WO2023099593A1 - Conditionneur de tissu - Google Patents

Conditionneur de tissu Download PDF

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Publication number
WO2023099593A1
WO2023099593A1 PCT/EP2022/083908 EP2022083908W WO2023099593A1 WO 2023099593 A1 WO2023099593 A1 WO 2023099593A1 EP 2022083908 W EP2022083908 W EP 2022083908W WO 2023099593 A1 WO2023099593 A1 WO 2023099593A1
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WO
WIPO (PCT)
Prior art keywords
fabric
fabric conditioner
ester
natural oil
conditioner according
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PCT/EP2022/083908
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English (en)
Inventor
Christopher Boardman
Louise Stephanie CONNELL-FIELDING
Original Assignee
Unilever Ip Holdings B.V.
Unilever Global Ip Limited
Conopco, Inc., D/B/A Unilever
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Publication of WO2023099593A1 publication Critical patent/WO2023099593A1/fr

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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
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/001—Softening compositions
    • 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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2093—Esters; Carbonates
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/22—Carbohydrates or derivatives thereof
    • C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • 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
    • C11D3/38—Products with no well-defined composition, e.g. natural products
    • 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
    • C11D3/38—Products with no well-defined composition, e.g. natural products
    • C11D3/382—Vegetable products, e.g. soya meal, wood flour, sawdust
    • 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
    • C11D3/38—Products with no well-defined composition, e.g. natural products
    • C11D3/384—Animal products

Definitions

  • the present invention is in the field of fabric conditioners, in particular improved softening from fabric conditioners. of the Invention
  • Fabric conditioners traditionally provide softening to fabrics.
  • Softening is generally provided by cationic fabric softening actives.
  • Particularly common softening actives are ester linked quaternary ammonium compounds. However improved softening is desired. of the Invention
  • fabric conditioner compositions comprising a natural oil and a film forming polymer demonstrate improved softening; the natural oil and film forming polymer providing a synergistic effect.
  • a fabric conditioner composition comprising: a 2 to 30 wt.% fabric softening active; b Natural oil; c Film forming polymer.
  • the invention further relates to a method of preparing a fabric conditioner as described herein wherein the fabric softening active and natural oil are pre-mixed prior to addition to water.
  • the invention additionally relates to use of the fabric conditioner compositions as described herein to soften fabrics. Detailed Description of the Invention
  • the fabric conditioners described herein comprise a fabric softening active.
  • the fabric softening actives may be any material known to soften fabrics. These may be polymeric materials or compounds known to soften materials. Examples of suitable fabric softening actives include: quaternary ammonium compounds, silicone polymers, polysaccharides, clays, amines, fatty esters, dispersible polyolefins, polymer latexes and mixtures thereof.
  • the fabric softening actives may preferably be cationic or non-ionic materials.
  • the fabric softening actives of the present invention are cationic materials. Suitable cationic fabric softening actives are described herein.
  • the preferred softening actives for use in fabric conditioner compositions of the invention are quaternary ammonium compounds (QAC).
  • the QAC preferably comprises at least one chain derived from fatty acids, more preferably at least two chains derived from a fatty acid.
  • fatty acids are defined as aliphatic monocarboxylic acids having a chain of 4 to 28 carbons.
  • Fatty acids may be derived from various sources such as tallow or plant sources.
  • the fatty acid chains are derived from plants.
  • the fatty acid chains of the QAC comprise from 10 to 50 wt. % of saturated C18 chains and from 5 to 40 wt. % of monounsaturated C18 chains by weight of total fatty acid chains.
  • the fatty acid chains of the QAC comprise from 20 to 40 wt. %, preferably from 25 to 35 wt. % of saturated C18 chains and from 10 to 35 wt. %, preferably from 15 to 30 wt. % of monounsaturated C18 chains, by weight of total fatty acid chains.
  • the preferred quaternary ammonium fabric softening actives for use in compositions of the present invention are so called "ester quats" or ester linked quaternary ammonium compounds.
  • Particularly preferred materials are the ester-linked triethanolamine (TEA) quaternary ammonium compounds comprising a mixture of mono-, di- and tri-ester linked components.
  • TAA ester-linked triethanolamine
  • TEA-based fabric softening compounds comprise a mixture of mono, di- and tri ester forms of the compound where the di-ester linked component comprises no more than 70 wt.% of the fabric softening compound, preferably no more than 60 wt.% e.g., no more than 55%, or even no more that 45% of the fabric softening compound and at least 10 wt.% of the monoester linked component.
