EP3518879A1

EP3518879A1 - Improved conditioning hair treatment product with washout protection

Info

Publication number: EP3518879A1
Application number: EP17749137.0A
Authority: EP
Inventors: Volker Scheunemann; Erik Schulze Zur Wiesche; René KROHN
Original assignee: Henkel AG and Co KGaA
Current assignee: Henkel AG and Co KGaA
Priority date: 2016-09-30
Filing date: 2017-07-20
Publication date: 2019-08-07
Also published as: US20190216714A1; WO2018059780A1; DE102016219000A1

Abstract

Hair treatment products comprising, in relation to its weight, 0.001 to 10 % by weight of at least one amine salt of a carboxylic acid and 0.001 to 50 % by weight of at least one amino-functional silicon, which lead to improved structural reinforcement of keratin fibres and improved hair care, and which reduce or prevent colour washout in dyed hair.

Description

"improves conditioning hair wash with leach protection"

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

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

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

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

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

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

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

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

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

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

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

a) 0.001 to 10 wt .-% of at least one amine salt of a carboxylic acid;

b) 0.001 to 50 wt .-% of at least one amino-functional silicone.

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

The hair treatment compositions contain as the first essential ingredient 0.001 to 10 wt .-% of at least one amine salt of a carboxylic acid.

Amine salts of carboxylic acids are formed from a (primary, secondary or tertiary) amine with a carboxylic acid from their -COOH group. The acidic acid of the acid protonates the amine to an ammonium. Suitable amines are, for example, methylamine, dimethylamine, trimethylamine, ethylamine, diethylamine, triethylamine, n-propylamine, di-n-propylamine, tri-n-propylamine, isopropylamine, diisopropylamine, triisopropylamine, phenylamine (aniline), diphenylamine, triphenylamine, monoethanolamine, Diethanolamine, triethanolamine, ethylenediamine, propylenediamine, the phenylenediamines 1, 2-diaminobenzene, 1, 3-diaminobenzene and 1, 4-diaminobenzene, piperidine, morpholine, 4,4-dimethyloxazolidine, etc.

Typical representatives of aliphatic mono- and dicarboxylic acids are, for example, acetic acid, propionic acid, oxalic acid and 1,3-propanedioic acid and aromatic carboxylic acids such as benzoic acid. Further organic acids are, for example, hydroxy carboxylic acids such as glycolic acid, citric acid, tartaric acid, malic acid and lactic acid. Also unsaturated mono- or dicarboxylic acids such as fumaric acid or α-ketocarboxylic acids such as pyruvic acid (2-oxopropionic acid) are inventively used as the amine salt.

Examples of preferred amine salts of carboxylic acids to be used according to the invention are

Methyl ammonium formate, dimethyl ammonium formate, trimethyl ammonium formate,

Ethylammonium formate, diethylammonium formate, triethylammonium formate, n-

Propylammonium formate, di-n-propylammonium formate, tri-n-propylammonium formate

Isopropylammonium formate, diisopropylammonium formate, triisopropylammonium formate

Phenylammonium formate, diphenylammonium formate, triphenylammonium formate, monoethanolammonium formate, diethanolammonium formate, triethanolammonium formate, ethyleneammonium formate, propylenammonium formate, piperidinium formate, morpholinium formate, 4,4-dimethyloxazolidinium formate, methylammonium acetate, dimethylammonium acetate, trimethylammonium acetate, ethylammonium acetate, diethylammonium acetate

Triethylammonium acetate, n-propylammonium acetate, di-n-propylammonium acetate, tri-n-propylammonium acetate, isopropylammonium acetate, diisopropylammonium acetate

Triisopropylammonium acetate, phenylammonium acetate, diphenylammonium acetate

Triphenylammonium acetate, monoethanolammonium acetate, diethanolammonium acetate

Triethanolammonium acetate, ethylene ammonium acetate, propylene ammonium acetate

Piperidinium acetate, morpholinium acetate, 4,4-dimethyloxazolidinium acetate

Methylammonium propionate, dimethylammonium propionate, trimethylammonium propionate

Ethylammoniumpropionat, Diethylammoniumpropionat, Triethylammoniumpropionat, n- Propyylammoniumpropionat, di-n-Propylammoniumpropionat, tri-n-Propylammoniumpropionat Isopropylammoniumpropionat, Diisopropylammoniumpropionat, Triisopropylammoniumpropionat Phenylammoniumpropionat, Diphenylammoniumpropionat, Triphenylammoniumpropionat Monoethanolammoniumpropionat, Diethanolammoniumpropionat, Triethanolammoniumpropionat Ethylenammoniumpropionat, Propylenammoniumpropionat, piperidinium

Morpholinium propionate, 4,4-dimethyloxazolidinium propionate, methylammonium butyrate

