EP4225449A1 - Procédé de teinture de matériau kératinique comprenant l'utilisation d'un composé d'organosilicium, un composé de teinture, un réactif d'étanchéité et un agent de prétraitement - Google Patents

Procédé de teinture de matériau kératinique comprenant l'utilisation d'un composé d'organosilicium, un composé de teinture, un réactif d'étanchéité et un agent de prétraitement

Info

Publication number
EP4225449A1
EP4225449A1 EP21769969.3A EP21769969A EP4225449A1 EP 4225449 A1 EP4225449 A1 EP 4225449A1 EP 21769969 A EP21769969 A EP 21769969A EP 4225449 A1 EP4225449 A1 EP 4225449A1
Authority
EP
European Patent Office
Prior art keywords
agent
group
acid
compound
pigments
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP21769969.3A
Other languages
German (de)
English (en)
Inventor
Thomas Hippe
Jessica Brender
Stefan Hoepfner
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 EP4225449A1 publication Critical patent/EP4225449A1/fr
Pending legal-status Critical Current

Links

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
    • A61Q5/10—Preparations for permanently dyeing the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A61K8/416—Quaternary ammonium compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585—Organosilicon compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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
    • A61K8/84—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
    • A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
    • A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/42—Colour properties
    • A61K2800/43—Pigments; Dyes
    • 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
    • A61K2800/87—Application Devices; Containers; Packaging
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/88—Two- or multipart kits
    • A61K2800/882—Mixing prior to application
    • 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

