WO2021018445A1 - Procédé sans oxydant pour la coloration de matières kératiniques, comprenant l'application d'un silane organique c1-c6 et d'un précurseur de colorant sans oxydant - Google Patents

Procédé sans oxydant pour la coloration de matières kératiniques, comprenant l'application d'un silane organique c1-c6 et d'un précurseur de colorant sans oxydant Download PDF

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Publication number
WO2021018445A1
WO2021018445A1 PCT/EP2020/065785 EP2020065785W WO2021018445A1 WO 2021018445 A1 WO2021018445 A1 WO 2021018445A1 EP 2020065785 W EP2020065785 W EP 2020065785W WO 2021018445 A1 WO2021018445 A1 WO 2021018445A1
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composition
group
stands
amino
organic
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German (de)
English (en)
Inventor
Gabriele Weser
Caroline KRIENER
Ulrike Schumacher
Marc NOWOTTNY
Juergen Schoepgens
Torsten LECHNER
Claudia Kolonko
Carsten MATHIASZYK
Phillip Jaiser
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585—Organosilicon compounds
    • 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
    • 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
    • A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/88—Two- or multipart kits
    • A61K2800/884—Sequential application

Definitions

  • Oxidizing agent-free method for coloring keratin material comprising the use of an organic Ci-C6-alkoxysilane and an oxidation dye precursor
  • the present application is in the field of cosmetics and relates to a method for the treatment of keratinic material, in particular human hair, which comprises the use of two compositions (A) and (B).
  • the composition (A) is a preparation which contains at least one organic Ci-C6-alkoxysilane, and the composition (B) contains at least one compound from the group of oxidation dye precursors.
  • the method there is the stipulation that no composition is applied to the keratinic material in the method which contains one or more peroxo compounds.
  • a second subject of the present invention is a multi-component packaging unit (kit-of-parts) for coloring keratinous material, which, separately packaged in two packaging units, comprises the two compositions (A) and (B) described above
  • Oxidation dyes are usually used for permanent, intense dyeings with good fastness properties and good gray coverage. Such colorants usually contain oxidation dye precursors, so-called developer components and coupler components, which, under the influence of oxidizing agents such as hydrogen peroxide, form the actual dyes with one another. Oxidation dyes are characterized by very long-lasting coloring results.
  • color pigments are generally understood to mean insoluble, coloring substances. These are present undissolved in the form of small particles in the coloring formulation and are only deposited on the outside of the hair fibers and / or the skin surface. Therefore they can usually be removed without residue by a few washes with detergents containing surfactants. Various products of this type are available on the market under the name of hair mascara.
  • oxidative coloring agents have so far been his only option.
  • an unpleasant smell of ammonia or amine cannot be completely avoided with oxidative hair coloring.
  • the hair damage still associated with the use of oxidative coloring agents also has an adverse effect on the user's hair.
  • EP 2168633 B1 deals with the problem of producing long-lasting hair colorations using pigments.
  • the document teaches that when a combination of pigment, organic silicon compound, hydrophobic polymer and a solvent is used, hair can be colored which is particularly resistant to shampooing.
  • the organic silicon compounds used in EP 2168633 B1 are reactive compounds from the class of alkoxy-silanes. These alkoxy-silanes hydrolyze in the presence of water at high speed and - depending on the amounts of alkoxy-silane and water used in each case - form hydrolysis products and / or condensation products. The influence of the amount of water used in this reaction on the properties of the hydrolysis or condensation product is described, for example, in WO 2013068979 A2.
  • a film or coating is formed on the keratin material, which completely envelops the keratin material and in this way strongly influences the properties of the keratin material.
  • Possible areas of application are, for example, permanent styling or the permanent change in shape of keratin fibers.
  • the keratin fibers are mechanically brought into the desired shape and then fixed in this shape by forming the above-described coating.
  • Another very particularly suitable application is the coloring of keratin material.
  • the coating or the film is produced in the presence of a coloring compound, for example a pigment. The film colored by the pigment remains on the keratin material or the keratin fibers and results in surprisingly wash-resistant colorations.
  • the great advantage of the alkoxy-silane-based coloring principle is that the high reactivity of this class of compounds enables very fast coating. Good staining results can be achieved after only a few minutes of use.
  • the coating is created on the surface of the keratin material and does not change the structure inside the keratin, so this coloring technology is a very gentle method of changing the color of the keratin material.
  • the first composition (A) contains at least one organic Ci-C6-alkoxy-silane (A1) and / or its condensation product
  • the second composition (B) is characterized by its content of at least one oxidation dye precursor (B1).
  • the oxidation dye precursor can be a substance of the developer type and / or the coupler type.
  • compositions (A) and (B) leads to colorations with very good gray coverage even without the use of one of the oxidizing agents otherwise customary in oxidative hair coloring, could not have been foreseen by the person skilled in the art. For this reason it was possible to dispense with the use of oxidizing agents in the dyeing process, and the keratin material was colored very gently and was not damaged by the dyeing process.
  • a first object of the present invention is a method for coloring keratinic material, in particular human hair, in which the keratinic material is used:
  • composition (A) was applied to the keratin material as part of a coloring process, an improvement in the gray coverage could be determined in particular when the composition (B) was applied to the keratin material in the form of an aftertreatment agent after the application of the composition (A) . Even if the compositions (A) and (B) were mixed with one another before use and added to the keratin material in their mixture, very good results could be obtained. It was particularly surprising that these results could be achieved without using an oxidizing agent customary for oxidative hair coloring.
  • Keratinic material is understood to mean hair, skin, and nails (such as fingernails and / or toenails, for example). Furthermore, wool, furs and feathers also fall under the definition of keratinic material.
  • Keratinic material is preferably understood to mean human hair, human skin and human nails, in particular fingernails and toenails. Keratinic material is very particularly preferably understood to mean human hair.
  • composition (A) is characterized in that it contains one or more organic C1-C6-alkoxy-silanes (A1) and / or their condensation products.
  • the one or more organic Ci-C6-alkoxy-silanes are organic, non-polymeric silicon compounds, which are preferably selected from the group of silanes with one, two or three silicon atoms
  • Organic silicon compounds which are alternatively referred to as organosilicon compounds, are compounds that either have a direct silicon-carbon bond (Si-C) or in which the carbon is attached to the silicon via an oxygen, nitrogen or sulfur atom. Atom is linked.
  • the organic silicon compounds according to the invention are preferably compounds which contain one to three silicon atoms.
  • the organic silicon compounds particularly preferably contain one or two silicon atoms.
  • silane stands for a group of chemical compounds based on a silicon backbone and hydrogen.
  • the hydrogen atoms have been completely or partially replaced by organic groups such as, for example, (substituted) alkyl groups and / or alkoxy groups. It is characteristic of the Ci-C6-alkoxy-silanes according to the invention that at least one C1-C6-alkoxy group is bonded directly to a silicon atom.
  • Ci-C6-alkoxy-silanes according to the invention thus comprise at least one structural unit R'R "R"'Si-0- (Ci-C6-alkyl) where the radicals R', R "and R"'represent the three other bond valences of the Silicon atom.
  • the Ci-C6-alkoxy group or groups bonded to the silicon atom are very reactive and are hydrolyzed at high speed in the presence of water, the reaction rate also depending, among other things, on the number of hydrolyzable groups per molecule.
  • the organic silicon compound preferably contains a structural unit R’R “R“ ‘Si-0-CH2-CH3.
  • the radicals R ‘, R“ and R “‘ again represent the three remaining free valences of the silicon atom.
  • a condensation product is understood to mean a product that is formed by the reaction of at least two organic Ci-C6-alkoxy-silanes with elimination of water and / or with elimination of a Ci-C6-alkanol.
  • the condensation products can be, for example, dimers, but also trimers or oligomers, the condensation products being in equilibrium with the monomers.
  • a method according to the invention is characterized in that the composition (A) contains one or more organic Ci-C6-alkoxy-silanes (A1) which are selected from silanes with one, two or three silicon atoms, where the organic silicon compound also includes one or more basic chemical functions.
  • A1 organic Ci-C6-alkoxy-silanes
  • This basic group can be, for example, an amino group, an alkylamino group or a dialkylamino group, which is preferably connected to a silicon atom via a linker.
  • the basic group is preferably an amino group, a Ci-C6-alkylamino group or a di (Ci-C6) alkylamino group.
  • a particularly preferred method according to the invention is characterized in that the composition (A) contains one or more organic Ci-C6-alkoxy-silanes (A1) which are selected from the group of silanes with one, two or three silicon atoms, and where the Ci-C6-alkoxy-silanes further comprise one or more basic chemical functions.
  • Ci-C6-alkoxy-silanes of the formula (S-1) and / or (S-II) were used in the process according to the invention. Since, as already described above, hydrolysis / condensation begins even with traces of moisture, the condensation products of the Ci-C6-alkoxy-silanes of the formula (S-1) and / or (S-II) are also included in this embodiment.
  • a method according to the invention is characterized in that the first composition (A) contains one or more organic Ci-C6-alkoxy-silanes (A1) of the formula (S-l) and / or (S-II),
  • Ri, R2 independently represent a hydrogen atom or a Ci-C6-alkyl group
  • L stands for a linear or branched, divalent Ci-C2o-alkylene group
  • R3, R4 independently represent a Ci-C6-alkyl group
  • a stands for an integer from 1 to 3
  • R5, R5 ‘, R5”, R6, R6 ‘and R6“ independently of one another represent a Ci-C6-alkyl group
  • A, A ‘, A”, A “‘ and A ““ independently of one another represent a linear or branched, divalent Ci-C2o-alkylene group
  • R7 and Re independently of one another represent a hydrogen atom, a Ci-C6-alkyl group, a hydroxy-Ci-C6-alkyl group, a C2-C6-alkenyl group, an amino-Ci-C6-alkyl group or a grouping of the formula (S- Ill) stand,
  • - c stands for an integer from 1 to 3
  • - d stands for the whole number 3 - c
  • Ci-C6-alkyl group examples are the groups methyl, ethyl, propyl, isopropyl, n-butyl, s-butyl and t-butyl, n-pentyl and n-hexyl.
  • Propyl, ethyl and methyl are preferred alkyl radicals.
  • Examples of a C2-C6 alkenyl group are vinyl, allyl, but-2-enyl, but-3-enyl and isobutenyl; preferred C2-C6 alkenyl radicals are vinyl and allyl.
  • a hydroxy-Ci-C6-alkyl group are a hydroxymethyl, a 2-hydroxyethyl, a 2-hydroxypropyl, a 3-hydroxypropyl, a 4-hydroxybutyl group, a 5-hydroxypentyl and a 6-hydroxyhexyl group ; a 2-hydroxyethyl group is particularly preferred.
  • Examples of an amino-Ci-C6-alkyl group are the aminomethyl group, the 2-aminoethyl group and the 3-aminopropyl group. The 2-aminoethyl group is particularly preferred.
  • Examples of a linear divalent Ci-C2o-alkylene group are, for example, the methylene group (-CH2-), the ethylene group (-CH2-CH2-), the propylene group (- CH2-CH2-CH2-) and the butylene group (-CH2- CH2-CH2-CH2-).
  • the propylene group (-CH2-CH2-CH2-) is particularly preferred.
  • divalent alkylene groups can also be branched. Examples of branched, divalent C3-C 2 o -alkylene groups are (-CH2-CH (CH 3 ) -) and (-CH2-CH (CH 3 ) -CH 2 -).
  • Ri R2N-L-Si OR3) a (R4) b (S-1)
  • the radicals Ri and R2 independently of one another represent a hydrogen atom or a C1-C6-alkyl group.
  • the radicals Ri and R2 are very particularly preferably both a hydrogen atom.
  • the organic silicon compound In the middle part of the organic silicon compound is the structural unit or the linker -L- which stands for a linear or branched, divalent Ci-C2o-alkylene group.
  • the bivalent ci- C 2 o -alkylene group can alternatively also be referred to as a divalent or double-bonded Ci-C 2 o-alkylene group, which means that each group -L- can form two bonds.
  • -L- is preferably a linear, divalent Ci-C 2 o-alkylene group. More preferably -L- stands for a linear divalent Ci-C6-alkylene group. -L- is particularly preferably a methylene group (-CH2-), an ethylene group (-CH2-CH2-), a propylene group (-CH2-CH2-CH2-) or a butylene group (-CH 2 -CH 2 -CH 2 - CH 2 -). L very particularly preferably represents a propylene group (-CH2-CH2-CH2-).
  • the radicals R3 and R4 independently of one another represent a Ci-C6-alkyl group, particularly preferably R3 and R 4 independently of one another represent a methyl group or an ethyl group.
  • a stands for an integer from 1 to 3, and b stands for the integer 3 - a. If a is 3, then b is 0. If a is 2, then b is 1. If a is 1, then b is 2.
  • composition (A) at least one organic Ci-C6-alkoxy-silane of formula (Sl) contains, in which the radicals R 3, R 4 are each independently a methyl group or an ethyl group .
  • composition (A) contains at least one organic Ci-C6-alkoxy-silane of the formula (S-1) in which the radical a stands for the number 3. In this case, the remainder b stands for the number 0.
  • composition (A) contains one or more organic Ci-C6-alkoxy-silanes of the formula (S-l),
  • R3, R4 independently of one another represent a methyl group or an ethyl group
  • composition (A) contains at least one or more organic C1-C6-alkoxy-silanes of the formula (S1),
  • R2 both stand for a hydrogen atom
  • - L stands for a linear, divalent Ci-C6-alkylene group, preferably for a propylene group (- CH2-CH2-CH2-) or for an ethylene group (-CH2-CH2-),
  • R3 stands for an ethyl group or a methyl group
  • R4 stands for a methyl group or for an ethyl group
  • a method according to the invention is characterized in that the first composition (A) contains at least one organic C1-C6-alkoxysilane (A1) of the formula (S-1) which is selected from the group of
  • (3-Aminopropyl) trimethoxysilane can be purchased from Sigma-Aldrich, for example. (3-Aminopropyl) triethoxysilane is also commercially available from Sigma-Aldrich.
  • composition (A) can also contain one or more organic Ci-C6-alkoxy-silanes of the formula (S-l I),
  • organosilicon compounds of the formula (S-II) according to the invention each have the silicon-containing groups (R50) c (R6) dSi and -Si (R6 ') d' (OR5 ') c at their two ends
  • each of the radicals e, f, g and h can independently stand for the number 0 or 1, with the proviso that at least one of the radicals e, f, g and h is different from 0 .
  • an organic silicon compound of the formula (II) according to the invention contains at least one group selected from - (A) - and - [NR 7 - (A ') j- and - [0- (A ”) j- and - [NR 8 - (A ”')] -
  • the radicals R5, R5', R5 "independently of one another represent a Ci-C6-alkyl group.
  • the radicals R6, R6 'and R6 ′′ stand independently of one another for a Ci-C6-alkyl group.
