WO2004100910A1 - Produit cosmetique contenant au moins un polymere a base de monomeres presentant des heterocycles azotes - Google Patents

Produit cosmetique contenant au moins un polymere a base de monomeres presentant des heterocycles azotes Download PDF

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WO2004100910A1
WO2004100910A1 PCT/EP2004/005203 EP2004005203W WO2004100910A1 WO 2004100910 A1 WO2004100910 A1 WO 2004100910A1 EP 2004005203 W EP2004005203 W EP 2004005203W WO 2004100910 A1 WO2004100910 A1 WO 2004100910A1
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phase
polymer
agents
alkyl
oil
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Claudia Wood
Tanja Schneider
Pia Baum
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Basf Aktiengesellschaft
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0212Face masks
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A61K8/8182Copolymers of vinyl-pyrrolidones. Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/04Preparations containing skin colorants, e.g. pigments for lips
    • A61Q1/06Lipsticks
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/10Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00Anti-perspirants or body deodorants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/001Preparations for care of the lips
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/002Aftershave preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/10Washing or bathing preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/006Antidandruff preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/04Preparations for permanent waving or straightening the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/06Preparations for styling the hair, e.g. by temporary shaping or colouring
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/06Preparations for styling the hair, e.g. by temporary shaping or colouring
    • A61Q5/065Preparations for temporary colouring the hair, e.g. direct dyes
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/10Preparations for permanently dyeing the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q9/00Preparations for removing hair or for aiding hair removal
    • A61Q9/02Shaving preparations

Definitions

  • Cosmetic composition containing at least one polymer based on monomers with nitrogen heterocycles
  • the present invention relates to a cosmetic composition which contains at least one polymer which can be obtained by radical polymerization of ⁇ , ⁇ -ethylenically unsaturated compounds, each of which contains at least one nitrogen-containing heterocycle, in the presence of a polymeric graft base.
  • the invention further relates to the use of such polymers.
  • Cosmetically and pharmaceutically acceptable, usually water-soluble or water-dispersible, polymers are widely used in cosmetics and medicine.
  • soaps, creams and lotions for example, they usually serve as formulating agents, e.g. as a thickener, foam stabilizer or water absorbent or to alleviate the irritating effects of other ingredients or to improve the dermal application of active ingredients.
  • Your task in hair cosmetics is to influence the properties of the hair.
  • film-forming polymers are used, for example, as conditioners to improve dry and wet combability, feel, gloss and appearance, and to give the hair antistatic properties.
  • Water-soluble polymers with polar, frequently cationic functionalities are preferred, which have a greater affinity for the structurally determined negatively charged surface of the hair.
  • the structure and mode of action of various hair treatment polymers are described in Cosmetic & Toiletries 103 (1988) 23.
  • Commercially available conditioner polymers are e.g. cationic hydroxyethyl cellulose, cationic polymers based on N-vinylpyrrolidone, e.g. Copolymers of N-vinylpyrrolidone and quaternized N-vinylimidazole, acrylamide and diallyldimethylammonium chloride or silicone.
  • the object of the present invention is to provide cosmetic and pharmaceutical compositions with good performance properties. Accordingly, cosmetic or pharmaceutical compositions have been found containing
  • R is CrCs-alkylene and R 1 is hydrogen or dC 4 -alkyl
  • alkyl includes straight chain and branched alkyl groups. These are preferably straight-chain or branched C ⁇ C 4 alkyl, preferably C 1 -C 12 alkyl, particularly preferably CrC ⁇ alkyl and very particularly preferably CC 4 alkyl groups.
  • alkyl groups are in particular methyl, ethyl, propyl, isopropyl, n-butyl, 2-butyl, sec-butyl, tert-butyl, n-pentyl, 2-pentyl, 2-methylbutyl, 3-methylbutyl, 1, 2 - Dimethylpropyl, 1, 1-dimethylpropyl, 2,2-dimethylpropyl, 1-ethylpropyl, n-hexyl, 2-hexyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1, 2-dimethylbutyl, 1, 3-dimethylbutyl , 2,3-dimethylbutyl, 1, 1-dimethylbutyl, 2,2-dimethylbutyl, 3,3-dimethylbutyl, 1, 1, 2-trimethylpropyl, 1, 2,2-trimethylpropyl, 1-ethylbutyl, 2-ethylbutyl, 1 -Ethyl- 2-methyl
  • alkylene in the sense of the present invention stands for straight-chain or branched alkanediyl groups with preferably 1 to 20, particularly preferably 1 up to 5 carbon atoms.
  • alkylene also includes substituted alkylene groups, which preferably have one or more CC 6 alkyl substituents.
  • Component I) generally comprises the radical copolymerization process products, e.g. pure graft polymers, mixtures of graft polymers with ungrafted compounds of component a1) or a2), homopolymers of monomers a2), homopolymers and copolymers of monomers a1) and any mixtures.
  • Proportions of ungrafted compounds of component b) can be advantageous depending on the intended use of the copolymers I). For example, they can have an effect as an emulsifier or protective colloid.
  • the polymers I) are generally water-soluble or water-dispersible.
  • water-soluble monomers and polymers are understood to mean monomers and polymers which dissolve at least 1 g / l in water at 20 ° C.
  • Water-dispersible polymers are understood to mean polymers which break down into dispersible particles using shear forces, for example by stirring.
  • the agents according to the invention can advantageously be formulated as gels under normal conditions (20 ° C.).
  • Gel-like consistency means agents that have a higher viscosity than a liquid and that are self-supporting, i.e. which retain a shape given to them without a form-stabilizing covering. In contrast to solid formulations, gel-like formulations can easily be deformed using shear forces.
  • the viscosity of the gel-like agents are preferably in a range from greater than 600 to about 60,000 mPas.
  • the gels are preferably hair gels, these having a viscosity of preferably 6,000 to 30,000 mPas.
  • the proportion by weight of component a1) or component a2) is preferably at least 55% by weight, based on the total weight of components a1) or a2) and b) used for the polymerization. If, according to the first embodiment of the invention, at least two different ethylenically unsaturated monomers a1) are used for the polymerization, the weight fraction of component a1) is preferably in a range from 60 to 95% by weight, particularly preferably from 70 to 95% by weight and in particular from 70 to 90% by weight, based on the total weight of components a1) and b) used for the polymerization.
  • the proportion by weight of component a2) is preferably at least 60% by weight, based on the total weight of the Components a2) and b) used for the polymerization.
  • the weight fraction of component a2) is particularly preferably in a range from 70 to 95% by weight and in particular from 70 to 90% by weight, based on the total weight of components a2) and b) used for the polymerization. It is assumed that in these polymers I) there is an optimal ratio of side chain density and length, based on the graft base.
  • the polymers I) used in the cosmetic compositions according to the invention contain no further monomers polymerized in addition to the monomer components a1) or a2).
  • up to 50% by weight, particularly preferably up to 20% by weight, in particular up to 10% by weight, of components a1) or a2) can be replaced by ethylenically unsaturated monomers different therefrom. Suitable additional monomers are listed below.
  • a monomer mixture a1) is used to produce the polymers I) used in the agents according to the invention, then in a special embodiment this contains only two different ethylenically unsaturated monomers.
  • a monomer component a2) is used to produce the polymers I) used in the agents according to the invention, in a special version this consists only of a cyclic N-vinylamide of the general formula I.
  • Preferred cyclic N-vinylamides of the general formula I) are N-vinyllactams and their derivatives, which e.g. may have one or more CrC ⁇ -alkyl substituents, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, etc. These include e.g.
  • N-vinylpyrrolidone and N-vinylcaprolactam are used.
  • the monomer mixtures a1) preferably contain, as one of the monomers, a cyclic N-vinylamide of the general formula I, as previously defined.
  • the further monomers of these mixtures are preferably selected from the monomers with nitrogen-containing heterocycles mentioned below.
  • the monomer mixtures a1) preferably contain at least one monoethylenically unsaturated monomer which contains a nitrogen-containing heterocycle which is selected from the group of pyrroles, pyrrolidines, pyridines, quinolines, isoquinolines, purines, pyrazoles, imidazoles, triazoles, tetrazoles, indolizines, pyridazines , Pyrimidines, pyrazines, indoles, isoindoles, oxazoles, oxazolidones, oxazolidines, morpholines, piperazines, piperidines, isoxazoles, thiazoles, isothiazoles, indoxyls, isatins, dioxindoles and hydanthoin and their derivatives, e.g. B. barbituric acid and uracil and their derivatives.
  • Preferred heterocycles are imidazoles, pyridines and pyr
  • Examples of particularly suitable monomers of component a1) are N-vinylimidazoles, alkylvinylimidazoles, in particular methylvinylimidazoles such as 1-vinyl-2-methylimidazole, 3-vinylimidazole-N-oxide, 2- and 4-vinylpyridines, 2- and 4-vinylpyridine-N -oxides as well as betaine derivatives and quaternization products of these monomers.
  • the polymers I) used in the agents according to the invention very particularly preferably polymerize in a monomer mixture a1) which contains a monomer which is selected from N-vinylimidazoles of the general formula IIIa, betaine N-vinylimidazoles of the general formula IIb, 2 - and 4-vinylpyridines of the general formula IIc and IId and betaine 2- and 4-vinylpyridines of the general formula III and IIF
  • R 2 , R 3 , R 4 , R 6 independently of one another represent hydrogen, C 1 -C 4 -alkyl or phenyl, preferably hydrogen, R 5 represents C 1 -C 20 -alkylene, preferably C 1 -C 2 -alkylene,
  • R ' is -C 6 alkyl.
  • betaine monomers are unsubstituted monomers of the formulas Mb, III and IIf, in which the group R 5 - X "stands for -CH 2 -COO " or -C 2 H 4 -SO 3 " .
