EP1395239A1 - Kosmetische oder dermatologische zubereitungen mit einem gehalt an einer oder mehreren ketohexosen - Google Patents
Kosmetische oder dermatologische zubereitungen mit einem gehalt an einer oder mehreren ketohexosenInfo
- Publication number
- EP1395239A1 EP1395239A1 EP02771646A EP02771646A EP1395239A1 EP 1395239 A1 EP1395239 A1 EP 1395239A1 EP 02771646 A EP02771646 A EP 02771646A EP 02771646 A EP02771646 A EP 02771646A EP 1395239 A1 EP1395239 A1 EP 1395239A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- skin
- cosmetic
- polyethylene glycol
- preparations
- ketohexoses
- 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- Withdrawn
Links
Classifications
-
- 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
- A61Q19/004—Aftersun preparations
-
- 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
- A61Q19/007—Preparations for dry skin
-
- 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 or dermatological preparations containing active ingredients for the care and protection of the skin, in particular sensitive skin, and very particularly in the foreground of skin aged or aging due to intrinsic and / or extrinsic factors, and the use of such active ingredients and combinations of such active ingredients in the field of cosmetic and dermatological skin care.
- Cosmetic skin care is primarily understood to mean that the natural function of the skin as a barrier against environmental influences (e.g. dirt, chemicals, microorganisms) and against the loss of the body's own substances (e.g. water, natural fats, electrolytes) is strengthened or restored.
- environmental influences e.g. dirt, chemicals, microorganisms
- loss of the body's own substances e.g. water, natural fats, electrolytes
- the barrier effect of the skin can be quantified by determining the transepidermal water loss (TEWL - transepidermal water loss). This is the evaporation of water from the inside of the body without taking into account the loss of water when sweating.
- the determination of the TEWL value has proven to be extremely informative and can be used to diagnose cracked or chapped skin, to determine the compatibility of chemically differently structured surfactants and the like.
- the water content in the top layer of skin is of the utmost importance. It can be influenced to a limited extent by introducing moisture regulators.
- Anionic surfactants which are generally components of cleaning preparations, can increase the pH value in the horny layer for a long time, which greatly hinders regenerative processes that serve to restore and renew the barrier function of the skin. In this case, a new, often very unfavorable state of equilibrium occurs in the horny layer between regeneration and the loss of essential substances through regular extraction, which significantly affects the external appearance of the skin and the physiological functioning of the horny layer.
- the lipid composition and amount of the horny layer of the pathologically altered, dry and dry, but not diseased skin of younger and older people deviate from the normal condition found in healthy, normally hydrated skin of an equal age group.
- the changes in the lipid pattern of the very dry, non-eczematous skin of patients with atopic eczema represent an extreme case for the deviations that are found in the dry skin of healthy people.
- Adverse changes in the lipid membranes of the type described above may be due to incorrectly controlled lipid biosynthesis and also ultimately increase the transepidermal water loss.
- a long-lasting barrier weakness in turn makes the healthy skin more sensitive and in individual cases can contribute to the development of eczematous processes in the diseased skin.
- the effect of ointments and creams on the barrier function and hydration of the horny layer usually does not consist in restoring or strengthening the physicochemical properties of the lamellae made of intercellular lipids.
- a major partial effect is due to the mere covering of the treated skin areas and the resulting water retention in the underlying horny layer.
- Co-applied hy- Large-scale substances bind the water, so that there is a measurable increase in the water content in the horny layer.
- this purely physical barrier can be removed relatively easily.
- the skin quickly returns to the state it was in before the treatment started.
- the skin care effect can diminish with regular treatment, so that the status quo is finally reached again even during treatment.
- the condition of the skin may temporarily deteriorate after discontinuation.
- a sustainable product effect is usually not achieved or only to a limited extent.
- the aim of the present invention was therefore to find ways to avoid the disadvantages of the prior art.
- the effects of skin care products should be physiological, quick and sustainable.
- Skin care in the sense of the present invention is primarily to be understood to mean that the natural function of the skin acts as a barrier against environmental influences (e.g. dirt, chemicals, microorganisms) and against the loss of the body's own substances (e.g. water, lipids) , Electrolytes) is strengthened or restored.
- environmental influences e.g. dirt, chemicals, microorganisms
- the loss of the body's own substances e.g. water, lipids
- Electrolytes e.g. water, lipids
- the effect of ointments and creams on the barrier function and the hydration of the horny layer is based essentially on the covering (occlusion) of the treated skin areas.
- the ointment or cream is, so to speak, a (second) artificial barrier that is supposed to prevent water loss from the skin. This can be done easily physical barrier - for example with cleaning agents - can be removed again, which means that the original, impaired state can be restored.
