WO2022058065A1 - Agent de décoloration des matières kératiniques qui ont été teintes en utilisant un composé organosilicié et un pigment - Google Patents

Agent de décoloration des matières kératiniques qui ont été teintes en utilisant un composé organosilicié et un pigment Download PDF

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WO2022058065A1
WO2022058065A1 PCT/EP2021/069255 EP2021069255W WO2022058065A1 WO 2022058065 A1 WO2022058065 A1 WO 2022058065A1 EP 2021069255 W EP2021069255 W EP 2021069255W WO 2022058065 A1 WO2022058065 A1 WO 2022058065A1
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weight
agent
decolorizing
group
total amount
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PCT/EP2021/069255
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German (de)
English (en)
Inventor
Thomas Hippe
Jessica Brender
Stefan Hoepfner
Hartmut Manneck
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Henkel Ag & Co. Kgaa
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Publication of WO2022058065A1 publication Critical patent/WO2022058065A1/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/08—Preparations for bleaching the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/20—Halogens; Compounds thereof
    • A61K8/21—Fluorides; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom

Definitions

  • the present application is in the field of cosmetics and relates to an agent for decolorizing keratin material which has preferably been colored by using at least one organosilicon compound and at least one pigment.
  • the decolorizing agent is characterized by its content of 0.1 to 10% by weight of fluorine compound(s), 30 to 75% by weight of solvent(s) and 0.1 to 30% by weight of tertiary amine or tertiary amines . Furthermore, the decolorizing agent is characterized by a water content of less than 30% by weight
  • a second subject matter of the present application is a method for decolorizing colored keratin material, in which a decolorizing agent of the first subject matter of the invention is applied to the colored keratin material and rinsed off again after a contact time.
  • a third subject matter of the present application is a multi-component packaging unit which contains the coloring agent and the previously described decolorizing agent in separately packaged containers.
  • Oxidation colorants are usually used for permanent, intensive colorations with good fastness properties and good gray coverage. Such colorants usually contain oxidation dye precursors, so-called developer components and coupler components, which form the actual dyes with one another under the influence of oxidizing agents such as hydrogen peroxide. Oxidation coloring agents are characterized by very long-lasting coloring results.
  • color pigments are generally insoluble, coloring ones substances understood. These are present in undissolved form in the form of small particles in the coloring formulation and are only deposited from the outside on the hair fibers and/or the surface of the skin. Therefore, they can usually be removed without leaving any residue with a few washes with detergents containing surfactants.
  • Various products of this type are available on the market under the name of hair mascara.
  • a film or a 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.
  • a coloring compound for example a pigment
  • the pigments are embedded in this film or in the coating.
  • the film colored by the pigment remains on the keratin material or keratin fibers. The colorations obtained in this way are said to be particularly resistant to shampooing.
  • the object of the present invention was therefore to provide a decolorizing agent for decolorizing colored keratinic fibers which have previously been colored by using at least one organosilicon compound, in particular a Ci-Ce-alkoxysilane, and at least one pigment.
  • the decolorization should be as complete as possible so that the coloration of the keratin material can ideally be restored to its original state.
  • the bleaching should be long-lasting and even, and the bleached keratin fibers should not suffer from shifts in nuances or unevenness in the color result.
  • the keratin material should be damaged as little as possible by the decolorizing agent, and the conditions when using the decolorizing agent should be as mild as possible.
  • a first object of the present invention is an agent for decolorizing colored keratin material containing - based on its total weight -
  • keratin fibers hair strands
  • an agent containing various organosilicon compounds such as organic Ci-Ce-alkoxysilanes
  • various pigments such as organic and inorganic pigments
  • a decolorizing agent that contains the combination of fluorine compound (a), solvent (b) and tertiary amine (c) in certain quantity ranges and also has a low water content is able to Compound and pigment formed colored film to remove almost completely from the keratin fiber. In this way, it was possible to restore the original color of the hair and restore the keratin fibers to their original colour. The hair was not damaged by the bleaching process.
  • the proportions by weight of the components (a), (b), (c) and (d) in the decolorizing agent add up to a maximum of 100% by weight.
  • the decolorizing agent according to the invention can also contain other ingredients. Depending on the amounts of these optionally used additional ingredients, the sum of the proportions by weight of ingredients (a), (b), (c) and (d) can therefore also be less than 100% by weight.
  • the decolorizing agent contains no water at all (ie the water content (d) is 0% by weight), the minimum weight proportion of the total amount used of ingredients (a), (b) and (c) is 30.2% by weight. %. Discoloration of keratin material
  • Keratinic material means hair, skin, nails (such as fingernails and/or toenails). Wool, fur and feathers also fall under the definition of keratin material.
  • Keratinic material is preferably understood to mean human hair, human skin and human nails, in particular fingernails and toenails. Very particularly preferably, keratin material is understood as meaning human hair.
  • the term “decolorizing agent” means that a coloration on the keratin material that was preferably produced by using at least one organosilicon compound and at least one pigment can be removed again.
  • the keratin material or keratin fiber is enveloped by a colored film formed from the organosilicon compounds and the pigments.
  • the decolorizing agent is used after the coloring agent has been used, and the decolorizing agent is able to remove this colored film from the keratin material again.
  • the decolorizing agent is applied to previously colored keratin material.
  • At least one organosilicon compound is particularly preferably used on the keratin material in the previous coloring.
  • Organic silicon compounds are compounds that either have a direct silicon-carbon bond (Si-C) or in which the carbon is bonded to the silicon via an oxygen, nitrogen, or sulfur atom. atom is linked.
  • the organic silicon compounds according to the invention are preferably compounds containing one to three silicon atoms.
  • the organic silicon compounds particularly preferably contain one or two silicon atoms.
  • the decolorizing agent works particularly well on colored keratin material if an organic Ci-Ce-alkoxy silane was used in the previous coloring.
  • the organic Ci-Ce-alkoxy silanes are organic, non-polymeric silicon compounds which are preferably selected from the group of silanes having one, two or three silicon atoms.
  • silane stands for a group of chemical compounds based on a silicon backbone and hydrogen.
  • organic silanes some or all of the hydrogen atoms are replaced by organic groups such as (substituted) alkyl groups and/or alkoxy groups.
  • Ci-Ce-alkoxysilanes according to the invention It is characteristic of the Ci-Ce-alkoxysilanes according to the invention that at least one Ci-Ce-alkoxy group is directly bonded to a silicon atom.
  • the Ci-Ce-alkoxysilanes according to the invention thus comprise at least one structural unit R'R"R"'Si-O-(Ci-C6-alkyl) where the radicals R', R" and R"' represent the three remaining bond valencies of silicon atom.
  • the one or more Ci-Ce alkoxy groups bonded to the silicon atom are very reactive and are hydrolyzed at high speed in the presence of water, the reaction speed also depending, inter alia, on the number of hydrolyzable groups per molecule.
  • the organic silicon compound preferably contains a structural unit R'R"R"'Si-O-CH2-CH3.
  • the radicals R', R" and R"' again represent the three remaining free valences of the silicon atom.
  • a condensation product is understood as meaning a product that is formed by reaction of at least two organic Ci-Ce-alkoxysilanes with elimination of water and/or elimination of a Ci-Ce-alkanol.
  • the condensation products can be, for example, dimers, but also trimers or oligomers, the condensation products being in equilibrium with the monomers. Depending on the amount of water used or consumed in the hydrolysis, the equilibrium shifts from monomeric Ci-Ce-alkoxysilane to the condensation product.
  • the agent according to the invention is therefore characterized in that it is an agent for decolorizing keratin material, which is obtained by using at least one organic Ci-Ce-alkoxysilane and/or a condensation product thereof and by using at least one pigment has been colored.
  • the organic Ci-Ce-alkoxysilanes can be, for example, compounds chosen from among silanes having one, two or three silicon atoms, the organic silicon compound also comprising one or more basic chemical functions.
  • 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-Ce-alkylamino group or a di(Ci-C6)-alkylamino group.
  • a very particularly preferred decolorizing agent according to the invention is characterized in that it is applied to keratin material which has been colored by using at least one organic Ci-Ce-alkoxy-silane and/or a condensation product thereof and by using at least one pigment, the Ci- Ce alkoxy silane further comprises one or more basic chemical functions.
  • an agent according to the invention is therefore characterized in that it is an agent for decolorizing keratin material, which is obtained by using at least one organic Ci-Ce-alkoxysilane of the formula (SI) and/or (S -Il) and a pigment has been colored,
  • Ri, R2 independently represent a hydrogen atom or a Ci-Ce-alkyl group
  • L stands for a linear or branched, divalent Ci-C2o-alkylene group
  • R3, R4 independently represent a Ci-Ce-alkyl group, a represents an integer from 1 to 3, and b represents the integer 3 - a, and
  • A, A', A", A"' and A"" independently represent a linear or branched, divalent Ci-C2o-alkylene group
  • R7 and Rs independently represent a hydrogen atom, a Ci-Cß-alkyl group, a hydroxy-Ci-Cß-alkyl group, a C2-C6-alkenyl group, an amino-Ci-Ce-alkyl group or a group of the formula (S- Ill) stand,
  • - c' is an integer from 1 to 3
  • Ci-Cß-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-Cß-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, 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-C2o-alkylene groups are ( -CH2 -CH(CH3)-) and (-CH2-CH(CH3)-CH2-).