  • a first group of quaternary ammonium compounds (QACs) suitable for use in the present invention is represented by formula (I): wherein each R is independently selected from a C5 to C35 alkyl or alkenyl group; R 1 represents a C1 to C4 alkyl, C2 to C4 alkenyl or a C1 to C4 hydroxyalkyl group; T may be either O-CO. (i.e. an ester group bound to R via its carbon atom), or may alternatively be CO-O (i.e.
  • Suitable actives include soft quaternary ammonium actives such as Stepantex VT90, Rewoquat WE18 (ex-Evonik) and Tetranyl L1/90N, Tetranyl L190 SP and Tetranyl L190 S (all ex-Kao).
  • TEA ester quats actives rich in the di-esters of triethanolammonium methylsulfate, otherwise referred to as "TEA ester quats".
  • PreapagenTM TQL Ex-Clariant
  • TetranylTM AHT-1 Ex-Kao
  • AT-1 di-[hardened tallow ester] of triethanolammonium methylsulfate
  • L5/90 di-[palm ester] of triethanolammonium methylsulfate
  • RewoquatTM WE15 a di-ester of triethanolammonium methylsulfate having fatty acyl residues deriving from C10-C20 and C16-C18 unsaturated fatty acids
  • a second group of QACs suitable for use in the invention is represented by formula (II):
  • each R 1 group is independently selected from C1 to C4 alkyl, hydroxyalkyl or C2 to C4 alkenyl groups; and wherein each R 2 group is independently selected from C8 to C28 alkyl or alkenyl groups; and wherein n, T, and X- are as defined above.
  • Preferred materials of this second group include 1,2 bis[tallowoyloxy]-3- trimethylammonium propane chloride, 1,2 bis[hardened tallowoyloxy]-3- trimethylammonium propane chloride, 1 ,2- bis[oleoyloxy]-3-trimethylammonium propane chloride, and 1,2 bis[stearoyloxy]-3- trimethylammonium propane chloride.
  • Such materials are described in US 4, 137,180 (Lever Brothers).
  • these materials also comprise an amount of the corresponding monoester.
  • a third group of QACs suitable for use in the invention is represented by formula (III): wherein each R 1 group is independently selected from C1 to C4 alkyl, or C2 to C4 alkenyl groups; and wherein each R 2 group is independently selected from C8 to C28 alkyl or alkenyl groups; and n, T, and X- are as defined above.
  • Preferred materials of this third group include bis(2-tallowoyloxyethyl)dimethyl ammonium chloride, partially hardened and hardened versions thereof.
  • a fourth group of QACs suitable for use in the invention are represented by formula (V)
  • Ri and R2 are independently selected from C10 to C22 alkyl or alkenyl groups, preferably C14 to C20 alkyl or alkenyl groups.
  • X- is as defined above.
  • the iodine value of the quaternary ammonium fabric conditioning material is preferably from 0 to 80, more preferably from 0 to 60, and most preferably from 0 to 45.
  • the iodine value may be chosen as appropriate.
  • Essentially saturated material having an iodine value of from 0 to 5, preferably from 0 to 1 may be used in the compositions of the invention. Such materials are known as "hardened" quaternary ammonium compounds.
  • a further preferred range of iodine values is from 20 to 60, preferably 25 to 50, more preferably from 30 to 45.
  • a material of this type is a "soft" triethanolamine quaternary ammonium compound, preferably triethanolamine di-alkylester methylsulfate. Such ester-linked triethanolamine quaternary ammonium compounds comprise unsaturated fatty chains.
  • the iodine value represents the mean iodine value of the parent fatty acyl compounds or fatty acids of all the quaternary ammonium materials present.
  • the iodine value represents the mean iodine value of the parent acyl compounds of fatty acids of all of the quaternary ammonium materials present.
  • Iodine value refers to, the fatty acid used to produce the QAC, the measurement of the degree of unsaturation present in a material by a method of nmr spectroscopy as described in Anal. Chem., 34, 1136 (1962) Johnson and Shoolery.
  • a further type of softening compound may be a non-ester quaternary ammonium material represented by formula (VI): wherein each R 1 group is independently selected from C1 to C4 alkyl, hydroxyalkyl or C2 to C4 alkenyl groups; R 2 group is independently selected from C8 to C28 alkyl or alkenyl groups, and X- is as defined above.
  • formula (VI) wherein each R 1 group is independently selected from C1 to C4 alkyl, hydroxyalkyl or C2 to C4 alkenyl groups; R 2 group is independently selected from C8 to C28 alkyl or alkenyl groups, and X- is as defined above.
  • the fabric conditioners of the present invention comprise more than 1 wt. % fabric softening active, more preferably more than 2 wt. % fabric softening active, most preferably more than 3 wt. % fabric softening active by weight of the composition.
