EP3883523A1 - Procédé de traitement de cheveux comportant l'utilisation de pigments revêtus et de silanes - Google Patents

Procédé de traitement de cheveux comportant l'utilisation de pigments revêtus et de silanes

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Publication number
EP3883523A1
EP3883523A1 EP19759553.1A EP19759553A EP3883523A1 EP 3883523 A1 EP3883523 A1 EP 3883523A1 EP 19759553 A EP19759553 A EP 19759553A EP 3883523 A1 EP3883523 A1 EP 3883523A1
Authority
EP
European Patent Office
Prior art keywords
group
agent
copolymers
homopolymers
coating
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP19759553.1A
Other languages
German (de)
English (en)
Inventor
Marc NOWOTTNY
Juergen Schoepgens
Torsten LECHNER
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP3883523A1 publication Critical patent/EP3883523A1/fr
Withdrawn legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/11—Encapsulated compositions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0241—Containing particulates characterized by their shape and/or structure
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/25—Silicon; Compounds thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A61K8/418—Amines containing nitro groups
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58—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
    • A61K8/84—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
    • 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
    • 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
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/42—Colour properties
    • A61K2800/43—Pigments; Dyes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/60—Particulates further characterized by their structure or composition
    • A61K2800/61—Surface treated
    • A61K2800/62—Coated
    • A61K2800/621—Coated by inorganic compounds
    • 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
    • A61K2800/60—Particulates further characterized by their structure or composition
    • A61K2800/61—Surface treated
    • A61K2800/62—Coated
    • A61K2800/622—Coated by organic compounds
    • 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
    • A61K2800/60—Particulates further characterized by their structure or composition
    • A61K2800/61—Surface treated
    • A61K2800/62—Coated
    • A61K2800/623—Coating mediated by organosilicone compounds
    • 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
    • A61K2800/60—Particulates further characterized by their structure or composition
    • A61K2800/61—Surface treated
    • A61K2800/62—Coated
    • A61K2800/624—Coated by macromolecular compounds
    • 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

Definitions

  • the present application relates to a method for treating keratinous material, in particular human hair, which comprises steps (a) and (b).
  • Step (a) is characterized by the use of an agent on the keratinous material, the agent containing at least one coated pigment with a colored core and a silicon-containing coating.
  • a characteristic feature of step (b) is the use of an agent on the keratinous material, the agent containing at least one organic silicon compound from the group of the silanes with one, two or three silicon atoms.
  • the agents applied in steps (a) and (b) can be the same or different.
  • Another object of this application is an agent for dyeing keratinous material, especially human hair, which contains at least one coated pigment with a colored core and a silicon-containing coating and at least one silane with one, two or three silicon atoms.
  • a third subject of the present application is a multi-component packaging unit (kit-of-parts) comprising, in separately assembled containers, an agent (a) containing at least one coated pigment with a colored core and a silicon-containing coating, and an agent (b) , containing at least one organic silicon compound from the group of silanes with one, two or three silicon atoms.
  • kit-of-parts comprising, in separately assembled containers, an agent (a) containing at least one coated pigment with a colored core and a silicon-containing coating, and an agent (b) , containing at least one organic silicon compound from the group of silanes with one, two or three silicon atoms.
  • Oxidation dyes are usually used for permanent, intensive dyeings 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 dyes are characterized by very long-lasting dyeing results.
  • direct dyes fully-formed dyes diffuse from the colorant into the hair fiber.
  • the dyeings obtained with direct dyes have a shorter shelf life and quicker washability. Colorings with direct dyes usually remain on the hair for a period of between 5 and 20 washes.
  • color pigments are generally understood to mean insoluble, color-imparting substances. These are undissolved in the form of small particles in the dye formulation and are only deposited on the outside of the hair fibers and / or the skin surface. Therefore, they can usually be removed without leaving any residue by washing them with detergent-containing detergents.
  • Various products of this type are available on the market under the name of hair mascara.
  • EP 2168633 B1 is concerned with the task of producing long-lasting hair coloring using pigments.
  • the document teaches that when a combination of a pigment, an organic silicon compound, a film-forming polymer and a solvent is used, it is possible to produce colorations on hair which are particularly resistant to shampooing.
  • a first object of the present invention is a method for dyeing keratinous material, in particular human hair, comprising the following steps:
  • the treatment of the keratin material with the coated pigment and the organic silicon compound enables the formation of very stable films on the keratin materials.
  • the organic silicon compound silanes
  • the pigments used in the process have a silicon-containing layer or, in other words, a coating made of a silicon-containing material.
  • the silicon atoms in this coating represent the outermost layer or the outer shell of the coated pigment, so that the silicon-containing coating can interact with the silanes.
  • covalent bonds or other adhesive forces can form on contact between the coated pigment and the silane capable of oligomerization or polymerization, so that the pigments can be permanently integrated into the silane film.
  • extremely genuine dyeings with good resistance to shampooing were obtained on the keratinous material.
  • Keratinous material means hair, skin, nails (such as fingernails and / or toenails). Wool, furs and feathers also fall under the definition of keratinous material.
  • Keratinous material is preferably understood to mean human hair, human skin and human nails, in particular fingernails and toenails. Keratinous material is particularly preferably understood to mean human hair.
  • the term “coloring agent” is used in the context of this invention for a coloring of the keratin material, in particular the hair, caused by the use of pigments. With this coloring, the coated pigments are deposited as color-imparting compounds in a particularly homogeneous, uniform and smooth film on the surface of the keratin material. The film is formed in situ by oligomerization or polymerisation of the organic silicon compound (s), the coated pigments being incorporated in or aggregated on the film. coated pigment with a colored core and a silicon-containing coating
  • Step (a) of the process according to the invention is characterized by the use on the keratin material of an agent which contains at least one coated pigment with a colored core and a silicon-containing coating.
  • the coated pigments are color pigments.
  • Pigments are usually used in the form of a particulate material for coloring keratin material, it being possible for the individual particles of the pigment to have a certain particle size. On the one hand, this particle size leads to an even distribution of the pigments in bwz. on the silane film formed and, on the other hand, avoids a rough feeling of hair or skin after the application of the cosmetic agent. It is therefore advantageous according to the invention if the at least one pigment has an average particle size D50 of 1.0 to 50 pm, preferably 5.0 to 45 pm, preferably 10 to 40 pm, in particular 14 to 30 pm.
  • the average particle size D50 can be determined, for example, using dynamic light scattering (DLS).
  • a method for dyeing keratinous material, in particular human hair comprising the following steps:
  • a method for dyeing keratinous material, in particular human hair comprising the following steps:
  • the pigments - or the particles of the particulate material, which together form the pigment - have a colored core. This means that the inner part of the pigment or each particle is colored.
  • the core inside the pigment / particle can be made of organic or inorganic material.
  • a method according to the invention is characterized in that the coated pigment has a core made of an organic or an inorganic material
  • a method according to the invention is characterized in that the particles of the particulate material have a core made of an organic or inorganic material.
  • a method according to the invention is characterized in that the coated pigment has a core made of an organic material.
  • Pigments in the sense of the present invention are understood to mean coloring compounds which, at 25 ° C. in water, have a solubility of less than 0.5 g / L, preferably less than 0.1 g / L, even more preferably less than 0, Own 05 g / L.
  • Water solubility can be achieved, for example, using the method described below: 0.5 g of the pigment is weighed out in a beaker. A stir fish is added. Then a liter of distilled water is added. This mixture is heated with stirring on a magnetic stirrer at 25 ° C. for one hour. If undissolved constituents of the pigment are still visible in the mixture after this period, the solubility of the pigment is below 0.5 g / L.
  • the mixture is filtered. If a portion of undissolved pigments remains on the filter paper, the solubility of the pigment is below 0.5 g / L.
  • organic color pigment was used as the material in the core of the coated pigment.
  • commercially available organic color pigments can be used which, if necessary, are first ground to reduce their particle size and then subjected to a surface treatment. As part of this surface treatment, the silicon-containing coating is then applied to the core.
  • the coated pigment obtained after the surface treatment then has the particularly low solubility in water described above.
  • Particularly suitable organic pigments which form the core of the coated pigment include, for example, insoluble, organic dyes or colored lacquers which are selected from the group consisting of nitroso, nitro, azo, xanthene, anthraquinone, isoindolinone and isoindoline , Quinacridone, perinone, perylene, diketo-pyrrolopyorrol, indigo, thioindido, dioxazine, and / or triarylmethane compounds can be selected.
  • insoluble, organic dyes or colored lacquers which are selected from the group consisting of nitroso, nitro, azo, xanthene, anthraquinone, isoindolinone and isoindoline , Quinacridone, perinone, perylene, diketo-pyrrolopyorrol, indigo, thioindido, dioxazine, and / or triarylme
  • Particularly suitable organic pigments are, for example, carmine, quinacridone, phthalocyanine, sorghum, blue pigments with the color index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with the color index numbers CI 1 1680, CI 1 1710, CI 15985, CI 19140, CI 20040, CI 21 100, CI 21 108, CI 47000, CI 47005, green pigments with the color index numbers CI 61565, CI 61570, CI 74260, orange pigments with the colors Index numbers CI 1 1725, CI 15510, CI 45370, CI 71 105, red pigments with the color index numbers
  • a method according to the invention is characterized in that the coated pigment has a core made of an organic material which is 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 1 1680, CI 1 1710, CI 15985, CI 19140, CI 20040, CI 21 100, CI 21 108, CI 47000, CI 47005, green pigments with the color index numbers CI 61565, CI 61570, CI 74260, orange pigments with the color index numbers CI 1 1725, CI 15510, CI 45370, CI 71 105, red pigments with the color index numbers CI 12085, CI 12120,
  • a method according to the invention is characterized in that the particles of the particulate material have a core made of an organic material which is 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 1 1680, CI 1 1710, CI 15985, CI 19140, CI 20040, CI 21 100, CI 21 108, CI 47000, CI 47005, green Pigments with the color index numbers CI 61565, CI 61570, CI 74260, orange pigments with the color index numbers CI 1 1725, CI 15510, CI 45370, CI 71 105, red pigments with the color index numbers CI 12085, CI 12120, CI 12370, CI 12420, CI
  • an inorganic color pigment can be used in the core of the coated pigment.
  • commercially available inorganic color pigments are used which, if necessary, are first ground to reduce their particle size and then subjected to a surface treatment. As part of this surface treatment, the silicon-containing coating is then applied to the core.
  • the coated pigment obtained after the surface treatment then has the particularly low solubility in water described above.
  • Suitable color pigments are selected from synthetic or natural inorganic pigments.
  • Inorganic color pigments of natural origin can be made, for example, from chalk, ocher, umber, green earth, burnt terra di Siena or graphite.
  • black pigments such as B. iron oxide black, colored pigments such. B. ultramarine or iron oxide red and fluorescent or phosphorescent pigments can be used.
  • colored metal oxides, hydroxides and oxide hydrates, mixed phase pigments, sulfur-containing silicates, silicates, metal sulfides, complex metal cyanides, metal sulfates, chromates and / or molybdates are suitable.
  • Particularly preferred color pigments are black iron oxide (CI 77499), yellow iron oxide (CI 77492), red and brown iron oxide (CI 77491), manganese violet (CI 77742), ultramarine (sodium aluminum sulfosilicate, CI 77007, Pigment Blue 29), chromium oxide hydrate (CI77289 ), Iron blue (Ferric Ferrocyanide, CI77510) and / or Carmine (Cochineal).
