EP3968938A1 - Agent pour le traitement de fibres kératiniques contenant des silanes de formules définies - Google Patents

Agent pour le traitement de fibres kératiniques contenant des silanes de formules définies

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Publication number
EP3968938A1
EP3968938A1 EP20707623.3A EP20707623A EP3968938A1 EP 3968938 A1 EP3968938 A1 EP 3968938A1 EP 20707623 A EP20707623 A EP 20707623A EP 3968938 A1 EP3968938 A1 EP 3968938A1
Authority
EP
European Patent Office
Prior art keywords
mol
formula
composition
silanes
silane
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP20707623.3A
Other languages
German (de)
English (en)
Inventor
Torsten LECHNER
Juergen Schoepgens
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 EP3968938A1 publication Critical patent/EP3968938A1/fr
Pending legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58—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
    • A61K8/19—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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A61K8/731—Cellulose; Quaternized cellulose derivatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • 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
    • 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
    • A61Q5/08—Preparations for bleaching the hair
    • 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
    • A61K2800/42—Colour properties
    • A61K2800/43—Pigments; Dyes
    • A61K2800/432—Direct dyes
    • A61K2800/4324—Direct dyes in preparations for permanently dyeing the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/88—Two- or multipart kits
    • 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
    • A61K2800/95—Involves in-situ formation or cross-linking of polymers

Definitions

  • the present application is in the field of cosmetics and relates to a cosmetic composition which is a mixture of a monomeric silane compound (a) of a formula (I), a singly crosslinked silane (b) with at least one structural unit of the formula (II), a twofold contains crosslinked silane (c) with at least one structural unit of the formula (III), a fully crosslinked silane (d) with at least one structural unit of the formula (IV) and a siloxane of the formula (V) and / or (VI).
  • a cosmetic composition which is a mixture of a monomeric silane compound (a) of a formula (I), a singly crosslinked silane (b) with at least one structural unit of the formula (II), a twofold contains crosslinked silane (c) with at least one structural unit of the formula (III), a fully crosslinked silane (d) with at least one structural unit of the formula (IV) and a siloxane of the formula (V) and / or (VI).
  • a second subject of the present invention is a multicomponent packaging unit (kit-of-parts) for coloring keratinous material, which, separately packaged in two packaging units, comprises the cosmetic preparations (A) and (B), the composition (A ) is a composition of the first subject matter of the invention and the composition (B) contains at least one coloring compound.
  • kit-of-parts for coloring keratinous material
  • Oxidation dyes are usually used for permanent, intense dyeings with good fastness properties and good gray coverage. Such colorants usually contain oxidation dye precursors, so-called developer components and coupler components, which, under the influence of oxidizing agents such as hydrogen peroxide, form the actual dyes with one another. Oxidation dyes are characterized by very long-lasting coloring results.
  • color pigments are generally understood to mean insoluble, coloring substances. These are present undissolved in the form of small particles in the coloring formulation and are only deposited on the outside of the hair fibers and / or the skin surface. Therefore, they can usually be rewashed with a few washes with detergents containing surfactants Remove without leaving any residue.
  • Various products of this type are available on the market under the name of hair mascara.
  • oxidative coloring agents have so far been his only option.
  • an unpleasant smell of ammonia or amine cannot be completely avoided with oxidative hair coloring.
  • the hair damage still associated with the use of oxidative coloring agents also has an adverse effect on the user's hair.
  • EP 2168633 B1 deals with the problem of producing long-lasting hair colorations using pigments.
  • the document teaches that when a combination of pigment, organic silicon compound, hydrophobic polymer and a solvent is used, hair can be colored which is particularly resistant to shampooing.
  • the organic silicon compounds used in EP 2168633 B1 are reactive compounds from the class of alkoxy-silanes. These alkoxy-silanes hydrolyze in the presence of water at high speed and - depending on the amounts of alkoxy-silane and water used in each case - form hydrolysis products and / or condensation products. The influence of the amount of water used in this reaction on the properties of the hydrolysis or condensation product is described, for example, in WO 2013068979 A2.
  • a film or also a coating forms on the keratin material, which completely envelops the keratin material and in this way strongly influences the properties of the keratin material.
  • Possible areas of application are, for example, permanent styling or the permanent change in shape of keratin fibers.
  • the keratin fibers are mechanically brought into the desired shape and then fixed in this shape by forming the above-described coating.
  • Another very particularly suitable application is the coloring of keratin material;
  • the coating or the film is produced in the presence of a coloring compound, for example a pigment. The film colored by the pigment remains on the keratin material or the keratin fibers and results in surprisingly wash-resistant colorations.
  • the great advantage of the alkoxy-silane-based coloring principle is that the high reactivity of this class of compounds enables very fast coating. In this way, extremely good staining results can be achieved after a very short application period of just a few minutes.
  • the high reactivity of the alkoxy silanes also has some Disadvantage. Even minor changes in production and application conditions, such as changes in humidity and / or temperature, can lead to strong fluctuations in product performance. Above all, the work leading to this invention has shown that the alkoxy silanes are extremely sensitive to the conditions that prevail during the production and storage of the keratin treatment agents.
  • the alkoxy silanes can enter into complex hydrolysis and condensation reactions, which lead to mixtures of monomeric, dimeric and oligomeric compounds in equilibrium with one another. If the alkoxysilanes are compounds which contain several hydrolyzable alkoxy groups, each alkoxysilane can also enter into several condensation reactions. Depending on the number of condensations occurring per alkoxysilane molecule, the formation of linear condensates and also the formation of crosslinked, three-dimensional networks is possible.
  • the object of the present application to find a composition for the treatment of keratin material which contains the silane oligomers or silane condensates in an optimal mixture and composition.
  • the alkoxy silanes used to produce the agent should be hydrolyzed and condensed in a targeted manner in such a way that compositions with the optimal application properties could be obtained.
  • the agents produced in this way should have improved dyeing performance, i. E. When they are used in a dyeing process, dyeings with higher color intensity and improved fastness properties, in particular with improved wash fastness and improved rub fastness, should be achieved.
  • a composition is used to treat the keratin material which is a mixture of monomeric silanes (a) of a formula (I), dimeric or linear silane condensates (b) and (c) with structural units of the formulas (II) and (III), crosslinked silane condensates (d) with structural units of the formula (IV) and also siloxanes of the formula (V) and / or (VI).
  • a first subject of the present invention is a cosmetic composition for the treatment of keratinic material, in particular containing keratinic fibers
  • R1, R1 ', R1 independently of one another represent a hydrogen atom or a C 1 -C 6 -alkyl group
  • R2 stands for a C 1 -C 8 -alkyl group or for an amino-C 1 -C 8 -alkyl group
  • R3, R3 'independently of one another represent a hydrogen atom or a C 1 -C 6 -alkyl group
  • R4 represents a C 1 -C 8 -alkyl group or an amino-C 1 -C 8 -alkyl group
  • R5 represents a hydrogen atom or a C 1 -C 6 -alkyl group
  • R6 represents a C 1 -C 8 -alkyl group or an amino-C 1 -C 8 -alkyl group
  • R7 represents a C 1 -C 8 -alkyl group or an amino-C 1 -C 8 -alkyl group
  • z is an integer from 0 to 10 and
  • y is an integer from 1 to 5.
  • Keratinic material is understood to mean hair, skin, and nails (such as fingernails and / or toenails, for example). Furthermore, wool, furs and feathers also fall under the definition of keratinic material.
  • Keratinic material is preferably understood to mean human hair, human skin and human nails, in particular fingernails and toenails. Keratinic material is very particularly preferably understood to mean human hair.
  • Agents for treating keratinous material are understood to mean, for example, means for coloring the keratin material, means for reshaping or shaping keratinic material, in particular keratinic fibers, or also means for conditioning or maintaining the keratinic material.
  • the agents produced by the process according to the invention are particularly suitable for coloring keratinic material, in particular for coloring keratinic fibers, which are particularly preferably human hair.
  • coloring is used in the context of this invention for a coloring of the keratin material, especially the hair, caused by the use of coloring compounds, such as thermochromic and photochromic dyes, pigments, mica, substantive dyes and / or oxidation dyes.
  • coloring compounds such as thermochromic and photochromic dyes, pigments, mica, substantive dyes and / or oxidation dyes.
  • the aforementioned coloring compounds are deposited in a particularly homogeneous and smooth film on the surface of the keratin material or diffuse into the keratin fiber.
  • the film is formed in situ by oligomerization or polymerization of the organic silicon compound (s), and by the interaction of the coloring compound and the organic silicon compound and optionally other components, such as a film-forming, hydrophilic polymer.
  • compositions according to the invention are characterized by their content of at least one silane of the formula (I),
  • R1, R1 ', R1 "independently of one another represent a hydrogen atom or a C 1 -C 6 -alkyl group
  • R2 represents a C 1 -C 8 -alkyl group or an amino-C 1 -C 8 -alkyl group.
  • the silanes of the formula (I) are monomeric silanes. If at least one of the radicals R1, R1 'and R1 ”is a C 1 -C 6 -alkyl group, these compounds can also be referred to as C 1 -C 6 -alkoxysilanes. Silanes in which the radicals R1, R1 'and R1 ”represent a hydrogen can also be referred to as silanes.
