WO2023041322A1 - Procédé de teinture de matière kératinique, comprenant l'utilisation d'un composé organosilicié, d'une hydroxyacétophénone, d'un composé de teinture et d'un agent de post-traitement - Google Patents

Procédé de teinture de matière kératinique, comprenant l'utilisation d'un composé organosilicié, d'une hydroxyacétophénone, d'un composé de teinture et d'un agent de post-traitement Download PDF

Info

Publication number
WO2023041322A1
WO2023041322A1 PCT/EP2022/074090 EP2022074090W WO2023041322A1 WO 2023041322 A1 WO2023041322 A1 WO 2023041322A1 EP 2022074090 W EP2022074090 W EP 2022074090W WO 2023041322 A1 WO2023041322 A1 WO 2023041322A1
Authority
WO
WIPO (PCT)
Prior art keywords
agent
group
acid
pigments
organic silicon
Prior art date
Application number
PCT/EP2022/074090
Other languages
German (de)
English (en)
Inventor
Bernhard Banowski
Gabriele Weser
Torsten LECHNER
Marcus Claas
Sander Dubbelman
Imme Breuer
Angela Mueller
Andrea Jerzynski
Caroline KRIENER
Claudia Kolonko
Jing Hodes
Ulrike Schumacher
Original Assignee
Henkel Ag & Co. Kgaa
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Henkel Ag & Co. Kgaa filed Critical Henkel Ag & Co. Kgaa
Publication of WO2023041322A1 publication Critical patent/WO2023041322A1/fr

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/10Preparations for permanently dyeing the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/347Phenols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585Organosilicon compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8147Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A61K8/8176Homopolymers of N-vinyl-pyrrolidones. Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A61K8/8182Copolymers of vinyl-pyrrolidones. Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/06Preparations for styling the hair, e.g. by temporary shaping or colouring
    • A61Q5/065Preparations for temporary colouring the hair, e.g. direct dyes

