EP1365734A2 - Preparations cosmetiques et dermatologiques de protection solaire comprenant des esters de saccharose tensio-actifs - Google Patents

Preparations cosmetiques et dermatologiques de protection solaire comprenant des esters de saccharose tensio-actifs

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Publication number
EP1365734A2
EP1365734A2 EP02702239A EP02702239A EP1365734A2 EP 1365734 A2 EP1365734 A2 EP 1365734A2 EP 02702239 A EP02702239 A EP 02702239A EP 02702239 A EP02702239 A EP 02702239A EP 1365734 A2 EP1365734 A2 EP 1365734A2
Authority
EP
European Patent Office
Prior art keywords
sucrose
bis
triazine
acid
hydroxy
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.)
Withdrawn
Application number
EP02702239A
Other languages
German (de)
English (en)
Inventor
Anja MÜLLER
Gunhild Hamer
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
Application filed by Beiersdorf AG filed Critical Beiersdorf AG
Publication of EP1365734A2 publication Critical patent/EP1365734A2/fr
Withdrawn legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4966—Triazines or their condensed derivatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—Sugars; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/08—Anti-ageing preparations

Definitions

  • the present invention relates to cosmetic and dermatological light protection preparations, in particular it relates to sand-repellent cosmetic and dermatological light protection preparations.
  • the damaging effect of the ultraviolet part of solar radiation on the skin is generally known.
  • the rays have different effects on the skin organ:
  • the so-called UV-C radiation with a wavelength that is less than 290 nm is absorbed by the ozone layer in the earth's atmosphere and therefore has no physiological significance.
  • rays in the range between 290 nm and 320 nm, the so-called UV-B range cause erythema, simple sunburn or even more or less severe burns.
  • the narrower range around 308 nm is given as a maximum of the erythema effectiveness of sunlight.
  • Numerous compounds are known for protection against UV-B radiation, which are, for example, derivatives of 3-benzylidene camphor, 4-aminobenzoic acid, cinnamic acid, salicylic acid, benzophenone, 2-phenylbenzimidazole and s-triazine.
  • UV-A radiation is far more dangerous than UV-B radiation in terms of triggering photodynamic, especially phototoxic reactions and chronic changes in the skin. Radiation is. The damaging influence of UV-B radiation can also be increased by UV-A radiation.
  • UV-A radiation reaching the earth consists of UV-A rays. While UV-B radiation varies greatly depending on numerous factors (e.g. time of year and time of day or latitude), UV-A radiation remains relatively constant day by day, irrespective of the time of year, day or geographical factors. At the same time, the majority of UV-A radiation penetrates the living epidermis, while around 70% of UV-B rays are retained by the horny layer.
  • the sunburn or the light erythema are the acute manifestations of the influence of light.
  • the subsequent reaction of the skin also leads to reduced sebum production and drying of the skin.
  • aftersun or apres-soleil preparations are intended to cool the skin after sunbathing and to improve its moisturizing ability, whereby the imparting of the cooling effect plays a central role.
  • the state of the art lacks products that protect the skin from drying out during UV radiation and provide sufficient care.
  • Another disadvantage of the prior art is that conventional light protection formulations leave a mostly sticky film on the skin. This has e.g. B. when such products are used on a sandy beach, the result is that the sand sticks to the body, which is perceived by the user as unpleasant and, in the worst case, can lead to the sunscreen being used too little or not at all. Since there is usually a more or less strong wind at the sea, this disadvantage usually occurs even when the body does not come into direct contact with the sand - for example when sunbathing on a deck chair - because the sand dust whirling around in the wind also occurs adheres to the creamed areas of the skin.
  • a further object of the present invention was therefore to find light protection formulations which, after use, do not leave any sand stuck to the creamy skin, which are therefore to be described as sand-repellent.
  • (b) contain at least one UV filter substance, selected from the group of asymmetrically substituted azine derivatives, to remedy the disadvantages of the prior art.
  • the emulsions according to the invention are preferably O / W emulsions.
  • the emulsions according to the invention are extremely satisfactory preparations, which are not limited to a restricted selection of raw materials. Accordingly, they are particularly suitable to serve as the basis for forms of preparation with a variety of uses.
  • the preparations according to the invention show very good sensory and cosmetic properties, such as, for example, the ability to be distributed on the skin or the ability to be absorbed into the skin, and are furthermore distinguished by very good light protection effectiveness and, at the same time, excellent skin care data.
  • a measure of the skin moisturizing performance in the sense of the present invention is, for example, the results of comeometer measurements.
  • the invention also provides light-protective cosmetic or dermatological preparations, characterized in that they contain synergistic combinations of substances
  • (b) contain at least one UV filter substance, selected from the group of asymmetrically substituted triazine derivatives, the UV protection performance of these preparations being higher than the same preparations which do not contain any substances according to (a).
  • a measure of the UV protection performance in the sense of the present invention is, for example, the sun protection factor (SPF or SPF).
  • SPF sun protection factor
  • the cosmetic and dermatological preparations in the sense of the present invention do not leave a greasy or sticky impression on the skin, are extremely skin-friendly and, furthermore, are surprisingly distinguished by the fact that they are sand-repellent.
  • the invention therefore also relates to sand-repellent cosmetic or dermatological sunscreen preparations, characterized in that they (a) one or more sucrose esters and
  • (b) contain at least one UV filter substance selected from the group of asymmetrically substituted triazine derivatives.
  • sucrose esters for the purposes of the present invention are esters of fatty acids and sucrose (sometimes also called “sucrose” in this document), simply to completely esterified, and commercially available cosmetic raw materials containing the same.
  • Sucrose has the following structure:
  • esters which can advantageously be used according to the invention, are characterized by the structure
  • R 1 to R 8 can advantageously be selected independently of one another from the group consisting of hydrogen atoms and branched and unbranched alkanoyl groups with 1 to 24 carbon atoms. It is particularly advantageous if up to seven of the radicals R 1 to R 8 are hydrogen atoms and one up to eight of the radicals R 1 to R 8 are selected from the group of branched and unbranched alkanoyl groups with 8 to 20 carbon atoms.