- the skin care effect can decrease with regular treatment. After stopping the application of the product, the skin quickly returns to the condition before the start of treatment. With certain products, the condition of the skin may even temporarily deteriorate. A sustainable product effect is usually not achieved or only to a limited extent.
- the effect of nourishing cleaning products essentially consists in an efficient regreasing with sebum lipid-like substances.
- the simultaneous reduction in the surfactant content of such preparations can further limit the damage to the horny layer barrier.
- the prior art lacks preparations which have a positive effect on the barrier function and hydration of the horny layer and which strengthen or even restore the physicochemical properties of the horny layer and in particular the lamellae made of intercellular lipids.
- the object of the present invention was therefore to eliminate the disadvantages of the prior art.
- skin-care preparations and preparations for cleaning the skin should be made available which maintain or restore the barrier properties of the skin, especially when the natural regeneration of the skin is insufficient. They should also be suitable for the treatment and prophylaxis of consequential damage to skin drying out, for example fissures or inflammatory or allergic processes or also neurodermatitis.
- the present invention relates to cosmetic and dermatological preparations for the prophylaxis and treatment of cosmetic or dermatological skin changes such as, for example, the undesired pigmentation, for example local hyper- and deficient pigmentations (for example liver spots, freckles), but also for purely cosmetic lightening, larger, the individual Skin type in itself adequately pigmented skin areas.
- cosmetic and dermatological preparations for the prophylaxis and treatment of cosmetic or dermatological skin changes such as, for example, the undesired pigmentation, for example local hyper- and deficient pigmentations (for example liver spots, freckles), but also for purely cosmetic lightening, larger, the individual Skin type in itself adequately pigmented skin areas.
- Melanocytes are responsible for the pigmentation of the skin, which can be 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.
- melanocytes contain melanosomes which, when stimulated by UV radiation, form increased melanin. This is transported into the keratinocytes and causes a more or less pronounced brown or brown skin color.
- Melanin is formed as the final stage of an oxidative process in which tyrosine with the help of the enzyme tyrosinase via 3,4-dihydroxyphenylalanine (dopa), dopa-quinone, leucodopachrome, dopachrome, 5,6-dihydroxyindole and indole-5,6-quinone finally in Melanin is converted.
- 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 aim of skin care is also to compensate for the loss of fat and water in the skin caused by daily washing. This is especially important when the natural regeneration ability is insufficient.
- skin care products are intended to protect against environmental influences, especially sun and wind, and to delay skin aging.
- Chronological skin aging is e.g. caused by endogenous, genetically determined factors. In the epidermis and dermis it occurs due to aging e.g. the following structural damage and malfunctions, which may also fall under the term "senile xerosis":
- Exogenous factors such as UV light and chemical pollutants, can be cumulative and e.g. accelerate or complement the endogenous aging processes.
- exogenous factors e.g. the following structural damage and functional disorders in the skin that go beyond the extent and quality of the damage with chronological aging:
- the present invention relates in particular to products for the care of naturally aged skin and for the treatment of the consequential damage caused by light aging, in particular the phenomena listed under a) to g).
- Products for the care of aged skin are known per se. For example, they contain retinoids (Vitamin A acid and / or its derivatives) or vitamin A and / or its derivatives.
- retinoids Vitamin A acid and / or its derivatives
- vitamin A and / or its derivatives their impact on structural damage is limited in scope.
- the use of products containing vitamin A acid often causes severe erythematous skin irritation. Retinoids can therefore only be used in low concentrations.
- the present invention relates to cosmetic preparations with effective protection against harmful oxidation processes in the skin, but also to protect cosmetic preparations themselves or to protect the constituents of cosmetic preparations from harmful oxidation processes.
- the present invention further relates to antioxidants, preferably those which are used in skin-care cosmetic or dermatological preparations.
- the invention also relates to cosmetic and dermatological preparations containing such antioxidants.
- the present invention relates to cosmetic and dermatological preparations for the prophylaxis and treatment of cosmetic or dermatological skin changes such as e.g. skin aging, especially skin aging caused by oxidative processes.
- the present invention relates to active substances and preparations containing such active substances for cosmetic and dermatological treatment or prophylaxis of erythematous, inflammatory, allergic or autoimmune-reactive symptoms, in particular dermatoses.
- the present invention relates to combinations of active substances and preparations which are used for the prophylaxis and treatment of light-sensitive skin, in particular photodermatoses.
- UVC range rays with a wavelength shorter than 290 nm
- UVB range rays in the range between 290 nm and 320 nm, the so-called UVB 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 UVB radiation, which are derivatives of 3-benzylidene camphor, 4-aminobenzoic acid, cinnamic acid, salicylic acid, benzophenone and also 2-phenylbenzimidazole.
