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WO2008092522A1 - Colorants contenant des pigments luminescents qui peuvent être excités par la lumière visible - Google Patents

Colorants contenant des pigments luminescents qui peuvent être excités par la lumière visible Download PDF

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Publication number
WO2008092522A1
WO2008092522A1 PCT/EP2007/063218 EP2007063218W WO2008092522A1 WO 2008092522 A1 WO2008092522 A1 WO 2008092522A1 EP 2007063218 W EP2007063218 W EP 2007063218W WO 2008092522 A1 WO2008092522 A1 WO 2008092522A1
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Prior art keywords
acid
amino
group
copolymer
composition according
Prior art date
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PCT/EP2007/063218
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German (de)
English (en)
Inventor
Ina KRÜGERMANN
Claudia Wickleder
April Bowen
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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Publication of WO2008092522A1 publication Critical patent/WO2008092522A1/fr
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/08—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials
    • C09K11/77—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials containing rare earth metals
    • C09K11/7766—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials containing rare earth metals containing two or more rare earth metals
    • C09K11/7767—Chalcogenides
    • C09K11/7769—Oxides
    • C09K11/7771—Oxysulfides
    • 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/23—Sulfur; Selenium; Tellurium; Compounds thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q3/00—Manicure or pedicure preparations
    • A61Q3/02—Nail coatings
    • 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
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
    • A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes
    • 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
    • A61Q5/10—Preparations for permanently dyeing the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/42—Colour properties
    • A61K2800/43—Pigments; Dyes
    • A61K2800/432—Direct dyes
    • A61K2800/4324—Direct dyes in preparations for permanently dyeing the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments

Definitions

  • the present invention relates to colorants which contain luminescent pigments in a carrier as the colorant component, wherein luminescence of the luminescent pigments is excited by absorption of visible light. Furthermore, the invention relates to a dyeing process and the use of these luminescent pigments for coloring, gloss improvement, optical brightening and to improve the color brilliance of substrates.
  • Optical brighteners may be added to detergents to remove graying and yellowing of the treated fabrics which will attract the fiber and cause brightening and fake bleaching by turning invisible ultraviolet radiation into visible longer wavelength light convert the absorbed from sunlight ultraviolet light is radiated as a pale blue fluorescence and the yellow shade of the grayed or yellowed laundry to yield pure white Suitable compounds originate for example from the substance classes of the 4,4 'diamino-2,2'.
  • Luminous effects can be caused in various ways, such as by light reflection or by active emission of visible light.
  • WO-A1-2004 / 108108 describes cosmetic preparations which contain a dye which is insoluble in non-polar and polar solvents and gives fluorescence effects under UV light.
  • the document EP-A1-1 129 701 relates to cosmetic compositions containing at least one chemiluminescent dye and an oxidizing agent for triggering the chemiluminescence.
  • the document FR-A1-2 885 521 relates to cosmetic compositions containing in a physiologically acceptable carrier photoluminescent nanopigments having an average particle diameter of at most 500 nm, wherein said nanopigments contain at least one element of rare earth metals.
  • the user wishes to be able to achieve luminous effects or gloss effects even in daylight surroundings.
  • the invention is therefore based on the object to improve the luminosity of existing or freshly applied dyeings, as well as the brilliance of existing or freshly applied dyeings and / or to give the substrate a gloss effect.
  • the gloss or luminous effect, as well as the color brilliance should be visible especially in daylight or in the light of commercial bulbs. This task can not sufficiently solve the compositions of the cited prior art.
  • compositions comprising luminescent pigments which undergo luminescence excitation by visible light. These agents allow the treated substrates to attract increased attention even in daylight.
  • a first subject of the invention is therefore an agent containing in a carrier as a coloring component luminescent pigments, wherein a luminescence of the pigments is excited by absorption of visible light.
  • the luminescent pigments used according to the invention are embedded in a carrier in the compositions according to the invention.
  • This support may be in the conditions of use as a solid or in liquid form.
  • a cosmetic carrier which is physiologically compatible and, when applied topically or topically to a healthy, living organism, does not cause any damage to its health.
  • cosmetic creams, emulsions, gels or surfactant-containing foaming solutions for example shampoos, foam aerosols or other preparations which are particularly suitable for use on surfaces, on the skin and / or on the hair, are particularly suitable as cosmetic carriers.
  • the cosmetic carriers may be aqueous or, in particular, aqueous-alcoholic, in particular.
  • An aqueous cosmetic carrier contains at least 40% by weight of water.
  • aqueous-alcoholic cosmetic carriers are to be understood as meaning water-containing compositions containing from 3 to 70% by weight of a C 1 -C 4 -alkyl alcohol, in particular ethanol or isopropanol.
  • the agents according to the invention can additionally contain other organic solvents, such as methoxybutanol, benzyl alcohol, ethyl diglycol or 1, 2-propylene glycol. Preference is given to all water-soluble organic solvents.
  • the luminescence of the known luminescent pigments is caused by excitation with UV light.
  • UV light The person skilled in the art knows various types of UV light, namely UVA radiation (315-400 nm), UVB radiation (280-315 nm) and UVC radiation ( ⁇ 280 nm).
  • UVA radiation 315-400 nm
  • UVB radiation 280-315 nm
  • UVC radiation ⁇ 280 nm
  • a luminescence of the pigments contained in the agents according to the invention is excited by absorption of visible light.
  • visible light in the context of the invention, the section of the light spectrum is defined, which corresponds to the visual range, ie light in a wavelength range between 400 nm and 800 nm. However, it is preferred if a luminescence of the pigments by absorption of light with a wavelength between 420 nm and 750 nm, in particular between 450 nm and 750 nm, can stimulate.
  • luminescence in addition to the described luminescence excitation by visible light, luminescence can additionally be excited by absorption of light in the UV range with wavelengths of at most 400 nm.
  • the luminescence of the luminescent pigments present in the compositions according to the invention is effected by emission of visible light, i. Light within a wavelength range between 400 nm and 800 nm. The wavelength of the emitted visible light has a longer wavelength than the visible light absorbed to excite the corresponding emission.
  • Luminescent pigments are defined in the sense of the invention as in the carrier practically insoluble, inorganic or organic, colorful or achromatic compounds that absorb energy and then emit as light.
  • lumirescence phosphorescence and / or fluorescence.
  • inorganic luminescent pigments which contain at least one metal ion from the group formed by the lanthanides, lanthanum, scandium and yttrium are preferred.
  • the luminescence pigments preferably usable according to the invention may be amorphous or crystalline, or at least comprise crystalline regions.
  • the luminescent pigments have crystalline regions in which the lattice elements (eg molecules, atoms or ions) are arranged spatially in regularly repeating unit cells to form a three-dimensional lattice.
  • Particularly preferably usable luminescent pigments comprise a host material and at least one doping element.
  • a host material is defined according to the invention as a material whose elements are replaced in parts by so-called doping elements. Doping elements are different from the elements forming the host material. If the host material is wholly or partly crystalline, its crystalline regions are referred to as host lattices.
  • the host material of the luminescence pigment is selected from sulfides (in particular the alpha phase, beta phase or gamma phase of the sulfides) or oxide sulfides of a metal selected from scandium (preferably Sc 3+ ), yttrium (preferably Y.
  • the oxide sulfides according to the invention preferably comprise per unit of formula a larger amount of sulfur than oxygen.
  • the agent according to the invention may contain one or more luminescent pigments with these aforementioned host materials.
  • the host material is particularly preferably selected from sulfides of lanthanum, scandium, yttrium, praseodymium, neodymium, cerium, samarium, gadolinium or lutetium (in particular the alpha phase, beta phase or gamma phase of the sulfides ) or oxide sulfides of lanthanum, scandium, yttrium, praseodymium, neodymium, cerium, samarium, gadolinium or lutetium.
  • the host material is selected from YS x , YS, Y 2 S 3 , Y 2 OS 2 , Y 2 S 3 Oi 2 , oCo, oC-
  • the beta phase of the sulfides of the metals scandium (preferably Sc 3+ ), yttrium (preferably Y 3+ ), lanthanum (preferably La 3+ ), cerium (preferably Ce 3+ ), praseodymium (preferably Pr 3+ ), neodymium (preferably Nd 3+ ), samarium (preferably Sm 3+ ), europium (preferably Eu 3+ ), gadolinium (preferably Gd 3+ ), terbium (preferably Tb 3+ ), dysprosium (preferably Dy 3+ ), holmium (preferably Ho 3+ ), erbium (preferably Er 3+ ), thulium (preferably Tm 3+ ), ytterbium (preferably Yb 3+ ) or lutetium (preferably Lu 3+ ) (in particular the beta phase of the sulfides of the metals lanthanum (preferably La 3 + ), Cerium (preferably Ce 3+ ), praseodymium (preferably Pr 3+ ), n
  • the beta phase of the abovementioned metals is characterized by that it always contains one oxygen atom per 10 metal atoms and per 14 sulfur atoms owing to its affinity for oxygen per formula unit
  • Particularly preferred luminescent pigments based on the beta phase of the abovementioned sulfides in turn preferably comprise crystalline regions of M 10 OS 14 , with crystallites having a unit cell of the tetragonal space group number 142 (I 4- ⁇ / acd) (numbering according to International Tables for Christallography Vol. A, Ed. Theo Hahn, 4th revised Edition, Kluwer Academic Publishers, Dordecht, Boston, London, 1995, pages 476-480) with 8 formula units M 10 OS 14 per unit cell.
  • I 4- ⁇ / acd tetragonal space group number
  • the lattice constants of the unit cell of these preferred crystalline regions are: a in the range of 1485 to 1537 pm, c in the range of 1974 to 2038 pm and the volume in the range of 328 to 362 cm 3 / mol.
  • this preferred unit cell exist three crystallographically distinguishable metal centers.
  • the host material [in particular the sulfides or oxide sulfides of a metal selected from scandium (preferably Sc 3+ ), yttrium (preferably Y 3+ ), lanthanum (preferably La 3+ ), cerium (preferably Ce 3+ ), praseodymium (preferably Pr 3 + ), Neodymium (preferably Nd 3+ ), samarium (preferably Sm 3+ ), Europium (preferably Eu 3+ ), gadolinium (preferably Gd 3+ ), terbium (preferably Tb 3+ ), dysprosium (preferably Dy 3+ ), holmium (preferably Ho 3+ ), erbium (preferably Er 3+ ), thulium ( preferably Tm 3+ ), ytterbium (preferably Yb 3+ ) or lutetium (preferably Lu 3+ ), (particularly preferably selected from scandium (preferably Sc 3+ ), yttrium (preferably Y 3+ ), lanthanum (preferably La 3+ ) , Pra
  • At least one doping element is preferably selected from at least one metal ion of at least one of the metals cerium, praseodymium, neodymium, samarium, europium, gadolinium, terbium, dysprosium, holmium, erbium, thulium, ytterbium.
  • the doping element is selected from at least one metal ion of Mn 2+ , Ce 3+ , Pr 3+ , Nd 3+ , Sm 3+ , Eu 2+ , Eu 3+ , Gd 3+ , Tb 3 + , Dy 3+ , Ho 3+ , Er 3+ , Tm 3+ , Yb 3+ or Lu 3+ , most preferably from at least one metal ion of Mn 2+ , Ce 3+ , Tb 3+ , Eu 2+ or Eu 3+ .
  • the agent according to the invention contains such luminescence pigments in which the host phase is the beta phase of the lanthanum sulfide which has been doped with at least one of the abovementioned metals as doping element.
  • luminescent pigments with host material and doping element which have a degree of doping of 0.01% to 50.0%.
  • the doping level is defined as the molar amount of all those elements of the host material expressed in mole percent that have been replaced by doping elements.
  • a particularly effective solution to the problem is staining with agents containing luminescent pigments whose host material is doped with metal ions of the cerium (preferably Ce 3+ ) at a degree of leaching of 1.0% to 10.0%.
  • agents containing luminescent pigments whose host material is doped with a degree of dosing of 1, 0% to 15.0% with metal ions of europium (preferably Eu 2+ or Eu 3+ ).
  • very particularly preferred luminescent pigments with excitation by visible light are those which comprise La 10 O Si 4 as host material, a degree of doping of 0.01% to 20.0%, in particular 2.0% to 15.0%, and doped with at least one metal ion as doping element selected from at least one metal ion Ce 3+ , Pr 3+ , Nd 3+ , Sm 3+ , Eu 2+ , Eu 3+ , Gd 3+ , Tb 3+ , Dy 3 + , Ho 3+ , Er 3+ , Tm 3+ , Yb 3+ , Lu 3+ , most preferably from at least one metal ion selected from Ce 3+ , Tb 3+ , Eu 2+ , Eu 3+ .
  • Said luminescent pigments preferably have an average particle diameter of 1 10 3 m to 1 10 ⁇ 10 m, in particular from 1 10 ⁇ 7 m to 1 10 ⁇ 9 m.
  • the agent according to the invention preferably contains said luminescent pigments in an amount of from 0.01% by weight to 20.0% by weight, particularly preferably from 1.0% by weight to 10.0% by weight, based in each case on the weight of the ready-to-use agent.
  • luminescent pigments which can be used according to the invention can be present in the agents according to the invention.
  • the types of luminescent pigments which can be used according to the invention differ in the color of the emitted light.
  • the common use of, for example, red luminescent, blue luminescent and green luminescent Luminescent pigments appear to the observer as white light and according to the invention are preferably used for pure optical brightening.
  • the composition according to the invention with a conventional color change of various substrates, for example as a cosmetic color change such as, for example, the coloring of keratin-containing fibers or of the skin.
  • the agents according to the invention contain, in addition to the luminescence pigments described above, at least one further color-changing component which is different from said luminescent pigments.
  • the obtained, conventional dyeings obtained in this way by the presence of said luminescent pigments increased luminosity, higher brilliance and improved gloss.
  • the additional color-changing component is again preferably selected
  • the developer components used are usually p-phenylenediamine and its derivatives, p-aminophenol and its derivatives, pyrimidine derivatives, pyrazole derivatives, pyrazolopyrimidine derivatives and heterocyclic hydrazones.
  • p-phenylenediamine derivatives of the formula (E1) in which
  • G 1 represents a hydrogen 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 ) -alkoxy - (C 1 -C 4 ) -alkyl radical, a 4'-aminophenyl radical or a (C 1 to C 4 ) -alkyl radical which is substituted by a nitrogen-containing group, a phenyl or a 4'-aminophenyl radical;
  • G 2 represents a hydrogen 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 ) -alkoxy - (C 1 -C 4 ) -alkyl radical
  • 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 alkoxy Acetylaminoalkoxyrest, a Mesylamino- (C- ⁇ -C 4) or a (C 1 to C 4) - C 4) polyhydroxyalkyl radical, a (C 1 to C 4) -Hydroxyalkoxyrest, a (C 1 to C 4) - carbamoylaminoalkoxy radical;
  • 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 such as
  • 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 ⁇ , ⁇ -alkylenedioxo group, such as, for example, an ethylenedioxy group ,
  • Particularly preferred p-phenylenediamines of formula (E1) are selected from one or more compounds of the group formed 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,
  • p-phenylenediamine derivatives of the formula (E1) are selected from at least one compound of the group p-phenylenediamine, p-toluenediamine, 2- (ß-hydroxyethyl) -p-phenylenediamine, 2- ( ⁇ , ß-dihydroxyethyl) - p-phenylenediamine, N, N-bis- ( ⁇ -hydroxyethyl) -p-phenylenediamine, N- (4-amino-3-methylphenyl) -N- [3- (1H-imidazol-1-yl) propyl] amine , as well as the physiologically acceptable salts of these compounds.
