Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
  • A61K8/89—Polysiloxanes
  • A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
  • A61K8/898—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q19/00—Preparations for care of the skin
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q5/00—Preparations for care of the hair
  • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/08—Processes
  • C08G18/0838—Manufacture of polymers in the presence of non-reactive compounds
  • C08G18/0842—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents
  • C08G18/0861—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents in the presence of a dispersing phase for the polymers or a phase dispersed in the polymers
  • C08G18/0866—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents in the presence of a dispersing phase for the polymers or a phase dispersed in the polymers the dispersing or dispersed phase being an aqueous medium
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
  • C08G18/40—High-molecular-weight compounds
  • C08G18/61—Polysiloxanes
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
  • C08G77/42—Block-or graft-polymers containing polysiloxane sequences
  • C08G77/458—Block-or graft-polymers containing polysiloxane sequences containing polyurethane sequences
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
  • C08J3/00—Processes of treating or compounding macromolecular substances
  • C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
  • C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
  • C08J3/07—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media from polymer solutions
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
  • C08K5/00—Use of organic ingredients
  • C08K5/54—Silicon-containing compounds
  • C08K5/541—Silicon-containing compounds containing oxygen
  • C08K5/5415—Silicon-containing compounds containing oxygen containing at least one Si—O bond
  • C08K5/5419—Silicon-containing compounds containing oxygen containing at least one Si—O bond containing at least one Si—C bond
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
  • C08L83/10—Block- or graft-copolymers containing polysiloxane sequences
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
  • C08J2375/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
  • C08J2375/02—Polyureas
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
  • C08J2383/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen, or carbon only; Derivatives of such polymers
  • C08J2383/04—Polysiloxanes
  • C08J2383/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen

Definitions

• An aqueous dispersion of polysiloxane / polyurea copolymer, cosmetic composition comprising it, cosmetic treatment process and preparation method
• the present invention relates to aqueous dispersions of silicone copolymers, in particular nonionic and hydrogen bond-donor copolymers, to the cosmetic compositions comprising them, as well as to their use, in particular for cosmetically treating the hair.
• the shaping of the hair is generally provided by a film-forming polymer deposit on the surface of the fiber, via the use of a styling product. It is important that this polymer has a good affinity with the fiber, good styling properties while maintaining a pleasant cosmetic feel, including good softness and absence of tack.
• This mode of formatting poses some problems, however, including remanence over time: in fact, the polymer can be weakened under the constraints of the hairstyle; problems of moisture retention: the shaping can be eliminated by washing with water or in the presence of surfactants; or problems of so-called charged touches, rough and / or unnatural.
• compositions with a low content of volatile organic compounds are particularly sought after.
• the shaping of the hair can also be carried out by a chemical treatment of the fiber such as the perm.
• the shaping of the hair has improved durability compared to shaping with a styling product.
• this gain in durability is through a chemical treatment generally modifying intimately the hair proteins and likely to cause a more or less significant degradation of the physicochemical properties of the fiber, particularly its softness, its hydrophilicity and / or its intrinsic mechanical resistance.
• One of the aims of the present invention is therefore to propose a means for achieving a lasting and non-degrading shaping of the fiber, this thanks in particular to the presence of a polymer dispersion, while providing, moreover, thanks to the presence of silane, a good remanence of latex deposition (aqueous polymer dispersion), in particular remanence to shampoos which will result in a better remanence of shaping hair. It is also desired to obtain a natural appearance of the shaped hairstyle, and to improve the resistance of the deposit to mechanical abrasion, which will result in particular in a better resistance to combing (absence of appearance of particles). Applicants have surprisingly discovered that the use of an aqueous dispersion of nonionic silicone copolymer further comprising a silane, could make it possible to provide such a durable shaping in time, non-degrading for the fiber, persistent and resistant.
• compositions comprising nonionic silicone polymers can be difficult. Indeed, if the silicone polymer does not have hydrophilic grafts and / or if high concentrations of surfactants are not introduced into the formulation, it precipitates the silicone making its formulation impossible.
• the non-eliminated surfactant can cause a modification of the mechanical properties of the deposits, in particular a plasticization, or the appearance of so-called charged touches (fatty, transferring to the fingers), in particular in the capillary field. .
• Patent FR2708199 describes for its part the synthesis of aqueous dispersions of anionic or cationic polyurethanes / polyureas. According to the method described, it is necessary to introduce a sufficiently large amount of ionic groups to allow dispersion in water of the polymer. However, it has been found that an excessively high proportion of ionic units can cause the polymer to be less resistant to moisture. In addition, there is a number limited anionic or cationic units that can be introduced during the synthesis, which limits the chemical diversity of the polyurethane or polyurea. In addition, the stability of the polymers prepared according to this process is dependent on the formulation pH, which may limit their formulation range.
• the polymer dispersion is generally prepared from the monomers, which are synthesized either directly in the required solvent, or in another solvent, the synthesis then being in the latter case followed by a step of change. of solvent.
• the present invention is intended to provide a novel process for preparing aqueous dispersions of silicone copolymers, said dispersion being prepared from the already formed polymer. Furthermore, the process according to the invention allows the introduction into the dispersion of silane compound difficult to incorporate into an aqueous dispersion of polymer. Indeed, its introduction generally causes a quasi-instantaneous precipitation of the polymer in an aqueous medium.
• An object of the present invention is therefore an aqueous dispersion of polysiloxane / polyurea copolymer resulting from the reaction between:
• Another object of the invention is a cosmetic composition comprising said dispersion.
• Another subject of the invention is a cosmetic treatment process, especially for makeup, care, cleaning, coloring, shaping, keratin materials, in particular the skin of the body or face, lips. , nails, hair and / or eyelashes, including the application on said materials of a cosmetic composition as defined above.
