EP3229921A1 - Hair treatment products containing a methionyl methionine and an oligopeptide with a glu-glu-glu sequence - Google Patents

Abstract

The invention relates to hair treatment products which contain, in relation to their respective weight, 0.0001 to 20 wt.-% of at least one oligopeptide which has at least one amino acid sequence Glu-Glu-Glu (I), the amino group being free or protonated and the carboxyl groups being free or deprotonated, and 0.0001 to 30 wt.-% of a methionyl methionine. The hair treatment products containing methionyl methionine and certain oligopeptides have an improved positive effect on hair and the hair follicle.

Description

 HAIR TREATMENT AGENT WITH METHIONYLMETHIONINE AND AN OLIGOPEPTIDE WITH A GLU-GLU-GLU SEQUENCE

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 split ends 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 split 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.

The use of special oligopeptides for the care of keratinic fibers is known, for example, from WO 2010/026010 A1. In particular, oligopeptides with the sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val-Leu are disclosed as being particularly suitable for hair care.

There is still the need to provide active ingredients or combinations of active ingredients for cosmetic products with good care properties and to develop cosmetic products in this regard.

It has now been found that a combination of certain oligopeptides with methionylmethionine has a particularly positive effect on hair and hair follicles treated therewith. A first object of the present invention are hair treatment compositions containing - each based on their weight - a) 0.00001 to 20 wt .-% of at least one oligopeptide, the 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, and

 0.0001 to 30% by weight of methionylmethionine.

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) Formula are three amino acids) or that the amino acid sequence is present in an oligopeptide, which still contains other amino acids - depending on where the other amino acid (s) is / are bound, the parent compound of the above formula by replaced the other amino acid residue (s).

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 uses anyway. Preferred agents are therefore shampoos, conditioners or hair tonics.

The hair treatment compositions contain - based on their weight - 0.00001 to 20 wt .-% at least an oligopeptide having at least one amino acid sequence Glu-Glu-Glu, that is at least three consecutive glutamic acids.

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 preferred hair treatment compositions, the oligopeptide comprises 5 to 15 amino acids, preferably 6 to 13 amino acids, more preferably 7 to 12 amino acids and especially 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 hair treatment agents may vary. Preferred hair treatment compositions 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.

In summary, preferred hair treatment compositions are characterized in that the oligopeptide used comprises 5 to 15 amino acids, preferably 6 to 13 amino acids, more preferably 7 to 12 amino acids and especially 8, 9 or 10 amino acids and a molecular weight of 650 to 3000 Da, preferably 750 to 2500 Da, more 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, it is preferred to use oligopeptides 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 contrast, it is preferred if the oligopeptides used in the hair treatment agents contain tyrosine.

It is preferred if the oligopeptides used in the hair treatment compositions contain leucine.

It is further preferred if the oligopeptides used in the hair treatment compositions contain isoleucine. It is further preferred if the oligopeptides used in the hair treatment agents contain arginine.

It is further preferred if the oligopeptides used in the hair treatment compositions 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. Preferred hair treatment compositions are therefore characterized in that the oligopeptide contained in them has at least one amino acid sequence Tyr-Glu-Glu-Glu, wherein the amino group is 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. Preferred hair treatment compositions 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 is free or protonated and the carboxy groups may be free or deprotonated.

Oligopeptides having both of the aforementioned amino acids (tyrosine and isoleucine) are preferred. Hair treatment agents in which the oligopeptide contained in them has at least one amino acid sequence Tyr-Glu-Glu-Glu-Ile, the amino group being free or protonated and the carboxy groups being free or deprotonated, are particularly preferred.

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

Accordingly, hair treatment agents are further preferred in which the oligopeptide contained has at least one amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg, where the amino groups are free or protonated and the carboxy groups may be free or deprotonated.

Still further preferred oligopeptides additionally contain valine, which is preferably bound to the arginine. Further preferred hair treatment compositions are therefore characterized in that the oligopeptide contained in them at least one 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 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 can.

Particularly preferred oligopeptides additionally contain leucine, which is preferably bound to the tyrosine. Further preferred hair treatment compositions 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 free or may be present deprotonated.

Most preferably, the agents contain at least two oligopeptides that meet the criteria mentioned above, but differ from each other. For example, hair treatment agents containing at least two mutually different oligopeptides A and B, both containing 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 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.

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.

Also, even more preferred hair treatment agents contain at least two mutually different oligopeptides 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 very particularly preferred hair treatment agents contain at least two mutually different oligopeptides A and B, both of which contain the amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg.

