DE29903100U1 - Hair treatment products - Google Patents

Description

Hair treatment products

The present invention relates to a hair treatment agent with improved usage properties, in particular improved light protection and/or, in combination with direct anionic dyes, improved color intensity and color stability.

It has been known for some time that UV absorbers, for example with anionic groups, can be added to hair treatment products, particularly hair after-treatment products as defined in the monograph by K. Schrader, Fundamentals and Recipes of Cosmetics, 2nd edition (1989, Hüthig Buch Verlag), pp. 722-724, in order to protect the hair against harmful effects of light.

The stronger these compounds are absorbed into the hair, the better the light protection achieved.

However, this is often not optimal because, for example, various components of hair treatment products prevent or at least hinder the absorption of these UV absorbers.

The same applies to anionic direct hair dyes, which is why only cationic direct hair dyes are generally used in hair tints. This naturally also applies to compositions that contain both groups of substances, namely UV absorbers and anionic direct hair dyes, which is important in practice because the simultaneous use of direct dyes and UV absorbers can prevent premature fading of the hair coloring caused by exposure to light.

The invention is therefore based on the task of creating a hair treatment agent which contains anionic UV absorbers and/or anionic direct hair dyes, which does not have the disadvantages mentioned, but ensures stable light protection and permanent hair coloring.

This object is achieved by adding at least one compound of the general formula I to a water-based hair treatment composition which contains at least one anionic UV absorber and/or at least one anionic hair dye.

^R3

R ¹ -C-N- CH ₂ CH ₂ -N -CH ₂ CH ₂ -NCR ²

I I I I

OH R ⁴ HO

(I)

in which R ¹ and R ² each represent an optionally hydroxy-substituted C8-C22 alkyl or alkenyl group, R ³ and R ⁴ represent a Ci-Ca alkyl group or a group -CH2-CH2-O-[EO] _X -H, and &khgr; represents O to 5, and Y" represents an anion.

Preferred radicals R ¹ and R ² are C n -C 8 alkyl and oleyl radicals, the radical R ³ is a methyl group and the radical R ⁴ is a group -CH 2 -CH 2 -O-(EO) _X -H, where x is 0 to 3; Y" is preferably a methosulfate, ethyl sulfate, chloride or phosphate anion.

The preferred amount of this compound of formula I is about 0.1 to about 20, in particular about 0.5 to 15, especially about 1 to about 10 wt.%, calculated on the hair treatment composition.

These compounds are known per se and are sold under the brand names "INCROQUAT®HO-80" or "OSC".

The hair treatment products according to the invention are either toning shampoos based on anionic direct hair dyes or hair aftercare products containing these dyes and/or anionic UV absorbers.

α-12/99 -3-

These are preferably used in an amount of 0.05 to 5, in particular 0.1 to 2.5 wt.%, calculated on the total composition of the agent.

Particularly suitable water-soluble UV absorbers with anionic groups are, for example, 5-benzoyl-4-hydroxy-2-methoxybenzenesulfonic acid (benzophenone-4), its sodium salt (benzophenone-5) and 2,2'-dihydroxy-4,4'-dimethoxy-3,3'-disulfobenzophenone or its disodium salt (benzophenone-9) as well as phenylbenzimidazolesulfonic acid (Eusolex® 232); however, other anionic UV absorbers can also be used.

The proportion of direct anionic hair dyes in the compositions according to the invention is variable and is between about 0.001 to about 2.5, preferably 0.01 to 1, in particular 0.1 to 0.5% by weight of the agent if it is in the form of a solution, dispersion, emulsion, gel or aerosol preparation for direct application, i.e. without prior dilution.

For concentrates that are diluted before use, the proportion is of course correspondingly higher.

