EP1448157A1 - Cosmetic and/or dermatological preparation containing octadecene dicarboxylic acid and uv filtering substances - Google Patents

Cosmetic and/or dermatological preparation containing octadecene dicarboxylic acid and uv filtering substances

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Publication number
EP1448157A1
EP1448157A1 EP02802642A EP02802642A EP1448157A1 EP 1448157 A1 EP1448157 A1 EP 1448157A1 EP 02802642 A EP02802642 A EP 02802642A EP 02802642 A EP02802642 A EP 02802642A EP 1448157 A1 EP1448157 A1 EP 1448157A1
Authority
EP
European Patent Office
Prior art keywords
cosmetic
acid
preparations
filter
weight
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
EP02802642A
Other languages
German (de)
French (fr)
Inventor
Anja Göppel
Claudia Mundt
Jens Schulz
Rainer Wolber
Thomas Blatt
Reza Keyhani
Christoph Smuda
Franz STÄB
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Beiersdorf AG
Original Assignee
Beiersdorf AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from DE2001155961 external-priority patent/DE10155961A1/en
Priority claimed from DE2001155959 external-priority patent/DE10155959A1/en
Application filed by Beiersdorf AG filed Critical Beiersdorf AG
Publication of EP1448157A1 publication Critical patent/EP1448157A1/en
Ceased legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/08Anti-ageing preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/362Polycarboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35Ketones, e.g. benzophenone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier 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
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/02Preparations for care of the skin for chemically bleaching or whitening the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/08Preparations for bleaching the hair

Definitions

  • the present invention relates to the use of active ingredients known per se for cosmetic and topical dermatological skin lightening or for preventing skin tanning, in particular skin tanning caused by UV radiation, and for lightening the natural hair color.
  • the present invention relates to cosmetic and dermatological preparations for the prophylaxis and treatment of cosmetic or dermatological skin changes such as e.g. unwanted pigmentation, e.g. local hyper- and deficient pigmentation (e.g. liver spots, freckles), inhibition of natural pigmentation, but also for purely cosmetic lightening of larger areas of the skin, which are pigmented to suit the individual skin type.
  • unwanted pigmentation e.g. local hyper- and deficient pigmentation (e.g. liver spots, freckles)
  • inhibition of natural pigmentation e.g. e.g. liver spots, freckles
  • purely cosmetic lightening of larger areas of the skin which are pigmented to suit the individual skin type.
  • Melanocytes are responsible for the pigmentation of the skin. They are found in the lowest layer of the epidermis, the stratum basale, next to the basal cells as - depending on the skin type, either isolated or more or less frequently occurring pigment-forming cells. As characteristic cell organelles, melanocytes contain melanosomes, in which the melanin is formed. When stimulated by UV radiation, among other things, melanin is increasingly formed. This is ultimately transported via the living layers of the epidermis (keratinocytes) into the horny layer (comeocytes) and causes a more or less pronounced brown to brown-black skin color.
  • DHICA and DHI melanin brown to brown-black eumelanins
  • DHICA and DHI melanin are produced via the common intermediate stages dopaquinone and dopachrome. The latter will, partly with participation further enzymes, either in indole-5,6-quinone carboxylic acid or in indole-5,6-quinone, from which the two eumelanins mentioned arise.
  • the formation of phaeomelanin occurs, among other things, via the intermediates dopaquinone and cysteinyldopa.
  • melanin-producing melanocytes are also responsible for the hair color (pigmentation of the hair).
  • the amount and composition of " melanin in the hair determines the natural hair color, which is genetically determined.
  • UV radiation e.g. freckles, ephelides
  • genetic disposition e.g. incorrect pigmentation of the skin during wound healing or scarring or skin aging (e.g. Lentigines seniles).
  • the object of the present invention was to remedy this problem.
  • 8-Hexadecen-1, 16-dicarboxylic acid (dioic acid, CAS number 20701-68-2; provisional INCI name Octadecendioic acid) is a metabolite of yeast cells of the Candida strain. It is characterized by the following structure:
  • COOH A fatty acid of purely vegetable origin serves as the starting substance. This is converted into the hydroxy fatty acid, which is then oxidized to the fatty acid aldehyde and ultimately to the dicarboxy acid.
  • the yeast cells come from selected mutant strains.
  • the commercial product has a purity of 95%. 8-Hexadecen-1, 16-dicarboxylic acid is present as a mixture of the cis and trans isomers, the cis isomer predominating in terms of quantity.
  • Oleic acid can be contained in the product at a concentration of approximately 3%.
  • UV protection substances are used in cosmetic preparations to protect the skin from sunlight and the damage to the skin caused thereby.
  • These are inorganic pigments, UV-A, UV-B and / or broadband filter substances.
  • R 1 and R 2 independently of one another are hydrogen, CC 20 alkyl, C 3 -C 10 cycloalkyl or C 3 - do-cycloalkenyl, the substituents R 1 and R 2 together with the nitrogen atom to which they are bonded 5- or 6-ring can form and
  • R 3 represents a CC 20 alkyl radical.
  • % based in each case on the total weight of the preparations, and 8-hexadecen-1,16-dicarboxylic acid in a total concentration of 0.001-10% by weight, preferably 0.005-8% by weight, in particular 0.05-5% by weight. -% based on the total weight of the preparations.
  • a hydroxybenzophenone is used as the UV filter substance. It is further preferred if the hydroxybenzophenone is 2- (4 '- (diethylamino) -2'-hydoxybenzoyl) - benzoic acid hexyl ester, which is represented by the chemical structural formula
  • the content of one or more hydroxybenzophenones is from 0.1 to 20% by weight, preferably 0.1 to 15% by weight, particularly preferably 0.1 to 10% by weight, in each case on the total weight of the preparations.
  • the preparations contain at least one further UV filter substance, selected from the group consisting of triazines, benzotriazoles, the UV filter which is liquid at room temperature and organic and / or inorganic pigments, and are preferred as further UV-A -Filter substance and / or broadband filter dibenzoylmethane derivatives [in particular the 4- (tert-butyl) -4'-methoxydibenzoylmethane], phenylene-1, 4-bis (2-benzimidazyl) -3,3'-5,5'-tetrasulfonic acid bis-sodium salt, 1,4-di (2-oxo-10-sulfo-3-bornylidene-methyl) -benzene and its salts and 2,4-bis - ⁇ [4- (2-ethylhexyloxy) -2 -hydroxy] -phenyl ⁇ -6- (4-methoxyphenyl) -1, 3,5-triazine,
  • the invention also includes the use of such cosmetic or dermatological preparations against unwanted pigmentation of the skin and / or for the treatment of pigmentation disorders. Furthermore, the undesirable pigmentation of the hair is reduced by the combination of active ingredients mentioned and thus brings about a brightening of the hair.
  • active ingredient combination The combination of 8-hexadecen-1, 16-dicarboxylic acid and UV filters, hereinafter referred to as “active ingredient combination according to the invention”, has proven to be extremely effective against undesired pigmentation, in particular local hyperpigmentation, and against skin tanning caused by UV radiation, specifically both preventively and in the sense of a treatment, but it is also extremely advantageous according to the invention to use the active substance combination or cosmetic or topical dermatological preparations according to the invention with an effective content of active substance combination used according to the invention for the cosmetic or dermatological treatment of undesired skin pigmentation, ie for example inhomogeneous pigmentation aging skin, lentigines senile or postinflammatory hyperpigmentation.
  • undesired skin pigmentation ie for example inhomogeneous pigmentation aging skin, lentigines senile or postinflammatory hyperpigmentation.
  • the prophylaxis or the cosmetic or dermatological treatment with the active ingredient combination used according to the invention or with the cosmetic or topical dermatological preparations with an effective content of active ingredient combination used according to the invention is carried out in the usual way, in such a way that the active ingredient combination according to the invention or the cosmetic or topical dermatological preparations with an effective content of active ingredient combination used according to the invention is applied to the affected skin areas.
  • the active substance combination according to the invention fulfills the objects on which the invention is based.
  • the active ingredient combination according to the invention can advantageously be incorporated into customary cosmetic and dermatological preparations, which can be in various forms. So you can e.g.
  • a solution an emulsion of the type water-in-oil (W / O) or of the type oil-in-water (O / W), or a multiple emulsions, for example of the type water-in-oil-in-water (W / O / W) or oil-in-water-in-oil (O / W / O), a hydrodispersion or lipodispersion, a gel, a solid stick, a transdermal therapeutic system or an aerosol.
  • Emulsions according to the invention in the sense of the present invention are advantageous and contain, for example, fats, oils, Waxes and / or other fat bodies, as well as water and one or more emulsifiers, as are usually used for such a type of formulation.
  • the active ingredient 8-hexadecene-1, 16-dicarboxylic acid is also advantageous to be used in the form of molecular adducts of 'cyclodextrins. It is believed that the cyclodextrin skeletons act as the host molecule and 8-hexadecen-1, 16-dicarboxylic acid as the guest molecule.
  • cyclodextrins are dissolved in water and 8-hexadecen-1, 16-dicarboxylic acid is added. The molecular adduct then precipitates as a solid and can be subjected to the usual cleaning and preparation steps.
  • Medical topical compositions in the sense of the present invention generally contain one or more medicaments in an effective concentration.
  • cosmetic or topical dermatological compositions within the meaning of the present invention, depending on their structure, can be used, for example, as skin protection cream, cleansing milk, sunscreen lotion, nutritional cream, day or night cream, etc. It may be possible and advantageous to use the compositions according to the invention as a basis for pharmaceuticals Use wording.
  • cosmetic and dermatological preparations the main purpose of which is not to protect against sunlight, but which nevertheless contain other UV protection substances.
  • So z. B. usually incorporated into day creams or makeup products UV-A or UV-B filter substances.
  • UV protection substances like antioxidants and, if desired, preservatives, also effectively protect the preparations themselves against spoilage.
  • Cosmetic and dermatological preparations which are in the form of a sunscreen are also favorable.
  • the preparations in the sense of the present invention preferably contain at least one further UV-A, UV-B and / or broadband filter substance.
  • the formulations may, although not necessary, optionally also contain one or more organic and / or inorganic pigments as UV filter substances, which may be present in the water and / or the oil phase.
  • the preparations according to the invention can also advantageously be in the form of so-called oil-free cosmetic or dermatological emulsions which contain a water phase and at least one UV filter substance which is liquid at room temperature as a further phase.
  • Preferred inorganic pigments are metal oxides and / or other metal compounds which are sparingly soluble or insoluble in water, in particular oxides of titanium (TiO 2 ), zinc (ZnO), iron (e.g. Fe 2 O 3 ), zirconium (ZrO 2 ), silicon ( SiO 2 ), manganese (e.g. MnO), aluminum (Al 2 O 3 ), cerium (e.g. Ce 2 0 3 ), mixed oxides of the corresponding metals as well as mixtures of such oxides and the sulfate of barium (BaS0 4 ).
  • the pigments can also advantageously be used in the form of commercially available oily or aqueous predispersions. Dispersing aids and / or solubilizing agents can advantageously be added to these pre-dispersions.
  • the pigments can advantageously have been surface-treated (“coated”), for example a hydrophilic, amphiphilic or hydrophobic character should be formed or retained.
  • This surface treatment can consist in that the pigments are prepared using a thin method using methods known per se hydrophilic and / or hydrophobic inorganic and / or organic layer
  • the various surface coatings can also contain water in the sense of the present invention.
  • Inorganic surface coatings in the sense of the present invention can consist of aluminum oxide (Al 2 O 3 ), aluminum hydroxide Al (OH) 3 , or aluminum oxide hydrate (also: alumina, CAS no .: 1333-84-2), sodium hexametaphosphate (NaP0 3 ) 6 , sodium metaphosphate (NaPO 3 ) n , silicon dioxide (SiO 2 ) (also: silica, CAS No .: 7631-86-9), or iron oxide (Fe 2 O 3 ).
  • Al 2 O 3 aluminum oxide
  • Al (OH) 3 aluminum hydroxide Al
  • aluminum oxide hydrate also: alumina, CAS no .: 1333-84-2
  • sodium hexametaphosphate (NaP0 3 ) 6 sodium metaphosphate (NaPO 3 ) n
  • silicon dioxide (SiO 2 ) also: silica, CAS No .: 7631-86-9
  • iron oxide Fe 2 O 3
  • Organic surface coatings in the sense of the present invention can consist of vegetable or animal aluminum stearate, vegetable or animal stearic acid, lauric acid, dimethylpolysiloxane (also: dimethicone), methylpolysiloxane (methicone), simethicone (a mixture of dimethylpolysiloxane with an average chain length of 200 to 350 Dimethylsiloxane units and silica gel) or alginic acid.
  • These organic surface coatings can occur alone, in combination and / or in combination with inorganic coating materials.
  • Zinc oxide particles and predispersions of zinc oxide particles suitable according to the invention are available under the following trade names from the companies listed:
  • Suitable titanium dioxide particles and predispersions of titanium dioxide particles are available under the following trade names from the companies listed:
  • UV-A filter substances for the purposes of the present invention are dibenzoylmethane derivatives, in particular 4- (tert-butyl) -4'-methoxydibenzoylmethane (CAS-Nr. 70356- 09-1) carried by Givaudan under the trade name Parsol ® 1789 and is sold by Merck under the trade name Eusolex® 9020.
  • dibenzoylmethane derivatives in particular 4- (tert-butyl) -4'-methoxydibenzoylmethane (CAS-Nr. 70356- 09-1) carried by Givaudan under the trade name Parsol ® 1789 and is sold by Merck under the trade name Eusolex® 9020.
  • UV filter substances in the sense of the present invention are sulfonated, water-soluble UV filters, such as. B .:
  • Benzene-1,4-di (2-oxo-3-bornylidenemethyl-10-sulfonic acid) has the INCI name Terephtalidene Dicampher Sulfonic Acid (CAS. No .: 90457-82-2) and is, for example, under the trade name Mexoryl SX from from the company
  • Sulfonic acid derivatives of 3-benzylidene camphor such as. B. 4- (2-oxo-3-bornylidene methyl) benzenesulfonic acid, 2-methyl-5- (2-oxo-3-bomylidene methyl) sulfonic acid and salts thereof.