Preferably, there is an even greater structural match in the oligopeptides. Thus, hair treatment agents containing at least two mutually different oligopeptides 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 of which contain the amino acid sequence Tyr-Glu-Glu-Glu-Ile-Arg-Val.

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

Even more preferred hair treatment agents contain at least two mutually different oligopeptides 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 mutually different oligopeptides 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 are free or may be present 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 means of this latter embodiment contain - by weight of the agent -0.00005 to 0.1% by weight of oligopeptide A and 0.00005 to 0.1% by weight of 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 oligopeptides used in the context of the present invention, which satisfy the abovementioned conditions, can advantageously be obtained from keratinic materials.

The hair treatment agents contain the oligopeptide having at least one amino acid sequence Glu-Glu-Glu, preferably in an amount of 0.01 to 10.0 wt%, and more preferably 0.05 to 5.0 wt%, respectively based on the weight of the ready-to-use hair treatment agent.

The hair treatment agents contain as the second essential ingredient - based on their weight - 0.0001 to 30 wt .-% methionylmethionine.

Methionylmethionine is the dipeptide of methionine and has the following structure:

From the dipeptide methionylmethionine exist the four different stereoisomers DD, LL, DL and LD. Of the four stereoisomers, only the L-methionyl-L-methionine is natural, the three other dipeptides L-methionyl-D-methionine, D-methionyl-L-methionine and D-methionyl-D-methionine are all not natural. The described positive effects can be achieved with all four stereoisomeric dipeptides. The Methionylmethionin can be used as DD / LL / LD / DL mixture, as DL / LD mixture or DD / LL mixture. In principle, the use of a stereoisomeric dipeptide alone or in combination with one or two further stereoisomers is conceivable. If only one stereoisomeric dipeptide is used, preference is given to choosing L-methionyl-L-methionine or D-methionyl-D-methionine. both pairs DD / LL-methionylmethionine and DL / LD-methionylmethionine are diastereomeric to each other and have different physical data. Thus, for example, the diastereomeric pair DD / LL at room temperature has a solubility of 21.0 g / l in water, whereas the solubility of the diastereomeric pair DL / LD is 0.4 g / l. Accordingly, it may be preferable to use the methionylmethionine as a DD / LL mixture or as a DD / LL / LD / DL mixture with a high proportion of the DD / LL diastereomeric pair. These mixtures can be easily incorporated / dissolved in an aqueous phase or an aqueous-surfactant phase of a hair treatment agent.

The hair treatment compositions contain the methionyl methionine preferably in an amount of 0.01 to 5.0 wt .-% and particularly preferably from 0.1 to 1, 0 wt .-%, each based on the weight of the ready hair treatment agent.

It has been found that the use of the combination of selected oligopeptides and methionylmethionine imparts outstanding properties to the hair treatment compositions. The hair treatment agents give the hair treated with them more resilience, which is reflected in higher tensile strengths of the keratin fibers and in a reduction of the elasticity decrease, for example, when damaged by atmospheric agents. In addition, the moisture balance of the keratinic fibers is stabilized, so that the combability improves and the aging process is delayed.

The hair treatment agents may contain other active ingredients and adjuvants. These are described below.

Preferably, the hair treatment compositions additionally comprise at least one surfactant, surface-active substances being referred to as surfactants or as emulsifiers, depending on the field of application, and being selected from anionic, cationic, amphoteric / zwitterionic and nonionic surfactants and emulsifiers.

Preferred hair treatment agents are characterized in that they contain, based on their weight, 0.5 to 70% by weight, preferably 1 to 60% by weight and in particular 5 to 25% by weight of anionic (s) and / or nonionic ( s) and / or cationic (s) and / or amphoteric / zwitterionic surfactant (s).

Suitable anionic surfactants for the hair treatment agents are all anionic surfactants suitable for use on the human body. These are characterized by a water-solubilizing, anionic group such 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.

Amphoteric / zwitterionic surfactants are surface-active compounds which contain at least one quaternary ammonium group and at least one -COOH or -SO 3 ^(" 'group in the molecule ## STR16 ## Particularly suitable zwitterionic surfactants and emulsifiers are the so-called betaines such as the N-alkyl group. 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 A preferred zwitterionic surfactant is the fatty acid amide derivative known by the INCI name Cocamidopropyl Betaine.

Amphoteric / zwitterionic surfactants are also understood to mean those surface-active compounds which, apart from a Ce - C24-alkyl or -acyl group, contain at least one free amino group and at least one -COOH or -SOsH group and are capable of forming internal salts. Examples of suitable amphoteric / zwitterionic surfactants are N-alkylglycines, N-alkylaminopropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids,

N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-

Alkylaminopropionsäuren and Alkylaminoessigsäuren each having about 8 to 24 carbon atoms in the alkyl group. Particularly preferred amphoteric / zwitterionic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and C 12 -C 18 -acylsarcosine.