  • vinylimidazoles and vinylpyridines as monomers of component a1) which have been quaternized before or after the polymerization.
  • alkylating agents such as alkyl halides, which generally have 1 to 24 carbon atoms in the alkyl radical, or dialkyl sulfates, which generally contain alkyl radicals with 1 to 10 carbon atoms.
  • alkylating agents are methyl chloride, methyl bromide, methyl iodide, ethyl chloride, ethyl bromide, propyl chloride, hexyl chloride, dodecyl chloride and lauryl chloride as well as dimethyl sulfate and diethyl sulfate.
  • alkylating agents are, for example: benzyl halides, in particular benzyl chloride and benzyl bromide, chloroacetic acid, methyl fluorosulfurate, diazomethane, oxonium compounds such as trimethyloxonium tetrafluoroborate, alkylene oxides such as ethylene oxide, propylene oxide and glycidol, which are used in the presence of acids, and cationic epichloride.
  • Preferred quaternizing agents are methyl chloride, dimethyl sulfate and diethyl sulfate.
  • Examples of particularly suitable quaternized monomers are 1-methyl-3-vinylimidazolium methosulfate and methocloride.
  • the polymer I is preferably obtainable by free-radical polymerization of two different ethylenically unsaturated monomers a1), the ratio by weight of the two monomers being 99: 1 to 1:99, preferably 90:10 to 30:70, particularly preferably 90:10 to 50: 50, very particularly preferably 80:20 to 50:50 and in particular 80:20 to 60:40.
  • the polymers I) can contain at least one further monomer in copolymerized form.
  • additional monomers are preferably selected from esters of ⁇ , ⁇ -ethylenically unsaturated mono- and dicarboxylic acids with CrCao-alkanols, C 2 -C 30 -alkanediols and C 2 -C 30 -amino alcohols, amides of ⁇ , ⁇ -ethylenically unsaturated mono- and dicarboxylic acids with C 2 -C 30 diamines and C 2 -C 30 amino alcohols which have a primary or secondary amino group, amides ⁇ , ⁇ -ethylenically unsaturated monocarboxylic acids and their N-alkyl- and NN-dialkyl derivatives, N-vinylamides saturated monocarboxylic acids, Esters of vinyl alcohol and allyl alcohol with CrC 30 monocarboxylic acids, vinyl ethers, ⁇ , ⁇ -ethylen
  • Suitable additional monomers are methyl (meth) acrylate, methylethacrylate, ethyl (meth) acrylate, ethylethacrylate, tert-butyl (meth) acrylate. tert-butylethacrylate, n-octyl (meth) acrylate, 1, 1, 3,3-tetramethylbutyl (meth) acrylate, ethylhexyl (meth) acrylate, n-nonyl (meth) acrylate, n-decyl (meth) acrylate, n -Undecyl (meth) acrylate, tride- cyl (meth) acrylate, myristyl (meth) acrylate, pentadecyl (meth) acrylate, palmityl (meth) acrylate, heptadecyl (meth) acrylate, nonadecyl (meth) acrylate
  • Suitable additional monomers are also the esters of cc, ⁇ -ethylenically unsaturated mono- and dicarboxylic acids with amino alcohols, preferably C 2 -C 2 -
  • Amino alcohols can preferably be CrC ⁇ -monoalkylated or dialkylated on the amine nitrogen.
  • Suitable acid components of these esters are e.g. Acrylic acid, methacrylic acid, fumaric acid, maleic acid, itaconic acid, crotonic acid, maleic anhydride, monobutyl maleate and mixtures thereof. Acrylic acid, methacrylic acid and mixtures thereof are preferably used. Tert-butylaminoethyl (meth) acrylate is preferred.
  • N-Dimethylaminomethy methacrylate N, N-Dimethylaminoethyl (meth) acrylate, N, N-Diethylaminoethyl (meth) acrylate, N, N-Dimethylaminopropyl (meth) acrylate, N, N-Diethylaminopropyl (meth) acrylate, N, N-Dimethylaminocyclohexyl (meth) acrylate etc.
  • Suitable additional monomers are furthermore N-methyl (meth) acrylamide, N-ethyl (meth) acrylamide, N-propyl (meth) acrylamide, N- (n-butyl) (meth) acrylamide, tert-butyl (meth) acrylamide, n-octyl (meth) acrylamide, 1, 1, 3,3-tetramethylbutyl (meth) acrylamide, ethylhexyl (meth) acrylamide, n-nonyl (meth) acrylamide, n-decyl (meth) acrylamide, n-undecyl (meth) acrylamide, tride- cyl (meth) acrylamide, myristyl (meth) acrylamide, pentadecyl (meth) acrylamide, palmityl (meth) acrylamide, heptadecyl (meth) acrylamide, nonadecyl (
  • Suitable additional monomers are further 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxyethyl ethacrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropyl acrylate, 3-hydroxypropyl methacrylate, 3-hydroxybutyl acrylate, 3-hydroxybutyl methacrylate, 4-hydroxybutyl acrylate, 4-hydroxybutyl methacrylate, 6-hydroxyhexyl acrylate, 6-hydroxyhexyl methacrylate, 3-hydroxy-2-ethylhexyl acrylate, 3-hydroxy-2-ethylhexyl methacrylate etc.
  • Suitable additional monomers are also N- [2- (dimethylamino) ethyl] acrylamide, N- [2- (dimethylamino) ethyl] methacrylamide, N- [3- (dimethylamino) propyl] acrylamide, N- [3- (dimethylamino) propyl ] methacrylamide, N- [4- (dimethylamino) butyl] acrylamide, N- [4- (dimethylamino) butyljmethacrylamide, N- [2- (diethylamino) ethyl] acrylamide, N- [4- (dimethylamino) cyclohexyl] acrylamide and N- [4- (dimethylamino) cyclohexyl] methacrylamide.
  • Suitable additional monomers are also acrylic acid amide, methacrylic acid amide, N-vinylformamide, N-vinylacetamide, N-vinylpropionamide and mixtures thereof.
  • monoethylenically unsaturated mono- and dicarboxylic acids having 3 to 25, preferably 3 to 6, carbon atoms, which can also be used in the form of their salts or anhydrides.
  • monoethylenically unsaturated mono- and dicarboxylic acids having 3 to 25, preferably 3 to 6, carbon atoms, which can also be used in the form of their salts or anhydrides.
  • examples include acrylic acid, methacrylic acid, ethacrylic acid, ⁇ -chloroacrylic acid, crotonic acid, maleic acid, maleic anhydride, itaconic acid, citraconic acid, mesaconic acid, glutaconic acid, aconitic acid and fumaric acid.
  • Suitable additional monomers are also ethylene, propylene, isobutylene, butadiene, styrene, ⁇ -methylstyrene, acrylonitrile, methacrylonitrile, vinyl chloride, vinylidene chloride, vinyl fluoride, vinylidene fluoride and mixtures thereof.
  • the aforementioned additional monomers can be used individually or in the form of any mixtures.
  • the polymers I) are prepared by polymerizing the aforementioned monomer components in the presence of at least one polymer b).
  • the compounds of component b) used according to the invention essentially contain no carbon-carbon double bonds.
  • Polyether-containing compounds b) are preferred.
  • the term "polymer” is also intended to include oligomeric compounds.
  • Suitable polyether-containing compounds b) are generally water-soluble or water-dispersible, nonionic polymers which have polyalkylene glycol groups.
  • the proportion of polyalkylene glycol groups is preferably at least 40% by weight, based on the total weight of compound b).
  • Polyalkylene glycols, polyesters based on polyalkylene glycols and polyether urethanes, for example, can be used as the polyether-containing compound b).
  • the graft base b) is preferably a polyether from the group of polyalkylene oxides based on ethylene oxide, propylene oxide and butylene oxides, polytetrahydrofuran and polyglycerol.
  • the polyether-containing compounds b) contain the following structural units:
  • Both homopolymers and copolymers are suitable, the copolymers being able to statistically distribute the alkylene oxide units or to contain them as blocks.
  • the compounds b) can additionally have bridging groups which are selected, for example, from:
  • R and R c independently of one another are hydrogen, C 1 -C 30 -alkyl, preferably CrC 4 -alkyl, or cycloalkyl.
  • the polyethers b) preferably have a number average molecular weight M n of at least 300.
  • the polyethers b) preferably have the general formula purple or IIIb
  • R 7 represents hydroxy, amino, C 1 -C 24 alkoxy, R 13 -COO-, R 13 -NH-COO- or a polyalcohol radical
  • R 8 , R 9 and R 0 independently of one another for - (CH 2 ) 2 -, - (CH 2 ) 3 -, - (CH 2 ) 4 -, -CH 2 -CH (CH 3 ) -, -CH 2 - CH (CH 2 -CH 3 ) - or -CH 2 -CHOR 14 -CH 2 - stand,
  • R 13 represents C 1 -C 24 -alkyl
  • R 14 represents hydrogen, -CC 24 -alkyl or R 13 -CO-,
  • B represents - (CH 2 ) t -, optionally substituted cycloalkylene, optionally substituted heterocycloalkylene or optionally substituted arylene,
  • n 1 or, if R 7 is a polyalcohol radical, 1 to 8,
  • s is 0 to 500, preferably 0 to 100,
  • t 1 to 12, preferably 2 to 6,
  • u each independently represents 1 to 5000, preferably 1 to 1000,
  • v each independently represents 0 to 5000, preferably 1 to 1000,
  • w each independently represents 0 to 5000, preferably 1 to 1000.
  • Preferred graft bases b) are the polyethers of the formula purple.
