DE102004011111A1 - Cosmetic or dermatological formulation, useful for photo stabilization of UV filters, comprises UV filters and 1-hydroxy-2-pyridone compounds e.g. 1-hydroxy 4-methyl-6-(2.4.4-trimethylpentyl)-2-(1H)-pyridone monoethanol amine salt - Google Patents

Abstract

Cosmetic or dermatological formulation (A) comprises UV filters and 1-hydroxy-2-pyridone compounds (I) or their salts. Cosmetic or dermatological formulation (A) comprises UV filters and 1-hydroxy-2-pyridone compounds of formula (I) or their salts. R1>H, 1-17C alkyl, 2-17C alkenyl, 5-8C cycloalkyl, cycloalkyl-alkyl with 1-4C alkyl (where the cycloalkyl residues can be replaced with 1-4C alkyl), aryl, aralkyl with 1-4C alkyl, arylalkenyl with 2-4C alkenyl, aryloxyalkyl or arylmercaptoalkyl with 1-4C alkyl, benzhydryl, phenylsulfonylalkyl with 1-4C alkyl, furyl or furylalkenyl with 2-4C alkenyl (where the aryl residues can be replaced with 1-4C alkyl, 1-4C alkoxy, nitro, cyano or halo); R2>H, 1-4C alkyl, 2-4C alkenyl, 2-4C alkynyl, halo or benzyl; R3>H, 1-4C alkyl or phenyl; and R4>H, 1-4C alkyl, 2-4C alkenyl, methoxymethyl, halo or benzyl. Independent claims are included for: (1) a method of increasing photo stability of UV filters (preferably substances, which exhibit the structure of dibenzoylmethane) in (A), comprising adding (I) (preferably 1-hydroxy 4-methyl-6-(2.4.4-trimethylpentyl)-2-(1H)-pyridone monoethanol amine salt) optionally in combination with micronised titanium dioxide; and (2) a method of reducing red discoloration of (A) (comprising dibenzoylmethane derivatives as UV filters) comprising adding (I) (preferably 1-hydroxy-4-methyl-6-(2.4.4-trimethylpentyl)-2-(1H)-pyridone mono ethanol amine salt). [Image].

Description

This Invention relates to cosmetic or dermatological formulations, which contain UV filters, as well as stabilization, in particular the photostabilization of UV filters in cosmetic and dermatological Formulations.

It It is well known that the ultraviolet part of solar radiation a damaging Has an effect on the skin. While Rays with one wavelength less than 290 nm (so-called UVC range) from the ozone layer in the earth's atmosphere be absorbed, causing rays in the range between 290 nm and 320 nm, the so-called UVB range, an erythema, a simple Sunburn or even more or less severe burns.

Also for the Rays in the range between about 320 nm and 400 nm (UVA range) It has been proven that they cause damage to the elastic and collagen fibers of the connective tissue cause what the skin prematurely age. Furthermore, these rays cause numerous phototoxic and photoallergic reactions. The damaging influence of UVB radiation can be amplified by the UVA radiation.

The UVA radiation can also cause skin damage by: the skin's own keratin or elastin is damaged. This will be elasticity and water storage capacity the skin is reduced, i. The skin becomes less supple and tends for wrinkling. The strikingly high incidence of skin cancer in areas of strong sunlight shows that apparently too damage the genetic information in the cells by sunlight, especially by UVA radiation caused.

The UV radiation can also lead to photochemical reactions, wherein then the photochemical reaction products in the skin metabolism intervention. Furthermore counts UV radiation to ionizing radiation. So there is a risk that ionic species are also formed on UV exposure, which then in turn oxidative in the biochemical processes are able to intervene.

The light protection filters used today in cosmetics and dermatology are therefore also subdivided into UVA or UVB filters. For protection against UVB radiation, numerous compounds are known, which are mostly derivatives of 3-Benzylidencamphers (eg Eusolex ^® 6300), 4-aminobenzoic acid, cinnamic acid, salicylic acid, benzophenone and also of 2-phenylbenzimidazole. To protect against UVA radiation often dibenzoylmethane derivatives are used, such as 4- (tert-butyl) -4'-methoxy-dibenzoylmethane (Eusolex ^® 9020) or 4-Isopropyldibenzoylmethan (Eusolex ^® 8020), which, however, in UV irradiation are not unlimitedly stable.

This certain instability to UV radiation is the main disadvantage of these substances. Under the influence of UV light, the 4- (tert-butyl) -4'-methoxydibenzoylmethane - representative of all absorbing in the UV range dibenzoylmethane derivatives - reduced in its UVA absorption performance. The substance is subject to keto-enol tautomerism. The diketo form absorbs in the UVA range while the enol form absorbs in the UVC range. Under the influence of solar radiation or solar simulators, this balance is shifted to the enol form, which leads to a lower absorption performance of the UV filter in the UVA range. Furthermore, it is known that it may come under irradiation in addition to the displacement of the keto-enol equilibrium also to UV-induced decomposition or photodegradation of Eusolex ^® 9020th

There was therefore an urgent need to find substances which stabilize the equilibrium with respect to the diketoform and / or prevent the photodegradation of the dibenzoylmethane derivatives. It is known that octocrylenes (see WO 91/11989, L'Oréal) or flavonoids ( DE 197 55 504 Beiersdorf AG) have been described as substances which can counteract the photolytic decomposition of dibenzoylmethane derivatives.

task The present invention has now become available to Zubreitungen make the longest possible Provide UV protection, while providing protection over the widest possible spectral range becomes.

It was surprised found that formulations containing UV filters and 1-hydroxy-2-pyridone contain excellent photostability.

und/oder deren Salze enthält,
wobei
R¹ für Wasserstoff, Alkyl mit 1 bis 17 Kohlenstoffatomen, Alkenyl mit 2 bis 17 Kohlenstoffatomen, Cycloalkyl mit 5 bis 8 Kohlenstoffatomen, Cycloalkyl-alkyl mit Alkyl von 1 bis 4 Kohlenstoffatomen, wobei die Cycloalkylreste durch Alkylgruppen mit 1 bis 4 Kohlenstoffatomen substituiert sein können, Aryl, Aralkyl mit Alkyl von 1 bis 4 Kohlenstoffatomen, Arylalkenyl mit Alkenyl von 2 bis 4 Kohlenstoffatomen, Aryloxyalkyl oder Arylmercaptoalkyl mit Alkyl von 1 bis 4 Kohlenstoffatomen, Furyl oder Furylalkenyl mit Alkenyl von 2 bis 4 Kohlenstoffatomen steht und worin die vorgenannten Arylreste durch Alkylgruppen mit 1 bis 4 Kohlenstoffatomen, Alkoxygruppen mit 1 bis 4 Kohlenstoffatomen, Nitrogruppen, Cyangruppen oder Halogen substituiert sein können,
R² Wasserstoff, Alkyl mit 1 bis 4 Kohlenstoffatomen, Alkenyl- oder Alkinyl mit 2 bis 4 Kohlenstoffatomen, Halogen oder den Benzylrest bedeuten,
R³ für Wasserstoff, Alkyl mit 1 bis 4 Kohlenstoffatomen oder Phenyl steht und
R⁴ Wasserstoff, Alkyl mit 1 bis 4 Kohlenstoffatomen, Alkenyl mit 2 bis 4 Kohlenstoffatomen, Methoxymethyl, Halogen oder ein Benzylrest sein kann.The present invention relates to cosmetic or dermatological formulations containing UV filters, which are characterized in that the preparation comprises at least one 1-hydroxy-2-pyridone of the general formula I.

and / or their salts,
in which
R ^{1 is} hydrogen, alkyl of 1 to 17 carbon atoms, alkenyl of 2 to 17 carbon atoms, cycloalkyl of 5 to 8 carbon atoms, cycloalkyl-alkyl of alkyl of 1 to 4 carbon atoms, wherein the cycloalkyl radicals may be substituted by alkyl groups of 1 to 4 carbon atoms , Aryl, aralkyl with alkyl of 1 to 4 carbon atoms, arylalkenyl with alkenyl of 2 to 4 carbon atoms, aryloxyalkyl or arylmercaptoalkyl with alkyl of 1 to 4 carbon atoms, furyl or furylalkenyl with alkenyl of 2 to 4 carbon atoms and wherein the aforementioned aryl radicals are represented by alkyl groups with 1 to 4 carbon atoms, alkoxy groups with 1 to 4 carbon atoms, nitro groups, cyano groups or halogen may be substituted,
R ^{2 is} hydrogen, alkyl having 1 to 4 carbon atoms, alkenyl or alkynyl having 2 to 4 carbon atoms, halogen or the benzyl radical,
R ^{3 is} hydrogen, alkyl of 1 to 4 carbon atoms or phenyl and
R ^{4 may be} hydrogen, alkyl of 1 to 4 carbon atoms, alkenyl of 2 to 4 carbon atoms, methoxymethyl, halogen or a benzyl radical.

In the 1-hydroxy-2-pyridones of the abovementioned formula which can be used according to the invention, the individual substituents may, for example, have the following meanings in the definition given above: R ¹ may be hydrogen, straight-chain or branched alkyl having 1 to 17, preferably 1 to 11 Carbon atoms such as methyl, ethyl, propyl, i-propyl, butyl, pentyl, heptyl, octyl, 2,4,4-trimethylpentyl, undecyl, dodecyl, stearyl, alkenyl having 2 to 17, preferably 3 to 8 carbon atoms, such as Propenyl, isobutenyl, octenyl, 2,2-dibutylvinyl, heptadecenyl, cyclohexenylidene-methyl, for cycloalkyl having 5 to 8 carbon atoms, such as cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, preferably cyclohexyl, for cycloalkyl-alkyl, wherein the alkyl radical is 1 to 4 May have carbon atoms, such as cyclopentylmethyl, cyclooctylmethyl, cyclohexyl-butyl, in particular cyclohexylmethyl, and wherein the above cycloalkyl radicals also dur Ch alkyl groups having 1 to 4 carbon atoms may be substituted, such as. For example, methylcyclohexyl, dimethylcyclohexyl, butylcyclohexyl, methylcyclohexylmethyl, dimethylcyclohexyl-propyl, aryl, for example, naphthyl, insbonsere phenyl, aralkyl having an alkyl radical consisting of 1 to 4 carbon atoms, such as phenylethyl or phenylbutyl , preferably benzyl, for arylalkenyl having an alkenyl radical consisting of 2 to 4 carbon atoms, such as phenylvinyl or phenylbutadienyl, for aryloxyalkyl having alkyl of 1 to 4 carbon atoms, especially phenyloxymethyl or arylmercaptoalkyl having alkyl of 1 to 4 carbon atoms, preferably phenylmercaptomethyl Benzhydryl, phenylsulfonylalkyl having alkyl of 1 to 4 carbon atoms, in particular phenylsulfonylmethyl, furyl or furylalkenyl with alkenyl of 2 to 4 carbon atoms, such as furylvinyl. In said substituents, the aryl radicals, in particular phenyl radicals, may be substituted by one or more alkyl groups having 1 to 4 carbon atoms, preferably 1 to 2 carbon atoms, alkoxy groups having 1 to 4 carbon atoms, preferably the methoxy group, nitro groups, cyano groups, or one or more Halogen groups, preferably chlorine or bromine. As examples of such substituents may be mentioned 3-methyl-phenyl, 4-methyl-phenyl, 2,3-dimethyl-phenyl, 4-methyl-4-chlorophenyl, 3,5-dichlorophenyl, 3-bromo-4-chloro-phenyl tert-butylbenzyl, 2,4-dimethylbenzyl, 2-chlorobenzyl, 4-chlorobenzyl, 2,5-dichlorobenzyl, 4-bromo-benzyl, 3-methyl-phenoxy-methyl, 4-sec-butyl-phenoxy-methyl, 4-bromo-phenoxy-methyl, 2,4,5-trichloro-phenoxy-methyl, 4-methylphenylmercapto-methyl, 4-chloro-phenylmercapto-methyl, 4-methoxystyryl , 1- (4-nitrophenoxy) -butyl, 4-cyanophenoxy-methyl, 4-chlorophenylsulphonylbutyl.

R ² may be hydrogen, alkyl having 1 to 4 carbon atoms such as propyl, butyl, especially methyl or ethyl, alkenyl or alkynyl having 2 to 4 carbon atoms, such as allyl, propargyl, halogen, such as chlorine or bromine, especially chlorine or a Benzyl radical, R ^{3 is} hydrogen, alkyl of 1 to 4 Carbon atoms, in particular methyl or ethyl, or the phenyl radical and R ^{4 is} hydrogen, alkyl having 1 to 4 carbon atoms, in particular methyl or ethyl, alkenyl radical having 2 to 4 carbon atoms, such as allyl, further methoxymethyl, benzyl or halogen, such as chlorine or bromine , especially chlorine.

