WO2006106114A1 - Utilisation de copolymerisats contenant des polyisobutenes dans des agents de protection solaire - Google Patents

Utilisation de copolymerisats contenant des polyisobutenes dans des agents de protection solaire Download PDF

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Publication number
WO2006106114A1
WO2006106114A1 PCT/EP2006/061335 EP2006061335W WO2006106114A1 WO 2006106114 A1 WO2006106114 A1 WO 2006106114A1 EP 2006061335 W EP2006061335 W EP 2006061335W WO 2006106114 A1 WO2006106114 A1 WO 2006106114A1
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acid
mol
oligomer
copolymer
alkyl
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PCT/EP2006/061335
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German (de)
English (en)
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Volker Wendel
Darijo Mijolovic
Matthias KLÜGLEIN
Hubertus Peter Bell
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Basf Aktiengesellschaft
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Publication of WO2006106114A1 publication Critical patent/WO2006106114A1/fr

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    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8135—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid or of a haloformic acid; Compositions of derivatives of such polymers, e.g. vinyl esters (polyvinylacetate)
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86—Polyethers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/16—Emollients or protectives, e.g. against radiation
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations

Definitions

  • the present invention relates to the use of a) copolymers obtainable by copolymerization of
  • (C) optionally at least one ⁇ -olefin having up to 24, preferably having up to 16, carbon atoms,
  • a 1 C 2 -C 2 o-alkylene, identical or different, R 1 is Ci-C 30 -alkyl, linear or branched, phenyl or hydrogen, n is an integer from 1 to 200, optionally followed by contact with water, optionally mixed with b) at least one oligomer of branched or unbranched C 3 -C 10 alkene, wherein at least one oligomer has an average molecular weight M n in the range of 300 to 5000 g / mol, preferably up to 1200 g / mol, or by oligomerization of at least 3 equivalents of C 3 -C 0 alkene is available, in cosmetic or dermatological sunscreens with a sun protection factor (SPF) of at least 4.
  • SPF sun protection factor
  • the present invention relates to cosmetic compositions selected from the group of cosmetic and dermatological light stabilizers with a sun protection factor (SPF) of at least 4, comprising a copolymer a), optionally mixed with an oligomer b, as described above.
  • SPF sun protection factor
  • cosmetic or dermatological light stabilizers are cosmetic or dermatological compositions which contain at least one, preferably several, UV filter substances.
  • UV filter substance is known to the person skilled in the art and refers to substances or compositions which are added to cosmetic or dermatological means for the purpose of filtering UV rays in order to protect the skin from certain damaging effects of this radiation. In the narrower sense, this also refers to compounds that absorb light with wavelengths in the UV range. Depending on the absorption spectrum, a distinction is made according to UV-A, UV-B and UV-C filters. As a rule, UV filters are used to fulfill spectral and formulation requirements as combinations. Pigments and micropigments (titanium dioxide, zinc oxide), which are mainly used for the aforementioned purpose, can also be described as UV filters.
  • compositions with a sun protection factor (SPF) of less than 4, determined by the COLIPA method, are not the subject of this invention.
  • compositions according to the invention may also be suitable simultaneously for cosmetic and dermatological purposes. Accordingly, the expression “cosmetic or dermatological light stabilizers” also encompasses those compositions which at the same time fulfill both cosmetic and dermatological purposes.
  • the present invention relates to sunscreen compositions having an SPF of at least 4, in particular cosmetic or dermatological light stabilizers containing at least one UV filter substance.
  • the cosmetic and / or dermatological sunscreen compositions of this invention are for cosmetic and / or dermatological photoprotection, further for the treatment and care of the skin and / or the hair and as a make-up product in the decorative cosmetics.
  • These include, for example, sunscreens, lotions, milks, oils, baisams, gels, lip care and lipsticks, masking creams and sticks, moisturizers, lotions, emulsions, face, body and hand creams, hair conditioners and conditioners, Hair fixative, styling gels, hair sprays, deodorant or eye wrinkle creams, tropicals, sunblocks, aftersun preparations. All preparations contain at least one UV filter substance.
  • UV radiation of sunlight sometimes has a damaging effect on the skin.
  • acute injury sinburn
  • UVB range wavelength: 280-320 nm
  • UVA radiation wavelength: 320-400 nm
  • a number of sunscreen filter substances have been developed which can be used in cosmetic compositions.
  • UV light protection filters are used both inorganic pigments such as titanium dioxide and organic compounds, usually aromatic substances with pronounced ⁇ -electron system.
  • Sunscreen is available in various embodiments. Especially popular are waterproof products in which the filter substances are not washed off immediately on contact of the skin and / or the hair with water. This washing off is reduced or suppressed by the presence of further substances in the sunscreens.
  • hydrophobic application forms such as, for example, oils, emulsions, lipogels, pastes based on fat / wax and / or the incorporation of hydrophobic additives such as silicone derivatives or alkylated polyvinylpyrrolidone.
  • Cosmetic or dermatological light stabilizers should have the desired protective effect after application to the target surface, for example the skin, even during or after contacting the surface with, for example, water.
  • water-repellent or water-resistant sunscreens are often referred to as "waterproof.”
  • the production of such products is made possible by a) use of hydrophobic application forms such as oils, emulsions, lipogels, pastes based on fat / wax or b) incorporation of hydrophobic additives such as silicone derivatives or alkylated polyvinylpyrrolidone.
  • hydrophobic additives such as silicone derivatives or alkylated polyvinylpyrrolidone.
  • the disadvantage of a large number of these products is that these products often feel greasy, do not give a pleasant feeling on the skin and are sticky, so that, for example, sand adheres to the skin over a large area.
  • the object of the present invention was to provide cosmetic or dermatological light stabilizers which do not have these disadvantages, i. have a pleasant skin feel, high resistance to water, and good protective film properties against other noxious agents with low and preferably no stickiness during and after application.
  • a 1 C 2 -C 2 o-alkylene the same or different
  • R 1 is C 1 -C 50 -alkyl, linear or branched, phenyl or hydrogen, n is an integer from 1 to 200, optionally followed by contact with water, optionally mixed with
  • At least one oligomer of branched or unbranched C 3 -C 0 alkene wherein at least one oligomer having an average molecular weight M n in the range from 300 to 5000 g / mol, preferably up to 1200 g / mol or by oligomerization of at least 3 equivalents of C 3 -C 10 -alkene is available,
  • cosmetic compositions selected from the group of cosmetic or dermatological sunscreens having a sun protection factor (SPF) of at least 4.
  • SPF sun protection factor
  • Copolymer a) is obtainable by preferably free-radical copolymerization of
  • (C) optionally at least one ⁇ -olefin having up to 24, preferably having up to 16 C atoms,
  • a 1 is C 2 -C 2 o-alkylene, identical or different
  • R 1 is C 1 -C 30 -alkyl, linear or branched, phenyl or hydrogen, n is an integer from 1 to 200, where the carboxyl groups of the copolymer a) may be at least partially esterified or amidated, and optionally subsequent contact with water ,
  • Suitable oligomers (B) and b) are oligomers of propylene or unbranched or preferably branched C 4 -C 10 -olefins, where at least one oligomer has an average molecular weight M n in the range from 300 to 5000 g / mol, preferably up to at 1200 g / mol or is obtainable by oligomerization of at least 3 equivalents of C 3 - Cio-Alken.
  • oligomers of propylene isobutene, 1-pentene, 2-methylbutene-1, 1-hexene, 2-methylpentene-1, 2-methylhexene-1, 2,4-dimethyl-1-hexene, diisobutene (mixture of 2,4,4-trimethylpentene and 2,4,4-trimethyl-2-pentene), 2-ethylpentene-1, 2-ethylhexene-1 and 2-propylheptene-1, 1-octene, 1-decene and 1 Called dodecene, very particularly preferred are oligomers of isobutene, diisobutene and 1-dodecene.
  • the oligomers (B) or b) have an ethylenically unsaturated group which may be in the form of a vinyl, vinylidene or alkylvinylidene group. Also co-oligomers of the abovementioned olefins with one another or with up to 20 wt .-%, based on (B) or b), vinylaromatics such as styrene and ⁇ -methylstyrene, C 1 -C 4 -alkylstyrene such as 2-, 3 and 4-methylstyrene and 4-tert-butylstyro! come into question.
  • vinylaromatics such as styrene and ⁇ -methylstyrene, C 1 -C 4 -alkylstyrene such as 2-, 3 and 4-methylstyrene and 4-tert-butylstyro! come into question.
  • Particularly preferred oligomers (B) or b) are oligopropylene and oligoisobutenes having an average molecular weight M n up to 1200 g / mol, preferably in the range of
  • oligomers (B) and / or b) have a polydispersity M w / M n in the range from 1.1 to 10, preferably to 5 and particularly preferably from 1.5 to 1.8.
  • oligomers (B) and b) have a bimodal molecular weight distribution with a maximum of M n in the range of 500 to 1200 g / mol and a local maximum of M n in the range of 2000 to 5000 g / mol
  • Oligomer (B) may be the same or different from oligomer (b). In one embodiment of the present invention, oligomer (B) and oligomer (b) are the same.
  • Oligomers of C 4 olefins are preferably suitable as oligomer b).
  • the oligomers b) are hydrogenated oligomers of C 4 olefins.
  • Also particularly preferred as oligomers b) are, optionally hydrogenated, oligomers of 3, 4, 5, 6, 7 or 8 C 4 -olefin molecules.
  • Alpha-olefins having up to 16 carbon atoms used as comonomer (C) are selected from propylene, 1-butene, isobutene, 1-pentene, 4-methylbut-1-ene, 1-hexene, diisobutene (mixture from 2 , 4,4-trimethyl-1-pentene and 2,4,4-trimethyl-2-pentene), 1-heptene, 1-octene, 1-decene, 1-dodecene, 1-tetradecene and 1-hexadecene; particularly preferred are isobutene, diisobutene and 1-dodecene.
  • copolymer a) (A), (B) and optionally (C) used according to the invention can be copolymerized with one another for the preparation of the copolymer. It is also possible to copolymerize with one another for the preparation of inventive copolymer a) (A), (B) and, if appropriate, (C) and react with (E) or (A), (B) and, if appropriate, (C) and optionally a further comonomer ( D) copolymerize with one another, or (A) and (B) and optionally (C) and optionally a further comonomer (D) copolymerize with each other and optionally with (E) implement.
  • the compound (E) selected is at least one compound of the general formula Ia to Id, preferably Ia,
  • a 1 C 2 -C 2 o-alkylene for example - (CH 2 ) 2 -, -CH 2 -CH (CH 3 ) -, - (CH 2 ) 3 -,
  • R 1 is phenyl
  • the groups A 1 can only be different if n is a number greater than 1 or if different compounds of the general formula I a to I d are used.
  • Methylend tendencyver fundamentally, preferably 4 to 100, particularly preferably 4-50 - methyl end-capped block copolymers of ethylene oxide, propylene oxide and / or butylene oxide having a molecular weight M n from 300 to 5000 g / mol Methyl end-capped random copolymers of ethylene oxide, propylene oxide and / or butylene oxide having a molecular weight M n of 300 to 5000 g / mol
  • Alkoxylated C 2 - to C 30 -AlkOhOIe in particular fatty alcohol alkoxylates, oxoalko holalkoxylate or Guerbet alcohol alkoxylates, wherein the alkoxylation can be carried out with ethylene oxide, propylene oxide and / or butylene oxide, examples are
  • C 9 -C 1 i-oxo alcohol alkoxylates having from 2 to 20 ethylene oxide units, from 2 to 20 propylene oxide units and / or from 1 to 5 butylene oxide units;
  • - C 1 J3 -C 15 -OxoalkoholaiKoxylate having 2 to 20 ethylene oxide units, 2 to 20 propylene oxide units and / or 1-5 butylene oxide units;
  • compound Ic can be reacted with alkylating agents such as, for example, halides or sulfates of the formula R 1 -Y with Y selected from Cl, Br and I or (R 1 ) 2 SO 4 .
  • alkylating agents such as, for example, halides or sulfates of the formula R 1 -Y with Y selected from Cl, Br and I or (R 1 ) 2 SO 4 .
  • Y selected from Cl, Br and I or (R 1 ) 2 SO 4 .
  • SO 4 2 " or R 1 -SO 4 ' as a counterion.
  • mixtures of different components (E), for example of the formula Ia are used.
  • those mixtures of compounds of the formula Ia in which, based in each case on the mixture, at least 95 mol%, preferably at least 98 mol%, up to a maximum of 99.8 mol% R 1 represents C 1 -C 5 -alkyl and at least 0.2 mol% and at most 5 mol%, preferably at most 2 mol% of hydrogen.
  • the reaction mixture is contacted after preferably free-radical copolymerization and, if appropriate, the reaction with (E) with water, the water still containing Br ⁇ nsted acid or preferably Bronsted acid.
  • Base may contain. Examples of Bronsted acids are sulfuric acid, hydrochloric acid, tartaric acid and citric acid.
