Method for producing a hair treatment product by mixing an organic C1-C6-alkoxysilane and an alkalizing agent in a specific molar ratio

Abstract

The present application relates to a method for producing a composition for the treatment of keratinous materials, in particular human hair, comprising a blend of (a) one or more organic C1-C6-alkoxysilanes having 1, 2 or 3 silicon atoms and (b) one or more alkalizing agents, in which the organic C1-C6-alkoxysilane (a) is blended with an amount of alkalizing agent (b) corresponding to the molar amount of alkalizing agent determined by formula (G-1), in which mol(alkoxy agent) represents the molar amount of alkalizing agent used, mol(silane) represents the total molar amount of C1-C6-alkoxysilane used in the reaction, n(alkoxy) represents the number of C1-C6-alkoxy groups per C1-C6-alkoxysilane, and S-alkoxy represents an integer from 50 to 2000.

Description

[Technical field]

[0001] The present application is in the field of cosmetics and relates to a method for producing a hair treatment product. In the context of the method according to the invention, one or more organo C1-C6-alkoxysilanes are reacted with an alkalizing agent in a specific molar ratio.

[0002] A second subject is a composition for treating keratinous materials, in particular human hair, produced according to the method described above.

[0003] A third subject of the invention is the use of the composition produced by the process described above for the treatment of keratinous materials, in particular for the coloring of keratinous materials, in particular for the coloring of human hair. [Background technology]

[0004] Changing the shape and color of keratin fibers, especially hair, is an important area of ​​modern cosmetics. To change the color of hair, experts know a wide variety of dyeing systems, depending on the dyeing requirements. For long-lasting, strong dyeing with good fastness properties and good gray hair coverage, oxidation dyes are usually used. Such dyes usually contain oxidation dye precursors, so-called developer components and coupler components, which together generate the actual dye under the influence of an oxidizing agent, such as hydrogen peroxide. Oxidation dyes are characterized by a very long-lasting dyeing result.

[0005] When using direct dyes, the already produced dye diffuses from the dyeing agent into the hair fiber. Compared to oxidative dyeing, the dyeing obtained with direct dyes has a shorter retention period and faster washability. Dye with direct dyes usually remains on the hair for 5 to 20 washes.

[0006] The use of color pigments is known to change the color of hair and / or skin for a short period of time. Color pigments are generally understood to be insoluble dyeing substances. They are present in the dye composition in the form of small particles, not dissolved, and merely adhere to the hair fiber and / or skin surface from the outside. They can therefore usually be removed without residue by several washes with a detergent containing a surfactant. Various products of this type are commercially available under the name "hair mascara".

[0007] The use of oxidation dyes has been the only option up to now, especially if users want long-lasting dyeing. However, despite many optimization attempts, the unpleasant ammonia or amine odor cannot be completely avoided with oxidation hair dyes. The hair damage associated with the use of oxidation dyes still has a negative impact on users' hair.

[0008] EP 2168633 addresses the problem of producing long-lasting hair coloring using pigments. This document teaches that when a combination of pigments, organosilicon compounds, hydrophobic polymers and solvents is used, it is possible to produce dyes on hair that are particularly resistant to shampooing.

[0009] The organosilicon compounds used in EP 2168633 are reactive compounds from alkoxysilanes.These alkoxysilanes are rapidly hydrolyzed in the presence of water to produce hydrolysis products and / or condensation products (depending on the amount of alkoxysilane and water used in each case).The effect of the amount of water used in this reaction on the properties of hydrolysis products or condensation products is described, for example, in WO 2013 / 068979 A2.

[0010] When these hydrolysis products or condensation products are applied to keratinous materials, a film or coating is formed on the keratinous materials, which completely envelops the keratinous materials and thus strongly influences the properties of the keratinous materials. A possible application area is, for example, the long-term styling or long-term shape modification of keratinous fibers. In this case, the keratinous fibers are mechanically shaped into a desired shape and then fixed in this shape by forming the above-mentioned coating. Another very particularly suitable application possibility is the coloring of keratinous materials, in which the coating or film is produced in the presence of a coloring compound, for example a pigment. A film dyed by the pigment remains on the keratinous materials or keratinous fibers, resulting in a surprisingly wash-resistant dyeing.

[0011] The great advantage of the dyeing principle based on alkoxysilanes is that the high reactivity of this type of compound allows very fast coverage. Thus, even after a very short application time of only a few minutes, very good coloring results can be achieved. However, in addition to these advantages, the high reactivity of alkoxysilanes also causes some disadvantages. For example, even small changes in the production and application conditions, such as changes in humidity and / or temperature, can lead to large changes in the performance of the product. In particular, the research leading to the present invention has shown that alkoxysilanes react very sensitively to the conditions occurring during the production of keratin treatment agents.

[0012] Analytical studies have shown that in the preparation of various silane mixtures and blends, complex hydrolysis and condensation reactions take place, resulting in oligomeric products of different molecular sizes depending on the reaction conditions selected. In this connection, it has been found that the molecular weight of these silane oligomers can have a significant effect on the properties of the subsequent product. The selection of incorrect conditions during preparation can lead to the formation of excessively large or excessively small silane condensates, which can have a negative effect on the performance of the subsequent product, especially the subsequent coloring ability of keratinous materials.

[0013] Catalysts are often used in the hydrolysis and oligomerization of C1-C6-alkoxysilanes to promote or control the reaction. Suitable catalysts are known to those skilled in the art from the prior art, but the general use of alkalizing agents as catalysts or reaction promoters is also described in the prior art literature. [Prior art documents] [Patent documents]

[0014] [Patent Document 1] European Patent No. 2168633 [Patent Document 2] International Application Publication No. 2013 / 068979 Summary of the Invention [Problem to be solved by the invention]

[0015] In the preparation methods known from the prior art that proceed using alkalizing agents, the problem has been found that the oligomeric silane blends prepared by these methods are only very poorly removed from the reaction vessel or reactor after the reaction.Therefore, after the reaction, a part of the reaction products is deposited on the reactor walls in the form of a film that is very resistant, so that the cleaning required after the reaction is very complicated and requires the consumption of a large amount of cleaning agent. Such contamination of the reactor after production is highly undesirable.

[0016] The objective of the present application was therefore to provide an optimized method for the manufacture of hair treatment products based on C1-C6-alkoxysilanes. The mixture of C1-C6-alkoxysiloxanes contained in these compositions should be specifically manufactured so that optimal performance properties are achieved in the subsequent application to keratinous materials. At the same time, the synthesis reaction of the silane blend in the reaction vessel or reactor should be controllable so that the most complete removal of the reaction products is possible without significant losses of material and so that the reaction vessel or reactor is quickly ready for further production processes without time-consuming cleaning processes. [Means for solving the problem]

[0017] Surprisingly, it has been found that the aforementioned objectives can be achieved in an excellent manner precisely when preparing a composition for treating keratinous materials by blending a reactive organic C1-C6-alkoxysilane (a) with an alkalizing agent (b) in a very specific range of amounts.

[0018] The first subject of the present invention is (a) one or more organic C1-C6-alkoxysilanes containing one, two or three silicon atoms; (b) one or more alkalizing agents 1. A method for producing a composition for treating keratinous materials, particularly human hair, comprising a blend of Here, the organic C1-C6-alkoxysilane (a) has the formula (G-1):

number

[0019] It has been found that, when applied to keratinous materials, in particular human hair, a very uniform and durable coating can be produced on the keratinous materials or on the hair with the keratin treatment composition via this method according to the invention. This coating has proven to be extremely robust against shampooing, friction such as occurs during contact with fabrics and combing, and against external influences such as UV radiation. At the same time, these keratin treatment compositions can be very well and easily removed from the reaction vessel in which they are produced, without the accumulation of stubborn polymer aggregates on the walls of the reactor and without subjecting the reactor to complex cleaning. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0020] <Keratin substance treatment agent> Keratinous materials are understood to mean hair, skin, nails (e.g. fingernails and / or toenails). Furthermore, wool, fur and feathers also fit within the definition of keratinous materials.

[0021] Preferably, keratinous materials are understood to mean human hair, human skin and human nails, in particular fingernails and toenails. Keratinous materials are very particularly preferably understood to mean human hair.

[0022] An agent for treating keratinous materials is understood to mean, for example, an agent for coloring keratinous materials, an agent for reshaping or shaping keratinous materials, in particular keratinous fibers, or an agent for conditioning or caring for keratinous materials. The compositions produced by the process according to the invention show particularly good suitability for coloring keratinous materials, in particular keratinous fibers, which are preferably human hair.

[0023] In the context of the present invention, the term "coloring agent" is used for the coloring of keratinous materials, in particular hair, brought about by the use of coloring compounds such as thermochromic and photochromic dyes, pigments, micas, direct dyes and / or oxidative dyes. In this dyeing, the aforementioned coloring compounds are deposited in a particularly uniform and smooth film on the surface of the keratinous material or diffuse into the keratinous fibers. The film is formed in situ by oligomerization or condensation of organosilicon compounds, and the coloring compounds interact with or are incorporated into this film or coating.

[0024] By blending one or more organic C1-C6-alkoxysilanes (a) with an alkalizing agent (b), a blend of hydrolyzed and condensed C1-C6-alkoxysilanes is produced, which may also be called a silane blend. The silane blend is a component of the keratin treatment composition according to the present invention. In application, the silane blend can be applied directly to the keratin material or can be blended with one or more additional compositions before application, so that a ready-to-use keratin treatment composition is first produced by blending with additional ingredients.

[0025] Methods for Producing Keratin Treatment Compositions The preparation of the mixture of organic C1-C6-alkoxysilane (a) and alkalizing agent (b) is preferably carried out according to the invention in a reactor or reaction vessel suitable for this purpose.Reaction vessels very suitable for smaller batches are, for example, glass flasks with a volume of 1 liter, 3 liter or 5 liters typically used in chemical reactions, for example 3 liter, single-neck or multi-neck flasks with a ground joint.

[0026] A confined space (container, vessel) specially designed and constructed to allow and control the conduction of a determined reaction therein under defined conditions is called a reactor.

[0027] For large batches, it has been found to be advantageous to carry out the reaction in a metallic reactor. Typical reactors may contain, for example, a charge of 10 liters, 20 liters, or 50 liters. Large production-scale reactors may contain a charge of 100 liters, 500 liters, or even 1,000 liters.

[0028] A double-walled reactor has two reactor shells or reactor walls, in which a temperature control liquid can circulate in the area located between the two walls, which allows the temperature to be set particularly well to the desired value.

[0029] The use of reactors, in particular double-walled reactors with increased heat exchange surface, has also proven to be particularly suitable, the heat exchange being able to take place via internal joints or by means of external heat exchangers.

[0030] Corresponding reactors are, for example, laboratory reactors manufactured by IKA, in which case the "LR-2.ST" model or the "magic plant" model can be mentioned.

