WO2007101492A1 - Agents cosmétiques contenant de la purine et/ou des dérivés i de purine - Google Patents

Agents cosmétiques contenant de la purine et/ou des dérivés i de purine Download PDF

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Publication number
WO2007101492A1
WO2007101492A1 PCT/EP2007/000078 EP2007000078W WO2007101492A1 WO 2007101492 A1 WO2007101492 A1 WO 2007101492A1 EP 2007000078 W EP2007000078 W EP 2007000078W WO 2007101492 A1 WO2007101492 A1 WO 2007101492A1
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group
mono
acid
branched
saturated
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PCT/EP2007/000078
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German (de)
English (en)
Inventor
Dieter Goddinger
Jens Delowsky
Erik Schulze Zur Wiesche
Elisabeth Poppe
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Henkel Ag & Co. Kgaa
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Priority to EP07700191A priority Critical patent/EP1996150A1/fr
Publication of WO2007101492A1 publication Critical patent/WO2007101492A1/fr

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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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4953—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom containing pyrimidine ring derivatives, e.g. minoxidil
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/008—Preparations for oily skin
    • 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
    • A61Q5/008—Preparations for oily hair

Definitions

  • the present invention relates to cosmetic compositions, i. Cosmetic or dermatological compositions for use on the skin, in particular human skin, and for use on keratin fibers, in particular human hair, and their use.
  • compositions of the invention are cosmetic agents. While previously differentiated between means for caring for the human body and beautifying its appearance for "personal care products” and “decorative cosmetics”, these products are collectively defined today as “cosmetic compositions” or cosmetic compositions.
  • the cosmetic products are substances or preparations made of substances for the cleaning or care of dentures same.
  • Cosmetic products are not substances or preparations of substances intended to influence body shape. " Depending on the field of application, therefore, a distinction is made between a wide range of cosmetic products, for example for skin care (bath preparations, skin washing and cleaning agents, skin care products, ocular cosmetics, lip care products, nail care products, personal care products, foot care products), those having a specific action (light stabilizers, skin tanning agents, depigmenting agents, deodorants, Antihidrotika, depilatories, shaving, fragrance), such as tooth & uid. Oral care (dentifrice and oral hygiene products, dentifrices, denture adhesives) and those for hair care (shampoos, hair care products, hair hardening agents, hair shaping agents, color change agents).
  • skin care bath preparations, skin washing and cleaning agents, skin care products, ocular cosmetics, lip care products, nail care products, personal care products, foot care products
  • those having a specific action light stabilizers, skin tanning agents, depigmenting agents, deodor
  • Cosmetic compositions according to the present invention are therefore selected, for example, from the group of shower gels, shower baths, dentifrices, mouthwashes, hair shampoos, hair conditioners, conditioning shampoos, hair sprays, hair rinses, hair treatments, hair wraps, hair tonics, perming solutions, hair dye shampoos, hair dyes, Hair fixatives, hair dressings, hair styling preparations, hair lotions, mousses, hair gels, hair waxes or combinations thereof.
  • ingredients that give the preparations further benefits be it from an application point of view, from a manufacturing point of view or from the consumer's point of view, for example, develops an improved subjective sensibility to the cosmetic product due to certain ingredients.
  • the focus of the performance of an ingredient may also vary depending on the cosmetic agent.
  • one and the same substance in a shampoo or conditioner can provide nourishing properties for the treated hair, while in a hair dye it also reduces the color of the scalp or compensates for the sometimes aggressive effect of the colorant.
  • cosmetic compositions which - based on their weight - a) 0.0005 to 5 wt .-% purine and / or purine derivative (s) and b) 0.01 to 5 wt .-% of one or more amino acid (s).
  • the agents according to the invention contain purine and / or derivative (s) of purine.
  • Purine (7H-imidazo [4,5-d] pyrimidine) does not occur freely in nature, but forms the main body of the purines.
  • Purines are a group of important compounds naturally involved in human, animal, plant and microbial metabolic processes which are different from the parent by substitution with OH, NH 2 , SH at the 2-, 6-, and 8-positions and / or with CH 3 in 1-, 3-, 7-position derived.
  • Purine can be prepared, for example, from aminoacetonitrile and formamide.
  • Purines and purine derivatives are often isolated from natural products, but are also synthetically accessible in many ways.
  • Preferred agents according to the invention contain purine and / or purine derivatives in narrower quantitative ranges.
  • inventively preferred cosmetic agents characterized in that they - based on their weight - 0.001 to 2.5 wt .-%, preferably 0.0025 to 1 wt .-%, particularly preferably 0.005 to 0.5 wt .-% and in particular from 0.01 to 0.1% by weight of purine (s) and / or purine derivative (s).
  • compositions are particularly preferred according to the invention.
  • Cosmetic agents preferred according to the invention are characterized in that they contain purine and / or purine derivative (s) of the formula (I)
  • radicals R 1 , R 2 and R 3 are independently selected from -H, - OH, -NH 2 , -SH and the radicals R 4 , R 5 and R 6 are independently selected from -H, -CH 3 and -CH 2 - CH 3 , where the following compounds are preferred:
  • Caffeine has proved particularly useful in hair cosmetic formulations, for example in shampoos preferably in amounts of from 0.005 to 0.25% by weight, more preferably from 0.01 to 0.1% by weight and in particular from 0.01 to 0, 05 wt .-% (in each case based on the shampoo) can be used.
  • the agents according to the invention contain one or more amino acids.
  • Particularly preferred amino acids which can be used according to the invention are from the group glycine, alanine, valine, leucine, isoleucine, phenylalanine, tyrosine, tryptophan, proline, aspartic acid, glutamic acid, asparagine, glutamine, serine, threonine, cysteine, methionine, lysine, arginine, histidine, ⁇ Alanine, 4-aminobutyric acid (GABA), betaine, L-cystine (L-Cyss), L-carnitine, L-citrulline, L-theanine, 3 ', 4'-dihydroxy-L-phenylalanine (L-dopa), 5'-hydroxy-L-tryptophan, L-homocysteine, S-methyl-L-methionine, S-allyl-L-cysteine-s
  • Preferred agents according to the invention contain one or more amino acids in narrower quantitative ranges.
  • preferred cosmetic compositions according to the invention are characterized in that they are 0.02 to 2.5 wt .-%, preferably 0.05 to 1, 5 wt .-%, particularly preferably 0.075 to 1 wt .-% and in particular 0.1 to 0.25% by weight of amino acid (s), preferably from the group of glycine and / or alanine and / or valine and / or lysine and / or leucine and / or threonine.
  • Particularly preferred agents according to the invention contain, based on their weight, 0.005 to 0.015% by weight of caffeine and 0.1 to 0.25% by weight of glycine, 0.005 to 0.015% by weight of caffeine and 0.1 to 0.25% by weight. % Alanine,
  • the agents according to the invention may contain from 0.01 to 10% by weight of at least one polymer from the group of cationic and / or amphoteric polymers.
  • Cationic or amphoteric polymers are to be understood as meaning polymers which have a group in the main and / or side chain which may be “temporary” or “permanent” cationic.
  • "permanently cationic” refers to those polymers which regardless of the pH of the agent have a cationic group. These are usually polymers containing a quaternary nitrogen atom, for example in the form of an ammonium group.
  • Preferred cationic groups are quaternary ammonium groups.
  • those polymers in which the quaternary ammonium group is bonded via a C 1-4 hydrocarbon group to a polymer main chain constructed from acrylic acid, methacrylic acid or derivatives thereof have proven to be particularly suitable.
  • the agents according to the invention can also contain amphoteric polymers. These additionally have at least one negatively charged group in the molecule and are also referred to as zwitterionic polymers.
  • agents according to the invention are preferred which, based on their weight, are from 0.05 to 7.5% by weight, preferably from 0.1 to 5% by weight, more preferably from 0.2 to 3.5% by weight and in particular from 0.25 to 2.5% by weight of amphoteric polymer (s).
  • agents contain amphoteric polymers or not
  • further preferred agents according to the invention are characterized in that they contain, based on their weight, from 0.05 to 7.5% by weight, preferably from 0.1 to 5% by weight. -%, particularly preferably 0.2 to 3.5 wt .-% and in particular 0.25 to 2.5 wt .-% cationic (s) polymer (s) included.
  • R 1 -H or -CH 3
  • R 2 , R 3 and R 4 are independently selected from C 1-4 -alkyl, -alkenyl or -hydroxyalkyl groups
  • m 1, 2, 3 or 4
  • n is a natural number
  • X- is a physiologically acceptable organic or inorganic anion
  • copolymers consisting essentially of the monomer units listed in formula (G 1-1) and nonionic monomer units, are particularly preferred cationic polymers.
  • R 1 is a methyl group
  • R 2 , R 3 and R 4 are methyl groups m has the value 2.
  • Suitable physiologically tolerated counterions X " are, for example, halide ions, sulfate ions, phosphate ions, methosulfate ions and organic ions such as lactate, citrate, tartrate and acetate ions, preference being given to halide ions, in particular chloride.
  • a particularly suitable homopolymer is the optionally crosslinked, poly (methacryloyloxyethyltrimethylammonium chloride) with the INCI name Polyquaternium 37.
  • Such products are obtainable, for example, under the names Rheocare ® CTH (Cosmetic Rheologies) and Synthalen ® CR (Ethnichem) commercially.
  • the crosslinking can be carried out with the aid of poly olefinically unsaturated compounds, for example divinylbenzene, tetraallyloxyethane, methylenebisacrylamide, diallyl ether, polyallylpolyglyceryl ethers, or allyl ethers of sugars or sugar derivatives such as erythritol, pentaerythritol, arabitol, mannitol, sorbitol, sucrose or glucose.
  • Methylenebisacrylamide is a preferred crosslinking agent.
  • the homopolymer is preferably used in the form of a nonaqueous polymer dispersion which should not have a polymer content of less than 30% by weight.
  • Such polymer dispersions are available under the names Salcare ® SC 95 (about 50% polymer content, additional components: mineral oil (INCI name: Mineral Oil) and tridecyl-polyoxypropylene-polyoxyethylene-ether (INCI name: PPG-1 trideceth-6) ) and Salcare ® SC 96 (about 50% polymer content, additional components: mixture of diesters of propylene glycol with a mixture of caprylic and capric acid (INCI name: propylene glycol Dicaprylate / Dicaprate) and tridecyl polyoxypropylene-polyoxyethylene-ether (INCI Designation: PPG-1-trideceth-6)) are commercially available.
  • Copolymers with monomer units of the formula (G1-I) contain, as nonionic monomer units, preferably acrylamide, methacrylamide, acrylic acid C 1-4 alkyl esters and methacrylic acid C 1-4 alkyl esters. Among these nonionic monomers, the acrylamide is particularly preferred. These copolymers can also be crosslinked, as described above in the case of the homopolymers. A copolymer preferred according to the invention is the crosslinked acrylamide-methacryloyloxyethyltrimethylammonium chloride copolymer. Such copolymers in which the monomers are present in a weight ratio of about 20:80, commercially available as about 50% non-aqueous polymer dispersion under the name Salcare ® SC 92nd
  • cationic polymers are, for example - Quaternized cellulose derivatives, such as those under the names Celquat ® and Polymer JR ® commercially available.
  • the compounds Celquat ® H 100, Celquat ® L 200 and Polymer JR ® 400 are preferred quaternized cellulose derivatives, cationic alkyl polyglycosides according to DE-PS 44 13 686, cationized honey, for example the commercial product Honeyquat ® 50, cationic guar derivatives, such as in particular the products sold under the trade name Cosmedia guar ® and Jaguar ® products, polymeric dimethyldiallylammonium salts and their copolymers with esters and amides of acrylic acid and methacrylic acid.
  • Such compounds are sold under the names Gafquat ® 734 and Gafquat ® 755 commercially,
  • Vinylpyrrolidone-vinyl imidazolium copolymers such as those offered under the names Luviquat ® FC 370, FC 550, FC 905 and HM 552, quaternized polyvinyl alcohol, as well as those known under the designations Polyquaternium 2, Polyquaternium 17, Polyquaternium 18 and Polyquaternium 27 polymers with quaternary Nitrogen atoms in the polymer backbone.
  • copolymers of vinylpyrrolidone such as the commercial products Copolymer 845 (manufactured by ISP), Gaffix ® VC 713 (manufactured by ISP), Gafquat ® ASCP 1011, Gafquat ® HS 110, Luviquat ® 8155 and Luviquat ® MS 370 available are.
  • Cationic protein hydrolysates may also be used as cationic polymers, preferred agents being one or more cationic protein hydrolyzates from the group Cocodimonium Hydroxypropyl Hydrolyzed Collagen, Cocodimonium Hydroxypropyl Hydrolyzed Casein, Cocodimonium Hydroxypropyl Hydrolyzed Collagen, Cocodimonium Hydroxypropyl Hydrolyzed Hair Keratin, Cocodimonium Hydroxypropyl Hydrolyzed Keratin, Cocodimonium Hydroxypropyl Hydrolyzed Rice Protein, Cocodimonium Hydroxypropyl Hydrolyzed Soy Protein, Cocodimonium Hydroxypropyl Hydrolyzed Wheat Protein, Hydroxypropyl Arginine Lauryl / Myristyl Ether HCl, Hydroxypropyltrimonium Gelatin, Hydroxypropyltrimonium Hydrolyzed Casein, Hydroxypropyltrimium Hydrolyzed Collagen, Hydroxypropyltrimonium Hydrolyzed Con
  • cosmetic agents according to the invention are preferred which, based on their weight, contain 0.05 to 7.5% by weight, preferably 0.1 to 5% by weight, particularly preferably 0.2 to 3.5% by weight. and in particular from 0.25 to 2.5% by weight of cationic polymer (s), preferred cationic polymer (s) being selected from a. Poly (methacryloyloxyethyltrimethylammonium chloride) (INCI: Polyquaternium-37) and / or; b. quaternized cellulose derivatives (INCI: Polyquaternium 10) and / or c. cationic alkylpolyglycosides and / or d. cationised honey and / or e.
  • cationic polymer s
  • preferred cationic polymer (s) being selected from a. Poly (methacryloyloxyethyltrimethylammonium chloride) (INCI: Polyquaternium-37) and / or; b. quaternized cellulose derivatives (IN
  • cationic guar derivatives and / or f. polymeric dimethyldiallylammonium salts and their copolymers with esters and amides of acrylic acid and methacrylic acid and / or g. Copolymers of vinylpyrrolidone with quaternized derivatives of dialkylaminoalkyl acrylate and methacrylate and / or h. Vinylpyrrolidone-Vinylimidazoliummethochlorid copolymers and / or i. quaternized polyvinyl alcohol and / or j. Polyquaternium 2 and / or k. Polyquaternium-7 and / or
  • the agents of the invention may contain amphoteric polymers.
  • amphoteric polymers preferably usable amphoteric polymers are composed essentially together
  • R 1 -CH CR 2 -CO-Z- (C n H 2n ) -N ( + ) R 3 R 4 R 5 A 1 ( Z " ')
  • R 1 and R 2 independently of one another are hydrogen or a methyl group and R ⁇ , R 4 and R ⁇ independently represent alkyl groups having 1 to 4 carbon atoms, Z is an NH group or an oxygen atom, n is an integer of 2 to 5 and A * 'is the anion of an organic or inorganic acid
  • R 6 and R 7 are independently hydrogen or methyl groups.
  • Suitable starting monomers are, for. Dimethylaminoethylacrylamide, dimethylaminoethylmethacrylamide, dimethylaminopropylacrylamide,
  • the monomers containing a tertiary amino group are then quaternized in a known manner, methyl chloride, dimethyl sulfate or diethyl sulfate being particularly suitable as alkylating reagents.
  • the quaternization reaction can be carried out in aqueous solution or in the solvent.
  • the acrylamidopropyltrimethylammonium chloride is a most preferred monomer of formula (Z-I).
  • Suitable monomeric carboxylic acids of the formula (Z-II) are acrylic acid, methacrylic acid, crotonic acid and 2-methylcrotonic acid. Preference is given to using acrylic or methacrylic acid, in particular acrylic acid.
  • the zwitterionic polymers which can be used according to the invention are prepared from monomers of the formulas (Z-I) and (Z-II) by polymerization processes known per se.