  • the C 1 -C 6 -alkoxy-silanes of the formula (I) are each very reactive compounds which enter into a hydrolysis reaction in the presence of water. This hydrolysis reaction is exothermic and starts when the silanes (I) come into contact with water.
  • the reaction product is the corresponding hydroxysilane in which at least the corresponding radicals R1, R1 'and / or stands for a hydrogen atom.
  • the hydroxysilane can alternatively also be referred to as silanol.
  • the organic C 1 -C 6 -alkoxy-silane (s) are organic, non-polymeric silicon compounds.
  • Organic silicon compounds which are alternatively referred to as organosilicon compounds, are compounds that either have a direct silicon-carbon bond (Si-C) or in which the carbon is attached to the silicon via an oxygen, nitrogen or sulfur atom. Atom is linked.
  • silane stands for a group of chemical compounds based on a silicon backbone and hydrogen.
  • the hydrogen atoms have been completely or partially replaced by organic groups such as, for example, (substituted) alkyl groups and / or alkoxy groups.
  • a characteristic of the C 1 -C 6 -alkoxy-silanes according to the invention is that at least one C 1 -C 6 -alkoxy group is bonded directly to the silicon atom.
  • Examples of a C 1 -C 6 -alkyl group are the groups methyl, ethyl, propyl, isopropyl, n-butyl, s-butyl and t-butyl, n-pentyl and n-hexyl.
  • Propyl, ethyl and methyl are preferred alkyl radicals.
  • Examples of a C 1 -C 8 -alkyl group are, in addition to the aforementioned alkyl groups, also an n-hexyl group and an n-octyl group.
  • Examples of an R2 for an amino-C 1 -C 8 -alkyl group are the aminomethyl group, the 2-aminoethyl group, the 3-aminopropyl group, the 4-aminobutyl group, the 5-aminopentyl group and the 6-aminohexyl group.
  • the 3-aminopropyl group is very particularly preferred.
  • the radical R1 in the silanes of the formula (I) stands for a Ci-C 6 -alkyl group.
  • the radical R1 very particularly preferably represents a hydrogen atom, a methyl group or an ethyl group.
  • the radical R2 in the silanes of the formula (I) stands for a C 1 -C 8 -alkyl group or for an amino-Ci- Ce-alkyl group.
  • the radical R2 very particularly preferably represents a methyl group, an ethyl group, an n-hexyl group, an n-octyl group and a 3-aminopropyl group.
  • composition according to the invention contained at least one silane (a) of the formula (I) which is selected from the group consisting of:
  • compositions according to the invention were used with a coloring agent, keratin materials with a particularly intense color could be obtained in particular if the composition contained at least one silane (a) of the formula (Ia)
  • R1, R1 ', R1 independently of one another represent a hydrogen atom or a C 1 -C 6 -alkyl group.
  • a composition according to the invention is characterized in that it contains at least one silane (a) of the formula (Ia)
  • R1, R1 ‘, R1 independently of one another represent a hydrogen atom or a C1-C8-alkyl group.
  • R1, R1 ', R1 independently of one another represent a hydrogen atom or a C 1 -C 8 -alkyl group.
  • R1, R1 'and R1 ′′ independently of one another represent a hydrogen atom, a methyl group or an ethyl group.
  • composition according to the invention when used in a coloring agent, keratin materials with a particularly intense color could be obtained in particular when the composition contained at least one silane (a) of the formula (Ib)
  • R1, R1 R1 independently of one another represent a hydrogen atom or a C 1 -C 8 -alkyl group.
  • composition according to the invention is characterized in that it contains at least one silane (a) of the formula (Ib)
  • R1, R1 ', R1 "independently of one another represent a hydrogen atom or a C 1 -C 6 -alkyl group.
  • R1, R1 ', R1 independently of one another represent a hydrogen atom or a C 1 -C 6 -alkyl group.
  • R1, R1 'and R1 ′′ independently of one another represent a hydrogen atom, a methyl group or an ethyl group.
  • composition according to the invention is characterized in that it contains at least one silane (a) of the formula (Ia) and at least one silane of the formula (Ib)
  • radicals R1, R1 ', R1 "in the formula (la) can be selected independently of the radicals R1, R1', R1" in the formula (Ib) and independently of one another for a hydrogen atom or a C 1 -C 6 -alkyl group , particularly preferably a hydrogen atom, a methyl group or an ethyl group.
  • compositions according to the invention for treating keratin fibers can be prepared, for example, by mixing one or more C 1 -C 6 -alkoxy-silanes of the formula (I) with water.
  • a cosmetic one is very particularly preferred
  • Composition for the treatment of keratinic material in particular keratinic fibers, containing a product which is obtained by mixing (3-aminopropyl) triethoxysilane with methyltrimethoxysilane and water.
  • a cosmetic one is very particularly preferred
  • a cosmetic one is very particularly preferred
  • a cosmetic one is very particularly preferred
  • composition for the treatment of keratinous material in particular keratinous fibers, containing a product which is obtained by mixing (3-aminopropyl) triethoxysilane with propyltriethoxysilane and water.
  • a cosmetic one is very particularly preferred
  • a cosmetic one is very particularly preferred
  • a cosmetic one is very particularly preferred
  • a cosmetic one is very particularly preferred
  • the hydrolysis reaction can also take place several times per C 1 -C 6 -alkoxy-silane used:
  • the hydrolysis reaction can also take place several times per C 1 -C 6 -alkoxy-silane used:
  • silanes of the formula (I) are the C 1 -C 6 -alkoxysilanes described above or their hydrolysis products. It has proven to be very particularly preferred if a certain proportion of these silanes (I) remains in its monomeric form in the composition and the larger proportion of the silanes reacts further to form oligomeric condensates.
  • compositions according to the invention which - based on the total molar amount of all silicon compounds used in the composition - prefer one or more silanes (a) of the formula (I) in a total molar proportion of 0.05 to 10.0 mol% 0.1 to 8.0 mol%, more preferably from 0.3 to 6.0 mol% and very particularly preferably 1.4 to 4.0 mol%, very particularly good and intense color results were obtained.
  • composition containing - based on the total molar amount of all silicon compounds used in the composition - (a) one or more silanes of the formula (I) in a total molar proportion of 0.05 to 10.0 mol%, preferably 0.1 to 8.0 mol%, more preferably from 0.3 to 6.0 mol% and very particularly preferably 1.4 to 4.0 mol%.
  • composition according to the invention contains the silanes of the formula (Ia) in certain molar proportions.
  • silanes of the formula (Ia) in certain molar proportions.
  • compositions according to the invention which - based on the total molar amount of all silicon compounds used in the composition - (a) one or more silanes of the formula (Ia) in a total molar proportion of 0.2 to 7.0 mol%, preferred 0.4 to 6.0 mol%, more preferably from 0.8 to 5.0 mol% and very particularly preferably from 1.5 to 3.5 mol%, very particularly good and intense color results were obtained.
  • composition according to the invention contains the silanes of the formula (Ib) in certain molar proportions.
  • compositions according to the invention which - based on the total molar amount of all silicon compounds used in the composition - ((a) one or more silanes of the formula (Ib) in a total molar proportion of 0.05 to 5.0 mol%, preferably 0.1 to 4.0 mol%, more preferably from 0.15 to 2.0 mol% and very particularly preferably from 0.2 to 1.0 mol%, were able to produce particularly good and intense color results will.
  • composition containing - based on the total molar amount of all silicon compounds used in the composition - (a) one or more silanes of the formula (Ib) in a total molar proportion of 0.05 to 5.0 mol%, preferably 0.1 to 4.0 mol%, more preferably from 0.15 to 2.0 mol% and very particularly preferably from 0.2 to 1.0 mol%.
  • the percentage molar fraction of the silanes of the formula (I) contained in the compositions - or the silanes of the formulas (Ia) and (Ib) - is very particularly preferably determined by means of 29 silicon NMR spectroscopy.
  • the intregrals of the individual signals could be compared with one another.
  • the sum over all integrals was set equal to 100 mol%.
  • the area of each individual signal was related to the total sum over all integrals.
  • Silanes (b) which comprise at least one structural unit of the formula (II)
  • compositions according to the invention are their content of at least one silane (b) which comprises at least one structural unit of the formula (II)
  • R3, R3 'independently of one another represent a hydrogen atom or a C 1 -C 6 -alkyl group
  • R4 represents a C 1 -C 8 -alkyl group or an amino-C 1 -C 8 -alkyl group.
  • the silanes (b) have at least one structural unit of the formula (II).
  • the structural units of the formula (II) are singly crosslinked silanes which are obtained by the further condensation of the monomeric silanes of the formula (I). One reacts with this condensation monomeric silane (ie the structural subunit in formula (II) which carries the radicals R3 and R4) with elimination of water or alcohol with at least one further silane.
  • the radicals R3, R3 'independently of one another represent a hydrogen atom or a C 1 -C 6 -alkyl group.
  • the radical R4 stands for a C 1 -C 8 -alkyl group or an amino-Ci-C8-alkyl group.