[0031] Further usable reactors are reactors equipped with thin-film evaporators, since very good heat dissipation and thus particularly precise temperature control can be achieved in this way. Thin-film evaporators are also called thin-layer evaporators. Thin-film evaporators can be commercially available, for example from Asahi Glass Plant.

[0032] All of these aforementioned reaction vessels and reactor types can be particularly well cleaned after application of the production method according to the invention.

[0033] <Blend of one or more C1-C6-alkoxysilanes (a)> The process according to the invention for the treatment of keratinous materials, in particular human hair, comprises blending one or more organic C1-C6-alkoxysilanes having 1, 2 or 3 silicon atoms (a) with one or more alkalizing agents (b).

[0034] Organic C1-C6-alkoxysilanes are organic non-polymeric silicon compounds, preferably selected from the group of silanes having one, two or three silicon atoms.

[0035] Organosilicon compounds, alternatively called organosilicon compounds, are compounds that have a direct silicon-carbon bond (Si-C) or carbon is connected to a silicon atom via an oxygen, nitrogen or sulfur atom.Organosilicon compounds according to the present invention are compounds that contain 1 to 3 silicon atoms.Organosilicon compounds particularly preferably contain 1 or 2 silicon atoms.

[0036] According to the IUPAC system, the term "silane" refers to a substance family of compounds based on a silicon skeleton and hydrogen. In the case of organosilanes, the hydrogen atoms are completely or partially replaced by organic groups such as (substituted) alkyl and / or alkoxy groups.

[0037] The C1-C6-alkoxysilanes according to the invention are characterized in that at least one C1-C6-alkoxy group is directly bonded to the silicon atom. Thus, they contain at least one structural unit R'R''R'''Si-O-(C1-C6-alkyl) [where the radicals R', R'' and R'' represent the other three bond valences of the silicon atom].

[0038] The one or more C1-C6-alkoxy groups bonded to the silicon atom are highly reactive and undergo rapid hydrolysis in the presence of water, the reaction rate depending, inter alia, on the number of hydrolyzable groups per molecule. If the hydrolyzable C1-C6-alkoxy groups are ethoxy groups, then the organosilicon compound preferably comprises the structural unit R'R''R''Si-O-CH2-CH3. The groups R', R'' and R'' represent the three remaining free valences of the silicon atom.

[0039] Very particularly good results are obtained when using C1-C6-alkoxysilanes of the formulae (I) and / or (II) in the process according to the invention.

[0040] In another very particularly preferred embodiment, the method according to the invention comprises the steps of: Formula (I) and / or (II): [ka] [In the formula, - R1 and R2 each independently represent a hydrogen atom or a C1-C6 alkyl group; - L is a linear or branched, divalent C-C 20 - represents an alkylene group, R3, R4, independently of one another, represent a C1-C6-alkyl group; - a represents an integer from 1 to 3; - b represents the integer 3-a] [ka] [In the formula, - R5, R5', R5'', R6, R6' and R6'' independently of one another represent a C1-C6-alkyl radical; A, A', A'', A''' and A'''' are, independently of one another, linear or branched, divalent C-C 20 - represents an alkylene group, R7 and R8 independently of one another are a hydrogen atom, a C1-C6-alkyl group, a hydroxyC1-C6-alkyl group, a C2-C6-alkenyl group, an aminoC1-C6-alkyl group or a group of formula (III): [ka] [During the ceremony, -c represents an integer from 1 to 3, -d represents the integer 3-c, -c' represents an integer from 1 to 3, -d' represents the integer 3-c', -c'' represents an integer from 1 to 3, -d'' represents the integer 3-c'', -e represents 0 or 1, -f stands for 0 or 1, -g stands for 0 or 1, -h represents 0 or 1, with the proviso that at least one of the groups e, f, g and h is different from 0. represents a group represented by the formula: The present invention is characterized in that one or more organic C1-C6-alkoxysilanes (a) represented by the formula:

[0041] The substituents R1, R2, R3, R4, R5, R5', R5'', R6, R6', R6'', R7, R8, L, A, A', A'', A''' and A'''' in the compounds represented by formulae (I) and (II) are illustrated by way of example below.

[0042] Examples of C1-C6-alkyl groups are methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl and t-butyl, n-pentyl and n-hexyl. Propyl, ethyl and methyl are preferred alkyl groups. Examples of C2-C6-alkenyl groups are vinyl, allyl, but-2-enyl, but-3-enyl and isobutenyl; preferred C2-C6-alkenyl groups are vinyl and allyl. Preferred examples of hydroxy C1-C6-alkyl groups are hydroxymethyl, 2-hydroxyethyl, 2-hydroxypropyl, 3-hydroxypropyl, 4-hydroxybutyl, 5-hydroxypentyl and 6-hydroxyhexyl; the 2-hydroxyethyl group is particularly preferred. Examples of amino C1-C6-alkyl groups are aminomethyl, 2-aminoethyl and 3-aminopropyl. The 2-aminoethyl group is particularly preferred. The linear divalent C1-C 20Examples of alkylene groups are methylene (-CH2-), ethylene (-CH2-CH2-), propylene (-CH2-CH2-CH2-), and butylene (-CH2-CH2-CH2-CH2-). Propylene (-CH2-CH2-CH2-) is particularly preferred. Depending on the chain length of the 3C atoms, the divalent alkylene group may be branched. Branched divalent C3-C 20 Examples of -alkylene groups are (-CH2-CH(CH3)-) and (-CH2-CH(CH3)-CH2-).

[0043] Formula (I): [ka] In the organosilicon compounds of the formula: the radicals R1 and R2, independently of one another, represent a hydrogen atom or a C1-C6 alkyl group. Very particularly preferably, R1 and R2 both represent a hydrogen atom.

[0044] Straight or branched chain, divalent C1-C 20 The structural unit or linker -L- representing an alkylene group is located in the middle part of the organosilicon compound. 20 -Alkylene groups may alternatively be double-bonded C1-C 20 -alkylene groups, which means that each -L- group can enter into two bonds.

[0045] Preferably, -L- is a linear divalent C-C 20 - represents an alkylene group. More preferably, -L- represents a linear divalent C1-C6-alkylene group. Particularly preferably, -L- represents a methylene group (-CH2-), an ethylene group (-CH2-CH2-), a propylene group (-CH2-CH2-CH2-) or a butylene group (-CH2-CH2-CH2-CH2-). Very particularly preferably, L represents a propylene group (-CH2-CH2-CH2-).

[0046] Formula (I): [ka] The organosilicon compound according to the present invention, represented by the formula: -Si(OR3) a (R4) b has.

[0047] Terminal structural unit -Si(OR3) a (R4) b In the formula, R3 and R4 each independently represent a C1-C6-alkyl group. Particularly preferably, R3 and R4 each independently represent a methyl or ethyl group.

[0048] Here, a represents an integer between 1 and 3, and b represents an integer 3-a. When a represents the number 3, b is equal to 0. When a represents the number 2, b is equal to 1. When a represents the number 1, b is equal to 2.

[0049] In step (1), when at least one organic C1-C6-alkoxysilane of formula (I) is mixed with water or brought into reaction, it is possible to produce a keratin treatment composition having particularly good properties, in which the groups R3, R4, independently of one another, represent a methyl or ethyl group.

[0050] Furthermore, it is possible to obtain colorants with the best washing fastness when, in step (1), at least one organic C1-C6-alkoxysilane of formula (I) is reacted with water, in which case the group a represents the number 3. In this case, the group b represents the number 0.

[0051] In a further preferred embodiment, the method according to the invention comprises the step of reacting a compound of formula (I): [ka] [In the formula, R3 and R4 are each independently a methyl or ethyl group; - a represents the number 3, - b represents the number 0] The present invention is characterized in that one or more organic C1-C6-alkoxysilanes (a) are blended with an alkalizing agent (b),

[0052] To achieve the object according to the invention, particularly preferred organosilicon compounds of formula (I) are - (3-aminopropyl)triethoxysilane [ka] - (3-aminopropyl)trimethoxysilane [ka] - (2-aminoethyl)triethoxysilane [ka] - (2-aminoethyl)trimethoxysilane [ka] - (3-Dimethylaminopropyl)triethoxysilane [ka] - (3-Dimethylaminopropyl)trimethoxysilane [ka] - (2-Dimethylaminoethyl)triethoxysilane [ka] - (2-dimethylaminoethyl)trimethoxysilane, and / or [ka] It is.

[0053] In a further preferred embodiment, the method according to the invention comprises the steps of: - (3-aminopropyl)triethoxysilane - (3-aminopropyl)trimethoxysilane - 1-(3-aminopropyl)silanetriol - (2-aminoethyl)triethoxysilane - (2-aminoethyl)trimethoxysilane - 1-(2-aminoethyl)silanetriol - (3-Dimethylaminopropyl)triethoxysilane - (3-Dimethylaminopropyl)trimethoxysilane - 1-(3-dimethylaminopropyl)silanetriol - (2-Dimethylaminoethyl)triethoxysilane - (2-dimethylaminoethyl)trimethoxysilane, and / or - 1-(2-dimethylaminoethyl)silanetriol The present invention is characterized in that one or more organic C1-C6-alkoxysilanes (a) selected from the group consisting of:

[0054] For purposes of this application, the terms blend and mix may be used synonymously. (a) and (b) react with each other when blended or mixed.

[0055] The organosilicon compounds of formula (I) are commercially available. For example, (3-aminopropyl)trimethoxysilane can be purchased from Sigma-Aldrich. Also, (3-aminopropyl)triethoxysilane is commercially available from Sigma-Aldrich.

[0056] In the context of a further embodiment of the method according to the invention, a compound of formula (II): [ka] One or more organic C1-C6-alkoxysilanes (a) of the formula: may be blended or reacted with an alkalizing agent (b).

[0057] The organosilicon compound represented by formula (II) has a silicon-containing group (RO) at each of its two ends. c (R6) d Si- and -Si(R6') d' (OR5') c' has.

[0058] The central part of the molecule represented by formula (II) contains the group -(A) e - and -[NR7-(A')] f - and - [O-(A'')] g - and -[NR8-(A'')] h - is present. In this case, each of e, f, g and h may, independently of one another, represent the number 0 or 1, with the proviso that at least one of e, f, g and h is different from 0. In other words, the organosilicon compound of formula (II) according to the invention comprises at least one atomic group selected from the group consisting of -(A)- and -[NR7-(A')]- and -[O-(A'')]- and -[NR8-(A'')]-.

[0059] Two terminal structural units (RO) c (R6) d Si- and -Si(R6') d' (OR5') c' In the formula (I), the groups R5, R5', R5" are independently of one another a C1-C6-alkyl group. The groups R6, R6' and R6" are independently of one another a C1-C6-alkyl group.

[0060] In this case, c represents an integer between 1 and 3, and d represents the integer 3-c. If c represents the number 3, then d is equal to 0. If c represents the number 2, then d is equal to 1. If c represents the number 1, then d is equal to 2.

