EP3937891A1 - Procédé de coloration de matière kératinique, comprenant l'utilisation d'un composé organique du silicium, un composé colorant, un polymère filmogène et un mélange de silicones - Google Patents

Procédé de coloration de matière kératinique, comprenant l'utilisation d'un composé organique du silicium, un composé colorant, un polymère filmogène et un mélange de silicones

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Publication number
EP3937891A1
EP3937891A1 EP20710435.7A EP20710435A EP3937891A1 EP 3937891 A1 EP3937891 A1 EP 3937891A1 EP 20710435 A EP20710435 A EP 20710435A EP 3937891 A1 EP3937891 A1 EP 3937891A1
Authority
EP
European Patent Office
Prior art keywords
agent
group
acid
stands
formula
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.)
Withdrawn
Application number
EP20710435.7A
Other languages
German (de)
English (en)
Inventor
Rene Krohn
Thomas Hippe
Stefan Hoepfner
Jessica Brender
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 EP3937891A1 publication Critical patent/EP3937891A1/fr
Withdrawn legal-status Critical Current

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Classifications

    • 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
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/892—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a hydroxy group, e.g. dimethiconol
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4913—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
    • A61K8/492—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid having condensed rings, e.g. indol
    • 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
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A61K8/731—Cellulose; Quaternized cellulose derivatives
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/893—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by an alkoxy or aryloxy group, e.g. behenoxy dimethicone or stearoxy dimethicone
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/90—Block copolymers
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/42—Colour properties
    • A61K2800/43—Pigments; Dyes
    • A61K2800/432—Direct dyes
    • A61K2800/4324—Direct dyes in preparations for permanently dyeing the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/88—Two- or multipart kits
    • A61K2800/884—Sequential application

Definitions

  • a method for coloring keratinous material comprising the use of an organosilicon compound, a coloring compound, a
  • the present application relates to a method for treating keratinous material, in particular human hair, which comprises the use of three agents (a), (b) and (c).
  • the agent (a) is characterized by its content of at least one organic silicon compound (a1) and at least one coloring compound (a2).
  • the means (b) contains at least one sealing reagent.
  • Agent (c) is characterized by a mixture of selected silicones.
  • a further subject of this application is a multi-component packaging unit (kit-of-parts) for coloring keratinic material, in particular human hair, which is made up of at least four agents (a '), (a ”), (b) and (c) separately from one another ) includes.
  • the means (a) used in the method described above can be prepared from means (a ‘) and (a“).
  • Oxidation dye precursors so-called developer components and coupler components, which, under the influence of oxidizing agents such as hydrogen peroxide, form the actual dyes with one another.
  • Oxidation dyes are characterized by very long-lasting coloring results.
  • Color pigments known. Color pigments are generally understood to mean insoluble, coloring substances. These are present undissolved in the form of small particles in the coloring formulation and are only deposited on the outside of the hair fibers and / or the skin surface. Therefore, they can usually be removed without residue by a few washes with detergents containing surfactants. Various products of this type are available on the market under the name of hair mascara. If the user wants particularly long-lasting coloring, the use of oxidative coloring agents has so far been his only option. However, despite multiple attempts at optimization, an unpleasant smell of ammonia or amine cannot be completely avoided with oxidative hair coloring. The hair damage still associated with the use of oxidative coloring agents also has an adverse effect on the user's hair.
  • EP 2168633 B1 deals with the problem of producing long-lasting hair colorations using pigments.
  • the document teaches that when the combination of a pigment, an organic silicon compound, a film-forming polymer and a solvent is used, the hair can be colored which is particularly resistant to shampooing.
  • the object of the present invention was to provide a dyeing system which has fastness properties that are comparable to oxidative dyeing. especially the
  • wash fastnesses should be excellent, but the oxidation dye precursors usually used for this purpose should be avoided.
  • a search has been made for a technology which enables those known from the prior art
  • coloring compounds such as pigments or substantive dyes
  • the first agent (a) here contains at least one organic compound
  • the mean (a) are the organic
  • the second means (b) contains at least one sealing reagent.
  • the agent (c) contains a mixture of selected hydroxy-terminated silicones.
  • keratinic material could be colored with a particularly high color intensity.
  • a first object of the present invention is a method for coloring keratinic material, in particular human hair, comprising the following steps:
  • an agent (a) to the keratinic material, the agent (a) comprising: (a1) at least one organic silicon compound from the group of the silanes with one, two or three silicon atoms, and
  • agent (b) to the keratinic material, the agent (b) containing:
  • agent (c) to the keratinous material, the agent (c) containing:
  • (c2) a reaction product of a hydroxy-terminated polyorganosiloxane with an acid and / or an alcohol and / or a wax.
  • the coloring compounds (a2) were permanently fixed on the keratin material in this way, so that extremely washfast coloring with good resistance to shampooing could be obtained.
  • Keratinic material is understood to mean hair, skin, and nails (such as fingernails and / or toenails, for example). Furthermore, wool, furs and feathers also fall under the definition of keratinic material.
  • Keratinic material is preferably understood to mean human hair, human skin and human nails, in particular fingernails and toenails. Keratinic material is very particularly preferably understood to mean human hair. Middle (a), (bl and (c)
  • keratinic material especially human hair, applied.
  • the three means (a), (b) and (c) are different from each other.
  • a first object of the present invention is a method for
  • Treating keratinic material, especially human hair comprising the following steps:
  • an agent (a) to the keratinic material, the agent (a) comprising:
  • agent (b) to the keratinic material, the agent (b) containing:
  • agent (c) to the keratinous material, the agent (c) containing:
  • the two means (a), (b) and (c) being different from one another.
  • the agent (a) preferably contains the ingredients (a1) and (a2) essential to the invention in a cosmetic carrier, particularly preferably in an aqueous or aqueous-alcoholic cosmetic carrier.
  • This cosmetic carrier can be liquid, gel-like or cream-like.
  • Pasty, solid or powdery cosmetic carriers can also be used for the production of the agent (a).
  • such carriers are, for example, creams, emulsions, gels or surfactant-containing foaming solutions, such as shampoos, foam aerosols, foam formulations or other preparations which are suitable for use on the hair.
  • the cosmetic carrier preferably contains - based on its weight - at least 2% by weight of water.
  • 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 cosmetic carrier can also be aqueous-alcoholic.
  • aqueous-alcoholic solutions are to be understood as meaning aqueous solutions containing 2 to 70% by weight of a Ci-C 4 alcohol, in particular ethanol or isopropanol.
  • the agents according to the invention can also contain other organic solvents, such as methoxybutanol, benzyl alcohol, Ethyl diglycol or 1,2-propylene glycol. All water-soluble organic solvents are preferred.
  • the agent (a) contains at least one organic silicon compound from the group of the silanes with one, two or three silicon atoms.
  • the agent (a) particularly preferably contains at least one organic silicon compound (a1) which is selected from silanes having one, two or three silicon atoms, the organic
  • Silicon compound comprises 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 which are alternatively referred to as organosilicon compounds, are compounds that either have a direct silicon-carbon bond (Si-C) or in which the carbon is attached to the silicon via an oxygen, nitrogen or sulfur atom. Atom is linked.
  • the organic silicon compounds of the present invention are compounds containing one to three silicon atoms. Particularly preferably contain the organic
  • Silicon compounds one or two silicon atoms.
  • silane stands for a group of chemical compounds based on a silicon backbone and hydrogen.
  • the hydrogen atoms have been completely or partially replaced by organic groups such as (substituted) alkyl groups and / or alkoxy groups.
  • organic silanes some of the hydrogen atoms can also be replaced by hydroxyl groups.
  • a method according to the invention is characterized by the use of an agent (a) on the keratinous material, the agent (a) containing at least one organic silicon compound (a1) selected from silanes with 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 keratinous material the agent (a) containing at least one organic silicon compound (a1) selected from silanes with 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) to the keratinic material, the agent (a) containing at least one organic silicon compound (a1) selected from silanes having one, two or three silicon atoms, the organic silicon compound also 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 or a dialkylamino group, which is preferably connected to a silicon atom via a linker.
  • the basic group is preferably an amino group, a Ci-C6-alkylamino group or a di (Ci-C6) alkylamino group.
  • the hydrolyzable group (s) is preferably a Ci-C6-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. If, for example, the hydrolyzable group is an ethoxy group, the organic silicon compound preferably contains a structural unit R’R “R“ ‘Si-0-CH2-CH3. The radicals R ‘, R“ and R “‘ represent the three remaining free valences of the silicon atom.
  • a very particularly preferred method according to the invention is characterized in that the agent (a) contains at least one organic silicon compound selected from silanes with one, two or three silicon atoms, the organic silicon compound preferably having one or more basic chemical functions and one or more Includes hydroxyl groups or hydrolyzable groups per molecule.
  • agent (a) contains at least one organic silicon compound (a1) of the formula (I) and / or (II).
  • the compounds of the formulas (I) and (II) are organic silicon compounds which are 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 keratinous material (or the human hair), the agent (a) at least one organic silicon compound (a) of the formula (I) and / or (II) contains,
  • R 2 independently represent a hydrogen atom or a Ci-C6-alkyl group
  • - L stands for a linear or branched, divalent Ci-C2o-alkylene group
  • - R3 stands for a hydrogen atom or a Ci-C6-alkyl group
  • R5 ‘, R5“ independently of one another represent a hydrogen atom or a C1-C6 alkyl group
  • R6 ‘and R6“ independently represent a Ci-C6-alkyl group
  • a ‘, A”, A “‘ and A ““ independently of one another represent a linear or branched, divalent Ci-C2o-alkylene group
  • Ci-C6-alkyl group examples are the groups methyl, ethyl, propyl, isopropyl, n-butyl, s-butyl and t-butyl, n-pentyl and n-hexyl. Propyl, ethyl and methyl are preferred alkyl radicals.
  • Examples of a C2-C6-alkenyl group are vinyl, allyl, but-2-enyl, but-3-enyl and isobutenyl, preferred C2-C6-alkenyl radicals are vinyl and allyl.
  • a hydroxy-Ci-C6-alkyl group are a hydroxymethyl, a 2-hydroxyethyl, a 2-hydroxypropyl, a 3-hydroxypropyl, a 4-hydroxybutyl group, a 5-hydroxypentyl and a 6-hydroxyhexyl group; a 2- Hydroxyethyl group is particularly preferred.
  • Examples of an amino-Ci-C6-alkyl group are the aminomethyl group, the 2-aminoethyl group and the 3-aminopropyl group. The 2-aminoethyl group is particularly preferred.
  • Examples of a linear divalent Ci-C 2 o -alkylene group are, for example, the methylene group (-CH 2 -), the ethylene group (-CH 2 -CH 2 -), the propylene group (-CH 2 -CH 2 -CH 2 - ) and the butylene group (-CH 2 -CH 2 -CH 2 -CH 2 -).
  • the propylene group (-CH 2 -CH 2 -CH 2 -) is particularly preferred.
  • divalent alkylene groups can also be branched. Examples of branched, divalent C 3 -C 2 o-alkylene groups are (-CH 2 -CH (CH 3 ) -) and (-CH 2 - CH (CH 3 ) -CH 2 -).
  • the radicals Ri and R 2 independently of one another 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 Ci-C 2 o -alkylene group can alternatively also be referred to as a divalent or divalent C1-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- is preferably a linear, divalent (ie divalent) Ci-C 2 o-alkylene group. More preferably -L- stands for a linear divalent Ci-C6-alkylene group. -L- is particularly preferably a methylene group (-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 very particularly preferably represents 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 have the silicon-containing grouping -Si (OR 3 ) a (R 4 ) b at one end
  • the radical R3 stands for a hydrogen atom or a Ci-C6-alkyl group
  • the radical R4 stands for a Ci-C6-alkyl group.
  • R3 and R4 are particularly preferably, independently of one another, a methyl group or an ethyl group.
  • a stands for an integer from 1 to 3, and b stands for the integer 3 - a. If a is 3, then b is 0. If a is 2, then b is 1. If a is 1, then b is 2.
  • the agent (a) contains at least one organic silicon compound (a1) of the formula (I) in which the radicals R3, R4 independently of one another 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 independently of one another represent a methyl group or represent an ethyl group.
  • the agent (a) contains at least one organic silicon compound of the formula (I) in which the radical a stands for the number 3. In this case, 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
  • R 3 independently of one another represent a methyl group or an ethyl group
  • a method according to the invention is characterized in that the agent (a) contains at least one organic silicon compound (a1) of the formula (I),
  • R2 both stand for a hydrogen atom
  • - L stands for a linear, divalent Ci-C6-alkylene group, preferably for a propylene group (-CH2- CH2-CH2-) or for an ethylene group (-CH2-CH2-),
  • R3 represents a hydrogen atom, an ethyl group or a methyl group
  • R4 stands for a methyl group or for an ethyl group
  • a method according to the invention is characterized in that the agent (a) contains at least one organic silicon compound (a1) which is selected from the group of
  • organic silicon compounds of the formula (I) are commercially available.
  • (3-Aminopropyl) trimethoxysilane can be purchased from Sigma-Aldrich, for example.
  • (3-Aminopropyl) triethoxysilane is also commercially available from Sigma-Aldrich.
  • the agent according to the invention contains at least one organic silicon compound (a1) of the formula (II)
  • organosilicon compounds of the formula (II) according to the invention each have the silicon-containing groups (R50) c (R6) dSi and -Si (R6 ') d' (OR5 ') c at their two ends
  • each of the radicals e, f, g and h can independently represent the number 0 or 1, with the proviso that at least one of the radicals e, f, g and h is different from 0.
  • Silicon compound of the formula (II) at least one group from the group consisting of - (A) - and - [NR7- (A ') j- and - [0- (A ”) j- and - [NR 8 - (A”' )] -
  • radicals R5, R5', R5 "independently of one another represent a hydrogen atom or a Ci-C6- Alkyl group.
  • the radicals R6, R6 'and R6 ′′ stand independently of one another for a Ci-C6-alkyl group.
  • c stands for an integer from 1 to 3, and d stands for the integer 3 - c. If c is 3, then d is 0. If c is 2, d is 1. If c is 1, d is 2.
  • d‘ stands for the integer 3 - c ‘. If c ‘stands for the number 3, then d‘ equals 0. If c ‘stands for the number 2, then d‘ equals 1. If c ‘stands for the number 1, then d‘ equals 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, at least one radical from e, f, g and h being different from zero.
