WO2011039098A1

WO2011039098A1 - Cosmetic composition comprising two separate mercaptosiloxanes, method for permanent styling of hair, and use

Info

Publication number: WO2011039098A1
Application number: PCT/EP2010/064035
Authority: WO
Inventors: Malgorzata Kujawa; Patrice Lerda
Original assignee: L'oreal
Priority date: 2009-09-29
Filing date: 2010-09-23
Publication date: 2011-04-07
Also published as: FR2950530A1; FR2950530B1

Abstract

The invention relates to a cosmetic composition comprising at least one silicone functionalised by mercapto groups at the ends of the main chain and at least one silicone functionalised by at least one pendant mercapto group. The invention also relates to a method for the cosmetic treatment of hair during a permanent styling operation on the hair, using said composition.

Description

Cosmetic composition comprising two distinct mercaptosiloxanes, permanent hair deformation process and use

The invention relates to a cosmetic composition comprising at least two distinct silicones functionalized by one or more mercapto groups, to a cosmetic hair treatment method implementing said composition during a permanent hair deformation operation, at the same time. use of said composition, as well as kits.

The first technique for obtaining a permanent deformation of the hair consists, in a first step, in opening the disulfide bonds --SS - of keratin (keratocystin) with the aid of a composition containing a suitable reducing agent such as the ammonium thioglycolate and sulphites (reduction step) then, after having rinsed the hair thus treated, generally with water, to reconstitute in a second time said disulfide bonds by applying to hair previously put under tension for example by curlers, an oxidizing composition (oxidation step, also called fixation) so as finally to give the hair the desired shape. This technique thus makes it possible to perform the waving (permanent process) and / or the straightening (straightening) of the hair. The new form imposed on the hair by a chemical treatment as above is eminently durable over time and resists particularly the action of washing with water or shampoo, and this as opposed to simple conventional techniques of temporary deformation, such as styling.

The second technique for obtaining a permanent deformation of hair consists of carrying out an operation called lanthionization, with the aid of a composition containing a base belonging to the family of hydroxides. It leads to replace disulfide bonds (-CH2-SS-CH2-) by lanthionine bonds (-CH ₂ -S-CH ₂ -). This lanthionization operation involves two consecutive chemical reactions: ^■ The first reaction is a beta-elimination on cystine caused by a hydroxide ion, leading to the cleavage of this bond and dehydroalanine training, as shown in the following reaction scheme,

cystine

dehydroalanine

^■ The second reaction is a reaction of dehydro-alanine with a thiol group. Indeed, the double bond of the dehydroalanine formed is a reactive double bond. It can react with the thiol group of the cysteine residue that has been released to form a new bond called a bridge or lanthionine bond or residue. This second reaction is illustrated by the following reaction scheme.

SUBSTITUTE SHEET (RULE 26)

dehydroalanine

lanthionine

Compared with the first technique described above using a reducing agent, this lanthionization technique does not require a fixation step, since the formation of lanthionine bridges is irreversible. It is therefore carried out in a single step and allows indifferently to achieve either the waving of the hair, or their shaping or curing or smoothing. It is mainly used for shaping naturally frizzy hair.

In some countries, and particularly in Brazil, there is a very strong consumer craze for hair treatments with formaldehyde. These treatments provide moisture control and frizziness, smooth, disciplined, easy-to-comb hair, and a long-lasting, repaired hair sensation.

SUBSTITUTE SHEET (RULE 26) The use of formaldehyde is prohibited because of its toxic nature, there is a real need to seek non-toxic alternatives to achieve the same effects.

The Applicant has surprisingly discovered that by applying to the hair, a cosmetic composition comprising the particular combination of one or more silicones functionalized with mercapto groups located at the ends of the main chain and one or more silicones functionalized by one or more mercapto pendant groups, it was possible to give the hair a smooth feel, a decrease in mass and a control of the volume and the frizziness of the moisture, these effects being persistent in at least 10 shampoos, as well as 'a relaxing effect of curls on wavy and curly hair. The most notable effect is the refinement of the mass of the hair, particularly interesting in the case of very curly hair.

GB 1 182939 discloses a method for treating hair, comprising a step of applying a reducing composition, a step of applying an aqueous dispersion of an organic silicone containing at least one mercaptoalkyl substituent, and then a oxidation step. This method makes it possible to provide significant improvements in terms of shine and body of the hair, and a more durable shaping of the hair with moisture.

Also known from US 5776454, a permanent shaping process of the hair, giving them a conditioning effect. This process comprises incorporating into the reducing solution and / or the oxidizing solution an emulsion comprising a thiolated silicone, prepared by emulsion polymerization.

Finally, EP 0295780 discloses a hair treatment process comprising the application of a reducing composition comprising an organic silicone functionalized with a mercaptoalkyl group, and then the application of an oxidizing composition. This method makes it possible to carry out the permanent shaping of the hair while conferring a conditioning effect resistant to washes.

