EP4181869A1 - Procédé de teinture de matière kératinique, comprenant l'utilisation d'un composé organosilicié, d'un ester d'acide phosphorique et d'un composé colorant - Google Patents

Procédé de teinture de matière kératinique, comprenant l'utilisation d'un composé organosilicié, d'un ester d'acide phosphorique et d'un composé colorant

Info

Publication number
EP4181869A1
EP4181869A1 EP21728245.8A EP21728245A EP4181869A1 EP 4181869 A1 EP4181869 A1 EP 4181869A1 EP 21728245 A EP21728245 A EP 21728245A EP 4181869 A1 EP4181869 A1 EP 4181869A1
Authority
EP
European Patent Office
Prior art keywords
agent
group
acid
pigments
organic silicon
Prior art date
Legal status (The legal status 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 status listed.)
Pending
Application number
EP21728245.8A
Other languages
German (de)
English (en)
Inventor
Gabriele Weser
Ulrike Schumacher
Caroline KRIENER
Jing Hodes
Claudia Kolonko
Phillip Jaiser
Marc NOWOTTNY
Juergen Schoepgens
Carsten MATHIASZYK
Torsten LECHNER
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and 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 and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP4181869A1 publication Critical patent/EP4181869A1/fr
Pending legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/55—Phosphorus compounds
    • A61K8/556—Derivatives containing from 2 to 10 oxyalkylene groups
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/55—Phosphorus compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585—Organosilicon compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
    • A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/42—Colour properties
    • A61K2800/43—Pigments; Dyes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/87—Application Devices; Containers; Packaging
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/88—Two- or multipart kits
    • A61K2800/884—Sequential application

Definitions

  • Agent (a) is characterized by its content of at least one organic silicon compound (a1) and at least one phosphoric acid ester (a2).
  • the agent (b) contains at least one sealing reagent (b1).
  • 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 means (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").
  • Another subject of this application is a multi-component packaging unit (kit-of-parts) for dyeing keratinic material, in particular human hair, which is manufactured separately from at least five agents (a '), (a "), (b') and (b") includes.
  • Agent (a) used in the method described above can be prepared from agents (a') and (a"), and agent (b) used in the method described above can be prepared from agents (b') and (b") will.
  • 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.
  • 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.
  • coloring keratin materials in particular human hair
  • mixtures of coloring compounds are often used.
  • the exhaustion behavior of the various coloring compounds should not be too dissimilar.
  • the absorption behavior of coloring compounds depends on numerous influencing factors, such as the state of the coloring compound in the agent (dissolved, aggregated, disperse), the local concentrations in the agent, etc.
  • the above-mentioned 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 means (a) contains at least one organic silicon compound from the group of silanes having one, two or three silicon atoms and at least one phosphoric acid ester (a2).
  • the second means (b) contains at least one sealing reagent (b1).
  • a first object of the present invention is a method for coloring keratin 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 coloring compounds can be permanently fixed on the keratinic material, so that extremely washfast colorings with good resistance to abrasion and/or shampooing could be obtained.
  • Keratinic material means hair, skin, nails (such as fingernails and/or toenails). Wool, fur and feathers also fall under the definition of keratin material.
  • Keratinic material is preferably understood to mean human hair, human skin and human nails, in particular fingernails and toenails. Very particularly preferably, keratin material is understood as meaning human hair.
  • the 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.
  • the agent (a) can contain the two ingredients (a1) and (a2) in a cosmetic carrier, particularly preferably in an aqueous 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, gels or foaming solutions containing surfactants, such as shampoos, foam aerosols, foam formulations or other preparations which are suitable for use on the hair.
  • the cosmetic carrier preferably contains at least 2% by weight of water, based on its weight.
  • the water content is more preferably above 10% by weight, even more preferably above 20% by weight and particularly preferably above 40% by weight.
  • 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 C1-C6-alkylamino group or a di(C1-C6)-alkylamino group.
  • the hydrolyzable group or groups is preferably a C 1 -C 6 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-CH 2 -CH 3 .
  • 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 keratin material (or the human hair), the agent (a) containing at least one organic silicon compound (a) of the formula (I) and/or ( II) contains,
  • R2 independently represent a hydrogen atom or a Ci-C6-alkyl group
  • - L is a linear or branched, divalent Ci-C2o-alkylene group
  • R3 stands for a hydrogen atom or a Ci-C6-alkyl group
  • - a is an integer from 1 to 3
  • R6, R6' and R6" independently represent a Ci-C6-alkyl group
  • Ci-C2o-alkylene group independently represent a linear or branched, divalent Ci-C2o-alkylene group
  • R7 and Re independently represent a hydrogen atom, a Ci-C6-alkyl group, a hydroxy-Ci-C6-alkyl group, a C2-C6-alkenyl group, an amino-Ci-C6-alkyl group or a group of the formula (III ) stand
  • - c' is an integer from 1 to 3
  • Ci-C6-alkyl group examples are the groups methyl, ethyl, propyl, isopropyl, n-butyl, s-butyl and t-butyl, n-pentyl and n-hexyl. Propyl, ethyl and methyl are preferred alkyl radicals.
  • Examples of a C2-C6-alkenyl group are vinyl, allyl, but-2-enyl, but-3-enyl and isobutenyl, preferred C2-C6-alkenyl radicals are vinyl and allyl.
  • a hydroxy-Ci-C6-alkyl group are a hydroxymethyl, a 2-hydroxyethyl, a 2-hydroxypropyl, a 3-hydroxypropyl, a 4-hydroxybutyl group, a 5-hydroxypentyl and a 6-hydroxyhexyl group; a 2-hydroxyethyl group is particularly preferred.
  • Examples of an amino-Ci-C6-alkyl group are the aminomethyl group, the 2-aminoethyl group, the 3-aminopropyl group. The 2-aminoethyl group is particularly preferred.
  • Examples of a linear divalent Ci-C2o-alkylene group are, for example, the methylene group (-CH2-), the ethylene group (-CH2-CH2-), the propylene group (-CH2-CH2-CH2-) and the butylene group (-CH2- CH2-CH2-CH2-).
  • the propylene group (-CH2-CH2-CH2-) is particularly preferred.
