WO2009027454A2 - Composition for processing threads or fibres of textile articles - Google Patents

Composition for processing threads or fibres of textile articles Download PDF

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Publication number
WO2009027454A2
WO2009027454A2 PCT/EP2008/061278 EP2008061278W WO2009027454A2 WO 2009027454 A2 WO2009027454 A2 WO 2009027454A2 EP 2008061278 W EP2008061278 W EP 2008061278W WO 2009027454 A2 WO2009027454 A2 WO 2009027454A2
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WIPO (PCT)
Prior art keywords
fibers
composition
optionally
weight
yarns
Prior art date
Application number
PCT/EP2008/061278
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French (fr)
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WO2009027454A3 (en
Inventor
Stéphanie CHIRON
Original Assignee
Rhodia Operations
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Publication date
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Publication of WO2009027454A2 publication Critical patent/WO2009027454A2/en
Publication of WO2009027454A3 publication Critical patent/WO2009027454A3/en

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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
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3796—Amphoteric polymers or zwitterionic 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
    • C11D3/18—Hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/373—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3757—(Co)polymerised carboxylic acids, -anhydrides, -esters in solid and liquid compositions
    • C11D3/3765—(Co)polymerised carboxylic acids, -anhydrides, -esters in solid and liquid compositions in liquid 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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
    • C11D3/3773—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines in liquid 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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3784—(Co)polymerised monomers containing phosphorus
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L1/00—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
    • D06L1/12—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using aqueous solvents
    • D06L1/20—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using aqueous solvents combined with mechanical means
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/02—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with hydrocarbons
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/285—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acid amides or imides
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/285—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acid amides or imides
    • D06M15/29—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acid amides or imides containing a N-methylol group or an etherified N-methylol group; containing a N-aminomethylene group; containing a N-sulfidomethylene group
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/327—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated alcohols or esters thereof
    • D06M15/333—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated alcohols or esters thereof of vinyl acetate; Polyvinylalcohol
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/356—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of other unsaturated compounds containing nitrogen, sulfur, silicon or phosphorus atoms
    • D06M15/3566—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of other unsaturated compounds containing nitrogen, sulfur, silicon or phosphorus atoms containing sulfur
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/6436—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/20—Treatment influencing the crease behaviour, the wrinkle resistance, the crease recovery or the ironing ease

Definitions

  • the subject of the present invention is a composition for treating threads or fibers of textile articles.
  • the object of the invention is to provide a composition, optionally in the form of an emulsion, for the treatment of yarns or fibers, for example textile materials and the care of linen including household linen.
  • the present invention more precisely relates to a composition for treating threads or fibers of textile articles, comprising: 1) optionally, at least one agent chosen from: a) derived polyorganosiloxanes, a2) vegetable, mineral or animal oils, or mixtures thereof or combinations thereof, 2) an ampholytic copolymer comprising: - 0.1 to 50% by number of cationic units (c), derived from the polymerization of at least one monomeric compound (c) of general formula I:
  • R 1 is a hydrogen atom, a methyl or ethyl group
  • - R 2 , R 3, R 4 , Rs, R ⁇ which may be identical or different, are linear or branched, in dC 6 , preferably in C 1 -C 4 , alkyl, hydroxyalkyl or aminoalkyl groups,
  • n is an integer from 0 to 10, preferably from 0 to 2;
  • n is an integer of 1 to 6, preferably 2 to 4;
  • Z represents a group -C (O) O-, -C (O) NH- or an oxygen atom;
  • A represents a group (CH 2 ) P , p being an integer from 1 to 6, preferably from 2 to 4;
  • B represents a linear or branched C 2 -C 12 , preferably C 3 -C 6 , polymethylene chain, optionally interrupted by one or more heteroatoms or heterogroups, in particular O or NH, and optionally substituted with one or more hydroxyl or amino groups, preferably hydroxyls;
  • anionic or anionic units (a) derived from the polymerization of at least one hydrophilic monomer (a) bearing a function with an acidic character copolymerizable with (a), anionic or capable of being anionic,
  • the yarns or fibers may be yarns or fibers intended to form a textile article, and are therefore unassembled into a textile article.
  • the yarns or fibers may be yarns or fibers assembled in a textile article, for example woven or non-woven, preferably linen.
  • the yarns or fibers may be yarns or wool fibers, yarns or fibers made from plants, in particular cotton, yarns or fibers made of a synthetic polymeric material, natural or derived from the chemical modification of a natural material.
  • the treatment may be a laundry care treatment, implemented in the domestic, industrial or institutional setting. This treatment can be a cleaning and / or rinsing.
  • the composition may comprise at least one agent 1) chosen from a) polyorganosiloxanes, a2) oils other than polyorganosiloxanes, in particular vegetable, mineral or animal oils, or their derivatives, and their mixtures and associations
  • This agent can in particular provide a conditioning of the yarns or fibers, in particular to give them properties of softness, crease resistance and ironing facilitation properties.
  • Agent ai) Agent a1) is a polyorganosiloxane.
  • Polyorganosiloxanes are also called silicones.
  • silicone or polyorganosiloxane is meant any organosiloxane compound comprising alkyl groups (for example methyl) and / or functionalized with groups other than alkyl groups.
  • the polyorganosiloxane is advantageously (in shampoos and after-shampoos in particular) a nonvolatile and non-water-soluble polyorganosiloxane. It advantageously has a viscosity of between 1,000 and 2,000,000 mPa.s, preferably between 5,000 and 1,000,000 mPa.s (at 25 ° C.).
  • the polyorganosiloxane may in particular be a polydimethylorganosiloxanesiloxane ("PDMS", INCI name: dimethicone), or a polyorganosiloxane having amino groups (for example Amodimethicone according to the INCI name), quaternary ammonium (for example the silicones quaternum 1 to 10 according to the name INCI), hydroxyl (terminal or non-terminal), polyoxyalkylene, for example polyethylene oxide and / or propylene oxide (in terminal groups, in a block within a PDMS chain, or in grafts), aromatic groups or more of these groups.
  • PDMS polydimethylorganosiloxanesiloxane
  • INCI name dimethicone
  • quaternary ammonium for example the silicones quaternum 1 to 10 according to the name INCI
  • hydroxyl terminal or non-terminal
  • polyoxyalkylene for example polyethylene oxide and / or propylene oxide (in
  • the polyorganosiloxanes are preferably present in the composition or in the concentrated ingredient in the form of an emulsion (liquid droplets of silicone dispersed in the aqueous phase).
  • the emulsion may especially be an emulsion whose average droplet size is greater than or equal to 2 ⁇ m, or whose average droplet size is between 0.15 ⁇ m and 2 ⁇ m, or whose average droplet size is smaller or equal to 0.15 ⁇ m.
  • microemulsions are generally thermodynamically stable systems, generally comprising large quantities of emulsifying agents such as surfactants 3).
  • emulsifying agents such as surfactants 3
  • the other emulsions are generally systems in non-thermodynamically stable state, retaining for a certain time, in a state metastable the mechanical energy provided during emulsification. These systems generally include smaller amounts of emulsifying agents.
  • the emulsions can be obtained by mixing an external phase, preferably an aqueous phase, of the polyorganosiloxane, the deposition aid polymer, and in general of an emulsification agent, and then emulsification. We can speak of emulsification in situ.
  • the size of the microemulsion droplets may be measured on an emulsion prepared prior to its introduction into the cosmetic composition, by dynamic light scattering (DQEL), for example as described below.
  • DQEL dynamic light scattering
  • the apparatus used consists for example of a Spectra-Physics 2020 laser, a Brookhaven 2030 correlator and the associated computer.
  • the sample being concentrated, it is diluted in deionized water and filtered at 0.22 ⁇ m, to be final at 2% by weight.
  • the diameter obtained is an apparent diameter.
  • the measurements are made at 90 0 C and 135 ° C angle.
  • three autocorrelation function operations are used (the exponential sampling or EXPSAM described by Prof.
  • the composition and / or the concentrated ingredient are transparent.
  • the composition and / or the concentrated ingredient may, for example, have a transmittance of at least 90%, preferably at least 95%, at a wavelength of 600 nm, as measured, for example, by means of a Lambda 40 UV-Vis spectrometer, at a concentration of 0.5% by weight in water.
  • the composition or the concentrated ingredient are emulsions having an average size of the droplets greater than or equal to 0.15 ⁇ m, for example greater than 0.5 ⁇ m, or 1 ⁇ m, or 2 microns, or 10 microns, or 20 microns, and preferably less than 100 microns.
  • the size of the droplets can be measured on an emulsion prepared prior to its introduction into the cosmetic composition, by optical microscopy and / or laser particle size (Horiba LA-910 laser scattering analyzer).
  • the composition and / or the concentrated ingredient preferably comprises less than 10% by weight of emulsifying agent, based on the weight of polyorganosiloxane.
  • the water-soluble silicones of the composition mention may be made, inter alia, of dimethicone copolyols (Mirasil DMCO marketed by Rhodia Chimie).
  • non-water-soluble and non-volatile organopolysiloxanes may be suitably used, among which mention may be made of polyalkylsiloxane, polyarylsiloxane oils, gums or resins, polyalkylarylsiloxanes, or their functionalized non-water-soluble derivatives, or their mixtures, non-volatile.
  • the said organopolysiloxanes are considered non-water-soluble and non-volatile when their solubility in water is less than 50 g / liter and their intrinsic viscosity is at least 3000 mPa.s at 25 ° C.
  • organopolysiloxanes or water-insoluble and non-volatile silicones examples include silicone gums, such as diphenyl dimethicone gum sold by the company Rhodia Chimie, and preferably polydimethylorganosiloxanes with a viscosity at least equal to 6.10 5 mPa.s, at 25 ° C, and even more preferably, those with a viscosity greater than 2.10 6 mPa.s at 25 ° C, such as Mirasil DM 500 000 ® sold by Rhodia Chimie.
  • the organopolysiloxane or non-water-soluble and non-volatile silicone is in a dispersed form within the composition or the concentrated ingredient containing them.
  • low-viscosity silicones mention may be made of cyclic volatile silicones and low-molecular polydimethylorganosiloxanes. It is also possible to use functionalized silicone derivatives such as amino derivatives directly in the form of emulsions or from a preformed microemulsion. It may be compounds known as amino silicones or hydroxylated silicones. For example, Rhodorsil amine 21637 (Amodimethicone) marketed by Rhodia, and dimethiconol. As polyorganosiloxanes that can be used, mention is made in particular of:
  • polyorganosiloxanes comprising -Si (CH 2 ) 2 O- units and -SiY (CH 2 ) O- units where Y is a - (CH 2 ) 3 -NH (CH 2 ) 2 -NH 2 or - ( CHz) 3 - NH 2
  • polyorganosiloxanes comprising -Si (CH 2 ) 2 O- units and terminal units -HO-Si (CH 2 ) 2 O- and / or non-terminal units -Si (CH 2 ) (OH) O- polyorganosiloxanes comprising -Si (CH 2 ) 2 O- units and -SiY (CH 2 ) O- units where Y is -L x -Z x -Palc where L x is a divalent linking group, preferably an alkyl group, Z x is a covalent bond or a divalent spinal group comprising a heteroatom, and is a group of the formula [OE] s - [OP] r X ⁇ in which EO is a group of formula -CH 2 -CH 2 -O-, OP is a group of the formula -CH 2 -CHCH 3 -O- or -CHCH 3 -CH 2 -O-, X 'is a hydrogen
  • polyorganosiloxanes whose chain comprises at least one block comprising units of formula, -Si (CH 2 ) 2 O- units and at least one - [OE] s - [OP] t - block,
  • polyorganosiloxanes comprising -Si (CH 2 ) 2 O- units and / or -Si (CH 2 ) RO-, and / or -SiR 2 O-, and / or R-Si (CH 2 ) 2 O units; -, and / or H 3 C-SiR 2 O-, and / or R-SiR 2 O- where
  • R is an alkyl group different from a methyl group, an aryl group, an alkyl group, an alkylaryl group, or an aralkyl group.
  • ingredients may in particular be used as polyorganosiloxanes: Mirasil DM 500 000, Rhodia (INCI: Dimethicone), for example in the form of an emulsion with a particle size of 0.6 ⁇ m , or 0.9 ⁇ m,
  • Almond oil (sweet almond oil), anhydrous lanolin oil, apricot kernel oil, avocado oil, castor oil, jojoba oil, lemon oil olive oil, peanut oil, sesame oil, sunflower oil, corn oil, cottonseed oil, hydrogenated vegetable oils, seed oil Soybean oil, sulfonated castor oil, coconut oil, cocoa butter, wheat germ oil, aloe vera, grapeseed oil, hazelnut oil, macadamia nut oil, oil of St Jean's protuberance, walnut oil, hazelnut oil, borage oil, peach kernel oil, virgin coconut oil, baobab oil, butter avocado, palm oil, palm kernel oil, linseed oil, coconut oil, babassu oil, wheat germ oil.
  • oils of animal origin there may be mentioned, in particular, sperm whale oil, whale oil, seal oil, sardine oil, herring oil, and shark oil. Cod liver oil ; pork and mutton fat (tallow).
  • mineral oils mention may be made, inter alia, of naphthenic, paraffinic (petroleum jelly or petrolatum) oils. We can also mention perhydrosqualene, squalene.
  • compositions according to the invention comprise between 0.1 and 10% by weight, preferably from 0.5 to 2.5%, of agent 1) chosen from agents a1) and a2) described above.
  • ampholite Copolymer 2 The ampholytic copolymer 2) comprises:
  • - Ri is a hydrogen atom, a methyl or ethyl group
  • R 2 , R 3, R 4 , R 5 and R ⁇ which may be identical or different, are linear or branched C 1 -C 6 alkyl, hydroxyalkyl or aminoalkyl groups, preferably
  • n is an integer of 1 to 6, preferably 2 to 4,
  • Z represents a group -C (O) O-, -C (O) NH- or an oxygen atom
  • A represents a group (CH 2 ) P , p being an integer from 1 to 6, preferably from 2 to 4;
  • B represents a linear or branched C 2 -C 12 , or preferably C 3 -C 6 , polymethylene chain, optionally interrupted by one or more heteroatoms or heterogroups, in particular O or NH, and optionally substituted by one or more hydroxyl or amino groups, preferably hydroxyl, X " , identical or different, represent counterions,
  • the quantity of units (a) and optionally (n) being from 50 to 99.9% by number.
  • the ion X " is advantageously chosen from halides, for example chloride, sulphate, methyl sulphate, hydrosulphate, phosphate, citrate, formate and acetate.
  • the monomer (c) can be prepared for example according to the following reaction schemes:
  • the ampholytic copolymer 2) advantageously has a molecular weight of at least 1,000, advantageously at least 10,000; she can go up 20,000,000, preferably up to 10,000,000. It is preferably between 500,000 and 5,000,000.
  • molecular weight in weight, expressed in g / mol. This can be determined by aqueous gel permeation chromatography (GPC) or measurement of the intrinsic viscosity in a 1N solution of NaNO 3 at 30 ° C.
  • the copolymer is preferably random.
  • Z represents C (O) O, C (O) NH or O, most preferably C (O) NH,
  • n 2 or 3, especially 3,
  • n is 0 to 2, preferably 0 or 1, most preferably 0,
  • - Ri to R 6 identical or different represent a methyl or ethyl group.
  • the preferred monomer (c) is the DIQUAT of the following formula:
  • the anions X - are in particular an anion of halogen, preferably an anion of chlorine, sulphonate, sulphate, methyl sulphate, hydrogen sulphate, phosphate, phosphonate, citrate, formate and acetate.
  • the monomers (a) are advantageously monoethylenically unsaturated C 3 -C 8 carboxylic, sulphonic, sulfuric, phosphonic or phosphoric acids, their anhydrides and their water-soluble salts.
  • the monomers (a) that are preferred mention may be made of acrylic acid, methacrylic acid, ⁇ -ethacrylic acid, ⁇ , ⁇ -dimethylacrylic acid, methylenemalonic acid, vinylacetic acid, and acid.
  • allylacetic acid ethylidineacetic acid, propylidineacetic acid, crotonic acid, maleic acid, fumaric acid, itaconic acid, citraconic acid, mesaconic acid, N-methacrylalanine, N-acryloyl-hydroxy-glycine, sulfopropyl acrylate, sulfoethyl acrylate, sulfoethyl methacrylate, sulfoethyl methacrylate, styrene sulfonic acid, vinyl sulfonic acid, vinylphosphonic acid, acrylate Phosphoethyl acrylate, phosphonoethyl acrylate, phosphopropyl acrylate, phophonopropyl acrylate, phosphoethyl methacrylate, phosphonoethyl methacrylate, phosphopropyl methacrylate, phosphonopropyl methacrylate, and alkali metal
  • acrylamide vinyl alcohol
  • alkyl esters of d 4 acrylic acid and methacrylic acid the C 4 hydroxyalkyl esters of acrylic acid and methacrylic acid, especially acrylate and methacrylate of ethylene glycol and propylene glycol, polyalkoxylated esters of acrylic acid and methacrylic acid, in particular the polyethylene glycol and polypropylene glycol esters esters of acrylic acid or of methacrylic acid and polyethylene glycol or polypropylene glycol mono C 1 -C 2 alkyl ethers, vinyl acetate, vinylpyrrolidone, methylvinylether.