  • the fabric conditioners of the present invention comprise less than 40 wt. % fabric softening active, more preferably less than 30 wt. % fabric softening active, most preferably less than 25 wt. % fabric softening active by weight of the composition.
  • the fabric conditioners comprise 1 to 40 wt. % fabric softening active, preferably 2 to 30 wt.% fabric softening active and more preferably 3 to 25 wt. % fabric softening active by weight of the composition.
  • the fabric conditioners described herein may be so called dilute at home fabric conditioners. These are fabric conditioner compositions which are sold in a concentrated form. The consumer then dilutes the composition at home prior to use of the composition. If the fabric conditioner is a concentrated dilute at home composition, preferably the fabric conditioners comprise more than 10 wt. % fabric softening active, more preferably more than 15 wt. % fabric softening active, most preferably more than 20 wt. % fabric softening active by weight of the composition. Preferably the fabric conditioners of the present invention comprise less than 50 wt. % fabric softening active, more preferably less than 45 wt. % fabric softening active, most preferably less than 40 wt.
  • % fabric softening active by weight of the composition % fabric softening active by weight of the composition.
  • Suitably concentrated fabric conditioners for dilute at home comprise 10 to 50 wt. % fabric softening active, preferably 15 to 45 wt.% fabric softening active and more preferably 20 to 40 wt. % fabric softening active by weight of the composition.
  • compositions of the present invention comprise natural oils.
  • Natural oils comprise plant oils and/or the esterified fatty acids of plant oils. Natural oils exclude mineral oils derived from petroleum. Preferably the natural oil is a liquid or soft solid.
  • Plant oils include vegetable (e.g., olive oil), nut and seed oils. Plant oils also include microbial oils, which are oils produced by microbes or other organisms, including algal oils and including genetically modified or engineered microbes that produce oils. Plant oils preferably include triglycerides, free fatty acids, or a combination of both.
  • the natural oil comprises seed oils or the esterified fatty acids thereof.
  • Seed oils include almond, argan, babassu, borage, camelina, canola ®, castor, chia, cherry, coconut, corn, cotton, coffee, Cuphea Viscosissima, flax (linseed), grape, hemp, hepar, jatropha, jojoba, Lesquerella Fendleri oil, Moringa Oleifera oil, macadamia, mango, mustard, neem, oil palm, perilla, rapeseed, safflower, sesame, shea, stillingia, soybean, sunflower, tonka bean, tung.
  • the natural oil may comprise a triglyceride or mixtures of triglycerides with varying degrees of alkyl chain length and unsaturation.
  • Each triglyceride comprises one or two or more, preferably three fatty acids, bonded by a glycerol bridge.
  • the natural oil comprises an ester oil.
  • Ester oils are the esterified fatty acids of any of the above oils.
  • the glycerides (of the above oils) are first hydrolysed to release fatty acids from the glycerol moiety, and then the fatty acids are then reacted with alcohols (mono-, di-, tri-, tetra, etc.,) to form an ester oil.
  • the natural oil comprises esterified fatty acids of seed oils.
  • the ester oil is a polyol ester (i.e. , more than one alcohol group is reacted to form the polyol ester).
  • the polyol ester is formed by esterification of a polyol (i.e., reacting a molecule comprising more than one alcohol group with acids).
  • the polyol ester comprises at least two ester linkages.
  • the polyol ester comprises no hydroxyl groups.
  • the ester oil is a pentaerythritol e.g., a pentaerythritol tetraisostearate. Exemplary structures of the compound are (VII) and (VIII) below:
  • ester oil is saturated.
  • ester oils are esters containing straight or branched, saturated or unsaturated carboxylic acids.
  • Suitable ester oils are the fatty ester of a mono or polyhydric alcohol having from 1 to about 24 carbon atoms in the hydrocarbon chain and mono or polycarboxylic acids having from 1 to about 24 carbon atoms in the hydrocarbon chain with the proviso that the total number of carbon atoms in the ester oil is equal to or greater than 16 and that at least one of the hydrocarbon radicals in the ester oil has 12 or more carbon atoms.
  • the viscosity of the natural oil is from 2 mPa. s to 400 mPa. s at a temperature of 25 C, more preferably a viscosity from 2 to 150 mPa. s, most preferably a viscosity from 10 to 100 mPa. s.
  • the refractive index of the natural oil is from 1.445 to 1.490, more preferred from 1.460 to 1.485.
  • the natural oil may be characterized by the percentage modern carbon in the oil.
  • the percentage modern carbon (pMC) level is based on measuring the level of radiocarbon (C14) which is generated in the upper atmosphere from where it diffuses, providing a general background level in the air.
  • the background level in the air represents 100% modern carbon.
  • the level of C14, once captured (e.g. by biomass) decreases over time, in such a way that the amount of C14 is essentially depleted after 45,000 years.