  • the polymerization can be carried out either in aqueous or aqueous-alcoholic solution.
  • the alcohols used are alcohols having 1 to 4 carbon atoms, preferably isopropanol, which simultaneously serve as polymerization regulators.
  • other components than regulators may also be added to the monomer solution, eg.
  • formic acid or mercaptans such as thioethanol and thioglycolic acid.
  • the initiation of the polymerization takes place with the aid of free-radical-forming substances.
  • redox systems and / or thermally decomposing radical formers of the azo compound type such.
  • azoisobutyronitrile azo-bis (cyanopentanoic) or azo-bis (amidinopropane) dihydrochloride
  • redox systems are z. B. combinations of hydrogen peroxide, potassium or ammonium peroxodisulfate and tertiary butyl hydroperoxide with sodium sulfite, sodium dithionite or hydroxylamine hydrochloride as a reduction component.
  • the polymerization can be carried out isothermally or under adiabatic conditions, depending on the concentration ratios by the heat of polymerization released, the temperature range for the course of the reaction between 20 and 200 ° C may vary, and the reaction may be carried out under the autogenous pressure.
  • the reaction temperature is between 20 and 100 0 C.
  • the pH during the copolymerization may vary within a wide range.
  • polymethylation is carried out at low pH; however, pH values above the neutral point are also possible.
  • an aqueous base for. As sodium hydroxide, potassium hydroxide or ammonia, to a pH between 5 and 10, preferably 6 to 8 set. Further details of the polymerization process can be found in the examples. As particularly effective, such polymers have been found in which the monomers of the formula (ZI) were present in excess over the monomers of the formula (Z-II).
  • amphoteric polymer (s) comprise monomers A) and B), wherein A) and B) are selected from
  • R 1 -CH CR 2 -CO-Z- (C n H 2n ) -N ( + ) R 3 R 4 R 5 A ⁇ ( z " ') in which R 1 and R 2 independently of one another represent hydrogen or a
  • Methyl group and R ⁇ , R ⁇ and R ⁇ independently represent alkyl groups having 1 to 4 carbon atoms, Z is an NH group or an oxygen atom, n is an integer
  • amphoteric polymers used in the agents according to the invention contain monomers from the group of the acrylamides and / or methacrylamides with alkylammonium groups.
  • Acrylic acid and / or methacrylic acid and / or crotonic acid and / or 2-methyl-crotonic acid have proven useful as monomers with anionic groups which are additionally present in the polymers.
  • agents according to the invention are preferred in which the amphoteric polymer (s) are co-polymers of at least one of the monomers
  • Trimethylammoniumpropylacrylamid and / or
  • Trimethylammoniumethylacrylamid and / or
  • amphoteric polymers according to the invention are:
  • Suitable anionic surfactants and emulsifiers for the compositions according to the invention are all anionic surfactants suitable for use on the human body. These are characterized by a water-solubilizing, anionic group such as. As a carboxylate, sulfate, sulfonate or phosphate group and a lipophilic alkyl group having about 8 to 30 carbon atoms. In addition, glycol or polyglycol ether groups, ester, ether and amide groups as well as hydroxyl groups may be present in the molecule.
  • anionic surfactants and emulsifiers are, in each case in the form of the sodium, potassium and ammonium as well as the mono-, di- and trialkanolammonium salts having 2 to 4 C atoms in the alkanol group, linear and branched fatty acids having 8 to 30 ° C Atoms (soaps),
  • Acyl isethionates having 8 to 24 carbon atoms in the acyl group linear alkanesulfonates having 8 to 24 carbon atoms, linear alpha-olefin sulfonates having 8 to 24 carbon atoms,
  • Alpha-sulfofatty acid methyl esters of fatty acids having 8 to 30 carbon atoms are alpha-sulfofatty acids having 8 to 30 carbon atoms.
  • R 1 CO is a linear or branched acyl radical having 6 to 22 carbon atoms and 0, 1, 2 or 3 double bonds and X is hydrogen, an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium, for example acylglutamates, which are derived from fatty acids having 6 to 22, preferably 12 to 18 carbon atoms, such as, for example, C 12/14 or C 12/18 coconut fatty acid, lauric acid, myristic acid, palmitic acid and / or stearic acid, in particular sodium N-cocoyl and Sodium N-stearoyl-L-glutamate, esters of a hydroxy-substituted di- or tricarboxylic acid of the general formula (II), X
  • R, R 1 and R 2 are independently a hydrogen atom, an alkali or alkaline earth metal cation, an ammonium group, the cation of an ammonium organic base or a radical Z derived from a polyhydroxylated organic compound selected from the group of etherified (C 6 -C 8 ) alkyl polysaccharides having 1 to 6 monomeric saccharide units and / or the etherified aliphatic (C 6 -C 16 ) - hydroxyalkylpolyols having 2 to 16 hydroxyl radicals, with the proviso that at least one of R, R 1 or R 2 is a radical Z, esters of sulfosuccinic or the sulfosuccinates of the general formula (IM),
  • Sulfosuccinic acid mono- and dialkyl esters having 8 to 24 C atoms in the alkyl group and sulfosuccinic monoalkylpolyoxyethyl esters having 8 to 24 C atoms in the alkyl group and 1 to 6 oxyethyl groups,
  • Alkyl sulfates and alkyl polyglycol ether sulfates of the formula R- (O-CH 2 -CH 2 ) X -OSO 3 H in which R is a preferably linear alkyl group having 8 to 30 carbon atoms and x O or 1-12, mixed hydroxysulfonate surfactants according to DE-A-37 25 030, esters of tartaric acid and citric acid with alcohols, the addition products of about 2-15 molecules of ethylene oxide and / or propylene oxide to C 8 .
  • fatty alcohols alkyl and / or alkenyl ether phosphates, sulfated fatty acid alkylene glycol esters, monoglyceride sulfates and monoglyceride ether sulfates.
  • Preferred anionic surfactants and emulsifiers are acylglutamates, acyl isethionates, acyl sarcosinates and acyl taurates, each with a linear or branched acyl radical having 6 to 22 carbon atoms and 0, 1, 2 or 3 double bonds, which in particularly preferred embodiments of an octanoyl, decanoyl, lauroyl , Myristoyl, palmitoyl and stearoyl radical, esters of tartaric acid, citric acid or succinic acid or of the salts of these acids with alkylated glucose, in particular the products with the INCI name Disodium Coco-Glucoside Citrate, Sodium Coco-Glucoside Tartrate and Disodium Coco-glucosides sulfosuccinates, alkyl polyglycol ether sulfates and ether carboxylic acids having 8 to 18 carbon atoms in the alkyl group and up to 12 ethoxy groups in the
  • Zwitterionic surfactants and emulsifiers are those surface-active compounds which carry in the molecule at least one quaternary ammonium group and at least one - COO * " '- or -SO 3 ' " 'group.
  • Particularly suitable zwitterionic surfactants and emulsifiers are the so-called betaines such as N-alkyl-N, N-dimethylammonium glycinates, for example cocoalkyldimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium glycinates, for example cocoacylaminopropyldimethylammonium glycinate, and 2-alkyl-3 carboxymethyl-3-hydroxyethyl-imidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group, and the cocoacylaminoethylhydroxyethylcarboxymethylglycinate.
  • Ampholytic surfactants and emulsifiers are understood as meaning those surface-active compounds which, apart from a C 8 -C 24 -alkyl or -acyl group, contain at least one free amino group and at least one -COOH or -SO 3 H group and are capable of forming internal salts
  • suitable ampholytic surfactants are N-alkylglycines, N-alkylaminopropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each having about 8 to 24 C atoms in the alkyl group.
  • Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate
  • Nonionic surfactants and emulsifiers contain as hydrophilic group z.
  • Such compounds are, for example Addition products of 2 to 50 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide to linear and branched fatty alcohols having 8 to 30 carbon atoms, to fatty acids having 8 to 30 carbon atoms
  • Polyol fatty (partial) ester as Hydagen ® HSP (Cognis) or Sovermol ® - types (Cognis), especially of saturated C 8-3 o-fatty acids, alkoxylated triglycerides, alkoxylated fatty acid alkyl esters,
  • Sugar and x represents the number of sugar units.
  • R consists essentially of C 8 and C 10 -alkyl groups, essentially of C 12 and C 14 -alkyl groups, essentially of C 8 to C 16 -alkyl groups or essentially of C 12 - To C 16 alkyl groups or consists essentially of C 16 to C 18 alkyl groups.
  • sugar building block Z it is possible to use any desired mono- or oligosaccharides.
  • sugars with 5 or 6 carbon atoms and the corresponding oligosaccharides are used.
  • Such sugars are, for example, glucose, fructose, galactose, arabinose, ribose, xylose, lyxose, allose, altrose, mannose, gulose, idose, talose and sucrose.
  • Preferred sugar building blocks are glucose, fructose, galactose, arabinose and sucrose; Glucose is particularly preferred.
  • alkylpolyglycosides which can be used according to the invention contain on average 1, 1 to 5 sugar units. Alkyl polyglycosides having x values of 1.1 to 2.0 are preferred. Very particular preference is given to alkyl glycosides in which x is 1: 1 to 1, 8.
  • alkyl (oligo) glucosides eg. B. Montanov ® 68
  • fatty alcohols eg. B. Montanov ® 68
  • Sterols e.g. B. ergosterol, stigmasterol, sitostehn and mycosterols,
  • Phospholipids e.g. B. lecithins or phosphatidylcholines
  • Polyglycerols and polyglycerol derivatives such as polyglycerol poly-12-hydroxystearate (Dehymuls ® PGPH) or Triglycerindiisostearat (Lameform ® TGI), alkoxylated polydialkylsiloxanes (INCI name: dimethicone copolyol).
  • Preferred nonionic surface-active substances have been the alkylpolyglycosides, optionally in admixture with fatty alcohols, alkoxylated polydialkylsiloxanes, alkylene oxide amide products of saturated linear fatty alcohols and fatty acids with 2 to 30 moles of ethylene oxide per mole of fatty alcohol or fatty acid.
  • cationic surfactants of the quaternary ammonium compound type are ammonium halides, in particular chlorides and bromides, such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkylmethylammonium chlorides.
  • the long alkyl chains of these surfactants preferably have 10 to 18 carbon atoms, such as.
  • cetyl trimethyl ammonium chloride stearyl trimethyl ammonium chloride, distearyl dimethyl ammonium chloride, lauryl dimethyl ammonium chloride, lauryl dimethyl benzyl ammonium chloride and tricetylmethyl ammonium chloride.
  • Further preferred cationic surfactants are the imidazolium compounds known under the INCI names Quaternium-27 and Quaternium-83.
  • Especially bevrozugt inventive agents are, in addition fatty alcohol (s) and / or fatty alcohol alkoxylate (s), preferably C 12-22 fatty alcohol (s) and / or C 12-22 fatty alcohol ethoxylate (s) having 10 to 30 EO units , Particularly preferably C 16 -i ⁇ -fatty alcohol (s) and / or C 16-18 - fatty alcohol ethoxylate (s) having 12 to 20 EO units, preferably in amounts of 5 to 20 wt .-%, preferably from 7.5 to 17.5 wt .-% and in particular from 10 to 15 wt .-%, each based on the weight of the composition.
  • cosmetic agents according to the invention which additionally comprise surfactant (s), preferably anionic surfactant (s), more preferably fatty alcohol ether sulfates of the formula
  • n represents values of from 5 to 21, preferably from 7 to 19, more preferably from 9 to 17 and in particular from 11 to 13 and k for values of 1, 2, 3, 4 or 4, preferably for 2, and M is a cation from the group Na + , K + NH 4 + , Vi Mg 2+ , Yz Zn 2+ , preferably Na + , preferred agents being the surfactant (s) in amounts of 2 to 20 Wt .-%, preferably from 5 to 15 wt .-% and in particular from 7.5 to 12 wt .-%, each based on the total agent included.
  • Preferred cosmetic agents according to the invention are characterized in that they additionally contain amphoteric surfactant (s), preferably from the groups of
  • Alkylaminoacetic acids each having about 8 to 24 carbon atoms in the alkyl group
  • N-alkyl-N, N-dimethylammonium glycinates for example cocoalkyldimethylammonium glycinate,
  • N-acylaminopropyl-N, N-dimethylammonium glycinates for example cocoacylaminopropyl-dimethylammonium glycinate,
  • amphoteric surfactant (s) in amounts of 1 to 15 wt .-%, preferably from 2.5 to 12 wt .-% and in particular from 5 to 10 parts by weight. %, in each case based on the total mean.
  • compositions of the invention are vitamins, provitamins or vitamin precursors. These are described below:
  • vitamin A includes retinol (vitamin A 1 ) and 3,4-didehydroretinol (vitamin A 2 ).
  • the ß-carotene is the provitamin of retinol.
  • vitamin A component according to the invention for example, vitamin A acid and its esters, vitamin A aldehyde and vitamin A alcohol and its esters such as the palmitate and the acetate into consideration.
  • the agents according to the invention preferably contain the vitamin A component in amounts of 0.05-1% by weight, based on the total preparation.
  • the vitamin B group or the vitamin B complex include, among others Vitamin B 1 (thiamine)
  • Vitamin B 2 (riboflavin)
  • Vitamin B 3 Under this designation are often the compounds nicotinic acid and
  • Nicotinic acid amide (niacinamide).
  • Preferred according to the invention is the nicotinic acid amide which is preferably used in the agents according to the invention in amounts of from 0.05 to 1% by weight.
  • Vitamin B 5 pantothenic acid, panthenol and pantolactone. Panthenol and / or pantolactone are preferably used in the context of this group. Usable according to the invention
  • panthenol Derivatives of panthenol are in particular the esters and ethers of panthenol as well as cationically derivatized panthenols. Individual representatives are for example the
  • Vitamin B 5 type are preferred in the inventive compositions in amounts of 0.05-10
  • Wt .-% based on the total agent included. Amounts of 0.1-5 wt .-% are particularly preferred.
  • Vitamin B 6 pyridoxine and pyridoxamine and pyridoxal.
  • Vitamin C (ascorbic acid). Vitamin C is used in the agents according to the invention preferably in amounts of 0.1 to 3 wt .-%, based on the total agent. Use in the form of palmitic acid ester, glucosides or phosphates may be preferred. The use in combination with tocopherols may also be preferred.
  • Vitamin E tocopherols, especially ⁇ -tocopherol.
  • Tocopherol and its derivatives which include in particular the esters such as the acetate, the nicotinate, the phosphate and the succinate, are preferably present in the agents according to the invention in amounts of 0.05-1% by weight, based on the total agent.
  • Vitamin F is usually understood as meaning essential fatty acids, in particular linoleic acid, linolenic acid and arachidonic acid.
  • Vitamin H is the compound (3aS, 4S, 6af?) - 2-oxohexahydrothienol [3,4-c /] - imidazole-4-valeric acid, for which, however, the trivial name biotin has become established.
  • Biotin is preferably present in the compositions according to the invention in amounts of from 0.0001 to 1.0% by weight, in particular in amounts of from 0.001 to 0.01% by weight.
  • cosmetic agents according to the invention are preferred which additionally contain vitamins and / or pro-vitamins and / or vitamin precursors, which are preferably assigned to the groups A, B, C, E, F and H, preferred agents being the compounds mentioned in US Pat Amounts of from 0.1 to 5 wt .-%, preferably from 0.25 to 4 wt .-% and in particular from 0.5 to 2.5 wt .-%, each based on the total agent included.
  • Agents preferred according to the invention additionally contain at least one 2-furanone derivative of the formula (I) and / or of the formula (II).
  • R 11 as a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear Mono-, di- or trihydroxyhydrocarbyl radical,
  • R 12 and R 13 each independently represent hydrogen, a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or trihydroxyhydrocarbyl radical,
  • R 14 is hydrogen, a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated hydrocarbon radical, or diunsaturated, branched or linear mono-, di- or trihydroxyhydrocarbon hydrocarbon radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or triaminocarbyl radical, - a group -CONR 15 R 16 , wherein R 15 and R 16 each represent hydrogen, methyl, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 - saturated mono- or diunsaturated, branched or linear mono-, di- or trihydroxyhydrocarbyl radical, a -C 2
  • R 16 is a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated or -or- or a diunsaturated, branched or linear mono-, di- or trihydroxy hydrocarbon radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or triaminocarbon radical,
  • R 17 is a methyl, a -C 2 -C 30 -saturated or mono- or polyunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 30 - saturated or on or - polyunsaturated, branched or linear mono-, di-, tri- or Polyhydroxykohlenwasserstoffrest, a -C 2 - C 30 - saturated or mono- or polyunsaturated, branched or linear mono-, di-, tri- or polyamino hydrocarbon radical, with the proviso in that, when R 7 and R 8 are -OH and at the same time R 9 or R 10 is hydrogen, the remaining group R 9 or R 10 does not represent a dihydroxyethyl radical.