  • Br ⁇ nsted base examples include alkali metal hydroxide such as NaOH and KOH, alkali metal carbonate such as Na 2 CO 3 and K 2 CO 3 , alkali metal bicarbonate such as NaHCO 3 and KHCO 3 , ammonia, amines such as trimethylamine, triethylamine, diethylamine, ethanolamine, N, N-diethanolamine, N, N, N-triethanolamine, N-methylethanolamine.
  • the monomer or monomers (D) which can optionally be used to prepare copolymer (a) used according to the invention are different from (A), (B) and (C).
  • Preferred monomers (D) are:
  • non-cyclic amides of the general formula IV a and cyclic amides of the general formula IV b such as methyl vinyl ether, ethyl vinyl ether, n-propyl vinyl ether, iso-propyl vinyl ether, n-butyl-vinyl ether, iso-butyl-vinyl ether, 2-ethylhexyl-vinyl ether or n-octadecyl-vinyl ether; N-vinyl derivatives of nitrogen-containing aromatic compounds, preferably N-vinylimidazole, 2-methyl-1-vinylimidazole, N-vinyloxazolidone, N-vinyltriazole, 2-vinylpyridine, 4-vinylpyridine, 4-vinylpyridine-N-oxide, N-vinylimidazoline , N-vinyl-2-methylimidazoline, ⁇ , ⁇ -unsaturated nitriles such as acrylonitrile,
  • Phosphate-, phosphonate-, sulfate-, and sulfonate-containing comonomers such as [2- ⁇ (meth) acryloyloxy ⁇ ethyl] phosphate, 2- (meth) acrylamido-2-methyl-1-propanesulfonic acid; ⁇ -olefins, linear or branched, having 18 to 40 carbon atoms, preferably having up to 24 carbon atoms, for example 1-octadecene, 1-eicosene, 0C-C 22 H 44 , Oc-C 24 H 48 and mixtures of the aforementioned ⁇ -olefins ,
  • the variables are defined as follows:
  • R 2 , R 3 are identical or different and selected from unbranched or branched C 1 -C 5 -alkyl, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert.
  • R 4 is identical or different and C 1 -C 22 -alkyl, branched or unbranched, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n - Pentyl, iso-pentyl, sec-pentyl, neo-pentyl, 1, 2-dimethylpropyl, iso-amyl, n-hexyl, iso-hexyl, sec-hexyl, n-heptyl, n-octyl, n-nonyl , n-decyl, n-dodecyl, n-
  • eicosyl particularly preferably C 1 -C 4 -alkyl, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl and tert-butyl; or more preferably hydrogen;
  • R 5 is hydrogen or methyl
  • x is an integer in the range of 2 to 6, preferably 3 to 5
  • y is an integer selected from 0 or 1, preferably 1;
  • a is an integer in the range of 0 to 6, preferably in the range of 0 to 2;
  • R 6 , R 7 are identical or different and selected from hydrogen, unbranched or branched C r C 10 alkyl such as methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl, tert. Butyl, n-pentyl, iso-pentyl, sec-pentyl, neo-pentyl, 1,2-
  • X is oxygen or NR 4 ;
  • R 9 is selected from straight-chain or branched C 1 -C 2O -AIRyI such as methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, sec Butyl, tert-butyl, n-pentyl, iso-pentyl, sec-pentyl, neo-pentyl, 1,2-dimethylpropyl, iso-amyl, n-hexyl, iso-hexyl, sec-hexyl, n- Heptyl, n-octyl, n-nonyl, n-decyl, n-dodecyl, n-tetradecyl, n-hexadecyl, n-octadecyl, n
  • R 10 , R 11 are each independently hydrogen, methyl or ethyl, preferably R 10 and R 11 are each hydrogen;
  • R 12 is methyl or ethyl
  • a 2 , A 3 are identical or different and C 2 -C 2 o-AIRylen, for example - (CH 2 J 2 -.
  • a 4 d-coco-AIRylene for example -CH 2 -, -CH (CH 3 )., -CH (C 6 H 5 ) -, -C (CH 3 Jr,
  • Examples of selected compounds of the formula III are (meth) acrylamides, such as acrylamide, N-methylacrylamide, N, N-dimethylacrylamide, N-ethylacrylamide, N-
  • Exemplary selected compounds of the formula IV a are N-vinylcarboxamides such as N-vinylformamide, N-vinyl-N-methylformamide, N-vinylacetamide or N-vinyl-N-methylacetamide; Exemplary selected representatives of compounds of the formula IV b are N-vinylpyrrolidone, N-vinyl-4-piperidone and N-vinyl- ⁇ -caprolactam.
  • Selected examples of compounds of the formula VI are (meth) acrylate esters and amides such as N, N-dialkylaminoalkyl (meth) acrylates or N 1 N-dialkylaminoalkyl (meth) acrylamides;
  • Examples are N, N-dimethylaminoethyl acrylate, N, N-dimethylaminoethyl methacrylate, N, N-diethylaminoethyl acrylate, N 1 N- diethylaminoethyl methacrylate, N, N-dimethylaminopropyl acrylate, N 1 N- dimethylaminopropyl methacrylate, N, N-diethylaminopropyl acrylate, N 1 N- diethylaminopropyl methacrylate, 2- (N , N-dimethylamino) ethyl acrylamide, 2- (N 1 N-dimethylamino) ethyl
  • Illustratively selected compounds of the formula VII are vinyl acetate, allyl acetate, vinyl propionate, vinyl butyrate, vinyl 2-ethylhexanoate or vinyl laurate.
  • Exemplary selected vinylaromatic compounds of the general formula VIII are ⁇ -methylstyrene, para-methylstyrene and in particular styrene.
  • Very particular preference is given to using as comonomer (D): acrylic acid, 1-octadecene, methacrylic acid, methyl acrylate, methyl methacrylate, acrylamide, vinyl n-butyl ether, vinyl isobutyl ether, styrene, N-vinylformamide, N-vinylpyrrolidone, 1-vinylimidazole and 4-vinylpyridine.
  • the copolymers a) may be block copolymers, alternating copolymers or random copolymers, preference being given to alternating copolymers.
  • the anhydride groups of copolymer a) after the polymerization are completely or partially hydrolyzed and optionally neutralized. In one embodiment of the present invention, the anhydride groups of copolymer a) after the copolymerization are present as anhydride groups.
  • the molar ratios of copolymer used in accordance with the invention are
  • (D) 0 to 70 mol%, preferably 1 to 50 mol%, in each case based on copolymer, wherein the sum of (A), (B), (C) and (D) gives 100 mol%, and
  • a weight ratio of oligomer b) to copolymer a) is selected in the range from 1:10 to 100: 1, preferably from 1: 2 to 10: 1. In another embodiment, a weight ratio of oligomer (b) to copolymer a) is selected in the range from 1: 1 to 100: 1, preferably from 10: 1 to 50: 1.
  • copolymers a) used according to the invention and their mixtures with oligomer b) are described in the German patent applications with the file references DE 10353557.8, DE 10355402.5 and DE 10345094.7, to which reference is made in its entirety.
  • the copolymers a) of (A), (B) and optionally (C) and (D) used according to the invention have an average molecular weight M w in the range from 1000 g / mol to 50,000 g / mol, preferably 1,500 g / mol to 25,000 g / mol, determined, for example, by gel permeation chromatography using dimethylacetamide as solvent and polymethyl methacrylate as standard.
  • Copolymers a) of (A), (B) and optionally (C) and (D) and (E) used according to the invention may relate to (A), (B) and optionally (C) and (D) block copolymers, alternating copolymers or random copolymers, preference being given to alternating copolymers.
  • the polydispersity M w / M n of copolymers of (A), (B) and optionally (C) and (D) and (E) used according to the invention as copolymer a) is generally in the range from 1.1 to 20, preferably from 2 to 10.
  • copolymers of (A), (B) and optionally (C) and (D) and (E) used according to the invention as copolymer A) have K values according to Fikentscher in the range from 5 to 100, preferably 8 to 30 (measured according to H. Fikentscher at 25 0 C in cyclohexanone and a polymer concentration of 2 wt .-%).
  • copolymers a) used in accordance with the invention may comprise unpolymerized comonomer (B), for example in proportions of from 1 up to 50% by weight, based on the total weight of copolymer a).
  • the starting materials are (A), (B) and optionally (C) and (D ), which are preferably copolymerized with each other radically and optionally reacted with (E).
  • the reaction with (E) may, if desired, be carried out before, during and after the copolymerization. During or preferably after the copolymerization, it is possible to contact with water. But you can dispense with the contact with water for the production of copolymer used according to the invention a).
  • a free radical copolymerization of (A), (B) and optionally (C) and (D) is carried out first and then reacted with (E).
  • the radical copolymerization of (A), (B), and optionally (C) and (D) is carried out in the presence of the entire amount or proportions of the compound (E) to be used.
  • first (A) and optionally (D) are reacted with (E) and then free-radically copolymerized with (B) and optionally (C).
  • the total amount of (E) is calculated such that starting from a complete reaction of (E) and up to 50 mol%, preferably 1 to 30 mol%, particularly preferably 2 to 20 mol% (E), based on all carboxyl groups of the copolymer used.
  • all carboxyl groups contained in the polymer is understood as meaning those carboxyl groups of copolymerized comonomers (A) and optionally (D) which are present as anhydride, as C 1 -C 4 -alkyl ester or as carboxylic acid ,
  • the free-radical copolymerization is advantageously started by initiators, for example peroxides or hydroperoxides.
  • Suitable peroxides or hydroperoxides are di-tert-butyl peroxide, tert-butyl peroctoate, tert-butyl perpivalate, tert-butyl per-2-ethylhexanoate, tert-butyl permaleinate, tert-butyl perisobutyrate, benzoyl peroxide, diacetyl peroxide, succinic peroxide, p Chlorobenzoyl peroxide, dicyclohexyl peroxide dicarbonate, exemplified.
  • redox initiators is also suitable, for example combinations of hydrogen peroxide or sodium peroxodisulfate or one of the abovementioned peroxides with a reducing agent.
  • Suitable reducing agents are, for example, ascorbic acid, tartaric acid, Fe (II) salts such as FeSO 4 , sodium bisulfite, potassium bisulfite.
  • Suitable initiators are also azo compounds such as 2,2'-azobis (isobutyronitrile), 2,2'-azobis (2-methylpropionamidine) dihydrochloride and 2,2'-azobis (4-methoxy-2,4-dimethylvaleronitrile).
  • initiator is used in amounts of 0.1 to 20 wt .-%, preferably 0.2 to 15 wt .-%, calculated on the mass of all comonomers.
  • the copolymerization can be carried out in the presence or absence of solvents and precipitants.
  • solvents for the radical copolymerization are polar acid anhydride inert solvents such as e.g. Acetone, tetrahydrofuran and dioxane.
  • Suitable precipitants are, for example, toluene, ortho-xylene, meta-xylene and aliphatic hydrocarbons.
  • Suitable solvents are understood to mean substances which are inert under the conditions of the copolymerization and the esterification or amidation, in particular aliphatic and aromatic hydrocarbons such as, for example, cyclohexane, n-heptane, isododecane, benzene, toluene, ethylbenzene, xylene as isomer mixture, meta-xylene, ortho -xylene.
  • reaction with (E) without acidic catalyst or dispensed with the reaction with (E)
  • solvents selected from ketones such as acetone, methyl ethyl ketone, or cyclic or non-cyclic ethers such as tetrahydrofuran or di-n-butyl ether.
  • the copolymerization and optionally the reaction with (E) is preferably carried out in the absence of oxygen, for example in a nitrogen or argon atmosphere, preferably in a stream of nitrogen.
  • a mixture of (E) and (A) is added and initiator is added and simultaneously (B) and optionally (C) and (D). It is preferred to add (B) and optionally (C) and optionally (D) in the manner of a feed process.
  • a mixture of (E) and (A) is provided and initiator and simultaneously (B) and optionally (C) and (D) in the manner of a feed process, wherein initiator, (B) and optionally (C ) and (D) are each dissolved in (E).
  • a mixture of (E) and (A) is provided and gives initiator and (B), (C) and (D) in the manner of a feed process, wherein the feed rates of (B), (C) and (D) are chosen differently.
  • a mixture of (E) and (A) is provided and gives initiator and (B), (C) and (D) in the manner of a feed process, wherein the feed rates of (B), (C) and (D) are chosen the same.
  • (A) and, if appropriate, (D) are added and initiator and (B) and, if appropriate, (C) are added in the manner of a feed process and are then reacted with (E), if appropriate.
  • (A) is introduced and initiator, (B) and optionally (C) and (D) are added in the manner of a feed process and subsequently reacted with (E), if appropriate.
  • (A) and (B) are introduced, and initiator and, if appropriate, (C) are added in the manner of a feed process and are then reacted with (E), if appropriate.
  • (B) and optionally (C) and (D) are added and initiator and (A) added in the manner of a feed process and subsequently reacted with (E), if appropriate.
  • (B) and, if appropriate, (C) are added and initiator (A) and, if appropriate, (D) are added in the manner of a feed process and are then reacted with (E) if appropriate.