  • terminal primary hydroxyl groups of the polyethers prepared on the basis of alkylene oxides, tetrahydrofuran or glycerol and the secondary OH groups of polyglycerol can both be present in free and etherified with -C 24 alcohols, esterified with carboxylic acids or CrC 24 reacted with isocyanates to give urethanes his.
  • Alcohols suitable for this purpose are, for example: primary aliphatic alcohols, such as methanol, ethanol, propanol and butanol, primary aromatic alcohols, such as phenol, isopropylphenol, tert-butylphenol, octylphenol, nonylphenol and naphthol, secondary aliphatic alcohols, such as isopropanol, tertiary aliphatic Alcohols, such as tert-butanol and polyhydric alcohols, for example diols, such as ethylene glycol, diethylene glycol, propylene glycol, 1,3-propanediol and butanediol, and triols, such as glycerol and trimethylolpropane.
  • primary aliphatic alcohols such as methanol, ethanol, propanol and butanol
  • primary aromatic alcohols such as phenol, isopropylphenol, tert-butylphenol, octylphenol
  • the hydroxyl groups can also be replaced by primary amine groups by reductive amination, for example using hydrogen / ammonia mixtures under pressure, or converted to aminopropylene end groups by cyanoethylation with acrylonitrile and hydrogenation.
  • the hydroxyl end groups can not only be sealed subsequently by reaction with the alcohols or with alkali metal lyes, amines and hydroxylamines, but these compounds, like Lewis acids, for example boron trifluoride, can also be used as starters at the start of the polymerization.
  • the hydroxyl groups can also be reacted with alkyl agents, such as dimethyl sulfate, are sealed.
  • alkyl radicals in the formulas purple and IIIb can be branched or unbranched CC 24 alkyl radicals, as defined at the outset, dC 12 alkyl radicals being preferred and C 6 -C 6 alkyl radicals being particularly preferred.
  • the average molecular weight M n of the polyethers is at least 300 and is generally ⁇ 100,000. It is preferably 500 to 50,000, particularly preferably 500 to 10,000 and very particularly preferably 500 to 2000.
  • homopolymers of ethylene oxide, propylene oxide, butylene oxide and isobutylene oxide, which can be linear or branched, are advantageously used as the graft base b).
  • the term homopolymers should, according to the invention, also encompass those polymers which, in addition to the polymerized alkylene oxide unit, also contain the reactive molecules which were used to initiate the polymerization of the cyclic ethers or to seal the end groups of the polymer.
  • Branched polymers can be prepared by, for example, low molecular weight polyalcohols (radicals R 7 in the formula purple and IIIb), for example pentaerythritol, glycerol and sugar or sugar alcohols, such as sucrose, D-sorbitol and D-mannitol, disaccharides, ethylene oxide and, if desired, propylene oxide and / or butylene oxides or polyglycerol.
  • low molecular weight polyalcohols for example pentaerythritol, glycerol and sugar or sugar alcohols, such as sucrose, D-sorbitol and D-mannitol, disaccharides, ethylene oxide and, if desired, propylene oxide and / or butylene oxides or polyglycerol.
  • Polymers can be formed in which at least one, preferably one to eight, particularly preferably one to five of the hydroxyl groups present in the polyalcohol molecule can be linked in the form of an ether bond to the polyether radical according to the formula purple or IIIb.
  • Four-armed polymers can be obtained by adding the alkylene oxides to diamines, preferably ethylenediamine.
  • Further branched polymers can be prepared by reacting alkylene oxides with higher-value amines, for example triamines, or in particular polyethyleneimines.
  • Polyethyleneimines suitable for this generally have average molecular weights M n of 300 to 20,000, preferably 500 to 10,000 and particularly preferably 500 to 5,000.
  • the weight ratio of alkylene oxide to polyethyleneimine is usually 100: 1 to 0.1: 1, preferably 20: 1 to 0.5: 1.
  • polyesters of polyalkylene oxides and aliphatic or aromatic dicarboxylic acids e.g. Oxalic acid, succinic acid, adipic acid or terephthalic acid with average molecular weights of 1500 to 25000 to be used as the graft base b).
  • polyesters, polycarbonates or polyurethanes can contain up to 500, preferably up to 100, polyalkylene oxide units, it being possible for the polyalkylene oxide units to consist both of homopolymers and of copolymers of different alkylene oxides.
  • Homopolymers and copolymers of ethylene oxide and / or propylene oxide are particularly preferably used as the graft base b), which may be closed at one end or at both ends.
  • the K values of the polymers I) used in the agents according to the invention are usually 10 to 150, preferably 10 to 80 and particularly preferably 15 to 60 (determined according to H. Fikentscher, Cellulose-Chemie, Vol. 13, pp. 58 to 64 and 71 to 74 (1932) in water or aqueous sodium chloride solutions at 25 ° C and polymer concentrations which, depending on the K value range, are 0.1% by weight to 5% by weight).
  • the desired K value can be set in a manner known per se through the composition of the starting materials.
  • the polymers I) used in the agents according to the invention are prepared by customary processes known to those skilled in the art.
  • the polymerization can be carried out, for example, as solution polymerization, bulk polymerization, emulsion polymerization, reverse emulsion polymerization, suspension polymerization, reverse suspension polymerization or precipitation polymerization. Bulk polymerization and, above all, solution polymerization, which is carried out in particular in the presence of water, are preferred.
  • the bulk polymerization can be carried out by dissolving the monomer component a1) or a2) and, if appropriate, additional monomers in the graft base b), heating the mixture to the polymerization temperature and polymerizing it out after the addition of a radical initiator.
  • the polymerization can also be carried out semi-continuously by first 10% by weight of the mixture of graft base b), monomers and free-radical initiator and heated to the polymerization temperature and, after the polymerization has started, the rest of the mixture to be polymerized is added as the polymerization progresses.
  • the graft base b) can also be placed in a reactor and heated to the polymerization temperature, and monomers (in the case of the monomer mixture component a1) separately or as a mixture) and the radical initiator can be added and polymerized either all at once, batchwise or, preferably, continuously.
  • Suitable organic solvents are, for example, aliphatic and cycloaliphatic monohydric alcohols, such as methanol, ethanol, n-propanol, isopropanol, n-butanol, sec-butanol, tert-butanol, n-hexanol and cyclohexanol, polyhydric alcohol le, for example glycols, such as ethylene glycol, propylene glycol and butylene glycol, and glycerin, alkyl ethers of polyhydric alcohols, for example methyl and ethyl ethers of the dihydric alcohols mentioned, and ether alcohols, such as diethylene glycol and triethylene glycol, and cyclic ethers, such as dioxane.
  • aliphatic and cycloaliphatic monohydric alcohols such as methanol, ethanol, n-propanol, isopropanol, n-butanol, sec-butan
  • the polymerization is preferably carried out in water as a solvent.
  • the components are more or less well dissolved depending on the amount of water used. Some or all of the water can also be added in the course of the polymerization. Mixtures of water and the above-mentioned organic solvents can of course also be used.
  • Polymerization in water generally gives 10 to 70% by weight, preferably 20 to 50% by weight, of solutions or dispersions of the graft polymers according to the invention, which, if desired, can be carried out using various drying processes, e.g. Spray drying, fluidized spray drying, roller drying or freeze drying, can be converted into powder form. An aqueous solution or dispersion can then be easily prepared again at the desired point in time by adding it to water.
  • various drying processes e.g. Spray drying, fluidized spray drying, roller drying or freeze drying, can be converted into powder form.
  • An aqueous solution or dispersion can then be easily prepared again at the desired point in time by adding it to water.
  • Peroxo compounds, azo compounds, redox initiator systems and reducing compounds are particularly suitable as radical initiators.
  • mixtures of radical starters can also be used.
  • alkali metal peroxodisulfates e.g. Sodium peroxodisulfate, ammonium peroxodisulfate, hydrogen peroxide, organic peroxides, such as diacetyl peroxide, di-tert-butyl peroxide, diamyl peroxide, dioctanoyl peroxide, didecanoyl peroxide, dilauroyl peroxide, dibenzoyl peroxide, bis- (o-toloyl) peroxide, tert-peroxide, succinyl Butyl permaleinate, tert.-butyl perisobutyrate, tert.-butyl perpivalate, tert.-butyl peroctoate, tert.-butyl pemeodecanoate, tert.-butyl perbenzoate, tert.-butyl peroxide, tert.-but
  • radical initiators e.g. 0.01 to 10% by weight, preferably 0.1 to 5% by weight, of radical initiators are used.
  • polymerization regulators can also be used.
  • the compounds known to those skilled in the art as regulators are suitable, for example sulfur compounds, such as mercaptoethanol, 2-ethylhexylthioglycolate, thioglycolic acid and dodecylmer- captane.
  • the amount used is generally 0.1 to 15% by weight, preferably 0.1 to 5% by weight and particularly preferably 0.1 to 2.5% by weight, based on the amount of monomer ,
  • the polymerization temperature is generally 30 to 200 ° C, preferably 50 to 150 ° C and particularly preferably 75 to 110 ° C.
  • the polymerization is usually carried out under atmospheric pressure, but can also be carried out under reduced or elevated pressure, e.g. at 1 and 5 bar.
  • the polymers I) described above are outstandingly suitable for the production of cosmetic and pharmaceutical agents. They serve e.g. as polymeric film formers in personal care preparations, which includes the use of cosmetic preparations on keratinous surfaces such as skin, hair, nails and also oral care products. They can be used and formulated universally in a wide variety of cosmetic preparations and are compatible with the usual components.
  • the polymers according to the invention can have particular effects in the cosmetic preparations.
  • the polymers can contribute, among other things, to moisturizing and conditioning the skin and to improving the feeling on the skin.
  • the polymers can also act as thickeners in the formulations. By adding the polymers according to the invention, a considerable improvement in skin tolerance can be achieved in certain formulations.
