EP3873417A1

EP3873417A1 - Active substance composition for modifying hair surface and changing the shape of hair

Info

Publication number: EP3873417A1
Application number: EP19797669.9A
Authority: EP
Inventors: Rene Krohn; Erik Schulze Zur Wiesche; Torsten LECHNER
Original assignee: Henkel AG and Co KGaA
Current assignee: Henkel AG and Co KGaA
Priority date: 2018-10-31
Filing date: 2019-10-31
Publication date: 2021-09-08
Also published as: CN112930170A; WO2020089354A1; JP2022506249A; US20210346269A1; DE102018127225A1

Abstract

The present invention relates to an active substance composition for changing the shape and modifying the surface of human hair. The invention relates in particular to a cosmetic product for treating keratin material, comprising a) at least one organic silicon compound and b) at least one polycarboxylic acid, wherein the cosmetic agent is particularly suitable for providing structural heat protection.

Description

Active ingredient composition for modifying the hair surface and changing the shape of the hair collective

The present invention relates to cosmetic compositions for treating a keratinous material, the composition comprising an organic silicon compound and at least one polycarboxylic acid, and to the use of the cosmetic composition.

The external exposure of hair to chemicals from a variety of different sources poses challenges to the development of cosmetic products. Air and

Water contamination has a detrimental effect on the skin and hair. The most important

Air pollutants include polycyclic aromatic hydrocarbons, volatile organic ones

Compounds, nitrogen oxides (NOx), particles and cigarette smoke. The effect of different

Air pollutants can be amplified in the presence of other air pollutants and under the influence of UV radiation or heat.

It is known that the toxicity of gaseous air pollutants, such as sulfur dioxide, ozone and nitrogen oxides, is particularly related to their free radical initiator activity, which contributes to

Creatures cause damage. Free radicals are metabolic products that occur naturally in large quantities in the body. They can promote free radicals irritation and inflammation and accelerate the process of aging. In this case, one speaks of "oxidative damage". Free radicals can also cause hair damage, for example as

Reduction of the shine as well as the feel and / or fading of the hair color becomes visible.

Exposure to heat naturally increases the damage caused by pollutants.

Customer requests do not only concern features that affect the appearance of the hair itself. The profile of requirements for cosmetic products for the hair is more diverse. Cosmetic agents that serve to permanently or temporarily shape the hair also play an important role in cosmetics. Cosmetics are said to enable temporary shaping with a good hairstyle hold. The development of cosmetic products that enable a good hairstyle hold and a protective function against damage caused by pollutants is a challenge.

The prior art describes organosilicon compounds from the group of the silanes which comprise at least one hydroxyl group and / or hydrolyzable group. Due to the

In the presence of the hydroxyl groups and / or hydrolyzable groups, the silanes are reactive substances which hydrolyze or oligomerize or polymerize in the presence of water. The oligomerization or polymerization of the silanes initiated by the presence of the water ultimately leads to the formation of a film when used on a keratinic material, which can develop a protective effect. The object on which the present invention is based is to provide a cosmetic product which enables good shaping of the hair and improves the structural protection against exposure to heat.

This object is achieved by a cosmetic agent for treating a keratinous material, comprising a) at least one organic silicon compound and

b) at least one polycarboxylic acid which is composed of at least one first monomer of the formula (A)

in the

R1 and R3 independently of one another H, CH ₃ , OH, (CH ₂ ) _n OH, NH ₂ , (CH ₂ ) NH ₂ , COOH,

(CH ₂ ) _n COOH, COOX, (CH ₂ ) _n COOX, in particular H, and n from 0 to 6 or from 1 to 6,

R2 H, CHs, OH, (CH ₂ ) _n OH, NH ₂ , (CH ₂ ) NH ₂ , COOH, (CH ₂ ) _n COOH, COOX,

(CH ₂ ) nCOOX with n equal to 0 to 6 or 1 to 6, in particular H, CH3, COOH or COOX, and

R4 represents (CH ₂ ) _n COOH or (CH ₂ ) _n COOX with n equal to 0 to 6 or 1 to 6, in particular 1,

where X in R1, R2, R3, R4 represents an alkali or alkaline earth metal ion or an ammonium ion.

A keratinous material means hair, skin, nails (such as fingernails and / or toenails). Wool, furs and feathers also fall under the definition of keratinous material.

A keratin material is preferably understood to mean human hair, human skin and human nails, in particular fingernails and toenails. Keratinous material is very particularly preferably understood to mean human hair, in particular scalp and / or whiskers.

The cosmetic agent for treating a keratinous material contains at least one organic silicon compound as the first constituent essential to the invention. Preferred organic

Silicon compounds are selected from silanes with one, two or three silicon atoms, where the organic silicon compound comprises one or more hydroxyl groups and / or hydrolyzable groups per molecule.

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

Silicon atoms.

According to the lUPAC rules, the term silane stands for a group of substances that are based on a silicon framework and hydrogen. In the case of organic silanes, the hydrogen atoms are completely or partially replaced by organic groups, such as (substituted) alkyl groups and / or alkoxy groups. Some of the hydrogen atoms in the organic silanes can also be replaced by hydroxyl groups.

The agent for treating a keratinous material contains at least one organic

Silicon compound, which is preferably selected from silanes with one, two or three silicon atoms, wherein the organic silicon compound comprises one or more hydroxyl groups or hydrolyzable groups per molecule.

In a very particularly preferred embodiment, the agent for treating a keratinous material has at least one organic silicon compound selected from silanes with one, two or three silicon atoms, the organic silicon compound also having one or more basic groups and one or more hydroxyl groups or hydrolyzable groups per molecule.

This basic group can be, for example, an amino group, an alkylamino group or a dialkylamino group, which is preferably connected to a silicon atom via a linker. The basic group is preferably an amino group, a C -C -alkylamino group or a di (Ci-Ce) alkylamino group.

The hydrolyzable group or groups is preferably a Ci-Co alkoxy group, in particular an ethoxy group or a methoxy group. It is preferred if the hydrolyzable group is attached directly to the silicon atom. If, for example, the hydrolyzable group is an ethoxy group, the organic silicon compound preferably contains a structural unit R'R "R"'Si-0-CH ₂ -CH3. The radicals R ', R "and R"' represent the three remaining free valences of the silicon atom. Very particularly good results have been obtained if the agent for treating a keratinous material contains at least one organic silicon compound of the formula (I) and / or (II).

The compounds of formulas (I) and (II) are organic silicon compounds selected from silanes with one, two or three silicon atoms, the organic silicon compound comprising one or more hydroxyl groups and / or hydrolyzable groups per molecule.

