WO2001041721A1 - Compositions cosmetiques contenant une silicone quaternisee et une silicone non aminee et leurs utilisations - Google Patents
Compositions cosmetiques contenant une silicone quaternisee et une silicone non aminee et leurs utilisations Download PDFInfo
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- WO2001041721A1 WO2001041721A1 PCT/FR2000/003147 FR0003147W WO0141721A1 WO 2001041721 A1 WO2001041721 A1 WO 2001041721A1 FR 0003147 W FR0003147 W FR 0003147W WO 0141721 A1 WO0141721 A1 WO 0141721A1
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- 0 CCC(C)(*)C(N*N(*)*)=O Chemical compound CCC(C)(*)C(N*N(*)*)=O 0.000 description 2
Classifications
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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
- A61Q5/12—Preparations containing hair conditioners
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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
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
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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
- A61K8/89—Polysiloxanes
- A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
- A61K8/898—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- 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
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/594—Mixtures of polymers
Definitions
- the present invention relates to new cosmetic compositions comprising in a cosmetically acceptable medium at least one non-amino silicone and at least one quaternary polyammonium silicone of type (AB) n, A being a polysiloxane block and B being a block comprising at least two ammonium groups. quaternary.
- compositions for washing or caring for keratin materials such as the hair
- conditioning agents in particular cationic polymers or silicones
- the cosmetic advantages mentioned above are unfortunately also accompanied, on dry hair, by certain cosmetic effects deemed undesirable, namely a weighing down of the hairstyle (lack of lightness of the hair), a lack of straightening (non-homogeneous hair of root to tip).
- compositions are not yet entirely satisfactory with regard to the smoothing and softness imparted to the hair.
- the hair is weighed down after repeated applications.
- compositions for the treatment of hair containing a silicone of type (AB) n A being a polysiloxane block and B being a block comprising at least two quaternary ammonium groups.
- AB silicone of type
- compositions comprising at least one silicone comprising at least two quaternary ammonium groups and one non-amino silicone, makes it possible to limit, even eliminate , the lack of shine, smoothness and softness of the hair, while retaining the other advantageous cosmetic properties which are attached to the compositions containing a silicone.
- the compositions of the invention applied to the skin in particular in the form of a foaming bath or shower gel, provide an improvement in the softness of the skin.
- new cosmetic compositions comprising, in a cosmetically acceptable medium, at least one quaternary polyammonium silicone of type (AB) n, A being a polysiloxane block and B being a block comprising at least two quaternary ammonium groups and at least one non-amino silicone.
- AB quaternary polyammonium silicone of type
- Another subject of the invention relates to the use of a quaternary polyammonium silicone of type (AB) n, A being a polysiloxane block and B being a block comprising at least two quaternary ammonium groups in, or for the manufacture of a cosmetic composition comprising a non-amino silicone.
- Another subject of the invention relates to the use of a composition comprising a quaternary polyammonium silicone of type (AB) n, A being a polysiloxane block and B being a block comprising at least two quaternary ammonium groups and a non-amino silicone for conditioning keratin materials.
- the quaternary polyammonium silicones of type (AB) n A being a polysiloxane block and B being a block comprising at least two quaternary ammonium groups can consist of repeating units of the following general formula:
- R1, R2, R3, R4, identical or different represent a C1-C4 alkyl radical, preferably methyl.
- X and X ' represent a divalent organic group which is linked to the adjacent silicon atom by a carbon-silicon bond and to a nitrogen atom, and which comprises at least 4 carbon atoms and a group hydroxyl;
- X and X ' are preferably a C 4 -C 12 hydrocarbon radical optionally comprising one or more heteroatoms such as oxygen.
- X or X 'do not contain a hererocycle; (By heterocycle, it is understood any cyclic grouping comprising in the ring at least one heteroatom, a heteroatom being an atom different from hydrogen or carbon);
- X and X ′ denote a linear or branched butylene radical, linear or branched hexylene, -CH 2 CH 2 CH 2 OCH (OH) CH 2 -, -CH 2 CH 2 CH 2 O CH 2 CH (OH) CH 2 -, -CH 2 CH 2 CH 2 O CH 2 CH (CH 2 OH) -,
- X and X ′ which are identical or different, are chosen from: -CH 2 CH 2 CH 2 O CH 2 CH (OH) CH 2 -, -CH 2 CH (OH) CH 2 OCH 2 CH 2 CH 2 - - Y represents a divalent organic group comprising at least two carbon atoms, Y is preferably a C 2 -C 12 hydrocarbon radical optionally comprising one or more heteroatoms such as oxygen.
- Y denotes an ethylene radical, linear or branched propylene, linear or branched butylene, linear or branched hexylene or -CH 2 CH 2 CH 2 OCH (OH) CH 2 -, -CH 2 CH 2 OCH 2 CH 2 - - CH 2 OCH 2 -,
- Y is chosen from -CH 2 CH 2 OCH 2 CH 2 -, - (CH 2 ) 6 - and - (CH 2 ) 3 -.
- A- denotes an organic or inorganic anion, such as for example bromide, chloride, acetate, borate, citrate, tartrate, bisulfate, bisulfite, methosulfate, sulfate, phosphate.
- n defines the number of dimethylsiloxane units and is generally a number between 5 and 200 and preferably between 10 and 100 and even more particularly between 15 and 50.
- m defines the number of blocks AB and is greater than or equal to 1 and preferably between 1 and 10.
- the weight average molecular weight of the silicone is preferably between 2000 and 1000000 and even more particularly between 3500 and 200000.
