WO2010133660A2 - Composition cosmétique comprenant au moins un polyuréthanne élastomère - Google Patents
Composition cosmétique comprenant au moins un polyuréthanne élastomère Download PDFInfo
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- WO2010133660A2 WO2010133660A2 PCT/EP2010/056945 EP2010056945W WO2010133660A2 WO 2010133660 A2 WO2010133660 A2 WO 2010133660A2 EP 2010056945 W EP2010056945 W EP 2010056945W WO 2010133660 A2 WO2010133660 A2 WO 2010133660A2
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- anionic
- polyurethane
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- 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
- A61K8/87—Polyurethanes
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- 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
- a cosmetic composition comprising, in a cosmetically acceptable medium, at least one film-forming polymer with certain elastomeric characteristics.
- Also provided is a method of styling the hair comprising applying the cosmetic compostion to the hair.
- Styling composition refers to any type of hair-dressing composition that can be used for effecting styling.
- Hair care products for hair fixing that are most widely available on the cosmetics market include spray compositions in aerosols or pump-action bottles such as lacquers, sprays or mousses, for example, constituted of a solution that can be alcoholic or aqueous-alcoholic and of a film-forming polymer that can be water-soluble or alcohol- soluble, mixed with various cosmetic additives, or alternatively products that are to be applied by hand, such as gels, creams, pastes and waxes.
- these hair styling formulations may not give the hairstyle satisfactory resistance to the various natural everyday movements such as walking, movements of the head or gusts of wind.
- these compositions may give the hair a sensation of stiffness, the so-called "helmet effect”.
- Styling products also include the styling shampoos, which can offer the benefit of combining washing of the hair while permitting shaping of the hair during drying, saving time for the increasingly busy user.
- the polymers used conventionally for the formulation of hair styling products can be cationic, anionic, amphoteric or non-ionic film-forming polymers, which may lead to the formation of films that can be hard and brittle to a varying degree.
- the percentage elongation at break measured on the film may be low, e.g., generally less than 2%, and the hairstyle may not be long- lasting.
- these polymers have been mixed with plasticizers, providing films that can be more flexible and less brittle. These films can be quite deformable, and after deformation, they may only regain their initial form to a slight extent. Although the lasting properties of the hairstyle may be improved, they are still not satisfactory, since the form of the hairstyle changes, under the action of the stresses.
- cosmetic compositions are being sought for the care and/or fixing of the hairstyle which can give the hair, in addition to long-lasting fixing, good cosmetic properties, notably conditioning of the hair conferring at least one of good disentangling properties, softness and a pleasant, non-sticky appearance, ease of use and low risk in use.
- a cosmetic composition comprising, in a cosmetically acceptable medium, at least one film-forming elastomehc, anionic polyurethane (A), wherein the at least one film-forming elastomeric, anionic polyurethane (A) comprises:
- PPG polypropylene glycol
- This composition provides a flexible, non-brittle film on human keratinous substances, which can follow their movements.
- composition according to the disclosure provides conditioning of the hair.
- Also provided is a method of styling the hair comprising applying this composition to the hair.
- the film-forming elastomeric, anionic polyurethane (A) may be prepared according to the method described in PCT Patent Application Publications WO2006/124250 and WO03/087183.
- the film-forming elastomeric, anionic polyurethane (A) comprises - (i) at least one side chain comprising at least one ethylene oxide unit, wherein the at least one side chain
- one main chain comprising at least one unit derived from: * a polypropylene glycol (PPG) and optionally a second non-ionic polyol;
- PPG polypropylene glycol
- DMPA dimethylolpropionic acid
- the polyurethane (A) is soluble or dispersible, either in an aqueous medium (100% water), or in a water/ethanol solvent mixture containing at most 30 wt.% of ethanol.
- an aqueous medium (100% water)
- a water/ethanol solvent mixture containing at most 30 wt.% of ethanol.
- at least 10 g of the polyurethane (A) is soluble or dispersible in 90 grams of water or of water/ethanol mixture.
- the film-forming elastomeric, anionic polyurethane (A) can be partially or totally neutralized or over-neutralized with inorganic or organic bases, for example, with soda and/or triethylamine, in an amount making it possible to obtain, for example, a degree of neutralization of the anionic functions of the polymer from 0 to 150%, such as from 50 to 100%.
- the "degree of neutralization to 150%” is obtained with an amount of inorganic or organic base equal to 1.5 times the amount of base required to obtain the degree of neutralization to 100%.
- the film-forming elastomeric, anionic polyurethane (A) is provided in the form of a salt composed of two parts: one anionic polyurethane and a cationic ion, mineral or organic.
- the film-forming elastomeric, anionic polyurethane (A) is chosen in such a way that the film obtained by drying of this polyurethane (A), at room temperature (24°C ⁇ 2°C) and at a relative humidity of 48% ⁇ 5%, has a mechanical profile defined by at least: (a) an elongation at break ( ⁇ b ) greater than or equal to 730% ⁇ 5 % (e.g. - 5% of 730% represents 694%), and/or
- film obtained by drying at room temperature (24°C ⁇ 2°C) and at a relative humidity of 48% ⁇ 5% means the film obtained, in these conditions, from a mixture comprising 6% of active substance (a.s.) of film-forming elastomeric polyurethane (A), in a solvent (S).
- the amount of active substance is understood as being relative to the total weight of solvent (S) and the amount of the mixture is suitable for obtaining, in a Teflon matrix, a film with thickness of 500 ⁇ m ⁇ 50 ⁇ m, after drying the mixture, with the drying being continued until there is no longer any change in weight of the film.
- the measurements are generally performed after at least 10 days of drying.
- the solvent (S) is a mixture ethanol/water comprising less than 30 % by weight of water.
- the "elongation at break” and the "degree of recovery” are evaluated by means of the tests described below. [023] To measure the instantaneous recovery and the recovery at 300 seconds, the polymer film obtained is cut into test pieces of rectangular shape, 80 mm long and 15 mm wide. [024] To measure the elongation, the polymer film obtained is cut into dumbbell- shaped test pieces.
- the tests may be performed on apparatus marketed under the name Lloyd or marketed under the name Zwick in the same conditions of temperature and of humidity as for drying, e.g. a temperature of 24°C ⁇ 2°C and a relative humidity of 48% ⁇ 5%.
- test pieces are stretched at a speed of 20 mm/min and the distance between the jaws is 50 mm ⁇ 1 mm.
- the elongation at break represents the ratio of the maximum elongation of the film before it breaks to its initial length measured before undergoing deformation.
