EP1301170A1 - Kosmetische verwendung und zusammensetzungen der stärkebetainate - Google Patents

Kosmetische verwendung und zusammensetzungen der stärkebetainate

Info

Publication number
EP1301170A1
EP1301170A1 EP01954088A EP01954088A EP1301170A1 EP 1301170 A1 EP1301170 A1 EP 1301170A1 EP 01954088 A EP01954088 A EP 01954088A EP 01954088 A EP01954088 A EP 01954088A EP 1301170 A1 EP1301170 A1 EP 1301170A1
Authority
EP
European Patent Office
Prior art keywords
composition according
acid
oil
mixtures
chosen
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Withdrawn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
EP01954088A
Other languages
English (en)
French (fr)
Inventor
Claude Dubief
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.)
LOreal SA
Original Assignee
LOreal SA
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 LOreal SA filed Critical LOreal SA
Publication of EP1301170A1 publication Critical patent/EP1301170A1/de
Withdrawn legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/06Preparations for styling the hair, e.g. by temporary shaping or colouring
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/732Starch; Amylose; Amylopectin; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners

Definitions

  • the present invention relates to a cosmetic use of at least one starch betainate, to a composition for the cosmetic treatment of keratin materials, in particular keratin fibers and of the skin, comprising this starch betainate associated with a beneficial agent for keratin materials, to a cosmetic treatment process and to a use of this composition.
  • the hair is generally damaged and weakened by the action of external atmospheric agents such as light and bad weather, and by mechanical or chemical treatments such as brushing, combing, bleaching, perms and / or dyes.
  • external atmospheric agents such as light and bad weather
  • mechanical or chemical treatments such as brushing, combing, bleaching, perms and / or dyes.
  • the hair is often difficult to disentangle or to comb and the hair, even abundant, hardly retains a hairstyle of good appearance due to the fact that the hair lacks vigor and nervousness.
  • the skin can also be altered to varying degrees by the action of atmospheric agents as well as by the repeated action of detergent products.
  • the skin tissue can be burned, the skin becomes dry and rough and loses its natural elasticity. An appearance of dandruff, an excess of seborrhea or conversely an excess of dryness can then be observed.
  • moisturizers and / or emollients we combat dryness and roughness by applying moisturizers and / or emollients, as well as anti-dandruff and antiseborrhoeic agents to combat skin disorders.
  • the Applicant has surprisingly discovered that by using, in a cosmetically acceptable medium, at least one starch betainate in combination with at least one agent beneficial for keratinous materials, these unwanted effects could be avoided.
  • cosmetically acceptable medium means a medium compatible with all keratin materials such as the skin, the nails, the hair, the eyelashes and eyebrows, the lips and any other area of the body and of the face, but also of odor, d 'pleasant appearance and touch.
  • a beneficial agent for keratin materials is an agent capable in particular of protecting, embellishing, conditioning, to treat and / or keep keratin materials, and in particular the hair, in shape.
  • starch betainates are new polymers described in patent application WO 00/15669 from the company Raisio Chemicals OY and in the article "Preparation of starch betainate: a novel cationic starch derivative". They are only known in the field of papermaking and have never been used in cosmetics.
  • beneficial agents for keratin materials make it possible to improve the performance of cosmetic treatment compositions compared to the combinations of cationic starches and beneficial agents for keratin materials of the prior art.
  • the present invention therefore relates to a cosmetic use of at least one starch betainate.
  • Another subject of the invention consists of a composition for the treatment of keratin materials comprising, in a cosmetically acceptable medium, at least one starch betainate associated with an agent beneficial for keratin materials.
  • the subject of the invention is also a method of cosmetic treatment of the hair and the skin using the composition according to the invention.
  • Another subject of the invention consists in using the composition according to the invention, as a shampoo or styling lotion.
  • the present invention relates to the use in cosmetics of at least one starch betainate corresponding to the following formula: in which St represents a polymeric starch structure.
  • the starch molecules can come from all vegetable sources of starch such as, in particular corn, potato, oats, rice, tapioca, sorghum, barley or wheat.
  • the starch is preferably obtained from the potato.
  • starch betainates which can be used according to the present invention, as well as their preparation, are described in particular in the application.
  • WO 00/15669 and in the article "Preparation of starch betainate: a novel cationic starch derivative". They are prepared from natural products, namely a starch and a betaine as described above.
  • the composition for the cosmetic treatment of keratin materials comprises, in a cosmetically acceptable medium, at least one starch betainate corresponding to the following formula:
  • St represents a polymeric structure of starch, and at least one agent beneficial for keratin materials.
  • the starch betainates are as described above and they are used in an amount of between 0.01 and 20% by weight, preferably between 0.05 and 10% by weight, better still between 0, 1 and 5 % by weight relative to the total weight of the cosmetic treatment composition.
  • Said beneficial agent for keratin materials can be chosen from:
  • esters [18) esters, 19) soluble or dispersed anionic polymers,
  • composition according to the invention may also comprise anionic, nonionic, amphoteric and / or zwitterionic surfactants well known in the art, or their mixtures, in a total amount of less than 3% by weight relative to the total weight of the composition according to the invention.
  • the composition according to the invention can comprise one. or several saccharides, oligosaccharides, polysaccharides hydrolyzed or not, modified or not, identical or not.