- the quaternary polyammonium silicone is preferably used in an amount of between 0.01 and 20% by weight of the total weight of the composition. More preferably, this amount is between 0.1 and 15% by weight and even more particularly between 0.5 and 10% by weight.
- the expression “non-amino silicone” designates any silicone which does not contain at least one primary, secondary, tertiary amine or a quaternary ammonium group.
- the silicones which can be used in accordance with the invention are in particular polyorganosiloxanes which are insoluble in the composition and can be in the form of oils, waxes, resins or gums.
- Organopolysiloxanes are defined in more detail in Walter NOLL's book “Chemistry and Technology of Silicones” (1968) Académie Press. They can be volatile or non-volatile.
- the silicones are more particularly chosen from those having a boiling point of between 60 ° C. and 260 ° C., and more particularly still from:
- cyclic silicones containing from 3 to 7 silicon atoms and preferably 4 to 5.
- This is, for example, octamethylcyclotetrasiloxane marketed in particular under the name of "VOLATILE SILICONE 7207" by UNION CARBIDE or "SILBIONE 70045 V 2 "by RHONE POULENC, the decamethylcyclopentasiloxane marketed under the name of” VOLATILE SILICONE 7158 "by UNION CARBIDE,” SILBIONE 70045 V 5 "by RHONE POULENC, as well as their mixtures.
- Non-volatile silicones and more particularly polyalkylsiloxanes, polyarylsiloxanes, polyalkylarylsiloxanes, gums and silicone resins, polyorganosiloxanes modified with organofunctional groups and their mixtures.
- silicones are more particularly chosen from polyalkylsiloxanes among which mention may mainly be made of polydimethylsiloxanes with trimethylsilyl end groups having a viscosity of 5.10 "6 to 2.5 m 2 / s at 25 ° C and preferably 1.10 " 5 to 1 m 2 / s.
- the viscosity of the silicones is for example measured at 25 ° C. according to standard ASTM 445 Appendix C.
- oils of the MIRASIL series sold by the company RHODIA CHIMIE such as for example the oil MIRASIL DM 500,000;
- oils of the 200 series from the company Dow Corning such as more particularly DC200 with a viscosity of 60,000 cSt;
- polydimethylsiloxanes having dimethylsilanol end groups such as oils of the 48 series from the company RHONE POULENC.
- CTFA dimethylsilanol end groups
- oils of the 48 series from the company RHONE POULENC.
- the polyalkylarylsiloxanes are particularly chosen from polydimethyl methylphenylsiloxanes, linear and / or branched polydimethyl diphenylsiloxanes with a viscosity of 1.10 '5 to 5.10 ' 2 m 2 / s at 25 ° C.
- oils of the 70 641 series from RHONE POULENC oils of the RHODORSIL 70 633 and 763 series from RHONE POULENC; DOW CORNING 556 COSMETIC GRAD FLUID oil from DOW CORNING; .
- the silicones of the PK series from Bayer such as the product PK20; the silicones of the PN and PH series from Bayer, such as the products PN1000 and PH1000; certain oils of the SF series from GENERAL ELECTRIC such as SF 1023, SF 1154, SF 1250, SF 1265.
- the silicone gums which can be used in accordance with the invention are in particular polydiorganosiloxanes having high number average molecular weights of between 200,000 and 1,000,000 used alone or as a mixture in a solvent.
- This solvent can be chosen from volatile silicones, polydimethylsiloxane oils (PDMS), polyphenylmethylsiloxane oils (PPMS), isoparaffins, poiyisobutylenes, methylene chloride, pentane, dodecane, tridecanes or their mixtures.
- mixtures formed from a polydimethylsiloxane gum with a cyclic silicone such as the product SF 1214 Silicone Fluid from the company GENERAL ELECTRIC, this product is a gum SF 30 corresponding to a dimethicone, having a number average molecular weight of 500,000 solubilized in SF 1202 Silicone Fluid oil corresponding to decamethylcyclopentasiloxane;
- mixtures of two PDMS of different viscosities, and more particularly of a PDMS gum and a PDMS oil such as the product SF 1236 from the company GENERAL ELECTRIC.
- the product SF 1236 is the mixture of an SE 30 gum defined above having a viscosity of 20 m 2 / s and an SF 96 oil with a viscosity of 5.10 "6 nf7s. This product preferably comprises 15% of gum SE 30 and 85% of an oil SF 96.
- organopolysiloxane resins which can be used in accordance with the invention are crosslinked siloxane systems containing the units:
- R denotes a lower C 1 -C 4 alkyl radical, more particularly methyl, or a phenyl radical.
- These resins include the product sold under the name “DOW CORNING 593” or those sold under the names “SILICONE FLUID SS 4230 and SS 4267” by the company GENERAL ELECTRIC and which are silicones of dimethyl / trimethyl siloxane structure.
- organo modified silicones which can be used in accordance with the invention are silicones as defined above and comprising in their structure one or more organofunctional groups attached via a hydrocarbon radical.
- organomodified silicones mention may be made of polyorganosiloxanes comprising:
- C 6 -C 24 alkyl groups such as the products called dimethicone copolyol sold by the company Dow Corning under the name DC 1248 or the oils SILWET L 722, L 7500, L 77, L 711 from the company UNION CARBIDE and the alkyl (C 12 ) methicone copolyol sold by the company DOW CORNING under the name Q2 5200;
- silicones comprising a polysiloxane portion and a portion consisting of a non-silicone organic chain, one of the two portions constituting the main chain of the polymer the other being grafted onto said main chain.