- the procedure for determining the instantaneous recovery (R 1 ) is as follows:
- test piece 150% ⁇ ma ⁇
- I 0 initial length
- R ⁇ (( ⁇ m a ⁇ - ⁇ ,)/ ⁇ ma ⁇ ) x 100
- the at least one film-forming elastomeric, anionic polyurethane (A) is, for example, present at a concentration ranging from 0.05 to 20 wt.%, such as from 0.1 to 15 wt.%, and further such as from 1 to 10 wt.% relative to the total weight of the composition.
- the composition may further contain at least one surfactant.
- the at least one surfactant for use in the composition according to the present disclosure can be chosen from anionic, non-ionic, amphoteric and cationic surfactants.
- salts for example, the salts of alkali metals such as sodium salts, ammonium salts, salts of amines, salts of amino-alcohols or salts of alkaline-earth metals, for example of magnesium, of the following compounds: alkyl sulphates, alkyl ether sulphates, alkylamidoether sulphates, alkarylpolyether sulphates, monoglyceride-sulphates; alkyl sulphonates, alkylamide sulphonates, alkaryl sulphonates, ⁇ -olefin-sulphonates, paraffin-sulphonates; alkyl sulphosuccinates, alkyl ether sulphosuccinates, alkylamide-sulphosuccinates; alkyl sulphoacetates; acyl
- C 6 -C 24 alkyl esters of polyglycoside-carboxylic acids such as alkyl glucoside- citrates, alkyl polyglycoside-tartrates, and alkyl polyglycoside-sulphosuccinates; alkylsulphosuccinamat.es, acylisethionates and N-acyltaurates, the alkyl or acyl group of all these compounds having from 12 to 20 carbon atoms.
- anionic surfactants that can be used, further nonlimiting mention can be made of the acyl lactylates in which the acyl group has from 8 to 20 carbon atoms.
- the anionic surfactants include but are not limited to the alkyl-D- galactoside uronic acids and their salts as well as the polyoxyalkylenated alkyl(C 6 - C 24 )ether-carboxylic acids, the polyoxyalkylenated alkyl(C6-C 24 )aryl(C 6 -C2 4 )ether-carboxylic acids, the polyoxyalkylenated alkyl(C 6 -C 24 )amidoether carboxylic acids and their salts, for example, those having from 2 to 50 ethylene oxide groups, and mixtures thereof.
- non-ionic surfactants that can be used within the scope of the present disclosure may be compounds known in the art (in this connection, see, for example, "Handbook of Surfactants” by M. R. PORTER, publ. Blackie & Son (Glasgow and London), 1991 , pp 116-178).
- They for example, can be chosen from the alcohols, the alpha-diols, the alkyl(Ci-C2o) phenols or the polyethoxylated, polypropoxylated or polyglycerolated fatty acids, having a fatty chain with for example from 8 to 18 carbon atoms, with the number of ethylene oxide groups or propylene oxide groups notably ranging from 2 to 50 and the number of glycerol groups for example, ranging from 2 to 30.
- amphoteric surfactants can, for example, be derivatives of secondary or tertiary aliphatic amines, in which the aliphatic group is a linear or branched chain having 8 to 22 carbon atoms and containing at least one water-solubilizing anionic group such as, for example, a carboxylate, sulphonate, sulphate, phosphate or phosphonate group.
- non-limiting examples include the products marketed under the name MIRANOL ® , as described in U.S.Patent Nos. US 2,528,378 and US 2,781 ,354 and classified in the CTFA Dictionary, 3rd edition, 1982, under the designations Amphocarboxy-glycinate and Amphocarboxypropionate with the respective structures (1 ) and (2):
- R 2 represents an alkyl group derived from an R 2 -COOH acid present in hydrolysed copra oil, 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) (2) in which:
- B represents -CH 2 CH 2 OX'
- 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
- R 2 represents the alkyl group of an R 2 -COOH acid present in copra oil or in hydrolysed linseed oil, an alkyl group, for example, in Ci 7 and its iso form, an unsaturated Ci 7 group.
- R 2 represents the alkyl group of an R 2 -COOH acid present in copra oil or in hydrolysed linseed oil, an alkyl group, for example, in Ci 7 and its iso form, an unsaturated Ci 7 group.
- These compounds are classified in the CTFA dictionary, 5th edition, 1993, under the names disodium cocoamphodiacetate, disodium lauroamphodiacetate, disodium caprylamphodiacetate, disodium capryloamphodiacetate, disodium cocoamphodipropionate, disodium lauroamphodipropionate, disodium caprylamphodipropionate, disodium capryloamphodipropionate, lauroamphodipropionic acid, cocoamphodi
- the cocoamphodiacetate is marketed under the trade name MIRANOL ® "C2M concentre” by the company RHODIA.
- the alkyl(C ⁇ -C 2 o)betaines such as cocobetaine
- the alkyl(C8-C 2 o)amidoalkyl(C6-C 8 )betaines such as cocamidobetaine
- the alkylamphodiacetates such as disodium cocoamphodiacetate, and mixtures thereof
- composition according to the disclosure can additionally contain at least one cationic surfactant, such as the salts of primary, secondary or tertiary fatty amines, optionally polyoxyalkylenated, the quaternary ammonium salts such as the tetraalkylammonium, alkylamidoalkylthalkyl-ammonium, trialkylbenzylammonium, trialkylhydroxyalkyl-ammonium or alkylpyhdinium chlorides or bromides, the derivatives of imidazoline; or the oxides of amines of cationic character.
- cationic surfactant such as the salts of primary, secondary or tertiary fatty amines, optionally polyoxyalkylenated, the quaternary ammonium salts such as the tetraalkylammonium, alkylamidoalkylthalkyl-ammonium, trialkylbenzylammonium, trialkylhydroxyalkyl-ammonium or alkylp
- non-ionic, anionic, amphoteric and cationic surfactants described above can be used individually or mixed and their individual amount ranges from 0.01 to 30 wt.%, such as from 0.05 to 20 wt.% and further such as from 0.1 to 10 wt.% relative to the total weight of the composition.
- SILICONES SILICONES
- the composition may comprise at least one silicone.
- the silicones for use as additives in the cosmetic compositions of the present disclosure are, for example, volatile or non-volatile silicones, cyclic, linear or branched, unmodified or modified with organic groups
- the silicones that can be used according to the disclosure can be soluble or insoluble in the composition and, for example, can be polyorganosiloxanes that may be insoluble in the composition of the disclosure. They can be in the form of oils, waxes, resins or gums.
- organopolysiloxanes are described in more detail in the work of Walter NOLL "Chemistry and Technology of Silicones” (1968), Academic Press. They can be volatile or non-volatile. [048] When they are volatile, the silicones are, for example, chosen from those with a boiling point from 60°C to 260°C, and further for example, from:
- cyclic silicones having from 3 to 7, for example, 4 or 5 silicon atoms.