  • the compounds of this type, which can be used in the present invention are chosen from those which are in particular described in "Encyclopedia of Chemical Technology, Kirk-Othmer, Third Edition, 1982, volume 3, pp.
  • saccharides oligosaccharides, polysaccharides, hydrolyzed or not, modified or not, which can be used in the invention
  • glucans modified or unmodified starches (such as those obtained, for example, from cereals such as wheat, corn or rice, vegetables such as light peas, tubers such as potatoes or cassava) and different from starch betainate as described above, amylose, amylopectin, glycogen dextrans, ⁇ -glucans, celluloses and their derivatives (methylcelluloses, hydroxyalkylcelluloses, ethylhydroxyethylcelluloses, carboxymethylcelluloses), fructosans, inulin, levane, mannans, xylans, lignins, arabans, galactans, galacturonans, chitin, glucoronoxylans, arabinoxylans, xyloglucans, galactomannans, glucomannans, pectic
  • composition according to the invention can comprise one or more amino acids, oligopeptides, peptides, proteins hydrolyzed or not, modified or not.
  • amino acids there may be mentioned, for example,. cysteine, lysine, alanine, N-phenylalanine, arginine, glycine, leucine, and mixtures thereof.
  • oligopeptides, peptides, proteins hydrolyzed or not, modified or not which can be used in the composition according to the invention, mention may especially be made of hydrolysates of wool or silk proteins, modified or not , vegetable proteins such as wheat proteins.
  • the composition according to the invention may comprise one or more branched or unbranched fatty acids and alcohols.
  • fatty acids suitable for the present invention mention may in particular be made of: carboxylic acids, C8-C 30, such as palmitic acid, oleic acid, linoleic acid, myristic acid, stearic acid, lauric acid, and mixtures thereof.
  • the fatty alcohols which can be used in the present invention especially comprise C 8 -C 3 alcohols such as, for example, palmityl, oleyl, linoleyl, myristylic, stearyl and lauryl alcohols, and their mixtures.
  • composition according to the invention can comprise one or more animal, vegetable or mineral waxes.
  • a wax within the meaning of the present invention, is a lipophilic compound, solid at room temperature (about 25 ° C), with reversible solid / liquid state change, having a melting temperature above about 40 ° C and which can range up to 200 ° C, and having an anisotropic crystalline organization in the solid state.
  • the size of the wax crystals is such that the crystals diffract and / or scatter light, giving the composition which comprises them a more or less opaque cloudy appearance.
  • animal origin such as beeswax, spermaceti, lanolin wax and lanolin derivatives
  • vegetable waxes such as Carnauba, Candellila, Ouricury, Japanese wax, cocoa butter or cork fiber or sugarcane waxes
  • mineral waxes for example, paraffin, petrolatum, lignite or microcrystalline waxes or ozokerites, and mixtures thereof.
  • composition according to the invention can comprise one or more ceramides and / or pseudo-ceramides. Mention may in particular be made of the ceramides of classes I, II, III and V according to the classification of DAWNING, and their mixtures, and more particularly N-oleyldehydrosphingosine.
  • composition according to the invention can comprise one or more hydroxylated organic acids chosen from those well known and used in the art. Mention may in particular be made of citric acid, lactic acid, tartaric acid, malic acid and their mixtures.
  • composition according to the invention can comprise one or more sun filters active in UV-A and / or UV-B well known to those skilled in the art.
  • dibenzoylmethane derivatives such as 4-methyldibenzoylmethane, 4-isopropyldibenzoylmethane, 4-tert-butyldibenzoylmethane, 2,4-dimethyldibenzoylmethane, 4-tert-butyl-4 '-diisopropyldibhane' p-amino-benzoic acid and its esters such as 2-ethylhexyl p-dimethylaminobenzoate and N-propoxylated ethyl p-aminobenzoate, salicylates such as triethanolamine salicylate, cinnamic acid esters such as.
  • antioxidants and anti-free radical agents which can be used in the present invention, there may be mentioned, for example, ascorbic acid, ascorbylated compounds such as ascorbyl dipalmitate, t-butylhydroquinone, polyphenols such than phloroglucinol, sodium sulfite, erythorbic acid, flavonoids and their mixtures.
  • composition according to the invention may comprise one or more chelating agents chosen in particular from EDTA (ethylenediaminetetraacetic acid) and its salts such as disodium EDTA and dipotassium EDTA, phosphate compounds such as sodium metaphosphate, hexametaphosphate sodium, the tetrapotassium pyrophosphate, phosphonic acids and their salts such as ethylenediaminetetramethylenephosphonic acid salts, and mixtures thereof.
  • EDTA ethylenediaminetetraacetic acid
  • phosphate compounds such as sodium metaphosphate, hexametaphosphate sodium, the tetrapotassium pyrophosphate
  • phosphonic acids and their salts such as ethylenediaminetetramethylenephosphonic acid salts, and mixtures thereof.
  • composition according to the invention may comprise one or more anti-dandruff agents chosen, for example, from:
  • - benzethonium chloride benzalkonium chloride, chlorhexidine, chloramine T, chloramine B, 1,3-dibromo-5,5-dimethylhydantoin, 1,3-dichloro 5,5-dimethylhydantoin, 3- bromo 1-chloro 5,5-dimethylhydantoin, N-chlorosuccinimide; - derivatives of l-hydroxy-2-pyridone such as, for example, l-hydroxy-4-methyl-2-pyrid ⁇ ne, l-hydroxy-6-methyl-2-pyridone and l-hydroxy-4, 6-dimethyl-2-pyridone;
  • - triclosan - azole compounds such as climbazole, ketoconazole, clotrinazole, econazole, isoconazole and miconazole b;
  • these dandruff agents can also be used in the form of their physiologically acceptable acid addition salts, in particular in the form of salts of sulfuric, nitric, thiocyanic, hydrochloric, hydrobromic, hydroiodic, phosphoric, acetic, benzoic, glycolic, aceturic or succinic acids.
  • the anti-dandruff agents mentioned above can also optionally be used in the form of their physiologically acceptable organic or inorganic base addition salts.
  • organic bases are in particular low molecular weight alkanolamines such as ethanolamine, diethanolamine, N-ethylethanolamine, triethanolamine, diethylaminoethanol, 2-amino-2-methylpropanedione; non-volatile bases such as ethylenediamine, hexamethylenediamine, cyclohexylamine, benzylamine, N-methylpiperazine; quaternary ammonium hydroxides, for example, trimethylbenzyl hydroxide; guanidine and its derivatives, and in particular its alkylated derivatives.