- These polymers are for example described in patent applications EP-A-412 704, EP-A-412 707, EP-A-640 105 and WO 95/00578, EP-A-582 152 and WO 93/23009 and the US patents 4,693,935, US 4,728,571 and US 4,972,037.
- These polymers are preferably anionic or nonionic.
- Such polymers are, for example, the copolymers capable of being obtained by radical polymerization from the mixture of monomers consisting of: a) 50 to 90% by weight of tert-butyl acrylate; b) 0 to 40% by weight of acrylic acid; c) 5 to 40% by weight of silicone macromer of formula:
- CH 2 C - C - O - (CH, - S i - - S i - - S i (CH,).; CK,
- grafted silicone polymers are in particular polydimethylsiloxanes (PDMS) onto which are grafted, via a thiopropylene-type connecting link, mixed polymer units of the poly (meth) acrylic acid type and of the poly type. alkyl (meth) acrylate and polydimethylsiloxanes (PDMS) onto which are grafted, via a thiopropylene-type connecting link, polymeric units of the isobutyl poly (meth) acrylate type.
- PDMS polydimethylsiloxanes
- silicones can also be used in the form of emulsions, nanoemulsions or micremulsions.
- the particularly preferred polyorganosiloxanes in accordance with the invention are:
- non-volatile silicones chosen from the family of polyalkylsiloxanes with trimethylsilyl end groups such as oils having a viscosity of between 0.2 and 2.5 m / s at 25 ° C such as the oils of the DC200 series from DOW CORNING in in particular that of viscosity 60,000 cSt, of the MIRASIL DM series and more particularly the MIRASIL DM 500,000 oil sold by the company RHODIA CHIMIE or the silicone oil AK 300,000 from the company WACKER, the polyalkylsiloxanes with groups dimethylsilanol terminals such as dimethiconol or polyalkylarylsiloxanes such as MIRASIL DPDM oil sold by the company RHODIA CHIMIE;
- the non-amino silicone (s) can represent from 0.001% to 20% by weight, preferably from 0.01% to 10% by weight and more particularly from 0.1 to 3% by weight relative to the weight total of the final composition.
- compositions according to the invention also comprise at least one cationic polymer.
- the cationic polymers which can be used in accordance with the present invention can be chosen from all those already known per se as improving the cosmetic properties of hair treated with detergent compositions, namely in particular those described in patent application EP-A-0 337 354 and in French patent applications FR-A- 2 270 846, 2 383 660, 2 598 611, 2 470 596 and 2 519 863.
- the preferred cationic polymers are chosen from those which contain units comprising primary, secondary, tertiary and / or quaternary amine groups which can either be part of the main polymer chain, or be carried by a lateral substituent directly connected thereto.
- the cationic polymers used generally have a number-average molecular mass of between 500 and 5.10 6 approximately, and preferably between 0 3 and 3.10 6 approximately.
- cationic polymers mention may more particularly be made of polymers of the polyamine, polyaminoamide and quaternary polyammonium type. These are known products.
- Polymers of the polyamine, polyamidoamide, quaternary polyammonium type, which can be used in accordance with the present invention, which can be mentioned in particular, are those described in French patents No. 2,505,348 or 2,542,997. Among these polymers, there may be mentioned:
- R3 identical or different, denote a hydrogen atom or a CH3 radical
- A identical or different, represent an alkyl group, linear or branched, from 1 to 6 carbon atoms, preferably 2 or 3 carbon atoms or a hydroxyalkyl group from 1 to 4 carbon atoms;
- R4, R5, R5, identical or different, represent an alkyl group having from 1 to 18 carbon atoms or a benzyl radical and preferably an alkyl group having from 1 to 6 carbon atoms;
- R-1 and R2, identical or different, represent hydrogen or an alkyl group having from 1 to 6 carbon atoms and preferably methyl or ethyl,
- X denotes an anion derived from a mineral or organic acid such as a methosulfate anion or a halide such as chloride or bromide
- the copolymers of family (1) may also contain one or more units deriving from comonomers which can be chosen from the family of acrylamides, methacrylamides, diacetones, acrylamides, acrylamides and methacrylamides substituted on nitrogen by lower alkyls (C1-C4) , acrylic or methacrylic acids or their esters, vinyllactams such as vinyipyrrolidone or vinylcaprolactam, vinyl esters
- Cationic cellulose derivatives such as cellulose copolymers or cellulose derivatives grafted with a water-soluble quaternary ammonium monomer, and described in particular in US Pat. No. 4,131,576, such as hydroxyalkyl celluloses, such as hydroxymethyl- , hydroxyethyl- or hydroxypropyl celluloses grafted in particular with a salt of methacryloylethyl trimethylammonium, of methacrylmidopropyl trimethylammonium, of dimethyl-diallylammonium.
- cationic poysaccharides described more particularly in US patents 3,589,578 and 4,031,307 such as guar gums containing cationic trialkylammonium groups.
- Guar gums modified with a salt (eg chloride) of 2,3-epoxypropyl trimethylammonium are used, for example.
- Such products are marketed in particular under the trade names of JAGUAR C13 S, JAGUAR C 15, JAGUAR C 17 or JAGUAR C162 by the company MEYHALL.
- polymers consisting of piperazinyl units and divalent alkylene or hydroxyalkylene radicals with straight or branched chains, optionally interrupted by oxygen, sulfur, nitrogen atoms or by aromatic or heterocyclic rings, as well as the products of oxidation and / or quaternization of these polymers.