- octamethylcyclotetrasiloxane marketed, for example, under the name VOLATILE SILICONE ® 7207 by UNION CARBIDE or SILBIONE ® 70045 V2 by RHODIA
- decamethylcyclopentasiloxane marketed under the name VOLATILE SILICONE ® 7158 by UNION CARBIDE
- SILBIONE ® 70045 V5 by RHODIA
- Non-volatile silicones are exemplahly used in some embodiments, for example, polyalkylsiloxanes, polyarylsiloxanes, polyalkarylsiloxanes, silicone gums and resins, polyorganosiloxanes modified with organofunctional groups and mixtures thereof.
- These silicones are, for example, chosen from the polyalkylsiloxanes, among which non-limiting mention can be made of the polydimethylsiloxanes with thmethylsilyl end groups. The viscosity of the silicones is measured at 25°C according to standard ASTM 445 Appendix C.
- these polyalkylsiloxanes further non-limting mention can be made of, the following commercial products:
- oils of the MIRASIL ® series marketed by the company RHODIA - the oils of the 200 series from the company DOW CORNING such as DC200 with a viscosity of 60 000 mm 2 /s;
- CTFA dimethiconol
- polyalkylsiloxanes In this class of polyalkylsiloxanes, non-limiting mention can be made of the products marketed under the names "ABIL WAX ® 9800 and 9801" by the company GOLDSCHMIDT, which are polyalkyl (C1-C20) siloxanes.
- the polyalkarylsiloxanes are chosen, for example, from the polydimethyl/methylphenylsiloxanes, the polydimethyl/diphenylsiloxanes, linear and/or branched with viscosity ranging from 1.10 "5 to 5.10 ⁇ 2 m 2 /s at 25°C.
- oils of the SF series from GENERAL ELECTRIC such as SF 1023, SF 1154, SF 1250, SF 1265.
- the silicone gums that can be used according to the disclosure are, for example, polyorganosiloxanes, with high number-average molecular weights ranging from 200 000 to 1 000 000 used alone or mixed in a solvent.
- the solvent is chosen from the volatile silicones, the polydimethylsiloxane (PDMS) oils, the polyphenylmethylsiloxane (PPMS) oils, the isoparaffins, the polyisobutylenes, methylene chloride, pentane, dodecane, tridecane and mixtures thereof.
- Products that can be used as non-limiting examples according to the disclosure are mixtures such as: - mixtures formed from a polydimethylsiloxane hydroxylated at the chain end, or dimethiconol (CTFA) and a cyclic polydimethylsiloxane also called cyclomethicone (CTFA) such as the product Q2 1401 marketed by the company DOW CORNING;
- CTFA dimethiconol
- CTFA cyclic polydimethylsiloxane also called cyclomethicone
- the product SF 1236 is a mixture of a gum SE 30 described above having a viscosity of 20 m 2 /s and an oil SF 96 with a viscosity of 5.10 "6 m 2 /s. This product, for example, has 15% of gum SE 30 and 85% of oil SF 96.
- the resins of organopolysiloxanes that can be used according to the disclosure include but are not limited to crosslinked siloxane systems containing the units: R2SiO 2 /2, R3SiOi/ 2 , RSiO 3 /2 and SiO 472 in which R represents a hydrocarbon group with 1 to 16 carbon atoms or a phenyl group.
- R represents a hydrocarbon group with 1 to 16 carbon atoms or a phenyl group.
- R denotes a d-C 4 lower alkyl group, such as methyl or a phenyl group.
- organically modified silicones that can be used as non-limiting examples according to the disclosure are silicones as discussed previously, having in their structure at least one organofunctional group fixed by means of a hydrocarbon group.
- organically modified silicones non-limiting mention can be made of polyorganosiloxanes having:
- C 6 -C 24 alkyl groups such as the products called dimethicone copolyol marketed by the company DOW CORNING under the name DC 1248 or the SILWET ® oils L 722, L 7500, L 77, L 711 from the company UNION CARBIDE and the alkyl (C-i2)-methicone copolyol marketed by the company DOW CORNING under the name Q2 5200;
- substituted or unsubstituted amine groups such as the products marketed under the name GP 4 Silicone Fluid and GP 7100 by the company GENESEE or the products marketed under the names Q2 8220 and DOW CORNING 929 or 939, or DOW CORNING 2-8299 by the company DOW CORNING or the product marketed under the name BELSIL ADM LOG 1 by the company WACKER.
- the substituted amine groups are, for example, Ci-C 4 aminoalkyl groups; - thiol groups, such as the products marketed under the names GP 72A and GP 71 from GENESEE.
- - alkoxylated groups such as the product marketed under the name "SILICONE COPOLYMER F-755" by SWS SILICONES and ABIL WAX ® 2428, 2434 and 2440 by the company GOLDSCHMIDT;
- - hydroxy lated groups such as the polyorganosiloxanes with hydroxyalkyl function described in French Patent Application No. FR 8 516 334 A;
- EP 342 834 For example, the product Q2-8413 from the company DOW CORNING.
- the silicones as described above can be used alone or mixed, in an individual amount from 0.01 to 20 wt.%, such as from 0.1 to 5 wt.%.
- compositions of the disclosure may also contain at least one non-silicone fatty substance, which can be chosen from mineral, vegetable, animal and synthetic oils; waxes, fatty esters, ethoxylated and non-ethoxylated fatty alcohols, and fatty acids.
- non-silicone fatty substance which can be chosen from mineral, vegetable, animal and synthetic oils; waxes, fatty esters, ethoxylated and non-ethoxylated fatty alcohols, and fatty acids.
- oils for use in the composition of the disclosure include:
- hydrocarbon oils of animal origin such as perhydrosqualene
- - hydrocarbon oils of vegetable origin such as the liquid triglycerides of fatty acids having from 4 to 10 carbon atoms such as the triglycerides of heptanoic or octanoic acids or alternatively, for example, sunflower oil, maize oil, soya oil, cucurbit oil, grapeseed oil, sesame oil, hazelnut oil, apricot oil, macadamia oil, arara oil, sunflower oil, castor oil, avocado oil, the triglycerides of caprylic/caphc acids such as those sold by the company Stearineries Dubois or those sold under the names Miglyol ® 810, 812 and 818 by the company Dynamit Nobel, jojoba oil, shea butter oil;
- hydrocarbons of mineral or synthetic origin, such as the volatile or non-volatile paraffin oils, and their derivatives, petroleum jelly, the polydecenes, hydrogenated polyisobutene such as Parleam ® ; the isoparaffins such as isohexadecane and isodecane.
