DE102017218980A1 - "Structure-strengthening hair treatment products with increased care effect" - Google Patents

Abstract

Hair treatment compositions containing, by weight, 0.0001 to 20% by weight of methionine, 0.1 to 10% by weight of at least one metal chloride of the formula (I) in the M group for a trivalent metal cation and x for a number of 0 to 10 and containing at least one surfactant lead to a strengthening of the inner hair structure and increase the hair conditioning properties of hair treatment agents and thus improve the combing, the hold and the fullness of the hair and reduce the splitting rate.

Description

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.

The structure of human hair is influenced by external and internal factors. As external factors are in particular care products, frequency and intensity of shampooing, chemical influences (highlights, tinting, coloring, chlorinated water in swimming pools, etc.) mechanical influences (strong train eg by ponytail or Dutt hairstyles, constant wear of safety helmets) to mention thermal influences (hot blow-drying, perming or even the influence of ultraviolet light, eg due to constant sun exposure or solariums). The internal factors include sufficient sleep, adequate hydration through adequate drinking, balanced and vitamin-rich diet, as well as medical findings and the use of certain medications.
A change in the hair structure throughout life may be triggered by a change in all of these factors either individually or in combination. Most of the time, the change is more likely to be from strong to fine hair, from glossy to dull, from smooth, silky to dull, straw-colored, from curly to thin, scalp-fitting, from loose-laced to greasy, greasy-haired hairstyles.
Differences between men and women are in hair thickness and susceptibility to care mistakes. Since men usually have shorter hair than women, care mistakes are significantly less noticeable on the hair structure than in women.
Minor changes in the hair structure are subject to each person in the course of his life. The gentler the hair is handled, the longer a normal, healthy hair structure is preserved.
In order to compensate for structural damage to the hair, it has 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. These effects may be due to "extrastructural", for example, by deposition of substances on the hair surface (cuticle), or "intrastructural" by incorporation of substances into the cortex.

The inner structural strengthening of the keratin fiber is of particular importance, as it is longer lasting and more sustainable than the outer one.

It is an object of the present invention to provide hair treatment compositions which improve the inner hair structure and increase the hair conditioning effect of hair treatment agents and thus improve the combability, the hold and the fullness of the hair and reduce the splitting rate.

It has now been found that a special combination of active ingredients leads to a significantly improved inner-structural strengthening.

1. a) 0,0001 bis 20 Gew.-% Methionin;
2. b) 0,1 bis 10 Gew.-% mindestens eines Metallchlorids der Formel (I) MCl₃ * × H₂O (I) in der M für ein dreiwertiges Metallkation und x für eine Zahl von 0 bis 10 steht,
3. c) mindestens ein Tensid.

A first subject of the present invention are hair treatment compositions containing - based on its weight -

1. a) 0.0001 to 20% by weight of methionine;
2. b) 0.1 to 10% by weight of at least one metal chloride of the formula (I) MCl ₃ * × H ₂ O (I) M is a trivalent metal cation and x is a number from 0 to 10,
3. c) at least one surfactant.

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 products contain methionine. Preferably, this is used within narrower ranges, wherein hair treatment compositions according to the invention, which - based on their weight - a total amount of 0.0005 to 15 wt .-%, preferably 0.001 to 10 wt .-%, more preferably 0.005 to 7.5 wt. % and in particular 0.01 to 2 wt .-% methionine, are preferred.

As a further essential ingredient, the compositions according to the invention contain from 0.1 to 10% by weight of at least one metal chloride of the formula (I) MCl ₃ * × H ₂ O (I) where M is a trivalent metal cation and x is a number from 0 to 10.

The trivalent metal cation M may preferably be selected from the metals of the 3rd and 5th main group of the periodic table or the lanthanides. For example, AsCl ₃ , SbCl ₃ , BiCl ₃ , AlCl ₃ , GaCl ₃ and FeCl _{3 are} preferred.
The metal chlorides can be used anhydrous or in the form of their hydrates. Thus, for example, the cerium (III) chloride can be used both as CeCl ₃ and as CeCl ₃ * H ₂ O and also as CeCl ₃ * 7 H ₂ O. The stated amounts of the metal chloride of the formula (I) always refer to the form used, ie, in hydrates contain the water of crystallization.

Particularly preferred hair treatment compositions according to the invention are characterized in that they contain, by weight, from 0.0001 to 4.5% by weight, preferably from 0.0005 to 4% by weight, more preferably from 0.001 to 3% by weight and in particular 0.01 to 2 wt .-% aluminum chloride hexahydrate.

Likewise preferred hair treatment compositions according to the invention are characterized in that they contain, based on their weight, from 0.0001 to 4.5% by weight, preferably from 0.0005 to 4% by weight, more preferably from 0.001 to 3% by weight and in particular 0.01 to 2 wt .-% lanthanum chloride heptahydrate included.

As a further essential ingredient, the agents according to the invention contain at least one surfactant. In hair cleaners, in particular anionic and / or amphoteric surfactants and optionally nonionic surfactants have proven useful, while cationic and / or amphoteric surfactant (s) and optionally nonionic surfactants are used in hair care products predominantly.

According to the invention, hair treatment agents which are preferred according to the invention accordingly 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 0.5 to 7% by weight of surfactant (s).

Hair treatment compositions according to the invention preferably contain at least one anionic and / or amphoteric and / or nonionic surfactant.

• - lineare und verzweigte Fettsäuren mit 8 bis 30 C-Atomen (Seifen),
• - Ethercarbonsäuren der Formel R-O-(CH₂-CH₂O)_x-CH₂-COOH, in der R eine lineare Alkylgruppe mit 8 bis 30 C-Atomen und x = 0 oder 1 bis 16 ist,
• - Acylsarcoside mit 8 bis 24 C-Atomen in der Acylgruppe,
• - Acyltauride mit 8 bis 24 C-Atomen in der Acylgruppe,
• - Acylisethionate mit 8 bis 24 C-Atomen in der Acylgruppe,
• - lineare Alkansulfonate mit 8 bis 24 C-Atomen,
• - lineare Alpha-Olefinsulfonate mit 8 bis 24 C-Atomen,
• - Alpha-Sulfofettsäuremethylester von Fettsäuren mit 8 bis 30 C-Atomen,
• - Acylglutamate der Formel (T-I),
  
  in der R¹CO für einen linearen oder verzweigten Acylrest mit 6 bis 22 Kohlenstoffatomen und 0, 1, 2 oder 3 Doppelbindungen und X für Wasserstoff, ein Alkali- und/oder Erdalkalimetall, Ammonium, Alkylammonium, Alkanolammonium oder Glucammonium steht, beispielsweise Acylglutamate, die sich von Fettsäuren mit 6 bis 22, vorzugsweise 12 bis 18 Kohlenstoffatomen ableiten, wie beispielsweise C_12/14- bzw. C_12/18-Kokosfettsäure, Laurinsäure, Myristinsäure, Palmitinsäure und/oder Stearinsäure, insbesondere Natrium-N-cocoyl- und Natrium-N-stearoyl-L-glutamat,
• - Ester einer hydroxysubstituierten Di- oder Tricarbonsäure der allgemeinen Formel (T-II),
  
  in der X=H oder eine -CH₂COOR-Gruppe ist, Y=H oder -OH ist unter der Bedingung, dass Y=H ist, wenn X=-CH₂COOR ist, R, R¹ und R² unabhängig voneinander ein Wasserstoffatom, ein Alkali- oder Erdalkalimetallkation, eine Ammoniumgruppe, das Kation einer ammonium-organischen Base oder einen Rest Z bedeuten, der von einer polyhydroxylierten organischen Verbindung stammt, die aus der Gruppe der veretherten (C₆-C₁₈)-Alkylpolysaccharide mit 1 bis 6 monomeren Saccharideinheiten und/oder der veretherten aliphatischen (C₆-C₁₆)-Hydroxyalkylpolyole mit 2 bis 16 Hydroxylresten ausgewählt sind, unter der Maßgabe, dass wenigstens eine der Gruppen R, R¹ oder R² ein Rest Z ist,
• - Ester der Sulfobernsteinsäure oder der Sulfosuccinate der allgemeinen Formel (T-III),
  
  in der M^(n+/n) für n = 1 ein Wasserstoffatom, ein Alkalimetallkation, eine Ammoniumgruppe oder das Kation einer ammonium-organischen Base und für n = 2 ein Erdalkalimetallkation darstellt und R¹ und R² unabhängig voneinander ein Wasserstoffatom, ein Alkali- oder Erdalkalimetallkation, eine Ammoniumgruppe, das Kation einer ammonium-organischen Base oder einen Rest Z bedeuten, der von einer polyhydroxylierten organischen Verbindung stammt, die aus der Gruppe der veretherten (C₆-C₁₈)-Alkylpolysaccharide mit 1 bis 6 monomeren Saccharideinheiten und/oder der veretherten aliphatischen (C₆-C₁₆)-Hydroxyalkylpolyole mit 2 bis 16 Hydroxylresten ausgewählt ist, unter der Maßgabe, dass wenigstens eine der Gruppen R¹ oder R² ein Rest Z ist,
• - Sulfobernsteinsäuremono- und -dialkylester mit 8 bis 24 C-Atomen in der Alkylgruppe und Sulfobemsteinsäuremonoalkylpolyoxyethylester mit 8 bis 24 C-Atomen in der Alkylgruppe und 1 bis 6 Oxyethylgruppen,
• - Alkylsulfate und Alkylpolyglycolethersulfate der Formel R-(O-CH₂-CH₂)_x-OSO₃H, in der R eine bevorzugt lineare Alkylgruppe mit 8 bis 30 C-Atomen und x = 0 oder 1 - 12 ist,
• - gemischte oberflächenaktive Hydroxysulfonate gemäß DE-A-37 25 030 ,
• - Ester der Weinsäure und Zitronensäure mit Alkoholen, die Anlagerungsprodukte von etwa 2-15 Molekülen Ethylenoxid und/oder Propylenoxid an C_8-22-Fettalkohole darstellen,
• - Alkyl- und/oder Alkenyletherphosphate,
• - sulfatierte Fettsäurealkylenglycolester,
• - Monoglyceridsulfate und Monoglyceridethersulfate.

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. Examples of suitable anionic surfactants and emulsifiers are, in each case in the form of the sodium, potassium and ammonium as well as the mono-, di- and trialkanolammonium salts having 2 to 4 C atoms in the alkanol group,

• - linear and branched fatty acids with 8 to 30 carbon atoms (soaps),
• Ether carboxylic acids of the formula RO- (CH ₂ -CH ₂ O) _x -CH ₂ -COOH, in which R is a linear alkyl group having 8 to 30 C atoms and x = 0 or 1 to 16,
• Acylsarcosides having 8 to 24 C atoms in the acyl group,
• Acyltaurides having 8 to 24 carbon atoms in the acyl group,
• Acyl isethionates having 8 to 24 C atoms in the acyl group,
• - linear alkanesulfonates having 8 to 24 carbon atoms,
• - linear alpha-olefin sulfonates having 8 to 24 carbon atoms,
• - Alpha-sulfofatty acid methyl esters of fatty acids having 8 to 30 carbon atoms,
• Acylglutamates of the formula (TI),
  
  in which R ¹ CO is a linear or branched acyl radical having 6 to 22 carbon atoms and 0, 1, 2 or 3 double bonds and X is hydrogen, an alkali and / or alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium, for example acylglutamates, which are derived from fatty acids having 6 to 22, preferably 12 to 18 carbon atoms, such as, for example, C _12/14 or C _12/18 coconut fatty acid, lauric acid, myristic acid, palmitic acid and / or stearic acid, in particular sodium N-cocoyl and sodium N-stearoyl-L-glutamate,
• Esters of a hydroxy-substituted di- or tricarboxylic acid of the general formula (T-II),
  
  wherein X is H or a -CH ₂ COOR group, Y is H or -OH is under the condition that Y is H when X is -CH ₂ COOR, R, R ¹ and R ^{2 are} independently a hydrogen atom, an alkali or alkaline earth metal cation, an ammonium group, the cation of an ammonium organic base or a radical Z derived from a polyhydroxylated organic compound selected from the group of etherified (C ₆ -C ₁₈ ) alkyl polysaccharides with 1 to 6 monomeric saccharide units and / or the etherified aliphatic (C ₆ -C ₁₆ ) -hydroxyalkylpolyols having 2 to 16 hydroxyl radicals, with the proviso that at least one of the groups R, R ¹ or R ^{2 is} a radical Z,
• Esters of sulfosuccinic acid or sulfosuccinates of general formula (T-III),
  
  in which M ^{(n + / n)} for n = 1 represents a hydrogen atom, an alkali metal cation, an ammonium group or the cation of an ammonium organic base and for n = 2 an alkaline earth metal cation and R ¹ and R ² independently of one another represent a hydrogen atom, an alkali metal cation or alkaline earth metal cation, an ammonium group, the cation of an ammonium organic base or a radical Z derived from a polyhydroxylated organic compound selected from the group consisting of etherified (C ₆ -C ₁₈ ) -alkyl polysaccharides having 1 to 6 monomeric saccharide units and / or the etherified aliphatic (C ₆ -C ₁₆ ) -hydroxyalkylpolyols having 2 to 16 hydroxyl radicals, with the proviso that at least one of the groups R ¹ or R ^{2 is} a radical Z,
• Sulfosuccinic acid mono- and dialkyl esters having 8 to 24 C atoms in the alkyl group and sulfosuccinic monoalkylpolyoxyethyl esters having 8 to 24 C atoms in the alkyl group and 1 to 6 oxyethyl groups,
• Alkyl sulfates and alkyl polyglycol ether sulfates of the formula R- (O-CH ₂ -CH ₂ ) _x -OSO ₃ H, in which R is a preferably linear alkyl group with 8 to 30 C atoms and x = 0 or 1-12,
• mixed hydroxysulfonates according to DE-A-37 25 030 .
• Esters of tartaric acid and citric acid with alcohols which are adducts of about 2-15 molecules of ethylene oxide and / or propylene oxide with C _8-22 fatty alcohols,
• - Alkyl and / or alkenyl ether phosphates,
• - sulfated fatty acid alkylene glycol esters,
• Monoglyceride sulfates and monoglyceride ether sulfates.

