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
  • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
  • A61K8/04—Dispersions; Emulsions
  • A61K8/042—Gels
• • 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
  • A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
• • 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
  • A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
  • A61K8/585—Organosilicon compounds
• • 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
  • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
  • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
  • A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
• • 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
  • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
  • A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
  • A61Q1/02—Preparations containing skin colorants, e.g. pigments
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
  • A61Q1/02—Preparations containing skin colorants, e.g. pigments
  • A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
• • 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
  • A61Q19/00—Preparations for care of the skin
  • A61Q19/08—Anti-ageing preparations
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q3/00—Manicure or pedicure preparations
  • A61Q3/02—Nail coatings
• • 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
• • 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

• Cosmetic or dermatological composition forming, on a keratinous substrate, a coating of a crosslinked hybrid material.
• the present invention relates to a cosmetic or dermatological composition intended to form on a keratinous substrate, after drying, a film-forming coating in a crosslinked hybrid material, as well as its use in particular in the field of hair products, make-up products and skin care products.
• keratinous substrate is meant according to the invention not only the hair, the eyelashes, the eyebrows and the nails, but also the skin.
• the formation of a film on a keratinous substrate is generally carried out in the cosmetic and dermatological fields by the use of various types of polymers in solution or in dispersion. After drying and depending on the nature of the polymer, films are obtained having mechanical and cosmetic characteristics specific to the intended use.
• Patent EP-113 992 has also described a process for simultaneously fixing and conditioning the hair using a composition, stable in the absence of moisture, containing (A) a siloxane oligomer having at least a nitrogen-hydrogen bond and (B) an anhydrous additive, easily hydrolyzable, chosen from titanates, zirconates, vanadates, germanates and their mixtures.
• the solvent for the composition is an aliphatic hydrocarbon or an aliphatic halohydrocarbon, preferably 1,1,1-trichloroethane.
• An object of the present invention is therefore to provide a composition for fixing and / or coloring the hair which, in a single application, after rapid drying, can lead to a long-lasting hold and / or coloring effect which can withstand washing and even after several shampoos without affecting the properties conferred on the hair.
• Another object of the present invention is to provide an eyelash makeup composition such as a mascara, leading, after drying, to good coverage and coloring of the eyelashes while resisting water and ambient humidity.
• Another object of the present invention is to provide a composition of nail varnish, colored or colorless, giving rise to a film having excellent gloss, good surface hardness, good mechanical properties, in particular impact resistance (absence of flaking) and being remanent to washes with water, detergents and common organic cosmetic solvents.
• Another object of the present invention is to provide a composition for caring for or treating the skin with a view to giving it a protective and caring effect giving rise to an invisible film which can withstand dry rubbing, washing and detergents.
• the present invention therefore relates to a cosmetic or dermatological composition intended to form a coating, on a keratinous substrate, in a crosslinked hybrid material characterized in that the said composition is of the sol / gel type and is obtained by mixing:
• non-reversible it should be understood according to the invention that the hybrid material formed after application of the composition and evaporation of the solvent (s) retains its initial structure, that is to say that it is not de-crosslinked after several washes with water.
• This non-reversibility of the hybrid material formed according to the invention is essentially due to the fact that it has a high degree of crosslinking on a nanometric scale and a very low surface energy.
• a sol / gel reaction takes place, leading, after evaporation of the solvent (s), to the formation of a hybrid material by polycondensation and cross-linking at the nanoscale.
• the crosslinked hybrid material thus formed can be of very varied structure. It can thus be in the form of a more or less dense network of chains of the inorganic polymer coming from the organometallic compound and chains of the organic or silicone polymer, these being linked together by physical, ionic and / or covalent bonds. .
• the hybrid material can also consist of mineral nodules originating from the organometallic compound and chains of the organic or silicone polymer, the nodules being linked physically or chemically to the chains of the organic or silicone polymer.
• the mineral nodules have a very small nanometric size, generally between 1 and 20 nanometers. These nodules can also take the form of aggregates or clusters.
