EP3518883A1

EP3518883A1 - Improved conditioning hair treatment product with washout protection

Info

Publication number: EP3518883A1
Application number: EP17749136.2A
Authority: EP
Inventors: Volker Scheunemann; Erik Schulze Zur Wiesche; René KROHN
Original assignee: Henkel AG and Co KGaA
Current assignee: Henkel AG and Co KGaA
Priority date: 2016-09-30
Filing date: 2017-07-20
Publication date: 2019-08-07
Also published as: DE102016218987A1; WO2018059777A1; US20190216708A1

Abstract

Hair treatment products comprising, in relation to its weight, 0.001 to 20 % by weight of a complexing agent from the groups tetrasodium-N,N-bis(carboxylatomethyl)-L-glutamate (tetrasodium glutamate diacetate, GLDA), pentasodium diethylenetriamine pentaacetic acid (DTPA), tetrasodium disucciniate (IDS) and 0.001 to 20 % by weight of at least one oligopetide, which comprises at least one amino acid sequence Glu-Glu-Glu, the amino group can be free or protoned and the carboxyl groups can be free or protoned, which lead to improved structural reinforcement of keratin fibres and improved hair care, and which reduce or prevent colour washout in dyed hair.

Description

"improves conditioning hair wash with leach protection"

The invention relates to hair treatment compositions, in particular shampoos and so-called conditioners, with a combination of active ingredients for gentle and effective care of the hair. Last but not least, by heavy use of the hair, for example by dyeing or perming as well as by cleaning the hair with shampoos and environmental pollution, the importance of care products with the longest possible effect increases. Such care products affect the natural structure and properties of the hair. Thus, for example, the wet and dry combability of the hair, the hold and the fullness of the hair can be optimized or the hair can be protected from increased splits following such care treatments.

It has therefore long been customary to subject hair to a special after-treatment. In this case, the hair is treated with special active ingredients, for example quaternary ammonium salts or special polymers, usually in the form of a rinse. Depending on the formulation, this treatment improves the combability, the hold and the fullness of the hair and reduces the splitting rate.

Likewise, multifunctional cosmetic products are known in the prior art. In particular, these include the so-called "2 in 1" shampoos, which not only cleanse the hair, but also condition it.These products are highly appreciated by the consumer because of their product performance, at least one process step, for example, conditioning with a classical hair conditioner; unnecessary.

Likewise, products for altering the natural hair color in hair cosmetics play a prominent role. A distinction is made between permanent, semi-permanent or temporary dyeing systems based on chemical and / or natural dyes. However, the hair dyes artificially produced by permanent, semi-permanent or temporary dyeing systems have the disadvantage that they can change in an undesirable manner, for example during or after the hair cleansing.

The term "undesired change" is understood to mean the fading or bleeding and loss of color brilliance of the hue of the hair as a result of the respective dyeing.Environmental influences and / or sun effects may exacerbate these changes.There is still a need for active ingredients or active ingredient combinations for hair treatment products with good nourishing properties, which also strengthen the adhesion of dyes to the hair fibers and thus preserve the authenticity of the artificially produced hair color, and further develop hair treatment products in this regard.

However, it has been observed that water hardness can sometimes adversely affect the care properties of hair treatment products, so that the care performance of one and the same product is either too low or too high depending on the water quality.

Among the high care performance or "over-food" (occurrence of a so-called built-up effect) of the hair is especially a greasy hair feeling, little hair volume and / or a stringy, To understand the neglected appearance of the hair, while damaged (brittle, split-susceptible, dull) hair is an indication of a low care performance.

The present application was therefore based on the object to provide good skin-friendly and nourishing hair treatment compositions which have excellent foam properties and have a good rinsability with water and also reduce or prevent the washing out of color from dyed hair.

The nourishing hair treatment products should have a constant conditioning performance regardless of the water quality and in particular fine hair and / or damaged hair and thereby strengthen the hair in their structure and so protect against splits and breakage and improve combability and grip. In addition, they should have a germ-reducing effect.

It has now been found that a combination of certain ingredients has a particularly positive effect on treated, colored hair and the hair follicle.

A first object of the present invention are hair treatment compositions containing by weight

a) 0.001 to 20 wt .-% complexing agent from the group

a. Tetrasodium A /, A / -bis (carboxylatomethyl) -L-glutamate (Tetrasodium Glutamate Diacetate, GLDA),

b. Pentasodium diethylenetriamine pentaacetate (DTPA)

c. Tetrasodiumiminodisuccinate (IDS)

0.001 to 20% by weight of at least one oligopeptide containing at least one amino acid sequence Glu-Glu-Glu

wherein the amino group may be free or protonated and the carboxy groups may be free or deprotonated.

Hair treatment compositions for the purposes of the present invention are, for example, hair shampoos, hair conditioners, conditioning shampoos, hairsprays, hair conditioners, hair conditioners, hair wraps, hair tonics, perming solutions, hair dye shampoos, hair dyes, hair fixatives, hair dressings, hairstyling preparations, hair lotions, mousses, hair gels , Hair waxes or their combinations. In view of the fact that, in particular, men often shy away from the use of several different means and / or several application steps, preference is given to means which the man applies anyway. Preferred agents are therefore shampoos, conditioners or hair tonics.

The hair treatment compositions contain as the first essential ingredient 0.001 to 20 wt .-% complexing agent from the above group. The agents according to the invention may contain only one of the three complexing agents mentioned. But it is also possible that the means according to the invention two or all three of the above. Complexing agents, the manganese of all the complexing agents contained in the agents from the o.g. Group is within the range of 0.01 to 20 wt .-%.

Hair treatment compositions which are preferred according to the invention are characterized in that they contain, based on their weight, from 0.005 to 15% by weight, preferably from 0.01 to 10% by weight, more preferably from 0.05 to 7.5% by weight and in particular from 0 , 1 to 5 wt .-% tetrasodium A /, A / -bis (carboxylatomethyl) - L-glutamate (Tetrasodium Glutamate Diacetate, GLDA) included.

Hair treatment compositions which are likewise preferred according to the invention are characterized in that they contain, based on their weight, from 0.005 to 15% by weight, preferably from 0.01 to 10% by weight, more preferably from 0.05 to 7.5% by weight and in particular 0, 1 to 5 wt .-% pentasodium Diethylenetriaminepentaacetate (DTPA) included.

Hair treatment compositions which are likewise preferred according to the invention are characterized in that they contain, based on their weight, from 0.005 to 15% by weight, preferably from 0.01 to 10% by weight, more preferably from 0.05 to 7.5% by weight and in particular 0, 1 to 5 wt .-% Tetranatnumiminodisucciniat (IDS) included.

According to the invention also preferred hair treatment compositions contain - based on their weight - 0.01 to 10 wt .-%, more preferably 0.05 to 7.5 wt .-% and in particular 0.1 to 5 wt .-% tetrasodium A /, A / -bis (carboxylatomethyl) -L-glutamate (Tetrasodium Glutamate Diacetate, GLDA) and From 0.01% to 10%, more preferably from 0.05% to 7.5%, and especially from 0.1% to 5%, by weight of pentasodium diethylenetriamine pentaacetate (DTPA).

According to the invention also contain preferred hair treatment agent - based on their weight

From 0.01 to 10% by weight, more preferably from 0.05 to 7.5% by weight and in particular from 0.1 to 5% by weight of tetrasodium A /, A / -bis (carboxylatomethyl) -L- glutamate (Tetrasodium Glutamate Diacetate, GLDA) and 0.01 to 10% by weight, more preferably 0.05 to 7.5% by weight and especially 0.1 to 5% by weight of tetrasodium imino disuccinate (IDS).

0.01 to 10% by weight, more preferably 0.05 to 7.5% by weight and in particular 0.1 to 5% by weight of pentasodium diethylenetriamine pentaacetate (DTPA) and 0.01 to 10% by weight , more preferably 0.05 to 7.5% by weight and especially 0.1 to 5% by weight of tetrasodium imino disuccinate (IDS).

According to the invention also preferred hair treatment compositions contain - based on their weight -0, 1 to 5 wt .-% tetrasodium A /, A / -bis (carboxylatomethyl) -L-glutamate (Tetrasodium glutamate diacetates, GLDA) and 0, 1 to 5 wt % Pentasodium diethylenetriaminepentaacetate (DTPA) and 0.1 to 5% by weight tetrasodiumiminodisuccinate (IDS).

As a further essential ingredient, the agents according to the invention contain from 0.001 to 20% by weight of at least one oligopeptide having at least one amino acid sequence Glu-Glu-Glu, where the amino group may be free or protonated and the carboxy groups may be free or deprotonated.

