A process for coloring keratin fibers, comprising the application of a pretreatment agent containing a fatty acid (salt of) and the application of a coloring agent

A process combining a pretreatment agent with C8-C24 alkylcarboxylic acid and a coloring agent with pigments or direct dyes, using organic alkoxysilane, addresses the issues of odor and damage in oxidative hair coloring, achieving durable and uniform color on keratin fibers.

FR3167853A1Pending Publication Date: 2026-05-01HENKEL KGAA
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Patent Information

Authority / Receiving Office
FR · FR
Patent Type
Applications
Current Assignee / Owner
HENKEL KGAA
Filing Date
2025-10-24
Publication Date
2026-05-01

AI Technical Summary

Technical Problem

Existing hair coloring methods using oxidative agents result in unpleasant odors and hair damage, while direct dyes provide less durable colors, and there is a need for long-lasting, wash-resistant hair colors without these drawbacks.

Method used

A process involving a pretreatment agent containing C8-C24 alkylcarboxylic acid, followed by a coloring agent with pigments or direct dyes, and optionally a post-treatment agent, using organic Ci-C6 alkoxysilane without rinsing in between, to achieve stable and uniform color deposition on keratin fibers.

Benefits of technology

The process results in long-lasting, wash-resistant colors with improved hair integrity by forming a stable film on the fibers, ensuring uniform color distribution and minimizing hair damage.

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Abstract

A process for coloring keratin fibers, particularly human hair, comprising the following steps in the order indicated: (1) application of a pretreatment agent (V) to the keratin fibers, wherein the pretreatment agent (V) contains: (V1) at least one straight-chain or branched-chain alkylcarboxylic acid, saturated, monounsaturated, or polyunsaturated, having 8 to 24 carbon atoms, and / or its salt; (2) application of a coloring agent (F) to the keratin fibers, wherein the coloring agent (F) contains: (F1) at least one coloring compound from the group of pigments and direct dyes; (3) optionally, application of a posttreatment agent (N) to the keratin fibers, wherein at least one of agents (F) and / or (N) contains at least one organic C1-C6 alkoxysilane and / or its hydrolysis and / or condensation products; and wherein no The rinsing step is not carried out between steps (1) and (2).
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Description

Title of the invention: A method for coloring keratin fibers, comprising the application of a pretreatment agent comprising a fatty acid (salt of) and the application of a coloring agent

[0001] The present application relates to a process for treating keratin fibers, in particular human hair, which process comprises the application of a pretreatment agent (V), the application of a coloring agent (F), and optionally, the application of a posttreatment agent (N). The pretreatment agent (V) is characterized by its content of at least one C8-C24 alkylcarboxylic acid and / or its salt. The coloring agent contains at least one coloring compound from the group of pigments and direct dyes. In addition, at least one of the agents (F) and / or (N) contains an organic C1-C6 alkoxysilane, and no rinsing step is performed between the application of the pretreatment agent (V) and the coloring agent (F).

[0002] A second object of the present application is a pretreatment agent (V) which contains the C8-C24 alkylcarboxylic acid(s) and / or their salts in a solvent-based cosmetic carrier.

[0003] Modifying the shape and color of keratin fibers, particularly hair, represents an important area of ​​modern cosmetics. Those skilled in the art are familiar with various coloring systems for changing hair color, depending on the desired result. Oxidative coloring agents are typically used for intense, permanent color with good resistance and gray coverage. These coloring agents usually contain precursors of oxidative dyes, called developer and coupler components, which, under the influence of oxidizing agents such as hydrogen peroxide, combine to form the dyes themselves. Oxidative coloring agents are characterized by very long-lasting color results.

[0004] When using direct dyes, ready-to-use dyes diffuse from the coloring agent into the hair fiber. Compared to oxidative hair coloring, colors obtained with direct dyes have lower durability and are washed out more quickly. Colors obtained with direct dyes generally remain on the hair for a period ranging from 5 to 20 washes.

[0005] The use of color pigments for short-term color changes on hair and / or skin is known. "Color pigments" generally refers to insoluble coloring substances. These are present in an undissolved form as small particles in the coloring formulation and are deposited on the hair fibers and / or skin surface only from the outside. Consequently, they can usually be removed without residue by a few washes with cleansing agents containing surfactants. Various products of this type, called "hair mascaras," are available on the market.

[0006] If the user desires particularly long-lasting hair color, the use of oxidative coloring agents is currently their only option. However, despite numerous attempts at optimization, it is impossible to completely avoid an unpleasant ammonia or amine odor during oxidative hair coloring. Similarly, the hair damage associated with the use of oxidative coloring agents has a detrimental effect on the user's hair.

[0007] Document EP 2168633 B1 relates to the problem of producing long-lasting hair dyes using pigments. The document teaches that, when using a combination of a pigment, a silicon organic compound, a film-forming polymer, and a solvent on hair, dyes that are particularly resistant to wear and / or shampooing can be generated.

[0008] There is a need to make available hair dyes containing pigments that, on the one hand, have high resistance to washing and rubbing and, on the other hand, do not negatively alter hair properties such as manageability and feel. To achieve this, it would be desirable to obtain intense color through good, uniform pigment deposition on the keratinous material.

[0009] Consequently, the objective of the present invention was to provide a coloring system comprising pigments and / or direct dyes that possesses resistance properties comparable to those of oxidation coloring. Wash resistance, in particular, should be excellent, but it would be necessary to forgo the use of oxidation dye precursors commonly used for this purpose. Particular emphasis was also placed on producing uniform and long-lasting colors with the best possible wash resistance.

[0010] Surprisingly, it has been found that the aforementioned problem can be remarkably solved when keratin fibers, particularly human hair, are colored by a process in which, in a first step (1), a pretreatment agent (V) is first applied to the keratin fibers and then, in step (2), a coloring agent (F) is applied. Optionally, it is also possible to subsequently apply a posttreatment agent (N).

[0011] The pretreatment agent (V) contains at least one straight-chain or branched-chain alkylcarboxylic acid, saturated, monounsaturated, or polyunsaturated, comprising 8 to 24 carbon atoms, and / or its salt (VI). The coloring agent (F) contains at least one coloring compound from the group of pigments and direct dyes (Fl). In addition, the process is characterized in that at least one of the agents (F) and / or (N) contains at least one organic Ci-C6 alkoxysilane and / or its hydrolysis and / or condensation products, and in that no rinsing step is performed between steps (1) and (2).

[0012] Pretreatment of the keratin fibers with the pretreatment agent (V) resulted in a surprisingly regular and durable deposition of the coloring compound (Fl), and the coloring compounds were able to form, together with the organic alkoxysilane(s) in Ci-C6, a particularly stable and regular film.

[0013] A first object of the present invention relates to a process for coloring keratin fibers, in particular human hair, comprising the following steps in the order indicated:

[0014] (1) application of a pretreatment agent (V) to the keratin fibers, the agent of pretreatment (V) containing:

[0015] (VI) at least one straight-chain or branched-chain alkylcarboxylic acid, saturated or monounsaturated or polyunsaturated, comprising 8 to 24 carbon atoms, and / or its salt,

[0016] (2) application of a coloring agent (F) to the keratin fibers, the coloring agent coloring (F) containing:

[0017] (Fl) at least one coloring compound from the group of pigments and direct dyes,

[0018] (3) optionally, application of a post-treatment agent (N) to the fibers keratinous,

[0019] at least one of the agents (F) and / or (N) containing at least one organic Ci-C6 alkoxysilane and / or its hydrolysis and / or condensation products, and

[0020] no rinsing step being carried out between steps (1) and (2).

[0021] During the work leading to the present invention, it became apparent that the successive application of agents (V), (F), and optionally (N) made it possible to obtain very stable and wash-resistant stains on keratin fibers. The use of organic Ci-C6 alkoxysilane in the staining agent (F) and / or in the post-treatment agent (N) leads to the formation of a particularly resistant film on the keratin fibers. The use of at least one coloring compound from the pigment group and / or direct dyes in the staining agent (F) makes it possible to obtain colored films, or the coloring compounds are first deposited on the keratin fibers and are sealed by the organic Ci-C6 alkoxysilane(s) with a film.

[0022] The colouring compounds can thus be permanently fixed on the keratinous fibres, which makes it possible to obtain colours that are very resistant to washing and abrasion and / or shampooing.

[0023] The pretreatment agent (V) significantly increased the deposition of the dye compounds on the fibers and made it particularly homogeneous. It is assumed that the pretreatment agent (V) can particularly even out the surface of the keratin fibers and thus ensure that the dyeing agent (F) interacts very uniformly with areas of the keratin fibers that are more or less damaged.

[0024] Keratin fibers

[0025] The term "keratin fibers" refers to hair, but also wool, fur, and down. "Keratin fibers" particularly refers to human hair.

[0026] Pretreatment agent (V)

[0027] In the first step of the process according to the invention, the pretreatment agent (V) is applied to the keratin fibers. As an essential ingredient (VI), the pretreatment agent (V) contains at least one straight-chain or branched-chain alkylcarboxylic acid, saturated, monounsaturated, or polyunsaturated, comprising 8 to 24 carbon atoms, and / or its salt.

[0028] Alkylcarboxylic acids comprising 8 to 24 carbon atoms can alternatively also be called "fatty acids".

[0029] For the purposes of this invention, "fatty acids" means saturated or unsaturated C8-C24 carboxylic acids, unbranched or branched, unsubstituted or substituted. Unsaturated fatty acids may be monounsaturated or polyunsaturated. In the case of an unsaturated fatty acid, its C-C double bond(s) may have a cis or trans configuration.

[0030] Unsubstituted alkylcarboxylic acids having 8 to 24 carbon atoms have proven particularly well-suited. Unsubstituted alkylcarboxylic acids have no other functional groups than the carboxyl group, which can be protonated or deprotonated.

[0031] Unbranched fatty acids can alternatively also be called "linear" fatty acids, that is to say that these fatty acids are not branched.

[0032] Particularly suitable alkylcarboxylic acids having 8 to 24 carbon atoms may, for example, be chosen from the group consisting of dodecanoic acid (lauric acid), tetradecanoic acid (myristic acid), hexadecanoic acid (palmitic acid), tetracosanoic acid (lignoceric acid), octadecanoic acid (stearic acid), isostearic acid (16-methylheptadecanoic acid), eicosanoic acid (arachidic acid), acid docosanoic acid (behenic acid), petroselinic acid [(Z)-6-octadecenoic acid], palmitoleic acid [(9Z)-hexadec-9-enoic acid], oleic acid [(9Z)-octadec-9-enoic acid], elaidic acid [(9E)-octadec-9-enoic acid], erucic acid [(13Z)-docos-13-enoic acid], linoleic acid [(9Z,12Z)-octadeca-9,12-dienoic acid], linolenic acid [(9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid], eleostearic acid [(9Z,11E,13E)-octadeca-9,11,3-trienoic acid], arachidonic acid [acid (5Z,8Z,llZ,14Z)-eicosa-5,8,ll,14-tetraenoic acid] and nervonic acid [(15Z)-tetracos-15-enoic acid].

[0033] In a particularly preferred embodiment, a process according to the invention is characterized in that the pretreatment agent (V) contains at least one C8-C24 alkylcarboxylic acid (VI) selected from the group consisting of dodecanoic acid (lauric acid), tetradecanoic acid (myristic acid), hexadecanoic acid (palmitic acid), tetracosanoic acid (lignoceric acid), octadecanoic acid (stearic acid), isostearic acid (16-methylheptadecanoic acid), eicosanoic acid (arachidic acid), docosanoic acid (behenic acid), petroselinic acid [(Z)-6-octadecenoic acid], palmitoleic acid [(9Z)-hexadec-9-enoic acid], oleic acid [(9Z)-octadec-9-enoic acid], elaidic acid [(9E)-octadec-9-enoic acid], acid erucic acid [(13Z)-docos-13-enoic acid], linoleic acid [(9Z,12Z)-octadeca-9,12-dienoic acid], linolenic acid [(9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid], eleostearic acid [(9Z,11E,13E)-octadeca-9,11,3-trienoic acid], arachidonic acid [(5Z,8Z,11Z,14Z)-eicosa-5,8,11,14-tetraenoic acid], nervonic acid [(15Z)-tetracos-15-enoic acid] and / or their salts. ,

[0034] In a particularly preferred embodiment, a process according to the invention is characterized in that the pretreatment agent (V) contains at least one C8-C24 alkylcarboxylic acid from the group consisting of lauric acid, myristic acid, palmitic acid, lignoceric acid, stearic acid, isostearic acid, arachidic acid, behenic acid, petroselinic acid, palmitoleic acid, oleic acid, elaidic acid, erucic acid, linoleic acid, linolenic acid, eleostearic acid, arachidonic acid, nervonic acid and / or their salts.

[0035] Stearic acid, isostearic acid and / or salts of these acids are the most preferred.

[0036] Stearic acid (octadecanoic acid or n-octadecanoic acid) has CAS number 57-11-4.

[0037] Isostearic acid (16-methylheptadecanoic acid) has CAS number 2724-58-5.

[0038] Lauric acid (dodecanoic acid) has CAS number 143-07-7.

[0039] Myristic acid (tetradecanoic acid) has CAS number 544-63-8.

[0040] Palmitic acid (hexadecanoic acid) has CAS number 57-10-3.

[0041] Lignoceric acid (tetracontanoic acid) has CAS number 557-59-5.

[0042] Eicosanoic acid (arachidic acid) has CAS number 506-30-9.

[0043] Behenic acid (docosanoic acid) has CAS number 112-85-6.

[0044] Petroselinic acid ((6Z)-octadec-6-enoic acid) has CAS number 593-39-5.

[0045] Palmitoleic acid (cis-9-hexadecenoic acid) has CAS number 373-49-9.

[0046] Oleic acid ((9Z)-octadec-9-enoic acid) has CAS number 112-80-1.

[0047] Elaidic acid ((9E)-octadec-9-enoic acid) has CAS number 112-79-8.

[0048] Erucic acid ((13Z)-13-docosenoic acid) has CAS number 112-86-7.

[0049] Linoleic acid ((9Z,12Z)-octadeca-9,12-dienic acid) has CAS number 60-33-3.

[0050] Linolenic acid ((9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid) has CAS number 463-40-1.

[0051] Eleostearic acid ((9Z,llE,13E)-octadeca-9,ll,13-trienoic acid and (9E,llE,13E)-octadeca-9,ll,13-trienoic acid) has CAS numbers 506-23-0 and 544-73-0.

[0052] Arachidonic acid ((5Z,8Z,1lZ,14Z)-eicosa-5,8,l 1,14-tetraenoic acid) has CAS number 506-32-1.

[0053] Nervonic acid ((Z)-15-tetracosenoic acid) has CAS number 506-37-6.

[0054] Suitable salts of C8-C24(VI) alkylcarboxylic acids include, for example, their sodium salts, potassium salts, and ammonium salts. In these salts, the carboxyl groups of the fatty acids are deprotonated and neutralized by the presence of a sodium ion, a potassium ion, or an ammonium ion.

[0055] To obtain a particularly uniform coloring result, it has been found preferable for the pretreatment agent (V) used in the process to contain the C8-C24 alkylcarboxylic acid(s) (VI) in specific quantity ranges. Accordingly, a process is particularly preferred in which the pretreatment agent (V) contains, relative to the total weight of the pretreatment agent (V), one or more C8-C24 alkylcarboxylic acids and / or their salts (VI) in a total quantity ranging from 0.1 to 15.0% by weight, preferably from 0.5 to 10.0% by weight, more preferably from 2.0 to 8.0% by weight, and most preferably from 3.0 to 7.0% by weight.

[0056] In another particularly preferred embodiment, a process according to the invention is characterized in that the pretreatment agent (V) contains, relative to the total weight of the pretreatment agent (V), one or more C8-C24 alkylcarboxylic acids and / or their salts (VI) in a total quantity ranging from 0.1 to 15.0% by weight, preferably from 0.5 to 10.0% by weight, more preferably from 2.0 to 8.0% by weight and most preferably from 3.0 to 7.0% by weight.