As examples of 1-hydroxy-2-pyridones which can preferably be used according to the invention in the cosmetic preparations, the following compounds may be mentioned:
1-hydroxy-2-pyridone
1-hydroxy-4-methyl-2-pyridone
1-hydroxy-6-methyl-2-pyridone
1-hydroxy-4,6-dimethyl-2-pyridone
1-hydroxy-3,4,6-dimethyl-2-pyridone
1-hydroxy-3,5,6-trimethyl-4-ethyl-2-pyridone
1-hydroxy-3-ethyl-4-methyl-6-isopropyl-2-pyridone
1-hydroxy-3,6-diethyl-4-methyl-2-pyridone
1-hydroxy-4-methyl-5-ethyl-6-butyl-2-pyridone
1-hydroxy-4-methyl-6-heptyl-2-pyridone
1-hydroxy-4-methyl-6- (1-äthylpentyl) -2-pyridone
1-hydroxy-4-methyl-6- (2,4,4-trimethylpentyl) -2-pyridone
1-hydroxy-4-methyl-6-undecyl-2-pyridone
1-hydroxy-4-methyl-6-propenyl-2-pyridone
1-hydroxy-3,4-dimethyl-6-isobutenyl-2-pyridone
1-hydroxy-4-methyl-6-octenyl-2-pyridone
1-hydroxy-4-methyl-6- (2,2-dibutyl-vinyl) -2-pyridone
1-hydroxy-3,4-dimethyl-6-heptadecenyl-2-pyridone
1-hydroxy-4-methyl-6- (cyclohexenylidene-methyl) -2-pyridone
1-hydroxy-4-methyl-6-cyclohexyl-2-pyridone
1-hydroxy-3-ethyl-4-methyl-6-cyclohexyl-2-pyridone
1-hydroxy-4-methyl-6- (methyl-cyclohexyl) -2-pyridone
1-hydroxy-3,4-dimethyl-6- (tert-butyl-cyclohexyl) -2-pyridone
1-hydroxy-4-methyl-6 - [- 2- (dimethylcyclohexyl) propyl] -2-pyridone
1-hydroxy-3,4-dimethyl-6-phenyl-2-pyridone
1-hydroxy-4-methyl-6- (4-methyl-phenyl -) - 2-pyridone
1-hydroxy-4-methyl-6- (3-methyl-phenyl -) - 2-pyridone
1-hydroxy-4-methyl-6- (4-tert-butyl-phenyl) -2-pyridone
1-hydroxy-4-methyl-6- (3-methyl-4-chloro-phenyl) -2-pyridone
1-hydroxy-4-methyl-6- (3,5-dichloro-phenyl) -2-pyridone
1-hydroxy-4-methyl-6- (3-bromo-4-chloro-phenyl) -2-pyridone
1-hydroxy-4-methyl-6- (4-methoxystyryl) -2-pyridone
1-hydroxy-4-methyl-6- [1- (4-nitrophenoxy) -butyl] -2-pyridone
1-hydroxy-4-methyl-6- (4-cyanphenoxymethyl) -2-pyridone
1-hydroxy-4-methyl-6- (phenylsulfonylmethyl) -2-pyridone
1-hydroxy-4-methyl-6- [1- (4-chlorophenylsulfonyl) -butyl] -2-pyridone
1-hydroxy-4-methyl-6-benzyl-2-pyridone
1-hydroxy-4-methyl-6- (2,4-dimethyl-benzyl) -2-pyridone
1-hydroxy-4-methyl-6- (tert-butyl-benzyl) -2-pyridone
1-hydroxy-4-methyl-6- (2-chloro-benzyl) -2-pyridone
1-hydroxy-4-methyl-6- (4-chloro-benzyl) -2-pyridone
1-hydroxy-4-methyl-6- (2,5-dichloro-benzyl) -2-pyridone
1-hydroxy-4-methyl-6- (4-bromo-benzyl) -2-pyridone
1-hydroxy-4-methyl-6- (phenoxymethyl) -2-pyridone
1-hydroxy-4-methyl-6- (3-methylphenoxy-methyl) -2-pyridone
1-hydroxy-4-methyl-6- (4-sec-butylphenoxy-methyl) -2-pyridone
1-hydroxy-4-methyl-6- (2,4,5-trichlorophenoxy-methyl) -2-pyridone
1-hydroxy-4-methyl-6- (4-bromophenoxy-methyl) -2-pyridone
1-hydroxy-3,4-dimethyl-6- (phenylmercapto-methyl) -2-pyridone
1-hydroxy-4-methyl-6- (4-chlorphenylmercapto-methyl) -2-pyridone
1-hydroxy-4-methyl-6- (4-methylphenylmercapto-methyl) -2-pyridone
1-hydroxy-3,5-dichloro-2-pyridone
1-hydroxy-4-methyl-3,5-dichloro-2-pyridone
1-hydroxy-4,6-dimethyl-3,5-dichloro-2-pyridone
1-hydroxy-3,4,6-trimethyl-5-chloro-2-pyridone
1-hydroxy-4-ethyl-5,6-dimethyl-3-chloro-2-pyridone
1-hydroxy-4-methyl-6-cyclohexyl-3,5-dichloro-2-pyridone
1-hydroxy-4-methyl-6-benzyl-3,5-dichloro-2-pyridone
1-hydroxy-4-methyl-6-phenyl-3,5-dichloro-2-pyridone
1-hydroxy-4-methyl-6- (2-naphthyl) -2-pyridone
1-hydroxy-4-methyl-6-benzhydryl-2-pyridone
1-hydroxy-4-methyl-6-furyl-2-pyridone
1-hydroxy-4-methyl-6- (furylvinyl) -2-pyridone
1-hydroxy-4-methyl-6-styryl-2-pyridone
1-hydroxy-4-methyl-6- (phenylbutadienyl) -2-pyridone
1-hydroxy-4,6-dimethyl-5-allyl-2-pyridone
1-hydroxy-4,6-dimethyl-5-benzyl-2-pyridone
1-hydroxy-4-methyl-5-propargyl-6-phenyl-2-pyridone
1-hydroxy-3-allyl-4-methyl-6-phenyl-2-pyridone
1-hydroxy-3-benzyl-4,6-dimethyl-2-pyridone
1-hydroxy-4-phenyl-6-methyl-2-pyridone
1-hydroxy-4,6-diphenyl-2-pyridone
1-Hydroxy-3-methoxymethyl-4-methyl-6- (4-tolyl) -2-pyridone

The the above compounds be used both in free form and as salts. Come organic bases are used, so are preferably heavier volatile Bases such as low molecular weight alkanolamines, such as. ethanolamine, diethanolamine, N-Äthyläthanolamin, N-methyl-diethanolamine, triethanolamine, Diethylamino-ethanol, 2-amino-2-methyl-n-propanol, dimethylaminopropanol, 2-amino-2-methylpropanediol, Tri-isopropanolamine. As further less volatile bases are for example mentions ethylenediamine, Hexamethylenediamine, morpholine, piperidine, piperazine, cyclohexylamine, Tributylamine, dodecylamine, N, N-dimethyl-dodecylamine, stearylamine, Oleylamine, benzylamine, dibenzylamine, N-ethylbenzylamine, dimethylstearylamine, N-methylmorpholine, N-methylpiperazine, 4-methylcyclohexylamine, N-hydroxyethylmorpholine. Also the salts quaternary On the monium hydroxides, e.g. Trimethylbenzylammonium hydroxide, tetramethylammonium hydroxide or tetraethylammonium hydroxide can guanidine and its derivatives, in particular its Alkylation. However, it is also possible as a salt former, for example low molecular weight alkylamines, e.g. Methylamine, ethylamine or triethylamine use. Also salts with inorganic cations, such as Alkali salts, in particular sodium, potassium or ammonium salts, Alkaline earth salts, in particular the magnesium or calcium salt, and salts with 2 to 4-valent cations, such as the zinc, aluminum or zirconium salt come for the invention to be used Compounds considered.

The active ingredients of the above-mentioned formula to be used in the cosmetic preparations can be prepared, for example, by processes such as those described in US Pat. No. 2,540,218, German Offenlegungsschrift 1 795 270 or German Patent DE 22 14 608 to be discribed. The chlorinated in 3- and / or 5-position derivatives are advantageously obtained from the corresponding chlorine-free compounds by subsequent chlorination, for example by the action of elemental chlorine, sulfuryl chloride or hydrochloric acid in combination with an oxidizing agent such as hydrogen peroxide. The preparation of the abovementioned salts is carried out in a known manner by combining preferably equimolar amounts of the salt-forming components.

The use of 1-hydroxy-pyridones in cosmetics is known per se. According to DE 22 34 009 For example, 1-hydroxy-4-methyl-6- (2,4,4-trimethylpentyl) -2- (1H) -pyridone monoethanolamine salt (1: 1) is an antimicrobial which is used as a preservative and an antidandruff used, for example, in shampoos can (octopirox ^®; Clariant.). It is well tolerated by the skin and physiologically largely indifferent. The substance is a white to yellowish, crystalline powder, which is soluble in alcoholic-aqueous solutions and surfactants. It shows a strong germ and fungus growth inhibiting effect.

Mainly becomes So far, this substance in hair cosmetics as an anti-dandruff in Shampoos, lotions and the like used. It was surprising, though and for the expert does not foresee that by the addition of 1-hydroxy-2-pyridones according to formula I and in particular of 1-hydroxy-4-methyl-6- (2,4,4-trimethylpentyl) -2- (1H) -pyridone monoethanolamine salt to cosmetic or dermatological preparations containing UV filters, especially dibenzoylmethane derivatives containing a greatly improved stability of the UV filters can be achieved.

It is believed that the 1-hydroxy-pyridone of the formula I in cosmetic or dermatological preparations in combination with dibenzoylmethane derivatives the latter against the induced by the UV radiation shift of equilibrium towards the enol form.

worin R¹, R², R³ und R⁴, die identisch oder voneinander verschieden sind, Wasserstoff, eine geradkettige oder verzweigte C_1-18-Alkylgruppe oder eine geradkettige oder verzweigte C_1-18-Alkoxygruppe bedeuten. Gemäß der vorliegenden Erfindung können selbstverständlich ein Dibenzoylmethanderivat oder mehrere Dibenzoylmethanderivate verwendet werden. Von den Dibenzoylmethanderivaten, auf die sich die vorliegende Erfindung spezieller bezieht, können insbesondere:

• – 2-Methyldibenzoylmethan,
• – 4-Methyldibenzoylmethan,
• – 4-Isopropyldigenzoylmethan,
• – 4-tert.-Butyldibenzaylmethan,
• – 2,4-Dimethyldibenzoylmethan,
• – 2,5-Dimethyldibenzoylmethan,
• – 4,4'-Diisopropyldibenzoylmethan,
• – 4,4'-Methoxy-tert.-butyldibenzoylmethan,
• – 2-Methyl-5-isopropyl-4'-methoxydibenzoylmethan,
• – 2-Methyl-5-tert.-butyl-4'-methoxydibenzoylmethan,
• – 2,4-Dimethyl-4'-methoxydibenzoylmethan und
• – 2,6-Dimethyl-4-tert.-butyl-4'-methoxydibenzoylmethan

genannt werden, wobei diese Aufzählung nicht einschränkend ist.UVA filters, in particular those whose chemical formula contains the structural feature of dibenzoylmethane, are stabilized particularly well. in particular among the dibenzoylmethane derivatives of the following formula:

wherein R ¹ , R ² , R ³ and R ⁴ , which are identical or different, represent hydrogen, a straight or branched C _1-18 alkyl group or a straight chain or branched C _1-18 alkoxy group. Of course, according to the present invention, a dibenzoylmethane derivative or a plurality of dibenzoylmethane derivatives may be used. Of the dibenzoylmethane derivatives to which the present invention more specifically relates, in particular:

• 2-methyldibenzoylmethane,
• 4-methyldibenzoylmethane,
• 4-isopropyldigenoylmethane,
• 4-tert-butyldibenzylmethane,
• 2,4-dimethyldibenzoylmethane,
• 2,5-dimethyldibenzoylmethane,
• 4,4'-diisopropyldibenzoylmethane,
• 4,4'-methoxy-tert-butyldibenzoylmethane,
• 2-methyl-5-isopropyl-4'-methoxydibenzoylmethane,
• 2-methyl-5-tert-butyl-4'-methoxydibenzoylmethane,
• 2,4-dimethyl-4'-methoxydibenzoylmethane and
• - 2,6-dimethyl-4-tert-butyl-4'-methoxydibenzoylmethane

be mentioned, this list is not limiting.

Of the above dibenzoylmethane derivatives according to the invention, in particular the 4,4'-methoxy-t-butyldibenzoylmethane, and in particular the left under the trade name Eusolex ^® 9020 from Merck commercially 4,4'-methoxy-t-butyldibenzoylmethane, said Filter corresponds to the following structural formula:

One further preferred according to the invention Dibenzoylmethane derivative is 4-isopropyldibenzoylmethane.

By following the teaching of the invention, sunscreen formulations are obtainable which have a higher stability, in particular stability against decomposition or reduction of the absorption power under the influence of light, in particular UV light, than would have been expected from the prior art. In particular, the stability of 4- (tert-butyl) -4'-methoxydibenzoylmethane (Eusolex ^® 9020) is remarkably increased.

The total amount of dibenzoylmethane derivatives, in particular 4- (tert-butyl) -4'-methoxydibenzoylmethane (Eusolex ^® 9020), in the finished cosmetic or dermatological formulations is advantageous Adhesive 0.1 to 10.0 wt .-%, particularly preferably 0.5 to 6.0 wt .-%, each based on the total weight of the preparation.

The Total amount of 1-hydroxy-2-pyridone of the formula I in the finished cosmetic or dermatological preparations is preferred from the range of 0.01-10% by weight, preferably 0.1-5% by weight, in particular 0.2-2.0% by weight, selected, in each case based on the total weight of the formulation.

Especially It is advantageous to weight ratios to 1-hydroxy-2-pyridone to the substances that are the structural feature of dibenzoylmethane in the range of 10: 1 to 1:10, preferably in the range 5: 1 to 1: 5. to choose.

Cosmetic and dermatological preparations according to the invention also advantageously, though not necessarily, contain inorganic pigments based on metal oxides and / or other sparingly soluble or insoluble metal compounds, in particular the oxides of titanium (TiO ₂ ), zinc (ZnO), iron (eg Fe ₂ O ₃ ), zirconium (ZrO ₂ ), silicon (SiO ₂ ), manganese (eg MnO), aluminum (Al ₂ O ₃ ), cerium (eg Ce ₂ O ₃ ), mixed oxides of the corresponding metals and mixtures of such oxides. Particularly preferred are pigments based on TiO ₂ , and in particular micronized TiO ₂ .