In this formula as well as in the formulas below, the parenthetized hydrogen atom of the amino group, as well as the parenthetical group of the acid function, means that the groups concerned may be present as such (then an oligopeptide having the relevant number of amino acids as shown (see above) Formula 3) or that the amino acid sequence is present in an oligopeptide which comprises further amino acids, depending on where the other amino acid (s) is bound, are the parenthetical components of the above formula by the / the other Replaced amino acid residue (s).

Oligopeptides in the sense of the present application are acid amide-like linked by peptide bonds condensation products of amino acids comprising at least 3 and a maximum of 25 amino acids

In hair treatment compositions which are preferred according to the invention, the oligopeptide comprises 5 to 15 amino acids, preferably 6 to 13 amino acids, particularly preferably 7 to 12 amino acids and in particular 8, 9 or 10 amino acids.

Depending on whether further amino acids are bound to the sequence Glu-Glu-Glu and depending on the nature of these amino acids, the molecular weight of the oligopeptide contained in the agents of the invention may vary. Hair treatment compositions preferred according to the invention are characterized in that the oligopeptide has a molecular weight of from 650 to 3000 Da, preferably from 750 to 2500 Da, particularly preferably from 850 to 2000 Da and in particular from 1000 to 1600 Da. As can be seen from the preferred number of amino acids in the oligopeptides and the preferred molecular weight range, preferably oligopeptides are used which do not consist solely of the three glutamic acids but have further amino acids bound to this sequence. These other amino acids are preferably selected from certain amino acids, while certain other representatives are less preferred in the present invention.

Thus, it is preferred if the oligopeptides used in the agents according to the invention contain no methionine.

It is further preferred if the oligopeptides used in the agents according to the invention contain no cysteine and / or cystine.

It is further preferred if the oligopeptides used in the agents according to the invention contain no aspartic acid and / or asparagine.

It is further preferred if the oligopeptides used in the agents according to the invention contain no serine and / or threonine.

In contrast, it is preferred if the oligopeptides used in the agents according to the invention contain tyrosine.

It is further preferred if the oligopeptides used in the agents according to the invention contain leucine.

It is further preferred if the oligopeptides used in the agents according to the invention contain isoleucine.

It is further preferred if the oligopeptides used in the agents according to the invention contain arginine.

It is further preferred if the oligopeptides used in the agents according to the invention contain valine.

Particularly preferred oligopeptides or amino acid sequences contained in the preferred oligopeptides are described below:

A particularly preferred oligopeptide additionally contains tyrosine, which is preferably linked via its acid function to the Glu-Glu-Glu sequence. Hair treatment compositions which are preferred according to the invention are therefore characterized in that the oligopeptide contained in them has at least one amino acid sequence Tyr-Glu-Glu-Glu, where the amino group may be free or protonated and the carboxy groups may be free or deprotonated. Another particularly preferred oligopeptide additionally contains isoleucine, which is preferably linked to the Glu-Glu-Glu sequence via its amino function. Hair treatment compositions which are preferred according to the invention are therefore characterized in that the oligopeptide contained in them has at least one amino acid sequence Glu-Glu-Glu-Ile, wherein the amino group can be free or protonated and the carboxy groups can be free or deprotonated. Oligopeptides which have both the abovementioned amino acids (tyrosine and isoleucine) are preferred according to the invention. Hair treatment agents according to the invention are particularly preferred in which the oligopeptide contained in them has at least one amino acid sequence Tyr-Glu-Glu-Glu-lle, wherein the amino group is free or protonated and the carboxy groups may be free or deprotonated.

Hair treatment compositions which are preferred according to the invention are characterized in that they contain, based on their weight, from 0.01 to 15% by weight, preferably from 0.05 to 10% by weight, more preferably from 0.1 to 7.5% by weight and in particular 0, 15 to 5 wt .-% of at least one oligopeptide having an amino acid sequence Tyr-Glu-Glu-Glu-Ile, wherein the amino group is free or protonated and the carboxy groups may be present freely or deprotonated.

Further preferred oligopeptides additionally contain arginine, which is preferably bound to isoleucine

Hair treatment composition according to one of claims 1 to 6, characterized in that the oligopeptide contained in them has at least one amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg, wherein the amino groups are free or protonated and the carboxy groups are free or deprotonated may be present.

Still further preferred oligopeptides additionally contain valine, which is preferably bound to the arginine. Hair-treatment agents which are further preferred according to the invention are therefore characterized in that the oligopeptide contained in them has at least one amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val, the amino groups being free or protonated and the carboxy groups being free or deprotonated can.

Hair treatment compositions which are preferred according to the invention are characterized in that they contain, based on their weight, from 0.01 to 15% by weight, preferably from 0.05 to 10% by weight, more preferably from 0.1 to 7.5% by weight and in particular 0, 15 to 5 wt .-% of at least one oligopeptide having an amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val, wherein the amino groups are free or protonated and the carboxy groups may be present freely or deprotonated.

Still further preferred oligopeptides additionally contain leucine, which is preferably bound to the valine. Further preferred hair treatment compositions according to the invention are characterized in that the oligopeptide contained in them has at least one amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val-Leu, wherein the amino groups are free or protonated and the carboxy groups are free or deprotonated may be present.

Particularly preferred oligopeptides additionally contain leucine, which is preferably bound to the tyrosine. Further preferred hair treatment compositions according to the invention are characterized in that the oligopeptide contained in them has at least one amino acid sequence Leu-Tyr-Glu-Glu-Glu-Ile-Arg-Val-Leu, wherein the amino groups are free or protonated and the carboxy groups are free or may be present deprotonated.

Hair treatment compositions which are preferred according to the invention are characterized in that they contain, based on their weight, from 0.01 to 15% by weight, preferably from 0.05 to 10% by weight, more preferably from 0.1 to 7.5% by weight and in particular 0, 15 to 5 wt .-% of at least one oligopeptide having an amino acid sequence Leu-Tyr-Glu-Glu-Glu-Ile-Arg-Val-Leu, wherein the amino groups are free or protonated and the carboxy groups free or may be present deprotonated.

Very particular preference is given to compositions according to the invention containing at least two oligopeptides which satisfy the abovementioned criteria but differ from one another. So are For example, hair treatment agents which contain at least two different oligopetides A and B, both of which contain the amino acid sequence Glu-Glu-Glu, are preferred.

Such mutually different oligopeptides A and B correspond to each other in that they carry three consecutive Glu-amino acids in their amino acid sequence, but have differences in the upstream or downstream amino acids. Preference is given to mutually different peptides with partial agreement, which may well be greater than in the above-mentioned three amino acids.

Thus, further preferred hair treatment compositions are characterized by containing at least two mutually different oligopetides A and B, both containing the amino acid sequence Glu-Glu-Glu-Ile.

Also preferred are hair treatment agents containing at least two mutually different oligopeptides A and B, both containing the amino acid sequence Tyr-Glu-Glu-Glu.

Still further preferred hair treatment agents are characterized by containing at least two mutually different oligopetides A and B both containing the amino acid sequence Glu-Glu-Glu-Ile-Arg.

Even more preferred hair treatment agents contain at least two mutually different oligopetides A and B, both containing the amino acid sequence Tyr-Glu-Glu-Glu-Ile. Very particularly preferred hair treatment compositions are characterized in that they contain at least two mutually different oligopeptides A and B, both of which contain the amino acid sequence Glu-Glu-Glu-Ile-Arg.

Also most particularly preferred hair treatment compositions contain at least two mutually different oligopeptides A and B, both containing the amino acid sequence Tyr-Glu-Glu-Glu- Ile-Arg.

Preferably, there is an even greater structural match in the oligopeptides. Thus, hair treatment compositions containing at least two distinct oligopetides A and B, both of which contain the amino acid sequence Glu-Glu-Glu-Ile-Arg-Val, are further preferred embodiments of the present invention.

Also preferred embodiments are hair treatment compositions containing at least two mutually different oligopeptides A and B, both containing the amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val.

Still further preferred hair treatment compositions according to the invention contain at least two mutually different oligopetides A and B, both of which contain the amino acid sequence Glu-Glu-Glu-Ile-Arg-Val-Leu.

Still further preferred hair treatment agents contain at least two mutually different oligopetides A and B, both containing the amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val-Leu.

