WO2009068362A1 - Produit pour le bronzage de la peau - Google Patents

Produit pour le bronzage de la peau Download PDF

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Publication number
WO2009068362A1
WO2009068362A1 PCT/EP2008/063710 EP2008063710W WO2009068362A1 WO 2009068362 A1 WO2009068362 A1 WO 2009068362A1 EP 2008063710 W EP2008063710 W EP 2008063710W WO 2009068362 A1 WO2009068362 A1 WO 2009068362A1
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Prior art keywords
group
dihydro
pyrimidinium
formula
methyl
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PCT/EP2008/063710
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German (de)
English (en)
Inventor
Frank Janssen
Wibke Gross
Anemone TRÄGER
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Henkel Ag & Co. Kgaa
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Publication of WO2009068362A1 publication Critical patent/WO2009068362A1/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/04—Preparations for care of the skin for chemically tanning the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/347—Phenols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/368—Carboxylic acids; Salts or anhydrides thereof with carboxyl groups directly bound to carbon atoms of aromatic rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4933—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having sulfur as an exocyclic substituent, e.g. pyridinethione
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4953—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom containing pyrimidine ring derivatives, e.g. minoxidil

Definitions

  • the invention relates to browning agents containing selected aldehyde derivatives in combination with specific 1,2-dihydro-2-oxopyrimidinium compounds, to the use of this combination for tanning human skin, and to a method of tanning human skin.
  • a tanned skin is perceived today by the consumer as a sign of health and an active, sporty lifestyle.
  • a brown skin is considered attractive and the possession of a light tan as highly desirable.
  • consumers since the first ozone depletion in 1970, consumers have become increasingly aware that the tanning process caused by intense sunbathing is associated with a variety of skin damage, ranging from premature aging to increased skin cancer risk.
  • the consumer With the use of tanning creams, the consumer can fulfill the desire for a tanned skin, without at the same time having to expose himself to the harmful UV-A and UV-B content of the sunlight.
  • the tanning creams on the market in most cases contain the active ingredient 1, 3-dihydroxyacetone.
  • the use of dihydroxyacetone-containing creams can be associated with disadvantages for the consumer. Some consumers are allergic to dihydroxyacetone. The existing suspicion that dihydroxyacetone could split off formaldehyde over time also makes the use of dihydroxyacetone in cosmetics appear less advantageous.
  • dihydroxyacetone has the disadvantage that it can lead to odor nuisance and uneven staining of the skin. Active ingredients which show a tanning effect of the skin without being burdened with the described disadvantages are hitherto unknown.
  • the object of the present invention is therefore to provide agents which are able to dye the skin in a beautiful, even shade of brown, without at the same time already show disadvantages described. Surprisingly, it has been found that the substance combinations according to the invention can be used to a great extent to achieve this object.
  • a first subject of the invention is a composition for tanning the human skin, comprising, in a cosmetic carrier, a combination of component (A) of at least one CH-acidic compound according to formula (I)
  • R 1 and R 2 are independently a linear or cyclic Ci-C 6 - alkyl group, a C 2 -C 6 alkenyl group, an optionally substituted aryl group, an optionally substituted heteroaryl group, an aryl Ci-C 6 - alkyl group, a C- ⁇ -C 6 hydroxyalkyl group, a C 2 -C 6 polyhydroxyalkyl group, a Ci-C 6 alkoxy-C 6 alkyl group, a group R'R "N- (CH 2) p -, wherein R 1 and R 11 independently of one another represent a hydrogen atom, a C 1 -C 4 -alkyl group, a C 1 -C 4 -hydroxyalkyl group or an aryl-C 1 -C 6 -alkyl group, where R 1 and R 11 together with the nitrogen atom can form a 5-, 6- or 7-membered ring and p stands for a number 2, 3, 4, 5 or 6,
  • R 3 and R 5 are independently a hydrogen atom or a Ci-C 6 - alkyl group, wherein at least one of the radicals R 3 or R 5 is a Ci-C 6 alkyl group,
  • R 4 represents a hydrogen atom, a C-
  • C 6 alkyl group and q is a number 1, 2, 3, 4, 5 or 6, wherein the radical R 4 together with one of the radicals R 3 or R 5 can form a 5- or 6-membered aromatic ring, the optionally substituted with a halogen atom, a Ci-C 6 alkyl group, a -C 6 hydroxyalkyl group, a C 2 -C 6 polyhydroxyalkyl group, a Ci-C 6 alkoxy group, a Ci-C 6 - hydroxyalkoxy group, a nitro group, a hydroxy group, a group R V R VI N- (CH 2 ) S -, wherein R v and R vl independently represent a Hydrogen atom, a C-
  • Y 1 represents an oxygen atom, a sulfur atom or a group NR V ", wherein R v" stands for a hydrogen atom, an aryl group, a heteroaryl group, a Ci-C 6 - alkyl group or an arylalkyl group dC 6,
  • X ' is a physiologically acceptable anion, with component
  • R 1 is a (dC 6) alkyl, (C 2 -C 6) alkenyl, aryl, aryl (Ci-C 6) - alkyl or heteroaryl (dC 6) alkyl group,
  • R 2 and R 3 each independently represent a hydrogen atom, a halogen atom, a
  • (C 1 -C 6 ) -alkyl group a (C 1 -C 6 ) -alkoxy group, hydroxy (C 1 -C 6 ) -alkoxy group, hydroxyl group, nitro group, aryl group, trifluoromethyl group,
  • R 4 represents a hydrogen atom, a nitro group, a hydroxy group or a (C 1 to C 3 ) -alkoxy group
  • R 5 represents a hydrogen atom, a hydroxy group or a (Ci to C 3 ) -
  • R 6 represents a hydrogen atom or a (C 1 to C 3 ) alkyl group
  • R 7 represents a hydrogen atom, a nitro group or a hydroxy group
  • R 8 represents a hydrogen atom or a nitro group
  • a ⁇ represents a physiologically acceptable anion.
  • C 1 -C 6 -alkyl radicals are the groups methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl and tert-butyl, n-pentyl and n-hexyl.
  • Iso-propyl, propyl, ethyl and methyl are preferred (C 1 to C 3 ) -alkyl radicals, with methyl and ethyl being particularly preferred.
  • Examples of corresponding cyclic alkyl groups are cyclopentyl and cyclohexyl.
  • Examples of preferred C 2 -C 6 -alkenyl radicals are vinyl and allyl.
  • Ci-C ⁇ -hydroxyalkyl group a Ci-C ⁇ -hydroxyalkyl group
  • a 2-hydroxyethyl group is particularly preferred.
  • Examples of a C 2 -C 6 -polyhydroxyalkyl group are the 2,3-dihydroxypropyl group, 3,4-
  • the methoxy, ethoxy, isopropoxy and propoxy are examples of C 1 -C 3 according to the invention.
  • Methoxyhexyl distrin are examples of CrC 6 -AI koxy C 2 -C 6 alkyl groups according to the invention.
  • the agents according to the invention contain the compounds of component (A) and the compounds of component (B) in a cosmetic carrier, for example aqueous cosmetic carriers or aqueous-alcoholic cosmetic carriers.
  • a cosmetic carrier for example aqueous cosmetic carriers or aqueous-alcoholic cosmetic carriers.
  • such carriers are, for example, creams, emulsions, gels or surfactant-containing foaming solutions, such as, for example, shampoos, foam aerosols or other preparations which are suitable for use on the skin.
  • surfactant-containing foaming solutions such as, for example, shampoos, foam aerosols or other preparations which are suitable for use on the skin.
  • An aqueous cosmetic carrier contains at least 40% by weight of water.
  • aqueous-alcoholic carriers are to be understood as meaning aqueous compositions containing from 3 to 70% by weight of a C 1 -C 4 -alcohol, in particular ethanol or isopropanol.
  • the compositions according to the invention may additionally contain further organic solvents, for example methoxybutanol, benzyl alcohol, ethyl diglycol or 1,2-propylene glycol. Preference is given to all water-soluble organic solvents.
  • Y 1 according to formula (I) is an oxygen or a sulfur atom, particularly preferably an oxygen atom.
  • radicals R 3 or R 5 of the formula (I) are a methyl group. Particularly preferably, both radicals are a methyl group. It is additionally preferred if R 1 of the formula (I) is a C r to C 6 - alkyl group, in particular methyl.
  • the compounds according to formula I are selected from one or more
  • Very particularly preferred compounds according to formula I are selected from one or more compounds of the group of salts with physiologically acceptable counterion X ' , which is formed from salts of
  • X " in formula (I) and in the above lists preferably represents halide, benzenesulfonate, p-toluenesulfonate, C 1 -C 4 -alkanesulfonate, trifluoromethanesulfonate, perchlorate, 0.5 sulfate, hydrogensulfate, tetrafluoroborate, hexafluorophosphate or tetrachlorozincate , Bromide, iodide, hydrogen sulfate or p-toluenesulfonate used as X ' .
  • the compounds of the formula (I) are preferably present in an amount of from 0.01% by weight to 5% by weight, in particular from 0.05% by weight to 1% by weight, based in each case on the weight of the ready-to-use agent , contain.
  • At least one compound of the formula (I) is present in the agent according to the invention combined with at least one compound of the formula (II) and / or of the formula (III).
  • the compounds of the formula (II) are present in aqueous carriers in chemical equilibrium with the hydrates of the formula (IIa). This is exemplified below:
  • the hydrates can be isolated and are also suitable for use in the compositions of the invention.
  • Preferred compounds according to formula II are those in which the formyl group -CHO is bonded in the 2- or 4-position.
  • a ⁇ is according to formula II preferably halide, benzenesulfonate, p-toluenesulfonate, methanesulfonate, trifluoromethanesulfonate, perchlorate, sulfate, hydrogensulfate, tetrachlorozincate or N-oxide of quinoline, particularly preferably a p-toluenesulfonate, methanesulfonate, trifluoromethanesulfonate, Methylsulfate or benzenesulfonate ion.
  • the preferred anion is the p-toluenesulfonate ion.
  • R 1 is according to formula II preferably a (dC 6 ) alkyl group.
  • the compounds according to formula II are particularly preferably selected from at least one compound of the group consisting of the benzenesulfonates, p-toluenesulfonates, methanesulfonates, trifluoromethanesulfonates, perchlorates, sulfates, chlorides, bromides, iodides and / or tetrachlorozincates of 4-formyl-i-methyl-quinolinium and 2-formyl-1-methylquinolinium.
  • the compounds of the formula (III) are nitroderivatized compounds, it is preferred according to the invention for these compounds if exactly one of the radicals R 4 , R 7 or R 8 is a nitro group. In this case, it is again preferred if in addition at least one further of the radicals R 4 , R 5 , R 7 or R 8 is different from a hydrogen atom.
  • the agent in a cosmetic carrier contains a combination of (A) at least one CH-acidic compound of the formula (I)
  • R 1 and R 2 independently of one another represent a linear or cyclic C 1 -C 6 - Alkyl group, a C 2 -C 6 alkenyl group, an optionally substituted aryl group, an optionally substituted heteroaryl group, an aryl Ci-C 6 - alkyl group, a Ci-C 6 hydroxyalkyl group, a C 2 -C 6 polyhydroxyalkyl group, a C -C 6 alkoxy-Ci-C 6 alkyl group, a group R'R "N- (CH 2 ) P -, wherein R 1 and R 11 are independently a hydrogen atom, a Ci-C 4 alkyl group, a C 1 -C 4 -hydroxyalkyl group or an aryl-C 1 -C 6 -alkyl group, where R 1 and R 11 together with the nitrogen atom can form a 5-, 6- or 7-membered ring and p is a number 2, 3, 4, 5 or 6,
  • R 3 and R 5 are independently a hydrogen atom or a C 1 -C 6 - alkyl group, wherein at least one of the radicals R 3 or R 5 is a Ci-C 6 alkyl group,
  • R 4 represents a hydrogen atom, a C-
  • Y 1 represents an oxygen atom, a sulfur atom or a group NR V ", wherein R v" stands for a hydrogen atom, an aryl group, a heteroaryl group, a C 1 -C 6 - alkyl group or a -C 6 -arylalkyl group,
  • the agent in a cosmetic carrier contains a combination of
  • R 1 and R 2 are independently a linear or cyclic -C 6 - alkyl group, a C 2 -C 6 alkenyl group, an optionally substituted aryl group, an optionally substituted heteroaryl group, an aryl-CrC 6 - alkyl group, a Ci-C 6 hydroxyalkyl group, a C 2 -C 6 polyhydroxyalkyl group, a Ci-C 6 alkoxy-C 6 alkyl group, a group R'R "N- (CH 2) p -, wherein R 1 and R" independently of one another represent a hydrogen atom, a C 1 -C 4 -alkyl group, a C 1 -C 4 -hydroxyalkyl group or an aryl-C 1 -C 6 -alkyl group, where R 'and R "together with the nitrogen atom are 5-, 6- or 7-membered ring and p is a number 2, 3, 4, 5 or 6,
  • R 3 and R 5 are independently a hydrogen atom or a -C 6 - alkyl group, wherein at least one of the radicals R 3 or R 5 is a C- ⁇ -C 6 alkyl group,
  • R 4 represents a hydrogen atom, a CiC 6 alkyl group, a -C 6 - hydroxyalkyl group, a C 2 -C 6 polyhydroxyalkyl group, a dC 6 alkoxy group, a -C 6 -hydroxyalkoxy group, a group R m R lv N- ( CH 2 ) q -, in which R m and R iv independently of one another represent a hydrogen atom, a C 1 -C 6 -alkyl group, a C 1 -C 6 -hydroxyalkyl group or an aryl-C 1 -C 6 -alkyl group and q stands for a number 1, 2, 3, 4, 5 or 6, wherein the radical R 4 together with one of the radicals R 3 or R 5 can form a 5- or 6-membered aromatic ring optionally with a halogen atom, a C 1 -C 6 -alkyl group, a C 1 -C 6 -hydroxyalkyl group ,
  • Y 1 represents an oxygen atom, a sulfur atom or a group NR V ", wherein R v" stands for a hydrogen atom, an aryl group, a heteroaryl group, a -C 6 - alkyl group or a -C 6 -arylalkyl group,
  • X " is a physiologically acceptable anion
  • the agent according to the invention contains at least one of the following combinations of (A) and (B):
  • agents according to the invention which contain at least one of the combinations of (A) and (B):
  • the agents according to the invention of all the aforementioned embodiments preferably have a pH of from pH 4 to pH 7.