  • 2-furanones are known compounds and are described, for example, in “Rompps Lexikon der Chemie, Interactive CD-Rom Version 2.0, for the keyword” dihydro-3-hydroxy-4,4-dimethyl-2 (3H) -furanone "and in” Ulimann “. s Encyclopedia, sixth edition 1999, electronic release "in Sections 2.4, 2.7, 3.2, 3.4, 4.3, 6, 11 and 15.
  • the compounds of the formulas (I) and (II) are employed as intermediates in the synthesis of natural products and in the preparation of medicaments and vitamins
  • the preparation of the active compounds according to the formulas (I) and (II) can be carried out, for example, by reaction
  • compounds of the formula (I) are obtained by reactions starting from hydroxypivaldehyde, and carbonylations of alkyls also lead to substituted 2-furanones of the formula (I) or (II).
  • the compounds of the formula (I) or of the formula (II) can be obtained by intramolecular esterification of the corresponding hydroxycarboxylic acids.
  • the following compounds are obtained in one of the previously identified synthetic routes: 2.5- Dihydro-5-methoxy-2-furanone,
  • Preferred compounds of the formula (I) and / or of the formula (II) may be compounds in which the substituents R 1 , R 2 and R 7 independently of one another represent:
  • R 11 as a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear Mono-, di- or trihydroxy-hydrocarbon radical, a group -NR 12 R 13 , where R 12 and R 13 each independently represent hydrogen, a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or trihydric carbonyl hydrogen radical,
  • R 14 is hydrogen, a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated or - or diunsaturated, branched or linear mono-, di- or trihydroxy hydrocarbon radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or triaminocarbon radical,
  • R 16 is a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated or -or- or diunsaturated, branched or linear mono, di-trihydroxy hydrocarbon radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or triaminocarbyl radical,
  • R 17 is a methyl, a -C 2 -C 30 -saturated or mono- or polyunsaturated, branched or linear hydrocarbon radical, a - C 2 - C 30 - saturated or on or - polyunsaturated, branched or linear Mono-, di-, tri- or polyhydroxyalkyl radical, or a -C 2 - C 30 - saturated or mono- or polyunsaturated, branched or linear mono-, di-, tri- or polyamino hydrocarbon radical.
  • Hydrogen an -OH, a methyl, methoxy, aminomethyl, hydroxymethyl, a -C 2 -C 4 - saturated or mono- or diunsaturated, branched or linear
  • Hydrocarbon radical a -C 2 - C 4 - saturated or mono- or diunsaturated, branched or linear
  • radicals R 5 , R 6 , R 9 and R 10 in the active substance according to the formula (I) and / or formula (II) according to the invention may stand independently of one another for:
  • a compound of the formula (I) is used. It may be preferred that in a compound of the formula (I) the radicals R 1 and R 2 are independently of one another
  • R 11 as a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear Mono-, di- or trihydroxyhydrocarbyl radical,
  • R 14 is hydrogen, a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated hydrocarbon radical, or diunsaturated, branched or linear mono-, di- or trihydroxyhydrocarbyl radical, a group -COR 16 , wherein R 16 is a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated or -or- or diunsaturated, branched or linear mono, di-trihydroxy hydrocarbon radical,
  • R 17 is a methyl, a -C 2 -C 30 -saturated or mono- or polyunsaturated, branched or linear hydrocarbon radical, a - C 2 - C 30 - saturated or on or - polyunsaturated, branched or linear mono-, di-, tri- or Polyhydroxykohlenwasserstoffrest.
  • Hydrogen an -OH, a methyl, methoxy, aminomethyl, hydroxymethyl, a -C 2 -C 4 - saturated or mono- or diunsaturated, branched or linear
  • R 11 as a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear Mono-, di- or trihydroxyhydrocarbyl radical, a group -COOR 14 , where R 14 is hydrogen, a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 - C 4 - saturated mono- or diunsaturated, branched or linear mono-, di- or trihydroxy hydrocarbon radical, a group -OCOR 17 , wherein R 17 is a methyl, a -C 2 -C 30 - saturated or mono- or polyunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 30 -saturated or mono- or polyun
  • radicals R5 and R6 may furthermore be advantageous for the compounds of the formula (I) for the radicals R5 and R6 to stand independently for:
  • Hydrogen an -OH, a methyl, methoxy, aminomethyl, hydroxymethyl, a -C 2 -C 4 - saturated or mono- or diunsaturated, branched or linear
  • Mono-, di- or trihydroxyhydrocarbyl radical a group -OR 11 , with R 11 as a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, -C 2 -C 4 -saturated or or diunsaturated, branched or linear mono-, di- or
  • Dihydro-3-hydroxy-4,4-dimethyl-2 (3H) -furanone used.
  • Dihydro-3-hydroxy-4,4-dimethyl-2 (3H) -furanone used.
  • dihydro-3-hydroxy-4,4-dimethyl-2 (3H) -furanone is used as a compound according to formula (I) dihydro-3-hydroxy-4,4-dimethyl-2 (3H) -furanone.
  • preferred cosmetic agents according to the invention are characterized in that they additionally contain 0.05 to 15% by weight of at least one 2-furanone derivative of the formula (I) and / or of the formula (II)
  • Formula (I) contain formula (II), in which the radicals R 1 to R 10 are independently of one another
  • R 12 and R 13 each independently represent hydrogen, a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or trihydroxyhydrocarbyl radical,
  • R 14 is hydrogen, a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated hydrocarbon radical, or diunsaturated, branched or linear mono-, di- or trihydroxyhydrocarbon hydrocarbon radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or triaminocarbyl radical,
  • R 15 and R 16 each represent hydrogen, methyl, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 - saturated mono- or diunsaturated, branched or linear mono-, di- or trihydroxyhydrocarbyl radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or triaminocarbon radical,
  • R 16 is a methyl, a C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 4 -saturated or -or- or a diunsaturated, branched or linear mono-, di- or trihydroxy hydrocarbon radical, a -C 2 -C 4 -saturated or mono- or diunsaturated, branched or linear mono-, di- or triaminocarbon radical,
  • R 17 is a methyl, a -C 2 -C 30 -saturated or mono- or polyunsaturated, branched or linear hydrocarbon radical, a -C 2 -C 30 - saturated or on or - polyunsaturated, branched or linear mono-, di-, tri- or polyhydroxy hydrocarbon radical, a -C 2 -C 30 -saturated or mono- or polyunsaturated, branched or linear mono-, di-, tri- or polyamino hydrocarbon radical, with the proviso that when R 7 and R 8 are -OH and at the same time R 9 or R 10 is hydrogen, the remaining group R 9 or R 10 does not represent a dihydroxyethyl radical.
  • cosmetic agents according to the invention are preferred which additionally contain 0.001 to 5 wt.%, Preferably 0.01 to 4 wt.%, Particularly preferably 0.02 to 2.5 wt.% And in particular 0.1 to 1.5 %
  • bisabolol and / or oxides of bisabolol preferably (-) - alpha-bisabolol
  • the cosmetic compositions according to the invention may furthermore contain all active substances, additives and auxiliaries known for such preparations.
  • the agents contain at least one surfactant, wherein in principle both anionic and zwitterionic, ampholytic, nonionic and cationic surfactants are suitable.
  • anionic and zwitterionic, ampholytic, nonionic and cationic surfactants are suitable.
  • the agents according to the invention may contain emulsifiers (F).
  • Emulsifiers effect at the phase interface the formation of water- or oil-stable adsorption layers, which protect the dispersed droplets against coalescence and thus stabilize the emulsion.
  • Emulsifiers are therefore constructed like surfactants from a hydrophobic and a hydrophilic part of the molecule. Hydrophilic emulsifiers preferably form O / W emulsions and hydrophobic emulsifiers preferably form W / O emulsions.
  • An emulsion is to be understood as meaning a droplet-like distribution (dispersion) of a liquid in another liquid under the expense of energy in order to create stabilizing phase interfaces by means of surfactants.
  • the selection of these emulsifying surfactants or emulsifiers depends on the substances to be dispersed and the respective outer phase and the fineness of the emulsion.
  • Emulsifiers which can be used according to the invention are, for example
  • Alkylphenols having 8 to 15 C atoms in the alkyl group having 8 to 15 C atoms in the alkyl group
  • C 12 -C 22 fatty acid mono- and diesters of addition products of from 1 to 30 moles of ethylene oxide onto polyols having from 3 to 6 carbon atoms, in particular to glycerol, Ethylene oxide and polyglycerol addition products to methyl glucoside fatty acid esters, fatty acid alkanolamides and fatty acid glucamides,
  • alkyl (oligo) glucosides for example, the commercially available product ® Montanov 68,
  • Sterols are understood to mean a group of steroids which carry a hydroxyl group on C-atom 3 of the steroid skeleton and are isolated both from animal tissue (zoosterines) and from vegetable fats (phytosterols). Examples of zoosterols are cholesterol and lanosterol. Examples of suitable phytosterols are ergosterol, stigmasterol and sitosterol. Mushrooms and yeasts are also used to isolate sterols, the so-called mycosterols.
  • glucose phospholipids e.g. as lecithins or phosphatidylcholines from e.g. Egg yolk or plant seeds (e.g., soybeans) are understood.
  • Fatty acid esters of sugars and sugar alcohols such as sorbitol
  • Polyglycerols and polyglycerol derivatives such as polyglycerol poly-12-hydroxystearate (commercial product Dehymuls ® PGPH),
  • Linear and branched fatty acids with 8 to 30 C atoms and their Na, K, ammonium, Ca, Mg and Zn salts.
  • the agents according to the invention preferably contain the emulsifiers in amounts of 0.1-25% by weight, in particular 0.5-15% by weight, based on the total agent.
  • compositions according to the invention may preferably contain at least one nonionic emulsifier having an HLB value of 8 to 18.
  • Nonionic emulsifiers having an HLB value of 10 to 15 may be particularly preferred according to the invention.
  • the anionic polymers (G2) are anionic polymers which have carboxylate and / or sulfonate groups.
  • anionic monomers from which such polymers may consist are acrylic acid, methacrylic acid, crotonic acid, maleic anhydride and 2-acrylamido-2-methylpropanesulfonic acid.
  • the acidic groups may be wholly or partly present as sodium, potassium, ammonium, mono- or triethanolammonium salt.
  • Preferred monomers are 2-acrylamido-2-methylpropanesulfonic acid and acrylic acid.
  • Anionic polymers which contain 2-acrylamido-2-methylpropanesulfonic acid as the sole or co-monomer can be found to be particularly effective, it being possible for all or some of the sulfonic acid group to be present as sodium, potassium, ammonium, mono- or triethanolammonium salt ,
  • the homopolymer of 2-acrylamido-2-methyl propane sulfonic acid which is available for example under the name Rheothik ® 11-80 is commercially.
  • copolymers of at least one anionic monomer and at least one nonionic monomer are preferable to use copolymers of at least one anionic monomer and at least one nonionic monomer.
  • anionic monomers reference is made to the substances listed above.
  • Preferred nonionic monomers are acrylamide, methacrylamide, acrylic esters, methacrylic esters, vinylpyrrolidone, vinyl ethers and vinyl esters.
  • Preferred anionic copolymers are acrylic acid-acrylamide copolymers and in particular polyacrylamide copolymers with sulfonic acid-containing monomers.
  • a particularly preferred anionic copolymer consists of 70 to 55 mol% of acrylamide and 30 to 45 mol% of 2-acrylamido-2-methylpropanesulfonic acid, wherein the sulfonic acid group is wholly or partly in the form of sodium, potassium, ammonium, mono- or triethanolammonium Salt is present.
  • This copolymer may also be crosslinked, with crosslinking agents preferably polyolefinically unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylene-bisacrylamide are used.
  • crosslinking agents preferably polyolefinically unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylene-bisacrylamide are used.
  • crosslinking agents preferably polyolefinically unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylene-bisacrylamide are used.
  • Such a polymer is contained in the commercial product Sepigel ® 305 from SEPPIC.
  • Simulgel ® 600 as a compound with isohexadecane and polysorbate-80 Natriumacryloyldimethyltaurat copolymers have proved to be particularly effective according to the invention.
  • anionic homopolymers are uncrosslinked and crosslinked polyacrylic acids. Allyl ethers of pentaerythritol, sucrose and propylene may be preferred Be networking agents. Such compounds are for example available under the trademark Carbopol ® commercially.
  • Copolymers of maleic anhydride and methyl vinyl ether, especially those with crosslinks, are also color-retaining polymers.
  • a 1, 9-decadiene crosslinked maleic acid methyl vinyl ether copolymer is available under the name Stabileze® ® QM.
  • the agents according to the invention may contain nonionic polymers (G4).
  • Suitable nonionic polymers are, for example:
  • Vinylpyrrolidone / vinyl ester copolymers as sold, for example, under the trademark Luviskol ® (BASF).
  • Luviskol ® VA 64 and Luviskol ® VA 73, each vinylpyrrolidone / vinyl acetate copolymers are also preferred nonionic polymers.
  • Cellulose ethers such as hydroxypropyl cellulose, hydroxyethyl cellulose and hydroxypropylcellulose Methylhy- as they are for example sold under the trademark Culminal® ® and Benecel ® (AQUALON) and Natrosol ® grades (Hercules).
  • Starch and its derivatives in particular starch, such as Structure XL ® (National Starch), a multifunctional, salt-tolerant starch; shellac
  • Siloxanes These siloxanes can be both water-soluble and water-insoluble. Both volatile and nonvolatile siloxanes are suitable, nonvolatile siloxanes being understood as meaning those compounds whose boiling point is above 200 ° C. under normal pressure.
  • Preferred siloxanes are polydialkylsiloxanes, such as, for example, polydimethylsiloxane, polyalkylarylsiloxanes, such as, for example, polyphenylmethylsiloxane, ethoxylated polydialkylsiloxanes and polydialkylsiloxanes which contain amine and / or hydroxyl groups. Glycosidically substituted silicones.
  • the preparations comprise a plurality of, in particular two, different polymers of the same charge and / or in each case an ionic and an amphoteric and / or nonionic polymer.
  • the other polymers (G) are contained in the agents according to the invention preferably in amounts of 0.05 to 10 wt .-%, based on the total agent. Amounts of 0.1 to 5, in particular from 0.1 to 3 wt .-%, are particularly preferred.
  • an agent according to the invention may also contain UV filters (I).
  • the UV filters to be used according to the invention are not subject to any general restrictions with regard to their structure and their physical properties. On the contrary, all UV filters which can be used in the cosmetics sector and whose absorption maximum lies in the UVA (315-400 nm), in the UVB (280-315 nm) or in the UVC ( ⁇ 280 nm) range are suitable. UV filters with an absorption maximum in the UVB range, in particular in the range from about 280 to about 300 nm, are particularly preferred.
  • the UV filters used according to the invention can be selected, for example, from substituted benzophenones, p-aminobenzoic acid esters, diphenylacrylic acid esters, cinnamic acid esters, salicylic acid esters, benzimidazoles and o-aminobenzoic acid esters.