[0057] In another explicitly preferred embodiment, a process according to the invention is characterized in that the pretreatment agent (V) contains, relative to the total weight of the pretreatment agent (V), one or more C8-C24 alkylcarboxylic acids of the group consisting of stearic acid, isostearic acid and / or their salts (VI) in a total amount from 0.1 to 15.0% by weight, preferably from 0.5 to 10.0% by weight, more preferably from 2.0 to 8.0% by weight and most preferably from 3.0 to 7.0% by weight.

[0058] Cosmetic support for the pretreatment agent

[0059] The pretreatment agent (V) contains the C8-C24 alkylcarboxylic acid(s) (VI), preferably in a cosmetic carrier, particularly preferably in a suitable aqueous, alcoholic, or hydroalcoholic carrier. These carriers may be, for example, creams, emulsions, dispersions, gels, or other preparations suitable for application to hair. A carrier composed of an organic solvent other than water has also proven to be particularly suitable.

[0060] In another particularly preferred embodiment, a pretreatment agent (V) according to the invention is therefore characterized in that it contains at least one solvent other than water from the group consisting of ethanol, isopropanol, 1,2-propylene glycol, 1,3-propylene glycol, ethylene glycol, 1,2-butylene glycol, dipropylene glycol, diethylene glycol monoethyl ether, glycerin, phenoxyethanol, benzyl alcohol, Ci-C6 polyalkylene glycols, dimethyl carbonate, diethyl carbonate, ethylene carbonate, propylene carbonate, butylene carbonate and glycerol carbonate.

[0061] The tests carried out showed that ethanol is a cosmetic carrier particularly well suited to the pretreatment agent (V).

[0062] Ethanol has CAS number 64-17-5.

[0063] Isopropanol is also known as 2-propanol and has the CAS number 67-63-0.

[0064] 1,2-propylene glycol is also alternatively called 1,2-propanediol and has the CAS numbers 57-55-6 [(7^5)-1,2-dihydroxypropane], 4254-14-2 [(7?)-l,2-dihydroxypropane] and 4254-15-3 [(^-l^-dihydroxypropane].

[0065] 1,3-propanediol or 1,3-dihydroxypropane has the CAS number 504-63-2.

[0066] Glycerin is also known as 1,2,3-propanetriol and has the CAS number 56-81-5.

[0067] 1-Butanol can also alternatively be called n-butanol or butyl alcohol and has the CAS number 71-36-3.

[0068] Phenoxyethanol has CAS number 122-99-6.

[0069] Benzyl alcohol is also called phenylmethanol and has the CAS number 100-51-6.

[0070] The polyethylene glycols of the present invention are preferably liquid polymers at room temperature (25 °C) with the general molecular formula C2nH4n +2On+i. The constituent unit of the linear polymer structure is (-CH2-CH2-O-), with a molar mass of approximately 44 g-molL1. From a chemical point of view, it is a polyether. "Polyethylene glycols" therefore refers to ethylene glycols of formula (EG)

[0071] [Chem.l] (EG),

[0072] where

[0073] x represents an integer from 2 to 10,000, preferably an integer from 2 to 1,000, particularly preferably an integer from 2 to 200.

[0074] The solvent(s) are used in the coloring agent (F) preferably in determined quantity ranges.

[0075] Particularly uniform and resistant colorations could be obtained when the pretreatment agent (V) contained, relative to its total weight, one or more solvents (V2) other than water in a total quantity ranging from 1.0 to 99.0% by weight, preferably from 10.0 to 98.5% by weight, more preferably from 30.0 to 98.0% by weight, even more preferably from 50.0 to 97.5% by weight and most particularly preferred from 70.0 to 97.0% by weight.

[0076] In another particularly preferred embodiment, a pretreatment agent (V) used in the process according to the invention is characterized in that it contains, relative to the total weight of the pretreatment agent (V), one or more solvents (V2) other than water in a total quantity ranging from 1.0 to 99.0% by weight, preferably from 10.0 to 98.5% by weight, more preferably from 30.0 to 98.0% by weight, even more preferably from 50.0 to 97.5% by weight and particularly preferred from 70.0 to 97.0% by weight.

[0077] In another particularly preferred embodiment, a process according to the invention is characterized in that the pretreatment agent (V) contains, relative to the total weight of the pretreatment agent (V), one or more solvents (V2) from the group consisting of ethanol, isopropanol, 1,2-propylene glycol, 1,3-propylene glycol, ethylene glycol, 1,2-butylene glycol, dipropylene glycol, diethylene glycol monoethyl ether, glycerin, phenoxyethanol, benzyl alcohol, Ci-C6 polyalkylene glycols, dimethyl carbonate, diethyl carbonate, ethylene carbonate, propylene carbonate, butylene carbonate and glycerol carbonate in a total quantity of 1.0 to 99.0% by weight, preferably 10.0 to 98.5% by weight, more preferably 30.0 to 98.0% by weight, even more preferably 50.0 to 97.5% by weight and most preferably 70.0 to 97.0% by weight.

[0078] In the most preferred embodiment, a process according to the invention is characterized in that the pretreatment agent (V) contains, relative to the total weight of the pretreatment agent (V), 1.0 to 99.0% by weight, preferably 10.0 to 98.5% by weight, more preferably 30.0 to 98.0% by weight, even more preferably 50.0 to 97.5% by weight and most particularly preferred 70.0 to 97.0% by weight of ethanol.

[0079] The pretreatment agent (V) may, for example, comprise 2.0 to 6.0 wt% of stearic acid and 94 wt% to 98 wt% of ethanol.

[0080] The pretreatment agent (V) may, for example, also comprise 3.0 to 7.0 wt% of stearic acid and 93 wt% to 97 wt% of ethanol.

[0081] The ethanol used may also be denatured and contain traces of water.

[0082] Surface free energy (SFE)

[0083] The surface free energy (SFE) of keratin fibers or of Hair surface energy influences how cosmetic compositions interact with the surface of the hair fibers during application. Surface energy can be used to assess hair type, as healthy hair always has a lower surface energy than damaged hair. All cosmetic products applied to the hair surface alter its surface energy. For example, to improve hair conditioning performance, formulations must modify the surface of treated hair, making it more hydrophobic, which reduces surface energy.

[0084] According to J. Cosmet. Sci., 62, 127-137 (March / April 2011), the surface energy is determined using Fowkes' theory, according to which the contact angles of the keratin fibers are first measured in two solvents (a non-polar solvent and a polar solvent) and then the surface energy is calculated using Fowkes' equation.

[0085] In the context of this application, the polar solvent used is water, and the non-polar solvent is diiodomethane. During contact angle measurements, diiodomethane is used as a reference liquid to determine the surface energy of the solids, as it exhibits a relatively high surface tension for a non-polar liquid and therefore forms easily measurable contact angles.

[0086] Fowkes' theory separates the surface energy into a dispersive component, due to the non-polar interaction at the interface, and a polar component, due to the polar interaction at the liquid and solid interfaces.

[0087] Fowkes' theory is a combination of three equations that describe the interfacial interactions between a liquid and a solid. Regarding the equations and the method for measuring and calculating surface energy, we refer in full to the reference in J. Cosmet. Sci., 62, 127-137 (March / April 2011). The experimental results in this reference demonstrate that reducing or increasing the surface energy of hair can be used to evaluate or examine the performance of cosmetic ingredients and formulations.

[0088] For a coloring agent (F) applied to hair to produce the most uniform coloring result possible, all parts of the hair treated with the coloring agent must have a surface energy (SFE) that is as similar as possible. SFE allows for the mathematical quantification of the degree of hydrophobicity or hydrophilicity of the surface of keratin fibers. If all parts of the hair have a comparable SFE, it can be deduced that the degree of hydrophobicity or hydrophilicity of these areas is also comparable. A person skilled in the art can deduce that a coloring compound, whose structure also possesses a certain degree of hydrophobicity or hydrophilicity, interacts with all these areas with the same intensity and deposits on these areas to a comparable extent. Harmonizing SFE is a challenge, especially in the presence of more or less damaged hair, as is the case, for example, with longer hair.In the root zone, the hair is little or not at all damaged, whereas the lengths of the hair generally show a higher degree of damage as the length increases.

[0089] It has been found that the use of the pretreatment agent (V) according to the invention makes it possible to harmonize the surface free energy of different hair types particularly well, but especially of hair exhibiting varying degrees of damage. This effect was surprising and unpredictable for those skilled in the art. Following this harmonization, it was possible to obtain a particularly regular and homogeneous surface coloration of the coloring agent subsequently used.

[0090] Coloring agent (F)

[0091] In the second step of the process according to the invention, the coloring agent (F) is applied to the keratin fibers. The coloring agent (F) is characterized in that it contains at least one coloring compound (Fl) from the group of pigments and direct dyes.

[0092] The use of pigments has proven to be particularly preferred in this context.

[0093] In another particularly preferred embodiment, a process according to the invention is characterized in that the coloring agent (F) contains at least one coloring compound from the pigment group.

[0094] For the purposes of this invention, "pigments" are defined as 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, and even more preferably less than 0.05 g / L. Solubility in water can be determined, for example, by the method described below: 0.5 g of the pigment is weighed into a beaker. A magnetic stir bar is added. Then, one liter of distilled water is added. This mixture is heated at 25 °C for one hour while being stirred on a magnetic stirrer. If undissolved constituents of the pigment are still visible in the mixture after this time, the solubility of the pigment is less than 0.5 g / L. If the pigment-water mixture cannot be visually assessed due to the high intensity of the pigment, which may be in finely dispersed form, the mixture is filtered.If some of the undissolved pigment remains on the filter paper, the pigment solubility is less than 0.5 g / l.

[0095] Suitable pigments may be of inorganic and / or organic origin.

[0096] In a preferred embodiment, a process is characterized in that the coloring agent (F) contains at least one coloring compound from the group of inorganic and / or organic pigments.

[0097] Preferred pigments are chosen from synthetic or natural inorganic pigments. Inorganic pigments of natural origin can be produced, for example, from chalk, ochre, raw umber, green earth, burnt sienna, or graphite. In addition, black pigments such as iron oxide black, colored pigments such as ultramarine or iron oxide red, as well as fluorescent or phosphorescent pigments, can be used as inorganic pigments.

[0098] Colored metal oxides, hydroxides and oxyhydrates, colored mixed-phase pigments, colored sulfur silicates, colored silicates, colored metal sulfides, colored complex metal cyanides, colored metal sulfates, chromates and / or molybdates are particularly suitable. Particularly preferred pigments are black iron oxide (CI 77499), yellow iron oxide (CI 77492), red and brown iron oxides (CI 77491), manganese violet (CI 77742), ultramarines (sodium and aluminum sulfosilicates, CI 77007, Pigment Blue 29), chromium oxyhydrate (CI 77289), iron blue (ferric ferrocyanide, CI 77510) and / or carmines (cochineal).

[0099] Pearlescent pigments are also particularly preferred. These are generally mica-based and can be coated with one or more metal oxides. Mica belongs to the stratified silicates. The The most important representatives of these silicates are muscovite, phlogopite, paragonite, biotite, lepidolite, and margarite. In order to prepare pearlescent pigments in conjunction with metallic oxides, mica, primarily muscovite or phlogopite, is coated with a metallic oxide.

[0100] Accordingly, a preferred process is characterized in that the colouring agent (F) contains at least one colouring compound from the pigment group, which colouring compound is chosen from the group consisting of coloured metal oxides, coloured metal hydroxides, coloured hydrated metal oxides, coloured silicates, coloured metal sulfides, coloured complex metal cyanides, coloured metal sulfates, coloured bronze pigments and / or coloured pigments based on natural or synthetic mica coated with at least one metal oxide and / or metal oxychloride.

[0101] In another preferred embodiment, the process is characterized in that the coloring agent (F) contains at least one coloring compound from the pigment group, which coloring compound is selected from natural or synthetic mica-based pigments coated 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 sulfosilicates, CI 77007, Pigment Blue 29), chromium oxyhydrate (CI 77289), chromium oxide (CI 77288) and / or iron blue (ferric ferrocyanide, CI 77510).

[0102] Other suitable pigments are borosilicate-based in platelet form, coated with a metal oxide. These are, for example, coated with tin oxide, iron oxide(s), silicon dioxide, and / or titanium dioxide. These borosilicate-based pigments can, for example, be obtained under the brand names MIRAGE from Eckart or Reflecks from BASF SE.

[0103] In another preferred embodiment, the coloring agent (F) is characterized in that it contains at least one coloring compound from the group of inorganic pigments, which coloring compound is selected from the group consisting of black iron oxide (CI 77499), yellow iron oxide (CI 77492), red iron oxide (CI 77491) and mixtures thereof.

[0104] Yellow iron oxide (or iron oxide yellow) is the name for FeO(OH), listed in the Colour Index under number CI Pigment Yellow 42.

[0105] Red iron oxide (or red iron oxide) is the name for Fe2O3, listed in the Colour Index under the number CI Pigment Red 101. Depending on the particle size, red iron oxide pigments can be adjusted to obtain a very yellow tint (small particles) or a very blue tint (large particles).

[0106] Black iron oxide (or iron oxide black) is listed in the Colour Index under the number CI Pigment Black 11. Iron oxide black is ferromagnetic. The chemical formula is often given as Fe3O4, but it is actually a mixed crystal of Fe2O3 and FeO with an inverse spinel structure. Doping with chromium, copper, or manganese yields other black pigments.

[0107] Black brown iron oxide (or iron oxide brown) does not generally refer to a defined pigment, but to a mixture of yellow, red and / or black iron oxides.

[0108] Iron oxide pigments generally have particle diameters in the range of 2000 to 4000 nm. For certain applications, particularly for cosmetic purposes, it may be advantageous to use iron oxide pigments with significantly smaller particle diameters. Thus, hair dyes with iron oxide pigments having a particle diameter in the range of 100 to 1000 nm, more preferably from 150 nm to 700 nm, exhibit particularly good durability and high color intensity.

[0109] Examples of particularly suitable pigments are commercially available, for example under the trade names Rona®, Colorona®, Xirona®, Dichrona® and Timiron® from Merck, Ariabel® and Unipure® from Sensient, Prestige® or SynCrystal from Eckart Cosmetic Colors, Flamenco®, Cellini®, Cloisonné®, Duocrome®, Gemtone®, Timica®, MultiReflections, Chione from BASF SE and Sunshine® from Sunstar.