  • Process for coloring keratinic material comprising the use of an organosilicon compound, a coloring compound, a sealing agent and a pretreatment agent.
  • the present application relates to a process for treating keratinic material, in particular human hair, which involves the use of two agents (a) and (b) and a pre-treating agent.
  • Agent (a) is characterized by its content of at least one organic silicon compound (a1).
  • the agent (b) contains at least one sealing reagent (b1).
  • either agent (a) or agent (b) or both agents (a) and (b) contain at least one color-providing compound from the group of pigments and/or direct dyes.
  • Another subject of this application is a multi-component packaging unit (kit-of-parts) for dyeing keratin material, in particular human hair, which is made up separately of at least three agents (a'), (a'') and (b) and a Includes pretreatment agent.
  • the agent (a) used in the process described above can be prepared from the agents (a') and (a'').
  • a multi-component packaging unit (kit of parts) for coloring keratin material, in particular human hair which, separately from one another, contains at least four agents (a'), (a''), (a''') and (b) and a pre-treating agent.
  • the agent (a) used in the process described above can be prepared from the agents (a'), (a'') and (a''').
  • Changing the shape and color of keratin fibers, in particular hair represents an important area of modern cosmetics.
  • the person skilled in the art knows various coloring systems for changing the hair color, depending on the coloring requirements.
  • Oxidation colorants are usually used for permanent, intensive colorations with good fastness properties and good gray coverage.
  • Such colorants usually contain oxidation dye precursors, so-called developer components and coupler components, which form the actual dyes with one another under the influence of oxidizing agents such as hydrogen peroxide.
  • Oxidation coloring agents are characterized by very long-lasting coloring results. When using substantive dyes, dyes that have already formed diffuse from the dye into the hair fiber.
  • the colorings obtained with substantive dyes are less durable and can be washed out more quickly.
  • Dyes with direct dyes usually remain on the hair for a period of between 5 and 20 hair washes.
  • the use of color pigments is known for short-term color changes on the hair and/or the skin.
  • Color pigments are generally understood to mean insoluble, color-imparting substances. These are present in undissolved form in the form of small particles in the coloring formulation and are only deposited from the outside on the hair fibers and/or the surface of the skin. Therefore, they can usually be removed without leaving any residue with a few washes with detergents containing surfactants.
  • Various products of this type are available on the market under the name of hair mascara.
  • EP 2168633 B1 deals with the task of producing long-lasting hair coloring using pigments. The document teaches that when using the combination of a pigment, an organic silicon compound, a film-forming polymer and a solvent, colorations can be produced on hair which are particularly resistant to abrasion and/or shampooing.
  • the object of the present invention was to provide a dyeing system with pigments which has fastness properties comparable to oxidative dyeing.
  • the fastness to washing should be outstanding, but the use of the oxidation dye precursors otherwise usually used for this purpose should be avoided.
  • an even and long-lasting coloring should also be achieved.
  • the above-mentioned object can be achieved excellently if keratin materials, in particular human hair, are colored using a method in which first a pretreatment agent and then at least two agents (a) and (b) are applied to the keratin materials (Hair) are applied.
  • the first agent (a) contains at least one organic silicon compound from the group of silanes having one, two or three silicon atoms.
  • the second means (b) contains at least one sealing reagent.
  • agent (a) or agent (b) or both agents (a) and (b) contain at least one coloring compound from the group of pigments and/or direct dyes.
  • keratinic material When using the two agents (a) and (b) in a dyeing process, keratinic material could be dyed with particularly high color intensity and high fastness properties.
  • a surprisingly uniform and long-lasting application of the at least one coloring compound could be achieved by pretreating the keratin material with a pretreatment agent.
  • a first object of the present invention is a method for coloring keratinic material, in particular human hair, comprising the following steps: application of an agent (v) to the keratinic material, the agent (v) containing: (v1) at least one quaternary ammonium compound, - application of an agent (a) to the keratinic material, the agent (a) containing: (a1) at least one organic silicon compound from the group of silanes having one, two or three silicon atoms, and - application of an agent (b) on the keratinic material, wherein the agent (b) contains: (b1) at least one sealing agent, wherein at least one of the agents (a) and (b) also contains at least one coloring compound from the group of pigments and/or direct dyes.
  • the color-providing compounds can be permanently fixed on the keratinic material, so that extremely washfast colorations with good resistance to abrasion and/or in particular shampooing could be obtained.
  • the pretreatment agent (v) With the help of the pretreatment agent (v), the absorption of the color-providing compounds in the films produced could be significantly increased and be more homogeneous. It is assumed that the pre-treatment agent levels the surface of the keratin material and thus a enabling the film formed by the application of the organic silicon compound (a1) to be uniform and long-lasting.
  • Keratinic material means hair, skin, nails (such as fingernails and/or toenails). Wool, fur and feathers also fall under the definition of keratin material.
  • Keratinic material is preferably understood to mean human hair, human skin and human nails, in particular fingernails and toenails. Very particularly preferably, keratin material is understood as meaning human hair.
  • Pretreatment agent (v) In the context of the method described, a pretreatment agent (v) is first applied to the keratin material, in particular human hair.
  • the pretreatment agent (v) is characterized by a content of at least one quaternary compound (v1).
  • the at least one quaternary ammonium compound (v1) in the agent (v) is selected from the group consisting of: i) mono- or dialkyl quats, in particular monoalkyl quats ii) ester quats, iii) quaternary imidazolines of the formula (Tkat1) , in which the radicals R each independently represent a saturated or unsaturated, linear or branched hydrocarbon radical with a chain length of 8 to 30 carbon atoms and A represents a physiologically tolerable anion, iv) cationized amines, v) poly(methacryloyloxyethyltrimethylammonium) compounds, vi) cellulose derivatives with quaternary nitrogen atoms, in particular polyquaternium 10, polyquaternium-24, polyquaternium-27, polyquaternium-67, polyquaternium-72, vii) polymeric dimethyldiallylammonium salts and their copolymers with esters
  • Monoalkylquats are trimethylammonium salts, which are often called trimoniums for short in the international language area, and form a group of quaternary ammonium compounds that are formally derived from ammonia NH 3 by replacing the three hydrogen atoms (H) with methyl groups (CH 3 ).
  • the individual representatives of this group of substances differ in the nature of the fourth substituent and - the quaternary nitrogen atom is positively charged - in the nature of the negatively charged counterions.
  • the fourth substituent on the nitrogen atom can be a straight, branched, substituted or unsubstituted alkyl chain.
  • Particularly preferred quaternary ammonium compounds (v1) are monoalkyl quats which contain an alkyl radical having 8 to 24 and in particular 10 to 22 carbon atoms.
  • the at least one quaternary ammonium compound (v1) very particularly preferably comprises lauryltrimethylammonium chloride (LTAC), cetyltrimethylammonium methosulfate (CTAMS), cetyltrimethylammonium fluoride (CTAF), cetyltrimethylammonium chloride (CTAC), cetyltrimethylammonium bromide (CTAB), stearyltrimethylammonium chloride (STAC), stearyltrimethylammonium bromide (STAB), behenyltrimethylammonium chloride (BTAC ) and/or behenyltrimethylammonium methosulfate (BTAMS).
  • LTAC lauryltrimethylammonium chloride
  • CTAMS cetyltrimethylammonium methosulfate
  • CTAF cetyltrimethylam
  • Preferred quaternary ammonium compounds (v1) from the group of monoalkyl quats include cetyltrimethylammonium fluoride (CTAF), cetyltrimethylammonium chloride (CTAC) and mixtures thereof.
  • CTAF cetyltrimethylammonium fluoride
  • CTAC cetyltrimethylammonium chloride
  • Also particularly preferred quaternary ammonium compounds (v1) are cellulose derivatives with quaternary nitrogen atoms. Cellulose derivatives with quaternary nitrogen atoms are available on the market with different degree of substitution, cationic charge density, nitrogen content and molecular weight. A particularly suitable cellulose derivative with quaternary nitrogen atoms is known by the INCI name “polyquaternium-10”.
  • Polyquaternium-10 is based on hydroxyethyl cellulose (HEC) reacted with trimethylammonium substituted epoxide.
  • HEC hydroxyethyl cellulose
  • Polyquaternium-10 is available, for example, under the names Ucare® Polymer JR 125, Ucare® Polymer JR 30M or Ucare® Polymer JR 400 (Dow) and Celquat® SC 230M, Celquat® SC 240C or Celquat SC-140CG (Nouryon).
  • suitable cellulose derivatives with quaternary nitrogen atoms are known under the INCI names Polyquaternium-4, Polyquaternium-24, Polyquaternium-67 and Polyquaternium-72.
  • Polyquaternium-67 is commercially available, for example, under the names SoftCat® Polymer SL or SoftCat® Polymer SK (Dow). Another suitable cellulose is available under the trade name Mirustyle® CP from Croda. This is a trimonium and cocodimonium hydroxyethyl cellulose derivatized cellulose with the INCI designation Polyquaternium-72.
  • Particularly preferred quaternary ammonium compounds (v1) in the form of cellulose derivatives with quaternary nitrogen atoms include, in particular, cellulose derivatives with the INCI names Polyquaternium 10, Polyquaternium-24, Polyquaternium-27, Polyquaternium-67 and/or Polyquaternium-72, where a cellulose Derivative with the INCI designations Polyquaternium 10 is particularly preferred.
  • the pretreatment agent (v) used in the process is a quaternary ammonium compound selected from the group consisting of cetyltrimethylammonium fluoride (CTAF), cetyltrimethylammonium chloride (CTAC), polyquaternium-10 (INCI) and mixtures included. Accordingly, a method is preferred in which the pretreatment agent (v) contains: (v1) a quaternary ammonium compound selected from the group consisting of cetyltrimethylammonium fluoride (CTAF), cetyltrimethylammonium chloride (CTAC), polyquaternium-10 (INCI) and mixtures thereof.
  • CTAF cetyltrimethylammonium fluoride
  • CTAC cetyltrimethylammonium chloride
  • ICI polyquaternium-10
  • the pretreatment agent (v) contains the at least one quaternary ammonium compound (v1) in a preferred amount of 0.1 to 20% by weight, more preferably 0.5 to 17.5% by weight and particularly preferably 0.75% to 12% by weight, the stated amounts being based on the total weight of the pretreatment agent (v).
  • the amount of quaternary ammonium compound (v1) can depend on the type of quaternary ammonium compound used. Thus, when using a monoalkyl quat, for example when using cetyltrimethylammonium fluoride (CTAF) and/or cetyltrimethylammonium chloride (CTAC), it can be preferred that the amount of quaternary ammonium compound (v1) is between 5 and 15% by weight.
  • the pretreatment agent (v) preferably contains water as a cosmetic carrier.
  • the pretreatment agent (v) can contain other ingredients in order in particular to optimally adjust the application properties of the pretreatment agent (v).
  • the other ingredients of the pretreatment agent can in particular include thickeners, preservatives and/or perfume.
  • pH of the pre-treating agent (v) It has been found preferable if the pre-treating agent (v) has an acidic pH. Accordingly, the pretreatment agent (v) has a pH of less than 7. It has been found to be particularly preferred if the pretreatment agent (v) has a pH in the range from 2 to 6 and more preferably in the range from 3 to 5. To adjust the pH, the pretreatment agent (v) can also contain at least one acidifying agent.
  • agents (a) and (b) are applied to the keratin material, in particular human hair, after the pretreatment agent (v).
  • the two means (a) and (b) are different from each other.
  • Agent (a) The agent (a) preferably contains the ingredient (a1) essential to the invention in a cosmetic carrier, particularly preferably in an aqueous or aqueous-alcoholic cosmetic carrier.
  • This cosmetic carrier can be liquid, gel or cream. Pasty, solid or powdery cosmetic carriers can also be used for the production of agent (a).
  • such carriers are, for example, creams, Emulsions, gels or surfactant-containing foaming solutions, such as shampoos, foam aerosols, foam formulations or other preparations that are suitable for use on the hair.
  • the cosmetic carrier preferably contains at least 2% by weight of water, based on its weight.
  • the water content is more preferably above 10% by weight, even more preferably above 20% by weight and particularly preferably above 40% by weight.
  • the 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 C 1 -C 4 alcohol, in particular ethanol or isopropanol.
  • the agents 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.
  • Organic silicon compounds from the group of silanes (a1) The agent (a) contains at least one organic silicon compound from the group of silanes having one, two or three silicon atoms as the ingredient (a1) essential to the invention.
  • the agent (a) particularly preferably contains at least one organic silicon compound (a1) selected from silanes having one, two or three silicon atoms, the organic silicon compound comprising one or more hydroxyl groups and/or hydrolyzable groups per molecule. These organic silicon compounds (a1) or organic silanes contained in the agent (a) are reactive compounds.
  • Organic silicon compounds are compounds that either have a direct silicon-carbon bond (Si-C) or in which the carbon is bonded to the silicon via an oxygen, nitrogen, or sulfur atom. atom is linked.
  • the organic silicon compounds of the present invention are compounds containing one to three silicon atoms.
  • the organic silicon compounds particularly preferably contain one or two silicon atoms.
  • silane stands for a group of chemical compounds based on a silicon backbone and hydrogen. In the case of organic silanes, some or all of the hydrogen atoms are replaced by organic groups such as (substituted) alkyl groups and/or alkoxy groups.
  • a method is characterized by the use of an agent (a) on the keratin material, the agent (a) containing at least one organic silicon compound (a1) selected from silanes having one, two or three silicon atoms , wherein the organic silicon compound further comprises one or more hydroxyl groups or hydrolyzable groups per molecule.
  • a method is characterized by the use of an agent (a) on the keratin material, the agent (a) containing at least one organic silicon compound (a1) selected from silanes having one, two or three silicon atoms wherein the organic silicon compound further comprises one or more basic chemical functions and one or more hydroxyl groups or hydrolyzable groups per molecule.
  • This basic group or basic chemical function can be, for example, an amino group, an alkylamino group, a dialkylamino group or a trialkylamino group, which is preferably linked to a silicon atom via a linker.
  • the basic group is preferably an amino group, a C 1 -C 6 - alkylamino group or a di(C 1 -C 6 )alkylamino group.
  • the hydrolyzable group or groups is preferably a C 1 -C 6 alkoxy group, in particular an ethoxy group or a methoxy group. It is preferred if the hydrolyzable group is bonded directly to the silicon atom. If, for example, the hydrolyzable group is an ethoxy group, the organic silicon compound preferably contains a structural unit R'R"R"'Si-O-CH 2 -CH 3 .
  • the radicals R', R'' and R''' in this case represent the three remaining free valences of the silicon atom , two or three silicon atoms, the organic silicon compound preferably comprising one or more basic chemical functions and one or more hydroxyl groups or hydrolyzable groups per molecule.
  • the agent (a) contains at least one organic silicon compound (a1) of the formula (I) and/or (II).
  • the compounds of formulas (I) and (II) are organic silicon compounds selected from silanes having one, two or three silicon atoms, the organic silicon compound comprising one or more hydroxyl groups and/or hydrolyzable groups per molecule.
  • the method is characterized in that an agent is applied to the keratinic material (or human hair), the agent (a) containing at least one organic silicon compound (a) of the formula (I) and/or (II) contains, R 1 R 2 NL-Si(OR 3 ) a (R 4 ) b (I), where - R 1 , R 2 independently represent a hydrogen atom or a C 1 -C 6 -alkyl group, - L represents a linear or branched, divalent C 1 -C 20 -alkylene group, - R 3 represents a hydrogen atom or a C 1 -C 6 -alkyl group, - R 4 represents a C 1 -C 6 -alkyl group - a, represents an integer from 1 to 3, and - b represents the integer 3 - a, (R 5 O) c (R 6 ) d Si-(A) e -[NR 7 -(A')] f -
  • R 1 , R 2 , R 3 , R 4 , R 5 , R 5' , R 5'' , R 6 , R 6' , R 6'' , R 7 , R 8 , L, A, A' , A'', A''' and A'''' in the compounds of formula (I) and (II) are exemplified below:
  • Examples of a C 1 -C 6 -alkyl group 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 C 2 -C 6 alkenyl group are vinyl, allyl, but-2-enyl, but-3-enyl and isobutenyl, preferred C 2 -C 6 alkenyl radicals are vinyl and allyl.
  • Preferred examples of a hydroxy-C 1 -C 6 -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-C 1 -C 6 -alkyl group are the aminomethyl group, the 2-aminoethyl group, the 3-aminopropyl group.
  • the 2-aminoethyl group is particularly preferred.
  • Examples of a linear divalent C 1 -C 20 -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 C3 -C20 divalent alkylene groups are ( -CH2 -CH(CH3 )-) and ( -CH2 -CH( CH3 ) -CH2 -).
  • the radicals R 1 and R 2 independently represent a hydrogen atom or a C 1 -C 6 - alkyl group.
  • the radicals R 1 and R 2 are very particularly preferably both hydrogen atoms.
  • the linker -L- which stands for a linear or branched, divalent C 1 -C 20 -alkylene group.
  • a divalent C 1 -C 20 alkylene group may alternatively also be referred to as a divalent or divalent C 1 -C 20 alkylene group, by which is meant that each moiety L can form two bonds.
  • One bond is from the amino group R 1 R 2 N to the linker L and the second bond is between the linker L and the silicon atom.
  • -L- preferably represents a linear, divalent (ie divalent) C 1 -C 20 -alkylene group. More preferably -L- is a linear divalent C 1 -C 6 alkylene group.
  • -L- is particularly preferably a methylene group (-CH 2 -), an ethylene group (-CH 2 -CH 2 -), a propylene group (-CH 2 -CH 2 -CH 2 -) or a butylene group (-CH 2 - CH2 - CH2 - CH2- ).
  • L is very particularly preferably a propylene group (-CH 2 -CH 2 -CH 2 -).
  • the linear propylene group (-CH 2 -CH 2 -CH 2 -) can alternatively also be referred to as propane-1,3-diyl group.
  • the organic silicon compounds of the formula (I) R 1 R 2 NL-Si(OR 3 ) a (R 4 ) b (I) each carry the silicon-containing group -Si(OR 3 ) a (R 4 ) at one end b .
  • the group R 3 represents a hydrogen atom or a C 1 -C 6 alkyl group and the group R 4 represents a C 1 -C 6 alkyl group.
  • R 3 and R 4 are particularly preferably, independently of one another, a methyl group or an ethyl group.
  • a represents an integer from 1 to 3
  • b represents the integer 3 - a.
  • agent (a) contains at least one organic silicon compound of the formula (I) in which the radical a represents the number 3.
  • the radical 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 , R 4 independently represent a methyl group or an ethyl group and - a represents the number 3 and - b represents the number 0.
  • a method is characterized in that the agent (a) contains at least one organic silicon compound (a1) of the formula (I), R 1 R 2 NL-Si(OR 3 ) a (R 4 ) b (I ), where - R 1 , R 2 both stand for a hydrogen atom, and - L for a linear, divalent C 1 -C 6 -alkylene group, preferably for a propylene group (-CH 2 - CH 2 -CH 2 -) or for a ethylene group (-CH 2 -CH 2 -), - R 3 represents a hydrogen atom, an ethyl group or a methyl group, - R 4 represents a methyl group or an ethyl group, - a represents the number 3 and - b represents the number 0 stands.
  • Organic silicon compounds of the formula (I) which are particularly suitable for solving the problem of the invention are --(3-aminopropyl)triethoxysilane