Dimethylammoniumbutyrat, Trimethylammoniumbutyrat, Ethylammoniumbutyrat Diethylammoniumbutyrat, Triethylammoniumbutyrat, n-Propyylammoniumbutyrat, di-n Propylammoniumbutyrat, tri-n-Propylammoniumbutyrat, Isopropylammoniumbutyrat Diisopropylammoniumbutyrat, Triisopropylammoniumbutyrat, Phenylammoniumbutyrat Diphenylammoniumbutyrat, Triphenylammoniumbutyrat, Monoethanolammoniumbutyrat Diethanolammoniumbutyrat, Triethanolammoniumbutyrat, Ethylenammoniumbutyrat Propylenammoniumbutyrat, Piperidiniumbutyrat, Morpholiniumbutyrat, 4.4 - Dimethyloxazolidiniumbutyrat, Methylammoniumpentanoat, Dimethylammoniumpentanoat Trimethylammoniumpentanoat, Ethylammoniumpentanoat, Diethylammoniumpentanoat Triethylammoniumpentanoat, n-Propyylammoniumpentanoat, di-n-Propylammoniumpentanoat, tri- n-Propylammoniumpentanoat, Isopropylammoniumpentanoat, Diisopropylammoniumpentanoat Triisopropylammoniumpentanoat, Phenylammoniumpentanoat, Diphenylammoniumpentanoat Tnphenylammoniumpentanoat, monoethanolammonium Penta noate, diethanolammonium pentanoate Triethanolammonium pentanoate, ethylene ammonium pentanoate, propylene ammonium pentanoate, piperidinium pentanoate, morpholinium pentanoate, 4,4-dimethyloxazolidinium pentanoate

Methylammoniumhexanoat, Dimethylammoniumhexanoat, Trimethylammoniumhexanoat Ethylammoniumhexanoat, Diethylammoniumhexanoat, Triethylammoniumhexanoat, n- Propyylammoniumhexanoat, di-n-Propylammoniumhexanoat, tri-n-Propylammoniumhexanoat Isopropylammoniumhexanoat, Diisopropylammoniumhexanoat, Triisopropylammoniumhexanoat Phenylammoniumhexanoat, Diphenylammoniumhexanoat, Triphenylammoniumhexanoat Monoethanolammoniumhexanoat, Diethanolammoniumhexanoat, Triethanolammoniumhexanoat Ethylenammoniumhexanoat, Propylenammoniumhexanoat, Piperidiniumhexanoat

Morpholinium hexanoate, 4,4-dimethyloxazolidinium hexanoate, methylammonium heptanoate _; Dimethylammoniumheptanoat, Trimethylammoniumheptanoat, Ethylammoniumheptanoat Diethylammoniumheptanoat, Triethylammoniumheptanoat, n-Propyylammoniumheptanoat, di-n Propylammoniumheptanoat, tri-n-Propylammoniumheptanoat, Isopropylammoniumheptanoat Diisopropylammoniumheptanoat, Triisopropylammoniumheptanoat, Phenylammoniumheptanoat Diphenylammoniumheptanoat, Triphenylammoniumheptanoat, Monoethanolammoniumheptanoat Diethanolammoniumheptanoat, Triethanolammoniumheptanoat, Ethylenammoniumheptanoat Propylenammoniumheptanoat, Piperidiniumheptanoat, Morpholiniumheptanoat, 4.4 Dimethyloxazolidinium heptanoate, methylammonium octanoate, dimethylammonium octanoate, trimethylammonium octanoate, ethylammonium octanoate, diethylammonium octanoate

Triethylammonium octanoate, n-propylammonium nonanoate, di-n-propylammonium octanoate, tri-n-propylammonium octanoate, isopropylammonium octanoate, diisopropylammonium octanoate, triisopropylammonium octanoate, phenylammonium octanoate, diphenylammonium octanoate _; Triphenyl ammonium octanoate, monoethanol ammonium octanoate, diethanol ammonium octanoate, triethanol ammonium octanoate, ethylene ammonium octanoate, propylene ammonium octanoate _; Piperidinium octanoate, morpholinium octanoate, 4,4-dimethyloxazolidinium octanoate

Methyl ammonium nonanoate, dimethyl ammonium nonanoate, trimethyl ammonium nonanoate, ethyl ammonium nonanoate, diethyl ammonium nonanoate, triethyl ammonium nonanoate, n-propyl ammonium nonanoate, di-n-propyl ammonium nonanoate, tri-n-propyl ammonium nonanoate _; Isopropylammonium nonanoate, diisopropylammonium nonanoate, triisopropylammonium nonanoate, phenylammonium nonanoate, diphenylammonium nonanoate, triphenylammonium nonanoate _; Monoethanolammonium nonanoate, diethanolammonium nonanoate, triethanolammonium nonanoate, ethylene ammonium nonanoate, propylene ammonium nonanoate, piperidinium nonanoate _;

Morpholinium nonanoate, 4,4-dimethyloxazolidinium nonanoate, methyl ammonium decanoate _; Dimethylammoniumdecanoat, Trimethylammoniumdecanoat, Ethylammoniumdecanoat Diethylammoniumdecanoat, Triethylammoniumdecanoat, n-Propyylammoniumdecanoat, di-n Propylammoniumdecanoat, tri-n-Propylammoniumdecanoat, Isopropylammoniumdecanoat Diisopropylammoniumdecanoat, Triisopropylammoniumdecanoat, Phenylammoniumdecanoat Diphenylammoniumdecanoat, Triphenylammoniumdecanoat, Monoethanolammoniumdecanoat Diethanolammoniumdecanoat, Triethanolammoniumdecanoat, Ethylenammoniumdecanoat Propylenammonium decanoate, piperidinium decanoate, morpholinium decanoate, 4,4-dimethyloxazolidinium decanoate, methylammonium undecanoate, dimethylammonium undecanoate, trimethylammonium undecanoate, ethylammonium undecanoate, diethylammonium undecanoate, triethylammonium undecanoate, n-propylammonium undecanoate, di-n-

