Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
  • A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q5/00—Preparations for care of the hair
  • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
  • A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q5/00—Preparations for care of the hair
  • A61Q5/10—Preparations for permanently dyeing the hair
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
  • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
  • A61K2800/54—Polymers characterized by specific structures/properties
  • A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
  • A61K2800/5424—Polymers characterized by specific structures/properties characterized by the charge anionic
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
  • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
  • A61K2800/57—Compounds covalently linked to a(n inert) carrier molecule, e.g. conjugates, pro-fragrances

Definitions

• the invention relates to a method for dyeing hair from a colored anionic polyelectrolyte.
• Temporary stains are stains that have low water or rubbing toughness and are largely removed from the first shampoo.
• patent applications EP 747 036 and EP 852 843 propose temporary staining from water dispersible color polymers containing sulfo groups and which comprises carbonyloxy bonds and a chromophore.
• US Patent 4 91 1731 discloses a temporary coloring method which consists of applying to the hair a complex formed of a particular cationic polymer and an anionic colored polymer, then rinsing the hair thus colored.
• the object of the present invention is to provide a novel process for temporary staining of keratinous fibers which does not have the drawbacks of the prior art stains, in particular, intense, visible coloring dark hair that is resistant to water or friction but which are largely eliminated in the first shampoo and are easy to implement.
• This object is achieved with the present invention which relates to a process for dyeing keratinous fibers having a pitch of less than 6 comprising the application of a composition containing at least one colored polyelectrolyte with anionic chromophore, this application being not followed by a step of rinsing the fibers.
• the method of the present invention makes it possible in particular to obtain a coloring of dark keratin fibers (pitch of less than 6), temporary and fast which can be implemented in a single step, without degradation of the fibers.
• the coloration obtained is otherwise non-staining.
• the staining is easily removed from the skin by simple rinsing. It is easily erasable shampoos.
• the resulting color is instantly visible. Drying for example with a hairdryer or helmet can be practiced immediately. The hair can also be dried in the open air. On dark hair, a visible coloration is obtained which is very different from the coloration of the colored polymer with anionic chromophore in solution.
• the colorations obtained are fleeting since they fade from the first shampoo and disappear in a few shampoos.
• the method of the invention makes it possible in particular to obtain a visible coloration on natural dark hair or previously colored for example by an oxidation or direct coloration.
• Anionic chromophore-colored polyelectrolyte is understood to mean a polymer chain with pendant grafts made up of coloring units, the charge constituting the anionic nature of the polymer being carried by the colored graft.
• the resulting charge must be anionic. There may be multiple charges per repetitive unit.
• These polymers may be totally or partially soluble in water. They are generally used in neutralized form with one or more counterions chosen from cations derived from alkali or alkaline earth metals, hydroxylated or non-hydroxylated organic amines, and ammonium ions.
• Such colored anionic polyelectrolyte comprises, for example, at least one unit represented by:
• COL represents the chromophore which is attached to the polymer backbone either directly or via a linear or branched saturated or unsaturated hydrocarbon-based X chain comprising from 1 to 10 carbon atoms, preferably from 1 to 6 carbon atoms, carbon and at least one of the carbon atoms can be replaced by a heteroatom selected from sulfur, silicon, phosphorus, selenium, nitrogen, oxygen, an SO 2 group, the hydrocarbon chain may be substituted for the no, the polymer comprising at least one negative charge by the chromophore, and n represents the number of repeating units of this type present in the polymer. Generally, n is between 1 and 1000, preferably between 1 and 500. Y is the counter ion. These polymers can be in blocks, sequences or statistics.
• radicals alkyl, hydroxy, alkoxy, hydroxyalkyl, halogens, amino radicals, amino radicals mono or disubstituted by an alkyl or hydroxyalkyl radical.
• chromophores there may be mentioned radicals derived from nitrobenzene dyes, azo, phenotiazine, xanthene, phenanthridine, phthalocyanine, those derived from triarylmethane, and those obtained from direct dyes with carbonyl group.
• chromophores of this type mention may be made, for example, of chromophores derived from the dyes chosen from acridone, benzoquinone, anthraquinone, naphthoquinone, benzanthrone, anthranthrone, pyranthrone, pyrazolanthrone, pyrimidinoanthrone, flavanthrone, indanthrone, flavone, (iso) violanthrone, isoindolinone.
• dyes chosen from acridone, benzoquinone, anthraquinone, naphthoquinone, benzanthrone, anthranthrone, pyranthrone, pyrazolanthrone, pyrimidinoanthrone, flavanthrone, indanthrone, flavone, (iso) violanthrone, isoindolinone.