  • a method is characterized in that the agent (a) contains at least one organic silicon compound (a1) which is selected from the group consisting of - (3-aminopropyl)triethoxysilane - (3-aminopropyl)trimethoxysilane - 1- (3-aminopropyl)silanetriol - (2-aminoethyl)triethoxysilane - (2-aminoethyl)trimethoxysilane - 1-(2-aminoethyl)silanetriol - (3-dimethylaminopropyl)triethoxysilane - (3-dimethylaminopropyl)trimethoxysilane - 1-(3-dimethylaminopropyl )silanetriol - (2-dimethylaminoethyl)triethoxysilane.
  • organic silicon compound (a1) which is selected from the group consisting of - (3-aminopropy
  • organic silicon compounds of the formula (I) are commercially available.
  • (3-aminopropyl)trimethoxysilane is commercially available from Sigma-Aldrich.
  • (3-Aminopropyl)triethoxysilane is also commercially available from Sigma-Aldrich.
  • the agent contains at least one organic silicon compound (a1) of the formula (II) (R 5 O) c (R 6 ) d Si-(A) e -[NR 7 -(A')] f -[ O-(A'')] g -[NR 8 -(A''')] h -Si(R 6 ') d' (OR 5 ') c' (II).
  • the organosilicon compounds of the formula (II) carry the silicon-containing groups (R 5 O) c (R 6 ) d Si— and -Si(R 6 ′) d′ (OR 5 ′) c′ at both of their ends.
  • each of the radicals e, f, g and h can independently represent the number 0 or 1, with the proviso that at least one of the radicals e, f, g and h is different from 0.
  • an organic silicon compound of the formula (II) contains at least one group from the group consisting of -(A)- and -[NR 7 -(A')]- and -[O-(A'')]- and - [ NR8- (A''')]-.
  • the radicals R 5 , R 5' , R 5'' are independent from one another for a hydrogen atom or for a C 1 -C 6 alkyl group.
  • the radicals R 6 , R 6' and R 6'' independently represent a C 1 -C 6 -alkyl group.
  • c represents an integer from 1 to 3, and d represents the integer 3 - c. If c is the number 3, then d is 0. If c is the number 2, then d is 1. If c is the number 1, then d is 2.
  • c' is an integer from 1 to 3, and d' represents the integer 3 - c'. If c' is the number 3, then d' is 0. If c' is the number 2, then d' is 1. If c' is the number 1, then d' is 2.
  • a method is characterized in that the agent (a) contains at least one organic silicon compound (a1) of the formula (II), (R 5 O) c (R 6 ) d Si-(A) e -[ NR 7 -(A')] f -[O-(A'')] g -[NR 8 -(A''')] h -Si(R 6 ') d' (OR 5 ') c' ( II) where - R 5 and R 5' independently represent a methyl group or an ethyl group, - c and c' both represent the number 3, and - d and d' both represent the number 0.
  • the organic silicon compounds according to the invention correspond to the formula (IIa) (R 5 O) 3 Si-(A) e -[NR 7 - (A')] f -[O-(A'')] g -[NR 8 -(A''')] h -Si(OR 5 ') 3 (IIa).
  • the radicals e, f, g and h can independently represent the number 0 or 1, where at least one radical from e, f, g and h is different from zero.
  • the abbreviations e, f, g and h therefore define which of the groups -(A) e - and -[NR 7 -(A')] f - and -[O-(A'')] g - and -[NR 8 -(A''')] h - are located in the central part of the organic silicon compound of formula (II).
  • the presence of certain groups has proven to be particularly advantageous with regard to increasing wash fastness.
  • Particularly good results can be obtained when at least two of the radicals e, f, g and h are the number 1.
  • e and f both represent the number 1.
  • g and h both represent the number 0.
  • the organic silicon compound according to the invention of the formula (IIb) (R 5 O) c (R 6 ) d Si-(A)-[NR 7 -(A')]-Si(R 6 ') d' (OR 5 ') c' (IIb).
  • the radicals A, A', A'', A''' and A''' independently represent a linear or branched, divalent C 1 -C 20 -alkylene group.
  • the radicals A, A′, A′′, A′′′′ and A′′′′ independently of one another preferably represent a linear, divalent C 1 -C 20 -alkylene group.
  • the radicals A, A′, A′′, A′′′′ and A′′′′ independently represent a linear divalent C 1 -C 6 -alkylene group.
  • the radicals A, A′, A′′, A′′′′ and A′′′′ are particularly preferably, independently of one another, 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 -).
  • the radicals A, A′, A′′, A′′′′ and A′′′′ are very particularly preferably a propylene group (-CH 2 -CH 2 -CH 2 -).
  • the divalent C 1 -C 20 alkylene group may alternatively also be referred to as a divalent or divalent C 1 -C 20 alkylene group, by which is meant that each moiety A, A', A'', A''' and A'''' can form two bonds.
  • the linear propylene group (-CH 2 -CH 2 -CH 2 -) can alternatively also be referred to as propane-1,3-diyl group.
  • f is the number 1
  • the organic silicon compound of formula (II) contains a structural moiety -[NR 7 -(A')]-.
  • h is the number 1
  • the organic silicon compound of formula (II) contains a structural moiety -[NR 8 -(A''')]-.
  • radicals R 7 and R 8 independently stand for a hydrogen atom, a C 1 -C 6 - alkyl group, a hydroxy-C 1 -C 6 -alkyl group, a C 2 -C 6 -alkenyl group, an amino-C 1 - C 6 alkyl group or a moiety of formula (III) - (A'''')-Si(R 6'' )d''(OR 5'' )c'' (III).
  • the radicals R 7 and R 8 are very particularly preferably, independently of one another, a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group or a group of the formula (III).
  • f is 1 and h is 0, the organic silicon compound contains the [NR 7 -(A')] moiety but not the -[NR 8 -(A''') moiety. ].
  • 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), (R 5 O) c (R 6 ) d Si-(A) e -[ NR 7 -(A')] f -[O-(A'')] g -[NR 8 -(A''')] h -Si(R 6 ') d' (OR 5 ') c' ( II) where - e and f both represent the number 1, - g and h both represent the number 0, - A and A' independently represent a linear, divalent C 1 -C 6 -alkylene group and - R 7 represents a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group or a group of formula (III).
  • agent (a) contains at least one organic silicon compound of the formula (II), where e and f both represent the number 1, g and h both represent the number 0 , - A and A' independently represent a methylene group (-CH 2 -), an ethylene group (-CH 2 -CH 2 -) or a propylene group (-CH 2 -CH 2 -CH 2 ), and - R 7 represents a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group or a group of formula (III).
  • Organic silicon compounds of the formula (II) which are highly suitable for achieving the object of the invention are -3-(trimethoxysilyl)-N-[3-(trimethoxysilyl)propyl]-1-propanamine
  • organic silicon compounds of the formula (II) are commercially available.
  • bis(trimethoxysilylpropyl)amine with CAS number 82985-35-1 can be purchased from Sigma-Aldrich.
  • bis[3-(triethoxysilyl)propyl]amine with CAS number 13497-18-2 is commercially available from Sigma-Aldrich.
  • N-methyl-3-(trimethoxysilyl)-N-[3-(trimethoxysilyl)propyl]-1-propanamine is referred to as bis(3-trimethoxysilylpropyl)-N-methylamine and is commercially available from Sigma-Aldrich or Fluorochem .
  • 3-(triethoxysilyl)-N,N-bis[3-(triethoxysilyl)propyl]-1-propanamine with CAS number 18784-74-2 can be purchased from Fluorochem or Sigma-Aldrich.
  • a method is characterized in that the agent (a) contains at least one organic silicon compound (a1) which is selected from the group consisting of - 3-(trimethoxysilyl)-N-[3-(trimethoxysilyl)propyl] -1-propanamine - 3-(triethoxysilyl)-N-[3-(triethoxysilyl)propyl]-1-propanamine - N-methyl-3-(trimethoxysilyl)-N-[3-(trimethoxysilyl)propyl]-1-propanamine - N-Methyl-3-(triethoxysilyl)-N-[3-(triethoxysilyl)propyl]-1-propanamine - 2-[bis[3-(trimethoxysilyl)propyl]amino]-ethanol - 2-[bis[3- (triethoxysilyl)propyl]amino]ethanol - 3-(trimeth
  • the agent (a) used in the method on the keratinic material contains at least one organic silicon compound of the formula (IV) R 9 Si(OR 10 ) k ( R 11 ) m (IV).
  • the compounds of formula (IV) are organosilicon compounds selected from silanes having one, two or three silicon atoms, where the organosilicon compound comprises one or more hydroxyl groups and/or hydrolyzable groups per molecule.
  • the organic silicon compound(s) of the formula (IV) can also be referred to as silanes of the alkyl-alkoxy-silanes or alkyl-hydroxy-silanes type, R 9 Si(OR 10 ) k (R 11 ) m (IV), where - R 9 represents a C 1 -C 18 alkyl group, - R 10 represents a hydrogen atom or a C 1 -C 6 alkyl group, - R 11 represents a C 1 -C 6 alkyl group, - k represents an integer from 1 to 3, and - m represents the integer 3 - k.
  • the method is characterized in that the agent (a) contains at least one organic silicon compound (a1) of the formula (IV) R 9 Si(OR 10 ) k (R 11 ) m (IV), where - R 9 represents a C 1 -C 18 alkyl group, - R 10 represents a hydrogen atom or a C 1 -C 6 alkyl group, - R 11 represents a C 1 -C 6 alkyl group, - k represents an integer of 1 to 3, and -m is the integer 3-k.
  • the agent (a) contains at least one organic silicon compound (a1) of the formula (IV) R 9 Si(OR 10 ) k (R 11 ) m (IV), where - R 9 represents a C 1 -C 18 alkyl group, - R 10 represents a hydrogen atom or a C 1 -C 6 alkyl group, - R 11 represents a C 1 -C 6 alkyl group, - k represents an integer of 1 to 3, and -m is 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) R 9 Si(OR 10 ) k (R 11 ) m (IV), where - R 9 represents a C 1 -C 18 alkyl group, - R 10 represents a hydrogen atom or a C 1 -C 6 alkyl group, - R 11 represents a C 1 -C 6 - alkyl group - k is an integer from 1 to 3, and - m is 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 (II) R 9 Si(OR 10 ) k (R 11 ) m (IV), where - R 9 represents a C 1 -C 18 alkyl group, - R 10 represents a hydrogen atom or a C 1 -C 6 alkyl group, - R 11 represents a C 1 -C 6 - alkyl group - k is an integer from 1 to 3, and - m is 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) and/or (II) R 9 Si( OR 10 ) k (R 11 ) m (IV), where - R 9 represents a C 1 -C 18 alkyl group, - R 10 represents a hydrogen atom or a C 1 -C 6 alkyl group, - R 11 represents a C 1 -C 6 alkyl group - k is an integer from 1 to 3, and - m is the integer 3 - k.
  • the radical R 9 is a C 1 -C 18 - alkyl group.
  • R 9 is preferably a linear C 1 -C 18 alkyl group.
  • R 9 preferably represents a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an n-hexyl group, an n-octyl group, an n-dodecyl group or an n-octadecyl group.
  • R 9 is particularly preferably a methyl group, an ethyl group, an n-hexyl group or an n-octyl group.
  • the radical R 10 is a hydrogen atom or a C 1 -C 6 -alkyl group.
  • R 10 particularly preferably represents a methyl group or an ethyl group.
  • the radical R 11 is a C 1 -C 6 -alkyl group.
  • R 11 particularly preferably represents a methyl group or an ethyl group.
  • k represents an integer from 1 to 3, and m represents the integer 3 - k. If k is 3, then m is 0. If k is 2, then m is 1. If k is 1, then m is 2.
  • a method is characterized in that the agent (a) contains at least one organic silicon compound (a1) of the formula (IV) which is selected from the group consisting of - methyltrimethoxysilane - methyltriethoxysilane - ethyltrimethoxysilane - ethyltriethoxysilane - propyltrimethoxysilane - propyltriethoxysilane - hexyltrimethoxysilane - hexyltriethoxysilane - octyltrimethoxysilane - octyltriethoxysilane - dodecyltrimethoxysilane - dodecyltriethoxysilane - octadecyltrimethoxysilane and/or - octadecyltriethoxysilane.
  • the agent (a) contains at least one organic silicon compound (a
  • a method is characterized in that the agent (a) - based on the total weight of the agent (a) - one or more organic silicon compounds (a1) in a total amount of 0.1 to 20 wt .-%, preferably 1 to 15% by weight and particularly preferably 2 to 8% by weight.
  • Agent (a) particularly preferably contains—based on the total weight of agent (a)—one or more organic silicon compounds of the formula (I) and/or (II) in a total amount of from 0.1 to 10% by weight, preferably 0.5 to 5% by weight and more preferably 0.5 to 3% by weight.
  • a method is characterized in that the agent (a) - based on the total weight of the agent (a) - one or more organic silicon compounds of the formula (I) and / or (II) in a total amount of 0, 1 to 10% by weight, preferably 0.5 to 5% by weight and particularly preferably 0.5 to 3% by weight. Furthermore, it has been found to be very particularly preferred if the organic silicon compound or compounds of the formula (IV) are also present in the average (a) in certain ranges. Agent (a) particularly preferably contains - based on the total weight of agent (a) - one or more organic silicon compounds of the formula (IV) in a total amount of 0.1 to 20% by weight, preferably 2 to 15% by weight.
  • agent (a) - based on the total weight of agent (a) - contains one or more organic silicon compounds of the formula (IV) in a total amount of from 0.1 to 20% by weight. %, preferably 2 to 15% by weight and particularly preferably 3.2 to 10% by weight.
  • agent (a) contains at least two organic silicon compounds which are structurally different from one another.
  • a method is characterized in that an agent (a) which contains at least one organic silicon compound of the formula (I) and at least one organic silicon compound of the formula (IV) is applied to the keratinic material.
  • a method is characterized in that an agent (a) containing at least one organic silicon compound of the formula (I) selected from the group consisting of (3-aminopropyl)triethoxysilane and (3-aminopropyl)trimethoxysilane, and additionally contains at least one organic silicon compound of formula (IV) selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, propyltrimethoxysilane, propyltriethoxysilane, hexyltrimethoxysilane and hexyltriethoxysilane.
  • agent (a) - based on the total weight of agent (a) - contains: - 0.5 to 5% by weight of at least one first organic silicon compound (a1) selected is 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 (2-dimethylaminoethyl)triethoxysilane, and - 3.2 to 10 wt.
  • first organic silicon compound (a1) selected is from the group of (3-aminopropyl)trimethoxysilane, (3-aminopropyl)trieth
  • agent (a) contains one or more organic silicon compounds from a first group in a total amount of from 0.5 to 5% by weight.
  • the organic silicon compounds of this first group are selected from the group consisting of (3-aminopropyl)trimethoxysilane, (3-aminopropyl)triethoxysilane, (2-aminoethyl)trimethoxysilane, (2-aminoethyl)triethoxysilane, (3-dimethylaminopropyl)trimethoxysilane, (3- dimethylaminopropyl)triethoxysilane (2-dimethylaminoethyl)trimethoxysilane and/or (2-dimethylaminoethyl)triethoxysilane.
  • agent (a) contains one or more organic silicon compounds from a second group in a total amount of from 3.2 to 10% by weight.
  • the organic silicon compounds of this second group are selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, propyltrimethoxysilane, propyltriethoxysilane, hexyltrimethoxysilane, hexyltriethoxysilane, octyltrimethoxysilane, octyltriethoxysilane, dodecyltrimethoxysilane, dodecyltriethoxysilane, octadecyltrimethoxysilane and octadecyltriethoxysilane.
  • agent (a) can contain both the organosilicon compounds having at least one hydrolyzable group and their hydrolysis and/or condensation products.
  • agent (a) can contain both the organosilicon compounds having at least one hydroxyl group and their condensation products.
  • a condensation product is a product that is formed by reaction of at least two organic silicon compounds each having at least one hydroxyl group or hydrolyzable group per molecule with elimination of water and/or elimination of an alkanol.
  • the condensation products can be, for example, dimers, but also trimers or oligomers, the condensation products being in equilibrium with the monomers. Depending on the amount of water used or consumed in the hydrolysis, the equilibrium shifts from monomeric organic silicon compounds to the condensation product. Very particularly good results could be obtained if organic silicon compounds of the formula (I) and/or (II) were used in the process. Since, as already described above, hydrolysis/condensation starts even with traces of moisture, the hydrolysis and/or condensation products of the organic silicon compounds (I) and/or (II) are also included in this embodiment. pH of agent (a) It has been found to be preferable if agent (a) is formulated in the form of an aqueous agent that is adjusted to an alkaline pH.
  • Agent (a) can contain at least one alkalizing agent to adjust the pH. To set the desired pH, the agents (a) can therefore also contain at least one alkalizing agent.
  • the pH values for the purposes of the present invention are pH values measured at a temperature of 22.degree.
  • Agent (a) can contain, for example, ammonia, alkanolamines and/or basic amino acids as alkalizing agents.
  • the alkanolamines that can be used in the agent are preferably selected from primary amines with a C 2 -C 6 - Alkyl base that carries at least one hydroxyl group.
  • Preferred alkanolamines are selected from the group formed by 2-aminoethan-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1-aminopropane -2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1 - Amino-2-methylpropan-2-ol, 3-aminopropane-1,2-diol, 2-amino-2-methylpropane-1,3-diol.
  • 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 contains an alkanolamine selected from 2-aminoethan-1-ol and/or 2-amino-2-methylpropan-1-ol as the alkalizing agent.
  • An amino acid in the context of the invention is an organic compound which has at least one protonatable amino group and at least one -COOH- or one -SO 3 H group contains.
  • Preferred amino acids are amino carboxylic acids, in particular ⁇ -(alpha)-amino carboxylic acids and ⁇ -amino carboxylic acids, with ⁇ -amino carboxylic acids being particularly preferred.
  • Basic amino acids are to be understood as meaning those amino acids which have an isoelectric point pI greater than 7.
  • Basic ⁇ -amino carboxylic acids contain at least one asymmetric carbon atom.
  • both possible enantiomers can be used equally as a specific compound or mixtures thereof, in particular as racemates.
  • the basic amino acids are preferably selected from the group formed from arginine, lysine, ornithine and histidine, particularly preferably from arginine and lysine.
  • an agent is therefore characterized in that 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 alkalizing agents.
  • Inorganic alkalizing agents that can be used according to the invention are preferably selected from the group consisting of sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium phosphate, potassium phosphate, sodium silicate, sodium metasilicate, potassium silicate, sodium carbonate and potassium carbonate.
  • Very particularly preferred alkalizing agents are ammonia, 2-aminoethan-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1-aminopropan-2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1-amino-2- methylpropan-2-ol, 3-aminopropane-1,2-diol, 2-amino-2-methylpropane-1,3-diol, arginine, lysine, ornithine, histidine, sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium phosphate, potassium phosphate, Sodium silicate, sodium metasilicate, potassium silicate, sodium carbonate and potassium carbonate.
  • Acidifying agents suitable according to the invention are, for example, citric acid, lactic acid, acetic acid or else dilute mineral acids (such as hydrochloric acid, sulfuric acid, phosphoric acid).
  • citric acid lactic acid
  • acetic acid or else dilute mineral acids (such as hydrochloric acid, sulfuric acid, phosphoric acid).
  • dilute mineral acids such as hydrochloric acid, sulfuric acid, phosphoric acid.
  • a method is characterized in that the total amount of the organic acids from the group consisting of citric acid, tartaric acid, malic acid and lactic acid contained in the agent (a) has a content of less than 1% by weight, preferably less than 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 from the group consisting of hydrochloric acid, sulfuric acid and phosphoric acid contained in the mean (a) is less than 1% by weight, preferably less than 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.
  • the maximum total amounts of acids contained in the agent (a) given above are always based on the total weight of the agent (a).
  • Means (b) The method for treating keratinic material includes not only the use of agents (v) and (a) but also the use of agent (b).
  • the agent (b) is characterized in that it contains at least one sealing reagent (b1).
  • agent (b) on the keratinic material treated with agent (a) results in the colorations achieved in the process being made more durable.
  • agent (b) can improve the fastness to washing and the fastness to rubbing of the dyeings obtained in the process.
  • the sealing agent (b1) comprises a compound selected from the group consisting of film-forming polymers, alkalizing agents, acidifying agents and mixtures thereof. It may be preferred that the sealing agent comprises a film-forming polymer.
  • Polymers are understood to be macromolecules with a molecular weight of at least 1000 g/mol, preferably at least 2500 g/mol, particularly preferably at least 5000 g/mol, which consist of identical, repeating organic units.
  • the polymers of the present invention can be synthetically produced polymers produced by the polymerization of one type of monomer or by the polymerization of different types of monomers which are structurally different from one another. If the polymer is made by polymerizing one type of monomer, it is called a homo-polymer. If structurally different types of monomers are used in the polymerization, the resulting polymer is referred to as a copolymer.
  • the maximum molecular weight of the polymer depends on the degree of polymerization (number of polymerized monomers) and the batch size and is also determined by the polymerization method.