  • divalent alkylene groups can also be branched. Examples of branched, divalent C3-C2o-alkylene groups are (-CFh-CF CFh)-) and (-CH2-CH(CH 3 )-CH 2 -).
  • the radicals Ri and R 2 independently represent a hydrogen atom or a C1-C6 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 C 1 -C 2 o-alkylene group can also be referred to as a divalent or divalent C 1 -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 bivalent Ci-C6-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 - CH 2 -CH 2 -CH 2 -). 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.
  • RiR 2 NL-Si(OR 3 )a(R4)b (I) each carry the silicon-containing grouping -Si(OR 3 ) a (R4)b at one end
  • the radical R 3 stands for a hydrogen atom or a Ci-C6-alkyl group
  • the radical R4 stands for a Ci-C6-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),
  • R2 both represent a hydrogen atom
  • - L is a linear, divalent Ci-C6-alkylene group, preferably a propylene group (-CH2-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
  • Organic silicon compounds of the formula (I) are particularly suitable for achieving the object of the invention
  • 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 (R50) c (R6)dSi- and -Si(R6')d'(OR5')c at both ends
  • organic silicon compound of the formula (II) at least one moiety from the group consisting of -(A)- and -[NR7-(A')]- and -[0-(A”)]- and -[NRs-(A'”)]-
  • the radicals R5, R5', R5'' independently stand for a hydrogen atom or for a Ci-C6- alkyl group.
  • the radicals R6, R6' and R6'' independently stand for a Ci-C6-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 -[0-(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. Very particularly preferably, e and f both represent the number 1. Furthermore, very particularly preferably, g and h both represent the number 0.
  • the radicals A, A', A", A"' and A”" independently represent a linear or branched, divalent Ci-C 2 o-alkylene group.
  • the radicals A, A′, A′′, A′′′′ and A′′′′ are preferably, independently of one another, a linear, divalent C 1 -C 20 alkylene group.
  • the radicals A, A′, A′′, A′′′′ and A′′′′ are more preferably, independently of one another, a linear divalent Ci-C6-alkylene group.
  • the 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 (-CH 2 -CH 2 -CH 2 -CH 2 -).
  • the radicals A, A′, A′′, A′′′′ and A′′′′ are very particularly preferably a propylene group (-CH2-CH2-CH2-).
  • the divalent Ci-C 2 o-alkylene group may alternatively be as a divalent or a divalent C 1 -C 20 - are referred alkylene group, by which is meant that each group A, A ', A ", A"' and A "" two can form bonds.
  • the linear propylene group (-CH 2 -CH 2 -CH 2 -) 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 C 1 -C6 alkyl group, a hydroxy-Ci-C6-alkyl group, a C 2 -C6-alkenyl group, an amino-Ci-C6-alkyl group or a Grouping of 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 [NR7-(A')] moiety but not the -[NR8-(A''')] moiety the radical R7 for a group of the formula (III), then 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, bivalent Ci-C6-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).
  • organic silicon compounds of the formula (II) are commercially available.
  • bis(trimethoxysilylpropyl)amine with CAS number 82985-35-1 can be purchased from Sigma-Aldrich.
  • bis[3-(triethoxysilyl)propyl]amine with CAS number 13497-18-2 is commercially available from Sigma-Aldrich.
  • N-methyl-3-(trimethoxysilyl)-N-[3-(trimethoxysilyl)propyl]-1-propanamine is referred to as bis(3-trimethoxysilylpropyl)-N-methylamine and is commercially available from Sigma-Aldrich or Fluorochem .
  • 3-(Triethoxysilyl)-N,N-bis[3-(triethoxysilyl)propyl]-1-propanamine with CAS number 18784-74-2 can be purchased from Fluorochem or Sigma-Aldrich, for example.
  • 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 compound(s) of the formula (IV) can also be referred to as silanes of the alkyl-alkoxy-silanes or alkyl-hydroxy-silanes type,
  • Rg stands for a Ci-Ci8-alkyl group
  • - Rio represents a hydrogen atom or a Ci-C6-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-Ci8-alkyl group
  • R11 is a Ci-C6-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).
  • Rg stands for a Ci-Ci8-alkyl group
  • - Rio represents a hydrogen atom or a Ci-C6-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-Ci8-alkyl group
  • - Rio represents a hydrogen atom or a Ci-C6-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-Ci8-alkyl group
  • - Rio represents a hydrogen atom or a Ci-C6-alkyl group
  • - k is an integer from 1 to 3
  • - m is the integer 3 - k.
  • the radical Rg stands for a C1-C18 alkyl group.
  • This Ci-Ci8-alkyl group is saturated and can be linear or branched.
  • Rg preferably stands for a linear Ci-Ci8-alkyl group.
  • Rg is preferably a methyl group, a 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.
  • Rg is particularly preferably a methyl group, an ethyl group, an n-hexyl group or an n-octyl group.
  • the R 10 radical is a hydrogen atom or a C 1 -C 6 -alkyl group. Rio particularly preferably represents a methyl group or an ethyl group.
  • the radical Rn is a Ci-C6-alkyl group.
  • Rn particularly preferably represents a methyl group or an ethyl group.
  • k is an integer of 1 to 3
  • m is an integer of 3 - k. If k is the number 3, then m is equal to 0. If k is the number 2, then m is equal to 1. If k is the number 1, then m is equal to 2.
  • Particularly stable films ie dyeings with particularly good fastness to washing, can be obtained if an agent (a) which contains at least one organic silicon compound (a1) of the formula (IV) in which the radical k is 3 is used in the process .
  • the remainder m stands for the number 0.
  • Organic silicon compounds of the formula (IV) which are particularly suitable for solving the problem of the invention are methyltrimethoxysilane
  • 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.
  • 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.
  • the agent (a) particularly preferably contains—based on the total weight of the agent (a)—one or more organic silicon compounds of the formula (IV) in one Total amount from 0.1 to 20% by weight, preferably 2 to 15% by weight and particularly 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 5% 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 and their hydrolysis and/or condensation products.
  • agent (a) can contain both the organosilicon compounds having at least one hydroxyl group and their condensation products.
  • 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 water.
  • the hydrolysis products or oligomers formed in this way have a particularly high affinity for the surface of the keratin material.