  • the radicals Ri and R2 independently represent a hydrogen atom or a Ci-Ce-alkyl group.
  • the radicals R1 and R2 are very particularly preferably both a hydrogen atom.
  • the structural unit or the linker -L- which stands for a linear or branched, divalent C 1 -C 20 -alkylene group is located in the middle part of the organic silicon compound.
  • the divalent C1-C2o-alkylene group can alternatively also be referred to as a divalent or bivalent C1-C2o-alkylene group, which means that each -L- grouping can form two bonds.
  • -L- preferably represents a linear, divalent C 1 -C 20 -alkylene group. More preferably -L- is a linear divalent Ci-Ce-alkylene group. More preferably -L- is a methylene group (-CH2-), an ethylene group (-CH2-CH2-), a propylene group (-CH2-CH2-CH2-) or a butylene group (-CH2-CH2-CH2-) . L is very particularly preferably a propylene group (-CH2-CH2-CH2-).
  • the radicals R3 and R4 independently represent a Ci-Ce-alkyl group.
  • R3 and R4 particularly preferably independently represent a methyl group or an ethyl group.
  • a represents an integer of 1 to 3
  • b represents an integer of 3 - a. If a is the number 3, then b is equal to 0. If a is the number 2, then b is equal to 1. If a is 1, then b is 2.
  • the use of the decolorizing agent according to the invention was particularly successful when the keratin material was previously colored with an organic Ci-Ce-alkoxysilane of the formula (SI) in which the radicals R3, R4 independently represent a methyl group or an ethyl group . Furthermore, the use of the decolorizing agent according to the invention was particularly successful when the keratin material had previously been colored with an organic Ci-Ce-alkoxysilane of the formula (SI), in which the radical a represents the number 3. In this case, the remainder b stands for the number 0.
  • the agent according to the invention is therefore characterized in that it is an agent for decolorizing keratin material, which by using at least one organic Ci-Ce-alkoxy-silane of the formula (I) and / or a condensation product thereof and has been colored by using at least one pigment,
  • R2 both represent a hydrogen atom
  • - L is a linear, divalent Ci-Ce-alkylene group, preferably a propylene group (-CH2-CH2-) or an ethylene group (-CH2-CH2-),
  • R3 represents an ethyl group or a methyl group
  • R4 represents a methyl group or an ethyl group
  • Silicon compounds of the formula (I) which can be removed particularly well by the subsequent use of the decolorizing agent according to the invention are
  • an agent according to the invention is characterized in that it is an agent for decolorizing keratin material which has been colored by using at least one organic Ci-Ce-alkoxysilane and/or a condensation product thereof and by using at least one pigment, where the organic Ci-Ce- alkoxysilane which is selected from the group
  • organic silicon compounds of the formula (I) are commercially available.
  • (3-aminopropyl)trimethoxysilane is commercially available from Sigma-Aldrich.
  • (3-Aminopropyl)triethoxysilane is also commercially available from Sigma-Aldrich.
  • the keratin material can also be colored beforehand by using one or more organic Ci-Ce-alkoxysilanes of the formula (S-II),
  • organosilicon compounds of the formula (S-II) carry the silicon-containing groups (RsO)c(R6)dSi- and -Si(R6')d'(OR5')c at both of their ends
  • each of the radicals e, f, g and h can independently represent the number 0 or 1, with the proviso that at least one of the radicals e, f, g and h is different from 0 is.
  • an inventive contains organic Silicon compound of the formula (II) at least one group from the group consisting of -(A)- and -[NR 7 -(A')]- and -[O-(A”)]- and -[NR 8 -(A' ”)]-.
  • radicals R5, R5', R5" independently stand for a Ci-Ce-alkyl group.
  • the radicals R6, R6' and R6" independently stand for a Ci-Ce-alkyl group.
  • c is an integer of 1 to 3
  • d is an integer of 3 - c. If c is the number 3, then d is equal to 0. If c is the number 2, then d is equal to 1. If c is 1, then d is 2.
  • c' represents an integer from 1 to 3, and d' represents the integer 3 - c'. If c' represents the number 3, then d' equals 0. If c' represents the number 2, then d' equals 1 . If c' is the number 1, then d' is 2.
  • an agent according to the invention is characterized in that it is an agent for decolorizing keratin material which is obtained by using at least one organic Ci-Ce-alkoxysilane of the formula (II) and/or a condensation product thereof and by using at least one pigment has been colored,
  • 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, where at least one radical from e, f, g and h is different from zero.
  • the abbreviations e, f, g and h mean that defines which of the moieties -(A) e - and -[NRy-(A')]f- and -[O-(A”)] g - and -[NR8-(A”')]h- are im Central part of the organic silicon compound of the formula (II) are.
  • the radicals A, A', A", A"' and A”" independently represent a linear or branched, divalent Ci-C2o-alkylene group.
  • the radicals A, A', A", A"' and A"" independently of one another preferably represent a linear, divalent C 1 -C 20 -alkylene group. More preferably, the radicals A, A', A", A"' and A"" independently represent a linear divalent Ci-Ce-alkylene group.
  • the divalent Ci-C2o-alkylene group can alternatively be referred to as a divalent or divalent Ci-C2o-alkylene group, by which is meant that each moiety A, A', A", A"' and A"" can form two bonds.
  • radicals A, A′, A′′, A′′′′ and A′′′′ independently stand for a methylene group (-CH2-), an ethylene group (-CH2-CH2-), a propylene group (-CH2-CH2-CH2 -) or a butylene group (-CH2-CH2-CH2-).
  • the radicals A, A', A", A"' and A”" are very particularly preferably a propylene group (-CH2-CH2-CH2-).
  • a silicon compound of formula (II) has a structural moiety -[NR 7 -(A')]-.
  • Silicon compound of formula (II) has a structural moiety -[NR8-(A''')]-.
  • radicals Ry and Rs independently represent a hydrogen atom, a Ci-Ce-alkyl group, a hydroxy-Ci-Ce-alkyl group, a 02-Ce-alkenyl group, an amino-Ci-Ce-alkyl group or a group of Formula (S-III)
  • 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 group of the formula (S-III).
  • the organic silicon compound of the present invention contains the [NR y (A')] moiety but not the -[NR 8 (A''')] moiety now the radical R7 for a group of the formula (III), the organic silicon compound comprises 3 reactive silane groups.
  • an agent according to the invention is characterized in that it is an agent for decolorizing keratin material which is obtained by using at least one organic Ci-Ce-alkoxysilane of the formula (S-II) and/or a condensation product thereof and by application of at least one pigment was colored,
  • - A and A' independently represent a linear, divalent Ci-Ce-alkylene group
  • R7 represents a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group or a group of formula (S-III).
  • an agent according to the invention is characterized in that it is an agent for decolorizing keratin material which is obtained by using at least one organic Ci-Ce-alkoxysilane of the formula (S-II) and/or a condensation product thereof and by Application was colored at least one pigment, wherein
  • - A and A' independently represent a methylene group (-CH2-), an ethylene group (-CH2-CH2- ) or a propylene group (-CH2-CH2-CH2), and
  • R7 represents a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group or a group of formula (S-III).
  • Silicon compounds of the formula (S-II) which can be removed particularly well by the subsequent use of the decolorizing agent according to the invention are - 3-(trimethoxysilyl)-N-[3-(trimethoxysilyl)propyl]-1-propanamine
  • bis(trimethoxysilylpropyl)amine with CAS number 82985-35-1 can be purchased from Sigma-Aldrich.
  • bis[3-(triethoxysilyl)propyl]amine with CAS number 13497-18-2 is commercially available from Sigma-Aldrich.
  • N-methyl-3-(trimethoxysilyl)-N-[3-(trimethoxysilyl)propyl]-1-propanamine is referred to as bis(3-trimethoxysilylpropyl)-N-methylamine and is commercially available from Sigma-Aldrich or Fluorochem .
  • 3-(Triethoxysilyl)-N,N-bis[3-(triethoxysilyl)propyl]-1-propanamine with CAS number 18784-74-2 can be purchased from Fluorochem or Sigma-Aldrich, for example.
  • an agent according to the invention is characterized in that it is an agent for decolorizing keratin material which has been colored by using at least one organic Ci-Ce-alkoxysilane and/or a condensation product thereof and by using at least one pigment , wherein the organic Ci-Ce-alkoxysilane is selected from the group consisting 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.
  • the or the organic silicon compounds of the formula (S-IV) can also be referred to as silanes of the alkyl-Ci-Ce-alkoxy-silanes type,
  • - k is an integer from 1 to 3
  • - m is the integer 3 - k.
  • an agent according to the invention is characterized in that it is an agent for decolorizing keratin material, which by using at least one organic Ci-Ce-alkoxy-silane of the formula (S-IV) and / or a condensation product thereof and has been colored by using at least one pigment,
  • R11 is a Ci-Ce-alkyl group
  • k is an integer from 1 to 3
  • m is the integer 3 - k.
  • the radical Rg is a C1-C12 alkyl group.