Nonionic surfactants and emulsifiers contain as hydrophilic group, for example, a polyol group, a polyalkylene glycol ether group or a combination of polyol and polyglycol ether group.

Very particularly preferred are agents which in addition fatty alcohol (s) and / or fatty alcohol alkoxylate (s), preferably Ci2-22 fatty alcohol (s) and / or Ci2-22 fatty alcohol ethoxylate (s) having 10 to 30 EO units, particularly preferred Ci6-he-fatty alcohol (s) and / or Ci6-i 8-fatty alcohol ethoxylate (s) having 12 to 20 EO units, preferably in amounts of 5 to 20 wt .-%, preferably from 7.5 to 17.5 wt .-% and in particular from 10 to 15 wt .-%, each based on the weight of the hair treatment agent. In summary, hair treatment compositions are preferred which, by weight, contain from 0.1 to 20% by weight, preferably from 0.25 to 17.5% by weight and in particular from 5 to 15% by weight of anionic surfactant (s ), particularly preferred fatty alcohol ether sulfates of the formula

H ₃ C- (CH 2) n (OCH ₂ CH 2) k-OS03- M ⁺

in which n represents values of from 5 to 21, preferably from 7 to 19, particularly preferably from 9 to 17 and in particular from 1 to 13 and k for values of 1, 2, 3, 4, 5, 6, 7, 8, 9 or 10, preferably 1, 2 or 3 and especially 2, and M is a cation from the group Na ⁺ , K ⁺ NH4 ⁺ , Vz Mg ²⁺ , 2Zn ²⁺ , preferably Na ⁺ , stand.

As a further optional ingredient, the hair treatment agents may contain 0.01 to 10% by weight of at least one polymer from the group of cationic and / or amphoteric polymers.

Cationic or amphoteric polymers are to be understood as meaning polymers which have a group in the main and / or side chain which may be "temporary" or "permanent" cationic. "Permanently cationic" refers to those polymers which have a cationic group regardless of the pH of the agent. These are usually polymers containing a quaternary nitrogen atom, for example in the form of an ammonium group. Preferred cationic groups are quaternary ammonium groups. In particular, those polymers in which the quaternary ammonium group is bonded via a C1-C4 hydrocarbon group to a polymer main chain constructed from acrylic acid, methacrylic acid or derivatives thereof have proven to be particularly suitable.

In addition to cationic polymers or in their place, hair treatment agents may also contain amphoteric polymers. These have in addition to the cationically charged group (s) at least one negatively charged group in the molecule and are also referred to as zwitterionic polymers.

Preferably, the polymer or polymers are used within narrower ranges. Thus, agents are preferred which - 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 From 0.25 to 2.5% by weight of amphoteric polymer (s).

Regardless of whether amphoteric polymers are or are not included in the compositions, further preferred agents are characterized in that they contain, based on their weight, from 0.05 to 7.5% by weight, preferably from 0.1 to 5% by weight. %, more preferably from 0.2 to 3.5% by weight and in particular from 0.25 to 2.5% by weight of cationic polymer (s). Preferred cationic polymers are selected from:

 Poly (methacryloyloxyethyltrimethylammonium chloride) (INCI: Polyquaternium-37) and / or; quaternized cellulose derivatives (INCI: Polyquaternium 10) and / or

 cationic alkyl polyglycosides and / or

 cationised honey and / or

 cationic guar derivatives and / or

 polymeric dimethyldiallylammonium salts and their copolymers with esters and amides of acrylic acid and methacrylic acid and / or

 Copolymers of vinylpyrrolidone with quaternized derivatives of dialkylaminoalkyl acrylate and methacrylate and / or

 Vinylpyrrolidone-Vinylimidazoliummethochlorid copolymers and / or

 quaternized polyvinyl alcohol and / or

 Polyquaternium 2 and / or

 Polyquaternium-7 and / or

 Polyquaternium 17 and / or

 Polyquaternium 18 and / or

 Polyquaternium 24 and / or

 Polyquaternium 27 and / or

 Polyquaternium-101.

Another group of possible ingredients are the silicones. Hair treatment compositions contain the silicone (s) preferably in amounts of from 0.1 to 10% by weight, preferably from 0.25 to 7% by weight and in particular from 0, 5 to 5 wt .-%, each based on the total agent.

