EP3934610A1

EP3934610A1 - Method for preparing and using hair treatment agents with organic c1-c6-alkoxy-silanes

Info

Publication number: EP3934610A1
Application number: EP20700561.2A
Authority: EP
Inventors: Torsten LECHNER; Juergen Schoepgens
Original assignee: Henkel AG and Co KGaA
Current assignee: Henkel AG and Co KGaA
Priority date: 2019-03-06
Filing date: 2020-01-08
Publication date: 2022-01-12
Also published as: JP2022524995A; WO2020177935A1; US20220142892A1; DE102019203079A1; CN113613622A

Abstract

The present invention relates to a method for preparing an agent for treating keratinous material, in particular human hair, comprising the following steps: (1) mixing one or more organic C₁-C₆-alkoxy-silanes with water, (2) optionally adding one or more cosmetic components to the mixture (3) obtained in step (1), (3) storing the mixture for a duration of at least 5 days, (4) optionally adding one or more cosmetic components to the stored mixture, (5) removing, partially or completely, the C₁-C₆-alcohols released in steps (1) - (4) from the mixture.

Description

Process for the production and application of hair treatment agents with organic C1-C6-alkoxy-silanes

The present application is in the field of cosmetics and relates to a process for the production and application of hair treatment compositions. In the context of the process according to the invention, one or more organic Ci-C6-alkoxy-silanes are reacted with water, optionally one or more cosmetic ingredients are then added to the mixture. The mixture is then stored for a certain period of time and a cosmetic ingredient can be added again. The Ci-C6 alcohols released in the previous steps are then partially or completely removed from the mixture.

A second subject of the present invention is a multicomponent packaging unit (kit-of-parts) for coloring keratinic material, which, separately packaged in two packaging units, comprises the cosmetic preparations (A) and (B), the preparation (A ) is an agent of the first subject matter of the invention and the preparation (B) contains at least one coloring compound.

The change in the shape and color of keratinic fibers, in particular of hair, represents an important area of modern cosmetics. The person skilled in the art knows various coloring systems for changing the hair color, depending on the coloring requirements. Oxidation dyes are usually used for permanent, intense dyeings with good fastness properties and good gray coverage. Such colorants usually contain oxidation dye precursors, so-called developer components and coupler components, which, under the influence of oxidizing agents such as hydrogen peroxide, form the actual dyes with one another. Oxidation dyes are characterized by very long-lasting coloring results.

If substantive dyes are used, dyes that have already been developed diffuse from the dye into the hair fiber. Compared to oxidative hair coloring, the coloring obtained with substantive dyes is less durable and can be washed out more quickly. Colorations with substantive dyes usually remain on the hair for a period of between 5 and 20 washes.

The use of color pigments is known for brief color changes on the hair and / or the skin. Color pigments are generally insoluble, coloring pigments Understood substances. These are present undissolved in the form of small particles in the coloring formulation and are only deposited on the outside of the hair fibers and / or the skin surface. Therefore, they can usually be removed without residue by a few washes with detergents containing surfactants. Various products of this type are available on the market under the name of hair mascara.

If the user wants particularly long-lasting coloring, the use of oxidative coloring agents has so far been his only option. However, despite multiple attempts at optimization, an unpleasant smell of ammonia or amine cannot be completely avoided with oxidative hair coloring. The hair damage still associated with the use of oxidative coloring agents also has an adverse effect on the user's hair.

EP 2168633 B1 deals with the problem of producing long-lasting hair colorations using pigments. The document teaches that when a combination of pigment, organic silicon compound, hydrophobic polymer and a solvent is used, hair colors can be produced which are particularly resistant to shampooing.

The organic silicon compounds used in EP 2168633 B1 are reactive compounds from the alkoxy-silane class. These alkoxy-silanes hydrolyze in the presence of water at high speed and - depending on the particular amounts of alkoxy-silane and water used - form hydrolysis products and / or condensation products. The influence of the amount of water used in this reaction on the properties of the hydrolysis or condensation product is described, for example, in WO 2013068979 A2.

If these hydrolysis or condensation products are used on keratin material, a film or also a coating forms on the keratin material, which completely envelops the keratin material and in this way strongly influences the properties of the keratin material. Possible areas of application are, for example, permanent styling or the permanent change in shape of keratin fibers. Here the keratin fibers are mechanically brought into the desired shape and then fixed in this shape by forming the above-described coating. Another very particularly suitable application is the coloring of keratin material; In the context of this application, the coating or the film is produced in the presence of a coloring compound, for example a pigment. The film colored by the pigment remains on the keratin material or the keratin fibers and results in surprisingly wash-resistant colorations. The great advantage of the alkoxy-silane-based coloring principle is that the high reactivity of this class of compounds enables very fast coating. In this way, extremely good staining results can be achieved after a very short application period of just a few minutes. In addition to these advantages, the high reactivity of the alkoxy silanes also has some disadvantages. Even minor changes in production and application conditions, such as changes in humidity and / or temperature, can lead to strong fluctuations in product performance. Above all, the work leading to this invention has shown that the alkoxy silanes are extremely sensitive to the conditions that prevail during the production and storage of the keratin treatment agents.

If these manufacturing conditions deviate only slightly from their optimal range of values, this can lead to a partial or even complete loss of product performance. In this connection it has also been found that the conditions prevailing during storage can also have a very strong influence on the coloring performance of an alkoxy-silane-containing coloring agent.

It was the object of the present application to find an optimized process for the production and storage of keratin treatment agents. The alkoxy silanes used in this process should be produced and stored in a targeted manner in such a way that the optimal application properties could be achieved in subsequent use. In particular, the agents produced in this way should have improved dyeing performance, i. E. When they are used in a dyeing process, dyeings with higher color intensity and improved fastness properties, in particular with improved wash fastness and improved rub fastness, should be achieved.

Surprisingly, it has now been found that the aforementioned object can be achieved excellently if the targeted hydrolysis is carried out by mixing the alkoxy-silanes with water, then optionally another cosmetic ingredient is added to this mixture and the mixture is then stored under special conditions. After the mixture has been stored, another cosmetic ingredient can optionally be added, followed by the removal of the alcohols previously released from the mixture.

A first object of the present invention is a method for producing an agent for treating keratinic material, in particular human hair, comprising the following steps:

(1) Mixing one or more organic Ci-C6-alkoxy-silanes with water,

(2) optionally adding one or more cosmetic ingredients to the mixture,

(3) Storage of the mixture for a period of at least 5 days, (4) optionally adding one or more cosmetic ingredients to the stored mixture, and

(5) partial or complete removal from the mixture of the C 1 -C 6 alcohols released in steps (1) to (4).

It has been shown that hair treatment agents which have been produced by this method according to the invention, when used in a dyeing process, lead to very intense and uniform dyeings with very good covering power, rubbing fastness and washing fastness.

Agents for treating keratinous material

Keratinic material is understood to mean hair, skin, and nails (such as fingernails and / or toenails, for example). Furthermore, wool, furs and feathers also fall under the definition of keratinic material.

Keratinic material is preferably understood to mean human hair, human skin and human nails, in particular fingernails and toenails. Keratinic material is very particularly preferably understood to mean human hair.

Agents for treating keratinous material are understood to mean, for example, means for coloring the keratin material, means for reshaping or shaping keratinic material, in particular keratinic fibers, or also means for conditioning or maintaining the keratinic material. The agents produced by the process according to the invention are particularly suitable for coloring keratinic material, in particular for coloring keratinic fibers, which are particularly preferably human hair.

The term “means for coloring” is used in the context of this invention for a coloring of the keratin material, especially the hair, caused by the use of coloring compounds, such as thermochromic and photochromic dyes, pigments, mica, substantive dyes and / or oxidation dyes. With this coloring, the aforementioned coloring compounds are deposited in a particularly homogeneous and smooth film on the surface of the keratin material or diffuse into the keratin fiber. The film is formed in situ by oligomerization or polymerization of the organic silicon compound (s), and by the interaction of the coloring compound and the organic silicon compound and optionally other components, such as a film-forming, hydrophilic polymer.

Mixing Ci-C6-alkoxy-silane (s) with water Step (1) of the process according to the invention involves the reaction or conversion of one or more organic Ci-C6-alkoxy-silanes with water. To initiate this reaction, the Ci-C6-alkoxy-silane (s) are mixed with water.

The one or more organic Ci-C6-alkoxy-silanes are organic, non-polymeric silicon compounds, which are preferably selected from the group of silanes with one, two or three silicon atoms.

Organic silicon compounds, which are alternatively referred to as organosilicon compounds, are compounds that either have a direct silicon-carbon bond (Si-C) or in which the carbon is attached to the silicon via an oxygen, nitrogen or sulfur atom. Atom is linked. The organic silicon compounds according to the invention are preferably compounds which contain one to three silicon atoms. The organic silicon compounds particularly preferably contain one or two silicon atoms.

According to the IUPAC rules, the term silane stands for a group of chemical compounds based on a silicon backbone and hydrogen. In the case of organic silanes, the hydrogen atoms have been completely or partially replaced by organic groups such as, for example, (substituted) alkyl groups and / or alkoxy groups.

It is characteristic of the Ci-C6-alkoxy-silanes according to the invention that at least one C1-C6-alkoxy group is bonded directly to a silicon atom. The Ci-C6-alkoxy-silanes according to the invention thus comprise at least one structural unit R'R "R" 'Si-0- (Ci-C6-alkyl) where the radicals R', R "and R" 'represent the three other bond valences of the Silicon atom.

The Ci-C6-alkoxy group or groups bonded to the silicon atom are very reactive and are hydrolyzed at high speed in the presence of water, the reaction rate also depending, among other things, on the number of hydrolyzable groups per molecule. If the hydrolyzable Ci-C6-alkoxy group is an ethoxy group, the organic silicon compound preferably contains a structural unit R’R “R“ ‘Si-0-CH2-CH3. The radicals R ‘, R“ and R “‘ again represent the three remaining free valences of the silicon atom.

In a particularly preferred embodiment, a method according to the invention is characterized in that in step (1) one or more organic Ci-C6-alkoxy-silanes are reacted with water, which are selected from silanes with one, two or three silicon atoms, wherein the organic silicon compound also includes one or more basic chemical functions. This basic group can be, for example, an amino group, an alkylamino group or a dialkylamino group, which is preferably connected to a silicon atom via a linker. The basic group is preferably an amino group, a Ci-C6-alkylamino group or a di (Ci-C6) alkylamino group.

A very particularly preferred method according to the invention characterized by the

(1) Mixing one or more organic Ci-C6-alkoxy-silanes with water,

wherein the organic Ci-C6-alkoxy-silanes are selected from the group of the silanes with one, two or three silicon atoms, and wherein the Ci-C6-alkoxy-silanes further comprise one or more basic chemical functions.

Particularly good results could be obtained when Ci-C6-alkoxy-silanes of the formula (I) and / or (II) were used in the process according to the invention.

In a further very particularly preferred embodiment, a method according to the invention is characterized by

(1) Mixing one or more organic Ci-C6-alkoxy-silanes of the formula (I) and / or (II) with water,

Ri R2N-L-Si (OR3) a (R4) b (l) where

Ri, R2 independently represent a hydrogen atom or a Ci-C6-alkyl group,

L stands for a linear or branched, divalent Ci-C2o-alkylene group,

R3, R4 independently represent a Ci-C6-alkyl group,

a, stands for an integer from 1 to 3, and

b stands for the integer 3 - a, and

(R50) c (R6) dSi- (A) e- [NR7- (A ')] f- [0- (A ”)] g- [NR8- (A”')] h-Si (R6 ') d '(OR5') c '(ll), where

R5, R5 ‘, R5“, R6, R6 ‘and R6“ independently of one another represent a Ci-C6-alkyl group,

A, A ‘, A“, A “‘ and A ““ independently of one another represent a linear or branched, divalent Ci-C2o-alkylene group,

R7 and Re independently of one another for a hydrogen atom, a Ci-C6-alkyl group, a hydroxy-Ci-C6-alkyl group, a C2-C6-alkenyl group, an amino-Ci-C6-alkyl group or a grouping of the formula (III) stand, - (A ““) - Si (R6 “) d“ (OR ₅ “) c“ (IN),

- c, stands for an integer from 1 to 3,

- d stands for the whole number 3 - c,

- c ‘stands for an integer from 1 to 3,

- d ‘stands for the integer 3 - c‘,

- c "stands for an integer from 1 to 3,

- d "stands for the whole number 3 - c" stands,

- e stands for 0 or 1,

- f stands for 0 or 1,

- g stands for 0 or 1,

- h stands for 0 or 1,

- With the proviso that at least one of the radicals from e, f, g and h is different from 0.