Preferred anionic surfactants and emulsifiers are acylglutamates, acyl isethionates, acyl sarcosinates and acyl taurates, each with a linear or branched acyl radical having 6 to 22 carbon atoms and 0, 1, 2 or 3 double bonds, which in particularly preferred embodiments of an octanoyl, decanoyl, lauroyl , Myristoyl, palmitoyl and stearoyl radical, esters of tartaric acid, citric acid or succinic acid or of the salts of these acids with alkylated glucose, in particular the products with the INCI name Disodium Coco-Glucoside Citrate, Sodium Coco-Glucoside Tartrate and Disodium Coco-glucosides sulfosuccinates, alkyl polyglycol ether sulfates and ether carboxylic acids having 8 to 18 carbon atoms in the alkyl group and up to 12 ethoxy groups in the molecule, sulfosuccinic acid mono- and dialkyl esters having 8 to 18 carbon atoms in the alkyl group and sulfosuccinic monoalkylpolyoxyethyl ester having 8 to 18 carbon atoms in the alkyl group and 1 to 6 ethoxy groups.

Further preferred anionic surfactants are alkyl sulfates, alkyl polyglycol ether sulfates and ether carboxylic acid salts having from 10 to 18 carbon atoms in the alkyl group and up to 12 glycol ether groups in the molecule and sulfosuccinic acid mono- and dialkyl esters having 8 to 18 carbon atoms in the alkyl group and sulfosuccinic acid mono-alkyl polyoxyethyl esters having 8 to 18 C atoms in the alkyl group and 1 to 6 oxyethyl groups.
Particularly preferred anionic surfactants are the alkali metal or ammonium salts of lauryl ether sulfate having a degree of ethoxylation of 2 to 4 EO.

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 wt .-% alkyl (ether) sulfate 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 carbon atoms, n the Number 0 or 1 to 12, and X represents an alkali, alkaline earth, ammonium or alkanolamine ion included.

Instead of anionic surfactant or in addition thereto, the hair treatment compositions according to the invention may contain at least one amphoteric surfactant and / or at least one nonionic surfactant. 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 each having 8 to 18 carbon atoms in the alkyl or acyl group and cocoacylaminoethylhydroxyethylcarboxymethylglycinate. 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-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each having about 8 to 24 C atoms in the alkyl group. Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and C ₁₂ -C ₁₈ acylsarcosine.

Preferred hair treatment compositions according to the invention contain, based on their weight, from 0.3 to 10% by weight, preferably from 0.5 to 8% by weight, more preferably from 0.75 to 6% by weight and in particular from 1 to 5% by weight. % amphoteric surfactant (s).

• - N-Alkylglycine,
• - N-Alkylpropionsäuren,
• - N-Alkylaminobuttersäuren,
• - N-Alkyliminodipropionsäuren,
• - N-Hydroxyethyl-N-alkylamidopropylglycine,
• - N-Alkyltaurine,
• - N-Alkylsarcosine,
• - 2-Alkylaminopropionsäuren mit jeweils etwa 8 bis 24 C-Atomen in der Alkylgruppe,
• - Alkylaminoessigsäuren mit jeweils etwa 8 bis 24 C-Atomen in der Alkylgruppe,
• - N-Kokosalkylaminopropionat,
• - Kokosacylaminoethylaminopropionat
• - C₁₂ - C₁₈ - Acylsarcosin,
• - N-Alkyl-N,N-dimethylammonium-glycinate, beispielsweise Kokosalkyl-dimethylammoniumglycinat,
• - N-Acyl-aminopropyl-N,N-dimethylammoniumglycinate, beispielsweise Kokosacylaminopropyl-dimethylammoniumglycinat,
• - 2-Alkyl-3-carboxymethyl-3-hydroxyethyl-imidazoline mit jeweils 8 bis 18 C-Atomen in der Alkyl- oder Acylgruppe
• - Kokosacylaminoethylhydroxyethylcarboxymethylglycinat
• - der unter der INCI-Bezeichnung Cocamidopropyl Betain bekannten Verbindungen,
• - der unter der INCI-Bezeichnung Disodium Cocoamphodiacetate bekannten Verbindungen

enthalten, wobei bevorzugte Mittel das bzw. die amphotere(n) Tensid(e) in Mengen von 0,3 bis 10 Gew.-%, vorzugsweise 0,5 bis 8 Gew.-%, weiter bevorzugt 0,75 bis 6 Gew.-% und insbesondere 1 bis 5 Gew.-%, jeweils bezogen auf das gesamte Mittel, enthalten.Particularly preferred hair treatment compositions according to the invention are characterized in that they contain amphoteric surfactant (s) from the groups of

• - N-alkylglycines,
• N-alkylpropionic acids,
• N-alkylaminobutyric acids,
• - N-alkyliminodipropionic,
• N-hydroxyethyl-N-alkylamidopropylglycines,
• N-alkyl taurines,
• N-alkyl sarcosines,
• 2-alkylaminopropionic acids each having about 8 to 24 C atoms in the alkyl group,
• Alkylaminoacetic acids each having about 8 to 24 C atoms in the alkyl group,
• N-cocoalkylaminopropionate,
• - cocoacylaminoethylaminopropionate
• C ₁₂ -C ₁₈ acylsarcosine,
• N-alkyl-N, N-dimethylammonium glycinates, for example cocoalkyldimethylammonium glycinate,
• N-acyl-aminopropyl-N, N-dimethylammonium glycinates, for example cocoacylaminopropyl-dimethylammonium glycinate,
• - 2-Alkyl-3-carboxymethyl-3-hydroxyethyl-imidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group
• Cocoacylaminoethylhydroxyethylcarboxymethylglycinate
• the compounds known by the INCI name cocamidopropyl betaine,
• - The known under the INCI name Disodium Cocoamphodiacetate compounds

preferred agents containing the amphoteric surfactant (s) in amounts of 0.3 to 10 wt .-%, preferably 0.5 to 8 wt .-%, more preferably 0.75 to 6 wt. -% and in particular 1 to 5 wt .-%, each based on the total agent included.

in der R für einen geradkettigen oder verzweigten, gesättigten oder ein- bzw. mehrfach ungesättigten Alkyl- oder Alkenylrest mit 8 bis 24 Kohlenstoffatomen steht.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.

• H₃C-(CH₂)₇-C(O)-NH-(CH₂)₃N⁺(CH₃)₂CH₂COO^-
• H₃C-(CH₂)₉-C(O)-N H-(CH₂)₃N⁺(CH₃)₂CH₂COO^-
• H₃C-(CH₂)₁₁-C(O)-NH-(CH₂)₃N⁺(CH₃)₂CH₂COO^-
• H₃C-(CH₂)₁₃-C(O)-NH-(CH₂)₃N⁺(CH₃)₂CH₂COO^-
• H₃C-(CH₂)₁₅-C(O)-NH-(CH₂)₃N⁺(CH₃)₂CH₂COO^-
• H₃C-(CH₂)₇-CH=CH-(CH₂)₇-C(O)-NH-(CH₂)₃N⁺(CH₃)₂CH₂COO^-

These surfactants are referred to the INCI nomenclature as Amidopropylbetaine, wherein 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) -N H- (CH ₂ ) ₃ N ⁺ (CH ₃ ) ₂ CH ₂ COO ^-
• H ₃ C- (CH ₂ ) ₁₁ -C (O) -NH- (CH ₂ ) ₃ N ⁺ (CH ₃ ) ₂ CH ₂ COO ^-
• H ₃ C- (CH ₂ ) ₁₃ -C (O) -NH- (CH ₂ ) ₃ N ⁺ (CH ₃ ) ₂ CH ₂ COO ^-
• H ₃ C- (CH ₂ ) ₁₅ -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.

enthalten, in der R für einen geradkettigen oder verzweigten, gesättigten oder ein- bzw. mehrfach ungesättigten Alkyl- oder Alkenylrest mit 8 bis 24 Kohlenstoffatomen steht. 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)

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 according to the INCI nomenclature as amphoacetates, wherein the representatives derived from coconut fatty acids are preferred and are referred to as cocoamphoactetates.

in der R für einen geradkettigen oder verzweigten, gesättigten oder ein- bzw. mehrfach ungesättigten Alkyl- oder Alkenlyrest mit 8 bis 24 Kohlenstoffatomen und M für ein Kation steht.For manufacturing reasons, surfactants of this type also always 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.

• H₃C-(CH₂)₇-C(O)-NH-(CH₂)₂NH⁺(CH₂CH₂OH)CH₂CH₂COO^-
• H₃C-(CH₂)₉-C(O)-NH-(CH₂)₂NH⁺(CH₂CH₂OH)CH₂CH₂COO^-
• H₃C-(CH₂)₁₁-C(O)-NH-(CH₂)₂NH⁺(CH₂CH₂OH)CH₂CH₂COO^-
• H₃C-(CH₂)₁₃-C(O)-NH-(CH₂)₂NH⁺(CH₂CH₂OH)CH₂CH₂COO^-
• H₃C-(CH₂)₁₅-C(O)-NH-(CH₂)₂NH⁺(CH₂CH₂OH)CH₂CH₂COO^-
• H₃C-(CH₂)₇-CH=CH-(CH₂)₇-C(O)-NH-(CH₂)₂NH⁺(CH₂CH₂OH)CH₂CH₂COO^-

According to the invention, particular preference is given to using surfactants of the formula (Bet-II) which are a mixture of the following representatives:

• H ₃ C- (CH ₂ ) ₇ -C (O) -NH- (CH ₂ ) ₂ NH ⁺ (CH ₂ CH ₂ OH) CH ₂ CH ₂ COO ^-
• H ₃ C- (CH ₂ ) ₉ -C (O) -NH- (CH ₂ ) ₂ NH ⁺ (CH ₂ CH ₂ OH) CH ₂ CH ₂ COO ^-
• H ₃ C- (CH ₂ ) ₁₁ -C (O) -NH- (CH ₂ ) ₂ NH ⁺ (CH ₂ CH ₂ OH) CH ₂ CH ₂ COO ^-
• H ₃ C- (CH ₂ ) ₁₃ -C (O) -NH- (CH ₂ ) ₂ NH ⁺ (CH ₂ CH ₂ OH) CH ₂ CH ₂ COO ^-
• H ₃ C- (CH ₂ ) ₁₅ -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 ) ₁₁ - H ₃ C- (CH ₂ ) ₁₃ - H ₃ C- (CH ₂ ) ₁₅ -H ₃ C- (CH ₂ ) ₇ -CH = CH- (CH ₂ ) ₇ - or Mixtures of these.

