WO2012159920A1 - Composition de soins capillaires - Google Patents
Composition de soins capillaires Download PDFInfo
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- WO2012159920A1 WO2012159920A1 PCT/EP2012/058920 EP2012058920W WO2012159920A1 WO 2012159920 A1 WO2012159920 A1 WO 2012159920A1 EP 2012058920 W EP2012058920 W EP 2012058920W WO 2012159920 A1 WO2012159920 A1 WO 2012159920A1
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- WIPO (PCT)
- Prior art keywords
- composition
- kit
- cationic
- hair
- surfactant
- Prior art date
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Classifications
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- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
-
- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/26—Aluminium; Compounds thereof
-
- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/27—Zinc; Compounds thereof
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
-
- 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
- A61K8/67—Vitamins
- A61K8/676—Ascorbic acid, i.e. vitamin C
-
- 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
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
- A61K8/9783—Angiosperms [Magnoliophyta]
- A61K8/9789—Magnoliopsida [dicotyledons]
-
- 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
Definitions
- the present invention relates to kits and methods for colouring hair. Background
- WO/1999/01 1223 discloses a hair treatment composition suitable for application to dark hair comprising at least one melanin or melanin-type compound derived from hydroglycolic extract of plants selected from: Vaccinium myrtillus, Indigofera tinctoria and Sarathamnus scoparus.
- WO2010/131049 discloses dye mixtures comprising polyphenolic materials, these materials being obtained from botanical sources.
- the polyphenolic materials comprise anthocyanin compounds.
- the present invention describes naturally derived colourants that are easily obtainable and when applied to the hair provides excellent coloration.
- kits for colouring hair comprising: (i) a first composition comprising at least one metal ion in the form of a salt and/or complex in which the metal is selected from iron, copper, zinc or aluminium; and
- the invention also relates to a method of colouring hair by applying to the hair sequentially in any order the compositions of the kit described above.
- compositions of the invention are generally aqueous, i.e. they have water or an aqueous solution or a lyotropic liquid crystalline phase as their major component.
- the composition will comprise from 50 to 98 %, preferably from 60 to 90 % water by weight based on the total weight of the composition.
- Compositions of the invention preferably comprise from 0.01 to 10 wt% of the total first composition of at least one metal ion in which the metal is selected from iron, copper, zinc or manganese. More preferably, the level of metal ion is from 0.1 wt% to 5 wt% of the total shampoo composition, most preferably from 0.2 wt% to 3 wt%.
- the level of metal ion in the formulation may be determined by quantitative elemental analysis. For the avoidance of doubt, if the formulation contains 2 wt% of the complex
- the ligand-metal complex may be pre-formed before addition to the shampoo for example iron (II) gluconate, iron (II) glutamate.
- the ligand metal complex may be formed in the composition by the addition of an iron salt and the ligand, for example FeC ⁇ and sodium lactate.
- the mole ratio of iron ion to ligand is from 1 :1 to 1 :4, more preferably from 1 :1 .5 to 1 :2.5
- the metal ion is in the form of a complex that is soluble in aqueous solution at the pH of the formulation.
- the metal ion in the form of a complex has a solubility in demineralised water at the pH of the formulation of greater than 0.1 g/L.
- the ability of a ligand to complex with a metal ion, M n+ may be defined by its pM n+ value, wherein
- pM n+ -logio[M n+ ]f r ee and the ligand concentration is 10 "5 mol/L and the total metal ion concentration is 10 "6 mol/L and [M n+ ] fre e ' ⁇ s the molar concentration of uncomplexed metal ions.
- the ligand used has a lower pM n+ , than gallic acid.
- the pM n+ are greater than 8 more preferably greater than 10.
- the ligand is not a polyamino carboxylic acid, and such ligands are preferably present at weight % levels of less than 1 /30th of the main ligand, preferably they are absent from the shampoo.
- a polyamino carboxylic acid is a compound containing two or more amines connected through carbon atoms to two or more carboxylic acid groups. 2,2',2",2"'-(Ethane-1 ,2-diyldinitrilo)tetraacetic acid is a polyamino carboxylic acid. Diethylene triamine pentaacetic acid is a polyamino carboxylic acid. Ethylenediamine-/V,/V'-disuccinic acid is a polyamino carboxylic acid.
- the ligands are selected from gluconate, tartrate, ascorbate, citrate and lactate Particularly preferred are gluconate, lactate or ascorbate.
- the iron is only in a composition which further comprises a cleansing surfactant, such as a shampoo composition.
- compositions of the first invention comprise surfactant.
- the surfactant may be anionic, non-ionic and or amphoteric/zwitterionic.