  • c stands for an integer from 1 to 3, and d stands for the integer 3 - c. If c is 3, then d is 0. If c is 2, d is 1. If c is 1, then d is 2.
  • d‘ stands for the integer 3 - c ‘. If c ‘stands for the number 3, then d‘ equals 0. If c clergy stands for the number 2, then d ‘equals 1. If c ‘stands for the number 1, then d‘ is 2.
  • composition (A) contains one or more organic Ci-C6-alkoxy-silanes of the formula (S-II),
  • R5 and R5 ‘independently represent a methyl group or an ethyl group
  • the radicals e, f, g and h can independently represent the number 0 or 1, at least one radical from e, f, g and h being different from zero.
  • the abbreviations e, f, g and h are used to define which of the groupings - (A) e - and - [NR7- (A ')] f and - [0- (A ”)] g - and - [NR8 - (A ”')] h - are located in the central part of the organic silicon compound of the formula (II).
  • the presence of certain groups has proven to be particularly advantageous with regard to achieving washable dyeing results. Particularly good results could be obtained when at least two of the radicals e, f, g and h stand for the number 1. Very particularly preferably e and f both stand for the number 1. Furthermore, g and h both very particularly preferably stand for the number 0.
  • the radicals A, A ', A “, A”' and A “” stand independently of one another for a linear or branched, divalent Ci-C 2 o-alkylene group.
  • the radicals A, A ', A “, A”' and A “” are preferably, independently of one another, a linear, divalent Ci-C 2 o-alkylene group.
  • the radicals A, A ', A ", A"' and A "" are more preferably, independently of one another, a linear divalent Ci-C6-alkylene group.
  • the divalent Ci-C 2 o -alkylene group can alternatively also be referred to as a divalent or divalent Ci- C 2 o-alkylene group, which means that each grouping A, A ', A “, A“' and A ““ two Can form bonds.
  • the radicals A, A ', A “, A”' and A “” are particularly preferably, independently of one another, a methylene group (-CH2-), an ethylene group (-CH2-CH2-), a propylene group (-CH2-CH2-CH2) -) or a butylene group (-CH 2 -CH 2 -CH 2 -CH 2 -).
  • the radicals A, A ', A ", A"' and A "" are very particularly preferably a propylene group (-CH2-CH2-CH2-).
  • Silicon compound of formula (II) has a structural grouping - [NR7- (A ’)] -.
  • Silicon compound of formula (II) has a structural grouping - [NR8- (A ”’)] -.
  • R? and Rs independently of one another for a hydrogen atom, a C 1 -C6 alkyl group, a hydroxy-Ci-C6-alkyl group, a C 2 -C6-alkenyl group, an amino-Ci-C6-alkyl group or a grouping of the formula (S. -Ill)
  • radicals R7 and R8 are very particularly preferably, independently of one another, a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group or a grouping of the formula (S-III).
  • the organic silicon compound according to the invention contains the grouping [NR7- (A ')], but not the grouping - [NR8- (A ”')] if the radical R7 is a grouping of the formula (III), the organic silicon compound comprises 3 reactive silane groups.
  • composition ⁇ ) contains one or more organic Ci-C6-alkoxy-silanes (A1) of the formula (S-II)
  • R7 represents a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group or a grouping of the formula (S-III).
  • composition (A) contains one or more organic Ci-C6-alkoxy-silanes (A1) of the formula (S-II), where
  • - A and A ‘independently represent a methylene group (-CH2-), an ethylene group (-CH2-CH2-) or a propylene group (-CH2-CH2-CH2),
  • R7 represents a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group or a grouping of the formula (S-III).
  • organic silicon compounds of the formula (S-II) are commercially available.
  • Bis (trimethoxysilylpropyl) amine with the CAS number 82985-35-1 can be purchased from Sigma-Aldrich, for example.
  • Bis [3- (triethoxysilyl) propyl] amine with the CAS number 13497-18-2 can be purchased from Sigma-Aldrich, for example.
  • N-methyl-3- (trimethoxysilyl) -N- [3- (trimethoxysilyl) propyl] -1-propanamine is alternatively also referred to as bis (3-trimethoxysilylpropyl) -N-methylamine and can be purchased commercially from Sigma-Aldrich or Fluorochem .
  • composition (A) contains one or more organic Ci-C6-alkoxy-silanes of the formula (S-II) which are selected from the group of
  • the compounds of formula (S-IV) are organic silicon compounds selected from silanes having one, two or three silicon atoms, the organic silicon compound comprising one or more hydrolyzable groups per molecule.
  • organic silicon compound or compounds of the formula (S-IV) can also be referred to as silanes of the alkyl-Ci-C6-alkoxy-silane type,
  • Rg stands for a Ci-Ci2-alkyl group
  • a particularly preferred method according to the invention is characterized in that the first composition (A) contains one or more organic C1-C6-alkoxy-silanes (A1) of the formula (S-IV),
  • Rg stands for a Ci-Ci2-alkyl group
  • R11 stands for a Ci-C6-alkyl group
  • k is an integer from 1 to 3, and m stands for the integer 3 - k,
  • Rg stands for a C1-C12-alkyl group. This Ci-Ci2-alkyl group is saturated and can be linear or branched.
  • Rg is preferably a linear Ci-Cs-alkyl group.
  • Rg preferably stands for a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an n-hexyl group, an n-octyl group or an n-dodecyl group.
  • Rg particularly preferably represents a methyl group, an ethyl group or an n-octyl group.
  • the radical R10 stands for a Ci-C6-alkyl group.
  • R10 particularly preferably represents a methyl group or an ethyl group.
  • the radical Rn stands for a C1-C6-alkyl group.
  • Rn particularly preferably represents a methyl group or an ethyl group.
  • k stands for an integer from 1 to 3, and m stands for the integer 3 - k. If k is 3, then m is 0. If k is 2, then m is 1. If k is the number 1, then m is 2.
  • composition (A) contains at least one organic Ci-C6-alkoxy-silane (A1) of the formula (S-IV) in which the remainder k stands for the number 3. In this case, the remainder m stands for the number 0.
  • n-propyltriethoxysilane also known as propyltriethoxysilane
  • n-Hexyltrimethoxysilane also known as hexyltrimethoxysilane
  • a method according to the invention is characterized in that the first composition (A) contains at least one organic C1-C6-alkoxysilane (A1) of the formula (S-IV) which is selected from the group of
  • condensation products are, for example, the following compounds.
  • the condensation products represent a maximum of oligomeric compounds, but not polymers.
  • the hydrolysis reaction can also take place several times per Ci-C6-alkoxy-silane used:
  • condensation to form a dimer is shown in each case, but further condensation to form oligomers with several silane atoms is also possible and also preferred.
  • Ci-C6-alkoxysilanes of the formula (S-1) which undergo a condensation with not yet reacted, partially or completely hydrolyzed Ci-C6-alkoxysilanes of the formula (S-l) can take part in these condensation reactions.
  • the Ci-C6-alkoxysilanes of the formula (S-l) react with themselves.
  • Ci-C6-alkoxysilanes of the formula (S1) can also participate in the condensation reactions, which condensation with not yet reacted, partially or completely hydrolyzed Ci-C6-alkoxysilanes of the formula (S-IV) go through.
  • the Ci-C6-alkoxysilanes of the formula (S1) react with the C1-C6-alkoxysilanes of the formula (S-IV).
  • Ci-C6-alkoxysilanes of the formula (S-IV) can also take part in the condensation reactions, which condensation with as yet unreacted, partially or completely hydrolyzed Ci-C6-alkoxysilanes of the formula (S- IV) go through. In this case, the Ci-C6-alkoxysilanes of the formula (S-IV) react with themselves.
  • composition (A) according to the invention can contain one or more organic Ci-C6-alkoxysilanes (A1) in various proportions.
  • the person skilled in the art determines this as a function of the desired thickness of the silane coating on the keratin material and of the amount of the keratin material to be treated.
  • composition (A) - based on its total weight - has one or more organic Ci-C6-alkoxysilanes (A1) and / or the condensation products thereof in a total amount of 30, 0 to 85.0% by weight, preferably from 35.0 to 80.0% by weight, more preferably from 40.0 to 75.0% by weight, even more preferably from 45.0 to 70.0 % By weight and very particularly preferably from 50.0 to 65.0% by weight.
  • a particularly preferred method is characterized in that the first composition (A) - based on the total weight of the composition (A) - has one or more organic Ci-C6-alkoxysilanes (A2) and / or the condensation products thereof in a total amount from 30.0 to 85.0% by weight, preferably from 35.0 to 80.0% by weight, more preferably from 40.0 to 75.0% by weight, even more preferably from 45, Contains 0 to 70.0% by weight and very particularly preferably from 50.0 to 65.0% by weight.
  • composition (A) Further cosmetic ingredients in composition (A)
  • composition (A) can also contain one or more further cosmetic ingredients.
  • the cosmetic ingredients which can optionally be used in the composition (A) can be all suitable constituents in order to impart further positive properties to the agent.
  • a solvent, a surface-active compound from the group of nonionic, cationic, anionic or zwitterionic / amphoteric surfactants, the coloring compounds from the group of pigments, substantive dyes, oxidation dye precursors, and the fatty components from the group can be used in composition (A) the Cs-Cso fatty alcohols, the hydrocarbon compounds, fatty acid esters, the acids and bases belonging to the group of pH regulators, perfumes, preservatives, plant extracts and protein hydrolysates.
  • composition (A) it has proven to be particularly preferred to use a cosmetic ingredient from the group of hexamethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane and / or decamethylcyclopentasiloxane in composition (A).
  • a method according to the invention is characterized in that the first composition (A) contains at least one cosmetic ingredient from the group consisting of hexamethyldisiloxane. Contains octamethyltrisiloxane, decamethyltetrasiloxane, hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane and decamethylcyclopentasiloxane.
  • Hexamethyldisiloxane has the CAS number 107-46-0 and can be obtained commercially from Sigma-Aldrich, for example.
  • Octamethyltrisiloxane has the CAS number 107-51 -7 and is also commercially available from Sigma-Aldrich.
  • Decamethyltetrasiloxane has the CAS number 141-62-8 and is also commercially available from Sigma-Aldrich. CH 3 CH 3 CH 3 CH 3
  • Hexamethylcyclotrisiloxane has the CAS no. 541 -05-9.
  • Octamethylcyclotetrasiloxane has the CAS no. 556-67-2.
  • Decamethylcyclopentasiloxane has the CAS no. 541-02-6.
  • Hexamethyldisiloxane in composition (A) has proven to be very particularly preferred. Hexamethyldisiloxane is particularly preferred - based on the total weight of the composition (A) - in amounts from 1.0 to 20.0% by weight, preferably from 1.3 to 10.0% by weight, more preferably from 1.6 up to 5.0% by weight and very particularly preferably from 2.0 to 4.0% by weight in the composition (A).
  • the method according to the invention is characterized by the use of a first composition (A) on the keratinic material.
  • composition (A) is a ready-to-use composition which, in its present embodiment, can be applied to the keratin materials, in particular to the hair.
  • the composition (A) can either be provided in its present form in a container.
  • the composition (A) contains very reactive compounds.
  • the ready-to-use composition (A) can be prepared by mixing a water-free silane blend (Al), which contains the organic Ci-C6-alkoxy-silane (s) (A1) in concentrated form, and a water-rich carrier formulation (A- II), which can represent a gel, a lotion or a surfactant system, for example, can be produced.
  • a water-free silane blend Al
  • s organic Ci-C6-alkoxy-silane
  • A- II water-rich carrier formulation
  • the ready-to-use composition (A) accordingly preferably has a higher water content, which - based on the total weight of the composition (A) - is in the range from 50.0 to 90.0% by weight, preferably from 55.0 to 90.0% by weight .-%, more preferably 60.0 to 90.0% by weight and particularly preferably 70.0 to 90.0% by weight.
  • a method according to the invention is characterized in that the first composition (A) - based on the total weight of the composition (A) - 50.0 to 90.0% by weight, preferably from 55.0 to 90, Contains 0% by weight, more preferably 60.0 to 90.0% by weight and particularly preferably 70.0 to 90.0% by weight of water. pH of the compositions (AI
  • the pH values of the composition (A) can have an influence on the color intensities obtained during the dyeing. It was found here that alkaline pH values in particular have an advantageous effect on the dyeing performance that can be achieved in the process.
  • compositions (A) have a pH of from 7.0 to 12.0, preferably from 7.5 to 11.5, more preferably from 8.0 to 11.0 and completely particularly preferably from 8.0 to 10.5.
  • the pH value can be measured using the usual methods known from the prior art, such as measuring the pH value using glass electrodes using combination electrodes or using pH indicator paper.
  • a method according to the invention is characterized in that the composition (A) has a pH of from 7.0 to 12.0, preferably from 7.5 to 11.5, more preferably from 8, 0 to 11.0 and very particularly preferably from 8.0 to 10.5.
  • the method according to the invention comprises the application of a second composition (B) to the keratin material.
  • the composition (B) is characterized in that it contains at least one oxidation dye precursor (B1).
  • Developer components also called developers for short, and / or coupler components, called couplers for short, can be used as oxidation dye precursors.
  • the developer components or developers are usually primary aromatic amines with a further, free or substituted hydroxy or substituted in the para or ortho position Amino group, diaminopyridine derivatives, heterocyclic hydrazones, 4-aminopyrazole derivatives and 2,4,5,6-tetraaminopyrimidine and its derivatives are used.
  • a p-phenylenediamine derivative or one of its physiologically tolerable salts as the developer component.
  • Particularly preferred are p-phenylenediamine derivatives of the formula (E1)
  • G 1 stands for a hydrogen atom, a (Ci to C 4 ) -alkyl radical, a (Ci to C4) -
  • Monohydroxyalkylrest a (C2 to C 4 ) -Polyhydroxyalkylrest, a (Ci to C 4 ) -Alkoxy- (Ci to C 4 ) -alkylrest, a 4'-Aminophenylrest or a (Ci to C 4 ) -Alkylrest, which with a nitrogen-containing group, a phenyl or a 4'-aminophenyl radical is substituted;
  • G 2 represents a hydrogen atom, a (Ci to C 4 ) -alkyl radical, a (Ci to C4) -
  • Monohydroxyalkylrest a (C2 to C 4 ) -Polyhydroxyalkylrest, a (Ci to C 4 ) -Alkoxy- (Ci to C 4 ) -alkylrest or a (Ci to C 4 ) -Alkylrest which is substituted with a nitrogen-containing group;
  • G 3 represents a hydrogen atom, a halogen atom, such as a chlorine, bromine, iodine or fluorine atom, a (Ci to C 4 ) -alkyl radical, a (Ci to C 4 ) -monohydroxyalkyl radical, a (C2 to C4) - polyhydroxyalkyl radical, a (Ci to C 4) -Hydroxyalkoxyrest, a (Ci to C 4) alkoxy (Ci-C4) - alkyl, a (Ci to C 4) -Acetylaminoalkoxyrest, a Mesylamino- (Ci to C 4) - alkoxy radical or a (Ci to C 4 ) carbamoylaminoalkoxy radical;
  • a halogen atom such as a chlorine, bromine, iodine or fluorine atom
  • a (Ci to C 4 ) -alkyl radical such as a
  • G 4 represents a hydrogen atom, a halogen atom, a (Ci to C 4 ) -alkyl radical or a (Ci to C 4 ) -alkoxy- (Ci to C 4 ) -alkyl radical, or
  • G 3 and G 4 are in the ortho position to one another, they can together form a bridging ⁇ , w-alkylenedioxo group, such as, for example, an ethylenedioxy group.