  • phosphoric acid esters (a2) are also present on average (a), it is assumed that these are integrated into the resulting oligomers or polymers.
  • agent (a) also contains at least one coloring compound, the film formed on the keratinic material is a colored film.
  • agent (b) is then applied, with the sealing reagent contained in agent (b) sealing the film, which may be colored.
  • 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 which enhances or modifies the color impression of the first film. 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 phosphoric acid ester as the constituent (a2) essential to the invention.
  • Phosphoric acid esters are esters of orthophosphoric acid that are formally or actually formed by the reaction of the acid and alcohol with the elimination of water. A distinction is made between monoesters, diesters and triesters. Monoesters are formed by the reaction of the alcohol with polyphosphoric acid, while mixtures of mono- and diesters are made by the reaction of the alcohol with phosphorus pentoxide.
  • the esters of orthophosphoric acid with aliphatic alcohols can be used as the phosphoric acid ester.
  • the aliphatic alcohols are in particular linear or branched, saturated or unsaturated alcohols having 1 to 22 carbon atoms and 0, 1, 2 or 3 double bonds.
  • Typical representatives are, for example, methanol, ethanol, n-propanol, isopropanol, n-butanol, sec-butanol, tert-butanol, n-pentanol, gaprone alcohol, caprylic alcohol, 2-ethylhexanol, capric alcohol, myristyl alcohol, lauryl alcohol, cetyl alcohol, palmitoleyl alcohol, stearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselyl alcohol, linolyl alcohol, linolenyl alcohol, behenyl alcohol or erucyl alcohol.
  • the aliphatic alcohols are preferably branched and saturated alcohols having 11 to 14 carbon atoms.
  • the aliphatic alcohols are very particularly preferably a mixture of branched and saturated alcohols having 11 to 14 carbon atoms, which has a high proportion of isotridecanol.
  • the method is characterized in that the agent (a) contains at least one phosphoric acid ester (a2) selected from the group consisting of esters of orthophosphoric acid with aliphatic alcohols.
  • the process is characterized in that the agent (a) contains at least one phosphoric acid ester (a2) comprising an ester of orthophosphoric acid with a branched, aliphatic alcohol having 11 to 14 carbon atoms.
  • the agent (a) contains at least one phosphoric acid ester (a2) comprising an ester of orthophosphoric acid with a branched, aliphatic alcohol having 11 to 14 carbon atoms.
  • a particularly suitable phosphoric acid ester (a2) that can be used in the process is Phosfetal 218 (CAS number: 154518-38-4, phosphoric acid, C11-14-isoalkyl esters, C13-rich), which is available from Zschimmer & Schwarz is available.
  • esters of orthophosphoric acid with alkoxylated, aliphatic alcohols or the esters of orthophosphoric acid with alkoxylated phenols can be used as the phosphoric acid ester.
  • the alkoxylated alcohols are, in particular, ethoxylated alcohols having 1 to 22 carbon atoms.
  • the method is characterized in that the agent (a) contains at least one phosphoric acid ester (a2) selected from the group consisting of esters of orthophosphoric acid with ethoxylated ones having 1 to 22 carbon atoms.
  • the agent (a) contains at least one phosphoric acid ester (a2) selected from the group consisting of esters of orthophosphoric acid with ethoxylated ones having 1 to 22 carbon atoms.
  • the process is characterized in that the agent (a) contains at least one phosphoric acid ester (a2), comprising an ester of orthophosphoric acid with an ethoxylated, aliphatic alcohol having 8 to 18 carbon atoms.
  • the agent (a) contains at least one phosphoric acid ester (a2), comprising an ester of orthophosphoric acid with an ethoxylated, aliphatic alcohol having 8 to 18 carbon atoms.
  • the average degree of ethoxylation of the aliphatic alcohols is preferably in the range from 2 to 80 and more preferably in the range from 5 to 25.
  • a particularly suitable phosphoric acid ester (a2) that can be used in the process is Crodafos SP (INCI: Ceteth-20 Phosphate), which is available from Croda.
  • the alkoxylated phenols are preferably ethoxylated phenols or ethoxylated alkyl phenols.
  • the agent (a) - based on the total weight of the agent (a) - one or more phosphoric acid esters (a2) in a total amount of 0.1 to 30 wt .-%, preferably 0.5 to 25% by weight and most preferably from 0.75 to 20% by weight.
  • the total amount of phosphoric acid ester (a2) in agent (a) can also depend in particular on the type of phosphoric acid ester used.
  • a phosphoric acid ester (a2) selected from the group consisting of esters of orthophosphoric acid with an aliphatic alcohol, in particular when using an ester of orthophosphoric acid with a branched, aliphatic alcohol with 11 to 14
  • a method is characterized in that the agent (a) - based on the total weight of the agent (a) - one or more phosphoric acid esters (a2) selected from the group consisting of esters of orthophosphoric acid with a branched, aliphatic alcohol having 11 to 14 carbon atoms in a total amount of 1 to 30% by weight, preferably 5 to 25% by weight and most preferably 10 to 20% by weight.
  • a phosphoric acid ester (a2) selected from the group consisting of esters of orthophosphoric acid with an ethoxylated, aliphatic alcohol having 1 to 22 carbon atoms
  • a phosphoric acid ester (a2) with the INCI name Ceteth-20 phosphate particularly good results could be obtained could be obtained if the agent (a) - based on the total weight of the pigment suspension - the phosphoric acid ester (a2) in a total amount of 0.1 to 10 wt .-%, preferably 0.5 to 7.5 wt .-%, more preferably from 0.75 to 5% by weight and most preferably from 1 to 2.5% by weight.
  • a method is characterized in that the agent (a) - based on the total weight of the pigment suspension - one or more phosphoric acid esters (a2) selected from the group consisting of esters of orthophosphoric acid with an ethoxylated, aliphatic alcohol with 1 to 22 carbon atoms, preferably a phosphoric acid ester (a2) with the INCI name Ceteth-20 phosphate, in a total amount of 0.1 to 10% by weight, preferably 0.5 to 7.5% by weight, more preferably from 0 .75 to 5% by weight and most preferably from 1 to 2.5% by weight.