  • the agents according to the invention have a cosmetically or pharmaceutically acceptable carrier II), which is selected from
  • the agents according to the invention have, for example, an oil or fat component II) which is selected from: hydrocarbons of low polarity, such as mineral oils; linear saturated hydrocarbons, preferably with more than 8 carbon atoms, such as tetra-decane, hexadecane, octadecane, etc .; cyclic hydrocarbons such as decahydronaphthalene; branched hydrocarbons; animal and vegetable oils; To grow; Wax esters; Petroleum jelly; Esters, preferably esters of fatty acids, such as, for example, the esters of dC 2 monoalcohols with C 1 -C 4 -monocarboxylic acids, such as isopropyl isostearate, n-propyl myristate, iso-propyl myristate, n-propyl palmitate, iso-propyl palmitate, hexaconyl palmitate, octacosanyl palmitate, octaco
  • Suitable silicone oils II are e.g. linear polydimethylsiloxanes, poly (methylphenylsiloxanes), cyclic siloxanes and mixtures thereof.
  • the number average molecular weight of the polydimethylsiloxanes and poly (methylphenylsiloxanes) is preferably in a range from about 1000 to 150,000 g / mol.
  • Preferred cyclic siloxanes have 4- to 8-membered rings.
  • Suitable cyclic siloxanes are e.g. commercially available under the name cyclomethicone.
  • Preferred oil or fat components II) are selected from paraffin and paraffin oils; Petroleum jelly; natural fats and oils, such as castor oil, soybean oil, peanut oil, olive oil, sunflower oil, sesame oil, avocado oil, cocoa butter, almond oil, peach kernel oil, castor oil, cod liver oil, pork lard, walnut, spermacet oil, sperm oil, wheat germ oil, macamino oil, jojoba oil, night oil, night oil Fatty alcohols, such as lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, oleyl alcohol, cetyl alcohol; Fatty acids such as myristic acid, stearic acid, palmitic acid, oleic acid, linoleic acid, linolenic acid and various saturated, unsaturated and substituted fatty acids; Waxes such as beeswax, camauba wax, candililla wax, walrus and mixtures of the oil or fat components mentioned above.
  • Suitable cosmetically and pharmaceutically acceptable oil or fat components II are described in Karl-Heinz Schrader, Fundamentals and Recipes for Cosmetics, 2nd edition, Verlag Wegig, Heidelberg, pp. 319-355, to which reference is made here.
  • Suitable hydrophilic carriers II) are selected from water, 1-, 2- or polyhydric alcohols with preferably 1 to 8 carbon atoms, such as ethanol, n-propanol, isopropanol, propylene glycol, glycerol, sorbitol, etc.
  • the cosmetic agents according to the invention can be skin cosmetic, hair cosmetic, dermatological, hygienic or pharmaceutical agents. Because of their film-forming properties, the polymers I) described above are particularly suitable as additives for hair and skin cosmetics.
  • the agents according to the invention are preferably in the form of a gel, foam, spray, ointment, cream, emulsion, suspension, lotion, milk or paste. If desired, liposomes or microspheres can also be used.
  • the cosmetically or pharmaceutically active agents according to the invention can additionally contain cosmetically and / or dermatologically active substances and auxiliaries.
  • the cosmetic compositions according to the invention preferably contain at least one copolymer I) as defined above, at least one carrier II) as defined above and at least one constituent other than copolymer I) which is selected from cosmetically active ingredients, emulsifiers, surfactants, preservatives, perfume oils, Thickeners, hair polymers, hair and skin conditioners, graft polymers, water-soluble or dispersible silicone-containing polymers, light stabilizers, bleaching agents, gelling agents, care agents, colorants, tinting agents, tanning agents, dyes, pigments,
  • Consistency enhancers Consistency enhancers, humectants, refatting, collagen, protein hydrolyzates, lipids, antioxidants, defoamers, antistatic agents, emollients and plasticizers.
  • Common thickeners in such formulations are cross-linked polyacrylic acids and their derivatives, polysaccharides such as xanthan gum, agar-agar, alginates or tyloses, cellulose derivatives, e.g. Carboxymethyl cellulose or hydroxy carboxymethyl cellulose, fatty alcohols, monoglycerides and fatty acids, polyvinyl alcohol and polyvinyl pyrrolidone.
  • Suitable thickeners are also the Aculyn® brands from Rohm and Haas, such as Aculyn® 22 (copolymer from acrylates and methacrylic acid ethoxylates with stearyl radical (20 EO units)) and Aculyn® 28 (copolymer from acrylates and methacrylic acid ethoxylates with behenyl radical ( 25 EO units)).
  • Suitable cosmetically and / or dermatologically active substances are, for example, coloring substances, skin and hair pigmentation agents, tinting agents, tanning agents, bleaching agents, keratin-hardening substances, antimicrobial substances, light filter substances, repellent substances, hyperemising substances, keratolytic and keratoplastic agents, antioxidant substances, antioxidant substances, antioxidant substances Keratinizing substances, antioxidant or active as a radical scavenger, skin-moisturizing or moisturizing substances, moisturizing substances, anti-inflammatory or anti-allergic active substances and mixtures thereof.
  • Artificially tanning agents that are suitable for tanning the skin without natural or artificial radiation with UV rays are, for example, dihydroxyacetone, alloxan and walnut shell extract.
  • Suitable keratin-hardening substances are generally active substances, as are also used in antiperspirants, such as potassium aluminum sulfate, aluminum hydroxychloride, aluminum lactate, etc.
  • Antimicrobial substances are used to destroy microorganisms or to inhibit their growth and thus serve both as a preservative and as a deodorizing substance, which reduces the development or intensity of body odor.
  • These include, for example, customary preservatives known to the person skilled in the art, such as p-hydroxybenzoic acid ester, imidazolidinyl urea, formaldehyde, sorbic acid, benzoic acid, salicylic acid, etc.
  • Such deodorizing substances are, for example, zinc ricinoleate, triclosan, undecylenic acid alkylolamides, citric acid triethyl ether compounds, chlorhexyl ether compounds, chlorohexyl ether compounds, chlorohexyl ether compounds, chlorohexyl ether compounds, chlorohexyl ether compounds, chlorohexyl ether compounds, chlorohexyl ether compounds, chlorohexyl ether compounds, chlorohexyl ether compounds, chlorohexyl ether compounds, chlorohexyl ether compounds, chlorohexyl ether compounds, chlorohexyl ether, chlorohexyl ether, chlorohexyl ether, chlorohexyl ether, chlorohexyl ether, chlorohexyl ether, chlorohexyl ether, chlorohexyl ether, chlorohexyl ether, chlorohexy
  • Suitable UV filters are, for example, 2,4,6-triaryM, 3,5-triazines, in which the aryl groups can each carry at least one substituent which is preferably selected from hydroxy, alkoxy, especially methoxy, alkoxycarbonyl, especially methoxycarbonyl and ethoxycarbonyl and Mixtures of these.
  • substituents which is preferably selected from hydroxy, alkoxy, especially methoxy, alkoxycarbonyl, especially methoxycarbonyl and ethoxycarbonyl and Mixtures of these.
  • p-aminobenzoic acid esters, cinnamic acid esters, benzophenones, camphor derivatives and pigments which block UV rays, such as titanium dioxide, talc and zinc oxide.
  • Suitable repellent agents are compounds that are able to deter or drive away certain animals, especially insects, from humans.
  • Suitable hyperemising substances that stimulate blood circulation to the skin are, for example, essential oils, such as mountain pine, lavender, rosemary, juniper berries, Horse chestnut extract, birch leaf extract, hay flower extract, ethyl acetate, camphor, menthol, peppermint oil, rosemary extract, eucalyptus oil, etc.
  • Suitable keratolytic and keratoplastic substances are, for example, salicylic acid, calcium thioglycolate, thioglycolic acid, sulfur compounds and their salts , Sulfur polyethylene glycol sorbitan monooleate, sulfur ricinol polyethoxylate, zinc pyrithione, aluminum pyrithione, etc.
  • Suitable anti-inflammatory drugs that counteract skin irritation are, for example, allantoin, bisabolol, dragosantol, chamomile extract, panthenol, etc.
  • the cosmetic compositions according to the invention can contain at least one cosmetically or pharmaceutically acceptable polymer different from compounds of component I) as the cosmetic and / or pharmaceutical active ingredient (as well as optionally as an auxiliary).
  • These generally include anionic, cationic, amphoteric and neutral polymers.
  • anionic polymers are homopolymers and copolymers of acrylic acid and methacrylic acid or their salts, copolymers of acrylic acid and acrylamide and their salts; Sodium salts of polyhydroxycarboxylic acids, water-soluble or water-dispersible polyesters, polyurethanes, for example Luviset PUR® from BASF, and polyureas.
  • Particularly suitable polymers are copolymers of t-butyl acrylate, ethyl acrylate, methacrylic acid (for example Luvimer® 100P), copolymers of ethyl acrylate and methacrylic thacrylic acid (e.g.
  • Luviflex® Soft and Luvimer® MAE copolymers made from N-tert.-butylacrylamide, ethyl acrylate, acrylic acid (Ultrahold® 8, strong), copolymers made from vinyl acetate, crotonic acid and possibly other vinyl esters (e.g. Luviset® brands), Maleic anhydride copolymers, optionally reacted with alcohol, anionic polysiloxanes, e.g. carboxy-functional, t-butyl acrylate, methacrylic acid (e.g.
  • Luviskol® VBM copolymers of acrylic acid and methacrylic acid with hydrophobic monomers, such as C -C 30 alkyl esters of meth (acrylic acid), C 4 -C3o-alkyl vinyl ester, C 4 -C 30 - alkyl vinyl ether and hyaluronic acid.
