Classifications

• • 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
  • A61Q5/12—Preparations containing hair conditioners
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
  • A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
  • A61K2800/30—Characterized by the absence of a particular group of ingredients
  • A61K2800/31—Anhydrous
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
  • A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
  • A61K2800/95—Involves in-situ formation or cross-linking of polymers

Definitions

• the present invention relates to the use for the treatment of hair, of compositions based on monomers polymerizable in situ, as well as the corresponding cosmetic treatment process.
• Cosmetic compositions are generally used based on silicones or polymers having a strong affinity for the hair, with a view to modifying their surface properties, in particular for conditioning them.
• the Applicant has just discovered that it was possible to obtain improved conditioning of the surface of the hair and in a lasting manner, by using electrophilic monomers for which an anionic polymerization process begins in the presence of a nucleophilic agent.
• a nucleophilic agent such as hydroxide ions (OH " ) contained in water at neutral pH.
• the Applicant has more particularly found that by applying a composition based on such monomers on the hair, a polymer is formed in situ. Without this explanation being limiting, it seems that it is the hydroxide ions contained in the water absorbed by the hair which initiate the anionic polymerization process at the treatment composition-hair interface.
• the polymer thus formed in situ by anionic polymerization Interfacial is in the form of a deposit homogeneous and has excellent adhesion to the hair.
• the hair remains perfectly individualized and can be styled without problem and that the conditioning of the surface of the fiber is remanent to shampoos.
• the first object of the invention is therefore the use of compositions comprising at least one monomer capable of polymerizing anionically in the presence of a nucleophying agent for the treatment of hair.
• the invention also has as a second object and a method using a composition used in the context of this treatment.
• anionic polymerization is meant the mechanism defined in the work “Advanced Organic Chemistry”, Third Edition by Jerry March, pages 151 to 161.
• the monomers used more particularly in accordance with the invention are the monomers of structure:
• Ri and R 2 independently designate groups with little or no electro-attr.actors such as:
• a hydrogen atom a saturated or unsaturated, linear, branched or cyclic hydrocarbon radical, preferably consisting of 4 to 20 carbon atoms and which may contain one or more atoms of nitrogen, oxygen, sulfur, and possibly be substituted by one or more groups chosen from OR, COOR, COR, SH, SR, OH
• R 3 and R denote, independently of each other, electron-attracting groups preferably chosen from the groups N (R) 3 +, S (R) 2 +, SH 2 +, NH 3 +, NO 2 , SO 2 R, CsN, COOH, F, CI, Br, I, OR, COOR, COR, SH, SR, OH, linear or branched alkenyl radicals, linear or branched alkynyl radicals, mono- or polyfluoroalkyl groups.
• R denoting an alkyl radical in Ci-Cio or mono or poly fluoroalkyle in Ci-Cio and the alkyl groups have from 1 to 10 carbon atoms.
• the alkenyl or alkynyl groups preferably have 2 to 10 carbon atoms.
• organo polysiloxanes containing C 2 -C 30 alkyl and / or phenyl and / or siloxy and / or silanol and / or amine and / or amine and / or imine and / or fluoroalkyl functions.
• polyoxyalkylene groups mention may be made of polyoxyethylene groups and polyoxypropylene groups preferably having 1 to 200 oxyalkylenated units.
• the substituents R 1 to R may optionally be substituted by a group having cosmetic activity.
• the cosmetic activities particularly used are the coloring, antioxidant, UN filters and conditioning functions.
• the monomers of the cyanoacrylate family and their derivatives of formula (B) are preferred:
• Ri and R 2 having the same meanings as previously R ' 3 can designate a non-electro-attracting or electro-attracting group such as those defined for formula (A). Mention may be made, as compounds of formula (B), of the monomers constituted by the family of fluoroalkyl-2-cyanoacrylates such as: a)
• the most particularly preferred monomer is n-octyl 2-cyanoacrylate:
• the monomers used according to the invention can be covalently attached to supports such as polymers, oligomers or dendrimers.
• the polymer where the oligomer can be linear, branched, comb or block.
• the distribution of the monomers of the invention on the polymeric, oligomeric or dendritic structure can be statistical, in the terminal position or in the form of blocks.
• the nucleophilic agents capable of initiating anionic polymerization are systems known in themselves, capable of generating a carbanion in contact with a nucleophytic agent, such as the hydroxide ions contained in water at neutral pH.
• a nucleophytic agent such as the hydroxide ions contained in water at neutral pH.
• the term “carbanion” means the chemical species defined in “Advanced Organic Chemistry, Third Edition”, by Jerry March, page 141.
• the nucleophilic agents can be constituted by a molecular compound, an oligomer, a dendrimer or a polymer having functions nucleophilic.
• nucleophilic functions of the functions: R 2 N “ , NH 2 " , Ph 3 C, R 3 C “ , PhNH “ , pyridine, ArS ⁇ RC ⁇ ⁇ , RS ⁇ SH “ , RO ⁇ R 2 NH, ArO ⁇ N 3 ", OH " , ArNH 2 , NH 3 , F, Br “ , Cl “ , RCOO ' , SCN ' , ROH, RSH, NCO “ , CN ⁇ NO 3 ⁇ • ClO " , H 2 O, etc.
• an anhydrous and non-hygroscopic medium is used to convey the monomers of the invention, which can be used pure or in the form of an emulsion or be encapsulated.
• anhydrous medium means a medium containing less than 1% of water.
• the cosmetically acceptable medium containing the abovementioned monomers is preferably chosen from organic oils, silicones, mineral oils, waxes, or alternatively organic solvents such as C 5 -C 10 alkanes, acetone, methyl ethyl ketone, methyl acetate, butyl acetate, ethyl acetate, dimethoxyethane, diethoxyethane, fatty alcohols, fatty acids, fatty esters, fatty amides, fatty alcohol benzoates and mixtures thereof .
• the compositions used in accordance with the invention generally have a concentration of monomer according to the invention of between 0.001 and 50% by weight, and more particularly between 0.1 and 10% by weight.
• polymerization inhibitors and more particularly anionic and / or radical polymerization inhibitors, this in order to increase the stability of the composition over time.
• polymerization inhibitors sulfur dioxide, nitric oxide, organic acids such as sulfonic acid or phosphoric acid, lactone, boron trifluoride, hydroquinone and its derivatives such as hydroquinone monethyl ether, TBHQ, benzoquinone and its derivatives such as duroquinone, catechol and its derivatives such as t-butyl catechol and methoxycatechol, P anisole and its derivatives such as methoxyanisole or l hydroxyanisole, pyrogallol and its derivatives, p-methoxyphenol, hydroxybutyl toluene, alkyl sulfates, alkyl sulfites, alkyl sulfones,.
• alkyl sulfoxides alkyl sulfides, mercaptans, 3-sulfonene and mixtures thereof.
• the alkyl groups preferably denote groups having 1 to 6 carbon atoms.
• the concentration in. inhibitor in the composition of the invention can be between 10 ppm and 5%, and more preferably between 10 ppm and 0.5% by weight.
• compositions according to the invention can also contain a propellant which can consist of compressed or liquefied gases usually used for the preparation of aerosol compositions. Air, carbon dioxide, compressed nitrogen or a soluble gas such as dimethyl ether, halogenated hydrocarbons such as fluorinated or not, and their mixtures are preferably used.
• a propellant which can consist of compressed or liquefied gases usually used for the preparation of aerosol compositions. Air, carbon dioxide, compressed nitrogen or a soluble gas such as dimethyl ether, halogenated hydrocarbons such as fluorinated or not, and their mixtures are preferably used.
• compositions in accordance with the invention may also contain agents usually used in cosmetics, such as reducing agents, fatty substances, plasticizers, softeners, anti-foaming agents, hydrating agents, pigments, clays, mineral fillers, UV filters, mineral colloids, peptizers, solubilizers, perfumes, preservatives, anionic, cationic, nonionic or amphoteric surfactants, fixing or non-fixing polymers, polyols, proteins, vitamins , direct or oxidation dyes, pearlescent agents, etc.
• agents usually used in cosmetics such as reducing agents, fatty substances, plasticizers, softeners, anti-foaming agents, hydrating agents, pigments, clays, mineral fillers, UV filters, mineral colloids, peptizers, solubilizers, perfumes, preservatives, anionic, cationic, nonionic or amphoteric surfactants, fixing or non-fixing polymers, polyols, proteins, vitamins , direct or
• the hair treatment process according to the invention consists in applying the composition described above to the hair and in particular in the presence of a nucleophyting agent.
• this nucleophying agent is water.
• This water can be provided by prior humidification.
• nucleophyte agent can be used pure, in solution, in the form of an emulsion or be encapsulated.
• the fiber can be pretreated with all types of polymers, or carry out a hair treatment before application of the composition of the invention, such as direct dyeing or oxidation, a perm or even a straightening.
• compositions in accordance with the invention may or may not be followed by rinsing.
• These compositions can be in various forms, such as lotion, spray, foam and can be applied in the form of a shampoo or conditioner.
• a lock of 2.7 g of sensitized hair with an alkaline solubility equal to 20% is moistened with 1 ml of water. 2 g of the composition described above are applied to this moistened wick. After one minute of contact of the composition with the lock of hair, the latter is washed using a chamomile DOP shampoo, then dried for 1 hour at room temperature.