Particularly preferred hair treatment agents are characterized in that they contain at least two different oligopetides A and B, wherein the oligopeptide A has the amino acid sequence Leu-Tyr-Glu-Glu-Glu-Ile-Arg-Val-Leu, wherein the amino groups are free or protonated and the carboxy groups may be free or deprotonated

and the oligopeptide B has the amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val-Leu, wherein the

Amino groups are free or protonated and the carboxy groups may be free or deprotonated.

Very particularly preferred agents of this last-mentioned embodiment contain, based on the weight of the composition, 0.00001 to 1% by weight of oligopeptide A and 0.00001 to 1% by weight of oligopeptide B.

Further preferred agents of this last-mentioned embodiment contain - based on the weight of the agent -0.00005 to 0, 1 wt .-% oligopeptide A and 0.00005 to 0.1 wt .-% oligopeptide B.

Still further preferred agents of this latter embodiment contain, based on the weight of the agent, from 0.0001 to 0.01% by weight of oligopeptide A and from 0.0001 to 0.001% by weight of oligopeptide B.

The agents according to the invention may contain amino-functional silicones to further increase the conditioning effects. Preferred agents according to the invention contain from 0.001 to 50% by weight of at least one amino-functional silicone.

Particularly preferred agents according to the invention are characterized in that they contain at least one amino-functional silicone of the formula (Si-IIa)

(CH ₃ ) 3 Si - [0-Si (CH ₃ ) 2] n [OSi (CH ₃ )] m -OSi (CH ₃ ) 3 (Si-Ila),

I

CH ₂ CH (CH ₃ ) CH ₂ NH (CH ₂ ) 2 NH 2

in which m and n are numbers whose sum (m + n) is between 1 and 2000, preferably between 50 and 150, where n preferably values of 0 to 1999 and in particular of 49 to 149 and m preferably values of 1 to 2000 , in particular from 1 to 10 assumes.

These silicones are referred to as trimethylsilylamodimethicones according to the INCI declaration. Particular preference is also given to compositions according to the invention which are an amino-functional silicone of the formula (Si-IIb)

R- [Si (CH ₃ ) 2-O] ni [Si (R) -O] m- [Si (CH ₃ ) 2] n 2 -R (Si-Ilb),

I

in which R is -OH, -O-Ch or a -Ch group and m, n1 and n2 are numbers whose sum (m + n1 + n2) is between 1 and 2,000, preferably between 50 and 150, wherein the sum (n1 + n2) preferably assumes values from 0 to 1999 and in particular from 49 to 149 and m preferably values from 1 to 2000, in particular from 1 to 10.

These silicones are referred to as amodimethicones according to the INCI declaration.

Regardless of which amino-functional silicones are used, agents according to the invention which contain an amino-functional silicone whose amine number is above 0.25 meq / g, preferably above 0.3 meq / g and in particular above 0.4 meq / g, are preferred , The Amine number stands for the milliequivalents of amine per gram of the amino-functional silicone. It can be determined by titration and also expressed in mg KOH / g.

Hair-treatment agents preferred according to the invention are characterized in that, based on their weight, they contain from 0.01 to 20% by weight, preferably from 0.05 to 10% by weight, more preferably from 0.1 to 7.5% by weight and in particular from 0.15 to 5% by weight of amino-functional silicone (s). With particular preference, the agents according to the invention contain amino-functional silicone (s) with terminal (r / n) hydroxy group (s). Some specific amino-functional silicone (s) having terminal hydroxy group (s) have been found to be particularly useful in the compositions of this invention. These are described below.

In the process according to the invention, pretreatment agents which contain at least one silicone of the formula (Si-V) have proven particularly effective with regard to the desired effects:

in the

A represents a group -OH, -0-Si (CH ₃₎ 3, -0-Si _(CH3) 20H, -0-Si (CH ₃₎ 20ch _3, D is a group of -H, -Si (CH ₃ ) ₃ , -Si (CH ₃ ) ₂ OH, -Si (CH ₃ ) ₂ OCH ₃ ,

b, n and c are integers between 0 and 1000,

with the stipulations

- n> 0 and b + c> 0

- At least one of the conditions A = -OH or D = -H is satisfied.

Hair treatment compositions according to the invention, which - based on their weight - 0.01 to 20 wt.%, Preferably 0.01 to 20 wt .-%, preferably 0, 1 to 10 wt .-%, more preferably 0.5 to 7.5 Wt .-% and in particular 0.1 to 5 wt .-% of at least one silicone of the formula (Si-V) contain:

in the

A is a group -OH, -O-Si (CH ₃ ) ₃ , -O-Si (CH ₃ ) ₂ OH, -O-Si (CH ₃ ) ₂ OCH ₃ , D is a group -H, -Si (CH ₃ ) 3, -Si (CH ₃ ) 20H, -Si (CH ₃ ) ₂ OCH ₃ , b, n and c are integers between 0 and 1000,

with the stipulations

- n> 0 and b + c> 0

at least one of the conditions A = -OH or D = -H is fulfilled,

are therefore preferred according to the invention.

In the above formula (Si-V), the individual siloxane units having the indices b, c and n are randomly distributed, i. it does not necessarily have to be block copolymers.

Other particularly suitable silicones are 4-morpholinomethyl substituted. Hair treatment compositions according to the invention which, based on their weight, 0.001 to 20 wt.%, Preferably 0.01 to 10 wt.%, Particularly preferably 0.05 to 7.5 wt.% And in particular 0.5 to 5 wt.% Of at least one 4-morpholinomethyl-substituted silicone containing structural units of the formulas (Si-Via), (Si-Vlb) and (Si-Vlc)

(Si-Vl),

in which

R _{1 is} -CH ₃ , -OH, -OCH ₃ , -O-CH ₂ CH ₃ , -O-CH ₂ CH ₂ CH ₃ , or -O-CH (CH ₃ ) ₂ ;

R ₂ is -CH ₃ , -OH, or -OCH ₃ ,

are particularly preferred.

Particularly preferred hair treatment compositions according to the invention contain, based on their weight, from 0.001 to 20% by weight, preferably from 0.01 to 10% by weight, particularly preferably from 0.05 to 7.5% by weight and in particular from 0.5 to 5% by weight. at least one 4-morpholinomethyl-substituted silicone of the formula (Si-Vl)

(Si-Vl)

in the

R2 is -CH ₃ , -OH, or -OCH ₃ .

B represents a group -OH, -0-Si (CH ₃₎ 3, -0-Si _(CH3) 20H, -0-Si (CH ₃₎ 20ch _3;

D is a group -H, -Si (CH ₃ ) 3, -Si (CH ₃ ) 20H, -Si (CH ₃ ) ₂ OCH ₃ ,

a, b and c independently represent integers between 0 and 1000, with the proviso that a + b + c> 0

m and n independently of each other for integers, numbers between 1 and 1000 stand with the provisos that

at least one of the conditions B = -OH or D = -H is satisfied, the units a, b, c, m and n are distributed randomly or in blocks in the molecule.

Structural formula (Si-VI) is intended to illustrate that the siloxane groups n and m do not necessarily have to be bound directly to an end grouping B or D, respectively. Rather, in preferred formulas (Si-VI) a> 0 or b> 0 and in particularly preferred formulas (Si-Vl) a> 0 and c> 0, i. the terminal moiety B or D is preferably attached to a dimethylsiloxy moiety. Also in formula (Si-Vl), the siloxane units a, b, c, m and n are preferably randomly distributed.

The silicones used according to the invention represented by formula (Si-Vl) may be trimethylsilyl-terminated (D or B = -Si (CH 3) 3), but they may also be dimethylsilylhydroxy- or bilaterally dimethylsilylhydroxy- and dimethylsilylmethoxy-terminated on two sides. Silicones particularly preferably used in the context of the present invention are selected from silicones in which

B = -O-Si (CH ₃ ) ₂ OH and D = -Si (CH ₃ ) ₃

B = -O-Si (CH ₃ ) ₂ OH and D = -Si (CH ₃ ) ₂ OH

B = -O-Si (CH ₃ ) ₂ OH and D = -Si (CH ₃ ) ₂ OCH ₃

B = -O-Si (CH ₃ ) ₃ and D = -Si (CH ₃ ) ₂ OH

B = -O-Si (CH ₃ ) ₂ OCH ₃ and D = -Si (CH ₃ ) ₂ OH means. These silicones lead to exorbitant improvements in the hair properties of the hair treated with the agents according to the invention, and to a significantly improved protection in the case of oxidative treatment.