  • 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 dyeing compositions according to the invention, mention may be made in particular of the compounds corresponding to the following formula (E2) and their physiologically tolerated salts:
  • Z 1 and Z 2 independently of one another represent a hydroxyl or NH 2 radical optionally substituted by a (C 1 to C 4 ) -alkyl radical, by a (C 1 to C 4 ) -hydroxyalkyl radical and / or by a bridge Y
  • the bridging Y is an alkylene group having 1 to 14 carbon atoms, such as a linear or branched alkylene chain or an alkylene ring, which of one or more nitrogen-containing groups and / or one or more heteroatoms such as Oxygen, sulfur or nitrogen atoms may be interrupted or terminated and may be substituted by one or more hydroxyl or (C 1 to C 8 ) alkoxy, 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 ) - Polyhydroxyalkyl, a (Ci to C 4 ) -Anninoalkylrest or a direct connection to
  • G 7 , G 8 , G 9 , G 10 , G 11 and G 12 independently of one another represent a hydrogen atom, a direct bond to the bridge Y or a (C 1 to C 4 ) -alkyl radical, with the proviso that the compounds of the formula (E2) contain only one bridging Y per molecule.
  • Preferred binuclear developer components of the formula (E2) are in particular selected from at least one of the following compounds: 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 ( ⁇ -hydroxyethyl) -N, N'-bis (4'-aminophenyl) tetramethylenediamine, N, N'-bis (4- (methylamino) phenyl) tetramethylenediamine, N , N'-diethyl-N, N'-bis (4'-amino-3'-methylphenyl) ethylenediamine,
  • Very particularly preferred binuclear developer components of the formula (E2) are selected from 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, 1, 10-bis (2,5-diaminophenyl) -1, 4,7,10-tetraoxadecane or one of the physiologically acceptable salts of these compounds.
  • 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 (Ci to C4) alkyl, a (Ci to C 4) monohydroxyalkyl, a (C 2 to C 4) polyhydroxyalkyl radical, a (Ci to C 4) alkoxy (C 1 to C 4 ) -alkyl radical, a (C 1 to C 4 ) -aminoalkyl radical, a hydroxy (C 1 to C 4 ) -alkylamino radical, a (C 1 to C 4 ) -hydroxyalkoxy radical, a (C 1 to C 4 ) - Hydroxyalkyl- (C 1 to C 4 ) -aminoalkyl radical or a (di - [(C 1 to C 4 ) -alkyl] amino) - (C 1 to C 4 ) -alkyl radical, and G 14 represents a hydrogen or halogen atom, a ( Ci to C 4) alkyl, a (Ci
  • 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 A-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 pyrimidine derivatives, pyrazole derivatives, pyrazolopyrimidine derivatives or their physiologically acceptable salts.
  • heterocyclic developer components such as pyrimidine derivatives, pyrazole derivatives, pyrazolopyrimidine derivatives or their physiologically acceptable salts.
  • Preferred pyrimidine derivatives are selected according to the invention from compounds of the formula (E4) or their physiologically tolerated salts,
  • G 17 , G 18 and G 19 independently represent a hydrogen atom, a hydroxy group, a
  • G 20 represents a hydroxy group or a group -NG 21 G 22 , in which G 21 and G 22 independently of one another represent a hydrogen atom, a (C 1 to C 4 ) -alkyl group, a (C 1 to C 4 )
  • Particularly preferred pyrimidine derivatives are in particular the compounds 2,4,5,6-tetra-aminopyrimidine, 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 selected according to the invention from compounds of the formula (E5),
  • G, G, G are, independently, a hydrogen atom, a (C 1 to C 4) - alkyl group, a (C 1 to C 4) monohydroxyalkyl, a (C 2 to C 4) -Polyhydroxy- alkyl group, an optionally substituted Aryl group or an optionally substituted aryl (C 1 to C 4 ) alkyl group, provided that when G 25 is a
  • G 26 represents a hydrogen atom, a (C 1 to C 4 ) -alkyl group, a (C 1 to C 4 ) -
  • G 27 represents a hydrogen atom, an optionally substituted aryl group, a (Ci to
  • the radical -NG G binds to the 5-position and the radical G to the 3-position of the pyrazole cycle.
  • Particularly preferred pyrazole derivatives are in particular the compounds which are selected from 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-butyl-3-methylpyrazole, 4,5-diamino-1- ( ⁇ -hydroxyethy
  • Preferred pyrazolopyrimidine derivatives are, in particular, the derivatives of the pyrazolo [1,5-a] pyrimidine of the following formula (E6) and their tautomeric forms, if a tautomeric equilibrium exists:
  • G 28 , G 29 and G 30 , G 31 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 ) -monohydroxyalkyl radical, a (C 2 to C 4 ) - Polyhydroxyalkylrest a (Ci to C 4 ) -Alkoxy- (Ci to C 4 ) -alkylrest, a (Ci to C 4 ) - Aminoalkylrest, which can be protected if necessary by a Acetyl Ureid or a Sulfonyl remainder, one (Ci to C 4) alkylamino alkyl (Ci to C 4), a di - [(Ci to C 4) - alkyl] - (Ci to C4) aminoalkyl radical, wherein the dialkyl residues optionally a carbon cycle or form a heterocycle with 5 or 6 chain members, a (C 1
  • - i has the value 0, 1, 2 or 3
  • p has the value 0 or 1
  • q has the value 0 or 1
  • n has the value 0 or 1, with the proviso that the sum of p + q is not equal to 0 is
  • n has the value 0, and the groups NG 28 G 29 and NG 30 G 31 occupy the positions (2, 3); (5,6); (6,7); (3,5) or (3,7);
  • pyrazolo [1, 5-a] pyrimidines of the above formula (E6) can be prepared as described in the literature by cyclization from an aminopyrazole or from hydrazine.
  • Very particularly preferred developer components are selected from at least one compound from the group formed from p-phenylenediamine, p-toluenediamine, 2- ( ⁇ -hydroxyethyl) -p-phenylenediamine, 2- ( ⁇ , ⁇ -dihydroxyethyl) -p phenylenediamine, N, N-bis ( ⁇ -hydroxyethyl) -p-phenylenediamine, N- (4-amino-3-methylphenyl) -N- [3- (1 H -imidazol-1-yl) propyl] amine, 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-amin
  • Developer components are preferably contained in an amount of 0.005 to 10 wt .-%, preferably from 0.1 to 5 wt .-%, each based on the weight of the ready-to-use agent.
  • (E6) radicals are mentioned: examples of (C 1 to C 4 ) -alkyl radicals are the groups -CH 3 ,
  • a particularly preferred example of a (C 2 to C 4 ) polyhydroxyalkyl group is 1, 2
  • halogen atoms are F, Cl or Br atoms, Cl atoms are very particularly preferred examples.
  • nitrogen-containing groups are in particular -NH 2 , (C 1 to C 4 ) -
  • Trialkylammonium groups (C 1 to C 4 ) monohydroxyalkylamino groups, imidazolinium and
  • Examples of (C 1 to C 4 ) -monoalkylamino groups are -NHCH 3 , -NHCH 2 CH 3 , -NHCH 2 CH 2 CH 3 ,
  • Examples of (C 1 to C 4 ) -dialkylamino group are -N (CH 3 ) 2 , -N (CH 2 CH 3 ) 2 .
  • Examples of (C 1 to C 4 ) trialkylammonium groups are -N + (CH 3 ) 3 , -N + (CH 3 ) 2 (CH 2 CH 3 ),
  • Examples of (C 1 to C 4 ) -hydroxyalkylamino radicals are -NH-CH 2 CH 2 OH, -NH-CH 2 CH 2 OH,
  • (C 1 to C 4 ) -alkoxy (C 1 to C 4 ) -alkyl groups are the groups -CH 2 CH 2 -O-CH 3 ,
  • hydroxy (C 1 to C 4 ) alkoxy radicals are -O-CH 2 OH, -O-CH 2 CH 2 OH, -O-CH 2 CH 2 CH 2 OH,
  • Examples of (C 1 to C 4 ) -acetylaminoalkoxy radicals are -O-CH 2 NHC (O) CH 3 , -O-
  • Examples of (C 1 to C 4 ) -carbamoylanninoalkoxy radicals are -O-CH 2 CH 2 -NH-C (O) -NH 2 ,
  • Examples of (C 1 to C 4 ) -aminoalkyl radicals are -CH 2 NH 2 , -CH 2 CH 2 NH 2 , -CH 2 CH 2 CH 2 NH 2 ,
  • Examples of (C 1 to C 4 ) -cyanoalkyl radicals are -CH 2 CN 1 -CH 2 CH 2 CN 1 -CH 2 CH 2 CH 2 CN.
  • Examples of (C 1 to C 4 ) -hydroxyalkylamino (C 1 to C 4 ) -alkyl radicals are -CH 2 CH 2 NH-CH 2 CH 2 OH 1
  • aryl groups is the phenyl group.
  • aryl (C 1 to C 4 ) alkyl groups are the benzyl group and the 2-phenylethyl group.
  • Coupler components do not form a significant color within the framework of the oxidative dyeing alone, but always require the presence of developer components. Therefore, it is preferred according to the invention that at least one coupler component is additionally used when using at least one developer component.
  • Coupler components according to the invention allow at least one substitution of a chemical residue of the coupler by the oxidized form of the developer component. This forms a covalent bond between the coupler and the developer component.
  • Couplers are preferably cyclic compounds which carry on cycle at least two groups selected from (i) optionally substituted amino groups and / or (ii) hydroxy groups. When the cyclic compound is a six-membered ring (preferably aromatic), said groups are preferably in ortho position or meta position to each other.
  • Coupler components according to the invention are preferably selected as at least one compound from one of the following classes:
  • o-aminophenol derivatives such as o-aminophenol
  • Naphthalene derivatives having at least one hydroxy group having at least one hydroxy group
  • Pyrazolone derivatives such as 1-phenyl-3-methylpyrazol-5-one,
  • Morpholine derivatives such as, for example, 6-hydroxybenzomorpholine or 6-aminobenzomorpholine,
  • m-aminophenols or derivatives thereof which can be used according to the invention are preferably selected from at least one compound of the formula (K1) and / or from at least one physiologically tolerated salt of a compound of the formula (K1),
  • G 1 and G 2 independently represent a hydrogen atom, a (Ci to C 4) - alkyl group, a (C 3 -C 6) cycloalkyl group, a (C 2 to C 4) alkenyl group, a (Ci to C 4 ) Monohydroxyalkyl group, a (C 2 to C 4 ) polyhydroxyalkyl group, a (C 2 to C 4 ) perfluoroacyl group, an aryl (C 1 to C 6 ) alkyl group, an amino (C 1 to C 6 ) alkyl group, a (Ci to C 6 ) dialkylamino (d to C 6 ) alkyl group or a (Ci to C 6 ) alkoxy (Ci to C 6 ) alkyl group, whereby G 1 and G 2 together with the Nitrogen atom can form a five-membered, six-membered or seven-membered ring,
  • G 3 and G 4 independently represent a hydrogen atom, a halogen atom, a (Ci to C 4) alkyl group, a (Ci to C4) alkoxy group, a hydroxy group, a (Ci to C 4) monohydroxyalkyl, a ( C 2 to C 4 ) polyhydroxyalkyl group, a hydroxy (Ci to C 4 ) -alkoxy distr, a (Ci to C 6 ) -Alkyox- (C 2 to C 6 ) -alkoxy distr, an aryl group or a heteroaryl group.
  • Particularly preferred m-aminophenol coupler components are selected from at least one compound selected from the group consisting of m-aminophenol, 5-amino-2-methylphenol, N-cyclopentyl-3-aminophenol, 3-amino-2-chloro-6 N-ethylphenol, 2-hydroxy-4-aminophenoxyethanol, 2,6-dimethyl-3-anninophenol, 3-trifluoroacetylamino-2-chloro-6-methylphenol, 5-amino-4-chloro-2-naphthylphenol, 5-amino-4 -nnethoxy-2-naphthylphenol, 5- (2'-hydroxyethyl) amino-2-naphthylphenol, 3- (diethylamino) phenol, N-cyclopentyl-3-aminophenol, 1,3-dihydroxy-5- (methylamino) - benzene, 3-ethylamino-4-methylphenol, 2,4-dichloro-3-a
  • m-diaminobenzenes or derivatives thereof which can be used according to the invention are preferably selected from at least one compound of the formula (K2) and / or from at least one physiologically tolerated salt of a compound of the formula (K2),
  • G 5, G 6, G 7 and G 8 are independently a hydrogen atom, a (Ci to C 4) - alkyl group, a (C 3 -C 6) cycloalkyl group, a (C 2 to C 4) - alkenyl group, a (Ci to C 4) monohydroxyalkyl, a (C 2 to C 4) - polyhydroxyalkyl group, a (C -C 4) alkoxy (Ci -C 4) alkyl group, an aryl (d to C4) - alkyl group, a heteroaryl (d to C 4 ) alkyl group, a (C 2 to C 4 ) perfluoroacyl group, or together with the nitrogen atom form a five-membered or six-membered heterocycle
  • G 9 and G 10 independently of one another represent a hydrogen atom, a halogen atom, a (C 1 to C 4 ) -alkyl group, an ⁇ - (2,4-dia
  • Particularly preferred m-diaminobenzene coupler components are selected from at least one compound from the group formed from m-phenylenediamine, 2- (2,4-diaminophenoxy) ethanol, 1, 3-bis (2,4-diaminophenoxy) propane, 1-Methoxy-2-amino-4- (2'-hydroxyethylamino) benzene, 1, 3-bis (2,4-diaminophenyl) propane, 2,6-bis (2'-hydroxyethylamino) -1-methylbenzene, 2- ( ⁇ 3 - [(2-Hydroxyethyl) amino] -4-methoxy-5-methylphenyl ⁇ amino) ethanol, 2 - ( ⁇ 3 - [(2-hydroxyethyl) amino] -2-methoxy-5-methylphenyl ⁇ amino) ethanol, 2 - ( ⁇ 3 - [(2-hydroxyethyl) amino] -4,5-dimethylphenyl ⁇ -annino) ethanol
  • o-diaminobenzenes or their derivatives which can be used according to the invention are preferably selected from at least one compound of the formula (K3) and / or from at least one physiologically tolerated salt of a compound of the formula (K3),
  • G 11, G 12, G 13 and G 14 are independently a hydrogen atom, a (Ci to C 4) - alkyl group, a (C 3 -C 6) cycloalkyl group, a (C 2 to C 4) - alkenyl group, a (C 1 to C 4) monohydroxyalkyl, a (C 2 to C 4) - polyhydroxyalkyl group, a (C 1 to C 4) alkoxy alkyl (C- ⁇ -C 4), aryl (C ⁇ to C 4 ) alkyl group, a heteroaryl (C- ⁇ to C 4 ) alkyl group, a (C 2 to C 4 ) perfluoroacyl group, or together with the Nitrogen atom form a five-membered or six-membered heterocycle
  • G 15 and G 16 independently represent a hydrogen atom, a
  • Halogen atom a carboxyl group, a (Ci to C 4) alkyl group, a (Ci to C4) alkoxy group, a hydroxy group, a (Ci to C 4) - monohydroxyalkyl, a (C 2 to C 4) -polyhydroxyalkyl group, a Hydroxy (Ci to C 4 ) -alkoxy distr.