Propylammoniumundecanoat, tri-n-Propylammoniumundecanoat, Isopropylammoniumundecanoat, Diisopropylammoniumundecanoat, Triisopropylammoniumundecanoat, Phenylammoniumundecanoat, Diphenylammoniumundecanoat, Triphenylammoniumundecanoat, monoethanolammonium undecanoate, Diethanolammoniumundecanoat, Triethanolammoniumundecanoat, ethylene ammonium undecanoate, propylene ammonium undecanoate, Piperidiniumundecanoat, Morpholiniumundecanoat, 4,4-Dimethyloxazolidiniumundecanoat, Methylammoniumdodecanoat, Dimethylammoniumdodecanoat, Trimethylammoniumdodecanoat, Ethylammoniumdodecanoat, Diethylammoniumdodecanoat, Triethylammonium dodecanoate, n-propylammonium dodecanoate, di-n-propylammonium dodecanoate, tri-n-

Propylammoniumdodecanoat, Isopropylammoniumdodecanoat, Diisopropylammoniumdodecanoat Triisopropylammoniumdodecanoat, Phenylammoniumdodecanoat, Diphenylammoniumdodecanoat Triphenylammoniumdodecanoat, Monoethanolammoniumdodecanoat Diethanolammoniumdodecanoat, Triethanolammoniumdodecanoat, Ethylenammoniumdodecanoat Propylenammoniumdodecanoat, Piperidiniumdodecanoat, Morpholiniumdodecanoat, 4,4 Dimethyloxazolidiniumdodecanoat, Methylammoniumoxalat, Dimethylammoniumoxalat Trimethylammoniumoxalat, Ethylammoniumoxalat, Diethylammoniumoxalat

Triethylammonium oxalate, n-propylammonium oxalate, di-n-propylammonium oxalate, tri-n-propylammonium oxalate, isopropylammonium oxalate, diisopropylammonium oxalate

Triisopropylammonium oxalate, phenylammonium oxalate, diphenylammonium oxalate

Triphenylammoniumoxalat, Monoethanolammoniumoxalat Diethanolammoniumoxalat Triethanolammoniumoxalat, Ethylenammoniumoxalat, Propylenammoniumoxalat Piperidiniumoxalat, Morpholiniumoxalat, 4,4-Dimethyloxazolidiniumoxalat Methylammoniumbenzoat, Dimethylammoniumbenzoat, Trimethylammoniumbenzoat Ethylammoniumbenzoat, Diethylammoniumbenzoat, Triethylammoniumbenzoat, n- Propyylammoniumbenzoat, di-n-Propylammoniumbenzoat, tri-n-Propylammoniumbenzoat Isopropylammoniumbenzoat, Diisopropylammoniumbenzoat, Triisopropylammoniumbenzoat Phenylammoniumbenzoat , Diphenylammoniumbenzoat, Triphenylammoniumbenzoat Monoethanolammoniumbenzoat, Diethanolammoniumbenzoat, Triethanolammoniumbenzoat Ethylenammoniumbenzoat, Propylenammoniumbenzoat Morpholiniumbenzoat piperidinium, 4,4-Dimethyloxazolidiniumbenzoat, Methylammoniumoxalat Dimethylammoniumoxalat, Trimethylammoniumoxalat, Ethylammoniumoxalat Diethylammoniumoxalat, Triethylammoniumoxalat, n-Propyylammoniumoxalat, di-n Propylammoniumoxalat, tri-n- Propylammonium oxalate, isopropylammonium oxalate diisopropylammonium oxalate triisopropylammonium oxalate, phenylammonium oxalate diphenylammonium oxalate, triphenylammonium oxalate, monoethanolammonium oxalate Diethanol ammonium oxalate, triethanol ammonium oxalate, ethylene ammonium oxalate,

Propylene ammonium oxalate, piperidinium oxalate, morpholinium oxalate, 4,4-

Dimethyloxazolidinium oxalate, methylammonium glycolate, dimethylammonium glycolate

Trimethylammonium glycolate, Ethylammoniumglykolat, Diethylammoniumglykolat

Triethylammoniumglykolat, n-Propyylammoniumglykolat, di-n-Propylammoniumglykolat, tri-n Propylammoniumglykolat, Isopropylammoniumglykolat, Diisopropylammoniumglykolat Triisopropylammoniumglykolat, Phenylammoniumglykolat, Diphenylammoniumglykolat Triphenylammoniumglykolat, Monoethanolammoniumglykolat, Diethanolammoniumglykolat Triethanolammoniumglykolat, Ethylenammoniumglykolat, Propylenammoniumglykolat

Piperidinium glycolate, morpholinium glycolate, 4,4-dimethyloxazolidinium glycolate

Methyl ammonium citrate, dimethyl ammonium citrate, trimethyl ammonium citrate, ethyl ammonium citrate, diethyl ammonium citrate, triethyl ammonium citrate, n-propyl ammonium citrate, di-n-propyl ammonium citrate, tri-n-propyl ammonium citrate, isopropyl ammonium citrate

Diisopropylammonium citrate, triisopropylammonium citrate, phenylammonium citrate

Diphenylammonium citrate, triphenylammonium citrate, monoethanolammonium citrate

Diethanolammonium citrate, triethanolammonium citrate, ethylene ammonium citrate

Propylene ammonium citrate, piperidinium citrate, morpholinium citrate, 4,4-dimethyloxazolidinium citrate, methyl ammonium tartrate, dimethyl ammonium tartrate, trimethyl ammonium tartrate

Ethylammonium tartrate, diethylammonium tartrate, triethylammonium tartrate, n-

Propyl ammonium tartrate, di-n-propyl ammonium tartrate, tri-n-propyl ammonium tartrate

Isopropylammonium tartrate, diisopropylammonium tartrate, triisopropylammonium tartrate, phenylammonium tartrate, diphenylammonium tartrate, triphenylammonium tartrate