Definitions

  • a method of coloring keratinic material comprising the use of an organosilicon compound, a hydroxyacetophenone, a coloring compound and an aftertreatment agent
  • the subject matter of the present application is a method for treating keratinic material, in particular human hair, which comprises the use of two agents (a) and (b).
  • the agent (a) is characterized by its content of at least one organic silicon compound (a1) and an acetophenone derivative.
  • the agent (b) contains at least one sealing reagent (b1).
  • either agent (a) or agent (b) or both agents (a) and (b) contain at least one color-providing compound from the group of pigments and/or direct dyes.
  • kits-of-parts for coloring keratin material, in particular human hair, which comprises at least three agents (a'), (a") and (b) made up separately from one another.
  • the agent (a) used in the method described above can be prepared from the agents (a') and (a").
  • 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 understood to mean insoluble, color-imparting substances. 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 cleaned with a few washes with detergents containing surfactants remove without residue.
  • Various products of this type are available on the market under the name of hair mascara.
  • EP 2168633 B1 deals with the task of producing long-lasting hair coloring using pigments.
  • the document teaches that when using the combination of a pigment, an organic silicon compound, a film-forming polymer and a solvent, colorations can be produced on hair which are particularly resistant to abrasion and/or shampooing.
  • the object of the present invention was to provide a dyeing system with pigments which has fastness properties comparable to oxidative dyeing.
  • the fastness to washing should be outstanding, but the use of the oxidation dye precursors otherwise usually used for this purpose should be avoided.
  • the above object can be achieved excellently if keratinic materials, in particular human hair, are colored using a method in which at least two agents (a) and (b) are applied to the keratinic materials (hair).
  • the first agent (a) contains at least one organic silicon compound from the group of silanes having one, two or three silicon atoms, and also at least one hydroxyacetophenone (a2).
  • the second means (b) contains at least one sealing reagent (b1).
  • keratinic material When using the two agents (a) and (b) in a dyeing process, keratinic material could be dyed with particularly high color intensity and high fastness properties.
  • a first object of the present invention is a method for coloring keratin material, in particular human hair, comprising the following steps: Application of an agent (a) to the keratin material, the agent (a) containing:
  • an agent (b) to the keratinic material, the agent (b) including:
  • (b1) at least one sealing agent, where at least one of the agents (a) and (b) also contains at least one color-providing compound from the group of pigments and/or direct dyes.
  • the color-providing compounds can be permanently fixed on the keratinic material, so that extremely wash-fast colorations with good resistance to abrasion and/or shampooing could be obtained.
  • the film formation of the organic silicon compound (a1) could be significantly improved with the aid of the at least one hydroxyacetophenone. This made it possible to obtain extremely rub-fast and wash-fast colorations with good resistance to abrasion and/or shampooing.
  • 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.
  • Means (a) and (b) within the scope of the method described, the agents (a) and (b) are applied to the keratin material, in particular human hair.
  • the two means (a) and (b) are different from each other.
  • a first subject matter of the present invention is a method for treating keratinic material, in particular human hair, comprising the following steps:
  • agent (a) to the keratin material, the agent (a) containing:
  • an agent (b) to the keratinic material, the agent (b) including:
  • (b1) at least one sealing agent, where at least one of the agents (a) and (b) also contains at least one color-providing compound from the group of pigments and/or direct dyes.
  • the agent (a) contains the ingredients (a1) and (a2) essential to the invention in a cosmetic carrier, particularly preferably in an aqueous or aqueous-alcoholic cosmetic carrier.
  • This cosmetic carrier can be liquid, gel or cream.
  • Pasty, solid or powdery cosmetic carriers can also be used for the production of agent (a).
  • hair treatment in particular hair coloring, such carriers are, for example, creams, emulsions, suspensions, gels or surfactant-containing foaming solutions such as shampoos, foam aerosols, foam formulations or other preparations that are suitable for use on the hair.
  • Agent (a) preferably contains at least 10% by weight of water, based on the total weight of agent (a).
  • the water content of agent (a) is more preferably above 20% by weight and even more preferably above 25% by weight.
  • the cosmetic vehicle can also be hydroalcoholic.
  • aqueous-alcoholic solutions are to be understood as meaning aqueous solutions containing a C 1 -C 4 alcohol, in particular ethanol or isopropanol.
  • Agent (a) can also contain other organic solvents, such as methoxybutanol, benzyl alcohol, ethyl diglycol or 1,2-propylene glycol. All water-soluble organic solvents are preferred.
  • the agent (a) contains at least one organic silicon compound from the group of silanes having one, two or three silicon atoms as the ingredient (a1) essential to the invention.
  • the agent (a) particularly preferably contains at least one organic silicon compound (a1) selected from silanes having one, two or three silicon atoms, the organic silicon compound comprising one or more hydroxyl groups and/or hydrolyzable groups per molecule.
  • organic silicon compounds (a1) or organic silanes contained in the agent (a) are reactive compounds.
  • 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 of the present invention are compounds containing one to three silicon atoms.
  • the organic silicon compounds particularly preferably contain one or two silicon atoms.
  • silane stands for a group of chemical compounds based on a silicon backbone and hydrogen.
  • organic silanes some or all of the hydrogen atoms are replaced by organic groups such as (substituted) alkyl groups and/or alkoxy groups.
  • organic silanes Some of the hydrogen atoms in the organic silanes can also be replaced by hydroxyl groups.
  • a method is characterized by the use of an agent (a) on the keratin material, the agent (a) containing at least one organic silicon compound (a1) selected from silanes having one, two or three silicon atoms , wherein the organic silicon compound further comprises one or more hydroxyl groups or hydrolyzable groups per molecule.
  • an agent (a) on the keratin material the agent (a) containing at least one organic silicon compound (a1) selected from silanes having one, two or three silicon atoms , wherein the organic silicon compound further comprises one or more hydroxyl groups or hydrolyzable groups per molecule.
  • a method is characterized by the use of an agent (a) on the keratin material, the agent (a) containing at least one organic silicon compound (a1) selected from silanes having one, two or three silicon atoms wherein the organic silicon compound further comprises one or more basic chemical functions and one or more hydroxyl groups or hydrolyzable groups per molecule.
  • an agent (a) on the keratin material the agent (a) containing at least one organic silicon compound (a1) selected from silanes having one, two or three silicon atoms wherein the organic silicon compound further comprises one or more basic chemical functions and one or more hydroxyl groups or hydrolyzable groups per molecule.
  • This basic group or basic chemical function can be, for example, an amino group, an alkylamino group, a dialkylamino group or a trialkylamino group, which is preferably linked 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.
  • the hydrolyzable group or groups is preferably a Ci-Ce-alkoxy group, in particular an ethoxy group or a methoxy group. It is preferred if the hydrolyzable group is bonded directly to the silicon atom.
  • the organic silicon compound preferably contains a structural unit R'R"R"'Si-O-CH2-CH3.
  • the radicals R', R" and R"' represent the three remaining free valences of the silicon atom.
  • agent (a) contains at least one organic silicon compound selected from silanes having one, two or three silicon atoms, the organic silicon compound preferably having one or more basic chemical functions and one or more hydroxyl groups or hydrolyzable groups per molecule.
  • the agent (a) contains at least one organic silicon compound (a1) of the formula (I) and/or (II).
  • the compounds of formulas (I) and (II) are organic silicon compounds selected from silanes having one, two or three silicon atoms, the organic silicon compound comprising one or more hydroxyl groups and/or hydrolyzable groups per molecule.
  • the method is characterized in that an agent is applied to the keratinic material (or human hair), the agent (a) containing at least one organic silicon compound (a) of the formula (I) and/or (II) contains,
  • R 2 independently represent a hydrogen atom or a Ci-Ce-alkyl group
  • - L is a linear or branched, divalent Ci-C 2 o-alkylene group
  • R 3 represents a hydrogen atom or a Ci-Ce-alkyl group
  • - a is an integer from 1 to 3
  • R6, R6' and R6" independently represent a Ci-Ca-alkyl group
  • Ci-C2o-alkylene group independently represent a linear or branched, divalent Ci-C2o-alkylene group
  • - R? and Ra independently represent a hydrogen atom, a Ci-Ca-alkyl group, a hydroxy-Ci-Ce-alkyl group, a C2-C6-alkenyl group, an amino-Ci-Ce-alkyl group or a group of the formula (III).
  • - c' is an integer from 1 to 3
  • Ci-Ce-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-Ce-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-Ce-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-Ca-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 Ca-C2o-alkylene groups are (-CH2-CH(CHa)-) and (-CH2-CH(CH 3 )-CH 2 -).
  • the radicals Ri and R 2 independently represent a hydrogen atom or a Ci-Ce-alkyl group.
  • the radicals Ri and R 2 are very particularly preferably both a hydrogen atom.
  • the organic silicon compound In the middle part of the organic silicon compound is the structural unit or the linker -L- which stands for a linear or branched, divalent Ci-C 2 o-alkylene group.
  • a divalent Ci-C 2 o-alkylene group can also be referred to as a divalent or divalent Ci-C 2 o-alkylene group, which means that each group L can form two bonds. One bond is from the amino group R1 R2N to the linker L and the second bond is between the linker L and the silicon atom.
  • -L- preferably stands for a linear, divalent (ie divalent) Ci-C 2 o-alkylene group. More preferably -L- is a linear divalent Ci-Ce-alkylene group. -L- is particularly preferably a methylene group (-CH 2 -), an ethylene group (-CH 2 -CH 2 -), a propylene group (-CH 2 -CH 2 -CH 2 -) or a butylene group (-CH 2 - CH2 - CH2 - CH2- ). L is very particularly preferably a propylene group (-CH 2 -CH 2 -CH 2 -).
  • the linear propylene group (-CH 2 -CH 2 -CH 2 -) can alternatively also be referred to as propane-1,3-diyl group.
  • the radical R 3 represents a hydrogen atom or a Ci-Ce-alkyl group and the radical R 4 represents an O-Ce-alkyl group.
  • R 3 and R 4 are particularly preferably, independently of one another, 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 agent (a) contains at least one organic silicon compound (a1) of the formula (I) in which the radicals R3, R4 independently represent a methyl group or an ethyl group.
  • the agent (a) contains at least one organic silicon compound of the formula (I) in which the radicals R3, R4 are independently a methyl group or stand for an ethyl group.
  • agent (a) contains at least one organic silicon compound of the formula (I) in which the radical a represents the number 3.
  • the remainder b stands for the number 0.
  • the agent (a) used in the process is characterized in that it contains at least one organic silicon compound (a1) of the formula (I), where
  • R3, R4 independently represent a methyl group or an ethyl group
  • a method is characterized in that the agent (a) contains at least one organic silicon compound (a1) of the formula (I), RiR 2 NL-Si(OR 3 ) a (R4) b (I), where
  • 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 a hydrogen atom, an ethyl group or a methyl group
  • R4 represents a methyl group or an ethyl group
  • a method is characterized in that the agent (a) contains at least one organic silicon compound (a1) which is selected from the group consisting of
  • 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 agent contains at least one organic silicon compound (a1) of the formula (II)
  • organosilicon compounds of the formula (II) carry the silicon-containing groups (R5O)c(Re)dSi- and -Si(Re')d (ORs'jc
  • 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.
  • an organic silicon compound of the formula (II) contains at least one group from the group consisting of -(A)- and -[NR?-(A')]- and -[O-(A”)]- and -[ NRs- (A''')J-
  • radicals R5, R5', R5'' independently stand for a hydrogen atom or 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.
  • a method is characterized in that the agent (a) contains at least one organic silicon compound (a1) of the formula (II),
  • R5 and R5' independently represent a methyl group or an ethyl group
  • the radicals e, f, g and h can independently represent the number 0 or 1, where at least one radical from e, f, g and h is different from zero.
  • the abbreviations e, f, g and h therefore define which of the groups -(A) e - and -[NR7-(A')]f- and -[O-(A”)] g - and -[ NR8-(A''')]h- are located in the central part of the organic silicon compound of formula (II).
  • the presence of certain groups has proven to be particularly advantageous with regard to increasing wash fastness. Particularly good results can be obtained when at least two of the radicals e, f, g and h are the number 1.
  • g and h both represent the number 0.
  • 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.
  • 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-).
  • the divalent C1-C20-alkylene group can alternatively also be referred to as a divalent or divalent C1-C20-alkylene group, by which is meant that each moiety A, A', A", A"' and A"" can form two bonds.
  • the linear propylene group (-CH2-CH2-CH2-) can alternatively also be referred to as propane-1,3-diyl group.
  • the organic silicon compound of formula (II) contains a structural moiety -[NR7-(A')]-.
  • the organic silicon compound of formula (II) contains a structural moiety -[NR8-(A''')]-.
  • radicals R7 and Rs are independently a hydrogen atom, a Ci-Ce-alkyl group, a hydroxy-Ci-Ce-alkyl group, a C2-Ce-alkenyl group, an amino-Ci-Ce-alkyl group or a group of Formula (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 (III).
  • the organic silicon compound contains the [NR?-(A')] moiety but not the -[NR8-(A''')] moiety now the radical R7 for a group of the formula (III), the agent (a) contains an organic silicon compound with 3 reactive silane groups.
  • a method is characterized in that the agent (a) contains at least one organic silicon compound (a1) of the formula (II),
  • - 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 (III).
  • a method is characterized in that the agent (a) contains at least one organic silicon compound of the formula (II), where
  • - 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 (III).
  • 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.
  • a method is characterized in that the agent (a) contains at least one organic silicon compound (a1) which is selected from the group consisting of
  • the agent (a) used in the method on the keratinic material contains at least one organic silicon compound of the formula (IV).
  • the compounds of formula (IV) are organosilicon compounds selected from silanes having one, two or three silicon atoms, where the organosilicon compound comprises one or more hydroxyl groups and/or hydrolyzable groups per molecule.
  • organic silicon compounds of the formula (IV) can also be referred to as silanes of the alkylalkoxysilane or alkylhydroxysilane type,
  • Rg stands for a Ci-Cia-alkyl group
  • - Rio represents a hydrogen atom or a Ci-Ce-alkyl group
  • - Ri 1 is a Ci-Ce-alkyl group
  • - k is an integer from 1 to 3
  • - m is the integer 3 - k.
  • the method is characterized in that the agent (a) contains at least one organic silicon compound (a1) of the formula (IV).
  • Rg stands for a Ci-Cia-alkyl group
  • R11 stands for a Ci-Ce-alkyl group k is an integer from 1 to 3, and m is the integer 3 - k.
  • agent (a) contains at least one further organic silicon compound of formula (IV) in addition to the organic silicon compound or compounds of formula (I).
  • Rg stands for a Ci-Cia-alkyl group
  • - Rio represents a hydrogen atom or a Ci-Ce-alkyl group
  • - Ri 1 is a Ci-Ce-alkyl group
  • - k is an integer from 1 to 3
  • - m is the integer 3 - k.
  • agent (a) contains at least one further organic silicon compound of formula (IV) in addition to the organic silicon compound or compounds of formula (II).
  • Rg stands for a Ci-Cia-alkyl group
  • - Rio represents a hydrogen atom or a Ci-Ce-alkyl group
  • - Ri 1 is a Ci-Ce-alkyl group
  • - k is an integer from 1 to 3
  • - m is the integer 3 - k.
  • agent (a) contains at least one further organic silicon compound of formula (IV) in addition to the organic silicon compound or compounds of formula (I) and/or (II).
  • Rg stands for a Ci-Cia-alkyl group
  • - Rio represents a hydrogen atom or a Ci-Ce-alkyl group
