WO2012095395A2 - Process for dyeing or lightening keratin fibres in two parts, using an oil-rich direct emulsion based on a solid fatty alcohol and on oils of different polarity - Google Patents

Process for dyeing or lightening keratin fibres in two parts, using an oil-rich direct emulsion based on a solid fatty alcohol and on oils of different polarity Download PDF

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Publication number
WO2012095395A2
WO2012095395A2 PCT/EP2012/050254 EP2012050254W WO2012095395A2 WO 2012095395 A2 WO2012095395 A2 WO 2012095395A2 EP 2012050254 W EP2012050254 W EP 2012050254W WO 2012095395 A2 WO2012095395 A2 WO 2012095395A2
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composition
oil
chosen
weight
alcohol
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PCT/EP2012/050254
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French (fr)
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WO2012095395A3 (en
Inventor
Philippe Rapold
Caroline Goget
Frédéric Simonet
Arnaud Hucher
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L'oreal
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Publication of WO2012095395A3 publication Critical patent/WO2012095395A3/en

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    • 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
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • A61K8/062Oil-in-water emulsions
    • 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
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31Hydrocarbons
    • 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
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/342Alcohols having more than seven atoms in an unbroken chain
    • 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
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39Derivatives containing from 2 to 10 oxyalkylene groups
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/10Preparations for permanently dyeing the hair

Definitions

  • the present invention relates to a process for dyeing or lightening keratin fibres such as the hair, using a composition in direct emulsion form comprising at least 30% of oil(s) and which contains i) at least one solid fatty alcohol, ii) at least one oil with a polarity of greater than 2.5; Hi) at least one oil with a polarity of less than 2.5, and in which the weight ratio of oils ii)/iii) is between 0.1 and 10, iv) at least one surfactant, and comprising v) at least one basifying agent, and optionally vi) at least one dye, as a mixture with an oxidizing composition, the mixture comprising at least 25% of fatty substances.
  • a subject of the present invention is also a multi-compartment device and a composition in the form of an oil-rich direct emulsion.
  • oxidation dyeing or permanent dyeing. More particularly, this dyeing method uses one or more oxidation dyes, usually one or more oxidation bases optionally combined with one or more couplers.
  • oxidation bases are chosen from ortho- or para-phenylenediamines, ortho- or para-aminophenols and heterocyclic compounds. These oxidation bases are colourless or weakly coloured compounds which, when combined with oxidizing products, can give access to coloured species.
  • the shades obtained with these oxidation bases are often varied by combining them with one or more couplers, these couplers being chosen especially from aromatic meta-diamines, meta-aminophenols, meta-diphenols and certain heterocyclic compounds, such as indole compounds.
  • direct dyes which are coloured, and colouring molecules that have affinity for fibres.
  • the direct dyes generally used are chosen from nitrobenzene, anthraquinone, nitropyridine, azo, methine, azomethine, xanthene, acridine, azine and triarylmethane direct dyes. The presence of such compounds enables the obtained coloration to be further enriched with tints or enables the chromaticity of the obtained coloration to be increased.
  • Oxidation dyeing processes thus consist in using with these dye compositions a composition comprising at least one oxidizing agent, generally hydrogen peroxide, under alkaline pH conditions in the vast majority of cases.
  • oxidizing agent generally hydrogen peroxide
  • the role of this oxidizing agent is to reveal the coloration, via an oxidative condensation reaction between the oxidation dyes.
  • Aqueous ammonia is particularly advantageous in this type of process. Specifically, it enables adjustment of the pH of the composition to an alkaline pH in order to allow activation of the oxidizing agent. This agent also brings about swelling of the keratin fibre, with opening of the scales, which promotes the penetration of the oxidizing agent and of the oxidation dyes into the fibre and thus increases the efficacy of the reaction.
  • This basifying agent is highly volatile, and this causes unpleasantness to the user on account of the strong and fairly unpleasant odour of ammonia that is given off during the procedure.
  • the amount of ammonia given off requires the use of levels which are greater than those necessary, in order to compensate for this loss. This is not without consequence for the user, who not only remains inconvenienced by the odour but may also be confronted with greater risks of intolerance, such as, for example, irritation of the scalp (stinging sensations).
  • One of the objects of the present invention is to propose processes for dyeing and lightening keratin materials, especially keratin fibres such as the hair, which do not have the drawbacks of those used with the existing compositions, these drawbacks being caused by the presence of large amounts of ammonia, while at the same time remaining at least as efficient as regards the dyeing and lightening and the uniformity of this lightening.
  • Oxidation dyeing must moreover satisfy a certain number of requirements. Thus, it must be free of toxicological drawbacks, it must enable shades to be obtained in the desired intensity and it must show good resistance to external attacking factors such as light, bad weather, washing, permanent waving, perspiration and rubbing.
  • the dyeing process must also make it possible to cover grey hair and, finally, must be as unselective as possible, i.e. it must produce the smallest possible colour differences along the same keratin fibre, which generally comprises areas that are differently sensitized (i.e. damaged) from its end to its root.
  • compositions used in the dyeing process must also have good mixing and application properties on keratin fibres, and especially good rheological properties so as not to run down the face, onto the scalp or beyond the areas that it is proposed to dye, when they are applied.
  • compositions in emulsion form must also be stable especially in terms of "phase separation", i.e. not returning to two phases with the organic phase on one side and the aqueous phase on the other.
  • phase separation i.e. not returning to two phases with the organic phase on one side and the aqueous phase on the other.
  • a composition in direct emulsion form is rich in oil, i.e. when it comprises more than 30% by weight of oil relative to the total weight of the composition, and when it contains an oil with a polarity ⁇ of greater than 2.5, a fatty alcohol that is solid at room temperature and optionally a basifying agent, instability of the emulsion often appears, in particular at high temperature.
  • aqueous compositions comprising at least one oxidizing agent, under alkaline pH conditions in the vast majority of cases.
  • This oxidizing agent is to degrade the melanin of the hair, which, depending on the nature of the oxidizing agent present, leads to more or less pronounced lightening of the fibres.
  • the aim of the present invention is to obtain novel processes for the dyeing and in particular for the oxidation dyeing or lightening of keratin fibres, which do not have the drawbacks of the prior art.
  • the aim of the present invention is to obtain a process for the oxidation dyeing of keratin fibres, with improved dyeing properties, which can achieve the desired lightening and which are easy to prepare and to apply, and especially for which the mixture does not run but remains localized at the point of application.
  • improved dyeing properties in particular means an improvement in the power/intensity and/or uniformity of the dyeing result.
  • Another aim of the invention is also to obtain a process for lightening human keratin fibres such as the hair, which can achieve the desired lightening, which is easy to prepare, to mix and to apply, and especially for which the mixture does not run but remains localized at the point of application, and which is odourless or has very little unpleasant odour.
  • Another aim of the invention is to obtain oil-rich direct emulsions that are stable especially with respect to temperature, even in the absence of a thickener.
  • the present invention one subject of which is a process for dyeing or lightening keratin fibres, which consists in extemporaneously mixing at the time of use two compositions (A) and (B) and in applying the said mixture to the said fibres; the said mixture comprising at least 25% by weight of fatty substances relative to the total weight of the composition obtained from the mixing of two compositions (A) + (B); with:
  • ⁇ (A) representing a composition in direct emulsion form whose oil content is at least 30% by weight relative to the weight of composition (A), and comprising: i) at least one fatty alcohol that is solid at room temperature and at atmospheric pressure;
  • ⁇ (B) representing a composition comprising at least one chemical oxidizing agent.
  • the invention also relates to a process for dyeing or lightening human keratin fibres, which consists in using the abovementioned composition.
  • Another subject of the invention is a ready-to-use composition, which comprises at least 25% by weight of fatty substances and comprising ingredients i), ii), Hi), iv), v) and optionally vi) as defined previously and at least one chemical oxidizing agent.
  • a subject of the invention is, similarly, a device comprising at least two compartments containing, in a first compartment, composition (A) as defined previously, and, in a second compartment, composition (B) as defined previously.
  • the human keratin fibres treated via the process according to the invention are preferably the hair.
  • the expression "at least one" is equivalent to the expression "one or more”.
  • direct emulsion means a microscopically heterogeneous and macroscopically homogeneous mixture of two mutually immiscible liquid substances of oil-in-water (O/W) type.
  • the emulsion is composed of an oily phase dispersed in an aqueous phase.
  • the term "emulsion” thus means true emulsions, which are to be distinguished from microemulsions, which are thermodynamically stable systems, unlike true emulsions.
  • the size of the droplets of the dispersed phase of the emulsions of the invention is preferably between 10 nm and 100 ⁇ and preferably between 200 nm and 50 ⁇ .
  • the direct emulsion may be prepared via standard emulsion preparation processes that are well known to those skilled in the art.
  • fatty substance means an organic compound that is insoluble in water at ordinary temperature (25°C) and at atmospheric pressure (760 mmHg) (solubility of less than 5%, preferably 1 % and even more preferentially 0.1 %). They have in their structure at least one hydrocarbon-based chain comprising at least 6 carbon atoms or a sequence of at least two siloxane groups.
  • the fatty substances are generally soluble in organic solvents under the same temperature and pressure conditions, for instance chloroform, dichloromethane, carbon tetrachloride, ethanol, benzene, toluene, tetrahydrofuran (THF), liquid petroleum jelly or decamethylcyclopentasiloxane.
  • the fatty substances of the invention are neither polyoxyalkylenated nor polyglycerolated.
  • oxidizing agent or "chemical oxidizing agent” according to the invention means an oxidizing agent other than atmospheric oxygen. /- The dyeing or lightening process of the invention
  • the dyeing or lightening process according to the invention thus consists in applying the mixture of the two compositions (A) and (B) prepared just before use, particularly between 1 second and 15 minutes and preferentially 5 minutes before use, and in applying to the wet or dry human keratin fibres.
  • Composition (A) in direct emulsion form has an oil content of at least 30% by weight and preferentially of at least 50% by weight relative to the total weight of composition (A), and comprises:
  • composition (A) also comprising
  • composition (B) comprising at least one chemical oxidizing agent.
  • the process according to the invention when solely a lightening process, it does not incorporate a direct dye or an oxidation dye precursor (bases and couplers) usually used for the dyeing of human keratin fibres, or alternatively, if it does use direct dyes, the total content of the said dyes does not exceed 0.001 % by weight relative to the weight of the composition once the mixing of (A) and (B) has been performed. Specifically, at such a content, only the composition derived from the mixing of (A) and (B) would possibly be dyed, i.e. no dyeing effect would be observed on the keratin fibres.
  • composition (A) does not contain any oxidation bases, coupler or direct dye when the process of the invention is solely a process for lightening keratin fibres.
  • the process is a process for dyeing keratin fibres using the mixture of parts (A) and (B) as defined previously.
  • the process according to the invention uses at least one dye and more particularly direct dyes or oxidation dye precursors as defined below. If it uses direct dyes, the total content of the said direct dyes exceeds 0.001 % by weight relative to the weight of the composition once the mixing of (A) and (B) has been performed.
  • composition (A) contains oxidation bases, couplers and/or direct dyes.
  • composition obtained from the mixing of (A) and (B) according to the invention is then left in place for a time usually ranging from one minute to one hour and preferably from 5 minutes to 30 minutes.
  • the temperature during the process is conventionally between room temperature (between 15 and 25°C) and 80°C and preferably between room temperature and 60°C.
  • the human keratin fibres are optionally rinsed with water, optionally washed with a shampoo and then rinsed with water, before being dried or left to dry.
  • fatty alcohol means a long-chain aliphatic alcohol comprising from 6 to 34 carbon atoms and comprising at least one hydroxyl group OH.
  • the solid fatty alcohols are of structure R-OH with R being a linear alkyl group comprising from 12 to 34 carbon atoms.
  • fatty alcohols that are solid at room temperature which are suitable for use in the invention, are more particularly chosen from:
  • the solid fatty alcohols of structure R-OH are such that R as defined previously comprises from 12 to 30 and better still 12 to 22 carbon atoms.
  • the solid fatty alcohol is chosen from cetyl alcohol, stearyl alcohol, behenyl alcohol and mixtures thereof such as cetylstearyl alcohol or cetearyl alcohol.
  • the content of fatty alcohols that are solid at room temperature and atmospheric pressure in the composition (A) according to the invention is between 0.2% and 20% by weight, preferably from 0.5% to 15% by weight and even more particularly from 1 % to 10% by weight relative to the total weight of composition (A).
  • Composition (B) may also contain one or more solid fatty alcohols. If it contains one or more solid fatty alcohols, the content thereof may range from 0.2% to 20% by weight, preferably from 0.5% to 15% by weight and even more particularly between 1 % and 10% by weight relative to the total weight of composition (B).
  • the content of fatty alcohols that are solid at room temperature and atmospheric pressure in the ready-to-use composition according to the invention ranges between 0.2% and 20% by weight, preferably from 0.5% to 15% by weight and even more particularly from 1 % to 10% by weight relative to the total weight of composition (A).
  • o/T means a "fatty substance” that is liquid, i.e. that is capable of flowing under the action of its own weight at room temperature (25°C) and at atmospheric pressure (10 5 Pa).
  • the viscosity at a temperature of 25°C and at a shear rate of 1 s "1 of the oil is between 10 "3 Pa.s and 2 Pa.s. It may be measured using a Thermo Haake RS600 rheometer with cone-plate geometry or an equivalent machine.
  • Composition (A) comprises at least 30% by weight of oil(s) and preferentially at least 50% by weight of oil(s) relative to the total weight of the composition.
  • the composition comprises at least two oils of different polarity: an oil with a polarity ⁇ of greater than or equal to 2.5 and another with a polarity ⁇ of less than 2.5, with ⁇ corresponding to the dielectric constant at 25°C of the oil.
  • the ingredient (Hi), the oil of polarity ⁇ ⁇ 2.5 is chosen from:
  • - halogenated or non-halogenated linear or branched hydrocarbons of mineral or synthetic origin, containing less than 16 carbon atoms, for instance hexane, cyclohexane, undecane, dodecane, isododecane, tridecane or perfluorohexane, or more than 16 carbon atoms, such as liquid petroleum jelly;
  • the oil of polarity ⁇ ⁇ 2.5 is chosen from isododecane and liquid petroleum jelly.
  • ingredient (ii), the oil with a polarity ⁇ of greater than or equal to 2.5 is chosen from:
  • ⁇ triglyceride oils of plant or synthetic origin such as liquid fatty acid triglycerides containing from 6 to 30 carbon atoms, for instance heptanoic or octanoic acid triglycerides, or alternatively, for example, sunflower oil, corn oil, soybean oil, marrow oil, grapeseed oil, sesame seed oil, hazelnut oil, apricot oil, macadamia oil, arara oil, castor oil, avocado oil, caprylic/capric acid triglycerides, for instance those sold by the company Stearineries Dubois or those sold under the names Miglyol ® 810, 812 and 818 by the company Dynamit Nobel, jojoba oil and shea butter oil; and
  • esters are preferably liquid esters of saturated or unsaturated, linear or branched C C 2 6 aliphatic monoacids or polyacids and of saturated or unsaturated, linear or branched C C 2 6 aliphatic monoalcohols or polyalcohols, the total number of carbon atoms of the esters being greater than or equal to 10.
  • At least one from among the alcohol and the acid from which the esters of the invention are derived is branched.
  • ethyl palmitate isopropyl palmitate
  • alkyl myristates such as isopropyl myristate or ethyl myristate
  • isocetyl stearate 2-ethylhexyl isononanoate
  • isodecyl neopentanoate isostearyl neopentanoate.
  • Esters of C4-C22 dicarboxylic or tricarboxylic acids and of C1-C22 alcohols and esters of monocarboxylic, dicarboxylic or tricarboxylic acids and of C 4 -C 2 6 dihydroxy, trihydroxy, tetrahydroxy or pentahydroxy alcohols may also be used.
  • esters mentioned above it is preferred to use ethyl, isopropyl, myristyl, cetyl or stearyl palmitate, 2-ethylhexyl palmitate, 2-octyldecyl palmitate, alkyl myristates such as isopropyl, butyl, cetyl or 2-octyldodecyl myristate, hexyl stearate, propylene glycol dicaprylate, butyl stearate, isobutyl stearate; dioctyl malate, hexyl laurate, 2-hexyldecyl laurate, isononyl isononanoate or cetyl octanoate.
  • alkyl myristates such as isopropyl, butyl, cetyl or 2-octyldodecyl myristate, hexyl stearate, propylene glycol dicap
  • composition may also comprise, as liquid fatty ester, sugar esters and diesters of C 6 -C 30 and preferably C 12 -C 22 fatty acids.
  • sugar esters and diesters of C 6 -C 30 and preferably C 12 -C 22 fatty acids.
  • sugar esters and diesters of C 6 -C 30 and preferably C 12 -C 22 fatty acids.
  • sugar esters and diesters of C 6 -C 30 and preferably C 12 -C 22 fatty acids.
  • sugar esters and diesters of C 6 -C 30 and preferably C 12 -C 22 fatty acids.
  • suitable sugars include saccharose, glucose, galactose, ribose, fucose, maltose, fructose, mannose, arabinose, xylose and lactose, and derivatives thereof, especially alkyl derivatives, such as methyl derivatives, for instance methylglucose.
  • the sugar esters of fatty acids may be chosen especially from the group comprising the esters or mixtures of esters of sugars described previously and of linear or branched, saturated or unsaturated C 6 -C 30 and preferably C 12 -C 22 fatty acids. If they are unsaturated, these compounds may comprise one to three conjugated or unconjugated carbon-carbon double bonds.
  • esters according to this variant may also be chosen from mono-, di-, tri- and tetraesters, and polyesters, and mixtures thereof.
  • esters may be chosen, for example, from oleates, laurates, palmitates, myristates, behenates, cocoates, stearates, linoleates, linolenates, caprates and arachidonates, or mixtures thereof, such as, in particular, oleopalmitate, oleostearate or palmitostearate mixed esters.
  • monoesters and diesters and in particular of sucrose, glucose or methylglucose mono- or dioleates, stearates, behenates, oleopalmitates, linoleates, linolenates or oleostearates.
  • Glucate® DO by the company Amerchol, which is a methylglucose dioleate.
  • each of the two types of oil may represent from 3% to 70% of the weight of the composition.
  • composition (A) the weight ratio ⁇ -, ) of oils ii)/iii) ranges from 0.1 to 10.
  • this ratio ranges from 0.1 to 1 , and the ratio is more particularly between 0.1 and 0.5.
  • the mixture of the two types of oil may represent from 7.5% to 60% of the total weight of the composition.
  • Composition (B) may or may not comprise one of the two types of oil or the mixture thereof. If it contains oils, the total content thereof may range from 0.5% to 40% of the weight of composition (B).
  • (iv)- The surfactants:
  • the dyeing and/or lightening process uses one or more surfactants.
  • the surfactant(s) are chosen from nonionic surfactants or from anionic, amphoteric, cationic or nonionic surfactants, and preferentially nonionic surfactants.