  • UV filters which can be used according to the invention are 4-aminobenzoic acid, N, N, N-trimethyl-4- (2-oxobrom-3-ylidenemethyl) aniline methylsulfate, 3,3,5-thymethyl cyclohexyl salicylate (homosalates), 2-hydroxy-4-methoxy-benzophenone (benzophenone-3; Uvinul ® M 40, Uvasorb MET ®, ® Neo Heliopan BB, Eusolex ® 4360), 2-phenylbenzimidazole-5-sulfonic acid and potassium, sodium and triethanolamine salts ( Phenylbenzimidazole Sulfonic Acid; Parsol ® HS; Neo Heliopan Hydro ®), 3,3 '- (1, 4-phenylenedimethylene) bis (7,7-dimethyl-2-oxo-bicyclo [2.2.1] hept-1- yl-methane sulfonic acid) and salts thereof, 1- (4-tert-
  • Methoxycinnamic acid isopentyl ester, 4-methoxycinnamic acid 2-ethylhexyl ester, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its sodium salt, 3- (4'-methylbenzylidene) -D, L-camphor, 3-benzylidene-camphor, 4-isopropylbenzyl salicylate, 2,4,6-trianilino (p-carbo-2'-ethylhexyl-1'-oxi) -1, 3,5-triazine, 3-imidazol-4-yl-acrylic acid and its ethyl ester, polymers of N - ⁇ (2 and 4) - [2-oxoborn-3-ylidenemethyl] benzyl ⁇ -acrylamide.
  • water-insoluble UV filters are those which dissolve in water at not more than 1% by weight, in particular not more than 0.1% by weight, at 20 ° C. Furthermore, these compounds should be soluble in the usual cosmetic oil components at room temperature to at least 0.1, in particular at least 1 wt .-%). The use of water-insoluble UV filters may therefore be preferred according to the invention.
  • UV filters which have a cationic group, in particular a quaternary ammonium group.
  • UV filters have the general structure U - Q.
  • the structural part U stands for a UV-absorbing group.
  • This group can in principle be derived from the known UV filters which can be used in the cosmetics sector, in which a group, generally a hydrogen atom, of the UV filter is replaced by a cationic group Q, in particular having a quaternary amino function ,
  • Compounds from which the structural part U can be derived are, for example, substituted benzophenones, p-aminobenzoic acid esters,
  • Structural parts U which are derived from cinnamic acid amide or from N, N-dimethylaminobenzoic acid amide are preferred according to the invention.
  • the structural parts U can in principle be chosen so that the absorption maximum of the UV filters can be both in the UVA (315-400 nm) and in the UVB (280-315 nm) or in the UVC ( ⁇ 280 nm) range. UV filters with an absorption maximum in the UVB range, in particular in the range from about 280 to about 300 nm, are particularly preferred.
  • the structural part U also as a function of structural part Q, is preferably selected so that the molar extinction coefficient of the UV filter at the absorption maximum is above 15,000, in particular above 20,000.
  • the structural part Q preferably contains, as a cationic group, a quaternary ammonium group.
  • This quaternary ammonium group can in principle be connected directly to the structural part U, so that the structural part U represents one of the four substituents of the positively charged nitrogen atom.
  • one of the four substituents on the positively charged nitrogen atom is a group, especially an alkylene group of 2 to 6 carbon atoms, which functions as a compound between the structural portion U and the positively charged nitrogen atom.
  • the group Q has the general structure - (CH 2 ) X -N + R 1 R 2 R 3 X " , where x is an integer from 1 to 4, R 1 and R 2 independently of one another are Ci_ 4
  • x preferably represents the number 3
  • R 1 and R 2 each represent a methyl group and R 3 represents a C 1-22 -alkyl group or a benzyl group and
  • X ' represents a physiologically tolerable anion
  • R 3 is either a methyl group or a saturated or unsaturated, linear or branched hydrocarbon chain having 8 to 22, in particular 10 to 18, carbon atoms.
  • Physiologically acceptable anions are, for example, inorganic anions such as halides, in particular chloride, bromide and fluoride, sulfate ions and phosphate ions and organic anions such as lactate, citrate, acetate, tartrate, methosulfate and tosylate.
  • inorganic anions such as halides, in particular chloride, bromide and fluoride, sulfate ions and phosphate ions and organic anions such as lactate, citrate, acetate, tartrate, methosulfate and tosylate.
  • Two preferred UV filters with cationic groups are the commercially available compounds cinnamic acid-trimethylammonium chloride (lncroquat ® UV-283) and dodecyl tosylate (Escalol ® HP 610).
  • the teaching of the invention also includes the use of a combination of several UV filters.
  • the combination of at least one water-insoluble UV filter with at least one UV filter with a cationic group is preferred.
  • the UV filters (I) are usually contained in the agents according to the invention in amounts of 0.1-5% by weight, based on the total agent. Levels of 0.4-2.5 wt .-% are preferred.
  • compositions of the invention may further contain a 2-pyrrolidinone-5-carboxylic acid and its derivatives (J).
  • a 2-pyrrolidinone-5-carboxylic acid and its derivatives Preference is given to the sodium, potassium, calcium, magnesium or ammonium salts in which the ammonium ion carries, in addition to hydrogen, one to three C 1 - to C 4 -alkyl groups.
  • the sodium salt is most preferred.
  • the amounts used in the compositions according to the invention are preferably from 0.05 to 10% by weight, based on the total composition, particularly preferably from 0.1 to 5, and in particular from 0.1 to 3,% by weight.
  • compositions according to the invention may also contain plant extracts (L).
  • extracts are produced by extraction of the whole plant. However, in individual cases it may also be preferred to prepare the extracts exclusively from flowers and / or leaves of the plant.
  • Especially suitable for the use according to the invention are the extracts of green tea, almond, aloe vera, coconut, mango, apricot, lime, wheat, kiwi and melon.
  • alcohols and mixtures thereof can be used as extraction agent for the preparation of said plant extracts water.
  • the alcohols are lower alcohols such as ethanol and isopropanol, but especially polyhydric alcohols such as ethylene glycol and propylene glycol, both as sole extractant and in admixture with water, are preferred.
  • Plant extracts based on water / propylene glycol in a ratio of 1:10 to 10: 1 have proven to be particularly suitable.
  • the plant extracts can be used according to the invention both in pure and in diluted form. If they are used in diluted form, they usually contain about 2 to 80 wt .-% of active substance and as a solvent used in their extraction agent or extractant mixture.
  • compositions according to the invention mixtures of several, especially two, different plant extracts.
  • compositions according to the invention contain penetration aids and / or swelling agents (M).
  • M penetration aids and / or swelling agents
  • M include, for example, urea and urea derivatives, guanidine and its derivatives, arginine and its derivatives, water glass, imidazole and its derivatives, histidine and its derivatives, benzyl alcohol, glycerol, glycol and glycol ethers, propylene glycol and propylene glycol ethers, for example propylene glycol monoethyl ether, carbonates, bicarbonates, Diols and triols, and in particular 1, 2-diols and 1, 3-diols such as 1, 2-propanediol, 1, 2-pentanediol, 1, 2-hexanediol, 1, 2-dodecanediol, 1, 3-propanediol, 1 , 6-hexanediol, 1, 5-pentanediol, 1, 4-
  • short-chain carboxylic acids may additionally support the active substance complex (A).
  • Short-chain carboxylic acids and their derivatives in the context of the invention are understood to mean carboxylic acids which may be saturated or unsaturated and / or straight-chain or branched or cyclic and / or aromatic and / or heterocyclic and have a molecular weight of less than 750.
  • preference may be given to saturated or unsaturated straight-chain or branched carboxylic acids having a chain length of from 1 to 16 C atoms in the chain, very particular preference being given to those having a chain length of from 1 to 12 C atoms in the chain.
  • the short-chain carboxylic acids according to the invention may have one, two, three or more carboxy groups.
  • Preferred within the meaning of the invention are carboxylic acids having a plurality of carboxy groups, in particular di- and tricarboxylic acids.
  • the carboxy groups may be wholly or partly present as esters, acid anhydride, lactone, amide, imidic acid, lactam, lactim, dicarboximide, carbohydrazide, hydrazone, hydroxam, hydroxime, amidine, amidoxime, nitrile, phosphonic or phosphate ester.
  • the carboxylic acids used according to the invention may of course be substituted along the carbon chain or the ring skeleton.
  • the substituents of the carboxylic acids used according to the invention include, for example, C 1 -C 8 -alkyl, C 2 -C 8 -alkenyl, aryl, aralkyl and aralkenyl, hydroxymethyl, C 2 -C 8 -hydroxyalkyl, C 2 -C 8 -hydroxyalkenyl , Aminomethyl, C 2 -C 8 -aminoalkyl, cyano, formyl, oxo, thioxo, hydroxy, mercapto, amino, carboxy or imino groups.
  • Preferred substituents are C 1 -C 8 alkyl, hydroxymethyl, hydroxy, amino and carboxy groups.
  • substituents in the D position are hydroxyl, alkoxy and amino groups, where the amino function may optionally be further substituted by alkyl, aryl, aralkyl and / or alkenyl radicals.
  • preferred carboxylic acid derivatives are the phosphonic and phosphate esters.
  • carboxylic acids examples include formic acid, acetic acid, propionic acid, butyric acid, isobutyric acid, valeric acid, isovaleric acid, pivalic acid, oxalic acid, malonic acid, succinic acid, glutaric acid, glyceric acid, glyoxylic acid, adipic acid, pimelic acid, suberic acid, sebacic acid, propiolic acid, crotonic acid, isocrotonic acid , elaidic acid, maleic acid, fumaric acid, muconic acid, citraconic acid, mesaconic acid, camphoric acid, benzoic acid, omp-phthalic acid, naphthoic acid, Toluoylklare, hydratropic acid, atropic acid, cinnamic acid, isonicotinic acid, nicotinic acid, Bicarbaminklad, 4,4 '-Dicyano-6,6' - binico
  • n is a number from 4 to 12 and one of the two groups X and Y is a COOH group and the other is hydrogen or a methyl or Ethyl radical
  • dicarboxylic acids of the general formula (NI) which additionally carry 1 to 3 methyl or ethyl substituents on the cyclohexene ring and dicarboxylic acids formed formally from the dicarboxylic acids of the formula (NI) by addition of a molecule of water to the double bond in the cyclohexene ring.
  • the dicarboxylic acids of the formula (N-I) can be prepared, for example, by reacting polyunsaturated dicarboxylic acids with unsaturated monocarboxylic acids in the form of a Diels-Alder cyclization.
  • a polyunsaturated fatty acid as the dicarboxylic acid component.
  • Preferred is the linoleic acid obtainable from natural fats and oils.
  • the monocarboxylic acid component in particular, acrylic acid, but also e.g. Methacrylic acid and crotonic acid are preferred.
  • mixtures of isomers are formed in which one component is present in excess. These isomer mixtures can be used in the invention as well as the pure compounds.
  • the dicarboxylic acid which is obtained by reacting linoleic acid with acrylic acid, has proved to be particularly effective according to the invention. It is a mixture of 5- and ⁇ -carboxy ⁇ -hexyl- ⁇ -cyclohexene-i-octanoic acid.
  • Such compounds are commercially available under the designations Westvaco Diacid 1550 Westvaco Diacid ® ® 1595 (manufacturer: Westvaco).
  • alkali metal salts alkaline earth metal salts, zinc salts and ammonium salts
  • neutralized acids can very particularly preferably be used with alkaline-reacting amino acids, such as, for example, arginine, lysine, ornithine and histidine.
  • the carboxylic acid may be preferred for formulation reasons to select the carboxylic acid from the water-soluble representatives, in particular the water-soluble salts.
  • Preferred hydroxycarboxylic acid esters are, for example, full esters of glycolic acid, lactic acid, malic acid, tartaric acid or citric acid. Further basically suitable hydroxycarboxylic acid esters are esters of ⁇ -hydroxypropionic acid, tartronic acid, D-gluconic acid, sugar acid, mucic acid or glucuronic acid. Suitable alcohol components of these esters are primary, linear or branched aliphatic alcohols having 8-22 C atoms, ie, for example, fatty alcohols or synthetic fatty alcohols. The esters of C12-C15 fatty alcohols are particularly preferred. Esters of this type are commercially available, eg under the trademark Cosmacol® ® EniChem, Augusta Industriale. Particularly preferred polyhydroxypolycarboxylic acids are polylactic acid and polyuric acid and their esters.
  • a particularly preferred group of content furnaces are the silicones.
  • Preferred agents according to the invention are characterized in that they comprise at least one silicone, preferably a silicone, selected from:
  • polyalkyl siloxanes polyaryl siloxanes, polyalkylaryl siloxanes which are volatile or nonvolatile, straight chain, branched or cyclic, crosslinked or uncrosslinked;
  • grafted polysiloxane backbone silicone polymers having grafted thereto non-silicone organic monomers having a polysiloxane backbone to which at least one organic macromer not containing silicone has been grafted in the chain and optionally at least at one of its ends; or their mixtures.
  • compositions according to the invention comprise the silicone (s) preferably in amounts of from 0.1 to 10% by weight, preferably from 0.25 to 7% by weight and in particular from 0.5 to 5% by weight. , in each case based on the total mean.
  • x is a number from 0 to 100, preferably from 0 to 50, more preferably from 0 to 20 and in particular 0 to 10.
  • silicones are called DIMETHICONE according to the INCI nomenclature.
  • the compounds are preferably:
  • compositions of the invention may be included in the compositions of the invention.
  • Preferred silicones can be used according to the invention have viscosities at 20 0 C of 0.2 to 2 mmV 1, wherein silicones are particularly bevozugt with Viskosi decisiven of 0.5 to 1 mmV. 1
  • Particularly preferred agents according to the invention contain one or more amino-functional silicones.
  • Such silicones may e.g. through the formula
  • R in the above formula is a hydrocarbon or a hydrocarbon group of 1 to about 6 carbon atoms
  • Q is a polar group of the general formula -R 1 HZ wherein R 1 is a divalent linking group attached to hydrogen and the group Z is an organic, amino-functional radical containing at least one amino-functional group, carbon and hydrogen atoms, carbon, hydrogen and oxygen atoms or carbon, hydrogen and nitrogen atoms;
  • "a” assumes values in the range of about 0 to about 2
  • "b” assumes values in the range of about 1 to about 3
  • "a” + "b” is less than or equal to 3
  • "c” is a number in the range from about 1 to about 3
  • x is a number ranging from 1 to about 2,000, preferably from about 3 to about 50, and most preferably from about 3 to about 25
  • y is a number ranging from about 20 to about 10,000 , preferably from about 125 to about 10,000, and most preferably from about 150 to about 1,000
  • M is a
  • Non-limiting examples of the groups represented by R include alkyl groups such as methyl, ethyl, propyl, isopropyl, isopropyl, butyl, isobutyl, amyl, isoamyl, hexyl, isohexyl and the like; Alkenyl radicals, such as vinyl, halovinyl, alkylvinyl, allyl, Haloallyl, alkylallyl; Cycloalkyl radicals such as cyclobutyl, cyclopentyl, cyclohexyl and the like; Phenyl radicals, benzyl radicals, halohydrocarbon radicals such as 3-chloropropyl, 4-bromobutyl, 3,3,3-trifluoropropyl, chlorocyclohexyl, bromophenyl, chlorophenyl and the like, and sulfur containing radicals such as mercaptoethyl, mercaptopropyl,
  • R 1 examples include methylene, ethylene, propylene, hexamethylene, decamethylene, -CH 2 CH (CH 3 ) CH 2 -, phenylene, naphthylene, -CH 2 CH 2 SCH 2 CH 2 -, - CH 2 CH 2 OCH 2 - , -OCH 2 CH 2 -, -OCH 2 CH 2 CH 2 -, -CH 2 CH (CH 3 ) C (O) OCH 2 -, - (CH 2 J 3 CC (O) OCH 2 CH 2 -, - C 6 H 4 C 6 H 4 -, -C 6 H 4 CH 2 C 6 H 4 -; and - (CH 2 ) 3 C (O) SCH 2 CH 2 -.
  • Z is an organic, amino-functional radical containing at least one functional amino group.
  • a possible formula for Z is NH (CH 2 ) Z NH 2 , wherein z is 1 or more.
  • Another possible formula for Z is -NH (CH 2 ) Z (CH 2 ) zz NH, wherein both z and zz are independently 1 or more, this structure comprising diamino ring structures, such as piperazinyl.
  • Z is most preferably a -NHCH 2 CH 2 NH 2 radical.
  • Another possible formula for Z is - N (CH 2) Z (CH 2) Z2 NX 2 or -NX 2 wherein each X of X 2 is independently selected from the group consisting of hydrogen and alkyl groups having 1 to 12 carbon atoms, and zz is O
  • Q is most preferably a polar, amine functional group of the formula -CH 2 CH 2 CH 2 NHCH 2 CH 2 NH 2 .