  • the abbreviations e, f, g and h therefore define which of the groupings - (A) e - and - [NR7- (A ')] f - and - [0- (A ”)] g - and - [ NR8- (A ”')] h - are located in the central part of the organic silicon compound of the formula (II).
  • the radicals A, A ‘, A”, A “‘ and A ““ stand independently of one another for a linear or branched, divalent Ci-C2o-alkylene group.
  • the radicals A, A ‘, A ′′, A ′′ and A ′′ ′′ are preferably, independently of one another, a linear, divalent Ci-C20-alkylene group.
  • the radicals A, 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 “” are particularly preferably, independently of one another, a methylene group (-CH2-), an ethylene group (-CH2-CH2-), a propylene group (-CH2-CH2-CH2) -) or a butylene group (-CH2-CH2-CH2-).
  • the radicals A, A ‘, A ′′, A ′′ and A ′′ ′′ are very particularly preferably a propylene group (-CH2-CH2-CH2-).
  • the divalent Ci-C2o-alkylene group can alternatively also be referred to as a divalent or divalent C1-C20-alkylene group, which means that each grouping A, A ', A “, A“' and A ““ can form two bonds.
  • the linear propylene group (-CH2-CH2-CH2-) can alternatively also be referred to as propane-1,3-diyl group.
  • Silicon compound of formula (II) has a structural grouping - [NR7- (A ’)] -.
  • Silicon compound of formula (II) has a structural grouping - [NR8- (A ”’)] -.
  • the radicals R7 and Rs independently of one another represent a hydrogen atom, a C1-C6-alkyl group, a hydroxy-Ci-C6-alkyl group, a C2-C6-alkenyl group, an amino-Ci-C6-alkyl group or a grouping of the Formula (III)
  • radicals R7 and R8 very particularly preferably stand independently of one another
  • Hydrogen atom a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group or for a grouping of the formula (III).
  • the organic silicon compound according to the invention contains the grouping [NR7- (A ')], but not the grouping - [NR8- (A ”')] now the radical R7 represents a grouping 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),
  • R7 represents a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group or a grouping of the formula (III).
  • a method is characterized in that the agent (a) contains at least one organic silicon compound of the formula (II), where
  • - g and h both stand for the number 0, - A and A 'independently represent a methylene group (-CH2-), an ethylene group (-CH2- CH2-) or a propylene group (-CH2-CH2-CH2),
  • R7 represents a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group or a grouping of the formula (III).
  • organic silicon compounds of the formula (II) are commercially available.
  • Bis (trimethoxysilylpropyl) amine with the CAS number 82985-35-1 can be purchased from Sigma-Aldrich, for example.
  • Bis [3- (triethoxysilyl) propyl] amine with the CAS number 13497-18-2 can be purchased from Sigma-Aldrich, for example.
  • N-methyl-3- (trimethoxysilyl) -N- [3- (trimethoxysilyl) propyl] -1-propanamine is alternatively referred to as bis (3-trimethoxysilylpropyl) -N-methylamine and can be purchased commercially from Sigma-Aldrich or Fluorochem .
  • a method is characterized in that the agent (a) contains at least one organic silicon compound (a1) which is selected from the group of
  • the agent (a) applied to the keratinous material in the process contains at least one organic silicon compound of the formula (IV)
  • the compounds of the formula (IV) are organic silicon compounds which are 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 compound (s) of the formula (IV) can also be referred to as silanes of the alkyl-alkoxy-silane or alkyl-hydroxy-silane type,
  • Rg stands for a Ci-Ci8-alkyl group
  • - Rio stands for a hydrogen atom or a Ci-C6-alkyl group
  • - R11 stands for a Ci-C6-alkyl group
  • the process 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 stands for a Ci-C6-alkyl group
  • k is an integer from 1 to 3
  • m stands for the integer 3 - k.
  • a method is characterized in that the agent (a) contains at least one further organic silicon compound of the formula (IV) in addition to the organic silicon compound or compounds of the formula (I)
  • Rg stands for a Ci-Ci8-alkyl group
  • - Rio stands for a hydrogen atom or a Ci-C6-alkyl group
  • a method is characterized in that the agent (a) contains at least one further organic silicon compound of the formula (IV) in addition to the organic silicon compound or compounds of the formula (II)
  • Rg stands for a Ci-Ci8-alkyl group
  • - Rio stands for a hydrogen atom or a Ci-C6-alkyl group
  • a method is characterized in that the agent (a) contains at least one further organic silicon compound of the formula (IV) in addition to the organic silicon compound or compounds of the formula (I) and / or (II)
  • Rg stands for a Ci-Ci8-alkyl group
  • - Rio stands for a hydrogen atom or a Ci-C6-alkyl group
  • the radical Rg stands for a C1-C18-alkyl group.
  • This Ci-Ci8-alkyl group is saturated and can be linear or branched.
  • Rg is preferably a linear Ci-Ci8-alkyl group.
  • Rg is preferably a methyl group, a
  • Rg particularly preferably represents a methyl group, an ethyl group, an n-hexyl group or an n-octyl group.
  • the radical R10 represents a hydrogen atom or a Ci-C6-alkyl group.
  • R10 particularly preferably represents a methyl group or an ethyl group.
  • the radical Rn stands for a Ci-C6-alkyl group.
  • Rn particularly preferably represents a methyl group or an ethyl group.
  • k stands for an integer from 1 to 3, and m stands for the integer 3 - k. If k is the number 3, then m is 0. If k is the number 2, then m is 1. If k is the number 1, then m is 2.
  • a method according to the invention 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 of
  • the organic silicon compounds described above are reactive compounds. In this context, it has been found to be preferred if the agent (a) - based on the total weight of the agent (a) - has one or more organic
  • a method according to the invention is characterized in that the agent (a) - based on the total weight of the agent (a) - has one or more organic silicon compounds (a1) in a total amount of 0.1 to 20% by weight , preferably 1 to 15% by weight and particularly preferably 2 to 8% 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 (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.
  • a method according to the invention is characterized in that the agent (a) - based on the total weight of the agent (a) - has 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 organic silicon compound or compounds of the formula (IV) are also contained in the agent (a) in certain quantity ranges.
  • 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 according to the invention is characterized in that the agent (a) - based on the total weight of the agent (a) - has one or more organic silicon compounds of the formula (IV) in a total amount of 0.1 to 20 wt. -%, preferably 2 to 15% by weight and particularly preferably 3.2 to 10% by weight.
  • keratinic material particularly stable and uniform films could also be obtained when the agent (a) contains two structurally different organic silicon compounds.
  • a method according to the invention is characterized in that the agent (a) contains at least two structurally different organic silicon compounds.
  • a method according to the invention is characterized in that an agent (a) is used on the keratinic material which contains at least one organic silicon compound of the formula (I) selected from the group of (3-aminopropyl) triethoxysilane and (3-aminopropyl) trimethoxysilane is selected, and additionally contains at least one organic silicon compound of the formula (IV) which is selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, 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
  • At least one second organic silicon compound (a1) which is selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane and ethyltrimethoxysilane,
  • the agent (a) contains one or more organic radicals
  • Silicon compounds of a first group in a total amount of 0.5 to 3% by weight are selected from the group 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.
  • the agent (a) contains one or more organic radicals
  • Silicon compounds of a second group in a total amount of 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,
  • the organosilicon compound can also be present in the agent (a) in the form of condensation products and / or (partial) hydrolysates of the organosilicon compounds.
  • the Condensation products can include, for example, the condensation products of two, three or four organosilicon compounds.
  • the organic silicon compound (s) (a1) which 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 keratinous material. Due to the simultaneous presence of the coloring compounds (a2) in the agent (a), these are integrated into the oligomers or polymers formed, so that a colored film is produced on the keratinous material.
  • the agent (b) is then applied, the film-forming polymers (b1) contained in this agent (b) being deposited in the form of a second film on the keratinous material.
  • the successive application of means (a) and (b) creates a layering of several films that is particularly resistant to external influences.
  • the coloring compounds included in these resistant films have good wash fastness.
  • the agent (a) used in the process according to the invention therefore contains at least one color-imparting compound from the group of pigments and / or substantive dyes.
  • a method is characterized in that the agent (a) contains at least one coloring compound (a2) from the group of pigments.
  • Pigments in the context of the present invention are understood to mean coloring compounds which at 25 ° C. in water have a solubility of less than 0.5 g / L, preferably less than 0.1 g / L, even more preferably less than 0, 05 g / L.
  • the water solubility can be achieved, for example, using the method described below: Weigh out 0.5 g of the pigment in a beaker. A stir fry is added. Then one liter of distilled water is added. This mixture is heated to 25 ° C. for one hour while stirring on a magnetic stirrer. Are still undissolved in the mixture after this period
  • the solubility of the pigment is below 0.5 g / L.
  • the mixture is filtered. Remains If a proportion of undissolved pigments remains on the filter paper, the solubility of the pigment is below 0.5 g / L.
  • Suitable color pigments can be of inorganic and / or organic origin.
  • the agent according to the invention is characterized in that the agent (a) contains at least one coloring compound (a2) from the group of inorganic and / or organic pigments.
  • Preferred color pigments are selected from synthetic or natural inorganic pigments.
  • Inorganic color pigments of natural origin can be made from chalk, ocher, umber, green earth, burnt Terra di Siena or graphite, for example.
  • black pigments such as B. iron oxide black, colored pigments such.
  • B. ultramarine or iron oxide red and fluorescent or phosphorescent pigments can be used.
  • Colored metal oxides, hydroxides and oxide hydrates, mixed-phase pigments, sulfur-containing silicates, silicates, metal sulfides, complex metal cyanides, metal sulfates, metal chromates and / or molybdates are particularly suitable.
  • Particularly preferred color pigments are black iron oxide (CI 77499), yellow iron oxide (CI 77492), red and brown iron oxide (CI 77491), manganese violet (CI 77742), ultramarines (sodium aluminum sulfosilicates, CI 77007, Pigment Blue 29), chromium oxide hydrate
  • Color pigments which are likewise particularly preferred according to the invention are colored pearlescent pigments. These are usually based on mica and / or mica and can be coated with one or more metal oxides. Mica is one of the layered silicates. The most important representatives of these silicates are muscovite, phlogopite, paragonite, biotite, lepidolite and margarite. To produce the pearlescent pigments in conjunction with metal oxides, the mica, predominantly muscovite or phlogopite, is coated with a metal oxide.
  • synthetic mica coated with one or more metal oxide (s) can also be used as a pearlescent pigment.
  • Particularly preferred pearlescent pigments are based on natural or synthetic mica (mica) and are coated with one or more of the aforementioned metal oxides. The color of the respective pigments can be varied by varying the layer thickness of the metal oxide (s).
  • the method is characterized in that the agent (a) contains at least one coloring compound (a2) from the group of inorganic pigments, which is selected from the group of colored metal oxides, metal hydroxides, Metal oxide hydrates, silicates, metal sulfides, complex metal cyanides, metal sulfates, bronze pigments and / or of colored pigments based on mica or mica coated with at least one metal oxide and / or a metal oxychloride.
  • the agent (a) contains at least one coloring compound (a2) from the group of inorganic pigments, which is selected from the group of colored metal oxides, metal hydroxides, Metal oxide hydrates, silicates, metal sulfides, complex metal cyanides, metal sulfates, bronze pigments and / or of colored pigments based on mica or mica coated with at least one metal oxide and / or a metal oxychloride.
  • the method is characterized in that the agent (a) contains at least one coloring compound (a2) from the group of pigments, which is selected from pigments based on mica or mica, those with one or more
  • the agent (a) can also contain one or more color-imparting compounds from the group of organic pigments.
  • the organic pigments are correspondingly insoluble, organic dyes or color lakes, for example from the group of nitroso, nitro, azo, xanthene, anthraquinone, isoindolinone, isoindoline, quinacridone, perinone, perylene , Diketopyrrolopyorrole, indigo, thioindido, dioxazine, and / or triarylmethane compounds can be selected.
  • Particularly suitable organic pigments are, for example, carmine, quinacridone, phthalocyanine, sorghum, blue pigments with the color index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with the color index numbers CI 1 1680, CI 1 1710, CI 15985, CI 19140, CI 20040, CI 21 100, CI 21 108, CI 47000, CI 47005, green pigments with the Color Index numbers CI 61565, CI 61570, CI 74260, orange pigments with the Color Index numbers CI 1 1725, CI 15510, CI 45370, CI 71 105, red pigments with the color index numbers CI 12085, CI 12120, CI 12370, CI 12420, CI 12490, CI 14700, CI 15525, CI 15580, CI 15620, CI 15630, CI 15800
  • a method according to the invention is characterized in that the agent (a) contains at least one coloring compound (a2) from the group of organic pigments, which is selected from the group of carmine,
  • the organic pigment can also be a colored lacquer.
  • colored varnish is understood to mean particles which comprise a layer of absorbed dyes, the unit of particles and dyestuff being included in the above
  • the particles can, for example, be inorganic substrates, which can be aluminum, silica, calcium borosilicate, calcium aluminum borosilicate or also aluminum.
  • the alizarin color varnish for example, can be used as the color varnish. Because of their excellent light and temperature stability, the use of the aforementioned pigments in the agent (a) is particularly preferred. It is also preferred if the pigments used have a certain particle size. This particle size leads, on the one hand, to a uniform distribution of the pigments in the polymer film formed and, on the other hand, avoids a rough hair or skin feel after the cosmetic agent has been applied. It is therefore advantageous according to the invention if the at least one pigment has an average particle size D50 of 1 to 50 ⁇ m, preferably 5 to 45 ⁇ m, more preferably 10 to 40 ⁇ m, in particular 14 to 30 ⁇ m. The mean particle size D50 can be determined, for example, using dynamic light scattering (DLS).
  • DLS dynamic light scattering
  • the process is characterized in that the agent (a) - based on the total weight of the agent (a) - has one or more pigments in a total amount of 0.01 to 10% by weight, preferably of 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) used in the process can also contain one or more substantive dyes as coloring compound (s) (a2).
  • Substantive dyes are dyes that are absorbed directly onto the hair and do not require an oxidative process to develop the color.
  • Direct dyes are usually nitrophenylenediamines,
  • Nitroaminophenols azo dyes, anthraquinones, triary imethane 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
  • Substantive dyes can be divided into anionic, cationic and nonionic substantive dyes.
  • the method is characterized in that the agent (a) contains at least one anionic, cationic and / or nonionic substantive dye as coloring compound (a2).
  • the method is characterized in that the agent (a) contains at least one coloring compound (a2) from the group of anionic, nonionic and / or cationic substantive dyes.
