Classifications

• • 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
  • 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
  • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
• • 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
  • A61Q3/00—Manicure or pedicure preparations
• • 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

Definitions

• the present invention relates to the use of acrylic copolymers in and for the preparation of cosmetic or dermatological compositions as well as the compositions used.
• polymers are used which, after application to the support to be treated and drying, can form a deposit having mechanical properties and adhesion properties.
• polymers are sought which can be easily removed under the action of an aqueous solution of surfactants.
• it is sought to obtain a film-forming deposit which can withstand the surrounding humidity, in particular a non-hydroscopic deposit to the touch, a deposit resistant to rain (hair or skin applications) or a deposit resistant to tear fluid (mascaras).
• a film-forming deposit to provide cosmetic properties such as the softness generally imparted by hydrophobic substances in cosmetics.
• a hair cosmetic composition containing a copolymer comprising from 6 to 35% by weight of (meth) acylic acid or of itaconic acid, from 15 to 50% by weight of (meth ) C 10 -C 18 alkyl acrylate, from 15 to 50% by weight of C 4 -C 8 alkyl (meth) acrylate, and from 0 to 25% of vinyl type monomer, in particular of acrylamide type .
• these polymers are difficult to use in compositions comprising an alcoholic medium, compositions which are particularly advantageous for their reduced drying time.
• One of the objectives of the present invention is therefore to use in cosmetic or dermatological compositions acrylic polymers having film-forming properties and satisfactory adhesion and mechanical properties, which can easily be eliminated under the action of a solution.
• aqueous surfactants and which can be easily incorporated into compositions comprising at least one alcoholic medium.
• the invention aims to use film-forming polymers which provide good cosmetic properties before and after elimination of the composition.
• Another objective of the invention is to use, in and for the preparation of hair styling compositions, polymers having both significant fixing characteristics resistant well to low mechanical stresses and good rigidity, in order to then be eliminated very easily shampooed, brushed or combed, while providing good cosmetic properties such as softness to the touch.
• one of the objectives of the invention is to propose the use of polymers which are easy to use in hair compositions comprising an alcoholic medium to allow rapid drying of the composition, said composition having good lacquering power by absence of sticking.
• the subject of the present invention is the use in and for the preparation of cosmetic or dermatological compositions of a copolymer capable of being obtained by copolymerization of a mixture of monomers comprising:
• - R- denotes a hydrogen atom or a methyl radical
• - R 2 denotes an alkyl radical, linear or branched or cyclic, saturated or unsaturated or aromatic, having from 8 to 40 carbon atoms,
• monomer (C) chosen from the group consisting of tert-butyl methacrylate, tert-butyl acrylate and their mixtures, in a proportion at least greater than 50% by weight, such as the glass transition (Tg) of the polymer is greater than or equal to 15 ° C, the percentages by weight being calculated relative to the total amount of monomers used.
• the present invention also relates to cosmetic or dermatological compositions containing in a cosmetically or dermatologically acceptable medium, at least one copolymer obtained by copolymerization: (a) from 5 to 25% by weight, of at least one ethylenically unsaturated monomer (A) comprising at least one carboxylic acid function;
• R 2 denotes an alkyl radical, linear or branched or cyclic, saturated or unsaturated or aromatic, having from 8 to 40 carbon atoms,
• monomer (C) chosen from the group consisting of tert-butyl methacrylate, tert-butyl acrylate and their mixtures, in a proportion at least greater than 50% by weight, such as the glass transition (Tg) of the polymer is greater than or equal to 15 ° C, the percentages by weight being calculated relative to the total amount of monomers used.
• the copolymer used according to the invention for the hair compositions makes it possible to obtain very good cosmetic properties, in particular a good feel and a good elimination, both with brushing and with shampooing.
• the hair has a pleasant feel without providing a "cardboard" effect, that is to say without imparting too great rigidity to the hair.
• the composition has good lacquering power and after application to the hair, the film formed does not tarnish practically.
• the copolymer according to the invention is well compatible with alcoholic media and can therefore be easily used in a composition having a reduced drying time.