  • - Ri 1 is a Ci-Ce-alkyl group
  • - k is an integer from 1 to 3
  • R9 is a C1-C18 alkyl group. This Ci-Cis-alkyl group is saturated and can be linear or branched. R9 is preferably a linear Ci-Cis-alkyl group. R9 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, an n-dodecyl group or an n-octadecyl group. R9 is particularly preferably a methyl group, an ethyl group, an n-hexyl group or an n-octyl group.
  • the radical R10 is a hydrogen atom or a Ci-Ce-alkyl group.
  • R10 particularly preferably represents a methyl group or an ethyl group.
  • the radical Rn is a Ci-Ce-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.
  • Organic silicon compounds of the formula (IV) are particularly suitable for achieving the object of the invention
  • n-octadecyltrimethoxysilane and/or n-octadecyltriethoxysilane are n-octadecyltrimethoxysilane and/or n-octadecyltriethoxysilane.
  • a method is characterized in that the agent (a) contains at least one organic silicon compound (a1) of the formula (IV), which is selected from the group consisting of
  • agent (a) based on the total weight of agent (a)—prefers one or more organic silicon compounds (a1) in a total amount of from 0.1 to 20% by weight 1 to 15% by weight and more preferably 2 to 8% by weight.
  • a method is characterized in that agent (a)—based on the total weight of agent (a)—prefers one or more organic silicon compounds (a1) in a total amount of 0.1 to 20% by weight 1 to 15% by weight and more preferably 2 to 8% by weight.
  • agent (a) particularly preferably contains one or more organic silicon compounds of the formula (I) and/or (II) in a total amount of from 0.1 to 10% by weight, based on the total weight of agent (a). 0.5 to 5% by weight and more preferably 0.5 to 3% by weight.
  • a method is characterized in that the agent (a) - based on the total weight of the agent (a) - one or more organic silicon compounds of the formula (I) and / or (II) in a total amount of 0.1 to 10% by weight, preferably 0.5 to 5% by weight and particularly preferably 0.5 to 3% by weight.
  • Agent (a) particularly preferably contains - based on the total weight of agent (a) - one or more organic silicon compounds of the formula (IV) in a total amount of 0.1 to 20% by weight, preferably 2 to 15% by weight. % and more preferably 4 to 9% by weight.
  • a method is characterized in that the agent (a) - based on the total weight of the agent (a) - one or more organic silicon compounds of the formula (IV) in a total amount of 0.1 to 20% by weight , preferably 2 to 15% by weight and particularly preferably 3.2 to 10% by weight.
  • agent (a) contains at least two organic silicon compounds which are structurally different from one another.
  • a method is characterized in that an agent (a) which contains at least one organic silicon compound of the formula (I) and at least one organic silicon compound of the formula (IV) is applied to the keratinic material.
  • a method is characterized in that an agent (a) containing at least one organic silicon compound of the formula (I) selected from the group consisting of (3-aminopropyl)triethoxysilane and (3-aminopropyl)trimethoxysilane, and additionally contains at least one organic silicon compound of formula (IV) selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, propyltrimethoxysilane, propyltriethoxysilane, hexyltrimethoxysilane and hexyltriethoxysilane.
  • a method is characterized in that the agent (a) - based on the total weight of the agent (a) - contains:
  • At least one first organic silicon compound (a1) selected from the group consisting of (3-aminopropyl)trimethoxysilane, (3-aminopropyl)triethoxysilane, (2-aminoethyl)trimethoxysilane, (2-aminoethyl )triethoxysilane, (3-dimethylaminopropyl)trimethoxysilane, (3-dimethylaminopropyl)triethoxysilane, (2-dimethylaminoethyl)trimethoxysilane and (2-dimethylaminoethyl)triethoxysilane, and
  • a1 selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, propyltrimethoxysilane, propyltriethoxysilane, hexyltrimethoxysilane, hexyltriethoxysilane, octyltrimethoxysilane, octyltriethoxysilane, dodecyltrimethoxysilane, dodecyltriethoxysilane, octadecyltrimethoxysilane and octadecyltriethoxysilane.
  • a1 selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, propyltri
  • agent (a) contains one or more organic silicon compounds from a first group in a total amount of from 0.5 to 3% by weight.
  • the organic silicon compounds of this first group are selected from the group consisting of (3-aminopropyl)trimethoxysilane, (3-aminopropyl)triethoxysilane, (2-aminoethyl)trimethoxysilane, (2-aminoethyl)triethoxysilane, (3-dimethylaminopropyl)trimethoxysilane, (3- dimethylaminopropyl)triethoxysilane (2-dimethylaminoethyl)trimethoxysilane and/or (2-dimethylaminoethyl)triethoxysilane.
  • agent (a) contains one or more organic silicon compounds from a second group in a total amount of from 3.2 to 10% by weight.
  • the organic silicon compounds of this second group are selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, propyltrimethoxysilane, propyltriethoxysilane, hexyltrimethoxysilane, hexyltriethoxysilane, octyltrimethoxysilane, octyltriethoxysilane, dodecyltrimethoxysilane, dodecyltriethoxysilane, octadecyltrimethoxysilane and octadecyltriethoxysilane.
  • agent (a) can contain both the organosilicon compounds having at least one hydrolyzable group (a1) and their hydrolysis and/or condensation products.
  • organosilicon compounds having at least one hydroxyl group both the organosilicon compounds having at least one hydroxyl group and their condensation products can be contained in agent (a).
  • a condensation product is a product that is formed by reaction of at least two organic silicon compounds each having at least one hydroxyl group or hydrolyzable group per molecule with elimination of water and/or elimination of an 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 organic silicon compounds to the condensation product.
  • the organic silicon compound(s) (a1) which preferably comprise one or more hydroxyl groups or hydrolyzable groups per molecule, are first hydrolyzed and oligomerized or polymerized in the presence of the water.
  • the hydrolysis products or oligomers formed in this way have a particularly high affinity for the surface of the keratin material and form a film there.
  • agent (a) also contains at least one coloring compound, the film formed on the keratinic material is a colored film.
  • agent (b) is now applied, with the sealing reagent (b1) contained in agent (b) sealing the optionally colored film.
  • agent (b) also contains at least one coloring compound, depending on the type of sealing agent used, either the uncolored film produced in the first step is sealed and colored or the color impression of the colored film produced in the first step is enhanced or modified, depending on the coloring compound used, or by forming a second, colored film on the first, colored film, the color impression of the first film is enhanced or modified. If agent (b) does not contain any coloring compound, the colored film produced in the first step is sealed.
  • agents (a) and (b) produces a coloring that is particularly resistant to external influences.
  • the agent (a) used in the dyeing process contains at least one hydroxyacetophenone as a component (a2) which is essential to the invention.
  • the pH of the agent (a) is stable in one for the reactions (hydrolysis and/or condensation) of the organic silicon compounds (a1) and for the deposition of the resulting film on the keratinic material optimum range can be set.
  • Hydroxyacetophenone in particular 4-hydroxyacetophenone, is used in cosmetics as an antioxidant or antimicrobial substance. It is all the more surprising that hydroxyacetophenone can also have a pH-stabilizing effect.
  • the method is characterized in that the agent (a) contains at least one hydroxyacetophenone, including 2-hydroxyacetophenone, 3-hydroxyacetophenone, 4-hydroxyacetophenone and mixtures thereof.
  • the hydroxyacetophenone comprises 4-hydroxyacetophenone. Even more preferred is when the hydroxyacetophenone is 4-hydroxyacetophenone.
  • agent (a) contains at least one hydroxyacetophenone, including 4-hydroxyacetophenone.
  • agent (a) has an alkaline pH.
  • the pH of the agent (a) is particularly preferably in the range from 8.5 to 12, more preferably in the range from 9 to 11.5 and particularly preferably in the range from 9.5 of 11.
  • the method is characterized in that the agent (a) has a pH in the range from 8.5 to 12, more preferably in the range from 9 to 11.5 and particularly preferably in the range from 9.5 to 11 having. It has been shown that, in particular with the aid of 4-hydroxyacetophenone, the pH of agent (a) can be stabilized at a value in the range from 8.5 to 12, more preferably in the range from 9 to 11.5 and particularly preferably in the range from 9.5 to 11 can be adjusted.
  • agent (a) has a value in the range from 8.5 to 12, more preferably in the range from 9 to 11.5 and particularly preferably in the range from 9.5 out of 11 and at least one hydroxyacetophenone including 4-hydroxyacetophenone.
  • the agent (a) - based on the total weight of the agent (a) - a hydroxyacetophenone in a total amount of 0.1 to 15% by weight, preferably from 0.5 to 10% by weight. -% and most preferably from 0.75 to 5% by weight.
  • agent (a) has a value in the range from 8.5 to 12, more preferably in the range from 9 to 11.5 and particularly preferably in the range from 9.5 out of 11 and a hydroxyacetophenone comprising 4-hydroxyacetophenone, the total amount of hydroxyacetophenone being from 0.1 to 15% by weight, preferably from 0.5 to 10% by weight and most preferably from 0.75 to 5% by weight. -%, based in each case on the total weight of the agent (a), is.
  • the method for treating keratin material includes not only the use of agent (a) but also the use of agent (b).
  • agent (b) used in the method is characterized in that it contains at least one sealing reagent (b1).
  • Agent (b) is an after-treatment agent, and the application of agent (b) to the keratinic material treated with agent (a) results in the colorations achieved in the process being made more durable.
  • agent (b) can improve the fastness to washing and the fastness to rubbing of the dyeings obtained in the process.
  • the sealing agent comprises a compound selected from the group consisting of film-forming polymers, alkalizing agents, acidifying agents and mixtures thereof.
  • the sealing agent (b1) comprises a film-forming polymer.
  • 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 polymer as sealing agent (b1) is no more than 10 7 g/mol, preferably no more than 10 6 g/mol and particularly preferably no 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, a keratin fiber or a coated keratin fiber.
  • the formation of a film can be demonstrated, for example, by examining the keratinic material treated with the polymer under a microscope.
  • the film-forming polymers in the agent (b) can be hydrophilic or hydrophobic.
  • sealing agent (b1) on average (b).
  • a hydrophobic polymer is understood to mean a polymer that has a solubility in water at 25° C. (760 mmHg) of less than 1% by weight.
  • the water solubility of the film-forming hydrophobic polymer can be determined, for example, in the following way. 1 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.
  • a method is characterized in that the means (b) as sealing agent (b1) contains at least one film-forming, hydrophobic polymer selected from the group of copolymers of acrylic acid, copolymers of methacrylic acid, homopolymers or copolymers of Acrylic acid esters, homopolymers or copolymers of methacrylic acid esters, homopolymers or copolymers of acrylic acid amides, homopolymers or copolymers of methacrylic acid amides, copolymers of vinylpyrrolidone, copolymers of vinyl alcohol, copolymers of vinyl acetate, homopolymers or copolymers of ethylene , homopolymers or copolymers of propylene, homopolymers or copolymers of styrene, polyurethanes, polyesters and/or polyamides.
  • the means (b) as sealing agent (b1) contains at least one film-forming, hydrophobic polymer selected from the group of copolymers of acrylic acid, cop
  • the film-forming hydrophobic polymers selected from the group of synthetic polymers, polymers obtainable by free-radical polymerization or natural polymers have proven to be particularly suitable for solving the problem of the invention.
  • 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-Cio-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-Cio-hydroxyalkyl group.
  • Further 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-ethylacrylamide, N-tert-butylacrylamide, le N- Octylacrylamide, N-Di(C1-C4)alkyl(meth)acrylamide.
  • 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.
  • Aculyn® 22 (acrylates/steareth-20 methacrylate copolymer), Aculyn® 28 (acrylates/beheneth-25 methacrylate copolymer), Structure 2001® (acrylates/steareth-20 itaconate copolymer), Structure 3001® (Acrylates/Ceteth-20 Itaconate Copolymer), Structure Plus® (Acrylates/Aminoacrylates C10-30 Alkyl PEG-20 Itaconate Copolymer), Carbopol® 1342, 1382, Ultrez 20, Ultrez 21 (Acrylates/C 10-30 Alkyl Acrylate Crosspolymer), Synthalen W2000® (Acrylates/Palmeth-25 Acrylate Copolymer) or the Soltex OPT (Acrylates/C12-22 Alkyl methacrylate Copolymer) sold by Rohme and Haas.
  • Suitable polymers based on vinyl monomers are the homo- and copolymers of N-vinylpyrrolidone, vinylcaprolactam, vinyl-(C1-C6-)alkylpyrrole, vinyloxazole, vinylthiazole, vinylpyrimidine or vinylimidazole.
  • copolymers Octy lacrylate mid / acryl lates / butylaminoethyl methacrylate copolymer such as is sold commercially under the trade names AMPHOMER® or LOVOCRYL® 47 by NATIONAL STARCH, 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”.
  • agent (b) contained at least one film-forming polymer as sealing agent (b1), which was selected from the group consisting of homopolymers and copolymers of acrylic acid, the homopolymers and copolymers of methacrylic acid, homopolymers and copolymers of acrylic acid esters, homopolymers and copolymers of methacrylic acid esters, homopolymers and copolymers of acrylic acid amides, homopolymers and copolymers of methacrylic acid amides, homopolymers and copolymers of vinylpyrrolidone, homopolymers and copolymers vinyl alcohol, vinyl acetate homopolymers and copolymers, ethylene homopolymers and copolymers, propylene homopolymers and copolymers, styrene homopolymers and copolymers, polyurethanes, polyesters and polyamides.
  • sealing agent (b1) was selected from the group consisting of homopolymers and copolymers of acrylic acid, the homo
  • a method is characterized in that the agent (b) contains at least one film-forming polymer as sealing agent (b1), which is selected from the group consisting of homopolymers and copolymers of acrylic acid, homopolymers and copolymers of methacrylic acid, homopolymers and Copolymers of acrylic acid esters, homopolymers and copolymers of methacrylic acid esters, homopolymers and copolymers of acrylic acid amides, homopolymers and copolymers of methacrylic acid amides, homopolymers and copolymers of vinylpyrrolidone, homopolymers and copolymers of vinyl alcohol, homopolymers and copolymers of Vinyl acetate, ethylene homopolymers and copolymers, propylene homopolymers and copolymers, styrene homopolymers and copolymers, polyurethanes, polyesters and polyamides.
  • sealing agent (b1) is selected from the group consisting of homopolymers and
  • sealing agent (b1) on average (b).
  • a hydrophilic polymer is understood as meaning a polymer that has a solubility in water at 25° C. (760 mmHg) of more than 1% by weight, preferably more than 2% by weight.
  • the water solubility of the film-forming hydrophilic polymer can be determined, for example, in the following way. 1 g of the polymer is placed in a beaker. With water is filled 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 fully 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 be, 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
  • agent (b) contains at least one film-forming, hydrophilic polymer selected from the group consisting of polyvinylpyrrolidone (PVP) and the copolymers of polyvinylpyrrolidone.
  • PVP polyvinylpyrrolidone
  • the agent contains polyvinylpyrrolidone (PVP) as the film-forming, hydrophilic polymer. Surprisingly, the wash fastness of the dyeings that could be obtained with PVP-containing agents (b) was very good.
  • 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.
  • 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.
  • LUVITEC K 17 LUVITEC K 30, LUVITEC K 60, LUVITEC K 80, LUVITEC K 85, LUVITEC K 90 and
  • LUVITEC K 115 substances known and available from BASF.
  • the use of film-forming hydrophilic polymers from the group of polyvinylpyrrolidone copolymers has also led to particularly good and washfast color 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 acrylate copolymer and/or a VP/vinyl caprolactam/DMAPA acrylate 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 .
  • a method is characterized in that the agent (b) contains at least one film-forming, hydrophilic polymer (b1) which is selected from the group consisting of polyvinylpyrrolidone (PVP), vinylpyrrolidone/vinyl acetate copolymers, vinylpyrrolidone/ styrene copolymers, vinyl pyrrolidone/ethylene copolymers, vinyl pyrrolidone/propylene copolymers, vinyl pyrrolidone/vinyl caprolactam copolymers, vinyl pyrrolidone/vinyl formamide copolymers and/or vinyl pyrrolidone/vinyl alcohol copolymers.
  • PVP polyvinylpyrrolidone
  • VAV polyvinylpyrrolidone
  • styrene copolymers vinyl pyrrolidone/ethylene copolymers
  • vinyl pyrrolidone/propylene copolymers vinyl pyrrolidone/vinyl cap
  • Another suitable copolymer of vinylpyrrolidone is the polymer known under the INCI name maltodextrin/VP copolymer.