  • (B) and, if appropriate, (D) are added and initiator (A) and, if appropriate, (C) are added in the manner of a feed process and are then reacted with (E) if appropriate.
  • (A), (B) and optionally (C) and (E) are added, and initiator and (D) are added in the manner of a feed process.
  • (A), (B) and optionally (E) may also be presented in a solvent.
  • additional initiator is added during the addition of (B), (C) and optionally (D).
  • additional initiator is added during the addition of (A) and optionally (D).
  • the temperature for the copolymerization of (A), (B) and optionally (C) and (D) in the range of 80 to 300 0 C, preferably 90 to 200 0 C.
  • the pressure is for example in the range of 1 to 15 bar, preferably 1 to 10 bar.
  • regulators for example C 1 to C 4 -aldehydes, formic acid and compounds containing organic SH groups, such as 2-mercaptoethanol, 2-mercaptopropanol, mercaptoacetic acid, tert-butylmercaptan, n-dodecylmercaptan.
  • Polymerization regulators are generally used in amounts of from 0.1 to 10% by weight, based on the total mass of the comonomers used. Preference is given to working without the use of controllers.
  • polymerization inhibitor can be advantageously with (B) and optionally dosed (C) and (D). Suitable amounts of polymerization inhibitor are 0.01 to 1 wt .-%, preferably 0.05 to 0.5 wt .-%, calculated on the mass of all comonomers. The addition of polymerization inhibitor is particularly preferred when the copolymerization is carried out at temperatures above 80 ° C.
  • optionally (E) and optionally initiator can be allowed to react.
  • the duration of the free radical copolymerization is generally 1 to 12 hours, preferably 2 to 9 hours, particularly preferably 3 to 6 hours.
  • the duration of the reaction with (E) can be 1 to 12 hours, preferably 2 to 9 hours, particularly preferably 3 to 6 hours. If the preparation of (a) is carried out by copolymerizing (A), (B) and optionally (C) and (D) in the presence of the total amount of (E), the reaction time is from 1 to 12 hours in total , preferably 2 to 10 hours, more preferably 3 to 8.
  • catalysts in particular acidic catalysts such as e.g. Sulfuric acid, methanesulfonic acid, p-toluenesulfonic acid, n-dodecylbenzenesulfonic acid, hydrochloric acid or acidic ion exchangers.
  • reaction with (E) is carried out in the presence of an entraining agent which forms an azeotrope with water which may be formed during the reaction.
  • the further step of separating unreacted (E) from the copolymers produced can be dispensed with.
  • copolymers are used together with a certain percentage of unreacted (E) for the treatment of fibrous substrates.
  • copolymerization of (A), (B) and optionally (C) and (D) gives copolymers.
  • the resulting copolymers can be subjected to purification by conventional methods, for example, reprecipitation or extractive removal of unreacted monomers. If a solvent or precipitant has been used, it is possible to remove it after completion of the copolymerization, for example by distillation.
  • the copolymer prepared as described above can be contacted with water, specifically the amount of added water is calculated so as to obtain a dispersion according to the invention which has a water content in the range from 30 to 99.5% by weight. , Have based on the total mass of aids.
  • the water may still contain Bronsted acid or preferably Br ⁇ nsted base. Examples of Bronsted acids are sulfuric acid, hydrochloric acid, tartaric acid and citric acid.
  • Bnansted base examples include alkali metal hydroxides such as NaOH and KOH, alkali metal carbonates such as Na 2 CO 3 and K 2 CO 3 , alkali metal hydrogen carbonate such as NaHCO 3 and KHCO 3 , ammonia, amines such as trimethylamine, triethylamine, diethylamine, Ethanolamine, N, N-diethanolamine, N 1 N 1 N-triethanolamine, N-methylethanolamine.
  • concentration of Bronsted acid or preferably Bronsted base is generally from 1 to 20% by weight, based on the sum of water and Bronsted acid or water and Bronsted base.
  • the carboxylic anhydride groups present in the copolymer can be partially or completely hydrolyzed.
  • water which optionally Br ⁇ nsted acid or preferably Br0nsted base
  • sets of water wherein the water or, preferably, may contain Bronsted acid Br ⁇ nsted base, at 50 to 100 0 C before and are added by a feed method, if appropriate, at 50 to 120 0 C heated copolymer to.
  • copolymer at 50 to 120 0 C before and are added by a feed method the optionally up to 100 0 C was heated to 50 water, the water still Br ⁇ nsted acid or preferably Bronsted base may contain.
  • a mixture of water wherein the water may still contain Bronsted acid or preferably Bronsted base and nonionic surfactant, at 50 to 100 0 C before and gives in the manner of a feed optionally to 50 bis 120 0 C heated copolymer too.
  • Suitable nonionic surfactants are, for example, multiply, preferably 3 to 30 times, alkoxylated C 12 -C 30 alkanols.
  • copolymer at 50 to 120 0 C before and are added by a feed method the optionally 50 to 100 0 C heated mixture to water, said water still contain Bronsted acid or preferably Bronsted base and nonionic surfactant
  • a non-ionic surfactant is, for example, several times, preferably 3 to 30-fold alkoxylated Ci 2 -C 30 alkanol in question.
  • copolymers described above are usually in the form of aqueous dispersions or aqueous solutions or in bulk.
  • Aqueous dispersions and solutions of copolymers described above are also the subject of the present invention. From novel aqueous dispersions and solutions, copolymers according to the invention can be isolated by methods known per se to those skilled in the art, for example by evaporation of water or by spray-drying.
  • Copolymer a) is present in the compositions according to the invention in an amount of from 0.1 to 15% by weight, preferably from 1 to 10, particularly preferably from 2 to 6% by weight, based on the weight of the composition. If copolymer mixed with oligomer b) is present in the composition, the weight ratio of oligomer b) to copolymer a) in one embodiment of the invention is preferably from 1:10 to 3: 1, particularly preferably from 1: 5 to 2: 1 and most preferably from 1: 2 to 1, 5: 1.
  • the present invention relates to cosmetic compositions selected from the group of cosmetic and dermatological light stabilizers containing the aforementioned components a) and optionally b).
  • cosmetic or dermatological light stabilizers are cosmetic or dermatological compositions which contain at least one, preferably several, UV filter substances.
  • the cosmetic or dermatological sunscreens of this invention have a sun protection factor (SPF) of at least 4 (determined by the COLI PA method, see below).
  • Sun oils are usually mixtures of various oils with one or more light protection filters and perfume oils.
  • the oil components are selected according to different cosmetic properties. Oils that give good fat and soft feel, such as mineral oils (eg, paraffin oils) and fatty acid triglycerides (eg, peanut oil, sesame oil, avocado oil, medium chain triglycerides) are mixed with oils that promote dispersibility and retraction improve the sun oils into the skin, reduce the adhesion and permeate the oil film for air and water vapor (perspiration). chen. These include branched-chain fatty acid esters (eg isopropyl palmitate) and silicone oils (eg dimethylsilicone). When using oils based on unsaturated fatty acids antioxidants, eg.
  • Sun oils as anhydrous formulations usually contain no preservatives.
  • Sunmilk and creams are made as oil-in-water (O / W) emulsions and as water-in-oil (W / O) emulsions.
  • O / W emulsions are easily distributed on the skin, they are usually absorbed quickly and are almost always readily washable with water.
  • W / O emulsions are harder to rub in, they make the skin stronger and thus look a bit stickier, but on the other hand they better protect the skin from drying out.
  • W / O emulsions are mostly waterproof.
  • the emulsion base determines the degree of water resistance.
  • auxiliaries eg polymers
  • the basis of liquid and creamy O / W-Ernulsen resemble in their composition the usual emulsions in skin care. Sunmilk should sufficiently grease the skin dried up by sun, water and wind. They must not be sticky, as this is particularly uncomfortable in the heat and in contact with sand.
  • the light stabilizers are usually based on a carrier which contains at least one oil phase.
  • a carrier which contains at least one oil phase.
  • compositions based on water are also possible. Accordingly, oils, oil-in-water and water-in-oil emulsions, creams and pastes, lip balm sticks or fat-free gels are contemplated.
  • emulsions u.a. also O / W macroemulsions, O / W microemulsions or O / W / O emulsions having dispersed in surface-coated titanium dioxide particles in question, wherein the emulsions by phase inversion technology, according to DE-A-197 26 121 are available.
  • Usual cosmetic adjuncts which may be considered as additives are e.g. (Co) emulsifiers, fats and waxes, stabilizers, thickeners, biogenic agents, film formers, perfumes, dyes, pearlescers, preservatives, pigments, electrolytes (e.g., magnesium sulfate) and pH regulators.
  • (Co) emulsifiers e.g., (Co) emulsifiers, fats and waxes, stabilizers, thickeners, biogenic agents, film formers, perfumes, dyes, pearlescers, preservatives, pigments, electrolytes (e.g., magnesium sulfate) and pH regulators.
  • metal salts of fatty acids e.g. Magnesium, aluminum and / or zinc stearate can be used.
  • Biogenic active ingredients are, for example, plant extracts, protein hydrolysates and vitamin complexes.
  • Typical film formers are, for example, hydrocolloids such as chitosan, microcrystalline chitosan or quaternized chitosan, polyvinylpyrrolidone, vinylpyrrolidone-vinyl acetate copolymers, polymers of the acrylic acid series, quaternary cellulose derivatives and similar compounds.
  • hydrocolloids such as chitosan, microcrystalline chitosan or quaternized chitosan
  • polyvinylpyrrolidone vinylpyrrolidone-vinyl acetate copolymers
  • polymers of the acrylic acid series quaternary cellulose derivatives and similar compounds.
  • SPF Sun Protection Factor
  • MED minimum erythema dose
  • the test procedure begins with the determination of the individual UV sensitivity of the subjects by the irradiation of unprotected skin areas on the back.
  • Irradiation sources are solar simulators, usually equipped with xenon lamps: they provide a sun-like radiation in their spectrum, but of higher intensity and thus shorter irradiation times possible.
  • the MED U is determined by visual evaluation of the erythema in six areas of the skin.
  • test areas are again marked on the test person's back for the sun protection preparations to be applied. Each of these product areas is compared to an adjacent control area with untreated skin.
  • the intensity of irradiation is determined according to the sensitivity of the skin and the expected sun protection factor.
  • MED U and MED 9 are visually detected.
  • the resulting sun protection factors indicate the mean extension of the individual time to erythema that has been achieved by the application of the sunscreen preparation.
  • the COLI PA method is the method known to the expert, valid since 1997 throughout Europe, for the determination of the sun protection factor (UVB protection) of sun protection products.
  • the test procedure is standardized and standardized: the irradiation spectrum and the output power of the solar simulator intended for the test are precisely defined. In addition, the order quantity and the type of product application are specified.
  • the test method is independent of the skin type and the age of the test persons. According to the relevant statistics of the COLI PA method, with only ten test subjects, the examination of sun protection pro- be carried out.
  • the COLIPA method is a method that provides reproducible results with high reliability.
  • compositions according to the invention comprise oil-soluble and / or water-soluble UVA and / or UVB filters.
  • the sunscreen compositions contain substances which absorb UV radiation in the UVB range and substances which absorb UV radiation in the UVA range, the total amount of filter substances being e.g. From 0.1 to 30% by weight, preferably from 0.5 to 20% by weight, in particular from 1 to 15% by weight, based on the total weight of the compositions, in order to provide cosmetic compositions containing Protect skin from the entire area of ultraviolet radiation.
  • Most of the sunscreen agents in the human epidermis cosmetic or dermatological compositions consist of compounds which absorb UV light in the UV-B range.
  • the proportion of the UV-A absorbers to be used according to the invention is 10 to 90% by weight, preferably 20 to 50% by weight, based on the total amount of UV-B and UV-A absorbing substances.
  • UVB filters may be oil-soluble or water-soluble.
  • Advantageous UVB filter substances are, for example:
  • Benzimidazole sulphonic acid derivatives e.g. 2-phenylbenzimidazole-5-sulfonic acid and its salts - benzotriazole derivatives, e.g. 2,2'-methylenebis (6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) -phenol)
  • 4-aminobenzoic acid derivatives preferably (2-ethylhexyl) -4-dimethylaminobenzobenzoate, 4- (dimethylamino) benzoic acid amylate;
  • Esters of benzalmalonic acid preferably di (2-ethylhexyl) 4-methoxybenzalmalonate
  • esters of cinnamic acid preferably 4-Methoxyzi mtklare (2-ethylhexyl) ester, 4-Methoxyzimt yarnreisope ⁇ tylester;
  • benzophenone preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone;
  • idencampherderivate preferably 4-Methylbenzylidencampher, benzyl idencampher;
  • Triazine derivatives preferably 4,4 ', 4 "- (1SS-triazine-1-triylimino-tris-benzoic acid tris- (2-ethylhexylester) [INCI: diethylhexylbutamido triazines, UVA-Sorb® HEB (Sigma 3V) ] and 2.4 I 6-tris [anilino (p-carbo-2'-ethyl-1'-hexyloxy)] - l, 3,5-triazine [INCI: octyl Triazone, UVINUL ® T 150 (BASF)
  • water-soluble UVB filter substances to be used are, for example: - Sulfonic acid derivatives of 3-Benzylidencamphers, such as 4- (2-0xo-3-bomylidenemethyl) benzenesulfonic acid, 2-methyl-5- (2-oxo-3-bor ⁇ ylidenmethyl) sulfonic acid and salts thereof
  • U VA filters are, for example:
  • Dibenzoylmethane derivatives preferably 4-isopropyldibenzoylmethane, 4- (tert-butyl) -4'-methoxydibenzoylmethane
  • Benzoxazole derivatives for example the 2,4-bis [4- [5- (1, 1-dimethyl-propyl) benzoxazol-2-yl] phenylimino] -6 - [(2-ethyl-phenyl) imino] -1, 3,5-triazine (CAS no. 288254-1 6-0, Uvasorb K2A ® (3V Sigma))
  • Hydroxybenzophenones for example the 2- (4'-diethylamino-2'-hydroxybenzoyl) - benzoate (also: aminobenzophenone) (Uvinul A Plus ® (BASF))
  • compositions with further L) VA and / or UVB filters for example certain salicylic acid derivatives such as 4-isopropylbenzyl salicate, 2-ethylhexyl salicylate, octyl salicylate, homomenthyl salicylate.
