WO2007062731A1 - Water-resistant styling compositions - Google Patents

Abstract

Hair-treatment compositions with high water resistance comprise - in each case based on the composition - in a cosmetically acceptable carrier, 0.1 to 12% by weight of at least one copolymer A of acrylic acid and/or methacrylic acid and/or acrylic acid esters and/or methacrylic acid esters with at least one methacrylic acid ester of the formula H<SUB>2</SUB>C=C(CH<SUB>3</SUB>)-COO-(CH<SUB>2</SUB>-CH<SUB>2</SUB>-O)<SUB>n</SUB>CH<SUB>2</SUB>-(CH<SUB>2</SUB>)<SUB>m</SUB>-CH<SUB>3</SUB>, in which n is values from 14 to 24, preferably from 16 to 22, particularly preferably from 18 to 21 and in particular 20, and m is values from 12 to 22, preferably from 14 to 20, particularly preferably from 16 to 18 and in particular 16, and 0.1 to 12% by weight of at least one copolymer B of methacrylic acid and hydroxyethyl methacrylate and methyl methacrylate and butyl acrylate.

Description

"water-resistant hairdressing agent"

The invention relates to hair treatment compositions, preferably in the form of aqueous dispersions of special polymers.

An attractive-looking hairstyle is now generally considered an indispensable part of a well-groomed appearance. Due to current fashion trends, hairstyles are always considered to be chic, which in many hair types can only be built up using certain firming agents or maintained for a longer period of time.

These setting active ingredients, which are usually polymeric compounds, can be incorporated into conventional hair cleansing or conditioning agents. In many cases, however, it is advantageous to apply them in the form of special agents such as hair fixatives, hair gels, hair waxes or hair sprays.

There have recently been a number of developments in the hair cosmetics field which have raised a need for novel setting active ingredients or new formulation forms. Thus, conventional hair-setting agents are often insufficiently resistant to moisture, so that the hairstyle changes adversely in bad weather or otherwise applied moisture. This problem is exacerbated by the fact that there is currently an increase in the transfer of volatile organic compounds, e.g. Alcohols, is aimed at aqueous-based agents. The setting polymers must therefore be soluble or dispersible in water, provide the desired setting effect on the hair in an acceptable drying time, but not re-dissolve immediately upon re-exposure to moisture to ensure the hairstyle.

It is then the task of developing appropriate agents that meet the expectations set by the consumer in terms of performance properties, such as water resistance. German Patent Applications DE 44 14 423 A1 and DE 44 14 424 A1 have proposed hair treatment compositions in the form of aqueous dispersions which contain special polyacrylates as polymers.

It has now surprisingly been found that water-resistant hair treatment compositions can be prepared if they contain two specific polymers.

The present invention is in a first embodiment, an agent for the treatment of keratinous fibers, in particular human hair, containing - in each case based on the agent - in a cosmetically acceptable carrier a) 0.1 to 12 wt .-% of at least one copolymer A from

Acrylic acid and / or methacrylic acid and / or acrylic acid esters and / or methacrylic acid esters with at least one methacrylic acid ester of the formula

H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) _n CH ₂ - (CH ₂ ) _m -CH _3>

in the n for values of 14 to 24, preferably from 16 to 22, particularly preferably from 18 to 21 and especially for 20 and m for values from 12 to 22, preferably from 14 to 20, particularly preferably from 16 to 18 and in particular for 16 and b) 0.1 to 12 wt .-% of at least one copolymer B from

Methacrylic acid and hydroxyethyl methacrylate and methyl methacrylate and butyl acrylate.

As a first essential ingredient, the agents according to the invention contain a copolymer A which contains at least two different monomers and can be obtained, for example, by copolymerization of these monomers. The first monomer in copolymer A (monomer A1) is selected from the group consisting of acrylic acid and / or methacrylic acid and / or acrylic acid esters and / or methacrylic acid esters. The second monomer in copolymer A (monomer A2) is a methacrylic acid ester of the formula

H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) _n CH ₂ - (CH ₂ ) _m -CH _3> in the n for values of 14 to 24, preferably from 16 to 22, particularly preferably from 18 to 21 and especially for 20 and m for values from 12 to 22, preferably from 14 to 20, particularly preferably from 16 to 18 and in particular for 16 stand.

Preferred monomers A1 are acrylic acid methacrylic acid methyl acrylate methyl methacrylate ethyl acrylate methacrylic acid ethyl ester propyl acrylate propyl methacrylate acrylic isopropyl ester methacrylic acid isopropyl ester

Preferred monomers are A2

A2-a H ₂ C = C (CHa) -COO- (CH ₂ -CH ₂ -O) ₁₆ CH ₂ - (CH ₂ ) H-CH ₃ ,

A2-b H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) ₁₆ CH ₂ - (CH ₂ ) ₁₆ -CH 3,

A2-c H ₂ C = C (CHs) -COO- (CH ₂ -CH ₂ -O) ₁₆ CH ₂ - (CH ₂₎ Ie-CH _3,

A2-d H ₂ C = C (CH 3) -COO- (CH ₂ -CH ₂ -O) ₁₅ CH ₂ - (CH ₂ ) ₂ o -CH 3,

A2-e H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) ₁₇ CH ₂ - (CH ₂ ) ₁₄ -CH ₃ ,

A2-f H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) ₁₇ CH ₂ - (CH ₂ ) ₁₆ -CH ₃ ,

A2-g H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) ₁₇ CH ₂ - (CH ₂ ) ₁₈ -CH ₃ ,

A2-f H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) ₁₇ CH ₂ - (CH ₂ ) ₂₀ -CH ₃ ,

A2-h H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) ₁₈ CH ₂ - (CH ₂ ) ₁₄ -CH ₃ ,

A2-i H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) ₁₈ CH ₂ - (CH ₂ ) ₁₆ -CH ₃ ,

A2-j H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) ₁₈ CH ₂ - (CH ₂ ) ₁₈ -CH ₃ ,

A2-k H ₂ C = C (CH ₃₎ -COO- (CH ₂ -CH ₂ -O) ₁₈ CH ₂ - (CH _{2) 20} -CH _3,

A2-1 H ₂ C =C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) ₁₉ CH ₂ - (CH ₂ ) ₁₄ -CH ₃ ,

A2-m H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) ₁₉ CH ₂ - (CH ₂ ) ₁₆ -CH ₃ ,

A2-n H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) ₁₉ CH ₂ - (CH ₂ ) ₁₈ -CH ₃ ,

A2-0 H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) ₁₉ CH ₂ - (CH ₂ ) ₂ o-CH ₃ , A2-p H ₂ C = C (CHa) -COO- (CH ₂ -CH ₂ -O) ₂₀ CH ₂ - (CH ₂ ) I ₄ -CH ₃ , A2-q H ₂ C = C (CH ₃ ) - COO- (CH ₂ -CH ₂ -O) ₂ oCH ₂ - (CH ₂ ) ₁₆ -CH ₃ , A2-r H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) ₂₀ CH ₂ - (CH _{2) 18} -CH _3, A2-s H ₂ C = C (CH ₃₎ -COO- (CH ₂ -CH ₂ -0) ₂ OCH ₂ - (CH _{2) 2} OCH _3,

A2-t H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) ₂₁ CH ₂ - (CH ₂ ) ₁₄ -CH ₃ , A2-u H ₂ C = C (CH ₃ ) - COO- (CH ₂ -CH ₂ -O) ₂₁ CH ₂ - (CH ₂ ) ₁₆ -CH ₃ , A2-v H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) ₂₁ CH ₂ - (CH ₂ ) ₁₈ -CH ₃ , A2-w H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) ₂₁ CH ₂ - (CH ₂ ) ₂₀ -CH ₃ ,

A2-x H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) ₂₂ CH ₂ - (CH ₂ ) ₁₄ -CH ₃ , A2-y H ₂ C = C (CH ₃ ) - COO- (CH ₂ -CH ₂ -O) ₂₂ CH ₂ - (CH ₂ ) ₁₆ -CH ₃ , A2-z H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) ₂₂ CH ₂ - (CH ₂ ) ₁₈ -CH _{3 l} A2-a H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) ₂₂ CH ₂ - (CH ₂ ) ₂₀ -CH ₃ ,

Preferred monomers A2 are represented by the formulas A2-p, A2-q, A2-r. A2-s, A2-b, A2-f, A2-I, A2-m, A2-q, A2-u and A2-y described. Particularly preferred is the monomer A2-q.

Particularly preferred copolymers A are listed with monomer units contained in them at least in the following table:

Copolymers A are commercially available and are referred to in accordance with INCI nomenclature as ACRYLATES COPOLYMERE. A preferred copolymer A is, for example, the ACRYLATES / STEARETH-20 METHACRYLATE COPOLYMERE designated according to INCI.

As a second essential ingredient, the compositions of the invention contain a copolymer B which contains at least four different monomers and can be obtained, for example, by copolymerization of these monomers. The first monomer in copolymer B (monomer B1) is methacrylic acid, the second monomer in copolymer B (monomer B2) is hydroxyethyl methacrylate, the third monomer in copolymer B (monomer B3) is methyl methacrylate and the fourth monomer is in copolymer B (monomer B4) butyl acrylate.

In addition to these four monomers necessarily contained in copolymer B, the copolymer B may contain further monomer units, but preferred copolymers B contain only the four monomers B1, B2, B3 and B4. Depending on the embodiment of the agent according to the invention, the copolymers A or B can be used in varying amounts. Agents according to the invention which are 0.1 to 10 wt .-%, preferably 1 to 9 wt .-%, particularly preferably 1, 5 to 8.5 wt .-% and in particular 2 to 8 wt .-% of at least one preferred Copolymer A and inventive agents containing 0.1 to 10 wt .-%, preferably 1 to 9 wt .-%, particularly preferably 1, 5 to 8.5 wt .-% and in particular 2 to 8 wt .-% at least of a copolymer B, the data relating to the total agent.

In copolymer B, methacrylic acid is contained as a monomer. This may be completely or partially neutralized, for example as alkali metal methacrylate. Particularly preferred agents according to the invention are characterized in that 20 to 90 mol%, preferably 30 to 80 mol%, particularly preferably 40 to 75 mol% and in particular 45 to 70 mol% of the acid groups in copolymer B are neutralized, preferably with amino methyl propanol.

The other constituents of the hair treatment compositions according to the invention are dependent on the type of hair treatment agent. In principle, the formulations according to the invention comprise all known types of hair treatment agents, such as Hair fixatives, hairsprays, hair waving, hair shampoos, hair conditioners, hair conditioners, hair conditioners, permanent waving agents, and hair colorants.

Preferred hair treatment compositions according to the invention are those which remain on the hair after application. These are in particular hair gels, hair waxes, hair fixatives, hair sprays and hair drier. Such agents may also be formulated as foam aerosol with the aid of a propellant.

The compositions of the invention contain the copolymers A and B in a suitable carrier. This may for example contain water, be water-based or anhydrous. Depending on the nature of the agent according to the invention, the proportion of substances which are liquid at room temperature can vary.