  • pH-adjusting agents preference is given according to the invention to acids and / or alkalizing agents.
  • acids according to the invention preferably mineral acids (such as hydrochloric acid, sulfuric acid or phosphoric acid) or edible acids (such as citric acid, tartaric acid or malic acid) are used.
  • mineral acids such as hydrochloric acid, sulfuric acid or phosphoric acid
  • edible acids such as citric acid, tartaric acid or malic acid
  • Alkaliating agents useful in the invention are preferably selected from the group consisting of ammonia, basic amino acids, alkali hydroxides, alkanolamines, alkali metal metasilicates, urea, morpholine, N-methylglucamine, imidazole, alkali phosphates, and alkali hydrogen phosphates.
  • the alkali metal ions used are preferably lithium, sodium, potassium, in particular sodium or potassium.
  • the basic amino acids which can be used as alkalizing agents according to the invention are preferably selected from the group formed from L-arginine, D-arginine, D, L-arginine, L-histidine, D-histidine, D, L-histidine, L-lysine, D-lysine, D, L-lysine, more preferably L-arginine, D-arginine, D, L-arginine used as an alkalizing agent according to the invention.
  • the alkali metal hydroxides which can be used as the alkalizing agent according to the invention are preferably selected from the group formed from sodium hydroxide and potassium hydroxide.
  • alkanolamines which can be used as alkalizing agents according to the invention are preferably selected from primary amines having a C 2 -C 6 -alkyl basic body which carries at least one hydroxyl group.
  • Particularly preferred alkanolamines are selected from the group formed from 2-aminoethan-1-ol (monoethanolamine), 3-aminopropan-1-ol, 4-aminobutan-1-ol, 5-aminopentan-1-ol, 1 -Aminopropan-2-ol, 1-aminobutan-2-ol, 1-aminopentan-2-ol, 1-aminopentan-3-ol, 1-aminopentan-4-ol, 3-amino-2-methylpropan-1-ol , 1-amino-2-methylpropan-2-ol, 3-aminopropane-1, 2-diol, 2-amino-2-methylpropane-1,3-diol.
  • alkanolamines are selected from the group consisting of 2-aminoethane-1-ol, 2-amino-2-methylpropan-1-ol and 2-amino-2-methyl-propane-1,3-diol.
  • an alkalizing agent is selected from at least one compound from the group formed from ammonia, 2-aminoethanol, 2-amino-2-methylpropan-1-ol, 2-amino-2-methyl-propane-1, 3 diol, potassium hydroxide, L-arginine, D-arginine, DL-arginine, N-methylglucamine, morpholine, imidazole and urea.
  • the compounds of component (A) according to formula I and the compounds of component (B) of formulas (II) and (III) can be stored either in separate containers or together in a container, either in a liquid to pasty preparation (aqueous or anhydrous) or as a solid, for example as a dry powder. If the components (A) and (B) are stored together in a liquid preparation, it should be substantially anhydrous to reduce a reaction of the components and have an acidic pH. If the components are stored together, it is preferred to use them as a solid, in particular in the form of a preferably multilayer molding, e.g. as a tablet. In the case of the multilayer molded bodies, the component A is incorporated in one layer and the component B in another layer, wherein between these layers is preferably a further layer as a release layer. The separating layer is free of compounds of components A and B.
  • a container contains a first composition comprising in a cosmetic carrier at least one compound of the above formula (I) and another container contains a second composition comprising in a cosmetic agent at least one compound of the above formula (II) and / or the above formula (IM).
  • the reactive components are intimately mixed with each other just prior to use.
  • a defined amount of warm (3O 0 C to 8O 0 C) water is usually added prior to application and made a homogeneous mixture.
  • the agents according to the invention result in each case from the resulting application mixtures.
  • the agent according to the invention may additionally contain at least one tanning active, which enters into the so-called Maillard reaction with the protein of the skin and visibly tans the skin.
  • the compositions according to the invention may additionally comprise dihydroxyacetone.
  • Dihydroxyacetone abbreviation: DHA, 1,3-dihydroxypropan-2-one, ketotriose, INCI reference: dihydroxyacetone, EINECS 2024945
  • DHA 1,3-dihydroxypropan-2-one
  • ketotriose INCI reference: dihydroxyacetone
  • EINECS 2024945 dihydroxyacetone
  • dihydroxyacetone is used to make skin tanning agents, usually in combination with skin care and UV protection ingredients.
  • the pigmentation mechanism is based on the reaction of an activated carbonyl group with the amino acids of the skin in the sense of a Maillrad reaction.
  • compositions of the invention may also contain erythrulose as a tanning active.
  • Erythrulose (1, 3,4-trihydroxybutan-2-one) is a chiral keto sugar derived from aldose erythrose. It is used in cosmetics because of its self-tanning properties. Erythrulose is biotechnologically produced from 1, 2,3,4-butanetetrol by the bacterium Gluconobacter oxydans and obtained for this purpose biotechnologically.
  • Erythrulose reacts with free primary or secondary amino groups in the so-called Maillrad reaction. If this reaction takes place with the amino acids of keratin in the skin, this leads to the formation of brownish polymers, the melanoids. As a result, the skin appears browned. Compared to dihydroxyacetone, the Maillard reaction with erythrulose is slower. The tanning of the skin develops later, but at the same time becomes more uniform than with dihydroxyacetone, since erythrulose can be more evenly distributed in the stratum corneum.
  • agents according to the invention contain additional tanning agents as the trigger for the Maillard reaction with the skin protein, then in a preferred amount of 0.5 to 15.0% by weight, preferably 1.0 to 10.0% by weight. %, more preferably 1, 5 to 5.0 wt .-% and in particular 1, 75 to 3 wt .-%.
  • the agents according to the invention can additionally contain, as enhancers, special substances which are known from US Pat Stimulate melanin synthesis. By stimulating melanin synthesis, in combination with the self-tanning actives, a more natural skin tan and a color more in line with the consumer's desire.
  • the agents according to the invention may contain one or more
  • Contain compound (s) from the group of hexahydroxycyclohexanes Contain compound (s) from the group of hexahydroxycyclohexanes.
  • the agents according to the invention may also contain, as enhancers, acetyl-methionyl-arginine-ethyl esters of the formula (EN-2)
  • agents according to the invention contain an additional enhancer, it is preferred, based on their weight, in an amount of from 0.02 to 10.0% by weight, preferably from 0.05 to 5.0% by weight, more preferably from 0.075 to 2.0 wt .-% and in particular from 0.1 to 1 wt .-%.
  • the agents according to the invention are preferably incorporated into an aqueous cosmetic carrier.
  • Suitable aqueous cosmetic carriers are as mentioned above, for.
  • As creams, emulsions, gels or surfactant-containing foaming solutions such.
  • a cosmetic carrier according to the invention in particular an otherwise customary carrier of agents for tanning human skin is used.
  • the agents according to the invention may be composed according to known skin treatment agents or contain these conventional ingredients. Examples of further suitable and inventively preferred ingredients are given below.
  • the agents according to the invention preferably additionally contain at least one silicone.
  • the silicones if they are present in the compositions according to the invention, preferably in amounts of from 0.05 to 5 wt .-%, preferably from 0.2 to 5 wt .-%, each based on the ready-to-use agent.
  • the silicones are preferably selected from at least one representative from the list which is formed from:
  • polyalkylsiloxanes polyarylsiloxanes, polyalkylarylsiloxanes which are volatile or non-volatile, straight chain, branched or cyclic, crosslinked or uncrosslinked;
  • grafted silicone polymers having a non-silicone-containing organic backbone consisting of an organic backbone formed from organic monomers containing no silicone to which at least one polysiloxane macromer has been grafted in the chain and optionally at least one chain end;
  • grafted polysiloxane backbone silicone polymers having grafted thereto non-silicone organic monomers having a polysiloxane backbone onto which at least one organic macromer containing no silicone has been grafted in the chain, and optionally at least at one of its ends such as the commercial product Abil B 8832 from Degussa marketed under the INCI name BisPEG / PPG-20/20 dimethicone;
  • Particularly preferred cosmetic or dermatological preparations according to the invention are characterized in that they contain at least one silicone of the formula (Si-1)
  • the inventively preferred cosmetic or dermatological preparations contain a silicone of the above formula (Si-1). These silicones are referred to as dimethicones according to the INCI nomenclature. It is in the context of the present invention as the silicone of the formula (Si-1), preferably the compounds:
  • silicones according to invention have at 2O 0 C to viscosities of 0.2 to 2 mmV 1, wherein silicones having viscosities of 0.5 to 1 mmV 1 are particularly preferred.
  • Particularly preferred agents according to the invention contain one or more amino-functional silicones.
  • Such silicones may e.g. by the formula (Si-2)
  • R is a hydrocarbon or a hydrocarbon radical having 1 to about 6 carbon atoms
  • Q is a polar radical of the general formula -R 1 HZ, wherein
  • R 1 is a divalent linking group bonded to hydrogen and the radical Z composed of carbon and hydrogen atoms, carbon, hydrogen and oxygen atoms or carbon, hydrogen and nitrogen atoms, and
  • Z is an organic, amino-functional group containing at least one amino-functional group; a assumes values in the range of about 0 to about 2, b takes values in the range of about 1 to about 3, a + b is less than or equal to 3, and c is a number in the range of about 1 to about 3, and x a number ranging from 1 to about 2,000, preferably from about 3 to about 50, and most preferably from about 3 to about 25; and y is a number ranging from about 20 to about 10,000, preferably from about 125 to about
  • M is a suitable silicone end group as known in the art, preferably trimethylsiloxy.
  • Non-limiting examples of the groups represented by R in formula (Si-2) include alkyl groups such as methyl, ethyl, propyl, isopropyl, isopropyl, butyl, isobutyl, amyl, isoamyl, hexyl, isohexyl and the like; Alkenyl radicals such as vinyl, halovinyl, alkylvinyl, allyl, haloallyl, alkylallyl; Cycloalkyl radicals such as cyclobutyl, cyclopentyl, cyclohexyl and the like; Phenyl radicals, benzyl radicals, halohydrocarbon radicals such as 3-chloropropyl, 4-bromobutyl, 3,3,3-trifluoropropyl, chlorocyclohexyl, bromophenyl, chlorophenyl and the like, and sulfur-containing radicals such as mercaptoethyl, mer
  • R 1 examples include methylene, ethylene, propylene, hexamethylene, decamethylene, - CH 2 CH (CH 3 ) CH 2 -, phenylene, naphthylene, -CH 2 CH 2 SCH 2 CH 2 -, -CH 2 CH 2 OCH 2 - , -OCH 2 CH 2 -, - OCH 2 CH 2 CH 2 -, -CH 2 CH (CH 3 ) C (O) OCH 2 -, - (CH 2 J 3 CC (O) OCH 2 CH 2 -, - C 6 H 4 C 6 H 4 -, -C 6 H 4 CH 2 C 6 H 4 -; and - (CH 2 ) 3 C (O) SCH 2 CH 2 -.
  • Z is according to formula (Si-2) an organic, amino-functional radical containing at least one functional amino group.
  • a possible formula for said Z is NH (CH 2 ) Z NH 2 , where z is an integer greater than or equal to 1.
  • Another possible formula for said Z is - NH (CH 2) Z (CH 2) currently NH wherein both z and zz are independently an integer of greater than or equal 1, wherein said structure comprises diamino-ring structures such as piperazinyl.
  • Said Z is most preferably an -NHCH 2 CH 2 NH 2 radical.
  • Z is -N (CH 2 ) Z (CH 2 ) ZZ NX 2 or -NX 2 , wherein each X of X 2 is independently selected from the group consisting of hydrogen and alkyl groups of 1 to 12 carbon atoms, and zz is O
  • Q according to formula (Si-2) is most preferably a polar amino-functional radical of formula - CH 2 CH 2 CH 2 NH 2 CH 2 CH 2 NH 2 .