It is known that various pigments, especially those containing titanium dioxide, accelerate the degradation of dibenzoylmethane derivatives. It has now surprisingly been found that the addition of micronized TiO ₂ does not prevent the photostabilizing effect of the 1-hydroxy-2-pyridone of the formula I on the dibenzoylmethane derivatives.

Therefore, cosmetic or dermatological formulations containing UV filters, in particular dibenzoylmethane derivatives which contain an effective amount of 1-hydroxy-2-pyridone of the formula I and additionally micronized TiO ₂ for photostabilization of these UV filters, represent a particularly preferred embodiment of this invention represents.

Such formulations, which additionally contain a content of micronized TiO ₂ , are also the subject of this invention.

The content of micronized TiO ₂ is preferably 0.01 to 30 wt .-%, particularly preferably 0.1 to 10 wt .-%, each based on the total weight of the preparations.

object The invention also relates to the use of 1-hydroxy-2-pyridone of the formula I for photostabilization of UV filters in cosmetic or dermatological Preparations and a method for increasing the photostability of UV filters, in particular of substances having the structural feature of dibenzoylmethane in cosmetic or dermatological preparations, which is characterized in that at least one 1-hydroxy-2-pyridone of the formula I optionally in combination with micronised titanium dioxide, is added.

Further was surprisingly found, and this is also the subject of the present invention, that the addition of 1-hydroxy-2-pyridone the formula I the unwanted red color the formulations significantly reduced. This red color will be mainly due to the reaction of the dibenzoylmethane derivatives with iron or metal traces. This reaction may be by additions of EDTA can be prevented, or even by combining with 1-hydroxy-2-pyridone of the formula I.

Consequently is also the subject of the invention, a method for reducing the red discoloration containing cosmetic or dermatological preparations Dibenzoylmethane derivatives as a UV filter, which is characterized in that at least one 1-hydroxy-2-pyridone of the formula I is added.

According to the invention can cosmetic and / or dermatological sunscreen formulations as usual and cosmetic and / or dermatological light protection, furthermore for the treatment, care and cleansing of the skin and / or hair and as a make-up product in decorative cosmetics.

Another object of the invention is a method for protecting the skin and natural or sensitized hair against sunlight, characterized in that applied to the skin or the hair, a sufficient amount of a cosmetic or dermatological formulation according to claim 1. By "sensitized" hair is meant hair which, for example, a permanent wave treatment, have been subjected to a dyeing or decolorization process.

Especially preferred are those cosmetic and dermatological preparations, which are in the form of a sunscreen. These can be advantageous additionally at least one further UVA filter and / or at least one other UVB filter and / or at least one inorganic pigment, preferably hydrophobic inorganic micropigments.

in principle All UV filters come into question. Particularly preferred are those UV filters whose physiological safety has already been demonstrated. Either for UVA As well as UVB filters, there are many known from the literature and proven Substances, e.g.

• – 3-(4'-Methylbenzyliden)-dl-kampfer (z.B. Eusolex^® 6300),
• – 3-Benzylidenkampfer (z.B. Mexoryl^® SD),
• – Polymere von N-{(2 und 4)-[(2-oxoborn-3-yliden)methyl]benzyl}-acrylamid (z.B. Mexoryl^® SW),
• – N,N,N-Trimethyl-4-(2-oxoborn-3-ylidenmethyl)anilinium methylsulfat (z.B. Mexoryl^® SK) oder
• – α-(2-Oxoborn-3-yliden)toluol-4-sulfonsäure (z.B. Mexoryl^® SL),

Benzylidene camphor derivatives such as

• - 3- (4'-methylbenzylidene) -dl-camphor (for example Eusolex ^® 6300),
• - 3-benzylidenecamphor (for example Mexoryl ^® SD),
• - polymers of N - {(2 and 4) - [(2-oxoborn-3-ylidene) methyl] benzyl} acrylamide (for example Mexoryl ^® SW),
• - N, N, N-trimethyl-4- (2-oxoborn-3-ylidenemethyl) anilinium methylsulfate (for example Mexoryl SK ^®) or
• - α- (2-oxoborn-3-ylidene) toluene-4-sulfonic acid (for example Mexoryl SL ^®),

• – 2-Hydroxy-4-methoxybenzophenon (z.B. Eusolex^® 4360) oder
• – 2-Hydroxy-4-methoxybenzophenon-5-sulfonsäure und ihr Natriumsalz (z.B. Uvinul^® MS-40),

Benzophenones like

• - 2-hydroxy-4-methoxybenzophenone (for example Eusolex ^® 4360) or
• - 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its sodium salt (for example Uvinul ^® MS-40),

• – Methoxyzimtsäureoctylester (z.B. Eusolex^® 2292),
• – 4-Methoxyzimtsäureisopentylester, z.B. als Gemisch der Isomere (z.B. Neo Heliopan^® E 1000),

Methoxycinnamate as

• - methoxycinnamate (eg Eusolex ^® 2292)
• - 4-methoxycinnamate, for example as a mixture of isomers (for example Neo Heliopan E 1000 ^®)

• – 2-Ethylhexylsalicylat (z.B. Eusolex^® OS),
• – 4-Isopropylbenzylsalicylat (z.B. Megasol^®) oder
• – 3,3,5-Trimethylcyclohexylsalicylat (z.B. Eusolex^® HMS),
• – 4-Aminobenzoesäure und Derivate wie
• – 4-Aminobenzoesäure,
• – 4-(Dimethylamino)benzoesäure-2-ethylhexylester (z.B. Eusolex^® 6007),
• – ethoxylierter 4-Aminobenzoesäureethylester (z.B. Uvinul^® P25),

und weitere Substanzen wie

• – 2-Cyano-3,3-diphenylacrylsäure-2-ethylhexylester (z.B. Eusolex^® OCR),
• – 2-Phenylbenzimidazol-5-sulfonsäure sowie ihre Kalium-, Natrium- und Triethanolaminsalze (z.B. Eusolex^® 232),
• – 3,3'-(1,4-Phenylendimethylen)-bis-(7,7-dimethyl-2-oxobicyclo-[2.2.1]hept-1-ylmethansulfonsäure sowie ihre Salze (z.B. Mexoryl^® SX) und
• – 2,4,6-Trianilino-(p-carbo-2'-ethylhexyl-1'-oxi)-1,3,5-triazin ( z.B. Uvinul^® T 150).

Salicylate derivatives such as

• - 2-ethylhexyl salicylate (for example Eusolex ^® OS),
• - 4-isopropylbenzyl (for example Megasol ^®) or
• - 3,3,5-trimethylcyclohexyl (eg Eusolex ^® HMS)
• 4-aminobenzoic acid and derivatives such as
• 4-aminobenzoic acid,
• - 4- (dimethylamino) benzoic acid 2-ethylhexyl ester (for example Eusolex ^® 6007),
• - ethoxylated ethyl 4-aminobenzoate (for example Uvinul ^® P25),

and other substances like

• - 2-cyano-3,3-diphenylacrylate, 2-ethylhexyl (for example Eusolex ^® OCR),
• - 2-phenylbenzimidazole-5-sulfonic acid and potassium, sodium and triethanolamine salts thereof (for example Eusolex ^® 232)
• - 3,3 '- (1,4-phenylenedimethylene) bis (7,7-dimethyl-2-oxobicyclo- [2.2.1] hept-1-ylmethanesulfonic acid and salts thereof (for example Mexoryl SX ^®) and
• - 2,4,6-trianilino- (p-carbo-2'-ethylhexyl-1'-oxi) -1,3,5-triazine (for example Uvinul ^® T 150).

The listed in the list Links are to be considered as examples only. Of course you can too other UV filters are used.

• – 2-(2H-Benzotriazol-2-yl)-4-methyl-6-(2-methyl-3-(1,3,3,3-tetramethyl-1-(trimethylsilyloxy)disiloxanyl)propyl)phenol (z.B. Silatrizole^®),
• – 4,4'-[(6-[4-((1,1-Dimethylethyl)aminocarbonyl)phenylamino]-1,3,5-triazin-2,4-diyl)diimino]bis(benzoesäure-2-ethylhexylester) (z.B. Uvasorb^® HEB),
• – α-(Trimethylsilyl)-ω-[trimethylsilyl)oxy]poly[oxy(dimethyl[und ca. 6% methyl[2-[p-[2,2-bis(ethoxycarbonyl]vinyl]phenoxy]-1-methylenethyl] und ca. 1,5 % methyl[3-[p-[2,2-bis(ethoxycarbonyl)vinyl)phenoxy)-propenyl) und 0,1 bis 0,4% (methylhydrogen]silylen]] (n ≈ 60) (CAS-Nr. 207 574-74-1)
• – 2,2'-Methylen-bis-(6-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)phenol) (CAS-Nr. 103 597-45-1)
• – 2,2'-(1,4-Phenylen)bis-(1N-benzimidazol-4,6-disulfonsäure, Mononatriumsalz) (CAS-Nr. 180 898-37-7) und
• – 2,4-bis-{[4-(2-Ethyl-hexyloxy)-2-hydroxyl]-phenyl}-6-(4-methoxyphenyl)-1,3,5-triazin (CAS-Nr. 103 597-45-, 187 393-00-6).

Other suitable organic UV filters are, for example

• 2- (2H-Benzotriazol-2-yl) -4-methyl-6- (2-methyl-3- (1,3,3,3-tetramethyl-1- (trimethylsilyloxy) -disiloxanyl) -propyl) -phenol (eg silatrizole ^® ),
• 4,4 '- [(6- [4 - ((1,1-dimethylethyl) aminocarbonyl) phenylamino] -1,3,5-triazine-2,4-diyl) diimino] bis (benzoic acid 2-ethylhexyl ester) (for example Uvasorb HEB ^®),
• Α- (trimethylsilyl) -ω- [trimethylsilyl) oxy] poly [oxy (dimethyl) and about 6% methyl [2- [p- [2,2-bis (ethoxycarbonyl) vinyl] phenoxy] -1-methylenethyl] and about 1.5% methyl [3- [p- [2,2-bis (ethoxycarbonyl) vinyl] phenoxy) propenyl) and 0.1 to 0.4% (methylhydrogen] silylene]] (n≈60) (CAS No. 207 574-74-1)
• 2,2'-methylenebis (6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol) (CAS No. 103 597-45-1)
• 2,2'- (1,4-phenylene) bis (1N-benzimidazole-4,6-disulfonic acid, monosodium salt) (CAS No. 180 898-37-7) and
• 2,4-bis - {[4- (2-ethyl-hexyloxy) -2-hydroxyl] -phenyl} -6- (4-methoxyphenyl) -1,3,5-triazine (CAS No. 103 597- 45-, 187 393-00-6).

These Organic UV filters are usually in an amount of 0.5 to 20% by weight, preferably 1-15%, in cosmetic formulations incorporated.

preferred Compounds with UV-filtering properties are 3- (4'-methylbenzylidene) dl-camphor, 2-hydroxy-4-methoxybenzophenone, methoxycinnamate, 3,3,5-trimethylcyclohexylsalicylate, 4- (dimethylamino) benzoic acid 2-ethylhexyl ester, 2-cyano-3,3-diphenylacryfsäure-2-ethylhexyl ester, 2-phenylbenzimidazole-5-sulfonic acid and their potassium, sodium and triethanolamine salts.

• – Die Hydrophilie der Kapselwand kann unabhängig von der Löslichkeit des UV-Filters eingestellt werden. So können beispielsweise auch hydrophobe UV-Filter in rein wässrige Formulierungen eingearbeitet werden. Zudem wird der häufig als unangenehm empfundene ölige Eindruck beim Auftragen der hydrophobe UV-Filter enthaltenden Zubereitung unterbunden.
• – Bestimmte UV-Filter, insbesondere Dibenzoylmethanderivate, zeigen in kosmetischen Formulierungen nur eine verminderte Photostabilität. Durch Verkapselung dieser Filter oder von Verbindungen, die die Photostabilität dieser Filter beeinträchtigen, wie beispielsweise der oben genannten Zimtsäurederivate, kann die Photostabilität der gesamten Formulierung erhöht werden.
• – In der Literatur wird immer wieder die Hautpenetration durch organische UV-Filter und das damit verbundene Reizpotential beim direkten Auftragen auf die menschliche Haut diskutiert. Durch die hier vorgeschlagene Verkapselung der entsprechenden Substanzen wird dieser Effekt unterbunden.
• – Allgemein können durch Verkapselung einzelner UV-Filter oder anderer Inhaltstoffe Formulierungsprobleme, die durch Wechselwirkung einzelner Formulierungsbestandteile untereinander entstehen, wie Kristallisationsvorgänge, Ausfällungen und Agglomeratbildung vermieden werden, da die Wechselwirkung unterbunden wird.

All these additional UV filters can also be used in encapsulated form. In particular, it is advantageous to use organic UV filters in encapsulated form. In detail, there are the following advantages:

• - The hydrophilicity of the capsule wall can be adjusted independently of the solubility of the UV filter. For example, hydrophobic UV filters can also be incorporated into purely aqueous formulations. In addition, the often perceived as unpleasant oily impression when applying the hydrophobic UV filter containing preparation is suppressed.
• - Certain UV filters, in particular Dibenzoylmethanderivate show in cosmetic formulations only a reduced photostability. By encapsulating these filters or compounds that affect the photostability of these filters, such as the cinnamic acid derivatives mentioned above, the photostability of the entire formulation can be increased.
• In the literature, the skin penetration through organic UV filters and the associated irritation potential during direct application to the human skin is discussed again and again. The encapsulation of the corresponding substances proposed here prevents this effect.
• - In general, encapsulation of individual UV filters or other ingredients formulation problems caused by interaction of individual formulation components with each other, such as crystallization processes, precipitation and agglomeration can be avoided because the interaction is suppressed.