- Anionic Surfactants may be anionic, non-ionic and or amphoteric/zwitterionic.
- Anionic surfactants may be present from 0.5 wt% to 45 wt%, more preferably from 1 .5 to 20 wt% of the first composition.
- Suitable anionic cleansing surfactants are alkyl ether sulphates, alkyl sulphates, alkaryl sulphonates, alkanoyl isethionates, alkyl succinates, alkyl
- alkyl ether sulphosuccinates especially sodium, magnesium, ammonium and mono-, di- and
- the alkyl and acyl groups generally contain from 8 to 18, preferably from 10 to 16 carbon atoms and may be unsaturated.
- the alkyl ether sulphates, alkyl ether sulphosuccinates, alkyl ether phosphates and alkyl ether carboxylic acids and salts thereof may contain from 1 to 20 ethylene oxide or propylene oxide units per molecule.
- anionic cleansing surfactants are sodium lauryl sulphate, sodium lauryl ether sulphosuccinate(n)EO, (where n is from 1 to 3), ammonium lauryl sulphate, ammonium lauryl ether sulphate(n)EO, (where n is from 1 to 3), sodium cocoyi isethionate and lauryl ether carboxylic acid (n) EO (where n is from 10 to 20).
- the anionic surfactant comprises alkyl ether sulphates (AES), more preferably lauryl ether sulphate, most preferred sodium lauryl ether sulfate (SLES).
- the SLES has from 1 to 3 ethoxy groups.
- the fraction of AES surfactant in the surfactant mix ( ⁇ AES) may be defined as
- FAES (Wt% AES surfactant) / (total wt% of all surfactants).
- the AES surfactant is the major surfactant component and ⁇ AES > 0.5, More preferably ⁇ AES > 0.8.
- the level of alkyl ether sulphate is preferably from 0.5 wt% to 25 wt% of the total first composition, more preferably from 3 wt% to 18 wt%, most preferably from 6 wt% to 15 wt% of the total first composition.
- Nonionic surfactant preferably from 0.5 wt% to 25 wt% of the total first composition, more preferably from 3 wt% to 18 wt%, most preferably from 6 wt% to 15 wt% of the total first composition.
- Shampoo compositions of the invention may comprise nonionic surfactant, preferably from 0 to 10 wt%, more preferably from 0 to 5 wt%, most preferably no nonionic surfactant is present.
- Nonionic surfactants that can be included in shampoo compositions of the invention include condensation products of aliphatic (Cs - Cis) primary or secondary linear or branched chain alcohols or phenols with alkylene oxides, usually ethylene oxide and generally having from 6 to 30 ethylene oxide groups.
- Alkyl ethoxylates are particularly preferred. Most preferred are alkyl ethoxylates having the formula R-(OCH 2 CH 2 ) n OH, where R is an alkyl chain of C12 to C15, and n is 5 to 9.
- Other suitable nonionic surfactants include mono- or di-alkyl alkanolamides. Examples include coco mono- or di-ethanolamide and coco mono- isopropanolamide.
- nonionic surfactants which can be included in shampoo compositions of the invention are the alkyl polyglycosides (APGs).
- APG is one which comprises an alkyl group connected (optionally via a bridging group) to a block of one or more glycosyl groups.
- Preferred APGs are defined by the following formula: wherein R is a branched or straight chain alkyl group which may be saturated or unsaturated and G is a saccharide group.
- R may represent a mean alkyl chain length of from about C 5 to about C20.
- R represents a mean alkyl chain length of from about Cs to about C12. Most preferably the value of R lies between about 9.5 and about 10.5.
- G may be selected from C 5 or Ce monosaccharide residues, and is preferably a glucoside. G may be selected from the group comprising glucose, xylose, lactose, fructose, mannose and derivatives thereof. Preferably, G is glucose.
- the degree of polymerisation, n may have a value of from about 1 to about 10 or more.
- the value of n lies from about 1 .1 to about 2.
- Most preferably the value of n lies from about 1 .3 to about 1 .5.
- Suitable alkyl polyglycosides for use in the invention are commercially available and include for example those materials identified as: Oramix NS10 ex Seppic; Plantaren 1200 and Plantaren 2000 ex Henkel.
- Other sugar-derived nonionic surfactants which can be included in compositions of the invention include the C10-C18 N-alkyl (Ci-Ce) polyhydroxy fatty acid amides, such as the C12-C18 N-methyl glucamides, as described for example in WO 92 06154 and US 5 194 639, and the N-alkoxy polyhydroxy fatty acid amides, such as C10-C18 N-(3-methoxypropyl) glucamide.