  • the ampholytic copolymer 2) comprises from 0.1 to 50% by number of units (c), and from 50 to 99.1% by number of units (a) and optionally (n).
  • the copolymer comprises from 10 to 40% of units (c) and from 60 to 90% of units (a) and optionally (n).
  • the copolymer advantageously does not comprise units (n). If the copolymer comprises units (n), the molar ratio between the units (a) and the units (n) is preferably greater than 1, for example between 1 and 4.
  • the copolymer is such that the units (c) derive from monomer (c) of the following formula:
  • the units (a) are derived from acrylic acid
  • the polymer does not comprise units (n); the ratio in number between the units (a) and the units (c) is from 50/50 to 90/10.
  • ampholytic copolymers 2 can have a negative average charge, positive or zero, at the pH of the composition or at the pH of use of the composition.
  • This average load is defined by the following equation:
  • X c represents the possible degree of neutralization of the units (c) (in the case where the units (c) are potentially cationic);
  • X c [BH + ] / ([B] + [BH + ]),
  • - X A represents the possible degree of neutralization of the units (a) (in the case where the units (a) are potentially anionic);
  • X A [A " ] / ([AH] + [A " ]).
  • ampholytic copolymers 2 can be obtained according to the known techniques for the preparation of the copolymers, in particular by radical polymerization of the ethylenically unsaturated starting monomers which are known compounds or which can easily be obtained by those skilled in the art by employing conventional synthesis processes of organic chemistry.
  • the radical polymerization is preferably carried out in an oxygen-free environment, for example in the presence of an inert gas (helium, argon, etc.) or nitrogen.
  • the reaction is carried out in an inert solvent, preferably methanol or ethanol, and more preferably in water.
  • the polymerization is initiated by addition of a polymerization initiator.
  • the initiators used are the free radical initiators usually used in the art. Examples include organic peresters (t-butylperoxypivalate, t-amylperoxypivalate, t-butylperoxy- ⁇ -ethylhexanoate, etc.); organic compounds azo type, e.g. azobisamidinopropane hydrochloride, azobisisobutyronitrile, razo-bis-2,4-dimethylvaleronitrile, etc.); inorganic and organic peroxides, for example hydrogen peroxide, benzyl peroxide and butyl peroxide, etc.
  • redox initiator systems for example those comprising oxidizing agents, such as persulfates (especially ammonium or alkali metal persulfates, etc.); chlorates and bromates (including inorganic or organic chlorates and / or bromates); reducing agents such as sulphites and bisulphites (including inorganic and / or organic sulphites or bisulfites); oxalic acid and ascorbic acid as well as mixtures of two or more of these compounds.
  • oxidizing agents such as persulfates (especially ammonium or alkali metal persulfates, etc.); chlorates and bromates (including inorganic or organic chlorates and / or bromates); reducing agents such as sulphites and bisulphites (including inorganic and / or organic sulphites or bisulfites); oxalic acid and ascorbic acid as well as mixtures of two or more of these compounds.
  • Preferred initiators are water soluble initiators. Especially preferred are sodium persulfate and azo-bis-amidinopropane hydrochloride.
  • the polymerization can be initiated by irradiation with ultraviolet light.
  • the quantity of initiators used is in general, a sufficient quantity can carry out the initiation of the polymerization.
  • the initiators are present in an amount ranging from 0.001 to about 10% by weight relative to the total weight of the monomers, and preferably are included in an amount of less than 0.5% by weight relative to the total weight of the monomers. a preferred amount being in the range of 0.005 to 0.5% by weight based on the total weight of the monomers.
  • the initiator is added to the polymerization mixture, either continuously or discontinuously.
  • the polymerization is carried out under effective reaction conditions to polymerize the monomers (c), the monomers (a) and optionally the monomers (n) in an oxygen-free atmosphere.
  • the reaction is conducted at a temperature ranging from about 30 ° C. to about 100 ° C. and preferably between 60 ° C. and 90 ° C.
  • the oxygen-free atmosphere is maintained for the duration of the reaction. for example by maintaining a purge of nitrogen throughout the reaction.
  • a particularly preferred copolymer is the following:
  • - x having a number average value of 0 to 50%, preferably 0 to 30%, preferably 0,
  • z having a number average value of 0.1 to 50%, preferably 10 to 50%
  • the ratio y / z being preferably of the order of 4/1 to 1/2, preferably of 4/1 to 1/1,
  • x, y and z 100%, x, y and z representing the mol% of units respectively derived from acrylamide, acrylic acid (sodium salt) and DIQUAT.
  • copolymers are as follows:
  • x having a number average value of from 0 to 50%, preferably from 0 to 30%, preferably equal to 0, y having a number average value of 10 to 95%, preferably 50 to
  • z having a number average value of 0.1 to 50%, preferably 10 to 50%
  • the ratio y / z being preferably of the order of 4/1 to 1/2, preferably of 4/1 to 1/1,
  • x having a number average value of from 0 to 50%, preferably from 0 to 30%, preferably equal to 0, y having a number average value of 10 to 95%, preferably 50 to
  • z having a number average value of 0.1 to 50%, preferably 10 to 50%
  • the ratio y / z being preferably of the order of 4/1 to 1/2, preferably of 4/1 to 1/1,
  • x having a number average value of 0 to 50%, preferably 0 to 30%, preferably 0,
  • y / z having a number average value of 0.1 to 50%, preferably 10 to 50%, the ratio y / z being preferably of the order of 4/1 to 1/2, preferably between 4/1 and 1/1,
  • x having a number average value of from 0 to 50%, preferably from 0 to 30%, preferably equal to 0,
  • z having a number average value of 0.1 to 50%, preferably 10 to 50%
  • the ratio y / z is preferably of the order of 4/1 to 1/2, preferably between 4/1 and 1/1, - x + y is 50 to 99.9%.
  • x having a number average value of from 0 to 50%, preferably from 0 to 30%, preferably equal to 0, y having a number average value of 10 to 95%, preferably 50 to
  • z having a number average value of 0.1 to 50%, preferably 10 to 50%
  • the ratio y / z being preferably of the order of 4/1 to 1/2, preferably of 4/1 to 1/1,
  • x having a number average value of from 0 to 50%, preferably from 0 to 30%, preferably equal to 0,
  • z having a number average value of 0.1 to 50%, preferably 10 to 50%
  • the ratio y / z is preferably of the order of 4/1 to 1/2, preferably between 4/1 and 1/1, - x + y is 50 to 99.9%.
  • composition according to the invention comprises at least 0.01% by weight and at most 10%, advantageously from 0.2% to 5% by weight of copolymer 2), for example from 0.2 to 0.5% by weight .
  • the amounts mentioned above are quantities expressed as dry extract.
  • the ampholytic copolymer 2) is introduced into the composition separately from the other ingredients, optionally in the form of an aqueous solution.
  • the ampholytic copolymer is introduced into the composition in the form of a fluid concentrated ingredient further comprising an agent 1).
  • it may be a fluid concentrated ingredient comprising the ampholytic copolymer 2) and an agent 1) whose total amount by weight of copolymer 2) and agent in the ingredient is at least 10% by weight preferably at least 20%, preferably at least 50%, preferably at least 60%.
  • the concentrated ingredient may further comprise a surfactant 3) and may be in the form of an emulsion as mentioned above.
  • Surfactants 3) may be in the form of an emulsion as mentioned above.
  • the composition may comprise at least surfactant 3). It can be a mixture of different surfactants.
  • the surfactants may be anionic, cationic, nonionic, amphoteric surfactants or mixtures or combinations.
  • the surfactants included in the composition preferably comprise at least one anionic or cationic surfactant.
  • the surfactants may also comprise amphoteric surfactants (true or zwitterionic amphoters), neutral surfactants (nonionic surfactants).
  • the compositions comprising at least one anionic surfactant and at least one amphoteric surfactant are particularly advantageous, in particular for reasons of softness.
  • the total content of surfactants in the composition is generally between 0 and 60% by weight, for example between 20 and 40%, typically around 30%.
  • a composition for cleaning compacted or non-compacted powder, or liquid, textile fiber articles may contain at least one surfactant preferably chosen from anionic surfactants and nonionics or their mixtures.
  • anionic surfactants mention may be made of (C 8 -C 15 ) alkyl benzene sulphonates (in a proportion of 0-30%, preferably 1-25%, more preferably 2-15% by weight).
  • primary or secondary alkyl sulphates in particular primary (C 8 -C 15 ) alkyl sulphates; alkyl ether sulfates; olefin sulfonates; alkyl xylene sulfonates; dialkyl sulfosuccinates; ester sulphonates of fatty acids; sodium salts are in general preferred.
  • nonionic surfactants there may be mentioned those ethoxylates of primary or secondary alcohols, especially those ethoxylates of aliphatic alcohols in C 8 -C 2 O having from 1 to 20 moles of ethylene oxide per mole of alcohol, and more particularly the ethoxylates of C 10 -C 15 primary or secondary aliphatic alcohols having from 1 to 10 moles of ethylene oxide per mole of alcohol; non-ethoxylated nonionic surfactants such as alkylpolyglucosides, glycerol monoethers, and polyhydroxyamides (glucamides) may also be mentioned.
  • non-ethoxylated nonionic surfactants such as alkylpolyglucosides, glycerol monoethers, and polyhydroxyamides (glucamides) may also be mentioned.
  • the level of nonionic surfactants is 0-30%, preferably 1-25%, more preferably 2-15% by weight.
  • the choice and amount of the surfactant depends on the desired use of the detergent composition.
  • the surfactant systems to be selected for cleaning textiles by hand or machine are well known to formulators.
  • Amounts of surfactants as high as 60% by weight may be present in the compositions for hand cleaning. In amounts of 5-40% by weight are generally suitable for cleaning textiles in the machine. Typically these compositions comprise at least 2% by weight, preferably 2-60%, more preferably 15-40% and particularly 25-35% by weight. It is also possible to include monoalkyl cationic surfactants.
  • R 1 R 2 R 3 R 4 N + X may be mentioned where the R groups are long or short hydrocarbon chains, alkyl, hydroalkyl or alkyl ethoxylated, X being a counterion (R 1 is a C 8 -C 22 , preferably C 8 -C 10 or C 12 -C 14 alkyl group, R 2 is a methyl group, R 3 and R 4, which may be identical or different, are a methyl or hydroxymethyl group); cationic esters, such as choline esters.
  • the detergent compositions for most washing machines generally contain an anionic surfactant other than soaps, or a nonionic surfactant, or mixtures thereof, and optionally a soap.
  • Liquid vector 4 Any liquid carrier for formulating the ampholyte polymer and obtaining the desired composition form for the intended use can be used. Different liquid vectors for different types of formulations are known to those skilled in the art.
  • liquid vectors As examples of liquid vectors, mention may be made of aqueous vectors (comprising water), alcoholic vectors (comprising an alcohol, for example ethanol, isopropanol, ethylene glycol or polyethylene glycol). ), propylene glycol, hydro-alcoholic carriers (comprising a mixture of water and an alcohol, for example ethanol, isopropanol, ethylene glycol or polyethylene glycol).
  • composition according to the invention typically comprises:
  • agent 1) chosen from agents a 1) and a 2), and
  • copolymer 2 at least 0.01% by weight and at most 10%, advantageously from 0.2% to 5% by weight of copolymer 2), (amounts expressed as dry extract of ampholytic copolymer 2)), for example from 0 2 to 0.5% by weight, and
  • surfactant (s) 3 from 0 and 60% by weight, for example between 20 and 40%, typically around 30% by weight of surfactant (s) 3).
  • composition according to the invention may especially be used as an additive in a detergent composition for cleaning or rinsing articles made of textile fibers, or as a detergent or rinsing composition for cleaning or rinsing.
  • textile fiber articles for the purpose of conveying a care agent ("textile care agent") and / or any other useful active material, and of promoting the deposit thereof and / or thereof on an article made of textile fibers, of cotton in particular, during the rinsing operation and / or during the subsequent drying operation (s) in the main cleaning operation when it is a detergent composition for cleaning, or when subsequent drying operation when it is a rinse composition.
  • composition according to the invention in the form of an emulsion, as a detergent composition or in a detergent composition for cleaning laundry in a washing machine, implemented in the cleaning cycle, without the addition of liquid softening rinse in the rinsing cycle, can bring to the washed laundry properties of softness, flexibility, anti-wrinkling (anti-wrinkling), ease of ironing (easy-ironing), resistance to abrasion, elasticity, color protection, perfume retention ...
  • composition according to the invention as a rinsing composition or in a composition for rinsing laundry, can provide the laundry, after drying, properties of softness, flexibility, anti-wrinkling (anti-wrinkling), ease of ironing (easy-ironing), resistance to abrasion, elasticity, color protection, retention of perfumes ...
  • the detergent compositions for cleaning textiles generally contain at least one builder; the total amount of builder is typically 5-80%, preferably 10-60% by weight.
  • inorganic adjuvants such as sodium carbonate, crystalline or amorphous aluminosilicates (10-70%, preferably 25-50% by weight), lamellar silicates, inorganic phosphates (Na orthophosphate, pyrophosphate and tripolyphosphate). Further details relating to the particularly suitable aluminosilicates and zeolites are given in WO 03/020819.
  • Organic detergency builders may also be mentioned, such as polyacrylate polymers, acrylic / maleic copolymers and acrylic phosphinates; monomeric polycarboxylates such as citrates, gluconates, oxydisuccinates, glycerol mono-, di- and tri-succinates, dipicolinates, hydroxyethyliminodiacetates, malonates or alkyl or alkenyl succinates; sulphonated fatty acid salts.
  • the organic detergency builders are citrates (5-30%, preferably 10-25% by weight), acrylic polymers, more particularly acrylic / maleic copolymers ( 0.5-10%, preferably 1-10% by weight).
  • the compositions may favorably contain a bleaching system, especially peroxide compounds such as inorganic persalts (perborates, percarbonates, perphosphates, persilicates and persulfates, preferably sodium perborate monohydrate or tetrahydrate, and sodium percarbonate) or organic peroxyacids (urea peroxide), able to release oxygen in solution.
  • a bleaching system especially peroxide compounds such as inorganic persalts (perborates, percarbonates, perphosphates, persilicates and persulfates, preferably sodium perborate monohydrate or tetrahydrate, and sodium percarbonate) or organic peroxyacids (urea peroxide), able to release oxygen in solution.
  • the bleaching peroxide compound is favorably present in an amount of 0.1 -35%, preferably 0.5-25% by weight. It can be combined with a bleach activator to improve low temperature bleaching; it is present favorably in an amount of 0.1-8%, preferably 0.5-5%
  • Preferred activators are peroxycarboxylic acids, especially peracetic and pernonanoic acids.
  • N, N, N ', N', - tetracetyl ethylenediamine (TAED) and sodium nonanoyloxybenzene sulfonate (SNOBS) may be particularly mentioned.
  • compositions also generally comprise one or more enzymes, in particular proteases, amylases, cellulases, oxidases, peroxidases and lipases (0.1-3% by weight), perfumes, anti-redeposition agents, antifouling agents, antitransfers of color, nonionic softening agents ...
  • enzymes in particular proteases, amylases, cellulases, oxidases, peroxidases and lipases (0.1-3% by weight)
  • perfumes anti-redeposition agents, antifouling agents, antitransfers of color, nonionic softening agents ...
  • the detergent compositions for cleaning textiles may also be in the form of non-aqueous liquid tablets in an envelope of a material dispersing in the washing medium such as polyvinyl alcohol for example.
  • They comprise at least one water-miscible alcohol, such as in particular isopropyl alcohol, in an amount ranging from 5 to 20% by weight. They may contain at least one surfactant preferably chosen from anionic surfactants and nonionics or mixtures thereof, in an amount ranging from 20 to 75% by weight.
  • They may further comprise organic builders, such as sodium citrates, phosphonates, in an amount ranging from 5 to 20% by weight. They can also include perfumes, dyes ...
  • compositions for rinsing textile fiber articles may contain cationic or nonionic softening agents. They may represent from 0.5 to 35%, preferably from 1 to 30%, more preferably from 3 to 25% by weight of the rinse composition.
  • Cationic softeners are quaternary ammonium compounds substantially non-water soluble, comprising a single alkyl or alkenyl chain containing at least 20 carbon atoms, or preferably compounds having two polar heads and two alkyl or alkenyl chains containing at least 14 carbon atoms. Most preferably the softening compounds have two alkyl or alkenyl chains containing at least 16 carbon atoms, and particularly at least 50% of the alkyl or alkenyl groups have 18 or more carbon atoms. Most preferably the linear alkyl or alkenyl chains are predominant.
  • quaternary ammonium compounds having two long aliphatic chains such as distearyl dimethyl ammonium chlorides, of ditallow alkyl dimethyl ammonium, are very commonly used.
  • the rinse compositions may further include nonionic softeners such as lanolin; Lecithins and other phospholipids are also suitable.