Suitable anionic dyes that can be used are:

Acid Black 1, C.I.-No. 20,470;

Acid Blue I, C.I. No. 42,045;

Food Blue 5, C.I. No. 42,051;

Acid Blue 9, C.I. No. 42,090;

Acid Blue 74, C.I. No. 73,015;

Acid Red 18, C.I. No. 16,255;

Acid Red 27, Acid Red 87, Acid Red 92, Acid Violet 43, Acid Yellow 1, Acid Yellow 23, Acid Yellow 3, Food Yellow No. 8, D&C Brown No. 1, D&C Green No. 5, D&C Orange No. 4, D&C Orange No. 10, D&C Orange No. 11, D&C Red No. 21, D&C Red No. 27, D&C Red No. 33, D&C Yellow No. 7, D&C Yellow No. 8, FD&CRedNo.4, FD&CYellowNo.6, CL-No. 16,185; C.I. No. 45,380; CL no. 45,410; C.I. No. 60,730; CL no. 10,316; CL no. 19,140; CL no. 47,005; CL No. 14,270; CL no. 20,170 CL No. 61,570; CL no. 15,510; CL No 45,425:1; CL no. 45,425; CL no. 45,380:2; CL no. 45,410:1; CL No. 17,200; CL no. 45,350:1; CL no. 45,350; CL No. 14,700; CL no. 15,985.

Vegetable dyes can also be used alone if they are anionic, or in combination with anionic synthetic direct dyes if they are not anionic, for example henna (red or black), alkanet root, laccaic acid (stick varnish), indigo,
Logwood powder, madder root and rhubarb root powder, etc.

The agents according to the invention containing anionic UV absorbers can also be colorants which additionally contain cationic direct dyes and compounds of formula I; these lead to permanent colorations due to the better light protection.

The compositions according to the invention preferably additionally contain, in particular when they are hair aftertreatment agents within the meaning of the definition mentioned at the beginning, at least one cationic surfactant, in particular in an amount of 0.1 to 7.5, preferably 0.25 to 5, particularly preferably 0.5 to 2.5% by weight of the total composition.

Suitable long-chain quaternary ammonium compounds which can be used as cationic surfactants alone or in a mixture with one another are in particular cetyltrimethylammonium chloride, dimethyldicetylammonium chloride, trimethylcetylammonium bromide, stearyltrimethylammonium chloride, dimethylstearylberi2ylammonium chloride, benzyltetradecyldimethylammonium chloride, dimethyldihydrogenated tallow ammonium chloride, laurylpyridinium chloride, lauryldimethylbenzylammonium chloride, lauryltrimethylammonium chloride, tris(oligooxyethyl)alkylammonium phosphate, cetylpyridinium chloride, behentrimonium chloride, etc.

The quaternary ammonium salts disclosed in EP-A 472 107 are also very suitable. In principle, all quaternary ammonium compounds as listed in the "CTFA International Cosmetic Ingredient Dictionary", Fourth Ed. (1991), under the trivial name "quaternium" are suitable.

The composition may of course also contain the ingredients normally found in such conditioning agents; to avoid repetition, reference is made to K.Schrader, pp.722 - 771.

Non-ionic surfactants can also be used, especially in a mixture with cationic surfactants, for example amine oxides in an amount of about 0.25 to about 5, preferably about 0.5 to about 3.5% by weight, calculated on the total composition of the agent.

Such amine oxides have long been part of the state of the art, for example C\2-C\$- alkyldimethylamine oxides such as lauryldimethylamine oxide, C^-Cis-alkylamidopropyl or ethylamine oxides, Ci2-Ci8-alkyldi(hydroxyethyl)- °der -(hydroxypropyl)amine oxides, or also amine oxides with ethylene oxide and/or propylene oxide groups in the alkyl chain.

Other suitable surfactants are the known Cs-Cig-alkylpolyglucosides, particularly with a degree of polycondensation of 1.2 to 3.

When the compositions according to the invention are tinting shampoos, anionic surfactants can also be used, preferably in a mixture with nonionic, amphoteric and/or zwitterionic surfactants.