  • Advantageous UV filter substances in the sense of the present invention are also so-called broadband filters, i.e. Filter substances that absorb both UV-A and UV-B radiation.
  • Advantageous broadband filters or UV-B filter substances are, for example, triazine derivatives, such as, for. B.
  • Diethylhexylbutylamidotriazon (INCI: Diethylhexylbutamidotriazone), which is available under the trade name UVASORB HEB from Sigma 3V;
  • An advantageous broadband filter in the sense of the present invention is also the 2,2'-methylene-bis- (6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol), which is available under the trade name Tinosorb® M from CIBA-Chemicals GmbH.
  • Another advantageous broadband filter for the purposes of the present invention is 2- (2H-benzotriazol-2-yl) -4-methyl-6- [2-methyl-3- [1,3,3,3-tetramethyl-1- [(trimethylsilyl) oxy] disiloxanyl] propyl] - phenol (CAS no .: 155633-54-8) with the INCI name Drometrizole Trisiloxane, which is available under the trade name Mexoryl® XL from Chimex.
  • the other UV filter substances can be oil-soluble or water-soluble.
  • Advantageous oil-soluble UV-B and / or broadband filter substances in the sense of the present invention are e.g. B .:
  • 3-benzylidene camphor derivatives preferably 3- (4-methylbenzylidene) camphor, 3-benzylidene camphor;
  • 4-aminobenzoic acid derivatives preferably 4- (dimethylamino) benzoic acid (2-ethylhexyl) ester, 4- (dimethylamino) benzoic acid amyl ester;
  • benzophenone preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone
  • Advantageous water-soluble filter substances are e.g. B .:
  • Sulfonic acid derivatives of 3-benzylidene camphor such as. B. 4- (2-oxo-3-bornylidene methyl) benzenesulfonic acid, 2-methyl-5- (2-oxo-3-bornylidene methyl) sulfonic acid and their salts.
  • a further light protection filter substance according to the invention to be used advantageously is ethylhexyl-2-cyano-3,3-diphenylacrylate, obtainable (octocrylene) from BASF under the name Uvinul ® N 539th
  • Particularly advantageous preparations within the meaning of the present invention which are distinguished by a high or very high UV-A and / or UV-B protection, preferably also contain further UV-A and in addition to the filter substance (s) according to the invention / or broadband filter, especially dibenzoylmethane derivatives [for example the 4- (tert-butyl) -4'-meth-oxydibenzoylmethane], phenylene-1,4, bis (2-benzimidazyl) -3,3'-5,5'- tetrasulfonic acid and / or its salts, the 1,4-di (2-oxo-10-sulfo-3-bomylidenemethyl) benzene and / or its salts and / or the 2,4-bis - ⁇ [4- (2- Ethyl-hexyloxy) -2-hydroxy] phenyl ⁇ -6- (4-methoxyphenyl) -1, 3,5-triazine, in each case individually or in any
  • the preparations according to the invention advantageously contain the substances which absorb UV radiation in the UV-A and / or UV-B range in a total amount of, for. B. 0.1 wt .-% to 30 wt .-%, preferably 0.5 to 20 wt .-%, in particular 1, 0 to 15.0 wt .-%, each based on the total weight of the preparations to cosmetic To provide preparations that protect the hair or skin from the entire range of ultraviolet radiation.
  • the cosmetic and dermatological preparations according to the invention can contain cosmetic active ingredients, auxiliaries and / or additives as are usually used in such preparations, e.g. Antioxidants, preservatives, bactericides, perfumes, anti-foaming substances, dyes, pigments that have a coloring effect, thickeners, surface-active substances, emulsifiers, softening, moisturizing and / or moisturizing substances, fats, oils, waxes or other common components of a cosmetic or dermatological formulation such as alcohols, polyols, polymers, foam stabilizers, electrolytes, organic solvents or silicone derivatives.
  • cosmetic active ingredients e.g. Antioxidants, preservatives, bactericides, perfumes, anti-foaming substances, dyes, pigments that have a coloring effect, thickeners, surface-active substances, emulsifiers, softening, moisturizing and / or moisturizing substances, fats, oils, waxes or other common components of a cosmetic
  • the antioxidants are advantageously 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-camosine, D-camosine, L-carnosine and their derivatives (e.g. anserine), carotenoids, carotenes (e.g. ⁇ -carotene, ß-carotene, lycopene) and their derivatives, retinoids such as retinol, retinal and / or retinoic acid and the respective esters, ⁇ -lipoic acid and their derivatives (e.g.
  • amino acids eg glycine, histidine, tyrosine, tryptophan
  • imidazoles eg urocanic acid
  • peptides such as D, L-camosine, D-camosine, L-carnosine
  • Dihydrolipoic acid Dihydrolipoic acid
  • aurothioglucose propylthiouracil and other thiols '
  • thiols ' e.g. thioredoxin, glutathione, cysteine, cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl, palmitoyl -, Oleyl, ⁇ -linoleyl, cholesterol and glyceryl esters
  • dilauryl thiodipropionate distearyl thiodipropionate
  • thiodipropionic acid and their derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) as well as sulfoximine compounds (e.g.
  • buthioninsulfox imines homocysteine sulfoximine, buthionine sulfones, penta-, hexa-, heptathionine sulfoximine
  • very low tolerable doses e.g. pmol to ⁇ mol / kg
  • metal chelators e.g. ⁇ -hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin
  • ⁇ - hydroxy acids e.g.
  • citric acid citric acid, lactic acid, malic acid
  • humic acid bile acid, bile extracts, bilirubin, biliverdin, EDTA, EGTA and their derivatives
  • unsaturated fatty acids and their derivatives e.g. ⁇ -linolenic acid, linoleic acid, oleic acid
  • folic acid and its derivatives 2-aminopropionic acid diacetic acid, flavonoids, polyphenols, catechins, ubiquinone and ubiquinol and their derivatives, vitamin C and derivatives (e.g. ascorbyl palmitate, Mg ascorbyl phosphate, ascorbyl acetate), tocopherols and derivatives (e.g.
  • vitamin E acetate vitamin E acetate
  • benziferyl benzoate as well as coniferyl benzoate and their derivatives
  • ferulic acid and their derivatives butylated hydroxytoluene, butylated hydroxyanisole, nordihydroguajak resin acid, nordihydroguajaretic acid, trihydroxybu tyrophenone, uric acid and its derivatives, mannose and its derivatives, zinc and its derivatives (eg ZnO, ZnS ⁇ 4) selenium and its
  • Derivatives e.g. selenium methionine
  • stilbenes and their derivatives e.g. stilbene oxide, trans-stilbene oxide
  • derivatives suitable according to the invention salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids
  • the amount of the antioxidants (one or more compounds) in the preparations is preferably 0.001 to 30% by weight, particularly preferably 0.05-20% by weight, in particular 0.1-10% by weight, based on the total weight the preparation. If vitamin E and / or its derivatives represent the antioxidant (s), it is advantageous to choose their respective concentrations from the range of 0.001-10% by weight, based on the total weight of the formulation.
  • the cosmetic or dermatological preparation in the sense of the present invention is a solution or emulsion or dispersion, the following can be used as solvents:
  • Oils such as triglycerides of capric or caprylic acid, but preferably castor oil;
  • Fats, waxes and other natural and synthetic fat bodies preferably esters of fatty acids with alcohols of low C number, e.g. with isopropanol, propylene glycol or
  • Glycerin or esters of fatty alcohols with low C number alkanoic acids or with fatty acids
  • Alcohols, diols or polyols of low C number, and their ethers preferably ethanol, isopropanol, propylene glycol, glycerin, ethylene glycol, ethylene glycol monoethyl or - monobutyl ether, propylene glycol monomethyl, monoethyl or monobutyl ether,
  • Water can also be a component of alcoholic solvents.
  • the oil phase of the emulsions, oleogels or hydrodispersions or lipodispersions for the purposes of the present invention is advantageously selected from the group of esters from saturated and / or unsaturated, branched and / or unbranched alkane carboxylic acids with a chain length of 3 to 30 carbon atoms and saturated and / or unsaturated, branched and / or unbranched alcohols with a chain length of 3 to 30 C atoms, from the group of esters from aromatic carboxylic acids and saturated and / or unsaturated, branched and / or unbranched alcohols with a chain length of 3 to 30 C atoms.
  • ester oils can then advantageously be selected from the group of isopropyl myristate, isopropyl palmitate, isopropyl stearate, isopropyl oleate, n-butyl stearate, n-hexyl laurate, n-decyl oleate, isooctyl stearate, isononyl stearate, isononylisononanoate, 2-ethylhexyl ethylhexyl palmitate stearate, 2-octyIdodecyIpalmitat, oleyl oleate, olerlerucate, erucyl oleate, erucylerucate as well as synthetic, semi-synthetic and natural mixtures of such esters, eg jojoba oil.
  • the oil phase can advantageously be selected from the group of branched and unbranched hydrocarbons and waxes, the silicone oils, the dialkyl ethers, the group of saturated or unsaturated, branched or unbranched alcohols, and also the fatty acid triglycerides, in particular the triglycerol esters, saturated and / or unsaturated, branched and / or unbranched alkane carboxylic acids with a chain length of 8 to 24, in particular 12 - 18 carbon atoms.
  • the fatty acid triglycerides can, for example, advantageously be selected from the group of synthetic, semisynthetic and natural oils, for example olive oil, sunflower oil, soybean oil, peanut oil, rapeseed oil, almond oil, palm oil, coconut oil, palm kernel oil and the like.
  • any mixtures of such oil and wax components can also be used advantageously for the purposes of the present invention. It may also be advantageous, if appropriate, to use waxes, for example cetyl palmitate, as the sole lipid component of the oil phase.
  • the oil phase is advantageously selected from the group 2-ethylhexyl isostearate, octyldodecanol, isotridecyl isononanoate, isoeicosane, 2-ethylhexyl cocoate, C 2-15 alkyl benzoate, caprylic capric acid triglyceride, dicaprylyl ether.
  • C 12 are particularly advantageous. 15 alkylbenzoate and 2-ethylhexyl isostearate, mixtures of C ⁇ 2 . 15 alkylbenzoate and isotridecyl isononanoate and mixtures of C 12-15 alkylbenzoate, 2-ethylhexyl isostearate and isotridecyl isononanoate.
  • hydrocarbons paraffin oil, squalane and squalene can be used advantageously for the purposes of the present invention.
  • Advantageous oil components are also e.g. B. butyl octyl salicylate (for example that available under the Hallbrite BHB trade name from CP Hall), hexadecyl benzoate and butyl octyl benzoate and mixtures thereof (Hallstar AB) and / or diethyl hexyl naphthalate (Hallbrite TQ).
  • B. butyl octyl salicylate for example that available under the Hallbrite BHB trade name from CP Hall
  • hexadecyl benzoate and butyl octyl benzoate and mixtures thereof Hallstar AB
  • Hallbrite TQ diethyl hexyl naphthalate
  • the oil phase can advantageously also contain 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 the silicone oils.
  • Cyclomethicone (octamethylcyclotetrasiloxane) is advantageously used as the silicone oil to be used according to the invention.
  • silicone oils are also advantageous in the sense of to use the present invention, for example hexamethylcyclotrisiloxane, polydimethylsiloxane, poly (methylphenylsiloxane).
  • Gels used in the present invention usually contain low C number alcohols, e.g. Ethanol, isopropanol, 1, 2-propanediol, glycerol and water or an oil mentioned above in the presence of a thickening agent which is preferably silicon dioxide or an aluminum silicate in the case of oily alcoholic gels and preferably a polyacrylate in the case of aqueous alcoholic or alcoholic gels.
  • a thickening agent which is preferably silicon dioxide or an aluminum silicate in the case of oily alcoholic gels and preferably a polyacrylate in the case of aqueous alcoholic or alcoholic gels.
  • Fixed pens contain e.g. natural or synthetic waxes, fatty alcohols or fatty acid esters. Lip care sticks and stick formulations for body deodorization are preferably used.
  • liquid oils for example paraffin oils, castor oil, isopropyl myristate
  • semi-solid components for example petroleum jelly, lanolin
  • solid components for example beeswax, ceresin and microcrystallines
  • Waxes or ozokerite high-melting waxes (e.g. carnauba wax, candelilla wax).
  • Suitable blowing agents for cosmetic and / or dermatological preparations sprayable from aerosol containers for the purposes of the present invention are the customary known volatile, liquefied blowing agents, for example hydrocarbons (propane, butane, isobutane), which can be used alone or as a mixture with one another. Compressed air can also be used advantageously.
  • hydrocarbons propane, butane, isobutane
  • Cosmetic preparations in the sense of the present invention can also be in the form of gels which, in addition to an effective content of the active ingredient according to the invention and solvents normally used for this purpose, preferably water, and also organic thickeners, eg gum arabic, xanthan gum, sodium alginate, cellulose derivatives, preferably methyl cellulose, hydroxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methyl cellulose or inorganic thickeners, eg. B. aluminum silicates such as bentonite, or a mixture of polyethylene glycol and polyethylene glycol stearate or distearate.
  • the thickener is contained in the gel, for example, in an amount between 0.1 and 30% by weight, preferably between 0.5 and 15% by weight.
  • aminobenzophenone is to be understood as meaning the hexyl 2- (4 '- (diethylamino) -2'-hydoxybenzoyl) benzoate.
  • the pH is adjusted to 6.
  • the pH is adjusted to 6.

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Abstract

The invention relates to cosmetic or dermatological preparations containing UV filtering substances combined with 8-hexadecene-1,16-dicarboxylic acid.