  • Suitable cationic substantive dyes are, for example, Basic Blue 7, Basic Blue 26, Basic Violet 2 and Basic Violet 14, Basic Yellow 57, Basic Red 76, Basic Blue 16, Basic Blue 347 (Cationic Blue 347 / Dystar), HC Blue No. 16, Basic Blue 99, Basic Brown 16, Basic Brown 17, Basic Yellow 57, Basic Yellow 87, Basic Orange 31, Basic Red 51 Basic Red 76
  • nonionic substantive dyes for example, nonionic nitro and
  • Direct dyes are those under the international names or trade names HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 12, HC Orange 1, Disperse Orange 3, HC Red 1, HC Red 3, HC Red 10 , HC Red 1 1, HC Red 13, HC Red BN, HC Blue 2, HC Blue 1 1, HC Blue 12, Disperse Blue 3, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Disperse Black 9 known compounds, as well 1,4-diamino-2-nitrobenzene, 2-amino-4-nitrophenol, 1,4-bis- (2-hydroxyethyl) -amino-2-nitrobenzene, 3-nitro-4- (2-hydroxyethyl) -aminophenol, 2- (2-Hydroxyethyl) amino-4,6-dinitrophenol, 4 - [(2-hydroxyethyl) amino] -3-nitro-1-methylbenzene, 1-amino-4- (2-hydroxyethyl) -amino-5- chloro-2-nitro
  • agents (a) which contain at least one anionic substantive dye dyeings with particularly high color intensity can be produced.
  • the process is therefore characterized in that the agent (a) contains at least one anionic substantive dye.
  • Anionic substantive dyes are also referred to as acid dyes.
  • Acid dyes are substantive dyes understood that at least one
  • Carboxylic acid grouping (-COOH) and / or a sulfonic acid grouping (-SO3H).
  • the protonated forms (-COOH, -SO3H) of the carboxylic acid or sulfonic acid groups are in equilibrium with their deprotonated forms (-COO-, -S03 _ ).
  • the proportion of protonated forms increases with decreasing pH. If substantive dyes are used in the form of their salts, the carboxylic acid groups or
  • Sulphonic acid groups are present in deprotonated form and are neutralized with corresponding stoichiometric equivalents of cations in order to maintain electroneutrality.
  • Acid dyes according to the invention can also be used in the form of their sodium salts and / or their potassium salts.
  • the acid dyes for the purposes of the present invention have a solubility in water (760 mmHg) at 25 ° C. of more than 0.5 g / L and are therefore not to be regarded as pigments.
  • alkaline earth salts such as calcium salts and magnesium salts
  • aluminum salts of acid dyes often have a poorer solubility than the corresponding alkali salts. If the solubility of these salts is below 0.5 g / L (25 ° C, 760 mmHg), they do not fall under the definition of a substantive dye.
  • An essential feature of the acid dyes is their ability to form anionic charges, the carboxylic acid or sulfonic acid groups responsible for this usually being linked to different chromophoric systems.
  • Suitable chromophoric systems can be 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.
  • a method for dyeing keratinic material which is characterized in that the agent (a) contains at least one anionic substantive dye selected from the group of nitrophenylenediamines, nitroaminophenols, azo dyes, and 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), one sodium carboxylate group (-COONa), one
  • Potassium carboxylate group (-COOK), a sulfonic acid group (-SO3H), a sodium sulfonate group (- SOsNa) and / or a potassium sulfonate group (-SO3K).
  • Particularly suitable acid dyes can, for example, be selected from one or more compounds from the following group: 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 1 100 (LCW), Sicovit Tartrazine 85 E 102 (BASF), Tartrazine, Food Yellow 4, Japan Yellow 4, FD&C Yellow No.
  • Acid Yellow 36 (CI 13065), Acid Yellow 121 ( CI 18690), Acid Orange 6 (CI 14270), Acid Orange 7 (2-Naphthol orange, Orange II, CI 15510, D&C Orange 4, COLIPA n ° C015), Acid Orange 10 (Cl 16230; Orange G sodium salt), Acid Orange 1 1 (CI 45370), Acid Orange 15 (CI 50120), Acid Orange 20 (CI 14600), Acid Orange 24 (BROWN 1; CI 20170; KATSU201; nosodiumsalt; Brown No.201; RESORCIN BROWN; ACID ORANGE 24 ; Japan Brown 201; D & C Brown No.1), Acid Red 1 4 (CI14720), acid red 18 (E124, red 18; CI 16255), Acid Red 27 (E 123, CI 16185, C-Red 46, Echtrot D, FD&C Red Nr.2, Food Red 9, Naphtholrot S), Acid Red 33 (Red 33, Fuchsia Red, D&C Red 33, CI
  • Acid Green 50 (Brillantklare indispensable BS, Cl 44090, Acid Brilliant Green BS, E 142), Acid Black 1 (Black n ° 401, Naph thalene Black 10B, Amido Black 10B, CI 20 470, COLIPA n ° B15), Acid Black 52 (CI 1571 1), Food Yellow 8 (CI 14270), Food Blue 5, D&C Yellow 8, D&C Green 5, D&C Orange 10 , D&C Orange 1 1, D&C Red 21, D&C Red 27, D&C Red 33, D&C Violet 2 and / or D&C Brown 1.
  • the water solubility of the anionic substantive dyes can be determined, for example, in the following way. 0.1 g of the anionic substantive dye are placed in a beaker. A stir bar is added. Then 100 ml of water are added. This mixture is heated to 25 ° C. on a magnetic stirrer while stirring. It is stirred for 60 minutes. The aqueous mixture is then assessed visually. If there are still undissolved residues, the amount of water is increased - for example in steps of 10 ml. Water is added until the amount of dye used has completely dissolved. If the dye-water mixture cannot be assessed visually due to the high intensity of the dye, the mixture is filtered.
  • the solubility test is repeated with a larger amount of water. If 0.1 g of the anionic substantive dye dissolves in 100 ml of water at 25 ° C., the solubility of the dye is 1 g / L.
  • Acid Yellow 1 is called 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid disodium salt and has a solubility in water of at least 40 g / L (25 ° C).
  • Acid Yellow 3 is a mixture of the sodium salts of mono- and disulfonic acids of 2- (2-quinolyl) -1 H-indene-1, 3 (2H) -dione and has a water solubility of 20 g / L (25 ° C).
  • Acid Yellow 9 is the disodium salt of 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid, its water solubility is above 40 g / L (25 ° C).
  • Acid Yellow 23 is the trisodium salt of 4,5-dihydro-5-oxo-1 - (4-sulfophenyl) -4 - ((4-sulfophenyl) azo) - 1 H-pyrazole-3-carboxylic acid and at 25 ° C well in Water soluble.
  • Acid Orange 7 is the sodium salt of 4 - [(2-Hydroxy-1-naphthyl) azo] benzene sulfonate. Its water solubility is more than 7 g / L (25 ° C).
  • Acid Red 18 is the trisodium salt of 7-hydroxy-8 - [(E) - (4-sulfonato-1-naphthyl) -diazenyl)] - 1,3-naphthalenedisulfonate and has a very high solubility in water of more than 20 wt. %.
  • Acid Red 33 is the 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 is specified with greater than 10 g / L (25 ° C).
  • Acid Blue 9 is the disodium salt of 2 - ( ⁇ 4- [N-ethyl (3-sulfonatobenzyl] amino] phenyl ⁇ ⁇ 4 - [(N-ethyl (3-sulfonatobenzyl) imino] -2,5-cyclohexadiene-1 - ylidene ⁇ methyl) benzene sulfonate and has a
  • the agent (a) contains at least one coloring compound (a2) from the group of anionic substantive dyes, which is selected from the group 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 1 1, 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 Orange 10, D&C Orange 1 1, D & C Red 21, D&C Red 27, D&C
  • the substantive dye or dyes in particular the anionic substantive dyes, can be used in various amounts in the means (a) depending on the desired color intensity. Particularly good results could be obtained when the means (a) - be based on
  • Total weight - one or more substantive dyes (a2) in a total amount of from 0.01 to 10% by weight, preferably from 0.1 to 8% by weight, more preferably from 0.2 to 6% by weight, and completely particularly preferably from 0.5 to 4.5% by weight.
  • the method is characterized in that the agent (a) - based on the total weight of the agent (a) - has one or more substantive dyes (a2) 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 agent (a) used in the process additionally contains at least one silicone polymer (a3).
  • silicone polymers which can alternatively be called silicones for short, are understood as poly (organo) siloxanes. Silicone polymers are understood to be a group of synthetic polymers in which silicon atoms are linked via oxygen atoms.
  • Silicone polymers are generally macromolecules with a molecular weight of at least 500 g / mol, preferably at least 1000 g / mol, more preferably at least 2500 g / mol, particularly preferably at least 5000 g / mol, which comprise repeating organic units.
  • the maximum molecular weight of the silicone polymer depends on the degree of polymerisation (number of polymerised monomers) and the batch size and is also determined by the polymerisation method. For the purposes of the present invention, it is preferred if the maximum
  • Molecular weight of the silicone polymer is not more than 10 7 g / mol, preferably not more than 10 6 g / mol and particularly preferably not more than 10 5 g / mol.
  • the silicone polymers comprise many Si — O repeat units, it being possible for the Si atoms to carry organic radicals such as, for example, alkyl groups or substituted alkyl groups.
  • the silicone polymers are based on more than 10 Si-O repeat units, preferably more than 50 Si-O repeat units and particularly preferably more than 100 Si-O repeat units, very particularly preferably more than 500 Si-O repeat units .
  • the silicone polymers (a3) contained in the agent (a) are therefore different from the silanes (a1) likewise contained in the agent (a).
  • a method for coloring keratinic material is preferred, which is characterized in that the agent (a) contains:
  • the film produced by the oligomerization or polymerization of the organosilicon compounds (silanes) (a1) can - especially when higher amounts of silanes (a1) are used - have a certain stickiness or even softness, which on the one hand has a detrimental effect on the feel of the keratinic materials, on the other hand, it can also have a negative effect on the durability of the film. Without being tied to this theory, it is assumed that the joint use of the silane (a1) and the silicone polymer (a3) leads on average (a) to a reaction or interaction of the two components with one another.
  • silanes seem to form a film, as described above, in which the silicone polymers are either embedded or on which the silicone polymers agglomerate. It has been found that the film formed in this way is much more pliable, flexible, durable and less brittle.
  • the rheological properties of the film produced with the agent (a) can be greatly improved by adding at least one silicone polymer (a3).
  • the film became stronger or more rigid, so that the colored keratinic materials left a less sticky, smoother and more pleasant impression.
  • the higher strength of the film also had positive effects on the fastness properties of the keratin materials, in particular on their rub fastness. Since the colored films were more resistant when they came into contact with combs, brushes and textiles, there was less abrasion when they came into contact with these objects.
  • the advantages described above were particularly pronounced. It has therefore been found to be particularly preferred if the agents (a) used in the process contain at least one alkoxy-modified silicone polymer and / or at least one amino-modified silicone polymer (a3).
  • a method for coloring keratinic material is preferred, which is characterized in that the agent (a) contains:
  • a method according to the invention is characterized in that the agent (a) contains at least one alkoxy-modified silicone polymer.
  • Alkoxy-modified silicones are understood as meaning silicones whose structure comprises at least one structural alkoxy unit.
  • This structural alkoxy unit can be, for example, an alkoxy group.
  • Alkoxy groups are understood to mean C2-Cio-alkoxy groups.
  • the alkoxy group can be located at the end of the silicone (that is to say, for example, as a group -O-CH3 or a group -O-CH2-CH3).
  • the alkoxy group itself also bears a substituent; in this case, under an alkoxy modification, at least one group on the silicone such as (-CH2-CH2-0-), (-CH2-CH2-CH2-0-), (-CH (CH3) -CH2-0- ), (-CH2-CH (CH3) -CH2-0-) or (-CH2-CH2-CH2-CH2-0-).
  • the alkoxy-modified silicones (A) preferably have at least one grouping (-CH2-CH2-0-) and / or (-CH2-CH2-CH2-0-)
  • the alkoxy groups can be linked to the silicone either via a carbon atom or via an oxygen atom, for example the silicones can carry the structural units of the formula (Sa), (S-b), (Sc) and / or (Sd):
  • the alkoxy-modified silicone polymer or polymers (a3) carry more than one alkoxy group, ie if the silicone polymers (a3) are polyalkoxylated.
  • Polyalkoxylated silicones carry polyoxyalkylene groups as structural units, in particular polyoxyethylene groups (ie groups of the [-CH2-CH2-0-] m type ) and / or polyoxypropylene groups (ie groups of the [-CH (CH3) -CH2-0-] m and / or type [-CH2-CH2-CH2-0-] m ). The number is preferably
  • Polyoxyalkyl units in the silicone polymer is at least 2. m is therefore an integer greater than or equal to 2.
  • the alkoxy-modified silicone (a3) is particularly preferably a nonionic silicone.
  • Nonionic silicones have neither positive nor negative charges.
  • Very particularly suitable polyalkoxylated silicones (a3) comprise at least one structural unit of the formula (S1)
  • n for an integer from 2 to 20, preferably for an integer from 4 to 18, more preferably for an integer from 6 to 16, even more preferably for an integer from 8 to 14 and very particularly preferably for the number 12 stands.
  • a method for coloring keratinic material is preferred, which is characterized in that the agent (a) contains:
  • n for an integer from 2 to 20, preferably for an integer from 4 to 18, more preferably for an integer from 6 to 16, even more preferably for an integer from 8 to 14 and very particularly preferably for the number 12 stands.
  • a preferred alkoxy-modified silicone polymer (a3) can in addition to one or more
  • Structural units of the general formula (S-l) also contain further structural units which differ structurally from the units of the formula (S-l).
  • the alkoxy-modified silicone polymer particularly preferably additionally comprises one or more dimethylsiloxane units. Depending on whether the silicone according to the invention is linear or branched, it has two (in the case of one
  • a silicone polymer (a3) according to the invention has a trimethylsilyloxy group (i.e. a -0-Si (CH3) 3 group) as end groups.
  • the method is therefore characterized in that the agent (a) contains at least one silicone polymer (a3) which is composed of structural units of the formula (S1), the formula (S-II), the formula (S -Ill) and the formula (S-IV),
  • a silicone polymer (a3) which is composed of structural units of the formula (SI), the formula (S-II), the formula (S-II I) and the formula (S-IV) is understood in this context to be a silicone , which exclusively (in each case one or more) structural units of the formulas (S1), (S-II), (S-II I) and (S-IV) has.