Particularly preferred agents according to the invention are in the form of aqueous dispersions. For the purposes of the invention, aqueous dispersions are to be understood as meaning those dispersions whose outer phase consists predominantly of water. The outer phase may further contain other water-miscible solvents such as ethanol and iso-propanol; These further solvents are preferably contained in amounts of up to 25% by weight, based on the total agent. Particularly preferred agents according to the invention are characterized in that they additionally contain 0.5 to 25% by weight, preferably 1 to 20% by weight and in particular 2 to 15% by weight of ethanol and / or isopropanol.

In addition to the abovementioned copolymers A and B, the compositions according to the invention may contain further polymers. In a preferred embodiment, therefore, further polymers are added to the compositions according to the invention, with both cationic, anionic, amphoteric and nonionic polymers having proven effective. Preferred hair treatment agents according to the invention are characterized in that they contain additional polymer (s), preferably nonionic and / or cationic polymer (s), preferably amounts of from 0.1 to 20% by weight, more preferably of 0, 2 to 15 wt .-% and in particular from 0.3 to 10 wt .-%, each based on the total agent included.

Cationic or amphoteric polymers are to be understood as meaning polymers which have a group in the main and / or side chain which may be "temporary" or "permanent" cationic. According to the invention, "permanently cationic" refers to those polymers which have a cationic group, irrespective of the pH of the agent. These are usually polymers containing a quaternary nitrogen atom, for example in the form of an ammonium group. Preferred cationic groups are quaternary ammonium groups. In particular, those polymers in which the quaternary ammonium group is bonded via a C 1-4 hydrocarbon group to a polymer main chain constructed from acrylic acid, methacrylic acid or derivatives thereof have proven to be particularly suitable.

Homopolymers of the general formula (G1-I),

R ¹

I - [CH ₂ -CJ _n X ^" (G1-I)

I CO-O- (CH ₂ ) _m -N ⁺ R ² R ³ R ⁴

in which R ¹ = -H or -CH ₃ , R ² , R ³ and R ^{4 are} independently selected from C 1-4 -alkyl, -alkenyl or -hydroxyalkyl groups, m = 1, 2, 3 or 4, n is a natural number and X ^'is a physiologically acceptable organic or inorganic anion, as well as copolymers consisting essentially of the monomer units listed in formula (G1-I) and nonionic monomer units, are particularly preferred cationic polymers. In the context of these polymers, preference is given to those according to the invention for which at least one of the following conditions applies: R ¹ is a methyl group

R ² , R ³ and R ⁴ are methyl groups m has the value 2.

Suitable physiologically acceptable counterions X ^' are, for example, halide ions, sulfate ions, phosphate ions, methosulfate ions and organic ions such as lactate, citrate, tartrate and acetate ions. Preference is given to halide ions, in particular chloride.

A particularly suitable homopolymer is, if desired, crosslinked, PolyCmethacryloyloxyethyltrimethylammoniumchlorid) with the INCI name Polyquaternium- 37. Such products are, for example, under the names Rheocare ^® CTH (Cosmetic Rheologies) and Synthalen ^® CR (Ethnichem) commercially available. If desired, the crosslinking can be carried out with the aid of poly olefinically unsaturated compounds, for example divinylbenzene, tetraallyloxyethane, methylenebisacrylamide, diallyl ether, polyallylpolyglyceryl ethers, or allyl ethers of sugars or sugar derivatives such as erythritol, pentaerythritol, arabitol, mannitol, sorbitol, sucrose or glucose. Methylenebisacrylamide is a preferred crosslinking agent.

The homopolymer is preferably used in the form of a nonaqueous polymer dispersion which should not have a polymer content of less than 30% by weight. Such polymer dispersions are available under the names Salcare ^® SC 95 (about 50% polymer content, additional components: mineral oil (INCI name: Mineral Oil) and tridecyl-polyoxypropylene-polyoxyethylene-ether (INCI name: PPG-1 trideceth-6) ) and Salcare ^® SC 96 (about 50% polymer content, additional components: mixture of diesters of propylene glycol with a mixture of caprylic and capric acid (INCI name: propylene glycol Dicaprylate / Dicaprate) and tridecyl polyoxypropylene-polyoxyethylene-ether (INCI Designation: PPG-1-trideceth-6)) are commercially available.

Copolymers having monomer units of the formula (G1-I) contain as nonionic monomer units preferably acrylamide, methacrylamide, acrylic acid-C _1-4 -alkyl esters and methacrylic acid-C _1-4 -alkyl esters. Among these nonionic monomers, the acrylamide is particularly preferred. These copolymers can also be crosslinked, as described above in the case of the homopolymers. A copolymer preferred according to the invention is the crosslinked acrylamide-methacryloyloxyethyltrimethylammonium chloride copolymer. Such copolymers in which the monomers are present in a weight ratio of about 20:80, commercially available as about 50% non-aqueous polymer dispersion under the name Salcare ^® SC 92nd Further preferred cationic polymers are, for example

quaternized cellulose derivatives, such as are available under the names of Celquat ^® and Polymer JR ^® commercially. The compounds Celquat ^® H 100, Celquat L 200 and Polymer JR ^{® ®} 400 are preferred quaternized cellulose derivatives, cationic alkyl polyglycosides according to DE-PS 44 13 686,

- cationized honey, for example the commercial product Honeyquat ^® 50, cationic guar derivatives, in particular the products sold under the trade name Cosmedia Guar ^® and Jaguar ^®,

- Dimethyldiallylammoniumsalze polymeric and their copolymers with esters and amides of acrylic acid and methacrylic acid. Under the names Merquat ^® 100 (Poly (dimethyldiallylammonium chloride)) and Merquat ^® 550 (dimethyldiallylammonium chloride-acrylamide copolymer) commercially available products are examples of such cationic polymers,

- Copolymers of vinylpyrrolidone with quaternized derivatives of dialkylaminoalkyl acrylate and methacrylate, such as diethyl sulfate quaternized vinylpyrrolidone dimethylaminoethyl methacrylate copolymers. Such compounds are sold under the names Gafquat ^® 734 and Gafquat ^® 755 commercially,

Vinylpyrrolidone-vinyl imidazolium copolymers, such as those offered under the names Luviquat ^® FC 370, FC 550, FC 905 and HM 552, quaternized polyvinyl alcohol, as well as those known under the designations Polyquaternium 2, Polyquaternium 17, Polyquaternium 18 and Polyquaternium 27 polymers with quaternary Nitrogen atoms in the polymer backbone.

Can be used as cationic polymers (. B. commercial product, Quatrisoft ^® LM 200) under the designations Polyquaternium-24, known polymers. Also usable in the invention are the copolymers of vinylpyrrolidone, such as the commercial products Copolymer 845 (manufactured by ISP), Gaffix ^® VC 713 (manufactured by ISP), Gafquat ^® ASCP 1011, Gafquat ^® HS 110, Luviquat ^® 8155 and Luviquat ^® MS 370 available are.

Other cationic polymers which can be used in the agents according to the invention are the so-called "temporary cationic" polymers. These polymers usually contain an amino group which, at certain pH values, is present as quaternary ammonium group and thus cationic. Preference is given, for example, to chitosan and its derivatives, such as, for example 101 are freely available commercially under the trade names Hydagen® ^® CMF, Hydagen® ^® HCMF, Kytamer ^® PC and Chitolam ^® NB /.

According to the invention preferred cationic polymers are cationic cellulose derivatives and chitosan and its derivatives, in particular the commercial products Polymer ^® JR 400, Hydagen ^® HCMF and Kytamer ^® PC, cationic guar derivatives, cationic honey derivatives, in particular the commercial product Honeyquat ^® 50, cationic Alkylpolyglycodside according to DE-PS 44 13 686 and polymers of the type Polyquaternium-37.

Furthermore, cationized protein hydrolyzates are to be counted among the cationic polymers, wherein the underlying protein hydrolyzate from the animal, for example from collagen, milk or keratin, from the plant, for example from wheat, corn, rice, potatoes, soy or almonds, marine life forms, for example from fish collagen or algae, or biotechnologically derived protein hydrolysates. The protein hydrolyzates on which the cationic derivatives according to the invention 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 hydrolyzates whose underlying protein content has a molecular weight of 100 to 25,000 daltons, preferably 250 to 5000 daltons. Furthermore, cationic protein hydrolyzates are to be understood as meaning quaternized amino acids and mixtures thereof. The quaternization of the protein hydrolysates 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. As typical examples of the cationic protein hydrolyzates and derivatives according to the invention, those listed under the INCI names in the "International Cosmetic Ingredient Dictionary and Handbook", (Seventh Edition 1997, The Cosmetic, Toiletry and Fragrance Association 1101 ¹⁷¹ Street, NW, Suite 300 Cocodimium 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 Soy Protein, Cocodimonium Hydroxypropyl Hydrolyzed Wheat Protein, Hydroxypropyl Arginine Lauryl / Myristyl Ether HCl, Hydroxypropyltrimonium Gelatin, Hydroxypropyltrimonium Hydrolyzed Casein, Hydroxypropyltrimonium Hydrolyzed Collagen, Hydroxypropyltrimonium Hydrolyzed Conchi olin Protein, Hydroxypropyltrimonium Hydrolyzed Keratin, Hydroxypropyltrimonium Hydrolyzed Rice Bran Protein, 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, Lauryldimony Hydroxypropyl Hydrolyzed Casein, Lauryldimonium Hydroxypropyl Hydrolyzed Collagen, Lauryldimonium Hydroxypropyl Hydrolyzed Keratin, 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 Soy Protein, Steardimonium Hydroxypropyl Hydrolyzed Vegetable Protein, Steardimoniu m 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 Soy Protein, Quaternium-79 Hydrolyzed Wheat Protein.

Very particular preference is given to the cationic protein hydrolysates and derivatives based on plants.

Agents particularly preferred according to the invention are characterized in that they additionally contain at least one cationic polymer, preferably at least one water-soluble cationic polymer, preferably in amounts of from 0.1 to 5.0% by weight, particularly preferably from 0.25 to 4.0% by weight .-% and in particular from 0.5 to 2.5 wt .-%.

In addition to cationic polymers or in their place, the agents according to the invention can also contain amphoteric polymers. These additionally have at least one negatively charged group in the molecule and are also referred to as zwitterionic polymers. In the context of the present invention, preferably usable zwitterionic polymers are composed essentially together

A) monomers with quaternary ammonium groups of the general formula (Z-I),

R ¹ -CH = CR ² -CO-Z- (C _n H _2n ) -N ( ⁺ ) R ³ R ⁴ R ⁵ A 1 ⁽ Z ^{1 )} In the R ¹ and R ² independently of one another are hydrogen or a methyl group and R ³ , R ⁴ and R ^{5 are} independently alkyl groups having 1 to 4 carbon atoms, Z is an NH group or an oxygen atom, n is an integer of 2 to 5 and A "is the anion of an organic or inorganic acid

and

B) monomeric carboxylic acids of the general formula (Z-II),

R ⁶ -CH = CR ⁷ -COOH (II)

in which R ° and R 'are independently hydrogen or methyl groups.