  • Color pigments which are also suitable are colored pearlescent pigments. These are usually based on mica and / or mica and can be coated with one or more metal oxides. Mica is one of the layered silicates. The most important representatives of these silicates are muscovite, phlogopite, paragonite, biotite, lepidolite and margarite. To produce the pearlescent pigments in conjunction with metal oxides, the mica, predominantly muscovite or phlogopite, is coated with a metal oxide.
  • synthetic mica coated with one or more metal oxides can also be used as a pearlescent pigment.
  • Particularly preferred Pearlescent pigments are based on natural or synthetic mica (mica) and are coated with one or more of the aforementioned metal oxides. The color of the respective pigments can be varied by varying the layer thickness of the metal oxide (s).
  • a method according to the invention is characterized in that the coated pigment has a core made of an inorganic material which is selected from the group of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides, metal sulfates, bronze pigments and / or from colored pigments based on mica or mica, which are coated with at least one metal oxide and / or a metal oxychloride.
  • a method according to the invention is characterized in that the coated pigment has a core made of an inorganic material which is selected from pigments based on mica or mica which are mixed 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), ultramarine (sodium aluminum sulfosilicate, CI 77007, Pigment Blue 29), chromium oxide hydrate (CI 77289), chromium oxide (CI 77288) and / or iron blue (Ferric Ferrocyanide, CI 77510) are coated.
  • 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
  • color pigments are commercially available, for example, under the trade names Rona®, Colorona®, Xirona®, Dichrona® and Timiron® from Merck, Ariabel® and Unipure® from Sensient, Prestige® from Eckart Cosmetic Colors and Sunshine ® available from Sunstar.
  • Colorona® is, for example: Colorona Copper, Merck, MICA, CI 77491 (IRON OXIDES)
  • Xirona® Xirona Golden Sky, Merck, Silica, CI 77891 (Titanium Dioxide), Tin Oxide
  • the pigments described above are now - optionally after they have been ground - with a Treated surface treatment agents.
  • the surface treatment agent or agents are silicon-containing substances that form a coating, a covering or a coating around the colored core.
  • the coating or coating around the colored core itself is usually not colored, so that the keratin material is in principle colored in the shade of the pigment that forms the colored core.
  • the treatment with the silicon-containing surface treatment agent can either take place directly on the surface of the color pigment, or else the color pigment can first be coated with other substances, for example polymers, and then treated with the silicon-containing surface treatment agent.
  • the silicon-containing coating represents the outer or outermost layer, which enables interaction with the silanes when the coated pigment is used on the keratin material.
  • Substances from the group of tetraalkoxy silanes, alkyl trialkoxy silanes, dialkyl dialoxysilanes and trialkyl alkoxy silanes can be used, for example, as silicon-containing surface treatment agents.
  • a method according to the invention is characterized in that the coating of the coated pigment is obtained by surface treatment with a surface treatment agent, the surface treatment agent being selected from the group of the tetraalkoxy silanes, the alkyl trialkoxy silanes, the dialkyl dialkoxysilane and the trialkyl alkoxy silane.
  • the surface treatment agents from the above groups are reactive compounds and are silanes with at least one hydrolyzable group.
  • the abovementioned compounds can be dissolved or dispersed, for example, in water and / or an alcohol, for example ethanol or isopropanol, and then brought into contact with the pigment.
  • tetraalkoxysilanes can alternatively also be referred to as tetraalkyl orthosilicates. These are the tetra-alkyl esters of orthosilicic acid. Particularly suitable tetraalkoxysilanes are compounds of the formula (Ol) where the radicals Ra, Rb, Rc and Rd independently represent a linear or branched, saturated or unsaturated Ci-Ci 2 alkyl group.
  • a linear, saturated Ci-Ci 2 -alkyl group examples include the methyl group, the ethyl group, the n-propyl group, the n-butyl group, the n-pentyl group, the n-hexyl group, the n-octyl group, the n-decyl group and the n-dodecyl group may be mentioned.
  • the methyl group and the ethyl group are very particularly preferred.
  • the alkyl groups can also be branched.
  • the isopropyl group, the 1-methyl) propyl group and the 1- (ethyl) propyl group can be known as examples of a branched, saturated Ci-Ci 2 alkyl group.
  • a method according to the invention is characterized in that the surface treatment agent is selected from the group of tetraalkoxysilanes of the form
  • Ra, Rb, Rc and Rd independently of one another represent a linear or branched, saturated or unsaturated Ci-Ci 2 alkyl group, preferably an ethyl group or a methyl group.
  • a very particularly preferred surface treatment agent from the group of tetraalkoxysilanes is tetraethoxysilane, which can alternatively also be used as tetraethyl orthosilicate or as Silicic acid tetraethyl ester is called.
  • Tetra-ethoxy-silane has the empirical formula Si (OEt) 4 and has the CAS number 78-10-4.
  • Tetraethxoysilane is commercially available from the chemical suppliers Sigma-Aldrich, VWR or Merck.
  • tetramethoxysilane is tetramethoxysilane, which is alternatively also referred to as tetramethylorthosilicate or tetramethyl silicate.
  • Tetramethoxysilane has the empirical formula Si (OMe) 4 and has the CAS number 681-84-5. Tetramethoxysilane can also be purchased commercially from chemical suppliers such as Sigma-Aldrich, VWR or Merck.
  • Surface treatment agents from the group of alkyl trialkoxysilanes can be selected, for example, from the group of Ci-Ci2-alkyl-tri (Ci-Ci2-alkoxy) silanes.
  • Particularly suitable alkyl trialkoxysilanes can be selected, for example, from compounds of the formula (O-II)
  • Ra ′′, Rb ′′, Rc ′′ and Rd ′′ independently of one another represent a linear or branched, saturated or unsaturated Ci-Ci2-alkyl group, preferably an ethyl group or a methyl group.
  • the surface treatment agents from the group of the dialky-dialkoxy silanes can be selected, for example, from the di (Ci-Ci2-alkyl) -di (Ci-Ci2-alkoxy) silanes.
  • Dialkyldialkoxysilanes which are particularly suitable can be selected from compounds of the formula (III),
  • Ra ", Rb”, Rc “and Rd” independently represent a linear or branched, saturated or unsaturated Ci-Ci2-alkyl group, preferably an ethyl group or a methyl group.
  • a particularly suitable dialkyldialkoxysilane is, for example, dimethyldiethoxysilane, alternatively also referred to as diethoxydimethylsilane, with the empirical formula (Me) 2Si (OEt) 2 and the CAS number 78-62-6.
  • Dimethyldiethoxysilane can be purchased commercially from Sigma-Aldrich.
  • Trialkylalkoxysilanes which are particularly suitable can be selected from compounds of the formula (O-IV)
  • Ra " ⁇ Rb '", Rc "' and Rd independently represent a linear or branched, saturated or unsaturated Ci-Ci2-alkyl group, preferably an ethyl group or a methyl group.
  • a particularly suitable trialkyl alkoxysilane is, for example, methoxytrimethylsilane with the empirical formula (Me) 3Si (OMe) and the CAS number 1825-61-2, commercially available from Sigma-Aldrich.
  • the color pigment which is the colored core
  • the surface treatment agent can be treated in a coating reaction with the surface treatment agent, so that a simply coated pigment is obtained which comprises the colored core and a silicon-containing coating.
  • the silicon-containing coating is the only and also the outer coating.
  • the silicon atoms (and / or the structural units which comprise at least one silicon atom) located in the outer coating of the pigment can interact with the silanes applied to the keratin material in step (b). It is assumed that bonds, aggregates and / or agglomerates form due to these interactions. In this way, the color pigments can be fixed on the keratin material in a particularly stable and washable film.
  • the colored pigment comprises a colored core, at least one further coating on this core, and on this at least one further coating the silicon-containing coating, which in turn represents the outer coating. Since the multi-coated pigments also contain structural units with silicon atoms in their outer coating, they can again interact in an analogous manner when used in the process according to the invention with the silanes applied to the keratin material in step (b). Even when using multi-coated pigments, particularly stable and washable films can be generated on the keratin material.
  • the use of polymers as coating materials has proven to be very particularly suitable for the production of the multi-coated pigments.
  • the coating can be carried out with anionic polymers, cationic polymers and / or nonionic polymers.
  • a method comprising the
  • a coating which is obtained by surface treatment with a surface treatment agent the surface treatment agent being selected from the group consisting of the tetraalkoxy silanes, the alkyl trialkoxy silanes, the dialkyl dialoxysilanes and the trialkyl alkoxy silanes with the proviso that the pigment has at least one of the coatings (S1), (S2) and / or (S3).
  • the order of the coating can be selected differently - possible layer sequences are, for example (from inside to outside):
  • Surface treatment agent is produced colored core - first coating (S1) with anionic polymer - second coating (S2) with a cationic polymer - third and outer coating (S4), which is generated by the treatment with tetra-alkoxy-silane as a surface treatment agent colored core - first coating (S1) with anionic polymer - second coating (S2) with a cationic polymer - third coating (S3) with a nonionic polymer - fourth and outer coating (S4) by treatment with tetra-alkoxy-silane is generated as a surface treatment agent
  • a fourth coating which is obtained by surface treatment with a surface treatment agent, the surface treatment agent being selected from the group of the tetraalkoxy silanes, the alkyl trialkoxy silanes, the dialkyl dialoxysilanes and the trialkyl alkoxy silanes.
  • (S1) represents the first coating with an anionic polymer, which is located on the colored core (i.e. the colored pigment).
  • the second coating (S2) with a cationic polymer is then applied to this first layer (S1).
  • the third layer (S3) is then applied to this second layer (S2) using a nonionic polymer.
  • this third layer (S3) we now carry out the surface treatment with the reactive surface treatment agent, so that an outer layer to form a silicon-containing fourth coating, a shell or a coating.
  • the coating with an anionic polymer can be produced, for example, in the following way: The desired amount of an anionic polymer (for example 10.0 g) is dispersed or dissolved in 500 ml of water with stirring at room temperature. Then, with further stirring, the desired amount (for example 10.0 g) of a color pigment is added. This mixture is then milled for 60 minutes at room temperature in a ball mill (use of Zr02 ball (s), speed of rotation 3500 revolutions per minute). To remove the excess anionic polymer, this suspension is then centrifuged three to four times and washed with distilled water.
  • an anionic polymer for example 10.0 g
  • the previously obtained single-coated pigments were redispersed in water (e.g. 10.0 g pigment in 500 ml water).
  • a cationic polymer e.g. 10.0 g was then added to this aqueous solution with stirring. After stirring for 20 minutes, the cationic polymer has deposited in the form of a second coating on the first anionic coating. To remove the excess cationic polymer, this suspension is then centrifuged again three to four times and washed with distilled water.
  • the further coating with a nonionic polymer and through the surface treatment with a tetraalkoxysilane such as, for example, tetraethoxysilane can now be carried out as follows: 5.0 of the previously coated pigment were dispersed in 35.0 g of water. This mixture was then diluted with 200 ml of ethanol. 200 mg of polyvinylpyrrolidone and 0.15 g of ammonia were then added. Due to the addition of the nonionic polymer (polyvinylpyrrolidone), a third coating (S3) was first produced with a nonionic polymer. The desired amount of tetraethoxysilane (e.g.
  • Certain anionic polymers have proven to be very particularly suitable for producing the coating (S1) with an anionic polymer.
  • the anionic polymers are anionic polymers which have carboxylate and / or sulfonate groups.
  • anionic monomers from which such polymers can consist are acrylic acid, methacrylic acid, crotonic acid, maleic anhydride and 2-acrylamido-2-methylpropanesulfonic acid.