  • anionic polymers are also vinyl acetate-crotonic acid copolymers, such as are commercially available under the names Resyn® (National Starch) and Gafset® (GAF), and vinylpyrrolidone / vinyl acrylate copolymers, available, for example, under the trademark Luviflex® (BASF ).
  • Suitable polymers are the vinyl pyrrolidone / acrylate terpolymer available under the name Luviflex® VBM-35 (BASF) and sodium sulfonate-containing polyamides or sodium sulfonate-containing polyester.
  • the group of polymers suitable for combination with the polymers according to the invention further includes, for example, Balance® CR (National Starch; Acrylate Copolymer), Balance® 0/55 (National Starch; Acrylate Copolymer), Balance® 47 (National Starch; Octylacrylamide / Acrylate / Butylaminoethylmethacrylate) Copolymer), Aquaflex® FX 64 (ISP; isobutylene / ethylmaleimide / hydroxyethylmaleimide copolymer), Aquaflex® SF-40 (ISP / National Starch; VP / Vinyl Caprolactam / DMAPA Acrylate Copolymer), Allianz® LT-120 (ISP / Rohm Ha Acrylate C1-2 succinate / hydroxyacrylate copolymer), Aquarez® HS (Eastman; Polyester-1), Diaformer® Z-400 (Clariant; methacryloylethylbetaine / methacrylate copoly
  • Suitable polymers are cationic polymers with the designation Polyquaternium according to INCI, for example copolymers of vinylpyrrolidone / N-vinylimidazolium salts (Luviquat® FC, Luviquat® HM, Luviquat® MS, Luviquat® Care), copolymers of N-vinylpyrrolidone / dimethylaminoethylized methacrylate, quaternary with diethyl sulfate (Luviquat® PQ 11), copolymers of N-vinylcaprolactam / N-vinylpyrrolidone / N-vinylimida- zolium salts (Luviquat® Hold); cationic cellulose derivatives (Polyquaternium-4 and - 10), acrylamido copolymers (Polyquaternium-7) and chitosan.
  • Polyquaternium cationic polymers with the designation Polyquaternium according to INCI,
  • Suitable cationic (quaternized) polymers are also Merquat® (polymer based on dimethyldiallylammonium chloride), Gafquat® (quaternary polymers which result from the reaction of polyvinylpyrrolidone with quaternary ammonium compounds), polymer JR (hydroxyethyl cellulose with cationic groups) and cationic polymers based on plants, eg guar polymers, such as the Jaguar® brands from Rhodia.
  • suitable polymers are also neutral polymers, such as polyvinylpyrrolidones, copolymers of N-vinylpyrrolidone and vinyl acetate and / or vinyl propionate, polysiloxanes, polyvinylcaprolactam and other copolymers with N-vinylpyrrolidone, polyethyleneimines and their salts, polyvinylamines and their salts, polyaspartic derivatives, cellulose derivatives derivatives.
  • neutral polymers such as polyvinylpyrrolidones, copolymers of N-vinylpyrrolidone and vinyl acetate and / or vinyl propionate, polysiloxanes, polyvinylcaprolactam and other copolymers with N-vinylpyrrolidone, polyethyleneimines and their salts, polyvinylamines and their salts, polyaspartic derivatives, cellulose derivatives derivatives.
  • Luviflex® Swing partially saponified copolymer of polyviny
  • Suitable polymers are also nonionic, water-soluble or water-dispersible polymers or oligomers, such as polyvinyl caprolactam, e.g. Luviskol® Plus (BASF), or polyvinylpyrrolidone and their copolymers, in particular with vinyl esters, such as vinyl acetate, e.g. Luviskol® VA 37 (BASF); Polyamides, e.g. based on itaconic acid and aliphatic diamines, e.g. are described in DE-A-43 33 238.
  • Suitable polymers are also amphoteric or zwitterionic polymers, such as the octylacrylamide methyl methacrylate / tert-butylaminoethyl methacrylate / 2-hydroxypropyl methacrylate copolymers available under the names Amphomer® (National Starch), and zwitterionic polymers, as described, for example, in German patent applications DE 39 29 973, DE 21 50 557, DE 28 17 369 and DE 37 08 451 are disclosed.
  • Acrylamidopropyltrimethylammonium chloride Acrylic acid or methacrylic acid copolymers and their alkali and ammonium salts are preferred zwitterionic polymers.
  • zwitterionic polymers are methacroylethylbetaine / methacrylate copolymers, which are commercially available under the name Amersette® (AMERCHOL), and copolymers of hydroxyethyl methacrylate, methyl methacrylate, N, N-dimethylaminoethyl methacrylate and acrylic acid (Jordapon®).
  • Suitable polymers are also non-ionic, siloxane-containing, water-soluble or - dispersible polymers, e.g. Polyether siloxanes, such as Tegopren® (from Goldschmidt) or Belsil® (from Wacker).
  • the formulation base of pharmaceutical agents according to the invention preferably contains pharmaceutically acceptable auxiliaries.
  • the excipients known to be usable in the field of pharmacy, food technology and adjacent areas are pharmaceutically acceptable, in particular the excipients listed in relevant pharmacopoeias (e.g. DAB Ph. Eur. BP NF) and other excipients, the properties of which do not conflict with physiological application.
  • Suitable auxiliaries can be: lubricants, wetting agents, emulsifying and suspending agents, preserving agents, antioxidants, anti-irritants, chelating agents, emulsion stabilizers, film formers, gelling agents, odor masking agents, resins, hydrocolloids, solvents, solubilizers, neutralizing agents, permeation compounds, accelerators, ammonium, pigments Refatting and overfatting agents, ointment, cream or oil base materials, silicone derivatives, stabilizers, sterilants, blowing agents, drying agents, opacifiers, thickeners, waxes, plasticizers, white oils.
  • a design in this regard is based on professional knowledge, such as those shown in Fiedler, HP Lexikon der Hilfsstoff für Pharmazie, Kosmetik und neighboring areas, 4th edition, Aulendorf: ECV-Editio-Kantor-Verlag, 1996.
  • the active ingredients can be mixed or diluted with a suitable excipient.
  • Excipients can be solid, semi-solid or liquid materials that can serve as vehicles, carriers or media for the active ingredient.
  • further auxiliaries are admixed in the manner known to the person skilled in the art.
  • the polymers I) are furthermore suitable as auxiliaries in pharmacy, preferably as or in coating compositions or binders for solid pharmaceutical forms. They can also be used in creams and as tablet coatings and tablet binders.
  • the agents according to the invention are a skin cleanser.
  • Preferred skin cleansers are soaps with a liquid to gel-like consistency, such as transparent soaps, luxury soaps, deodorant soaps, cream soaps, baby soaps, skin protection soaps, abrasive soaps and syndets, paste-like soaps, soft soaps and washing pastes, liquid washing, showering and bathing preparations, such as washing lotions, shower baths and gels , Bubble baths, oil baths and scrub preparations, shaving foams, lotions and creams.
  • a liquid to gel-like consistency such as transparent soaps, luxury soaps, deodorant soaps, cream soaps, baby soaps, skin protection soaps, abrasive soaps and syndets, paste-like soaps, soft soaps and washing pastes, liquid washing, showering and bathing preparations, such as washing lotions, shower baths and gels , Bubble baths, oil baths and scrub preparations, shaving foams, lotions and creams.
  • the agents according to the invention are cosmetic agents for the care and protection of the skin, nail care agents or preparations for decorative cosmetics.
  • Suitable skin cosmetic agents are e.g. Facial lotions, face masks, deodorants and other cosmetic lotions.
  • Agents for use in decorative cosmetics include, for example, concealers, theater paints, mascara and eye shadows, lipsticks, eyeliner pencils, eyeliners, blushers, powders and eyebrow pencils.
  • the polymers I) can be used in nose strips for pore cleaning, in anti-acne agents, repellents, shaving agents, hair removal agents, intimate hygiene products, foot care products and in baby care.
  • the skin care products according to the invention are in particular W / O or O / W skin creams, day and night creams, eye creams, face creams, anti-wrinkle creams, moisturizing creams, bleaching creams, vitamin creams, skin lotions, care lotions and moisturizing lotions.
  • the polymers can contribute, among other things, to moisturizing and conditioning the skin and to improving the feeling on the skin.
  • the polymers can also act as thickeners in the formulations. By adding the polymers according to the invention, a considerable improvement in skin tolerance can be achieved in certain formulations.
  • Skin cosmetic and dermatological agents preferably contain at least one copolymer I) in a proportion of approximately 0.001 to 30% by weight, preferably 0.01 to 20% by weight, very particularly preferably 0.1 to 12% by weight, based on the total weight of the agent.
  • Light stabilizers based on copolymers I) in particular have the property of increasing the residence time of the UV-absorbing ingredients compared to conventional auxiliaries such as polyvinylpyrrolidone.
  • the agents according to the invention can be in a form suitable for skin care, such as applied as a cream, foam, gel, stick, mousse, milk, spray (pump spray or spray containing blowing agent) or lotion.
  • the skin cosmetic preparations can also contain other active ingredients and auxiliaries customary in skin cosmetics, as described above. These preferably include emulsifiers, preservatives, perfume oils, cosmetic active ingredients such as phytantriol, vitamins A, E and C, retinol, bisabolol, panthenol, light stabilizers, bleaches, colorants, tinting agents, tanning agents, collagen, protein hydrolyzates, stabilizers, pH regulators, dyes , Salts, thickeners, gelling agents, consistency enhancers, silicones, humectants, refatting agents and other common additives.