Description

KOSMETISCHE UND/ODER DERMATOLOGISCHE ZUBEREITUNG ENTHALTEND OCTADECEN- DICARBONSÄURE UND UV-FILTERSUBSTANZEN COSMETIC AND / OR DERMATOLOGICAL PREPARATION CONTAINING OCTADECENE DICARBONIC ACID AND UV FILTER SUBSTANCES
Die vorliegende Erfindung betrifft die Verwendung an sich bekannter Wirkstoffe zur kosmetischen und topischen dermatologischen Hautaufhellung oder zur Verhinderung der Hautbräunung, insbesondere der durch UV-Strahlung hervorgerufenen Hautbräunung, sowie zur Aufhellung der natürlichen Haarfarbe.The present invention relates to the use of active ingredients known per se for cosmetic and topical dermatological skin lightening or for preventing skin tanning, in particular skin tanning caused by UV radiation, and for lightening the natural hair color.
In einer bevorzugten Ausführungsform betrifft die vorliegende Erfindung kosmetische und dermatologische Zubereitungen zur Prophylaxe und Behandlung kosmetischer oder dermatologischer Hautveränderungen wie z.B. der unerwünschten Pigmentierung, beispielsweise lokale Hyper- und Fehlpigmentierungen (beispielsweise Leberflecken, Sommersprossen), der Inhibierung der natürlichen Pigmentierung, aber auch zur rein kosmetischen Aufhellung größerer, dem individuellen Hauttyp an sich durchaus angemessen pigmentierter Hautflächen.In a preferred embodiment, the present invention relates to cosmetic and dermatological preparations for the prophylaxis and treatment of cosmetic or dermatological skin changes such as e.g. unwanted pigmentation, e.g. local hyper- and deficient pigmentation (e.g. liver spots, freckles), inhibition of natural pigmentation, but also for purely cosmetic lightening of larger areas of the skin, which are pigmented to suit the individual skin type.
Für die Pigmentierung der Haut verantwortlich sind die Melanozyten, welche in der untersten Schicht der Epidermis, dem Stratum basale, neben den Basalzellen als - je nach Hauttyp entweder vereinzelt oder aber mehr oder weniger gehäuft auftretende pig- mentbildende Zellen vorzufinden sind. Melanozyten enthalten als charakteristische Zellorganellen Melanosomen, in denen das Melanin gebildet wird. Unter anderem bei Anregung durch UV-Strahlung wird verstärkt Melanin gebildet. Dieses wird über die lebenden Schichten der Epidermis (Keratinozyten) letztlich in die Hornschicht (Comeozyten) transportiert und ruft eine mehr oder weniger ausgeprägte bräunliche bis braun-schwarze Hautfarbe hervor. Melanin wird als Endstufe eines oxidativen Prozesses gebildet, in welchem Tyrosin unter Mitwirkung der Enzyms Tyrosinase über mehrere Zwischenstufen zu den braun bis braun-schwarzen Eumelaninen (DHICA- und DHI- Melanin) bzw. unter Beteiligung von schwefelhaltigen Verbindungen zum rötlichen Phäomelanin umgewandelt. DHICA- und DHI-Melanin entstehen über die gemeinsamen Zwischenstufen Dopachinon und Dopachrom. Letzteres wird, teilweise unter Beteiligung weiterer Enzyme, entweder in lndol-5,6-Chinon-Carbonsäure oder in lndol-5,6-Chinon umgesetzt, woraus die beiden genannten Eumelanine entstehen. Die Entstehung von Phäomelanin läuft unter anderem über die Zwischenprodukte Dopachinon und Cysteinyldopa.Melanocytes are responsible for the pigmentation of the skin. They are found in the lowest layer of the epidermis, the stratum basale, next to the basal cells as - depending on the skin type, either isolated or more or less frequently occurring pigment-forming cells. As characteristic cell organelles, melanocytes contain melanosomes, in which the melanin is formed. When stimulated by UV radiation, among other things, melanin is increasingly formed. This is ultimately transported via the living layers of the epidermis (keratinocytes) into the horny layer (comeocytes) and causes a more or less pronounced brown to brown-black skin color. Melanin is formed as the final stage of an oxidative process in which tyrosine, with the help of the enzyme tyrosinase, is converted into brown to brown-black eumelanins (DHICA and DHI melanin) over several intermediates or with the participation of sulfur-containing compounds to reddish pheomelanin. DHICA and DHI melanin are produced via the common intermediate stages dopaquinone and dopachrome. The latter will, partly with participation further enzymes, either in indole-5,6-quinone carboxylic acid or in indole-5,6-quinone, from which the two eumelanins mentioned arise. The formation of phaeomelanin occurs, among other things, via the intermediates dopaquinone and cysteinyldopa.
Ähnlich wie bei der Pigmentierung der Haut sind für die Haarfarbe (Pigmentierung der Haare) auch Melanin-produzierende Melanozyten verantwortlich. Die Menge und Zusammensetzung des "Melanins in den Haaren bestimmt die natürliche Haarfarbe, die genetisch festgelegt ist.Similar to the pigmentation of the skin, melanin-producing melanocytes are also responsible for the hair color (pigmentation of the hair). The amount and composition of " melanin in the hair determines the natural hair color, which is genetically determined.
Probleme mit Hyperpigmentierung der Haut haben vielfältige Ursachen bzw. sind Begleit- erscheinungen vieler biologischer Vorgänge, z.B. UV-Strahlung (z.B. Sommersprossen, Ephelides), genetische Disposition, Fehlpigmentierung der Haut bei der Wundheilung bzw. -vernarbung oder der Hautalterung (z.B. Lentigines seniles).Problems with hyperpigmentation of the skin have a variety of causes or are associated with many biological processes, e.g. UV radiation (e.g. freckles, ephelides), genetic disposition, incorrect pigmentation of the skin during wound healing or scarring or skin aging (e.g. Lentigines seniles).
Es sind Wirkstoffe und Zubereitungen bekannt, welche der Hautpigmentierung entgegenwirken. Im praktischen Gebrauch sind im wesentlichen Präparate auf der Grundlage von Hydrochinon, welche aber einesteils erst nach mehrwöchiger Anwendung ihre Wirkung zeigen, deren übertrieben lange Anwendung andererseits aus toxikologischen Gründen bedenklich ist. Auch die Inhibierung der Tyrosinase mit Substanzen wie Kojisäure, Ascorbinsäure und Azelainsäure sowie deren Derivaten ist geläufig, hat aber kosmetische und dermatologische Nachteile.Active substances and preparations are known which counteract skin pigmentation. In practice, preparations based on hydroquinone are essentially used, but some of them only show their effect after several weeks of use, the excessive use of which is also of concern for toxicological reasons. The inhibition of tyrosinase with substances such as kojic acid, ascorbic acid and azelaic acid and their derivatives is also common, but has cosmetic and dermatological disadvantages.
Zur Aufhellung der Haarfarbe werden meist stark prooxidative Verfahren angewandt, die das Haar stark schädigen können. Bekannt ist hier vor allem die Blondierung von Haaren mit Wasserstoffperoxid.Strongly prooxidative processes are used to lighten the hair color, which can severely damage the hair. The bleaching of hair with hydrogen peroxide is particularly well-known here.
Diesem Übelstande abzuhelfen, war Aufgabe der vorliegenden Erfindung.The object of the present invention was to remedy this problem.
8-Hexadecen-1 ,16-dicarbonsäure (Dioic acid, CAS-Nummer 20701-68-2; vorläufige INCI- Bezeichnung Octadecendioic acid) ist ein Stoffwechselprodukt von Hefezellen des Candida Stammes. Sie ist durch folgende Struktur gekennzeichnet:8-Hexadecen-1, 16-dicarboxylic acid (dioic acid, CAS number 20701-68-2; provisional INCI name Octadecendioic acid) is a metabolite of yeast cells of the Candida strain. It is characterized by the following structure:
"COOH Als Ausgangssubstanz dient eine Fettsäure rein pflanzlichen Ursprungs. Diese wird in die Hydroxy- Fettsäure umgesetzt, die dann zum Fettsäurealdehyd und letztendlich zur Dicarboxysäure oxidiert wird. Die Hefezellen stammen aus selektierten Mutanten- Stämme. Das Handelsprodukt hat eine Reinheit von 95%. 8-Hexadecen-1 ,16- dicarbonsäure liegt dabei als Gemisch des eis- und trans-lsomeren vor, wobei das cis- Isomere mengenmäßig überwiegt. Ölsäure kann in dem Produkt ungefähr in einer Konzentration von 3% mitenthalten sein. " COOH A fatty acid of purely vegetable origin serves as the starting substance. This is converted into the hydroxy fatty acid, which is then oxidized to the fatty acid aldehyde and ultimately to the dicarboxy acid. The yeast cells come from selected mutant strains. The commercial product has a purity of 95%. 8-Hexadecen-1, 16-dicarboxylic acid is present as a mixture of the cis and trans isomers, the cis isomer predominating in terms of quantity. Oleic acid can be contained in the product at a concentration of approximately 3%.
In kosmetischen Zubereitungen zum Schütze der Haut vor Sonnlicht und den dadurch hervorgerufenen Schäden der Haut kommt eine Vielzahl von UV-Schutzsubstanzen zum Einsatz. Dabei handelt es sich um anorganische Pigmente, UV-A-, UV-B- und/oder Breitbandfiltersubstanzen.A large number of UV protection substances are used in cosmetic preparations to protect the skin from sunlight and the damage to the skin caused thereby. These are inorganic pigments, UV-A, UV-B and / or broadband filter substances.
Hydroxybenzophenone zeichnen sich durch die folgende Strukturformel aus:Hydroxybenzophenones are characterized by the following structural formula:
worinwherein
R1 und R2 unabhängig voneinander Wasserstoff, C C20-Alkyl, C3-C10-Cycloalkyl oder C3- do-Cycloalkenyl bedeuten, wobei die Substituenten R1 und R2 gemeinsam mit dem Stickstoffatom, an das sie gebunden sind, einen 5- oder 6-Ring bilden können undR 1 and R 2 independently of one another are hydrogen, CC 20 alkyl, C 3 -C 10 cycloalkyl or C 3 - do-cycloalkenyl, the substituents R 1 and R 2 together with the nitrogen atom to which they are bonded 5- or 6-ring can form and
R3 einen C C20-Alkyl Rest bedeutet.R 3 represents a CC 20 alkyl radical.
All dieses konnte jedoch nicht den Weg zur vorliegenden Erfindung ebnen. Es war daher überraschend und für den Fachmann nicht vorherzusehen, daß kosmetische oder dermatologische Zubereitungen enthaltend UV-Filtersubstanzen und mit 8-Hexadecen-1 ,16- dicarbonsäureden Nachteilen des Standes der Technik abhelfen. Dabei ist es bevorzugt, wenn die Zubereitungen UV-Filtersubstanzen in Konzentrationen von 0,1 Gew.-% bis 30 Gew.-%, bevorzugt 0,5 bis 20 Gew.-%, besonders bevorzugt 1 ,0 bis 15,0 Gew.-%, jeweils bezogen auf das Gesamtgewicht der Zubereitungen, enthalten und 8-Hexadecen-1 ,16-dicarbonsäure in einer Gesamtkonzentration 0,001 - 10 Gew.-%, bevorzugt 0,005 - 8 Gew.-%, insbesondere 0,05 - 5 Gew.-% bezogen auf das Gesamtgewicht der Zubereitungen, vorliegt. Weiter bevorzugt ist es, wenn als UV-Filtersubstanz ein Hydroxybenzophenon verwendet wird. Weiterhin ist es bevorzugt, wenn als Hydroxybenzophenon der 2-(4'-(Diethylamino)-2'-hydoxybenzoyl)- benzoesäurehexylester, welcher durch die chemische StrukturformelHowever, none of this could pave the way for the present invention. It was therefore surprising and unforeseeable for the person skilled in the art that cosmetic or dermatological preparations containing UV filter substances and 8-hexadecen-1, 16-dicarboxylic acid remedy the disadvantages of the prior art. It is preferred if the preparations UV filter substances in concentrations of 0.1 wt .-% to 30 wt .-%, preferably 0.5 to 20 wt .-%, particularly preferably 1.0 to 15.0 wt. %, based in each case on the total weight of the preparations, and 8-hexadecen-1,16-dicarboxylic acid in a total concentration of 0.001-10% by weight, preferably 0.005-8% by weight, in particular 0.05-5% by weight. -% based on the total weight of the preparations. It is further preferred if a hydroxybenzophenone is used as the UV filter substance. It is further preferred if the hydroxybenzophenone is 2- (4 '- (diethylamino) -2'-hydoxybenzoyl) - benzoic acid hexyl ester, which is represented by the chemical structural formula
gekennzeichnet ist, gewählt wird. Besonders von Vorteil ist es dabei, wenn der Gehalt an einem oder mehreren Hydroxybenzophenonen von 0,1 bis 20 Gew.-%, bevorzugt 0,1 bis 15 Gew.-%, besonders bevorzugt 0,1 bis 10 Gew.-% jeweils bezogen auf das Gesamtgewicht der Zubereitungen, beträgt.is marked, is selected. It is particularly advantageous if the content of one or more hydroxybenzophenones is from 0.1 to 20% by weight, preferably 0.1 to 15% by weight, particularly preferably 0.1 to 10% by weight, in each case on the total weight of the preparations.