Regardless of the type of aminofunctional silicone (s) used with terminal hydroxyl group (s), the agents of the invention preferably contain the silicone (s) in the form of an emulsion, more preferably in the form of a microemulsion ,

It has been found that the effect of the silicones used in the compositions according to the invention can be increased even more if certain nonionic components are also used in the compositions. In addition, these nonionic components have positive effects on the storage stability of the funds. Nonionic components which are particularly suitable here are ethoxylates of decanol, undecanol, dodecanol, tridecanol, etc. Ethoxylated tridecanols have proven to be particularly suitable, which are incorporated with particular preference into the compositions according to the invention. Compositions which are particularly preferred according to the invention are characterized in that they contain 0.00001 to 5% by weight, preferably 0.0001 to 3.5% by weight, particularly preferably 0.001 to 2% by weight, based on their weight preferably 0.01 to 1 wt .-% and in particular 0.1 to 0.5 wt .-% branched, ethoxylated tridecanol (INCI name: Trideceth-5) or o iso-tridecyl-u hydroxypolyglycolether (INCI name: Trideceth -10) or mixtures thereof.

In addition to or in place of the aminofunctional silicone (s), the compositions of the invention may contain other silicone (s) which are not amino functional. Preferred agents according to the invention are characterized in that they contain at least one silicone selected from:

(i) polyalkyl siloxanes, polyaryl siloxanes, polyalkylaryl siloxanes which are volatile or nonvolatile, straight chain, branched or cyclic, crosslinked or uncrosslinked;

(ii) Polysiloxanes containing in their general structure one or more organofunctional groups selected from:

a) (per) fluorinated groups;

b) thiol groups;

c) carboxylate groups;

d) hydroxylated groups;

e) alkoxylated groups;

f) acyloxyalkyl groups;

g) amphoteric groups;

h) bisulfite groups;

i) hydrauxyacy lam i nog ru ppen;

j) carboxy groups;

k) sulfonic acid groups; and

I) sulphate or thiosulphate groups; (iii) linear polysiloxane (A) - polyoxyalkylene (B) - block copolymers of the type (AB) _n with n>3;

(iv) grafted silicone polymers having a non-silicone organic backbone consisting of an organic backbone formed from organic monomers containing no silicone grafted with at least one polysiloxane macromer in the chain and optionally at least one chain end;

(v) grafted polysiloxane backbone silicone polymers having grafted thereto non-silicone organic monomers having a polysiloxane backbone to which at least one organic macromer not containing silicone has been grafted in the chain, and optionally at least at one of its ends ;

or their mixtures.

According to the invention preferred hair treatment compositions are characterized in that they - based on their weight - 0.01 to 20 wt .-%, preferably 0, 1 to 10 wt .-%, more preferably 0.5 to 7.5 wt .-% and in particular 1 to 5 wt .-% non-amino-functional silicone (s) included. Preferred silicones are described below.

Particularly preferred agents according to the invention are characterized in that they contain at least one silicone of the formula Si-I

(CH ₃ ) ₃ Si - [0-Si (CH ₃ ) 2] x -O-Si (CH ₃ ) 3 (Si-I),

in which x is a number from 0 to 100, preferably from 0 to 50, more preferably from 0 to 20 and in particular 0 to 10.

These silicones are called DIMETHICONE according to the INCI nomenclature. In the context of the present invention, as the silicone of the formula Si-1, the compounds are preferably:

(CH ₃ ) ₃ S-O-Si (CH ₃ ) ₃ (CH ₃ ) ₃ Si-O- (CH ₃ ) ₂ Si-O-Si (CH ₃ ) ₃ (CH ₃ ) ₃ Si [0- ( CH ₃ ) ₂ Si] ₂ -O-Si (CH ₃ ) ₃ (CH ₃ ) ₃ S - [O- (CH ₃ ) ₂ Si] ₃ -O-Si (CH ₃ ) ₃ (CH ₃ ) ₃ Si [0- (CH ₃ ) ₂ Si] ₄ -O-Si (CH ₃ ) ₃

(CH ₃ ) ₃ S [O- (CH ₃ ) ₂ Si] ₅ -O-Si (CH ₃ ) ₃ (CH ₃ ) ₃ Si [O- (CH ₃ ) ₂ Si] ₆ -O-Si (CH ₃ ) ₃

(CH ₃ ) ₃ S [O- (CH ₃ ) ₂ Si] ₇ -O-Si (CH ₃ ) ₃ (CH ₃ ) ₃ Si [O- (CH ₃ ) ₂ Si] ₈ -O-Si (CH ₃ ) ₃

(CH ₃ ) ₃ S [O- (CH ₃ ) ₂ Si] ₉ -O-Si (CH ₃ ) ₃ (CH ₃ ) ₃ Si [0- (CH ₃ ) ₂ Si] io-O-Si (CH ₃ ) ₃

(CH ₃ ) ₃ S [O- (CH ₃ ) ₂ Si] n-O-Si (CH ₃ ) ₃ (CH ₃ ) ₃ Si [O- (CH ₃ ) ₂ Si] i ₂ -O-Si ( CH ₃ ) ₃

(CH ₃ ) ₃ S [O- (CH ₃ ) ₂ Si] i ₃ -O-Si (CH ₃ ) ₃ (CH ₃ ) ₃ Si [O- (CH ₃ ) ₂ Si] i 4-O-Si ( CH ₃ ) ₃

(CH ₃₎ ₃ S [0- (CH ₃₎ ₂ Si] i5-0-Si (CH ₃₎ ₃ (CH ₃₎ ₃ Si- [0- (CH ₃₎ ₂ Si] ie-0-Si (CH ₃ ) ₃

(CH ₃ ) ₃ S [O- (CH ₃ ) ₂ Si] i 7-O-Si (CH ₃ ) ₃ (CH ₃ ) ₃ Si [0- (CH ₃ ) ₂ Si] is-O-Si (CH ₃ ) ₃

(CH ₃ ) ₃ S [O- (CH ₃ ) ₂ Si] 19-Si (CH ₃ ) ₃ (CH ₃ ) ₃ Si [O- (CH ₃ ) ₂ Si] ₂₀ -O-Si (CH ₃ ) ₃

where (CH ₃ ) ₃ Si-O-Si (CH ₃ ) ₃ , (CH ₃ ) ₃ Si-O- (CH ₃ ) ₂ Si-O-Si (CH ₃ ) ₃ and / or (CH ₃ ) ₃ Si [0- (CH ₃ ) ₂ Si] ₂ -O-Si (CH ₃ ) _{3 are} particularly preferred.

Of course, mixtures of the above-mentioned silicones may also be contained in the agents according to the invention. Preferred silicones which can be used according to the invention have viscosities of from 0.2 to 2 mm ² s at 20 ° C., silicones having viscosities of from 0.5 to 1 mm ² s being particularly preferred. The hair treatment compositions of the invention may contain surfactant (s). In cleaning compositions (shampoos), in particular anionic surfactants have proven useful in conditioning compositions, cationic surfactants are often used ingredients; Due to their advantageous properties, amphoteric surfactants are used with particular advantage both in shampoos and in conditioners.

The hair treatment compositions of the invention may contain at least one anionic surfactant.

Suitable anionic surfactants and emulsifiers for the compositions according to the invention are all anionic surfactants suitable for use on the human body. These are characterized by a water-solubilizing, anionic group such as. As a carboxylate, sulfate, sulfonate or phosphate group and a lipophilic alkyl group having about 8 to 30 carbon atoms. In addition, glycol or polyglycol ether groups, ester, ether and amide groups and hydroxyl groups may be present in the molecule.

Preferred hair treatment compositions contain - based on their weight - 0.5 to 20 wt .-%, preferably 0.75 to 15 wt .-%, more preferably 1 to 12 wt .-% and in particular 2 to 10 wt .-% of anionic ( s) surfactant (s).

Particularly preferred hair treatment compositions according to the invention are characterized in that they contain, based on their weight, from 0.5 to 20% by weight, preferably from 0.75 to 15% by weight, more preferably from 1 to 12% by weight and in particular from 2 to 10% by weight of alkyl (ether) sulfates of the general formula R- (OCH 2 -CH 2) n -OSO 3 X, in which R is a straight-chain or branched, saturated or unsaturated alkyl group having 8 to 24 C atoms, n is the number 0 or 1 to 12, and X represents an alkali, alkaline earth, ammonium or alkanolamine ion included.

The hair treatment compositions of the invention may contain at least one amphoteric surfactant and / or at least one nonionic surfactant.