  • sucrose esters are sucrose tetrastearate triacetate, sucrose laurate, sucrose dilaurate, sucrose stearate, sucrose distearate, sucrose caprylate, sucrose myristate, sucrose pa- imitate, sucrose oleate, sucrose behenate, sucrose or sucrose / sucrose / sucrose / sucrose / sucrose / sucrose / sucrose / sucrose / sucrose / sucrose / sucrose / sucrose / sucrose / sucrose / sucrose / sucrose / sucrose / sucrose / sucrose / sucrose-sucrose / sucrose-sucrose / sucrose-sucrose / sucrose-sucrose.
  • Sugar esters made from sucrose and fatty acids are available, for example, from Grillo Cosmetics [e.g. Grilloten LSE 65 K (esters from sucrose and coconut fatty acids), Grilloten LSE 65 K soft (esters from sucrose and coconut fatty acids), Grilloten LSE 87 K (esters from sucrose and coconut fatty acids), Grilloten LSE 87 K soft (esters from sucrose and coconut fatty acids) or Grilloten PSE 141 G (esters of sucrose and palmitic acid / stearic acid)] as well as those listed below:
  • Grillo Cosmetics e.g. Grilloten LSE 65 K (esters from sucrose and coconut fatty acids), Grilloten LSE 65 K soft (esters from sucrose and coconut fatty acids), Grilloten LSE 87 K (esters from sucrose and coconut fatty acids), Grilloten LSE 87 K soft (esters from sucrose and coconut fatty acids) or Grilloten PSE 141 G (esters of sucrose and palmitic acid
  • the total amount of one or more sucrose esters used according to the invention in the finished cosmetic or dermatological preparations is advantageously chosen from the range from 0.1 to 10.0% by weight, preferably from 0.5 to 6.0% by weight on the total weight of the preparations.
  • Advantageous further emulsifiers for the purposes of the present invention are, for example, silicone emulsifiers, phosphate emulsifiers and / or ethoxylated emulsifiers.
  • Coemulsifiers which are advantageous according to the invention are fatty alcohols, in particular fatty alcohols with a chain length of 10 to 30 carbon atoms. Cetyl, stearyl and / or cetearyl alcohol are particularly preferred.
  • UV filter substances which are the structural motif, were presented by various authors.
  • Unsymmetrically substituted triazine derivatives for the purposes of the present invention are, for example, those which are described in EP-A-775 698:
  • R 4 and R 5 are very particularly advantageously selected from the group of branched and unbranched alkyl groups of 1 to 18 carbon atoms.
  • the alkyl groups can also advantageously be substituted with silyloxy groups.
  • Ai advantageously represents a substituted homo- or heterocyclic aromatic five-ring or six-ring.
  • R 6 represents a hydrogen atom or a branched or unbranched alkyl group having 1 to 10 carbon atoms, in particular 2,4-bis - ⁇ [4- (2-ethylhexyloxy) -2-hydroxy] phenyl ⁇ -6- (4-methoxyphenyl) -1, 3,5-triazine (INCI: Aniso Triazin), which is available under the trade name Tinosorb® S from CIBA-Chemicals GmbH and is characterized by the following structure:
  • dioctylbutylamidotriazon (INCI: dioctylbutamidotriazone), which is available under the trade name UVASORB HEB from Sigma 3V and is characterized by the following structural formula:
  • Also advantageous for the purposes of the present invention are 2,4-bis - ⁇ [4- (3-sulfonato) - 2-hydroxypropyloxy) -2-hydroxy] phenyl ⁇ -6- (4-methoxyphenyl) -1, 3,5-triazine sodium salt, the 2,4-bis - ⁇ [4- (3- (2-propyloxy) -2-hydroxypropyloxy) -2-hydroxy] phenyl ⁇ -6- (4-methoxyphenyl ) -1, 3,5-triazine, the 2,4-bis - ⁇ [4- (2-ethylhexyloxy) -2-hydroxy] phenyl ⁇ -6- [4- (2-meth- oxyethyl-carboxyl) -phenylamino] -1, 3,5-triazine, the 2,4-bis - ⁇ [4- (3- (2-propyloxy) -2-hydroxypropyloxy) -2-hydroxy] phenyl ⁇ -6-
  • asymmetrically substituted s-triazine derivatives according to the invention are advantageously incorporated into the oil phase of the cosmetic or dermatological formulations.
  • the cosmetic or dermatological light protection formulations according to the invention can be composed as usual and can be used for cosmetic or dermatological light protection, also for the treatment, care and cleaning of the skin and / or hair and as a make-up product in decorative cosmetics.
  • the cosmetic and dermatological preparations are applied to the skin and / or the hair in a sufficient amount in the manner customary for cosmetics.
  • the cosmetic and dermatological preparations according to the invention can contain cosmetic auxiliaries as are usually used in such preparations, e.g. B. preservatives, preservation aids, bactericides, perfumes, anti-foaming substances, dyes, pigments that have a coloring effect, thickeners, moisturizing and / or moisturizing substances, fillers that improve the skin feel, 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 auxiliaries e.g. B. preservatives, preservation aids, bactericides, perfumes, anti-foaming substances, dyes, pigments that have a coloring effect, thickeners, moisturizing and / or moisturizing substances, fillers that improve the skin feel, fats, oils, waxes or other common Components of a cosmetic or dermatological formulation such as alcohols, polyols, polymers
  • Advantageous preservatives for the purposes of the present invention are, for example, formaldehyde releasers (such as, for example, DMDM hydantoin), iodopropyl butyl carbamates (for example those available under the trade names Koncyl-L, Koncyl-S and Konkaben LMB from Lonza), parabens, Phenoxyethanol, ethanol, benzoic acid and the same more.