- Such polymers are described in particular in French patents 2,162,025 and 2,280,361; (6) water-soluble polyaminoamides prepared in particular by polycondensation of an acidic compound with a polyamine; these polyaminoamides can be crosslinked with an epihalohydrin, a diepoxide, a dianhydride, an unsaturated dianhydride, a bis-unsaturated derivative, a bis-halohydrin, a bis-azetidinium, a bis-haloacyldiamine, a bis-halide of alkyl or also with an oligomer resulting from the reaction of a bifunctional compound reactive with a bis-halohydrin, a bis-azetidinium, a bis-haloacyldiamine, an alkyl bis-halide, d 'an epilhalohydrin, a diepoxide or a bis-unsaturated derivative; the crosslinking agent being used in proportions ranging from 0.0
- polyaminoamide derivatives resulting from the condensation of polyalkylene polyamines with polycarboxylic acids followed by alkylation by bifunctional agents Mention may be made, for example, of the adipic acid-diacoylaminohydroxyalkoyldialoylene thami ⁇ e polymers in which the alkyl radical contains from 1 to 4 carbon atoms and preferably denotes methyl, ethyl, propyl. Such polymers are described in particular in French patent 1,583,363.
- adipic acid / dimethylaminohydroxypropyl / diethylene triamine polymers sold under the name "Cartaretine F, F4 or F8" by the company Sandoz.
- the molar ratio between the polyalkylene polylamine and the dicarboxylic acid being between 0.8: 1 and 1.4: 1; the resulting polyaminoamide being reacted with epichlorohydrin in a molar ratio of epichlorohydrin relative to the secondary amine group of the polyaminoamide of between 0.5: 1 and 1.8: 1.
- Such polymers are described in particular in the patents American 3,227,615 and 2,961,347.
- Polymers of this type are in particular sold under the name "Hercosett 57” by the company Hercules Inc. or else under the name of "PD 170” or “Delsette 101” by the company Hercules in the case of the adipic acid copolymer / epoxypropyl / diethylenetriamine.
- 2 denotes a hydrogen atom or a methyl radical
- RJ Q and R ⁇ independently of each other, denote an alkyl group having from 1 to 22 carbon atoms, a hydroxyalkyl group in which the alkyl group preferably has 1 to 5 carbon atoms, a lower amidoalkyl group (C1-C4) or R ⁇ and R-
- Y is an anion such as bromide, chloride, acetate, borate, citrate, tartrate, bisulfate, bisulfite, sulfate, phosphate.
- R-I0 i and R j independently from each other, preferably denote an alkyl group having 1 to 4 carbon atoms.
- g identical or different, represent aliphatic, alicyclic or arylaliphatic radicals containing from 1 to 20 carbon atoms or lower hydroxyalkylaliphatic radicals, or else R-13, R14, R-15 and R-15, together or separately, constitute with the nitrogen atoms to which they are attached heterocycles possibly containing a second heteroatom other than nitrogen or else R-13, R-14, R-15 and R-
- 6 represent an alkyl radical in C1-C6 linear or branched substituted by a nitrile, ester, acyl, amide or -CO-OR-17-D or -CO- NH-R-17-D group where R17 is an alkylene and D a quaternary ammonium group;
- A1 and B1 represent polymethylenic groups containing from 2 to 20 carbon atoms which may be linear or branched, saturated or unsaturated, and which may contain, linked to or intercalated in the main chain, one or more aromatic rings, or one or more atoms of oxygen, sulfur or sulfoxide, sulfone, disulfide, amino, alkylamino, hydroxyl, quaternary ammonium, ureido, amide or ester groups, and X " denotes an anion derived from a mineral or organic acid;
- A1, R13 and R15 can form with the two nitrogen atoms to which they are attached a piperazine ring; in addition if A1 denotes a linear or branched, saturated or unsaturated alkylene or hydroxyalkylene radical, B1 can also denote a group (CH2) n-CO-D-OC- (CH2) n-
- D denotes: a) a glycol residue of formula: -OZO-, where Z denotes a linear or branched hydrocarbon radical or a group corresponding to one of the following formulas: - (CH2-CH2-O) x-CH2 -CH2- - [CH2-CH (CH3) -O] y-CH2-CH (CH3) - where x and y denote an integer from 1 to 4, representing a defined and unique degree of polymerization or any number from 1 to 4 representing an average degree of polymerization; b) a bis-secondary diamine residue such as a piperazine derivative; c) a bis-primary diamine residue of formula: -NH-Y-NH-, where Y denotes a linear or branched hydrocarbon radical, or else the bivalent radical
- X " is an anion such as chloride or bromide.
- These polymers have a number average molecular weight generally between 1000 and 100,000.
- R- ⁇ , R2, R3 and R4_ which are identical or different, denote an alkyl or hydroxyalkyl radical having from 1 to 4 carbon atoms approximately, n and p are whole numbers varying from 2 to 20 approximately and, X " is a anion derived from a mineral or organic acid.
- a particularly preferred compound of formula (a) is that for which R-
- CTF CIE nomenclature
- A denotes a radical of a dihalide or preferably represents -CH2-CH 2 -O-CH 2 -CH 2 -.
- Quaternary polymers of vinyipyrrolidone and vinylimidazole such as for example the products sold under the names Luviquat® FC 905, FC 550 and FC 370 by the company B.A.S.F.
- Crosslinked polymers of methacryloyloxyalkyl (C- ⁇ -C4) trialkyl (C ⁇ - C4) ammonium salts such as the polymers obtained by homopolymerization of dimethylaminoethylmethacrylate quaternized with methyl chloride, or by copolymerization of acrylamide with dimethylaminoethylmethacrylate quaternized with methyl chloride, homo or copolymerization being followed by crosslinking with an olefinically unsaturated compound, in particular methylene bis acrylamide.