- fluorinated oils partially hydrocarbonized and/or siliconized, such as those described in document JP-A-2-295912; as fluorinated oils, non-limting example include perfluoromethylcyclopentane and perfluoro-1 ,3-dimethylcyclohexane, sold under the names "FLUTEC ® PC1" and “FLUTEC ® PC3" by the company BNFL Fluorochemicals; perfluoro- 1 ,2-dimethylcyclobutane; perfluoroalkanes such as dodecafluoropentane and tetradecafluorohexane, sold under the names "PF 5050 ® " and "PF 5060 ® " by the company 3M, or alternatively bromoperfluorooctyl sold under the name "FORALKYL ® " by the company Atochem; nonafluoromethoxybutane and nonafluoroethoxyisobutane; derivatives of perfluor
- the wax or waxes are, for example, chosen from carnauba wax, candelilla wax, and Alpha wax, paraffin wax, ozokerite, the vegetable waxes such as olive wax, rice wax, hydrogenated jojoba wax and the absolute waxes of flowers such as the essential wax of blackcurrant flower sold by the company BERTIN (France), animal waxes such as beeswax, and modified beeswax (cerabellina); other waxes and waxy raw materials that can be used according to the disclosure are, for example the marine waxes such as that sold by the company SOPHIM under reference M82, the waxes of polyethylene or of polyolefins in general.
- the saturated or unsaturated fatty acids are, for example, chosen from myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, linoleic acid, linolenic acid and isosteahc acid.
- the fatty esters are, for example, the esters of carboxylic acids, such as the mono-, di-, tri- or tetracarboxylates.
- esters of carboxylic acids are, for example, the esters of saturated or unsaturated, linear or branched d-C-26 aliphatic acids and of saturated or unsaturated, linear or branched C- ⁇ -C-26 aliphatic alcohols, the total number of carbons in the esters being greater than or equal to 10.
- Non-limiting examples also include the esters of C 4 -C 2 2 di- or tricarboxylic acids and of C1-C22 alcohols and the esters of mono-, di- or tricarboxylic acids and of C 2 - C-26 di-, tri-, tetra- or pentahydroxy alcohols.
- diethyl sebacate diisopropyl sebacate; diisopropyl adipate; di-n-propyl adipate; dioctyl adipate; diisostearyl adipate; dioctyl maleate; glyceryl undecylenate; octyldodecyl stearoyl stearate; pentaerythrityl monoricinoleate; pentaerythrityl tetraisononanoate; pentaerythrityl tetrapelargonate; pentaerythrityl tetraisostearate; pentaerythrityl tetraoctanoate; propylene glycol dicaprylate; propylene glycol dicaprate; tridecyl erucate; triisopropyl citrate; thisotearyl citrate;
- esters mentioned above even further non-limiting mention can be made of the ethyl and isopropyl palmitates, ethyl-2-hexyl palmitate, 2-octyldecyl palmitate, alkyl myristates such as isopropyl, butyl, cetyl, 2-octyldodecyl myristate, hexyl stearate, butyl stearate, isobutyl stearate; dioctyl malate, hexyl laurate, 2-hexyldecyl hexyl and isononyl isononanate, and cetyl octanoate.
- alkyl myristates such as isopropyl, butyl, cetyl, 2-octyldodecyl myristate, hexyl stearate, butyl stearate, isobutyl stearate; dioc
- fatty alcohols non-limitng mention can be made of saturated or unsaturated, linear or branched fatty alcohols having from 8 to 26 carbon atoms, such as cetyl alcohol, stearyl alcohol and their mixture (cetylstearyl alcohol), octyldodecanol, 2- butyloctanol, 2-hexyldecanol, 2-undecylpentadecanol, oleic alcohol or linoleic alcohol.
- the fatty substances generally individually can represent from 0.1 to 50%; such as from 1 to 30%, and further such as from 2 to 20 wt.% of the total composition.
- compositions can include at least one additional fixing polymer different from the film-forming elastomeric polyurethane (A) of the disclosure.
- Fixing polymer means, for the purpose of the present disclosure, any polymer for imparting shape to the hair or for maintaining the hair in a given shape.
- the fixing polymers can be soluble in the cosmetically acceptable medium or insoluble in the medium and used in this case in the form of dispersions of solid or liquid particles of polymer (latex or pseudolatex).
- the anionic fixing polymers generally used are polymers having groups derived from carboxylic, sulphonic or phosphoric acid and have a number-average molecular weight from about 500to 5,000,000.
- the carboxyl groups are supplied by unsaturated mono- or dicarboxylic acid monomers such as those corresponding to the formula:
- n is an integer from 0 to 10
- Ai denotes a methylene group, optionally joined to the carbon atom of the unsaturated group or to the adjacent methylene group when n is greater than 1 , via a heteroatom such as oxygen or sulphur
- R 7 denotes a hydrogen atom, a phenyl or benzyl group
- R 8 denotes a hydrogen atom, a lower alkyl group or carboxyl
- R 9 denotes a hydrogen atom, a lower alkyl group, a -CH 2 -COOH, phenyl or benzyl group.
- a lower alkyl group for example, denotes a Ci-C 4 alkyl, such as the methyl and ethyl groups.
- anionic fixing polymers with carboxyl groups according to the disclosure include but are not limited to:
- Non-limiting examples also include the copolymers of acrylic acid and of Ci-C 4 alkyl methacrylate and the terpolymers of vinyl pyrrolidone, acrylic acid and C1-C20 alkyl methacrylate, for example lauryl methacrylate, such as that marketed by the company ISP under the name ACRYLIDONE ® LM and the methacrylic acid/ethyl acrylate/tert-butyl acrylate terpolymers such as the product marketed under the name LUVIMER ® 100 P by the company BASF.
- copolymers comprising (i) at least one maleic, fumaric, itaconic acid and/or anhydrides and (ii) at least one monomer chosen from vinyl esters, vinyl ethers, vinyl halides, phenylvinylic derivatives, acrylic acid and its esters, anhydride functions of these copolymers being optionally monoesterified or monoamidated.
- Such polymers may be described, for example, in US Patent Nos. 2,047,398, 2,723,248, and 2,102,113, GB Patent No. 839 805.
- copolymers comprising (i) at least one maleic, citraconic, itaconic acid and/or anhydride unit and (ii) at least one monomer chosen from allyl and methallyl esters optionally with at least one acrylamide, methacrylamide, ⁇ -olefin groups, acrylic or methacrylic esters, acrylic or methacrylic acids or vinyl pyrrolidone in their chain, the anhydride functions of these copolymers being optionally monoestehfied or monoamidated.
- non-limiting examples include the branched anionic block polymer sold under the name FixateTM G-100 Polymer by the company Lubrizol.