  • ⁇ takes values in the range of 0 to 2
  • b takes values in the range of 2 to 3
  • a + b is less than or equal to 3
  • c is a number in the range of 1 to 3.
  • the molar ratio of the R a Q b SiO (4 a a b) / 2 units to the R 0 SiO (4 C) 2 units in formula (Si-2) is in the range of about 1: From 2 to 1: 65, preferably from about 1: 5 to about 1:65, and most preferably from about 1:15 to about 1: 20. If one or more of the above formula (Si-2) silicones are used then the various variable substituents in the above formula may be different for the various silicone components present in the silicone blend.
  • Preferred cosmetic or dermatological preparations according to the invention contain an amino-functional silicone of the formula (Si-3)
  • G is -H, a phenyl group, -OH, -O-CH 3 , -CH 3 , -O-CH 2 CH 3 , -CH 2 CH 3 , -O-CH 2 CH 2 CH 3 ,
  • a is a number between O and 3, in particular O;
  • b is a number between O and 1, in particular 1,
  • m and n are numbers whose sum (m + n) is between 1 and 2000, preferably between 50 and 150, where n is preferably values from 0 to 1999 and in particular from 49 to 149 and m preferably assumes values from 1 to 2000, in particular from 1 to 10,
  • R ' is a monovalent radical selected from -QN (R ") - CH 2 -CH 2 -N (R") 2 -QN (FT) 2 -QN + (R ") 3 A- -QN + H (R" ) 2 A “ -QN + H 2 (R") A "
  • each Q is a chemical bond, -CH 2 -, -CH 2 -CH 2 -, -CH 2 CH 2 CH 2 -, -C (CHa) 2 -, -CH 2 CH 2 CH 2 CH 2 -, -CH 2 C (CH 3 ) 2 -, -CH (CH 3 ) CH 2 CH 2 -, R "is the same or various radicals from the group -H, -phenyl, -benzyl, -CH 2 - CH (CH 3 ) Ph, the d.
  • 20 -alkyl radicals preferably -CH 3 , -CH 2 CH 3 , -CH 2 CH 2 CH 3 , -CH (CH 3 ) 2 , -CH 2 CH 2 CH 2 H 3 , -CH 2 CH (CH 3 ) 2 , -CH (CH 3 ) CH 2 CH 3 , -C (CH 3 ) 3
  • A represents an anion, which is preferably selected from chloride, bromide, iodide or methosulfate.
  • Cationic silicone oils such as the commercially available Dow Corning 929 emulsion (containing a hydroxylamino-modified silicone referred to as amodimethicone), DC 2-2078 (manufacturer Dow Corning, INCI name: Aminopropyl Phenyl Trimethicone), DC 5 are suitable according to the invention -7113 (manufacturer Dow Corning, INCI name: Silicone Quaternium 16), SM-2059 (manufacturer: General Electric), SLM-55067 (manufacturer: Wacker) and Abil ® quat 3270 and 3272 (manufacturer: Th Goldschmidt; diquatemmaschinee. Polydimethylsiloxanes, quaternium-80).
  • Particularly preferred agents according to the invention are characterized in that they contain at least one amino-functional silicone of the formula (Si 3-a)
  • silicones are referred to as trimethylsilylamodimethicones according to the INCI declaration and are available, for example, under the name Q2-7224 (manufacturer: Dow Corning, a stabilized trimethylsilylamodimethicone).
  • compositions according to the invention which contain at least one amino-functional silicone of the formula (Si-3b)
  • R is -OH, a (optionally ethoxylated and / or propoxylated) (Ci to C 20 ) -
  • R ' is -OH, a (C 1 to C 20 ) alkoxy group or a -CH 3 group and m, n1 and n2 are numbers whose sum (m + n1 + n2) is between 1 and 2,000, preferably between 50 and Is 150, wherein the sum (n1 + n2) is preferably 0 to 1999 and more preferably 49 to 149, and m is preferably values of
  • silicones are according to the INCI declaration as Amodimethicone, or as functionalized Amodimethicone, such as bis (C13-15 alkoxy) PG Amodimethicone (for example, as a commercial product: DC 8500 from Dow Corning available), trideceth-9 PG-amodimethicones (for example as a commercial product Silcare Silicone SEA available from Clariant).
  • Amodimethicone or as functionalized Amodimethicone, such as bis (C13-15 alkoxy) PG Amodimethicone (for example, as a commercial product: DC 8500 from Dow Corning available), trideceth-9 PG-amodimethicones (for example as a commercial product Silcare Silicone SEA available from Clariant).
  • amino-functional silicones preference is given to cosmetic or dermatological preparations according to the invention which contain an amino-functional silicone whose amine number is above 0.25 meq / g, preferably above 0.3 meq / g and in particular above 0.4 meq / g is.
  • the amine number stands for the milliequivalents of amine per gram of the amino-functional silicone. It can be determined by titration and also expressed in mg KOH / g.
  • Cosmetic or dermatological preparations preferred according to the invention are characterized characterized in that, based on their weight, 0.01 to 10 wt.%, Preferably 0.1 to 8 wt.%, Particularly preferably 0.25 to 7.5 wt.% And in particular 0.5 to 5 wt. % amino-functional silicone (s).
  • cyclic dimethicones designated as cyclomethicones according to INCI can also be used with preference in accordance with the invention.
  • cosmetic or dermatological preparations according to the invention are preferred which contain at least one silicone of the formula (Si-4)
  • x is a number from 0 to 200, preferably from 0 to 10, more preferably from 0 to 7 and in particular 0, 1, 2, 3, 4, 5 or 6 stands.
  • the silicones described above have a backbone composed of -Si-O-Si units.
  • these Si-O-Si units may also be interrupted by carbon chains.
  • Appropriate molecules are accessible by chain extension reactions and are preferably used in the form of silicone-in-water emulsions.
  • silicone-in-water emulsions which can be used according to the invention can be prepared by known processes, as disclosed, for example, in US Pat. No. 5,998,537 and EP 0 874 017 A1.
  • this method of preparation comprises the emulsifying mixture of components, one of which contains at least one polysiloxane, the other of which contains at least one organosilicone material which reacts with the polysiloxane in a chain extension reaction, with at least one metal ion-containing catalyst for the chain extension reaction, at least one surfactant and water present are.
  • the chain extension reaction may also include the reaction of an Si-OH group (e.g., a hydroxy-terminated polysiloxane) with an alkoxy group (e.g., alkoxysilanes, silicates, or alkoxysiloxanes) in the presence of a metal-containing catalyst to form polysiloxanes.
  • an Si-OH group e.g., a hydroxy-terminated polysiloxane
  • an alkoxy group e.g., alkoxysilanes, silicates, or alkoxysiloxanes
  • the polysiloxanes used in the chain extension reaction comprise a substantially linear polymer of the following structure:
  • each R independently represents a hydrocarbon radical having up to 20 carbon atoms, preferably having 1 to 6 carbon atoms, such as an alkyl group (for example, methyl, ethyl, propyl or butyl), an aryl group (for example, phenyl), or group required for the chain extension reaction ("reactive group", for example Si-bonded H atoms, aliphatically unsaturated groups such as vinyl, allyl or hexenyl, hydroxy, alkoxy, such as methoxy, ethoxy or propoxy, alkoxy-alkoxy, acetoxy, amino, etc.), with the proviso that on average one to two reactive groups are present per polymer, n is a positive number> 1.
  • n is numbers describing polysiloxanes having viscosities between 1 and 1,000,000 mm 2 / s, more preferably viscosities between 1,000 and 100,000 mm 2 / s.
  • the polysiloxanes may be branched to a low degree (for example, ⁇ 2 mol% of the siloxane units), but the polymers are substantially linear, more preferably fully linear.
  • the substituents R may in turn be substituted, for example with N-containing groups (for example amino groups), epoxy groups, S-containing groups, Si-containing groups, O-containing groups, etc.
  • N-containing groups for example amino groups
  • epoxy groups for example amino groups
  • S-containing groups for example amino groups
  • Si-containing groups for example O-containing groups
  • O-containing groups etc.
  • at least 80% of the radicals R are alkyl radicals, especially preferably methyl groups.
  • the organosilicone material that reacts with the polysiloxane in the chain extension reaction may be either a second polysiloxane or a molecule that acts as a chain extender.
  • the organosilicone material is a polysiloxane, it has the above-mentioned general structure. In these cases, one polysiloxane in the reaction has (at least) one reactive group, and a second polysiloxane has (at least) a second reactive group that reacts with the first.
  • the organosilicone material comprises a chain extension agent
  • this may be a material such as a silane, a siloxane (for example, disiloxanes or trisiloxane) or a silazane.
  • a composition comprising a polysiloxane according to the general structure described above having at least one Si-OH group can be chain extended by reacting with an alkoxysilane (for example, a dialkoxysilane or trialkoxysilane) in the presence of tin or titanium-containing catalysts is reacted.
  • an alkoxysilane for example, a dialkoxysilane or trialkoxysilane
  • the metal-containing catalysts in the chain extension reaction are usually specific for a particular reaction.
  • Such catalysts are known in the art and include, for example, metals such as platinum, rhodium, tin, titanium, copper, lead, etc.
  • a polysiloxane having at least one aliphatically unsaturated group, preferably an end group is reacted with an organosilicone material
  • a hydrosilylation catalyst which is a siloxane or polysiloxane having at least one (preferably terminal) Si-H group.
  • the polysiloxane has at least one aliphatically unsaturated group and satisfies the general formula given above in which R and n are as defined above, with an average of between 1 and 2 groups R having one aliphatically unsaturated group per polymer.
  • the organosilicone material having at least one Si-H group preferably has the above-mentioned structure, wherein R and n are as defined above and wherein, on average, between 1 and 2 groups R is hydrogen and n is 0 or a positive integer.
  • This material may be a polymer or a low molecular weight material such as a siloxane (for example, a disiloxane or a trisiloxane).
  • a siloxane for example, a disiloxane or a trisiloxane
  • the polysiloxane having at least one aliphatic unsaturated group and the organosilicone material having at least one Si-H group react in the presence of a hydrosilylation catalyst.
  • a hydrosilylation catalyst include, for example, platinum and rhodium-containing materials.
  • the catalysts may take any known form, for example platinum or rhodium coated on support materials (such as silica gel or activated carbon) or other suitable compounds such as platinum chloride, salts of platinum or chloroplatinic acids.
  • Chloroplatinic acid either as a commercially available hexahydrate or in anhydrous form is a preferred catalyst because of good dispersibility in organosilicone systems and low color change.
  • a polysiloxane having at least a Si-OH group, preferably an end group reacted with an organosilicone material having at least one alkoxy group, preferably a siloxane having at least one Si-OR group or an alkoxysilane having at least two alkoxy groups.
  • the catalyst used is again a metal-containing catalyst.
  • organometallic compounds such as organotin salts, tolates or titanium chelates or complexes.
  • organometallic compounds such as organotin salts, tolates or titanium chelates or complexes.
  • organometallic compounds such as organotin salts, tolates or titanium chelates or complexes.
  • organometallic compounds such as organotin salts, tolates or titanium chelates or complexes.
  • organometallic compounds such as organotin salts, tolates or titanium chelates or complexes.
  • organometallic compounds such as organotin salts, tolates or titanium chelates or complexes.
  • organometallic compounds such as organotin salts, tolates or titanium chelates or complexes.
  • organometallic compounds such as organotin salts, tolates or titanium chelates or complexes.
  • organometallic compounds such as organotin salts, tolates or titanium chelates
  • Agents which are likewise preferred according to the invention are characterized in that they contain at least one silicone of the formula (Si-5)
  • R is identical or different radicals from the group -H, -phenyl, -benzyl, -CH 2 -CH (CH 3 ) Ph, the Ci -20- alkyl radicals, preferably -CH 3 , -CH 2 CH 3 , -CH 2 CH 2 CH 3 , -CH (CH 3 ) 2 , -CH 2 CH 2 CH 2 H 3 , -CH 2 CH (CH 3 ) 2 , -CH (CH 3 ) CH 2 CH 3 , -C (CH 3 J 3) , x or y is a number from 0 to 200, preferably from 0 to 10, more preferably from 0 to 7 and in particular 0, 1, 2, 3, 4, 5 or 6, and n is a number from 0 to 10, preferably from 1 to 8 and in particular from 2, 3, 4, 5, 6.
  • the silicones are preferably water-soluble. According to preferred means of the embodiment with a silicone are characterized in that the silicone is water-soluble.
  • Corresponding hydrophilic silicones are selected, for example, from the compounds of the formulas (Si-6) and / or (Si-7).
  • Particularly preferred water-soluble silicone-based surfactants are selected from the group of dimethicone copolyols which are preferably alkoxylated, in particular polyethoxylated or polypropoxylated.
  • Dimethicone copolyols are understood according to the invention as meaning preferably polyoxyalkylene-modified dimethylpolysiloxanes of the general formulas (Si-6) or (Si-7):
  • Alkoxy group having 1 to 12 carbon atoms or a hydroxyl group the radicals R 'and R "are alkyl groups having 1 to 12 carbon atoms
  • x is an integer from 1 to 100, preferably from 20 to 30
  • y is a integer from 1 to 20, preferably from 2 to 10
  • a and b are integers from 0 to 50, preferably from 10 to 30.