- a crosslinked acrylamide / methaeryloyloxyethyltrimethylammonium chloride copolymer (20/80 by weight) may more particularly be used in the form of a dispersion containing 50% by weight of said copolymer in mineral oil.
- This dispersion is marketed under the name of "SALCARE® SC 92" by the company ALLIED COLLOIDS.
- These dispersions are marketed under the names of “SALCARE® SC 95” and “SALCARE® SC 96” by the company ALLIED COLLOIDS.
- cationic polymers which can be used in the context of the invention are cationic proteins or cationic protein hydrolysates, polyalkyleneimines, in particular polyethyleneimines, polymers containing vinylpyridine or vinylpyridinium units, condensates of polyamines and epichlorohydrin, quaternary polyureylenes and chitin derivatives.
- quaternary cellulose ether derivatives such as the products sold under the name “JR 400” by the company UNION CARBIDE CORPORATION, cationic cyclopolymers, in particular homopolymers or copolymers of dimethyldiallylammonium chloride, sold under the names "MERQUAT 100", “MERQUAT 550” and “MERQUAT S” by the company CALGON, quaternary polymers of vinyipyrrolidone and vinylimidazole and their mixtures.
- the cationic polymer (s) can represent from 0.001% to 20% by weight, preferably from 0.01% to 10% by weight and more particularly from 0.1 to 3% by weight relative to the total weight of the final composition.
- compositions of the invention also advantageously contain at least one surfactant which is generally present in an amount of between 0.1% and 60% by weight approximately, preferably between 3% and 40% and even more preferably between 5% and 30%, relative to the total weight of the composition.
- This surfactant can be chosen from anionic surfactants. amphoteric, non-ionic, cationic or mixtures thereof.
- surfactants which are suitable for carrying out the present invention are in particular the following:
- anionic surfactants which can be used, alone or in mixtures, in the context of the present invention, mention may be made in particular (non-limiting list) of the salts (in particular alkali salts, in particular sodium salts, ammonium salts, amine salts, amino alcohol salts or magnesium salts) of the following compounds: alkyl sulfates.
- anionic surfactants which can still be used, mention may also be made of the salts of fatty acids such as the salts of oleic, ricinoleic, palmitic, stearic acids, coconut oil or hydrogenated coconut oil acids; acyl-lactylates whose acyl radical contains 8 to 20 carbon atoms.
- Weakly anionic surfactants can also be used, such as alkyl D galactoside uronic acids and their salts as well as polyoxyalkylenated alkyl (C 6 -C 2 _.) Ether acids, aryl (C 6 -C 24 ) alkyl acids.
- polyoxyalkylenated carboxylic ether (C 6 -C 24 ) alkyl amido polyoxyalkylenated carboxylic ether and their salts, in particular those comprising from 2 to 50 ethylene oxide groups, and mixtures thereof.
- anionic surfactants it is preferred to use, according to the invention, the salts of alkyl sulfates and of alkyl ether sulfates and their mixtures.
- Nonionic surfactant (s): The nonionic surfactants are also compounds well known per se (see in particular in this regard "Handbook of Surfactants” by MR PORTER, Blackie & Son editions ( Glasgow and London), 1991, pp 116-178) and their nature is not, in the context of the present invention, of a critical nature.
- alcohols can in particular be chosen from (nonlimiting list) alcohols, alpha-diols, alkylphenols or polyethoxylated, polypropoxylated or polyglycerolated fatty acids, having a fatty chain comprising for example 8 to 18 carbon atoms, the number of ethylene oxide or propylene oxide groups which may range in particular from 2 to 50 and the number of glycerol groups which may range in particular from 2 to 30.
- copolymers of ethylene oxide and of propylene, condensates of ethylene and propylene oxide on fatty alcohols polyethoxylated fatty amides preferably having from 2 to 30 moles of ethylene oxide, polyglycerolated fatty amides comprising on average 1 to 5 glycerol groups and in particular 1, 5 to 4; polyethoxylated fatty amines preferably having 2 to 30 moles of ethylene oxide; esters of oxyethylenated sorbitan fatty acids having from 2 to 30 moles of ethylene oxide; sucrose fatty acid esters, polyethylene glycol fatty acid esters, alkylpolyglycosides, N-alkyl glucamine derivatives, amine oxides such as amino (C-
- the alkylpolyglycosides constitute nonionic surfactants which fall
- amphoteric surfactant (s) can in particular be (non-limiting list) derivatives of secondary or tertiary amines aliphatics, in which the aliphatic radical is a straight or branched chain containing 8 to 22 carbon atoms and containing at least one water-soluble anionic group (for example carboxylate, sulfonate, sulfate, phosphate or phosphonate); mention may also be made of (C 8 -C 20 ) alkyl betaines, sulfobetaines, (C 8 -C 20 ) alkyl amidoalkyl (C., - C 6 ) betaines or (C 8 - C 20 ) alkyl amidoalkyl (C r C 6 ) suifobetaines.
- the amine derivatives mention may be made of the products sold under the name Miranol, as
- R 2 -CONHCH 2 CH 2 -N (R 3 ) (R 4 ) (CH 2 COO-) (2) in which: R 2 denotes an alkyl radical derived from an acid R 2 -COOH present in the oil of hydrolyzed copra, a heptyl, nonyl or undecyl radical, R 3 denotes a beta-hydroxyethyl group and R 4 denotes a carboxymethyl group; and
- B represents -CH 2 CH 2 OX '
- X 'de notes the group -CH 2 CH 2 -COOH or a hydrogen atom
- Y denotes -COOH or the radical -CH 2 - CHOH - S03H
- R 5 denotes an alkyl radical of an acid R 9 -COOH present in coconut oil or in hydrolyzed linseed oil, an alkyl radical, in particular C 7 , C 9 , C ⁇ or C 13 , a radical C 17 alkyl and its iso form, an unsaturated C 17 radical.