SUBSTITUTE SHEET (RULE 26) However, none of the solutions proposed by these documents can satisfactorily solve the problems indicated before.

The subject of the invention is therefore a cosmetic composition (S) comprising:

one or more siiicones functionalized with mercapto groups located at the ends of the main chain, and

one or more siiicones functionalized with one or more pendant mercapto groups.

The subject of the invention is also a method for the cosmetic treatment of the hair, during a permanent hair deformation operation, comprising:

a step of disrupting the disulfide bonds of keratin, by application to the keratinous fibers of a composition (A) comprising one or more keratin-disulfide linkage agents, and then possibly

an attachment step for closing said disulfide bonds, by applying an oxidizing composition (B) to the keratinous fibers in the case of the use of one or more reducing agents as a breaking agent,

the composition (S) may be a sub-part of the composition (A) and / or a sub-part of the oxidizing composition (B) and / or applied to the keratinous fibers between the step of applying the composition ( A) and the fixing step by application of the oxidizing composition (B), constituting an intermediate composition

(VS),

said method comprising a step of heating the hair at a temperature ranging from 60 to 220 ° C after application of the composition according to the invention.

The subject of the invention is also the use of the composition according to the invention for obtaining a smooth touch of the hair, an increase in the lightness of the hair and a control of the volume of the hair with moisture.

SUBSTITUTE SHEET (RULE 26) The invention finally relates to kits that can be used for the implementation of the composition according to the invention.

The composition according to the invention comprises one or more silicones functionalized with mercapto groups located at the ends of the main chain, that is to say at the end of the chain.

The silicone according to the invention preferably corresponds to the following formula:

in which

R 1 denotes a hydrocarbon chain comprising 1 to 100 carbon atoms, saturated or unsaturated, linear or branched, optionally cyclic, optionally interrupted by a heteroatom selected from N, O, S, P,

R 1 denotes, preferably, a C 1 -C 10 alkylene group, more preferably a propylene group,

R ₂ denotes an alkyl group containing from 1 to 6 carbon atoms or an alkoxy group containing from 1 to 6 carbon atoms,

R ₂ denotes, preferably, a methyl group or a methoxy group,

n varies from 0 to 132.

The composition according to the invention comprises one or more silicones functionalized with one or more mercapto pendant groups, that is to say mercapto groups located at the end of one or more branches.

SUBSTITUTE SHEET (RULE 26)

in which

Ri and R ₂ have the same meaning as in formula (I), and ni varies from 1 to 132 and m varies from 1 to 132.

Preferably, the functionalized silicones defined above have a molecular weight of less than 10,000, preferably between 1,000 and 10,000, better still between 1,000 and 8,000, inclusive.

As functionalized silicones that can be used in the composition according to the invention, mention may be made of mercaptosiloxane, in which the mercapto functions are at the end of the chain, sold by the company Shin-Etsu under the reference X-22-167B and the mercaptosiloxane , in which the mercapto functions are pending, sold by SHIN-ETSU under the reference F-2001.

The composition according to the invention may comprise only the functionalized silicones defined above. It may also comprise a cosmetically acceptable medium, such as for example one or more silicone or hydrocarbon solvents. The composition may finally be in the form of latex.

The cosmetically acceptable medium, optionally present in the composition according to the invention is preferably an aqueous medium consisting of water and may advantageously contain one or more cosmetically acceptable organic solvents, more particularly, alcohols such as ethyl alcohol, isopropyl alcohol, benzyl alcohol, and phenylethyl alcohol, or polyols or polyol ethers such as, for example, glycerol, ethylene glycol monomethyl, monoethyl and monobutyl ethers, propylene glycol or its ethers such as, for

SUBSTITUTE SHEET (RULE 26) for example, propylene glycol monomethyl ether, butylene glycol, dipropylene glycol, and diethylene glycol alkyl ethers, for example diethylene glycol monoethyl ether or monobutyl ether. The organic solvents may then be present in concentrations of between approximately 0.1 and 20% and, preferably, between approximately 1 and 10% by weight relative to the total weight of the composition.

In general, the composition (S) is in the form of a solution, a dispersion or an emulsion. In the case where the reducing composition contains the silicone according to the invention, this is in the form of a dispersion. It is then agitated before use. The reducing composition may also be in the form of an emulsion which is sufficiently homogeneous to be applied directly to the hair.

When the composition comprises only functionalized silicones as a cosmetic active ingredient, the total content of these functionalized silicones generally varies from 0.5 to 10%, preferably from 0.5 to 5%, better still from 1 to 2% by weight. weight relative to the total weight of the composition.

The composition according to the invention may comprise one or more cosmetic active agents.