- UVA range It is also important to have filter substances available for the range between about 320 nm and about 400 nm, the so-called UVA range, since their rays can cause reactions in light-sensitive skin. It has been proven that UVA radiation leads to damage to the elastic and collagen fibers of the connective tissue, which causes the skin to age prematurely, and that it is to be seen as the cause of numerous phototoxic and photoallergic reactions. The damaging influence of UVB radiation can be intensified by UVA radiation.
- UV radiation can also lead to photochemical reactions, in which case the photochemical reaction products interfere with the skin's metabolism.
- Such photochemical reaction products are predominantly radical compounds, for example hydroxyl radicals, singlet oxygen.
- Undefined radical photo products which are created in the skin itself, can also display uncontrolled subsequent reactions due to their high reactivity.
- singlet oxygen a non-radical excited state of the oxygen molecule can occur with UV radiation, just as short-lived epoxies and many others.
- Singlet oxygen for example, is characterized by increased reactivity compared to the triplet oxygen normally present (radical ground state).
- UV radiation also belongs to ionizing radiation. There is therefore a risk that ionic species also develop when exposed to UV rays, which in turn can oxidatively intervene in the biochemical processes.
- antioxidants and / or free radical scavengers can be incorporated into the cosmetic or dermatological formulations.
- vitamin E a substance with a known antioxidant activity, in light protection formulations, but the effect achieved here still lags far behind that hoped for.
- the object of the invention was therefore also to create cosmetic, dermatological and pharmaceutical active substances and preparations and light protection formulations which are used for the prophylaxis and treatment of light-sensitive skin, in particular photodermatoses, preferably PLD.
- Antioxidants are mainly used as protective substances against the spoilage of the preparations containing them. Nevertheless, it is known that undesirable oxidation processes can also occur in human and animal skin. Such processes play an essential role in skin aging.
- cosmetic or dermatological formulations can additionally contain antioxidants and / or radical scavengers be incorporated.
- antioxidants and radical scavengers are known. It has already been proposed in US Pat. Nos. 4,144,325 and 4,248,861 and from numerous other documents to use vitamin E, a substance with a known antioxidant activity in light protection formulations, but the effect achieved here also falls far short of the hoped-for effect.
- the object of the present invention was therefore to find ways which avoid the disadvantages of the prior art.
- the effect of remedying the damage associated with endogenous, chronological and exogenous skin aging and the prophylaxis should be permanent, sustainable and without the risk of side effects.
- Ketohexoses are monosaccharides with 6 carbon atoms (hexoses) and a free or cyclic half-ketal group, which is usually in the 2-position. These are preferred according to the invention.
- the four 2-D ketohexoses are characterized by the following structures: CH 2 OH CH 2 OH CH 2 OH CH OH
- Tagatose is characterized by the following balance (exemplary D-Tagatose):
- Sorbose is characterized by the following equilibrium (exemplary L-sorbose):
- fructose and their enantiomers
- ⁇ -D-fructopyranose -D-fructofuranose
- psicose, tagatose and sorbose and their derivatives are particularly advantageous.
- the active ingredient according to the invention or cosmetic or topical dermatological preparations with an effective content of the active ingredient according to the invention also surprisingly serves to calm sensitive or irritated skin to stimulate collagen, hyaluronic acid, elastin synthesis to stimulate the ceramide synthesis of the skin to stimulate the intracellular DNA -Synthesis, especially for deficient or hypoactive skin conditions.
- to increase cell renewal and regeneration of the skin to increase the skin's own protection and repair mechanisms e.g. for dysfunctional enzymes, DNA, lipids, proteins
- pre-treatment and post-treatment with topical application of laser and abrasive treatments e.g. B. serve the reduction of skin folds and scars to counteract the resulting skin irritation and to promote the regeneration processes in the injured skin.
- ketohexoses for the production of cosmetic or dermatological preparations for the prophylaxis and treatment of inflammatory skin conditions - including atopic eczema - and / or for skin protection in the case of sensitive, determined dry skin.
- ketohexoses for the production of cosmetic or dermatological preparations for the production of cosmetic or dermatological preparations for the treatment and / or prophylaxis of pigmentation disorders is also according to the invention.
- ketohexoses for the production of cosmetic or dermatological preparations for the treatment and / or prophylaxis of the symptoms of intrinsic and / or extrinsic skin aging and for the treatment and prophylaxis of the harmful effects of ultraviolet radiation on the skin
- ketohexoses for the production of cosmetic or dermatological preparations to increase the Ceramidbiosynthese.
- ketohexoses for the production of cosmetic or dermatological preparations to strengthen the barrier function of the skin is also in accordance with the invention.