  • inorganic bases are in particular the salts of alkali metals, such as sodium or potassium; ammonium salts, alkaline earth metal salts, such as magnesium, calcium; the cationic di, tri or tetravalent metal salts, such as zinc, aluminum and zirconium.
  • alkali metals such as sodium or potassium
  • ammonium salts such as sodium or potassium
  • alkaline earth metal salts such as magnesium, calcium
  • the cationic di, tri or tetravalent metal salts such as zinc, aluminum and zirconium.
  • Alkanolamines, ethylenediamine and inorganic bases such as the alkali metal salts are preferred.
  • composition according to the invention may comprise one or more seborrhea regulating agents such as succinylchitosan and poly- ⁇ -alanine, and their mixtures
  • composition according to the invention may comprise one or more soothing agents such as azulene and glycyrrhetinic acid, and their mixtures.
  • composition according to the invention may comprise one or more cationic surfactants well known per se, such as the salts of primary, secondary or tertiary fatty amines, optionally polyoxyalkylenated; quaternary ammonium salts such as chlorides or bromides of tetraalkylammonium, alkylamidoalkyl-trialkylammonium, trialkylbenzylammonium, trialkylhydroxyalkylammonium or alkylpyridinium; imidazoline derivatives; or amine oxides of a cationic nature.
  • the composition according to the invention can comprise one or more cationic polymers.
  • cationic polymer is meant any polymer containing cationic groups and / or groups which can be ionized into cationic groups.
  • the cationic polymers which can be used in accordance with the present invention can be chosen from all those already known per se as improving the cosmetic properties of hair treated with detergent compositions, namely in particular those described in patent application EP-A-0 337 354 and in French patent applications FR-A-2 270 846, 2 383 660, 2 598 611, 2 470 596 and 2 519 863.
  • the preferred cationic polymers are chosen from those which contain units comprising primary, secondary, tertiary and / or quaternary amine groups which can either be part of the main polymer chain, or be carried by a lateral substituent directly connected thereto.
  • the cationic polymers used generally have an average molecular weight between 500 and 5.10 6 approximately, 'and preferably between 10 3 and 3.10 6 approximately.
  • cationic polymers mention may more particularly be made of polymers of the polyamine, polyaminoamide and quaternary polyammonium type. These are known products.
  • polymers of the polyamine, polyaminoamide, quaternary polyammonium type which can be used in the composition of the present invention, are those described in French patents Nos . 2 505 348 and 2 542 997. Among these polymers, mention may be made of:
  • polymers consisting of piperazinyl units and divalent alkylene or hydroxyalkylene groups with straight or branched chains, optionally interrupted by oxygen, sulfur, nitrogen atoms or by aromatic or heterocyclic rings, as well as the products of oxidation and / or quaternization of these polymers.
  • Such polymers are described in particular in French patents 2,162,025 and 2,280,361;
  • polyaminoamide derivatives for example, adipic acid / diakylaminohydroxyalkyldialkylene-triamine polymers in which the alkyl group contains from 1 to 4 carbon atoms and preferably denotes a methyl, ethyl, propyl group and the alkylene group comprises 1 to 4 carbon atoms, and preferably denotes the ethylene group.
  • adipic acid / diakylaminohydroxyalkyldialkylene-triamine polymers in which the alkyl group contains from 1 to 4 carbon atoms and preferably denotes a methyl, ethyl, propyl group and the alkylene group comprises 1 to 4 carbon atoms, and preferably denotes the ethylene group.
  • the molar ratio between the polyalkylene polylamine and the dicarboxylic acid being between 0.8: 1 and 1.4: 1; the resulting polyaminoamide being reacted with epichlorohydrin in a molar ratio of epichlorohydrin relative to the secondary amine group of the polyaminoamide of between 0.5: 1 and 1.8: 1.
  • Such polymers are described in particular in the patents American 3,227,615 and 2,961,347; (9) alkyldiallylamine or dialkyldiallylammonium cyclopolymers such as the dimethyldiallyl ammonium chloride homopolymer and copolymers of diallyldimethylammonium chloride and acrylamide; (10) quaternary diammonium polymers having a number average molecular weight generally between 1000 and 100,000, such as those described, for example, in French patents 2,320,330, 2,270,846, 2,316,271, 2,336,434 and 2,413,907 and US Patents 2,273,780, 2,375,853, 2,388,614, 2,454,547, 3,206,462, 2,261,002, 2,271,378, 3,874,870, 4,001,432, 3,929,990, 3,966,904 , 4 005 193,
  • polyamines such as Polyquart ® H sold by HENKEL, referenced under the name of "POLYETHYLENEGLYCOL (15) TALLOW POLYAMINE" in the CTFA dictionary;
  • cationic polymers which can be used in the context of the invention are cationic proteins or hydrolysates of cationic proteins, polyalkyleneimines, in particular polyethyleneimines, polymers containing vinylpyridine or vinylpyridinium units, polyamine and epichlorohydrin condensates, quaternary polyureylenes and chitin derivatives.
  • cationic polymers suitable in the invention, use is preferably made of cellulose ether derivatives. quaternaries, cationic cyclopolymers, quaternary polymers of vinylpyrrolidone and vinylimidazole and mixtures thereof.
  • the composition according to the invention can comprise one or more amphoteric polymers.
  • the amphoteric polymers which can be used in accordance with the invention can be chosen from polymers comprising units B and C distributed statistically in the polymer chain where B denotes a unit deriving from a monomer comprising at least one basic nitrogen atom and C denotes a unit deriving from an acidic monomer comprising one or more carboxylic or sulphonic groups or alternatively B and C can denote groups deriving from zwitterionic monomers of carboxybétaines or sulphobetaines; B and C can also denote a cationic polymer chain comprising primary, secondary, tertiary or quaternary amine groups, in which at least one of the amine groups carries a carboxylic or sulphonic group linked via a hydrocarbon group, or although B and C form part of a chain of a polymer with an ethylene- ⁇ , ⁇ -dicarboxylic unit, one of the carboxy
  • amphoteric polymers corresponding to the definition given above, which are more particularly preferred, are chosen from the following polymers:
  • a monomer derived from a vinyl compound carrying a carboxylic group such as more particularly acrylic acid, methacrylic acid, maleic acid, alpha-chloroacrylic acid, and d 'a basic monomer derived from a substituted vinyl compound containing at least one basic atom such as more particularly the dialkylaminoalkylmethacrylate and acrylate, the dialkylaminoalkylmethacrylamide and acrylamide.
  • the vinyl compound can also be a dialkyldiallylammonium salt such as diethyldiallylammonium chloride.
  • copolymers of acrylic acid and the latter monomer are offered under the names Merquat ® 280, Merquat 295 and Merquat ® ® Plus 3330 by Calgon.
  • (2) polymers comprising units derived from: a) at least one monomer chosen from acrylamides or methacrylamides substituted on nitrogen with an alkyl group, b) from at least one acidic comonomer containing one or more carboxylic groups reactants, and c) at least one basic comonomer such as esters with primary, secondary, tertiary and quaternary amine substituents of acrylic and methacrylic acids, and the quaternization product of dimethylaminoethyl methacrylate with dimethyl or diethyl sulfate.
  • N-substituted acrylamides or methacrylamides which are more particularly preferred according to the invention are groups in which the alkyl groups contain from 2 to 12 carbon atoms and more particularly N-ethylacrylamide, N-tertiobutylacrylamide,
  • the acid comonomers are chosen more particularly from acrylic, methacrylic, crotonic, itaconic, maleic, fumaric acids as well as alkyl monoesters having 1 to 4 carbon atoms of maleic or fumaric acids or anhydrides.
  • the preferred basic comonomers are aminoethyl, butylaminoethyl, N.N'-dimethylaminoethyl, N-tert-butylaminoethyl methacrylates.
  • R 10 represents a divalent group derived from a saturated dicarboxylic acid, from a mono or dicarboxylic acid with ethylene double bond, from an ester of an alkanol lower having 1 to 6 carbon atoms of these acids or of a group deriving from the addition of any one of said acids with a primary bis or bis secondary derivative
  • Z denotes a group of a polyalkylene polyamine bis - primary, mono or bis-secondary and preferably represents: a) in the proportions of 60 to 100% by moles, the group
  • polyaminoamines being crosslinked by addition of a bifunctional crosslinking agent chosen from epihalohydrins, diepoxides, dianhydrides, bis unsaturated derivatives, using 0.025 to 0.35 mole of crosslinking agent per amino group of polyaminoamide and alkylated by the action of acrylic acid, chloracetic acid or an alkanesultone or their salts.
  • a bifunctional crosslinking agent chosen from epihalohydrins, diepoxides, dianhydrides, bis unsaturated derivatives, using 0.025 to 0.35 mole of crosslinking agent per amino group of polyaminoamide and alkylated by the action of acrylic acid, chloracetic acid or an alkanesultone or their salts.
  • the saturated carboxylic acids are preferably chosen from acids having 6 to 10 carbon atoms such as adipic, 2,2,4-trimethyladipic and 2,4,4-trimethyladipic, terephthalic acids, acids with ethylenic double bonds such as, for example, acrylic, methacrylic, itaconic acids.
  • the alkanesultones used in the alkylation are preferably propane- or butane-sultone, the salts of the alkylating agents are preferably the sodium or potassium salts.
  • R n denotes a polymerizable unsaturated group such as an acrylate, methacrylate, acrylamide or methacrylamide group
  • y and z each represent an integer from 1 to 3
  • R 12 and R 13 represent a hydrogen atom, a methyl group , ethyl or propyl
  • R 14 and R 15 represent a hydrogen atom or an alkyl group in such a way that the sum of the carbon atoms in R and R 15 does not exceed 10.
  • the polymers comprising such units can also comprise units derived from non-zwitterionic monomers such as acrylate or methacrylate of dimethyl- or diethylaminoethyl, or acrylates or methacrylates of alkyl, acrylamides or methacrylamides, or vinyl acetate .
  • methyl methacrylate copolymer and dimethylcarboxymethylammonioethyl methyl ethylmethacrylate such as the product sold under the name Diaformer Z301 ® by the company Sandoz.
  • R 20 represents a hydrogen atom, a CH 3 O group, CH 3 CH 2 O, phenyl
  • R 21 denotes hydrogen or a lower alkyl group such as methyl, ethyl
  • R 22 denotes hydrogen or a lower alkyl group such as methyl, ethyl
  • R 23 denotes a lower alkyl group such as methyl, ethyl or a group corresponding to the formula: -R 24 -N (R 22 ) 2
  • R 24 representing a group -CH 2 -CH 2 -, -CH 2 -CH 2 -CH 2 -, -CH 2 -CH (CH 3 ) -
  • R 22 having the meanings mentioned above, as well as the higher homologs of these groups and containing up to 6 atoms of carbon.
  • E or E ', E or E' which may be identical or different, denote a bivalent group which is a straight or branched chain alkylene group containing up to 7 carbon atoms in the main chain unsubstituted or substituted by hydroxyl groups, and may also contain oxygen, nitrogen, sulfur atoms, 1 to 3 aromatic and / or heterocyclic rings; the oxygen, nitrogen and sulfur atoms being present in the form of ether, thioether, sulfoxide, sulfone, sulfonium, alkylamine, alkenylamine groups, hydroxyl groups, benzylamine, amine oxide, quaternary ammonium, amide, imide, alcohol, ester and / or urethane.
  • E denotes the symbol E or E 'and at least once E';
  • E having the meaning given above and E 'is a bivalent group which is a straight or branched chain alkylene group having up to 7 carbon atoms in the main chain, whether or not substituted by one or more hydroxyl groups and comprising a or more nitrogen atoms, the nitrogen atom being substituted by an alkyl chain optionally interrupted by an oxygen atom and necessarily having one or more carboxyl functions or one or more hydroxyl functions and betainized by reaction with chloracetic acid or sodium chloracetate.
  • N, N-dialkylaminoalkylamine such as N, N-dimethylaminopropylamine or by semiesterification with an N, N-dialcanolamine
  • copolymers can also contain other vinyl comonomers such as vinylcaprolactarne.
  • the amphoteric polymers which are particularly preferred according to the invention are those of the family (1).
  • the silicones which can be used in accordance with the invention may be soluble or insoluble in the composition, and they may be in in particular polyorganosiloxanes insoluble in the composition of the invention; they can be in the form of oils, waxes, resins or gums.
  • Organopolysiloxanes are defined in more detail in Walter NOLL's book “Chemistry and Technology of Silicones”.