This or these cosmetic active agents are generally chosen from anionic, cationic, nonionic, amphoteric or zwitterionic surfactants, swelling and penetration agents, disulfide compounds of reducing agents, for example dithioglycolic acid, thickening polymers of natural or synthetic origin, fixing polymers, conditioning agents, such as cationic polymers, cations, cationic surfactants, silicones other than those of the invention and chitosans and their derivatives, hydrophobic solvents, fatty alcohols, direct dyes, in particular cationic or natural dyes, oxidation dyes, organic or inorganic pigments, UV filters, fillers, for example nacres, TiO, resins and clays, perfumes, peptizers, vitamins, amino acids, preservatives and chelating agents.

SUBSTITUTE SHEET (RULE 26) The surfactants that may be present in the composition according to the invention are in particular the following:

(i) Anionic surfactant (s):

By way of example of anionic surfactants that can be used, alone or as mixtures, in the context of the present invention, mention may be made in particular (nonlimiting list) of the salts (in particular alkaline salts, in particular sodium salts, ammonium salts, amine salts, aminoalcohol salts or magnesium salts) of the following compounds: alkyl sulphates, alkyl ether sulphates, such as sodium lauryl ether sulphate, alkyl amido ether sulphates, alkyl aryl polyether sulphates, monoglyceride sulphates; alkylsulfonates, alkylphosphates, alkylamidesulfonates, alkylarylsulfonates, α-olefin-sulfonates, paraffin-sulfonates; alkyl (C ₆ -C ₂ 4) sulfosuccinates, alkyl (C ₆ - C ₂₄₎ éthersulfosuccinates, alkyl (C ₆ -C ₂₄₎ amidesulfosuccinates; (C ₆ -C ₂₄ ) alkyl sulphoacetates; acyl (C ₆ -C ₂ 4) sarcosinates and acyl (C ₆ -C ₂ 4) glutamates. Can also be used esters of alkyl (C ₆ -C ₂ 4) polyglycoside carboxylic alkylglucosides such as citrates, alkylpolyglycoside tartrates and alkylpolyglycoside sulphosuccinates, alkylsulphosuccinamates; acylisethionates and N-acyltaurates, the alkyl or acyl radical of all these different compounds preferably comprising from 12 to 20 carbon atoms, and the aryl radical preferably denoting a phenyl or benzyl group. Among the anionic surfactants that can still be used, mention may also be made of fatty acid salts such as the salts of oleic, ricinoleic, palmitic and stearic acids, coconut oil acid or hydrogenated coconut oil acid; acyl lactylates whose acyl radical has 8 to 20 carbon atoms. It is also possible to use alkyl D galactoside uronic acids and their salts, polyoxyalkylenated (C ₆ -C ₂ 4) ether carboxylic acids, polyoxyalkylenated (C ₆ -C ₂ 4) aryl ether carboxylic acids, polyoxyalkylenated (C ₆ -C ₂₄ ) polyoxyalkylenated amido ether carboxylic acids and their salts, in particular those containing from 2 to

SUBSTITUTE SHEET (RULE 26) 50 alkylene oxide groups, in particular ethylene, and mixtures thereof.

(ii) Nonionic surfactant (s):

Nonionic surfactants are also well-known compounds per se (see in particular in this regard "Handbook of Surfactants" by MR PORTER, Blackie & Son editions (Glasgow and London), 1991, pp 116-178). they may be chosen in particular from (non-limiting list) alcohols, alpha-diols, polyethoxylated alkylphenols, polypropoxylated, having a fatty chain comprising, for example, 8 to 18 carbon atoms, the number of ethylene oxide or oxide groups; propylene may range from 2 to 50. Mention may also be made of copolymers of ethylene oxide and propylene oxide, the ethylene oxide and propylene oxide condensates on fatty alcohols; polyethoxylated fatty amides preferably having from 2 to 30 moles of ethylene oxide, polyglycerolated fatty amides comprising on average 1 to 5 glycerol groups and in particular 1.5 to 4; oxyethylenated sorbitan fatty acid esters having from 2 to 30 moles of ethylene oxide; sucrose fatty acid esters, polyethylene glycol fatty acid esters, alkylpolyglycosides, N-alkylglucosamine derivatives, amine oxides such as (C 1 -C 4 alkyl) amine oxides or N-acylaminopropylmorpholine oxides.

(iii) Amphoteric (s) or zwitterionic surfactant (s):

The amphoteric or zwitterionic surfactants may be in particular (non-limiting list) derivatives of aliphatic secondary or tertiary amines, in which the aliphatic radical is a linear or branched chain containing 8 to 18 carbon atoms and containing at least one anionic water-solubilising group (for example carboxylate, sulphonate, sulphate, phosphate or phosphonate); mention may also be made of alkyl (C8-C20) betaines, such as coconut

SUBSTITUTE SHEET (RULE 26) betaine, sulfobetaines, (C8-C20) alkylamido (C1-C6) alkyl betaine or (C8-C20) alkylamido (C1-C6) alkyl sulfobetaines.