  • the silicone can also contain various structural units of the formula (S-1), which each differ in their number n.
  • a 3 which is composed of structural units of the formula (S1), of the formula (S1 I), of the formula (Sl II) and the formula (S-IV), which have the following structure:
  • x and y are selected depending on the desired molecular weight of the silicone, and n represents one of the preferred or particularly preferred integers according to the invention described above.
  • silicone polymers (a3) Both low molecular weight and higher molecular weight alkoxy-modified silicones can be used as silicone polymers (a3). Particularly advantageous effects were found with silicone polymers (a3) with a molar mass of 800 to 10,000 g / mol, preferably from 1,000 to 9,000 g / mol, more preferably from 2,000 to 8,000 g / mol and particularly preferably from 2,500 to 5,000 g / mol observed.
  • Particularly suitable silicone polymers are, for example:
  • an agent (a) was used in the process which contains an amino-modified silicone polymer (a3).
  • the amino-modified silicone polymer can alternatively also be referred to as an amino-functionalized silicone polymer or also as an amino silicone.
  • a method is characterized in that the agent (a) contains at least one amino-modified silicone polymer.
  • the agent (a) can contain one or more different amino-modified silicone polymers (a3).
  • Such silicones can e.g. by the formula (S-V)
  • Q is a polar radical of the general formula -R 1 HZ, where R 1 is a divalent linking group bonded to hydrogen and the radical Z, composed of carbon and hydrogen atoms, carbon -, hydrogen and oxygen atoms or carbon, hydrogen and nitrogen atoms, and Z is an organic, amino-functional radical which contains at least one amino-functional group;
  • "a” takes values in the range of about 0 to about 2
  • "b” takes values in the range of about 1 to about 3
  • "a” + “b” is less than or equal to 3
  • "c” is a number in the range from about 1 to about 3
  • x is a number in the range from 1 to about 2,000, preferably from about 3 to about 50, and most preferably from about 3 to about 25
  • y is a number in the range from about 20 to about 10,000 , preferably from about 125 to about 10,000, and most preferably from about 150 to about 1,000
  • M is a suitable silicone
  • Alkyl groups such as methyl, ethyl, propyl, isopropyl, isopropyl, butyl, isobutyl, amyl, isoamyl, hexyl, isohexyl and the like; Alkenyl radicals such as vinyl, halovinyl, alkylvinyl, allyl, haloallyl, alkylallyl; Cycloalkyl groups such as cyclobutyl, cyclopentyl, cyclohexyl and the like; Phenyl residues, benzyl residues, halogenated hydrocarbon residues such as 3-chloropropyl, 4-bromobutyl, 3,3,3-trifluoropropyl, chlorocyclohexyl, bromophenyl, chlorophenyl and similar as well as sulfur-containing residues such as mercaptoethyl,
  • R is an alkyl radical containing 1 to about 6 carbon atoms, and most preferably R is methyl.
  • R 1 include methylene, ethylene, propylene, hexamethylene, decamethylene, -CH 2 CH (CH3) CH 2 -, phenylene, naphthylene, -CH2CH2SCH2CH 2-, -CH2CH2OCH2-, -OCH2CH2-, -OCH 2 CH2CH2- , -CH 2 CH (CH3) C (0) 0CH 2 -, - (CH 2 ) 3 CC (0) 0CH 2 CH 2 -, -C6H 4C6H4-, -C6H 4CH2C6H4-; and - (CH (CH3)
  • Z is an organic, amino-functional radical containing at least one functional amino group.
  • One possible formula for Z is NH (CH2) zNH2, where z is 1 or more.
  • Another possible formula for Z is -NH (CH2) Z (CH2) ZZ NH, where both z and zz are independently 1 or more, this structure including diamino ring structures such as piperazinyl.
  • Most preferably Z is an -NHCH2CH 2NH2 radical.
  • Another possible formula for Z is -N (CH2) z (CH2) zzNX2 or -NX2, wherein each X of X2 is independently selected from the group consisting of hydrogen and alkyl groups having 1 to 12 carbon atoms, and zz is zero.
  • Q is most preferably a polar, amine-functional radical of the formula -CH2CH2CH2NHCH2CH2NH 2.
  • "a” takes values in the range from about 0 to about 2
  • "b” takes values in the range from about 2 to about 3
  • " c is a number in the range from about 1 to about 3.
  • c SiO ( 4-C) / 2 units is in the range from about 1: 2 to 1:65, preferably from about 1: 5 to about 1:65, and most preferably from about 1: 15 to about 1:20. If one or more silicones of the above formula are used, then the various variable substituents in the above formula can be different for the various silicone components that are present in the silicone mixture.
  • a method according to the invention is characterized by the use of an agent (a) on the keratinous material, the agent (a) being an amino-modified silicone polymer (a3) of the formula (S-VI)
  • G is -H, a phenyl group, -OH, -O-CH3, -CH 3 , -O-CH2CH3, -CH2CH3, -O-CH2CH2CH3, -CH2CH2CH3, -0-CH (CH 3 ) 2, -CH (CH 3 ) 2, -O-CH2CH2CH2CH3, -CH2CH2CH3, -o- CH 2 CH (CH 3 ) 2, -CH 2 CH (CH 3 ) 2, -0-CH (CH 3 ) CH 2 CH3, -CH (CH 3 ) CH 2 CH 3 , -0-C (CH 3 ) 3, -C (CH 3 ) 3 a represents a number between 0 and 3, in particular 0;
  • b stands for a number between 0 and 1, in particular 1,
  • n and n are numbers whose sum (m + n) is between 1 and 2000, preferably between 50 and 150, n preferably values from 0 to 1999 and in particular from 49 to 149 and m preferably values from 1 to 2000, in particular from 1 to 10 assumes
  • R ' is a monovalent radical selected from
  • each Q represents a chemical bond, -CH 2 -, -CH 2 -CH 2 -, -CH 2 CH 2 CH 2 -, -C (CH3) 2 -, - CH 2 CH 2 CH 2 CH 2 -, - CH 2 C (CH 3 ) 2 -, -CH (CH 3 ) CH 2 CH 2 -,
  • R stands for identical or different radicals from the group -H, -phenyl, -benzyl, -CH 2 - CH (CH 3 ) Ph, the Ci- 2 o-alkyl radicals, preferably -CH 3 , -CH 2 CH 3 , - CH 2 CH 2 CH 3 , -CH (CH 3 ) 2 , -CH 2 CH 2 CH 2 H 3 , -CH 2 CH (CH 3 ) 2 , -CH (CH 3 ) CH 2 CH 3 , -C (CH 3 ) 3 , and A represents an anion, which is preferably selected from chloride, bromide, iodide or methosulfate.
  • a method is characterized by the use of an agent (a) on the keratinous material, the agent (a) containing at least one amino-modified silicone polymer (a3) of the formula (S-VII),
  • m and n are numbers whose sum (m + n) is between 1 and 2000, preferably between 50 and 150, where n is preferably values from 0 to 1999 and in particular from 49 to 149 and m preferably values from 1 to 2000, in particular from 1 to 10 assumes.
  • silicones are referred to as trimethylsilylamodimethicones according to the INCI declaration.
  • a method is characterized by the use of an agent (a) on the keratinous material, the agent (a) containing at least one amino-modified silicone polymer (a3) of the formula (S-VII I) (S- Vlll), where R is -OH, -0-CH 3 or a -CH 3 group and m, n1 and n2 are numbers whose sum (m + n1 + n2) is between 1 and 2000, preferably between 50 and 150 , the sum (n1 + n2) preferably assuming values from 0 to 1999 and in particular from 49 to 149 and m preferably from 1 to 2000, in particular from 1 to 10.
  • amino-modified or amino-functionalized silicone polymers are referred to as amodimethicones according to the INCI declaration.
  • agents (a) which contain an amino-modified silicone polymer whose amine number is above 0.25 meq / g, preferably above 0.3 meq / g and in particular above 0.4 meq / g.
  • the amine number stands for the milli-equivalents of amine per gram of the amino-functional silicone. It can be determined by titration and also given in the unit mg KOH / g.
  • a method is characterized by the use of an agent (a) on the keratinous material, the agent (a) containing at least one amino-modified silicone polymer (a3) of the formula of the formula (S-IX),
  • n + m and n mean numbers that are chosen so that the sum (n + m) is in the range from 1 to 1000,
  • n is a number in the range from 0 to 999 and m is a number in the range from 1 to 1000,
  • - p is a number in the range from 0 to 999 and q is a number in the range from 1 to 1000,
  • R1 and R2 which are different, denote a hydroxyl group or a C1-4 alkoxy group, where at least one of the groups R1 to R2 denotes a hydroxyl group.
  • the silicones of the formulas (S-IX) and (SX) differ in the grouping on the Si atom that carries the nitrogen-containing group:
  • R2 denotes a hydroxyl group or a C1-4 alkoxy group
  • the Radical in formula (SX) is a methyl group.
  • A represents a group -OH, -0-Si (CH3) 3, -0-Si (CH 3 ) 2 0H, -0-Si (CH 3 ) 2 0CH3,
  • D is a group -H, -Si (CH3) 3, -Si (CH 3 ) 2 0H, -Si (CH 3 ) 2 0CH 3 ,
  • b, n and c stand for whole numbers between 0 and 1000,
  • the individual siloxane units with the indices b, c and n are randomly distributed, i.e. they do not necessarily have to be block copolymers.
  • This very particularly preferred amino-functionalized silicone polymer comprises at least one structural unit of the formula (S-XIII)
  • a method for coloring keratinic material is preferred, which is characterized in that the agent (a) contains:
  • a method according to the invention is characterized in that the agent (a) is at least one amino-modified
  • a very particularly preferred, amino-functionalized silicone polymer is known under the name Amodimethicone / Morpholinomethyl Silsesquioxane Copolymer and is commercially available from Wacker in the form of the raw material Belsil ADM 8301 E.
  • a silicone which has structural units of the formulas (S-XII), (S-XIII ') and (S-XIV') can be used as the 4-morpholinomethyl-substituted silicone, for example
  • R1 is -CH 3 , -OH, -OCHS, -0-CH 2 CH 3 , -0-CH 2 CH 2 CH 3 , or -0-CH (CH 3 ) 2 ;
  • R2 represents —CH 3 , —OH, or —OCH 3 .
  • Particularly preferred agents (a) according to the invention contain at least one 4-morpholinomethyl-substituted silicone of the formula (S-XV)
  • R1 is -CH 3 , -OH, -OCH 3 , -0-CH 2 CH 3 , -0-CH 2 CH 2 CH 3 , or -0-CH (CH 3 ) 2 ;
  • R2 represents —CH 3 , —OH, or —OCH 3 .
  • B represents a group -OH, -0-Si (CH 3 ) 3 , -0-Si (CH 3 ) 2 0H, -0-Si (CH 3 ) 2 0CH 3 ,
  • D is a group -H, -Si (CH 3 ) 3 , -Si (CH 3 ) 2 OH, -Si (CH 3 ) 2 OCH 3 ,
  • a, b and c stand independently of each other for integers between 0 and 1000, with the
  • n stand for whole numbers between 1 and 1000, with the proviso that
  • the units a, b, c, m and n are distributed randomly or in blocks in the molecule.
  • Structural formula (Si-VI) is intended to make it clear that the siloxane groups n and m do not necessarily have to be bound directly to an end grouping B or D. Rather, in preferred formulas (Si-VI) a> 0 or b> 0 and in particularly preferred formulas (Si-VI) a> 0 and c> 0, ie the terminal grouping B or D is preferably on a dimethylsiloxy grouping bound. In formula (Si-VI) too, the siloxane units a, b, c, m and n are preferably distributed randomly.
  • the means (a) contains the one or more
  • Silicone polymers especially the alkoxy-modified and / or the amino-modified
  • Silicone polymers preferably in certain quantity ranges.
  • Particularly flexible films of low tack were obtained when an agent (a) was used in the process which - based on the total weight of the agent (a) - contains one or more silicone polymers (a3) in a total amount of 0.1 to 8 wt. -%, preferably 0.1 to 5% by weight, more preferably from 0.1 to 3% by weight and very particularly preferably from 0.1 to 0.5% by weight.
  • a method is characterized in that the agent (a) - based on the total weight of the agent (a) - one or more
  • a method is characterized in that the agent (a) - based on the total weight of the agent (a) - one or more alkoxy-modified silicone polymers in a total amount of 0.1 to 15 wt. %, preferably 0.5 to 12% by weight, more preferably from 1 to 10% by weight and very particularly preferably from 2 to 8% by weight.
  • a method is characterized in that the agent (a) - based on the total weight of the agent (a) - one or several amino-modified silicone polymers in a total amount of 0.1 to 15% by weight, preferably 0.5 to 12% by weight, more preferably from 1 to 10% by weight and very particularly preferably from 2 to 8% by weight. -% contains. pH of the agent (a)
  • agent (a) is packaged in the form of a water-containing agent which is adjusted to an alkaline pH.
  • the agent (a) can contain at least one alkalizing agent.
  • the agents (a) can therefore also contain at least one alkalizing agent.
  • the pH values in the context of the present invention are pH values that were measured at a temperature of 22 ° C.
  • the agent (a) can contain, for example, ammonia, alkanolamines and / or basic amino acids as the alkalizing agent.
  • the alkanolamines which can be used in the agent are preferably selected from primary amines with a C2-C6-alkyl parent structure which carries at least one hydroxyl group.
  • Preferred alkanolamines are selected from the group which is formed from 2-aminoethan-1 -ol (monoethanolamine), 3-aminopropan-1 -ol, 4-aminobutan-1 -ol, 5-aminopentan-1 -ol, 1-aminopropane -2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1 - Amino-2-methylpropan-2-ol, 3-aminopropan-1, 2-diol, 2-amino-2-methylpropan-1, 3-diol.
  • Particularly preferred alkanolamines are selected from 2-aminoethan-1-ol and / or 2-amino-2-methylpropan-1 -ol.
  • a particularly preferred embodiment is therefore characterized in that the agent according to the invention contains an alkanolamine selected from 2-aminoethan-1-ol and / or 2-amino-2-methylpropan-1 -ol as alkalizing agent.
  • an amino acid is an organic compound which, in its structure, contains at least one protonatable amino group and at least one —COOH or one —SOßH group.
  • Preferred amino acids are aminocarboxylic acids, in particular a- (alpha) - aminocarboxylic acids and w-aminocarboxylic acids, with a-aminocarboxylic acids being particularly preferred.
  • Basic amino acids are to be understood as meaning those amino acids which have an isoelectric point p1 greater than 7.