- ketohexoses used according to the invention for cosmetic or dermatological treatment or prophylaxis of undesirable skin conditions.
- Cosmetic or dermatological preparations according to the invention preferably contain 0.001-10% by weight, particularly preferably 0.01-1% by weight, of one or more ketohexoses, based on the total composition of the preparations.
- the D and L enantiomers are equally effective according to the invention. It may also be advantageous to use appropriate racemates and / or mixtures.
- preparations containing the active compound combinations according to the invention, customary antioxidants can be used.
- the antioxidants are advantageously selected from the group consisting of amino acids (for example glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (for example urocanic acid) and their derivatives, peptides such as D, L-carnosine, D-camosine, L- Carnosine and dereti derivatives (e.g. anserine), carotenoids, garotenes (e.g. carotene, ß-carotene, lycopene) and their derivatives, 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, ⁇ -linoleyl, cholesteryl and glyceryl esters) and their salts, dilauryl thiodipropionate, distearyl thiodipropionate, Thio dipropionic acid and its derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) as well as sulfoximine compounds (e.g.
- buthioninsulfoximines homocystinsulfoximine, buthioninsulfones, penta-, hexa-, heptathioninsulfoximine) in very low tolerable dosages (e.g. pmol to ⁇ mol / kg), also (metal) chelators (e.g. -hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin), ⁇ -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.
- metal chelators e.g. -hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin
- ⁇ -hydroxy acids e.g. citric acid, lactic acid, malic acid
- humic acid bile acid,
- ⁇ -linolenic acid linoleic acid, oleic acid
- folic acid and their derivatives alanine diacetic acid, flavonoids, polyphenols, catechins, vitamin C and derivatives (e.g.
- ZnO, ZnSO selenium and its 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.
- 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 1 to 10% by weight, based on the total weight of the preparation ,
- the prophylaxis or the cosmetic or dermatological treatment with the ketohexoses used according to the invention or with the cosmetic or topical dermatological preparations with an effective content of ketohexoses used according to the invention is carried out in the usual way, namely in such a way that the ketohexoses or the cosmetic or topical dermatological preparations with an effective content of ketohexoses are applied to the affected skin areas.
- ketohexoses 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 / OW) or oil-in-water-in-oil (O / W / O), a hydrodispersion or lipodispersion, a gel, a solid stick or an aerosol.
- W / O type water-in-oil
- O oil-in-water
- O oil-in-water-in-oil
- Emulsions according to the invention in the sense of the present invention for example in the form of a Cream, a lotion, 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.
- ketohexoses are also possible and advantageous for the purposes of the present invention to insert the ketohexoses into aqueous systems or surfactant preparations for cleaning the skin and hair.
- the cosmetic preparations according to the invention can therefore contain cosmetic auxiliaries as are usually used in such preparations, e.g. Preservatives, bactericides, deodorizing substances, antiperspirants, insect repellents, vitamins, anti-foaming agents, dyes, pigments with a coloring effect, thickening agents, softening substances, moisturizing and / or moisturizing substances, fats, oils, waxes or other common components of a cosmetic Formulation such as alcohols, polyols, polymers, foam stabilizers, electrolytes, organic solvents or silicone derivatives.
- cosmetic auxiliaries as are usually used in such preparations, e.g. Preservatives, bactericides, deodorizing substances, antiperspirants, insect repellents, vitamins, anti-foaming agents, dyes, pigments with a coloring effect, thickening agents, softening substances, moisturizing and / or moisturizing substances, fats, oils, waxes or other common components of a cosmetic Formulation such as alcohol
- Medical topical compositions in the sense of the present invention generally contain one or more medicaments in an effective concentration.
- medicaments in an effective concentration.
- Preparations according to the invention can also be anionic, nonionic and / or contain amphoteric surfactants.
- Surfactants are amphiphilic substances that can dissolve organic, non-polar substances in water.
- hydrophilic parts of a surfactant molecule are mostly polar functional groups, for example -COO " , -OSO 3 2" , -SO 3 " , while the hydrophobic parts generally represent non-polar hydrocarbon residues.
- Surfactants are generally of type and charge of the hydrophilic part of the molecule. There are four groups:
- Anionic surfactants generally have carboxylate, sulfate or sulfonate groups as functional groups. In an aqueous solution they form negatively charged organic ions in an acidic or neutral environment. Cationic surfactants are characterized almost exclusively by the presence of a quaternary ammonium group. In aqueous solution they form positively charged organic ions in an acidic or neutral environment. Amphoteric surfactants contain both anionic and cationic groups and accordingly behave like anionic or cationic surfactants in aqueous solution depending on the pH. They have a positive charge in a strongly acidic environment and a negative charge in an alkaline environment. In the neutral pH range, however, they are zwitterionic, as the following example should illustrate:
- Non-ionic surfactants do not form ions in an aqueous medium.