Monoethanolammonium tartrate, diethanolammonium tartrate, triethanolammonium tartrate, ethyleneammonium tartrate, propylenammonium tartrate, piperidinium tartrate, morpholinium tartrate, 4,4-dimethyloxazolidinium tartrate, methylammonium malate, dimethylammonium malate

Trimethylammonium malate, ethylammonium malate, diethylammonium malate

Triethylammonium malate, n-propylammonium malate, di-n-propylammonium malate, tri-n-propylammonium malate, isopropylammonium malate, diisopropylammonium malate

Triisopropylammonium malate, phenylammonium malate, diphenylammonium malate

Triphenylammonium malate, monoethanolammonium malate, diethanolammonium malate

Triethanolammonium malate, ethylene ammonium malate, propylene ammonium malate, piperidinium malate, morpholinium malate, 4,4-dimethyloxazolidinium malate, methyl ammonium lactate

Dimethyl ammonium lactate, trimethyl ammonium lactate, ethyl ammonium lactate

Diethylammonium lactate, triethylammonium lactate, n-propylammonium lactate, di-n-propylammonium lactate, tri-n-propylammonium lactate, isopropylammonium lactate

Diisopropylammonium lactate, triisopropylammonium lactate, phenylammonium lactate

Diphenylammonium lactate, triphenylammonium lactate, monoethanolammonium lactate

Diethanolammonium lactate, triethanolammonium lactate, ethylene ammonium lactate

Propylene ammonium lactate, piperidinium lactate, morpholinium lactate, 4,4-dimethyloxazolidinium lactate Methylammoniumfumarat, Dimethylammoniumfumarat, Trimethylammoniumfumarat, Ethylammoniumfumarat, Diethylammoniumfumarat, triethylammonium, n- Propyylammoniumfumarat, di-n-Propylammoniumfumarat, tri-n-Propylammoniumfumarat, Isopropylammoniumfumarat, Diisopropylammoniumfumarat, Triisopropylammoniumfumarat, Phenylammoniumfumarat, Diphenylammoniumfumarat, Triphenylammoniumfumarat, Monoethanolammoniumfumarat Diethanolammoniumfumarat, Triethanolammoniumfumarat, Ethylenammoniumfumarat, Propylenammoniumfumarat, Piperidiniumfumarat , Morpholiniumfumarat, 4,4-Dimethyloxazolidiniumfumarat, Methylammoniumpyruvat, Dimethylammoniumpyruvat Trimethylammoniumpyruvat, Ethylammoniumpyruvat, Diethylammoniumpyruvat, Triethylammoniumpyruvat, n-Propyylammoniumpyruvat, di-n Propylammoniumpyruvat, tri-n-Propylammoniumpyruvat, Isopropylammoniumpyruvat, Diisopropylammoniumpyruvat, Triisopropylammoniumpyruvat, Phenylammoniumpyruvat, Diphenylammoniumpyruvat, Triphenylammoniumpyruvat, Monoethanolammoniumpyruv at, diethanolammoniumpyruvate, triethanolammoniumpyruvate, ethyleneammoniumpyruvate, propylenammoniumpyruvate, piperidiniumpyruvate, morpholiniumpyruvate, 4.4-

Dimethyloxazolidiniumpyruvat.

Particularly preferred hair treatment compositions according to the invention are characterized in that they contain, based on their weight, from 0.01 to 10% by weight, preferably from 0.05 to 7.5% by weight, more preferably from 0 to 1 to 6% by weight. and in particular from 0.15 to 5% by weight of amine salt (s) of carboxylic acid (s) of the formula (I)

(I)

included in the

R 1, R ₂ and R ₃ are independently selected from -H, -CH ₃ , -CH ₂ CH ₃ , -CH ₂ CH ₂ OH,

R is an optionally substituted saturated or unsaturated, linear, branched or cyclic, aliphatic or aromatic hydrocarbon radical having at least 2 C atoms.

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

(La)

in which R is -Ph or - (CH ₂ ) n CH ₃ where n = 4, 5, 6, 7, 8, 9, 10, in particular 5 or 7,

(Ib)

in which R is -Ph or - (CH ₂ ) n CH ₃ where n = 4, 5, 6, 7, 8, 9, 10, in particular 5 or 7, in which R is -Ph or - (CH 2) n CH 3 where n = 4, 5, 6, 7, 8, 9, 10, in particular 5 or 7

(Id)

in which R and R ^', independently of one another, are -Ph or - (CH 2) n CH 3 where n = 4, 5, 6, 7, 8, 9, 10, in particular 5 or 7,

contain.

As a further essential ingredient, the agents according to the invention contain from 0.001 to 50% by weight of at least one amino-functional silicone.

Preferred agents according to the invention are characterized in that they contain an amino-functional silicone of the formula (Si-II)

R'aG3-a-Si (OSiG 2) n (OSiG bR'2- b) m-0-SiG _3-a-R'a (Si-II),

contain, in which means:

G is -H, a phenyl group, -OH, -O-CH ₃ , -CH ₃ , -O-CH ₂ CH ₃ , -CH ₂ CH ₃ , -O-

CH2CH3 CH _2, -CH 2 CH ₂ CH 3, -0-CH (CH ₃₎ _2, -CH (CH ₃₎ _2, -O-CH2CH2CH2CH3, -

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 , -O -C (CH ₃ ) ₃ , -C (CH ₃ ) ₃ ;

a is a number between 0 and 3, in particular 0; b is a number between 0 and 1, in particular 1,