  • Basic ⁇ -aminocarboxylic acids contain at least one asymmetric carbon atom.
  • both possible enantiomers can be used equally as specific compounds or mixtures thereof, in particular as racemates.
  • the basic amino acids are preferably selected from the group that is formed from arginine, lysine, ornithine and histidine, particularly preferably from arginine and lysine.
  • an agent according to the invention is therefore characterized
  • the alkalizing agent is a basic amino acid from the group arginine, lysine, ornithine and / or histidine.
  • the agent can contain other alkalizing agents, in particular inorganic ones
  • Inorganic alkalizing agents which can be used according to the invention are preferably selected from the group formed from sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium phosphate, potassium phosphate, sodium silicate,
  • alkalizing agents are ammonia and 2-aminoethan-1-ol
  • Acidifying agents suitable according to the invention are, for example, citric acid, lactic acid, acetic acid or else dilute mineral acids (such as, for example, hydrochloric acid, sulfuric acid, phosphoric acid).
  • a method is characterized in that the total amount of the organic acids contained in the agent (a) from the group of citric acid, tartaric acid, malic acid and lactic acid at a content below 1% by weight, preferably below 0, 7% by weight, more preferably below 0.5% by weight, even more preferably below 0.1% by weight and very particularly preferably below 0.01% by weight.
  • a method is characterized in that the total amount of the inorganic acids contained in the agent (a) from the group of hydrochloric acid, sulfuric acid and phosphoric acid at a content below 1 wt .-%, preferably below 0.7 wt .-%, more preferably below 0.5% by weight, even more preferably below 0.1% by weight and very particularly preferably below 0.01% by weight.
  • the method for the treatment of keratinic material comprises not only the application of the agent (a) but also the application of the agent (b).
  • the agent (b) is characterized in that it contains at least one sealing reagent (b1).
  • agent (b) is an aftertreatment agent and the application of the agent (b) to the keratinic material treated with agent (a) has the effect that the colorations achieved in the process are made more durable.
  • the wash fastness and the rub fastness of the dyeings obtained in the process can be improved by using agent (b).
  • the sealing reagent comprises a compound selected from the group consisting of film-forming polymers, alkalizing agents, acidifying agents and mixtures thereof.
  • the sealing reagent comprises a film-forming polymer.
  • Polymers are understood to mean macromolecules with a molecular weight of at least 1000 g / mol, preferably of at least 2500 g / mol, particularly preferably of at least 5000 g / mol, which consist of identical, repeating organic units.
  • the polymers of the present invention can be synthetically produced polymers that are structurally formed by polymerizing one type of monomer or by polymerizing different ones different types of monomers are produced. If the polymer is produced by polymerizing one type of monomer, it is called a homo-polymer. If structurally different types of monomers are used in the polymerization, the resulting polymer is referred to as a copolymer.
  • the maximum molecular weight of the polymer depends on the degree of polymerisation (number of polymerised monomers) and the batch size and is also determined by the polymerisation method. For the purposes of the present invention, it is preferred if the maximum
  • Molecular weight of the film-forming, hydrophobic polymer (c) is not more than 10 7 g / mol, preferably not more than 10 6 g / mol and particularly preferably not more than 10 5 g / mol.
  • a film-forming polymer is understood to mean a polymer which is capable of forming a film on a substrate, for example on a keratin material or a keratin fiber.
  • the formation of a film can be detected, for example, by viewing the keratinic material treated with the polymer under a microscope.
  • the film-forming polymers (b1) in means (b) can be hydrophilic or hydrophobic.
  • At least one hydrophobic, film-forming polymer in the means (b).
  • a hydrophobic polymer is understood to mean a polymer that has a solubility in water at 25 ° C. (760 mmHg) of less than 1% by weight.
  • the water solubility of the film-forming, hydrophobic polymer can be determined, for example, in the following way. 1 g of the polymer is placed in a beaker. Make up to 100 g with water. A stir bar is added and the mixture is warmed to 25 ° C on a magnetic stirrer while stirring. It is stirred for 60 minutes. The aqueous mixture is then assessed visually. If the polymer-water mixture cannot be assessed visually due to the high turbidity of the mixture, the mixture is filtered. If a proportion of undissolved polymer remains on the filter paper, the solubility of the polymer is less than 1% by weight.
  • the polymers of the acrylic acid type, the polyurethanes, the polyesters, the polyamides, the polyureas, the cellulose polymers, the nitro-cellulose polymers, the silicone polymers, the polymers of the acrylamide type and the polyisoprenes can be mentioned here in particular .
  • Particularly suitable film-forming, hydrophobic polymers are, for example, polymers from the group of copolymers of acrylic acid, copolymers of methacrylic acid, homopolymers or copolymers of acrylic acid esters, homopolymers or copolymers of methacrylic acid esters, homopolymers or copolymers of acrylic acid amides, homopolymers or copolymers of methacrylic acid amides, copolymers of vinyl pyrrolidone, copolymers of vinyl alcohol, copolymers of vinyl acetate, homopolymers or copolymers of ethylene, homopolymers or copolymers of propylene, homopolymers or copolymers of styrene, polyurethanes, polyesters and / or the polyamides.
  • an agent (b) is characterized in that it contains at least one film-forming, hydrophobic polymer (b1) which is selected from the group of copolymers of acrylic acid, copolymers of methacrylic acid, homopolymers or copolymers of acrylic acid Esters, homopolymers or copolymers of methacrylic acid esters, homopolymers or copolymers of acrylic acid amides, homopolymers or copolymers of methacrylic acid amides, copolymers of vinyl pyrrolidone, copolymers of vinyl alcohol, copolymers of vinyl acetate, homopolymers or copolymers of ethylene, of
  • Homopolymers or copolymers of propylene homopolymers or copolymers of styrene, polyurethanes, polyesters and / or polyamides.
  • the film-forming hydrophobic polymers which are selected from the group of synthetic polymers, the polymers obtainable by free radical polymerization or the natural polymers have proven particularly suitable for achieving the object of the invention.
  • suitable film-forming hydrophobic polymers can be selected from the homopolymers or copolymers of olefins, such as cycloolefins, butadiene, isoprene or styrene, vinyl ethers, vinyl amides, the esters or amides of (meth) acrylic acid with at least one Ci-C2o-alkyl group, an aryl group or a C2-Cio-hydroxyalkyl group.
  • olefins such as cycloolefins, butadiene, isoprene or styrene
  • vinyl ethers vinyl amides
  • esters or amides of (meth) acrylic acid with at least one Ci-C2o-alkyl group, an aryl group or a C2-Cio-hydroxyalkyl group such as cycloolefins, butadiene, isoprene or styrene
  • vinyl ethers such as vinyl ethers
  • Further film-forming hydrophobic polymers can be selected from the homo- or
  • Further film-forming hydrophobic polymers can be selected from the homo- or
  • anionic copolymers are, for example, copolymers of acrylic acid, methacrylic acid or their Ci-C6-alkyl esters, as described under the INCI declaration Acrylates
  • Copolymers are sold.
  • a suitable commercial product is, for example Aculyn ® 33 from Rohm & Haas.
  • copolymers of acrylic acid, methacrylic acid or their Ci-C6-alkyl esters and the esters of an ethylenically unsaturated acid and an alkoxylated fatty alcohol are also preferred.
  • Suitable ethylenically unsaturated acids are, in particular, acrylic acid, methacrylic acid and itaconic acid;
  • suitable alkoxylated fatty alcohols are, in particular, steareth-20 or ceteth-20.
  • Particularly preferred polymers on the market are, for example, Aculyn® 22 (Acrylates / Steareth-20 Methacrylate Copolymer), Aculyn® 28 (Acrylates / Beheneth-25 Methacrylate Copolymer), Structure 2001® (Acrylates / Steareth-20 Itaconate Copolymer) , Structure 3001®
  • Suitable polymers based on vinyl monomers are the homo- and copolymers of N-vinylpyrrolidone, vinylcaprolactam, vinyl (C1 -C6) alkyl pyrrole, vinyl oxazole, vinyl thiazole, vinyl pyrimidine or Vinylimidazole.
  • copolymers octylacrylamide / acrylates /
  • butylaminoethyl methacrylate copolymer as it is, for example, under the trade name
  • AMPHOMER® or LOVOCRYL® 47 is sold commercially by NATIONAL STARCH, or the copolymers of acrylates / octylacrylamides which are sold under the trade names DERMACRYL® LT and DERMACRYL® 79 by NATIONAL STARCH.
  • Suitable polymers based on olefins are the homo- and copolymers of ethylene, propylene, butene, isoprene and butadiene.
  • block copolymers which comprise at least one block made of styrene or the derivatives of styrene can be used as film-forming hydrophobic polymers.
  • These block copolymers can be copolymers which, in addition to a styrene block, contain one or more other blocks, such as, for example, styrene / ethylene, styrene / ethylene / butylene, styrene / butylene, styrene / isoprene, styrene / butadiene.
  • Corresponding polymers are sold commercially by BASF under the trade name “Luvitol HSB”.
  • the agent (b) contained at least one film-forming polymer as sealing reagent (b1), which was selected from the group of homopolymers and copolymers of acrylic acid, the homopolymers and copolymers of methacrylic acid, the homopolymers and copolymers of acrylic acid esters, the homopolymers and copolymers of methacrylic acid esters, the homopolymers and copolymers of acrylic acid amides, the
  • Homopolymers and copolymers of methacrylic acid amides homopolymers and copolymers of vinyl pyrrolidone, 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, of polyurethanes, polyesters and polyamides.
  • a method is characterized in that the agent (b) contains at least one film-forming polymer as sealing reagent (b1), which is selected from the group of homopolymers and copolymers of acrylic acid, the
  • 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 reagent (b1) in the means (b).
  • a hydrophilic polymer is understood to mean a polymer that has a solubility in water at 25 ° C. (760 mmHg) of more than 1% by weight, preferably more than 2% by weight.
  • the water solubility of the film-forming hydrophilic polymer can be determined, for example, in the following way. 1 g of the polymer is placed in a beaker. Make up to 100 g with water. A stir bar is added and the mixture is warmed to 25 ° C on a magnetic stirrer while stirring. It is stirred for 60 minutes. The aqueous mixture is then assessed visually. A completely dissolved polymer appears macroscopically homogeneous. If the polymer-water mixture cannot be assessed visually due to the high turbidity of the mixture, the mixture is filtered. If no undissolved polymer remains on the filter paper, the solubility of the polymer is more than 1% by weight. Nonionic, anionic and cationic polymers can be used as film-forming, hydrophilic polymers.
  • Suitable film-forming, hydrophilic polymers can, for example, from the group of
  • Polyvinylpyrrolidone (co) polymers polyvinyl alcohol (co) polymers, vinyl acetate (co) polymers, carboxyvinyl (co) polymers, acrylic acid (co) polymers, methacrylic acid (co) polymers, natural rubbers , the polysaccharides and / or the acrylamide (co) polymers can be selected.
  • PVP polyvinylpyrrolidone
  • / or a vinylpyrrolidone-containing copolymer as the film-forming hydrophilic polymer.
  • an agent (b) is thereby provided.
  • polyvinylpyrrolidone PVP
  • copolymers of polyvinylpyrrolidone PVP
  • the agent contains polyvinylpyrrolidone (PVP) as the film-forming, hydrophilic polymer.
  • PVP polyvinylpyrrolidone
  • polyvinylpyrrolidones are available, for example, under the name Luviskol® K from BASF SE, in particular Luviskol® K 90 or Luviskol® K 85 from BASF SE.
  • the polymer PVP K30 which is sold by Ashland (ISP, POI Chemical), can also be used as another polyvinylpyrrolidone (PVP) that is explicitly very particularly suitable.
  • PVP K 30 is a polyvinylpyrrolidone which is very soluble in cold water and has the CAS number 9003-39-8.
  • the molecular weight of PVP K 30 is approx. 40,000 g / mol.
  • polyvinylpyrrolidones are the substances known under the trade names LUVITEC K 17, LUVITEC K 30, LUVITEC K 60, LUVITEC K 80, LUVITEC K 85, LUVITEC K 90 and LUVITEC K 115 and available from BASF.
  • film-forming hydrophilic polymers (b1) from the group of copolymers of polyvinylpyrrolidone has also led to particularly good and washable color results.
  • Particularly suitable film-forming, hydrophilic polymers that can be mentioned in this context are vinylpyrrolidone-vinyl ester copolymers, such as those listed under the
  • Luviskol ® (BASF). Luviskol ® VA 64 and Luviskol ® VA 73, each vinyl pyrrolidone / vinyl acetate copolymers, are particularly preferred nonionic polymers.
  • a styrene / VP copolymer and / or a vinylpyrrolidone-vinyl acetate copolymer and / or a VP / DMAPA acrylates copolymer and / or a VP / vinyl caprolactam / DMAPA acrylates copolymer are very particularly preferably used in the cosmetic compositions .
  • Vinylpyrrolidone-vinyl acetate copolymers are sold under the name Luviskol® VA by BASF SE.
  • a VP / vinyl caprolactam / DMAPA Acrylates copolymer is sold by Ashland Inc. under the trade name Aquaflex® SF-40.
  • a VP / DMAPA Acrylates copolymer is sold, for example, under the name Styleze CC-10 by Ashland and is a highly preferred vinylpyrrolidone-containing copolymer.
  • copolymers of polyvinylpyrrolidone that can be mentioned are the copolymers which are obtained by reacting N-vinylpyrrolidone with at least one further monomer from the group of V-vinylformamide, vinyl acetate, ethylene, propylene, acrylamide, vinyl caprolactam,
  • Vinyl caprolactone and / or vinyl alcohol can be obtained.
  • an agent (b) is thereby provided.
  • hydrophilic polymer (b1) which is selected from the group consisting of polyvinylpyrrolidone (PVP), vinylpyrrolidone / vinyl acetate copolymers, vinylpyrrolidone / styrene copolymers, vinylpyrrolidone / ethylene copolymers,
  • PVP polyvinylpyrrolidone
  • vinylpyrrolidone / vinyl acetate copolymers vinylpyrrolidone / vinyl acetate copolymers
  • vinylpyrrolidone / styrene copolymers vinylpyrrolidone / ethylene copolymers
  • Vinyl pyrrolidone / vinyl formamide copolymers and / or vinyl pyrrolidone / vinyl alcohol copolymers are examples of vinyl pyrrolidone / vinyl formamide copolymers and / or vinyl pyrrolidone / vinyl alcohol copolymers.