Suitable starting monomers are, for. Dimethylaminoethylacrylamide, dimethylaminoethylmethacrylamide, dimethylaminopropylacrylamide, dimethylaminopropylmethacrylamide and diethylaminoethylacrylamide when Z is an NH group or dimethylaminoethyl acrylate, dimethylaminoethyl methacrylate and diethylaminoethyl acrylate when Z is an oxygen atom.

The monomers containing a tertiary amino group are then quaternized in a known manner, methyl chloride, dimethyl sulfate or diethyl sulfate being particularly suitable as alkylating reagents. The quaternization reaction can be carried out in aqueous solution or in the solvent.

Advantageously, those monomers of formula (ZI) are used which are derivatives of acrylamide or methacrylamide. Preference is furthermore given to those monomers which contain halide, methoxysulfate or ethoxysulfate ions as counterions. Also preferred are those monomers of the formula (ZI) in which R ³ , R ⁴ and R ^{5 are} methyl groups.

The acrylamidopropyltrimethylammonium chloride is a very particularly preferred monomer of the formula (ZI). Suitable monomeric carboxylic acids of the formula (Z-II) are acrylic acid, methacrylic acid, crotonic acid and 2-methylcrotonic acid. Preference is given to using acrylic or methacrylic acid, in particular acrylic acid.

The zwitterionic polymers which can be used according to the invention are prepared from monomers of the formulas (Z-I) and (Z-II) by polymerization processes known per se. The polymerization can be carried out either in aqueous or aqueous-alcoholic solution. The alcohols used are alcohols having 1 to 4 carbon atoms, preferably isopropanol, which simultaneously serve as polymerization regulators. However, other components than regulators may also be added to the monomer solution, eg. For example, formic acid or mercaptans, such as thioethanol and thioglycolic acid. The initiation of the polymerization takes place with the aid of free-radical-forming substances. For this purpose, redox systems and / or thermally decomposing radical formers of the azo compound type, such. As azoisobutyronitrile, azo-bis (cyanopentanoic acid) or azo-bis (amidinopropane) dihydrochloride can be used. As redox systems are z. B. combinations of hydrogen peroxide, potassium or ammonium oxodisulfate and tertiary butyl hydroperoxide with sodium sulfite, sodium dithionite or hydroxylamine hydrochloride as a reduction component.

The polymerization can be carried out isothermally or under adiabatic conditions, depending on the concentration ratios by the heat of polymerization released, the temperature range for the course of the reaction between 20 and 200 ⁰ C may vary, and the reaction may optionally be carried out under autogenous pressure. Preferably, the reaction temperature is between 20 and 100 ⁰ C.

The pH during the copolymerization may vary within a wide range. Advantageously, polymerization is carried out at low pH values; however, pH values above the neutral point are also possible. After the polymerization is treated with an aqueous base, for. As sodium hydroxide, potassium hydroxide or ammonia, to a pH between 5 and 10, preferably 6 to 8 set. Further details of the polymerization process can be found in the examples. As particularly effective, such polymers have been found in which the monomers of the formula (ZI) were present in excess over the monomers of the formula (Z-II). It is therefore preferred according to the invention to use those polymers which consist of monomers of the formula (ZI) and the monomers of the formula (Z-II) in a molar ratio of 60:40 to 95: 5, in particular from 75:25 to 95: 5 , consist.

The cationic or amphoteric polymers are preferably contained in the agents according to the invention in amounts of from 0.05 to 10% by weight, based on the total agent. Amounts of 0.1 to 5 wt .-% are particularly preferred.

The anionic polymers (G2) are anionic polymers which have carboxylate and / or sulfonate groups. Examples of anionic monomers from which such polymers may consist are acrylic acid, methacrylic acid, crotonic acid, maleic anhydride and 2-acrylamido-2-methylpropanesulfonic acid. The acidic groups may be wholly or partly present as sodium, potassium, ammonium, mono- or triethanolammonium salt. Preferred monomers are 2-acrylamido-2-methylpropanesulfonic acid and acrylic acid.

Anionic polymers which contain 2-acrylamido-2-methylpropanesulfonic acid as the sole or co-monomer can be found to be particularly effective, it being possible for all or some of the sulfonic acid group to be present as sodium, potassium, ammonium, mono- or triethanolammonium salt ,

More preferably, the homopolymer of 2-acrylamido-2-methyl propane sulfonic acid, which is available for example under the name Rheothik ^® 11-80 is commercially.

Within this embodiment, it may be preferable to use copolymers of at least one anionic monomer and at least one nonionic monomer. With regard to the anionic monomers, reference is made to the substances listed above. Preferred nonionic monomers are acrylamide, methacrylamide, acrylic esters, methacrylic esters, vinylpyrrolidone, vinyl ethers and vinyl esters.

Preferred anionic copolymers are acrylic acid-acrylamide copolymers and in particular polyacrylamide copolymers with sulfonic acid-containing monomers. A particularly preferred anionic copolymer consists of 70 to 55 mol% of acrylamide and 30 to 45 mol% of 2-acrylamido-2-methylpropanesulfonic acid, wherein the sulfonic acid group is wholly or partly in the form of sodium, potassium, ammonium, mono- or triethanolammonium Salt is present. This copolymer may also be crosslinked, with crosslinking agents preferably being polyolefinic unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylenebisacrylamide are used. Such a polymer is contained in the commercial product Sepigel ^® 305 from SEPPIC. The use of this compound, which contains a hydrocarbon mixture (C ₁₃ -C ₁₄ isoparaffin) and a nonionic emulsifier (laureth-7) in addition to the polymer component, has proved to be particularly advantageous within the scope of the teaching according to the invention.

Also sold under the name Simulgel ^® 600 as a compound with isohexadecane and polysorbate 80 Natriumacryloyldimethyltaurat copolymers have proven to be particularly effective according to the invention.

Likewise preferred anionic homopolymers are uncrosslinked and crosslinked polyacrylic acids. Allyl ethers of pentaerythritol, sucrose and propylene may be preferred crosslinking agents. Such compounds are for example available under the trademark Carbopol ^® commercially.

Copolymers of maleic anhydride and methyl vinyl ether, especially those with crosslinks, are also color-retaining polymers. A crosslinked with 1,9-decadiene maleic acid-methyl vinyl ether copolymer available under the name Stabileze® ^® QM.

Furthermore, amphoteric polymers (G3) can be used as polymers for increasing the activity of the active ingredient complex (A) according to the invention. The term amphoteric polymers includes both those polymers which contain in the molecule both free amino groups and free -COOH or SO ₃ H groups and are capable of forming internal salts, as well as zwitterionic polymers which in the molecule have quaternary ammonium groups and -COO ^' or -SO ₃ ^' groups and those polymers comprising -COOH or SO ₃ H groups and quaternary ammonium groups.

An example of the present invention amphopolymer suitable is that available under the name Amphomer ^® acrylic resin which is a copolymer of tert-butylaminoethyl methacrylate, N- (1,1,3,3-tetramethylbutyl) -acrylamide and two or more monomers from the group of acrylic acid, Represents methacrylic acid and its simple esters.

Preferably used amphoteric polymers are those polymers which are composed essentially

(a) monomers having quaternary ammonium groups of the general formula (G3-I), R ¹ -CH = CR ² -CO-Z- (C _n H _2n ) -N ⁽⁺⁾ R ³ R ⁴ R ⁵ A ^w (G3-I)

in which R ¹ and R ² independently of one another represent hydrogen or a methyl group and R ³ , R ⁴ and R ⁵ independently of one another represent alkyl groups having 1 to 4 carbon atoms, Z represents an NH 4

A group or an oxygen atom, n is an integer from 2 to 5 and A is the anion of an organic or inorganic acid, and

(b) monomeric carboxylic acids of the general formula (G3-II),

R ⁶ -CH = CR ⁷ -COOH (G3-II)

in which R ⁶ and R ^{7 are} independently hydrogen or methyl groups.

These compounds can be used both directly and in salt form, which is obtained by neutralization of the polymers, for example with an alkali metal hydroxide, according to the invention. Very particular preference is given to those polymers in which monomers of the type (a) are used in which R ³ , R ⁴ and R ^{5 are} methyl groups, Z is an NH group and A ^{w is} a halide, methoxysulfate or ethoxysulfate ion ; Acrylamidopropyltrimethylammonium chloride is a particularly preferred monomer (a). Acrylic acid is preferably used as monomer (b) for the stated polymers.

In another embodiment, the agents according to the invention may contain nonionic polymers (G4).

Suitable nonionic polymers are, for example:

Vinylpyrrolidone / vinyl ester copolymers, as sold, for example, under the trademark Luviskol ^® (BASF). Luviskol ^® VA 64 and Luviskol ^® VA 73, each vinylpyrrolidone / vinyl acetate copolymers are also preferred nonionic polymers.

Cellulose ethers such as hydroxypropyl cellulose, hydroxyethyl cellulose and hydroxypropylcellulose Methylhy- as they are for example sold under the trademark Culminal® ^® and Benecel ^® (AQUALON) and Natrosol ^® grades (Hercules).

Starch and its derivatives, in particular starch, such as Structure XL ^® (National Starch), a multifunctional, salt-tolerant starch;

shellac

Polyvinylpyrrolidones, as sold for example under the name Luviskol ^® (BASF). Siloxanes. These siloxanes can be both water-soluble and water-insoluble. Both volatile and nonvolatile siloxanes are suitable, nonvolatile siloxanes being understood as meaning those compounds whose boiling point is above 200 ^° C. under normal pressure. Preferred siloxanes are polydialkylsiloxanes, such as, for example, polydimethylsiloxane, polyalkylarylsiloxanes, such as, for example, polyphenylmethylsiloxane, ethoxylated polydialkylsiloxanes and polydialkylsiloxanes which contain amine and / or hydroxyl groups.

Glycosidically substituted silicones.

It is also possible according to the invention that the preparations used contain a plurality of, in particular two different polymers of the same charge and / or in each case an ionic and an amphoteric and / or nonionic polymer.

Depending on the other effects that are to be achieved in addition to the care performance with the inventive compositions, these may contain other ingredients. These are described below.

Hair cleansing preparations (shampoos) may contain, for example, foaming anionic, zwitterionic, ampholytic and nonionic surfactants. Hair rinses and softeners preferably contain cationic surfactants and water-soluble polymers with quaternary ammonium groups to reduce static chargeability and improve combability. Perming agents preferably contain oxidizing agents such as. As potassium bromate or hydrogen peroxide. Hair dye shampoos contain direct hair dyes or oxidation dye precursors. Hair fixatives and hair dressings as well as other hairstyling preparations usually contain film-forming polymers which are soluble in aqueous or aqueous-alcoholic media, if appropriate together with cationic surfactants or cationic polymers.