  • This Ci-Ci2-alkyl group is saturated and can be linear or branched.
  • Rg preferably stands for a linear Ci-Cs-alkyl group.
  • Rg preferably represents 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 is particularly preferably a methyl group, an ethyl group or an n-octyl group.
  • the radical Rio stands for a Ci-Co-alkyl group.
  • Rw is particularly preferably a methyl group or an ethyl group.
  • the radical Rn is a C1-C6-alkyl group.
  • Rn particularly preferably represents a methyl group or an ethyl group.
  • k is an integer of 1 to 3
  • m is an integer of 3 - k. If k is the number 3, then m is equal to 0. If k is the number 2, then m is equal to 1. If k is 1, then m is 2.
  • an agent according to the invention is characterized in that it is an agent for decolorizing keratin material which has been colored by using at least one organic Ci-Ce-alkoxysilane and/or a condensation product thereof and by using at least one pigment , wherein the organic Ci-Ce-alkoxysilane is selected from the group consisting of
  • hydrolysis or condensation products are, for example, the following compounds:
  • the hydrolysis reaction can also take place several times per Ci-Ce-alkoxy-silane used:
  • the hydrolysis reaction can also take place several times per Ci-Ce-alkoxy-silane used:
  • condensation to form a dimer is shown in each case, but more extensive condensations to form oligomers having a plurality of silane atoms are also possible and also preferred.
  • Ci-Ce-alkoxysilanes of the formula (S-1) can participate in these condensation reactions, which undergo a condensation with unreacted, partially or completely hydrolyzed Ci-Ce-alkoxysilanes of the formula (S-1).
  • the Ci-Ce-alkoxysilanes of the formula (S-l) react with themselves.
  • Ci-Ce-alkoxysilanes of the formula (Sl) can also participate in the condensation reactions, which a condensation with unreacted, partially or completely hydrolyzed Ci-Ce-alkoxysilanes of the formula (S-IV) run through.
  • the Ci-Ce-alkoxysilanes of the formula (Sl) react with the Ci-Ce-alkoxysilanes of the formula (S-IV).
  • Ci-Ce-alkoxysilanes of the formula (S-IV) can also participate in the condensation reactions, which a condensation with unreacted, partially or completely hydrolyzed Ci-Ce-alkoxysilanes of the formula (S- IV) go through. In this case, the Ci-Ce-alkoxysilanes of the formula (S-IV) react with themselves.
  • the decolorizing agent according to the invention is applied to previously colored keratin material.
  • at least one pigment is also used in addition to the at least one organosilicon compound, in particular the organic Ci-Ce-alkoxysilane.
  • pigments are understood as meaning color-providing compounds which have a solubility in water at 25° C. of less than 0.5 g/l, preferably less than 0.1 g/l, even more preferably less than 0. Possess 05 g/L.
  • the water solubility can be determined, for example, using the method described below: 0.5 g of the pigment is weighed out in a glass beaker. A stir bar is added. Then one liter of distilled water is added. This mixture is heated to 25°C with stirring on a magnetic stirrer for one hour. If undissolved components 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.
  • a method according to the invention is characterized in that the decolorizing agent is applied to keratin material which has been colored by using at least one inorganic and/or organic pigment.
  • Preferred color pigments are selected from synthetic or natural inorganic pigments.
  • Inorganic color pigments of natural origin can be made from chalk, ochre, umber, green earth, burnt terra di sienna 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, metal hydroxides and metal oxide hydrates, mixed-phase pigments, sulfur-containing silicates, silicates, metal sulfides, complex metal cyanides, metal sulfates, metal chromates and/or metal 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), hydrated chromium oxide (CI77289 ), Iron Blue (Ferric Ferrocyanide, CI77510) and/or Carmine (Cochineal).
  • Colored pigments which are also 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 belongs to the layered silicates. The most important representatives of these silicates are muscovite, phlogopite, paragonite, biotite, lepidolite and margarite. To produce the pearlescent pigments in combination with metal oxides, the mica, mainly muscovite or phlogopite, is coated with a metal oxide.
  • synthetic mica optionally coated with one or more metal oxide(s) can also be used as 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).
  • an agent according to the invention is characterized in that it is an agent for decolorizing keratin material which has been colored by using at least one pigment selected from the group of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides, metal sulphates, bronze pigments and/or mica or mica based colored pigments coated with at least one metal oxide and/or one metal oxychloride.
  • an agent according to the invention is characterized in that it is an agent for decolorizing keratin material which has been colored by using at least one pigment selected from the group consisting of pigments based on mica or mica, which are mixed with one or several metal oxides from the group consisting 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), hydrated chromium oxide (CI 77289), chromium oxide (CI 77288) and/or iron blue (Ferric Ferrocyanide, Cl 77510).
  • 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
  • color pigments are commercially available, for example under the trade names Rona®, Colorona®, Xirona®, Dicrona® and Timiron® from Merck, Ariabel® and Unipure® from Sensient, Prestige® from Eckart Cosmetic Colors and Sunshine® available from Sunstar.
  • Colorona® Very particularly preferred color pigments with the trade name Colorona® are, for example:
  • color pigments with the trade name Unipure® are, for example:
  • the agent according to the invention can also be an agent for decolorizing keratin material, in which case the keratin material has also been colored with at least one organic pigment before application of the decolorizing agent.
  • the organic pigments are correspondingly insoluble organic dyes or lakes, for example from the group of nitroso, nitro, azo, xanthene, anthraquinone, isoindolinone, isoindoline, quinacridone, perinone, perylene , diketopyrrolopyrrole, 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 11680 , CI 11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, 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 71105, 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
  • an agent according to the invention is characterized in that it is an agent for decolorizing keratin material which has been colored by using at least one organic pigment selected from the group consisting of carmine, quinacridone, phthalocyanine, sorghum, and 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 11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, 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 11725, CI 15510, CI 45370, CI 71105, red pigments with the Color Index numbers CI 12085, CI 12120, CI 12370, CI 12420,
  • the organic pigment can also be a colored lake.
  • the term colored lake is understood to mean particles which comprise a layer of absorbed dyes, the particle-dye unit being insoluble under the above conditions.
  • the particles can be, for example, inorganic substrates, which can be aluminum, silica, calcium borosilicate, calcium aluminum borosilicate or aluminum.
  • Alizarin color lake for example, can be used as the color lake.
  • the pigments used have a certain particle size. On the one hand, this particle size leads to a uniform distribution of the pigments in the polymer film formed and, on the other hand, avoids a rough feeling on the hair or skin 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 D 50 of from 1.0 to 50 ⁇ m, preferably from 5.0 to 45 ⁇ m, preferably from 10 to 40 ⁇ m, in particular from 14 to 30 ⁇ m.
  • the mean particle size Dso can be determined, for example, using dynamic light scattering (DLS).
  • Pigments with a specific shape can also be used to color the keratin material.
  • a pigment based on a lamellar and/or a lenticular substrate flake can be used.
  • coloring based on a small substrate plate comprising a vacuum-metallized pigment is also possible.
  • the substrate flakes 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 20nm on.
  • the average thickness of the substrate flakes 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 flakes are 2.5 to 50 nm, 5 to 50 nm, 10 to 50nm; 2.5 to 30nm, 5 to 30nm, 10 to 30nm; 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 which is as uniform as possible.
  • the pigment Due to the small thickness of the substrate flakes, the pigment has a particularly high hiding power.
  • the substrate plates have a monolithic structure.
  • monolithic means consisting of a single self-contained unit without fractures, layers or inclusions, although structural changes can occur within the substrate platelets.
  • the substrate flakes are preferably of homogeneous structure, i.e. there is no concentration gradient within the flakes. In particular, the substrate flakes are not built up in layers and have no particles or particles distributed therein.
  • the size of the small substrate can be adjusted to the respective application, in particular the desired effect on the keratin material.
  • the substrate flakes have an average largest diameter of about 2 to 200 ⁇ m, in particular about 5 to 100 ⁇ m.
  • the form factor (aspect ratio), expressed as the ratio of the average 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 the d50 value of the uncoated substrate flakes. Unless otherwise stated, the d50 value was determined using a Sympatec Heios device with Quixel wet dispersion. To prepare the sample, the sample to be examined was predispersed in isopropanol for a period of 3 minutes.
  • the substrate flakes can be constructed from any material that can be formed into flake form.
  • the substrate flakes can be of natural origin, but also produced synthetically.
  • Materials from which the substrate flakes 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, and plastics.
  • the substrate flakes are preferably constructed from metal (alloys). Any metal suitable for metallic luster pigments can be used 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 flakes are aluminum flakes and brass flakes, with aluminum substrate flakes being particularly preferred.
  • Lamellar substrate platelets are characterized by an irregularly structured edge and are also referred to as "cornflakes" because of their appearance.
  • pigments based on lamellar substrate flakes Due to their irregular structure, pigments based on lamellar substrate flakes generate a high proportion of scattered light. In addition, the pigments based on lamellar substrate flakes do not completely cover the existing color of a keratinic material and, for example, effects analogous to a natural graying can be achieved.
  • 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 low thickness of the substrate flakes in the range from 5 to 50 nm and by a particularly smooth surface with increased reflectivity.