  • the agent (b) can contain at least one nonionic, film-forming, hydrophilic polymer (b1).
  • a nonionic polymer is understood to mean a polymer that does not contain any in a protic solvent - such as, for example, water - under standard conditions
  • cationic Groups include, for example, quaternized ammonium groups but not protonated amines.
  • Anionic groups include, for example, carboxyl and sulfonic acid groups.
  • the agents are very particularly preferred which contain, as the nonionic, film-forming, hydrophilic polymer, at least one polymer selected from the group consisting of
  • Carbon atoms in particular from N-vinylpyrrolidone and vinyl acetate,
  • copolymers of N-vinylpyrrolidone and vinyl acetate are used, it is again preferred if the molar ratio of the structural units contained in the monomer N-vinylpyrrolidone to the structural units of the polymer contained in the monomer vinyl acetate is in the range from 20:80 to 80:20, in particular from 30 to 70 to 60 to 40.
  • Vinylpyrrolidone and vinyl acetate are available, for example, under the trademarks Luviskol® VA 37, Luviskol® VA 55, Luviskol® VA 64 and Luviskol® VA 73 from BASF SE.
  • Another particularly preferred polymer is selected from the polymers of the INCI name VP / Methacrylamide / Vinyl Imidazole Copolymer, for example under the
  • Luviset Clear is available from BASF SE.
  • Another very particularly preferred nonionic, film-forming, hydrophilic polymer is a copolymer of N-vinylpyrrolidone and N, N-dimethylaminiopropyl methacrylamide, which
  • Styleze® CC 10 is sold by ISP.
  • a cationic polymer is the copolymer of N-vinylpyrrolidone, N-vinylcaprolactam, N- (3-dimethylaminopropyl) methacrylamide and 3- (methacryloylamino) propyl-lauryl-dimethylammonium chloride (INCI name: Polyquaternium-69), which is available, for example, under the trade name AquaStyle ® 300 (28-32% by weight active substance in an ethanol-water mixture,
  • hydrophilic polymers are, for example
  • Vinylpyrrolidone-vinylimidazolium methochloride copolymers as offered under the names Luviquat ® FC 370, FC 550 and the INCI name Polyquaternium-16 as well as FC 905 and HM 552, Vinylpyrrolidone-vinylcaprolactam-acrylate terpolymers, such as those with acrylic acid esters and
  • Acrylic acid amides are commercially available as a third monomer component, for example under the name Aquaflex ® SF 40.
  • Polyquaternium-1 1 is the reaction product of diethyl sulfate with a copolymer of
  • Vinyl pyrrolidone and dimethylaminoethyl methacrylate are available, for example, under the names Dehyquart® CC 11 and Luviquat® PQ 11 PN from BASF SE or Gafquat 440, Gafquat 734, Gafquat 755 or Gafquat 755N from Ashland Inc.
  • Polyquaternium-46 is the reaction product of vinyl caprolactam and vinyl pyrrolidone with
  • Methyl vinylimidazolium methosulfate and is available, for example, under the name Luviquat® Hold from BASF SE.
  • Polyquaternium-46 is preferably used in an amount of 1 to 5% by weight, based on the total weight of the cosmetic composition. It is very particularly preferred that Polyquaternium-46 is used in combination with a cationic guar compound. It is even highly preferred that Polyquaternium-46 is used in combination with a cationic guar compound and Polyquaternium-11.
  • Acrylic acid polymers for example, which can be present in uncrosslinked or crosslinked form, can be used as suitable anionic film-forming, hydrophilic polymers.
  • Suitable film-forming, hydrophilic polymers from the group of natural gums are xanthan gum, gellan gum, carob gum.
  • Suitable film-forming, hydrophilic polymers from the group of the polysaccharides are hydroxyethyl cellulose, hydroxypropyl cellulose, ethyl cellulose and carboxymethyl cellulose.
  • Suitable film-forming, hydrophilic polymers from the group of acrylamides are, for example, polymers which are produced from monomers of (meth) acrylamido-C1-C4-alkyl-sulfonic acid or the salts thereof.
  • Corresponding polymers can be selected from the polymers of polyacrylamidomethanesulfonic acid, polyacrylamidoethanesulfonic acid,
  • Polyacrylamidopropanesulfonic acid Poly2-acrylamido-2-methylpropanesulfonic acid, poly-2-methylacrylamido-2-methylpropanesulfonic acid and / or poly-2-methylacrylamido-n-butanesulfonic acid.
  • Preferred polymers of the poly (meth) arylamido-C1-C4-alkyl-sulfonic acids are crosslinked and at least 90% neutralized. These polymers can be crosslinked or also uncrosslinked.
  • Crosslinked and completely or partially neutralized polymers of the poly-2-acrylamido-2-methylpropanesulfonic acid type are known under the INCI names "Ammonium Polyacrylamido-2-methylpropanesulphonate" or "Ammonium Polyacryldimethyltauramide".
  • Another preferred polymer of this type is the crosslinked poly-2-acrylamido-2methyl-propanesulphonic acid polymer sold by 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 reagent (b1) which comprises at least one structural unit of the formula (P-1) and at least one structural unit of the formula (P-II)
  • M stands for a hydrogen atom or for ammonium (NH4), sodium, potassium, 14 magnesium or 14 calcium.
  • a method according to the invention is characterized in that the agent (b) contains at least one film-forming polymer as sealing reagent (b1) which comprises at least one structural unit of the formula (P-1) and at least one structural unit of the formula (P-II)
  • M stands for a hydrogen atom or for ammonium (NH4), sodium, potassium, 1 magnesium or 1 calcium.
  • NH4 ammonium
  • Pl the structural unit of the formula (Pl) is based on one
  • the structural unit of the formula (P-1) is based on the ammonium salt of acrylic acid.
  • the structural unit of the formula (P-1) is based on the magnesium salt of acrylic acid.
  • the structural unit of the formula (P-1) is based on the calcium salt of acrylic acid.
  • the film-forming polymer (s) (b1) are preferably used in certain quantity ranges in the agent (b). In this context, it has proven to be particularly preferred to solve the problem according to the invention if the means (b) - based on the
  • a method is characterized in that the agent (b) - based on the total weight of the agent (b) - has 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.
  • the film initially produced by the application of the agent (a) is intended to be sealed and fixed.
  • the film produced by means (b) is preferably not itself colored.
  • the uncolored film produced by means (b) is located above the colored film produced by means (a) and can protect the latter from external influences. In this way it can also be ensured that abrasion of the second film (b) occurring to a certain extent does not lead to any color changes in the entire film system. It is therefore very particularly preferred if the agent (b) contains no or only very small amounts of coloring compounds.
  • a method is characterized in that the total amount of the coloring compounds from the group of pigments and substantive dyes contained in agent (b) is below 0.2% by weight, preferably below 0.1 % By weight, even more preferably below 0.05% by weight and very particularly preferably below 0.01% by weight.
  • the total amount of the coloring compounds from the group of the pigments and the substantive dyes is based on the total weight of the agent (b).
  • 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.
  • a method is characterized in that the agent (b) contains at least one alkalizing agent as sealing reagent (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 a sealing reagent (b1).
  • composition (b) as
  • Sealing reagent (b1) contained at least one C2-C6-alkanolamine.
  • 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 parent structure which carries at least one hydroxyl group.
  • Preferred alkanolamines are selected from the group that is formed from 2-aminoethan-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1-aminopropane -2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1 -Amino-2-methylpropan-2-ol, 3-aminopropan-1,2-diol, 2-amino-2-methylpropan-1,3-diol.
  • a method according to the invention is characterized in that the composition (b) contains as sealing reagent (b1) at least one alkalizing agent from the group of alkanolamines, which is preferably selected from Group consisting 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-aminopropane-1, 2-diol and 2-amino-2-methylpropane-1, 3-diol.
  • alkanolamines which is preferably selected from Group consisting of 2-aminoethan-1-ol (monoethanolamine
  • composition (b) as
  • Sealing reagent (b1) contained at least one basic amino acid.
  • amino acid in the context of the invention is an organic compound which in its structure contains at least one amino group which can be protonated and at least one —COOH or one —SOsH group.
  • Preferred amino acids are aminocarboxylic acids, in particular ⁇ - (alpha) -aminocarboxylic acids and w-aminocarboxylic acids, ⁇ -aminocarboxylic acids being particularly preferred.
  • basic amino acids are to be understood as meaning those amino acids which have an isoelectric point p1 of greater than 7.0.
  • Basic ⁇ -aminocarboxylic acids contain at least one asymmetric carbon atom.
  • both possible enantiomers can be used equally as specific compounds or mixtures thereof, in particular as racemates.
  • the basic amino acids are preferably selected from the group that is formed from arginine, lysine, ornithine and histidine, particularly preferably from arginine and lysine.
  • the method is therefore characterized in that the sealing reagent (b1) is an alkalizing agent comprising a basic one
  • the method is characterized in that the agent (b) contains as sealing reagent (b1) at least one alkalizing agent from the group of basic amino acids, which is preferably selected from the group of arginine, lysine, ornithine and histidine.
  • the agent (b) contains as sealing reagent (b1) at least one alkalizing agent from the group of basic amino acids, which is preferably selected from the group of arginine, lysine, ornithine and histidine.
  • agent (b) contains at least one alkali metal hydroxide as the sealing reagent (b1).
  • Sodium hydroxide and potassium hydroxide for example, can be mentioned as very suitable alkali metal hydroxides.
  • composition (b) as
  • Sealing reagent (b1) an alkalizing agent comprising at least one Alkaline earth metal hydroxide.
  • an alkalizing agent comprising at least one Alkaline earth metal hydroxide.
  • Magnesium hydroxide, calcium hydroxide and barium hydroxide can be mentioned as well-suited alkaline earth metal hydroxides.
  • agent (b) contained at least one alkali metal silicate and / or alkali metal metasilicate as sealing reagent (b1). Suitable
  • Alkali metal silicates are, for example, sodium silicate and potassium silicate. Suitable
  • alkali metal metasilicates examples include sodium metasilicate and potassium metasilicate.
  • agent (b) contained at least one alkali metal carbonate and / or alkaline earth metal carbonate as sealing reagent (b1).
  • Suitable alkali metal carbonates are, for example, sodium carbonate and potassium carbonate.
  • Alkaline earth metal carbonates are, for example, magnesium carbonate and calcium carbonate.
  • Alkalizing agents ammonia, C2-C6-alkanolamines, basic amino acids and alkali metal hydroxides have proven to be particularly suitable.
  • the method is characterized in that the agent (b) acts as a sealing reagent (b1) at least one
  • Alkalizing agents selected from the group consisting of ammonia, C2-C6-alkanolamines, basic amino acids and alkali metal hydroxides.
  • the method is characterized in that the agent (b) acts as a sealing reagent (b1) at least one
  • alkalizing agent selected from the group consisting of ammonia, 2-aminoethan-1 -ol, 3-aminopropan-1 -ol, 4-aminobutan-1 -ol, 5-aminopentan-1 -ol, 1-aminopropane-2- ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1-amino 2-methylpropan-2-ol, 3-aminopropan-1, 2-diol, 2-amino-2-methylpropan-1, 3-diol, arginine, lysine, ornithine, histidine, sodium hydroxide and potassium hydroxide.
  • the agent (b) contains the alkalizing agent as a sealing reagent (b1) in a cosmetic carrier, preferably in an aqueous cosmetic carrier.
  • the agent (b) - based on the total weight of the agent (b) - 5.0 to 99.0 wt .-%, preferably 15.0 to 97.0 wt .-% %, more preferably 25.0 to 97.0% by weight, even more preferably 35.0 to 97.0% by weight and very particularly preferably 45.0 to 97.0% by weight of water.
  • the method is characterized in that the agent (b) - based on the total weight of the agent (b) - 5.0 to 99.0 wt .-%, preferably 15.0 to 97.0 wt .-% %, more preferably 25.0 to 97.0% by weight, even more preferably 35.0 to 97.0% by weight and very particularly preferably 45.0 to 97.0% by weight of water.
  • the alkalizing agents contained in the agent (b) exert an influence on the pH of the agent (b). It was found here that certain alkaline pH values in particular have an advantageous effect on the dyeing performance that can be achieved in the process and the fastness properties of the dyeings.
  • the agent (b), comprising an alkalizing agent as sealing reagent (b1) has a pH of from 7.0 to 12.0, preferably from 7.5 to 11.5, more preferably from 8 .0 to 11.0 and very particularly preferably from 8.5 to 9.5.
  • the pH value can be measured using the usual methods known from the prior art, such as, for example, pH value measurement using glass electrodes using single-rod electrodes or using pH indicator paper.
  • the method is characterized in that the agent (b) contains an alkalizing agent as sealing reagent (b1) and 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 values in the context of the present invention are pH values that were measured at a temperature of 22 ° C.
  • the sealing reagent (b1) contains an acidifying agent.
  • the acidifying agent is particularly preferably selected from the group consisting of inorganic acids, organic acids and mixtures thereof.
  • the agent (b) contains at least one inorganic acid as the sealing reagent (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) is used as a sealing reagent (b1) at least one acidifying agent from the group of Contains inorganic acids, which is preferably selected from the group consisting of
  • Phosphoric acid sulfuric acid, hydrochloric acid and mixtures thereof.
  • the method is thereby
  • the agent (b) contains sulfuric acid as the sealing reagent (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, propic acid, azelaic 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, toluic acid, hydratropic acid, atropic acid, cinnamic acid, isonicotinic acid, nicotinic acid,
  • the method is characterized in that the agent (b) contains at least one acidifying agent from the group of organic acids as sealing reagent (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, maleinic acid, mesaconic acid, muconic acid, maleinic acid , Camphoric acid, benzoic acid, o, m, p-phthalic acid, naphthoic acid, toluic acid, hydratropic acid, atropic acid, cinnamic acid
  • the organic acid
  • the method is thereby
  • agent (b) contains acetic acid as a sealing reagent (b1).
  • suitable acidifying agents include methanesulfonic acid and / or 1-hydroxyethane-1,1-diphosphonic acid.
  • Acidifying agents sulfuric acid and / or acetic acid have proven to be particularly well suited.
  • the method is characterized in that the agent (b) acts as a sealing reagent (b1) at least one
  • Acidifying agents selected from the group consisting of sulfuric acid, acetic acid and mixtures thereof.
  • the agent (b) contains the acidifying agent as a sealing reagent (b1) in a cosmetic carrier, preferably in an aqueous cosmetic carrier.
  • the acidifying agents contained in the agent (b) exert an influence on the pH of the agent (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 the fastness properties of the dyeings.