  • the total amount of salicylic acid derivatives in the cosmetic or dermatological compositions is advantageously selected from the range of 0.1-15.0, preferably 0.3-10.0, weight percent, based on the total weight of the compositions.
  • a facedr according to the invention to be used advantageously sunscreen is ethylhexyl-2-cyano-3,3-diphenylacrylate (octocrylene, Uvinul ® N 539 (BASF)).
  • UV photoprotective filters suitable for use in the compositions according to the invention: For example, as UV photoprotective filters:
  • Polymeric or polymer-bound filter substances can also be used according to the invention.
  • Metal oxides such as titanium dioxide or zinc oxide are widely used in sunscreens. Their effect is based essentially on reflection, scattering and absorption of harmful UV radiation and depends essentially on the primary particle size of the metal oxides.
  • the cosmetic or dermatological compositions according to the invention may advantageously also comprise inorganic pigments based on metal oxides and / or other sparingly soluble or insoluble metal compounds selected from the group consisting of the oxides of zinc (ZnO), iron (eg Fe 2 O 3 ), zirconium (ZrO 2 ), silicon (SiO 2 ), manganese (eg MnO), aluminum (Al 2 O 3 ), cerium (eg Ce 2 O 3 ), mixed oxides of the corresponding metals and mixtures of such oxides.
  • pigments based on ZnO are present in coated form, ie they are treated on the surface. This surface treatment can be, for example, that the pigments are provided in a manner known per se, as described in DE-A-33 14 742, with a thin hydrophobic layer.
  • Suitable light stabilizers for use in the compositions of the invention are the compounds mentioned in EP-A 1 084 696 in paragraphs [0036] to [0053], to which reference is made in full at this point.
  • Suitable for use according to the invention are all UV photoprotective filters, which are mentioned in Appendix 7 (to ⁇ 3b) of the German Cosmetics Regulation under "Ultraviolet filters for cosmetic products”.
  • UV screening filters that can be used in the compositions of the invention is not exhaustive.
  • UV radiation can cause photochemical reactions, with the photochemical reaction products interfering with skin metabolism.
  • photochemical reaction products are free-radical compounds, for example hydroxy radicals.
  • Undefined radical photoproducts which are formed in the skin itself, can also show uncontrolled sequelae due to their high reactivity.
  • singlet oxygen a non-radical excited state of the oxygen molecule can occur under UV irradiation, as well as short-lived epoxides.
  • antioxidants and / or radical scavengers may additionally be incorporated into the cosmetic or dermatological formulations.
  • An additional content of antioxidants is generally preferred. According to the invention, all antioxidants which are suitable for cosmetically and / or dermatologically acceptable antioxidants can be used as antioxidants.
  • the antioxidants are selected from the group consisting of amino acids (eg glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (eg urocanic acid) and their derivatives, peptides such as D, L-carnosine, D-carnosine, L-carnosine and their derivatives (eg anserine), carotenoids, carotenes (eg ⁇ -carotene, ⁇ -carotene, ⁇ -lycopene) and their derivatives, chlorogenic acid and its derivatives, lipoic acid and its derivatives (eg dihydrolipoic acid), aurothioglucose, propylthiouracil and other thiols (eg thioredoxin, glutathione, cysteine, cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl, palmio
  • the amount of the aforementioned antioxidants (one or more compounds) in the emulsions is preferably 0.001 to 30% by weight, particularly preferably 0.05 to
  • vitamin E and / or its derivatives are the antioxidant (s), it is advantageous to provide them in concentrations of from 0.001 to 10% by weight, based on the total weight of the composition.
  • vitamin A or vitamin A derivatives, or carotenes or their derivatives are the antioxidant or antioxidants, it is advantageous to use them in concentrations of 0.001 to 10% by weight, based on the total weight of the composition.
  • compositions according to the invention preferably contain oils, fats and / or waxes.
  • Ingredients of the oil and / or fat phase of the compositions according to the invention are advantageously selected from the group of lecithins and fatty acid triglycerides, namely the triglycerol esters of saturated and / or unsaturated, branched and / or unbranched alkanecarboxylic acids having a chain length of 8 to 24, in particular 12 to 18 C atoms.
  • the fatty acid triglycerides can be advantageously selected from the group of synthetic, semi-synthetic and natural oils, such as e.g.
  • Further polar oil components can be selected from the group of esters of saturated and / or unsaturated, branched and / or unbranched alkanecarboxylic acids having a chain length of 3 to 30 carbon atoms and saturated and / or unsaturated, branched and / or unbranched alcohols having a chain length of 3 to 30 carbon atoms and from the group of esters of aromatic carboxylic acids and saturated and / or unsaturated, branched and / or unbranched alcohols having a chain length of 3 to 30 carbon atoms.
  • ester oils can then advantageously be chosen from the group isopropyl myristate, isopropyl palmitate, isopropyl stearate, isopropyl oleate, n-butyl stearate, n-hexyl laurate, n-decyl leatate, isooctyl stearate, isononyl stearate, isononyl isononanoate, 2-ethylhexyl palmitate, 2-ethylhexyl laurate, 2-hexyldecyl stearate, 2-octyl dodecyl palmitate, oleyl oleate, oleyl erucate, erucyl oleate, erucyl erucate dicaprylyl carbonate (Cetiol CC) and cocoglycerides (Myritol 331), butylene glycol dicaprylate / dicaprate and
  • one or more oil components can be advantageously selected from the group of branched and unbranched hydrocarbons and waxes, the SiI konöle, the dialkyl ethers, the group of saturated or unsaturated, branched or unbranched alcohols.
  • any mixtures of such oil and wax components are also advantageous to use in the context of the present invention. It may also be advantageous to use waxes, for example cetyl palmitate, as the sole lipid component of the oil phase.
  • the olefin component is advantageously selected from the group consisting of 2-ethylhexyl isostearate, octyldodecanol, isotridecyl isononanoate, isoeicosane, 2-ethylhexyl cocoate, C12-15-alkyl benzoate, caprylic capric acid triglyceride, dicaprylyl ether.
  • mixtures of C 12-15 -alkyl benzoate and 2-ethylhexyl isostearate mixtures of C 12-15 -alkyl benzoate and isotridecyl isononanoate are advantageous and mixtures of C12-15-alkyl benzoate, 2-ethylhexyl isostearate and isotridecyl isononanoate.
  • fatty acids triglycerides in particular soybean oil and / or almond oil, as oils having a polarity of from 5 to 50 mN / m.
  • oils having a polarity of from 5 to 50 mN / m.
  • paraffin oil, squalane and squalene are to be used advantageously in the context of the present invention.
  • the oil phase can advantageously be chosen from the group of Guerbet alcohols.
  • Guerbet alcohols are named after Marcel Guerbet, who first described their production. They arise according to the reaction equation
  • Guerbet alcohols Catalyst by oxidation of an alcohol to an aldehyde, by aldol condensation of the aldehyde, elimination of water from the aldol and hydrogenation of allyl aldehyde.
  • Guerbet alcohols are fluid even at low temperatures and cause virtually no skin irritation.
  • they can be used as greasing, overfatting and also moisturizing ingredients in cosmetic compositions.
  • Ri and R 2 are generally unbranched alkyl radicals.
  • the Guerbet alcohol or alcohols are selected from the group, where
  • Guerbet alcohols preferred according to the invention are 2-butyloctanol (for example as
  • Hexyl decanol for example as lsofol ® 14 (Condea) commercially available.
  • the oil component may further comprise a content of cyclic or linear silicone oils or consist entirely of such oils, although it is preferred to use an additional content of other oil phase components in addition to the silicone oil or silicone oils.
  • Low molecular weight silicones or silicone oils are generally defined by the following general formula
  • silicon atoms can be substituted with identical or different alkyl radicals and / or aryl radicals, which are here generalized by the radicals R 1 to R 4 .
  • the number of different radicals is not necessarily limited to 4, n may assume values of 3/2 to 20. Broken values for n take into account that odd numbers of siloxyl groups may be present in the cycle.
  • phenyltrimethicone is chosen as the silicone oil.
  • Other silicone oils for example dimethicone, hexamethylcyclo-tris-siloxane, phenyldimethicone, cyclomethicone (octamethylcyclotetrasiloxane), hexamethylcyclo-tris-siloxane, polydimethylsiloxane, polyisocyanate, ly (methylphenylsiloxane), cetyl dimethicone, behenoxydimethicone are to be used advantageously in the context of the present invention.
  • silicone oils of similar constitution as the compounds described above, whose organic side chains are derivatized, for example polyethoxylated and / or polypropoxylated.
  • silicone oils include, for example polysiloxane polyalkyl-polyether copolymers such as cetyl dimethicone copolyol.
  • cyclomethicone octamethylcyclotetrasiloxane is used as the silicone oil to be used according to the invention.
  • Fat and / or wax components which can advantageously be used according to the invention can be selected from the group of vegetable waxes, animal waxes, mineral waxes and petrochemical waxes.
  • Candelilla wax, carnauba wax, Japan wax, Esparto grass wax, cork wax, guaruma wax, rice germ oil wax, sugarcane wax, berry wax, ouricury wax, montan wax, jojoba wax, shea butter, beeswax, shellac wax, spermaceti, lanolin (wool wax), crepe fat, ceresin, ozokerite are advantageous, for example (Ground wax), paraffin waxes and micro waxes. Further advantageous fat and / or wax components are chemically modified
  • Waxes and synthetic waxes such as Syncrowax ® (glyceryl tribehenate), and Syncrowax ® AW 1 C (Ci 8 3 6 fatty acid) as well as Montanesterwachse, sasol waxes, hydrogenated jojoba waxes, such synthetic or modified beeswaxes (. B. dimethicone copolyol beeswax and / or C 30-5 -alkyl beeswax), cetyl ricinoleates leate such as Tegosoft ® CR, polyalkylene waxes, polyethylene glycol waxes, but also chemically modified fats such.
  • Hydrogenated vegetable oils for example hydrogenated castor oil and / or hydrogenated Cocosfettglyceride
  • triglycerides such as hydrogenated soy glyceride, trihydroxystearin, fatty acids, fatty acid esters and Gly kolester such as C 2O-4O -AI kylstearat, C 2 o- 4 o-Alkylhydroxystearoylstearat and / or glycol montanate.
  • Other advantageous compounds are certain organosilicon compounds which have similar physical properties to the abovementioned fatty and / or wax components, for example stearoxytrimethylsilane.
  • the fat and / or wax components can be used both individually and as a mixture in the compositions. Any mixtures of such oil and wax components are also advantageous to use in the context of the present invention.
  • the oil phase is selected from the group consisting of 2-ethylhexyl isostearate, octyldodanol, isotridecyl isononanoate, butylene glycol dicaprylate / dicaprate, 2-ethylhexyl cocoate, C 12-15 alkyl benzoate, caprylic capric acid triglyceride, dicaprylyl ether.
  • Particularly advantageous are mixtures of octyldodecanol, caprylic-capric acid triglyceride, dicaprylyl ether, dicaprylyl carbonate, cocoglycerides, or mixtures of C 2 - 1 5-alkyl benzoate and 2-ethylhexyl isostearate, mixtures of C 5 -alkyl 2- i and butylene glycol dicaprylate / dicaprate and mixtures of C 12-15 alkyl benzoate, 2-ethylhexyl isostearate and isotridecyl isononanoate.
  • hydrocarbons paraffin oil, cycloparaffin, squalane, squalene, hydrogenated polyisobutene or polydecene are to be used advantageously in the context of the present invention.
  • the oil component is also advantageously selected from the group of phospholipids.
  • the phospholipids are phosphoric acid esters of acylated glycerols.
  • the lecithins which are distinguished by the general structure
  • R 1 and R are typically unbranched aliphatic radicals having 15 or 17 carbon atoms and up to 4 cis double bonds.