  • the C14 level of fossil-based carbons, as used in the conventional petrochemical industry is virtually zero.
  • a pMC value of 100% would indicate that 100% of the carbon came from plants or animal byproducts (biomass) living in the natural environment (or as captured from the air) and a value of 0% would mean that all of the carbon was derived from petrochemicals, coal and other fossil sources.
  • a value between 0-100% would indicate a mixture. The higher the value, the greater the proportion of naturally sourced components in the oil.
  • the pMC level can be determined using the % Biobased Carbon Content ASTM D6866-20 Method B, using a National Institute of Standards and Technology (NIST) modern reference standard (SRM 4990C). Such measurements are known in the art are performed commercially, such as by Beta Analytic Inc. (USA). The technique to measure the C14 carbon level is known since decades and most known from carbon-dating archaeological organic findings.
  • Natural oils preferably comprise 50 to 100 percent modern carbon, more preferably 80 to 100 percent modern carbon and most preferably 95 to 100 percent modern carbon.
  • the natural oil of the current invention may be in the form of a free oil or an emulsion.
  • the natural oil may be encapsulated.
  • Suitable encapsulating materials may comprise, but are not limited to; aminoplasts, proteins, polyurethanes, polyacrylates, polymethacrylates, polysaccharides, polyamides, polyolefins, gums, silicones, lipids, modified cellulose, polyphosphate, polystyrene, polyesters or combinations thereof.
  • Particularly preferred materials are aminoplast microcapsules, such as melamine formaldehyde or urea formaldehyde microcapsules. Suitable microcapsules are disclosed in US 2003215417
  • the microcapsules shell maybe coated with polymer to enhance the ability of the microcapsule to adhere to fabric, as described in U.S. Patent Nos. 7,125,835; 7,196,049; and 7,119,057
  • the compositions described herein preferably comprise amount 0.1 wt. % to 15 wt.% natural oil, by weight of the composition, preferably 0.25 to 10 wt.%, more preferably 0.5 to 7 wt.% and most preferably 0.5 to 5 wt.% natural oil.
  • compositions of the present invention comprise film forming polymers.
  • film forming polymer is well known in the art and refers to polymers which deposit on the surface of a fabric and provide a so-called film on the surface of the fabric.
  • the film-forming polymers may be selected from synthetic organic polymers, natural polymers, modified natural polymers and combinations thereof.
  • suitable film forming polymers include: polyvinyl alcohol; polyvinyl pyrroiidone; polyethylene glycols; polyvinylpyrrolidones; polyesters including copolyesters; polyurethanes; vinylpyrrolidone I vinyl ester copolymers; modified proteins such as hydrolysed proteins from animals, such as collagen, keratin and milk or from plants, such as wheat, corn, rice, potatoes, soybeans or almonds, from marine life forms, such as collagen, fish or algae or biotechnology- derived protein and derivatives of hydrolysed proteins; and combinations thereof.
  • the film forming polymer preferably has a weight-average molecular weight Mw in the range from 300 g I mol to 5,000,000 g I mol, preferably from 300 g I mol to 3,000,000 g I mol and more preferably from 500 g I mol to 2,000,000 g I mol.
  • the average molecular weight Mw can be determined, for example, by gel permeation chromatography (GPC) (Andrews P., "Estimation of the Molecular Weight of Proteins by Sephadex Gel Filtration"; Biochem J., 1964, 91 , pages 222 to 233).
  • GPC gel permeation chromatography
  • the film forming polymers are selected from polymers comprising: polyvinyl alcohol; polyvinyl pyrrolidone; polyethylene glycol; polyethylene oxide; polyurethanes; polyesters including copolyesters; hydrolysed proteins and derivatives thereof or any combinations thereof. More preferably the film forming polymer is selected from polymers comprising: hydrolysed proteins or polyesters, including co-polyesters, polysaccharides and combinations thereof.
  • Protein hydrolysates for use in the present invention are proteins which are obtainable by hydrolysis of proteins. Hydrolysis can be achieved by chemical reactions, in particular by alkaline hydrolysis, acid hydrolysis, enzymatic hydrolysis or combinations thereof. For alkaline or acid hydrolysis, methods such as prolonged boiling in a strong acid or strong base may be employed. For enzymatic hydrolysis, all hydrolytic enzymes are suitable, for example alkaline proteases.
  • the production of protein hydrolysates is described, for example, by G. Schuster and A. Domsch in soaps and oils Fette Wachse 108, (1982) 177 and Cosm.Toil, respectively. 99, (1984) 63, by H.W. Steisslinger in Parf.Kosm. 72, (1991) 556 and F. Aurich et al. in Tens. Surf. Det. 29, (1992) 389 appeared.