  • the maximum molecular weight of the film-forming polymer as the sealing agent (b1) is not more than 10 7 g/mol, preferably no more than 10 6 g/mol and more preferably not more than 10 5 g/mol.
  • a film-forming polymer is a polymer which is able to form a film on a substrate, for example on a keratin material or a keratin fiber. The formation of a film can, for example, by Observation of the treated with the polymer keratinic material can be detected under a microscope.
  • the film-forming polymers (b1) in the agent (b) can be hydrophilic or hydrophobic.
  • a hydrophobic polymer is understood to mean a polymer that has a solubility in water at 25° C. (760 mmHg) of less than 1% by weight.
  • the water solubility of the film-forming hydrophobic polymer can be determined, for example, in the following way. 1 g of the polymer is placed in a beaker. Water is made up to 100 g. A stir bar is added and the mixture is warmed to 25°C on a magnetic stirrer with stirring. Stir for 60 minutes. The aqueous mixture is then assessed visually.
  • the mixture is filtered. If some undissolved polymer remains on the filter paper, the solubility of the polymer is less than 1% by weight. Mention may be made here in particular of polymers of the acrylic acid type, polyurethanes, polyesters, polyamides, polyureas, cellulosic polymers, nitrocellulose polymers, silicone polymers, polymers of the acrylamide type and polyisoprenes .
  • Particularly suitable film-forming, hydrophobic polymers are, for example, polymers from the group of copolymers of acrylic acid, copolymers of methacrylic acid, homopolymers or copolymers of acrylic acid esters, homopolymers or copolymers of methacrylic acid esters, homopolymers or copolymers of acrylic acid amides, homopolymers or methacrylic acid amide copolymers, vinylpyrrolidone copolymers, vinyl alcohol copolymers, vinyl acetate copolymers, ethylene homopolymers or copolymers, propylene homopolymers or copolymers, styrene homopolymers or copolymers, polyurethanes, polyesters and/or or the polyamides.
  • an agent (b) is characterized in that it contains at least one film-forming, hydrophobic polymer as sealing agent (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 vinylpyrrolidone, vinyl alcohol copolymers, vinyl acetate copolymers, ethylene homopolymers or copolymers, propylene homopolymers or copolymers, styrene homopolymers or copolymers, polyurethanes, polyesters and/or polyamides.
  • sealing agent (b1) is selected from the group of copolymers of acrylic acid, copolymers of methacrylic acid, homopolymers or copolymers of Acrylic acid est
  • the film-forming hydrophobic polymers selected from the group of synthetic polymers, polymers obtainable by free-radical polymerization or natural polymers have proven to be particularly suitable for solving the problem of the invention.
  • Other particularly 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 C 1 -C 20 -alkyl group, an aryl group or a C 2 -C 10 -hydroxyalkyl group.
  • Further film-forming hydrophobic polymers can be selected from the homo- or copolymers of isooctyl (meth)acrylate, isononyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, lauryl (meth)acrylate, isopentyl (meth)acrylate, n-butyl( meth)acrylate, isobutyl (meth)acrylate, ethyl (meth)acrylate, methyl (meth)acrylate, tert-butyl (meth)acrylate, stearyl (meth)acrylate, hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate , 3-hydroxypropyl (meth)acrylate and/or mixtures thereof.
  • Further film-forming hydrophobic polymers can be selected from the homo- or copolymers of (meth)acrylamide, N-alkyl (meth)acrylamides, in particular those with C2-C18 alkyl groups, such as N-ethylacrylamide, N-tert-butylacrylamide, le N- Octylacrylamide, N-Di(C1-C4)alkyl(meth)acrylamide.
  • Other preferred anionic copolymers are, for example, copolymers of acrylic acid, methacrylic acid or their C 1 -C 6 -Alkyl esters, such as those sold under the INCI declaration Acrylates Copolymers.
  • a suitable commercial product is, for example, Aculyn ® 33 from Rohm & Haas.
  • copolymers of acrylic acid, methacrylic acid or their C 1 -C 6 -alkyl esters and the esters of an ethylenically unsaturated acid and an alkoxylated fatty alcohol preference is also given to copolymers of acrylic acid, methacrylic acid or their C 1 -C 6 -alkyl esters and the esters of an ethylenically unsaturated acid and an alkoxylated fatty alcohol.
  • Suitable ethylenically unsaturated acids are, in particular, acrylic acid, methacrylic acid and itaconic acid
  • suitable alkoxylated fatty alcohols are, in particular, steareth-20 or ceteth-20.
  • Very particularly preferred polymers on the market are, for example, Aculyn® 22 (Acrylates/Steareth-20 Methacrylate Copolymer), Aculyn® 28 (Acrylates/Beheneth-25 Methacrylate Copolymer), Structure 2001® (Acrylates/Steareth-20 Itaconate Copolymer) , Structure 3001® (Acrylates/Ceteth-20 Itaconate Copolymer), Structure Plus® (Acrylates/Aminoacrylates C10-30 Alkyl PEG-20 Itaconate Copolymer), Carbopol® 1342, 1382, Ultrez 20, Ultrez 21 (Acrylates/C10-30 Alkyl Acrylate Crosspolymer), Synthalen W 2000® (Acrylates/Palmeth-25 Acrylate Copolymer) or the Soltex OPT sold by Rohme and Haas (Acrylates/C12-22 alkyl methacrylate copolymer).
  • Suitable polymers based on vinyl monomers are the homo- and copolymers of N-vinylpyrrolidone, vinylcaprolactam, vinyl-(C1-C6-)alkylpyrrole, vinyloxazole, vinylthiazole, vinylpyrimidine or vinylimidazole.
  • copolymers octylacrylamide/acrylates/butylaminoethyl methacrylate copolymers such as those sold commercially by NATIONAL STARCH under the trade names AMPHOMER® or LOVOCRYL® 47, for example, or the copolymers of acrylates/octylacrylamide under the trade names DERMACRYL® LT and DERMACRYL® 79 are sold by NATIONAL STARCH.
  • suitable polymers based on olefins are the homo- and copolymers of ethylene, propylene, butene, isoprene and butadiene.
  • the film-forming hydrophobic polymers used can be block copolymers which comprise at least one block of styrene or the derivatives of styrene.
  • These block copolymers can be copolymers which, in addition to a styrene block, contain one or more other blocks, such as styrene/ethylene, styrene/ethylene/butylene, styrene/butylene, styrene/isoprene, styrene/butadiene.
  • Corresponding polymers are sold commercially by BASF under the trade name “Luvitol HSB”.
  • agent (b) contained at least one film-forming polymer as sealing agent (b1), which was selected from the group consisting of homopolymers and copolymers of acrylic acid, the homopolymers and copolymers of methacrylic acid, homopolymers and copolymers of acrylic acid esters, homopolymers and copolymers of methacrylic acid esters, homopolymers and copolymers of acrylic acid amides, homopolymers and copolymers of methacrylic acid amides, homopolymers and copolymers of vinylpyrrolidone, homopolymers and copolymers vinyl alcohol, vinyl acetate homopolymers and copolymers, ethylene homopolymers and copolymers, propylene homopolymers and copolymers, styrene homopolymers and copolymers, polyurethanes, polyesters and polyamides.
  • sealing agent (b1) was selected from the group consisting of homopolymers and copolymers of acrylic acid, the homo
  • a method is characterized in that the agent (b) contains at least one film-forming polymer as a sealing agent (b1), which is selected from the group of homopolymers and copolymers of acrylic acid, the Homopolymers and copolymers of methacrylic acid, homopolymers and copolymers of acrylic acid esters, homopolymers and copolymers of methacrylic acid esters, homopolymers and copolymers of acrylic acid amides, homopolymers and copolymers of methacrylic acid amides, homopolymers and copolymers of vinylpyrrolidone, homopolymers and Copolymers of vinyl alcohol, homopolymers and copolymers of vinyl acetate, homopolymers and copolymers of ethylene, homopolymers and copolymers of propylene, homopolymers and copolymers of styrene, polyurethanes, polyesters and polyamides.
  • a sealing agent (b1) which is selected from the
  • hydrophilic polymer is understood as meaning a polymer that has a solubility in water at 25° C. (760 mmHg) of more than 1% by weight, preferably more than 2% by weight.
  • the water solubility of the film-forming hydrophilic polymer can be determined, for example, in the following way. 1 g of the polymer is placed in a beaker. Water is made up to 100 g. A stir bar is added and the mixture is warmed to 25°C on a magnetic stirrer with stirring. Stir for 60 minutes. The aqueous mixture is then assessed visually.
  • Nonionic, anionic and cationic polymers can be used as film-forming, hydrophilic polymers.
  • Suitable film-forming, hydrophilic polymers can be, for example, from the group of polyvinylpyrrolidone (co)polymers, polyvinyl alcohol (co)polymers, vinyl acetate (co)polymers, carboxyvinyl (co)polymers, acrylic acid (co)polymers, methacrylic acid (co)polymers, natural gums, polysaccharides and/or acrylamide (co)polymers. Furthermore, it is very particularly preferred to use polyvinylpyrrolidone (PVP) and/or a copolymer containing vinylpyrrolidone as the film-forming hydrophilic polymer.
  • PVP polyvinylpyrrolidone
  • an agent (b) is characterized in that it contains at least one film-forming, hydrophilic polymer as sealing agent (b1), which is selected from the group consisting of polyvinylpyrrolidone (PVP) and the copolymers of polyvinylpyrrolidone. It is also preferred if the agent contains polyvinylpyrrolidone (PVP) as the film-forming, hydrophilic polymer. Surprisingly, the wash fastness of the dyeings that could be obtained with PVP-containing agents (b) was very good.
  • polyvinylpyrrolidones are available, for example, under the name Luviskol® K from BASF SE, in particular Luviskol® K 90 or Luviskol® K 85 from BASF SE.
  • the polymer PVP K30 which is marketed by Ashland (ISP, POI Chemical), can also be used as a further polyvinylpyrrolidone (PVP) that is explicitly very particularly well suited.
  • PVP K 30 is a polyvinylpyrrolidone that is very soluble in cold water and has the CAS number 9003-39-8. The molecular weight of PVP K 30 is around 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 are available from BASF.
  • the use of film-forming hydrophilic polymers from the group of polyvinylpyrrolidone copolymers as sealing agent (b1) has also led to particularly good and washfast color results.
  • vinylpyrrolidone-vinyl ester copolymers such as those sold under the trade name Luviskol, can be mentioned as particularly suitable film-forming, hydrophilic polymers ® (BASF).
  • Luviscol ® VA 64 and Luviskol ® VA 73 both vinylpyrrolidone/vinyl acetate copolymers, are particularly preferred nonionic polymers.
  • a styrene/VP copolymer and/or a vinylpyrrolidone-vinyl acetate copolymer and/or a VP/DMAPA acrylate copolymer and/or a VP/vinyl caprolactam/DMAPA acrylate copolymer are very particularly preferably used in the cosmetic compositions .
  • Vinylpyrrolidone-vinyl acetate copolymers are sold by BASF SE under the name Luviskol® VA.
  • a VP/vinyl caprolactam/DMAPA acrylates copolymer is sold by Ashland Inc. under the trade name Aquaflex® SF-40.
  • a VP/DMAPA acrylates copolymer sold by Ashland under the name Styleze CC-10 is a highly preferred vinylpyrrolidone-containing copolymer.
  • the copolymers can also be mentioned which are obtained by reacting N-vinylpyrrolidone with at least one other monomer from the Group of V-vinylformamide, vinyl acetate, ethylene, propylene, acrylamide, vinylcaprolactam, vinylcaprolactone and/or vinyl alcohol.
  • an agent (b) is characterized in that it contains at least one film-forming, hydrophilic polymer as sealing agent (b1), which is selected from the group consisting of polyvinylpyrrolidone (PVP), vinylpyrrolidone/vinyl acetate copolymers, vinylpyrrolidone /styrene copolymers, vinylpyrrolidone/ethylene copolymers, vinylpyrrolidone/propylene copolymers, vinylpyrrolidone/vinylcaprolactam copolymers, vinylpyrrolidone/vinylformamide copolymers and/or vinylpyrrolidone/vinyl alcohol copolymers.
  • PVP polyvinylpyrrolidone
  • vinylpyrrolidone/vinyl acetate copolymers vinylpyrrolidone /styrene copolymers
  • vinylpyrrolidone/ethylene copolymers vinylpyrrolidone/propylene copolymers
  • the agent (b) can contain at least one nonionic, film-forming, hydrophilic polymer as the sealing agent (b1).
  • a nonionic polymer is a polymer which, under standard conditions, in a protic solvent—such as water—does not carry any structural units with permanently cationic or anionic groups which have to be compensated for by counterions while maintaining electroneutrality.
  • Cationic groups include, for example, quaternized ammonium groups, but not protonated amines.
  • Anionic groups include, for example, carboxyl and sulfonic acid groups.
  • polymer as the nonionic, film-forming, hydrophilic polymer selected from the group consisting of - polyvinylpyrrolidone, - copolymers of
  • copolymers of N-vinylpyrrolidone and vinyl acetate are used, it is preferred if the molar ratio of the structural units from the monomer N-vinylpyrrolidone to the structural units of the polymer from the monomer vinyl acetate is in the range from 20:80 to 80:20, in particular from 30 to 70 to 60 to 40.
  • Suitable copolymers of vinylpyrrolidone and vinyl acetate are available, for example, under the trade names Luviskol® VA 37, Luviskol® VA 55, Luviskol® VA 64 and Luviskol® VA 73 from BASF SE.
  • Another particularly preferred polymer is selected from the polymers with the INCI designation VP/methacrylamide/vinyl imidazole copolymer, which are available, for example, under the trade name Luviset Clear from BASF SE.
  • Another very particularly preferred nonionic, film-forming, hydrophilic polymer is a copolymer of N-vinylpyrrolidone and N,N-dimethylaminopropylmethacrylamide, which is known, for example, with the INCI designation VP/DMAPA Acrylates Copolymer, e.g. B. is sold under the trade name Styleze® CC 10 by the company ISP.
  • a cationic polymer is the copolymer of N-vinylpyrrolidone, N-vinylcaprolactam, N-(3-dimethylaminopropyl)methacrylamide and 3-(methacryloylamino)propyl-lauryldimethylammonium chloride (INCI name: Polyquaternium-69), which is sold, for example, under the trade name AquaStyle ® 300 (28-32% by weight of active substance in an ethanol-water mixture, molecular weight 350,000) is sold by ISP.
  • AquaStyle ® 300 28-32% by weight of active substance in an ethanol-water mixture, molecular weight 350,000
  • Suitable film-forming, hydrophilic polymers are vinylpyrrolidone-vinylimidazolium methochloride copolymers, such as those sold under the names Luviquat ® FC 370, FC 550 and the INCI designation Polyquaternium-16 as well as FC 905 and HM 552 are offered, - vinylpyrrolidone-vinylcaprolactam-acrylate terpolymers, as they are commercially available with acrylic acid esters and acrylic acid amides as the third monomer building block, for example under the name Aquaflex ® SF 40 are offered.
  • vinylpyrrolidone-vinylimidazolium methochloride copolymers such as those sold under the names Luviquat ® FC 370, FC 550 and the INCI designation Polyquaternium-16 as well as FC 905 and HM 552 are offered
  • - vinylpyrrolidone-vinylcaprolactam-acrylate terpolymers as they are commercially available with acrylic acid esters and acrylic acid
  • Polyquaternium-11 is the reaction product of diethyl sulfate with a copolymer of vinylpyrrolidone and dimethylaminoethyl methacrylate. Suitable commercial products are available, for example, under the names Dehyquart® CC 11 and Luviquat® PQ 11 PN from BASF SE or Gafquat 440, Gafquat 734, Gafquat 755 or Gafquat 755N from Ashland Inc.
  • Polyquaternium-46 is the reaction product of vinylcaprolactam and vinylpyrrolidone with methylvinylimidazolium methosulfate and is available, for example, under the name Luviquat® Hold from BASF SE.
  • Polyquaternium-46 is preferably used in an amount of 1 to 5% by weight, based on the total weight of the cosmetic composition. It completely particularly preferred that Polyquaternium-46 is used in combination with a cationic guar compound. In fact, it is highly preferred that Polyquaternium-46 is used in combination with a cationic guar compound and Polyquaternium-11.
  • suitable anionic, film-forming, hydrophilic polymers that can be used are acrylic acid polymers, which can be present in uncrosslinked or crosslinked form.
  • Corresponding products are sold commercially, for example, under the trade names Carbopol 980, 981, 954, 2984 and 5984 by the company Lubrizol or under the names Synthalen M and Synthalen K by the company 3V Sigma (The Sun Chemicals, Inter Harz).
  • suitable film-forming, hydrophilic polymers from the group of natural gums are xanthan gum, gellan gum and carob gum.
  • suitable film-forming, hydrophilic polymers from the group of polysaccharides are hydroxyethyl cellulose, hydroxypropyl cellulose, ethyl cellulose and carboxymethyl cellulose.
  • suitable film-forming, hydrophilic polymers from the group of acrylamides are polymers which are prepared from monomers of (meth)acrylamido-C1-C4-alkylsulfonic acid or the salts thereof.
  • Corresponding polymers can be selected from the polymers of polyacrylamidomethanesulfonic acid, polyacrylamidoethanesulfonic acid, polyacrylamidopropanesulfonic acid, poly2-acrylamido-2-methylpropanesulfonic acid, poly-2-methylacrylamido-2-methylpropanesulfonic acid and/or poly-2-methylacrylamido-n-butanesulfonic acid.
  • Preferred polymers of poly(meth)arylamido-C1-C4-alkylsulfonic acids are crosslinked and at least 90% neutralized. These polymers can be crosslinked or non-crosslinked.
  • Crosslinked and completely or partially neutralized polymers of the poly-2-acrylamido-2-methylpropanesulfonic acid type are known by the INCI names "Ammonium Polyacrylamido-2-methylpropanesulphonate” or "Ammonium Polyacryldimethyltauramide".
  • agent (b) is at least contains an anionic, film-forming polymer as sealing agent (b1).
  • agent (b1) which comprises at least one structural unit of the formula (P-I) and at least one structural unit of the formula (P-II).
  • M is a hydrogen atom or ammonium (NH 4 ), sodium, potassium, 1 ⁇ 2 magnesium or 1 ⁇ 2 calcium.
  • a method is characterized in that the agent (b) contains at least one film-forming polymer as sealing agent (b1) which comprises at least one structural unit of the formula (P-I) and at least one structural unit of the formula (P-II).
  • M is a hydrogen atom or ammonium (NH 4 ), sodium, potassium, 1 ⁇ 2 magnesium or 1 ⁇ 2 calcium.
  • M is a hydrogen atom
  • the structural unit of formula (P-I) is based on an acrylic acid moiety.
  • M is an ammonium counterion
  • the structural unit of formula (P-I) is based on the ammonium salt of acrylic acid.
  • M is a sodium counterion
  • the structural unit of formula (P-I) is based on the sodium salt of acrylic acid.
  • the structural unit of formula (P-I) is based on the potassium salt of acrylic acid.
  • M represents a half equivalent of a magnesium counterion
  • the structural unit of formula (P-I) is based on the magnesium salt of acrylic acid.
  • M is half an equivalent of a calcium counterion
  • the structural unit of formula (P-I) is based on the calcium salt of acrylic acid.
  • the film-forming polymer or polymers (b1) are preferably used in specific amounts in the agent (b).
  • a method is characterized in that the agent (b) - based on the total weight of the agent (b) - one or more film-forming polymers as sealing agent (b1) in a total amount of 0.1 to 18 wt.
  • agent (b) comprising a film-forming polymer as sealing agent (b1)
  • the optionally colored film initially produced by the use of agent (a) is to be sealed and/or fixed.
  • the film-forming polymer (b1) is deposited in the form of a further film on the possibly colored film produced in the first layer.
  • agent (b) also contains at least one coloring compound
  • the color impression of a colored film produced in the first step is enhanced or modified depending on the coloring compound used, or the treated keratin material is colored by forming a second colored film on a first uncolored film obtain.
  • the multilayer film system produced in this way has improved resistance to external influences.
  • the sealing reagent (b1) contains an alkalizing agent.
  • the alkalizing agent is particularly preferably selected from the group consisting of ammonia, C 2 -C 6 - alkanolamines, basic amino acids, alkali metal hydroxides and alkaline earth metal hydroxides.
  • agent (b) contains at least one alkalizing agent as sealing agent (b1), which is selected from the group consisting of ammonia, C 2 -C 6 -Alkanolamines, basic amino acids, alkali metal hydroxides, alkaline earth metal hydroxides, alkali metal silicates, alkali metal metasilicates, alkaline earth metal silicates, alkaline earth metal metasilicates, alkali metal carbonates and alkaline earth metal carbonates.
  • alkalizing agent as sealing agent (b1) which is selected from the group consisting of ammonia, C 2 -C 6 -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.
  • a method is characterized in that the composition (b) contains ammonia as sealing agent (b1). Good results could also be obtained if the composition (b) as the sealing reagent (b1) contains at least one C 2 -C 6 -Alkanolamine contained.
  • the alkanolamines that can be used in composition (b) can be selected, for example, from the group of primary amines with a C 2 -C 6 - Alkyl base that carries at least one hydroxyl group.