  • the silicones are more particularly chosen from those having a boiling point of between 60 ° C. and 260 ° C., and more particularly still from: (i) cyclic silicones containing from 3 to 7 silicon atoms and, preferably, 4 to 5. It is, for example, octamethylcyclotetrasiloxane marketed in particular under the name of "VOLATILE SILICONE 7207" by UNION CARBIDE or "SILBIONE 70045 V 2" by RHODIA, the decamethylcyclopentasiloxane marketed under the name of "VOLATILE SILICONE 7158" by UNION CARBIDE, "SILBIONE
  • cyclocopolymers of the dimethylsiloxane / methylalkylsiloxane type such as the "SILICONE VOLATILE FZ 3109" sold by the company UNION CARBIDE, with a chemical structure.
  • non-volatile silicones mention may in particular be made of polyalkylsiloxanes, polyarylsiloxanes, polyalkylarylsiloxanes, gums and silicone resins, polyorganosiloxanes modified by organofunctional groups and their mixtures.
  • organomodified silicones which can be used in accordance with the invention are silicones as defined above and comprising in their structure one or more organofunctional groups attached via a hydrocarbon group.
  • organomodified silicones mention may be made of polyorganosiloxanes comprising:
  • C 6 -C 24 such as the products known as dimethicone copolyol sold by the company Dow Corning under the name DC 1248 or the oils Silwet ® L 722, L 7500, L 77, L 71 1 from the company UNION CARBIDE and the (Ci2) -methicone-copolyol alkyl sold by the company DOW CORNING under the name Q2 5200;
  • substituted or unsubstituted amino groups such as the products sold under the name GP 4 Silicone Fluid and GP 7100 by the company GENESEE or the products sold under the names Q2 8220 and DOW CORNING 929 or 939 by the company DOW CORNING.
  • the substituted amino groups are in particular aminoalkyl groups C ⁇ -C 4 ;
  • SILICONES and ABIL WAX ® 2428, 2434 and 2440 by the company GOLDSCHMIDT - hydroxylated groups, such as the polyorganosiloxanes with a hydroxyalkyl function described in French patent application FR-A-85 16334.
  • composition according to the invention can comprise one or more mineral, vegetable or animal oils. Mention may in particular be made, as oils of vegetable origin, of sweet almond oil, avocado oil, castor oil, olive oil, jojoba oil, sunflower oil. , wheat germ oil, sesame oil, peanut oil, grape seed oil, soybean oil, rapeseed oil, safflower oil, coconut oil, corn oil, hazelnut oil, shea butter, palm oil, apricot kernel oil, calophyllum oil; as oil of animal origin, perhydrosqualene; as oils of mineral origin, paraffin oil and petrolatum oil; and their mixtures.
  • oils of vegetable origin of sweet almond oil, avocado oil, castor oil, olive oil, jojoba oil, sunflower oil. , wheat germ oil, sesame oil, peanut oil, grape seed oil, soybean oil, rapeseed oil, safflower oil, coconut oil, corn oil, hazelnut oil, shea butter, palm oil, apricot kernel oil, calophyllum oil
  • composition according to the invention can comprise one or more polyisobutenes and poly ( ⁇ -olefins), chosen from those well known in the art.
  • the composition according to the invention can comprise one or more esters.
  • fatty acid esters such as isopropyl myristate, isopropyl palmitate, 2-ethylhexyl palmitate, oil, Purcellin (octanoate stearyl), isononyl or isostearyl isononanoate, isopropyl lanolate, and mixtures thereof.
  • composition according to the invention may comprise one or more soluble or dispersed anionic polymers, well known per se.
  • anionic polymers generally used in the present invention are polymers comprising groups derived from carboxylic, sulfonic or phosphoric acids, and having a molecular weight by weight of between 500 and 5,000,000.
  • the carboxylic groups are provided by monoacid or unsaturated dicarboxylic acid monomers such as those corresponding to the formula:
  • n is an integer from 0 to 10
  • A denotes a methylene group, optionally linked to the carbon atom of the unsaturated group or to the neighboring methylene group when n is greater than 1, via a heteroatom such as oxygen or sulfur
  • R x denotes a hydrogen atom, a phenyl or benzyl group
  • R 2 denotes a hydrogen atom, a lower alkyl or carboxyl group
  • R 3 denotes a hydrogen atom, a lower alkyl group, a group -CH 2 -COOH, phenyl or benzyl.
  • a lower alkyl group preferably contains from 1 to 4 carbon atoms and denotes in particular the methyl and ethyl groups.
  • anionic polymers with carboxylic groups preferred according to the invention are:
  • QUADRAMER ® by the company AMERICAN CYANAMID. May also be mentioned the copolymers of acrylic acid and alkyl methacrylate -C 4 and the copolymer of methacrylic acid and of ethyl acrylate sold under the name Luvimer ® MAEX by BASF.
  • C) copolymers derived from crotonic acid such as those comprising in their chain vinyl acetate or propionate units, and optionally other monomers such as the allyl or methallyl ester, vinyl ether or vinyl ester of a saturated carboxylic acid, linear or branched, with a long hydrocarbon chain, such as those comprising at least 5 carbon atoms, these polymers possibly being grafted and crosslinked, or alternatively a vinyl, allylic or methallylic ester of an ⁇ or ⁇ -cyclic carboxylic acid.
  • Such polymers are described inter alia in French patents numbers 1 222 944, 1 580 545, 2 265 782, 2 265 781, 1 564 110 and 2 439 798.
  • Commercial products falling into this class are resins 28-29- 30, 26- 13-14 and 28- 13-10 sold by the company NATIONAL STARCH.
  • Polymers also falling into this class are the copolymers of maleic, citraconic, itaconic anhydrides and an allylic or methallylic ester optionally comprising an acrylamide, methacrylamide group, an ⁇ -olefin, acrylic or methacrylic esters, acrylic or methacrylic acids or vinylpyrrolidone in their chain, the anhydride functions are monoesterified or monoamidified.
  • these polymers are for example described in French patents 2 350 384 and 2 357 241 of the applicant.
  • the polymers comprising the sulfonic groups are polymers comprising vinylsulfonic, styrene-sulfonic, naphthalene-sulfonic or acrylamido-alkylsulfonic units.
  • These polymers can in particular be chosen from:
  • salts of polyvinylsulfonic acid having a molecular mass of between approximately 1,000 and 100,000 as well as the copolymers with an unsaturated comonomer such as acrylic or methacrylic acids, and their esters, as well as acrylamide or its derivatives, vinyl ethers and vinylpyrrolidone;