  • Particularly preferred o-diaminobenzene coupler components are selected from at least one compound selected from the group consisting of 3,4-diaminobenzoic acid and 2,3-diamino-1-ethylbenzene and the physiologically acceptable salts of all of the aforementioned compounds.
  • Preferred di- or trihydroxybenzenes and their derivatives are selected from at least one compound of the group formed from resorcinol, resorcinol monomethyl ether, 2-methylresorcinol, 5-methylresorcinol, 2,5-dimethylresorcinol, 2-chlororesorcinol, 4-chlororesorcinol, pyrogallol and 1 , 2,4-trihydroxybenzene.
  • the pyridine derivatives which can be used according to the invention are preferably selected from at least one compound of the formula (K4) and / or from at least one physiologically tolerable salt of a compound of the formula (K4),
  • G 17 and G 18 independently of one another represent a hydroxyl group or a group - NG 21 G 22 , in which G 21 and G 22 independently of one another represent a hydrogen atom, a (C 1 to C 4 ) -alkyl group, a (C 3 to C 6 ) cycloalkyl group, a (C 2 to C 4) alkenyl group, an aryl group, a (Ci to C 4) monohydroxyalkyl, a (C 2 to C 4) -polyhydroxyalkyl group, a (Ci-C 4) alkoxy- ( Ci to C 4) - alkyl group, an aryl (Ci to C 4) alkyl group, a heteroaryl- (Ci to C 4) - alkyl group, G 19 and G 20 independently of one another represent a hydrogen atom, a halogen atom, a (C 1 to C 4 ) -alkyl group or a (C 1 to C 4 ) -alk
  • radicals G 17 and G 18 are in the ortho position or in the meta position relative to one another.
  • Particularly preferred pyridine derivatives are selected from at least one compound of the group formed from 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, 3,5-diamino-2, 6-dimethoxypyridine, 3,4-diaminopyridine, 2- (2-methoxyethyl) amino-3-amino-6-methoxypyridine, 2- (4'-methoxyphenyl) amino-3-aminopyridine, and the physiologically acceptable salts of the aforementioned compounds.
  • Preferred naphthalene derivatives having at least one hydroxy group are selected from at least one compound of the group formed from 1-naphthol, 2-methyl-1-naphthol, 2-hydroxymethyl-1-naphthol, 2-hydroxyethyl-1-naphthol, 1, 3 Dihydroxynaphthalene, 1,5-dihydroxynaphthalene, 1,6-dihydroxynaphthalene, 1,7-dihydroxynaphthalene, 1,8-dihydroxynaphthalene, 2,7-dihydroxynaphthalene and 2,3-dihydroxynaphthalene.
  • the indole derivatives which can be used according to the invention are preferably selected from at least one compound of the formula (K5) and / or from at least one physiologically tolerated salt of a compound of the formula (K5),
  • ⁇ 23 represents a hydrogen atom, a (Ci to C 4) alkyl group, a (C 3 -C 6) - cycloalkyl group, a (C 2 to C 4) alkenyl group, a (Ci to C 4) - monohydroxyalkyl a (C 2 to C 4) -polyhydroxyalkyl group, an aryl (Ci to C 4) - alkyl group,
  • G 24 represents a hydroxy group or a group -NG 26 G 27 , in which G 26 and G 27 independently of one another represent a hydrogen atom, a (C 1 to C 4 ) -alkyl group, a (C 3 to C 6 ) - Cycloalkyl group, a (C 2 to C 4 ) alkenyl group, a (Ci to C 4 ) -
  • Monohydroxyalkyl group a (C 2 to C 4 ) polyhydroxyalkyl group, G 25 hydrogen atom, a halogen atom or a (C 1 to C 4 ) alkyl group, with the proviso that G 24 is in the meta position or ortho position to the structural fragment NG 23 of the Formula binds.
  • Particularly preferred indole derivatives are selected from at least one compound of the group which is formed from 4-hydroxyindole, 6-hydroxyindole and 7-hydroxyindole and the physiologically acceptable salts of the abovementioned compounds.
  • the indoline derivatives which can be used according to the invention are preferably selected from at least one compound of the formula (K6) and / or from at least one physiologically tolerable salt of a compound of the formula (K6),
  • ⁇ 28 represents a hydrogen atom, a (C 1 to C 4 ) alkyl group, a (C 3 to C 6 ) cycloalkyl group, a (C 2 to C 4 ) alkenyl group, a (C 1 to C 4 ) monohydroxyalkyl group , a (C 2 to C 4 ) -polyhydroxyalkyl group, an aryl- (C 1 -C 4 ) -alkyl group,
  • G represents a hydroxy group or a group -NG G, in which G and G independently of one another represent a hydrogen atom, a (C 1 to C 4 ) -alkyl group, a (C 3 to C 6 ) -cycloalkyl group, a (C 2 to C 4 ) alkenyl group, a (C 1 to C 4 ) monohydroxyalkyl group, a (C 2 to C 4 ) polyhydroxyalkyl group,
  • G 30 is a hydrogen atom, a halogen atom or a (C 1 to C 4 ) alkyl group, with the proviso that G 29 in the meta position or ortho position to the structural fragment NG 28 of
  • Particularly preferred indoline derivatives are selected from at least one compound of the group formed from 4-hydroxyindoline, 6-hydroxyindoline and 7-hydroxyindoline and the physiologically acceptable salts of the aforementioned compounds.
  • Preferred pyrimidine derivatives are selected from at least one compound of the group formed from 4,6-diaminopyrinnidine, 4-amino-2,6-dihydroxypyrimidine, 2,4-diamino-6-hydroxypyrimidine, 2,4,6-trihydroxypyrimidine, 2 -Amino-4-niethylpyrinnidin, 2-amino-4-hydroxy-6-methylpyrimidine and 4,6-dihydroxy-2-methylpyrinnidin and the physiologically acceptable salts of the aforementioned compounds.
  • coupler components according to the invention are selected from m-aminophenol, 5-amino-2-naphthylphenol, 3-amino-2-chloro-6-naphthylphenol, 2-hydroxy-4-aminophenoxyethanol, 5-amino-4-chloro-2-naphthylphenol , 5- (2'-hydroxyethyl) amino-2-methylphenol, 2,4-dichloro-3-aminophenol, o-aminophenol, m-phenylenediamine, 2- (2,4-diaminophenoxy) ethanol, 1,3-bis (2,4-diaminophenoxy) propane, 1-methoxy-2-amino-4- (2'-hydroxyethylamino) benzene, 1, 3-bis (2,4-diaminophenyl) propane, 2,6-bis (2'-bis) hydroxyethylamino) -1-methylbenzene, 2 - ( ⁇ 3 - [(2-hydroxyethoxye
  • the coupler components are preferably used in an amount of 0.005 to 20 wt .-%, preferably 0.1 to 5 wt .-%, each based on the ready-to-use oxidation colorant.
  • developer components and coupler components are generally used in approximately molar amounts to each other.
  • a certain excess of individual oxidation dye precursors is not disadvantageous, so that developer components and coupler components in a molar ratio of 1: 0.5 to 1: 3, in particular 1: 1 to 1: 2 , can stand.
  • the following are examples of the radicals mentioned as substituents of the compounds of the formulas (K1) to (K6): Examples of (C 1 to C 4 ) -alkyl radicals are the groups -CH 3 ,
  • Inventive examples of (C 3 to C 6 ) -cycloalkyl groups are the cyclopropyl, the
  • Examples of (C 1 to C 4 ) -alkoxy radicals according to the invention are -OCH 3 , -OCH 2 CH 3 ,
  • a particularly preferred example of a (C 2 to C 4 ) polyhydroxyalkyl group is 1, 2
  • halogen atoms are F, Cl or Br atoms, Cl atoms are very particularly preferred examples.
  • nitrogen-containing groups are in particular -NH 2 , (C 1 to C 4 ) -
  • Trialkylammonium groups (C 1 to C 4 ) monohydroxyalkylamino groups, imidazolinium and
  • Examples of (C 1 to C 4 ) -monoalkylamino groups are -NHCH 3 , -NHCH 2 CH 3 , -NHCH 2 CH 2 CH 3 ,
  • Examples of (C 1 to C 4 ) -dialkylamino group are -N (CH 3 ) 2 , -N (CH 2 CH 3 ) 2 .
  • Examples of (C 1 to C 4 ) -alkoxy- (C 1 -C 4 ) -alkyl groups are the groups -CH 2 CH 2 -O-CH 3 ,
  • Examples of (C 1 to C 4 ) -alkoxy (C 1 -C 4 ) -alkoxy groups are the groups -O-CH 2 CH 2 -O-CH 3 ,
  • hydroxy (C 1 -C 4 ) -alkoxy radicals are -O-CH 2 OH, -O-CH 2 CH 2 OH, -O-CH 2 CH 2 CH 2 OH,
  • Examples of (C 1 to C 4 ) -aminoalkyl radicals are -CH 2 NH 2 , -CH 2 CH 2 NH 2 , -CH 2 CH 2 CH 2 NH 2 ,
  • aryl groups is the phenyl group, which may also be substituted.
  • composition of the invention can be used as color-modifying component in the form of the Oxofarbstoffvor. At least one combination of at least one compound of the component
  • Compounds according to the invention having a reactive carbonyl group have at least one carbonyl group as reactive group which reacts with the compounds of component 2 to form a chemical bond linking both components. These are preferably aldehydes and / or ketones. Further, according to the invention, those compounds are also included as component 1 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 the component 2 is always present.
  • These derivatives are preferably condensation compounds of reactive carbonyl compounds with a) amines and their derivatives to form imines or oximes as a condensation compound b) alcohols to form acetals or ketals as a condensation compound c) water to form hydrates as a condensation compound of aldehydes.
  • Component 1 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-dihydroxyacetophenone Trihydroxyacetophenone, 2,4,6-trimethoxyacetophenone, 3,4,5-trimethoxyacetophenone, 3,4,5-trimethoxyacetophenone diethyl ketal, 4-hydroxy-3-methoxy-acetophenone, 3,5-dimethoxy-4- hydroxyacetophenone, 4-aminoacetophenone, 4-dimethylamino
  • Benzylideneacetone 4-hydroxybenzylideneacetone, 2-hydroxybenzylideneacetone, 4-methoxybenzylideneacetone, 4-hydroxy-3-methoxybenzylideneacetone, 4-dimethylanninobenzylideneacetone, 3,4-methylenedioxybenzylideneacetone, 4-pyrrolidinobenzylideneacetone, 4-piperidinobenzylideneacetone, A-morpholinobenzylideneacetone, 4- Diethylaminobenzylideneacetone, 3-benzylidene-2,4-pentanedione, 3- (4'-hydroxybenzylidene) -2,4-pentanedione, 3- (4'-dimethylanninobenzylidene) -2,4-pentanedione, 2-benzylidenecyclohexanone, 2- (4 '-Hydroxybenzylidene) cyclohexanone, 2- (4'-di
  • CH-acidic compounds are generally considered to carry a bound to an aliphatic carbon atom hydrogen atom, wherein 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 2 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, 2,3-dimethyl-naphtho [1,2-d] thiazolium p-toluenesulfonate, 3-ethyl-2-methylnaphtho [1,2-d] thiazolium p-toluenesulfonate, rhodanine, rhodanine-3-acetic acid
  • Preferred primary or secondary aromatic amines of component 2 are selected from N, N-dimethyl-p-phenylenediamine, N, N-diethyl-p-phenylenediamine, N- (2-hydroxyethyl) -N-ethyl-p-phenylenediamine, N, N-bis (2-hydroxyethyl) -p-phenylenediamine, N- (2-methoxyethyl) -p-phenylenediamine, 2,3-dichloro-p-phenylenediamine, 2,4-dichloro-p-phenylenediamine, 2.5- Dichloro-p-phenylenediamine, 2-chloro-p-phenylenediamine, 2,5-dihydroxy-4-morpholinoaniline, 2-aminophenol, 3-aminophenol, 4-aminophenol, 2-aminomethyl-4-aminophenol, 2-hydroxymethyl-4- aminophenol, o-phenylenediamine, m-phen
  • R 7 represents a hydroxy or an amino group represented by CI_ 4 alkyl, Ci. 4 -Hydroxyalkyl-, Ci_ 4 - alkoxy- or Ci. 4- alkoxy-Ci. 4- alkyl groups may be substituted,
  • R 8, R 9, R 10, R 11 and R 12 independently represent a hydrogen atom, a hydroxy or an amino group by C 4 alkyl, C- ⁇ -C 4 hydroxyalkyl, C 1 -C 4 -Alkoxy-, C 1 -C 4 - aminoalkyl or CiC ⁇ alkoxy-CiC ⁇ alkyl groups may be substituted, and
  • P is a direct bond, a saturated or unsaturated, optionally substituted by hydroxy groups carbon chain having 1 to 4 carbon atoms, a carbonyl, sulfoxy, sulfonyl or imino group, an oxygen or sulfur atom, or a group having the formula II
  • Q signifies a direct bond, a CH 2 or CHOH group, • Q 'and Q "are each independently an oxygen atom, an NR 13 group wherein R 13 is a hydrogen atom, a C-
  • O is a number from 1 to 4,
  • 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. B. 2-aminopyridine, 3-aminopyridine, 4-aminopyridine, 2-amino-3-hydroxy-pyridine, 2,6-diamino-pyridine, 2,5-diamino-pyridine, 2- (aminoethylamino) -5-aminopyridine, 2,3-diamino-pyridine, 2-dimethylamino-5-amino-pyridine, 2-methylamino-3-amino-6-methoxy-pyridine, 2,3-diamino-6-methoxy-pyridine, 2,6-dimethoxy 3,5-diamino-pyridine, 2,4,5-triamino-pyridine, 2,6-dihydroxy-3,4-dimethyl-pyridine, N- [2- (2,4-diaminophenyl) aminoethyl] -N- (5- amino-2-pyridyl) amine, N- [2- (4-aminopheny
  • heterocyclic compounds according to the invention can be used in DE-U1-299 08 573 disclosed hydroxypyrimidines.