  • the preservation system usually also advantageously comprises preservation aids, such as, for example, octoxyglycerol, glycine soya, etc.
  • compositions are also obtained if antioxidants are used as additives or active ingredients.
  • the preparations advantageously contain one or more antioxidants. All of the antioxidants suitable or customary for cosmetic and / or dermatological applications can be used as inexpensive, but nevertheless optional, antioxidants.
  • the antioxidants are advantageously selected from the group consisting of amino acids (e.g. glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (e.g. urocanic acid) and their derivatives, peptides such as D, L-carnosine, D-carnosine, L-carnosine and their derivatives (e.g. anserine), carotenoids, carotenes (e.g. ⁇ -carotene, ß-carotene, lycopene) and their derivatives, lipoic acid and their derivatives (e.g.
  • amino acids e.g. glycine, histidine, tyrosine, tryptophan
  • imidazoles e.g. urocanic acid
  • peptides such as D, L-carnosine, D-carnosine, L-carnosine and their derivatives (e.g. anserine)
  • carotenoids e.g
  • thioglucose e.g. thioredoxin, glutathione, cysteine, cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl, and lauryl, palmitoyl, oleyl, ⁇ -linoleyl, cholesteryl and glyceryl esters
  • salts dilaurylthiodipropionate, distearylthiodipropionate, thiodipropionic acid and their derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) and Sulfoximine compounds (e.g.
  • buthionine sulfoximines in very low tolerable dosages (e.g. B. pmol to ⁇ mol / kg), further (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 their derivatives ubiquinone and ubiquinol and their derivatives
  • vitamin C and derivatives e.g. B. ascorbyl palmitate, Mg-ascorbyl phosphate, ascorbyl acetate
  • tocopherols and derivatives e.g.
  • vitamin E acetate
  • vitamin A and derivatives vitamin A palmitate
  • water-soluble antioxidants such as vitamins, eg. B. ascorbic acid and its derivatives.
  • compositions according to the invention are very good vehicles for cosmetic or dermatological active ingredients in the skin, preferred active ingredients being antioxidants which can protect the skin against oxidative stress.
  • preferred active ingredients being antioxidants which can protect the skin against oxidative stress.
  • Preferred antioxidants are vitamin E and its derivatives and vitamin A and its derivatives.
  • the amount of the antioxidants (one or more compounds) in the preparations is preferably 0.001 to 30% by weight, particularly preferably 0.05 to 20% by weight, in particular 0.1 to 10% by weight, based on the total weight the preparation.
  • vitamin E and / or its derivatives represent the antioxidant (s)
  • vitamin A or vitamin A dehvate or carotenes or their derivatives represent the antioxidant or antioxidants, it is advantageous to add their respective concentrations in the range from 0.001 to 10% by weight, based on the total weight of the formulation choose.
  • the active ingredients can also be selected very advantageously from the group of lipophilic active ingredients, in particular from the following group:
  • the active substances from the group of the refatting substances, for example Purcel nol, Eucent and Neocent
  • the active ingredient (s) are also particularly advantageously selected from the group of NO synthase inhibitors, in particular if the preparations according to the invention are intended for the treatment and prophylaxis of the symptoms of internal and / or external skin aging and for the treatment and prophylaxis of the harmful effects of ultraviolet radiation on the skin
  • the preferred NO synthase inhibitor is nitroarginine
  • the active ingredient (s) are also advantageously selected from the group comprising catechins and bile esters of catechins and aqueous or organic extracts from plants or parts of plants which contain catechins or bile esters of catechins, such as, for example, the leaves of the Theaceae plant family, especially of the species Camellia sinensis (green tea)
  • the typical ingredients such as polyphenols or catechins, caffeine, vitamins, sugar, minerals, amino acids, lipids are particularly advantageous
  • Catechins are a group of compounds which are to be regarded as hydrogenated flavones or anthocyanidins and derivatives of "catechins" (catechol, 3,3 ', 4', 5,7-flavanpentaol, 2- (3,4- Dihydroxyphenyl) -chroman-3,5J-tr ⁇ ol) also represent epicatechin ((2R, 3R) -3,3 ', 4', 5J-flavanpentaol) is an advantageous active substance in the sense of the present invention
  • Catchins in particular extracts of green tea, such as, for example, extracts from leaves of the plants of the species Camellia spec, very particularly of the tea varieties Camellia sinenis, C assamica, C tahensis or C irrawadiensis and crosses, are also advantageous this with, for example, Camellia japo- Preferred active substances are furthermore polyphenols or catechins from the group (-) - catechin, (+) - catechin, (-) - catechallangate, (-) - gallocatechallangate, (+) - epicatechin, (-) - epicatechin, (-) - Ep ⁇ catech ⁇ n Gallat, (-) - Ep ⁇ gallocatech ⁇ n, (-) - Ep ⁇ gallocatech ⁇ ngallat
  • Flavon and its derivatives are advantageous active substances in the sense of the present invention. They are characterized by the following basic structure (substitution positions indicated)
  • flavones usually occur in glycosidated form
  • the flavonoids are preferably selected from the group of substances of the generic structural formula
  • Z, to Z 7 are selected independently of one another from the group H, OH, alkoxy and hydroxyalkoxy, where the alkoxy or hydroxyalkoxy groups can be branched and unbranched and can have 1 to 18 C atoms, and wherein Gly is selected from the group of mono- and oligoglycoside residues.
  • the flavonoids can also be advantageously selected from the group of substances of the generic structural formula
  • Z T to Z 6 are selected independently of one another from the group H, OH, alkoxy and hydroxyalkoxy, where the alkoxy or hydroxyalkoxy groups are branched and unbranched and can have 1 to 18 carbon atoms, and wherein Gly is selected from the group of mono- and oligoglycoside residues.
  • Such structures can preferably be selected from the group of substances of the generic structural formula wherein Glyi, Gly 2 and Gly 3 independently of one another represent monoglycoside residues or. Gly 2 or Gly 3 can also represent, individually or together, saturations by hydrogen atoms.