  • substrate flakes which comprise a pigment metallized in a vacuum are also referred to as VMP substrate flakes.
  • Aluminum VMP substrate flakes can be obtained, for example, by releasing aluminum from metallized foils.
  • the substrate flakes made of metal or metal alloy can be passivated, for example by anodizing (oxide layer) or chromating.
  • Uncoated lamellar, lenticular and/or VPM substrate flakes reflect the incident light to a large extent and produce 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 substrate flakes coated at least once. These show interference effects due to the superimposition of differently refracted and reflected light beams.
  • preferred pigments are pigments based on a coated lamellar substrate platelet.
  • the substrate flake preferably has at least one coating B made of a high-index metal oxide with a coating thickness of at least 50 nm. There is preferably another coating A between the coating B and the surface of the small substrate.
  • Suitable materials for the coatings A, B and C are all substances which can be applied in the form of a film and permanently to the substrate flakes and, in the case of layers A and B, have the required optical properties.
  • a coating of part of the surface of the substrate flakes is sufficient to obtain a pigment with a glossy effect.
  • only the upper and/or lower side of the substrate flakes can be coated, with the side surface(s) being omitted.
  • the entire surface of the optionally passivated substrate flakes, including the side surfaces, is preferably covered by coating B.
  • the substrate flakes are thus completely encased by coating B. This improves the optical properties of the pigment and increases the mechanical and chemical resilience of the pigments.
  • the above also applies to layer A and preferably also to layer C, if present.
  • the coated substrate flakes preferably have only one coating A, B and, if present, C each.
  • the coating B is made up of at least one metal oxide with a high refractive index. Materials with a high refractive index 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 no more than 400 nm, particularly preferably at most 300 nm.
  • High-index metal oxides suitable for coating B are preferably selectively light-absorbing (ie colored) metal oxides, such as iron(III) oxide (a- and y-Fe2O3, red), Cobalt(II) oxide (blue), chromium(III) oxide (green), titanium(III) oxide (blue, is usually present in 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-Fe2O3, red), Cobalt(II) oxide (blue), chromium(III) oxide (green), titanium(III) oxide (blue, is usually present in a mixture with titanium oxynitrides and titanium nitrides) and vanadium(V) oxide (orange) and mixtures thereof.
  • the 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 the coating B.
  • 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 the coating B.
  • Organic and inorganic dyes which are stable incorporated into a metal oxide coating.
  • the coating A preferably has at least one metal oxide and/or metal oxide hydrate with a low refractive index.
  • Coating A preferably comprises at least 95% by weight, particularly preferably at least 99% by weight, of low-index metal oxide (hydrate).
  • Materials with low refractive index have a refractive index of at most 1.8, preferably at most 1.6.
  • the low-index metal oxides 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 flakes 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.
  • the pigment based on a lamellar substrate platelet has only one layer A, it is preferred that the pigment has a lamellar substrate platelet 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 that the pigment has 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 of a metal oxide (hydrate) which is different from the underlying coating B on.
  • suitable metal oxides are 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. Silicon dioxide is preferred.
  • the coating C preferably has a thickness of 10 to 500 nm, particularly preferably 50 to 300 nm. By providing the coating C, for example based on TiC>2, better interference can be achieved, with a high covering power remaining guaranteed.
  • Layers A and C are used 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% by weight organic solvent such as a C1 to C4 alcohol), and adding a weak base or acid to hydrolyze the metal alkoxide, thereby forming a film of the metal oxide on the surface of the (coated) substrate flakes.
  • 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 appropriate, subsequent post-treatment (for example converting a hydroxide-containing layer formed into the oxide layer by tempering).
  • each of the coatings A, B and/or C may be composed of a mixture of two or more metal oxide (hydrate)s, each of the coatings is preferably composed of a metal oxide (hydrate).
  • the pigments based on coated lamellar or lenticular substrate flakes or the pigments based on coated VMP substrate flakes 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 flakes, the pigment has a particularly high hiding power.
  • the small thickness of the coated substrate flakes is achieved in particular by the fact that the thickness of the uncoated substrate flakes is small, but also by the fact 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 plates in the keratin material can be significantly increased by modifying the outermost layer, layer A, B or C depending on the structure, with additional organic compounds such as silanes, phosphoric acid esters, titanates, borates or carboxylic acids will.
  • the organic compounds are on the surface of the outermost layer A, B or C, which preferably contains metal oxide, is bonded.
  • the outermost layer refers to the layer that is spatially furthest away from the lamellar substrate plate.
  • the organic compounds are preferably functional silane compounds which can bond to the layer A, B or C containing metal oxide. These can be either monofunctional or bifunctional compounds.
  • bifunctional organic compounds are methacryloxypropenyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-acryloxypropyltrimethoxysilane, 2-acryloxyethyltrimethoxysilane, 3-methacryloxypropyltriethoxysilane, 3-acryloxypropyltrimethoxysilane, 2-methacryloxyethyltriethoxysilane, 2-acryloxyethyltriethoxysilane, 3-
  • a modification with a monofunctional silane in particular an alkyl silane or aryl silane, can take place.
  • This has only one functional group which can bond covalently to the surface of pigment based on coated lamellar substrate flakes (i.e. to the outermost layer containing metal oxide) or, if the coverage is not quite complete, to the metal surface.
  • the hydrocarbon residue of the silane points away from the pigment.
  • a different degree of hydrophobicization of the pigment is achieved. Examples of such silanes are hexadecyltrimethoxysilane, propyltrimethoxysilane, etc.
  • Pigments based on silicon dioxide-coated aluminum substrate flakes are particularly preferably surface-modified with a monofunctional silane. Octyltrimethoxysilane, octyltriethoxysilane, hecadecyltrimethoxysilane and hecadecyltriethoxysilane are particularly preferred.
  • the changed surface properties / water repellency can improve adhesion, abrasion resistance and orientation in the application.
  • Suitable pigments based on a lamellar substrate flake include, for example, the pigments from Eckart's VISIONAIRE series.
  • Pigments based on a lenticular substrate flake are available, for example, under the name Alegrace® Spotify from Schlenk Metallic Pigments GmbH.
  • Pigments based on a substrate flake which comprises a vacuum-metallized pigment
  • a substrate flake which comprises a vacuum-metallized pigment
  • Alegrace® Marvelous or Alegrace® Aurous from Schlenk Metallic Pigments GmbH are available, for example, under the name Alegrace® Marvelous or Alegrace® Aurous from Schlenk Metallic Pigments GmbH. Coloring using polymers
  • At least one film-forming polymer can also be used in addition to the organosilicon compound or compounds, in particular the organic Ci-Ce-alkoxysilanes and the at least one pigment.
  • an agent according to the invention is characterized in that it is an agent for decolorizing keratin material, which is obtained by using at least one organic Ci-Ce-alkoxy-silane and/or a condensation product thereof, by using at least one pigment and by Application of at least one film-forming polymer was colored.
  • Polymers are understood to be macromolecules with a molecular weight of at least 1000 g/mol, preferably at least 2500 g/mol, particularly preferably at least 5000 g/mol, which consist of identical, repeating organic units.
  • the polymers of the present invention can be synthetically produced polymers produced by the polymerization of one type of monomer or by the polymerization of different types of monomers which are structurally different from one another. If the polymer is made 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 polymerization (number of polymerized monomers) and the batch size and is also determined by the polymerization 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 g/mol and particularly preferably not more than 10 5 g/mol amounts to.
  • a film-forming polymer is a polymer which is able to form a film on a substrate, for example on a keratin material or a keratin fiber.
  • the formation of a film can be demonstrated, for example, by observing the keratin material treated with the polymer under a microscope.
  • the film-forming polymers previously used in the coloring step can be hydrophilic or hydrophobic.
  • an agent according to the invention is characterized in that it is an agent for decolorizing keratin material, which is obtained by using at least one organic Ci-Ce-alkoxy-silane and/or a condensation product thereof, by using at least one pigment and by Application of at least one film-forming, hydrophobic polymer was colored.
  • 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 is placed in a beaker. Water is made up to 100 g. A stir bar is added and the mixture is warmed to 25°C on a magnetic stirrer with stirring. Stir for 60 minutes. The aqueous mixture is then assessed visually. If the polymer-water mixture cannot be assessed visually due to a high level of turbidity in the mixture, the mixture is filtered. If some undissolved polymer remains on the filter paper, the solubility of the polymer is less than 1% by weight.
  • 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 methacrylic acid amide copolymers, vinylpyrrolidone copolymers, vinyl alcohol copolymers, vinyl acetate copolymers, ethylene homopolymers or copolymers, propylene homopolymers or copolymers, styrene homopolymers or copolymers, polyurethanes, polyesters and/or or the polyamides.
  • an agent according to the invention is characterized in that it is an agent for decolorizing keratin material which has been colored by using at least one film-forming, hydrophobic polymer selected from the group consisting of acrylic acid copolymers and methacrylic acid copolymers , of acrylic acid ester homopolymers or copolymers, of methacrylic acid ester homopolymers or copolymers, of acrylic acid amide homopolymers or copolymers, of methacrylic acid amide homopolymers or copolymers, of vinylpyrrolidone copolymers, of vinyl alcohol copolymers, of vinyl acetate copolymers, of Homopolymers or copolymers of ethylene, homopolymers or copolymers of propylene, homopolymers or copolymers of styrene, polyurethanes, polyesters and/or polyamides.
