EP1537271A2 - Formulation pour le rincage des textiles - Google Patents

Formulation pour le rincage des textiles

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Publication number
EP1537271A2
EP1537271A2 EP03769587A EP03769587A EP1537271A2 EP 1537271 A2 EP1537271 A2 EP 1537271A2 EP 03769587 A EP03769587 A EP 03769587A EP 03769587 A EP03769587 A EP 03769587A EP 1537271 A2 EP1537271 A2 EP 1537271A2
Authority
EP
European Patent Office
Prior art keywords
medium
cationic
mav
active material
rinsing
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP03769587A
Other languages
German (de)
English (en)
French (fr)
Inventor
Cédric GEFFROY
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rhodia Chimie SAS
Original Assignee
Rhodia Chimie SAS
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Rhodia Chimie SAS filed Critical Rhodia Chimie SAS
Publication of EP1537271A2 publication Critical patent/EP1537271A2/fr
Withdrawn legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • C11D3/3703Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/373Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
    • C11D3/3742Nitrogen containing silicones
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0008Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
    • C11D17/0013Liquid compositions with insoluble particles in suspension
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/001Softening compositions
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/001Softening compositions
    • C11D3/0015Softening compositions liquid
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/162Organic compounds containing Si
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/22Carbohydrates or derivatives thereof
    • C11D3/222Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • C11D3/3703Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/373Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • C11D3/3703Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/373Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
    • C11D3/3734Cyclic silicones

Definitions

  • the subject of the present invention is an improved formulation intended for rinsing articles of textile fibers, comprising a hydrophobic active material made of a particulate, liquid or solid organic or organosilicon material.
  • US-A-4,818,242 describes an aqueous rinse aid for ironing, comprising a cationic silicone oil dispersed in water, a fatty acid and polyamine condensate, and a cationic film-forming agent.
  • Patent US-A-4,923,622 proposes rinsing compositions comprising an emulsifiable concentrate containing cationic surfactants and an oil capable of exhibiting librifying properties with respect to the textiles to be treated, such as mineral oils and vegetable oils containing 8 with 22 carbon atoms, fatty acid esters.
  • the Applicant has found that the addition, in a formulation comprising particles of insoluble organic or organosilicon hydrophobic active material, intended for rinsing articles of textile fibers, of a small amount of a suitably chosen soluble carrier agent of said active material , made it possible to significantly improve the deposition of particles on the surface of said articles, and thus to bring to said articles significant benefits, such as lubrication benefits, softness to the touch, anti-creasing properties and / or helps with ironing and / or antifouling, abrasion resistance.
  • a first object of the invention consists of a formulation (F), intended to be used during a rinsing operation (R) of articles made of textile fibers (S) using an aqueous medium or hydroalcoholic (MR), said formulation (F)
  • TAC cationic surfactant
  • the formulation according to the invention is intended to be used both for carrying out a rinsing operation in a washing machine and for a rinsing operation by hand. This operation is usually carried out at a pH which can range from 5.5 to
  • the rinse formulation is implemented on the last rinse.
  • a dispersion of particles is considered to be stable, if no sedimentation, phase separation or evolution of turbidity is observed over time. This dispersion is destabilized when the particles aggregate together.
  • the active material (A) is considered to be destabilized in the rinsing medium (MR) comprising the vector agent (V), when the size of the objects of the dispersion is at least twice that of the of the same objects in the absence of a vector agent (V).
  • the active material (A) is made of an organic or organosilicon material, liquid or solid, in particulate form, insoluble in the medium (MAV), present in the medium (MAV) with a total cationic charge or zero, remains insoluble in the rinsing medium (MR).
  • the material constituting the active material (A) is considered to be insoluble when less than 15%, preferably less than 10% of its weight, is soluble in the medium (MAV) and the rinsing medium (MR) .
  • Said material constituting the active material (A) is in liquid or particulate solid form.
  • it is in the form of an oil or a fusible solid (a wax for example).
  • Said particles can have an average diameter ranging from 10 nm to
  • 200 ⁇ m preferably from 10nm to 5 ⁇ m and more preferably from 10nm to
  • the diameter of said particles can be determined in a well known manner by light scattering, by laser diffraction or by microscopic technique.
  • the materials which can constitute the active material (A) mention may be made in particular of those having a lubricating action, capable of bringing lubrication properties to textile fiber articles, which can result in the provision of benefits such as softness, anti-crease, ironing aid, abrasion resistance, anti-fouling ...
  • said material constituting active material (A) is an organosilicon material.
  • Said polyorganosiloxane preferably has a dynamic viscosity measured at 25 ° C. and at a shear rate of 0.01 Hz for a stress of
  • R are identical or different and represent an alkyl hydrocarbon radical, linear or branched, having from 1 to 4 carbon atoms, aryl, phenyl in particular;
  • X are identical or different and represent a hydroxyl group, an alkoxy radical, linear or branched, having from 1 to 12 carbon atoms, an OCOR 1 function, where R 'represents an alkyl group containing from 1 to 12 atoms carbon, preferably 1 carbon atom;
  • said polyorganosiloxane is at least substantially linear, and most preferably linear.