  • the acidic groups can be present in whole or in part as sodium, potassium, ammonium, mono- or triethanolammonium salt.
  • Preferred monomers are 2-acrylamido-2-methylpropanesulfonic acid and acrylic acid.
  • Anionic polymers which contain 2-acrylamido-2-methylpropanesulfonic acid as the sole or co-monomer have proven to be very particularly effective, it being possible for the sulfonic acid group to be present in whole or in part as a sodium, potassium, ammonium, mono- or triethanolammonium salt .
  • the homopolymer of 2-acrylamido-2-methylpropanesulfonic acid which is commercially available, for example, under the name Rheothik®1 1-80, is particularly preferred.
  • copolymers of at least one anionic monomer and at least one nonionic monomer are acrylamide, methacrylamide, acrylic acid ester, methacrylic acid ester, vinyl pyrrolidone, vinyl ether and vinyl ester.
  • Preferred anionic copolymers are acrylic acid-acrylamide copolymers and in particular polyacrylamide copolymers with monomers containing sulfonic acid groups.
  • a particularly preferred anionic copolymer consists of 70 to 55 mol% of acrylamide and 30 to 45 mol% of 2-acrylamido-2-methylpropanesulfonic acid, the sulfonic acid group being wholly or partly as sodium, potassium, ammonium, mono- or triethanolammonium Salt is present.
  • This copolymer can also be crosslinked, the preferred crosslinking agents being polyolefinically unsaturated compounds such as tetraallyloxyethane, allyl sucrose, allylpentaerythritol and methylene bisacrylamide.
  • Such a polymer is contained in the commercial product Sepigel®305 from SEPPIC.
  • the sodium acryloyldimethyltaurate copolymers sold under the name Simulgel®600 as a compound with isohexadecane and polysorbate-80 have also proven to be particularly effective according to the invention.
  • anionic homopolymers are uncrosslinked and crosslinked polyacrylic acids. Allyl ethers of pentaerythritol, sucrose and propylene can be preferred crosslinking agents. Such compounds are commercially available, for example, under the trademark Carbopol®.
  • Copolymers of maleic anhydride and methyl vinyl ether, especially those with crosslinks, are also color-preserving polymers.
  • a maleic acid-methyl vinyl ether copolymer crosslinked with 1,9-decadiene is commercially available under the name Stabileze® QM.
  • Very particularly preferred anionic polymers can be selected from the group consisting of homopolymers and copolymers of styrene-4-sulfonic acid, homopolymers and copolymers of acrylic acid, homopolymers and copolymers of methacrylic acid, homopolymers and copolymers of crotonic acid Homopolymers and copolymers of maleic acid, homopolymers and copolymers of 2-acrylamido-2-methylpropanesulfonic acid and / or their physiologically tolerable salts.
  • a method according to the invention is characterized in that the coated pigment comprises:
  • (S1) a coating with an anionic polymer from the group of the homopolymers and copolymers of styrene-4-sulfonic acid, the homopolymers and copolymers of acrylic acid, the homopolymers and copolymers of methacrylic acid, the homopolymers and copolymers of crotonic acid, the homo- and copolymers of maleic acid, the homo- and copolymers of 2-acrylamido-2-methylpropanesulfonic acid and / or their physiologically tolerable salts.
  • Poly (4-styrene sulfonic acid) and / or its sodium salt, for example, can be used as homopolymers of styrene-4-sulfonic acid.
  • Certain cationic polymers have also proven to be particularly suitable for producing the coating (S2) with a cationic polymer.
  • Cationic polymers are understood to mean polymers which have a group in the main and / or side chain which can be “temporary” or “permanent” cationic. According to the invention, polymers which have a cationic group regardless of the pH of the composition are referred to as “permanently cationic”. These are usually polymers that contain a quaternary nitrogen atom, for example in the form of an ammonium group. Preferred cationic groups are quaternary ammonium groups. In particular, those polymers in which the quaternary ammonium group is bonded via a C1-4 hydrocarbon group to a main polymer chain composed of acrylic acid, methacrylic acid or their derivatives have proven to be particularly suitable.
  • cationic polymers are the so-called “temporarily cationic” polymers. These polymers usually contain an amino group which, at certain pH values, is present as a quaternary ammonium group and is therefore cationic.
  • the cationic polymers according to the invention can be both setting and / or film-forming and / or antistatic and / or finishing polymers as well as polymers with conditioning and / or thickening properties.
  • the suitable cationic polymers are preferably setting and / or conditioning polymers.
  • Polymers are understood to mean both natural and synthetic polymers which can be cationically or amphoterically charged.
  • Both cationic and amphoteric or zwitterionic polymers can therefore be characterized by their cationic charge density.
  • the polymers according to the invention are distinguished by a charge density of at least 1 to 7 meq / g. A charge density of at least 2 to 7 meq / g is preferred. A charge density of at least equal to 3 meq / g to 7 meq / g is particularly preferred.
  • the molar mass of the respective polymer is understood to mean the molar mass which the manufacturer states in the corresponding data sheets measured by his method.
  • a molecular weight of at least 50,000 g / u has proven to be suitable according to the invention.
  • Polymers with a molecular weight of more than 100,000 g / u have proven to be particularly suitable.
  • Polymers with a molecular weight of more than 1,000,000 g / u are particularly suitable.
  • the cationic polymers can be homo- or copolymers, the quaternary nitrogen groups being contained either in the polymer chain or preferably as a substituent on one or more of the monomers.
  • the monomers containing ammonium groups can be copolymerized with non-cationic monomers.
  • Suitable cationic monomers are unsaturated, free-radically polymerizable compounds which carry at least one cationic group, in particular ammonium-substituted vinyl monomers such as, for example, trialkyl methacryloxyalkylammonium, trialkylacryloxyalkylammonium, dialkyldiallylammonium and quaternary vinylammonium monomers with cyclic, cationic nitrogen or quaternary nitrogen-containing groups such as, Alkyl vinyl imidazolium, alkyl vinyl pyridinium, or alkyl vinyl pyrrolidone salts.
  • the alkyl groups of these monomers are preferably lower alkyl groups such as C1 to C7 alkyl groups, particularly preferably C1 to C3 alkyl groups.
  • the monomers containing ammonium groups can be copolymerized with non-cationic monomers.
  • Suitable comonomers are, for example, acrylamide, methacrylamide; Alkyl and dialkyl acrylamide, alkyl and dialkyl methacrylamide, alkyl acrylate, alkyl methacrylate, vinyl caprolactone, vinyl caprolactam, vinyl pyrrolidone, vinyl esters, e.g. Vinyl acetate, vinyl alcohol, propylene glycol or ethylene glycol, the alkyl groups of these monomers preferably being C1 to C7 alkyl groups, particularly preferably C1 to C3 alkyl groups.
  • R 2 , R 3 and R 4 are independently selected from C 1 -4-alkyl, alkenyl or hydroxyalkyl groups,
  • n 1, 2, 3 or 4
  • X is a physiologically compatible organic or inorganic anion, and copolymers consisting essentially of the monomer units listed in the formula and nonionic monomer units.
  • R 1 represents a methyl group
  • R 2 , R 3 and R 4 represent methyl groups
  • m has the value 2.
  • Suitable physiologically compatible counterions X are, for example, halide ions, sulfate ions, phosphate ions, methosulfate ions and organic ions such as lactate, citrate, tartrate and acetate ions.
  • halide ions in particular chloride, are preferred.
  • a particularly suitable homopolymer is the optionally crosslinked, poly (methacryloyloxyethyltrimethylammonium chloride) with the INCI name Polyquaternium 37.
  • Such products are obtainable, for example, under the names Rheocare ® CTH (Cosmetic Rheologies) and Synthalen ® CR (3V Sigma) in the trade.
  • the crosslinking can take place with the aid of polyolefinically unsaturated compounds, for example divinylbenzene, tetraallyloxyethane, methylenebisacrylamide, diallyl ether, polyallylpolyglyceryl ether, or allyl ethers of sugars or sugar derivatives such as erythritol, pentaerythritol, arabitol, mannitol, sorbitol, sucrose or glucose.
  • Methylene bisacrylamide is a preferred crosslinking agent.
  • the homopolymer is preferably used in the form of a non-aqueous polymer dispersion which should not have a polymer content below 30% by weight.
  • a non-aqueous polymer dispersion which should not have a polymer content below 30% by weight.
  • Such polymer dispersions are available under the names Salcare ® SC 95 (approx. 50% polymer content, further components: mineral oil (INCI name: Mineral Oil) and tridecyl-polyoxypropylene-polyoxyethylene ether (INCI name: PPG-1-Trideceth-6) ) and Salcare ® SC 96 (approx.
  • copolymers suitable according to the invention also contain nonionic monomer units.
  • Preferred nonionic monomer units are acrylamide, methacrylamide, Ci 4 alkyl acrylate and Ci 4 alkyl methacrylate.
  • acrylamide is particularly preferred.
  • these copolymers can also be crosslinked.
  • a preferred copolymer according to the invention is the crosslinked acrylamide-methacryloyloxyethyltrimethylammonium chloride copolymer.
  • Very particularly preferred cationic polymers can be selected from the group consisting of the group of the homo- and copolymers of dimethyldiallylammnium salts, the homo- and copolymers of tri-Ci-C6-alkyl-methacryloxy-Ci-C6-alkyl-ammonium salts, the homo- and copolymers of tri-Ci-C6-alkyl-acryloxy-Ci-C6-alkylammonium salts and the homo- and copolymers of 1-vinyl-3- (Ci-C6-alkyl) imidazolium salts.
  • a method according to the invention is characterized in that the coated pigment comprises:
  • (S2) a coating with a cationic polymer from the group of the homo- and copolymers of dimethyldiallylammonium salts, the homo- and copolymers of tri-Ci-C6-alkyl methacryloxy-Ci-C6-alkyl-ammonium salts, the homo- and Copolymers of tri-Ci-C6-alkyl-acryloxy-Ci-C6-alkylammonium salts and / or the homo- and copolymers of 1-vinyl-3- (Ci-C6-alkyl) imidazolium salts.
  • An explicitly very particularly suitable cationic polymer is the homopolymer of dimethyldiallylammonium chloride, which is also known under the INCI name Polyquaternium-6 and is commercially available, for example, from Lubrizol under the trade name Merquat 100.
  • nonionic polymers have also proven to be very particularly suitable for producing the coating (S3) with a nonionic polymer.
  • Suitable nonionic polymers are for example:
  • Vinyl pyrrolidone / vinyl ester copolymers such as those sold under the trademark Luviskol® (BASF).
  • Luviskol® VA 64 and Luviskol® VA 73, each vinylpyrrolidone / vinyl acetate copolymers are also preferred nonionic polymers.
  • Cellulose ethers such as hydroxypropyl cellulose, hydroxyethyl cellulose and methyl hydroxypropyl cellulose, as are marketed, for example, under the trademarks Culminal® and Benecel® (AQUALON) and NatrosoKD types (Hercules).
  • Starch and its derivatives in particular starch ether, for example Structure® XL (National Starch), a multifunctional, salt-tolerant starch;
  • Siloxanes such as those sold under the name Luviskol® (BASF).
  • Siloxanes These siloxanes can be both water-soluble and water-insoluble. Both volatile and non-volatile siloxanes are suitable, non-volatile siloxanes being understood to mean those compounds whose boiling point is above 200 ° C. at normal pressure.