- the anionic fixing polymers are for example, chosen from the copolymers of acrylic acid and of acrylic esters such as the acrylic acid/ethyl acrylate/N-tert-butylacrylamide terpolymers sold, for example, under the name ULTRAHOLD ® STRONG by the company BASF, copolymers derived from crotonic acid such as the vinyl acetate/vinyl tert-butylbenzoate/crotonic acid terpolymers such as MEXOMERE PW proposed by Chimex and the crotonic acid/vinyl acetate/vinyl neododecanoate terpolymers sold, for example, under the name Resin 28-29-30 by the company NATIONAL STARCH, the polymers derived from maleic, fumaric, itaconic acids or anhydrides with vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives, acrylic acid and its esters such
- anionic fixing polymers within the scope of the present disclosure, further non-limiting mention can be made of the monoesterified methylvinyl ether/maleic anhydride copolymers sold under the name GANTREZ ® ES 425 by the company ISP, the acrylic acid/ethyl acrylate/N-tert-butylacrylamide terpolymers sold under the name ULTRAHOLD ® STRONG by the company BASF, the copolymers of methacrylic acid and methyl methacrylate sold under the name EUDRAGIT ® L by the company ROHM PHARMA, the vinyl acetate/vinyl tert-butylbenzoate/crotonic acid terpolymers and the crotonic acid/vinyl acetate/vinyl neododecanoate terpolymers sold under the name Resin 28-29-30 by the company NATIONAL STARCH, the copolymers of methacrylic acid and e
- the cationic film-forming fixing polymers for use according to the present disclosure are, for example, chosen from polymers having primary, secondary, tertiary and/or quaternary amine groups forming part of the polymer chain or joined directly to the latter, and having a molecular weight ranging from 500 to about 5,000,000, such as from 1000 ⁇ 3,000,000.
- R 3 denotes a hydrogen atom or a CH 3 radical
- A is a linear or branched alkyl group having from 1 to 6 carbon atoms or a hydroxyalkyl group having from 1 to 4 carbon atoms;
- R 4 , R 5 , R 6 which may be identical or different, represent an alkyl group having from 1 to 18 carbon atoms or a benzyl radical;
- Ri and R 2 which may be identical or different, each represent a hydrogen atom or an alkyl group having from 1 to 6 carbon atoms; and X denotes a methosulphate anion or a halide such as chloride or bromide.
- the copolymers of family (1 ) additionally contain at least one unit derived from comonomers, which can be chosen from the family comprising the acrylamides, methacrylamides, diacetone-acrylamides, acrylamides and methacrylamides substituted on the nitrogen with lower alkyl groups (C1 -C4), groups derived from acrylic or methacrylic acids or their esters, vinyl lactams such as vinyl pyrrolidone or vinyl caprolactam, vinyl esters.
- comonomers which can be chosen from the family comprising the acrylamides, methacrylamides, diacetone-acrylamides, acrylamides and methacrylamides substituted on the nitrogen with lower alkyl groups (C1 -C4), groups derived from acrylic or methacrylic acids or their esters, vinyl lactams such as vinyl pyrrolidone or vinyl caprolactam, vinyl esters.
- copolymers of family (1 ) include: - the copolymers of acrylamide and dimethylaminoethyl methacrylate quaternized with dimethyl sulphate or with a dimethyl halide, such as that sold under the name HERCOFLOC ® by the company HERCULES,
- non-cellulosic cationic polysaccharides for example, with quaternary ammonium such as those described in U.S. Patent Nos. 3,589,578 and 4,031 ,307 such as the guar gums containing cationic trialkylammonium groups.
- quaternary ammonium such as those described in U.S. Patent Nos. 3,589,578 and 4,031 ,307
- Such products are marketed, for example, under the trade names JAGUAR C13 S, JAGUAR C 15, JAGUAR C 17 by the company MEYHALL.
- the chitosans or their salts are the acetate, lactate, glutamate, gluconate or pyrrolidone-carboxylate of chitosan.
- chitosan having a degree of deacetylation of 90.5 wt.% sold under the name KYTAN BRUT STANDARD by the company ABER TECHNOLOGIES
- the chitosan pyrrolidone- carboxylate marketed under the name KYTAMER ® PC by the company AMERCHOL.
- the cationic derivatives of cellulose such as the copolymers of cellulose or of cellulose derivatives grafted with a water-soluble monomer bearing a quaternary ammonium, and described, for example, in US Patent No.
- hydroxyalkyl celluloses such as the hydroxymethyl, hydroxyethyl or hydroxypropyl celluloses grafted notably with a methacryloyloxyethyl trimethylammonium salt, methacrylamidopropyl trimethylammonium salt, or dimethyl-diallylammonium salt.
- amphoteric fixing polymers that can be used according to the disclosure can be chosen from the polymers having units B and C randomly distributed in the polymer chain, where B denotes a unit derived from a monomer having at least one basic nitrogen atom and C denotes a unit derived from an acidic monomer having at least one carboxyl or sulphonic group, or else B and C can denote groups derived from zwitterionic monomers of carboxybetaines or sulphobetaines; [099] B and C can also denote a cationic polymer chain having primary, secondary, tertiary or quaternary amine groups, in which at least one of the amine groups bears a carboxyl or sulphonic group joined via a hydrocarbon group, or else B and C form part of a chain of a polymer with an ethylene- ⁇ , ⁇ -dicarboxyl unit in which one of the carboxyl groups has been reacted with a polyamine bearing at least one primary or secondary amine
- amphoteric fixing polymers corresponding to the definition given above are chosen from the following polymers:
- the copolymers with acidic vinyl units and with basic vinyl units such as those resulting from the copolymerization of a monomer derived from a vinylic compound bearing a carboxyl group such as acrylic acid, methacrylic acid, maleic acid, alpha-chloroacrylic acid, and of a basic monomer derived from a substituted vinylic compound containing at least one basic atom, such as dialkylaminoalkyl methacrylate and acrylate, dialkylamino- alkylmethacrylamide and acrylamide.
- Such compounds may be described in U. S Patent No. 3,836,537.
- the polymers having units derived from : a) at least one monomer chosen from the acrylamides and the methacrylamides substituted on the nitrogen atom with an alkyl group, b) at least one acidic comonomer containing at least one reactive carboxyl group, and c) at least one basic comonomer such as esters with primary, secondary, tertiary and quaternary amine substituents of acrylic and methacrylic acids, and the product of quaternization of dimethylaminoethyl methacrylate with dimethyl or diethyl sulphate.
- the N-substituted acrylamides or methacrylamides according to the invention include but are not limited to the compounds in which the alkyl groups have from 2 to 12 carbon atoms, such as N-ethylacrylamide, N-tert-butylacrylamide, N-tert- octylacrylamide, N-octylacrylamide, N-decylacrylamide, N-dodecylacrylamide as well as the corresponding methacrylamides.
- the acidic comonomers are chosen, for example, from acrylic, methacrylic, crotonic, itaconic, maleic, fumaric acids and the alkyl monoesters having from 1 to 4 carbon atoms of maleic and fumaric acids and anhydrides.
- the basic comonomers are aminoethyl, butylaminoethyl, N 1 N 1 - dimethylaminoethyl, and N-tert-butylaminoethyl methacrylates.