  • anionic surfactants that may be used in the composition according to the invention, of alkyl sulfates, alkyl ether sulfates, alkylamido ether sulfates, alkylaryl polyether sulfates, monoglyceride sulfates, alkylsulfonates, alkylamidesulfonates, alkylarylsulfonates, a-olefin sulfonates, paraffin sulfonates, alkyl sulfosuccinates, alkyl ether sulfosuccinates, alkylamide sulfosuccinates, alkyl sulfoacetates, acylsarcosinates, acylglutamates, alkyl sulfosuccinamates, acylisethionates and N-acyltaurates, polyglycoside polycarboxylic acid and alkyl mono
  • These compounds may be oxyethylenated and then preferably comprise from 1 to 50 ethylene oxide units.
  • the salts of C6"C 2 4 alkyl monoesters of polyglycoside-polycarboxylic acids can be selected from C6"C 2 4 alkyl polyglycoside-citrates, C6-C 24 alkyl polyglycoside- tartrates and C6"C 24 alkyl polyglycoside-sulfosuccinates.
  • anionic surfactant(s) When the anionic surfactant(s) are in salt form, they may be chosen from alkali metal salts such as the sodium or potassium salt and preferably the sodium salt, the ammonium salts, the amine salts and in particular amino alcohol salts or the alkaline- earth metal salts such as the magnesium salts.
  • alkali metal salts such as the sodium or potassium salt and preferably the sodium salt, the ammonium salts, the amine salts and in particular amino alcohol salts or the alkaline- earth metal salts such as the magnesium salts.
  • amino alcohol salts examples include monoethanolamine, diethanolamine and triethanolamine salts, monoisopropanolamine, diisopropanolamine or triisopropanolamine salts, 2-amino-2- methyl-1-propanol salts, 2-amino-2-methyl-1 ,3-propanediol salts and tris(hydroxymethyl)aminomethane salts.
  • Alkali metal or alkaline-earth metal salts and in particular the sodium or magnesium salts are preferably used.
  • anionic surfactants mentioned use is preferably made of (C 6 - C 2 4)alkyl sulfates, (C 6 -C 2 4)alkyl ether sulfates comprising from 2 to 50 ethylene oxide units, especially in the form of alkali metal, ammonium, amino alcohol and alkaline- earth metal salts, or a mixture of these compounds.
  • (Ci 2 -C 2 o)alkyl sulfates (Ci 2 -C 20 )alkyl ether sulfates comprising from 2 to 20 ethylene oxide units, especially in the form of alkali metal, ammonium, amino alcohol and alkaline-earth metal salts, or a mixture of these compounds.
  • amphoteric or zwitterionic surfactant(s), which are preferably nonsilicone, that may be used in the present invention may especially be derivatives of optionally quaternized aliphatic secondary or tertiary amines, in which derivatives the aliphatic group is a linear or branched chain comprising from 8 to 22 carbon atoms, said amine derivatives containing at least one anionic group, for instance a carboxylate, sulfonate, sulfate, phosphate or phosphonate group.
  • R a represents a Ci 0 -C 30 alkyl or alkenyl group derived from an acid R a - COOH preferably present in hydrolyzed coconut oil, or a heptyl, nonyl or undecyl group;
  • ⁇ R b represents a ⁇ -hydroxyethyl group
  • ⁇ R c represents a carboxymethyl group
  • ⁇ M + represents a cationic counterion derived from an alkali metal or alkaline-earth metal, such as sodium, an ammonium ion or an ion derived from an organic amine, and
  • ⁇ B represents the group -CH2-CH 2 -0-X'
  • ⁇ X" represents the group -CH 2 -C(0)OH, -CH 2 -C(0)OZ', -CH 2 -CH 2 -C(0)OH, - CH 2 -CH 2 -C(0)OZ', or a hydrogen atom;
  • ⁇ ⁇ ' represents the group -C(0)OH, -C(0)OZ', -CH 2 -CH(OH)-S0 3 H or the group -CH 2 -CH(OH)-S0 3 -Z';
  • ⁇ Z' represents a cationic counterion derived from an alkali metal or alkaline- earth metal, such as sodium, an ammonium ion or an ion derived from an organic amine;
  • R a ' represents a Ci 0 -C 30 alkyl or alkenyl group of an acid R a '-C(0)OH preferably present in coconut oil or in hydrolysed linseed oil, an alkyl group, especially of C17 and its iso form, or an unsaturated Ci 7 group.
  • cocoamphodiacetate sold by the company Rhodia under the trade name Miranol ® C2M Concentrate.
  • amphoteric or zwitterionic surfactants mentioned above use is preferably made of (C 8 -C 2 o)alkylbetaines such as cocoylbetaine, and (C 8 - C 2 o)alkylamido(C3-C 8 )alkylbetaines such as cocamidopropylbetaine, and mixtures thereof. More preferentially, the amphoteric or zwitterionic surfactant(s) are chosen from cocamidopropylbetaine and cocoylbetaine.
  • the cationic surfactant(s) that can be used in the compositions of the present invention comprise, for example, salts of optionally polyoxyalkylenated primary, secondary or tertiary fatty amines, quaternary ammonium salts, and mixtures thereof.
  • quaternary ammonium salts examples include:
  • the groups R 8 to Rn which may be identical or different, represent a linear or branched aliphatic group comprising from 1 to 30 carbon atoms or an aromatic group such as aryl or alkylaryl, at least one of the groups R 8 to Rn comprising from 8 to 30 carbon atoms and preferably from 12 to 24 carbon atoms.
  • the aliphatic groups may comprise heteroatoms such as, in particular, oxygen, nitrogen, sulfur and halogens.
  • the aliphatic groups are chosen, for example, from CrC 30 alkyl, CrC 30 alkoxy, polyoxy(C 2 -C 6 )alkylene, CrC 30 alkylamide, (Ci 2 -C 22 )alkylamido(C 2 -C 6 )alkyl, (C 12 - C 22 )alkylacetate, CrC 30 hydroxyalkyl, X " is an anionic counterion chosen from halides, phosphates, acetates, lactates, (C C 4 )alkyl sulfates, and (C C 4 )alkyl- or (CrC 4 )alkylarylsulfonates.
  • quaternary ammonium salts of formula (I) preference is given firstly to tetraalkylammonium chlorides, for instance dialkyldimethylammonium or alkyltrimethylammonium chlorides in which the alkyl group contains approximately from 12 to 22 carbon atoms, in particular behenyltrimethylammonium chloride, distearyldimethylammonium chloride, cetyltnmethylammonium chloride, benzyldimethylstearylammonium chloride, or else, secondly, distearoylethylhydroxyethylmethylammonium methosulfate, dipalmitoylethylhydroxyethylammonium methosulfate or distearoylethylhydroxyethylammonium methosulfate, or else, lastly, palmitylamidopropyltrimethylammonium chloride or stearamidopropyldimethyl(myristyl acetate)ammonium chloride,
  • R 12 represents an alkyl or alkenyl group comprising from 8 to 30 carbon atoms, for example fatty acid derivatives of tallow
  • R 13 represents a hydrogen atom, a C C 4 alkyl group or an alkyl or alkenyl group comprising from 8 to 30 carbon atoms
  • R 14 represents a C C 4 alkyl group
  • R 15 represents a hydrogen atom or a C C 4 alkyl group
  • X " represents an anion counterion chosen from halides, phosphates, acetates, lactates, (C C 4 )alkyl sulfates and (C C 4 )alkyl- or (CrC 4 )alkylarylsulfonates.
  • R 12 and R 13 preferably denote a mixture of alkyl or alkenyl groups comprising from 12 to 21 carbon atoms, for example tallow fatty acid derivatives, R 14 denotes a methyl group, and R 15 denotes a hydrogen atom.
  • a product is sold, for example, under the name Rewoquat® W 75 by the company Rewo;
  • R 16 denotes an alkyl group comprising from about 16 to 30 carbon atoms, optionally hydroxylated and/or interrupted with one or more oxygen atoms
  • R 17 is chosen from hydrogen, an alkyl group comprising from 1 to 4 carbon atoms or a group -(CH 2 )3-N + (R 16 a)(Ri7a)(Ri8a); Riea, i7a, iea, Rie, R19, R 2 o and R 2 i , which may be identical or different, are chosen from hydrogen and an alkyl group comprising from 1 to 4 carbon atoms, and X " is an anion chosen from the group of halides, acetates, phosphates, nitrates, (C C 4 )alkyl sulfates and (C C 4 )alkyl- or (CrC 4 )alkylarylsulfonates, in particular methyl sulfate and ethyl sul
  • R22 is chosen from C C 6 alkyl and C C 6 hydroxyalkyl or dihydroxyalkyl groups
  • R 2 3 is chosen from: the group
  • R 2 5 is chosen from: the group R 28 C ⁇ - linear or branched, saturated or unsaturated C C 6 hydrocarbon-based groups R 29 ,
  • R ⁇ 4, R26 and R 2 8 which may be identical or different, are chosen from linear or branched, saturated or unsaturated C7-C21 hydrocarbon-based groups;
  • ⁇ r, s and t which may be identical or different, are integers ranging from 2 to
  • ⁇ y is an integer ranging from 1 to 10;
  • ⁇ x and z which may be identical or different, are integers ranging from 0 to 10;
  • ⁇ X " represents an organic or inorganic anionic counterion
  • the alkyl groups R 2 ⁇ may be linear or branched, and more particularly linear.
  • R 2 ⁇ denotes a methyl, ethyl, hydroxyethyl or dihydroxypropyl group, and more particularly a methyl or ethyl group.
  • the sum x + y + z is from 1 to 10.
  • R23 is a hydrocarbon-based group R 27 , it may be long and may contain from 12 to 22 carbon atoms, or may be short and may contain from 1 to 3 carbon atoms.
  • R 2 5 is a hydrocarbon-based group R29, it preferably contains 1 to 3 carbon atoms.
  • R24, R ⁇ 6 and R28 which may be identical or different, are chosen from linear or branched, saturated or unsaturated C11-C21 hydrocarbon- based groups, and more particularly from linear or branched, saturated or unsaturated C11-C21 alkyl and alkenyl groups.
  • x and z which may be identical or different, are equal to 0 or 1.
  • y is equal to 1.
  • r, s and t which may be identical or different, are equal to 2 or 3, and even more particularly are equal to 2.
  • the anionic counterion X " is preferably a halide, preferably such as chloride, bromide or iodide; a (C C 4 )alkyl sulfate or a (C C 4 )alkyl- or (C 1 - C 4 )alkylarylsulfonate.
  • a halide preferably such as chloride, bromide or iodide
  • a (C C 4 )alkyl sulfate or a (C C 4 )alkyl- or (C 1 - C 4 )alkylarylsulfonate use may be made of methanesulfonate, phosphate, nitrate, tosylate, an anion derived from an organic acid, such as acetate or lactate, or any other anion compatible with the ammonium containing an ester function.
  • the anionic counterion X " is even more particularly chloride, methyl sulfate or ethyl
  • R 2 2 denotes a methyl or ethyl group
  • R 2 3 is chosen from: the group
  • - R 2 5 is chosen from:
  • R24, R ⁇ 6 and R28 which may be identical or different, are chosen from linear or branched, saturated or unsaturated C13-C17 hydrocarbon- based groups, and more particularly from linear or branched, saturated or unsaturated C13-C17 alkyl and alkenyl groups.
  • the hydrocarbon-based radicals are linear.
  • examples that may be mentioned include salts, especially the chloride or methyl sulfate, of diacyloxy- ethyldimethylammonium, diacyloxyethylhydroxyethylmethylammonium, monoacyl- oxyethyldihydroxyethylmethylammonium, triacyloxyethylmethylammonium or monoacyloxyethylhydroxyethyldimethylammonium, and mixtures thereof.
  • the acyl groups preferably contain 14 to 18 carbon atoms and are obtained more particularly from a plant oil such as palm oil or sunflower oil. When the compound contains several acyl groups, these groups may be identical or different.
  • This esterification is followed by a quaternization by means of an alkylating agent such as an alkyl halide, preferably methyl or ethyl halide, a dialkyi sulfate, preferably methyl or ethyl sulfate, methyl methanesulfonate, methyl para-toluenesulfonate, glycol chlorohydrin or glycerol chlorohydrin.
  • an alkylating agent such as an alkyl halide, preferably methyl or ethyl halide, a dialkyi sulfate, preferably methyl or ethyl sulfate, methyl methanesulfonate, methyl para-toluenesulfonate, glycol chlorohydrin or glycerol chlorohydrin.
  • Such compounds are sold, for example, under the names Dehyquart® by the company Henkel, Stepanquat® by the company Stepan, Noxamium® by the company Ceca or Rewoquat® WE 18 by the company Rewo-Witco.
  • composition according to the invention may contain, for example, a mixture of quaternary ammonium salts of mono-, di- and triesters with a weight majority of diester salts.
  • ammonium salts containing at least one ester function that are described in patents US-A-4 874 554 and US-A-4 137 180.
  • Use may be made of behenoylhydroxypropyltrimethylammonium chloride sold by KAO under the name Quatarmin BTC 131.
  • the ammonium salts containing at least one ester function contain two ester functions.
  • cationic surfactants that may be present in the composition according to the invention, it is more particularly preferred to choose cetyltrimethylammonium, behenyltrimethylammonium and dipalmitoylethylhydroxyethylmethylammonium salts, and mixtures thereof, and more particularly behenyltrimethylammonium chloride, cetyltrimethylammonium chloride, and dipalmitoylethylhydroxyethylammonium methosulfate, and mixtures thereof.
  • nonionic surfactants that may be used in the composition used according to the invention are described, for example, in the Handbook of Surfactants by M.R. Porter, published by Blackie & Son (Glasgow and London), 1991 , pp. 1 16-178. They are especially chosen from polyethoxylated, polypropoxylated or polyglycerolated alcohols, a-diols and (C1-20)alkylphenols, containing at least one fatty chain comprising, for example, from 8 to 18 carbon atoms, the number of ethylene oxide and/or propylene oxide groups possibly ranging especially from 2 to 50, and the number of glycerol groups possibly ranging especially from 2 to 30.
  • copolymers of ethylene oxide and propylene oxide optionally oxyethylenated fatty acid esters of sorbitan, fatty acid esters of sucrose, polyoxyalkylenated fatty acid esters, optionally oxyalkylenated alkylpolyglycosides, alkylglucoside esters, derivatives of N-alkylglucamine and of N- acylmethylglucamine, aldobionamides and amine oxides.
  • the nonionic surfactants are more particularly chosen from monooxyalkylenated or polyoxyalkylenated, monoglycerolated or polyglycerolated nonionic surfactants.
  • the oxyalkylene units are more particularly oxyethylene or oxypropylene units, or a combination thereof, preferably oxyethylene units.
  • oxyalkylenated nonionic surfactants examples include:
  • esters of saturated or unsaturated, linear or branched C 8 -C 30 acids and of polyethylene glycols • esters of saturated or unsaturated, linear or branched C 8 -C 30 acids and of polyethylene glycols;
  • the surfactants contain a number of moles of ethylene oxide and/or of propylene oxide of between 1 and 100, preferably between 2 and 50 and preferably between 2 and 30.
  • the nonionic surfactants do not comprise any oxypropylene units.
  • the oxyalkylenated nonionic surfactants are chosen from oxyethylenated C 8 -C 30 alcohols comprising from 1 to 100 mol of ethylene oxide; polyoxyethylenated esters of linear or branched, saturated or unsaturated C 8 -C 30 acids and of sorbitol comprising from 1 to 100 mol of ethylene oxide.
  • monoglycerolated or polyglycerolated nonionic surfactants monoglycerolated or polyglycerolated nonionic surfactants, monoglycerolated or polyglycerolated C 8 -C 40 alcohols are preferably used.
  • the monoglycerolated or polyglycerolated C 8 -C 40 alcohols correspond to the following formula:
  • R29 represents a linear or branched C 8 -C 40 and preferably C 8 -C 30 alkyl or alkenyl radical
  • m represents a number ranging from 1 to 30 and preferably from 1 to 10.
  • lauryl alcohol containing 4 mol of glycerol (I NCI name: Polyglyceryl-4 Lauryl Ether), lauryl alcohol containing 1.5 mol of glycerol, oleyl alcohol containing 4 mol of glycerol (INCI name: Polyglyceryl-4 Oleyl Ether), oleyl alcohol containing 2 mol of glycerol (INCI name: Polyglyceryl-2 Oleyl Ether), cetearyl alcohol containing 2 mol of glycerol, cetearyl alcohol containing 6 mol of glycerol, oleocetyl alcohol containing 6 mol of glycerol, and octadecanol containing 6 mol of glycerol.
  • the alcohol may represent a mixture of alcohols in the same way that the value of m represents a statistical value, which means that, in a commercial product, several species of polyglycerolated
  • the monoglycerolated or polyglycerolated alcohols it is more particularly preferred to use the C 8 /Ci 0 alcohol containing 1 mol of glycerol, the C10/C12 alcohol containing 1 mol of glycerol and the C12 alcohol containing 1.5 mol of glycerol.
  • the surfactant used in the process of the invention is a mono- or polyoxyalkylenated nonionic surfactant, particularly comprising oxyethylene or oxypropylene units, or a combination thereof, more particularly oxyethylene units.
  • composition (A) and in the ready-to-use composition the amount of nonionic surfactant(s) in the composition preferably ranges from 0.1 % to 30% by weight and better still from 0.2% to 20% by weight relative to the total weight of the composition under consideration, i.e. composition (A) or the ready-to-use composition (mixture (A)
  • Composition (B) may or may not comprise at least one surfactant. If it contains surfactants, their total content may range from 0.1 % to 30% by weight and better still from 0.2% to 20% by weight relative to the total weight of composition B.
  • the process according to the invention also uses one or more basifying agents.
  • the basifying agent(s) may be mineral or organic or hybrid.
  • the mineral basifying agent(s) are preferably chosen from aqueous ammonia, alkali metal carbonates or bicarbonates such as sodium or potassium carbonates and sodium or potassium bicarbonates, sodium hydroxide or potassium hydroxide, or mixtures thereof.
  • the organic basifying agent(s) are preferably chosen from organic amines with a pK at 25°C of less than 12, preferably less than 10 and even more advantageously less than 6. It should be noted that it is the pK corresponding to the function of highest basicity.
  • the organic amines do not comprise any alkyl or alkenyl fatty chains comprising more than ten carbon atoms.
  • the organic basifying agent(s) are chosen, for example, from alkanolamines, oxyethylenated and/or oxypropylenated ethylenediamines, amino acids and the compounds of formula (V) below: (V) in which formula (V) W is a C C 6 divalent alkylene radical optionally substituted with one or more hydroxyl groups or a C C 6 alkyl radical, and/or optionally interrupted with one or more heteroatoms such as O, or NR U ; R x , R y , R z , R t and R u , which may be identical or different, represent a hydrogen atom or a C C 6 alkyl or C C 6 hydroxyalkyl or C C 6 aminoalkyl radical.
  • amines of formula (V) examples include 1 ,3- diaminopropane, 1 ,3-diamino-2-propanol, spermine and spermidine.
  • alkanolamine means an organic amine comprising a primary, secondary or tertiary amine function, and one or more linear or branched C C 8 alkyl groups bearing one or more hydroxyl radicals.