In a further very particularly preferred embodiment, the agent for treating a keratinous material contains at least one organic silicon compound of the formula (I) and / or (II),

Ri R ₂ NL-Si (OR ₃ ) a (R4) b (I),

in which

Ri, R both represent a hydrogen atom,

L represents a linear, double-bonded Ci-C6-alkylene group, preferably a propylene group (-CH -CH -CH -) or an ethylene group (-CH -CH -),

R3, R4 independently of one another represent a methyl group or an ethyl group, a represents the number 3 and

b represents the number 0,

(R50) c (R6) dSi- (A) e- [NR7- (A ')] _f - [0- (A ”)] g- [NR8- (A”)] h-Si (R6') d '(0R5') c '(II), where

R5, R5 ', R5 "independently of one another represent a hydrogen atom or a C -C - alkyl group,

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, double-bonded Ci-C o-alkylene group,

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

- (A ““) - Si (R ₆ “) d“ (OR ₅ “) c“ (III),

- c stands for an integer from 1 to 3,

- d stands for the integer 3 - c,

- c 'represents an integer from 1 to 3,

- d 'stands for the integer 3 - c',

- c “represents an integer from 1 to 3,

- d "stands for the integer 3 - c",

- e represents 0 or 1, - f represents 0 or 1,

- g represents 0 or 1,

- h stands for 0 or 1,

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

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

Examples of a C 1 -C 6 -alkyl group are the groups methyl, ethyl, propyl, isopropyl, n-butyl, s-butyl and t-butyl, n-pentyl and n-hexyl. Propyl, ethyl and methyl are preferred alkyl radicals. Examples of a C ₂ -C6 alkenyl group are vinyl, allyl, but-2-enyl, but-3-enyl and isobutenyl, preferred C ₂ -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, the 3-aminopropyl group. The 2-aminoethyl group is particularly preferred. Examples of a linear double-bonded Ci-C ₂ o-alkylene group are, for example, the methylene group (-CH ₂ -), 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, double-bonded C ₃ -C 2o-alkylene groups are (-CH ₂ -CH (CH ₃ ) -) and (-CH ₂ -CH (CH ₃ ) -CH2-).

In the organic silicon compounds of the formula (I)

R ₁ R ₂ NL-Si (OR ₃ ) a (R4) b (I), the radicals R 1 and R ₂ independently of one another represent a hydrogen atom or a C ₁ -C 6 alkyl group. The radicals R 1 and R ₂ both very particularly preferably represent 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, double-bonded Ci-C ₂ o-alkylene group.

-L- preferably represents a linear, double-bonded Ci-C ₂ o-alkylene group. More preferably, -L- stands for a linear double-bonded CrC6 alkylene group. Particularly preferably, -L- stands for a methylene group (-CH ₂ -), an ethylene group (-CH ₂ -CH ₂ -), a propylene group (-CH ₂ -CH ₂ -CH ₂ -) or a butylene group (-CH ₂ - CH ₂ -CH ₂ -CH ₂ -). L very particularly preferably represents a propylene group (-CH ₂ -CH ₂ -CH ₂ -).

The organic silicon compounds of the formula (I)

R ₁ R ₂ NL-Si (OR ₃ ) a (R4) b (I), carry the silicon-containing group -Si (OR ₃ ) _a (R ₄ ) _{b at one end} . In the terminal structural unit -Si (OR3) a (R ₄ ) b, the radical R represents a hydrogen atom or a Ci-C6-alkyl group, and the radical R represents a Ci-Ce-alkyl group. R and R particularly preferably 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 stands for the number 3, then b is 0. If a stands for the number 2, then b is 1. If a stands for the number 1, then b is 2.

The best protection against the negative effects of water and / or air pollution (“anti-pollution” effect) and the best care for stressed hair could be obtained if the agent for treating a keratinous material had at least one organic silicon compound of the formula (I ) in which the radicals R, R independently of one another represent a methyl group or an ethyl group.

Organic silicon compounds of the formula (I) are particularly suitable

- (3-aminopropyl) triethoxysilane

- (3-aminopropyl) trimethoxysilane

- (2-aminoethyl) triethoxysilane

- (2-Aminoethyl) trimethoxysilane

- (3-Dimethylaminopropyl) triethoxysilane

- (3-Dimethylaminopropyl) trimethoxysilane

-1- (3-dimethylaminopropyl) silanetriol - (2-Dimethylaminoethyl) triethoxysilane.

- (2-Dimethylaminoethyl) trimethoxysilane and / or

-1- (2-dimethylaminoethyl) silanetriol

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

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

In a further embodiment, the agent for treating a keratinous material contains at least one organic silicon compound of the formula (II)

(R50) o (R6) dSi- (A) e- [NR7- (A ')] f- [0- (A ”)] _g - [NR8- (A”)] h-Si (R6') d '(OR5') c '(II).

The organosilicon compounds of the formula (II) have the silicon-containing groups (RsO) c (R6) dSi- and -Si (R6 ’) d '(OR5’) c \ at their two ends.

In the middle part of the molecule of the formula (II) are the groupings - (A) _e - and - [NR7- (A ')] _f - and - [0- (A ”)] _g - and - [NR8- (A '”)] _H - Each of the residues e, f, g and h can independently of one another stand for the number 0 or 1, with the proviso that at least one of the residues e, f, g and h is different from 0. In other words, an organic silicon compound of the formula (II) contains at least one group from the group consisting of - (A) - and - [NR7- (A ') j- and - [0- (A ”) j- and - [NR8 - (A ”') j- In the two terminal structural units (R50) _c (R6) _d Si and - Si (R6 ') _d (OR5') c 'the radicals R5, R5', R5 "independently of one another represent a hydrogen atom or a Ci-Ce -Alkyl group. The radicals R6, R6 'and R6 "independently of one another represent 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 stands for the number 3, then d is 0. If c stands for the number 2, then d is 1. If c stands for the number 1, then d is 2.

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

A very high anti-pollution effect of the agent for the treatment of a keratinic material could be obtained if the residues c and c 'both stand for the number 3. In this case, d and d 'both represent the number 0.

In a further preferred, the agent for treating a keratinous material contains at least one organic silicon compound of the formula (II)

(R50) c (R6) dSi- (A) e- [NR7- (A ')] f- [0- (A ”)] _g - [NR8- (A”)] h-Si (R6') d (0R ₅ ') c · (II), where

- R5 and R5 'independently of one another represent a methyl group or an ethyl group,

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

- d and d 'both represent 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 correspond to the formula (Ila)

(R50) 3Si- (A) e- [NR7- (A [0- (A ”)] g- [NR8- (A” ')] _h -Si (0R ₅ ') ₃ (Ila).