  • the hydrolysed proteins of the present invention may come from a variety of sources.
  • the proteins may be naturally sourced, e.g., from plants or animal sources, or they may be synthetic proteins.
  • the protein is a naturally sourced protein or a synthetic equivalent of a naturally sourced protein.
  • a preferred class of proteins are plant proteins, i.e. , proteins obtained from a plant or synthetic equivalents thereof.
  • the protein is obtained from a plant.
  • Preferred plant sources include nuts, seeds, beans, and grains.
  • Particularly preferred plant sources are grains.
  • grains include cereal grains (e.g., millet, maize, barley, oats, rice and wheat), pseudocereal grains (e.g., buckwheat and quinoa), pulses (e.g., chickpeas, lentils and soybeans) and oilseeds (e.g. mustard, rapeseed, sunflower seed, hemp seed, poppy seed, flax seed).
  • cereal grains e.g., millet, maize, barley, oats, rice and wheat
  • pseudocereal grains e.g., buckwheat and quinoa
  • pulses e.g., chickpeas, lentils and soybeans
  • oilseeds e.g. mustard, rapeseed, sunflower seed, hemp seed, poppy seed, flax seed.
  • wheat proteins or synthetic equivalents to wheat proteins e.g., mustard, rapeseed, sunflower seed, hemp seed, poppy seed, flax seed.
  • the protein hydrolysate is cationically modified.
  • a cationically modified wheat protein hydrolysate Preferably, the hydrolyses protein is a quaternised protein.
  • the hydrolysed protein contains at least one radical of the formula:
  • R1 is an alkyl group having 1 to 30 carbon atoms, an alkenyl group having 1 to 30 carbon atoms, or a hydroxyalkyl group having 1 to 30 carbon atoms.
  • R1 is preferably selected from, a methyl group, a C 10-18 alkyl, or a C 10-13 alkenyl group,
  • X is O, N or S
  • R represents the protein residue.
  • protein residue is to be understood as meaning the backbone of the corresponding protein hydrolyzate formed by the linking of amino acids, to which the cationic group is bound.
  • the cationization of the protein hydrolysates with the above-described residues can be achieved by reacting the protein hydrolyzates, in particular the reactive groups of the amino acids of the protein hydrolysates, with halides which otherwise correspond to compounds of the above formula (wherein the X-R moiety is replaced by a halogen).
  • the hydrolysed protein may a be hydrolysed protein-silicone copolymer.
  • the silicone component may be covalently bonded to amino groups of the protein groups. Silicone components may form cross-links between different protein chains.
  • the protein component of a protein-silicone copolymer may represent from 5 to 98% by weight of the copolymer, more preferably from 50 to 90%.
  • the silicone component is organofunctional silane/silicone compounds.
  • the protein- silicone copolymer may be prepared by covalently attaching organofunctional silane/silicone compounds to the protein amino groups to form larger polymer molecules including protein cross-linking.
  • further polymerisation may occur through condensation of silanol groups, and such further polymerisation increases the amount of cross-linking.
  • the organofunctional silicone compounds used for reaction with the protein component to form the copolymer must contain a functional group capable of reacting with the chain terminal and/or side chain amino groups of the protein. Suitable reactive groups include, for example, acyl halide, sulphonyl halide, anhydride, aldehyde and epoxide groups.
  • the silicone component may be any compound which contains a siloxane group (Si-O-Si) or any silane capable of forming a siloxane in situ by condensation of silanol (Si-OH) groups or any alkoxysilane or halosilane which hydrolyses to form a corresponding silanol and then condenses to form a siloxane group.
  • Si-O-Si siloxane group
  • Si-OH silanol
  • halosilane any alkoxysilane or halosilane which hydrolyses to form a corresponding silanol and then condenses to form a siloxane group.
  • Wheat protein hydrolysates are commercially available, for example, from Croda under the trade name ColtideRadiance.
  • Polyester polymers for use in the invention may include a variety of charged (e.g., anionic) as well as non-charged monomer units and structures may be linear, branched or star shaped.
  • the polyester structure may also include capping groups to control molecular weight or to alter polymer properties such as surface activity.
  • Polyesters for use in the invention may suitably be selected from copolyesters of dicarboxylic acids (for example adipic acid, phthalic acid or terephthalic acid), diols (for example ethylene glycol or propylene glycol) and polydiols (for example polyethylene glycol or polypropylene glycol).
  • the copolyester may also include monomeric units substituted with anionic groups, such as for example sulfonated isophthaloyl units.