  • Organic amines chosen from alkanolamines such as monoalkanolamines, dialkanolamines or trialkanolamines comprising one to three identical or different C C 4 hydroxyalkyl radicals are in particular suitable for performing the invention.
  • MAA monoethanolamine
  • diethanolamine triethanolamine
  • monoisopropanolamine diisopropanolamine
  • N-dimethylaminoethanolamine 2-amino-2-methyl-1-propanol
  • triisopropanolamine 2-amino-2-methyl-1 ,3-propanediol
  • 3-amino-1 ,2-propanediol 3- dimethylamino-1 ,2-propanediol and tris(hydroxymethylamino)methane.
  • amino acids that may be used are of natural or synthetic origin, in their L, D or racemic form, and comprise at least one acid function chosen more particularly from carboxylic acid, sulfonic acid, phosphonic acid or phosphoric acid functions.
  • the amino acids may be in neutral or ionic form.
  • amino acids that may be used in the present invention, mention may be made especially of aspartic acid, glutamic acid, alanine, arginine, ornithine, citrulline, asparagine, carnitine, cysteine, glutamine, glycine, histidine, lysine, isoleucine, leucine, methionine, N-phenylalanine, proline, serine, taurine, threonine, tryptophan, tyrosine and valine.
  • the amino acids are basic amino acids comprising an additional amine function optionally included in a ring or in a ureido function.
  • Such basic amino acids are preferably chosen from those corresponding to formula (VI) below:
  • R represents a group chosen from: (CH 2 ) 3 NH 2 ;
  • the compounds corresponding to formula (VI) are histidine, lysine, arginine, ornithine and citrulline.
  • the organic amine may also be chosen from organic amines of heterocyclic type. Besides histidine that has already been mentioned in the amino acids, mention may in particular be made of pyridine, piperidine, imidazole, triazole, tetrazole and benzimidazole.
  • the organic amine may also be chosen from amino acid dipeptides.
  • amino acid dipeptides that may be used in the present invention, mention may be made especially of carnosine, anserine and baleine.
  • the organic amine may also be chosen from compounds comprising a guanidine function.
  • amines of this type that may be used in the present invention, besides arginine, which has already been mentioned as an amino acid, mention may be made especially of creatine, creatinine, 1 , 1-dimethylguanidine, 1 , 1- diethylguanidine, glycocyamine, metformin, agmatine, N-amidinoalanine, 3- guanidinopropionic acid, 4-guanidinobutyric acid and 2- ([amino(imino)methyl]amino)ethane-1 -sulfonic acid.
  • the organic amine present in composition (A) of the invention is an alkanolamine.
  • the basifying agent is monoethanolamine (MEA).
  • Hybrid compounds that may be mentioned include the salts of the amines mentioned previously with acids such as carbonic acid or hydrochloric acid.
  • Guanidine carbonate or monoethanolamine hydrochloride may be used in particular.
  • compositions (A) and (B) according to the invention and the ready-to-use composition have a content of basifying agent(s) ranging from 0.01 % to 30% by weight and preferably from 0.1 % to 20% by weight relative to the weight of the composition under consideration (compositions (A) and (B) or the ready-to-use composition).
  • composition (B) does not contain any basifying agent.
  • the process according to the invention preferably does not use aqueous ammonia, or a salt thereof, as basifying agent.
  • aqueous ammonia or a salt thereof
  • its content would not exceed 0.03% by weight (expressed as NH 3 ) and preferably would not exceed 0.01 % by weight relative to the weight of the composition obtained from the mixing of (A) and (B).
  • composition (A) comprises aqueous ammonia, or a salt thereof
  • the amount of basifying agent(s) is greater than that of the aqueous ammonia (expressed as NH 3 ).
  • the process according to the invention may optionally comprise one or more dyes chosen from a) oxidation dyes and b) direct dyes, or mixtures of a) and b) that will be detailed hereinbelow.
  • composition (A) comprises one or more dyes and preferably a) at least one oxidation dye.
  • the oxidation dyes are generally chosen from one or more oxidation bases optionally combined with one or more couplers.
  • the oxidation bases are chosen from para- phenylenediamines, bis(phenyl)alkylenediamines, para-aminophenols, ortho- aminophenols and heterocyclic bases, and the addition salts thereof.
  • para-phenylenediamines that may be mentioned, for example, are para-phenylenediamine, para-toluenediamine, 2-chloro-para-phenylenediamine, 2,3- dimethyl-para-phenylenediamine, 2,6-dimethyl-para-phenylenediamine, 2,6-diethyl- para-phenylenediamine, 2,5-dimethyl-para-phenylenediamine, N,N-dimethyl-para- phenylenediamine, ⁇ , ⁇ -diethyl-para-phenylenediamine, N,N-dipropyl-para- phenylenediamine, 4-amino-N,N-diethyl-3-methylaniline, N,N-bis ⁇ -hydroxyethyl)- para-phenylenediamine, 4-N,N-bis ⁇ -hydroxyethyl)amino-2-methylaniline, 4-N,N- bis ⁇ -hydroxyethyl)amin
  • para-phenylenediamine para-toluenediamine, 2-isopropyl-para-phenylenediamine, 2 ⁇ -hydroxyethyl-para- phenylenediamine, 2 ⁇ -hydroxyethyloxy-para-phenylenediamine, 2,6-dimethyl-para- phenylenediamine, 2,6-diethyl-para-phenylenediamine, 2,3-dimethyl-para- phenylenediamine, N,N-bis ⁇ -hydroxyethyl)-para-phenylenediamine, 2-chloro-para- phenylenediamine and 2 ⁇ -acetylaminoethyloxy-para-phenylenediamine, and the addition salts thereof with an acid, are particularly preferred.
  • bis(phenyl)alkylenediamines that may be mentioned, for example, are N,N'-bis( ⁇ -hydroxyethyl)-N,N'-bis(4'-aminophenyl)-1 ,3-diaminopropanol, ⁇ , ⁇ '- bis( ⁇ -hydroxyethyl)-N,N'-bis(4'-aminophenyl)ethylenediamine, N,N'-bis(4- aminophenyl)tetramethylenediamine, N,N'-bis -hydroxyethyl)-N,N'-bis(4- aminophenyl)tetramethylenediamine, N,N'-bis(4- methylaminophenyl)tetramethylenediamine, N,N'-bis(ethyl)-N,N'-bis(4'-amino-3'- methylphenyl)ethylenediamine and 1 ,8-bis(2,5-diaminophenoxy)
  • para-aminophenols that may be mentioned, for example, are para- aminophenol, 4-amino-3-methylphenol, 4-amino-3-fluorophenol, 4-amino-3- chlorophenol, 4-amino-3-hydroxymethylphenol, 4-amino-2-methylphenol, 4-amino-2- hydroxymethylphenol, 4-amino-2-methoxymethylphenol, 4-amino-2- aminomethylphenol, 4-amino-2-( ⁇ -hydroxyethylaminomethyl)phenol and 4-amino-2- fluorophenol, and the addition salts thereof with an acid.
  • ortho-aminophenols that may be mentioned, for example, are 2- aminophenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol and 5-acetamido-2- aminophenol, and the addition salts thereof.
  • heterocyclic bases that may be mentioned, for example, are pyridine derivatives, pyrimidine derivatives and pyrazole derivatives.
  • pyridine derivatives that may be mentioned are the compounds described, for example, in patents GB 1 026 978 and GB 1 153 196, for instance 2,5- diaminopyridine, 2-(4-methoxyphenyl)amino-3-aminopyridine and 3,4- diaminopyridine, and the addition salts thereof.
  • pyridine oxidation bases that are useful in the present invention are the 3- aminopyrazolo[1 ,5-a]pyridine oxidation bases or the addition salts thereof described, for example, in patent application FR 2 801 308.
  • Examples that may be mentioned include pyrazolo[1 ,5-a]pyrid-3-ylamine, 2-acetylaminopyrazolo[1 ,5-a]pyrid-3-ylamine, 2-morpholin-4-ylpyrazolo[1 ,5-a]pyrid-3-ylamine, 3-aminopyrazolo[1 ,5-a]pyridine-2- carboxylic acid, 2-methoxypyrazolo[1 ,5-a]pyrid-3-ylamine, (3-aminopyrazolo[1 ,5- a]pyrid-7-yl)methanol, 2-(3-aminopyrazolo[1 ,5-a]pyrid-5-yl)ethanol, 2-(3
  • pyrimidine derivatives that may be mentioned are the compounds described, for example, in the patents DE 2359399; JP 88-169571 ; JP 05-63124; EP 0770375 or patent application WO 96/15765, such as 2,4,5,6-tetraaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine, 2-hydroxy-4,5,6-triaminopyrimidine, 2,4- dihydroxy-5,6-diaminopyrimidine, 2,5,6-triaminopyrimidine and their addition salts and their tautomeric forms, when a tautomeric equilibrium exists.
  • pyrazole derivatives that may be mentioned are the compounds described in the patents DE 3843892, DE 4133957 and patent applications WO 94/08969, WO 94/08970, FR-A-2 733 749 and DE 195 43 988, such as 4,5-diamino- 1-methylpyrazole, 4,5-diamino-1- ⁇ -hydroxyethyl)pyrazole, 3,4-diaminopyrazole, 4,5- diamino-1-(4'-chlorobenzyl)pyrazole, 4,5-diamino-1 ,3-dimethylpyrazole, 4,5-diamino- 3-methyl-1-phenylpyrazole, 4,5-diamino-1-methyl-3-phenylpyrazole, 4-amino-1 ,3- dimethyl-5-hydrazinopyrazole, 1-benzyl-4,5-diamino-3-methylpyrazole, 4,5-diamino-3-methylpyrazo
  • a 4,5-diaminopyrazole will preferably be used, and even more preferentially 4,5- diamino-1- ⁇ -hydroxyethyl)pyrazole and/or a salt thereof.
  • Pyrazole derivatives that may also be mentioned include diamino-N,N-dihydro- pyrazolopyrazolones and especially those described in patent application FR-A-2 886 136, such as the following compounds and the addition salts thereof: 2,3-diamino-6,7- dihydro-1 H,5H-pyrazolo[1 ,2-a]pyrazol-1-one, 2-amino-3-ethylamino-6,7-dihydro- 1 H,5H-pyrazolo[1 ,2-a]pyrazol-1-one, 2-amino-3-isopropylamino-6,7-dihydro-1 H,5H- pyrazolo[1 ,2-a]pyrazol-1-one, 2-amino-3-(pyrrolidin-1-yl)-6,7-dihydro-1 H,5H- pyrazolo[1 ,2-a]pyrazol-1-one, 4,5-diamino-1
  • Composition (A) according to the invention may optionally comprise one or more couplers advantageously chosen from those conventionally used in the dyeing of keratin fibres.
  • couplers mention may be made especially of meta- phenylenediamines, meta-aminophenols, meta-diphenols, naphthalene-based couplers and heterocyclic couplers, and also the addition salts thereof.
  • addition salts of the oxidation bases and couplers that may be used in the context of the invention are especially selected from the addition salts with an acid such as the hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates and acetates.
  • an acid such as the hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates and acetates.
  • the oxidation base(s) each advantageously represent from 0.001 % to 10% by weight relative to the total weight of the composition, and preferably from 0.005% to 5% by weight relative to the total weight of composition (A) and of the ready-to-use composition.
  • composition (A) according to the invention may optionally comprise b) one or more synthetic or natural direct dyes, chosen from anionic and nonionic species, preferably cationic or nonionic species, either as sole dyes or in addition to the oxidation dye(s).
  • Suitable direct dyes include azo direct dyes; (poly)methine dyes such as cyanins, hemicyanins and styryls; carbonyl dyes; azine dyes; nitro(hetero)aryl dyes; tri(hetero)arylmethane dyes; porphyrin dyes; phthalocyanin dyes, and natural direct dyes, alone or as mixtures.
  • the direct dye(s) more particularly represent from 0.001 % to 10% by weight and preferably from 0.005% to 5% by weight of the total weight of the composition.
  • the process is a dyeing process and composition (A) and similarly the ready-to-use composition contain at least one dye and preferably at least one oxidation dye as defined previously.
  • compositions (A) and (B) and the ready-to-use composition may also contain additional ingredients.
  • the fatty substance(s) used in the compositions according to the invention may also be fatty substances that are non-oily at room temperature (25°C) and at atmospheric pressure (760 mmHg, i.e. 1.013* 10 5 Pa).
  • non-oily preferably means a solid compound or a compound that has a viscosity of greater than 2 Pa.s at a temperature of 25°C and at a shear rate of 1 s '
  • non-oily fatty substances other than the solid fatty alcohols are chosen from synthetic esters of fatty acids and/or of fatty alcohols, natural waxes, silicone waxes, fatty amides and fatty ethers, which are non-oily and preferably solid.
  • non-oily synthetic esters of fatty acids and/or of fatty alcohols mention may be made especially of solid esters derived from C 9 -C 2 6 fatty acids and from Cg-C 2 6 fatty alcohols.
  • esters mention may be made of octyldodecyl behenate, isocetyl behenate, cetyl lactate, stearyl octanoate, octyl octanoate, cetyl octanoate, decyl oleate, myristyl stearate, octyl palmitate, octyl pelargonate, octyl stearate, alkyl myristates such as cetyl myristate, myristyl myristate and stearyl myristate, and hexyl stearate.
  • the natural wax(es) are chosen especially from carnauba wax, candelilla wax, esparto wax, paraffin wax, ozokerite, plant waxes such as olive tree wax, rice wax, hydrogenated jojoba wax or absolute flower waxes such as the blackcurrant blossom essential wax sold by the company Bertin (France), and animal waxes such as beeswaxes or modified beeswaxes (cerabellina).
  • Solid fatty amides that may be mentioned include ceramides.
  • the ceramides or ceramide analogues, such as glycoceramides, that may be used in the compositions according to the invention are known per se and are natural or synthetic molecules that may correspond to the general formula (VII) below:
  • ⁇ R 3 denotes a linear or branched, saturated or unsaturated alkyl radical, derived from Ci 4 -C 30 fatty acids, this radical possibly being substituted with a hydroxyl group or a hydroxyl group in the omega position esterified with a saturated or unsaturated C 16-C 30 fatty acid;
  • ⁇ R 32 denotes a hydrogen atom or a radical (glycosyl)n, (galactosyl)m or sulfogalactosyl, in which n is an integer ranging from 1 to 4 and m is an integer ranging from 1 to 8;
  • ⁇ R33 denotes a Ci 5 -C 2 6 hydrocarbon-based group which is saturated or unsaturated in the alpha position, it being possible for this group to be substituted with one or more C1-C14 alkyl groups;
  • R 3 may also denote a Ci 5 -C 2 6 a-hydroxyalkyl radical, the hydroxyl group being optionally esterified with a C 16-C 30 Q-hydroxy acid.
  • ceramides that are preferred in the context of the present invention are those described by Downing in Arch. Dermatol., Vol. 123, 1381-1384, 1987, or those described in French patent FR 2 673 179.
  • the ceramide(s) that are more particularly preferred according to the invention are the compounds for which R 31 denotes a saturated or unsaturated alkyl derived from C 16-C22 fatty acids; R32 denotes a hydrogen atom and R33 denotes a saturated linear Ci5 radical.
  • Such compounds are, for example:
  • ceramides for which R 31 denotes a saturated or unsaturated alkyl radical derived from fatty acids; R 32 denotes a galactosyl or sulfogalactosyl radical; and R 33 denotes a group
  • waxes or waxy starting materials that may be used according to the invention are especially marine waxes such as those sold by the company Sophim under the reference M82, and waxes of polyethylene or of polyolefins in general, and organopolysiloxane waxes or resins.
  • organopolysiloxane resins that may be used in accordance with the invention are crosslinked siloxane systems containing the following units:
  • R represents an alkyl containing 1 to 16 carbon atoms.
  • R denotes a C C 4 lower alkyl group, more particularly methyl.
  • the non-oily fatty ethers are chosen from dialkyl ethers and especially dicetyl ether and distearyl ether, alone or as a mixture.
  • the non-oily fatty substance(s) other than the solid fatty alcohols are present in compositions (A) and (B) or in the ready-to-use composition in a content ranging from 0 to 30%.
  • the oxidizing composition (B) is preferably an aqueous composition.
  • it comprises more than 5% by weight of water, preferably more than 10% by weight of water and even more advantageously more than 20% by weight of water.
  • Composition (B) may also comprise one or more organic solvents chosen from those listed previously; these solvents more particularly representing, when they are present, from 1 % to 40% by weight and preferably from 5% to 30% by weight relative to the weight of the oxidizing composition.
  • the oxidizing composition also preferably comprises one or more acidifying agents.
  • acidifying agents examples that may be mentioned include inorganic or organic acids, for instance hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids, for instance acetic acid, tartaric acid, citric acid or lactic acid, and sulfonic acids.
  • the pH of the oxidizing composition when it is aqueous, is less than 7.
  • Composition (B) comprises one or more oxidizing agents. More particularly, the oxidizing agent(s) are chosen from hydrogen peroxide, urea peroxide, alkali metal bromates or ferricyanides, peroxygenated salts, for instance alkali metal or alkaline-earth metal persulfates, perborates and percarbonates, and peracids and precursors thereof.
  • the oxidizing agent(s) are chosen from hydrogen peroxide, urea peroxide, alkali metal bromates or ferricyanides, peroxygenated salts, for instance alkali metal or alkaline-earth metal persulfates, perborates and percarbonates, and peracids and precursors thereof.
  • the oxidizing agent is not chosen from peroxygenated salts.
  • the oxidizing agent is hydrogen peroxide.
  • the oxidizing composition (B) comprises hydrogen peroxide as oxidizing agent, in aqueous solution, the concentration of which ranges, more particularly, from 0.1 % to 50%, more particularly between 0.5% and 20% and more preferably still between 1 % and 15% by weight relative to the weight of the oxidizing composition.
  • compositions (A) and/or (B) and the ready-to-use composition of the process of the invention may also contain various adjuvants conventionally used in compositions for dyeing or lightening the hair, such as anionic, cationic, nonionic, amphoteric or zwitterionic polymers or mixtures thereof; antioxidants; penetrants; sequestrants; fragrances; dispersants; film-forming agents; preserving agents; opacifiers and thickeners.
  • adjuvants conventionally used in compositions for dyeing or lightening the hair, such as anionic, cationic, nonionic, amphoteric or zwitterionic polymers or mixtures thereof; antioxidants; penetrants; sequestrants; fragrances; dispersants; film-forming agents; preserving agents; opacifiers and thickeners.
  • the above adjuvants are generally present in an amount, for each of them, of between 0.01 % and 20% by weight relative to the weight of the composition.
  • Compositions (A) and/or (B) and the ready-to-use composition of the process according to the present invention may also comprise one or more mineral thickeners chosen from organophilic clays and fumed silicas, or mixtures thereof.
  • composition (A) does not contain any clay.
  • composition (B) does not contain any clay.
  • the process of the invention or the oil-rich direct emulsion obtained from the mixing of compositions (A) and (B) does not use or contain any clay.