• benzimidazolone isoquinolinone, anthrapyridone, pyrazoloquinazolone, perinone, quinacridone, quinophthalone, indigo, thioindigo, naphthalimide, anthrapyrimidine, diketopyrrolopyrrole, coumarin.
• the chromophore is substituted with at least one sulphonate, carboxylate, phosphate, phosphonate and sulphate group.
• the colored anionic polyelectrolyte corresponds to the formula:
• COL is an anionic chromophore radical
• the amount of colored anionic polymer in the composition applied to the fibers is generally between 0.01% and 20%, preferably between 0.1% and 5%.
• the composition is an aqueous composition.
• the composition containing the colored anionic polymer contains one or more organic and / or inorganic salts.
• organic salt mention may be made of sodium citrate.
• inorganic salt mention may be made of sodium chloride, ammonium sulfate, magnesium chloride or calcium chloride.
• the amount of organic or inorganic salts is in general between 10 -4 and 2 mol / l, preferably between 10 3 and 1 mol / l. According to a particularly preferred embodiment, the amount of salts is 10 -2 and 1 mol / l.
• the composition useful in the process of the present invention is generally water or a mixture of water and at least one organic solvent for solubilizing compounds that are not sufficiently soluble in water.
• organic solvent there may be mentioned, for example lower alkanols dC 4 , such as ethanol and isopropanol; polyols and polyol ethers such as 2-butoxyethanol, propylene glycol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether and monomethyl ether, as well as aromatic alcohols such as benzyl alcohol or phenoxyethanol, and mixtures thereof.
• the solvents are preferably present in proportions preferably of between 1 and 80% by weight approximately relative to the total weight of the composition, and even more preferably between 5 and 60% by weight approximately.
• compositions which are useful in the process of the invention may also contain various adjuvants conventionally used in compositions for dyeing hair, such as mineral or organic thickeners, and in particular anionic, cationic, nonionic and amphoteric polymeric associative thickeners. antioxidants, penetrating agents, sequestering agents, perfumes, buffers, dispersing agents, conditioning agents, ceramides, preservatives, opacifying agents.
• compositions useful in the process of the invention may further contain at least one thickening polymer also called "rheology adjusting agents".
• the thickening agents may be chosen from fatty acid amides (diethanol or coconut monoethanol amide, oxyethylenated alkyl ether carboxylic acid monoethanolamide), cellulose thickeners (hydroxyethylcellulose, hydroxypropylcellulose, carboxymethylcellulose), guar gum and its derivatives (hydroxypropylguar), gums of microbial origin (xanthan gum, scleroglucan gum), crosslinked homopolymers of acrylic acid or acrylamidopropanesulfonic acid and associative polymers (water-soluble polymers comprising hydrophilic zones, and hydrophobic zones to fatty chain capable, in an aqueous medium, to associate reversibly with each other or with other molecules.)
• compositions may further contain at least one surfactant
• surfactants suitable for the implementation of the present invention are surfactants well known per se (see in particular in this regard "Handbook of Surfactants” by MR PORTER, Blackie editions). Son (Glasgow and London), 1991, pp. 16-178) and their nature does not, in the context of the present invention, of a critical nature.
• compositions applied to the keratin fibers may also comprise one or more oxidation dye precursors: one or more oxidation bases and / or one or more couplers.
• the oxidation bases are chosen from para-phenylenediamines, bisphenylalkylenediamines, para-aminophenols, ortho-aminophenols, heterocyclic bases and their addition salts.
• the oxidation base (s) present are generally present in an amount ranging from 0.001 to 20% by weight approximately of the total weight of the dyeing composition, preferably ranging from 0.005 to 6%.
• compositions may contain one or more couplers conventionally used for dyeing keratinous fibers.
• couplers there may be mentioned meta-phenylenediamines, meta-aminophenols, meta-diphenols, naphthalenic couplers, heterocyclic couplers and their addition salts.
• the coupler or couplers are generally present in an amount ranging from 0.001 to 20% by weight of the total weight of the dyeing composition, preferably ranging from 0.005 to 6%.
• the addition salts of the oxidation bases and couplers that can be used in the context of the invention are chosen especially from the addition salts with an acid such as hydrochlorides, hydrobromides, sulphates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates and acetates and addition salts with a base such as sodium hydroxide, potassium hydroxide, ammonia, amines or alkanolamines.
• compositions that are useful may also contain one or more additional direct dyes that can be chosen in particular from nitro dyes of the benzene series, neutral, acidic or cationic dyes, acid or cationic neutral azo direct dyes, direct quinone dyes and in particular neutral anthraquinone dyes.
• additional direct dyes can be chosen in particular from nitro dyes of the benzene series, neutral, acidic or cationic dyes, acid or cationic neutral azo direct dyes, direct quinone dyes and in particular neutral anthraquinone dyes.