  • Preferred alkanolamines are selected from the group formed by 2-aminoethan-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1-aminopropane -2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1 -amino-2-methylpropan-2-ol, 3-aminopropane-1,2-diol, 2-amino-2-methylpropane-1,3-diol.
  • a method according to the invention is characterized in that the composition (b) contains at least one alkalizing agent from the group of alkanolamines as sealing agent (b1), which is preferably selected from the group of 2-aminoethan-1-ol (monoethanolamine ), 3-aminopropan-1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1-aminopropan-2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1-amino-2-methylpropan-2-ol, 3-aminopropan-1,2-diol and 2-amino-2-methylpropane-1,3-diol.
  • the alkalizing agent from the group of alkanolamines as sealing agent (b1) which is preferably selected from the group of 2-aminoe
  • composition (b) contained at least one basic amino acid as sealing reagent (b1).
  • An amino acid in the context of the invention is an organic compound which has at least one protonatable amino group and at least one -COOH- or one -SO 3 H group contains.
  • Preferred amino acids are amino carboxylic acids, in particular ⁇ -(alpha)-amino carboxylic acids and ⁇ -amino carboxylic acids, with ⁇ -amino carboxylic acids being particularly preferred.
  • basic amino acids are to be understood as meaning those amino acids which have an isoelectric point pI greater than 7.0.
  • Basic ⁇ -amino carboxylic acids contain at least one asymmetric carbon atom.
  • both possible enantiomers can be used as a specific compound or mixtures thereof, in particular as racemates, are used equally.
  • the basic amino acids are preferably selected from the group formed from arginine, lysine, ornithine and histidine, particularly preferably from arginine and lysine.
  • the sealing reagent (b1) is an alkalizing agent comprising a basic amino acid from the group arginine, lysine, ornithine and/or histidine.
  • the method is characterized in that the agent (b) contains at least one alkalizing agent from the group of basic amino acids, which is preferably selected from the group consisting of arginine, lysine, ornithine and histidine, as the sealing reagent (b1). Good results could also be obtained if the agent (b) contains at least one alkali metal hydroxide as the sealing agent (b1). Sodium hydroxide and potassium hydroxide, for example, can be mentioned as highly suitable alkali metal hydroxides. Good results could also be obtained if the composition (b) contained an alkalizing agent comprising at least one alkaline earth metal hydroxide as the sealing agent (b1).
  • Magnesium hydroxide, potassium hydroxide and barium hydroxide can be mentioned as highly suitable alkaline earth metal hydroxides. Good results could also be obtained if the agent (b) contained at least one alkali metal silicate and/or alkali metal metasilicate as sealing agent (b1). Examples of suitable alkali metal silicates are sodium silicate and potassium silicate. Examples of suitable alkali metal metasilicates are sodium metasilicate and potassium metasilicate. Good results could also be obtained if the agent (b) contained at least one alkali metal carbonate and/or alkaline earth metal carbonate as sealing agent (b1). Examples of suitable alkali metal carbonates are sodium carbonate and potassium carbonate.
  • Suitable alkaline earth metal carbonates are magnesium carbonate and calcium carbonate.
  • the aforementioned sealing agent (b1) in the form of an alkalizing agent ammonia, C 2 -C 6 -Alkanolamines, basic amino acids and alkali metal hydroxides turned out to be particularly well suited.
  • the method is characterized in that the agent (b) as the sealing agent (b1) contains at least one alkalizing agent selected from the group consisting of ammonia, C 2 -C 6 - alkanolamines, basic amino acids and alkali metal hydroxides.
  • the method is characterized in that the agent (b) contains at least one alkalizing agent as the sealing agent (b1) which is selected from the group consisting of ammonia, 2-aminoethan-1-ol, 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, 2-amino-2- methylpropane-1,3-diol, arginine, lysine, ornithine, histidine, sodium hydroxide and potassium hydroxide.
  • the sealing agent (b1) which is selected from the group consisting of ammonia,
  • agent (b) contains the alkalizing agent as a sealing agent (b1) in a cosmetic carrier, preferably in an aqueous cosmetic carrier.
  • agent (b) - based on the total weight of agent (b) - contains 5.0 to 99.0% by weight, preferably 15.0 to 97.0% by weight. %, more preferably 25.0 to 97.0% by weight, even more preferably 35.0 to 97.0% by weight and most preferably 45.0 to 97.0% by weight of water.
  • the method is characterized in that the agent (b) - based on the total weight of the agent (b) - 5.0 to 99.0% by weight, preferably 15.0 to 97.0% by weight. %, more preferably 25.0 to 97.0% by weight, even more preferably 35.0 to 97.0% by weight and most preferably 45.0 to 97.0% by weight of water.
  • the alkalizing agents contained in the agent (b) exert an influence on the pH of the agent (b). It was found here that certain alkaline pH values in particular have an advantageous effect on the dyeing performance that can be achieved in the process and the fastness properties of the dyeings.
  • the agent (b), comprising an alkalizing agent as a sealing agent (b1) has a pH of 7.0 to 12.0, preferably from 7.5 to 11.5, more preferably from 8 .0 to 11.0 and most 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, measuring the pH value using glass electrodes using combination measuring chains or using pH indicator paper.
  • the method is characterized in that the agent (b) contains an alkalizing agent as the sealing agent (b1) and 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 most preferably from 8.5 to 9.5.
  • the sealing reagent (b1) contains an acidifying agent. More preferably, the acidifying agent is selected from the group consisting of inorganic acids, organic acids, and mixtures thereof. Good results can be obtained if the agent (b) contains at least one inorganic acid as sealing agent (b1). Suitable inorganic acids are, for example, phosphoric acid, sulfuric acid and/or hydrochloric acid, sulfuric acid being particularly preferred.
  • the method is characterized in that the agent (b) contains at least one acidifying agent from the group of inorganic acids as the sealing agent (b1), which is preferably selected from the group consisting of phosphoric acid, sulfuric acid, hydrochloric acid and mixtures thereof .
  • the method is characterized in that the agent (b) contains sulfuric acid as the sealing agent (b1). Good results could also be obtained if the agent (b) contains at least one organic acid as the sealing reagent (b1).
  • the organic acid is preferably selected from the group consisting of formic acid, acetic acid, propionic acid, butyric acid, isobutyric acid, valeric acid, isovaleric acid, pivalic acid, oxalic acid, malonic acid, succinic acid, glutaric acid, glyceric acid, glyoxylic acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, propiolic acid, Crotonic acid, isocrotonic acid, elaidic acid, maleic acid, fumaric acid, muconic acid, citraconic acid, mesaconic acid, camphoric acid, benzoic acid, o,m,p-phthalic acid, naphthoic acid, toluoic acid, hydratropic acid, atropic acid, cinnamic acid, isonicotinic acid, nicotinic acid, bicarbamic acid, 4,4'-dicyano
  • the method is characterized in that the agent (b) contains at least one acidifying agent from the group of organic acids as the sealing agent (b1), the organic acid preferably being selected from the group consisting of formic acid, acetic acid, propionic acid , Butyric acid, isobutyric acid, valeric acid, isovaleric acid, pivalic acid, oxalic acid, malonic acid, succinic acid, glutaric acid, glyceric acid, glyoxylic acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, propiolic acid, crotonic acid, isocrotonic acid, elaidic acid, maleic acid, fumaric acid, muconic acid, citraconic acid, mesaconic acid , camphoric acid, benzoic acid, o,m,p-phthalic acid, naphthoic acid, toluoic acid, hydratropic acid, a
  • the method is characterized in that the agent (b) contains acetic acid as sealing agent (b1).
  • suitable acidifying agents include methanesulfonic acid and/or 1-hydroxyethane-1,1-diphosphonic acid.
  • sulfuric acid and/or acetic acid have proven to be particularly well suited.
  • the method is characterized in that the agent (b) comprises at least one acidifying agent selected from the group consisting of sulfuric acid, acetic acid and mixtures thereof as the sealing agent (b1).
  • the agent (b) contains the acidifying agent as a sealing agent (b1) in a cosmetic carrier, preferably in an aqueous cosmetic carrier.
  • the acidifying agents contained in the composition (b) exert an influence on the pH of the composition (b). It was found here that acidic pH values also have an advantageous effect on the dyeing performance that can be achieved in the process and on the fastness properties of the dyeings. For this reason, it is preferred that the agent (b), comprising an acidifying agent as a sealing agent (b1), has a pH of 2.0 to 6.5, preferably from 3.0 to 6.0, more preferably from 4 .0 to 6.0 and most preferably from 4.5 to 5.5.
  • agent (b) contains an acidifying agent as sealing agent (b1) and has a pH of from 2.0 to 6.5, preferably from 3.0 to 6. 0, more preferably from 4.0 to 6.0, and most preferably from 4.5 to 5.5.
  • the pH values for the purposes of the present invention are pH values measured at a temperature of 22.degree.
  • Other ingredients in agents (a) and (b) Agents (a) and (b) described above can also contain one or more optional ingredients.
  • agents (a) and (b) also contains at least one color-providing compound from the group of pigments and/or direct dyes.
  • the agent (a) contains at least one coloring compound selected from the group consisting of pigments and/or substantive dyes in addition to the at least one organic silicon compound from the group of silanes having one, two or three silicon atoms (a1).
  • the agent (b), in addition to the sealing agent (b1) also contains at least one color-providing compound selected from the group consisting of pigments and/or substantive dyes.
  • agent (a) and agent (b) each also contain at least one color-providing compound selected from the group consisting of pigments and/or direct dyes. Irrespective of the means (a) and/or (b), the use of pigments has proven to be very particularly preferred in this context.
  • a method is characterized in that agent (a) and/or agent (b) also contains at least one coloring compound from the group of pigments.
  • pigments are understood to mean coloring compounds which have a solubility in water at 25° C. of less than 0.5 g/l, preferably less than 0.1 g/l, even more preferably less than 0. Possess 05 g/L.
  • the water solubility can be determined, for example, using the method described below: 0.5 g of the pigment is weighed out in a glass beaker. A stir bar is added. Then one liter of distilled water is added. This mixture is heated to 25°C with stirring on a magnetic stirrer for one hour. If undissolved components of the pigment are still visible in the mixture after this period, the solubility of the pigment is below 0.5 g/L. If the pigment-water mixture cannot be assessed visually due to the high intensity of the pigment, which may be present in finely dispersed form, the mixture is filtered. If a proportion of undissolved pigments remains on the filter paper, the solubility of the pigment is below 0.5 g/L.
  • Suitable pigments can be of inorganic and/or organic origin.
  • agent (a) and/or agent (b) also contains at least one coloring compound from the group of inorganic and/or organic pigments.
  • Preferred pigments are selected from synthetic or natural inorganic pigments.
  • Inorganic pigments of natural origin can be made, for example, from chalk, ochre, umber, green earth, burnt terra di sienna or graphite.
  • black pigments such.
  • B. iron oxide black colored pigments such.
  • B. ultramarine or iron oxide red and fluorescent or phosphorescent pigments can be used.
  • Colored metal oxides, metal hydroxides and metal oxide hydrates, mixed phase pigments, sulfur-containing silicates, silicates, metal sulfides, complex metal cyanides, metal sulfates, metal chromates and/or metal molybdates are particularly suitable.
  • Particularly preferred pigments are black iron oxide (CI 77499), yellow iron oxide (CI 77492), red and brown iron oxide (CI 77491), manganese violet (CI 77742), ultramarines (sodium aluminum sulfosilicates, CI 77007, Pigment Blue 29), hydrated chromium oxide (CI77289 ), Iron Blue (Ferric Ferrocyanide, CI77510) and/or Carmine (Cochineal).
  • pigments are colored pearlescent pigments. These are usually based on mica and/or mica and can be coated with one or more metal oxides. Mica belongs to the layered silicates. The main representatives of these silicates are muscovite, phlogopite, paragonite, biotite, lepidolite and margarite. To produce the pearlescent pigments in combination with metal oxides, the mica, mainly muscovite or phlogopite, is coated with a metal oxide.
  • agent (a) and/or agent (b) also contains at least one coloring compound from the group of pigments, which is selected from the group of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, Metal sulphides, complex metal cyanides, metal sulphates, bronze pigments and/or colored pigments based on natural or synthetic mica coated with at least one metal oxide and/or one metal oxychloride.
  • at least one coloring compound from the group of pigments which is selected from the group of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, Metal sulphides, complex metal cyanides, metal sulphates, bronze pigments and/or colored pigments based on natural or synthetic mica coated with at least one metal oxide and/or one metal oxychloride.
  • the method is characterized in that the agent (a) and / or the agent (b) contains at least one coloring compound from the group of pigments, which is selected from pigments based on natural or synthetic mica, the with one or more metal oxides from the group consisting of titanium dioxide (CI 77891), black iron oxide (CI 77499), yellow iron oxide (CI 77492), red and/or brown iron oxide (CI 77491, CI 77499), manganese violet (CI 77742), ultramarines (Sodium aluminum sulfosilicates, CI 77007, Pigment Blue 29), hydrated chromium oxide (CI 77289), chromium oxide (CI 77288) and/or iron blue (Ferric Ferrocyanide, CI 77510).
  • the agent (a) and / or the agent (b) contains at least one coloring compound from the group of pigments, which is selected from pigments based on natural or synthetic mica, the with one or more metal oxides from the group consisting of titanium dioxide (CI 77891
  • Suitable pigments are based on metal oxide-coated platelet-shaped borosilicates. These are coated, for example, with tin oxide, iron oxide(s), silicon dioxide and/or titanium dioxide. Such borosilicate-based pigments are available, for example, under the name MIRAGE from Eckart or Reflecks from BASF SE.
  • pigments are commercially available, for example under the trade names Rona®, Colorona®, Xirona®, Dicrona® and Timiron® from Merck, Ariabel® and Unipure® from Sensient, Prestige® or SynCrystal from Eckart Cosmetic Colors, Flamenco®, Cellini®, Cloisonné®, Duocrome®, Gemtone®, Timica®, MultiReflections, Chione from BASF SE and Sunshine® from Sunstar.
  • Colorona® examples include Colorona Copper, Merck, MICA, CI 77491 (IRON OXIDES) Colorona Copper Fine, Merck, MICA, CI 77491 (IRON OXIDES) Colorona Passion Orange, Merck, Mica, CI 77491 ( Iron Oxides), Alumina Colorona Patina Silver, Merck, MICA, CI 77499 (IRON OXIDES), CI 77891 (TITANIUM DIOXIDE) Colorona RY, Merck, CI 77891 (TITANIUM DIOXIDE), MICA, CI 75470 (CARMINE) Colorona Oriental Beige, Merck , MICA, CI 77891 (TITANIUM DIOXIDE), CI 77491 (IRON OXIDES) Colorona Dark Blue, Merck, MICA, TITANIUM DIOXIDE, FERRIC FERROCYANIDE Colorona Chameleon, Merck, CI 77491
  • the organic pigments are correspondingly insoluble organic dyes or lakes, for example from the group of nitroso, nitro, azo, xanthene, anthraquinone, isoindolinone, isoindoline, quinacridone, perinone, perylene , diketopyrrolopyrrole, indigo, thioindido, dioxazine, and/or triarylmethane compounds can be selected.
  • Particularly suitable organic pigments are, for example, carmine, quinacridone, phthalocyanine, sorghum, blue pigments with the Color Index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with the Color Index numbers CI 11680 , CI 11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, CI 47000, CI 47005, green pigments with the Color Index numbers CI 61565, CI 61570, CI 74260, orange pigments with the Color Index numbers CI 11725 , CI 15510, CI 45370, CI 71105, red pigments with the Color Index numbers CI 12085, CI 12120, CI 12370, CI 12420, CI 12490, CI 14700, CI 15525, CI 15580, CI 15620, CI 15630, CI 15800
  • agent (a) and/or agent (b) contains at least one coloring compound from the group of organic pigments, which is selected from the group consisting of carmine, quinacridone, Phthalocyanine, sorghum, blue pigments with Color Index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with Color Index numbers CI 11680, CI 11710, CI 15985, CI 19140, CI 20040 , CI 21100, CI 21108, CI 47000, CI 47005, green pigments with the Color Index numbers CI 61565, CI 61570, CI 74260, orange pigments with the Color Index numbers CI 11725, CI 15510, CI 45370, CI 71105, red pigments with the Color Index numbers CI 12085, CI 12120, CI 12370, CI 12420, CI
  • the organic pigment can also be a colored lake.
  • the term colored lake is understood to mean particles comprising a layer of absorbed dyes, the particle-dye unit being insoluble under the above conditions.
  • the particles can be, for example, inorganic substrates, which can be aluminum, silica, calcium borosilicate, calcium aluminum borosilicate or aluminum.
  • Alizarin color lake for example, can be used as the color lake.
  • agent (a) and/or agent (b) can also contain one or more color-imparting compounds from the group of organic pigments.
  • agent (a) and/or agent (b) contains at least one coloring compound from the group of organic pigments, which is selected from the group of carmine, quinacridone, phthalocyanine , sorghum, blue pigments with the Color Index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with the Color Index numbers CI 11680, CI 11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, CI 47000, CI 47005, green pigments with the Color Index numbers CI 61565, CI 61570, CI 74260, orange pigments with the Color Index numbers CI 11725, CI 15510, CI 45370, CI 71105, red pigments with the Color Index numbers CI 12085, CI 12120, CI 12370, CI 12420, CI
  • the same compounds from the group of pigments are inorganic and/or organic pigments that have been modified with a polymer.
  • the polymer modification can, for example, increase the affinity of the pigments for the respective material of the at least one layer.
  • the agent (a) and/or the agent (b) it is also possible to use so-called metallic effect pigments as the coloring compound.
  • the metallic effect pigments can contain, in particular, pigments based on a lamellar substrate flake, pigments based on lenticular substrate flakes and/or pigments based on substrate flakes which comprise “vacuum metallized pigments” (VMP). at With these metallic effect pigments, the substrate flakes comprise a metal, preferably aluminum, or an alloy.
  • Metal substrate flake-based metallic effect pigments preferably have a coating which acts, inter alia, as a protective layer.
  • Suitable metal effect pigments include, for example, the pigments Alegrace® Marvelous, Alegrace® Spotify or Alegrace® Aurous from Schlenk Metallic Pigments.
  • suitable metal effect pigments are the aluminum-based pigments from the SILVERDREAM series and the pigments from Eckart's VISIONAIRE series based on aluminum or on metal alloys containing copper/zinc. Due to their excellent light and temperature stability, the use of the aforementioned pigments in the composition (a) and/or (b) is particularly preferred. Furthermore, it is preferred if the pigments used have a certain particle size.
  • the at least one pigment has an average particle size D50 of from 1 to 50 ⁇ m, preferably from 5 to 45 ⁇ m, preferably from 10 to 40 ⁇ m, in particular from 14 to 30 ⁇ m.
  • the mean particle size D50 can be determined, for example, using dynamic light scattering (DLS).
  • the method is characterized in that the agent (a) - based on the total weight of the agent (a) - also contains one or more coloring compound(s) in the form of pigments in a total amount of 0.01 to 10 % by weight, preferably from 0.1 to 8% by weight, more preferably from 0.2 to 6% by weight and very particularly preferably from 0.5 to 4.5% by weight.
  • the method is characterized in that the agent (b) - based on the total weight of the agent (b) - also one or more coloring compound (s) in the form of pigments in a total amount of 0.01 to 10% by weight, preferably from 0.1 to 8% by weight, more preferably from 0.2 to 6% by weight and very particularly preferably from 0.5 to 4.5% by weight.
  • the agents (a) and/or agents (b) used in the process may also contain one or more direct dyes as the coloring compound(s). Direct dyes are dyes that are applied directly to the hair and do not require an oxidative process to form the color.