  • the radical R4 very particularly preferably represents a methyl group, an ethyl group, an n-hexyl group, an n-octyl group or a 3-aminopropyl group.
  • bonds in the structural unit of the formula (II) which start from the silicon atom and are marked with an asterisk represent the further free bond valences of this silicon atom, i.e. this Si atom has three further bonds which preferably go to a further carbon atom or to an oxygen atom.
  • the structural unit of the formula (II) is thus characterized by the fact that it comprises a singly crosslinked silicon atom which has a further bond to a second silicon atom via the oxygen atom.
  • the silanes (b) which comprise the at least one structural unit of the formula (II) can be, for example, dimeric compounds which can be formed via the following reactions:
  • silanes (b) with at least one structural unit of the formula (II) are the dimers described above, the silanes (b) are structurally different from the silanes of groups (c) and (d).
  • Each of the dimeric silanes (b) drawn above comprises two structural units of the formula (II).
  • the silanes (b) which comprise at least one structural unit of the formula (II) can also be linear silane oligomers in which the structural units of the formula (II) are the end groups of the linear oligomer represent.
  • Each of the trimeric silanes (b) drawn above comprises two structural units of the formula (II).
  • silanes (b) which contain at least one structural unit of the formula (II) has been found to be particularly advantageous with regard to achieving good application properties.
  • keratin materials with a particularly intense color could be obtained in particular if the composition contained at least one silane (b) which comprises at least one structural unit of the formula (IIa),
  • R3, R3 'independently of one another represent a hydrogen atom or a C 1 -C 6 -alkyl group.
  • a composition according to the invention is characterized in that it contains at least one silane (b) which comprises at least one structural unit of the formula (IIIa),
  • R3, R3 'independently of one another represent a hydrogen atom or a C 1 -C 6 -alkyl group.
  • the radicals R3 and R3 'independently of one another represent a hydrogen atom or a C 1 -C 6 -alkyl group.
  • compositions according to the invention are used in a coloring agent, keratin materials with a particularly intense color could be obtained in particular if the composition contained at least one silane (b) which comprises at least one structural unit of the formula (IIb),
  • R3, R3 'independently of one another represent a hydrogen atom or a C 1 -C 6 -alkyl group.
  • composition according to the invention is characterized in that it contains at least one silane (b) which comprises at least one structural unit of the formula (IIb),
  • R3, R3 'independently of one another represent a hydrogen atom or a C 1 -C 6 -alkyl group.
  • the radicals R3 and R3 'independently of one another represent a hydrogen atom or a C 1 -C 6 -alkyl group.
  • the best performance properties were observed in compositions which contained both at least one silane (b) with at least one structural unit of the formula (IIa) and at least one silane (b) with at least one structural unit of the formula (IIb).
  • composition according to the invention is characterized in that it contains at least one silane (a) of the formula (Ia) and at least one silane of the formula (Ib)
  • radicals R3, R3 'in the formula (IIa) can be selected independently of the radicals R3, R3' in the formula (IIb) and independently of one another for a hydrogen atom or a C 1 -C 6 -alkyl group, particularly preferably for a hydrogen atom , a methyl group or an ethyl group.
  • compositions according to the invention which - based on the total molar amount of all silicon compounds used in the composition - one or more silanes (b) with a total molar proportion of 1.5 to 30.0 mol%, preferably from 4.0 to 25.0 mol%, more preferably from 8.0 to 20.0 mol% and very particularly preferably from 10.5 to 15.5 mol% of structural units of formula (II) were particularly good and intense color results receive.
  • a composition according to the invention containing - based on the total molar amount of all silicon compounds used in the composition - one or more silanes (b) with a total molar proportion of 1.5 to 30.0 mol is very particularly preferred -%, preferably from 4.0 to 25.0 mol%, more preferably from 8.0 to 20.0 mol% and very particularly preferably from 10.5 to 15.5 mol% of structural units of formula (II) .
  • composition according to the invention contains the silanes with at least one structural unit of the formula (IIIa) in certain molar proportions.
  • silanes according to the invention which - based on the total molar amount of all silicon compounds used in the composition - one or more silanes (b) with one Total molar fraction from 2.5 to 25.0 mol%, preferably from 4.0 to 18.0 mol%, more preferably from 8.0 to 16.0 mol% and very particularly preferably from 9.0 to 13 , 0 mol% of structural units of the formula (IIIa), particularly good and intense color results were obtained.
  • composition according to the invention containing - based on the total molar amount of all silicon compounds used in the composition - one or more silanes (b) with a total molar fraction of
  • composition according to the invention contains the silanes with at least one structural unit of the formula (IIb) in certain molar proportions.
  • compositions according to the invention which - based on the total molar amount of all silicon compounds used in the composition have one or more silanes (b) with a total molar proportion of 0.3 to 12.0 mol%, preferably 1.0 to 10.0 mol%, more preferably from
  • a composition according to the invention containing - based on the total molar amount of all silicon compounds used in the composition - one or more silanes (b) with a total molar proportion of 0.3 to 12.0 is very particularly preferred Mol%, preferably from 1.0 to 10.0 mol%, more preferably from 1.5 to 8.0 mol% and very particularly preferably from 2.0 to 3.5 mol% of structural units of the formula ( Nb).
  • the molar amount of the silanes (b) with structural unit of the formula (II) contained in the composition according to the invention is determined, as described above, very particularly preferably by means of quantitative 29 silicon NMR spectroscopy.
  • Silanes (c) which comprise at least one structural unit of the formula (III)
  • compositions according to the invention are their content of at least one silane (c) which comprises at least one structural unit of the formula (III),
  • R5 represents a hydrogen atom or a Ci-C 6 alkyl group
  • R6 represents a C 1 -C 8 -alkyl group or an amino-C 1 -C 8 -alkyl group.
  • the silanes (c) have at least one structural unit of the formula (III).
  • the structural units of the formula (III) are doubly crosslinked silanes which can be obtained by further condensation of the dimeric silanes of the formula (II). During this condensation, the dimeric silane reacts with at least one other silane, splitting off water or alcohol.
  • the radical R5 stands for a hydrogen atom or a C 1 -C 6 -alkyl group.
  • the radical R5 very particularly preferably represents a hydrogen atom, a methyl group or an ethyl group.
  • the radical R6 stands for a C 1 -C 8 -alkyl group or an amino-Ci-C8-alkyl group.
  • the radical R6 very particularly preferably represents a methyl group, an ethyl group, an n-hexyl group, an n-octyl group and a 3-aminopropyl group.
  • the structural unit of the formula (III) is thus characterized in that it comprises a doubly crosslinked silicon atom which has two further bonds to two silicon atoms via two oxygen atoms
  • the silanes (c) with at least one structural unit of the formula (III) are at least trimeric compounds, ie the silanes (c) were obtained by condensation of at least three monomeric C 1 -C 6 -alkoxysilanes.
  • the silanes (c) are particularly preferably linear oligomers or ring-shaped oligomers, it being possible for the oligomers to comprise, for example, between 3 and 20 structural units of the formula (III).
  • the silanes (c) which comprise the at least one structural unit of the formula (III) can be, for example, linear oligomeric compounds which can be formed via the following reactions:
  • the structural units of the formula (III) represent the middle part of the linear oligomer.
  • Each of the following trimers comprises a structural unit of the formula
  • the structural units of the formula (III) represent the middle part of the linear oligomer.
  • Each of the following silane condensates with 4 silane units comprises two structural units of the formula (III).
  • the silanes (c) which comprise the at least one structural unit of the formula (III) can also be ring-shaped oligomeric compounds.
  • the ring-shaped silane condensates consist of structural units of the formula (III), the ring size determining the number of structural units of the formula (III).
  • Each of the following silane condensates with 4-silane units comprises four structural units of the formula (III).
  • silanes (c) which contain at least one structural unit of the formula (III) has proven to be particularly advantageous with regard to achieving good application properties.
  • keratin materials with a particularly intense color could be obtained if the composition contained at least one silane (c) which comprises at least one structural unit of the formula (purple),
  • R5 represents a hydrogen atom or a C 1 -C 6 alkyl group.
  • a composition according to the invention is characterized in that it contains at least one silane (c) which comprises at least one structural unit of the formula (purple),
  • R5 represents a hydrogen atom or a C 1 -C 6 alkyl group.
  • the radical R5 stands for a hydrogen atom or a C 1 -C 6 -alkyl group.
  • R5 very particularly preferably represents a hydrogen atom, a methyl group or an ethyl group.
  • compositions according to the invention are used in a coloring agent, keratin materials with a particularly intense color could be obtained in particular if the composition contained at least one silane (c) which comprises at least one structural unit of the formula (II Ib),
  • R5 represents a hydrogen atom or a C 1 -C 6 alkyl group.
  • a composition according to the invention is characterized in that it contains at least one silane (b) which comprises at least one structural unit of the formula (IIb), (lllb),
  • R5 represents a hydrogen atom or a C 1 -C 6 alkyl group.
  • the radical R5 stands for a hydrogen atom or a C 1 -C 6 -alkyl group.
  • R5 very particularly preferably represents a hydrogen atom, a methyl group or an ethyl group.