  • the agent (b) can contain at least one nonionic, film-forming, hydrophilic polymer as the sealing agent (b1).
  • 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.
  • Copolymers of N-vinylpyrrolidone and vinyl esters of carboxylic acids having 2 to 18 carbon atoms in particular of N-vinylpyrrolidone and vinyl acetate, copolymers of N-vinylpyrrolidone and N-vinylimidazole and methacrylamide, copolymers of N-vinylpyrrolidone and N-vinylimidazole and acrylamide, copolymers of N -Vinylpyrrolidone with N,N-di(C1 to C4)-alkylamino-(C2 to C4)-alkylacrylamide.
  • 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 is the copolymer of N-vinylpyrrolidone, N-vinylcaprolactam, N-(3-
  • Dimethylaminopropyl) methacrylamide and 3-(methacryloylamino)propyl-lauryl-dimethylammonium chloride (INCI name: Polyquaternium-69), which, for example, under the Trade name AquaStyle® 300 (28-32% by weight of active substance in an ethanol-water mixture, molecular weight 350,000) is sold by ISP.
  • film-forming, hydrophilic polymers are, for example, vinylpyrrolidone-vinylimidazolium methochloride copolymers, such as those offered under the names Luviquat® FC 370, FC 550 and the INCI name Polyquaternium-16 and 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.
  • vinylpyrrolidone-vinylimidazolium methochloride copolymers such as those offered under the names Luviquat® FC 370, FC 550 and the INCI name Polyquaternium-16 and 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
  • Polyquaternium-11 is the reaction product of diethyl sulfate with a copolymer of vinylpyrrolidone and dimethylaminoethyl methacrylate.
  • Suitable commercial products are available, for example, from BASF SE or Gafquat 440, Gafquat 734, Gafquat 755 or Gafquat 755N from Ashland Inc. under the names Dehyquart® CC 11 and Luviquat® PQ 11 PN.
  • 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 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 (meth)acrylamido-C1-C4-alkylsulfonic acid or the salts thereof.
  • Appropriate 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 non-crosslinked.
  • 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 Clariant under the trade name Hostacerin AMPS, which is partially neutralized with ammonia.
  • agent (b) contains at least one anionic, film-forming polymer as sealing agent (b1).
  • agent (b) contains at least one film-forming polymer as sealing agent (b1) which 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.
  • a method is characterized in that the agent (b) contains at least one film-forming polymer as sealing agent (b1) which comprises at least one structural unit of the formula (PI) and at least one structural unit of the formula (PI I). ii), where
  • M is hydrogen or ammonium (NFL), 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 film-forming polymer or polymers are preferably used in specific amounts in the agent (b).
  • the agent (b) - based on the total weight of the agent (b) - one or more film-forming polymers as sealing agent (b1) in a total amount of 0.1 to 18% by weight, preferably from 1 to 16% by weight, more preferably from 5 to 14.5% by weight and very particularly preferably from 8 to 12% by weight.
  • a method is characterized in that the agent (b) - based on the total weight of the agent (b) - one or more film-forming polymers as sealing agent (b1) in a total amount of 0.1 to 18% by weight , preferably from 1 to 16% by weight, more preferably from 5 to 14.5% by weight and very particularly preferably from 8 to 12% by weight.
  • the agent (b) comprising a film-forming polymer as the sealing agent (b1)
  • the optionally colored film initially produced by the use of the agent (a) is to be sealed and/or fixed.
  • the film-forming polymer is deposited in the form of a further film on the possibly colored film produced in the first layer.
  • the multilayer film system produced in this way has improved resistance to external influences.
  • the film produced by means (b), comprising a film-forming polymer as sealing agent (b1), itself is not colored.
  • agent (b) contains no or only very small amounts of color-imparting compounds.
  • the sealing reagent (b1) contains an alkalizing agent.
  • the alkalizing agent is particularly preferably selected from the group consisting of ammonia, C2-C6 alkanolamines, basic amino acids, alkali metal hydroxides and alkaline earth metal hydroxides.
  • agent (b) contains at least one alkalizing agent as sealing agent (b1), which is selected from the group consisting of ammonia, C2-C6 alkanolamines, basic amino acids, alkali metal hydroxides, alkaline earth metal hydroxides , alkali metal silicates, alkali metal metasilicates, alkaline earth metal silicates, alkaline earth metal metasilicates, alkali metal carbonates and alkaline earth metal carbonates.
  • alkalizing agent as sealing agent (b1) which is selected from the group consisting of ammonia, C2-C6 alkanolamines, basic amino acids, alkali metal hydroxides, alkaline earth metal hydroxides , alkali metal silicates, alkali metal metasilicates, alkaline earth metal silicates, alkaline earth metal metasilicates, alkali metal carbonates and alkaline earth metal carbonates.
  • composition (b) contains ammonia as sealing agent (b1).
  • composition (b) contained at least one C2-C6-alkanolamine as the sealing agent (b1).
  • the alkanolamines that can be used in composition (b) can be selected, for example, from the group of primary amines with a C2-Ce-alkyl skeleton which carries at least one hydroxyl group.
  • Preferred alkanolamines are selected from the group formed by 2-aminoethan-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1-aminopropane -2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1- Aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1-amino-2-methylpropan-2-ol, 3-aminopropan-1,2-diol, 2-amino-2-methylpropan-1, 3-diol.
  • a method according to the invention is characterized in that the composition (b) contains at least one alkalizing agent from the group of alkanolamines as sealing agent (b1), which is preferably selected from the group of 2-aminoethan-1-ol (monoethanolamine) , 3-aminopropan-1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1-aminopropan-2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1 -aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1-amino-2-methylpropan-2-ol, 3-aminopropan-1,2-diol and 2 -amino-2-methylpropane-1,3-diol.
  • alkalizing agent from the group of alkanolamines as sealing agent (b1) which is preferably selected from the group of 2-
  • composition (b) contained at least one basic amino acid as sealing reagent (b1).
  • an amino acid is an organic compound which contains at least one protonatable amino group and at least one —COOH or one —SOsH group in its structure.
  • Preferred amino acids are aminocarboxylic acids, in particular ⁇ -(alpha)-aminocarboxylic acids and ⁇ -aminocarboxylic acids, with ⁇ -aminocarboxylic acids being particularly preferred.
  • basic amino acids are to be understood as meaning those amino acids which have an isoelectric point pI greater than 7.0.
  • Basic a-amino carboxylic acids contain at least one asymmetric carbon atom.
  • both possible enantiomers can be used equally as a specific compound or mixtures thereof, in particular as racemates.
  • the basic amino acids are preferably selected from the group formed from arginine, lysine, ornithine and histidine, particularly preferably from arginine and lysine.
  • the method is therefore characterized in that the sealing reagent (b1) is an alkalizing agent comprising a basic amino acid from the group arginine, lysine, ornithine and/or histidine.
  • the method is characterized in that the agent (b) contains at least one alkalizing agent from the group of basic amino acids as sealing reagent (b1), which is preferably selected from the group of arginine, lysine, ornithine and histidine. Good results could also be obtained if the agent (b) contains at least one alkali metal hydroxide as the sealing agent (b1). Sodium hydroxide and potassium hydroxide, for example, can be mentioned as highly suitable alkali metal hydroxides.
  • composition (b) contained an alkalizing agent comprising at least one alkaline earth metal hydroxide as the sealing agent (b1).
  • an alkalizing agent comprising at least one alkaline earth metal hydroxide as the sealing agent (b1).
  • Magnesium hydroxide, calcium hydroxide and barium hydroxide, for example, can be mentioned as highly suitable alkaline earth metal hydroxides.
  • agent (b) contained at least one alkali metal silicate and/or alkali metal metasilicate as sealing agent (b1).
  • suitable alkali metal silicates are sodium silicate and potassium silicate.
  • suitable alkali metal metasilicates are sodium metasilicate and potassium metasilicate.
  • agent (b) contained at least one alkali metal carbonate and/or alkaline earth metal carbonate as sealing agent (b1).
  • suitable alkali metal carbonates are sodium carbonate and potassium carbonate.
  • suitable alkaline earth metal carbonates are magnesium carbonate and calcium carbonate.
  • sealing reagent (b1) in the form of an alkalizing agent, ammonia, C2-C6 alkanolamines, basic amino acids and alkali metal hydroxides have proven to be particularly well suited.
  • agent (b) comprises at least one alkalizing agent selected from the group consisting of ammonia, C2-C6 alkanolamines, basic amino acids and alkali metal hydroxides as sealing agent (b1).
  • the method is characterized in that the agent (b) contains at least one alkalizing agent selected from the group consisting of ammonia, 2-aminoethan-1-ol and 3-aminopropan-1 as the sealing agent (b1).
  • the agent (b) contains at least one alkalizing agent selected from the group consisting of ammonia, 2-aminoethan-1-ol and 3-aminopropan-1 as the sealing agent (b1).
  • -ol 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1-aminopropan-2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol , 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1-amino-2-methylpropan-2-ol, 3-aminopropan-1,2-diol, 2-amino-2-methylpropane -1,3-diol, arginine, lysine, ornithine, histidine, sodium hydroxide and potassium hydroxide.
  • agent (b) contains the alkalizing agent as a sealing agent (b1) in a cosmetic carrier, preferably in an aqueous cosmetic carrier.
  • agent (b) - based on the total weight of agent (b) - contains 5.0 to 99.0% by weight, preferably 15.0 to 97.0% by weight. %, more preferably 25.0 to 97.0% by weight, even more preferably 35.0 to 97.0% by weight and very particularly preferably 45.0 to 97.0% by weight of water.
  • the method is characterized in that the agent (b) - based on the total weight of the agent (b) - 5.0 to 99.0 wt .-%, preferably 15.0 to 97.0 wt .-%. %, more preferably 25.0 to 97.0% by weight, even more preferably 35.0 to 97.0% by weight and very particularly preferably 45.0 to 97.0% by weight of water.
  • the alkalizing agents contained in the agent (b) exert an influence on the pH of the agent (b). It was found here that certain alkaline pH values in particular have an advantageous effect on the dyeing performance that can be achieved in the process and the fastness properties of the dyeings.
  • the agent (b), comprising an alkalizing agent as a sealing agent (b1) has a pH of 7.0 to 12.0, preferably from 7.5 to 11.5, more preferably from 8 .0 to 11.0 and very particularly preferably from 8.5 to 9.5.
  • the pH can be measured using the usual methods known from the prior art, such as, for example, measuring the pH using glass electrodes using combination measuring chains or using pH indicator paper.
  • agent (b) contains an alkalizing agent as sealing agent (b1) and has a pH of 7.0 to 12.0, preferably 7.5 to 11.5 , more preferably from 8.0 to 11.0 and very particularly preferably from 8.5 to 9.5.
  • the pH values for the purposes of the present invention are pH values measured at a temperature of 22.degree.
  • the sealing reagent (b1) contains an acidifying agent.
  • the acidifying agent is selected from the group consisting of inorganic acids, organic acids, and mixtures thereof. Good results can be obtained if the agent (b) contains at least one inorganic acid as sealing agent (b1). Suitable inorganic acids are, for example, phosphoric acid, sulfuric acid and/or hydrochloric acid, sulfuric acid being particularly preferred.
  • the method is characterized in that the agent (b) contains at least one acidifying agent from the group of inorganic acids as the sealing agent (b1), which is preferably selected from the group consisting of phosphoric acid, sulfuric acid, hydrochloric acid and mixtures thereof.
  • the method is characterized in that the agent (b) contains sulfuric acid as the sealing agent (b1).
  • the agent (b) contains at least one organic acid as the sealing reagent (b1).
  • the organic acid is preferably selected from the group consisting of formic acid, acetic acid, propionic acid, butyric acid, isobutyric acid, valeric acid, isovaleric acid, pivalic acid, oxalic acid, malonic acid, succinic acid, glutaric acid, glyceric acid, glyoxylic acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, propiolic acid, Crotonic acid, isocrotonic acid, elaidic acid, maleic acid, fumaric acid, muconic acid, citraconic acid, mesaconic acid, camphoric acid, benzoic acid, o,m,p-phthalic acid, naphthoic acid, toluoic acid, hydratropic acid, atropic acid, cinnamic acid, isonicot
  • the method is characterized in that the agent (b) contains at least one acidifying agent from the group of organic acids as the sealing agent (b1), the organic acid preferably being selected from the group consisting of formic acid, acetic acid, propionic acid, Butyric acid, isobutyric acid, valeric acid, isovaleric acid, pivalic acid, oxalic acid, malonic acid, succinic acid, glutaric acid, glyceric acid, glyoxylic acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, propiolic acid, crotonic acid, isocrotonic acid, elaidic acid, maleic acid, fumaric acid, muconic acid, citraconic acid, mesaconic acid, Camphoric acid, benzoic acid, o,m,p-phthalic acid, naphthoic acid, toluoic acid, hydratropic acid, atropic acid
  • the method is characterized in that the agent (b) contains acetic acid as the sealing agent (b1).
  • suitable acidifying agents include methanesulfonic acid and/or 1-hydroxyethane-1,1-diphosphonic acid.
  • sealing reagents (b1) in the form of an acidifying agent sulfuric acid and/or acetic acid have proven to be particularly well suited.
  • the method is characterized in that the agent (b) comprises at least one acidifying agent selected from the group consisting of sulfuric acid, acetic acid and mixtures thereof as the sealing agent (b1).
  • the agent (b) contains the acidifying agent as a sealing agent (b1) in a cosmetic carrier, preferably in an aqueous cosmetic carrier.
  • the acidifying agents contained in the composition (b) exert an influence on the pH of the composition (b). It was found here that acidic pH values also have an advantageous effect on the dyeing performance that can be achieved in the process and on the fastness properties of the dyeings.
  • the agent (b), comprising an acidifying agent as a sealing agent (b1) has a pH of 2.0 to 6.5, preferably from 3.0 to 6.0, more preferably from 4 .0 to 6.0 and most preferably from 4.5 to 5.5.
  • the pH can be measured using the usual methods known from the prior art, such as, for example, measuring the pH using glass electrodes using combination measuring chains or using pH indicator paper.
  • agent (b) contains an acidifying agent as sealing agent (b1) and has a pH of from 2.0 to 6.5, preferably from 3.0 to 6.0 , more preferably from 4.0 to 6.0 and most preferably from 4.5 to 5.5.
  • the pH values for the purposes of the present invention are pH values measured at a temperature of 22.degree.
  • agents (a) and (b) described above can also contain one or more optional ingredients. However, it is essential to the invention that at least one of agents (a) and (b) also contains at least one color-providing compound from the group of pigments and/or direct dyes.
  • the agent (a) in addition to the at least one organic silicon compound from the group of silanes having one, two or three silicon atoms (a1) and carboxymethylcellulose and/or salts thereof (a2) also contains at least one color-imparting compound from the group consisting of pigments and/or direct dyes.
  • agent (a) and agent (b) each also contain at least one color-providing compound selected from the group consisting of pigments and/or direct dyes.
  • agent (a) and/or agent (b) also contains at least one coloring compound from the group of pigments.
  • pigments are understood to mean coloring 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. If the pigment-water mixture due to the high intensity of the where appropriate finely dispersed pigment cannot be assessed visually, 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 pigments can be of inorganic and/or organic origin.
  • agent (a) and/or agent (b) also contains at least one coloring compound from the group of inorganic and/or organic pigments.
  • Preferred pigments are selected from synthetic or natural inorganic pigments.
  • Inorganic pigments of natural origin can be made, for example, from chalk, ochre, umber, green earth, burnt terra di sienna or graphite.
  • black pigments such as 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 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).
  • pigments 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.
  • agent (a) and/or agent (b) also contains at least one coloring compound from the group of pigments, which is selected from the group of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, Metal sulphides, complex metal cyanides, metal sulphates, bronze pigments and/or colored pigments based on natural or synthetic mica coated with at least one metal oxide and/or one metal oxychloride.