  • phosphoric acid esters a2 selected from the group consisting of esters of orthophosphoric acid with an ethoxylated, aliphatic alcohol with 1 to 22 carbon atoms, preferably a phosphoric acid ester (a2) with the INCI name Ceteth-20 phosphate, in a total amount of 0.1 to 10% by weight, preferably 0.5 to 7.5% by weight, more preferably from 0
  • the method for treating keratin material includes not only the use of agent (a) but also the use of agent (b).
  • agent (b) 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 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 or a 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 (b1) in the agent (b) can be hydrophilic or hydrophobic.
  • 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.
  • an agent (b) is characterized in that it contains at least one film-forming, hydrophobic polymer (b1) selected from the group consisting of copolymers of acrylic acid, copolymers of methacrylic acid, homopolymers or copolymers of acrylic acid esters , the 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 des Styrene, polyurethanes, polyesters and/or polyamides.
  • b1 selected from the group consisting of copolymers of acrylic acid, copolymers of methacrylic acid, homopolymers or copolymers of acrylic acid
  • 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 (meth)acrylate , 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 C 1 -C 6 alkyl esters such as are sold under the INCI declaration Acrylates Copolymers.
  • a suitable commercial product is, for example Aculyn ® 33 from Rohm & Haas.
  • Suitable ethylenically unsaturated acids are, in particular, acrylic acid, methacrylic acid and itaconic acid;
  • suitable alkoxylated fatty alcohols are, in particular, steareth-20 or ceteth-20.
  • Very particularly preferred polymers on the market are, for example, Aculyn® 22 (Acrylates/Steareth-20 Methacrylate Copolymer), Aculyn® 28 (Acrylates/Beheneth-25 Methacrylate Copolymer), Structure 2001® (Acrylates/Steareth-20 Itaconate 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/C 12-22 alkyl methacrylate copolymer) sold by Rohme and Haas.
  • Aculyn® 22 Acrylates
  • 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 octylacrylamide/acrylates/butylaminoethyl methacrylate copolymers such as those sold commercially by NATIONAL STARCH under the trade names AMPHOMER® or LOVOCRYL® 47, for example, 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 styrene derivatives.
  • 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 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 of vinyl alcohol, homopolymers and copolymers of vinyl acetate, homopolymers and copolymers of ethylene, homopolymers and copolymers of propylene, homopolymers and copolymers of styrene, polyurethanes, polyesters and polyamides.
  • sealing agent (b1) is selected from the group of homopoly
  • 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. Water is made up to 100 g. A stir bar is added and the mixture is warmed to 25°C on a magnetic stirrer with stirring. Stir for 60 minutes. The aqueous mixture is then assessed visually. A 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
  • an agent (b) is characterized in that it contains at least one film-forming, hydrophilic polymer which is selected from the group consisting of polyvinylpyrrolidone (PVP) and the copolymers of polyvinylpyrrolidone. It is also preferred if 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.
  • 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.
  • polyvinylpyrrolidones are the substances known under the trade names LUVITEC K 17, LUVITEC K 30, LUVITEC K 60, LUVITEC K 80, LUVITEC K 85, LUVITEC K 90 and LUVITEC K 115 and are available from BASF.
  • film-forming hydrophilic polymers (b1) from the group of polyvinylpyrrolidone copolymers has likewise led to particularly good and washfast color results.
  • Vinylester vinylpyrrolidone copolymers can be mentioned, as they are sold for example under the trademark Luviskol ® (BASF) in this context.
  • Luviskol ® VA 64 and Luviskol ® VA 73, each vinylpyrrolidone / vinyl acetate copolymers are particularly preferred non-ionic 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 .
  • an agent (b) is characterized in that it 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, vinylpyrrolidone/ethylene copolymers, vinylpyrrolidone/propylene copolymers, vinylpyrrolidone/vinylcaprolactam copolymers, vinylpyrrolidone/vinylformamide copolymers and/or vinylpyrrolidone/vinyl alcohol copolymers.
  • PVP polyvinylpyrrolidone
  • VVP polyvinylpyrrolidone
  • vinylpyrrolidone/vinyl acetate copolymers vinylpyrrolidone/styrene Copolymers
  • vinylpyrrolidone/ethylene copolymers vinylpyrrolidone/propylene copoly
  • 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 (b1).
  • a nonionic polymer is a polymer which, under standard conditions, in a protic solvent--such as water, for example--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 protonated amines.
  • Anionic groups include, for example, carboxyl and sulfonic acid groups.
  • 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)propyllauryldimethylammonium chloride (INCI name: Polyquaternium-69), which is available, for example, under the trade name AquaStyle ® 300 (28-32% by weight of active substance in an ethanol-water mixture, molecular weight 350,000) by ISP.
  • AquaStyle ® 300 28-32% by weight of active substance in an ethanol-water mixture, molecular weight 350,000
  • Vinylpyrrolidone-vinylimidazolium methochloride copolymers such as those offered under the names Luviquat ® FC 370, FC 550 and the INCI name Polyquaternium-16 as well as FC 905 and HM 552,
  • Vinylpyrrolidone-vinyl caprolactam-acrylate terpolymers such as those offered by Acrylklareestern and acrylamides as the third monomer commercially, for example under the name Aqua Flex ® SF 40th
  • Polyquaternium-11 is the reaction product of diethyl sulfate with a copolymer of vinylpyrrolidone and dimethylaminoethyl methacrylate.
  • Suitable commercial products are available, for example, under the names Dehyquart® CC 11 and Luviquat® PQ 11 PN from BASF SE or Gafquat 440, Gafquat 734, Gafquat 755 or Gafquat 755N from Ashland Inc.
  • Polyquaternium-46 is the reaction product of vinylcaprolactam and vinylpyrrolidone with methylvinylimidazolium methosulfate and is available, for example, under the name Luviquat® Hold from BASF SE. Polyquaternium-46 is preferably used in an amount of 1 to 5% by weight, based on the total weight of the cosmetic composition. It is most preferred that Polyquaternium-46 is used in combination with a cationic guar compound. In fact, it is highly preferred that Polyquaternium-46 is used in combination with a cationic guar compound and Polyquaternium-11.
  • anionic, film-forming, hydrophilic polymers examples include acrylic acid polymers, which can be present in uncrosslinked or crosslinked form.