  • a composition according to the invention is characterized in that it contains at least one silane (c) of the formula (lilac) and at least one silane of the formula (IIIb)
  • the radical R5 in the formula (purple) can be chosen independently of the radical R5 in the formula (IIIb) and independently of one another for a hydrogen atom or a C 1 -C 6 -alkyl group, particularly preferably a hydrogen atom, a methyl group or an ethyl group stands.
  • compositions according to the invention which - based on the total molar amount of all silicon compounds used in the composition - one or more silanes (c) with a total molar proportion of 8.0 to 40.0 mol%, preferably from 12.0 to 35.0 mol%, more preferably of 16.0 to 30.0 mol% and very particularly preferably from 19.0 to 23.0 mol% of structural units of the formula (III), very particularly good and intense color results were obtained.
  • a composition according to the invention containing - based on the total molar amount of all silicon compounds used in the composition - one or more silanes (c) with a total molar proportion of 8.0 to 40.0 mol is particularly preferred -%, preferably from 12.0 to 35.0 mol%, more preferably from 16.0 to 30.0 mol% and very particularly preferably from 19.0 to 23.0 mol% of structural units of the formula (IN ).
  • composition according to the invention contains the silanes with at least one structural unit of the formula (purple) in certain molar proportions.
  • silanes according to the invention which - based on the total molar amount of all silicon compounds used in the composition - one or more silanes (c) with a total molar proportion of 9.0 to 30.0 mol%, preferably from 10.0 to 25.0 mol%, more preferably from 11.0 to 20.0 mol% and very particularly preferably from 12.0 to 16.0 mol% of structural units of the formula (purple) were particularly good and get intense color results.
  • a composition according to the invention containing - based on the total molar amount of all silicon compounds used in the composition - one or more silanes (c) with a total molar fraction of 9.0 to 30.0 mol is very particularly preferred -%, preferably from 10.0 to 25.0 mol%, more preferably from 11.0 to 20.0 mol% and very particularly preferably from 12.0 to 16.0 mol% of structural units of the formula ( purple).
  • composition according to the invention contains the silanes with at least one structural unit of the formula (III b) in certain molar proportions.
  • silanes according to the invention which - based on the total molar amount of all silicon compounds used in the composition - one or more silanes (c) with a total molar proportion of 1.0 to 22.0 mol%, preferably from 2.0 to 18.0 mol%, more preferably from 3.0 to 14.0 mol% and very particularly preferably from 4.0 to 7.0 mol% of structural units of the formula (IIIb) were particularly good and intensive Get color results.
  • a composition according to the invention containing - based on the total molar amount of all silicon compounds used in the composition - one or more silanes (c) with a total molar fraction of 1.0 to 22.0 mol is very particularly preferred -%, preferably from 2.0 to 18.0 mol%, more preferably from 3.0 to 14.0 mol% and very particularly preferably from 4.0 to 7.0 mol% of structural units of the formula (IIIb ).
  • the molar quantity of the silanes (c) with structural unit of the formula (III) contained in the composition according to the invention is, as described above, very particularly preferably by means of quantitative 29 silicon NMR spectroscopy.
  • Silanes (d) which comprise at least one structural unit of the formula (IV)
  • compositions according to the invention are their content of at least one silane (d) which comprises at least one structural unit of the formula (IV),
  • R7 represents a C 1 -C 8 -alkyl group or an amino-C 1 -C 8 -alkyl group.
  • the silanes (d) have at least one structural unit of the formula (IV).
  • the structural units of the formula (IV) are triply crosslinked silanes which can be obtained, for example, through the complete crosslinking of the monomeric C 1 -C 6 alkoxysilanes.
  • the structural units of the formula (IV) are formed in that all three C 1 -C 6 -alkoxy groups of a silane of the formula (I) - optionally after previous hydrolysis - condense with further silicon atoms with elimination of water or alcohol, so that a branched, network-like structure is created.
  • the central silicon atom which bears the radical R7, is bonded to three other silicon atoms in this way via three oxygen atoms.
  • the radical R7 stands for a C 1 -C 8 -alkyl group or an amino-Ci-C8-alkyl group.
  • the radical R7 very particularly preferably represents a methyl group, an ethyl group, an n-hexyl group, an n-octyl group and a 3-aminopropyl group.
  • the structural unit of the formula (IV) is thus characterized by the fact that it comprises a three-fold crosslinked silicon atom which has three further bonds to three silicon atoms via three oxygen atoms
  • the silanes (d) with at least one structural unit of the formula (IV) are oligomers with at least 4 Si atoms, ie the silanes (d) were obtained by condensation of at least four monomeric C 1 -C 6 -alkoxysilanes.
  • the silanes (d) which comprise the at least one structural unit of the formula (IV) can be, for example, crosslinked oligomeric compounds which can be formed via the following reactions:
  • Each of these crosslinked oligomers formed from 4 monomeric silane units comprises a structural unit of the formula (IV).
  • silanes (d) which contain at least one structural unit of the formula (IV) has proven particularly advantageous with regard to achieving good application properties.
  • keratin materials with a particularly intense color could be obtained in particular if the composition contained at least one silane (d) which comprises at least one structural unit of the formula (IVa),
  • composition according to the invention is characterized in that it contains at least one silane (d) which comprises at least one structural unit of the formula (IVa),
  • compositions according to the invention are used in a coloring agent, keratin materials with a particularly intense color could be obtained in particular when the composition contained at least one silane (c) which comprises at least one structural unit of the formula (IVb),
  • composition according to the invention is characterized in that it contains at least one silane (d) which comprises at least one structural unit of the formula (IVb),
  • compositions according to the invention which - based on the total molar amount of all silicon compounds used in the composition - one or more silanes (d) with a total molar fraction of 6.0 to 32.0 mol%, preferably from 8.0 to 26.0 mol%, more preferably from 10.0 to 20.0 mol% and very particularly preferably from 11.0 to 15.0 mol% of structural units of the formula (IV) were particularly good and get intense color results.
  • a composition according to the invention containing - based on the total molar amount of all silicon compounds used in the composition - one or more silanes (d) with a total molar fraction of 6.0 to 32.0 mol is very particularly preferred -%, preferably from 8.0 to 26.0 mol%, more preferably from 10.0 to 20.0 mol% and very particularly preferably from 11.0 to 15.0 mol% of structural units of the formula ( IV).
  • the molar amount of the silanes (c) with structural unit of the formula (III) contained in the composition according to the invention is, as described above, very particularly preferably by means of quantitative 29 silicon NMR spectroscopy.
  • compositions according to the invention are their content of at least one siloxane (s) of the formula (V) and / or (VI),
  • z is an integer from 0 to 10 and
  • y is an integer from 1 to 5.
  • siloxanes are understood to be linear or cyclic siloxanes
  • the linear siloxanes correspond to the compounds of the formula (V)
  • the cyclic siloxanes are compounds of the formula (VI).
  • Linear siloxanes (e) are compounds of the general formula (V)
  • z is an integer from 0 to 10.
  • z stands for the numbers 0, 1, 2 or 3.
  • Very particularly preferred linear siloxanes of the formula (V) are, for example
  • Hexamethyldisiloxane has the CAS number 107-46-0 and can be obtained commercially from Sigma-Aldrich, for example.
  • Octamethyltrisiloxane has the CAS number 107-51 -7 and is also commercially available from Sigma-Aldrich.
  • Decamethyltetrasiloxane has the CAS number 141-62-8 and is also commercially available from Sigma-Aldrich.
  • y is an integer from 1 to 5.
  • Z preferably stands for the numbers 1, 2 or 3.
  • Very particularly preferred cyclic siloxanes (e) are for example
  • a composition according to the invention is characterized in that it contains at least one siloxane of the formula (V) and / or (VI),
  • y is an integer from 1 to 3.
  • Very particularly suitable siloxanes (e) are selected from the group consisting of hexamethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane and / or decamethylcyclopentasiloxane.
  • a composition according to the invention is characterized in that it contains at least one siloxane (s) selected from the group consisting of hexamethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane and / or decamethylcyclopentasiloxane.
  • siloxane s
  • the siloxanes (e) are built up exclusively from dialkylsilyl groups (especially dimethylsilyl groups) and trialkylsilyl groups (especially trimethylsilyl groups) which are linked to one another via oxygen atoms.
  • the oligoalkylsiloxanes are therefore not reactive compounds themselves and also have no hydrolyzable groups.
  • the siloxanes (e) serve in particular as solubilizers and are used to increase the stability of the compositions. It was found that the compositions which, in addition to the organic silicon compounds (silanes) (a) to (d), also contained siloxanes (e), had a particularly good storage stability. Without being restricted to this theory, it is assumed that the reactive organic silicon compounds (in particular the silanes (a) to (d)) dissolve very well in the siloxanes, the inert character of the siloxanes preventing the silanes from reacting too quickly and protects the silanes from humidity. In this way, the silanes (a) to (d) contained in the compositions according to the invention do not react prematurely in an undesired manner, and their reactivity is retained.