  • the rinse compositions may also contain nonionic stabilizers such as linear alcohols C8-C 22 alkoxylated with 10 to 20 moles of alkylene oxide, alcohols C 1 0-C 2 0 and mixtures thereof.
  • the amount of nonionic stabilizing agent is 0.1-10%, preferably 0.5-5%, most preferably 1-4% of the weight of the composition.
  • the molar ratio of the quaternary ammonium compound and / or other softening cationic agent to the stabilizing agent is favorably 40/1 -1 / 1, preferably 18/1 -3/1.
  • the composition may further comprise fatty acids, especially monocarboxylated (C 8 -C 24 ) alkyl or alkenyl acids or their polymers; preferably they are saturated and unsaponified, such as oleic, lauric or tallow acids. They can be used in a proportion of at least 0.1%, preferably at least 0.2% by weight. In the concentrated compositions, they may be present in an amount of 0.5-20%, preferably 1-10% by weight.
  • the molar ratio of the quaternary ammonium compound and / or other softening cationic agent to the fatty acid is favorably 10 / 1-1 / 10.
  • the test is performed in a laboratory instrument Tergotometer, well known formulators of detergent compositions.
  • the device simulates the mechanical and thermal effects of American pulsator-type washing machines; thanks to the presence of 6 cleaning jars, it allows for simultaneous series of tests with a considerable saving of time.
  • Preparation The pots are heated to 40 ° C. 500 ml of water with a hardness of 30 0 HT (mineral water Contrexéville® diluted) are introduced into each pot.
  • Polycare® Boost available from Rhodia. This ingredient comprises: water (45-50% by weight), silicone (dimethicone, 25-50% by weight), the ampholytic copolymer
  • PQ-74 (INCI name, 1-25% by weight), and laureth-7 (nonionic surfactant, 0.1-10% by weight).
  • tissue squares are then rinsed 3 times for 5 minutes (each time) in cold water.
  • the fabric squares are taken out and left to air dry.
  • the tissues thus cleaned have a nice softness.

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Abstract

The invention relates to a composition for processing threads or fibres of textile articles that comprises: 1) optionally one agent selected from a1) polyorganosiloxanes and a2) vegetable, mineral or animal oils or derivatives thereof; 2) an ampholytic copolymer; optionally at least one surfactant; 4) optionally an active material; and 5) optionally a liquid vector. The composition, once implemented in an aqueous medium, is capable of carrying the hydrophobic active material towards a substrate present in or in contact with said aqueous medium.

Description

COMPOSITION DE TRAITEMENT DE FILS OU FIBRES D'ARTICLES TEXTILES COMPOSITION FOR TREATING TEXTILE ARTICLES OR FIBERS
La présente invention a pour objet une composition de traitement de fils ou fibres d'articles textiles.The subject of the present invention is a composition for treating threads or fibers of textile articles.
Elle peut notamment être utilisée comme composition détergente ou rinçante ou comme pour le nettoyage ou le rinçage des articles en fibres textiles, dans le but de véhiculer et favoriser le dépôt d'une matière active hydrophobe comme un parfum, un agent de soin hydrophobe, sur un article textile, en coton notamment. Le but de l'invention est de proposer une composition, éventuellement sous forme d'une émulsion, pour le traitement de fils ou fibres, par exemple des matières textiles et le soin du linge notamment du linge de maison.It may especially be used as a detergent or rinsing composition or as for the cleaning or rinsing of textile fiber articles, for the purpose of conveying and promoting the deposition of a hydrophobic active substance such as a perfume, a hydrophobic care agent, on a textile article, in particular cotton. The object of the invention is to provide a composition, optionally in the form of an emulsion, for the treatment of yarns or fibers, for example textile materials and the care of linen including household linen.
La présente invention a plus précisément pour objet une composition de traitement de fils ou fibres d'articles textiles, comprenant: 1 ) éventuellement, au moins un agent choisi parmi: ai ) dérivés les polyorganosiloxanes, a2) les huiles végétales, minérales ou animales, ou leurs mélanges ou associations, 2) un copolymère ampholyte comprenant: - 0,1 à 50% en nombre d'unités cationiques (c), dérivant de la polymérisation d'au moins un composé monomère (c) de formule générale I :The present invention more precisely relates to a composition for treating threads or fibers of textile articles, comprising: 1) optionally, at least one agent chosen from: a) derived polyorganosiloxanes, a2) vegetable, mineral or animal oils, or mixtures thereof or combinations thereof, 2) an ampholytic copolymer comprising: - 0.1 to 50% by number of cationic units (c), derived from the polymerization of at least one monomeric compound (c) of general formula I:
Figure imgf000002_0001
dans laquelle:
Figure imgf000002_0001
in which:
- Ri est un atome d'hydrogène, un groupe méthyle ou éthyle ; - R2, R3, R4, Rs, Rβ, identiques ou différents, sont des groupes alkyle, hydroxyalkyle ou aminoalkyle, linéaires ou ramifiés, en d-C6, de préférence en CrC4,R 1 is a hydrogen atom, a methyl or ethyl group; - R 2 , R 3, R 4 , Rs, Rβ, which may be identical or different, are linear or branched, in dC 6 , preferably in C 1 -C 4 , alkyl, hydroxyalkyl or aminoalkyl groups,
- m est un nombre entier de 0 à 10, de préférence de 0 à 2 ;m is an integer from 0 to 10, preferably from 0 to 2;
- n est un nombre entier de 1 à 6, de préférence 2 à 4 ; - Z représente un groupe -C(O)O-, -C(O)NH- ou un atome d'oxygène ;n is an integer of 1 to 6, preferably 2 to 4; Z represents a group -C (O) O-, -C (O) NH- or an oxygen atom;
- A représente un groupe (CH2)P, p étant un nombre entier de 1 à 6, de préférence de 2 à 4; - B représente une chaîne polyméthylène linéaire ou ramifiée en C2-C12, avantageusement C3-C6, éventuellement interrompue par un ou plusieurs hétéroatomes ou hétérogroupes, notamment O ou NH, et éventuellement substituée par un ou plusieurs groupes hydroxyles ou amino, de préférence hydroxyles ;A represents a group (CH 2 ) P , p being an integer from 1 to 6, preferably from 2 to 4; B represents a linear or branched C 2 -C 12 , preferably C 3 -C 6 , polymethylene chain, optionally interrupted by one or more heteroatoms or heterogroups, in particular O or NH, and optionally substituted with one or more hydroxyl or amino groups, preferably hydroxyls;
- X", identiques ou différents, représentent des contre-ions ;- X " , identical or different, represent counter-ions;
- des unités anioniques ou susceptibles d'être anioniques (a) dérivant de la polymérisation d'au moins un monomère (a) hydrophile portant une fonction à caractère acide copolymérisable avec (a), anionique ou susceptible d'être anionique,anionic or anionic units (a) derived from the polymerization of at least one hydrophilic monomer (a) bearing a function with an acidic character copolymerizable with (a), anionic or capable of being anionic,
- éventuellement des unités (n) dérivant d'au moins un monomère (n) à insaturation éthylénique, de charge neutre, copolymérisable avec (c) et (a), de préférence un composé monomère hydrophile à insaturation éthylénique de charge neutre portant un ou plusieurs groupes hydrophiles, copolymérisable avec (c) et (a),optionally, units (n) derived from at least one monomer (n) of ethylenic unsaturation, of neutral charge, copolymerizable with (c) and (a), preferably a hydrophilic monomer compound with ethylenic unsaturation of neutral charge bearing one or several hydrophilic groups, copolymerizable with (c) and (a),
- la quantité d'unités (a) et éventuellement (n) étant de 50 à 99,9% en nombre,the quantity of units (a) and optionally (n) being from 50 to 99.9% by number,
3) éventuellement au moins un tensioactif, et3) optionally at least one surfactant, and
4) éventuellement un vecteur liquide.4) optionally a liquid vector.
Les fils ou fibres peuvent être des fils ou fibres destinés à former un article textile, et sont donc non assemblés en un article textile.The yarns or fibers may be yarns or fibers intended to form a textile article, and are therefore unassembled into a textile article.
Les fils ou fibres peuvent être des fils ou fibres assemblés dans un article textile, par exemple tissé ou non tissé, de préférence du linge.The yarns or fibers may be yarns or fibers assembled in a textile article, for example woven or non-woven, preferably linen.
Les fils ou fibres peuvent être des fils ou fibres de laine, des fils ou fibres issus de végétaux, notamment en coton, des fils ou fibres en un matériau polymérique synthétique, naturel ou issu de la modification chimique d'un matériau naturel.The yarns or fibers may be yarns or wool fibers, yarns or fibers made from plants, in particular cotton, yarns or fibers made of a synthetic polymeric material, natural or derived from the chemical modification of a natural material.
Le traitement peut être un traitement de soin du linge, mis en œuvre dans le cadre domestique, industriel ou institutionnel. Ce traitement peut être un nettoyage et/ou rinçage.The treatment may be a laundry care treatment, implemented in the domestic, industrial or institutional setting. This treatment can be a cleaning and / or rinsing.
Agent 1 ) La composition peut comprendre au moins un agent 1 ) choisi parmi ai ) les polyorganosiloxanes, a2) les huiles différentes des polyorganosiloxanes, notamment les huiles végétales, minérales ou animales, ou leurs dérivés, et leurs mélanges et associations Cet agent peut notamment procurer un conditionnement des fils ou fibres, notamment en vue de leur donner des propriétés de douceur, de résistance au froissage et des propriétés de facilitation de repassage.Agent 1) The composition may comprise at least one agent 1) chosen from a) polyorganosiloxanes, a2) oils other than polyorganosiloxanes, in particular vegetable, mineral or animal oils, or their derivatives, and their mixtures and associations This agent can in particular provide a conditioning of the yarns or fibers, in particular to give them properties of softness, crease resistance and ironing facilitation properties.
Agent ai ) L'agent ai ) est un polyorganosiloxane. Les polyorganosiloxanes sont aussi dénommés silicones. On entend par silicone ou polyorganosiloxane tout composé organosiloxane, comprenant des groupes alkyle (par exemple méthyle) et/ou fonctionnalisés par des groupes différents des groupes alkyle.Agent ai) Agent a1) is a polyorganosiloxane. Polyorganosiloxanes are also called silicones. By silicone or polyorganosiloxane is meant any organosiloxane compound comprising alkyl groups (for example methyl) and / or functionalized with groups other than alkyl groups.
Le polyorganosiloxane est avantageusement (dans les shampoings et après- shampoings en particulier) un polyorganosiloxane non volatil et non-hydrosoluble. Il présente avantageusement une viscosité comprise entre 1 000 et 2 000 000 mPa.s, de préférence entre 5 000 et 1 000 000 mPa.s (à 25°C). Le polyorganosiloxane peut notamment être un polydiméthylorganosiloxanesiloxane ("PDMS", dénomination INCI: diméthicone), ou un polyorganosiloxane présentant des groupes aminés (par exemple de l'Amodiméthicone selon la dénomination INCI), ammonium quaternaire (par exemple les silicones quaternum 1 à 10 selon la dénomination INCI), hydroxyle (terminaux ou non), polyoxyalkylène, par exemple polyoxyde d'éthylène et/ou polyoxyde de propylène (en groupes terminaux, en bloc en sein d'une chaîne de PDMS, ou en greffons), des groupes aromatiques ou plusieurs de ces groupes. Les polyorganosiloxanes utiles dans le domaine du traitement des fibres et fils et leurs caractéristiques sont connus de l'homme du métier.The polyorganosiloxane is advantageously (in shampoos and after-shampoos in particular) a nonvolatile and non-water-soluble polyorganosiloxane. It advantageously has a viscosity of between 1,000 and 2,000,000 mPa.s, preferably between 5,000 and 1,000,000 mPa.s (at 25 ° C.). The polyorganosiloxane may in particular be a polydimethylorganosiloxanesiloxane ("PDMS", INCI name: dimethicone), or a polyorganosiloxane having amino groups (for example Amodimethicone according to the INCI name), quaternary ammonium (for example the silicones quaternum 1 to 10 according to the name INCI), hydroxyl (terminal or non-terminal), polyoxyalkylene, for example polyethylene oxide and / or propylene oxide (in terminal groups, in a block within a PDMS chain, or in grafts), aromatic groups or more of these groups. Polyorganosiloxanes useful in the field of fiber and son processing and their characteristics are known to those skilled in the art.
Les polyorganosiloxanes (silicones) sont de préférence présents dans la composition ou dans un l'ingrédient concentré sous forme d'émulsion (gouttelettes liquides de silicone dispersée dans la phase aqueuse). L'émulsion peut notamment être une émulsion dont la taille moyenne des gouttelettes est supérieure ou égale à 2 μm, ou dont la taille moyenne des gouttelettes est comprise entre 0,15 μm et 2 μm, ou dont la taille moyenne des gouttelettes est inférieure ou égale à 0,15 μm.The polyorganosiloxanes (silicones) are preferably present in the composition or in the concentrated ingredient in the form of an emulsion (liquid droplets of silicone dispersed in the aqueous phase). The emulsion may especially be an emulsion whose average droplet size is greater than or equal to 2 μm, or whose average droplet size is between 0.15 μm and 2 μm, or whose average droplet size is smaller or equal to 0.15 μm.
Les gouttelettes de l'émulsion peuvent être de taille plus ou moins importante. On peut ainsi se référer à des micro-émulsions, à des mini-émulsions, ou à des macro- émulsions. Dans la présente demande, le terme «émulsion» couvre notamment tous ces types d'émulsions. Sans vouloir être lié à une quelconque théorie, on précise que les microémulsions sont généralement des systèmes thermodynamiquement stables, comprenant généralement d'importantes quantités d'agents d'émulsification tels que les tensioactifs 3). Les autres émulsions sont généralement des systèmes en état non- thermodynamiquement stable, conservant pendant un certain temps, en état métastable l'énergie mécanique fournie lors de l'émulsification. Ces systèmes comprennent généralement des quantités moindres d'agents d'émulsification.The droplets of the emulsion may be larger or smaller in size. It is thus possible to refer to microemulsions, miniemulsions, or macroemulsions. In the present application, the term "emulsion" covers in particular all these types of emulsions. Without wishing to be bound to any theory, it is specified that microemulsions are generally thermodynamically stable systems, generally comprising large quantities of emulsifying agents such as surfactants 3). The other emulsions are generally systems in non-thermodynamically stable state, retaining for a certain time, in a state metastable the mechanical energy provided during emulsification. These systems generally include smaller amounts of emulsifying agents.
Les émulsions peuvent être obtenues par mélange d'une phase externe, de préférence aqueuse, du polyorganosiloxane, du polymère d'aide au dépôt, et en général d'un agent d'émulsification, puis émulsification. On peut parler d'émulsification in situ.The emulsions can be obtained by mixing an external phase, preferably an aqueous phase, of the polyorganosiloxane, the deposition aid polymer, and in general of an emulsification agent, and then emulsification. We can speak of emulsification in situ.
La taille des gouttelettes de microémulsion peut être mesurée sur une émulsion préparée préalablement à son introduction dans la composition cosmétique, par diffusion de Lumière Dynamique (DQEL), par exemple comme décrit ci-après. L'appareillage utilisé est par exemple constitué d'un laser Spectra-Physics 2020, d'un corrélateur Brookhaven 2030 et de l'informatique associée. L'échantillon étant concentré, il est dilué dans l'eau désionisée et filtré à 0,22 μm, pour être en final à 2% en poids. Le diamètre obtenu est un diamètre apparent. Les mesures sont faites à 900C et 135°C d'angle. Pour les mesures de taille, outre l'analyse classique par les cumulants, trois exploitations de la fonction d'autocorrélation sont utilisées (l'échantillonnage exponentiel ou EXPSAM décrit par le Pr. Pike, la méthode « Non Negatively Constrained Least Squares » ou NNLS et la méthode CONTIN décrite par le Pr. Provencher), qui donnent chacune une répartition de taille pondérée par l'intensité diffusée, et non pas par la masse ou le nombre. Il est tenu compte de l'indice de réfraction et de la viscosité de l'eau.The size of the microemulsion droplets may be measured on an emulsion prepared prior to its introduction into the cosmetic composition, by dynamic light scattering (DQEL), for example as described below. The apparatus used consists for example of a Spectra-Physics 2020 laser, a Brookhaven 2030 correlator and the associated computer. The sample being concentrated, it is diluted in deionized water and filtered at 0.22 μm, to be final at 2% by weight. The diameter obtained is an apparent diameter. The measurements are made at 90 0 C and 135 ° C angle. For size measurements, in addition to the classical cumulant analysis, three autocorrelation function operations are used (the exponential sampling or EXPSAM described by Prof. Pike, the "Non Negatively Constrained Least Squares" or NNLS method). and the CONTIN method described by Pr. Provencher), each of which gives a weight distribution weighted by the scattered intensity, and not by mass or number. The refractive index and the viscosity of the water are taken into account.