  • active ingredients and auxiliaries customary in skin cosmetics as described above. These preferably include emulsifiers, preservatives, perfume oils, cosmetic active ingredients such as phytantriol, vitamins A, E and C, retinol, bisabolol, panthenol, light stabilizers, bleaches, colorants, tinting agents, tanning agents, collagen, protein hydrolyz
  • Preferred oil and fat components of the skin cosmetic and dermatological agents are the aforementioned mineral and synthetic oils, such as paraffins, silicone oils and aliphatic hydrocarbons with more than 8 carbon atoms, animal and vegetable oils, such as sunflower oil, coconut oil, avocado oil, olive oil, lanolin , or waxes, fatty acids, fatty acid esters, such as triglycerides of C 6 -C 3 o-fatty acids, wax esters, such as jojoba oil, fatty alcohols, petroleum jelly, hydrogenated lanolin and acetylated lanolin, and mixtures thereof.
  • mineral and synthetic oils such as paraffins, silicone oils and aliphatic hydrocarbons with more than 8 carbon atoms
  • animal and vegetable oils such as sunflower oil, coconut oil, avocado oil, olive oil, lanolin , or waxes
  • fatty acids such as triglycerides of C 6 -C 3 o-fatty acids
  • wax esters such as jojoba oil, fatty alcohols, petroleum jelly
  • the polymers according to the invention can also be mixed with conventional polymers if special properties are to be set.
  • the skin cosmetic and dermatological preparations can additionally contain conditioning substances based on silicone compounds in order to adjust certain properties, such as, for example, improving the feel, the spreading behavior, the water resistance and / or the binding of active ingredients and auxiliaries, such as pigments.
  • Suitable silicone compounds are, for example, polyalkylsiloxanes, polyarylsiloxanes, polyarylalkylsiloxanes, polyether siloxanes or silicone resins.
  • the cosmetic or dermatological preparations are produced by customary methods known to the person skilled in the art.
  • the cosmetic and dermatological agents are preferably in the form of emulsions, in particular in the form of water-in-oil (W / O) or oil-in-water (O / W) emulsions.
  • W / O water-in-oil
  • O / W oil-in-water
  • Emulsions are prepared by known methods.
  • the emulsions generally contain customary constituents, such as fatty alcohols, fatty acid esters and in particular fatty acid triglycerides, fatty acids, lanolin and derivatives thereof, natural or synthetic oils or waxes and emulsifiers in the presence of water.
  • customary constituents such as fatty alcohols, fatty acid esters and in particular fatty acid triglycerides, fatty acids, lanolin and derivatives thereof, natural or synthetic oils or waxes and emulsifiers in the presence of water.
  • a suitable emulsion e.g. for a skin cream, etc., generally contains an aqueous phase which is emulsified in an oil or fat phase by means of a suitable emulsifier system.
  • the proportion of the emulsifier system in this type of emulsion is preferably about 4 and 35% by weight, based on the total weight of the emulsion.
  • the proportion of the fat phase is preferably about 20 to 60% by weight.
  • the proportion of the aqueous phase is preferably about 20 and 70%, in each case based on the total weight of the emulsion.
  • the emulsifiers are those which are usually used in this type of emulsion.
  • C 12 -C 8 sorbitan fatty acid esters are selected from: C 12 -C 8 sorbitan fatty acid esters; Esters of hydroxystearic acid and C 2 -C 3 o-fatty alcohols; Mono- and diesters of C 12 -C 18 fatty acids and glycerin or polyglycerin; Condensates of ethylene oxide and propylene glycols; oxypropylenated / oxyethylated C 12 -C 18 fatty alcohols; polycyclic alcohols such as sterols; aliphatic alcohols with a high molecular weight, such as lanolin; Mixtures of oxypropylene / polyglycerolated alcohols and magnesium isostearate; Succinic esters of polyoxyethylenated or polyoxypropylenated fatty alcohols; and mixtures of magnesium, calcium, lithium, zinc or aluminum lanolate and hydrogenated lanolin or lanolin alcohol.
  • Preferred fat components which can be contained in the fat phase of the emulsions are: hydrocarbon oils, such as paraffin oil, purcellin oil, perhydrosqualene and solutions of microcrystalline waxes in these oils; animal or vegetable oils, such as sweet almond oil, avocado oil, calophylum oil, lanolin and derivatives thereof, castor oil, seed oil, olive oil, jojoba oil, karite oil, hoplostethus oil; mineral oils whose distillation begins at atmospheric pressure at approximately 250 ° C.
  • hydrocarbon oils such as paraffin oil, purcellin oil, perhydrosqualene and solutions of microcrystalline waxes in these oils
  • animal or vegetable oils such as sweet almond oil, avocado oil, calophylum oil, lanolin and derivatives thereof, castor oil, seed oil, olive oil, jojoba oil, karite oil, hoplostethus oil
  • mineral oils whose distillation begins at atmospheric pressure at approximately 250 ° C.
  • esters of saturated or unsaturated fatty acids such as alkyl myristates, for example i-propyl, butyl or cetyl myristate, hexadecyl stearate, ethyl or i-propyl palmitate, octanoic or decanoic acid triglycerides and cetyl ricinoleate.
  • the fat phase can also contain silicone oils soluble in other oils, such as dimethylpolysiloxane, methylphenylpolysiloxane and the silicone glycol copolymer, fatty acids and fatty alcohols.
  • waxes can also be used in addition to the polymers I), such as Carnauba wax, candililla wax, beeswax, microcrystalline wax, ozokerite wax and Ca, Mg and Al oleates, myristates, linoleates and stearates.
  • the water-in-oil emulsions are prepared by placing the fat phase and the emulsifier in a batch container. It is heated at a temperature of about 50 to 75 ° C., then the oil-soluble active ingredients and / or auxiliaries are added and, with stirring, water is added which has previously been heated to about the same temperature and where appropriate the water-soluble ingredients solved before. The mixture is stirred until an emulsion of the desired fineness is obtained and then allowed to cool to room temperature, stirring less if necessary.
  • a care emulsion according to the invention can be present as an O / W emulsion.
  • Such an emulsion usually contains an oil phase, emulsifiers which stabilize the oil phase in the water phase and an aqueous phase which is usually present in a thickened state.
  • the aqueous phase of the O / W emulsion of the preparations according to the invention optionally contains:
  • Alcohols, diols or polyols and their ethers preferably ethanol, isopropanol, propylene glycol, glycerin, ethylene glycol monoethyl ether;
  • Common thickeners or gelling agents such as crosslinked polyacrylic acids and their derivatives, polysaccharides such as xanthan gum or alginates, carboxymethyl cellulose or hydroxycarboxymethyl cellulose, fatty alcohols, polyvinyl alcohol and polyvinyl pyrrolidone.
  • the oil phase contains common oil components in cosmetics, such as:
  • Esters of saturated and / or unsaturated, branched and / or unbranched C 3 -C 30 alkane carboxylic acids and saturated and / or unsaturated, branched and / or unbranched C 3 -C 30 alcohols from aromatic carboxylic acids and saturated and / or unsaturated, branched and / or unbranched C 3 -C 3 alcohols, for example isopropyl myristate, isopropyl stearate, hexyl decyl stearate, oleyl oleate; also synthetic, semi-synthetic and natural mixtures of such esters as jojoba oil;
  • Silicone oils such as cyclomethicone, dimethylpolysiloxane, diethylpolysiloxane, octa-methylcyclotetrasiloxane and mixtures thereof;
  • Triglycerides of saturated and / or unsaturated, branched and / or unbranched C 8 -C 24 alkane carboxylic acids can be selected from synthetic, semi-synthetic or natural oils, such as olive oil, palm oil, almond oil or mixtures.
  • Preferred emulsifiers are O / W emulsifiers, such as polyglycerol esters, sorbitan esters or partially esterified glycerides.
  • the agents according to the invention are a shower gel, a shampoo formulation or a bath preparation.
  • Such formulations contain at least one polymer I) and usually anionic surfactants as base surfactants and amphoteric and / or nonionic surfactants as cosurfactants.
  • suitable active substances and / or auxiliary substances are generally selected from lipids, perfume oils, dyes, organic acids, preservatives and antioxidants as well as thickeners / gelling agents, skin conditioners and humectants.
  • formulations preferably contain 2 to 50% by weight, preferably 5 to 40% by weight, particularly preferably 8 to 30% by weight, of surfactants, based on the total weight of the formulation.
  • surfactants based on the total weight of the formulation. All anionic, neutral, amphoteric or cationic surfactants commonly used in personal cleansing agents can be used in the washing, showering and bathing preparations.
  • Suitable anionic surfactants include for example alkyl sulfates, alkylsulfonates, alkylarylsulfonates, alkyl succinates, alkyl sulphosuccinates, N-Alkoylsarkosinate, acyl taurates, acyl isethionates, alkyl phosphates, Alkyletherphospha- te, alkyl ether carboxylates, alpha-olefin sulfonates, especially the alkali metal and alkaline earth metal salts, e.g. Sodium, potassium, magnesium, calcium, and ammonium and
  • the alkyl ether sulfates, alkyl ether phosphates and alkyl ether carboxylates can have between 1 and 10 ethylene oxide or propylene oxide units, preferably 1 to 3 ethylene oxide units in the molecule.
  • Suitable amphoteric surfactants are e.g. Alkylbetaines, alkylamidopropylbetaines, alkylsulfobetaines, alkylglycinates, alkylcarboxyglycinates, alkylamphoacetates or propionates, alkylamphodiacetates or dipropionates.
  • cocodimethylsulfopropylbetaine laurylbetaine, cocamidopropylbetaine or sodium cocamphopropionate can be used.
  • Suitable nonionic surfactants are, for example, the reaction products of aliphatic alcohols or alkylphenols with 6 to 20 carbon atoms in the alkyl chain, which can be linear or branched, with ethylene oxide and / or propylene oxide.
  • the amount of alkylene oxide is about 6 to 60 moles per mole of alcohol.