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

In this context, the presence of certain groups has proven to be particularly advantageous in terms of increasing the “anti-pollution” effect. Particularly good results could be obtained if at least two of the residues e, f, g and h stand for the number 1. Most preferably, e and f both represent the number 1. Furthermore, g and h both very particularly preferably represent the number 0. If e and f both represent the number 1 and g and h both represent the number 0, the organic silicon compounds correspond to the formula (Mb)

(R50) c (R6) dSi- (A) - [NR7- (A ')] - Si (R6') d (0R ₅ ') c (Mb).

The radicals A, A ', A ", A"' and A "" independently of one another stand for a linear or branched, double-bonded Ci-C ₂ o-alkylene group. The radicals A, A ', A ", A"' and A "" independently of one another stand for a linear, double-bonded Ci-C ₂ o-alkylene group. The radicals A, A ', A ", A"' and A "" are more preferably independently of one another a linear double-bonded Ci-Ce alkylene group. The radicals A, A ', A ", A"' and A "" are particularly preferably independently of one another a methylene group (- CH2-), an ethylene group (-CH2-CH2-), a propylene group (-CH2-CH2-CH2 -) or a butylene group (-CH2-CH2-CH2-CH2-). The radicals A, A ', A ", A"' and A "" very particularly preferably represent a propylene group (-CH2-CH2-CH2-).

If the radical f stands for the number 1, then the organic silicon compound of the formula (II) contains a structural grouping - [NR7- (A ’)] -.

If the radical h stands for the number 1, then the organic silicon compound of the formula (II) contains a structural grouping - [NRe- (A ’”)] -.

Here, the radicals R and Re independently of one another represent a hydrogen atom, a Ci-Ce alkyl group, a hydroxy-Ci-Ce alkyl group, a C ₂ -Ce alkenyl group, an amino-Ci-Ce alkyl group or a grouping of the formula (III)

- (A ““) - Si (Re “) d“ (OR5 “) c“ (III).

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

If the rest f stands for the number 1 and the rest h stands for the number 0, contains the organic

Silicon compound the grouping [NR7- (A ’)], but not the grouping - [NR8- (A” ’)]. If the radical R7 now stands for a grouping of the formula (III), the agent for treating a keratinous material contains an organic silicon compound with 3 reactive silane groups.

(R50) c (R6) dSi- (A) e- [NR7- (A ')] f- [0- (A ”)] a- [NR8- (A”')] h-Si (R6 ') d (0R5 ') c' (II),

in which - e and f both represent the number 1,

- g and h both represent the number 0,

- A and A 'independently of one another represent a linear, double-bonded Ci-Ce alkylene group and

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

In a further preferred embodiment, the agent for treating a keratinous material contains at least one organic silicon compound of the formula (II), wherein

- e and f both represent the number 1,

- g and h both represent the number 0,

- A and A 'independently of one another represent a methylene group (-CH -), an ethylene group (-CH -CH -) or a propylene group (-CH -CH -CH),

and

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

Organic silicon compounds of the formula (II) which are very suitable for solving the problem 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

- 2- [bis [3- (triethoxysilyl) propyl] amino] ethanol

- 3- (trimethoxysilyl) -N, N-bis [3- (trimethoxysilyl) propyl] -1-propanamine

- 3- (triethoxysilyl) -N, N-bis [3- (triethoxysilyl) propyl] -1-propanamine

N1, N1-bis [3- (trimethoxysilyl) propyl] -1, 2-ethanediamine,

N1, N1-bis [3- (triethoxysilyl) propyl] -1, 2-ethanediamine,

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

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

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

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

Bis [3- (triethoxysilyl) propyl] amine, also referred to as 3- (triethoxysilyl) -N- [3- (triethoxysilyl) propyl] -1-propanamine, with the CAS number 13497-18-2 can be obtained, for example, from Sigma -Aldrich can be purchased or is commercially available from Evonik under the Dynasylan 1122 product name. N-Methyl-3- (trimethoxysilyl) -N- [3- (trimethoxysilyl) propyl] -1-propanamine is alternatively also referred to as bis (3-trimethoxysilylpropyl) -N-methylamine and can be purchased commercially from Sigma-Aldrich or Fluorochem .

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

It also turned out to be advantageous if the agent applied to the hair

Treatment of a keratinous material contains at least one organic silicon compound of the formula (IV)

R ₉ Si (OR ₁₀ ) k (Rii) m (IV).

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

The organic silicon compound (s) of the formula (IV) can also be referred to as silanes of the alkylalkoxysilane or alkylhydroxysilane type,

R ₉ Si (ORio) k (Rii) m (IV),

in which

- R stands for a C-i-C- alkyl group,

R represents a hydrogen atom or a Ci-Ce alkyl group,

- R represents a C 1 -C 6 -alkyl group

- k represents an integer from 1 to 3, and

- m stands for the integer 3 - k.

In a further preferred embodiment, the agent for treating a keratinous material contains, in addition to the organic silicon compound (s) of the formula (I), at least one further organic silicon compound of the formula (IV)

R9Si (OR ₁ o) k (Rn) m (IV),

in which

Rg stands for a C-i-C- alkyl group,

R represents a hydrogen atom or a C 1 -C 6 -alkyl group,

- R represents a Ci-Ce alkyl group

- k represents an integer from 1 to 3, and

- m stands for the integer 3 - k. In a likewise preferred embodiment, the agent for treating a keratinous material contains, in addition to the organic silicon compound (s) of the formula (II), at least one further organic silicon compound of the formula (IV)

R ₉ Si (ORio) k (Rii) m (IV),

in which

Rg represents a Ci-Ci2-alkyl group,

Rio represents a hydrogen atom or a Ci-Ce alkyl group,

- R11 represents a Ci-C6-alkyl group

- k represents an integer from 1 to 3, and

- m stands for the integer 3 - k.

In a further preferred embodiment, the agent for treating a keratinous material contains, in addition to the organic silicon compounds of the formula (I) and (II), at least one further organic silicon compound of the formula (IV)

RgSi (ORio) k (Rn) m (IV),

in which

Rg represents a Ci-Ci2-alkyl group,

Rio represents a hydrogen atom or a Ci-Ce alkyl group,

- R11 represents a Ci-C6-alkyl group

- k represents an integer from 1 to 3, and

- m stands for the integer 3 - k.

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

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

In the organic silicon compounds of the formula (IV), the radical Rn represents a Ci-Cß-alkyl group. Rn 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 stands for the number 3, then m is 0. If k stands for the number 2, then m is 1. If k stands for the number 1, then m is 2. A very high “anti-pollution” effect could be obtained if the agent for treating a keratinous material contains at least one organic silicon compound of the formula (IV), in which the rest k stands for the number 3. In this case, the remainder m stands for the number 0.

Organic silicon compounds of the formula (IV) which are particularly suitable for solving the problem are

- methyltrimethoxysilane

- ethyl trimethoxysilane

n-hexyltrimethoxysilane

n-octyltrimethoxysilane

- n-dodecyltrimethoxysilane and / or n-dodecyltriethoxysilane.

and also propyltrimethoxysilane, propyltriethoxysilane, octadecyltrimethoxysilane and / or

Octadecyltriethoxysilane.