Therefore is it preferred according to the invention if one or more of the above UV filters are encapsulated in Form present. It is advantageous if the capsules so small are they with the naked eye can not be observed. To achieve the o.g. Effects it is still required that the capsules are sufficiently stable and the encapsulated drug (UV filter) not or only to a small extent to the environment.

Suitable capsules may have walls of inorganic or organic polymers. For example, in US 6,242,099 B1 describe the preparation of suitable capsules with walls of chitin, chitin derivatives or polyhydroxylated polyamines. Capsules which are particularly preferred for use in accordance with the invention have walls which can be obtained by a SolGel process, as described in applications WO 00/09652, WO 00/72806 and WO 00/71084. Again, capsules whose walls are made up of silica gel (silica, undefined silicon oxide hydroxide) are preferred. The production of such capsules is known to the skilled worker, for example, from the cited patent applications, whose contents are expressly also part of the subject of the present application.

there the capsules are preferred in formulations according to the invention contained in such quantities, which ensure that the encapsulated UV filters are present in the above-mentioned amounts in the formulation.

According to the invention can UV protection filters described here individually or of course also used in combination, which is preferred, in sunscreens become. You can with UV-B / A chromophores, e.g. combined with all globally approved and known filters are used to improve the protective performance (SPF boost) synergistic effects. They are preferably both in combination with inorganic as well as with organic UV-A and UV-B filters or their Mixtures used.

wobei
R¹ ausgewählt ist aus -C(O)CH₃, -CO₂R³, -C(O)NH₂ and -C(O)N(R⁴)₂;
X is O or NH;
R² steht für einen linearen oder verzweigten C_1-30-Alkylrest;
R³ steht für einen linearen oder verzweigten C_1-20-Alkylrest, alle R⁴ unabhängig voneinander stehen für H oder lineare oder verzweigte C_1-8-Alkylreste
R⁵ steht für H, einen linearen oder verzweigten C_1-8-Alkylrest oder einen linearen oder verzweigten -O-C_1-8-Alkylrest und
R⁶ steht für einen C_1-8-Alkylrest,
wobei es sich bei dem Photostabilisator insbesondere bevorzugt um 2-(4-Hydroxy-3,5-dimethoxy-benzyliden)-malonsäure-bis-(2-ethyl-hexyl)ester handelt, enthalten. Entsprechende Photostabilisatoren, ihre Herstellung und Verwendung sind in der Internationalen Patentanmeldung WO 03/007906 beschrieben, deren Offenbarung ausdrücklich auch zum Gegenstand der vorliegenden Anmeldung gehört.In addition to the compounds described here, the preparations according to the invention may also contain at least one photostabilizer, preferably corresponding to the formula II

in which
R ^{1 is} selected from -C (O) CH ₃ , -CO ₂ R ³ , -C (O) NH ₂ and -C (O) N (R ⁴ ) ₂ ;
X is O or NH;
R ² is a linear or branched C _1-30 alkyl radical;
R ³ is a linear or branched C _1-20 -alkyl radical, all R ⁴ independently of one another are H or linear or branched C _1-8 -alkyl radicals
R ⁵ is H, a linear or branched C _1-8 -alkyl radical or a linear or branched -OC _1-8 -alkyl radical and
R ⁶ is a C _1-8 -alkyl radical,
wherein the photostabilizer is more preferably 2- (4-hydroxy-3,5-dimethoxybenzylidene) -malonic acid bis (2-ethylhexyl) ester. Corresponding photostabilizers, their preparation and use are described in International Patent Application WO 03/007906, the disclosure of which is expressly also included in the subject of the present application.

Further Is it possible and advantageous to the preparations according to the invention with antioxidants combine. Such a combination then shows both protective effect as an antioxidant as well as against burns caused by UV radiation. Thus one can also have a protective Action against oxidative stress or against the action of radicals achieve.

There are many known and proven substances known from the literature which can be used as antioxidants, eg amino acids (eg glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles, (eg urocaninic acid) and their derivatives, peptides such as D, L- Carnosine, D-carnosine, L-carnosine and their derivatives (eg anserine), carotenoids, carotenes (eg α-carotene, β-carotene, lycopene) and their derivatives, chlorogenic acid and its derivatives, lipoic acid and derivatives thereof (eg dihydrolipoic acid), Aurothioglucose, propylthiouracil and other thiols (eg thioredoxin, glutathione, cysteine, cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl, palmitoyl, oleyl , γ-linoleyl, cholesteryl and glyceryl esters) and their salts, dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and derivatives thereof (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) as well as sulfoximine compounds (eg buthionine sulfoximines, homocysteine nsulfoximin, buthionine sulfones, penta, hexa, heptathionine sulfoximine) in very low compatible dosages (eg pmol to μmol / kg), furthermore (metal) chelators, (eg α-hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin), α-hydroxy acids ( eg citric acid, lactic acid, malic acid), humic acid, bile acid, bile extracts, bilirubin, biliverdin, EDTA, EGTA and their derivatives, unsaturated fatty acids and their derivatives, vitamin C and derivatives (eg ascorbyl palmitate, magnesium ascorbyl phosphate, ascorbyl acetate), tocopherols and derivatives ( eg vitamin E acetate), vitamin A and derivatives (eg vitamin A palmitate) as well as coniferyl benzoate of benzoin, rutinic acid and its derivatives, α-glycosylrutin, ferulic acid, furfurylidenglucitol, carnosine, butylhydroxytoluene, butylhydroxyanisole, nordohydroguajaretic acid, trihydroxybutyrophenone, quercitin, Uric acid and its derivatives, mannose and its derivatives, zinc and its derivatives (eg ZnO, ZnSO ₄ ), selenium and its derivatives ( eg selenium methionine), stilbenes and their derivatives (eg stilbene oxide, trans-stilbene oxide).

Mixtures of antioxidants are also suitable for use in the cosmetic preparations according to the invention. Known and commercial mixtures mixtures are, for example comprising, as active ingredients, lecithin, L - (+) - ascorbyl palmitate and citric acid (for example (for example Oxynex ^® AP), natural tocopherols, L - (+) - ascorbyl palmitate, L - (+) - ascorbic acid and citric acid (for example Oxynex ^® K LIQUID), tocopherol extracts from natural sources, L - (+) - ascorbyl palmitate, L - (+) - ascorbic acid and citric acid (for example Oxynex ^® L LIQUID), DL-α-tocopherol, L - (+) -Ascorbylpalmitat, citric acid and lecithin (for example Oxynex ^® LM) or butylhydroxytoluene (BHT), L - (+) -. ascorbyl palmitate and citric acid antioxidants (for example Oxynex ^® 2004) with compounds of formula I in such compositions is typically in ratios ranging from 1000: 1 to 1: 1000, preferably used in amounts of 100: 1 to 1: 100.

The preparations according to the invention may contain vitamins as further ingredients. Preference is given to vitamins and vitamin derivatives selected from vitamin A, vitamin A propionate, vitamin A palmitate, vitamin A acetate, retinol, vitamin B, thiamin chloride hydrochloride (vitamin B ₁ ), riboflavin (vitamin B ₂ ), nicotine acid amide, vitamin C (ascorbic acid), vitamin D, ergocalciferol (vitamin D ₂ ), vitamin E, DL-α-tocopherol, tocopherol-E-acetate, tocopherol hydrogen succinate, vitamin K ₁ , esculin (vitamin P active ingredient), thiamine (vitamin B ₁ ), nicotinic acid (niacin), pyridoxine, pyridoxal, pyridoxamine, (vitamin B ₆ ), pantothenic acid, biotin, folic acid and cobalamin (vitamin B ₁₂ ) in the cosmetic preparations according to the invention, particularly preferably vitamin A palmitate, vitamin C. and its derivatives, DL-α-tocopherol, tocopherol-E-acetate, nicotinic acid, pantothenic acid and biotin. Vitamins are used with compounds of the formula usually in ratios in the range of 1000: 1 to 1: 1000, preferably used in amounts of 100: 1 to 1: 100.

The preparations according to the invention can about that addition, more usual skin-friendly or skin-care active ingredients. This can be done in principle all agents known to those skilled in the art, in particular flavone derivatives, Chromone derivatives, compatible solutes and other agents.

It be preferred if the inventive preparation at least one Contains repellent, wherein the repellent is preferably selected from N, N-diethyl-3-methylbenzamide, 3- (acetyl-butyl-amino) -propionic acid Ethyl ester, dimethyl phthalate, butopyronoxyl, 2,3,4,5-bis (2-butylene) -tetrahydro-2-furaldehyde, N, N-caprylic acid diethylamide, N, N-diethylbenzamide, o-chloro-N, N-dimethylbenzamide, dimethyl carbate, di-n-propyl isocine chomeronate, 2-ethylhexane-1,3-diol, N-octylbicyclohepetane dicarboximide, piperonyl butoxide, 1- (2-methylpropyloxycarbonyl) -2- (hydroxyethyl) piperidine or mixtures thereof, more preferably selected from N, N-diethyl-3-methylbenzamide, Ethyl 3- (acetyl-butyl-amino) -propionate 1- (2-methylpropyloxycarbonyl) -2- (hydroxyethyl) -piperidine or mixtures thereof.

at the preparations according to the invention, containing the repellents, it is preferably to Insect repellents. Insect repellents are in the form of solutions, Gels, pens, rollers, pump sprays and aerosol sprays offered, being solutions and sprays form the bulk of commercially available products. Base for this Both product forms are usually alcoholic or aqueous-alcoholic solutions with the addition of fatty substances and slight perfuming.

When Flavone derivatives according to the invention are flavonoids and coumaranones Understood. Flavonoids according to the invention are the glycosides of flavanones, Flavones, 3-hydroxyflavones (= flavonols), aurones, isoflavones and redoids [Römpp Chemie Lexikon, Vol. 9, 1993]. In the context of the present invention however, the aglycones, i. the sugar-free Ingredients, and understood the derivatives of flavonoids and aglycones. Furthermore, in the context of the present invention, the term Flavonoid also understood anthocyanidin (cyanidin). As part of the Coumaranones of the present invention are also derivatives thereof Understood.

preferred Flavonoids are derived from flavanones, flavones, 3-hydroxyflavones, Aurones and isoflavones, in particular flavanones, flavones, 3-hydroxyflavones and aurones, from.

The Flavonoids are preferably selected from the following compounds: 4,6,3 ', 4'-tetrahydroxyaurone, Quercetin, rutin, isoquercetin, eriodictyol, taxifolin, luteolin, Trishydroxyethyl quercetin (Troxequercetin), Trishydroxyethylrutin (Troxerutin), trishydroxyethylisoquercetin (troxeisoquercetin), Trishydroxyethylluteolin (troxeluteolin), α-glycosylrutin, tiliroside as well their sulphates and phosphates. Among the flavonoids are as active ingredients according to the invention in particular rutin, tiliroside, α-glycosylrutin and troxerutin preferred.

Under the phenols with antioxidant effect are partially as natural substances occurring polyphenols for Applications in the pharmaceutical, cosmetic or nutritional field especially interesting. For example, the mainly as Plant dyes commonly known flavonoids or bioflavonoids antioxidant potential. With effects of the substitution pattern Mono- and dihydoxyflavones are the subject of K. Lemanska, N. Szymusiak, B. Tyrakowska, R. Zielinski, I.M.C.M. Rietjens; Current Topics in Biophysics 2000, 24 (2), 101-108. It is observed there that Dihydroxyflavones with an OH group adjacent to the keto function or OH groups in 3'4'- or 6,7- or 7,8-position have antioxidant properties while others Mono- and Dihydroxyflavone partially no antioxidant properties exhibit.