  • Preferred siloxanes are polydialkylsiloxanes, such as, for example, polydimethylsiloxane, polyalkylarylsiloxanes, such as, for example, polyphenylmethylsiloxane, ethoxylated polydialkylsiloxanes and polydialkylsiloxanes which contain amine and / or hydroxyl groups. Glycosidically substituted silicones.
  • Very particularly preferred nonionic polymers can be selected from the group of homopolymers and copolymers of vinylpyrrolidone, homopolymers and copolymers of vinyl acetate, homopolymers and copolymers of styrene, homopolymers and copolymers of ethene and homopolymers and copolymers of ethanol.
  • a method according to the invention is characterized in that the coated pigment comprises:
  • (S3) a coating with a nonionic polymer from the group of the homo- and copolymers of vinylpyrrolidone, the homo- and copolymers of vinyl acetate, the homo- and copolymers of styrene, the homo- and copolymers of ethene and / or the homo- and Copolyere of ethanol.
  • the agents used in step (a) of the process can contain different levels of one or more coated pigments.
  • the expert will choose the higher the amount used, the intensive the desired color result should be.
  • the agent applied in step (a) - based on its total weight - can contain one or more coated pigments in a total amount of from 0.01 to 10.0% by weight, preferably from 0.1 to 8.0% by weight. , more preferably from 0.2 to 6.0% by weight and very particularly preferably from 0.5 to 4.5% by weight.
  • a method according to the invention is characterized in that the agent used in step (a), based on its total weight, preferably one or more coated pigments in a total amount of 0.01 to 10.0% by weight from 0.1 to 8.0% by weight, more preferably from 0.2 to 6.0% by weight and very particularly preferably from 0.5 to 4.5% by weight.
  • Silanes with one, two or three silicon atoms Silanes with one, two or three silicon atoms
  • Step (b) of the method according to the invention comprises the use of an agent on the keratinic material, the agent containing at least one organic silicon compound from the group of the silanes with one, two or three silicon atoms.
  • the silanes applied in step (b) of the process according to the invention are silanes which are not absorbed by a pigment.
  • the silicon compounds used in steps (a) and (b) are therefore different from one another.
  • step (b) of the method comprises applying an agent to the keratinous material, the agent comprising at least one organic silicon compound selected from silanes with one, two or three silicon atoms, the organic silicon compound having one or more hydroxyl groups and / or hydrolyzable groups per molecule.
  • organic silicon compounds or organic silanes used in step (b) of the process are reactive compounds.
  • Organic silicon compounds which are also referred to alternatively as organosilicon compounds, are compounds which either have a direct silicon-carbon bond (Si-C) or in which the carbon is attached to the silicon via an oxygen, nitrogen or sulfur atom. Atom is attached.
  • the organic silicon compounds according to the invention are compounds which contain one to three silicon atoms.
  • the organic silicon compounds particularly preferably contain one or two silicon atoms.
  • silane stands for a group of substances that are based on a silicon framework and hydrogen.
  • the hydrogen atoms are replaced in whole or in part by organic groups such as (substituted) alkyl groups and / or alkoxy groups. Some of the hydrogen atoms in the organic silanes can also be replaced by hydroxyl groups.
  • a method according to the invention is characterized by the use of an agent (a) on the keratinous material, the agent (a) containing at least one organic silicon compound which is selected from silanes with one, two or three silicon atoms, where the organic silicon compound further comprises one or more hydroxyl groups or hydrolyzable groups per molecule.
  • a method according to the invention is characterized by the use of an agent (a) on the keratinous material, the agent (a) containing at least one organic silicon compound selected from silanes with 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 can be, for example, an amino group, an alkylamino group or a dialkylamino group, which is preferably connected to a silicon atom via a linker.
  • the basic group is preferably an amino group, a 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 attached directly to the silicon atom. If, for example, the hydrolyzable group is an ethoxy group, the organic silicon compound preferably contains a structural unit R’R “R” ′′ Si-0-CH2-CH3. The residues R ', R "and R"' represent the three remaining free valences of the silicon atom.
  • a very particularly preferred method according to the invention is characterized in that in step (b) at least one organic silicon compound is used on the keratinic material, which is selected from silanes with one, two or three silicon atoms, the organic silicon compound preferably one or more basic chemical Functions and one or more hydroxyl groups or hydrolyzable groups per molecule.
  • step (b) contains at least one organic silicon compound of the formula (I) and / or (II).
  • the compounds of formulas (I) and (II) are organic silicon compounds selected from silanes with one, two or three silicon atoms, the organic silicon compound comprising one or more hydroxyl groups and / or hydrolyzable groups per molecule.
  • a method according to the invention comprising (b) applying an agent to the keratinous material, the agent containing at least one organic silicon compound of the formula (I) and / or (II),
  • R 1, R 2 independently of one another represent a hydrogen atom or a C 1 -C 6 -alkyl group
  • L represents a linear or branched, divalent Ci-C2o-alkylene group
  • R3 represents a hydrogen atom or a C 1 -C 6 -alkyl group
  • R4 represents a Ci-C6-alkyl group
  • - b represents the integer 3 - a, (R50) c (R6) dSi- (A) e- [NR7- (A ')] f- [0- (A ”)] g- [NR8- (A'”)] h-Si (R6 ') d (0R5 ') c' (ll), where
  • R5 ', R5 independently of one another represent a hydrogen atom or a C1-C6 alkyl group
  • R6, R6 'and R6 "independently of one another represent a Ci-C6-alkyl group
  • a ‘, A”, A “’ and A ““ independently of one another represent a linear or branched, divalent Ci-C2o-alkylene group
  • - R7 and Rs independently of one another for a hydrogen atom, a Ci-C6-alkyl group, a hydroxy-Ci-C6-alkyl group, a C2-C6-alkenyl group, an amino-Ci-C6-alkyl group or a grouping of the formula (III ) stand
  • 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 C2-C6 alkenyl group are vinyl, allyl, but-2-enyl, but-3-enyl and isobutenyl, preferred C2-C6 alkenyl radicals are vinyl and allyl.
  • a hydroxy-Ci-C6-alkyl group are a hydroxymethyl, a 2-hydroxyethyl, a 2-hydroxypropyl, a 3-hydroxypropyl, a 4-hydroxybutyl group, a 5-hydroxypentyl and a 6-hydroxyhexyl group ; a 2-hydroxyethyl group is particularly preferred.
  • Examples of an amino-Ci-C6-alkyl group are the aminomethyl group, the 2-aminoethyl group, the 3-aminopropyl group. The 2-aminoethyl group is particularly preferred.
  • Examples of a linear divalent Ci-C2o alkylene group are for example the methylene group (-CH 2 -), the ethylene group (-CH 2 -CH 2 -), the propylene group (- CH2-CH2-CH2-) and the butylene group (-CH2-CH2-CH2-CH2-).
  • the propylene group (-CH2-CH2-CH2-) is particularly preferred.
  • divalent alkylene groups can also be branched. Examples of branched, divalent C3-C2o-alkylene groups are (-CH 2 - CH (CH 3 ) -) and (-CH2-CH (CH 3 ) -CH 2 -).
  • Ri R 2 NL-Si (OR 3 ) a (R4) b (l), the radicals Ri and R 2 independently of one another represent a hydrogen atom or a C 1 -C 6 alkyl group.
  • the organic silicon compound In the middle part of the organic silicon compound is the structural unit or the linker -L- which stands for a linear or branched, divalent Ci-C 2 o-alkylene group.
  • a divalent Ci-C 2 o-alkylene group can alternatively also be referred to as a divalent or divalent C 1 - C 2 o-alkylene group, which means that each group L can form two bonds. Binding occurs from the amino group R1R2N 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) Ci-C 2 o-alkylene group. More preferably, -L- stands for a linear divalent Ci-C6-alkylene group. -L- is particularly preferably a methylene group (-CH2-), an ethylene group (-CH2-CH2-), a propylene group (-CH2-CH2-CH2-) or a butylene group (-CH2-CH2-CH2-) . L very particularly preferably represents a propylene group (-CH2-CH2-CH2-).
  • the linear propylene group (-CH 2 -CH 2 -CH 2 -) can alternatively also be referred to as propane-1,3-diyl group.
  • the radical R3 stands for a hydrogen atom or a Ci-C6-alkyl group
  • the radical R4 stands for a Ci-C6-alkyl group.
  • R3 and R4 independently represent a methyl group or an ethyl group.
  • a stands for an integer from 1 to 3, and b stands for the integer 3 - a. If a stands for the number 3, then b is 0. If a stands for the number 2, then b is 1. If a stands for the number 1, then b is 2.
  • Particularly resistant films could be produced when the means of step (b) contains at least one organic silicon compound of formula (I), in which the radicals R3, R4 independently represent a methyl group or an ethyl.
  • step (b) contains at least one organic silicon compound of formula (I) in which R3, independently of one another represent a methyl group or an ethyl group.
  • the agent according to the invention contains at least one organic silicon compound of the formula (I) in which the radical a represents the number 3. In this case the remainder b stands for the number 0.
  • R2 both represent a hydrogen atom
  • L represents a linear, divalent Ci-C6-alkylene group, preferably a propylene group (- CH2-CH2-CH2-) or an ethylene group (-CH2-CH2-),
  • R3 represents a hydrogen atom, an ethyl group or a methyl group
  • R4 represents a methyl group or an ethyl group
  • organic silicon compounds of the formula (I) are commercially available.
  • (3-aminopropyl) trimethoxysilane can be purchased from Sigma-Aldrich.
  • (3-Aminopropyl) triethoxysilane is also commercially available from Sigma-Aldrich.
  • the agent used in step (b) of the process according to the invention contains at least one organic silicon compound of the formula (II)
  • organosilicon compounds of the formula (II) according to the invention each have at their two ends the silicon-containing groups (RsO) c (R6) dSi- and -Si (R6 ’) d '(OR5’) c ⁇
  • an organic silicon compound of the formula (II) according to the invention contains at least one group from the group consisting of - (A) - and - [NR 7 - (A ') j- and - [0- (A ”) j- and - [NR 8 - (A '”)] -.
  • c stands for an integer from 1 to 3, and d stands for the integer 3 - c. If c stands for the number 3, then d is 0. If c stands for the number 2, then d is 1. If c stands for the number 1, then d is 2.
  • c 'stands for an integer from 1 to 3 and d' stands for the integer 3 - c '. If c 'stands for the number 3, then d' is equal to 0. If c 'stands for the number 2, then d' is equal to 1. If c 'stands for the number 1, then d' is equal to 2.
  • R5 and R5 'independently of one another represent a methyl group or an ethyl group
  • the radicals e, f, g and h can independently of one another stand for the number 0 or 1, at least one radical from e, f, g and h being different from zero.
  • the abbreviations e, f, g and h therefore define which of the groupings - (A) e - and - [NR7- (A ')] f - and - [0- (A ”)] g - and - [ NR8- (A ”')] h - are located in the middle part of the organic silicon compound of the formula (II).
  • radicals A, A ', A “, A”' and A “” independently of one another stand for a linear or branched, divalent Ci-C2o-alkylene group.
  • the radicals A, A ', A “, A”' and A “” independently of one another stand for a linear, divalent Ci-C2o-alkylene group.
  • the radicals A, A ', A ", A"' and A “” independently of one another stand for a linear divalent Ci-C6-alkylene group.
  • the radicals A, A ', A “, A”' and A “” are particularly preferably independently of one another a methylene group (-CH2-), an ethylene group (-CH2-CH2-), a propylene group (-CH2-CH2-CH2 -) or a butylene group (-CH2-CH2-CH2-).