[0110] Particularly preferred pigments bearing the trade name Colorona® include, for example: [YES] Colorona Copper, Merck, MICA, CI 77491 (IRON OXIDES)

[0112] Colorona Copper Fine, Merck, MICA, CI 77491 (IRON OXIDES)

[0113] Colorona Passion Orange, Merck, Mica, CI 77491 (Iron Oxides), Alumina

[0114] Colorona Patina Silver, Merck, MICA, CI 77499 (IRON OXIDES), CI 77891 (TITANIUM DIOXIDE)

[0115] Colorona RY, Merck, CI 77891 (TITANIUM DIOXIDE), MICA, CI 75470 (CARMINE)

[0116] Colorona Oriental Beige, Merck, MICA, CI 77891 (TITANIUM DIOXIDE), CI 77491 (IRON OXIDES)

[0117] Colorona Dark Blue, Merck, MICA, TITANIUM DIOXIDE, FERRIC FERROCYANIDE

[0118] Colorona Chameleon, Merck, CI 77491 (IRON OXIDES), MICA

[0119] Colorona Aborigine Amber, Merck, MICA, CI 77499 (IRON OXIDES), CI 77891 (TITANIUM DIOXIDE)

[0120] Colorona Blackstar Blue, Merck, CI 77499 (IRON OXIDES), MICA

[0121] Colorona Patagonian Purple, Merck, MICA, CI 77491 (IRON OXIDES), CI 77891 (TITANIUM DIOXIDE), CI 77510 (FERRIC FERROCYANIDE)

[0122] Colorona Red Brown, Merck, MICA, CI 77491 (IRON OXIDES), CI 77891 (TITANIUM DIOXIDE)

[0123] Colorona Russet, Merck, CI 77491 (TITANIUM DIOXIDE), MICA, CI 77891 (IRON OXIDES)

[0124] Colorona Impérial Red, Merck, MICA, TITANIUM DIOXIDE (CI 77891), D&C RED NO. 30 (CI 73360)

[0125] Colorona Majestic Green, Merck, CI 77891 (TITANIUM DIOXIDE), MICA, CI 77288 (CHROMIUM OXIDE GREENS)

[0126] Colorona Light Blue, Merck, MICA, TITANIUM DIOXIDE (CI 77891), FERRIC FERROCYANIDE (CI 77510)

[0127] Colorona Red Gold, Merck, MICA, CI 77891 (TITANIUM DIOXIDE), CI 77491 (IRON OXIDES)

[0128] Colorona Gold Plus MP 25, Merck, MICA, TITANIUM DIOXIDE (CI 77891), IRON OXIDES (CI 77491)

[0129] Colorona Carminé Red, Merck, MICA, TITANIUM DIOXIDE, CARMINE

[0130] Colorona Blackstar Green, Merck, MICA, CI 77499 (IRON OXIDES)

[0131] Colorona Bordeaux, Merck, MICA, CI 77491 (IRON OXIDES)

[0132] Colorona Bronze, Merck, MICA, CI 77491 (IRON OXIDES)

[0133] Colorona Bronze Fine, Merck, MICA, CI 77491 (IRON OXIDES)

[0134] Colorona Fine Gold MP 20, Merck, MICA, CI 77891 (TITANIUM DIOXIDE), CI 77491 (IRON OXIDES)

[0135] Colorona Sienna Fine, Merck, CI 77491 (IRON OXIDES), MICA

[0136] Colorona Sienna, Merck, MICA, CI 77491 (IRON OXIDES)

[0137] Colorona Precious Gold, Merck, Mica, CI 77891 (Titanium dioxide), Silica, CI 77491 (Iron oxides), Tin oxide

[0138] Colorona Sun Gold Sparkle MP 29, Merck, MICA, TITANIUM DIOXIDE, IRON OXIDES, MICA, CI 77891, CI 77491 (EU)

[0139] Colorona Mica Black, Merck, CI 77499 (Iron oxides), Mica, CI 77891 (Titanium dioxide)

[0140] Colorona Bright Gold, Merck, Mica, CI 77891 (Titanium dioxide), CI 77491 (Iron oxides)

[0141] Colorona Blackstar Gold, Merck, MICA, CI 77499 (IRON OXIDES)

[0142] Colorona® SynCopper, Merck, Synthetic Fluorphlogopite (and) Iron Oxides

[0143] Colorona® SynBronze, Merck, Synthetic Fluorphlogopite (and) Iron Oxides

[0144] Other particularly preferred pigments bearing the trade name Xirona® include, for example:

[0145] Xirona® Golden Sky, Merck, Silica, CI 77891 (Titanium Dioxide), Tin Oxide

[0146]

[0147] Xirona® Kiwi Rose, Merck, Silica, CI 77891 (Titanium Dioxide), Tin Oxide

[0148]

[0150] In addition, particularly preferred pigments bearing the trade name Unipure® include, for example:

[0151] Unipure Red LC 381 EM, Sensient CI 77491 (Iron Oxides), Silica

[0152] Unipure Black LC 989 EM, Sensient, CI 77499 (Iron Oxides), Silica

[0153] Unipure Yellow LC 182 EM, Sensient, CI 77492 (Iron Oxides), Silica

[0154] Pigments also particularly preferred bearing the trade name Flamenco® are, for example:

[0155] Flamenco® Summit Turquoise T30D, BASF, Titanium Dioxide (and) Mica

[0156] Flamenco® Super Violet 530Z, BASF, Mica (and) Titanium Dioxide

[0157] In another embodiment, the coloring agent (F) used in the process may also contain one or more coloring compounds from the group of organic pigments.

[0158] Organic pigments are corresponding insoluble organic colorants or colored lakes which may be selected for example from the group consisting of nitroso, nitro, azo, xanthene, anthraquinone, isoindolinone, isoindoline, quinacridone, perinone, perylene, diketopyrrolopyrrole, indigo, thioindigo, dioxazine and / or triarylmethane compounds.

[0159] As particularly suitable organic pigments, carmine, quinacridone, phthalocyanine, sorghum, blue pigments with color index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with color index numbers CI 11680, CI 11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, CI 47000, CI 47005, green pigments with color index numbers CI 61565, CI 61570, CI 74260, orange pigments with color index numbers CI 11725, CI 15510, CI 45370, CI 71105, red pigments with 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, CI 15850, CI 15865, CI 15880, CI 17200, CI 26100, CI 45380, CI 45410, CI 58000, CI 73360, CI 73915 and / or CI 75470 may be mentioned, for example.

[0160] In another particularly preferred embodiment, the process is characterized in that the coloring agent (F) contains at least one coloring compound from the group of organic pigments, which coloring compound is selected from the group consisting of carmine, quinacridone, phthalocyanine, sorghum, blue pigments having color index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments having color index numbers CI 11680, CI 11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, CI 47000, CI 47005, green pigments having color index numbers CI 61565, CI 61570, CI 74260, orange pigments with color index numbers CI 11725, CI 15510, CI 45370, CI 71105, red pigments with 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, CI 15850, CI 15865, CI 15880, CI 17200, CI 26100, CI 45380,CI 45410, CI 58000, CI 73360, CI 73915 and CI 75470 and mixtures thereof.

[0161] The organic pigment may also be a colored lake. For the purposes of this invention, "colored lake" means particles comprising a layer of absorbed dyes, the unit consisting of the particle and dye being insoluble under the aforementioned conditions. The particles may be, for example, inorganic substrates, such as aluminum, silica, calcium borosilicate, calcium aluminum borosilicate, or aluminum.

[0162] For example, alizarin coloured lacquer can be used as coloured lacquer.

[0163] Due to their excellent resistance to light and temperature, the use The aforementioned pigments in the coloring agent of the process according to the invention are particularly preferred. Furthermore, it is preferable that the pigments used have a specific particle size. Therefore, according to the invention, it is preferable that at least one pigment have an average particle size D50 ranging from 1.0 to 50 pm, preferably from 5.0 to 45 pm, more preferably from 10 to 40 pm, and in particular from 14 to 30 pm. The average particle size D50 can be determined, for example, using dynamic light scattering (DLS).

[0164] For staining keratin fibers, pigments with a specific shape may also be used. For example, a pigment based on a lamellar and / or lenticular substrate plate may be used. Furthermore, staining based on a substrate plate comprising a vacuum-metallized pigment is also possible.

[0165] In another preferred embodiment, an agent according to the invention is characterized in that it contains at least one pigment selected from the group of pigments based on a lamellar substrate platelet, pigments based on a lenticular substrate platelet and vacuum metallized pigments.

[0166] Substrate wafers of this type have an average thickness of at most 50 nm, preferably less than 30 nm, most preferably at most 25 nm, for example at most 20 nm. The average thickness of the substrate wafers is at least 1 nm, preferably at least 2.5 nm, most preferably at least 5 nm, for example at least 10 nm. Preferred ranges for the thickness of the substrate wafers are 2.5 to 50 nm, 5 to 50 nm, 10 to 50 nm; 2.5 to 30 nm, 5 to 30 nm, 10 to 30 nm; 2.5 to 25 nm, 5 to 25 nm, 10 to 25 nm, 2.5 to 20 nm, 5 to 20 nm, and 10 to 20 nm. Preferably, each substrate wafer has the most uniform thickness possible. Due to the thinness of the substrate wafers, the pigment exhibits particularly high opacity.

[0167] The substrate platelets are preferably monolithic in structure. In this context, "monolithic" means consisting of a single closed unit without breaks, stratifications, or inclusions, although structural changes may exist within the substrate platelets. The substrate platelets are preferably homogeneous in structure, meaning that there is no concentration gradient within the platelets. In particular, the substrate platelets are not layered and do not have particles distributed within them.

[0168] The size of the substrate wafer can be adapted to the particular purpose of the application, in particular to the desired effect on the keratinous material. As a rule, substrate wafers have a maximum average diameter ranging from about 2 to 200 µm, in particular from about 5 to 100 µm.

[0169] In a preferred embodiment, the aspect ratio, expressed as the ratio of average size to average thickness, is at least 80, preferably at least 200, more preferably at least 500, and particularly preferably more than 750. It is understood that the average size of the uncoated substrate wafers is the d50 value of the uncoated substrate wafers. Unless otherwise specified, the d50 value was determined using a Sympatec Helos apparatus with Quixel wet dispersion. To prepare the sample, the sample to be examined was predispersed in isopropanol for 3 minutes.

[0170] Substrate wafers can be fabricated from any material that can be brought into wafer form.

[0171] They may be of natural origin, but also synthetically produced. The materials from which the substrate wafers may be made include, for example, metals and metal alloys, metal oxides, preferably aluminum oxide, inorganic compounds and minerals such as mica and (semi-)precious stones, as well as plastics. Preferably, the substrate wafers are made of (alloys of) metal.

[0172] Any metal suitable for metallic glossy pigments can be considered a metal. Such metals include, among others, iron and steel, as well as all air- and water-resistant (semi-)metals such as platinum, zinc, chromium, molybdenum, and silicon, and their alloys such as aluminum bronze and brass. Preferred metals are aluminum, copper, silver, and gold. Preferred substrate wafers are aluminum and brass wafers, with aluminum substrate wafers being particularly preferred.

[0173] Lamellar substrate platelets are characterized by an irregular structure edge and are also called "comflakes" because of their appearance.

[0174] Due to their irregular structure, pigments based on lamellar substrate platelets generate a high proportion of scattered light. Furthermore, pigments based on lamellar substrate platelets do not completely cover the existing color of keratin fibers, and effects similar to natural graying can, for example, be obtained.

[0175] Lenticular substrate platelets (= lens-shaped) have a substantially regular, rounded edge and are also called "silver dollars" because of their appearance. Due to their regular structure, the proportion of reflected light predominates in pigments based on lenticular substrate platelets.

[0176] Vacuum metallized pigments (VMPs) can, for example, be obtained by releasing metals, metal alloys, or metal oxides from correspondingly coated films. They are characterized by a particularly thin substrate wafer in the range of 5 to 50 nm and by a particularly smooth surface with increased reflectivity. Substrate wafers comprising a vacuum metallized pigment are also referred to as VMP substrate wafers in the context of this application. Aluminum VMP substrate wafers can be obtained, for example, by releasing aluminum from metallized foils.

[0177] Metal or metal alloy substrate wafers can be passivated, for example by anodizing (oxide layer) or chromating.

[0178] Uncoated lamellar, lenticular and / or VPM substrate platelets, particularly those made of metal or metal alloy, reflect incident light to a high degree and produce a light-dark dual tone. These have proven particularly preferred for use in the coloring agent.

[0179] Suitable pigments based on a lamellar substrate platelet include, for example, pigments from the VISIONAIRE series by Eckart.

[0180] Pigments based on a lenticular substrate plate are available, for example, under the name Alegrace® Gorgeous from the company Schlenk Metallic Pigments GmbH.

[0181] Pigments based on a substrate plate comprising a vacuum-metallized pigment are available for example under the names Alegrace® Marvelous or Alegrace® Aurous from the company Schlenk Metallic Pigments GmbH.

[0182] The coloring agent (F) may also contain at least one direct colorant as coloring compound(s). Direct colorants are colorants that act directly on the hair and do not require any oxidation process to form the color. Direct colorants are generally nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones, triarylmethane dyes, or indophenols.

[0183] Direct colorants in the sense of the present invention have a solubility in water (760 mmHg) at 25 °C greater than 0.5 g / l and are therefore not to be considered as pigments.

[0184] Preferably, direct dyes in the sense of the present invention have a solubility in water (760 mmHg) at 25 °C greater than 1.0 g / l.

[0185] Direct dyes can be subdivided into anionic, cationic and non-ionic direct dyes.

[0186] In another preferred embodiment, a process according to the invention is characterized in that the coloring agent (F) contains at least one coloring compound from the group of cationic, non-ionic and anionic direct dyes.

[0187] The cationic direct dyes are for example Basic Blue 7, Basic Blue 26, HC Blue 16, 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 and Basic Red 76.

[0188] As non-ionic direct dyes, one can for example use non-ionic dyes of the nitro and quinone type and neutral dyes of the azo type. Suitable non-ionic direct dyes are the compounds known by the international denominations or trade names HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 12, HC Orange 1, Disperse Orange 3, HC Red 1, HC Red 3, HC Red 10, HC Red 11, HC Red 13, HC Red BN, HC Blue 2, HC Blue 11, HC Blue 12, Disperse Blue 3, HC Violet 1, Disperse Violet 1, Disperse Violet 4 and Disperse Black9, as well as 1,4-diamino-2-nitrobenzole, 2-amino-4-nitrophenol, 1,4-bis-(2-hydroxyethyl)amino-2-nitrobenzole, 3-nitro-4-(2-hydroxyethyl)aminophenol, 2-(2-hydroxyethyl)amino-4,6-dinitrophenol, 4-[(2-hydroxyethyl)amino]-3-nitro-l-methylbenzole, l-amino-4-(2-hydroxyethyl)amino-5-chloro-2-nitrobenzole, 4- amino-3-nitrophenol, l-(2'-ureidoethyl)amino-4-nitrobenzole, 2-[(4-amino-2-nitrophenyl)amino]-benzoic acid, 6-nitro-l,2,3,4-tetrahydroquinoxaline, 2-hydroxy-l,4-naphthoquinone, picramic acid and their salts, 2-amino-6-chloro-4-nitrophenol, 4-ethylamino-3-nitrobenzoic acid and 2-chloro-6-ethylamino-4-nitrophenol.

[0189] Anionic direct dyes are also called "acid dyes." "Acid dyes" are defined as direct dyes that possess at least one carboxylic acid group (-COOH) and / or one sulfonic acid group (-SO3H). Depending on the pH, the protonated forms (-COOH, -SO3H) of the carboxylic acid or sulfonic acid groups are in equilibrium with their deprotonated forms (-COO, -SO3). The proportion of protonated forms increases with decreasing pH. When direct dyes are used in the form of their salts, the carboxylic acid or sulfonic acid groups are in deprotonated form and are neutralized by corresponding stoichiometric equivalents of cations to maintain electroneutrality. The acid dyes according to the invention can also be used in the form of their sodium salts and / or their potassium salts.

[0190] Acid dyes in the sense of the present invention have a solubility in water (760 mmHg) at 25 °C greater than 0.5 g / L and are therefore not to be considered as pigments. Preferably, acid dyes in the sense of the present invention have a solubility in water (760 mmHg) at 25 °C greater than 1.0 g / L.

[0191] Salts of alkaline earth metals (such as calcium and magnesium salts) or aluminum salts of acid dyes often have poorer solubility than the corresponding alkali salts. Insofar as the solubility of these salts in water is less than 0.5 g / L, preferably less than 0.1 g / L, more preferably less than 0.05 g / L (at 25 °C, 760 mmHg, respectively), they do not meet the definition of a direct dye.

[0192] An essential characteristic of acid dyes is their ability to form anionic charges, the carboxylic acid or sulfonic acid groups responsible for these charges usually being linked to various chromophore systems. Suitable chromophore 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.