  • Corresponding products are sold, for example, under the trade names Carbopol 980, 981, 954, 2984 and 5984 by Lubrizol or also under the names Synthalen M and Synthalen K by 3V Sigma (The Sun Chemicals, Inter Harz).
  • Suitable film-forming, hydrophilic polymers from the group of natural gums are xanthan gum, gellan gum 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.
  • Corresponding polymers can be selected from the polymers of polyacrylamidomethanesulfonic acid, polyacrylamidoethanesulfonic acid, polyacrylamidopropanesulfonic acid, poly2-acrylamido-2-methylpropanesulfonic acid, poly-2-methylacrylamido-2-methylpropanesulfonic acid and/or poly-2-methylacrylamido-n-butanesulfonic acid.
  • Preferred polymers of poly(meth)arylamido-C1-C4-alkylsulfonic acids are crosslinked and at least 90% neutralized. These polymers can be crosslinked or 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-methylpropanesulphonate” 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.
  • a method is characterized in that the agent (b) contains at least one anionic, film-forming polymer (b1).
  • agent (b) contains at least one film-forming polymer as sealing agent (b1) which comprises at least one structural unit of the formula (P1) and at least one structural unit of the formula (P-II). ii), whereby
  • M for a hydrogen atom or for ammonium (NH4), sodium, potassium, magnesium or calcium stands.
  • 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 (P1) and at least one structural unit of the formula (P-II).
  • M for a hydrogen atom or for ammonium (NFU), sodium, potassium, magnesium or calcium stands.
  • 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 (b1) are preferably used in specific amounts in the composition (b).
  • the agent (b) - based on the total weight of the agent (b) - contains one or more film-forming polymers (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) - preferably one or more film-forming polymers (b1) in a total amount of 0.1 to 18% by weight from 1 to 16% by weight, more preferably from 5 to 14.5% by weight and most preferably from 8 to 12% by weight.
  • agent (b) comprising a film-forming polymer as sealing agent (b1)
  • the colored film initially produced by the use of agent (a) is intended to be sealed and/or fixed.
  • the film-forming polymer (b1) is deposited in the form of a further film on the 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) is preferably not colored itself. In this way it can also be ensured that a certain degree of abrasion of the second film formed by means (b) does not lead to any color changes in the entire film system. It is therefore very particularly preferred if 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 the sealing agent (b1).
  • composition (b) contained at least one C2-C6-alkanolamine as the sealing agent (b1).
  • the alkanolamines which can be used in composition (b) can be selected, for example, from the group of primary amines with a C2-C6-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-aminopropane-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 amino carboxylic acids, in particular ⁇ -(alpha)-amino carboxylic acids and ⁇ -amino carboxylic acids, with ⁇ -amino carboxylic 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 sealing reagent (b1) is an alkalizing agent comprising a basic amino acid from the group arginine, lysine, ornithine and/or histidine.
  • the agent (b) contains at least one alkalizing agent from the group of basic amino acids as sealing agent (b1), which is preferably selected from the group of arginine, lysine, ornithine and histidine.
  • 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-methylpropan-1,3-diol, arginine, lysine, ornithine, histidine, sodium hydroxide and potassium hydroxide.
  • the 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 most 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 from 25.0 to 97.0% by weight, even more preferably from 35.0 to 97.0% by weight and very particularly preferably from 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. More preferably, the acidifying agent is selected from the group consisting of inorganic acids, organic acids, and mixtures thereof.
  • 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.
  • 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.
  • the mixture is filtered. Remains If there is a proportion of undissolved pigments 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 B. iron oxide black, colored pigments such.
  • B. ultramarine or iron oxide red and fluorescent or phosphorescent pigments can be used.
  • Colored metal oxides, metal hydroxides and metal oxide hydrates, mixed phase pigments, sulfur-containing silicates, silicates, metal sulfides, complex metal cyanides, metal sulfates, metal chromates and/or metal molybdates are particularly suitable.
  • Particularly preferred 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.
  • 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, CI 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 synthetic mica one or more metal oxides from the group consisting of titanium dioxide (CI 77891), black iron oxide (CI
  • agent (a) comprises a coloring compound from the group of iron oxide pigments.
  • the iron oxide pigment 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 and a particle diameter in the range of 100 to 1000 nm, more preferably 150 nm 700 nm.
  • a phosphoric acid ester (a2) comprising an ester with the INCI name Ceteth-20 phosphate
  • a coloring compound comprising a pigment from the group of iron oxide pigments with a particle diameter in the range from 100 to 1,000 nm leads to particularly intensive and even coloring.
  • a preferably suitable pigment based on synthetic mica is, for example, Timiron Syn White Satin from Merck.
  • 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.
  • 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)
  • particularly preferred pigments with the trade name Unipure® are, for example: Unipure Red LC 381 EM, Sensient CI 77491 (Iran Oxides), silica Unipure Black LC 989 EM, Sensient, CI 77499 (Iran Oxides), Silica Unipure Yellow LC 182 EM, Sensient, CI 77492 (Iran Oxides), Silica
  • 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
  • the organic pigment can also be a colored lake.
  • the term colored lake is understood to mean particles which comprise a layer of absorbed dyes, the unit made up of particles and dye being insoluble under the above-mentioned conditions.
  • the particles can be, for example, inorganic substrates, which can be aluminum, silica, calcium borosilicate, calcium aluminum borosilicate or aluminum.
  • Alizarin color lake for example, can be used as the color lake.
  • agent (a) comprises a coloring compound from the group of organic pigments.
  • the organic pigment has a particle diameter in the range of 100 to 1000 nm, more preferably 150 nm 700 nm.
  • a phosphoric acid ester (a2) comprising an ester with the INCI name Ceteth-20 phosphate
  • a coloring compound comprising an organic pigment having a particle diameter in the range from 100 to 1,000 nm leads to particularly intense and even coloring.
  • 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 metal alloys containing copper/zinc.
  • suitable effect pigments are based on substrate flakes made of natural or artificial mica, which are preferably coated with at least one metal oxide (hydrate) layer.
  • Such pigments are available, for example, under the name Timiron SynWhite Satin from Merck.