Suitable anionic surfactants are of course those which are usually used in shampoos, for example the well-known C jQ-Cig-alkyl sulfates and in particular the corresponding ether sulfates, for example C^-Cn-alkyl ether sulfate, lauryl ether sulfate, in particular with 1 to 4 ethylene oxide groups in the molecule, furthermore monoglyceride (ether) sulfates, fatty acid amide sulfates which are obtained by ethoxylation and subsequent sulfation of fatty acid alkanolamides, and their alkali salts as well as salts of long-chain mono- and dialkyl phosphates, which are mild, skin-compatible detergents.

Other anionic surfactants suitable within the scope of the invention are isethionates, α-olefin sulfonates or their salts and in particular alkali salts of sulfosuccinic acid semiesters, for example the disodium salt of monooctyl sulfosuccinate and alkali salts of long-chain monoalkylethoxy sulfosuccinates.

Suitable surfactants of the carboxylate type are alkyl polyether carboxylic acids and their salts of the formula

R - (C ₂ H ₄ O) _n - O - CH ₂ COOX,

wherein R is a Cg-C ₂ O"alkyl group, preferably a Ci ₂ -Ci4-alkyl group, η is a number from 1 to 20, preferably 2 to 17, and X is H or preferably a cation from the group sodium, potassium, magnesium and ammonium, which may optionally be hydroxyalkyl-substituted, and alkylamidopolyethercarboxylic acids of the general formula

R -C -N- CH ₂ -CH ₂ -(C ₂ H ₄ O _n -CH ₂ COOX ,

I

OH

wherein R and X have the meaning given above and η in particular stands for a number from 1 to 10, preferably 2.5 to 5.

Such products have been known and commercially available for some time, for example under the trade names "AKYPO" and "AKYPO-SOFT®".

It is particularly expedient to use mixtures of several anionic surfactants, for example a mixture of an α-olefin sulfonate and a sulfosuccinate, preferably in a ratio of 1:3 to 3:1, or an ether sulfate and a polyether carboxylic acid or alkylamido ether carboxylic acid.

Protein-fatty acid condensation products of known structure can also be used in a mixture with other anionic surfactants, in particular in amounts between about 0.5 and 5, preferably 1 to 3% by weight of the total composition of the liquid shampoo.

An overview of the anionic surfactants used in liquid body cleansers can be found in the monograph by K. Schrader, pp. 683 to 691.

The preferred range of amounts of anionic surfactants in the liquid personal cleansing agents according to the invention is between about 2.5 and about 25% by weight, in particular about 5 to about 20% by weight, particularly preferably about 7.5 to about 15% by weight, calculated on the total composition of the agent.

Non-ionic surfactants are preferably used in tinting shampoos in a mixture with anionic surfactants.

A preferred nonionic surfactant belongs, as already mentioned above, to the class of alkyl polyglucosides of the general formula

RO-(RlO) _n -Z _x ,

wherein R is an alkyl group having 8 to 18 carbon atoms, R^ is an ethylene or propylene group, Z is a saccharide residue having 5 to 6 carbon atoms, η is a number from 0 to 10 and &khgr; is a number between 1 and 2.5.

These alkyl polyglucosides have recently become known in particular as excellent skin-compatible foam-improving agents in liquid washing and body cleaning compositions and are preferably contained in an amount of 1 to 20, in particular 2.5 to 15% by weight of the total composition.

Other non-ionic surfactant components in tinting shampoos include long-chain fatty acid mono- and dialkanolamides, such as coconut fatty acid monoethanolamide and myristic fatty acid monoethanolamide, which can also be used as foam enhancers.

Other non-ionic surfactants are, for example, the various sorbitan esters, such as polyethylene glycol sorbitan stearic acid esters, fatty acid polyglycol esters or mixed condensates of ethylene oxide and propylene oxide, such as those sold under the trade name "Pluronics".