  • ⁇ - ⁇ bis (hydroxy) polydimethylsiloxane oils ⁇ - ⁇ bis (trimethyl) polydimethylsiloxane oils
  • cyclic polydimethylsiloxanes polymethylphenylsiloxanes.
  • R are identical or different and represent a monovalent alkyl hydrocarbon radical, linear or branched, having from 1 to 4 carbon atoms, aryl, phenyl in particular;
  • the symbols X are identical or different and represent a hydroxyl group, an alkoxy radical, linear or branched, having from 1 to 12 carbon atoms, an OCOR 'function, where R' represents an alkyl group containing from 1 to 12 atoms carbon, preferably 1 carbon atom;
  • the symbols B are identical or different and represent an aliphatic and / or aromatic and / or cyclic hydrocarbon radical containing up to 30 carbon atoms, optionally interrupted by one or more heteroatoms of oxygen and / or nitrogen and / or sulfur, optionally carrying one or more ether, ester, thiol, hydroxyl, optionally quaternized amine, carboxylate functions, the symbol B being bonded to silicon preferably via an Si-C- bond;
  • - c is equal to 1 or 2 - a + b + c is equal to 1, 2 or 3
  • Organosiloxane units present alongside those of formula (II), are preferably nonionic and of formula (I) above.
  • Organosiloxane units having one or more strong anionic functions, of the sulfonate or phosphonate type, may also be present, when the units of formula (II) are cationic or potentially cationic in the medium (MAV). They are however present in a limited number, so that said polyorganosiloxane presents in the medium (AVM) an overall cationic charge or zero.
  • substituents corresponding to the symbol (B) in the formula (II) above there may be mentioned
  • n is equal to 2 or 3
  • m and p each go from 0 to 30 and R' represents an alkyl residue containing 1 with 12 carbon atoms, preferably e 1 to 4 carbon atoms.
  • R 1 represents an alkylene group containing from 2 to 6 carbon atoms, optionally substituted or interrupted by one or more nitrogen or oxygen atoms,
  • an amino alkyl group preferably primary, the alkyl group of which contains from 1 to 12 carbon atoms, preferably from 1 to 6 carbon atoms, optionally substituted and / or interrupted by at least one nitrogen atom and / or d oxygen, said amino group being optionally quaternized, for example by a hydrohalic acid or an alkyl or aryl halide.
  • the polyorganosiloxanes carrying amino functions present in their chain, per 100 total silicon atoms, from 0.1 to
  • R 4 is a divalent hydrocarbon radical chosen from:
  • R 4 has the meaning indicated above
  • R 5 and R 6 have the meanings indicated below and
  • R 1 1 represents a divalent alkylene radical, linear or branched, having from 1 to 12 carbon atoms, one of the links valentials (that of R 1 1 ) being connected to the atom of -NR 10 -, the other (that of R 4 ) being connected to a atom of silicon;
  • the radicals R 5 are identical or different, chosen from linear or branched alkyl radicals having 1 to 3 carbon atoms and the phenyl radical;
  • radical R 6 represents a hydrogen radical or the radical R 5 or O.
  • R ' 4 is chosen from a trivalent radical of formula:
  • ⁇ co - or m represents a number from 2 to 20, and a trivalent radical of formula:
  • said polyorganosiloxanes with an amino function are polyorganosiloxanes with a sterically hindered piperydinyl function, in particular those which can be prepared according to the process described in EP-A-659930.
  • said polyorganosiloxane having a sterically hindered amino function is a linear, cyclic or three-dimensional polyorganosiloxane of formula (V):
  • R 1 , R 2 and R 3 which are identical and / or different, represent a monovalent hydrocarbon radical chosen from linear or branched alkyl radicals having from 1 to 4 carbon atoms, linear or branched alkoxy radicals having from 1 to 4 carbon atoms, a phenyl radical and preferably a hydroxy radical, an ethoxy radical, a methoxy radical or a methyl radical;
  • the number of rjSi units with a group B ranges from 1 to 5, preferably from 1 to 3;
  • said polyorganosiloxane is linear.
  • said material constituting active material (A) is an organic material.
  • said material constituting active material (A) is an organic material.
  • C1-C30 carboxylic acids or their mixtures such as vegetable oils (rapeseed, castor oil, sunflower oil, erucic rapeseed oil, linseed oil, etc.)
  • sucroglycerides - C1-C30 alcoholesters of C1-C30 carboxylic or C 2 -C 30 dicarboxylic acids
  • waxes comprising alkyl chains containing from 4 to 40 carbon atoms.
  • the waxes there may be mentioned in particular:
  • animal waxes (beeswax, lanolin, whale oil) “ vegetable waxes (carnauba, candellila, sugar cane wax, jojoba)
  • hydrocarbon waxes comprising from 4 to 35 carbon atoms (mineral oils, paraffins, microcrystalline waxes) “ synthetic waxes such as polyolefins (polyethylene, polypropylene), sterone, carbowax.
  • the active material (A) is placed in stable dispersion in the medium (MAV) using a surfactant (TAC).
  • TAC surfactant
  • Said surfactant can be a nonionic surfactant and / or a cationic surfactant when the material constituting the active material (A) is intrinsically cationic or intrinsically potentially cationic in the medium (MAV).