  • "a” assumes values in the range of about 0 to about 2
  • "b” assumes values in the range of about 2 to about 3
  • "a” + “b” is less than or equal to 3
  • the molar ratio of R a Q b SiO (4. a. b) / 2 units to the R 0 SiO (4 ⁇ ) / 2 units is in the range of from about 1: 2 to 1:65, preferably from about 1: 5 to about 1:65, and most preferably from about 1: 15 to about 1: 20.
  • the various variable substituents in the above formula may be different for the various silicone components present in the silicone blend.
  • Preferred agents according to the invention are characterized in that they contain an amino-functional silicone of the formula (Si-II)
  • G is -H, a phenyl group, -OH, -O-CH 3 , -CH 3 , -O-CH 2 CH 3 , -CH 2 CH 3 , -O-
  • n and n are numbers whose sum (m + n) is between 1 and 2000, preferably between 50 and 150, where n is preferably values from 0 to 1999 and in particular from 49 to 149 and m preferably values from 1 to 2000, in particular from 1 to 10,
  • R ' is a monovalent radical selected from O -QN (R ") - CH 2 -CH 2 -N (R") 2 o -QN (R ") 2 O -QN + (R 11 J 3 A ' o - QN + H (R ") 2 A " o -QN + H 2 (R ") A- o -QN (R”) - CH 2 -CH 2 -N + R "H 2 A " where each Q represents a chemical bond, -CH 2 -, -CH 2 -CH 2 -, -CH 2 CH 2 CH 2 -, -C (CH 3 J 2 -, -CH 2 CH 2 CH 2 CH 2 -, -CH 2 C ( CH 3 );, -, -CH (CH 3 ) CH 2 CH 2 -, R "represents identical or different radicals from the group -H, -phenyl, -benzyl, -CH 2 - CH (CH 3 ) Ph, of the C
  • CH (CH 3) 2, -CH 2 CH 2 CH 2 H 3, -CH 2 CH (CH 3 J 2 , -CH (CH 3 ) CH 2 CH 3 , -C (CH 3 J 3 , and A represents an anion, which is preferably selected from chloride, bromide, iodide or methosulfate.
  • Particularly preferred agents according to the invention are characterized in that they contain at least one amino-functional silicone of the formula (Si-IIa)
  • n and n are numbers whose sum (m + n) is between 1 and 2000, preferably between 50 and 150, where n preferably values of 0 to 1999 and in particular of 49 to 149 and m preferably values of 1 to 2000 , in particular from 1 to 10 assumes.
  • silicones are referred to as trimethylsilylamodimethicones according to the INCI declaration.
  • agents according to the invention which are an amino-functional silicone of the formula (Si-IIb)
  • n1 and n2 are numbers whose sum (m + n1 + n2) is between 1 and 2,000, preferably between 50 and 150 , where the sum (n1 + n2) preferably assumes values from 0 to 1999 and in particular from 49 to 149 and m preferably values from 1 to 2000, in particular from 1 to 10.
  • silicones are referred to as amodimethicones according to the INCI declaration.
  • agents according to the invention which contain an amino-functional silicone whose amine number is above 0.25 meq / g, preferably above 0.3 meq / g and in particular above 0.4 meq / g, are preferred ,
  • the amine number stands for the milliequivalents of amine per gram of amino-functional silicone. It can be determined by titration and also expressed in mg KOH / g.
  • Agents preferred according to the invention are characterized in that, based on their weight, they contain 0.01 to 10% by weight, preferably 0.1 to 8% by weight, more preferably 0.25 to 7.5% by weight and in particular 0, 5 to 5 wt.% Amino-functional silicone (s) included.
  • agents according to the invention which contain at least one silicone of the formula Si-III
  • x is a number from 3 to 200, preferably from 3 to 10, more preferably from 3 to 7 and in particular 4, 5 or 6.
  • the silicones described above have a backbone composed of -Si-O-Si units.
  • these Si-O-Si units may also be interrupted by carbon chains.
  • Appropriate molecules are accessible by chain extension reactions and are preferably used in the form of silicone-in-water emulsions.
  • the silicone-in-water emulsions which can be used according to the invention can be prepared by known processes, as disclosed, for example, in US Pat. No. 5,998,537 and EP 0 874 017 A1.
  • this preparation process comprises the emulsifying mixture of components, one of which contains at least one polysiloxane, the other of which contains at least one organosilicone material which reacts with the polysiloxane in a chain extension reaction, wherein at least one metal ion-containing catalyst for the chain extension reaction, at least one surfactant and water are present.
  • the chain extension reaction may also include the reaction of an Si-OH group (e.g., a hydroxy-terminated polysiloxane) with an alkoxy group (e.g., alkoxysilanes, silicates, or alkoxysiloxanes) in the presence of a metal-containing catalyst to form polysiloxanes.
  • an Si-OH group e.g., a hydroxy-terminated polysiloxane
  • an alkoxy group e.g., alkoxysilanes, silicates, or alkoxysiloxanes
  • the polysiloxanes used in the chain extension reaction comprise a substantially linear polymer of the following structure:
  • each R is independently a hydrocarbon radical having up to 20 Kohlenstaoffatomen, preferably having 1 to 6 C-atoms, such as an alkyl group (for example, methyl, ethyl, propyl or butyl), an aryl group (for example, phenyl), or group required for the chain extension reaction ("reactive group", for example Si-bonded H atoms, aliphatically unsaturated groups such as vinyl, allyl or hexenyl, hydroxy, alkoxy, such as methoxy, ethoxy or propoxy, alkoxy-alkoxy, acetoxy, amino, etc.), with the proviso that on average one to two reactive groups are present per polymer, n is a positive number> 1.
  • n is numbers describing polysiloxanes having viscosities between 1 and 1,000,000 mm 2 / s, more preferably viscosities between 1,000 and 100,000 mm 2 / s.
  • the polysiloxanes may be branched to a low degree (for example, ⁇ 2 mol% of the siloxane units), but preferably the polymers are substantially linear, more preferably completely linear.
  • the substituents R may in their turn be substituted, for example with N-containing groups (for example amino groups), epoxy groups, S-containing groups, Si containing groups, O-containing groups, etc.
  • Preferably at least 80% of the radicals R are alkyl radicals, more preferably methyl groups.
  • the organosilicone material that reacts with the polysiloxane in the chain extension reaction may be either a second polysiloxane or a molecule that acts as a chain extender.
  • the organosilicone material is a polysiloxane, it has the above-mentioned general structure. In these cases, one polysiloxane in the reaction has (at least) one reactive group, and a second polysiloxane has (at least) a second reactive group that reacts with the first.
  • the organosilicone material comprises a chain extending agent
  • it may be a material such as a silane, a siloxane (e.g. disiloxane or trisiloxane) or a silazane.
  • a composition comprising a polysiloxane according to the above-described general structure having at least one Si-OH group can be chain extended by reacting with an alkoxysilane (for example, a dialkoxysilane or trialkoxysilane) in the presence of tin or titanium-containing catalysts is reacted.
  • an alkoxysilane for example, a dialkoxysilane or trialkoxysilane
  • the metal-containing catalysts in the chain extension reaction are usually specific for a particular reaction.
  • Such catalysts are known in the art and include, for example, metals such as platinum, rhodium, tin, titanium, copper, lead, etc.
  • a polysiloxane having at least one aliphatically unsaturated group, preferably an end group is reacted with an organosilicone material
  • a hydrosysylation catalyst which is a siloxane or polysiloxane having at least one (preferably terminal) Si-H group.
  • the polysiloxane has at least one aliphatically unsaturated group and satisfies the general formula given above in which R and n are as defined by preference, wherein on average between 1 and 2 groups R have one aliphatically unsaturated group per polymer.
  • the organosilicone material having at least one Si-H group preferably has the above-mentioned structure, wherein R and n are as defined above and wherein, on average, between 1 and 2 groups R is hydrogen and n is 0 or a positive integer
  • This material may be a polymer or a low molecular weight material such as a siloxane (for example, a disiloxane or a trisiloxane).
  • a siloxane for example, a disiloxane or a trisiloxane
  • the polysiloxane having at least one aliphatically unsaturated group and the organosilicone material having at least one Si-H group react in the presence of a Hydrosilylation catalyst.
  • a Hydrosilylation catalyst include, for example, platinum and rhodium-containing materials.
  • the catalysts may take any known form, for example platinum or rhodium coated on support materials (such as silica gel or activated carbon) or other suitable compounds such as platinum chloride, salts of platinum or chloroplatinic acids.
  • a preferred catalyst because of its good dispersibility in organosilicone systems and the low color change is chloroplatinic acid either as a commercially available hexahydrate or in anhydrous form.
  • a polysiloxane having at least one Si-OH group, preferably an end group is reacted with an organosilicone material having at least one alkoxy group, preferably a siloxane having at least one Si-OR group or an alkoxysilane having at least two alkoxy groups ,
  • the catalyst used is again a metal-containing catalyst.
  • organometallic compounds such as organotin salts, titanates or titanium chelates or complexes.
  • organometallic compounds such as organotin salts, titanates or titanium chelates or complexes.
  • organometallic compounds such as organotin salts, titanates or titanium chelates or complexes.
  • organometallic compounds such as organotin salts, titanates or titanium chelates or complexes.
  • organometallic compounds such as organotin salts, titanates or titanium chelates or complexes.
  • organometallic compounds such as organotin salts, titanates or titanium chelates or complexes.
  • organometallic compounds such as organotin salts, titanates or titanium chelates or complexes.
  • organometallic compounds such as organotin salts, titanates or titanium chelates or complexes.
  • organometallic compounds such as organotin salts, titanates or titanium chelates or complexes.
  • examples include
  • R is identical or different radicals from the group -H, -phenyl, -benzyl, -CH 2 -CH (CH 3 ) Ph, the C ⁇ o-alkyl radicals, preferably -CH 3 , -CH 2 CH 3 , -CH 2 CH 2 CH 3 , -CH (CH 3 ) 2 , -CH 2 CH 2 CH 2 H 3 , -CH 2 CH (CH 3 J 2 , -CH (CH 3 ) CH 2 CH 3 , -C (CH 3 ) 3 , x and y are a number from 0 to 200, preferably from 0 to 10, more preferably from 0 to 7 and in particular 0, 1, 2, 3, 4, 5 or 6, and n is a number from 0 to 10, preferably from 1 to 8 and in particular from 2, 3, 4, 5, 6.
  • the silicones are preferably water-soluble. Agents preferred according to the invention are characterized in that they contain at least one water-soluble silicone.
  • the compositions according to the invention can also be formulated as hair colorants, for example oxidation harsher or as so-called dye shampoos.
  • Dyeing shampoos usually contain one or more substantive dyes. These dyes can also be used in colorants for shading.
  • Direct dyes are usually nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones or indophenols.
  • Preferred substantive dyes are those having the international designations or trade names HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 12, Acid Yellow 1, Acid Yellow 10, Acid Yellow 23, Acid Yellow 36, HC Orange Disperse Orange 3, Acid Orange 7, HC Red 1, HC Red 3, HC Red 10, HC Red 11, HC Red 13, Acid Red 33, Acid Red 52, HC Red BN, Pigment Red 57: 1, HC Blue 2, HC Blue 12, Disperse Blue 3, Acid Blue 7, Acid Green 50, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Acid Violet 43, Disperse Black 9, Acid Black 1, and Acid Black 52 known compounds as well as 1 , 4-diamino-2-nitrobenzene, 2-amino-4-nitrophenol, 1, 4-bis ( ⁇ -hydroxyethyl) amino-2-nitrobenzene, 3-nitro-4- ( ⁇ -hydroxyethyl) aminophenol, 2- ( 2'-hydroxyethyl) amino-4,6-dinitrophenol, 1- (2'-hydroxyethyl) amino-4-methyl-2-nitro
  • Oxidation dyes or dyeing shampoos preferred according to the invention are characterized in that they contain at least one substantive dye selected from nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones or indophenols, preferably from the group of the dyes HC Yellow 2, HC Yellow 4 known under the international names or trade names HC Yellow 5, HC Yellow 6, HC Yellow 12, Acid Yellow 1, Acid Yellow 10, Acid Yellow 23, Acid Yellow 36, HC Orange 1, Disperse Orange 3, Acid Orange 7, HC Red 1, HC Red 3, HC Red Red, HC Red 11, HC Red 13, Acid Red 33, Acid Red 52, HC Red BN, Pigment Red 57: 1, HC Blue 2, HC Blue 12, Disperse Blue 3, Acid Blue 7, Acid Green 50, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Acid Violet 43, Disperse Black 9, Acid Black 1, and Acid Black 52 known compounds and 1, 4-diamino-2-nitrobenzene, 2-amino-4-nitrophenol, 1, 4-bis ( ⁇ -hydroxye
  • aromatic systems substituted with a quaternary nitrogen group such as Basic Yellow 57, Basic Red 76, Basic Blue 99, Basic Brown 16 and Basic Brown 17, as well as
  • Preferred cationic substantive dyes of group (c) are in particular the following compounds:
  • the compounds of the formulas (DZ1), (DZ3) and (DZ5) which are also known by the names Basic Yellow 87, Basic Orange 31 and Basic Red 51, are very particularly preferred cationic substantive dyes of group (c).
  • the cationic direct dyes which are sold under the trademark Arianor ® are, according to the invention also very particularly preferred cationic direct dyes.
  • the agents according to the invention according to this embodiment contain the substantive dyes preferably in an amount of 0.01 to 20 wt .-%, based on the total colorant or dyeing shampoo.
  • preparations of the invention may also naturally occurring dyes such as henna red, henna neutral, henna black, chamomile, sandalwood, black tea, buckthorn bark, sage, bluewood, madder root, Catechu, Sedre and alkano root are included.
  • compositions according to the invention can be formulated as a dyeing agent and / or as a whitening agent for keratinic fibers.
  • keratinic or keratin-containing fibers are understood to mean furs, wool, feathers and, in particular, human hair.
  • Oxidation colorants according to the invention contain at least one coupler and at least one developer component. Coupler and developer components are also known as oxidation termed dye precursors. In addition, oxidation dyes of the invention may also contain substantive dyes as nuances.
  • the developer components are usually primary aromatic amines with a further, located in the para or ortho position free or substituted hydroxy or amino group, diaminopyridine derivatives, heterocyclic hydrazones, 4-aminopyrazolone and 2,4,5,6-tetraaminopyrimidine and its derivatives used.
  • m-phenylenediamine derivatives naphthols, resorcinol and resorcinol derivatives, pyrazolones, m-aminophenols and substituted pyridine derivatives are generally used.
  • Suitable coupler substances are in particular ⁇ -naphthol, 1, 5, 2,7- and 1, 7-dihydroxynaphthalene, 5-amino-2-methylphenol, m-aminophenol, resorcinol, resorcinol monomethyl ether, m-phenylenediamine, 2,4 -Diaminophenoxyethanol, 2-amino-4- (2-hydroxyethylamino) -anisole (Lehmann's Blue), 1-phenyl-3-methyl-pyrazol-5-one, 2,4-dichloro-3-aminophenol, 1, 3-bis - (2,4-diaminophenoxy) -propane, 2-chlororesorcinol, 4-chlororesorcinol, 2-chloro-6-methyl-3-aminophenol, 2-methylresorcinol, 5-methylresorcinol, 3-amino-6-methoxy-2-methylamino pyridine and 3,5-diamino-2,6-dimethoxypyridine
  • the present invention is not subject to any restrictions.
  • the colorants according to the invention can be used as further dye precursors
  • Precursors of natural analog dyes such as indole and indoline derivatives, and mixtures of representatives of these groups.
  • the colorant further contains at least one developer component.