  • Particularly preferred p-phenylenediamines of the formula (E1) are selected from one or more compounds of the group which is formed from p-phenylenediamine, p-tolylenediamine, 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- (ß-hydroxyethyl
  • very particularly preferred p-phenylenediamine derivatives of the formula (E1) are selected from at least one compound from the group p-phenylenediamine, p-tolylenediamine, 2- (ß-hydroxyethyl) -p-phenylenediamine, 2- (a, ß-dihydroxyethyl) - p-phenylenediamine, N, N-bis- ( ⁇ -hydroxyethyl) -p-phenylenediamine, 2-methoxymethyl-p-phenylenediamine, N- (4-amino-3-methylphenyl) - N- [3- (1 H -imidazole -1-yl) propyl] amine, and the physiologically acceptable salts of these compounds.
  • compounds as developer components 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, one can in particular mention the compounds which correspond to the following formula (E2), as well as their physiologically tolerable salts:
  • Z 1 and Z 2 independently of one another represent a hydroxyl or NH 2 radical, which is optionally substituted by a (Ci to C 4 ) -alkyl radical, by a (Ci to C 4 ) -hydroxyalkyl radical and / or by a bridge Y or which may be part of a bridging ring system,
  • the bridge Y stands for an alkylene group with 1 to 14 carbon atoms, such as a linear or branched alkylene chain or an alkylene ring, which are interrupted or terminated by one or more nitrogen-containing groups and / or one or more heteroatoms such as oxygen, sulfur or nitrogen atoms can and may be substituted by one or more hydroxyl or (Ci to C8) alkoxy radicals, or a direct bond,
  • G 5 and G 6 independently represent a hydrogen or halogen atom, a (Ci to C 4 ) -alkyl radical, a (Ci to C 4 ) -monohydroxyalkyl radical, a (C2 to C 4 ) -Polyhydroxyalkylrest, a (Ci to C) 4 ) aminoalkyl radical or a direct connection to the bridge Y,
  • 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 (Ci to C 4 ) -alkyl radical,
  • Preferred binuclear developer components of the formula (E2) are selected in particular 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- (ß-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'-methyl
  • 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.
  • a p-aminophenol derivative or one of its physiologically tolerable salts as the developer component.
  • Particularly preferred are p-aminophenol derivatives of the formula (E3)
  • G 13 stands for a hydrogen atom, a halogen atom, a (Ci to C 4 ) alkyl group, a (Ci to C 4 ) monohydroxyalkyl group, a (C2 to C 4 ) polyhydroxyalkyl group, a (Ci to C 4 ) alkoxy group (Ci to C 4 ) alkyl, a (Ci to C 4 ) aminoalkyl, a hydroxy (Ci to C 4 ) alkylamino, a (Ci to C 4 ) hydroxyalkoxy, a (Ci to C 4 ) hydroxyalkyl - (Ci to C 4 ) -aminoalkyl radical or a (di - [(Ci to C 4 ) -alkyl] amino) - (Ci to C 4 ) -alkyl radical, and
  • G 14 represents a hydrogen or halogen atom, a (Ci to C 4 ) alkyl radical, a (Ci to C4) monohydroxyalkyl radical, a (C2 to C 4 ) polyhydroxyalkyl radical, a (Ci to C 4 ) alkoxy ( Ci to C 4 ) alkyl, a (Ci to C 4 ) aminoalkyl group or a (Ci to C 4 ) cyanoalkyl group,
  • G 15 represents hydrogen, a (Ci to C 4 ) -alkyl radical, a (Ci to C 4 ) -monohydroxyalkyl radical, a (C2 to C 4 ) -polyhydroxyalkyl radical, a phenyl radical or a benzyl radical, and
  • G 16 stands for hydrogen or a halogen atom.
  • Preferred p-aminophenols of the formula (E3) are in particular p-aminophenol, N-methyl-p-aminophenol, 4-amino-3-methyl-phenol, 4-amino-3-fluorophenol, 2-hydroxymethylamino-4-aminophenol, 4 -Amino-3-hydroxymethylphenol, 4-amino-2- (ß-hydroxyethoxy) -phenol, 4-amino-2-methylphenol, 4-amino-2-hydroxymethylphenol, 4-amino-2-methoxymethyl-phenol, 4-amino -2- aminomethylphenol, 4-amino-2- (ß-hydroxyethyl-aminomethyl) -phenol, 4-amino-2- ( ⁇ , ß-dihydroxyethyl) -phenol, 4-amino-2-fluorophenol, 4-amino-2 -chlorophenol, 4-amino-2,6-dichlorophenol, 4-amino-2- (diethyl-aminomethyl) -phenol and their physiologically
  • Particularly preferred compounds of the formula (E3) are p-aminophenol, 4-amino-3-methylphenol, 4-amino-2-aminomethylphenol, 4-amino-2- ( ⁇ , ⁇ -dihydroxyethyl) phenol and 4-amino 2- (diethylaminomethyl) phenol.
  • the developer component can also be selected from o-aminophenol and its derivatives, such as, for example, 2-amino-4-methylphenol, 2-amino-5-methylphenol or 2-amino-4-chlorophenol.
  • the developer component can be selected from heterocyclic developer components, such as, for example, from pyrimidine derivatives, pyrazole derivatives, pyrazolopyrimidine derivatives or their physiologically tolerable salts.
  • heterocyclic developer components such as, for example, from pyrimidine derivatives, pyrazole derivatives, pyrazolopyrimidine derivatives or their physiologically tolerable salts.
  • Preferred pyrimidine derivatives are selected according to the invention from compounds according to formula (E4) or their physiologically tolerable salts,
  • G 17 , G 18 and G 19 independently of one another represent a hydrogen atom, a hydroxy group, a (Ci to C 4 ) alkoxy group or an amino group and
  • G 20 represents a hydroxy group or a group -NG 21 G 22 , wherein G 21 and G 22 independently of one another represent a hydrogen atom, a (Ci to C 4 ) -alkyl group, a (Ci to C4) -monohydroxyalkyl group,
  • Particularly preferred pyrimidine derivatives are in particular the compounds 2,4,5,6-tetraaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine, 2-hydroxy-4,5,6-triaminopyrimidine, 2-dimethylamino-4 , 5,6-triaminopyrimidine, 2,4-dihydroxy-5,6-diaminopyrimidine and 2,5,6-triaminopyrimidine.
  • Preferred pyrazole derivatives are selected according to the invention from compounds according to formula (E5),
  • G 23 , G 24 , G 25 independently represent a hydrogen atom, a (Ci to C4) alkyl group, a (Ci to C 4 ) monohydroxyalkyl group, a (C2 to C 4 ) polyhydroxyalkyl group, an optionally substituted aryl group or a optionally substituted aryl (Ci to C 4 ) -alkyl groups, with the proviso that, if G 25 stands for a hydrogen atom, G 26 can also stand for a group -NH2 in addition to the aforementioned groups,
  • G 26 stands for a hydrogen atom, a (Ci to C 4 ) alkyl group, a (Ci to C4) monohydroxyalkyl group or a (C2 to C 4 ) polyhydroxyalkyl group and
  • G 27 represents a hydrogen atom, an optionally substituted aryl group, a (Ci to C4) alkyl group or a (Ci to C 4 ) monohydroxyalkyl group, in particular a hydrogen atom or a methyl group.
  • the radical -NG 25 binds G 26 to the 5 position and the radical G 27 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 - ( ⁇ -
  • Preferred pyrazolopyrimidine derivatives are, in particular, the derivatives of pyrazolo [1,5-a] pyrimidine of the following formula (E6) and its tautomeric forms, provided there is a tautomeric equilibrium:
  • G 28 , G 29 and G 30 , G 31 independently of one another represent a hydrogen atom, a (Ci to C4) alkyl radical, an aryl radical, a (Ci to C 4 ) monohydroxyalkyl radical, a (C2 to C4) -
  • Polyhydroxyalkyl radical a (Ci to C 4 ) alkoxy (Ci to C 4 ) alkyl radical, a (Ci to C4) -
  • Aminoalkyl radical which can optionally be protected by an acetyl ureide or a sulfonyl radical, a (Ci to C 4 ) alkylamino (Ci to C 4 ) alkyl radical, a di - [(Ci to C 4 ) alkyl ] - (Ci to C 4 ) aminoalkyl, the dialkyl radicals optionally forming a carbon cycle or a heterocycle with 5 or 6 chain members, a (Ci to C 4 ) monohydroxyalkyl or a di [(Ci to C 4 ) - Hydroxyalkyl] - (Ci to C 4 ) aminoalkyl radical,
  • the X radicals independently represent a hydrogen atom, a (Ci to C4) alkyl radical, an aryl radical, a (Ci to C 4 ) monohydroxyalkyl radical, a (C2 to C4) -
  • Polyhydroxyalkyl radical a (Ci to C4) aminoalkyl radical, a (Ci to C4) alkylamino (Ci-C4) - alkyl group, a di - [(Ci to C4) alkyl] - (Ci to C 4) - aminoalkyl radical, the dialkyl radicals optionally forming a carbon cycle or a heterocycle with 5 or 6 chain members, a (Ci to C 4 ) -hydroxyalkyl or a di - [(Ci to C 4 ) -hydroxyalkyl] amino (Ci to C4 ) - alkyl radical, an amino radical, a (Ci to C 4 ) alkyl or di - [(Ci to C 4 ) hydroxyalkyl] amino radical, a halogen atom, a carboxylic acid group or a sulfonic acid group,
  • i has the value 0, 1, 2 or 3,
  • p has the value 0 or 1
  • q has the value 0 or 1 and
  • n has the value 0 or 1
  • 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);
  • n has the value 1
  • the groups NG 28 G 29 (or NG 30 G 31 ) and the group OH 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 starting from an aminopyrazole or from hydrazine.
  • Very particularly preferred developer components are selected from at least one compound from the group formed by p-phenylenediamine, p-tolylenediamine, 2- ( ⁇ -hydroxyethyl) -p-phenylenediamine, 2- ( ⁇ , ⁇ -dihydroxyethyl) -p -phenylenediamine, N, N-bis- (ß-hydroxyethyl) -p-phenylenediamine, N- (4-amino-3-methylphenyl) -N- [3- (1 H-imidazol-1 -yl) propyl] amine, N, N'-bis- (ß-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
  • a method according to the invention is characterized in that the second composition (B) contains one or more oxidation dye precursors (B1) which are selected from the group consisting of p-phenylenediamine, p-tolylenediamine, 2- ( ß-Hydroxyethyl) -p-phenylenediamine, 2- (a, ß-dihydroxyethyl) -p- phenylenediamine, N, N-bis- (ß-hydroxyethyl) -p-phenylenediamine, N- (4-amino-3-methylphenyl) -N- [3- (1 H-imidazol-1 -yl) propyl] amine, N, N'-bis- (ß-hydroxyethyl) -N, N'-bis- (4-aminophenyl) -1, 3- diamino propan-2-ol, bis (2-hydroxy-5-aminophenyl) methane, 1,
  • Examples of the radicals mentioned as substituents of the compounds of the formulas (E1) to (E6) are listed below:
  • Examples of (Ci to C 4 ) -alkyl radicals are the groups -CH3, -CH2CH3, -CH2CH2CH3, -CH (CH 3 ) 2, -CH2CH2CH2CH3, -CH 2 CH (CH 3 ) 2, -CH (CH 3 ) CH 2 CH3, -C (CH 3 ) 3.
  • Examples according to the invention of (Ci to C 4 ) alkoxy radicals are -OCH3, -OCH2CH3, -OCH2CH2CH3, -OCH (CH 3 ) 2, -OCH2CH2CH2CH3, -OCH 2 CH (CH 3 ) 2, -OCH (CH 3 ) CH 2 CH3, -OC (CH 3 ) 3, in particular a methoxy or an ethoxy group.
  • a particularly preferred example of a (C2 to C 4 ) polyhydroxyalkyl group is the 1,2-dihydroxyethyl group.
  • halogen atoms are F, Cl or Br atoms, Cl atoms are very particularly preferred examples.
  • nitrogen-containing groups are especially -NH 2, (Ci to C 4) monoalkylamino, (Ci to C 4) dialkylamino, (Ci to C 4) -Trialkylammonium phenomenon, (Ci to C 4) - Monohydroxyalkylamino phenomenon, imidazolinium and -NH 3 + .
  • Examples of (Ci to C4) monoalkylamino groups are -NHCH3, -NHCH2CH3, -NHCH2CH2CH3, -NHCH (CH 3 ) 2.
  • Examples of (Ci to C4) -dialkylamino groups are -N (CH3) 2, -N (CH2CH3) 2.
  • Examples of (Ci to C4) -Trialkylammonium phenomenon are -N + (CH3) 3, -N + (CH3) 2 (CH2CH3),
  • Examples of (Ci to C 4 ) -hydroxyalkylamino radicals are -NH-CH2CH2OH, -NH-CH2CH2OH,
  • Examples of (Ci to C 4 ) -alkoxy- (Ci to C 4 ) -alkyl groups are -CH 2 CH 2 -O-CH3, -CH2CH2CH2-O-CH3, -CH2CH2-O-CH2CH3, -CH2CH2CH2-O -CH2CH3, -CH2 CH2-0-CH (CH 3), -CH 2 CH 2 CH2-0-CH (CH3).
  • hydroxy (Ci to C 4) alkoxy groups are -O-CH2OH, -O-CH2CH2OH, -O-CH2CH2CH2OH, -0-CHCH (0H) CH 3, -O-CH2CH2CH2CH2OH.
  • Examples of (Ci to C 4 ) -acetylaminoalkoxy radicals are -0-CH 2 NHC (0) CH 3 , -0-CH 2 CH 2 NHC (0) CH3, -0-CH2CH 2 CH 2 NHC (0) CH3, - 0-CH 2 CH (NHC (0) CH 3) CH 3, -0-CH 2 CH 2 CH 2 CH 2 NHC (0) CH3.
  • Examples of (Ci to C4) -carbamoylaminoalkoxy radicals are -0-CH2CH2-NH-C (0) -NH2,
  • Examples of (Ci to C 4 ) aminoalkyl radicals are -CH2NH2, -CH2CH2NH2, -CH2CH2CH2NH2,
  • Examples of (Ci to C 4 ) cyanoalkyl radicals are -CH2CN, -CH2CH2CN, -CH2CH2CH2CN.