The substituents Ri, R2, R3, R4, Rs, Rs ', Rs ", R6, R6', Re", R7, Rs, L, A, A ', A ", A"' and A "" in the compounds of formula (I) and (II) are exemplified below:

Examples of a Ci-C6-alkyl group are the groups methyl, ethyl, propyl, isopropyl, n-butyl, s-butyl and t-butyl, n-pentyl and n-hexyl. Propyl, ethyl and methyl are preferred alkyl radicals. Examples of a C2-C6 alkenyl group are vinyl, allyl, but-2-enyl, but-3-enyl and isobutenyl; preferred C2-C6 alkenyl radicals are vinyl and allyl. Preferred examples of a hydroxy-Ci-C6-alkyl group are a hydroxymethyl, a 2-hydroxyethyl, a 2-hydroxypropyl, a 3-hydroxypropyl, a 4-hydroxybutyl group, a 5-hydroxypentyl and a 6-hydroxyhexyl group ; a 2-hydroxyethyl group is particularly preferred. Examples of an amino-Ci-C6-alkyl group are the aminomethyl group, the 2-aminoethyl group and the 3-aminopropyl group. The 2-aminoethyl group is particularly preferred. Examples of a linear divalent Ci-C2o-alkylene group are, for example, the methylene group (-CH2-), the ethylene group (-CH2-CH2-), the propylene group (- CH2-CH2-CH2-) and the butylene group (-CH2- CH2-CH2-CH2-). The propylene group (-CH2-CH2-CH2-) is particularly preferred. From a chain length of 3 carbon atoms, divalent alkylene groups can also be branched. Examples of branched, divalent C3-C ₂ o -alkylene groups are (-CH2-CH (CH ₃ ) -) and (-CH2-CH (CH ₃ ) -CH ₂ -).

In the organic silicon compounds of the formula (I)

Ri R2N-L-Si (OR3) a (R4) b (l), the radicals Ri and R2 independently of one another represent a hydrogen atom or a C1-C6-alkyl group. The radicals Ri and R ₂ are very particularly preferably both a hydrogen atom.

In the middle part of the organic silicon compound is the structural unit or the linker -L- which stands for a linear or branched, divalent Ci-C ₂ o-alkylene group. The divalent C ₁ -C ₂ o-alkylene group can alternatively also be referred to as a divalent or divalent C ₁ -C ₂ o -alkylene group, which means that each group -L- can form two bonds.

-L- is preferably a linear, divalent Ci-C ₂ o-alkylene group. More preferably -L- stands for a linear divalent Ci-C6-alkylene group. -L- is particularly preferably a methylene group (-CH2-), an ethylene group (-CH2-CH2-), a propylene group (-CH2-CH2-CH2-) or a butylene group (-CH ₂ -CH ₂ -CH ₂ - CH ₂ -). L very particularly preferably represents a propylene group (-CH2-CH2-CH2-).

The organic silicon compounds of the formula (I) according to the invention

Ri R2N-L-Si (OR3) a (R4) b (l), each carry the silicon-containing grouping -Si (OR3) a (R ₄ ) t _{> at one end}

In the terminal structural unit -Si (OR3) a (R ₄ ) b, the radicals R3 and R4 independently of one another represent a Ci-C6-alkyl group, particularly preferably R3 and R ₄ independently of one another represent a methyl group or an ethyl group.

Here a stands for an integer from 1 to 3, and b stands for the integer 3 - a. If a is 3, then b is 0. If a is 2, then b is 1. If a is 1, then b is 2.

Keratin treatment agents with particularly good properties could be produced if in step (1) at least one organic Ci-C6-alkoxy-silane of the formula (I) was mixed or reacted with water, in which the radicals R3, R _{4 were} independent of one another represent a methyl group or an ethyl group.

In addition, dyeings with the best wash fastness properties could be obtained if at least one organic Ci-C6-alkoxy-silane of the formula (I) in which the radical a stands for the number 3 was reacted with water in step (1). In this case, the remainder b stands for the number 0. In a further preferred embodiment, a method according to the invention is characterized in that in step (1) one or more organic Ci-C6-alkoxy-silanes of the formula (I) are mixed with water,

in which

- R3, R ₄ independently of one another represent a methyl group or an ethyl group and

- a stands for the number 3 and

- b stands for the number 0.

In a further preferred embodiment, a method according to the invention is characterized in that in step (1) one or more organic Ci-C6-alkoxy-silanes of the formula (I) and / or (II) are mixed or reacted with water,

Ri R2N-L-Si (OR3) a (R4) b (l),

in which

- Ri, R2 both stand for a hydrogen atom, and

- L stands for a linear, divalent Ci-C6-alkylene group, preferably for a propylene group (- CH2-CH2-CH2-) or for an ethylene group (-CH2-CH2-),

- R3 stands for an ethyl group or a methyl group,

- R4 stands for a methyl group or for an ethyl group,

- a stands for the number 3 and

- b stands for the number 0.

Organic silicon compounds of the formula (I) which are particularly suitable for achieving the object of the invention are

- (3-aminopropyl) triethoxysilane

- (3-aminopropyl) trimethoxysilane - (2-aminoethyl) triethoxysilane

- (2-aminoethyl) trimethoxysilane

- (3-Dimethylaminopropyl) triethoxysilane

- (3-Dimethylaminopropyl) trimethoxysilane - (2-Dimethylaminoethyl) triethoxysilane.

- (2-Dimethylaminoethyl) trimethoxysilane and / or

In a further preferred embodiment, a method according to the invention is characterized in that in step (1) one or more organic Ci-C6-alkoxy-silanes is 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 and / or

mixed with water or reacted.

The aforementioned organic silicon compounds of the formula (I) are commercially available.

(3-Aminopropyl) trimethoxysilane can be purchased from Sigma-Aldrich, for example. (3-Aminopropyl) triethoxysilane is also commercially available from Sigma-Aldrich.

In a further embodiment of the process according to the invention, one or more organic Ci-C6-alkoxy-silanes of the formula (II) can also be mixed or reacted with water in step (1),

(R50) c (R6) dSi- (A) e- [NR7- (A ')] f- [0- (A ”)] g- [NR8- (A”')] h-Si (R6 ') d '(OR5') c '(ll). The organosilicon compounds of the formula (II) according to the invention each have the silicon-containing groups (R50) _c (R6) dSi and -Si (R6 ') d' (OR5 ') c at their two ends

In the middle part of the molecule of the formula (II) there are the groupings - (A) _e - and - [NR7- (A ')] _f and - [0- (A ”)] _g - and - [NR8- (A' ”)] _H - Here, each of the radicals e, f, g and h can independently represent the number 0 or 1, with the proviso that at least one of the radicals e, f, g and h is different from 0. In other words, an organic silicon compound of the formula (II) according to the invention contains at least one group selected from - (A) - and - [NR ₇ - (A ') j- and - [0- (A ”) j- and - [NR ₈ - (A '”)] -

In the two terminal structural units (R50) _c (R6) dSi- and - Si (R6 ') d' (OR5 ') c, the radicals R5, R5', R5 "independently of one another represent a Ci-C6-alkyl group. The radicals R6, R6 'and R6 ″ stand independently of one another for a Ci-C6-alkyl group.

Here, c stands for an integer from 1 to 3, and d stands for the integer 3 - c. If c is 3, then d is 0. If c is 2, d is 1. If c is 1, then d is 2.

Similarly, c ‘stands for an integer from 1 to 3, and d‘ stands for the integer 3 - c ‘. If c ‘stands for the number 3, then d‘ equals 0. If c steht stands for the number 2, then d ‘equals 1. If c ‘stands for the number 1, then d‘ is 2.

Dyeings with the best wash fastness could be obtained if the residues c and c ‘both stand for the number 3. In this case d and d ‘both stand for the number 0.

In a further preferred embodiment, a method according to the invention is characterized in that in step (1) one or more organic Ci-C6-alkoxy-silanes of the formula (II) are mixed or reacted with water,

- R5 and R5 ‘independently represent a methyl group or an ethyl group,

- c and c ‘both stand for the number 3 and

- d and d ‘both stand for the number 0.

If c and c 'both stand for the number 3 and d and d' both stand for the number 0, the organic silicon compounds according to the invention correspond to the formula (IIIa) (R50) 3Si- (A) e- [NR7- (A ')] f- [0- (A ”)] g- [NR8- (A”')] h-Si (OR5 ') 3 (lla) .

The radicals e, f, g and h can independently represent the number 0 or 1, at least one radical from e, f, g and h being different from zero. The abbreviations e, f, g and h therefore define which of the groupings - (A) _e - and - [NR7- (A ')] _f - and - [0- (A ”)] _g - and - [ NR8- (A ”')] _h - are located in the central part of the organic silicon compound of the formula (II).

In this context, the presence of certain groups has proven to be particularly advantageous with regard to achieving washfast dyeing results. Particularly good results could be obtained when at least two of the radicals e, f, g and h stand for the number 1. Very particularly preferably e and f both stand for the number 1. Furthermore, g and h both very particularly preferably stand for the number 0.

If e and f both stand for the number 1 and g and h both stand for the number 0, the organic silicon compounds according to the invention correspond to the formula (Mb)

(R50) c (R6) dSi- (A) - [NR7- (A ’)] - Si (R6 (0R5’) c ’(Mb).

The radicals A, A ‘, A“, A “‘ and A ““ stand independently of one another for a linear or branched, divalent Ci-C2o-alkylene group. The radicals A, A ‘, A ″, A ″ and A ″ ″ are preferably, independently of one another, a linear, divalent Ci-C20-alkylene group. The radicals A, A ‘, A ″, A ″ A and A ″ ″ are more preferably, independently of one another, a linear divalent Ci-C6-alkylene group.

The divalent Ci-C2o-alkylene group can alternatively be referred to as a divalent or divalent Ci-C2o-alkylene group, which means that each grouping A, A ‘, A", A "‘ and A "" can form two bonds.

The radicals A, A ', A ", A"' and A "" are particularly preferably, independently of one another, a methylene group (-CH2-), an ethylene group (-CH2-CH2-), a propylene group (-CH2-CH2-CH2 -) or a butylene group (-CH2-CH2-CH2-CH2-). The radicals A, A ‘, A ″, A ″ and A ″ ″ are very particularly preferably a propylene group (-CH2-CH2-CH2-).

If the radical f stands for the number 1, then contains the organic according to the invention

Silicon compound of formula (II) has a structural grouping - [NR7- (A ’)] -.

If the radical h stands for the number 1, then contains the organic

Silicon compound of the formula (II) has a structural grouping - [NR8- (A ”')] -. The radicals R7 and Rs independently of one another represent a hydrogen atom, a C1-C6-alkyl group, a hydroxy-Ci-C6-alkyl group, a C2-C6-alkenyl group, an amino-Ci-C6-alkyl group or a grouping of the Formula (III)

- (A ““) - Si (R6 “) d“ (OR ₅ “) c“ (III).

The radicals R7 and R8, independently of one another, very particularly preferably represent a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group or a grouping of the formula (III).

If the radical f stands for the number 1 and the radical h stands for the number 0, the organic silicon compound according to the invention contains the grouping [NR7- (A ')], but not the grouping - [NR8- (A ”')] if the radical R7 is a grouping of the formula (III), the organic silicon compound comprises 3 reactive silane groups.

In a further preferred embodiment, a method according to the invention is characterized in that in step (1) one or more organic Ci-C6-alkoxy-silanes of the formula (II) are reacted with water

- e and f both stand for the number 1,

- g and h both stand for the number 0,

- A and A ‘independently represent a linear, divalent Ci-C6-alkylene group and

- R7 represents a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group or a grouping of the formula (III).