- the copolymers are used whose CTFA designation (4th Ed., 1991 ) is octylacrylamide/acrylates/butylaminoethyl-methacrylate copolymer, such as the products sold under the name AMPHOMER ® or LOVOCRYL ® 47 by the company NATIONAL STARCH.
- CTFA designation (4th Ed., 1991 ) is octylacrylamide/acrylates/butylaminoethyl-methacrylate copolymer, such as the products sold under the name AMPHOMER ® or LOVOCRYL ® 47 by the company NATIONAL STARCH.
- R-io represents a divalent group derived from a saturated dicarboxylic acid, from an aliphatic mono- or dicarboxylic acid with ethylenic double bond, from an ester of a lower alkanol having from 1 to 6 carbon atoms of these acids or from a group derived from the addition of any one of the acids with a bis-primary or bis-secondary amine
- Z denotes a group derived from a bis-primary, mono- or bis-secondary polyalkylene- polyamine and, for example, represents: a) in the proportions from 60 to 100 mol.%, the group
- the saturated carboxylic acids are, for example, chosen from the acids having from 6 to 10 carbon atoms such as adipic, trimethyl-2,2,4-adipic and trimethyl-2,4,4- adipic, terephthalic acids, and acids with an ethylenic double bond, for example, acrylic, methacrylic, and itaconic acids.
- the alkane-sultones used in the acylation are, for example, propane- or butane-sultone
- the salts of the acylating agents are, for example, the sodium or potassium salts.
- Rn denotes a polymerizable unsaturated group such as an acrylate, methacrylate, acrylamide or methacrylamide group
- y and z represent an integer from 1 to 3
- R-I2 and Ri 3 represent a hydrogen atom, a methyl, ethyl or propyl group
- Ri 4 and Ri 5 represent a hydrogen atom or an alkyl group in such a way that the sum of the carbon atoms in Ri 4 and R15 does not exceed 10.
- the polymers containing such units can also have units derived from non- zwitterionic monomers such as dimethyl- or diethylaminoethyl acrylate or methacrylate or alkyl acrylates or methacrylates, acrylamides or methacrylamides, or vinyl acetate.
- non- zwitterionic monomers such as dimethyl- or diethylaminoethyl acrylate or methacrylate or alkyl acrylates or methacrylates, acrylamides or methacrylamides, or vinyl acetate.
- Non-limiting examples include the methyl methacrylate/methyl dimethyl- carboxymethylammonio-ethylmethacrylate copolymers, such as the product sold under the name DIAFORMER Z301 by the company SANDOZ.
- unit (D) being present in proportions ranging from 0 to 30%
- unit (E) in proportions ranging from 5 to 50%
- unit (F) in proportions ranging fom 30 to 90%, it being understood that in this unit (F), Ri 6 represents a group of formula:
- R 20 represents a hydrogen atom, a CH 3 O, CH 3 CH 2 O, phenyl group
- R 2 i denotes a hydrogen atom or a lower alkyl group such as methyl, ethyl
- R 22 denotes a hydrogen atom or a Ci-C 6 lower alkyl group such as methyl, ethyl
- R 23 denotes a Ci-C 6 lower alkyl group such as methyl, ethyl or a group corresponding to the formula: -R 24 - N(R 22 ) 2 , R 24 representing a group -CH 2 -CH 2 -, -CH 2 -CH 2 -CH 2 -, -CH 2 -CH(CH 3 )-, R 22 having the meanings given above.
- D denotes a group and X denotes the symbol E or E', and E or E', which may be identical or different, denote a divalent group, which is a linear or branched alkylene group, with up to 7 carbon atoms in the main chain, unsubstituted or substituted with hydroxyl groups and which can additionally contain oxygen, nitrogen, or sulphur atoms, 1 to 3 aromatic and/or heterocyclic rings; the oxygen, nitrogen and sulphur atoms being present in the form of ether, thioether, sulphoxide, sulphone, sulphonium, alkylamine, alkenylamine groups; hydroxyl, benzylamine, amine oxide, quaternary ammonium, amide, imide, alcohol, ester and/or urethane groups.
- family (3) such as the copolymers whose CTFA designation is octylacrylamide/acrylates/butylamino-ethylmethacrylate copolymer, such as the products sold under the names AMPHOMER ® , AMPHOMER ® LV 71 or LOVOCRYL ® 47 by the company NATIONAL STARCH and those of family (4) such as the methyl methacrylate/methyl dimethyl-carboxymethylammonio-ethylmethacrylate copolymers sold for example under the name DIAFORMER Z301 by the company SANDOZ.
- family (3) such as the copolymers whose CTFA designation is octylacrylamide/acrylates/butylamino-ethylmethacrylate copolymer, such as the products sold under the names AMPHOMER ® , AMPHOMER ® LV 71 or LOVOCRYL ® 47 by the company NATIONAL STARCH and those of family (4) such as the methyl me
- non-ionic fixing polymers for use according to the present disclosure are chosen, for example, from: - the polyalkyloxazolines;
- the copolymers of vinyl acetate such as, for example, copolymers of vinyl acetate and acrylic ester, copolymers of vinyl acetate and ethylene, and copolymers of vinyl acetate and maleic ester, for example, dibutyl maleate
- - the homopolymers and copolymers of acrylic esters such as, for example, the copolymers of alkyl acrylates and of alkyl methacrylates such as the products offered by the company ROHM & HAAS under the names PRIMAL ® AC-261 K and EUDRAGIT ® NE 30 D, by the company BASF under the name 8845, by the company HOECHST under the name APPRETAN ® N9212
- - the copolymers of acrylonitrile and of a non-ionic monomer chosen for example from butadiene and alkyl (meth)acrylates non-limiting examples include the products offered under the name CJ 0601 B by the company ROHM & HAAS;
- the copolymers of styrene for example the copolymers of styrene and alkyl (meth)acrylate such as the products MOWILITH ® LDM 6911 , MOWILITH ® DM 611 and
- MOWILITH ® LDM 6070 offered by the company HOECHST, the products RHODOPAS ® SD 215 and RHODOPAS ® DS 910 offered by the company RHONE POULENC; the copolymers of styrene, of alkyl methacrylate and of alkyl acrylate; the copolymers of styrene and butadiene; and the copolymers of styrene, butadiene and vinylpyridine; - the polyamides;
- the homopolymers of vinyl lactam such as the homopolymers of vinyl pyrrolidone and such as the polyvinyl caprolactam marketed under the name Luviscol ® PLUS by the company BASF
- the copolymers of vinyl lactam such as a polyvinyl pyrrolidone/vinyl lactam) copolymer sold under the trade name Luvitec ® VPC 55K65W by the company BASF, the polyvinyl pyrrolidone/vinyl acetate) copolymers such as those marketed under the name PVPVA ® S630L by the company ISP, Luviscol ® VA 73, VA 64, VA 55, VA 37 and VA 28 by the company BASF; and the polyvinyl pyrrolidone/vinyl acetate/vinyl propionate) terpolymers, for example that marketed under the name Luviscol ® VAP 343 by the company BASF.