• Another object of the invention is a kit in two or more parts, comprising at least one such cosmetic composition.
• the silicone copolymer dispersions according to the invention can contain a large quantity of water, which allows the easy introduction of hydrophilic compounds into the compositions.
• These hydrophilic compounds may be interesting in terms of new cosmetic properties.
• the properties obtained with the compositions comprising these dispersions, in terms of deposition, are totally different from the prior art.
• these compositions make it possible to obtain individualized hair, the sheath of which is resistant to external mechanical stresses, such as the passage of hands, massage, combing.
• compositions according to the invention do not require the use of large quantities of VOC-type solvents, for example ethanol, or of the alkane type, isododecane for example, or of the silicone type, D5 or D6 for example ; this allows a greater latitude of formulation.
• VOC-type solvents for example ethanol, or of the alkane type, isododecane for example, or of the silicone type, D5 or D6 for example ; this allows a greater latitude of formulation.
• silicone copolymers used in the context of the invention are nonionic silicones, donors of hydrogen bonds; they are described in particular in application US2005137327. They can in particular be derived from the reaction between:
• the polymer of formula (I) carrying, at its ends, reactive hydrogen-labile units is of formula:
• radicals R1 which may be identical or different, are chosen from (i) linear or branched C1-C20 monovalent hydrocarbon radicals, substituted or unsubstituted by heteroatoms (in particular O, N, S, P) and (ii) C6-C30 aromatic radicals;
• the average molecular weight of the polysiloxane segment is between 300 and 10,000 g / mol; preferably 500 to 8000 g / mol.
• R 1 radicals that are suitable in the context of the invention, there may be mentioned more particularly the C 1 -C 20 alkyl radicals, and in particular the methyl, ethyl, propyl, isopropyl, butyl, pentyl, hexyl, octyl, decyl or dodecyl radicals. and octadecyl; C3-C7 cycloalkyl radicals, in particular the cyclohexyl radical; aryl radicals, especially phenyl and naphthyl; arylalkyl radicals, especially benzyl and phenylethyl, as well as tolyl and xylyl radicals.
• Y is chosen from alkylene radicals of formula - (CH 2 ) a - in which a represents an integer between 1 and 10; it being understood that these radicals are substituted by at least one labile hydrogen reactive function, in particular located at the end of the chain.
• Mw average molecular weight
• one or more other labile hydrogen reactive end polymer especially chosen from polyethers, polyesters, polyolefins, polycarbonates, polyamides, polyimides and polypeptides. It is of course possible to react a mixture of different polymers of formula (I).
• the diisocyanate may be represented by the general formula (II): OCN-R-NCO, in which R is a divalent C1-20 alkylene group, linear, branched and / or cyclic, saturated or unsaturated, or even aromatic, which may be substituted or not with 1 or more heteroatoms (especially O, N, S, P).
• R is a divalent C1-20 alkylene group, linear, branched and / or cyclic, saturated or unsaturated, or even aromatic, which may be substituted or not with 1 or more heteroatoms (especially O, N, S, P).
• b is an integer from 0 to 3
• c is an integer between 1 and 20.
• the diisocyanate will be chosen from hexamethylene-1,6-diisocyanate, tetramethylene-1,4-diisocyanate, methylenedicyclohexyl-4,4'-diisocyanate, methylenediphenyl-4,4'-diisocyanate, 2,4-diisocyanate and 4,4-diisocyanate.
• toluenediisocyanate 2,5-toluenediisocyanate, 2,6-toluenediisocyanate, m-phenylenediisocyanate, p-phenylene diisocyanate, m-xylene diisocyanate, tetramethyl-m-xylene diisocyanate, naphthalene diisocyanate, butane diisocyanate, hexyldiisocyanate, isophorone diisocyanate.
• diisocyanates can of course be used alone or as a mixture of two or more diisocyanates.
• the additional nonionic unit may be represented of formula (III): X-R'-X in which:
• - R ' is a linear, branched and / or cyclic, saturated or unsaturated divalent C1-20 alkylene group, which may or may not be substituted by 1 or more heteroatoms (in particular O, N, S, P).
• heteroatoms in particular O, N, S, P.
• propane diol (1, 2 or 1, 3)
• butane diol neopentyl glycol
• cyclohexane diol cyclohexane diol.
• the copolymer is a polysiloxane / nonionic polyurea copolymer, that is to say that it does not contain an ionized or ionizable group.
• block copolymer means a copolymer consisting of at least two distinct sequences of each of the polymers constituting the copolymer in the backbone of the copolymer.
• the copolymer of the invention contains at least one polysiloxane block (or block) and at least one polyurea (block) block in the backbone of the copolymer.
• the copolymer of the invention may comprise in addition to polysiloxane / polyurea other blocks of different patterns.
• the copolymer contains a quantity by weight of polysiloxane greater than 5%.
• the amount of polysiloxane is predominant in the copolymer, preferably greater than 90% by weight relative to the total weight of the copolymer.
• the copolymer contains only one or more siloxane blocks and one or more polyurea blocks.
• the copolymer can meet the general formula (IV): in which :
• R represents a monovalent hydrocarbon radical, optionally substituted with fluorine or chlorine, having 1 to 20 carbon atoms
• X represents an alkylene radical having 1 to 20 carbon atoms, in which non-neighboring methylene units may be replaced by -O- radicals
• A represents an oxygen atom or an amino radical -NR'-
• Z represents an oxygen atom or an amino radical -NR'-
• - R ' represents hydrogen or an alkyl radical having 1 to 10 carbon atoms
• - Y represents a divalent hydrocarbon radical, optionally substituted with fluorine or chlorine, having 1 to 20 carbon atoms
• - D represents an alkylene radical, optionally substituted by fluorine, chlorine, alkyl or -C 6 alkyl ester -C 6, having 1 to 700 carbon atoms, in which nonadjacent methylene units may be replaced by radicals -O-, -C (O) O-, -OC (O) - or -OC (O) O-,
• n is a number ranging from 1 to 2000
• - a is a number of at least 1,
• b is a number ranging from 0 to 40
• - c is a number from 0 to 30, and - d is a number greater than 0; with the proviso that A represents in at least one of the units (a) an NH radical.