Frequently becomes Quercetin (cyanidanol, cyanidolone 1522, meletin, sophoretine, ericin, 3,3 ', 4', 5,7-pentahydroxyflavone) mentioned as a particularly effective antioxidant (e.g., C. A. Rice-Evans, N.J. Miller, G. Paganga, Trends in Plant Science 1997, 2 (4), 152-159). K. Lemanska, H. Szymusiak, B. Tyrakowska, R. Zielinski, A.E.M.F. Soffers, I.M.C.M. Rietjens; Free Radical Biology & Medicine 2001, 31 (7), 869-881 the pH dependence the antioxidant effect of Hydoxyflavones. Over the entire pH range Quercetin shows the highest activity of the examined structures.

wobei R¹ bis R¹⁰ gleich oder verschieden sein können und ausgewählt sind aus

• – H
• – OR¹¹
• – geradkettigen oder verzweigten C₁- bis C₂₀-Alkylgruppen,
• – geradkettigen oder verzweigten C₃- bis C₂₀-Alkenylgruppen,
• – geradkettigen oder verzweigten C₁- bis C₂₀-Hydroxyalkylgruppen, wobei die Hydroxygruppe an ein primäres oder sekundäres Kohlenstoffatom der Kette gebunden sein kann und weiter die Alkylkette auch durch Sauerstoff unterbrochen sein kann, und/oder
• – C₃- bis C₁₀-Cycloalkylgruppen und/oder C₃- bis C₁₂-Cycloalkenylgruppen, wobei die Ringe jeweils auch durch -(CH₂)_n-Gruppen mit n = 1 bis 3 überbrückt sein können,
• – wobei alle OR¹¹ unabhängig voneinander stehen für
• – OH
• – geradkettige oder verzweigte C₁- bis C₂₀-Alkyloxygruppen,
• – geradkettigen oder verzweigten C₃- bis C₂₀-Alkenyloxygruppen,
• – geradkettigen oder verzweigten C₁- bis C₂₀-Hydroxyalkoxygruppen, wobei die Hydroxygruppe(n) an ein primäre oder sekundäre Kohlenstoffatome der Kette gebunden sein können und weiter die Alkylkette auch durch Sauerstoff unterbrochen sein kann, und/oder
• – C₃- bis C₁₀-Cycloalkyloxygruppen und/oder C₃- bis C₁₂-Cycloalkenyloxygruppen, wobei die Ringe jeweils auch durch -(CH₂)_n-Gruppen mit n = 1 bis 3 überbrückt sein können und/oder,
• – Mono- und/oder Oligoglycosylreste, mit der Maßgabe, dass mindestens 4 Reste aus R¹ bis R⁷ stehen für OH und dass im Molekül mindestens 2 Paare benachbarter Gruppen -OH vorliegen,
• – oder R², R⁵ und R⁶ für OH und die Reste R¹, R³, R⁴ und R^7-10 für H stehen,

wie sie in der Deutschen Patentanmeldung DE-A-10244282 beschrieben sind.Suitable antioxidants are further compounds of the formula III

wherein R ¹ to R ^{10 may be the} same or different and are selected from

• - H
• - OR ¹¹
• Straight-chain or branched C ₁ - to C ₂₀ -alkyl groups,
• Straight-chain or branched C ₃ -C ₂₀ -alkenyl groups,
• Straight-chain or branched C ₁ to C ₂₀ hydroxyalkyl groups, where the hydroxy group may be bonded to a primary or secondary carbon atom of the chain and furthermore the alkyl chain may also be interrupted by oxygen, and / or
• C ₃ - to C ₁₀ -cycloalkyl groups and / or C ₃ - to C ₁₂ -cycloalkenyl groups, it also being possible for the rings to be bridged by - (CH ₂ ) _n groups where n = 1 to 3,
• Where all OR ^{11 are} independent of each other
• - OH
• Straight-chain or branched C ₁ -C ₂₀ -alkyloxy groups,
• Straight-chain or branched C ₃ - to C ₂₀ -alkenyloxy groups,
• Straight-chain or branched C ₁ - to C ₂₀ -hydroxyalkoxy groups, where the hydroxy group (s) may be bonded to a primary or secondary carbon atom of the chain and furthermore the alkyl chain may also be interrupted by oxygen, and / or
• C ₃ - to C ₁₀ -cycloalkyloxy groups and / or C ₃ - to C ₁₂ -cycloalkenyloxy groups, it also being possible for the rings to be bridged by - (CH ₂ ) _n groups where n = 1 to 3 and / or
• Mono- and / or oligoglycosyl radicals, with the proviso that at least 4 radicals from R ¹ to R ⁷ are OH and that at least 2 pairs of adjacent groups -OH are present in the molecule,
• Or R ² , R ⁵ and R ^{6 are} OH and the radicals R ¹ , R ³ , R ⁴ and R ^{7-10 are} H,

as described in the German patent application DE-A-10244282.

Under the coumaranones is 4,6,3 ', 4'-tetrahydroxybenzylcoumaranone-3 prefers.

wobei
R¹ und R² gleich oder verschieden sein können und ausgewählt sind aus

• – H, -C(=O)-R⁷, -C(=O)-OR⁷,
• – geradkettigen oder verzweigten C₁- bis C₂₀-Alkylgruppen,
• – geradkettigen oder verzweigten C₃- bis C₂₀-Alkenylgruppen, geradkettigen oder verzweigten C₁- bis C₂₀-Hydroxyalkylgruppen, wobei die Hydroxygruppe an ein primäres oder sekundäres Kohlenstoffatom der Kette gebunden sein kann und weiter die Alkylkette auch durch Sauerstoff unterbrochen sein kann, und/oder
• – C₃- bis C₁₀-Cycloalkylgruppen und/oder C₃- bis C₁₂-Cycloalkenylgruppen, wobei die Ringe jeweils auch durch -(CH₂)_n-Gruppen mit n = 1 bis 3 überbrückt sein können, R³ steht für H oder geradkettige oder verzweigte C₁- bis C₂₀-Alkylgruppen, R⁴ steht für H oder OR⁸, R⁵ und R⁶ gleich oder verschieden sein können und ausgewählt sind aus
• – -H, -OH,
• – geradkettigen oder verzweigten C₁- bis C₂₀-Alkylgruppen,
• – geradkettigen oder verzweigten C₃- bis C₂₀-Alkenylgruppen,
• – geradkettigen oder verzweigten C₁- bis C₂₀-Hydroxyalkylgruppen, wobei die Hydroxygruppe an ein primäres oder sekundäres Kohlenstoffatom der Kette gebunden sein kann und weiter die Alkylkette auch durch Sauerstoff unterbrochen sein kann und R⁷ steht für H, geradkettige oder verzweigte C₁- bis C₂₀-Alkylgruppen, eine Polyhydroxy-Verbindung, wie vorzugsweise einen Ascorbinsäurerest oder glycosidische Reste und R⁸ steht für H oder geradkettige oder verzweigte C₁- bis C₂₀-Alkylgruppen, wobei mindestens 2 der Substituenten R¹, R², R⁴-R⁶ verschieden von H sind oder mindestens ein Substituent aus R¹ und R² für -C(=O)-R⁷ oder -C(=O)-OR⁷ steht.

Chromone derivatives are preferably understood as meaning certain chromene-2-one derivatives which are useful as active ingredients for the preventive treatment of human skin and hair against aging processes and harmful environmental influences. At the same time they show a low irritation potential for the skin, positively influence the water binding in the skin, maintain or increase the elasticity of the skin and thus promote a smoothing of the skin. These compounds preferably correspond to the formula IV

in which
R ¹ and R ^{2 may be the} same or different and are selected from

• - H, -C (= O) -R ⁷ , -C (= O) -OR ⁷ ,
• Straight-chain or branched C ₁ - to C ₂₀ -alkyl groups,
• Straight-chain or branched C ₃ - to C ₂₀ -alkenyl groups, straight-chain or branched C ₁ - to C ₂₀ -hydroxyalkyl groups, where the hydroxy group may be bonded to a primary or secondary carbon atom of the chain and furthermore the alkyl chain may also be interrupted by oxygen, and or
• - C ₃ - to C ₁₀ -cycloalkyl groups and / or C ₃ - to C ₁₂ -cycloalkenyl groups, wherein the rings may each be bridged by - (CH ₂ ) _n groups with n = 1 to 3, R ³ is H or straight-chain or branched C ₁ - to C ₂₀ -alkyl groups, R ⁴ is H or OR ⁸ , R ⁵ and R ^{6 may be} identical or different and are selected from
• - -H, -OH,
• Straight-chain or branched C ₁ - to C ₂₀ -alkyl groups,
• Straight-chain or branched C ₃ -C ₂₀ -alkenyl groups,
• Straight-chain or branched C ₁ - to C ₂₀ -hydroxyalkyl groups, where the hydroxy group may be bonded to a primary or secondary carbon atom of the chain and furthermore the alkyl chain may also be interrupted by oxygen and R ⁷ is H, straight-chain or branched C ₁ - to C ₂₀ -alkyl groups, a polyhydroxy compound, such as preferably an ascorbic acid residue or glycosidic radicals and R ⁸ is H or straight-chain or branched C ₁ - to C ₂₀ -alkyl groups, where at least 2 of the substituents R ¹ , R ² , R ⁴ R ^{6 are} different from H or at least one substituent of R ¹ and R ^{2 is} -C (= O) -R ⁷ or -C (= O) -OR ⁷ .

Of the Proportion of one or more compounds selected from Flavonoids, Cromon derivatives and Coumaranonen in the inventive preparation is preferably from 0.001 to 5% by weight, more preferably from 0.01 up to 2% by weight, based on the total preparation.

Particularly preferred active ingredients are, for example, also so-called compatible solutes. These are substances that are involved in the osmoregulation of plants or microorganisms and can be isolated from these organisms. Under the generic term compatible solutes also the described in the German patent application DE-A-10133202 osmolytes are taken. Suitable osmolytes are, for example, the polyols, methylamine compounds and amino acids, and in each case their precursors. Within the meaning of the German patent application DE-A-10133202, osmolytes are understood as meaning, in particular, substances from the group of polyols, such as, for example, myo-inositol, mannitol or sorbitol and / or one or more of the osmolytically active substances mentioned below:
Taurine, choline, betaine, phosphorylcholine, glycerophosphorylcholine, glutamine, glycine, α-alanine, glutamate, aspartate, proline, and taurine. Precursors of these substances are, for example, glucose, glucose polymers, phosphatidylcholine, phosphatidylinositol, inorganic phosphates, proteins, peptides and polyamic acids. Precursors are, for example, compounds that are converted into osmolytes by metabolic steps.

Preferably are according to the invention as compatible Solute substances chosen from the group consisting of pyrimidinecarboxylic acids (such as ectoine and hydroxyectoine), Proline, betaine, glutamine, cyclic diphosphoglycerate, N. acetylornithine, Trimethylamine N-oxide Di-myo-inositol phosphate (DIP), cyclic 2,3-diphosphoglycerate (cDPG), 1,1-diglycerol phosphate (DGP), β-mannosylglycerate (Firoin), β-Mannosylglyceramide (Firoin-A) or / and di-mannosyl-di-inositol phosphate (DMIP) or an optical Isomer, derivative, e.g. an acid, a salt or ester of these compounds or combinations thereof used.

there are among the pyrimidinecarboxylic acids in particular ectoine ((S) -1,4,5,6-tetrahydro-2-methyl-4-pyrimidinecarboxylic acid) and Hydroxyectoine ((S, S) -1,4,5,6-tetrahydro-5-hydroxy-2-methyl-4-pyrimidinecarboxylic acid and to name their derivatives. These compounds stabilize enzymes and other biomolecules in aqueous solutions and organic solvents. Furthermore, they stabilize especially enzymes against denaturing Conditions such as salts, extreme pH, surfactants, urea, guanidinium chloride and other connections.

Ectoin and ectoine derivatives such as hydroxyectoine may be beneficial in pharmaceuticals be used. In particular, hydroxyectoine for the production a drug used to treat skin diseases become. Other uses of hydroxyectoine and other ectoin derivatives typically in areas where e.g. Trehalose as an additive is used. So can Ectoin derivatives, such as hydroxyectoine, as a protective substance in dried Yeast and bacterial cells find use. Also pharmaceutical Products such as non-glycosylated, pharmaceutically active peptides and proteins e.g. t-PA can protected with Ectoin or its derivatives.

Under The cosmetic applications in particular is the use of Ectoin and ectoin derivatives for the care of aged, dry or call irritated skin. Thus, in the European patent application EP-A-0 671 161 specifically describes that ectoine and hydroxyectoine in cosmetic preparations such as powders, soaps, surfactant-containing Cleansing products, lipsticks, blushes, make-up, skin care creams and sunscreen preparations be used.

worin R¹ ein Rest H oder C1-8-Alkyl, R² ein Rest H oder C1-4-Alkyl und R³, R⁴, R⁵ sowie R⁶ jeweils unabhängig voneinander ein Rest aus der Gruppe H, OH, NH₂ und C1-4-Alkyl sind. Bevorzugt werden Pyrimidincarbonsäuren eingesetzt, bei denen R² eine Methyl- oder eine Ethylgruppe ist und R¹ bzw. R⁵ und R⁶ H sind. Insbesondere bevorzugt werden die Pyrimidincarbonsäuren Ectoin ((S)-1,4,5,6-Tetrahydro-2-methyl-4-pyrimidin-carbonsäure) und Hydroxyectoin ((S,S)-1,4,5,6-Tetrahydro-5-hydroxy-2-methyl-4-pyrimidin-carbonsäure) eingesetzt. Dabei enthalten die erfindungsgemäßen Zubereitungen derartige Pyrimidincarbonsäuren vorzugsweise in Mengen bis zu 15 Gew.-%. Vorzugsweise werden die Pyrimidincarbonsäuren dabei in Verhältnissen von 100:1 bis 1:100 zu den Verbindungen der Formel I eingesetzt, wobei Verhältnisse im Bereich 1:10 bis 10:1 besonders bevorzugt sind.In this case, a pyrimidinecarboxylic acid according to formula V below is preferably used,

wherein R ^{1 is} a radical H or C 1-8 -alkyl, R ^{2 is} a radical H or C 1-4 -alkyl and R ³ , R ⁴ , R ⁵ and R ^{6 are} each independently a radical from the group H, OH, NH ₂ and C1-4 alkyl. Preference is given to using pyrimidinecarboxylic acids in which R ^{2 is} a methyl or an ethyl group and R ¹ or R ⁵ and R ^{6 are} H. Particular preference is given to the pyrimidinecarboxylic acids ectoine ((S) -1,4,5,6-tetrahydro-2-methyl-4-pyrimidinecarboxylic acid) and hydroxyectoine ((S, S) -1,4,5,6-tetrahydrocarboxylic acid). 5-hydroxy-2-methyl-4-pyrimidine-carboxylic acid). The preparations according to the invention contain such pyrimidinecarboxylic acids, preferably in amounts of up to 15% by weight. The pyrimidinecarboxylic acids are preferably used in ratios of 100: 1 to 1: 100 to give the compounds of the formula I, with ratios in the range from 1:10 to 10: 1 being particularly preferred.

In particular according to the invention it is preferred if the compatible solutes are selected Di-myo-inositol phosphate (DIP), cyclic 2,3-diphosphoglycerate (cDPG), 1,1-diglycerol phosphate (DGP), β-mannosylglycerate (firoin), β-mannosylglyceramide (Firoin-A) or / and dimannosyl-di-inositol phosphate (DMIP), ectoine, Hydroxyectoine or mixtures thereof.