Among the amine derivatives, mention may be made of the products sold under the name MIRANOL, as described in US Pat. Nos. 2,528,378 and 2,781,354 and classified in the CTFA dictionary, 3rd edition, 1982, under the names Amphocarboxyglycinates and Amphocarboxypropionates. respective structures:

R ₂ -CONHCH ₂ CH ₂ -N (R ₃ ) (R ₄ ) (CH ₂ COO-)

in which: R ₂ denotes a linear or branched C ₅ -C ₂₀ alkyl radical originating, for example, from an R ₂ -COOH acid present in the hydrolysed coconut oil, a heptyl, nonyl or undecyl radical, R 3 denotes a grouping beta-hydroxyethyl and R4 a carboxymethyl group;

and

R ₂ '-CONHCH ₂ CH ₂ -N (B) (C)

in which :

B represents -CH ₂ CH ₂ OX ', C represents - (CH ₂ ) _Z -Y', with z =

1 or 2,

X 'denotes the group -CH ₂ CH ₂ -COOH or a hydrogen atom

Y 'denotes -COOH or the radical -CH - CHOH - SO3H

R ₂ 'denotes a linear or branched, saturated or non-saturated C ₈ -C ₂₀ alkyl radical of an R 9 -COOH acid present, for example, in coconut oil or in hydrolysed linseed oil, an alkyl radical; , especially in C _? , C ₉ , C _n or C _{] 3} , a C ₇ alkyl radical and its iso form, an unsaturated C ₇ radical.

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, Lauroamphodipropionic Acid, Cocoamphodipropionic Acid .

SUBSTITUTE SHEET (RULE 26) By way of example, mention may be made of cocoamphodiacetate sold under the trade name M1RANOL® C2M concentrated by Rhodia Chimie. (iv) Cationic surfactant (s):

Mention may in particular be made (non-limiting list): salts of primary, secondary or tertiary fatty amines, optionally polyoxyalkylenated; quaternary ammonium salts such as tetraalkylammonium, alkylamidoalkyltrialkylammonium, trialkylbenzylammonium, trialkylhydroxyalkylammonium or alkylpyridinium chlorides or bromides; imidazoline derivatives; or oxides of amines with a cationic character.

As a chelating agent, mention may be made of diethylene triamine pentaacetic acid and its salts.

The thickening agent (s) optionally present in the composition according to the invention may be chosen from cellulose thickeners, for example hydroxyethylcellulose, hydroxypropylcellulose and carboxymethylcellulose, guar gum and its derivatives, for example hydroxypropyl. guar, marketed by Rhodia under the reference Jaguar HP 105, gums of microbial origin, such as xanthan gum and scleroglucan gum, synthetic thickeners such as crosslinked homopolymers of acrylic acid or of acid acrylamidopropanesulfonic, for example Carbomer, nonionic, anionic, cationic or amphoteric associative polymers, such as the polymers sold under the names Pemulen TRI or TR2 by the company Goodrich, Salcare SC90 by the company Ciba, ACULYN 22, 28, 33, 44 or 46 by the company ROHM & HAAS and ELFACOS T210 and T212 by the company AKZO. Mention may also be made of thickening polymers of polysaccharide type.

The composition according to the invention may also comprise one or more keratin disulfide bond breaking agents selected from thiolated reducing agents, non-thiolated organic reducing agents, mineral and / or organic hydroxides and / or their precursors.

SUBSTITUTE SHEET (RULE 26) The thiolated reducing agents are generally chosen from reducing agents of formula

H-X-R

in which :

X represents a sulfur atom and

R represents a linear, branched or cyclic, saturated or unsaturated C 1 -C 20 hydrocarbon radical, or a formamidino or guanidino group, optionally interrupted by one or more heteroatoms, and optionally comprising one or more substituents chosen from one or more hydroxyl groups, carboxyl (COOH), (C 1 -C 30) alkylcarboxy (COOR), thiol, oxy (CO), amino, mono- (C 1 -C 30) alkylamino, di- (C 1 -C 30) alkylamino, amido (CONH 2) (C1-C30) alkyl-CON-, mono- (C1 -C30) alkyl-NCO-, di- (C1-C30) alkyl-NCO-, a halogenated group, the group (s) being C1-C20 hydrocarbon radical linear, branched or cyclic, saturated or unsaturated, optionally interrupted by one or more heteroatoms, and optionally comprising one or more substituents chosen from one or more hydroxyl, carboxyl (COOH), (C 1 -C 30) alkylcarboxy (COOR), thiol groups; , oxy (CO), amino, mono- (C1-C30) alkylamino, di- (C1-C30) alkylamino, amido (CONH2), mono- (C1-C30) al kyl-amido, di- (C 1 -C 30) alkylamido, a halogenated group,

when two alkyl substituents are borne by the same nitrogen atom, they may form a C5-C7 ring, such as a piperazine, which may or may not be substituted, by one or more alkyl, hydroxyalkyl, amino, alkylamino or atom groups; halogen,

or one of its salts in combination with a base.