  • the aforementioned compounds can be used both in free form and in the form of their physiologically acceptable salts, for. B. as salts of inorganic acids, such as hydrochloric or sulfuric acid, are used.
  • Suitable aromatic hydroxy compounds are, for. 2-methylresorcinol, 4-methylresorcinol, 5-methylresorcinol, 2,5-dimethylresorcinol, resorcinol, 3-methoxyphenol, pyrocatechol, hydroquinone, pyrogallol, phloroglucinol, hydroxyhydroquinone, 2-methoxyphenol, 3-methoxyphenol, A-methoxyphenol, 3- Dimethylaminophenol, 2- (2-hydroxyethyl) phenol, 3,4-methylenedioxyphenol, 2,4-dihydroxybenzoic acid, 3,4-dihydroxybenzoic acid, 2,4-dihydroxy-phenylacetic acid, 3,4-dihydroxyphenylacetic acid, gallic acid, 2,4 , 6-trihydroxybenzoic acid, 2,4,6-trihydroxyace- tophenone, 2-chlororesorcinol, 4-chlororesorcinol, 1-naphthol, 1, 5-dihydroxynaphthalene, 2,3
  • the compounds of component 1 and the compounds of component 2 are preferably used in the cosmetic compositions in each case in an amount of 0.03 to 65 mmol, in particular from 1 to 40 mmol, based on 100 g of the total Nuancierstoffs used.
  • the molar ratio of the compound of component 1 and the compound of component 2 may range from 0.5 to 2.0, preferably using equimolar amounts.
  • the ready-to-use agent is prepared by separate mixing of components 1 and 2 immediately prior to application.
  • the agents according to the invention can contain as additional color-modifying component at least one substantive dye.
  • These are dyes that raise directly on the hair and do not require an oxidative process to form the color.
  • Direct dyes are usually nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones or indophenols.
  • the substantive dyes are each preferably used in an amount of 0.001 to 20% by weight, based on the total application preparation. The total amount of substantive dyes is preferably at most 20% by weight.
  • Direct dyes can be subdivided into anionic, cationic and nonionic substantive dyes.
  • Particularly suitable anionic direct dyes are 6-hydroxy-5 - [(4-sulfophenyl) azo] -2-naphthalenesulfonic acid disodium salt (CI 15.985, Food Yellow No. 3, FD & C Yellow No. 6), 2,4-dinitro-1 -naphthol-7-sulfonic acid disodium salt (Cl.10.316; Acid Yellow 1, Food Yellow No. 1), 2- (indan-1, 3-dion-2-yl) quinoline-x, x-sulfonic acid (mixture of mono and disulfonic acid) (CI 47,005, D & C Yellow No. 10, Food Yellow No.
  • Phenylamino) -phenyl] -azobenzenesulfonic acid sodium salt (CI 13,065; Ki406; Acid Yellow 36), 9- (2-carboxyphenyl) -6-hydroxy-3H-xanthen-3-one (CI 45,350; Acid Yellow 73; D & C Yellow No 8), 5 - [(2,4-dinitrophenyl) amino] -2-phenylaminobenzenesulfonic acid, sodium salt (Cl.10, 385; Acid Orange 3), 4 - [(2,4-dihydroxyphenyl) azo] -benzenesulfonic acid, sodium salt (Cl Acid Orange 6), 4 - [(2-hydroxynaphth-1-yl) azo] -benzenesulfonic acid, sodium salt (Cl 15.510, Acid Orange 7), 4 - [(2,4-dihydroxy-3 - [( 2,4-dimethylphenyl) azo] -phenyl) azo] -benz
  • Acid Red 4 4-hydroxy-3 - [(4-sulfonaphth-1-yl) azo] -1-naphthalenesulfonic acid disodium salt (Cl 14.720; Acid Red No.14), 6-hydroxy-5 - [(4-sulfonaphth-1-yl) azo] -2,4-naphthalenedisulfonic acid trisodium salt (Cl 16,255, Ponceau 4R, Acid Red 18), 3-hydroxy-4 - [(4-sulfonaphth-1) yl) azo] -2,7-naphthalene-disulfonic acid trinatriu Msalz (Cl.
  • Acid Red 27 8-amino-1-hydroxy-2- (phenylazo) -3,6-naphthalenedisulfonic acid disodium salt (Cl 17,200, Acid Red 33, Red 33), 5- (acetylamino) -4-hydroxy 3 - [(2-methylphenyl) azo] -2,7-naphthalenedisulfonic acid disodium salt (Cl 18.065, Acid Red 35), 2- (3-hydroxy-2,4,5,7-tetraiododibenzopyran- 6-on-9-yl) benzoic acid disodium salt (Cl.45,430; Acid Red 51), N- [6- (diethylamino) -9- (2,4-disulfophenyl) -3H-xanthen-3-ylidene] - N-ethyleneamine ammonium hydroxide, inner salt, sodium salt (CI 45, 100, Acid Red 52), 8 - [(4- (phenylazo) phenyl) azo] -7-
  • Acid Red 95 2-hydroxy-3 - ((2-hydroxynaphth-1-yl) azo) -5-nitrobenzenesulfonic acid, sodium salt
  • Acid Red 184 3-hydroxy-4- (3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-ylazo) -naphthalene-1-sulfonic acid sodium salt, chromium complex (Acid Red 195), 3-hydroxy-4 - [(4-methyl-2-sulfophenyl) azo-naphthalenecarboxylic acid calcium salt (Cl 15.850: 1, Pigment Red 57: 1), 3 [(2,4-dimethyl-5-sulfophenyl) azo] -4-hydroxy-1-naphthalenesulfonic acid disodium salt (Cl 14.700, Food Red No.
  • Acid Blue 1 bis [4- (diethylamino) phenyl] (5-hydroxy-2,4-disulfophenyl) carbenium inner salt, calcium salt (2: 1) (CI 42,051, Acid Blue 3), N- [ 4 - [(2,4-Disulfophenyl) [4- [ethyl (phenylmethyl) amino) phenyl] methylene] -2,5-cyclohexadiene-1-ylidene] -N-ethylbenzene methanaminium hydroxide, inner salt, sodium salt (CI 42,080 Acid Blue 7), (2-sulfophenyl) di [4- (ethyl ((4-sulfophenyl) methyl) amino) phenyl] -carbenium disodium salt
  • Betaine (CI 42,090, Acid Blue 9, FD & C Blue No. 1), 1-amino-4- (phenylamino) -9,10-anthraquinone-2-sulfonic acid (CI 62,055, Acid Blue 25), 1-amino 4- (cyclohexylamino) -9,10-anthraquinone-2-sulfonic acid, sodium salt (CI 62045, Acid Blue 62), 2- (1,3-dihydro-3-oxo-5-sulfo-2H-indole-2-one ylidene) -2,3-dihydro-3-oxo-1H-indole-5-sulfonic acid disodium salt (CI 73.015, Acid Blue 74), 9- (2-carboxyphenyl) -3 - [(2-methylphenyl) amino ] -6 - [(2-methyl-4-sulfophenyl) amino] xanthylium inner salt, sodium salt (CI 45
  • Preferred anionic substantive dyes are those having the international designations or trade names Acid Yellow 1, Yellow 10, Acid Yellow 23, Acid Yellow 36, Acid Orange 7, Acid Red 33, Acid Red 52, Pigment Red 57: 1, Acid Blue 7, Acid Green 50, Acid Violet 43, Acid Black 1 and Acid Black 52 known compounds.
  • Particularly suitable cationic direct dyes are 9- (dimethylannino) benzo [a] phenoxazine-7-ium chloride (Cl 51, 175, Basic Blue 6), di [4- (diethylamino) phenyl] [4- (ethylamino ) naphthyl] carbenium chloride (Cl 42,595; Basic Blue 7), di- (4- (dimethylannino) phenyl) - (4- (methylphenylamino) naphthalen-1-yl) carbenium chloride (CI 42,563; Basic Blue 8), 3,7-di (dimethylamino) -phenothiazine-5-ium chloride (CI 52.015 Basic Blue 9), di [4- (dimethylamino) phenyl] [4- (phenylamino) naphthyl] carbenium chloride ( Cl.44,045; Basic Blue 26), 2 - [(4- (ethyl (2-
  • 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 ®, according to the invention are also very particularly preferred cationic direct dyes.
  • Nonionic substantive dyes are:
  • Suitable nonionic substantive dyes are in particular nonionic nitro and quinone dyes and neutral azo dyes.
  • Suitable blue nitro dyes are in particular:
  • Suitable red nitro dyes are in particular:
  • Suitable yellow nitro dyes are in particular:
  • 1,2-diamino-4-nitrobenzene (CI 76,020), 1 - [(2-hydroxyethyl) amino] -2-nitrobenzene (HC Yellow 2), 1- (2-hydroxyethoxy) -2 - [(2-hydroxyethyl ) amino] -5-nitrobenzene (HC Yellow 4), 1-amino-2 - [(2-hydroxyethyl) amino] -5-nitrobenzene (HC Yellow 5), 4 - [(2,3-dihydroxypropyl) amino] 3-nitro-1-trifluoromethylbenzene (HC Yellow 6), 2- [di (2-hydroxyethyl) amino] -5-nitrophenol, 2 - [(2-hydroxyethyl) amino] -1-methoxy-5-nitrobenzene , 2-amino-3-nitrophenol, 2-amino-4-nitrophenol, 1-amino-2-methyl-6-nitrobenzene, 1- (2-hydroxyethoxy) -3-methylannino-4-nitrobenzene, 2,3- ( Di
  • Suitable quinone dyes are in particular:
  • suitable neutral azo dyes are: 1- [di (2-hydroxyethyl) amino] -3-methyl-4 - [(4-nitrophenyl) azo] benzene (CI 11, 210, Disperse Red 17), 1- [di (2-hydroxyethyl) amino] -4 - [(4-nitrophenyl) azo] benzene (Disperse Black 9), 4 - [(4-aminophenyl) azo] -1- [di (2-hydroxyethyl) amino] -3 methylbenzene (HC Yellow 7), 2,6-diamino-3 - [(pyridin-3-yl) azo] pyridine, 2 - ⁇ [4- (acetylamino) phenyl] azo ⁇ -4-naphthylphenol (CI, 11855 Disperse Yellow 3), 4 - [(4-nitrophenyl) azo] aniline (CI 11, 005, Disperse Orange 3).
  • Preferred nonionic substantive dyes are those under the international designations or trade names HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 12, HC Orange 1, Disperse Orange 3, HC Red 1, HC Red 3, HC HC Red 11, HC Red 11, HC Red 11, HC Blue 11, HC Blue 2, HC Blue 11, HC Blue 12, Disperse Blue 3, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Disperse Black 9 well-known compounds, as well 1, 4-diamino-2-nitrobenzene, 2-amino-4-nitrophenol, 1,4-bis (2-hydroxyethyl) amino-2-nitrobenzene, 3-nitro-4- (2-hydroxyethyl) aminophenol, 2- (2-hydroxyethyl) amino-4,6-dinitrophenol, 4 - [(2-hydroxyethyl) amino] -3-nitro-1-methylbenzene, 1-amino-4- (2-hydroxyethyl) amino-5- Chloro-2-nitrobenzene, 4-amino-3-nitrophenol,
  • the substantive dyes each represent uniform compounds. Rather, due to the production process for the individual dyes, minor amounts of other components may be included, as far as they do not adversely affect the coloring result or for other reasons, e.g. toxicological, must be excluded.
  • direct dyes also naturally occurring dyes may be used, as for example in henna red, henna neutral, henna black, chamomile flower, sandalwood, black tea, buckthorn bark, sage, bluewood, madder root, Catechu, Sedre and alkano root are included.
  • the dyestuff precursors of naturally-analogous dyes are preferably indoles and indolines which have at least two groups selected from hydroxy and / or amino groups, preferably as a substituent on the six-membered ring. These groups may carry further substituents, e.g. Example in the form of an etherification or esterification of the hydroxy group or an alkylation of the amino group.
  • the agents additionally contain at least one such indole and / or indoline derivative.
  • Compositions according to the invention which comprise precursors of naturally-analogous dyes are preferably used as air-oxidative colorants. Thus, in this embodiment, said compositions are preferably not added with an additional oxidizing agent.
  • Particularly suitable precursors of natural-analogous hair dyes are derivatives of the 5,6-dihydroxyindole of the formula (RN 1),
  • R 1 is hydrogen, a C 1 -C 4 -alkyl group or a C 1 -C 4 -hydroxy-alkyl 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 4 -alkyl group or a group -CO-R 6 , 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.
  • 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-methyl-5,6-dihydroxyindole N-ethyl-5,6-dihydroxyindole, N-propyl-5,6-dihydroxyindole, N-butyl-5,6-dihydroxyindole and especially 5, 6-dihydroxyindole.
  • Derivatives of 5,6-dihydroxyindoline of the formula (RN2) are also outstandingly suitable as precursors of naturally-analogous hair dyes.
  • 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 4 -alkyl group or a group -CO-R 6 , 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.
  • Particularly preferred derivatives of indole are 5,6-dihydroxyindoline, N-methyl-5,6-dihydroxyindoline, N-ethyl-5,6-dihydroxyindoline, N-propyl-5,6-dihydroxyindoline, N-butyl-5, 6-dihydroxyindoline, 5,6-dihydroxyindoline-2-carboxylic acid.
  • N-methyl-5,6-dihydroxyindoline N-ethyl-5,6-dihydroxyindoline, N-propyl-5,6-dihydroxyindoline, N-butyl-5,6-dihydroxyindoline, and especially the 5,6 -Dihydroxyindolins.
  • the usable oxidizing agents are different from atmospheric oxygen and have such an oxidation potential which makes it possible to lighten the natural color pigment melanin oxidatively and / or to oxidize a developer-type oxidation dye precursor.
  • Such oxidizing agents are, for example, hydrogen peroxide and its addition products, organic percarboxylic acids or organic peroxides.
  • Suitable organic percarboxylic acids according to the invention are in particular monoperphthalic acid, peracetic acid or 6- (phthalimidoperoxy) hexanoic acid (CAS No .: 128275-31-0).
  • hydrogen peroxide and / or at least one addition product thereof, in particular inorganic or organic compounds are preferred.
  • the suitable addition products of hydrogen peroxide are in turn preferably selected from at least one compound of the group consisting of sodium perborate,
  • the oxidizing agents can also be used together with a catalyst.
  • the catalyst activates the oxidation of the substrate, such as oxidation of the oxidation dye precursors or melanin.
  • Such catalysts are, for example, metal ions, iodides, quinones or certain enzymes.
  • Suitable metal ions are, for example, Zn 2+ , Cu 2+ , Fe 2+ , Fe 3+ , Mn 2+ , Mn 4+ , Li + , Mg 2+ , Ca 2+ and Al 3+ . Particularly suitable are Zn 2+ , Cu 2+ and Mn 2+ .
  • the metal ions can in principle be used in the form of any physiologically acceptable salt or in the form of a complex compound.
  • Preferred salts are the acetates, sulfates, halides, lactates and tartrates.