  • the radicals A, A ', A ", A”' and A “” very particularly preferably represent a propylene group (-CH2-CH2-).
  • the divalent Ci-C2o-alkylene group can alternatively also be referred to as a divalent or divalent Ci-C2o-alkylene group, which means that each grouping A, A ', A ", A"' and A "” can form two bonds.
  • the linear propylene group (-CH2-CH2-CH2-) can alternatively also be referred to as propane-1,3-diyl group.
  • the organic silicon compound of the formula (II) according to the invention contains a structural grouping - [NR7- (A ’)] -.
  • the organic silicon compound of the formula (II) according to the invention contains a structural grouping - [NR8- (A ”’)] -.
  • radicals R7 and Rs independently of one another represent a hydrogen atom, a C1-C6-alkyl group, a hydroxy-Ci-C6-alkyl group, a C2-C6-alkenyl group, an amino-Ci-C6-alkyl group or a grouping of the Formula (III)
  • the radicals R7 and R8 are very particularly preferably independently of one another a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group or a group of the formula (III).
  • the organic silicon compound according to the invention contains the grouping [NR7- (A ’) j, but not the grouping - [NR8- (A” ’)]. If the radical R7 now stands for a grouping of the formula (III), the agent (a) contains an organic silicon compound with 3 reactive silane groups.
  • a method comprising in step (b) the application of an agent to the keratinic material, the agent containing at least one organic silicon compound of the formula (II),
  • Ci-C6-alkylene group and A 'independently of one another represent a linear, divalent Ci-C6-alkylene group and - R7 represents a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group or a group of the formula (III).
  • a method according to the invention is characterized in that the agent applied in step (b) contains at least one organic silicon compound of the formula (II), where
  • a and A 'independently of one another represent a methylene group (-CH2-), an ethylene group (-CH2-CH2-) or a propylene group (-CH2-CH2-CH2),
  • R7 represents a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group or a group of the formula (III).
  • Bis (trimethoxysilylpropyl) amine with CAS number 82985-35-1 can be purchased, for example, from Sigma-Aldrich.
  • Bis [3- (triethoxysilyl) propyl] amine with the CAS number 13497-18-2 can be purchased, for example, from Sigma-Aldrich.
  • N-Methyl-3- (trimethoxysilyl) -N- [3- (trimethoxysilyl) propyl] -1-propanamine is alternatively also referred to as bis (3-trimethoxysilylpropyl) -N-methylamine and can be purchased commercially from Sigma-Aldrich or Fluorochem .
  • 3- (Triethoxysilyl) -N, N-bis [3- (triethoxysilyl) propyl] -1-propanamine with the CAS number 18784-74-2 can be purchased, for example, from Fluorochem or Sigma-Aldrich.
  • a method comprising in step (b) the application of an agent to the keratinous material, the agent containing at least one organic silicon compound which is selected from the group consisting of
  • the agent used in the process according to the invention on the keratinous material in step (b) contains at least one organic silicon compound of the formula (IV)
  • the compounds of formula (IV) are organic silicon compounds selected from silanes with one, two or three silicon atoms, the organic silicon compound comprising one or more hydroxyl groups and / or hydrolyzable groups per molecule.
  • organic silicon compound (s) of the formula (IV) can also be referred to as silanes of the alkylalkoxysilane or alkylhydroxysilane type,
  • Rg represents a Ci-Ci2-alkyl group
  • Rio represents a hydrogen atom or a Ci-C6-alkyl group
  • - Rn represents a Ci-C6-alkyl group
  • - k represents an integer from 1 to 3
  • - m stands for the integer 3 - k.
  • a method comprising in step (b) the application of an agent on the keratinous material, the agent containing at least one organic silicon compound of the formula (IV)
  • Rg represents a Ci-Ci2-alkyl group
  • Rio represents a hydrogen atom or a Ci-C6-alkyl group
  • - Rn represents a Ci-C6-alkyl group
  • a method comprising in step (b) the use of an agent on the keratinous material, the agent in addition to the organic silicon compound or compounds of the formula (I) at least one further organic silicon compound of the formula (IV) contains
  • Rg represents a Ci-Ci2-alkyl group
  • Rio represents a hydrogen atom or a Ci-C6-alkyl group
  • - Rn represents a Ci-C6-alkyl group
  • a method comprising in step (b) the application of an agent on the keratinous material, the agent in addition to the organic silicon compound or compounds of the formula (II) at least one further organic silicon compound of the formula (IV) contains
  • Rg represents a Ci-Ci2-alkyl group
  • Rio represents a hydrogen atom or a Ci-C6-alkyl group
  • - Rn represents a Ci-C6-alkyl group
  • - k represents an integer from 1 to 3
  • - m stands for the integer 3 - k.
  • a method comprising in step (b) the application of an agent to the keratinous material, the agent in addition to the organic silicon compound or compounds of the formula (I) and / or (II) at least one further organic Contains silicon compound of formula (IV)
  • Rg represents a Ci-Ci2-alkyl group
  • Rio represents a hydrogen atom or a Ci-C6-alkyl group
  • - Rn represents a Ci-C6-alkyl group
  • the Rg radical represents a C1-C12-alkyl group.
  • This Ci-Ci2-alkyl group is saturated and can be linear or branched.
  • R9 preferably represents a linear Ci-Cs-alkyl group.
  • R9 preferably represents a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an n-hexyl group, an n-octyl group or an n-dodecyl group.
  • Rg particularly preferably represents a methyl group, an ethyl group or an n-octyl group.
  • the radical R10 represents a hydrogen atom or a Ci-C6-alkyl group.
  • R10 particularly preferably represents a methyl group or an ethyl group.
  • the radical Rn stands for a C1-C6-alkyl group.
  • R1 1 particularly preferably represents a methyl group or an ethyl group.
  • k stands for an integer from 1 to 3, and m stands for the integer 3 - k. If k stands for the number 3, then m is 0. If k stands for the number 2, then m is 1. If k stands for the number 1, then m is 2.
  • a method comprising in step (b) the application of an agent to the keratinic material, the agent containing at least one organic silicon compound of the formula (IV) which is selected from the group consisting of
  • the organic silicon compounds described above are reactive compounds.
  • the agent used in step (b) contains one or more organic silicon compounds in a total amount of 0.1 to 20.0% by weight, preferably 1 , 0 to 15.0 wt .-% and particularly preferably 2.0 to 8.0 wt .-% contains.
  • a method according to the invention is characterized in that the agent used in step (b) - based on the total weight of the - contains one or more organic silicon compounds in a total amount of 0.1 to 20.0% by weight, preferably 1.0 to 15.0% by weight and particularly preferably 2.0 to 8.0% by weight .
  • the agent particularly preferably contains one or more organic silicon compounds of the formula (I) and / or (II), based on the total weight of the agent, in a total amount of 0.1 to 10.0% by weight, preferably 0.5 to 5.0% by weight and particularly preferably 0.5 to 3.0% by weight.
  • a method comprising in step (b) the application of an agent to the keratinous material, the agent - based on the total weight of the agent - one or more organic silicon compounds of the formula (I) and / or ( II) in a total amount of 0.1 to 10.0% by weight, preferably 0.5 to 5.0% by weight and particularly preferably 0.5 to 3.0% by weight.
  • the organic silicon compound (s) of the formula (IV) is also contained in the quantitative range in certain amounts.
  • a method is preferred, comprising in step (b) the application of an agent to the keratinous material, the agent - based on the total weight of the agent - one or more organic silicon compounds of the formula (IV) in a total amount of 0.1 to 20.0% by weight, preferably 2.0 to 15.0% by weight and particularly preferably 4.0 to 9.0% by weight.
  • a method comprising in step (b) the application of an agent to the keratinous material, the agent - based on the total weight of the agent - one or more organic silicon compounds of the formula (IV) in a total amount of Contains 0.1 to 20.0% by weight, preferably 2.0 to 15.0% by weight and particularly preferably 3.2 to 10.0% by weight.
  • step (b) of the process contains two structurally different organic silicon compounds.
  • a method comprising in step (b) the application of an agent on the keratinous material, the agent containing at least two structurally different organic silicon compounds.
  • preference is given to a process comprising, in step (b), using an agent on the keratinic material, the agent containing at least one organic silicon compound of the formula (I) which is selected from the group consisting of (3-aminopropyl) triethoxysilane and (3-aminopropyl) trimethoxysilane is selected, and additionally contains at least one organic silicon compound of the formula (IV) which is selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane and ethyltriethoxysilane.
  • a method comprising in step (b) the application of an agent to the keratinous material, the agent - based on the total weight of the agent - containing:
  • At least one first organic silicon compound which is selected from the group consisting of (3-aminopropyl) trimethoxysilane, (3-aminopropyl) triethoxysilane, (2-aminoethyl) trimethoxysilane, (2nd -Aminoethyl) triethoxysilane, (3-dimethylaminopropyl) trimethoxysilane, (3-dimethylaminopropyl) triethoxysilane (2-dimethylaminoethyl) trimethoxysilane and (2-dimethylaminoethyl) triethoxysilane, and
  • At least one second organic silicon compound which is selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, octyltrimethoxysilane, octyltriethoxysilane, dodecyltrimethoxysilane and doxecylane dane.
  • the method according to the invention is characterized by its steps (a) and (b), i.e. through the
  • the agent or agents used in steps (a) and (b) are cosmetic agents.
  • steps (a) and (b) of the method either the same agent can be used, or different agents can be applied in steps (a) and (b).
  • steps (a) and (b) can be carried out either simultaneously or in succession.
  • a method according to the invention is characterized in that the agents used in step (a) and in step (b) are the same or different. In a further preferred embodiment, a method according to the invention is characterized in that the agents used in step (a) and in step (b) are applied to the keratinous material simultaneously or in succession.
  • an agent is applied to the keratin materials which contains both at least one coated pigment (a) and at least one organic silicon compound (b) from the group of the silanes with one, two or three silicon atoms.
  • a method for dyeing keratinous material, in particular human hair comprising the use of an agent on the keratinous material, wherein the agent is particularly preferred
  • (b) contains at least one organic silicon compound from the group of the silanes with one, two or three silicon atoms.
  • a method for dyeing keratinous material, in particular human hair comprising the following steps:
  • the various agents are preferably applied in succession.
  • the means of step (a) can be used first, followed by the means of step (b).
  • the average of step (b) can also be applied first, followed by the application of the average of step (a).
  • a method for dyeing keratinous material comprising the following steps in the order given: (1-a) Applying an agent to the keratinous material, the agent containing at least one coated pigment with a colored core and a silicon-containing coating, and after
  • a method for dyeing keratinous material, in particular human hair comprising the following steps in the stated order is explicitly very particularly preferred:
  • the agent or agents used in steps (a) and (b) of the method according to the invention are ready-to-use agents.
  • These are preferably water-containing, which means that the agent used in step (a) of the process contains the coated pigment or pigments in an aqueous or aqueous-alcoholic cosmetic carrier.
  • This cosmetic carrier can be liquid, gel-like or cream-shaped.
  • such carriers are, for example, creams, emulsions, gels or also surfactant-containing foaming solutions, such as shampoos, foam aerosols, foam formulations or other preparations which are suitable for use on the hair.
  • the agent used in step (b) of the process also preferably contains water, so that the organic silicon compound from the group of the silanes is also made up with one, two or three silicon atoms in the form of an aqueous or aqueous-alcoholic cosmetic carrier.