The use of surfactants (E) in the compositions according to the invention has proved to be particularly advantageous. In a further preferred embodiment, the agents according to the invention therefore contain surfactants. The term "surfactants" is understood as meaning surface-active substances which form adsorption layers on the upper and boundary surfaces or which can aggregate in volume phases to give micelle colloids or lyotropic mesophases. A distinction is made between anionic surfactants consisting of a hydrophobic radical and a negatively charged hydrophilic head group, amphoteric surfactants which carry both a negative and a compensating positive charge, cationic surfactants which, in addition to a hydrophobic radical, have a positively charged hydrophilic group, and nonionic surfactants which have no charges but strong dipole moments and are highly hydrated in aqueous solution. Suitable anionic surfactants (E1) in formulations 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 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 having 8 to 30 C atoms (Soap),

Ethercarbonsäuren the formula RO- (CH ₂ -CH ₂ O) _x -CH ₂ -COOH ₁ in the 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, acyl taurides having 8 to 24 C atoms in the acyl group, acyl isethionates having 8 to 24 C atoms in the acyl group,

- Sulfobernsteinsäuremono- and dialkyl esters having 8 to 24 carbon atoms in the alkyl group and sulfosuccinic monoalkylpolyoxyethylester having 8 to 24 carbon atoms in the alkyl group and 1 to 6 oxyethyl groups, linear alkanesulfonates having 8 to 24 carbon atoms, linear alpha-olefinsulfonates with 8 to 24 carbon atoms,

Alpha-sulfofatty acid methyl esters of fatty acids having 8 to 30 C atoms,

Alkyl sulfates and alkyl polyglycol ether sulfates of the formula RO (CH ₂ -CH ₂ O) _x -OSO ₃ H, in which R is a preferably linear alkyl group having 8 to 30 C atoms and x = 0 or 1 to 12,

sulfated hydroxyalkylpolyethylene and / or hydroxyalkylene glycol ethers sulfonates of unsaturated fatty acids having 8 to 24 carbon atoms and 1 to 6 double bonds esters of tartaric acid and citric acid with alcohols, the adducts of about 2-15 molecules of ethylene oxide and / or propylene oxide with fatty alcohols having 8 to 22 Represent C atoms,

Alkyl and / or alkenyl ether phosphates of the formula (E1-I),

R ¹ (OCH ₂ CH ₂ ) _n -OP (O) (OX) -OR ² (E1-I)

in the R ^{1 is} preferably an aliphatic hydrocarbon radical having 8 to 30 carbon atoms, R ^{2 is} hydrogen, a radical (CH ₂ CH ₂ O) _n R ² or X, n is from 1 to 10 and X is hydrogen, an alkali metal radical or alkaline earth metal or NR ³ R ⁴ R ⁵ R ⁶ , where R ³ to R ⁶ independently of one another represents hydrogen or a C ₁ to C ₄ hydrocarbon radical, is, sulfated fatty acid alkylene glycol ester of the formula (E1-II) R ⁷ CO (AlkO) _n SO ₃ M (E1-II) in the R ⁷ CO- for a linear or branched, aliphatic, saturated and / or unsaturated acyl radical having 6 to 22 carbon atoms, Alk for CH ₂ CH ₂ , CHCH ₃ CH ₂ and / or CH ₂ CHCH ₃ , n for numbers from 0.5 to 5 and M for a cation, monoglyceride sulfates and monoglyceride ether sulfates of the formula (E1-III)

CH ₂ O (CH ₂ CH ₂ O) _x -COR ⁸

I CHO (CH ₂ CH ₂ O) _x H (E1-III)

I CH ₂ O (CH ₂ CH ₂ O) ₂ SO ₃ X

in which R ⁸ CO is a linear or branched acyl radical having 6 to 22 carbon atoms, x, y and z in total for O or for numbers from 1 to 30, preferably 2 to 10, and X stands for an alkali or alkaline earth metal. Typical examples of monoglyceride (ether) sulfates suitable for the purposes of the invention are the reaction products of lauric acid monoglyceride, coconut fatty acid monoglyceride, palmitic acid monoglyceride, stearic acid monoglyceride, oleic acid monoglyceride and tallow fatty acid monoglyceride and their ethylene oxide adducts with sulfur trioxide or chlorosulfonic acid in the form of their sodium salts. Preferably, monoglyceride sulfates of the formula (E1-III) are used in which R ⁸ CO is a linear acyl radical having 8 to 18 carbon atoms, amide-ether carboxylic acids,

Condensation products of C ₈ - C ₃₀ - fatty alcohols with protein hydrolysates and / or amino acids and their derivatives, which are known to the expert as protein fatty acid condensates, such as Lamepon ^® - types Gluadin ^® - types Hostapon ^® KCG or Amisoft ^® - types.

Preferred anionic surfactants are alkyl sulfates, alkyl polyglycol ether sulfates and ether carboxylic acids having 10 to 18 carbon atoms in the alkyl group and up to 12 glycol ether groups in the molecule, sulfosuccinic acid mono- and dialkyl esters having 8 to 18 carbon atoms in the alkyl group and sulfosuccinic monoalkylpolyoxyethylester with 8 to 18 carbon atoms in the alkyl group and 1 to 6 oxyethyl groups, Monoglycerdisulfate, alkyl and Alkenyletherphosphate and protein fatty acid condensates. Zwitterionic surfactants (E2) are surface-active compounds which contain in the molecule at least one quaternary ammonium group and at least one -COO * ^" '- or -. SO carry ₃ ⁰ group Particularly suitable zwitterionic surfactants are the so-called betaines such as the N-alkyl -N, N-dimethylammonium glycinates, for example the cocoalkyl-dimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium glycinates, for example cocoacylaminopropyl-dimethylammonium glycinate, and 2-alkyl-3-carboxymethyl-3-hydroxyethyl-imidazolines with The preferred zwitterionic surfactant is the fatty acid amide derivative known by the INCI name cocamidopropyl betaine.

Ampholytic surfactants (E3) are understood as meaning those surface-active compounds which contain, in addition to a C ₈ -C ₂₄ -alkyl or -acyl group, at least one free amino group and at least one -COOH or -SO ₃ H group in the molecule and for forming internal Salts are capable. Examples of suitable ampholytic surfactants are N-alkylglycines, N-alkylpropionic 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.

Nonionic surfactants (E4) contain as hydrophilic group e.g. a polyol group, a polyalkylene glycol ether group, or a combination of polyol and polyglycol ether groups. Such compounds are, for example

Addition products of 2 to 50 moles of ethylene oxide and / or O to 5 moles of propylene oxide to linear and branched fatty alcohols having 8 to 30 carbon atoms, to fatty acids having 8 to 30 carbon atoms and to alkylphenols having 8 to 15 carbon atoms in the alkyl group , end-capped adducts of 2 to 50 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide with linear or branched fatty alcohols containing 8 to 30 carbon atoms, with fatty acids containing 8 to 30 carbon atoms, with a methyl or C ₂ -C ₆ -alkyl radical. Atoms and alkylphenols having 8 to 15 carbon atoms in the alkyl group, such as the available under the sales names Dehydol ^® LS, Dehydol ^® LT (Cognis) types, C ₂ -C ₃₀ fatty acid mono- and diesters of addition products of 1 to 30 moles of ethylene oxide with glycerol,

Addition products of 5 to 60 mol ethylene oxide onto castor oil and hydrogenated castor oil, polyol fatty acid esters, such as the commercially available product ^® Hydagen HSP (Cognis) or Sovermol - types (Cognis), alkoxylated triglycerides, alkoxylated fatty acid alkyl esters of the formula (E4-I)

R ¹ CO- (OCH ₂ CHR ² OR ³ (E4-I)

in the R ¹ CO is a linear or branched, saturated and / or unsaturated acyl radical having 6 to 22 carbon atoms, R ^{2 is} hydrogen or methyl, R ^{3 is a} linear or branched alkyl radical having 1 to 4 carbon atoms and w is a number from 1 to 20 stands, amine oxides, hydroxy mixed ethers,

Sorbitan fatty acid esters and adducts of ethylene oxide with sorbitan fatty acid esters such as the polysorbates,

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,

Sugar surfactants of the alkyl and alkenyl oligoglycoside type of formula (E4-II),

R ⁴ O- [G] p (E4-II)

in which R ^{4 is} an alkyl or alkenyl radical having 4 to 22 carbon atoms, G is a sugar radical having 5 or 6 carbon atoms and p is a number from 1 to 10. They can be obtained by the relevant methods of preparative organic chemistry. The alkyl and alkenyl oligoglycosides can be derived from aldoses or ketoses with 5 or 6 carbon atoms, preferably glucose. The preferred alkyl and / or alkenyl oligoglycosides are thus alkyl and / or alkenyl oligoglucosides. The index number p in the general formula (E4-II) indicates the degree of oligomerization (DP), ie the distribution of mono- and oligoglycosides and stands for a number between 1 and 10. While p in the individual molecule must always be integer and here before For all given values p = 1 to 6, the value p for a given alkyloligoglycoside is an analytically determined arithmetic quantity, which usually represents a fractional number. Preference is given to using alkyl and / or alkenyl oligoglycosides having an average degree of oligomerization p of from 1.1 to 3.0. From an application point of view, those alkyl and / or alkenyl oligoglycosides whose degree of oligomerization is less than 1.7 and in particular between 1.2 and 1.4 are preferred. The alkyl or alkenyl radical R ⁴ can be derived from primary alcohols having 4 to 11, preferably 8 to 10 carbon atoms. Typical examples are butanol, caproic alcohol, caprylic alcohol, capric alcohol and undecyl alcohol and technical mixtures thereof, as obtained, for example, in the hydrogenation of technical fatty acid methyl esters or in the hydrogenation of aldehydes from Roelen's oxo synthesis. Alkyl oligoglucosides of chain length C ₈ -C ₀ (DP = 1 to 3), which are obtained as a flow in the distillative separation of technical C ₈ -C ₁₈ coconut oil alcohol and may be contaminated with a proportion of less than 6 wt .-% C ₁₂ alcohol and alkyl oligoglucosides based on technical C _{9 /} u-oxo alcohols (DP = 1 to 3). The alkyl or alkenyl radical R ¹⁵ can also be derived from primary alcohols having 12 to 22, preferably 12 to 14 carbon atoms. Typical examples are lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol, brassidyl alcohol, and technical mixtures thereof which can be obtained as described above. Alkyl oligoglucosides based on hydrogenated Ci ₂ m coconut alcohol with a DP of 1 to 3

Sugar surfactants of the fatty acid N-alkylpolyhydroxyalkylamide type, a nonionic surfactant of the formula (E4-III),

R ⁵ CO-NR ⁶ - [Z] (E4-III)

R ^{5 is} CO for an aliphatic acyl radical having 6 to 22 carbon atoms, R ^{6 is} hydrogen, an alkyl or hydroxyalkyl radical having 1 to 4 carbon atoms and [Z] is a linear or branched polyhydroxyalkyl radical having 3 to 12 carbon atoms and 3 to 10 hydroxyl groups stands. The fatty acid N-alkyl polyhydroxyalkylamides are known substances which are usually obtained by reductive amination of a reducing sugar with ammonia, an alkylamine or an alkanolamine and subsequent acylation with a fatty acid, a fatty acid alkyl ester or a fatty acid chloride. Preferably, the fatty acid N-alkylpolyhydroxyalkylamides are derived from reducing sugars having 5 or 6 carbon atoms, especially glucose. The preferred fatty acid N-alkylpolyhydroxyalkylamides are therefore fatty acid N-alkylglucamides, as represented by the formula (E4-IV):

R ⁷ CO-NR ⁸ -CH ₂ - (CHOH) ₄ -CH ₂ OH (E4-IV)

The fatty acid N-alkylpolyhydroxyalkylamides used are preferably glucamides of the formula (EA-W) in which R ^{8 is} hydrogen or an alkyl group and R ⁷ CO is the acyl radical of caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmitic acid, Stearic acid, isostearic acid, oleic acid, elaidic acid, petro-, linoleic acid, linolenic acid, arachidic acid, gadoleic acid, behenic acid or erucic acid or those technical mixtures. Particular preference is given to fatty acid N-alkylglucamides of the formula (E4-IV) which are obtained by reductive amination of glucose with methylamine and subsequent acylation with lauric acid or C12 / 14 coconut fatty acid or a corresponding derivative can be obtained. Furthermore, the polyhydroxyalkylamides can also be derived from maltose and palatinose.

