# US 2014/0150185 A1 · Dyeing process using a natural dye on keratin fibres that have undergone permanent reshaping > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2014/0150185 A1 - Document ID: US20140150185A1 - Status: Published application - Kind: A1 - Application number: 14/234,124 - Filed: 2012-07-20 - Published: 2014-06-05 - Earliest claimed: 2011-07-21 - Assignees: L'oreal - Inventors: Boris Lalleman - Web page: https://patentgrep.com/patent/US20140150185A1 ## CPC - A61K 8/43: Guanidines - A61K 8/35: Ketones, e.g. benzophenone - A61K 8/44: Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof - A61K 8/447: {containing sulfur} - A61K 8/4913: {having five membered rings, e.g. pyrrolidone carboxylic acid} - A61K 8/9789: Magnoliopsida [dicotyledons] - A61K 8/9794: Liliopsida [monocotyledons] - A61Q 5/04: Preparations for permanent waving or straightening the hair - A61Q 5/065: {Preparations for temporary colouring the hair, e.g. direct dyes} - A61Q 5/10: Preparations for permanently dyeing the hair - A61K 2800/884: Sequential application - A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D) - A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS ## Abstract Dyeing process using a natural dye on keratin fibres that have undergone permanent reshaping The present invention relates to a process for dyeing keratin fibres, in particular human keratin fibres such as the hair, in which: a) an aqueous alkaline composition comprising one or more alkaline agents in an amount such that the pH of the composition is greater than at least 10 is applied to the said fibres, or a reducing composition comprising one or more reducing agents and then an oxidizing composition are applied to the said fibres, b) the said fibres are optionally rinsed, c) optionally, the treatment is neutralized, and the fibres are washed with shampoo and rinsed, d) optionally, the fibres are dried or left to dry, e) a dye composition comprising, in a cosmetically accept able medium, one or more natural dyes is applied to the said fibres, f) optionally, the fibres are washed and rinsed, g) the fibres are dried or left to dry. ## Claims ### Claim 1 Process for dyeing keratin fibres, in particular human keratin fibres such as the hair, in which: a) an aqueous alkaline composition comprising one or more alkaline agents in an amount such that the pH of the composition is greater than at least 10 is applied to the said fibres, or a reducing composition comprising one or more reducing agents and then an oxidizing composition are applied to the said fibres, b) the said fibres are optionally rinsed, c) optionally, the treatment is neutralized, and the fibres are washed with shampoo and rinsed, d) optionally, the fibres are dried or left to dry, e) a dye composition comprising, in a cosmetically acceptable medium, one or more natural dyes is applied to the said fibres, f) optionally, the fibres are washed and rinsed, g) the fibres are dried or left to dry. ### Claim 2 (depends on 1) Dyeing process according to claim 1, characterized in that the natural dyes are chosen from lawsone and henna, curcumin, alizarin, purpurin, purpurogallin, indigo, Tyrian purple, chlorophylline, sorghum, kermesic acid, carminic acid, catechin, epicatechin, juglone, bixin, betanin, quercetin, chromene dyes and chroman dyes, and laccaic acids. ### Claim 3 (depends on 1) Dyeing process according to claim 1, characterized in that the natural dyes are chosen from chromene dyes and chroman dyes. ### Claim 4 (depends on 1) Dyeing process according to claim 1, characterized in that the natural dyes are chosen from the compounds having the following formulae: formula (I): in which: represents a carbon-carbon single bond or a carbon-carbon double bond, the sequence of these bonds denotes two carbon-carbon single bonds and two carbon-carbon double bonds, the said bonds being conjugated, X represents a group: R1, R2, R3, R4, R5 and R6, which may be identical or different, represent, independently of each other, a hydrogen atom, a hydroxyl group, an optionally substituted alkyl group, an optionally substituted alkoxy group or an optionally substituted acyloxy group, and also the tautomeric and/or mesomeric forms thereof, the stereoisomers thereof, the addition salts thereof with a cosmetically acceptable acid or base, and the hydrates thereof, and formula (II): in which: R11, R12, R13, R16, R19 and R20, which may be identical or different, represent, independently of each other, a hydrogen atom or a C1-C4 alkyl radical, R14, R15, R17 and R18, which may be identical or different, represent, independently of each other, a hydrogen atom, a hydroxyl radical or a C1-C4 alkoxy radical, and also the tautomeric and/or mesomeric forms thereof, the stereoisomers thereof, the addition salts thereof with a cosmetically acceptable acid or base, and the hydrates thereof. ### Claim 5 (depends on 1) Process according to claim 1, characterized in that the natural dyes are chosen from laccaic acids. ### Claim 6 (depends on 5) Process according to claim 5, characterized in that the natural dyes are chosen from the compounds of formula (III) below: R1 denoting a phenyl radical substituted with at least one hydroxyl group, and preferably with a hydroxyl group that is advantageously in the ortho position relative to the bond attaching it to the fused rings. ### Claim 7 (depends on 1) Process according to claim 1, characterized in that the natural dyes are chosen from haematin and brazileine, and mixtures thereof. ### Claim 8 (depends on 1) Process according to claim 1, characterized in that the dye composition also comprises one or more aromatic alcohols, in particular those chosen from benzyl alcohol, phenylethanol and phenylpropanol. ### Claim 9 (depends on 1) Process according to claim 1, characterized in that the dye composition also comprises one or more oxidizing agents. ### Claim 10 (depends on 1) Process according to claim 1, characterized in that the dye composition comprises one or more hydrophilic or organophilic clays. ### Claim 11 (depends on 1) Process according to claim 1, characterized in that the dye composition is applied to the keratin fibres at temperatures between room temperature (15 to 25° C.) and 80° C. and more particularly between 15 and 45° C. ### Claim 12 (depends on 1) Process according to claim 1, characterized in that the alkaline agents used in the alkaline composition are chosen from alkaline agents of mineral or organic hydroxide type. ### Claim 13 (depends on 12) Process according to claim 12, characterized in that the alkaline agents of mineral or organic hydroxide type are chosen from sodium hydroxide and guanidine hydroxide, or mixtures thereof. ### Claim 14 (depends on 1) Process according to claim 1, characterized in that the reducing composition is applied to reduce the disulfide bonds of keratin, the keratin fibres being placed under mechanical tension before, during or after the said application. ### Claim 15 (depends on 1) Process according to claim 1, characterized in that a treatment serving to form a complex with the natural dye(s) used in the dye composition is performed between steps d) and g) of the process. ### Claim 16 (depends on 1) Process according to claim 1, characterized in that a cosmetic composition containing, in a cosmetically acceptable medium, one or more zinc salts is applied to the keratin fibres between steps d) and g), in particular between steps d) and e) of the process. ### Claim 17 (depends on 16) Process according to claim 16, characterized in that the zinc salt(s) are chosen from zinc gluconate, zinc citrate, zinc acetate, zinc lactate, zinc glycinate, zinc aspartate, zinc pyrrolidonecarboxylate, zinc phenolsulfonate and zinc salicylate, and also mixtures thereof, and preferably from zinc gluconate, zinc glycinate and zinc citrate.