- alkyl groups of the non-ionic polymers mentioned above for example, have from 1 to 6 carbon atoms.
- non-limiting fixing polymers include the grafted silicone type, comprising a polysiloxane part and a part constituted of a non-silicone organic chain, one of the two parts constituting the main chain of the polymer and the other being grafted onto the main chain.
- These polymers may be for example as described in European Patent Application Nos. EP 0 412 704 A, EPO 412 707 A, EP 0 640 105 A and EP 0 582 152 A, PCT Application Publication Nos. WO 95/00578 and WO 93/23009, and the U.S. Patent Nos. US 4,693,935, US 4,728,571 and US 4,972,037.
- polymers can be amphoteric, anionic or non-ionic, and they are, in some embodiments, anionic or non-ionic.
- Such polymers are, for example, the copolymers that are obtainable by radical polymerization starting from a mixture of monomers comprising: a) from 50 to 90 wt.% of tert-butyl acrylate, b) from 0 to 40 wt.% of acrylic acid, c) from 5 to 40 wt.% of a silicone macromer of formula
- CH 2 C- C— O— (CH 2 ) 3 -Si — O- -Si -O' -Si — (CH 2 ) 3 — CH 3 I CH 3 CH 3 CH 3 CH 3
- v is a number from 5 to 700, the percentages by weight being calculated relative to the total weight of the monomers.
- grafted silicone polymers are, for example, polydimethylsiloxanes (PDMS) onto which mixed polymer units of the poly(meth)acrylic acid type and of the poly(alkyl (meth)acrylate) type are grafted via a joining group of the thiopropylene type, and polydimethylsiloxanes (PDMS) onto which polymer units of the poly(isobutyl (meth)acrylate) type are grafted via a joining group of the thiopropylene type.
- PDMS polydimethylsiloxanes
- PDMS polydimethylsiloxanes
- Polyurethanes different from the film-forming elasomeric, anionic polyurethane (A), functionalized or unfunctionalized, siliconized or unsiliconized, cationic, non-ionic, anionic or amphoteric, or mixtures thereof, can also be used as fixing polymers.
- the polyurethanes to which the present disclosure relates may be those described in European Patent Application Nos. EP 0 751 162, EP 0 637 600, EP 0 648 485 and French Patent Application No. FR 2 743 297 of which the applicant is the proprietor, as well as in European Patent Application No EP 0 656 021 and PCT Application Publication No. WO 94/03510 of the company BASF, and European Patent Application No. EP 0 619 111 of the company National Starch.
- polyurethanes that can be used in the present disclosure, non-limiting mention can be made of the products marketed under the names LUVISET PUR ® and LUVISET ® Si PUR by the company BASF.
- the individual concentration of additional fixing polymer(s) used in the compositions according to the present disclosure is from 0.1 to 20%, such as from 0.5 to 10 wt.% relative to the total weight of the composition.
- the cosmetically acceptable medium for example, comprises water and/or at least one organic solvent, for example, chosen from the C-2-C 4 alcohols, such as ethanol, the polyols and ethers of polyols such as propylene glycols, polyethylene glycols, glycerol, acetone, propylene carbonate and benzyl alcohol.
- organic solvent for example, chosen from the C-2-C 4 alcohols, such as ethanol, the polyols and ethers of polyols such as propylene glycols, polyethylene glycols, glycerol, acetone, propylene carbonate and benzyl alcohol.
- compositions according to the disclosure can also contain other cosmetically acceptable additives, for example non ionic, cationic, anionic or amphoteric thickeners, penetrating agents, perfumes, colorants, plasticizers, buffers, ceramides, pseudoceramides, vitamins or provitamins such as panthenol, opacifiers, reducing agents, emulsifiers, preservatives, mineral fillers, nacres, glitters, sunscreens, proteins, moisterizing agents, emollients, softening agents, antifoaming agents, antiperspirants, anti-free-radical agents, bactericides, chelating agents, anti-dandruff agents, antioxidants, alkalizing agents, acidifying agents, and any other additive conventionally used in cosmetic compositions intended to be applied on the hair.
- additives for example non ionic, cationic, anionic or amphoteric thickeners, penetrating agents, perfumes, colorants, plasticizers, buffers, ceramide
- the pH of the formulas associated with the disclosure is from 1 to 13, such as from 3 to 11 , and further such as from 5 to 9.
- composition according to the disclosure is, for example, used in non- rinse application on the hair.
- a method of shaping of the hair comprising the application of a cosmetic composition according to the disclosure.
- a method of styling comprising the application of a composition according to the disclosure on the hair, optional rinsing off the hair, then shaping and drying of the hair.
- a propellant may be present in an amount ranging from 5 to 90 wt.% relative to the total weight of the composition in an aerosol device, and, for example, in an amount ranging from 10 to 60%.
- the propellant can be any liquefiable gas generally used in aerosol devices. The choice is made, for example, of dimethyl ether, 03.5 alkanes, chlorinated and/or fluorinated hydrocarbons, such as 1 ,1-difluoroethane, and their mixtures, such as, for example, mixtures of dimethyl ether and of 03.5 alkanes and mixtures of 1,1-difluoroethane and of dimethyl ether and/or of 03.5 alkanes.
- Non-limiting use may also be made, as propellant, of carbon dioxide gas, nitrous oxide, nitrogen or compressed air or their mixtures.
- the propellant gas used is dimethyl ether or C 3-5 alkanes and such as propane, n-butane and isobutane and their mixtures.
- the liquid phase/propellant ratio by weight for the pressurized hair compositions of the present disclosure ranges, for example, from 50 to 0.05, such as from 50 to 1.
- the aerosol device used to package the compositions of the disclosure can be a two-compartment aerosol device composed of an external aerosol can comprising an internal bag hermetically welded to a valve.
- the composition is introduced into the internal bag and a compressed gas is introduced between the bag and the can at a pressure sufficient to bring about the departure of the product in the form of a spray through the orifice of a nozzle.
- a compressed gas is, for example, used under a pressure of from 1 to 12 bar, such as of from 9 to 11 bar.
- compositions introduced into the aerosol device can, for example, be provided in the form of lotions, dispersions or emulsions which, after dispensing from the aerosol device, form foams to be applied to keratinous substances.
- the hair treatment composition according to the disclosure can additionally comprise at least one cationic, nonionic, anionic or amphoteric surface-active agent.
- the film-forming elastomeric, anionic polyurethanes (A) used in the examples were defined below on the basis of their chemical composition and mechanical properties.