• R represents a monovalent C1-C6 hydrocarbon radical, for example methyl, ethyl, vinyl and phenyl.
• R is an unsubstituted alkyl radical.
• X represents a C2-C10 alkylene radical.
• the alkylene radical X is not interrupted.
• the group A in all the units (b) and (c), when present, represents NH.
• all the groups A represent an NH radical.
• Z represents an oxygen atom or an NH radical.
• Y represents a C3-C13 hydrocarbon radical, which is preferably not substituted.
• Y represents an aralkylene radical, alkylene, linear or cyclic.
• D represents an alkylene radical with at least 2, in particular at least 4 carbon atoms and at most 12 carbon atoms.
• D represents a polyoxyalkylene radical, in particular a polyoxyethylene or polyoxypropylene radical with at least 20, in particular at least 100 carbon atoms and at most 600, in particular at most 200 carbon atoms.
• the radical D is not substituted.
• n represents a number of at least 3, in particular at least 25 and preferably at most 800, in particular at most 400, particularly preferably at most 250.
• a represents a number of by 50. When b is different from 0, b preferably represents a number of at most 50, in particular at most 25.
• c represents a number of at most 10, in particular at most 5.
• copolymers of the invention may be obtained according to the polymerization processes described in the patent application US 2004/0254325 or the application WO 03/014194.
• the copolymer can thus be obtained by a two-step process, such as: in the first step, a silazane of formula (2) or (2 ') is reacted:
• W representing a hydrogen atom, a substituted or unsubstituted hydrocarbon radical, preferably comprising from 1 to 20 carbon atoms or an R 2 Si-X-NH 2 radical; with an organic silicon compound of the general formula (3): (HO) (R 2 SiO) nI [H] (3)
• the aminoalkylpolydiorganosiloxane of the general formula (4) is polymerized with a diisocyanate of the general formula (5): OCN-Y-NCO (5)
• chain extension agents which are chosen from diamines, isocyanate-blocked hydroxy compounds, dihydroxy compounds or mixtures thereof.
• the chain extending agents have the general formula (6): HZ-D-ZH (6) where D and Z have the above meanings. If Z has the meaning O, the chain extender of the general formula (6) may also be reacted before the reaction in the second step with the diisocyanate of the general formula (5). Where appropriate, water may be used as a chain extender.
• diisocyanates of the general formula (5) to be used are aliphatic compounds such as isophorone diisocyanate, hexamethylene-1,6-diisocyanate, tetramethylene-1,4-diisocyanate and methylenedicyclohexyl-4,4'-diisocyanate.
• diisocyanate or aromatic compounds such as methylenediphenyl-4,4'-diisocyanate, 2,4-toluene diisocyanate, 2,5-toluene diisocyanate, 2,6-toluene diisocyanate, m-phenylenediisocyanate, p-phenylene diisocyanate, m-xylene diisocyanate, tetramethyl-m-xylene diisocyanate or mixtures of these isocyanates.
• An example of a commercially available compound is a diisocyanate of the DESMODUR® series (H, I, M, T, W) from Bayer AG, Germany.
• Aliphatic diisocyanates, in which Y is an alkylene radical are preferred because these lead to materials having improved U.V. stabilities.
• the ⁇ , ⁇ -OH-terminated alkylenes of the general formula (6) are preferably polyalkylenes or polyoxyalkylenes. These are preferably essentially free of contaminations of mono-, trifunctional or higher functionality polyoxyalkylenes.
• Polyether polyols, polytetramethylene diols, polyester polyols, polycaprolactone diols, polyalkylenes having ⁇ , ⁇ -OH terminations based on polyvinyl acetate and polyvinyl acetate copolymers can be used here.
• polyoxyalkyls, particularly preferably polypropylene glycols are used.
• Such compounds are commercially available as base materials, inter alia, for polyurethane foams and for use as a coating, with Mn molecular weights of up to 10,000.
• base materials such as BAYCOLL® polyether polyols and polyester polyols from BAYER AG, Germany or Acclaim® polyether polyols from Lyondell Inc., USA.
• ⁇ , ⁇ -alkylenediol monomers such as ethylene glycol, propanediol, butanediol or hexanediol.
• dihydroxy compounds within the meaning of the invention also include bishydroxyalkyl silicones, as provided for example by Goldschmidt under the names Tegomer H-Si 2111, 2311 and 2711.
• copolymers described above of the general formula (I) can be prepared in solution, but also in solid form, continuously or discontinuously.
• a solvent having a high solubility parameter such as dimethylacetamide, is chosen.
• THF can also be used.
• the synthesis of the copolymer is carried out without a solvent.
• the synthesis is preferably carried out in the absence of moisture and under protective gas, usually nitrogen or argon.
• the reaction is preferably carried out in the presence of a catalyst.
• Suitable catalysts for the preparation are dialkyltin compounds, such as, for example, dibutyltin dilaurate, dibutyltin diacetate, or tertiary amines such as, for example, N, N-dimethylcyclohexanamine, 2-dimethylaminoethanol, 4-diméthylaminopyhdine.
• the copolymer useful in the present invention does not contain polyurethane.