  • Suitable enzymes are e.g. Peroxidases that can significantly increase the effect of small amounts of hydrogen peroxide. Furthermore, such enzymes are suitable according to the invention, which generate with the aid of atmospheric oxygen in situ small amounts of hydrogen peroxide and biocatalytically activate the oxidation of the dye precursors in this way.
  • Particularly suitable catalysts for the oxidation of dye precursors are the so-called 2-electron oxidoreductases in combination with the specific substrates, e.g. Pyranose oxidase and e.g. D-glucose or galactose,
  • Pyruvate oxidase and pyruvic acid or its salts - alcohol oxidase and alcohol (MeOH, EtOH), lactate oxidase and lactic acid and its salts, tyrosinase oxidase and tyrosine, uricase and uric acid or their salts, choline oxidase and choline, amino acid oxidase and amino acids.
  • the oxidizing agent is preferably contained in an amount of from 1.0 to 20% by weight, in particular from 3.0 to 15.0% by weight, in each case based on the weight of the ready-to-use agent, in an agent which can be used according to the invention.
  • the ready-to-use composition is conveniently prepared immediately prior to use by mixing a composition containing the oxidizing agent with the composition containing the color-changing components. If the agent according to the invention is present, for example, as an oxidative colorant, the actual oxidative colorant is prepared by separate mixing of the dye precursors and the oxidizing agent immediately before use.
  • the agent according to the invention is therefore mixed prior to application from a composition comprising said luminescent pigments in a cosmetic carrier and at least one additional color-modifying component, and a further composition containing at least one oxidizing agent in a cosmetic carrier.
  • the resulting ready-to-use preparation should preferably have a pH in the range from 6 to 12, in particular from pH 7.5 to 10.
  • At least one bleaching booster is preferably used in the cosmetic compositions according to the invention.
  • Bleach boosters are preferably used to increase the bleaching action of the oxidizing agent, in particular the hydrogen peroxide. Suitable bleach boosters are
  • (BV-i) compounds which give aliphatic peroxycarboxylic acids and / or perbenzoic acid or their derivatives under perhydrolysis conditions, and / or
  • bleach amplifiers it is possible to use compounds which, under perhydrolysis conditions, give aliphatic peroxycarboxylic acids having preferably 1 to 10 C atoms, in particular 2 to 4 C atoms, and / or optionally substituted perbenzoic acid.
  • Suitable substances are the oxygen- and / or nitrogen-bonded acyl groups with the mentioned Number of carbon atoms and / or optionally substituted benzoyl groups bear.
  • polyacylated alkylenediamines in particular tetraacetylethylenediamine (TAED), acylated triazine derivatives, in particular 1,5-diacetyl-2,4-dioxohexahydro-1,3,5-triazine (DADHT), acylated glycolurils, in particular tetraacetylglycoluril (TAGU), N- Acylimides, in particular N-nonanoylsuccinimide (NOSI), acylated phenolsulfonates, in particular n-nonanoyl or isononanoyloxybenzenesulfonate (n- or iso-NOBS), carboxylic anhydrides, in particular phthalic anhydride, acylated polyhydric alcohols, in particular triacetin, ethylene glycol diacetate and 2,5-diacetoxy- 2,5-dihydrofuran.
  • TAED tetraacet
  • the carbonate or bicarbonate salts are preferably selected from at least one compound of the group consisting of ammonium, alkali (especially sodium and potassium), and alkaline earth (especially calcium), carbonate salts and bicarbonate salts. Particularly preferred carbonate or bicarbonate salts are
  • Ammonium bicarbonate ammonium carbonate, sodium bicarbonate,
  • Disodium carbonate, potassium bicarbonate, dipotassium carbonate and calcium carbonate are particularly preferred salts. These particularly preferred salts can be used alone or in their mixtures of at least two representatives as bleaching amplifiers.
  • Preferably usable organic carbonates are selected from at least one compound of the group of carbonic acid monoesters and / or from at least one compound of the group of carbonic acid monoamides.
  • carbonic acid monoesters are the carbonic acid monoesters of the formula (BV-1),
  • R is a saturated or unsaturated, straight-chain, branched, or cyclic, substituted or unsubstituted hydrocarbon radical, or a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocycle.
  • R preferably represents a substituted or unsubstituted, straight-chain or branched alkyl, alkenyl or alkynyl radical, preference being given to hydroxy, amino, nitro, sulfonic acid groups or halogens as substituents.
  • Further preferred radicals R are phenyl and benzyl radicals and further substituted representatives. More preferably, R is a Ci_ 6 alkyl group.
  • CrC 6 -alkyl groups are the groups methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, pentyl, isopentyl and hexyl.
  • compositions particularly preferably used according to the invention are characterized in that the radical R in formula (BV-1) is selected from methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, tert Butyl and hydroxymethyl and hydroxyethyl radicals.
  • Preferred carbonic acid monoamides are the compounds of the formula (BV-2),
  • R is a saturated or unsaturated, straight-chain, branched, or cyclic, substituted or unsubstituted hydrocarbon radical, or a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocycle.
  • R preferably represents a substituted or unsubstituted, straight-chain or branched alkyl, alkenyl or alkynyl radical, preference being given to hydroxy, amino, nitro, sulfonic acid groups or halogens as substituents.
  • Further preferred radicals R are phenyl and benzyl radicals and further substituted representatives. More preferably R is a C-. 6- alkyl group.
  • C 1 -C 6 -alkyl groups are the groups methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, pentyl, isopentyl and hexyl.
  • Bleach enhancers of the formula (BV-2) which are particularly preferred according to the invention are characterized in that the radical R in formula (BV-2) is selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, Iso-butyl, tert-butyl and hydroxymethyl and hydroxyethyl radicals.
  • the acidic H atom of the carbonic acid monoester or monoamide can also be present in neutralized form, ie according to the invention it is also possible to use salts of carbonic acid monoesters or carbonic acid monoamides.
  • the bleach-enhancing carboxylic acid in the compositions of the present invention, at least one compound selected from the group consisting of acetic acid, lactic acid, tartaric acid, citric acid, salicylic acid and orthophthalic acid may preferably be contained.
  • Bleach boosters are preferably peroxo compounds, in particular inorganic peroxo compounds.
  • the bleach-enhancing peroxy compounds according to the invention there are no addition products of hydrogen peroxide to other components and also not hydrogen peroxide itself.
  • the choice of peroxo compounds is subject to no restrictions.
  • Preferred peroxo compounds are peroxydisulfate salts, persulfate salts, peroxydiphosphate salts (in particular ammonium peroxydisulfate, potassium peroxodisulfate, sodium peroxodisulfate, ammonium persulfate, potassium persulfate, sodium persulfate,
  • potassium peroxide phosphate potassium peroxide
  • peroxides such as barium peroxide and magnesium peroxide
  • the peroxydisulfates in particular ammonium peroxydisulfate, are preferred.
  • the bleach boosters are contained in the compositions according to the invention preferably in amounts of from 5 to 30% by weight, in particular in amounts of from 8 to 20% by weight, based in each case on the weight of the ready-to-use agent.
  • the cosmetic agents of the invention when acting as a bleaching agent, contain as preferred alkalizing agent at least one compound selected from ammonium, alkali metal and alkaline earth metal hydroxides, metasilicates and carbamides, as well as alkali phosphates.
  • the cosmetic agents used in the process according to the invention may furthermore contain all active substances, additives and auxiliaries known for such preparations:
  • the washing with a shampoo is eliminated if a strong surfactant-containing carrier was used.
  • the agents according to the invention for improved use additionally contain at least one surfactant, with both anionic and zwitterionic, ampholytic, nonionic and cationic surfactants being suitable in principle.
  • anionic surfactants in many cases, however, it has proved to be advantageous to select the surfactants from anionic, zwitterionic or nonionic surfactants.
  • Suitable anionic surfactants in the cosmetic compositions are all anionic surfactants suitable for use on the human body. These are characterized by a water-solubilizing, anionic group such. Example, a carboxylate, sulfate, sulfonate or phosphate group and a lipophilic alkyl group with about 10 to 22 C-men men.
  • glycol or polyglycol ether groups, ester, ether and amide groups and hydroxyl groups may be present in the molecule.
  • suitable anionic surfactants are, in each case in the form of the sodium, potassium and ammonium as well as mono-, di- and trialkanol ammonium salts with 2 or 3 C atoms in the alkanol group, linear fatty acids having 10 to 22 C atoms (Soap),
  • G glycoside unit which is derived from a sugar containing 5 or 6 carbon atoms, p number from 1 to 10, in particular the Laurylglucosidcarboxylat, such as is available as Plantapon ® LGC from Cognis Germany, Mixtures of surface-active hydroxysulfonates according to DE-A-37 25 030, sulfated hydroxyalkylpolyethylene and / or hydroxyalkylene glycol ethers according to
  • esters of tartaric acid and citric acid with alcohols the addition products of about
  • Preferred anionic surfactants are alkyl sulfates, alkyl polyglycol ether sulfates and ether carboxylic acids having 10 to 18 carbon atoms in the alkyl group and up to 12 glycol ether groups in the molecule and in particular salts of saturated and in particular unsaturated C 8 -C 22 carboxylic acids, such as oleic acid, stearic acid, isostearic acid and palmitic acid.
  • Nonionic surfactants contain as hydrophilic group z.
  • Such compounds are, for example
  • Alkylphenols having 8 to 15 C atoms in the alkyl group having 8 to 15 C atoms in the alkyl group
  • Preferred nonionic surfactants are alkyl polyglycosides of the general formula R 1 O- (Z) x . These connections are identified by the following parameters.
  • the alkyl radical R 1 contains 6 to 22 carbon atoms and may be both linear and branched. Preference is given to primary linear and methyl-branched in the 2-position aliphatic radicals.
  • Such alkyl radicals are, for example, 1-octyl, 1-decyl, 1-lauryl, 1-myristyl, 1-cetyl and 1-stearyl. Particularly preferred are 1-octyl, 1-decyl, 1-lauryl, 1-myristyl.
  • oxo-alcohols compounds with an odd number of carbon atoms in the alkyl chain predominate.
  • the alkyl polyglycosides which can be used according to the invention can contain, for example, only one particular alkyl radical R 1 .
  • these compounds are prepared starting from natural fats and oils or mineral oils.
  • the alkyl radicals R are mixtures corresponding to the starting compounds or corresponding to the particular work-up of these compounds.
  • R 1 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.
  • 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.
  • alkyl polyglycosides which can be used according to the invention contain on average from 1.1 to 5 sugar units. Alkyl polyglycosides having x values of 1.1 to 1.6 are preferred. Very particular preference is given to alkyl glycosides in which x is 1: 1 to 1, 4.
  • the alkyl glycosides can also serve to improve the fixation of fragrance components on the hair.
  • this substance class as a further constituent of the preparations according to the invention in the event that an effect of the perfume oil on the hair which exceeds the duration of the hair treatment is desired.
  • alkoxylated homologs of said alkyl polyglycosides can also be used according to the invention. These homologs may contain on average up to 10 ethylene oxide and / or propylene oxide units per alkyl glycoside unit.
  • zwitterionic surfactants can be used, in particular as cosurfactants.
  • zwitterionic surfactants such surface-active compounds are referred to in the Molecule at least one quaternary ammonium group and at least one -COO () - or -SO 3 () - group wear.
  • Particularly suitable zwitterionic surfactants 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 cocoacylaminopropyl-dimethylammonium glycinate, and 2-alkyl-3-carboxylmethyl-3-hydroxyethyl imidazolines having in each case 8 to 18 C atoms in the alkyl or acyl group and the coco acylaminoethylhydroxyethylcarboxymethylglycinate.
  • a preferred zwitterionic surfactant is the fatty acid amide derivative known by the INCI name Cocamidopropyl Betaine.
  • ampholytic surfactants are understood as meaning those surface-active compounds which contain, in addition to a C 8 -C -alkyl or acyl group in the molecule, at least one free amino group and at least one -COOH or -SO 3 H group and for the formation of internal salts are capable.
  • ampholytic surfactants are N-alkylglycines, N-alkylpropionic 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 18 C atoms in the alkyl group.
  • Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethyl aminopropionate and C 12 - 18 - sarcosine.
  • the cationic surfactants used are, in particular, those of the quaternary ammonium compound type, the esterquats and the amidoamines.
  • Preferred quaternary ammonium compounds are ammonium halides, especially chlorides and bromides, such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkylmethylammonium chlorides, e.g.
  • alkyltrimethylammonium chlorides dialkyldimethylammonium chlorides and trialkylmethylammonium chlorides, e.g.
  • cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and tricetylmethylammonium chloride as well as the imidazolium compounds known under the INCI names Quaternium-27 and Quaternium-83.
  • the long alkyl chains of the above-mentioned surfactants preferably have 10 to 18 carbon atoms.
  • Esterquats are known substances which contain both at least one ester function and at least one quaternary ammonium group as a structural element.
  • Preferred ester quats are quaternized ester salts of fatty acids with triethanolamine, quaternized Ester salts of fatty acids with Diethanolalkylaminen and quaternized ester salts of fatty acids with 1, 2-Dihydroxypropyldialkylaminen.
  • Such products are marketed under the trade names Stepantex® ®, ® and Dehyquart® Armocare® ®.
  • the alkylamidoamines are usually prepared by amidation of natural or synthetic fatty acids and fatty acid cuts with dialkylaminoamines.
  • An inventively particularly suitable compound from this group of substances under the name Tegoamid ® S 18 commercial stearamidopropyl dimethylamine is.
  • cationic surfactants which can be used according to the invention are the quaternized protein hydrolysates.
  • cationic silicone oils such as, for example, the commercially available products Q2-7224 (manufacturer: Dow Corning, a stabilized trimethylsilylamodimethicone), Dow Corning 929 emulsion (containing a hydroxylamino-modified silicone, also referred to as amodimethicones), SM -2059 (manufacturer: General Electric), SLM-55067 (manufacturer: Wacker) and Abil ® quat 3270 and 3272 (manufacturer: Th Goldschmidt; diquaternary polydimethylsiloxanes, quaternium-80.).
  • Glucquat ® 100 is, according to INCI nomenclature a "lauryl methyl Gluceth-10 Hydroxypropyl Dimonium Chloride”.
  • the compounds used as surfactant with alkyl groups may each be uniform substances. However, it is generally preferred to use native vegetable or animal raw materials in the production of these substances, so that substance mixtures having different alkyl chain lengths depending on the respective raw material are obtained.
  • both products with a "normal” homolog distribution and those with a narrow homolog distribution can be used.
  • "normal” homolog distribution are mixtures of Homologs obtained in the reaction of fatty alcohol and alkylene oxide using alkali metals, alkali metal hydroxides or alkali metal alcoholates as catalysts. Narrowed homolog distributions are obtained when, for example, hydrotalcites, alkaline earth metal salts of ether carboxylic acids, alkaline earth metal oxides, hydroxides or alkoxides are used as catalysts.
  • the use of products with narrow homolog distribution may be preferred.
  • the agents according to the invention may additionally contain at least one silicone.