The preferred nonionic surfactants are the alkylene oxide addition products of saturated linear fatty alcohols and fatty acids having in each case 2 to 30 moles of ethylene oxide per mole of fatty alcohol or fatty acid. Preparations having excellent properties are also obtained if they contain fatty acid esters of ethoxylated glycerol as nonionic surfactants.

These connections are identified by the following parameters. The alkyl radical R contains 6 to 22 carbon atoms and may be both linear and branched. Preference is given to primary linear and methyl-branched in the 2-position aliphatic radicals. Such alkyl radicals are, for example, 1-octyl, 1-decyl, 1-lauryl, 1-myristyl, 1-cetyl and 1-stearyl. Particularly preferred are 1-octyl, 1-decyl, 1-lauryl, 1-myristyl. When using so-called "oxo-alcohols" as starting materials, compounds with an odd number of carbon atoms in the alkyl chain predominate.

Furthermore, very particularly preferred nonionic surfactants are the sugar surfactants. These may preferably be present in the agents used according to the invention in amounts of from 0.1 to 20% by weight, based on the total agent. Amounts of 0.5-15% by weight are preferred, and most preferred are amounts of 0.5-7.5% by weight.

The compounds used as surfactant with alkyl groups may each be uniform substances. However, it is usually preferred to start from the production of these substances from native plant or animal raw materials, so as to obtain substance mixtures with different, depending on the particular raw material alkyl chain lengths.

In the case of the surfactants which are adducts of ethylene oxide and / or propylene oxide with fatty alcohols or derivatives of these addition products, both products with a "normal" homolog distribution and those with a narrow homolog distribution can be used. By "normal" homolog distribution are meant mixtures of homologs obtained in the reaction of fatty alcohol and alkylene oxide using alkali metals, alkali metal hydroxides or alkali metal alcoholates as catalysts. Narrowed homolog distributions are obtained when, for example, hydrotalcites, alkaline earth metal salts of ether carboxylic acids, alkaline earth metal oxides, hydroxides or Alcohols are used as catalysts. The use of products with narrow homolog distribution may be preferred.

Cationic surfactants of the type of the quaternary ammonium compounds, the esterquats and the amidoamines are preferably also usable according to the invention. Preferred quaternary ammonium compounds are ammonium halides, in particular chlorides and bromides, such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkyl methylammonium chlorides, eg. For example, cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and tricetylmethylammonium chloride, as well as the imidazolium compounds known under the INCI names Quaternium-27 and Quaternium-83. The long alkyl chains of the above-mentioned surfactants preferably have 10 to 18 carbon atoms.

According to the invention, preference is given to using QAV with behenyl radicals, in particular those known as behentrimonium chloride or bromide (docosanyltrimethylammonium chloride or bromide). Other preferred QAV's have at least two behenyl residues, with QAV being particularly preferred, which are two behenyl residues on an imidazolinium backbone. Commercially available, these substances are, for example, under the names Genamin ^® KDMP (Clariant) and Crodazosoft ^® DBQ (Crodauza).

Esterquats are known substances which contain both at least one ester function and at least one quaternary ammonium group as a structural element. Preferred ester quats are quaternized ester salts of fatty acids with triethanolamine, quaternized ester salts of fatty acids with diethanolalkylamines and quaternized ester salts of fatty acids with 1,2-dihydroxypropyldialkylamines. Such products are marketed under the trade names Stepantex® ^{®, ®} and Dehyquart® Armocare® ^®. The products Armocare ^® VGH-70, a N, N-bis (2-palmitoyloxyethyl) dimethylammonium chloride, as well as Dehyquart ^® F-75, Dehyquart ^® C-4046, Dehyquart ^® L80 and Dehyquart ^® AU-35 are examples of such esterquats.

The alkylamidoamines are usually prepared by amidation of natural or synthetic fatty acids and fatty acid cuts with dialkylaminoamines. An inventively particularly suitable compound from this group is that available under the name Tegoamid ^® S 18 commercially stearamidopropyl dimethylamine. In summary, preferred agents according to the invention are characterized in that they additionally contain from 0.05 to 1.0% by weight of a surface-active quaternary ammonium compound.

Further care substances which may advantageously be contained in the compositions according to the invention are fatty substances or cosmetic oil bodies. Hair-treatment compositions according to the invention which additionally comprise fatty substance (s), preferably in amounts of from 0.1 to 20% by weight, more preferably from 0.2 to 15% by weight and in particular from 0.3 to 10% by weight, are preferred. %, in each case based on the total mean.

In hair treatment compositions preferred according to the invention, the fatty substances are selected from fatty acids, fatty alcohols, natural and synthetic waxes and natural and synthetic cosmetic oil components.

As fatty acids (D1) it is possible to use linear and / or branched, saturated and / or unsaturated fatty acids having 6 to 30 carbon atoms. Preference is given to fatty acids having 10 to 22 carbon atoms. Among these were, for example, to name the isostearic as the commercial products Emersol ^® 871 and Emersol ^® 875, and isopalmitic acids such as the commercial product Edenor ^® IP 95, and all other products sold under the trade names Edenor ^® (Cognis) fatty acids. Further typical examples of such fatty acids are caproic, caprylic, 2-ethylhexanoic, capric, lauric, isotridecanoic, myristic, palmitic, palmitoleic, stearic, isostearic, oleic, elaidic, petroselic, linoleic, linoleic and erucic acid and their technical mixtures, which are obtained, for example, in the pressure splitting of natural fats and oils, in the oxidation of aldehydes from Roelen's oxo synthesis or the dimerization of unsaturated fatty acids. Particularly preferred are usually the fatty acid cuttings obtainable from coconut oil or palm oil; In particular, the use of stearic acid is usually preferred.

The amount used is 0.1 - 15 wt.%, Based on the total mean. The amount is preferably 0.2-10% by weight, very particular preference being given to using amounts of 0.5-4% by weight.

As fatty alcohols (D2) it is possible to use saturated, mono- or polyunsaturated, branched or unbranched fatty alcohols with C ₆ -C ₃₀ -, preferably C ₁₀ -C ₂₂ -and very particularly preferably C ₁₂ -C ₂₂ -carbon atoms. Decanol, octanol, octenol, dodecenol, decenol, octadienol, dodecadienol, for example, can be used according to the invention. Decadienol, oleyl alcohol, eruca alcohol, ricinoleic alcohol, stearyl alcohol, isostearyl alcohol, cetyl alcohol, lauryl alcohol, myristyl alcohol, arachidyl alcohol, caprylic alcohol, capric alcohol, linoleyl alcohol, linolenyl alcohol and behenyl alcohol, and their Guerbet alcohols, this charge should have exemplary and non-limiting character. However, the fatty alcohols are derived from preferably natural fatty acids, which can usually be based on recovery from the esters of fatty acids by reduction. Also usable according to the invention are those fatty alcohol cuts which are produced by reduction of naturally occurring triglycerides such as beef tallow, palm oil, peanut oil, rapeseed oil, cottonseed oil, soybean oil, sunflower oil and linseed oil or fatty acid esters formed from their transesterification products with corresponding alcohols, and thus represent a mixture of different fatty alcohols. Such substances are, for example, under the names Stenol ^® such as Stenol ^® 1618 or Lanette ^® such as Lanette ^® O or Lorol ^®, for example, Lorol ^® C8, Lorol C14 ^®, Lorol C18 ^{®, ®} Lorol C8-18, HD-Ocenol ^®, Crodacol ^® such as Crodacol ^® CS, Novol ^®, Eutanol ^® G, Guerbitol ^® 16, Guerbitol ^® 18, Guerbitol ^® 20, Isofol ^® 12, Isofol ^® 16, Isofol ^® 24, Isofol ^® 36, Isocarb ^® 12, Isocarb ^® 16 or Isocarb® ^® 24 available for purchase. Of course, the invention also wool wax alcohols, as are commercially available, for example under the names of Corona ^®, White Swan ^®, Coronet ^® or Fluilan ^® can be used. The fatty alcohols are preferably used in amounts of 0, 1-10 wt .-%, based on the total preparation, preferably in amounts of 0.2 to 5 wt .-%.

As natural or synthetic waxes (D3) it is possible according to the invention to use solid paraffins or isoparaffins, carnauba waxes, beeswaxes, candelilla waxes, ozokerites, ceresin, spermaceti, sunflower wax, fruit waxes such as, for example, apple wax or citrus wax, microwaxes of PE or PP. Such waxes are available, for example, from Kahl & Co., Trittau.

The amount used is 0.1-10% by weight, based on the total agent, preferably 0.2-8% by weight and more preferably 0.4-5% by weight, based on the total agent.

The natural and synthetic cosmetic oil bodies (D4) which can increase the action of the active ingredient complex (A) according to the invention include, for example: vegetable oils. Examples of such oils are sunflower oil, olive oil, soybean oil, rapeseed oil, almond oil, jojoba oil, orange oil, wheat germ oil, peach kernel oil and the liquid portions of coconut oil. Also suitable, however, are other triglyceride oils such as the liquid portions of beef tallow as well as synthetic triglyceride oils. liquid paraffin oils, isoparaffin oils and synthetic hydrocarbons and di-n-alkyl ethers having a total of between 12 to 36 carbon atoms, in particular 12 to 24 carbon atoms, such as for example, di-n-octyl ether, di-n-decyl ether, di-n-nonyl ether, di-n-undecyl ether, di-n-dodecyl ether, nl-lexyl-n-octyl ether, n-octyl-n-decyl ether, n-decyl n-undecyl ether, n-undecyl n-dodecyl ether and n-hexyl n-undecyl ether and di-tert-butyl ether, di-isopentyl ether, di-3-ethyl decyl ether, tert-butyl n-octyl ether, isobutyl Pentyl n-octyl ether and 2-methyl pentyl n-octyl ether. The compounds are available as commercial products 1, 3-di- (2-ethyl-hexyl) - cyclohexane (Cetiol ^® S), and di-n-octyl ether (Cetiol ^® OE) may be preferred. Esteröle. Under Esterölen are understood to be esters of C ₆ - C ₃₀ - fatty acids with C ₂ - C ₃₀ - fatty alcohols. The monoesters of the fatty acids with alcohols having 2 to 24 carbon atoms are preferred. Examples of fatty acid components used in the esters are caproic, caprylic, 2-ethylhexanoic, capric, lauric, isotridecanoic, myristic, palmitic, palmitoleic, stearic, isostearic, oleic, elaidic, petroselic, linoleic, linolenic Behenic acid and erucic acid and their technical mixtures which are obtained, for example, in the pressure splitting of natural fats and oils, in the oxidation of aldehydes from Roelen's oxosynthesis or the dimerization of unsaturated fatty acids. Examples of the fatty alcohol components in the ester oils are isopropyl alcohol, caproic alcohol, capryl alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, elaeostearyl alcohol, arachyl alcohol, Gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol and their technical mixtures, for example, in the high-pressure hydrogenation of technical methyl esters based on fats and oils or aldehydes from the Roelen oxo synthesis and as a monomer fraction in the dimerization of unsaturated fatty alcohols incurred. According to the invention particularly preferably isopropyl myristate (IPM Rilanit ^®), isononanoic acid C16-18 alkyl ester (Cetiol ^® SN), 2-ethylhexyl palmitate (Cegesoft ^® 24), stearic acid-2-ethylhexyl ester (Cetiol ^® 868), cetyl oleate, glycerol tricaprylate, Kokosfettalkohol- caprinatAcaprylat (Cetiol ^® LC), n-butyl stearate, oleyl erucate (Cetiol ^® J 600), isopropyl palmitate (Rilanit ^® IPP), oleyl Oleate (Cetiol ^®), hexyl laurate (Cetiol ^® A), di-n-butyl adipate (Cetiol ^® B) ₁ myristyl myristate (Cetiol ^® MM), Cetearyl Isononanoate (Cetiol ^® SN), decyl oleate (Cetiol ^® V).