• the content of monomer (A) ranges from 6 to 20% by weight, and better still from 6 to 15% by weight
• the content of monomer (B) ranges from 5 to 25% by weight, and better still from 13 to 22% by weight
• the content of monomer (C) ranges from 55 to 80% by weight, and better still from 60 to 70% by weight.
• the monomers (A) used to prepare the polymers according to the invention are chosen, for example, from the group consisting of: ethylenically unsaturated mono-carboxylic acids such as acrylic acid, methacrylic acid and crotonic acid; ethylenically unsaturated carboxylic diacids such as maleic acid, fumaric acid, itaconic acid and their mono-ester or mono-amide derivatives of a C 4 -C 4 alkyl group; allyloxyacetic acid. More particularly, acrylic acid, methacrylic acid and their mixture are used.
• mono-carboxylic acids such as acrylic acid, methacrylic acid and crotonic acid
• carboxylic diacids such as maleic acid, fumaric acid, itaconic acid and their mono-ester or mono-amide derivatives of a C 4 -C 4 alkyl group
• allyloxyacetic acid More particularly, acrylic acid, methacrylic acid and their mixture are used.
• R 2 is preferably a saturated, linear or branched alkyl radical, having from 8 to 40 carbon atoms, and preferably from 8 to 30 carbon atoms. It may in particular be a radical corresponding to the Guerbet alcohols corresponding to the formula -CH 2 -CH (R 3 ) (R 4 ) in which R 3 and R 4 , identical or different, denote a saturated, linear or branched alkyl radical , the total number of carbon atoms of R 3 and R 4 ranging from 6 to 38, and preferably from 6 to 28.
• R 2 is chosen from the group formed by the lauryl, stearyl, 2-ethylhexyl radicals.
• the copolymers used according to the invention consist of a mixture of the monomers (A), (B) and (C) as defined above.
• the copolymers according to the invention preferably have an average molecular weight, measured at the top of the peak by steric exclusion chromatography ranging from 5000 to 2,000,000, and in particular from 20,000 to 1,000,000.
• the polymer according to the invention has a glass transition temperature ranging from 40 ° C to 90 ° C.
• the copolymer according to the invention can be obtained by radical polymerization of the monomers as defined above.
• the radical polymerization can be carried out in solution in a solvent common to all the monomers used and to the polymer obtained, or in a mixture of common solvents.
• solvent mention may be made of ethyl acetate or ethanol.
• the reaction is generally carried out at a temperature ranging from 30 ° C. to the boiling point of the solvent used.
• the polymerization can also be carried out in a heterogeneous medium, in particular in suspension, by precipitation or in emulsion.
• the radical polymerization can be initiated by a conventional organic initiator, for example azobis-N-butyronitrile, bis (2-ethylhexyl) -peroxydi carbonate, tert-butyl peroxy-2-ethylhexanoate).
• a conventional organic initiator for example azobis-N-butyronitrile, bis (2-ethylhexyl) -peroxydi carbonate, tert-butyl peroxy-2-ethylhexanoate).
• the polymerization is carried out in emulsion, it is also possible to use a water-soluble thermal initiator such as potassium persulfate, hydrogen peroxide or a water-soluble redox system, for example of the persulfate / metabisulfite type.
• a water-soluble thermal initiator such as potassium persulfate, hydrogen peroxide or a water-soluble redox system, for example of the persulfate / metabisulfite type.
• the stabilization of the emulsion is carried out in a known manner by a surfactant or a mixture of surfactants, the most commonly used being sodium lauryl sulfate or alkylethoxysulfates.
• the duration of the polymerization reaction can generally range from 4 hours to 18 hours.
• the copolymer according to the invention can be partially or totally neutralized according to the desired solubility of the polymer in the composition.
• the neutralization rate can range in particular from 30% to 100%.
• Neutralization can be carried out using an organic or mineral base.
• mineral base mention may be made of soda or potash.
• organic base or may cite an amino alcohol taken from the group consisting of 2-amino-2-methyl-propanol-1 (AMP), triethanolamine, triisopropanolamine (TIPA), monoethanoiamine, diethanolamine, tri [(hydroxy-2) propyl-1] amino, 2-amino methyl -2 propanediol-1,3 (AMPD) and 2-amino hydroxymethyl-2 propanediol-1,3.
• AMP 2-amino-2-methyl-propanol-1
• TIPA triisopropanolamine
• monoethanoiamine diethanolamine
• tri [(hydroxy-2) propyl-1] amino 2-amino methyl -2 propanediol
• compositions according to the invention may optionally additionally contain a plasticizing agent to improve the mechanical properties, the cosmetic properties and the adhesion to keratin materials of the film-forming acrylic polymer deposited after application and drying.
• a plasticizing agent to improve the mechanical properties, the cosmetic properties and the adhesion to keratin materials of the film-forming acrylic polymer deposited after application and drying.