Weiterhin ist es von großem Vorteil, wenn die Zubereitungen mindestens eine weitere UV- Filtersubstanz, gewählt aus der Gruppe Triazine, Benzotriazole, der bei Raumtemperatur flüssigen UV-Filter und organische und/oder anorganische Pigmente, enthalten, bevorzugt sind dabei als weitere UV-A-Filtersubstanz und/oder Breitbandfilter Dibenzoylmethanderivate [insbesondere das 4-(tert.-Butyl)-4'-methoxydibenzoylmethan], Phenylen-1 ,4-bis-(2- benzimidazyl)-3,3'-5,5'-tetrasulfonsäure-bis-natriumsalz, 1 ,4-di(2-oxo-10-Sulfo-3-bornyliden- methyl)-Benzol und dessen Salze und 2,4-Bis-{[4-(2-Ethyl-hexyloxy)-2-hydroxy]-phenyl}-6-(4- methoxyphenyl)-1 ,3,5-triazin, wobei die weiteren Filtersubstanzen jeweils einzeln oder in beliebigen Kombinationen miteinander vorliegen können.It is furthermore of great advantage if the preparations contain at least one further UV filter substance, selected from the group consisting of triazines, benzotriazoles, the UV filter which is liquid at room temperature and organic and / or inorganic pigments, and are preferred as further UV-A -Filter substance and / or broadband filter dibenzoylmethane derivatives [in particular the 4- (tert-butyl) -4'-methoxydibenzoylmethane], phenylene-1, 4-bis (2-benzimidazyl) -3,3'-5,5'-tetrasulfonic acid bis-sodium salt, 1,4-di (2-oxo-10-sulfo-3-bornylidene-methyl) -benzene and its salts and 2,4-bis - {[4- (2-ethylhexyloxy) -2 -hydroxy] -phenyl} -6- (4-methoxyphenyl) -1, 3,5-triazine, it being possible for the further filter substances to be present individually or in any combination with one another.
Die Erfindung umfaßt auch die Verwendung derartiger kosmetischer oder dermatologischer Zubereitungen gegen unerwünschte Pigmentierung der Haut und/oder zur Behandlung von Pigmentierungsstörungen. Ferner wird durch die genannte Wirkstoffkombination die unerwünschte Pigmentierung der Haare vermindert und so eine Aufhellung der Haare herbeigeführt.The invention also includes the use of such cosmetic or dermatological preparations against unwanted pigmentation of the skin and / or for the treatment of pigmentation disorders. Furthermore, the undesirable pigmentation of the hair is reduced by the combination of active ingredients mentioned and thus brings about a brightening of the hair.
Vorteilhaft ist es, 8-Hexadecen-1 ,16-dicarbonsäure auch in Form eines ihrer Enantiomere zu verwenden.It is advantageous to use 8-hexadecen-1, 16-dicarboxylic acid in the form of one of its enantiomers.
Die Kombination aus 8-Hexadecen-1 ,16-dicarbonsäure und UV-Filtern, im folgenden als „erfindungsgemäße Wirkstoffkombination" bezeichnet, hat sich als hervorragend wirksam gegen unerwünschte Pigmentierung, insbesondere lokale Hyperpigmentierung sowie gegen die durch UV-Strahlung hervorgerufene Hautbräunung, und zwar sowohl präventiv als auch im Sinne einer Behandlung, erwiesen. Es ist aber auch erfindungsgemäß äußerst vorteilhaft, den erfindungsgemäß verwendete Wirkstoffkombination bzw. kosmetische oder topische dermatologische Zubereitungen mit einem wirksamen Gehalt an erfindungsgemäß verwendeter Wirkstoffkombination zur kosmetischen oder dermatologischen Behandlung unerwünschter Hautpigmentierung, also beispielsweise inhomogene Pigmentierung der Altershaut, Lentigines seniles oder postinflammatorische Hyperpigmentierung zu verwenden.The combination of 8-hexadecen-1, 16-dicarboxylic acid and UV filters, hereinafter referred to as “active ingredient combination according to the invention”, has proven to be extremely effective against undesired pigmentation, in particular local hyperpigmentation, and against skin tanning caused by UV radiation, specifically both preventively and in the sense of a treatment, but it is also extremely advantageous according to the invention to use the active substance combination or cosmetic or topical dermatological preparations according to the invention with an effective content of active substance combination used according to the invention for the cosmetic or dermatological treatment of undesired skin pigmentation, ie for example inhomogeneous pigmentation aging skin, lentigines senile or postinflammatory hyperpigmentation.
Die Prophylaxe bzw. die kosmetische oder dermatologische Behandlung mit der erfindungsgemäß verwendeten Wirkstoffkombination bzw. mit den kosmetischen oder topischen dermatologischen Zubereitungen mit einem wirksamen Gehalt an erfindungsgemäß verwendeter Wirkstoffkombination erfolgt in der üblichen Weise, und zwar dergestalt, daß die erfindungsgemäße Wirkstoffkombination bzw. die kosmetischen oder topischen dermatologischen Zubereitungen mit einem wirksamen Gehalt an erfindungsgemäß verwendeter Wirkstoffkombination auf die betroffenen Hautstellen aufgetragen wird. Es hat sich überraschenderweise herausgestellt, daß die erfindungsgemäße Wirkstoffkombination die der Erfindung zugrundeliegenden Aufgaben erfüllt. Vorteilhaft kann die erfindungsgemäße Wirkstoffkombination eingearbeitet werden in übliche kosmetische und dermatologische Zubereitungen, welche in verschiedenen Formen vorliegen können. So können sie z.B. eine Lösung, eine Emulsion vom Typ Wasser-in-ÖI (W/O) oder vom Typ Öl-in-Wasser (O/W), oder eine multiple Emulsionen, beispielsweise vom Typ Wasser-in-ÖI-in-Wasser (W/O/W) oder Öl-in- Wasser-in-ÖI (O/W/O), eine Hydrodispersion oder Lipodispersion, ein Gel, einen festen Stift, ein transdermales therapeutisches System oder auch ein Aerosol darstellen.The prophylaxis or the cosmetic or dermatological treatment with the active ingredient combination used according to the invention or with the cosmetic or topical dermatological preparations with an effective content of active ingredient combination used according to the invention is carried out in the usual way, in such a way that the active ingredient combination according to the invention or the cosmetic or topical dermatological preparations with an effective content of active ingredient combination used according to the invention is applied to the affected skin areas. It has surprisingly been found that the active substance combination according to the invention fulfills the objects on which the invention is based. The active ingredient combination according to the invention can advantageously be incorporated into customary cosmetic and dermatological preparations, which can be in various forms. So you can e.g. a solution, an emulsion of the type water-in-oil (W / O) or of the type oil-in-water (O / W), or a multiple emulsions, for example of the type water-in-oil-in-water (W / O / W) or oil-in-water-in-oil (O / W / O), a hydrodispersion or lipodispersion, a gel, a solid stick, a transdermal therapeutic system or an aerosol.
Erfindungsgemäße Emulsionen im Sinne der vorliegenden Erfindung, z.B. in Form einer Creme, einer Lotion, einer kosmetischen Milch sind vorteilhaft und enthalten z.B. Fette, Öle, Wachse und/oder andere Fettkörper, sowie Wasser und einen oder mehrere Emulgatoren, wie sie üblicherweise für einen solchen Typ der Formulierung verwendet werden.Emulsions according to the invention in the sense of the present invention, for example in the form of a cream, a lotion or a cosmetic milk, are advantageous and contain, for example, fats, oils, Waxes and / or other fat bodies, as well as water and one or more emulsifiers, as are usually used for such a type of formulation.
Es ist auch möglich und vorteilhaft im Sinne der vorliegenden Erfindung, die erfindungsgemäß verwendete Wirkstoffkombination in wässrige Systeme bzw. Tensidzubereitungen zur Reinigung der Haut und der Haare einzufügen.It is also possible and advantageous for the purposes of the present invention to insert the active ingredient combination used according to the invention into aqueous systems or surfactant preparations for cleaning the skin and hair.
Es ist dem Fachmanne natürlich bekannt, daß anspruchsvolle kosmetische Zusammensetzungen zumeist nicht ohne die üblichen Hilfs- und Zusatzstoffe denkbar sind. Darunter zählen beispielsweise Konsistenzgeber, Füllstoffe, Parfüm, Farbstoffe, Emulgatoren, zusätzliche Wirkstoffe wie Vitamine oder Proteine, Lichtschutzmittel, Stabilisatoren, Insek- tenrepellentien, Alkohol, Wasser, Salze, antimikrobiell, proteolytisch oder keratolytisch wirksame Substanzen usw.It is of course known to the person skilled in the art that sophisticated cosmetic compositions are usually inconceivable without the customary auxiliaries and additives. These include, for example, consistency agents, fillers, perfume, dyes, emulsifiers, additional active ingredients such as vitamins or proteins, light stabilizers, stabilizers, insect repellents, alcohol, water, salts, antimicrobial, proteolytic or keratolytically active substances, etc.
Ebenso ist es von Vorteil, den Wirkstoff 8-Hexadecen-1 ,16-dicarbonsäure in Form von molekularen Addukten an ' Cyclodextrine zu verwenden. Man nimmt an, daß die Cyclodextringerüste dabei als Wirtsmolekül und 8-Hexadecen-1 ,16-dicarbonsäure als Gastmolekül fungieren. Zur Herstelllung werden Cyclodextrine in Wasser gelöst und 8- Hexadecen-1 ,16-dicarbonsäure hinzugegeben. Das molekulare Addukt fällt sodann als Festkörper aus und kann den üblichen Reinigungs- und Aufbereitungsschritten unterworfen werden. Es ist bekannt, daß Cyclodextrin-Gast-Komplexe in einem entsprechenden Lösungsmittel (z.B. Wasser) in einem Gleichgewicht stehen zwischen dem konkreten Gast- Cyclodextrin Komplex und der dissoziierten Form, wobei Cyclodextrin und Gast zu einem gewissen Anteil separiert sein können. Solche Gleichgewichtssysteme sind ebenfalls vorteilhaft im Sinne der vorliegenden Erfindung.It is also advantageous to the active ingredient 8-hexadecene-1, 16-dicarboxylic acid to be used in the form of molecular adducts of 'cyclodextrins. It is believed that the cyclodextrin skeletons act as the host molecule and 8-hexadecen-1, 16-dicarboxylic acid as the guest molecule. For the preparation, cyclodextrins are dissolved in water and 8-hexadecen-1, 16-dicarboxylic acid is added. The molecular adduct then precipitates as a solid and can be subjected to the usual cleaning and preparation steps. It is known that cyclodextrin-guest complexes in an appropriate solvent (eg water) are in equilibrium between the specific guest-cyclodextrin complex and the dissociated form, it being possible for cyclodextrin and guest to be separated to a certain extent. Such balance systems are also advantageous in the sense of the present invention.
Mutatis mutandis gelten entsprechende Anforderungen an die Formulierung medizinischer Zubereitungen.Mutatis mutandis, corresponding requirements apply to the formulation of medical preparations.
Medizinische topische Zusammensetzungen im Sinne der vorliegenden Erfindung enthalten in der Regel ein oder mehrere Medikamente in wirksamer Konzentration. Der Einfachheit halber wird zur sauberen Unterscheidung zwischen kosmetischer und medizinischer Anwendung und entsprechenden Produkten auf die gesetzlichen Bestimmungen der Bundesrepublik Deutschland verwiesen (z.B. Kosmetikverordnung, Lebensmittel- und Arzneimittelgesetz). Es ist dabei ebenfalls von Vorteil, die erfindungsgemäß verwendete Wirkstoffkombination als Zusatzstoff zu Zubereitungen zu geben, die bereits andere Wirkstoffe für andere Zwecke enthalten.Medical topical compositions in the sense of the present invention generally contain one or more medicaments in an effective concentration. For the sake of simplicity, reference is made to the legal provisions of the Federal Republic of Germany (e.g. cosmetics regulation, food and drug law) for a clear distinction between cosmetic and medical use and corresponding products. It is also advantageous to add the active ingredient combination used according to the invention as an additive to preparations which already contain other active ingredients for other purposes.
Entsprechend können kosmetische oder topische dermatologische Zusammensetzungen im Sinne der vorliegenden Erfindung, je nach ihrem Aufbau, beispielsweise verwendet werden als Hautschutzcreme, Reinigungsmilch, Sonnenschutzlotion, Nährcreme, Tages- oder Nachtcreme usw. Es ist gegebenenfalls möglich und vorteilhaft, die erfindungsgemäßen Zusammensetzungen als Grundlage für pharmazeutische Formulierungen zu verwenden.Accordingly, cosmetic or topical dermatological compositions within the meaning of the present invention, depending on their structure, can be used, for example, as skin protection cream, cleansing milk, sunscreen lotion, nutritional cream, day or night cream, etc. It may be possible and advantageous to use the compositions according to the invention as a basis for pharmaceuticals Use wording.
Es ist auch vorteilhaft im Sinne der vorliegenden Erfindung, kosmetische und dermatologische Zubereitungen zu erstellen, deren hauptsächlicher Zweck nicht der Schutz vor Sonnenlicht ist, die aber dennoch einen Gehalt an weiteren UV-Schutzsubstanzen enthalten. So werden z. B. in Tagescremes oder Makeup-Produkten gewöhnlich UV-A- bzw. UV-B-Filtersubstanzen eingearbeitet. Auch stellen UV-Schutzsubstanzen, ebenso wie Antioxidantien und, gewünsch- tenfalls, Konservierungsstoffe, einen wirksamen Schutz der Zubereitungen selbst gegen Ver- derb dar. Günstig sind ferner kosmetische und dermatologische Zubereitungen, die in der Form eines Sonnenschutzmittels vorliegen.It is also advantageous for the purposes of the present invention to produce cosmetic and dermatological preparations, the main purpose of which is not to protect against sunlight, but which nevertheless contain other UV protection substances. So z. B. usually incorporated into day creams or makeup products UV-A or UV-B filter substances. UV protection substances, like antioxidants and, if desired, preservatives, also effectively protect the preparations themselves against spoilage. Cosmetic and dermatological preparations which are in the form of a sunscreen are also favorable.
Dementsprechend enthalten die Zubereitungen im Sinne der vorliegenden Erfindung vorzugsweise mindestens eine weitere UV-A-, UV-B- und/oder Breitbandfiltersubstanz. Die Formulierungen können, obgleich nicht notwendig, gegebenenfalls auch ein oder mehrere organische und/oder anorganische Pigmente als UV-Filtersubstanzen enthalten, welche in der Wasser- und/oder der Ölphase vorliegen können.Accordingly, the preparations in the sense of the present invention preferably contain at least one further UV-A, UV-B and / or broadband filter substance. The formulations may, although not necessary, optionally also contain one or more organic and / or inorganic pigments as UV filter substances, which may be present in the water and / or the oil phase.