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

• - Anlagerungsprodukte von 4 bis 30 Mol Ethylenoxid und/oder 0 bis 5 Mol Propylenoxid an lineare Fettalkohole mit 8 bis 22 C-Atomen, an Fettsäuren mit 12 bis 22 C-Atomen und an Alkylphenole mit 8 bis 15 C-Atomen in der Alkylgruppe,
• - Ethylenoxid- und Polyglycerin-Anlagerungsprodukte an Methylglucosid-Fettsäureester, Fettsäurealkanolamide und Fettsäureglucamide,
• - C₈-C₃₀-Fettsäuremono- und -diester von Anlagerungsprodukten von 1 bis 30 Mol Ethylenoxid an Glycerin,
• - Aminoxide,
• - Sorbitanfettsäureester und Anlagerungeprodukte von Ethylenoxid an Sorbitanfettsäureester wie beispielsweise Polysorbate,
• - Fettsäurealkanolamide der nachfolgenden allgemeinen Formel,
  
  in der R bevorzugt einen linearen oder verzweigten, gesättigten oder ungesättigten Alkyl- oder Alkenylrest mit 8 bis 24 Kohlenstoffatomen bedeutet und die Reste R' für Wasserstoff oder für die Gruppe -(CH₂)_nOH stehen, in der n die Zahlen 2 oder 3 bedeutet, mit der Maßgabe, dass mindestens einer der Reste R' für den zuvor genannten Rest -(CH₂)_nOH steht,
• - Zuckerfettsäureester und Anlagerungsprodukte von Ethylenoxid an Zuckerfettsäureester,
• - Anlagerungsprodukte von Ethylenoxid an Fettsäurealkanolamide und Fettamine, und/oder
• - Alkyl(oligo)glucoside,
• - Gemische aus Alkyl-(oligo)-glucosiden und Fettalkoholen zum Beispiel das im Handel erhältliche Produkt Montanov^® 68,
• - Anlagerungsprodukte von 5 bis 60 Mol Ethylenoxid an Rizinusöl und gehärtetes Rizinusöl,
• - Partialester von Polyolen mit 3-6 Kohlenstoffatomen mit gesättigten Fettsäuren mit 8 bis 22 C-Atomen,
• - Sterine. Als Sterine wird eine Gruppe von Steroiden verstanden, die am C-Atom 3 des Steroid-Gerüstes eine Hydroxylgruppe tragen und sowohl aus tierischem Gewebe (Zoosterine) wie auch aus pflanzlichen Fetten (Phytosterine) isoliert werden. Beispiele für Zoosterine sind das Cholesterin und das Lanosterin. Beispiele geeigneter Phytosterine sind Ergosterin, Stigmasterin und Sitosterin. Auch aus Pilzen und Hefen werden Sterine, die sogenannten Mykosterine, isoliert.
• - Phospholipide. Hierunter werden vor allem die Glucose-Phospolipide, die z.B. als Lecithine bzw. Phospahtidylcholine aus z.B. Eidotter oder Pflanzensamen (z.B. Sojabohnen) gewonnen werden.

Examples of suitable nonionic surfactants include

• Addition products of from 4 to 30 mol of ethylene oxide and / or from 0 to 5 mol of propylene oxide onto linear fatty alcohols having from 8 to 22 carbon atoms, to fatty acids containing from 12 to 22 carbon atoms and to alkylphenols having from 8 to 15 carbon atoms in the alkyl group,
• Ethylene oxide and polyglycerol addition products to methyl glucoside fatty acid esters, fatty acid alkanolamides and fatty acid glucamides,
• C ₈ -C ₃₀ -fatty acid mono- and diesters of addition products of 1 to 30 mol of ethylene oxide with glycerol,
• - amine oxides,
• Sorbitan fatty acid esters and adducts of ethylene oxide with sorbitan fatty acid esters such as polysorbates,
• Fatty acid alkanolamides of the following general formula
  
  in which R is preferably a linear or branched, saturated or unsaturated alkyl or alkenyl radical having 8 to 24 carbon atoms and the radicals R 'are hydrogen or the group - (CH ₂ ) _n OH, in which n is the numbers 2 or 3 with the proviso that at least one of the radicals R 'is the abovementioned radical - (CH ₂ ) _n OH,
• Sugar fatty acid esters and addition products of ethylene oxide with sugar fatty acid esters,
• Addition products of ethylene oxide onto fatty acid alkanolamides and fatty amines, and / or
• - alkyl (oligo) glucosides,
• Glucosides mixtures of alkyl (oligo) and fatty alcohols, for example, the commercially available product ^® Montanov 68, -
• Adducts of 5 to 60 moles of ethylene oxide with castor oil and hydrogenated castor oil,
• Partial esters of polyols having 3-6 carbon atoms with saturated fatty acids having 8 to 22 C atoms,
• - sterols. Sterols are understood to mean a group of steroids which have a hydroxyl group on C-atom 3 of the steroid skeleton and are isolated both from animal tissue (zoosterols) and from vegetable fats (phytosterols). Examples of zoosterols are cholesterol and lanosterol. Examples of suitable phytosterols are ergosterol, stigmasterol and sitosterol. Mushrooms and yeasts are also used to isolate sterols, the so-called mycosterols.
• - Phospholipids. These include, in particular, the glucose phospholipids which are obtained, for example, as lecithins or phosphatidylcholines from, for example, egg yolks or plant seeds (for example soybeans).

in denen R jeweils für einen geradkettigen oder verzweigten, gesättigten oder ein- oder mehrfach ungesättigten Alkyl- oder Alkenylrest mit 6 bis 24 Kohlenstoffatomen, bevorzugt mit 8 bis 18 Kohlenstoffatomen steht.
Insbesondere bevorzugt sind die unter den INCI-Bezeichnungen Cocamine Oxide, Lauramine Oxide und/oder Cocamidopropylaminoxid bekannten und im Handel von verschiedenen Anbietern erhältlichen Tenside der zuvor genannten Formel (A-I) oder (A-II).
Unter geeigneten C₈-C₃₀-Fettsäuremono- und -diestem von Anlagerungsprodukten von 1 bis 30 Mol Ethylenoxid an Glycerin werden bevorzugt die unter den INCI-Bezeichnungen PEG(1-10) Glyceryl Cocoate, insbesondere PEG-7 Glyceryl Cocoate verstanden.
Es kann weiterhin von Vorteil sein, die ethoxylierten Fettsäureester mit weiteren ethoxylierten Fettsäureestern zu kombinieren. Solche Produktgemische sind im Handel erhältlich - beispielsweise unter der Bezeichnung „Antil 200®“ (INCI-Bezeichnung: PEG-200 Hydrogenated Glyceryl Palmate, PEG-7 Glyceryl Cocoate) von der Firma Evonik.Suitable alkyl (oligo) glycosides may be selected from compounds of the general formula RO- [G] _x , in which [G] is preferably derived from aldoses and / or ketoses having 5-6 carbon atoms, preferably glucose.
The index number x stands for the degree of oligomerization (DP), ie for the distribution of the mono- and oligoglycosides. The index number x preferably has a value in the range of 1 to 10, more preferably in the range of 1 to 3, which may not be an integer, but may be a fractional number that can be determined analytically.
Particularly preferred alkyl (oligo) glycosides have a degree of oligomerization between 1.2 and 1.5.
The radical R is preferably at least one alkyl and / or alkenyl radical having 4 to 24 carbon atoms.
Particularly preferred alkyl (oligo) glycosides are the compounds known under the INCI names Caprylyl / Capryl Glucoside, Decyl Glucoside, Lauryl Glucoside and Coco Glucoside.
Suitable amine oxides may be selected from at least one compound of the general formulas (AI) or (A-II)

in which R in each case represents a straight-chain or branched, saturated or mono- or polyunsaturated alkyl or alkenyl radical having 6 to 24 carbon atoms, preferably having 8 to 18 carbon atoms.
Particular preference is given to the surfactants of the aforementioned formula (AI) or (A-II) which are known under the INCI names Cocamine oxides, lauramine oxides and / or cocamidopropylamine oxide and are commercially available from various suppliers.
Suitable C ₈ -C ₃₀ -fatty acid mono- and diesters of addition products of 1 to 30 mol of ethylene oxide onto glycerol are preferably understood to mean the glyceryl cocoates, in particular PEG-7 glyceryl cocoate, under the INCI names PEG (1-10).
It may also be advantageous to combine the ethoxylated fatty acid esters with other ethoxylated fatty acid esters. Such product mixtures are commercially available - for example, under the name "Antil 200®" (INCI name: PEG-200 Hydrogenated Glyceryl Palmate, PEG-7 Glyceryl Cocoate) from Evonik.

Particularly preferred nonionic surfactants which may be present in the hair treatment compositions according to the invention are fatty acid alkanolamides, in particular the compounds known under the INCI names Cocamide MEA and / or Cocamide MIPA; Alkyl (oligo) glucosides, in particular the compounds known under the INCI names Caprylyl / Capryl Glucoside, Decyl Glucoside, Lauryl Glucoside and / or Coco Glucoside; C ₈ -C ₃₀ fatty acid mono- and diesters of addition products of 1 to 30 moles of ethylene oxide with glycerol, in particular the compound known by the INCI name PEG-7 glyceryl cocoate; and / or addition products of 4 to 30 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide to linear fatty alcohols having 8 to 22 carbon atoms.
Particularly preferred because of their foam-stabilizing and moisturizing properties are cocamides MEA and / or PEG-7 glyceryl cocoate.

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).

• - Alkyltrimethylammoniumchloriden mit vorzugsweise 10 bis 18 Kohlenstoffatomen im Alkylrest und/oder
• - Dialkyldimethylammoniumchloride mit vorzugsweise 10 bis 18 Kohlenstoffatomen im Alkylrest und/oder
• - Trialkylmethylammoniumchloride mit vorzugsweise 10 bis 18 Kohlenstoffatomen im Alkylrest und/oder
• - Cetyltrimethylammoniumchlorid und/oder
• - Stearyltrimethylammoniumchlorid und/oder
• - Behenyltrimethylammoniumchlorid und/oder
• - Distearyldimethylammoniumchlorid und/oder
• - Lauryldimethylammoniumchlorid und/oder
• - Lauryldimethylbenzylammoniumchlorid und/oder
• - Tricetylmethylammoniumchlorid
• - Quaternium-27 und/oder
• - Quaternium-83.

Hair treatment agents of the invention may preferably contain at least one quaternary ammonium compound, with preferred QAV being selected

• - Alkyltrimethylammoniumchloriden having preferably 10 to 18 carbon atoms in the alkyl radical and / or
• - Dialkyldimethylammoniumchloride having preferably 10 to 18 carbon atoms in the alkyl radical and / or
• - Trialkylmethylammoniumchloride preferably having 10 to 18 carbon atoms in the alkyl radical and / or
• Cetyltrimethylammonium chloride and / or
• Stearyltrimethylammonium chloride and / or
• Behenyltrimethylammonium chloride and / or
• Distearyldimethylammonium chloride and / or
• - Lauryldimethylammonium chloride and / or
• - Lauryldimethylbenzylammoniumchlorid and / or
• - tricetylmethylammonium chloride
• - Quaternium-27 and / or
• - Quaternium-83.

in der höchstens drei Reste R1 bis R4 unabhängig voneinander für eine gesättigte oder ungesättigte, verzweigte oder unverzweigte Alkylgruppe mit 1 bis 4 C-Atomen stehen, mindestens ein Rest R1 bis R4 für eine gesättigte oder ungesättigte, verzweigte oder unverzweigte Alkylkette mit 8 bis 30 C-Atomen steht, und A ein physiologisch verträgliches organisches oder anorganisches Anion bedeutet,
In bevorzugten Verbindungen gemäß Formel (IV) steht/stehen

• - zwei oder drei Reste R1 bis R4 für eine Methyl- oder eine Ethylgruppe,
• - ein oder zwei Rest(e) R1 bis R4 für eine gesättigte oder ungesättigte, verzweigte oder unverzweigte Alkylkette mit 14 bis 26 C-Atomen, und
• - A für ein Halogenidion, ein Sulfation der allgemeinen Formel RSO₃ ^-, worin R die Bedeutung von gesättigtem oder ungesättigtem Alkylresten mit 1 bis 4 Kohlenstoffatomen hat, oder für einen anionischen Rest einer organischen Säure wie Maleinsäure, Fumarsäure, Oxalsäure, Weinsäure, Citronensäure, Milchsäure oder Essigsäure.

According to the invention preferred hair treatment compositions contain - based on their weight - 0.05 to 20 wt .-%, preferably 0.1 to 10 wt .-%, more preferably 0.25 to 8 wt .-% and in particular 0.5 to 7 wt % cationic surfactant (s)
Particularly preferred cationic surfactants are selected from compounds of the following formula (IV)

in which at most three radicals R 1 to R 4 are independently of one another a saturated or unsaturated, branched or unbranched alkyl group having 1 to 4 C atoms, at least one radical R 1 to R 4 for a saturated or unsaturated, branched or unbranched alkyl chain having 8 to 30 ° C -Atomen, and A is a physiologically acceptable organic or inorganic anion,
In preferred compounds according to formula (IV) is / stand

• two or three radicals R 1 to R 4 represent a methyl or an ethyl group,
• one or two radicals R 1 to R 4 for a saturated or unsaturated, branched or unbranched alkyl chain having 14 to 26 C atoms, and
• A represents a halide ion, a sulphation of the general formula RSO ₃ ^- , in which R has the meaning of saturated or unsaturated alkyl radicals having 1 to 4 carbon atoms, or an anionic radical of an organic acid, such as maleic acid, fumaric acid, oxalic acid, tartaric acid, citric acid, Lactic acid or acetic acid.