  • acrylic acid copolymers and methacrylic acid copolymers of acrylic acid ester homopolymers or cop
  • the film-forming hydrophobic polymers which are selected from the group of synthetic polymers, polymers obtainable by free-radical polymerization or natural polymers have proven to be well suited for coloring.
  • 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 having at least one Ci-C2o-alkyl group, an aryl group or a C2-C10 hydroxyalkyl group.
  • olefins such as cycloolefins, butadiene, isoprene or styrene
  • vinyl ethers vinyl amides
  • esters or amides of (meth)acrylic acid having at least one Ci-C2o-alkyl group, an aryl group or a C2-C10 hydroxyalkyl group.
  • film-forming hydrophobic polymers can be selected from the homo- or copolymers of isooctyl (meth)acrylate; isononyl (meth)acrylate; 2-ethylhexyl (meth)acrylate; lauryl (meth)acrylate); isopentyl (meth)acrylate; n-butyl (meth)acrylate); isobutyl (meth)acrylate; ethyl (meth)acrylate; methyl (meth)acrylate; tert-butyl (meth)acrylate; stearyl (meth)acrylate; hydroxyethyl (meth)acrylate; 2-hydroxypropyl (methacrylate; 3-hydroxypropyl (meth)acrylate and/or mixtures thereof.
  • film-forming hydrophobic polymers can be selected from the homo- or copolymers of (meth)acrylamide; N-alkyl (meth) acrylamides, in particular those with C2-C18 alkyl groups, such as N-ethyl acrylamide, N-tert-butyl acrylamide, le N-octyl-acrylamide; N -Di(C1-C4)alkyl(meth)acrylamide.
  • anionic copolymers are, for example, copolymers of acrylic acid, methacrylic acid or their Ci-Ce-alkyl esters, such as are 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-Ce-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.
  • Very 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® (acrylates/steareth-20 itaconate).
  • Suitable polymers based on vinyl monomers are the homo- and copolymers of N-vinylpyrrolidone, of vinylcaprolactam, of vinyl-(C1-C6-)alkyl-pyrrole, of vinyl-oxazole, of vinyl-thiazole, of vinylpyrimidine, of vinylimidazole.
  • copolymers octylacrylamide/acrylates/butylaminoethyl methacrylate copolymers such as those sold commercially by NATIONAL STARCH under the trade names AMPHOMER® or LOVOCRYL® 47, or the copolymers of acrylates/octylacrylamide under the trade names DERMACRYL® LT and DERMACRYL® 79 are sold by NATIONAL STARCH.
  • Suitable polymers based on olefins are the homo- and copolymers of ethylene, propylene, butene, isoprene and butadiene.
  • the film-forming hydrophobic polymers used can be block copolymers which comprise at least one block of styrene or the derivatives of styrene.
  • These block copolymers can be copolymers which, in addition to a styrene block, contain one or more other blocks, such as styrene/ethylene, styrene/ethylene/butylene, styrene/butylene, styrene/isoprene, styrene/butadiene.
  • Corresponding polymers are sold commercially by BASF under the trade name “Luvitol HSB”.
  • the film-forming polymers previously used in the coloring step can also be hydrophilic.
  • a method according to the invention is characterized in that the decolorizing agent is applied to keratin material which is obtained by using at least one organic Ci-Ce-alkoxy-silane and/or a condensation product thereof, by using at least one pigment and by Application of at least one film-forming, hydrophilic polymer was colored.
  • a hydrophilic polymer is understood as meaning a polymer that has a solubility in water
  • the water solubility of the film-forming hydrophilic polymer can be determined, for example, in the following way. 1.0 g of the polymer is placed in a beaker. Water is made up to 100 g. A stir bar is added and the mixture is warmed to 25°C on a magnetic stirrer with stirring. Stir for 60 minutes. The aqueous mixture is then assessed visually. A completely dissolved polymer appears macroscopically homogeneous. If the polymer-water mixture cannot be assessed visually due to a high level of turbidity in the mixture, the mixture is filtered. If no undissolved polymer remains on the filter paper, then the solubility of the polymer is greater 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 polyvinylpyrrolidone (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.
  • PVP polyvinylpyrrolidone
  • copolymer containing vinylpyrrolidone a copolymer containing vinylpyrrolidone
  • an agent according to the invention is characterized in that it is an agent for decolorizing keratin material which has been colored by using at least one film-forming, hydrophilic polymer selected from the group consisting of polyvinylpyrrolidone (PVP) and the copolymers of polyvinyl pyrrolidone.
  • PVP polyvinylpyrrolidone
  • the agent 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 Luviskol®K 90 or Luviskol®K 85 from BASF SE.
  • the polymer PVP K30 which is marketed by Ashland (ISP, POI Chemical), can also be used as a further polyvinylpyrrolidone (PVP) that is explicitly very particularly well suited.
  • PVP K 30 is a polyvinylpyrrolidone that is very soluble in cold water and has the CAS number 9003-39-8. The molecular weight of PVP K 30 is around 40000 g/mol.
  • Other very particularly suitable 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 are available from BASF.
  • film-forming hydrophilic polymers from the group of polyvinylpyrrolidone copolymers has also led to particularly good results.
  • Particularly suitable film-forming, hydrophilic polymers in this context are vinylpyrrolidone-vinyl ester copolymers, such as those sold under the trade name Luviskol® (BASF).
  • 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 by BASF SE under the name Luviskol® VA.
  • a VP/vinyl caprolactam/DMAPA acrylates copolymer is sold by Ashland Inc. under the trade name Aquaflex® SF-40.
  • a VP/DMAPA acrylates copolymer sold by Ashland under the name Styleze CC-10 is a highly preferred vinylpyrrolidone-containing copolymer.
  • copolymers of polyvinylpyrrolidone are the copolymers obtained by reacting N-vinylpyrrolidone with at least one other monomer from the group consisting of V-vinylformamide, vinyl acetate, ethylene, propylene, acrylamide, vinylcaprolactam, vinylcaprolactone and/or vinyl alcohol .
  • an agent according to the invention is characterized in that it is an agent for decolorizing keratin material which has been colored by using at least one film-forming, hydrophilic polymer selected from the group consisting of polyvinylpyrrolidone (PVP), vinylpyrrolidone/vinyl acetate copolymers, vinylpyrrolidone/styrene copolymers, vinylpyrrolidone/ethylene copolymers,
  • PVP polyvinylpyrrolidone
  • vinylpyrrolidone/vinyl acetate copolymers vinylpyrrolidone/styrene copolymers
  • vinylpyrrolidone/ethylene copolymers vinylpyrrolidone/ethylene copolymers
  • Another suitable copolymer of vinylpyrrolidone is the polymer known under the INCI name maltodextrin/VP copolymer. Furthermore, intensely colored keratin material, in particular hair, could be bleached again with very good results if a nonionic, film-forming, hydrophilic polymer was used as the film-forming, hydrophilic polymer.
  • the keratin material was colored with at least one nonionic, film-forming, hydrophilic polymer in the previous coloring step.
  • a nonionic polymer is a polymer which, in a protic solvent--such as water, for example--under standard conditions does not carry any structural units with permanently cationic or anionic groups which have to be compensated for by counterions while maintaining electroneutrality.
  • Cationic groups include, for example, quaternized ammonium groups, but not profaned amines.
  • Anionic groups include, for example, carboxyl and sulfonic acid groups.
  • the agents used for coloring can contain, for example, at least one polymer selected from the group consisting of as nonionic, film-forming, hydrophilic polymer
  • copolymers of N-vinylpyrrolidone and vinyl acetate are used, it is preferred if the molar ratio of the structural units from the monomer N-vinylpyrrolidone to the structural units of the polymer from 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 vinylpyrrolidone and vinyl acetate are available, for example, under the trade names 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 designation 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-dimethylaminopropylmethacrylamide, which, for example, has 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 is available, 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
  • Vinylpyrrolidone-vinylimidazolium methochloride copolymers such as those offered under the names Luviquat® FC 370, FC 550 and the INCI name Polyquaternium-16 as well as FC 905 and HM 552,
  • Vinylpyrrolidone-vinylcaprolactam-acrylate terpolymers as are commercially available with acrylic acid esters and acrylic acid amides as the third monomer building block, for example under the name Aquaflex® SF 40.
  • Polyquaternium-11 is the reaction product of diethyl sulfate with a copolymer of vinylpyrrolidone 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 vinylcaprolactam and vinylpyrrolidone with methylvinylimidazolium 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 most preferred that Polyquaternium-46 is used in combination with a cationic guar compound. In fact, it is highly preferred that Polyquaternium-46 is used in combination with a cationic guar compound and Polyquaternium-11.
  • Suitable anionic, film-forming, hydrophilic polymers that can be used are acrylic acid polymers, which can be present in uncrosslinked or crosslinked form.
  • Corresponding products are sold commercially, for example, under the trade names Carbopol 980, 981, 954, 2984 and 5984 by the company Lubrizol or else under the names Synthalen M and Synthalen K by the company 3V Sigma (The Sun Chemicals, Inter Harz).