In a further preferred embodiment, a method according to the invention is characterized in that in step (1) one or more organic Ci-C6-alkoxy-silanes of the formula (II) are mixed or reacted with water, wherein

- e and f both stand for the number 1,

- g and h both stand for the number 0,

- A and A ‘independently represent a methylene group (-CH2-), an ethylene group (-CH2-CH2-) or a propylene group (-CH2-CH2-CH2),

and - R7 represents a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group or a grouping of the formula (III).

Organic silicon compounds of the formula (II) which are well suited for achieving the object of the invention are

- 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

- 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

- N, N-bis [3- (triethoxysilyl) propyl] -2-propen-1-amine

The aforementioned organic silicon compounds of the formula (II) are commercially available.

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

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

N-methyl-3- (trimethoxysilyl) -N- [3- (trimethoxysilyl) propyl] -1-propanamine is alternatively also referred to as bis (3-trimethoxysilylpropyl) -N-methylamine and can be purchased commercially from Sigma-Aldrich or Fluorochem . 3- (Triethoxysilyl) -N, N-bis [3- (triethoxysilyl) propyl] -1-propanamine with the CAS number 18784-74-2 can be purchased from Fluorochem or Sigma-Aldrich, for example.

In a further preferred embodiment, a method according to the invention is characterized in that in step (1) one or more organic Ci-C6-alkoxy-silanes of the formula (II) which are selected from the group 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-propene-1-amine and / or

- N, N-bis [3- (triethoxysilyl) propyl] -2-propene-1-amine,

reacted with water or mixed with water.

In further dyeing tests it has also been found to be particularly advantageous if at least one organic Ci-C6-alkoxy-silane of the formula (IV) was used in the process according to the invention

R ₉ Si (ORio) k (Rn) m (IV).

The compounds of the formula (IV) are organic silicon compounds which are selected from silanes having one, two or three silicon atoms, the organic silicon compound comprising one or more hydrolyzable groups per molecule.

The organic silicon compound or compounds of the formula (IV) can also be referred to as silanes of the alkyl-Ci-C6-alkoxy-silane type,

R ₉ Si (ORio) k (Rn) m (IV),

in which

- Rg stands for a Ci-Ci2-alkyl group,

- Rio stands for a Ci-C6-alkyl group,

- R11 stands for a Ci-C6-alkyl group

- k stands for an integer from 1 to 3, and - m stands for the integer 3 - k.

In a further embodiment, a particularly preferred method according to the invention is characterized by

(1) Mixing one or more organic Ci-C6-alkoxy-silanes of the formula (IV) with water,

R ₉ Si (ORio) k (Rn) m (IV),

in which

- Rg stands for a Ci-Ci2-alkyl group,

- Rio stands for a Ci-C6-alkyl group,

- R11 stands for a Ci-C6-alkyl group

- k stands for an integer from 1 to 3, and

- m stands for the integer 3 - k.

In the organic Ci-C6-alkoxy-silanes of the formula (IV), the radical Rg stands for a C1-C12-alkyl group. This Ci-Ci2-alkyl group is saturated and can be linear or branched. R9 is preferably a linear Ci-Cs-alkyl group. Rg preferably stands for a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an n-hexyl group, an n-octyl group or an n-dodecyl group. Rg particularly preferably represents a methyl group, an ethyl group or an n-octyl group.

In the organic silicon compounds of the formula (IV), the radical R10 stands for a Ci-C6-alkyl group. R10 particularly preferably represents a methyl group or an ethyl group.

In the organic silicon compounds of the formula (IV), the radical Rn stands for a C1-C6-alkyl group. R11 particularly preferably represents a methyl group or an ethyl group.

Furthermore, k stands for an integer from 1 to 3, and m stands for the integer 3 - k. If k is the number 3, then m is 0. If k is the number 2, then m is 1. If k is the number 1, then m is 2.

Dyeings with the best wash fastness properties could be obtained if at least one organic silicon compound of the formula (IV) in which the radical k stands for the number 3 was used in the production of the preparation according to the invention. In this case, the remainder m stands for the number 0.

Organic silicon compounds of the formula (IV) which are particularly suitable for achieving the object of the invention are - methyltrimethoxysilane

- ethyltriethoxysilane

- n-propyltrimethoxysilane (also called ans propyltrimethoxysilane) - n-propyltriethoxysilane (also known as propyltriethoxysilane)

- n-Hexyltrimethoxysilane (also known as hexyltrimethoxysilane)

- n-Hexyltriethoxysilane (also called hexyltriethoxysilane)

- n-Octyltrimethoxysilane (also called octyltrimethoxysilane)

- n-Octyltriethoxysilane (also called octyltriethoxysilane)

- n-Dodecyltrimethoxysilane (also referred to as dodecyltrimethoxysilane) and / or

- n-Dodecyltriethoxysilane (also known as dodecyltriethoxysilane).

In a further preferred embodiment, a method according to the invention is characterized in that in step (1) one or more organic Ci-C6-alkoxy-silanes of the formula (IV) which are selected from the group of

- methyltrimethoxysilane

- methyltriethoxysilane

- ethyltrimethoxysilane - ethyltriethoxysilane

- propyltrimethoxysilane

- propyltriethoxysilane

- hexyltrimethoxysilane

- hexyltriethoxysilane

- Octyltrimethoxysilane

- octyltriethoxysilane

- Dodecyltrimethoxysilane and / or

- dodecyltriethoxysilane,

mixed with water or reacted with water.

The process according to the invention can be carried out in a suitable reaction vessel or reactor. Depending on the desired batch size, various models for this are known from the prior art and are commercially available.

For example, the reaction of the organic Ci-C6-alkoxy-silanes with water can be carried out in a reaction vessel or a reactor, preferably in a double-walled reactor, a reactor with an external heat exchanger, a tubular reactor, a reactor with a thin-film evaporator, a reactor with a falling-film evaporator and / or a reactor with an attached condenser.

In a further particularly preferred embodiment, a method according to the invention is characterized by

(1) Mixing one or more organic Ci-C6-alkoxy-silanes with water in a reaction vessel or a reactor, preferably in a double-walled reactor, a reactor with an external heat exchanger, a tubular reactor, a reactor with a thin-film evaporator, a reactor with a falling-film evaporator and / or a reactor with an attached condenser.

A reaction vessel that is very well suited for smaller batches is, for example, a glass flask with a capacity of 1 liter, 3 liters or 5 liters, which is usually used for chemical reactions, for example a 3 liter one- or multi-neck flask with ground joints.

A reactor is a delimited space (receptacle, container) that has been specially designed and manufactured to allow certain reactions to take place and control under defined conditions.

For larger batches it has been found to be advantageous to carry out the reaction in reactors made of metal. Typical reactors can, for example, have a capacity of 10 liters, 20 liters or 50 liters. Larger reactors for the production area can also have capacities of 100 liters, 500 liters or 1000 liters.

Double-wall reactors have two reactor shells or reactor walls, with a temperature control liquid being able to circulate in the area located between the two walls. This enables the temperature to be set particularly well to the required values.

The use of reactors, in particular double-walled reactors with an enlarged heat exchange surface, has also proven to be particularly suitable, with the heat exchange being able to take place either through internal fittings or also through the use of an external heat exchanger.

Corresponding reactors are, for example, laboratory reactors from IKA. In this context the models "LR-2.ST" or the model "magic plant" can be mentioned.

Further reactors that can be used are reactors with thin-film evaporators, since in this way very good heat dissipation and thus particularly precise temperature control can be carried out. Alternatively, thin-film evaporators are also referred to as thin-film evaporators. Thin film evaporators can be obtained commercially from Asahi Glassplant Inc., for example.

In reactors with falling film evaporators, the evaporation generally takes place in a tube, i.e. the liquid to be evaporated (i.e. in this case the C1-C6 alcohols to be removed in step (2)) flow as a continuous liquid film. Reactors with falling film evaporators are also commercially available from various suppliers.

The reaction of the organic Ci-C6-alkoxy-silanes with water that takes place in step (1) can take place in various ways. The reaction starts as soon as the Ci-C6-alkoxy-silanes come into contact with water by mixing. One possibility is to place the desired amount of water in the reaction vessel or reactor and then to add that or the Ci-C6-alkoxy-silanes.

In a further embodiment, it is also possible first to introduce the organic C1-C6-alkoxy-silane (s) in the reaction vessel or reactor and then to add the desired amount of water.

As soon as Ci-C6-alkoxy-silanes and water come into contact, an exothermic hydrolysis reaction takes place according to the following scheme (reaction scheme using the example of 3-aminopropyltriethoxysilane):

Depending on the number of hydrolyzable Ci-C6-alkoxy groups per silane molecule, the hydrolysis reaction can also take place several times per Ci-C6-alkoxy-silane used:

Since the hydrolysis reaction is exothermic, it has been found to be particularly advantageous to stir or mix the reaction mixture of water and organic Ci-C6-alkoxy-silanes for improved heat dissipation.

The water can be added continuously, in partial amounts or directly as a total amount. In order to ensure the required temperature control, the reaction mixture is preferably cooled and / or the amount and rate of addition of the water are adjusted. The continuous addition of water is very particularly preferred. Depending on the amount of silanes used, the addition and reaction can take place over a period of 2 minutes to 72 hours.

In order to produce agents which produce a particularly good coating on the keratin material, it has been found to be explicitly and particularly preferred to use water in a substoichiometric amount in step (1). In this case, the amount of water used is below the amount that would theoretically be required to hydrolyze all hydrolyzable C 1 -C 6 alkoxy groups present on the Si atoms, ie the alkoxysilane groups. Partial hydrolysis of the organic Ci-C6-alkoxy-silanes is therefore very particularly preferred. The stoichiometric ratio of water to the organic Ci-C6-alkoxy-silanes can be defined via the proportion of molar equivalents of water (SW), these are calculated using the following formula: mol (water)

S-W

mol (silanes) x n (alkoxy)

With

S-W = molar equivalent of water

mol (water) = molar amount of water used

mol (silanes) = total molar amount of Ci-C6-alkoxy-silanes used in the reaction

n (alkoxy) = number of Ci-C6-alkoxy groups per Ci-C6-alkoxy-silane

In other words, the molar equivalent of water indicates the molar ratio of the molar amount of water used to the total number of moles of hydrolyzable C1-C6 alkoxy groups that are on the Ci-C6 alkoxysilanes used.

(1) Mixing the organic Ci-C6-alkoxy-silanes with 0.10 to 0.80 molar equivalents of water (SW), preferably from 0.15 to 0.70, more preferably from 0.20 to 0.60 and very particularly preferably from 0.25 to 0.50 molar equivalents of water,

where the molar equivalents of water are calculated using the formula mol (water)

s-w = -— - - - - - - mol (silanes) x n (alkoxy)

With

S-W = molar equivalent of water

mol (water) = molar amount of water used

mol (silanes) = total molar amount of Ci-C6-alkoxy-silanes used in the reaction

n (alkoxy) = number of Ci-C6-alkoxy groups per Ci-C6-alkoxy-silane

example

20.0 g of 3-aminopropyltriethoxsilane (Cgh NOsSi = 221.37 g / mol) and 50.0 g of methyltrimethoxysilane (C ₄ Hi ₂ 03Si = 136.22 g / mol) were mixed with one another in a reaction vessel. 20.0 g 3-aminopropyltriethoxsilane = 0.0903 mol (3 hydrolyzable alkoxy groups per molecule)

50.0 g methyltrimethoxysilane = 0.367 mol (3 hydrolyzable alkoxy groups per molecule)

Then 10.0 g of water (18.015 g / mol) were added dropwise with stirring.

10.0 g water = 0.555 mol

Mole equivalent water = 0.555 mol [(3 x 0.090 mol) + (3 x 0.367 mol)] = 0.40

In this reaction, the Ci-C6-alkoxysilanes used were reacted with 0.40 molar equivalents of water.

For the production of particularly powerful keratin treatment agents, in step (1) it has been found to be particularly advantageous to maintain special temperature ranges.

In this connection it was found that a minimum temperature of 20 ° C. in step (1) is particularly well suited to allow the hydrolysis to proceed at a sufficiently high rate and to ensure efficient reaction management.