  • dimethicone copolyols according to the invention are, for example, the products sold commercially under the trade name SILWET (Union Carbide Corporation) and DOW CORNING (Dow).
  • Dimethicone copolyols particularly preferred according to the invention are Dow Corning 190 and Dow Corning 193 (Dow).
  • surfactants is understood as meaning surface-active substances which form adsorption layers on the upper and boundary surfaces or which can aggregate in volume phases to give micelle colloids or lyotropic mesophases.
  • anionic surfactants consisting of a hydrophobic group and a negatively charged hydrophilic head group
  • amphoteric surfactants which carry both a negative and a compensating positive charge
  • cationic surfactants which in addition to a hydrophobic group having a positively charged hydrophilic group
  • nonionic surfactants which have no charges but strong dipole moments and are highly hydrated in aqueous solution.
  • Suitable anionic surfactants (E1) in preparations according to the invention are all anionic surfactants suitable for use on the human body. These are characterized by a water-solubilizing, anionic group such as. As a carboxylate, sulfate, sulfonate or phosphate group and a lipophilic alkyl group having about 8 to 30 carbon atoms. In addition, glycol or polyglycol ether groups, ester, ether and amide groups and hydroxyl groups may be present in the molecule.
  • anionic surfactants are, in each case in the form of the sodium, potassium and ammonium as well as the mono-, di- and trialkanolammonium salts having 2 to 4 C atoms in the alkanol group, linear and branched fatty acids having 8 to 30 C atoms (Soap),
  • Ethercarbon Acid the formula RO- (CH2-CH2 ⁇ ) ⁇ -CH2-COOH, in which R is a linear
  • Alkyl group having 8 to 30 C atoms and x 0 or 1 to 16,
  • Sulfosuccinic acid mono-alkyl polyoxyethyl esters having 8 to 24 carbon atoms in the alkyl group and 1 to 6 oxyethyl groups, linear alkanesulfonates having 8 to 24 carbon atoms, linear alpha-olefin sulfonates having 8 to 24 carbon atoms,
  • Alpha-sulfofatty acid methyl esters of fatty acids having 8 to 30 carbon atoms, - alkyl sulfates and Alkylpolyglykolethersulfate of the formula RO (CH 2 -CH 2 O) X -OSO 3 H, in which R is a preferably linear alkyl group having 8 to 30 carbon atoms and x 0 or 1 to 12, sulfated hydroxyalkylpolyethylene and / or hydroxyalkylene-propylene glycol ethers
  • R 1 is preferably an aliphatic hydrocarbon radical having 8 to 30 carbon atoms atoms
  • R 2 is hydrogen, a radical (CH 2 CH 2 O) n R 2 or X
  • n is from 1 to 10
  • X is hydrogen, an alkali or alkaline earth metal or NR 3 R 4 R 5 R 6 , with R 3 to R 6 independently of one another represent hydrogen or a C 1 to C 4 hydrocarbon radical
  • R 7 CO (Al k O) n SO 3 M (E1-II) in the R 7 CO- is a linear or branched, aliphatic, saturated and / or unsaturated acyl radical having 6 to 22 C atoms
  • Alk is CH 2 CH 2 , CHCH 3 CH 2 and / or CH 2 CHCH 3
  • n is 0 , 5 to 5 and M is a cation, monoglyceride sulfates
  • Typical examples of monoglyceride (ether) sulfates suitable for the purposes of the invention are the reaction products of lauric acid monoglyceride, coconut fatty acid monoglyceride, palmitic acid monoglyceride, stearic acid monoglyceride, oleic acid monoglyceride and tallow fatty acid monoglyceride and their ethylene oxide adducts with sulfur trioxide or chlorosulfonic acid in the form of their sodium salts.
  • monoglyceride sulfates of the formula (E1-III) are used in which R 8 CO is a linear acyl radical having 8 to 18 carbon atoms, amide-ether carboxylic acids,
  • Preferred anionic surfactants are alkyl sulfates, alkyl polyglycol ether sulfates and ether carboxylic acids having 10 to 18 C atoms in the alkyl group and up to 12 glycol ether groups in the molecule, sulfosuccinic acid mono- and dialkyl esters having 8 to 18 C atoms in the alkyl group and sulfosuccinic acid monoalkylpolyoxyethylester with 8 to 18 carbon atoms in the alkyl group and 1 to 6 oxyethyl groups, Monoglycerdisulfate, alkyl and Alkenyletherphosphate and Eiweissfettkladensate.
  • Zwitterionic surfactants are those surface-active compounds which carry at least one quaternary ammonium group and at least one -COO () or -SO 3 ' " ' group in the molecule.
  • Alkyl-N, N-dimethylammonium glycinates for example, the cocoalkyl-di-methylammoniumglycinat, N-acyl-aminopropyl-N, N-dimethylammoniumglycinate, for example Kokosacylaminopropyl-dimethylammoniumglycinat, and 2-alkyl-3-carboxymethyl-3-hydroxyethyl-imidazoline
  • the preferred zwitterionic surfactant is the fatty acid amide derivative known by the INCI name cocamidopropyl betaine.
  • Ampholytic surfactants (E3) are understood as meaning those surface-active compounds which contain, in addition to a C 8 -C 24 -alkyl or -acyl group, at least one free amino group and at least one -COOH or -SO 3 H group in the molecule and for forming internal Salts are capable.
  • ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each having about 8 to 24 C Atoms in the alkyl group.
  • Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and the C 2 - C 8 - sarcosine.
  • Nonionic surfactants (E4) contain as hydrophilic group e.g. a polyol group, a polyalkylene glycol ether group, or a combination of polyol and polyglycol ether groups. Such compounds are, for example
  • Atoms and alkylphenols having 8 to 15 carbon atoms in the alkyl group such as the available under the sales names Dehydol ® LS, Dehydol ® LT (Cognis) types, C 2 -C 30 fatty acid mono- and diesters of addition products of 1 to 30 moles of ethylene oxide with glycerol,
  • R 1 CO is a linear or branched, saturated and / or unsaturated acyl radical having 6 to 22 carbon atoms
  • R 2 is hydrogen or methyl
  • R 3 is a linear or branched alkyl radical having 1 to 4 carbon atoms and w is a number from 1 to 20 stands,
  • R 4 is an alkyl or alkenyl radical having 4 to 22 carbon atoms
  • G is a sugar radical having 5 or 6 carbon atoms
  • p is a number from 1 to 10. They can be obtained by the relevant methods of preparative organic chemistry.
  • the alkyl and alkenyl oligoglycosides can be derived from aldoses or ketoses with 5 or 6 carbon atoms, preferably glucose.
  • the preferred alkyl and / or alkenyl oligoglycosides are thus alkyl and / or alkenyl oligoglucosides.
  • alkyl and / or alkenyl oligoglycosides whose degree of oligomerization is less than 1.7 and in particular between 1.2 and 1.4 are preferred.
  • the alkyl or alkenyl radical R 4 can be derived from primary alcohols having 4 to 11, preferably 8 to 10 carbon atoms. Typical examples are butanol, caproic alcohol, caprylic alcohol, capric alcohol and undecyl alcohol and their technical mixtures, as used, for example, in the hydrogenation of technical niche fatty acid methyl esters or in the course of the hydrogenation of aldehydes from the Roelen oxo synthesis can be obtained.
  • the alkyl or alkenyl radical R 15 can also be derived from primary alcohols having 12 to 22, preferably 12 to 14 carbon atoms.
  • Typical examples are lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol, brassidyl alcohol, and technical mixtures thereof which can be obtained as described above.
  • R 5 is CO for an aliphatic acyl radical having 6 to 22 carbon atoms
  • R 6 is hydrogen, an alkyl or hydroxyalkyl radical having 1 to 4 carbon atoms
  • [Z] is a linear or branched polyhydroxyalkyl radical having 3 to 12 carbon atoms and 3 to 10 hydroxyl groups stands.
  • the fatty acid N-alkyl polyhydroxyalkylamides are known substances which are usually obtained by reductive amination of a reducing sugar with ammonia, an alkylamine or an alkanolamine and subsequent acylation with a fatty acid, a fatty acid alkyl ester or a fatty acid chloride.
  • the fatty acid N-alkylpolyhydroxyalkylamides are derived from reducing sugars having 5 or 6 carbon atoms, especially glucose.
  • the preferred fatty acid N-alkylpolyhydroxyalkylamides are therefore fatty acid N-alkylglucamides, as represented by the formula (E4-IV):
  • the fatty acid N-alkylpolyhydroxyalkylamides used are preferably glucamides of the formula (E4-IV) in which R 8 is hydrogen or an alkyl group and R 7 is CO for the acyl radical of caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmitic acid, Stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, arachidic acid, gadoleic acid, behenic acid or Erucic acid or derer technical mixtures.
  • R 8 is hydrogen or an alkyl group
  • R 7 is CO for the acyl radical of caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmitic acid, Stearic acid, isostearic acid, oleic acid, elaidic acid, petroselini
  • fatty acid N-alkylglucamides of the formula (E4-IV) which are obtained by reductive amination of glucose with methylamine and subsequent acylation with lauric acid or C12 / 14 coconut fatty acid or a corresponding derivative.
  • the polyhydroxyalkylamides can also be derived from maltose and palatinose.
  • the preferred nonionic surfactants are the alkylene oxide addition products of saturated linear fatty alcohols and fatty acids having in each case 2 to 30 moles of ethylene oxide per mole of fatty alcohol or fatty acid. Preparations having excellent properties are also obtained if they contain fatty acid esters of ethoxylated glycerol as nonionic surfactants.
  • the alkyl radical R contains 6 to 22 carbon atoms and may be both linear and branched. Preference is given to primary linear and methyl-branched in the 2-position aliphatic radicals.
  • Such alkyl radicals are, for example, 1-octyl, 1-decyl, 1-lauryl, 1-myristyl, 1-cetyl and 1-stearyl. Particularly preferred are 1-octyl, 1-decyl, 1-lauryl, 1-myristyl.
  • oxo-alcohols When so-called "oxo-alcohols" are used as starting materials, compounds with an odd number of carbon atoms in the alkyl chain predominate.
  • nonionic surfactants are the sugar surfactants. These may preferably be contained in the agents used according to the invention in amounts of from 0.1 to 20% by weight, based on the total agent. Amounts of 0.5 to 15 wt .-% are preferred, and very particularly preferred amounts of 0.5 to 7.5 wt.%.
  • the compounds used as surfactant with alkyl groups may each be uniform substances. However, it is usually preferred to start from the production of these substances from native plant or animal raw materials, so as to obtain substance mixtures with different, depending on the particular raw material alkyl chain lengths.
  • both products with a "normal” homolog distribution and those with a narrow homolog distribution can be used.
  • "normal” homolog distribution are meant mixtures of homologues which are used in the reaction of fatty alcohol and alkylene oxide using alkali metals, alkali metal hydroxides or alkali metal alcoholates Catalysts receives. Narrowed homolog distributions are obtained when, for example, hydrotalcites, alkaline earth metal salts of ether carboxylic acids, alkaline earth metal oxides, hydroxides or alcoholates are used as catalysts. The use of products with narrow homolog distribution may be preferred.
  • Cationic surfactants of the type of the quaternary ammonium compounds, the esterquats and the amidoamines can be used according to the invention.
  • Preferred quaternary ammonium compounds are ammonium halides, in particular chlorides and bromides, such as alkyltrimethylammonium chlorides, dialkyldimethylammonium chlorides and trialkyl methylammonium chlorides, eg.
  • cetyltrimethylammonium chloride stearyltrimethylammonium chloride, distearyldimethylammonium chloride, lauryldimethylammonium chloride, lauryldimethylbenzylammonium chloride and tricetylmethylammonium chloride, as well as the imidazolium compounds known under the INCI names Quaternium-27 and Quaternium-83.
  • the long alkyl chains of the above-mentioned surfactants preferably have 10 to 18 carbon atoms.
  • QAV QAV with behenyl radicals, in particular those known as behentrimonium chloride or bromide (docosanyltrimethylammonium chloride or bromide).
  • Other preferred QAV's have at least two behenyl residues, with QAV being particularly preferred, which are two behenyl residues on an imidazolinium backbone.
  • these substances for example, under the names Genamin ® KDMP (Clariant) and Crodazosoft ® DBQ (Crodauza) are.
  • Esterquats are known substances which contain both at least one ester function and at least one quaternary ammonium group as a structural element.
  • Preferred esterquats are quaternized ester salts of fatty acids with triethanolamine, quaternized ester salts of fatty acids with diethanolalkylamines and quaternized ester salts of fatty acids with 1,2-dihydroxypropyldialkylamines.
  • Such products are marketed under the trade names Stepantex® ®, ® and Dehyquart® Armocare® ®.
  • the alkylamidoamines are usually prepared by amidation of natural or synthetic fatty acids and fatty acid cuts with dialkylaminoamines.
  • An inventively particularly suitable compound from this group of substances under the name Tegoamid ® S 18 commercial stearamidopropyl dimethylamine is.
  • the compositions according to the invention contain preferred amounts of from 0.05 to 10% by weight, based on the composition. Amounts of 0.1 to 5 wt .-% are particularly preferred.