  • compositions (A) and/or (B) and the ready-to-use composition of the process according to the invention may also comprise one or more organic thickeners.
  • thickeners may be chosen from fatty acid amides (coconut monoethanolamide or diethanolamide, oxyethylenated carboxylic acid monoethanolamide alkyl ether), polymeric thickeners such as cellulose-based thickeners (hydroxyethylcellulose, hydroxypropylcellulose or carboxymethylcellulose), guar gum and derivatives thereof (hydroxypropyl guar), gums of microbial origin (xanthan gum, scleroglucan gum), acrylic acid or acrylamidopropanesulfonic acid crosslinked homopolymers and associative polymers (polymers comprising hydrophilic regions and fatty-chain hydrophobic regions (alkyl or alkenyl containing at least 10 carbon atoms) that are capable, in an aqueous medium, of reversibly combining with each other or with other molecules).
  • fatty acid amides coconut monoethanolamide or diethanolamide, oxyethylenated carboxylic acid monoethanolamide alkyl ether
  • the organic thickener is chosen from cellulose-based thickeners (hydroxyethylcellulose, hydroxypropylcellulose or carboxymethylcellulose), guar gum and derivatives thereof (hydroxypropyl guar), gums of microbial origin (xanthan gum, scleroglucan gum) and acrylic acid or acrylamidopropanesulfonic acid crosslinked homopolymers, and preferably from cellulose-based thickeners in particular with hydroxyethylcellulose.
  • cellulose-based thickeners hydroxyethylcellulose, hydroxypropylcellulose or carboxymethylcellulose
  • guar gum and derivatives thereof hydroxypropyl guar
  • gums of microbial origin xanthan gum, scleroglucan gum
  • acrylic acid or acrylamidopropanesulfonic acid crosslinked homopolymers preferably from cellulose-based thickeners in particular with hydroxyethylcellulose.
  • compositions (A) and/or (B) and the ready-to-use composition according to the invention are media comprising at least water and optionally one or more cosmetically acceptable organic solvents.
  • cosmetically acceptable organic solvents examples include linear or branched and preferably saturated monoalcohols or diols, containing 2 to 10 carbon atoms, such as ethyl alcohol, isopropyl alcohol, hexylene glycol (2- methyl-2,4-pentanediol), neopentyl glycol and 3-methyl-1 ,5-pentanediol; aromatic alcohols such as benzyl alcohol and phenylethyl alcohol; glycerol; polyols or polyol ethers, for instance ethylene glycol monomethyl, monoethyl and monobutyl ethers, 2- butoxyethanol, propylene glycol or ethers thereof, for instance propylene glycol, butylene glycol or dipropylene glycol monomethyl ether; and also diethylene glycol alkyl ethers, especially of C C 4 , for instance diethylene glycol monoethyl ether or monobutyl ether, alone or as
  • the solvents when they are present, generally represent between 1 % and 40% by weight relative to the total weight of the dye composition, and preferably between 5% and 30% by weight relative to the total weight of the composition(s) containing them.
  • compositions (A) and/or (B) and the ready-to-use composition of the process of the invention contain water in a content ranging from 10% to 70% and better still from 20% to 55% relative to the total weight of the composition.
  • compositions (A) and/or (B) and the ready-to-use composition of the process according to the invention may be in various forms, such as in the form of liquids, creams or gels, or in any other form that is suitable for dyeing keratin fibres, and especially human hair.
  • compositions (A) and/or (B) and the ready-to-use composition of the process according to the invention are in the form of a gel or cream.
  • the ready-to-use composition resulting from the mixing of compositions (A) and (B) is in the form of a direct emulsion.
  • the pH of the composition after mixing compositions (A) and (B) of the process according to the invention is advantageously between 3 and 12, preferably between 5 and 1 1 and preferentially between 7 and 11 , limits inclusive.
  • the alkaline agents are, for example, those described previously.
  • acidifying agents examples include mineral or organic acids, for instance hydrochloric acid, orthophosphoric acid, carboxylic acids, for instance tartaric acid, citric acid or lactic acid, or sulfonic acids.
  • compositions (A) and (B) and the contents thereof are determined as a function of the characteristics detailed previously for the composition obtained from the final mixture of (A) and (B) according to the invention.
  • compositions (A) and (B) is preferably a direct emulsion.
  • composition (A)/composition (B) weight ratio in the mixture preferably ranges from 0.2 to 2, better still from 0.3 to 1 and even better still from 0.5 to 1.
  • the mixture (A) and (A) are identical to one particular embodiment of the invention.
  • composition (B) is prepared by placing the composition (A) and composition (B) together in a container and mixing them, preferentially vigorously, for a few seconds to a few minutes, before application to the keratin fibres.
  • This mixing may be performed using a multi-compartment device or kit as defined below, one of the compartments of which is devoted to the mixing of compositions (A) and (B) and may be shaken in a closed vessel entirely safely, until a homogeneous emulsion is obtained.
  • the ready-to-use composition obtained from the mixing of compositions (A) and (B) is such that, preferably, the content of fatty substance ranges from 25% to 80% by weight, preferably from 25% to 65% by weight and better still from 30% to 55% by weight relative to the total weight of the mixture of compositions (A) and (B), in which: ⁇ (A) represents a composition in direct emulsion form whose oil content is at least 30% by weight relative to the weight of composition (A), and comprising:
  • composition (A) also comprising
  • composition (B) comprising at least one chemical oxidizing agent.
  • composition (A) in direct emulsion form with an oil content of at least 30% by weight and preferentially of at least 50% by weight relative to the total weight of composition (A), and comprising:
  • composition (A) also comprising
  • the composition does not comprise any chemical oxidizing agent.
  • compositions (A) and (B) Another subject of the invention is represented by a ready-to-use composition for dyeing or lightening human keratin fibres, which may be obtained by extemporaneous mixing, at the time of use, of the composition (A) with a composition (B); the resulting mixture comprising at least 25% by weight of fatty substance relative to the total weight of the mixture of compositions (A) and (B); compositions (A) and (B) being defined previously.
  • this composition comprises at least 25% by weight of a mixture of fatty substances comprising;
  • composition (A) also comprising
  • the invention also relates to a device containing two or more compartments, comprising:
  • composition (A) as defined previously, and
  • composition (B) as defined previously.
  • Composition A is prepared (the amounts are expressed on a weight basis, i.e. as g% of starting material in unmodified form):
  • Composition B below is prepared (the amounts are expressed on a weight basis, i.e. as g% of starting material in unmodified form):
  • Composition B % by weight
  • Rapeseed acid amide containing 4 OE (Amidet N from Kao) 1.3
  • Cetylstearyl alcohol (Nafol 1618S from Sasol) 6 Stearyl alcohol containing 2 OE (Brij S20-SO from Croda) 5
  • compositions (A) and (B) are mixed together in a 1/1 ratio. The mixing is performed easily Mode of application
  • the application is easy and the product remains localized at the site of application.
  • the mixture is left on at room temperature (25°C) for 30 minutes. There is no unpleasant odour during the application.
  • the hair was then rinsed, washed with a standard shampoo and dried.

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Abstract

The present invention relates to a process for dyeing or lightening keratin fibres, which consists in extemporaneously mixing at the time of use two compositions (A) and (B) and in applying the said mixture to the said fibres; the said mixture comprising at least 25% by weight of fatty substances relative to the total weight of the composition obtained from the mixture (A)+ (B); with: ⋅ (A) representing a composition in direct emulsion form whose oil content is at least 30% by weight relative to the weight of composition (A), and comprising: i) at least one fatty alcohol that is solid at room temperature and at atmospheric pressure; ii) at least one oil with a polarity ε of greater than 2.5; iii) at least one oil with a polarity ε of less than 2.5; and in which the weight ratio ℛii)/iii) of oils ii)/iii)is between 0.1 and 10; iv) at least one surfactant; v) at least one basifying agent; and vi) optionally at least one dye; and ⋅ composition (B)representing a composition comprising at least one chemical oxidizing agent. A subject of the present invention is also a multi-compartment device and a composition (A) in direct emulsion form and the ready-to-use composition resulting from the mixing of compositions (A) and (B). The process according to the invention makes it possible to dye keratin fibres in a powerful, intense and/or homogeneous manner while at the same time being easy to prepare and to apply, since the mixture in the form of an oil-rich emulsion does not run, but remains localized at the point of application. The process of the invention also makes it possible to lighten keratin fibres in a noteworthy manner.

Description

PROCESS FOR DYEING OR LIGHTENING KERATIN FIBRES IN TWO PARTS, USING AN OIL-RICH DIRECT EMULSION BASED ON A SOLID FATTY ALCOHOL
AND ON OILS OF DIFFERENT POLARITY The present invention relates to a process for dyeing or lightening keratin fibres such as the hair, using a composition in direct emulsion form comprising at least 30% of oil(s) and which contains i) at least one solid fatty alcohol, ii) at least one oil with a polarity of greater than 2.5; Hi) at least one oil with a polarity of less than 2.5, and in which the weight ratio of oils ii)/iii) is between 0.1 and 10, iv) at least one surfactant, and comprising v) at least one basifying agent, and optionally vi) at least one dye, as a mixture with an oxidizing composition, the mixture comprising at least 25% of fatty substances. A subject of the present invention is also a multi-compartment device and a composition in the form of an oil-rich direct emulsion. Among the methods for dyeing human keratin fibres, such as the hair, mention may be made of oxidation dyeing or permanent dyeing. More particularly, this dyeing method uses one or more oxidation dyes, usually one or more oxidation bases optionally combined with one or more couplers.
In general, oxidation bases are chosen from ortho- or para-phenylenediamines, ortho- or para-aminophenols and heterocyclic compounds. These oxidation bases are colourless or weakly coloured compounds which, when combined with oxidizing products, can give access to coloured species.
The shades obtained with these oxidation bases are often varied by combining them with one or more couplers, these couplers being chosen especially from aromatic meta-diamines, meta-aminophenols, meta-diphenols and certain heterocyclic compounds, such as indole compounds.
The variety of molecules used as oxidation bases and couplers allows a wide range of colours to be obtained.
It is also possible to add to these compositions direct dyes, which are coloured, and colouring molecules that have affinity for fibres. The direct dyes generally used are chosen from nitrobenzene, anthraquinone, nitropyridine, azo, methine, azomethine, xanthene, acridine, azine and triarylmethane direct dyes. The presence of such compounds enables the obtained coloration to be further enriched with tints or enables the chromaticity of the obtained coloration to be increased.
Oxidation dyeing processes thus consist in using with these dye compositions a composition comprising at least one oxidizing agent, generally hydrogen peroxide, under alkaline pH conditions in the vast majority of cases. The role of this oxidizing agent is to reveal the coloration, via an oxidative condensation reaction between the oxidation dyes.
One of the difficulties arises from the fact that lightening processes are performed under alkaline conditions and that the alkaline agent most commonly used is aqueous ammonia. Aqueous ammonia is particularly advantageous in this type of process. Specifically, it enables adjustment of the pH of the composition to an alkaline pH in order to allow activation of the oxidizing agent. This agent also brings about swelling of the keratin fibre, with opening of the scales, which promotes the penetration of the oxidizing agent and of the oxidation dyes into the fibre and thus increases the efficacy of the reaction.
This basifying agent is highly volatile, and this causes unpleasantness to the user on account of the strong and fairly unpleasant odour of ammonia that is given off during the procedure.
Moreover, the amount of ammonia given off requires the use of levels which are greater than those necessary, in order to compensate for this loss. This is not without consequence for the user, who not only remains inconvenienced by the odour but may also be confronted with greater risks of intolerance, such as, for example, irritation of the scalp (stinging sensations).
The option purely and simply of replacing all or some of the aqueous ammonia with one or more other conventional basifying agents does not result in compositions that are as effective as those based on aqueous ammonia, particularly for the reason that these basifying agents do not provide sufficient lightening of pigmented fibres in the presence of the oxidizing agent or sufficient coloration in terms of intensity, power, chromaticity or homogeneity of the colour.
One of the objects of the present invention is to propose processes for dyeing and lightening keratin materials, especially keratin fibres such as the hair, which do not have the drawbacks of those used with the existing compositions, these drawbacks being caused by the presence of large amounts of ammonia, while at the same time remaining at least as efficient as regards the dyeing and lightening and the uniformity of this lightening.
Oxidation dyeing must moreover satisfy a certain number of requirements. Thus, it must be free of toxicological drawbacks, it must enable shades to be obtained in the desired intensity and it must show good resistance to external attacking factors such as light, bad weather, washing, permanent waving, perspiration and rubbing.
The dyeing process must also make it possible to cover grey hair and, finally, must be as unselective as possible, i.e. it must produce the smallest possible colour differences along the same keratin fibre, which generally comprises areas that are differently sensitized (i.e. damaged) from its end to its root.
The compositions used in the dyeing process must also have good mixing and application properties on keratin fibres, and especially good rheological properties so as not to run down the face, onto the scalp or beyond the areas that it is proposed to dye, when they are applied.
Compositions in emulsion form must also be stable especially in terms of "phase separation", i.e. not returning to two phases with the organic phase on one side and the aqueous phase on the other. Now, when a composition in direct emulsion form is rich in oil, i.e. when it comprises more than 30% by weight of oil relative to the total weight of the composition, and when it contains an oil with a polarity ε of greater than 2.5, a fatty alcohol that is solid at room temperature and optionally a basifying agent, instability of the emulsion often appears, in particular at high temperature.
As regards processes for lightening keratin fibres, use is made of aqueous compositions comprising at least one oxidizing agent, under alkaline pH conditions in the vast majority of cases. The role of this oxidizing agent is to degrade the melanin of the hair, which, depending on the nature of the oxidizing agent present, leads to more or less pronounced lightening of the fibres.
Many attempts have been made in the field of lightening hair dyeing in order to improve the dyeing properties, for example using adjuvants. However, the choice of these adjuvants is difficult insofar as they must improve the dyeing properties of dye compositions without harming the other properties of these compositions. In particular, these adjuvants must not harm the keratin fibre-lightening properties and the dye application properties.
Similar problems arise in the case of bleaching compositions, where the addition of particular adjuvants must not harm the lightening properties of the composition or the application properties of the composition, especially the rheological properties. The aim of the present invention is to obtain novel processes for the dyeing and in particular for the oxidation dyeing or lightening of keratin fibres, which do not have the drawbacks of the prior art.
More particularly, the aim of the present invention is to obtain a process for the oxidation dyeing of keratin fibres, with improved dyeing properties, which can achieve the desired lightening and which are easy to prepare and to apply, and especially for which the mixture does not run but remains localized at the point of application. The term "improved dyeing properties" in particular means an improvement in the power/intensity and/or uniformity of the dyeing result.
Another aim of the invention is also to obtain a process for lightening human keratin fibres such as the hair, which can achieve the desired lightening, which is easy to prepare, to mix and to apply, and especially for which the mixture does not run but remains localized at the point of application, and which is odourless or has very little unpleasant odour.
Another aim of the invention is to obtain oil-rich direct emulsions that are stable especially with respect to temperature, even in the absence of a thickener. These aims are achieved by the present invention, one subject of which is a process for dyeing or lightening keratin fibres, which consists in extemporaneously mixing at the time of use two compositions (A) and (B) and in applying the said mixture to the said fibres; the said mixture comprising at least 25% by weight of fatty substances relative to the total weight of the composition obtained from the mixing of two compositions (A) + (B); with:
(A) representing a composition in direct emulsion form whose oil content is at least 30% by weight relative to the weight of composition (A), and comprising: i) at least one fatty alcohol that is solid at room temperature and at atmospheric pressure;
ii) at least one oil with a polarity ε of greater than 2.5;
Hi) at least one oil with a polarity ε of less than 2.5;
in which the weight ratio ¾ ,,,) of oils ii)/iii) is between 0.1 and 10;
iv) at least one surfactant;
v) at least one basifying agent; and
vi) optionally at least one dye;
and
(B) representing a composition comprising at least one chemical oxidizing agent. The invention also relates to a process for dyeing or lightening human keratin fibres, which consists in using the abovementioned composition.
A subject of the invention is also composition (A) in direct emulsion form as defined previously preferably comprising at least on dye.
Another subject of the invention is a ready-to-use composition, which comprises at least 25% by weight of fatty substances and comprising ingredients i), ii), Hi), iv), v) and optionally vi) as defined previously and at least one chemical oxidizing agent. A subject of the invention is, similarly, a device comprising at least two compartments containing, in a first compartment, composition (A) as defined previously, and, in a second compartment, composition (B) as defined previously.
Other characteristics and advantages of the invention will emerge more clearly on reading the description and the examples that follow.
In the text hereinbelow, unless otherwise indicated, the limits of a range of values are included in that range. The human keratin fibres treated via the process according to the invention are preferably the hair. The expression "at least one" is equivalent to the expression "one or more".
The term "direct emulsion" means a microscopically heterogeneous and macroscopically homogeneous mixture of two mutually immiscible liquid substances of oil-in-water (O/W) type. The emulsion is composed of an oily phase dispersed in an aqueous phase.
For the purposes of the present invention, the term "emulsion" thus means true emulsions, which are to be distinguished from microemulsions, which are thermodynamically stable systems, unlike true emulsions. The size of the droplets of the dispersed phase of the emulsions of the invention is preferably between 10 nm and 100 μηι and preferably between 200 nm and 50 μηι.
This is the mean diameter D(3.2), which may be measured especially using a laser granulometer.
The direct emulsion may be prepared via standard emulsion preparation processes that are well known to those skilled in the art.
The term "fatty substance" means an organic compound that is insoluble in water at ordinary temperature (25°C) and at atmospheric pressure (760 mmHg) (solubility of less than 5%, preferably 1 % and even more preferentially 0.1 %). They have in their structure at least one hydrocarbon-based chain comprising at least 6 carbon atoms or a sequence of at least two siloxane groups. In addition, the fatty substances are generally soluble in organic solvents under the same temperature and pressure conditions, for instance chloroform, dichloromethane, carbon tetrachloride, ethanol, benzene, toluene, tetrahydrofuran (THF), liquid petroleum jelly or decamethylcyclopentasiloxane. The fatty substances of the invention are neither polyoxyalkylenated nor polyglycerolated.
The term "oxidizing agent" or "chemical oxidizing agent" according to the invention means an oxidizing agent other than atmospheric oxygen. /- The dyeing or lightening process of the invention
The dyeing or lightening process according to the invention thus consists in applying the mixture of the two compositions (A) and (B) prepared just before use, particularly between 1 second and 15 minutes and preferentially 5 minutes before use, and in applying to the wet or dry human keratin fibres.
Composition (A) in direct emulsion form has an oil content of at least 30% by weight and preferentially of at least 50% by weight relative to the total weight of composition (A), and comprises:
i) at least one fatty alcohol that is solid at room temperature and at atmospheric pressure;
ii) at least one oil with a polarity ε of greater than or equal to 2.5; Hi) at least one oil with a polarity ε of less than 2.5; and in which the weight ratio ¾ ,,,) of oils ii)/iii) ranges from 0.1 to 10;
composition (A) also comprising
iv) at least one surfactant;
v) at least one basifying agent; and
vi) optionally at least one dye; and
composition (B) comprising at least one chemical oxidizing agent.