• Belsil UD-60 type Wacker SLM TPSE 60 or Geniomer 60
• Belsil UD-80 Wacker SLM TPSE 80 or Geomer 80
• Wacker Belsil UD-140 Wacker SLM TPSE
• 180 or Geniomer 180, Wacker Belsil UD-200 Wacker SLM TPSE 200 or Geniomer 200 marketed by Wacker.
• the copolymers according to the invention have a number-average molecular mass (Mn) of between 1,000 and 5,000,000, in particular between 2,000 and 1,000,000 and more preferably between 2,000 and 100,000 g / mol.
• Mn number-average molecular mass
• solvents or cosmetic oils used to solubilize the copolymer can be evaporated by any technique deemed adequate by those skilled in the art, such as evaporation under vacuum.
• solvent or cosmetic oil that may be used in the context of the invention, mention may be made of any liquid compound (at 20-25 ° C., 1 atm) insoluble in water and solubilizing the copolymer.
• insoluble in water By insoluble in water is meant a compound whose solubility in water (at
• 25 ° C, 1 atm is less than 1% by weight.
• solubilizer of the copolymer is meant a compound allowing the solubilization of at least 1% by weight of polymer (at 25 ° C, 1 atm).
• use is made of at least one solvent compound whose boiling point is less than 150 ° C., at 1 atm, and / or a solvent compound capable of forming an azeotrope with water.
• C5-C30 alcohols or polyols which may contain heteroatoms (O, N, P, S); and most particularly linear or branched, saturated C5-C30 alcohols or polyols; linear or branched, saturated C5-C20; preferentially monoalcohols;
• esters of monoalcohols or of polyols and of monoacids or of polyacids and in particular triglycerides such as vegetable oils and esters of general formula R3-O-CO-R4, where R3 and R4, which are identical or different, are hydrocarbon radicals, linear or branched, or cyclic, saturated or unsaturated, preferably alkyl, C3-C30, or even C4-C20; in particular, R 3 is preferably a C 1 -C 6 or even C 2 -C 4 alkyl; in particular, R 4 is preferably a C 1 -C 18 or even C 1 -C 15 alkyl;
• ketones of the R3-CO-R4 type where R3 and R4, which are identical or different, are linear or branched, or even cyclic, saturated or unsaturated hydrocarbon radicals, preferably C3-C30 alkyl radicals; preferentially R3 and R4 are linear or branched C4-C8 alkyls; aromatic hydrocarbons, such as toluene;
• - C5-C30 alkanes linear, cyclic or branched; preferably C6-C20, better still C10-C16, or even C11-C13;
• volatile or non-volatile silicone oils mention may in particular be made of polydimethylsiloxanes (PDMS), phenyl polyorganosiloxanes such as phenylt ⁇ methicones, phenyltrimethylsiloxydiphenylsiloxanes, diphenylmethyldimethyltrisiloxanes, diphenyldimethicones, phenyldimethicones and polymethylphenylsiloxanes, which may be fluorinated; polysiloxanes modified with fatty acids, fatty alcohols or polyoxyalkylenes, fluorinated silicones, perfluorinated silicone oils.
• PDMS polydimethylsiloxanes
• phenyl polyorganosiloxanes such as phenylt ⁇ methicones, phenyltrimethylsiloxydiphenylsiloxanes, diphenylmethyldimethyltrisiloxanes, diphenyldimethicones, pheny
• silicone oils there may be mentioned polydimethylsiloxanes, polymethylphenylsiloxanes, silicones comprising polyoxyalkylene sequences or grafts, in particular polyoxyethylene or copoly (oxyethylene / oxypropylene) such as dimethiconecopolyols, silicones bearing both groups hydrophobic hydrocarbons (for example C 2 -C 3 alkyl groups) and polyoxyethylenated or copoly (oxyethylenated / oxypropylenated) sequences or grafts such as alkyldimethiconecopolyols, silicones carrying fluorinated or perfluorinated groups such as perfluoroalkylated polydimethylsiloxanes and perfluoroalkylated polymethylphenylsiloxanes, and mixtures thereof.
• silicone oils may optionally comprise alkyl or alkoxy groups at the end of a silicone or pendant chain. Mention may also be made of linear or cyclic silicones, and in particular containing from 2 to 7 silicon atoms. There may be mentioned octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, hexadecamethylcyclohexasiloxane, heptamethylhexyltrisiloxane, heptamethyloctyltrisiloxane and mixtures thereof.
• ethyl acetate, butyl acetate, propyl acetate, isopropyl acetate, isopropyl palmitate, pentanol, hexanol, heptanol are preferably chosen.
• a linear or branched C 5 -C 20 alcohol type solvent alone or in admixture with a C 5 -C 20 alkane, a cyclic volatile silicone oil and / or a C 4 -C 20 ester, is employed. , themselves alone or in mixture.
• the surfactants that may be used may be anionic, cationic, amphoteric or nonionic; a mixture of surfactants can be used.
• the surfactants are cationic or anionic, preferably cationic.
• anionic surfactants can thus be mentioned, which can be used alone or in mixtures: salts, in particular alkali metal salts such as sodium salts, ammonium salts, amine salts, sodium salts and the like.
• aminoalcohols or alkaline earth metal salts, for example magnesium of the following compounds: alkyl sulphates, alkyl ether sulphates, alkylamidoether sulphates, alkylaryl polyether sulphates, monoglyceride sulphates; alkylsulfonates, alkyl phosphates, alkylamidesulfonates, alkylarylsulphonates, alphaolefin-sulphonates, paraffin-sulphonates; alkyl sulfosuccinates, alkylethersulfosuccinates, alkylamidesulfosuccinates; alkyl sulfoacetates; acylsarcosinates; and the acylglutamates
• Ce-C 24 alkyl esters and polyglycoside carboxylic acids such as alkyl glucoside citrates, alkyl polyglycoside tartrates, and alkyl polyglycoside sulfosuccinates can also be used; alkyl sulfosuccinamates, acyl isethionates and N-acyltaurates, the alkyl or acyl group of all these compounds having from 12 to 20 carbon atoms.