  • the agent or agents used in step (a) and / or in step (b) of the process preferably contains - in each case based on their weight - at least 20% by weight, more preferably at least 30% by weight, even more preferably at least 40% by weight and particularly preferably at least 50% by weight of water.
  • 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 according to the invention can additionally contain further organic solvents, such as, for example, methoxybutanol, benzyl alcohol, ethyl diglycol or 1,2-propylene glycol. All water-soluble organic solvents are preferred. Also particularly preferred is a method for dyeing keratinous material, in particular human hair, comprising the following steps in the order given:
  • the agent (b) applied to the keratin material in step (1) is first washed out in the subsequent step (2) before the agent (a) is applied to the keratin material in the subsequent step (3).
  • the agent (a) is then washed out in step (4).
  • a method for dyeing keratinous material, in particular human hair comprising the following steps in the order given:
  • the agent (b) applied to the keratin material in step (1) is not washed out (step (2), but rather in step (3) the agent (a) is applied to the keratin materials still acted on with the agent (b) The washing is then carried out in step (4).
  • the agents used in step (a) and / or in step (b) of the process according to the invention can additionally comprise at least one film-forming polymer.
  • the film-forming polymer (s) optionally additionally present are not absorbed by a pigment, but are dissolved or dispersed in the cosmetic carrier.
  • Polymers are understood to mean macromolecules with a molecular weight of at least 1000 g / mol, preferably of at least 2500 g / mol, particularly preferably of at least 5000 g / mol, which consist of identical, repeating organic units.
  • the polymers of the present invention can be synthetically produced polymers which are produced by polymerizing one type of monomer or by polymerizing different, structurally different types of monomers. If the polymer is produced by polymerizing one type of monomer, one speaks of homopolymers. If structurally different types of monomers are used in the polymerization, the resulting polymer is referred to as a copolymer.
  • the maximum molecular weight of the polymer depends on the degree of polymerization (number of polymerized monomers) and the batch size and is also determined by the polymerization method. For the purposes of the present invention, it is preferred if the maximum molecular weight of the film-forming, hydrophobic polymer (c) is not more than 10 7 g / mol, preferably not more than 10 ® g / mol and particularly preferably not more than 10 5 g / mol is.
  • a film-forming polymer is understood to mean a polymer which is capable of forming a film on a substrate, for example on a keratinous material or a keratinic fiber.
  • the formation of a film can be demonstrated, for example, by viewing the keratin material treated with the polymer under a microscope.
  • a method according to the invention is characterized in that the agent used in step (a) and / or the agent used in step (b) contains at least one film-forming polymer.
  • steps (a) and / or agents used in step (b) of the process according to the invention can contain hydrophilic or hydrophobic film-forming polymers.
  • At least one hydrophobic, film-forming polymer In the context of a first embodiment, it can be preferred to use at least one hydrophobic, film-forming polymer.
  • a hydrophobic polymer is understood to mean a polymer which has a solubility in water at 25 ° C. (760 mmHg) of less than 1% by weight.
  • the water solubility of the film-forming, hydrophobic polymer can be determined, for example, in the following way. 1.0 g of the polymer are placed in a beaker. Make up to 100 g with water. A stirring fish is added and the mixture is heated to 25 ° C. with stirring on a magnetic stirrer. It is stirred for 60 minutes. After that visually assess the aqueous mixture. If the polymer-water mixture cannot be assessed visually due to the high turbidity of the mixture, the mixture is filtered. If a portion of undissolved polymer remains on the filter paper, the solubility of the polymer is less than 1% by weight.
  • the polymers of the acrylic acid type, the polyurethanes, the polyesters, the polyamides, the polyureas, the cellulose polymers, the nitro-cellulose polymers, the silicone polymers, the polymers of the acrylamide type and the polyisoprene can be mentioned .
  • Particularly suitable film-forming, hydrophobic polymers are, for example, polymers from the group of the copolymers of acrylic acid, the copolymers of methacrylic acid, the homopolymers or copolymers of acrylic acid esters, the homopolymers or copolymers of methacrylic acid esters, the homopolymers or copolymers of acrylic acid amides, the homopolymers or copolymers of methacrylic acid amides, the copolymers of vinylpyrrolidone, the copolymers of vinyl alcohol, the copolymers of vinyl acetate, the homopolymers or copolymers of ethylene, the homopolymers or copolymers of propylene, the homopolymers or copolymers of styrene, the polyurethanes, the polyesters and / / or the polyamides.
  • an agent according to the invention is characterized in that it contains at least one film-forming, hydrophobic polymer (c) which is selected from the group of the copolymers of acrylic acid, the copolymers of methacrylic acid, the homopolymers or copolymers of acrylic acid esters, the homopolymers or copolymers of methacrylic acid esters, the homopolymers or copolymers of acrylic acid amides, the homopolymers or copolymers of methacrylic acid amides, the copolymers of vinylpyrrolidone, the copolymers of vinyl alcohol, the copolymers of vinyl acetate, the homopolymers or copolymers of ethylene or the homopolymers Copolymers of propylene, homopolymers or copolymers of styrene, polyurethanes, polyesters and / or polyamides.
  • c film-forming, hydrophobic polymer
  • the film-forming hydrophobic polymers which have been selected from the group of synthetic polymers, polymers obtainable by free-radical polymerization or natural polymers have proven to be particularly suitable for achieving the object of the invention.
  • suitable film-forming hydrophobic polymers can be selected from the homopolymers or copolymers of olefins, such as, for example, cycloolefins, butadiene, isoprene or styrene, vinyl ethers, vinyl amides, the esters or amides of (meth) acrylic acid with at least one Ci-C 2 o- Alkyl group, an aryl group or a C 2 -C 10 hydroxyalkyl group.
  • olefins such as, for example, cycloolefins, butadiene, isoprene or styrene
  • vinyl ethers vinyl amides
  • esters or amides of (meth) acrylic acid with at least one Ci-C 2 o- Alkyl group, an aryl group or a C 2 -C 10 hydroxyalkyl group such as, for example, cycloolefins, butadiene, isoprene or s
  • Further film-forming hydrophobic polymers can be selected from the homo- or copolymers of isooctyl (meth) acrylate; isononyl (meth) acrylate; 2-ethylhexyl (meth) acrylate; Lauryl (meth) acrylate); isopentyl (meth) acrylate; n-butyl (meth) acrylate); isobutyl (meth) acrylate; Ethyl (meth) acrylate; Methyl (meth) acrylate; tert-butyl (meth) acrylate; Stearyl (meth) acrylate; Hydroxyethyl (meth) acrylate; 2-hydroxypropyl (methacrylate; 3-hydroxypropyl (meth) acrylate and / or mixtures thereof.
  • Further film-forming hydrophobic polymers can be selected from the homo- or copolymers of (meth) acrylamide; N-alkyl- (meth) acrylamides, especially those with C2-C18 alkyl groups, such as N-ethyl-acrylamide, N-tert-butyl-acrylamide, le N-octyl-crylamide; N-Di (C1-C4) alkyl- (meth) acrylamide.
  • copolymers of acrylic acid, methacrylic acid or their C 1 -C 6 -alkyl esters are sold under the INCI declaration Acrylates Copolymers.
  • a suitable commercial product is, for example Aculyn ® 33 from Rohm & Haas.
  • copolymers of acrylic acid, methacrylic acid or their C 1 -C 6 -alkyl esters and the esters of an ethylenically unsaturated acid and an alkoxylated fatty alcohol are also preferred.
  • Suitable ethylenically unsaturated acids are in particular acrylic acid, methacrylic acid and itaconic acid;
  • Suitable alkoxylated fatty alcohols are, in particular, steareth-20 or ceteth-20.
  • Very particularly preferred polymers on the market are, for example, Aculyn® 22 (Acrylates / Steareth-20 Methacrylate Copolymer), Aculyn® 28 (Acrylates / Beheneth-25 Methacrylate Copolymer), Structure 2001® (Acrylic-tes / Steareth-20 Itaconate) Copolymer), Structure 3001® (Acrylates / Ceteth-20 Itaconate Copolymer), Structure Plus® (Acrylates / Aminoacrylates C 10-30 Alkyl PEG-20 Itaconate Copolymer), Carbopol® 1342, 1382, Ultrez 20, Ultrez 21 (Acrylates / C 10-30 Alkyl Acrylate Crosspolymer), Synthalen W 2000® (Acrylates / Palmeth-25 Acrylate Copolymer) or the Rohtex and Haas sold Soltex OPT (Acrylates / C 12-22 alkyl methacrylate copolymer).
  • Suitable polymers based on vinyl monomers are the homopolymers and copolymers of N-vinylpyrrolidone, vinylcaprolactam, vinyl- (C1-C6-) alkylpyrrole, vinyloxazole and vinylthiazole, of vinyl pyrimidine, vinyl imidazole.
  • copolymers of octylacrylamide / acrylates / butylaminoethyl methacrylate copolymer are also particularly suitable.
  • copolymers of octylacrylamide / acrylates / butylaminoethyl methacrylate copolymer are commercially available from NATIONAL STARCH for example under the trade names AMPHOMER® or LOVOCRYL® 47, or the copolymers of acrylates / octylacrylamides which are sold under the trade names DERMACRYL® LT and DERMACRYL® 79 are distributed by NATIONAL STARCH.
  • suitable polymers based on olefins are the homopolymers and copolymers of ethylene, propylene, butene, isoprene and butadiene.
  • block copolymers comprising at least one block of styrene or the derivatives of styrene can be used as the film-forming hydrophobic polymers.
  • These block copolymers can be copolymers which, in addition to a styrene block, contain one or more further blocks, such as, for example, styrene / ethylene, styrene / ethylene / butylene, styrene / butylene, styrene / isoprene, styrene / butadiene.
  • Appropriate polymers are sold commercially by BASF under the trade name "Luvitol HSB".
  • agent (b) contained at least one film-forming polymer which was selected from the group consisting of the homopolymers and copolymers of acrylic acid, the homopolymers and copolymers of methacrylic acid, the homopolymers and copolymers of acrylic acid esters, the homopolymers and copolymers of methacrylic acid esters, the homopolymers and copolymers of acrylic acid amides, the homopolymers and copolymers of methacrylic acid amides, the homopolymers and copolymers of vinylpyrrolidone, the homopolymers and copolymers of vinyl alcohol, the homopolymers and copolymers of vinyl acetate, homopolymers and copolymers of ethylene, homopolymers and copolymers of propylene, homopolymers and copolymers of styrene, polyurethanes, polyesters and polyamide
  • a method according to the invention is characterized in that film-forming polymer is selected from the group of homopolymers and copolymers of acrylic acid, homopolymers and copolymers of methacrylic acid, homopolymers and copolymers of acrylic acid esters, homopolymers and copolymers of methacrylic acid Esters, the homopolymers and copolymers of acrylic acid amides, the homopolymers and copolymers of methacrylic acid amides, the homopolymers and copolymers of vinylpyrrolidone, the homopolymers and copolymers of vinyl alcohol, the homopolymers and copolymers of vinyl acetate, the homopolymers and copolymers of ethylene and the homopolymers and copolymers propylene, homopolymers and copolymers of styrene, polyurethanes, polyesters and polyamides.
  • film-forming polymer is selected from the group of homopolymers and copolymers of acrylic acid,
  • hydrophilic polymer is understood to mean a polymer which has a solubility in water at 25 ° C. (760 mmHg) of more than 1% by weight, preferably of more than 2% by weight.