  • Anionic, nonionic, zwitterionic and / or amphoteric surfactants and mixtures thereof may be preferred according to the invention.
  • agents according to the invention are preferred which, based on their weight, contain 0.5 to 50% by weight, preferably 1 to 40% by weight and in particular 5 to 25% by weight of anionic (s) and / or nonionic (s ) and / or cationic and / or amphoteric surfactant (s).
  • compositions of the invention are vitamins, provitamins or vitamin precursors. These are described below:
  • vitamin A includes retinol (vitamin A 1 ) and 3,4-didehydroretinol (vitamin A 2 ).
  • the ß-carotene is the provitamin of retinol.
  • vitamin A component according to the invention for example, vitamin A acid and its esters, vitamin A aldehyde and vitamin A alcohol and its esters such as the palmitate and the acetate into consideration.
  • the agents according to the invention preferably contain the vitamin A component in amounts of 0.05-1% by weight, based on the total preparation.
  • the vitamin B group or the vitamin B complex include vitamin B 1 (thiamine) vitamin B 2 (riboflavin)
  • Vitamin B 3 the compounds nicotinic acid and nicotinamide (niacinamide) are often performed.
  • Preferred according to the invention is the nicotinic acid amide which is contained in the agents used according to the invention preferably in amounts of from 0.05 to 1% by weight, based on the total agent.
  • Vitamin B 5 pantothenic acid, panthenol and pantolactone. Panthenol and / or pantolactone are preferably used in the context of this group.
  • Derivatives of panthenol which can be used according to the invention are, in particular, the esters and ethers of panthenol and also cationically derivatized panthenols. Individual representatives are, for example, the panthenol triacetate, the panthenol monoethyl ether and its monoacetate and also the cationic panthenol derivatives disclosed in WO 92/13829.
  • the said compounds of the vitamin B 5 type are preferably contained in the agents according to the invention in amounts of 0.05-10% by weight, based on the total agent. Amounts of 0.1-5 wt .-% are particularly preferred.
  • Vitamin B 6 pyridoxine and pyridoxamine and pyridoxal).
  • Vitamin C (ascorbic acid). Vitamin C is used in the agents according to the invention preferably in amounts of 0.1 to 3 wt .-%, based on the total agent. Use in the form of palmitic acid ester, glucosides or phosphates may be preferred. The use in combination with tocopherols may also be preferred.
  • Vitamin E tocopherols, especially ⁇ -tocopherol.
  • Tocopherol and its derivatives which include in particular the esters such as the acetate, the nicotinate, the phosphate and the succinate, are preferably present in the agents according to the invention in amounts of 0.05-1% by weight, based on the total agent.
  • Vitamin F is usually understood as meaning essential fatty acids, in particular linoleic acid, linolenic acid and arachidonic acid.
  • Vitamin H is the compound (3aS, 4S, 6aR) -2-oxohexahydrothienol [3,4-c /] -imidazole-4-valeric acid, for which, however, the trivial name biotin has meanwhile prevailed. Biotin is preferred in the inventive compositions in amounts of
  • agents according to the invention containing vitamins, pro-vitamins and vitamin precursors, which are assigned to groups A, B, C, E, F and H, are preferred, preferred compositions containing said compounds in amounts of from 0.1 to 5% by weight. %, preferably from 0.25 to 4 wt .-% and in particular from 0.5 to 2.5 wt .-%, each based on the total agent.
  • the agents according to the invention may additionally contain emulsifiers.
  • Emulsifiers effect at the phase interface the formation of water- or oil-stable adsorption layers, which protect the dispersed droplets against coalescence and thus stabilize the emulsion.
  • Emulsifiers are therefore constructed like surfactants from a hydrophobic and a hydrophilic part of the molecule. Hydrophilic emulsifiers preferably form O / W emulsions and hydrophobic emulsifiers preferably form W / O emulsions.
  • An emulsion is to be understood as meaning a droplet-like distribution (dispersion) of a liquid in another liquid under the expense of energy in order to create stabilizing phase interfaces by means of surfactants.
  • the selection of these emulsifying surfactants or emulsifiers depends on the substances to be dispersed and the respective outer phase and the fineness of the emulsion.
  • Emulsifiers which can be used according to the invention are, for example Addition products of 4 to 30 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide to linear fatty alcohols having 8 to 22 carbon atoms, to fatty acids having 12 to 22 carbon atoms and to alkylphenols having 8 to 15 carbon atoms in the alkyl group,
  • Glucosides mixtures of alkyl (oligo) and fatty alcohols for example, the commercially available product ® Montanov 68,
  • Sterols are understood to mean a group of steroids which have a hydroxyl group on C-atom 3 of the steroid skeleton and are isolated both from animal tissue (zoosterols) and from vegetable fats (phytosterols). Examples of zoosterols are cholesterol and lanosterol. Examples of suitable phytosterols are ergosterol, stigmasterol and sitosterol. Mushrooms and yeasts are also used to isolate sterols, the so-called mycosterols.
  • glucose phospholipids e.g. as lecithins or phosphatidylcholines from e.g. Egg yolk or plant seeds (e.g., soybeans) are understood.
  • Fatty acid esters of sugars and sugar alcohols such as sorbitol
  • Polyglycerols and polyglycerol derivatives such as polyglycerol poly-12-hy- droxystearat (Dehymuls ® PGPH commercial product)
  • Linear and branched fatty acids with 8 to 30 C atoms and their Na, K, ammonium, Ca, Mg and Zn salts.
  • the agents according to the invention preferably contain the additional emulsifiers in amounts of from 0.1 to 25% by weight, in particular from 0.5 to 15% by weight, based on the total agent.
  • compositions according to the invention may preferably contain at least one nonionogenic emulsifier having an HLB value of 8 to 18.
  • Nonionic emulsifiers with an HLB value of 10 to 15 may be particularly preferred according to the invention.
  • polymers are included in the inventive compositions. In a preferred embodiment, therefore, polymers are added to the compositions used according to the invention, both cationic, anionic, amphoteric and nonionic polymers having proven effective.
  • Cationic or amphoteric polymers are preferably usable according to the invention.
  • Cationic or amphoteric polymers are to be understood as meaning polymers which have a group in the main and / or side chain which may be “temporary” or “permanent” cationic.
  • "permanently cationic” refers to those polymers which have a cationic group, irrespective of the pH of the agent. These are usually polymers containing a quaternary nitrogen atom, for example in the form of an ammonium group.
  • Preferred cationic groups are quaternary ammonium groups.
  • those polymers in which the quaternary ammonium group is bonded via a C 1-4 hydrocarbon group to a polymer main chain constructed from acrylic acid, methacrylic acid or derivatives thereof have proven to be particularly suitable.
  • R 1 -H or -CH 3
  • R 2 , R 3 and R 4 are independently selected from C 1-4 -alkyl, -alkenyl or -hydroxyalkyl groups
  • m 1, 2, 3 or 4
  • n is a natural number
  • X is a physiologically acceptable organic or inorganic anion
  • copolymers consisting essentially of the monomer units listed in formula (G1-I) and nonionic monomer units are particularly preferred cationic polymers preferably, for which at least one of the following conditions applies:
  • R 1 is a methyl group
  • R 2 , R 3 and R 4 are methyl groups m has the value 2.
  • Suitable physiologically tolerated counterions X " are, for example, halide ions, sulfate ions, phosphate ions, methosulfate ions and organic ions such as lactate, citrate, tartrate and acetate ions, preference being given to halide ions, in particular chloride.
  • a particularly suitable homopolymer is the, if desired crosslinked, poly (methacryloyloxyethyltrimethylammonium chloride) with the INCI name
  • polyquaternium-37 Such products are available, for example under the names Rheocare ® CTH (Cosmetic Rheologies) and Synthalen® ® CR (Ethnichem) in trade.
  • the crosslinking can be carried out with the aid of poly olefinically unsaturated compounds, for example divinylbenzene, tetraallyloxyethane, methylenebisacrylamide, diallyl ether, polyallylpolyglyceryl ethers, or allyl ethers of sugars or sugar derivatives such as erythritol, pentaerythritol, arabitol, mannitol, sorbitol, sucrose or glucose.
  • Methylenebisacrylamide is a preferred crosslinking agent.
  • the homopolymer is preferably used in the form of a nonaqueous polymer dispersion which should not have a polymer content of less than 30% by weight.
  • Such polymer dispersions are (under the names Salcare ® SC 95 about 50% polymer content, additional components: mineral oil (INCI name: Mineral Oil) and tridecyl-polyoxypropylene-polyoxyethylene-ether (INCI name: PPG-1 trideceth-6) ) and Salcare ® SC 96 (about 50% polymer content, additional components: mixture of diesters of propylene glycol with a mixture of caprylic and capric acid (INCI name: propylene glycol Dicaprylate / Dicaprate) and tridecyl polyoxypropylene-polyoxyethylene-ether (INCI Designation: PPG-1-trideceth-6)) are commercially available.
  • Copolymers with monomer units of the formula (G1-I) as the non-ionic monomer preferably acrylamide, methacrylamide, acrylic acid and methacrylic acid alkyl esters Ci- 4-C- ⁇ - 4 -alkyl.
  • the acrylamide is particularly preferred.
  • These copolymers can also be crosslinked, as described above in the case of the homopolymers.
  • a copolymer preferred according to the invention is the crosslinked acrylamide-methacryloyloxyethyltrimethylammonium chloride copolymer.
  • Such copolymers in which the monomers are present in a weight ratio of about 20:80, are commercially available as approximately 50% non-aqueous polymer dispersion 92 under the name Salcare ® SC.
  • cationic polymers are, for example quaternized CeIIu lose-derivatives, such as are available under the names Celquat ® and Polymer JR ® commercially.
  • the compounds Celquat ® H 100, Celquat ® L 200 and Polymer JR ® 400 are preferred quaternized cellulose derivatives, cationic alkyl polyglycosides according to DE-PS 44 13 686, cationized honey, for example the commercial product Honeyquat ® 50, cationic guar derivatives, such as in particular the products sold under the trade name Cosmedia guar ® and Jaguar ® products, polymeric dimethyldiallylammonium salts and their copolymers with esters and amides of acrylic acid and methacrylic acid.
  • Such compounds are sold under the names Gafquat ® 734 and Gafquat ® 755 commercially,
  • Vinylpyrrolidone-vinyl imidazolium copolymers such as those offered under the names Luviquat ® FC 370, FC 550, FC 905 and HM 552, quaternized polyvinyl alcohol, as well as by the names of Polyquaternium 2, Polyquaternium 17, Polyquaternium 18 and Polyquaternium 27, having quaternary Nitrogen atoms in the polymer backbone.
  • Can be used as cationic polymers are sold under the names Polyquaternium-24 (commercial product z. B. Quatrisoft ® LM 200), known polymers.
  • Gaffix ® VC 713 manufactured by ISP:
  • the copolymers of vinylpyrrolidone such as the commercial products Copolymer 845 (ISP manufacturer) are Gafquat ® ASCP 1011, Gafquat ® HS 110, Luviquat ® 8155 and Luviquat ® MS 370 available are.
  • cationic polymers which can be used in the agents according to the invention are the so-called "temporary cationic" polymers. These polymers usually contain an amino group which, at certain pH values, is present as quaternary ammonium group and thus cationic.
  • temporary cationic polymers usually contain an amino group which, at certain pH values, is present as quaternary ammonium group and thus cationic.
  • chitosan and its derivatives are preferred as Hydagen CMF ®, Hydagen HCMF ®, Kytamer ® PC and Chitolam ® NB / 101 are freely available commercially, for example under the trade names.
  • preferred cationic polymers are cationic cellulose derivatives and chitosan and its derivatives, in particular the commercial products Polymer ® JR 400, Hydagen ® HCMF and Kytamer ® PC, cationic guar derivatives, cationic honey derivatives, in particular the commercial product Honeyquat ® 50, cationic Alkylpolyglycodside according to DE-PS 44 13 686 and polymers of the type Polyquaternium-37.
  • cationized protein hydrolysates are to be counted among the cationic polymers, wherein the underlying protein hydrolyzate from the animal, for example from collagen, milk or keratin, from the plant, for example from wheat, corn, rice, potatoes, soy or almonds, marine life forms, for example from fish collagen or algae, or biotechnologically derived protein hydrolysates.
  • the protein hydrolyzates on which the cationic derivatives according to the invention are based can be obtained from the corresponding proteins by chemical, in particular alkaline or acid hydrolysis, by enzymatic hydrolysis and / or a combination of both types of hydrolysis.
  • cationic protein hydrolyzates are to be understood as meaning quaternized amino acids and mixtures thereof.
  • the quaternization of the protein hydrolyzates or amino acids is often carried out using quaternary ammonium salts such as N, N-dimethyl-N- (n-alkyl) -N- (2-hydroxy-3-chloro-n-propyl) ammonium halides.
  • the cationic protein hydrolysates may also be further derivatized.