• acyl lactylates the acyl group of which contains from 8 to 20 carbon atoms.
• alkyl-D-galactoside uronic acids and salts thereof polyoxyalkylenated (C 6 -C 24) ether carboxylic acids, polyoxyalkylenated (C 6 -C 24) aryl (C6-C 24) polyoxyalkylenated ether carboxylic acids, polyoxyalkylenated (C 6 -C 2 4 ) alkyl amido ether carboxylic acids and their salts, in particular those containing from 2 to 50 ethylene oxide groups, and mixtures thereof.
• alkyl sulphates such as sodium lauryl ether sulfate, preferably 2 or 3 moles of ethylene oxide
• alkyl ether carboxylates such as sodium lauryl ether sulfate, preferably 2 or 3 moles of ethylene oxide
• alkyl ether carboxylates such as sodium lauryl ether sulfate, preferably 2 or 3 moles of ethylene oxide
• alkyl ether carboxylates such as sodium lauryl ether sulfate, preferably 2 or 3 moles of ethylene oxide
• alkyl ether carboxylates such as sodium lauryl ether sulfate, preferably 2 or 3 moles of ethylene oxide
• alkyl ether carboxylates such as sodium lauryl ether sulfate, preferably 2 or 3 moles of ethylene oxide
• alkyl ether carboxylates such as sodium lauryl ether sulfate, preferably 2 or 3 moles of ethylene oxide
• nonionic surfactants that may be used in the composition according to the invention, mention may be made of alcohols, alpha-diols, alkyl (Ci-C 2 o) phenols or polyethoxylated, polypropoxylated or polyglycerolated fatty acids, having a fatty chain comprising, for example, from 8 to 18 carbon atoms, the number of ethylene oxide or propylene oxide groups ranging from 2 to 50 and the number of glycerol groups ranging from 2 to 30.
• copolymers of ethylene oxide and propylene, condensates of ethylene oxide and propylene oxide on fatty alcohols the amides polyethoxylated fats preferably having from 2 to 30 moles of ethylene oxide, the polyglycerolated fatty amides comprising on average 1 to 5 glycerol groups and in particular 1.5 to 4; polyethoxylated fatty amines preferably having 2 to 30 moles of ethylene oxide; ethoxylated sorbitan fatty acid esters having 2 to 30 moles of ethylene oxide; the fatty acid esters of sucrose, fatty acid esters of polyethylene glycol, alkyl (C 6 -C 24) polyglycosides, derivatives of N-alkyl (C 6 -C 24) glucamine derivatives, amine oxides such as (Cio-C 1-4 ) alkyl amines or N-acyl (C 10 -C 14 ) aminopropylmorpholine oxides; and
• amphoteric surfactants mention may be made of secondary or tertiary aliphatic amine derivatives, in which the aliphatic group is a linear or branched chain containing from 8 to 22 carbon atoms and containing at least one water-soluble anionic group such as, for example, for example, a carboxylate, sulphonate, sulfate, phosphate or phosphonate group; can also be made of (C 8 -C 2 o) alkylbetaines, sulfobetaines, (C8-C 2 o) alkylamido (C6-C8) - alkyl betaines or (C8-C2o) alkylamido (C6-C8 ) sulphobetaines; and their mixtures.
• the aliphatic group is a linear or branched chain containing from 8 to 22 carbon atoms and containing at least one water-soluble anionic group such as, for example, for example, a carboxylate, s
• amine derivatives include the products sold under the name MIRANOL, as described in patents US 2,528,378 and US 2,781,354 and classified in the CTFA dictionary, 3rd edition, 1982, under the names Amphocarboxy-glycinate and Amphocarboxypropionate of respective structures (2) and (3):
• R 2 -CONHCH 2 CH 2 -N + (R 3) (R 4) (CH 2 COO ") (2) wherein R 2 represents an alkyl group derived from an acid R 2 -COOH present in the oil hydrolyzed coconut, a heptyl, nonyl or undecyl group, R 3 represents a beta-hydroxyethyl group, and R 4 represents a carboxymethyl group, and R 2 -CONHCH 2 CH 2 -N (B) (C) (3) in which B represents -CH 2 CH 2 OX ', C represents - (CH 2 ) Z -Y ⁇ with z 1 or 2, X' represents the group -CH 2 CH 2 -COOH or a hydrogen atom, Y ' represents -COOH or the group -CH 2 -CHOH-SO 3 H,
• Rz represents an alkyl group of a R 9 -COOH acid present in coconut oil or in hydrolyzed linseed oil, an alkyl group, especially Ci 7 and its iso form, an unsaturated C 7 group .
• These compounds are classified in the CTFA dictionary, 5th edition, 1993, under the names cocoamphodiacOUSe de disodium, lauroamphodiacOUSe di-sodium, caprylamphodiacOUSe disodium, capryloamphodiacOUSe disodium, cocoamphodipropionate disodium, lauroamphodipropionate disodium, paraphenamphodipropionate disodium, capryloamphodipropionate of disodium, lauroamphodipropionic acid, cocoamphodipropionic acid.
• cocoamphodiacetate sold under the trade name MIRANOL® C2M concentrated by Rhodia.
• amphoteric surfactants C 1 -C 20 alkylbetaines, (C 8 -C 20) alkylamido (C 6 -C 8) alkyl betaines, alkylamphodiacetates and mixtures thereof are preferably used.