  • anionic polymers are preferably chosen from acrylic acid copolymers such as the terpolymer acrylic acid / ethyl acrylate / N-tert-butylacrylamide sold under the name ULTRAHOLD STRONG by the company BASF ®, the copolymers derived from crotonic acid such as the vinyl acetate / vinyl tert-butylbenzoate / crotonic acid terpolymers and the crotonic acid / vinyl acetate / vinyl neododecanoate terpolymers sold under the name Resin 28-29-30 by the company NATIONAL STARCH , polymers derived from maleic acid or anhydride, fumaric acid, itaconic acid with vinyl esters, vynyliques ethers, vinyl halides, phenylvinyl derivatives, acrylic acid and its esters, such * that the methyl vinyl ether / monoesterified maleic anhydride sold under the name G
  • the most particularly preferred anionic polymers are chosen from the methyl vinyl ether / monoesterified maleic anhydride copolymer sold under the name Gantrez ® ES 425 by the company ISP, copolymers of methacrylic acid and of methyl methacrylate sold under the name Eudragit ® L by ROHM PHARMA, the copolymer of methacrylic acid and ethyl acrylate sold under the name LUVIMER ® MAEX by the company
  • anionic polymers in the form of latex or of pseudolatex, that is to say in the form of an aqueous dispersion of particles of insoluble polymers.
  • the anionic polymer (s) can represent from 0.1% to 20% by weight, preferably from 0.2% to 15% by weight. weight, and even more preferably from 0.5% to 10% by weight, of the total weight of the final composition.
  • composition according to the invention can comprise one or more soluble or dispersed nonionic polymers.
  • nonionic polymers which can be used according to the present invention, there may be mentioned in particular:
  • polyalkyloxazolines such as polyethyloxazolines by Dow Chemical under the names Peox ® 50000,
  • - copolymers of acrylonitrile and of a nonionic monomer chosen, for example, from butadiene and alkyl (meth) acrylates include the products provided under the names Nipol ® LX 531 8 by Nippon Zeon or those provided under the name CJ 0601 8 by the company Rohm &Haas; polyurethanes, such as the products provided under the names Acrysol ® RM 1020 or Acrysol ® RM 2020 by Rohm & Haas, URAFLEX products ® XP 401 UZ,
  • Gums nonionic unmodified guar are, for example, the products sold under the name VIDOGUM ® GH 175 by Unipectine and under the name Jaguar ® C MEYHALL.
  • modified nonionic guar gums which can be used according to the invention are preferably modified with hydroxyalkyl groups at -. Mention may be made, by way of example, of the hydroxymethyl, hydroxyethyl, hydroxypropyl and hydroxybutyl groups.
  • guar gums are well known in the art and can, for example, be prepared by reacting corresponding alkene oxides, such as, for example, propylene oxides, with guar gum so to obtain a guar gum modified with hydroxypropyl groups.
  • Such gums guar nonionic optionally modified with hydroxyalkyl groups are, for example, sold under the trade names Jaguar ® HP8, Jaguar HP60 ® and JAGUAR ® HP120, JAGUAR ® DC 293 and JAGUAR ® HP 105 by the company MEYHALL, or under the name GALACTASOL ® 4H4FD2 by the company AQUALON.
  • the alkyl groups of the nonionic polymers preferably contain from 1 to 6 carbon atoms.
  • composition for treating keratin materials according to the invention may contain one or more of the agents beneficial for the keratin materials described above, " in a total amount of between 0.01 and 30% by weight, preferably between 0.05 and 25% by weight, better still between 0.1 and 20% by weight, relative to the total weight of the cosmetic treatment composition.
  • the cosmetically acceptable medium may consist solely of water or of a mixture of water and a cosmetically acceptable solvent such as a lower alcohol in C 1 -C 4, such as ethanol, isopropanol, tert -butanol, n-butanol; alkylene glycols such as propylene glycol, glycol ethers.
  • a cosmetically acceptable solvent such as a lower alcohol in C 1 -C 4, such as ethanol, isopropanol, tert -butanol, n-butanol; alkylene glycols such as propylene glycol, glycol ethers.
  • the pH of the compositions according to the invention is between 4 and 8, preferably between 5 and 7.
  • compositions according to the invention can also contain additives such as natural or synthetic polymeric thickeners, anionic, amphoteric, zwitteronic, nonionic or cationic, associative or not, nonpolymeric thickeners such as acids or electrolytes, nacrants, opacifiers, organic solvents, perfumes, dyes, mineral or organic particles, preservatives, pH stabilizers.
  • additives such as natural or synthetic polymeric thickeners, anionic, amphoteric, zwitteronic, nonionic or cationic, associative or not.
  • nonpolymeric thickeners such as acids or electrolytes, nacrants, opacifiers, organic solvents, perfumes, dyes, mineral or organic particles, preservatives, pH stabilizers.
  • compositions can be in the form of fluid or thickened liquids, gels, creams, foams, waxes, W / O, O / W emulsions or multiple emulsions.
  • shampoos can be used as shampoos, rinse-out or leave-in care, deep care masks, scalp treatment lotions or creams, mascaras, make-up removers, hair or skin coloring products, sun protection products ...
  • the present invention also relates to a cosmetic treatment method which consists in applying an effective amount of a composition as described above, to the hair, in performing a possible rinsing after a possible pause time.
  • the composition can be used as a conditioner or as a styling lotion.
  • a conditioner or as a styling lotion.
  • Example 1 A conditioner according to the invention was prepared from the following ingredients:
  • the hair After rinsing, the hair is soft and easy to untangle.
  • a conditioner according to the invention was prepared from the following ingredients: Starch betainate of degree of substitution 0.8 0.5 g
  • the hair After rinsing, the hair is smooth and easy to untangle.
  • Example 3 A styling lotion was prepared from the following ingredients:
  • the hair After drying, the hair is soft, nervous and can be styled easily.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)
EP01954088A 2000-07-21 2001-07-12 Kosmetische verwendung und zusammensetzungen der stärkebetainate Withdrawn EP1301170A1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR0009612 2000-07-21
FR0009612A FR2811884B1 (fr) 2000-07-21 2000-07-21 Utilisation en cosmetique de betainates d'amidon et composition les comprenant associes a au moins un agent benefique pour les matieres keratiniques
PCT/FR2001/002267 WO2002007699A1 (fr) 2000-07-21 2001-07-12 Utilisation et compositions cosmetiques de betainates d'amison