Landscapes

• Health & Medical Sciences (AREA)
• Life Sciences & Earth Sciences (AREA)
• Animal Behavior & Ethology (AREA)
• General Health & Medical Sciences (AREA)
• Public Health (AREA)
• Veterinary Medicine (AREA)
• Dermatology (AREA)
• Birds (AREA)
• Epidemiology (AREA)
• Cosmetics (AREA)
• Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Priority Applications (6)

Applications Claiming Priority (2)

Publications (2)

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Family Applications (1)

Country Status (10)

Cited By (30)

Families Citing this family (63)

Family Cites Families (12)

• 2001
  • 2001-12-18 FR FR0116402A patent/FR2833489B1/fr not_active Expired - Fee Related
• 2002
  • 2002-12-12 AU AU2002366749A patent/AU2002366749A1/en not_active Abandoned
  • 2002-12-12 DE DE60237169T patent/DE60237169D1/de not_active Expired - Lifetime
  • 2002-12-12 WO PCT/FR2002/004301 patent/WO2003053380A2/fr not_active Ceased
  • 2002-12-12 AT AT02805371T patent/ATE475403T1/de not_active IP Right Cessation
  • 2002-12-12 JP JP2003554140A patent/JP4115394B2/ja not_active Expired - Fee Related
  • 2002-12-12 BR BR0215128-6A patent/BR0215128A/pt not_active IP Right Cessation
  • 2002-12-12 EP EP02805371A patent/EP1455738B1/fr not_active Expired - Lifetime
  • 2002-12-18 US US10/323,991 patent/US7357921B2/en not_active Expired - Fee Related
• 2004
  • 2004-06-15 MX MXPA04005821A patent/MXPA04005821A/es active IP Right Grant
• 2007
  • 2007-08-01 JP JP2007200467A patent/JP2007277272A/ja not_active Withdrawn

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