- Amphoteric or zwitterionic surfactant can be included in an amount ranging from 0 to about 8 wt%, preferably from 1 wt% to 4 wt% of the total shampoo composition.
- amphoteric or zwitterionic surfactants include alkyi amine oxides, alkyi betaines, alkyi amidopropyl betaines, alkyi sulphobetaines (sultaines), alkyi glycinates, alkyi carboxyglycinates, alkyi amphoacetates, alkyi amphopropionates, alkylamphoglycinates, alkyi amidopropyl hydroxysultaines, acyl taurates and acyl glutamates, wherein the alkyi and acyl groups have from 8 to 19 carbon atoms.
- Typical amphoteric and zwitterionic surfactants for use in shampoos of the invention include lauryl amine oxide, cocodimethyl sulphopropyl betaine, lauryl betaine, cocamidopropyl betaine and sodium cocoamphoacetate.
- the shampoo composition comprises from 0.5 wt% to 3 wt% of a betaine.
- a particularly preferred amphoteric or zwitterionic surfactant is cocoamidopropyl betaine. Mixtures of any of the foregoing amphoteric or zwitterionic surfactants may also be suitable. Preferred mixtures are those of cocoamidopropyl betaine with further amphoteric or zwitterionic surfactants as described above. A preferred further amphoteric or zwitterionic surfactant is sodium cocoamphoacetate.
- the total amount of surfactant (including any co-surfactant, and/or any emulsifier) in a shampoo composition of the invention is generally from 1 w% to 50 %, preferably from 2 w% to 40 %, more preferably from 5 %to 25% by total weight surfactant based on the total weight of the composition.
- Cationic Polymers are preferred ingredients in a shampoo composition of the invention for enhancing performance.
- Suitable cationic polymers may be homopolymers which are cationically substituted or may be formed from two or more types of monomers.
- the weight average (M w ) molecular weight of the polymers will generally be between 100, 000 and 2 million daltons.
- the polymers will have cationic nitrogen containing groups such as quaternary ammonium or protonated amino groups, or a mixture thereof. If the molecular weight of the polymer is too low, then the conditioning effect is poor. If too high, then there may be problems of high extensional viscosity leading to stringiness of the composition when it is poured.
- the cationic nitrogen-containing group will generally be present as a substituent on a fraction of the total monomer units of the cationic polymer.
- the polymer is not a homopolymer it can contain spacer non-cationic monomer units.
- Such polymers are described in the CTFA Cosmetic Ingredient Directory, 3rd edition.
- the ratio of the cationic to non-cationic monomer units is selected to give polymers having a cationic charge density in the required range, which is generally from 0.2 to 3.0 meq/gm.
- the cationic charge density of the polymer is suitably determined via the Kjeldahl method as described in the US
- Suitable cationic polymers include, for example, copolymers of vinyl monomers having cationic amine or quaternary ammonium functionalities with water soluble spacer monomers such as (meth)acrylamide, alkyi and dialkyi (meth)acrylamides, alkyi (meth)acrylate, vinyl caprolactone and vinyl pyrrolidine.
- the alkyi and dialkyi substituted monomers preferably have C1 -C7 alkyi groups, more preferably C1 -3 alkyi groups.
- Other suitable spacers include vinyl esters, vinyl alcohol, maleic anhydride, propylene glycol and ethylene glycol.
- the cationic amines can be primary, secondary or tertiary amines, depending upon the particular species and the pH of the composition. In general secondary and tertiary amines, especially tertiary, are preferred.
- Amine substituted vinyl monomers and amines can be polymerized in the amine form and then converted to ammonium by quaternization.
- the cationic polymers can comprise mixtures of monomer units derived from amine- and/or quaternary ammonium-substituted monomer and/or compatible spacer monomers.
- Suitable cationic polymers include, for example: cationic diallyl quaternary ammonium-containing polymers including, for example, dimethyldiallylammonium chloride homopolymer and copolymers of acrylamide and dimethyldiallylammoniunn chloride, referred to in the industry (CTFA) as Polyquaternium 6 and Polyquaternium 7, respectively; mineral acid salts of amino-alkyl esters of homo-and co-polymers of unsaturated carboxylic acids having from 3 to 5 carbon atoms, (as described in U.S. Patent 4,009,256); cationic polyacrylamides(as described in WO95/2231 1 ).
- CTFA cationic diallyl quaternary ammonium-containing polymers
- Cationic polysaccharide polymers suitable for use in compositions of the invention include monomers of the formula:
- R is an alkylene, oxyalkylene, polyoxyalkylene, or hydroxyalkylene group, or combination thereof.