• - drei Reste R1 bis R4 für eine Methylgruppe stehen,
• - ein Rest R1 bis R4 für eine Cetyl-, Palmityl-, Stearyl-, Arachidyl- oder eine Behenylgruppe steht, und
• - A für ein Chlorid oder ein Methosulfation steht.

More preferred are compounds according to formula (IV) in which

• three radicals R 1 to R 4 represent a methyl group,
• a radical R1 to R4 is a cetyl, palmityl, stearyl, arachidyl or a behenyl group, and
• - A stands for a chloride or a methosulfate ion.

The at least one compound of the formula (IV) is particularly preferably selected from cetyltrimethylammonium chloride, cetyltrimethylammonium methosulfate, behentrimethylammonium chloride and / or behenyltrimethylammonium methosulfate. These compounds can be used in the composition according to the invention singly or in combination, wherein the total amount of compounds of the formula (I) in the agent is preferably at most 10 wt .-%, and wherein the amount refers to the total weight of the composition according to the invention.

With particular preference an agent according to the invention contains behenium trimethyl ammonium chloride as cationic surfactant. Hair-treatment compositions according to the invention are preferred here which, based on their weight, contain 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 .-% Behenyltrimethylammoniumchlorid included.

In summary, 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.

in der
die Reste R5, R6 und R7 jeweils unabhängig voneinander gleich oder verschieden sein können und die folgende Bedeutung haben:

• - ein gesättigter oder ungesättigter, verzweigter oder unverzweigter Alkylrest mit 1 bis 4 Kohlenstoffatomen, welcher mindestens eine Hydroxylgruppe enthalten kann, oder
• - ein gesättigter oder ungesättigter, verzweigter oder unverzweigter oder ein cyclischer gesättigter oder ungesättigter Alkylrest mit 6 bis 30 Kohlenstoffatomen, welcher mindestens eine Hydroxylgruppe enthalten kann, oder
• - einen Aryl oder Alkylarylrest, beispielsweise Phenyl oder Benzyl, oder
• - (- X - R8), mit der Maßgabe, dass höchstens 2 der Reste R5, R6 oder R7 für (- X - R8) stehen können, wobei

X die folgende Bedeutung hat:

• - -(CH2)n- mit n = 1 bis 20, vorzugsweise n = 1 bis 10 und besonders bevorzugt n = 1 - 5, oder
• - -(CH₂-CHR9-O)_n- mit n = 1 bis 200, vorzugsweise 1 bis 100, mehr bevorzugt 1 bis 50, und besonders bevorzugt 1 bis 20, sowie mit R9 in der Bedeutung von Wasserstoff, Methyl oder Ethyl, oder
• - eine Hydroxyalkylengruppe mit ein bis vier Kohlenstoffatomen, welche verzweigt oder unverzweigt sein kann, und welche mindestens eine und höchstens 3 Hydroxylgruppen enthält, und wobei

R8 die folgende Bedeutung hat:

• - R10-O-CO-, worin R10 einen gesättigten oder ungesättigten, verzweigten oder unverzweigten oder einen cyclischen, gesättigten oder ungesättigten Alkylrest mit 6 bis 30 Kohlenstoffatomen ist, welcher mindestens eine Hydroxylgruppe enthalten kann, und welcher gegebenenfalls weiterhin mit 1 bis 100 Ethylenoxideinheiten und/oder 1 bis 100 Propylenoxideinheiten oxethyliert sein kann, oder
• - R11-CO-, worin R11 einen gesättigten oder ungesättigten, verzweigten oder unverzweigten oder einen cyclischen, gesättigten oder ungesättigten Alkylrest mit 6 bis 30 Kohlenstoffatomen ist, welcher mindestens eine Hydroxylgruppe enthalten kann, und welcher gegebenenfalls weiterhin mit 1 bis 100 Ethylenoxideinheiten und/oder 1 bis 100 Propylenoxideinheiten oxethyliert sein kann, und

in der A für ein physiologisch verträgliches organisches oder anorganisches Anion steht, bevorzugt steht einer der Reste R5, R6 oder R7 für die Gruppe (- X - R8), R8 steht für einen nicht ethoxylierten Fettsäurerest, wie für einen Palmitin-, Stearin-, Arachin- oder einen Behensäurerest, insbesondere einen Stearinsäurerest, und A steht für ein Halogenidion, ein Sulfation der allgemeinen Formel RSO₃ ^-, worin R die Bedeutung von gesättigtem oder ungesättigten Alkylresten mit 1 bis 4 Kohlenstoffatomen hat, oder für einen anionischen Rest einer organischen Säuren wie Maleinsäure, Fumarsäure, Oxalsäure, Weinsäure, Citronensäure, Milchsäure oder Essigsäure, insbesondere für ein Chloridion oder für ein Methosulfation.The hair treatment compositions can also contain at least one esterquat as cationic surfactant. For the purposes of the present invention, "esterquats" are preferably understood as meaning compounds of the following formula (V)

in the
each of R5, R6 and R7 may be the same or different and have the following meaning:

• a saturated or unsaturated, branched or unbranched alkyl radical having 1 to 4 carbon atoms, which may contain at least one hydroxyl group, or
• a saturated or unsaturated, branched or unbranched or cyclic saturated or unsaturated alkyl radical having from 6 to 30 carbon atoms which may contain at least one hydroxyl group, or
• an aryl or alkylaryl radical, for example phenyl or benzyl, or
• - (- X - R8), with the proviso that at most 2 of the radicals R5, R6 or R7 may be (- X - R8), where

X has the following meaning:

• - - (CH 2) n - with n = 1 to 20, preferably n = 1 to 10 and particularly preferably n = 1 - 5, or
• - - (CH ₂ -CHR 9 -O) _n - where n = 1 to 200, preferably 1 to 100, more preferably 1 to 50, and particularly preferably 1 to 20, and with R 9 meaning hydrogen, methyl or ethyl, or
• a hydroxyalkylene group having from one to four carbon atoms, which may be branched or unbranched, and which contains at least one and at most 3 hydroxyl groups, and wherein

R8 has the following meaning:

• R 10 -O-CO-, wherein R 10 is a saturated or unsaturated, branched or unbranched or cyclic, saturated or unsaturated alkyl radical having 6 to 30 carbon atoms, which may contain at least one hydroxyl group, and which optionally further with 1 to 100 ethylene oxide units and or 1 to 100 propylene oxide units may be ethoxylated, or
• R 11 -CO-, wherein R 11 is a saturated or unsaturated, branched or unbranched or cyclic, saturated or unsaturated alkyl radical having 6 to 30 carbon atoms, which may contain at least one hydroxyl group, and which optionally further with 1 to 100 ethylene oxide units and / or 1 to 100 propylene oxide units can be ethoxylated, and

in which A is a physiologically acceptable organic or inorganic anion, preferably one of the radicals R 5, R 6 or R 7 is the group (--X - R 8), R 8 is a nonethoxylated fatty acid radical, such as a palmitic, stearin, Arachin or a behenic acid radical, in particular a stearic acid radical, and A is a halide ion, a sulfate of the general formula RSO ₃ ^- , wherein R has the meaning of saturated or unsaturated alkyl radicals having 1 to 4 carbon atoms, or an anionic radical of an organic acids such as maleic acid, fumaric acid, oxalic acid, tartaric acid, citric acid, lactic acid or acetic acid, in particular for a chloride ion or for a methosulfate ion.

Suitable for the present invention means esterquats are preferably selected from at least one of the products under the trade names Rewoquat ^®, Stepantex ^®, Dehyquart ^®, Armocare ^® and Akypoquat ^® marketed. Specific examples according to the invention particularly suitable esterquats are the products Armocare ^® VGH-70, Dehyquart ^® F-75, Dehyquart ^® C-4046, Dehyquart ^® L80, Dehyquart ^® F-30, Dehyquart ^® AU-35, Rewoquat ^® WE18, Rewoquat ^® WE38 DPG, Stepantex® ^® VS 90 and Akypoquat ^® 131st

Particular preference is given to compositions according to the invention which contain as esterquat at least one of the compounds known under the INCI names distearoylethyl hydroxyethylmonium methosulfate and distearoylethyl hydroxyethylmonium chloride.
Particular preference is given to distearoylethyl hydroxyethylmonium methosulfate which is present in the compositions according to the invention in a preferred amount of from 0.1 to 10% by weight, more preferably from 0.5 to 8% by weight, particularly preferably from 0.75 to 6% by weight. % and in particular from 1 to 5 wt .-% may be contained, wherein the quantities are based on the total weight of the composition according to the invention.

The esterquat (s) can be added to the compositions according to the invention either individually or as a mixture with other care ingredients.
On account of the better handleability and processability, it may be advantageous if the esterquat (s), in particular distearoylethyl hydroxyethylmonium methosulphate, is added to the compositions according to the invention as active ingredient mixture. A particularly suitable example of such Active agent mixture is available, for example under the trade name Dehyquart ^® F 75 from BASF (Distearoylethyl Hydroxyethylmonium Methosulfate and Cetearyl Alcohol).

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% by weight and in particular 0.15 to 0.8% by weight of at least one polymer from the group of the cationic cellulose polymers and / or the cationic guar derivatives.

In summary, preferred hair treatment compositions according to the invention are characterized in that they contain, based on their weight, from 0.01 to 3% by weight, preferably from 0.05 to 2% by weight, more preferably from 0.1 to 1.5% by weight. and in particular from 0.15 to 0.8% by weight of cationic polymer (s), preferably from 0.01 to 3% by weight, preferably from 0.05 to 2% by weight, more preferably from 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 count to native cellulose, as they z. B. were subsequently introduced by chemical synthesis.
Preference is given to quaternized cellulose polymers which originate 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% by weight and especially 0.15 to 0.8% by weight of 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) of 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% by weight and in particular 0.15 to 0.8% by weight of guar hydroxypropyltrimonium chlorides. Preferred hair treatment compositions are characterized in that they are 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 .-% fatty alcohol (s) included.

Particularly preferred hair treatment compositions are characterized in that they contain, based on their weight, from 0.1 to 20% by weight, preferably from 0.5 to 15% by weight, more preferably from 1 to 10% by weight and in particular from 2 to 8 % By weight of fatty alcohol (s) of the formula (III) H ₃ C- (CH ₂ ) _k -CH ₂ -OH (III) in which k stands for integers from 4 to 28, preferably from 6 to 24, more preferably from 8 to 22 and especially for 10, 12, 14, 16, 18 or 20.

Particularly preferred hair treatment compositions according to the invention contain - based on their weight - 0.1 to 20 wt .-%, preferably 0.5 to 15 wt .-%, more preferably 1 to 10 wt .-% and in particular 2 to 8 wt .-% Alcohol (s) from the group consisting of 1-dodecanol (lauryl alcohol), 1-hexadecanol (cetyl alcohol), 1-octadecanol (stearyl alcohol), 1-docosanol (behenyl alcohol), the amounts being based on the total amount of said fatty alcohols in the composition.

Very particularly preferred hair treatment compositions according to the invention contain - based on their weight - 0.1 to 20 wt .-%, preferably 0.5 to 15 wt .-%, more preferably 1 to 10 wt .-% and in particular 2 to 8 wt. % Alcohol (s) from the group 1-hexadecanol (cetyl alcohol), 1-octadecanol (stearyl alcohol), the amounts being based on the total amount of said fatty alcohols in the composition.

The hair treatment compositions preferably contain at least one silicone, which ensures a pleasant feel of the hair and further strengthens the structure-strengthening effect of the combination according to the invention.