  • Gly, Gly 2 and Gly 3 are preferably selected independently of one another from the group of the hexosyl radicals, in particular the rhamnosyl radicals and glucosyl radicals.
  • hexosyl radicals for example allosyl, altrosyl, galactosyl, gulosyl, idosyl, mannosyl and talosyl, may also be used advantageously. It can also be advantageous according to the invention to use pentosyl residues.
  • Z to Z 5 are advantageously selected independently of one another from the group H, OH, methoxy, ethoxy and 2-hydroxyethoxy, and the flavone glycosides have the structure
  • Gly !, Gly 2 and Gly 3 independently of one another are monoglycoside residues or represent Gly 2 or Gly 3 can also represent, individually or together, saturations by hydrogen atoms
  • Gly ! , Gly 2 and Gly 3 selected independently of one another from the group of the hexosyl radicals, in particular the rhamnosyl radicals and glucosyl radicals.
  • hexosyl radicals for example allosyl, altrosyl, galactosyl, gulosyl, idosyl, mannosyl and talosyl, can also be used advantageously if appropriate be advantageous to use pentosyl residues
  • flavone glycoside (s) from the group ⁇ -glucosyl rutin, ⁇ -glucosyl my ⁇ cetin, ⁇ -glucosyl iso-quercit ⁇ n, ⁇ -glucosyhsoquercetin and ⁇ -glucosyl quercitnn
  • ⁇ -glucosylrutin is particularly preferred
  • nanngin (Aurantnn, Na ⁇ ngen ⁇ n-7-rhamnoglucosid), hespendin (3 ', 5J-tr ⁇ hydroxy-4'-methoxyflavanon-7-rut ⁇ nos ⁇ d, Hespe ⁇ dosid, Hespe ret ⁇ n-7-O-rut ⁇ nos ⁇ d) rutin , 3 ', 4', 5J-Pentahydroxyflyvon-3-rut ⁇ nos ⁇ d, Quercet ⁇ n-3-rut ⁇ no- sid, Sopho ⁇ n, Birutan, Rutabion, Taurutin, Phytome n, Melin), Troxerutin (3,5-D ⁇ hydroxy- 3 ', 4' J-tr ⁇ s (2-hydroxyethoxy) flavon-3- (6-O- (6-deoxy- ⁇ -L-mannopyranosyl) -ß-D-glucopyranoside)), monoxerutin (3,3 ', 4',
  • Coenzyme Q10 which is characterized by the following structural formula, is particularly advantageous:
  • Creatine and / or creatine derivatives are also preferred active substances for the purposes of the present invention. Creatine is characterized by the following structure:
  • Preferred derivatives are creatine phosphate and creatine sulfate, creatine acetate, creatine ascorbate and the derivatives esterified on the carboxyl group with mono- or polyfunctional alcohols.
  • acyl-carnitine which is selected from the group of substances of the following general structural formula
  • R is selected from the group of branched and unbranched alkyl radicals having up to 10 carbon atoms
  • R is selected from the group of branched and unbranched alkyl radicals having up to 10 carbon atoms
  • Propionylcamitine and in particular acetylcamitine are preferred.
  • Both entantiomers (D- and L-form) can be used advantageously for the purposes of the present invention. It can also be advantageous to use any mixture of enantiomers, for example a racemate of D and L form.
  • Other advantageous active ingredients are sericoside, pyridoxol, vitamin K, biotin and flavorings.
  • the list of the active substances or combinations of active substances mentioned which can be used in the preparations according to the invention is of course not intended to be limiting.
  • the active ingredients can be used individually or in any combination with one another.
  • selected recipes according to the invention are suitable, which e.g. B. known anti-wrinkle active ingredients such as flavone glycosides (especially ⁇ -glycosylrutin), coenzyme Q10, vitamin E and / or derivatives and the like, particularly advantageous for the prophylaxis and treatment of cosmetic or dermatological skin changes, such as z. B. occur during skin aging. They are also advantageous against the appearance of dry or rough skin.
  • B. known anti-wrinkle active ingredients such as flavone glycosides (especially ⁇ -glycosylrutin), coenzyme Q10, vitamin E and / or derivatives and the like, particularly advantageous for the prophylaxis and treatment of cosmetic or dermatological skin changes, such as z. B. occur during skin aging. They are also advantageous against the appearance of dry or rough skin.
  • Skin aging is e.g. B. caused by endogenous, genetically determined factors. In the epidermis and dermis it occurs due to aging e.g. B. the following structural damage and malfunctions, which may also fall under the term "senile xerosis":
  • Exogenous factors such as UV light and chemical pollutants
  • exogenous factors e.g. B. the following structural damage and functional disorders in the skin, which go beyond the extent and quality of the damage with chronological aging:
  • the present invention relates in particular to products for the care of the naturally aged skin, and for the treatment of the consequential damage caused by light aging, in particular the phenomena listed under a) to g).
  • the oil phase of the formulations according to the invention is advantageously selected from the group of polar oils, for example from the group of lecithins and fatty acid triglycerides, in particular the triglycerol esters of saturated and / or unsaturated, branched and / or unbranched alkane carboxylic acids with a chain length of 8 to 24, in particular 12 to 18 carbon atoms.
  • the fatty acid triglycerides can for example be advantageously selected from the group of synthetic, semi-synthetic and natural oils, such as. B.
  • cocoglyceride olive oil, sunflower oil, soybean oil, peanut oil, rapeseed oil, almond oil, palm oil, coconut oil, castor oil, wheat germ oil, grape seed oil, safflower oil, evening primrose oil, macadamia nut oil and the like.