• the organometallic compound of the composition of the sol / gel type according to the invention can be chosen from the group consisting of:
• the organometallic compound is chosen from the group consisting of:
• alkylsilanes, alkyltitanates or alkylzirconates corresponding to one of the following formulas: M-fOR j ) ,, (la)
• R1 represents a linear or branched C1 radical . -C 30 , preferably in C ⁇ -C 6 ,
• R and R ' independently of each other, represent an alkyl radical, linear or branched, a cycloalkyl radical, an aryl radical substituted or not, said radicals R and R * being able to be substituted by groups capable of reacting with the organic or silicone polymer such as, for example, ethylenically unsaturated ((meth) acrylic, vinyl, etc.) groups, halogen, hydroxylated, carboxylated, thiols, epoxy, esters, urethanes, ureas, amines, amino acids groups, polypeptides, etc., said radicals R and R ′ being able to comprise in addition a cosmetically or dermatologically active group chosen, for example, from a coloring group, a photochromic group, a group filtering UV-A radiation and / or radiation UV-B, an adhesion promoter group on keratin materials (amide, urethane, urea, hydroxyl, carboxyl, amino acid or polypeptide groups),
• X represents a ligand or a chelating group mono- or polydentate which can be covalently linked to a group capable of reacting with the organic or silicone polymer such as for example ethylenically unsaturated groups ((meth) acrylic, vinyl), halogen groups , hydroxylated, carboxylated, thiols, epoxy, esters, amines, ureas, urethanes, the acetoacetate group (ACAC) or a group deriving from EDTA and its derivatives, said chelating group possibly also comprising a cosmetically or dermatologically active group such as those defined above.
• ethylenically unsaturated groups ((meth) acrylic, vinyl), halogen groups , hydroxylated, carboxylated, thiols, epoxy, esters, amines, ureas, urethanes, the acetoacetate group (ACAC) or a group deriving from EDTA and its derivatives
• the chelating groups X can be chosen from carboxylic acids, ⁇ -ketones, ⁇ -diketones, ⁇ -ketoesters, ⁇ -ketoamines, ⁇ - and ⁇ -hydroxy acids, preferably ⁇ -hydroxylated amino acids, the salicylic acid and its derivatives. Mention may in particular be made of acetoacetoxyethylmethacrylate, methyl ⁇ -hydroxymethacylate, ⁇ -N-methacryloyl-L-lysine, methacrylamino-4- or -5-salicylic acid.
• organometallic compounds which are particularly preferred according to the invention, mention may in particular be made of tetraethoxysilane, tetraisopropylorthotitanate, tetrapropylzirconate, methyltriethoxysilane, titanium tetraethoxide, titanium tetrabutoxide, iron triethoxide or tungsten triethoxide.
• the functionalized organic or silicone polymer of the composition of the sol / gel type according to the invention can be of the random, block and / or grafted type, and is preferably chosen from the group consisting of:
• polyamides (i) polyamides, polyesteramides and polyetheramides; (j) polyurethanes and polyureas which may contain polyether, polyester and / or polyorganosiloxane blocks, optionally carrying fluorinated groups;
• (k) fluoropolymers such as the products sold by Ausimont under the name of "Fomblin ® "(perfluoropolyether); (1) natural polymers and modified natural polymers such as ethers and / or esters of cellulose or starch derivatives, polysaccharides, glycosaminoglucans and oligosaccharides, natural gums such as hydroxyalkylated guar gums such as those hydroxypropylated , hydroxypropylated guar gums with carboxylic or quaternized functions, locust bean gum, xanthan gum, carrageenans, pectins, alginates, polypeptides or proteins such as collagen, elastin, gelatin or keratin ; (m) polyorganosiloxanes such as polydimethylsiloxanes, polymethylphenylsiloxanes, polyphenylsiloxanes, polyorganosiloxanes substituted laterally or at the end of the chain
• organic or silicone polymers listed above are not functionalized, these can be functionalized either by reaction within the composition itself such as for example polyorganosiloxanes, or by prior reaction by the usual methods before the formation of the composition.
• organic or silicone polymers which are particularly preferred according to the invention, mention may in particular be made of poly (2-ethyl-2-oxazoline), the vinyl acetate / 4-tert-butyl benzoate / crotonic acid copolymer (65/25/10 %), polydimethylsiloxane-diols, polyethylene glycol, polyvinyl alcohol or polyvinylpyrrolidone.