1. (i) Polyalkylsiloxanen, Polyarylsiloxanen, Polyalkylarylsiloxanen, die flüchtig oder nicht flüchtig, geradkettig, verzweigt oder cyclisch, vernetzt oder nicht vernetzt sind;
2. (ii) Polysiloxanen, die in ihrer allgemeinen Struktur eine oder mehrere organofunktionelle Gruppen enthalten, die ausgewählt sind unter:
   1. a) substituierten oder unsubstituierten aminierten Gruppen;
   2. b) (per)fluorierten Gruppen;
   3. c) Thiolgruppen;
   4. d) Carboxylatgruppen;
   5. e) hydroxylierten Gruppen;
   6. f) alkoxylierten Gruppen;
   7. g) Acyloxyalkylgruppen;
   8. h) amphoteren Gruppen;
   9. i) Bisulfitgruppen;
   10. j) Hydroxyacylaminogruppen;
   11. k) Carboxygruppen;
   12. l) Sulfonsäuregruppen; und
   13. m) Sulfat- oder Thiosulfatgruppen;
3. (iii) linearen Polysiloxan(A)- Polyoxyalkylen(B)- Blockcopoylmeren vom Typ (A-B)_n mit n > 3;
4. (iv) gepfropften Siliconpolymeren mit nicht siliconhaltigem, organischen Grundgerüst, die aus einer organischen Hauptkette bestehen, welche aus organischen Monomeren gebildet wird, die kein Silicon enthalten, auf die in der Kette sowie gegebenenfalls an mindestens einem Kettenende mindestens ein Polysiloxanmakromer gepfropft wurde;
5. (v) gepfropften Siliconpolymeren mit Polysiloxan-Grundgerüst, auf das nicht siliconhaltige, organische Monomere gepfropft wurden, die eine Polysiloxan-Hauptkette aufweisen, auf die in der Kette sowie gegebenenfalls an mindestens einem ihrer Enden mindestens ein organisches Makromer gepfropft wurde, das kein Silicon enthält;

oder deren Gemischen.Preferred agents according to the invention are characterized in that they contain at least one silicone selected from:

1. (i) polyalkyl siloxanes, polyaryl siloxanes, polyalkylaryl siloxanes which are volatile or nonvolatile, straight chain, branched or cyclic, crosslinked or uncrosslinked;
2. (ii) Polysiloxanes containing in their general structure one or more organofunctional groups selected from:
   1. a) substituted or unsubstituted aminated groups;
   2. b) (per) fluorinated groups;
   3. c) thiol groups;
   4. d) carboxylate groups;
   5. e) hydroxylated groups;
   6. f) alkoxylated groups;
   7. g) acyloxyalkyl groups;
   8. h) amphoteric groups;
   9. i) bisulfite groups;
   10. j) hydroxyacylamino groups;
   11. k) carboxy groups;
   12. l) sulfonic acid groups; and
   13. m) sulphate or thiosulphate groups;
3. (iii) linear polysiloxane (A) - polyoxyalkylene (B) - block copolymers of the type (AB) _n with n>3;
4. (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;
5. (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.

Hair treatment compositions preferred according to the invention are characterized in that they contain, based on their weight, from 0.01 to 20% by weight, preferably from 0.1 to 10% by weight, more preferably from 0.5 to 7.5% by weight and in particular 1 to 5 wt .-% 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- [O-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.

• (CH₃)₃Si-O-Si(CH₃)₃ (CH₃)₃Si-O-(CH₃)₂Si-O-Si(CH₃)₃ (CH₃)₃Si-[O-(CH₃)₂Si]₂-O-Si(CH₃)₃ (CH₃)₃Si-[O-(CH₃)₂Si]₃-O-Si(CH₃)₃ (CH₃)₃Si-[O-(CH₃)₂Si]₄-O-Si(CH₃)₃ (CH₃)₃Si-[O-(CH₃)₂Si]₅-O-Si(CH₃)₃ (CH₃)₃Si-[O-(CH₃)₂Si]₆-O-Si(CH₃)₃ (CH₃)₃Si-[O-(CH₃)₂Si]₇-O-Si(CH₃)₃ (CH₃)₃Si-[O-(CH₃)₂Si]₈-O-Si(CH₃)₃ (CH₃)₃Si-[O-(CH₃)₂Si]₉-O-Si(CH₃)₃ (CH₃)₃Si-[O-(CH₃)₂Si]₁₀-O-Si(CH₃)₃ (CH₃)₃Si-[O-(CH₃)₂Si]₁₁-O-Si(CH₃)₃ (CH₃)₃Si-[O-(CH₃)₂Si]₁₂-O-Si(CH₃)₃ (CH₃)₃Si-[O-(CH₃)₂Si]₁₃-O-Si(CH₃)₃ (CH₃)₃Si-[O-(CH₃)₂Si]₁₄-O-Si(CH₃)₃ (CH₃)₃Si-[O-(CH₃)₂Si]₁₅-O-Si(CH₃)₃ (CH₃)₃Si-[O-(CH₃)₂Si]₁₆-O-Si(CH₃)₃ (CH₃)₃Si-[O-(CH₃)₂Si]₁₇-O-Si(CH₃)₃ (CH₃)₃Si-[O-(CH₃)₂Si]₁₈-O-Si(CH₃)₃ (CH₃)₃Si-[O-(CH₃)₂Si]₁₉-O-Si(CH₃)₃ (CH₃)₃Si-[O-(CH₃)₂Si]₂₀-O-Si(CH₃)₃

eingesetzt, wobei (CH₃)₃Si-O-Si(CH₃)₃, (CH₃)₃Si-O-(CH₃)₂Si-O-Si(CH₃)₃ und/oder (CH₃)₃Si-[O-(CH₃)₂Si]₂-O-Si(CH₃)₃ besonders bevorzugt sind. Selbstverständlich können auch Mischungen der o.g. Silikone in den erfindungsgemäßen Mitteln enthalten sein. Bevorzugte erfindungsgemäß einsetzbare Silikone weisen bei 20°C Viskositäten von 0,2 bis 2 mm²s^-1 auf, wobei Silikone mit Viskositäten von 0,5 bis 1 mm²s^-1 besonders bevorzugt sind.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 Si-O-Si (CH ₃ ) ₃ (CH ₃ ) ₃ Si-O- (CH ₃ ) ₂ Si-O-Si (CH ₃ ) ₃ (CH ₃ ) ₃ Si [O- ( CH ₃ ) ₂ Si] ₂ -O-Si (CH ₃ ) ₃ (CH ₃ ) ₃ Si [O- (CH ₃ ) ₂ Si] ₃ -O-Si (CH ₃ ) ₃ (CH ₃ ) ₃ Si [O- (CH ₃ ) ₂ Si] ₄ -O-Si (CH ₃ ) ₃ (CH ₃ ) ₃ Si [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 Si [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 Si [O- (CH ₃ ) ₂ Si] ₉ -O-Si (CH ₃ ) ₃ (CH ₃ ) ₃ Si [O- (CH ₃ ) ₂ Si] ₁₀ -O-Si (CH ₃ ) ₃ (CH ₃ ) ₃ Si [O- (CH ₃ ) ₂ Si] ₁₁ -O-Si (CH _{3) 3} (CH _{3) 3} Si- [O- (CH _{3) 2} Si] ₁₂ -O-Si (CH _{3) 3} (CH _{3) 3} Si- [O- (CH _{3) 2} Si] ₁₃ -O-Si (CH ₃ ) ₃ (CH ₃ ) ₃ Si [O- (CH ₃ ) ₂ Si] ₁₄ -O-Si (CH ₃ ) ₃ (CH ₃ ) ₃ Si [O] (CH ₃ ) ₂ Si] ₁₅ -O-Si (CH ₃ ) ₃ (CH ₃ ) ₃ Si [O- (CH ₃ ) ₂ Si] ₁₆ -O-Si (CH ₃ ) ₃ (CH ₃ ) ₃ Si - [O- (CH ₃ ) ₂ Si] ₁₇ -O-Si (CH ₃ ) ₃ (CH ₃ ) ₃ Si [O- (CH ₃ ) ₂ Si] ₁₈ -O-Si (CH ₃ ) ₃ (CH ₃ ) ₃ Si [O- (CH ₃ ) ₂ Si] ₁₉ -O-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 [O- (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 ^-1 at 20 ° C., silicones having viscosities of from 0.5 to 1 mm ² s ^{-1 being} particularly preferred.

Particularly preferred agents according to the invention contain one or more amino-functional silicones. Such silicones may, for example, be represented by the formula M (R _a Q _b SiO _{(4-ab) / 2) x} (R _c SiO _{(4-c) / 2) y} M wherein R in the above formula is a hydrocarbon or a hydrocarbon group of 1 to about 6 carbon atoms, Q is a polar group of the general formula -R ¹ HZ wherein R ^{1 is} a divalent linking group attached to hydrogen and the group Z is an organic, amino-functional radical containing at least one amino-functional group, carbon and hydrogen atoms, carbon, hydrogen and oxygen atoms or carbon, hydrogen and nitrogen atoms; "A" assumes values in the range of about 0 to about 2, "b" assumes values in the range of about 1 to about 3, "a" + "b" is less than or equal to 3, and "c" is a number in the range from about 1 to about 3, and x is a number ranging from 1 to about 2,000, preferably from about 3 to about 50, and most preferably from about 3 to about 25, and y is a number ranging from about 20 to about 10,000 , preferably from about 125 to about 10,000, and most preferably from about 150 to about 1,000, and M is a suitable silicone end group as known in the art, preferably trimethylsiloxy. Non-limiting examples of the groups represented by R include alkyl groups such as methyl, ethyl, propyl, isopropyl, isopropyl, butyl, isobutyl, amyl, isoamyl, hexyl, isohexyl and the like; Alkenyl radicals such as vinyl, halovinyl, alkylvinyl, allyl, haloallyl, alkylallyl; Cycloalkyl radicals such as cyclobutyl, cyclopentyl, cyclohexyl and the like; Phenyl radicals, benzyl radicals, halohydrocarbon radicals such as 3-chloropropyl, 4-bromobutyl, 3,3,3-trifluoropropyl, chlorocyclohexyl, bromophenyl, chlorophenyl and the like, and sulfur containing radicals such as mercaptoethyl, mercaptopropyl, mercaptohexyl, mercaptophenyl and the like; preferably, R is one Alkyl radical containing 1 to about 6 carbon atoms, and most preferably R is methyl. Examples of R ¹ include methylene, ethylene, propylene, hexamethylene, decamethylene, -CH ₂ CH (CH ₃ ) CH ₂ -, phenylene, naphthylene, -CH ₂ CH ₂ SCH ₂ CH ₂ -, - CH ₂ CH ₂ OCH ₂ - , -OCH ₂ CH ₂ -, -OCH ₂ CH ₂ CH ₂ -, -CH ₂ CH (CH ₃ ) C (O) OCH ₂ -, - (CH ₂ ) ₃ CC (O) OCH ₂ CH ₂ -, C ₆ H ₄ C ₆ H ₄ -, -C ₆ H ₄ CH ₂ C ₆ H ₄ -; and - (CH ₂ ) ₃ C (O) SCH ₂ CH ₂ -.

Z is an organic, amino-functional radical containing at least one functional amino group. A possible formula for Z is NH (CH ₂ ) _z NH ₂ , wherein z is 1 or more. Another possible formula for Z is -NH (CH ₂ ) _z (CH ₂ ) _zz NH, wherein both z and zz are independently 1 or more, which structure includes diamino ring structures, such as piperazinyl. Z is most preferably a -NHCH ₂ CH ₂ NH ₂ radical. Another possible formula for Z is - N (CH ₂ ) _z (CH ₂ ) _zz NX ₂ or -NX ₂ , wherein each X of X _{2 is} independently selected from the group consisting of hydrogen and alkyl groups of 1 to 12 carbon atoms, and zz is 0.

Q is most preferably a polar, amine functional group of the formula -CH ₂ CH ₂ CH ₂ NHCH ₂ CH ₂ NH ₂ . In the formulas, "a" assumes values in the range of about 0 to about 2, "b" assumes values in the range of about 2 to about 3, "a" + "b" is less than or equal to 3, and "c "Is a number in the range of about 1 to about 3. The molar ratio of the R _a Q _b SiO _{(4-ab) / 2} units to the R _c SiO _{(4-c) / 2} units is in the range of about From 1: 2 to 1:65, preferably from about 1: 5 to about 1: 65, and most preferably from about 1: 15 to about 1: 20. When one or more silicones of the above formula are employed then the various variable substituents in of the above formula may be different for the various silicone components present in the silicone blend.