Publications (1)

Publication Number Publication Date
EP1301170A1 true EP1301170A1 (de) 2003-04-16

Family

ID=8852797

Family Applications (1)

Application Number Title Priority Date Filing Date
EP01954088A Withdrawn EP1301170A1 (de) 2000-07-21 2001-07-12 Kosmetische verwendung und zusammensetzungen der stärkebetainate

Country Status (6)

Country Link
US (1) US20030175230A1 (de)
EP (1) EP1301170A1 (de)
JP (1) JP2004504338A (de)
AU (1) AU2001276440A1 (de)
FR (1) FR2811884B1 (de)
WO (1) WO2002007699A1 (de)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2819404B1 (fr) * 2001-01-12 2004-11-05 Oreal Compositions cosmetiques contenant un fructane et un polymere cationique et leurs utilisations
US7772188B2 (en) 2003-01-28 2010-08-10 Ironwood Pharmaceuticals, Inc. Methods and compositions for the treatment of gastrointestinal disorders
KR100499564B1 (ko) * 2003-03-28 2005-07-07 신석봉 모발의 재생방법 및 발모제 조성물
DE102008016709A1 (de) * 2008-03-31 2009-10-01 Sebapharma Gmbh & Co. Sonnenschutzmittel
FR2930439B1 (fr) * 2008-04-25 2012-09-21 Oreal Utilisation d'une composition cosmetique comprenant au moins un compose organique du silicium en association avec une composition de soin et/ou de lavage des fibres keratiniques
FR2930438B1 (fr) * 2008-04-25 2012-09-21 Oreal Composition cosmetique comprenant au moins un compose organique du silicium, au moins un tensioactif cationique et au moins un acide organique, et un procede de traitement cosmetique mettant en oeuvre ladite composition
PE20151205A1 (es) 2008-08-15 2015-08-31 Ironwood Pharmaceuticals Inc Formulaciones que contienen linaclotida para administracion oral
FR2940113B1 (fr) * 2008-12-23 2011-04-01 Fabre Pierre Dermo Cosmetique Hydrolysat de gomme de caroube, son procede de preparation et son utilisation en cosmetique capillaire
WO2011017502A2 (en) 2009-08-06 2011-02-10 Ironwood Pharmaceuticals, Inc. Linaclotide-containing formulations for oral administration
UA108636C2 (xx) 2010-02-17 2015-05-25 Пептид
EP3626253B8 (de) 2010-08-11 2022-04-20 Ironwood Pharmaceuticals, Inc. Stabile linaclotidformulierungen
PL2776055T3 (pl) 2011-08-17 2017-06-30 Ironwood Pharmaceuticals, Inc. Sposoby leczenia zaburzeń żołądkowo-jelitowych
JP6960937B2 (ja) 2016-03-08 2021-11-05 リビング プルーフ インコーポレイテッド 長期持続性化粧品組成物
JP7244495B2 (ja) 2017-09-13 2023-03-22 リビング プルーフ インコーポレイテッド 長期持続性の化粧品組成物
US10842729B2 (en) 2017-09-13 2020-11-24 Living Proof, Inc. Color protectant compositions
CA3084488A1 (en) 2017-11-20 2019-05-23 Living Proof, Inc. Properties for achieving long-lasting cosmetic performance
JP2023535057A (ja) 2020-07-21 2023-08-15 ケムボー・エルエルシー ジエステル化粧用配合物及びその使用
US20230019615A1 (en) * 2021-06-30 2023-01-19 L'oreal Compositions and methods for styling hair
JP2024525685A (ja) * 2021-07-13 2024-07-12 ニュートリション・アンド・バイオサイエンシーズ・ユーエスエー・フォー,インコーポレイテッド カチオン性グルカンエステル誘導体
CN115645305A (zh) * 2022-10-31 2023-01-31 阳润科技(广东)有限公司 定妆散粉及其制备方法