  • the developer components are usually primary aromatic amines having a further, in the para or ortho position, free or substituted hydroxy or amino group, diaminopyridine derivatives, heterocyclic hydrazones, 4-amino pyrazole derivatives and 2,4,5,6-tetraaminopyrimidine and its Derivatives used. It may be preferred according to the invention to use as the developer component a p-phenylenediamine derivative or one of its physiologically acceptable salts. Particular preference is given to p-phenylenediamine derivatives of the formula (E1)
  • G 1 represents a hydrogen atom, a C 1 - to C 4 alkyl, C 1 - to C 4 - monohydroxyalkyl radical, a C 2 - to C 4 polyhydroxyalkyl radical, a (C 1 - to C 4 J-AIkOXy- ( C 1 to C 4 ) alkyl, a 4'-aminophenyl or C 1 to C 4 alkyl substituted with a nitrogen-containing group, a phenyl or a 4'-aminophenyl;
  • G 2 is a hydrogen atom a C 1 - to C 4 alkyl, C 1 - to C 4 - monohydroxyalkyl radical, a C 2 - to C 4 polyhydroxyalkyl radical, a (C 1 - to C 4 J-AIkOXy- (C 1 - to C 4 ) -alkyl radical or a C 1 - to C 4 -alkyl radical which is substituted by a nitrogen-containing group;
  • G 3 represents a hydrogen atom, a halogen atom such as a chlorine, bromine, iodine or fluorine atom, a C 1 - to C 4 -alkyl radical, a C 1 - to C 4 -monohydroxyalkyl radical, a C 2 - to C 4 - Polyhydroxyalkylrest, a C 1 - to C 4 -hydroxyalkoxy, a C 1 - to C 4 - acetylaminoalkoxy, a C 1 - to C 4 - Mesylaminoalkoxyrest or a C 1 - to C 4 - carbamoylaminoalkoxy;
  • a halogen atom such as a chlorine, bromine, iodine or fluorine atom
  • a C 1 - to C 4 -alkyl radical such as a chlorine, bromine, iodine or fluorine atom
  • a C 1 - to C 4 -alkyl radical
  • G 4 represents a hydrogen atom, a halogen atom or a C 1 - to C 4 -alkyl radical or when G 3 and G 4 are ortho to each other, they may together form a bridging ⁇ , ⁇ -alkylenedioxy group, such as, for example, an ethylenedioxy group.
  • C 1 - to C 4 -alkyl radicals mentioned as substituents in the compounds according to the invention are the groups methyl, ethyl, propyl, isopropyl and butyl. Ethyl and methyl are preferred alkyl radicals.
  • C 1 -C 4 -alkoxy radicals which are preferred according to the invention are, for example, a methoxy or an ethoxy group.
  • a C 1 - to C 4 -hydroxyalkyl group a hydroxymethyl, a 2-hydroxyethyl, a 3-hydroxypropyl or a 4-hydroxybutyl group may be mentioned.
  • a 2-hydroxyethyl group is particularly preferred.
  • a particularly preferred C 2 to C 4 polyhydroxyalkyl group is the 1, 2-dihydroxyethyl group.
  • halogen atoms are according to the invention F, Cl or Br atoms, Cl atoms are very particularly preferred.
  • the other terms used are derived according to the invention from the definitions given here.
  • nitrogen-containing groups of the formula (E1) are in particular the amino groups, C 1 to C 4 monoalkylamino groups, C 1 to C 4 dialkylamino groups, C 1 to C 4 trialkylammonium groups, C 1 to C 4 monohydroxyalkylamino groups, imidazolinium and ammonium.
  • Particularly preferred p-phenylenediamines of the formula (E1) are selected from p-phenylenediamine, p-toluenediamine, 2-chloro-p-phenylenediamine, 2,3-dimethyl-p-phenylenediamine, 2,6-dimethyl-p-phenylenediamine, 2 , 6-diethyl-p-phenylenediamine, 2,5-dimethyl-p-phenylenediamine, N, N-dimethyl-p-phenylenediamine, N, N-diethyl-p-phenylenediamine, N, N-dipropyl-p-phenylenediamine, 4-amino 3-methyl- (N, N-diethyl) -aniline, N, N-bis- ( ⁇ -hydroxyethyl) -p-phenylenediamine, 4-N, N-bis- ( ⁇ -hydroxyethyl) amino-2-methylaniline, 4-N, N-bis-
  • Very particular preferred p-phenylenediamine derivatives of the formula (E1) according to the invention are p-phenylenediamine, p-toluenediamine, 2- ( ⁇ -hydroxyethyl) -p-phenylenediamine, 2- ( ⁇ , ⁇ -dihydroxyethyl) -p-phenylenediamine and N, N bis (.beta.-hydroxyethyl) -p-phenylenediamine.
  • developer component compounds which contain at least two aromatic nuclei which are substituted by amino and / or hydroxyl groups.
  • binuclear developer components which can be used in the colorants according to the invention, mention may be made in particular of the compounds which correspond to the following formula (E2) and their physiologically tolerated salts:
  • Z 1 and Z 2 independently of one another, are a hydroxyl or NH 2 radical, which, by a C 1 is optionally substituted by a Ci to C4 alkyl group - is substituted to C 4 -hydroxyalkyl radical and / or by a bridge Y, or which is optionally part of a bridging ring system, the bridge Y is an alkylene group having 1 to 14 carbon atoms, such as a linear or branched alkylene chain or an alkylene ring, which is one or more nitrogen-containing groups and / or one or more heteroatoms such as oxygen, Interrupted or terminated by sulfur or nitrogen atoms and may optionally be substituted by one or more hydroxyl or C 8 to C 8 -alkoxy radicals, or a direct bond,
  • G 5 and G 6 independently of one another represent a hydrogen or halogen atom, a C 1 - to C 4 -alkyl radical, a C 1 - to C 4 -monohydroxyalkyl radical, a C 2 - to C 4 -hydroxyalkyl radical, a C 1 - to C 4 -aminoalkyl radical or a direct compound for bridging Y,
  • G 7 , G 8 , G 9 , G 10 , G 11 and G 12 independently represent a hydrogen atom, a direct bond to the bridge Y or a C 1 - to C 4 -alkyl radical, with the provisos that the compounds of the formula (E2) contain only one bridging Y per molecule and the compounds of the formula (E2) contain at least one amino group which carries at least one hydrogen atom.
  • Preferred binuclear developer components of the formula (E2) are in particular: N, N'-bis ( ⁇ -hydroxyethyl) -N, N'-bis (4'-aminophenyl) -1,3-diamino-propan-2-ol, N, N'-bis ( ⁇ -hydroxyethyl) -N, N'-bis (4'-aminophenyl) ethylenediamine, N, N'-bis (4-aminophenyl) tetramethylenediamine, N, N'-bis N, N'-bis (4-aminophenyl) tetramethylenediamine, N, N'-bis (4-methylaminophenyl) tetramethylenediamine, N, N'-diethyl-N, N ' bis- (4'-amino-3-dimethylphenyl) ethylenediamine, bis (2-hydroxy-5-aminophenyl) -methane, 1, 3-bis- (2,5-di
  • Very particularly preferred binuclear developer components of the formula (E2) are N, N'-bis ( ⁇ -hydroxyethyl) -N, N'-bis (4'-aminophenyl) -1,3-diamino-propan-2-ol, Bis (2-hydroxy-5-aminophenyl) methane, 1, 3-bis (2,5-diaminophenoxy) -propan-2-ol, N, N'-bis (4'-aminophenyl) -1, 4 diazacycloheptane and 1, 10-bis (2 ', 5'-diaminophenyl) -1, 4,7,10-tetraoxadecan or one of its physiologically acceptable salts.
  • p-aminophenol derivatives of the formula (E3) it may be preferred according to the invention to use as the developer component a p-aminophenol derivative or one of its physiologically tolerable salts. Particular preference is given to p-aminophenol derivatives of the formula (E3)
  • G 13 represents a hydrogen atom, a halogen atom, a C 1 - to C 4 -alkyl radical, a C 1 - to C 4 -monohydroxyalkyl radical, a C 2 - to C 4 -polyhydroxyalkyl radical, a (C 1 - to C 4 -N) AIkOXy- (C 1 - to C 4 ) -alkyl radical, a C 1 - to C 4 -Aminoalkylrest, a hydroxy (C 1 - to C 4 ) -alkylamino, a C 1 - to C 4 -hydroxyalkoxy, a C 1 - to C ⁇ hydroxyalkyKd to C 4 ) aminoalkyl or a (di-C 1 - to C ⁇ alkylaminoHd to C 4 ) alkyl, and
  • G 14 represents a hydrogen or halogen atom, a C 1 - to C 4 alkyl, C 1 - to C 4 - monohydroxyalkyl radical, a C 2 - to C 4 polyhydroxyalkyl radical, a (C 1 - to C 4 J- AIkOXy- (C 1 - to C 4 ) -alkyl radical, a C 1 - to C 4 -Aminoalkylrest or a C 1 - to C 4 -Cyanoalkylrest,
  • G 15 is hydrogen, C 1 - to C 4 -alkyl, C 1 - to C 4 -monohydroxyalkyl, C 2 - to C 4 -polyhydroxyalkyl, phenyl or benzyl, and
  • G 16 is hydrogen or a halogen atom.
  • Preferred p-aminophenols of the formula (E3) are, in particular, p-aminophenol, N-methyl-p-aminophenol, 4-amino-3-methylphenol, 4-amino-3-fluorophenol, 2-hydroxymethylamino-4-aminophenol, 4 -Amino-3-hydroxymethylphenol, 4-amino-2- ( ⁇ -hydroxyethoxy) -phenol, 4-amino-2-methylphenol, 4-amino-2-hydroxymethylphenol, 4-amino-2-methoxymethyl-phenol, 4-amino -2-aminomethylphenol, 4-amino-2- ( ⁇ -hydroxyethyl-aminomethyl) phenol, 4-amino-2- ( ⁇ , ⁇ -dihydroxyethyl) phenol, 4-amino-2-fluorophenol, 4-amino-2 -chlorophenol, 4-amino-2,6-dichlorophenol, 4-amino-2- (diethyl-aminomethyl) -phenol and their physiological
  • Very particularly preferred compounds of the formula (E3) are p-aminophenol, 4-amino-3-methylphenol, 4-amino-2-aminomethylphenol, 4-amino-2- ( ⁇ , ⁇ -dihydroxyethyl) -phenol and 4-amino 2- (diethylaminomethyl) -phenol.
  • the developer component may be selected from o-aminophenol and its derivatives such as 2-amino-4-methylphenol, 2-amino-5-methylphenol or 2-amino-4-chlorophenol.
  • the developer component may be selected from heterocyclic developer components, such as the pyridine, pyrimidine, pyrazole, pyrazole pyrimidine derivatives and their physiologically acceptable salts.
  • Preferred pyridine derivatives are in particular the compounds 2,5-diamino-pyridine, 2- (4'-methoxyphenyl) amino-3-amino-pyridine, 2,3-diamino-6-methoxypyridine, 2- ( ⁇ -methoxyethyl ) amino-3-amino-6-methoxypyridine and 3,4-diamino-pyridine.
  • Preferred pyrimidine derivatives are in particular 2,4,5,6-tetraaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine, 2-hydroxy-4,5,6-triaminopyrimidine, 2-dimethylamino-4,5,6- triaminopyrimidine, 2,4-dihydroxy-5,6-diaminopyrimidine and 2,5,6-triaminopyrimidine.
  • Preferred pyrazole derivatives are in particular 4,5-diamino-1-methylpyrazole, 4,5-diamino-1- ( ⁇ -hydroxyethyl) pyrazole, 3,4-diaminopyrazole, 4,5-diamino-1- (4'- chlorobenzyl) pyrazole, 4,5-diamino-1,3-dimethylpyrazole, 4,5-diamino-3-methyl-1-phenylpyrazole, 4,5-diamino-1-methyl-3-phenylpyrazole, 4-amino-1 , 3-dimethyl-5-hydrazinopyrazole, 1-benzyl-4,5-diamino-3-methylpyrazole, 4,5-diamino-3-tert-butyl-1-methylpyrazole, 4,5-diamino-1-tert.
  • Triaminopyrazole 1-methyl-3,4,5-triaminopyrazole, 3,5-diamino-1-methyl-4-methylaminopyrazole and 3,5-diamino-4- ( ⁇ -hydroxyethyl) amino-1-methylpyrazole.
  • Preferred pyrazole-pyrimidine derivatives are, in particular, the derivatives of the pyrazolo [1,5-a] pyrimidine of the following formula (E4) and their tautomeric forms, if a tautomeric equilibrium exists: in which:
  • G 17 , G 18 , G 19 and G 20 independently of one another represent a hydrogen atom, a C 1 - to C 4 -alkyl radical, an aryl radical, a C 1 - to C 4 -hydroxyalkyl radical, a C 2 - to C 4 - Polyhydroxyalkylrest a (C 1 - to C 4 J-AIkOXy- (C 1 - to C 4 ) -alkyl radical, a C 1 - to C 4 - aminoalkyl, which may be protected by an acetyl-ureide or a sulfonyl radical can, a (C 1 - to C 4) alkylamino (C - to C 4) alkyl group, a di-J (C 1 - to C 4) alkyl] - (C 1 - to C 4) - aminoalkyl radical, where the dialkyl radicals optionally form a carbon cycle or a heterocycle having 5 or 6 chain members, a C 1
  • Group OH occupy the positions (2,3); (5,6); (6,7); (3,5) or (3,7);
  • the pyrazolo [1, 5-a] -pyrimidines of the above formula (E4) can be prepared as described in the literature by cyclization from an aminopyrazole or from hydrazine.
  • Oxidation colorants particularly preferred according to the invention are characterized in that the developer component is selected from 3-methyl-1,4-diaminobenzene, 1- (2'-hydroxyethyl) -2,5-diaminobenzene, 2- (2,5-diaminophenoxy) ethanol , N, N-bis (2'-hydroxyethyl) -1, 4-diaminobenzene, 3-methyl-4-aminophenol and 2-methylamino-4-aminophenol, p-phenylenediamine, 2- ( ⁇ -hydroxyethyl) -p-phenylenediamine , N, N-bis- ( ⁇ -hydroxyethyl) -p-phenylenediamine, N, N'-bis ( ⁇ -hydroxyethyl) -N, N'-bis (4'-aminophenyl) -1,3-diamino propan-2-ol, bis (2-hydroxy-5-aminophenyl) methane, N,
  • the colorants of the invention contain at least one coupler component.
  • coupler components m-phenylenediamine derivatives, naphthols, resorcinol and resorcinol derivatives, pyrazolones and m-aminophenol derivatives are generally used.
  • Suitable coupler substances are in particular 1-naphthol, 1, 5, 2,7- and 1, 7-dihydroxynaphthalene, 5-amino-2-methylphenol, m-aminophenol, resorcinol, resorcinol monomethyl ether, m-phenylenediamine, 1-phenyl-3 methyl pyrazolone-5, 2,4-dichloro-3-aminophenol, 1,3-bis- (2 ', 4'-diaminophenoxy) -propane, 2-chlororesorcinol, 4-chloro-resorcinol, 2-chloro 6-methyl-3-aminophenol, 2-amino-3-hydroxypyridine, 2-methyl resorcinol, 5-methylresorcinol and 2-methyl-4
  • Coupler components preferred according to the invention are m-aminophenol and its derivatives, such as, for example, 5-amino-2-methylphenol, N-
  • Resorcinol monomethyl ether 2-methylresorcinol, 5-methylresorcinol, 2,5-dimethylresorcinol, 2-
  • Chlororesorcinol 4-chlororesorcinol, pyrogallol and 1,2,4-trihydroxybenzene
  • Pyridine derivatives such as 2,6-dihydroxypyridine, 2-amino-3-hydroxypyridine, 2-amino-5-chloro-3-hydroxypyridine, 3-amino-2-methylamino-6-methoxypyridine, 2,6-dihydroxy-3,4 dimethylpyridine, 2,6-dihydroxy-4-methylpyridine, 2,6-diaminopyridine, 2,3-diamino-6-methoxypyridine and 3,5-diamino-2,6-dimethoxypyridine, Naphthalene derivatives such as 1-naphthol, 2-methyl-1-naphthol, 2-hydroxymethyl-1-naphthol, 2-hydroxyethyl-1-naphthol, 1, 5-dihydroxynaphthalene, 1, 6-dihydroxynaphthalene, 1, 7-dihydroxynaphthalene, 1 , 8-dihydroxynaphthalene, 2,7-dihydroxynaphthalene and 2,3-dihydroxynaphthalen
  • Morpholine derivatives such as, for example, 6-hydroxybenzomorpholine and 6-aminobenzomorpholine, quinoxaline derivatives such as, for example, 6-methyl-1,2,3,4-tetrahydroquinoxaline, pyrazole derivatives such as, for example, 1-phenyl-3-methylpyrazol-5-one, indole derivatives such as Hydroxyindole, 6-hydroxyindole and 7-hydroxyindole, pyrimidine derivatives such as 4,6-diaminopyrimidine, 4-amino-2,6-dihydroxypyrimidine, 2,4-diamino-6-hydroxypyrimidine, 2,4,6-trihydroxypyrimidine, 2- Amino-4-methylpyrimidine, 2-amino-4-hydroxy-6-methylpyrimidine and 4,6-dihydroxy-2-methylpyrimidine, or methylenedioxybenzene derivatives such as, for example, 1-hydroxy-3,4-methylenedioxybenzene, 1-amino-3,4- methyl
  • coupler components according to the invention are 1-naphthol, 1, 5, 2,7- and 1, 7-dihydroxynaphthalene, 3-aminophenol, 5-amino-2-methylphenol, 2-amino-3-hydroxypyridine, resorcinol, 4-chlororesorcinol , 2-chloro-6-methyl-3-aminophenol, 2-methylresorcinol, 5-methylresorcinol, 2,5-dimethylresorcinol and 2,6-dihydroxy-3,4-dimethylpyridine.