- Disodium Cocoamphodiacetate Disodium Lauroamphodiacetate, Disodium Caprylamphodiacetate, Disodium Capryloamphodiacetate, Disodium Coco-amphodipropionate, Disodium Lauroamphodipropionate, Disodium Caprylamphopropionatepropionate amphodipropionic acid.
- Cationic surfactant (s):
- the cationic surfactants can be chosen from: A) the quaternary ammonium salts of the following general formula (IV):
- X is an anion chosen from the group of halides (chloride, bromide or iodide) or alkyl (C 2 -C 6 ) sulphates, more particularly methyl sulphate, phosphates, alkyl-or-alkylarylsulfonates, anions derived from organic acid such as acetate or lactate.
- the radicals R1 to R3, which may be identical or different, represent an aliphatic radical, linear or branched, comprising from 1 to 4 carbon atoms, or an aromatic radical such as aryl or alkylaryl.
- the aliphatic radicals can comprise heteroatoms such as in particular oxygen, nitrogen, sulfur, halogens.
- the aliphatic radicals are, for example, chosen from alkyl, alkoxy, alkylamide radicals, R4 denotes an alkyl radical, linear or branched, comprising from 16 to 30 carbon atoms.
- the cationic surfactant is a salt (for example chloride) of behenyl trimethyl ammonium.
- the radicals R1 and R2 which may be identical or different, represent an aliphatic radical, linear or branched, containing from 1 to 4 carbon atoms, or an aromatic radical such as aryl or alkylaryl.
- the aliphatic radicals can comprise heteroatoms such as in particular oxygen, nitrogen, sulfur, halogens.
- the aliphatic radicals are, for example, chosen from alkyl, alkoxy, alkylamide and hydroxyalkyl radicals, comprising approximately from 1 to 4 carbon atoms;
- R3 and R4 identical or different, denote an alkyl radical, linear or branched, comprising from 12 to 30 carbon atoms, said radical comprising at least one ester or amide function.
- R3 and R4 are especially chosen from (C 12 -C 22 ) alkyl amido (C 2 -C 6 ) alkyl, (C 12 -C 22 ) alkyl acetate radicals;
- the cationic surfactant is a salt (for example chloride) of stearamidopropyl dimethyl (myristylacetate) ammonium.
- R 5 represents an alkenyl or alkyl radical comprising from 8 to 30 carbon atoms, for example derived from tallow fatty acids
- R 6 represents a hydrogen atom, a C r C 4 alkyl radical or an alkenyl radical or alkyl containing from 8 to 30 carbon atoms
- R 7 represents a C r C 4 alkyl radical
- R 8 represents a hydrogen atom, a C 4 -C 4 alkyl radical
- X is an anion chosen from the group of halides, phosphates, acetates, lactates, alkyl sulfates, alkyl-or-alkylarylsulfonates.
- R 5 and R 6 denote a mixture of alkenyl or alkyl radicals containing from 12 to 21 carbon atoms, for example derived from tallow fatty acids, R 7 denotes methyl, R 8 denotes hydrogen.
- a product is, for example, Quaternium-27 (CTFA 1997) or Quaternium-83 (CTFA 1997) sold under the names "REWOQUAT" W 75, W90, W75PG, W75HPG by the company WITCO,
- R 9 denotes an aliphatic radical containing approximately from 16 to 30 carbon atoms
- R 10 , R. ,,, R 12 , R 13 and R 14 are chosen from hydrogen or an alkyl radical comprising 1 to 4 carbon atoms
- X is an anion chosen from the group of halides, acetates, phosphates, nitrates and methylsulfates.
- Such quaternary diammonium salts include in particular propane diammonium dichloride.
- - R-15 is chosen from C 1 -C 6 alkyl radicals and C 1 -C 6 hydroxyalkyl or dihydroxyalkyl radicals;
- - Rlg is chosen from:
- g and R21 are chosen from C7-C21 hydrocarbon radicals, linear or branched, saturated or unsaturated;
- - n, p and r, identical or different, are integers ranging from 2 to 6_;
- - y is an integer from 1 to 10;
- - x and z identical or different, are integers ranging from 0 to 10;
- - R-I5 denotes a methyl or ethyl radical, - x and y are equal to 1;
- - R-15 is chosen from:
- R- the hydrogen atom
- Such compounds are for example marketed under the names DEHYQUART by the company HENKEL, STEPANQUAT by the company STEPAN, NOXAMIUM by the company CECA, REWOQUAT WE 18 by the company REWO-WITCO.
- behenyltrimethylammonium chloride is preferred, or alternatively, stearamidopropyldimethyl chloride (myristyl acetate) ammonium sold under the name "CERAPHYL 70" by the company VAN DYK, Quaternium-27 or Quaternium-83 sold by the company WITCO.
- compositions in accordance with the invention mixtures of surfactants and in particular mixtures of anionic surfactants and mixtures of anionic surfactants and amphoteric or nonionic surfactants are preferably used.
- a particularly preferred mixture is a mixture consisting of at least one anionic surfactant and at least one amphoteric surfactant.