[0061] Similarly, c' represents an integer between 1 and 3, and d' represents the integer 3-c'. If c' represents the number 3, then d' is 0. If c' represents the number 2, then d' is 1. If c' represents the number 1, then d' is equal to 2.

[0062] Dyes with the best washfastness could be obtained when the groups c and c' both represent the number 3. In this case, d and d' both represent the number 0.

[0063] In another preferred embodiment, the method according to the present invention comprises the step of reacting a compound of formula (II): [ka] [In the formula, R5 and R5', independently of one another, are a methyl or ethyl group; c and c' together represent the number 3, - d and d' both represent the number 0] The present invention is characterized in that one or more organic C1-C6-alkoxysilanes (a) represented by the formula: are blended or reacted with an alkalizing agent (b).

[0064] When c and c' are both the number 3 and d and d' are both the number 0, the organosilicon compound according to the invention of formula (IIa) is [ka] is equivalent to.

[0065] e, f, g and h represent, independently of one another, the numbers 0 or 1, and at least one of e, f, g and h is different from 0. Thus, the symbols e, f, g and h represent the atomic group -(A) e - and -[NR7-(A')] f - and - [O-(A'')] g - and -[NR8-(A'')] h - is located at the center of the organosilicon compound represented by formula (II).

[0066] In this respect, the presence of certain atomic groups has proven to be particularly advantageous with regard to the washfast dyeing results. Particularly good results have been obtained when at least two of e, f, g and h represent the number 1. Very preferably, e and f both represent the number 1. Furthermore, g and h particularly preferably both represent the number 0.

[0067] When e and f both represent the number 1 and g and h both represent the number 0, the organosilicon compound according to the invention has the formula (IIb): [ka] is equivalent to.

[0068] The groups A, A', A'', A''' and A'''' are each independently a straight-chain or branched, divalent C-C 20 Preferably, the groups A, A', A'', A''' and A'''' are each independently a linear divalent C-C alkylene group. 20 More preferably, the groups A, A', A'', A''' and A'''' each independently represent a straight-chain divalent C1-C6-alkylene group.

[0069] Divalent C1-C 20 The alkylene group may alternatively be a divalent C-C 20 They are sometimes referred to as alkylene groups, which means that each of the atomic groups A, A', A'', A''' and A'''' can form two bonds.

[0070] Particularly preferably, the radicals A, A', A'', A''' and A'''' independently of one another denote a methylene radical (-CH-), an ethylene radical (-CH-CH-), a propylene radical (-CH-CH-CH-) or a butylene radical (-CH-CH-CH-CH-CH-). Very particularly preferably, the radicals A, A', A'', A''' and A'''' denote a propylene radical (-CH-CH-CH-).

[0071] When the functional group f represents the number 1, the organosilicon compound of formula (II) according to the invention comprises the structural group -[NR7-(A')]-.

[0072] When the functional group h represents the number 1, the organosilicon compound of formula (II) according to the invention comprises the structural group -[NR8-(A''')]-.

[0073] in which the radicals R7 and R8 independently of one another are a hydrogen atom, a C1-C6-alkyl group, a hydroxyC1-C6-alkyl group, a C2-C6-alkenyl group, an aminoC1-C6-alkyl group or a group of the formula (III): [ka] It represents a group represented by the following formula:

[0074] Most preferably, the functional groups R7 and R8 independently of each other represent a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group, or a group of formula (III).

[0075] When f represents the number 1 and h represents the number 0, the organosilicon compound according to the present invention contains the atomic group [NR7-(A')] but does not contain the atomic group [NR8-(A''')]. When the functional group R7 represents the atomic group represented by formula (III), the pretreatment agent (a) contains an organosilicon compound having three reactive silane groups.

[0076] To achieve the object according to the invention, suitable organosilicon compounds of formula (II) are - 3-(trimethoxysilyl)-N-[3-(trimethoxysilyl)propyl]-1-propanamine [ka] - 3-(triethoxysilyl)-N-[3-(triethoxysilyl)propyl]-1-propanamine [ka] - N-methyl-3-(trimethoxysilyl)-N-[3-(trimethoxysilyl)propyl]-1-propanamine [ka] - N-methyl-3-(triethoxysilyl)-N-[3-(triethoxysilyl)propyl]-1-propanamine [ka] - 2-[bis[3-(trimethoxysilyl)propyl]amino]ethanol [ka] - 2-[bis[3-(triethoxysilyl)propyl]amino]ethanol [ka] - 3-(trimethoxysilyl)-N,N-bis[3-(trimethoxysilyl)propyl]-1-propanamine [ka] - 3-(triethoxysilyl)-N,N-bis[3-(triethoxysilyl)propyl]-1-propanamine [ka] - N1,N1-bis[3-(trimethoxysilyl)propyl]-1,2-ethanediamine [ka] - N1,N1-bis[3-(triethoxysilyl)propyl]-1,2-ethanediamine [ka] - N,N-bis[3-(trimethoxysilyl)propyl]-2-propen-1-amine [ka] - N,N-bis[3-(triethoxysilyl)propyl]-2-propen-1-amine [ka] It is.

[0077] The organic organosilicon compounds of formula (II) are commercially available.

[0078] Bis(trimethoxysilylpropyl)amine, having the CAS number 82985-35-1, can be purchased, for example, from Sigma-Aldrich.

[0079] Bis[3-(triethoxysilyl)propyl]amine, having the CAS number 13497-18-2, can be purchased, for example, from Sigma-Aldrich.

[0080] N-methyl-3-(trimethoxysilyl)-N-[3-(trimethoxysilyl)propyl]-1-propanamine, alternatively referred to as bis(3-trimethoxysilylpropyl)-N-methylamine, can be purchased commercially from Sigma-Aldrich or Fluorochem.

[0081] 3-(triethoxysilyl)-N,N-bis[3-(triethoxysilyl)propyl]-1-propanamine, having the CAS number 18784-74-2, can be purchased, for example, from Fluorochem or Sigma-Aldrich.

[0082] In another preferred embodiment, the method according to the invention comprises the steps of: - 3-(trimethoxysilyl)-N-[3-(trimethoxysilyl)propyl]-1-propanamine - 3-(triethoxysilyl)-N-[3-(triethoxysilyl)propyl]-1-propanamine - N-methyl-3-(trimethoxysilyl)-N-[3-(trimethoxysilyl)propyl]-1-propanamine - N-methyl-3-(triethoxysilyl)-N-[3-(triethoxysilyl)propyl]-1-propanamine - 2-[bis[3-(trimethoxysilyl)propyl]amino]ethanol - 2-[bis[3-(triethoxysilyl)propyl]amino]ethanol - 3-(trimethoxysilyl)-N,N-bis[3-(trimethoxysilyl)propyl]-1-propanamine - 3-(triethoxysilyl)-N,N-bis[3-(triethoxysilyl)propyl]-1-propanamine - N1,N1-bis[3-(trimethoxysilyl)propyl]-1,2-ethanediamine - N1,N1-bis[3-(triethoxysilyl)propyl]-1,2-ethanediamine N,N-bis[3-(trimethoxysilyl)propyl]-2-propen-1-amine, and / or - N,N-bis[3-(triethoxysilyl)propyl]-2-propen-1-amine The method is characterized in that one or more organic C1-C6-alkoxysilanes (a) of formula (II) selected from the group consisting of:

[0083] In a further dyeing test, the method according to the invention comprises the step of dyeing at least one dye of formula (IV): [ka] It has also been found to be very particularly advantageous if organic C1-C6-alkoxysilanes of the formula

[0084] The compound represented by formula (IV) is an organosilicon compound selected from silanes having one, two or three silicon atoms, the organosilicon compound containing one or more hydrolyzable groups per molecule.

[0085] Formula (IV): [ka] [In the formula, - R9, C1-C 12 represents an alkyl group, - R10 represents a C1-C6-alkyl group, - R 11 represents a C1-C6-alkyl group, - k represents an integer from 1 to 3; - m represents an integer 3-k] The organosilicon compounds represented by the formula (I) may also be referred to as silanes of the alkyl-C1-C6 alkoxy-silane type.

[0086] In a further embodiment, a particularly preferred process according to the present invention comprises reacting a compound of formula (IV): [ka] [In the formula, - R9, C1-C 12 represents an alkyl group, - R 10 represents a C1-C6-alkyl group, - R 11 represents a C1-C6-alkyl group, - k represents an integer from 1 to 3; - m represents an integer 3-k] The present invention is characterized in that one or more organic C1-C6-alkoxysilanes (a) represented by the formula:

[0087] In the organic C1-C6-alkoxysilane of formula (IV), the group R9 is 12 - represents an alkyl group. 12 The alkyl group is saturated and may be linear or branched. Preferably, R9 represents a linear C1-C8-alkyl group. Preferably, R9 represents a methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, n-octyl or n-dodecyl group. Particularly preferably, R9 represents a methyl, ethyl or n-octyl group.

[0088] In the organosilicon compound of formula (IV), the group R 10 represents a C1-C6-alkyl group. Particularly preferred is 10represents a methyl group or an ethyl group.

[0089] In the organosilicon compound of formula (IV), the group R 11 represents a C1-C6-alkyl group. Particularly preferred is 11 represents a methyl group or an ethyl group.

[0090] Furthermore, k represents an integer from 1 to 3, and m represents an integer 3-k. When k represents the number 3, m is equal to 0. When k represents the number 2, m is equal to 1. When k represents the number 1, m is equal to 2.

[0091] During the manufacture of the preparations according to the invention, it was possible to obtain colorants with the best washing fastness properties when using at least one organosilicon compound of formula (IV) in which the functional group k represents the number 3. In this case, the group m represents the number 0.

[0092] Particularly suitable for achieving the object according to the invention are organosilicon compounds of formula (IV) - Methyltrimethoxysilane [ka] - Methyltriethoxysilane [ka] - Ethyltrimethoxysilane [ka] - Ethyltriethoxysilane [ka] - n-Hexyltrimethoxysilane (also called hexyltrimethoxysilane) [ka] - n-Hexyltriethoxysilane (also called hexyltriethoxysilane) [ka] - n-Octyltrimethoxysilane (also called octyltrimethoxysilane) [ka] - n-Octyltriethoxysilane (also called octyltriethoxysilane) [ka] n-dodecyltrimethoxysilane (also called dodecyltrimethoxysilane), and / or [ka] - n-Dodecyltriethoxysilane (also called dodecyltriethoxysilane) [ka] It is.