  • at least one coloring compound from the group of pigments which is selected from the group of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, Metal sulphides, complex metal cyanides, metal sulphates, bronze pigments and/or colored pigments based on natural or synthetic mica coated with at least one metal oxide and/or one metal oxychloride.
  • a preferably suitable pigment based on synthetic mica is, for example, Timiron® SynWhite Satin from Merck.
  • the method is characterized in that the agent (a) and/or the agent (b) contains at least one coloring compound from the group of pigments, which is selected from pigments based on natural or synthetic mica one or more 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).
  • the agent (a) and/or the agent (b) contains at least one coloring compound from the group of pigments, which is selected from pigments based on natural or
  • agent (a) and/or agent (b) is characterized in that it contains at least one coloring compound from the group of inorganic pigments, which is selected from the group consisting of black iron oxide (CI 77499) , yellow iron oxide (CI 77492), red iron oxide (CI 77491) and mixtures thereof.
  • Yellow iron oxide (or iron oxide yellow) is the designation for FeO(OH), in the Color Index under C.l. Pigment Yellow 42 listed.
  • Red iron oxide (or iron oxide red) is the designation for Fe2O3, in the Color Index under C.l. Pigment Red 101 listed. Depending on the particle size, red iron oxide pigments can be made very yellowish (small particle size) to very bluish (coarse particles).
  • Black iron oxide (or iron oxide black) is listed in the Color Index under C.l. Pigment Black 11 listed. Iron oxide black is ferromagnetic. The chemical formula is often given as Fe3O4, but in reality it is a mixed crystal of Fe2O3 and FeO with an inverse spinel structure. Additional black pigments are obtained by doping with chromium, copper or manganese.
  • Brown black iron oxide usually does not refer to a defined pigment, but to a mixture of yellow, red and/or black iron oxide.
  • Iron oxide pigments usually have particle diameters in the range from 2000 to 4000 nm. For some applications, in particular for cosmetic purposes, it can be advantageous to use iron oxide pigments with significantly smaller particle diameters. For example, hair dyeings with iron oxide pigments that have a particle diameter in the range from 100 to 1000 nm, more preferably 150 nm to 700 nm, exhibit better durability and better gray coverage. Accordingly, a method is preferred in which agent (a) and/or agent (b) also comprises a coloring compound from the group of pigments and/or substantive dyes, the coloring compound comprising a pigment from the group of iron oxide pigments.
  • agent (a) and/or agent (b) also comprises a coloring compound from the group of pigments and/or substantive dyes, wherein the coloring compound comprises a pigment from the group of iron oxide pigments and wherein the iron oxide pigment has a particle diameter in the range from 100 to 1,000 nm, more preferably 150 nm 700 nm.
  • Suitable pigments are based on metal oxide-coated platelet-shaped borosilicates. These are coated, for example, with tin oxide, iron oxide(s), silicon dioxide and/or titanium dioxide. Such borosilicate-based pigments are available, for example, under the name MIRAGE from Eckart or Reflecks from BASF SE.
  • an agent (a) is characterized in that it contains at least one coloring compound from the group of inorganic pigments selected from the group consisting of black iron oxide (CI 77499), yellow iron oxide (CI 77492), red Iron Oxide (CI 77491) and mixtures thereof.
  • Yellow iron oxide (or iron oxide yellow) is the designation for FeO(OH), in the Color Index under C.l. Pigment Yellow 42 listed.
  • Red iron oxide (or iron oxide red) is the designation for Fe2O3, in the Color Index under C.l. Pigment Red 101 listed. Depending on the particle size, red iron oxide pigments can be made very yellowish (small particle size) to very bluish (coarse particles).
  • Black iron oxide (or iron oxide black) is listed in the Color Index under C.l. Pigment Black 11 listed. Iron oxide black is ferromagnetic. The chemical formula is often given as Fe3O4, but in reality it is a mixed crystal of Fe2O3 and FeO with an inverse spinel structure. Additional black pigments are obtained by doping with chromium, copper or manganese.
  • Brown black iron oxide usually does not refer to a defined pigment, but to a mixture of yellow, red and/or black iron oxide.
  • Iron oxide pigments usually have particle diameters in the range from 2000 to 4000 nm. For some applications, in particular for cosmetic purposes, it can be advantageous to use iron oxide pigments with significantly smaller particle diameters. So show hair coloring with iron oxide pigments that have a particle diameter in the range from 100 to 1,000 nm, more preferably 150 nm 700 nm, better durability and better gray coverage.
  • an agent (a) which also comprises a coloring compound from the group of pigments and/or substantive dyes, the coloring compound comprising a pigment from the group of iron oxide pigments and the iron oxide pigment having a particle diameter in the range of 100 to 1,000 nm, more preferably 150 nm 700 nm.
  • pigments are commercially available, for example under the trade names Rona®, Colorona®, Xirona®, Dicrona® and Timiron® from Merck, Ariabel® and Unipure® from Sensient, Prestige® or SynCrystal from Eckart Cosmetic Colors, Flamenco®, Cellini®, Cloisonne®, Duocrome®, Gemtone®, Timica®, MultiReflections, Chione from BASF SE and Sunshine® from Sunstar.
  • Colorona® examples of very particularly preferred pigments with the trade name Colorona® are: Colorona Copper, Merck, MICA, CI 77491 (IRON OXIDES)
  • Xirona® examples of further particularly preferred pigments with the trade name Xirona® are: Xirona® Golden Sky, Merck, Silica, CI 77891 (Titanium Dioxide), Tin Oxide
  • particularly preferred pigments with the trade name Unipure® are, for example:
  • agent (a) and/or agent (b) used in the process can also contain one or more color-imparting compounds from the group of organic pigments.
  • 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 11725 , 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
  • agent (a) and/or agent (b) contains at least one coloring compound from the group of organic pigments selected from the group consisting of 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 11725, CI 15510, CI 45370, CI 71105, red pigments with the Color Index numbers CI 12085, CI 12120, CI 12370, CI 12420, CI 124
  • the organic pigment can also be a colored lake.
  • the term colored lake is understood to mean particles comprising 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.
  • agent (a) and/or agent (b) can also contain one or more color-imparting compounds from the group of organic pigments.
  • a method is characterized in that agent (a) and/or agent (b) contains at least one coloring compound from the group of organic pigments, which is selected from the group of 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 11725, CI 15510, CI 45
  • agent (a) and/or agent (b) also comprises a coloring compound from the group of pigments and/or substantive dyes, the coloring compound comprising a pigment from the group of organic pigments.
  • agent (a) and/or agent (b) also comprises a color-providing compound from the group of pigments and/or substantive dyes, the color-providing compound comprising at least one pigment from the group of organic pigments and wherein the organic pigment has a particle diameter in the range of 100 to 1000 nm, more preferably 150 nm 700 nm.
  • suitable coloring compounds from the group of pigments are inorganic and/or organic pigments which have been modified with a polymer.
  • the polymer modification can, for example, increase the affinity of the pigments for the respective material of the at least one layer.
  • agent (a) and/or the agent (b) it is also possible to use so-called metallic effect pigments as the coloring compound.
  • the metallic effect pigments can contain, in particular, pigments based on a lamellar substrate flake, pigments based on lenticular substrate flakes and/or pigments based on substrate flakes which comprise “vacuum metallized pigments” (VMP).
  • VMP vacuum metallized pigments
  • the substrate flakes comprise a metal, preferably aluminum, or an alloy.
  • Metal substrate flake-based metallic effect pigments preferably have a coating which acts, inter alia, as a protective layer.
  • Suitable metal effect pigments include, for example, the pigments Alegrace® Marvelous, Alegrace® Spotify or Alegrace® Aurous from Schlenk Metallic Pigments. Also suitable metal effect pigments are the aluminum-based pigments from the SILVERDREAM series and the pigments from Eckart's VISIONAIRE series based on aluminum or on copper-Zzinc-containing metal alloys.
  • the use of the aforementioned pigments in the composition (a) and/or (b) is particularly preferred. Furthermore, it is preferred if 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 feel 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 D50 of from 1 to 50 ⁇ m, preferably from 5 to 45 ⁇ m, preferably from 10 to 40 ⁇ m, in particular from 14 to 30 ⁇ m.
  • the mean particle size D50 can be determined, for example, using dynamic light scattering (DLS).
  • agent (a) - based on the total weight of agent (a) - also contains one or more coloring compound(s) in the form of pigments in a total amount of 0.01 to 10 wt %, preferably from 0.1 to 8% by weight, more preferably from 0.2 to 6% by weight and very particularly preferably from 0.5 to 4.5% by weight.
  • the method is characterized in that the agent (b) - based on the total weight of the agent (b) - also one or more coloring compound (s) in the form of pigments in a total amount of 0.01 to 10% by weight, preferably from 0.1 to 8% by weight, more preferably from 0.2 to 6% by weight and very particularly preferably from 0.5 to 4.5% by weight.
  • the agents (a) and/or agents (b) used in the process may also contain one or more direct dyes as the coloring compound(s).
  • Direct dyes are dyes that are applied directly to the hair and do not require an oxidative process to form the color. Direct dyes are usually nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones, triarylmethane dyes or indophenols.
  • the substantive dyes for the purposes of the present invention have a solubility in water (760 mmHg) at 25° C. of more than 0.5 g/l and are therefore not to be regarded as pigments.
  • the substantive dyes for the purposes of the present invention preferably have a solubility in water (760 mmHg) at 25° C. of more than 1 g/l.
  • Direct dyes can be divided into anionic, cationic and nonionic direct dyes.
  • agent (a) and/or agent (b) also contains at least one anionic, cationic and/or nonionic direct dye as the coloring compound.
  • agent (a) and/or agent (b) also contains at least one color-providing compound from the group of anionic, nonionic and/or cationic direct dyes.
  • Suitable cationic direct dyes are Basic Blue 7, Basic Blue 26, Basic Violet 2 and Basic Violet 14, Basic Yellow 57, Basic Red 76, Basic Blue 16, Basic Blue 347 (Cationic Blue 347/Dystar), HC Blue no. 16, Basic Blue 99, Basic Brown 16, Basic Brown 17, Basic Yellow 57, Basic Yellow 87, Basic Orange 31, Basic Red 51, Basic Red 76
  • nonionic direct dyes which can be used are nonionic nitro and quinone dyes and neutral azo dyes.
  • Suitable nonionic substantive dyes are those under the international designations or trade names HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 12, HC Orange 1, Disperse Orange 3, HC Red 1, HC Red 3, HC Red 10, HC Red 11, HC Red 13, HC Red BN, HC Blue 2, HC Blue 11, HC Blue 12, Disperse Blue 3, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Disperse Black 9 known compounds, as well as 1,4-diamino-2-nitrobenzene, 2-amino-4-nitrophenol, 1,4-bis-(2-hydroxyethyl)-amino-2-nitrobenzene, 3-nitro-4-(2-hydroxyethyl)-aminophenol, 2-(2-Hydroxyethyl)amino- 4,6-dinitrophenol, 4-[(2-Hydroxyethyl)amino
  • agent (a) and/or agent (b) also contains at least one anionic direct dye as the coloring compound.
  • Anionic direct dyes are also referred to as acid dyes.
  • Acid dyes are understood as meaning direct dyes which have at least one carboxylic acid group (-COOH) and/or one sulfonic acid group (-SO3H).
  • the profaned forms (-COOH, -SO3H) of the carboxylic acid or sulfonic acid groups are in equilibrium with their deprotonated forms (-COO-, -SCh).
  • the proportion of profaned forms increases. If substantive dyes are used in the form of their salts, the carboxylic acid groups or
  • Sulfonic acid groups are present in deprotonated form and are neutralized with corresponding stoichiometric equivalents of cations to maintain electroneutrality.
  • the acid dyes can also be used in the form of their sodium salts and/or their potassium salts.
  • the acid dyes for the purposes of the present invention have a solubility in water (760 mmHg) at 25° C. of more than 0.5 g/l and are therefore not to be regarded as pigments.
  • the acid dyes for the purposes of the present invention preferably have a solubility in water (760 mmHg) at 25° C. of more than 1 g/l.
  • alkaline earth metal salts such as, for example, calcium salts and magnesium salts
  • aluminum salts of acid dyes often have poorer solubility than the corresponding alkali metal salts. If the solubility of these salts is below 0.5 g/L (25 °C, 760 mmHg), they do not fall under the definition of a substantive dye.
  • An essential feature of acid dyes is their ability to form anionic charges, with the carboxylic acid or sulfonic acid groups responsible for this usually being linked to different chromophoric systems.
  • Suitable chromophoric systems are found, for example, in the structures of nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinone dyes, triarylmethane dyes, xanthene dyes, rhodamine dyes, oxazine dyes and/or indophenol dyes.
  • agent (a) and/or agent (b) also contains at least one anionic direct dye as coloring compound, which is selected from Group of nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinone dyes, triarylmethane dyes, xanthene dyes, rhodamine dyes, oxazine dyes and/or indophenol dyes, the dyes from the aforementioned group each having at least one carboxylic acid group (-COOH), a sodium carboxylate group (-COONa), a potassium carboxylate group (-COOK), a sulfonic acid group (-SO3H), a sodium sulfonate group (-SOsNa) and/or a potassium sulfonate group (-SO3K).
  • anionic direct dye as coloring compound which is selected from Group of nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinone dyes
  • Acid Yellow 1 (D&C Yellow 7, Citronin A, Ext. D&C Yellow No. 7, Japan Yellow 403, CI 10316, COLIPA n° B001), Acid Yellow 3 (COLIPA n° : C 54, D&C Yellow N° 10, Quinoline Yellow, E104, Food Yellow 13), Acid Yellow 9 (CI 13015), Acid Yellow 17 (CI 18965), Acid Yellow 23 (COLIPA n° C 29, Covacap Jaune W 1100 (LCW), Sicovit Tartrazine 85 E 102 (BASF), Tartrazine, Food Yellow 4, Japan Yellow 4, FD&C Yellow No.
  • Acid Yellow 1 (D&C Yellow 7, Citronin A, Ext. D&C Yellow No. 7, Japan Yellow 403, CI 10316, COLIPA n° B001), Acid Yellow 3 (COLIPA n° : C 54, D&C Yellow N° 10, Quinoline Yellow, E104, Food Yellow 13), Acid Yellow 9 (CI 13015), Acid Yellow 17 (CI 18965), Acid Yellow 23 (COLIPA n° C 29, Co
  • Acid Yellow 36 (CI 13065), Acid Yellow 121 (CI 18690), Acid Orange 6 (CI 14270), Acid Orange 7 (2-Naphthol orange, Orange II, CI 15510, D&C Orange 4, COLIPA n° C015), Acid Orange 10 (Cl 16230; Orange G sodium salt), Acid Orange 11 (Cl 45370), Acid Orange 15 (Cl 50120), Acid Orange 20 (Cl 14600), Acid Orange 24 (BROWN 1 ;CI 20170;KATSU201 ;nosodium salt;Brown No.201 ;RESORCIN BROWN;ACID ORANGE 24;Japan Brown 201 ;D & C Brown No.1), Acid Red 14 (Cl14720), Acid Red 18 (E124, Red 18; Cl 16255), Acid Red 27 (E 123, Cl 16185, C-Red 46, Fast Red D, FD&C Red No.2, Food Red 9, Naphthol Red S), Acid Red 33 (Red 33, Fuchsia Red, D&C Red 33,
  • Acid Green 50 (Brilliant Acid Green BS, Cl 44090, Acid Brilliant Green BS, E 142), Acid Black 1 (Black n° 401, Naphthalene Black 10B, Amido Black 10B, Cl 20 470, COLIPA n° B15), Acid Black 52 (Cl 15711), Food Yellow 8 (Cl 14270), Food Blue 5, D&C Yellow 8, D&C Green 5, D&C Orange 10, D&C Orange 11 , D&C Red 21 , D&C Red 27, D&C Red 33, D&C Violet 2 and/or D&C Brown 1 .
  • the water solubility of the anionic direct dyes can be determined, for example, in the following way. 0.1 g of the anionic direct dye are placed in a beaker. A stir bar is added. Then 100 ml of water are added. This mixture is heated to 25°C on a magnetic stirrer with stirring. Stir for 60 minutes. The aqueous mixture is then assessed visually. If there are still undissolved residues, the amount of water is increased - for example in steps of 10 ml. Water is added until the amount of dye used has completely dissolved. If the dye-water mixture cannot be assessed visually due to the high intensity of the dye, the mixture is filtered. If a proportion of undissolved dyes remains on the filter paper, the solubility test is repeated with a larger amount of water. Dissolve 0.1 g of the anionic direct dye at 25 °C in 100 ml water, the solubility of the dye is 1 g/L.
  • Acid Yellow 1 is named 8-Hydroxy-5,7-dinitro-2-naphthalenesulfonic acid disodium salt and has a solubility in water of at least 40 g/L (25°C).
  • Acid Yellow 3 is a mixture of the sodium salts of mono- and disulfonic acids of 2-(2-quinolyl)-1H-indene-1,3(2H)-dione and has a water solubility of 20 g/L (25°C).
  • Acid Yellow 9 is the disodium salt of 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid, its water solubility is above 40 g/L (25 °C).
  • Acid Yellow 23 is the trisodium salt of 4,5-dihydro-5-oxo-1-(4-sulfophenyl)-4-((4-sulfophenyl)azo)- 1 H-pyrazole-3-carboxylic acid and good in at 25 °C Water soluble.