Die erfindungsgemäßen Zubereitungen können ferner vorteilhaft auch in Form von sogenannten ölfreien kosmetischen oder dermatologischen Emulsionen vorliegen, welche eine Wasserphase und mindestens eine bei Raumtemperatur flüssige UV-Filtersubstanz als weitere Phase enthalten.The preparations according to the invention can also advantageously be in the form of so-called oil-free cosmetic or dermatological emulsions which contain a water phase and at least one UV filter substance which is liquid at room temperature as a further phase.
Besonders vorteilhafte bei Raumtemperatur flüssige UV-Filtersubstanzen im Sinne der vorliegenden Erfindung sind Homomenthylsalicylat (INCI: Homosalate), 2-Ethylhexyl-2-cyano-3,3- diphenylacrylat (INCI: Octocrylene), 2-Ethylhexyl-2-hydroxybenzoat (2-Ethylhexylsalicylat, Octylsalicylat, INCI: Octyl Salicylate) und Ester der Zimtsäure, vorzugsweise 4-Methoxyzimt- säure (2-ethylhexyl)ester (2-Ethylhexyl-4-methoxycinnamat, INCI: Octyl Methoxycinnamate) und 4-Methoxyzimtsäureisopentylester (lsopentyl-4-methoxycinnamat, INCI: Isoamyl p-Meth- oxycinnamate).Particularly advantageous UV filter substances which are liquid at room temperature for the purposes of the present invention are homomenthyl salicylate (INCI: homosalate), 2-ethylhexyl-2-cyano-3,3-diphenylacrylate (INCI: octocrylene), 2-ethylhexyl-2-hydroxybenzoate (2- Ethylhexyl salicylate, octyl salicylate, INCI: octyl salicylate) and esters of cinnamic acid, preferably 4-methoxycinnamic acid (2-ethylhexyl) ester (2-ethylhexyl-4-methoxycinnamate, INCI: octyl methoxycinnamate) and Isopentyl 4-methoxycinnamate (isopentyl-4-methoxycinnamate, INCI: Isoamyl p-methoxycinnamate).
Bevorzugte anorganische Pigmente sind Metalloxide und/oder andere in Wasser schwerlösliche oder unlösliche Metallverbindungen, insbesondere Oxide des Titans (TiO2), Zinks (ZnO), Eisens (z. B. Fe2O3), Zirkoniums (ZrO2), Siliciums (SiO2), Mangans (z. B. MnO), Aluminiums (AI2O3), Cers (z. B. Ce203), Mischoxide der entsprechenden Metalle sowie Abmischungen aus solchen Oxiden sowie das Sulfat des Bariums (BaS04).Preferred inorganic pigments are metal oxides and / or other metal compounds which are sparingly soluble or insoluble in water, in particular oxides of titanium (TiO 2 ), zinc (ZnO), iron (e.g. Fe 2 O 3 ), zirconium (ZrO 2 ), silicon ( SiO 2 ), manganese (e.g. MnO), aluminum (Al 2 O 3 ), cerium (e.g. Ce 2 0 3 ), mixed oxides of the corresponding metals as well as mixtures of such oxides and the sulfate of barium (BaS0 4 ).
Die Pigmente können vorteilhaft im Sinne der vorliegenden Erfindung auch in Form kommerziell erhältlicher öliger oder wäßriger Vordispersionen zur Anwendung kommen. Diesen Vor- dispersionen können vorteilhaft Dispergierhilfsmittel und/oder Solubilisationsvermittler zugesetzt sein.For the purposes of the present invention, the pigments can also advantageously be used in the form of commercially available oily or aqueous predispersions. Dispersing aids and / or solubilizing agents can advantageously be added to these pre-dispersions.
Die Pigmente können erfindungsgemäß vorteilhaft oberflächlich behandelt („gecoatet") sein, wobei beispielsweise ein hydrophiler, amphiphiler oder hydrophober Charakter gebildet werden bzw. erhalten bleiben soll. Diese Oberflächenbehandlung kann darin bestehen, daß die Pig- mente nach an sich bekannten Verfahren mit einer dünnen hydrophilen und/oder hydrophoben anorganischen und/oder organischen Schicht versehen werden. Die verschiedenen Oberflächenbeschichtungen können im Sinne der vorliegenden Erfindung auch Wasser enthalten.According to the invention, the pigments can advantageously have been surface-treated (“coated”), for example a hydrophilic, amphiphilic or hydrophobic character should be formed or retained. This surface treatment can consist in that the pigments are prepared using a thin method using methods known per se hydrophilic and / or hydrophobic inorganic and / or organic layer The various surface coatings can also contain water in the sense of the present invention.
Anorganische Oberflächenbeschichtungen im Sinne der vorliegenden Erfindung können be- stehen aus Aluminiumoxid (AI2O3), Aluminiumhydroxid AI(OH)3, bzw. Aluminiumoxidhydrat (auch: Alumina, CAS-Nr.: 1333-84-2), Natriumhexametaphosphat (NaP03)6, Natriummetaphosphat (NaPO3)n, Siliciumdioxid (SiO2) (auch: Silica, CAS-Nr.: 7631-86-9), oder Eisenoxid (Fe2O3). Diese anorganischen Oberflächenbeschichtungen können allein, in Kombination und/oder in Kombination mit organischen Beschichtungsmaterialien vorkommen.Inorganic surface coatings in the sense of the present invention can consist of aluminum oxide (Al 2 O 3 ), aluminum hydroxide Al (OH) 3 , or aluminum oxide hydrate (also: alumina, CAS no .: 1333-84-2), sodium hexametaphosphate (NaP0 3 ) 6 , sodium metaphosphate (NaPO 3 ) n , silicon dioxide (SiO 2 ) (also: silica, CAS No .: 7631-86-9), or iron oxide (Fe 2 O 3 ). These inorganic surface coatings can occur alone, in combination and / or in combination with organic coating materials.
Organische Oberflächenbeschichtungen im Sinne der vorliegenden Erfindung können bestehen aus pflanzlichem oder tierischem Aluminiumstearat, pflanzlicher oder tierischer Stearinsäure, Laurinsäure, Dimethylpolysiloxan (auch: Dimethicone), Methylpolysiloxan (Methicone), Simethi- cone (einem Gemisch aus Dimethylpolysiloxan mit einer durchschnittlichen Kettenlänge von 200 bis 350 Dimethylsiloxan-Einheiten und Silicagel) oder Alginsäure. Diese organischen Oberflächenbeschichtungen können allein, in Kombination und/oder in Kombination mit anorganischen Beschichtungsmaterialien vorkommen. Erfindungsgemäß geeignete Zinkoxidpartikel und Vordispersionen von Zinkoxidpartikeln sind unter folgenden Handelsbezeichnungen bei den aufgeführten Firmen erhältlich:Organic surface coatings in the sense of the present invention can consist of vegetable or animal aluminum stearate, vegetable or animal stearic acid, lauric acid, dimethylpolysiloxane (also: dimethicone), methylpolysiloxane (methicone), simethicone (a mixture of dimethylpolysiloxane with an average chain length of 200 to 350 Dimethylsiloxane units and silica gel) or alginic acid. These organic surface coatings can occur alone, in combination and / or in combination with inorganic coating materials. Zinc oxide particles and predispersions of zinc oxide particles suitable according to the invention are available under the following trade names from the companies listed:
Geeignete Titandioxidpartikel und Vordispersionen von Titandioxidpartikeln sind unter folgenden Handelsbezeichnungen bei den aufgeführten Firmen erhältlich:Suitable titanium dioxide particles and predispersions of titanium dioxide particles are available under the following trade names from the companies listed:
Vorteilhafte UV-A-Filtersubstanzen im Sinne der vorliegenden Erfindung sind Dibenzoylmethanderivate, insbesondere das 4-(tert.-Butyl)-4'-methoxydibenzoylmethan (CAS-Nr. 70356- 09-1), welches von Givaudan unter der Marke Parsol® 1789 und von Merck unter der Handelsbezeichnung Eusolex® 9020 verkauft wird.Advantageous UV-A filter substances for the purposes of the present invention are dibenzoylmethane derivatives, in particular 4- (tert-butyl) -4'-methoxydibenzoylmethane (CAS-Nr. 70356- 09-1) carried by Givaudan under the trade name Parsol ® 1789 and is sold by Merck under the trade name Eusolex® 9020.
Vorteilhafte weitere UV-Filtersubstanzen im Sinne der vorliegenden Erfindung sind sulfonierte, wasserlösliche UV-Filter, wie z. B.:Advantageous further UV filter substances in the sense of the present invention are sulfonated, water-soluble UV filters, such as. B .:
Phenylen-1 ,4-bis-(2-benzimidazyl)-3,3'-5,5'-tetrasulfonsäure und ihre Salze, besonders die entsprechenden Natrium-, Kalium- oder Triethanolammonium-Salze, insbesondere das Phenylen-1 ,4-bis-(2-benzimidazyl)-3,3'-5,5'-tetrasulfonsäure-bis-natriumsalz mit der INCI- Bezeichnung Bisimidazylate (CAS-Nr.: 180898-37-7), welches beispielsweise unter der Handelsbezeichnung Neo Heliopan AP bei Haarmann & Reimer erhältlich ist;Phenylene-1,4-bis (2-benzimidazyl) -3,3'-5,5'-tetrasulfonic acid and its salts, especially the corresponding sodium, potassium or triethanolammonium salts, especially that Phenylene-1,4-bis (2-benzimidazyl) -3,3'-5,5'-tetrasulfonic acid bis-sodium salt with the INCI name bisimidazylate (CAS No .: 180898-37-7), which, for example is available from Haarmann & Reimer under the trade name Neo Heliopan AP;
Salze der 2-Phenylbenzimidazol-5-sulfonsäure, wie ihr Natrium-, Kalium- oder ihr Trietha- noIammonium-Salz sowie die Sulfonsäure selbst mit der INCI Bezeichnung Phenyl- benzimidazole Sulfonsäure (CAS. -Nr. 27503-81-7), welches beispielsweise unter der Handelsbezeichnung Eusolex 232 bei Merck oder unter Neo Heliopan Hydro bei Haarmann & Reimer erhältlich ist;Salts of 2-phenylbenzimidazole-5-sulfonic acid, such as its sodium, potassium or triethaniumammonium salt, and sulfonic acid itself with the INCI name phenylbenzimidazole sulfonic acid (CAS. No. 27503-81-7), which is available, for example, under the trade name Eusolex 232 from Merck or under Neo Heliopan Hydro from Haarmann &Reimer;
1 ,4-di(2-oxo-10-Sulfo-3-bomylidenmethyl)-Benzol (auch: 3,3'-(1 ,4-Phenylendimethylene)- bis-(7,7-dimethyl-2-oxo-bicyclo-[2.2.1]hept-1-ylmethan Sulfonsäure) und dessen Salze1, 4-di (2-oxo-10-sulfo-3-bomylidenemethyl) -benzene (also: 3,3 '- (1, 4-phenylenedimethylene) - bis- (7,7-dimethyl-2-oxobicyclo - [2.2.1] hept-1-ylmethane sulfonic acid) and its salts
(besonders die entprechenden 10-Sulfato-verbindungen, insbesondere das entsprechende Natrium-, Kalium- oder Triethanolammonium-Salz), das auch als Benzol-1 ,4-di(2-oxo-3-bor- nylidenmethyl-10-sulfonsäure) bezeichnet wird. Benzol-1 ,4-di(2-oxo-3-bornylidenmethyl-10- sulfonsäure) hat die INCI-Bezeichnung Terephtalidene Dicampher Sulfonsäure (CAS. -Nr.: 90457-82-2) und ist beispielsweise unter dem Handelsnamen Mexoryl SX von der Fa.(especially the corresponding 10-sulfato compounds, especially the corresponding sodium, potassium or triethanolammonium salt), which is also known as benzene-1, 4-di (2-oxo-3-boronylidenemethyl-10-sulfonic acid) becomes. Benzene-1,4-di (2-oxo-3-bornylidenemethyl-10-sulfonic acid) has the INCI name Terephtalidene Dicampher Sulfonic Acid (CAS. No .: 90457-82-2) and is, for example, under the trade name Mexoryl SX from from the company
Chimex erhältlich;Chimex available;
Sulfonsäure-Derivate des 3-Benzylidencamphers, wie z. B. 4-(2-Oxo-3-bornylidenmethyl)- benzolsulfonsäure, 2-Methyl-5-(2-oxo-3-bomylidenmethyl)sulfonsäure und deren Salze.Sulfonic acid derivatives of 3-benzylidene camphor, such as. B. 4- (2-oxo-3-bornylidene methyl) benzenesulfonic acid, 2-methyl-5- (2-oxo-3-bomylidene methyl) sulfonic acid and salts thereof.
Vorteilhafte UV-Filtersubstanzen im Sinne der vorliegenden Erfindung sind ferner sogenannte Breitbandfilter, d.h. Filtersubstanzen, die sowohl UV-A- als auch UV-B-Strahlung absorbieren.Advantageous UV filter substances in the sense of the present invention are also so-called broadband filters, i.e. Filter substances that absorb both UV-A and UV-B radiation.
Vorteilhafte Breitbandfilter oder UV-B-Filtersubstanzen sind beispielsweise Triazindehvate, wie z. B.Advantageous broadband filters or UV-B filter substances are, for example, triazine derivatives, such as, for. B.