  • the water solubility of the film-forming, hydrophilic polymer can be determined, for example, in the following way. 1.0 g of the polymer are placed in a beaker. Make up to 100 g with water. A stirring fish is added and the mixture is heated to 25 ° C. with stirring on a magnetic stirrer. It is stirred for 60 minutes. The aqueous mixture is then assessed visually. A completely dissolved polymer appears macroscopically homogeneous. If the polymer-water mixture cannot be assessed visually due to the high turbidity of the mixture, the mixture is filtered. If no undissolved polymer remains on the filter paper, the solubility of the polymer is more than 1% by weight.
  • Nonionic, anionic and cationic polymers can be used as film-forming, hydrophilic polymers.
  • Suitable film-forming, hydrophilic polymers can be selected, 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 can be selected.
  • PVP polyvinylpyrrolidone
  • / or a copolymer containing vinylpyrrolidone as the film-forming hydrophilic polymer.
  • an agent according to the invention is characterized in that it (c) contains at least one film-forming, hydrophilic polymer which is selected from the group consisting of polyvinylpyrrolidone (PVP) and the copolymers of polyvinylpyrrolidone.
  • PVP polyvinylpyrrolidone
  • the agent according to the invention contains polyvinylpyrrolidone (PVP) as the film-forming, hydrophilic polymer.
  • PVP polyvinylpyrrolidone
  • polyvinylpyrrolidones are available, for example, under the name Luviskol® K from BASF SE, in particular Luviskol® K 90 or Luviskol® K 85 from BASF SE.
  • PVP K30 marketed by Ashland (ISP, POI Chemical), can also be used as another explicitly particularly suitable polyvinylpyrrolidone (PVP) becomes.
  • PVP K 30 is a very readily soluble polyvinylpyrrolidone in cold water, which has the CAS number 9003-39-8.
  • the molecular weight of PVP K 30 is approximately 40,000 g / mol.
  • polyvinylpyrrolidones are the substances known under the trade names LUVITEC K 17, LUVITEC K 30, LUVITEC K 60, LUVITEC K 80, LUVITEC K 85, LUVITEC K 90 and LUVITEC K 115 and available from BASF.
  • film-forming hydrophilic polymers from the group of copolymers of polyvinylpyrrolidone has also led to particularly good and true-to-color results.
  • Vinylester vinylpyrrolidone copolymers can be mentioned, as they are sold for example under the trademark Luviskol ® (BASF) in this context.
  • Luviskol ® VA 64 and Luviskol ® VA 73, each vinylpyrrolidone / vinyl acetate copolymers, are particularly preferred nonionic polymers.
  • styrene / VP copolymer and / or a vinylpyrrolidone-vinyl acetate copolymer and / or a VP / DMAPA acrylates copolymer and / or a VP / vinyl caprolactam / DMAPA acrylates copolymer are very particularly preferably used in the cosmetic compositions .
  • Vinylpyrrolidone-vinyl acetate copolymers are sold by BASF SE under the name Luviskol® VA.
  • a VP / vinyl caprolactam / DMAPA acrylate copolymer is sold, for example, under the trade name Aquaflex® SF-40 by Ashland Inc.
  • a VP / DMAPA acrylate copolymer is sold, for example, by Ashland under the name Styleze CC-10 and is a highly preferred copolymer containing vinylpyrrolidone.
  • copolymers which are obtained by reacting N-vinylpyrrolidone with at least one further monomer from the group consisting of V-vinylformamide, vinyl acetate, ethylene, propylene, acrylamide, vinylcaprolactam, vinylcaprolactone and / or vinyl alcohol can also be mentioned as further suitable copolymers of polyvinylpyrrolidone .
  • an agent according to the invention is characterized in that it contains at least one film-forming, hydrophilic polymer which is selected from the group consisting of polyvinylpyrrolidone (PVP), vinylpyrrolidone / vinyl acetate copolymers, vinylpyrrolidone / styrene copolymers, vinylpyrrolidone / Ethylene copolymers, vinyl pyrrolidone / propylene copolymers, vinyl pyrrolidone / vinyl caprolactam copolymers,
  • PVP polyvinylpyrrolidone
  • vinylpyrrolidone / vinyl acetate copolymers vinylpyrrolidone / styrene copolymers
  • vinylpyrrolidone / Ethylene copolymers vinyl pyrrolidone / propylene copolymers
  • vinyl pyrrolidone / vinyl caprolactam copolymers PVP
  • Vinyl pyrrolidone / vinyl formamide copolymers and / or vinyl pyrrolidone / vinyl alcohol copolymers are suitable copolymer of vinylpyrrolidone.
  • Another suitable copolymer of vinylpyrrolidone is the polymer known under the INCI name maltodextrin / VP copolymer.
  • the agents used in the process according to the invention can contain at least one nonionic, film-forming, hydrophilic polymer.
  • a nonionic polymer is understood to mean a polymer which, in a protic solvent - such as water - does not carry structural units with permanent cationic or anionic groups under standard conditions, which structural units must be compensated for by counterions while maintaining electroneutrality.
  • Cationic groups include, for example, quaternized ammonium groups, but no protonated amines.
  • Anionic groups include, for example, carboxyl and sulfonic acid groups.
  • agents which contain as nonionic, film-forming, hydrophilic polymer at least one polymer which is selected from the group are very particularly preferred
  • copolymers of N-vinylpyrrolidone and vinyl acetate are used, it is again preferred if the molar ratio of the structural units contained in the monomer N-vinylpyrrolidone to the structural units in the polymer comprising the monomer vinyl acetate is in the range from 20 to 80 to 80 to 20, in particular from 30 to 70 to 60 to 40.
  • Suitable copolymers of vinyl pyrrolidone and vinyl acetate are available, for example, from BASF SE under the trademark Luviskol® VA 37, Luviskol® VA 55, Luviskol® VA 64 and Luviskol® VA 73.
  • Another particularly preferred polymer is selected from the polymers with the INCI name VP / methacrylamide / vinyl imidazole copolymer, which are available, for example, from BASF SE under the trade name Luviset Clear.
  • Another very particularly preferred nonionic, film-forming, hydrophilic polymer is a copolymer of N-vinylpyrrolidone and N, N-dimethylaminiopropyl methacrylamide, which, for example, with the INCI name VP / DMAPA Acrylates Copolymer z. B. is sold under the trade name Styleze®CC 10 by the company ISP.
  • a cationic polymer according to the invention is the copolymer of N-vinylpyrrolidone, N-vinylcaprolactam, N- (3-dimethylaminopropyl) methacrylamide and 3- (methacryloylamino) propyllauryldimethylammonium chloride (INCI name: Polyquaternium-69), which, for example, under the trade name AquaStyle ® 300 (28-32 wt .-% active substance in ethanol-water mixture, molecular weight 350,000) is sold by the company ISP.
  • AquaStyle ® 300 28-32 wt .-% active substance in ethanol-water mixture, molecular weight 350,000
  • Vinylpyrrolidone vinylimidazoliummethochloride copolymers such as those offered under the names Luviquat.RTM ® FC 370, FC 550 and the INCI name Polyquaternium-16 and FC 905 and HM 552,
  • Vinylpyrrolidone-vinylcaprolactam-acrylate terpolymers such as those offered with acrylic acid esters and acrylic acid amides as the third monomer building block, for example under the name Aquaflex ® SF 40.
  • Polyquaternium-1 1 is the reaction product of diethyl sulfate with a copolymer of vinyl pyrrolidone and dimethylaminoethyl methacrylate.
  • 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 vinyl caprolactam and vinyl pyrrolidone with methyl vinyl imidazolium methosulfate and is available, for example, under the name Luviquat® Hold from BASF SE. Polyquaternium-46 is preferably used in an amount of 1 to 5% by weight, based on the total weight of the cosmetic composition. It is particularly preferred that Polyquaternium-46 is used in combination with a cationic guar compound. It is even most preferred that polyquaternium-46 be used in combination with a cationic guar compound and polyquaternium-1 1.
  • Suitable anionic film-forming, hydrophilic polymers which can be used are, for example, acrylic acid polymers which can be in uncrosslinked or crosslinked form. Corresponding products are sold, for example, under the trade names Carbopol 980, 981, 954, 2984 and 5984 by the company Lubrizol or also under the names Synthalen M and Synthalen K by the company 3V Sigma (The Sun Chemicals, Inter Harz). Examples of 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 the polysaccharides are hydroxyethyl cellulose, hydroxypropyl cellulose, ethyl cellulose and carboxymethyl cellulose.
  • Suitable film-forming, hydrophilic polymers from the group of acrylamides are, for example, polymers which are prepared starting from monomers of (meth) acrylamido-C1-C4-alkyl-sulfonic acid or the salts thereof.
  • Corresponding polymers can be selected from the polymers of polyacrylamidomethanesulfonic acid, polyacrylamidoethanesulfonic acid, polyacrylamidopropanesulfonic acid, poly2-acrylamido-2-methylpropanesulfonic acid, poly-2-methylacrylamido-2-methylpropanesulfonic acid and / or poly-2-methylacrylamido-n-butanesulfonic acid.
  • Preferred polyems of the poly (meth) arylamido-C1-C4-alkyl-sulfonic acids are crosslinked and neutralized to at least 90%. These polymers can be cross-linked or non-cross-linked.
  • Crosslinked and completely or partially neutralized polymers of the type of poly-2-acrylamido-2-methylpropanesulfonic acids are known under the INCI names "Ammonium Polyacrylamido-2-methylpropanesulphonate” or "Ammonium Polyacryldimethyltauramide”.
  • Another preferred polymer of this type is the crosslinked poly-2-acrylamido-2methyl-propanesulphonic acid polymer sold by Clamant under the trade name Hostacerin AMPS, which is partially neutralized with ammonia.
  • a method according to the invention is characterized in that the agent used in step (a) and / or (b) contains at least one anionic, film-forming, polymer.
  • step (a) and / or (b) contains at least one film-forming polymer which has at least one structural unit of the formula (P1) and at least one structural unit of the formula (P - II) includes
  • M stands for a hydrogen atom or for ammonium (NhU), sodium, potassium, 1 magnesium or 14 calcium.
  • a method according to the invention is characterized in that the film-forming polymer comprises (at least one structural unit of the formula (P-I) and at least one structural unit of the formula (P-II)
  • M represents a hydrogen atom or ammonium (NFU), sodium, potassium, 14 magnesium or 14 calcium.
  • the film-forming polymer (s) according to the invention are preferably used in certain amounts in the respective average.
  • agent (b) - based on the total weight of agent (b) - has one or more film-forming polymers in a total amount of 0.1 to 18.0% by weight %, preferably from 1.0 to 16.0% by weight, more preferably from 5.0 to 14.5% by weight and very particularly preferably from 8.0 to 12.0% by weight.
  • a method according to the invention is characterized in that the agent used in step (a) and / or (b), based in each case on the total weight of the agent, one or more film-forming polymers in a total amount of 0.1 to 18 , 0% by weight, preferably from 1.0 to 16.0% by weight, more preferably from 5.0 to 14.5% by weight and very particularly preferably from 8.0 to 12.0% by weight % contains. pH and alkalizing agent
  • the agents used in step (a) and / or (b) of the process according to the invention are preferably adjusted to a basic pH.
  • the pH value can be measured, for example, with a glass electrode, which is usually commercially available in the form of a combination electrode. Before the pH is measured, the glass electrodes are usually calibrated with calibration solutions of known pH.
  • the pH values in the sense of the present invention are understood to mean pH values which were measured at a temperature of 22 ° C. It has been shown that by setting the alkaline pH of at least 9.6, particularly resistant films could be produced on the keratin materials. Very particularly good results could be obtained if the agent applied in step (a) of the process had a pH of from 9.7 to 11.5, preferably from 9.8 to 11.3, more preferably from 9. 9 to 1 1, 0 and very particularly preferably from 10.0 to 10.9.