- Anionic surfactants to be used advantageously are acylamino acids (and their salts), such as
- acylglutamates for example sodium acylglutamate, di-TEA-palmitoylaspartate and sodium caprylic / capric glutamate,
- acyl peptides for example palmitoyl-hydrolyzed milk protein, sodium cocoyl-hydrolyzed soy protein and sodium / potassium cocoyl-hydrolyzed collagen,
- sarcosinates for example myristoyl sarcosin, TEA-lauroyl sarcosinate, sodium lauroyl sarcosinate and sodium cocoyl sarcosinate,
- taurates for example sodium lauroyl taurate and sodium methyl cocoyl taurate
- carboxylic acids for example lauric acid, aluminum stearate, magnesium alkanoate and zinc undecylenate,
- ester carboxylic acids for example calcium stearoyl lactylate, laureth-6 citrate and sodium PEG-4 lauramide carboxylate,
- ether carboxylic acids for example sodium laureth-13 carboxylate and sodium PEG-6 cocamide carboxylate,
- Phosphoric acid esters and salts such as DEA-oleth-10-phosphate and dilureth-4-phosphate
- acyl isethionates e.g. Sodium / ammonium cocoyl isethionate
- alkyl sulfonates for example sodium coconut monoglyceride sulfate, sodium C ⁇ 2- ⁇ 4 olefin sulfonate, sodium lauryl sulfoacetate and magnesium PEG-3 cocamide sulfate,
- Sulfosuccinates for example dioctyl sodium sulfosuccinate, disodium laureth sulfosuccinate, disodium lauryl sulfosuccinate and disodium undecylenamido MEA sulfosuccinate
- alkyl ether sulfate for example sodium, ammonium, magnesium, MIPA, TIPA laureth sulfate, sodium myreth sulfate and sodium C ⁇ . 2 13 pareth sulfate,
- Alkyl sulfates for example sodium, ammonium and TEA lauryl sulfate.
- Quaternary surfactants contain at least one N atom that is covalently linked to 4 alkyl or aryl groups. Regardless of the pH value, this leads to a positive charge.
- Alkyl betaine, alkyl amidopropyl betaine and alkyl amidopropyl hydroxysulfain are advantageous.
- the cationic surfactants used in the invention can be also preferably selected from the group of quaternary ammonium compounds, especially benzyltrialkylammonium chlorides or bromides, such as benzyl zyldimethylstearylammoniumchlorid, further alkyltrialkylammonium salts, for example cetyltrimethylammonium chloride or bromide, xyethylammoniumchloride Alkyldimethylhydro- or bromides, dialkyldimethylammonium chlorides or bromides , Alkylamidethyltrimethylammonium ether sulfates, alkylpyridinium salts, for example lauryl or cetylpyrimidinium chloride, imidazoline derivatives and compounds with a cationic character such as amine oxides, for example alkyldimethylamine oxides or alkylaminoethyldimethylamine oxides. Cetyltrimethylammonium salts are
- acyl / dialkyl ethylenediamine for example sodium acyl amphoacetate, disodium acyl amphodipropionate, disodium alkyl amphodiacetate, sodium acylamphohydroxy propyl sulfonate, disodium acylamphodiacetate and sodium acyl phopropionate,
- N-alkylamino acids for example aminopropylalkylglutamide, alkylaminopropionic acid, sodium alkylimidodipropionate and lauroamphocarboxyglycinate.
- D. Non-ionic surfactants for example aminopropylalkylglutamide, alkylaminopropionic acid, sodium alkylimidodipropionate and lauroamphocarboxyglycinate.
- alkanolamides such as Cocamide MEA / DEA / MIPA
- amine oxides such as cocoamidopropylamine oxide
- esters which are formed by esterification of carboxylic acids with ethylene oxide, glycerol, sorbitan or other alcohols,
- ethers for example ethoxylated / propoxylated alcohols, ethoxylated / propoxylated esters, ethoxylated / propoxylated glycerol esters, ethoxylated / propoxylated cholesterol esters, ethoxylated / propoxylated triglyceride esters, ethoxylated propoxylated lanolin, ethoxylated / propoxylated polysiloxanes, propoxylated POE ethers and alu alkyl polyglycosides such as lauryl glucoside, decyl glycoside and cocoglycoside.
- the surface-active substance can be present in the preparations according to the invention in a concentration between 1 and 95% by weight, based on the total weight of the preparations.