[0193] As examples of acid dyes, we can cite: Acid Yellow 1 (D&C Yellow 7, Citronin A, Ext. D&C Yellow No. 7, Japan Yellow 403, CI 10316, COLIPA n° B001), Acid Yellow 3 (COLIPA n°: C 54, D&C Yellow N° 10, Quinoline Yellow, E104, Food Yellow 13), Acid Yellow 9 (CI 13015), Acid Yellow 17 (CI 18965), Acid Yellow 23 (COLIPA n° C 29, Covacap Jaune W 1100 (LCW), Sicovit Tartrazine 85 E 102 (BASF), Tartrazine, Food Yellow 4, Japan Yellow 4, FD&C Yellow No. 5), Acid Yellow 36 (CI 13065), Acid Yellow 121 (CI 18690), Acid Orange 6 (CI 14270), Acid Orange 7 (2-Naphthol orange, Orange II, CI 15510, D&C Orange 4, COLIPA n° C015), Acid Orange 10 (C.I. 16230 ; Orange G sodium sait), Acid Orange 11 (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.l), Acid Red 14 (C.I. 14720), Acid Red 18 (E124, Red 18 ; CI 16255), Acid Red 27 (E 123, CI 16185, C-Rot 46, Echtrot D, FD&C Red Nr.2, Food Red 9, Naphtholrot S), Acid Red 33 (Red 33, Fuchsia Red, D&C Red 33, CI 17200), Acid Red 35 (CI 18065), Acid Red 51 (CI 45430, Pyrosin B, Tetraiodfluorescein, Eosin J, lodeosin), Acid Red 52 (CI 45100, Food Red 106, Solar Rhodamine B, Acid Rhodamine B, Red n° 106 Pontacyl Brilliant Pink), Acid Red 73 (CI 27290), Acid Red 87 (Eosin, CI 45380), Acid Red 92 (COLIPA n° C53, CI 45410), Acid Red 95 (CI 45425, Erythtosine, Simacid Erythrosine Y), Acid Red 184 (CI 15685), Acid Red 195, Acid Violet 43 (Jarocol Violet 43, Ext. D&C Violet n° 2, C.I. 60730, COLIPA n° C063), Acid Violet 49 (CI 42640), Acid Violet 50 (CI 50325), Acid Blue 1 (Patent Blue, CI 42045), Acid Blue 3 (Patent Blau V, CI 42051), Acid Blue 7 (CI 42080), Acid Blue 104 (CI 42735), Acid Blue 9 (E 133, Patentblau AE, Amidoblau AE, Erioglaucin A, CI 42090, C.I.Food Blue 2), Acid Blue 62 (CI 62045), Acid Blue 74 (E 132, CI 73015), Acid Blue 80 (CI 61585), Acid Green 3 (CI 42085, Foodgreenl), Acid Green 5 (CI 42095), Acid Green 9 (C.I. 42100), Acid Green 22 (C.I. 42170), Acid Green 25 (CI 61570, Japan Green 201, D&C Green No. 5), Acid Green 50 (Vert acide brillant BS, CI 44090, Acid Brilliant Green BS, E 142), Acid Black 1 (Black n° 401, Naphthalene Black 10B, Amido Black 10B, CI 20470, COLIPA n° B15), Acid Black 52 (CI 15711), Food Yellow 8 (CI 14270), Food Blue 5, D&C Yellow 8, D&C Green 5, D&C Orange 10, D&C Orange 11, D&C Red 21, D&C Red 27, D&C Red 33, D&C Violet 2 et / ou D&C Brown 1. .

[0194] The coloring compounds (Fl) are preferably used in certain quantity ranges in the agent according to the invention. Particularly good results are obtained when the coloring agent (F) contains, relative to the total weight of the coloring agent (F), one or more coloring compounds (Fl) ranging from 0.01 to 20.0% by weight, preferably from 0.1 to 10.0% by weight, more preferably from 0.2 to 5.0% by weight and most preferably from 0.3 to 2.5% by weight.

[0195] In another particularly preferred embodiment, a process according to the invention is characterized in that the coloring agent (F) contains, relative to the total weight of the coloring agent (F), one or more coloring compounds (Fl) in a total quantity ranging from 0.01 to 20.0% by weight, preferably from 0.1 to 10.0% by weight. weight, more preferably from 0.2 to 5.0% by weight and particularly preferably from 0.3 to 2.5% by weight.

[0196] In another particularly preferred embodiment, a process according to the invention is characterized in that the coloring agent (F) contains, relative to the total weight of the coloring agent (F), one or more pigments (Fl) in a total quantity ranging from 0.01 to 20.0% by weight, preferably from 0.1 to 10.0% by weight, more preferably from 0.2 to 5.0% by weight and most particularly preferred from 0.3 to 2.5% by weight.

[0197] In another particularly preferred embodiment, a process according to the invention is characterized in that the coloring agent (F) contains, relative to the total weight of the coloring agent (F), one or more direct dyes (Fl) in a total quantity ranging from 0.01 to 20.0% by weight, preferably from 0.1 to 10.0% by weight, more preferably from 0.2 to 5.0% by weight and most particularly preferred from 0.3 to 2.5% by weight.

[0198] Organic Ci-C6 alkoxysilanes in the staining agent (F) and / or in the post-treatment agent (N)

[0199] The colouring compound(s) are deposited on the surface of the keratin fibres and are immobilised there by a film formed from the organic Cr C6 alkoxysilane(s) and / or their hydrolysis and / or condensation products.

[0200] When organic Ci-C6 alkoxysilanes are contained in the coloring agent (F) at the same time as the coloring compounds, the deposition of the coloring compounds and the formation of the film resulting from the condensation of the silanes occur simultaneously. In this case, the coloring compounds are uniformly incorporated into the film.

[0201] In another embodiment, organic Ci-C6 alkoxysilanes can also be used in the post-treatment agent (N). Since the post-treatment agent (N) is applied after the coloring agent (F), in this case, the coloring compounds are first deposited on the keratin surface, and then the silane film forms on the coloring compounds and fixes them in this way.

[0202] The process according to the invention is therefore characterized in that at least one of the agents (F) and / or (N) contains at least one organic alkoxysilane in Ci-C6 and / or its hydrolysis and / or condensation products.

[0203] If organic Ci-C6 alkoxysilanes are contained in the staining agent, the application of the post-treatment agent (N) is optional.

[0204] However, if there are no organic Ci-C6 alkoxysilanes in the staining agent (F), the post-treatment agent (N) must be applied to permit immobilization of the coloring compounds by the organic Cr C6 alkoxysilane(s).

[0205] In another particularly preferred embodiment, a method according to the invention is characterized in that it

[0206] optionally includes a step (3) in which a post-treatment agent (N) is applied to the keratin fibers, and in that the organic Ci-C6 alkoxysilane(s) and / or their hydrolysis and / or condensation products are contained in the coloring agent (F), or in that it

[0207] necessarily includes a step (3) in which the post-treatment agent (N) is applied to the keratin fibers, and in that the organic Ci-C6 alkoxysilane(s) and / or their hydrolysis and / or condensation products are contained in the post-treatment agent (N).

[0208] A post-treatment agent (N) for optional use not containing organic Ci-C6 alkoxysilanes may be, for example, a regular conditioner containing at least one conditioning agent. In this context, conditioning agents are, for example, cationic polymers and / or cationic surfactants.

[0209] In another embodiment, the organic alkoxysilane(s) in Ci-C6 may however be contained in both the coloring agent (F) and the post-treatment agent (N).

[0210] In this case, the coloring compounds are first fixed by the formation of a film which takes place at the same time as the deposition of the dyes, then a second film without dyes is again produced by the application of the post-treatment agent on the first colored film.

[0211] In another particularly preferred embodiment, a method according to the invention is characterized in that

[0212] both the coloring agent (F) and the post-treatment agent (N) contain at least one organic Ci-C6 alkoxysilane and / or its hydrolysis and / or condensation products, and

[0213] that the process includes a step (3) in which the post-treatment agent (N) is applied to the keratin fibers.

[0214] The CrC6 organic alkoxysilanes contained in agents (F) and / or (N) are reactive compounds. If they are contained in the coloring agent (F), they may also be referred to as component (F-2). If they are contained in the post-treatment agent (N), they may also be referred to as component (N1).

[0215] Organic silicon compounds, alternatively called organosilicon compounds, are compounds that exhibit either a direct silicon-carbon (Si-C) bond, or in which the carbon is bonded to the silicon atom by a oxygen, nitrogen, or sulfur atoms. The silicon organic compounds according to the invention are compounds containing one to three silicon atoms. Preferably, the silicon organic compounds contain one or two silicon atoms.

[0216] The term "silane" represents, according to the IUP AC rules, a group of chemical compounds based on a silicic base structure and hydrogen. In organic silanes, the hydrogen atoms are totally or partially replaced by organic groups such as, for example, alkyl and / or alkoxy (substituted) groups. In organic silanes, some of the hydrogen atoms may also be replaced by hydroxyl groups.

[0217] In an organic CrC6 alkoxysilane, at least one Ci-C6 alkoxy group is directly bonded to the silicon atom. The Ci-C6 alkoxy group(s) are in particular an ethoxy or a methoxy group. For example, if the hydrolyzable group is an ethoxy group, the organic silicon compound preferably contains a constituent motif R'R“R'“Si-O-CH2-CH3. The radicals R', R“, and R'“ represent the three other free valences of the silicon atom.

[0218] Particularly stable films can be obtained with organic Ci-C6 alkoxysilanes of formula (I) and / or their hydrolysis and / or condensation products,

[0219] R1R2N-L-Si(OR3)a(R4)b(I),

[0220] where

[0221] - Ri, R2 represent, independently of each other, a hydrogen atom or a alkyl group in Ci-C6,

[0222] - L represents a divalent CrC2O alkylene group, linear or branched,

[0223] - R3, R4 represent, independently of each other, a Ci-C6 alkyl group,

[0224] - a, represents an integer from 1 to 3, and

[0225] - b represents the integer 3 - a.

[0226] In another particularly preferred embodiment, the process is characterized in that the coloring agent (F) and / or the post-treatment agent (N) contain at least one Ci-C6 alkoxysilane of formula (I) and / or its hydrolysis and / or condensation products

[0227] R1R2N-L-Si(OR3)a(R4)b(I),

[0228] where

[0229] - Ri, R2 represent, independently of each other, a hydrogen atom or a alkyl group in Ci-C6,

[0230] - L represents a divalent, linear or branched Ci-C20 alkylene group,

[0231] - R3, R4 represent, independently of each other, a Ci-C6 alkyl group,

[0232] - a, represents an integer from 1 to 3, and

[0233] - b represents the integer 3 - a.

[0234] The substituents R2, R3, R4 and L in the compounds of formula (I) are explained by way of example below.

[0235] Examples of C1-C6 alkyl groups include methyl, ethyl, propyl, isopropyl, n-butyl, s-butyl, t-butyl, n-pentyl, and n-hexyl. Propyl, ethyl, and methyl are preferred alkyl radicals. Examples of C2-C6 alkenyl groups include vinyl, allyl, 2-but-enyl, 3-but-enyl, and isobutenyl; vinyl and allyl are preferred C2-C6 alkenyl radicals.

[0236] Examples of divalent linear CrC2O alkylene groups include the methylene group (-CH2-), the ethylene group (-CH2-CH2-), the propylene group (-CH2-CH2-CH2-), and the butylene group (-CH2-CH2-CH2-CH2-). The propylene group (-CH2-CH2-CH2-) is particularly preferred. Starting from a chain length of 3 carbon atoms, divalent alkylene groups can also be branched. Examples of branched divalent C3-C2O alkylene groups are (-CH2-CH(CH3)-) and (-CH2-CH(CH3)-CH2-).

[0237] In silicon organic compounds of formula (I)

[0238] R1R2N-L-Si(OR3)a(R4)b(I),

[0239] The radicals Ri and R2 represent, independently of each other, a hydrogen atom or an alkyl group in Ci-C6. In a particularly preferred manner, the radicals Ri and R2 both represent a hydrogen atom.

[0240] The central part of the silicon organic compound comprises the constituent motif or the -L- linker, which represents a divalent CrC2o alkylene group, linear or branched.

[0241] A divalent CrC2O alkylene group can alternatively also be designated as a two-bond Ci-C2O alkylene group, meaning that each L group can participate in two bonds. One bond is formed between the amino group RiR2N and the L linker, and the second bond exists between the L linker and the silicon atom.

[0242] Preferably, -L- represents a divalent linear C1-C20 alkylene group. More preferably, -L- represents a divalent linear C1-C6 alkylene group. Particularly preferred, -L- represents a methylene (-CH2-), ethylene (-CH2-CH2-), propylene (-CH2-CH2-CH2-), or butylene (-CH2-CH2-CH2-CH2-) group. Most particularly preferred, L represents a propylene (-CH2-CH2-CH2-) group.

[0243] The linear propylene (-CH2-CH2-CH2-) group can alternatively also be designated as the propane-1,3-diyl group.

[0244] Organic silicon compounds of formula (I)

[0245] R1R2N-L-Si(OR3)a(R4)b(I),

[0246] respectively carry, at one end, the group containing silicon -Si(OR3)a(R4)b.

[0247] In the terminal constituent motif -Si(OR3)a(R4)b, the radical R3 represents a hydrogen atom or a Ci-C6 alkyl group and the radical R4 represents a Ci-C6 alkyl group. Particularly preferred, R3 and R4 represent, independently of each other, a methyl group or an ethyl group.

[0248] Here, a represents an integer from 1 to 3 and b represents the integer 3 - a. When a represents the number 3, then b is 0. When a represents the number 2, then b is 1. When a represents the number 1, then b is 2.

[0249] Particularly resistant films were obtained when the colouring agent (F) and / or the post-treatment agent (N) contain at least one silicon organic compound (al) of formula (I), where the radicals R3, R4 represent, independently of each other, a methyl group or an ethyl group.

[0250] When using the process for coloring keratinous material, it was possible to obtain colors with the best wash resistance when the coloring agent (F) and / or the post-treatment agent (N) contain at least one silicon organic compound of formula (I), where the radicals R3, R4 represent, independently of each other, a methyl group or an ethyl group.

[0251] Furthermore, colorations with the best wash resistance were obtained when the agents (F) and / or (N) contain at least one silicon organic compound of formula (I) where the radical a represents the number 3. In this case, the radical b represents the number 0.

[0252] In another preferred embodiment, the coloring agent (F) and / or the post-treatment agent (N) used in the process are characterized in that they contain at least one organic silicon compound of formula (I), where

[0253] R3, R4 represent, independently of each other, a methyl group or a ethyl group and

[0254] a represents the number 3 and

[0255] b represents the number 0.

[0256] In another preferred embodiment, a process is characterized in that a coloring agent (F) and / or a post-treatment agent (N) containing at least one organic Ci-C6 alkoxysilane of formula (I),

[0257] R1R2N-L-Si(OR3)a(R4)b(I), is applied to the keratin fibers.

[0258] where

[0259] - Ri, R2 both represent a hydrogen atom, and

[0260] - L represents a linear divalent Ci-C6 alkylene group, preferably a group propylene (-CH2-CH2-CH2-) or an ethylene group (-CH2-CH2-),

[0261] - R3 represents a hydrogen atom, an ethyl group or a methyl group,

[0262] - R4 represents a methyl group or an ethyl group,

[0263] - a represents the number 3 and

[0264] - b represents the number 0,

[0265] and / or its hydrolysis and / or condensation products.

[0266] Organic silicon compounds of formula (I) particularly well suited to solving the problem according to the invention are

[0267] - (3-aminopropyl)triethoxysilane

[0268] [Chem.2]

[0269] - (3-aminopropyl)trimethoxysilane

[0270] [Chem.3]

[0271] - l-(3-aminopropyl)silanetriol

[0272] [Chem.4]

[0274] [Chem.5]

[0275] - (2-aminoethyl)trimethoxysilane

[0276] [Chem.6]

[0277] - l-(2-aminoethyl)silanetriol

[0278] [Chem.7]

[0279] - (3-dimethylaminopropyl)triethoxysilane

[0280] [Chem. 8]

[0281] - (3-dimethylaminopropyl)trimethoxysilane

[0282] [Chem.9]

[0283] - l-(3-dimethylaminopropyl)silanetriol

[0284] [Chem. 10]

[0285] - (2-dimethylaminoethyl)triethoxysilane

[0286] [Chem. 11]

[0287] - (2-dimethylammoethyl)trimethoxysilane and

[0288] [Chem. 12]

[0289] - l-(2-dimethylaminoethyl)silanetriol.

[0290] [Chem. 13]

[0291] In another preferred embodiment, a process is characterized in that the coloring agent (F) and / or the post-treatment agent (N) contain at least one organic Ci-C6 alkoxysilane selected from the group consisting of

[0292] - (3-aminopropyl)triethoxysilane

[0293] - (3-aminopropyl)trimethoxysilane

[0294] - l-(3-aminopropyl)silanetriol

[0295] - (2-aminoethyl)triethoxysilane

[0296] - (2-aminoethyl)trimethoxysilane

[0297] - l-(2-aminoethyl)silanetriol

[0298] - (3-dimethylaminopropyl)triethoxysilane

[0299] - (3-dimethylaminopropyl)trimethoxysilane

[0300] - l-(3-dimethylaminopropyl)silanetriol

[0301] - (2-dimethylaminoethyl)triethoxysilane

[0302] - (2-dimethylaminoethyl)trimethoxysilane

[0303] - l-(2-dimethylaminoethyl)silanetriol

[0304] and / or the hydrolysis and / or condensation products of the aforementioned compounds.

