The Procter & Gamble Company Clothes treatment for dry wrinkle resistance
US6916780B2 (en) 2002-04-16 2005-07-12 Unilever Home & Personal Care Usa, A Division Of Conopco, Inc. Fabric treatment composition
US6998380B2 (en) 2002-04-16 2006-02-14 Unilever Home & Personal Care Usa Division Of Conopco, Inc. Fabric treatment composition
WO2005077893A1 (fr) 2004-02-12 2005-08-25 Basf Aktiengesellschaft Sulfates d'éthers d'alkyles
US7863479B2 (en) 2004-02-12 2011-01-04 Basf Aktiengesellschaft Alkyl ether sulfates
US8317879B2 (en) 2010-02-08 2012-11-27 Ecolab Usa Inc. Reduced smoking textile care detergents
EP2851362A1 (fr) 2013-09-18 2015-03-25 Ulusal Bor Arastirma Enstitusu Procédé pour la production d'esters de sulfate ou de sulfonate

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