As thiol reducing agents that may be used in the reducing composition used according to the invention, mention may be made of thiolated reducing agents chosen from thioglycolic acid, thiolactic acid, glycerol monothioglycolate, cysteamine, N-acetyl- cysteamine, N-propionyl-cysteamine, cysteine, N-acetyl-cysteine, thiomalic acid, pantheatin, 2,3-dimercaptosuccinic acid, N- (mercaptoalkyl) -G-hydroxyalkylamides,

SUBSTITUTE SHEET (RULE 26) N-mono- or N, N-dialkylmercapto-4-butyramides, aminomercapto-alkylamides, N- (mercaptoalkyl) succinamic acid derivatives and N- (mercaptoalkyl) succinimides, alkylamino mercaptoalkylamides, azeotropic thioglyconate mixture of 2 hydroxypropyl and (2-hydroxy-1-methylethyl) thioglycolate, the mercaptoalkylamino amides, the N-mercaptoalkylalcanediamides, and their salts.

The non-thiolated organic reducing agents may be chosen from phosphines, sulphites, sulfinic compounds, borohydrides, reducing sugars and reductones.

As an example of phosphine, mention may be made of monophosphines or diphosphines as described in series FR2870119.

By way of example of sulphinic compounds, mention may be made of the formamidine sulfinic acid derivatives.

By way of example of borohydride, mention may be made of sodium or potassium borohydride.

By way of example of reducing sugars, mention may be made in a nonlimiting manner of ribose, glucose, maltose, galactose, lactose or xylose.

By way of example of reductones, mention may be made, without limitation, of ascorbic acid and erythorbic acid.

By inorganic or organic hydroxides is meant in the sense of the invention the compounds of structure (X ^{p +} ) (OH ^" ) _q

With X ^{p +} denoting a mineral or organic cation and

p and q being such that the electroneutrality of the compound is respected.

The inorganic or organic hydroxides may be chosen from sodium hydroxide, lithium hydroxide, potassium hydroxide, calcium hydroxide and guanidine hydroxide.

As precursors of organic hydroxides, mention may be made of guanidine carbonate.

The agent or agents breaking disulfide bonds of keratin generally represent from 0.1 to 50%, preferably from 2 to 10%, by weight relative to the total weight of the composition.

SUBSTITUTE SHEET (RULE 26) When the composition according to the invention comprises one or more bonding agents, it may then constitute the composition (A) of the process mentioned above and discussed in more detail below.

The invention also relates to a method for the cosmetic treatment of the hair, during a permanent hair deformation operation, comprising:

the composition (S) may be a sub-part of the composition (A) and / or a sub-part of the oxidizing composition (B) and / or applied to the keratinous fibers between the step of applying the composition ( A) and the fixing step by application of the oxidizing composition (B) constituting an intermediate composition (C),

The composition (A) used for breaking the disulfide bonds of keratin in the process according to the invention generally comprises one or more keratin disulfide bond breaking agents chosen from thiolated reducing agents, non-thiolated organic reducing agents, inorganic and / or organic hydroxides and / or their precursors, as defined above.

The agent or agents breaking disulfide bonds of keratin generally represent from 0.1 to 50%, preferably from 2 to 10%, by weight relative to the total weight of the composition (A).

The oxidizing composition (A) used in the process according to the invention may also comprise one or more active ingredients

SUBSTITUTE SHEET (RULE 26) cosmetics, such as those mentioned above with regard to the composition according to the invention.

The pH of the composition (A) preferably varies between 7 and 14,

Preferably, the pH varies from 8 to 9.5, when the composition (A) comprises a thiolated reducing agent.

Preferably, the pH varies from 11 to 14, when the composition (A) comprises an alkali metal hydroxide type.

The composition (A) can be in liquid form or in thickened form. It can be applied to the hot water bottle, brush, or directly to the tube.

Generally, the composition (A) is left for 5 minutes to 1 hour, preferably for 10 minutes to 30 minutes. After the possible exposure time, the hair can be rinsed, preferably with water.

Preferably, the composition according to the invention is introduced into the composition (A). It can be, just before the application of said compositions on keratinous fibers.

The oxidizing composition (B) used in the process according to the invention generally comprises one or more oxidizing agents chosen from hydrogen peroxide, alkaline bromates, polythionates, persalts, such as perborates, percarbonates and persulfates. the metal salts adsorbed or not, the enzymes of the family of oxidases with 2 electrons.

Preferably, the oxidizing agent is hydrogen peroxide in the form of hydrogen peroxide or alkaline bromates.

Even more preferentially, the oxidizing agent is hydrogen peroxide in the form of hydrogen peroxide.

The oxidizing agent or agents generally represent from 0.1 to 8%, preferably from 0.2 to 5%, by weight relative to the total weight of the oxidizing composition (B).

Preferably, when the oxidizing agent is hydrogen peroxide in aqueous solution, the oxidizing composition used in the process according to the invention contains at least one stabilizing agent for hydrogen peroxide.