The organic silicon compounds described above are reactive

Links.

It has been found that particularly stable and uniform films could be obtained on the keratinous material even if the agent contains two structurally different organic silicon compounds.

In a preferred embodiment, an agent is characterized in that it contains at least one organic silicon compound of the formula (I) and at least one organic silicon compound of the formula (IV).

In an explicitly very particularly preferred embodiment, an agent is characterized in that it contains at least one organic silicon compound of the formula (I) which is selected from the group consisting of (3-aminopropyl) triethoxysilane and (3-aminopropyl) trimethoxysilane, and additionally at least contains an organic silicon compound of the formula (IV) which is selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, propyltrimethoxysilane, propyltriethoxysilane, hexyltrimethoxysilane and hexyltriethoxysilane.

In a further preferred embodiment, an agent is characterized in that the agent contains - based on the total weight of the agent:

0.5 to 5% by weight of at least one first organic silicon compound which is selected from the group consisting of (3-aminopropyl) trimethoxysilane, (3-aminopropyl) triethoxysilane, (2-aminoethyl) trimethoxysilane, (2-aminoethyl) triethoxysilane , (3-Dimethylaminopropyl) trimethoxysilane, (3-Dimethylaminopropyl) triethoxysilane (2-Dimethylaminoethyl) trimethoxysilane and (2-Dimethylaminoethyl) triethoxysilane, and

3.2 to 10% by weight of at least one second organic silicon compound which is selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, propyltrimethoxysilane, propyltriethoxysilane, hexyltrimethoxysilane, hexyltriethoxysilane Octyltrimethoxysilane, octyltriethoxysilane, dodecyltrimethoxysilane, dodecyltriethoxysilane,

Octyldecyltrimethoxysilane and octyldecyltriethoxysilane.

Even the addition of small amounts of water leads to hydrolysis in organic silicon compounds with at least one hydrolyzable group. The hydrolysis products and / or organic

Silicon compounds with at least one hydroxyl group can react with one another in a condensation reaction. For this reason, both the organosilicon compounds with at least one hydrolyzable group and their hydrolysis and / or condensation products can be present in the agent. When using organosilicon compounds with at least one hydroxyl group, both the organic silicon compounds with at least one hydroxyl group and their condensation products may be present in the agent.

A condensation product is understood to mean a product that is formed by reacting at least two organic silicon compounds with at least one hydroxyl group or hydrolyzable group per molecule, with the elimination of water and / or with the elimination of an alkanol. The condensation products can be, for example, dimers, but also trimers or oligomers, the condensation products being in equilibrium with the monomers. Depending on the amount of water used or consumed in the hydrolysis, the balance shifts from monomeric organic silicon compounds to the condensation product.

In the context of the present invention, data in% by weight - unless stated otherwise - are always based on the total weight of the cosmetic product.

As a second constituent essential to the invention, the cosmetic agent for treating a keratinous material contains a polycarboxylic acid which is composed of at least one first monomer of the formula (A)

in the

R1 and R3 independently of one another H, CH ₃ , OH, (CH ₂ ) _n OH, NH ₂ , (CH ₂ ) NH ₂ , COOH, (CH ₂ ) _n COOH,

COOX, (CH ₂ ) nCOOX, in particular H, and n from 0 to 6 or from 1 to 6,

R2 H, CH ₃ , OH, (CH ₂ ) _n OH, NH ₂ , (CH ₂ ) NH ₂ , COOH, (CH ₂ ) _n COOH, COOX, (CH ₂ ) _n COOX with n equal to 0 to 6 or 1 to 6, in particular H, CH3, COOH or COOX, and

R4 represents (CH ₂ ) _n COOH or (CH ₂ ) _n COOX with n equal to 0 to 6 or 1 to 6, in particular 1, where X in R1, R2, R3, R4 represents an alkali or alkaline earth metal ion or an ammonium ion. In the course of the work leading to this invention, it has been found that, in order to achieve advantageous properties with regard to the shaping of the hair while at the same time protecting the structure against heat, it is advantageous if the organic silicon compounds, in particular 3- (triethoxysilyl) -N- [3- (triethoxysilyl) propyl] -1-propanamine, ie a bis (triethoxysilylpropyl) amine, and / or (3-aminopropyl) triethoxysilane, ie an aminopropyltriethoxysilane (AMEO), is combined with the polycarboxylic acid.

Because of the substituent R4, the polymer, which is composed of at least one unit of the formula (A), is a polycarboxylic acid. In the event that R1 and R3 represent hydrogen, R4 represents a carboxylic acid group and R2 represents hydrogen or a methyl group, the polycarboxylic acid is polyacrylic acid or polymethacrylic acid. In the event that R1 and R3 represent hydrogen, R2 represents a carboxylic acid group and R4 represents a (CH) COOH group, the polycarboxylic acid is itaconic acid.

Homopolyacrylic acid (INCI: Carbomer), which is commercially available under the name Carbopol® in

different versions is available, is suitable as a strengthening compound and is a polycarboxylic acid in the sense of the present invention.

In principle, the polycarboxylic acid should be a homo- or copolymer. In the case of a copolymer, it can be composed of two, three or four different monomers. The acid group (s) of the polycarboxylic acid can be neutralized, partially neutralized or present as a salt of the carboxylic acid. In the case of the salt, the counterion can in principle be any physiologically acceptable counterion, preferably this comprises an alkali or alkaline earth metal ion or comprises an ammonium ion.

The combination of the bis (triethoxysilylpropyl) amine and / or the aminopropyltriethoxysilane with the polycarboxylic acid forms a layer on the hair. This ensures that the hair can be shaped temporarily and a good hairstyle is achieved. In addition, the hair surface in the case of hair damaged by oxidation is rendered hydrophobic again, which leads to the reduction of frizz. In addition, the structural protection against the effects of heat is improved.

In order to meet the different requirements for agents for treating a keratinous material in the form of an agent for temporarily reshaping a keratinous material (= styling agent), a large number of synthetic polymers have already been developed as strengthening compounds which are used in the agent for treating a keratinous material Material can be used. It has been found that the polycarboxylic acid which is used in the cosmetic composition according to the invention as claimed in claim 1 is well suited for achieving the object on which the invention is based in combination with the organic silicon compounds.

According to a preferred embodiment of the present invention, the amount is

Polycarboxylic acid 0.1 to 10% by weight, preferably 0.5 to 8% by weight, more preferably 1 to 6% by weight, based on the total weight of the cosmetic agent, in the cosmetic agent, the amount being calculated on the basis of the free acid, regardless of whether the polycarboxylic acid is present as free acid or (partially) neutralized.