On the other hand, however, heating the reaction mixture to temperatures above 70 ° C. should be avoided. If the production takes place at too high temperatures, an undesired or excessive polymerization or condensation reaction will probably take place at this point, which leads to the fact that when the agent is subsequently used on the keratin material, no more film adhering to the keratin can form. When using an agent produced at too high a temperature in a dyeing process, it was no longer possible to achieve sufficiently high color intensities.

For these reasons, the reaction of the organic Ci-C6-alkoxy-silane (s) with water in step (1) of the process should be carried out at a temperature of 20 to 70.degree.

The temperature range given here relates to the temperature to which the mixture of Ci-C6-alkoxy-silanes and water must be set. This temperature can be measured, for example, by a calibrated thermometer protruding into this mixture. The reaction of one or more organic Ci-C6-alkoxy-silanes with water is preferably carried out at a temperature from 20 ° C to 70 ° C, preferably from 20 to 65 ° C, more preferably from 20 to 60 ° C, even more preferably from 20 to 55 ° C, even more preferably from 20 to 50 ° C and very particularly preferably from 20 to 45 ° C.

In a further very particularly preferred embodiment, a method according to the invention is characterized by (1) Mixing one or more organic Ci-C6-alkoxy-silanes with water at a temperature from 20 ° C to 70 ° C, preferably from 20 to 65 ° C, more preferably from 20 to 60 ° C, even more preferably from 20 to 55 ° C, even more preferably from 20 to 50 ° C and very particularly preferably from 20 to 45 ° C.

The preferred and particularly preferred temperature ranges can be set by controlling the temperature of the reaction vessel or reactor. For example, the reaction vessel or the reactor can be surrounded on the outside with a temperature control bath, which can be, for example, a water bath or a silicone oil bath.

If the reaction is carried out in a double-walled reactor, a temperature-controlled liquid can also be passed through the space which is formed by the two walls and which surrounds the reaction space.

It can furthermore be preferred that there is no active heating of the reaction mixture and that any increase in temperature above the ambient temperature is brought about only by the exothermic nature of the hydrolysis in step (1). If the exothermic reaction process heats the reaction mixture too much in step (1), it must be cooled again.

The reaction of the organic Ci-C6-alkoxy-silanes with water takes place preferably at normal pressure, i.e. at a pressure of 1013 mbar (1013 hPa).

Addition of one or more cosmetic ingredients in step (2)

As an optional step (2), the method according to the invention comprises the addition of one or more cosmetic ingredients to the mixture which was obtained in step (1).

The cosmetic ingredients that can optionally be used in step (2) can be all suitable constituents in order to impart further positive properties to the agent. For example, in step (2) of the process, a solvent, a thickening or film-forming polymer, a surface-active compound from the group of nonionic, cationic, anionic or zwitterionic / amphoteric surfactants, the coloring compounds from the group of pigments, substantive dyes, the Oxidation dye precursors, the fatty components from the group of Cs-Cso fatty alcohols, the hydrocarbon compounds, fatty acid esters, the acids and bases belonging to the group of pH regulators, those of perfumes, preservatives, plant extracts and protein hydrolysates.

In a further very particularly preferred embodiment, a method according to the invention is characterized by (2) Addition of one or more cosmetic ingredients from the group of solvents, polymers, surface-active compounds, coloring compounds, fat components, pH regulators, perfumes, preservatives, plant extracts and protein hydrolysates.

The person skilled in the art will select these additional substances according to the desired properties of the agents. With regard to further optional components and the amounts of these components used, express reference is made to the relevant manuals known to the person skilled in the art.

In this context, it has proven to be very particularly preferred to use a cosmetic ingredient in step (2) which further improves the stability, in particular the storage stability, of the keratin treatment agent. In this context, the addition (3) of one or more cosmetic ingredients from the group of hexamethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane and / or decamethylcyclopentasiloxane has proven to be particularly advantageous with regard to increasing the stability of the composition.

(2) Adding one or more cosmetic ingredients from the group consisting of hexamethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane and / or decamethylcyclopentasiloxane.

Hexamethyldisiloxane has the CAS number 107-46-0 and can be obtained commercially from Sigma-Aldrich, for example.

Octamethyltrisiloxane has the CAS number 107-51-7 and is also commercially available from Sigma-Aldrich.

Decamethyltetrasiloxane has the CAS number 141-62-8 and is also commercially available from Sigma-Aldrich.

Hexamethylcyclotrisiloxane has the CAS no. 541 -05-9.

Octamethylcyclotetrasiloxane has the CAS no. 556-67-2.

Decamethylcyclopentasiloxane has the CAS no. 541-02-6.

Storage of the preparation in the packaging unit in step (31

Step (3) of the method according to the invention is characterized by the storage of the mixture that was obtained after step (1) or after step (2) for a period of at least 5 days. This step has been found to be essential to the invention for achieving particularly intense color results.

In one embodiment, the mixture can be stored in the reaction vessel or reactor in which the organic Ci-C6-alkoxy-silanes were also mixed with water.

However, it is preferred to fill the mixture obtained after step (1) or after step (2) into a packaging unit for storage purposes. This packaging can particularly preferably be a canister or a hobbock.

In the context of this embodiment, therefore, a method for producing an agent for treating keratinous material, in particular human hair, comprising the following steps:

(1) Mixing one or more organic Ci-C6-alkoxy-silanes with water,

(2) optionally adding one or more cosmetic ingredients to the mixture, (3a) filling the mixture into a packaging unit,

(3b) Storage of the mixture in the packaging unit for a period of at least 5 days,

(4) optionally adding one or more cosmetic ingredients to the stored mixture,

In step (3) - or in the case of previous filling into a packaging unit in step (3b) - of the method according to the invention, the mixture or the preparation is stored for a period of at least 5 days.

If it is stored in the reaction vessel or reactor, the mixture is left to stand in the closed reaction vessel or reactor for a period of at least 5 days. If the storage is in a packaging unit, the packaging unit is in a closed state during storage. This can be done, for example, by storing the closed packaging units in a storage room or warehouse for at least 5 days.

Storage of the mixture or the preparation in the reaction vessel or in the packaging unit is understood in the context of the present invention as not opening the closed reaction vessel or the closed packaging unit for a period of at least 5 days. Since the preparation is in a closed container during storage, it does not come into contact with the humidity outside the packaging unit or with oxygen.

The closed packaging unit can be, for example, a canister or a hobbock, each of which is closed with a suitable lid. These usually have a larger capacity of 1 liter, 5 liters, 10 liters, 20 liters or even 50 liters. The packaging made from the usual materials can also be used as the packaging units. These packaging units are known to the person skilled in the art and are commercially available.

(1) Mixing one or more organic Ci-C6-alkoxy-silanes with water,

(3b) Storage of the mixture in the sealed packaging unit for a period of at least 5 days,

(4) optionally adding one or more cosmetic ingredients to the stored mixture,

Without being tied to this theory, it is assumed in this context that the hydrolysis reactions which are initiated by mixing the Ci-C6-alkoxy-silanes with water (1) are not yet completed with the completion of step (1) but also expire afterwards over a period of several days. It is believed that it may take a few days for complete hydrolysis, i.e. even during the at least 5 days of storage in step (3) (or in step (3b)), C 1 -C 6 alcohols are still slowly and continuously released.

In the course of the work leading to this invention it has been found that when using the preparations in a dyeing process, particularly good and intense colorations could be obtained when between the mixing of the organic Ci-C6-alkoxy-silanes with water and the removal of the Ci-C6 alcohols had a storage period of at least 5 days.

It has also been found to be very particularly preferred to store the mixtures for a period of at least 8 days, preferably at least 10 days, more preferably at least 14 days and very particularly preferably at least 21 days.

(3) Storage of the mixture for a period of at least 8 days, preferably of at least 10 days, more preferably of at least 14 days and very particularly preferably of at least 21 days.

As already described above, one theory assumes that oligomeric silane condensates of a certain minimum size must be present in order to be able to form a film on the keratin material with sufficient speed. On the other hand, the molecular weight of these silane condensates should not be too large either, since if the condensates are too large, good adhesion between silanes and keratin is no longer possible. Since the condensation reaction that takes place during storage, just like the reactions in step (1) of the process according to the invention, seems to be dependent on the temperature, storage also takes place very particularly preferably within certain temperature ranges. In particular, it has been found to be particularly advantageous during the storage period that is directly after step (1) or directly after the steps (1) and (2) takes place. to maintain certain temperature ranges. Very good dyeing results could be obtained especially when the preparation was stored in the packaging unit at a temperature of 15 ° C to 45 ° C, preferably 20 ° C to 45 ° C and particularly preferably 25 ° C to 45 ° C .

(3) Storage of the mixture for a period of at least 8 days, preferably for at least 10 days, more preferably for at least 14 days and very particularly preferably for at least 21 days at a temperature in the range from 15 ° C to 45 ° C, preferably from 20 ° C to 45 ° C and particularly preferably from 25 ° C to 45 ° C.

(3b) Storage of the mixture in the sealed packaging unit for a period of at least 8 days, preferably for at least 10 days, more preferably for at least 14 days and very particularly preferably for at least 21 days at a temperature in the range from 15 ° C to 45 ° C, preferably from 20 ° C to 45 ° C and particularly preferably from 25 ° C to 45 ° C.

Particularly preferred is a method for producing and using an agent for treating keratinic material, in particular human hair, comprising the following steps:

(1) Mixing one or more organic Ci-C6-alkoxy-silanes with water,

(2) optionally adding one or more cosmetic ingredients to the mixture obtained in step (1),

(3) Storage of the mixture for a period of at least 5 days at 15 ° C to 45 ° C,

(4) optionally adding one or more cosmetic ingredients to the stored mixture,

Treatment of keratinic material, especially human hair, comprising the following steps:

(1) Mixing one or more organic Ci-C6-alkoxy-silanes with water,

(3) Storage of the mixture for a period of at least 5 days at 20 ° C to 45 ° C, (4) optionally adding one or more cosmetic ingredients to the stored mixture,

(1) Mixing one or more organic Ci-C6-alkoxy-silanes with water,

(3) Storage of the mixture for a period of at least 5 days at 25 ° C to 45 ° C,

(4) optionally adding one or more cosmetic ingredients to the stored mixture,

(1) Mixing one or more organic Ci-C6-alkoxy-silanes with water,

(3) Storage of the mixture for a period of at least 14 days at 15 ° C to 45 ° C,

(4) optionally adding one or more cosmetic ingredients to the stored mixture,

(1) Mixing one or more organic Ci-C6-alkoxy-silanes with water,

(3) Storage of the mixture for a period of at least 14 days at 20 ° C to 45 ° C,

(4) optionally adding one or more cosmetic ingredients to the stored mixture, (5) partial or complete removal from the mixture of the C 1 -C 6 alcohols released in steps (1) to (4).

(1) Mixing one or more organic Ci-C6-alkoxy-silanes with water,

(3) Storage of the mixture for a period of at least 14 days at 25 ° C to 45 ° C,

(4) optionally adding one or more cosmetic ingredients to the stored mixture,

(1) Mixing one or more organic Ci-C6-alkoxy-silanes with water,

(3) Storage of the mixture for a period of at least 21 days at 15 ° C to 45 ° C,

(4) optionally adding one or more cosmetic ingredients to the stored mixture,

(1) Mixing one or more organic Ci-C6-alkoxy-silanes with water,

(3) Storage of the mixture for a period of at least 21 days at 20 ° C to 45 ° C,

(4) optionally adding one or more cosmetic ingredients to the stored mixture,

(5) partial or complete removal from the mixture of the C 1 -C 6 alcohols released in steps (1) to (4). Treatment of keratinic material, especially human hair, comprising the following steps:

(1) Mixing one or more organic Ci-C6-alkoxy-silanes with water,

(3) Storage of the mixture for a period of at least 21 days at 25 ° C to 45 ° C,

(4) optionally adding one or more cosmetic ingredients to the stored mixture,

Under the given storage conditions, in particular within the aforementioned temperature ranges, the condensation reaction of the silanes seems to come to a standstill after some time, so that longer storage does not have a negative effect on a subsequent dyeing result. For example, the preparations can be stored in the closed packaging unit for a period of up to 365 days at a temperature of 15 to 40 ° C. Since the packaging unit is closed during storage and in this way contact with the possibly humid outside air is prevented, storage periods longer than 365 days are also possible.