  • Acid Orange 7 is the sodium salt of 4-[(2-hydroxy-1-naphthyl)azo]benzenesulfonate. Its water solubility is more than 7 g/L (25 °C).
  • Acid Red 18 is the trisodium salt of 7-hydroxy-8-[(E)-(4-sulfonato-1-naphthyl)-diazenyl)]-1,3-naphthalenedisulfonate and has a very high water solubility of more than 20% by weight. %.
  • Acid Red 33 is the disodium salt of 5-amino-4-hydroxy-3-(phenylazo)-naphthalene-2,7-disulphonate, its water solubility is 2.5 g/L (25 °C).
  • Acid Red 92 is the disodium salt of 3,4,5,6-tetrachloro-2-(1,4,5,8-tetrabromo-6-hydroxy-3-oxoxanthen-9-yl)benzoic acid, its water solubility specified as greater than 10 g/L (25 °C).
  • Acid Blue 9 is the disodium salt of 2-( ⁇ 4-[N-ethyl(3-sulfonatobenzyl)amino]phenyl ⁇ 4-[(N-ethyl(3-sulfonatobenzyl)imino]-2,5-cyclohexadien-1- ylidene ⁇ methyl)-benzenesulfonate and has a water solubility of more than 20% by weight (25 °C).
  • agent (a) and/or agent (b) also contains at least one color-providing compound from the group of anionic direct dyes, which is selected from the group consisting of Acid Yellow 1, Acid Yellow 3, Acid Yellow 9, Acid Yellow 17, Acid Yellow 23, Acid Yellow 36, Acid Yellow 121, Acid Orange 6, Acid Orange 7, Acid Orange 10, Acid Orange 11, Acid Orange 15, Acid Orange 20, Acid Orange 24 , Acid Red 14, Acid Red, Acid Red 27, Acid Red 33, Acid Red 35, Acid Red 51 , Acid Red 52, Acid Red 73, Acid Red 87, Acid Red 92, Acid Red 95, Acid Red 184, Acid Red 195, Acid Violet 43, Acid Violet 49, Acid Violet 50, Acid Blue 1 , Acid Blue 3, Acid Blue 7, Acid Blue 104, Acid Blue 9, Acid Blue 62, Acid Blue 74, Acid Blue 80, Acid Green 3, Acid Green 5, Acid Green 9, Acid Green 22, Acid Green 25, Acid Green 50, Acid Black 1, Acid Black 52, Food Yellow 8, Food Blue 5, D&C Yellow 8, D&C Green 5, D&C Oran ge 10, D&C Orange 11, D&
  • the or the substantive dyes in particular the anionic substantive dyes, depending on the desired color intensity in different amounts in the means (a) and / or the Means (b) are used. Particularly good results could be obtained when the agent
  • the method is characterized in that the agent (a) and/or the agent - based on the total weight of the agent (a) and/or the agent
  • a method for dyeing keratinic material, in particular human hair comprising the following steps:
  • agent (a) to the keratin material, the agent (a) containing:
  • At least one coloring compound comprising at least one inorganic pigment selected from the group consisting of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides, metal sulfates, bronze pigments and mixtures thereof,
  • agent (b) to the keratinic material, the agent (b) containing:
  • Method for coloring keratinic material, in particular human hair comprising the following steps:
  • agent (a) to the keratin material, the agent (a) containing:
  • (a3) at least one coloring compound comprising at least one inorganic pigment selected from the group consisting of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides, metal sulfates, bronze pigments and mixtures thereof and at least one pigment selected from the group consisting of pigments based on a lamellar, metallic substrate flake, pigments based on a lenticular, metallic substrate flakes, pigments based on a metallic substrate flake, which includes a "vacuum metallized pigment" (VMP), and mixtures thereof,
  • VMP vacuum metallized pigment
  • agent (b) to the keratinic material, the agent (b) containing:
  • a method for dyeing keratinic material, in particular human hair comprising the following steps:
  • agent (a) to the keratin material, the agent (a) containing:
  • At least one coloring compound comprising at least one inorganic pigment selected from the group consisting of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides, metal sulfates, bronze pigments and mixtures thereof and at least one pigment comprising a).
  • Substrate flakes comprising mica, and ß) a coating comprising at least a first metal oxide (hydrate) layer comprising TiÜ2, SnÜ2 and/or iron oxide(s),
  • agent (b) to the keratinic material, the agent (b) containing:
  • Method for coloring keratinic material, in particular human hair comprising the following steps:
  • agent (a) to the keratin material, the agent (a) containing:
  • At least one coloring compound comprising at least one inorganic pigment selected from the group consisting of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides, metal sulfates, bronze pigments and mixtures thereof,
  • agent (b) to the keratinic material, the agent (b) containing:
  • (b2) at least one coloring compound comprising at least one pigment selected from the group consisting of pigments based on a lamellar, metallic substrate flake, pigments based on a lenticular, metallic substrate flake, pigments based on a metallic substrate flake, which is a "vacuum metallized pigment” (VMP) and mixtures thereof.
  • VMP vacuum metallized pigment
  • agent (a) to the keratin material, the agent (a) containing:
  • At least one coloring compound comprising at least one inorganic pigment selected from the group consisting of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides, metal sulfates, bronze pigments and mixtures thereof,
  • agent (b) to the keratinic material, the agent (b) containing:
  • (b2) at least one coloring compound comprising a pigment comprising a) a substrate flake comprising mica, and ß) a coating comprising at least a first metal oxide (hydrate) layer comprising TiÜ2, SnÜ2 and/or iron oxide(s).
  • a method for dyeing keratinic material, in particular human hair comprising the following steps:
  • agent (a) to the keratin material, the agent (a) containing:
  • At least one coloring compound comprising at least one inorganic pigment selected from the group consisting of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides, metal sulfates, bronze pigments and mixtures thereof,
  • agent (b) to the keratinic material, the agent (b) containing:
  • (b2) at least one coloring compound comprising a pigment comprising a) a substrate flake comprising borosilicate glass, and ß) a coating comprising at least a first metal oxide (hydrate) layer comprising TiÜ2, SnO2, SiÜ2 and/or iron oxide(s). ).
  • a method for dyeing keratinic material, in particular human hair comprising the following steps:
  • agent (a) to the keratin material, the agent (a) containing:
  • (a2) at least one hydroxyacetophenone, and (a3) at least one color-providing compound comprising at least one organic pigment selected from the group consisting of 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 11725, CI 15510, CI 45370, CI 71105, red pigments with the Color Index numbers CI
  • agent (b) to the keratinic material, the agent (b) containing: (b1) at least one sealing agent.
  • a method for dyeing keratinic material, in particular human hair comprising the following steps:
  • agent (a) to the keratin material, the agent (a) containing:
  • (a3) at least one color-providing compound comprising at least one organic pigment selected from the group consisting of 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 11725, 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,
  • agent (b) to the keratinic material, the agent (b) containing:
  • Method for coloring keratinic material, in particular human hair comprising the following steps:
  • an agent (a) to the keratin material the agent (a) containing: (a1) at least one organic silicon compound from the group of silanes having one, two or three silicon atoms,
  • (a3) at least one color-providing compound comprising at least one organic pigment selected from the group consisting of 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 11725, 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,
  • agent (b) to the keratinic material, the agent (b) containing:
  • a method for dyeing keratinic material, in particular human hair comprising the following steps:
  • agent (a) to the keratin material, the agent (a) containing:
  • (a3) at least one color-providing compound comprising at least one organic pigment selected from the group consisting of 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 11725, CI 15510, CI 45370, CI 71105, red pigments with the Color Index numbers CI
  • agent (b) to the keratinic material, the agent (b) containing:
  • (b2) at least one coloring compound comprising at least one pigment selected from the group consisting of pigments based on a lamellar, metallic substrate flake, pigments based on a lenticular, metallic substrate flake, Pigments based on a metallic substrate platelet, which includes a "vacuum metallized pigment” (VMP), and mixtures thereof.
  • VMP vacuum metallized pigment
  • a method for dyeing keratinic material, in particular human hair comprising the following steps:
  • agent (a) to the keratin material, the agent (a) containing:
  • (a3) at least one color-providing compound comprising at least one organic pigment selected from the group consisting of 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 21 108, CI 47000, CI 47005, green pigments with the Color Index numbers CI 61565, CI 61570, CI 74260, orange pigments with the Color Index numbers CI 11725, CI 15510, CI 45370, CI 71 105, red pigments with the Color Index numbers CI
  • agent (b) to the keratinic material, the agent (b) containing:
  • (b1) at least one sealing agent, comprising a film-forming polymer, and (b2) at least one coloring compound, comprising a pigment, comprising a) a substrate platelet, comprising mica, and ß) a coating, comprising at least a first metal oxide (hydrate) layer, including TiÜ2, SnÜ2 and/or iron oxide(s).
  • a method for dyeing keratinic material, in particular human hair comprising the following steps:
  • agent (a) to the keratin material, the agent (a) containing:
  • (a3) at least one color-providing compound comprising at least one organic pigment selected from the group consisting of 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 21 108, CI 47000, CI 47005, green pigments with the Color Index numbers CI 61565, CI 61570, CI 74260, orange pigments with the Color Index numbers CI 11725, CI 15510, CI 45370, CI 71 105, red pigments with the Color Index numbers CI 12085, CI 12120, CI 12370, CI 12420, CI 12490, CI 14700 , CI 15525, CI 155
  • agent (b) to the keratinic material, the agent (b) containing:
  • a coloring compound comprising a pigment, comprising a) a substrate platelet, comprising borosilicate glass, and ß) a coating, comprising at least a first metal oxide (hydrate) layer, comprising TiC>2, SnC>2, SiC>2, and/or iron oxide(s).
  • a method for dyeing keratinic material, in particular human hair comprising the following steps:
  • agent (a) to the keratin material, the agent (a) containing:
  • agent (b) to the keratinic material, the agent (b) containing:
  • a method for dyeing keratinic material, in particular human hair comprising the following steps:
  • agent (a) to the keratin material, the agent (a) containing:
  • VMP vacuum metallized pigment
  • agent (b) to the keratinic material, the agent (b) containing:
  • (b1) at least one sealing reagent.
  • a method for dyeing keratinic material, in particular human hair comprising the following steps:
  • agent (a) to the keratin material, the agent (a) containing:
  • agent (b) to the keratinic material, the agent (b) containing:
  • VMP vacuum metallized pigment
  • pigments from the group of iron oxide pigments can have an undesirable effect on the pH of the composition (a). This applies in particular to ground iron oxide pigments and even more so to ground iron oxide pigments with a small particle diameter, i.e. a particle diameter in the range from 100 to 1,000 nm.
  • a hydroxyacetophenone (a2) in particular by using 4-hydroxyacetophenone, in the agent (a ) the pH of the agent can be adjusted and maintained in the optimal pH range for the reactions of the organosilicon compounds (a1) on the keratin material.
  • the agents can additionally contain one or more surfactants.
  • surfactants is understood as meaning surface-active substances. A distinction is made between anionic surfactants consisting of a hydrophobic residue and a negatively charged hydrophilic head group, amphoteric surfactants, which carry both a negative and a compensating positive charge, cationic surfactants, which have a positively charged hydrophilic group in addition to a hydrophobic residue, and nonionic surfactants, which have no charges but rather strong dipole moments and are strongly hydrated in aqueous solution.
  • Zwitterionic surfactants are surface-active compounds which contain at least one quaternary ammonium group and at least one —COO° or —SCh 0 group in the molecule.
  • Particularly suitable zwitterionic surfactants are the so-called betaines such as the N- Alkyl N,N-dimethylammonium glycinates, for example cocoalkyldimethylammonium glycinate, N-acylaminopropyl-N,N-dimethylammonium glycinates, for example cocoacylaminopropyldimethylammonium glycinate, and 2-alkyl-3-carboxymethyl-3-hydroxyethylimidazolines with each 8 to 18 carbon atoms in the alkyl or acyl group and the cocoacylaminoethylhydroxyethylcarboxymethylglycinate.
  • a preferred zwitterionic surfactant is the fatty acid amide derivative known by the INCI name Cocamidoprop
  • Ampholytic surfactants are surface-active compounds which, in addition to a Ca-C 24 -alkyl or -acyl group, contain at least one free amino group and at least one --COOH or --SOaH group in the molecule and are capable of forming inner salts.
  • ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids, each with about 8 to 24 C -atoms in the alkyl group.
  • amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amido betaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines.
  • ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and Ci2-Ci8-acylsarcosine.
  • the agents can also additionally contain at least one nonionic surfactant.
  • Suitable nonionic surfactants are alkyl polyglycosides and alkylene oxide adducts with fatty alcohols and fatty acids with 2 to 30 moles of ethylene oxide per mole of fatty alcohol or fatty acid. Preparations with good properties are also obtained if they contain, as nonionic surfactants, fatty acid esters of ethoxylated glycerol which have been reacted with at least 2 moles of ethylene oxide.
  • Particularly preferred nonionic surfactants are alkyl polyglycosides, especially alkyl polyglucosides.
  • the agents can also contain at least one cationic surfactant.
  • Cationic surfactants are understood as meaning surfactants, ie surface-active compounds, each with one or more positive charges. Cationic surfactants only contain positive charges. These surfactants are usually made up of a hydrophobic part and a hydrophilic head group, with the hydrophobic part usually consisting of a hydrocarbon skeleton (e.g. consisting of one or two linear or branched alkyl chains), and the positive charge(s) located in the hydrophilic head group.
  • cationic surfactants are quaternary ammonium compounds which can carry one or two alkyl chains with a chain length of 8 to 28 carbon atoms as hydrophobic radicals, - quaternary phosphonium salts substituted with one or more alkyl chains having a chain length of 8 to 28 carbon atoms or
  • the cationic charge can also be part of a heterocyclic ring (e.g. an imidazolium ring or a pyridinium ring) in the form of an onium structure.
  • the cationic surfactant can also contain other uncharged functional groups, as is the case with esterquats, for example.
  • the cationic surfactants are used in a total amount of 0.1 to 45% by weight, preferably 1 to 30% by weight and very particularly preferably 1 to 15% by weight, based on the total weight of the agent in question.
  • the agents can also contain at least one anionic surfactant.
  • anionic surfactants Surface-active agents with exclusively anionic charges (neutralized by a corresponding counter-cation) are referred to as anionic surfactants.
  • anionic surfactants are fatty acids, alkyl sulfates, alkyl ether sulfates and ether carboxylic acids with 12 to 20 carbon atoms in the alkyl group and up to 16 glycol ether groups in the molecule.
  • the anionic surfactants are used in a total amount of 0.1 to 45% by weight, preferably 1 to 30% by weight and very particularly preferably 1 to 15% by weight, based on the total weight of the agent in question.
  • Agent (a) and/or agent (b) may also contain a matting agent.
  • Suitable matting agents include, for example, (modified) starches, waxes, talc and/or (modified) silicic acids.
  • the amount of matting agent is preferably between 0.1 and 10% by weight, based on the total amount of agent (a) or agent (b).
  • Agent (a) preferably contains a matting agent.
  • Agent (a) and/or agent (b) may also contain a thickener.
  • agent (a) and/or (b) When using the agents (a) and/or (b), they must not be too thin and drip down from the keratin material. For this reason it can be preferred that agent (a) and/or (b) contains a thickener.
  • a method for coloring keratinic material is therefore preferred, which is characterized in that agent (a) and/or agent (b) also contains a thickener.
  • Suitable thickeners include, for example, chemically modified celluloses such as propyl cellulose, methylethyl cellulose, carboxymethyl cellulose, hydroxyethyl cellulose, methyl hydroxyethyl cellulose, ethyl hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methyl cellulose, carboxymethyl hydroxyethyl cellulose, sulfoethyl cellulose, carboxymethyl sulfoethyl cellulose, hydroxypropyl sulfoethyl cellulose, hydroxyethyl sulfoethyl cellulose, methylethyl hydroxyethyl cellulose, methyl sulfoethyl cellulose and/or ethyl sulfoethyl cellulose.
  • chemically modified celluloses such as propyl cellulose, methylethyl cellulose, carboxymethyl cellulose, hydroxyethyl cellulose,