  • Alkylamine oxides, mono- or dialkylalkanolamides, fatty acid esters of polyethylene glycols, ethoxylated fatty acid amides, alkylpolyglycosides or sorbitan ether esters are also suitable.
  • washing, showering and bathing preparations can contain conventional cationic surfactants, such as e.g. quaternary ammonium compounds, for example cetyltrimethylammonium chloride.
  • conventional cationic surfactants such as e.g. quaternary ammonium compounds, for example cetyltrimethylammonium chloride.
  • customary cationic polymers can also be used, for example copolymers of acrylamide and dimethyldiallylammonium chloride (polyquaternium-7), cationic cellulose derivatives (polyquaternium-4, -10), guar hydroxypropyltrimethylammonium chloride (INCI: hydroxypropyl guar hydroxypropyltrimonium chloride), copolymers Vinylpyrrolidone and quaternized N-vinylimidazole (Polyquaterinium-16, -44, -46), copolymers of N-Vinylpyrrolidone / Dimethylaminoethyl methacrylate, quaternized with diethyl sulfate (Polyquaternium-11) and others.
  • polyquaternium-7 copolymers of acrylamide and dimethyldiallylammonium chloride
  • polyquaternium-4, -10 cationic cellulose derivatives
  • shower gel / shampoo formulations can contain thickeners, such as, for example, table salt, PEG-55, propylene glycol oleate, PEG-120 methylglucose dioleate and others, and also preservatives, other active ingredients and auxiliaries and water.
  • thickeners such as, for example, table salt, PEG-55, propylene glycol oleate, PEG-120 methylglucose dioleate and others, and also preservatives, other active ingredients and auxiliaries and water.
  • the agents according to the invention are a hair treatment agent.
  • Hair treatment compositions according to the invention preferably contain at least one copolymer I) in an amount in the range from about 0.1 to 30% by weight, preferably 0.5 to 20% by weight, based on the total weight of the composition.
  • the hair treatment compositions according to the invention are preferably in the form of a foaming agent, hair mousse, hair gel, shampoos, hair sprays, hair foam, tip fluids, leveling agents for perms, hair dyeing and bleaching agents or "hot oil treatments".
  • the hair cosmetic preparations can be applied as (aerosol) spray, (aerosol) foam, gel, gel spray, cream, lotion or wax.
  • Hair sprays include both aerosol sprays and pump sprays without propellant.
  • Hair foams include both aerosol foams and pump foams without propellant.
  • Hair sprays and hair foams preferably comprise predominantly or exclusively water-soluble or water-dispersible components.
  • the compounds used in the hair sprays and hair foams according to the invention are water-dispersible, they can be used in the form of aqueous microdispersions with particle diameters of usually 1 to 350 nm, preferably 1 to 250 nm.
  • the solids contents of these preparations are usually in a range from about 0.5 to 20% by weight.
  • These microdispersions generally do not require any emulsifiers or surfactants to stabilize them.
  • Alcohol is to be understood to mean all alcohols customary in cosmetics, e.g. Ethanol, isopropanol, n-propanol.
  • constituents are understood to mean the additives customary in cosmetics, for example blowing agents, defoamers, surface-active compounds, ie surfactants, emulsifiers, foaming agents and solubilizers.
  • the surface-active compounds used can be anionic, cationic, amphoteric or neutral.
  • common ingredients can also be, for example, preservatives, perfume oils, Opacifiers, active ingredients, UV filters, care substances such as panthenol, collagen, vitamins, protein hydrolyzates, alpha and beta-hydroxycarboxylic acids, protein hydrolyzates, stabilizers, pH regulators, dyes, viscosity regulators, gelling agents, dyes, salts, humectants, refatting agents, complexing agents and other common additives.
  • preservatives perfume oils, Opacifiers, active ingredients, UV filters, care substances such as panthenol, collagen, vitamins, protein hydrolyzates, alpha and beta-hydroxycarboxylic acids, protein hydrolyzates, stabilizers, pH regulators, dyes, viscosity regulators, gelling agents, dyes, salts, humectants, refatting agents, complexing agents and other common additives.
  • this includes all styling and conditioner polymers known in cosmetics, which can be used in combination with the polymers according to the invention if very special properties are to be set.
  • Suitable conventional hair cosmetic polymers are, for example, the aforementioned cationic, anionic, neutral, nonionic and amphoteric polymers, to which reference is made here.
  • the preparations can also contain conditioning substances based on silicone compounds.
  • Suitable silicone compounds are, for example, polyalkylsiloxanes, polyarylsiloxanes, polyarylalkylsiloxanes, polyether siloxanes, silicone resins or dimethicone copolyols (CTFA) and amino-functional silicone compounds such as amodimethicones (CTFA).
  • the polymers according to the invention are particularly suitable as setting agents in hair styling preparations, in particular hair sprays (aerosol sprays and pump sprays without propellant gas) and hair foams (aerosol foams and pump foams without propellant gas).
  • these preparations contain
  • Blowing agents are the blowing agents commonly used for hair sprays or aerosol foams. Mixtures of propane / butane, pentane, dimethyl ether, 1,1-difluoroethane (HFC-152 a), carbon dioxide, nitrogen or compressed air are preferred.
  • a formulation according to the invention for aerosol hair foams contains
  • emulsifiers usually used in hair foams can be used as emulsifiers.
  • Suitable emulsifiers can be nonionic, cationic or be anionic or amphoteric.
  • nonionic emulsifiers are Laurethe, e.g. Laureth-4; Cetethe, e.g. Cetheth-1, polyethylene glycol cetyl ether; Cetearethe, e.g. Cetheareth-25, polyglycol fatty acid glycerides, hydroxylated lecithin, lactyl esters of fatty acids, alkyl polyglycosides.
  • cationic emulsifiers are cetyldimethyl-2-hydroxyethylammonium dihydrogen phosphate, cetyltrimonium chloride, cetyltrimmonium bromide, cocotrimonium methyl sulfate, quaternium-1 to x (INCI).
  • Anionic emulsifiers can be selected, for example, from the group of alkyl sulfates, alkyl ether sulfates, alkyl sulfonates, alkyl aryl sulfonates, alkyl succinates, alkyl sulfosuccinates, N-alkoyl sarcosinates, acyl taurates, acyl isethionates, alkyl phosphates, alkyl ether phosphates, alkyl ether carboxylates, in particular alkali metal alkali metal sulfates, for example alkali metal alkali metal sulfates, for example alkali metal alkali metal sulfates, for example alkali metal alkali metal sulfates, such as alkali metal alkali metal sulfates, such as alkali metal alkali metal sulfates, such as, Sodium, potassium, magnesium, calcium, as well as
  • a preparation suitable according to the invention for styling gels can be composed, for example, as follows:
  • gel formers customary in cosmetics can be used as gel formers. These include slightly cross-linked polyacrylic acid, e.g. carbomer (INCI), cellulose derivatives, e.g. Hydroxypropyl cellulose, hydroxyethyl cellulose, cationically modified celluloses, polysaccharides, e.g.
  • slightly cross-linked polyacrylic acid e.g. carbomer (INCI)
  • cellulose derivatives e.g. Hydroxypropyl cellulose, hydroxyethyl cellulose, cationically modified celluloses
  • polysaccharides e.g.
  • the polymers according to the invention can be used in cosmetic preparations as conditioning agents.
  • the polymers according to the invention can be used as thickeners in cosmetic preparations.
  • the polymers according to the invention can also be used in shampoo formulations as setting and / or conditioning agents. Polymers with a cationic charge are particularly suitable as conditioning agents.
  • Suitable anionic surfactants are, for example, alkyl sulfates, alkyl ether sulfates, alkyl sulfonates, alkyl aryl sulfonates, alkyl succinates, alkyl sulfosuccinates, N-alkoylsarcosinates, acyl taurates, acyl isethionates, alkyl phosphates, alkyl ether phosphates, alkyl ether carboxylates, alpha-olefin sulfonates, in particular alkali metal sulfonates, in particular alkali metal sulfonates, in particular alkali metal alkali metal salts, in particular alkali metal sulfate alkali metal salts Sodium, potassium, magnesium, calcium, as well as ammonium and triethanolamine salts.
  • sodium lauryl sulfate, ammonium lauryl sulfate, sodium lauryl ether sulfate, ammonium lauryl ether sulfate, sodium lauroyl sarcosinate, sodium oleyl succinate, ammonium lauryl sulfosuccinate, sodium dodecylbenzenesulfonate, triethanolamine deconyl sulfonate are suitable.
  • Suitable amphoteric surfactants are, for example, alkylbetaines, alkylamidopropylbetaines, alkylsulfobetaines, alkylglycinates, alkylcarboxyglycinates, alkylamphoacetates or propionates, alkylamphodiacetates or dipropionates.
  • cocodimethylsulfopropylbetaine laurylbetaine, cocamidopropylbetaine or sodium cocamphopropionate can be used.
  • Suitable nonionic surfactants are, for example, the reaction products of aliphatic alcohols or alkylphenols with 6 to 20 carbon atoms in the alkyl chain, which can be linear or branched, with ethylene oxide and or propylene oxide.
  • the amount of alkylene oxide is about 6 to 60 moles per mole of alcohol.
  • Alkylamine oxides, mono- or dialkylalkanolamides, fatty acid esters of polyethylene glycols, alkylpolyglycosides or sorbitan ether esters are also suitable.
  • the shampoo formulations can contain customary cationic surfactants, such as, for example, quaternary ammonium compounds, for example cetyltrimethylammonium monium chloride.
  • customary conditioning agents can be used in combination with the polymers I) to achieve certain effects.