Particularly preferred hair treatment compositions according to the invention are characterized in that they contain, based on their weight, from 0.3 to 20% by weight, preferably from 0.5 to 8% by weight, more preferably from 0.75 to 6% by weight and in particular 1 to 5 wt .-% amphoteric surfactant (s) included. As amphoteric surfactants or as zwitterionic surfactants called surfactants, which have both a negative and a positively charged functional group.

Particularly suitable zwitterionic surfactants are the so-called betaines, such as N-alkyl-N, N-dimethylammonium glycinates, for example cocoalkyldimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium glycinates, for example cocoacylaminopropyldimethylammonium glycinate, and 2-alkyl-3-carboxymethyl 3-hydroxyethylimidazolines having in each case 8 to 18 C atoms in the alkyl or acyl group, and also the cocoacylaminoethylhydroxyethylcarboxymethyl-glycinate. A preferred zwitterionic surfactant is the fatty acid amide derivative known by the INCI name Cocamidopropyl Betaine.

Further examples of suitable ampholytic surfactants are N-alkylglycines, N-alkylaminopropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidoproylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each having about 8 to 24 carbon atoms in the alkyl group. Especially preferred Ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and C12-C18 acylsarcosine.

Particularly preferred hair treatment compositions contain as amphoteric surfactants betaines of the formula (Bet-I)

in which R is a straight-chain or branched, saturated or mono- or polyunsaturated alkyl or alkenyl radical having 8 to 24 carbon atoms.

These surfactants are referred to the INCI nomenclature as Amidopropylbetaine, the

Representatives derived from coconut fatty acids, are preferred and are referred to as Cocoamidopropylbetaine. According to the invention, particular preference is given to using surfactants of the formula (Bet-I) which are a mixture of the following representatives:

H ₃ C- (CH 2) 7-C (O) -NH- (CH 2) 3 N ⁺ (CH 3) ₂ CH ₂ COO-

H ₃ C- (CH 2) 9-C (O) -NH- (CH 2) 3 N ⁺ (CH 3) ₂ CH ₂ COO-

H ₃ C- (CH 2) i iC (O) -NH- (CH 2) 3 N ⁺ (CH 3) 2 CH 2 COO-

H ₃ C- (CH 2) _3- C (O) -NH- (CH 2) 3 N ⁺ (CH 3) ₂ CH ₂ COO-

H ₃ C- (CH 2) i5-C (O) -NH- (CH 2) 3 N ⁺ (CH 3) ₂ CH ₂ COO-

H ₃ C- (CH 2) 7 -CH = CH- (CH 2) 7-C (O) -NH- (CH 2) 3 N ⁺ (CH 3) ₂ CH ₂ COO-

Particular preference is given to using surfactants of the formula (Bet-I) within narrower ranges of amounts. Here hair-treatment compositions according to the invention are preferred which - based on their weight - 0.25 to 8 wt .-%, more preferably 0.5 to 7 wt .-%, more preferably 0.75 to 6.5 wt .-% and in particular 1 to 5.5 wt .-% of surfactant (s) of the formula (Bet-I) included.

In addition to the amphoteric surfactant (s) of the formula (Bet-I) or in its place, the hair-treatment compositions of the invention may be used with particular preference as amphoteric surfactants betaines of the formula (Bet-II)

These surfactants are referred to according to the INCI nomenclature as amphoacetates, wherein the representatives derived from coconut fatty acids are preferred and are referred to as cocoamphoactetates. For reasons of production engineering, surfactants of this type always also contain betaines of the formula (Bet-IIa)

in which R is a straight-chain or branched, saturated or mono- or polyunsaturated alkyl or alkenyl radical having 8 to 24 carbon atoms and M is a cation.

These surfactants are referred to according to the INCI nomenclature as Amphodiacetate, wherein the representatives derived from coconut fatty acids are preferred and are referred to as Cocoamphodiactetate.

According to the invention, particular preference is given to using surfactants of the formula (Bet-II) which have a

Mixture of the following representatives are:

H ₃ C- (CH 2) 7-C (O) -NH- (CH ₂ ) ₂ NH ⁺ (CH ₂ CH ₂ OH) CH ₂ CH ₂ COO-

H3C- (CH2) 9-C (0) -NH- (CH2) 2 NH ⁺ (CH 2 CH ₂ OH) CH2CH2COO-

H ₃ C- (CH 2) i iC (O) -NH- (CH 2) 2 NH ⁺ (CH 2 CH 2 OH) CH 2 CH 2 COO-

H3C- (CH2) i3-C (0) -NH- (CH2) 2 NH ⁺ (CH 2 CH ₂ OH) CH2CH2COO-

H ₃ C- (CH 2) i5-C (O) -NH- (CH ₂ ) ₂ NH ⁺ (CH ₂ CH ₂ OH) CH ₂ CH ₂ COO-

H ₃ C- (CH ₂ ) 7 -CH = CH- (CH ₂ ) 7-C (O) -NH- (CH ₂ ) ₂ NH ⁺ (CH ₂ CH ₂ OH) CH ₂ CH ₂ COO-

Particular preference is given to using surfactants of the formula (Bet-II) within narrower ranges of amounts. Here hair-treatment compositions according to the invention are preferred which - based on their weight - 0.25 to 8 wt .-%, more preferably 0.5 to 7 wt .-%, more preferably 0.75 to 6.5 wt .-% and in particular 1 to 5.5 wt .-% of surfactant (s) of the formula (Bet-II) included.

In summary, cosmetic agents according to the invention are preferred in which the radical R in the formulas (Bet-I) and (Bet-II) is selected from

H ₃ C- (CH ₂ ) ₇ - H ₃ C- (CH ₂ ) ₉ - H ₃ C- (CH ₂ ) ii- H ₃ C- (CH ₂ ) i ₃ -H ₃ C- (CH ₂ ) i5 -

H ₃ C- (CH 2) 7 -CH = CH- (CH 2) 7- or mixtures of these.

The hair treatment agents may contain nonionic surfactant (s).

Hair treatment agents preferred according to the invention contain, based on their weight, 0.3 to 10% by weight, preferably 0.5 to 8% by weight, more preferably 0.75 to 6% by weight and in particular 1 to 5% by weight. % nonionic surfactant (s).

The hair treatment agents may contain cationic surfactant (s). Cationic surfactants of the quaternary ammonium compound type, the esterquats and the amidoamines can be used according to the invention. Preferred quaternary ammonium compounds are ammonium halides, in particular chlorides and bromides, such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkylmethylammonium chlorides. The long alkyl chains of these surfactants preferably have 10 to 18 carbon atoms, such as. In cetyl trimethyl ammonium chloride, stearyl trimethyl ammonium chloride, distearyl dimethyl ammonium chloride, lauryl dimethyl ammonium chloride, lauryl dimethyl benzyl ammonium chloride and tricetylmethyl ammonium chloride. Further preferred cationic surfactants are the imidazolium compounds known under the INCI names Quaternium-27 and Quaternium-83.

Particularly preferred hair treatment compositions according to the invention are characterized in that they contain as cationic care substance - based on their weight - 0.05 to 7.5 wt .-%, preferably 0.1 to 5 wt .-%, particularly preferably 0.2 to 3, 5 wt .-% and in particular 0.25 to 2.5 wt .-% cationic (s) surfactant (s) from the group of quaternary ammonium compounds and / or esterquats and / or amidoamines.

Particularly preferred hair treatment compositions according to the invention are characterized in that they contain, based on the weight of the composition, from 0.05 to 20% by weight, preferably from 0.1 to 10% by weight, more preferably from 0.25 to 8% by weight. and in particular from 0.5 to 7% by weight of cationic surfactant (s), preferably from 0.05 to 20% by weight, preferably from 0.1 to 10% by weight, more preferably from 0.25 to 8% by weight .-% and in particular 0.5 to 7 wt .-% behenyl trimethyl ammonium chloride.

The compositions of the invention may contain at least one cationic polymer.

Cationic polymers increase the care performance of the hair treatment compositions according to the invention (in particular the effectiveness of the hair breakage compositions according to the invention).

Regardless of which cationic polymer (s) are used, preferred hair treatment agents contain, based on the weight of the composition, 0.01 to 3% by weight, preferably 0.05 to 2% by weight, more preferably 0.1 to 1, 5 wt .-% and in particular 0.15 to 0.8 wt .-% cationic (s) polymer (s).

Cationic polysaccharide polymers increase the care performance of the hair treatment compositions according to the invention (in particular the effectiveness of the hair breakage compositions according to the invention). Suitable cationic polysaccharide polymers may be selected from cationic cellulose compounds and / or from cationic guar derivatives.