Under The aryloxime also preferably used is preferably 2-hydroxy-5-methyllaurophenone oxime, which is also referred to as HMLO, LPO or F5 is used. Its suitability for use in cosmetic Means is for example from the German Offenlegungsschrift DE-A-4116123. Preparations containing 2-hydroxy-5-methyllaurophenone oxime, are therefore used to treat skin conditions that cause inflammation go along, suitable. It is known that such preparations e.g. for the treatment of psoriasis, different types of eczema, irritative and toxic dermatitis, UV dermatitis and others allergic and / or inflammatory Diseases of the skin and the appendages can be used can. Preparations according to the invention, in addition to the compound of formula I additionally an aryloxime, preferably 2-hydroxy-5-methyllaurophenone contain, show surprising anti-inflammatory suitability. The preparations contain preferably 0.01 to 10% by weight of the aryloxime, in particular preferred is when the preparation contains 0.05 to 5 wt% aryloxime.

In another also preferred embodiment of the present invention Invention contains the preparation according to the invention at least one self-tanner.

Advantageous self-tanner may be used, inter alia:

sowie das in den Henna-Blättern vorkommende 2-Hydroxy-1,4-naphtochinon (Lawson).Further, 5-hydroxy-1,4-naphthoquinone (juglone), which is extracted from the shells of fresh walnuts

and the 2-hydroxy-1,4-naphthoquinone (Lawson) found in the henna leaves.

All particularly preferred is 1,3-dihydroxyacetone (DNA), one in the human body occurring trivalent sugar and its derivatives.

Furthermore, the preparations according to the invention may also contain dyes and colored pigments. The dyes and pigments can be selected from the corresponding positive list of the Cosmetics Regulation or EC List of cosmetic colorants. In most cases, they are identical to the food-approved dyes. Advantageous color pigments are, for example, titanium dioxide, mica, iron oxides (eg Fe ₂ O ₃ , Fe ₃ O ₄ , FeO (OH)) and / or tin oxide. Advantageous dyes are, for example, carmine, Berlin blue, chrome oxide green, ultramarine blue and / or manganese violet. It is particularly advantageous to choose the dyes and / or color pigments from the following list. The Color Index Numbers (CIN) are taken from the Rowe Color Index, 3rd Edition, Society of Dyers and Colourists, Bradford, England, 1971.

It may also be favorable to choose as the dye one or more substances from the following group:
2,4-dihydroxyazobenzene, 1- (2'-chloro-4'-nitro-1'phenylazo) -2-hydroxynaphthalene, ceric red, 2- (4-sulfo-1-naphthylazo) -1-naphthol-4-sulfonic acid, Calcium salt of 2-hydroxy-1,2'-azonaphthalene-1'-sulfonic acid, calcium and barium salts of 1- (2-sulfo-4-methyl-1-phenylazo) -2-naphthylcarboxylic acid, calcium salt of 1- (2- Sulfo-1-naphthylazo) -2-hydroxynaphthalene-3-carboxylic acid, aluminum salt of 1- (4-sulfo-1-phenylazo) -2-naphthol-6-sulfonic acid, aluminum salt of 1- (4-sulfo-1-naphthylazo) -2-naphthol-3,6-disulfonic acid; 1- (4-sulfo-1-naphthylazo) -2-naphthol-6,8-disulfonic acid, aluminum salt of 4- (4-sulfo-1-phenylazo) -2- (4-sulfophenyl) -5-hydroxy-pyrazolone 3-carboxylic acid, aluminum and zirconium salts of 4,5-dibromofluorescein, aluminum and zirconium salts of 2,4,5,7-tetrabromofluorescein, 3 ', 4', 5 ', 6'-tetrachloro-2,4,5, 7-tetrabromofluorescein and its aluminum salt, aluminum salt of 2,4,5,7-tetraiodofluorescein, aluminum salt of quinophthalone-disulfonic acid, aluminum salt of indigo-disulfonic acid, red and black iron oxide (CIN: 77 491 (red) and 77 499 (black)) , Iron oxide hydrate (CIN: 77492), manganese ammonium diphosphate and titanium dioxide.

Further advantageous are oil-soluble natural dyes, such as. Paprika extract, β-carotene or cochineal.

• 1. Natürliche Perlglanzpigmente, wie z.B. 1. "Fischsilber" (Guanin/Hypoxanthin-Mischkristalle aus Fischschuppen) und 2. "Perlmutt" (vermahlene Muschelschalen)
• 2. Monokristalline Perlglanzpigmente wie z.B. Bismuthoxychlorid (BiOCI)
• 3. Schicht-Substrat Pigmente: z.B. Glimmer/Metalloxid

Also advantageous for the purposes of the present invention are gel creams containing pearlescent pigments. Particularly preferred are the types of pearlescent pigments listed below:

• 1. Natural pearlescent pigments, such as 1. "fish-silver" (guanine / hypoxanthine mixed crystals from fish scales) and 2. "mother-of-pearl" (ground mussel shells)
• 2. Monocrystalline pearlescent pigments such as bismuth oxychloride (BiOCl)
• 3rd layer substrate Pigments: eg mica / metal oxide

The basis for pearlescent pigments are, for example, pulverulent pigments or castor oil dispersions of bismuth oxychloride and / or titanium dioxide and bismuth oxychloride and / or titanium dioxide on mica. For example, the luster pigment listed under CIN 77163 is particularly advantageous.

Also advantageous, for example, are the following pearlescent pigment types based on mica / metal oxide:

Especially preferred are e.g. those of Merck under the trade names Pearlescent pigments available from Timiron, Colorona or Dichrona.

Of course, the list of pearlescent pigments mentioned should not be limiting. Pearlescent pigments which are advantageous in the context of the present invention are obtainable in numerous ways known per se. For example, other substrates besides mica can be coated with other metal oxides, such as silica and the like. For example, SiO ₂ particles coated with TiO ₂ and Fe ₂ O ₃ ("Ronaspheres"), which are sold by Merck and are particularly suitable for the optical reduction of fine wrinkles, are advantageous.

It may also be advantageous to completely dispense with a substrate such as mica. Particularly preferred are pearlescent pigments which are prepared using SiO ₂ . Such pigments, which may also have additional gonichromatic effects, are available, for example, under the trade name Sicopearl Fantastico from BASF.

Farther can be advantageous Pigments of Engelhard / Mearl based on calcium sodium Borosilicate, which are coated with titanium dioxide, can be used. These are available under the name Reflecks.

she Due to their particle size of 40-80 μm, they are an additional factor the color of a glittering effect.

Especially Also advantageous are also effect pigments which are sold under the trade name Metasomes Standard / Glitter in different colors (yellow, red, green, blue) are available from Flora Tech. The glitter particles lie here in mixtures with various auxiliaries and dyes (such as the dyes with the Color Index (CI) numbers 19140, 77007, 77289, 77491).

The dyes and pigments can be present both individually and in a mixture and be mutually coated with one another, with different coating thicknesses in general ne color effects are caused. The total amount of the dyes and coloring pigments is advantageously selected from the range of, for example, 0.1% by weight to 30% by weight, preferably from 0.5 to 15% by weight, in particular from 1.0 to 10% by weight, in each case based on the total weight of the preparations.

All Compounds or components used in the preparations can be are either known and commercially available acquirable or can be synthesized by known methods.

The one or more compounds of the formula I can be described in the usual Way incorporated into cosmetic or dermatological preparations become. Suitable preparations for external use, for example as a cream, lotion, gel, or as a solution that can be sprayed on the skin. For one internal use are administration formulas such as capsules, dragees, Powder, tablet solutions or solutions suitable.

When Use of the preparations according to the invention are e.g. called: solutions, Suspensions, emulsions, PIT emulsions, pastes, ointments, gels, Creams, lotions, powders, soaps, surfactant-containing cleansing preparations, oils, aerosols and sprays. Other applications are e.g. Sticks, shampoos and shower rooms. The preparation may contain any customary carrier substances, Additives and optionally other active ingredients may be added.

preferable Excipients come from the group of preservatives, antioxidants, Stabilizers, solubilizers, Vitamins, colorants, Odor.

Anoint, Pastes, creams and gels can the usual excipients contained, e.g. animal and vegetable fats, waxes, paraffins, Strength, Tragacanth, cellulose derivatives, polyethylene glycols, silicones, bentonites, silica, Talc and zinc oxide or mixtures of these substances.

powder and sprays can the usual excipients contained, e.g. Lactose, talc, silicic acid, aluminum hydroxide, calcium silicate and polyamide powder or mixtures of these substances. Sprays can also use the usual Propellant, e.g. Chlorofluorocarbons, propane / butane or Dimethyl ether.

Solutions and Emulsions can the usual excipients like solvents, solubilizers and emulsifiers, e.g. Water, ethanol, isopropanol, ethyl carbonate, Ethyl acetate, benzyl alcohol, benzyl benzoate, propylene glycol, 1,3-butyl glycol, oils, in particular cottonseed, Peanut oil, Corn oil, Olive oil, castor oil and sesame oil, Glycerinfettsäureester, Polyethylene glycols and fatty acid esters of sorbitan or mixtures of these substances.

suspensions can the usual excipients like liquid Diluents, e.g. Water, ethanol or propylene glycol, suspending agents, e.g. ethoxylated isostearyl alcohols, polyoxyethylene sorbitol esters and polyoxyethylene sorbitan esters, microcrystalline cellulose, aluminum metahydroxide, bentonite, agar-agar and tragacanth or mixtures of these substances.

Soap can the usual excipients like alkali salts of fatty acids, Salts of fatty acid monoesters, fatty acid protein, Isothionates, lanolin, fatty alcohol, vegetable oils, plant extracts, glycerin, sugar or mixtures of these substances.

surfactant Cleaning products can the usual excipients such as salts of fatty alcohol sulfates, fatty alcohol ether sulfates, sulfosuccinic monoesters, fatty acid protein, Isothionates, imidazolinium derivatives, methyltaurates, sarcosinates, Fettsäureamidethersulfate, Alkylamidobetaines, fatty alcohols, fatty acid glycerides, fatty acid diethanolamides, vegetable and synthetic oils, Lanolin derivatives, ethoxylated glycerol fatty acid esters or mixtures thereof Contain substances.

facial and body oils can be the usual excipients like synthetic oils such as fatty acid esters, fatty alcohols, Silicone oils, natural oils such as vegetable oils and oily vegetable extracts, paraffin oils, lanolin oils or Mixtures of these substances included.

Further typical cosmetic applications are also lipsticks, lip balms, Mascara, eye liner, eye shadow, blush, powder, emulsion and wax make up and sunscreen, pre-sun and after-sun preparations.

To the preferred forms of preparation according to the invention belong especially emulsions.

Inventive emulsions are advantageous and contain e.g. the said fats, oils, waxes and other fat bodies, as well as water and an emulsifier, as usually for one such type of preparation is used.

• – Mineralöle, Mineralwachse
• – Öle, wie Triglyceride der Caprin- oder der Caprylsäure, ferner natürliche Öle wie z.B. Rizinusöl;
• – Fette, Wachse und andere natürliche und synthetische Fettkörper, vorzugsweise Ester von Fettsäuren mit Alkoholen niedriger C-Zahl, z.B. mit Isopropanol, Propylenglykol oder Glycerin, oder Ester von Fett-Ikoholen mit Alkansäuren niedriger C-Zahl oder mit Fettsäuren;
• – Silikonöle wie Dimethylpolysiloxane, Diethylpolysiloxane, Diphenylpolysiloxane sowie Mischformen daraus.

The lipid phase can advantageously be selected from the following substance group:

• - mineral oils, mineral waxes
• - Oils such as triglycerides of capric or caprylic acid, further natural oils such as castor oil;
• Fats, waxes and other natural and synthetic fatty substances, preferably esters of fatty acids with lower C-number alcohols, for example with isopropanol, propylene glycol or glycerol, or esters of fatty alcohols with lower C-number alkanoic acids or with fatty acids;
• - Silicone oils such as dimethylpolysiloxanes, diethylpolysiloxanes, diphenylpolysiloxanes and mixed forms thereof.

The oil phase of Emulsions, oleogels or hydrodispersions or lipodispersions in the context of the present invention is advantageously selected the group of esters of saturated and / or unsaturated, branched and / or unbranched alkanecarboxylic acids of a chain length of 3 to 30 carbon atoms and saturated and / or unsaturated, branched and / or unbranched alcohols of a chain length of 3 to 30 carbon atoms, from the group of esters of aromatic carboxylic acid and saturated and / or unsaturated, branched and / or unbranched alcohols of a chain length of 3 to 30 carbon atoms. Such ester oils can then chosen advantageous are from the group isopropyl myristate, isopropyl palmitate, isopropyl stearate, Isopropyl oleate, n-butyl stearate, n-hexyl laurate, n-decyl oleate, isooctyl stearate, Isononyl stearate, isononyl isononanoate, 2-ethylhexyl palmitate, 2-ethylhexyl laurate, 2-hexadecyl stearate, 2-octyl dodecyl palmitate, oleyl oleate, oleyl erucate, Erucyl oleate, erucyl erucate and synthetic, semisynthetic and natural Mixtures of such esters, e.g. Jojoba oil.

Further can the oil phase chosen favorably are from the group of branched and unbranched hydrocarbons and waxes, the silicone oils, the dialkyl ether, the group of saturated or unsaturated, branched or unbranched alcohols, as well as the fatty acid triglycerides, namely the triglycerol esters of saturated and / or unsaturated; branched and / or unbranched alkanecarboxylic acids of a chain length of 8 to 24, in particular 12-18 C atoms. The fatty acid triglycerides may be, for example chosen favorably are selected from the group of synthetic, semi-synthetic and natural oils, e.g. Olive oil, sunflower oil, soybean oil, peanut oil, rapeseed oil, almond oil, palm oil, coconut oil, palm kernel oil, and the like more.