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Mixtures of anionic surfactants and alkylpolyglucosides, the preferred nonionic surfactants in the context of the invention and their use in liquid body cleansing agents are already known per se, for example from EP-A 70 074. The alkylpolyglucosides described therein are in principle also suitable in the context of the present invention; as are the mixtures of sulfosuccinates and alkylpolyglucosides known from EP-A 358 216.

Other surfactants that can be used in a mixture with anionic surfactants are the amine oxides already mentioned in an amount of about 0.25 to about 5, preferably about 0.5 to about 3.5 wt.%, calculated on the total composition of the agent.

Betaines, sulfobetaines and/or alkylaminocarboxylic acids such as alkylaminoglycinates, alkylaminopropionates, alkylglycinates, etc. can be used as amphoteric or zwitterionic surfactants. Alkylamidobetaines of the general formula

RC- N-(CH ₂ )HN- (CHj) _n - R ³

I

OH

where R is a C 8 -C 18 alkyl group, e.g. a cocoalkyl radical; R ¹ and R ² are a lower C 1 -C 4 alkyl or hydroxyalkyl radical, in particular a methyl, ethyl and/or hydroxyethyl group; R ³ is a COO" or -SO 3'group; and η is 1 to 3.

-11-Also
Betaines of the general formula ,

^R1

I
R— tf-(CH ₂ ) _n - ^R3

^R2
where R, R ¹ , R ² , R ³ and η have the abovementioned meaning, are preferred.

Commercial products such as "Tegobetaine®", "Dehytone®" such as "AB 30", "G" and "K", "Lonzaine®", "Varion®" such as ¹¹ ADG" and ¹¹ CAS", "Lexaine®", "Chembetaine® ¹¹ , "Mirataine®", "Rewoteric®", "Schercotaine®", "Monteine LCQ®", "Alkateric®", "Amonyl®", "Amphosol®", "Cycloteric BET®", "Emcol®", "Empigen®", "Mackam®", "Monateric®", "Unibetaine®" and "Velvetex® ^{11 "} are particularly suitable.

The amphoteric or zwitterionic surfactants are preferably contained in an amount of 0.25 to 7.5 wt.%, in particular 0.5 to 5 wt.%, calculated on the total composition.

The hair treatment compositions according to the invention can contain the substances customary in such aqueous preparations.

These are, for example, synthetic or natural hair conditioning polymers, preferably in an amount of 0.1 to 2.5, in particular 0.25 to 1.5 wt.% of the total composition.

a · β ·

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In addition to the well-known quaternary cellulose derivatives of the "Polymer JR" type, suitable cationic polymers are in particular quaternized homo- and copolymers of dimethyldiallylammonium chloride, as sold under the trade name "Merquat", quaternary vinylpyrrolidone copolymers, in particular with dialkylaminoalkyl (meth)acrylates, as known under the name "Gafquat", copolymers of vinylpyrrolidone and vinylimidazolinium methochloride, which are sold under the trade name "Luviquat", polyamino-polyamide derivatives, for example copolymers of adipic acid-dimethylaminohydroxypropyldiethylenetriamine, as sold under the name "Cartaretine F", as well as bisquaternary long-chain ammonium compounds of the urea structure described in US Pat. No. 4,157,388, which are sold under the trade name "Mirapol A 15". suitable.

In this context, reference is also made to the cationic polymers mentioned in DE-OSs 25 21 960, 28 11 010, 30 44 738 and 32 17 059 as well as the products described in EP-A 337 354 on pages 3 to 7. Mixtures of different cationic polymers can also be used.

Instead of the cationic polymers or in combination with them, non-ionic polymers can also be used. Suitable non-ionic polymers are mainly vinylpyrrolidone homopolymers and copolymers, in particular polyvinylpyrrolidone itself, copolymers of vinylpyrrolidone and vinyl acetate or terpolymers of vinylpyrrolidone, vinyl acetate and vinyl propionate, such as those sold by BASF under the trade name "Luviskol".