Selon un mode de réalisation, la composition et/ou l'ingrédient concentré sont transparents. La composition et/ou l'ingrédient concentré peuvent par exemple présenter une transmittance d'au moins 90%, de préférence d'au moins 95%, à une longueur d'onde de 600 nm, mesurée par exemple à l'aide d'un spectromètre Lambda 40 UV-Vis, à une concentration à 0.5% en poids dans l'eau.According to one embodiment, the composition and / or the concentrated ingredient are transparent. The composition and / or the concentrated ingredient may, for example, have a transmittance of at least 90%, preferably at least 95%, at a wavelength of 600 nm, as measured, for example, by means of a Lambda 40 UV-Vis spectrometer, at a concentration of 0.5% by weight in water.
Selon un autre mode particulier de réalisation, la composition ou l'ingrédient concentré sont des émulsions dont la taille moyenne des gouttelettes est supérieure ou égale à 0,15 μm, par exemple supérieure à 0,5 μm, ou à 1 μm, ou à 2 μm, ou à 10 μm, ou à 20 μm, et de préférence inférieure à 100 μm. La taille des gouttelettes peut être mesurée sur une émulsion préparée préalablement à son introduction dans la composition cosmétique, par microscopie optique et/ou granulométrie laser (Horiba LA- 910 laser scattering analyzer). Dans ce mode de réalisation, la composition et/ou l'ingrédient concentré comprennent de préférence une proportion inférieure à 10% en poids d'agent d'émulsification, par rapport au poids de polyorganosiloxane. Parmi les silicones solubles dans l'eau de la composition, on peut citer entre autres, les diméthicones copolyols (Mirasil DMCO commercialisée par la société Rhodia Chimie).According to another particular embodiment, the composition or the concentrated ingredient are emulsions having an average size of the droplets greater than or equal to 0.15 μm, for example greater than 0.5 μm, or 1 μm, or 2 microns, or 10 microns, or 20 microns, and preferably less than 100 microns. The size of the droplets can be measured on an emulsion prepared prior to its introduction into the cosmetic composition, by optical microscopy and / or laser particle size (Horiba LA-910 laser scattering analyzer). In this embodiment, the composition and / or the concentrated ingredient preferably comprises less than 10% by weight of emulsifying agent, based on the weight of polyorganosiloxane. Among the water-soluble silicones of the composition, mention may be made, inter alia, of dimethicone copolyols (Mirasil DMCO marketed by Rhodia Chimie).
Pour ce qui a trait aux silicones se présentant sous forme de dispersions ou émulsions insolubles dans l'eau, on peut utiliser de manière convenable, des organopolysiloxanes non hydrosolubles et non volatils parmi lesquels on peut citer les huiles, gommes ou résines polyalkylsiloxanes, polyarylsiloxanes, polyalkylarylsiloxanes, ou leurs dérivés fonctionnalisés non hydrosolubles, ou leurs mélanges, non volatils. Lesdits organopolysiloxanes sont considérés comme non hydrosolubles et non volatils, lorsque leur solubilité dans l'eau est inférieure à 50 g/litre et leur viscosité intrinsèque d'au moins 3 000 mPa.s, à 25°C.With regard to the silicones in the form of dispersions or emulsions which are insoluble in water, non-water-soluble and non-volatile organopolysiloxanes may be suitably used, among which mention may be made of polyalkylsiloxane, polyarylsiloxane oils, gums or resins, polyalkylarylsiloxanes, or their functionalized non-water-soluble derivatives, or their mixtures, non-volatile. The said organopolysiloxanes are considered non-water-soluble and non-volatile when their solubility in water is less than 50 g / liter and their intrinsic viscosity is at least 3000 mPa.s at 25 ° C.
A titre d'exemples d'organopolysiloxanes ou silicones non hydrosolubles et non volatils, on peut citer des gommes silicones comme par exemple la gomme diphényl diméthicone commercialisée par la société Rhodia Chimie, et de préférence les polydiméthylorganosiloxanes présentant une viscosité au moins égale à 6.105 mPa.s, à 25°C, et de façon encore plus préférentielle, ceux d'une viscosité supérieure à 2.106 mPa.s, à 25°C, telle que la Mirasil DM 500 000® commercialisée par la société Rhodia Chimie. Selon l'invention, l'organopolysiloxane ou silicone non hydrosoluble et non volatil se trouve sous une forme dispersée au sein de la composition ou de l'ingrédient concentré les renfermant.Examples of organopolysiloxanes or water-insoluble and non-volatile silicones that may be mentioned include silicone gums, such as diphenyl dimethicone gum sold by the company Rhodia Chimie, and preferably polydimethylorganosiloxanes with a viscosity at least equal to 6.10 5 mPa.s, at 25 ° C, and even more preferably, those with a viscosity greater than 2.10 6 mPa.s at 25 ° C, such as Mirasil DM 500 000 ® sold by Rhodia Chimie. According to the invention, the organopolysiloxane or non-water-soluble and non-volatile silicone is in a dispersed form within the composition or the concentrated ingredient containing them.
Parmi ces silicones de faible viscosité, on peut citer les silicones volatiles cycliques et les polydiméthylorganosiloxanes de faible masse. On pourra également utiliser des dérivés de silicones fonctionnalisés comme les dérivés aminés directement sous forme d'émulsions ou à partir d'une microémulsion préformée. Il peut s'agir de composés connus sous le terme de silicones aminées ou de silicones hydroxylées. On cite par exemple l'huile Rhodorsil aminé 21637 (Amodiméthicone) commercialisée par la société Rhodia, et le diméthiconol. A titre de polyorganosiloxanes pouvant être utilisés, on cite notamment:Among these low-viscosity silicones, mention may be made of cyclic volatile silicones and low-molecular polydimethylorganosiloxanes. It is also possible to use functionalized silicone derivatives such as amino derivatives directly in the form of emulsions or from a preformed microemulsion. It may be compounds known as amino silicones or hydroxylated silicones. For example, Rhodorsil amine 21637 (Amodimethicone) marketed by Rhodia, and dimethiconol. As polyorganosiloxanes that can be used, mention is made in particular of:
- les polyorganosiloxanes comprenant des unités -Si(CH2)2O- et des unités -SiY(CH2)O- où Y est un groupe -(CH2)3-NH(CH2)2-NH2 ou -(CHz)3- NH2 polyorganosiloxanes comprising -Si (CH 2 ) 2 O- units and -SiY (CH 2 ) O- units where Y is a - (CH 2 ) 3 -NH (CH 2 ) 2 -NH 2 or - ( CHz) 3 - NH 2
- les polyorganosiloxanes comprenant des unités -Si(CH2)2O- et des unités terminales -HO-Si(CH2)2O- et/ou des unités non terminales -Si(CH2)(OH)O- - les polyorganosiloxanes comprenant des unités -Si(CH2)2O- et des unités -SiY(CH2)O- où Y est -Lx-Zx-Palc où Lx est un groupe de liaison divalent, de préférence un groupe alkyle, Zx est une liaison covalente ou un groupe rotule divalent comprenant un hétéroatome, Paie est un groupe de formule [OE]s-[OP]rX\ dans laquelle OE est un groupe de formule -CH2-CH2-O-, OP est un groupe de formule -CH2-CHCH3-O- ou -CHCH3-CH2-O-, X' est un atome d'hydrogène ou un groupe de hydrocarboné, s est un nombre moyen supérieur à 1 , et t est un nombre moyen supérieur ou égal à O,polyorganosiloxanes comprising -Si (CH 2 ) 2 O- units and terminal units -HO-Si (CH 2 ) 2 O- and / or non-terminal units -Si (CH 2 ) (OH) O- polyorganosiloxanes comprising -Si (CH 2 ) 2 O- units and -SiY (CH 2 ) O- units where Y is -L x -Z x -Palc where L x is a divalent linking group, preferably an alkyl group, Z x is a covalent bond or a divalent spinal group comprising a heteroatom, and is a group of the formula [OE] s - [OP] r X \ in which EO is a group of formula -CH 2 -CH 2 -O-, OP is a group of the formula -CH 2 -CHCH 3 -O- or -CHCH 3 -CH 2 -O-, X 'is a hydrogen atom or a hydrocarbon group, s is an average number greater than 1, and t is an average number greater than or equal to 0,
- les polyorganosiloxanes dont la chaîne comprend au moins un bloc comprenant des unités de formule, des unités -Si(CH2)2O- et au moins un bloc -[OE]s-[OP]t-,polyorganosiloxanes whose chain comprises at least one block comprising units of formula, -Si (CH 2 ) 2 O- units and at least one - [OE] s - [OP] t - block,
- les polyorganosiloxanes comprenant des unités -Si(CH2)2O- et/ou des unités -Si(CH2)RO-, et/ou -SiR2O-, et/ou R-Si(CH2)2O-, et/ou H3C-SiR2O-, et/ou R-SiR2O- oùpolyorganosiloxanes comprising -Si (CH 2 ) 2 O- units and / or -Si (CH 2 ) RO-, and / or -SiR 2 O-, and / or R-Si (CH 2 ) 2 O units; -, and / or H 3 C-SiR 2 O-, and / or R-SiR 2 O- where
R, identique ou différent, est un groupe alkyle différent d'un groupe méthyle, un groupe aryle, un groupe alkyle, un groupe alkyaryl, ou un groupe aralkyl.R, the same or different, is an alkyl group different from a methyl group, an aryl group, an alkyl group, an alkylaryl group, or an aralkyl group.
Les ingrédients suivants, disponibles dans le commerce, peuvent notamment être utilisés à titre de polyorganosiloxanes: - Mirasil DM 500 000, Rhodia (INCI: Diméthicone), par exemple sous forme d'une émulsion d'une taille de particules de 0,6 μm, ou de 0,9 μm,The following commercially available ingredients may in particular be used as polyorganosiloxanes: Mirasil DM 500 000, Rhodia (INCI: Dimethicone), for example in the form of an emulsion with a particle size of 0.6 μm , or 0.9 μm,
- Mirasil DME-2, Rhodia (INCI: diméthicone)- Mirasil DME-2, Rhodia (INCI: dimethicone)
- Mirasil DME30, Rhodia (INCI: diméthicone)- Mirasil DME30, Rhodia (INCI: dimethicone)
- Mirasil ADM-E, Rhodia (INCI: amodiméthicone) - Dow Corning 1784 HVF, Dow Corning (INCI: Diméthiconol)- Mirasil ADM-E, Rhodia (INCI: Amodimethicone) - Dow Corning 1784 HVF, Dow Corning (INCI: Dimethiconol)
- Dow Corning 1784 HMW, Dow Corning (INCI: Divinyldiméthicone/diméthicone)Dow Corning 1784 HMW, Dow Corning (INCI: Divyldimethicone / Dimethicone)
- Mirasil DMCP-93, Rhodia (INCI: PEG/PPG-10/2 diméthicone)- Mirasil DMCP-93, Rhodia (INCI: PEG / PPG-10/2 Dimethicone)
- Parsol SLX, DSM (INCI: Polysilicone-15)- SLX Parsol, DSM (INCI: Polysilicone-15)
- Mirasil SM, Rhodia (INCI: Siméthicone) - Mirasil DMCO, Rhodia (INCI PEG/PPG-22/24 Diméthicone)- Mirasil SM, Rhodia (INCI: Simethicone) - Mirasil DMCO, Rhodia (INCI PEG / PPG-22/24 Dimethicone)
- Mirasil DM 100 000, Rhodia (INCI: Diméthicone)- Mirasil DM 100,000, Rhodia (INCI: Dimethicone)
- DC200 fluid 60 000, Dow Corning (INCI: Diméthicone)- DC200 fluid 60,000, Dow Corning (INCI: Dimethicone)
- DC200 fluid 300 000, Dow Corning (INCI: Diméthicone).300,000 DC200 fluid, Dow Corning (INCI: Dimethicone).
Agent a.2) Parmi les huiles végétales et leurs dérivés, on peut notamment citer:Agent a.2) Among vegetable oils and their derivatives, there may be mentioned:
L'huile d'amande (huile d'amande sucrée), l'huile de lanoline anhydre, l'huile de noyau d'abricot, l'huile d'avocat, l'huile de ricin, l'huile de jojoba, l'huile d'olive, l'huile d'arachide, l'huile de sésame, l'huile de tournesol, l'huile de maïs, l'huile de graine de coton, les huiles de légumes hydrogénées, l'huile de graine de soja, l'huile de ricin sulfonée, l'huile de noix de coco, le beurre de cacao, l'huile de germe de blé, l'aloe vera, l'huile de pépin de raisin, l'huile de noisette, l'huile de noix de macadamia, l'huile de protubérance de St Jean, l'huile de noix, l'huile de noisette, l'huile de bourrache, l'huile de noyau de pêche, l'huile de noix de coco vierge, l'huile de baobab, le beurre d'avocat, l'huile de palme, l'huile de palmiste, l'huile de lin, l'huile de coprah, l'huile de babassu, l'huile de germe de blé. Parmi les huiles d'origine animale, on peut citer en autres, l'huile de cachalot, l'huile de baleine, l'huile de phoque, l'huile de sardine, l'huile de hareng, l'huile de squale, l'huile de foie de morue ; les graisses de porc, de mouton (suifs).Almond oil (sweet almond oil), anhydrous lanolin oil, apricot kernel oil, avocado oil, castor oil, jojoba oil, lemon oil olive oil, peanut oil, sesame oil, sunflower oil, corn oil, cottonseed oil, hydrogenated vegetable oils, seed oil Soybean oil, sulfonated castor oil, coconut oil, cocoa butter, wheat germ oil, aloe vera, grapeseed oil, hazelnut oil, macadamia nut oil, oil of St Jean's protuberance, walnut oil, hazelnut oil, borage oil, peach kernel oil, virgin coconut oil, baobab oil, butter avocado, palm oil, palm kernel oil, linseed oil, coconut oil, babassu oil, wheat germ oil. Among the oils of animal origin, there may be mentioned, in particular, sperm whale oil, whale oil, seal oil, sardine oil, herring oil, and shark oil. Cod liver oil ; pork and mutton fat (tallow).
En ce qui concerne les huiles minérales, on peut citer entre autres, les huiles naphténiques, paraffiniques (vaseline, ou petrolatum). On peut citer également le perhydrosqualène, le squalène.As regards mineral oils, mention may be made, inter alia, of naphthenic, paraffinic (petroleum jelly or petrolatum) oils. We can also mention perhydrosqualene, squalene.
Typiquement les compositions selon l'invention comprennent entre 0,1 et 10% en poids, de préférence de 0,5 à 2,5%, d'agent 1 ) choisi parmi les agents ai ) et a2) décrits ci-dessus.Typically the compositions according to the invention comprise between 0.1 and 10% by weight, preferably from 0.5 to 2.5%, of agent 1) chosen from agents a1) and a2) described above.
Copolymère ampholvte 2) Le copolymère ampholyte 2) comprend:Ampholite Copolymer 2) The ampholytic copolymer 2) comprises:
- 0,1 à 50% en nombre d'unités (u) dérivant de la polymérisation d'au moins un composé monomère (u) de formule générale I :- 0.1 to 50% by number of units (u) deriving from the polymerization of at least one monomeric compound (u) of general formula I:
Figure imgf000008_0001
dans laquelle: - Ri est un atome d'hydrogène, un groupe méthyle ou éthyle ;
Figure imgf000008_0001
wherein: - Ri is a hydrogen atom, a methyl or ethyl group;
- R2, R3, R4, R5, Rβ, identiques ou différents, sont des groupes alkyle, hydroxyalkyle ou aminoalkyle, linéaires ou ramifiés en C-i-Cβ, de préférence enR 2 , R 3, R 4 , R 5 and Rβ, which may be identical or different, are linear or branched C 1 -C 6 alkyl, hydroxyalkyl or aminoalkyl groups, preferably
- m est un nombre entier de 0 à 10, de préférence de 0 à 2, - n est un nombre entier de 1 à 6, de préférence 2 à 4,m is an integer from 0 to 10, preferably from 0 to 2, n is an integer of 1 to 6, preferably 2 to 4,
- Z représente un groupe -C(O)O-, -C(O)NH- ou un atome d'oxygène,Z represents a group -C (O) O-, -C (O) NH- or an oxygen atom,
- A représente un groupe (CH2)P, p étant un nombre entier de 1 à 6, de préférence de 2 à 4;A represents a group (CH 2 ) P , p being an integer from 1 to 6, preferably from 2 to 4;
- B représente une chaîne polyméthylène linéaire ou ramifiée en C2-Ci2, avantageusement C3-C6, éventuellement interrompue par un ou plusieurs hétéroatomes ou hétérogroupes, notamment O ou NH, et éventuellement substituée par un ou plusieurs groupes hydroxyle ou amino, de préférence hydroxyles, - X", identiques ou différents, représentent des contre-ions,B represents a linear or branched C 2 -C 12 , or preferably C 3 -C 6 , polymethylene chain, optionally interrupted by one or more heteroatoms or heterogroups, in particular O or NH, and optionally substituted by one or more hydroxyl or amino groups, preferably hydroxyl, X " , identical or different, represent counterions,
- des unités (a) dérivant de la polymérisation d'au moins un monomère (a) hydrophile portant une fonction à caractère acide copolymérisable avec (a), anionique ou susceptible d'être anionique, - éventuellement des unités (n) dérivant d'au moins un monomère (n) à insaturation éthylénique, de charge neutre, copolymérisable avec (c) et (a), de préférence un composé monomère hydrophile à insaturation éthylénique de charge neutre portant un ou plusieurs groupes hydrophiles, copolymérisable avec (c) et (a),units (a) deriving from the polymerization of at least one hydrophilic monomer (a) bearing a function with an acidic character copolymerizable with (a), anionic or capable of being anionic, - optionally units (n) deriving from at least one ethylenically unsaturated monomer (n), of neutral charge, copolymerizable with (c) and (a), preferably a hydrophilic, hydrophilic, hydrophilic, ethylenically unsaturated, hydrophilic monomer compound copolymerizable with (c) and (at),
- la quantité d'unités (a) et éventuellement (n) étant de 50 à 99,9% en nombre. L'ion X" est avantageusement choisi parmi les halogénures, par exemple chlorure, sulfate, méthyl sulfate, hydrosulfate, phosphate, citrate, forméate et acétate.the quantity of units (a) and optionally (n) being from 50 to 99.9% by number. The ion X " is advantageously chosen from halides, for example chloride, sulphate, methyl sulphate, hydrosulphate, phosphate, citrate, formate and acetate.