  • these include, for example, the aforementioned cationic polymers with the name Polyquaternium according to INCI, in particular copolymers of vinylpyrrolidone / N-vinylimidazolium salts (Luviquat® FC, Luviquat® HM, Luviquat® MS, Luviquat® Care), copolymers of N-vinylpyrrolidone / dimethylaminoethyl methacrylate , quaternized with diethyl sulfate (Luviquat® PQ 11), copolymers of N-vinylcaprolactam / N-vinylpyrrolidone / N-vinylimidazolium salts (Luviquat® Hold); cationic cellulose derivatives (Polyquaternium-4 and -10), acrylamide copolymers (Polyquaternium-7).
  • Protein hydrolyzates can also be used, and conditioning substances based on silicone compounds, for example polyalkylsiloxanes, polyarylsiloxanes, polyarylalkylsiloxanes, polyether siloxanes or silicone resins.
  • silicone compounds for example polyalkylsiloxanes, polyarylsiloxanes, polyarylalkylsiloxanes, polyether siloxanes or silicone resins.
  • Other suitable silicone compounds are dimethicone copolyols (CTFA) and amino-functional silicone compounds such as amodimethicone (CTFA).
  • Cationic guar derivatives such as guar hydroxypropyltrimonium chloride (INCI) can also be used.
  • Example 6 The procedure was analogous to Example 6, but 80 g of an ethylene diamine / ethylene oxide / propylene oxide block copolymer with an ethylene oxide content of 60 mol% and an average molecular weight Mn of 6,000 were used. A solution with a K value of 24.3 and a solids content of 41.5% by weight was obtained.
  • Example 2 The procedure was analogous to Example 2, but 40 g of a polypropylene glycol with an average molecular weight Mn of about 2,000 and 40 g of water, a mixture of 180 g of vinyl pyrrolidone, 180 g of vinyl imidazole and 3.6 g of mercaptoethanol and 4.5 g of tert-butyl perpivalate in 60 g of isopropanol and a further 1.8 g of tert-butyl perpivalate in 8 g of isopropanol (repeated twice). A solution with a K value of 23.5 and a solids content of 40.9% by weight was obtained.
  • Example 14 In a reactor with nitrogen supply, reflux condenser, stirrer and metering device, 124.6 g of benzyl chloride were added to 340.7 g of the product from Example 12 in the course of 1.5 hours with the supply of nitrogen at 40 ° C. The mixture was then stirred at 70 ° C for a further 2 h. A solution with a K value (in 0.5 molar NaCl solution) of 21.5 was obtained.
  • the mixture was then stirred at 85 ° C for 1 h. After cooling to an internal temperature of 60.degree. C., 2.29 g of tert-butyl hydroperoxide were added in one portion and then 1.60 g of sodium disulfite in 50 g of water were added continuously over 4.5 hours. After stirring for one hour at 60 ° C., the reaction mixture was heated to 100 ° C. and steam distillation (1 h) was carried out. A solution with a K value of 43.2 and a solids content of 31.6% by weight was obtained.
  • phase A and phase B separately to 80 ° C. Then mix phase B in phase A with a stirrer. Allow everything to cool to 40 ° C and add phase C and phase D. Homogenize repeatedly.
  • phase A with butylene glycol add to phase B and mix well.
  • Warm phase AB to 75 ° C.
  • Powder phase C feedstocks add to phase AB and homogenize well.
  • Mix feed materials from phase D heat to 80 ° C and add to phase ABC. Mix for a while until everything is homogeneous. Transfer everything to a vessel with a propeller mixer.
  • Mix feed materials from phase E add to phase ABCD and mix well.
  • Premix phase B Mix phase B into phase A with a propeller mixer, allowing the thickener to swell.
  • phase A feedstocks Use a propeller mixer to mix the phase A feedstocks in the order given. Then add phase B to phase A. Stir slowly until everything is homogeneous. Homogenize phase C well until the pigments are well distributed. Add phase C and phase D to phase AB and mix well.
  • Preparation Mix the components of phase A. Allow phase B to swell and stir into phase A with homogenization. Neutralize with phase C and homogenize again.
  • Example 7 Sun protection emulsion with TiO 2 and ZnO 2
  • Example 12 Facial toner for dry and sensitive skin
  • Example 15 Face cleansing milk type O / W
  • Example 17 Peeling cream, type O / W
  • cetearyl alcohol sodium cetearyl sulfate 6.00 cetearyl octanoate 6.00 mineral oil
  • Bottling 90 parts of active substance and 10 parts of propane / butane mixture 25:75.
  • phase A Mix the components of phase A. Stir phase B into phase A while homogenizing, briefly post-homogenize. Neutralize with phase C and homogenize again.
  • Poloxamer 407 0.5 polymer 1 - 17 52.30 dist. water
  • Example 24 Skin care cream, type O / W
  • Example 25 Skin care cream, type W / O
  • phase A Mix the components of phase A. Add the components of phase B one after the other and mix. Set the pH to 6-7.
  • phase A Warm phase A to 80 ° C. Solve phase A clearly. Incorporate phase B and homogenize. Add phase C, heat to 80 ° C, melt and homogenize. Cool with stirring to approx. 40 ° C, add phase D and briefly homogenize. 90% active ingredient solution: fill 10% propane / butane at 3.5 bar (20 ° C).
  • Preparation Mix phase A. Add and dissolve the components of phase B one after the other. Fill with phase C.

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Abstract

La présente invention concerne un produit cosmétique qui contient au moins un polymère pouvant être obtenu par polymérisation radicalaire de composés a,ß-éthyléniquement insaturés, qui présentent chacun au moins un hétérocycle azoté, en présence d'une base de greffe polymère. Cette invention concerne également l'utilisation desdits polymères.
PCT/EP2004/005203 2003-05-16 2004-05-14 Produit cosmetique contenant au moins un polymere a base de monomeres presentant des heterocycles azotes WO2004100910A1 (fr)

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Cited By (5)

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WO2005063172A2 (fr) * 2005-03-24 2005-07-14 Beiersdorf Ag Preparation tensioactive a endommagement enzymatique reduit
WO2005112879A1 (fr) * 2004-05-13 2005-12-01 Unilever Plc Compositions anti-transpirantes ou déodorantes
WO2007080411A1 (fr) * 2006-01-16 2007-07-19 Reckitt Benckiser (Uk) Limited Composition, son processus de preparation et son procede d'utilisation
FR2952535A1 (fr) * 2009-11-16 2011-05-20 Oreal Composition cosmetique comprenant, en solution ou dispersion, un polymere dibloc lineaire, et procede de traitement cosmetique
US8247507B2 (en) 2006-09-21 2012-08-21 Basf Se Cationic polymers as thickeners for aqueous and alcoholic compositions

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2800986T3 (es) * 2011-06-20 2021-01-07 Oreal Uso cosmético de un polímero floculante como antitranspirante
FR2976485B1 (fr) * 2011-06-20 2013-10-11 Oreal Utilisation comme agent anti-transpirant d'un polymere hydrodispersible floculant comportant des groupements amines non quaternises
FR2976484B1 (fr) * 2011-06-20 2013-10-11 Oreal Utilisation comme agent anti-transpirant d'un polymere floculant comportant en chaine laterale des groupements pyridines non quaternises

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US4048301A (en) * 1975-05-28 1977-09-13 L'oreal Shampoo composition containing a detergent and a graft cationic copolymer
US4904408A (en) * 1987-04-03 1990-02-27 Alexander Kud Use of graft polymers based on polyalkylene oxides as grayness inhibitors in the wash and aftertreatment of textile material containing synthetic fibers
DE10036713A1 (de) * 1999-07-30 2001-05-17 Nippon Catalytic Chem Ind Pfropfpolymer, Verfahren zu seiner Herstellung sowie seine Verwendung
WO2003042264A2 (fr) * 2001-11-16 2003-05-22 Basf Aktiengesellschaft Polymeres greffes dont les chaines laterales comprennent des heterocycles azotes

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4048301A (en) * 1975-05-28 1977-09-13 L'oreal Shampoo composition containing a detergent and a graft cationic copolymer
US4904408A (en) * 1987-04-03 1990-02-27 Alexander Kud Use of graft polymers based on polyalkylene oxides as grayness inhibitors in the wash and aftertreatment of textile material containing synthetic fibers
DE10036713A1 (de) * 1999-07-30 2001-05-17 Nippon Catalytic Chem Ind Pfropfpolymer, Verfahren zu seiner Herstellung sowie seine Verwendung
WO2003042264A2 (fr) * 2001-11-16 2003-05-22 Basf Aktiengesellschaft Polymeres greffes dont les chaines laterales comprennent des heterocycles azotes

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005112879A1 (fr) * 2004-05-13 2005-12-01 Unilever Plc Compositions anti-transpirantes ou déodorantes
WO2005063172A2 (fr) * 2005-03-24 2005-07-14 Beiersdorf Ag Preparation tensioactive a endommagement enzymatique reduit
WO2005063172A3 (fr) * 2005-03-24 2006-02-09 Beiersdorf Ag Preparation tensioactive a endommagement enzymatique reduit
WO2007080411A1 (fr) * 2006-01-16 2007-07-19 Reckitt Benckiser (Uk) Limited Composition, son processus de preparation et son procede d'utilisation
AU2007204237B2 (en) * 2006-01-16 2013-08-01 Reckitt Benckiser (Uk) Limited Composition, process for preparation and method of use
US9498652B2 (en) * 2006-01-16 2016-11-22 Reckitt Benckiser (Uk) Limited Composition, process for preparation and method of use
US8247507B2 (en) 2006-09-21 2012-08-21 Basf Se Cationic polymers as thickeners for aqueous and alcoholic compositions
FR2952535A1 (fr) * 2009-11-16 2011-05-20 Oreal Composition cosmetique comprenant, en solution ou dispersion, un polymere dibloc lineaire, et procede de traitement cosmetique

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