[0093] In another preferred embodiment, the method according to the invention comprises the steps of: - (3-aminopropyl)triethoxysilane - (3-aminopropyl)trimethoxysilane - (2-aminoethyl)triethoxysilane - (2-aminoethyl)trimethoxysilane - (3-Dimethylaminopropyl)triethoxysilane - (3-Dimethylaminopropyl)trimethoxysilane - (2-Dimethylaminoethyl)triethoxysilane - (2-Dimethylaminoethyl)trimethoxysilane - Methyltrimethoxysilane - Methyltriethoxysilane - Ethyltrimethoxysilane - Ethyltriethoxysilane - Hexyltrimethoxysilane - Hexyltriethoxysilane - Octyltrimethoxysilane - Octyltriethoxysilane - Dodecyltrimethoxysilane - Dodecyltriethoxysilane - vinyltrimethoxysilane, - Vinyltriethoxysilane - tetramethoxysilane, and - Tetraethoxysilane The present invention is characterized in that one or more organic C1-C6-alkoxysilanes (a) selected from the group consisting of:

[0094] Furthermore, in the process according to the invention, it has been found to be very particularly advantageous to blend at least one organic C1-C6-alkoxysilane (a1) of formula (I) and at least one organic C1-C6-alkoxysilane (a2) of formula (IV) with an alkalizing agent (b). In this way, the hydrolysis or condensation reaction of the organic C1-C6-alkoxysilanes (a1) and (a2) is initiated and controlled in a targeted manner.

[0095] The reaction of the organic C1-C6-alkoxysilane (a) with the alkalizing agent (b) can be carried out in various ways. The reaction starts as soon as the C1-C6-alkoxysilane is brought into contact with the alkalizing agent by blending or mixing. One possibility is to first add the desired amount of alkalizing agent (b) (if applicable, in this case a certain amount of water) into the reaction vessel or reactor, and then add the C1-C6-alkoxysilane (a).

[0096] In a further embodiment, it is also possible to first feed the organic C1-C6-alkoxysilane (a) into the reaction vessel or reactor and then add the desired amount of one or more alkalizing agents (b). Also within this embodiment, the alkalizing agent (b) can be added to the C1-C6-alkoxysilane (a) in the form of a mixture of the alkalizing agent (b) and water.

[0097] <A blend of (a) and one or more alkalizing agents (b)> In the process according to the invention, the above-mentioned organic C1-C6-alkoxysilane (a) is blended with one or more alkalizing agents (b). When (a) and (b) are blended, hydrolysis of the C1-C6-alkoxysilane and subsequent oligomerization or condensation begins; in other words, the addition of the alkalizing agent (b) causes the initiation and acceleration of the hydrolysis or condensation reaction.

[0098] The alkalizing agent (b) is selected from the group of inorganic and / or organic bases.

[0099] Most particularly, the alkalizing agent (b) is selected from the group consisting of sodium hydroxide, potassium hydroxide, magnesium hydroxide, calcium hydroxide and ammonia. Sodium hydroxide and potassium hydroxide are very particularly preferred.

[0100] In a further particularly preferred embodiment, the process according to the invention is characterized in that the organic C1-C6-alkoxysilane (a) is mixed with one or more alkalizing agents (b) selected from the group consisting of sodium hydroxide, potassium hydroxide, lithium hydroxide, magnesium hydroxide, calcium hydroxide and ammonia.

[0101] Further inorganic alkalizing agents or bases can also be used. According to the invention, further usable inorganic alkalizing agents can preferably be selected from the group formed by, for example, sodium phosphate, potassium phosphate, sodium silicate, sodium metasilicate, potassium silicate, sodium carbonate and potassium carbonate.

[0102] As alkalizing agents (b) for example from the group of organic bases, alkanolamines and / or basic amino acids can be used.

[0103] Alkanolamine can be selected from primary amines with C2-C6-alkyl basic structure with at least one hydroxyl group.Preferred alkanolamine is selected from the group formed by 2-aminoethan-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1-aminopropan-2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1-amino-2-methylpropan-2-ol, 3-aminopropane-1,2-diol and 2-amino-2-methylpropane-1,3-diol.

[0104] In the sense of the present invention, an amino acid is an organic compound which contains at least one protic amino group and at least one -COOH or one -SO3H group in its structure. Preferred amino acids are aminocarboxylic acids, in particular α-(alpha)-aminocarboxylic acids and ω-aminocarboxylic acids, with α-aminocarboxylic acids being particularly preferred.

[0105] According to the invention, a basic amino acid is understood to mean an amino acid having an isoelectric point pI greater than 7.0.

[0106] Basic α-aminocarboxylic acids contain at least one asymmetric carbon atom. In the context of the present invention, both possible enantiomers can be used equally as specific compounds or mixtures thereof, especially as racemates. However, it is particularly advantageous to use the naturally occurring isomers (usually L-configuration).

[0107] The basic amino acid is preferably selected from the group formed by arginine, lysine, ornithine and histidine, more preferably arginine and lysine. In another preferred embodiment, the method according to the invention is therefore characterized in that a basic amino acid from the group consisting of arginine, lysine, ornithine and / or histidine is used as alkalizing agent (b).

[0108] <Blend of (a) and (b) in a specific molar ratio> Blending the organic C1-C6-alkoxysilane (a) and the alkalizing agent (b) in very specific molar ratios is essential for the present invention for the preparation method according to the present invention. By maintaining these specific molar ratios, the oligomerization and condensation reactions can be controlled, on the one hand, so that after the reaction, the reaction vessel is easy to clean, and on the other hand, so that a keratin treatment composition with good performance properties can be produced.

[0109] The amount of alkalizing agent (b) used in the preparation process is expressed in moles and is represented by the formula (G-1):

number

[0110] The variable mol(alkalinizing agent) is the total molar amount of alkalizing agent (b) used in the preparation process according to the invention and blended with the organo C1-C6-alkoxysilane (a).

[0111] mol(silane) represents the total molar amount of C1-C6-alkoxysilane used in the reaction. If only a C1-C6-alkoxysilane of a particular structure (a) is used, the total molar amount mol(silane) corresponds to the molar amount of this C1-C6-alkoxysilane mol(silane) used.

[0112] However, when a blend of different C1-C6-alkoxysilanes (a) is used during the preparation of the keratin treatment, the total molar amount mol(silane) is summed from each of the individual molar amounts of each C1-C6-alkoxysilane used.

[0113] Thus, if several C1-C6-alkoxysilanes (a) are used to prepare a composition for the treatment of keratinous materials, the above formula is expanded by forming the respective sums to give the formula (G-1'):

number

[0114] The variable n (alkoxy) denotes the number of hydrolyzable alkoxy groups per organic C1-C6-alkoxysilane. The number of hydrolyzable alkoxy groups is determined individually for each organic C1-C6-alkoxysilane used. For example, 3-aminopropyltriethoxysilane has three hydrolyzable alkoxy groups (3-ethoxy groups). Methyltriethoxysilane likewise has three hydrolyzable alkoxy groups (3 ethoxy groups). Methyltrimethoxysilane also has three hydrolyzable alkoxy groups (3 methoxy groups).

[0115] The variable S-alkali represents an integer between 50 and 2,000 and is a proportionality coefficient. This variable specifies the molar ratio in which the organic C1-C6-alkoxysilane (a) and the alkalizing agent (b) are used. The higher the S-alkali, the lower the amount of alkali used, and this amount can only be varied within the specific range specified by the endpoints S-alkali=50 and S-alkali=2,000.

[0116] <Computing example 1> In preparing a composition for treating keratinous materials, first, 23.52 g of 3-aminopropyltriethoxysilane (CH 23 NO3Si = 221.37 g / mol) and 47.07 g of methyltriethoxysilane (C7H 18 O3Si=178.34g / mol) were blended together. 23.52g 3-aminopropyltriethoxysilane (AMEO) = 0.106mol 3-Aminopropyltriethoxysilane has three hydrolyzable alkoxy groups per molecule. 47.07g methyltriethoxysilane (MTES) = 0.264mol Methyltrimethoxysilane has three hydrolyzable alkoxy groups per molecule. Considering the formula (G-1'), the amount of alkalizing agent is calculated as follows:

number

[0117] When using said amounts of organic C1-C6-alkoxysilane (a), 0.555 mmol (millimoles) to 0.0222 mol of alkalizing agent (b) are added in the process according to the invention.

[0118] The alkalizing agent (b) can be, for example, 0.555 mmol to 0.0222 mol of sodium hydroxide. Furthermore, the alkalizing agent (b) can be, for example, a mixture of sodium hydroxide and potassium hydroxide, which is used in the reaction in a total molar amount of 0.555 mmol to 0.0222 mol or blended with the organic C1-C6-alkoxysilane in this amount.

[0119] Although the proportionality coefficient S-alkali can represent an integer between 50 and 2,000, it has been found to be very particularly preferred for achieving the object according to the invention when S-alkali represents an integer between 75 and 1,500, preferably an integer between 90 and 1,000, more preferably an integer between 100 and 700 and most preferably an integer between 150 and 550.

[0120] It has been observed that when the above-mentioned preferred, particularly preferred amount ranges of S-alkali are selected, the cleaning of the reactor can be carried out particularly easily and quickly. At the same time, the hair treatment products produced via these methods also have good performance properties on keratin materials.

[0121] In the context of a further particularly preferred embodiment, the process according to the invention is characterized in that the organic C1-C6-alkoxysilane (a) is blended with an amount of alkalizing agent (b) corresponding to the molar amount of alkalizing agent determined according to formula (G-1), where S-alkali represents an integer between 75 and 1,500, preferably an integer between 90 and 1,000, more preferably an integer between 100 and 700 and most preferably an integer between 150 and 550.

[0122] So, the following: (a) one or more organic C1-C6-alkoxysilanes selected from the group consisting of (3-aminopropyl)triethoxysilane, (3-aminopropyl)trimethoxysilane, (2-aminoethyl)triethoxysilane, (2-aminoethyl)trimethoxysilane, (3-dimethylaminopropyl)triethoxysilane, (3-dimethylaminopropyl)trimethoxysilane, (2-dimethylaminoethyl)triethoxysilane, (2-dimethylaminoethyl)trimethoxysilane, methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, hexyltrimethoxysilane, hexyltriethoxysilane, octyltrimethoxysilane, octyltriethoxysilane, dodecyltrimethoxysilane, dodecyltriethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, tetramethoxysilane, and tetraethoxysilane; (b) a blend of one or more alkalizing agents from the group consisting of sodium hydroxide, potassium hydroxide, lithium hydroxide, magnesium hydroxide, calcium hydroxide, and ammonia, comprising: Here, the organic C1-C6-alkoxysilane (a) has the formula (G-1):

number

[0123] <Amount range of (a) and (b) used> The abovementioned organic C1-C6-alkoxysilanes, in particular those aforementioned preferred and particularly preferred representatives, are preferably mixed with one another in the specified amount ranges.

[0124] (a) 40.0 to 99.88 parts by weight, preferably 50 to 98 parts by weight, more preferably 60 to 94 parts by weight, and most preferably 70 to 90 parts by weight of one or more organic C1-C6-alkoxysilanes having 1, 2 or 3 silicon atoms, (b) Particularly good results have been obtained when blended with 0.11 to 2.43 parts by weight, preferably 0.15 to 2.2 parts by weight, more preferably 0.18 to 2.0 parts by weight, even more preferably 0.2 to 1.6 parts by weight, and most preferably 0.25 to 1.2 parts by weight of one or more alkalizing agents.