  • agent (a) and/or agent (b) also contains a thickener selected from the group consisting of propyl cellulose, methylethyl cellulose, carboxymethyl cellulose, hydroxyethyl cellulose, methylhydroxyethyl cellulose, ethylhydroxyethyl cellulose, Hydroxypropyl cellulose, hydroxypropylmethyl cellulose, carboxymethylhydroxyethyl cellulose, sulfoethyl cellulose, carboxymethylsulfoethyl cellulose, hydroxypropylsulfoethyl cellulose, hydroxyethylsulfoethyl cellulose, methylethylhydroxyethyl cellulose, methylsulfoethyl cellulose, ethylsulfoethyl cellulose and mixtures thereof.
  • a thickener selected from the group consisting of propyl cellulose, methylethyl cellulose, carboxymethyl cellulose, hydroxyethyl
  • Particularly suitable thickeners are selected from hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropylmethyl cellulose and mixtures thereof.
  • a method for coloring keratinic material is characterized in that agent (a) and/or agent (b) also contains a thickener selected from the group consisting of hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropylmethyl cellulose and mixtures thereof.
  • galactomannans include galactomannans with the INCI designation Cyamopsis tetragonoloba gum (guar gum), galactomannans with the INCI designation Ceratonia Siliqua (Carob) Gum (Locust Bean Gum), galactomannans with the INCI designation Cassia Gum and galactomannans with the INCI designation Caesalpinia Spinosa Gum ( tara gum).
  • agent (a) and/or agent (b) also contains at least one galactomannan which is selected from the group consisting of galactomannans with the INCI name Cyamopsis tetragonoloba gum (guar gum ), galactomannans with the INCI designation Ceratonia Siliqua (Carob) Gum (Locust Bean Gum), galactomannans with the INCI designation Cassia Gum and galactomannans with the INCI designation Caesalpinia Spinosa Gum (Tara Gum).
  • the galactomannan comprises a galactomannan with the INCI name Caesalpinia Spinosa Gum (Tara Gum).
  • the amount of thickener is preferably between 0.1 and 10% by weight, based in each case on the total amount of agent (a) and/or agent (b).
  • the agents can also contain other active ingredients, auxiliaries and additives, such as solvents, fatty components such as Ca-Cso-fatty acid triglycerides, Ca-Cso-fatty acid monoglycerides, Ca-Cso-fatty acid diglycerides and/or hydrocarbons; structurants such as glucose, maleic acid and lactic acid, hair conditioning compounds such as phospholipids, e.g.
  • lecithin and cephalins perfume oils, dimethylisosorbide and cyclodextrins; fiber structure-improving active ingredients, in particular mono-, di- and oligosaccharides such as glucose, galactose, fructose, fructose and lactose; dyes for coloring the agent; anti-dandruff agents such as Piroctone Olamine, Zinc Omadine and Climbazole;
  • the person skilled in the art will select these further substances in accordance with the desired properties of the agents. With regard to other optional components and the amounts of these components used, express reference is made to the relevant handbooks known to those skilled in the art.
  • the additional active ingredients and auxiliaries are preferably used in the preparations according to the invention in amounts of 0.0001 to 25% by weight, in particular 0.0005 to 15% by weight, based on the total weight of the respective agent.
  • agents (a) and (b) are applied to the keratin materials, in particular to human hair.
  • the means (a) and (b) are the ready-to-use means.
  • the means (a) and (b) are different from each other.
  • Agents (a) and (b) can in principle be used simultaneously or successively, successive use being preferred. The best results could be obtained if, in a first step, agent (a) was applied to the keratin materials and in a second step agent (b) was used.
  • a method for treating keratinic material, in particular for coloring keratinic material, in particular human hair, comprising the following steps in the order given: o in a first step, application of an agent (a) to the keratinic material, wherein the agent (a) contains:
  • agent (b) at least one hydroxyacetophenone, and o in a second step application of an agent (b) to the keratin material, the agent (b) containing:
  • (b1) at least one sealing agent, where at least one of the agents (a) and (b) also contains at least one color-providing compound from the group of pigments and/or direct dyes.
  • agents (a) and (b) are also particularly preferably used within one and the same coloring process, which means that between the use of agents (a) and (b ) is a maximum period of a few hours.
  • the method is characterized in that agent (a) is applied first and then agent (b) is applied, the period between the application of agents (a) and (b) being a maximum of 24 hours, preferably at most 12 hours and particularly preferably at most 6 hours.
  • a characteristic feature of agent (a) is its content of at least one reactive organic silicon compound (a1).
  • the reactive organic silicon compound or compounds (a1) enter into an oligomerization or polymerization reaction and in this way functionalize the hair surface as soon as it comes into contact with it. In this way, a first film is formed.
  • a second agent (b) is now applied to the hair.
  • the agent (b) comprising at least one film-forming polymer as sealing agent (b1)
  • this enters into an interaction with the silane film and in this way is bound to the keratinic materials.
  • the formation of the silane film is positively influenced during the use of agent (b), comprising at least one alkalizing agent or acidifying agent as sealing agent (b1).
  • the desired coloring of the keratinic material is achieved with the aid of the coloring compound in agent (a) and/or in medium (b).
  • the coloring can be done with a colored silane film (the coloring compound is only in agent (a)), with a colored polymer film (the coloring compound is only in agent (b) and this contains a film-forming polymer as a sealing agent (b1)) or by a colored silane film and by a colored polymer film (agents (a) and (b) each contain at least one coloring compound and agent (b) contains a film-forming polymer as sealing agent (b1)).
  • rinsing out the keratinic material with water in steps (3) and (6) of the method means that only water is used for the rinsing process, without the use of other agents other than agents (a) and (b). would apply.
  • the agent (a) is first applied to the keratin materials, in particular human hair.
  • the agent (a) is left to act on the keratin materials.
  • exposure times of 10 seconds to 10 minutes, preferably 20 seconds to 5 minutes and very particularly preferably 30 seconds to 2 minutes on the hair have proven particularly advantageous.
  • agent (a) can now be rinsed from the keratinic materials before agent (b) is applied to the hair in the subsequent step.
  • step (4) agent (b) is now applied to the keratinic materials. After application, the agent (b) is now allowed to act on the hair. Even if the agent (b) is allowed to act for a short time, the process permits the production of colorations with particularly good intensity and fastness to washing. Exposure times of 10 seconds to 10 minutes, preferably 20 seconds to 5 minutes and very particularly preferably 30 seconds to 3 minutes on the hair have proven particularly advantageous.
  • step (6) agent (b) (and any agent (a) still present) is then rinsed out of the keratinic material with water.
  • the sequence of steps (1) to (6) preferably takes place within 24 hours.
  • agent (a) contains a class of highly reactive compounds which, when used, can undergo hydrolysis or oligomerization and/or polymerization. Due to their high reactivity, these organic silicon compounds form a film on the keratin material.
  • an agent (a) by mixing a first agent (a ') and a second agent (a "), wherein o the first agent (a ') at least one organic silicon compound (a1) from the group of silanes with a , contains two or three silicon atoms, and the second agent (a") contains at least one hydroxyacetophenone (a2) and at least one coloring compound from the group of pigments and/or direct dyes,
  • composition (a′) itself is preferably formulated with little or no water.
  • a method is characterized in that the agent (a') - based on the total weight of the agent (a') - has a water content of 0.001 to 10% by weight, preferably 0.5 to 9% by weight. %, more preferably from 1 to 8% by weight and very particularly preferably from 1.5 to 7% by weight.
  • Agent (a) may contain water.
  • Agent (a”) can also contain a thickener.
  • the agent (a") comprises a thickener selected from the group consisting of hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropylmethyl cellulose and mixtures thereof.
  • the ready-to-use agent (a) is prepared by mixing agents (a') and (a").
  • the user can first stir or shake agent (a'), which contains the organic silicon compound(s) (a1), with agent (a").
  • agent (a") contains the organic silicon compound(s) (a1)
  • agent (a") contains the organic silicon compound(s) (a1)
  • agent (a") contains the organic silicon compound(s) (a1)
  • agent (a") contains the organic silicon compound(s) (a1)
  • agent (a") contains the organic silicon compound(s) (a1)
  • agent (a") the user can now apply this mixture of (a') and (a") to the keratin materials - either directly after their production or after a short reaction time of 10 seconds to 30 minutes.
  • the user can apply the means (b) as described above.
  • an agent (a" ') which contains a color-providing compound from the group of pigments and / or direct dyes, comprising at least one pigment selected from the group consisting of pigments based on a lamellar metallic substrate flakes, pigments based on a lenticular metallic substrate flake, pigments based on a metallic substrate flake which comprises a "vacuum metallized pigment” (VMP), and mixtures thereof.
  • VMP vacuum metallized pigment
  • a method is characterized in that the agent (a" ') at least one pigment selected from the group consisting of pigments based on a lamellar, metallic substrate flakes, pigments based on a lenticular, metallic substrate flakes, pigments based on a metallic Substrate platelet comprising a "vacuum metallized pigment” (VMP), and mixtures thereof.
  • VMP vacuum metallized pigment
  • an agent (a) by mixing a first agent (a'), a second agent (a'') and a third agent (a'''), wherein o the first agent (a') contains at least one organic silicon compound ( a1) from the group of silanes with one, two or three silicon atoms, o the second agent (a") contains at least one hydroxyacetophenone and at least one coloring compound from the group of pigments and/or direct dyes, and o the third agent ( a"') at least one pigment selected from the group consisting of pigments based on a lamellar, metallic substrate flake, pigments based on a lenticular, metallic substrate flake, pigments based on a metallic substrate flake which comprises a "vacuum metallized pigment” (VMP), and mixtures thereof, contains
  • the ready-to-use agent (a) is prepared by mixing agents (a'), (a") and (a"').
  • the user can first stir or shake agent (a") with agent (a"') and then stir or shake the resulting mixture with agent (a') which contains the organic silicon compound(s) (a1). .
  • agent (a') which contains the organic silicon compound(s) (a1).
  • the user can now apply this mixture of (a'), (a") and (a"') to the keratin materials - either directly after their production or after a short reaction time of 10 seconds to 20 minutes.
  • the user can apply the means (b) as described above.
  • Multi-component packaging unit (kit-of-parts)
  • the user is preferably provided with all the means required in the form of a multi-component packaging unit (kit-of-parts).
  • a second object of the present invention is therefore a multi-component packaging unit (kit-of-parts) for coloring keratinic material, comprising a first container made up separately from one another with an agent (a'), the agent (a') containing: (a1) at least one organic silicon compound from the group of silanes with one, two or three silicon atoms, and a second container with an agent (a"), the agent (a") containing:
  • agent (b) at least one hydroxyacetophenone, and a third container with an agent (b), wherein the agent (b) contains:
  • (b1) at least one sealing reagent, wherein the components (a1), (a2) and (b1) have been disclosed in detail above and at least one of the agents (a") and (b) also at least one coloring compound from the group of pigments and / or contains the substantive dyes.
  • agent (a”) also contains at least one color-providing compound from the group of pigments and/or substantive dyes.
  • the organic silicon compounds (a1) contained in agent (a') of the kit from the group of silanes with one, two or three silicon atoms correspond to the organic silicon compounds (a1) that were also used in agent (a) of the method described above.
  • the at least one hydroxyacetophenone (a2) contained in agent (a") of the kit corresponds to the at least one hydroxyacetophenone (a2) that was also used in agent (a) of the method described above.
  • the sealing reagent (b1) contained in means (b) of the kit corresponds to the sealing reagent (b1) which was also used in means (b) of the method described above.
  • a multi-component packaging unit for coloring keratin material, which is made up separately from one another
  • a multi-component packaging unit for coloring keratin material is preferred, comprising a first container made up separately from one another with an agent (a'), the agent (a') containing: at least one organic silicon compound (a1) from the group of silanes with one, two or three silicon atoms, and a second container with an agent (a"), the agent (a") containing:
  • (b1) at least one sealing agent comprising a film-forming polymer, and also at least one color-providing compound from the group of pigments and/or substantive dyes, where components (a1), (a2) and (b1) have been disclosed in detail above.
  • a multi-component packaging unit for coloring keratin material
  • kit-of-parts for coloring keratin material
  • a multi-component packaging unit comprising a first container made up separately from one another with an agent (a'), the agent (a') containing: at least one organic silicon compound (a1) from the group of silanes with one, two or three silicon atoms, and a second container with an agent (a"), the agent (a") containing:
  • (b1) at least one sealing reagent, wherein components (a1), (a2) and (b1) have been disclosed in detail above.
  • agent (b) also comprises at least one coloring compound from the group of pigments and/or substantive dyes, to prepare ready-to-use agent (b) by mixing two agents (b') and (b") to manufacture.
  • the sealing reagent (b1) and the at least one coloring compound from the group of pigments and/or substantive dyes made up separately from one another.
  • a multi-component packaging unit for dyeing keratinic material, comprising a first container made up separately from one another with an agent (a'), the agent (a') containing: at least one organic silicon compound (a1) from the group of silanes with one, two or three silicon atoms, and a second container with an agent (a"), the agent (a") containing:
  • (a2) at least one hydroxyacetophenone and optionally at least one coloring compound from the group of pigments and/or substantive dyes, a third container with an agent (b'), the agent (b') containing:
  • (b1) at least one sealing reagent, comprising a film-forming polymer, and a fourth container with an agent (b"), wherein the agent (b") contains: at least one coloring compound from the group of pigments and/or substantive dyes, wherein components (a1), (a2) and (b1) have been disclosed in detail above.
  • agents (a"), (b') and/or (b) also contain a thickener.
  • a multi-component packaging unit (kit-of-parts) is preferred in which the agent (a′′) comprises a thickener selected from the group consisting of hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropylmethyl cellulose and mixtures thereof.
  • a multi-component packaging unit (kit-of-parts) is also preferred, in which the agent (b) comprises a thickener selected from the group consisting of ethyl cellulose, hydroxypropyl cellulose, hydroxypropylmethyl cellulose and mixtures thereof.
  • a multi-component packaging unit (kit-of-parts) is also preferred, in which the agent (a") and the agent (b) each comprise a thickener selected from the group consisting of ethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropylmethyl cellulose and mixtures thereof .
  • a multi-component packaging unit (kit-of-parts) is also preferred, in which the agent (a") and the agent (b') are each a thickener selected from the group consisting of ethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropylmethyl cellulose and mixtures thereof include.
  • the agent (a) and the agent (b') are each a thickener selected from the group consisting of ethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropylmethyl cellulose and mixtures thereof include.
  • the polymerisation when applied to human hair, if the oligo and polymerisation rate is too fast, the polymerisation will be completed before all hair sections can be treated. If the polymerisation is too fast, a full-head treatment is impossible. In the dyeing process, the rapid polymerization is reflected in an uneven color result, so that the areas that were last treated are only imperfectly dyed.
  • the ready-to-use agent (a) was prepared by mixing 5 g of agent (a') and 15 g of agent (a"). The pH of the agent (a) was 10.5.
  • agent (a) was massaged into a strand of hair (Kerling, Euro natural hair white) and left to act for 1 minute. Thereafter, agent (a) was rinsed out with water.
  • agent (b) was applied to the strand of hair, left to act for 5 minutes and then rinsed out with water as well.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)