  • the silicones if they are present in the agents according to the invention, preferably in amounts of 0.05 to 5 wt .-%, preferably from 0.2 to 5 wt .-%, each based on the ready-to-use agent.
  • the silicones are selected from at least one member of the
  • 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-containing organic monomers having a polysiloxane backbone to which at least one organic macromer containing no silicone has been grafted in the chain, and optionally at least at one of its ends , such as the commercial product Abil B 8832 from Degussa marketed under the INCI name Bis-PEG / PPG-20/20 dimethicone;
  • Particularly preferred cosmetic or dermatological preparations according to the invention are characterized in that they contain at least one silicone of the formula (Si-1)
  • 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.
  • the inventively preferred cosmetic or dermatological preparations contain a silicone of the above formula (Si-1). These silicones are referred to as dimethicones according to the INCI nomenclature. It is in the context of the present invention as the silicone of the formula (Si-1), preferably the compounds:
  • Preferred silicones according to invention have at 2O 0 C to viscosities of 0.2 to 2 mmV 1, wherein silicones having viscosities of 0.5 to 1 mmV 1 are particularly preferred.
  • Particularly preferred agents according to the invention contain one or more amino-functional silicones.
  • Such silicones may e.g. by the formula (Si-2)
  • R is a hydrocarbon or a hydrocarbon radical having from 1 to about 6
  • Q is a polar radical of the general formula -R 1 HZ, in which
  • R 1 is a divalent linking group bonded to hydrogen and the radical Z composed of carbon and hydrogen atoms, carbon, hydrogen and oxygen atoms or carbon, hydrogen and nitrogen atoms, and
  • Z is an organic, amino-functional group containing at least one amino-functional group; a assumes values in the range of about 0 to about 2, b takes values in the range of about 1 to about 3, a + b is less than or equal to 3, and c is a number in the range of about 1 to about 3, and x 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; and y is a number ranging from about 20 to about 10,000, preferably from about 125 to about 10,000 and most preferred is from about 150 to about 1000, and M is a suitable silicone end group as known in the art, preferably trimethylsiloxy.
  • Non-limiting examples of the groups represented by R in formula (Si-2) 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, as well as sulfur-containing radicals such as mercaptoethyl,
  • 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 -, - (CHz) 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 according to formula (Si-2) an organic, amino-functional radical containing at least one functional amino group.
  • a possible formula for said Z is NH (CH 2 ) Z NH 2 , where z is an integer greater than or equal to 1.
  • Another possible formula for said Z is -NH (CH 2 ) Z (CH 2 ) zz NH, wherein both z and zz independently of one another are an integer greater than or equal to 1, this structure comprising diamino ring structures, such as piperazinyl.
  • Said Z is most preferably an -NHCH 2 CH 2 NH 2 radical.
  • Z is - N (CH 2 ) Z (CH 2 ) ZZ NX 2 or -NX 2 , wherein each X of X 2 is independently selected from the group consisting of hydrogen and alkyl groups of 1 to 12 carbon atoms, and zz is 0.
  • Q according to formula (Si-2) is most preferably a polar amino-functional radical of formula - CH 2 CH 2 CH 2 NH 2 CH 2 CH 2 NH 2 .
  • ⁇ assumes values in the range of 0 to 2
  • b takes values in the range of 2 to 3
  • a + b is less than or equal to 3
  • c is a number in the range of 1 to 3.
  • the molar ratio of the R a Q b SiO (4 a a b) / 2 units to the R 0 SiO (4 C) 2 units in formula (Si-2) is in the range of about 1: From 2 to 1: 65, preferably from about 1: 5 to about 1:65, and most preferably from about 1:15 to about 1: 20. If one or more of the above formula (Si-2) silicones are used then the various variable substituents in the above formula may be different for the various silicone components present in the silicone blend.
  • Preferred cosmetic or dermatological preparations according to the invention contain an amino-functional silicone of the formula (Si-3)
  • G is -H, a phenyl group, -OH, -O-CH 3 , -CH 3 , -O-CH 2 CH 3 , -CH 2 CH 3 , -O-CH 2 CH 2 CH 3 , -C / H 2 C / H2C / H3, -L) ⁇ C / H (C / H3) 2) ⁇ C / H (L / H3) 2 -O ⁇ J C / ⁇ 2C / H2C / ⁇ 2C / H3, -C / H2C / H2C / ⁇ 2C / ⁇ 3, -O-CH 2 CH (CH 3) 2, -CH 2 CH (CHs) 2, -0-CH (CH 3) CH 2 CH 3, -CH (CH 3) CH 2 CH 3, -OC (CH 3 ) 3 , -C (CH 3 ) 3 ; a is a number between 0 and 3, in particular 0; b is a number between 0 and
  • R ' is a monovalent radical selected from -QN (R ") - CH 2 -CH 2 -N (R") 2 -QN (R 11 J 2 -QN + (R ") 3 A- -QN + H (R ") 2 a" QN + H 2 (R ") a" -QN (R ”) - CH 2 -CH 2 -N + R" H 2 a ", each Q is a chemical bond, -CH 2 - , -CH 2 -CH 2 -, -CH 2 CH 2 CH 2 -, -C (CHs) 2 -, -CH 2 CH 2 CH 2 CH 2 -, -CH 2 C (CH 3 ) 2 -, -CH (CH 3 ) CH 2 CH 2 -, R "represents the same or different radicals from the group of -H, -phenyl, -benzyl, -CH 2 -CH (CH 3) Ph, the CI_ 20 -alkyl
  • Cationic silicone oils such as the commercially available Dow Corning 929 emulsion (containing a hydroxylamino-modified silicone referred to as amodimethicone), DC 2-2078 (manufacturer Dow Corning, INCI name: Aminopropyl Phenyl Trimethicone), DC 5 are suitable according to the invention -7113 (manufacturer Dow Corning, INCI name: Silicone Quaternium 16), SM-2059 (manufacturer: General Electric), SLM-55067 (manufacturer: Wacker) and Abil ® quat 3270 and 3272 (manufacturer: Th Goldschmidt; diquaternary. Polydimethylsiloxanes, quaternium-80).
  • Particularly preferred agents according to the invention are characterized in that they contain at least one amino-functional silicone of the formula (Si 3-a)
  • 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 and are available, for example, under the name Q2-7224 (manufacturer: Dow Corning, a stabilized trimethylsilylamodimethicone).
  • compositions according to the invention which contain at least one amino-functional silicone of the formula (Si-3b)
  • R is -OH, an (optionally ethoxylated and / or propoxylated) (Ci to C 2 o) -
  • R ' is -OH, a (Ci to C 2 o) alkoxy group or a -CH 3 group and m, n1 and n2 are numbers whose sum (m + n1 + n2) is between 1 and 2000, preferably between 50 and Is 150, wherein the sum (n1 + n2) preferably takes 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 according to the INCI declaration as Amodimethicone, or as functionalized Amodimethicone, such as bis (C13-15 alkoxy) PG Amodimethicone (for example, as a commercial product: DC 8500 from Dow Corning available), trideceth-9 PG-amodimethicones (for example as a commercial product Silcare Silicone SEA available from Clariant).
  • Amodimethicone or as functionalized Amodimethicone, such as bis (C13-15 alkoxy) PG Amodimethicone (for example, as a commercial product: DC 8500 from Dow Corning available), trideceth-9 PG-amodimethicones (for example as a commercial product Silcare Silicone SEA available from Clariant).
  • amino-functional silicones preference is given to cosmetic or dermatological preparations 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 is.
  • the amine number stands for the milliequivalents of amine per gram of the amino-functional silicone. It can be determined by titration and also expressed in mg KOH / g.
  • Cosmetic or dermatological preparations 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, particularly preferably 0.25 to 7.5% by weight and in particular from 0.5 to 5% by weight of amino-functional silicone (s).
  • cyclic dimethicones designated as cyclomethicones according to INCI are also preferably used according to the invention.
  • cosmetic or dermatological preparations according to the invention are preferred which contain at least one silicone of the formula (Si-4)
  • x is 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 stands.
  • 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.
  • 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 method of preparation 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, with at least one metal ion-containing catalyst for the chain extension reaction, at least one surfactant and water present are.
  • 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
  • each R independently represents a hydrocarbon radical having up to 20 carbon atoms, preferably having 1 to 6 carbon 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, aliphatic 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 the polymers are substantially linear, more preferably fully linear.
  • the substituents R may in 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.
  • N-containing groups for example amino groups
  • epoxy groups for example amino groups
  • S-containing groups for example amino groups
  • Si-containing groups for example O-containing groups
  • O-containing groups etc.
  • at least 80% of the radicals R are alkyl radicals, especially 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 which comprises a polysiloxane according to the above-described general structure which comprises at least one Si-OH group has been chain extended by reacting with an alkoxysilane (for example, a dialkoxysilane or trialkoxysilane) in the presence of tin or titanium-containing catalysts.
  • 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 hydrosilylation 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 above, with an average of between 1 and 2 groups R having 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 aliphatic 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.
  • Chloroplatinic acid either as a commercially available hexahydrate or in anhydrous form is a preferred catalyst because of good dispersibility in organosilicone systems and low color change.
  • a polysiloxane having at least one Si-OH group, preferably an end group is added with an organosilicone material Reaction 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.
  • examples include stannous octoate, dibutyltin dilaurate, dibutyltin diacetate, dimethyltin dineodecanoate, dibutyltin dimethoxide, isobutyltin triceroate, dimethyltin dibutyrate, dimethyltin dineo
  • Agents which are likewise preferred according to the invention are characterized in that they contain at least one silicone of the formula (Si-5)
  • R is identical or different radicals from the group -H, -phenyl, -benzyl, -CH 2 -CH (CH 3 ) Ph, the d_ 2 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 ) 2 , -CH (CH 3 ) CH 2 CH 3 , -C (CH 3 J 3) , x or y is 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. According to preferred means of the embodiment with a silicone are characterized in that the silicone is water-soluble.
  • Corresponding hydrophilic silicones are selected, for example, from the compounds of the formulas (Si-6) and / or (Si-7).
  • Particularly preferred water-soluble silicone-based surfactants are selected from the group of dimethicone copolyols which are preferably alkoxylated, in particular polyethoxylated or polypropoxylated.
  • Dimethicone copolyols are understood according to the invention as meaning preferably polyoxyalkylene-modified dimethylpolysiloxanes of the general formulas (Si-6) or (Si-7):
  • Alkoxy group having 1 to 12 carbon atoms or a hydroxyl group the radicals R 'and R "are alkyl groups having 1 to 12 carbon atoms
  • x is an integer from 1 to 100, preferably from 20 to 30
  • y is a integer from 1 to 20, preferably from 2 to 10
  • a and b are integers from 0 to 50, preferably from 10 to 30.
  • dimethicone copolyols according to the invention are, for example, the products sold commercially under the trade name SILWET (Union Carbide Corporation) and DOW CORNING (Dow).
  • Dimethicone copolyols particularly preferred according to the invention are Dow Corning 190 and Dow Corning 193 (Dow).
  • the agents according to the invention may contain at least one protein hydrolyzate.
  • the protein hydrolysates are product mixtures obtained by acid, alkaline or enzymatically catalyzed degradation of proteins (proteins).
  • protein hydrolysates of both vegetable and animal origin can be used.
  • Animal protein hydrolysates are, for example, elastin, collagen, keratin, silk and milk protein protein hydrolysates, which may also be present in the form of salts.
  • Such products are, for example, under the trademarks keratin DEC ® (Vincience) Dehylan ® (Cognis), Promois® ® (Interorgana) Collapuron ® (Cognis), Nutrilan® ® (Cognis), Gelita-Sol ® (German Gelatinefabriken Stoess & Co) distributed Lexein ® (Inolex) and kerasol tm ® (Croda).
  • Preferred according to the invention is the use of protein hydrolysates of plant origin, eg. Soybean, almond, rice, pea, potato and wheat protein hydrolysates.
  • Such products are, for example, under the trademarks Gluadin ® (Cognis), diamine ® (Diamalt) ® (Inolex) and Crotein ® (Croda) available.
  • protein hydrolysates amino acid mixtures or individual amino acids obtained otherwise, such as, for example, arginine, lysine, histidine or pyrroglutamic acid, may also be used in their place.
  • derivatives of protein hydrolysates for example in the form of their fatty acid condensation products. Such products are marketed for example under the names Lamepon ® (Cognis), Gluadin ® (Cognis), Lexein ® (Inolex), Crolastin ® (Croda) or Crotein ® (Croda).
  • the protein hydrolysates in an amount of 0.05 to 5 wt .-%, particularly preferably from 0.5 to 2.0 wt .-%, each based on the weight of the ready-to-use agent included.
  • the agents according to the invention additionally contain at least one cationic and / or at least one amphoteric polymer.
  • Cationic polymers are polymers which have groups in the main and / or side chain which may be “temporary” or “permanent” cationic.
  • “permanently cationic” refers to those polymers which have a cationic group independently of the pH of the agent These are generally 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 Ammoniunnen are bonded via a CI_ 4 hydrocarbon group to a synthesized from acrylic acid, methacrylic acid or derivatives thereof, polymer backbone have been found to be particularly suitable.
  • R 18 -H or -CH 3
  • R 18 is a methyl group - R 19
  • R 20 and R 21 are methyl groups m is 2.
  • Suitable physiologically acceptable 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 is given to halide ions, in particular chloride.
  • a particularly suitable homopolymer is, if desired, crosslinked, poly (methacryloyloxyethyltrimethylammoniumchlorid) with the INCI name Polyquaternium- 37.
  • the crosslinking if desired, using poly olefinically unsaturated compounds, for example divinylbenzene, tetraallyloxyethane, methylenebisacrylamide, diallyl ether, polyallylpolyglycerylether, 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 under the names Salcare ® SC 95 (about 50% polymer content, other components: mineral oil (INCI name: Mineral OiI) and tridecyl-polyoxypropylene-polyoxyethylene ether (INCI name: PPG-1-Trideceth-6)) and Salcare ® SC 96 (about 50% polymer content, other 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 name : PPG-1-trideceth-6)) are commercially available.
  • Copolymers with monomer units of the formula (P1) contain, as nonionic monomer units, preferably acrylamide, methacrylamide, acrylic acid-C-. 4- alkyl esters and methacrylic acid-C- ⁇ - 4 -alkyl ester. 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, are commercially available as approximately 50% non-aqueous polymer dispersion 92 under the name Salcare ® SC.
  • quaternized cellulose derivatives such as are available under the names of Celquat ® and Polymer JR ® commercially.
  • the compounds Celquat ® H 100, Celquat ® L 200 and Polymer JR ® 400 are preferred quaternized cellulose derivatives, cationized honey, for example the commercial product Honeyquat ® 50, cationic guar derivatives, in particular under the trade name Cosmedia ® guar and Jaguar ® distributed products,
  • Polysiloxanes having quaternary groups such as the commercially available products Q2-7224 (manufactured by Dow Corning, a stabilized trimethylsilylamodimethicone), Dow Corning® 929 emulsion (containing a hydroxylamino-modified silicone, also referred to as amodimethicones), SM -2059 (manufacturer: General Electric), SLM-55067 (manufacturer: Wacker) and Abil ® quat 3270 and 3272 (manufacturer: Th Goldschmidt; di- quaternary polydimethylsiloxanes, quaternium-80).