Le monomère (c) peut être préparé par exemple selon les schémas réactionnels suivants:The monomer (c) can be prepared for example according to the following reaction schemes:
- schéma > reaction nel n 1 :- scheme> reaction nel n 1:
(lorsque m est égal à 0)(when m equals 0)
H2C ^ : — z — (CH2)n — x + HN
Figure imgf000009_0001
H 2 C ^: - z - (CH 2 ) n - x + HN
Figure imgf000009_0001
= Intermédiaire 1
Figure imgf000009_0002
= Intermediate 1
Figure imgf000009_0002
R4 R 4
intermédiaire 1 + X-B N+ R5 X" intermediate 1 + XB N + R5 X "
Figure imgf000009_0003
Figure imgf000009_0003
"*" H2C=C-Z-(CH2V1 N+ B N+ R5 "*" H 2 C = CZ- (CH 2 V 1 + N + R 5 BN
R3 X- R6 x- schéma réactionnel n° 2 : (lorsque m est égal à 1 ) y R2 ermédiaire 1 + X-A-N^R 3 X- R 6 x- Reaction Scheme 2: (when m is 1) y R 2 ermediate 1 + XAN ^
R3 R 3
"*" H2C=C-Z-(CH2Vi = intermédiaire 2
Figure imgf000010_0001
 " * " H 2 C = CZ- (CH 2 Vi = intermediate 2
Figure imgf000010_0001
R,R
X-
Figure imgf000010_0002
intermédiaire 2 + X-B+-N-R5 X
Figure imgf000010_0002
intermediate 2 + XB + -NR 5
X-X
R6 R 6
Figure imgf000010_0003
Figure imgf000010_0003
* H2C= -(CH2)n— N A— N+— B — N+ — R6 * H 2 C = - (CH 2 ) n - N A - N + - B - N + - R 6
R3 X- Rs X- R5 X" R 3 X- Rs X-R 5 X "
schéma réactionnel n° 3 : (lorsque m est compris entre 2 et 10)
Figure imgf000011_0001
intermédiaire 2 + X-A-Nreaction scheme n ° 3: (when m is between 2 and 10)
Figure imgf000011_0001
intermediate 2 + XAN
R,R
=intermédiaire 3
Figure imgf000011_0002
= intermediate 3
Figure imgf000011_0002
R2 u intermédiaire 3 +X-A- intermédiaire 4R 2 u intermediate 3 + XA- intermediate 4
R3 R2 R 3 R 2
//
. intermédiaire 3 + X-A-N intermédiaire 4. intermediate 3 + X-A-N intermediate 4
R3 R 3
• etc → intermédiaire m+1
Figure imgf000011_0003
m intermédiaire m+1 + X-B-N+ R5• etc. → intermediate m + 1
Figure imgf000011_0003
m intermediate m + 1 + XBN + R5
X-X
R6 R 6
Figure imgf000011_0004
Figure imgf000011_0004
Le copolymère ampholyte 2) présente avantageusement une masse moléculaire d'au moins 1 000, avantageusement d'au moins 10 000 ; elle peut aller jusqu'à 20 000 000, avantageusement jusqu'à 10 000 000. Elle est de préférence comprise entre 500 000 et 5 000 000.The ampholytic copolymer 2) advantageously has a molecular weight of at least 1,000, advantageously at least 10,000; she can go up 20,000,000, preferably up to 10,000,000. It is preferably between 500,000 and 5,000,000.
Sauf indications contraires, lorsqu'on parlera de masse moléculaire, il s'agira de la masse moléculaire en poids, exprimée en g/mol. Celle-ci peut être déterminée par chromatographie de perméation de gel aqueux (GPC) ou mesure de la viscosité intrinsèque dans une solution 1 N de NaNO3 à 300C.Unless otherwise indicated, when reference is made to molecular weight, it will be the molecular weight in weight, expressed in g / mol. This can be determined by aqueous gel permeation chromatography (GPC) or measurement of the intrinsic viscosity in a 1N solution of NaNO 3 at 30 ° C.
Le copolymère est de préférence statistique. De façon préférentielle, dans la formule générale (I) du monomère (c) :The copolymer is preferably random. Preferably, in the general formula (I) of the monomer (c):
- Z représente C(O)O, C(O)NH ou O, tout préférentiellement C(O)NH,Z represents C (O) O, C (O) NH or O, most preferably C (O) NH,
- n est égal à 2 ou 3, tout particulièrement 3,n is 2 or 3, especially 3,
- m va de 0 à 2, de préférence est égal à 0 ou 1 , tout particulièrement à 0,m is 0 to 2, preferably 0 or 1, most preferably 0,
- B représente:B represents:
OHOH
-CH2-CH-(CH2)q-CH 2 -CH- (CH 2 ) q
- avec q de 1 à 4, de préférence égal à 1 ,with q from 1 to 4, preferably equal to 1,
- Ri à R6, identiques ou différents représentent un groupe méthyle ou éthyle.- Ri to R 6 , identical or different represent a methyl or ethyl group.
Le monomère (c) préféré est le DIQUAT de formule suivante:The preferred monomer (c) is the DIQUAT of the following formula:
Figure imgf000012_0001
Figure imgf000012_0001
X" représentant l'ion chlorure ou méthyl sulfate. D'autres monomères (c) particulièrement intéressants sont :X " representing the chloride or methyl sulfate ion Other monomers (c) of particular interest are:
Figure imgf000012_0002
où p = 2 à 4
Figure imgf000012_0002
where p = 2 to 4
Les anions X" sont notamment un anion d'halogène, de préférence un anion de chlore, sulfonate, sulfate, méthyl sulfate, hydrogénosulfate, phosphate, phosphonate, citrate, formiate et acétate. Les monomères (a) sont avantageusement des acides carboxyliques, sulfoniques, sulfuriques, phosphoniques ou phosphoriques en C3-C8 à insaturation monoéthylénique, leurs anhydrides et leurs sels hydrosolubles. Parmi les monomères (a) préférés, on peut citer l'acide acrylique, l'acide méthacrylique, l'acide α-éthacrylique, l'acide β,β-diméthylacrylique, l'acide méthylènemalonique, l'acide vinylacétique, l'acide allylacétique, l'acide éthylidineacétique, l'acide propylidineacétique, l'acide crotonique, l'acide maléique, l'acide fumarique, l'acide itaconique, l'acide citraconique, l'acide mésaconique, la N- méthacroyl-alanine, la N-acryloyl-hydroxy-glycine, l'acrylate de sulfopropyle, l'acrylate de sulfoéthyle, le méthacrylate de sulfoéthyle, le méthacrylate de sulfoéthyle, l'acide styrène sulfonique, l'acide vinyl sulfonique, l'acide vinylphosphonique, l'acrylate de phosphoéthyle, l'acrylate de phosphonoéthyle, l'acrylate de phosphopropyle, l'acrylate de phophonopropyle, le méthacrylate de phosphoéthyle, le méthacrylate de phosphonoéthyle, le méthacrylate de phosphopropyle, le méthacrylate de phosphonopropyle, et les sels de métal alcalin et d'ammonium de ceux-ci.The anions X - are in particular an anion of halogen, preferably an anion of chlorine, sulphonate, sulphate, methyl sulphate, hydrogen sulphate, phosphate, phosphonate, citrate, formate and acetate. The monomers (a) are advantageously monoethylenically unsaturated C 3 -C 8 carboxylic, sulphonic, sulfuric, phosphonic or phosphoric acids, their anhydrides and their water-soluble salts. Among the monomers (a) that are preferred, mention may be made of acrylic acid, methacrylic acid, α-ethacrylic acid, β, β-dimethylacrylic acid, methylenemalonic acid, vinylacetic acid, and acid. allylacetic acid, ethylidineacetic acid, propylidineacetic acid, crotonic acid, maleic acid, fumaric acid, itaconic acid, citraconic acid, mesaconic acid, N-methacrylalanine, N-acryloyl-hydroxy-glycine, sulfopropyl acrylate, sulfoethyl acrylate, sulfoethyl methacrylate, sulfoethyl methacrylate, styrene sulfonic acid, vinyl sulfonic acid, vinylphosphonic acid, acrylate Phosphoethyl acrylate, phosphonoethyl acrylate, phosphopropyl acrylate, phophonopropyl acrylate, phosphoethyl methacrylate, phosphonoethyl methacrylate, phosphopropyl methacrylate, phosphonopropyl methacrylate, and alkali metal salts. Ammonium x thereof.
Parmi les monomères (n), on peut citer l'acrylamide, l'alcool vinylique, les esters d'alkyle en d-C4 de l'acide acrylique et de l'acide méthacrylique, les esters d'hydroxyalkyle en CrC4 de l'acide acrylique et de l'acide méthacrylique, notamment l'acrylate et le méthacrylate d'éthylène glycol et de propylène glycol, les esters polyalkoxylés de l'acide acrylique et de l'acide méthacrylique, notamment les esters de polyéthylène glycol et de polypropylène glycol, les esters de l'acide acrylique ou de l'acide méthacrylique et de polyéthylène glycol ou polypropylène glycol mono C1-C25 alkyl éthers, l'acétate de vinyle, la vinylpyrrolidone, le méthylvinyléther. Le copolymère ampholyte 2) comprend de 0,1 à 50% en nombre d'unités (c), et de 50 à 99,1 % en nombre d'unités (a) et éventuellement (n). De préférence, le copolymère comprend de 10 à 40% d'unités (c) et de 60 à 90% d'unités (a) et éventuellement (n). Par ailleurs, le copolymère ne comprend avantageusement pas d'unités (n). Si le copolymère comprend des unités (n), le rapport molaire entre les unités (a) et les unités (n) est de préférence supérieur à 1 , par exemple compris entre 1 et 4.Among the monomers (n), mention may be made of acrylamide, vinyl alcohol, the alkyl esters of d 4 acrylic acid and methacrylic acid, the C 4 hydroxyalkyl esters of acrylic acid and methacrylic acid, especially acrylate and methacrylate of ethylene glycol and propylene glycol, polyalkoxylated esters of acrylic acid and methacrylic acid, in particular the polyethylene glycol and polypropylene glycol esters esters of acrylic acid or of methacrylic acid and polyethylene glycol or polypropylene glycol mono C 1 -C 2 alkyl ethers, vinyl acetate, vinylpyrrolidone, methylvinylether. The ampholytic copolymer 2) comprises from 0.1 to 50% by number of units (c), and from 50 to 99.1% by number of units (a) and optionally (n). Preferably, the copolymer comprises from 10 to 40% of units (c) and from 60 to 90% of units (a) and optionally (n). Moreover, the copolymer advantageously does not comprise units (n). If the copolymer comprises units (n), the molar ratio between the units (a) and the units (n) is preferably greater than 1, for example between 1 and 4.
De préférence, le copolymère est tel que - les unités (c ) dérivent de monomère (c ) de formule suivante:
Figure imgf000014_0001
Preferably, the copolymer is such that the units (c) derive from monomer (c) of the following formula:
Figure imgf000014_0001
X" représentant l'ion chlorure ou méthyl sulfate,X " representing the chloride or methyl sulfate ion,
- les unités (a) dérivent d'acide acrylique,the units (a) are derived from acrylic acid,
- le polymère ne comprend pas d'unités (n), - le rapport en nombre entre les unités (a) et les unités (c) est de 50/50 à 90/10.the polymer does not comprise units (n); the ratio in number between the units (a) and the units (c) is from 50/50 to 90/10.
On précise que les copolymères ampholytes 2) peuvent avoir une charge moyenne négative, positive ou nulle, au pH de la composition ou au pH d'utilisation de la composition. Cette charge moyenne est définie par l'équation suivante :It is specified that the ampholytic copolymers 2) can have a negative average charge, positive or zero, at the pH of the composition or at the pH of use of the composition. This average load is defined by the following equation:
_ [c]Xc - [a]Xa [c]Xc + [a]Xa où :_ [c] X c - [a] X a [c] X c + [a] X a where:
- [c] est la concentration molaire en unités (c),- [c] is the molar concentration in units (c),
- [a] est la concentration molaire en unités (a),- [a] is the molar concentration in units (a),
- Xc représente le taux de neutralisation éventuelle des unités (c) (dans le cas où les unités (c) sont potentiellement cationiques); Xc = [BH+]/([B] + [BH+]), - XA représente le taux de neutralisation éventuelle des unités (a) (dans le cas où les unités (a) sont potentiellement anioniques); XA = [A"]/([AH] + [A"]).X c represents the possible degree of neutralization of the units (c) (in the case where the units (c) are potentially cationic); X c = [BH + ] / ([B] + [BH + ]), - X A represents the possible degree of neutralization of the units (a) (in the case where the units (a) are potentially anionic); X A = [A " ] / ([AH] + [A " ]).
Les copolymères ampholytes 2) peuvent être obtenus selon les techniques connues de préparation des copolymères, notamment par polymérisation par voie radicalaire des monomères de départ éthyléniquement insaturés qui sont des composés connus ou pouvant être facilement obtenus par l'homme du métier en mettant en oeuvre des procédés de synthèse classique de chimie organique.The ampholytic copolymers 2) can be obtained according to the known techniques for the preparation of the copolymers, in particular by radical polymerization of the ethylenically unsaturated starting monomers which are known compounds or which can easily be obtained by those skilled in the art by employing conventional synthesis processes of organic chemistry.
On pourra notamment se référer aux procédés décrits dans US 4387017 et EP 156646.It will be possible to refer in particular to the processes described in US 4387017 and EP 156646.
La polymérisation radicalaire est de préférence conduite dans un environnement exempt d'oxygène, par exemple en présence d'un gaz inerte (hélium, argon, etc.) ou d'azote. La réaction est effectuée dans un solvant inerte, de préférence le méthanol ou l'éthanol, et de façon plus préférée dans l'eau.The radical polymerization is preferably carried out in an oxygen-free environment, for example in the presence of an inert gas (helium, argon, etc.) or nitrogen. The reaction is carried out in an inert solvent, preferably methanol or ethanol, and more preferably in water.
La polymérisation est initiée par addition d'un initiateur de polymérisation. Les initiateurs utilisés sont les initiateurs de radicaux libres habituellement utilisés dans la technique. Des exemples comprennent les peresters organiques (t-butylperoxypivalate, t-amylperoxypivalate, t-butylperoxy-≈-éthylhexanoate, etc.) ; des composés organiques de type azo, par exemple le chlorhydrate d'azo-bis-amidino-propane, l'azo-bis- isobutyronitrile, razo-bis-2,4-diméthylvaléronitrile, etc.) ; les peroxydes inorganiques et organiques, par exemple le peroxyde d'hydrogène, le peroxyde de benzyle et le peroxyde de butyle, etc. ; des systèmes d'initiateurs redox, par exemple ceux comprenant des agents oxydants, tels que les persulfates (notamment les persulfates d'ammonium ou de métaux alcalins, etc.) ; les chlorates et les bromates (y compris les chlorates et/ou les bromates inorganiques ou organiques) ; les agents réducteurs tels que les sulfites et bisulfites (y compris les sulfites ou bisulfites inorganiques et/ou organiques) ; l'acide oxalique et l'acide ascorbique ainsi que les mélanges de deux ou plusieurs de ces composés.The polymerization is initiated by addition of a polymerization initiator. The initiators used are the free radical initiators usually used in the art. Examples include organic peresters (t-butylperoxypivalate, t-amylperoxypivalate, t-butylperoxy-≈-ethylhexanoate, etc.); organic compounds azo type, e.g. azobisamidinopropane hydrochloride, azobisisobutyronitrile, razo-bis-2,4-dimethylvaleronitrile, etc.); inorganic and organic peroxides, for example hydrogen peroxide, benzyl peroxide and butyl peroxide, etc. ; redox initiator systems, for example those comprising oxidizing agents, such as persulfates (especially ammonium or alkali metal persulfates, etc.); chlorates and bromates (including inorganic or organic chlorates and / or bromates); reducing agents such as sulphites and bisulphites (including inorganic and / or organic sulphites or bisulfites); oxalic acid and ascorbic acid as well as mixtures of two or more of these compounds.