SUBSTITUTE SHEET (RULE 26) Mention may in particular be made of pyrophosphates of alkali or alkaline earth metals, such as tetrasodium pyrophosphate, stannates of alkali or alkaline earth metals, phenacetin or salts of acids and oxyquinoline, such as sodium sulfate. oxyquinoline (8-hydroxyquinoline sulfate). More advantageously still, at least one stannate is used in combination or not with at least one pyrophosphate.

The stabilizing agent (s) for hydrogen peroxide generally represent from 0.0001% to 5% by weight and preferably from 0.01 to 2% by weight relative to the total weight of the oxidizing composition (B).

The oxidizing composition (B) used in the process according to the invention may also comprise one or more cosmetic active agents, such as those mentioned above, with regard to the composition according to the invention.

The oxidizing composition may be in liquid form or in thickened form.

Generally, the pH of the oxidizing composition ranges from 1 to 13, preferably from 1.5 to 8.

When the oxidizing agent is hydrogen peroxide, the pH of the oxidizing composition (B) preferably varies from 1.5 to 5.

Generally, the oxidizing composition (B) is left for 5 minutes to 1 hour, preferably for 10 minutes to 30 minutes.

The cosmetically acceptable medium of the compositions (A) and (B) used in the process according to the invention may be those mentioned above with regard to the composition according to the invention.

The pH of the compositions (A), (B) and (C) used in the process according to the invention can be obtained and / or adjusted conventionally by adding either alkaline agents, such as, for example, ammonia, monoethanolamine, diethanolamine, triethanolamine, isopropanolamine, 1,3-propanediamine, an alkaline or ammonium carbonate or bicarbonate, all these compounds can of course be taken alone or as a mixture, or acidifying agents such as, for example, hydrochloric acid, acetic acid,

SUBSTITUTE SHEET (RULE 26) lactic acid, boric acid, citric acid and phosphoric acid.

As explained above, the method according to the invention comprises a step of heating the hair at a temperature ranging from 60 to 220 ° C., after application of the composition according to

1 in Vcilti on.

If the composition (S) according to the invention comprising the functionalized silicones is a subpart of the composition (A), the heating step is carried out after the application of the composition (A) or (B). This heating step can also be performed after the application of an intermediate composition, if it does not contain silicones.

If the composition (S) according to the invention comprising the functionalized silicones constitutes the composition (C), and is optionally a subpart of the composition (A), the heating step is carried out after the application of the composition ( C) or (B).

If the composition (S) according to the invention comprising the functionalized silicones is a sub-part of the composition (B), and optionally of the composition (A) and / or constitutes the composition (C), the heating step is performed after the application of the composition (B).

This heating step is necessary to exalt the particular effect of the composition according to the invention.

The step of heating the hair can be performed by drying the hair and / or by passing a heating tool. In particular, the heating step may be carried out by means of a hair dryer, a helmet, heating curlers, a straightener, a curling iron, a crimping iron, a wispy iron, an infra-red lamp, an exothermic system in the composition. Preferably, the heating step is performed by means of a smoothing iron.

According to a preferred embodiment, the step of heating the hair is carried out at a temperature ranging from 80 to 220 ° C, preferably from 100 to 220 ° C, more preferably from 100 to 180 ° C.

SUBSTITUTE SHEET (RULE 26) Generally, the method according to the invention comprises, after the oxidation fixing step, and after a possible exposure time, a step of rinsing the hair, preferably with water.

A particular process according to the invention consists in applying several times the composition according to the invention containing the combination of the mercaptosiloxanes, possibly by interposing one or more cosmetic treatments, in particular a shampoo, until the intensity of treatment is obtained. desired.

When it is desired to make a perm, it is preferable to use mechanical means of tensioning such as curlers.

As part of a permanent process, the steps below are followed.

Preferably, the composition (A) containing one or more reducing agents as defined above is applied to dry or wet hair, optionally shampooed, previously wound on rolls having 2 to 30 mm in diameter. The composition can also be applied as the hair is rolled up.

Generally, the reducing composition is then allowed to act for a period of 5 minutes to 1 hour, preferably for 5 to 30 minutes. We can then rinse.

Optionally, then an intermediate composition (C) rinsed or not is applied.

Then applied to the hair wound or unwound, an oxidizing composition (B) for reforming the disulfide bonds of keratin, generally for a time of exposure of 1 minute to one hour. The hair is usually rinsed thoroughly, preferably with water. A terminal shampoo can be performed.

The step of heating the hair at a temperature varying from

60 to 220 ° C is performed as indicated above.

In the context of a straightening or stripping process, the steps below use either a reducing composition (A) or a composition (A) comprising an alkaline agent.

SUBSTITUTE SHEET (RULE 26) When it is desired to perform the straightening or the decreption of the hair, it is applied to the dry or wet hair composition (A) containing one or more reducing agents or one or more inorganic or organic hydroxides or their precursors.

The composition (A) is optionally left for a period of 5 minutes to 1 hour, preferably for 5 to 30 minutes, then rinsed to remove the composition (A).