  • suitable film-forming, hydrophilic polymers from the group of natural gums are xanthan gum, gellan gum and carob gum.
  • Suitable film-forming, hydrophilic polymers from the group of polysaccharides are hydroxyethyl cellulose, hydroxypropyl cellulose, ethyl cellulose and carboxymethyl cellulose.
  • suitable film-forming, hydrophilic polymers from the group of acrylamides are polymers which are prepared from monomers of (methy)acrylamido-C1-C4-alkylsulfonic 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 poly(meth)arylamido-C1-C4-alkylsulfonic acids are crosslinked and at least 90% neutralized. These polymers can be crosslinked or uncrosslinked.
  • Crosslinked and completely or partially neutralized polymers of the poly-2-acrylamido-2-methylpropanesulfonic acid type are known by the INCI names "ammonium polyacrylamido-2-methylpropanesulfonate” 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.
  • an agent according to the invention is characterized in that it is an agent for decolorizing keratin material, which is obtained by using at least one organic Ci-Ce-alkoxy-silane and/or a condensation product thereof, by using at least one pigment and by Application of at least one film-forming, anionic polymer was colored.
  • the decolorizing agent is applied to keratin material, which is obtained by using at least one organic Ci-Ce-alkoxysilane and/or a condensation product thereof, by using at least one pigment and by using at least one film-forming, anionic polymer was colored, wherein the film-forming, anionic polymer comprises at least one structural unit of the formula (PI) and at least one structural unit of the formula (P-II).
  • M is a hydrogen atom or ammonium (NH4), sodium, potassium, % magnesium or % calcium.
  • the structural unit of formula (P-I) is based on the sodium salt of acrylic acid.
  • the structural unit of formula (P-I) is based on the potassium salt of acrylic acid.
  • the decolorizing agent according to the invention contains one or more fluorine compounds (a) in a total amount of 0.1 to 10.0% by weight, based on the total weight of the decolorizing agent, as the first essential component of the invention.
  • fluorine compound means compounds which contain at least one fluorine atom. These compounds can be inorganic or organic fluorine compounds. The fluorine compounds are preferably understood as meaning salts which contain at least one fluoride anion.
  • Preferred decolorizing agents according to the invention are therefore characterized in that they contain at least one fluorine compound (b) selected from the group consisting of tetrabutylammonium fluoride, sodium fluoride, potassium fluoride, sodium monofluorophosphate, zinc fluoride, tin fluoride, sodium fluorosilicate, cetylamine hydrofluoride and bis(hydroxyethyl)aminopropyl-N- hydroxyethyl octadecylamine dihydrofluoride
  • an agent according to the invention is characterized in that it contains at least one fluorine compound (a) selected from the group consisting of potassium fluoride, sodium fluoride, tetrabutylammonium fluoride, sodium monofluorophosphate, zinc fluoride, tin fluoride, sodium fluorosi
  • Potassium fluoride is a white, hygroscopic powder that has the CAS number 7789-23-3 and can be purchased commercially, for example, from Merck.
  • Sodium fluoride is commercially available, for example, under the trade name Sodium fluoride 98/100% or Sodium fluoride Tech Pure from Brenntag GmbH.
  • Tetrabutylammonium fluoride has the CAS number 22206-57-1 and can be purchased commercially in the form of its hydrate from Sigma Aldrich.
  • Cetylamine hydrofluoride has the CAS number 3151-59-5 and can be purchased commercially, for example, from Merck. Cetylamine hydrofluoride is known by the trade name Hetaflur.
  • Bis(Hydroxyethyl)aminopropyl-N-hydroxyethyl-octadecylamine-dihydrofluoride has the CAS number 6818-37-7. Alternative designations are A/,A/,A/'-tris(2-hydroxyethyl)-A/'-octadecyl-1,3-diaminopropane dihydrofluoride and A/,A/,A/'-tris(2-hydroxyethyl)-A /'-octadecyl-1,3-diaminopropane dihydrofluoride.
  • This fluorine compound can be purchased commercially, for example, in a mixture with propylene glycol under the trade name RonaCare Olafluor from Merck.
  • the at least one fluorine compound is preferably used in specific quantity ranges in the decolorizing agent in order to ensure adequate effectiveness.
  • the decolorizing agent therefore advantageously contains—based on its total weight—one or more fluorine compounds (a) in a total amount of from 0.5 to 9.0% by weight, preferably from 1.5 to 8.0% by weight, more preferably from 2.0 to 7.0% by weight and most preferably from 2.5 to 6.0% by weight.
  • a decolorizing agent according to the invention is therefore characterized in that it - based on its total weight - one or more fluorine compounds (a) in a total amount of 0.5 to 9.0 wt .-%, preferably from 1, 5 to 8.0% by weight, more preferably from 2.0 to 7.0% by weight and most preferably from 2.5 to 6.0% by weight.
  • fluorine compounds from the group consisting of potassium fluoride, sodium fluoride, tetrabutylammonium fluoride, sodium monofluorophosphate, zinc fluoride, tin fluoride, Sodium fluorosilicate, cetylamine hydrofluoride and bis(hydroxyethyl)aminopropyl-N-hydroxyethyloctadecylamine dihydrofluoride in a total amount of 0.1 to 10.0% by weight,
  • fluorine compounds from the group consisting of potassium fluoride, sodium fluoride, tetrabutylammonium fluoride, sodium monofluorophosphate, zinc fluoride, tin fluoride, sodium fluorosilicate, cetylamine hydrofluoride and bis(hydroxyethyl)aminopropyl-N-hydroxyethyloctadecylamine dihydrofluoride in a total amount of from 0.5 to 9 .0% by weight,
  • fluorine compounds from the group consisting of potassium fluoride, sodium fluoride, tetrabutylammonium fluoride, sodium monofluorophosphate, zinc fluoride, tin fluoride, sodium fluorosilicate, cetylamine hydrofluoride and bis(hydroxyethyl)aminopropyl-N-hydroxyethyloctadecylamine dihydrofluoride in a total amount of 1.5 to 8 .0% by weight,
  • fluorine compounds from the group consisting of potassium fluoride, sodium fluoride, tetrabutylammonium fluoride, sodium monofluorophosphate, zinc fluoride, tin fluoride, sodium fluorosilicate, cetylamine hydrofluoride and bis(hydroxyethyl)aminopropyl-N-hydroxyethyloctadecylamine dihydrofluoride in a total amount of from 2.0 to 7 .0% by weight,
  • an agent for decolorizing colored keratin material containing - based on its total weight - (a) one or more fluorine compounds from the group consisting of potassium fluoride, sodium fluoride, tetrabutylammonium fluoride, sodium monofluorophosphate, zinc fluoride, tin fluoride, sodium fluorosilicate, cetylamine hydrofluoride and bis(hydroxyethyl)aminopropyl-N-hydroxyethyloctadecylamine dihydrofluoride in a total amount of from 2.5 to 6 .0% by weight,
  • the decolorizing agent according to the invention contains one or more solvents in a total amount of 30 to 75% by weight. These solvents (b) are different from water, so that water does not belong to the group of solvents according to the invention.
  • the solvent is an organic solvent.
  • a first object of the present invention is an invention is an agent for decolorizing colored keratin material, containing - based on its total weight -
  • a solvent within the meaning of the invention is understood as meaning an organic substance which is liquid at 25° C. and can dissolve other substances by physical means.
  • Solvents (b) which are particularly suitable are selected from the group of ethers, preferably from the group of cyclic ethers.
  • An explicitly very particularly suitable solvent (b) is dimethyl isosorbide.
  • an agent according to the invention is characterized in that it contains at least one solvent (b) from the group of ethers, preferably from the group of cyclic ethers, particularly preferably dimethylisosorbide.
  • dimethylisosorbide is the dimethyl ether of the bicyclic diol isosorbide.
  • Dimethylisosorbide is a clear, colorless liquid and has the CAS number 5306-85-4.
  • dimethyl isosorbide is a cyclic ether.
  • Dimethyl isosorbide or 2,5-dimethyl isosorbide can be purchased commercially from major chemical suppliers.
  • dimethyl isosorbide is available from Acros or Aldrich.
  • an ether is understood as meaning an organic compound which has at least one ether group as a structural unit.
  • ethers from the group of solvents (b) are, for example, dipropylene glycols such as 2,2'-oxydi-1-propanol, 1,1'-oxydi-2-propanol and 2-(2-hydroxypropoxy)-1- propanol, methoxybutanol and diethylene glycol.
  • Phenoxyethanol for example, can be used as an ether with an aromatic structural unit.
  • the dipropylene glycols form a group of substances that are derived from the glycol ether.
  • the technical product of the same name is a mixture of three structural isomers.
  • a dipropylene glycol according to the invention includes 2,2'-oxydi-1-propanol (CAS number 108-61-2), 1,1'-oxydi-2-propanol (CAS number 110-98-5) and 2-( 2-Hydroxypropoxy)-1-propanol (CAS number 106-62-7).
  • the use of one of these dipropylene glycols in the decolorizing agent is encompassed by the present invention, as is the use of a mixture of the second or all three of the structural isomers.