(3) Storage of the mixture for a period of from 5 to 365 days, preferably from 14 to 180 days, particularly preferably from 14 to 90 days and very particularly preferably from 21 to 40 days.

(3b) Storage of the mixture in the closed packaging unit for a period of from 5 to 365 days, preferably from 14 to 180 days, particularly preferably from 14 to 90 days and very particularly preferably from 21 to 40 days.

Addition of one or more cosmetic ingredients to the stored mixture (4)

In step (4) of the method according to the invention, one or more cosmetic ingredients can optionally be added again to the mixture. The cosmetic ingredients that can optionally be used in step (4) can again be all suitable constituents in order to impart further positive properties to the agent. For example, in step (4) of the method, a solvent, a thickening or film-forming polymer, a Surface-active compound from the group of nonionic, cationic, anionic or zwitterionic / amphoteric surfactants, the coloring compounds from the group of pigments, substantive dyes, oxidation dye precursors, fatty components from the group of Cs-Cso fatty alcohols, hydrocarbon compounds, fatty acid esters, the acids and bases belonging to the group of pH regulators, those of perfumes, preservatives, plant extracts and protein hydrolysates.

In the subsequent step (5) of the process according to the invention, the previously released C 1 -C 6 alcohols are removed as completely as possible from the mixture, this removal preferably taking place by means of distillation under reduced pressure. In order to fine-tune the temperatures required for this, a solvent can therefore particularly preferably be added to the mixture in step (4), which solvent enables a process which is referred to as “evaporative cooling”.

In evaporative cooling, a solvent is added to the reaction mixture before the removal of the Ci-C6 alcohols in step (5), which has a boiling point of 20 to 90 ° C, preferably 30 to 85 ° C and especially at normal pressure (1013 hPa) preferably from 40 to 80 ° C. This added solvent can also be referred to as “low boiler”.

The added low boilers begin to boil at a maximum of 90 ° C., and under reduced pressure the boiling temperature is correspondingly lowered. As long as low boilers are still present in the reaction mixture, the reaction mixture is kept at the boiling point of the low boiler.

In a further particularly preferred embodiment, a method according to the invention is characterized in that, before the Ci-C6 alcohols are removed in step (5), a solvent is added which has a boiling point of 20 to 90 ° C at normal pressure (1013 hPa). preferably from 30 to 85 ° C and very particularly preferably from 40 to 80 ° C.

Suitable solvents are, for example:

- dichloromethane with a boiling point of 40 ° C (1013 mbar)

- methanol with a boiling point of 65 ° C (1013 mbar)

- Tetrahydrofuran with a boiling point of 65.8 ° C (1013 mbar)

- Ethanol with a boiling point of 78 ° C (1013 mbar)

- Isopropanol with a boiling point of 82 ° C (1013 mbar)

- acetonitrile with a boiling point of 82 ° C (1013 mbar)

An explicitly particularly well-suited solvent, ethanol. In a further preferred embodiment, a method according to the invention is characterized by

(4) Addition of one or more cosmetic ingredients from the group of ethanol, isopropanol and methanol to the stored mixture.

(4) Adding ethanol to the stored mixture.

The sequence of process steps (4) and (5) can either take place one after the other or else simultaneously. In particular if a solvent such as, in particular, ethanol is added in step (4) of the process, it can be very particularly preferred to carry out steps (4) and (5) simultaneously. In the context of this embodiment, ethanol is added to the stored mixture (4), and at the same time the released Ci-C6 alcohols are removed from the reaction mixture (5). It can be carried out, for example, by adding ethanol dropwise to the stored mixture while the distillation is running under reduced pressure. In particular, this embodiment enables the removal of methanol from the reaction mixture as completely as possible.

Removal of the Ci-C6 alcohols released in step (1) from the reaction mixture (5)

Analytical investigations have suggested that during the mixing of the organic Ci-C6-alkoxysilanes with water in step (1), but also during the subsequent steps (2), (3) and (4), Ci-C6-alcohols are slowly and continuously released become. In particular in step (1), when the organic Ci-C6-alkoxysilanes are mixed with water, larger amounts of Ci-C6-alcohols are released. In addition, analytical studies have shown that significant amounts of C1-C6 alcohols are also formed during the storage of the mixture in step (3). With a view to achieving an intense color result in a subsequent application, it has been found to be very particularly preferred to remove these C1-C6 alcohols from the mixture as completely as possible.

(5) partial or complete removal of the Ci-C6 alcohols released by the reaction in steps (1) and (3) from the mixture.

Due to the removal of the Ci-C6 alcohols, the reaction equilibrium is shifted in favor of a condensation reaction, in which the Si-OH groups on the (partially) hydrolyzed Ci-C6-alkoxysilanes are split off with other Si-OH groups or with other Ci -C6-alkoxy-silane groups can react. Such a reaction can take place, for example, according to the following scheme:

Both partially hydrolyzed and fully hydrolyzed Ci-C6-alkoxysilanes, which undergo a condensation with not yet reacted, partially or completely hydrolyzed Ci-C6-alkoxysilanes, can take part in the condensation reaction.

In addition, a condensation of Ci-C6-alkoxysilanes of different structures is possible, for example, the Ci-C6-alkoxysilanes of the formula (I) can condense with the Ci-C6-alkoxysilanes of the formula (IV).

In the above exemplary reaction scheme, the condensation to form a dimer is shown, but the condensation to form oligomers with several silane atoms is also possible and also preferred.

The extent of the condensation reaction is determined by the amount of water added in step (1). The amount of water is preferably measured so that the condensation is a partial condensation, with “partial condensation” or “partial condensation” in this context meaning that not all condensable groups of the silanes present react with one another, so that the organic silicon compound formed per molecule still has on average at least one hydrolyzable / condensable group.

The Ci-C6 alcohols are preferably removed in a reaction vessel or reactor.

If the storage in step (3) was carried out directly in this reaction vessel or reactor, the Ci-C6 alcohols can now be removed without further transferring.

However, should the storage in step (3) have taken place in a packaging unit such as a canister or a packaging unit, it has been found to be preferable to put the mixture or the preparation for removing the Ci-C6 alcohols back into a reaction vessel or to fill the reactor. This can again be, for example, a double-walled reactor, a reactor with an external heat exchanger, a tubular reactor, a reactor with a thin-film evaporator, a reactor with a falling-film evaporator and / or a reactor with an attached condenser. Very particularly preferred this reactor or the reaction vessel has a distillation attachment for distilling off the C1-C6 alcohols.

Furthermore, it has been found that the temperature at which the Ci-C6 alcohols are removed from the reaction mixture in step (5) can represent a significant influencing factor with regard to the performance of the subsequent hair treatment product.

In this context, it is assumed that temperatures above 70 ° C that are too hot shift the condensation in the direction of high molecular weight products that are too large to deposit as a closed and resistant film on the keratin material during the subsequent keratin treatment. For this reason, it is particularly preferred to maintain a temperature range of 20 to 70 ° C. when removing the C1-C6 alcohols from the reaction mixture.

The process according to the invention encompasses both complete and partial removal of the C 1 -C 6 alcohols released. Since the complete removal of all Ci-C6 alcohols can only be achieved with difficulty (small residues of Ci-C6 alcohols will always remain in the reaction mixture, especially if the reaction mixture is not to be heated too much), the partial removal of the Ci-C6 is essential -Alcohols preferred.

It is particularly preferred to remove the C 1 -C 6 alcohols released by the reaction in step (1) from the reaction mixture in a temperature range from 20 ° C. to 70 ° C., preferably from 20 to 65 ° C., more preferably from 20 to 60 ° C ° C, even more preferably from 20 to 55 ° C, even more preferably from 20 to 50 ° C and very particularly preferably from 20 to 45 ° C.

In step (5) too, the specified temperature range again relates to the temperature to which the reaction mixture must be set while the Ci-C6-alkoxy-silanes are removed from the reaction mixture. This temperature can also be measured, for example, by a calibrated thermometer protruding into this mixture.

(5) partial or complete removal of the C1-C6 alcohols released in steps (1) to (4) from the mixture at a temperature from 20 ° C to 70 ° C, preferably from 20 to 65 ° C, more preferably from 20 to 60 ° C, even more preferably from 20 to 55 ° C, even more preferably from 20 to 50 ° C and very particularly preferably from 20 to 45 ° C.

In step (5) of the process, the preferred temperature ranges according to the invention can be set, for example, by heating or cooling the reaction vessel or Reactor take place, for example, by inserting the reaction vessel in a heating mantle, or by surrounding the reaction vessel from the outside with a temperature-controlled bath. The temperature bath can, for example, be a water bath or a silicone oil bath.

In order to ensure that the released C1-C6 alcohols are removed as completely as possible in step (5) of the process without exceeding the temperature range that is essential to the invention, the Ci-C6 alcohols are preferably removed under reduced pressure (compared to normal pressure). It has proven particularly advantageous in this connection to distill off the C1-C6 alcohols from the reaction mixture using a distillation attachment. During this distillation, a pressure of 10 to 900 mbar, more preferably 10 to 800 mbar, even more preferably 10 to 600 mbar and very particularly preferably 10 to 300 mbar is set.

Vacuum distillation is a common chemical process for which the common, commercially available vacuum pumps and distillation apparatus can be used. The distillation apparatus can be provided as an attachment on the reaction vessel or reactor.

(5) partial or complete removal of the C1-C6 alcohols released in steps (1) to (4) from the reaction mixture by means of distillation at a pressure of 10 to 900 mbar, more preferably 10 to 800 mbar, even more preferably of 10 to 600 mbar and very particularly preferably from 10 to 300 mbar.

Following the vacuum distillation, the volatile alcohols and, if necessary, also the water that has been distilled off can be condensed and collected as liquid distillate in a receiver. The distillation can optionally take place with cooling of the evaporated alcohols / water by means of a cooler. The reduced pressure can be generated using conventional methods known in the art, typically with a vacuum pump.

As already described, C1-C6-alkoxysilanes which carry methoxysilane or ethoxysilane groups are very particularly preferably used in the process according to the invention, in particular di- and trimethoxy- and -ethoxysilanes, particularly preferably trimethoxy- or triethoxysilanes. These have the advantage that methanol or ethanol is released during hydrolysis and condensation which can easily be removed from the reaction mixture by means of vacuum distillation due to their boiling points.

In various embodiments, the vacuum distillation of step (5) takes place under conditions which result in a product which contains less than 5% by weight, preferably less than 2% by weight, even more preferably less than 1% by weight alcohols (from the Hydrolysis reaction). The water content of the product after vacuum distillation is less than 5.0% by weight, even more preferably less than 1.0% by weight and very particularly preferably less than 0.5% by weight.

With the completion of step (5), the means for treating the keratinous material is now available.

Filling the agent into a packaging unit (6)

Following step (5), the agent for treating keratinic material is preferably filled into a packaging unit.

The packaging unit can either be an end package from which the user takes the agent for treating the keratin materials. Suitable end-of-line packaging is for example a bottle, a tube, a jar, a can, a sachet, an aerosol pressure container, a non-aerosol pressure container. This end-of-line packaging can contain the keratin treatment agent in quantities that are sufficient for one, if necessary also for several, applications. Preference is given to filling in an amount that is sufficient for a single use.

Furthermore, the preparation in step (6) can, however, also be filled into an intermediate packaging, which can for example be a canister or a hobbock. Filling into intermediate packaging is particularly suitable when the reaction vessel or reactor in which the Ci-C6 alcohols were removed and the filling plant in which the final packaging is filled are spatially separated.

(6) Filling the agent into a bottle, tube, crucible, can, sachet, aerosol pressure container, non-aerosol pressure container, canister or hobbock.

In other words, a particularly preferred method is characterized by (6) Filling the mixture into a bottle, tube, crucible, can, sachet, aerosol pressure container, non-aerosol pressure container, canister or hobbock.

The aforementioned packaging units can be conventional, commercially available containers used as standard in cosmetics.