  • compositions according to the invention optionally contain, in addition to the aforementioned substances, the substances customary in cosmetics or dermatology, for example perfumes, dyes, antimicrobial substances, lipid-replenishing agents, complexing and sequestering agents, pearlescing agents, plant extracts, vitamins, active substances, preservatives, bactericides, Pigments which have a coloring effect, surfactants, thickeners, softening, moisturizing and / or moisturizing substances, or other conventional constituents of a cosmetic or dermatological formulation, such as alcohols, polyols, polymers, organic pH-adjusting acids, foam stabilizers, electrolytes, organic solvents or silicone derivatives.
  • the substances customary in cosmetics or dermatology for example perfumes, dyes, antimicrobial substances, lipid-replenishing agents, complexing and sequestering agents, pearlescing agents, plant extracts, vitamins, active substances, preservatives, bactericides, Pigments which have a coloring effect, surfactants, thickeners, soften
  • the cosmetic or dermatological composition is a solution or emulsion or dispersion, it is possible to use as solvent:
  • Oils such as triglycerides of capric or capric acid, but preferably castor oil
  • Fats, waxes and other natural and synthetic fats preferably esters of fatty acids with lower C-number alcohols, e.g. with isopropanol, propylene glycol or glycerol, or esters of fatty alcohols with alkanoic acids of low C number or with fatty acids;
  • Alcohols, diols or polyols of low C number, and their ethers preferably ethanol, isopropanol, propylene glycol, glycerol, ethylene glycol, Ethylengiykolmonoethyl- or -monobutylether, propylene glycol monomethyl, -monoethyl- or -monobutylether, diethylene glycol monomethyl or -monoethylether and analogous products ,
  • mixtures of the abovementioned solvents are used.
  • alcoholic solvents water can be another ingredient.
  • compositions of the invention may contain surfactants.
  • surfactants are, for example:
  • organophosphate and salts such as DEA oleth-10 phosphate and dilaureth-4 phosphate, - alkylsulfonates, for example sodium, sodium C 12-I4 olefin sulfonate, sodium lauryl sulfoacetate and magnesium PEG-3 cocamide sulfate,
  • Carboxylic acids and derivatives such as, for example, lauric acid, aluminum stearate, magnesium alkoxide and zinc undecylenate, ester carboxylic acids, for example calcium stearyl lactylate, laureth-6 citrate and sodium PEG-4 lauramide carboxylate, esters which are obtained by esterification of carboxylic acids with ethylene oxide, glycerol, sorbitan or other alcohols are formed,
  • Ethers for example ethoxylated alcohols, ethoxylated lanolin, ethoxylated polysiloxanes, propoxylated POE ethers and alkyl polyglycosides such as lauryl glucoside, decyl glycoside and cocoglycoside.
  • polysorbates can be incorporated into the composition.
  • advantageous polysorbates are the
  • compositions also contain conditioning agents.
  • Conditioning agents which are preferred according to the invention are, for example, all compounds which are described in the International Cosmetic Ingredient Dictionary and Handbook (Volume 4, publisher: RC Pepe, JA Wenninger, GN McEwen, The Cosmetic, Dental and Fragrance Association, 9th edition, 2002) under Section 4 are listed under the headings Hair Co ⁇ ditioning Agents, Humectants, Skin-Conditioning Agents, Skin- Conditioning Agents-Emollient, Skin-Conditioning Agents-Humectant, Skin- Conditioning Agents-Miscellaneous, Skin-Conditioning Agents-Occlusive and Skin Protects all compounds listed in EP-A 934 956 (p.11-13) under "water-soluble conditioning agent” and "oil-soluble conditioning agent.”
  • Further advantageous conditioning agents are, for example, the compounds designated as polyquaternium according to INCI (in particular polyquaternium 1 to Polyquaternium-56). Suitable conditioning agents include, for example, polymers quaternary ammonium compounds, cationic cellulose derivatives and polys
  • guar hydroxypropylammonium eg Jaguar Excel ®, Jaguar C 162 ® (Rhodia), CAS 65497-29-2, CAS 39421-75-5.
  • non-ionic poly N-vinylpyrrolidone / polyvinyl acetate copolymers eg Lu viskol ® VA 64 (BASF)
  • anionic acrylate copolymers eg Luviflex soft ® (BASF)
  • amphoteric amide / acrylate / methacrylate copolymers for example, Amphomer ® (National Starch)
  • Amphomer ® National Starch
  • An addition of powder raw materials can be generally advantageous. Particularly preferred is the use of talc.
  • compositions of the invention optionally contain ethoxylated oils selected from the group of ethoxylated glycerol fatty acid esters, more preferably PEG-10 olive oil glycerides, PEG-11 avocado oil glycerides, PEG-11 cocoa butter glycerides, PEG-13 sunflower oil glycerides, PEG-15 glyceryl isostearate, PEG-9 coconut fatty acid glycerides , PEG-54 Hydrogenated Castor Oil, PEG-7 Hydrogenated Castor Oil, PEG-60 Hydrogenated Castor Oil, Jojoba Oil Ethoxylate (PEG-26 Jojoba Grease Acids, PEG-26 Jojoba Alcohol), Glycereth-5 Cocoate, PEG-9 Coconut Fatty Acid Glycerides, PEG-7 Glyceryl cocoate, PEG-45 palm oil glycerides, PEG-35 castor oil, olive oil PEG-7 ester, PEG-6 caprylic acid / capric acid glycerides, PEG-10 olive
  • Preferred ethoxylated oils are PEG-7 glyceryl cocoate, PEG-9 coconut glycerides, PEG-40 hydrogenated castor oil, PEG-200 hydrogenated glyceryl palmat.
  • Ethoxylated glycerol fatty acid esters are used in aqueous cleaning formulations for various purposes.
  • Low ethoxylated glycerol fatty acid esters (3-12 ethylene oxide units) are usually used as a moisturizer to improve the skin feel after drying, glycerol fatty acid esters with a degree of ethoxylation of about 30-50 serve as solubilizers for non-polar substances such as perfume oils.
  • Highly ethoxylated glycerol fatty acid esters are used as thickeners. All these substances have in common that they produce on the skin when used in dilution with water, a special skin feel.
  • the active ingredients can be advantageously selected from the group consisting of acetylsalicylic acid, atropine, azulene, hydrocortisone and its derivatives, for.
  • B. hydrocortisone 17-valerate vitamins of the B and D series, especially vitamin B1, vitamin B12, vitamin D, vitamin A or its derivatives such as retinyl palmitate, vitamin E or its derivatives such.
  • vitamin C and its derivatives such as e.g. Ascorbyl glucoside but also niacinamide, panthenol, bisabolol, polydocanol, unsaturated fatty acids, e.g. the essential fatty acids (commonly referred to as vitamin F), in particular ⁇ -linolenic acid, oleic acid, eicosapentaenoic acid, docosahexaenoic acid and its derivatives, chloramphenicol, caffeine, prostaglandins, thymol, camphor, squalene, extracts or other vegetable and animal origin, z.
  • vitamin F unsaturated fatty acids
  • ⁇ -linolenic acid e.g. the essential fatty acids (commonly referred to as vitamin F)
  • oleic acid eicosapentaenoic acid
  • docosahexaenoic acid and its derivatives chloramphenicol, caffeine, prostaglandins
  • ceramides and ceramide-like compounds frankincense extract, green tea extract, water extract, licorice extract, witch hazel, antidandruff active ingredients (eg, selenium disulfide, zinc pyrithione, piroctone, olamine, climbazole, octopirox, polydocanol and their combinatines) complexing agents such as those from ⁇ -oryzanol and calcium salts such as calcium panthotenate, calcium chloride, calcium acetate.
  • antidandruff active ingredients eg, selenium disulfide, zinc pyrithione, piroctone, olamine, climbazole, octopirox, polydocanol and their combinatines
  • complexing agents such as those from ⁇ -oryzanol and calcium salts such as calcium panthotenate, calcium chloride, calcium acetate.
  • the active ingredients from the group of emollients advantageous, for example PurCellin, Eucerit ® and Neocerit® ®.
  • the active ingredient (s) are furthermore advantageously selected from the group of NO synthase inhibitors, in particular when the compositions according to the invention are to be used for the treatment and prophylaxis of the symptoms of intrinsic and / or extrinsic skin aging and for the treatment and prophylaxis of the harmful effects of ultraviolet radiation on the skin , Preferred NO synthase inhibitor is nitroarginine.
  • the active substance or substances are selected from the group comprising catechins and bile acid esters of catechins and aqueous or organic extracts from plants or plant parts which have a content of catechins or bile Acid esters of catechins, such as the leaves of the plant family Theaceae, in particular the species Camellia sinensis (green tea). Particularly advantageous are their typical ingredients (eg polyphenols or catechins, caffeine, vitamins, sugars, minerals, amino acids, lipids).
  • Catechins represent a group of compounds which are to be regarded as hydrogenated flavones or anthocyanidins and derivatives of "catechin” (catechol, 3,3 ', 4', 5J-Fiavanpentaol, 2- (3,4-dihydroxyphenyl) chroman-3
  • epicatec chin ((2R, 3R) -3,3 1 , 4 ', 5,7-flavanpentaol) is an advantageous active ingredient in the sense of the present invention.
  • herbal extracts containing catechins especially extracts of green tea, such as. B. extracts from leaves of the plants of the species Camellia spec, especially the teas Camellia sinenis, C. assamica, C. taliensis and C. inawadiensis and crosses of these with, for example, Camellia japonica.
  • active substances are polyphenols or catechins from the group (-) - catechin, (+) - catechin, (-) - catechin gallate, (-) - gallocatechin gallate, (+) - epicatechin, (-) - epicatechin, (-) Epicatechin gallate, (-) - epigallocatechin, (-) - epigallocatechin gallate.
  • Flavon and its derivatives are also advantageous active substances in the sense of the present invention.
  • flavones usually occur in glycosidated form.
  • the flavonoids are preferably selected from the group of substances of the general formula
  • Z 1 to Z 7 independently of one another, are selected from the group consisting of H, OH, alkoxy and hydroxyalkoxy, where the alkoxy or hydroxyalkoxy groups may be branched and unbranched and have 1 to 18 C atoms, and where GIy is selected from the group of mono- and Oligoglycosidreste.
  • the flavonoids can also be chosen advantageously from the group of substances of the general formula
  • Z 1 to Z 6 are independently selected from the group H 1 OH, alkoxy and hydroxyalkoxy, where the alkoxy or hydroxyalkoxy groups can be branched and unbranched and have 1 to 18 C atoms, and wherein GIy is selected from the group of mono- and Oligoglycosidreste.
  • such structures can be selected from the group of substances of the general formula
  • Z 1 to Z 6 independently of one another as mentioned above and GIy 1 , GIy 2 and GIy 3 independently represent monoglycoside or Oligoglycosidreste.
  • GIy 2 or GIy 3 can also individually or together represent hydrogen atom saturation.
  • GIy 1 , GIy 2 and GIy 3 are independently selected from the group of hexosyl radicals, in particular the rhamnosyl radicals and glucosyl radicals.
  • hexosyl radicals for example allosyl, altrosyl, galactosyl, gulosyl, idosyl, manosyl and talosyl, may also be advantageous to use. It may also be advantageous according to the invention to use pentosyl radicals.
  • Z 1 to Z 5 are independently selected from the group H, OH, methoxy, ethoxy and 2-hydroxyethoxy, and the flavone glycosides correspond to the general structural formula
  • the flavone glycosides are selected from the group represented by the following structure.
  • GIy 1 , GIy 2 and GIy 3 are independently monoglycoside or oligoglycoside residues. Gly 2 or Gly 3 can also individually or jointly represent hydrogen saturation saturations.
  • Glyi, Gly 2 and Gly 3 are preferably selected independently of one another from the group of the hexosyl radicals, in particular the rhamnosyl radicals and glucosyl radicals.
  • hexosyl radicals for example allosyl, altrosyl, galactosyl, gulosyl, idosyl, mannosyl and talosyl, may also be advantageous to use.
  • the flavone glycoside (s) from the group ⁇ -glucosylrutin, ⁇ -glucosylmyricetin, ⁇ -glucosylisoquercitrin, ⁇ -glucosylisoquercetin and ⁇ -glucosylquercitrin.
  • the active ingredients can also be very are advantageously selected from the group of hydrophilic active ingredients, in particular from the following group: ⁇ -hydroxy acids such as lactic acid or salicylic acid or salts thereof such as lactate, Ca lactate, TE ⁇ A lactate, urea, allantoin, serine, sorbitol, glycerol, Milk proteins, panthenol, chitosan.
  • ⁇ -hydroxy acids such as lactic acid or salicylic acid or salts thereof such as lactate, Ca lactate, TE ⁇ A lactate, urea
  • allantoin serine
  • sorbitol glycerol
  • Milk proteins panthenol, chitosan.
  • the list of active substances or combinations of active substances which can be used in the compositions according to the invention should of course not be limiting.
  • the active substances can be used individually or in any desired combinations with one another.
  • the amount of such active ingredients (one or more compounds) in the compositions according to the invention is preferably 0.001 to 30 wt .-%, particularly preferably 0.05 to 20 wt .-%, in particular 1 to 10 wt .-%, based on the Total weight of the composition.