Particularly preferred hair treatment compositions according to the invention contain as cationic polysaccharide polymer (s) - based on the weight of the composition - 0.01 to 3 wt .-%, preferably 0.05 to 2 wt .-%, more preferably 0.1 to 1, 5 wt .-% and in particular 0.15 to 0.8 wt .-% of at least one polymer from the group of cationic cellulose polymers and / or cationic guar derivatives.

Cationic cellulose compounds in the sense of the invention are those which carry more than one permanent cationic charge in at least one side chain. Cellulose is composed of beta-1, 4-glycosidically linked D-glucopyranose units and forms unbranched, water-insoluble chains. As a "side chain" of a cellulose, chemical substituents are defined which bind to the cellulose skeleton and do not belong to the native cellulose since they have been subsequently introduced, for example, by chemical synthesis.

Preference is given to quaternized cellulose polymers derived from hydroxy (C 2 -C 4) -alkylcelluloses, more preferably from hydroxyethylcelluloses. Such polymers are known to those skilled in the art and commercially available from various companies. Particularly preferred are the cationic cellulose derivatives known under the INCI names Polyquaternium-4, Polyquaternium-10, Polyquaternium-24, Polyquaternium-67 and / or Polyquaternium-72. Very particular preference is given to polyquaternium-10, polyquaternium-24 and / or polyquaternium-67 and particular preference to polyquaternium-10.

Preferred hair treatment compositions according to the invention contain as cationic polysaccharide polymer (s) - based on the weight of the composition - 0.01 to 3 wt .-%, preferably 0.05 to 2 wt .-%, more preferably 0.1 to 1, 5 wt .-% and in particular 0, 15 to 0.8 wt .-% of at least one polymer from the group of Polyquaternium-4, Polyquaternium-10, Polyquaternium-24, Polyquaternium-67 and / or Polyquaternium-72.

Particularly preferred hair treatment compositions according to the invention contain as cationic polysaccharide polymer (s) - based on the weight of the composition - 0.01 to 3 wt .-%, preferably 0.05 to 2 wt .-%, more preferably 0.1 to 1, 5 wt .-% and in particular 0.15 to 0.8 wt .-% Polyquaternium-10.

Suitable cationic guar derivatives in the context of the invention are cationic hydroxyalkyl guar derivatives, preferably cationic hydroxyethyltrimethylammonium guar and / or cationic hydroxypropyltrimethylammonium guar with average molecular weights between 100,000 and 2,000,000 daltons. Particularly preferred are the cationic guar polymers having a molecular weight (weight average) between 200,000 and 1,600,000 daltons known by the INCI name Guar Hydroxypropyltrimonium Chloride. The cationic charge density of these guar polymers is preferably at least 0.4 meq / g, preferably at least 0.5 meq / g and especially at least 0.6 meq / g. Their nitrogen content is preferably in the range of 1, 1 to 1, 8 wt .-% (based on their total weight).

Cationic guar derivatives, which are known under the INCI designation Guar Hydroxypropyltrimonium Chloride, are known in the art and available, for example under the trade name Cosmedia Guar ^®, N-Hance ^® and / or Jaguar ^® from different vendors.

Particularly preferred hair treatment compositions according to the invention contain as cationic polysaccharide polymer (s) - based on the weight of the composition - 0.01 to 3 wt .-%, preferably 0.05 to 2 wt .-%, more preferably 0, 1 to 1, 5 wt .-% and in particular 0, 15 to 0.8 wt .-% guar hydroxypropyltrimonium chlorides.

In summary, according to the invention preferred hair treatment compositions are characterized in that they - based on the weight of the composition - 0.01 to 3 wt .-%, preferably 0.05 to 2 wt .-%, more preferably 0.1 to 1, 5 wt. % and in particular 0.15 to 0.8% by weight of cationic polymer (s), preferably 0.01 to 3% by weight, preferably 0.05 to 2% by weight, more preferably 0, 1 to 1, 5 wt .-% and in particular 0, 15 to 0.8 wt .-% of at least one polymer from the group of cationic cellulose polymers and / or cationic guar derivatives.

It has been shown that alpha-substituted aldehydes can further enhance the action of the compositions of the invention. In particular with regard to the internal structural strengthening of the Keratin fibers and the prevention of leaching are observed significant increases in performance.

Hair treatment compositions which are preferred according to the invention are therefore characterized in that, based on the weight of the composition, they additionally contain from 0.001 to 20% by weight of at least one alpha-substituted aldehyde.

Preferred hair treatment compositions according to the invention are characterized in that they contain, based on their weight, from 0.01 to 10% by weight, preferably from 0.05 to 7.5% by weight, more preferably from 0.1 to 6% by weight and in particular from 0.15 to 5% by weight of alpha-substituted aldehyde (s) of the formula (I)

Y-CH (X) -CHO

included in the

X is -OH or -Cl or -Br or -I or -0- (CH ₂₎ n CH ₃ with n = 1, 2, 3, 4, or

-O- (CH ₂ ) m -OH with m = 1, 2, 3 stands.

Y is -H or -CH ₃ or H ₃ C- (CH ₂ ) _k - with k = 1, 2, 3, 4, 5, 6, 7, 8 or -OH or - (CH ₂ ) _P -OH p = 1, 2, 3, 4 or -CHO

Preferred aldehydes to be used according to the invention are described by the numbers 1 to 176 on pages 37 to 40 of the priority document.

Very particularly preferred hair treatment compositions according to the invention are characterized in that they contain, based on their weight, from 0.01 to 10% by weight, preferably from 0.05 to 7.5% by weight, more preferably from 0 to 1 to 6% by weight. % and in particular 0, 15 to 5 wt .-% of at least one alpha-substituted aldehyde from the group

2-hydroxypropanal (X = -OH, Y = -CH ₃ ):

2-hydroxyhexanal (X = -OH, Y = H ₃ C- (CH ₂ ) _k - with k = 3):

2-hydroxyoctanal (X = -OH, Y = H ₃ C- (CH ₂ ) _k - with k = 5):

Bromomalonaldehyde (X = Br, Y = -CH =):

O O

Br (ld)

2- (2-hydroxyethoxy) acetaldehyde (X.

O

OH

(Le)

Glyceraldehyde (X = -OH, Y = - (CH ₂ ) _P -OH with p = 1)

contain.

It has been shown that succinimidyl esters can further enhance the effect of the agents according to the invention. In particular with regard to the inner structural strengthening of the keratin fibers and the prevention of leaching, significant increases in performance are observed. Hair treatment compositions which are preferred according to the invention are therefore characterized in that they contain, based on the weight of the composition, additionally from 0.001 to 10% by weight of at least one succinimidyl ester.

Succinimidyl esters are esters of carboxylic acids with (optionally substituted) / V-hydroxysuccinimide (NHS, IUPAC 1-hydroxy-2,5-pyrrolidinedione) and are also referred to as NHS esters. Hair treatment compositions which are preferred according to the invention are characterized in that they additionally contain from 0.01 to 10% by weight, preferably from 0.05 to 7.5% by weight, more preferably from 0.1 to 6% by weight, based on the weight of the composition. % and in particular 0.15 to 5% by weight of (one) succinimidyl ester (s) of the formula (III)

included in the

R1 represents -H or an ionic group.

R is an optionally substituted saturated or unsaturated, linear, branched or cyclic, aliphatic or aromatic hydrocarbon radical having at least 5 C atoms.

Suitable ionic groups R1 include both anionic groups such as phosphate, phosphonate, phosphinate, sulfate, sulfonate, sulfinate, sulfenate, oxysulfonate, carboxylate groups and cationic groups such as substituted or unsubstituted ammonium groups. Zwitterionic / betainic groups such as carboxybetaine or sulfobetaine groups are also possible. In succinimidyl esters preferred according to the invention, R 1 is -H or -OSO 3 ^" or -SO 3 ^" or -SO 2 - or -COO ^" or -NH ₃ ⁺ or -N (CH ₃ ) H ₂ ⁺ or -N (CH ₃ ) ₂ H ⁺ or -N (CH ₃ ) ₃ ⁺ or -N ⁺ (CH ₃ ) ₂ (CH ₂ ) 2-COO- or -N ⁺ (CH ₃ ) ₂ (CH ₂ ) ₃ -SO ₃ -.

Preferred succinimidyl esters to be used according to the invention are described in the priority document on pages 43 to 45 with the numbers 1 to 72.