- R 1 , R 2 and R 3 independently represent alkyl, aryl, alkylaryl, arylalkyl, alkoxyalkyl, or alkoxyaryl groups, each group containing up to about 18 carbon atoms.
- the total number of carbon atoms for each cationic moiety i.e., the sum of carbon atoms in R 1 , R 2 and R 3
- X is an anionic counterion.
- cationic cellulose includes the polymeric quaternary ammonium salts of hydroxyethyl cellulose reacted with lauryl dimethyl ammonium-substituted epoxide, referred to in the industry (CTFA) as Polyquaternium 24. These materials are available from the Amerchol Corporation, for instance under the tradename Polymer LM-200.
- Suitable cationic polysaccharide polymers include quaternary nitrogen- containing cellulose ethers (e.g. as described in U.S. Patent 3,962,418), and copolymers of etherified cellulose and starch (e.g. as described in U.S. Patent 3,958,581 ).
- a particularly suitable type of cationic polysaccharide polymer that can be used is a cationic guar gum derivative, such as guar hydroxypropyltrimethylammonium chloride (commercially available from Rhodia in their JAGUAR trademark series).
- a cationic guar gum derivative such as guar hydroxypropyltrimethylammonium chloride (commercially available from Rhodia in their JAGUAR trademark series).
- examples of such materials are JAGUAR C13S, JAGUAR C14, JAGUAR C15, JAGUAR C17 and JAGUAR C16 Jaguar CHT and JAGUAR C162. Mixtures of any of the above cationic polymers may be used.
- Cationic polymer will generally be present in a shampoo composition of the invention at levels of from 0.01 % to 5%, preferably from 0.03 % to 1 %, more preferably from 0.05 % to 0.5% by total weight of cationic polymer based on the total weight of the composition.
- anthocyanin is removed from the grape.
- Ripe grapes are preferred.
- hydrocarbon oils include paraffin oil, mineral oil, saturated and unsaturated dodecane, saturated and unsaturated tridecane, saturated and unsaturated tetradecane, saturated and unsaturated pentadecane, saturated and unsaturated hexadecane, and mixtures thereof.
- Branched-chain isomers of these compounds, as well as of higher chain length hydrocarbons, can also be used.
- Such conditioner compositions will typically comprise one or more conditioning surfactants which are cosmetically acceptable and suitable for topical application to the hair.
- Suitable conditioning surfactants include those selected from cationic surfactants, used singly or in admixture.
- the cationic surfactants have the formula N + R 1 R 2 R 3 R 4 wherein R 1 , R 2 , R 3 and R 4 are independently (Ci to C 3 o) alkyl or benzyl.
- R 1 , R 2 , R 3 and R 4 are independently (Ci to C 3 o) alkyl or benzyl.
- one, two or three of R 1 , R 2 , R 3 and R 4 are independently (C 4 to C30) alkyl and the other R 1 , R 2 , R 3 and R 4 group or groups are (C1-C6) alkyl or benzyl.
- Alkyl groups are optionally ethoxylated on the alkyl chain with one or more ethyleneoxy groups.
- Suitable cationic surfactants for use in conditioner compositions according to the invention include cetyltrimethylammonium chloride, behenyltrimethylammonium chloride, cetylpyridinium chloride, tetramethylammonium chloride,
- dodecyltrimethylammonium chloride dodecyltrimethylammonium chloride, hexadecyltrimethylammonium chloride, octyldimethylbenzylammonium chloride, decyldimethylbenzylammonium chloride, stearyldinnethylbenzylannnnoniunn chloride, didodecyldimethylammonium chloride, dioctadecyldimethylammonium chloride, tallowtrimethylammoniunn chloride, dihydrogenated tallow dimethyl ammonium chloride (eg, Arquad 2HT/75 from Akzo Nobel), cocotrimethylammonium chloride, PEG-2-oleammonium chloride and the corresponding hydroxides thereof.
- dodecyltrimethylammonium chloride hexadecyltrimethylammonium chloride, octyldimethylbenzylammonium chloride, decyl
- behenyltrimethylammonium chloride available commercially, for example as GENAMIN KDMP, ex Clariant.
- R 2 and R 3 are independently selected from hydrocarbyl chains of from 1 to
- m is 2 or 3, i.e. an ethylene or propylene group.
- arachidamidopropyldiethylamine arachid-amidoethyldiethylamine
- arachidamidoethyldimethylamine and mixtures thereof.
- amidoamines useful herein include:
- the primary role of the acid is to protonate the amidoamine in the hair treatment composition thus forming a tertiary amine salt (TAS) in situ in the hair treatment composition.