Sequence of procedural steps

It is characteristic of the method according to the invention that it comprises steps (1), (2), (3), (4), and (5), steps (2) and (4) each being optional steps. With regard to the sequence of the method steps, several embodiments are suitable.

In the context of one embodiment, a method comprising the steps in the following order is preferred:

(1) Mixing one or more organic Ci-C6-alkoxy-silanes with water,

(2) optionally adding one or more cosmetic ingredients to the mixture,

(3) Storage of the mixture for a period of at least 5 days,

(4) optionally adding one or more cosmetic ingredients to the stored mixture, and

In the context of one embodiment, a method comprising the steps is preferred

(1) Mixing one or more organic Ci-C6-alkoxy-silanes with water,

(2) optionally adding one or more cosmetic ingredients to the mixture,

(3) Storage of the mixture for a period of at least 5 days,

(4) adding one or more cosmetic ingredients to the stored mixture, and

(5) partial or complete removal of the Ci- C6 alcohols released in steps (1) to (4) from the mixture,

wherein step (1) is carried out first, then step (2) is carried out if necessary, then step (3) is carried out and then steps (4) and (5) are carried out simultaneously.

In the context of one embodiment, a method comprising the steps is explicitly very particularly preferred

(1) Mixing one or more organic Ci-C6-alkoxy-silanes with water, (2) optionally adding one or more cosmetic ingredients to the mixture,

(3) Storage of the mixture for a period of at least 5 days,

(4) adding ethanol to the stored mixture, and

(5) partial or complete removal of Ci-C6-alcohols from the mixture, whereby first step (1) is carried out, then optionally step (2) is carried out, then step (3) is carried out and then the steps ( 4) and (5) can be performed.

Also preferred is a method for producing an agent for treating keratinous material, in particular human hair, comprising the following steps:

(1) Mixing one or more organic Ci-C6-alkoxy-silanes with water,

(2) optionally adding one or more cosmetic ingredients to the mixture,

(3) Storage of the mixture for a period of at least 5 days,

(5) partial or complete removal of the Ci- C6 alcohols released in steps (1) to (4) from the mixture, and

(6) Filling the mixture into a bottle, tube, crucible, can, sachet, aerosol pressure container, non-aerosol pressure container, canister or hobbock. pH values of the preparations in the process

In further experiments it has been found that the pH values which the mixture has in the course of steps (1) to (5) of the process according to the invention can also have an influence on the condensation reaction. It was found here that alkaline pH values in particular stop the condensation at the oligomer stage. The more acidic the reaction mixture, the stronger the condensation appears to be and the higher the molecular weight of the silane condensates formed during the condensation. For this reason, it is preferred that the reaction mixture in step (1), (2), (3), (4) and / or (5) has a pH of 7.0 to 12.0, preferably of 7, 5 to 11.5, more preferably from 8.5 to 11.0 and very particularly preferably from 9.0 to 11.0.

The water content of the agent produced by the process according to the invention is a maximum of 10.0% by weight and is preferably set even lower. In particular in the case of compositions with a very low water content, the measurement of the pH value with the usual methods known from the prior art (pH value measurement by means of glass electrodes via combination electrodes or via pH indicator paper) can prove difficult. For this reason, the pH values according to the invention are those values which were obtained after mixing or diluting the preparation in a weight ratio of 1: 1 with distilled water.

The corresponding pH value is measured accordingly after, for example, 50 g of the composition according to the invention have been mixed with 50 g of distilled water.

In a further very particularly preferred embodiment, a method according to the invention is characterized in that the mixture in step (1), (2), (3), (4) and / or (5) and / or (6) after the dilution with distilled water in a weight ratio of 1: 1 has a pH of 7.5 to 11.5, more preferably 8.5 to 11.0 and very particularly preferably 9.0 to 11.0.

To set this alkaline pH, it may be necessary to add an alkalizing agent and / or acidifying agent to the reaction mixture. The pH values in the context of the present invention are pH values that were measured at a temperature of 22 ° C.

Ammonia, alkanolamines and / or basic amino acids, for example, can be used as alkalizing agents.

Alkanolamines can be selected from primary amines with a C2-C6-alkyl parent structure which carries at least one hydroxyl group. Preferred alkanolamines are selected from the group which is formed from 2-aminoethan-1 -ol (monoethanolamine), 3-aminopropan-1 -ol, 4-aminobutan-1 -ol, 5-aminopentan-1 -ol, 1-aminopropane -2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1 -Amino-2-methyl-propan-2-ol, 3-aminopropan-1, 2-diol, 2-amino-2-methylpropan-1, 3-diol.

An amino acid in the context of the invention is an organic compound which in its structure contains at least one amino group which can be protonated and at least one —COOH or one —SOsH group. Preferred amino acids are aminocarboxylic acids, in particular α- (alpha) -amino carboxylic acids and w-aminocarboxylic acids, α-aminocarboxylic acids being particularly preferred.

According to the invention, basic amino acids are to be understood as meaning those amino acids which have an isoelectric point p1 of greater than 7.0.

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 a specific compound or also mixtures thereof, in particular as racemates become. However, it is particularly advantageous to use the naturally preferred isomer form, usually in the L configuration.

The basic amino acids are preferably selected from the group that is formed from arginine, lysine, ornithine and histidine, particularly preferably from arginine and lysine. In a further particularly preferred embodiment, an agent according to the invention is therefore characterized in that the alkalizing agent is a basic amino acid from the group arginine, lysine, ornithine and / or histidine.

Inorganic alkalizing agents can also be used. Inorganic alkalizing agents which can be used according to the invention are preferably selected from the group formed by sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium phosphate, potassium phosphate, sodium silicate, sodium metasilicate, potassium silicate, sodium carbonate and potassium carbonate.

Very particularly preferred alkalizing agents are ammonia, 2-aminoethan-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4-aminobutan-1 -ol, 5-aminopentan-1 -ol, 1-aminopropan-2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol, 1-amino-2- methylpropan-2-ol, 3-aminopropan-1, 2-diol, 2-amino-2-methylpropan-1, 3-diol, arginine, lysine, ornithine, histidine, sodium hydroxide, potassium hydroxide, calcium hydroxide, barium hydroxide, sodium phosphate, potassium phosphate, Sodium silicate, sodium metasilicate, potassium silicate, sodium carbonate and potassium carbonate.

In addition to the alkalizing agents described above, the person skilled in the art is familiar with acidifying agents commonly used for fine adjustment of the pH. Acidifying agents preferred according to the invention are pleasure acids, such as citric acid, acetic acid, malic acid or tartaric acid, and also dilute mineral acids.

Agents for treating keratinous material

The method described above allows the production of pre-hydrolyzed or condensed silane blends, which can be applied to the keratinic material after completing steps (5) or (6).

In principle, the keratin treatment agents produced by this method can be used for various purposes, for example as an agent for coloring keratin material, as an agent for the care of keratin material or as an agent for changing the shape of keratin material. In a further very particularly preferred embodiment, a method according to the invention is characterized in that an agent for coloring keratin material, for caring for keratin material or for changing the shape of keratin material is produced.

In a further very particularly preferred embodiment, a method according to the invention is characterized in that an agent for coloring keratin material, for caring for keratin material or for changing the shape of keratin material is produced.

The compositions produced explicitly show very particularly good suitability when used in a dyeing process.

In a further very particularly preferred embodiment, a method according to the invention is characterized in that a means for coloring keratinic material is produced.

When used in a coloring process, at least one coloring compound can also be added to the agent, for example in step (2) and / or step (4), wherein the coloring compound can be selected from the group of pigments, substantive dyes and / or oxidation dye precursors . In this way, an agent for coloring keratin material can be obtained which, in addition to the prehydrolyzed / condensed Ci-C6-alkoxysilanes, also contains the coloring compound (s).

However, it is also preferred if the user applies the hair dye to the keratin material as part of a multi-component packaging unit.

In the context of this embodiment, the stored preparation after step (5) or after step (6) is first mixed with a further preparation so that a ready-to-use colorant is obtained. This ready-to-use colorant is then applied to the keratin materials.

Multi-component packaging unit (kit-of-parts)

To increase user comfort, all preparations necessary for the dyeing process are made available to the user in the form of a multi-component packaging unit (kit-of-parts).

A second subject matter of the present invention is a multi-component packaging unit (kit-of-parts) for coloring keratinic material, in particular human hair, which is packaged separately from one another - A first packaging unit containing a cosmetic preparation (A) and

- A second packaging unit containing a cosmetic preparation (B), wherein

- The cosmetic preparation (A) in the first packaging unit is an agent which was produced according to steps (1) to (5) of the method which was disclosed in detail in the description of the first subject matter of the invention, and

- The cosmetic preparation (B) contains at least one coloring compound from the group of the pigments, the substantive dyes and / or the oxidation dye precursors.

Shortly before use, the two preparations (A) and (B) are then mixed with one another, and this ready-to-use colorant is then applied to the keratin material.

Furthermore, the multicomponent packaging unit according to the invention can also comprise a third packaging unit containing a cosmetic preparation (C). Preparation (C) can be, for example, a conditioner, a shampoo, or a pre- or post-treatment agent.

Coloring compounds

When using the agents prepared by the process according to the invention in a dyeing process, one or more coloring compounds can be used. The coloring compound (s) can either be added to the reaction mixture as cosmetic ingredients in step (3) of the process, or they can be made available to the user as an ingredient of a separately made-up preparation (B).

The coloring compound or compounds can preferably be selected from the pigments, the substantive dyes, the oxidation dyes, the photochromic dyes and the thermochromic dyes, particularly preferably from pigments and / or substantive dyes.

Pigments in the context of the present invention are understood to mean coloring compounds which at 25 ° C. in water have a solubility of less than 0.5 g / L, preferably less than 0.1 g / L, even more preferably less than 0, 05 g / L. The water solubility can be achieved, for example, by means of the method described below: 0.5 g of the pigment is weighed out in a beaker. A stir fry is added. Then one liter of distilled water is added. This mixture is heated to 25 ° C. for one hour while stirring on a magnetic stirrer. If undissolved constituents of the pigment are still visible in the mixture after this period, the solubility of the pigment is below 0.5 g / L. If the pigment-water mixture cannot be assessed visually due to the high intensity of the pigment which may be present in finely dispersed form, the mixture is filtered. Stay on top of that If filter paper contains a proportion of undissolved pigments, the solubility of the pigment is below 0.5 g / L.

Suitable color pigments can be of inorganic and / or organic origin.

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

Preferred color pigments are selected from synthetic or natural inorganic pigments. Inorganic color pigments of natural origin can be made from chalk, ocher, umber, green earth, burnt Terra di Siena or graphite, for example. Furthermore, as inorganic color pigments, black pigments such. B. iron oxide black, colored pigments such. B. ultramarine or iron oxide red and fluorescent or phosphorescent pigments can be used.

Colored metal oxides, hydroxides and oxide hydrates, mixed-phase pigments, sulfur-containing silicates, silicates, metal sulfides, complex metal cyanides, metal sulfates, metal chromates and / or molybdates are particularly suitable. Particularly preferred color pigments are black iron oxide (CI 77499), yellow iron oxide (CI 77492), red and brown iron oxide (CI 77491), manganese violet (CI 77742), ultramarines (sodium aluminum sulfosilicates, CI 77007, Pigment Blue 29), chromium oxide hydrate (CI77289 ), Iron blue (Ferric Ferrocyanide, CI77510) and / or carmine (Cochineal).

Coloring compounds from the group of pigments which are likewise particularly preferred according to the invention are colored pearlescent pigments. These are usually based on mica and / or mica and can be coated with one or more metal oxides. Mica is one of the layered silicates. The most important representatives of these silicates are muscovite, phlogopite, paragonite, biotite, lepidolite and margarite. To produce the pearlescent pigments in conjunction with metal oxides, the mica, predominantly muscovite or phlogopite, is coated with a metal oxide.

As an alternative to natural mica, synthetic mica coated with one or more metal oxide (s) can also be used as a pearlescent pigment. Particularly preferred pearlescent pigments are based on natural or synthetic mica (mica) and are coated with one or more of the aforementioned metal oxides. The color of the respective pigments can be varied by varying the layer thickness of the metal oxide (s).