Les initiateurs préférés sont des initiateurs solubles dans l'eau. On préfère en particulier le persulfate de sodium et le chlorhydrate d'azo-bis-amidinopropane.Preferred initiators are water soluble initiators. Especially preferred are sodium persulfate and azo-bis-amidinopropane hydrochloride.
En variante, la polymérisation peut être initiée par irradiation à l'aide de lumière ultra-violette. La quantité d'initiateurs utilisés est en général, une quantité suffisante pourra réaliser l'initiation de la polymérisation. De préférence, les initiateurs sont présents en une quantité allant de 0,001 à environ 10% en poids par rapport au poids total des monomères, et de préférence sont compris en une quantité inférieure à 0,5% en poids par rapport au poids total des monomères, une quantité préférée étant située dans la plage de 0,005 à 0,5% en poids par rapport au poids total des monomères. L'initiateur est ajouté au mélange de polymérisation, soit de manière continue soit de manière discontinue.Alternatively, the polymerization can be initiated by irradiation with ultraviolet light. The quantity of initiators used is in general, a sufficient quantity can carry out the initiation of the polymerization. Preferably, the initiators are present in an amount ranging from 0.001 to about 10% by weight relative to the total weight of the monomers, and preferably are included in an amount of less than 0.5% by weight relative to the total weight of the monomers. a preferred amount being in the range of 0.005 to 0.5% by weight based on the total weight of the monomers. The initiator is added to the polymerization mixture, either continuously or discontinuously.
Lorsque l'on veut obtenir des copolymères de masse moléculaire élevée, il est souhaitable de rajouter de l'initiateur frais pendant la réaction de polymérisation. L'addition graduelle ou discontinue permet également une polymérisation plus efficace et un temps de réaction moins long. La polymérisation est réalisée dans des conditions réactionnelles efficaces pour polymériser les monomères (c), les monomères (a) et éventuellement les monomères (n) en atmosphère exempte d'oxygène. De préférence, la réaction est conduite à une température allant d'environ 300C à environ 1000C et de préférence entre 60°C et 900C. L'atmosphère exempte d'oxygène est maintenue pendant toute la durée de la réaction, par exemple par maintien d'une purge d'azote tout au long de la réaction. Un copolymère particulièrement préféré est le suivant :When it is desired to obtain high molecular weight copolymers, it is desirable to add fresh initiator during the polymerization reaction. Gradual or batch addition also allows for more efficient polymerization and shorter reaction time. The polymerization is carried out under effective reaction conditions to polymerize the monomers (c), the monomers (a) and optionally the monomers (n) in an oxygen-free atmosphere. Preferably, the reaction is conducted at a temperature ranging from about 30 ° C. to about 100 ° C. and preferably between 60 ° C. and 90 ° C. The oxygen-free atmosphere is maintained for the duration of the reaction. for example by maintaining a purge of nitrogen throughout the reaction. A particularly preferred copolymer is the following:
Figure imgf000016_0001
avec - x ayant une valeur moyenne en nombre de O à 50%, de préférence de O à 30%, de préférence égale à O,
Figure imgf000016_0001
with - x having a number average value of 0 to 50%, preferably 0 to 30%, preferably 0,
- y ayant une valeur moyenne en nombre de 10 à 95%, de préférence de 50 à 70%,having a number average value of 10 to 95%, preferably 50 to 70%,
- z ayant une valeur moyenne en nombre de 0,1 à 50%, de préférence de 10 à 50%,z having a number average value of 0.1 to 50%, preferably 10 to 50%,
- le rapport y/z étant de manière préférée de l'ordre de 4/1 à 1/2, de préférence entre 4/1 et 1/1 ,the ratio y / z being preferably of the order of 4/1 to 1/2, preferably of 4/1 to 1/1,
- x+y est de 50 à 99,9%,x + y is from 50 to 99.9%,
- x+y+z = 100%, x, y et z représentant les % molaires de motifs dérivés respectivement d'acrylamide, acide acrylique (sel de sodium) et de DIQUAT.- x + y + z = 100%, x, y and z representing the mol% of units respectively derived from acrylamide, acrylic acid (sodium salt) and DIQUAT.
D'autres copolymères sont les suivants :Other copolymers are as follows:
Figure imgf000016_0002
Figure imgf000016_0002
- x ayant une valeur moyenne en nombre de 0 à 50%, de préférence de 0 à 30%, de préférence égale à 0, - y ayant une valeur moyenne en nombre de 10 à 95%, de préférence de 50 àx having a number average value of from 0 to 50%, preferably from 0 to 30%, preferably equal to 0, y having a number average value of 10 to 95%, preferably 50 to
70%,70%
- z ayant une valeur moyenne en nombre de 0,1 à 50%, de préférence de 10 à 50%,z having a number average value of 0.1 to 50%, preferably 10 to 50%,
- le rapport y/z étant de manière préférée de l'ordre de 4/1 à 1/2, de préférence entre 4/1 et 1/1 ,the ratio y / z being preferably of the order of 4/1 to 1/2, preferably of 4/1 to 1/1,
- x+y est de 50 à 99,9%.
Figure imgf000017_0001
x + y is 50 to 99.9%.
Figure imgf000017_0001
- x ayant une valeur moyenne en nombre de O à 50%, de préférence de O à 30%, de préférence égale à O, - y ayant une valeur moyenne en nombre de 10 à 95%, de préférence de 50 àx having a number average value of from 0 to 50%, preferably from 0 to 30%, preferably equal to 0, y having a number average value of 10 to 95%, preferably 50 to
70%,70%
- z ayant une valeur moyenne en nombre de 0,1 à 50%, de préférence de 10 à 50%,z having a number average value of 0.1 to 50%, preferably 10 to 50%,
- le rapport y/z étant de manière préférée de l'ordre de 4/1 à 1/2, de préférence entre 4/1 et 1/1 ,the ratio y / z being preferably of the order of 4/1 to 1/2, preferably of 4/1 to 1/1,
- x+y est de 50 à 99,9%.x + y is 50 to 99.9%.
Figure imgf000017_0002
Figure imgf000017_0002
- x ayant une valeur moyenne en nombre de 0 à 50%, de préférence de 0 à 30%, de préférence égale à 0,x having a number average value of 0 to 50%, preferably 0 to 30%, preferably 0,
- y ayant une valeur moyenne en nombre de 10 à 95%, de préférence de 50 à 70%,having a number average value of 10 to 95%, preferably 50 to 70%,
- z ayant une valeur moyenne en nombre de 0,1 à 50%, de préférence de 10 à 50%, - le rapport y/z étant de manière préférée de l'ordre de 4/1 à 1/2, de préférence entre 4/1 et 1/1 ,z having a number average value of 0.1 to 50%, preferably 10 to 50%, the ratio y / z being preferably of the order of 4/1 to 1/2, preferably between 4/1 and 1/1,
- x+y est de 50 à 99,9%.
Figure imgf000018_0001
x + y is 50 to 99.9%.
Figure imgf000018_0001
- x ayant une valeur moyenne en nombre de O à 50%, de préférence de O à 30%, de préférence égale à O,x having a number average value of from 0 to 50%, preferably from 0 to 30%, preferably equal to 0,
- y ayant une valeur moyenne en nombre de 10 à 95%, de préférence de 50 à 70%,having a number average value of 10 to 95%, preferably 50 to 70%,
- z ayant une valeur moyenne en nombre de 0,1 à 50%, de préférence de 10 à 50%,z having a number average value of 0.1 to 50%, preferably 10 to 50%,
- le rapport y/z étant de manière préférée de l'ordre de 4/1 à 1/2, de préférence entre 4/1 et 1/1 , - x+y est de 50 à 99,9%.- The ratio y / z is preferably of the order of 4/1 to 1/2, preferably between 4/1 and 1/1, - x + y is 50 to 99.9%.
Figure imgf000018_0002
Figure imgf000018_0002
- x ayant une valeur moyenne en nombre de 0 à 50%, de préférence de 0 à 30%, de préférence égale à 0, - y ayant une valeur moyenne en nombre de 10 à 95%, de préférence de 50 àx having a number average value of from 0 to 50%, preferably from 0 to 30%, preferably equal to 0, y having a number average value of 10 to 95%, preferably 50 to
70%,70%
- z ayant une valeur moyenne en nombre de 0,1 à 50%, de préférence de 10 à 50%,z having a number average value of 0.1 to 50%, preferably 10 to 50%,
- le rapport y/z étant de manière préférée de l'ordre de 4/1 à 1/2, de préférence entre 4/1 et 1/1 ,the ratio y / z being preferably of the order of 4/1 to 1/2, preferably of 4/1 to 1/1,
- x+y est de 50 à 99,9%.
Figure imgf000019_0001
x + y is 50 to 99.9%.
Figure imgf000019_0001
- x ayant une valeur moyenne en nombre de O à 50%, de préférence de O à 30%, de préférence égale à O,x having a number average value of from 0 to 50%, preferably from 0 to 30%, preferably equal to 0,
- y ayant une valeur moyenne en nombre de 10 à 95%, de préférence de 50 à 70%,having a number average value of 10 to 95%, preferably 50 to 70%,
- z ayant une valeur moyenne en nombre de 0,1 à 50%, de préférence de 10 à 50%,z having a number average value of 0.1 to 50%, preferably 10 to 50%,
- le rapport y/z étant de manière préférée de l'ordre de 4/1 à 1/2, de préférence entre 4/1 et 1/1 , - x+y est de 50 à 99,9%.- The ratio y / z is preferably of the order of 4/1 to 1/2, preferably between 4/1 and 1/1, - x + y is 50 to 99.9%.
La composition selon l'invention comprend au moins 0,01 % en poids et au plus 10%, avantageusement de 0,2% à 5% en poids de copolymère 2), par exemple de 0,2 à 0,5% en poids. Les quantités mentionnées ci-dessus sont des quantités exprimées en extrait sec.The composition according to the invention comprises at least 0.01% by weight and at most 10%, advantageously from 0.2% to 5% by weight of copolymer 2), for example from 0.2 to 0.5% by weight . The amounts mentioned above are quantities expressed as dry extract.
Selon un premier mode de réalisation le copolymère ampholyte 2) est introduit dans la composition séparément des autres ingrédients, le cas échéant sous forme d'une solution aqueuse. Selon un deuxième mode de réalisation le copolymère ampholyte est introduit dans la composition sous forme d'un ingrédient concentré fluide comprenant en plus un agent 1 ). En particulier il peut s'agir d'un ingrédient concentré fluide comprenant le copolymère ampholyte 2) et un agent 1 ) dont la quantité totale en poids en copolymère 2) et en agent dans l'ingrédient étant d'au moins 10% en poids, de préférence d'au moins 20%, de préférence d'au moins 50%, de préférence d'au moins 60%.According to a first embodiment, the ampholytic copolymer 2) is introduced into the composition separately from the other ingredients, optionally in the form of an aqueous solution. According to a second embodiment, the ampholytic copolymer is introduced into the composition in the form of a fluid concentrated ingredient further comprising an agent 1). In particular it may be a fluid concentrated ingredient comprising the ampholytic copolymer 2) and an agent 1) whose total amount by weight of copolymer 2) and agent in the ingredient is at least 10% by weight preferably at least 20%, preferably at least 50%, preferably at least 60%.
L'ingrédient concentré peut comporter en outre un tensio-actif 3) et peut être sous la forme d'une émulsion comme mentionné ci-dessus. Tensioactifs 3)The concentrated ingredient may further comprise a surfactant 3) and may be in the form of an emulsion as mentioned above. Surfactants 3)
La composition peut comprendre au moins au tensioactif 3). Il peut s'agir d'un mélange de différents tensioactifs. Les tensioactifs peuvent être des tensioactifs anioniques, cationiques, non ioniques, amphotères, ou des mélanges ou associations. Les tensioactifs compris dans la composition comprennent de préférence au moins un tensioactif anionique ou cationique. Les tensioactifs peuvent également comprendre des tensioactifs amphotères (amphotères vrais ou zwitterioniques), des tensioactifs neutres (tensioactifs non ioniques). Les compositions comprenant au moins un tensioactif anionique et au moins un tensioactif amphotère sont particulièrement avantageuses, notamment pour des raisons de douceur. La teneur totale en tensioactifs dans la composition est généralement comprise entre 0 et 60% en poids, par exemple entre 20 et 40%, typiquement autour de 30%.The composition may comprise at least surfactant 3). It can be a mixture of different surfactants. The surfactants may be anionic, cationic, nonionic, amphoteric surfactants or mixtures or combinations. The surfactants included in the composition preferably comprise at least one anionic or cationic surfactant. The surfactants may also comprise amphoteric surfactants (true or zwitterionic amphoters), neutral surfactants (nonionic surfactants). The compositions comprising at least one anionic surfactant and at least one amphoteric surfactant are particularly advantageous, in particular for reasons of softness. The total content of surfactants in the composition is generally between 0 and 60% by weight, for example between 20 and 40%, typically around 30%.
Selon un mode de réalisation de l'invention, une composition de nettoyage en poudre compactée ou non, ou liquide, des articles en fibres textiles peut contenir au moins un agent tensioactif choisi de préférence parmi les agents tensioactifs anioniques et les non-ioniques ou leurs mélanges.According to one embodiment of the invention, a composition for cleaning compacted or non-compacted powder, or liquid, textile fiber articles may contain at least one surfactant preferably chosen from anionic surfactants and nonionics or their mixtures.
Parmi les agents tensioactifs anioniques, on peut mentionner les alkyl (C8-Ci5) benzène sulfonates (à raison de 0-30%, de préférence 1-25%, plus préférentiellement 2-15% en poids). En outre on peut mentionner les alkyl sulfates primaires ou secondaires, en particulier les alkyl (C8-Ci5) sulfates primaires ; les alkyl éther sulfates ; les sulfonates d'oléfine ; les alkyl xylène sulfonates ; les dialkyl sulfosuccinates ; les ester sulfonates d'acides gras ; les sels de sodium sont en général préférés. Parmi les agents tensioactifs non-ioniques, on peut mentionner les éthoxylats d'alcools primaires ou secondaires, en particulier les éthoxylats d'alcools aliphatiques en C8-C2O ayant de 1 à 20 moles d'oxyde d'éthylène par mole d'alcool, et plus particulièrement les éthoxylats d'alcools aliphatiques primaires ou secondaires en Ci0-Ci5 ayant de 1 à 10 moles d'oxyde d'éthylène par mole d'alcool ; peuvent être également mentionnés des tensioactifs non-ioniques non-éthoxylés comme les alkylpolyglucosides, les glycérol monoéthers, et les polyhydroxyamides (glucamides).Among the anionic surfactants, mention may be made of (C 8 -C 15 ) alkyl benzene sulphonates (in a proportion of 0-30%, preferably 1-25%, more preferably 2-15% by weight). In addition, mention may be made of primary or secondary alkyl sulphates, in particular primary (C 8 -C 15 ) alkyl sulphates; alkyl ether sulfates; olefin sulfonates; alkyl xylene sulfonates; dialkyl sulfosuccinates; ester sulphonates of fatty acids; sodium salts are in general preferred. Among the nonionic surfactants, there may be mentioned those ethoxylates of primary or secondary alcohols, especially those ethoxylates of aliphatic alcohols in C 8 -C 2 O having from 1 to 20 moles of ethylene oxide per mole of alcohol, and more particularly the ethoxylates of C 10 -C 15 primary or secondary aliphatic alcohols having from 1 to 10 moles of ethylene oxide per mole of alcohol; non-ethoxylated nonionic surfactants such as alkylpolyglucosides, glycerol monoethers, and polyhydroxyamides (glucamides) may also be mentioned.
De préférence le taux d'agents tensioactif non-ioniques est de 0-30%, de préférence de 1-25%, plus préférentiellement de 2-15% en poids.Preferably the level of nonionic surfactants is 0-30%, preferably 1-25%, more preferably 2-15% by weight.
Le choix et la quantité de l'agent tensioactif dépend de l'utilisation désirée de la composition détergente. Les systèmes de tensioactifs à choisir pour le nettoyage de textiles à la main ou en machine sont bien connus des formulateurs.The choice and amount of the surfactant depends on the desired use of the detergent composition. The surfactant systems to be selected for cleaning textiles by hand or machine are well known to formulators.