  • Direct dyes are usually nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones, triarylmethane dyes or indophenols.
  • the substantive dyes for the purposes of the present invention have a solubility in water (760 mmHg) at 25° C. of more than 0.5 g/l and are therefore not to be regarded as pigments.
  • the substantive dyes for the purposes of the present invention preferably have a solubility in water (760 mmHg) at 25° C. of more than 1 g/l.
  • Direct dyes can be divided into anionic, cationic and nonionic direct dyes.
  • the method is characterized in that agent (a) and/or agent (b) also contains at least one anionic, cationic and/or nonionic direct dye as the coloring compound. In a further preferred embodiment, the method is characterized in that agent (a) and/or agent (b) also contains at least one color-providing compound from the group of anionic, nonionic and/or cationic direct dyes.
  • Suitable cationic direct dyes are, 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 such as nonionic nitro and quinone dyes and neutral azo dyes can be used.
  • Suitable nonionic direct dyes are those under the international designations or trade names HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 12, HC Orange 1, Disperse Orange 3, HC Red 1, HC Red 3, HC Red 10, HC Red 11, HC Red 13, HC Red BN, HC Blue 2, HC Blue 11, HC Blue 12, Disperse Blue 3, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Disperse Black 9 known compounds, as well as 1,4-diamino-2-nitrobenzene, 2-amino-4-nitrophenol, 1,4-bis-(2-hydroxyethyl)-amino-2-nitrobenzene, 3-nitro-4-(2-hydroxyethyl)-aminophenol, 2-(2-Hydroxyethyl)amino- 4,6-dinitrophenol, 4-[(2-Hydroxyethyl)amino]-3-nitro-1-methylbenzene, 1-amino-4-(2-hydroxyethyl)-amino-5
  • agent (a) and/or agent (b) which contain at least one anionic direct dye.
  • the method is therefore characterized in that agent (a) and/or agent (b) also contains at least one anionic direct dye as the coloring compound.
  • Anionic direct dyes are also referred to as acid dyes. Acid dyes are direct dyes that contain at least one carboxylic acid group (-COOH) and/or one sulfonic acid group (-SO 3 H) own.
  • the protonated forms (-COOH, -SO 3 H) the carboxylic acid or sulfonic acid groups with their deprotonated forms (-COO-, -SO 3 - before) in equilibrium before.
  • the proportion of the protonated forms increases.
  • substantive dyes are used in the form of their salts, the carboxylic acid groups or sulfonic acid groups are present in deprotonated form and are neutralized with appropriate stoichiometric equivalents of cations to maintain electroneutrality.
  • the acid dyes can also be used in the form of their sodium salts and/or their potassium salts.
  • the acid dyes for the purposes of the present invention have a solubility in water (760 mmHg) at 25° C. of more than 0.5 g/l and are therefore not to be regarded as pigments.
  • the acid dyes for the purposes of the present invention preferably have a solubility in water (760 mmHg) at 25° C. of more than 1 g/l.
  • the alkaline earth metal salts such as, for example, calcium salts and magnesium salts
  • aluminum salts of acid dyes often have poorer solubility than the corresponding alkali metal salts. If the solubility of these salts is below 0.5 g/L (25 °C, 760 mmHg), they do not fall under the definition of a substantive dye.
  • An essential feature of acid dyes is their ability to form anionic charges, with the carboxylic acid or sulfonic acid groups responsible for this usually being linked to different chromophoric systems.
  • Suitable chromophoric systems are found, for example, in the structures of nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinone dyes, triarylmethane dyes, xanthene dyes, rhodamine dyes, oxazine dyes and/or indophenol dyes.
  • agent (a) and/or agent (b) also contains at least one anionic direct dye as coloring compound, which is selected from Group of nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinone dyes, triarylmethane dyes, xanthene dyes, rhodamine dyes, oxazine dyes and/or indophenol dyes, the dyes from aforementioned group at least one carboxylic acid group (-COOH), a sodium carboxylate group (-COONa), a potassium carboxylate group (-COOK), a sulfonic acid group (-SO 3 H) a sodium sulfonate group (-SO 3 Na) and/or a potassium sulfonate group (-SO 3 K) own.
  • anionic direct dye as coloring compound which is selected from Group of nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinone dyes, tri
  • 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 No 10, Quinoline Yellow, E104, Food Yellow 13), Acid Yellow 9 (CI 13015), Acid Yellow 17 (CI 18965), Acid Yellow 23 (COLIPA n° C 29, Covacap Jaune W 1100 (LCW), Sicovit Tartrazine 85 E 102 (BASF), Tartrazine, Food Yellow 4, Japan Yellow 4, FD&C Yellow No.5), 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 (CI 16230; Orange G sodium salt), Acid Orange 11 (CI 45370),
  • Acid Yellow 1 (D&C Yellow 7, Citronin A, Ext. D
  • the water solubility of the anionic direct dyes can be determined, for example, in the following way. 0.1 g of the anionic direct dye is placed in a beaker. A stir bar is added. Then 100 ml of water are added. This mixture is heated to 25°C on a magnetic stirrer with stirring. Stir for 60 minutes. The aqueous mixture is then assessed visually. If there are still undissolved residues, the amount of water is increased - for example in steps of 10 ml. Water is added until the amount of dye used has completely dissolved. If the dye water mixture cannot be visually assessed due to the high intensity of the dye, the mixture is filtered. If a proportion of undissolved dyes remains on the filter paper, the solubility test is repeated with a larger amount of water.
  • Acid Yellow 1 is named 8-Hydroxy-5,7-dinitro-2-naphthalenesulfonic acid disodium salt and has a solubility in water of at least 40 g/L (25°C).
  • Acid Yellow 3 is a mixture of the sodium salts of mono- and disulfonic acids of 2-(2-quinolyl)-1H-indene-1,3(2H)-dione and has a water solubility of 20 g/L (25 °C).
  • Acid Yellow 9 is the disodium salt of 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid, its water solubility is above 40 g/L (25 °C).
  • Acid Yellow 23 is the trisodium salt of 4,5-dihydro-5-oxo-1-(4-sulfophenyl)-4-((4-sulfophenyl)azo)-1H-pyrazole-3-carboxylic acid and good in water at 25°C soluble.
  • Acid Orange 7 is the sodium salt of 4-[(2-hydroxy-1-naphthyl)azo]benzenesulfonate. Its water solubility is more than 7 g/L (25 °C).
  • Acid Red 18 is the trisodium salt of 7-hydroxy-8-[(E)-(4-sulfonato-1-naphthyl)-diazenyl)]-1,3-naphthalenedisulfonate and has a very high water solubility of more than 20% by weight. %.
  • Acid Red 33 is the disodium salt of 5-amino-4-hydroxy-3-(phenylazo)-naphthalene-2,7-disulphonate, its water solubility is 2.5 g/L (25 °C).
  • Acid Red 92 is the disodium salt of 3,4,5,6-tetrachloro-2-(1,4,5,8-tetrabromo-6-hydroxy-3-oxoxanthen-9-yl)benzoic acid, its water solubility specified as greater than 10 g/L (25 °C).
  • Acid Blue 9 is the disodium salt of 2-( ⁇ 4-[N-ethyl(3-sulfonatobenzyl)amino]phenyl ⁇ 4-[(N-ethyl(3-sulfonatobenzyl)imino]-2,5-cyclohexadien-1- ylidene ⁇ methyl)-benzenesulfonate and has a water solubility of more than 20% by weight (25° C.).
  • agent (a) and/or agent (b) further at least contains a coloring compound from the group of anionic direct dyes, selected from the group consisting of Acid Yellow 1, Acid Yellow 3, Acid Yellow 9, Acid Yellow 17, Acid Yellow 23, Acid Yellow 36, Acid Yellow 121, Acid Orange 6 , Acid Orange 7, Acid Orange 10, Acid Orange 11, Acid Orange 15, Acid Orange 20, Acid Orange 24, Acid Red 14, Acid Red, Acid Red 27, Acid Red 33, Acid Red 35, Acid Red 51, Acid Red 52, Acid Red 73, Acid Red 87, Acid Red 92, Acid Red
  • the substantive dye(s), in particular the anionic substantive dyes, can be used in different amounts in agent (a) and/or agent (b), depending on the desired color intensity. Particularly good results could be obtained if the agent (a) and/or the agent (b)—in each case based on its total weight—furthermore one or more direct dyes as the coloring compound 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 very particularly preferably from 0.5 to 4.5% by weight.
  • the method is characterized in that the agent (a) and/or the agent--based on the total weight of the agent (a) and/or the agent (b)--furthermore one or more substantive dyes as the coloring compound 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 very particularly preferably from 0.5 to 4.5% % by weight.
  • agent (a) also contains at least one color-providing compound (a2) from the group of pigments and/or direct dyes.
  • the color-providing compound (a2) comprises at least one organic pigment and/or at least one pigment based on a metallic substrate flake.
  • agent (b) also contains at least one color-providing compound (b2) from the group of pigments and/or direct dyes. Further preferred embodiments of the method with regard to the coloring compounds are disclosed below: 1.
  • Method for coloring keratinic material, in particular human hair comprising the following steps: application of an agent (v) to the keratinic material, the agent (v) contains: (v1) at least one quaternary ammonium compound, - application of an agent (a) to the keratinic material, the agent (a) containing: (a1) at least one organic silicon compound from the group of silanes having one, two or three silicon atoms, (a2) at least one coloring compound comprising at least one inorganic pigment selected from the group consisting of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides, metal sulfates, bronze pigments and mixtures thereof, - Application of an agent (b) to the keratinic material, the agent (b) containing: (b1) at least one sealing agent.
  • Process for coloring keratinic material, in particular human hair comprising the following steps: - application of an agent (v) to the keratinic material, the agent (v) containing: (v1) at least one quaternary ammonium compound, - application of an agent (a) on the keratinic material, the agent (a) containing: (a1) at least one organic silicon compound from the group of silanes having one, two or three silicon atoms and (a2) at least one coloring compound comprising at least one inorganic pigment, 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 mixtures thereof and at least one pigment selected from the group consisting of pigments based on a lamellar, metallic substrate flake, pigments based on a lenticular, metallic substrate platelets, based pigments s a metallic substrate platelet which includes a “vacuum metallized pigment
  • Process for coloring keratinic material, in particular human hair comprising the following steps: - application of an agent (v) to the keratinic material, the agent (v) containing: (v1) at least one quaternary ammonium compound, - application of an agent (a) on the keratinic material, the agent (a) containing: (a1) at least one organic silicon compound from the group of silanes having one, two or three silicon atoms and (a2) at least one coloring compound comprising at least one inorganic pigment, 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 mixtures thereof and at least one pigment comprising ⁇ ) a substrate flake comprising mica, and ⁇ ) a coating comprising at least one first metal oxide (hydrate) layer comprising TiO 2 , SnO 2 and/or iron oxide(s), - application of an agent (b) to the ker
  • Method for coloring keratinic material, in particular human hair comprising the following steps: - Application of an agent (v) to the keratin material, the agent (v) containing: (v1) at least one quaternary ammonium compound, - Application of an agent (a) to the keratin material, the agent (a) containing: (a1 ) at least one organic silicon compound from the group of silanes having one, two or three silicon atoms and (a2) at least one coloring compound comprising at least one inorganic pigment 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 mixtures thereof, - application of an agent (b) to the keratinic material, the agent (b) containing: (b1) at least one sealing agent comprising a film-forming polymer, and (b2) at least one coloring compound , comprising at least one pigment selected from the group consisting of pigment
  • Process for coloring keratinic material, in particular human hair comprising the following steps: - application of an agent (v) to the keratinic material, the agent (v) containing: (v1) at least one quaternary ammonium compound, - application of an agent (a) on the keratinic material, the agent (a) containing: (a1) at least one organic silicon compound from the group of silanes having one, two or three silicon atoms and (a2) at least one coloring compound comprising at least one inorganic pigment, 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 mixtures thereof, - application of an agent (b) to the keratin material, the agent (b) containing: (b1 ) at least one sealing agent comprising a film-forming polymer, and (b2) at least one coloring compound d a pigment comprising ⁇ ) a substrate flake
  • Process for coloring keratinic material, in particular human hair comprising the following steps: - application of an agent (v) to the keratinic material, wherein the agent (v) contains: (v1) at least one quaternary ammonium compound, - application of an agent (a) on the keratinic material, the agent (a) containing: (a1) at least one organic silicon compound from the group of silanes having one, two or three silicon atoms and (a2) at least one coloring compound comprising at least one inorganic pigment which is selected from the group of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulphides, complex metal cyanides, metal sulphates, bronze pigments and mixtures thereof, - application of an agent (b) to the keratin material, the agent (b) containing: (b1) at least one sealing agent comprising a film-forming polymer, and (b2) at least one coloring compound comprising a pigment comprising ⁇ ) a substrate platelet comprising boron
  • Process for coloring keratinic material, in particular human hair comprising the following steps: - application of an agent (v) to the keratinic material, wherein the agent (v) contains: (v1) at least one quaternary ammonium compound, - application of an agent (a) on the keratinic material, the agent (a) containing: (a1) at least one organic silicon compound from the group of silanes having one, two or three silicon atoms and (a2) at least one coloring compound comprising at least one organic pigment, selected from the group consisting of carmine, quinacridone, phthalocyanine, sorghum, blue pigments with Color Index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with Color Index numbers CI 11680 , CI 11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, CI 47000, CI 47005
  • Process for coloring keratinic material, in particular human hair comprising the following steps: - application of an agent (v) to the keratinic material, wherein the agent (v) contains: (v1) at least one quaternary ammonium compound, - application of an agent (a) on the keratinic material, the agent (a) containing: (a1) at least one organic silicon compound from the group of silanes having one, two or three silicon atoms and (a2) at least one color-providing compound comprising at least one organic pigment selected from the group consisting of carmine, quinacridone, phthalocyanine, sorghum, blue pigments with the Color Index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with the Color Index numbers CI 11680, CI 11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, CI 47000,
  • Process for coloring keratinic material, in particular human hair comprising the following steps: - application of an agent (v) to the keratinic material, wherein the agent (v) contains: (v1) at least one quaternary ammonium compound, - application of an agent (a) on the keratinic material, the agent (a) containing: (a1) at least one organic silicon compound from the group of silanes having one, two or three silicon atoms and (a2) at least one coloring compound comprising at least one organic pigment, selected from the group consisting of carmine, quinacridone, phthalocyanine, sorghum, blue pigments with Color Index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with Color Index numbers CI 11680 , CI 11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, CI 47000, CI 47005
  • Substrate flakes comprising mica, and ⁇ ) a coating comprising at least a first metal oxide (hydrate) layer comprising TiO 2 , SnO 2 and/or iron oxide(s), - application of an agent (b) to the keratin material, the agent (b) containing: (b1) at least one sealing agent.
  • Process for coloring keratinic material, in particular human hair comprising the following steps: - application of an agent (v) to the keratinic material, wherein the agent (v) contains: (v1) at least one quaternary ammonium compound, - application of an agent (a) on the keratinic material, the agent (a) containing: (a1) at least one organic silicon compound from the group of silanes having one, two or three silicon atoms and (a2) at least one coloring compound comprising at least one organic pigment, selected from the group consisting of carmine, quinacridone, phthalocyanine, sorghum, blue pigments with Color Index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with Color Index numbers CI 11680 , CI 11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, CI 47000, CI 47005,
  • Method for coloring keratinic material, in particular human hair comprising the following steps: - application of an agent (v) to the keratinic material, wherein the agent (v) contains: (v1) at least one quaternary ammonium compound, - application of an agent (a) on the keratinic material, the agent (a) containing: (a1) at least one organic silicon compound from the group of silanes having one, two or three silicon atoms and (a2) at least one coloring compound comprising at least one organic pigment, selected from the group consisting of carmine, quinacridone, phthalocyanine, sorghum, blue pigments with Color Index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with Color Index numbers CI 11680 , CI 11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, CI 47000, CI 47005
  • Process for coloring keratinic material, in particular human hair comprising the following steps: - application of an agent (v) to the keratinic material, wherein the agent (v) contains: (v1) at least one quaternary ammonium compound, - application of an agent (a) on the keratinic material, the agent (a) containing: (a1) at least one organic silicon compound from the group of silanes having one, two or three silicon atoms and (a2) at least one coloring compound comprising at least one organic pigment, selected from the group consisting of carmine, quinacridone, phthalocyanine, sorghum, blue pigments with Color Index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with Color Index numbers CI 11680 , CI 11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, CI 47000, CI 47005
  • Agents (a) and/or (b) can additionally contain one or more surfactants.
  • surfactants is understood as meaning surface-active substances. A distinction is made between anionic surfactants consisting of a hydrophobic residue and a negatively charged hydrophilic head group, amphoteric surfactants, which carry both a negative and a compensating positive charge, cationic surfactants, which have a hydrophobic residue and a positively charged hydrophilic group, 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 that contain at least one quaternary ammonium group and at least one -COO (-) - or so 3 (-) - carry group.
  • Particularly suitable zwitterionic surfactants are the so-called betaines such as the N-alkyl-N,N-dimethylammonium glycinates, for example coconut alkyl dimethylammonium glycinate, N-acylaminopropyl-N,N-dimethylammonium glycinates, for example cocoacylaminopropyldimethylammonium glycinate, and 2-alkyl -3-carboxymethyl-3-hydroxyethylimidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group, and cocoacylaminoethylhydroxyethylcarboxymethylglycinate.
  • betaines such as the N-alkyl-N,N-dimethylammonium glycinates, for example coconut alkyl dimethylammonium glycinate, N-acylaminopropyl-N,N-dimethylammonium glycinates, for example cocoacyla
  • a preferred zwitterionic surfactant is the fatty acid amide derivative known by the INCI name Cocamidopropyl Betaine.
  • Ampholytic surfactants are surface-active compounds which, in addition to a C 8th - C 24 -alkyl or -acyl group in the molecule at least one free amino group and at least one -COOH- or -SO 3 H group included and are capable of forming inner salts.
  • ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids, each with about 8 to 24 C -atoms in the alkyl group.
  • amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amido betaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines.
  • Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and C 12 - C 18 -Acylsarcosine.
  • Agents (a) and/or (b) can also additionally contain at least one nonionic surfactant.