In a further preferred embodiment, an agent according to the invention is characterized in that it (b) at least one coloring compound from the group of Contains pigments selected from the group of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides, metal sulfates, bronze pigments and / or from coloring compounds based on mica or mica, which are coated with at least one metal oxide and / or a metal oxychloride are.

In a further preferred embodiment, an agent according to the invention is characterized in that it contains (b) at least one coloring compound which is selected from pigments based on mica or mica which are mixed with one or more metal oxides from the group consisting of titanium dioxide (CI 77891), black iron oxide (CI 77499), yellow iron oxide (CI 77492), red and / or brown iron oxide (CI 77491, CI 77499), manganese violet (CI 77742), ultramarines (sodium aluminum sulfosilicates, CI 77007, pigment blue 29), chromium oxide hydrate ( CI 77289), chromium oxide (CI 77288) and / or iron blue (Ferric Ferrocyanide, CI 77510) are coated.

Examples of particularly suitable color pigments are commercially available under the trade names Rona®, Colorona®, Xirona®, Dichrona® and Timiron® from Merck, Ariabel® and Unipure® from Sensient, Prestige® from Eckart Cosmetic Colors and Sunshine® available from Sunstar.

Particularly preferred color pigments with the trade name Colorona® are, for example:

Colorona Copper, Merck, MICA, CI 77491 (IRON OXIDES)

Colorona Passion Orange, Merck, Mica, CI 77491 (Iran Oxides), Alumina

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

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

Colorona Oriental Beige, Merck, MICA, CI 77891 (TITANIUM DIOXIDE), CI 77491 (IRON OXIDES) Colorona Dark Blue, Merck, MICA, TITANIUM DIOXIDE, FERRIC FERROCYANIDE

Colorona Chameleon, Merck, CI 77491 (IRON OXIDES), MICA

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

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

Colorona Patagonian Purple, Merck, MICA, CI 77491 (IRON OXIDES), CI 77891 (TITANIUM DIOXIDE), CI 77510 (FERRIC 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 (CI 77891), D&C RED NO. 30 (CI 73360) Colorona Majestic Green, Merck, CI 77891 (TITANIUM DIOXIDE), MICA, CI 77288 (CHROMIUM OXIDE GREENS)

Colorona Light Blue, Merck, MICA, TITANIUM DIOXIDE (CI 77891), FERRIC FERROCYANIDE (CI 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 OXIDES)

Colorona Bronze, Merck, MICA, CI 77491 (IRON OXIDES)

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 OXIDES), MICA

Colorona Sienna, Merck, MICA, CI 77491 (IRON OXIDES)

Colorona Precious Gold, Merck, Mica, CI 77891 (Titanium dioxide), Silica, CI 77491 (Iran oxides), Tin oxide

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

Colorona Mica Black, Merck, CI 77499 (Iran oxides), Mica, CI 77891 (Titanium dioxide)

Colorona Bright Gold, Merck, Mica, CI 77891 (Titanium dioxide), CI 77491 (Iran oxides)

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

Other particularly preferred color pigments with 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.

In addition, particularly preferred color pigments with the trade name Unipure® are, for example:

Unipure Red LC 381 EM, Sensient CI 77491 (Iran Oxides), Silica

Unipure Black LC 989 EM, Sensient, CI 77499 (Iran Oxides), Silica

Unipure Yellow LC 182 EM, Sensient, CI 77492 (Iran Oxides), Silica

In a further embodiment, the agent according to the invention or the preparation according to the invention can also contain one or more coloring compounds from the group of organic pigments

The organic pigments according to the invention are correspondingly insoluble, organic dyes or color lakes, for example from the group of nitroso, nitro, azo, Xanthene, anthraquinone, isoindolinone, isoindoline, quinacridone, perinone, perylene, diketopyrrolopyorrole, indigo, thioindido, dioxazine and / or triarylmethane compounds can be selected.

Particularly suitable organic pigments are, for example, carmine, quinacridone, phthalocyanine, sorghum, blue pigments with the color index numbers CI 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with the color index numbers CI 1 1680, CI 11710, CI 15985, CI 19140, CI 20040, CI 21 100, CI 21 108, CI 47000, CI 47005, green pigments with the color index numbers CI 61565, CI 61570, CI 74260, orange pigments with the color index Numbers CI 1 1725, CI 15510, CI 45370, CI 71 105, red pigments with the Color Index numbers

CI 12085, CI 12120, CI 12370, CI 12420, CI 12490, CI 14700, CI 15525, CI 15580, CI 15620, CI

15630, CI 15800, CI 15850, CI 15865, CI 15880, CI 17200, CI 26100, CI 45380, CI 45410, CI 58000, CI 73360, CI 73915 and / or CI 75470.

In a further particularly preferred embodiment, an agent according to the invention is characterized in that it contains at least one coloring compound from the group of organic pigments, which is selected from the group of carmine, quinacridone, phthalocyanine, sorghum, blue pigments with the color index numbers CI 42090 , CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with the color index numbers CI 1 1680, CI 1 1710, CI 15985, CI 19140, CI 20040, CI 21 100, CI 21 108, CI 47000 , CI 47005, green pigments with the color index numbers CI 61565, CI 61570, CI 74260, orange pigments with the color index numbers CI 1 1725, CI 15510, CI 45370, CI 71 105, red pigments with the color index numbers

The organic pigment can also be a colored lacquer. In the context of the invention, the term “colored varnish” is understood to mean particles which comprise a layer of absorbed dyes, the unit of particles and dyestuff being included in the above. Conditions is insoluble. The particles can be, for example, inorganic substrates, which can be aluminum, silica, calcium borosilicate, calcium aluminum borosilicate or also aluminum.

The alizarin color varnish, for example, can be used as the color varnish.

The use of the aforementioned pigments in the agents according to the invention is particularly preferred because of their excellent light and temperature stability. It is also preferred if the pigments used have a certain particle size. On the one hand, this particle size leads to a uniform distribution of the pigments in the pigment Polymer film and on the other hand avoids a rough hair or skin feeling after the application of the cosmetic agent. It is therefore advantageous according to the invention if the at least one pigment has an average particle size D50 of from 1.0 to 50 μm, preferably from 5.0 to 45 μm, more preferably from 10 to 40 μm, in particular from 14 to 30 μm. The mean particle size D50 can be determined, for example, using dynamic light scattering (DLS).

The pigment or pigments can be used in an amount of from 0.001 to 20% by weight, in particular from 0.05 to 5% by weight, based in each case on the total weight of the agent or preparation according to the invention.

The agents according to the invention can also contain one or more substantive dyes as coloring compounds. Direct dyes are dyes that are absorbed directly onto the hair and do not require an oxidative process to develop the color. Substantive dyes are usually nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones, triarylmethane dyes or indophenols.

The substantive dyes for the purposes of the present invention have a solubility in water (760 mmHg) at 25 ° C. of more than 0.5 g / L and are therefore not to be regarded as pigments. For the purposes of the present invention, the substantive dyes preferably have a solubility in water (760 mmHg) at 25 ° C. of more than 1.0 g / l. For the purposes of the present invention, the substantive dyes particularly preferably have a solubility in water (760 mmHg) at 25 ° C. of more than 1.5 g / l.

Substantive dyes can be divided into anionic, cationic and nonionic substantive dyes.

In a further preferred embodiment, an agent according to the invention is characterized in that it contains at least one anionic, cationic and / or nonionic substantive dye as the coloring compound.

In a further preferred embodiment, an agent according to the invention is characterized in that it contains at least one anionic, cationic and / or nonionic substantive dye.

Suitable cationic substantive dyes are, for example, Basic Blue 7, Basic Blue 26, Basic Violet 2 and Basic Violet 14, Basic Yellow 57, Basic Red 76, Basic Blue 16, Basic Blue 347 (Cationic Blue 347 / Dystar), HC Blue No. 16, Basic Blue 99, Basic Brown 16, Basic Brown 17, Basic Yellow 57, Basic Yellow 87, Basic Orange 31, Basic Red 51 Basic Red 76 Nonionic nitro and quinone dyes and neutral azo dyes, for example, can be used as nonionic substantive dyes. Suitable nonionic substantive dyes are those under the international names or trade names HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 12, HC Orange 1, Disperse Orange 3, HC Red 1, HC Red 3, HC Red 10, HC Red 1 1, HC Red 13, HC Red BN, HC Blue 2, HC Blue 1 1, HC Blue 12, Disperse Blue 3, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Disperse Black 9 known compounds , as well as 1, 4-diamino-2-nitrobenzene, 2-amino-4-nitrophenol, 1, 4-bis (2-hydroxyethyl) amino-2-nitrobenzene, 3-nitro-4- (2-hydroxyethyl) - aminophenol, 2- (2-

Hydroxyethyl) amino-4,6-dinitrophenol, 4 - [(2-hydroxyethyl) amino] -3-nitro-1-methylbenzene, 1-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, picric acid and its salts, 2-amino-6-chloro-4-nitrophenol, 4-ethylamino-3-nitrobenzoic acid and 2-chloro-6-ethylamino-4-nitrophenol .

Anionic substantive dyes are also referred to as acid dyes. Acid dyes are taken to mean substantive dyes which have at least one carboxylic acid group (-COOH) and / or one sulfonic acid group (-SO3H). Depending on the pH, the protonated forms (-COOH, -SO3H) of the carboxylic acid or sulfonic acid groups are in equilibrium with their deprotonated forms (-COO-, -S03 ^_ ). The proportion of protonated forms increases with decreasing pH. If substantive dyes are used in the form of their salts, the carboxylic acid groups or sulfonic acid groups are present in deprotonated form and are neutralized with corresponding stoichiometric equivalents of cations in order to maintain electrical neutrality. Acid dyes according to the invention can also be used in the form of their sodium salts and / or their potassium salts.

The acid dyes for the purposes of the present invention have a solubility in water (760 mmHg) at 25 ° C. of more than 0.5 g / L and are therefore not to be regarded as pigments. For the purposes of the present invention, the acid dyes preferably have a solubility in water (760 mmHg) at 25 ° C. of more than 1.0 g / l.

The alkaline earth salts (such as calcium salts and magnesium salts) or aluminum salts of acid dyes often have a poorer solubility than the corresponding alkali salts. If the solubility of these salts is below 0.5 g / L (25 ° C, 760 mmHg), they do not fall under the definition of a substantive dye.

An essential feature of the acid dyes is their ability to form anionic charges, the carboxylic acid or sulfonic acid groups responsible for this usually being linked to different chromophoric systems. Suitable chromophoric systems can be found, for example, in the structures of nitrophenylenediamines, nitroaminophenols, azo dyes, Anthraquinone dyes, triarylmethane dyes, xanthene dyes, rhodamine dyes, oxazine dyes and / or indophenol dyes.

One or more compounds from the following group can be selected as particularly 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 ° C 29, Covacap Jaune W 1 100 (LCW), Sicovit Tartrazine 85 E 102 (BASF), Tartrazine, Food Yellow 4, Japan Yellow 4, FD&C Yellow No. 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 (Cl 16230; Orange G sodium salt), Acid Orange 1 1 (CI 45370), Acid Orange 15 (CI 50120), Acid Orange 20 (CI 14600), Acid Orange 24 (BROWN 1; CI 20170; KATSU201; nosodiumsalt; Brown No.201; RESORCIN BROWN; ACID ORANGE 24 ; Japan Brown 201; D&C Brown No.1), Acid Re d 14 (C.I.14720), acid red 18 (E124, red 18; C1 16255), Acid Red 27 (E 123, C1 16185, C-Red 46, Echtrot D, FD&C Red Nr.2, Food Red 9, Naphtholrot S), Acid Red 33 (Red 33, Fuchsia Red, D&C Red 33, C1 17200), Acid Red 35 (CI Cl18065), Acid Red 51 (CI 45430, Pyrosin B, Tetraiodfluorescein, Eosin J, lodeosin), Acid Red 52 (CI 45100, Food Red 106, Solar Rhodamine B, Acid Rhodamine B, Red n ° 106 Pontacyl Brilliant Pink), Acid Red 73 (CI 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 (C1 15685), Acid Red 195, Acid Violet 43 (Jarocol Violet 43, Ext.D&C Violet n ° 2, Cl 60730, COLIPA n ° C063), Acid Violet 49 (CI 42640), Acid Violet 50 (CI 50325), Acid Blue 1 (Patent Blue, CI 42045), Acid Blue 3 (Patent Blau V, CI 42051), Acid Blue 7 (CI 42080), Acid Blue 104 (CI 42735), Acid Blue 9 (E 133, Patent Blue AE, Amido Blue AE, Erioglaucin A, CI 42090, Cl Food Blue 2), Acid Blue 62 (CI 62045), Acid Blue 74 (E 132, CI 73015), Acid Blue 80 (CI 61585), Acid Green 3 (CI 42085, Foodgreenl), Acid Green 5 (CI 42095), Acid Green 9 (C.1.42100), Acid Green 22 (C.1.42170), Acid Green 25 (CI 61570, Japan Green 201, D&C Green No. 5), Acid Green 50 (Brillantsäuregrün BS, Cl 44090, Acid Brilliant Green BS, E 142), Acid Black 1 (Black n ° 401, Naphthalene Black 10B, Amido Black 10B, CI 20 470, COLIPA n ° B15), Acid Black 52 (CI 1571 1), Food Yellow 8 (CI 14270), Food Blue 5, D&C Yellow 8, D&C Green 5, D&C Orange 10, D&C Orange 1 1, D&C Red 21, D&C Red 27, D&C Red 33, D&C Violet 2 and / or D&C Brown 1.