• alkylpyhdinium salts examples include: i) alkylpyhdinium salts, imidazoline ammonium salts, quaternary diammonium salts, ammonium salts containing at least one ester function;
• radicals R 1 to R 4 which may be identical or different, represent a linear or branched aliphatic radical containing from 1 to 30 carbon atoms or an aromatic radical such as aryl or alkylaryl; the aliphatic radicals possibly containing heteroatoms (O, N, S, halogens).
• the aliphatic radicals are, for example, chosen from alkyl radicals in
• C12-C22 alkoxy, C2-C6 polyoxyalkylene, alkylamide, (C1-C22) alkylamido (C2-C6) alkyl, (C1-C22) alkyl acetate, hydroxyalkyl having 1 to 30 carbon atoms.
• X " is an anion selected from the group of halides, phosphates, acetates, lactates, (C2-C6) alkyl sulfates, alkyl or alkylarylsulfonates.
• R5 represents an alkenyl or alkyl radical containing from 8 to 30 carbon atoms; for example fatty acid derivatives of tallow or coconut
• R 6 represents a hydrogen atom, a C 1 -C 4 alkyl radical or an alkenyl or alkyl radical containing from 8 to 30 carbon atoms
• R7 represents a C1-C4 alkyl radical
• R8 represents a hydrogen atom, a C1-C4 alkyl radical
• X is an anion chosen from the group of halides, phosphates, acetates, lactates, (C 2 -C 6) alkyl sulphates, alkyl or alkylarylsulphonates.
• R5 and R6 denote a mixture of alkenyl or alkyl radicals 12 to 21 carbon atoms, for example fatty acid derivatives of tallow, R7 denotes a methyl, R8 denotes the hydrogen atom.
• One such product is eg quaternium-27 (CTFA 1997) or Quaternium-83 (CTFA 1997) sold under the names Rewoquat ® W75, W90, W75PG, W75HPG by Witco.
• R10, R11, R12, R13 and R14 are chosen from hydrogen or an alkyl radical of 1 to 4 carbon atoms and
• X " is an anion chosen from the group of halides, acetates, phosphates, nitrates, ethylsulfates and methylsulfates
• quaternary diammonium salts include, in particular, propane diammonium dichloride.
• R 15 is chosen from C 1 -C 6 alkyl radicals and C 1 -C 6 hydroxyalkyl or dihydroxyalkyl radicals;
• - R16 is selected from the radical R19-CO-, linear or branched, saturated or unsaturated C1-C22 hydrocarbon radicals R20, the hydrogen atom;
• R18 is chosen from the radical R21-CO, the linear or branched, saturated or unsaturated C1-C22 hydrocarbon radicals R22, the hydrogen atom;
• R17, R19 and R21 which are identical or different, are chosen from linear or branched, saturated or unsaturated C7-C21 hydrocarbon radicals.
• n and p identical or different are integers from 2 to 6.
• y is an integer from 1 to 10.
• - x and z identical or different, are integers from 0 to 10.
• X " is a simple or complex anion, organic or inorganic, provided that the sum x + y + z is from 1 to 15, that when x is 0, then R16 is R20 and that when z is 0, then R18 is R22.
• the alkyl radicals R15 may be linear or branched and more particularly linear.
• R15 denotes a methyl, ethyl, hydroxyethyl or dihydroxypropyl radical, and more particularly a methyl or ethyl radical.
• the sum x + y + z is from 1 to 10.
• R16 is a hydrocarbon radical R20, it may have from 12 to 22 carbon atoms, or have from 1 to 3 carbon atoms.
• R 18 is a hydrocarbon radical R 22, it preferably has 1 to 3 carbon atoms.
• R17, R19 and R21 which are identical or different, are chosen from linear or branched, saturated or unsaturated C11-C21 hydrocarbon radicals, and more particularly from linear or branched, saturated or branched C11-C21 alkyl and alkenyl radicals. unsaturated.
• x and z are 0 or 1.
• y is equal to 1.
• r, n and p which are identical or different, are equal to 2 or 3, and more particularly are equal to 2.
• the anion X " is preferably a halide (chloride, bromide or iodide) or a (C1-C4) alkyl sulphate, more particularly methyl sulphate, the anion X " may also represent methanesulfate, phosphate, nitrate, tosylate, an anion derived from an organic acid (such as acetate or lactate) or any other anion compatible with ammonium with an ester function.
• the surfactants may for example be diacyloxyethyldimethylammonium, diacyloxyethylhydroxyethyldimethylammonium, monoacyloxyethylhydroxyethyldimethylammonium, triacyloxyethylmethylammonium, monoacyloxyethylhydroxyethyldimethylammonium salts (chloride or methylsulfate) and mixtures thereof.
• the acyl radicals preferably have from 14 to 18 carbon atoms and come more particularly from a vegetable oil such as palm oil or sunflower oil. When the compound contains more than one acyl radical these may be the same or different.
• Such compounds are for example marketed under the names Dehyquart ® by Cognis, Stepanquat ® by the company Stepan, NOXAMIUM ® by Ceca, Rewoquat ® WE-18 by Rewo-Goldschmidt.
• quaternary ammonium salts and in particular behenyltrimethylammonium chloride, dipalmitoylethyl hydroxyethylmethylammonium methosulphate, cetylthmethylammonium chloride, quaternium-83, behenylamidopropyl-2,3-dihydroxypropyl dimethylammonium chloride and palmitylamidopropyltrimethylammonium chloride.
• the silane present in the aqueous dispersion is of structure:
• X represents a C1-C6 alkoxy group, more particularly ethoxy
• Y is a C1 -C6 alkoxy group, more particularly ethoxy; or C1-C6 alkyl, more particularly methyl;
• Z can be interrupted by a heteroatom (O, S, NH) or a carbonyl group (CO).
• n an integer equal to 1 or 2.