2,4-Bis-{[4-(2-Ethyl-hexyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1 ,3,5-triazin (INCI: Aniso Triazin), welches unter der Handelsbezeichnung Tinosorb® S bei der CIBA-Chemika- lien GmbH erhältlich ist;2,4-bis - {[4- (2-ethyl-hexyloxy) -2-hydroxy] phenyl} -6- (4-methoxyphenyl) -1, 3,5-triazine (INCI: Aniso Triazine), which can be found under the trade name Tinosorb® S is available from CIBA-Chemie GmbH;
Diethylhexylbutylamidotriazon (INCI: Diethylhexylbutamidotriazone), welches unter der Handelsbezeichnung UVASORB HEB bei Sigma 3V erhältlich ist;Diethylhexylbutylamidotriazon (INCI: Diethylhexylbutamidotriazone), which is available under the trade name UVASORB HEB from Sigma 3V;
4]4'ι4"-(i ι3]5-Triazin-2,4,6-triyltriimino)-tris-benzoesäure-tris(2-ethylhexylester), auch: 2,4,6- Tris-[anilino-(p-carbo-2'-ethyl-1'-hexyloxy)]-1 ,3,5-triazin (INCI: Ethylhexyl Triazone), welches von der BASF Aktiengesellschaft unter der Warenbezeichnung UVINUL® T 150 vertrieben wird.4 ] 4 ' ι 4 "- (i ι 3 ] 5-triazine-2,4,6-triyltriimino) -tris-benzoic acid tris (2-ethylhexyl ester), also: 2,4,6-tris [anilino- (p-carbo-2'-ethyl-1'-hexyloxy)] - 1,3,5-triazine (INCI: ethylhexyl triazone), which is sold by BASF Aktiengesellschaft under the trade name UVINUL® T 150.
Ein vorteilhafter Breitbandfilter im Sinne der vorliegenden Erfindung ist auch das 2,2'-Methylen- bis-(6-(2H-benzotriazol-2-yl)-4-(1 ,1 ,3,3-tetramethylbutyl)-phenol), welches unter der Han- delsbezeichnung Tinosorb® M bei der CIBA-Chemikalien GmbH erhältlich ist.An advantageous broadband filter in the sense of the present invention is also the 2,2'-methylene-bis- (6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol), which is available under the trade name Tinosorb® M from CIBA-Chemicals GmbH.
Vorteilhafter Breitbandfilter im Sinne der vorliegenden Erfindung ist ferner das 2-(2H-benzo- triazol-2-yl)-4-methyl-6-[2-methyl-3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl]- phenol (CAS-Nr.: 155633-54-8) mit der INCI-Bezeichnung Drometrizole Trisiloxane, welches unter der Handelsbezeichnung Mexoryl® XL bei der Fa. Chimex erhältlich ist.Another advantageous broadband filter for the purposes of the present invention is 2- (2H-benzotriazol-2-yl) -4-methyl-6- [2-methyl-3- [1,3,3,3-tetramethyl-1- [(trimethylsilyl) oxy] disiloxanyl] propyl] - phenol (CAS no .: 155633-54-8) with the INCI name Drometrizole Trisiloxane, which is available under the trade name Mexoryl® XL from Chimex.
Die weiteren UV-Filtersubstanzen können öllöslich oder wasserlöslich sein.The other UV filter substances can be oil-soluble or water-soluble.
Vorteilhafte öllösliche UV-B- und/oder Breitband-Filtersubstanzen im Sinne der vorliegenden Erfindung sind z. B.:Advantageous oil-soluble UV-B and / or broadband filter substances in the sense of the present invention are e.g. B .:
3-Benzylidencampher-Derivate, vorzugsweise 3-(4-Methylbenzyliden)campher, 3-Benzyli- dencampher; 3-benzylidene camphor derivatives, preferably 3- (4-methylbenzylidene) camphor, 3-benzylidene camphor;
4-Aminobenzoesäure-Derivate, vorzugsweise 4-(Dimethylamino)-benzoesäure(2-ethylhe- xyl)ester, 4-(Dimethylamino)benzoesäureamylester; 4-aminobenzoic acid derivatives, preferably 4- (dimethylamino) benzoic acid (2-ethylhexyl) ester, 4- (dimethylamino) benzoic acid amyl ester;
Derivate des Benzophenons, vorzugsweise 2-Hydroxy-4-methoxybenzophenon, 2-Hydroxy- 4-methoxy-4'-methylbenzophenon, 2,2'-Dihydroxy-4-methoxybenzophenon Derivatives of benzophenone, preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone
■ sowie an Polymere gebundene UV-Filter.■ as well as UV filters bound to polymers.
■ 3-(4-(2,2-bis Ethoxycarbonylvinyl)-phenoxy)propenyl)-methoxysiloxan/Dimethylsiloxan - Copolymer welches beispielsweise unter der Handelsbezeichnung Parsol® SLX bei Hoffmann La Röche erhältlich ist.3- (4- (2,2-bis-ethoxycarbonylvinyl) phenoxy) propenyl) methoxysiloxane / dimethylsiloxane copolymer which is available, for example, from Hoffmann La Röche under the trade name Parsol® SLX.
Vorteilhafte wasserlösliche Filtersubstanzen sind z. B.:Advantageous water-soluble filter substances are e.g. B .:
Sulfonsäure-Derivate des 3-Benzylidencamphers, wie z. B. 4-(2-Oxo-3-bornylidenmethyl)ben- zolsulfonsäure, 2-Methyl-5-(2-oxo-3-bornylidenmethyl)sulfonsäure und deren Salze. Eine weiterere erfindungsgemäß vorteilhaft zu verwendende Lichtschutzfiltersubstanz ist das Ethylhexyl-2-cyano-3,3-diphenylacrylat (Octocrylen), welches von BASF unter der Bezeichnung Uvinul® N 539 erhältlich ist.Sulfonic acid derivatives of 3-benzylidene camphor, such as. B. 4- (2-oxo-3-bornylidene methyl) benzenesulfonic acid, 2-methyl-5- (2-oxo-3-bornylidene methyl) sulfonic acid and their salts. A further light protection filter substance according to the invention to be used advantageously is ethylhexyl-2-cyano-3,3-diphenylacrylate, obtainable (octocrylene) from BASF under the name Uvinul ® N 539th
Besonders vorteilhafte Zubereitungen im Sinne der vorliegenden Erfindung, die sich durch einen hohen bzw. sehr hohen UV-A- und/oder UV-B-Schutz auszeichnen, enthalten neben der oder den erfindungsgemäßen Filtersubstanz(en) bevorzugt ferner weitere UV-A- und/oder Breitbandfilter, insbesondere Dibenzoylmethanderivate [beispielsweise das 4-(tert.-Butyl)-4'-meth- oxydibenzoylmethan], Phenylen-1 ,4-bis-(2-benzimidazyl)-3,3'-5,5'-tetrasulfonsäure und/oder ihre Salze, das 1 ,4-di(2-oxo-10-Sulfo-3-bomylidenmethyl)-Benzol und/oder dessen Salze und/oder das 2,4-Bis-{[4-(2-Ethyl-hexyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1 ,3,5- triazin, jeweils einzeln oder in beliebigen Kombinationen miteinander.Particularly advantageous preparations within the meaning of the present invention, which are distinguished by a high or very high UV-A and / or UV-B protection, preferably also contain further UV-A and in addition to the filter substance (s) according to the invention / or broadband filter, especially dibenzoylmethane derivatives [for example the 4- (tert-butyl) -4'-meth-oxydibenzoylmethane], phenylene-1,4, bis (2-benzimidazyl) -3,3'-5,5'- tetrasulfonic acid and / or its salts, the 1,4-di (2-oxo-10-sulfo-3-bomylidenemethyl) benzene and / or its salts and / or the 2,4-bis - {[4- (2- Ethyl-hexyloxy) -2-hydroxy] phenyl} -6- (4-methoxyphenyl) -1, 3,5-triazine, in each case individually or in any combination with one another.
Die Liste der genannten UV-Filter, die im Sinne der vorliegenden Erfindung eingesetzt werden können, soll selbstverständlich nicht limitierend sein.The list of the UV filters mentioned, which can be used in the sense of the present invention, should of course not be limiting.
Vorteilhaft enthalten die erfindungsgemäßen Zubereitungen die Substanzen, die UV-Strahlung im UV-A- und/oder UV-B-Bereich absorbieren, in einer Gesamtmenge von z. B. 0,1 Gew.-% bis 30 Gew.-%, vorzugsweise 0,5 bis 20 Gew.-%, insbesondere 1 ,0 bis 15,0 Gew.-%, jeweils bezogen auf das Gesamtgewicht der Zubereitungen, um kosmetische Zubereitungen zur Verfügung zu stellen, die das Haar bzw. die Haut vor dem gesamten Bereich der ultravioletten Strahlung schützen.The preparations according to the invention advantageously contain the substances which absorb UV radiation in the UV-A and / or UV-B range in a total amount of, for. B. 0.1 wt .-% to 30 wt .-%, preferably 0.5 to 20 wt .-%, in particular 1, 0 to 15.0 wt .-%, each based on the total weight of the preparations to cosmetic To provide preparations that protect the hair or skin from the entire range of ultraviolet radiation.
Die erfindungsgemäßen kosmetischen und dermatologischen Zubereitungen können kosmetische Wirk-, Hilfs- und/oder Zusatzstoffe enthalten, wie sie üblicherweise in solchen Zubereitungen verwendet werden, z.B. Antioxidationsmittel, Konservierungsmittel, Bakterizide, Parfüme, Substanzen zum Verhindern des Schäumens, Farbstoffe, Pigmente, die färbende Wirkung haben, Verdickungsmittel, oberflächenaktive Substanzen, Emulgatoren, weichmachende, anfeuchtende und/oder feuchthaltende Substanzen, Fette, Öle, Wachse oder andere übliche Bestandteile einer kosmetischen oder dermatologischen Formulierung wie Alkohole, Polyole, Polymere, Schaumstabilisatoren, Elektrolyte, organische Lösungsmittel oder Silikonderivate.The cosmetic and dermatological preparations according to the invention can contain cosmetic active ingredients, auxiliaries and / or additives as are usually used in such preparations, e.g. Antioxidants, preservatives, bactericides, perfumes, anti-foaming substances, dyes, pigments that have a coloring effect, thickeners, surface-active substances, emulsifiers, softening, moisturizing and / or moisturizing substances, fats, oils, waxes or other common components of a cosmetic or dermatological formulation such as alcohols, polyols, polymers, foam stabilizers, electrolytes, organic solvents or silicone derivatives.
Es ist ebenfalls vorteilhaft, den Zubereitungen im Sinne der vorliegenden Erfindung übliche Antioxidantien zuzufügen. Erfindungsgemäß können als günstige Antioxidantien alle für kosme- tische und/oder dermatologische Anwendungen geeigneten oder gebräuchlichen Antioxidantien verwendet werden.It is also advantageous to add customary antioxidants to the preparations for the purposes of the present invention. According to the invention, all of the beneficial antioxidants for cosmic table and / or dermatological applications suitable or common antioxidants can be used.
Vorteilhaft werden die Antioxidantien gewählt aus der Gruppe bestehend aus Aminosäuren (z.B. Glycin, Histidin, Tyrosin, Tryptophan) und deren Derivate, Imidazole (z.B. Urocaninsäure) und deren Derivate, Peptide wie D,L-Camosin, D-Camosin, L-Carnosin und deren Derivate (z.B. Anserin), Carotinoide, Carotine (z.B. α-Carotin, ß-Carotin, Lycopin) und deren Derivate, Retinoide wie zum Beispiel Retinol, Retinal und/oder Retinoesäure und die jeweiligen Ester, α- Liponsäure und deren Derivate (z.B. Dihydroliponsäure), Aurothioglucose, Propylthiouracil und andere Thiole' (z.B. Thioredoxin, Glutathion, Cystein, Cystin, Cystamin und deren Glycosyl-, N- Acetyl-, Methyl-, Ethyl-, Propyl-, Amyl-, Butyl- und Lauryl-, Palmitoyl-, Oleyl-, γ-Linoleyl-, Cho- lesteryl- und Glycerylester) sowie deren Salze, Dilaurylthiodipropionat, Distearylthiodipropionat, Thiodipropionsäure und deren Derivate (Ester, Ether, Peptide, Lipide, Nukleotide, Nukleoside und Salze) sowie Sulfoximinverbindungen (z.B. Buthioninsulfoximine, Homocysteinsulfoximin, Buthioninsulfone, Penta-, Hexa-, Heptathioninsulfoximin) in sehr geringen verträglichen Do- sierungen (z.B. pmol bis μmol/kg), ferner (Metall)-Chelatoren (z.B. α-Hydroxyfettsäuren, Palmitinsäure, Phytinsäure, Lactoferrin), α-Hydroxysäuren (z.B. Zitronensäure, Milchsäure, Apfelsäure), Huminsäure, Gallensäure, Gallenextrakte, Bilirubin, Biliverdin, EDTA, EGTA und deren Derivate, ungesättigte Fettsäuren und deren Derivate (z.B. γ-Linolensäure, Linolsäure, Ölsäure), Folsäure und deren Derivate, -2-Aminopropionsäurediessigsäure, Flavonoide, Polyphenole, Catechine, Ubichinon und Ubichinol und deren Derivate, Vitamin C und Derivate (z.B. Ascorbylpalmitat, Mg-Ascorbylphosphat, Ascorbylacetat), Tocopherole und Derivate (z.B. Vitamin-E-acetat), sowie Koniferylbenzoat des Benzoeharzes, Rutinsäure und deren Derivate, Ferulasäure und deren Derivate, Butylhydroxytoluol, Butylhydroxyanisol, Nordihydroguajak- harzsäure, Nordihydroguajaretsäure, Trihydroxybutyrophenon, Harnsäure und deren Derivate, Mannose und deren Derivate, Zink und dessen Derivate (z.B. ZnO, ZnSÖ4) Selen und dessenThe antioxidants are advantageously 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-camosine, D-camosine, L-carnosine and their derivatives (e.g. anserine), carotenoids, carotenes (e.g. α-carotene, ß-carotene, lycopene) and their derivatives, retinoids such as retinol, retinal and / or retinoic acid and the respective esters, α-lipoic acid and their derivatives (e.g. Dihydrolipoic acid), aurothioglucose, propylthiouracil and other thiols ' (e.g. thioredoxin, glutathione, cysteine, cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl, palmitoyl -, Oleyl, γ-linoleyl, cholesterol and glyceryl esters) and their salts, dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and their derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) as well as sulfoximine compounds (e.g. buthioninsulfox imines, homocysteine sulfoximine, buthionine sulfones, penta-, hexa-, heptathionine sulfoximine) in very low tolerable doses (e.g. pmol to μmol / kg), also (metal) chelators (e.g. α-hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin), α - hydroxy acids (e.g. citric acid, lactic acid, malic acid), humic acid, bile acid, bile extracts, bilirubin, biliverdin, EDTA, EGTA and their derivatives, unsaturated fatty acids and their derivatives (e.g. γ-linolenic acid, linoleic acid, oleic acid), folic acid and its derivatives, 2-aminopropionic acid diacetic acid, flavonoids, polyphenols, catechins, ubiquinone and ubiquinol and their derivatives, vitamin C and derivatives (e.g. ascorbyl palmitate, Mg ascorbyl phosphate, ascorbyl acetate), tocopherols and derivatives (e.g. vitamin E acetate), as well as benziferyl benzoate, as well as coniferyl benzoate and their derivatives, ferulic acid and their derivatives, butylated hydroxytoluene, butylated hydroxyanisole, nordihydroguajak resin acid, nordihydroguajaretic acid, trihydroxybu tyrophenone, uric acid and its derivatives, mannose and its derivatives, zinc and its derivatives (eg ZnO, ZnSÖ4) selenium and its
Derivate (z.B. Selenmethionin), Stilbene und deren Derivate (z.B. Stilbenoxid, Trans-Stilben- oxid) und die erfindungsgemäß geeigneten Derivate (Salze, Ester, Ether, Zucker, Nukleotide, Nukleoside, Peptide und Lipide) dieser genannten Wirkstoffe.Derivatives (e.g. selenium methionine), stilbenes and their derivatives (e.g. stilbene oxide, trans-stilbene oxide) and the derivatives suitable according to the invention (salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids) of these active ingredients.