• - G ist-H, eine Phenylgruppe, -OH, -O-CH₃, -CH₃, -O-CH₂CH₃, -CH₂CH₃, -O-CH₂CH₂CH₃,-CH₂CH₂CH₃, -O-CH(CH₃)₂, -CH(CH₃)₂, -O-CH₂CH₂CH₂CH₃, - CH₂CH₂CH₂CH₃, -O-CH₂CH(CH₃)₂, -CH₂CH(CH₃)₂, -O-CH(CH₃)CH₂CH₃, - CH(CH₃)CH₂CH₃, -O-C(CH₃)₃, -C(CH₃)₃;
• - a steht für eine Zahl zwischen 0 und 3, insbesondere 0;
• - b steht für eine Zahl zwischen 0 und 1, insbesondere 1,
• - m und n sind Zahlen, deren Summe (m + n) zwischen 1 und 2000, vorzugsweise zwischen 50 und 150 beträgt, wobei n vorzugsweise Werte von 0 bis 1999 und insbesondere von 49 bis 149 und m vorzugsweise Werte von 1 bis 2000, insbesondere von 1 bis 10 annimmt,
• - R' ist ein monovalenter Rest ausgewählt aus
  • ◯ -Q-N(R'')-CH₂-CH₂-N(R'')₂
  • ◯ -Q-N(R'')₂
  • ◯ -Q-N⁺(R'')₃A^-
  • ◯ -Q-N⁺H(R'')₂ A^-
  • ◯ -Q-N⁺H₂(R'')A^-
  • ◯ -Q-N(R'')-CH₂-CH₂-N⁺R''H₂A^-,

wobei jedes Q für eine chemische Bindung, -CH₂-, -CH₂-CH₂-, -CH₂CH₂CH₂-, -C(CH₃)₂-, - CH₂CH₂CH₂CH₂-, -CH₂C(CH₃)₂-, -CH(CH₃)CH₂CH₂- steht, R'' für gleiche oder verschiedene Reste aus der Gruppe -H, -Phenyl, -Benzyl, -CH₂-CH(CH₃)Ph, der C_1-20-Alkylreste, vorzugsweise -CH₃, -CH₂CH₃, -CH₂CH₂CH₃, -CH(CH₃)₂, -CH₂CH₂CH₂H₃, - CH₂CH(CH₃)₂, -CH(CH₃)CH₂CH₃, -C(CH₃)₃, steht und A ein Anion repräsentiert, welches vorzugsweise ausgewählt ist aus Chlorid, Bromid, lodid oder Methosulfat.Preferred agents according to the invention are characterized in that they contain an amino-functional silicone of the formula (Si-II) R _'a G _3-a -Si (OSiG _{2) n} - (OSiG _b R' _{2-b) m} -O-SiG _3-a -R'a (Si-II), contain, in which means:

• - G is -H, a phenyl group, -OH, -O-CH ₃ , -CH ₃ , -O-CH ₂ CH ₃ , -CH ₂ CH ₃ , -O-CH ₂ CH ₂ CH ₃ , -CH ₂ CH ₂ CH ₃ , -O-CH (CH ₃ ) ₂ , -CH (CH ₃ ) ₂ , -O-CH ₂ CH ₂ CH ₂ CH ₃ , - CH ₂ CH ₂ CH ₂ CH ₃ , -O-CH ₂ CH (CH ₃ ) ₂ , -CH ₂ CH (CH ₃ ) ₂ , -O-CH (CH ₃ ) CH ₂ CH ₃ , - CH (CH ₃ ) CH ₂ CH ₃ , -OC (CH ₃ ) ₃ , -C (CH ₃ ) ₃ ;
• a is a number between 0 and 3, in particular 0;
• b is a number between 0 and 1, in particular 1,
• m and n are numbers whose sum (m + n) is between 1 and 2000, preferably between 50 and 150, where n is preferably 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,
• - R 'is a monovalent radical selected from
  • ◯ -QN (R '') - CH ₂ -CH ₂ -N (R '') ₂
  • ◯ -QN (R '') ₂
  • ◯ -QN ⁺ (R '') ₃ A ^-
  • ◯ -QN ⁺ H (R '') ₂ A ^-
  • ◯ -QN ⁺ H ₂ (R '') A ^-
  • ◯ -QN (R ") - CH ₂ -CH ₂ -N ⁺ R''H ₂ A ^- ,

wherein each Q is a chemical bond, -CH ₂ -, -CH ₂ -CH ₂ -, -CH ₂ CH ₂ CH ₂ -, -C (CH ₃ ) ₂ -, - CH ₂ CH ₂ CH ₂ CH ₂ -, -CH ₂ C (CH ₃ ) ₂ -, -CH (CH ₃ ) CH ₂ CH ₂ -, R '' represents identical or different radicals from the group -H, -phenyl, -benzyl, -CH ₂ -CH ( CH ₃ ) Ph, the C _1-20 -alkyl radicals, preferably -CH ₃ , -CH ₂ CH ₃ , -CH ₂ CH ₂ CH ₃ , -CH (CH ₃ ) ₂ , -CH ₂ CH ₂ CH ₂ H ₃ , - CH ₂ CH (CH ₃ ) ₂ , -CH (CH ₃ ) CH ₂ CH ₃ , -C (CH ₃ ) ₃ , and A represents an anion, which is preferably selected from chloride, bromide, iodide or methosulfate.

enthalten, worin m und n Zahlen sind, deren Summe (m + n) zwischen 1 und 2000, vorzugsweise zwischen 50 und 150 beträgt, wobei n vorzugsweise Werte von 0 bis 1999 und insbesondere von 49 bis 149 und m vorzugsweise Werte von 1 bis 2000, insbesondere von 1 bis 10 annimmt.Particularly preferred agents according to the invention are characterized in that they contain at least one amino-functional silicone of the formula (Si-IIa)

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.

enthalten, worin R für -OH, -O-CH₃ oder eine -CH₃-Gruppe steht und m, n1 und n2 Zahlen sind, deren Summe (m + n1 + n2) zwischen 1 und 2000, vorzugsweise zwischen 50 und 150 beträgt, wobei die Summe (n1 + n2) vorzugsweise Werte von 0 bis 1999 und insbesondere von 49 bis 149 und m vorzugsweise Werte von 1 bis 2000, insbesondere von 1 bis 10 annimmt.Also particularly preferred are agents according to the invention which are an amino-functional silicone of the formula (Si-IIb)

in which R is -OH, -O-CH ₃ or a -CH ₃ group and m, n1 and n2 are numbers whose sum (m + n1 + n2) is between 1 and 2,000, preferably between 50 and 150 , where 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 compositions which are preferred according to the invention are characterized in that, based on their weight, they contain 0.01 to 20% by weight, preferably 0.1 to 10% by weight, more preferably 0.5 to 7.5% by weight and in particular from 1 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.

enthalten, in der

• - m und n bedeuten Zahlen, die so gewählt sind, daß die Summe (n + m) im Bereich von 1 bis 1000 liegt,
• - n ist eine Zahl im Bereich von 0 bis 999 und m ist eine Zahl im Bereich von 1 bis 1000,
• - R1, R2 und R3, die gleich oder verschieden sind, bedeuten eine Hydroxygruppe oder eine C1-4-Alkoxygruppe,
• - wobei mindestens eine der Gruppen R1 bis R3 eine Hydroxygruppe bedeutet;

Agents preferred according to the invention are characterized in that, based on their weight, they contain 0.01 to 20% by weight, preferably 0.1 to 10% by weight, particularly preferably 0.5 to 7.5% by weight and in particular 1 to 5% by weight of at least one silicone of the following formula (Si-III)

included in the

• - m and n are numbers chosen so that the sum (n + m) is in the range of 1 to 1000,
• n is a number in the range of 0 to 999 and m is a number in the range of 1 to 1000,
• R1, R2 and R3, which are identical or different, denote a hydroxy group or a C1-4-alkoxy group,
• - wherein at least one of the groups R1 to R3 is a hydroxy group;

enthält, in der

• - p und q bedeuten Zahlen, die so gewählt sind, daß die Summe (p + q) im Bereich von 1 bis 1000 liegt,
• - p ist eine Zahl im Bereich von 0 bis 999 und q ist eine Zahl im Bereich von 1 bis 1000,
• - R1 und R2, die verschieden sind, bedeuten eine Hydroxygruppe oder eine C1-4-Alkoxygruppe, wobei mindestens eine der Gruppen R1 bis R2 eine Hydroxygruppe bedeutet.

Further agents preferred according to the invention are characterized in that, based on their weight, they contain 0.01 to 20% by weight, preferably 0.1 to 10% by weight, more preferably 0.5 to 7.5% by weight and in particular 1 to 5% by weight of at least one silicone of the following formula (Si-IV)

contains, in the

• p and q are numbers chosen so that the sum (p + q) is in the range of 1 to 1000,
• p is a number in the range of 0 to 999 and q is a number in the range of 1 to 1000,
• R1 and R2, which are different, denote a hydroxy group or a C1-4 alkoxy group, where at least one of the groups R1 to R2 represents a hydroxy group.

The silicones of formulas (Si-III) and (Si-IV) differ by the grouping on the Si atom bearing the nitrogen-containing group: In formula (Si-III), R2 represents a hydroxy group or a C1-4 alkoxy group, while the rest in formula (Si-IV) is a methyl group. The individual Si groups, which are identified by the indices m and n or p and q, do not have to be present as blocks; rather, the individual units can also be present in random distribution, ie in the formulas (Si-III) and (Si) IV), not every R1-Si (CH ₃ ) ₂ group is bound to an - [O-Si (CH ₃ ) ₂ ] -group.

in der

A

für eine Gruppe -OH, -O-Si(CH₃)₃,-O-Si(CH₃)₂OH ,-O-Si(CH₃)₂OCH₃ steht,

D

für eine Gruppe -H, -Si(CH₃)₃,-Si(CH₃)₂OH, -Si(CH₃)₂OCH₃ steht,

b, n und c

für ganze Zahlen zwischen 0 und 1000 stehen,

mit den Maßgaben

• - n > 0 und b + c> 0
• - mindestens eine der Bedingungen A = -OH bzw. D = -H ist erfüllt.

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

a group is -OH, -O-Si (CH ₃ ) ₃ , -O-Si (CH ₃ ) ₂ OH, -O-Si (CH ₃ ) ₂ OCH ₃ ,

D

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

b, n and c

stand for 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.

in der

A

für eine Gruppe -OH, -O-Si(CH₃)₃,-O-Si(CH₃)₂OH ,-O-Si(CH₃)₂OCH₃ steht,

D

für eine Gruppe -H, -Si(CH₃)₃,-Si(CH₃)₂OH, -Si(CH₃)₂OCH₃ steht,

b, n und c

für ganze Zahlen zwischen 0 und 1000 stehen,

mit den Maßgaben

• - n > 0 und b + c > 0
• - mindestens eine der Bedingungen A = -OH bzw. D = -H ist erfüllt,

sind demnach erfindungsgemäß bevorzugt.Hair treatment compositions according to the invention, which - based on their weight - 0.01 to 20 wt.%, Preferably 0.1 to 10 wt.%, Particularly preferably 0.5 to 7.5 wt.% And in particular 1 to 5 wt.% At least a silicone of the formula (Si-V) contain:

in the

A

a group is -OH, -O-Si (CH ₃ ) ₃ , -O-Si (CH ₃ ) ₂ OH, -O-Si (CH ₃ ) ₂ OCH ₃ ,

D

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

b, n and c

stand for 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.

in der

A

für eine über ein -O- gebundene Struktureinheit (i)

oder einen über ein -O- gebundenen oligomeren oder polymeren Rest enthaltend Struktureinheiten der Formel (i) oder für -OH steht, * für eine Bindung zu der Struktureinheit (i) oder für eine Endgruppe B (Si-gebunden) oder D (O-gebunden) steht,

B

für eine Gruppe -OH, -O-Si(CH₃)₃,-O-Si(CH₃)₂OH ,-O-Si(CH₃)₂OCH₃ steht,

D

für eine Gruppe -H, -Si(CH₃)₃,-Si(CH₃)₂OH, -Si(CH₃)₂OCH₃ steht,

a, b und c

für ganze Zahlen zwischen 0 und 1000 stehen, mit der Maßgabe a + b + c > 0

m, n und o

für ganze Zahlen zwischen 1 und 1000 stehen.

mit der Maßgabe, daß mindestens eine der Bedingungen B = -OH bzw. D = -H erfüllt ist, sind besonders bevorzugt.Other particularly suitable silicones are 4-morpholinomethyl substituted. Haarbehaandlungsmittel according to the invention, based on their weight, 0.01 to 20 wt.%, Preferably 0.1 to 10 wt.%, particularly preferably 0.5 to 7.5% by weight and in particular 1 to 5% by weight of at least one 4-morpholinomethyl-substituted silicone of the formula (Si-VI),

in the

A

for a structural unit linked via an -O- (i)

or an oligomeric or polymeric radical which is bonded via an -O- and contains structural units of the formula (i) or -OH, * for a bond to the structural unit (i) or for an end group B (Si-bonded) or D (O-) bound),

B

a group is -OH, -O-Si (CH ₃ ) ₃ , -O-Si (CH ₃ ) ₂ OH, -O-Si (CH ₃ ) ₂ OCH ₃ ,

D

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

a, b and c

for integers between 0 and 1000, with the proviso a + b + c> 0

m, n and o

for integers between 1 and 1000

with the proviso that at least one of the conditions B = -OH or D = -H is satisfied, are particularly preferred.

• - für eine über ein -O- gebundene Struktureinheit (i) oder
• - einen über ein -O- gebundenen oligomeren oder polymeren Rest enthaltend Struktureinheiten der Formel (i)
• - oder für -OH stehen.