  • the agent (b), comprising an acidifying agent as sealing reagent (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 very particularly preferably from 4.5 to 5.5.
  • the pH value can be measured using the usual methods known from the prior art, such as, for example, pH value measurement using glass electrodes using single-rod measuring chains or using pH indicator paper.
  • the method is characterized in that the agent (b) contains an acidifying agent as sealing reagent (b1) and 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 very particularly preferably from 4.5 to 5.5.
  • the pH values in the context of the present invention are pH values that were measured at a temperature of 22 ° C.
  • agent (c) can be referred to as an aftertreatment agent.
  • Agent (c) is characterized by the presence of two selected silicones.
  • the silicone oils contained in the agent (c) comprise Si-O repeat units, it being possible for the Si atoms to carry organic radicals such as, for example, alkyl groups or substituted alkyl groups.
  • the silicones contained in the agent (c) are polymeric compounds whose molecular weight is at least 500 g / mol, preferably at least 1000 g / mol, more preferably at least 2500 g / mol, and particularly preferably at least 5000 g / mol.
  • the silicone oils contained in agent (c) are therefore different from the organic silicon compounds in agent (a).
  • the two silicones are each hydroxy-terminated, which means that each of the two silicones has at least one terminal OH group.
  • another subject matter of the application is a method for dyeing keratinic material, in particular human hair, comprising the following steps: Application of an agent (a) to the keratinic material, the agent (a) containing:
  • (c2) a reaction product of a hydroxy-terminated polyorganosiloxane with an acid and / or an alcohol and / or a wax.
  • Suitable hydroxy-terminated polyorganosiloxanes are those with the INCI name
  • Polyorganosiloxane (c1) a polyorganosiloxane of the formula (I)
  • Xi and X 2 are independently OH, OR 1 , R 2 , O-PDMS or O-fsiloxane,
  • X3 is hydrogen or a monovalent hydrocarbon radical with 1 to 8 carbon atoms per radical, PDMS or fsiloxane,
  • X4 is a residue of the formula
  • a is a number from 1 to 100
  • R 1 denotes an alkyl radical with 1 to 8 carbon atoms
  • R 2 denotes a monovalent, saturated or unsaturated hydrocarbon radical with 1 to 200 carbon atoms per radical, optionally substituted with the elements N, P, S, O, Si and halogen,
  • R 3 independently of one another, is in each case a monovalent, optionally substituted by the elements N, P, S, O, Si and halogen, saturated or unsaturated hydrocarbon radical with 1 to 200 carbon atoms per radical,
  • A is a radical of the formula R 6 - [NR 7 -R 8 -] fNR 7 2,
  • R 6 is a divalent linear or branched hydrocarbon radical with 3 to 18 carbon atoms
  • R 7 denotes a hydrogen atom, an alkyl radical having 1 to 8 carbon atoms or an acyl radical
  • R 8 is a divalent hydrocarbon radical with 1 to 6 carbon atoms
  • b is a number from 1 to 2000
  • c is 0 or a number from 1 to 2000
  • d is a number from 1 to 1000
  • e is 0 or a number from 1 to 5
  • f 0, 1, 2, 3 or 4,
  • Z is hydrogen, an alkyl radical with 1 to 8 carbon atoms or
  • R 4 denotes a monovalent hydrocarbon radical optionally containing N and / or O atoms and having 1 to 18 carbon atoms and
  • R 5 denotes a divalent hydrocarbon radical optionally containing N and / or O atoms and having 3 to 12 carbon atoms,
  • the polyorganosiloxane of the formula (I) has at least one terminal OH group.
  • Xi and X2 are independently OH, OR 1 , R 2 , O-PDMS or O-fsiloxane,
  • X3 is hydrogen or a monovalent hydrocarbon radical with 1 to 8 carbon atoms per radical, PDMS or fsiloxane,
  • X4 is a residue of the formula CH 2 NHR 4 CH 2 NR 4 2 or
  • a is a number from 1 to 100
  • R 1 denotes an alkyl radical with 1 to 8 carbon atoms
  • R 2 denotes a monovalent, saturated or unsaturated hydrocarbon radical with 1 to 200 carbon atoms per radical, optionally substituted with the elements N, P, S, O, Si and halogen,
  • R 3 independently of one another, is in each case a monovalent, optionally substituted by the elements N, P, S, O, Si and halogen, saturated or unsaturated hydrocarbon radical with 1 to 200 carbon atoms per radical,
  • A is a radical of the formula R 6 - [NR 7 -R 8 -] fNR 7 2,
  • R 6 is a divalent linear or branched hydrocarbon radical with 3 to 18 carbon atoms
  • R 7 denotes a hydrogen atom, an alkyl group with 1 to 8 carbon atoms or an acyl group
  • R 8 denotes a divalent hydrocarbon group with 1 to 6 carbon atoms
  • b is a number from 1 to 2000
  • c is 0 or a number from 1 to 2000
  • d is a number from 1 to 1000
  • e is 0 or a number from 1 to 5
  • f 0, 1, 2, 3 or 4,
  • Z is hydrogen, an alkyl radical with 1 to 8 carbon atoms or
  • R 4 denotes a monovalent hydrocarbon radical optionally containing N and / or O atoms and having 1 to 18 carbon atoms and
  • R 5 denotes a divalent hydrocarbon radical optionally containing N and / or O atoms and having 3 to 12 carbon atoms,
  • the polyorganosiloxane of the formula (I) has at least one terminal OH group, contains as a hydroxy-terminated polyorganosiloxane.
  • Examples of an alkyl radical R 1 are methyl, ethyl, n-propyl, / so-propyl, 1-n-butyl, 2-n-butyl, iso-butyl, fe / f.-butyl , n-pentyl-, / so-pentyl-, neo-pentyl-, fe / f-pentyl, n-hexyl, n-heptyl, n-octyl, / so-octyl or 2,2,4-trimethylpentyl, methyl, ethyl and butyl are preferred.
  • hydrocarbon radicals R 2 and R 3 are alkyl radicals such as methyl, ethyl, n-propyl, / so-propyl, 1-n-butyl, 2-n-butyl, / so-butyl, fe /f.-Butyl-, n-pentyl-, / so-pentyl-, neo-pentyl-, fe / f.-pentyl, n-hexyl, n-heptyl, n-octyl, / so-octyl, 2.2 , 4-trimethylpentyl, n-nonyl, n-decyl, n-dodecyl, n-octadecyl, cyclopentyl, cyclohexyl, cycloheptyl, methylcyclohexyl, vinyl, 5-hexenyl,
  • the preferred radical R 2 is the methyl, ethyl, octyl and phenyl radical, and the methyl and ethyl radical are particularly preferred.
  • halogenated radicals R 2 and R 3 are 3,3,3-trifluoro-n-propyl, 2, 2, 2,2 ', 2', 2'-hexafluoroisopropyl, heptafluoroisopropyl, o-chlorophenyl, m-chlorophenyl and p-chlorophenyl radical.
  • R 4 are the alkyl, cycloalkyl, aryl, alkaryl and aralkyl radicals listed for the hydrocarbon radicals R 2 and R 3 .
  • R 5 are radicals of the formulas -CH2-CH2-O-CH2-CH2-, -CH2-CH2-NH-CH2-CH2- or -CH2-CH2-NH-CH2-, the radical -CH2-CH2 -O-CH2-CH2- is particularly preferred.
  • R 6 are alkylene radicals with 3 to 10 carbon atoms such as propylene, butylene, pentylene, hexylene, heptylene, octylene, nonylene and decylene.
  • R 7 can be a hydrogen atom, a methyl, ethyl, n-propyl, / so-propyl, 1-n-butyl, 2-n-butyl, iso-butyl, fe / f.-butyl- , n-pentyl-, / so-pentyl-, neo-pentyl-, fe / f-pentyl, n-hexyl, n-heptyl, n-octyl, / so-octyl, 2,2,4-trimethylpentyl or Be acetyl, with a hydrogen atom being preferred.
  • R 8 are alkylene radicals such as methylene, ethylene, propylene, butylene, pentylene, or hexylene.
  • Z is preferably hydrogen or methyl, ethyl, n-propyl, / so-propyl, 1-n-butyl, 2-n-butyl, isobutyl, fe / f.-butyl, n -Pentyl-, / so-pentyl-, neo-pentyl-, fe / f-pentyl, n-hexyl, n-heptyl, n-octyl, / so-octyl or 2,2,4-trimethylpentyl-, where hydrogen , Methyl, ethyl and butyl are particularly preferred.
  • Preferred radicals X4 are, according to the above definitions for R 4 and R 5, aminomethyl, methylaminomethyl, dimethylaminomethyl, diethylaminomethyl, dibutylaminomethyl,
  • radical A is:
  • Trialkoxysilane which is a radical formula
  • fSiloxane stands for a radical which is derived from an amine-functionalized siloxane.
  • Trialkoxysilanes or a mixture of dialkoxy and trialkoxysilanes are particularly preferably used, the use of trialkoxysilanes alone being particularly preferred.
  • trialkoxysilanes or a mixture of dialkoxy and trialkoxysilanes are used, at least partially crosslinked polyorganosiloxanes are obtained regardless of the structure of the siloxanes used and the position of the alkoxy and / or silanol groups in the siloxanes.
  • the cosmetic agent contains crosslinked polyorganosiloxanes.
  • the cosmetic agent contains crosslinked polyorganosiloxanes which have arisen from the reaction of siloxanes and trialkoxysilanes.
  • dialkoxy- or trialkoxysilanes used include:
  • alkoxy radical is a Ci-C 4 alkoxy radical, in particular a mixture of methoxy and ethoxy radical
  • a particularly preferred silane is morpholinomethyltriethoxysilane.
  • a particularly preferred amine-functionalized siloxane is a copolymer of 3- (2-aminoethylamino) propylmethylsiloxy and dimethylsiloxy units which has silanol groups or alkoxy and silanol groups.
  • a cosmetic agent is particularly preferred in which as a hydroxy-terminated
  • Polyorganosiloxane at least one compound known under the INCI name Amodimethicone / Morpholinomethyl Silsesquioxane Copolymer is used.
  • This polyorganosiloxane is commercially available under the name Belsil® ADM 8301 E (ex Wacker).
  • the raw material is a microemulsion and has the following components: Amodimethicone / Morpholinomethyl Silsesquioxane Copolymer, Trideceth-5, Glycerin, Phenoxyethanol and Water.
  • the method is characterized in that the agent (c) is one of the INCI names
  • Amodimethicone / Morpholinomethyl Silsesquioxane Copolymer contains compound known as a hydroxy-terminated polyorganosiloxane (c1).
  • the agent (c) contains the hydroxy-terminated polyorganosiloxane (c1) in an amount from 0.1 to 10% by weight, preferably from 0.1 to 8% by weight, more preferably from 0.125 to 6% by weight , even more preferably 0.15 to 4% by weight and very particularly preferably from 0.2 to 2% by weight, based in each case on the weight of the cosmetic agent (c).
  • the agent (c) contains the reaction product of a hydroxy-terminated polyorganosiloxane with an acid and / or an alcohol and / or a wax.
  • the acid, alcohol or wax react with the terminal hydroxyl group (s) of polyorganosiloxane and form, for example, esters or ethers.
  • the method is characterized in that the agent (c) as a reaction product of a hydroxy-terminated polyorganosiloxane with an acid and / or an alcohol and / or a wax (c2) is a reaction product of a hydroxy-terminated Contains polyorganosiloxane with an acid, which is selected from the group consisting of reaction products of a hydroxy-terminated polyorganosiloxane with a fatty acid, reaction products of a hydroxy-terminated one
  • the agent (c) preferably contains the reaction product of a hydroxy-terminated polyorganosiloxane with a fatty acid as component (c2).
  • the method is characterized in that the agent (c) as a reaction product of a hydroxy-terminated polyorganosiloxane with an acid and / or an alcohol and / or a wax (c2) is a reaction product of a hydroxy- contains terminated polyorganosiloxane with a fatty acid.
  • fatty acids are aliphatic carboxylic acids which have unbranched or branched, optionally hydroxylated, hydrocarbon radicals with 4 to 40, preferably 8 to 24, carbon atoms.
  • the fatty acids used in the context of the present invention can be both naturally occurring and synthetically produced fatty acids.
  • the fatty acids can be mono- or polyunsaturated.
  • the fatty acid can also comprise a mixture of several fatty acids.
  • Particularly preferred fatty acids are selected from the group consisting of behenic acid, fatty acids obtained from the seed oil of borage (Borago officinalis L), fatty acids obtained from Vateria Indica, 12-hydroxystearic acid, isostearic acid, fatty acids obtained from the seed oil of American meadowfoam ("meadowfoam seed oil” J), fatty acids from mohwab butter, fatty acids obtained from sais butter, fatty acids obtained from cocum butter, fatty acids obtained from illipe butter,
  • Reaction products of a hydroxy-terminated polyorganosiloxane with a fatty acid include, for example, the reaction product of dimethiconol with behenate (INCI: dimethiconol behenate), the reaction product of dimethiconol with fatty acids obtained from the seed oil of borage (Borago officinalis L) (INCI: dimethiconol borageate) , the
  • Reaction product of dimethiconol with fatty acids obtained from Vateria Indica (INCI: dimethiconol dhupa butterate), the reaction product of dimethiconol with 12-hydroxystearic acid (INCI: dimethiconol hydroxystearate), the reaction product of dimethiconol with isostearic acid (INCI: dimethiconol isostearate), the reaction product of dimethiconol with fatty acids obtained from the seed oil of American meadowfoam seed oil (INCI: dimethiconol meadowfoamate), the reaction product of dimethiconol with fatty acids from mohwa butterate (INCI: dimethiconol mohwa butterate), the reaction product of dimethiconol with fatty acids obtained from saibutter (INCI: dimethiconol sal butterate), the
  • Reaction product of Dimethiconol with fatty acids obtained from cocum butter (INCI: dimethiconol kokum butterate)
  • the reaction product of Dimethiconol with fatty acids obtained from Illipe butter (INCI: dimethiconol illipe butterate)
  • the reaction product of dimethiconol with stearic acid (INCI: dimethiconol stearate).
  • the fatty acid is very particularly preferably selected from the group consisting of fatty acids obtained from the seed oil of American meadowfoam seed oil, behenic acid, stearic acid and mixtures thereof. It is particularly preferred that the fatty acid is a mixture of fatty acids obtained from the seed oil of American
  • fatty acid is a mixture of fatty acids obtained from the seed oil of American
  • the method is characterized in that the agent (c) contains:
  • meadowfoam seed oil (INCI: dimethiconol meadowfoamate).