Dicarboxylic acid esters such as di-n-butyl adipate, di- (2-ethylhexyl) adipate, di- (2-ethylhexyl) succinate and di-isotridecyl acelate, and diol esters such as ethylene glycol dioleate, ethylene glycol diisotridecanoate, propylene glycol di (2- ethylhexanoate), propylene glycol diisostearate,

Propylene glycol di-pelargonat, butanediol di-isostearate, Neopentylglykoldicaprylat, symmetrical, asymmetric or cyclic esters of carbonic acid with fatty alcohols, for example described in DE-OS 197 56 454, glycerol carbonate or dicaprylyl carbonate (Cetiol ^® CC), Trifatty acid esters of saturated and / or unsaturated linear and / or branched fatty acids with glycerol,

Fatty acid partial glycerides, ie monoglycerides, diglycerides and their technical mixtures. With the use of technical products production reasons may still contain small amounts of triglycerides. The partial glycerides preferably follow the formula (D4-I),

CH ₂ O (CH ₂ CH ₂ OUR ¹

I CHO (CH ₂ CH ₂ O) _n R ² (D4-I)

I

CH ₂ O (CH ₂ CH ₂ O) _q R ³

in which R ¹ , R ² and R ³ are each independently hydrogen or a linear or branched, saturated and / or unsaturated acyl radical having 6 to 22, preferably 12 to 18, carbon atoms, with the proviso that at least one of these groups represents a Acyl radical and at least one of these groups is hydrogen. The sum (m + n + q) is O or numbers from 1 to 100, preferably O or 5 to 25. Preferably, R ^{1 is} an acyl radical and R ² and R ^{3 are} hydrogen and the sum (m + n + q) is O. Typical examples are mono- and / or diglycerides based on caproic, caprylic, 2-ethylhexanoic, capric, lauric, isotridecanoic, myristic, palmitic, palmitic, stearic, isostearic, oleic, elaidic, petroselic, linoleic, linolenic , Elaeostearic acid, arachidic acid, gadoleic acid, behenic acid and erucic acid and their technical mixtures. Preferably, oleic acid monoglycerides are used.

The amount used of natural and synthetic cosmetic oil bodies in the compositions according to the invention is usually 0.1 to 20% by weight, based on the total composition, preferably 0.2 to 10% by weight, and in particular 0.25 to 7.5% by weight .-%.

In a further preferred embodiment, the agents according to the invention may contain emulsifiers (F). Emulsifiers effect at the phase interface the formation of water- or oil-stable adsorption layers, which protect the dispersed droplets against coalescence and thus stabilize the emulsion. Emulsifiers are therefore constructed like surfactants from a hydrophobic and a hydrophilic part of the molecule. Hydrophilic emulsifiers preferably form O / W emulsions and hydrophobic emulsifiers preferably form W / O emulsions. Under an emulsion is a droplet-like distribution (dispersion) of a To understand liquid in another liquid at the expense of energy to create stabilizing phase interfaces by means of surfactants. The selection of these emulsifying surfactants or emulsifiers depends on the substances to be dispersed and the respective outer phase and the fineness of the emulsion. Emulsifiers which can be used according to the invention are, for example

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,

C ₂ -C ₂₂ fatty acid monoesters and diesters of addition products of 1 to 30 mol ethylene oxide onto polyols containing 3 to 6 carbon atoms, especially of glycerol, ethylene oxide and polyglycerol addition products with methyl glucoside fatty acid ester-, fatty acid alkanolamides and fatty acid glucamides,

C ₈ -C ₂₂ -alkylmono- and -oligoglycosides and their ethoxylated analogues, with on-gomerisierungsgrade of 1, 1 to 5, in particular 1, 2 to 2.0, and glucose are preferred as the sugar component,

Mixtures of alkyl (oligo) glucosides and fatty alcohols, for example, the commercially available product ^® Montanov 68,

Addition products of from 5 to 60 mol of ethylene oxide onto castor oil and hydrogenated castor oil, partial esters of polyols having 3-6 carbon atoms with saturated fatty acids having 8 to 22 carbon atoms,

Sterols. Sterols are understood to mean a group of steroids which bind to C-atom 3 of the

Steroid scaffold carry a hydroxyl group and both from animal tissue

(Zoosterine) as well as vegetable fats (phytosterols) are isolated. examples for

Zoosterins 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. Of these, especially the glucose phospholipids, e.g. as lecithins or phosphatidylcholines from e.g. Egg yolk or plant seeds (e.g., soybeans) are understood.

Fatty acid esters of sugars and sugar alcohols, such as sorbitol,

Polyglycerols and polyglycerol derivatives such as polyglycerol poly-12-hydroxystearate

(Dehymuls ^® PGPH commercial product)

Linear and branched fatty acids with 8 to 30 C atoms and their Na, K, ammonium,

Ca, Mg and Zn salts. The agents according to the invention preferably contain the emulsifiers in amounts of 0.1-25% by weight, in particular 0.5-15% by weight, based on the total agent.

The compositions according to the invention may preferably contain at least one nonionogenic emulsifier having an HLB value of 8 to 18. Nonionic emulsifiers having an HLB value of 10 to 15 may be particularly preferred according to the invention.

Finally, the compositions according to the invention may also contain plant extracts (L).

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.

With regard to the plant extracts which can be used according to the invention, particular reference is made to the extracts listed in the table beginning on page 44 of the 3rd edition of the guideline for the ingredient declaration of cosmetic products, published by the Industrial Association for Personal Care and Detergent e.V. (IKW), Frankfurt.

The extracts of green tea, oak bark, stinging nettle, witch hazel, hops, henna, chamomile, burdock root, horsetail, hawthorn, linden, almond, aloe vera, spruce needle, horse chestnut, sandalwood, juniper, coconut, mango, apricot, lime , Wheat, kiwi, melon, orange, grapefruit, sage, rosemary, birch, mallow, meadowfoam, quenelle, yarrow, thyme, lemon balm, toadstool, coltsfoot, marshmallow, meristem, ginseng and ginger root.

Particularly preferred are the extracts of green tea, oak bark, stinging nettle, witch hazel, hops, chamomile, burdock root, horsetail, lime blossom, almond, aloe vera, coconut, mango, apricot, lime, wheat, kiwi, melon, orange, grapefruit, sage, Rosemary, birch, meadowfoam, quenelle, yarrow, toadstool, meristem, ginseng and ginger root.

Especially suitable for the use according to the invention are the extracts of green tea, almond, aloe vera, coconut, mango, apricot, lime, wheat, kiwi and melon.

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 the sole extractant and in admixture with water, prefers. 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 according to the invention 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.

Furthermore, it may be preferred to use in the compositions according to the invention mixtures of several, especially two, different plant extracts.

In addition, it may prove advantageous if the compositions according to the invention contain penetration aids and / or swelling agents (M). These include, for example, urea and urea derivatives, guanidine and its derivatives, arginine and its derivatives, water glass, imidazole and its derivatives, histidine and its derivatives, benzyl alcohol, glycerol, glycol and glycol ethers, propylene glycol and propylene glycol ethers, for example propylene glycol monoethyl ether, carbonates, bicarbonates, Diols and triols, and in particular 1, 2-diols and 1,3-diols such as 1, 2-propanediol, 1, 2-pentanediol, 1,2-hexanediol, 1,2-dodecanediol, 1, 3-propanediol, 1 , 6-hexanediol, 1, 5-pentanediol, 1, 4-butanediol.

The hair treatment compositions according to the invention may contain silicone (s) in amounts of from 0.05 to 90% by weight, in each case based on the total composition. In this case, usually only special products such as hair tip fluids contain high amounts of silicones, while other products such as shampoos, conditioners, hair treatments, etc. are more likely to contain amounts below 20 wt .-%. Depending on the nature of the agent according to the invention, therefore, the contents of silicone (s) are quite different. If the compositions according to the invention are formulated as shampoos, particularly preferred hair treatment compositions according to the invention are characterized in that they contain silicone (s) in amounts of from 0.1 to 10% by weight, preferably from 0.25 to 5% by weight and in particular from 0 , 5 to 2.5 wt .-%, each based on the total agent included.

Particular preference is given to hair cleansing compositions according to the invention which comprise at least one silicone selected from:

(i) polyalkyl siloxanes, polyaryl siloxanes, polyalkylaryl siloxanes which are volatile or nonvolatile, straight chain, branched or cyclic, crosslinked or uncrosslinked; (ii) polysiloxanes containing in their general structure one or more organofunctional groups selected from: a) substituted or unsubstituted aminated groups; b) (per) fluorinated groups; c) thiol groups; d) carboxylate groups; e) hydroxylated groups; f) alkoxylated groups; g) acyloxyalkyl groups; h) amphoteric groups; i) bisulfite groups; j) hydroxyacylamino groups; k) carboxy groups;

I) sulfonic acid groups; and m) sulfate or thiosulfate groups;

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

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

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

(vi) or mixtures thereof.

Particularly preferred hair treatment compositions according to the invention are characterized in that they additionally contain at least one silicone of the formula I.

(CH ₃ ) ₃ Si- [O-Si (CH ₃ ) 2] χ-O-Si (CH ₃ ) ₃ (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.

The hair treatment agents preferred according to the invention contain a silicone of the above formula I. These silicones are designated according to the INCI nomenclature as DIMETICONE. In the context of the present invention, as the silicone of the formula I, the compounds are preferably:

(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

(CHskSi-ICHCHsfeSiJn-O-SKCHafe

(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 o.g. Silicones may be included in the compositions of the invention.