-13-

However, (co)polymers made from various acrylic and methacrylic esters, acrylamide and methacrylamide, for example polyacrylamide with molecular weights of over 100,000, dimethylhydantoin-formaldehyde resins, etc. can also be used. Of course, mixtures of various non-ionic polymers can also be used.

Finally, amphoteric polymers are also suitable, e.g. the copolymers of N-octylacrylamide, N-butylaminoethyl methacrylate and acrylic acid sold under the name "Amphomer", as well as the known anionic products which are adequately described in the prior art.

The hair treatment agents according to the invention, when used as emulsions, dispersions, solutions, gels or aerosols as after-treatment agents, can contain the additives customary in such compositions, the type and nature of which depends on the application form of the agent. These are fats, fatty alcohols, emulsifiers, pH regulators, solvents and diluents, solubilizers, preservatives, perfumes, etc.

Suitable fats and oils, which also include waxes, are in particular natural oils such as avocado oil, coconut oil, palm oil, sesame oil, peanut oil, sperm oil, sunflower oil, almond oil, peach kernel oil, wheat germ oil, macadamia nut oil, evening primrose oil, jojoba oil, castor oil, or olive or soybean oil, lanolin and its derivatives, as well as mineral oils such as paraffin oil and Vaseline.

Synthetic oils and waxes include silicone oils, polyethylene glycols, etc.

Other suitable hydrophobic components are in particular fatty alcohols, preferably those with about 8 to 22 carbon atoms in the molecule such as myristyl, cetyl, stearyl alcohol, wax alcohols and fatty acid esters such as isopropyl myristate, palmitate, stearate and isostearate, oleyl oleate, isocetyl stearate, hexyl laurate, dibutyl adipate, dioctyl adipate, myristyl myristate, oleyl erucate, polyethylene glycol and polyglyceryl fatty acid esters such as PEG^-glyceryl cocoate, cetyl palmitate, etc.

These hydrophobic components are preferably contained in the compositions according to the invention in a total amount of about 0.5 to about 10, in particular about 1 to 7.5, especially about 1.5 to 5 wt.%, calculated on the total composition.

A preferred group of active ingredients are C10-C24 fatty acids, in particular behenic acid and stearic acid, preferably between 0.1 and 10% by weight of the total composition.

A further preferred component is selected from the group urea, benzyl alcohol, benzyloxyethanol, phenylethyl alcohol, phenoxyethanol, l-methoxypropanol(-2), 1-ethoxypropanol(-2), diethylene glycol monomethyl or ethyl ether, dipropylene glycol monomethyl or ethyl ether and/or cinnamyl alcohol, in particular in an amount of 0.5 to 15% by weight, preferably about 1 to 10% by weight of the total composition.

A summary of the production of such agents can be found in the above-mentioned monograph by K. Schrader, pp. 798 to 815, especially pp. 804 ff.

The hair treatment agents according to the invention are in the form of an emulsion, dispersion or (optionally thickened, i.e. gel) solution and can also be formulated as an aerosol foam. These compositions and their preparation are basically known to the person skilled in the art and therefore do not require any further explanation.

The pH value of the hair dyes according to the invention is preferably between 3 and 8, in particular between 4 and 6.

The following examples describe compositions of the agents according to the invention. After-treatment agents or tinting shampoos with the following compositions were prepared by mixing the components, optionally in the form of premixes.