  • indoles and indolines which have at least one hydroxy or amino group, preferably as a substituent on the six-membered ring.
  • these groups may carry further substituents, e.g. Example in the form of etherification or esterification of the hydroxy group or alkylation of the amino group.
  • the colorants contain at least one indole and / or indoline derivative.
  • Particularly suitable precursors of naturally-analogous hair dyes are derivatives of 5,6-dihydroxyindoline of the formula (IIIa),
  • R 1 is hydrogen, a C 1 -C 4 alkyl group or a C 1 -C 4 hydroxyalkyl group
  • R 2 is hydrogen or a -COOH group, wherein the -COOH group may also be present as a salt with a physiologically compatible cation
  • R 3 is hydrogen or a C 1 -C 4 -alkyl group
  • R 4 is hydrogen, a C 1 -C 5 -alkyl group or a -CO-R 6 group , in which R 6 is a C 1 -C 4 -alkyl group, and
  • R 5 is one of the groups mentioned under R 4 , as well as physiologically acceptable salts of these compounds with an organic or inorganic acid.
  • indoline Particularly preferred derivatives of indoline are 5,6-dihydroxyindoline, N-methyl-5,6-dihydroxyindoline, N-ethyl-5,6-dihydroxyindoline, N-propyl-5,6-dihydroxyindoline,
  • N-methyl-5,6-dihydroxyindoline N-ethyl-5,6-dihydroxyindoline, N-propyl-5,6-dihydroxyindoline, N-butyl-5,6-dihydroxyindoline and especially 5, 6-Dihydroxyindolin.
  • R 1 represents hydrogen, an alkyl group or a t CVC CrC ⁇ hydroxyalkyl
  • R 2 is hydrogen or a -COOH group, wherein the -COOH group may also be present as a salt with a physiologically compatible cation,
  • R 3 is hydrogen or a C 1 -C 4 alkyl group
  • R 4 is hydrogen, a dC 4 alkyl group or a group -CO-R 6 , in which R 6 is a C r C 4 alkyl group, and
  • R 5 is one of the groups mentioned under R 4 , as well as physiologically acceptable salts of these compounds with an organic or inorganic acid.
  • Particularly preferred derivatives of indole are 5,6-dihydroxyindole, N-methyl-5,6-dihydroxyindole, N-ethyl-5,6-dihydroxyindole, N-propyl-5,6-dihydroxyindole, N-butyl-5,6- dihydroxyindole, 5,6-dihydroxyindole-2-carboxylic acid, 6-hydroxyindole, 6-aminoindole and 4-aminoindole.
  • N-methyl-5,6-dihydroxyindole N-ethyl-5,6-dihydroxyindole, N-propyl-5,6-dihydroxyindole, N-butyl-5,6-dihydroxyindole, and especially the 5,6 -Dihydroxyindol.
  • the indoline and indole derivatives can be used in the colorants used in the process according to the invention both as free bases and in the form of their physiologically acceptable salts with inorganic or organic acids, for.
  • hydrochlorides sulfates and hydrobromides are used.
  • the indole or indoline derivatives are contained therein usually in amounts of 0.05-10 wt .-%, preferably 0.2-5 wt .-%.
  • the indoline or indole derivative in hair dyes in combination with at least one amino acid or an oligopeptide.
  • the amino acid is advantageously an ⁇ -amino acid;
  • Very particularly preferred ⁇ -amino acids are arginine, ornithine, lysine, serine and histidine, in particular arginine.
  • oxidation colorants are characterized in that the coupler component is selected from m-phenylenediamine derivatives, naphthols, resorcinol and resorcinol derivatives, pyrazolones, m-aminophenols and substituted pyridine derivatives, preferred agents being resorcinol, 3-amino-2-methylamino-6-methoxypyridine, 3-amino-6-methylphenol, 3-amino-2-hydroxypyridine, 1, 3-bis (2,4-diaminophenoxy) propane, 2,7-dihydroxynaphthalene, 2-methylresorcinol, 5-methyl-resorcinol, 2.5 -Dimethylresorcinol and 4-chlororesorcinol 1-naphthol, 1, 5, 2,7- and 1, 7-dihydroxynaphthalene, 3-aminophenol, 5-amino-2-methylphenol, 2-amino-3-hydroxypy ⁇ din, resorcinol, 4-
  • coupler and developer components are used in a particular ratio to each other.
  • oxidation dyes of the present invention containing the coupler component (s) in an amount of 0.01 to 20% by weight, preferably 0.5 to 5% by weight, and the developer component (s) in an amount of 0, 01 to 20 wt .-%, preferably from 0.5 to 5 wt .-%, each based on the total oxidation colorant included.
  • oxidation dye precursors or the direct dyes it is not necessary for the oxidation dye precursors or the direct dyes to be in each case homogeneous compounds. Rather, in the hair colorants according to the invention, due to the production process for the individual dyes, in Subordinate quantities may contain other components, as far as they do not adversely affect the staining result or for other reasons, such as toxicological, must be excluded.
  • the agent according to the invention therefore contains a combination of component
  • B Compounds selected from (a) CH-acidic compounds, (b) compounds having primary or secondary amino group or hydroxy group selected from primary or secondary aromatic amines, nitrogen-containing heterocyclic compounds and aromatic hydroxy compounds, (c) amino acids, (d) from 2 up to 9 amino acids oligopeptides.
  • Compounds according to the invention having a reactive carbonyl group (also referred to below as reactive carbonyl compounds or component A) have at least one carbonyl group as reactive group which reacts with the compounds of component B to form a chemical bond linking both components. Furthermore, those compounds according to the invention are also included as component A in which the reactive carbonyl group is derivatized or masked in such a way that the reactivity of the carbon atom of the derivatized or masked carbonyl group with respect to component B is always present.
  • These derivatives are preferably condensation compounds of reactive carbonyl compounds with a) amines and derivatives thereof to form imines or oximes as condensation compound b) of alcohols to form acetals or ketals as condensation compound c) of water to form hydrates as addition compound.
  • Component A is preferably selected from the group formed from acetophenone, propiophenone, 2-hydroxyacetophenone, 3-hydroxyacetophenone, 4-hydroxyacetophenone, 2-hydroxypropiophenone, 3-hydroxypropiophenone, 4-hydroxypropiophenone, 2-hydroxybutyrophenone, 3-hydroxybutyrophenone, 4-hydroxybutyrophenone, 2,4-dihydroxyacetophenone, 2,5-dihydroxyacetophenone, 2,6-dihydroxyacetophenone, 2,3,4-trihydroxyacetophenone, 3,4,5-trihydroxyacetophenone, 2,4,6-trihydroxyacetophenone, 2,4,6-trimethoxyacetophenone, 3,4,5-trimethoxyacetophenone, 3,4,5-trimethoxyacetophenone diethylketal, 4-hydroxy-3-methoxyacetophenone, 3,5-dimethoxy-4-hydroxyacetophenone, 4- Aminoacetophenone, A-
  • Benzylideneacetone 4-hydroxybenzylideneacetone, 2-hydroxybenzylideneacetone, 4-methoxybenzylideneacetone, 4-hydroxy-3-methoxybenzylideneacetone, 4-dimethylaminobenzylideneacetone, 3,4-methylenedioxybenzylideneacetone, 4-pyrrolidinobenzylideneacetone, 4-piperidinobenzylideneacetone, 4-morpholinobenzylideneacetone, 4-diethylaminobenzylideneacetone, 3-benzylidene-2,4-pentanedione, 3- (4'-hydroxybenzylidene) -2,4-pentanedione, 3- (4'-dimethylaminobenzylidene) -2,4-pentanedione, 2-
  • Benzaldehyde, cinnamaldehyde and naphthaldehyde and their derivatives, in particular with one or more hydroxyl, are very particularly preferred in the agents according to the invention.
  • the compounds according to formula (Ca-1) are preferred,
  • R 1 *, R 2 * and R 3 independently represent a hydrogen atom, a halogen atom, a CrC ⁇ alkyl group, a hydroxy group, a Ci-C 6 alkoxy group, a C 1 -C 6 - dialkylamino group, a di (C 2 -C 6 -hydroxyalkyl) amino group, a di (C 1 -C 6 -BIkOXy-C 1 -C 6 - alkyl) aminoguppe, a CrC ⁇ -hydroxyalkyloxy group, a sulfonyl group, a carboxy group, a sulfonic acid group, a sulfonamido group, a sulfonamide group, a carbamoyl group, a C 2 -C 6 acyl group or a nitro group,
  • Z ' is a direct bond or a vinylene group
  • R 4 * and R 5 represent a hydrogen atom or together form, together with the remainder of the molecule, a 5- or 6-membered aromatic or aliphatic ring.
  • the derivatives of the benzaldehydes, naphthaldehydes or cinnamaldehydes of the reactive carbonyl compound according to component C are particularly preferably selected from certain aldehydes.
  • Agents preferred according to the invention are characterized in that they are formulated as hair colorants, based on their weight 0.01 to 20 wt .-%, preferably 0.05 to 15% by weight, particularly preferably 0.1 to 12.5 wt .-% and in particular 0.2 to 10 wt .-% of one or more reactive carbonyl compound (s).
  • CH-acidic compounds are generally considered to carry a hydrogen atom bonded to an aliphatic carbon atom, due to electron-withdrawing Substituents activation of the corresponding carbon-hydrogen bond is effected.
  • CH-acidic compounds also include enamines which are formed by alkaline treatment of quaternized N-heterocycles with a CH-acidic alkyl group in conjugation with the quaternary nitrogen.
  • the CH-acidic compounds of component B are preferably selected from the group consisting of 1, 2,3,3-tetramethyl-3H-indolium iodide, 1, 2,3,3-tetramethyl-3H-indolium p-toluenesulfonate, 1, 2,3,3-tetramethyl-3H-indolium methanesulfonate, 1,3,3-trimethyl-2-methylenindoline (Fischer's base), 2,3-dimethylbenzothiazolium iodide, 2,3-dimethylbenzothiazolium-p-toluenesulfonate Fonate, 2,3-dimethyl-naphtho [1,2-d] thiazolium p-toluenesulfonate, 3-ethyl-2-methyl-naphtho [1,2-d] thiazolium p-toluenesulfonate, rhodanine, rhodanine-3
  • Suitable compounds having primary or secondary amino groups as component B are, for example, primary aromatic amines such as N, N-dimethyl, N, N-diethyl, N- (2-hydroxyethyl) -N-ethyl, N 1 N-bis (2 -hydroxyethyl) -, N- (2-methoxyethyl), 2,3-, 2,4-, 2,5-dichloro-p-phenylenediamine, 2-chloro-p-phenylenediamine, 2,5-dihydroxy-4- morpholinoaniline dihydrobromide, 2-, 3-, 4-aminophenol, 2-aminomethyl-4-aminophenoi, 2-hydroxymethyl-4-aminophenoi, o-, p-phenylenediamine, o-toluenediamine, 2,5-diaminotoluene, -phenot, phenethol, 4-amino-3-methylphenoi, 2- (2,5-diaminophen
  • R 6 is a hydroxyl or an amino group which may be substituted by C 1-4 -alkyl, C 1-4 -hydroxyalkyl or C 1-4 -alkoxy-C 1-4 -alkyl, R 7, R ", R 9, R 1 O and Rl 'is hydrogen, a hydroxy or an amino group represented by a CI-4-alkyl, CI-4-hydroxyalkyl, CI-4-aminoalkyl or CI-4-alkoxy-C1-4-alkyl group and Z is a direct bond, a saturated or unsaturated, optionally substituted by hydroxy groups carbon chain having 1 to 4 carbon atoms, a carbonyl, sulfonyl or imino group, an oxygen, or sulfur atom, or a group of the formula III Q- (CH 2 -p-CH 2 -Q ') 1> (III) in which P is a direct bond, a CH 2 or CHOH group, Q and Q' independently of one another an oxygen atom, an a
  • the abovementioned compounds can be used both in free form and in the form of their physiologically acceptable salts, in particular as salts of inorganic acids, such as hydrochloric or sulfuric acid.
  • Suitable nitrogen-containing heterocyclic compounds are, for example, 2-, 3-, 4-amino, 2-amino-3-hydroxy, 2,6-diamino, 2,5-diamino, 2,3-diamino, 2-dimethylamino 5-amino, 2-methylamino-3-amino-6-methoxy, 2,3-diamino-6-methoxy, 2,6-dimethoxy-3,5-diamino, 2,4,5 Triamino, 2,6- Dihydroxy-3,4-dimethylpyridine, 2,4-dihydroxy-5,6-diamino, 4,5,6-triamino, 4-hydroxy-2,5,6-triamino, 2-hydroxy-4,5 , 6-triamino, 2, 4,5,6-tetraamino, 2-methylamino-4,5,6-triamino, 2,4-, 4,5-diamino, 2-amino-4-methoxy 6-methyl-pyrimidine, 3,5-diaminopyr
  • indole or indoline derivatives 5,6-dihydroxyindole, N-methyl-5,6-dihydroxyindole, N-ethyl-5,6-dihydroxyindole, N-propyl-5,6-dihydroxyindole, N-butyl 5,6-dihydroxyindole, 5,6-dihydroxyindole-2-carboxylic acid, 6-hydroxyindole, 6-aminoindole and 4-aminoindole.
  • Preferred amino acids are all naturally occurring and synthetic (alpha-amino acids, eg the amino acids obtainable by hydrolysis from vegetable or animal proteins, eg collagen, keratin, casein, elastin, soy protein, wheat gluten or almond protein
  • Preferred amino acids are arginine, histidine, tyrosine, phenylalanine, DOPA (dihydroxyphenylalanine), ornithine, lysine and tryptophan, but other amino acids can also be used, such as 6-aminocaproic acid.
  • the oligopeptides may be naturally occurring or synthetic oligopeptides, but also the oligopeptides contained in polypeptide or protein hydrolysates, provided that they have sufficient water solubility for use in the dyeing agents according to the invention.
  • the oligopeptides contained in the hydrolysates of collagen, keratin, casein, elastin, soy protein, wheat gluten or almond protein are preferred.
  • Preferred is the use together with compounds having a primary or secondary amino group or with aromatic hydroxy compounds.
  • Suitable aromatic hydroxy compounds are, for example, 2-, 4-, 5-methylresorcinol, 2,5-dimethylresorcinol, resorcinol, 3-methoxyphenol, pyrocatechol, hydroquinone, pyrogallol, phloroglucinol, hydroxyhydroquinone, 2-, 3-, 4-methoxy-, 3- Dimethylamino, 2- (2-hydroxyethyl) -, 3,4-methylenedioxyphenol, 2,4-, 3,4-dihydroxybenzoic acid, - phenylacetic acid, gallic acid, 2,4,6-trihydroxybenzoic acid, acetophenone, 2-, 4- Chlororesorcinol, 1-naphthol, 1, 5, 2,3-, 2,7-dihydroxynaphthalene, 6-dimethylamino-4-hydroxy-2-naphthalenesulfonic acid, 3,6-dihydroxy-2,7-naphthalenesulfonic acid.