[0305] The above-mentioned organic silicon compounds of formula (I) can be obtained commercially.

[0306] (3-Aminopropyl)trimethoxysilane can, for example, be purchased from Sigma-Aldrich. (3-Aminopropyl)triethoxysilane can also be purchased from Sigma-Aldrich.

[0307] In other tests, particularly staining tests, it also proved quite advantageous to apply an organic Ci-C6 alkoxysilane of formula (II) to the keratin fibers in the process, W)>

[0308] where

[0309] - R5 represents an alkyl group in CrCi8,

[0310] - R6 represents a hydrogen atom or an alkyl group in Ci-C6,

[0311] - R7 represents a Ci-C6 alkyl group,

[0312] - k represents an integer from 1 to 3, and

[0313] - m represents the integer 3 - k.

[0314] The silicon organic compound(s) of formula (II) may also be designated as silanes of the alkylalkoxysilane type.

[0315] If R6 represents a hydrogen atom, the group directly bonded to the silicon atom is an OH group. When k equals three and the R6 radical represents a hydrogen atom in all three motifs, the silane is an alkyltrihydroxysilane, which can also be designated as an alkylsilanetriol. Alkylsilanetriols are the complete hydrolysis products of the corresponding alkoxysilanes.

[0316] Organic CrC6 alkoxysilanes of formula (II) are preferred

[0317] where

[0318] - R5 represents an alkyl group in CrCi8,

[0319] - R6 represents an alkyl group in CrC6,

[0320] - R7 represents a Ci-C6 alkyl group,

[0321] - k represents an integer from 1 to 3, and

[0322] - m represents the integer 3 - k,

[0323] and / or their hydrolysis and / or condensation products.

[0324] In another particularly preferred embodiment, a process according to the invention is characterized in that the coloring agent (F) and / or the posttreatment agent (N) contain at least one Ci-C6 alkoxysilane of formula (II) and / or its hydrolysis and / or condensation products (¾

[0325] where

[0326] - R5 represents an alkyl group in Ci-Ci8,

[0327] - R6 represents an alkyl group in CrC6,

[0328] - R7 represents an alkyl group in CrC6,

[0329] - k represents an integer from 1 to 3, and

[0330] - m represents the integer 3 - k.

[0331] In another particularly preferred embodiment, a process according to the invention is characterized in that the coloring agent (F) contains at least one Ci-C6 alkoxysilane of formula (II) and / or its hydrolysis and / or condensation products (k

[0332] where

[0333] - R5 represents an alkyl group in Ci-Ci8,

[0334] - R6 represents an alkyl group in CrC6,

[0335] - R7 represents an alkyl group in CrC6,

[0336] - k represents an integer from 1 to 3, and

[0337] - m represents the integer 3 - k.

[0338] In another particularly preferred embodiment, a process according to the invention is characterized in that the post-treatment agent (N) contains at least one Ci-C6 alkoxysilane of formula (II) and / or its hydrolysis and / or condensation products (h),

[0339] where

[0340] - R5 represents an alkyl group in CrCi8,

[0341] - R6 represents a Ci-C6 alkyl group,

[0342] - R7 represents an alkyl group in CrC6,

[0343] - k represents an integer from 1 to 3, and

[0344] - m represents the integer 3 - k.

[0345] In silicon organic compounds of formula (II), the radical R5 represents a Ci-Ci8 alkyl group. This Ci-Ci8 alkyl group is saturated and may be linear or branched. Preferably, R9 represents a linear CrCi8 alkyl group. Preferably, R5 represents a methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, n-octyl, n-dodecyl, or n-octadecyl group. Particularly preferred, R9 represents a methyl, ethyl, n-hexyl, or n-octyl group.

[0346] In silicon organic compounds of formula (II), the radical R6 represents a hydrogen atom or an alkyl group in Ci-C6. Particularly preferred, R6 represents a methyl group or an ethyl group.

[0347] In silicon organic compounds of formula (IV), the radical R7 represents a Ci-C6 alkyl group. Particularly preferred, R7 represents a methyl or ethyl group.

[0348] Furthermore, k represents an integer from 1 to 3 and m represents the integer 3 - k. When k represents the number 3, then m is 0. When k represents the number 2, then m is 1. When k represents the number 1, then m is 2.

[0349] Particularly stable films, i.e. colorations exhibiting particularly good wash resistance, were obtained when a coloring agent (F) and / or a post-treatment agent containing at least one organic alkoxysilane in Ci-C6 of formula (II) was used in the process, where the radical k represents the number 3. In this case, the radical m represents the number 0.

[0350] Organic silicon compounds of formula (II) particularly well suited to solving the problem according to the invention are

[0351] - methyltrimethoxysilane

[0352] [Chem. 14]

[0353] - methyltriethoxysilane

[0354] [Chem. 15]

[0355] - ethyltrimethoxysilane

[0356] [Chem. 16]

[0357] - ethyltriethoxysilane

[0358] [Chem. 17]

[0359] - n-hexyltrimethoxysilane

[0360] [Chem. 18]

[0361] - n-hexyltriethoxysilane

[0362] [Chem. 19]

[0363] - n-octyltrimethoxysilane

[0364] [Chem.20]

[0365] - n-octyltriethoxysilane

[0366] [Chem.21]

[0368] [Chem.22]

[0369] - n-dodecyltriethoxysilane.

[0370] [Chem.23]

[0371] In another preferred embodiment, a process according to the invention is characterized in that the coloring agent (F) and / or the post-treatment agent (N) further contain at least one organic silicon compound of formula (II) which is selected from the group consisting of

[0372] - methyltrimethoxysilane

[0373] - methyltriethoxysilane

[0374] - ethyltrimethoxysilane

[0375] - ethyltriethoxysilane

[0376] - propyltrimethoxysilane

[0377] - propyltriethoxysilane

[0378] - hexyltrimethoxysilane

[0379] - hexyltriethoxysilane

[0380] - octyltrimethoxysilane

[0381] - octyltriethoxysilane

[0382] - dodecyltrimethoxysilane

[0383] - dodecyltriethoxysilane

[0384] - octadecyltrimethoxysilane and / or

[0385] - octadecyltriethoxysilane.

[0386] Particularly robust films were also obtained when the colorant (F) and / or post-treatment agent (N) was used a combination of organic Ci-C6 alkoxysilanes of formula (I) and (II) or particularly preferred representatives of these groups.

[0387] In another particularly preferred embodiment, a process according to the invention is characterized in that the coloring agent (F) and / or the post-treatment agent (N) contain

[0388] - at least a first Ci-C6 alkoxysilane chosen from the group consisting of (3-aminopropyl)trimethoxysilane, (3-aminopropyl)triethoxysilane, (2-aminoethyl)trimethoxysilane, (2-aminoethyl)triethoxysilane, (3-dimethylaminopropyl)trimethoxysilane, (3-dimethylaminopropyl)triethoxysilane, (2-dimethylaminoethyl)trimethoxysilane, (2-dimethylaminoethyl)triethoxysilane and / or their hydrolysis and / or condensation products, and

[0389] - at least a second Ci-C6 alkoxysilane chosen from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, hexyltrimethoxysilane, hexyltriethoxysilane, octyltrimethoxysilane, octyltriethoxysilane, dodecyltrimethoxysilane, dodecyltriethoxysilane and / or their hydrolysis and / or condensation products.

[0390] In this context, it has been found preferable that the coloring agent (F) contain, in relation to the total weight of the coloring agent (F), one or more organic Ci-C6 alkoxysilanes in a total quantity ranging from 0.1 to 20% by weight, preferably from 1 to 15% by weight and particularly preferably from 2 to 8% by weight.

[0391] In this context, it proved preferable that the post-treatment agent (N) contains, relative to the total weight of the post-treatment agent (N), one or more organic Ci-C6 alkoxysilanes in a total quantity ranging from 0.1 to 20% by weight, preferably from 1 to 15% by weight and particularly preferably from 2 to 8% by weight.

[0392] Products of hydrolysis and / or condensation of organic alkoxysilanes to Ci-C6

[0393] Even the addition of small amounts of water leads to the hydrolysis of alkoxysilanes Organic C1-C6 compounds containing at least one hydrolyzable group (this refers to the relevant alkoxy group). The hydrolysis products and / or organic silicon compounds containing at least one hydroxyl group can react with each other in a condensation reaction. For this reason, both organic C1-C6 alkoxysilanes containing at least one hydrolyzable group and their hydrolysis and / or condensation products may be included in the respective agent. When using silanes containing at least one hydroxyl group, organic silicon compounds containing at least one hydroxyl group, as well as silanes containing multiple hydroxyl groups and their condensation products, may be included in the agent.

[0394] The term "condensation product" means a product formed by the reaction of at least two silicon organic compounds, each containing at least one hydroxyl group or hydrolyzable group per molecule, with dissociation of water and / or with dissociation of an alkanool. Condensation products may, for example, be dimers, but also trimers or oligomers, the condensation products being in equilibrium with the monomers. Depending on the amount of water used or consumed in the hydrolysis, the equilibrium shifts from the monomeric silicon organic compounds to the condensation product.

[0395] Particularly good results were obtained when using organic Ci-C6 alkoxysilanes of formula (I) and / or (II) in the process. Since hydrolysis / condensation begins, as described above, even in the presence of traces of moisture, the hydrolysis and / or condensation products of organic alkoxysilanes (I) and (II) are also included in this embodiment.

[0396] Organic Ci-C6 alkoxysilanes, in particular those of formula (I) and / or (II), are reactive compounds which can undergo a hydrolysis and condensation reaction with water.

[0397] The reaction of organic Ci-C6 alkoxysilanes with water can occur in various ways. The reaction starts as soon as the Ci-C6 alkoxysilanes come into contact with water by mixing. As soon as Ci-C6 alkoxysilanes and water come into contact, an exothermic hydrolysis reaction takes place according to the following scheme (reaction scheme based on the example of 3-aminopropyltriethoxysilane): OB OEt -----*■ -^x 4 FtOH OS QEi

[0398] Depending on the number of hydrolyzable Ci-C6 alkoxy groups per silane molecule, the hydrolysis reaction can also take place several times per Ci-C6 alkoxysilane used: QEt QH :Hghk ^SE~OH 4 2 Mi ÔEt ôej

[0399] or OEt ÇH .^sH'OEt 4 3 § W HdSL .-Si—OH -s- 1 X-- £ "■ * ■s.....--" -s....-' | 03 OH

[0400] Hydrolysis as an example of methyltrimethoxysilane: Ote Ote Office *■ Ote

[0401] Depending on the amount of water used, the hydrolysis reaction can also take place several times per CrC6 alkoxysilane used: Ote qH GHs-Si—OMe + 2 W--CH3™Sr~OH 2

[0402] or Qty çH CHj-SΗOMe 4 3 h / ) ----CNg^-OH 4 3 W)H s OMs qh

[0403] After hydrolysis, or practically simultaneously with it, alkoxysilanes condense into partially (or partially completely) hydrolyzed CrC6. The precondensation may, for example, proceed according to the following scheme: QM ]

[0404] Partially hydrolyzed or totally hydrolyzed Ci-C6 alkoxysilanes can participate in the condensation reaction and undergo condensation with Ci-C6 alkoxysilanes that have not yet reacted and that are partially or also totally hydrolyzed.

[0405] Possible condensation reactions are, for example (shown using the mixture of (3-aminopropyl)triethoxysilane and methyltrimethoxysilane):

[0406] and / or OB If—OH OH ©St Ç£t OH—Si—Û—S—OB

[0407] and / or

[0408] and / or MeQH

[0409] and / or HJ4

[0410] and / or

[0412] In the example reaction schemes above, condensation into a dimer has been shown respectively, but further condensations into oligomers with several silane atoms are also possible and preferred.

[0413] This hydrolysis or condensation reaction already occurs in the presence of very small amounts of water, which is why the oligomers and / or condensation products of the aforementioned silicon organic compounds are also included in the present invention.

[0414] By "condensation products of organic alkoxysilanes in Ci-C6", means, for the purposes of the application, the condensates which are formed by reaction of organic alkoxysilanes in Ci-C6 with each other.

[0415] Cosmetic support for the colouring agent (F) or the post-treatment agent (N)

[0416] The coloring agent (F) preferably contains the coloring compounds in a cosmetic support. If the colouring agent (F) also contains the organic alkoxysilane(s) in Ci-C6, this cosmetic support is preferably low in water.

[0417] When a post-treatment agent (N) is applied to keratin fibers and this agent contains organic alkoxysilanes in Ci-C6, the cosmetic carrier of the post-treatment agent is also, in a particularly preferred manner, low in water.

[0418] The low water content in agent (F) and / or (N) ensures the storage stability of the respective agent and further ensures that the organic Ci-C6 alkoxysilanes are still in a reactive form and not yet fully polymerized. If complete crosslinking of the organic Ci-C6 alkoxysilanes only occurs after application of agent (F) or (N) to the keratin fibers, the film that forms during crosslinking is characterized by particularly high robustness and strength. Robust films are already obtained when the respective agent (F) or (N) contains less than 25.0% water by weight. It has been found preferable to further reduce the water content in agent (F) and / or (N).

[0419] In a particularly preferred manner, the coloring agent (F) is made to be low in water, so that the water content of the coloring agent (F), relative to the total weight of the coloring agent (F), is in the range of 0 to 20.0% by weight, preferably 0.1 to 10.0% by weight, more preferably 0.1 to 5.0% by weight, and particularly preferred 0.5 to 3.0% by weight of water.

[0420] In another particularly preferred embodiment, a process according to the invention is characterized in that the colouring agent (F) contains, relative to the total weight of the colouring agent (F), 0 to 20.0% by weight, preferably 0.1 to 10.0% by weight, more preferably 0.1 to 5.0% by weight and particularly preferably 0.5 to 3.0% by weight of water.

[0421] In a particularly preferred manner, the post-treatment agent (N) is made to be low in water, so that the water content of the post-treatment agent (N), relative to the total weight of the post-treatment agent (N), is in the range of 0 to 20.0% by weight, preferably 0.1 to 10.0% by weight, more preferably 0.1 to 5.0% by weight, and particularly preferred 0.5 to 3.0% by weight of water.

[0422] In another particularly preferred embodiment, a process according to the invention is characterized in that the post-treatment agent (N) contains, relative to the total weight of the post-treatment agent (N), 0 to 20.0% by weight, preferably 0.1 to 10.0% by weight, more preferably 0.1 to 5.0% by weight and particularly preferably 0.5 to 3.0% by weight of water.

[0423] As cosmetic carriers other than water, compounds of the ethanol group, isopropanol, 1,2-propylene glycol, 1,3-propylene glycol, ethylene glycol, 1,2-butylene glycol, dipropylene glycol, diethylene glycol monoethyl ether, glycerin, phenoxyethanol, benzyl alcohol, C1-6 polyalkylene glycols, dimethyl carbonate, diethyl carbonate, ethylene carbonate, propylene carbonate, butylene carbonate, and glycerol carbonate are, for example, particularly well suited. Ethanol has proven especially suitable for this purpose.

[0424] Ethanol has CAS number 64-17-5. Isopropanol has CAS number 67-63-0.

[0425] 1,2-Propylene glycol is also known as 1,2-propanediol and has the CAS numbers 57-55-6 [(RS)-1,2-dihydroxypropane], 4254-14-2 [(R)-1,2-dihydroxypropane], and 4254-153 [(S)-1,2-dihydroxypropane]. Ethylene glycol is also known as 1,2-ethanediol and has the CAS number 107-21-1. Glycerin is also known as 1,2,3-propanetriol and has the CAS number 56-81-5. Phenoxyethanol has the CAS number 122-99-6.

[0426] Dipropylene glycols (or oxydipropanols) form a group of substances derived from glycol ether. The dipropylene glycol group includes 2,2'-oxydi-l-propanol, CAS number 108-61-2, l,l'-oxydi-2-propanol, CAS number 110-98-5, and 2-(2-hydroxypropoxy)-l-propanol, CAS number 106-62-7. The mixture of these three isomers has CAS number 25265-71-8.