According to a preferred embodiment of the present invention, the polycarboxylic acid is a homopolymer composed of itaconic acid or a salt of itaconic acid, or the polycarboxylic acid is a copolymer of the formula (B):

in which Mi represents at least one or more different repeat units, which represents one or more different vinyl monomer units, in which X represents hydrogen or an alkali or alkaline earth metal, a the mole fraction of the repeat unit derived from itaconic acid in the copolymer and b the mole fraction of the one or more different

Represent repeating units Mi in the copolymer, where a is from 50 mol% to less than 100 mol%, preferably 20 mol% to less than 100 mol% and b is from more than 0 mol% to 50 mol%, preferably from more than 0 mol% to 80 mol%.

Either the polycarboxylic acid of this preferred embodiment is a

Polyitaconic acid homopolymer, or a copolymer in which the monomer unit is derived from another monomer Mi in addition to the itaconic acid unit. In a further embodiment, the monomer unit Mi can also comprise two different monomers. The unit of measure b is then composed of the sum of the unit of measure of the various monomers. An example of such a polymer is PVP / VA / Itaconic Acid Copolymer (INCI).

The polycarboxylic acid acts as a film former in the cosmetic agent. This is deposited on the hair and justifies the temporary deformability of the hair. According to the invention, the film former is a homo- or copolymer which is derived from itaconic acid. If the film former is exclusively in the form of polymerized itaconic acid and / or a salt of itaconic acid, the film former forms a homopolymer.

The technical production of itaconic acid is conventionally carried out biotechnologically through the submerged fermentation of molasses and other substrates using strains of certain fungi. The monomer for the production of the film former thus represents a raw material that is not

is fully synthetic and does not come directly from petrochemical sources. The advantage the use of polymers from itaconic acid as film formers also means that resources are saved.

It may be advantageous for the agent for treating a keratinous material to contain, in addition to the polycarboxylic acid, one or more further setting compounds, one of which is the polycarboxylic acid which is mandatory in the cosmetic agent. Furthermore, further setting compounds, preferably selected from the group consisting of waxes and / or further synthetic polymers, can be contained in the cosmetic agent. I.e. waxes and / or other synthetic polymers can additionally be used as setting compounds. Ideally, the polycarboxylic acid and the other strengthening compounds when used on the keratinous material result in a film which on the one hand gives the hairstyle a strong hold, but on the other hand is sufficiently flexible so that it does not break under stress.

The other synthetic polymers can be divided into cationic, anionic, nonionic and amphoteric setting polymers.

Suitable synthetic polymers include, for example, polymers with the following INCI names: Acrylamide / Ammonium Acrylate Copolymer, Acrylamides / DMAPA Acrylates / Methoxy PEG Methacrylate Copolymer, Acrylamidopropyltrimonium Chloride / Acrylamide Copolymer,

Acrylamidopropyltrimonium Chloride / Acrylates Copolymer, Acrylates / Acetoacetoxyethyl Methacrylate Copolymer, Acrylates / Acrylamide Copolymer, Acrylates / Ammonium Methacrylate Copolymer, Acrylates / t-Butylacrylamide Copolymer, Acrylates Copolymer, Acrylates / C1-2 Succinates / Hydroxyacrylates Copolymer, Acrylates / Lauryl Acrylate / Stearyl Acrylate / Ethylamine Oxide Methacrylate Copolymer, Acrylates / Octylacrylamide / Diphenyl Amodimethicone Copolymer, Acrylates / Stearyl Acrylate / Ethylamine Oxide Methacrylate Copolymer, Acrylates / VA Copolymer, Acrylates / Hydroxyesters Acrylates Copolymer, Acrylates / VP Copolymer, Adipic Acid / Diethylenetriamine Copolymer, Adipic

Acid / Dimethylaminohydroxypropyl Diethylenetriamine Copolymer, Adipic Acid / Epoxypropyl

Diethylenetriamine Copolymer, Adipic Acid / Isophthalic Acid / Neopentyl Glycol / Trimethylolpropane Copolymer, Allyl Stearate / VA Copolymer, Aminoethyl Acrylate Phosphate / Acrylates Copolymer,

Aminoethylpropanediol-Acrylates / Acrylamide Copolymer, Aminoethylpropanediol-AMPD-Acrylates / Diacetoneacrylamide Copolymer, Ammonium VA / Acrylates Copolymer, AMPD-Acrylates / Diacetoneacrylamide Copolymer, AMP-Acrylates / Allyl Methacrylate Copolymer, AMP-Acrylates / C1-18 Alkyl Acrylates / C1-8 Alkyl Acrylamide Copolymer, AMP-Acrylates / Diacetoneacrylamide Copolymer, AMP-Acrylates / Dimethylaminoethylmethacrylate Copolymer, Bacillus / Rice Bran

Extract / Soybean Extract Ferment Filtrate, Bis-Butyloxyamodimethicone / PEG-60 Copolymer, Butyl Acrylate / Ethylhexyl Methacrylate Copolymer, Butyl Acrylate / Hydroxypropyl Dimethicone Acrylate Copolymer, Butylated PVP, Butyl Ester of Ethylene / MA Copolymer, Butyl Ester of PVM / MA Copolymer, Calcium / Sodium PVM / MA Copolymer, Corn Starch / Acrylamide / Sodium Acrylate Copolymer, Diethylene Glycolamine / Epichlorohydrin / Piperazine Copolymer, Dimethicone Crosspolymer, Diphenyl

Amodimethicone, Ethyl Ester of PVM / MA Copolymer, Hydrolyzed Wheat Protein / PVP Crosspolymer, Isobutylene / ethylmaleimide / hydroxyethylmaleimide copolymer, isobutylene / MA copolymer,

Isobutyl methacrylate / bis-hydroxypropyl dimethicone acrylate copolymer, isopropyl ester of PVM / MA copolymer, lauryl acrylate cross polymer, lauryl methacrylate / glycol dimethacrylate cross polymer, MEA sulfite, methacrylic acid / sodium acrylamidomethyl propane sulfonate copolymer, methacryloyl ethyl betaine / acrylate copolymer, PEG PPG-25/25 Dimethicone / Acrylates Copolymer, PEG-8 / SMDI Copolymer, Polyacrylamide, Polyacrylate-6, Polybeta-Alanine / Glutaric Acid Crosspolymer, Polybutylene Terephthalate, Polyester-1, Polyethylacrylate, Polyethylene Terephthalate, Polymethacryloyl Ethyl Betaine, Polypentaerythrityl Polyperfluoroperhydrophenanthrene, Polyquaternium-1, Polyquaternium-2, Polyquaternium-4, Polyquaternium-5, Polyquaternium-6, Polyquaternium-7,