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

- R ^' is a monovalent radical selected from

o -QN (R ") - CH ₂ -CH ₂ -N (R") 2

o -QN (R ") ₂

o -QN ⁺ (R ") ₃ A- o -QN ⁺ H (R") ₂ A- o -QN ⁺ H ₂ (R ") A- o -QN (R") - CH 2 -CH 2 -N ⁺ R "H ₂ A,

wherein each Q is a chemical bond, -CH ₂ -, -CH ₂ -CH ₂ -, -CH ₂ CH ₂ CH ₂ -, -C (CH ₃ ) ₂ -, -CH ₂ CH ₂ CH ₂ CH ₂ -, -CH ₂ C (CH ₃ ) ₂ -, -CH (CH ₃ ) CH ₂ CH ₂ -,

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

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

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

I

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

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

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

R- [Si (CH ₃₎ ₂ -0] m [Si (R) -0] m- [Si (CH ₃₎ _2] _n2 -R (Si-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, agents according to the invention which contain an amino-functional silicone whose amine number is above 0.25 meq / g, preferably above 0.3 meq / g and in particular above 0.4 meq / g, are preferred , The amine number stands for the milliequivalents of amine per gram of the amino-functional silicone. It can be determined by titration and also expressed in mg KOH / g.

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

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

in the

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

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

with the stipulations

- n> 0 and b + c> 0

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

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

in the

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

with the stipulations

- n> 0 and b + c> 0

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

are therefore preferred according to the invention.

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

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

(Si-Vl),

in which

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

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

(Si-Vl)

in the

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

R2 is -CH ₃ , -OH, or -OCH ₃ .

B is a group -OH, -O-Si (CH ₃ ) 3, -O-Si (CH ₃ ) 20H, -O-Si (CH ₃ ) ₂ OCH ₃ ,

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

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

m and n independently of each other for integers, numbers between 1 and 1000 are provided with the proviso that

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

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

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

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

-O-Si (CH ₃ ) ₂ OH -Si (CH ₃ ) ₂ OCH ₃

-O-Si (CH ₃ ) ₃ -Si (CH ₃ ) ₂ OH

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

means. These silicones lead to exorbitant improvements in the hair properties of the hair treated with the agents according to the invention, and to a significantly improved protection in the case of oxidative treatment.

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

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

In addition to the aminofunctional silicone (s), the compositions of the invention may contain other silicone (s) which are not amino-functional.

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

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

(CH ₃ ) ₃ Si [0-Si (CH ₃ ) ₂ ] _x -O-Si (CH ₃ ) ₃ (SN),

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

These silicones are called DIMETHICONE according to the INCI nomenclature.

The hair treatment compositions of the invention may contain surfactant (s). In cleaning compositions (shampoos), in particular anionic surfactants have proven useful, in conditioning compositions, cationic surfactants are often used ingredients; Due to their advantageous properties, amphoteric surfactants are used with particular advantage both in shampoos and in conditioners. The hair treatment compositions of the invention may contain at least one anionic surfactant.

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

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

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

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

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

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

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

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

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

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

Particularly preferred hair treatment compositions according to the invention are characterized in that - based on the weight of the composition - sis -0.05 to 20 wt .-%, preferably 0, 1 to 10 wt .-%, more preferably 0.25 to 8 wt .-% and in particular from 0.5 to 7% by weight of cationic surfactant (s), preferably from 0.05 to 20% by weight, preferably from 0.1 to 10% by weight, more preferably from 0.25 to 8% by weight .-% and in particular 0.5 to 7 wt .-% behenyl trimethyl ammonium chloride.

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

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

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

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

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

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

Preference is given to quaternized cellulose polymers derived from hydroxy (C 2 -C 4) -alkylcelluloses, more preferably from hydroxyethylcelluloses.

Such polymers are known to those skilled in the art and commercially available from various companies. Particularly preferred are the cationic cellulose derivatives known under the INCI names Polyquaternium-4, Polyquaternium-10, Polyquaternium-24, Polyquaternium-67 and / or Polyquaternium-72. Very particular preference is given to polyquaternium-10, polyquaternium-24 and / or polyquaternium-67 and particular preference to polyquaternium-10.

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

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

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

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

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

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

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

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

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

Y-CH (X) -CHO

included in the

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

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

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

or - (CH ₂ ) _P -OH with p = 1, 2, 3, 4 or -CHO

Preferred aldehydes to be used according to the invention are described by the numbers 1 to 176 on pages 34 to 37 of the priority document.

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

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

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

O

OH (| b)

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

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

O O

Br (ld)

2- (2-hydroxyethoxy) acetaldehyde (X.

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

contain.

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

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

included in the

R1 represents -H or an ionic group.

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

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

Preferred succinimidyl esters to be used according to the invention are described in the priority document on pages 40 to 42 with the numbers 1 to 72.

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

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

(IIIb)

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

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

contain.

Complexing agents can increase the effect of the agents according to the invention even further, in particular complexing agents which are derived from polycarboxylic acids have proved useful.

Hair treatment compositions which are preferred according to the invention are therefore characterized in that they contain, based on their weight, from 0.001 to 20% by weight of complexing agents from the group consisting of tetrasodium A / A / bis (carboxylatomethyl) -L-glutamate (Tetrasodium glutamate diacetate, GLDA). , Pentasodium Diethylenetriaminepentaacetate (DTPA), tetrasodiumiminodisuccinate (IDS), tetrasodium ethylenediaminetetraacetate (EDTA), tetrasodium ethylenediamine disuccinic acid (EDDS), trisodium hydroxyethylethylenediaminetriacetic acid (HEDTA).