Structural formula (Si-VI) is intended to illustrate that the siloxane groups n and o 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-VI) a> 0 and b> 0, ie the terminal group B or D is preferably attached to a dimethylsiloxy moiety bound. Also in formula (Si-VI), the siloxane units a, b, c, n and o are preferably randomly distributed. The silicones used according to the invention represented by formula (Si-VI) 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 hairs treated with the agents according to the invention, in particular to a greatly improved protection in the case of oxidative treatment.
Also in formula (Si-VI), the radical A

• for a structural unit (i) or a group bonded via an -O- or
• an oligomeric or polymeric radical bonded via an -O- and containing structural units of the formula (i)
• - or stand for -OH.

Thus, formula (Si-VI) is specified to one of the formulas (Si-VIa), (Si-VIb) or (Si-VIc):

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 α-iso-tridecyl-ω-hydroxypolyglycolether (INCI name : Trideceth-10) or mixtures thereof.

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 of these 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 tim range of from 4.2 to 5.8, more preferably from 4.25 to 5.6, most preferably from 4.3 to 5.5, most preferably from 4.35 to 5.4, and more preferably from 4.4 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, grapeseed 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 .-%.

• - Proteinhydrolysate,
• - Vitamine,
• - Pflanzenextrakte und/oder
• - Glycerin.

Unter geeigneten Proteinhydrolysaten sind Produktgemische zu verstehen, die durch sauer, basisch oder enzymatisch katalysierten Abbau von Proteinen (Eiweißen) erhalten werden können. Es können Proteinhydrolysate pflanzlichen, tierischen und/oder marinen Ursprungs eingesetzt werden.
Tierische Proteinhydrolysate sind beispielsweise Elastin-, Kollagen-, Keratin-, Seiden- und Milcheiweiß-Proteinhydrolysate, die auch in Form von Salzen vorliegen können. Solche Produkte werden beispielsweise unter den Warenzeichen Dehylan^® (Cognis), Promois^® (Interorgana), Collapuron^® (Cognis), Nutrilan^® (Cognis), Gelita-Sol^® (Deutsche Gelatine Fabriken Stoess & Co), Lexein^® (Inolex) und Kerasol^® (Croda) vertrieben.
Bevorzugt sind Proteinhydrolysate pflanzlichen Ursprungs, z. B. Soja-, Mandel-, Reis-, Erbsen-, Kartoffel- und Weizenproteinhydrolysate. Solche Produkte sind beispielsweise unter den Warenzeichen Gluadin^® (Cognis), DiaMin^® (Diamalt), Lexein^® (Inolex) und Crotein^® (Croda) erhältlich. Einsetzbar sind auch kationisierte Proteinhydrolysate, wobei das zugrundeliegende Proteinhydrolysat vom Tier, beispielsweise aus Collagen, Milch oder Keratin, von der Pflanze, beispielsweise aus Weizen, Mais, Reis, Kartoffeln, Soja oder Mandeln, von marinen Lebensformen, beispielsweise aus Fischcollagen oder Algen, oder von biotechnologisch gewonnenen Proteinhydrolysaten, stammen kann. Die den kationischen Derivaten zugrundeliegenden Proteinhydrolysate können aus den entsprechenden Proteinen durch eine chemische, insbesondere alkalische oder saure Hydrolyse, durch eine enzymatische Hydrolyse und/oder einer Kombination aus beiden Hydrolysearten gewonnen werden. Die Hydrolyse von Proteinen ergibt in der Regel ein Proteinhydrolysat mit einer Molekulargewichtsverteilung von etwa 100 Dalton bis hin zu mehreren tausend Dalton. Bevorzugt sind solche kationischen Proteinhydrolysate, deren zugrundeliegender Proteinanteil ein Molekulargewicht von 100 bis zu 25000 Dalton, bevorzugt 250 bis 5000 Dalton aufweist. Weiterhin sind unter kationischen Proteinhydrolysaten quaternierte Aminosäuren und deren Gemische zu verstehen. Die Quaternisierung der Proteinhydrolysate oder der Aminosäuren wird häufig mittels quarternären Ammoniumsalzen wie beispielsweise N,N-Dimethyl-N-(n-Alkyl)-N-(2-hydroxy-3-chloro-n-propyl)-ammoniumhalogeniden durchgeführt. Weiterhin können die kationischen Proteinhydrolysate auch noch weiter derivatisiert sein. Als typische Beispiele für die kationischen Proteinhydrolysate und - derivate seien die unter den INCI - Bezeichnungen bekannten und im Handel erhältlichen Produkte genannt: Cocodimonium Hydroxypropyl Hydrolyzed Collagen, Cocodimopnium Hydroxypropyl Hydrolyzed Casein, Cocodimonium Hydroxypropyl Hydrolyzed Collagen, Cocodimonium Hydroxypropyl Hydrolyzed Hair Keratin, Cocodimonium Hydroxypropyl Hydrolyzed Keratin, Cocodimonium Hydroxypropyl Hydrolyzed Rice Protein, Cocodimonium Hydroxypropyl Hydrolyzed Silk, Cocodimonium Hydroxypropyl Hydrolyzed Soy Protein, Cocodimonium Hydroxypropyl Hydrolyzed Wheat Protein, Cocodimonium Hydroxypropyl Silk Amino Acids, Hydroxypropyl Arginine Lauryl/Myristyl Ether HCl, Hydroxypropyltrimonium Gelatin, Hydroxypropyltrimonium Hydrolyzed Casein, Hydroxypropyltrimonium Hydrolyzed Collagen, Hydroxypropyltrimonium Hydrolyzed Conchiolin Protein, Hydroxypropyltrimonium Hydrolyzed keratin, Hydroxypropyltrimonium Hydrolyzed Rice Bran Protein, Hydroxyproypltrimonium Hydrolyzed Silk, Hydroxypropyltrimonium Hydrolyzed Soy Protein, Hydroxypropyl Hydrolyzed Vegetable Protein, Hydroxypropyltrimonium Hydrolyzed Wheat Protein, Hydroxypropyltrimonium Hydrolyzed Wheat Protein/Siloxysilicate, Laurdimonium Hydroxypropyl Hydrolyzed Soy Protein, Laurdimonium Hydroxypropyl Hydrolyzed Wheat Protein, Laurdimonium Hydroxypropyl Hydrolyzed Wheat Protein/Siloxysilicate, Lauryldimonium Hydroxypropyl Hydrolyzed Casein, Lauryldimonium Hydroxypropyl Hydrolyzed Collagen, Lauryldimonium Hydroxypropyl Hydrolyzed Keratin, Lauryldimonium Hydroxypropyl Hydrolyzed Silk, Lauryldimonium Hydroxypropyl Hydrolyzed Soy Protein, Steardimonium Hydroxypropyl Hydrolyzed Casein, Steardimonium Hydroxypropyl Hydrolyzed Collagen, Steardimonium Hydroxypropyl Hydrolyzed Keratin, Steardimonium Hydroxypropyl Hydrolyzed Rice Protein, Steardimonium Hydroxypropyl Hydrolyzed Silk, Steardimonium Hydroxypropyl Hydrolyzed Soy Protein, Steardimonium Hydroxypropyl Hydrolyzed Vegetable Protein, Steardimonium Hydroxypropyl Hydrolyzed Wheat Protein, Steartrimonium Hydroxyethyl Hydrolyzed Collagen, Quaternium-76 Hydrolyzed Collagen, Quaternium-79 Hydrolyzed Collagen, Quaternium-79 Hydrolyzed Keratin, Quaternium-79 Hydrolyzed Milk Protein, Quaternium-79 Hydrolyzed Silk, Quaternium-79 Hydrolyzed Soy Protein, Quaternium-79 Hydrolyzed Wheat Protein.
Der Gewichtsanteil des oder der Proteinhydrolysats(e) am Gesamtgewicht der Haarbehandlungsmittel beträgt bevorzugt 0,01 bis 5 Gew.-%, mehr bevorzugt 0,025 bis 3 Gew.-% und insbesondere 0,05 bis 2 Gew.-%.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

• Protein hydrolysates,
• - vitamins,
• - Plant extracts and / or
• - glycerin.

Suitable protein hydrolysates are product mixtures which can be obtained by acid, alkaline or enzymatically catalyzed degradation of proteins (proteins). It can be used protein hydrolysates of plant, animal and / or marine origin.
Animal protein hydrolysates are, for example, elastin, collagen, keratin, silk and milk protein protein hydrolysates, which may also be present in the form of salts. Such products are, for example, under the trademarks Dehylan ^® (Cognis), Promois® ^® (Interorgana) Collapuron ^® (Cognis), Nutrilan® ^® (Cognis), Gelita-Sol ^® (German Gelatinefabriken Stoess & Co), Lexein ^® (Inolex) and kerasol tm ^® (Croda) sold.
Preference is given to protein hydrolysates of plant origin, eg. Soybean, almond, rice, pea, potato and wheat protein hydrolysates. Such products are, for example, under the trademarks Gluadin ^® (Cognis), diamine ^® (Diamalt) ^® (Inolex) and Crotein ^® (Croda) available. It is also possible to use cationized protein hydrolyzates, where the underlying protein hydrolyzate is derived from the animal, for example from collagen, milk or keratin, from the plant, for example from wheat, maize, rice, potatoes, soya or almonds, from marine life forms, for example from fish collagen or algae, or of biotechnologically derived protein hydrolysates. The protein hydrolysates on which the cationic derivatives are based can be obtained from the corresponding proteins by chemical, in particular alkaline or acid hydrolysis, by enzymatic hydrolysis and / or a combination of both types of hydrolysis. The hydrolysis of proteins usually results in a protein hydrolyzate having a molecular weight distribution of about 100 daltons up to several thousand daltons. Preference is given to those cationic protein hydrolysates whose underlying protein content has a molecular weight of from 100 to 25,000 daltons, preferably from 250 to 5,000 daltons. Furthermore, cationic protein hydrolyzates are to be understood as meaning quaternized amino acids and mixtures thereof. The quaternization of the protein hydrolyzates or amino acids is often carried out using quaternary ammonium salts such as N, N-dimethyl-N- (n-alkyl) -N- (2-hydroxy-3-chloro-n-propyl) ammonium halides. Furthermore, the cationic protein hydrolysates may also be further derivatized. Typical examples of the cationic protein hydrolysates and derivatives are the products known and commercially available under the INCI names: Cocodimonium Hydroxypropyl Hydrolyzed Collagen, Cocodimopnium Hydroxypropyl Hydrolyzed Casein, Cocodimonium Hydroxypropyl Hydrolyzed Collagen, Cocodimonium Hydroxypropyl Hydrolyzed Hair Keratin, Cocodimonium Hydroxypropyl Hydrolyzed Keratin , Cocodimonium Hydroxypropyl Hydrolyzed Rice Protein, Cocodimonium Hydroxypropyl Hydrolyzed Silk, Cocodimonium Hydroxypropyl Hydrolyzed Soy Protein, Cocodimonium Hydroxypropyl Hydrolyzed Wheat Protein, Cocodimonium Hydroxypropyl Silk Amino Acids, Hydroxypropyl Arginine Lauryl / Myristyl Ether HCl, Hydroxypropyltrimonium Gelatin, Hydroxypropyltrimonium Hydrolyzed Casein, Hydroxypropyltrimonium Hydrolyzed Collagen, Hydroxypropyltrimonium Hydrolyzed Conchiolin Protein, Hydroxypropyltrimonium Hydrolyzed Keratin, Hydroxypropyltrimonium Hydrolyzed Rice Bran Protein, Hydroxyproypltrimon Hydroxylzed Silk, Hydroxypropyltrimonium Hydrolyzed Soy Protein, Hydroxypropyl Hydrolyzed Vegetable Protein, Hydroxypropyltrimonium Hydrolyzed Wheat Protein, Hydroxypropyltrimonium Hydrolyzed Wheat Protein / Siloxysilicate, Lauridimonium Hydroxypropyl Hydrolyzed Soy Protein, Lauridimonium Hydroxypropyl Hydrolyzed Wheat Protein, Lauridimonium Hydroxypropyl Hydrolyzed Wheat Protein / Siloxysilicate, Lauryldimonium Hydroxypropyl Hydrolyzed Casein , Lauryldimonium Hydroxypropyl Hydrolyzed Collagen, Lauryldimonium Hydroxypropyl Hydrolyzed Keratin, Lauryldimonium Hydroxypropyl Hydrolyzed Silk, Lauryldimonium Hydroxypropyl Hydrolyzed Soy Protein, Steardimonium Hydroxypropyl Hydrolyzed Casein, Steardimonium Hydroxypropyl Hydrolyzed Collagen, Steardimonium Hydroxypropyl Hydrolyzed Rice Protein, Steardimonium Hydroxypropyl Hydrolyzed Silk, Steardimonium Hydroxypropyl Hydrolyzed Silk Protein, Steardimonium Hydroxypropyl Hydrolyzed Vegetable Protein, Steardimonium Hydroxypropyl Hydrolyzed Wheat Protein, Steartrimonium Hydroxyethyl Hydrolyzed Collagen, Quaternium-76 Hydrolyzed Collagen, Quaternium-79 Hydrolyzed Collagen, Quaternium-79 Hydrolyzed Keratin, Quaternium-79 Hydrolyzed Milk Protein, Quaternium-79 Hydrolyzed Silk, Quaternium-79 Hydrolyzed Soy Protein, Quaternium-79 Hydrolyzed Wheat Protein.
The proportion by weight of the protein hydrolyzate (s) in the total weight of the hair treatment compositions is preferably from 0.01 to 5% by weight, more preferably from 0.025 to 3% by weight and in particular from 0.05 to 2% by weight.