[0125] The specification of the parts by weight of components (a) and (b) indicates the weight ratio in which the two substance classes are blended with one another. In specifying these amounts and weight ratios, the above assumption always applies, that the organo C1-C6-alkoxysilane (a) is blended with an amount of alkalizing agent (b) corresponding to the molar amount of alkalizing agent determined according to formula (G-1).

[0126] If one or more organic C1-C6-alkoxysilanes (a) are blended in a total amount of 40 parts by weight with a total amount of 0.11 parts by weight of an alkalizing agent (b), for example, 40 g of organic C1-C6-alkoxysilane (a) is combined with 0.11 g of alkalizing agent (b). Multiples of these weight amounts, for example 80 g of organic C1-C6-alkoxysilane (a) and 0.22 g of alkalizing agent (b), fall within this ratio requirement.

[0127] Within the scope of another preferred embodiment, the method according to the invention comprises the steps of: (a) 40.0 to 99.88 parts by weight, preferably 50 to 98 parts by weight, more preferably 60 to 94 parts by weight, and most preferably 70 to 90 parts by weight of one or more organic C1-C6-alkoxysilanes having 1, 2 or 3 silicon atoms; (b) 0.11 to 2.43 parts by weight, preferably 0.15 to 2.2 parts by weight, more preferably 0.18 to 2.0 parts by weight, even more preferably 0.2 to 1.6 parts by weight, and most preferably 0.25 to 1.2 parts by weight of one or more alkalizing agents The present invention is characterized in that the above-mentioned is blended.

[0128] Within the scope of another preferred embodiment, the method according to the invention comprises the steps of: (a1) 30 to 70 parts by weight of one or more organic C1-C6-alkoxysilanes selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, hexyltrimethoxysilane, hexyltriethoxysilane, octyltrimethoxysilane, octyltriethoxysilane, dodecyltrimethoxysilane, dodecyltriethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, tetramethoxysilane, and tetraethoxysilane; (a2) 10 to 40 parts by weight of one or more organic C1-C6-alkoxysilanes selected from the group consisting of (3-aminopropyl)triethoxysilane, (3-aminopropyl)trimethoxysilane, (2-aminoethyl)triethoxysilane, (2-aminoethyl)trimethoxysilane, (3-dimethylaminopropyl)triethoxysilane, (3-dimethylaminopropyl)trimethoxysilane, (2-dimethylaminoethyl)triethoxysilane and (2-dimethylaminoethyl)trimethoxysilane, and (b) 0.11 to 2.43 parts by weight of one or more alkalizing agents selected from the group consisting of sodium hydroxide, potassium hydroxide, lithium hydroxide, magnesium hydroxide, and calcium hydroxide. The present invention is characterized in that the above-mentioned is blended.

[0129] In this particularly preferred embodiment, for example (a1) 30 to 70 g of one or more organic C1-C6-alkoxysilanes selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, hexyltrimethoxysilane, hexyltriethoxysilane, octyltrimethoxysilane, octyltriethoxysilane, dodecyltrimethoxysilane, dodecyltriethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, tetramethoxysilane, and tetraethoxysilane; (a2) 10 to 40 g of one or more organic C1-C6-alkoxysilanes selected from the group consisting of (3-aminopropyl)triethoxysilane, (3-aminopropyl)trimethoxysilane, (2-aminoethyl)triethoxysilane, (2-aminoethyl)trimethoxysilane, (3-dimethylaminopropyl)triethoxysilane, (3-dimethylaminopropyl)trimethoxysilane, (2-dimethylaminoethyl)triethoxysilane and (2-dimethylaminoethyl)trimethoxysilane, and (b) 0.11 to 2.43 g of one or more alkalizing agents selected from the group consisting of sodium hydroxide, potassium hydroxide, lithium hydroxide, magnesium hydroxide, and calcium hydroxide. It is also possible to use multiples of the gramages of the aforementioned substance classes (a1), (a2) and (b), provided that the ratio conditions according to the invention are observed.

[0130] <(a) and (b), or (a1), (a2) and (b) blended with water> As soon as the C1-C6-alkoxysilane (a1) and the alkalizing agent (b) come into contact with water, an exothermic hydrolysis reaction takes place according to the following scheme (reaction scheme using the example of 3-aminopropyltriethoxysilane): [ka]

[0131] Depending on the number of hydrolyzable C1-C6-alkoxy groups per silane molecule, several hydrolysis reactions can take place per C1-C6-alkoxysilane used. [ka] or JPEG2024546960000053.jpg20156

[0132] This hydrolysis reaction is accelerated by the presence of the alkalizing agent (b).

[0133] For the preparation of compositions that produce particularly good coating on keratinous materials, it has been found to be very particularly preferred to use water in substoichiometric amounts.In this case, the amount of water used is less than the amount theoretically required to hydrolyze all the hydrolyzable C1-C6-alkoxy groups, i.e. alkoxysilane groups, present on Si atoms.Therefore, the partial hydrolysis of organic C1-C6-alkoxysilanes is very preferred.

[0134] For this reason, it is very particularly preferred if, in the preparation process according to the invention, the organic C1-C6-alkoxysilane (a1) and the alkalizing agent (b) are mixed with water (c). It is particularly preferred to blend (a) and (b) with a certain amount of water. It is very particularly preferred to use (a) and (b) in the aforementioned parts by weight (or multiples thereof) and mix them with 0 to 20 parts by weight, preferably 0.1 to 18 parts by weight, more preferably 1.5 to 16 parts by weight, even more preferably 3 to 14 parts by weight, most preferably 5 to 12 parts by weight of water.

[0135] Within the scope of a further particularly preferred embodiment, the process according to the invention is characterized in that (a) and (b), or, if applicable, (a1), (a2) and (b), are blended with (c) 0 to 20 parts by weight, preferably 0.1 to 18 parts by weight, more preferably 1.5 to 16 parts by weight, even more preferably 3 to 14 parts by weight and most preferably 5 to 12 parts by weight of water.

[0136] Water can be added directly, continuously, in portions, or in total. To ensure sufficient temperature control, the reaction mixture is preferably cooled and / or the amount and rate of water added is adapted. Depending on the amount of silane used, the addition and reaction can take place over a period of 2 minutes up to 72 hours.

[0137] In the context of a further embodiment, water (c) may first be mixed with the alkalizing agent (b) and this mixture of (b) and (c) may then be blended with the organic C1-C6-alkoxysilane.

[0138] <Use of Solvents (d)> The preparation method according to the invention makes it possible to omit the use of a solvent. However, for various reasons, such as to improve the solubility of the sparingly soluble organic C1-C6-alkoxysilanes and to control the exothermicity of the preparation process, it may be advantageous to use one or more solvents other than water in the preparation of the keratin treatment composition according to the invention.

[0139] In the context of this embodiment, components (a) and (b), if applicable (c)—or (a1), (a2), (b) and, if applicable (c)—are mixed with a solvent (d), especially in the aforementioned preferred and particularly preferred parts by weight.

[0140] The mixing can be carried out, for example, by first charging the solvent (d) different from water into a suitable reactor or reaction vessel and then adding the C1-C6-alkoxysilane (a). The addition can be carried out by dropwise or injection. Furthermore, according to the invention, it is also possible to first feed at least one organic C1-C6-alkoxysilane (a) into the reaction vessel and then add or dropwise add the solvent (d). For this purpose, the alkalizing agent (b), which can be present as such or pre-blended with water, can be added to the mixture of (a) and (d).

[0141] A sequential procedure is also possible, ie first adding the solvent and the first organo C1-C6-alkoxysilane, then adding the solvent and then again adding further organo C1-C6-alkoxysilane.

[0142] The solvent is preferably added with stirring.

[0143] It may be preferable to choose a solvent which has a boiling point at standard pressure (1,013 hPa) of 20 to 90°C, preferably 30 to 85°C, very particularly preferably 40 to 80°C.

[0144] Suitable solvents are, for example: - Dichloromethane with a boiling point of 40°C (1,013 mbar) - Methanol, with a boiling point of 65°C (1,013 mbar) - tetrahydrofuran, which has a boiling point of 65.8°C (1,013 mbar) - ethanol, which has a boiling point of 78°C (1,013 mbar); - isopropanol, which has a boiling point of 82°C (1,013 mbar); - acetonitrile, which has a boiling point of 82°C (1,013 mbar).

[0145] Furthermore, very particularly preferred solvents are mono- or polyhydric C1-C 12 The alcohols may be selected from the group consisting of mono- or polyhydric C1-C 12 Alcohols are compounds having 1 to 12 carbon atoms with one or more hydroxyl groups. Further functional groups different from the hydroxyl group are, according to the invention, C1-C 12 Not present in alcohol. C1-C 12 The alcohol may be aliphatic or aromatic.

[0146] Methanol, ethanol, n-propanol, isopropanol, n-pentanol, n-hexanol, benzyl alcohol, 2-phenylethanol, 1,2-propanediol, 1,3-propanediol, and glycerol may be used, for example, in suitable C1-C 12 Alcohols which may be mentioned are particularly preferably C1-C 12 The alcohols are methanol, ethanol and isopropanol.

[0147] Within the scope of further particularly preferred embodiments, the process according to the invention comprises reacting (a) and (b) - or, if applicable, (a1), (a2) and (b) - with (d) The composition is characterized by being blended with 0 to 60 parts by weight, preferably 0 to 30 parts by weight, more preferably 0 to 20 parts by weight, and most preferably 0 part by weight of one or more solvents selected from the group consisting of poly C1-C6-alkylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, 1,2-butylene glycol, dipropylene glycol, ethanol, isopropanol, diethylene glycol monoethyl ether, glycerol, phenoxyethanol, and benzyl alcohol.

[0148] After the hydrolysis or condensation reaction is completed, the solvent can be removed again. This can be done by distillation under reduced pressure, for example using a rotary evaporator. However, further research has shown that it may also be advantageous to leave the solvent or solvents in the mixture of organic C1-C6-alkoxysiloxanes.

[0149] <Steps in the manufacturing method> As already mentioned above, the blending of substance classes (a) and (b) or (a1), (a2) and (b) and, where applicable, (c) and, where applicable, (d) can be carried out in different ways and in different sequences.

[0150] It has been found that a method comprising the following steps is very particularly suitable for achieving the object according to the invention: (1) providing one or more organic C1-C6-alkoxysilanes (a) having one, two or three silicon atoms into a reaction vessel; (2) mixing one or more alkalizing agents (b) with water (c); (3) blending the organic C1-C6-alkoxysilane (a) with a mixture of the alkalizing agent (b) and water (c), if applicable, while stirring and / or heating the mixture in a reaction vessel to a temperature of 30-90°C; (4) if applicable, stirring the mixture produced in step (3) for 1 minute to 4 hours, preferably 1 minute to 1 hour; (5) filling the mixture of (a), (b) and (c) from a reaction vessel.