Preferred silicones according to invention have at 2O ⁰ C viscosities of 0.2 to 2 mmV ^1, wherein silicones are particularly preferably having viscosities of 0.5 to 1 mmV. ¹

Particularly preferred agents according to the invention contain one or more amino-functional silicones. Such silicones may e.g. through the formula

M (R _a Q _b Si0 _{(4-ab) / 2) x} (RcSi0 _{(4-c) / 2)} y M Will be described, wherein in the above formula R is a hydrocarbon or a hydrocarbon radical having from 1 to about 6 carbon atoms, Q is a polar radical of the general formula -R ¹ HZ, wherein R ^{1 is} a divalent connecting group attached to hydrogen and the 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, A-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 an alkyl radical containing from 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 J 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 ) zzNH, wherein both z and zz are independently 1 or more, this structure comprising 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 R _a Q _b SiO ^ _a . ^ - Units of the R _c Si0 (^^) units range from about 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 One or more silicones of the above formula may be used, then the various variable substituents in the above formula may be different for the various silicone components present in the silicone blend.

Preferred hair treatment compositions according to the invention are characterized in that they are an amino-functional silicone of the formula II

R ' _a G ₃ . _a -Si (OSiG ₂ ) _n - (OSiG _b R ' _{2, b} ) _m -O-SiG ₃ . _a -R ¹ _a (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 ₃₁ -CH ₂ CH ₂ CH ₃ , -O-CH (CHS) 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 O and 3, in particular O;

b is a number between 0 and 1, in particular 1,

m and n are numbers whose sum (m + n) is between 1 and 2,000, preferably between 50 and 150, where n is preferably from 0 to 1999 and especially from 49 to 149 and m is preferably from 1 to 2000, in particular from 1 to 10,

R ^' is a monovalent radical selected from O -QN (R ") - CH ₂ -CH ₂ -N (R") ₂ O -QN (R ") ₂ O -QN ⁺ (R ¹¹ J ₃ A ^" o - QN ⁺ H (R ¹¹ J ₂ a ^'o QN ⁺ H ₂ (R ¹¹ YES ^"o -QN (R ¹¹ J-CH ₂ -CH ₂ -N ⁺ R ¹¹ H ₂ ^a", each Q is a chemical Bond, -CH ₂ -, -CH ₂ -CH ₂ -, -CH ₂ CH ₂ CH ₂ -, -C (CH ₃ J ₂ -, - CH ₂ CH ₂ CH ₂ CH ₂ -, -CH ₂ C (CH ₃ J ₂ -, -CH (CH ₃ ) CH ₂ CH ₂ -,

R "is identical or different radicals from the group -H ₁ -phenyl, -benzyl, -CH ₂ -CH (CH ₃ ) Ph, the d.zo-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 J ₂ , -CH (CH ₃ ) CH ₂ CH ₃ , -C (CH ₃ J ₃ , and A represents an anion, which is preferably selected from chloride, bromide, iodide or methosulfate. Particularly preferred hair-treatment compositions according to the invention are characterized in that they contain at least one amino-functional silicone of the formula (IIa)

(CH ₃ ) ₃ Si - [O-Si (CH ₃ ) ₂ ] n [OSi (CH ₃ )] _m - OSi (CH ₃ ) ₃ (IIa),

I

CH ₂ CH (CH ₃ ) CH ₂ NH (CHZ) ₂ NH ₂

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

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

Hair-cleansing compositions according to the invention which contain at least one amino-functional silicone of the formula (IIb) are also particularly preferred.

R- [Si (CH3) ₂ -O] _n1 [Si (R) -O] _m - [Si (CH _{3) 2] '2} -R (IIb),

I

(CH ₂ ) ₃ NH (CH ₂ ) ₂ NH ₂

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, preference is given to hair-treatment compositions 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 , 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 10% by weight, preferably 0.1 to 8% by weight, especially preferably from 0.25 to 7.5% by weight and in particular from 0.5 to 5% by weight of amino-functional silicone (s).

The INCI CYCLOMETHICONE designated cyclic dimethicones are inventively used with preference. Here, hair treatment compositions according to the invention are preferred, the at least one silicone of the formula III

in which x is a number from 0 to 200, preferably from 0 to 10, more preferably from 0 to 7 and in particular 0, 1, 2, 3, 4, 5 or 6 stands.

The silicones described above have a backbone composed of -Si-O-Si units. Of course, these Si-O-Si units may also be interrupted by carbon chains. Appropriate molecules are accessible by chain extension reactions and are preferably used in the form of silicone-in-water emulsions.

The silicone-in-water emulsions which can be used according to the invention can be prepared by known processes, as disclosed, for example, in US Pat. No. 5,998,537 and EP 0 874 017 A1.

In summary, this preparation process comprises the emulsifying mixture of components, one of which contains at least one polysiloxane, the other of which contains at least one organosilicone material which reacts with the polysiloxane in a chain extension reaction, wherein at least one metal ion-containing catalyst for the chain extension reaction, at least one surfactant and water are present.

Chain extension reactions with polysiloxanes are known and may include, for example, the hydrosilylation reaction in which an Si-H group having an aliphatically unsaturated group in the presence of a platinum / rhodium catalyst to form polysiloxanes having some Si (C) _P- Si bonds (p = 1-6), the polysiloxanes also being referred to as polysiloxane-polysilalkylene copolymers.

The chain extension reaction may also involve the reaction of a Si-OH group (e.g., a hydroxy-terminated polysiloxane) with an alkoxy group (e.g., alkoxysilanes, Silicates or alkoxysiloxanes) in the presence of a metal-containing catalyst to form polysiloxanes.

The polysiloxanes used in the chain extension reaction include a ss-linear polymer of the following structure:

R-Si (R ₂ HO-Si (R ₂ H _n -O-SiR ₃

In this structure, each R independently represents a hydrocarbon radical having up to 20 carbon atoms, preferably having 1 to 6 carbon atoms, such as an alkyl group (for example, methyl, ethyl, propyl or butyl), an aryl group (for example, phenyl), or group required for the chain extension reaction ("reactive group", for example Si-bonded H atoms, aliphatically unsaturated groups such as vinyl, allyl or hexenyl, hydroxy, alkoxy, such as methoxy, ethoxy or propoxy, alkoxy-alkoxy, acetoxy, amino, etc.), with the proviso that on average one to two reactive groups are present per polymer, n is a positive number> 1. Preferably, a plurality of the reactive groups, more preferably> 90%, and especially> 98% of the reactive groups, at the terminal Si -Atomen bound in siloxane. Preferably, n is numbers describing polysiloxanes having viscosities between 1 and 1,000,000 mm ² / s, more preferably viscosities between 1,000 and 100,000 mm ² / s.

The polysiloxanes may be branched to a low degree (for example, <2 mol% of the siloxane units), but the polymers are substantially linear, more preferably completely linear. In addition, the substituents R may in turn be substituted, for example with N-containing groups (for example amino groups), epoxy groups, S-containing groups, Si-containing groups, O-containing groups, etc. Preferably, at least 80% of the radicals R are alkyl radicals, especially preferably methyl groups.

The organosilicone material that reacts with the polysiloxane in the chain extension reaction may be either a second polysiloxane or a molecule that acts as a chain extender. When the organosilicone material is a polysiloxane, it has the above-mentioned general structure. In these cases, one polysiloxane in the reaction has (at least) one reactive group, and a second polysiloxane has (at least) a second reactive group that reacts with the first.

If the organosilicone material comprises a chain extending agent, this may be a material such as a silane, a siloxane (e.g. disiloxane or trisiloxane) or a Silazane. For example, a composition comprising a polysiloxane according to the above-described general structure having at least one Si-OH group can be chain extended by reacting with an alkoxysilane (for example, a dialkoxysilane or trialkoxysilane) in the presence of tin or titanium-containing catalysts is reacted.

The metal-containing catalysts in the chain extension reaction are usually specific for a particular reaction. Such catalysts are known in the art and include, for example, metals such as platinum, rhodium, tin, titanium, copper, lead, etc. In a preferred chain extension reaction, a polysiloxane having at least one aliphatically unsaturated group, preferably an end group, is reacted with an organosilicone material Presence of a hydrosilylation catalyst which is a siloxane or polysiloxane having at least one (preferably terminal) Si-H group. The polysiloxane has at least one aliphatically unsaturated group and satisfies the general formula given above in which R and n are as defined above, with an average of between 1 and 2 groups R having one aliphatically unsaturated group per polymer. Representative aliphatic unsaturated groups are, for example, vinyl, allyl, hexenyl and cyclohexenyl or a group R ² CH = CHR ³ in which R ^{2 is} a divalent aliphatic silicon-bonded chain and R ^{3 is} a hydrogen atom or an alkyl group. The organosilicone material having at least one Si-H group preferably has the above-mentioned structure, wherein R and n are as defined above and wherein, on average, between 1 and 2 groups R is hydrogen and n is 0 or a positive integer

This material may be a polymer or a low molecular weight material such as a siloxane (for example, a disiloxane or a trisiloxane).

The polysiloxane having at least one aliphatic unsaturated group and the organosilicone material having at least one Si-H group react in the presence of a hydrosilylation catalyst. Such catalysts are known in the art and include, for example, platinum and rhodium-containing materials. The catalysts may take any known form, for example platinum or rhodium coated on support materials (such as silica gel or activated carbon) or other suitable compounds such as platinum chloride, salts of platinum or chloroplatinic acids. Chloroplatinic acid, either as a commercially available hexahydrate or in anhydrous form, is a preferred catalyst because of its good dispersibility in organosilicone systems and low color changes.

In another preferred chain extension reaction, a polysiloxane having at least one Si-OH group, preferably an end group, is added with an organosilicone material Reaction having at least one alkoxy group, preferably a siloxane having at least one Si-OR group or an alkoxysilane having at least two alkoxy groups. In this case, the catalyst used is again a metal-containing catalyst.

For the reaction of an Si-OH group with an Si-OR group, there are many catalysts known from the literature, for example organometallic compounds such as organotin salts, titanates or titanium chelates or complexes. Examples include stannous octoate, dibutyltin dilaurate, dibutyltin diacetate, dimethyltin dineodecanoate, dibutyltin dimethoxide, isobutyltin triceroate, dimethyltin dibutyrate, dimethyltin dineodecanoate, triethyltin tartrate, tin oleate, tin naphthenate, tin butyrate, tin acetate, tin benzoate, tin sebacate, Tin succinate, tetrabutyl titanate, tetraisopropyl titanate, tetraphenyltitant, tetraoctadecyl titanate, titanium naphthanate, ethyltriethanolamine titanate, titanium diisopropyl diethyl acetoacetate, titanium diisopropoxy diacetyl acetonate and titanium tetra alkoxides in which the alkoxide is butoxy or propoxy.

In addition, the silicone-in-water emulsions preferably contain at least one surfactant. These have been described in detail above.

Hair treatment compositions which are likewise preferred according to the invention are characterized in that they contain at least one silicone of the formula IV

R _{3 is} -Si- [O-SiR ₂ ] _x - (CH ₂ ) _n - [O-SiR ₂ ] _y -O-SiR 3 (IV),

in which R is 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 J ₃ , x and y stand for a number from 0 to 200, preferably from 0 to 10, more preferably from 0 to 7 and especially 0, 1, 2, 3, 4, 5 or 6 and n is a number from 0 to 10, preferably from 1 to 8 and in particular from 2, 3, 4, 5, 6.