  • agent (c) contains:
  • agent (c) contains:
  • the method is characterized in that the agent (c) - based on the total weight of the agent (c) - is the reaction product of a hydroxy-terminated polyorganosiloxane with an acid and / or an alcohol and / or a wax ( c2) in an amount from 0.1 to 10% by weight, preferably from 0.2 to 8% by weight, more preferably from 0.3 to 6% by weight, even more preferably from 0.4 to 4% by weight. -% and particularly preferably from 0.5 to 2% by weight.
  • agents (a) and (b) used in the method described above can furthermore also contain one or more further optional ingredients.
  • the means (a), (b) and (c) described above can also contain one or more optional ingredients.
  • the agents can additionally contain one or more surfactants.
  • surfactants is understood to mean 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 have at least one quaternary ammonium group and at least one -COO () - or -S03 (_) - 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-acyl aminopropyl-N, N-dimethylammonium glycinates, for example cocoacylaminopropyl dimethylammonium glycinate, and 2-alkyl -3-carboxymethyl-3-hydroxyethyl-imidazolines each with 8 to 18 carbon atoms in the alkyl or acyl group and that
  • Cocoacylaminoethyl hydroxyethyl carboxymethyl glycinate Cocoacylaminoethyl hydroxyethyl carboxymethyl glycinate.
  • a preferred zwitterionic surfactant is the fatty acid amide derivative known under the INCI name Cocamidopropyl Betaine.
  • Ampholytic surfactants are surface-active compounds which, in addition to a Cs - C 24 alkyl or acyl group, contain at least one free amino group and at least one -COOH or -SOsH group and are capable of forming internal 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.
  • Typical examples of amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amido betaines, aminopropionates, aminoglycinates,
  • Imidazolinium betaines and sulfobetaines.
  • ampholytic surfactants are N-cocoalkylaminopropionate, the
  • Cocoacylaminoethylaminopropionate and the C 12 - Cis acyl sarcosine can also contain at least one nonionic surfactant.
  • Suitable nonionic surfactants are alkyl polyglycosides and alkylene oxide addition products 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, as nonionic surfactants, they contain fatty acid esters of ethoxylated glycerol which have been reacted with at least 2 mol of ethylene oxide.
  • the agent (c) also contains an alkoxylated fatty alcohol.
  • the fatty alcohol can be selected, for example, from Cg-Cn fatty alcohols, C12-C13 fatty alcohols, Ci 2 -Ci5 fatty alcohols, Ci2-Cie fatty alcohols, Cu-Cis fatty alcohols, arachidyl alcohol, behenyl alcohol, capryl alcohol, cetearyl alcohol, cetyl alcohol, Decyl alcohol,
  • the alkoxy group can in particular comprise ethoxy and / or propoxy and / or butoxy groups.
  • the alkoxylated fatty alcohol is particularly preferably an ethoxylated fatty alcohol.
  • the at least one alkoxy group of the “alkoxylated fatty alcohol” can be derived, for example, from an alkoxylation reaction with alkylene oxide, in particular ethylene oxide and / or propylene oxide.
  • alkoxylated fatty alcohol is selected from the group consisting of ceteareth-2, ceteareth-3, ceteareth-4, ceteareth-5, ceteareth-6, ceteareth-7, ceteareth-8,
  • ceteareth-2 stands for example for a C16-C18 fatty alcohol with an average of 2 ethylene oxide units per molecule.
  • the alkoxylated fatty alcohol comprises Geieareth-20.
  • the amount of the alkoxylated fatty alcohol is preferably 0.1 to 5% by weight and more preferably 0.25 to 3% by weight, based in each case on the total amount of agent (c).
  • the agents can also contain at least one cationic surfactant.
  • Cationic surfactants are understood to mean surfactants, that is to say surface-active compounds, each with one or more positive charges. Cationic surfactants only contain positive charges. These surfactants are usually composed of a hydrophobic part and a hydrophilic head group, the hydrophobic part usually consisting of a hydrocarbon structure (e.g. consisting of one or two linear or branched alkyl chains), and the positive charge (s) are located in the hydrophilic head group. Examples of cationic surfactants are examples of cationic surfactants.
  • Quaternary ammonium compounds which can carry one or two alkyl chains with a chain length of 8 to 28 C atoms as hydrophobic radicals,
  • the cationic charge can also be part of a heterocyclic ring (e.g. an imidazolium ring or a pyridinium ring) in the form of an onium structure.
  • the cationic surfactant can also contain other uncharged functional groups, as is the case, for example, with ester quats.
  • the cationic surfactants are used in a total amount of 0.1 to 45% by weight, preferably 1 to 30% by weight and very particularly preferably 1 to 15% by weight, based on the total weight of the respective agent.
  • the agent (c) is free of cationic surfactants, since these can have a destabilizing effect. “Free of” means that the agent (c) has a maximum of 0.2% by weight and preferably 0% by weight. %, based in each case on the total weight of the agent (c), of cationic surfactants.
  • the agents can also contain at least one anionic surfactant.
  • Anionic surfactants are surface-active agents with exclusively anionic charges (neutralized by a corresponding counter cation).
  • anionic surfactants are fatty acids, alkyl sulfates, alkyl ether sulfates and ether carboxylic acids with 12 to 20 carbon atoms in the alkyl group and up to 16 glycol ether groups in the molecule.
  • the anionic surfactants are used in a total amount of 0.1 to 45% by weight, preferably 1 to 30% by weight and very particularly preferably 1 to 15% by weight, based on the total weight of the respective agent.
  • the agent (c) has a pH in the range from 2.5 to 6.5, preferably 2.5 to 5.5, particularly preferably 2.5 to 4.5 and particularly preferably 2.5 to 3.5.
  • Acidifying agents familiar to the person skilled in the art are, for example, organic acids such as, for example
  • Citric acid Citric acid, acetic acid, maleic acid, lactic acid, malic acid or tartaric acid, and also dilute mineral acids such as hydrochloric acid, sulfuric acid or phosphoric acid. Lactic acid is particularly preferably used to adjust the pH of the agent (c).
  • the agent (c) contains the organic acid, in particular lactic acid, preferably in an amount of 0.1 to 5% by weight and particularly preferably from 0.25 to 3% by weight, based in each case on the weight of the agent (c ).
  • the process is characterized in that the agent (c) has a pH of 2.5 to 3.5.
  • the agents can also contain other active ingredients, auxiliaries and additives, such as solvents, fat constituents such as, for example, C8-C30 fatty acid triglycerides, C8-C30 fatty acid monoglycerides, C8-C30 fatty acid diglycerides and / or hydrocarbons;
  • auxiliaries and additives such as solvents, fat constituents such as, for example, 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, for example lecithin and cephalins; Perfume oils, dimethyl isosorbide and
  • Cyclodextrins fiber structure-improving active ingredients, in particular mono-, di- and oligosaccharides such as, for example, glucose, galactose, fructose, fruit sugar and lactose; Dyes for coloring the agent; Anti-dandruff ingredients such as Piroctone Olamine, Zinc Omadine and Climbazole;
  • Amino acids and oligopeptides Protein hydrolysates 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, tannins, leucoanthocyanidins, anthocyanidins, flavanones, flavones and flavonols; Ceramides or pseudoceramides; Vitamins, provitamins and vitamin precursors; Plant extracts; Fats and waxes such as fatty alcohols, beeswax, montan wax and paraffins; Source and
  • Penetrants such as glycerine, propylene glycol monoethyl ether, carbonates, hydrogen carbonates, guanidines, ureas and primary, secondary and tertiary phosphates; Opacifiers such as latex, Styrene / PVP and styrene / acrylamide copolymers; Pearlescent agents such as ethylene glycol mono- and distearate and PEG-3 distearate; and propellants such as propane-butane mixtures, N2O, dimethyl ether, CO2 and air.
  • Opacifiers such as latex, Styrene / PVP and styrene / acrylamide copolymers
  • Pearlescent agents such as ethylene glycol mono- and distearate and PEG-3 distearate
  • propellants such as propane-butane mixtures, N2O, dimethyl ether, CO2 and air.
  • the agent (c) very particularly preferably additionally contains at least one fatty alcohol.
  • the fatty alcohol can be selected, for example, from Cg-Cn fatty alcohols, C12-C13 fatty alcohols, Ci 2 -Ci5 fatty alcohols, Ci2-Ci6 fatty alcohols, Cu-Cis fatty alcohols, arachidyl alcohol, behenyl alcohol, capryl alcohol, cetearyl alcohol, cetyl alcohol, Decyl alcohol,
  • the fatty alcohol comprises
  • the amount of fatty alcohol is preferably 0.5 to 10% by weight, more preferably 1 to 9% by weight and particularly preferably 2 to 8% by weight, based in each case on the total amount of agent (c).
  • the person skilled in the art will select these additional substances according to the desired properties of the agents. With regard to further optional components and the amounts of these components used, express reference is made to the relevant manuals known to the person skilled in the art.
  • the additional active ingredients and auxiliaries are used in the preparations according to the invention preferably in amounts of 0.0001 to 25% by weight, in particular 0.0005 to 15% by weight, based on the total weight of the respective agent.
  • means (a), (b) and (c) are the means ready for use.
  • the means (a), (b) and (c) are different from each other.
  • the means (a), (b) and (c) can in principle be applied simultaneously or successively, with successive application being preferred.
  • a method for treating keratin material, in particular for dyeing keratin material, in particular human hair, is therefore very particularly preferred, comprising the following steps in the order given:
  • (c2) a reaction product of a hydroxy-terminated polyorganosiloxane with an acid and / or an alcohol and / or a wax.
  • the agents (a), (b) and (c) are also particularly preferably used within one and the same coloring process, which means that between the application of the agents (a ) and (c) a period of a maximum of a few hours.
  • the method is characterized in that the agent (a) is applied first, then the agent (b) is applied and in the
  • the agent (c) is applied, the period between the application of the agents (a) and (c) being a maximum of 24 hours, preferably a maximum of 12 hours and particularly preferably a maximum of 6 hours.
  • a characteristic feature of the 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 they come into contact with it. In this way a first film is formed.
  • the coloring compounds (a2) are incorporated into the film so that it is colored.
  • a second, polymer-containing agent (b) is then applied to the hair. During the application of the agent (b) the film-forming
  • Polymers interact with the silane film and are thus bound to the keratinic materials.
  • the aftertreatment agent (c) the Properties of the dyeing are significantly improved, in particular with regard to the fastness properties and very particularly the wash fastness.
  • the rinsing out of the keratinic material with water in steps (3), (6) and (9) of the method is understood to mean that only water is used for the rinsing process, without any additional means (a), ( b) and (c) different means would be used.
  • the agent (a) is first applied to the keratinic materials, in particular the human hair.
  • the agent (a) is allowed to act on the keratinic materials.
  • exposure times of 10 seconds to 10 minutes, preferably from 20 seconds to 5 minutes and very particularly preferably from 30 seconds to 2 minutes on the hair have proven to be particularly advantageous.

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Abstract

La présente invention concerne un procédé de coloration d'une matière kératinique, en particulier de cheveux humains, qui comprend les étapes suivantes : - application d'un produit (a) sur la matière kératinique, ledit produit (a) contenant : (a1) au moins un composé organique du silicium du groupe des silanes ayant un, deux ou trois atomes de silicium, et (a2) au moins un composé colorant du groupe des pigments et/ou des colorants directs, et - application d'un produit (b) sur la matière kératinique, le produit (b) contenant : (b1) au moins un polymère filmogène, et - l'application d'un produit (c) sur la matière kératinique, le produit (c) contenant : (c1) un polyorganosiloxane à terminaison hydroxy et (c2) un produit de réaction d'un polyorganosiloxane à terminaison hydroxy avec un acide et/ou un alcool et/ou une cire.
EP20710435.7A 2019-03-12 2020-02-27 Procédé de coloration de matière kératinique, comprenant l'utilisation d'un composé organique du silicium, un composé colorant, un polymère filmogène et un mélange de silicones Withdrawn EP3937891A1 (fr)

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DE102019203299.0A DE102019203299A1 (de) 2019-03-12 2019-03-12 Verfahren zum Färben von keratinischem Material, umfassend die Anwendung von einer siliciumorganischen Verbindung, einer farbgebenden Verbindung, einem filmbildenden Polymer und einer Mischung aus Silikonen
PCT/EP2020/055082 WO2020182476A1 (fr) 2019-03-12 2020-02-27 Procédé de coloration de matière kératinique, comprenant l'utilisation d'un composé organique du silicium, un composé colorant, un polymère filmogène et un mélange de silicones

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DE102019214467A1 (de) * 2019-09-23 2021-03-25 Henkel Ag & Co. Kgaa Kit und Verfahren zum Färben von keratinischem Material mit Aminosilikon und farbgebender Verbindung
DE102021200723A1 (de) * 2021-01-27 2022-07-28 Henkel Ag & Co. Kgaa Verfahren zum Färben von keratinischem Material, umfassend die Anwendung von einer siliciumorganischen Verbindung, einer farbgebenden Verbindung, einem Versiegelungsreagenz und einem Nachbehandlungsmittel
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
DE102021202087A1 (de) * 2021-03-04 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 Enzym-haltigen Vorbehandlungsmittels
DE102021203614A1 (de) * 2021-04-13 2022-10-13 Henkel Ag & Co. Kgaa Verfahren zur Färbung von Keratinmaterial, umfassend die Anwendung eines organischen C1-C6-Alkoxysilans, einer farbgebenden Verbindung und eine Wärmebehandlung

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FR2865395B1 (fr) * 2004-01-28 2006-06-23 Oreal Composition de teinture des fibres keratiniques contenant une alcool oxydase et une silicone aminee ou oxyalkylenee, procede mettant en oeuvre cette composition
DE102005062025A1 (de) * 2005-12-22 2007-06-28 Henkel Kgaa Imidazolylmethyl-substituierte Entwickler
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
DE102014222374A1 (de) * 2014-11-03 2016-05-04 Henkel Ag & Co. Kgaa Oxidationsfärbemittel, enthaltend eine Kombination aus vernetzten, aminierten Siloxanpolymeren und nichtionischen Tensiden
DE102014226177A1 (de) * 2014-12-17 2016-06-23 Henkel Ag & Co. Kgaa Verfahren zum Farberhalt gefärbter und/oder aufgehellter keratinischer Fasern

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US20220142904A1 (en) 2022-05-12

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