[0151] In the context of a further embodiment, a process according to the invention comprising the following steps is particularly preferred: (1) providing one or more organic C1-C6-alkoxysilanes (a) having one, two or three silicon atoms into a reaction vessel; (2) mixing one or more alkalizing agents (b) with water (c); (3) blending the organic C1-C6-alkoxysilane (a) with a mixture of the alkalizing agent (b) and water (c), if applicable, while stirring and / or heating the mixture in a reaction vessel to a temperature of 30-90°C; (4) if applicable, stirring the mixture produced in step (3) for 1 minute to 4 hours, preferably 1 minute to 1 hour; (5) filling the mixture of (a), (b) and (c) from a reaction vessel.

[0152] In the context of a further embodiment, a process according to the invention is particularly preferred which comprises the following steps in the indicated order: (1) providing one or more organic C1-C6-alkoxysilanes (a) having one, two or three silicon atoms into a reaction vessel; (2) mixing one or more alkalizing agents (b) with water (c); (3) blending the organic C1-C6-alkoxysilane (a) with a mixture of the alkalizing agent (b) and water (c), if applicable, while stirring and / or heating the mixture in a reaction vessel to a temperature of 30-90°C; (4) if applicable, stirring the mixture produced in step (3) for 1 minute to 4 hours, preferably 1 minute to 1 hour; (5) filling the mixture of (a), (b) and (c) from a reaction vessel.

[0153] The mixture of (a), (b), (c) and, if applicable, (d) so produced may alternatively be referred to as a silane blend.

[0154] As an optional step, the method according to the present invention may also include the addition of one or more cosmetic ingredients. The additional ingredients may be added, for example, after any of steps (1), (2), (3), (4), and / or (5).

[0155] The cosmetic ingredients that may be optionally used in the process may be any suitable ingredient for imparting further favorable properties to the agent, for example cosmetic ingredients from the group of thickening or film-forming polymers, surface-active compounds from the group of nonionic, cationic, anionic or zwitterionic / amphoteric surfactants, coloring compounds from the group of pigments, direct dyes, oxidation dye precursors, C8-C 30 Fatty components from the group of fatty alcohols, hydrocarbon compounds, fatty acid esters, acids and bases from the group of pH adjusters, flavorings, preservatives, plant extracts, and protein hydrolysates can be added.

[0156] <Agent for treating keratinous materials> The above process allows for the production of pre-hydrolyzed or condensed silane blends that perform extremely well when applied to keratinous materials.

[0157] In principle, the keratin treatment composition produced by this method can be used for various purposes, for example as a composition for coloring keratin materials, as a composition for caring for keratin materials or as a composition for changing the shape of keratin materials.

[0158] A further subject of the present discovery is a composition for treating keratinous materials, in particular human hair, produced by the process as disclosed in detail in the description of the first subject of the invention.

[0159] In a further very particularly preferred embodiment, the composition according to the invention is characterized in that it is a composition for colouring keratinous materials, for caring for keratinous materials or for modifying the shape of keratinous materials.

[0160] The compositions produced are expressly very particularly suitable for use in dyeing processes.

[0161] When used as a coloring agent, at least one coloring compound can be added to the composition, for example in steps (1), (2), (3), (4) and / or (5) or before or after one of these steps, and the coloring compound can be selected from the group consisting of pigments, direct dyes and / or oxidative dye precursors. In this case, a composition for coloring keratin materials can be obtained which, in addition to the prehydrolyzed / condensed C1-C6-alkoxysilane, also contains a coloring compound.

[0162] Use of the composition for treating keratinous materials A further subject of the invention is the use of a composition produced by the method of the first subject of the invention for the treatment of keratinous materials, in particular for colouring keratinous materials, in particular for colouring human hair.

[0163] When using the products produced by the process according to the invention in dyeing processes, one or more coloring compounds can be used. As mentioned above, the coloring compounds can be added to the reaction mixture as cosmetic ingredients during the manufacturing process or else can be provided to the user as components of a separately packaged preparation.

[0164] The coloured compound or compounds may preferably be selected from the group consisting of pigments, direct dyes, oxidative dyes, photochromic dyes and thermochromic dyes, particularly preferably from the group consisting of pigments and / or direct dyes.

[0165] Pigments in the sense of the present invention are understood to mean dyeing compounds whose solubility in water at 25° C. is less than 0.5 g / L, preferably less than 0.1 g / L, and even more preferably less than 0.05 g / L. The solubility in water can be measured, for example, in the following way: 0.5 g of pigment are weighed into a beaker. A stirring bar is added. Then 1 liter of distilled water is added. The mixture is heated to 25° C. for 1 hour while stirring on a magnetic stirrer. If after this time undissolved components of the pigment are still visible in the mixture, the solubility of the pigment is less than 0.5 g / L. If the pigment-water mixture cannot be evaluated visually due to the high intensity of the possibly finely dispersed pigment, the mixture is filtered. If some undissolved pigment remains on the filter paper, the solubility of the pigment is less than 0.5 g / L.

[0166] Suitable pigments may be of inorganic and / or organic origin.

[0167] In a preferred embodiment, the agent according to the invention is characterized in that it contains at least one dye compound from the group of the inorganic and / or organic pigments.

[0168] Preferred pigments are selected from synthetic or natural inorganic pigments. Naturally derived inorganic color pigments can be produced, for example, from chalk, ocher, umber, green earth, calcined sienna or graphite. In addition, black pigments such as black iron oxide, color pigments such as ultramarine or red iron oxide, and fluorescent or phosphorescent pigments can be used as inorganic color pigments.

[0169] Particularly suitable are colored metal oxides, metal hydroxides and metal oxide hydrates, mixed-phase pigments, sulfur-containing silicates, silicates, metal sulfides, complex metal cyanides, metal sulfates, chromates and / or molybdates. Particularly preferred pigments are black iron oxide (CI 77499), yellow iron oxide (CI 77492), red and brown iron oxide (CI 77491), manganese violet (CI 77742), ultramarine (sodium aluminum sulfosilicate, CI 77007, Pigment Blue 29), chromium oxide hydrate (CI 77289), Prussian blue (ferric ferrocyanide, CI 77510) and / or carmine (cochineal).

[0170] Also, dye compounds from the group of pigments particularly preferred according to the invention are colored pearlescent pigments. They are usually mica-based and may be coated with one or more metal oxides. Micas are layered silicates. The most important representatives of these silicates are muscovite, phlogopite, paragonite, biotite, lepidolite and margarite. To produce pearlescent pigments combined with metal oxides, mica, mainly muscovite or phlogopite, is coated with metal oxide.

[0171] As an alternative to natural mica, synthetic mica coated with one or more metal oxides can be used as pearlescent pigments. Particularly preferred pearlescent pigments are based on natural or synthetic mica and are coated with one or more of the abovementioned metal oxides. By varying the thickness of the metal oxide layer, the color of the respective pigment can be varied.

[0172] In a further preferred embodiment, the composition according to the invention is characterized in that it (b) contains at least one dyeing compound from the group of pigments selected from the group consisting of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, double metal cyanides, metal sulfates, bronze pigments, and / or mica-based dyeing compounds coated with at least one metal oxide and / or one metal oxychloride.

[0173] In another preferred embodiment, the composition according to the invention is characterized in that it (b) comprises at least one colouring compound selected from micaceous pigments coloured 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 aluminium sulphosilicate, CI 77007, Pigment Blue 29), chromium oxide hydrate (CI 77289), chromium oxide (CI 77288) and / or iron blue (ferric ferrocyanide, CI 77510).

[0174] Examples of particularly suitable color pigments are sold under the trade names Rona®, Colorona®, Xirona®, Dichrona® and Timiron® by Merck, Ariabel® and Unipure® by Sensient, Prestige® by Eckart Cosmetic Colors and Sunshine® by Sunstar.

[0175] Particularly preferred color pigments of the trade name Colorona® are, for example: Colorona Copper, Merck, Mica, CI 77491 (Iron Oxide) Colorona Passion Orange, Merck, Mica, CI 77491 (Iron Oxide), Alumina Colorona Patina Silver, Merck, Mica, CI 77499 (Iron Oxides), CI 77891 (Titanium Dioxide) Colorona RY, Merck, CI 77891 (Titanium Dioxide), Mica, CI 75470 (Carmine) Colorona Oriental Beige, Merck, Mica, CI 77891 (Titanium Dioxide), CI 77491 (Iron Oxides) Colorona Dark Blue, Merck, Mica, Titanium Dioxide, Ferric Ferrocyanide Colorona Chameleon, Merck, CI 77491 (iron oxide), mica Colorona Aborigine Amber, Merck, Mica, CI 77499 (Iron Oxides), CI 77891 (Titanium Dioxide) Colorona Blackstar Blue, Merck, CI77499 (iron oxide), mica Colorona Patagonian Purple, Merck, Mica, CI 77491 (Iron Oxide), CI 77891 (Titanium Dioxide), CI 77510 (Ferrous Ferrocyanide) Colorona Red Brown, Merck, Mica, CI 77491 (Iron Oxides), CI 77891 (Titanium Dioxide) Colorona Russet, Merck, CI 77491 (Titanium Dioxide), Mica, CI 77891 (Iron Oxides) Colorona Imperial Red, Merck, Mica, Titanium Dioxide (CI77891), D&C RED NO.30 (CI 73360) Colorona Majestic Green, Merck, CI 77891 (Titanium Dioxide), Mica, CI 77288 (Chromium Oxide Green) Colorona Light Blue, Merck, Mica, Titanium Dioxide (CI 77891), Ferric Ferrocyanide (CI 77510) Colorona Red Gold, Merck, Mica, CI 77891 (Titanium Dioxide), CI 77491 (Iron Oxides) Colorona Gold Plus MP 25, Merck, Mica, Titanium Dioxide (CI 77891), Iron Oxides (CI 77491) Colorona Carmine Red, Merck, Mica, Titanium Dioxide, Carmine Colorona Blackstar Green, Merck, Mica, CI 77499 (Iron Oxides) Colorona Bordeaux, Merck, Mica, CI 77491 (Iron Oxide) Colorona Bronze, Merck, Mica, CI 77491 (Iron Oxide) Colorona Bronze Fine, Merck, Mica, CI 77491 (Iron Oxides) Colorona Fine Gold MP 20, Merck, Mica, CI 77891 (Titanium Dioxide), CI 77491 (Iron Oxides) Colorona Sienna Fine, Merck, CI 77491 (iron oxide), mica Colorona Sienna, Merck, Mica, CI 77491 (Iron Oxide) Colorona Precious Gold, Merck, Mica, CI 77891 (Titanium Dioxide), Silica, CI 77491 (Iron Oxides), Tin Oxide Colorona Sun Gold Sparkle MP 29, Merck, Mica, Titanium Dioxide, Iron Oxide, Mica, CI 77891, CI 77491(EU) Colorona Mica Black, Merck, CI 77499 (iron oxides), mica, CI 77891 (titanium dioxide) Colorona Bright Gold, Merck, Mica, CI 77891 (Titanium Dioxide), CI 77491 (Iron Oxides) Colorona Blackstar Gold, Merck, Mica, CI 77499 (Iron Oxides).