Very particularly preferred is the use of the first three complexing agents. Extremely preferred hair treatment compositions according to the invention are characterized in that they contain, based on their weight, from 0.001 to 20% by weight, preferably from 0.005 to 15% by weight, preferably from 0.01 to 10% by weight, more preferably from 0.05 to 7.5 wt .-% and in particular 0, 1 to 5 wt .-% complexing agent from the group

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

b. Pentasodium diethylenetriamine pentaacetate (DTPA)

c. Tetrasodiumiminodisuccinate (IDS)

contain.

The agents according to the invention may contain only one of the three complexing agents mentioned. But it is also possible that the means according to the invention two or all three of the above. Complexing agents, the manganese of all the complexing agents contained in the agents from the o.g. Group within the quantitative range 0.01 to 20 wt .-% is.

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

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

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

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

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

From 0.01 to 10% by weight, more preferably from 0.05 to 7.5% by weight and in particular from 0.1 to 5% by weight of tetrasodium A /, A / -bis (carboxylatomethyl) -L- glutamate (Tetrasodium Glutamate Diacetate, GLDA) and 0.01 to 10% by weight, more preferably 0.05 to 7.5% by weight and especially 0.1 to 5% by weight of tetrasodium imino disuccinate (IDS). According to the invention also preferred hair treatment compositions contain - based on their weight - 0.01 to 10 wt .-%, more preferably 0.05 to 7.5 wt .-% and in particular 0, 1 to 5 wt .-% Pentasodium Diethylenetriaminepentaacetate (DTPA) and 0.01 to 10 wt%, more preferably 0.05 to 7.5 wt%, and most preferably 0.1 to 5 wt% of tetrasodium imino disuccinate (IDS).

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Particularly preferred are the water-soluble alcohols. Particularly preferred are ethanol, 1, 2-propylene glycol, glycerol, benzyl alcohol and mixtures of these alcohols.

For a very good (head) skin compatibility of the hair treatment compositions according to the invention, it is advantageous if they have a slightly acidic pH.

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

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

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

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

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

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

Particularly preferred vegetable oil components are (sweet) almond oil, peach kernel oil, apricot kernel oil, amaranth seed oil, argan oil, olive oil, jojoba oil, cocoa butter and / or shea butter. The proportion by weight of the at least one vegetable oil, the vegetable butter and / or the vegetable wax in the total weight of the hair treatment compositions according to the invention is preferably 0.02 to 2.50 wt .-%, more preferably from 0.03 to 2.00 wt .-% , Particularly preferably 0.04 to 1, 50 wt .-% and in particular 0.05 to 1, 00 wt .-%.

In a further preferred embodiment, in addition to the abovementioned essential and optional constituents, the hair treatment compositions according to the invention may contain at least one further hair-conditioning active agent, which may be selected from the group of US Pat

protein,

vitamins,

Plant extracts and / or

Glycerol.

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

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

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

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

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

Preferred are climbazole, zinc pyrithione and piroctone olamine.

The agents according to the invention can be formulated as so-called rinse-off products, ie they are rinsed out of the hair again after a certain exposure time. This exposure time is preferably less than one hour, ie the consumer preferably does not leave the products until the next hair wash in the hair. Another object of the present invention is therefore a method for hair treatment in which an agent according to the invention is applied to dry or damp hair, left there for a period of 10 to 300 seconds and then rinsed out.

The agents of the invention may also be formulated as so-called leave-on products, i. are not rinsed out of the hair, but left there until the next hair wash. Another object of the present invention is therefore a method for hair treatment, in which an agent according to the invention is applied to dry or damp hair and left there until the next hair wash.

The agents according to the invention lead to a significantly increased strengthening of the inner and outer hair structure. Another object of the present invention is therefore the use of agents according to the invention for strengthening the hair structure, in particular the inner hair structure. Structural strengthening in the sense of the invention is to be understood as meaning a reduction in the damage of keratinic fibers which has arisen due to the most diverse influences. Here, for example, the restoration of natural strength plays an essential role. Restructured fibers are characterized for example by an improved gloss, improved grip and easier combing. In addition, they have an optimized strength and elasticity. A successful structure strengthening or restructuring can be physically detected as a melting point increase in comparison to the damaged fiber.

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

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

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

Examples:

All data in% by weight.

Shampoo:

7 8 9 10 11 12

Sodium Laureth Sulfate 10 10 10 10 10 10

Cocoamidopropyl Betaine 4.0 4.0 4.0 4.0 4.0 4.0

Ammonium Lauryl Sulfate 4.0 4.0 4.0 4.0 4.0 4.0

Polyquaternium-10 0.3 0.3 0.3 0.3 0.3 0.3

Cocamide MEA 0.8 0.8 0.8 0.8 0.8 0.8

PEG-7 Glyceryl Cocoate 1.0 1.0 1.0 1.0 1.0 1.0

Nicotinic acid amide 0.3 0.3 0.3 0.3 0.3 0.3

Citric acid 0.8 0.8 0.8 0.8 0.8 0.8

Monoethanol ammonium hexanoate 0.1 0.5 0.2 0.1 0.2 0.15

Glyceraldehyde 0,10 - - - - -

2-hydroxypropanal - 0.12 - - - -

2-hydroxyhexanal - - 0.15 - - -

2-hydroxyoctanal - - - 0.10 - -

2- (2-hydroxyethoxy) acetaldehyde - - - - 0.12 -

Bromomalonaldehyde - - - - - 0.10

Panthenol 0,5 0,5 0,5 0,5 0,5 0,5

2-hydroxyoctanal 1.0 1.0 1.0 1.0 1.0 1.0

Amodimethicone / morpholinomethyl 1.0 2.0 3.5 1.0 0.8 1.0 Silsesquioxane copolymer