  • the siloxanes (e) also give signals, whereby in the case of the siloxanes the integrated area under the signal is linearly correlated with the number of silicon atoms per siloxane used. To determine the percentage mole fraction that falls on the siloxanes (e), the integral under the corresponding area must therefore be divided by the number of silicon atoms per molecule
  • the siloxanes (e) are also very particularly preferably contained in the composition according to the invention in certain quantity ranges.
  • compositions according to the invention which - based on the total weight of the composition - (e) one or more siloxanes of the formula (V) and / or (VI) in a total amount of 20.0 to 80.0% by weight, preferably 30, 0 to 70.0% by weight, more preferably from 40.0 to 60.0% by weight and very particularly preferably from 45.0 to 55.0% by weight, very particularly good and intense color results were obtained .
  • a composition according to the invention containing - based on the total weight of the composition - (e) one or more siloxanes of the formula (V) and / or (VI) in a total amount of 20.0 to 80 is very particularly preferred, 0% by weight, preferably from 30.0 to 70.0% by weight, more preferably from 40.0 to 60.0% by weight and very particularly preferably from 45.0 to 55.0% by weight .
  • compositions containing the silanes (a), (b), (c), (d) and (e)
  • compositions according to the invention contain a mixture of the monomeric or oligomeric silanes (a), (b), (c) and (d) and the siloxanes (e).
  • the preparation of these compositions is possible, for example, by reacting the monomeric C 1 -C 6 -alkoxy-silanes (a) of the formula (I) with water, the chosen amounts of C 1 -C 6 -alkoxy-silanes and water being a determining factor for the Quantities are in which the silanes (a), (b), (c) and (d) are formed.
  • a siloxane such as hexamethyldisiloxane can then be added to the composition.
  • the reaction of the organic C 1 -C 6 alkoxy silanes with water can take place in various ways.
  • One possibility is to initially charge the desired amount of water in the reaction vessel or reactor and then to add the C 1 -C 6 -alkoxy-silane (s) (a1) and (a2).
  • the appropriate amounts of C 1 -C 6 -alkoxy-silanes of the formula (I) are initially placed in a reaction vessel or reactor, and the desired amount of water is then added.
  • the water can be added continuously, in partial amounts or directly as a total amount.
  • the reaction mixture is preferably cooled and / or the amount and rate of addition of the water are adjusted.
  • the addition and reaction can take place over a period of 2 minutes to 72 hours.
  • the mixture of silicon compounds (a) to (e) is very particularly preferably contained in the composition according to the invention in certain quantity ranges. Particularly good results have been obtained when the composition - based on its total weight - has one or more silanes and siloxanes (a) to (e) in a total amount of 30.0 to 99.0% by weight, preferably from 50.0 to 99.0 wt%, more preferably from 70.0 to 99.0 wt%, even further preferably from 90.0 to 99.0% by weight and very particularly preferably from 95.0 to 99.0% by weight.
  • a composition according to the invention is very particularly preferred which contains - based on the total weight of the composition - one or more silanes and siloxanes (a) to (e) in a total amount of 30.0 to 99.0% by weight , preferably from 50.0 to 99.0% by weight, more preferably from 70.0 to 99.0% by weight, even more preferably from 90.0 to 99.0% by weight and very particularly preferably from 95.0 to 99.0 weight percent.
  • these quantitative data are understood to mean that the composition according to the invention contains the organic silicon compounds (a) and (b) and (c) and (d) and (e), the total amount of all organic silicon compounds (a) to ( e) lies within the preferred and particularly preferred weight ranges according to the invention. All data in percent by weight are based on the total weight of the organic silicon compounds (a) to (e) contained in the composition, which is related to the total weight of the composition.
  • the preparation of the mixture of the organic C 1 -C 6 -alkoxy-silanes of the formula (I) and water can, for example, in a reaction vessel or a reactor, preferably in a double-walled reactor, a reactor with an external heat exchanger, a tubular reactor, a reactor with a thin film Evaporator, a reactor with falling film evaporator and / or a reactor with an attached condenser.
  • a reaction vessel that is very well suited for smaller batches is, for example, a glass flask with a capacity of 1 liter, 3 liters or 5 liters, which is usually used for chemical reactions, for example a 3 liter one- or multi-neck flask with ground joints.
  • a reactor is a delimited space (receptacle, container) that has been specially designed and manufactured to allow certain reactions to take place and control under defined conditions.
  • Typical reactors can, for example, have a capacity of 10 liters, 20 liters or 50 liters. Larger reactors for the production area can also have capacities of 100 liters, 500 liters or 1000 liters.
  • Double-wall reactors have two reactor shells or reactor walls, with a temperature control liquid being able to circulate in the area located between the two walls. This enables the temperature to be set particularly well to the required values.
  • the use of reactors, in particular double-walled reactors with an enlarged heat exchange surface, has also proven to be particularly suitable, with the heat exchange being able to take place either through internal fittings or also through the use of an external heat exchanger.
  • the partially or fully hydrolyzed silanes formed during the hydrolysis are also reactive compounds which can enter into subsequent reactions in which these silanes of different degrees of hydrolysis condense with one another.
  • the extent of the condensation reaction is in turn determined by the amount of water initially added.
  • the amount of water is preferably measured so that the condensation is a partial condensation, with “partial condensation” or “partial condensation” in this context meaning that not all condensable groups of the silanes present react with one another, so that the organic silicon compound formed per molecule still has on average at least one hydrolyzable / condensable group.
  • the amounts of C 1 -C 6 alcohols and water released in the condensation reaction can be removed from the reaction mixture by various separation methods (for example by distillation).
  • the composition according to the invention When the composition according to the invention is used on the keratin material, the production of a stable, cohesive and uniform coating is the basic requirement for achieving the desired application properties. Intensive and long-lasting colorations can be obtained above all if the coloring compounds can be integrated into a correspondingly resistant coating. It has been found that it is essential for this to keep the content of C 1 -C 6 alcohols in the composition according to the invention as low as possible. For this reason, there is a stipulation that the composition according to the invention contains one or more C 1 -C 6 alcohols in a total amount of 0.001 to 10.0% by weight.
  • C 1 -C 6 -alcohols are understood as meaning alcohols with one hydroxyl group or several hydroxyl groups which comprise 1 to 6 carbon atoms. These alcohols can be linear or branched, saturated or mono- or polyunsaturated.
  • C 1 -C 6 monoalcohols are in particular the alcohols from the group consisting of methanol, ethanol, n-propanol, isopropanol, 1-butanol, 2-butanol, 1-pentanol, 2-pentanol, 3-pentanol, 1 - Hexanol, 2-hexanol and 3-hexanol understood.
  • C 1 -C 6 alcohols with two hydroxyl groups are, for example, ethylene glycol, 1,2-propanediol and 1,3-propanediol.
  • a C 1 -C 6 alcohol with three hydroxyl groups is, for example, glycerol.
  • the content of C 1 -C 6 alcohols in the composition according to the invention can be determined by means of various analytical methods.
  • One possibility is measurement using GC-MS.
  • Gas chromatography with mass spectrometry coupling is the coupling of a gas chromatograph (GC) with a mass spectrometer (MS).
  • GC-MS gas chromatograph
  • MS mass spectrometer
  • the overall process or the device coupling is also referred to for short as GC-MS, GC / MS or GCMS
  • a sample of the composition can be analyzed by gas chromatography, for example in a double determination on a non-polar column.
  • the assigned components can be identified by mass spectrometry using library comparison spectra (eg NIST or Wiley).
  • the mean value is calculated from the double determinations. It can be quantified, for example, by means of internal standard calibration (eg with methyl isobutyl ketone).
  • C 1 -C 6 alkoxysilanes of the formula (I) which carry methoxysilane or ethoxysilane groups are very particularly preferably used in the process according to the invention. These have the advantage that during the hydrolysis and condensation, methanol and ethanol are released, which, due to their boiling points, can easily be removed from the reaction mixture by means of vacuum distillation.
  • Compliance with the maximum amounts of C 1 -C 6 alcohols described above can be achieved, for example, by removing the C 1 -C 6 alcohols from the reaction mixture.
  • the invention it is essential to the invention to limit the water content in the composition according to the invention to a value of 0.001 to 10.0% by weight of water.
  • composition - based on the total weight of the composition - was 0.01 to 9.0% by weight, preferably 0.1 to 7.0% by weight, more preferably 0.2 to 5% by weight , 0 wt .-% and very particularly preferably 0.5 to 3.0 wt .-% of water.
  • the determination of the water content in the composition according to the invention can be carried out by means of various known analytical methods.
  • One possibility is measurement using GC-MS.
  • Gas chromatography with mass spectrometry coupling is the coupling of a gas chromatograph (GC) with a mass spectrometer (MS).
  • the overall process or the device coupling is also referred to for short as GC-MS, GC / MS or GCMS.
  • Another possibility is to determine the water content by means of titration, for example by means of Karl Fischer titration.
  • the pH of the composition according to the invention can also have an influence on the condensation reaction. It was found here that alkaline pH values in particular stop condensation at the oligomer stage. The more acidic the reaction mixture, the faster the condensation appears to take place and the higher the molecular weight of the silane condensates formed during the condensation. For this reason, it is preferred if the composition has a pH of from 7.0 to 12.0, preferably from 7.5 to 11.5, more preferably from 8.5 to 11.0 and very particularly preferably from 9.0 to 11.0.