[0427] Diethylene glycol monoethyl ether may also be called ethoxydiglycol or ethyldiglycol or 2-(2-ethoxyethoxy)ethanol) and has CAS number 111-90-0.

[0428] Benzyl alcohol may also be called phenylmethanol and has the CAS number 100-51-6.

[0429] All the solvents described above can be obtained commercially from various chemical suppliers, such as, for example, Aldrich or Fluka.

[0430] A particularly suitable solvent is polyethylene glycol of formula (EG) (EG),

[0431] where

[0432] x represents an integer from 2 to 10,000, preferably an integer from 2 to 800, more preferably an integer from 3 to 600, even more preferably an integer from 3 to 400 and most particularly preferred an integer from 4 to 200.

[0433] In another particularly preferred embodiment, a process according to the invention is therefore characterized in that the coloring agent (F) and / or the post-treatment agent (N) contain one or more polyethylene glycols (a4) of formula (EG),

[0434] where

[0435] x represents an integer from 2 to 10,000, preferably an integer from 2 to 800, more preferably an integer from 3 to 600, even more preferably an integer from 3 to 400 and most particularly preferred an integer from 4 to 200.

[0436] Depending on their chain length, polyethylene glycols are liquid or solid polymers, soluble in water. Polyethylene glycols with a molecular weight between 200 g / mol and 400 g / mol are non-volatile liquids at room temperature. PEG 600 has a melting range of 17 to 22 °C and therefore a paste-like consistency. In the case of molecular weights above 3000 g / mol, PEGs are solid substances and are commercially available in flake or powder form.

[0437] It is primarily the use of low molecular weight alkylene glycols (or, as the case may be, polyethylene glycols) that has proven to be well suited to solving the problem according to the invention. In low molecular weight alkylene glycols (or, as the case may be, polyethylene glycols) in the sense of the present invention, x represents an integer from 1 to 100, preferably an integer from 1 to 80, more preferably an integer from 2 to 60, even more preferably an integer from 3 to 40, even more preferably an integer from 4 to 20, and most particularly preferably an integer from 6 to 15.

[0438] A particularly preferred example is PEG-8, for instance, a low molecular weight polyethylene glycol. PEG-8 comprises an average of 8 ethylene glycol units (xl = 8), has an average molecular weight of 400 g / mol, and bears the CAS number 25322-68-3. PEG-8 is also alternatively designated as PEG 400 and can, for example, be obtained commercially from APS.

[0439] Other suitable low molecular weight polyethylene glycols are, for example, PEG-6, PEG-7, PEG-9 and PEG-10.

[0440] Another suitable polyethylene glycol is, for example, PEG-32. PEG-32 comprises 32 ethylene units (xl = 32), has an average molecular weight of 1500 g / mol, and bears the CAS number 25322-68-3. PEG-32 is also alternatively designated as PEG 1500 and can, for example, be obtained commercially from Clariant.

[0441] The solvent(s) other than water are preferably used in the coloring agent (F) in specified quantity ranges. Good results have been obtained when the coloring agent (F) contains, relative to the total weight of the coloring agent (F), one or more solvents other than water in a total quantity ranging from 20 to 95% by weight, preferably from 30 to 85% by weight, more preferably from 40 to 80% by weight and most preferably from 45 to 75% by weight.

[0442] Solvents other than water are also present in the post-treatment agent (N), preferably in specified ranges of quantities. Good results have been obtained when the post-treatment agent (N) contains, relative to the total weight of the post-treatment agent (N), one or more solvents other than water in a total quantity ranging from 20 to 95% by weight, preferably from 30 to 85% by weight, more preferably from 40 to 80% by weight and most preferably from 45 to 75% by weight.

[0443] In another particularly preferred embodiment, a process according to the invention is characterized in that the coloring agent (F) and / or the post-treatment agent (N) contain, relative to the total weight of the respective agent, one or more solvents from the group consisting of ethanol, isopropanol, 1,2-propylene glycol, 1,3-propylene glycol, ethylene glycol, 1,2-butylene glycol, dipropylene glycol, diethylene glycol monoethyl ether, glycerin, phenoxyethanol, benzyl alcohol, C1-6 polyalkylene glycols, dimethyl carbonate, diethyl carbonate, ethylene carbonate, propylene carbonate, butylene carbonate, and glycerol carbonate in a total amount ranging from 20 to 95% by weight, preferably from 30 to 85% by weight, more preferably from 40 to 80% by weight, and particularly preferably from 45 to 75% by weight.

[0444] In another particularly preferred embodiment, a process according to the invention is characterized in that the coloring agent (F) contains, relative to the total weight of the coloring agent (F), 20 to 95% by weight, preferably 30 to 85% by weight, more preferably 40 to 80% by weight and particularly preferred 45 to 75% by weight of ethanol.

[0445] In another embodiment explicitly particularly preferred, a process according to the invention is characterized in that the post-treatment agent (N) contains, relative to the total weight of the post-treatment agent (N), 20 to 95% by weight, preferably 30 to 85% by weight, more preferably 40 to 80% by weight and particularly preferably 45 to 75% by weight of ethanol.

[0446] Sequence of process steps

[0447] The process according to the invention is characterized by the application of a pretreatment agent (V) to the keratin fibers in a first step. The second step consists of applying the coloring agent (F) to the keratin fibers. In this case, there is no washing step between steps (1) and (2), or in other words, there is no washing of the hair between steps (1) and (2), and the pretreatment agent (V) is also not removed by rinsing before the application of the coloring agent (F).

[0448] The keratin fibers are therefore not rinsed with tap water (or with tap water and shampoo or surfactant) during the process, or, in other words, there is no rinsing or washing of the hair between steps (1) and (2).

[0449] Assuming that a user washes their hair on average at least every two days, the period during which steps (1) and (2) are carried out is practically limited to a maximum of 48 hours. However, it has proven to be quite It is particularly preferable to further limit this period to a maximum of 24 hours, preferably a maximum of 12 hours, and most preferably a maximum of 4 hours. If steps (1) and (2) are completed within a maximum of 4 hours, the user will visit the hairdresser once or perform the home coloring process once and will obtain the desired coloring result at the end of the process, once step (2) has been completed.

[0450] In another particularly preferred embodiment, the process according to the invention is characterized in that steps (1) and (2) are carried out over a period of 48 hours at most, preferably 24 hours at most, more preferably 12 hours at most, even more preferably 4 hours at most and most preferably 2 hours at most.

[0451] The post-treatment agent (N) is preferably applied especially when the organic Ci-C6 alkoxysilane(s) are applied after the staining agent and are required to form a colorless film over the staining compounds. When the post-treatment agent (N) is applied, it is particularly preferable that it also be applied for a limited period. Particularly good results were obtained when the post-treatment agent (N) was applied for a maximum of 48 hours, preferably for a maximum of 24 hours, more preferably for a maximum of 12 hours, and most preferably for a maximum of 4 hours after the application of the pre-treatment agent (N) and the staining agent (F).

[0452] In another particularly preferred embodiment, a method according to the invention is characterized in that steps (1) and (2), or, insofar as a step (3) is carried out, steps (1), (2) and (3), are carried out over a period of 48 hours at most, preferably of 24 hours at most, more preferably of 12 hours at most and particularly preferably of 4 hours at most.

[0453] The pretreatment agent (V) is therefore applied to the keratin fibers as a no-rinse agent. The C8-C24 alkylcarboxylic acids (VI) or their salts can thus be deposited as a smooth, closed film on the keratin fibers, forming a regular and smooth substrate that allows, when the coloring agent (F) is applied, a particularly regular and homogeneous deposition of the coloring compounds onto the keratin surface.

[0454] The pretreatment agent (V) can be applied to a moistened or dry keratinous material. Application can be carried out, for example, using a brush, a roller or a nozzle, or the user can use their gloved hand.

[0455] After application, the pretreatment agent can be massaged in for a period of 10 to 120 seconds. The keratin fibers are then preferably dried. It is also possible to start the drying process of the keratin fibers directly after the application of the pretreatment agent (V).

[0456] During drying, the cosmetic carrier present in the pretreatment agent (V) evaporates or volatilizes. If it is largely a solvent such as ethanol, drying can be particularly rapid and efficient.

[0457] Drying can be done either in the open air or under the effect of heat, for example using a heated cap or a hair dryer.

[0458] The drying of keratin fibers or hair can be accelerated by heat treatment. "Heat treatment" means that the keratin material is brought into contact with a heated device, or that such a heated device is applied to or on the keratin material. In addition, the keratin material can also be brought into contact with hot air for heat treatment. Examples of such devices include a hairdryer, a heated cap, a flat iron, a curling iron, or an infrared lamp.

[0459] It was also found that it was preferable for the processing temperature during heat treatment to range from 40 °C to 210 °C, preferably from 45 °C to 150 °C, more preferably from 45 °C to 100 °C, even more preferably from 45 °C to 80 °C, and most preferably from 45 °C to 60 °C. In other words, it proved particularly preferable to carry out the heat treatment with equipment heated to a temperature ranging from 40 °C to 210 °C, preferably from 45 °C to 150 °C, more preferably from 45 °C to 100 °C, even more preferably from 45 °C to 80 °C, and most preferably from 45 °C to 60 °C.

[0460] In the second step of the process according to the invention, the coloring agent (F) is applied to the moistened or dry keratin material. The application can be carried out, for example, using a brush, a roller, or a nozzle, or the user can use their gloved hand.

[0461] In a particularly preferred embodiment, the coloring agent can be applied to dry keratinous material or to dry hair. In this case, the final hydrolysis and condensation of the organic alkoxysilanes to Ci-C6 are carried out due to the amount of water contained in the coloring agent (F) itself or to an amount of water added subsequently.

[0462] In another embodiment, it is particularly preferable to use a process characterized by

[0463] (1-1) the application of the pretreatment agent (V) to the keratin fibers,

[0464] (1-2) the drying of the keratin fibers still impregnated with the agent pretreatment (V), drying being carried out preferably at a temperature ranging from 40 °C to 210 °C, preferably from 45 °C to 150 °C, more preferably from 45 °C to 100 °C, even more preferably from 45 °C to 80 °C and particularly preferably from 45 °C to 60 °C, and

[0465] (2-1) the application of the coloring agent (F) to the dried keratin fibers at step (1-2).

[0466] After step (2-1), the coloring agent (F) can in principle be removed by rinsing with water or with water and shampoo. However, color intensity and wash resistance were particularly good when the coloring agent was not removed by rinsing after application, but the keratin fibers still coated with the coloring agent were dried. In other words, it is also highly preferable to apply the coloring agent (F) as a leave-in product.

[0467] The drying of keratin fibers coated with the coloring agent (F) can be accelerated by heat treatment. "Heat treatment" means that the keratin material is brought into contact with a heated device or that such a heated device is applied to or on the keratin material. In addition, the keratin material can also be brought into contact with hot air for heat treatment. Examples of such devices include a hairdryer, a heated cap, a flat iron, a curling iron, or an infrared lamp.

[0468] In a particularly preferred embodiment, a method according to the invention is characterized in that the heat treatment is carried out by the use of a hair dryer, a heating cap, a straightener, a curling iron or an infrared lamp.

[0469] It has also been found that it is preferable for the processing temperature during heat treatment to range from 40 °C to 210 °C, preferably from 45 °C to 150 °C, more preferably from 45 °C to 100 °C, even more preferably from 45 °C to 80 °C, and most preferably from 45 °C to 60 °C, and most preferably from 50 °C to 100 °C. In other words, it has been found to be particularly preferable to carry out the heat treatment with equipment heated to a temperature ranging from 40 °C to 210 °C, preferably from 45 °C to 150 °C, more preferably from 45 °C to 100 °C, even more preferably from 45 °C to 80 °C, and most preferably from 45 °C to 60 °C.

[0470] In another particularly preferred embodiment, a method according to the invention is characterized by the following steps in the order indicated:

[0471] (1-1) application of the pretreatment agent (V) to the keratin fibers,

[0472] (1-2) drying of the keratin fibers still impregnated with the pretreatment agent (V), drying being carried out preferably at a temperature ranging from 40 °C to 210 °C, preferably from 45 °C to 150 °C, more preferably from 45 °C to 100 °C, even more preferably from 45°C to 80°C and particularly preferably from 45°C to 60°C,

[0473] (2-1) application of the coloring agent (F) to the keratin fibers, and

[0474] (2-2) drying of the keratin fibers still impregnated with the coloring agent (F), drying being carried out preferably at a temperature ranging from 40 °C to 210 °C, preferably from 45 °C to 150 °C, more preferably from 45 °C to 100 °C, even more preferably from 45 °C to 80 °C and particularly preferably from 45 °C to 60 °C.

[0475] During drying in step (2-2), the water or solvent(s) present in the coloring agent (F) evaporate or volatilize, and the film formed by the condensation of the alkoxysilanes into Ci-C6 hardens. Drying can be carried out either in open air or under the effect of heat, for example, using a heating cap or a hairdryer.

[0476] In one embodiment, the coloring agent can be applied to dry keratin material or to dry hair.

[0477] When the staining agent (F) further contains one or more organic Ci-C6 alkoxysilanes, it has been found to be particularly preferable for the staining agent to be low in water. In this case, the hydrolysis and condensation of the organic Ci-C6 alkoxysilanes are carried out due to the amount of water contained in the staining agent (F) itself or to a quantity of water added subsequently.

[0478] In this case, to complete the hydrolysis and condensation reactions, a defined quantity of water is preferably applied to the keratin fibers still impregnated with the coloring agent (F), the weight of the quantity of water applied at this stage being at most twice the weight of the coloring agent (F) applied at stage (2).

[0479] The additional application of the defined quantity of water thus allows for the initiation of post-condensation or post-crosslinking of the organic alkoxysilanes in Ci-C6. This post-crosslinking further consolidates the film or coating.

[0480] In another particularly preferred embodiment, a method according to the invention consists of the following steps in the order indicated:

[0481] (1-1) application of the pretreatment agent (V) to the keratin fibers,

[0482] (1-2) drying of the keratin fibers still impregnated with the pretreatment agent (V), drying being carried out preferably at a temperature ranging from 40 °C to 210 °C, preferably from 45 °C to 150 °C, more preferably from 45 °C to 100 °C, even more preferably from 45 °C to 80 °C and particularly preferably from 45 °C to 60 °C,

[0483] (2-1) application of the coloring agent (F) to the keratin fibers, and

[0484] (2-2) application of a defined quantity of water onto the keratin fibers still impregnated with the coloring agent (F), the weight of the quantity of water applied in step (2-2) being at most twice the weight of the coloring agent (F) applied in step (2-1), and

[0485] (2-3) drying of the keratin fibers still impregnated with the coloring agent (F), drying being carried out preferably at a temperature ranging from 40 °C to 210 °C, preferably from 45 °C to 150 °C, more preferably from 45 °C to 100 °C, even more preferably from 45 °C to 80 °C and particularly preferably from 45 °C to 60 °C.

[0486] In step (2-2), however, there must be no removal of the coloring agent (F) by rinsing; that is, the additional amount of water applied to the hair impregnated with the coloring agent (F) must be sufficient so that the Ci-C6 alkoxysilanes can indeed come into contact with a sufficient quantity of water, but the coloring agent (F) is not removed from the hair fiber by washing or running off. As demonstrated by the work leading to the present invention, this is the case when the weight of the amount of water applied in step (2-2) is at most twice the weight of the coloring agent (F) applied in step (2-1).

[0487] The terms "quantity of water" and "quantity of colouring agent (F)" refer to quantities by weight. Thus, if 50 g of colouring agent (F) are applied to the hair / keratinous material in step (2-1), a maximum of 100 g of water may be applied to the hair / keratinous material in step (2-2).

[0488] The specified quantity of water can be distributed over the keratin fibers in step (2-2) and mixes with the coloring agent (F) which is also still present on the keratin fibers. This mixing can be facilitated by hand massage or with the aid of a brush.