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
LU76955A1 (de) * 1977-03-15 1978-10-18
FR2484419B1 (fr) * 1980-06-16 1985-10-04 Meito Sangyo Kk Derives du dextranne et leurs sels, leur preparation et produits cosmetiques comprenant ces substances
FR2508795A1 (fr) * 1981-07-03 1983-01-07 Oreal Compositions cosmetiques pour le traitement des cheveux et de la peau contenant des polyamides
DE3820030C1 (de) * 1988-06-13 1989-07-27 Th. Goldschmidt Ag, 4300 Essen, De
US5138043A (en) * 1989-12-07 1992-08-11 Union Carbide Chemicals & Plastics Technology Corporation Alkoxylated alkyl glucoside ether quaternaries useful in personal care
DE4110663A1 (de) * 1991-04-03 1992-10-08 Rewo Chemische Werke Gmbh Neue ammoniumverbindungen, verfahren zu ihrer herstellung und ihre verwendung als reinigungsmittel, kosmetischer rohstoffe und weichmacher, insbesondere als weichspuelmittel fuer gewebe
US5534248A (en) * 1992-10-09 1996-07-09 Kao Corporation Toiletry composition for hair care
FR2718961B1 (fr) * 1994-04-22 1996-06-21 Oreal Compositions pour le lavage et le traitement des cheveux et de la peau à base de céramide et de polymères à groupements cationiques.
US5482704A (en) * 1994-06-28 1996-01-09 National Starch And Chemical Investment Holding Corporation Cosmetic compositions containing amino-multicarboxylate modified starch
FR2747036B1 (fr) * 1996-04-05 1998-05-15 Oreal Composition cosmetique comprenant un polymere fixant et un amidon amphotere
FR2773710B1 (fr) * 1998-01-19 2000-04-28 Rhodia Chimie Sa Utilisation dans les compositions cosmetiques, d'agents tensioactifs amphoteres pour precipiter, a la dilution, des polymeres cationiques
US6210689B1 (en) * 1998-03-18 2001-04-03 National Starch & Chemical Co. Investment Holding Corporation Keratin treating cosmetic compositions containing amphoteric polysaccharide derivatives
US5945093A (en) * 1998-04-22 1999-08-31 Amway Corporation Conditioning shampoo
GB9827224D0 (en) * 1998-12-10 1999-02-03 Unilever Plc Washing compositions

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO0207699A1 *

Also Published As

Publication number Publication date
FR2811884B1 (fr) 2003-01-31
US20030175230A1 (en) 2003-09-18
FR2811884A1 (fr) 2002-01-25
AU2001276440A1 (en) 2002-02-05
JP2004504338A (ja) 2004-02-12
WO2002007699A1 (fr) 2002-01-31

Similar Documents

Publication Publication Date Title
EP1353631B1 (de) Kosmetische zusammensetzungen die ein fructan, ein polysaccharid und ein pflegemittel enthalten und deren verwendung
EP1312616B1 (de) Herstellung von Polysaccharidbetainatverbindungen, hergestellte Verbindungen, deren Verwendung und diese enthaltenden Zusammensetzungen
EP1395234B1 (de) Kosmetische zusammensetzungen mit einer stärke und einem ester und deren verwendung
EP2213334B1 (de) Kosmetische Zusammensetzung, die eine spezifische Alkoxysilan und eine antibakterielle Gum enthält; Verwendung dieser Zusammensetzung für Haarstyling
EP1301170A1 (de) Kosmetische verwendung und zusammensetzungen der stärkebetainate
EP1312336A2 (de) Kosmetische Zusammensetzungen, die Aminosilikone und Konditionierungsmittel enthalten, und deren Verwendungen
EP2011477A1 (de) Kosmetische Reinigungszusammensetzungen enthaltend vier Tenside, ein kationisches Polymer und ein Pflegemittel und deren Verwendung
EP2184271A1 (de) Verwendung mindestens eines Lysinderivates zur Behandlung von Keratinfasern, sie enthaltende kosmetische Zubereitungen und Verfahren zur Behandlung der Fasern
FR2822680A1 (fr) Compositions cosmetiques detergentes contenant un tensioactif anionique derive d'acides amines et un agent conditionneur soluble et leurs utilisations
FR2747036A1 (fr) Composition cosmetique comprenant un polymere fixant et un amidon amphotere
FR2814064A1 (fr) Composition de lavage comprenant des particules d'oxyde d'aluminium, au moins un agent conditionneur et au moins un tensioactif detergent
FR2848428A1 (fr) Composition cosmetique et procede pour le traitement des matieres keratiniques, comprenant un compose photodimerisable
EP1572139A1 (de) Kosmetikzusammensetzungund verfahren zur behandlung von keratinsubstanzen, umfassend eineverbindung, die mittels licht dimerisiert werden kann
EP1380284B1 (de) Kosmetische Reinigungszusammensetzungen, die ein anionisches, ein amphoterisches oder nichtionischesTensid und ein Polysaccharid enthalten, und deren Verwendung
CA2233157C (fr) Composition pour le traitement des fibres keratiniques comprenant au moins un polymere fixant et au moins un compose de type ceramide et procedes
EP1872773B1 (de) Stärke und PEG Diester Fettsäure enthaltende kosmetische Zusammensetzungen und ihre Verwendungen
FR2838642A1 (fr) Utilisation d'une cyclodextrine en tant qu'agent nacrant et compositions nacrees
FR2964318A1 (fr) Utilisation pour le traitement des cheveux d'une composition comprenant au moins un bioheteropolysaccharide et des particules minerales
WO1998020846A1 (fr) Composition cosmetique a base de polymere fixant et d'agent gelifiant, procede et utilisation
WO2000015182A1 (fr) Compositions cosmetiques capillaires comprenant un copolymere dimethiconol/isophorone diisocyanate et une silicone arylee
FR2852237A1 (fr) Compositions cosmetiques contenant un copolymere d'acide methacrylique, une cyclodextrine et un tensioactif et leurs utilisations
EP2065023A2 (de) Haarstylingzusammensetzung, enthaltend mindestens ein (Meth-)Acrylcopolymer und mindestens ein Perlglanzagens
WO2006056692A1 (fr) Composition cosmetique comprenant au moins un polymere fixant et au moins un hydroxyalkyl uree
EP1461002A1 (de) Einen an biotin oder ein komplexierungsreagens gebundenen kosmetischen wirkstoff enthaltende haarpflegemischung
FR2795954A1 (fr) Composition cosmetique comprenant au moins un fructane cationique et au moins un polymere coiffant

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20030120

AK Designated contracting states

Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE TR

AX Request for extension of the european patent

Extension state: AL LT LV MK RO SI

RBV Designated contracting states (corrected)

Designated state(s): AT BE CH CY DE ES FR GB IT LI

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 20050201