Also any mixtures of such oil and wax components are advantageous in the sense of the present Use invention. It may also be advantageous if Waxes, for example cetyl palmitate, as the sole lipid component the oil phase use.

Advantageously, the oil phase is selected from the group consisting of 2-ethylhexyl isostearate, octyldodecanol, isotridecyl isononanoate, isoeicosane, 2-ethylhexyl cocoate, C _12-15 alkyl benzoate, caprylic capric acid triglyceride, dicapryl ether.

Particularly advantageous are mixtures of C _12-15 -alkyl benzoate and 2-ethylhexyl isostearate, mixtures of C _12-15 -alkyl benzoate and isotridecyl isononanoate and mixtures of C _12-15 -alkyl benzoate, 2-ethylhexyl isostearate and isotridecyl isononanoate.

From The hydrocarbons are paraffin oil, squalane and squalene advantageous to be used in the sense of the present invention.

Advantageous can also the oil phase furthermore have a content of cyclic or linear silicone oils or completely from such oils but it is preferred, except the silicone oil or the silicone oils An additional Content of other oil phase components to use.

Advantageous Cyclomethicone (Octamethylcyclotetrasiloxan) is used as a silicone oil to be used according to the invention. But also other silicone oils are advantageous for the purposes of the present invention to use for example, hexamethylcyclotrisiloxane, polydimethylsiloxane, poly (methylphenylsiloxane).

Especially also advantageous are mixtures of cyclomethicone and isotridecyl isononanoate, from cyclomethicone and 2-ethylhexyl isostearate.

The aqueous phase of the preparations according to the invention may optionally contain alcohol le, diols or polyols of low C number, and their ethers, preferably ethanol, isopropanol, propylene glycol, glycerol, ethylene glycol, ethylene glycol monoethyl or monobutyl ether, propylene glycol monomethyl, monoethyl or monobutyl ether, diethylene glycol monomethyl or monoethyl ether and analogous products, furthermore Low C-number alcohols, for example, ethanol, isopropanol, 1,2-propanediol, glycerol, and in particular one or more thickeners, which may be advantageously selected from the group consisting of silicon dioxide, aluminum silicates, polysaccharides or their derivatives, for example hyaluronic acid, xanthan gum, Hydroxypropylmethylcellulose, particularly advantageous from the group of polyacrylates, preferably a polyacrylate from the group of so-called Carbopole, for example, Carbopols types 980, 981, 1382, 2984, 5984, each individually or in combination.

Especially Mixture of the abovementioned solvents are used. For alcoholic solvents Water can be another ingredient.

Inventive emulsions are advantageous and contain e.g. the said fats, oils, waxes and other fat bodies, as well as water and an emulsifier, as usually for one such type of formulation is used.

In a preferred embodiment contain the preparations according to the invention hydrophilic surfactants.

The hydrophilic surfactants are preferably selected from the group of alkylglucosides, acyl lactylates, betaines and cocoamphoacetates.

auszeichnen, wobei R einen verzweigten oder unverzweigten Alkylrest mit 4 bis 24 Kohlenstoffatomen darstellt und wobei DP einen mittleren Glucosylierungsgrad von bis zu 2 bedeutet.The alkylglucosides in turn are advantageously selected from the group of alkylglucosides, which are represented by the structural formula

wherein R is a branched or unbranched alkyl radical having 4 to 24 carbon atoms and wherein DP means a mean degree of glucosylation of up to 2.

The value DP represents the degree of glucosidation of the alkylglucosides used in the invention and is defined as

In this case, p ₁ , p ₂ , p ₃ ... Or p _{i represent} the proportion of the products which are mono-, di-trisubstituted ... times glucosylated in percent by weight. Products having degrees of glucosylation of 1-2, in particular advantageously of, are advantageous according to the invention 1.1 to 1.5, most preferably selected from 1.2 to 1.4, in particular from 1.3.

Of the Value DP carries account for the fact that alkylglucosides are manufactured in usually represent mixtures of mono- and oligoglucosides. According to the invention advantageous is a relatively high content of monoglucosides, typically in of the order of magnitude from 40 to 70% by weight.

Particularly according to the invention Advantageously used alkyl glycosides are selected from the group octylglucopyranoside, nonylglucopyranoside, decylglucopyranoside, Undecylglucopyranoside, dodecylglucopyranoside, tetradecylglucopyranoside and hexadecyl glucopyranoside.

auszeichnen, wobei R¹ einen verzweigten oder unverzweigten Alkylrest mit 1 bis 30 Kohlenstoffatomen bedeutet und M⁺ aus der Gruppe der Alkaliionen sowie der Gruppe der mit einer oder mehreren Alkyl- und/oder mit einer oder mehreren Hydroxyalkylresten substituierten Ammoniumionen gewählt wird bzw. dem halben Äquivalent eines Erdalkalions entspricht.It is likewise advantageous to employ natural or synthetic raw materials and assistants or mixtures which are distinguished by an effective content of the active ingredients used according to the invention, for example Plantaren ^® 1200 (Henkel KGaA), Oramix NS ^® 10 (Seppic). In turn, the acyl lactylates are advantageously selected from the group of substances which are defined by the structural formula

in which R ^{1 is} a branched or unbranched alkyl radical having 1 to 30 carbon atoms and M ^{+ is selected} from the group of the alkali metal ions and the group of ammonium ions substituted by one or more alkyl and / or by one or more hydroxyalkyl radicals or half Equivalent to an alkaline earth metal equivalent.

For example, sodium is advantageous, for example the product Pathionic ^® ISL from the American Ingredients Company.

auszeichnen, wobei R² einen verzweigten oder unverzeigten Alkylrest mit 1 bis 30 Kohlenstoffatomen bedeutet.The betaines are advantageously selected from the group of substances which are defined by the structural formula

characterized in that R ^{2 is} a branched or unbranched alkyl radical having 1 to 30 carbon atoms.

Particularly advantageously, R ^{2 is} a branched or unbranched alkyl radical having 6 to 12 carbon atoms.

Capramidopropylbetaine, for example the product Tego ^® Betaine is advantageous, for example 810 from Th. Goldschmidt AG.

, Sodium, for example, selected as inventively advantageous cocoamphoacetate as under the name Miranol ^® Ultra C32 from Miranol Chemical Corp. is available.

The preparations according to the invention are advantageously characterized in that the one or more hydrophilic Surfactants in concentrations of 0.01-20% by weight, preferably 0.05-10 Wt .-%, particularly preferably 0.1-5 wt .-%, each based on the Total weight of the composition, whether present or present.

To Application are the cosmetic and dermatological according to the invention Preparations in the for Cosmetics usual Applied to the skin and / or hair in sufficient quantity.

Cosmetic and dermatological preparations according to the invention can be present in various forms. For example, they may contain a solution, an anhydrous preparation, an emulsion or microemulsion of the water-in-oil (W / O) type or of the oil-in-water (O / W) type, a multiple emulsion, for example of the Waser type. in oil-in-water (W / O / W), a gel, a solid stick, an ointment or even an aerosol. It is also advantageous to administer ectoine in encapsulated form, eg in collagen matrices and other conventional encapsulation materials, eg as cellulose encapsulations, in gelatin, wax matrices or liposomally encapsulated. In particular wax matrices like those in the DE-OS 43 08 282 have been described, have turned out to be favorable. Preference is given to emulsions. O / W emulsins are especially preferred. Emulsions, W / O emulsions and O / W emulsions are available in the usual way.

When Emulsifiers can For example, the known W / O and O / W / emulsifiers are used. It is advantageous, more common Coemulsifiers in the preferred O / W / emulsions according to the invention to use.

According to the invention advantageous are selected as co-emulsifiers, for example, O / W emulsifiers, mainly from the group of substances with HLB values of 11-16, especially advantageous with HLB values of 14.5-15.5, provided the O / W emulsifiers saturated Radicals R and R 'have. Do the O / W emulsifiers have unsaturated Radicals R and / or R ', or are Isoalkylderivate, so the preferred HLB value such emulsifiers are also lower or higher.

It is advantageous, the fatty alcohol ethoxylates from the group of ethoxylated Stearyl alcohol, cetyl alcohols, cetylstearyl alcohols (cetearyl alcohols) to choose. Particularly preferred are: polyethylene glycol (13) stearyl ether (steareth-13), Polyethylene glycol (14) stearyl ether (steareth-14), polyethylene glycol (15) stearyl ether (Steareth-15), polyethylene glycol (16) stearyl ether (steareth-16), Polyethylene glycol (17) stearyl ether (steareth-17), polyethylene glycol (18) stearyl ether (Steareth-18), polyethylene glycol (19) stearyl ether (steareth-19), Polyethylene glycol (20) stearyl ether (steareth-20), polyethylene glycol (12) isostearyl ether (Isosteareth-12), polyethylene glycol (13) isostearyl ether (isosteareth-13), Polyethylene glycol (14) isostearyl ether (isosteareth-14), polyethylene glycol (15) isostearyl ether (Isosteareth-15), polyethylene glycol (16) isostearyl ether (isosteareth-16), Polyethylene glycol (17) isostearyl ether (isosteareth-17), polyethylene glycol (18) isostearyl ether (Isosteareth-18), polyethylene glycol (19) isostearyl ether (isosteareth-19), Polyethylene glycol (20) isostearyl ether (isosteareth-20), polyethylene glycol (13) cetyl ether (Ceteth-13), polyethylene glycol (14) cetyl ether (Ceteth-14), polyethylene glycol (15) cetyl ether (Ceteth-15), polyethylene glycol (16) cetyl ether (ceteth-16), polyethylene glycol (17) cetyl ether (Ceteth-17), polyethylene glycol (18) cetyl ether (ceteth-18), pofyethylene glycol (19) cetyl ether (Ceteth-19), polyethylene glycol (20) cetyl ether (Ceteth-20), polyethylene glycol (13) isocetyl ether (Isoceteth-13), polyethylene glycol (14) isocetyl ether (isoceteth-14), Polyethylene glycol (15) isocetyl ether (Isoceteth-15), polyethylene glycol (16) isocetyl ether (Isoceteth-16), polyethylene glycol (17) isocetyl ether (isoceteth-17), Polyethylene glycol (18) isocetyl ether (isoceteth-18), polyethylene glycol (19) isocetyl ether (Isoceteth-19), polyethylene glycol (20) isocetyl ether (Isoceteth-20), Polyethylene glycol (12) oleyl ether (Oleth-12), polyethylene glycol (13) oleyl ether (Oleth-13), polyethylene glycol (14) oleyl ether (Oleth-14), polyethylene glycol (15) oleyl ether (Oleth-15), polyethylene glycol (12) lauryl ether (Laureth-12), polyethylene glycol (12) isolauryl ether (Isolaureth-12), polyethylene glycol (13) cetyl stearyl ether (ceteareth-13), Polyethylene glycol (14) cetyl stearyl ether (ceteareth-14), polyethylene glycol (15) cetyl stearyl ether (Ceteareth-15), polyethylene glycol (16) cetyl stearyl ether (ceteareth-16), Polyethylene glycol (17) cetyl stearyl ether (ceteareth-17), polyethylene glycol (18) cetyl stearyl ether (Ceteareth-18), polyethylene glycol (19) cetyl stearyl ether (Ceteareth-19), Polyethylene glycol (20) cetylstearyl ether (Ceteareth-20).

It is also advantageous to choose the fatty acid ethoxylates of the following group:
Polyethylene glycol (20) stearate, polyethylene glycol (21) stearate,
Polyethylene glycol (22) stearate, polyethylene glycol (23) stearate,
Polyethylene glycol (24) stearate, polyethylene glycol (25) stearate,
Polyethylene glycol (12) isostearate, polyethylene glycol (13) isostearate,
Polyethylene glycol (14) isostearate, polyethylene glycol (15) isostearate,
Polyethylene glycol (16) isostearate, polyethylene glycol (17) isostearate,
Polyethylene glycol (18) isostearate, polyethylene glycol (19) isostearate,
Polyethylene glycol (20) isostearate, polyethylene glycol (21) isostearate,
Polyethylene glycol (22) isostearate, polyethylene glycol (23) isostearate,
Polyethylene glycol (24) isostearate, polyethylene glycol (25) isostearate,
Polyethylene glycol (12) oleate, polyethylene glycol (13) oleate,
Polyethylene glycol (14) oleate, polyethylene glycol (15) oleate,
Polyethylene glycol (16) oleate, polyethylene glycol (17) oleate,
Polyethylene glycol (18) oleate, polyethylene glycol (19) oleate,
Polyethylene glycol (20) oleate,

When ethoxylated alkyl ether carboxylic acid or its salt may advantageously be the sodium laureth-11-carboxylate be used. As alkyl ether sulfate can sodium Laureth 1-4sulfat be used advantageously. As an ethoxylated cholesterol derivative Advantageously, polyethylene glycol (30) cholesteryl ether may be used become. Also polyethylene glycol (25) soybean oil has been proven. When ethoxylated triglycerides can Advantageously, the polyethylene glycol (60) Evening Primrose Glycerides be used (Evening Primrose = evening primrose).

Farther is advantageous, the Polyethylenglycolglycerinfettsäureester from the group polyethylene glycol (20) glyceryl laurate, polyethylene glycol (21) glyceryl laurate, Polyethylene glycol (22) glyceryl laurate, polyethylene glycol (23) glyceryl laurate, Polyethylene glycol (6) glyceryl caprate / cprinate, polyethylene glycol (20) glyceryl oleate, Polyethylene glycol (20) glyceryl isostearate, polyethylene glycol (18) glyceryl oleate (cocoat to choose.