  • compositions of the invention may advantageously contain one or more preservatives.
  • Advantageous preservatives for the purposes of the present invention are, for example, formaldehyde donors (such as, for example, DMDM Hydan- toin which is commercially available, for example under the trade name Glydant ® (Lonza)), Jodopropylbutylcarbamate (eg Glycacil-L ®, Glycacil-S ® (Lonza ) Dekaben ® LMB (Jan Dekker)), parabens (p-hydroxybenzoic acid alkyl ester such as methyl, ethyl, propyl and / or butyl paraben), Dehydroacetic Acid (Euxyl® re K 702 (Schulke & Mayr), phenoxyethanol, ethanol, Benzoeklasted
  • so-called preservative aids are also used, such as, for example, octoxyglycerol, g
  • Preservatives or preservatives which are common in cosmetics are also advantageous, such as dibromodicyanobutane (2-bromo-2-bromomethylglutarodinitrile), phenoxyethanol, 3-iodo-2-propynyl butyl carbamate, 2-bromo-2-nitropropane-1,3-diol, imidazolidinyl urea, 5-chloro-2-methyl-4-isothiazolin-3-one, 2-chloroacetamide, benzalkonium chloride, benzyl alcohol, salicylic acid and salicylates.
  • dibromodicyanobutane (2-bromo-2-bromomethylglutarodinitrile)
  • phenoxyethanol 3-iodo-2-propynyl butyl carbamate
  • 2-bromo-2-nitropropane-1,3-diol imidazolidinyl urea
  • preservatives used are iodopropyl butylcarbamates, parabens (methyl, ethyl, propyl and / or butylparaben) and / or phenoxyethanol.
  • the preservative (s) are contained in a total concentration of at most 2, preferably at most 1, 5 and particularly preferably at most 1% by weight, based on the total weight of the composition.
  • compositions according to the invention additionally contain emulsifiers.
  • emulsifiers are preferably known W / O- and in addition also O ⁇ / emulsifiers such as polyglycerol esters, sorbitan tanester or partially esterified glycerides into consideration.
  • Typical examples of fats are glycerides; Beeswax, paraffin wax or microwaxes, optionally in combination with hydrophilic waxes, may be mentioned as waxes.
  • Suitable emulsifiers include nonionic surfactants from at least one of the following groups: (1) addition products of 2 to 30 moles of ethylene oxide and / or 0 to 5 moles of propylene oxide with linear fatty alcohols having 8 to 22 carbon atoms, fatty acids with 12 to 22 C atoms and alkylphenols having 8 to 15 C atoms in the alkyl group; (2) C12 / 18 fatty acid mono- and diesters of addition products of 1 to 30 moles of ethylene oxide with glycerol;
  • alkyl mono- and oligoglycosides having 8 to 22 carbon atoms in the alkyl group and their ethoxylated analogs
  • polyol and especially polyglycerol esters e.g. Polyglycerol polyricinoleate, polyglycerol poly-12-hydroxy stearate or polyglycerol dimerate. Also suitable are mixtures of compounds of several of these classes of substances;
  • C 8 to C 18 alkyl mono- and oligoglycosides their preparation and their use are known from the prior art. They are prepared in particular by reacting glucose or oligosaccharides with primary alcohols having 8 to 18 carbon atoms.
  • the glycoside ester both monoglycosides in which a cyclic sugar moiety is glycosidically linked to the fatty acyl moiety and oligomeric glycosides having a degree of oligomerization of preferably about 8 are suitable.
  • the degree of oligomerization is a statistical mean, which is based on a homolog distribution typical for such technical products.
  • zwitterionic surfactants can be used as emulsifiers.
  • Zwitterionic surfactants are surface-active compounds which carry at least one quaternary ammonium group and at least one carboxylate and / or one sulfonate group in the molecule.
  • Particularly suitable zwitterionic surfactants are the so-called betaines, such as the N-alkyl-N, N-dimethylammonium glycinates, for example the Kokosalkyldimethylammoniumglyci- nat, N-acylaminopropyl-N, N-dimethylammoniumglycinate, for example, the Kokosa- cylaminopropyldimethylammoniumglycinat, and 2-alkyl-3-carboxylmethyl -3- hydroxyethylimidazolines having in each case 8 to 18 carbon atoms in the alkyl or acyl group and Kokosacylaminoethylhydroxyethylcarboxy methylglycinat.
  • betaines such as the N-alkyl-N, N-dimethylammonium glycinates, for example the Kokosalkyldimethylammoniumglyci- nat, N-acylaminopropy
  • ampholytic surfactants are understood as meaning those surface-active compounds which, apart from a C 8 to C 18 -alkyl or -acyl group in the molecule, contain at least one free amino group and at least one -COOH and / or -SO 3 H group and are capable of forming internal salts .
  • suitable ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each having about 8 to 18 C atoms in the alkyl group
  • quaternary emulsifiers are also suitable, with those of the esterquat type, preferably methyl-quaternized difatty acid triethanolamine ester salts, being particularly preferred.
  • the cosmetic compositions may contain perfume oils.
  • perfume oils for example, mixtures of natural and synthetic fragrances may be mentioned.
  • Natural fragrances are extracts of flowers (lily, lavender, rose, jasmine, neroli, ylang-ylang), stems and leaves (geranium, patchouli, petitgrain), fruits (aniseed, coriander, caraway, juniper), fruit peel (bergamot, Lemon, orange), roots (macis, angelica, celery, cardamom, costus, iris, calmus), woods (pine, sandal, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage, thyme ), Needles and twigs (spruce, fir, pine, pines), resins and balsams (galbanum, elemi, benzoin, myrrh, olibanum, opoponax).
  • Typical synthetic fragrance compounds are ester type products, ethers, aldehydes, ketones, alcohols and hydrocarbons. Fragrance compounds of the ester type are, for example, benzyl acetate, phenoxyethyl isobutyrate, 4-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinyl acetate, phenylethyl acetate, linalyl benzoate, benzyl formate, ethylmethylphenylglycinate, allylcyclohexylpropionate, styrallylpropionate and benzylsalicylate.
  • the ethers include, for example, benzyl ethyl ether, to the aldehydes, for example, the linear alkanals having 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamen aldehyde, hydroxycitronel IaI, lilial and bourgeonate, to the ketones such as the ionones, cc-lsomethylionen and Me - Thylcedrylketon, the alcohols include anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terioneol, the hydrocarbons include mainly the terpenes and balsams.
  • fragrance oils are suitable as perfume oils, eg sage oil, camomile oil, clove oil, meissen oil, mint oil, cinnamon oil, lime blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil, labolanum oil and lavandin oil.
  • bergamot oil dihydromyrcenol, lilial, lyral, citronellol, phenylethyl alcohol, ⁇ -hexylcinnamaldehyde, geraniol, benzyl acetone, cyclamen aldehyde, linalool, Boisambrene ® Forte, Ambroxan, indole, hedione, Sandelice, lemon oil, mandarin oil, orange oil, allyl amyl glycolate, Cyclover- tal, lavandin oil, muscatel sage oil, beta-damascone, geranium oil bourbon, cyclohexyl salicylate, Vertofix ® Coeur, Iso-e-Super ®, ® Fixolide NP, Evernyl, Iraldein gamma, lessigklare phenylene, geranyl acetate, benzyl acetate
  • Dyes which may be used are the substances which are suitable and approved for cosmetic purposes, as compiled, for example, in the publication "Cosmetic Dyes” of the Dye Commission of the Irish Klastician, published by Verlag Chemie, Weinheim, 1984. These dyes are usually used in concentrations of 0.001 to 0.1 wt .-%, based on the total mixture.
  • the compositions according to the invention contain at least one pigment.
  • the pigments are present in undissolved form in the product composition and may be present in an amount of from 0.01 to 25% by weight, particularly preferably from 5 to 15% by weight.
  • the preferred particle size is 1 to 200 .mu.m, in particular 3 to 150 .mu.m, particularly preferably 10 to 100 .mu.m.
  • the pigments are practically insoluble colorants in the application medium and can be inorganic or organic. Also inorganic-organic mixed pigments are possible. Preference is given to inorganic pigments.
  • the advantage of inorganic pigments is their excellent light, weather and temperature resistance.
  • the inorganic pigments may be of natural origin, for example produced from chalk, ocher, umber, green earth, fired Terra di Siena or graphite.
  • the pigments may be white pigments such as titanium dioxide or zinc oxide, black pigments such as iron oxide black, colored pigments such as ultramarine or iron oxide red, luster pigments, metal effect pigments, pearlescent pigments and fluorescence or phosphorescent pigments, preferably at least one pigment is colored, non-white pigment.
  • Suitable are metal oxides, hydroxides and oxide hydrates, mixed phase pigments, sulfur-containing silicates, metal sulfides, complex metal cyanides, metal sulfates, chromates and molybdates and the metals themselves (bronze pigments).
  • Titanium dioxide (Cl 77891), black iron oxide (Cl 77499), yellow iron oxide (Cl 77492), red and brown iron oxide (Cl 77491), manganese violet (Cl 77742), ultramarines (sodium aluminum sulfosilicates, Cl 77007, Pigment Blue 29), chromium oxide hydrate (C177289), iron blue (Ferric Ferro-Cyanide, CI7751 0), Carmine (Cochineal).
  • pearlescent and color pigments based on mica or mica which are coated with a metal oxide or a metal oxychloride, such as titanium dioxide or bismuth chloride, and optionally other coloring substances, such as iron oxides, iron blue, ultramarines, carmines, etc., and the color can be modified by varying Layer thickness can be determined.
  • a metal oxide or a metal oxychloride such as titanium dioxide or bismuth chloride
  • other coloring substances such as iron oxides, iron blue, ultramarines, carmines, etc.
  • Such pigments are sold, for example under the trade names Rona ®, Colorona ®, Dichrona and Timiron ® ® (Merck).
  • Organic pigments include, for example, the natural pigments sepia, cambogia, bone charcoal, Kasseler brown, indigo, chlorophyll and other plant pigments.
  • Synthetic organic pigments include azo pigments, anthraquinoids, indigoids, dioxazine, quinacridone, phthalocyanine, isoindolinone, perylene and perinone, metal complex, alkali blue and diketopyrrolopyrrole pigments.
  • the composition according to the invention contains from 0.01 to 10, particularly preferably from 0.05 to 5,% by weight of at least one particulate substance.
  • Suitable substances are, for example, substances which are solid at room temperature (25 ° C.) and in the form of particles. Suitable examples are silica, silicates, aluminates, clays, mica, salts, in particular inorganic metal salts, metal oxides, for example titanium dioxide, minerals and polymer particles.
  • the particles are present in the agent undissolved, preferably stably dispersed form and can be deposited in solid form after application to the application surface and evaporation of the solvent.
  • Preferred particulate substances are silica (silica gel, silica) and metal salts, in particular inorganic metal salts, with silica being particularly preferred.
  • Metal salts are e.g. Alkali or alkaline earth halides such as sodium chloride or potassium chloride; Alkali or alkaline earth sulfates such as sodium sulfate or magnesium sulfate.
  • pearlescing Agents are, for example: alkylene glycol esters, special ethylene glycol disterate; Fatty acid alkanolamides, especially coconut fatty acid diethanoamide; Partial glycerides, especially stearic acid monoglyceride; Esters of polybasic, optionally hydroxy-substituted carboxylic acids with fatty alcohols having 6 to 22 carbon atoms, especially long-chain esters of tartaric acid; Fatty substances, such as, for example, fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers and fatty carbonates, which in total have at least 24 carbon atoms, especially laurone and distearyl ether; Fatty acids such as stearic acid, hydroxystearic acid or behenic acid, ring-opening products of olefin epoxides having 12 to 22 carbon atoms with fatty alcohols having 12 to 22 carbon atoms and / or polyols having 2
  • Suitable thickeners for the compositions according to the invention are crosslinked polyacrylic acids and their derivatives, polysaccharides such as xanthan gum, guar-guar, agar-agar, alginates or tyloses, cellulose derivatives, eg. As carboxymethylcellulose or hydroxycarboxymethylcellulose, also higher molecular weight polyethylene glycol mono- and diesters of fatty acids, fatty alcohols, monoglycerides and fatty acids, polyvinyl alcohol and polyvinylpyrrolidone.
  • polysaccharides such as xanthan gum, guar-guar, agar-agar, alginates or tyloses
  • cellulose derivatives eg. As carboxymethylcellulose or hydroxycarboxymethylcellulose, also higher molecular weight polyethylene glycol mono- and diesters of fatty acids, fatty alcohols, monoglycerides and fatty acids, polyvinyl alcohol and polyvinylpyrrolidone.