  • Said surfactant (TAC) is a cationic surfactant or a mixture of cationic surfactant and nonionic surfactant when said material constituting the active material (A) is not charged or has a zero charge; the quantity of nonionic surfactant representing less than 70% of the weight of all the surfactants
  • the mass ratio of polymer constituting the active material (A) / mass of surfactant (TAC) ranges from
  • the cationic charges, generated by the possible cationic or potentially cationic functions of the active material (A) and by the cationic surfactant (s), on the surface of the active active material (A) dispersed in the medium (AVM), are such that the zeta potential of the active ingredient in dispersion in (MAV) is from 0 to +50 mV, preferably
  • R, R and R similar or different, represent H or an alkyl group containing less than 4 carbon atoms, preferably 1 or 2 carbon atom (s), optionally substituted by one or more hydroxyl functions, or can form together with the nitrogen atom N + at least one aromatic or heterocyclic ring
  • R represents a C8-C22, preferably C12-C22, alkyl or alkenyl group. an aryl or benzyl group, and
  • X " is a solubilizing anion such as halide (for example chloride, bromide, iodide), sulfate or alkylsulfate (methylsulfate), carboxylate (acetate, propionate, benzoate), alkyl or arylsulfonate.
  • halide for example chloride, bromide, iodide
  • sulfate or alkylsulfate methylsulfate
  • carboxylate acetate, propionate, benzoate
  • alkyl or arylsulfonate alkyl or arylsulfonate.
  • R and R represent H or an alkyl group containing less than 4 carbon atoms, preferably 1 or 2 carbon atom (s), optionally substituted by one or more hydroxyl functions, or may form together with the nitrogen atom N + a heterocyclic cycle
  • R and R represent a C8-C22 alkyl or alkenyl group. preferably in C10-C22. an aryl or benzyl group, and .
  • X " is an anion such as halide (for example chloride, bromide, iodide), sulfate or alkylsulfate (methylsulfate), carboxylate (acetate, propionate, benzoate), alkyl or arylsulfonate.
  • dialkyldimethyl ammonium chlorides such as ditallow dimethyl ammonium chloride or methylsulfate, etc.
  • alkylbenzyldimethylammonium chlorides alkylbenzyldimethylammonium chlorides.
  • nonionic surfactants there may be mentioned polyoxyalkylenated derivatives such as
  • the dispersion medium (AVM) of the active material (A) is an aqueous or hydroalcoholic polar medium.
  • the alcohols which may be present can represent up to 70% of the volume of medium (MAV).
  • the medium ( MAV) is water.
  • the medium can be brought to the desired pH from 2 to 5 by addition of an acid, such as hydrochloric acid, citric acid, phosphoric acid, benzoic acid ...
  • the rinse formulation (F) forming the subject of the invention comprises a carrier agent (V) capable of bringing the active material (A) to the surface of the textile fiber articles during the rinse operation.
  • said vector agent (V) capable of bringing the active material (A) to the surface of the textile fiber articles during the rinse operation.
  • is capable of developing at the pH of the rinsing operation in the rinsing medium (MR) anionic charges in sufficient number to destabilize the active material (A) in the rinsing medium (MR).
  • Said organic polymer constituting the vector agent (V) can be any polymer which is soluble or dispersible in an aqueous or hydroalcoholic medium with a pH between 2 and 8, comprising at least one unit which is neutral in the medium (MAV) and potentially anionic (HA) in the rinsing medium (MR).
  • They can also comprise at least one cationic or potentially cationic unit (HC) in the medium (MAV) and / or at least one hydrophilic or hydrophobic nonionic unit.
  • HC cationic or potentially cationic unit
  • the term "dispersible” means that the vector agent (V) does not form a macroscopic precipitate in an aqueous or hydroalcoholic medium.
  • the polymer constituting the carrier agent (V) is a copolymer comprising:
  • the polymer constituting the carrier agent (V) may optionally contain anionic units (the first pKa of which is less than 3), but this in a very small amount, for example in an amount much less than 5% by weight relative to the 'all units.
  • the relative amounts of the different units of the polymer constituting the carrier agent (V) are such that, in the medium (MAV), the overall charge of the polymer or copolymer is zero or cationic.
  • the relative amounts of carrier agent polymer (V), cationic surfactant (TAC) and material constituting the active material (A), are such that during the rinsing operation, the number of anionic charges developed in the rinsing medium (MR) with the carrier agent polymer (V) is sufficient to destabilize the active material (A) in the rinsing medium (MR), in particular by electrostatic attraction with the surface charges of the active material (A ) in the middle (MR).
  • the active material (A) is considered to be destabilized in the rinsing medium (MR) comprising the vector agent (V), when the turbidity of said medium reaches, in less than 5 minutes, a value at least 5 times greater than the turbidity that the same medium would have in the absence of carrier (V).
  • the number of anionic charges developed in the rinsing medium (MR) by the carrier agent polymer (V) to destabilize the active material is preferably at least 1% relative to the number of cationic surface charges of the active material (A ) in the middle (MR). This number of anionic charges can range up to 200% relative to the number of cationic surface charges of the active material (A) in the medium (MR).
  • polymers which can constitute the vector agent (V) mention may in particular be made of polymers derived from ethylenically unsaturated monomers, as well as native polysaccharides and substituted or modified polysaccharides, as well as mixtures of said polymers derived from ethylenically unsaturated monomers and said polysaccharides.