[0176] Other particularly preferred color pigments under the trade name Xirona® are, for example: Xirona Golden Sky, Merck, Silica, CI 77891 (Titanium Dioxide), Tin Oxide Xirona Caribbean Blue, Merck, Mica, CI 77891 (Titanium Dioxide), Silica, Tin Oxide Xirona Kiwi Rose, Merck, Silica, CI 77891 (Titanium Dioxide), Tin Oxide Xirona Magic Mauve, Merck, Silica, CI 77891 (Titanium Dioxide), Tin Oxide.

[0177] Also particularly preferred colour pigments under the trade name Unipure® are, for example: Unipure Red LC 381 EM, Sensient CI 77491 (iron oxide), silica Unipure Black LC 989 EM, Sensient, CI 77499 (Iron Oxide), Silica Unipure Yellow LC 182 EM,Sensient,CI 77492(Iron Oxide),Silica.

[0178] In the context of a further embodiment, the agent according to the invention or the preparation according to the invention can also further contain one or more dye compounds from the group of the organic pigments.

[0179] The organic pigments according to the invention are correspondingly insoluble organic dyes or colour lacquers which may be selected, for example, from the group of nitroso, nitro-azo, xanthene, anthraquinone, isoindolinone, isoindoline, quinacridone, perinone, perylene, diketo-pyrrolopyrrole, indigo, thioindigo, dioxazine and / or triarylmethane compounds.

[0180] Particularly suitable organic pigments are, for example, carmine, quinacridone, phthalocyanine, sorghum, blue pigments with a color index of CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with a color index of CI 11680, CI 11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, CI 47000, or CI 47005, green pigments with a color index of CI 61565, CI 61570, or CI 74260, orange pigments with a color index of CI 11725, CI 15510, CI 45370, or CI 71105, and orange pigments with a color index of 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,CI15880,CI 17200,CI 26100, CI 45380, CI 45410, CI 58000, CI 73360, CI 73915 and / or CI 75470 red pigments may be included.

[0181] In another particularly preferred embodiment, the composition according to the invention is preferably selected from the group consisting of carmine, quinacridone, phthalocyanine, sorghum, blue pigments with a color index of CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with a color index of CI 11680, CI 11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, CI 47000, or CI 47005, green pigments with a color index of CI 61565, CI 61570, or CI 74260, orange pigments with a color index of CI 11725, CI 15510, CI 45370, or CI 71105, and orange pigments with a color index of CI 12085, CI 13000, CI 14000, CI 15 ... 12120, CI 12370, CI 12420, CI 12490, CI 14700, CI 15525, CI 15580, CI 15620, CI 15630, CI 15800, CI 15850, CI 15865, CI15880, CI 17200, CI 26100, CI 45380, CI 45410, CI 58000, CI 73360, CI 73915 and / or CI 75470 red pigments.

[0182] The organic pigment may be a color lacquer. In the sense of the present invention, the term "color lacquer" means a particle that contains a layer of absorbed dye, and the unit consisting of the particle and the dye is insoluble under the above conditions. The particle may be, for example, an inorganic material, which may be aluminum, silica, calcium borosilicate, calcium aluminum borosilicate, or aluminum.

[0183] For example, Alizarin color lacquer can be used as the color lacquer.

[0184] For good light and temperature resistance, the use of said pigments in the agent according to the invention is particularly preferred. It is even more preferred if the pigments used have a specific particle size. This particle size, on the one hand, results in a uniform distribution of the pigment in the polymer film formed, and, on the other hand, avoids roughness on the hair or skin after application of the cosmetic agent. Thus, according to the invention, at least one pigment has an average particle size D of 1.0 to 50 μm, preferably 5.0 to 45 μm, preferably 10 to 40 μm, in particular 14 to 30 μm. 50 It is advantageous to have an average particle size D 50 can be measured, for example, using dynamic light scattering (DLS).

[0185] The pigment or pigments may be used in an amount of from 0.001 to 20% by weight, in particular from 0.05 to 5% by weight, in each case relative to the total weight of the composition or preparation according to the invention.

[0186] The composition according to the invention may contain one or more direct dyes as dyeing compounds. Direct dyes are dyes that act directly on the hair and do not require an oxidation step to form the color. Direct dyes are usually nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones, triarylmethane dyes, or indophenols.

[0187] Direct dyes within the meaning of the present invention have a water solubility (760 mmHg) of more than 0.5 g / L at 25° C. and are therefore not treated as pigments. Direct dyes within the meaning of the present invention preferably have a water solubility (760 mmHg) of more than 1.0 g / L at 25° C. Direct dyes within the meaning of the present invention particularly preferably have a water solubility (760 mmHg) of more than 1.5 g / L at 25° C.

[0188] Direct dyes are divided into anionic, cationic and nonionic direct dyes.

[0189] In a further preferred embodiment, the agent according to the invention is characterized in that it comprises as dye compound at least one anionic, cationic and / or nonionic direct dye.

[0190] In a further preferred embodiment, the agent according to the invention is characterized in that it comprises at least one anionic, cationic and / or non-ionic direct dye.

[0191] Suitable cationic direct dyes are, for example, Basic Blue 7, Basic Blue 26, Basic Violet 2, and Basic Violet 14, Basic Yellow 57, Basic Red 76, Basic Blue 16, Basic Blue 347 (Cationic Blue 347 / Dystar), HC Blue No. 16, Basic Blue 99, Basic Brown 16, Basic Brown 17, Basic Yellow 57, Basic Yellow 87, Basic Orange 31, Basic Red 51, Basic Red 76.

[0192] As non-ionic direct dyes, in particular non-ionic nitro and quinone dyes and natural azo dyes can be used. Suitable non-ionic direct dyes are compounds known under the following international or trade names: HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 12, HC Orange 1, Disperse Orange 3, HC Red 1, HC Red 3, HC Red 10, HC Red 11, HC Red 13, HC Red BN, HC Blue 2, HC Blue 11, HC Blue 12, Disperse Blue 3, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Disperse Black. 9, and 1,4-diamino-2-nitrobenzene, 2-amino-4-nitrophenol, 1,4-bis-(2-hydroxyethyl)-amino-2-nitrobenzene, 3-nitro-4-(2-hydroxyethyl)-aminophenol, 2-(2-hydroxyethyl)amino-4,6-dinitrophenol, 4-[(2-hydroxyethyl)amino]-3-nitro-1-methylbenzene, 1-amino-4-(2-hydroxyethyl)-amino-5-chloro-2-nitrobenzene, 4-amino-3-nitrophenol, 1-(2'-ureidoethyl)amino-4-nitrobenzene, 2-[(4-amino-2-nitrophenyl)amino]benzoic acid, 6-nitro-1,2,3,4-tetrahydroquinoxaline, 2-hydroxy-1,4-naphthoquinone, picramic acid and its salts, 2-amino-6-chloro-4-nitrophenol, 4-ethylamino-3-nitrobenzoic acid and 2-chloro-6-ethylamino-4-nitrophenol.

[0193] Anionic direct dyes are also called acid dyes. Acid dyes are direct dyes that have at least one carboxylic acid group (-COOH) and / or at least one sulfonic acid group (-SO3H). Depending on the pH value, the protonated forms of the carboxylic acid or sulfonic acid groups (-COOH, -SO3H) can be converted to their deprotonated forms (-COO - , -SO3 -) in equilibrium with the protonated form. The proportion of the protonated form increases with decreasing pH value. When the direct dyes are used in the form of their salts, the carboxylic or sulfonic acid groups are present in deprotonated form and are neutralized with the corresponding stoichiometrically equivalent cations in order to maintain electrical neutrality. The acid dyes according to the invention can also be used in the form of their sodium salts and / or their potassium salts.

[0194] Acid dyes in the sense of the present invention have a solubility in water (760 mmHg) at 25° C. of greater than 0.5 g / L and are therefore not considered pigments. Preferably, acid dyes in the sense of the present invention have a solubility in water (760 mmHg) at 25° C. of greater than 1.0 g / L.

[0195] The alkaline earth (e.g. calcium and magnesium) or aluminum salts of acid dyes often have lower solubility than the corresponding alkali salts. If the solubility of these salts is less than 0.5 g / L (25°C, 760 mmHg), they do not meet the definition of direct dyes.

[0196] An essential feature of acid dyes is their ability to form an anionic charge, the carboxylic or sulfonic acid groups which are usually attached to various chromophore systems. Suitable chromophore systems are found, for example, in the structures of nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinone dyes, triarylmethane dyes, xanthan dyes, rhodamine dyes, oxazine dyes and / or indophenol dyes.

[0197] For example, one or more compounds may be selected from the following group as suitable acid dyes: Acid Yellow 1 (D&C Yellow 7, Citronin A, Ext. D&C Yellow No. 7, Japan Yellow 403, CI 10316, COLIPA n° B001), Acid Yellow 3 (COLIPA n°: C 54, D&C Yellow N° 10, Quinoline Yellow, E104, Food Yellow 13), Acid Yellow 9 (CI 13015), Acid Yellow 17 (CI 18965), Acid Yellow 23 (COLIPA n° 29, Covacap Jaune W 1100 (LCW), Sicovit Tartrazine 85 E 102 (BASF), Tartrazine, Food Yellow 4, Japan Yellow 4, FD&C Yellow No. 5), Acid Yellow 36 (CI 13065), Acid Yellow 121(CI 18690), Acid Orange 6(CI 14270), Acid Orange 7(2-Naphthol orange, Orange II, CI 15510, D&C Orange 4, COLIPA n°C015), Acid Orange 10(CI 16230;Orange G sodium salt), Acid Orange 11(CI 45370), Acid Orange 15(CI 50120), Acid Orange 20(CI 14600), Acid Orange 24(BROWN 1;CI 20170;KATSU201;Sodium free;Brown No.201;RESORCIN BROWN;ACID ORANGE 24;Japan Brown 201;D&C Brown No.1), Acid Red 14(CI14720), Acid Red 18(E124, Red18; CI 16255), Acid Red 27(E123, CI 16185, C-Rot46, Echtrot D, FD&C Red Nr.2、Food Red 9、Naphtholrot S)、Acid Red 33(Red33、Fuchsia Red、D&C Red33、CI 17200)、Acid Red 35(CI C.I.18065)、Acid Red 51(CI 45430、Pyrosin B、Tetraiodfluorescein、Eosin J、Iodeosin)、Acid Red 52(CI 45100、Food Red106、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 no.2、CI 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 Blue 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、CI 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、Foodgreen1)、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(Brilliant Acid Green BS, CI 44090, Acid Brilliant Green BS, E142), Acid Black 1(Black no 401, Naphthalene Black 10B, Amido Black 10B, CI 20470, COLIPA no 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 and / or D&C Brown 1. .