Very particularly preferred hair treatment compositions according to the invention are characterized in that they contain, based on their weight, from 0.01 to 10% by weight, preferably from 0.05 to 7.5% by weight, more preferably from 0 to 1 to 6% by weight. % and in particular 0, 15 to 5 wt .-% of at least one Succinimidylesters from the group

(purple)

in which R stands for -Ph or - (CH ₂ ) nCH ₃ with n = 4, 5, 6, 7, 8, 9, 10,

(IIIb)

in the R for -Ph or - (CH 2) n CH ₃ with n = 4, 5, 6, 7, 8, 9, 10 and

X is H, a monovalent cation or the nth part of an n-valent cation,

contain.

The hair treatment compositions may contain at least one divalent or trivalent metal salt. These lead to an improved washout prevention. To achieve an optimum effect, it is advantageous if the metal salts are present in dissolved form in the compositions according to the invention. In a preferred embodiment, the hair cleansing and care compositions according to the invention therefore contain water-soluble divalent or trivalent metal salts. The term "water-soluble" is understood to mean that at 20 ° C. at least 1 g of the respective salt can be completely dissolved in 1 l of water.

Suitable divalent or trivalent metal salts may be selected from divalent or trivalent organic and / or inorganic salts.

Particularly suitable cations within these salts may preferably be selected from alkaline earth metal cations and from copper, zinc, iron (II), iron (III) and / or aluminum cations. Very particularly preferred are alkaline earth metal cations and particularly preferably calcium and magnesium cations. Particularly suitable organic anions within these salts may be preferably be selected from formate, acetate, lactate, succinate, citrate, tartrate, malate, maleate, oxalate and / or glycolic. Very particular preference is given to acetate, lactate and / or citrate salts with the abovementioned cations.

Particularly preferred organic salts are calcium, calcium, calcium, magnesium, magnesium and / or magnesium acetate.

Particularly suitable inorganic anions within these salts can be selected from halide, sulfate, phosphate and / or carbonate ions. Very particular preference is given to sulfate and / or halide ions, such as chloride and bromide ions.

Particularly preferred inorganic salts are calcium chloride, calcium sulfate, magnesium chloride and / or magnesium sulfate.

The proportion by weight of the at least one divalent or trivalent metal salt in the total weight of the hair treatment compositions according to the invention is preferably from 0.01 to 10% by weight, preferably from 0.1 to 7.5% by weight, more preferably from 0.2 to 5% by weight. % and in particular 0.3 to 3 wt .-%.

According to the invention preferred hair treatment compositions contain - based on their weight - 0.01 to 10 wt .-%, preferably 0.1 to 7.5 wt .-%, more preferably 0.2 to 5 wt .-% and in particular 0.3 to 3 wt .-% of at least one divalent or trivalent metal salt from the group of organic or inorganic copper, zinc, iron (II), calcium, magnesium, iron (III) and / or aluminum salts.

Within this embodiment, the water-soluble salts are particularly preferred. Most particularly preferred within this embodiment are calcium lactate, calcium citrate, calcium acetate, magnesium lactate, magnesium citrate, magnesium acetate, calcium halides, calcium hydroxide, magnesium halides and / or magnesium hydroxide.

The hair treatment compositions preferably contain the active ingredients described above in a cosmetically acceptable carrier. For the purposes of the invention, this is preferably understood as meaning an aqueous or aqueous-alcoholic carrier.

The cosmetic carrier preferably contains at least 50% by weight, more preferably at least 60% by weight, particularly preferably at least 70% by weight and especially preferably at least 75% by weight of water.

Furthermore, the cosmetic carrier may contain 0.01 to 40 wt .-%, preferably 0.05 to 30 wt .-% and in particular 0, 1 to 20 wt .-% of at least one alcohol.

Suitable alcohols are, for example, ethanol, ethyl diglycol, 1-propanol, 2-propanol, isopropanol, 1,2-propylene glycol, glycerol, diglycerol, triglycerol, 1-butanol, 2-butanol, 1, 2-butanediol, 1, 3-butanediol, 1-pentanol, 2-pentanol, 1, 2-pentanediol, 1, 5-pentanediol, 1, hexanol, 2-hexanol, 1, 2-hexanediol, 1, 6-hexanediol, polyethylene glycols, sorbitol, sorbitan, benzyl alcohol or mixtures thereof alcohols.

Particularly preferred are the water-soluble alcohols. Particularly preferred are ethanol, 1, 2-propylene glycol, glycerol, benzyl alcohol and mixtures of these alcohols. For a very good (head) skin compatibility of the hair treatment compositions according to the invention, it is advantageous if they have a slightly acidic pH.

It has been found that the compositions according to the invention in a pH range from 4.2 to 5.8 have a particularly good skin tolerance and mildness.

Therefore, in a first preferred embodiment, the hair treatment compositions of the invention preferably have a pH in the range of from 4.2 to 5.8, more preferably from 4.3 to 5.6, most preferably from 4.4 to 5.5, most preferably from 4.5 to 5.4, and more preferably from 4.7 to 5.3.

The hair treatment compositions according to the invention may contain vegetable oils, vegetable butters and / or vegetable waxes. These vegetable oil components give the hair improved combability and manageability and increase hair shine.

Suitable vegetable oil components include natural (vegetable) oils and / or butters, which commonly contain triglycerides and mixtures of triglycerides.

Preferred natural oils are coconut oil, (sweet) almond oil, walnut oil, peach kernel oil, apricot kernel oil, argan oil, avocado oil, tea tree oil, soybean oil, sesame oil, sunflower oil, tsubaki oil, evening primrose oil, rice bran oil, palm kernel oil, mango seed oil, marula oil, meadowfoam oil, thistle oil, Macadamia nut oil, grape seed oil, amaranth seed oil, bamboo oil, olive oil, wheat germ oil, pumpkin seed oil, mallow oil, hazelnut oil, safflower oil, canola oil, sasanqua oil, jojoba oil, rambutan oil, cocoa butter and / or shea butter.

Carnauba waxes, beeswaxes and / or candelilla waxes may be used as suitable natural or vegetable waxes.

Particularly preferred vegetable oil components are (sweet) almond oil, peach kernel oil, apricot kernel oil, amaranth seed oil, argan oil, olive oil, jojoba oil, cocoa butter and / or shea butter. Apricot kernel oil, argan oil, olive oil and / or jojoba oil are particularly preferred.

In a preferred embodiment, the hair treatment compositions according to the invention preferably contain coconut oil, (sweet) almond oil, walnut oil, peach kernel oil, apricot kernel oil, argan oil, avocado oil, tea tree oil, soybean oil, sesame oil, sunflower oil, tsubaki oil, evening primrose oil, rice bran oil, palm kernel oil, mango seed oil, marula oil , Meadowfoam seed oil, thistle oil, macadamia nut oil, grape seed oil, amaranth seed oil, bamboo oil, olive oil, wheat germ oil, pumpkin seed oil, mallow oil, hazelnut oil, safflower oil, canola oil, sasanqua oil, jojoba oil, rambutan oil, cocoa butter and / or shea butter.

Within this embodiment it is particularly preferred if the hair treatment compositions according to the invention contain (sweet) almond oil, peach kernel oil, apricot kernel oil, amaranth seed oil, argan oil, olive oil, jojoba oil, cocoa butter and / or shea butter.

The proportion by weight of the at least one vegetable oil, the vegetable butter and / or the vegetable wax in the total weight of the hair treatment compositions according to the invention is preferably 0.02 to 2.50 wt .-%, more preferably from 0.03 to 2.00 wt .-% , Particularly preferably 0.04 to 1, 50 wt .-% and in particular 0.05 to 1, 00 wt .-%. In a further preferred embodiment, in addition to the abovementioned essential and optional constituents, the hair treatment compositions according to the invention may contain at least one further hair-conditioning active agent, which may be selected from the group of US Pat

vitamins,

Plant extracts and / or

Glycerol.

Particular preference is given to vitamins, provitamins and vitamin precursors from groups A, B, E and H. Particular preference is given to nicotinamide, biotin, pantolactone and / or panthenol.

The proportion by weight of the vitamin (s), vitamin derivative (s), and / or the vitamin precursor (s) in the total weight of the hair treatment agent is preferably from 0.001 to 2% by weight, particularly preferably from 0.005 to 1% by weight and in particular 0, 01 to 0.5 wt .-%.