  • Examples of (Ci to C 4 ) -hydroxyalkylamino (Ci to C 4 ) -alkyl radicals are -CH2CH2NH-CH2CH2OH, -CH2CH2CH2NH-CH2CH2OH, -CH2CH2NH-CH2CH2CH2OH, -CH2CH2CH2NH-CH2CH2CH2OH.
  • Examples of di [(Ci to C 4) hydroxyalkyl] amino- (Ci to C 4) alkyl groups are -CH 2 CH 2 N (CH 2 CH 2 0H) 2, -CH 2 CH2CH2N (CH 2 CH 2 OH) 2, -CH 2 CH 2 N (CH2CH2CH 2 OH) 2, -CH 2 CH2CH2N (CH2CH2CH 2 OH) 2.
  • aryl groups is the phenyl group.
  • composition (B) according to the invention preferably contains one or more developer components in a total amount of from 0.005 to 10% by weight, preferably from 0.1 to 5% by weight, based in each case on the total weight of the composition (B).
  • m-phenylenediamine derivatives naphthols, resorcinol and resorcinol derivatives, pyrazolones and m-aminophenol derivatives, and heterocyclic compounds are used as coupler components.
  • m-aminophenol and its derivatives such as 5-amino-2-methylphenol, N-cyclopentyl-3-aminophenol, 3-amino-2-chloro-6-methylphenol, 2-hydroxy-4-aminophenoxyethanol, 2,6-dimethyl 3-aminophenol, 3-trifluoroacetylamino-2-chloro-6-methylphenol, 5-amino-4-chloro-2-methylphenol, 5-amino-4-methoxy-2-methylphenol, 5- (2'-hydroxyethyl) -amino -2-methylphenol, 3- (diethylamino) -phenol, N-cyclopentyl-3-aminophenol, 1,3-dihydroxy-5- (methylamino) -benzene, 3-ethylamino-4-methylphenol and 2,4-dichloro-3 - aminophenol,
  • m-diaminobenzene and its derivatives such as 2,4-diaminophenoxyethanol, 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 ⁇ - amino) ethanol, 2- [3-morpholin-4-yl
  • o-diaminobenzene and its derivatives such as 3,4-diaminobenzoic acid and 2,3-diamino-1-methylbenzene,
  • Di- or trihydroxybenzene derivatives such as resorcinol, resorcinol monomethyl ether, 2-methylresorcinol, 5-methylresorcinol, 2,5-dimethylresorcinol, 2-chlororesorcinol, 4-chlororesorcinol, pyrogallol and 1,2,4-trihydroxybenzene,
  • Pyridine derivatives such as 2,6-dihydroxypyridine, 2-amino-3-hydroxypyridine, 2-amino-5-chloro-3-hydroxypyridine, 3-amino-2-methylamino-6-methoxypyridine, 2,6-dihydroxy-3,4 - dimethylpyridine, 2,6-dihydroxy-4-methylpyridine, 2,6-diaminopyridine, 2,3-diamino-6-methoxypyridine and 3,5-diamino-2,6-dimethoxypyridine,
  • Naphthalene derivatives such as, for example, 1-naphthol, 2-methyl-1-naphthol, 2-hydroxymethyl-1-naphthol, 2-hydroxyethyl-1-naphthol, 1,5-dihydroxynaphthalene, 1,6-dihydroxynaphthalene, 1,7-dihydroxynaphthalene, 1 , 8-dihydroxynaphthalene, 2,7-dihydroxynaphthalene and 2,3-dihydroxynaphthalene,
  • Morpholine derivatives such as 6-hydroxybenzomorpholine and 6-amino-benzomorpholine, quinoxaline derivatives such as 6-methyl-1, 2,3,4-tetrahydroquinoxaline, Pyrazole derivatives such as 1-phenyl-3-methylpyrazol-5-one,
  • Indole derivatives such as 4-hydroxyindole, 6-hydroxyindole and 7-hydroxyindole,
  • Pyrimidine derivatives such as 4,6-diaminopyrimidine, 4-amino-2,6-dihydroxypyrimidine,
  • Methylenedioxybenzene derivatives such as 1-hydroxy-3,4-methylenedioxybenzene, 1-amino
  • Coupler components which are particularly preferred according to the invention are 2-methylresorcinol, 4-chlororesorcinol, resorcinol, 1-naphthol, 1,5-dihydroxynaphthalene, 2,7-dihydroxynaphthalene, 1,7-dihydroxynaphthalene, 3-aminophenol, 5-amino-2 methylphenol, 2-amino-3-hydroxypyridine, 2-chloro-6-methyl-3-aminophenol and 2,6-dihydroxy-3,4-dimethylpyridine and the physiologically tolerated salts of the aforementioned compounds.
  • a method according to the invention is characterized in that the second composition (B) contains one or more oxidation dye precursors (B1) which are selected from the group consisting of 2-methylresorcinol, 4-chlororesorcinol, resorcinol, 1 -Naphthol, 1,5-dihydroxynaphthalene, 2,7-dihydroxynaphthalene, 1,7-dihydroxynaphthalene, 3-aminophenol, 5-amino-2-methylphenol, 2-amino-3-hydroxypyridine, 2-chloro-6-methyl-3 -aminophenol and 2,6-dihydroxy-3,4-dimethylpyridine and the physiologically tolerable salts of these compounds.
  • oxidation dye precursors (B1) which are selected from the group consisting of 2-methylresorcinol, 4-chlororesorcinol, resorcinol, 1 -Naphthol, 1,5-dihydroxynaphthalene, 2,7-dihydroxynaphthalene, 1,7
  • composition (B) according to the invention preferably contains one or more coupler components in a total amount of from 0.005 to 10% by weight, preferably from 0.1 to 5% by weight, based in each case on the total weight of the composition (B).
  • Composition (B) according to the invention can also contain one or more precursors of nature-analogous dyes as oxidation dye precursor.
  • Indoles and indolines which have at least one hydroxyl or amino group, preferably as a substituent on the six-membered ring, are preferably used as precursors of nature-analogous dyes as oxidation dye precursors of the developer type. These groups can carry further substituents, e.g. B. in the form of an etherification or esterification of the hydroxy group or an alkylation of the amino group.
  • the colorants contain at least one indole and / or indoline derivative.
  • R 1 represents hydrogen, a Ci-C 4 -alkyl group or a Ci-C 4 -hydroxy-alkyl group
  • R 2 stands for hydrogen or a -COOH group, where the -COOH group can also be present as a salt with a physiologically compatible cation
  • R 3 represents hydrogen or a Ci-C 4 alkyl group
  • R 4 stands for hydrogen, a Ci-C 4 -alkyl group or a group -CO-R 6 , in which R 6 stands for a Ci-C 4 -alkyl group, and
  • R 5 stands for one of the groups mentioned under R 4 ,
  • indoline Particularly preferred derivatives of indoline are 5,6-dihydroxyindoline, N-methyl-5,6-dihydroxyindoline, N-ethyl-5,6-dihydroxyindoline, N-propyl-5,6-dihydroxyindoline,
  • N-methyl-5,6-dihydroxyindoline N-ethyl-5,6-dihydroxyindoline, N-propyl-5,6-dihydroxyindoline, N-butyl-5,6-dihydroxyindoline and especially the 5, 6-dihydroxyindoline.
  • R 1 represents hydrogen, a Ci-C 4 -alkyl group or a Ci-C 4 -hydroxyalkyl group
  • R 2 stands for hydrogen or a -COOH group, where the -COOH group can also be present as a salt with a physiologically compatible cation
  • R 3 represents hydrogen or a Ci-C 4 alkyl group
  • R 4 stands for hydrogen, a Ci-C 4 -alkyl group or a group -CO-R 6 , in which R 6 stands for a Ci-C 4 -alkyl group
  • R 6 stands for a Ci-C 4 -alkyl group
  • R 5 stands for one of the groups mentioned under R 4 ,
  • Particularly preferred derivatives of indole are 5,6-dihydroxyindole, N-methyl-5,6-dihydroxyindole, N-ethyl-5,6-dihydroxyindole, N-propyl-5,6-dihydroxyindole, N-butyl-5,6- dihydroxyindole, 5,6-dihydroxyindole-2-carboxylic acid, 6-hydroxyindole, 6-aminoindole and 4-aminoindole.
  • N-methyl-5,6-dihydroxyindole N-ethyl-5,6-dihydroxyindole, N-propyl-5,6-dihydroxyindole, N-butyl-5,6-dihydroxyindole and, in particular, 5,6 -Dihydroxyindole.
  • Very particularly suitable oxidation dye precursors (B1) from the group of precursors of hair dyes analogous to nature 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, 6-hydroxyindoline, 6-aminoindoline, 4-aminoindoline, 5,6-dihydroxyindole, N-methyl-5,6-dihydroxyindole , N-ethyl-5,6-dihydroxyindole, N-propyl-5,6-dihydroxyindole, N-butyl-5,6-dihydroxyindole, 5,6-dihydroxyindole-2-carboxylic acid, 6-hydroxyindole, 6-aminoindole and
  • a method according to the invention is characterized in that the second composition (B) contains one or more oxidation dye precursors (B1) selected from the group consisting of 5,6-dihydroxyindoline and 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, 6-hydroxyindoline, the 6-aminoindoline, 4-aminoindoline, 5,6-dihydroxyindole, N-methyl-5,6-dihydroxyindole, N-ethyl-5,6-dihydroxyindole, N-propyl-5,6-dihydroxyindole, N-butyl-5, 6-dihydroxyindole, 5,6-dihydroxyindole-2-carboxylic acid, 6-hydroxy
  • composition (B) according to the invention preferably contains one or more precursors of nature-analogous hair dyes in a total amount of 0.005 to 10% by weight, preferably 0.1 to 5% by weight, based in each case on the total weight of the composition (B).
  • a method according to the invention is characterized in that the second composition (B) contains one or more oxidation dye precursors (B1) selected from the group of 2-methylresorcinol, 5,6-dihydroxyindoline and / or their physiologically compatible salts.
  • composition (B) contains the oxidation dye precursor or products (B1) in a cosmetic carrier, preferably in an aqueous cosmetic carrier.
  • a cosmetic carrier preferably in an aqueous cosmetic carrier.
  • the composition (B) also represents a ready-to-use composition which preferably has a relatively high water content.
  • composition (B) - based on the total weight of the composition (B) - 5.0 to 90.0 wt .-%, preferably 15.0 to 85.0 wt .-% %, more preferably 25.0 to 80.0% by weight, even more preferably 35.0 to 75.0% by weight and very particularly preferably 45.0 to 70.0% by weight of water.
  • a method according to the invention is characterized in that the second composition (B) - based on the total weight of the composition (B) - 5.0 to 90.0% by weight, preferably 15.0 to 85.0% by weight %, more preferably 25.0 to 80.0% by weight, even more preferably 35.0 to 75.0% by weight and very particularly preferably 45.0 to 70.0% by weight of water.
  • composition (B) can also contain one or more further cosmetic ingredients.
  • the cosmetic ingredients which can optionally be used in the composition (B) can be all suitable constituents in order to impart further positive properties to the agent.
  • a solvent a surface-active compound from the group of nonionic, cationic, anionic or zwitterionic / amphoteric surfactants, the coloring compounds from the group of pigments, the substantive dyes, the film-forming polymers, the fatty components from the Group of Cs-Cso fatty alcohols, hydrocarbon compounds, fatty acid esters, acids and bases belonging to the group of pH regulators, perfumes, preservatives and plant extracts.
  • the pH values of the composition (B) can also have an influence on the color intensities and wash fastnesses obtained during dyeing. It was found here that alkaline pH values in particular have an advantageous effect on the dyeing performance that can be achieved in the process.
  • compositions (B) have a pH of 7.0 to 12.0, preferably from 7.5 to 11.5, more preferably from 8.0 to 11.0 and completely particularly preferably from 8.0 to 10.5.
  • the pH value can be measured using the usual methods known from the prior art, such as measuring the pH value using glass electrodes using combination electrodes or using pH indicator paper.
  • a method according to the invention is characterized in that the composition (B) has a pH of from 7.0 to 12.0, preferably from 7.5 to 11.5, more preferably from 8, 0 to 11.0 and very particularly preferably from 8.0 to 10.5.
  • the pH values in the context of the present invention are pH values that were measured at a temperature of 22 ° C.
  • Ammonia, alkanolamines and / or basic amino acids can be used as alkalizing agents.
  • Alkanolamines can be selected from primary amines with a C2-C6-alkyl parent structure which carries at least one hydroxyl group.
  • Preferred alkanolamines are selected from the group which is formed from 2-aminoethan-1 -ol (monoethanolamine), 3-aminopropan-1 -ol, 4-aminobutan-1 -ol, 5-aminopentan-1 -ol, 1-aminopropane -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-methyl-propan-2-ol, 3-aminopropan-1, 2-diol, 2-amino-2-methylpropan-1, 3-diol.
  • basic amino acids are used in the composition (B), it is also possible to adjust the pH by adding the basic amino acids.
  • basic amino acids are to be understood as meaning those amino acids which have an isoelectric point p1 of greater than 7.0.
  • Basic ⁇ -aminocarboxylic acids contain at least one asymmetric carbon atom.
  • both possible enantiomers can be used equally as specific compounds or mixtures thereof, in particular as racemates.
  • the basic amino acids are preferably selected from the group that is formed from arginine, lysine, ornithine and histidine, particularly preferably from arginine and lysine.
  • a composition according to the invention is therefore characterized in that the alkalizing agent is a basic amino acid from the group arginine, lysine, ornithine and / or histidine.
  • Inorganic alkalizing agents can also be used.
  • Inorganic alkalizing agents which can be used according to the invention are preferably selected from the group formed by sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium phosphate, potassium phosphate, sodium silicate, sodium metasilicate, potassium silicate, sodium carbonate and potassium carbonate.
  • Very particularly preferred alkalizing agents are ammonia, 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-aminopropan-1, 2-diol, 2-amino-2-methylpropan-1, 3-diol, arginine, lysine, ornithine, histidine, sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium phosphate, potassium phosphate, Sodium silicate, sodium metasilicate, potassium silicate, sodium carbonate and potassium carbonate.
  • Acidifying agents preferred according to the invention are pleasure acids, such as citric acid, acetic acid, malic acid or tartaric acid, and also dilute mineral acids.
  • the method according to the invention contains the proviso that in the method no composition is used on the keratinic material which contains one or more peroxo compounds.
  • peroxo compounds is understood to mean inorganic and organic compounds which are characterized by the presence of a peroxy group -0-0-. The oxygen atoms in these peroxo compounds usually have the oxidation state -1.
  • Peroxo compounds in the sense of the invention are accordingly the compounds of the general formula (0-1) o - '- O - O - Ro D o (0-1) where the radicals Ro1 and Ro2 for a hydrogen atom, for an inorganic one Stand for radical or an organic radical.