- an anionic surfactant is used selected from alkyl (C 12 -C 14) alkyl sulphates of sodium, triethanolamine or ammonium alkyl (C 12 -C 14) alkyl ether sulfates of sodium, triethanolamine or ammonium oxyethylenated with 2.2 moles of ethylene oxide, sodium cocoyl isethionate and Palphaolefin (C 14 -C 16 ) sodium sulfonate and their mixture with:
- amphoteric surfactant such as the amine derivatives called disodiumcocoamphodipropionate or sodiumcocoamphopropionate sold in particular by the company RHONE POULENC under the trade name
- MIRANOL C2M CONC in an aqueous solution containing 38% of active material or under the name MIRANOL C32; - Or an amphoteric surfactant of zwitterionic type such as alkylbetaines in particular cocobetaine sold under the name “DEHYTON AB 30" in aqueous solution at 32% of MA by the company HENKEL.
- composition of the invention can also contain at least one additive chosen from thickeners, dandruff or anti-seborrhoeic agents, perfumes, pearlescent agents, hydroxy acids, electrolytes, fatty acid esters, preservatives, sunscreens, silicone or not, vitamins, provitamins, anionic or nonionic polymers, proteins, protein hydrolysates, 18-methyl eicosanoic acid, panthenol, vegetable, animal, mineral or synthetic oils, fluorinated or perfluorinated oils, natural or synthetic waxes, ceramide-type compounds, fatty amines, fatty fatty acids and their derivatives, fatty alcohols and their derivatives as well as mixtures of these various compounds and any other additive conventionally used in the cosmetic field which does not affect the properties of the compositions according to the invention.
- additives chosen from thickeners, dandruff or anti-seborrhoeic agents, perfumes, pearlescent agents, hydroxy acids, electrolytes, fatty acid esters, pre
- additives are present in the composition according to the invention in proportions which can range from 0 to 20% by weight relative to the total weight of the composition.
- the precise quantity of each additive is easily determined by a person skilled in the art according to its nature and its function.
- compositions according to the invention can be more particularly used for washing or treating keratin materials such as the hair, the skin, the eyelashes, the eyebrows, the nails, the lips, the scalp and more particularly the hair.
- compositions according to the invention are detergent compositions such as shampoos, shower gels and bubble baths.
- the compositions comprise a washing base, generally aqueous.
- the surfactant (s) forming the washing base can be chosen either, alone or as a mixture, from anionic, amphoteric, nonionic surfactants as defined above.
- the quantity and quality of the washing base are those sufficient to give the final composition a satisfactory foaming and / or detergent power.
- the washing base can represent from 4% to 50% by weight, preferably from 6% to 35% by weight, and even more preferably from 8% to 25% by weight, of the total weight of the final composition.
- the subject of the invention is also a process for treating keratin materials such as the skin or the hair, characterized in that it consists in applying to the keratin materials a cosmetic composition as defined above, then in optionally rinsing with the water.
- this method according to the invention allows the hairstyle to be maintained, the treatment, the care or the washing or the make-up removal of the skin, the hair or any other keratin material.
- compositions of the invention may also be in the form of conditioner to rinse off or not, of compositions for perm, straightening, coloring or discoloration, or also in the form of compositions to rinse, to be applied before or after coloring, discoloration, perm or straightening or between the two stages of a perm or straightening.
- composition when in the form of a conditioner optionally to be rinsed off, it advantageously contains a cationic surfactant, its concentration generally between 0.1 and 10% by weight and preferably from 0.5 to 5% by weight relative to the total weight of the composition.
- compositions of the invention may also be in the form of washing compositions for the skin, and in particular in the form of solutions or gels for the bath or shower or of make-up removing products.
- compositions according to the invention can also be in the form of aqueous or hydroalcoholic lotions for the care of the skin and / or the hair.
- the cosmetic compositions according to the invention can be in the form of gel, milk, cream, emulsion, thickened lotion or foam and can be used for the skin, nails, eyelashes, lips and more particularly hair
- compositions can be packaged in various forms, in particular in vaporizers, pump-dispenser bottles or in aerosol containers in order to ensure application of the composition in vaporized form or in foam form.
- packaging forms are indicated, for example, when '' we want to get a spray, lacquer or foam for hair treatment
- MA means active material
- composition A Two shampoo compositions were produced, one in accordance with the invention (composition A) and the other comparative (composition B)
- Shampooing is carried out by applying approximately 12 g of composition A to hair previously wet. The shampoo is lathered and then rinsed thoroughly with water.
- composition according to the invention wet hair is more easily disentangled, the hair is lighter and the roots are more loose.
- composition according to the invention brings, in 80% of the cases, more shine to the dried hair than composition B.
- the composition also brings a better visual smoothing and to the touch and a better malleability (flexibility) dried hair.
- the shampoo of the following composition was prepared
- the hair After washing the hair with the composition, the hair is rinsed with water. Wet hair is easily disentangled, the hair is light and the roots are peeled off.
- composition also provides good visual smoothing and a pleasant touch and good malleability (flexibility) of the dried hair.