Abstract

La présente invention concerne un procédé de coloration de matière kératinique, en particulier de cheveux humains, comprenant les étapes suivantes : l'application d'un agent (a) sur la matière kératinique, ledit agent (a) contenant : (a1) au moins un composé organosilicié du groupe des silanes à un, deux ou trois atomes de silicium, et (a2) au moins une hydroxyacétophénone ; et l'application d'un agent (b) sur la matière kératinique, ledit agent (b) contenant : (b1) au moins un réactif de scellement, au moins l'un des agents (a) et (b) contenant en outre au moins un composé colorant du groupe des pigments et/ou des colorants directs. L'invention concerne également une unité de conditionnement à composants multiples (kit de composants) pour la teinture de matière kératinique.
PCT/EP2022/074090 2021-09-20 2022-08-30 Procédé de teinture de matière kératinique, comprenant l'utilisation d'un composé organosilicié, d'une hydroxyacétophénone, d'un composé de teinture et d'un agent de post-traitement WO2023041322A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102021210422.3A DE102021210422A1 (de) 2021-09-20 2021-09-20 Verfahren zum Färben von keratinischem Material, umfassend die Anwendung von einer siliciumorganischen Verbindung, einem Hydroxyacetophenon, einer farbgebenden Verbindung und eines Nachbehandlungsmittels
DE102021210422.3 2021-09-20

Publications (1)

Publication Number Publication Date
WO2023041322A1 true WO2023041322A1 (fr) 2023-03-23

Family

ID=83361053

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2022/074090 WO2023041322A1 (fr) 2021-09-20 2022-08-30 Procédé de teinture de matière kératinique, comprenant l'utilisation d'un composé organosilicié, d'une hydroxyacétophénone, d'un composé de teinture et d'un agent de post-traitement

Country Status (2)

Country Link
DE (1) DE102021210422A1 (fr)
WO (1) WO2023041322A1 (fr)

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1492195A1 (de) * 1964-09-02 1969-12-04 Therachemie Chem Therapeut Verfahren und Mittel zur Erleichterung des Anfaerbens von Haaren mit anionaktiven direktziehenden Farbstoffen
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
DE102018209891A1 (de) * 2018-06-19 2019-12-19 Henkel Ag & Co. Kgaa Oxidatives Haaraufhell- oder Haarfärbemittel aus Kaltherstellung für Level 2-Colorationen
WO2020088814A1 (fr) * 2018-10-31 2020-05-07 Henkel Ag & Co. Kgaa Procédé de traitement des cheveux comprenant l'application d'un composé de silicium organique, d'un agent alcalinisant et d'un polymère filmogène

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1492195A1 (de) * 1964-09-02 1969-12-04 Therachemie Chem Therapeut Verfahren und Mittel zur Erleichterung des Anfaerbens von Haaren mit anionaktiven direktziehenden Farbstoffen
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
DE102018209891A1 (de) * 2018-06-19 2019-12-19 Henkel Ag & Co. Kgaa Oxidatives Haaraufhell- oder Haarfärbemittel aus Kaltherstellung für Level 2-Colorationen
WO2020088814A1 (fr) * 2018-10-31 2020-05-07 Henkel Ag & Co. Kgaa Procédé de traitement des cheveux comprenant l'application d'un composé de silicium organique, d'un agent alcalinisant et d'un polymère filmogène

Also Published As

Publication number Publication date
DE102021210422A1 (de) 2023-03-23

Similar Documents

Publication Publication Date Title
EP4301327A1 (fr) Procédé de coloration de matière kératinique comprenant l'utilisation d'un composé organosilicié, d'un polymère à fonction hydroxyamino, d'un composé de coloration et d'un réactif d'étanchéité
WO2022184344A1 (fr) Procédé de teinture de matière kératinique comprenant l'utilisation d'un composé d'organosilicium, d'un composé de teinture, d'un réactif d'étanchéité et d'un agent de prétraitement
WO2022012808A1 (fr) Procédé de teinture de matière kératinique, comprenant l'utilisation d'un composé organosilicié, d'un ester d'acide phosphorique et d'un composé colorant
EP4171499A1 (fr) Procédé de coloration de matière kératinique, comprenant l'utilisation d'un composé de silicium organique, d'un dérivé de silanol alkylé, d'un composé colorant et d'un agent de post-traitement
WO2021180369A1 (fr) Procédé de coloration de matière kératinique, comprenant l'utilisation d'un composé d'organosilicium, d'un acide alginique, d'un composé colorant et d'un agent de post-traitement
EP4132460A1 (fr) Procédé de coloration de matière kératinique, comprenant l'utilisation d'un composé organosilicié, d'un polysaccharide, d'un composé colorant et d'un agent de post-traitement
WO2021121723A1 (fr) Procédé de teinture de la matière kératinique, comprenant l'utilisation d'un composé organosilicié, d'un ester d'acide hydroxycarboxylique, d'un diol et d'un composé colorant
WO2023041322A1 (fr) Procédé de teinture de matière kératinique, comprenant l'utilisation d'un composé organosilicié, d'une hydroxyacétophénone, d'un composé de teinture et d'un agent de post-traitement
WO2023041284A1 (fr) Procédé de coloration de matière kératinique, comprenant l'utilisation d'un composé d'organosilicium, d'un acide aminé, d'un composé colorant et d'un agent de post-traitement
EP4366688A1 (fr) Procédé de coloration de matière kératinique comprenant l'application d'un composé organosilicié, de polyéthylène glycols, d'un composé colorant et d'un agent de post-traitement
WO2022167186A1 (fr) Procédé de coloration de matière kératinique comprenant l'utilisation d'un composé organosilicié, de carboxyméthylcellulose (sel), d'un composé colorant et d'un agent de post-traitement
WO2023280469A1 (fr) Procédé de coloration de matière kératinique comprenant l'application d'un composé d'organosilicium, d'un composé de coloration, d'un réactif d'étanchéité et d'un agent de prétraitement alcalin
WO2021180378A1 (fr) Procédé de coloration de matière kératinique comprenant l'utilisation d'un composé organosilicié, d'acide hyaluronique (sel), d'un composé colorant et d'un agent de post-traitement
WO2022184337A1 (fr) Procédé de coloration de matière kératinique comprenant l'utilisation d'un composé organo-silicié, un composé colorant, un réactif d'étanchéité et un agent de pré-traitement
WO2021259539A1 (fr) Procédé de teinture de matière kératinique au moyen d'un éther de polyéthylène glycol d'un ester d'acide gras de propylène glycol
WO2021254688A1 (fr) Procédé de coloration d'une matière kératinique, comprenant l'utilisation d'un composé organosilicié, d'un alkyl(poly)glycoside, d'un composé colorant et d'un agent de post-traitement
WO2021121715A1 (fr) Procédé de coloration de matériau kératinique, comprenant l'utilisation d'un composé d'organosilicium, d'un ester d'acide hydroxycarboxylique, d'un composé colorant et d'un agent de post-traitement
EP4117614A1 (fr) Procédé de coloration de matière kératinique, comprenant l'utilisation d'un composé d'organosilicium, d'un ester de glycérol, d'un composé colorant et d'un agent de post-traitement
WO2022073696A1 (fr) Procédé de teinture de matériau kératinique comprenant l'utilisation d'un composé d'organosilicium, un composé de teinture, un réactif d'étanchéité et un agent de prétraitement
WO2022184357A1 (fr) Procédé de coloration de matière kératinique comprenant l'utilisation d'un composé d'organosilicium, un composé de coloration, un réactif d'étanchéité et un agent de prétraitement contenant une enzyme
WO2022184336A1 (fr) Procédé de coloration de matière kératinique comprenant l'utilisation d'un composé organo-silicié, un composé colorant, un réactif d'étanchéité et un agent de post-traitement contenant un polymère
WO2021121716A1 (fr) Procédé de coloration de matériau kératinique, comprenant l'utilisation d'un composé d'organosilicium, de gomme laque, d'un composé colorant et d'un agent de post-traitement
EP4076366A1 (fr) Procédé de teinture de matériau kératinique, comprenant l'utilisation d'un composé d'organosilicium, un composé de teinture et un agent de prétraitement
DE102021202045A1 (de) Verfahren zum Färben von keratinischem Material, umfassend die Anwendung von einer siliciumorganischen Verbindung, einer farbgebenden Verbindung und eines Polymer-haltigen Vorbehandlungsmittels

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 22772833

Country of ref document: EP

Kind code of ref document: A1

WWE Wipo information: entry into national phase

Ref document number: 2022772833

Country of ref document: EP

NENP Non-entry into the national phase

Ref country code: DE

ENP Entry into the national phase

Ref document number: 2022772833

Country of ref document: EP

Effective date: 20240422