  • the cationic protein hydrolysates and derivatives according to the invention those mentioned under the INCI names in the "International Cosmetic Ingredient Dictionary and Handbook", (seventh edition 1997, The Cosmetic, Toiletry, and Fragrance Association 1101 17 th Street, NW, Suite 300 Cocodimium Hydroxypropyl Hydrolyzed Collagen, Cocodimopnium Hydroxypropyl Hydrolyzed Casein, Cocodimonium Hydroxypropyl Hydrolyzed Collagen, Cocodimonium Hydroxypropyl Hydrolyzed Hair Keratin, Cocodimonium Hydroxypropyl Hydrolyzed Keratin, Cocodimonium Hydroxypropyl Hydrolyzed Rice Protein, Cocodimonium Hydroxypropyl Hydrolyzed Soy Protein, Cocodimonium Hydroxypropyl Hydrolyzed Wheat Protein, Hydroxypropyl Arginine Lauryl / Myristyl Ether HCl, Hydroxyprop
  • the agents according to the invention can also contain amphoteric polymers. These additionally have at least one negatively charged group in the molecule and are also referred to as zwitterionic polymers. In the context of the present invention, preferably usable zwitterionic polymers are composed essentially together
  • R 1 -CH CR 2 -CO-Z- (C n H 2n ) -N ( + ) R 3 R 4 R 5 A ⁇ ( Z ⁇ ')
  • R 1 and R 2 independently of one another represent hydrogen or a methyl group and R °, R and R independently represent alkyl groups having 1 to 4 carbon atoms, Z is an NH group or an oxygen atom, n is an integer from 2 to 5 and A "is the anion of an organic or inorganic acid
  • Suitable starting monomers are, for. Dimethylaminoethylacrylamide, dimethylaminoethylmethacrylamide, dimethylaminopropylacrylamide, dimethylamino-propylmethacrylamide and diethylaminoethylacrylamide when Z is an NH group or dimethylaminoethyl acrylate, dimethylaminoethyl methacrylate and diethylaminoethyl acrylate when Z is an oxygen atom.
  • the monomers containing a tertiary amino group are then quaternized in a known manner, with methyl chloride, dimethyl sulfate or diethyl sulfate being particularly suitable as alkylating reagents.
  • the quaternization reaction can be carried out in aqueous solution or in the solvent.
  • those monomers of the formula (Z-I) are used, which are derivatives of acrylamide or methacrylamide. Preference is furthermore given to those monomers which contain halide, methoxysulfate or ethoxysulfate ions as counterions. Also preferred are those monomers of formula (Z-I) wherein R, R and R are methyl groups.
  • the acrylamidopropyltrimethylammonium chloride is a most preferred monomer of formula (Z-I).
  • Suitable monomeric carboxylic acids of the formula (Z-II) are acrylic acid, methacrylic acid, crotonic acid and 2-methylcrotonic acid. Preference is given to using acrylic or methacrylic acid, in particular acrylic acid.
  • the zwitterionic polymers which can be used according to the invention are prepared from monomers of the formulas (ZI) and (Z-II) by polymerization processes known per se.
  • the Polymerization can be carried out either in aqueous or aqueous-alcoholic solution.
  • the alcohols used are alcohols having 1 to 4 carbon atoms, preferably isopropanol, which simultaneously serve as polymerization regulators.
  • other components than regulators may also be added to the monomer solution, eg.
  • formic acid or mercaptans such as thioethanol and thioglycolic acid.
  • the initiation of the polymerization takes place with the aid of free-radical-forming substances.
  • redox systems and / or thermally decomposing radical formers of the azo compound type such.
  • azoisobutyronitrile azo-bis (cyanopentanoic acid) or azo-bis (amidinopropane) dihydrochloride can be used.
  • redox systems are z. B. combinations of hydrogen peroxide, potassium or ammonium oxodisulfate and tertiary butyl hydroperoxide with sodium sulfite, sodium dithionite or hydroxylamine hydrochloride as a reduction component.
  • the polymerization can be carried out isothermally or under adiabatic conditions, depending on the concentration ratios by the heat of polymerization released, the temperature range for the course of the reaction between 20 and 200 0 C may vary, and the reaction may optionally be carried out under autogenous pressure.
  • the reaction temperature is between 20 and 100 0 C.
  • the pH during the copolymerization may vary within a wide range.
  • polymerization is carried out at low pH values; however, pH values above the neutral point are also possible.
  • an aqueous base for. As sodium hydroxide, potassium hydroxide or ammonia, to a pH between 5 and 10, preferably 6 to 8 set. Further details of the polymerization process can be found in the examples.
  • Such polymers have been found in which the monomers of the formula (ZI) were present in excess over the monomers of the formula (Z-II). It is therefore preferred according to the invention to use those polymers which consist of monomers of the formula (ZI) and the monomers of the formula (Z-II) in a molar ratio of 60:40 to 95: 5, in particular from 75:25 to 95: 5 , consist.
  • the cationic or amphoteric polymers are preferably contained in the agents according to the invention in amounts of from 0.05 to 10% by weight, based on the total agent. Amounts of 0.1 to 5 wt .-% are particularly preferred.
  • the anionic polymers (G2) are anionic polymers which have carboxylate and / or sulfonate groups.
  • anionic monomers from which such polymers may consist are acrylic acid, methacrylic acid, crotonic acid, maleic anhydride and 2-acrylamido-2-methylpropanesulfonic acid.
  • the acidic groups may be wholly or partly present as sodium, potassium, ammonium, mono- or triethanolammonium salt.
  • Preferred monomers are 2-acrylamido-2-methylpropanesulfonic acid and acrylic acid.
  • Anionic polymers which contain 2-acrylamido-2-methylpropanesulfonic acid as the sole or co-monomer can be found to be particularly effective, it being possible for the sulfonic acid group to be wholly or partly present as sodium, potassium, ammonium, mono- or triethanolammonium salt ,
  • the homopolymer of 2-acrylamido-2-methyl propane sulfonic acid which is available for example under the name Rheothik ® 11-80 is commercially.
  • copolymers of at least one anionic monomer and at least one nonionic monomer are preferable to use copolymers of at least one anionic monomer and at least one nonionic monomer.
  • anionic monomers reference is made to the substances listed above.
  • Preferred nonionic monomers are acrylamide, methacrylamide, acrylic esters, methacrylic esters, vinylpyrrolidone, vinyl ethers and vinyl esters.
  • Preferred anionic copolymers are acrylic acid-acrylamide copolymers and in particular polyacrylamide copolymers with sulfonic acid-containing monomers.
  • a particularly preferred anionic copolymer consists of 70 to 55 mol% of acrylamide and 30 to 45 mol% of 2-acrylamido-2-methylpropanesulfonic acid, wherein the sulfonic acid group is wholly or partly in the form of sodium, potassium, ammonium, mono- or triethanolammonium Salt is present.
  • This copolymer may also be crosslinked, with crosslinking agents preferably polyolefinically unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylene-bisacrylamide are used.
  • crosslinking agents preferably polyolefinically unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylene-bisacrylamide are used.
  • crosslinking agents preferably polyolefinically unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylene-bisacrylamide are used.
  • Such a polymer is contained in the commercial product Sepigel ® 305 from SEPPIC.
  • This compound which in addition to the polymer component contains a hydrocarbon mixture (Ci 3 -Ci 4 -lsopar
  • anionic homopolymers are uncrosslinked and crosslinked polyacrylic acids. Allyl ethers of pentaerythritol, sucrose and propylene may be preferred crosslinking agents. Such compounds are for example available under the trademark Carbopol ® commercially.
  • Copolymers of maleic anhydride and methyl vinyl ether, especially those with crosslinks, are also color-retaining polymers.
  • a 1, 9-decadiene crosslinked maleic acid-methyl vinyl ether copolymer is available under the name ® Stabileze QM.
  • amphoteric polymers (G3) can be used as polymers for increasing the activity of the active ingredient complex (A) according to the invention.
  • amphoteric polymers includes both those polymers which contain in the molecule both free amino groups and free -COOH or SO 3 H groups and are capable of forming internal salts, as well as zwitterionic polymers which in the molecule have quaternary ammonium groups and -COO - or - contain SO 3 ⁇ groups and those polymers comprising -COOH or SO 3 H groups and quaternary ammonium groups.
  • amphopolymer suitable is the acrylic resin commercially available as Amphomer ®, which is a copolymer of tert-butylaminoethyl methacrylate, N- (1, 1, 3,3-tetramethylbutyl) -acrylamide and two or more monomers from the group of acrylic acid, Represents methacrylic acid and its simple esters.
  • Amphomer ® is a copolymer of tert-butylaminoethyl methacrylate, N- (1, 1, 3,3-tetramethylbutyl) -acrylamide and two or more monomers from the group of acrylic acid, Represents methacrylic acid and its simple esters.
  • amphoteric polymers are those polymers which are composed essentially
  • R 1 -CH CR 2 -CO-Z- (C n H 2n ) -N (+) R 3 R 4 R 5 A () (G 3 -I)
  • R 1 and R 2 independently of one another are hydrogen or a methyl group and R 3 , R 4 and R 5 independently of one another are alkyl groups having 1 to 4 carbon atoms, Z is an NH group or an oxygen atom, n is an integer from 2 to 5 and A is the anion of an organic or inorganic acid, and (b) monomeric carboxylic acids of the general formula (G3-II),
  • R 6 and R 7 are independently hydrogen or methyl groups.
  • These compounds can be used both directly and in salt form, which is obtained by neutralization of the polymers, for example with an alkali metal hydroxide, according to the invention.
  • Very particular preference is given to those polymers in which monomers of the type (a) are used in which R 3 , R 4 and R 5 are methyl groups, Z is an NH group and A () is a halide, methoxysulfate or ethoxysulfate ion is; Acrylamidopropyltrimethylammonium chloride is a particularly preferred monomer (a).
  • Acrylic acid is preferably used as monomer (b) for the stated polymers.
  • the agents according to the invention may contain nonionic polymers (G4).
  • Suitable nonionic polymers are, for example:
  • Vinylpyrrolidone / vinyl ester copolymers as sold, for example, under the trademark Luviskol ® (BASF).
  • Luviskol ® VA 64 and Luviskol ® VA 73, each vinylpyrrolidone / vinyl acetate copolymers are also preferred nonionic polymers.
  • Cellulose ethers such as hydroxypropyl cellulose, hydroxyethyl cellulose and hydroxypropylcellulose Methylhy-, as sold for example under the trademark Culminal® ® and Benecel ® (AQUALON) and Natrosol ® grades (Hercules).
  • Siloxanes These siloxanes can be both water-soluble and water-insoluble. Both volatile and nonvolatile siloxanes are suitable, nonvolatile siloxanes being understood as meaning those compounds whose boiling point is above 200 ° C. under normal pressure.
  • Preferred siloxanes are polydialkylsiloxanes, such as, for example, polydimethylsiloxane, polyalkylarylsiloxanes, such as, for example, polyphenylmethylsiloxane, ethoxylated polydialkylsiloxanes and polydialkylsiloxanes which contain amine and / or hydroxyl groups. Glycosidically substituted silicones.
  • the preparations used contain a plurality of, in particular two different polymers of the same charge and / or in each case an ionic and an amphoteric and / or nonionic polymer.
  • the polymers are contained in the agents according to the invention preferably in amounts of 0.05 to 10 wt .-%, based on the total agent. Amounts of 0.1 to 5, in particular from 0.1 to 3 wt .-%, are particularly preferred.
  • compositions according to the invention may contain further care substances.
  • Another group of care agents which may be included in the compositions of the invention are the protein hydrolysates and their derivatives.
  • Protein hydrolysates are product mixtures obtained by acid, alkaline or enzymatically catalyzed degradation of proteins (proteins).
  • protein hydrolyzates also means total hydrolyzates as well as individual amino acids and their derivatives as well as mixtures of different amino acids.
  • polymers made up of amino acids and amino acid derivatives are understood by the term protein hydrolyzates. The latter include, for example, polyalanine, polyasparagine, polyserine, etc.
  • L-alanyl-L-proline polyglycine, glycyl-L-glutamine or D / L-methionine-S-methylsulfonium chloride.
  • ⁇ -amino acids and their derivatives such as ⁇ -alanine, anthranilic acid or hippuric acid can also be used.
  • the molecular weight of the protein hydrolysates which can be used according to the invention is between 75, the molecular weight for glycine, and 200,000, preferably the molecular weight is 75 to 50,000 and very particularly preferably 75 to 20,000 daltons.
  • protein hydrolysates of both vegetable and animal or marine or synthetic origin can be used.
  • Animal protein hydrolysates are, for example, elastin, collagen, keratin and milk protein protein hydrolysates, which may also be present in the form of salts.
  • Such products are, for example, under the trademarks Dehylan ® (Cognis), Promois® ® (Interorgana) Collapuron ® (Cognis), Nutrilan® ® (Cognis), Gelita-Sol ® (German Gelatinefabriken Stoess & Co), Lexein ® (Inolex) and kerasol tm ® (Croda) sold.
  • Preferred according to the invention is the use of protein hydrolysates of plant origin, z. Soybean, almond, pea, potato and wheat protein hydrolysates.
  • Such products are, for example, under the trademarks Gluadin ® (Cognis), diamine ® (Diamalt) ® (Inolex), Hydrosoy ® (Croda), hydro Lupine ® (Croda), hydro Sesame ® (Croda), Hydro tritium ® (Croda) and Crotein ® (Croda) available.