  • Q2-7224 manufactured by Dow Corning, a stabilized trimethylsilylamodimethicone
  • Dow Corning® 929 emulsion containing a hydroxylamino-modified silicone, also referred to as amodimethicones
  • SM -2059 manufactured by Dow Corning, a stabilized trimethylsilylamodimethicon
  • 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,
  • Polyquaternium 2 e.g., Mirapol® A-15 from Rhodia
  • Polyquaternium 17 Polyquaternium 18 and
  • Polyquaternium 27 known polymers with quaternary nitrogen atoms in the polymer main chain.
  • Can be used as cationic polymers are sold under the names Polyquaternium-24 (commercial product z. B. Quatrisoft ® LM 200), known polymers.
  • Gaffix ® VC 713 manufactured by ISP:
  • the copolymers of vinylpyrrolidone such as the commercial products Copolymer 845 (ISP manufacturer) are Gafquat ® ASCP 1011, Gafquat ® HS 110, Luviquat ® 8155 and Luviquat ® MS 370 available are.
  • cationic polymers of the present invention are usually contain an amino group present at certain pH values as a quaternary ammonium group and hence cationic.
  • chitosan and its derivatives are preferred, such as for example, under the trade designations Hydagen ® CMF, Hydagen® ® HCMF, Kytamer ® PC and Chitolam ® NB / 101 are freely available commercially.
  • chitosans are deacetylated, in different degrees of deacetylation and varying degrees of degradation (molecular weights) are commercially available. Their preparation is, for example, in DE 44 40 625 A1 and described in DE 1 95 03 465 A1.
  • Particularly suitable chitosans have a degree of deacetylation of at least 80% and a molecular weight of 5 10 5 to 5 10 6 (g / mol).
  • the chitosan must be converted into the salt form. This can be done by dissolving in dilute aqueous acids.
  • Suitable acids are both mineral acids such as hydrochloric acid, sulfuric acid and phosphoric acid and organic acids, for example low molecular weight carboxylic acids, polycarboxylic acids and hydroxycarboxylic acids.
  • higher molecular weight alkyl sulfonic acids or alkyl sulfuric acids or organophosphoric acids can be used, provided that they have the required physiological compatibility.
  • Suitable acids for converting the chitosan into the salt form are, for example, acetic acid, glycolic acid, tartaric acid, malic acid, citric acid, lactic acid, 2-pyrrolidinone-5-carboxylic acid, benzoic acid or salicylic acid. Preference is given to using low molecular weight hydroxycarboxylic acids, for example glycolic acid or lactic acid.
  • amphoteric polymers is understood as meaning those polymers which contain both free amino groups and free -COOH or SO 3 H groups in the molecule and are capable of forming internal salts, zwitterionic polymers having in the molecule quaternary ammonium groups and -COO groups or -SO 3 " groups, as well as
  • the quaternary ammonium polymers mentioned in the list are preferably used according to the invention as amphoteric polymers.
  • amphopolymer suitable is the acrylic resin commercially available as Amphomer ®, which is a copolymer of tert-butylaminoethyl methacrylate, N- (1, 1, 3,3-tetramethylbutyl) -acrylamide and two or more monomers from the group of acrylic acid, Represents methacrylic acid and its simple esters.
  • Amphomer ® is a copolymer of tert-butylaminoethyl methacrylate, N- (1, 1, 3,3-tetramethylbutyl) -acrylamide and two or more monomers from the group of acrylic acid, Represents methacrylic acid and its simple esters.
  • amphoteric polymers which can be used according to the invention are the compounds mentioned in British Patent Application 2,104,091, European Patent Application 47,714, European Offenlegungsschrift 217,274, European Offenlegungsschrift 283,817 and German Offenlegungsschrift 28 17 369.
  • Amphoteric and / or cationic polymers preferred according to the invention are those polymers in which a cationic group is derived from at least one of the following monomers:
  • R 1 -CH CR 2 -CO-Z- (C n H 2n ) -N (+) R 3 R 4 R 5 A () (M 1)
  • R 1 and R 2 independently of one another are hydrogen or a methyl group and R 3 , R 4 and R 5 independently of one another are 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 a (C 1 to C 4 ) alkyl group, in particular a methyl group and A "is the anion of an organic or inorganic acid.
  • the radicals R 3 , R 4 and R 5 in the formula (M 1) are preferably methyl groups, Z is preferably an NH group and A () preferably denotes a halide, methoxysulfate or ethoxysulfate ion. It is particularly preferred in this case to use acrylamidopropyltrimethylammonium chloride as the monomer (M1).
  • a ' is preferably a halide ion, in particular chloride or bromide.
  • Preferred amphoteric polymers according to the invention are polymers whose anionic group is derived from at least one monomer of the formula (M3)
  • R 8 and R 9 are independently hydrogen or methyl groups.
  • acrylic acid is used for the amphoteric polymers preferred according to the invention.
  • amphoteric polymers are copolymers of at least one monomer (M 1) or (M2) with the monomer (M3), in particular copolymers of the monomers (M2) and (M3).
  • amphoteric polymers are copolymers of diallyl dimethyl ammonium chloride and acrylic acid. These copolymers are sold under the INCI name Polyquaternium-22, among others, with the trade name Merquat ® 280 (Nalco).
  • amphoteric polymers according to the invention may additionally comprise a monomer (M4)
  • R 10 -CH CR 11 -CNR 12 (M 4) IIHO in which R 10 and R 11 are independently hydrogen or methyl groups and R 12 is a hydrogen atom or a (C 1 to C 8 ) alkyl group.
  • comonomer based on a comonomer are terpolymers of diallyldimethylammonium chloride, acrylamide and acrylic acid. These copolymers are marketed ® under the INCI name Polyquaternium-39, among others, with the trade name Merquat Plus 3330 (Nalco).
  • amphoteric polymers are those polymers which are composed essentially
  • R 8 -CH CR 9 -COOH (M3) in which R 0 and R 9 are independently hydrogen or methyl groups.
  • amphoteric polymers can generally be used both directly and in salt form, which is obtained by neutralization of the polymers, for example with an alkali metal hydroxide, according to the invention.
  • Film-forming polymers are to be understood as meaning those polymers which, after application in a liquid carrier, leave a continuous film on the substrate during drying, in particular on the skin, hair or fingernails.
  • film formers can be used in a wide variety of administration forms or product categories of the agent according to the invention, such as, for example, face masks, make-up, hair fixatives, hair sprays, hair gels, hair dyes, hair waxes, hair treatments, shampoos or nail varnishes.
  • Examples of common film formers are Abies Balsamea (Balsam Canada) Resin, Acetylenediurea / Formaldehyde / Tosylamide Crosspolymer, Acrylamide / Ammonium Acrylate Copolymer, Acrylamide Copolymer, Acrylamide / DMAPA Acrylate / Methoxy PEG Methacrylate Copolymer, Acrylamide / Sodium Acrylate Copolymer, Acrylamidopropyltrimoniunn Chloride / Acrylamide Copolymer, Acrylamidopropyltrimoniunn Chloride / Acrylates Copolymer, Acrylates / Acetoacetoxyethyl Methacrylate Copolymer, Acrylates / Acrylamide Copolymer, Acrylates / Ammonium Methacrylate Copolymer, Acrylates / Behenyl Methacrylates / Dimethicone Methacrylate Copolymer, Acrylates /
  • Isophorone Diamine / Isophthalic Acid / Pentaerythritol Copolymer Isophorone Diamine / Isophthalic Acid / Trimethylolpropane Copolymer, Isopropyl Ester of PVM / MA Copolymer, 4,4'-Isopropylidenediphenol / Epichlorohydrin Copolymer, Lauryl Acrylate / VA Copolymer, Lauryl Methacrylate / Glycol Dimethacrylate Crosspolymer, Maltodextrin, Mannan, Melia Azadirachta Conditioned Media / Culture, Methacrylic Acid / Sodium Acrylamidomethyl Propane Sulfonate Copolymer, Methacryloyl Ethyl Betaine / Acrylate Copolymer, Methacryloyl Propyltrimethoxysilane, Methoxypolyoxymethylene Melamine, Methyl Ethyl Cellulose,
  • Trimethylsiloxysilicate / Dimethiconol Crosspolymer Trimethylsiloxysilylcarbamoyl Pullulan, Triticum Vulgary (Wheat) Protein, Tromethamine Acrylates / Acrylonitrogen Copolymer, VA / Butyl Maleate / Isobornyl Acrylate Copolymer, VA / Crotonates Copolymer,
  • the film-forming polymers are preferably present in an amount of from 0.05 to 10.0% by weight, in particular from 1.0 to 6.0% by weight, based in each case on the weight of the composition according to the invention.
  • the effect can be further optimized by adding at least one fatty substance.
  • Fatty substances are to be understood as meaning fatty acids, fatty alcohols, natural and synthetic waxes, which can be in solid form as well as liquid in aqueous dispersion, and natural and synthetic cosmetic oil components.
  • the fatty acids used can be linear and / or branched, saturated and / or unsaturated fatty acids having 6 to 30 carbon atoms. Preference is given to fatty acids having 10 to 22 carbon atoms. These include, for example, the isostearic acids, such as Commercial products Emersol 871 and Emersol 875, and isopalmitic acids such as the commercial product Edenor ® IP 95, and all other products sold under the trade names Edenor ® (Cognis) fatty acids.
  • fatty acids are caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachidic acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures, which are obtained, for example, in the pressure splitting of natural fats and oils, in the oxidation of aldehydes from Roelen's oxo synthesis or the dimerization of unsaturated fatty acids.
  • Particularly preferred are usually the fatty acid cuttings obtainable from coconut oil or palm oil; In particular, the use of stearic acid is usually preferred.
  • the amount used is 0.1 - 15 wt.%, Based on the total mean. In a preferred embodiment, the amount is 0.5-10% by weight, very particularly preferably amounts of 1-5% by weight.
  • Fatty alcohols which may be used are saturated, mono- or polyunsaturated, branched or unbranched fatty alcohols with C 6 - C 30 -, preferably C 0 - C 22 - and particularly preferably C 2 - C 22 - carbon atoms.
  • Decanols, octanols, dodecadienol, decadienol, oleyl alcohol, eruca alcohol, ricinoleic alcohol, stearyl alcohol, isostearyl alcohol, cetyl alcohol, lauryl alcohol, myristyl alcohol, arachidyl alcohol, caprylic alcohol, capric alcohol, linoleyl alcohol, linolenyl alcohol and behenyl alcohol are, for example, decanol, octanolol, dodecadienol, decadienol , as well as their Guerbet alcohols, this list should have exemplary and non-limiting character.
  • the fatty alcohols are derived from preferably natural fatty acids, which can usually be based on recovery from the esters of fatty acids by reduction.
  • those fatty alcohol cuts which are produced by reducing naturally occurring triglycerides such as beef tallow, palm oil, peanut oil, rapeseed oil, cottonseed oil, soybean oil, sunflower oil and linseed oil or fatty acid esters formed from their transesterification products with corresponding alcohols, and thus represent a mixture of different fatty alcohols.
  • Such substances are, for example, under the names Stenol ® such as Stenol ® 1618 or Lanette ® such as Lanette ® O or Lorol ®, for example, Lorol ® C8, Lorol C14 ®, Lorol C18 ®, ® Lorol C8-18, HD-Ocenol ®, Crodacol ® such as Crodacol ® CS, Novol ®, Eutanol ® G, Guerbitol ® 16, Guerbitol ® 18, Guerbitol ® 20, Isofol ® 12, Isofol ® 16, Isofol ® 24, Isofol ® 36, Isocarb ® 12, Isocarb ® 16 or acquire Isocarb® ® 24 for sale.
  • Stenol ® such as Stenol ® 1618 or Lanette ® such as Lanette ® O or Lorol ®
  • Lorol ® C8 Lorol C8-18
  • Wollwachsalkohole also how they can be purchased, for example, under the names of Corona ®, White Swan ®, Coronet ® or Fluilan ® can be used.
  • the fatty alcohols are used in amounts of from 0.1 to 20% by weight, based on the total preparation, preferably in amounts of from 0.1 to 10% by weight.
  • the natural or synthetic waxes used according to the invention are solid paraffins or isoparaffins, carnauba waxes, beeswaxes, candelilla waxes, ozokerites, ceresin, spermaceti, sunflower wax, fruit waxes such as apple wax or citrus wax, microwaxes of PE or PP.
  • Such waxes are available, for example, from Kahl & Co., Trittau.
  • the natural and synthetic cosmetic oil bodies which can increase the action of the active ingredient according to the invention include, for example: vegetable oils.
  • vegetable oils examples include sunflower oil, olive oil, soybean oil, rapeseed oil, almond oil, jojoba oil, orange oil, wheat germ oil, peach kernel oil and the liquid portions of coconut oil.
  • triglyceride oils such as the liquid portions of beef tallow as well as synthetic triglyceride oils.
  • Ester oils are to be understood as meaning the esters of C 6 - C 30 fatty acids with C 2 - C 30 fatty alcohols. The monoesters of the fatty acids with alcohols having 2 to 24 carbon atoms are preferred.
  • fatty acid components used in the esters are caproic, caprylic, 2-ethylhexanoic, capric, lauric, isotridecanoic, myristic, palmitic, palmitoleic, stearic, isostearic, oleic, elaidic, petroselic, linoleic, linolenic Behenic acid and erucic acid and their technical mixtures which are obtained, for example, in the pressure splitting of natural fats and oils, in the oxidation of aldehydes from Roelen's oxo synthesis or the dimerization of unsaturated fatty acids.
  • fatty alcohol components in the ester oils are isopropyl alcohol, caproic alcohol, Caprylic alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, elaeostearyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol, and technical mixtures thereof, for example, in the high-pressure hydrogenation of technical methyl esters based on fats and oils or aldehydes from the Roelen oxo synthesis and as a monomer fraction in the dimerization of unsaturated fatty alcohols incurred.
  • isopropyl myristate IPM Rilanit ®
  • isononanoic acid C16-18 alkyl ester Cetiol ® SN
  • 2-ethylhexyl palmitate Cegesoft ® 24
  • stearic acid-2-ethylhexyl ester Cetiol ® 868
  • cetyl oleate glycerol tricaprylate, Kokosfettalkohol- caprate / caprylate (Cetiol ® LC)
  • n-butyl stearate oleyl erucate
  • isopropyl palmitate IPP Rilanit ®
  • oleyl Oleate Cetiol ®
  • hexyl laurate Cetiol ® A
  • di-n-butyl adipate Cetiol ® B
  • myrist IPM Rilanit ®
  • Dicarboxylic acid esters such as di-n-butyl adipate, di- (2-ethylhexyl) adipate, di- (2-ethylhexyl) succinate and di-isotridecyl acelate
  • diol esters such as ethylene glycol dioleate, ethylene glycol diisotridecanoate, propylene glycol di (2- ethylhexanoate), propylene glycol diisostearate,
  • Mono, - di- and trifatty acid esters of saturated and / or unsaturated linear and / or branched fatty acids with glycerol such as Monomuls 90-018 ®, Monomuls 90 L12 ® or Cutina ® MD.