[0489] It is particularly preferable to carry out step (2-2). In particular, a process comprising

[0490] the application of the coloring agent (F) to dry keratin fibers, and

[0491] the application of a defined quantity of water to the keratin fibers still impregnated with the coloring agent (F), and

[0492] the drying of the keratin fibers still impregnated with the coloring agent (F),

[0493] the total quantity of water used for mixing with the coloring agent in step (2-2) being at most twice the weight of the coloring agent (F) used in step (2-1).

[0494] Moreover, a process comprising

[0495] the application of the coloring agent (F) to the dry keratin material, and

[0496] the application of a defined quantity of water to the keratin fibers still impregnated with the coloring agent (F), and

[0497] the drying of the keratin fibers still impregnated with the coloring agent (F),

[0498] the total quantity of water used for mixing with the coloring agent in step (2-2) being at most equal to the weight of the coloring agent (F) used in step (2-1).

[0499] At step (2-3), the coloring agent (F) which still coats the keratin fibers is the coloring agent (F) mixed or diluted with the defined amount of water.

[0500] Therefore, if 50 g of coloring agent (F) are applied to the hair / keratin fibers in step (2-1), with an amount of water at most equal, at most 50 g of water can be applied to the hair / keratin fibers in step (2-2).

[0501] A period ranging from a few seconds to 60 minutes, preferably from 30 seconds to 30 minutes, may elapse between steps (2-1) and (2-2) (if step (2-2) is carried out).

[0502] After step (2-2), step (2-3) is carried out to dry the keratin material without prior rinsing of the coloring agent (F).

[0503] During drying in step (2-3), the water or solvent(s) present in the coloring agent evaporate or volatilize, and the film formed by the condensation of the alkoxysilanes into Ci-C6 hardens. Drying can be carried out either in open air or under the effect of heat, for example, using a heating cap or a hairdryer.

[0504] Preparation of the ready-to-use coloring agent

[0505] In one embodiment, the coloring agent (F) according to the invention can be applied directly to keratin fibers or to hair in the form in which it is made available to the user. In this form, the coloring agent (F) according to the invention also constitutes the ready-to-use agent and can be made available, for example, in a bottle, container, tube, or box. A major advantage of this form of application is its convenient and simple application, as the user can simply take the coloring agent (F) from the bottle or container in which it has been made available and apply it to the keratin fibers. Mixing, stirring, and / or homogenization with one or more other components or compositions are not necessary in this embodiment.

[0506] In particular, if the coloring agent (F) also contains the organic alkoxysilane(s) in the Ci-C6 form, the coloring agent (F) can also be prepared initially during or before step (2) of the process. This preparation can, for example, be carried out by mixing a mixture of silanes containing the organic alkoxysilane(s) in the Ci-C6 form (F2) with another agent containing the coloring compound(s) (F1). In this embodiment, the ingredients (F1) and (F2) can be in two separate containers and be combined or mixed together to prepare the ready-to-use coloring agent (F). Although this embodiment involves more work for the user, it can nevertheless be preferred to increase storage stability of alkoxysilanes in Ci-C6 (F2), to avoid premature conglomeration between silanes (F2) and the coloring compound (Fl).

[0507] Application of the post-treatment agent

[0508] The post-treatment agent (N) is preferably applied especially when the organic Ci-C6 alkoxysilane(s) are applied after the coloring agent and are required to form a colorless film on the coloring compounds.

[0509] If the coloring agent (F) does not contain organic alkoxysilanes in Ci-C6, it may also be preferable not to use the coloring agent as a leave-on product, but to remove it by rinsing.

[0510] In another preferred embodiment, a method according to the invention is characterized by the following steps in the order indicated:

[0511] (1-1) application of the pretreatment agent (V) to the keratin fibers,

[0512] (1-2) drying of the keratin fibers still impregnated with the pretreatment agent (V), drying being carried out preferably at a temperature ranging from 40 °C to 210 °C, preferably from 45 °C to 150 °C, more preferably from 45 °C to 100 °C, even more preferably from 45 °C to 80 °C and particularly preferably from 45 °C to 60 °C,

[0513] (2-1) application of the coloring agent (F) to the keratin fibers,

[0514] (2-2) rinsing of keratin fibers to remove the coloring agent (F),

[0515] (2-3) optionally, drying of the keratin fibers rinsed in step (2-2),

[0516] (3-1) application of the post-treatment agent (N) to the keratin fibers, and

[0517] (3-2) drying of keratin fibers still impregnated with the post-treatment agent (N), drying being carried out preferably at a temperature ranging from 40 °C to 210 °C, preferably from 45 °C to 150 °C, more preferably from 45 °C to 100 °C, even more preferably from 45 °C to 80 °C and particularly preferably from 45 °C to 60 °C.

[0518] After the application of the coloring agent in step (2-1) and before its removal by rinsing in step (2-2), the coloring agent may also be left in contact with the keratin fibers for a period ranging from 30 seconds to 60 minutes.

[0519] It is also possible to first fix the coloring compounds with a film formed by the organic Ci-C6 alkoxysilanes contained in the coloring agent. Due to the coloring compounds, this film is colored. On this film, it is then possible to produce a new uncolored film on top of the colored film thanks to the organic Ci-C6 alkoxysilanes contained in the post-treatment agent (N).

[0520] In another preferred embodiment, a method according to the invention is characterized by the following steps in the order indicated:

[0521] (1-1) application of the pretreatment agent (V) to the keratin fibers,

[0522] (1-2) drying of the keratin fibers still impregnated with the pretreatment agent (V), drying being carried out preferably at a temperature ranging from 40 °C to 210 °C, preferably from 45 °C to 150 °C, more preferably from 45 °C to 100 °C, even more preferably from 45 °C to 80 °C and particularly preferably from 45 °C to 60 °C,

[0523] (2-1) application of the coloring agent (F) to the keratin fibers, and

[0524] (2-2) drying of the keratin fibers still impregnated with the coloring agent (F), drying being carried out preferably at a temperature ranging from 40 °C to 210 °C, preferably from 45 °C to 150 °C, more preferably from 45 °C to 100 °C, even more preferably from 45 °C to 80 °C and particularly preferably from 45 °C to 60 °C.

[0525] (3-1) application of the post-treatment agent (N) to the keratin fibers, and

[0526] (3-2) drying of keratin fibers still impregnated with the post-treatment agent (N), drying being carried out preferably at a temperature ranging from 40 °C to 210 °C, preferably from 45 °C to 150 °C, more preferably from 45 °C to 100 °C, even more preferably from 45 °C to 80 °C and particularly preferably from 45 °C to 60 °C.

[0527] Pretreatment agent

[0528] In the processes described above, a pretreatment agent containing the C8-C24 alkylcarboxylic acid(s) and / or their salts (VI) in a solvent-based cosmetic support is particularly preferred.

[0529] A second subject matter of the present application is therefore a pretreatment agent (V) for keratin fibers, in particular human hair, containing, relative to the total weight of the pretreatment agent (V)

[0530] (V1) one or more straight-chain or branched-chain alkylcarboxylic acids, saturated or monounsaturated or polyunsaturated, comprising 8 to 24 carbon atoms, and / or their salts in a total quantity ranging from 0.1 to 15.0% by weight, preferably from 0.5 to 10.0% by weight, more preferably from 2.0 to 8.0% by weight and particularly preferably from 3.0 to 7.0% by weight, and

[0531] (V2) one or more solvents from the group consisting of ethanol, isopropanol, 1,2-Propylene glycol, 1,3-Propylene glycol, ethylene glycol, 1,2-Butylene glycol, dipropylene glycol, diethylene glycol monoethyl ether, glycerin, phenoxyethanol, benzyl alcohol, C1-6 polyalkylene glycols, dimethyl carbonate, diethyl carbonate, ethylene carbonate, propylene carbonate, butylene carbonate, and glycerol carbonate, in a total amount from 1.0 to 99.0% by weight, preferably from 10.0 to 98.5% by weight, more preferably from 30.0 at 98.0% by weight, even more preferably from 50.0 to 97.5% by weight and most particularly preferred from 70.0 to 97.0% by weight.

[0532] A pretreatment agent (V) for keratin fibers, particularly human hair, is particularly preferred, containing, relative to the total weight of the pretreatment agent (V)

[0533] (V1) one or more C8-C24 alkylcarboxylic acids and / or their salts in a total amount from 0.5 to 10.0% by weight, and

[0534] (V2) one or more solvents from the group consisting of ethanol, isopropanol, 1,2-propylene glycol, 1,3-propylene glycol, ethylene glycol, 1,2-butylene glycol, dipropylene glycol, diethylene glycol monoethyl ether, glycerin, phenoxyethanol, benzyl alcohol, Ci-C6 polyalkylene glycols, dimethyl carbonate, diethyl carbonate, ethylene carbonate, propylene carbonate, butylene carbonate and glycerol carbonate, in a total amount ranging from 10.0 to 98.5% by weight.

[0535] A pretreatment agent (V) for keratin fibers, particularly human hair, is particularly preferred, containing, relative to the total weight of the pretreatment agent (V)

[0536] (V1) one or more C8-C24 alkylcarboxylic acids and / or their salts in a total amount from 0.5 to 10.0% by weight, and

[0537] (V2) one or more solvents from the group consisting of ethanol, isopropanol, 1,2-propylene glycol, 1,3-propylene glycol, ethylene glycol, 1,2-butylene glycol, dipropylene glycol, diethylene glycol monoethyl ether, glycerin, phenoxyethanol, benzyl alcohol, Ci-C6 polyalkylene glycols, dimethyl carbonate, diethyl carbonate, ethylene carbonate, propylene carbonate, butylene carbonate and glycerol carbonate, in a total amount from 30.0 to 98.0% by weight.

[0538] A pretreatment agent (V) for keratin fibers, particularly human hair, is particularly preferred, containing, relative to the total weight of the pretreatment agent (V)

[0539] (V1) one or more C8-C24 alkylcarboxylic acids and / or their salts in a total amount from 0.5 to 10.0% by weight, and

[0540] (V2) one or more solvents from the group consisting of ethanol, isopropanol, 1,2-propylene glycol, 1,3-propylene glycol, ethylene glycol, 1,2-butylene glycol, dipropylene glycol, diethylene glycol monoethyl ether, glycerin, phenoxyethanol, benzyl alcohol, C1-6 polyalkylene glycols, dimethyl carbonate, diethyl carbonate, ethylene carbonate, propylene carbonate, butylene carbonate and glycerol carbonate, in a total quantity ranging from 50.0 to 97.5% by weight.

[0541] A pretreatment agent (V) for keratin fibers, in particular human hair, containing, relative to the total weight of the pretreatment agent (V) is also particularly preferred

[0542] (VI) one or more C8-C24 alkylcarboxylic acids and / or their salts in a total amount from 0.5 to 10.0% by weight, and

[0543] (V2) one or more solvents from the group consisting of ethanol, isopropanol, 1,2-propylene glycol, 1,3-propylene glycol, ethylene glycol, 1,2-butylene glycol, dipropylene glycol, diethylene glycol monoethyl ether, glycerin, phenoxyethanol, benzyl alcohol, Ci-C6 polyalkylene glycols, dimethyl carbonate, diethyl carbonate, ethylene carbonate, propylene carbonate, butylene carbonate and glycerol carbonate, in a total amount from 70.0 to 97.0% by weight.

[0544] A pretreatment agent (V) for keratin fibers, particularly human hair, is particularly preferred, containing, relative to the total weight of the pretreatment agent (V)

[0545] (VI) one or more C8-C24 alkylcarboxylic acids and / or their salts in a total amount from 0.5 to 10.0% by weight, and

[0546] (V2) 70.0 to 97.0% by weight of ethanol.

[0547] A pretreatment agent (V) for keratin fibers, particularly human hair, is particularly preferred, containing, relative to the total weight of the pretreatment agent (V)

[0548] (VI) one or more C8-C24 alkylcarboxylic acids from the group consisting of stearic acid, isostearic acid and their salts, in a total amount ranging from 0.5 to 10.0% by weight, and

[0549] (V2) 70.0 to 97.0% by weight of ethanol.

[0550] It goes without saying that the ingredients (VI) and (V2) in the pretreatment agent (V) These components can be added together up to a maximum of 100% by weight. If the pretreatment agent (V) also contains other constituents different from (VI) and (V2), the sum of the weights of (VI) and (V2) is less than 100% by weight. Weight indications here refer to the total weight of the pretreatment agent (V).

[0551] With regard to other preferred embodiments of the pretreatment agent (V), what has been said about the process applies mutatis mutandis.

[0552] Examples

[0553] 1. Application of the pretreatment agent

[0554] The following pretreatment agent was manufactured (unless otherwise stated, all data are expressed as % by weight of active substance).

[0555] Pretreatment agent (V)

[0556] [Tables 1] (V) (% by weight) Stearic acid 5.0 Ethanol ad 100

[0557] Strands of hair (Kerling type, shade 9-0 and white Euronaturhaar type hair) were pre-washed with shampoo, rinsed with water, and then dried to remove any adhering constituents (moth dust, preservatives, or other substances). The cleaned strands were then stored for at least 72 hours.

[0558] Dry hair strands were immersed in the pretreatment agent (V) at 40 °C for 30 minutes. The hair strands were impregnated with the pretreatment agent (V) and dried immediately afterwards, without rinsing, using a commercial hair dryer.

[0559] 1.2. Microscopic image

[0560] The dried Kerling-type wick, Shade 9-0, was observed under a laser scanning microscope. The corresponding image is shown in [Fig. 1].

[0561] The microscopic image shows that the fatty acid (stearic acid) has been deposited on the hair strand in the form of a very uniform film.

[0562] 1.3. Determination of surface free energy

[0563] The surface energy (SFE) of keratin fibers or hair influences how cosmetic compositions interact with the fiber surface during application. Surface energy can be used to assess hair condition, as healthy hair always has a lower surface energy than damaged hair. All cosmetic products applied to the hair surface alter the hair's surface energy. For example, to improve hair conditioning performance, formulations must modify the surface of treated hair and make it more hydrophobic, thereby reducing the surface energy.

[0564] Analogous to J. Cosmet. Sci., 62, 127-137 (March / April 2011), the surface energy of different hair strands was determined. The values ​​shown in the table below were found. Surface free energy (SFE) is expressed in mJ / m². The unit mJ / m² corresponds to the unit mN / m.

[0565] SFE = surface free energy [measured in mJ / m2]

[0566] [Tables2] White Euronatura hair SFE dispersive proportion [mJ / m2] Polar proportion [mJ / m2] Polar + dispersive SFE [mJ / m2] without application of pretreatment agent (V) 31.4 2.1 33.5 with application of pretreatment agent (V) 28.1 0.4 28.5

[0567] White Euronaturhaar type hair is relatively damaged. Applying the pretreatment agent (V) to strands of white Euronaturhaar type hair reduced the surface free energy and made the hair visibly hydrophobic, thus conditioning it.

[0568] [Tables3] Kerling 9-0 SFE dispersive proportion [mJ / m²] SFE polar proportion [mJ / m²] SFE polar + dispersive [mJ / m²] Hair at the root zone without application of the pretreatment agent (V) 24.3 0.0 24.3 Hair at the tip zone without application of the pretreatment agent (V) 23.8 3.8 27.6 Hair at the root zone with application of the pretreatment agent (V) 24.4 4.6 29.0 Hair at the tip zone with application of the pretreatment agent (V) 28.5 1.0 29.5

[0569] To achieve good evenness, the coloring agent must be applied to hair strands that have as similar a surface free energy as possible along their entire length. This ensures that the coloring agent interacts with all areas of the hair surface to the same extent.

[0570] Kerling 9-0 type hair extensions are hair extensions that exhibit less damage than Kerling Euronaturhaar white hair extensions. However, the damage to Kerling 9-0 type extensions is more pronounced at the tips than at the roots.

[0571] The determination of the surface free energies of hair strands not pretreated with (V) shows that there is a relatively large difference in SFE (polar + dispersive) between the root zone and the tip zone of the hair.

[0572] [Tables4] Kerling 9-0 Total SFE polar + dispersive [mJ / m2] Difference in Total SFE between roots and tips Hair at the root zone without application of (V) 24.3 3.3 Hair at the tip zone without application of (V) 27.6

[0573] If a pretreatment with (V) was carried out, the surface free energy (SFEtotaie) was not reduced to such a great extent, but the surface free energy over the entire length of the wick was much better aligned to the same value.