  • Peroxo compounds are oxidizing agents that are usually used in oxidative hair coloring to initiate the reaction between developer and coupler, which leads to the formation of the dyes.
  • the peroxo compound most frequently used in oxidative hair coloring is hydrogen peroxide (where Ro1 and Ro2 are hydrogen).
  • potassium persulfate also known as potassium peroxodisulfate
  • sodium persulfate also known as sodium peroxodisulfate
  • ammonium persulfate also known as ammonium peroxodisulfate
  • residues Ro1 and Ro2 each represent a residue -S03-, the negative charge being neutralized in each case by the presence of the corresponding cations.
  • a peroxo compound also used in some oxidative hair dyes is percarbonates such as sodium percarbonate, potassium percarbonate and magnesium percarbonate.
  • Percarbonates are addition products (adducts) of hydrogen peroxide with the corresponding carbonates, for example sodium percarbonate is the addition product of hydrogen peroxide with sodium percarbonate.
  • the percarbonates thus also represent peroxo compounds, with the percarbonates as peroxo compounds being based on hydrogen peroxide.
  • the first subject matter of the present invention is a method for coloring keratinic material, in particular human hair, in which the keratinic material is used:
  • the first subject matter of the present invention is a method for coloring keratinic material, in particular human hair, in which the keratinic material is used:
  • the keratinous material which contains one or more peroxo compounds from the group of hydrogen peroxide, sodium persulfate, potassium persulfate, ammonium persulfate, sodium percarbonate, potassium percarbonate and magnesium percarbonate.
  • compositions which are optionally additionally applied to the keratin material in the context of the method according to the invention, are also free of the corresponding peroxo compounds.
  • the optionally additionally applicable composition can be, for example, a composition (C) which is a pretreatment agent or which is mixed with one of the compositions (A) or (B) before use.
  • this optionally additionally applicable composition can also be an aftertreatment agent (D) such as, for example, a conditioner. All of these compositions are characterized in that they do not contain any peroxo compounds, in particular no peroxo compounds the group of hydrogen peroxide, sodium persulfate, potassium persulfate, ammonium persulfate, sodium percarbonate, potassium percarbonate and magnesium percarbonate.
  • the method according to the invention comprises the use of all compositions which are applied to the keratin material simultaneously or successively within a period of at most 2 hours before or after the use of the compositions (A) and (B).
  • the first subject matter of the present invention is a method for coloring keratinic material, in particular human hair, in which the keratinic material is used:
  • compositions (A) and (B) wherein the application of the compositions (A) and (B) takes place either simultaneously or successively one after the other,
  • compositions (A) and (B) no composition is applied to the keratinous material which contains one or more peroxo compounds from the group consisting of hydrogen peroxide, sodium persulfate, potassium persulfate, ammonium persulfate , Sodium percarbonate, potassium percarbonate and magnesium percarbonate.
  • a method according to the invention is characterized in that the first composition (A) contains at least one coloring compound a from the group of pigments and / or substantive dyes.
  • a method according to the invention is characterized in that the second composition (B) at least a coloring compound from the group of pigments and / or substantive dyes.
  • coloring compounds into a third, separately prepared composition (C) which is then applied to the keratinous material.
  • a method is preferred in which the keratin material is used:
  • a third composition (C) which contains at least one coloring compound a from the group of pigments and / or substantive dyes.
  • this third composition (C) does not contain any peroxo compound, in particular no peroxo compound from the group consisting of hydrogen peroxide, sodium persulfate, potassium persulfate, ammonium persulfate, sodium percarbonate, potassium percarbonate and magnesium percarbonate
  • the coloring compound (s) can be selected from the group of pigments and substantive dyes, it also being possible for the substantive dyes to be photochromic dyes and thermochromic dyes.
  • composition (A) and / or the composition (B) and / or the optionally usable composition (C) very particularly preferably contains at least one pigment.
  • Pigments in the context of the present invention are understood to mean coloring compounds which at 25 ° C. in water have a solubility of less than 0.5 g / L, preferably less than 0.1 g / L, even more preferably less than 0, 05 g / L.
  • the water solubility can be achieved, for example, using the method described below: Weigh out 0.5 g of the pigment in a beaker. A stir fry is added. Then one liter of distilled water is added. This mixture is heated to 25 ° C. for one hour while stirring on a magnetic stirrer. If undissolved constituents of the pigment are still visible in the mixture after this period, the solubility of the pigment is below 0.5 g / L.
  • the mixture is filtered. If a proportion of undissolved pigments remains on the filter paper, the solubility of the pigment is below 0.5 g / L.
  • Suitable color pigments can be of inorganic and / or organic origin.
  • the agent according to the invention is characterized in that it contains at least one coloring compound from the group of inorganic and / or organic pigments.
  • Preferred color pigments are selected from synthetic or natural inorganic pigments.
  • Inorganic color pigments of natural origin can be made from chalk, ocher, umber, green earth, burnt Terra di Siena or graphite, for example.
  • black pigments such as B. iron oxide black, colored pigments such.
  • B. ultramarine or iron oxide red and fluorescent or phosphorescent pigments can be used.
  • Colored metal oxides, hydroxides and oxide hydrates, mixed-phase pigments, sulfur-containing silicates, silicates, metal sulfides, complex metal cyanides, metal sulfates, metal chromates and / or molybdates are particularly suitable.
  • Particularly preferred color pigments are black iron oxide (CI 77499), yellow iron oxide (CI 77492), red and brown iron oxide (CI 77491), manganese violet (CI 77742), ultramarines (sodium aluminum sulfosilicates, CI 77007, Pigment Blue 29), chromium oxide hydrate (CI77289 ), Iron blue (Ferric Ferrocyanide, CI77510) and / or carmine (Cochineal).
  • Coloring compounds from the group of pigments which are likewise particularly preferred according to the invention are colored pearlescent pigments. These are usually based on mica and / or mica and can be coated with one or more metal oxides. Mica is one of the layered silicates. The most important representatives of these silicates are muscovite, phlogopite, paragonite, biotite, lepidolite and margarite. To produce the pearlescent pigments in conjunction with metal oxides, the mica, predominantly muscovite or phlogopite, is coated with a metal oxide.
  • a method according to the invention is characterized in that the composition (A) and / or the composition (B) contains at least one coloring compound from the group of inorganic pigments, which is selected from the group of colored metal oxides, Metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides, metal sulfates, bronze pigments and / or colored pigments based on mica or mica coated with at least one metal oxide and / or a metal oxychloride.
  • the group of inorganic pigments which is selected from the group of colored metal oxides, Metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides, metal sulfates, bronze pigments and / or colored pigments based on mica or mica coated with at least one metal oxide and / or a metal oxychloride.
  • synthetic mica coated with one or more metal oxide (s) can also be used as a pearlescent pigment.
  • Particularly preferred pearlescent pigments are based on natural or synthetic mica (mica) and are coated with one or more of the aforementioned metal oxides. The color of the respective pigments can be varied by varying the layer thickness of the metal oxide (s).
  • the composition (A) and / or the composition (B) according to the invention is characterized in that it contains at least one coloring compound from the group of pigments, which is selected from the group of colored metal oxides, metal hydroxides, metal oxide hydrates, Silicates, metal sulfides, complex metal cyanides, metal sulfates, bronze pigments and / or from coloring compounds based on mica or mica coated with at least one metal oxide and / or one metal oxychloride.
  • a composition (A) and / or composition (B) according to the invention is characterized in that it contains at least one coloring compound which is selected from pigments based on mica or mica which are mixed with one or more metal oxides from the group made of titanium dioxide (CI 77891), black iron oxide (CI 77499), yellow iron oxide (CI 77492), red and / or brown iron oxide (CI 77491, CI 77499), manganese violet (CI 77742), ultramarines (sodium aluminum sulfosilicates, CI 77007, Pigment Blue 29), chromium oxide hydrate (CI 77289), chromium oxide (CI 77288) and / or iron blue (Ferric Ferrocyanide, CI 77510) are coated.
  • at least one coloring compound which is selected from pigments based on mica or mica which are mixed with one or more metal oxides from the group made of titanium dioxide (CI 77891), black iron oxide (CI 77499), yellow iron oxide (CI 77492), red and
  • color pigments are commercially available under the trade names Rona®, Colorona®, Xirona®, Dichrona® and Timiron® from Merck, Ariabel® and Unipure® from Sensient, Prestige® from Eckart Cosmetic Colors and Sunshine® available from Sunstar.
  • Colorona® Particularly preferred color pigments with the trade name Colorona® are, for example:
  • color pigments with the trade name Unipure® are, for example:
  • composition (A) and / or the composition (B) and / or an optionally usable composition (C) can also contain one or more coloring compounds from the group of organic pigments
  • the organic pigments according to the invention are correspondingly insoluble, organic dyes or color lakes, for example from the group of nitroso, nitro, azo, xanthene, anthraquinone, isoindolinone, isoindoline, quinacridone, perinone, perylene -, Diketopyrrolopyorrole, indigo, thioindido, dioxazine, and / or triarylmethane compounds can be selected.
  • Particularly suitable organic pigments are, for example, carmine, quinacridone, phthalocyanine, sorghum, blue pigments with the color index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with the color index numbers CI 1 1680, CI 1 1710, CI 15985, CI 19140, CI 20040, CI 21 100, CI 21 108, CI 47000, CI 47005, green pigments with the Color Index numbers CI 61565, CI 61570, CI 74260, orange pigments with the Color Index numbers CI 1 1725, CI 15510, CI 45370, CI 71 105, red pigments with the color index numbers CI 12085, CI 12120, CI 12370, CI 12420, CI 12490, CI 14700, CI 15525, CI 15580, CI 15620, CI 15630, CI 15800
  • a method according to the invention is characterized in that the composition (A) and / or the composition (B) contains at least one coloring compound from the group of organic pigments, which is selected from the group of carmine, quinacridone, Phthalocyanine, Sorgho, blue pigments with the color index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with the color index numbers CI 1 1680, CI 1 1710, CI 15985, CI 19140, CI 20040, CI 21 100, CI 21 108, CI 47000, CI 47005, green pigments with the color index numbers CI 61565, CI 61570, CI 74260, orange pigments with the color index numbers CI 1 1725, CI 15510, CI 45370, CI 71 105, red pigments with the color index numbers CI 12085, CI 12120, CI 12370
  • the organic pigment can also be a colored lacquer.
  • the term “colored lacquer” is understood to mean particles which comprise a layer of absorbed dyes, the unit composed of particles and dye being insoluble under the above-mentioned conditions.
  • the particles can be, for example, inorganic substrates, which can be aluminum, silica, calcium borosilicate, calcium aluminum borosilicate or also aluminum.
  • the alizarin color varnish for example, can be used as the color varnish.
  • the use of the aforementioned pigments in the agents according to the invention is particularly preferred. It is also preferred if the pigments used have a certain particle size. This particle size leads, on the one hand, to a uniform distribution of the pigments in the polymer film formed and, on the other hand, avoids a rough hair or skin feel after the cosmetic agent has been applied. It is therefore advantageous according to the invention if the at least one pigment has an average particle size D50 of 1.0 to 50 ⁇ m, preferably 5.0 to 45 ⁇ m, more preferably 10 to 40 ⁇ m, in particular 14 to 30 ⁇ m.
  • the mean particle size D50 can be determined, for example, using dynamic light scattering (DLS).
  • Pigments with a specific shape can also have been used to color the keratin material.
  • a pigment based on a lamellar and / or a lenticular substrate platelet can be used. Coloring on the basis of a substrate platelet which comprises a vacuum metallized pigment is also possible.
  • composition (A) and / or the composition (B) and / or an optionally usable composition (C) can also contain one or more coloring compounds from the group of the pigments based on a lamellar substrate platelet, the pigments based a lenticular substrate wafer and the vacuum metallized pigments.
  • the substrate platelets of this type have an average thickness of at most 50 nm, preferably less than 30 nm, particularly preferably at most 25 nm, for example at most 20 nm.
  • the average thickness of the substrate platelets is at least 1 nm, preferably at least 2.5 nm, particularly preferably at least 5 nm, for example at least 10 nm.
  • Preferred ranges for the thickness of the substrate platelets are 2.5 to 50 nm, 5 to 50 nm, 10 to 50 nm; 2.5 to 30 nm, 5 to 30 nm, 10 to 30 nm; 2.5 to 25 nm, 5 to 25 nm, 10 to 25 nm, 2.5 to 20 nm, 5 to 20 nm and 10 to 20 nm.
  • Each substrate plate preferably has a thickness that is as uniform as possible.
  • the pigment Due to the small thickness of the substrate platelets, the pigment has a particularly high hiding power.
  • the substrate platelets are monolithic.
  • monolithic means consisting of a single closed unit without breaks, layers or inclusions, although changes in structure can occur within the substrate platelets.
  • the substrate platelets are preferably constructed homogeneously, that is to say that there are none within the platelets Concentration gradient occurs.
  • the substrate platelets are not constructed in layers and have no particles or particles distributed therein.
  • the size of the substrate platelet can be matched to the particular application, in particular the desired effect on the keratinic material.
  • the substrate platelets have a mean largest diameter of about 2 to 200 ⁇ m, in particular about 5 to 100 ⁇ m.
  • the aspect ratio expressed by the ratio of the mean size to the average thickness, is at least 80, preferably at least 200, more preferably at least 500, particularly preferably more than 750.
  • the mean size of the uncoated substrate flakes is understood to be the d50 value of the uncoated substrate flakes. Unless otherwise stated, the d50 value was determined using a Sympatec Helos device with Quixel wet dispersion. For sample preparation, the sample to be examined was predispersed in isopropanol for a period of 3 minutes.
  • the substrate platelets can be constructed from any material that can be brought into platelet form.
  • the substrate platelets can be of natural origin, but also synthetically produced.
  • Materials from which the substrate platelets can be constructed are, for example, metals and metal alloys, metal oxides, preferably aluminum oxide, inorganic compounds and minerals such as mica and (semi) precious stones, as well as plastics.
  • the substrate platelets are preferably constructed from metal (alloys).
  • metal suitable for metallic luster pigments can be considered as the metal.
  • metals include iron and steel, as well as all air and water-resistant (semi) metals such as platinum, zinc, chromium, molybdenum and silicon, and their alloys such as aluminum bronze and brass.
  • Preferred metals are aluminum, copper, silver and gold.
  • Preferred substrate platelets are aluminum platelets and brass platelets, with substrate platelets made of aluminum being particularly preferred.
  • Lamellar substrate platelets are characterized by an irregularly structured edge and are also referred to as "cornflakes" due to their appearance.
  • pigments based on lamellar substrate platelets Due to their irregular structure, pigments based on lamellar substrate platelets generate a high proportion of scattered light. In addition, the pigments based on lamellar substrate platelets do not cover the existing color of a keratinic material completely and effects analogous to natural graying can be achieved, for example.