  • the water content of the composition is a maximum of 10.0% by weight and is preferably set even lower.
  • the measurement of the pH value with the usual methods known from the prior art (pH value measurement using glass electrodes using combination electrodes or pH indicator paper) can prove difficult.
  • the pH values according to the invention are those values which were obtained after mixing or diluting the composition in a weight ratio of 1: 1 with distilled water.
  • the corresponding pH value is measured accordingly after, for example, 50 g of the composition according to the invention have been mixed with 50 g of distilled water.
  • Composition characterized in that, after dilution with distilled water in a weight ratio of 1: 1, it has a pH of 7.0 to 12.0, preferably from 7.5 to 11.5, more preferably from 8.5 to 11 , 0 and very particularly preferably from 9.0 to 11.0.
  • the pH values are measured at a temperature of 22 ° C.
  • Ammonia, alkanolamines and / or basic amino acids can be used as alkalizing agents.
  • Alkanolamines can be selected from primary amines with a C2-C6-alkyl parent structure which carries at least one hydroxyl group.
  • Preferred alkanolamines are selected from the group which is formed from 2-aminoethan-1 -ol (monoethanolamine), 3-aminopropan-1 -ol, 4-aminobutan-1 -ol, 5-aminopentan-1 -ol, 1-aminopropane -2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1 -Amino-2-methyl-propan-2-ol, 3-aminopropan-1, 2-diol, 2-amino-2-methylpropan-1, 3-diol.
  • amino acid in the context of the invention is an organic compound which in its structure contains at least one amino group which can be protonated and at least one —COOH or one —SOsH group.
  • Preferred amino acids are aminocarboxylic acids, in particular ⁇ - (alpha) -amino carboxylic acids and w-aminocarboxylic acids, ⁇ -aminocarboxylic acids being particularly preferred.
  • basic amino acids are to be understood as meaning those amino acids which have an isoelectric point p1 of greater than 7.0.
  • Basic ⁇ -aminocarboxylic acids contain at least one asymmetric carbon atom.
  • both possible enantiomers can be used equally as specific compounds or mixtures thereof, in particular as racemates.
  • the basic amino acids are preferably selected from the group that is formed from arginine, lysine, ornithine and histidine, particularly preferably from arginine and lysine.
  • 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.
  • Inorganic alkalizing agents can also be used.
  • Inorganic alkalizing agents which can be used according to the invention are preferably selected from the group formed by sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium phosphate, potassium phosphate, sodium silicate, sodium metasilicate, potassium silicate, sodium carbonate and potassium carbonate.
  • Very particularly preferred alkalizing agents are ammonia, 2-aminoethan-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4-aminobutan-1 -ol, 5-aminopentan-1 -ol, 1-aminopropan-2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1-amino-2- methylpropan-2-ol, 3-aminopropan-1, 2-diol, 2-amino-2-methylpropan-1, 3-diol, arginine, lysine, ornithine, histidine, sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium phosphate, potassium phosphate, Sodium silicate, sodium metasilicate, potassium silicate, sodium carbonate and potassium carbonate.
  • Acidifying agents preferred according to the invention are pleasure acids, such as citric acid, acetic acid, malic acid or tartaric acid, and also dilute mineral acids.
  • Multi-component packaging unit (kit-of-parts)
  • composition described above is the storage-stable form of the silane blend (i.e. the silane blend), which preferably has a particularly low water content.
  • the user For use in a method for treating keratinous material, in particular for treating keratinous fibers, the user must convert this storage-stable blend into a ready-to-use agent.
  • the ready-to-use agent usually has a higher water content.
  • the user can mix the previously described low-water composition (i.e. the blend of silane condensates) with one or more other compositions shortly before use.
  • the previously described low-water composition i.e. the blend of silane condensates
  • all required compositions can be made available to the user in the form of a multi-component packaging unit (kit-of-parts).
  • compositions explicitly show very particularly good suitability when used in a dyeing process.
  • compositions according to the invention are used in a dyeing process
  • one or more coloring compounds can be used.
  • the coloring compound (s) can be contained, for example, in a separately packaged cosmetic composition (B).
  • a second subject matter of the present invention is a multi-component packaging unit (kit-of-parts) for coloring keratinic material, in particular human hair, which is packaged separately from one another -
  • the cosmetic composition ⁇ ) is a composition as disclosed in the description of the first subject of the invention in detail, and
  • the cosmetic composition (B) contains at least one coloring compound from the group of pigments and / or substantive dyes.
  • the coloring compound or compounds can preferably be selected from the pigments, the substantive dyes, the oxidation dyes, the photochromic dyes and the thermochromic dyes, particularly preferably from pigments and / or substantive dyes.
  • Pigments in the context of the present invention are understood to mean coloring compounds which at 25 ° C. in water have a solubility of less than 0.5 g / L, preferably less than 0.1 g / L, even more preferably less than 0, 05 g / L.
  • the water solubility can be achieved, for example, by means of the method described below: 0.5 g of the pigment is weighed out in a beaker. A stir fry is added. Then one liter of distilled water is added. This mixture is heated to 25 ° C. for one hour while stirring on a magnetic stirrer. 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 proportion of undissolved pigments remains on the filter paper, the solubility of the pigment is below 0.5 g / L.
  • Suitable color pigments can be of inorganic and / or organic origin.
  • an agent according to the invention is characterized in that it (b) contains at least one coloring compound from the group of inorganic and / or organic pigments.
  • Preferred color pigments are selected from synthetic or natural inorganic pigments.
  • Inorganic color pigments of natural origin can be made from chalk, ocher, umber, green earth, burnt Terra di Siena or graphite, for example.
  • black pigments such. B. iron oxide black, colored pigments such. B. ultramarine or iron oxide red and fluorescent or phosphorescent pigments can be used.
  • Colored metal oxides, hydroxides and oxide hydrates, mixed-phase pigments, sulfur-containing silicates, silicates, metal sulfides, complex metal cyanides, metal sulfates, metal chromates and / or molybdates are particularly suitable.
  • Particularly preferred color pigments are black iron oxide (CI 77499), yellow iron oxide (CI 77492), red and brown iron oxide (CI 77491), manganese violet (CI 77742), ultramarines (sodium aluminum sulfosilicates, CI 77007, Pigment Blue 29), chromium oxide hydrate (CI77289 ), Iron blue (Ferric Ferrocyanide, CI77510) and / or carmine (Cochineal).
  • Coloring compounds from the group of pigments which are likewise particularly preferred according to the invention are colored pearlescent pigments. These are usually based on mica and / or mica and can be coated with one or more metal oxides. Mica is one of the layered silicates. The most important representatives of these silicates are muscovite, phlogopite, paragonite, biotite, lepidolite and margarite. To produce the pearlescent pigments in conjunction with metal oxides, the mica, predominantly muscovite or phlogopite, is coated with a metal oxide.
  • synthetic mica coated with one or more metal oxide (s) can also be used as a pearlescent pigment.
  • Particularly preferred pearlescent pigments are based on natural or synthetic mica (mica) and are coated with one or more of the aforementioned metal oxides. The color of the respective pigments can be varied by varying the layer thickness of the metal oxide (s).
  • an agent according to the invention is characterized in that it (b) contains at least one coloring compound from the group of pigments 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 coloring compounds based on mica or mica, which are coated with at least one metal oxide and / or a metal oxychloride.
  • an agent according to the invention is characterized in that it contains (b) at least one coloring compound 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), ultramarines (sodium aluminum sulfosilicates, CI 77007, pigment blue 29), chromium oxide hydrate ( CI 77289), chromium oxide (CI 77288) and / or iron blue (Ferric Ferrocyanide, CI 77510) are coated.
  • at least one coloring compound 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 (
  • color pigments are commercially available, for example under the trade names Rona®, Colorona®, Xirona®, Dichrona® and Timiron® from the company Merck, Ariabel® and Unipure® from Sensient, Prestige® from Eckart Cosmetic Colors and Sunshine® from Sunstar.
  • Colorona® Particularly preferred color pigments with the trade name Colorona® are, for example:
  • color pigments with the trade name Unipure® are, for example:
  • the agent according to the invention can also (b) contain one or more coloring compounds from the group of organic pigments
  • the organic pigments according to the invention are correspondingly insoluble, organic dyes or color lakes, for example from the group of nitroso, nitro, azo, xanthene, anthraquinone, isoindolinone, isoindoline, quinacridone, perinone, perylene -, Diketopyrrolopyorrole, indigo, thioindido, dioxazine, and / or triarylmethane compounds can be selected.