  • Suitable nonionic surfactants are alkyl polyglycosides and alkylene oxide adducts with fatty alcohols and fatty acids with 2 to 30 moles of ethylene oxide per mole of fatty alcohol or fatty acid. Preparations with good properties are also obtained if they contain, as nonionic surfactants, fatty acid esters of ethoxylated glycerol which have been reacted with at least 2 moles of ethylene oxide. Furthermore, the agents can also contain at least one cationic surfactant. Cationic surfactants are understood as meaning surfactants, ie surface-active compounds, each with one or more positive charges. Cationic surfactants only contain positive charges.
  • surfactants are usually made up of a hydrophobic part and a hydrophilic head group, with the hydrophobic part usually consisting of a hydrocarbon skeleton (e.g. consisting of one or two linear or branched alkyl chains), and the positive charge(s) located in the hydrophilic head group.
  • hydrocarbon skeleton e.g. consisting of one or two linear or branched alkyl chains
  • positive charge(s) located in the hydrophilic head group examples of cationic surfactants are - quaternary ammonium compounds which can carry one or two alkyl chains with a chain length of 8 to 28 carbon atoms as hydrophobic radicals, - quaternary phosphonium salts substituted with one or more alkyl chains with a chain length of 8 to 28 carbon atoms or - tertiary sulfonium salts.
  • the cationic charge can also be part of a heterocyclic ring (e.g. an imidazolium ring or a pyridinium ring) in the form of an onium structure.
  • the cationic surfactant can also contain other uncharged functional groups, as is the case with esterquats, for example.
  • the cationic surfactants are used in a total amount of 0.1 to 45% by weight, preferably 1 to 30% by weight and very particularly preferably 1 to 15% by weight, based on the total weight of the agent in question.
  • agents (a) and/or (b) can also contain at least one anionic surfactant.
  • Anionic surfactants are surface-active compounds 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 agent in question.
  • Agent (a) and/or agent (b) may also contain a matting agent.
  • Suitable matting agents include, for example, (modified) starches, waxes, talc and/or (modified) silicic acids.
  • the amount of matting agent is preferably between 0.1 and 10% by weight, based on the total amount of agent (a) or agent (b).
  • Agent (a) preferably contains a matting agent.
  • Agent (a) and/or agent (b) may also contain a thickener. When using the agents (a) and/or (b), they must not be too thin and drip down from the keratin material. For this reason, it may be preferred that agent (a) and/or (b) further contains a thickener.
  • agent (a) and/or agent (b) also contains a thickener.
  • the agents can also contain other active ingredients, auxiliaries and additives, such as solvents, fat components such as C 8th -C 30 -fatty acid triglycerides, the C 8th -C 30 - Fatty acid monoglycerides, the C 8th -C 30 -fatty acid diglycerides and/or hydrocarbons; structurants such as glucose, maleic acid and lactic acid, hair conditioning compounds such as phospholipids, e.g.
  • lecithin and cephalins perfume oils, dimethylisosorbide and cyclodextrins; fiber structure-improving active ingredients, in particular mono-, di- and oligosaccharides such as glucose, galactose, fructose, fructose and lactose; dyes for coloring the agent; anti-dandruff agents such as Piroctone Olamine, Zinc Omadine and Climbazole; amino acids and oligopeptides; Protein hydrolyzates based on animals and/or plants, and in the form of their fatty acid condensation products or optionally anionically or cationically modified derivatives; vegetable oils; sunscreens and UV blockers; Active ingredients such as panthenol, pantothenic acid, pantolactone, allantoin, pyrrolidinone carboxylic acids and their salts, and bisabolol; Polyphenols, in particular hydroxycinnamic acids, 6,7-dihydroxycoumarins, hydroxybenzoic acids, catechins, tannin
  • the person skilled in the art will select these further substances in accordance with the desired properties of the agents. With regard to other optional components and the amounts of these components used, express reference is made to the relevant handbooks known to those skilled in the art.
  • the additional active ingredients and auxiliaries are preferably used in the preparations according to the invention in amounts of 0.0001 to 25% by weight, in particular 0.0005 to 15% by weight, based on the total weight of the respective composition.
  • Process for coloring keratinic materials In the process according to the invention, the agents (v), (a) and (b) are applied to the keratinic materials, in particular to human hair.
  • the means (v), (a) and (b) are the ready-to-use means.
  • the means (v), (a) and (b) are different from each other.
  • Agents (a) and (b) can in principle be used simultaneously or successively, successive use being preferred.
  • Means (v) is applied before means (a) and (b). The best results were obtained when agent (v) was applied to the keratin materials in a first step, agent (a) was applied to the keratin materials in a second step and agent (b) in a third step was applied.
  • a method for treating keratinic material, in particular for coloring keratinic material, in particular human hair, is therefore particularly preferred, comprising the following steps in the order given: 1. in a first step, application of an agent (v) to the keratinic material, wherein the agent (v) contains: (a1) at least one quaternary ammonium compound, 2.
  • agent (a) in a second step application of an agent (a) to the keratinic material, wherein the agent (a) contains: (a1) at least one organic silicon compound from the Group of silanes with one, two or three silicon atoms and 3. in a third step application of an agent (b) to the keratin material, the agent (b) containing: (b1) at least one sealing agent, wherein at least one of the agents (a ) and (b) also contains at least one color-providing compound from the group of pigments and/or direct dyes.
  • the agents (v), (a) and (b) are also particularly preferably used within one and the same coloring process, which means that between the use of the agents (v ) and (b) a period of no more than a few hours.
  • the method is characterized in that agent (v) is used first, then agent (a) and then agent (b), with the period of time between the application of agents (v) and (b ) is at most 24 hours, preferably at most 12 hours and particularly preferably at most 6 hours.
  • a characteristic feature of agent (a) is its content of at least one reactive organic silicon compound (a1).
  • the reactive organic silicon compound or compounds (a1) enter into an oligomerization or polymerization reaction and in this way functionalize the hair surface as soon as it comes into contact with it.
  • a second agent (b) is now applied to the hair.
  • the agent (b) comprising at least one film-forming polymer as sealing agent (b1)
  • this enters into an interaction with the silane film and in this way is bound to the keratinic materials.
  • the means (b) comprising at least one Alkalizing agent or acidifying agent as sealing agent (b1)
  • the formation of the silane film is positively influenced.
  • the desired coloration of the keratinic material takes place with the aid of the color-providing compound in agent (a) and/or in agent (b).
  • the coloring can be done with a colored silane film (the coloring compound is only in agent (a)), with a colored polymer film (the coloring compound is only in agent (b) and this contains a film-forming polymer as a sealing agent (b1)) or by a colored silane film and by a colored polymer film (agents (a) and (b) each contain at least one coloring compound and agent (b) contains a film-forming polymer as sealing agent (b1)).
  • a method is very particularly preferred comprising the following steps in the specified order (1) application of agent (v) to the keratin material, (2) allowing agent (v) to act for a period of 10 seconds to 10 minutes, preferably from 10 seconds to 5 minutes, (3) rinsing out the keratinic material with water or rinsing out the keratinic material with water and a shampoo, (4) applying the agent (a) to the keratinic material, (5) acting on it leaving the agent (a) for a period of 10 seconds to 10 minutes, preferably 10 seconds to 5 minutes, (6) optionally rinsing out the keratinic material with water, (7) applying the agent (b) to the keratinic material, ( 8) allowing the agent (b) to act for a period of 30 seconds to 30 minutes, preferably 30 seconds to 10 minutes, (9) rinsing out the keratinic material with water.
  • rinsing out the keratinic material with water in steps (6) and (9) of the method means that only water is used for the rinsing process, without the use of other agents other than agents (a) and (b). would apply.
  • the agent (v) is first applied to the keratin materials, in particular human hair. After application, the agent (v) is left to act on the keratin materials. In this context, contact times of 10 seconds to 30 minutes, preferably 1 minute to 25 minutes and very particularly preferably 5 to 20 minutes on the hair have proven particularly advantageous.
  • agent (v) is now rinsed out of the keratinic materials before agent (a) is applied to the hair in the subsequent step.
  • the agent (a) is applied to the keratin materials, in particular human hair. After application, the agent (a) is allowed to act on the keratinic materials. In this context, exposure times of 10 seconds to 10 minutes, preferably 20 seconds to 5 minutes and very particularly preferably 30 seconds to 2 minutes on the hair have proven particularly advantageous.
  • agent (a) can now be rinsed from the keratinic materials before agent (b) is applied to the hair in the subsequent step. Dyeings which were also good fastness to washing were obtained when agent (b) was applied to the keratinic materials to which agent (a) had still been applied.
  • agent (b) is now applied to the keratinic materials.
  • agent (b) After application, the agent (b) is now allowed to act on the hair. Even if the agent (b) is allowed to act for a short time, the process permits the production of colorations with particularly good intensity and fastness to washing. Exposure times of 10 seconds to 10 minutes, preferably 20 seconds to 5 minutes and very particularly preferably 30 seconds to 3 minutes on the hair have proven particularly advantageous.
  • agent (b) (and any agent (a) still present) is then rinsed out of the keratinic material with water.
  • the sequence of steps (1) to (9) preferably takes place within 24 hours.
  • agent (a) contains a class of highly reactive compounds which, when used, can undergo hydrolysis or oligomerization and/or polymerization.
  • a method comprising the following steps in the order given (1) application of an agent (v) to the keratin material, the agent (v) containing: (a1) at least one quaternary ammonium compound, (2 ) Production of an agent (a) by mixing a first agent (a ') and a second agent (a ''), wherein the first agent (a ') at least one organic silicon compound (a1) from the group of silanes with one, two or contains three silicon atoms, and the second agent (a'') contains water and optionally at least one coloring compound from the group of pigments and/or substantive dyes (a2), (3) Application of agent (a) to the keratin material, (4) allowing the agent (a) to act for a period of 10 seconds to 10 minutes, preferably 10 seconds to 5 minutes, (5) optionally rinsing out the keratin material with water, (6) applying the agent (b) on d em keratinic material, (7)
  • the agent (a') itself is preferably formulated with little or no water.
  • a method is characterized in that the agent (a') - based on the total weight of the agent (a') - has a water content of 0.001 to 10% by weight, preferably from 0.5 to 9% by weight. %, more preferably from 1 to 8% by weight and most preferably from 1.5 to 7% by weight.
  • Agent (a'') can also contain a thickener.
  • a method is characterized in that the agent (a''') - based on the total weight of the agent (a'') - has a water content of 15 to 99.9% by weight, preferably from 35 to 99% by weight wt%, more preferably from 55 to 99 wt%, even more preferably from 65 to 99 wt% and most preferably from 75 to 99 wt%.
  • the ready-to-use agent (a) is prepared by mixing agents (a') and (a''). For example, the user can first stir or shake the agent (a'), which contains the organic silicon compound(s) (a1), with the water-containing agent (a'').
  • the user can now apply this mixture of (a') and (a'') to the keratin materials - either directly after their production or after a short reaction time of 10 seconds to 20 minutes. Following this, the user can apply the means (b) as described above. It may also be preferred if an agent (a''') is also used in the process, which comprises at least one color-providing compound from the group of pigments and/or direct dyes (a2).
  • a method which comprises the following steps in the stated order (1) application of an agent (v) to the keratinic material, the agent (v) containing: (a1) at least one quaternary ammonium compound, ( 2) allowing the agent (a) to take effect for a period of 10 seconds to 10 minutes, preferably 10 seconds to 5 minutes, (3) rinsing out the keratinic material with water, (4) preparing an agent (a) by mixing a first one Means (a'), a second agent (a'') and a third agent (a'''), where - the first agent (a') at least one organic silicon compound (a1) from the group of silanes with one, two or contains three silicon atoms, ⁇ the second agent (a'') contains water, and ⁇ the third agent (a''') contains at least one coloring compound from the group of pigments and/or direct dyes (a2) (5) Application of Means (a) on the keratin material, (6)
  • the ready-to-use agent (a) is prepared by mixing agents (a'), (a'') and (a''').
  • agents (a'), (a'') and (a''') for example, the user can use the agent (a'), which contains the organic silicon compound(s) (a1), first with the water-containing agent (a'') and then with the at least one Mix or shake the coloring compound containing agent (a'''').
  • the user can now apply this mixture of (a'), (a'') and (a''') to the keratin materials - either directly after their production or after a short reaction time of 10 seconds to 20 minutes. Following this, the user can apply the means (b) as described above.
  • the user can first combine the agent (a'''), which contains the at least one color-providing compound, with the agent (a'') containing water and then with the agent (a') which contains the organic silicon compound(s) (a1) contains, stir or shake.
  • the user can now apply this mixture of (a'), (a'') and (a''') to the keratin materials - either directly after their production or after a short reaction time of 10 seconds to 20 minutes.
  • the user can apply the means (b) as described above.
  • the ready-to-use agent (b) can also only be prepared shortly before the agent (b) is used, especially if it contains at least one coloring compound.
  • the ready-to-use agent (b) is prepared, for example, by mixing agents (b') and (b'').
  • the user can stir or shake the agent (b'), which contains the sealing reagent (b1), and the agent (b''), which contains the at least one coloring compound (b2).
  • the user can now apply this mixture of (b') and (b'') to the keratin materials - either directly after their production or after a short reaction time of 10 seconds to 20 minutes.
  • the at least one color-providing compound (a2) and/or (b2) from the group of pigments and direct dyes is preferably used in the form of a pigment suspension, comprising the at least one color-providing compound (a2) and/or (b2) and a liquid carrier medium, deployed.
  • the carrier medium is preferably non-aqueous.
  • the carrier medium can include a silicone oil, for example. Accordingly, the agents (a) and (b) can also include the liquid carrier medium in addition to the two mandatory ingredients (a1) and (b1) and the at least one coloring compound (a2) and/or (b2).
  • a second object of the present invention is therefore a multi-component packaging unit (kit-of-parts) for coloring keratin material, which is made up separately from one another - a first container with an agent (v), the agent (v) containing: (v1) at least one quaternary ammonium compound, - a second container with an agent (a'), the agent (a') containing: (a1 ) at least one organic silicon compound from the group of silanes with one, two or three silicon atoms, and - a third container with an agent (a''), the agent (a'') containing: water, and - a fourth container with a means (b), said means (b) containing: (b1) at least one sealing agent, wherein components (a1) and (b1) have been disclosed in detail above and at
  • a third subject matter of the present invention is a multi-component packaging unit (kit-of-parts) for coloring keratinic material, comprising made up separately from one another - a first container with an agent (v), the agent (v) containing: (v1) at least one quaternary ammonium compound, - a second container with an agent (a'), the agent (a') containing: (a1) at least one organic silicon compound from the group of silanes having one, two or three silicon atoms, and - a third Container with an agent (a''), the agent (a'') containing: water, and - a fourth container with an agent (a'''), the agent (a''') containing: (a2 ) at least one coloring compound from the group of pigments and/or substantive dyes - a fifth container with an agent (b), where the agent (b) contains: - (b1) at least one sealing reagent, where the components (a1), (a2) and (b1) disclosed in detail above became kind
  • a multi-component packaging unit for dyeing keratinic material, comprising manufactured separately from one another - a first container with an agent (v), the agent (v) containing: (v1) at least one quaternary ammonium compound, - a second container with an agent (a'), the agent (a') containing: at least one organic silicon compound (a1) from the group of silanes having one, two or three silicon atoms, and - a third Container with a means (a''), where the means (a'') contains: Water and (a2) at least one coloring compound from the group of pigments and/or substantive dyes, and - a fourth container with an agent (b), wherein the agent (b) contains: (b1) at least one sealing reagent, wherein the Constituents (a1), (a2) and (b1) have been disclosed in detail above.
  • a multi-component packaging unit for dyeing keratinic material, comprising manufactured separately from one another - a first container with an agent (v), the agent (v) containing: (v1) at least one quaternary ammonium compound, - a second container with an agent (a'), the agent (a') containing: at least one organic silicon compound (a1) from the group of silanes having one, two or three silicon atoms, and - a third A container with a means (a''), said means (a'') containing: water, and - a fourth container with a means (b), said means (b) containing: (b1) at least one sealing reagent comprising a film-forming polymer, and further (b2) a color-providing compound from the group of pigments and/or substantive dyes, where components (a1), (b1) and (b2) have been disclosed in detail above.
  • a multi-component packaging unit for dyeing keratinic material, comprising manufactured separately from one another - a first container with an agent (v), the agent (v) containing: (v1 ) at least one quaternary ammonium compound, - a second container with an agent (a'), wherein the agent (a') contains: at least one organic silicon compound (a1) from the group of silanes having one, two or three silicon atoms, and - one third container with an agent (a''), the agent (a'') containing: water - a fourth container with an agent (a'''), the agent (a''') containing: (a2) at least one color-providing compound from the group of pigments and/or substantive dyes, - a fifth container with an agent (b'), wherein agent (b') contains: (b1) at least one sealing agent, comprising a film-forming polymer, and - a sixth con
  • a multi-component packaging unit for dyeing keratinic material, comprising manufactured separately from one another - a first container with an agent (v), the agent (v) containing: (v1 ) at least one quaternary ammonium compound, - a second container with an agent (a'), wherein the agent (a') contains: at least one organic silicon compound (a1) from the group of silanes having one, two or three silicon atoms, and - one third container with an agent (a''), the agent (a'') containing: water - a fourth container with an agent (b'), the agent (b') containing: (b1) at least one sealing reagent, comprising a film-forming polymer, and - a fifth container with an agent (b''), wherein the agent (b'') contains: (b2) at least one color-providing compound from the group of pigments and/or direct dyes, wherein the components (b2) at least one color-providing compound from the group of pigments and/
  • Agent (v) The pH of the three agents (vI) to (vIII) is adjusted to a value of 5.3 using hydrochloric acid. mean (a') mean (a'') mean (a''') The ready-to-use agent (a) was prepared by mixing 5 g of agent (a'), 5 g of agent (a''') and 15 g of water (agent (a''). The pH of agent (a ) was adjusted to a value of 10.5 by adding ammonia or lactic acid. The agent (v) was massaged into a strand of hair (Kerling, European natural hair white) and left to act for 10 minutes.
  • agent (v) was rinsed out with water and a shampoo.
  • the agent (a) was then massaged into the strand of hair and left to act for 1 minute.
  • agent (a) was rinsed out with water.
  • agent (b) was applied to the strand of hair, left to act for 1 minute and then rinsed out with water as well.