When the process according to the invention is solely a lightening process, it does not incorporate a direct dye or an oxidation dye precursor (bases and couplers) usually used for the dyeing of human keratin fibres, or alternatively, if it does use direct dyes, the total content of the said dyes does not exceed 0.001 % by weight relative to the weight of the composition once the mixing of (A) and (B) has been performed. Specifically, at such a content, only the composition derived from the mixing of (A) and (B) would possibly be dyed, i.e. no dyeing effect would be observed on the keratin fibres.
Preferentially, composition (A) does not contain any oxidation bases, coupler or direct dye when the process of the invention is solely a process for lightening keratin fibres.
According to another particular embodiment of the invention, the process is a process for dyeing keratin fibres using the mixture of parts (A) and (B) as defined previously.
When the process according to the invention is a dyeing process, it uses at least one dye and more particularly direct dyes or oxidation dye precursors as defined below. If it uses direct dyes, the total content of the said direct dyes exceeds 0.001 % by weight relative to the weight of the composition once the mixing of (A) and (B) has been performed.
Preferentially, composition (A) contains oxidation bases, couplers and/or direct dyes.
The composition obtained from the mixing of (A) and (B) according to the invention is then left in place for a time usually ranging from one minute to one hour and preferably from 5 minutes to 30 minutes.
The temperature during the process is conventionally between room temperature (between 15 and 25°C) and 80°C and preferably between room temperature and 60°C.
After the treatment, the human keratin fibres are optionally rinsed with water, optionally washed with a shampoo and then rinsed with water, before being dried or left to dry. The ingredients
(i)- the solid fatty alcohols: Composition (A) of the process of the invention comprises at least one "fatty alcohol" which is solid at room temperature and at atmospheric pressure (25°C; 1 atmosphere = 760 mmHg). The term "fatty alcohol" means a long-chain aliphatic alcohol comprising from 6 to 34 carbon atoms and comprising at least one hydroxyl group OH.
Preferably, the solid fatty alcohols are of structure R-OH with R being a linear alkyl group comprising from 12 to 34 carbon atoms.
The fatty alcohols that are solid at room temperature, which are suitable for use in the invention, are more particularly chosen from:
- lauryl alcohol (1-dodecanol);
- myristyl alcohol (1-tetradecanol);
- cetyl alcohol (1-hexadecanol);
- stearyl alcohol (1-octadecanol);
- arachidyl alcohol (1-eicosanol);
- behenyl alcohol (1-docosanol);
- lignoceryl alcohol (1-tetracosanol);
- ceryl alcohol (1-hexacosanol);
- montanyl alcohol (1-octacosanol);
- myricyl alcohol (1-triacontanol);
and mixtures thereof.
According to one particular mode of the invention, the solid fatty alcohols of structure R-OH are such that R as defined previously comprises from 12 to 30 and better still 12 to 22 carbon atoms.
Even more particularly, the solid fatty alcohol is chosen from cetyl alcohol, stearyl alcohol, behenyl alcohol and mixtures thereof such as cetylstearyl alcohol or cetearyl alcohol. Preferably, the content of fatty alcohols that are solid at room temperature and atmospheric pressure in the composition (A) according to the invention is between 0.2% and 20% by weight, preferably from 0.5% to 15% by weight and even more particularly from 1 % to 10% by weight relative to the total weight of composition (A). Composition (B) may also contain one or more solid fatty alcohols. If it contains one or more solid fatty alcohols, the content thereof may range from 0.2% to 20% by weight, preferably from 0.5% to 15% by weight and even more particularly between 1 % and 10% by weight relative to the total weight of composition (B).
Preferably, the content of fatty alcohols that are solid at room temperature and atmospheric pressure in the ready-to-use composition according to the invention ranges between 0.2% and 20% by weight, preferably from 0.5% to 15% by weight and even more particularly from 1 % to 10% by weight relative to the total weight of composition (A).
(ii)/(iii) - The oils of different polarity ε
The term "o/T means a "fatty substance" that is liquid, i.e. that is capable of flowing under the action of its own weight at room temperature (25°C) and at atmospheric pressure (105 Pa). Preferably, the viscosity at a temperature of 25°C and at a shear rate of 1 s"1 of the oil is between 10"3 Pa.s and 2 Pa.s. It may be measured using a Thermo Haake RS600 rheometer with cone-plate geometry or an equivalent machine.
Composition (A) comprises at least 30% by weight of oil(s) and preferentially at least 50% by weight of oil(s) relative to the total weight of the composition.
The composition comprises at least two oils of different polarity: an oil with a polarity ε of greater than or equal to 2.5 and another with a polarity ε of less than 2.5, with ε corresponding to the dielectric constant at 25°C of the oil.
According to one particularly advantageous mode of the invention, the ingredient (Hi), the oil of polarity ε < 2.5, is chosen from:
- halogenated or non-halogenated linear or branched hydrocarbons, of mineral or synthetic origin, containing less than 16 carbon atoms, for instance hexane, cyclohexane, undecane, dodecane, isododecane, tridecane or perfluorohexane, or more than 16 carbon atoms, such as liquid petroleum jelly;
- linear or cyclic polydialkylsiloxanes, for instance hexaethyldisiloxane.
Preferably, the oil of polarity ε < 2.5 is chosen from isododecane and liquid petroleum jelly.
According to one preferred mode of the invention, ingredient (ii), the oil with a polarity ε of greater than or equal to 2.5, is chosen from:
unsaturated or branched liquid fatty alcohols comprising from 6 to 30 carbon atoms, such as those of formula CnH2n+iOH with n being an integer between
6 and 20 inclusive. Mention may be made especially of oleyl alcohol, linolenyl alcohol, linoleyl alcohol, ricinoleyl alcohol, undecylenyl alcohol, isostearyl alcohol and octyldodecanol.
triglyceride oils of plant or synthetic origin, such as liquid fatty acid triglycerides containing from 6 to 30 carbon atoms, for instance heptanoic or octanoic acid triglycerides, or alternatively, for example, sunflower oil, corn oil, soybean oil, marrow oil, grapeseed oil, sesame seed oil, hazelnut oil, apricot oil, macadamia oil, arara oil, castor oil, avocado oil, caprylic/capric acid triglycerides, for instance those sold by the company Stearineries Dubois or those sold under the names Miglyol® 810, 812 and 818 by the company Dynamit Nobel, jojoba oil and shea butter oil; and
liquid esters other than triglycerides.
These esters are preferably liquid esters of saturated or unsaturated, linear or branched C C26 aliphatic monoacids or polyacids and of saturated or unsaturated, linear or branched C C26 aliphatic monoalcohols or polyalcohols, the total number of carbon atoms of the esters being greater than or equal to 10.
Preferably, for the esters of monoalcohols, at least one from among the alcohol and the acid from which the esters of the invention are derived is branched.
Among the monoesters of monoacids and of monoalcohols, mention may be made of ethyl palmitate, isopropyl palmitate, alkyl myristates such as isopropyl myristate or ethyl myristate, isocetyl stearate, 2-ethylhexyl isononanoate, isodecyl neopentanoate and isostearyl neopentanoate.
Esters of C4-C22 dicarboxylic or tricarboxylic acids and of C1-C22 alcohols and esters of monocarboxylic, dicarboxylic or tricarboxylic acids and of C4-C26 dihydroxy, trihydroxy, tetrahydroxy or pentahydroxy alcohols may also be used.
Mention may be made especially of: diethyl sebacate; diisopropyl sebacate; diisopropyl adipate; di-n-propyl adipate; dioctyl adipate; diisostearyl adipate; dioctyl maleate; glyceryl undecylenate; octyldodecyl stearoyl stearate; pentaerythrityl monoricinoleate; pentaerythrityl tetraisononanoate; pentaerythrityl tetrapelargonate; pentaerythrityl tetraisostearate; pentaerythrityl tetraoctanoate; propylene glycol dicaprylate; propylene glycol dicaprate; tridecyl erucate; triisopropyl citrate; triisostearyl citrate; glyceryl trilactate; glyceryl trioctanoate; trioctyldodecyl citrate; trioleyl citrate; propylene glycol dioctanoate; neopentyl glycol diheptanoate; diethylene glycol diisononanoate; and polyethylene glycol distearates.
Among the esters mentioned above, it is preferred to use ethyl, isopropyl, myristyl, cetyl or stearyl palmitate, 2-ethylhexyl palmitate, 2-octyldecyl palmitate, alkyl myristates such as isopropyl, butyl, cetyl or 2-octyldodecyl myristate, hexyl stearate, propylene glycol dicaprylate, butyl stearate, isobutyl stearate; dioctyl malate, hexyl laurate, 2-hexyldecyl laurate, isononyl isononanoate or cetyl octanoate. The composition may also comprise, as liquid fatty ester, sugar esters and diesters of C6-C30 and preferably C12-C22 fatty acids. It is recalled that the term "sugar" means oxygen-bearing hydrocarbon-based compounds containing several alcohol functions, with or without aldehyde or ketone functions, and which comprise at least 4 carbon atoms. These sugars may be monosaccharides, oligosaccharides or polysaccharides.
Examples of suitable sugars that may be mentioned include saccharose, glucose, galactose, ribose, fucose, maltose, fructose, mannose, arabinose, xylose and lactose, and derivatives thereof, especially alkyl derivatives, such as methyl derivatives, for instance methylglucose.
The sugar esters of fatty acids may be chosen especially from the group comprising the esters or mixtures of esters of sugars described previously and of linear or branched, saturated or unsaturated C6-C30 and preferably C12-C22 fatty acids. If they are unsaturated, these compounds may comprise one to three conjugated or unconjugated carbon-carbon double bonds.
The esters according to this variant may also be chosen from mono-, di-, tri- and tetraesters, and polyesters, and mixtures thereof.
These esters may be chosen, for example, from oleates, laurates, palmitates, myristates, behenates, cocoates, stearates, linoleates, linolenates, caprates and arachidonates, or mixtures thereof, such as, in particular, oleopalmitate, oleostearate or palmitostearate mixed esters.
More particularly, use is made of monoesters and diesters and in particular of sucrose, glucose or methylglucose mono- or dioleates, stearates, behenates, oleopalmitates, linoleates, linolenates or oleostearates.
An example that may be mentioned is the product sold under the name
Glucate® DO by the company Amerchol, which is a methylglucose dioleate.
Preferably, the oil with a polarity ε of greater than or equal to 2.5 is a liquid fatty alcohol and even more preferentially octyldodecanol (ε = 2.64).
In composition (A), each of the two types of oil may represent from 3% to 70% of the weight of the composition.
In composition (A), the weight ratio ^ -,) of oils ii)/iii) ranges from 0.1 to 10.
Preferably, this ratio ranges from 0.1 to 1 , and the ratio is more particularly between 0.1 and 0.5. In the ready-to-use composition resulting from the mixing of compositions (A) and (B), the mixture of the two types of oil may represent from 7.5% to 60% of the total weight of the composition.
Composition (B) may or may not comprise one of the two types of oil or the mixture thereof. If it contains oils, the total content thereof may range from 0.5% to 40% of the weight of composition (B). (iv)- The surfactants:
The dyeing and/or lightening process uses one or more surfactants.
In particular, the surfactant(s) are chosen from nonionic surfactants or from anionic, amphoteric, cationic or nonionic surfactants, and preferentially nonionic surfactants.
The term "anionic surfactant' means a surfactant comprising, as ionic or ionizable groups, only anionic groups. These anionic groups are preferably chosen from the groups -C(0)OH, -C(0)0", -S03H, -S(0)20", -OS(0)2OH, -OS(0)20", -P(0)OH2, -P(0)20", -P(0)02 ", -P(OH)2, =P(0)OH, -P(OH)0", =P(0)0", =POH, =PO", the anionic parts comprising a cationic counterion such as an alkali metal, an alkaline- earth metal or an ammonium.
Mention may be made, as examples of anionic surfactants that may be used in the composition according to the invention, of alkyl sulfates, alkyl ether sulfates, alkylamido ether sulfates, alkylaryl polyether sulfates, monoglyceride sulfates, alkylsulfonates, alkylamidesulfonates, alkylarylsulfonates, a-olefin sulfonates, paraffin sulfonates, alkyl sulfosuccinates, alkyl ether sulfosuccinates, alkylamide sulfosuccinates, alkyl sulfoacetates, acylsarcosinates, acylglutamates, alkyl sulfosuccinamates, acylisethionates and N-acyltaurates, polyglycoside polycarboxylic acid and alkyl monoester salts, acyl lactylates, salts of D-galactoside uronic acids, salts of alkyl ether carboxylic acids, salts of alkylaryl ether carboxylic acids, salts of alkylamido ether carboxylic acids; and the corresponding non-salified forms of all these compounds; the alkyl and acyl groups of all these compounds comprising from 6 to 24 carbon atoms and the aryl group denoting a phenyl group.
These compounds may be oxyethylenated and then preferably comprise from 1 to 50 ethylene oxide units.
The salts of C6"C24 alkyl monoesters of polyglycoside-polycarboxylic acids can be selected from C6"C24 alkyl polyglycoside-citrates, C6-C24 alkyl polyglycoside- tartrates and C6"C24 alkyl polyglycoside-sulfosuccinates.
When the anionic surfactant(s) are in salt form, they may be chosen from alkali metal salts such as the sodium or potassium salt and preferably the sodium salt, the ammonium salts, the amine salts and in particular amino alcohol salts or the alkaline- earth metal salts such as the magnesium salts.
Examples of amino alcohol salts that may especially be mentioned include monoethanolamine, diethanolamine and triethanolamine salts, monoisopropanolamine, diisopropanolamine or triisopropanolamine salts, 2-amino-2- methyl-1-propanol salts, 2-amino-2-methyl-1 ,3-propanediol salts and tris(hydroxymethyl)aminomethane salts.
Alkali metal or alkaline-earth metal salts and in particular the sodium or magnesium salts are preferably used. Among the anionic surfactants mentioned, use is preferably made of (C6- C24)alkyl sulfates, (C6-C24)alkyl ether sulfates comprising from 2 to 50 ethylene oxide units, especially in the form of alkali metal, ammonium, amino alcohol and alkaline- earth metal salts, or a mixture of these compounds.
It is particularly preferred to use (Ci2-C2o)alkyl sulfates, (Ci2-C20)alkyl ether sulfates comprising from 2 to 20 ethylene oxide units, especially in the form of alkali metal, ammonium, amino alcohol and alkaline-earth metal salts, or a mixture of these compounds. Better still, use is made of sodium lauryl ether sulfate containing 2.2 mol of ethylene oxide.
The amphoteric or zwitterionic surfactant(s), which are preferably nonsilicone, that may be used in the present invention may especially be derivatives of optionally quaternized aliphatic secondary or tertiary amines, in which derivatives the aliphatic group is a linear or branched chain comprising from 8 to 22 carbon atoms, said amine derivatives containing at least one anionic group, for instance a carboxylate, sulfonate, sulfate, phosphate or phosphonate group. Mention may be made in particular of (C8-C20)alkylbetaines, sulfobetaines, (C8-C2o)alkylamido(C3- C8)alkylbetaines and (C8-C2o)alkylamido(C6-C8)alkylsulfobetaines.
Among the optionally quaternized secondary or tertiary aliphatic amine derivatives that can be used, as defined above, mention may also be made of the compounds of respective structures (A1) and (A2):
Ra-C(0)-NH-CH2-CH2-N+(Rb)(Rc)-CH2C(0)0", M+ (A1 ) in which formula (A1):
Ra represents a Ci0-C30 alkyl or alkenyl group derived from an acid Ra- COOH preferably present in hydrolyzed coconut oil, or a heptyl, nonyl or undecyl group;
Rb represents a β-hydroxyethyl group; and
Rc represents a carboxymethyl group;
M+ represents a cationic counterion derived from an alkali metal or alkaline-earth metal, such as sodium, an ammonium ion or an ion derived from an organic amine, and
Ra- OJ-NH-CHz-CHz-NiBHB') (A2) in which formula (A2):
B represents the group -CH2-CH2-0-X';
B' represents the group -(CH2)ZY', with z = 1 or 2;
X" represents the group -CH2-C(0)OH, -CH2-C(0)OZ', -CH2-CH2-C(0)OH, - CH2-CH2-C(0)OZ', or a hydrogen atom; Υ' represents the group -C(0)OH, -C(0)OZ', -CH2-CH(OH)-S03H or the group -CH2-CH(OH)-S03-Z';
Z' represents a cationic counterion derived from an alkali metal or alkaline- earth metal, such as sodium, an ammonium ion or an ion derived from an organic amine;
Ra' represents a Ci0-C30 alkyl or alkenyl group of an acid Ra'-C(0)OH preferably present in coconut oil or in hydrolysed linseed oil, an alkyl group, especially of C17 and its iso form, or an unsaturated Ci7 group. These compounds are classified in the CTFA dictionary, 5th edition, 1993, under the names disodium cocoamphodiacetate, disodium lauroamphodiacetate, disodium caprylamphodiacetate, disodium capryloamphodiacetate, disodium cocoamphodipropionate, disodium lauroamphodipropionate, disodium caprylamphodipropionate, disodium capryloamphodipropionate, lauroampho- dipropionic acid and cocoamphodipropionic acid.
By way of example, mention may be made of the cocoamphodiacetate sold by the company Rhodia under the trade name Miranol® C2M Concentrate.
Among the amphoteric or zwitterionic surfactants mentioned above, use is preferably made of (C8-C2o)alkylbetaines such as cocoylbetaine, and (C8- C2o)alkylamido(C3-C8)alkylbetaines such as cocamidopropylbetaine, and mixtures thereof. More preferentially, the amphoteric or zwitterionic surfactant(s) are chosen from cocamidopropylbetaine and cocoylbetaine.
The cationic surfactant(s) that can be used in the compositions of the present invention comprise, for example, salts of optionally polyoxyalkylenated primary, secondary or tertiary fatty amines, quaternary ammonium salts, and mixtures thereof.
Examples of quaternary ammonium salts that may especially be mentioned include:
- those corresponding to the following general formula (I) below:
Figure imgf000014_0001
(I)
in which formula (I) the groups R8 to Rn, which may be identical or different, represent a linear or branched aliphatic group comprising from 1 to 30 carbon atoms or an aromatic group such as aryl or alkylaryl, at least one of the groups R8 to Rn comprising from 8 to 30 carbon atoms and preferably from 12 to 24 carbon atoms. The aliphatic groups may comprise heteroatoms such as, in particular, oxygen, nitrogen, sulfur and halogens. The aliphatic groups are chosen, for example, from CrC30 alkyl, CrC30 alkoxy, polyoxy(C2-C6)alkylene, CrC30 alkylamide, (Ci2-C22)alkylamido(C2-C6)alkyl, (C12- C22)alkylacetate, CrC30 hydroxyalkyl, X" is an anionic counterion chosen from halides, phosphates, acetates, lactates, (C C4)alkyl sulfates, and (C C4)alkyl- or (CrC4)alkylarylsulfonates.