[0574] [Tables5] Kerling 9-0 Total SFE polar + dispersive [mJ / m2] Difference in Total SFE between roots and tips Hair at the root zone with application of (V) 29.0 0.5 Hair at the tip zone with application of (V) 29.5

[0575] The surface free energies (SFEtotaie) between the different hair types could also be reduced to almost the same value:

[0576] [Tableauxô] Total polar + dispersive SFE [mJ / m2] Kerling 9-0 type hair, root area with (V) application 29.0 Kerling 9-0 type hair, tip area with (V) application 29.5 Euronaturhaar white type hair, with (V) application 28.5

[0577] Pretreatment with (V) made it possible to obtain harmonization of surface energies (SFEtotaie) both of parts of the same hair strand exhibiting different degrees of damage and of hair surfaces of different hair types.

[0578] In this way, it was possible to guarantee that a coloring agent (F) applied to the hair strands following the pretreatment agent (V) can interact in a comparable way with all surface areas and thus provide particularly reproducible colorings with the same intensity and a particularly good equalizing power.

[0579] 1.4. Staining of keratin fibers with the staining agent (F)

[0580] Immediately after the pretreatment described in point 1.3, ready-to-use coloring agents were applied to the hair strands. For comparison, hair strands not treated with the pretreatment agent (V) were colored with the coloring agents.

[0581] The following ready-to-use colouring agents (F) have been prepared.

[0582] Preparation of the silane mixture

[0583] In a 500 mL round-bottom flask, 23.4 g of absolute ethanol, 52.6 g of methyltriethoxysilane, and 17.5 g of (3-aminopropyl)triethoxysilane were mixed with stirring. This mixture was heated to 50 °C while continuing to stir. Then, 6.4 g of a 1% sodium hydroxide solution in water were added dropwise over approximately 5 minutes. The temperature of the reaction mixture rose to 59 °C and fell to 55 °C at the end of the addition. The mixture was stirred for a further 45 minutes at 50 °C. It was then transferred to a sealed glass container.

[0584] The silane mixture thus prepared was incorporated into the following coloring agents (F) (all data, unless otherwise indicated, are expressed as % by weight):

[0585] [Tables?] Coloring agent (F) (Fl) (% by weight) (F2) (% by weight) Silane mixture 10 10 Unipure Red LC 3079 (Pigment Red 7, CA number S 5281-04-9, CI 15850) 1.0 1.0 Hexamethyldisiloxane 20 ___ Squalane ___ 20 Ethanol ad 100 ad 100

[0586] The ready-to-use coloring agent was applied to a dry strand of hair (1.0 g of coloring agent per 1.0 g of strand). A gloved hand was used to massage the coloring agent until it was evenly distributed. Then, one of the following aqueous agents (M) was applied to the hair strand still coated with the coloring agent.

[0587] [Tables8] Agent (M) (Ml) (% by weight) (M2) (% by weight) Maleic acid (98%) 0.076 ___ Benecel E4M (hydroxypropyl methylcellulose, Ashland) 1.0 1.0 Water (distilled) ad 100 ad 100

[0588] The application of the agent (M), composed mainly of thickened water, made it possible to add a defined amount of water to the strand of hair still coated with the coloring agent (F) containing silanes, which completed the hydrolysis and condensation of the organic alkoxysilanes into Ci-C6.

[0589] The total amount of water (i.e., agent (M)) used to mix with the coloring agent (F) was half the amount of coloring agent (F) used. Thus, for each 1.0 g strand of hair, 0.5 g of agent (M) was applied. A gloved hand was used to massage the agent (M) until it was uniformly and completely mixed with the coloring agent (F).

[0590] The hair strands thus treated were hung in the air for 10 minutes, then dried without rinsing using a conventional hairdryer. After drying, the strands were placed under a daylight lamp and visually assessed by trained personnel.

[0591] 1.5. Determination of wash resistance

[0592] Next, each strand was washed several times by hand. For this, each strand was moistened with water, then a commercial shampoo (Schauma 7 Herbs) was applied to the strand (0.25 g of shampoo per 1 g of hair) and massaged with the fingers for 30 seconds. The strand was then rinsed for 1 minute under warm running water and dried. The process described above corresponds to one hair washing. The process was repeated for each additional shampooing.

[0593] For the white Euronaturhaar type hair strands, the strands were visually reassessed under daylight lamp after 5 hair washes, 10 hair washes and 15 hair washes.

[0594] For Kerling 9-0 type hair strands, the strands were visually re-evaluated under daylight lamp after 4 hair washes and 8 hair washes.

[0595] The evaluation was carried out according to the school grading system (1 = very high colour intensity; 6 = very low colour intensity)

[0596] LC = hair washing

[0597] C = comparison; I = invention

[0598] [Tables9] White Euronaturhaar type hair 0LC directly after coloring 5LC 10LC 15LC C without pretreatment with (V) coloring with (Fl) mixture of coloring agent with (Ml) intense red 1 intense red 2 red 3 red 3 I with pretreatment with (V) coloring with (Fl) mixture of coloring agent with (Ml) intense red 1 intense red 1 intense red 2 intense red 2

[0599] [TableauxlO] Kerling 9-0 OLC directly after staining 4 LC 8 LC c without pretreatment with (V) staining with (F2) mixture of the coloring agent with (M2) red 2 light red 3-4 pale red 4 I with pretreatment with (V) staining with (F2) mixture of the coloring agent on the head with (M2) intense red 1 red 2 light red 3

Claims

Demands

1. A method for coloring keratin fibers, in particular human hair, comprising the following steps in the order indicated: (1) application of a pretreatment agent (V) to the keratin fibers, wherein the pretreatment agent (V) contains: (V) at least one straight-chain or branched-chain alkylcarboxylic acid, saturated, monounsaturated, or polyunsaturated, having 8 to 24 carbon atoms, and / or its salt, (2) application of a coloring agent (F) to the keratin fibers, wherein the coloring agent (F) contains: (F1) at least one coloring compound from the group of pigments and direct dyes, (3) optionally, application of a posttreatment agent (N) to the keratin fibers, wherein at least one of the agents (F) and / or (N) contains at least one organic Ci-C6 alkoxysilane and / or its hydrolysis and / or condensation products, and - in which no rinsing step is carried out between steps (1) and (2).

2. A process according to claim 1, characterized in that the pretreatment agent (V) contains at least one C8-C24 alkylcarboxylic acid (VI) selected from the group consisting of dodecanoic acid (lauric acid), tetradecanoic acid (myristic acid), hexadecanoic acid (palmitic acid), octadecanoic acid (stearic acid), isostearic acid, (16-methylheptadecanoic acid), eicosanoic acid (arachidic acid), docosanoic acid (behenic acid), tetracosanoic acid (lignoceric acid), petroselinic acid [(Z)-6-octadecenoic acid], palmitoleic acid [(9Z)-hexadec-9-enoic acid], oleic acid [(9Z)-octadec-9-enoic acid], elaidic acid [(9E)-octadec-9-enoic acid], erucic acid [(13Z)-docos-13-enoic acid], linoleic acid [(9Z,12Z)-octadeca-9,12-dienic acid], linolenic acid [(9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid], eleostearic acid [(9Z,11E,13E)-octadeca-9,11,3-trienoic acid],arachidonic acid [(5Z,8Z,llZ,14Z)-eicosa-5,8,ll,14-tetraenoic acid], nervonic acid [(15Z)-tetracos-15-enoic acid], and / or their salts, particularly preferred in the group consisting of hexadecanoic acid (palmitic acid), octadecanoic acid (stearic acid) and / or their salts.

3. A process according to any one of claims 1 to 2, characterized in that the pretreatment agent (V) contains, relative to the total weight of the pretreatment agent (V), one or more C8-C24 alkylcarboxylic acids and / or their salts (VI) in a total amount from 0.1 to 15.0% by weight, preferably from 0.5 to 10.0% by weight, more preferably from 2.0 to 8.0% by weight and most preferably from 3.0 to 7.0% by weight.

4. A process according to any one of claims 1 to 3, characterized in that the pretreatment agent (V) contains, relative to the total weight of the pretreatment agent (V), one or more solvents (V2) from the group consisting of ethanol, isopropanol, 1,2-propylene glycol, 1,3-propylene glycol, ethylene glycol, 1,2-butylene glycol, dipropylene glycol, diethylene glycol monoethyl ether, glycerin, phenoxyethanol, benzyl alcohol, C1-6 polyalkylene glycols, dimethyl carbonate, diethyl carbonate, ethylene carbonate, propylene carbonate, butylene carbonate, and glycerol carbonate in a total amount from 1.0 to 99.0% by weight, preferably from 10.0 to 98.5% by weight, more preferably from 30.0 to 98.0% by weight, even more preferably from 50.0 at 97.5% by weight and particularly preferred from 70.0 to 97.0% by weight.

5. A process according to any one of claims 1 to 4, characterized in that the colouring agent (F) contains, relative to the total weight of the colouring agent (F), one or more pigments (Fl) in a total quantity from 0.01 to 20.0% by weight, preferably from 0.1 to 10.0% by weight, more preferably from 0.2 to 5.0% by weight and most particularly preferred from 0.3 to 2.5% by weight.

6. A process according to any one of claims 1 to 5, characterized in that the coloring agent (F) contains, relative to the total weight of the coloring agent (F), one or more direct dyes (Fl) in a total quantity from 0.01 to 20.0% by weight, preferably from 0.1 to 10.0% by weight, more preferably from 0.2 to 5.0% by weight and most particularly preferred from 0.3 to 2.5% by weight.

7. A method according to any one of claims 1 to 6, characterized in that it comprises - an optional step (3) in which a post-treatment agent (N) is applied to the keratin fibers, and in that the organic alkoxysilane(s) in Ci-C6 and / or their hydrolysis and / or condensation products are contained in the coloring agent (F), or in that it comprises - a mandatory step (3) in which the post-treatment agent (N) is applied to the keratin fibers, and in that the organic alkoxysilane(s) in Ci-C6 and / or their hydrolysis and / or condensation products are contained in the post-treatment agent (N).

8. A process according to any one of claims 1 to 7, characterized in that the colouring agent (F) and / or the post-treatment agent (N) contain at least one Ci-C6 alkoxysilane of formula (I) and / or its hydrolysis and / or condensation products where - Ri, R2 represent, independently of each other, a hydrogen atom or a Ci-C6 alkyl group, - L represents a divalent, linear or branched Ci-C2o alkylene group, - R3, R4 represent, independently of each other, a Ci-C6 alkyl group, - a, represents an integer from 1 to 3, and - b represents the integer 3 - a.

9. A process according to any one of claims 1 to 8, characterized in that the colouring agent (F) and / or the post-treatment agent (N) contain at least one Ci-C6 alkoxysilane of formula (II) and / or its hydrolysis and / or condensation products where - R5 represents a Ci-Ci8 alkyl group, - R6 represents a Ci-C6 alkyl group, - R7 represents a Ci-C6 alkyl group, - k represents an integer from 1 to 3, and - m represents the integer 3 - k.

10. A process according to any one of claims 1 to 9, characterized in that the coloring agent (F) and / or the post-treatment agent (N) contain - at least one first Cr C6 alkoxysilane selected from the group consisting of (3-aminopropyl)trimethoxysilane, (3-aminopropyl)triethoxysilane, (2-aminoethyl)trimethoxysilane, (2-aminoethyl)triethoxysilane, (3-dimethylaminopropyl)trimethoxysilane, (3-dimethylaminopropyl)triethoxysilane, (2-dimethylaminoethyl)trimethoxysilane, (2-dimethylaminoethyl)triethoxysilane and / or their hydrolysis and / or condensation products, and - at least one second Ci-C6 alkoxysilane selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, hexyltrimethoxysilane, hexyltriethoxysilane, octyltrimethoxysilane, octyltriethoxysilane, dodecyltrimethoxysilane, dodecyltriethoxysilane and / or their hydrolysis and / or condensation products.

11. A process according to any one of claims 1 to 10, characterized in that the coloring agent (F) and / or the post-treatment agent (N) contain, relative to the total weight of the respective agent, one or more solvents from the group consisting of ethanol, isopropanol, 1,2-propylene glycol, 1,3-propylene glycol, ethylene glycol, 1,2-butylene glycol, dipropylene glycol, diethylene glycol monoethyl ether, glycerin, phenoxyethanol, benzyl alcohol, C1-6 polyalkylene glycols, dimethyl carbonate, diethyl carbonate, ethylene carbonate, propylene carbonate, butylene carbonate, and glycerol carbonate in a total amount of 20 to 95% by weight, preferably 30 to 85% by weight, more preferably 40 to 80% by weight, and most preferably 45 to 75% by weight. % by weight.

12. A method according to any one of claims 1 to 11, characterized in that steps (1) and (2), or, to the extent that a step (3) is carried out, steps (1), (2) and (3), are carried out over a period of no more than 48 hours, preferably no more than 24 hours, more preferably no more than 12 hours and most particularly preferably no more than 4 hours.

13. A method according to any one of claims 1 to 12, characterized by the following steps in the order indicated: (1-1) application of the pretreatment agent (V) to the keratin fibers, (1-2) drying of the keratin fibers still impregnated with the pretreatment agent (V), wherein the drying is carried out preferably at a temperature from 40 °C to 210 °C, preferably from 45 °C to 150 °C, more preferably from 45 °C to 100 °C, even more preferably from 45 °C to 80 °C, and most preferably from 45 °C to 60 °C, (2-1) application of the coloring agent (F) to the keratin fibers, and (2-2) drying of the keratin fibers still impregnated with the coloring agent (F), wherein the drying is carried out preferably at a temperature from 40 °C to 210 °C, preferably from 45 °C to 150 °C, more preferably from 45 °C to 100 °C,preferably from 45°C to 80°C and especially preferably from 45°C to 60°C.

14. A method according to any one of claims 1 to 12, characterized by the following steps in the order indicated: (1-1) application of the pretreatment agent (V) to the keratin fibers, (1-2) drying of the keratin fibers still impregnated with the pretreatment agent (V), wherein the drying is carried out preferably at a temperature from 40 °C to 210 °C, preferably from 45 °C to 150 °C, more preferably from 45 °C to 100 °C, even more preferably from 45 °C to 80 °C, and most preferably from 45 °C to 60 °C, (2-1) application of the coloring agent (F) to the keratin fibers, (2-2) rinsing of the keratin fibers to remove the coloring agent (F), (2-3) optionally, drying of the keratin fibers rinsed in step (2-2), (3-1) application of the post-treatment agent (N) to the keratin fibers, and (3-2) drying of the keratin fibers still impregnated with the post-treatment agent (N),in which drying is preferably carried out

15. at a temperature ranging from 40 °C to 210 °C, preferably from 45 °C to 150 °C, more preferably from 45 °C to 100 °C, even more preferably from 45 °C to 80 °C and most particularly preferred from 45 °C to 60 °C. Agent (V) for the pretreatment of keratin fibers, in particular human hair, containing, relative to the total weight of the pretreatment agent (V), (VI) one or more straight-chain or branched-chain alkylcarboxylic acids, saturated or monounsaturated or polyunsaturated, comprising 8 to 24 carbon atoms, and / or their salts in a total amount of 0.1 to 15.0% by weight, preferably 0.5 to 10.0% by weight, more preferably 2.0 to 8.0% by weight and particularly preferably 3.0 to 7.0% by weight, and (V2) one or more solvents from the group consisting of ethanol, isopropanol, 1,2-propylene glycol, 1,3-propylene glycol, ethylene glycol, 1,2-butylene glycol, dipropylene glycol, diethylene glycol monoethyl ether, glycerin, phenoxyethanol, benzyl alcohol, Ci-C6 polyalkylene glycols, dimethyl carbonate, diethyl carbonate, ethylene carbonate, propylene carbonate, butylene carbonate and glycerol carbonate, in a total quantity of 1.0 to 99.0% by weight, preferably 10.0 to 98.5% by weight, more preferably 30.0 to 98.0% by weight, even more preferably 50.0 to 97.5% by weight and most preferably 70.0 to 97.0% by weight.

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