• Examples that may be mentioned include N- (3-acryloxy-2-hydroxypropyl) -3-aminopropyltriethoxysilane, 4-aminobutyltriethoxysilane, 3-aminopropylmethyldiethoxysilane, 3-aminopropyltriethoxysilane, 3-aminopropyltris (methoxyethoxyethoxy) silane and bis (methyldiethoxysilylpropyl).
• the silane can serve to promote the adhesion of the copolymer to the keratinous support.
• the silane alone or as a mixture, may be present in a proportion of 0.5 to 30% by weight, especially 1 to 25% by weight, or even 2 to 20% by weight, relative to the weight of the dispersion.
• aqueous dispersion of silicone copolymer according to the invention comprises the following steps: i) solubion, cationic, anionic and / or nonionic silicones with hydrophilic or hydrophobic grafts; plasticizers; spreading or coalescing agents; solid fatty substances such as fatty alcohols, fatty acids, vegetable or mineral waxes; conditioners including cationic polymer types including polyamines; polymers including styling, anionic (neutralized or not), cationic or nonionic; pH, base or acidic agents; dyes, pigments, organic or inorganic; sunscreens, fragrances, peptizers, preservatives, amino acids, vitamins; thickeners.
• a process for preparing the aqueous dispersions of polysiloxane / polyurea according to the invention comprises the following steps: i) solubion, fatty alcohols, fatty acids, vegetable or mineral waxes; conditioners including cationic polymer types including polyamines; polymers including styling, ani
• the copolymer is present in a proportion of 2 to 60% by weight, in particular 5 to 40% by weight, or even 8 to 25% by weight, in the organic phase.
• the surfactant or surfactants is present in a proportion of 0.01 to 15% by weight, especially 0.05 to 10% by weight, or even 0.1 to 6% by weight, in the aqueous phase.
• the surfactant represents 0.01 to 15% by weight, especially 0.05 to 10% by weight, or even 0.1 to 5% by weight, of the weight of organic phase comprising the copolymer.
• the emulsification is carried out at a temperature of 15 to 100 ° C., in particular 18 to 50 ° C., or even 20 ° to 30 ° C., at a speed of between 50 and 30,000 rpm, in particular 200 to 10,000. revolutions / minute, by any means known to those skilled in the art, in particular by a homogenizer, in particular of the Ultrathurax type.
• all or part of the organic phase can then be evaporated, by any technique deemed adequate by those skilled in the art, such as evaporation under reduced pressure (under vacuum).
• aqueous dispersion of polysiloxane / polyurea copolymer the solids content of which can be between 0.1 and 50% by weight, especially 0.5 to 40% by weight, or even 1 to 30% by weight. % by weight, and even more preferably 2 to 25% by weight.
• the dispersion according to the invention may comprise solvent compounds and / or an organic phase, which may represent 0.05 to 80% by weight of said dispersion, in particular 1 to 70% by weight.
• This organic phase can also be absent (less than 0.05% or even 0%).
• the dispersion may also comprise surfactants, which may represent 0.05 to 10% by weight of said dispersion, in particular 0.01 to 8% by weight, or even 0.1 to 5% by weight. These surfactants can also be absent (less than 0.05% or even 0%).
• the aqueous dispersion according to the invention finds a very particular application in the cosmetic field, particularly in the capillary field.
• the amount of polymer present in the compositions depends of course on the type of composition and the desired properties; it can vary between 0.01 and 30% by weight, preferably between 0.1 and 20% by weight, in particular between 0.5 and 10% by weight, or even between 1 and 5% by weight, of polymer solids. , relative to the weight of the cosmetic composition.
• compositions according to the invention may be in any of the galenical forms conventionally used for topical application and especially in the form of an aqueous, alcoholic or aqueous-alcoholic solution or suspension; an oily solution or suspension; a solution or dispersion of the lotion or serum type; an emulsion of liquid or semi-liquid consistency of the milk or cream type, obtained by dispersion of a fatty phase in an aqueous phase (O / W) or conversely (W / O); an aqueous or anhydrous gel, an ointment, a loose or compact powder to be used as such or to incorporate in an excipient, or any other cosmetic form.
• compositions may be packaged, especially in pump bottles or in aerosol containers, to ensure application of the composition in vaporized form or in foam form. Such forms of packaging are indicated, for example, when it is desired to obtain a spray, a mousse for the treatment of the hair.
• the compositions according to the invention may also be in the form of creams, gels, emulsions, lotions or waxes.
• the composition according to the invention is packaged in the form of an aerosol in order to obtain a lacquer or a foam, it comprises at least one propellant.
• compositions according to the invention comprise a cosmetically acceptable medium, that is to say a medium that is compatible with keratin materials, in particular the skin of the face or of the body, the lips, the hair, the eyelashes, the eyebrows and the nails. .
• a cosmetically acceptable medium that is to say a medium that is compatible with keratin materials, in particular the skin of the face or of the body, the lips, the hair, the eyelashes, the eyebrows and the nails.
• the ingredients of the cosmetically acceptable medium may be present in customary amounts, easily determinable by those skilled in the art, and which may be between 0.01% and 80% for each ingredient. in weight.
• nonionic, cationic, anionic or amphoteric surfactants hydrophilic (alcohols) or hydrophobic solvents (alkanes); cationic, anionic, nonionic silicones with hydrophilic or hydrophobic grafts, phenylated or otherwise; plasticizers, for example of the polyol type; spreading or coalescing agents; silanes, especially those of structure described above; liquid or solid fatty substances such as fatty alcohols, fatty acids, vegetable or mineral oils, vegetable or mineral waxes; conditioning agents of cationic polymer types including polyamines; polymers in particular capping, in particular anionic (neutralized or not), cationic or nonionic; pH agents (bases or acids); dyes, organic or inorganic pigments eral; fillers such as nacres, TiO2, resins, clays; solar filters; the perfumes; the peptizers; conservatives; amino acids; vitamins.