  • protein hydrolysates Although the use of the protein hydrolysates is preferred as such, amino acid mixtures otherwise obtained may be used in their place, if appropriate. Also possible is the use of derivatives of protein hydrolysates, for example in the form of their fatty acid condensation products. Such products are sold, for example, under the names Lamepon® ® (Cognis), Lexein ® (Inolex), Crolastin ® (Croda) or crotein ® (Croda).
  • the protein hydrolysates are preferably present in the compositions in concentrations of from 0.01% by weight to 20% by weight, preferably from 0.05% by weight to 15% by weight and most preferably in amounts of 0.05% by weight. up to 5% by weight.
  • an agent according to the invention may also contain UV filters.
  • the UV filters to be used according to the invention are not subject to any general restrictions with regard to their structure and their physical properties. On the contrary, all UV filters which can be used in the cosmetics sector and whose absorption maximum is in the UVA (315-400 nm), in the UVB (280-315 nm) or in the UVC ( ⁇ 280 nm) range are suitable. UV filters with an absorption maximum in the UVB range, in particular in the range from about 280 to about 300 nm, are particularly preferred.
  • the UV filters used according to the invention can be selected, for example, from substituted benzophenones, p-aminobenzoic acid esters, diphenylacrylic esters, cinnamic acid esters, salicylic acid esters, benzimidazoles and o-aminobenzoic acid esters.
  • UV filters which can be used according to the invention are 4-aminobenzoic acid, N, N, N-trimethyl-4- (2-oxoborn-3-ylidenemethyl) aniline methylsulfate, 3,3,5-trimethylcyclohexyl salicylate (homosalates), 2-hydroxy-4-methoxy-benzophenone (benzophenone-3; Uvinul ® M 40, Uvasorb MET ®, ® Neo Heliopan BB, Eusolex ® 4360), 2-phenylbenzimidazole-5-sulfonic acid and its potassium, sodium and triethanolamine (Phenylbenzimidazole Sulfonic Acid; Parsol ® HS; Neo Heliopan Hydro ®), 3,3 '- (1, 4-phenylenedimethylene) bis (7,7-dimethyl-2-oxo-bicyclo- [2.2.1] hept-1-yl-methanesulfonic acid) and its salts, 1- (4-tert-butylphenyl
  • Methoxycinnamic acid isopentyl ester, 4-methoxycinnamic acid 2-ethylhexyl ester, 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its sodium salt, 3- (4'-methylbenzylidene) -D, L-camphor, 3-benzylidene-camphor, 4-Isopropylbenzyl salicylate, 2,4,6-trianilino (p-carbo-2'-ethylhexyl-1'-oxy) -1, 3,5-triazine, 3-imidazol-4-yl-acrylic acid and its ethyl ester, polymers of the N- ⁇ (2 and 4) - [2-oxoborn-3-ylidenemethyl] benzyl ⁇ -acrylamide.
  • water-insoluble UV filters are those which dissolve in water at not more than 1% by weight, in particular not more than 0.1% by weight, at 20 ° C. Furthermore, these compounds should be soluble in the usual cosmetic oil components at room temperature to at least 0.1, in particular at least 1 wt .-%). The use of water-insoluble UV filters may therefore be preferred according to the invention.
  • UV filters which have a cationic group, in particular a quaternary ammonium group.
  • UV filters have the general structure U - Q.
  • the power section U stands for a UV-absorbing group.
  • This group can in principle be derived from the known UV filters which can be used in the cosmetics sector, in which a group, generally a hydrogen atom, of the UV filter is replaced by a cationic group Q, in particular having a quaternary amino function ,
  • Compounds from which the structural part U can be derived are, for example, substituted benzophenones, p-aminobenzoic acid esters,
  • Structural parts U which are derived from cinnamic acid amide or from N, N-dimethylaminobenzoic acid amide are preferred according to the invention.
  • the structural parts U can in principle be chosen so that the absorption maximum of the UV Filter can be in both the UVA (315-400 nm) -, as well as in the UVB (280-315nm) - or in the UVC ( ⁇ 280 nm) - range.
  • UV filters with an absorption maximum in the UVB range in particular in the range from about 280 to about 300 nm, are particularly preferred.
  • the structural part U also as a function of structural part Q, is preferably selected so that the molar extinction coefficient of the UV filter at the absorption maximum is above 15,000, in particular above 20,000.
  • the structural part Q preferably contains, as a cationic group, a quaternary ammonium group.
  • This quaternary ammonium group may in principle be connected directly to the structural part U, so that the structural part U represents one of the four substituents of the positively charged nitrogen atom it.
  • one of the four substituents on the positively charged nitrogen atom is a group, especially an alkylene group of 2 to 6 carbon atoms, which functions as a compound between the structural portion U and the positively charged nitrogen atom.
  • the group Q has the general structure - (CH 2 ) ⁇ -N + R 1 R 2 R 3 X ' , in which x is an integer from 1 to 4, R 1 and R 2 independently of one another represent
  • x is preferably the number 3
  • R 1 and R 2 are each a methyl group and R 3 is either a methyl group or a saturated or unsaturated , linear or branched hydrocarbon chain having 8 to 22, in particular 10 to 18, carbon atoms.
  • Physiologically acceptable anions are, for example, inorganic anions such as halides, in particular chloride, bromide and fluoride, sulfate ions and phosphate ions and organic anions such as lactate, citrate, acetate, tartrate, methosulfate and tosylate.
  • inorganic anions such as halides, in particular chloride, bromide and fluoride, sulfate ions and phosphate ions and organic anions such as lactate, citrate, acetate, tartrate, methosulfate and tosylate.
  • UV filters with cationic groups are the commercially available compounds cinnamic acid-trimethylammonium chloride (lncroquat ® UV-283) and dodecyl tosylate (Escalol ® HP 610).
  • the teaching of the invention also includes the use of a combination of several UV filters.
  • the combination of at least one water-insoluble UV filter with at least one UV filter with a cationic group is preferred.
  • the UV filters are in the inventively used in amounts usually from 0.1 to 5 wt .-%, based on the total agent included. Amounts of 0.4 to 2.5 wt .-% are preferred.
  • compositions of the invention may further contain a 2-pyrrolidinone-5-carboxylic acid and derivatives thereof.
  • the sodium salt is most preferred.
  • the amounts used in the compositions according to the invention are preferably from 0.05 to 10% by weight, based on the total composition, particularly preferably from 0.1 to 5, and in particular from 0.1 to 3,% by weight.
  • compositions of the invention may also contain plant extracts.
  • extracts are produced by extraction of the whole plant. However, in individual cases it may also be preferred to prepare the extracts exclusively from flowers and / or leaves of the plant.
  • Especially suitable for the use according to the invention are the extracts of green tea, almond, aloe vera, coconut, mango, apricot, lime, wheat, kiwi and melon.
  • extraction agent for the preparation of said plant extracts may be water, alcohols and mixtures thereof are used.
  • the alcohols are lower alcohols such as ethanol and isopropanol, but especially polyhydric alcohols such as ethylene glycol and propylene glycol, both as sole extractant and in admixture with water, are preferred.
  • Plant extracts based on water / propylene glycol in a ratio of 1:10 to 10: 1 have proven to be particularly suitable.
  • the plant extracts can be used according to the invention both in pure and in diluted form. If they are used in diluted form, they usually contain about 2 to 80 wt .-% of active substance and as a solvent used in their extraction agent or extractant mixture.
  • compositions according to the invention mixtures of several, especially two, different plant extracts.
  • compositions according to the invention contain penetration aids and / or swelling agents.
  • penetration aids and / or swelling agents include, for example, urea and urea derivatives, guanidine and its derivatives, arginine and its derivatives, water glass, imidazole and its derivatives, histidine and its derivatives, benzyl alcohol, glycerol, glycol and glycol ethers, propylene glycol and propylene glycol ethers, for example propylene glycol monoethyl ether, carbonates, bicarbonates, Diols and triols, and in particular 1, 2-diols and 1, 3-diols such as 1, 2-propanediol, 1, 2-pentanediol, 1, 2-hexanediol, 1, 2-dodecanediol, 1, 3-propanediol, 1 , 6-hexanediol, 1, 5-pentanediol, 1, 4-butanedi
  • hydroxycarboxylic acids and here again in particular the dihydroxy, trihydroxy and polyhydroxycarboxylic acids as well as the dihydroxy, trihydroxy and polyhydroxy di-, tri- and polycarboxylic acids in the compositions according to the invention. It has been found that in addition to the hydroxycarboxylic acids, the hydroxycarboxylic acid esters and the mixtures of hydroxycarboxylic acids and their esters as well as polymeric hydroxycarboxylic acids and their esters can be very particularly preferred.
  • Preferred hydroxycarboxylic acid esters are, for example, full esters of glycolic acid, lactic acid, malic acid, tartaric acid or citric acid.
  • hydroxycarboxylic acid esters are esters of ⁇ -hydroxypropionic acid, tartronic acid, D-gluconic acid, sugar acid, mucic acid or glucuronic acid.
  • Suitable alcohol components of these esters are primary, linear or branched aliphatic alcohols having 8 to 22 carbon atoms, ie, for example, fatty alcohols or synthetic fatty alcohols.
  • the esters of C12 to C15 fatty alcohols are particularly preferred.
  • Esters of this type are commercially available, eg under the trademark Cosmacol® ® EniChem, Augusta Industriale.
  • Particularly preferred polyhydroxypolycarboxylic acids are polylactic acid and polyuric acid and their esters.
  • compositions of the invention may be in solid, semi-solid, liquid, disperse, emulsified, suspended or gel form.
  • the agents according to the invention can be formulated as an aerosol, that is, they are packaged in a pressure vessel, from which they can be sprayed with the aid of a propellant.
  • the agents according to the invention can be sprayed as a propellant-free pump spray.
  • the agents according to the invention are in the form of a hydrogel.
  • Hydrogels are water-containing gels based on hydrophilic but water-insoluble polymers, which exist as three-dimensional networks. In water, these networks swell up to an equilibrium volume, with largely retaining their shape. The network formation occurs predominantly via chemical linking of the individual polymer chains, but is also physically possible by electrostatic, hydrophobic or dipole / dipole interactions between individual segments of the polymer chains.
  • the choice of the monomers used for the polymer synthesis, the type of crosslinking and the crosslinking density can be used to tailor desired properties of the hydrogels.
  • the necessary hydrophilicity of the polymers is mediated, inter alia, by hydroxyl, carboxylate, sulfonate and / or amide groups.
  • Synthetic hydrogels are based inter alia on poly (meth) acrylic acids, poly (meth) acrylates, polyvinylpyrrolidone or polyvinyl alcohol.
  • Preferred anionic polymeric hydrogel formers which can promote the action of the active ingredient used according to the invention contain carboxylate and / or sulfonate groups and as monomers, for example, acrylic acid, methacrylic acid, crotonic acid, maleic anhydride and 2-acrylamido-2-methylpropanesulfonic acid.
  • the acidic groups may be wholly or partly present as sodium, potassium, ammonium, mono- or triethanolammonium salt.
  • Preferred monomers are 2-acrylamido-2-methylpropanesulfonic acid and acrylic acid.
  • Very particularly preferred anionic polymers contain 2-acrylamido-2-methylpropanesulfonic acid as the sole monomer or as comonomer, it being possible for the sulfonic acid group to be wholly or partly in salt form.
  • copolymers of at least one anionic monomer and at least one nonionic monomer With regard to the anionic monomers, reference is made to the substances listed above.
  • Preferred nonionic monomers are acrylamide, methacrylamide, acrylic esters, methacrylic acid esters, vinylpyrrolidone, vinyl ethers and vinyl esters.
  • Preferred anionic copolymers are acrylic acid-acrylamide copolymers and in particular polyacrylamide copolymers with monomers containing sulfonic acid groups.
  • a particularly preferred anionic copolymer consists of 70 to 55 mol% of acrylamide and 30 to 45 mol% of 2-acrylonitrile amido-2-methylpropanesulfonic acid, wherein the sulfonic acid groups are completely or partially present as sodium, potassium, ammonium, mono- or triethanolammonium salt.
  • This copolymer may also be crosslinked, with crosslinking agents preferably polyolefinically unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylene-bisacrylamide are used.
  • crosslinking agents preferably polyolefinically unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylene-bisacrylamide are used.
  • crosslinking agents preferably polyolefinically unsaturated compounds such as tetraallyloxyethane, allylsucrose, allylpentaerythritol and methylene-bisacrylamide are used.
  • Such a polymer is contained in the commercial product Sepigel ® 305 from SEPPIC. The use of this compound has proven to be particularly advantageous in the context of the teaching of the invention.
  • the NS under the designations Simulgel ® 600, Simulgel ®, Simulgel ® EG, Simulgel ® EPG and Sepiplus ® 400 as a compound with an oil such as isohexadecane, squalane or hydrogenated polyisobutene, and an emulsifier, such as polysorbate, Laureth-7 or Caprylyl / Capryl glucosides, sold sodium acryloyldimethyltaurate copolymers (with monomers selected from acrylamide, sodium acrylate, hydroxyethyl acrylate and / or acrylic acid) have proved to be particularly effective according to the invention. Further preferred are hydrogel Ammoniumacryloyl- dimethyltaurat-vinyl pyrrolidone copolymers, especially the commercial product Aristoflex ® AVC from Clariant.