The silicones are preferably water-soluble. Hair treatment compositions which are preferred according to the invention are characterized in that they contain at least one water-soluble silicone.

Another preferred group of ingredients of the hair treatment compositions according to the invention are vitamins, provitamins or vitamin precursors. These are described below:

The group of substances called vitamin A includes retinol (vitamin A ₁ ) and 3,4-didehydroretinol (vitamin A ₂ ). The ß-carotene is the provitamin of retinol. As a vitamin According to the invention, for example, vitamin A acid and its esters, vitamin A aldehyde and vitamin A alcohol, as well as its esters, such as palmitate and acetate, come into consideration. The agents according to the invention preferably contain the vitamin A component in amounts of 0.05-1% by weight, based on the total preparation.

The vitamin B group or the vitamin B complex include u. a. Vitamin Bi (thiamine)

- Vitamin B ₂ (riboflavin)

Vitamin B ₃ . Under this name, the compounds nicotinic acid and nicotinamide (niacinamide) are often performed. Preferred according to the invention is the nicotinic acid amide which is contained in the agents used according to the invention preferably in amounts of from 0.05 to 1% by weight, based on the total agent.

Vitamin B ₅ (pantothenic acid, panthenol and pantolactone). Panthenol and / or pantolactone are preferably used in the context of this group. Derivatives of panthenol which can be used according to the invention are, in particular, the esters and ethers of panthenol and also cationically derivatized panthenols. Individual representatives are, for example, the panthenol triacetate, the panthenol monoethyl ether and its monoacetate and also the cationic panthenol derivatives disclosed in WO 92/13829. The said compounds of the vitamin B ₅ type are preferably contained in the agents according to the invention in amounts of 0.05-10% by weight, based on the total agent. Amounts of 0.1-5 wt .-% are particularly preferred. Vitamin B ₆ (pyridoxine and pyridoxamine and pyridoxal).

Vitamin C (ascorbic acid). Vitamin C is used in the agents according to the invention preferably in amounts of 0.1 to 3 wt .-%, based on the total agent. 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). Tocopherol and its derivatives, which include in particular the esters such as the acetate, the nicotinate, the phosphate and the succinate, are preferably present in the agents according to the invention in amounts of 0.05-1% by weight, based on the total agent.

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, however, the trivial name biotin has meanwhile prevailed. Biotin is preferably present in the compositions according to the invention in amounts of from 0.0001 to 1.0% by weight, in particular in amounts of from 0.001 to 0.01% by weight.

In summary, hair treatment compositions according to the invention are preferred which contain vitamins, pro-vitamins and vitamin precursors, which are assigned to the groups A, B, C, E, F and H, preferred compositions containing said compounds in amounts of from 0.1 to 5% by weight. , preferably from 0.25 to 4 wt .-% and in particular from 0.5 to 2.5 wt .-%, each based on the total agent.

Agents which are particularly preferred according to the invention are further characterized in that they additionally comprise gel formers, preferably from the group consisting of cellulose and / or cellulose derivatives, in particular hydropoxyethylcellulose and / or the polyacrylates, and also poly (meth) acrylates, preferably in amounts of from 0.1 to 5% by weight. -%, particularly preferably from 0.5 to 2.5 wt .-%, each based on the total agent included.

Another object of the present invention is the use of mixtures of a) at least one copolymer A from

Acrylic acid and / or methacrylic acid and / or acrylic acid esters and / or methacrylic acid esters with at least one methacrylic acid ester of the formula

H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) _n CH ₂ - (CH ₂ ) _πi -CH _3I

in the n for values of 14 to 24, preferably from 16 to 22, particularly preferably from 18 to 21 and especially for 20 and m for values from 12 to 22, preferably from 14 to 20, particularly preferably from 16 to 18 and in particular for 16 and b) at least one copolymer B from

Methacrylic acid and hydroxyethyl methacrylate and methyl methacrylate and butyl acrylate in temporary hair styling agents. Means for temporary hair shaping are, as already mentioned, hair gels, hair waxes, hair sprays, hair fixatives, etc ..

Another object of the present invention is the use of mixtures of a) at least one copolymer A from

Acrylic acid and / or methacrylic acid and / or acrylic acid esters and / or methacrylic acid esters with at least one methacrylic acid ester of the formula

H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) _n CH ₂ - (CH ₂ ) _m -CH ₃₎

in the n for values of 14 to 24, preferably from 16 to 22, particularly preferably from 18 to 21 and especially for 20 and m for values from 12 to 22, preferably from 14 to 20, particularly preferably from 16 to 18 and in particular for 16 and b) at least one copolymer B from

Methacrylic acid and

Hydroxyethyl methacrylate and

Methyl methacrylate and

Butyl acrylate to improve the moisture resistance and / or the hairstyle of hair treated with these mixtures.

Another object of the present invention is the use of agents according to the invention for improving the moisture resistance and / or the hairstyle of hair treated with these agents.

With respect to preferred uses mutatis mutandis applies to the means of the invention.

The following examples are intended to illustrate the subject matter of the present invention without being limiting. Examples:

The following compositions were prepared (in% by weight) and evaluated by means of the "dip test." Hair strands (weight: 2 g, length 15 cm) were treated with the respective product (in each case 0.5 g) and 5 seconds immersed in 2O ⁰ C hot water. Thereafter, the tresses are horizontally suspended (nip width 1 cm, that is 19 free floating cm of the hair strand) and measured after 5 minutes, how far the lock of hair bends downward. A low value indicates high water resistance, a high value low water resistance.

E1 V1 V2 V3 V4

Copolymer A * 6.8 5.0 SYNTHALES W 2000 ** 9.6 5.0 Structure 2001 *** 9.0

Copolymer B **** 2.0 4.0 Styleze 2000 ^# 1, 0 1, 0 2.0

Euxyl K 300 ** 0,1 0,5 0,5 Sensiva SC 50 *** 0,1 0,5 0,5

2-amino-2-methyl-1-propanol 0.5 1, 4 0.8 0.7 0.5 triethanolamine 99% pure 1, 9

Ethanol 96% DEP denatured 15.0 18.7

Water, desalted 90.5 91.7 88.6 89.3 86.7

Dip test / deflection in cm 5.0 13.3 12.9 12.4 11, 9

INCI name: ACRYLATES / STEARETH-20 M ETHAC RYLATE COPOLYMER (29

% By weight dispersion in water)

INCI name: ACRYLATES / PALMETH-25 ACRYLATE CROSSPOLYMER (30

% By weight dispersion in water) * ^** INCI name: Acrylates / Steareth-20 Itaconate Copolymer (28-30% by weight)

Dispersion in water)

INCI name: ACRYLATES / HYDROXYESTERS ACRYLATES COPOLYMER (48

% By weight dispersion in water)

* INCI name: VP / Acrylates / Lauryl Methacrylate Copolymer

** cosmetic preservatives based on methyl, butyl, ethyl, propyl,

Isobutylparaben and phenoxyethanol (Schülke & Mayr) *** 1-alkyl glycerol ether (Schülke & Mayr)

The results show that the compositions of the invention have a significantly better water resistance than non-inventive agents.

Claims

claims: 1. agent for the treatment of keratinous fibers, in particular human hair, containing - in each case based on the agent - in a cosmetically acceptable carrier a) 0.1 to 12 wt .-% of at least one copolymer A from Acrylic acid and / or methacrylic acid and / or acrylic acid esters and / or methacrylic acid esters with at least one methacrylic acid ester of the formula H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) _n CH ₂ - (CH ₂ ) _m -CH ₃₎ in the n for values of 14 to 24, preferably from 16 to 22, particularly preferably from 18 to 21 and especially for 20 and m for values from 12 to 22, preferably from 14 to 20, particularly preferably from 16 to 18 and in particular for 16 and b) 0.1 to 12 wt .-% of at least one copolymer B from Methacrylic acid and hydroxyethyl methacrylate and methyl methacrylate and butyl acrylate. 2. Composition according to claim 1, characterized in that it contains 0.1 to 10 wt .-%, preferably 1 to 9 wt .-%, particularly preferably 1, 5 to 8.5 wt .-% and in particular 2 to 8 wt .-% of at least one copolymer A contains. 3. Composition according to one of claims 1 or 2, characterized in that it is 0.1 to 10 wt .-%, preferably 1 to 9 wt .-%, particularly preferably 1, 5 to 8.5 wt .-% and in particular 2 to 8 wt .-% of at least one copolymer B contains. 4. Composition according to one of claims 1 to 3, characterized in that 20 to 90 mol%, preferably 30 to 80 mol%, particularly preferably 40 to 75 mol% and in particular 45 to 70 mol% of the acid groups in copolymer B are neutralized, preferably with aminomethylpropanol. 5. Composition according to one of claims 1 to 4, characterized in that it additionally contains 0.5 to 25 wt .-%, preferably 1 to 20 wt .-% and in particular 2 to 15 wt .-% ethanol and / or isopropanol , 6. Composition according to one of claims 1 to 5, characterized in that it additionally contains at least one cationic polymer, preferably at least one water-soluble cationic polymer, preferably in amounts of 0.1 to 5.0 wt .-%, particularly preferably of 0, 25 to 4.0 wt .-% and in particular from 0.5 to 2.5 wt .-%. 7. Composition according to one of claims 1 to 6, characterized in that it additionally contains 0.05 to 1, 0 wt .-% of a surface-active quaternary ammonium compound. 8. Use of mixtures of a) at least one copolymer A from Acrylic acid and / or methacrylic acid and / or acrylic acid esters and / or methacrylic acid esters with at least one methacrylic acid ester of the formula H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) _n CH ₂ - (CH ₂ ) _m -CH 3, in the n for values of 14 to 24, preferably from 16 to 22, particularly preferably from 18 to 21 and especially for 20 and m for values from 12 to 22, preferably from 14 to 20, particularly preferably from 16 to 18 and in particular for 16 and b) at least one copolymer B from Methacrylic acid and hydroxyethyl methacrylate and methyl methacrylate and butyl acrylate in temporary hair styling agents. 9. Use of mixtures of a) at least one copolymer A from Acrylic acid and / or methacrylic acid and / or acrylic acid esters and / or methacrylic acid esters with at least one methacrylic acid ester of the formula H ₂ C = C (CH ₃ ) -COO- (CH ₂ -CH ₂ -O) _n CH ₂ - (CH ₂ ) _m -CH _3l in the n for values of 14 to 24, preferably from 16 to 22, particularly preferably from 18 to 21 and especially for 20 and m for values from 12 to 22, preferably from 14 to 20, particularly preferably from 16 to 18 and in particular for 16 and b) at least one copolymer B of methacrylic acid and hydroxyethyl methacrylate and methyl methacrylate and butyl acrylate to improve the moisture resistance and / or the hairstyle of hair treated with these mixtures. 10. Use of agents according to one of claims 1 to 7 for improving the moisture resistance and / or the hairstyle of hair treated with these agents.