The hair is smoothed or decreed generally using a comb. We can then rinse.

Optionally, then an intermediate composition (C) rinsed or not is applied.

Then, when a composition (A) comprising one or more reducing agents has been used, then the oxidizing composition (B) as defined above is applied, which is generally allowed to act for 1 minute to one hour, then rinse the hair usually, usually with water.

A terminal shampoo may be optionally performed. The step of heating the hair at a temperature ranging from 60 to 220 ° C is carried out as indicated above.

The subject of the invention is also the use of the composition according to the invention for obtaining a smooth touch of the hair, a reduction in the mass of the hair and a control of the volume of the hair with moisture.

The invention further relates to a first multi-compartment device or kit, comprising;

a first compartment comprising a composition (A) comprising one or more thiolated or non-thiolated reducing agents,

a second compartment comprising an oxidizing composition (B) and

a third compartment comprising the composition according to the invention constituting the composition (C).

The subject of the invention is also a second multi-compartment device or kit, comprising:

SUBSTITUTE SHEET (RULE 26) a first compartment comprising a composition (A) comprising one or more thiolated or non-thiolated reducing agents, and the composition according to the invention and

a second compartment comprising an oxidizing composition (B).

The invention is illustrated by the following examples.

Examples

Tested compositions

The compositions whose formulations are given in the table below are prepared. The contents are expressed as percentages by weight relative to the total weight of the composition.

The compositions of Examples 1 and 2 are compositions according to the invention. Control compositions 1 to 4 are comparative compositions.

SUBSTITUTE SHEET (RULE 26) (M <10000)

Silicone to

mercapto

2% 2% 1% 1% pending (2)

(M <10000)

Guar gum

1% 1% 1% 1% 1% 1% (3)

propylene

5% 5% 5% 5% 5% 5% glycol

Perfume 0.3% 0.3% 0.3% 0.3% 0.3% 0.3%

Peptisant 0.6% 0.6% 0.6% 0.6% 0.6% 0.6%

qs qs qs qs qs qs

Ammonia

pH = 8.5 pH = 8.5 pH = 8.5 pH = 8.5 pH = 8.5 pH = 8.5 qsp qsp qsp qsp qsp qsp

Water

(1) marketed by SHIN-ETSU under the trade reference X-22-167B

(2) marketed by SHIN-ETSU under the trade reference KF-2001

(3) marketed by RHODIA under the trade name JAGUAR HP 105

Application Protocol

Each composition is applied to a lock of hair according to the following protocol:

application on the hair of a shampoo,

impregnation of the lock of hair by the composition, pose of 15 minutes,

SUBSTITUTE SHEET (RULE 26) rinsing hair,

application of an oxidizing solution Dulcia Vital DV2 8 volumes

5 minutes at room temperature,

rinsing hair,

pre-drying hair with hairdryer,

application of a straightener at a temperature of 180 ° C.

Evaluation Protocol

Evaluations are carried out on 6 models with curly hair. Each hair is divided in two: on one side is applied the formula according to the control 3 and on the other side the formula according to example 2.

The protocol used is that described previously for the application on wicks.

The cosmetic criteria of mass effect and ease of disentangling on dry hair are evaluated by experts on the day of application and 15 days after, that is to say after an average of 5 shampoos. A score of 0 corresponds to the absence of effect and a mark of 50 corresponds to a very marked effect.

Results

Tables 1 and 2 give the deviations of the averages of the scores attributed to the hair treated by the composition according to Example 2 with respect to the side treated with the composition according to the control 3, respectively the day of the application and 15 days. after.

Table 1: Evaluation on heads on the day of

application

SUBSTITUTE SHEET (RULE 26) Average differences of the notes

Cosmetic criteria

(example 2 - witness 3)

Mass Effect -7.50

Detangling 4.16

Table 2 Evaluation on heads 15 days after application

On the day of application, the cosmetic properties between the two treatments are equivalent (see Table 1).

In contrast, after 15 days, the side of the hair treated with the composition of Example 2 has a greater mass decrease and better disentangling (see Table 2).

We thus observe a greater persistence of the effects with the treatment according to Example 2 compared with the control 3.

SUBSTITUTE SHEET (RULE 26)

Claims

1. Cosmetic composition (S) comprising

one or more silicones functionalized with mercapto groups located at the ends of the main chain and

one or more silicones functionalized with one or more mercapto pendant groups.

2. Composition according to claim 1, characterized in that the silicone functionalized with mercapto groups located at the ends of the main chain has the following formula:

in which

R ₂ denotes an alkyl group containing from 1 to 6 carbon atoms or an alkoxy group containing from 1 to 6 carbon atoms, and n ranges from 0 to 132.

3. Composition according to claim 1, characterized in that the silicone functionalized with one or more pendant mercapto groups has the following formula:

SUBSTITUTE SHEET (RULE 26)

in which

R 1 and R ₂ are as defined in claim 2, and

n i varies from 1 to 132 and m varies from 1 to 132.