- Oils such as triglycerides of capric or caprylic acid as well as natural oils such as e.g. Castor oil;
- Fats, waxes and other natural and synthetic fat bodies preferably
- Esters of fatty acids with low C alcohols e.g. with isopropanol, propylene glycol or glycerin, or esters of fatty alcohols with alkanoic acids lower
- Silicone oils such as dimethylpolysiloxanes, diethylpolysiloxanes, diphenylpolysiloxanes and mixed forms thereof.
- the oil phase of the emulsions of the present invention is advantageously selected from the group of the 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 a chain length of 3 to 30 carbon atoms, from the group of esters of aromatic carboxylic acids and saturated and / or unsaturated, branched and / or unbranched alcohols of a chain length of 3 to 30 carbon atoms.
- Such ester oils can then advantageously be selected from the group of isopropyl myristate .
- 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, especially 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 - 18 carbon atoms.
- the fatty acid triglycerides can, for example, advantageously be selected from the group of synthetic, semisynthetic and natural oils, e.g. Olive oil, sunflower oil, soybean oil, peanut oil, rapeseed oil, almond oil, palm oil, coconut oil, palm kernel oil and the like.
- 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 to use waxes, for example cetyl palmitate, as the sole lipid component of the oil phase.
- the oil phase is selected from the group 2-ethylhexyl advantageous, octyldodecanol, isotridecyl isononanoate, isoeicosane, 2-ethylhexyl cocoate, C 12 ⁇ 5 alkyl benzoate, caprylic-capric acid triglyceride, dicaprylyl ether.
- Particularly advantageous are mixtures of 2- C ⁇ 5 alkyl benzoate and 2-ethylhexyl isostearate, mixtures of C 12-15 -alkyl benzoate and isotridecyl isononanoate and mixtures of 2- C ⁇ ⁇ 5 alkyl benzoate, 2-ethylhexyl isostearate and isotridecyl isononanoate.
- hydrocarbons paraffin oil, squalane and squalene can be used advantageously for the purposes of the present invention.
- 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.
- Such silicones or silicone oils can be present as monomers, which are generally characterized by structural elements, as follows:
- the silicon atoms being able to be substituted with the same or different alkyl radicals and / or aryl radicals, which are generally represented here by the radicals R 1 - R 4 (to say that the number of different radicals is not necessarily limited to up to 4), m can assume values from 2 - 200,000.
- Cyclic silicones to be used advantageously according to the invention are generally characterized by structural elements as follows where the silicon atoms can be substituted with the same or different alkyl radicals and / or aryl radicals, which are generally represented here by the radicals R 1 - R (to say that the number of different radicals is not necessarily limited to up to 4), n can take values from 3/2 to 20. Broken values for n take into account that there may be odd numbers of siloxyl groups in the cycle.
- Cyclomethicone e.g. decamethylcyclopentasiloxane
- silicone oils can also be used advantageously for the purposes of the present invention, for example undecamethylcyclotrisiloxane, polydimethylsiloxane, poly (methylphenylsiloxane), cetyldimethicone, behenoxydimethicone.
- silicone oils of a similar constitution to the compounds described above, the organic side chains of which are derivatized, for example polyethoxylated and / or polypropoxylated.
- these include, for example, polysiloxane-polyalkyl-polyether copolymers such as the cetyl-dimethicone copolyol, the (cetyl-dimethicone copolyol (and) polyglyceryl-4-isostearate (and) hexyl laurate)
- the aqueous phase of the preparations according to the invention optionally advantageously contains 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, diethylene glycol monomethyl or monoethyl ether and similar products, furthermore alcohols with a low C number, for example ethanol, isopropanol, 1,2- Propanediol, glycerol and in particular one or more thickeners, which one or more can advantageously be selected from the group consisting of silicon dioxide and aluminum silicates.
- alcohols, diols or polyols of low C number, and their ethers preferably Ethanol, isopropanol, propylene glycol, glycerin, ethylene glycol
- Preparations according to the invention which are present as emulsions particularly advantageously contain one or more hydrocolloids.
- hydrocolloids can advantageously be selected from the group of the gums, polysaccharides, cellulose derivatives, phyllosilicates, polyacrylates and / or other polymers.
- Preparations according to the invention which are present as hydrogels contain one or more hydrocolloids. These hydrocolloids can advantageously be selected from the aforementioned group.
- Gums include plant or tree sap that harden in the air and form resins or extracts from aquatic plants. Gum arabic, locust bean gum, tragacanth, karaya, guar gum, pectin, gellan gum, carrageenan, agar, algine, chondrus, xanthan gum can advantageously be selected from this group for the purposes of the present invention.
- derivatized gums such as e.g. Hydroxypropyl guar (Jaguar® HP 8).