  • further advantageous polar oil components can also be selected from the group of esters from saturated and / or unsaturated, branched and / or unbranched alkane carboxylic acids having 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 and 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 octyl palmitate, octyl co-coat, octyl isostearate, octyl dodeceyl myristate, cetearyl isononanoate, isopropyl myristate, isopropyl palmitate, isopropyl stearate, isopropyl oleate, n-butyl stearate, n-hexyl lauronate, n-hexyl lauronate, n Isononyl isononanoate, 2-ethylhexyl palmitate, 2-ethylhexyl laurate, 2-hexyldecyl stearate, 2-octyldodecyl palmitate, stearylheptanoate, oleyl oleate, olerlerucate, erucyl oleate, erucylerucate,
  • the oil phase can advantageously be selected from the group of dialkyl ethers and dialkyl carbonates.
  • B dicaprylyl ether and / or dicaprylyl carbonate, for example that available under the trade name Cetiol CC from Cognis. It is further preferred that the oil component or components from the group isoeikosan, neopentyl glycol diheptanoate, propylene glycol dicaprylate / dicaprate, caprylic / capric / diglyceryl succinate, butylene glycol caprylate / caprate, C 12 . 13 alkyl lactate, di-C 12 .
  • the oil phase can also advantageously also contain non-polar oils, for example those selected from the group of branched and unbranched hydrocarbons and waxes, in particular mineral oil, petroleum jelly (petrolatum), paraffin oil, squalane and squalene, polyolefins, hydrogenated polyisobutenes and isohexa- decane.
  • non-polar oils for example those selected from the group of branched and unbranched hydrocarbons and waxes, in particular mineral oil, petroleum jelly (petrolatum), paraffin oil, squalane and squalene, polyolefins, hydrogenated polyisobutenes and isohexa- decane.
  • polyolefins polydecenes are the preferred substances.
  • the oil phase can advantageously also have a content of cyclic or linear silicone oils or consist entirely of such oils, although it is preferred to use an additional content of other oil phase components in addition to the silicone oil or the silicone oils.
  • Silicone oils are high-molecular synthetic polymeric compounds in which silicon atoms are linked in a chain and / or network-like manner via oxygen atoms and the remaining valences of silicon by hydrocarbon residues (mostly methyl, more rarely ethyl, propyl, phenyl groups, etc.) are saturated.
  • the silicone oils are systematically referred to as polyorganosiloxanes.
  • the methyl-substituted polyorganosiloxanes which are the most important compounds of this group in terms of quantity and are characterized by the following structural formula
  • Dimethicone is available in different chain lengths or with different molecular weights.
  • Particularly advantageous polyorganosiloxanes for the purposes of the present invention are, for example, dimethylpolysiloxanes [poly (dimethylsiloxane)], which are available, for example, under the trade names Abil 10 to 10,000 from Th. Goldschmidt.
  • phenylmethylpolysiloxanes (INCI: phenyl dimethicone, phenyl trimethicone), cyclic silicones (octamethylcyclotetrasiloxane or decamethylcyclopentasiloxane), which according to INCI are also referred to as cyclomethicones, amino-modified silicones (INCI: amodimethanes), z. B.
  • polysiloxane-polyalkylene copolymers (INCI: stearyl dimethicone and cetyl dimethicone) and dialkoxydimethyl polysiloxanes (stearoxy dimethicone and behenoxy stearyl dimethicone), which are available as different Abil-Wax types from Th. Goldschmidt.
  • other silicone oils can also be used advantageously for the purposes of the present invention, for example cetyldimethicone, hexamethylcyclotrisiloxane, polydimethylsiloxane, poly (methylphenylsiloxane).
  • z. B. natural waxes of animal and vegetable origin such as beeswax, china wax, bumblebee wax and other insect waxes and shea butter.
  • preparations according to the invention can advantageously also 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.
  • Homomenthyl salicylate (INCI: Homosalate) is characterized by the following structure:
  • 2-Ethylhexyl-2-cyano-3,3-diphenylacrylate (INCI: Octocrylene) is available from BASF under the name Uvinul ® N 539 and is characterized by the following structure:
  • 2-ethylhexyl-2-hydroxybenzoate (2-ethylhexyl salicylate, octyl salicylate, INCI: octyl salicylate) is available, for example, from Haarmann & Reimer under the trade name Neo Heliopan OS and is characterized by the following structure:
  • 4-methoxycinnamic acid (2-ethylhexyl) ester (2-ethylhexyl-4-methoxycinnamate, INCI: octyl methoxycinnamate) is available, for example, from Hoffmann-La Röche under the trade name Parsol MCX and is characterized by the following structure:
  • Isopentyl 4-methoxycinnamate isopentyl 4-methoxycinnamate, INCI: isoamyl p-methoxycinnamate
  • isoamyl p-methoxycinnamate is available, for example, from Haarmann & Reimer under the trade name Neo Heliopan E 1000 and is distinguished by the following structure:
  • the total amount of one or more UV filter substances which are liquid at room temperature in the finished cosmetic or dermatological preparations is advantageously selected from the range from 0.1% by weight to 30% by weight, preferably from 0.5 to 20% by weight , each based on the total weight of the preparations.
  • oil-free emulsions can furthermore advantageously, although not necessarily, also contain silicon and / or silicon waxes, in particular the abovementioned
  • the water phase of the preparations according to the invention can advantageously contain customary cosmetic auxiliaries, such as, for example, alcohols, in particular those having a low C number, preferably ethanol and / or isopropanol, diols or polyols having a low C number, and their ethers, preferably propylene glycol, glycene, ethylene glycol, ethylene glycol monoethyl or monobutyl ether, propylene glycol monomethyl, monoethyl or monobutyl ether, diethylene glycol monomethyl or monoethyl ether and analog products, polymers, foam stabilizers, electrolytes and in particular one or more thickeners, which one or more can advantageously be selected from the group silicon dioxide, aluminum silicates, Polysacchands or their derivatives, for example hyaluronic acid, xanthan gum, hydroxypropylmethyl cellulose, particularly advantageously from the group of polyacrylates, preferably a polyacrylate from the group of so-
  • Moisturizers are substances or mixtures of substances that give cosmetic or dermatological preparations the property of reducing the release of moisture from the horny layer (also called trans-epidermal water loss (TEWL)) and / or hydration of the horny layer after application or distribution on the skin surface to positively influence
  • TEWL trans-epidermal water loss
  • moisturizers for the purposes of the present invention are, for example, glycine, lactic acid, pyrrolidonecarboxylic acid and urea. Furthermore, it is particularly advantageous to use polymeric moisturizers from the group of water-soluble and / or water-swellable and / or water-gelable polysaccharides, in particular For example, hyaluronic acid, chitosan and / or a fucose-rich polysacchand, which is filed in the Chemical Abstracts under the registration number 178463-23-5 and are available, for example, under the name Fucogel®1000 from the company SOLABIA SA, are advantageous.