• the presence of a plasticizing agent is not compulsory for adjusting the lacquering power in the lacquer formulations of the invention, unlike conventional lacquer formulations.
• plasticizing agents which can be used according to the invention, there may be mentioned:
• CARBITOL or diethylene glycol ethyl ether, methyl CARBITOL or diethylene glycol methyl ether, butyl CARBITOL or diethylene glycol butyl ether or hexyl CARBITOL or diethylene glycol hexyl ether,
• CELLOSOLVES from the company UNION CARBIDE, namely CELLOSOLVE or ethylene glycol ethyl ether, butyl CELLOSOLVE or ethylene glycol butyl ether, hexyl CELLOSOLVE or ethylene glycol hexyl ether,
• propylene glycol derivatives and in particular propylene glycol phenyl ether, propylene glycol diacetate, dipropylene glycol butyl ether, tripropylene glycol butyl ether, as well as DO ANOLS from the company DOW CHEMICAL, namely DOWANOL PM or propylene glycol methyl ether, DOWANOL DPM or dipropylene glycol methyl ether and DOWANOL TPM or tripropylene glycol methyl ether. Mention may also be made of: - diethylene glycol methyl ether or DOWANOL DM from the. DOW CHEMICAL company, - castor oil oxyethylenated with 40 moles of ethylene oxide such as that sold by the company RH ⁇ NE POULENC under the name of " MULGOFEN LE-719 ",
• glycerol esters such as glycerol diacetate (diacetin) and glycerol triacetate (triacetin).
• the plasticizing agents are chosen more particularly from those which are hydrophilic or soluble in water.
• the plasticizing agent is present in a proportion preferably ranging from 0 to 20% by weight relative to the weight of film-forming polymer. This proportion varies depending on the application envisaged.
• the cosmetic and dermatological compositions according to the invention therefore contain in a cosmetically or dermatologically acceptable carrier the polymers as described above, for applications as varied as those encountered for example in the field of hair care, make-up or even care of the skin, or of any other cosmetic field in which the use of a film-forming substance is desirable or sought after.
• the copolymers according to the invention can be used alone as a film-forming agent or else as an additive to conventional film-forming agents in and for the preparation of cosmetic or dermatological compositions.
• the applications preferentially targeted by the present invention one can more particularly mention:
• compositions according to the invention can be in the form of aerosols, foam, shampoos, conditioners, lotions or gels styling or treating, lacquers or lotions for shaping or styling or fixing.
• compositions according to the invention can be in the form of nail polish; mascaras or eyeliners; of lipsticks.
• the copolymer is present in the cosmetic or dermatological compositions of the invention at a concentration generally ranging from 0.1 to 50%, and more preferably from 1 to 30% by weight relative to the total weight of the composition. It varies according to the cosmetic or dermatological application envisaged.
• the polymer concentration can range from 0.5 to 25%, and in particular from 1 to 20% by weight relative to the total weight of the composition.
• this proportion generally ranges from 2 to 35% by weight, and when the copolymer of the invention is used alone as a film-forming agent, the concentration is equal to or greater than 30% by weight relative to the total weight of the composition.
• the polymer concentration generally ranges from 1 to 30% by weight relative to the total weight of the composition.
• the polymer concentration ranges from 0.5 to 20% by weight relative to the total weight of the composition.
• the cosmetically acceptable support for the compositions according to the invention preferably consists of water, one or more cosmetically acceptable organic solvents or else a mixture of water and one or more cosmetically acceptable organic solvents.
• organic solvents use is more particularly made of lower C ⁇ C alcohols, such as ethanol.
• copolymers according to the invention are dissolved or dispersed in the support of the compositions of the invention.
• compositions can also, and of course, contain various adjuvants intended to make it acceptable in a particular cosmetic application.
• compositions according to the invention can contain conventional cosmetic additives chosen from fatty substances such as mineral, animal or synthetic oils, animal, fossil, vegetable, mineral or synthetic waxes, organic solvents, thickening agents, softeners, anti-foaming agents, moisturizing agents, humectants, treating agents (anti-hair loss agents, anti-dandruff, ...), antiperspirants, alkalizing agents, UV-A or UV- sun filters B or broadband, dyes, pigments, perfumes, plasticizers, preservatives, a ⁇ ionic, nonionic organic polymers or amphoteric compatible with the copolymers of the invention and propellants when the compositions are in aerosol form.
• fatty substances such as mineral, animal or synthetic oils, animal, fossil, vegetable, mineral or synthetic waxes, organic solvents, thickening agents, softeners, anti-foaming agents, moisturizing agents, humectants, treating agents (anti-hair loss agents, anti-dandruff, ...), antiperspir