Landscapes

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

Abstract

La présente invention concerne un procédé de teinture de matériau kératinique, en particulier de cheveu humain, comprenant les étapes suivantes : l'application d'un agent (v) au matériau kératinique, ledit agent (a) contenant : (V1) au moins un composé d'ammonium quaternaire ; l'application d'un agent (a) sur la matière kératinique, ledit agent (a) contenant : (a1) au moins un composé d'organosilicium à partir du groupe comprenant des silanes avec un, deux ou trois atomes de silicium ; et l'application d'un agent (b) au matériau kératinique, ledit agent (b) contenant : (b1) au moins un réactif d'étanchéité, au moins un des agents (a) et (b) contenant également au moins un composé de teinture du groupe des pigments et/ou un agent de teinture direct.
EP21769969.3A 2020-10-09 2021-08-31 Procédé de teinture de matériau kératinique comprenant l'utilisation d'un composé d'organosilicium, un composé de teinture, un réactif d'étanchéité et un agent de prétraitement Pending EP4225449A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102020212814.6A DE102020212814A1 (de) 2020-10-09 2020-10-09 Verfahren zum Färben von keratinischem Material, umfassend die Anwendung von einer siliciumorganischen Verbindung, einer farbgebenden Verbindung, eines Versiegelungsreagenz und eines Vorbehandlungsmittels
PCT/EP2021/073939 WO2022073696A1 (fr) 2020-10-09 2021-08-31 Procédé de teinture de matériau kératinique comprenant l'utilisation d'un composé d'organosilicium, un composé de teinture, un réactif d'étanchéité et un agent de prétraitement

Publications (1)

Publication Number Publication Date
EP4225449A1 true EP4225449A1 (fr) 2023-08-16

Family

ID=77750280

Family Applications (1)

Application Number Title Priority Date Filing Date
EP21769969.3A Pending EP4225449A1 (fr) 2020-10-09 2021-08-31 Procédé de teinture de matériau kératinique comprenant l'utilisation d'un composé d'organosilicium, un composé de teinture, un réactif d'étanchéité et un agent de prétraitement

Country Status (6)

Country Link
US (1) US20230372216A1 (fr)
EP (1) EP4225449A1 (fr)
JP (1) JP2023544862A (fr)
CN (1) CN116322623A (fr)
DE (1) DE102020212814A1 (fr)
WO (1) WO2022073696A1 (fr)

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
DE102018213814A1 (de) * 2018-08-16 2020-02-20 Henkel Ag & Co. Kgaa Verfahren zum Färben von keratinischem Material, umfassend die Anwendung von einer silicium-organischen Verbindung, einem Tensid und einem Pigment

Also Published As

Publication number Publication date
WO2022073696A1 (fr) 2022-04-14
US20230372216A1 (en) 2023-11-23
CN116322623A (zh) 2023-06-23
DE102020212814A1 (de) 2022-04-14
JP2023544862A (ja) 2023-10-25

Similar Documents

Publication Publication Date Title
EP4301325A1 (fr) Procédé de teinture de matière kératinique comprenant l'utilisation d'un composé d'organosilicium, d'un composé de teinture, d'un réactif d'étanchéité et d'un agent de prétraitement
EP4301327A1 (fr) Procédé de coloration de matière kératinique comprenant l'utilisation d'un composé organosilicié, d'un polymère à fonction hydroxyamino, d'un composé de coloration et d'un réactif d'étanchéité
EP4181869A1 (fr) Procédé de teinture de matière kératinique, comprenant l'utilisation d'un composé organosilicié, d'un ester d'acide phosphorique et d'un composé colorant
WO2021180369A1 (fr) Procédé de coloration de matière kératinique, comprenant l'utilisation d'un composé d'organosilicium, d'un acide alginique, d'un composé colorant et d'un agent de post-traitement
EP4117614B1 (fr) Procédé de coloration de matière kératinique, comprenant l'utilisation d'un composé d'organosilicium, d'un ester de glycérol, d'un composé colorant et d'un agent de post-traitement
EP4225449A1 (fr) Procédé de teinture de matériau kératinique comprenant l'utilisation d'un composé d'organosilicium, un composé de teinture, un réactif d'étanchéité et un agent de prétraitement
WO2022167186A1 (fr) Procédé de coloration de matière kératinique comprenant l'utilisation d'un composé organosilicié, de carboxyméthylcellulose (sel), d'un composé colorant et d'un agent de post-traitement
WO2023041322A1 (fr) Procédé de teinture de matière kératinique, comprenant l'utilisation d'un composé organosilicié, d'une hydroxyacétophénone, d'un composé de teinture et d'un agent de post-traitement
EP4301317A1 (fr) Procédé de coloration de matière kératinique comprenant l'utilisation d'un composé d'organosilicium, un composé de coloration, un réactif d'étanchéité et un agent de prétraitement contenant une enzyme
EP4366678A1 (fr) Procédé de coloration de matière kératinique comprenant l'application d'un composé d'organosilicium, d'un composé de coloration, d'un réactif d'étanchéité et d'un agent de prétraitement alcalin
WO2023280470A1 (fr) Procédé de coloration de matière kératinique comprenant l'application d'un composé organosilicié, de polyéthylène glycols, d'un composé colorant et d'un agent de post-traitement
DE102021202045A1 (de) Verfahren zum Färben von keratinischem Material, umfassend die Anwendung von einer siliciumorganischen Verbindung, einer farbgebenden Verbindung und eines Polymer-haltigen Vorbehandlungsmittels
WO2022184337A1 (fr) Procédé de coloration de matière kératinique comprenant l'utilisation d'un composé organo-silicié, un composé colorant, un réactif d'étanchéité et un agent de pré-traitement
WO2021180378A1 (fr) Procédé de coloration de matière kératinique comprenant l'utilisation d'un composé organosilicié, d'acide hyaluronique (sel), d'un composé colorant et d'un agent de post-traitement
WO2023041284A1 (fr) Procédé de coloration de matière kératinique, comprenant l'utilisation d'un composé d'organosilicium, d'un acide aminé, d'un composé colorant et d'un agent de post-traitement
WO2021259539A1 (fr) Procédé de teinture de matière kératinique au moyen d'un éther de polyéthylène glycol d'un ester d'acide gras de propylène glycol
WO2021121721A1 (fr) Procédé de teinture de matériau kératinique, comprenant l'utilisation d'un composé d'organosilicium, un composé de teinture et un agent de prétraitement
WO2021121715A1 (fr) Procédé de coloration de matériau kératinique, comprenant l'utilisation d'un composé d'organosilicium, d'un ester d'acide hydroxycarboxylique, d'un composé colorant et d'un agent de post-traitement
WO2021121716A1 (fr) Procédé de coloration de matériau kératinique, comprenant l'utilisation d'un composé d'organosilicium, de gomme laque, d'un composé colorant et d'un agent de post-traitement
DE102021202043A1 (de) Verfahren zum Färben von keratinischem Material, umfassend die Anwendung von einer siliciumorganischen Verbindung, einer farbgebenden Verbindung, einem Versiegelungsreagenz und einem Polymer-haltigen Nachbehandlungsmittel

Legal Events

Date Code Title Description
STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: UNKNOWN

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE INTERNATIONAL PUBLICATION HAS BEEN MADE

PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: REQUEST FOR EXAMINATION WAS MADE

17P Request for examination filed

Effective date: 20230207

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

DAV Request for validation of the european patent (deleted)
DAX Request for extension of the european patent (deleted)