  • Such materials include oligomeric esters produced by transesterification/oligomerization of poly(ethyleneglycol) methyl ether, dimethyl terephthalate (“DMT”), propylene glycol (“PG”) and poly(ethyleneglycol) (“PEG”); partly- and fully-anionic-end-capped oligomeric esters such as oligomers from ethylene glycol (“EG”), PG, DMT and Na-3,6-dioxa-8-hydroxyoctanesulfonate; nonionic-capped block polyester oligomeric compounds such as those produced from DMT, Me-capped PEG and EG and/or PG, or a combination of DMT, EG and/or PG, Me-capped PEG and Na-dimethyl-5-sulfoisophthalate, and copolymeric blocks of ethylene terephthalate or propylene terephthalate with polyethylene oxide or polypropylene oxide terephthalate.
  • Suitable polyesters can be obtained from Clariant under the trade
  • Preferred polyesters for use in the invention include copolyesters formed by condensation of terephthalic acid ester and diol, preferably 1 ,2 propanediol, and further comprising an end cap formed from repeat units of alkylene oxide capped with an alkyl group.
  • Examples of such materials have a structure corresponding to general formula (IX): in which R 1 and R 2 independently of one another are X-(OC2H4)n-(OC3H6)m ; in which X is CM alkyl and preferably methyl; n is a number from 12 to 120, preferably from 40 to 50; m is a number from 1 to 10, preferably from 1 to 7; and a is a number from 4 to 9.
  • n, n and a are not necessarily whole numbers for the polymer in bulk.
  • compositions described herein preferably comprise 0.005 to 10 wt.% film forming polymer, by weight of the composition, more preferably 0.01 to 5 wt.%, even more preferably 0.02 to 4 wt.% and most preferably 0.05 to 3 wt.%.
  • Film forming polymers can have a negative effect on the softening delivered from a fabric conditioner composition. However, it has been found that in the presence of a natural oil, softening is improved and a synergistic effect is provided.
  • the fabric conditioners of the present invention preferably comprise 0.05 to 15 wt.% free perfume, more preferably 0.1 to 10 wt. % free perfume.
  • Useful perfume components may include materials of both natural and synthetic origin. They include single compounds and mixtures. Specific examples of such components may be found in the current literature, e.g., in Fenaroli's Handbook of Flavor Ingredients, 1975, CRC Press; Synthetic Food Adjuncts, 1947 by M. B. Jacobs, edited by Van Nostrand; or Perfume and Flavor Chemicals by S. Arctander 1969, Montclair, N.J. (USA). These substances are well known to the person skilled in the art of perfuming, flavouring, and/or aromatizing consumer products.
  • Particularly preferred perfume components are blooming perfume components and substantive perfume components.
  • Blooming perfume components are defined by a boiling point less than 250°C and a LogP or greater than 2.5.
  • Substantive perfume components are defined by a boiling point greater than 250°C and a LogP greater than 2.5. Boiling point is measured at standard pressure (760 mm Hg).
  • a perfume composition will comprise a mixture of blooming and substantive perfume components.
  • the perfume composition may comprise other perfume components.
  • compositions for use in the present invention it is envisaged that there will be three or more, preferably four or more, more preferably five or more, most preferably six or more different perfume components.
  • An upper limit of 300 perfume components may be applied.
  • the fabric conditioner compositions of the present invention preferably comprise 0.05 to 10 wt.% perfume microcapsules, more preferably 0.1 to 8 wt. % perfume microcapsules. The weight of microcapsules is of the material as supplied.
  • suitable encapsulating materials may comprise, but are not limited to; aminoplasts, proteins, polyurethanes, polyacrylates, polymethacrylates, polysaccharides, polyamides, polyolefins, gums, silicones, lipids, modified cellulose, polyphosphate, polystyrene, polyesters or combinations thereof.
  • Particularly preferred materials are aminoplast microcapsules, such as melamine formaldehyde or urea formaldehyde microcapsules.
  • Perfume microcapsules of the present invention can be friable microcapsules and/or moisture activated microcapsules.
  • friable it is meant that the perfume microcapsule will rupture when a force is exerted.
  • moisture activated it is meant that the perfume is released in the presence of water.
  • the fabric conditioners of the present invention preferably comprise friable microcapsules. Moisture activated microcapsules may additionally be present. Examples of a microcapsules which can be friable include aminoplast microcapsules.
  • Perfume components contained in a microcapsule may comprise odiferous materials and/or pro-fragrance materials.
  • microcapsules may comprise perfume components and a carrier for the perfume ingredients, such as zeolites or cyclodextrins.
  • the fabric conditioners of the present invention preferably comprise co-softeners. When employed, they are typically present at from 0.1 to 20% and particularly at from 0.5 to 10%, based on the total weight of the composition.
  • Preferred co-softeners include fatty esters, and fatty N-oxides.