Die Menge der Antioxidantien (eine oder mehrere Verbindungen) in den Zubereitungen beträgt vorzugsweise 0,001 bis 30 Gew.-%, besonders bevorzugt 0,05 - 20 Gew.-%, insbesondere 0,1 - 10 Gew.-%, bezogen auf das Gesamtgewicht der Zubereitung. Sofern Vitamin E und/oder dessen Derivate das oder die Antioxidantien darstellen, ist vorteilhaft, deren jeweilige Konzentrationen aus dem Bereich von 0,001 - 10 Gew.-%, bezogen auf das Gesamtgewicht der Formulierung, zu wählen.The amount of the antioxidants (one or more compounds) in the preparations is preferably 0.001 to 30% by weight, particularly preferably 0.05-20% by weight, in particular 0.1-10% by weight, based on the total weight the preparation. If vitamin E and / or its derivatives represent the antioxidant (s), it is advantageous to choose their respective concentrations from the range of 0.001-10% by weight, based on the total weight of the formulation.
Sofern die kosmetische oder dermatologische Zubereitung im Sinne der vorliegenden Erfindung eine Lösung oder Emulsion oder Dispersion darstellt, können als Lösungsmittel verwendet werden:If the cosmetic or dermatological preparation in the sense of the present invention is a solution or emulsion or dispersion, the following can be used as solvents:
Wasser oder wäßrige LösungenWater or aqueous solutions
Öle, wie Triglyceride der Caprin- oder der Caprylsäure, vorzugsweise aber Rizinusöl;Oils, such as triglycerides of capric or caprylic acid, but preferably castor oil;
Fette, Wachse und andere natürliche und synthetische Fettkörper, vorzugsweise Ester von Fettsäuren mit Alkoholen niedriger C-Zahl, z.B. mit Isopropanol, Propylenglykol oderFats, waxes and other natural and synthetic fat bodies, preferably esters of fatty acids with alcohols of low C number, e.g. with isopropanol, propylene glycol or
Glycerin, oder Ester von Fettalkoholen mit Alkansäuren niedriger C-Zahl oder mit Fettsäuren;Glycerin, or esters of fatty alcohols with low C number alkanoic acids or with fatty acids;
Alkohole, Diole oder Polyole niedriger C-Zahl, sowie deren Ether, vorzugsweise Ethanol, Isopropanol, Propylenglykol, Glycerin, Ethylenglykol, Ethylenglykolmonoethyl- oder - monobutylether, Propylenglykolmonomethyl, -monoethyl- oder -monobutylether,Alcohols, diols or polyols of low C number, and their ethers, preferably ethanol, isopropanol, propylene glycol, glycerin, ethylene glycol, ethylene glycol monoethyl or - monobutyl ether, propylene glycol monomethyl, monoethyl or monobutyl ether,
Diethylenglykolmonomethyl- oder -monoethylether und analoge Produkte.Diethylene glycol monomethyl or monoethyl ether and analog products.
Insbesondere werden Gemische der vorstehend genannten Lösungsmittel verwendet. Bei alkoholischen Lösungsmitteln kann Wasser ein weiterer Bestandteil sein.Mixtures of the abovementioned solvents are used in particular. Water can also be a component of alcoholic solvents.
Die Ölphase der Emulsionen, Oleogele bzw. Hydrodispersionen oder Lipodispersionen im Sinne der vorliegenden Erfindung wird vorteilhaft gewählt aus der Gruppe der Ester aus gesättigten und/oder ungesättigten, verzweigten und/oder unverzweigten Alkancarbonsäuren einer Kettenlänge von 3 bis 30 C-Atomen und gesättigten und/oder ungesättigten, verzweigten und/oder unverzweigten Alkoholen einer Kettenlänge von 3 bis 30 C-Atomen, aus der Gruppe der Ester aus aromatischen Carbonsäuren und gesättigten und/oder ungesättigten, verzweigten und/oder unverzweigten Alkoholen einer Kettenlänge von 3 bis 30 C-Atomen. Solche Esteröle können dann vorteilhaft gewählt werden aus der Gruppe Isopropylmyristat, Isopropylpalmitat, Isopropylstearat, Isopropyloleat, n-Butylstearat, n-Hexyllaurat, n-Decyloleat, Isooctylstearat, Iso- nonylstearat, Isononylisononanoat, 2-Ethylhexylpalmitat, 2-Ethylhexyllaurat, 2-Hexyldecyl- stearat, 2-OctyIdodecyIpalmitat, Oleyloleat, Oleylerucat, Erucyloleat, Erucylerucat sowie synthe- tische, halbsynthetische und natürliche Gemische solcher Ester, z.B. Jojobaöl. Ferner kann die Ölphase vorteilhaft gewählt werden aus der Gruppe der verzweigten und unverzweigten Kohlenwasserstoffe und -wachse, der Silkonöle, der Dialkylether, der Gruppe der gesättigten oder ungesättigten, verzweigten oder unverzweigten Alkohole, sowie der Fettsäure- triglyceride, namentlich der Triglycerinester gesättigter und/oder ungesättigter, verzweigter und/oder unverzweigter Alkancarbonsäuren einer Kettenlänge von 8 bis 24, insbesondere 12 - 18 C-Atomen. Die Fettsäuretriglyceride können beispielsweise vorteilhaft gewählt werden aus der Gruppe der synthetischen, halbsynthetischen und natürlichen Öle, z.B. Olivenöl, Sonnenblumenöl, Sojaöl, Erdnußöl, Rapsöl, Mandelöl, Palmöl, Kokosöl, Palmkernöl und dergleichen mehr.The oil phase of the emulsions, oleogels or hydrodispersions or lipodispersions for the purposes of the present invention is advantageously selected from the group of esters from saturated and / or unsaturated, branched and / or unbranched alkane carboxylic acids with a chain length of 3 to 30 carbon atoms and saturated and / or unsaturated, branched and / or unbranched alcohols with a chain length of 3 to 30 C atoms, from the group of esters from aromatic carboxylic acids and saturated and / or unsaturated, branched and / or unbranched alcohols with a chain length of 3 to 30 C atoms. Such ester oils can then advantageously be selected from the group of isopropyl myristate, isopropyl palmitate, isopropyl stearate, isopropyl oleate, n-butyl stearate, n-hexyl laurate, n-decyl oleate, isooctyl stearate, isononyl stearate, isononylisononanoate, 2-ethylhexyl ethylhexyl palmitate stearate, 2-octyIdodecyIpalmitat, oleyl oleate, olerlerucate, erucyl oleate, erucylerucate as well as synthetic, semi-synthetic and natural mixtures of such esters, eg jojoba oil. Furthermore, the oil phase can advantageously be selected from the group of branched and unbranched hydrocarbons and waxes, the silicone oils, the dialkyl ethers, the group of saturated or unsaturated, branched or unbranched alcohols, and also the fatty acid triglycerides, in particular the triglycerol esters, saturated and / or unsaturated, branched and / or unbranched alkane carboxylic acids with a chain length of 8 to 24, in particular 12 - 18 carbon atoms. The fatty acid triglycerides can, for example, advantageously be selected from the group of synthetic, semisynthetic and natural oils, for example olive oil, sunflower oil, soybean oil, peanut oil, rapeseed oil, almond oil, palm oil, coconut oil, palm kernel oil and the like.
Auch beliebige Abmischungen solcher Öl- und Wachskomponenten sind vorteilhaft im Sinne der vorliegenden Erfindung einzusetzen.- Es kann auch gegebenenfalls vorteilhaft sein, Wachse, beispielsweise Cetylpalmitat, als alleinige Lipidkomponente der Ölphase einzusetzen.Any mixtures of such oil and wax components can also be used advantageously for the purposes of the present invention. It may also be advantageous, if appropriate, to use waxes, for example cetyl palmitate, as the sole lipid component of the oil phase.
Vorteilhaft wird die Ölphase gewählt aus der Gruppe 2-Ethylhexylisostearat, Octyldodecanol, Isotridecylisononanoat, Isoeicosan, 2-Ethylhexylcocoat, Cι2-15-Alkylbenzoat, Capryl- Caprinsäure-triglycerid, Dicaprylylether.The oil phase is advantageously selected from the group 2-ethylhexyl isostearate, octyldodecanol, isotridecyl isononanoate, isoeicosane, 2-ethylhexyl cocoate, C 2-15 alkyl benzoate, caprylic capric acid triglyceride, dicaprylyl ether.
Besonders vorteilhaft sind Mischungen aus C12.15-Alkybenzoat und 2-Ethylhexylisostearat, Mischungen aus Cι2.15-Alkybenzoat und Isotridecylisononanoat sowie Mischungen aus C12-15- Alkybenzoat, 2-Ethylhexylisostearat und Isotridecylisononanoat.Mixtures of C 12 are particularly advantageous. 15 alkylbenzoate and 2-ethylhexyl isostearate, mixtures of Cι 2 . 15 alkylbenzoate and isotridecyl isononanoate and mixtures of C 12-15 alkylbenzoate, 2-ethylhexyl isostearate and isotridecyl isononanoate.
Von den Kohlenwasserstoffen sind Paraffinöl, Squalan und Squalen vorteilhaft im Sinne der vorliegenden Erfindung zu verwenden.Of the hydrocarbons, paraffin oil, squalane and squalene can be used advantageously for the purposes of the present invention.
Vorteilhafte Ölkomponenten sind ferner z. B. Butyloctylsalicylat (beispielsweise das unter der Handelsbezeichnung Hallbrite BHB bei der Fa. CP Hall erhältliche), Hexadecylbenzoat und Butyloctylbenzoat und Gemische davon (Hallstar AB) und/oder Diethylhexylnaphthalat (Hallbrite TQ).Advantageous oil components are also e.g. B. butyl octyl salicylate (for example that available under the Hallbrite BHB trade name from CP Hall), hexadecyl benzoate and butyl octyl benzoate and mixtures thereof (Hallstar AB) and / or diethyl hexyl naphthalate (Hallbrite TQ).
Vorteilhaft kann die Ölphase ferner einen Gehalt an cyclischen oder linearen Silikonölen aufweisen oder vollständig aus solchen Ölen bestehen, wobei allerdings bevorzugt wird, außer dem Silikonöl oder den Silikonölen einen zusätzlichen Gehalt an anderen Ölphasenkomponenten zu verwenden.The oil phase can advantageously also contain 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 the silicone oils.
Vorteilhaft wird Cyclomethicon (Octamethylcyclotetrasiloxan) als erfindungsgemäß zu ver- wendendes Silikonöl eingesetzt. Aber auch andere Silikonöle sind vorteilhaft im Sinne der vorliegenden Erfindung zu verwenden, beispielsweise Hexamethylcyclotrisiloxan, Polydimethylsiloxan, Poly(methylphenylsiloxan).Cyclomethicone (octamethylcyclotetrasiloxane) is advantageously used as the silicone oil to be used according to the invention. But other silicone oils are also advantageous in the sense of to use the present invention, for example hexamethylcyclotrisiloxane, polydimethylsiloxane, poly (methylphenylsiloxane).
Besonders vorteilhaft sind ferner Mischungen aus Cyclomethicon und Isotridecylisononanoat, aus Cyclomethicon und 2-Ethylhexylisostearat.Mixtures of cyclomethicone and isotridecyl isononanoate, cyclomethicone and 2-ethylhexyl isostearate are also particularly advantageous.
Erfindungsgemäß verwendete Gele enthalten üblicherweise Alkohole niedriger C-Zahl, z.B. Ethanol, Isopropanol, 1 ,2-Propandiol, Glycerin und Wasser bzw. ein vorstehend genanntes Öl in Gegenwart eines Verdickungsmittels, das bei ölig-alkoholischen Gelen vorzugsweise Siliciumdioxid oder ein Aluminiumsilikat, bei wäßrig-alkoholischen oder alkoholischen Gelen vorzugweise ein Polyacrylat ist.Gels used in the present invention usually contain low C number alcohols, e.g. Ethanol, isopropanol, 1, 2-propanediol, glycerol and water or an oil mentioned above in the presence of a thickening agent which is preferably silicon dioxide or an aluminum silicate in the case of oily alcoholic gels and preferably a polyacrylate in the case of aqueous alcoholic or alcoholic gels.