  • Vacuum metallized pigments can be obtained, for example, by releasing metals, metal alloys or metal oxides from appropriately coated foils. They are distinguished by a particularly small thickness of the substrate platelets in the range from 5 to 50 nm and by a particularly smooth surface with increased reflectivity. Substrate platelets which comprise a pigment metallized in a vacuum are also referred to in this application as VMP substrate platelets. VMP substrate platelets made of aluminum can be obtained, for example, by releasing aluminum from metallized foils.
  • the substrate platelets made of metal or metal alloy can be passivated, for example by anodizing (oxide layer) or chromating.
  • Uncoated lamellar, lenticular and / or VPM substrate platelets in particular those made of metal or metal alloy, reflect the incident light to a high degree and create a light-dark flop, but no color impression.
  • a color impression can be generated, for example, due to optical interference effects.
  • Such pigments can be based on at least once coated substrate platelets. These show interference effects due to the superposition of differently refracted and reflected light beams.
  • preferred pigments are pigments based on a coated lamellar substrate platelet.
  • the substrate platelet preferably has at least one coating B made of a high-index metal oxide with a coating thickness of at least 50 nm.
  • a further coating A is preferably located between the coating B and the surface of the substrate platelet.
  • another coating C which is different from the layer B below, is located on the layer B.
  • Suitable materials for the coatings A, B and C are all substances that can be applied permanently and in film form to the substrate platelets and, in the case of the layers A and B, have the required optical properties.
  • a coating of a part is general the surface of the substrate platelets is sufficient to obtain a pigment with a glossy effect.
  • only the upper and / or lower side of the substrate platelets can be coated, with the side surface (s) being cut out.
  • the entire surface of the optionally passivated substrate platelets, including the side surfaces, is preferably covered by coating B.
  • the substrate platelets are therefore completely encased by coating B. This improves the optical properties of the pigment and increases the mechanical and chemical resistance of the pigments.
  • the foregoing also applies to layer A and preferably also to layer C, if any.
  • the coated substrate platelets preferably each have only one coating A, B and, if present, C.
  • the coating B is made up of at least one high-index metal oxide.
  • High refractive index materials have a refractive index of at least 1.9, preferably at least 2.0 and particularly preferably at least 2.4.
  • the coating B preferably comprises at least 95% by weight, particularly preferably at least 99% by weight, of high-index metal oxide (s).
  • the coating B has a thickness of at least 50 nm.
  • the thickness of coating B is preferably not more than 400 nm, particularly preferably at most 300 nm.
  • High refractive index metal oxides suitable for coating B are preferably selectively light-absorbing (ie colored) metal oxides such as iron (III) oxide (a- and y-Fe 2 O 3, red), cobalt (II) oxide (blue), chromium (III) oxide (g rü n), titanium (111) oxide (blue, is usually a mixture with titanium oxynitrides and titanium nitrides) and vanadium (V) oxide (orange) and mixtures thereof. Colorless, high-index oxides such as titanium dioxide and / or zirconium oxide are also suitable.
  • ie colored metal oxides such as iron (III) oxide (a- and y-Fe 2 O 3, red), cobalt (II) oxide (blue), chromium (III) oxide (g rü n), titanium (111) oxide (blue, is usually a mixture with titanium oxynitrides and titanium nitrides) and vanadium (V) oxide (orange) and mixtures thereof.
  • Coating B can contain a selectively absorbing dye, preferably 0.001 to 5% by weight, particularly preferably 0.01 to 1% by weight, based in each case on the total amount of coating B.
  • Organic and inorganic dyes that are stable in the have a metal oxide coating installed.
  • the coating A preferably has at least one low refractive index metal oxide and / or metal oxide hydrate.
  • Coating A preferably comprises at least 95% by weight, particularly preferably at least 99% by weight, of low-refractive-index metal oxide (hydrate).
  • Low refractive index materials have a refractive index of at most 1.8, preferably at most 1.6.
  • the low-refractive index metal oxides which are suitable for coating A include, for example, silicon (di) oxide, silicon oxide hydrate, aluminum oxide, aluminum oxide hydrate, boron oxide, germanium oxide, manganese oxide, magnesium oxide and mixtures thereof, silicon dioxide being preferred.
  • the coating A preferably has a thickness of 1 to 100 nm, particularly preferably 5 to 50 nm, particularly preferably 5 to 20 nm.
  • the distance between the surface of the substrate platelets and the inner surface of coating B is preferably at most 100 nm, particularly preferably at most 50 nm, particularly preferably at most 20 nm. Because the thickness of coating A and thus the distance between the surface of the substrate platelets and Coating B is in the range specified above, it can be ensured that the pigments have a high hiding power.
  • the pigment based on a lamellar substrate flake has only one layer A, it is preferred for the pigment to have a lamellar substrate flake made of aluminum and a layer A made of silicon dioxide. If the pigment based on a lamellar substrate flake has a layer A and a layer B, it is preferred for the pigment to have a lamellar substrate flake made of aluminum, a layer A made of silicon dioxide and a layer B made of iron oxide.
  • the pigments have a further coating C made of a metal oxide (hydrate), which is different from the coating B below.
  • Suitable metal oxides are, for example, silicon (di) oxide, silicon oxide hydrate, aluminum oxide, aluminum oxide hydrate, zinc oxide, tin oxide, titanium dioxide, zirconium oxide, iron (III) oxide and chromium (III) oxide. Silica is preferred.
  • the coating C preferably has a thickness of 10 to 500 nm, particularly preferably 50 to 300 nm.
  • Layers A and C serve in particular as protection against corrosion and also for chemical and physical stabilization.
  • Layers A and C particularly preferably contain silicon dioxide or aluminum oxide, which are applied by the sol-gel process.
  • This method comprises dispersing the uncoated lamellar substrate flakes or the lamellar substrate flakes already coated with layer A and / or layer B in a solution of a metal alkoxide such as tetraethyl orthosilicate or aluminum triisopropoxide (usually in a solution of organic solvent or a mixture of organic solvent and water with at least 50 wt .-% organic solvent such as a C1 to C4 alcohol), and Addition of a weak base or acid to hydrolyze the metal alkoxide, whereby a film of the metal oxide is formed on the surface of the (coated) substrate platelets.
  • a metal alkoxide such as tetraethyl orthosilicate or aluminum triisopropoxide
  • Layer B can be produced, for example, by hydrolytic decomposition of one or more organic metal compounds and / or by precipitation of one or more dissolved metal salts and, if necessary, subsequent aftertreatment (for example, transferring a hydroxide-containing layer formed into the oxide layers by annealing).
  • each of the coatings A, B and / or C can be built up from a mixture of two or more metal oxides (hydrate), each of the coatings is preferably built up from a metal oxide (hydrate).
  • the pigments based on coated lamellar or lenticular substrate platelets or the pigments based on coated VMP substrate platelets preferably have a thickness of 70 to 500 nm, particularly preferably 100 to 400 nm, particularly preferably 150 to 320 nm, for example 180 to 290 nm, on. Due to the small thickness of the substrate platelets, the pigment has a particularly high hiding power.
  • the small thickness of the coated substrate platelets is achieved in particular in that the thickness of the uncoated substrate platelets is small, but also in that the thicknesses of the coatings A and, if present, C are set to the smallest possible value.
  • the thickness of coating B determines the color impression of the pigment.
  • the adhesion and abrasion resistance of pigments based on coated substrate platelets in the keratinous material can be significantly increased by additionally modifying the outermost layer, depending on the structure, layer A, B or C, with organic compounds such as silanes, phosphoric acid esters, titanates, borates or carboxylic acids becomes.
  • the organic compounds are bound to the surface of the outermost layer A, B or C, preferably containing metal oxide.
  • the outermost layer denotes the layer which is spatially furthest away from the lamellar substrate plate.
  • the organic compounds are preferably functional silane compounds which can bind to the layer A, B or C containing metal oxide. These can be either mono- or bifunctional compounds. Examples of bifunctional organic compounds are methacryloxypropenyltrimethoxysilane, 3- methacryloxypropyltrimethoxysilane, 3- acryloxypropyltrimethoxysilane, 2-
  • a modification with a monofunctional silane in particular an alkylsilane or arylsilane, can take place.
  • This has only one functional group which can covalently bind pigments based on coated lamellar substrate platelets to the surface (ie to the outermost metal oxide-containing layer) or, if it is not completely covered, to the metal surface.
  • the hydrocarbon residue of the silane faces away from the pigment.
  • a different degree of hydrophobicity of the pigment is achieved. Examples of such silanes are hexadecyltrimethoxysilane, propyltrimethoxysilane, etc.
  • Pigments based on silicon dioxide-coated aluminum substrate platelets with a monofunctional silane surface are particularly preferred. Octyltrimethoxysilane, octyltriethoxysilane, hecadecyltrimethoxysilane and hecadecyltriethoxysilane are particularly preferred.
  • the changed surface properties / hydrophobicity can improve adhesion, abrasion resistance and alignment in the application.
  • Suitable pigments based on a lamellar substrate platelet include, for example, the pigments of the VISIONAIRE series from Eckart.
  • Pigments based on a lenticular substrate platelet are available, for example, under the name Alegrace® Spotify from Schlenk Metallic Pigments GmbH.
  • Pigments based on a substrate platelet comprising a vacuum metallized pigment are available, for example, under the name Alegrace® Marvelous or Alegrace® Aurous from Schlenk Metallic Pigments GmbH.
  • a method according to the invention is characterized in that the composition (A) - based on the total weight of the composition (A) - has one or more pigments in a total amount of 0.001 to 20% by weight, in particular 0.05 up to 5% by weight.
  • a method according to the invention is characterized in that the composition (B) - based on the total weight of the composition (B) - has one or more pigments in a total of 0.001 to 20% by weight, in particular 0.05 up to 5% by weight.
  • compositions according to the invention can also contain one or more substantive dyes as coloring compounds.
  • Substantive dyes are dyes that are absorbed directly onto the hair and not an oxidative process for the formation of the Need color.
  • Substantive dyes are usually nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones, triarylmethane dyes or indophenols.
  • the substantive dyes for the purposes of the present invention have a solubility in water (760 mmHg) at 25 ° C. of more than 0.5 g / L and are therefore not to be regarded as pigments.
  • the substantive dyes preferably have a solubility in water (760 mmHg) at 25 ° C. of more than 1.0 g / l.
  • the substantive dyes particularly preferably have a solubility in water (760 mmHg) at 25 ° C. of more than 1.5 g / l.
  • Substantive dyes can be divided into anionic, cationic and nonionic substantive dyes.
  • an agent according to the invention is characterized in that it contains at least one anionic, cationic and / or nonionic substantive dye as the coloring compound.
  • a method according to the invention is characterized in that the composition (B) and / or the composition (C) contains at least one coloring compound from the group of anionic, nonionic and / or cationic substantive dyes.
  • Suitable cationic substantive dyes are, for example, Basic Blue 7, Basic Blue 26, Basic Violet 2 and Basic Violet 14, Basic Yellow 57, Basic Red 76, Basic Blue 16, Basic Blue 347 (Cationic Blue 347 / Dystar), HC Blue No. 16, Basic Blue 99, Basic Brown 16, Basic Brown 17, Basic Yellow 57, Basic Yellow 87, Basic Orange 31, Basic Red 51 Basic Red 76
  • Nonionic nitro and quinone dyes and neutral azo dyes can be used as nonionic substantive dyes.
  • Suitable nonionic substantive dyes are those under the international names 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 Red 10, HC Red 1 1, HC Red 13, HC Red BN, HC Blue 2, HC Blue 1 1, HC Blue 12, Disperse Blue 3, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Disperse Black 9 known compounds , as well as 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-
  • Acid dyes are taken to mean substantive dyes which have at least one carboxylic acid group (-COOH) and / or one sulfonic acid group (-SO3H).
  • -COOH carboxylic acid group
  • -SO3H sulfonic acid group
  • the protonated forms (-COOH, -SO3H) of the carboxylic acid or sulfonic acid groups are in equilibrium with their deprotonated forms (-COO-, -SO3 present). The proportion of protonated forms increases with decreasing pH.
  • Acid dyes according to the invention can also be used in the form of their sodium salts and / or their potassium salts.
  • the acid dyes for the purposes of the present invention have a solubility in water (760 mmHg) at 25 ° C. of more than 0.5 g / L and are therefore not to be regarded as pigments.
  • the acid dyes preferably have a solubility in water (760 mmHg) at 25 ° C. of more than 1.0 g / l.
  • alkaline earth salts such as calcium salts and magnesium salts
  • aluminum salts of acid dyes often have a poorer solubility than the corresponding alkali salts. If the solubility of these salts is below 0.5 g / L (25 ° C, 760 mmHg), they do not fall under the definition of a substantive dye.
  • An essential feature of the acid dyes is their ability to form anionic charges, the carboxylic acid or sulfonic acid groups responsible for this usually being linked to different chromophoric systems.
  • Suitable chromophoric systems are found, for example, in the structures of nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinone dyes, triarylmethane dyes, xanthene dyes, rhodamine dyes, oxazine dyes and / or indophenol dyes.
  • Acid Yellow 1 (D&C Yellow 7, Citronin A, Ext. D&C Yellow No. 7, Japan Yellow 403, CI 10316, COLIPA n ° B001), Acid Yellow 3 (COLIPA n °: C 54, D&C Yellow N ° 10, Quinoline Yellow, E104, Food Yellow 13), Acid Yellow 9 (CI 13015), Acid Yellow 17 (C1 18965), Acid Yellow 23 (COLIPA n ° C 29, Covacap Jaune W 1 100 (LCW), Sicovit Tartrazine 85 E 102 (BASF), Tartrazine, Food Yellow 4, Japan Yellow 4, FD&C Yellow No.
  • Acid Yellow 1 (D&C Yellow 7, Citronin A, Ext. D&C Yellow No. 7, Japan Yellow 403, CI 10316, COLIPA n ° B001), Acid Yellow 3 (COLIPA n °: C 54, D&C Yellow N ° 10, Quinoline Yellow, E104, Food Yellow 13), Acid Yellow 9 (CI 13015), Acid Yellow 17 (C1 18965), Acid Yellow 23 (COL
  • Acid Yellow 36 (CI 13065), Acid Yellow 121 ( CI 18690), Acid Orange 6 (CI 14270), Acid Orange 7 (2- Naphthol orange, Orange II, CI 15510, D&C Orange 4, COLIPA n ° C015), Acid Orange 10 (Cl 16230; Orange G sodium salt), Acid Orange 1 1 (CI 45370), Acid Orange 15 (CI 50120), Acid Orange 20 (CI 14600), Acid Orange 24 (BROWN 1; CI 20170; KATSU201; nosodiumsalt; Brown No.201; RESORCIN BROWN; ACID ORANGE 24; Japan Brown 201; D&C Brown No.1), Acid Red 14 (C .1.14720), Acid Red 18 (E124, Red 18; CI 16255), Acid Red 27 (E 123, C1 16185, C-Red 46, Echtrot D, FD&C Red No.