  • the cosmetic or dermatological preparations according to the invention can furthermore advantageously, although not necessarily, contain fillers which, for example, further improve the sensory and cosmetic properties of the formulations and, for example, produce a velvety or silky feeling on the skin or intensify advantageous fillers in the sense of the present invention are strong and starch derivatives (such as tapioca starch, distark
  • Aerosile ® which are available from DEGUSSA AG / Frankfurt, are silicon oxides and are characterized by a small particle size (e.g. between 5 and 40 nm), whereby the particles can be regarded as spherical particles of very uniform dimensions.
  • Aerosile ® are loose white powder recognizable advantageous Aerosil ® - grades are, for example, Aerosil ® OX50, Aerosil ® 130, Aerosil ® 150, Aerosil ® 200, Aerosil ® 300, Aerosil ® 380, Aerosil ® MOX 80 Aerosil ® MOX 170 Aerosil ® COK 84, Aerosil ® R 202, Aerosil ® R 805, Aerosil ® R 812, Aerosil ® R 974, Aerosil ® R976
  • cosmetic or topical dermatological compositions can be used for the purposes of the present invention, for example as skin protection cream, cleansing milk, day or night cream, etc. It is possibly possible and advantageous to use the compositions according to the invention as the basis for pharmaceutical formulations
  • the cosmetic and dermatological preparations according to the invention can contain dyes and / or color pigments, especially if they are in the form of decorative cosmetics.
  • the dyes and pigments can be selected from the corresponding positive list of the Cosmetics Ordinance or the EC list of cosmetic colorants. In most cases they are identical to the dyes approved for foodstuffs.
  • Advantageous color pigments are, for example, titanium dioxide, mica, iron oxides (for example Fe 2 0 3 , Fe 3 0 4 , Feö (OH)) and / or tin oxide.
  • Advantageous dyes are, for example, carmine, Berlin blue, chromium oxide green, ultramarine blue and / or manganese violet It is particularly advantageous to select the dyes and / or color pigments from the following list.
  • the Color Index numbers (CIN) are taken from the Rowe Color Index, 3rd edition, Society of Dyers and Colou ⁇ sts, Bradford, England, 1971 Chemical or other name CIN color
  • Chlorophyll a and b Copper compounds of chlorophyll and 75810 green
  • Chromium oxide containing 77289 green
  • Titanium dioxide and its mixtures with mica 77891 white
  • the formulations according to the invention are in the form of products which are used on the face, it is advantageous to choose one or more substances from the following group as the dye: 2,4-dihydroxyazobenzene, 1- (2'-chloro-4'- nitro-1'-phenylazo) -2-hydroxynaphthalene, ceres red, 2- (4-sulfo-1-naphthylazo) -1-naphthol-4-sulfonic acid, calcium salt of 2-hydroxy-1, 2'-azonaphthalene-1 '-sulfonic acid, calcium and barium salts of 1- (2-sulfo-4-methyl-1-phenylazo) -2-naphthylcarboxylic acid, calcium salt of 1- (2-sulfo-1-naphthylazo) -2-hydroxynaphthalene-3-carboxylic acid , Aluminum salt of 1- (4-sulfo-1-phenylazo) -2-naphthol-6-sulfonic
  • oil-soluble natural dyes such as. B. paprika extracts, ß-carotene or cochineal.
  • Formulations containing pearlescent pigments are also advantageous for the purposes of the present invention.
  • the types of pearlescent pigments listed below are particularly preferred: 1. Natural pearlescent pigments, such as. B.
  • Layer-substrate pigments e.g. B. mica / metal oxide
  • Pearlescent pigments are based, for example, on powdered pigments or castor oil dispersions of bismuth oxychloride and / or titanium dioxide and bismuth oxychloride and / or titanium dioxide on mica. Z is particularly advantageous.
  • pearlescent pigment types based on mica / metal oxide are also advantageous:
  • pearlescent pigments available from Merck under the trade names Timiron, Colorona or Dichrona.
  • pearlescent pigments which are advantageous in the sense of the present invention are obtainable in numerous ways known per se.
  • other substrates besides mica can be coated with other metal oxides, such as. B. silica and the like.
  • metal oxides such as. B. silica and the like.
  • Ti0 2 and Fe 2 0 3 coated Si0 2 particles are advantageous for. B. with Ti0 2 and Fe 2 0 3 coated Si0 2 particles ("Ronasphe- ren "), which are sold by Merck and are particularly suitable for the optical reduction of fine wrinkles
  • iron pearlescent pigments which are produced without the use of mica.
  • Such pigments are available, for example, from BASF under the trade name Sicopearl Kupfer 1000
  • effect pigments which are available from Flora Tech under the trade name Metasomes Standard / Glitter in various colors (yello, red, green, blue).
  • the glitter particles are in mixtures with various auxiliaries and dyes (such as for example the dyes with the Color Index (Cl) numbers 19140, 77007, 77289, 77491)
  • the dyes and pigments can be present both individually and in a mixture and can be mutually coated, different color effects generally being produced by different coating thicknesses.