Polyquaternium-8, Polyquaternium-9, Polyquaternium-10, Polyquaternium-1 1, Polyquaternium-12, Polyquaternium-13, Polyquaternium-14, Polyquaternium-15, Polyquaternium-16, Polyquaternium-17, Polyquaternium-18, Polyquaternium-19 -20, Polyquaternium-22, Polyquaternium-24, Polyquaternium-27, Polyquaternium-28, Polyquaternium-29, Polyquaternium-30, Polyquaternium-31, Polyquaternium-32, Polyquaternium-33, Polyquaternium-34, Polyquaternium-35, Polyquaternium-36 , Polyquaternium-37, Polyquaternium-39, Polyquaternium-45, Polyquaternium-46, Polyquaternium-47, Polyquaternium-48, Polyquaternium-49, Polyquaternium-50, Polyquaternium-55, Polyquaternium-56, Polysilicone-9, Polyurethane-1, Polyurethane -6, Polyurethane-10, Poly vinyl Acetate, Polyvinyl Butyral, Polyvinylcaprolactam, Polyvinylformamide, Polyvinyl Imidazolinium Acetate, Polyvinyl Methyl Ether, Potassium Butyl Ester of PVM / MA Copolymer, Potassium Ethyl Ester of PVM / MA Copolymer, PPG-70 Polyglyceryl-10 Ether, PPG-12 / SMDI Co. polymer, PPG-51 / SMDI Copolymer, PPG-10 Sorbitol, PVM / MA Copolymer, PVP, PVP / VA / Vinyl Propionate Copolymer, Rhizobian Gum, Rosin Acrylate, Shellac, Sodium Butyl Ester of PVM / MA Copolymer, Sodium Ethyl Ester of PVM / MA Copolymer, Sodium Polyacrylate, Sterculia Urens Gum, Terephthalic Acid / Isophthalic Acid / Sodium Isophthalic Acid Sulfonate / Glycol Copolymer, Trimethylolpropane Triacrylate, Trimethylsiloxysilylcarbamoyl Pullulan, VA / Crotonates Copolymer, VA / Crotonates / Methacrylotonates Copolymer, VA vinyl

Neodecanoate Copolymer, VA / Crotonates / Vinyl Propionate Copolymer, VA / DBM Copolymer, VA / Vinyl Butyl Benzoate / Crotonates Copolymer, Vinylamine / Vinyl Alcohol Copolymer, Vinyl

Caprolactam / VP / Dimethylaminoethyl Methacrylate Copolymer, VP / Acrylates / Lauryl Methacrylate Copolymer, VP / Dimethylaminoethyl methacrylate Copolymer, VP / DMAPA Acrylates Copolymer, VP / Hexadecene Copolymer, VP / VA Copolymer, VP / Vinyl Caprolactam / DMAPA Acrylates Copolymer, Yeast Palmitate and Styrene / VP copolymer. Cellulose ethers such as

Hydroxypropyl cellulose, hydroxyethyl cellulose and methyl hydroxypropyl cellulose.

The setting compound preferably comprises a vinylpyrrolidone-containing polymer. The setting compound particularly preferably comprises a polymer selected from the group consisting of

Polyvinyl pyrrolidone (PVP), vinyl pyrrolidone-vinyl acetate copolymer (VP / VA copolymer), vinyl

Caprolactam / VP / Dimethylaminoethyl Methacrylate Copolymer (INCI), VP / DMAPA Acrylates Copolymer (INCI) and mixtures thereof.

Accordingly, it is particularly preferred that the setting compound is a synthetic polymer selected from the group consisting of polyvinylpyrrolidone (PVP), vinylpyrrolidone-vinyl acetate- Copolymer (VP / VA Coplymer), Vinyl Caprolactam / VP / Dimethylaminoethyl Methacrylate Copolymer (INCI), VP / DMAPA Acrylates Copolymer (INCI), Octylacrylamide / Acrylates / Butylaminoethyl Methacrylate Copolymer (INCI) and mixtures thereof.

Furthermore, an octylacrylamide / acrylate / butylaminoethyl methacrylate copolymer (INCI) can be contained in the cosmetic as a setting polymer. This copolymer is among the

The names “Amphomer®”, “Amphomer® HC”, “Amphomer® 4961”, “Amphomer® EDGE” and “Amphomer® LV 71” are distributed by Akzo Nobel in various variations.

The agent for treating a keratinous material can in particular comprise an agent for temporarily reshaping a keratinous material, an agent for cleaning a keratinous material, an agent for maintaining a keratinous material and / or an agent for maintaining and cleaning a keratinous material.

In the following, further constituents of the hair treatment agents are described, which can be contained in the agents in addition to the mandatory and optional ingredients described above.

It may be preferred that the agent for treating a keratinous material further comprises 0.001 to 20% by weight of at least one quaternary compound. This applies in particular to agents that give the keratinous material additional care properties.

It is preferred that the at least one quaternary compound is selected from at least one of the groups consisting of

i) the monoalkyl quats and / or

ii) the esterquats and / or

iii) the quaternary imidazolines of the formula (Tkat2),

(Tkat2)

in which the radicals R independently of one another each represent a saturated or unsaturated, linear or branched hydrocarbon radical with a chain length of 8 to 30

Carbon atoms and A stands for a physiologically acceptable anion, and / or

iv) the amidoamines and / or cationized amidoamines and / or

v) poly (methacryloyloxyethyltrimethylammonium compounds) and / or;

vi) quaternized cellulose derivatives, in particular Polyquaternium 10, Polyquaternium-24, Polyquaternium-27, Polyquaternium-67, Polyquaternium-72, and / or

vii) cationic alkyl polyglycosides and / or viii) cationized honey and / or

ix) cationic guar derivatives and / or

x) chitosan and / or

xi) quaternized polyvinyl alcohol,

as well as mixtures thereof.

In addition or as an alternative to a synthetic polymer, the cosmetic composition can contain at least one natural or synthetic wax, which has a melting point of over 37 ° C., as a setting compound.

Solid paraffins or isoparaffins, plant waxes such as candelilla wax, carnauba wax, esparto grass wax, Japanese wax, cork wax, sugar cane wax, ouricury wax, montan wax, sunflower wax, fruit waxes and animal waxes, such as bees waxes and other insect waxes, wool wax and shellac wax, can be used as natural or synthetic waxes Bürzelfett, further mineral waxes, such as ceresin and ozokerite or the petrochemical waxes, such as petrolatum, paraffin waxes, microwaxes made of polyethylene or polypropylene and

Polyethylene glycol waxes are used. It can be advantageous to use hydrogenated or hardened waxes. Furthermore, chemically modified waxes, in particular hard waxes, for example montan ester waxes, Sasol waxes and hydrogenated jojoba waxes, can also be used.