  • CH-active compounds there can be exemplified 1, 2,3,3-tetramethyl-3H-indolium iodide, 1,2,3,3-tetramethyl-3H-indolium-p-toluoisulfonate, 1,2,3,3-tetramethyl 3H indolium methanesulfonate, Fischer's base (1,3,3-trimethyl-2-methylenindoline), 2,3-dimethylbenzothiazolium iodide, 2,3-dimethylbenzothiazolium p-toluenesulfonate, rhodanine, rhodanine-3-acetic acid , 1-ethyl-2-quinaldinium iodide, 1-methyl-2-quinaldinium iodide barbituric acid, thiobarbituric acid, 1,3-dimethylthiobarbituric acid, diethylthiobarbituric acid, oxindole, 3-indoxylacetate
  • the CH-acidic compounds are preferably selected from the formulas (II) and / or (III) and / or (IV)
  • R 8 and R 9 are independently a linear or cyclic CRCE alkyl group, a C 2 -C 6 alkenyl group, an optionally substituted aryl group, an optionally substituted heteroaryl group, an aryl Ci-C 6 alkyl group, a a C 2 -C 6 -polyhydroxyalkyl group, a C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl group, a group R 1 R 11 N- (CH 2 ) m -, in which R 1 and R 11 independently of one another represent a hydrogen atom, a C 1 - C 4 - alkyl group, a C 1 -C 4 hydroxyalkyl group or an arylCrC ⁇ alkyl group, wherein R 1 and R "together with the nitrogen atom can form a 5-, 6- or 7-membered ring and m is a number 2, 3, 4, 5 or 6,
  • R 10 and R 12 independently of one another represent a hydrogen atom or a C 1 -C 6 -alkyl group, where at least one of the radicals R 10 and R 12 is a C 1 -C 6 -alkyl group, R 11 is a hydrogen atom, a C 1 -C 4 6 -alkyl group, a C 1 -C 6 -hydroxyalkyl group, a C 2 -C 6 -polyhydroxyalkyl group, a C 1 -C 6 -alkoxy group, a C 1 -C 6 - Hydroxyalkoxy distr, a group R l "R lv N- (CH 2 ) q -, wherein R 1 " and R IV independently represent a hydrogen atom, a dC 6 alkyl group, a dC 6 -Hydroxyalkyl distr or an aryl-Ci-C 6 -alkyl group and q is a number 1, 2, 3, 4, 5 or 6, wherein the radical R
  • R 13 and R 14 either form membered 6 together with the nitrogen atom form a saturated or unsaturated 5- or ring or independently represent a (C 1 -C 6) - alkyl group, a (C 2 -C 6) alkenyl group, an aryl group, an AryKd-CeJ-alkyl group, a (C 2 -C 6 ) -hydroxyalkyl group, a (C 2 -C 6 ) -polyhydroxyalkyl group or a group R 1 R 11 N- (CH 2 ) m -, wherein R 1 and R 11 independently represent a hydrogen atom, a (C 1 -C 6 ) -alkyl group, a (dC 6 ) -alkenyl group or an aryl-C 1 -C 6 -alkyl group, wherein R 1 and R 11 together with the nitrogen atom 5-, 6- or 7-membered ring and m is a number 2, 3, 4, 5 or 6, and
  • R 15 represents a hydrogen atom, a (dC 6) alkyl, one alkyl group (C 2 -C 6) alkenyl group, an aryl group, an aryl (C 1 -C 6) a (C 2 -C 6) - Hydroxyalkyl group, a (C 2 -C 6 ) - polyhydroxyalkyl group or a group R '"R lv N- (CH 2 ) n -, wherein R 1 " and R IV independently of one another represent a hydrogen atom, a (Ci-C 6 ) -Alkyl group, a (C 1 -C 6 ) -alkenyl group or an aryl-d-C ⁇ -alkyl group, wherein R 1 "and R ⁇ v together with the nitrogen atom can form a 5-, 6- or 7-membered ring and n is for a number 2, 3, 4, 5 or 6
  • Y is an oxygen atom, a sulfur atom or a group NR V ", in which R v " is a hydrogen atom, an aryl group, a heteroaryl group, a C 1 -C 6 -alkyl group or a C 1 -C 6 -arylalkyl group,
  • X " is a physiologically acceptable anion
  • Het is an optionally substituted heteroaromatic
  • X 1 represents a direct bond or a carbonyl group.
  • At least one group R 10 or R 12 according to formula II is necessarily a d-Ce-alkyl group.
  • This alkyl group preferably carries at least two at its alpha carbon atom Hydrogen atoms.
  • Particularly preferred alkyl groups are the methyl, ethyl, propyl, n-butyl, iso-butyl, n-pentyl, neo-pentyl, n-hexyl group.
  • R 10 and R 12 are each independently hydrogen or a methyl group, wherein at least one group R 10 or R 12 is a methyl group.
  • Y is an oxygen or sulfur atom, more preferably an oxygen atom.
  • the radical R 8 is preferably selected from a (C 1 -C 6 ) -alkyl group (particularly preferably a methyl group), a C 2 -C 6 -alkenyl group (in particular an allyl group), a hydroxy (C 2 -C 6 ) -alkyl group, in particular a 2-hydroxyethyl group, or an optionally substituted benzyl group.
  • R 11 is preferably a hydrogen atom.
  • the radicals R 9 , R 10 and R 12 is a methyl group
  • the radical R 11 is a hydrogen atom
  • Y is an oxygen or sulfur atom
  • the radical R 8 is selected from a (CrC ⁇ J-alkyl group (particularly preferably one methyl group), a C 2 -C 6 - alkenyl (especially an allyl group), a hydroxy (C 2 - to C 6) alkyl group, in particular a 2-hydroxyethyl group, or an optionally substituted benzyl group.
  • the compounds according to formula II are selected from one or more
  • the radical Het according to the formula (III) preferably represents the molecule fragment of the formula (V)
  • R 16 and R 17 independently of one another represent a hydrogen atom, a hydroxy group, a halogen atom, a nitro group, a linear or cyclic C 1 -C 4 -alkyl group, a C 2 -C 6 -alkenyl group, an optionally substituted aryl group, a cyanomethyl group, a cyanomethylcarbonyl group, an optionally substituted heteroaryl group, an arylC r C 6 alkyl group, a C r C 6 hydroxyalkyl group, a C 2 -C 6 polyhydroxyalkyl group, a C 1 - C 6 alkoxy group, a d-C ⁇ alkoxycarbonyl group, a d-C ⁇ alkoxyCrCe alkyl group, a dC 6 sulfoalkyl group, a C r C 6 carboxyalkyl group, a group R vl "R lx N- (CH 2 ) m -
  • X 2 and X 3 are independently a nitrogen atom or a group CR 15, wherein R 15 represents a hydrogen atom, a hydroxy group, a halogen atom, a nitro group, a linear or cyclic -C 6 alkyl group, a C 2 -C 6 alkenyl group, an optionally substituted aryl group, a cyanomethyl group, a cyanomethylcarbonyl, an optionally substituted heteroaryl group, a Aiyi-C 1 - C 6 alkyl group, a Ci-C 6 hydroxyalkyl group, a C 2 -C 6 polyhydroxyalkyl group, a C 1 - C 6 alkoxy group, a dC 6 alkoxycarbonyl group, a dC 6 -alkoxy-C 2 -C 6 alkyl group, a dC 6 sulfoalkyl, a dC 6 carboxyalkyl group and a group R x R xl
  • X 4 is an oxygen atom, a sulfur atom, a vinyl group or an NH group, which latter two groups are optionally substituted kyl distr independently having a linear or cyclic C ⁇ C 6 -AI, a C 2 -C 6 alkenyl group, an optionally substituted aryl group, an optionally substituted heteroaryl group, an aryl-d-C 6 alkyl group, a C 2 -C 6 hydroxyalkyl group, a C 2 -C 6 polyhydroxyalkyl group, a CrC ⁇ alkoxy-CrC ⁇ alkyl group, a dC 6 -Sulfoalkyl distr , a C 1 -C 6 -carboxyalkyl group, a group R X "R XI " is N- (CH 2 ) P -, in which R x "and R x ⁇ " independently of one another represent a hydrogen atom, a linear or cyclic C 1 - C 6 - alkyl group
  • R 16 or R 17 forms the bond to the molecular fragment -X 1 -CH 2 -C ⁇ N when X 4 is an oxygen atom or a sulfur atom and X 2 and X 3 represent a nitrogen atom.
  • the radical Het according to formula (III) is particularly preferably derived from the heteroaromatics furan, thiophene, pyrrole, isoxazole, isothiazole, imidazole, oxazole, thiazole, pyridine, pyridazine, pyrimidine, pyrazine, 1, 2,3-triazine, 1, 2 , 4-Thazin, 1, 3,5-triazine, benzopyrrole, benzofuran, benzothiophene, benzimidazole, benzoxazole, indazole, benzoisoxazole, benzoisothiazole, indole, quinoline, isoquinoline, cinnoline, phthalazine, quinazoline, quinoxaline, acridine, benzoquinoline, benzoisoquinoline, benzothiazole , Phenazine, benzocinnoline, benzoquinazoline, benzoquinoxa
  • the compounds according to formula (III) are selected from the group consisting of 2- (2-furoyl) acetonitrile, 2- (5-bromo-2-furoyl) acetonitrile, 2- (5-methyl-2-trifluoromethyl) 3-furoyl) - acetonitrile, 3- (2,5-dimethyl-3-furyl) -3-oxopropanitrile, 2- (2-thenoyl) -acetonitrile, 2- (3-thenoyl) -acetonitrile, 2- (5- Fluoro-2-thenoyl) -acetonitrile, 2- (5-chloro-2-thenoyl) -acetonitrile, 2- (5-bromo-2-thenoyl) -acetonitrile, 2- (5-methyl-2-thenoyl) -acetonitrile , 2- (2,5-Dimethylpyrrole-3-oyl) acetonitrile, 2- (1,
  • Agents preferred according to the invention are characterized in that they are formulated as hair colorants, based on their weight 0.01 to 20 wt .-%, preferably 0.05 to 15% by weight, particularly preferably 0.1 to 12.5 wt .-% and in particular 0.2 to 10 wt .-% of one or more CH-acidic compound (s) included.
  • compositions according to the invention have advantageous properties and also confer advantageous properties on the body parts treated with them. Benefits have been observed especially in hair and scalp treatment.
  • hair treatment compositions according to the invention increase the elasticity of the hair treated with them and lead to an inner-structural strengthening of the hair fibers, which can be e.g. reflected in higher melting temperatures in differential thermal analysis.
  • compositions according to the invention cause an increase in the elasticity and, surprisingly, sebum-regulating effects.
  • the visual impression of "greasy" skin or hair is thus avoided or weakened.
  • Another object of the present invention is the use of purine and / or purine derivative (s) in combination with amino acid (s) in cosmetics, especially in hair treatment agents.
  • CETIOL ® S (Cognis) 9.0 9.0 9.0 9.0 Dioctylcyclohexane
  • CETIOL ® S (Cognis) 9.0 9.0 9.0 9.0 Dioctylcyclohexane
  • CETIOL ® S (Cognis) 9.0 9.0 9.0 9.0 Dioctylcyclohexane
  • LANETTE ® O (Cognis) Cetearyl Alcohol 3.0 3.0 3.0 3.0
  • LANETTE ® O (Cognis) Cetearyl Alcohol 3.0 3.0 3.0 3.0
  • LANETTE ® O (Cognis) Cetearyl Alcohol 3.0 3.0 3.0 3.0
  • CETIOL J ® 600 (Cognis) Oleyl Erucate 0 0, 0 0 55, 55 0 0, 55 0 0, 55 0 0, 55 0 0, 55
  • CETIOL J ® 600 (Cognis) Oleyl Erucate 0.5 0.5 0.5 0.5 0.5
  • Plantacare ® 1200 UP lauryl glucosides 0.5 0.5 0.5 0.5 0.5
  • CETIOL J ® 600 (Cognis) Oleyl Erucate 0.5 0.5 0.5 0.5 0.5
  • CETIOL SN ® (Cognis) Cetearyl 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0
  • CETIOL SN ® (Cognis) Cetearyl 1, 0 1, 0 1, 0 1, 0 1, 0 1, 0 1, 0 1, 0 1, 0 1, 0
  • CETIOL SN ® (Cognis) Cetearyl 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0

Abstract

L'invention concerne des agents cosmétiques qui, relativement à leur poids, contiennent 0,0005 à 5 % en poids de purine et/ou d'un ou de plusieurs dérivés de purine, ainsi que 0,01 à 5 % en poids d'un ou de plusieurs acides aminés, ces agents cosmétiques ayant des effets avantageux sur la peau et les cheveux.
PCT/EP2007/000078 2006-03-07 2007-01-08 Agents cosmétiques contenant de la purine et/ou des dérivés i de purine WO2007101492A1 (fr)

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EP07700191A EP1996150A1 (fr) 2006-03-07 2007-01-08 Agents cosmétiques contenant de la purine et/ou des dérivés i de purine

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DE200610010870 DE102006010870A1 (de) 2006-03-07 2006-03-07 Kosmetische Mittel mit Purin und/oder Purinderivaten I
DE102006010870.1 2006-03-07

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US8722682B2 (en) 2006-12-20 2014-05-13 Sprout Pharmaceuticals, Inc. Sulfated benzimidazolone derivatives having mixed serotonin receptor affinity

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DE102009045997A1 (de) * 2009-10-26 2011-04-28 Henkel Ag & Co. Kgaa Haarbehandlungsmittel mit Polyquaternium-72
DK2465581T3 (da) * 2010-12-15 2020-04-06 Energenesis Biomedical Co Ltd Ikke-terapeutisk anvendelse af en sammensætning til fremme af hårvækst
DE102013219916A1 (de) 2013-10-01 2014-04-24 Henkel Ag & Co. Kgaa leistungsgesteigerte Haarbehandlungsmittel II
DE102013219920A1 (de) 2013-10-01 2015-04-02 Henkel Ag & Co. Kgaa leistungsgesteigerte Haarbehandlungsmittel
DE102021121541A1 (de) * 2021-08-19 2023-02-23 Henkel Ag & Co. Kgaa Haarbehandlungsmittel, umfassend Haarkonditioniermittel auf Trimethylglycinbasis und einen Aktivstoff

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JPH0826962A (ja) * 1994-07-12 1996-01-30 Kao Corp 皮膚外用剤組成物
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US6270534B1 (en) * 1997-10-03 2001-08-07 L'oreal S.A. Oxidizing composition and uses for dyeing, permanently setting or bleaching keratin fibres
US20030133961A1 (en) * 2000-07-13 2003-07-17 Kazuo Nakamura Cosmetic compositions for reducing and method of using the same
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FR2864445A1 (fr) * 2003-12-30 2005-07-01 Jean Noel Thorel Utilisation topique d'une base nutritive complexe
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JPH0826962A (ja) * 1994-07-12 1996-01-30 Kao Corp 皮膚外用剤組成物
JPH08109115A (ja) * 1994-10-07 1996-04-30 Tsunetaka Yokoyama 髪の栄養及び増毛剤の製造方法
US6180662B1 (en) * 1994-12-13 2001-01-30 Beiersdorf Ag Agents acting against hyperreactive and hypoactive, deficient skin conditions and manifest dermatitides
US6270534B1 (en) * 1997-10-03 2001-08-07 L'oreal S.A. Oxidizing composition and uses for dyeing, permanently setting or bleaching keratin fibres
US20030133961A1 (en) * 2000-07-13 2003-07-17 Kazuo Nakamura Cosmetic compositions for reducing and method of using the same
JP2005068070A (ja) * 2003-08-25 2005-03-17 Noevir Co Ltd 皮膚外用剤
FR2864445A1 (fr) * 2003-12-30 2005-07-01 Jean Noel Thorel Utilisation topique d'une base nutritive complexe
DE102005010142A1 (de) * 2005-03-02 2005-11-03 Dr. Kurt Wolff Gmbh & Co. Kg Mittel zur Aktivierung der Haarwurzeln und Verwendung des Mittels

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US8722682B2 (en) 2006-12-20 2014-05-13 Sprout Pharmaceuticals, Inc. Sulfated benzimidazolone derivatives having mixed serotonin receptor affinity

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