  • the total amount of dyes and coloring pigments is advantageously in the range from, for example, 0.1% by weight. % to 30% by weight, preferably from 0.5 to 15% by weight, in particular from 1.0 to 10% by weight, in each case based on the total weight of the preparations
  • UV protection substances For example, day creams or makeup products usually use UV A or UV-B filter substances incorporated. UV protection substances, like antioxidants and, if desired, preservatives, also provide effective protection for the preparations themselves against spoilage. Cosmetic and dermatological preparations in the form of a sunscreen are also favorable
  • the preparations preferably contain, in addition to one or more UV filter substances according to the invention, at least one further UV-A and / or UV-B filter substance.
  • the formulations can, although not necessary, optionally also one or more organic and / or contain inorganic pigments as UV filter substances, which may be present in the water and / or oil 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 (Ti0 2 ), zinc (ZnO), iron (eg Fe 2 0 3 ), zirconium (Zr0 2 ), Silicon (Si0 2 ), manganese (e.g. MnO), aluminum (Al 2 0 3 ), cerium (e.g. Ce 2 0 3 ), mixed oxides of the corresponding metals and mixtures of such oxides.
  • such pigments can advantageously be surface-treated (“coated”), with an amphiphilic or hydrophobic character, for example, being formed or maintained be provided with a hydrophobic layer.
  • z. B titanium dioxide pigments coated with octylsilanol. Suitable titanium dioxide particles are available under the trade name T805 from Degussa. Also particularly advantageous are TiO 2 pigments coated with aluminum stearate, e.g. B. those available under the trade name MT 100 T from TAYCA.
  • Another advantageous coating of the inorganic pigments consists of dimethylpolysiloxane (also: dimethicone), a mixture of fully methylated, linear siloxane polymers which are blocked at the end with trimethylsiloxy units.
  • Zinc oxide pigments which are coated in this way are particularly advantageous for the purposes of the present invention.
  • the inorganic pigments are also advantageous to coat with a mixture of dimethylpolysiloxane, in particular dimethylpolysiloxane with an average chain length of 200 to 350 dimethylsiloxane units, and silica gel, which is also referred to as simethicone. It is particularly advantageous if the inorganic pigments are additionally coated with aluminum hydroxide or aluminum oxide hydrate (also: alumina, CAS no .: 1333-84-2). Titanium dioxides coated with simethicone and alumina are particularly advantageous, the coating also containing water. can. An example of this is the titanium dioxide available from Merck under the trade name Eusolex T2000.
  • An advantageous organic pigment for the purposes of the present invention is 2,2'-methylene-bis- (6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol) [INCI: bisoctyl-triazole], which is characterized by the chemical structural formula
  • Tinosorb® M is marked and is available under the trade name Tinosorb® M from CIBA-Chemical GmbH.
  • the emulsions according to the invention contain UV-B filter substances, they can be oil-soluble or water-soluble.
  • Oil-soluble UV-B filters advantageous according to the invention are e.g. B .:
  • 3-benzylidene camphor dehvate preferably 3- (4-methylbenzylidene) camphor [INCI: 4-methylbenzylidene camphor], which is marketed by Merck under the trade name Eusolex 6300 and / or 3-benzylidene camphor; 4-aminobenzoic acid derivatives, preferably 4- (dimethylamino) benzoic acid (2-ethylhexyl) ester, 4- (dimethylamino) benzoic acid amyl ester;
  • Esters of cinnamic acid preferably 4-methoxycinnamic acid (2-ethylhexyl) ester, 4-methoxycinnamic acid isopentyl ester;
  • esters of salicylic acid preferably salicylic acid (2-ethylhexyl) ester, salicylic acid (4-isopropylbenzyl) ester, salicylic acid homomethyl ester,
  • benzophenone preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone;
  • Esters of benzalmalonic acid preferably 4-methoxybenzalmalonic acid di (2-ethylhexyl) ester, symmetrical with respect to the C 3 axis of the triazine base, triazine derivatives, preferably 4,4 ', 4 "- (1, 3,5-thazin-2,4,6-triyltriimino) -ths-benzoic acid ths (2-ethyl-hexyl ester) [INCI: Octyl Triazone], which is sold by BASF Aktiengesellschaft under the trade name UVINUL® T 150, - benzotriazole derivatives, preferably 2,2'-methylene-bis- (6- (2H-benzotriazol-2-yl) -4- (1, 1, 3,3-tetramethylbutyl) phenol) as well as UV filters bound to polymers.
  • triazine derivatives preferably 4,4 ', 4 "- (1, 3,5-thazin-2,4,6-triyltriimino) -
  • Advantageous water-soluble UV-B filter substances are e.g. For example: ⁇ salts of 2-phenylbenzimidazole-5-sulfonic acid, such as its sodium, potassium or triethanolammonium salt, and the sulfonic acid itself; ⁇ 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 salts thereof.
  • UV-A filters in the preparations according to the invention which have hitherto usually been contained in cosmetic preparations.
  • These substances are preferably derivatives of dibenzoylmethane, in particular 1- (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1, 3-dione and 1-phenyl-3- (4 '-isopropylphenyl) propane-1,3-dione.
  • Advantageous UV-A filter substance for the purposes of the present invention is in particular 4- (tert-butyl) -4'-methoxydibenzoylmethane (CAS-Nr. 70356-09-1), which Vaudan of Gi- under the trademark Parsol ® 1789 and is sold by Merck under the trade name Eu- solex® 9020.
  • UV-A filter substances are phenylene-1,4-bis (2-benzimidazyl) -3,3'-5,5'-tetrasulfonic acid
  • salts especially the corresponding sodium, potassium or triethanolammonium salts, in particular the phenylene-1,4-bis (2-benzimidazyl) -3,3'-5,5'-tetrasulfonic acid bis sodium salt
  • 1,4-di (2-oxo-10-sulfo-3-bornylidenemethyl) benzene and its salts especially the corresponding 10-sulfato compounds, especially the corresponding sodium, potassium or triethanolammonium salt
  • benzene-1,4-di (2-oxo-3-bornylidenemethyl-10-sulfonic acid is also called benzene-1,4-di (2-oxo-3-bornylidenemethyl-10-sulfonic acid
  • 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.