It is also cheap the sorbitan esters from the group polyethylene glycol (20) sorbitan monolaurate, polyethylene glycol (20) sorbitan monostearate, Polyethylene glycol (20) sorbitan monoisostearate, polyethylene glycol (20) sorbitan monopalmitate, Polyethylene glycol (20) to choose sorbitan monooleate.

As optional, but according to the invention optionally advantageous W / O emulsifiers can be used:
Fatty alcohols having 8 to 30 carbon atoms, monoglycerol esters of saturated and / or unsaturated, branched and / or unbranched alkanecarboxylic acids having a chain length of 8 to 24, in particular 12-18 C atoms, diglycerol esters of saturated and / or unsaturated, branched and / or unbranched alkanecarboxylic acids of one chain length from 8 to 24, in particular 12-18 C-atoms, monoglycerol ethers of saturated and / or unsaturated, branched and / or unbranched alcohols of a chain length of 8 to 24, in particular 12-18 C-atoms, diglycerol ether of saturated and / or unsaturated, branched and or unbranched alcohols of a chain length of 8 to 24, in particular 12-18 C-atoms, propylene glycol esters of saturated and / or unsaturated, branched and / or unbranched alkanecarboxylic acids of a chain length of 8 to 24, in particular 12-18 C-atoms and sorbitan esters of saturated and / or unsaturated, branched and / or unbranched alkanecarboxylic acids of a Ke length of 8 to 24, in particular 12-18 C atoms.

Especially advantageous W / O emulsifiers are glyceryl monostearate, glyceryl monoisostearate, Glyceryl monomyristate, glyceryl monooleate, diglyceryl monostearate, Diglyceryl monoisostearate, propylene glycol monostearate, propylene glycol monoisostearate, Propylene glycol monocaprylate, propylene glycol monolaurate, sorbitan monoisostearate, Sorbitan monolaurate, sorbitan monocaprjrlate, sorbitan monoisooleate, Sucrose distearate, cetyl alcohol, stearyl alcohol, arachidyl alcohol, Behenyl alcohol, isobehenyl alcohol, selachyl alcohol, chimyl alcohol, Polyethylene glycol (2) stearyl ether (steareth-2), glyceryl monolaurate, Glyceryl monocaprinate, glyceryl monocaprylate.

The Preparation may contain cosmetic adjuvants present in this Type of preparations usually can be used, e.g. Thickening agents, softening agents, Humectant, surface-active Agents, emulsifiers, preservatives, antifoaming agents, Perfumes, waxes, lanolin, propellants, dyes and / or pigments, which dye the agent itself or the skin, and others in cosmetics usually used ingredients.

you can as dispersing or solubilizing an oil, wax or other fats, a low monoalcohol or a lower polyol or mixtures use of it. To the particularly preferred monoalcohols or Count polyols Ethanol, i-propanol, propylene glycol, glycerol and sorbitol.

A preferred embodiment The invention is an emulsion which is used as a protective cream or milk present and except the compound or compounds of the formula I, for example fatty alcohols, Fatty acids, fatty acid esters, especially triglycerides of fatty acids, lanolin, natural and synthetic oils or waxes and emulsifiers in the presence of water.

Further preferred embodiments make oily Lotions based on natural or synthetic oils and waxes, lanolin, fatty acid esters, in particular triglycerides of fatty acids, or oily alcoholic lotions Base of a lower alcohol, such as ethanol, or a glycerol, such as propylene glycol, and / or a polyol, such as glycerol, and oils, waxes and fatty acid esters, like triglycerides of fatty acids, represents.

The inventive preparation may also be present as an alcoholic gel containing one or more Lower alcohols or polyols, such as ethanol, propylene glycol or Glycerol, and a thickener such as silica. The oily-alcoholic Gels contain as well natural or synthetic oil or Wax.

The solid pens are made of natural or synthetic waxes and oils, Fatty alcohols, fatty acids, Fettsäureestern, Lanolin and other fatty substances.

If a preparation is formulated as an aerosol, the customary propellants are generally used. such as alkanes, fluoroalkanes and chlorofluoroalkanes.

The Cosmetic preparation can also protect the hair against photochemical damage used to change of shades, a discoloration or damage mechanical nature. In this case, it is suitable a formulation as a shampoo, lotion, gel or emulsion for rinsing, wherein the respective preparation before or after shampooing, before or after dyeing or decolorizing or before or after the permanent wave is applied. It can also a preparation as a lotion or gel for styling and treating, as a lotion or gel for brushing or laying a water wave, as a hair coat, permanent wave, dyeing or bleach for the hair chosen become. The preparation with light protection properties can except the or the compounds of the formula I different, in this type of medium adjuvants used, such as surfactants, active agents, thickeners, Polymers, emollients, preservatives, foam stabilizers, Electrolytes, organic solvents, Silicone derivatives, oils, waxes, Antifettmittel, dyes and / or pigments containing the agent itself or dye your hair or others for Hair care usually used ingredients.

The preparations according to the invention can In doing so, they are manufactured using techniques that are familiar to those skilled in the art well known. The substances of the invention can be directly without further preparatory measures in cosmetic preparations incorporated.

Advantageous can the preparations according to the invention, as above already described, contain additional UV filter substances, wherein the total amount of filter substances e.g. 0.1% by weight to 30% by weight, preferably 0.5 to 10 wt .-%, in particular 1 to 6 wt .-%, based on the total weight of the preparations.

Farther can the preparations according to the invention also as a pharmaceutical agent for the preventive treatment of inflammation and allergies of the skin as well as in certain cases Prevention of certain Cancers are used. The pharmaceutical agent according to the invention can be administered orally or topically. For oral administration is the pharmaceutical preparation in the form of i.a. Pastilles, gelatine capsules, Dragees, as a syrup, solution, Emulsion or suspension. The topical application is done, for example as ointment, cream, gel, spray, solution or lotion.

The cosmetic according to the invention and pharmaceutical preparations can be made with the help of techniques which are well known to those skilled in the art. Without too further explanation It is assumed that a professional has the above description to the fullest extent. The preferred embodiments are therefore merely descriptive, not by any means Way limiting disclosure to understand. The following examples are meant to be illustrate the present invention without limiting it. All Quantities, percentages and percentages are, unless otherwise stated indicated on the weight and the total amount or the total weight the preparations. The complete revelation of all and listed below Registrations and publications are incorporated by reference into this application.

Study of the photostability of 4- (tert-butyl) -4'-methoxydibenzoylmethane (Eusolex ^® 9020)

To be used: Eusolex ^® 9020, Merck.: 4- (tert-butyl) -4'-methoxydi-benzoylrnethan Octopirox® ^®; Fa. Clariant: 1-Hydroxy-4-methyl-6- (2,4,4-trimethylpentyl) -2- (1H) -pyridone monoethanolamine salt Eusolex ^® T-2000; Company Merck: micronized titanium dioxide

The Determination of photostability is carried out by UV spectroscopy based on Berset et al .; "proposed protocol of determination of photostability; Part I: cosmetic UV filters "; International Journal of Cosmetic Science 18, 167-177 (1996).

A solution / dispersion according to Table 1 is prepared. 20 μL of the sample are applied to the back of a roughened glass plate (microslides, frosted on surface 76 × 26 mm, Chance Propper Ltd., Spon Lane, Great Britain) and evenly distributed. After a drying time of 30 minutes, a Suntest CPS is irradiated with a xenon radiator with 1250 kJ / m ² .

Table 1: Preparations for testing photostability (amounts in% by weight)

The sample is then washed off with methanol from the support and the extinction is determined in the range 250-450 nm (Varian Cary 300 bio with integrating sphere; scan mode;). The results are in 1 or Table 2 to find.

Table 2: photostability of the Eusolex ^® 9020:

stated is the loss of photostability of the exposed sample as a percentage of the stability of the unexposed sample 357 nm. The corrected loss of activity was the absorption power subtracted from the added 5% titanium dioxide.

Upon addition of 1 or 2 wt .-% Octopirox ^®, the activity loss of the sample during exposure significantly reduced. This applies both to the titania-containing samples (V2, 4 and 6) and the titanium dioxide-free samples (V1, 3, 5).

directory the figures

1 : UV absorption spectra (Varian Cary 300 bio with integrating sphere, scan mode) of experiments V2, 4 and 6 respectively before (non exp) and after (exp) exposure to UV light.

Claims (9)

Cosmetic or dermatological formulation containing UV filter, characterized in that the preparation comprises at least one 1-hydroxy-2-pyridone of the general formula I

wherein R ^{1 is} hydrogen, alkyl of 1 to 17 carbon atoms, alkenyl of 2 to 17 carbon atoms, cycloalkyl of 5 to 8 carbon atoms, cycloalkyl-alkyl of alkyl of 1 to 4 carbon atoms, wherein the cycloalkyl radicals are substituted by alkyl groups of 1 to 4 carbon atoms may be aryl, aralkyl of alkyl of 1 to 4 carbon atoms, arylalkenyl of alkenyl of 2 to 4 carbon atoms, aryloxyalkyl or arylmercaptoalkyl of alkyl of 1 to 4 carbon atoms, benzhydryl, phenylsulfonylalkyl of alkyl of 1 to 4 carbon atoms alkenyl having from 2 to 4 carbon atoms and wherein the abovementioned aryl radicals may be substituted by alkyl groups having 1 to 4 carbon atoms, alkoxy groups having 1 to 4 carbon atoms, nitro groups, cyano groups or halogen, R ^{2 is} hydrogen, alkyl having 1 to 4 carbon atoms, alkenyl or alkynyl of 2 to 4 carbon atoms, halogen or the benzyl radical, R ³ is hydrogen, alkyl having 1 to 4 carbon atoms or phenyl and R ⁴ is hydrogen, alkyl having 1 to 4 carbon atoms, alkenyl having 2 to 4 Carbon atoms, methoxymethyl, halogen or a benzyl radical, and / or their salts. Formulation according to claim 1, characterized in that that at least one UV filter is a cosmetic or dermatological harmless substance is whose chemical formula is the structural feature of dibenzoylmethane, wherein the formulation preferably 0.1 to 10.0 wt .-%, especially preferably 0.5 to 6.0 wt .-%, each based on the total weight the preparation containing dibenzoylmethane derivatives and containing the substances which have the structural feature of dibenzoylmethane, preferably to get voted from the group 4-isopropyldibenzoylmethane and 4- (tert-butyl) -4'-methoxydi-benzoylmethane. A formulation according to at least one of claims 1 or 2, characterized in that the at least one 1-hydroxy-2-pyridone in concentrations from 0.01-10% by weight, preferably 0.1-5% by weight, especially 0.2-2.0 Wt .-%, based on the total weight of the formulation, is present, wherein at least one 1-hydroxy-2-pyridone is preferably 1-hydroxy-4-methyl-6- (2,4,4-trimethylpentyl) -2- (1H) -pyridone Monoethanolaminsalz acts. Formulation according to at least one of claims 1 to 3, characterized in that the weight ratios of 1-hydroxy-2-pyridone to the substances that are the structural feature of dibenzoylmethane in the range of 10: 1 to 1:10, preferably in the range 5: 1 to 1: 5. Formulation according to at least one of claims 1 to 4, characterized in that micronized titanium dioxide, preferably in amounts of 0.01 to 30 wt .-%, particularly preferably 0.1 to 10% by weight, in each case based on the total weight of the preparations, is included. Use of 1-hydroxy-2-pyridones of the general formula I.

wherein R ^{1 is} hydrogen, alkyl of 1 to 17 carbon atoms, alkenyl of 2 to 17 carbon atoms, cycloalkyl of 5 to 8 carbon atoms, cycloalkyl-alkyl of alkyl of 1 to 4 carbon atoms, wherein the cycloalkyl radicals are substituted by alkyl groups of 1 to 4 carbon atoms may be aryl, aralkyl of alkyl of 1 to 4 carbon atoms, arylalkenyl of alkenyl of 2 to 4 carbon atoms, aryloxyalkyl or arylmercaptoalkyl of alkyl of 1 to 4 carbon atoms, benzhydryl, phenylsulfonylalkyl of alkyl of 1 to 4 carbon atoms, furyl or furylalkenyl of alkenyl of 2 to 4 carbon atoms and in which the abovementioned aryl radicals may be substituted by alkyl groups having 1 to 4 carbon atoms, alkoxy groups having 1 to 4 carbon atoms, nitro groups, cyano groups or halogen, R ^{2 is} hydrogen, alkyl having 1 to 4 carbon atoms, alkenyl or alkynyl 2 to 4 carbon atoms, halogen or the benzyl radical, R ³ for Wasserst off, alkyl having 1 to 4 carbon atoms or phenyl and R ^{4 is} hydrogen, alkyl having 1 to 4 carbon atoms, alkenyl having 2 to 4 carbon atoms, methoxymethyl, halogen or a benzyl radical and / or salts thereof for photostabilization of UV filters , in particular dibenzoylmethane derivatives. Use of 1-hydroxy-2-pyridones according to claim 6, characterized in that to further reinforce the photostabilizing effect added micronized titanium dioxide becomes. A method for increasing the photostability of UV filters, in particular of substances having the structural feature of dibenzoylmethane, in cosmetic or dermatological preparations, characterized in that at least one 1-hydroxy-2-pyridone of formula I, preferably 1-hydroxy-4 -methyl-6- (2,4,4-trimethylpentyl) -2- (1H) -pyridone monoethanolamine salt, optionally in combination with micronised titanium dioxide. Method for reducing red discoloration of cosmetic or dermatological preparations containing dibenzoylmethane derivatives as a UV filter, characterized in that at least one 1-hydroxy-2-pyridone according to formula I, preferably 1-hydroxy-4-methyl-6- (2,4,4-trimethylpentyl) -2- (1H) -pyridone Monoethanolaminsalz admits.