Laureth-2 1.2 1.2 1.2 1.2 1.2 1.2

Sodium chloride 1.3 1.0 1.0 1.2 1.1 1.3

Water, preservation Perfume oils ad 100 ad 100 ad 100 ad 100 ad 100 ad 100 Hair ülun:

7 8 9 10 11 12

Quaternium-87 0.75 0.75 0.75 0.75 0.75 0.75

Glycol Distearate 1.0 1.0 1.0 1.0 1.0 1.0

Cetearyl Alcohol 5.0 5.0 5.0 5.0 5.0 5.0

Guar Hydroxypropyltrimonium 0.2 0.2 0.2 0.2 0.2 0.2 Chlorides

Polyquaternium-37 0.4 0.4 0.4 0.4 0.4 0.4

Hydrolyzed keratin 0.1 0.1 0.1 0.1 0.1 0.1

Shea Butter 1.5 1.5 1.5 1.5 1.5 1.5

Behenoyl PG -Trimonium Chloride 1.5 1.5 1.5 1.5 1.5 1.5

Distearoylethyl 0.3 0.3 0.3 0.3 0.3 0.3

Hydroxyethylmonium Methosulfate

Behentrimonium chlorides 0.4 0.4 0.4 0.4 0.4 0.4

Lactic acid 0.1 0.1 0.1 0.1 0.1 0.1

Trimethylammonium octanoate 0.2 0.5 1.0 1.2 0.8 0.6

Glyceraldehyde 1,2 - - - - -

2-hydroxypropanal - 1.0 - - - -

2-hydroxyhexanal - - 2.0 - - -

2-hydroxyoctanal - - - 1.5 - -

2- (2-hydroxyethoxy) acetaldehyde - - - - 1,2 -

Bromomalonaldehyde - - - - - 1,5

Amodimethicones 0.8 0.8 0.8 0.8 0.8 0.8

Water, preservation, perfume oils ad 100 ad 100 ad 100 ad 100 ad 100 ad 100

Succinimidyl ester used:

Shampoo:

Hair conditioner: 13 14 15 16 17 18

Quaternium-87 0.75 0.75 0.75 0.75 0.75 0.75

Glycol Distearate 1.0 1.0 1.0 1.0 1.0 1.0

Cetearyl Alcohol 5.0 5.0 5.0 5.0 5.0 5.0

Guar Hydroxypropyltrimonium 0.2 0.2 0.2 0.2 0.2 0.2 Chlorides

Polyquaternium-37 0.4 0.4 0.4 0.4 0.4 0.4

Hydrolyzed keratin 0.1 0.1 0.1 0.1 0.1 0.1

Shea Butter 1.5 1.5 1.5 1.5 1.5 1.5

Behenoyl PG -Trimonium Chloride 1.5 1.5 1.5 1.5 1.5 1.5

Distearoylethyl 0.3 0.3 0.3 0.3 0.3 0.3

Hydroxyethylmonium Methosulfate

Behentrimonium chlorides 0.4 0.4 0.4 0.4 0.4 0.4

Monoethanol ammonium hexanoate 0.1 0.5 0.2 0.1 0.2 0.15

Lactic acid 0.1 0.1 0.1 0.1 0.1 0.1

Succinimidyl ester No.1 0,1 - - - - -

Succinimidyl ester No.2 - 0.15 - - 0.1 -

Succinimidyl ester No.3 - - 0.1 - - -

Succinimidyl ester No.4 - - - 0.15 - 0.1

2-hydroxyhexanal - - - - 0.1 -

2-hydroxyoctanal - - - - - 0.2

Amodimethicones 0.8 0.8 0.8 0.8 0.8 0.8

Water, preservation, perfume oils ad 100 ad 100 ad 100 ad 100 ad 100 ad 100

Claims

claims:

1. hair treatment compositions containing based on its weight

c) from 0.001 to 10% by weight of at least one amine salt of a carboxylic acid;

d) 0.001 to 50 wt .-% of at least one amino-functional silicone.

2. hair treatment composition according to claim 1, characterized in that it - based on its weight - 0.01 to 10 wt .-%, preferably 0.05 to 7.5 wt .-%, more preferably 0, 1 to 6 wt. % and in particular 0, 15 to 5% by weight of amine salt (s) of carboxylic acid (s) of the formula (I)

(I)

contains, in the

Hair treatment composition according to one of the preceding claims, characterized in that it contains - based on its weight - 0.01 to 10 wt .-%, preferably 0.05 to 7.5 wt .-%, more preferably 0, 1 to 6 wt. -% and in particular 0, 15 to 5 wt .-% of at least one amine salt from the group

(La)

(Ib)

in which R is -Ph or - (CH 2) n CH 3 where n = 4, 5, 6, 7, 8, 9, 10, in particular 5 or 7

(Id)

contains.

Hair treatment composition according to one of the preceding claims, characterized in that it contains -0.01 to 20% by weight, preferably 0.05 to 10% by weight, more preferably 0 to 1 to 7.5% by weight, based on its weight. % and in particular 0.15 to 5% by weight of amino-functional silicone (s).

Hair treatment composition according to one of the preceding claims, characterized in that it contains - based on its weight - 0.01 to 10 wt.%, Particularly preferably 0.05 to 7.5 wt.% And in particular 0.5 to 5 wt.% At least of a 4-morpholinomethyl-substituted silicone of the formula (Si-VI)

(Si-Vl)

in the

R _{1 is} -CH ₃ , -OH, -OCH ₃ , -O-CH ₂ CH ₃ , -O-CH ₂ CH ₂ CH ₃ , or -O-CH (CH ₃ ) ₂ ; R2 is -CH ₃ , -OH, or -OCH ₃ .