4. Composition according to any one of claims 1 to 3, characterized in that the functionalized silicones have a molecular weight of less than 10,000, preferably between 1,000 and 1,000, more particularly between 1,000 and 8,000, inclusive.

5. Composition according to any one of the preceding claims, characterized in that the content of functionalized silicone varies from 0.5 to 50%, preferably from 0.5 to 5%, better still from 1 to 2% by weight of the weight. total of the composition.

6. Composition according to any one of the preceding claims, characterized in that it comprises one or more agents breaking disulfide bonds of keratin selected from thiolated reducing agents, non-thiolated organic reducing agents, and the mineral hydroxides and / or or organic and / or their precursors.

7. Composition according to Claim 6, characterized in that the thiolated reducing agents are chosen from thioglycolic acid, thiolactic acid, glycerol monothioglycolate, cysteamine, N-acetyl-cysteamine, N-propionyl-cysteamine. , cysteine, N-acetyl-cysteine, thiomalic acid, pantheatin, 2,3-dimercaptosuccinic acid, N- (mercaptoalkyl) -o-hydroxyalkylamides, N-mono or N, N-dialkylmercapto 4-butyramides, aminomercapto-alkylamides, N- (mercaptoalkyl) succinamic acid derivatives and N- (mercaptoalkyl) succinimides, alkylamino mercaptoalkylamides, the azeotropic mixture of 2-hydroxypropyl thioglyconate and (2-hydroxy-thioglycolate)

SUBSTITUTE SHEET (RULE 26) 1-methyl) ethyl, mercaptoalkylaminoamides, N-mercaptoalkylalkanediamides, and their salts.

8. Composition according to Claim 6, characterized in that the non-thiolated reducing agents are chosen from phosphines, sulphites, sulfinic compounds, borohydrides, reducing sugars and reductones.

9. Composition according to Claim 6, characterized in that the inorganic and / or organic hydroxides and / or their precursors are chosen from sodium hydroxide, lithium hydroxide, potassium hydroxide, calcium hydroxide, calcium hydroxide and calcium hydroxide. guanidine hydroxide and guanidine carbonate.

10. Composition according to any one of claims 6 to 9, characterized in that the agent or agents breaking disulfide bonds of keratin represent from 0.1 to 50%, preferably from 2 to 10% by weight relative to total weight of the composition.

11. A process for the cosmetic treatment of the hair, during a permanent hair deformation operation, comprising:

the composition as defined in any one of claims 1 to 5 being able to be a sub-part of the composition (A) and / or a sub-part of the oxidizing composition (B) and / or applied to the keratinous fibers between the step of applying the composition (A) and the fixing step by application of the oxidizing composition (B), constituting an intermediate composition (C),

SUBSTITUTE SHEET (RULE 26) said method comprising a step of heating the hair at a temperature ranging from 60 to 220 ° C after application of the composition according to the invention.

12. Method according to claim 11, characterized in that the content of silicone functionalized in the compositions (A) and / or (B) and / or (C) ranges from 0.5 to 50%, preferably 0.5 at 5%, better still 1 to 2% by weight relative to the total weight of the composition containing it.

13. The method of claim 11 or 12, characterized in that the composition (A) comprises one or more keratin disulfide bond breaking agents selected from thiolated reducing agents, non-thiolated organic reducing agents, and inorganic hydroxides and and / or organic and / or their precursors, as defined in any one of claims 6 to 9.

14. Process according to any one of Claims 11 to 13, characterized in that the agent or agents breaking the disulfide bonds of keratin represent from 0.1 to 50%, preferably from 2 to 10% by weight relative to total weight of the composition (A).

15. Method according to any one of claims 11 to 14, characterized in that the oxidizing composition (B) comprises one or more oxidizing agents chosen from hydrogen peroxide, alkaline bromates, polythionates, persalts, such as perborates, percarbonates and persulfates, metal salts adsorbed or not, enzymes of the family of oxidases with 2 electrons, and preferably hydrogen peroxide.

16. Method according to any one of claims 11 to 15, characterized in that the step of heating the hair is carried out at a temperature ranging from 80 to 220 ° C, preferably from 100 to 220 ° C, better 100 at 180 ° C.

17. Use of the composition as defined in any one of claims 1 to 10, to obtain a smooth feel of the hair, an increase in the lightness of the hair and a hair volume control moisture.

18. Multi-compartment device or kit comprising

SUBSTITUTE SHEET (RULE 26) a first compartment comprising a composition (A) comprising one or more thiolated or non-thiolated reducing agents,

a second compartment comprising an oxidizing composition (B) and

a third compartment comprising a composition as defined in any one of claims 1 to 5 and not containing a keratin disulfide bond breaking agent.

19. Multi-compartment device or kit comprising a first compartment comprising

a composition as defined in any one of claims 6 to 10,

a second compartment comprising an oxidizing composition (B).

SUBSTITUTE SHEET (RULE 26)