- polysaccharides and derivatives are e.g. Hyaluronic acid, chitin and chitosan, chondroitin sulfates, starch and starch derivatives.
- cellulose derivatives are e.g. Methyl cellulose, carboxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl methyl cellulose.
- Layered silicates include naturally occurring and synthetic clays such as montmorillonite, bentonite, hectorite, laponite, magnesium aluminum silicates like Veegum®. These can be used as such or in modified form such as stearylalkonium hectorites.
- silica gels can also advantageously be used.
- the polyacrylates include e.g. Carbopol types from Goodrich (Garbopol 980, 981, 1382, 5984, 2984, EDT 2001 or Pemulen TR2).
- polymers e.g. Polyacrylamides (Seppigel 305), polyvinyl alcohols, PVP, PVP / VA copolymers, polyglycols.
- Preparations according to the invention in the form of emulsions contain one or more emulsifiers.
- emulsifiers can advantageously be selected from the group of nonionic, anionic, cationic or amphoteric emulsifiers.
- nonionic emulsifiers are a) partial and fatty acid ester of polyhydric alcohols and ethoxylated derivatives thereof (eg. As glyceryl monostearate, sorbitan stearates, Glycerylstearylcitrate, Sucrosestearate) b) ethoxylated fatty alcohols and fatty acids c) ethoxylated fatty amines, fatty acid amides, fatty acid alkanolamides d) alkylphenol polyglycol ethers (such as Triton X)
- polyhydric alcohols and ethoxylated derivatives thereof eg. As glyceryl monostearate, sorbitan stearates, Glycerylstearylcitrate, Sucrosestearate
- ethoxylated fatty alcohols and fatty acids ethoxylated fatty amines, fatty acid amides, fatty acid alkanolamides
- the anionic emulsifiers include a) soaps (e.g. sodium stearate) b) fatty alcohol sulfates c) mono-, di- and trialkylphosphonic acid esters and their ethoxylates
- the cationic emulsifiers include a) quaternary ammonium compounds with a long-chain aliphatic radical, e.g. Distearyldimonium Chloride
- amphoteric emulsifiers include a) alkylamininoalkane carboxylic acids b) betaines, sulfobetaines c) imidazoline derivatives
- emulsifiers which include beeswax, wool wax, lecithin and sterols.
- O / W emulsifiers can, for example, advantageously be selected from the group of polyethoxylated or polypropoxylated or polyethoxylated and polypropoxylated products, for example: the fatty alcohol ethoxylates of the ethoxylated wool wax alcohols, the polyethylene glycol ethers of the general formula R-O ⁇ (-CH 2 -CH 2 -0 -) n -R ', the fatty acid ethoxylates of the general formula
- R-0 - (- CH 2 -CH 2 -O-) n -CH 2 -COOH and n represent a number from 5 to 30, the polyoxyethylene sorbitol fatty acid esters, the alkyl ether sulfates of the general formula R-0 - (- CH 2 -CH 2 -0-) n -S0 3 -H of the fatty alcohol propoxylates of the general formula
- the polyethoxylated or polypropoxylated or polyethoxylated and polypropoxylated O / W emulsifiers used are particularly advantageously selected from the group of substances with HLB values of 11-18, very particularly advantageously with HLB values of 14.5-15. 5, provided the O / W emulsifiers have saturated radicals R and R '. If the O / W emulsifiers have unsaturated radicals R and / or R ', or if isoalkyl derivatives are present, the preferred HLB value of such emulsifiers can also be lower or higher.
- fatty alcohol ethoxylates from the group of the ethoxylated stearyl alcohols, cetyl alcohols, cetylstearyl alcohols (cetearyl alcohols).
- cetyl alcohols cetylstearyl alcohols
- cetearyl alcohols cetearyl alcohols
- the sodium laureth-11-carboxylate can advantageously be used as the ethoxylated alkyl ether carboxylic acid or its salt.
- Sodium laureth 1-4 sulfate can advantageously be used as alkyl ether sulfate.
- Polyethylene glycol (30) cholesteryl ether can advantageously be used as the ethoxylated cholesterol derivative.
- Polyethylene glycol (25) soyasterol has also proven itself.
- polyethylene glycol glycerol fatty acid esters from the group polyethylene glycol (20) glyceryl laurate, polyethylene glycol (21) glyceryl laurate, polyethylene glycol (22) glyceryl laurate, polyethylene glycol (23) glyceryl laurate, polyethylene glycol (6) glyceryl capethylene / caprinate 20 ) glyceryl oleate, polyethylene glycol (20) glyceryl isostearate, polyethylene glycol (18) glyceryl oleate / cocoate.