• the subject of the invention is also a method of cosmetic treatment of keratin materials such as the skin, the hair, the scalp, the eyelashes, the eyebrows, the nails, the lips, characterized in that it consists in applying to these last a composition as defined above.
• Example 1 Preparation of a copolymer obtained from a mixture consisting of:
• the reaction solution was purified by precipitation from 8 liters of petroleum ether.
• the precipitated polymer obtained was dried in an oven. 91 g of polymer were obtained, having the following characteristics: acid number: 137.5
• the molecular weight was characterized by steric exclusion chromatography on a microstyragel column with elution with tetrahydrofuran. The results are expressed relative to a polystyrene standard.
• the polymer obtained gives a main peak corresponding to a molecular weight of 322,000 and a shoulder towards the high molecular weights corresponding to a molecular weight of 1,308,000.
• Example 2 Preparation of a copolymer obtained from a mixture consisting of:
• the polymer was prepared according to the same operating conditions of the example
• the polymer was prepared according to the same operating conditions of Example 1.
• Example 5 Preparation of a copolymer obtained from a mixture consisting of:
• An aerosol hair spray was prepared by conditioning, in an appropriate aerosol container:
• the valve was attached and the container sealed.
• the lacquer applied to the hair has good lacquering power, good hold.
• the polymer film is easily removed by brushing.
• the hair has a good feel, even after brushing.
• the valve was attached and the container sealed.
• the lacquer applied to the hair has good lacquering power, good hold.
• the polymer film is easily removed by brushing.
• the hair has a good feel, even after brushing.
• An aerosol hair spray was prepared by conditioning, in an appropriate aerosol container:
• the valve was attached and the container sealed.
• the lacquer applied to the hair has good lacquering power, good hold.
• the polymer film is easily removed by brushing.
• the hair has a good feel, even after brushing.
• the valve was attached and the container sealed.
• the lacquer applied to the hair has good lacquering power, good staying power, without cosmetic defects such as dusting or poaching.
• the polymer film is easily removed by brushing.
• the hair has a good feel, even after brushing.
• An aerosol hair spray is prepared by conditioning, in an appropriate aerosol container:
• Example 11 Mascara
• an aqueous phase is added to stir the emulsion, with stirring using an Ultra-Turrax type disperser at 2000 rpm, this being made up of 120 g of water. permuted. After the addition of the aqueous phase has ended, at room temperature, stirring is continued for 10 to 15 min, which leads to the production of a translucent and stable emulsion.
• Concentration is then carried out using a rotary evaporator under partial vacuum at a temperature below 50 ° C. After elimination of the methyl ethyl ketone, a stable dispersion is obtained, the polymer concentration of which is 20% by weight relative to the total weight of the composition.
• the size of the particles is measured in quasi-elastic light scattering with the Coulter model M4 and gives the following results: Size of the particles: 45 nm. Polydispersity in size: 0.26 2) Preparation of the mascara:
• This mascara is obtained by bringing the ingredients of part A to 85 ° C., to which part B is added and the mixture is stirred using a turbine. We then boil the water of the preparation, add the preservatives, then at 85 ° C, the ingredients of part C.
• a nail care base is prepared having the following composition:
• Aqueous dispersion, glycerin and formaldehyde are mixed, followed by gentle stirring, and then hydroxypropylcellulose is dispersed in the solution obtained.
• This composition is easily applicable on the nail and makes it possible to obtain a glossy film which is easily removed with water.
• the daily application of this composition on the nail allows, after several weeks of application, to obtain a hardening of the nails.

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)
• Birds (AREA)
• Epidemiology (AREA)
• Dermatology (AREA)
• Cosmetics (AREA)
• Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Applications Claiming Priority (3)

Publications (1)

Family

ID=9493631

Family Applications (1)

Country Status (5)

Families Citing this family (12)

Family Cites Families (3)

• 1996
  • 1996-07-02 FR FR9608220A patent/FR2750600B1/fr not_active Expired - Fee Related
• 1997
  • 1997-06-30 JP JP10503888A patent/JPH10511406A/ja active Pending
  • 1997-06-30 WO PCT/FR1997/001165 patent/WO1998000096A1/fr not_active Application Discontinuation
  • 1997-06-30 EP EP97931834A patent/EP0847270A1/de not_active Withdrawn
  • 1997-06-30 US US09/029,757 patent/US5965116A/en not_active Expired - Fee Related

Non-Patent Citations (1)

Also Published As

Similar Documents

Legal Events