  • An advantageous broadband filter for the purposes of the present invention is 2,2'-methylene-bis- (6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol).
  • 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- [(thmethylsilyl) oxy] disiloxa- nyl] propyl] phenol (CAS No .: 155633-54-8) with the INCI name Drometrizole Trisiloxane, which is characterized by the chemical structural formula is marked.
  • preparations with particularly high UV-A protection capacity advantageously contain 2,4-bis - ⁇ [4- (2-ethylhexyloxy) -2-hydroxy] phenyl ⁇ -6- (4-methoxyphenyl) -1, 3,5-triazine, the 2,2'-methylene-bis- (6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol), the 4- (tert-butyl) -4'-methoxydibenzoylmethane and / or the phenylene-1,4-bis (2-benzimidazyl) -3,3'-5,5 , -tetrasulfonic acid-bis-sodium salt, each individually, but in particular also in any mixtures with one another.
  • Another light protection filter substance which can be used advantageously according to the invention is ethylhexyl-2-cyano-3,3-diphenylacrylate (octocrylene), which is available from BASF under the name Uvinul ® N 539 and is distinguished by the following structure:
  • a particularly advantageous sunscreen preparation with good filter action in the UV-A and UV-B range contains, for example, dioctylbutyl amidot azone, 4- (tert-butyl) -4'-methoxydibenzoylmethane, 3- (4-methylbenzyli) - den) camphor, 4,4 ', 4 "- (1,3,5-triazine-2,4,6-triyltriimino) tris-benzoic acid tris (2-ethylhexyl ester) and titanium dioxide.
  • 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
  • 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
  • film formers may also be advantageous to incorporate film formers into the cosmetic or dermatological preparations according to the invention, for example in order to improve the water resistance of the preparations or to increase the UV protection performance (UV-A and / or UV-B boosting).
  • Both water-soluble or dispersible and fat-soluble film formers are suitable, in each case individually or in combination with one another.
  • B. Polyurethanes e.g. the Avalure® types from Goodrich
  • Dimethicone Copolyol Polyacrylate Silsoft Surface® from the Witco Organo Silicones Group
  • PVP ⁇ A (VA vinyl acetate) copolymer (Luviscol VA 64 Powder from BASF) etc.
  • Advantageous fat-soluble film formers are e.g. B., the film formers from the group of polymers based on polyvinylpyrrolidone (PVP)
  • Copolymers of polyvinylpyrrolidone for example the PVP hexadecene copolymer and the PVP eicose copolymer, which are commercially available, are particularly preferred.
  • Drawings Antaron V216 and Antaron V220 are available from the GAF Chemicals Cooperation, as well as the Tricontayl PVP and the like.

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Abstract

La présente invention concerne des émulsions cosmétiques ou dermatologiques de protection solaire, caractérisées en ce qu'elles contiennent (a) un ou plusieurs esters de saccharose et (b) au moins une substance filtre à ultraviolets, choisie dans le groupe des dérivés de triazine à substitution asymétrique. La présente invention concerne également l'utilisation de ces émulsions.
EP02702239A 2001-01-08 2002-01-07 Preparations cosmetiques et dermatologiques de protection solaire comprenant des esters de saccharose tensio-actifs Withdrawn EP1365734A2 (fr)

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DE2001100411 DE10100411A1 (de) 2001-01-08 2001-01-08 Kosmetische und dermatologische Lichtschutzformulierungen mit einem Gehalt an unsymmetrisch substituierten Triazinderivaten und oberflächenaktiven Saccharoseestern
DE10100411 2001-01-08
PCT/EP2002/000076 WO2002053119A2 (fr) 2001-01-08 2002-01-07 Preparations cosmetiques et dermatologiques de protection solaire comprenant des derives de triazine a substitution asymetrique et des esters de saccharose tensio-actifs

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DE10161884A1 (de) * 2001-12-17 2003-06-26 Beiersdorf Ag Stabile wirkstoffhaltige Zubereitungen
FR2855755B1 (fr) * 2003-06-05 2007-09-07 Oreal Utilisation d'au moins un filtre de la lumiere bleue pour preserve le capital de carotenoides endogenes de la peau; nouveaux filtres de la lumiere bleue; compositions cosmetiques
DE102004002601A1 (de) * 2004-01-15 2005-08-04 Beiersdorf Ag Visualisierung von Sonnenschutzmitteln auf der Haut
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DE19726172A1 (de) * 1997-06-20 1998-12-24 Beiersdorf Ag Kosmetische und dermatologische Lichtschutzformulierungen in Form von Emulsionen, insbesondere O/W-Makroemulsionen, O/W-Mikroemulsionen oder O/W/O-Emulsionen, mit einem Gehalt an s-Triazinderivaten
DE19805918A1 (de) * 1998-02-13 1999-08-19 Beiersdorf Ag Lipidreduzierte Zubereitungen
DE19833634A1 (de) * 1998-07-25 2000-02-03 Beiersdorf Ag Kosmetische oder dermatologische W/O-Emulsionen, welche nichtionische Tenside enthalten und sich durch einen Gehalt an Siliconemulatoren auszeichnen
DE19841797A1 (de) * 1998-09-12 2000-03-16 Beiersdorf Ag Kosmetische und dermatologische W/O-Emulsionen, welche nichtionische Tenside enthalten und sich durch einen Gehalt an oberflächenaktiven Substanzen auszeichnen
DE19936913A1 (de) * 1999-08-05 2001-02-22 Beiersdorf Ag Ölfreie kosmetische oder dermatologischen Zubereitungen mit einem Gehalt an unsymmetrisch substituierten Triazinderivaten und flüssigen UV-Filtersubstanzen
DE10000209A1 (de) * 2000-01-05 2001-07-12 Beiersdorf Ag Kosmetische oder dermatologische Zubereitungen vom Typ Öl-in-Wasser

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