Among the quaternary ammonium salts of formula (I), preference is given firstly to tetraalkylammonium chlorides, for instance dialkyldimethylammonium or alkyltrimethylammonium chlorides in which the alkyl group contains approximately from 12 to 22 carbon atoms, in particular behenyltrimethylammonium chloride, distearyldimethylammonium chloride, cetyltnmethylammonium chloride, benzyldimethylstearylammonium chloride, or else, secondly, distearoylethylhydroxyethylmethylammonium methosulfate, dipalmitoylethylhydroxyethylammonium methosulfate or distearoylethylhydroxyethylammonium methosulfate, or else, lastly, palmitylamidopropyltrimethylammonium chloride or stearamidopropyldimethyl(myristyl acetate)ammonium chloride, sold under the name Ceraphyl® 70 by the company Van Dyk;
- quaternary ammonium salts of imidazoline, for instance those of formula (II) below:
Figure imgf000015_0001
(ll)
in which formula (II) R12 represents an alkyl or alkenyl group comprising from 8 to 30 carbon atoms, for example fatty acid derivatives of tallow, R13 represents a hydrogen atom, a C C4 alkyl group or an alkyl or alkenyl group comprising from 8 to 30 carbon atoms, R14 represents a C C4 alkyl group, R15 represents a hydrogen atom or a C C4 alkyl group, X" represents an anion counterion chosen from halides, phosphates, acetates, lactates, (C C4)alkyl sulfates and (C C4)alkyl- or (CrC4)alkylarylsulfonates. R12 and R13 preferably denote a mixture of alkyl or alkenyl groups comprising from 12 to 21 carbon atoms, for example tallow fatty acid derivatives, R14 denotes a methyl group, and R15 denotes a hydrogen atom. Such a product is sold, for example, under the name Rewoquat® W 75 by the company Rewo;
- quaternary diammonium or triammonium salts, particularly of formula (IV) below: 2+
17 R ' , 9
R16— — (CH2)3— N— R,
21
R, R 20
(III)
in which formula (III) R16 denotes an alkyl group comprising from about 16 to 30 carbon atoms, optionally hydroxylated and/or interrupted with one or more oxygen atoms; R17 is chosen from hydrogen, an alkyl group comprising from 1 to 4 carbon atoms or a group -(CH2)3-N+(R16a)(Ri7a)(Ri8a); Riea, i7a, iea, Rie, R19, R2o and R2i , which may be identical or different, are chosen from hydrogen and an alkyl group comprising from 1 to 4 carbon atoms, and X" is an anion chosen from the group of halides, acetates, phosphates, nitrates, (C C4)alkyl sulfates and (C C4)alkyl- or (CrC4)alkylarylsulfonates, in particular methyl sulfate and ethyl sulfate. Such compounds are, for example, Finquat CT-P, sold by the company Finetex (Quaternium 89), and Finquat CT, sold by the company Finetex (Quaternium 75);
- quaternary ammonium salts comprising one or more ester functions, such as those of formula (IV) below:
O X ,(CsH2s)-R
R 24 O-CrHr2(OH)rT - N - CtHt2(OH)t-0- R0,
X 23
R 22
(IV)
which formula (IV):
R22 is chosen from C C6 alkyl and C C6 hydroxyalkyl or dihydroxyalkyl groups;
R23 is chosen from: the group
Figure imgf000016_0001
linear or branched, saturated or unsaturated C C22 hydrocarbon- based groups R27,
a hydrogen atom;
R25 is chosen from: the group R 28 C - linear or branched, saturated or unsaturated C C6 hydrocarbon-based groups R29,
- a hydrogen atom;
R∑4, R26 and R28, which may be identical or different, are chosen from linear or branched, saturated or unsaturated C7-C21 hydrocarbon-based groups;
r, s and t, which may be identical or different, are integers ranging from 2 to
6;
r1 and t1 , which may be identical or different, are equal to 0 or 1 , with r2+r1 =2r and t1+t2=2t
■ y is an integer ranging from 1 to 10;
x and z, which may be identical or different, are integers ranging from 0 to 10;
X" represents an organic or inorganic anionic counterion;
with the proviso that the sum x + y + z is from 1 to 15, that when x is 0 then R23 denotes R27, and that when z is 0 then R25 denotes R29.
The alkyl groups R2∑ may be linear or branched, and more particularly linear. Preferably, R2∑ denotes a methyl, ethyl, hydroxyethyl or dihydroxypropyl group, and more particularly a methyl or ethyl group.
Advantageously, the sum x + y + z is from 1 to 10.
When R23 is a hydrocarbon-based group R27, it may be long and may contain from 12 to 22 carbon atoms, or may be short and may contain from 1 to 3 carbon atoms.
When R25 is a hydrocarbon-based group R29, it preferably contains 1 to 3 carbon atoms.
Advantageously, R24, R∑6 and R28, which may be identical or different, are chosen from linear or branched, saturated or unsaturated C11-C21 hydrocarbon- based groups, and more particularly from linear or branched, saturated or unsaturated C11-C21 alkyl and alkenyl groups.
Preferably, x and z, which may be identical or different, are equal to 0 or 1. Advantageously, y is equal to 1.
Preferably, r, s and t, which may be identical or different, are equal to 2 or 3, and even more particularly are equal to 2.
The anionic counterion X" is preferably a halide, preferably such as chloride, bromide or iodide; a (C C4)alkyl sulfate or a (C C4)alkyl- or (C1- C4)alkylarylsulfonate. However, use may be made of methanesulfonate, phosphate, nitrate, tosylate, an anion derived from an organic acid, such as acetate or lactate, or any other anion compatible with the ammonium containing an ester function. The anionic counterion X" is even more particularly chloride, methyl sulfate or ethyl sulfate.
Use is made more particularly, in the composition according to the invention, of the ammonium salts of formula (IV) in which:
- R22 denotes a methyl or ethyl group,
- x and y are equal to 1 ,
- z is equal to 0 or 1 ,
- r, s and t are equal to 2,
- R23 is chosen from: the group
• methyl, ethyl or C14-C22 hydrocarbon-based groups,
• a hydrogen atom,
- R25 is chosen from:
• the group
Figure imgf000018_0002
• a hydrogen atom,
R24, R∑6 and R28, which may be identical or different, are chosen from linear or branched, saturated or unsaturated C13-C17 hydrocarbon- based groups, and more particularly from linear or branched, saturated or unsaturated C13-C17 alkyl and alkenyl groups.
Advantageously, the hydrocarbon-based radicals are linear. Among the compounds of formula (V), examples that may be mentioned include salts, especially the chloride or methyl sulfate, of diacyloxy- ethyldimethylammonium, diacyloxyethylhydroxyethylmethylammonium, monoacyl- oxyethyldihydroxyethylmethylammonium, triacyloxyethylmethylammonium or monoacyloxyethylhydroxyethyldimethylammonium, and mixtures thereof. The acyl groups preferably contain 14 to 18 carbon atoms and are obtained more particularly from a plant oil such as palm oil or sunflower oil. When the compound contains several acyl groups, these groups may be identical or different.
These products are obtained, for example, by direct esterification of triethanolamine, triisopropanolamine, an alkyldiethanolamine or an alkyldiisopropanolamine, which are optionally oxyalkylenated, with fatty acids or with fatty acid mixtures of plant or animal origin, or by transesterification of the methyl esters thereof. This esterification is followed by a quaternization by means of an alkylating agent such as an alkyl halide, preferably methyl or ethyl halide, a dialkyi sulfate, preferably methyl or ethyl sulfate, methyl methanesulfonate, methyl para-toluenesulfonate, glycol chlorohydrin or glycerol chlorohydrin.
Such compounds are sold, for example, under the names Dehyquart® by the company Henkel, Stepanquat® by the company Stepan, Noxamium® by the company Ceca or Rewoquat® WE 18 by the company Rewo-Witco.
The composition according to the invention may contain, for example, a mixture of quaternary ammonium salts of mono-, di- and triesters with a weight majority of diester salts.
It is also possible to use the ammonium salts containing at least one ester function that are described in patents US-A-4 874 554 and US-A-4 137 180.
Use may be made of behenoylhydroxypropyltrimethylammonium chloride sold by KAO under the name Quatarmin BTC 131.
Preferably, the ammonium salts containing at least one ester function contain two ester functions.
Among the cationic surfactants that may be present in the composition according to the invention, it is more particularly preferred to choose cetyltrimethylammonium, behenyltrimethylammonium and dipalmitoylethylhydroxyethylmethylammonium salts, and mixtures thereof, and more particularly behenyltrimethylammonium chloride, cetyltrimethylammonium chloride, and dipalmitoylethylhydroxyethylammonium methosulfate, and mixtures thereof.
Examples of nonionic surfactants that may be used in the composition used according to the invention are described, for example, in the Handbook of Surfactants by M.R. Porter, published by Blackie & Son (Glasgow and London), 1991 , pp. 1 16-178. They are especially chosen from polyethoxylated, polypropoxylated or polyglycerolated alcohols, a-diols and (C1-20)alkylphenols, containing at least one fatty chain comprising, for example, from 8 to 18 carbon atoms, the number of ethylene oxide and/or propylene oxide groups possibly ranging especially from 2 to 50, and the number of glycerol groups possibly ranging especially from 2 to 30.
Mention may also be made of copolymers of ethylene oxide and propylene oxide, optionally oxyethylenated fatty acid esters of sorbitan, fatty acid esters of sucrose, polyoxyalkylenated fatty acid esters, optionally oxyalkylenated alkylpolyglycosides, alkylglucoside esters, derivatives of N-alkylglucamine and of N- acylmethylglucamine, aldobionamides and amine oxides.
The nonionic surfactants are more particularly chosen from monooxyalkylenated or polyoxyalkylenated, monoglycerolated or polyglycerolated nonionic surfactants. The oxyalkylene units are more particularly oxyethylene or oxypropylene units, or a combination thereof, preferably oxyethylene units.
Examples of oxyalkylenated nonionic surfactants that may be mentioned include:
• oxyalkylenated (C8-C24)alkylphenols;
• saturated or unsaturated, linear or branched, oxyalkylenated C8-C30 alcohols,
• saturated or unsaturated, linear or branched, oxyalkylenated C8-C30 amides;
• esters of saturated or unsaturated, linear or branched C8-C30 acids and of polyethylene glycols;
• polyoxyethylenated esters of saturated or unsaturated, linear or branched C8- C30 acids and of sorbitol;
• saturated or unsaturated, oxyethylenated plant oils;
• condensates of ethylene oxide and/or of propylene oxide, inter alia, alone or as mixtures.
• oxyethylenated and/or oxypropylenated silicones.
The surfactants contain a number of moles of ethylene oxide and/or of propylene oxide of between 1 and 100, preferably between 2 and 50 and preferably between 2 and 30. Advantageously, the nonionic surfactants do not comprise any oxypropylene units.
In accordance with one preferred embodiment of the invention, the oxyalkylenated nonionic surfactants are chosen from oxyethylenated C8-C30 alcohols comprising from 1 to 100 mol of ethylene oxide; polyoxyethylenated esters of linear or branched, saturated or unsaturated C8-C30 acids and of sorbitol comprising from 1 to 100 mol of ethylene oxide.
As examples of monoglycerolated or polyglycerolated nonionic surfactants, monoglycerolated or polyglycerolated C8-C40 alcohols are preferably used.
In particular, the monoglycerolated or polyglycerolated C8-C40 alcohols correspond to the following formula:
R290-[CH2-CH(CH2OH)-0]m-H
in which R29 represents a linear or branched C8-C40 and preferably C8-C30 alkyl or alkenyl radical, and m represents a number ranging from 1 to 30 and preferably from 1 to 10.
As examples of compounds that are suitable in the context of the invention, mention may be made of lauryl alcohol containing 4 mol of glycerol (I NCI name: Polyglyceryl-4 Lauryl Ether), lauryl alcohol containing 1.5 mol of glycerol, oleyl alcohol containing 4 mol of glycerol (INCI name: Polyglyceryl-4 Oleyl Ether), oleyl alcohol containing 2 mol of glycerol (INCI name: Polyglyceryl-2 Oleyl Ether), cetearyl alcohol containing 2 mol of glycerol, cetearyl alcohol containing 6 mol of glycerol, oleocetyl alcohol containing 6 mol of glycerol, and octadecanol containing 6 mol of glycerol. The alcohol may represent a mixture of alcohols in the same way that the value of m represents a statistical value, which means that, in a commercial product, several species of polyglycerolated fatty alcohols may coexist in the form of a mixture.
Among the monoglycerolated or polyglycerolated alcohols, it is more particularly preferred to use the C8/Ci0 alcohol containing 1 mol of glycerol, the C10/C12 alcohol containing 1 mol of glycerol and the C12 alcohol containing 1.5 mol of glycerol.
Preferably, the surfactant used in the process of the invention is a mono- or polyoxyalkylenated nonionic surfactant, particularly comprising oxyethylene or oxypropylene units, or a combination thereof, more particularly oxyethylene units.
In composition (A) and in the ready-to-use composition, the amount of nonionic surfactant(s) in the composition preferably ranges from 0.1 % to 30% by weight and better still from 0.2% to 20% by weight relative to the total weight of the composition under consideration, i.e. composition (A) or the ready-to-use composition (mixture (A)
Composition (B) may or may not comprise at least one surfactant. If it contains surfactants, their total content may range from 0.1 % to 30% by weight and better still from 0.2% to 20% by weight relative to the total weight of composition B.
(ykJihe ba^jyfjng_^e^nts
The process according to the invention also uses one or more basifying agents.
The basifying agent(s) may be mineral or organic or hybrid.
The mineral basifying agent(s) are preferably chosen from aqueous ammonia, alkali metal carbonates or bicarbonates such as sodium or potassium carbonates and sodium or potassium bicarbonates, sodium hydroxide or potassium hydroxide, or mixtures thereof.
The organic basifying agent(s) are preferably chosen from organic amines with a pK at 25°C of less than 12, preferably less than 10 and even more advantageously less than 6. It should be noted that it is the pK corresponding to the function of highest basicity. In addition, the organic amines do not comprise any alkyl or alkenyl fatty chains comprising more than ten carbon atoms.
The organic basifying agent(s) are chosen, for example, from alkanolamines, oxyethylenated and/or oxypropylenated ethylenediamines, amino acids and the compounds of formula (V) below:
Figure imgf000021_0001
(V) in which formula (V) W is a C C6 divalent alkylene radical optionally substituted with one or more hydroxyl groups or a C C6 alkyl radical, and/or optionally interrupted with one or more heteroatoms such as O, or NRU; Rx, Ry, Rz, Rt and Ru, which may be identical or different, represent a hydrogen atom or a C C6 alkyl or C C6 hydroxyalkyl or C C6 aminoalkyl radical.
Examples of amines of formula (V) that may be mentioned include 1 ,3- diaminopropane, 1 ,3-diamino-2-propanol, spermine and spermidine.
The term "alkanolamine" means an organic amine comprising a primary, secondary or tertiary amine function, and one or more linear or branched C C8 alkyl groups bearing one or more hydroxyl radicals.
Organic amines chosen from alkanolamines such as monoalkanolamines, dialkanolamines or trialkanolamines comprising one to three identical or different C C4 hydroxyalkyl radicals are in particular suitable for performing the invention.
Among the compounds of this type, mention may be made of monoethanolamine (MEA), diethanolamine, triethanolamine, monoisopropanolamine, diisopropanolamine, N-dimethylaminoethanolamine, 2-amino-2-methyl-1-propanol, triisopropanolamine, 2-amino-2-methyl-1 ,3-propanediol, 3-amino-1 ,2-propanediol, 3- dimethylamino-1 ,2-propanediol and tris(hydroxymethylamino)methane.
More particularly, the amino acids that may be used are of natural or synthetic origin, in their L, D or racemic form, and comprise at least one acid function chosen more particularly from carboxylic acid, sulfonic acid, phosphonic acid or phosphoric acid functions. The amino acids may be in neutral or ionic form.
As amino acids that may be used in the present invention, mention may be made especially of aspartic acid, glutamic acid, alanine, arginine, ornithine, citrulline, asparagine, carnitine, cysteine, glutamine, glycine, histidine, lysine, isoleucine, leucine, methionine, N-phenylalanine, proline, serine, taurine, threonine, tryptophan, tyrosine and valine.
Advantageously, the amino acids are basic amino acids comprising an additional amine function optionally included in a ring or in a ureido function.
Such basic amino acids are preferably chosen from those corresponding to formula (VI) below:
NH,
/ 2
R— CH2— CH\
2H (VI)
in whi VI) R represents a group chosen from:
Figure imgf000022_0001
(CH2)3NH2 ;
-(CH2)2NH2 -(CH2)2NHCONH2 ; and -(CH2)2NH C— NH2
NH
The compounds corresponding to formula (VI) are histidine, lysine, arginine, ornithine and citrulline. The organic amine may also be chosen from organic amines of heterocyclic type. Besides histidine that has already been mentioned in the amino acids, mention may in particular be made of pyridine, piperidine, imidazole, triazole, tetrazole and benzimidazole.
The organic amine may also be chosen from amino acid dipeptides. As amino acid dipeptides that may be used in the present invention, mention may be made especially of carnosine, anserine and baleine.
The organic amine may also be chosen from compounds comprising a guanidine function. As amines of this type that may be used in the present invention, besides arginine, which has already been mentioned as an amino acid, mention may be made especially of creatine, creatinine, 1 , 1-dimethylguanidine, 1 , 1- diethylguanidine, glycocyamine, metformin, agmatine, N-amidinoalanine, 3- guanidinopropionic acid, 4-guanidinobutyric acid and 2- ([amino(imino)methyl]amino)ethane-1 -sulfonic acid.
Preferably, the organic amine present in composition (A) of the invention is an alkanolamine. Even more preferentially, the basifying agent is monoethanolamine (MEA).
Hybrid compounds that may be mentioned include the salts of the amines mentioned previously with acids such as carbonic acid or hydrochloric acid.
Guanidine carbonate or monoethanolamine hydrochloride may be used in particular.
Advantageously, compositions (A) and (B) according to the invention and the ready-to-use composition have a content of basifying agent(s) ranging from 0.01 % to 30% by weight and preferably from 0.1 % to 20% by weight relative to the weight of the composition under consideration (compositions (A) and (B) or the ready-to-use composition).
Preferably, composition (B) does not contain any basifying agent.
According to one particular embodiment, the process according to the invention preferably does not use aqueous ammonia, or a salt thereof, as basifying agent. According to this particular embodiment, if, however, it were used in the process, its content would not exceed 0.03% by weight (expressed as NH3) and preferably would not exceed 0.01 % by weight relative to the weight of the composition obtained from the mixing of (A) and (B). Preferably, if composition (A) comprises aqueous ammonia, or a salt thereof, then the amount of basifying agent(s) is greater than that of the aqueous ammonia (expressed as NH3).
(v)- The dyes:
The process according to the invention may optionally comprise one or more dyes chosen from a) oxidation dyes and b) direct dyes, or mixtures of a) and b) that will be detailed hereinbelow.
When the process according to the invention is intended for dyeing keratin fibres, composition (A) comprises one or more dyes and preferably a) at least one oxidation dye.