Des quantités d'agents tensioactifs aussi élevées que 60% en poids peuvent être présentes dans les compositions pour le nettoyage à la main. De quantités de 5-40% en poids conviennent généralement pour le nettoyage des textiles en machine. Typiquement ces compositions comprennent au moins 2% en poids, de préférence de 2-60%, plus préférentiellement 15-40% et particulièrement 25-35% en poids. Il est également possible d'inclure des agents tensioactifs mono-alkyl cationiques. On peut mentionner les sels ammonium quaternaires de formule R1R2R3R4N+X" où les groupes R sont de chaînes hydrocarbonées longues ou courtes, alkyles, hydroalkyle ou alkyl éthoxylées, X étant un contre-ion (R1 est un groupe alkyle en C8-C22, de préférence en C8-Ci0, ou en C12-C14, R2 est un groupe méthyle, R3 et R4 semblables ou différents étant un groupe méthyle ou hydroxyméthyle) ; ainsi que des esters cationiques, comme les choline esters.Amounts of surfactants as high as 60% by weight may be present in the compositions for hand cleaning. In amounts of 5-40% by weight are generally suitable for cleaning textiles in the machine. Typically these compositions comprise at least 2% by weight, preferably 2-60%, more preferably 15-40% and particularly 25-35% by weight. It is also possible to include monoalkyl cationic surfactants. The quaternary ammonium salts of formula R 1 R 2 R 3 R 4 N + X " may be mentioned where the R groups are long or short hydrocarbon chains, alkyl, hydroalkyl or alkyl ethoxylated, X being a counterion (R 1 is a C 8 -C 22 , preferably C 8 -C 10 or C 12 -C 14 alkyl group, R 2 is a methyl group, R 3 and R 4, which may be identical or different, are a methyl or hydroxymethyl group); cationic esters, such as choline esters.
Les compositions détergentes pour la plupart des machine à laver, contiennent généralement un agent tensioactif anionique différent des savons, ou un agent tensioactif non-ionique, ou leurs mélanges, et éventuellement un savon. Vecteur liquide 4) Tout vecteur liquide permettant de formuler le polymère ampholyte et d'obtenir la forme de composition désirée, pour l'utilisation visée, peut être utilisé. Différents vecteurs liquides pour différents types de formulations sont connus de l'homme du métier.The detergent compositions for most washing machines generally contain an anionic surfactant other than soaps, or a nonionic surfactant, or mixtures thereof, and optionally a soap. Liquid vector 4) Any liquid carrier for formulating the ampholyte polymer and obtaining the desired composition form for the intended use can be used. Different liquid vectors for different types of formulations are known to those skilled in the art.
A titre d'exemples de vecteurs liquides, on peut citer les vecteurs aqueux (comprenant de l'eau), les vecteurs alcooliques (comprenant un alcool, par exemple de l'éthanol, l'isopropanol, l'éthylène glycol ou les polyéthylène glycol), le propylène glycol, les vecteurs hydro-alcooliques (comprenant un mélange d'eau et d'un alcool par exemple de l'éthanol, l'isopropanol, l'éthylène glycol ou les polyéthylène glycol).As examples of liquid vectors, mention may be made of aqueous vectors (comprising water), alcoholic vectors (comprising an alcohol, for example ethanol, isopropanol, ethylene glycol or polyethylene glycol). ), propylene glycol, hydro-alcoholic carriers (comprising a mixture of water and an alcohol, for example ethanol, isopropanol, ethylene glycol or polyethylene glycol).
L'homme du métier sait choisir les vecteurs adaptés aux types de formulations souhaités, et aux utilisations visées.Those skilled in the art know how to choose the vectors adapted to the desired types of formulations, and to the intended uses.
La composition selon l'invention comprend typiquement:The composition according to the invention typically comprises:
- de 0,1 et 10% en poids, de préférence de 0,5 à 2,5%, d'agent 1 ) choisis parmi les agents ai ) et a2), etfrom 0.1 to 10% by weight, preferably from 0.5 to 2.5%, of agent 1) chosen from agents a 1) and a 2), and
- d'au moins 0,01 % en poids et au plus 10%, avantageusement de 0,2% à 5% en poids de copolymère 2), (quantités exprimées en extrait sec du copolymère ampholyte 2)), par exemple de 0,2 à 0,5% en poids, etat least 0.01% by weight and at most 10%, advantageously from 0.2% to 5% by weight of copolymer 2), (amounts expressed as dry extract of ampholytic copolymer 2)), for example from 0 2 to 0.5% by weight, and
- de 0 et 60% en poids, par exemple entre 20 et 40%, typiquement autour de 30% en poids de tensioactif(s) 3).from 0 and 60% by weight, for example between 20 and 40%, typically around 30% by weight of surfactant (s) 3).
La composition selon l'invention, de préférence sous forme d'une émulsion, peut notamment être utilisée comme additif dans une composition détergente pour le nettoyage ou le rinçage des articles en fibres textiles, ou comme composition détergente ou rinçante pour le nettoyage ou le rinçage des articles en fibres textiles, dans le but de véhiculer un agent de soin (« textile care agent ») et/ou toute matière active autre utile, et de favoriser le dépôt de celui-ci et/ou de celle-ci sur un article en fibres textiles, en coton notamment, lors de l'opération de rinçage et/ou lors de l'opération de séchage subséquente(s) à l'opération de nettoyage principal lorsqu'il s'agit d'une composition détergente pour le nettoyage, ou lors de l'opération subséquente de séchage lorsqu'il s'agit d'une composition de rinçage. L'utilisation de la composition selon l'invention sous forme d'une émulsion, comme composition détergente ou dans une composition détergente pour le nettoyage du linge en machine à laver, mise en œuvre au cycle de nettoyage, et ce sans ajout de liquide de rinçage adoucissant au cycle de rinçage, peut permettre d'apporter au linge lavé des propriétés de douceur, souplesse, d'anti-froissage (anti-wrinkling), de facilité de repassage (easy-ironing), de résistance à l'abrasion, d'élasticité, de protection des couleurs, de rétention des parfums ...The composition according to the invention, preferably in the form of an emulsion, may especially be used as an additive in a detergent composition for cleaning or rinsing articles made of textile fibers, or as a detergent or rinsing composition for cleaning or rinsing. textile fiber articles, for the purpose of conveying a care agent ("textile care agent") and / or any other useful active material, and of promoting the deposit thereof and / or thereof on an article made of textile fibers, of cotton in particular, during the rinsing operation and / or during the subsequent drying operation (s) in the main cleaning operation when it is a detergent composition for cleaning, or when subsequent drying operation when it is a rinse composition. The use of the composition according to the invention in the form of an emulsion, as a detergent composition or in a detergent composition for cleaning laundry in a washing machine, implemented in the cleaning cycle, without the addition of liquid softening rinse in the rinsing cycle, can bring to the washed laundry properties of softness, flexibility, anti-wrinkling (anti-wrinkling), ease of ironing (easy-ironing), resistance to abrasion, elasticity, color protection, perfume retention ...
L'utilisation de la composition selon l'invention comme composition de rinçage ou dans une composition pour le rinçage du linge, peut apporter au linge, après séchage, des propriétés de douceur, souplesse, d'anti-froissage (anti-wrinkling), de facilité de repassage (easy-ironing), de résistance à l'abrasion, d'élasticité, de protection des couleurs, de rétention des parfums ...The use of the composition according to the invention as a rinsing composition or in a composition for rinsing laundry, can provide the laundry, after drying, properties of softness, flexibility, anti-wrinkling (anti-wrinkling), ease of ironing (easy-ironing), resistance to abrasion, elasticity, color protection, retention of perfumes ...
Les compositions détergentes pour le nettoyage des textiles contiennent généralement au moins un adjuvant de détergence (« builder ») ; la quantité totale d'adjuvant de détergence est typiquement de 5-80%, de préférence de 10-60% en poids.The detergent compositions for cleaning textiles generally contain at least one builder; the total amount of builder is typically 5-80%, preferably 10-60% by weight.
On peut citer les adjuvants inorganiques comme le carbonate de sodium, les aluminosilicates cristallins ou amorphes (10-70%, de préférence 25-50% en sec), les silicates lamellaires, les phosphates inorganiques (Na orthophosphate, pyrophosphate et tripolyphosphate). De plus amples détails relatifs aux aluminosilicates et zéolites particulièrement adaptés sont donnés dans WO 03/020819.Mention may be made of inorganic adjuvants such as sodium carbonate, crystalline or amorphous aluminosilicates (10-70%, preferably 25-50% by weight), lamellar silicates, inorganic phosphates (Na orthophosphate, pyrophosphate and tripolyphosphate). Further details relating to the particularly suitable aluminosilicates and zeolites are given in WO 03/020819.
On peut citer également des adjuvants de détergence organiques, comme les polymères de type polyacrylates, copolymères acrylique/maléique et les phosphinates acryliques ; les polycarboxylates monomères comme les citrates, gluconates, oxydisuccinates, mono-, di- et tri-succinates de glycérol, dipicolinates, hydroxyéthyliminodiacétates, malonates ou succinates d'alkyle ou d'alcényle ; les sels d'acide gras sulfonatés .... De préférence, les adjuvants de détergence organiques sont des citrates (5-30%, de préférence 10-25% en poids), les polymères acryliques, plus particulièrement les copolymères acrylique/maléique (0,5-10%, de préférence 1-10% en poids). Lorsqu'elles sont en poudre compactée ou non, les compositions peuvent favorablement contenir un système de blanchiment, notamment des composés peroxydes comme les persels inorganiques (perborates, percarbonates, perphosphates, persilicates et persulfates, de préférence le perborate de sodium monohydraté ou tetrahydraté, et le percarbonate de sodium) ou les peroxyacides organiques (peroxyde d'urée), capables de libérer de l'oxygène en solution. Le composé peroxyde de blanchiment est favorablement présent à raison de 0,1 -35%, de préférence de 0,5-25% en poids. Il peut être associé à un activateur de blanchiment pour améliorer le blanchiment à basse température ; il est présent favorablement en quantité de 0,1-8%, de préférence de 0,5-5% en poids. Les activateurs préférés sont les acides peroxycarboxyliques, notamment les acides peracétiques et pernonanoiques. On peut mentionner tout particulièrement la N,N,N',N',-tetracétyl éthylènediamine (TAED) et le nonanoyloxybenzène sulfonate de sodium (SNOBS).Organic detergency builders may also be mentioned, such as polyacrylate polymers, acrylic / maleic copolymers and acrylic phosphinates; monomeric polycarboxylates such as citrates, gluconates, oxydisuccinates, glycerol mono-, di- and tri-succinates, dipicolinates, hydroxyethyliminodiacetates, malonates or alkyl or alkenyl succinates; sulphonated fatty acid salts. Preferably, the organic detergency builders are citrates (5-30%, preferably 10-25% by weight), acrylic polymers, more particularly acrylic / maleic copolymers ( 0.5-10%, preferably 1-10% by weight). When they are in compacted powder or not, the compositions may favorably contain a bleaching system, especially peroxide compounds such as inorganic persalts (perborates, percarbonates, perphosphates, persilicates and persulfates, preferably sodium perborate monohydrate or tetrahydrate, and sodium percarbonate) or organic peroxyacids (urea peroxide), able to release oxygen in solution. The bleaching peroxide compound is favorably present in an amount of 0.1 -35%, preferably 0.5-25% by weight. It can be combined with a bleach activator to improve low temperature bleaching; it is present favorably in an amount of 0.1-8%, preferably 0.5-5% by weight. Preferred activators are peroxycarboxylic acids, especially peracetic and pernonanoic acids. N, N, N ', N', - tetracetyl ethylenediamine (TAED) and sodium nonanoyloxybenzene sulfonate (SNOBS) may be particularly mentioned.
Les compositions comprennent aussi généralement une ou plusieurs enzymes, notamment des protéases, amylases, cellulases, oxydases, peroxydases et lipases (0,1-3% en poids), des parfums, des agents anti-redéposition, antisalissures, antitransfert de couleur, des agents adoucissants non-ioniques ...The compositions also generally comprise one or more enzymes, in particular proteases, amylases, cellulases, oxidases, peroxidases and lipases (0.1-3% by weight), perfumes, anti-redeposition agents, antifouling agents, antitransfers of color, nonionic softening agents ...
Les compositions détergentes de nettoyage des textiles peuvent également se présenter sous forme de tablettes liquides non aqueuses dans une enveloppe en un matériau se dispersant dans le milieu lessiviel comme l'alcool polyvinylique par exemple.The detergent compositions for cleaning textiles may also be in the form of non-aqueous liquid tablets in an envelope of a material dispersing in the washing medium such as polyvinyl alcohol for example.
Elles comprennent au moins un alcool miscible à l'eau, comme notamment alcool isopropylique, en quantité pouvant aller de 5 à 20% en poids. Elles peuvent contenir au moins un agent tensioactif choisi de préférence parmi les agents tensioactifs anioniques et les non-ioniques ou leurs mélanges, en quantité pouvant aller de 20 à 75% en poids.They comprise at least one water-miscible alcohol, such as in particular isopropyl alcohol, in an amount ranging from 5 to 20% by weight. They may contain at least one surfactant preferably chosen from anionic surfactants and nonionics or mixtures thereof, in an amount ranging from 20 to 75% by weight.
Elles peuvent en outre comprendre des adjuvants de détergence (« builders ») organiques, comme les citrates de sodium, les phosphonates ..., en quantité pouvant aller de 5 à 20% en poids ;. elles peuvent également comprendre des parfums, des colorants ...They may further comprise organic builders, such as sodium citrates, phosphonates, in an amount ranging from 5 to 20% by weight. they can also include perfumes, dyes ...
Les compositions pour le rinçage des articles en fibres textiles peuvent contenir des agents adoucissants cationiques ou non-ioniques. Ils peuvent représenter de 0,5 à 35%, de préférence de 1-30%, plus préférentiellement 3-25% du poids de la composition de rinçage. Les adoucissants cationiques sont des composés ammonium quaternaires substantiellement non-hydrosolubles, comprenant une seule chaîne alkyle ou alcényle contenant au moins 20 atomes de carbone, ou de préférence des composés ayant deux têtes polaires et deux chaînes alkyles ou alcényles contenant au moins 14 atomes de carbone. Tout préférentiellement les composés adoucissants ont deux chaînes alkyles ou alcényles contenant au moins 16 atomes de carbone, et particulièrement au moins 50% des groupes alkyles ou alcényles ont 18 atomes de carbone ou plus. Tout préférentiellement les chaînes alkyles ou alcényles linéaires sont prédominantes.The compositions for rinsing textile fiber articles may contain cationic or nonionic softening agents. They may represent from 0.5 to 35%, preferably from 1 to 30%, more preferably from 3 to 25% by weight of the rinse composition. Cationic softeners are quaternary ammonium compounds substantially non-water soluble, comprising a single alkyl or alkenyl chain containing at least 20 carbon atoms, or preferably compounds having two polar heads and two alkyl or alkenyl chains containing at least 14 carbon atoms. Most preferably the softening compounds have two alkyl or alkenyl chains containing at least 16 carbon atoms, and particularly at least 50% of the alkyl or alkenyl groups have 18 or more carbon atoms. Most preferably the linear alkyl or alkenyl chains are predominant.
Dans les formules de rinçage adoucissantes du commerce, on utilise très couramment des composés ammonium quaternaires ayant deux longues chaînes aliphatiques, comme les chlorures de distéaryl diméthyl ammonium, de ditallow alkyl diméthyl ammonium.In commercial softening rinse formulations, quaternary ammonium compounds having two long aliphatic chains, such as distearyl dimethyl ammonium chlorides, of ditallow alkyl dimethyl ammonium, are very commonly used.
Les compositions de rinçage peuvent en outre comprendre des adoucissants non- ioniques comme la lanoline ; les lécithines et autres phospholipides conviennent également. Les compositions de rinçage peuvent également contenir des agents stabilisants non-ioniques comme les alcools linéaires en C8-C22 alcoxylés contenant de 10 à 20 moles d'oxyde d'alkylène, les alcools en C10-C20 et leurs mélanges. La quantité d'agent stabilisant non-ionique représente de 0,1-10%, de préférence 0,5-5%, tout particulièrement 1-4% du poids de la composition. Le rapport molaire du composé ammonium quaternaire et/ou autre agent cationique adoucissant à l'agent stabilisant est favorablement de 40/1 -1 /1 , de préférence de 18/1 -3/1. La composition peut en outre comprendre des acides gras, notamment des acides alkyl ou alcényle (C8-C24) monocarboxylés ou leurs polymères ; de préférence ils sont saturés et non-saponifiés, comme les acides oléique, laurique ou de suif. Ils peuvent être utilisés à raison d'au moins 0,1 %, de préférence d'au moins 0,2% en poids. Dans les compositions concentrées, ils peuvent être présents à raison de 0,5-20%, de préférence 1-10% en poids. Le rapport molaire du composé ammonium quaternaire et/ou autre agent cationique adoucissant à l'acide gras est favorablement de 10/1-1/10.The rinse compositions may further include nonionic softeners such as lanolin; Lecithins and other phospholipids are also suitable. The rinse compositions may also contain nonionic stabilizers such as linear alcohols C8-C 22 alkoxylated with 10 to 20 moles of alkylene oxide, alcohols C 1 0-C 2 0 and mixtures thereof. The amount of nonionic stabilizing agent is 0.1-10%, preferably 0.5-5%, most preferably 1-4% of the weight of the composition. The molar ratio of the quaternary ammonium compound and / or other softening cationic agent to the stabilizing agent is favorably 40/1 -1 / 1, preferably 18/1 -3/1. The composition may further comprise fatty acids, especially monocarboxylated (C 8 -C 24 ) alkyl or alkenyl acids or their polymers; preferably they are saturated and unsaponified, such as oleic, lauric or tallow acids. They can be used in a proportion of at least 0.1%, preferably at least 0.2% by weight. In the concentrated compositions, they may be present in an amount of 0.5-20%, preferably 1-10% by weight. The molar ratio of the quaternary ammonium compound and / or other softening cationic agent to the fatty acid is favorably 10 / 1-1 / 10.