A-12/99

Examples 1 to 4 Hair conditioners with sun protection

1 2 1.00 3 4 Cetylstearyl alcohol 5.00 2.00 _ 5.00 3.00 mineral oil 0.50 0.50 0.50 0.50 Isopropyl myristate 0.50 0.50 _ 0.50 0.50 Hydroxyethylcellulose _ 1.00 _ _ 1.00 Benzophenone-5 0.50 0.20 B enzophenone-4 0.30 _ q.s. 0.30 Benzophenone-9 _ up to 100,00 _ 0.80 Compound of formula I* 1.50 2.50 1.50 Cocamidopropyl betaine _ 0.50 0.50 Basic Brown 17 _ 0.10 0.10 Basic Brown 16 _ 0.05 0.05 Basic Blue 99 _ 0.03 0.03 Perfume 0.20 0.20 0.20 Preservatives q.s. q.s. q.s. Water up to 100,00 up to 100,00 up to 100,00

*Examples 1 and 3: R^R^Oleyl; R^=CH ₃ ;R ⁴ =(CH ₂ CH ₂ O) _x H;x=3; T=CH ₃ SO ₄ " Examples 2 and 4: R^=C ₁₈ H ₃₇ ; R^=CH ₃ ; R ⁴ ^CH ₂ CH ₂ OH; T=CH ₃ SO ₄ "

Comparison tests

a) A composition 1 according to Example 1 was applied to strands of hair and the content of UV absorber in hair samples after several hair washes was determined in comparison with other strands of hair which had been treated with an otherwise identical composition IA which contained the same proportion of cetyltrimethylammonium chloride instead of the compound of formula I.

It was found that the initial value of UV absorbers in the strands treated with composition 1 was already significantly higher than in the strands treated with composition IA; after 3 hair washes, the concentration of UV absorbers for the composition according to the invention was approximately twice that achieved with the comparison composition.

b) A composition 3 according to Example 3 was applied to human hair, resulting in a shiny, intense, pronounced brown coloration which was still stable even after 3 hair washes.

The coloration with an otherwise identical composition 3 A ₅ , which contained the same amount of cetylstearyltrimethylammonium chloride instead of a compound of formula I, was noticeably duller and largely faded after washing the hair three times.

A-12/99 -18-

Example 5 1,2-propylene glycol 2.0 (wt.%) hair conditioner Decylpolyglucoside 1.5 Compound of formula I 1.0 (R^R^Oleyl; R ³ =CH ₃ ; R ⁴ =(CH ₂ CH ₂ O) ₃ H; Y=CH ₃ SO ₄ ") Dimethicone Copolyol Beeswax 1.0 Cetylstearyl alcohol 1.0 Hydroxyethylcellulose 0.8 Chamomile extract 0.3 Benzophenone-4 0.2 Behentrimonium chloride 0.5 Perfume 0.2 Methylparaben 0.2 Pyrrolidonecarboxylic acid 0.1 Citric acid 0.1 Water ad 100.0

The composition has excellent photoprotective properties on the hair.

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Examples 6 to 9 Hair dyes

A-12/99

6 5.00 _ 0.10 _ 7 5.00 8th 3.00 0.10 9 3.00 _ 0.05 _ 0.20 Cetylstearyl alcohol 2.00 1.00 2.00 1.00 0.03 q.s. Compound of formula I * 1.00 0.05 1.00 up to 100,00 Hydroxyethylcellulose 0.20 2.00 _ _ 2.00 Light brown Cetrimonium chloride q.s. 0.08 0.02 0.10 DC. Red 33 up to 100,00 0.02 0.20 Acid Yellow 3 Red 0.05 q.s. FDC-Yellow 6 0.05 up to 100,00 Food Blue 5 0.05 Red-blonde Food Yellow 8 0.20 Perfume q.s. Preservatives up to 100,00 Water Brown Achieved color tone

Examples 6 and 7 R^R^Oleyl; R ^j =CH ₃ ^=(CH ₂ CH ₂ O) ₃ H;Y ^- =CH ₃ SO ₄ -.

In Examples 8 and 9, R^=Ci ₈ H ₃₇ ; R-CH ₃ ^=CH ₂ -CH ₂ -OH; T=CH ₃ SO ₄ ".

The colorations obtained proved to be considerably more stable than those obtained with identical compositions which did not contain any compound of formula I and instead contained a correspondingly increased proportion of cetrimonium chloride.