  • 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 feeling on the hair or skin after the cosmetic agent has been applied. It is therefore advantageous according to the invention if the at least one pigment has an average particle size Dso 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 Dso 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 are not 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).
  • -COOH carboxylic acid group
  • -SO3H sulfonic acid group
  • the protonated forms (-COOH, -SO3H) of the carboxylic acid or sulfonic acid groups are in equilibrium with their deprotonated forms (-COO-, -SO3 _ before).
  • the proportion of the protonated forms increases.
  • the carboxylic acid groups or sulfonic acid groups are present in deprotonated form and are neutralized with appropriate 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 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, the anthraquinone dyes, the triarylmethane dyes, the xanthene dyes, the rhodamine dyes, the oxazine dyes and/or the 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, the anth
  • 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 (CI 45370), Acid Orange 15 (CI 50120), Acid Orange 20 (CI 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 1 4 (C.I.14720), Acid Red 18 (E124, Red 18; CI 16255), Acid Red 27 (E 123, CI 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
  • 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, CI 20470, COLIPA n° B15), Acid Black 52 (CI 15711), Food Yellow 8 (CI 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. It will be water until then added until the amount of dye used has completely dissolved. If the dye-water mixture cannot be assessed visually due to the high intensity of the dye, the mixture is filtered.
  • the solubility test is repeated with a larger amount of water. If 0.1 g of the anionic direct dye dissolves in 100 ml of water at 25 °C, 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)-
  • 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 ,
  • the substantive dye(s), in particular the anionic substantive dyes, can be used in different amounts in agent (a) and/or agent (b), depending on the desired color intensity. 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:
  • 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:
  • (a2) at least one phosphoric acid ester and at least one coloring compound comprising at least one inorganic pigment selected from the group 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 flake, pigments based on a metallic substrate flake, which comprises 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:
  • 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:
  • agent (b) to the keratinic material, the agent (b) containing:
  • (b1) at least one sealing agent comprising a film-forming polymer and 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
  • agent (a) to the keratin material, the agent (a) containing:
  • agent (b) to the keratinic material, the agent (b) containing:
  • (b1) at least one sealing agent, comprising a film-forming polymer, and 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, comprising " PO2 , 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:
  • agent (b) to the keratinic material, the agent (b) containing:
  • (b1) at least one sealing agent, comprising a film-forming polymer, and at least one 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 " PO2 , SnÜ2, S1O2, 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:
  • 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:
  • 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:
  • agent (b) to the keratinic material, the agent (b) containing:
  • VMP vacuum metallized pigment
  • agent (a) to the keratin material, the agent (a) containing:
  • agent (b) to the keratinic material, the agent (b) containing:
  • (b1) at least one sealing agent, comprising a film-forming polymer, and 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, comprising " PO2 , 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:
  • agent (b) to the keratinic material, the agent (b) containing:
  • (b1) at least one sealing agent comprising a film-forming polymer, and 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 T1O2, SnÜ2, S1O2 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:
  • At least one sealing agent comprising a film-forming polymer, and 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
  • agent (b) also contains at least one phosphoric acid ester.
  • 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 carry at least one quaternary ammonium group and at least one --COO ( ) - or -- SO 3 (-) group in the molecule.
  • Particularly suitable zwitterionic surfactants are the so-called betaines such as the N-alkyl-N,N-dimethylammonium glycinates, for example coconut alkyl dimethylammonium glycinate, N-acylaminopropyl-N,N-dimethylammonium glycinates, for example cocoacylaminopropyldimethylammonium glycinate, and 2-alkyl -3-carboxymethyl-3-hydroxyethylimidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group and
  • cocoacylaminoethyl hydroxyethyl carboxymethyl glycinate is cocoacylaminoethyl hydroxyethyl carboxymethyl glycinate.
  • a preferred zwitterionic surfactant is the fatty acid amide derivative known by the INCI name Cocamidopropyl Betaine.
  • Ampholytic surfactants are surface-active compounds which contain at least one free amino group and at least one --COOH or --SOsH group in addition to a Cs - C24 -alkyl or -acyl 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 C12-Cis-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.
  • 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. Examples of cationic surfactants are
  • the cationic charge can also be part of a heterocyclic ring (eg 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 Wt .-% and very particularly preferably from 1 to 15 wt .-% - based on the total weight of the agent - used.
  • agent (a) and/or agent (b) can also contain at least one anionic surfactant.
  • 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.
  • Particularly suitable anionic surfactants include sulfated vegetable oils, especially sulfated castor oil ("Turkish red oil").
  • 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, methylhydroxyethyl cellulose, ethylhydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropylmethyl cellulose, carboxymethylhydroxyethyl cellulose, sulfoethyl cellulose, carboxymethylsulfoethyl cellulose, hydroxypropylsulfoethyl cellulose, hydroxyethylsulfoethyl cellulose, methylethylhydroxyethyl cellulose, methylsulfoethyl cellulose and/or ethylsulfoethyl cellulose.
  • chemically modified celluloses such as propyl cellulose, methylethyl cellulose, carboxymethyl cellulose, hydroxyethyl cellulose, methylhydroxyethyl 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.
  • 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).
  • agent (a) also comprises at least one Ci-Cio-alcohol.
  • the C1-C10 alcohol is preferably an aliphatic Ci-Cio alcohol, which can be linear or branched and saturated or unsaturated.
  • Preferred C1-C10 alcohols are selected from the group consisting of methanol, ethanol, 1-propanol, 2-propanol, 1-butanol, 2-butanol, 2-methylpropan-1-ol, 2-methylpropan-1-ol (tert. -butanol),
  • the agent (a) preferably contains at least one C1-C10 alcohol selected from the group consisting of methanol, ethanol, 1-propanol, 2-propanol, 1-butanol, 2-butanol, 2-methylpropan-1- ol, 2-methylpropan-1-ol (t-butanol), and mixtures thereof.
  • the method is characterized in that the agent (a) also contains at least one Ci-Cio-alcohol selected from the group consisting of ethanol, 2-propanol and mixtures thereof. It can also be preferred that agent (a) further contains at least one diol.
  • a diol is a chemical compound with two hydroxyl (-OH) groups.
  • An aliphatic diol is also referred to as a glycol.