  • step (b) of the process also has a pH of 9.7 to 11.5, preferably 9.8 to 11.3, more preferably 9 , 9 to 1 1, 0 and very particularly preferably from 10.0 to 10.9.
  • the preferably alkaline pH can be adjusted by using one or more alkalizing agents.
  • Suitable alkalizing agents can be selected from the group consisting of ammonia, alkanolamines, basic amino acids and inorganic alkalizing agents.
  • alkanolamines which can be used in the compositions can be selected, for example, from the group of primary amines with a C2-C6-alkyl base which carries at least one hydroxyl group.
  • Preferred alkanolamines are selected from the group formed from 2-aminoethan-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1-aminopropane -2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1 -Amino-2-methylpropan-2-ol, 3-aminopropan-1, 2-diol, 2-amino-2-methylpropan-1, 3-diol.
  • agent or agents applied in the process contained at least one basic amino acid as an alkalizing agent.
  • amino acid in the sense of the invention is an organic compound which contains at least one protonatable amino group and at least one -COOH or a -S03H group in its structure.
  • Preferred amino acids are aminocarboxylic acids, in particular a- (alpha) -amino-carboxylic acids and w-aminocarboxylic acids, with a-aminocarboxylic acids being particularly preferred.
  • basic amino acids are understood to mean those amino acids which have an isoelectric point p1 of greater than 7.0.
  • Basic a-aminocarboxylic acids contain at least one asymmetric carbon atom.
  • both possible enantiomers can be used equally as a specific compound or else mixtures thereof, especially as racemates will.
  • the basic amino acids are preferably selected from the group which is formed from arginine, lysine, ornithine and histidine, particularly preferably from arginine and lysine.
  • an agent according to the invention is therefore characterized in that the alkalizing agent is a basic amino acid from the group arginine, lysine, ornithine and / or histidine.
  • Acidifying agents suitable according to the invention are, for example, citric acid, lactic acid, acetic acid or else dilute mineral acids (such as, for example, hydrochloric acid, sulfuric acid, phosphoric acid).
  • agents (a) and (b) used in the process described above can also contain one or more additional optional ingredients.
  • the agents can additionally contain one or more surfactants.
  • surfactants means 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 in addition to a hydrophobic residue have a positively charged hydrophilic group, and nonionic surfactants, which have no charges but strong dipole moments and are highly hydrated in aqueous solution.
  • Zwitterionic surfactants are surface-active compounds that contain at least one quaternary ammonium group and at least one -COO (_) - or -S03 (_) - group in the molecule.
  • Particularly suitable zwitterionic surfactants are the so-called betaines such as the N-alkyl-N, N-dimethylammonium glycinate, for example the cocoalkyl-dimethylammonium glycinate, N-acyl-aminopropyl-N, N-dimethylammonium glycinate, for example the cocoacylaminopropyl-dimethylammonium glycinate, and 2-alkyl-3-carboxymethyl-3-hydroxyethyl-imidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group, and the cocoacylaminoethylhydroxyethylcarboxymethylglycinate.
  • a preferred zwitterionic surfactant is the fatty acid amide derivative known under the INCI name Cocamidopropyl Betaine.
  • Ampholytic surfactants are surface-active compounds which, in addition to a Cs-C24-alkyl or -acyl group, contain at least one free amino group and at least one -COOH or -SCbH group in the molecule and are capable of forming internal salts.
  • ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each with about 8 to 24 C. Atoms in the alkyl group.
  • amphoteric or zwitterionic surfactants are alkyl betaines, alkyl amido betaines, amino propionates, aminoglycinates, imidazolinium betaines and sulfobetaines.
  • ampholytic surfactants are N-coconut alkylaminopropionate, coconut acylaminoethylaminopropionate and C12-Cis-acylsarcosine.
  • the agents can also additionally contain at least one nonionic surfactant.
  • Suitable nonionic surfactants are alkyl polyglycosides and alkylene oxide adducts with fatty alcohols and fatty acids, each with 2 to 30 moles of ethylene oxide per mole of fatty alcohol or fatty acid. Preparations with good properties are also obtained if they contain, as nonionic surfactants, fatty acid esters of ethoxylated glycerol which have been reacted with at least 2 moles of ethylene oxide.
  • the nonionic 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 particular agent.
  • the agents can additionally contain at least one cationic surfactant.
  • Cationic surfactants are understood to mean surfactants, that is to say surface-active compounds, each having one or more positive charges. Cationic surfactants contain only positive charges. These surfactants are usually composed of a hydrophobic part and a hydrophilic head group, the hydrophobic part generally consisting of a hydrocarbon skeleton (for example consisting of one or two linear or branched alkyl chains), and the positive charge (s) are located in the hydrophilic head group. Examples of cationic surfactants are examples of cationic surfactants.
  • quaternary ammonium compounds which can carry one or two alkyl chains with a chain length of 8 to 28 carbon atoms as hydrophobic radicals,
  • the cationic charge can also be part of a heterocyclic ring (for example an imidazolium ring or a pyridinium ring) in the form of an onium structure.
  • the cationic surfactant can also be other include uncharged functional groups, as is the case with ester quats, 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 particular agent.
  • the agents according to the invention can also contain at least one anionic surfactant.
  • Anionic surfactants are surface-active agents with exclusively anionic charges (neutralized by a corresponding counter cation).
  • anionic surfactants are fatty acids, alkyl sulfates, alkyl ether sulfates and ether carboxylic acids with 12 to 20 carbon atoms in the alkyl group and up to 16 glycol ether groups in the molecule.
  • the anionic surfactants are used in a total amount of 0.1 to 45% by weight, preferably 1 to 30% by weight and very particularly preferably 1 to 15% by weight, based on the total weight of the particular agent.
  • the agents may also contain other active ingredients, auxiliaries and additives, such as solvents, fat components such as the Cs-C30 fatty alcohols, the C8-C30 fatty acid triglycerides, the Cs-Cso fatty acid monoglycerides, the Cs-Cso fatty acid diglycerides and / or the hydrocarbons; Structurants such as glucose, maleic acid and lactic acid, hair-conditioning compounds such as phospholipids, for example lecithin and cephalins; Perfume oils, dimethyl isosorbide and cyclodextrins; active ingredients that improve fiber structure, in particular mono-, di- and oligosaccharides such as, for example, 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; Animal and /
  • compositions according to the invention are preferably used in the preparations according to the invention in amounts of in each case from 0.0001 to 25% by weight, in particular from 0.0005 to 15% by weight, based on the total weight of the particular agent.
  • the user can use one and the same means for steps (a) and (b) of the method, which is then characterized in that both
  • (b) contains at least one organic silicon compound from the group of the silanes with one, two or three silicon atoms.
  • a second object of the present invention is therefore an agent for coloring keratinous material containing
  • coated pigment and the organic silicon compound from the group of silanes with one, two or three silicon atoms were already disclosed in detail when the first subject matter of the invention was described.
  • Multi-component packaging unit (kit-of-parts)
  • the user can also use two different means for steps (a) and (b) of the method.
  • these means can be made available to the user in the form of a multi-component packaging unit (kit-of-parts).
  • a third subject of the present invention is therefore a multi-component packaging unit (kit-of-parts) for the treatment of keratinous material, comprising separately assembled:
  • coated pigments contained in agent (a) of the kit correspond to the coated pigments which were also used in step (a) of the process described above.
  • organic silicon compounds from the group of the silanes with one, two or three silicon atoms contained in the agent (b) of the kit correspond to the organic silicon compounds which were also used in step (b) of the process described above.
  • Example 1 Coating a pigment
  • agents (I) and (II) were mixed together in a 1: 1 ratio.
  • the pH of the resultant agent was adjusted to a value of 10.5 by adding ammonia or lactic acid. Then the agent was left for about 5 minutes.
  • This agent was then applied to strands of hair (Kerling, Euro natural hair white), massaged in briefly, and left to act for 1 minute. The agent was then rinsed out with water.
  • the agent (II) was applied to strands of hair (Kerling, Euronaturhaar white), massaged in briefly and left to act for 1 minute. The agent (II) was then rinsed out with water.
  • the agent (I) was applied to the lock of hair, left to act for 1 minute and then also rinsed out with water. An intense red color with good fastness to washing was obtained on the strand of hair.
  • the agent (I) was applied to strands of hair (Kerling, Euronaturhaar white), massaged in briefly and left to act for 1 minute. The agent (I) was then rinsed out with water.
  • the agent (II) was applied to the lock of hair, left to act for 1 minute and then also rinsed out with water.

Abstract

L'invention concerne un procédé de coloration de substance kératinique, en particulier de cheveux humains, comportant les étapes suivantes : (a) utilisation d'un agent sur la substance kératinique, contenant au moins un pigment revêtu présentant un noyau coloré et un revêtement contenant du silicium, et (b) utilisation d'un agent sur la substance kératinique, contenant au moins un composé organosilicium du groupe des silanes portant un, deux ou trois atomes de silicium.
EP19759553.1A 2018-11-20 2019-08-26 Procédé de traitement de cheveux comportant l'utilisation de pigments revêtus et de silanes Withdrawn EP3883523A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102018219876.4A DE102018219876A1 (de) 2018-11-20 2018-11-20 Verfahren zum Behandeln von Haaren umfassend die Anwendung von beschichteten Pigmenten und Silanen
PCT/EP2019/072690 WO2020104081A1 (fr) 2018-11-20 2019-08-26 Procédé de traitement de cheveux comportant l'utilisation de pigments revêtus et de silanes

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US (1) US20220000729A1 (fr)
EP (1) EP3883523A1 (fr)
JP (1) JP2022507807A (fr)
KR (1) KR20210093894A (fr)
CN (1) CN113038919A (fr)
DE (1) DE102018219876A1 (fr)
WO (1) WO2020104081A1 (fr)

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DE102020211757A1 (de) * 2020-09-21 2022-03-24 Henkel Ag & Co. Kgaa Mittel zur Entfärbung von keratinischem Material, das mit einer siliciumorganischen Verbindung und einem Pigment gefärbt wurde

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CA1322725C (fr) * 1986-12-19 1993-10-05 Jane Hollenberg Compositons cosmetiques a base d'une emulsion eau dans huile avec pigment
DE102005028385A1 (de) * 2005-06-20 2006-12-28 Wella Aktiengesellschaft Produktabgabesystem zum Versprühen haarkonditionierende Wirkstoffe enthaltender haarkosmetischer Zusammensetzungen
FR2907678B1 (fr) * 2006-10-25 2012-10-26 Oreal Composition de coloration des fibres keratiniques comprenant un copolymere bloc polysiloxane/polyuree
EP2168633B1 (fr) 2008-09-30 2016-03-30 L'Oréal Composition cosmétique comprenant un composé organique du silicium comportant au moins une fonction basique, un polymère filmogène hydrophobe, un pigment et un solvant volatil
US10357668B2 (en) * 2016-03-31 2019-07-23 L'oreal Inhibiting color fading with layer-by-layer films
WO2017172516A1 (fr) * 2016-03-31 2017-10-05 L'oreal Inhibition d'atténuation de couleur avec des films couche par couche

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KR20210093894A (ko) 2021-07-28
CN113038919A (zh) 2021-06-25
WO2020104081A1 (fr) 2020-05-28
US20220000729A1 (en) 2022-01-06

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