Regardless of the source (plant, animal, martim, etc.) contain protein hydrolysates depending on the degree of hydrolysis of individual amino acids, oligopeptides and possibly polypeptides.

• • Vitamin A: zur Gruppe der als Vitamin A bezeichneten Substanzen gehören das Retinol (Vitamin A₁) sowie das 3,4-Didehydroretinol (Vitamin A₂). Das β-Carotin ist das Provitamin des Retinols. Als Vitamin A-Komponente kommen beispielsweise Vitamin A-Säure und deren Ester, Vitamin A-Aldehyd und Vitamin A-Alkohol sowie dessen Ester wie das Palmitat und das Acetat in Betracht.
• • Vitamin B: zur Vitamin B-Gruppe oder zu dem Vitamin B-Komplex gehören u. a.
  • ➢ Vitamin B₁ (Thiamin)
  • ➢ Vitamin B₂ (Riboflavin)
  • ➢ Vitamin B₃. Unter dieser Bezeichnung werden häufig die Verbindungen Nicotinsäure und Nicotinsäureamid (Niacinamid) geführt.
  • ➢ Vitamin B₅ (Pantothensäure und Panthenol). Im Rahmen dieser Gruppe wird bevorzugt das Panthenol eingesetzt. Einsetzbare Derivate des Panthenols sind insbesondere die Ester und Ether des Panthenols, Pantolacton sowie kationisch derivatisierte Panthenole. Einzelne Vertreter sind beispielsweise das Panthenoltriacetat, der Panthenolmonoethylether und dessen Monoacetat sowie kationische Panthenolderivate.
  • ➢ Vitamin B₆ (Pyridoxin sowie Pyridoxamin und Pyridoxal).
• • Vitamin C (Ascorbinsäure): die Verwendung in Form des Palmitinsäureesters, der Glucoside oder Phosphate kann bevorzugt sein. Die Verwendung in Kombination mit Tocopherolen kann ebenfalls bevorzugt sein.
• • Vitamin E (Tocopherole, insbesondere α-Tocopherol).
• • Vitamin F: unter dem Begriff „Vitamin F“ werden üblicherweise essentielle Fettsäuren, insbesondere Linolsäure, Linolensäure und Arachidonsäure, verstanden.
• • Vitamin H: Als Vitamin H wird die Verbindung (3aS,4S, 6aR)-2-Oxohexahydrothienol[3,4-d]-imidazol-4-valeriansäure bezeichnet, für die sich aber zwischenzeitlich der Trivialname Biotin durchgesetzt hat.

Besonders bevorzugt sind Vitamine, Provitamine und Vitaminvorstufen aus den Gruppen A, B, E und H. Insbesondere bevorzugt sind Nicotinsäureamid, Biotin, Pantolacton und/oder Panthenol. Der Gewichtsanteil des oder der Vitamins(e), Vitaminderivats(e), und/oder der Vitaminvorstufe(n) am Gesamtgewicht der Haarbehandlungsmittel beträgt bevorzugt 0,001 bis 2 Gew.-%, besonders bevorzugt 0,005 bis 1 Gew.-% und insbesondere 0,01 bis 0,5 Gew.-%.Suitable vitamins are preferably the following vitamins, provitamins and vitamin precursors and their derivatives:

• • Vitamin A: the group of substances called vitamin A includes retinol (vitamin A ₁ ) and 3,4-didehydroretinol (vitamin A ₂ ). The β-carotene is the provitamin of retinol. As vitamin A component, for example, vitamin A acid and its esters, vitamin A aldehyde and vitamin A alcohol and its esters such as palmitate and acetate into consideration.
• • Vitamin B: belong to the vitamin B group or to the vitamin B complex among others
  • ➢ Vitamin B ₁ (thiamine)
  • ➢ Vitamin B ₂ (riboflavin)
  • ➢ Vitamin B ₃ . Under this name, the compounds nicotinic acid and nicotinamide (niacinamide) are often performed.
  • ➢ Vitamin B ₅ (pantothenic acid and panthenol). Within this group the panthenol is preferred. Useful derivatives of panthenol are in particular the esters and ethers of panthenol, pantolactone and cationically derivatized panthenols. Individual representatives are, for example, panthenol triacetate, panthenol monoethyl ether and its monoacetate, as well as cationic panthenol derivatives.
  • ➢ Vitamin B ₆ (pyridoxine and pyridoxamine and pyridoxal).
• Vitamin C (ascorbic acid): use in the form of palmitic acid ester, glucosides or phosphates may be preferred. The use in combination with tocopherols may also be preferred.
• • Vitamin E (tocopherols, especially α-tocopherol).
• • Vitamin F: the term "vitamin F" is usually understood as meaning essential fatty acids, in particular linoleic acid, linolenic acid and arachidonic acid.
• • Vitamin H: Vitamin H is the compound (3aS, 4S, 6aR) -2-oxohexahydrothienol [3,4-d] -imidazole-4-valeric acid, for which, in the meantime, the trivial name biotin has become established.

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.

As extraction agent for the preparation of said plant extracts water, alcohols and mixtures thereof can be used. Among the alcohols are lower alcohols such as ethanol and isopropanol, but especially polyhydric alcohols such as ethylene glycol and propylene glycol, both as sole extractant and in admixture with water, are preferred. Plant extracts based on water / propylene glycol in a ratio of 1:10 to 10: 1 have proven to be particularly suitable.
The plant extracts can be used both in pure and in diluted form. If they are used in diluted form, they usually contain about 2 to 80 wt .-% of active substance and as a solvent used in their extraction agent or extractant mixture.
The plant extracts may in the hair treatment compositions according to the invention (based on the total weight of the agent) preferably in an amount of 0.01 to 10 wt .-%, more preferably from 0.05 to 7.5 wt .-% and in particular of 0.1 be used to 5 wt .-%.

Glycerine can be added to the hair cleansing and conditioning agents 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 extracts.
Preferred are climbazole, zinc pyrithione and piroctone olamine.

• - Feuchthaltemittel,
• - Parfums,
• - UV-Filter,
• - Verdickungsmittel wie Gelatine oder Pflanzengumme, beispielsweise Agar-Agar, Guar-Gum, Alginate, Xanthan-Gum, Gummi arabicum, Karaya-Gummi, Johannisbrotkernmehl, Leinsamengummen, Dextrane, Cellulose-Derivate, z. B. Methylcellulose, Hydroxyalkylcellulose und Carboxymethylcellulose, Stärke-Fraktionen und Derivate wie Amylose, Amylopektin und Dextrine, Tone und Schichtsilikate wie z. B. Bentonit oder vollsynthetische Hydrokolloide wie z. B. Polyvinylalkohol, die Ca-, Mg- oder Zn - Seifen,
• - Strukturanten wie Maleinsäure und Milchsäure,
• - Dimethylisosorbid,
• - Cyclodextrine,
• - faserstrukturverbessernde Wirkstoffe, insbesondere Mono-, Di- und Oligosaccharide wie beispielsweise Glucose, Galactose, Fructose, Fruchtzucker und Lactose,
• - Farbstoffe zum Anfärben des Mittels,
• - Wirkstoffe wie Bisabolol und/oder Allantoin,
• - Komplexbildner wie EDTA, NTA, β-Alanindiessigsäure und Phosphonsäuren,
• - Ceramide. Unter Ceramiden werden N-Acylsphingosin (Fettsäureamide des Sphingosins) oder synthetische Analogen solcher Lipide (sogenannte Pseudo-Ceramide) verstanden,
• - Treibmittel wie Propan-Butan-Gemische, N₂O, Dimethylether, CO₂ und Luft,
• - Antioxidantien,
• - Zusätzliche Viskositätsregler wie Salze (NaCl).

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,
• Thickeners 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 methylcellulose, hydroxyalkylcellulose and carboxymethylcellulose, 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 substances, in particular mono-, di- and oligosaccharides such as, for example, glucose, galactose, fructose, fructose and lactose,
• Dyes for staining the agent,
• - active substances such as bisabolol and / or allantoin,
• Complexing agents such as EDTA, NTA, β-alaninediacetic acid and phosphonic acids,
• - Ceramides. Ceramides are understood as meaning N-acylsphingosine (fatty acid amides of sphingosine) or synthetic analogs 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 are preferably 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 inventive agent applied to damp hair, left there for a period of 30 to 300 seconds and then rinsed out.

The agents according to the invention lead to a significantly increased strengthening of the inner and outer hair structure.

1. a) Methionin,
2. b) Metallchlorid(en) der Formel (I) MCl₃ * × H₂O (I) in der M für ein dreiwertiges Metallkation und x für eine Zahl von 0 bis 10 steht
3. c) Tensid(en)

zur Stärkung der inneren Haarstruktur und zur Steigerung der haarkonditionierenden Wirkung von Haarbehandlungsmitteln. Another object of the present invention is therefore the use of mixtures

1. a) methionine,
2. b) metal chloride (s) of the formula (I) MCl ₃ * × H ₂ O (I) where M is a trivalent metal cation and x is a number from 0 to 10
3. c) surfactant (s)

to strengthen the internal hair structure and increase the hair conditioning properties of hair treatment products.

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 (DSC measurements).

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

QUOTES INCLUDE IN THE DESCRIPTION

This list of the documents listed by the applicant has been generated automatically and is included solely for the better information of the reader. The list is not part of the German patent or utility model application. The DPMA assumes no liability for any errors or omissions.

Cited patent literature

• DE 3725030 A [0016]

Claims (10)

Hair treatment compositions containing, by weight, a) 0.0001 to 20% by weight of methionine; b) 0.1 to 10% by weight of at least one metal chloride of the formula (I) MCl ₃ * × H ₂ O (I) where M is a trivalent metal cation and x is a number from 0 to 10, c) at least one surfactant. Hair treatment agent after Claim 1 , characterized in that it - based on its weight - a total amount of 0.0005 to 15 wt .-%, preferably 0.001 to 10 wt .-%, more preferably 0.005 to 7.5 wt .-% and in particular 0.01 contains up to 2% by weight of methionine. Hair treatment composition according to one of the preceding claims, characterized in that it contains, based on its weight, from 0.0001 to 4.5% by weight, preferably from 0.0005 to 4% by weight, more preferably from 0.001 to 3% by weight. and in particular 0.01 to 2 wt .-% aluminum chloride hexahydrate. Hair treatment composition according to one of the preceding claims, characterized in that it contains, based on its weight, from 0.0001 to 4.5% by weight, preferably from 0.0005 to 4% by weight, more preferably from 0.001 to 3% by weight. and in particular 0.01 to 2 wt .-% lanthanum chloride heptahydrate. Hair treatment composition according to one of the preceding claims, characterized in that it contains, based on its weight, from 0.01 to 3% by weight, preferably from 0.05 to 2% by weight, more preferably from 0.1 to 1.5% by weight. % 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. Hair treatment composition according to one of the preceding claims, characterized in that it contains -0.3 to 10% by weight, preferably 0.5 to 8% by weight, more preferably 0.75 to 6% by weight, based on its weight. and in particular from 1 to 5% by weight of amphoteric surfactant (s). Hair treatment composition according to one of the preceding claims, characterized in that it contains, based on its 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 Contains from 2 to 10% by weight of anionic surfactant (s). Hair treatment composition according to one of the preceding claims, characterized in that it contains, based on its weight, from 0.3 to 10% 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 .-% nonionic (s) surfactant (s). A method of hair treatment, characterized in that an agent according to one of Claims 1 to 8th applied to damp hair, left there for a period of 30 to 300 seconds and then rinsed out. Use of mixtures of d) methionine, e) metal chloride (s) of the formula (I) MCl ₃ * × H ₂ O (I) in the M is a trivalent metal cation and x is a number from 0 to 10 f) surfactant (s) to strengthen the inner hair structure and increase the hair conditioning properties of hair treatment products.