Also suitable are the triglycerides of saturated and optionally hydroxylated C16-30 fatty acids, such as, for example, hardened triglyceride fats (hydrogenated palm oil, hydrogenated coconut oil, hydrogenated castor oil), glyceryl tribehenate or glyceryl tri-12-hydroxystearate.

The wax components can also be selected from the group of the esters from saturated, unbranched alkane carboxylic acids with a chain length of 22 to 44 carbon atoms and saturated, unbranched alcohols with a chain length of 22 to 44 carbon atoms, provided that the wax component or all of the wax components at room temperature are firm. Silicone waxes, for example stearyltrimethylsilane / stearyl alcohol, may also be advantageous.

Natural, chemically modified and synthetic waxes can be used alone or in combination. This means that several waxes can also be used. Furthermore, a number of wax mixtures, possibly mixed with other additives, are commercially available. The under the designation "special wax 7686 OE" (a mixture of cetyl palmitate, beeswax, microcrystalline wax and polyethylene with a melting range of 73-75 ° C; manufacturer: Kahl &

Co), Polywax® GP 200 (a mixture of stearyl alcohol and polyethylene glycol stearate with a melting point of 47-51 ° C; manufacturer: Croda) and "Weichceresin® FL 400" (a

Vaseline / Vaseline oil / wax mixture with a melting point of 50-54 ° C; Manufacturer: Parafluid

Mineralölgesellschaft) are examples of mixtures that can be used. The wax is preferably selected from carnauba wax (INCI: Copernicia Cerifera Cera) beeswax (INCI: Beeswax), petrolatum (INCI), microcrystalline wax and in particular mixtures thereof.

Preferred mixtures include the combination of carnauba wax (INCI: Copernicia Cerifera Cera), petrolatum and microcrystalline wax or the combination of beeswax (INCI: Beeswax) and petrolatum.

The wax or wax components should be solid at 25 ° C and should melt in the range of> 37 ° C

The agent for treating a keratinous material contains the setting compound, if it does not relate to the polycarboxylic acid used in accordance with the invention, preferably in one

Total amount of 0.5 to 50% by weight, preferably 1 to 40% by weight, more preferably 1.5 to 30% by weight, even more preferably 2 to 25% by weight, based on the total weight of the cosmetic

Composition.

Other suitable ingredients include nonionic polymers, anionic polymers, (further) cationic polymers, waxes, protein hydrolyzates, amino acids, oligopetides, vitamins, provitamins, vitamin precursors, betaines, bioquinones, purine (derivatives), care substances, plant extracts, silicones, ester oils, UV light protection filters , Thickeners, electrolytes, pH adjusting agents, swelling agents, dyes,

Antidandruff agents, complexing agents, opacifiers, pearlescent agents, pigments, stabilizers, blowing agents, antioxidants, perfume oils and / or preservatives.

In preferred embodiments 1 through 94, the organic silicon compounds of the following table are combined with polyitaconic acid or PVP / VA / ltaconic acid copolymer (INCI)

cosmetic agents according to the invention combined with each other. The polyitaconic acid is either a homopolymer or a copolymer comprising a monomer unit which is derived from itaconic acid. The following combinations are contained in preferred embodiments of the present invention with further ingredients described above in cosmetic products:

The active ingredient combination of at least one organic silicon compound and the polycarboxylic acid can already be contained in the agent for treating a keratinous material. In this

Embodiment is already in the means for treating a keratinous material

sold ready-to-use form. In order to be able to provide a formulation that is as stable as possible in storage, the agent itself is preferably packaged with little or no water.

Alternatively, the at least one organic silicon compound is used for a maximum of 12 hours, preferably a maximum of 6 hours, more preferably a maximum of 3 hours, even more preferably a maximum of 1 hour before use of the agent for treating a keratinous material based on all the ingredients of the agent for treating a keratinous material Exception of the at least one organic silicon compound added.

Furthermore, the organosilicon compound, in particular (3-aminopropyl) triethoxysilane, and the polycarboxylic acid are alternatively used in a cosmetic product only shortly before use, ie 1 minute to 12 hours, preferably 2 minutes to 6 hours, particularly preferably 1 minute to 3 hours, particularly preferably 1 minute to 1 hour. In a further alternative, the organosilicon compound, in particular the (3-aminopropyl) triethoxysilane, is added to an aqueous solution which is applied to the hair and in the second step an aqueous solution or a cosmetic agent which contains the polycarboxylic acid is applied to the hair applied.

For example, the user can stir or spill an agent (a) which contains the organic silicon compound (s) with an agent (β) which comprises the remaining ingredients of the agent for treating a keratinous material. The user can now apply this mixture of (a) and (ß) to the keratinous materials - either directly after their production or after a short reaction time of 1 minute to 20 minutes. The agent (ß) can contain water, in particular water in an amount> 30 wt .-%, based on the total weight of the agent for the treatment of keratinous materials.

Another object of the present application is the use of a cosmetic agent according to the invention for the treatment of a keratinous material

for shaping keratinous material,

for the care of keratinous material,

to reduce and / or prevent harmful effects of air and

Water contamination on keratinous material and / or

to reduce and / or prevent the harmful effects of heat on a keratinous material.

With regard to further preferred embodiments of the use, what has been said about the cosmetic agents applies mutatis mutandis.

Claims

1. A cosmetic agent for treating a keratinous material comprising

a) at least one organic silicon compound and

in the

R1 and R3 independently of one another H, CH ₃ , OH, (CH ₂ ) nOH, NH ₂ , (CH ₂ ) NH ₂ , COOH,

(CH) nCOOH, COOX, (CH) nCOOX, in particular H, and n from 0 to 6 or from 1 to 6,

R2 H, CHs, OH, (CH ₂ ) nOH, NH, (CH ₂ ) NH ₂ , COOH, (CH ₂ ) nCOOH, COOX,

(CH ₂ ) _n COOX with n equal to 0 to 6 or 1 to 6, in particular H, CH, COOH or COOX, and

R4 represents (CH) nCOOH or (CH) nCOOX with n equal to 0 to 6 or 1 to 6, in particular 1,

2. Cosmetic agent for treating a keratinous material according to claim 1,

characterized,

that the at least one organic silicon compound contains a compound of the formula (I) and / or (II),

wherein in the organic silicon compound of formula (I)

RiR ₂ NL-Si (OR ₃ ) _a (R4) b (I),

Ri, R both represent a hydrogen atom,

R, R independently of one another represent a methyl group or an ethyl group, a represents the number 3 and

b represents the number 0, and wherein in the organic silicon compound of formula (II)

(R50) c (R6) dSi- (A) e- [NR7- (A ')] f- [0- (A ”)] g- [NR8- (A'”)] h-Si (R6 ') d '(0R ₅ ') c · (II),

R5, Re ·, R5 ", R6, Re · and Re · independently of one another represent a CrCe alkyl group,

A, A ‘, A“, A “’ and A '’’ independently of one another represent a linear or branched, double-bonded Ci-C o-alkylene group,

R and Re independently of one another represent a hydrogen atom, a Ci-Ce-alkyl group, a hydroxy-Ci-C6-alkyl group, a C -C -alkenyl group, an amino-Ci-C6-alkyl group or a grouping of the formula (III)

- (A ““) - Si (R6 “MOR ₅ “) c ”(III), c represents an integer from 1 to 3,

d represents the integer 3 - c,

c 'represents an integer from 1 to 3,

d 'stands for the integer 3 - c',

c “represents an integer from 1 to 3,

d "stands for the integer 3 - c",

e represents 0 or 1,

f represents 0 or 1,

g represents 0 or 1,

h represents 0 or 1,

with the proviso that at least one of the residues from e, f, g and h is different from 0.