The water solubility of the anionic substantive dyes can be determined, for example, in the following way. 0.1 g of the anionic substantive dye are placed in a beaker. A stir bar is added. Then 100 ml of water are added. This mixture is heated to 25 ° C. on a magnetic stirrer while stirring. It is stirred for 60 minutes. The aqueous mixture is then assessed visually. If there are still undissolved residues, the amount of water is increased - for example in steps of 10 ml. Water is added until the amount of dye used has completely dissolved. Provided If the dye-water mixture cannot be assessed visually due to the high intensity of the dye, the mixture is filtered. If a portion of undissolved dyes remains on the filter paper, the solubility test is repeated with a larger amount of water. If 0.1 g of the anionic substantive dye dissolves in 100 ml of water at 25 ° C., the solubility of the dye is 1.0 g / l.

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

Acid Yellow 3 is a mixture of the sodium salts of mono- and sisulfonic acids of 2- (2-quinolyl) -1H-indene-1,3 (2H) -dione and has a water solubility of 20 g / L (25 ° C).

Acid Yellow 9 is the disodium salt of 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid, its water solubility is above 40 g / L (25 ° C).

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

Acid Orange 7 is the sodium salt of 4 - [(2-Hydroxy-1-naphthyl) azo] benzene sulfonate. Its water solubility is more than 7 g / L (25 ° C).

Acid Red 18 is the trinity salt of 7-hydroxy-8 - [(E) - (4-sulfonato-1-naphthyl) -diazenyl)] - 1,3-naphthalenedisulfonate and has a very high solubility in water of more than 20 wt. %.

Acid Red 33 is the diantrium salt of 5-amino-4-hydroxy-3- (phenylazo) -naphthalene-2,7-disulphonate, its water solubility is 2.5 g / L (25 ° C).

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

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

Furthermore, thermochromic dyes can also be used. Thermochromism includes the property of a material to change its color reversibly or irreversibly depending on the temperature. This can be done both by changing the intensity and / or the wavelength maximum.

Finally, it is also possible to use photochromic dyes. Photochromism includes the property of a material to change its color reversibly or irreversibly depending on the exposure to light, in particular UV light. This can be done both by changing the intensity and / or the wavelength maximum.

Preparation (B) can also contain one or more other ingredients from the group of solvents, thickening or film-forming polymers Surface-active compounds from the group of nonionic, cationic, anionic or zwitterionic / amphoteric surfactants, the fatty components from the group of C8-C30 fatty alcohols, hydrocarbon compounds, fatty acid esters, the acids and bases belonging to the group of pH regulators, that of perfumes, the preservatives, the plant extracts and the protein hydrolysates can be selected.

With regard to the further preferred embodiments of the multicomponent packaging unit according to the invention, the statements made about the method according to the invention apply mutatis mutantis.

Examples

1. Production of the silane blend

A reactor with a heatable / coolable outer shell and a capacity of 15 liters was filled with 4.67 kg of methyltrimethoxysilane. 1.33 kg (3-aminopropyl) triethoxysilane were then added with stirring. This mixture was stirred at 30 ° C. Then 670 ml of water (distilled) were added dropwise with vigorous stirring, the temperature of the reaction mixture being kept at 30 ° C. with external cooling. After the addition of water had ended, stirring was continued for a further 10 minutes. 3.33 kg of hexamethyldisiloxane were then added dropwise to the mixture obtained in this way with stirring. Subsequently, the mixture obtained in this way was poured into a hobbock and tightly closed with a screw cap with a seal.

The hobbock was stored at 30 ° C. for 21 days.

After this period the stored mixture was filled back into the reactor. The pressure was then gradually reduced to 280 mbar, and the reaction mixture was heated to a temperature of 44.degree. The Ci-C6 alcohols (ethanol and especially methanol) present in the reaction mixture were distilled off. At the same time as the alcohol mixture was distilled off, 1000 ml of ethanol were slowly added to the reaction mixture. The alcohols distilled off were collected in a cooled receiver. It was distilled until no more alcohols condensed in the receiver under the chosen reaction conditions. The reaction mixture was then allowed to cool to room temperature. The mixture was then stirred for 10 minutes. In each case 100 ml of the silane blend were filled into a bottle with a capacity of 100 ml and a screw cap with a seal. After filling, the bottles were tightly closed.

2. Coloring

The following coloring agent was provided (Preparation (B)).

Preparation (B)

From the previously filled bottles with silane blend, 20 g each were weighed out (preparation A). The ready-to-use colorant was obtained by spilling 20 g of the preparation (A) and 100 g of preparation (B) prepared (shaking for 3 minutes). This mixture was then left to stand for 5 minutes.

For the application, a lock of hair (Kerling dark brown) was dipped into the ready-to-use dye and left in it for 1 minute. Thereafter, excess agent was stripped from each strand of hair. Then each lock of hair was washed out with water and dried. The tresses were then assessed visually under a daylight lamp. The following results were obtained:

Claims

1. A method for producing an agent for treating keratinous material, in particular human hair, comprising the following steps:

(1) Mixing one or more organic Ci-C6-alkoxy-silanes with water,

(2) optionally adding one or more cosmetic ingredients to the mixture,

(3) Storage of the mixture for a period of at least 5 days,

2. The method according to claim 1, characterized by

Ri R2N-L-Si (OR3) a (R4) b (l) where

Ri, R2 independently represent a hydrogen atom or a Ci-C6-alkyl group,

L stands for a linear or branched, divalent Ci-C2o-alkylene group,

R3, R4 independently represent a Ci-C6-alkyl group,

a, stands for an integer from 1 to 3, and

b stands for the integer 3 - a, and

R7 and Re independently of one another for a hydrogen atom, a Ci-C6-alkyl group, a hydroxy-Ci-C6-alkyl group, a C2-C6-alkenyl group, an amino-Ci-C6-alkyl group or a grouping of the formula (III) stand,

- (A ““) - Si (R6 “) d“ (OR ₅ “) c“ (III), - c, stands for an integer from 1 to 3,

- d stands for the whole number 3 - c,

- c ‘stands for an integer from 1 to 3,

- d ‘stands for the integer 3 - c‘,

- c "stands for an integer from 1 to 3,

- d "stands for the whole number 3 - c" stands,

- e stands for 0 or 1,

- f stands for 0 or 1,

- g stands for 0 or 1,

- h stands for 0 or 1,

3. The method according to any one of claims 1 or 2, characterized by

R ₉ Si (ORio) k (Rn) m (IV),

in which

- Rg stands for a Ci-Ci2-alkyl group,

- Rio stands for a Ci-C6-alkyl group,

- R11 stands for a Ci-C6-alkyl group

- k stands for an integer from 1 to 3, and

- m stands for the integer 3 - k.

4. The method according to any one of claims 1 to 3, characterized by

5. The method according to any one of claims 1 to 4, characterized by

(1) Mixing one or more organic Ci-C6-alkoxy-silanes with 0.10 to 0.80 molar equivalents of water (SW), preferably from 0.15 to 0.70, more preferably from 0.20 to 0.60 and very particularly preferably from 0.25 to 0.50 molar equivalents of water,

where the molar equivalents of water are calculated according to the formula mol (water)

s-w = -— - - - - - - mol (silanes) x n (alkoxy)

With

S-W = molar equivalent of water

mol (water) = molar amount of water used

mol (silanes) = total molar amount of Ci-C6-alkoxy-silanes used in the reaction

n (alkoxy) = number of Ci-C6-alkoxy groups per Ci-C6-alkoxy-silane

6. The method according to any one of claims 1 to 5, characterized by

(1) Mixing one or more organic Ci-C6-alkoxy-silanes with water at a temperature from 20 ° C to 70 ° C, preferably from 20 to 65 ° C, more preferably from 20 to 60 ° C, even more preferably from 20 to 55 ° C, even more preferably from 20 to 50 ° C and very particularly preferably from 20 to 45 ° C.

7. The method according to any one of claims 1 to 6, characterized by

(2) Addition of one or more cosmetic ingredients from the group of solvents, polymers, surface-active compounds, coloring compounds, fat components, pH regulators, perfumes, preservatives, plant extracts and protein hydrolyzates.

8. The method according to any one of claims 1 to 7, characterized by the

(2) Addition of one or more solvents from the group consisting of hexamethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane and decamethylcyclopentasiloxane.

9. The method according to any one of claims 1 to 8, characterized by

10. The method according to any one of claims 1 to 9, characterized by

(3) Storage of the mixture for a period of at least 8 days, preferably for at least 10 days, more preferably for at least 14 days and very particularly preferably for at least 21 days at a temperature in the range from 15 ° C to 45 ° C, preferably from 20 ° C to 45 ° C and particularly preferably from 25 ° C to 45 ° C. 11. Method according to one of claims 1 to 10, characterized by

(4) Addition of one or more cosmetic ingredients from the group of ethanol, isopropanol and methanol, particularly preferably ethanol, to the stored mixture.

12. The method according to any one of claims 1 to 1 1, characterized by the

(5) partial or complete removal of the Ci- C6 alcohols released in steps (1) to (4) from the mixture at a temperature of from 20 ° C. to 70 ° C., preferably from 20 to 65 ° C., more preferably from 20 to 60 ° C, even more preferably from 20 to 55 ° C, even more preferably from 20 to 50 ° C and very particularly preferably from 20 to 45 ° C.

13. The method according to any one of claims 1 to 12, characterized by

(5) partial or complete removal of the Ci- C6 alcohols released in steps (1) to (4) from the reaction mixture by means of distillation at a pressure of 10 to 900 mbar, more preferably 10 to 800 mbar, even more preferably of 10 to 600 mbar and very particularly preferably from 10 to 300 mbar.

14. The method according to any one of claims 1 to 13, characterized by

(6) Filling the mixture into a bottle, tube, crucible, can, sachet, aerosol pressure container, non-aerosol pressure container, canister or hobbock.

15. The method according to any one of claims 1 to 14, comprising the steps

(1) Mixing one or more organic Ci-C6-alkoxy-silanes with water,

(3) Storage of the mixture for a period of at least 5 days,

(4) adding ethanol to the stored mixture,

(5) partial or complete removal of Ci-C6-alcohols from the mixture, whereby step (1) is carried out first, then optionally step (2) is carried out, then step (3) is carried out and then steps (4 ) and (5) are carried out at the same time.

16. The method according to any one of claims 1 to 15, characterized in that a means for coloring keratin material, for maintaining keratin material or for changing the shape of keratin material is produced. 17. Multi-component packaging unit (kit-of-parts) for coloring keratinic material, in particular human hair, which are packaged separately from one another

- A first packaging unit containing a cosmetic preparation (A) and

- A second packaging unit containing a cosmetic preparation (B), wherein

- The cosmetic preparation (A) in the first packaging unit is an agent which was produced according to steps (1) to (5) of the method which is described in claims 1 to 15, and