The oxidation dyes are generally chosen from one or more oxidation bases optionally combined with one or more couplers.
By way of example, the oxidation bases are chosen from para- phenylenediamines, bis(phenyl)alkylenediamines, para-aminophenols, ortho- aminophenols and heterocyclic bases, and the addition salts thereof.
Among the para-phenylenediamines that may be mentioned, for example, are para-phenylenediamine, para-toluenediamine, 2-chloro-para-phenylenediamine, 2,3- dimethyl-para-phenylenediamine, 2,6-dimethyl-para-phenylenediamine, 2,6-diethyl- para-phenylenediamine, 2,5-dimethyl-para-phenylenediamine, N,N-dimethyl-para- phenylenediamine, Ν,Ν-diethyl-para-phenylenediamine, N,N-dipropyl-para- phenylenediamine, 4-amino-N,N-diethyl-3-methylaniline, N,N-bis^-hydroxyethyl)- para-phenylenediamine, 4-N,N-bis^-hydroxyethyl)amino-2-methylaniline, 4-N,N- bis^-hydroxyethyl)amino-2-chloroaniline, 2^-hydroxyethyl-para-phenylenediamine, 2-fluoro-para-phenylenediamine, 2-isopropyl-para-phenylenediamine, Ν-(β- hydroxypropyl)-para-phenylenediamine, 2-hydroxymethyl-para-phenylenediamine, N,N-dimethyl-3-methyl-para-phenylenediamine, N-ethyl-N-^-hydroxyethyl)-para- phenylenediamine, N-^j-dihydroxypropyl)-para-phenylenediamine, N-(4'- aminophenyl)-para-phenylenediamine, N-phenyl-para-phenylenediamine, 2-β- hydroxyethyloxy-para-phenylenediamine, 2^-acetylaminoethyloxy-para- phenylenediamine, N-^-methoxyethyl)-para-phenylenediamine, 4- aminophenylpyrrolidine, 2-thienyl-para-phenylenediamine, 2^-hydroxyethylamino-5- aminotoluene and 3-hydroxy-1-(4'-aminophenyl)pyrrolidine, and the addition salts thereof with an acid.
Among the para-phenylenediamines mentioned above, para-phenylenediamine, para-toluenediamine, 2-isopropyl-para-phenylenediamine, 2^-hydroxyethyl-para- phenylenediamine, 2^-hydroxyethyloxy-para-phenylenediamine, 2,6-dimethyl-para- phenylenediamine, 2,6-diethyl-para-phenylenediamine, 2,3-dimethyl-para- phenylenediamine, N,N-bis^-hydroxyethyl)-para-phenylenediamine, 2-chloro-para- phenylenediamine and 2^-acetylaminoethyloxy-para-phenylenediamine, and the addition salts thereof with an acid, are particularly preferred.
Among the bis(phenyl)alkylenediamines that may be mentioned, for example, are N,N'-bis(β-hydroxyethyl)-N,N'-bis(4'-aminophenyl)-1 ,3-diaminopropanol, Ν,Ν'- bis(β-hydroxyethyl)-N,N'-bis(4'-aminophenyl)ethylenediamine, N,N'-bis(4- aminophenyl)tetramethylenediamine, N,N'-bis -hydroxyethyl)-N,N'-bis(4- aminophenyl)tetramethylenediamine, N,N'-bis(4- methylaminophenyl)tetramethylenediamine, N,N'-bis(ethyl)-N,N'-bis(4'-amino-3'- methylphenyl)ethylenediamine and 1 ,8-bis(2,5-diaminophenoxy)-3,6-dioxaoctane, and the addition salts thereof.
Among the para-aminophenols that may be mentioned, for example, are para- aminophenol, 4-amino-3-methylphenol, 4-amino-3-fluorophenol, 4-amino-3- chlorophenol, 4-amino-3-hydroxymethylphenol, 4-amino-2-methylphenol, 4-amino-2- hydroxymethylphenol, 4-amino-2-methoxymethylphenol, 4-amino-2- aminomethylphenol, 4-amino-2-(β-hydroxyethylaminomethyl)phenol and 4-amino-2- fluorophenol, and the addition salts thereof with an acid.
Among the ortho-aminophenols that may be mentioned, for example, are 2- aminophenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol and 5-acetamido-2- aminophenol, and the addition salts thereof.
Among the heterocyclic bases that may be mentioned, for example, are pyridine derivatives, pyrimidine derivatives and pyrazole derivatives.
Among the pyridine derivatives that may be mentioned are the compounds described, for example, in patents GB 1 026 978 and GB 1 153 196, for instance 2,5- diaminopyridine, 2-(4-methoxyphenyl)amino-3-aminopyridine and 3,4- diaminopyridine, and the addition salts thereof.
Other pyridine oxidation bases that are useful in the present invention are the 3- aminopyrazolo[1 ,5-a]pyridine oxidation bases or the addition salts thereof described, for example, in patent application FR 2 801 308. Examples that may be mentioned include pyrazolo[1 ,5-a]pyrid-3-ylamine, 2-acetylaminopyrazolo[1 ,5-a]pyrid-3-ylamine, 2-morpholin-4-ylpyrazolo[1 ,5-a]pyrid-3-ylamine, 3-aminopyrazolo[1 ,5-a]pyridine-2- carboxylic acid, 2-methoxypyrazolo[1 ,5-a]pyrid-3-ylamine, (3-aminopyrazolo[1 ,5- a]pyrid-7-yl)methanol, 2-(3-aminopyrazolo[1 ,5-a]pyrid-5-yl)ethanol, 2-(3- aminopyrazolo[1 ,5-a]pyrid-7-yl)ethanol, (3-aminopyrazolo[1 ,5-a]pyrid-2-yl)methanol, 3,6-diaminopyrazolo[1 ,5-a]pyridine, 3,4-diaminopyrazolo[1 ,5-a]pyridine, pyrazolo[1 ,5- a]pyridine-3,7-diamine, 7-morpholin-4-ylpyrazolo[1 ,5-a]pyrid-3-ylamine, pyrazolo[1 ,5- a]pyridine-3,5-diamine, 5-morpholin-4-ylpyrazolo[1 ,5-a]pyrid-3-ylamine, 2-[(3- aminopyrazolo[1 ,5-a]pyrid-5-yl)(2-hydroxyethyl)amino]ethanol, 2-[(3- aminopyrazolo[1 ,5-a]pyrid-7-yl)(2-hydroxyethyl)amino]ethanol, 3-aminopyrazolo[1 ,5- a]pyridin-5-ol, 3-aminopyrazolo[1 ,5-a]pyridin-4-ol, 3-aminopyrazolo[1 ,5-a]pyridin-6-ol and 3-aminopyrazolo[1 ,5-a]pyridin-7-ol, and the addition salts thereof.
Among the pyrimidine derivatives that may be mentioned are the compounds described, for example, in the patents DE 2359399; JP 88-169571 ; JP 05-63124; EP 0770375 or patent application WO 96/15765, such as 2,4,5,6-tetraaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine, 2-hydroxy-4,5,6-triaminopyrimidine, 2,4- dihydroxy-5,6-diaminopyrimidine, 2,5,6-triaminopyrimidine and their addition salts and their tautomeric forms, when a tautomeric equilibrium exists.
Among the pyrazole derivatives that may be mentioned are the compounds described in the patents DE 3843892, DE 4133957 and patent applications WO 94/08969, WO 94/08970, FR-A-2 733 749 and DE 195 43 988, such as 4,5-diamino- 1-methylpyrazole, 4,5-diamino-1-^-hydroxyethyl)pyrazole, 3,4-diaminopyrazole, 4,5- diamino-1-(4'-chlorobenzyl)pyrazole, 4,5-diamino-1 ,3-dimethylpyrazole, 4,5-diamino- 3-methyl-1-phenylpyrazole, 4,5-diamino-1-methyl-3-phenylpyrazole, 4-amino-1 ,3- dimethyl-5-hydrazinopyrazole, 1-benzyl-4,5-diamino-3-methylpyrazole, 4,5-diamino-3- te/f-butyl-1-methylpyrazole, 4,5-diamino-1-te/f-butyl-3-methylpyrazole, 4,5-diamino-1- (β-hydroxyethyl)-3-methylpyrazole, 4,5-diamino-1-ethyl-3-methylpyrazole, 4,5- diamino-1-ethyl-3-(4'-methoxyphenyl)pyrazole, 4,5-diamino-1-ethyl-3-hydroxymethyl- pyrazole, 4,5-diamino-3-hydroxymethyl-1-methylpyrazole, 4,5-diamino-3- hydroxymethyl-1-isopropylpyrazole, 4,5-diamino-3-methyl-1-isopropylpyrazole, 4- amino-5-(2'-aminoethyl)amino-1 ,3-dimethylpyrazole, 3,4,5-triaminopyrazole, 1-methyl- 3,4,5-triaminopyrazole, 3,5-diamino-1-methyl-4-methylaminopyrazole, 3,5-diamino-4- -hydroxyethyl)amino-1-methylpyrazole, and the addition salts thereof. 4,5-Diamino- 1-(β-methoxyethyl)pyrazole may also be used.
A 4,5-diaminopyrazole will preferably be used, and even more preferentially 4,5- diamino-1-^-hydroxyethyl)pyrazole and/or a salt thereof.
Pyrazole derivatives that may also be mentioned include diamino-N,N-dihydro- pyrazolopyrazolones and especially those described in patent application FR-A-2 886 136, such as the following compounds and the addition salts thereof: 2,3-diamino-6,7- dihydro-1 H,5H-pyrazolo[1 ,2-a]pyrazol-1-one, 2-amino-3-ethylamino-6,7-dihydro- 1 H,5H-pyrazolo[1 ,2-a]pyrazol-1-one, 2-amino-3-isopropylamino-6,7-dihydro-1 H,5H- pyrazolo[1 ,2-a]pyrazol-1-one, 2-amino-3-(pyrrolidin-1-yl)-6,7-dihydro-1 H,5H- pyrazolo[1 ,2-a]pyrazol-1-one, 4,5-diamino-1 ,2-dimethyl-1 ,2-dihydropyrazol-3-one, 4,5-diamino-1 ,2-diethyl-1 ,2-dihydropyrazol-3-one, 4,5-diamino-1 ,2-di-(2- hydroxyethyl)-1 ,2-dihydropyrazol-3-one, 2-amino-3-(2-hydroxyethyl)amino-6,7- dihydro-1 H,5H-pyrazolo[1 ,2-a]pyrazol-1-one, 2-amino-3-dimethylamino-6,7-dihydro- 1 H,5H-pyrazolo[1 ,2-a]pyrazol-1-one, 2,3-diamino-5,6,7,8-tetrahydro-1 H,6H- pyridazino[1 ,2-a]pyrazol-1-one, 4-amino-1 ,2-diethyl-5-(pyrrolidin-1-yl)-1 ,2- dihydropyrazol-3-one, 4-amino-5-(3-dimethylaminopyrrolidin-1-yl)-1 ,2-diethyl-1 ,2- dihydropyrazol-3-one, 2,3-diamino-6-hydroxy-6,7-dihydro-1 H,5H-pyrazolo[1 ,2- a]pyrazol-1-one.
2,3-Diamino-6,7-dihydro-1 H,5H-pyrazolo[1 ,2-a]pyrazol-1-one and/or a salt thereof will preferably be used.
4,5-Diamino-1-^-hydroxyethyl)pyrazole and/or 2,3-diamino-6,7-dihydro-1 H,5H- pyrazolo[1 ,2-a]pyrazol-1-one and/or a salt thereof will preferentially be used as heterocyclic bases. Composition (A) according to the invention may optionally comprise one or more couplers advantageously chosen from those conventionally used in the dyeing of keratin fibres.
Among these couplers, mention may be made especially of meta- phenylenediamines, meta-aminophenols, meta-diphenols, naphthalene-based couplers and heterocyclic couplers, and also the addition salts thereof.
Mention may be made, for example, of 1 ,3-dihydroxybenzene, 1 ,3-dihydroxy-2- methylbenzene, 4-chloro-1 ,3-dihydroxybenzene, 2,4-diamino-1-(B-hydroxyethyloxy)- benzene, 2-amino-4-(B-hydroxyethylamino)-1-methoxybenzene, 1 ,3-diaminobenzene, 1 ,3-bis(2,4-diaminophenoxy)propane, 3-ureidoaniline, 3-ureido-1-dimethylamino- benzene, sesamol, 1-B-hydroxyethylamino-3,4-methylenedioxybenzene, oc-naphthol, 2-methyl-1-naphthol, 6-hydroxyindole, 4-hydroxyindole, 4-hydroxy-N-methylindole, 2- amino-3-hydroxypyridine, 6-hydroxybenzomorpholine, 3,5-diamino-2,6-dimethoxy- pyridine, 1-N-(B-hydroxyethyl)amino-3,4-methylenedioxybenzene, 2,6-bis(B-hydroxy- ethylamino)toluene, 6-hydroxyindoline, 2,6-dihydroxy-4-methylpyridine, 1-H-3-methyl- pyrazol-5-one, 1-phenyl-3-methylpyrazol-5-one, 2,6-dimethylpyrazolo[1 ,5-b]-1 ,2,4- triazole, 2,6-dimethyl[3,2-c]-1 ,2,4-triazole and 6-methylpyrazolo[1 ,5-a]benzimidazole, the addition salts thereof with an acid, and mixtures thereof.
In general, the addition salts of the oxidation bases and couplers that may be used in the context of the invention are especially selected from the addition salts with an acid such as the hydrochlorides, hydrobromides, sulfates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates and acetates.
The oxidation base(s) each advantageously represent from 0.001 % to 10% by weight relative to the total weight of the composition, and preferably from 0.005% to 5% by weight relative to the total weight of composition (A) and of the ready-to-use composition.
The coupler(s), if they are present, each advantageously represent from
0.001 % to 10% by weight relative to the total weight of the composition, and preferably from 0.005% to 5% by weight relative to the total weight of composition (A) and of the ready-to-use composition. Composition (A) according to the invention may optionally comprise b) one or more synthetic or natural direct dyes, chosen from anionic and nonionic species, preferably cationic or nonionic species, either as sole dyes or in addition to the oxidation dye(s).
Examples of suitable direct dyes that may be mentioned include azo direct dyes; (poly)methine dyes such as cyanins, hemicyanins and styryls; carbonyl dyes; azine dyes; nitro(hetero)aryl dyes; tri(hetero)arylmethane dyes; porphyrin dyes; phthalocyanin dyes, and natural direct dyes, alone or as mixtures. Among the natural direct dyes that may be used according to the invention, mention may be made of lawsone, juglone, alizarin, purpurin, carminic acid, kermesic acid, purpurogallin, protocatechaldehyde, indigo, isatin, curcumin, spinulosin, apigenidin and orceins. Extracts or decoctions containing these natural dyes and in particular henna-based poultices or extracts may also be used.
When they are present, the direct dye(s) more particularly represent from 0.001 % to 10% by weight and preferably from 0.005% to 5% by weight of the total weight of the composition.
According to one preferred embodiment of the invention, the process is a dyeing process and composition (A) and similarly the ready-to-use composition contain at least one dye and preferably at least one oxidation dye as defined previously.
Compositions (A) and (B) and the ready-to-use composition may also contain additional ingredients.
F_a_tty_ substances other than the_qjls_ and_the_ soljd fatty alcohg_ls_
The fatty substance(s) used in the compositions according to the invention may also be fatty substances that are non-oily at room temperature (25°C) and at atmospheric pressure (760 mmHg, i.e. 1.013* 105 Pa).
The term "non-oily" preferably means a solid compound or a compound that has a viscosity of greater than 2 Pa.s at a temperature of 25°C and at a shear rate of 1 s'
More particularly, the non-oily fatty substances other than the solid fatty alcohols are chosen from synthetic esters of fatty acids and/or of fatty alcohols, natural waxes, silicone waxes, fatty amides and fatty ethers, which are non-oily and preferably solid.
As regards the non-oily synthetic esters of fatty acids and/or of fatty alcohols, mention may be made especially of solid esters derived from C9-C26 fatty acids and from Cg-C26 fatty alcohols.
Among these esters, mention may be made of octyldodecyl behenate, isocetyl behenate, cetyl lactate, stearyl octanoate, octyl octanoate, cetyl octanoate, decyl oleate, myristyl stearate, octyl palmitate, octyl pelargonate, octyl stearate, alkyl myristates such as cetyl myristate, myristyl myristate and stearyl myristate, and hexyl stearate.
The natural wax(es) are chosen especially from carnauba wax, candelilla wax, esparto wax, paraffin wax, ozokerite, plant waxes such as olive tree wax, rice wax, hydrogenated jojoba wax or absolute flower waxes such as the blackcurrant blossom essential wax sold by the company Bertin (France), and animal waxes such as beeswaxes or modified beeswaxes (cerabellina).
Solid fatty amides that may be mentioned include ceramides. The ceramides or ceramide analogues, such as glycoceramides, that may be used in the compositions according to the invention are known per se and are natural or synthetic molecules that may correspond to the general formula (VII) below:
Figure imgf000029_0001
(VII)
in which formula (VIII):
R3 denotes a linear or branched, saturated or unsaturated alkyl radical, derived from Ci4-C30 fatty acids, this radical possibly being substituted with a hydroxyl group or a hydroxyl group in the omega position esterified with a saturated or unsaturated C 16-C30 fatty acid;
■ R32 denotes a hydrogen atom or a radical (glycosyl)n, (galactosyl)m or sulfogalactosyl, in which n is an integer ranging from 1 to 4 and m is an integer ranging from 1 to 8;
R33 denotes a Ci5-C26 hydrocarbon-based group which is saturated or unsaturated in the alpha position, it being possible for this group to be substituted with one or more C1-C14 alkyl groups;
it being understood that, in the case of these natural ceramides or glycoceramides, R3 may also denote a Ci5-C26 a-hydroxyalkyl radical, the hydroxyl group being optionally esterified with a C 16-C30 Q-hydroxy acid.
The ceramides that are preferred in the context of the present invention are those described by Downing in Arch. Dermatol., Vol. 123, 1381-1384, 1987, or those described in French patent FR 2 673 179.
The ceramide(s) that are more particularly preferred according to the invention are the compounds for which R31 denotes a saturated or unsaturated alkyl derived from C 16-C22 fatty acids; R32 denotes a hydrogen atom and R33 denotes a saturated linear Ci5 radical.
Such compounds are, for example:
- N-linoleyldihydrosphingosine,
- N-oleyldihydrosphingosine,
- N-palmitoyldihydrosphingosine,
- N-stearoyldihydrosphingosine,
- N-behenyldihydrosphingosine, or mixtures of these compounds.
Even more preferentially, use is made of ceramides for which R31 denotes a saturated or unsaturated alkyl radical derived from fatty acids; R32 denotes a galactosyl or sulfogalactosyl radical; and R33 denotes a group
Figure imgf000030_0001
Other waxes or waxy starting materials that may be used according to the invention are especially marine waxes such as those sold by the company Sophim under the reference M82, and waxes of polyethylene or of polyolefins in general, and organopolysiloxane waxes or resins.