- a rinsing conditioner was prepared with the following composition
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Abstract
Description
Claims
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2001542890A JP2003516334A (ja) | 1999-12-08 | 2000-11-10 | 第4級化シリコーンと非アミンシリコーンを含有する化粧品用組成物とその使用 |
EP00981416A EP1152737A1 (fr) | 1999-12-08 | 2000-11-10 | Compositions cosmetiques contenant une silicone quaternisee et une silicone non aminee et leurs utilisations |
AU18671/01A AU1867101A (en) | 1999-12-08 | 2000-11-10 | Cosmetic compositions containing a quaternized silicone and a non-amine siliconeand used thereof |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9915480A FR2802085B1 (fr) | 1999-12-08 | 1999-12-08 | Compositions cosmetiques contenant une silicone quaternisee et une silicone non aminee et leurs utilisations |
FR99/15480 | 1999-12-08 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2001041721A1 true WO2001041721A1 (fr) | 2001-06-14 |
Family
ID=9553023
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/FR2000/003147 WO2001041721A1 (fr) | 1999-12-08 | 2000-11-10 | Compositions cosmetiques contenant une silicone quaternisee et une silicone non aminee et leurs utilisations |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP1152737A1 (fr) |
JP (1) | JP2003516334A (fr) |
AU (1) | AU1867101A (fr) |
FR (1) | FR2802085B1 (fr) |
WO (1) | WO2001041721A1 (fr) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6482969B1 (en) | 2001-10-24 | 2002-11-19 | Dow Corning Corporation | Silicon based quaternary ammonium functional compositions and methods for making them |
US6607717B1 (en) | 2001-10-24 | 2003-08-19 | Dow Corning Corporation | Silicon based quaternary ammonium functional compositions and their applications |
EP1744815B1 (fr) * | 2004-04-26 | 2010-01-27 | Henkel AG & Co. KGaA | Colorants capillaires contenant des copolymeres d'organosilicone qui comprennent des groupes amino et des groupes polyoxyalkylene, et leur utilisation |
US7871633B2 (en) | 2003-04-14 | 2011-01-18 | The Procter & Gamble Company | Anhydrous, transfer-resistant cosmetic lip compositions |
CN104849338A (zh) * | 2014-02-14 | 2015-08-19 | 爱科来株式会社 | 包括微型流路的芯片的制造方法及由此制造的芯片 |
US9198849B2 (en) | 2013-07-03 | 2015-12-01 | The Procter & Gamble Company | Shampoo composition comprising low viscosity emulsified silicone polymers |
US10363211B2 (en) | 2013-09-27 | 2019-07-30 | The Procter And Gamble Company | Hair conditioning compositions comprising low viscosity emulsified silicone polymers |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4533714A (en) * | 1982-11-10 | 1985-08-06 | L'oreal | Polyquaternary polysiloxane polymers |
EP0282720A2 (fr) * | 1987-02-18 | 1988-09-21 | Th. Goldschmidt AG | Polysiloxanes à plusieurs groupes quaternaires, leur préparation et leur emploi dans les cosmétiques |
FR2777010A1 (fr) * | 1998-04-01 | 1999-10-08 | Oreal | Polymeres silicies de polyammonium quaternaire heterocyclique et leur utilisation dans les compositions cosmetiques |
-
1999
- 1999-12-08 FR FR9915480A patent/FR2802085B1/fr not_active Expired - Fee Related
-
2000
- 2000-11-10 AU AU18671/01A patent/AU1867101A/en not_active Abandoned
- 2000-11-10 EP EP00981416A patent/EP1152737A1/fr not_active Withdrawn
- 2000-11-10 JP JP2001542890A patent/JP2003516334A/ja not_active Withdrawn
- 2000-11-10 WO PCT/FR2000/003147 patent/WO2001041721A1/fr not_active Application Discontinuation
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4533714A (en) * | 1982-11-10 | 1985-08-06 | L'oreal | Polyquaternary polysiloxane polymers |
EP0282720A2 (fr) * | 1987-02-18 | 1988-09-21 | Th. Goldschmidt AG | Polysiloxanes à plusieurs groupes quaternaires, leur préparation et leur emploi dans les cosmétiques |
FR2777010A1 (fr) * | 1998-04-01 | 1999-10-08 | Oreal | Polymeres silicies de polyammonium quaternaire heterocyclique et leur utilisation dans les compositions cosmetiques |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6482969B1 (en) | 2001-10-24 | 2002-11-19 | Dow Corning Corporation | Silicon based quaternary ammonium functional compositions and methods for making them |
US6607717B1 (en) | 2001-10-24 | 2003-08-19 | Dow Corning Corporation | Silicon based quaternary ammonium functional compositions and their applications |
US7871633B2 (en) | 2003-04-14 | 2011-01-18 | The Procter & Gamble Company | Anhydrous, transfer-resistant cosmetic lip compositions |
EP1744815B1 (fr) * | 2004-04-26 | 2010-01-27 | Henkel AG & Co. KGaA | Colorants capillaires contenant des copolymeres d'organosilicone qui comprennent des groupes amino et des groupes polyoxyalkylene, et leur utilisation |
US9198849B2 (en) | 2013-07-03 | 2015-12-01 | The Procter & Gamble Company | Shampoo composition comprising low viscosity emulsified silicone polymers |
US10363211B2 (en) | 2013-09-27 | 2019-07-30 | The Procter And Gamble Company | Hair conditioning compositions comprising low viscosity emulsified silicone polymers |
CN104849338A (zh) * | 2014-02-14 | 2015-08-19 | 爱科来株式会社 | 包括微型流路的芯片的制造方法及由此制造的芯片 |
CN104849338B (zh) * | 2014-02-14 | 2018-10-12 | 爱科来株式会社 | 包括微型流路的芯片的制造方法及由此制造的芯片 |
Also Published As
Publication number | Publication date |
---|---|
FR2802085A1 (fr) | 2001-06-15 |
EP1152737A1 (fr) | 2001-11-14 |
JP2003516334A (ja) | 2003-05-13 |
FR2802085B1 (fr) | 2002-01-18 |
AU1867101A (en) | 2001-06-18 |
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