  • polymer is used here to denote both a homopolymer and a copolymer.
  • copolymer will be used when it is a polymer derived from at least two monomers of different type.
  • a first example of a polymer which can constitute the vector agent (V), are the derived polymers:. at least one monoethylenically unsaturated ⁇ - ⁇ monomer, neutral in the medium (MAV) and potentially anionic (HA) in the rinsing medium (MR) and
  • HC monoethylenically unsaturated, cationic or potentially cationic
  • MAV medium
  • (V) is a random, block or graft copolymer, derivative:
  • HC monoethylenically unsaturated ⁇ - ⁇ hydrophilic monomer
  • MAV medium
  • hydrophilic or hydrophobic non-ionic monoethylenically unsaturated ⁇ - ⁇ monomer preferably hydrophilic.
  • the average molar mass of said polymer or copolymer (V) derived from one or more monoethylenically unsaturated ⁇ - ⁇ monomers is greater than 5000 g / mol, generally on the order of 20,000 to 500,000 g / mol.
  • monomers having at least one carboxylic function such as ⁇ - ⁇ ethylenically unsaturated carboxylic acids or the corresponding anhydrides, such as acrylic, methacrylic, maleic acids or anhydrides, fumaric acid, itaconic acid, N-methacroyl alanine, N- acryloylglycine and their water-soluble salts
  • hydrophilic cationic or potentially cationic (HC) monoethylenically unsaturated ⁇ - ⁇ monomer in the medium there may be mentioned: • ammoniumacryloyl or acryloyloxy monomers such as trimethylammoniumpropylmethacrylate chloride, trimethylammoniumethylacrylamide chloride or methacrylamide, trimethylammoniumbutylacrylamide methylsulfate or methacrylamide, trimethylammoniumpropylmethacrylamide methylsulfate (MES), (3-methacrylamidopropyl) trimethylammonium chloride (MAPTAC), (3-acrylamidopropyl) trimethylammonium chloride, methyl chloride or methylethylchloride acryloyloxyethyl trimethylammonium chloride;
  • ammoniumacryloyl or acryloyloxy monomers such as trimethylammoniumpropylmethacrylate chloride, trimethylammoniumethylacrylamide chloride or methacryl
  • polyquaternary monomers such as dimethylaminopropylmethacrylamide chloride, N- (3-chloro-2-hydroxypropyl) trimethylammonium (DIQUAT) ...
  • N, N (dialkylamino ⁇ alkyl) amides of monoethylenically unsaturated ⁇ - ⁇ carboxylic acids such as N, N-dimethylaminomethyl -acrylamide or -methacrylamide, 2 (N, N-dimethylamino) ethyl-acrylamide or -methacrylamide, 3 ( N, N-dimethylamino) propyl-acrylamide or
  • monoethylenically unsaturated ⁇ - ⁇ aminoesters such as 2 (dimethyl amino) ethylmethacrylate (DMAM), 3 (dimethyl amino) propylmethacrylate, 2 (tertiobutylamino) ethyl methacrylate, 2 (dipentylamino) ethyl methacrylate,
  • precursor monomers of amino functions such as N-vinyl formamide, N-vinyl acetamide, etc. which generate primary amine functions by simple acid or basic hydrolysis.
  • monoethylenically unsaturated ⁇ - ⁇ monomers hydrophilic uncharged or non-ionizable. we can cite
  • hydroxyalkyl esters of ⁇ - ⁇ ethylenically unsaturated acids such as hydroxyethyl and hydroxypropyl acrylates and methacrylates, glycerol monomethacrylate
  • ⁇ - ⁇ ethylenically unsaturated amides such as acrylamide, N, N-dimethyl methacrylamide , N-methylolacrylamide ...
  • the ethylenically unsaturated ⁇ - ⁇ monomers carrying a water-soluble polyoxyalkylenated segment of the polyethylene oxide type such as the polyethylene oxide ⁇ -methacrylates (BISOMER S20W, S10W, ... from LAPORTE) or ⁇ , ⁇ -dimethacrylates, the SIPOMER BEM de RHODIA
  • hydrophobic nonionic monoethylenically unsaturated ⁇ - ⁇ monomers we can mention:
  • vinylaromatic monomers such as styrene, vinyltoluene ...
  • alkyl esters of monoethylenically unsaturated ⁇ - ⁇ acids such as methyl and ethyl acrylates and methacrylates, etc.
  • monoethylenically unsaturated ⁇ - ⁇ nitriles such as acrylonitrile, etc.