Suitable plant extracts are extracts that can be made from any part of a plant. Usually these extracts are produced by extraction of the whole plant. However, in individual cases it may also be preferred to prepare the extracts exclusively from flowers and / or leaves of the plant. Particularly suitable are the extracts of green tea, oak bark, stinging nettle, witch hazel, hops, chamomile, burdock root, horsetail, linden, lychee, almond, aloe vera, spruce needle, horse chestnut, sandalwood, juniper, coconut, mango, apricot, lime , Wheat, Kiwi, Melon, Orange, Grapefruit, Sage, Rosemary, Birch, Mallow, Meadowfoam, Quendel, Yarrow, Thyme, Melissa, Hominy, Coltsfoot, Marshmallow, Ginseng, Ginger root, Echinacea purpurea, Olea europea, Boerhavia diffusa roots, Foeniculum vulgaris and Apim graveolens.

Particularly preferred for use in the compositions of the invention are the extracts of green tea, stinging nettle, witch hazel, chamomile, aloe vera, ginseng, echinacea purpurea, olea europea and / or Boerhavia diffusa roots.

The plant extracts may in the hair treatment compositions according to the invention (based on the total weight of the compositions) preferably in an amount of 0.01 to 10 wt .-%, more preferably from 0.05 to 7.5 wt .-% and in particular from 0, 1 be used to 5 wt .-%.

Glycerin may be added to the hair cleansing and care products separately in an amount of up to 10% by weight (based on the total weight of the composition). However, it may also be part of the aforementioned aqueous-alcoholic carrier.

It has been found that the hair treatment compositions according to the invention are also suitable for use as antidandruff preparation.

The total weight of anti-dandruff agents in the total weight of the hair treatment agent may preferably 0.01 to 10 wt .-%, more preferably 0.025 to 7.5 wt .-%, particularly preferably 0.05 to 5 wt .-% and in particular 0.075 to 3 wt. -%.

Suitable antidandruff active ingredients may be selected from piroctone olamine, climbazole, zinc pyrithione, ketoconazole, salicylic acid, sulfur, selenium sulfide, tar preparations, undecenoic acid derivatives, burdock root extracts, poplar extracts, nettle extracts, Walnut shell extracts, birch extracts, willow bark extracts, rosemary extracts and / or arnica extra kten.

Preferred are climbazole, zinc pyrithione and piroctone olamine.

Further active ingredients, auxiliaries and additives which may preferably be present in the hair treatment compositions according to the invention are, for example:

Humectants,

perfumes,

- UV filters,

Thickening agents such as gelatin or vegetable gums, for example agar-agar, guar gum, alginates, xanthan gum, gum arabic, karaya gum, locust bean gum, linseed gums, dextrans, cellulose derivatives, e.g. As methyl cellulose, hydroxyalkyl cellulose and carboxymethyl cellulose, starch fractions and derivatives such as amylose, amylopectin and dextrins, clays and phyllosilicates such. As bentonite or fully synthetic hydrocolloids such. As polyvinyl alcohol, the Ca, Mg or Zn - soaps,

Structurants such as maleic acid and lactic acid,

dimethyl isosorbide,

cyclodextrins

fiber-structure-improving active ingredients, in particular mono-, di- and oligosaccharides such as, for example, glucose, galactose, fructose, fructose and lactose,

Dyes for staining the agent,

Active ingredients such as bisabolol and / or allantoin,

Complexing agents such as EDTA, NTA, β-alaninedic acid and phosphonic acids,

Ceramides. Ceramides are understood as meaning N-acylsphingosine (fatty acid amides of sphingosine) or synthetic analogues of such lipids (so-called pseudo-ceramides), propellants such as propane-butane mixtures, N 2 O, dimethyl ether, CO 2 and air,

antioxidants

Additional viscosity regulators, such as salts (NaCl).

The agents of the invention can be formulated as so-called rinse-off products, i. are rinsed out of the hair after a certain exposure time. This exposure time is preferably less than one hour, i. the consumer preferably does not leave the products until the next hair wash in the hair.

Another object of the present invention is therefore a method for hair treatment in which an agent according to the invention is applied to dry or damp hair, left there for a period of 10 to 300 seconds and then rinsed out.

The compositions according to the invention can also be formulated as so-called leave-on products, ie they are not rinsed out of the hair but left there until the next hair wash. Another object of the present invention is therefore a method for hair treatment, in which an agent according to the invention is applied to dry or damp hair and left there until the next hair wash. The agents according to the invention lead to a significantly increased strengthening of the inner and outer hair structure. Another object of the present invention is therefore the use of agents according to the invention for strengthening the hair structure, in particular the inner hair structure. Structural strengthening in the sense of the invention is to be understood as meaning a reduction in the damage of keratinic fibers which has arisen due to the most diverse influences. Here, for example, the restoration of natural strength plays an essential role. Restructured fibers are characterized for example by an improved gloss, improved grip and easier combing. In addition, they have an optimized strength and elasticity. Successful structural reinforcement or restructuring can be physically detected as a melting point increase compared to the damaged fiber.

The compositions of the invention also lead to a significantly increased stability of artificial dyeings against the washing out of paint. Thus, chemically dyed hairs can be washed significantly more frequently with the compositions according to the invention, without the undesired bleeding or color fading occurring.

Another object of the present invention is therefore the use of agents according to the invention for reducing the washout of color from chemically colored hair.

With regard to preferred embodiments of the method according to the invention and the uses according to the invention, what has been said about the agents according to the invention applies mutatis mutandis.

Examples:

Shampoo:

Hair conditioner:

containing oligopeptides having the amino acid sequence Glu-Glu-Glu

Claims

claims:

1. hair treatment compositions containing based on its weight

a) 0.001 to 20 wt .-% complexing agent from the group

b. Pentasodium diethylenetriamine pentaacetate (DTPA)

c. Tetrasodiumiminodisuccinate (IDS)

0.001 to 20 wt .-% of at least one oligopeptide, the at least amino acid sequence Glu-Glu-Glu

Hair treatment composition according to claim 1, characterized in that - based on its weight - 0.005 to 15 wt .-%, preferably 0.01 to 10 wt .-%, more preferably 0.05 to 7.5 wt .-% and in particular 0 1 to 5 wt .-% tetrasodium A /, / V bis (carboxylatomethyl) -L-glutamate (Tetrasodium Glutamate Diacetate, GLDA). Hair treatment composition according to one of the preceding claims, characterized in that it contains 0.005 to 15% by weight, preferably 0.01 to 10% by weight, more preferably 0.05 to 7.5% by weight, based on its weight. and in particular 0.1 to 5% by weight of pentasodium diethylenetriamine pentaacetate (DTPA).

Hair treatment composition according to one of the preceding claims, characterized in that it contains 0.005 to 15% by weight, preferably 0.01 to 10% by weight, more preferably 0.05 to 7.5% by weight, based on its weight. and in particular 0.1 to 5% by weight of tetrasodiumiminodisuccinate (IDS).

Hair treatment composition according to one of the preceding claims, characterized in that it contains, based on its weight, from 0.01 to 15% by weight, preferably from 0.05 to 10% by weight, more preferably from 0.1 to 7.5% by weight. % and in particular 0.15 to 5% by weight of at least one oligopeptide having an amino acid sequence Tyr-Glu-Glu-Glu-Ile

wherein the amino group is free or protonated and the carboxy groups may be free or deprotonated.

Hair treatment composition according to one of the preceding claims, characterized in that it contains, based on its weight, from 0.01 to 15% by weight, preferably from 0.05 to 10% by weight, more preferably from 0.1 to 7.5% by weight. % and in particular 0.15 to 5% by weight of at least one oligopeptide having an amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val

wherein the amino groups are free or protonated and the carboxy groups may be free or deprotonated.

7. hair treatment composition according to any one of the preceding claims, characterized in that it - based on its weight - 0.01 to 15 wt .-%, preferably 0.05 to 10 wt .-%, more preferably 0.1 to 7.5 % By weight and in particular 0, 15 to 5% by weight of at least one oligopeptide having an amino acid sequence Leu-Tyr-Glu-Glu-Glu-Ile-Val-Leu

8. hair treatment composition according to any one of the preceding claims, characterized in that it - based on its weight - 0.3 to 20 wt .-%, preferably 0.5 to 8 wt .-%, more preferably 0.75 to 6 wt. % and in particular 1 to 5 wt.% of amphoteric surfactant (s).

9. A method for hair treatment, characterized in that an agent according to any one of claims 1 to 8 applied to dry or wet hair, left there for a period of 10 to 300 seconds and then rinsed.

10. A method of hair treatment, characterized in that an agent according to any one of claims 1 to 8 applied to dry or damp hair and left there until the next hair wash.

1 1. Use of a composition according to any one of claims 1 to 8 for reducing the leaching of color from chemically colored hair.