  • Preferred diols are dihydric C2-Cg alkanols and polyethylene glycols having 3 to 20 ethylene oxide units.
  • Agent (a) can also contain at least one C2-Cg alkanol with two hydroxyl groups or at least one water-soluble polyethylene glycol with 3 to 20 ethylene oxide units or mixtures of at least one C2-Cg alkanol with two hydroxyl groups and at least one water-soluble polyethylene glycol with 3 to 20 ethylene oxide units.
  • the C2-Cg-alkanols with two hydroxyl groups are preferably selected from ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, 2-methyl-1,3-propanediol, 1,2-butylene glycol, 1,3-butylene glycol, 1 ,4-butylene glycol, 1,2-pentanediol, 1,5-pentanediol, 1,2-hexanediol, 1,6-hexanediol, 1,2-octanediol, 1,8-octanediol, cis-1,4-dimethylolcyclohexane, trans -1,4-dimethylolcyclohexane, any isomer mixtures of cis- and trans-1,4-dimethylolcyclohexane and mixtures of these diols.
  • diols are diethylene glycol, dipropylene glycol and/or PPG-10 butanediol (INCI).
  • Suitable water-soluble polyethylene glycols are selected from PEG-3, PEG-4, PEG-6, PEG-7, PEG-8, PEG-9, PEG-10, PEG-12, PEG-14, PEG-16, PEG-18 and PEG-20 and mixtures thereof.
  • PEG-9 stands for a polyethylene glycol with 9 ethylene oxide units. This has an average molecular weight of 400 daltons and is also referred to as PEG 400.
  • agent (a) preferably contains at least one diol selected from the group consisting of ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, 1,4-butylene glycol , 1,2-pentanediol, 1,5-pentanediol, 1,2-hexanediol, 1,6-hexanediol, PEG-8, PEG-9 and PPG-10 butanediol (INCI).
  • diol selected from the group consisting of ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, 1,4-butylene glycol , 1,2-pentanediol, 1,5-pentanediol, 1,2-hexanediol, 1,6-hexanediol, PEG-8, PEG-9 and PPG-10 but
  • the method is characterized in that the agent (a) also contains at least one diol selected from the group consisting of ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, PEG-9 and mixtures thereof.
  • the agents can also contain other active ingredients, auxiliaries and additives, such as solvents, fatty components such as C8-C30 fatty acid triglycerides, C8-C30 fatty acid monoglycerides, C8-C30 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; amino acids and oligopeptides; Protein hydrolyzates based on animals and/or plants, and in the form of their fatty acid condensation products or optionally anionically or cationically modified derivatives; vegetable oils; sunscreens and UV blockers; Active ingredients such as panthenol, pantothenic acid, pantolactone, allantoin, pyrrolidinone carboxylic acids and their salts, and bisabolol; Polyphenols, in particular hydroxycinnamic acids, 6,7-dihydroxycoumarins, hydroxybenzoic acids, catechins, tannin
  • 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 composition.
  • 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.
  • 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:
  • (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 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 coloration of the keratinic material takes place with the aid of the color-providing compound in agent (a) and/or in agent (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.
  • step (6) agent (b) (and any agent (a) still present) is then rinsed out of the keratinic material with water.
  • 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, the second agent (a") contains at least one phosphoric acid ester (a2) and at least one coloring compound from the group of pigments and/or direct dyes,
  • the user can first stir or spill agent (a'), which contains the organic silicon compound(s) (a1), with agent (a").
  • the agent (a') itself is preferably formulated with little or no water.
  • a method is characterized in that the means (a')
  • a water content of 0.001 to 10 wt .-%, preferably from 0.5 to 9 wt .-%, more preferably from 1 to 8 wt .-% and most preferably from 1.5 to 7% by weight.
  • an agent 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, the second agent (a") contains at least one phosphoric acid ester (a2) and at least one coloring compound from the group of pigments and/or direct dyes, and the third agent (a"') contains at least 30% by weight of water, based on the total weight of agent (a"') and optionally at least one coloring compound from the group of pigments and/or direct dyes,
  • the ready-to-use agent (a) is prepared by mixing agents (a'), (a") and (a"').
  • the user can first stir or spill the agent (a'), which contains the organic silicon compound(s) (a1), with the agent (a") and the water-containing agent (a''').
  • 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.
  • the user can first stir or spill the agent (a") and the water-containing agent (a"') and then mix the mixture obtained with agent (a') which contains the organic silicon compound(s) (a1). .
  • the user can 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. Following this, the user can apply the means (b) as described above.
  • Agent (a) and/or agent (a''') may 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.
  • agent (b) contains at least one coloring compound from the group of pigments and/or substantive dyes, it may also be preferred to prepare ready-to-use agent (b) by mixing two agents (b') and (b" ) to produce.
  • agent (b′) contains the sealing agent (b1) and agent (b′′) contains at least one coloring compound from the group of pigments and/or direct dyes.
  • 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:
  • agent (b) at least one phosphoric acid ester 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.
  • a further embodiment of the present invention is a multi-component packaging unit (kit-of-parts) for coloring keratin material, which is made up separately from one another
  • agent (a"') contains: at least 30% by weight, based on the total weight of agent (a"'), water, and
  • (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"), (a"') and (b) also at least one coloring compound from the group of pigments and/or or contains substantive dyes.
  • the organic silicon compounds (a1) from the group of silanes with one, two or three silicon atoms contained in the means (a') of the kits correspond to the organic silicon compounds (a1) that were also used in the means (a) of the method described above.
  • the phosphoric acid ester (a2) contained in the agent (a") of the kit corresponds to the phosphoric acid ester (a2) that was also used in the agent (a) of the method described above.
  • sealing reagent (b1) contained in means (b) of the kits corresponds to 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
  • agent (a"') contains: at least 30% by weight, based on the total weight of agent (a"'), water, and
  • (b1) at least one sealing agent comprising a film-forming polymer and also a color-providing compound from the group of pigments and/or substantive dyes, where components (a1), (a2) and (b1) have been disclosed in detail above.
  • Another preferred embodiment is a multi-component packaging unit (kit-of-parts) for coloring keratin 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,
  • agent (a"') contains: at least 30% by weight, based on the total weight of agent (a"'), water, and
  • a fifth container with a means (b") contains: at least one coloring compound from the group of pigments and/or direct dyes, where the components (a1), (a2) and (b1 ) were disclosed in detail above.