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Examples 10 to 14 tinting shampoo

Example No. 10 11 12 13 14 Sodium-Ci2-Ci4-
alkyl ether sulfate
(~2-3EO groups) 10.00 8.00 10.00 Ci2-Ci ₄ -alkyl polyglucoside - 10.00 - - 10.00 Cocoamidopropyl betaine 2.00 2.00 5.00 2.00 2.00 PEG-3 distearate 2.00 2.00 2.00 - - Compound of formula I* 1.00 1.00 2.00 0.50 0.50 Perfume 0.50 0.50 0.50 0.50 0.50 Citric acid,
Preservatives q.s. q.s. q.s. q.s. q.s. D.C. Red 33 0.15 0.10 0.10 0.10 0.15 Acid Yellow 3 - 0.08 ^; 0.05 - - FDC-Yellow 6 - - 0.05 - - Food Blue 5 - 0.08 - 0.05 - Food Yellow 8 - - - 0.02 - Water up to 100,00 up to 100,00 up to 100,00 up to 100,00 up to 100,00
% by weight coloring Red Brown Red-blonde Red-brown Red

*In Examples 10, 12 and 14, R^R^oleyl; R ³ =CH _3; R ⁴ =(CH ₂ CH ₂ O) ₃ H; Y"=CH ₃ S0 ₄ " In Examples 11 and 13, R^R^ds-H^R^CH^R^atCHaOH; Y"= CH ₃ SO ₄ ".

The colorations obtained proved to be significantly more stable than those obtained with compositions without a compound of formula I.

Claims (7)

1. Aqueous-based hair treatment composition containing a mixture of a) at least one compound of the general formula I


in which R ¹ and R ² each represent an optionally hydroxy-substituted C ₈ -C ₂₂ alkyl or alkenyl group, R ³ and R ⁴ represent a C ₁ -C ₃ alkyl group or a group -CH ₂ -CH ₂ -O-[EO] _x -H, and x represents 0 to 5, and Y ^- represents an anion, and b) at least one anionic active ingredient selected from anionic UV absorbers and/or anionic direct hair dyes. 2. Hair treatment composition according to claim 1, containing 0.1 to 20 wt.% of at least one compound of formula I, calculated on the total composition. 3. Hair treatment agent according to one of claims 1 to 2, characterized in that the radicals R ¹ and R ² each represent an oleyl radical, the radical R ³ represents a methyl group, the radical R ⁴ represents a group -(CH ₂ -CH ₂ -O) _x H, and x represents 0 to 3. 4. Hair treatment agent according to one of claims 1 to 2, characterized in that the radicals R ¹ and R ² each represent a C ₁₂ -C ₁₈ alkyl group, the radical R ³ represents a methyl group, and the radical R ⁴ represents a group -CH ₂ -CH ₂ -OH. 5. Hair treatment agent according to one or more of claims 1 to 4, containing as anionic UV absorber at least one substance selected from 5-benzoyl-4-hydroxy-2-methoxybenzenesulfonic acid, 2,2'-dihydroxy-4,4'-dimethoxy-3,3'-disulfobenzophenone and/or phenylbenzimidazolesulfonic acid or their sodium salts. 6. Hair treatment composition according to one or more of claims 1 to 5, containing 0.1 to 10 wt. % of at least one C ₁₀ -C ₂₄ fatty acid, calculated on the total composition. 7. Hair treatment agent according to one or more of claims 1 to 6, containing 0.5 to 15 wt. % of at least one compound from the group urea, benzyl alcohol, benzyloxyethanol, phenylethyl alcohol, phenoxyethanol, 1-methoxypropanol(-2), 1-ethoxypropanol(-2), diethylene glycol monomethyl or ethyl ether, dipropylene glycol monomethyl or ethyl ether and/or cinnamic alcohol, calculated on the total composition.