- TAS tertiary amine salt
- the TAS in effect is a non-permanent quaternary ammonium or pseudo-quaternary ammonium cationic surfactant.
- the level of cationic surfactant will generally range from 0.01 % to 10 %, more preferably 0.05 % to 7.5 %, most preferably 0.1 % to 5 % by weight of the composition.
- Conditioners of the invention will typically also incorporate a fatty alcohol. The combined use of fatty alcohols and cationic surfactants in conditioning
- compositions is believed to be especially advantageous, because this leads to the formation of a lamellar phase, in which the cationic surfactant is dispersed.
- Representative fatty alcohols comprise from 8 to 22 carbon atoms, more preferably 16 to 22.
- Fatty alcohols are typically compounds containing straight chain alkyl groups. Examples of suitable fatty alcohols include cetyl alcohol, stearyl alcohol and mixtures thereof. The use of these materials is also
- compositions of the present invention may also contain adjuncts suitable for hair care.
- Such ingredients are included individually at a level of up to 2 wt%, preferably up to 1 wt% of the total composition.
- Suitable hair care adjuncts include amino acids, sugars and ceramides and viscosity modifiers.
- the method of colouring hair comprising the steps of applying to hair sequentially in any order: (i) a first composition comprising at least one metal ion in the form of a salt and/or complex in which the metal is selected from iron, copper, zinc or aluminium; and
- the compositions of the invention are applied to wet hair, necessitating the step of wetting the hair before application of the compositions of the invention.
- the method preferably comprises the step of rinsing hair between application of the first composition (i) and the second composition (ii). It is highly preferred if the hair is rinsed after application of both compositions of the invention.
- each composition applied to the head of hair is preferably from 5g to 100g.
- each composition remains on the hair for 5 to 600 seconds, more prefrablyl 0-300 seconds.
- the water used to wet and rinse the hair has a French hardness of from 0 to 36 degrees, more preferably 0 to 24 degrees, most preferably from 0 to 2 degrees.
- the water used to wet and rinse the hair contains less than 1 ppm of chlorine based bleaching agents such as chlorine dioxide or hypochlorite. Most preferably less than 50ppb
- chlorine based bleaching agents such as chlorine dioxide or hypochlorite.
- Most preferably less than 50ppb The invention will now be illustrated by the following non-limiting examples. Examples of the invention are illustrated by a number, comparative examples are illustrated by a letter. Examples
- the white grape juice used was Nutriphy ® White grape 100 (ex Christian
- the red grape juice used was Nutriphy® Red Grape 100 (ex Christian Hansen)
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Abstract
L'invention concerne un kit pour colorer les cheveux comprenant: (i) une première composition comprenant au moins un ion métallique sous la forme d'un sel et/ou d'un complexe dans lequel le métal est sélectionné dans le groupe comprenant le fer, le cuivre, le zinc ou l'aluminium; et (ii) une seconde composition comprenant du raisin liquéfié, en purée, de la pulpe, du concentré de l'extrait ou du jus de raisin.
Applications Claiming Priority (2)
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EP11167452.9 | 2011-05-25 | ||
EP11167452 | 2011-05-25 |
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WO2012159920A1 true WO2012159920A1 (fr) | 2012-11-29 |
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PCT/EP2012/058920 WO2012159920A1 (fr) | 2011-05-25 | 2012-05-14 | Composition de soins capillaires |
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EP2196180A2 (fr) * | 2008-12-12 | 2010-06-16 | L'Oreal | Procédé de coloration capillaire à partir d'une composition comprenant au moins un orthodiphenol, un sel métallique, du péroxyde d'hydrogène et du (bi)carbonate |
WO2010131049A2 (fr) | 2009-05-15 | 2010-11-18 | University Of Leeds | Teintures pour cheveux naturelles |
US20100313362A1 (en) * | 2009-06-15 | 2010-12-16 | Alex Vainshelboim | Henna and vegetable dye based compositions for coloring of human hair |
CN102061633A (zh) * | 2010-12-10 | 2011-05-18 | 江南大学 | 自葡萄籽提取的天然染料染蛋白质纤维及其织物的方法 |
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US3962418A (en) | 1972-12-11 | 1976-06-08 | The Procter & Gamble Company | Mild thickened shampoo compositions with conditioning properties |
US4009256A (en) | 1973-11-19 | 1977-02-22 | National Starch And Chemical Corporation | Novel shampoo composition containing a water-soluble cationic polymer |
EP0327345A2 (fr) * | 1988-02-04 | 1989-08-09 | Wella Aktiengesellschaft | Composition pour rendre plus foncé les cheveux |
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