  • the ready-to-use agent (b) is prepared by mixing agents (b') and (b").
  • Another preferred embodiment is a multi-component packaging unit (kit-of-parts) for coloring keratin 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, a second container with an agent (a"), the agent (a") containing:
  • agent (a2) at least one phosphoric acid ester, a third container with an agent (a'''), wherein agent (a''') contains: at least 30% by weight, based on the total weight of agent (a'''), water, a fourth container with a means (b'), the means (b') containing:
  • (b1) at least one sealing reagent, comprising a film-forming polymer, and a fifth 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.
  • the ready-to-use agent (b) is prepared by mixing agents (b') and (b").
  • Yet another embodiment of the present invention is a multi-component packaging unit (kit-of-parts) for dyeing keratin material, which is made up separately from one another
  • agent (a2) at least one phosphoric acid ester, at least one color-providing compound from the group of pigments and/or substantive dyes and at least 30% by weight, based on the total weight of agent (a"), of water - a third container with an agent (a'''), comprising at least one coloring compound from the group of pigments and/or substantive dyes,
  • (b1) at least one sealing reagent, wherein components (a1), (a2) and (b1) have been disclosed in detail above.
  • the agent (a''') also contains at least one phosphoric acid ester (a2).
  • means (a"), (a"') and/or (b) also contain a thickener.
  • the agents (a′′) and/or (b) particularly preferably also contain a thickener.
  • a multi-component packaging unit (kit-of-parts) for coloring keratin material comprising a first container made up separately from one another with an agent (a'), the agent (a') containing:
  • agent (a2) at least one phosphoric acid ester, at least 30% by weight of water, based on the total weight of agent (a") and optionally at least one coloring compound from the group of pigments and/or direct dyes, a third container with an agent ( a"'), where the agent (a"') contains: at least one coloring compound from the group of pigments and/or substantive dyes, a fourth container with an agent (b), where the agent (b) contains:
  • Polymerization speed means that the polymerization is already complete before all sections of hair can be treated. If the polymerisation is too rapid, 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.

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Abstract

La présente invention concerne un procédé de teinture de matière kératinique, en particulier de cheveux humains, comprenant les étapes suivantes consistant à : - appliquer un agent (a) sur la matière kératinique, ledit agent (a) contenant : (a1) au moins un composé de silicium organique du groupe comprenant des silanes avec un, deux ou trois atomes de silicium ; et (a2) au moins un ester d'acide phosphorique, et appliquer un agent (b) sur la matière kératinique, ledit agent (b) comprenant : (b1) au moins un réactif d'étanchéité, au moins l'un des agents (a) et (b) contenant en outre au moins un composé colorant du groupe constitué de pigments et/ou de colorants directs.
EP21728245.8A 2020-07-17 2021-05-27 Procédé de teinture de matière kératinique, comprenant l'utilisation d'un composé organosilicié, d'un ester d'acide phosphorique et d'un composé colorant Pending EP4181869A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102020208951.5A DE102020208951A1 (de) 2020-07-17 2020-07-17 Verfahren zum Färben von keratinischem Material, umfassend die Anwendung von einer siliciumorganischen Verbindung, eines Phosphorsäureesters und einer farbgebenden Verbindung
PCT/EP2021/064187 WO2022012808A1 (fr) 2020-07-17 2021-05-27 Procédé de teinture de matière kératinique, comprenant l'utilisation d'un composé organosilicié, d'un ester d'acide phosphorique et d'un composé colorant

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EP4181869A1 true EP4181869A1 (fr) 2023-05-24

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US (1) US20230270652A1 (fr)
EP (1) EP4181869A1 (fr)
JP (1) JP2023535356A (fr)
CN (1) CN116157112A (fr)
DE (1) DE102020208951A1 (fr)
WO (1) WO2022012808A1 (fr)

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DE102021202048A1 (de) * 2021-03-03 2022-09-08 Henkel Ag & Co. Kgaa Verfahren zum Färben von keratinischem Material, umfassend die Anwendung von einer siliciumorganischen Verbindung, einer farbgebenden Verbindung, eines Versiegelungsreagenz und eines Vorbehandlungsmittels
DE102021202043A1 (de) * 2021-03-03 2022-09-08 Henkel Ag & Co. Kgaa Verfahren zum Färben von keratinischem Material, umfassend die Anwendung von einer siliciumorganischen Verbindung, einer farbgebenden Verbindung, einem Versiegelungsreagenz und einem Polymer-haltigen Nachbehandlungsmittel

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ES2573052T3 (es) 2008-09-30 2016-06-03 L'oreal Composición cosmética integrada por un compuesto orgánico de silicio, -con al menos una función básica-, un polímero filmógeno hidrófobo, un pigmento y un solvente volátil
US8585777B2 (en) * 2009-08-25 2013-11-19 L'oreal Cosmetic composition for keratin fibers
US8506650B2 (en) * 2011-06-24 2013-08-13 L'oreal Emulsion dyeing composition containing at least one polyamine, at least one nonionic surfactant and at least one phosphate ester, and method of using same
US8758735B2 (en) * 2011-06-24 2014-06-24 L'oreal Compositions containing a fatty quaternary amine, a nonionic surfactant, and a phosphate ester for lifting color and/or imparting shine onto keratinous substrates
FR2989889B1 (fr) * 2012-04-26 2016-12-30 Oreal Composition cosmetique comprenant un silane et un epaississant lipophile
ITUA20161510A1 (it) * 2016-03-09 2017-09-09 Beauty & Business S P A Composizione per colorare la fibra cheratinica
DE102018218634A1 (de) * 2018-10-31 2020-04-30 Henkel Ag & Co. Kgaa ''Verfahren zum Behandeln von Haaren umfassend die Anwendung eines ersten Mittels (a) mit Silan und farbgebender Verbindung und eines zweiten Mittels (b) mit einem filmbildenden Polymer''

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JP2023535356A (ja) 2023-08-17
US20230270652A1 (en) 2023-08-31
WO2022012808A1 (fr) 2022-01-20
DE102020208951A1 (de) 2022-01-20

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