  • Acid Red 33 (Red 33, Fuchsia Red, D&C Red 33, C1 17200), Acid Red 35 (CI C.1.18065), Acid Red 51 (CI 45430, Pyrosin B, Tetraiodfluorescein, Eosin J, lodeosin), Acid Red 52 (CI 45100, Food Red 106, Solar Rhodamine B, Acid Rhodamine B, Red n ° 106 Pontacyl Brilliant Pink), Acid Red 73 (CI CI 27290), Acid Red 87 (Eosin, CI 45380), Acid Red 92 (COLI PA n ° C53, CI 45410), Acid Red 95 (CI 45425, Erythtosine.Simacid Erythrosine Y), Acid Red 184 (C1 15685), Acid Red 195, Acid Violet 43 (Jarocol Violet 43, Ext.
  • Acid Green 50 (Brillantklare indispensable BS, Cl 44090, Acid Brilliant Green BS, E 142), Acid Black 1 (Black n ° 401, Naphthalene Black 10B, Amido Black 10B, CI 20 470, COLIPA n ° B15), Acid Black 52 (CI 1571 1), Food Yellow 8 (CI 14270), Food Blue 5, D&C Yellow 8, D&C Green 5, D&C Orange 10, D&C Orange 1 1, D&C Red 21, D&C Red 27, D&C Red 33, D&C Violet 2 and / or D&C Brown 1.
  • the water solubility of the anionic substantive dyes can be determined, for example, in the following way. 0.1 g of the anionic substantive dye are placed in a beaker. A stir bar is added. Then 100 ml of water are added. This mixture is heated to 25 ° C. on a magnetic stirrer while stirring. It is stirred for 60 minutes. The aqueous mixture is then assessed visually. If there are still undissolved residues, the amount of water is increased - for example in steps of 10 ml. Water is added until the amount of dye used has completely dissolved. If the dye-water mixture cannot be assessed visually due to the high intensity of the dye, the mixture is filtered.
  • the solubility test is repeated with a larger amount of water. If 0.1 g of the anionic substantive dye dissolves in 100 ml of water at 25 ° C., the solubility of the dye is 1.0 g / l.
  • Acid Yellow 1 is called 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid disodium salt and has a solubility in water of at least 40 g / L (25 ° C).
  • Acid Yellow 3 is a mixture of the sodium salts of mono- and sisulfonic acids of 2- (2-quinolyl) -1H-indene-1,3 (2H) -dione and has a water solubility of 20 g / L (25 ° C).
  • Acid Yellow 9 is the disodium salt of 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid, its water solubility is above 40 g / L (25 ° C).
  • Acid Yellow 23 is the trisodium salt of 4,5-dihydro-5-oxo-1 - (4-sulfophenyl) -4 - ((4-sulfophenyl) azo) - 1 H-pyrazole-3-carboxylic acid and at 25 ° C well in Water soluble.
  • Acid Orange 7 is the sodium salt of 4 - [(2-Hydroxy-1-naphthyl) azo] benzene sulfonate. Its water solubility is more than 7 g / L (25 ° C).
  • Acid Red 18 is the trinity salt of 7-hydroxy-8 - [(E) - (4-sulfonato-1-naphthyl) -diazenyl)] - 1,3-naphthalenedisulfonate and has a very high solubility in water of more than 20 wt. %.
  • Acid Red 33 is the diantrium salt of 5-amino-4-hydroxy-3- (phenylazo) -naphthalene-2,7-disulphonate, its water solubility is 2.5 g / L (25 ° C).
  • Acid Red 92 is the disodium salt of 3,4,5,6-tetrachloro-2- (1,4,5,8-tetrabromo-6-hydroxy-3-oxoxanthen-9-yl) benzoic acid, its water solubility is specified with greater than 10 g / L (25 ° C).
  • Acid Blue 9 is the disodium salt of 2 - ( ⁇ 4- [N-ethyl (3-sulfonatobenzyl] amino] phenyl ⁇ ⁇ 4 - [(N-ethyl (3-sulfonatobenzyl) imino] -2,5-cyclohexadiene-1 - ylidene ⁇ methyl) benzene sulfonate and has a water solubility of more than 20% by weight (25 ° C).
  • thermochromic dyes can also be used.
  • Thermochromism includes the property of a material to change its color reversibly or irreversibly depending on the temperature. This can be done both by changing the intensity and / or the wavelength maximum.
  • Photochromism includes the property of a material to change its color reversibly or irreversibly depending on the exposure to light, in particular UV light. This can be done both by changing the intensity and / or the wavelength maximum.
  • composition (A), the composition (B) and / or the optionally applicable composition (C) can each also contain at least one film-forming polymer.
  • a method according to the invention is characterized in that the composition (A), the composition (B) and / or the composition (C) contains at least one film-forming polymer.
  • Polymers are understood to mean macromolecules with a molecular weight of at least 1000 g / mol, preferably of at least 2500 g / mol, particularly preferably of at least 5000 g / mol, which consist of identical, repeating organic units.
  • the polymers of the present invention can be synthetically produced polymers that are structurally formed by polymerizing one type of monomer or by polymerizing various types different monomer types are produced. If the polymer is produced by polymerizing one type of monomer, it is called a homo-polymer. If structurally different types of monomers are used in the polymerization, the resulting polymer is referred to as a copolymer.
  • the maximum molecular weight of the polymer depends on the degree of polymerisation (number of polymerised monomers) and the batch size and is also determined by the polymerisation method. For the purposes of the present invention, it is preferred if the maximum molecular weight of the film-forming, hydrophobic polymer (c) is not more than 10 7 g / mol, preferably not more than 10 6 g / mol and particularly preferably not more than 10 5 g / mol amounts.
  • a film-forming polymer is understood to mean a polymer which is able to form a film on a substrate, for example on a keratinic material or a keratinous fiber.
  • the formation of a film can be detected, for example, by viewing the keratin material treated with the polymer under a microscope.
  • the film-forming polymers can be hydrophilic or hydrophobic.
  • composition (B) it may be preferred to use at least one hydrophobic, film-forming polymer in composition (B).
  • a hydrophobic polymer is understood to mean a polymer that has a solubility in water at 25 ° C. (760 mmHg) of less than 1% by weight.
  • the water solubility of the film-forming, hydrophobic polymer can be determined, for example, in the following way. 1.0 g of the polymer are placed in a beaker. Make up to 100 g with water. A stir bar is added and the mixture is warmed to 25 ° C on a magnetic stirrer while stirring. It is stirred for 60 minutes. The aqueous mixture is then assessed visually. If the polymer-water mixture cannot be assessed visually due to the high turbidity of the mixture, the mixture is filtered. If a proportion of undissolved polymer remains on the filter paper, the solubility of the polymer is less than 1% by weight.
  • the polymers of the acrylic acid type, the polyurethanes, the polyesters, the polyamides, the polyureas, the cellulose polymers, the nitro-cellulose polymers, the silicone polymers, the polymers of the acrylamide type and the polyisoprenes can be mentioned here in particular .
  • Particularly suitable film-forming, hydrophobic polymers are, for example, polymers from the group of copolymers of acrylic acid, copolymers of methacrylic acid, homopolymers or copolymers of acrylic acid esters, homopolymers or copolymers of methacrylic acid esters, homopolymers or copolymers of acrylic acid amides, homopolymers or copolymers of methacrylic acid amides, copolymers of vinyl pyrrolidone, copolymers of vinyl alcohol, copolymers of vinyl acetate, homopolymers or copolymers of ethylene, homopolymers or copolymers of propylene, homopolymers or copolymers of styrene, polyurethanes, polyesters and / or the polyamides.
  • the film-forming hydrophobic polymers which are selected from the group of synthetic polymers, the polymers obtainable by free radical polymerization or the natural polymers have proven particularly suitable for achieving the object of the invention.
  • suitable film-forming hydrophobic polymers can be selected from the homopolymers or copolymers of olefins, such as cycloolefins, butadiene, isoprene or styrene, vinyl ethers, vinyl amides, the esters or amides of (meth) acrylic acid with at least one Ci-C2o-alkyl group, an aryl group or a C2-C10 hydroxyalkyl group.
  • Further film-forming hydrophobic polymers can be selected from the homo- or
  • Further film-forming hydrophobic polymers can be selected from the homo- or
  • anionic copolymers are, for example, copolymers of acrylic acid, methacrylic acid or their Ci-C6-alkyl esters, such as those sold under the INCI declaration Acrylates Copolymers.
  • a suitable commercial product is, for example Aculyn ® 33 from Rohm & Haas.
  • copolymers of acrylic acid, methacrylic acid or their Ci-C6-alkyl esters and the esters of an ethylenically unsaturated acid and an alkoxylated fatty alcohol are also preferred.
  • Suitable ethylenically unsaturated acids are in particular Acrylic acid, methacrylic acid and itaconic acid; suitable alkoxylated fatty alcohols are, in particular, steareth-20 or ceteth-20.
  • Particularly preferred polymers on the market are, for example, Aculyn® 22 (Acrylates / Steareth-20 Methacrylate Copolymer), Aculyn®28 (Acrylates / Beheneth-25 Methacrylate Copolymer), Structure 2001® (Acryla-tes / Steareth-20 Itaconate Copolymer), Structure 3001 ® (Acrylates / Ceteth-20 Itaconate Copolymer), Structure Plus® (Acrylates / Aminoacrylates C10-30 Alkyl PEG-20 Itaconate Copolymer), Carbopol® 1342, 1382, Ultrez 20, Ultrez 21 (Acrylates / C 10 -30 Alkyl Acrylate Crosspolymer), Synthalen W 2000® (Acrylates / Palmeth-25 Acrylate Copolymer) or the Soltex OPT (Acrylates / C 12-22 Alkyl methacrylate Copolymer) sold by Rohme and Haas.
  • Suitable polymers based on vinyl monomers are the homo- and copolymers of N-vinylpyrrolidone, vinylcaprolactam, vinyl (C1 -C6) alkyl pyrrole, vinyl oxazole, vinyl thiazole, of vinyl pyrimidine, of vinyl imidazole.
  • copolymers octylacrylamide / acrylates / butylaminoethyl methacrylate copolymer such as is sold commercially by NATIONAL STARCH under the trade names AMPHOMER® or LOVOCRYL® 47, or the copolymers of acrylates / octylacrylamides under the trade names, are also very particularly suitable DERMACRYL® LT and DERMACRYL® 79 are distributed by NATIONAL STARCH.
  • Suitable polymers based on olefins are the homo- and copolymers of ethylene, propylene, butene, isoprene and butadiene.
  • block copolymers which comprise at least one block made of styrene or the derivatives of styrene can be used as film-forming hydrophobic polymers.
  • These block copolymers can be copolymers which, in addition to a styrene block, contain one or more other blocks, such as, for example, styrene / ethylene, styrene / ethylene / butylene, styrene / butylene, styrene / isoprene, styrene / butadiene.
  • Corresponding polymers are sold commercially by BASF under the trade name “Luvitol HSB”.
  • At least one hydrophilic, film-forming polymer in the composition (A), (B) and / or (C).
  • a hydrophilic polymer is understood to mean a polymer that has a solubility in water at 25 ° C. (760 mmHg) of more than 1% by weight, preferably more than 2% by weight.
  • the water solubility of the film-forming hydrophilic polymer can be determined, for example, in the following way. 1.0 g of the polymer are placed in a beaker. Make up to 100 g with water. A stir bar is added and the mixture is warmed to 25 ° C on a magnetic stirrer while stirring. It is stirred for 60 minutes. The aqueous mixture is then assessed visually. A completely dissolved polymer appears to be homogeneous under a markoscopy. If the polymer-water mixture cannot be assessed visually due to the high turbidity of the mixture, the mixture is filtered. If no undissolved polymer remains on the filter paper, the solubility of the polymer is more than 1% by weight.
  • Nonionic, anionic and cationic polymers can be used as film-forming, hydrophilic polymers.
  • Suitable film-forming, hydrophilic polymers can, for example, from the group of polyvinyl pyrrolidone (co) polymers, polyvinyl alcohol (co) polymers, vinyl acetate (co) polymers, carboxyvinyl (co) polymers, acrylic acid (co) Polymers, methacrylic acid (co) polymers, natural gums, polysaccharides and / or acrylamide (co) polymers can be selected.
  • PVP polyvinylpyrrolidone
  • / or a vinylpyrrolidone-containing copolymer as the film-forming hydrophilic polymer.
  • composition (A), (B) and / or (C) according to the invention contains polyvinylpyrrolidone (PVP) as the film-forming, hydrophilic polymer.
  • PVP polyvinylpyrrolidone
  • polyvinylpyrrolidones are available, for example, under the name Luviskol® K from BASF SE, in particular LuviskofeK 90 or Luviskofe K 85 from BASF SE.
  • the polymer PVP K30 which is sold by Ashland (ISP, POI Chemical), can also be used as another polyvinylpyrrolidone (PVP) that is explicitly very particularly suitable.
  • PVP K 30 is a polyvinylpyrrolidone which is very soluble in cold water and has the CAS number 9003-39-8.
  • the molecular weight of PVP K 30 is approx. 40,000 g / mol.
  • polyvinylpyrrolidones are the substances known under the trade names LUVITEC K 17, LUVITEC K 30, LUVITEC K 60, LUVITEC K 80, LUVITEC K 85, LUVITEC K 90 and LUVITEC K 115 and available from BASF.
  • LUVITEC K 17 LUVITEC K 30
  • LUVITEC K 60 LUVITEC K 60
  • LUVITEC K 80 LUVITEC K 85
  • LUVITEC K 90 LUVITEC K 115
  • BASF LUVITEC K 115
  • Vinylester vinylpyrrolidone copolymers can be mentioned, as they are sold for example under the trademark Luviskol ® (BASF) in this context.
  • Luviskol ® VA 64 and Luviskol ® VA 73, each vinyl pyrrolidone / vinyl acetate copolymers, are particularly preferred nonionic polymers.
  • styrene / VP copolymer and / or a vinylpyrrolidone-vinyl acetate copolymer and / or a VP / DMAPA acrylates copolymer and / or a VP / vinyl caprolactam / DMAPA acrylates copolymer are very particularly preferably used in the cosmetic compositions .
  • Vinylpyrrolidone-vinyl acetate copolymers are sold under the name Luviskol® VA by BASF SE.
  • a VP / vinyl caprolactam / DMAPA Acrylates copolymer is sold by Ashland Inc. under the trade name Aquaflex® SF-40.
  • a VP / DMAPA Acrylates copolymer is sold, for example, under the name Styleze CC-10 by Ashland and is a highly preferred vinylpyrrolidone-containing copolymer.