Other suitable ingredients include nonionic polymers, fatty substances, waxes, protein hydrolysates, amino acids, vitamins, provitamins, vitamin precursors, betaines, biochinones, purines (derivatives), taurine (derivatives), L-carnitine (salts), panthenol, panthothenic acid, 2-furanones, 2 furanone derivatives, ectoine, allantoin, plant extracts, ester oils, UV light stabilizers, structurants, thickeners, electrolytes, pH modifiers, swelling agents, dyes, anti-dandruff agents, chelants, opacifiers, pearlescers, pigments, stabilizers, propellants, antioxidants, perfume oils and / or preservative.

The hair treatment compositions have advantageous properties and also confer advantageous properties on the hair treated with them. Especially in the hair and Scalp treatment benefits were observed beyond the benefits of oligopeptides and methionylmethionine alone. Thus, the hair treatment agents increase the elasticity of the hair treated with them and lead to an inner-structural strengthening of the hair fibers, which is reflected for example in higher melting temperatures in the differential thermal analysis. Likewise, there is a hydrophobization of the hair surface, which manifests itself in an increase in the contact angle of water droplets on the hair surface. There is also an improvement in wet and dry combabilities.

A further subject of the present invention is accordingly the use of a combination of an oligopeptide which has 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, and methionylmethionine, preferably in a hair treatment agent, for improving at least one of the properties

 Tensile strength of keratinic fibers, especially human hair;

Stabilizing the moisture balance of keratinic fibers, in particular human hair;

 Combability of keratinic fibers, in particular human hair;

Increasing the contact angle between water droplets and the surface of keratinic fibers, in particular human hair;

 Reduction in elasticity of keratinic fibers, especially human hair, when damaged by atmospheric agents.

With respect to further preferred embodiments of the use mutatis mutandis applies to the hair treatment agents said.

Yet another object of the present invention is a method for improving at least one of the properties Tensile strength of keratinic fibers, especially human hair; Stabilizing the moisture balance of keratinic fibers, in particular human hair;

 Combability of keratinic fibers, in particular human hair;

 Increasing the contact angle between water droplets and the surface of keratinic

Fibers, in particular human hair;

 Reduction in elasticity of keratinic fibers, especially human hair, when damaged by atmospheric agents

in which a hair treatment composition containing - in each case based on its weight - a) 0.00001 to 20 wt .-% of at least one oligopeptide having at least one amino acid sequence Glu-Glu-Glu, wherein the amino group is free or protonated and the carboxy Groups may be free or deprotonated,

b) 0.0001 to 10% by weight of methionylmethionine

applied to the keratinic fibers, left there for 5 seconds to 10 minutes and then rinsed out or

is applied to the keratinic fibers and remains there.

With respect to further preferred embodiments of the method mutatis mutandis applies to the hair treatment agents said.

The following examples are intended to illustrate the subject matter of the present invention without, however, limiting it.

Examples

All amounts are, unless otherwise stated, parts by weight of active substance. The following formulations were provided using known preparation methods.

Hair conditioner:

 Wt .-%

 Cetearyl Alcohol 5.0

 Quaternium-87 0.75

 Glycol Distearate 1, 0

Hydrolyzed Keratin ^* 1, 5

 Shea Butter (INCI: Butyrospermum Parkii (Shea) Butter) 1, 5

 L-methionyl-L-methionine 1, 0

 Lactic acid 0.1

 Behenoyl PG -trimonium chlorides 1, 5

 Behentrimonium chlorides 0.5

 Polyquaternium-37 0.4

 Glycerol 0.1

 Dimethicone 1, 0

 Water, preservation, accompanying substances and possibly perfume oils ad 100

Care Spray:

 Wt .-%

 Stearamidopropyldimethylamine 0.3

 Glycerin 2.0

 Polyquaternium-10 0.2

Hydrolyzed Keratin ^* 0.1

 Panthenol 0.2

 DL-methionyl-DL-methionine 0.8

 Ethanol 15

Nicotinic acid amide 0.1 Dicaprylyl carbonates 0.1

Cetrimonium Chloride 0.2

Water, preservation, accompanying substances and possibly perfume oils ad 100

Shampoo:

^* contains oligopeptide with the amino acid sequence Glu-Glu-Glu

s the following commercial products were used:

 Commercial product INCI Supplier / Manufacturer

Lanette 0 Cetearyl Alcohol BASF SE

 Varisoft W575 PG Quaternium-87 Evonik

 Cutina GMS-V or Cutina AGS Glycol Distearate BASF SE

 Polymer JR400 Polyquaternium-10 Dow

 Dehyquart A CA Cetrimonium Chloride BASF SE

Synthalen ^® CR Polyquaternium-37 3V Sigma

Quartamine BTC 131 Behenoyl PG Trimonium Chloride Kao Chemicals

Genamin KDMP Behentrimonium Chloride Clariant

 Tego Amide S 18 Stearamidopropyldimethylamine Evonik

 Ucare® Polymer JR 400 Polyquaternium-10 Dow

 Cetiol CC dicaprylyl carbonate BASF SE

 Texapon N70 NA Sodium Laureth Sulfate BASF SE

 Empicol AL 70 Ammonium Lauryl Sulfate Huntsman

Rewoteric AM 2 Disodium Cocoamphodiacetate Evonik

 Tego Betain F50 Cocoamidopropyl Betaine Evonik

 N-Hance 3196 Guar Hydroxypropyltrimonium Chloride Ashland

Claims

claims:

1 . Hair treatment compositions containing - in each case based on its weight - a) 0.00001 to 20 wt .-% of at least one oligopeptide, the 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

 b) 0.0001 to 30% by weight of methionylmethionine.

 Hair treatment composition according to claim 1, characterized in that the oligopeptide 5 to 15 amino acids, preferably 6 to 13 amino acids, more preferably 7 to 12 amino acids and in particular 8, 9 or 10 amino acids and a molecular weight of 650 to 3000 Da, preferably from 750 to 2500 Da, more preferably from 850 to 2000 Da and in particular from 1000 to 1600 Da.

 Hair treatment composition according to one of claims 1 or 2, characterized in that the oligopeptide Tyr-Glu-Glu-Glu-Ile

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

Hair treatment composition according to one of claims 1 to 3, characterized in that the

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

 Hair treatment composition according to one of claims 1 to 4, characterized in that the methionylmethionine is a mixture of L-methionyl-L-methionine, L-methionyl-D-methionine, D-methionyl-L-methionine and D-methionyl-D-methionine ,

 Hair treatment composition according to one of claims 1 to 4, characterized in that the methionyl methionine is L-methionyl-L-methionine and / or D-methionyl-D-methionine.

Hair treatment composition according to one of claims 1 to 6, characterized in that it - based on its weight - 0.5 to 70 wt .-%, preferably 1 to 60 wt .-%, more preferably 2.5 to 35 wt .-% and in particular from 5 to 25% by weight of anionic and / or nonionic and / or cationic and / or amphoteric surfactant (s).

 Hair treatment composition according to one of claims 1 to 7, characterized in that it - based on its 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) polymer (s) contains, wherein preferred cationic polymer (s) is / are selected from /

 Poly (methacryloyloxyethyltrimethylammonium chloride) (INCI: Polyquaternium-37) and / or;

 quaternized cellulose derivatives (INCI: Polyquaternium 10) and / or

 cationic alkyl polyglycosides and / or

 cationised honey and / or

 cationic guar derivatives and / or

 polymeric dimethyldiallylammonium salts and their copolymers with esters and amides of acrylic acid and methacrylic acid and / or

 Copolymers of vinylpyrrolidone with quaternized derivatives of dialkylaminoalkyl acrylate and methacrylate and / or

Vinylpyrrolidone-Vinylimidazoliummethochlorid copolymers and / or quaternized polyvinyl alcohol and / or

 Polyquaternium 2 and / or

 Polyquaternium-7 and / or

 Polyquaternium 17 and / or

 Polyquaternium 18 and / or

 Polyquaternium 24 and / or

 Polyquaternium 27 and / or

 Polyquaternium-101.

9. A method for improving at least one of the properties

 Tensile strength of keratinic fibers, in particular human hair;

 Stabilization of the moisture balance of keratinic fibers, in particular human hair;

 Combability of keratinic fibers, in particular human hair;

 Increasing the contact angle between water droplets and the surface of keratinic fibers, in particular human hair;

 - Reduction in the elasticity of keratin fibers, especially human hair when damaged by atmospheric agents

 characterized in that a hair styling agent containing - each based on its weight - a) 0.00001 to 20 wt .-% of at least one oligopeptide, the 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,

 b) 0.0001 to 30% by weight of methionylmethionine

 applied to the keratinic fibers, left there for 5 seconds to 10 minutes and then rinsed out or

is applied to the keratinic fibers and remains there.

10. Use of a combination of an oligopeptide having 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, and methionylmethionine, preferably in a hair treatment agent, for improving at least one of the properties

 Tensile strength of keratinic fibers, especially human hair;

 Stabilizing the moisture balance of keratinic fibers, in particular human hair;

 Combability of keratinic fibers, in particular human hair;

 Increasing the contact angle between water droplets and the surface of keratinic

Fibers, in particular human hair;

 Reduction in elasticity of keratinic fibers, especially human hair, when damaged by atmospheric agents.