  • Fatty esters that may be employed include fatty monoesters, such as glycerol monostearate, fatty sugar esters, such as those disclosed WO 01/46361 (Unilever).
  • compositions of the present invention may comprise a fatty complexing agent.
  • suitable fatty complexing agents include fatty alcohols and fatty acids. Of these, fatty alcohols are most preferred.
  • the fatty complexing material improves the viscosity profile of the composition by complexing with mono-ester component of the fabric conditioner material thereby providing a composition which has relatively higher levels of diester and tri-ester linked components.
  • the di-ester and tri-ester linked components are more stable and do not affect initial viscosity as detrimentally as the mono-ester component.
  • compositions comprising quaternary ammonium materials based on TEA may destabilise the composition through depletion flocculation.
  • depletion flocculation is significantly reduced.
  • the fatty complexing agent at the increased levels as required by the present invention, "neutralises” the mono-ester linked component of the quaternary ammonium material. This in situ di-ester generation from mono-ester and fatty alcohol also improves the softening of the composition.
  • Preferred fatty acids include tallow fatty acid or vegetable fatty acids, particularly preferred are hardened tallow fatty acid or hardened vegetable fatty acid (available under the trade name PristereneTM, ex Croda).
  • Preferred fatty alcohols include tallow alcohol or vegetable alcohol, particularly preferred are hardened tallow alcohol or hardened vegetable alcohol (available under the trade names StenolTM and HydrenolTM, ex BASF and LaurexTM CS, ex Huntsman).
  • the fatty complexing agent is preferably present in an amount greater than 0.3 to 5% by weight based on the total weight of the composition. More preferably, the fatty component is present in an amount of from 0.4 to 4%.
  • the weight ratio of the mono-ester component of the quaternary ammonium fabric softening material to the fatty complexing agent is preferably from 5:1 to 1:5, more preferably 4:1 to 1:4, most preferably 3:1 to 1:3, e.g., 2:1 to 1:2.
  • the fabric conditioners of the present invention preferably comprise nonionic surfactant. Typically, these can be included for the purpose of stabilising the compositions.
  • Suitable nonionic surfactants include addition products of ethylene oxide and/or propylene oxide with fatty alcohols, fatty acids and fatty amines. Any of the alkoxylated materials of the particular type described hereinafter can be used as the nonionic surfactant.
  • Suitable surfactants are substantially water-soluble surfactants of the general formula (X):
  • R is selected from the group consisting of primary, secondary and branched chain alkyl and/or acyl hydrocarbyl groups; primary, secondary and branched chain alkenyl hydrocarbyl groups; and primary, secondary and branched chain alkenyl-substituted phenolic hydrocarbyl groups; the hydrocarbyl groups having a chain length of from 8 to about 25, preferably 10 to 20, e.g., 14 to 18 carbon atoms.
  • Y is typically:
  • R has the meaning given above for formula (X) or can be hydrogen; and Z is at least about 8, preferably at least about 10 or 11 .
  • the nonionic surfactant has an HLB of from about 7 to about 20, more preferably from 10 to 18, e.g., 12 to 16.
  • GenapolTM C200 (Clariant) based on coco chain and 20 EO groups is an example of a suitable nonionic surfactant.
  • the nonionic surfactant is present in an amount from 0.01 to 10%, more preferably 0.1 to 5 by weight, based on the total weight of the composition.
  • a class of preferred non-ionic surfactants include addition products of ethylene oxide and/or propylene oxide with fatty alcohols, fatty acids and fatty amines. These are preferably selected from addition products of (a) an alkoxide selected from ethylene oxide, propylene oxide and mixtures thereof with (b) a fatty material selected from fatty alcohols, fatty acids and fatty amines.
  • Suitable surfactants are substantially water-soluble surfactants of the general formula (XI):
  • Y is typically:
  • R has the meaning given above for formula (XI) or can be hydrogen; and Z is at least about 6, preferably at least about 10 or 11.
  • LutensolTM AT25 (BASF) based on C16:18 chain and 25 EO groups is an example of a suitable non-ionic surfactant.
  • suitable surfactants include Renex 36 (Trideceth-6), ex Croda; Tergitol 15-S3, ex Dow Chemical Co.; Dihydrol LT7, ex Thai Ethoxylate ltd; Cremophor CO40, ex BASF and Neodol 91-8, ex Shell.
  • the composition of the present invention preferably comprises preservatives.
  • Preservatives are preferably present in an amount of 0.001 to 1 wt.% of the composition. More Preferably 0.005 to 0.5 wt. %, most preferably 0.01 to 0.1 wt.% of the composition.