  • anionic hydrophilic monoethylenically unsaturated ⁇ - ⁇ monomer (the first pKa of which is less than 3)
  • esters of ethylenically unsaturated phosphates such as the phosphates derived from hydroxyethyl methacrylate (Empicryl 6835 from RHODIA) and those derived from polyoxyalkylene methacrylates and their water-soluble salts
  • phosphates derived from hydroxyethyl methacrylate Empicryl 6835 from RHODIA
  • polyoxyalkylene methacrylates and their water-soluble salts As examples of polymers derived from ethylenically unsaturated monomers s constituents of the vector agent (V), we can mention:
  • polyacrylic or polymethacrylic acids polyacrylates or polymethacrylates of alkali metals, preferably with a molar mass by weight of 100,000 to 1,000,000 g / mol • acrylic acid / DADMAC copolymers, with a molar ratio of 50/50 to 30/70 , preferably of molar mass by weight of 70,000 to 350,000 g / mol
  • acrylic acid / MAPTAC copolymers with a molar ratio of 60/40 to 30/70, preferably with a molar mass by weight of 90,000 to 300,000 g / mol
  • acrylic acid / MAPTAC / alkyl methacrylate terpolymers whose alkyl radical is linear in C -C 18 , terpolymers comprising from 0.005 to 10% by mass of alkyl methacrylate with an acid molar ratio acrylic / MAPTAC ranging from 60/40 to 30/70, and preferably having a molar mass by weight of 50,000 to 250,000 g / mol • acrylic acid / dimethylaminoethylmethacrylate (DMAEMA) copolymers, with molar ratio of 60/40 to 30 / 70, preferably of molar mass by weight of 50,000 to 300,000 g / mol
  • DMAEMA dimethylaminoethylmethacrylate
  • a second example of a polymer which can constitute the vector agent (V), are the potentially anionic native polysaccharides and the substituted or modified, potentially anionic or amphoteric polysaccharides.
  • Potentially anionic native polysaccharides are formed from similar or different non-ionic monosaccharide units and monosaccharide neutral in the medium (AVM) and potentially anionic in the rinsing medium (MR). They can be linear or branched.
  • said potentially anionic native polysaccharides are branched polysaccharides formed
  • the hexose units (similar or different) of the main chain can be D-glucose, D- or L-galactose, D-mannose, D- or L- fucose, L-rhamnose ... units.
  • the pentose and / or hexose units can be D-xylose ..., L- or D- units arabinose, D-glucose, D- or L-galactose, D-mannose, D- or L-fucose, L- rhamnose, D-glucuronic acid, D-galacturonic acid, D-mannuronic acid, D-mannose substituted by a group pyruvic, ...
  • xanthan gums such as RHODOPOL® from RHODIA
  • succinoglycans rhamsans
  • gellan gums welan ...
  • Their molar mass by weight can range from 2000 to 5,000,000, preferably from 10,000 to 5,000,000, most particularly from 10,000 to 4,000,000 g / mol.
  • the molar mass by weight Mw of said polysaccharides can be measured by size exclusion chromatography.
  • their native skeleton is formed of nonionic monosaccharide units and / or monosaccharide units neutral in the medium (AVM) and potentially anionic in the rinsing medium (MR) or different, said monosaccharide units being substituted or modified:
  • Said substituted or modified polysaccharides may also contain at least one nonionic substituent or modifying group.
  • • and of branches comprising at least one anhydropentose and / or anhydrohexose unit neutral in the medium (MAV) and possibly potentially anionic in the rinsing medium (MR), the anhydrohexoses and / or anhydropentoses units of said polysaccharide being substituted or modified by one or groups carrying at least one neutral charge in the medium (MAV) and potentially anionic in the medium (MR) and optionally at least one cationic or potentially cationic charge in the medium (MAV), the degree of substitution or modification DSi of the anhydrohexoses and / or anhydropentoses units by all of said groups carrying ionic or potentially ionic charges ranging from 0.01 to less than 3, preferably from 0.01 to 2.5, with a ratio of number of potentially anionic charges in the medium (MR) to the number of cationic or potentially cationic charges in the medium (MAV) ranging from 100/0 to 30/70, preferably from 1 00/0 to 50/50.
  • the ratio of the number of potentially anionic charges in the medium (MR) to the number of cationic or potentially cationic charges in the medium (AVM) ranges from 99.5 / 0.5 to 30/70, preferably from 99.5 / 0.5 to 50/50.
  • Said substituted or modified branched polysaccharide may also contain at least one nonionic substituent or modifying group.
  • the molar mass by weight of said substituted or modified polysaccharides can range from 2000 to 5,000,000, preferably from 10,000 to 5,000,000 g / mol.
  • the molar mass by weight Mw of said polysaccharides can be measured by size exclusion chromatography.
  • the measurement is carried out in water at pH 9-10 containing 0.1 M of LiCl and 2/10000 of nitrate of sodium.
  • the measurement is carried out in an aqueous solution of 0.1 M in formic acid containing 0.05 M of sodium nitrate and 10 ppm of polyallyldimethylamine chloride of high molar mass (PDADMA) in the case of polysaccharides whose DSi in ionic or potentially ionic function is less than 0.5.
  • PDADMA polyallyldimethylamine chloride of high molar mass
  • an aqueous solution of 0.025 M in hydrochloric acid is used.
  • the molar mass by weight Mw is established in a known manner directly via the light scattering values.
  • the degree of substitution or modification DSi corresponds to the average number of hydroxyl functions of the anhydrohexose and / or anhydropentose units substituted or modified by said ionic or potentially ionic group (s), per anhydrohexose and / or anhydropentose unit.
  • Said ionic or potentially ionic groups are linked to the carbon atoms of the sugar skeleton either directly or via -O- bonds.