  • methoxybutanol can also be referred to as 3-methoxy-1-butanol and has the CAS number 2517-43-3.
  • the solvent can be purchased, for example, as methoxybutanol from Biesterfeld.
  • ethyl diglycol 2-(2-ethoxyethoxy)-ethanol
  • ethyl diglycol has the CAS number 111-90-0.
  • Polyethylene glycols for example, can also be used as ethers with a higher molecular weight in the decolorizing agent according to the invention.
  • polyethylene glycols are polymers which are liquid at room temperature (25° C.) and have the general molecular formula C2nH4n+2O n +i.
  • the repeating unit of the linear polymer is (-CH2-CH2-O-), with a molar mass of about 44 g mol -1 .
  • Chemically it is a polyether.
  • the representatives are particularly suitable polyethylene glycols with an average molecular mass between 200 g/mol and 400 g/mol, which are non-volatile liquids at room temperature.
  • solvents that can be used are, for example, representatives from the group consisting of benzyl alcohol, ethanol, 2-phenylethanol, 1-pentanol, glycerol, 1,2-propylene glycol, 1,2-ethanediol, isopropanol, N-octylpyrrolidone, 1,3-butanediol, 1 ,6-hexanediol, propylene carbonate and N,N-dimethyl-9-decenamide can be used.
  • benzyl alcohol is also referred to as phenylmethanol and has the CAS number 100-51-6.
  • Ethanol has the Cas number 64-17-5.
  • Phenoxyethanol has the Cas number 122-99-6.
  • 2-phenylethanol is also referred to as 2-phenylethyl alcohol and has the CAS number 60-12-8.
  • 1-pentanol pentan-1-ol, n-pentanol or amyl alcohol.
  • 1-Pentanol has the CAS number 71-41-0.
  • glycerol is also referred to as 1,2,3-propanetriol and has the CAS number 56-81-5.
  • 1.2-Propylene glycol is alternatively also referred to as 1,2-propanediol and bears the CAS numbers 57-55-6 [(RS)-1,2-dihydroxypropane], 4254-14-2 [(R)-1 ,2-dihydroxypropane] and 4254-15-3 [(S)-1,2-dihydroxypropane],
  • ethylene glycol is also referred to as 1,2-ethanediol and has the CAS number 107-21-1.
  • isopropanol is also referred to as 2-propanol and has the CAS number 67-63-0.
  • N-Octylpyrrolidone is also alternatively referred to as N-Octyl-2-pyrrolidone or Caprilyl-pyrrolidone and has the CAS number 2687-94-7.
  • This solvent can be obtained commercially, for example, under the trade name Surfadone LP 100 from Ashland (formerly ISP Global).
  • 1,3-Butanediol is alternatively also referred to as butane-1,3-diol or 1,3-butylene glycol and has the CAS numbers 107-88-0 (racemate), 6290-03-5 [(R)-1, 3-butanediol] and 24621-61-2 [(S)-(+)-1,3-butanediol], all stereoisomers of 1,3-butanediol are encompassed by the invention.
  • 1,6-hexanediol is 1,6-dihydroxyhexane.
  • 1,6-hexanediol has the CAS number 629-11-8.
  • Propylene carbonate is alternatively also referred to as 4-methyl-1,3-dioxolan-2-one or as propylene glycol carbonate or as carbonic acid propylene glycol ester and bears the CAS numbers 108-32-
  • N,N-dimethyl-9-decenamide has the CAS number 1356964-77-6.
  • the solvents (b), in particular the aforementioned suitable, preferred and particularly preferred representatives, are organic solvents made up of carbon and oxygen atoms.
  • these solvents can include one or more ether groups, one or more hydroxy groups, or one or more ester groups as functional groups.
  • the solvents (b) preferably have no nitrogen atom and therefore do not belong to the group of tertiary amines (c)
  • a means for decolorizing colored keratin material is particularly preferred, containing - based on its total weight -
  • fluorine compounds from the group consisting of potassium fluoride, sodium fluoride, tetrabutylammonium fluoride, sodium monofluorophosphate, zinc fluoride, tin fluoride, sodium fluorosilicate, cetylamine hydrofluoride and bis(hydroxyethyl)aminopropyl-N-hydroxyethyloctadecylamine dihydrofluoride in a total amount of from 0.1 to 10 .0% by weight,
  • fluorine compounds from the group consisting of potassium fluoride, sodium fluoride, tetrabutylammonium fluoride, sodium monofluorophosphate, zinc fluoride, tin fluoride, sodium fluorosilicate, cetylamine hydrofluoride and bis(hydroxyethyl)aminopropyl-N-hydroxyethyloctadecylamine dihydrofluoride in a total amount of from 0.1 to 10 .0% by weight,
  • fluorine compounds from the group consisting of potassium fluoride, sodium fluoride, tetrabutylammonium fluoride, sodium monofluorophosphate, zinc fluoride, tin fluoride, sodium fluorosilicate, cetylamine hydrofluoride and bis(hydroxyethyl)aminopropyl-N-hydroxyethyloctadecylamine dihydrofluoride in a total amount of from 0.1 to 10 .0% by weight,
  • the decolorizing agent according to the invention contains the solvent or solvents (b) in a total amount of from 30 to 75% by weight.
  • the decolorizing performance of the agent can be further optimized by using the solvents (b) in very specific quantity ranges.
  • the decolorizing agent - based on its total weight - one or more solvents (b) in a total amount of 35 to 70 wt .-%, preferably 40 to 65 wt .-% and more preferably from 45 to 60% by weight.
  • a particularly preferred agent according to the invention is characterized in that it contains one or more solvents (b) in a total amount of 35 to 70% by weight, preferably 40 to 65% by weight and more preferably from 45 to 60% by weight.
  • the decolorizing agent according to the invention contains at least one tertiary amine—or else a mixture of tertiary amines—(c) in a total amount of 0.1 to 30% by weight as the third ingredient essential to the invention.
  • a tertiary amine is understood as meaning an organic compound which comprises at least one tertiary amino group as a structural unit.
  • the simplest representative of a tertiary amine is trimethylamine.
  • the decolorizing agent contains at least one tertiary amine which has at least two tertiary amino groups.
  • derivatives of ethylene-1,2-diamine can be mentioned as particularly preferred representatives.
  • An explicitly very particularly preferred tertiary amine (c) is N,N,N',N'-tetrakis(2-hydroxypropyl)ethylenediamine.
  • A/,A/,A/',A/'-Tetrakis(2-Hydroxypropyl)ethylenediamine is alternatively referred to as (Ethylenedinitrilo)-tetra-2-propanol, has the CAS number 102-60-3 and has the following structure :
  • A/,A/,A/',A/'-tetrakis(2-hydroxypropyl)ethylenediamine is sold commercially, for example, by BASF under the trade name Neutrol TE.
  • an agent according to the invention is characterized in that it contains at least one tertiary amine (c) with two tertiary amino groups, preferably a derivative of ethylene-1,2-diamine, particularly preferably N,N,N', N'-tetrakis(2-hydroxypropyl)ethylenediamine.
  • fluorine compounds from the group consisting of potassium fluoride, sodium fluoride, tetrabutylammonium fluoride, sodium monofluorophosphate, zinc fluoride, tin fluoride, sodium fluorosilicate, cetylamine hydrofluoride and bis(hydroxyethyl)aminopropyl-N-hydroxyethyloctadecylamine dihydrofluoride in a total amount of from 0.1 to 10 .0% by weight,
  • the decolorizing agent according to the invention contains the tertiary amine or amines (c) in a total amount of from 0.1 to 30% by weight.
  • the tertiary amines (c) in very specific quantity ranges, the decolorizing performance of the agent can be further optimized.
  • the decolorizing agent - based on its total weight - one or more tertiary amines (c) in a total amount of 1.0 to 25% by weight, preferably 3.5 to 20% by weight, more preferably from 5.5 to 15% by weight and very particularly preferably 7.5 to 12.5% by weight.
  • a particularly preferred agent according to the invention is characterized in that it contains one or more tertiary amines (c) in a total amount of 1.0 to 25% by weight, preferably 3.5 to 20% by weight, based on its total weight % by weight, more preferably from 5.5 to 15% by weight and most preferably from 7.5 to 12.5% by weight.
  • the agents according to the invention are characterized by a low water content (d), i.e. the water content of the decolorizing agents is below 30% by weight, based on their total weight.
  • a good decolorizing effect can be achieved even with a water content of less than 30% by weight.
  • the deinking performance can be further improved by adjusting the water content to very specific quantity ranges. For this reason, it has turned out to be particularly preferred if the decolorizing agent - based on its total weight - contains 0 to 29.5% by weight, preferably 5 to 29.5% by weight, more preferably 10 to 29.5% by weight %, even more preferably from 15 to 29.5% by weight and most preferably from 20 to 29.5% by weight of water (d).
  • a particularly preferred agent according to the invention is characterized in that, based on its total weight, it contains 0 to 29.5% by weight, preferably 5 to 29.5% by weight, more preferably 10 to 29.5% by weight % by weight, even more preferably 15 to 29.5% by weight and most preferably 20 to 29.5% by weight of water (d).