  • Suitable thickeners are also polyacrylates such as Carbopol ® (Noveon), Ultrez ® (Noveon), Luvigel EM ® (BASF), Capigel ® 98 (Seppic), Synthalens ® (Sigma), the Aculyn ® -. Trademarks of Rohm and Haas as Aculyn ® 22 (copolymer of acrylates and methacrylic acid with stearyl (20 EO units)) and Aculyn ® 28 (copolymer of acrylates and methacrylic acid with behenyl (25 EO units)). Particularly preferred thickening agents for the preparation of gels are ® Ultrez 21, Aculyn ® 28, Luvigel EM ® and Capigel ® 98th
  • Suitable thickeners are, for example, Aerosil types (hydrophilic silicas), polyacrylamides, polyvinyl alcohol and polyvinylpyrrolidone, Tehside such as ethoxylated fatty acid glycerides, esters of fatty acids with polyols such as For example, pentaerythritol or trimethylolpropane, fatty alcohol ethoxylates with narrow homolog distribution or Alkyloligoglucoside and electrolytes such as sodium chloride and ammonium chloride.
  • Aerosil types hydrophilic silicas
  • polyacrylamides polyvinyl alcohol and polyvinylpyrrolidone
  • Tehside such as ethoxylated fatty acid glycerides
  • esters of fatty acids with polyols such as For example, pentaerythritol or trimethylolpropane
  • fatty alcohol ethoxylates with narrow homolog distribution or Alkyloligoglucoside and electrolytes
  • antimicrobial agents can also be used. These generally include all suitable preservatives having specific activity against Gram-positive bacteria, e.g. Triclosan (2,4,4'-trichloro-2'-hydroxydiphenyl ether), chlorhexidine (1,1'-hexamethylenebis [5- (4-chlorophenyl) biguanide), and TTC (3,4,4'-trichlorocarbanilide). Quaternary ammonium compounds are also suitable in principle. Also numerous fragrances have antimicrobial properties. Also, a large number of essential oils or their characteristic ingredients such. Clove oil (eugenol), mint oil (menthol) or thyme oil (thymol), show a pronounced antimicrobial activity. The antibacterial substances are usually used in concentrations of about 0.1 to 0.3 wt .-%.
  • compositions of the invention may further contain glitter and / or other effect substances (e.g., color streaks).
  • compositions of the invention may further contain additional polymers.
  • Suitable polymers are, for example, cationic polymers with the name Polyquater- nium according to INCI, for example, copolymers of vinylpyrrolidone / N-vinylimidazolium salts (Luviquat ® FC, Luviquat ® HM, Luviquat ® MS, Luviquat ® Care, Luviquat ® Ultra Care), copolymers of N-vinylpyrrolidone / dimethylaminoethyl methacrylate, quaternized (11 Luviquat ® PQ) with diethyl sulfate, a copolymer of N-vinylcaprolactam / N-vinylpyrrolidone / N-vinylimidazolium salts (Luviquat Hold ®); cationic cellulose derivatives (polyquaternium-4 and -10), acrylamidocopolymers (polyquaternium-7) and chitosan.
  • Suitable cationic (quaternized) polymers are also Merquat ® (polymer based on dimethyldiallylammonium chloride), Gafquat ® (quaternary polymers which are formed by reaction of polyvinylpyrrolidone with quaternary ammonium compounds), Polymer JR (hydroxyethylcellulose with cationic groups) and cationic polymers based on plants, For example, guar polymers, such as the Jaguar ® brands Fa. Rhodia.
  • polystyrene resins are also neutral polymers, such as polyvinylpyrrolidones, copolymers of N-vinylpyrrolidone and vinyl acetate and / or vinyl propionate and / or stearyl (meth) acrylate, polysiloxanes, polyvinylcaprolactam and other copolymers N-vinylpyrrolidone, polyethyleneimines and their salts, polyvinylamines and their salts, cellulose derivatives, polyaspartic acid salts and derivatives.
  • Luviflex® ® Swing partially hydrolyzed copolymer of polyvinyl acetate and Polyethylengly- kol, Messrs.
  • Suitable polymers are also those described in WO 03/092640, in particular those described as Examples 1 to 50 (Table 1, page 40 et seq.) And Examples 51 to 65 (Table 2, page 43) described (meth) Acryl Acidcopolymere, to the this site is fully incorporated by reference.
  • Suitable polymers are also nonionic, water-soluble or wasserdispergierba- re polymers or oligomers, such Poiyvinylcaprolactam, including Luviskol Plus ® (BASF), or polyvinyl pyrrolidone and their copolymers, in particular with Vinylestern such as vinyl acetate, for example, Luviskol ® VA 37 (BASF); Polyamides, for example based on itaconic acid and aliphatic diamines, as described, for example, in DE-A-43 33 238.
  • Suitable polymers are also amphoteric or zwitterionic polymers, such as those available under the names Amphomer ® (National Starch) Octylacryla- mid / methyl methacrylate / tert-Butylaminoethylmethacryla ⁇ -hydroxypropylmethacrylat- copolymers and zwitterionic polymers, as described for example in German patent applications DE 39 29 973, DE 21 50 557, DE 28 17 369 and DE 37 08 451 are disclosed.
  • Methacryic acid copolymers and their alkali and ammonium salts are preferred zwitterionic polymers.
  • Further suitable zwitterionic polymers are methacroylethylbetaine / methacrylate copolymers to which are obtainable under the name Amersette® ® (AMERCHOL), and copolymers of hydroxyethyl methacrylate, methyl methacrylate, N, N-dimethylaminoethyl methacrylate and acrylic acid (Jordanian pon ®).
  • Suitable polymers are also nonionic, siloxane-containing, water soluble or dispersible polymers, for example, polyether siloxanes, such as Tegopren ® (Fa. Goldschmidt) or Belsil ® (Fa. Wacker). Also suitable are biopolymers, ie polymers which are obtained from naturally renewable raw materials and are composed of natural monomer building blocks, for example cellulose derivatives, chitin, chitosan, DNA, hyaluronic acid and RNA derivatives.
  • polyether siloxanes such as Tegopren ® (Fa. Goldschmidt) or Belsil ® (Fa. Wacker).
  • biopolymers ie polymers which are obtained from naturally renewable raw materials and are composed of natural monomer building blocks, for example cellulose derivatives, chitin, chitosan, DNA, hyaluronic acid and RNA derivatives.
  • compositions according to the invention comprise at least one further water-soluble polymer, in particular chitosans (poly (D-glucosamine)) of different molecular weight and / or chitosan derivatives.
  • chitosans poly (D-glucosamine)
  • Anionic polymers Further suitable polymers for the compositions according to the invention are copolymers containing carboxylic acid groups. These are polyelectrolytes with a larger number of anionically dissociable groups in the main chain and / or a side chain. They are capable of forming polyelectrolyte complexes (symplexes) with the copolymers A).
  • the polyelectrolyte complexes used in the agents according to the invention have an excess of anionogenic / anionic groups.
  • the polyelectrolyte complexes also comprise at least one acid group-containing polymer.
  • the polyelectrolyte complexes preferably contain copolymer (e) A) and acid group-containing polymers in a weight ratio of about 50: 1 to 1:20, particularly preferably from 20: 1 to 1: 5.
  • Suitable carboxylic acid group-containing polymers are e.g. obtainable by free-radical polymerization of ⁇ , ⁇ -ethylenically unsaturated monomers.
  • monomers m1) are used which contain at least one free-radically polymerizable, ⁇ , ß-ethylenically unsaturated double bond and at least one anionogenic and / or anionic group per molecule.
  • Suitable polymers containing carboxylic acid groups are also polyurethanes containing carboxylic acid groups.
  • the monomers are selected from monoethylenically unsaturated carboxylic acids, sulfonic acids, phosphonic acids and mixtures thereof.
  • the monomers m1) include monoethylenically unsaturated mono- and dicarboxylic acids having 3 to 25, preferably 3 to 6, carbon atoms, which can also be used in the form of their salts or anhydrides. Examples thereof are acrylic acid, methacrylic acid, ethacrylic acid, ⁇ -chloroacrylic acid, crotonic acid, maleic acid, maleic anhydride, itaconic acid, citraconic acid, mesaconic acid, glutaconic acid, aconitic acid and fumaric acid.
  • the monomers further include the half-esters of monoethylenically unsaturated dicarboxylic acids having 4 to 10, preferably 4 to 6, C atoms, e.g.
  • the monomers also include monoethylenically unsaturated sulfonic acids and phosphonic acids, for example vinylsulfonic acid, allylsulfonic acid, sulfoethyl acrylate, sulfoethyl methacrylate, sulfopropyl acrylate, sulfopropyl methacrylate, 2-hydroxy-3-acryloxypropylsulfonic acid, 2-hydroxy-3-methacryloxypropylsulfonic acid, styrenesulfonic acid,
  • the monomers also include the salts of the abovementioned acids, in particular the sodium, potassium and ammonium salts, and the salts with the abovementioned called amines.
  • the monomers can be used as such or as mixtures with one another. The stated proportions by weight are all based on the acid form.
  • the monomer m1) is selected from acrylic acid, methacrylic acid, ethacrylic acid, ⁇ -chloroacrylic acid, crotonic acid, maleic acid, maleic anhydride, fumaric acid, itaconic acid, citraconic acid, mesaconic acid, glutaconic acid, aconitic acid and mixtures thereof, more preferably acrylic acid, methacrylic acid and mixtures thereof.
  • the abovementioned monomers m1) can each be used individually or in the form of any desired mixtures.
  • suitable comonomers for the preparation of the carboxylic acid group-containing polymers are the compounds a) to d) previously mentioned as components of the copolymer A), with the proviso that the molar proportion of anionogenic and anionic groups which contains the carboxylic acid-containing polymer in a polymerized form increases is the mole fraction of cationogenic and cationic groups.
  • the carboxylic acid group-containing polymers contain at least one monomer which is selected from the abovementioned crosslinkers d). Suitable and preferred crosslinkers d) are referred to. Furthermore, the carboxylic acid-group-containing polymers preferably contain at least one monomer m2) which is selected from compounds of the general formula (VI)
  • R 1 is hydrogen or C r C 8 alkyl
  • Y 1 is O, NH or NR 3
  • R 2 and R 3 independently of one another are C 1 -C 30 -alkyl or C 5 -C 8 -cycloalkyl, where the alkyl groups are interrupted by up to four nonadjacent heteroatoms or heteroatom-containing groups selected from O, S and NH could be.
  • R 1 is preferably hydrogen or C 1 -C 4 -alkyl, in particular hydrogen, methyl or ethyl.
  • R 2 in the formula VI is preferably C 1 -C 8 -alkyl, preferably methyl, ethyl, n-butyl, isobutyl, tert-butyl or a group of the formula -CH 2 -CH 2 -NH-C (CH 3) 3 .
  • R 3 is alkyl, then preferably C 1 -C 4 alkyl, such as methyl, ethyl, n-propyl, n-butyl, isobutyl and tert-butyl.
  • Suitable monomers m2) are methyl (meth) acrylate, methyl methacrylate, ethyl (meth) acrylate, ethyl ethacrylate, tert-butyl (meth) acrylate, tert-butyl ethacrylate, n-octyl (meth) acrylate, I.sub.1-tetramethylbutyl methacrylate, ethylhexyl (meth) acrylate, n-nonyl (meth) acrylate, n-decyl (meth) acrylate, n-undecyl (meth) acrylate, tridecyl (meth) acrylate, myristyl (meth) acrylate, pentadecyl (meth) acrylate, palmityl (meth) acrylate, heptadecyl (meth) acrylate, nonadecyl (meth) acryl
  • Suitable monomers m2) are furthermore acrylic acid amide, methacrylamide, N-methyl (meth) acrylamide, N-ethyl (meth) acrylamide, N-propyl (meth) acrylamide, N- (n-butyl) (meth) acrylamide, N- (tert Butyl) (meth) acrylamide, N, N-dimethyl (meth) acrylamide, N, N-diethyl (meth) acrylamide piperidinyl (meth) acrylamide and morpholinyl (meth) acrylamide, N- (n-octyl) (meth) acrylamide, N- (1,1,3,3-tetramethylbutyl) (meth) acrylamide, N-ethylhexyl (meth) acrylamide, N- (n-nonyl) (meth) acrylamide, N- (n-decyl) (meth) acrylamide, N- (n-undecy
  • polymers containing carboxylic acid groups preferably contain, in copolymerized form, at least one monomer m3) which is selected from compounds of the general formula VII
  • the sequence of the alkylene oxide units is arbitrary, k and I independently of one another are an integer from 0 to 1000, the sum of k and I being at least 5, R 4 is hydrogen, C 1 -C 30 -alkyl or C 5 -C 8 -cycloalkyl, R 5 is hydrogen or C r C is 8 -alkyl,
  • Y 2 is O or NR 6 , wherein R 6 is hydrogen, C r C 3 o-AlkyI or C 5 -C 8 - cycloalkyl.
  • R 6 is hydrogen, C r C 3 o-AlkyI or C 5 -C 8 - cycloalkyl.
  • k is preferably an integer from 1 to 500, in particular from 3 to 250.
  • I is an integer from 0 to 100.
  • R 5 is preferably hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, n-pentyl or n-hexyl, in particular hydrogen, methyl or ethyl.
  • R 4 is hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, n-pentyl, n-hexyl, octyl, 2-ethylhexyl, decyl, lauryl, PaI - mityl or stearyl.
  • Y 2 in formula VII is O or NH.