Feste Stifte enthalten z.B. natürliche oder synthetische Wachse, Fettalkohole oder Fettsäureester. Bevorzugt werden Lippenpflegestifte sowie Stiftformulierungen zur Körperdesodorierung verwendet.Fixed pens contain e.g. natural or synthetic waxes, fatty alcohols or fatty acid esters. Lip care sticks and stick formulations for body deodorization are preferably used.
Übliche Grundstoffe, welche für die Verwendung als kosmetische Stifte im Sinne der vorliegenden Erfindung geeignet sind, sind flüssige Öle (z.B. Paraffinöle, Ricinusöl, Isopropyl- myristat), halbfeste Bestandteile (z.B. Vaseline, Lanolin), feste Bestandteile (z.B. Bienenwachs, Ceresin und Mikrokristalline Wachse bzw. Ozokerit) sowie hochschmelzende Wachse (z.B. Carnaubawachs, Candelillawachs).Common raw materials which are suitable for use as cosmetic sticks in the sense of the present invention are liquid oils (for example paraffin oils, castor oil, isopropyl myristate), semi-solid components (for example petroleum jelly, lanolin), solid components (for example beeswax, ceresin and microcrystallines) Waxes or ozokerite) and high-melting waxes (e.g. carnauba wax, candelilla wax).
Als Treibmittel für aus Aerosolbehältern versprühbare kosmetische und/oder dermatologische Zubereitungen im Sinne der vorliegenden Erfindung sind die üblichen bekannten leichtflüch- tigen, verflüssigten Treibmittel, beispielsweise Kohlenwasserstoffe (Propan, Butan, Isobutan) geeignet, die allein oder in Mischung miteinander eingesetzt werden können. Auch Druckluft ist vorteilhaft zu verwenden.Suitable blowing agents for cosmetic and / or dermatological preparations sprayable from aerosol containers for the purposes of the present invention are the customary known volatile, liquefied blowing agents, for example hydrocarbons (propane, butane, isobutane), which can be used alone or as a mixture with one another. Compressed air can also be used advantageously.
Natürlich weiß der Fachmann, daß es an sich nichttoxische Treibgase gibt, die grundsätzlich für die Verwirklichung der vorliegenden Erfindung in Form von Aerosolpräparaten geeignet wären, auf die aber dennoch wegen bedenklicher Wirkung auf die Umwelt oder sonstiger Begleitumstände verzichtet werden sollte, insbesondere Fluorkohlenwasserstoffe und Fluorchlorkohlenwasserstoffe (FCKW).Of course, the person skilled in the art knows that there are non-toxic propellant gases per se which would in principle be suitable for the implementation of the present invention in the form of aerosol preparations, but which should nevertheless be dispensed with because of their harmful effects on the environment or other accompanying circumstances, in particular fluorocarbons and chlorofluorocarbons ( CFC).
Kosmetische Zubereitungen im Sinne der vorliegenden Erfindung können auch als Gele vorliegen, die neben einem wirksamen Gehalt am erfindungsgemäßen Wirkstoff und dafür übli- cherweise verwendeten Lösungsmitteln, bevorzugt Wasser, noch organische Verdickungsmittel, z.B. Gummiarabikum, Xanthangummi, Natriumalginat, Cellulose-Derivate, vorzugsweise Methyl- cellulose, Hydroxymethylcellulose, Hydroxyethylcellulose, Hydroxypropylcellulose, Hydroxypro- pylmethylcellulose oder anorganische Verdickungsmittel, z. B. Aluminiumsilikate wie beispielsweise Bentonite, oder ein Gemisch aus Polyethylenglykol und Polyethylenglykolstearat oder -distearat, enthalten. Das Verdickungsmittel ist in dem Gel z.B. in einer Menge zwischen 0,1 und 30 Gew.-%, bevorzugt zwischen 0,5 und 15 Gew.-%, enthalten.Cosmetic preparations in the sense of the present invention can also be in the form of gels which, in addition to an effective content of the active ingredient according to the invention and solvents normally used for this purpose, preferably water, and also organic thickeners, eg gum arabic, xanthan gum, sodium alginate, cellulose derivatives, preferably methyl cellulose, hydroxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methyl cellulose or inorganic thickeners, eg. B. aluminum silicates such as bentonite, or a mixture of polyethylene glycol and polyethylene glycol stearate or distearate. The thickener is contained in the gel, for example, in an amount between 0.1 and 30% by weight, preferably between 0.5 and 15% by weight.
Die nachfolgenden Beispiele sollen die vorliegende Erfindung verdeutlichen.The following examples are intended to illustrate the present invention.
Alle Mengenangaben, Prozentangaben oder Teile beziehen sich, soweit nicht anders angegeben, auf das Gesamtgewicht der Zubereitungen oder der jeweiligen Mischungen. Unter „Aminobenzophenon" soll in den Beispielen der 2-(4'-(Diethylamino)-2'-hydoxybenzoyl)- benzoesäurehexylester zu verstehen sein.Unless otherwise stated, all quantities, percentages or parts relate to the total weight of the preparations or the respective mixtures. In the examples, “aminobenzophenone” is to be understood as meaning the hexyl 2- (4 '- (diethylamino) -2'-hydoxybenzoyl) benzoate.
Rezepturbeispiele 1. PIT - EmulsionenFormulation examples 1. PIT emulsions
4. Hydrodispersionen4. Hydrodispersions
5. Gelcreme:5. Gel cream:
8. Conditioner-Shampoo mit Perlglanz8. Pearlescent conditioner shampoo
Der pH-Wert wird auf 6 eingestellt. The pH is adjusted to 6.
9. klares Conditioner-Shampoo9. Clear conditioner shampoo
Der pH-Wert wird auf 6 eingestellt.The pH is adjusted to 6.
10. klares Light-Shampoo mit Volumeneffekt10. Clear light shampoo with volume effect
Der pH-Wert wird auf 5,5 eingestellt. 11. PIT - EmulsionenThe pH is adjusted to 5.5. 11. PIT emulsions
13. W/O-Emulsionen 13. W / O emulsions
14. Hydrodispersionen14. Hydrodispersions
16.W/O/W-Emulsion16.W / O / W emulsion
17. Feststoffstabilisierte Emulsionen 17. Solid stabilized emulsions

Claims

Patentansprüche: claims:
1. Kosmetische oder dermatologische Zubereitungen enthaltend UV-Filtersubstanzen und mit 8-Hexadecen-1 , 16-dicarbonsäure.1. Cosmetic or dermatological preparations containing UV filter substances and with 8-hexadecen-1, 16-dicarboxylic acid.
2. Kosmetische oder dermatologische Zubereitungen nach Anspruch 1 , dadurch gekennzeichnet, daß UV-Filtersubstanzen in Konzentrationen von 0,1 Gew.-% bis 30 Gew.-%, bevorzugt 0,5 bis 20 Gew.-%, besonders bevorzugt 1 ,0 bis 15,0 Gew.-%, jeweils bezogen auf das Gesamtgewicht der Zubereitungen, enthalten und 8- Hexadecen-1 ,16-dicarbonsäure in einer Gesamtkonzentration 0,001 - 10 Gew.-%, be-2. Cosmetic or dermatological preparations according to claim 1, characterized in that UV filter substances in concentrations of 0.1 wt .-% to 30 wt .-%, preferably 0.5 to 20 wt .-%, particularly preferably 1.0 up to 15.0% by weight, based in each case on the total weight of the preparations, and 8-hexadecen-1, 16-dicarboxylic acid in a total concentration of 0.001-10% by weight,
. vorzugt 0,005 - 8 Gew.-%, insbesondere 0,05 - 5 Gew.-% bezogen auf das Gesamtgewicht der Zubereitungen, vorliegt., preferably 0.005-8% by weight, in particular 0.05-5% by weight, based on the total weight of the preparations, is present.
3. Kosmetische oder dermatologische Zubereitungen nach einem der vorhergehenden Ansprüche dadurch gekennzeichnet, daß als UV-Filtersubstanzen mindestens ein Hydroxybenzophenon verwendet wird.3. Cosmetic or dermatological preparations according to one of the preceding claims, characterized in that at least one hydroxybenzophenone is used as UV filter substances.
4. Zubereitung nach mindestens einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, daß als Hydroxybenzophenon das Aminobenzophenon, welches durch die chemische Strukturformel4. Preparation according to at least one of the preceding claims, characterized in that as the hydroxybenzophenone, the aminobenzophenone, which by the chemical structural formula
gekennzeichnet ist, gewählt wird.is marked, is selected.
5. Zubereitung nach mindestens einem der vorhergehenden Ansprüche, gekennzeichnet durch einen Gehalt an einem oder mehreren Hydroxybenzophenonen von 0,1 bis 20 Gew.-%, bevorzugt 0,1 bis 15 Gew.-%, besonders bevorzugt 0,1 bis 10 Gew.-% jeweils bezogen auf das Gesamtgewicht der Zubereitungen.5. Preparation according to at least one of the preceding claims, characterized by a content of one or more hydroxybenzophenones of 0.1 to 20 wt .-%, preferably 0.1 to 15 wt .-%, particularly preferably 0.1 to 10 wt. -% each based on the total weight of the preparations.
6. Zubereitung nach mindestens einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, daß sie mindestens eine weitere UV-Filtersubstanz, gewählt aus der Gruppe Thazine, Benzotriazole, der bei Raumtemperatur flüssigen UV-Filter und organische und/oder anorganische Pigmente, enthält.6. Preparation according to at least one of the preceding claims, characterized in that it contains at least one further UV filter substance selected from the Group thazines, benzotriazoles, the UV filter liquid at room temperature and organic and / or inorganic pigments.
7. Zubereitung nach mindestens einem der vorhergehenden Ansprüche, dadurch gekennzeichnet, daß sie mindestens eine weitere UV-A-Filtersubstanz und/oder einen Breit- bandfilter, gewählt aus der Gruppe Dibenzoylmethanderivate [insbesondere das 4-(tert.-7. Preparation according to at least one of the preceding claims, characterized in that it contains at least one further UV-A filter substance and / or a broadband filter, selected from the group dibenzoylmethane derivatives [in particular the 4- (tert.-
Butyl)-4'-methoxydibenzoylmethan], Phenylen-1 ,4-bis-(2-benzimidazyl)-3,3'-5,5'-tetrasul- fonsäure-bis-natriumsalz, 1 ,4-di(2-oxo-10-Sulfo-3-bomylidenmethyl)-Benzol und dessen Salze und 2,4-Bis-{[4-(2-Ethyl-hexyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1 ,3,5- triazin, enthält, wobei die weiteren Filtersubstanzen jeweils einzeln oder in beliebigen Kombinationen miteinander vorliegen können.Butyl) -4'-methoxydibenzoylmethane], phenylene-1, 4-bis- (2-benzimidazyl) -3,3'-5,5'-tetrasulfonic acid-bis-sodium salt, 1, 4-di (2-oxo -10-sulfo-3-bomylidene-methyl) benzene and its salts and 2,4-bis - {[4- (2-ethylhexyloxy) -2-hydroxy] phenyl} -6- (4-methoxyphenyl) -1 , 3,5-triazine, contains, where the further filter substances can be present individually or in any combination with one another.
8. Verwendung von kosmetischen oder dermatologischen Zubereitungen nach mindestens einem der vorangehenden Ansprüche gegen unerwünschte Alterung und/oder Pigmentierung der Haut und/oder zur Behandlung von Pigmentierungsstörungen.8. Use of cosmetic or dermatological preparations according to at least one of the preceding claims against unwanted aging and / or pigmentation of the skin and / or for the treatment of pigmentation disorders.
9. Verwendung von kosmetischen oder dermatologischen Zubereitungen nach mindestens einem der vorangehenden Ansprüche gegen 2 gegen unerwünschte Pigmentierung der9. Use of cosmetic or dermatological preparations according to at least one of the preceding claims against 2 against unwanted pigmentation of the
Haare und/oder zur Aufhellung der Haare. Hair and / or for lightening the hair.
EP02802642A 2001-11-09 2002-11-04 Cosmetic and/or dermatological preparation containing octadecene dicarboxylic acid and uv filtering substances Ceased EP1448157A1 (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
DE10155961 2001-11-09
DE2001155961 DE10155961A1 (en) 2001-11-09 2001-11-09 Cosmetic or dermatological formulation, used for treating pigmentation disorder, for lightening hair or against skin aging or undesirable pigmentation of skin or hair, contains ultraviolet filter and 8-hexadecen-1,16-dicarboxylic acid
DE10155959 2001-11-09
DE2001155959 DE10155959A1 (en) 2001-11-09 2001-11-09 Cosmetic or dermatological formulation, used for treating pigmentation disorder, for lightening hair or against skin aging or undesirable pigmentation of skin or hair, contains ultraviolet filter and 8-hexadecen-1,16-dicarboxylic acid
PCT/EP2002/012267 WO2003039502A1 (en) 2001-11-09 2002-11-04 Cosmetic and/or dermatological preparation containing octadecene dicarboxylic acid and uv filtering substances

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US (1) US20050019279A1 (en)
EP (1) EP1448157A1 (en)
JP (1) JP2005507946A (en)
KR (1) KR20050043781A (en)
WO (1) WO2003039502A1 (en)

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EP1323413A1 (en) 2001-12-07 2003-07-02 L'oreal Light screening composition comprising a 1,3,5-triazine derivative, a dibenzoylmethane derivative and an amino substituted 2-hydroxybenzophenone derivative

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EP1323413A1 (en) 2001-12-07 2003-07-02 L'oreal Light screening composition comprising a 1,3,5-triazine derivative, a dibenzoylmethane derivative and an amino substituted 2-hydroxybenzophenone derivative

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