  • copolymers obtained by reacting N-vinylpyrrolidone with at least one further monomer from the group consisting of V-vinylformamide, vinyl acetate, ethylene, propylene, acrylamide, vinylcaprolactam, vinylcaprolactone and / or vinyl alcohol can also be mentioned as further suitable copolymers of polyvinylpyrrolidone .
  • Another suitable copolymer of vinyl pyrrolidone is the polymer known under the INCI name maltodextrin / VP copolymer.
  • composition (B) contain at least one nonionic, film-forming, hydrophilic polymer.
  • a nonionic polymer is understood to mean a polymer which in a protic solvent - such as, for example, water - does not carry structural units with permanently cationic or anionic groups under standard conditions, which have to be compensated by counterions while maintaining electrical neutrality. Fall under cationic groups for example quaternized ammonium groups but no protonated amines.
  • Anionic groups include, for example, carboxyl and sulfonic acid groups.
  • the agents are very particularly preferred which contain at least one polymer selected from the group as the nonionic, film-forming, hydrophilic polymer
  • copolymers of N-vinylpyrrolidone and vinyl acetate are used, it is again preferred if the molar ratio of the structural units contained in the monomer N-vinylpyrrolidone to the structural units of the polymer contained in the monomer vinyl acetate is in the range from 20:80 to 80:20, in particular from 30 to 70 to 60 to 40.
  • Suitable copolymers of vinyl pyrrolidone and vinyl acetate are available, for example, under the trademarks Luviskol® VA 37, Luviskol® VA 55, Luviskol® VA 64 and Luviskol® VA 73 from BASF SE.
  • Another particularly preferred polymer is selected from the polymers with the INCI name VP / Methacrylamide / Vinyl Imidazole Copolymer, which are available, for example, under the trade name Luviset Clear from BASF SE.
  • Another very particularly preferred nonionic, film-forming, hydrophilic polymer is a copolymer of N-vinylpyrrolidone and N, N-dimethylaminiopropyl methacrylamide, which, for example, with the INCI name VP / DMAPA Acrylates Copolymer z. B. is sold under the trade name Styleze®CC 10 by the company ISP.
  • a cationic polymer according to the invention is the copolymer of N-vinylpyrrolidone, N-vinylcaprolactam, N- (3-dimethylaminopropyl) methacrylamide and 3- (methacryloylamino) propyl-lauryl-dimethylammonium chloride (INCI name: Polyquaternium-69), which, for example, under the trade name AquaStyle ® 300 (28-32% by weight of active substance in an ethanol-water mixture, molecular weight 350,000) is sold by ISP.
  • AquaStyle ® 300 28-32% by weight of active substance in an ethanol-water mixture, molecular weight 350,000
  • hydrophilic polymers are, for example Vinylpyrrolidone-vinylimidazolium methochloride copolymers, as offered under the names Luviquat ® FC 370, FC 550 and the INCI name Polyquaternium-16 as well as FC 905 and HM 552,
  • Vinylpyrrolidone-vinyl caprolactam-acrylate terpolymers such as those offered by Acrylklareestern and acrylamides as the third monomer commercially, for example under the name Aqua Flex ® SF 40th
  • Polyquaternium-1 1 is the reaction product of diethyl sulfate with a copolymer of vinyl pyrrolidone and dimethylaminoethyl methacrylate.
  • Suitable commercial products are available, for example, under the names Dehyquart® CC 11 and Luviquat® PQ 11 PN from BASF SE or Gafquat 440, Gafquat 734, Gafquat 755 or Gafquat 755N from Ashland Inc.
  • Polyquaternium-46 is the reaction product of vinyl caprolactam and vinyl pyrrolidone with methyl vinyl imidazolium methosulfate and is available, for example, under the name Luviquat® Hold from BASF SE. Polyquaternium-46 is preferably used in an amount of 1 to 5% by weight, based on the total weight of the cosmetic composition. It is very particularly preferred that Polyquaternium-46 is used in combination with a cationic guar compound. It is even highly preferred that Polyquaternium-46 is used in combination with a cationic guar compound and Polyquaternium-11.
  • Acrylic acid polymers for example, which can be present in uncrosslinked or crosslinked form, can be used as suitable anionic film-forming, hydrophilic polymers.
  • Corresponding products are sold commercially, for example, under the trade names Carbopol 980, 981, 954, 2984 and 5984 by Lubrizol or also under the names Synthalen M and Synthalen K by 3V Sigma (The Sun Chemicals, Inter Harz).
  • Suitable film-forming, hydrophilic polymers from the group of natural gums are xanthan gum, gellan gum, carob gum.
  • Suitable film-forming, hydrophilic polymers from the group of the polysaccharides are hydroxyethyl cellulose, hydroxypropyl cellulose, ethyl cellulose and carboxymethyl cellulose.
  • Suitable film-forming, hydrophilic polymers from the group of acrylamides are, for example, polymers which are produced starting from monomers of (meth) acrylamido-C1-C4-alkyl-sulfonic acid or the salts thereof.
  • Corresponding polymers can be selected from the polymers of polyacrylamidomethanesulfonic acid, polyacrylamidoethanesulfonic acid, polyacrylamidopropanesulfonic acid, poly2-acrylamido-2-methylpropanesulfonic acid, poly-2-methylacrylamido-2-methylpropanesulfonic acid and / or poly-2-methylacrylamido-n-butanesulfonic acid.
  • Preferred polymers of the poly (meth) arylamido-C1 -C4-alkyl-sulfonic acids are crosslinked and at least 90% neutralized. These polymers can be crosslinked or else uncrosslinked.
  • Crosslinked and completely or partially neutralized polymers of the poly-2-acrylamido-2-methylpropanesulfonic acid type are known under the INCI names "Ammonium Polyacrylamido-2-methylpropanesulphonate” or "Ammonium Polyacryldimethyltauramide”.
  • Another preferred polymer of this type is the crosslinked poly-2-acrylamido-2methyl-propanesulphonic acid polymer sold by Clamant under the trade name Hostacerin AMPS, which is partially neutralized with ammonia.
  • a method according to the invention is characterized in that the composition (A), (B) and / or the optionally applicable composition (C) contains at least one anionic, film-forming polymer.
  • composition (A), (B) and / or the optionally applicable composition (C) contains at least one film-forming polymer which has at least one structural unit of the formula (Pl) and at least one structural unit of the Formula (P-II) includes
  • M for a hydrogen atom or for ammonium (NhU), sodium, potassium, Magnesium or Calcium stands.
  • the structural unit of the formula (P-1) is based on an acrylic acid unit.
  • the structural unit of the formula (P-1) is based on the ammonium salt of acrylic acid.
  • the structural unit of the formula (P-1) is based on the sodium salt of acrylic acid.
  • the structural unit of the formula (P1) is based on the potassium salt of acrylic acid. If M stands for half an equivalent of a magnesium counterion, the structural unit of the formula (PI) is based on the magnesium salt of acrylic acid.
  • the structural unit of the formula (P-1) is based on the calcium salt of acrylic acid.
  • the film-forming polymer or polymers according to the invention are preferably used in certain quantity ranges in the respective composition.
  • the composition - based in each case on its total weight - has one or more film-forming polymers in a total amount of 0.1 to 18.0% by weight, preferably 1 , 0 to 16.0% by weight, more preferably from 5.0 to 14.5% by weight and very particularly preferably from 8.0 to 12.0% by weight.
  • the method according to the invention comprises the application of the two compositions (A) and (B) to the keratinic material.
  • the two compositions (A) and (B) are two different compositions.
  • composition (A) is applied to the keratin material first, and then the composition (B) is applied to the keratin material in the form of an aftertreatment agent.
  • composition (A) allowing the composition (A) to act on the keratin material for a period of 1 to 10 minutes, preferably 1 to 5 minutes,
  • composition (A) from the keratin material
  • composition (B) (4) applying the composition (B) to the keratin material
  • composition (B) allowing the composition (B) to act on the keratin material for a period of 1 to 10 minutes, preferably 1 to 5 minutes,
  • composition (B) rinsing the composition (B) from the keratin material.
  • Rinsing out the keratinous material with water in steps (3) and (6) of the method is understood according to the invention to mean that only water is used for the rinsing process, without any further compositions different from the compositions (a) and (b) would be used.
  • the composition (A) is first applied to the keratin materials, in particular the human hair.
  • composition (A) is allowed to act on the keratin materials.
  • exposure times of 10 seconds to 10 minutes, preferably from 20 seconds to 5 minutes and very particularly preferably from 30 seconds to 2 minutes on the hair have proven to be particularly advantageous.
  • the composition (A) can now be rinsed out of the keratin materials before the composition (B) is applied to the hair in the subsequent step.
  • step (4) the composition (B) is now applied to the keratin materials. After application, the composition (B) is now allowed to act on the hair.
  • compositions (A) and (B) are left to act for a short time.
  • Contact times of 10 seconds to 10 minutes, preferably of 20 seconds to 5 minutes and very particularly preferably of 30 seconds to 3 minutes on the hair have proven to be particularly advantageous.
  • step (6) the composition (B) is then rinsed out of the keratin material with water.
  • composition (A) allowing the composition (A) to act on the keratin material for a period of 1 to 10 minutes, preferably 1 to 5 minutes,
  • composition (A) from the keratin material
  • composition (B) (4) applying the composition (B) to the keratin material
  • composition (B) allowing the composition (B) to act on the keratin material for a period of 1 to 10 minutes, preferably 1 to 5 minutes,
  • composition (B) rinsing the composition (B) from the keratin material.
  • the optionally applicable third composition (C) is also applied to the keratin material, it can be used in various ways.
  • composition (A) is mixed with the composition (C) before use, and then to apply the mixture of (A) and (C) to the keratin material.
  • Another possibility is to mix the composition (B) with the composition (C) before use, and then to apply the mixture of (B) and (C) to the keratin material.
  • compositions (A), (B) and (C) are mixed with one another and then this mixture of (A), (B) and (C) is applied to the keratin material becomes.
  • composition (A) allowing the composition (A) to act on the keratin material for a period of 1 to 10 minutes, preferably 1 to 5 minutes,
  • composition (A) from the keratin material
  • composition (B) (4) applying the composition (B) to the keratin material
  • composition (B) allowing the composition (B) to act on the keratin material for a period of 1 to 10 minutes, preferably 1 to 5 minutes,
  • composition (B) rinsing the composition (B) from the keratin material.
  • composition (C) Application of the composition (C) to the keratin material,
  • composition (C) allowing the composition (C) to act on the keratin material for a period of 1 to 10 minutes, preferably 1 to 5 minutes,
  • composition (C) Application of the composition (C) to the keratin material
  • composition (C) allowing the composition (C) to act on the keratin material for a period of 1 to 10 minutes, preferably 1 to 5 minutes, and
  • composition (C) rinsing the composition (C) from the keratin material.
  • Multi-component packaging unit (kit-of-parts)
  • a second subject matter of the present invention is a multi-component packaging unit (kit-of-parts) for treating keratinic material, comprehensively packaged separately from one another
  • compositions (A) and (B) being defined in one of claims 1 to 13, with the proviso that the multi-component packaging unit does not comprise a composition which contains one or more peroxo compounds .
  • the multicomponent packaging unit according to the invention can also comprise a third packaging unit containing a cosmetic preparation (C).
  • preparation (C) very particularly preferably contains at least one coloring compound.
  • the multicomponent packaging unit (kit-of-parts) comprises packaged separately from one another - A third container with a third composition (C), the third composition (C) containing at least one coloring compound as from the group of pigments and / or substantive dyes.
  • the coloring compounds from the group of pigments and substantive dyes have already been disclosed in detail in the description of the first subject of the invention.

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Abstract

L'invention concerne un procédé de coloration de matières kératiniques, en particulier des cheveux humains, selon lequel les éléments suivants sont utilisés sur la matière kératinique : une première composition (A) comprenant : (A1) un ou plusieurs alcoxysilanes C1-C6 organiques et/ou des produits de condensation de ceux-ci et une seconde composition (B) comprenant (B1) un ou plusieurs précurseurs de colorant d'oxydation, à condition qu'aucune composition contenant un ou plusieurs composés peroxo ne soit appliquée sur la matière kératinique pendant ledit procédé.
PCT/EP2020/065785 2019-08-01 2020-06-08 Procédé sans oxydant pour la coloration de matières kératiniques, comprenant l'application d'un silane organique c1-c6 et d'un précurseur de colorant sans oxydant Ceased WO2021018445A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102019211597.7A DE102019211597A1 (de) 2019-08-01 2019-08-01 Oxidationsmittelfreies Verfahren zur Färbung von Keratinmaterial, umfassend die Anwendung eines organischen C1-C6-Alkoxysilans und eines Oxidationsfarbstoffvorproduktes
DE102019211597.7 2019-08-01

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WO2021018445A1 true WO2021018445A1 (fr) 2021-02-04

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1767187A2 (fr) * 2005-09-23 2007-03-28 L'oreal Composition cosmétique comprenant un composé organique du silicium, et procédé de mise en forme des cheveux
EP2168633A2 (fr) 2008-09-30 2010-03-31 L'oreal Composition cosmétique comprenant un composé organique du silicium comportant au moins une fonction basique, un polymère filmogène hydrophobe, un pigment et un solvant volatil
EP2246039A1 (fr) * 2009-04-30 2010-11-03 L'Oréal Procédé de coloration des cheveux comprenant une étape de traitement des cheveux à partir d'un composé organique du silicium
WO2013068979A2 (fr) 2011-11-09 2013-05-16 L'oreal Composition cosmétique comprenant au moins un alcoxysilane
WO2018115059A1 (fr) * 2016-12-22 2018-06-28 L'oreal Procédé de coloration de fibres de kératine par l'utilisation d'une composition comprenant au moins deux organosilanes différents l'un de l'autre

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1767187A2 (fr) * 2005-09-23 2007-03-28 L'oreal Composition cosmétique comprenant un composé organique du silicium, et procédé de mise en forme des cheveux
EP2168633A2 (fr) 2008-09-30 2010-03-31 L'oreal Composition cosmétique comprenant un composé organique du silicium comportant au moins une fonction basique, un polymère filmogène hydrophobe, un pigment et un solvant volatil
EP2168633B1 (fr) 2008-09-30 2016-03-30 L'Oréal Composition cosmétique comprenant un composé organique du silicium comportant au moins une fonction basique, un polymère filmogène hydrophobe, un pigment et un solvant volatil
EP2246039A1 (fr) * 2009-04-30 2010-11-03 L'Oréal Procédé de coloration des cheveux comprenant une étape de traitement des cheveux à partir d'un composé organique du silicium
WO2013068979A2 (fr) 2011-11-09 2013-05-16 L'oreal Composition cosmétique comprenant au moins un alcoxysilane
WO2018115059A1 (fr) * 2016-12-22 2018-06-28 L'oreal Procédé de coloration de fibres de kératine par l'utilisation d'une composition comprenant au moins deux organosilanes différents l'un de l'autre

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, Columbus, Ohio, US; abstract no. 541-02-6

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