  • the potentially anionic charges can be provided by substituent or modifying groups different from those carrying cationic or potentially cationic charges; said polymer is then an ampholyte polysaccharide.
  • substituent or modifying group carries both a potentially anionic charge and a cationic or potentially cationic charge; said polysaccharide is then of betaine type.
  • Said substituted or modified polysaccharide may also have at least one nonionic substituent or modifying group.
  • Said nonionic groups are linked to the carbon atoms of the sugar skeleton either directly or via -O- bonds. The presence of such groups is expressed in number of moles of substitution MS, that is to say in average number of moles of precursor of said nonionic substituent having reacted by anhydrohexose and / or anhydropentose unit.
  • the degree of substitution or modification by all of the ionic or ionizable and nonionic groups is less than 3 by definition . If said precursor is capable of forming new reactive hydroxyl groups (hydroxyalkylation precursor for example), the number of moles of substitution MS is theoretically not limited; it can for example go up to 6, preferably up to 2.
  • R is a hydrogen atom or an alkyl radical containing from 1 to 4 carbon atoms x is an integer ranging from 0 to 5 y is an integer ranging from 0 to 5 M represents an alkali metal
  • cationic or potentially cationic groups mention may be made of those containing one or more amino, ammonium, phosphonium, pyridinium, etc. functions. Mention may in particular be made of cationic or potentially cationic groups of formula
  • R is a hydrogen atom or an alkyl radical containing from 1 to 4 carbon atoms
  • x is an integer ranging from 0 to 5.
  • y is an integer ranging from 0 to 5
  • R ' is an alkylene radical containing from 1 to 12 carbon atoms, optionally carrying one or more OH substituents
  • radicals R " similar or different, represent a hydrogen atom, an alkyl radical containing from 1 to 18 carbon atoms.
  • radicals R" ' similar or different, represent an alkyl radical containing from 1 to 18 carbon atoms
  • R "" is a linear, branched or cyclic alkylene radical containing from 1 to 6 carbon atoms
  • A represents O or NH.
  • Y is a heterocyclic aliphatic group comprising from 5 to 20 carbon atoms and a nitrogen heteroatom
  • X- is a counterion, preferably halide (chloride, bromide, iodide in particular), as well as the N-alkylpyridinium-yl groups in which the alkyl radical contains from 1 to 18 carbon atoms, with a counterion, preferably halide (chloride, bromide, iodide in particular).
  • cationic or potentially cationic groups there may be mentioned very particularly: - those of formula -NH 2
  • R represents CH3 or H.
  • R 1 represents
  • a hydrogen atom an alkyl radical containing from 1 to 22 carbon atoms optionally interrupted by one or more oxygen and / or nitrogen heteroatoms, cycloalkyl, aryl, arylalkyl, containing from 6 to 12 carbon atoms .
  • a radical - (CH2) y-COOR 2 a radical - (CH2) y -CN.
  • a radical - (CH 2 ) y -CONHR 2 R 2 representing an alkyl, aryl or arylalkyl radical containing from 1 to 22 carbon atoms, and y is an integer ranging from 0 to 5 • -CO-NH-R1
  • R 1 having the definition given above, linked to a carbon atom of the sugar skeleton via an —O— bond Mention may very particularly be made of the groups
  • the hexose units (similar or different) of the main chain of the native skeleton can be D-glucose, D- or L-galactose, D- mannose, D- or L-fucose, L-rhamnose ...
  • the pentose and / or hexose units can be units D- xylose ..., L- or D-arabinose, D-glucose, D- or L-galactose, D-mannose, D- or L-fucose, L-rhamnose, D-glucuronic acid, D-galacturonic acid, D-mannuronic acid.
  • a native skeleton we may mention gaiactomannans, galactoglucomannans, xyloglucans, xanthan gums, scleroglucans, succinoglycans, rhamsans, welan gums ...
  • the native skeleton is a galactomannan.
  • Gaiactomannans are macromolecules comprising a main chain of D-mannopyranose units linked in position ⁇ (1-4) substituted by D-galactopyranose units in position ⁇ (1-6).
  • guar carob
  • tara gums we can mention guar, carob, tara gums.
  • the native skeleton is a guar gum. Guar gums have a mannose / galactose ratio of 2.
  • the substituted or modified polysaccharides used according to the invention can be obtained by functionalization of the native skeleton using precursors of ionic or potentially ionic and possibly nonionic groups.
  • the dispersion of the active material (A) in the medium (MAV) comprising the vector agent (V) has a pH ranging from 3 to 5 and in particular of 4.5 to 5 when said polysaccharide is a substituted or modified guar.
  • the amount of carrier agent (V) present in the formulation according to the invention ranges from 0.001 to 5 parts by weight, preferably from 0.01 to 4 parts, very particularly from 0 0.05 to 2 parts by weight per 100 parts by weight of active material (A).
  • the formulation (F) according to the invention can be presented
  • Formulation (F), in the form of a stable dispersion, can be obtained by
  • the aqueous or hydroalcoholic formulation (F) comprises per 100 parts of its weight:
  • TAC cationic surfactant
  • carrier polymer (V) from 0.001 to 4, preferably from 0.01 to 1 parts by dry weight of carrier polymer (V).