[0198] For example, the water solubility of anionic direct dyes can be measured in the following way: 0.1 g of anionic direct dye is placed in a beaker. A stirring bar is added. 100 mL of water is then added. The mixture is heated to 25°C while stirring with a magnetic stirrer. Stir for 60 minutes. The aqueous mixture is then visually evaluated. If undissolved residues are still present, increase the amount of water, for example in 10 mL increments. Add water until the amount of dye used is completely dissolved. If the dye-water mixture cannot be visually evaluated due to the high strength of the dye, filter the mixture. If some undissolved dye remains on the filter paper, repeat the solubility test with more water. If 0.1 g of anionic direct dye dissolves in 100 mL of water at 25°C, the solubility of the dye is 1.0 g / L.

[0199] Acid Yellow 1 is referred to as 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid, disodium salt, and has a solubility in water (25° C.) of at least 40 g / L.

[0200] Acid Yellow 3 is a mixture of the mono- and cis-sulfonic acid sodium salts of 2-(2-quinolyl)-1H-indene-1,3(2H)-dione and has a solubility in water of 20 g / L at 25° C.

[0201] Acid Yellow 9 is the disodium salt of 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid, whose water solubility is greater than 40 g / L (25° C.).

[0202] Acid Yellow 23 is the trisodium salt of 4,5-dihydro-5-oxo-1-(4-sulfophenyl)-4-((4-sulfophenyl)azo)-1H-pyrazole-3-carboxylic acid and is highly soluble in water at 25°C.

[0203] Acid Orange 7 is the sodium salt of 4-[(2-hydroxy-1-naphthyl)azo]benzenesulfonate. Its water solubility is greater than 7 g / L at 25 °C.

[0204] Acid Red 18 is the trisodium salt of 7-hydroxy-8-[(E)-(4-sulfonato-1-naphthyl)-diazenyl)]-1,3-naphthalenedisulfonate and has very high water solubility of greater than 20% by weight.

[0205] Acid Red 33 is the disodium salt of 5-amino-4-hydroxy-3-(phenylazo)-naphthalene-2,7-disulfonate and has a water solubility of 2.5 g / L (25° C.).

[0206] Acid Red 92 is the disodium salt of 3,4,5,6-tetrachloro-2-(1,4,5,8-tetrabromo-6-hydroxy-3-oxoxanthen-9-yl)benzoic acid and its water solubility is specified to be greater than 10 g / L (25° C.).

[0207] Acid Blue 9 is the disodium salt of 2-({4-[N-ethyl(3-sulfonatobenzyl]amino]phenyl}{4-[(N-ethyl(3-sulfonatobenzyl)imino]-2,5-cyclohexadien-1-ylidene}methyl)-benzenesulfonate and has a water solubility of greater than 20% by weight (25° C.).

[0208] In addition, thermochromic dyes can also be used. Thermochromism involves the property of changing the color of a substance reversibly or irreversibly with temperature. This can occur both by changing the intensity and / or by changing the maximum wavelength.

[0209] Finally, it is also possible to use photochromic dyes. Photochromism involves the property of changing the color of a substance reversibly or irreversibly upon irradiation with light, especially ultraviolet light. This can occur both by changing the intensity and / or by changing the wavelength maximum.

[0210] With regard to further preferred embodiments of the compositions according to the invention and the uses according to the invention, what was said regarding the methods according to the invention applies mutatis mutandis.

Claims

1. (a) one or more organic C groups having 1, 2 or 3 silicon atoms; １ -C ６ -alkoxysilane and (b) one or more alkalizing agents 1. A method for producing a composition for treating keratinous materials, particularly human hair, comprising a blend of Here, organic C １ -C ６ Alkoxysilane (a) is represented by the formula (G-1): [Equation 1] [In the formula, mol(alkalinizing agent) represents the total molar amount of alkalinizing agent used; mol(silane) is the C used １ -C ６ represents the total molar amount of alkoxysilanes, n (alkoxy) is C １ -C ６ - C per alkoxysilane １ -C ６ represents the number of alkoxy groups, S-alkali represents an integer of 50 to 2,000. and an amount of alkalizing agent (b) corresponding to the molar amount of alkalizing agent determined according to

2. (3-aminopropyl)triethoxysilane, (3-aminopropyl)trimethoxysilane, (2-aminoethyl)triethoxysilane, (2-aminoethyl)trimethoxysilane, (3-dimethylaminopropyl)triethoxysilane, (3-dimethylaminopropyl)trimethoxysilane, (2-dimethylaminoethyl)triethoxysilane, (2-dimethylaminopropyl)trimethoxysilane, - methyltrimethoxysilane, - methyltriethoxysilane, - ethyltrimethoxysilane, - ethyltriethoxysilane, - hexyltrimethoxysilane, - hexyltriethoxysilane, - octyltrimethoxysilane, - octyltriethoxysilane, - dodecyltrimethoxysilane, - dodecyltriethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, tetramethoxysilane, and - Tetraethoxysilane one or more organic C selected from the group consisting of １ -C ６ 2. The method according to claim 1, characterized in that the alkoxysilane (a) is blended with an alkalizing agent (b).

3. organic C １ -C ６ 2. The method of claim 1, wherein the alkoxysilane (a) is blended with one or more alkalizing agents (b) selected from the group consisting of sodium hydroxide, potassium hydroxide, lithium hydroxide, magnesium hydroxide, calcium hydroxide, and ammonia.

4. organic C １ -C ６ 2. The method according to claim 1, characterized in that the alkoxysilane (a) is blended with an amount of alkalizing agent (b) corresponding to the molar amount of alkalizing agent determined according to formula (G-1), wherein S-alkali represents an integer between 75 and 1,500, preferably between 90 and 1,000, more preferably between 100 and 700, and most preferably between 150 and 550.

5. (a) 40.0 to 99.88 parts by weight, preferably 50 to 98 parts by weight, more preferably 60 to 94 parts by weight, and most preferably 70 to 90 parts by weight of one or more organic C groups having 1, 2, or 3 silicon atoms; １ -C ６ - alkoxysilanes, (b) 0.11 to 2.43 parts by weight, preferably 0.15 to 2.2 parts by weight, more preferably 0.18 to 2.0 parts by weight, even more preferably 0.2 to 1.6 parts by weight, and most preferably 0.25 to 1.2 parts by weight of one or more alkalizing agents 2. The method of claim 1, further comprising blending

6. (a1) 30 to 70 parts by weight of one or more organic C silanes selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, hexyltrimethoxysilane, hexyltriethoxysilane, octyltrimethoxysilane, octyltriethoxysilane, dodecyltrimethoxysilane, dodecyltriethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, tetramethoxysilane, and tetraethoxysilane; １ -C ６ - alkoxysilanes, (a2) 10 to 40 parts by weight of one or more organic C silanes selected from the group consisting of (3-aminopropyl)triethoxysilane, (3-aminopropyl)trimethoxysilane, (2-aminoethyl)triethoxysilane, (2-aminoethyl)trimethoxysilane, (3-dimethylaminopropyl)triethoxysilane, (3-dimethylaminopropyl)trimethoxysilane, (2-dimethylaminoethyl)triethoxysilane, and (2-dimethylaminoethyl)trimethoxysilane. １ -C ６ alkoxysilanes, and (b) 0.11 to 2.43 parts by weight of one or more alkalizing agents selected from the group consisting of sodium hydroxide, potassium hydroxide, lithium hydroxide, magnesium hydroxide, and calcium hydroxide.

2. The method of claim 1, further comprising blending

7. (a) and (b), or (a1), if applicable, 30 to 70 parts by weight of one or more organic C 1 -C 6 silanes from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, hexyltrimethoxysilane, hexyltriethoxysilane, octyltrimethoxysilane, octyltriethoxysilane, dodecyltrimethoxysilane, dodecyltriethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, tetramethoxysilane, tetraethoxysilane -alkoxysilane, (a2) 10 to 40 parts by weight of one or more organic C 1 -C 6 -alkoxysilanes from the group consisting of (3-aminopropyl)triethoxysilane, (3-aminopropyl)trimethoxysilane, (2-aminoethyl)triethoxysilane, (2-aminoethyl)trimethoxysilane, (3-dimethylaminopropyl)triethoxysilane, (3-dimethylaminopropyl)trimethoxysilane, (2-dimethylaminoethyl)triethoxysilane, and (2-dimethylaminoethyl)trimethoxysilane, and (b), (c) 0 to 20 parts by weight, preferably 0.1 to 18 parts by weight, more preferably 1.5 to 16 parts by weight, even more preferably 3 to 14 parts by weight, and most preferably 5 to 12 parts by weight of water 2. The method of claim 1, further comprising blending

8. (a) and (b), or (a1), if applicable, 30 to 70 parts by weight of one or more organic C 1 -C 6 silanes from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, hexyltrimethoxysilane, hexyltriethoxysilane, octyltrimethoxysilane, octyltriethoxysilane, dodecyltrimethoxysilane, dodecyltriethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, tetramethoxysilane, tetraethoxysilane -alkoxysilane, (a2) 10 to 40 parts by weight of one or more organic C 1 -C 6 -alkoxysilanes from the group consisting of (3-aminopropyl)triethoxysilane, (3-aminopropyl)trimethoxysilane, (2-aminoethyl)triethoxysilane, (2-aminoethyl)trimethoxysilane, (3-dimethylaminopropyl)triethoxysilane, (3-dimethylaminopropyl)trimethoxysilane, (2-dimethylaminoethyl)triethoxysilane, and (2-dimethylaminoethyl)trimethoxysilane, and (b), (d) 0 to 60 parts by weight, preferably 0 to 30 parts by weight, more preferably 0 to 20 parts by weight, and most preferably 0 parts by weight of PolyC １ -C ６ one or more solvents from the group consisting of alkylene glycols, 1,2-propylene glycol, 1,3-propylene glycol, 1,2-butylene glycol, dipropylene glycol, ethanol, isopropanol, diethylene glycol monoethyl ether, glycerol, phenoxyethanol, and benzyl alcohol; 2. The method of claim 1, further comprising blending

9. The following steps: (1) One or more organic C groups having 1, 2 or 3 silicon atoms １ -C ６ - feeding alkoxysilane (a) into a reaction vessel, (2) mixing one or more alkalizing agents (b) with water (c); (3) Organic C １ -C ６ - blending the alkoxysilane (a) with a mixture of the alkalizing agent (b) and water (c), if applicable, while stirring and / or heating the mixture in a reaction vessel to a temperature of 30-90°C; (4) if applicable, stirring the mixture produced in step (3) for 1 minute to 4 hours, preferably 1 minute to 1 hour; (5) A step of filling the mixture of (a), (b), and (c) from a reaction vessel. The method of claim 1 , comprising:

10. A composition for treating keratinous materials, in particular human hair, produced by the method according to any one of claims 1 to 9.

11. 10. Use of a composition produced by a method according to any one of claims 1 to 9 for treating keratinous materials, in particular for colouring keratinous materials, in particular for colouring human hair.

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