- the compositions of the film-forming elastomeric, anionic polyurethanes (A) were expressed in dry matter.
- the ethylene oxide side chains had a molecular weight of 1200 g/mol and they represented more than 12 wt.% of the polyurethane (A).
- IPDI lsophorone Diisocyanate
- HNA Hexane Neopentyl adipate polyester polyol
- DMPA Dimethylolpropionic acid
- TMP Trimethylolpropane
- EDA Ethylenediamine
- TEA Triethylamine
- PDMS Polydimethylsiloxane polyoi MPEG: Methoxy Polyethylene Glycol NaOH: Sodium hydroxide EtOH: Ethanol
- compositions according to the disclosure containing a film- forming elastomehc anionic polyurethane (A)
- the product flowed well in the hands and easely applied on the hair, so as to obtain a uniform distribution on hair.
- the hair fixing was elastic and flexible.
- the polymer film formed was non- brittle.
- the polymers were all in the form of a dispersion in water or in an aqueous/alcohol medium.
- the film-forming anionic polyurethane elastomers (A) employed in the examples were defined below by their chemical composition and their mechanical properties.
- the compositions of the film-forming anionic polyurethane elastomers (A) were expressed on a dry basis.
- IPDI lsophorone diisocyanate
- EDA Ethylenediamine
- TEA Triethylamine
- PDMS Polydimethylsiloxane polyol
- MPEG Methoxy polyethylene glycol NaOH : Sodium hydroxide
- EtOH Ethanol
- Lacquers and aerosol foams were prepared below. 1. Lacquer compositions for shaping the hair
- the aerosol device used comprised a Coster valve
- the ternary propellant gas mixture used was a mixture of isobutane/butane/propane (56/24/20) sold under the name of "Aerogaz 3.2 N" by EIf Aquitane.
- the hair was allowed to dry in the open air or else, for example, with a hood dryer or hair dryer, or flat-nose tongs, optionally with application of a mechanical action, for example using a brush (blow drying).
- the foam dispensed by the aerosol was opaque, white, creamy and sufficiently expanded.
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Abstract
L'invention se rapporte à une composition cosmétique comprenant, dans un milieu cosmétiquement acceptable, au moins un polyuréthanne anionique élastomère filmogène. Cette invention concerne en outre un procédé de coiffage des cheveux, consistant notamment à appliquer cette composition sur les cheveux.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP10720419A EP2432448A2 (fr) | 2009-05-22 | 2010-05-20 | Composition cosmétique comprenant au moins un polyuréthanne élastomère |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12/470,819 US20100297036A1 (en) | 2009-05-22 | 2009-05-22 | Pressurized cosmetic composition comprising at least one anionic polyurethane elastomer and at least one propellant |
US12/470,834 | 2009-05-22 | ||
US12/470,834 US20100297052A1 (en) | 2009-05-22 | 2009-05-22 | Cosmetic composition comprising at least one elastomeric polyurethane |
US12/470,819 | 2009-05-22 |
Publications (2)
Publication Number | Publication Date |
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WO2010133660A2 true WO2010133660A2 (fr) | 2010-11-25 |
WO2010133660A3 WO2010133660A3 (fr) | 2011-03-10 |
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PCT/EP2010/056945 WO2010133660A2 (fr) | 2009-05-22 | 2010-05-20 | Composition cosmétique comprenant au moins un polyuréthanne élastomère |
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EP (1) | EP2432448A2 (fr) |
WO (1) | WO2010133660A2 (fr) |
Cited By (6)
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FR2968542A1 (fr) * | 2010-12-14 | 2012-06-15 | Oreal | Dispositif aerosol a deux compartiments comprenant une composition de coiffage, alcoolique ou hydroalcoolique, et procede de coiffage |
FR2968541A1 (fr) * | 2010-12-14 | 2012-06-15 | Oreal | Dispositif aerosol a deux compartiments comprenant une composition de coiffage, alcoolique ou hydroalcoolique, et procede de coiffage |
FR2968543A1 (fr) * | 2010-12-14 | 2012-06-15 | Oreal | Dispositif aerosol a deux compartiments comprenant une composition de coiffage, alcoolique ou hydroalcoolique, et procede de coiffage |
WO2012080661A3 (fr) * | 2010-12-14 | 2013-11-14 | L'oreal | Dispositif aerosol a deux compartiments comprenant une composition de coiffage, alcoolique ou hydroalcoolique, et procede de coiffage |
CN107126378A (zh) * | 2016-02-29 | 2017-09-05 | 科思创聚合物(中国)有限公司 | 表面活性剂组合物及由其制成的清洁剂 |
EP3530322A1 (fr) * | 2018-02-27 | 2019-08-28 | Covestro Deutschland AG | Composition cosmétique permettant d'améliorer la permanence d'une coiffure |
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FR2968542A1 (fr) * | 2010-12-14 | 2012-06-15 | Oreal | Dispositif aerosol a deux compartiments comprenant une composition de coiffage, alcoolique ou hydroalcoolique, et procede de coiffage |
FR2968541A1 (fr) * | 2010-12-14 | 2012-06-15 | Oreal | Dispositif aerosol a deux compartiments comprenant une composition de coiffage, alcoolique ou hydroalcoolique, et procede de coiffage |
FR2968543A1 (fr) * | 2010-12-14 | 2012-06-15 | Oreal | Dispositif aerosol a deux compartiments comprenant une composition de coiffage, alcoolique ou hydroalcoolique, et procede de coiffage |
WO2012080661A3 (fr) * | 2010-12-14 | 2013-11-14 | L'oreal | Dispositif aerosol a deux compartiments comprenant une composition de coiffage, alcoolique ou hydroalcoolique, et procede de coiffage |
EP2651372B1 (fr) * | 2010-12-14 | 2020-10-14 | L'Oréal | Dispositif aerosol a deux compartiments comprenant une composition de coiffage, alcoolique ou hydroalcoolique, et procede de coiffage |
CN107126378A (zh) * | 2016-02-29 | 2017-09-05 | 科思创聚合物(中国)有限公司 | 表面活性剂组合物及由其制成的清洁剂 |
CN107126378B (zh) * | 2016-02-29 | 2022-05-24 | 科思创德国股份有限公司 | 表面活性剂组合物及由其制成的清洁剂 |
EP3530322A1 (fr) * | 2018-02-27 | 2019-08-28 | Covestro Deutschland AG | Composition cosmétique permettant d'améliorer la permanence d'une coiffure |
WO2019166364A1 (fr) * | 2018-02-27 | 2019-09-06 | Covestro Deutschland Ag | Composition cosmétique pour améliorer la tenue d'une coiffure |
Also Published As
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WO2010133660A3 (fr) | 2011-03-10 |
EP2432448A2 (fr) | 2012-03-28 |
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