• the alcohol when present, is preferably chosen from lower aliphatic alcohols, linear or branched, C ⁇ -C 6 , such as ethanol or 1 isopropanol.
• the weight ratio of the organometallic compound to the organic or silicone polymer is generally between approximately 9: 1 and 1: 9 and preferably between 8: 2 and 2: 8.
• the composition according to the invention contains a precursor of the organic polymer or silicone, it is essentially one or more monomers capable of leading to an organic polymer or silicone functionalized by polymerization of unsaturated double bonds or by polycondensation during the application of the composition.
• the polymerization can be initiated conventionally thermally in the presence of conventional radical primers, by irradiation with UV radiation, by electron beams by ionic pathway (cationic or anionic) or by any known method of polymerization.
• the composition can contain cosmetic or dermatological active agents which, during the formation of the hybrid material, will be included in the matrix of said material.
• cosmetic or dermatological active agents there may be mentioned for example dyes, organic or inorganic pigments, colored or not, sun filters UV-A and / or UV-B, enzymes, slimming agents, moisturizers, vitamins, ⁇ -hydroxyacids, etc.
• compositions according to the invention may also contain various additives customary in cosmetics and in dermatology, provided however that these additives cannot interfere with the other constituents of the composition.
• composition according to the invention as defined above can be used as a hair product, in particular for maintaining or shaping the hairstyle. It can also add color to the hair and / or provide protection against the effects of UV radiation while providing hold or fixing properties.
• the crosslinked hybrid material can include various active agents such as organic or mineral pigments and / or UV filters.
• the hair composition is preferably in the form of a lotion for styling or brushing, or in the form of a gel.
• a lotion for styling or brushing
• a gel for styling or brushing
• the composition is in the form of a lotion, this can be packaged in a spray bottle, in a pump-action bottle or even in an aerosol container in the presence of a conventional cosmetic propellant in order to obtain either a spray or a foam.
• composition according to the invention can also be used as a product for caring for, treating or protecting the skin, in particular as a long-lasting sunscreen product insofar as the coating of crosslinked hybrid material has good resistance to water and sea baths.
• the crosslinked hybrid material contains, included, one or more UV filters.
• composition according to the invention may also be an eye makeup product such as a mascara or an eyeliner, or a nail product such as a colored nail varnish for making up the nails, or a colorless base or nail care varnish.
• eye makeup product such as a mascara or an eyeliner
• nail product such as a colored nail varnish for making up the nails, or a colorless base or nail care varnish.
• the organic and / or mineral pigments are also in the state included in the crosslinked hybrid material.
• the present invention also relates to the use of the composition according to the invention in a method of treating the hair, with a view to maintaining and / or coloring it.
• a composition according to the invention is applied to the hair, preferably in the form of a spray, either using a pump bottle or using an aerosol. After spraying all over the hair, the composition is left to act until the solvent (s) has evaporated, optionally drying.
• the hair can be put into the desired shape either before application or immediately after.
• the drying time can be variable and depends on the nature of the composition applied to the hair.
• composition contains at least one hair dye and / or pigment
• Another object of the present invention is the use of the composition as defined above in a process for making up the eyelashes.
• a sufficient amount of the composition is applied using a mascara brush, by carefully smoothing the eyelashes. After a variable drying time depending on the composition, the eyelashes have a shiny appearance, the makeup having good resistance to water and ambient humidity.
• Another object of the invention is the use of the composition as defined above, in a process for making up or caring for the nails.
• a thin layer of the composition of the invention is applied to the surface of the nails, using a brush, which may be colorless or colored.
• the nails are left to dry for a variable period of time depending on the nature of the composition and it is found that the coating film deposited on the nails has excellent gloss and good surface hardness.
• this film is resistant to washing with water, detergents and organic solvents customary in cosmetics.
• the varnish composition according to the invention contains at least one dye and / or pigment, this can be included in the hybrid coating material so that there is no variation in color over time if the coloring substance is soluble in water or in common organic solvents.
• Another object of the invention is the use of the composition as defined above in a process for treating or caring for the skin and more particularly in an anti-wrinkle process.
• the composition according to the invention is carefully applied to the parts of the skin where it is desired to obtain an attenuation of the wrinkles in particular present around the eyes.