3. Cosmetic agent for the treatment of a keratinous material according to one of claims 1 or 2,

characterized,

that the agent for treating a keratinous material contains at least one organic silicon compound of the formula (I) which is selected from the group consisting of

- (3-aminopropyl) trimethoxysilane

- (3-aminopropyl) triethoxysilane

- (2-Aminoethyl) trimethoxysilane

- (2-aminoethyl) triethoxysilane

- (3-Dimethylaminopropyl) trimethoxysilane

- (3-Dimethylaminopropyl) triethoxysilane

- (2-Dimethylaminoethyl) trimethoxysilane and

- (2-dimethylaminoethyl) triethoxysilane, or characterized in that that the agent for treating a keratinous material contains at least one organic silicon compound of the formula (II) which is selected from the group consisting of

- 3- (Trimethoxysilyl) -N- [3- (trimethoxysilyl) propyl] -1-propanamine

- 3- (Triethoxysilyl) -N- [3- (triethoxysilyl) propyl] -1-propanamine

- N-methyl-3- (trimethoxysilyl) -N- [3- (trimethoxysilyl) propyl] -1-propanamine

- N-methyl-3- (triethoxysilyl) -N- [3- (triethoxysilyl) propyl] -1-propanamine

- 2- [bis [3- (trimethoxysilyl) propyl] amino] ethanol

- 2- [bis [3- (triethoxysilyl) propyl] amino] ethanol

- 3- (Trimethoxysilyl) -N, N-bis [3- (trimethoxysilyl) propyl] -1-propanamine

- 3- (Triethoxysilyl) -N, N-bis [3- (triethoxysilyl) propyl] -1-propanamine

N1, N1-bis [3- (trimethoxysilyl) propyl] -1, 2-ethanediamine,

N1, N1-bis [3- (triethoxysilyl) propyl] -1, 2-ethanediamine,

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

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

4. Cosmetic agent for the treatment of a keratinic material according to one of claims 1 to 3, characterized in that the organic silicon compound in an amount of 0.01 to 10 wt .-%, preferably from 0.02 to 8 wt .-%, more preferably from 0.05 to 6% by weight, most preferably from 0.1 to 4% by weight, based on the total weight of the cosmetic composition, is contained in the cosmetic composition, the organic silicon compound in particular 3- (triethoxysilyl ) -N- [3- (triethoxysilyl) propyl] -1-propanamine and / or (3-aminopropyl) triethoxysilane.

5. Cosmetic agent for the treatment of a keratinous material according to one of claims 1 to 4, characterized in that the polycarboxylic acid is a homopolymer composed of itaconic acid or a salt of itaconic acid, or characterized in that the polycarboxylic acid is a copolymer of the formula (B) :

, in which Mi represents at least one or more different repeat units, which represents one or more different vinyl monomer units, in which X represents hydrogen or an alkali or alkaline earth metal, a the molar fraction of the repeat unit derived from itaconic acid in the copolymer and b the molar fraction of the one or of the several different repeating units Mi in the copolymer, where a is from 50 mol% to less than 100 mol%, preferably from 20 mol% to less than 100 mol%, and b from more than 0 mol% to 50 mol -%, preferably from more than 0 mol% to 80 mol%.

6. Cosmetic agent for the treatment of a keratinic material according to one of claims 1 to 5, characterized in that the polycarboxylic acid in an amount of 0.1 to 10 wt .-%, preferably from 0.5 to 8 wt .-%, more preferably from 1 to 6% by weight, based on the

Total weight of the cosmetic product that contains the cosmetic product.

7. Cosmetic agent for treating a keratinous material according to one of claims 1 to 6, characterized in that the agent for treating a keratinous material contains at least one organic silicon compound of the formula (IV),

R ₉ Si (ORio) k (Rn) m (IV),

which is preferably selected from the group consisting of

- methyltrimethoxysilane

- methyltriethoxysilane

- ethyl trimethoxysilane

- ethyltriethoxysilane

Propyltrimethoxysilane

Propyltriethoxysilane

- hexyltrimethoxysilane

- hexyltriethoxysilane

- octyltrimethoxysilane

- octyltriethoxysilane

- dodecyltrimethoxysilane

- dodecyltriethoxysilane

- octadecyltrimethoxysilane and

- octadecyltriethoxysilane.

8. Cosmetic agent for treating a keratinous material according to one of claims 1 to 7, characterized in that the agent for treating a keratinous material contains at least two structurally different organic silicon compounds.

9. Cosmetic agent for treating a keratinous material according to one of claims 1 to 8, characterized in that the agent for treating a keratinous material, based on the total weight of the agent for treating a keratinous material, contains:

- 0.5 to 3 wt .-% of at least one first organic silicon compound which is selected from the group consisting of (3-aminopropyl) trimethoxysilane, (3-aminopropyl) triethoxysilane, (2-aminoethyl) trimethoxysilane, (2-aminoethyl ) triethoxysilane, (3-dimethylaminopropyl) trimethoxysilane, (3-dimethylaminopropyl) triethoxysilane (2-dimethylaminoethyl) trimethoxysilane and (2-dimethylaminoethyl) triethoxysilane, and 3.2 to 7% by weight of at least one second organic silicon compound which is selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane,

Ethyltriethoxysilane, propyltrimethoxysilane, propyltriethoxysilane, hexyltrimethoxysilane,

Hexyltriethoxysilane, octyltrimethoxysilane, octyltriethoxysilane, dodecyltrimethoxysilane,

Dodecyltriethoxysilane, octadecyltrimethoxysilane and octadecyltriethoxysilane.

10. Use of a cosmetic agent for treating a keratinous material according to one of claims 1 to 9

for shaping keratinous material,

for the care of keratinous material,

to reduce and / or prevent harmful effects of air and

Water contamination on keratinous material and / or