  • the amount used is 0.1-50 wt.% Based on the total agent, preferably 0.1 to 20 wt.% And particularly preferably 0.1 to 15 wt.% Based on the total agent.
  • the total amount of oil and fat components in the compositions according to the invention is usually from 6 to 45% by weight, based on the total agent. Amounts of 10-35% by weight are preferred according to the invention.
  • the agents according to the invention additionally contain at least one hydroxycarboxylic acid ester.
  • Preferred hydroxycarboxylic acid esters are full esters of glycolic acid, lactic acid, malic acid, Tartaric acid or citric acid.
  • Further basically suitable hydroxycarboxylic 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 Ci 2 -Ci 5 fatty alcohols are particularly preferred.
  • Esters of this type are commercially available, eg under the trademark Cosmacol® ® EniChem, Augusta Industriale.
  • the amount of hydroxycarboxylic acid ester used is 0.1-15% by weight, based on the agent, preferably 0.1-10% by weight, and very particularly preferably 0.1-5% by weight.
  • the agents additionally contain at least one alkalizing agent.
  • the alkalizing agents usable in the present invention are preferably selected from the group consisting of ammonia, basic amino acids, alkali hydroxides, alkanolamines, alkali metal metasilicates, urea, morpholine, N-methylglucamine, imidazole, alkali phosphates and alkali hydrogen phosphates.
  • the alkali metal ions used are preferably lithium, sodium, potassium, in particular sodium or potassium.
  • the basic amino acids which can be used as alkalizing agents according to the invention are preferably selected from the group formed from L-arginine, D-arginine, D, L-arginine, L-histidine, D-histidine, D, L-histidine, L-lysine, D-lysine, D, L-lysine, more preferably L-arginine, D-arginine, D, L-arginine used as an alkalizing agent according to the invention.
  • the alkali metal hydroxides which can be used as the alkalizing agent according to the invention are preferably selected from the group formed from sodium hydroxide and potassium hydroxide.
  • alkanolamines which can be used as alkalizing agents according to the invention are preferably selected from primary amines having a C 2 -C 6 -alkyl basic body which carries at least one hydroxyl group.
  • Particularly preferred alkanolamines are selected from the group formed from 2-aminoethan-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1 -Aminopropan-2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol , 1-amino-2-methylpropan-2-ol, 3-aminopropane-1, 2-diol, 2-amino-2-methylpropane-1,3-diol.
  • Very particularly preferred alkanolamines according to the invention are selected from the group consisting of 2-aminoethane-1-ol, 2-amino-2-methylpropan-1-ol and 2-amino-2-methylpropane-1,3-diol.
  • the alkalizing agent is more preferably selected from at least one compound from the group formed from 2-aminoethanol, 2-amino-2-methylpropan-1-ol, 2-amino-2-methyl-propane-1,3-diol, Potassium hydroxide, L-arginine, D-arginine, DL-arginine, N-methylglucamine, morpholine, imidazole and urea.
  • the agents according to the invention should additionally contain at least one UV light protection filter.
  • UV light protection filters are meant organic substances capable of absorbing ultraviolet rays and absorbing the absorbed energy in the form of longer wavelength radiation, e.g. Heat again.
  • UVB filters can be oil-soluble or water-soluble. As oil-soluble substances are e.g. to call:
  • 4-aminobenzoic acid derivatives preferably 2-ethylhexyl 4- (dimethylamino) benzoate, 2-octyl 4- (dimethylamino) benzoate and A-
  • esters of cinnamic acid preferably 2-ethylhexyl 4-methoxycinnamate, A-
  • Esters of salicylic acid preferably 2-ethylhexyl salicylate, 4-isopropylbenzyl salicylate, homomenthyl salicylate;
  • Esters of benzalmalonic acid preferably di-2-ethylhexyl 4-methoxybenzmalonate
  • Triazine derivatives e.g. 2,4,6-Trianilino- (p-carbo-2'-ethyl-1'-hexyloxy) -1, 3,5-triazine and
  • Propane-1,3-diones e.g. 1- (4-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1,3-dione;
  • Suitable water-soluble substances are:
  • Sulfonic acid derivatives of benzophenones preferably 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its salts
  • Sulfonic acid derivatives of 3-Benzylidencamphers such as 4- (2-oxo-3-bornylidenemethyl) benzenesulfonic acid and 2-methyl-5- (2-oxo-3-bomylidene) sulfonic acid and salts thereof.
  • UV-A filter in particular derivatives of benzoylmethane come into question, such as 1- (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1, 3-dione or 1-phenyl-3 (4'-isopropylphenyl) -propane-1,3-dione.
  • the UV-A and UV-B filters can also be used in mixtures.
  • insoluble pigments are also suitable for this purpose, namely finely dispersed metal oxides or salts, for example titanium dioxide, zinc oxide, iron oxide, aluminum oxide, cerium oxide, zirconium oxide, silicates (talc), barium sulfate and zinc stearate.
  • the particles should have an average diameter of less than 100 nm, preferably between 5 and 50 nm and in particular between 15 and 30 nm. They may have a spherical shape, but it is also possible to use those particles which have an ellipsoidal or otherwise deviating shape from the spherical shape.
  • secondary light stabilizers of the antioxidant type which interrupt the photochemical reaction chain which is triggered when UV radiation penetrates into the skin. Typical examples are superoxide dismutase, tocopherols (vitamin E) and ascorbic acid (vitamin C).
  • Suitable plant extracts are obtained by extraction with organic solvents (such as, for example, ethanol, isopropanol, diethyl ether, benzene, benzene, chloroform) or by steam distillation.
  • organic solvents such as, for example, ethanol, isopropanol, diethyl ether, benzene, benzene, chloroform
  • preferred plant extracts are extracts of flowers (linden flowers, camomiles, lily, lavender, roses, jasmine, neroli, ylang-ylang), stems and leaves (cassis, horse chestnut, rooibos, birch, lemon balm, clover, grape leaves, geranium, patchouli, petitgrain ), Fruits (anise, cassis, coriander, caraway, juniper), fruit peel (bergamot, lemon, orange), roots (mace, angelica, celery, cardamom, costus, iris, calmus), wood (
  • the plant extracts are particularly preferably selected from at least one extract from the group hamamelis (Hamamelis virginiana L.), vine leaves (Vitis vinifera L.), roses (Rosa gallica L.), sandalwood (Pterocarpus Santalinus), rooibos (Aspalathus linearis), horse chestnut (Aesculus Hippocastanum L.), clover (especially red clover, Trifolium pratense), cinnamon (Cinnamomum zeylanicum nees) and cassis (especially from Cassis leaves, Ribes nigrum L).
  • Such extracts are preferably used are marketed under the names Herbasol ® by the company Cosmetochem or Extrapone ® by the company Symrise.
  • the plant extracts are contained in the agent according to the invention preferably in an amount of 0.05 to 5 wt .-%, in particular 0.1 to 2 wt .-%, each based on the weight of the total composition.
  • the cosmetic agents may contain further active ingredients, auxiliaries and additives, such as, for example, nonionic polymers such as, for example, vinylpyrrolidone / vinyl acrylate copolymers,
  • Structural agents such as maleic acid and lactic acid, hair conditioning compounds such as phospholipids, for example soya lecithin, egg lecithin and cephalins,
  • Solvents and mediators such as ethanol, isopropanol, ethylene glycol, propylene glycol, glycerol and diethylene glycol, fiber structure-improving agents, in particular mono-, di- and oligosaccharides such as glucose, galactose, fructose, fructose and lactose, quaternized amines such as methyl-1-alkylamidoethyl -2-alkylimidazolinium methosulfate
  • Anti-dandruff agents such as Piroctone Olamine, Zinc Omadine and Climbazole,
  • Active ingredients such as allantoin, pyrrolidonecarboxylic acids and their salts, and bisabolol, Vitamins, provitamins and vitamin precursors, in particular those of groups A, B 3 , B 5 , B 6 ,
  • Plant extracts such as extracts of green tea, oak bark, stinging nettle, witch hazel,
  • Spruce needle horse chestnut, sandalwood, juniper, coconut, mango, apricot, lime,
  • Bodying agents such as sugar esters, polyol esters or polyol alkyl ethers,
  • Swelling and penetration substances such as glycerol, propylene glycol monoethyl ether, carbonates,
  • Opacifiers such as latex, styrene / PVP and styrene / acrylamide copolymers
  • Pearlescing agents such as ethylene glycol mono- and distearate and PEG-3-distearate,
  • Propellants such as propane-butane mixtures, N 2 O, dimethyl ether, CO 2 and air,
  • a second aspect of the invention is the use of luminescent pigments which have a visible light excitable luminescence for dyeing substrates, in particular for dyeing textiles and / or for coloring human hair and / or for coloring skin and / or for coloring fingernails.
  • a third object of the invention is the use of luminescent pigments, which exhibit a visible light excitable luminescence, to increase the color brilliance of Dyeings, in particular dyeings on textiles and / or dyeings on human hair and / or dyeings on the skin and / or dyeings on fingernails.
  • a fourth object of the invention is the use of luminescent pigments that exhibit visible light excitable luminescence to improve the luster of keratinous fibers, especially human hair.
  • a fifth object of the invention is the use of luminescent pigments which exhibit visible light excitable luminescence for the optical whitening of substrates, in particular of textiles and / or human hair and / or skin.
  • a sixth aspect of the invention is a process for the color change of substrates, in particular of textiles and / or of human hair and / or the skin, characterized in that an agent of the first subject of the invention is applied to the substrate.
  • the substrate may be sprayed for fixing with an agent containing at least one film-forming polymer, preferably sprayed.
  • a spectrometer of the type "Fluorolog-3 Spectrofluorometer FL3-22" from Jobin Yvon (USA) with photomultiplier, two monochromators and a 450 W xenon light source was used.
  • the diagrams of Figure 1 and Figure 2 show the resulting absorption-emission spectra.
  • the respective emission curve corresponds to the complete emission of the luminescence pigments when irradiated with light in the wavelength range of 300 nm to 800 nm.
  • the wavelength of the irradiated light was successively changed and the intensity of the emission of light of the wavelength of the emission maximum (here always 640 nm ) is plotted against the wavelength of the incident light. It can be clearly seen that when the light is irradiated with a wavelength of 540 nm, the excited emission has an intensity maximum. 3.0 recipes
  • Stenol 16/18 ® C 16-i 8 fatty alcohol (INCI name: Cetearyl Alcohol) (Cognis) 16 Lorol ® INCI name: Cetyl Alcohol (Cognis) Eumulgin ® B1 Cetylstearylakohol with 12 EO units
  • Eumulgin ® B2 Cetylstearylalkohol with about 20 EO units (INCI name: Ceteareth-20) (Cognis Germany)
  • Laurylmyristylethersulfat sodium salt (ca. 68% to 73% active substance content '; INCI name: Sodium Myreth Sulfate) (Cognis)
  • Disponil FES 77 IS ® fatty alcohol ether sulfate (ca. 31-33% active substance content in water; INCI name: Sodium Sulfate Coceth-30) (Cognis) Akypo Soft 45 NV ® 2- (C 12 -i 4 fatty alcohol ethoxylate (4.5 EO)) acetic acid sodium salt; 21% active substance; INCI name: Sodium Laureth-5 Carboxylate (KAO)
  • Gluadin ® W 40 wheat protein hydrolyzate (at least 40% solids, INCI name: Aqua (Water), Hydrolyzed Wheat Protein, Sodium Benzoate, Phenoxyethanol, Methylparaben, Propylparaben) (Cognis)
  • Plantacare ® 1200 UP C 12 fatty alcohol -i 6-1.4-glucoside (approximately 50-53% active substance content; INCI name: Lauryl Glucoside, Aqua (Water)) (Cognis) Lamesoft ® PO 65 alkylpolyglucoside monoglyceride mixture (about 65 -70% solids; INCI name: Coco-Glucoside, Glyceryl Oleate, Aqua (Water)) (Cognis) Table continued Aculyn ® 33 30 wt .-% of active substance in water (INCI name: Acrylates Copolymer) (Rohm & Haas)
  • the quantities are, unless otherwise indicated, wt .-% based on the total weight of the respective recipe.
  • Bleaching agents B1, B2 and B3 each consist of a bleaching cream and an associated developer, and a bleach booster.
  • 50 g of the bleaching agent were added to 50 g of the corresponding bleaching cream. With stirring, 20 g of the corresponding developer was added. When applied to hair and exposed for 30 minutes, excellent rinsing was observed after rinsing and drying.
  • a tinting cream of Table 3.2.1 50 g were mixed with stirring with 50 g of a developer according to Table 3.2.2. From each staining cream, three different mixtures were prepared with the help of one of the three developers according to Table 3.2.2. It resulted from each dyeing cream 3 different application mixtures, which differed only in the content of hydrogen peroxide. When applied to the hair of the head and with a contact time of 30 minutes, after rinsing and drying with each application mixture, an excellent dyeing result or for F6 brightening result was achieved.

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Abstract

La présente invention concerne des colorants qui contiennent en tant qu'élément colorant au moins un pigment luminescent dans un support, la luminescence du pigment étant excitée par absorption de lumière visible pour donner des colorations brillantes et luminescentes donnant un aspect étincelant. L'invention concerne en particulier des pigments minéraux comprenant des matières hôtes faites de sulfures ou d'oxysulfures de lanthanoïdes qui sont eux-mêmes dopés avec au moins un métal de terre rare. Les colorants conviennent particulièrement à l'application dans le domaine cosmétique pour colorer de la matière contenant de la kératine tel que la peau, les cheveux/poils ou les ongles.
PCT/EP2007/063218 2007-01-31 2007-12-04 Colorants contenant des pigments luminescents qui peuvent être excités par la lumière visible Ceased WO2008092522A1 (fr)

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DE200710005646 DE102007005646A1 (de) 2007-01-31 2007-01-31 Färbemittel, enthaltend durch sichtbares Licht anregbare Lumineszenzpigmente
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WO2018104231A1 (fr) 2016-12-09 2018-06-14 Sicpa Holding Sa Encres d'impression offset et typographique à faible énergie de durcissement et processus d'impression
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US10982103B2 (en) 2016-12-09 2021-04-20 Sicpa Holding Sa Low energy curing offset and letterpress printing inks and printing process
WO2019002046A1 (fr) 2017-06-26 2019-01-03 Sicpa Holding Sa Impression d'éléments de sécurité
US11124006B2 (en) 2017-06-26 2021-09-21 Sicpa Holding Sa Printing of security features
WO2021122574A1 (fr) 2019-12-18 2021-06-24 Sicpa Holding Sa Encres d'impression offset durcissables par voie radicalaire uv-del et procédés d'impression
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