• the composition can be applied by any suitable means in a thin layer and leads, after evaporation of the solvent (s), to the formation of an invisible transparent film exerting a tightening effect visually dissipating wrinkles.
• a nail varnish according to the invention is obtained by mixing the following ingredients:
• the poly (2-ethyl-2-oxazolme) is added in 50% solution in ethanol and the stirring is continued for 15 minutes.
• the iron oxide is added to the propylene glycol and the stirring is continued for 30 minutes and, finally, the titanium oxide is added to the propylene glycol, still stirring for approximately 30 minutes.
• a varnish is thus obtained which is easily applied to the surface of the nails and leads, after drying, to the formation of a homogeneous, shiny film having excellent persistence with water, detergents and also with alcohol.
• a nail varnish according to the invention is obtained using the following ingredients:
• This varnish is obtained according to the same procedure as that described above in Example 1 and carried out by application on the surface of the nails with a homogeneous and shiny film which also exhibits excellent remanence with water, detergents and alcohol.
• This composition is prepared as follows:
• the final solution obtained is then packaged in a container suitable for spraying on the hair.
• a composition in the form of a mascara is obtained using the following ingredients:
• This mascara by application using a brush to the eyelashes, leads, after evaporation of the volatile components, to the formation of a film, homogeneous, shiny and remanent with water.
• This anti-wrinkle composition according to the invention is obtained from the following ingredients:
• the tetraisopropylorthotitanate is then added under stirring and finally add the polydimethylsiloxane-diol with stirring for about 30 minutes.
• a fluid composition is thus obtained which, when applied in the form of a thin layer on the wrinkles surrounding the eyes, leads, after evaporation of the volatile components, to the formation of a transparent and invisible film which exerts a tightening effect (effect stretching) thus noticeably reducing wrinkles around the eyes.
• This composition is prepared as follows:
• tretraethoxysilane 10.4 g are diluted in 2.3 g of ethanol and then 2 g of deionized water and 2.5 ml of IN HCl are added. After stirring and homogenization, 3.85 g of a 30% alcoholic solution of the vinyl acetate / vinyl 4-tert-butyl benzoate / crotonic acid copolymer are added.
• the final solution obtained is then packaged in a pump bottle and its vaporization is then carried out on hair previously shaped. After drying, the hair is shiny, detangles easily and has a nice wavy shape.

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• Health & Medical Sciences (AREA)
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• Public Health (AREA)
• Veterinary Medicine (AREA)
• Animal Behavior & Ethology (AREA)
• General Health & Medical Sciences (AREA)
• Epidemiology (AREA)
• Birds (AREA)
• Dermatology (AREA)
• Chemical & Material Sciences (AREA)
• Dispersion Chemistry (AREA)
• Gerontology & Geriatric Medicine (AREA)
• Cosmetics (AREA)

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• 1997
  • 1997-04-03 US US09/381,735 patent/US6352699B1/en not_active Expired - Fee Related
• 1998
  • 1998-04-03 KR KR1019997009047A patent/KR20010005970A/ko active IP Right Grant
  • 1998-04-03 HU HU0002337A patent/HUP0002337A2/hu unknown
  • 1998-04-03 EP EP98917304A patent/EP0971685A1/de not_active Withdrawn
  • 1998-04-03 BR BR9808454-2A patent/BR9808454A/pt not_active IP Right Cessation
  • 1998-04-03 IL IL13210898A patent/IL132108A0/xx unknown
  • 1998-04-03 PL PL98336001A patent/PL336001A1/xx unknown
  • 1998-04-03 RU RU99122955/14A patent/RU2179842C2/ru active
  • 1998-04-03 CN CN98803815A patent/CN1251519A/zh active Pending
  • 1998-04-03 AU AU70553/98A patent/AU717355C/en not_active Ceased
  • 1998-04-03 WO PCT/FR1998/000682 patent/WO1998044906A1/fr active IP Right Grant
  • 1998-04-03 CA CA002284904A patent/CA2284904A1/fr not_active Abandoned
  • 1998-04-03 JP JP54245198A patent/JP4006028B2/ja not_active Expired - Fee Related

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