  • Said dispersion can have a dry extract of 0.021 to 90%, preferably 0.07 to 51% by weight.
  • Formulation (F), in the form of a solid, can be obtained by
  • TAC surfactant
  • the evaporation / drying step can be carried out by any means known to those skilled in the art, in particular by lyophilization (that is to say freezing, then sublimation) or preferably by spray drying.
  • Spray drying can be carried out in any known device, such as an atomization tower associating a spraying carried out by a nozzle or a turbine with a stream of hot air.
  • the conditions of implementation depend on the type of atomizer used; these conditions are generally such that the temperature of the entire product during drying is at least 30 ° C and does not exceed 150 ° C.
  • the evaporation / drying step can be facilitated by the presence, within the dispersion subjected to said step, of a protective agent, in particular by the presence of at least one water-soluble ose, oside or polyholoside or water-dispersible, preferably a dare.
  • a protective agent in particular by the presence of at least one water-soluble ose, oside or polyholoside or water-dispersible, preferably a dare.
  • the amount of protective agent can represent on the order of 10 to 50 parts by weight per 100 parts by weight of active material (A).
  • aldoses such as glucose, mannose, galactose, ribose and ketoses such as fructose.
  • the granules obtained can be ground to obtain a powder or compacted in a known manner to obtain tablets, for example.
  • the formulation (F) can also comprise other usual constituents of the cationic rinse formulations. It can in particular comprise at least one cationic and / or non-ionic softening agent, such as acyclic quaternary ammonium compounds, alkoxylated polyamines, diamido quaternary ammonium salts, quaternary ammonium esters, imidazolium quaternary salts, primary, secondary amines or tertiary, alkoxylated amines, cyclic amines, nonionic sugar derivatives, ... mentioned in particular in WO 00/68352. Examples of some of these cationic softeners have already been mentioned above as a surfactant (TAC).
  • TAC surfactant
  • the softening agents may be present in an amount of 0.5 to 90%, preferably from 0.5 to 40%, depending on the concentration of said formulation (F).
  • - water-soluble monovalent mineral salts such as sodium, potassium or ammonium chlorides, nitrates or sulphates (especially when the vector agent (V) is a polysaccharide), for example, from 0.01 to 2 moles per liter - dyes,
  • the formulation (F) of the invention can be used to carry out a rinsing operation following a washing operation by hand or in a washing machine of articles made of textile fibers.
  • Said articles can be made of natural and / or artificial fibers and / or synthetic fibers.
  • Said formulation is particularly advantageous for rinsing cotton or cotton-based articles.
  • This rinsing operation can be carried out at room temperature.
  • This rinsing operation makes it possible to provide said articles, in addition to the conventional benefits of softness brought by the cationic and / or non-ionic softening agent (s), with anti wrinkle properties and / or ironing aid (“Ease of ironing”), antiabrasion, as well as anti-fouling (“soil release”) properties brought about by the deposition of the active material (A) on the surface of said articles, deposition favored by the presence the vector agent (V).
  • a second object of the invention consists in a process for treating articles made of textile fibers, by bringing them into contact, during a rinsing operation in an aqueous or aqueous-alcoholic medium, with the rinsing formulation (F) such that described above, then recovery of said rinsed articles.
  • a third object of the invention relates to a method for improving the properties of anti-creasing and / or of ironing aid and / or of anti-soiling and / or of resistance to abrasion of articles of textile fibers. , consisting in bringing into contact, during a rinsing operation in an aqueous or aqueous-alcoholic medium, said articles with the rinsing formulation (F) as described above, then in recovering said rinsed articles.
  • the conditions used to carry out such a process have already been mentioned above.
  • a fourth object of the invention consists in the use, in a formulation (F), intended to be used during a rinsing operation (R) of articles of textile fibers (S) using an aqueous or hydroalcoholic medium (MR), formulation (F) comprising at least one active material (A) made of at least one organic or organosilicon material, liquid or solid, in particulate form, and having: in the form of a stable dispersion, of pH 2 to 5, of said active material (A), in an aqueous or hydroalcoholic medium (MAV) or in solid form obtained by drying of said dispersion, the nature of the active material ( A) and aqueous or hydroalcoholic medium
  • a fifth object of the invention consists of a method for improving the deposition of an active material (A) in at least one organic or organosilicon material, liquid or solid, in particulate form, on the surface of articles of textile fibers ( S), during a rinsing operation of said articles using an aqueous or hydroalcoholic medium (MR) obtained from a formulation (F) comprising said active material (A), formulation (F) is presenting: in the form of a stable dispersion, of pH 2 to 5, of said active material (A), in an aqueous or hydroalcoholic medium (MAV) or in solid form obtained by drying of said dispersion, the nature of the active material ( A) and aqueous or hydroalcoholic medium
  • MR aqueous or hydroalcoholic medium
  • Example 1 anti-crease and ironing aid effect
  • a sunflower oil of the Lubrirob® type TOD18.80 (from Rhodia / Novance) is emulsified in water with a microfluidizer (4 bars, 3 cycles) when hot (50 ° C) in the presence of 3% by weight cationic surfactants (cetyltrimethylammonium bromide type).