  • Particularly suitable organic pigments are, for example, carmine, quinacridone, phthalocyanine, sorghum, blue pigments with the color index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with the color index numbers CI 1 1680, CI 1 1710, CI 15985, CI 19140, CI 20040, CI 21 100, CI 21 108, CI 47000, CI 47005, green pigments with the Color Index numbers CI 61565, CI 61570, CI 74260, orange pigments with the Color Index numbers CI 1 1725, CI 15510, CI 45370, CI 71 105, red pigments with the color index numbers CI 12085, CI 12120, CI 12370, CI 12420, CI 12490, CI 14700, CI 15525, CI 15580, CI 15620, CI 15630, CI 15800
  • an agent according to the invention is characterized in that it (b) contains at least one coloring compound from the group of organic pigments, which is selected from the group of carmine, quinacridone, phthalocyanine, sorghum, blue pigments with the color index Numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with the Color Index numbers CI 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
  • the organic pigment can also be a colored lacquer.
  • the term “colored varnish” is understood to mean particles which comprise a layer of absorbed dyes, the unit of particles and dyestuff being included in the above. Conditions is insoluble.
  • the particles can be, for example, inorganic substrates, which can be aluminum, silica, calcium borosilicate, calcium aluminum borosilicate or also aluminum.
  • the alizarin color varnish for example, can be used as the color varnish.
  • the use of the aforementioned pigments in the agents according to the invention is particularly preferred. It is also preferred if the pigments used have a certain particle size. This particle size leads, on the one hand, to a uniform distribution of the pigments in the polymer film formed and, on the other hand, avoids a rough hair or skin feel after the cosmetic agent has been applied. It is therefore advantageous according to the invention if the at least one pigment has an average particle size D 50 of from 1.0 to 50 ⁇ m, preferably from 5.0 to 45 ⁇ m, more preferably from 10 to 40 ⁇ m, in particular from 14 to 30 ⁇ m.
  • the mean particle size Dso can be determined, for example, using dynamic light scattering (DLS).
  • the pigment or pigments (b) can be used in an amount of from 0.001 to 20% by weight, in particular from 0.05 to 5% by weight, based in each case on the total weight of the agent according to the invention.
  • the agents according to the invention can also contain one or more substantive dyes as coloring compounds (b).
  • Direct dyes are dyes that are absorbed directly onto the hair and not an oxidative process to develop the color need.
  • Substantive dyes are usually nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones, triarylmethane dyes or indophenols.
  • the substantive dyes for the purposes of the present invention have a solubility in water (760 mmHg) at 25 ° C. of more than 0.5 g / L and are therefore not to be regarded as pigments.
  • the substantive dyes preferably have a solubility in water (760 mmHg) at 25 ° C. of more than 1.0 g / l.
  • the substantive dyes particularly preferably have a solubility in water (760 mmHg) at 25 ° C. of more than 1.5 g / l.
  • Substantive dyes can be divided into anionic, cationic and nonionic substantive dyes.
  • an agent according to the invention is characterized in that it contains at least one anionic, cationic and / or nonionic substantive dye as coloring compound (b).
  • an agent according to the invention is characterized in that it contains (b) at least one anionic, cationic and / or nonionic substantive dye.
  • Suitable cationic substantive dyes are, for example, Basic Blue 7, Basic Blue 26, Basic Violet 2 and Basic Violet 14, Basic Yellow 57, Basic Red 76, Basic Blue 16, Basic Blue 347 (Cationic Blue 347 / Dystar), HC Blue No. 16, Basic Blue 99, Basic Brown 16, Basic Brown 17, Basic Yellow 57, Basic Yellow 87, Basic Orange 31, Basic Red 51 Basic Red 76
  • Nonionic nitro and quinone dyes and neutral azo dyes can be used as nonionic substantive dyes.
  • Suitable nonionic substantive dyes are those under the international names or trade names HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 12, HC Orange 1, Disperse Orange 3, HC Red 1, HC Red 3, HC Red 10, HC Red 1 1, HC Red 13, HC Red BN, HC Blue 2, HC Blue 1 1, HC Blue 12, Disperse Blue 3, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Disperse Black 9 known compounds , as well as 1, 4-diamino-2-nitrobenzene, 2-amino-4-nitrophenol, 1, 4-bis (2-hydroxyethyl) amino-2-nitrobenzene, 3-nitro-4- (2-hydroxyethyl) - aminophenol, 2- (2-hydroxyethyl) - amino-4,6-dinitrophenol, 4 - [(2-hydroxyethyl) amino] -3-nitro-1-methylbenzene, 1-
  • Acid dyes are taken to mean substantive dyes which have at least one carboxylic acid group (-COOH) and / or one sulfonic acid group (-SO3H).
  • -COOH carboxylic acid group
  • -SO3H sulfonic acid group
  • the protonated forms (-COOH, -SO3H) of the carboxylic acid or sulfonic acid groups are in equilibrium with their deprotonated forms (-COO-, -SO3 present). The proportion of protonated forms increases with decreasing pH.
  • Acid dyes according to the invention can also be used in the form of their sodium salts and / or their potassium salts.
  • the acid dyes for the purposes of the present invention have a solubility in water (760 mmHg) at 25 ° C. of more than 0.5 g / L and are therefore not to be regarded as pigments.
  • the acid dyes preferably have a solubility in water (760 mmHg) at 25 ° C. of more than 1.0 g / l.
  • alkaline earth salts such as calcium salts and magnesium salts
  • aluminum salts of acid dyes often have a poorer solubility than the corresponding alkali salts. If the solubility of these salts is below 0.5 g / L (25 ° C, 760 mmHg), they do not fall under the definition of a substantive dye.
  • An essential feature of the acid dyes is their ability to form anionic charges, the carboxylic acid or sulfonic acid groups responsible for this usually being linked to different chromophoric systems.
  • Suitable chromophoric systems are found, for example, in the structures of nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinone dyes, triarylmethane dyes, xanthene dyes, rhodamine dyes, oxazine dyes and / or indophenol dyes.
  • Acid Yellow 1 (D&C Yellow 7, Citronin A, Ext. D&C Yellow No. 7, Japan Yellow 403, CI 10316, COLIPA n ° B001), Acid Yellow 3 (COLIPA n °: C 54, D&C Yellow N ° 10, Quinoline Yellow, E104, Food Yellow 13), Acid Yellow 9 (CI 13015), Acid Yellow 17 (C1 18965), Acid Yellow 23 (COLIPA n ° C 29, Covacap Jaune W 1 100 (LCW), Sicovit Tartrazine 85 E 102 (BASF), Tartrazine, Food Yellow 4, Japan Yellow 4, FD&C Yellow No.
  • Acid Yellow 1 (D&C Yellow 7, Citronin A, Ext. D&C Yellow No. 7, Japan Yellow 403, CI 10316, COLIPA n ° B001), Acid Yellow 3 (COLIPA n °: C 54, D&C Yellow N ° 10, Quinoline Yellow, E104, Food Yellow 13), Acid Yellow 9 (CI 13015), Acid Yellow 17 (C1 18965), Acid Yellow 23 (COL
  • Acid Yellow 36 (CI 13065), Acid Yellow 121 ( CI 18690), Acid Orange 6 (CI 14270), Acid Orange 7 (2- Naphthol orange, Orange II, CI 15510, D&C Orange 4, COLIPA n ° C015), Acid Orange 10 (Cl 16230; Orange G sodium salt), Acid Orange 1 1 (CI 45370), Acid Orange 15 (CI 50120), Acid Orange 20 (CI 14600), Acid Orange 24 (BROWN 1; CI 20170; KATSU201; nosodiumsalt; Brown No.201; RESORCIN BROWN; ACID ORANGE 24; Japan Brown 201; D & C Brown No.1), Acid Red 14 (C.1.14720), Acid Red 18 (E124, Red 18; CI 16255), Acid Red 27 ( E 123, C1 16185, C-Red 46, Echtrot D, FD&C Red Nr.2, Food Red 9, Naphtholrot S), Acid Red 33 (Red 33, Fuchsia Red, D&C Red 33, C1 17
  • Acid Green 50 (Brillantklare indispensable BS, Cl 44090, Acid Brilliant Green BS, E 142), Acid Black 1 (Black n ° 401, Naphthalene Black 10B, Amido Black 10B, CI 20 470, COLIPA n ° B15), Acid Black 52 (CI 1571 1), Food Yellow 8 (CI 14270), Food Blue 5, D&C Yellow 8, D&C Green 5, D&C Orange 10, D&C Orange 1 1, D&C Red 21, D&C Red 27, D&C Red 33, D&C Violet 2 and / or D&C Brown 1.
  • the water solubility of the anionic substantive dyes can be determined, for example, in the following way. 0.1 g of the anionic substantive dye are placed in a beaker. A stir bar is added. Then 100 ml of water are added. This mixture is heated to 25 ° C. on a magnetic stirrer while stirring. It is stirred for 60 minutes. The aqueous mixture is then assessed visually. If there are still undissolved residues, the amount of water is increased - for example in steps of 10 ml. Water is added until the amount of dye used has completely dissolved. If the dye-water mixture cannot be assessed visually due to the high intensity of the dye, the mixture is filtered.
  • the dissolution test is repeated with a larger amount of water. If 0.1 g of the anionic substantive dye dissolves in 100 ml of water at 25 ° C., the solubility of the dye is 1.0 g / l.
  • Acid Yellow 1 is called 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid disodium salt and has a solubility in water of at least 40 g / L (25 ° C).