• nonionic, cationic, anionic or amphoteric surfactants
• the cosmetic composition according to the invention can be in the form of a product for the care, cleaning and / or make-up of the skin of the body or of the face, the lips, the eyebrows, the eyelashes, the nails and the hair , a sunscreen or self-tanning product, a personal hygiene product, a hair product, especially care, cleaning, styling, shaping, hair dyeing. It finds particularly a particularly interesting application in the hair field, including the maintenance of the hairstyle or the shaping of the hair, or the care, the cosmetic treatment or the cleaning of the hair.
• the hair compositions are preferably shampoos, conditioners, styling or care gels, lotions or care creams, conditioners, styling lotions, blow-dry lotions, fixing compositions and the like.
• the lotions may be packaged in various forms, in particular in vaporizers, pump-bottles or in aerosol containers to ensure application of the composition in vaporized form or in the form of foam.
• a hair coloring product in particular oxidation dyeing or direct dyeing, optionally in the form of a coloring shampoo; in the form of a composition of permanent, de-waxing or discoloration, or in the form of a composition to be rinsed, to be applied before or after a coloring, a discoloration, a permanent or a scouring or between the two stages of a permanent or straightening.
• composition according to the invention may also be in the form of a care composition, in particular a moisturizer, for the skin of the body or of the face, the lips and / or the integuments, in particular of a care product intended to treat cosmetically the skin and in particular to moisturize it, smooth it, depigment it, nourish it, protect it from the sun's rays, or give it a specific cosmetic treatment.
• a care composition in particular a moisturizer, for the skin of the body or of the face, the lips and / or the integuments
• a care product intended to treat cosmetically the skin and in particular to moisturize it, smooth it, depigment it, nourish it, protect it from the sun's rays, or give it a specific cosmetic treatment.
• a skin cleansing composition for example a makeup remover or a bath or shower gel, or a cleansing bar or bar
• a personal hygiene composition in particular a deodorant, antiperspirant, or a depilatory composition, a gel or aftershave lotion.
• a makeup product for the skin of the body or the face, lips, eyelashes, nails or hair; especially a foundation, blush, blush or eyelid res, an eyeliner, an eyeliner, a mascara, a lipstick, a lip gloss, a lip liner; nail polish, nail care; a temporary tattoo product of the body skin.
• composition according to the invention finds interesting application for the maintenance of the hairstyle or the shaping of the hair, or the care, the cosmetic treatment or the cleaning of the hair.
• the subject of the invention is therefore a process for the cosmetic treatment, in particular of make-up, care, cleaning, coloring, shaping, keratin materials, in particular of the skin of the body or of the face, lips, nails , hair and / or eyelashes, comprising the application on said materials of a cosmetic composition comprising at least one compound according to the invention.
• it is a cosmetic treatment method for conditioning the hair, in particular to provide or improve the flexibility, disentangling, smoothing, combability and maneuverability of the hair.
• the application of the composition may optionally be followed by a heat treatment step.
• composition may also be in the form of a two-part kit or more.
• These parts may be to be mixed at the time of use or to be applied in succession to the keratinous substrate to be treated, in particular the hair.
• These successive application steps may or may not be interrupted by a manual drying step, with a towel for example, or by means of a tool such as a hairdryer for example.
• the composition comprising the dispersion according to the invention is used in a non-rinsed mode.
• the composition comprising the dispersion according to the invention is used together with a heating tool for shaping the hair, such as a curling iron, a vaguest iron, a crimping iron, a hair straightener, heating curlers.
• the temperature of the heating tool used is preferably between 60 ° C. and 200 ° C.
• the composition according to the invention can be applied to wet or dry hair, a step possibly followed by a partial or total drying of the hair, possibly followed by the application of a heating tool, which can be a hair dryer or a tool allowing simultaneous mechanical stress and heating (iron to straighten, iron vagueness, iron cranberry, curling iron, with or without steam).
• a heating tool which can be a hair dryer or a tool allowing simultaneous mechanical stress and heating (iron to straighten, iron vagueness, iron cranberry, curling iron, with or without steam).
• the temperature of the tool is preferably between 60 ° C. and 200 ° C.
• Example 1 The invention is further illustrated in the following examples.
• Example 1 The invention is further illustrated in the following examples.
• a copolymer of polysiloxane / polyurea (Belsil UD80) and raminopropylthethoxysilane (APTES) in solution is dissolved in hexanol.
• This solution is added to an aqueous solution of cationic surfactant (cetyltrimethylammonium chloride) diluted in water and stirred with Ultrathurax at 13,000 rpm.
• cationic surfactant cetyltrimethylammonium chloride
• compositions are prepared (% by weight):
• composition 1 g is deposited on a lock of natural hair of 2.7 g. After drying, the shaping is carried out using a heating tool type curling iron, applied for 30 seconds, thermostat positioned for a temperature between 140 and 180 0 C. After cooling, the wick is suspended in mid - ambient location. We evaluate the fitness and its behavior in time, at TO and after 6 shampoos.
• the resistance of the cladding with respect to the shampoos is evaluated as follows: 1 g of Garnier Ultra Soft shampoo is deposited on the wick previously moistened; the wick is kneaded from root to tip in 10 passes; the wick is then rinsed under water for 10 seconds. The operation is repeated 6 times in a row. After drying, the iron is reapplied and the wick again suspended for evaluation of the shape.
• the comparative composition includes only water. With the compositions according to the invention, a tighter shape is obtained which is well maintained in time; this effect is also residual after 6 shampoos.

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