  • An emulsion (E) having a dry extract of 30% by weight of active material is obtained, an emulsion the size of which, measured by laser diffraction (Horiba granulometer) is 250 nm. This size is a mass average size of the size distribution of the emulsion.
  • This emulsion (E) is used to make different formulations.
  • the pH of the emulsion (E) is adjusted to 4.0 with a 1N hydrochloric acid solution.
  • the pH of the emulsion (E) is adjusted to 4.0 with a 1N hydrochloric acid solution.
  • the dispersion obtained is milky.
  • aqueous solution containing 2.2% by weight of a 1: 1 molar copolymer (vector agent) of acrylic acid and of DADMAC (with a molar mass of 100,000 g / mol) is prepared, solution of which adjusted the pH to 4.0 with a 10% by weight hydrochloric acid solution.
  • water is introduced whose pH has been adjusted to 4 ( about 100ml).
  • the pH of the emulsion (E) at 30% by weight of active material is adjusted to 4.0 with a 1N hydrochloric acid solution.
  • the dispersion obtained is milky.
  • aqueous solution of a 1: 1 molar copolymer (carrier agent V) of acrylic acid and DADMAC (of molar mass of 100,000 g / mol) is also prepared, the solution of which has been adjusted. pH 4.0 with 10% hydrochloric acid solution by weight. 20ml of the active ingredient dispersion (A) are poured into 4ml respectively
  • Formulations 2 and 3 are completed with 3.9 ml and 3.95 ml of water respectively, in order to maintain the concentration of active material (A) constant.
  • Three beakers are prepared, each containing 200 ml of water at its natural pH of 7.2.
  • the second batch is rinsed for 5 minutes with 15 liters of city water at 23 ° C. added with the 60 ml of FRI1 formulation, then wrung under the same conditions as the sample placed in reserve.
  • the third batch is rinsed for 5 minutes with 15 liters of city water at 23 ° C. added with the 60 ml of FRII1 formulation, then wrung under the same conditions as the sample placed in reserve. During the rinsing cycle, the pH of the medium reaches 7.
  • the articles After wringing, the articles are put to dry on a shelf.
  • the standard deviation ⁇ of the gray level distribution is measured.
  • ⁇ l corresponds to the standard deviation corresponding to the sample placed in reserve (rinsing without rinsing formulation).
  • ⁇ 2 corresponds to the standard deviation obtained with the rinse formulation considered.
  • ⁇ 3 corresponds to the standard deviation obtained on flat starting samples which have not undergone a washing, rinsing or spinning operation.
  • WR (%) [( ⁇ l- ⁇ 2) / ⁇ l] f x 100 being a normalization factor, equal to 1 / [( ⁇ l- ⁇ 3) / ⁇ l]
  • An emulsion comprising 30% by weight of silicone with hindered piperidinyl functions (Rhodorsil® 21645 from Rhodia) and 3% of nonionic surfactant of ethoxylated fatty alcohol type (Symperonic A7). 20 ml of the dispersion are poured under mechanical stirring into 1 ml of water, the pH of which has been adjusted to 4.5.
  • An emulsion comprising 30% by weight of silicone with hindered piperidinyl functions (Rhodorsil® 21645 from Rhodia) and 3% of nonionic surfactant of ethoxylated fatty alcohol type (Symperonic A7).
  • a 1% by weight solution of xanthan gum (Rhodopol® T from Rhodia) with a molar mass by weight of 4,000,000 g / mol is prepared in water of pH 4.5.
  • the test is carried out in a Tergotometer laboratory apparatus, well known to formulators of detergent compositions.
  • the device simulates the mechanical and thermal effects of washing machines of the American type with pulsator; thanks to the presence of 3 washing pots, it makes it possible to carry out series of simultaneous tests with appreciable time savings.
  • the composition of the detergent used is as follows:
  • test tubes measuring 10 x 10 cm, in flat woven cotton, are prewashed in a TERGOTOMETER for 20 minutes at 23 ° C, using the above washing formula; the water used has a hardness of 30 ° HT (diluted Contrexeville® mineral water); the amount of detergent used is 5g per 1 liter of water; the number of test tubes per jar is 6.
  • tissue squares are then rinsed 3 times for 5 minutes (each time), including twice with cold water and the third time with cold water additive either 7ml of commercial FR rinse formula or 7.3ml of rinse formulas FRI2 or FRII2.
  • the fabric squares are then wrung out, then dried on clothes lines.
  • DMO dirty motor oil
  • the fabrics are washed within 24 hours.
  • the reflectance of the fabrics before and after washing is measured using the DR colorimeter.
  • E in% 100 x (R3-R2) / (R1-R2)
  • R1 representing the reflectance before washing of the soiled fabric (step (a))
  • R2 representing the reflectance, before washing, of the soiled fabric (steps (a) and (b)
  • R3 representing the reflectance, after washing, of the soiled fabric (steps (a), (b) and (c)
  • the average of the% stain removal is calculated.

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  • Chemical Kinetics & Catalysis (AREA)
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  • Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Emergency Medicine (AREA)
  • Detergent Compositions (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
EP03769587A 2002-09-09 2003-09-08 Formulation pour le rincage des textiles Withdrawn EP1537271A2 (fr)

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AU2003278279A8 (en) 2004-03-29
BR0314149A (pt) 2005-07-12

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