L' exemple suivant est donné à titre indicatif et n'est nullement limitatif. Exemple: Nettoyage de linge en coton TestThe following example is given for information only and is in no way limiting. Example: Cotton Linen Cleaning Test
Le test est réalisé dans un appareil de laboratoire Tergotomètre, bien connu des formulateurs de compositions détergentes. L'appareil simule les effets mécaniques et thermiques des machines à laver de type américain à pulsateur ; grâce à la présence de 6 pots de nettoyage, il permet de réaliser des séries d'essais simultanés avec une économie de temps appréciable. Préparation Les pots sont chauffés à 400C. 500 ml d'eau présentant une dureté de 300HT (eau minérale Contrexéville® diluée) sont introduits dans chaque pot.The test is performed in a laboratory instrument Tergotometer, well known formulators of detergent compositions. The device simulates the mechanical and thermal effects of American pulsator-type washing machines; thanks to the presence of 6 cleaning jars, it allows for simultaneous series of tests with a considerable saving of time. Preparation The pots are heated to 40 ° C. 500 ml of water with a hardness of 30 0 HT (mineral water Contrexéville® diluted) are introduced into each pot.
5 g d'une composition détergente en poudre pour le nettoyage du linge en machine sont introduits dans chaque pot (soit 10 g/l). Le Tergotomètre est mis en marche (100 cycles/minute pendant 5 minutes) pour solubiliser la lessive.5 g of a powdered detergent composition for machine washing are introduced into each pot (ie 10 g / l). The Tergotometer is started (100 cycles / minute for 5 minutes) to solubilize the lye.
Cycle de nettoyageCleaning cycle
On introduit dans chaque pot une quantité de 1 g de l'ingrédient concentré liquideA quantity of 1 g of the liquid concentrated ingredient is introduced into each pot
Polycare® Boost, disponible auprès de Rhodia. Cet ingrédient comprend: de l'eau (45- 50% en poids), une silicone (diméthicone, 25-50% en poids), le copolymère ampholytePolycare® Boost, available from Rhodia. This ingredient comprises: water (45-50% by weight), silicone (dimethicone, 25-50% by weight), the ampholytic copolymer
PQ-74 (nom INCI, 1-25% en poids), et du laureth-7 (tensioactif non ionique, 0,1-10% en poids).PQ-74 (INCI name, 1-25% by weight), and laureth-7 (nonionic surfactant, 0.1-10% by weight).
On introduit dans chaque pot 3 éprouvettes de coton éponge Terry (10 cm x 10 cm).Three Terry terry cotton tubes (10 cm x 10 cm) are introduced into each jar.
On lave à 100 cycles/minute pendant 20 minutes. Cycle de rinçageWashed at 100 cycles / minute for 20 minutes. Rinse cycle
Les carrés de tissus sont ensuite rincés 3 fois pendant 5 minutes (chaque fois) à l'eau froide.The tissue squares are then rinsed 3 times for 5 minutes (each time) in cold water.
SéchageDrying
Les carrés de tissu sont sortis et laissés sécher à l'air. Les tissus ainsi nettoyés présentent une douceur appréciée. The fabric squares are taken out and left to air dry. The tissues thus cleaned have a nice softness.

Claims

REVENDICATIONS
1. Composition de traitement de fils ou fibres d'articles textiles, comprenant:1. A composition for treating yarns or fibers of textile articles, comprising:
1 ) éventuellement, au moins un agent choisi parmi : ai ) les polyorganosiloxanes, et a2) les huiles végétales, minérales ou animales, ou leurs dérivés, et1) optionally, at least one agent chosen from: a) polyorganosiloxanes, and a2) vegetable, mineral or animal oils, or their derivatives, and
2) un copolymère ampholyte comprenant :2) an ampholytic copolymer comprising:
- 0,1 à 50% en nombre d'unités cationiques (c), dérivant de la polymérisation d'au moins un composé monomère (c) de formule générale I :0.1 to 50% by number of cationic units (c), deriving from the polymerization of at least one monomeric compound (c) of general formula I:
Figure imgf000026_0001
dans laquelle:
Figure imgf000026_0001
in which:
- Ri est un atome d'hydrogène, un groupe méthyle ou éthyle;R 1 is a hydrogen atom, a methyl or ethyl group;
- R2, R3, R4, R5, Rβ, identiques ou différents, sont des groupes alkyle, hydroxyalkyle ou aminoalkyle, linéaires ou ramifiés, en C-i-Cβ, de préférence en CrC4,R 2 , R 3, R 4 , R 5 and Rβ, which may be identical or different, are linear or branched, C 1 -C 6 , preferably C 1 -C 4 , alkyl, hydroxyalkyl or aminoalkyl groups,
- m est un nombre entier de 0 à 10, de préférence de 0 à 2;m is an integer from 0 to 10, preferably from 0 to 2;
- n est un nombre entier de 1 à 6, de préférence 2 à 4;n is an integer of 1 to 6, preferably 2 to 4;
- Z représente un groupe -C(O)O-, -C(O)NH- ou un atome d'oxygène;Z represents a group -C (O) O-, -C (O) NH- or an oxygen atom;
- A représente un groupe (CH2)P, p étant un nombre entier de 1 à 6, de préférence de 2 à 4;A represents a group (CH 2 ) P , p being an integer from 1 to 6, preferably from 2 to 4;
- B représente une chaîne polyméthylène linéaire ou ramifiée en C2-C12, avantageusement C3-C6, éventuellement interrompue par un ou plusieurs hétéroatomes ou hétérogroupes, notamment O ou NH, et éventuellement substituée par un ou plusieurs groupes hydroxyles ou amino, de préférence hydroxyles ;B represents a linear or branched C 2 -C 12 , preferably C 3 -C 6 , polymethylene chain, optionally interrupted by one or more heteroatoms or heterogroups, in particular O or NH, and optionally substituted with one or more hydroxyl or amino groups, preferably hydroxyls;
- X", identiques ou différents, représentent des contre-ions;- X " , identical or different, represent counter-ions;
- des unités anioniques ou susceptibles d'être anioniques (a) dérivant de la polymérisation d'au moins un monomère (a) hydrophile portant une fonction à caractère acide copolymérisable avec (a), anionique ou susceptible d'être anionique,anionic or anionic units (a) derived from the polymerization of at least one hydrophilic monomer (a) bearing a function with an acidic character copolymerizable with (a), anionic or capable of being anionic,
- éventuellement des unités (n) dérivant d'au moins un monomère (n) à insaturation éthylénique, de charge neutre, copolymérisable avec (c) et (a), de préférence un composé monomère hydrophile à insaturation éthylénique de charge neutre portant un ou plusieurs groupes hydrophiles, copolymérisable avec (C) et (a),optionally, units (n) derived from at least one monomer (n) of ethylenic unsaturation, of neutral charge, copolymerizable with (c) and (a), preferably a hydrophilic monomer compound with ethylenic unsaturation of neutral charge bearing one or more hydrophilic groups, copolymerizable with (C) and (a),
- la quantité d'unités (a) et éventuellement (n) étant de 50 à 99,9% en nombre, 3) éventuellement au moins un tensioactif, et 4) éventuellement un vecteur liquide.the quantity of units (a) and optionally (n) being from 50 to 99.9% by number, 3) optionally at least one surfactant, and 4) optionally a liquid vector.
2. Composition selon la revendication 1 , caractérisée en ce que les fils ou fibres sont des fils ou fibres destinés à former un article textile, non assemblés en un article textile.2. Composition according to claim 1, characterized in that the son or fibers are son or fibers intended to form a textile article, not assembled into a textile article.
3. Composition selon l'une des revendications précédentes, caractérisée en ce que les fils ou fibres sont des fils ou fibres assemblés dans un article textile, par exemple tissé ou non tissé, de préférence du linge.3. Composition according to one of the preceding claims, characterized in that the son or fibers are son or fibers assembled in a textile article, for example woven or non-woven, preferably linen.
4 Composition selon l'une des revendications précédentes, caractérisée en ce que le traitement est un nettoyage et/ou rinçage.Composition according to one of the preceding claims, characterized in that the treatment is a cleaning and / or rinsing.
5. Composition selon l'une des revendications précédentes, caractérisée en ce que les fils ou fibres sont des fils ou fibres de laine, des fils ou fibres issus de végétaux, notamment en coton, des fils ou fibres en un matériau polymérique synthétique, naturel ou issu de la modification chimique d'un matériau naturel.5. Composition according to one of the preceding claims, characterized in that the yarns or fibers are yarn or wool fibers, yarns or fibers from plants, in particular cotton, yarns or fibers of a synthetic polymeric material, natural or from the chemical modification of a natural material.
6. Composition selon l'une des revendications précédentes, caractérisée en ce que le traitement est un traitement de soin du linge, mis en œuvre dans le cadre domestique, industriel ou institutionnel.6. Composition according to one of the preceding claims, characterized in that the treatment is a laundry care treatment, implemented in the domestic, industrial or institutional.
7. Composition selon l'une des revendications précédentes, caractérisée en ce qu'elle comprend :7. Composition according to one of the preceding claims, characterized in that it comprises:
- de 0,1 et 10% en poids, de préférence de 0,5 à 2,5%, d'agent 1 ) choisi parmi les agents ai ) et a2), etfrom 0.1 to 10% by weight, preferably from 0.5 to 2.5%, of agent 1) chosen from agents a 1) and a 2), and
- d'au moins 0,01 % en poids et au plus 10%, avantageusement de 0,2% à 5% en poids de copolymère 2), [quantités exprimées en extrait sec du copolymère ampholyte 2)], par exemple de 0,2 à 0,5% en poids,at least 0.01% by weight and at most 10%, advantageously from 0.2% to 5% by weight of copolymer 2), [amounts expressed as dry extract of ampholytic copolymer 2)], for example from 0 2 to 0.5% by weight,
- de 0 et 60% en poids, par exemple entre 20 et 40%, typiquement autour de 30% en poids de tensioactif(s) 3). from 0 and 60% by weight, for example between 20 and 40%, typically around 30% by weight of surfactant (s) 3).
8. Composition selon l'une des revendications précédentes, caractérisée en ce qu'elle comprend de 0,5 à 2,5% en poids de polyorganosiloxane ai ).8. Composition according to one of the preceding claims, characterized in that it comprises from 0.5 to 2.5% by weight of polyorganosiloxane ai).
9. Composition selon l'une des revendications précédentes, caractérisée en ce que le vecteur liquide est un vecteur aqueux, alcoolique ou hydroalcoolique.9. Composition according to one of the preceding claims, characterized in that the liquid vector is an aqueous vector, alcoholic or aqueous-alcoholic.
10. Composition selon l'une des revendications précédentes, caractérisée en ce qu'elle comprend un tensioactif, choisi parmi les tensioactifs anioniques, les tensioactifs cationiques, les tensioactifs amphotères, dont les tensioactifs zwitterioniques, les tensioactifs non ioniques, et leurs mélanges ou associations, notamment les mélanges ou associations d'au moins un agent tensioactif non- ionique et d'au moins un agent tensioactif anionique.10. Composition according to one of the preceding claims, characterized in that it comprises a surfactant selected from anionic surfactants, cationic surfactants, amphoteric surfactants, including zwitterionic surfactants, nonionic surfactants, and mixtures or associations thereof. , especially mixtures or combinations of at least one nonionic surfactant and at least one anionic surfactant.
1 1. Composition selon l'une des revendications précédentes, caractérisée en ce qu"il s'agit d'une composition de nettoyage, comprenant un tensioactif anionique, éventuellement en mélange ou association avec un tensioactif non-ionique.1. Composition according to one of the preceding claims, characterized in that it is a cleaning composition, comprising an anionic surfactant, optionally in admixture or combination with a nonionic surfactant.
12. Composition selon l'une des revendications précédentes, caractérisée en ce qu'il s'agit d'une composition de rinçage, comprenant un tensioactif cationique, éventuellement en mélange avec au moins un tensioactif non ionique.12. Composition according to one of the preceding claims, characterized in that it is a rinsing composition, comprising a cationic surfactant, optionally in admixture with at least one nonionic surfactant.
13. Procédé de traitement de fils ou fibres d'articles textiles, comprenant une étape de mise en contact des fils ou fibres avec une composition telle que définie dans l'une des revendications 1 à 12.13. Process for treating threads or fibers of textile articles, comprising a step of contacting the threads or fibers with a composition as defined in one of claims 1 to 12.
14. Procédé selon la revendication 13, dans lequel la composition est préparée au préalable par mélange des ingrédients compris dans la composition, le copolymère 2) et l'agent 1 ) étant mélangés aux autres ingrédients sous forme d'un ingrédient concentré liquide.The process according to claim 13, wherein the composition is prepared beforehand by mixing the ingredients comprised in the composition, the copolymer 2) and the agent 1) being mixed with the other ingredients in the form of a liquid concentrated ingredient.
15. Procédé selon l'une des revendications 13 ou 14, caractérisé en ce que les fils ou fibres sont des fils ou fibres destinés à former un article textile, non assemblés en un article textile.15. Method according to one of claims 13 or 14, characterized in that the son or fibers are son or fibers intended to form a textile article, not assembled into a textile article.
16 Procédé selon l'une des revendications 13 à 14, caractérisé en ce que les fils ou fibres sont des fils ou fibres assemblés dans un article textile, par exemple tissé ou non tissé, de préférence du linge. Method according to one of claims 13 to 14, characterized in that the yarns or fibers are yarns or fibers assembled in a textile article, for example woven or non-woven, preferably linen.
17. Procédé selon l'une des revendications 13 à 16, caractérisé en ce que le traitement est un nettoyage et/ou rinçage.17. Method according to one of claims 13 to 16, characterized in that the treatment is a cleaning and / or rinsing.
18. Procédé selon l'une des revendications 13 à 17, caractérisé en ce que les fils ou fibres sont des fils ou fibres de laine, des fils ou fibres issus de végétaux, notamment en coton, des fils ou fibres en un matériau polymérique synthétique, naturel ou issu de la modification chimique d'un matériau naturel.18. Method according to one of claims 13 to 17, characterized in that the yarns or fibers are yarn or wool fibers, yarns or fibers from plants, in particular cotton, yarns or fibers made of a synthetic polymeric material. , natural or derived from the chemical modification of a natural material.
19. Procédé selon l'une des revendications 13 à 18, caractérisé en ce que le traitement est un traitement de soin du linge, mis en œuvre dans le cadre domestique, industriel ou institutionnel.19. Method according to one of claims 13 to 18, characterized in that the treatment is a laundry care treatment, implemented in the domestic, industrial or institutional.
20. Utilisation, pour le traitement de fils ou fibres d'articles textiles tel que défini dans l'une des revendications 13 à 19, du copolymère ampholyte 2) tel que défini à la revendication 1.20. Use for the treatment of yarns or fibers of textile articles as defined in one of claims 13 to 19, the ampholytic copolymer 2) as defined in claim 1.
21. Utilisation selon la revendication 20, caractérisée en ce qu'on utilise une association du copolymère ampholyte 2) et l'agent 1 ) telle que définie à la revendication 1.21. Use according to claim 20, characterized in that a combination of the ampholytic copolymer 2) and the agent 1) as defined in claim 1 is used.
22. Utilisation selon la revendication 21 , caractérisée en ce que le copolymère ampholyte 2) et l'agent 1 ) sont préalablement associés sous forme d'un ingrédient concentré liquide.22. Use according to claim 21, characterized in that the ampholytic copolymer 2) and the agent 1) are previously combined in the form of a liquid concentrated ingredient.
23. Utilisation selon l'une des revendications 20 à 22, dans une composition détergente ou rinçante pour le nettoyage et/ou le rinçage d'articles textiles, dans le but de véhiculer l'agent 1 ), et de favoriser le dépôt de celle-ci sur l'article, lors de d'une opération de rinçage et/ou lors d'une opération de séchage subséquente(s) à une opération de nettoyage principal lorsqu'il s'agit d'une composition pour le nettoyage, ou lors de l'opération subséquente de séchage lorsqu'il s'agit d'une composition de rinçage. 23. Use according to one of claims 20 to 22, in a detergent or rinsing composition for cleaning and / or rinsing textile articles, for the purpose of conveying the agent 1), and to promote the deposition of the on the article, during a rinsing operation and / or during a subsequent drying operation (s) in a main cleaning operation when it is a composition for cleaning, or during the subsequent drying operation when it is a rinse composition.
PCT/EP2008/061278 2007-08-30 2008-08-28 Composition for processing threads or fibres of textile articles WO2009027454A2 (en)

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FR0706080A FR2920436A1 (en) 2007-08-30 2007-08-30 COMPOSITION FOR TREATING TEXTILE ARTICLES OR FIBERS

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US8992963B2 (en) 2008-09-15 2015-03-31 Carmeda Ab Immobilised biological entities
US8501212B2 (en) 2010-03-12 2013-08-06 Carmeda Ab Immobilised biological entities
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