  • Suitable polyether acrylates VII) are, for example, the polycondensation products of the abovementioned ⁇ , ⁇ -ethylenically unsaturated mono- and / or dicarboxylic acids and their acid chlorides, amides and anhydrides with polyetherols.
  • Suitable polyetherols can easily be prepared by reacting ethylene oxide, 1,2-propylene oxide and / or epichlorohydrin with a starter molecule, such as water or a short-chain alcohol R 4 -OH.
  • the alkylene oxides can be used individually, alternately in succession or as a mixture.
  • polyether acrylates VII) can be used alone or in mixtures for the preparation of the polymers used according to the invention.
  • Suitable polyether acrylates II) are also urethane (meth) acrylates with alkylene oxide groups. Such compounds are described in DE 198 38 851 (component e2)), to which reference is made in its entirety.
  • anionic polymers which are preferred as carboxylic acid-containing polymers are, for example, homo- and copolymers of acrylic acid and methacrylic acid and salts thereof. These also include crosslinked polymers of acrylic acid, such as those available under the INCI name Carbomer. Such crosslinked homopolymers of acrylic acid are available commercially for example under the name Carbopol ® by the company Noveon. Also hydrophobically modified crosslinked PolyacryiatPolymere as Carbopoi ® Ultrez 21 are preferably from Noveon.
  • suitable anionic polymers are copolymers of acrylic acid and acrylamide and their salts; Sodium salts of polyhydroxycarboxylic acids, water-soluble or water-dispersible polyesters, polyurethanes and polyureas.
  • Particularly suitable polymers are copolymers of (meth) acrylic acid and polyether acrylates, wherein the polyether chain is terminated with a C 8 -C 30 -alkyl radical.
  • These include, for example, acrylate / Beheneth-25 methacrylate copolymers under the name Aculyn ® available from Rohm and Haas.
  • Particularly suitable polymers are also copolymers of t-butyl acrylate, ethyl acrylate, methacrylic acid (for example, Luvimer ® 100P, Luvimer ® Pro55), copolymers of ethyl acrylate and methacrylic acid (eg Luviu- mer MAE ®), copolymers of N-tert-butylacrylamide, ethyl acrylate, acrylic acid (Ultrahold ® 8, Ultrahold ® strand), copolymers of vinyl acetate, crotonic acid and optionally further Vinylester (eg Luviset ® brands), maleic anhydride copolymers, optionally reacted with alcohol, anionic polysiloxanes, for example carboxy, t- butyl acrylate, methacrylic acid (such as Luviskol ® VBM), copolymers of acrylic acid and methacrylic acid with hydrophobic monomers, such as C 4 -C 30 -alky
  • anionic polymers are also vinyl acetate / crotonic acid copolymers, as are, for example, under the names Resyn ® (National Starch) and Gafset ® (GAF), and vinyl pyrrolidone / vinyl acrylate copolymers, obtainable for example under the trade name Luviflex ® (BASF) ,
  • Other suitable polymers are the commercially available under the name Luviflex VBM-35 ® (BASF) vinylpyrrolidone / acrylate terpolymer and sodium sulfonate-containing polyamides or sodium sulfonate-containing polyester.
  • the group of suitable anionic polymers comprises Balance CR ® (National Starch; Acrylate Copolymer), balance 0/55 ® (National Starch; Acrylate Copolymer), Balance ® 47 (National Starch; octylacrylamide / -
  • Suitable carboxylic acid group-containing polymers are the terpolymers described in US No. 3,405,084 of vinylpyrrolidone, C ⁇ Ci O alkyl and cycloalkyl ryl A- (meth) acrylates and acrylic acid.
  • Suitable polymers containing carboxylic acid groups are furthermore the terpolymers of vinylpyrrolidone, tert-butyl (meth) acrylate and (meth) acrylic acid described in EP-A-0 257 444 and EP-A-480 280.
  • Suitable polymers containing carboxylic acid groups are furthermore the copolymers described in DE-A-42 23 066, which comprise at least one (meth) acrylic ester, (meth) acrylic acid and also N-vinylpyrrolidone and / or N-vinylcaprolactam in copolymerized form.
  • the disclosure of these documents is hereby incorporated by reference.
  • the preparation of the abovementioned carboxylic acid group-containing polymers is carried out by known processes, for example the solution, precipitation, suspension or emulsion polymerization, as described above for the copolymers A).
  • Suitable Carbo ⁇ klare phenomenon-containing polymers are also carboxylic acid group-containing polyurethanes.
  • EP-A-636361 discloses suitable block copolymers having polysiloxane blocks and polyurethane / polyurea blocks having carboxylic acid and / or sulfonic acid groups. Suitable silicone-containing polyurethanes are also described in WO 97/25021 and EP-A-751 162.
  • Suitable polyurethanes are also described in DE-A-42 25 045, which is incorporated herein by reference in its entirety.
  • the acid groups of the carboxylic acid group-containing polymers may be partially or completely neutralized. Then at least part of the acid groups is present in deprotonated form, the counterions preferably being selected from alkali metal ions such as Na + , K + , ammonium ions and their organic derivatives, etc.
  • the sunscreen preparations according to the invention can be in liquid, pasty or solid form, for example as water-in-oil creams, oil-in-water creams and lotions, aerosol foam creams, gels, oils, grease sticks, powders, sprays or alcoholic-aqueous lotions, etc.
  • Gels used according to the invention usually contain alcohols of low carbon number, for example ethanol, isopropanol, 1, 2-propanediol, glycerol and water or an above-mentioned oil in the presence of a thickener, which in oily-alcoholic gels preferably silica or an aluminum silicate, in aqueous Alcoholic or alcoholic gels is preferably a polyacrylate.
  • Solid pens contain, for example, natural or synthetic waxes, fatty alcohols or fatty acid esters.
  • lip balms and stick formulations are used for body deodorization.
  • liquid oils for example paraffin oils, castor oil, isopropyl myristate
  • semi-solid constituents eg petrolatum, lanolin
  • solid constituents eg. Beeswax, ceresin and microcrystalline waxes or ozokerite
  • high-melting waxes eg., Carnauba wax, candelilla wax
  • Suitable propellants for cosmetic and / or dermatological compositions which can be sprayed from aerosol containers in the context of the present invention are the customary known highly volatile, liquefied propellants, for example hydrocarbons (propane, butane, isobutane), which can be used alone or mixed with one another. Also, compressed air is advantageous to use.
  • hydrocarbons propane, butane, isobutane
  • Cosmetic compositions according to the present invention may also be present as gels, in addition to an effective content of the active ingredient according to the invention and solvents commonly used for it, preferably water, organic thickening agents, for. Gum arabic, xanthan gum, sodium alginate, cellulose derivatives, preferably methylcellulose, hydroxymethylcellulose, hydroxyethylcellulose, hydroxypropylcellulose, hydroxypropylmethylcellulose or inorganic thickening agents, e.g. For example, aluminum silicates such as bentonites, or a mixture of polyethylene glycol and polyethylene glycol stearate or distearate.
  • the thickener is present in the gel e.g. in an amount of between 0.1 and 30% by weight, preferably between 0.5 and 15% by weight.
  • the total proportion of auxiliaries and additives may be 1 to 80, preferably 6 to 40
  • the preparation of the agents can be done in a conventional manner, ie for example by hot, cold, hot-hot / cold or PIT emulsification. This is a purely mechanical process, a chemical reaction does not take place. Examples
  • the K values of the copolymers of the invention were determined according to H. Fikentscher, Cellulose-Chemie, Volume 13, 58-64 and 761-774 (1932) in cyclohexanone at 25 0 C and a polymer concentration of 2 wt .-% determined.
  • Copolymer a) was obtained in the form of an aqueous dispersion which had a pH of 6.5 and a water content of 80% by weight. The K value was 14.7.
  • Copolymer a) and Oligomer b) Mixture 1: A first mixture of copolymer a) and oligomer b) was prepared by mixing 90 g of polyisobutene (oligomer b)) having a molecular weight M n of 550 g / mol with 10 g the dispersion of copolymer a) described above by mixing in a beaker mixed.
  • a second mixture of copolymer a) with oligomer b) was prepared by mixing 90 g of polyisobutene (oligomer b)) having a molecular weight M n of 1000 g / mol with 10 g of the above-described dispersion of copolymer a) by stirring in one Beaker mixed.
  • the amount of mixture 1 and mixture 2 given in the tables is in each case the amount of copolymer a), ie without other components.
  • the corresponding amount of oligomer b) is not given in the tables, but can be easily calculated from the compositions of the mixtures.
  • Vitamin E acetate 0.50 0.25 1.00

Abstract

L'invention concerne l'utilisation, dans des agents de protection solaire cosmétiques ou dermatologiques, ayant un facteur de protection (LSF) d'au moins 4, de copolymérisats obtenus par copolymérisation d'au moins un anhydride d'acide dicarboxylique éthyléniquement insaturé, dérivé d'au moins un acide dicarboxylique de 4 à 8 atomes de C et d'au moins un oligomère d'alcènes en C3-C10 ramifiés ou non ramifiés, au moins un oligomère ayant un poids moléculaire moyen Mn de l'ordre de 300 à 5000 g/mol, de préférence jusqu'à 1200 g/mol, ou par oligomérisation d'au moins 3 équivalents d'alcènes en C3-C10.
PCT/EP2006/061335 2005-04-05 2006-04-05 Utilisation de copolymerisats contenant des polyisobutenes dans des agents de protection solaire WO2006106114A1 (fr)

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Cited By (9)

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EP2033626A2 (fr) 2007-09-05 2009-03-11 Basf Se Polymères d'imidazoliumalkyl(méth)acrylate
US8084561B2 (en) 2006-03-31 2011-12-27 Basf Se Process for preparing acrylate copolymers
EP2520596A1 (fr) 2008-02-01 2012-11-07 Basf Se Polymère précipité linéaire
EP2532689A1 (fr) 2011-06-07 2012-12-12 Basf Se Fabrication de polyacryles par polymérisation en émulsion
EP2532691A1 (fr) 2011-06-07 2012-12-12 Basf Se Epaississant associatif à base de méthacrylate
DE102012200072A1 (de) 2012-01-04 2013-07-04 Beiersdorf Ag Wohlriechende kosmetische Zubereitung
US9040065B2 (en) 2011-06-07 2015-05-26 Basf Se Preparation of polyacrylates by emulsion polymerization
US9095730B2 (en) 2011-06-07 2015-08-04 Basf Se Associative thickeners based on methacrylate
EP2818156B1 (fr) 2008-04-11 2018-08-01 Beiersdorf AG Préparation cosmétique parfumée

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DE102007031697A1 (de) 2007-07-06 2009-01-08 Walter Rau Neusser Öl und Fett AG Kosmetische oder pharmazeutische Zubereitung

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US6336942B1 (en) * 1995-03-12 2002-01-08 Basf Aktiengesellschaft Processes of treating leather and skins employing polymer compositions
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WO2004065430A1 (fr) * 2003-01-21 2004-08-05 The Lubrizol Corporation Emulsifiants derives de l'anhydride succinique de polyisobutylene a faible couleur
WO2004092227A1 (fr) * 2003-04-16 2004-10-28 Basf Aktiengesellschaft Procede de production de polyisobutenyl(meth)acrylates
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US4668505A (en) * 1984-04-13 1987-05-26 L'oreal Sunscreen method containing polyisobutylene for the protection of human epidermis against ultraviolet radiations
US6336942B1 (en) * 1995-03-12 2002-01-08 Basf Aktiengesellschaft Processes of treating leather and skins employing polymer compositions
US20040067208A1 (en) * 2001-01-15 2004-04-08 Societe L'oreal S.A. Photoprotective cosmetic compositions comprising inorganic UV-blocking agents
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Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8084561B2 (en) 2006-03-31 2011-12-27 Basf Se Process for preparing acrylate copolymers
EP2033626A2 (fr) 2007-09-05 2009-03-11 Basf Se Polymères d'imidazoliumalkyl(méth)acrylate
EP2520596A1 (fr) 2008-02-01 2012-11-07 Basf Se Polymère précipité linéaire
EP2818156B1 (fr) 2008-04-11 2018-08-01 Beiersdorf AG Préparation cosmétique parfumée
EP2532689A1 (fr) 2011-06-07 2012-12-12 Basf Se Fabrication de polyacryles par polymérisation en émulsion
EP2532691A1 (fr) 2011-06-07 2012-12-12 Basf Se Epaississant associatif à base de méthacrylate
WO2012168015A1 (fr) 2011-06-07 2012-12-13 Basf Se Préparation de polyacrylates par polymérisation en émulsion
WO2012168016A1 (fr) 2011-06-07 2012-12-13 Basf Se Épaississant associatif à base de (méth)acrylate
US9040065B2 (en) 2011-06-07 2015-05-26 Basf Se Preparation of polyacrylates by emulsion polymerization
US9095730B2 (en) 2011-06-07 2015-08-04 Basf Se Associative thickeners based on methacrylate
DE102012200072A1 (de) 2012-01-04 2013-07-04 Beiersdorf Ag Wohlriechende kosmetische Zubereitung

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