  • Acid Yellow 3 is a mixture of the sodium salts of mono- and sisulfonic acids of 2- (2-quinolyl) -1H-indene-1,3 (2H) -dione and has a water solubility of 20 g / L (25 ° C).
  • Acid Yellow 9 is the disodium salt of 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid, its water solubility is above 40 g / L (25 ° C).
  • Acid Yellow 23 is the trisodium salt of 4,5-dihydro-5-oxo-1 - (4-sulfophenyl) -4 - ((4-sulfophenyl) azo) - 1 H-pyrazole-3-carboxylic acid and at 25 ° C well in Water soluble.
  • Acid Orange 7 is the sodium salt of 4 - [(2-Hydroxy-1-naphthyl) azo] benzene sulfonate. Its water solubility is more than 7 g / L (25 ° C).
  • Acid Red 18 is the trinity salt of 7-hydroxy-8 - [(E) - (4-sulfonato-1-naphthyl) -diazenyl)] - 1,3-naphthalenedisulfonate and has a very high solubility in water of more than 20 wt. %.
  • Acid Red 33 is the diantrium salt of 5-amino-4-hydroxy-3- (phenylazo) -naphthalene-2,7-disulphonate, its water solubility is 2.5 g / L (25 ° C).
  • Acid Red 92 is the disodium salt of 3,4,5,6-tetrachloro-2- (1,4,5,8-tetrabromo-6-hydroxy-3-oxoxanthen-9-yl) benzoic acid, its water solubility is specified with greater than 10 g / L (25 ° C).
  • Acid Blue 9 is the disodium salt of 2 - ( ⁇ 4- [N-ethyl (3-sulfonatobenzyl] amino] phenyl ⁇ ⁇ 4 - [(N-ethyl (3-sulfonatobenzyl) imino] -2,5-cyclohexadiene-1 - ylidene ⁇ methyl) benzene sulfonate and has a water solubility of more than 20% by weight (25 ° C).
  • thermochromic dyes can also be used.
  • Thermochromism includes the property of a material to change its color reversibly or irreversibly depending on the temperature. This can be done both by changing the intensity and / or the wavelength maximum.
  • Photochromism includes the property of a material to change its color reversibly or irreversibly depending on the exposure to light, in particular UV light. This can be done both by changing the intensity and / or the wavelength maximum.
  • the cosmetic composition (B) can - based on the total weight of the cosmetic composition (B) - one or more pigments in a total amount of 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.
  • the cosmetic composition (B) can - based on the total weight of the cosmetic composition (B) - one or more substantive dyes in a total amount of 0.01 to 10.0 wt .-%, preferably 0.1 to 8.0 wt .-%, more preferably from 0.2 to 6.0% by weight and very particularly preferably from 0.5 to 4.5% by weight.
  • the multicomponent packaging unit (kit-of-parts) according to the invention can also contain one or more further separately packaged preparations, for example a cosmetic composition (C) that contains at least contains a thickening polymer, and / or a cosmetic composition (D) which contains at least one film-forming polymer.
  • a cosmetic composition (C) that contains at least contains a thickening polymer
  • D a cosmetic composition which contains at least one film-forming polymer
  • a multicomponent packaging unit (kit-of-parts) comprising is very particularly preferred
  • Vinylpyrrolidone / vinyl ester copolymers such as those marketed for example 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, such as are sold, for example, under the trademarks Culminal® and Benecel® (AQUALON) and Natrosol® types (Hercules).
  • Starch and its derivatives in particular starch ethers, for example Structure® XL (National Starch), a multifunctional, salt-tolerant starch;
  • Polyvinylpyrrolidones such as those sold under the name Luviskol® (BASF), for example.
  • a multicomponent packaging unit (kit-of-parts) comprising is very particularly preferred
  • At least one anionic polymer from the group of copolymers of acrylic acid, copolymers of methacrylic acid, homopolymers or copolymers of acrylic acid esters, homopolymers or copolymers of methacrylic acid esters, homopolymers or copolymers of acrylic acid amides homopolymers can be particularly preferred or copolymers of methacrylic acid amides, copolymers of vinyl pyrrolidone, copolymers of vinyl alcohol, copolymers of vinyl acetate, homopolymers or copolymers of ethylene, homopolymers or copolymers of propylene, homopolymers or copolymers of styrene, polyurethanes, polyesters and / or the polyamides are used.
  • a reactor with a heatable / coolable outer shell and a capacity of 15 liters was filled with 4.67 kg of methyltrimethoxysilane (34.283 mol). 1.33 kg (3-aminopropyl) triethoxysilane (6.008 mol) were then added with stirring. This mixture was stirred at 30 ° C. Then 670 ml of distilled water (37.18 mol) were added dropwise with vigorous stirring, the temperature of the reaction mixture being kept at 30 ° C. with external cooling. After the addition of water had ended, stirring was continued for a further 10 minutes. 6.542 kg (40.291 mol) of hexamethyldisiloxane were then added dropwise to the mixture obtained in this way, with stirring
  • Methyltrimethoxysilane molar mass 136.22 g / mol
  • reaction mixture was heated to a temperature of 65.degree. As soon as the reaction mixture had reached the temperature of 65 ° C., the reaction mixture was distilled over a period of 190 minutes. All substances distilled off were collected in a cooled receiver. The reaction mixture was then allowed to cool to room temperature.
  • the bottles were then stored at 50 ° C. for 14 days. After a storage time of 7 days and after 14 days, samples were taken again and examined by NMR spectroscopy.
  • Relaxation accelerator chromium (III) acetylacetonate
  • the integrated area of each individual signal was related to the total sum over all integrals.
  • the signals for the respective Detect compounds (a) and (b) separately ie the silanes with structural units of the formula (IIa) and (IIb) could, for example, be quantified separately.
  • the silanes could no longer be observed separately (i.e. a separation between silanes of the formula (IVa) and (IVb) was no longer visible).
  • a silane blend ie a composition (A) was used which was not stored (A-0), which was stored for a period of 7 days (A-7) and which for a period of 14 days was stored (A-14).
  • the ready-to-use composition was prepared in each case by mixing 1.5 g of the composition (A), 20.0 g of the composition (B) and 1.5 g of the composition (C). The compositions (A), (B) and (C) were each shaken for 1 minute. This ready-to-use agent was then dyed onto locks of hair (Kerling, Euronaturhaar white).
  • the ready-to-use composition was applied to each strand, left to act for 1 minute and then rinsed out.
  • composition (D) was then applied to each lock of hair, left to act for 1 minute and then also rinsed out with water.
  • the colored tresses were each dried and compared visually under a daylight lamp:

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Abstract

La présente invention concerne une composition cosmétique pour le traitement d'une matière kératinique, en particulier de fibres kératiniques, contenant (a) au moins un silane de formule (I), (b) au moins un silane qui comprend au moins un motif structural de formule (II), (c) au moins un silane qui comprend au moins un motif structural de formule (III), (d) au moins un silane qui comprend au moins un motif structural de formule (IV) et (e) au moins un siloxane de formule (V) et/ou de formule (VI).
EP20707623.3A 2019-05-15 2020-02-27 Agent pour le traitement de fibres kératiniques contenant des silanes de formules définies Pending EP3968938A1 (fr)

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DE102019207062.0A DE102019207062A1 (de) 2019-05-15 2019-05-15 Mittel zur Behandlung von keratinischen Fasern enthaltend Silane bestimmter Formeln
PCT/EP2020/055151 WO2020229005A1 (fr) 2019-05-15 2020-02-27 Agent pour le traitement de fibres kératiniques contenant des silanes de formules définies

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DE102021201097A1 (de) * 2021-02-05 2022-08-11 Henkel Ag & Co. Kgaa Mittel zum Färben von keratinischem Material, enthaltend mindestens zwei voneinander verschiedene organische Siliciumverbindungen, mindestens ein Pigment und mindestens einen flüssigen Fettbestandteil und/oder ein Lösungsmittel
DE102021201098A1 (de) * 2021-02-05 2022-08-11 Henkel Ag & Co. Kgaa Verfahren zur Behandlung von menschlichen Haaren mit Mitteln enthaltend Gemische aus organischen C1-C6-Alkoxy-Siloxanen

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ES2573052T3 (es) 2008-09-30 2016-06-03 L'oreal Composición cosmética integrada por un compuesto orgánico de silicio, -con al menos una función básica-, un polímero filmógeno hidrófobo, un pigmento y un solvente volátil
FR2964869B1 (fr) * 2010-09-20 2013-04-26 Oreal Composition cosmetique comprenant au moins un alkylalcoxysilane
FR2982155B1 (fr) 2011-11-09 2014-07-18 Oreal Composition cosmetique comprenant au moins un alcoxysilane
US10524999B2 (en) * 2015-12-14 2020-01-07 L'oreal Composition comprising a combination of particular alkoxysilanes and a fatty substance
FR3060980B1 (fr) * 2016-12-22 2019-05-31 L'oreal Procede de coloration des fibres keratiniques mettant en oeuvre une composition comprenant au moins deux organosilanes differents l'un de l'autre
GB2561014B (en) * 2017-04-02 2020-04-22 Henkel Kgaa Compositions and methods for coloring fibers

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