The organopolysiloxane resins that may be used in accordance with the invention are crosslinked siloxane systems containing the following units:
R2Si02/2, R3S1C 2, RSi03 2 and Si04/2
in which R represents an alkyl containing 1 to 16 carbon atoms. Among these products, the ones that are particularly preferred are those in which R denotes a C C4 lower alkyl group, more particularly methyl.
Among these resins, mention may be made of the product sold under the name
Dow Corning 593 or those sold under the names Silicone Fluid SS 4230 and SS 4267 by the company General Electric, which are silicones of dimethyl/trimethylsiloxane structure.
Mention may also be made of the trimethyl siloxysilicate type resins sold in particular under the names X22-4914, X21-5034 and X21-5037 by the company Shin- Etsu.
The non-oily fatty ethers are chosen from dialkyl ethers and especially dicetyl ether and distearyl ether, alone or as a mixture.
Preferably, the non-oily fatty substance(s) other than the solid fatty alcohols are present in compositions (A) and (B) or in the ready-to-use composition in a content ranging from 0 to 30%. Jhe_ oxidjzing_ agents:_
The oxidizing composition (B) is preferably an aqueous composition. In particular, it comprises more than 5% by weight of water, preferably more than 10% by weight of water and even more advantageously more than 20% by weight of water.
Composition (B) may also comprise one or more organic solvents chosen from those listed previously; these solvents more particularly representing, when they are present, from 1 % to 40% by weight and preferably from 5% to 30% by weight relative to the weight of the oxidizing composition.
The oxidizing composition also preferably comprises one or more acidifying agents. Among the acidifying agents, examples that may be mentioned include inorganic or organic acids, for instance hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids, for instance acetic acid, tartaric acid, citric acid or lactic acid, and sulfonic acids.
Usually, the pH of the oxidizing composition, when it is aqueous, is less than 7.
Composition (B) according to the invention comprises one or more oxidizing agents. More particularly, the oxidizing agent(s) are chosen from hydrogen peroxide, urea peroxide, alkali metal bromates or ferricyanides, peroxygenated salts, for instance alkali metal or alkaline-earth metal persulfates, perborates and percarbonates, and peracids and precursors thereof.
Preferably, the oxidizing agent is not chosen from peroxygenated salts.
Advantageously, the oxidizing agent is hydrogen peroxide.
Preferably, the oxidizing composition (B) comprises hydrogen peroxide as oxidizing agent, in aqueous solution, the concentration of which ranges, more particularly, from 0.1 % to 50%, more particularly between 0.5% and 20% and more preferably still between 1 % and 15% by weight relative to the weight of the oxidizing composition.
Figure imgf000031_0001
Compositions (A) and/or (B) and the ready-to-use composition of the process of the invention may also contain various adjuvants conventionally used in compositions for dyeing or lightening the hair, such as anionic, cationic, nonionic, amphoteric or zwitterionic polymers or mixtures thereof; antioxidants; penetrants; sequestrants; fragrances; dispersants; film-forming agents; preserving agents; opacifiers and thickeners.
The above adjuvants are generally present in an amount, for each of them, of between 0.01 % and 20% by weight relative to the weight of the composition.
Compositions (A) and/or (B) and the ready-to-use composition of the process according to the present invention may also comprise one or more mineral thickeners chosen from organophilic clays and fumed silicas, or mixtures thereof.
According to one particular embodiment of the process of the invention, composition (A) does not contain any clay. According to another particular embodiment of the invention, composition (B) does not contain any clay. Preferentially, the process of the invention or the oil-rich direct emulsion obtained from the mixing of compositions (A) and (B) does not use or contain any clay.
Compositions (A) and/or (B) and the ready-to-use composition of the process according to the invention may also comprise one or more organic thickeners.
These thickeners may be chosen from fatty acid amides (coconut monoethanolamide or diethanolamide, oxyethylenated carboxylic acid monoethanolamide alkyl ether), polymeric thickeners such as cellulose-based thickeners (hydroxyethylcellulose, hydroxypropylcellulose or carboxymethylcellulose), guar gum and derivatives thereof (hydroxypropyl guar), gums of microbial origin (xanthan gum, scleroglucan gum), acrylic acid or acrylamidopropanesulfonic acid crosslinked homopolymers and associative polymers (polymers comprising hydrophilic regions and fatty-chain hydrophobic regions (alkyl or alkenyl containing at least 10 carbon atoms) that are capable, in an aqueous medium, of reversibly combining with each other or with other molecules).
According to one particular embodiment, the organic thickener is chosen from cellulose-based thickeners (hydroxyethylcellulose, hydroxypropylcellulose or carboxymethylcellulose), guar gum and derivatives thereof (hydroxypropyl guar), gums of microbial origin (xanthan gum, scleroglucan gum) and acrylic acid or acrylamidopropanesulfonic acid crosslinked homopolymers, and preferably from cellulose-based thickeners in particular with hydroxyethylcellulose.
The content of organic thickener(s), if they are present, usually ranges from 0.01 % to 20% by weight and preferably from 0.1 % to 5% by weight relative to the weight of compositions (A) and (B) and of the ready-to-use composition.
Compositions (A) and/or (B) and the ready-to-use composition according to the invention are media comprising at least water and optionally one or more cosmetically acceptable organic solvents.
Examples of cosmetically acceptable organic solvents that may be mentioned include linear or branched and preferably saturated monoalcohols or diols, containing 2 to 10 carbon atoms, such as ethyl alcohol, isopropyl alcohol, hexylene glycol (2- methyl-2,4-pentanediol), neopentyl glycol and 3-methyl-1 ,5-pentanediol; aromatic alcohols such as benzyl alcohol and phenylethyl alcohol; glycerol; polyols or polyol ethers, for instance ethylene glycol monomethyl, monoethyl and monobutyl ethers, 2- butoxyethanol, propylene glycol or ethers thereof, for instance propylene glycol, butylene glycol or dipropylene glycol monomethyl ether; and also diethylene glycol alkyl ethers, especially of C C4, for instance diethylene glycol monoethyl ether or monobutyl ether, alone or as a mixture.
The solvents, when they are present, generally represent between 1 % and 40% by weight relative to the total weight of the dye composition, and preferably between 5% and 30% by weight relative to the total weight of the composition(s) containing them.
Preferably, compositions (A) and/or (B) and the ready-to-use composition of the process of the invention contain water in a content ranging from 10% to 70% and better still from 20% to 55% relative to the total weight of the composition.
Compositions (A) and/or (B) and the ready-to-use composition of the process according to the invention may be in various forms, such as in the form of liquids, creams or gels, or in any other form that is suitable for dyeing keratin fibres, and especially human hair.
Advantageously, compositions (A) and/or (B) and the ready-to-use composition of the process according to the invention are in the form of a gel or cream. Preferably, the ready-to-use composition resulting from the mixing of compositions (A) and (B) is in the form of a direct emulsion.
The pH of the composition after mixing compositions (A) and (B) of the process according to the invention is advantageously between 3 and 12, preferably between 5 and 1 1 and preferentially between 7 and 11 , limits inclusive.
It may be adjusted to the desired value by means of acidifying or basifying agents usually used in the dyeing of keratin fibres, or alternatively using standard buffer systems.
The alkaline agents are, for example, those described previously.
Examples of acidifying agents that may be mentioned include mineral or organic acids, for instance hydrochloric acid, orthophosphoric acid, carboxylic acids, for instance tartaric acid, citric acid or lactic acid, or sulfonic acids.
Method for preparing the direct emulsion obtained from the mixing of (A) and (B)
The ingredients of the abovementioned compositions (A) and (B) and the contents thereof are determined as a function of the characteristics detailed previously for the composition obtained from the final mixture of (A) and (B) according to the invention.
It should be noted that the mixture of compositions (A) and (B) is preferably a direct emulsion.
The composition (A)/composition (B) weight ratio in the mixture preferably ranges from 0.2 to 2, better still from 0.3 to 1 and even better still from 0.5 to 1.
According to one particular embodiment of the invention, the mixture (A) and
(B) is prepared by placing the composition (A) and composition (B) together in a container and mixing them, preferentially vigorously, for a few seconds to a few minutes, before application to the keratin fibres. This mixing may be performed using a multi-compartment device or kit as defined below, one of the compartments of which is devoted to the mixing of compositions (A) and (B) and may be shaken in a closed vessel entirely safely, until a homogeneous emulsion is obtained.
The ready-to-use composition obtained from the mixing of compositions (A) and (B) is such that, preferably, the content of fatty substance ranges from 25% to 80% by weight, preferably from 25% to 65% by weight and better still from 30% to 55% by weight relative to the total weight of the mixture of compositions (A) and (B), in which: ■ (A) represents a composition in direct emulsion form whose oil content is at least 30% by weight relative to the weight of composition (A), and comprising:
i)at least one fatty alcohol that is solid at room temperature and at atmospheric pressure;
ii) at least one oil with a polarity ε of greater than or equal to 2.5;
Hi) at least one oil with a polarity ε of less than 2.5; and
in which the weight ratio ¾ iii) Of oils ii)/iii) ranges from 0.1 to 10; composition (A) also comprising
iv) at least one surfactant;
v) at least one basifying agent; and
vi) optionally at least one dye; and
composition (B) comprising at least one chemical oxidizing agent.
A subject of the invention is also composition (A) in direct emulsion form with an oil content of at least 30% by weight and preferentially of at least 50% by weight relative to the total weight of composition (A), and comprising:
i) a\ least one fatty alcohol that is solid at room temperature and at atmospheric pressure;
ii) at least one oil with a polarity ε of greater than or equal to 2.5;
Hi) at least one oil with a polarity ε of less than 2.5; and
in which the weight ratio ¾ ,,,) of oils ii)/iii) ranges from 0.1 to 10;
composition (A) also comprising
iv) at least one surfactant;
v) at least one basifying agent; and
vi) optionally at least one dye.
Preferably, the composition does not comprise any chemical oxidizing agent.
Another subject of the invention is represented by a ready-to-use composition for dyeing or lightening human keratin fibres, which may be obtained by extemporaneous mixing, at the time of use, of the composition (A) with a composition (B); the resulting mixture comprising at least 25% by weight of fatty substance relative to the total weight of the mixture of compositions (A) and (B); compositions (A) and (B) being defined previously.
In other words, this composition comprises at least 25% by weight of a mixture of fatty substances comprising;
i)at least one fatty alcohol that is solid at room temperature and at atmospheric pressure;
ii) at least one oil with a polarity ε of greater than or equal to 2.5;
Hi) at least one oil with a polarity ε of less than 2.5; and
in which the weight ratio ¾ ,,,) of oils ii)/iii) ranges from 0.1 to 10;
composition (A) also comprising
iv) at least one surfactant;
v) at least one basifying agent; and
vi) optionally at least one dye. //- The multi-compartment devices: The invention also relates to a device containing two or more compartments, comprising:
• in a first compartment, a composition (A) as defined previously, and
• in another compartment, a composition (B) as defined previously.
The example that follows serves to illustrate the invention without, however, being limiting in nature.
EXAMPLE
Composition A below is prepared (the amounts are expressed on a weight basis, i.e. as g% of starting material in unmodified form):
Figure imgf000036_0001
* Oleth-10: polyethylene glycol oleyl ether of the following formula
CH3(CH2)7CH=CH(CH2)7-CH2-(OCH2CH2)nOH
** Deceth-5: polyethylene glycol decyl ether of the following formula
CH3(CH2)8CH2(OCH2CH2)nOH.
Composition B below is prepared (the amounts are expressed on a weight basis, i.e. as g% of starting material in unmodified form):
Composition B % by weight
Poly[(dimethyliminio)- ,3-propanediyl(dimethyliminio)- ,6- hexanediyl dichloride] as an aqueous 60% solution 0.25
(Mexomer PO from Chimex)
Diethylenetriaminepentaacetic acid, pentasodium salt as an
0,15 aqueous 40% solution
Rapeseed acid amide containing 4 OE (Amidet N from Kao) 1.3
Hydrogen peroxide 6
Glycerol 0.5
Cetylstearyl alcohol (Nafol 1618S from Sasol) 6 Stearyl alcohol containing 2 OE (Brij S20-SO from Croda) 5
Liquid petroleum jelly 20
Hydrogen peroxide stabilizer qs
Tetrasodium pyrophosphate decahydrate 0.03
Polydimethyldiallylammonium chloride at 40% in water
0.5
(Merquat 100 from Nalco)
Phosphoric acid qs pH
Water qs 100
Compositions (A) and (B) are mixed together in a 1/1 ratio. The mixing is performed easily Mode of application
The resulting mixture is then applied to locks of natural dark chestnut-brown hair (tone depth TD = 3), at a rate of 10 g of mixture per 1 g of hair. The application is easy and the product remains localized at the site of application.
The mixture is left on at room temperature (25°C) for 30 minutes. There is no unpleasant odour during the application.
The hair was then rinsed, washed with a standard shampoo and dried.
Natural light chestnut-brown locks (TD = 5) with good colour intensity are obtained.

Claims

1. Process for dyeing or lightening keratin fibres, which consists in extemporaneous mixing at the time of use two compositions (A) and (B) and in applying the said mixture to the said fibres;
the said mixture comprising at least 25% by weight of fatty substances relative to the total weight of the composition obtained from the mixture (A) + (B); with:
(A) representing a composition in direct emulsion form whose oil content is at least 30% by weight relative to the weight of composition (A), and comprising: i)at least one fatty alcohol that is solid at room temperature and at atmospheric pressure;
ii) at least one oil with a polarity ε of greater than 2.5;
Hi) at least one oil with a polarity ε of less than 2.5; and
in which the weight ratio ¾ ,,,) of oils ii)/iii) is between 0.1 and 10;
iv) at least one surfactant;
v) at least one basifying agent; and
vi) optionally at least one dye;
and
composition (B) representing a composition comprising at least one chemical oxidizing agent.
2. Process according to the preceding claim, in which composition (A) has a content of oil(s) of at least 50% by weight relative to the weight of composition (A).
3. Process according to Claim 1 or 2, in which i) the fatty alcohol(s) that are solid at room temperature and at atmospheric pressure (A) are chosen from saturated or unsaturated, linear alcohols preferably comprising 12 to 30 carbon atoms, such as:
- lauryl alcohol (1-dodecanol);
- myristyl alcohol (1-tetradecanol);
- cetyl alcohol (1-hexadecanol);
- stearyl alcohol (1-octadecanol);
- arachidyl alcohol (1-eicosanol);
- behenyl alcohol (1-docosanol);
- lignoceryl alcohol (1-tetracosanol);
- ceryl alcohol (1-hexacosanol);
- montanyl alcohol (1-octacosanol);
- myricyl alcohol (1-triacontanol); and mixtures thereof.
4. Process according to any one of the preceding claims, in which the content of i) fatty alcohols that are solid at room temperature and atmospheric pressure, of composition (A) and/or of composition (B) and of the mixed composition, ranges from
0.2% to 20% by weight, preferably from 0.5% to 15% by weight and even more particularly from 1 % to 10% by weight relative to the total weight of the composition.
5. Process according to any one of the preceding claims, in which the oil ii) with a polarity ε of greater than or equal to 2.5 is chosen from unsaturated or branched liquid fatty alcohols comprising from 6 to 30 carbon atoms, triglyceride oils of plant or synthetic origin, and liquid esters other than triglycerides.
6. Process according to any one of the preceding claims, in which the oil ii) with a polarity ε of greater than or equal to 2.5 is chosen from liquid fatty alcohols and is preferably octyldodecanol.
7. Process according to any one of the preceding claims, in which the oil iii) with a polarity ε of less than 2.5 is chosen from:
- halogenated or non-halogenated linear or branched hydrocarbons of mineral or synthetic origin, containing less than 16 carbon atoms or more than 16 carbon atoms, and
- linear or cyclic polydialkylsiloxanes.
8. Process according to any one of the preceding claims, in which the oil iii) with a polarity ε of less than 2.5 is chosen from isododecane and liquid petroleum jelly, and better still is liquid petroleum jelly.
9. Process according to any one of the preceding claims, in which the surfactant(s) are chosen from nonionic surfactants or from anionic, amphoteric, cationic or nonionic surfactants, and preferentially nonionic surfactants.
10. Process according to the preceding claim, in which the surfactant(s) are chosen from mono- or polyoxyalkylenated, mono- or polyglycerolated nonionic surfactants, which are particularly oxyalkylenated with oxyethylene or oxypropylene units, or a combination thereof, preferably oxyethylenated.
11. Process according to any one of the preceding claims, in which composition (A) comprises at least one basifying agent v) which is chosen from aqueous ammonia, alkali metal carbonates or bicarbonates such as sodium or potassium carbonate or bicarbonate, sodium hydroxide and potassium hydroxide, or mixtures thereof.
12. Process according to any one of the preceding claims, in which composition
(A) comprises at least one basifying agent v) which is chosen from organic amines, particularly alkanolamines such as monoethanolamine.
13. Process for dyeing keratin fibres according to any one of the preceding claims, in which composition (A) comprises vi) at least one dye chosen from a) oxidation dyes, b) direct dyes or mixtures of a) and b), preferentially a) at least one oxidation base and optionally at least one coupler.
14. Process according to the preceding claim, in which composition (A) comprises at least one oxidation dye chosen from oxidation bases such as para- phenylenediamines, bis(phenyl)alkylenediamines, para-aminophenols, ortho- aminophenols and heterocyclic bases, and the addition salts thereof, and optionally at least one coupler chosen from meta-phenylenediamines, meta-aminophenols, meta- diphenols, naphthalene-based couplers and heterocyclic couplers, and also the addition salts thereof.
15. Process for lightening keratin fibres according to any one of Claims 1 to 13, the composition of which is obtained from the mixing of compositions (A) and (B), composition (A) preferentially not containing any oxidation base, or coupler, or direct dye.
16. Process according to any one of the preceding claims, in which composition
(B) comprises at least one oxidizing agent chosen from hydrogen peroxide, urea peroxide, alkali metal bromates or ferricyanides, peroxygenated salts, for instance alkali metal or alkaline-earth metal persulfates, perborates and percarbonates, and peracids and precursors thereof; preferentially hydrogen peroxide.
17. Composition (A) in direct emulsion form as defined in any one of the preceding claims.
18. Ready-to-use composition in direct emulsion form resulting from the mixing of a direct composition (A) as defined in any one of Claims 1 to 16 and of a composition (B) comprising at least one chemical oxidizing agent, preferably hydrogen peroxide.
19. Device comprising at least two compartments, containing: • in a first compartment, a composition corresponding to composition (A) as defined in one of Claims 1 to 16 and 18; and
• in another compartment, a composition corresponding to composition (B), which comprises at least one chemical oxidizing agent, preferably hydrogen peroxide.
PCT/EP2012/050254 2011-01-10 2012-01-09 Process for dyeing or lightening keratin fibres in two parts, using an oil-rich direct emulsion based on a solid fatty alcohol and on oils of different polarity WO2012095395A2 (en)

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US10383803B2 (en) 2013-01-29 2019-08-20 L'oreal Dye composition using at least one coupler of meta-phenylenediamine type substituted in position 4 in a medium comprising a fatty substance, processes and device
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