  • anionic homopolymer hydrogel formers are uncrosslinked and crosslinked polyacrylic acids. Allyl ethers of pentaerythritol, sucrose and propylene may be preferred crosslinking agents. Such compounds are for example the commercial products Carbopol ®. A particularly preferred anionic copolymer contains 80 to 98% of an unsaturated C 3 monomer. 6- carboxylic acid or its anhydride and to 2 - 20% of acrylic acid esters of saturated C 10 - 3 o-carboxylic acids, wherein the copolymer can be crosslinked with the aforementioned crosslinking agents. Corresponding commercial products are Pemulen ®, and Carbopol ® grades 954, 980, 1342 and ETD 2020 (ex Noveon or BF Goodrich).
  • Preferred nonionic polymeric hydrogel formers are, for example, polyvinyl alcohols which may be partially saponified, e.g. B. the commercial products Mowiol ® and vinylpyrrolidone / vinyl ester copolymers and polyvinylpyrrolidones, the z. B. under the trademark Luviskol ® (BASF) are sold.
  • Natural hydrogel-forming agents which are preferred according to the invention are in particular selected from, if desired, physically (thermally) and / or chemically modified cellulose derivatives, preferably hydroxyalkylcelluloses such as hydroxyethylcellulose, hydroxypropylcellulose, hydroxypropylmethylcellulose, methylcellulose, hydroxymethylcellulose, carboxymethylcellulose, in particular starches and starch degradation products such as amylose and amylopectin, chemically and / or or thermally modified starches, e.g. B.
  • hydroxyalkylcelluloses such as hydroxyethylcellulose, hydroxypropylcellulose, hydroxypropylmethylcellulose, methylcellulose, hydroxymethylcellulose, carboxymethylcellulose
  • starches and starch degradation products such as amylose and amylopectin, chemically and / or or thermally modified starches, e.g. B.
  • hydroxypropyl starch phosphate Dihydroxypropyldiddlephosphat
  • anionic starch derivatives aluminum starch octenyl succinate (for example the commercial products Dry Flo ®), Natrium Whyoctenylsuccinat, Calcium Whyoctenylsuccinat further chitosan and its derivatives, further polysaccharides gum or gums form, such as guar gum, xanthan gum, alginates, in particular Sodium alginate, gum arabic, karaya gum, carrageenans, locust bean gum, linseed gums, shellac and agar agar.
  • the agents according to the invention are in the form of an oil-in-water emulsion.
  • oil-in-water emulsions may, also preferably, be stabilized by at least one of the abovementioned hydrogel formers.
  • the agents according to the invention are in liquid form.
  • the application can be carried out preferably with spray devices.
  • These spraying devices contain in a container a filling of the inventive (liquid, mushy or powdery) skin treatment agent.
  • the filling may be under the pressure of a propellant (compressed gas cans, compressed gas packages, aerosol dispensers), or it may be a mechanically operated pump sprayer.
  • the containers have a removal device, preferably in the form of valves, which allow the removal of the contents as fog, smoke, foam, powder, paste or liquid jet.
  • a container for the sprayers are mainly cylindrical vessels made of metal (aluminum, tinplate, volume preferably ⁇ 1000 ml), protected or non-splintering glass or plastic (volume preferably ⁇ 220 ml) or splintering glass or plastic (volume preferably ⁇ 150 ml ) in question.
  • Creamy, gelatinous, pastose and liquid agents may e.g. be packaged in pump or squeeze dispensers, especially in multi-chamber pump or squeeze dispensers.
  • liquid also includes any solid dispersions in liquids.
  • Compositions according to the invention may also be present as pastes, ointments, lotions or creams.
  • Solid funds can be present as a loose powder, pressed powder or as a pen.
  • the application may, for example, in the case of liquid agents preferably also be carried out with a roller applicator, as it is known for example from the field of deodorant scooters.
  • a roller applicator as it is known for example from the field of deodorant scooters.
  • Such scooters have a ball mounted in a ball bed which moves by movement over a surface can be. The ball absorbs some of the agent to be distributed and conveys this to the surface to be treated.
  • Such applicators can be specifically and sparingly treated only the actually affected by acne and / or impurities skin areas.
  • the application may e.g. also be carried out with substrates which are acted upon by a preparation according to the invention.
  • wet wipes i. prefabricated for the user, preferably individually packaged, wet wipes, such as. B. from the field of glass cleaning (eyeglass cleaning cloths) or from the field of wet toilet paper are well known.
  • Such wet wipes which may advantageously also contain preservatives, are then advantageously impregnated or applied with an agent according to the invention, advantageously they are individually packaged.
  • You can z. B. as a cleaning cloth or facial tissue (make-up removal) are used, which is particularly interesting for use on the go.
  • Preferred substrate materials are preferably selected from porous sheet-like cloths. They can be made of a fibrous or cellular flexible material which has sufficient mechanical stability and softness for application to the skin. These wipes include cloths of woven and non-woven synthetic and natural fibers, felt, paper or foam, such as hydrophilic polyurethane foam.
  • Nonwovens are generally defined as adhesively bonded fibrous products having a mat or layered fibrous structure, or those comprising fibrous mats in which the fibers are randomly or randomly distributed.
  • the fibers may be natural such as wool, silk, jute, hemp, cotton, flax, sisal or ramie; or synthetically, such as rayon, cellulose esters, polyvinyl derivatives, polyolefins, polyamides or polyesters. In general, any fiber diameter or titer is suitable for the present invention.
  • the nonwoven fabrics employed herein tend not to rupture or disintegrate due to the random or random arrangement of fibers in the nonwoven material which impart excellent strength in all directions.
  • nonwoven fabrics suitable as substrates in the present invention are known, for example, from WO 98/18441.
  • Preferred porous and flat cleaning cloths consist of one or different fiber materials, in particular of cotton, refined cotton, polyamide, polyester or mixtures of these.
  • the substrates in fabric form preferably have an area of from 10 to 5000 cm 2 , preferably from 50 to 2000 cm 2 , in particular from 100 to 1500 cm 2 and particularly preferably from 200 to 1000 cm 2 .
  • the grammage of the material is usually between 20 and 1000 g / m 2 , preferably from 30 to 500 g / m 2 and in particular from 50 to 150 g / m 2 .
  • Skin treatment substrates which are preferred according to the invention can be obtained by impregnation or impregnation or else by melting the agents according to the invention onto a substrate.
  • the agents according to the invention may also be multiphase, the phases may e.g. horizontally, so one above the other, or vertically, so next to each other, be arranged. It may also be a disperse system in which e.g. the solid constituents are distributed inhomogeneously in the liquid matrix, so that such a dispersed system should be shaken before use.
  • a further subject of the present invention is a method for the cosmetic tanning of human skin without the action of UV radiation, in which an inventive agent of the first subject of the invention is applied to the skin.
  • an inventive agent of the first subject of the invention is applied to the skin.
  • the agent according to the invention of the first subject of the invention immediately prior to application to the skin from a first composition comprising in a cosmetic carrier at least one compound of the above formula (I) and a second composition comprising in a cosmetic carrier at least one compound of the above formula (II) and / or the above formula (III) is mixed.
  • This mixing process can also be done by sequential application of said first and second compositions without any intermediate rinsing step on the skin.
  • the agent according to the invention of the first subject of the invention can preferably be rinsed off the skin after a contact time (of preferably 5 to 45 minutes). Furthermore, it is preferable to increase the effect of the composition according to the invention after application to the skin in the sense of a leave-on application on the skin.
  • agents according to the invention for protecting the skin from UV radiation are used for protecting the skin from and / or for treating polymorphic light dermatosis and the use of agents according to the invention of the first subject of the invention for skin tanning.
  • Tables 1 to 6 are suitable as skin tanning agents according to the invention. Unless otherwise indicated, the amounts given are all% by weight, based on the weight of the particular agent. The following raw materials were used to provide the compositions:
  • Abir EM 90 INCI name Cetyl PEG / PPG-10/1 Dimeticone (Evonik Degussa Goldschmidt)
  • Aristoflex ® AVC INCI name: Ammonium Acryloyldimethyltaurate / VP copolymer, t-Butyl Alcohol (Clariant)
  • Dow Corning ® 200 fluid polydimethylsiloxane (INCI designation: Dimethicone) (Dow Corning) Dow Corning ® 245 fluid decamethylcyclopentasiloxane; INCI name: Cyclomethicone (Dow Corning) Dow Corning ® 9040 INCI name: Cyclomethicone Dimethicone Crosspolymer (Dow Corning) Dry Flo Plus ® INCI name: Aluminum Starch Octenylsuccinate (National Starch) DSH-C N dimethylsilanol; aqueous solution, preserved (1kg DSH-C contains 3.0g dimethylsilanediol, 15g mucopolysaccharides, 1.5g sodium hyaluronate, preservative: 0.128% methylparaben sodium salt, 0.032% propylparaben, 0.200% imidazolidinylurea; INCI name: dimethylsilanol hyaluronate) (exsymol)

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Abstract

L'invention concerne un produit pour le bronzage de la peau, qui contient, dans un excipient cosmétique, une combinaison d'au moins un composé CH-acide selon la formule (I) avec des composants (B) d'au moins un composé de formule (II) et/ou d'au moins un composé de formule (III). Ces produits conviennent pour le bronzage de la peau humaine sans que la peau doive être exposée à de la lumière ultraviolette.
PCT/EP2008/063710 2007-11-30 2008-10-13 Produit pour le bronzage de la peau WO2009068362A1 (fr)

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DE200710058032 DE102007058032A1 (de) 2007-11-30 2007-11-30 Mittel zur Hautbräunung

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Citations (8)

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US20030068286A1 (en) * 2001-10-05 2003-04-10 Stroud Eric Matthew Self-tanning compositions having improved coloration using 3,5-dimethoxy-4-hydroxybenzaldehyde and 1,3-dihydroxyacetone
WO2004022016A1 (fr) * 2002-09-05 2004-03-18 Henkel Kommanditgesellschaft Auf Aktien Produits pour la teinture de fibres keratiniques
WO2006029687A1 (fr) * 2004-09-14 2006-03-23 Henkel Kommanditgesellschaft Auf Aktien Substances servant a teindre des fibres keratiniques
WO2006131163A1 (fr) * 2005-06-08 2006-12-14 Henkel Kommanditgesellschaft Auf Aktien Produit a plusieurs constituants pour la coloration de fibres keratiniques
WO2007073923A1 (fr) * 2005-12-27 2007-07-05 Henkel Ag & Co. Kgaa Agent de coloration capillaire
WO2007073922A1 (fr) * 2005-12-27 2007-07-05 Henkel Ag & Co. Kgaa Coloration capillaire pouvant varier de façon reversible
WO2007079802A1 (fr) * 2005-12-23 2007-07-19 Henkel Ag & Co. Kgaa Agent de coloration de fibres keratiniques
DE102006062437A1 (de) * 2006-12-27 2007-10-11 Henkel Kgaa Mittel zur Verminderung der Kopfhautanfärbung

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US5136093A (en) 1991-02-06 1992-08-04 Smith Ronald J Quaternized panthenol compounds and their use
DE4413686C2 (de) 1994-04-20 1996-10-24 Henkel Kgaa Kationische Zuckertenside, Verfahren zu ihrer Herstellung und deren Verwendung
US6063397A (en) 1996-10-25 2000-05-16 The Procter & Gamble Company Disposable cleansing products for hair and skin
GB9708182D0 (en) 1997-04-23 1997-06-11 Dow Corning Sa A method of making silicone in water emulsions
US5998537A (en) 1998-09-21 1999-12-07 Dow Corning Corporation Emulsions containing ultrahigh viscosity silicone polymers

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20030068286A1 (en) * 2001-10-05 2003-04-10 Stroud Eric Matthew Self-tanning compositions having improved coloration using 3,5-dimethoxy-4-hydroxybenzaldehyde and 1,3-dihydroxyacetone
WO2004022016A1 (fr) * 2002-09-05 2004-03-18 Henkel Kommanditgesellschaft Auf Aktien Produits pour la teinture de fibres keratiniques
WO2006029687A1 (fr) * 2004-09-14 2006-03-23 Henkel Kommanditgesellschaft Auf Aktien Substances servant a teindre des fibres keratiniques
WO2006131163A1 (fr) * 2005-06-08 2006-12-14 Henkel Kommanditgesellschaft Auf Aktien Produit a plusieurs constituants pour la coloration de fibres keratiniques
WO2007079802A1 (fr) * 2005-12-23 2007-07-19 Henkel Ag & Co. Kgaa Agent de coloration de fibres keratiniques
WO2007073923A1 (fr) * 2005-12-27 2007-07-05 Henkel Ag & Co. Kgaa Agent de coloration capillaire
WO2007073922A1 (fr) * 2005-12-27 2007-07-05 Henkel Ag & Co. Kgaa Coloration capillaire pouvant varier de façon reversible
DE102006062437A1 (de) * 2006-12-27 2007-10-11 Henkel Kgaa Mittel zur Verminderung der Kopfhautanfärbung

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