• acidic or cationic, direct azine dyes, triarylmethane direct dyes, indoamine direct dyes and natural direct dyes may also contain one or more additional direct dyes that can be chosen in particular from nitro dyes of the benzene series, neutral, acidic or cationic dyes, acid or cationic neutral azo direct dyes, direct quinone dyes and in particular neutral anthraquinone dyes
• the direct dye (s) generally represent from 0.001 to 20% by weight approximately of the total weight of the aqueous solution in which they are present, still more preferably from 0.005 to 10% by weight approximately.
• the pH of the composition applied to the fibers is in general between 2 and 12, preferably between 3 and 8. It can be adjusted to the desired value by means of acidifying or basifying agents usually used for dyeing keratin fibers or else still using conventional buffer systems.
• acidifying agents mention may be made, by way of example, of mineral or organic acids such as hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids such as acetic acid, tartaric acid, citric acid, lactic acid, sulphonic acids.
• mineral or organic acids such as hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids such as acetic acid, tartaric acid, citric acid, lactic acid, sulphonic acids.
• alkalinizing agents that may be mentioned, by way of example, are ammonia, alkaline carbonates, alkanolamines such as mono-, di- and triethanolamines and their derivatives, sodium or potassium hydroxides and following formula (II):
• R FL d (ll) wherein W is a propylene residue optionally substituted by a hydroxyl group or an alkyl radical in dC 4 ; R 3 , Rb, R c and R d , identical or different,
• an oxidizing agent may be used.
• the oxidizing agents conventionally used for the oxidation dyeing of keratin fibers are, for example, hydrogen peroxide, urea peroxide, alkali metal bromates, persalts such as perborates and persulfates, peracids and oxidase enzymes. among which there may be mentioned peroxidases, 2-electron oxidoreductases such as uricases and 4-electron oxygenases such as laccases. Hydrogen peroxide is particularly preferred.
• This oxidizing agent may also be present in one or other of the compositions useful in the invention or applied independently.
• the oxidizing composition may also contain various adjuvants conventionally used in compositions for dyeing hair and as defined above.
• the exposure time of each of the compositions is not a limiting factor since it is possible to obtain the coloration of the keratin fibers instantly, which makes it possible to carry out the drying of the fibers at the end of the application of the composition comprising the colored polyelectrolyte. It is however possible to respect a time of installation.
• the method of the invention may comprise one or more pre-treatment steps, for example a cationic polymer treatment step, this or these pre-treatment steps being able to be followed by a step of rinsing.
• the process of the invention may be carried out at a temperature varying between room temperature (20-25 ° C.) and 200 ° C., preferably between room temperature and 60 ° C.
• the method is implemented on dark hair having a pitch of less than 6, preferably less than or equal to 4.
• the pitch is commonly used in hair dyeing. They are in particular described in "Science of Capillary Treatments" by C. ZVIAK, Ed. Masson 1988, p. 278.
• a hydroalcoholic lotion (50:50) containing 0.5% poly S-1 19 is applied to a lock of natural hair with 90% white hair. The application is immediately followed by a drying step by hair dryer. The orange color obtained is very aesthetic and fades from the first shampoo.
• Example 1 The lotion of Example 1 is applied to a lock of natural hair with 90% of white hair previously colored black (pitch equal to 1). The application is immediately followed by a drying step (dryer). A very visible and very bright green color appears instantly. This color fades at the first shampoo.
• EXAMPLE 3 The lotion of Example 1 is applied to a lock of natural hair with 90% of white hair previously colored black (pitch equal to 1). The application is immediately followed by a drying step (dryer). A very visible and very bright green color appears instantly. This color fades at the first shampoo.
• Example 3 The lotion of Example 3 is applied to a lock of natural hair with 90% of white hair previously stained black (pitch equal to 1). The application is immediately followed by a drying step in the dryer. A very visible and very bright blue-dark color appears instantly. This color fades at the first shampoo.

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• 2007
  • 2007-09-17 WO PCT/FR2007/051950 patent/WO2008032004A2/fr active Application Filing
  • 2007-09-17 MX MX2009002595A patent/MX2009002595A/es not_active Application Discontinuation
  • 2007-09-17 KR KR1020097005028A patent/KR20090051091A/ko not_active Application Discontinuation
  • 2007-09-17 EP EP07848323A patent/EP2066296A2/fr not_active Withdrawn
  • 2007-09-17 JP JP2009527875A patent/JP2010503647A/ja active Pending
  • 2007-09-17 US US12/440,446 patent/US20100028282A1/en not_active Abandoned

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