  • Preservatives can include anti-microbial agents such as isothiazolinone-based chemicals (in particular isothiazol-3-one biocides) or glutaraldehyde-based products. Also suitable are preservatives such as organic acids, sorbates and benzoates. Examples of suitable preservatives include Benzisothiazoline, Cloro-methyl-isothiazol-3-one, Methyl-isothiazol-3-one and mixtures thereof. Suitable preservatives are commercially available as Kathon CG ex. Dow and Proxel ex Arxada.
  • the fabric conditioners described herein may comprise additional ingredients, as will be known to the person skilled in the art.
  • additional ingredients there may be mentioned: thickening polymers, antifoams, insect repellents, shading or hueing dyes, preservatives (e.g., bactericides), pH buffering agents, perfume carriers, hydrotropes, anti-redeposition agents, polyelectrolytes, anti-shrinking agents, anti-wrinkle agents, antioxidants, dyes, colorants, sunscreens, anti-corrosion agents, drape imparting agents, anti-static agents, sequestrants and ironing aids.
  • the products of the invention may contain pearlisers and/or opacifiers.
  • a preferred sequestrant is HEDP, an abbreviation for Etidronic acid or 1 -hydroxyethane 1,1-diphosphonic acid.
  • the fabric conditioner composition is preferably in an aqueous form.
  • the compositions preferably comprise at least 75 wt.% water.
  • compositions described herein may be prepared via any suitable method.
  • the fabric softening active and natural oil are pre-mixed prior to addition to water.
  • the pre-mixing is performed at a temperature above 50°C, more preferably above 60°C.
  • the ester oil and fabric softening active may be mixed with water.
  • the film former may be added at any suitable stage of the process.
  • the film former is mixed with the water and minors prior to the fabric softening active and natural oil being added to the mix.
  • the film former may be part of the premix of fabric softening active and natural oil.
  • compositions of the present invention are used to soften fabric.
  • a fabric conditioner comprising a fabric softening active
  • a film forming polymer can reduce the softening effect.
  • Natural oils can improve softening, however when film forming polymers and natural oils are implemented together, a synergistic softening benefit is observed. Examples
  • Film forming polymer hydrolysed protein 3 - Coltide radiance ex. Croda
  • compositions were prepared by forming a pre-mix or pre-melt of the fabric softening active and when present ester oil and cetyl/stearyl alcohol.
  • the fabric softening active and when present ester oil and cetyl/stearyl alcohol were heated to ⁇ 65°C with mixing. Water was separately heated to ⁇ 45°C.
  • the perfume microcapsules and some minors where added to the water with stirring, followed by the premix. The remaining minors were added with stirring, then the water cooled. Finally, the free perfume was added.
  • Samples were prepared using a Werner Mathis VFM 2-roll vertical padder. This method was selected to ensure an even application of product was applied to the woven cotton surface. Equipment was set up to the parameters listed below;
  • Friction was assessed by the use of a force plate.
  • Suitable force plates are available from Kistler Instrument Corp.
  • the force plate consists of a composite plate, which is coupled to a series of force transducers, such that normal loads, tangential forces and torques applied to the plate can be measured.
  • the force plate is used in conjunction with software capable of recording the output from the force transducers.
  • the data provided by the force transducers allows, for example, position to be tracked over the Force Plate, the friction and movement speed of whatever object (e.g., a finger) contacts the surface of the plate.
  • the test fabric woven cotton
  • a few drops of water were placed onto the force plate and the transparency film with fabric attached, placed on top.
  • Adhesive forces held the transparency film in place, on the force plate for the duration of the test.
  • the fabric was rubbed with a leather pad for two minutes at varying load and speed. Data was collected at 20Hz (i.e. one data point every 50 milliseconds).
  • Data points having a load 1.2-2.0 N and speed of 100-500 mm/sec were selected for analysis. This is estimated to be the rubbing conditions which best represents that experienced by consumers between skin and fabric during wear.
  • Comparing the coefficient of friction between the comparative composition A, B & C and the composition of the invention composition 2 shows a clear synergistic reduction in friction.
  • the use of half the level of natural oil and film forming polymer in combination is clearly more efficient at reducing friction than the same level of either material alone.

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Abstract

L'invention concerne une composition de conditionneur de tissu comprenant : 2 à 30 % en poids d'agent actif d'assouplissement de tissu, d'huile naturelle et de polymère filmogène.
PCT/EP2022/083908 2021-12-02 2022-11-30 Conditionneur de tissu WO2023099593A1 (fr)

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Cited By (1)

* Cited by examiner, † Cited by third party
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WO2024013171A1 (fr) * 2022-07-12 2024-01-18 Unilever Ip Holdings B.V. Composition pour le linge

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EP0188350A2 (fr) * 1985-01-15 1986-07-23 Unilever Plc Procédé de conditionnement de textile
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