  • fluorine compounds from the group consisting of potassium fluoride, sodium fluoride, tetrabutylammonium fluoride, sodium monofluorophosphate, zinc fluoride, tin fluoride, sodium fluorosilicate, cetylamine hydrofluoride and bis(hydroxyethyl)aminopropyl-N-hydroxyethyloctadecylamine dihydrofluoride in a total amount of from 0.1 to 10 .0% by weight,
  • the bleaching agents used in the process according to the invention can optionally also contain one or more acids.
  • Suitable acids can be selected from the group consisting of hydrochloric acid, sulfuric acid, phosphoric acid, citric acid, tartaric acid, malic acid, lactic acid, acetic acid, methanesulfonic acid, benzoic acid, malonic acid, oxalic acid and 1-hydroxyethane-1,1-diphosphonic acid.
  • an agent according to the invention is characterized in that it contains at least one acid from the group consisting of hydrochloric acid, sulfuric acid, phosphoric acid, citric acid, tartaric acid, malic acid, lactic acid, acetic acid, methanesulfonic acid, benzoic acid, malonic acid, oxalic acid and 1-hydroxyethane -1,1-diphosphonic acid contains.
  • the decolorizing agent can also contain one or more other cosmetic ingredients.
  • the decolorizing agent described above is used in the decolorization of colored keratinous material, in particular keratin fibers, particularly preferably human hair.
  • a second object of the present invention is a method for decolorizing colored keratin material, wherein a decolorizing agent, which was disclosed in the description of the first subject of the invention in detail, applied to the colored keratin material and after an exposure time of 1 to 60 minutes, preferably from 2 to 50 minutes, more preferably from 3 to 45 minutes and most preferably from 5 to 20 minutes is rinsed off again.
  • a decolorizing agent which was disclosed in the description of the first subject of the invention in detail
  • a decolorizing agent which was disclosed in detail in the description of the first subject of the invention, applied to the colored hair and after an exposure time of 5 to 60 minutes, preferably 10 to 50 minutes, further preferably from 15 to 45 minutes and most preferably from 20 to 40 minutes.
  • Particularly preferred is a method for decolorizing human hair, which was colored by using at least one organic Ci-Ce-alkoxy-silane and / or a condensation product thereof and by using at least one pigment, wherein a decolorizing agent, which in the description of the first Subject of the invention was disclosed in detail, applied to colored hair and rinsed off again after a contact time of 5 to 60 minutes, preferably 10 to 50 minutes, more preferably 15 to 45 minutes and most preferably 20 to 40 minutes.
  • the decolorizing agent is applied to the colored keratin material and rinsed off again after a contact time. Since the decolorizing agent is applied to the colored keratin material or hair, the decolorizing agent must be applied to the keratin material after the application of the coloring agent described above. In other words, the decolorizing agent is applied to the keratinous material after the coloring agent has been rinsed out and the keratinous material preferably dried to accurately determine the color result.
  • the application can take place, for example, with the (glove-protected) hand or with the aid of an applicator, such as a brush or an adjet, or else a brush or a comb.
  • an applicator such as a brush or an applicator, or else a brush or a comb.
  • the decolorizing agent can be applied either to the entire keratinous material (such as the entire head of hair) or to specific portions or corresponding strands of the keratinous material or keratin fibers.
  • the decolorizing agent can be applied to the stained keratin material 12 to 24 hours after application of the coloring agent.
  • the user can wear the colored keratin materials, in particular the hair, but also for a period of several days to weeks until he decides to change the coloring again or the user wants to have his original hair color back.
  • the decolorizing agent After application or application, the decolorizing agent is left to act on the keratin material for a certain period of time.
  • the exposure time can be from 1 to 60 minutes, preferably from 2 to 50 minutes, more preferably from 3 to 45 minutes and very particularly preferably from 5 to 20 minutes.
  • the decolorizing agent is rinsed out again with water
  • the action of the decolorizing agent Is on the keratin material can be carried out at room temperature or at body temperature. However, to support or accelerate the color print, the keratin material to which the decolorizing agent has been applied can also be exposed to elevated temperatures. It is in accordance with the invention if the decolorizing agent is applied to the colored keratin material, the keratin material is heated to a temperature of 25 to 70°, preferably 25 to 60° C., more preferably 30 to 55° C. and very particularly preferably while the decolorizing agent is acting on it 40 to 55 °C is heated.
  • a method according to the invention is characterized in that
  • the decolorizing medium is applied to the colored keratin material - the keratin material is heated to a temperature of from 25 to 70°C, preferably from 25 to 60°C, more preferably from 30 to 55°C and very particularly preferably from 40 to 55°C, during the action of the decolorizing agent, and then
  • the keratin material to which the bleaching agent has been applied can be subject to mechanical stress in order to improve the detachment of the film formed on the keratin material during staining.
  • the keratin material can be massaged with the hands or combed with a comb or brush during the bleaching process.
  • Any other mechanical stress that is suitable for improving the detachment of the colored film from the keratin material under the action of the decolorizing agent is also conceivable and encompassed by the method according to the invention.
  • a method according to the invention is characterized in that
  • the decolorizing agent is applied to the colored keratin material
  • the keratinous material is combed, massaged, brushed or otherwise subjected to mechanical force during the action of the decolorizing agent, and then
  • the decolorizing agent according to the invention can be used to decolorize keratin material which has been colored by using at least one organosilicon compound and at least one pigment. For example, if the user finds after coloring that the color result is not what he wants, he can use this as an opportunity to remove the coloring by using the decolorizing agent.
  • the user can also plan coloring and subsequent decolorization from the outset, for example if he wants to color his hair for a specific occasion and then decolorize it again.
  • the user can also be provided with all the means or formulations that are necessary both for coloring and for decolorizing.
  • a further object of the present invention is therefore a method for coloring and later decolorizing human hair, comprising the following steps:
  • the coloring agent containing one or more organic Ci-Ce-alkoxysilanes and/or their condensation products and one or more pigments,
  • a further object of the present invention is therefore a method for coloring and later decolorizing human hair, comprising the following steps:
  • the coloring agent containing one or more organic Ci-Ce-alkoxysilanes and/or their condensation products and one or more pigments,
  • the aftertreatment agent containing at least one film-forming polymer
  • the colorant containing one or more pigments and one or more film-forming polymers.
  • Another subject of the present invention is also a method for coloring and later decolorizing human hair, comprising the following steps:
  • the organic Ci-Ce-alkoxysilanes and/or their condensation products have already been disclosed in detail in the description of the first subject of the invention.
  • the pigments have already been disclosed in detail in the description of the first subject of the invention.
  • the decolorizing agent has already been disclosed in detail in the description of the first subject of the invention.
  • the colorant containing one or more pigments and one or more film-forming polymers.
  • a further object of the present invention is therefore a multi-component packaging unit (kit-of-parts) for coloring and decolorizing keratin material, comprising made up separately from one another:
  • a further object of the present invention is therefore a multi-component packaging unit (kit-of-parts) for coloring and decolorizing keratin material, comprising made up separately from one another:
  • a fourth container with an agent containing at least one film-forming polymer.
  • the organic Ci-Ce-alkoxysilanes and/or their condensation products have already been disclosed in detail in the description of the first subject of the invention.
  • the pigments have already been disclosed in detail in the description of the first subject of the invention.
  • the decolorizing agent has already been disclosed in detail in the description of the first subject of the invention.

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Abstract

La présente invention concerne un agent de décoloration de matière kératinique colorée, contenant, par rapport à son poids total : (a) un ou plusieurs composés fluorés en une quantité totale allant de 0,1 à 10,0 % en poids, (b) un ou plusieurs solvants autres que l'eau dans une quantité totale allant de 30 à 75 % en poids, (c) une ou plusieurs amines tertiaires en une quantité totale allant de 0,1 à 30 % en poids et (d) moins de 30,0 % en poids d'eau.
PCT/EP2021/069255 2020-09-21 2021-07-12 Agent de décoloration des matières kératiniques qui ont été teintes en utilisant un composé organosilicié et un pigment WO2022058065A1 (fr)

Applications Claiming Priority (2)

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DE102020211757.8A DE102020211757A1 (de) 2020-09-21 2020-09-21 Mittel zur Entfärbung von keratinischem Material, das mit einer siliciumorganischen Verbindung und einem Pigment gefärbt wurde
DE102020211757.8 2020-09-21

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WO2022058065A1 true WO2022058065A1 (fr) 2022-03-24

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
US20190350823A1 (en) * 2017-01-11 2019-11-21 Henkel Ag & Co. Kgaa Composition, kit and method for coloring keratinous fibers
DE102018219876A1 (de) * 2018-11-20 2020-05-20 Henkel Ag & Co. Kgaa Verfahren zum Behandeln von Haaren umfassend die Anwendung von beschichteten Pigmenten und Silanen

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
US20190350823A1 (en) * 2017-01-11 2019-11-21 Henkel Ag & Co. Kgaa Composition, kit and method for coloring keratinous fibers
DE102018219876A1 (de) * 2018-11-20 2020-05-20 Henkel Ag & Co. Kgaa Verfahren zum Behandeln von Haaren umfassend die Anwendung von beschichteten Pigmenten und Silanen

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
CAS, no. 122-99-6
CAS, no. 1356964-77-6

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