B represents a group -OH, -0-Si (CH ₃₎ 3, -0-Si _(CH3) 20H, -0-Si (CH ₃₎ 20ch _3, D is a group of -H, -Si (CH ₃ ) ₃ , -Si (CH ₃ ) ₂ OH, -Si (CH ₃ ) ₂ OCH ₃ , a, b and c independently represent integers between 0 and 1000, with the proviso that a + b + c> 0

at least one of the conditions B = -OH or D = -H is satisfied,

the units a, b, c, m and n are distributed randomly or in blocks in the molecule

Hair treatment composition according to one of the preceding claims, characterized in that it contains, based on its weight, from 0.3 to 10% by weight, preferably from 0.5 to 8% by weight, more preferably from 0.75 to 6% by weight. and in particular from 1 to 5% by weight of amphoteric surfactant (s).

Hair treatment composition according to one of the preceding claims, characterized in that it contains, based on the weight of the composition, from 0.01 to 3% by weight, preferably from 0.05 to 2% by weight, more preferably from 0.1 to 1.5 Wt .-% and in particular 0.15 to 0.8 wt .-% cationic polymer (s), preferably 0.01 to 3 wt .-%, preferably 0.05 to 2 wt .-%, more preferably 0.1 to 1, 5 wt .-% and in particular 0, 15 to 0.8 wt .-% of at least one polymer selected from the group of cationic cellulose polymers and / or cationic guar derivatives.

Hair treatment composition according to one of the preceding claims, characterized in that it contains, based on the weight of the composition, from 0.05 to 20% by weight, preferably from 0.1 to 10% by weight, more preferably from 0.25 to 8% by weight. -% and in particular 0.5 to 7 wt .-% cationic (s) surfactant (s), preferably 0.05 to 20 wt .-%, preferably 0, 1 to 10 wt .-%, more preferably 0.25 to 8 wt .-% and in particular 0.5 to 7 wt .-% behenyl trimethyl ammonium chloride.

Hair treatment composition according to one of the preceding claims, characterized in that it contains, based on the weight of the composition, in addition 0.001 to 20 wt .-% of at least one alpha-substituted aldehyde.

Hair treatment composition according to one of the preceding claims, characterized in that it additionally contains, based on the weight of the composition, from 0.01 to 10% by weight, preferably from 0.05 to 7.5% by weight, more preferably from 0.1 to 6% by weight and in particular 0, 15 to 5% by weight of alpha-substituted aldehyde (s) of the formula (III)

Y-CH (X) -CHO (III)

contains, in the

X is -OH or -Cl or -Br or -I or -O- (CH ₂ ) n- where n is 1, 2, 3, 4 or

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

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

Hair treatment composition according to one of the preceding claims, characterized in that it - based on its weight - 0.01 to 10 wt .-%, preferably 0.05 to 7.5 wt .-%, more preferably 0, 1 to 6 wt .-% and in particular 0, 15 to 5 wt .-% of at least one alpha-substituted aldehyde from the group

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

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

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

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

2- (2-hydroxyethoxy) acetaldehyde (X = -O- (CH ₂ ) _P -OH with p

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

contains.

12. hair treatment composition according to any one of the preceding claims, characterized in that it contains - based on the weight of the composition - additionally 0.001 to 10 wt .-% of at least one Succinimidylesters.

13. hair treatment composition according to any one of the preceding claims, characterized in that it - based on the weight of the composition - additionally 0.01 to 10 wt .-%, preferably 0.05 to 7.5 wt .-%, more preferably 0, 1 to 6% by weight and in particular - (1) succinimidyl ester (s) of the formula (II)

contains, in the

R1 represents -H or an ionic group.

Hair treatment composition according to one of the preceding claims, characterized in that it contains - based on its weight - 0.01 to 10 wt .-%, preferably 0.05 to 7.5 wt .-%, more preferably 0, 1 to 6 wt. % and in particular 0, 15 to 5% by weight of at least one succinimidyl ester from the group

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

(IIb)

in the R for -Ph or - (CH2) nCH3 with n = 4, 5, 6, 7, 8, 9, 10 and

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

contains.

15. hair treatment composition according to any one of the preceding claims, characterized in that it - based on its weight - 0.001 to 20 wt .-% complexing agent from the group tetrasodium A /, A / -bis (carboxylatomethyl) -L-glutamate (Tetrasodium glutamate Diacetates, GLDA), pentasodium diethylenetriaminepentaacetate (DTPA), tetrasodiumiminodisuccinate (IDS), tetrasodium ethylenediaminetetraacetate (EDTA), tetrasodium ethylenediamine disuccinic acid (EDDS), trisodium hydroxyethylethylenediaminetriacetic acid (HEDTA).

16. hair treatment composition according to any one of the preceding claims, characterized in that it - based on its weight - 0.001 to 20 wt .-%, preferably 0.005 to 15 wt .-%, preferably 0.01 to 10 wt .-%, more preferably 0.05 to 7.5 wt .-% and in particular 0, 1 to 5 wt .-% complexing agent from the group

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

e. Pentasodium diethylenetriamine pentaacetate (DTPA)

contains.

A method of hair treatment, characterized in that an agent according to any one of claims 1 to 16 applied to dry or wet hair, left there for a period of 10 to 300 seconds and then rinsed out.

A method of hair treatment, characterized in that an agent according to any one of claims 1 to 16 is applied to dry or damp hair and left there until the next hair wash.