- sorbitan esters from the group consisting of polyethylene glycol (20) sorbitan monolaurate, polyethylene glycol (20) sorbitan monostearate, polyethylene glycol (20) sorbitan monoisostearate, polyethylene glycol (20) sorbitan monopalmitate, polyethylene glycol (20) sorbitan monooleate.
- W / O emulsifiers that can be used are: fatty alcohols with 8 to 30 carbon atoms, monoglycerol esters of 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, diglycerol esters saturated and / or unsaturated, branched and / or unbranched alkane carboxylic acids with a chain length of 8 to 24, in particular 12 - 18 C atoms, monoglycerol ethers saturated and / or unsaturated, branched and / or unbranched alcohols with a chain length of 8 to 24, in particular 12 - 18 C - Atoms, diglycerol ethers of saturated and / or unsaturated, branched and / or unbranched alcohols with a chain length of 8 to 24, in particular 12-18 C atoms, propylene glycol esters of saturated and / or unsaturated, branched and /
- W / O emulsifiers are glyceryl monostearate, glyceryl isostearate, glyceryl monomyristate, glyceryl, diglyceryl monostearate, Diglyceryl- moneisostearat, glycolmonocaprylat propylene glycol, propylene glycol monoisostearate, propylene, propylene glycol, sorbitan, Sorbitanmo- monolaurate, sorbitan, Sorbitanmonoisooleat, sucrose, cetyl alcohol, Stearyl alcohol, arachidyl alcohol, behenyl alcohol, isobehenyl alcohol, selachyl alcohol, chimyl alcohol, polyethylene glycol (2) stearyl ether (Steareth-2), glyceryl mono laurate, glyceryl monocaprinate, glyceryl monocaprylate.
- Stepareth-2 glyceryl mono laurate, glyceryl monocapr
- Cosmetic and dermatological preparations which are in the form of a sunscreen are favorable. However, it is also advantageous in the sense of the present inventions to create cosmetic and dermatological preparations whose main purpose is not protection against sunlight, but which nevertheless contain UV protection substances. So z. B. usually incorporated into day creams UV-A or UV-B filter substances.
- UV protection substances like antioxidants and, if desired, preservatives, also provide effective protection of the preparations themselves against spoilage.
- 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 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. .
- 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 (e.g. Fe 2 O 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 Ti0 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 dimethyl polysiloxane (also: dimethicone), a mixture of fully methylated, linear siloxane poly- mers that are terminally blocked 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 being able to contain water. 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.
- Preparations according to the invention advantageously contain substances which absorb UV radiation in the UV-A and / or UV-B range, the total amount of the filter substances, for. B. 0.1 wt .-% to 30 wt .-%, preferably 0.5 to 20 wt .-%, in particular 1.0 to 15.0 wt .-%, 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 .-%, based on the total weight of the preparations to cosmetic
- To provide preparations that cover the hair or skin protect the entire range of ultraviolet radiation. They can also serve as a sunscreen for the hair or skin.
- UV-A filter substances for the purposes of the present invention are dibenzoyl methane derivatives, in particular 4- (tert-butyl) -4'-methoxydibenzoyl methane (CAS No. 70356-09-1), which is available from Givaudan under the Parsol brand ® 1789 and is sold by Merck under the trade name Eusolex® 9020.
- dibenzoyl methane derivatives in particular 4- (tert-butyl) -4'-methoxydibenzoyl methane (CAS No. 70356-09-1), which is available from Givaudan under the Parsol brand ® 1789 and is sold by Merck under the trade name Eusolex® 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-bomylidenemethyl) 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.
- Advantageous broadband filters or UV-B filter substances are, for example, bis-resorcinyltriazine derivatives with the following structure:
- R 1 , R 2 and R 3 are independently selected from the group of branched and unbranched alkyl groups with 1 to 10 carbon atoms or represent a single hydrogen atom.
- Particularly preferred are the 2,4-bis - ⁇ [4- (2-ethyl-hexyloxy) -2-hydroxy] phenyl ⁇ -6- (4-methoxyphenyl) -1,3,5-triazine (INCI: Aniso Tria - Zin), which is available under the trade name Tinosorb® S from CIBA-Chemicals GmbH, and the 4,4 ', 4 "- (1,3,5-triazine-2,4,6-triyltriimino) tris- benzoic acid tris (2-ethylhexyl ester), synonymous: 2,4,6-tris [anilino- (p-carbo-2'-ethyl-1'-hexyloxy)] - 1,3,5-triazine (INCI: octyl
- UV filter substances for the purposes of the present invention, for example the s-triazine derivatives described in European patent application EP 570 838 A1, the chemical structure of which is given by the generic formula
- R represents a branched or unbranched C 1 -C 8 alkyl radical, a C 5 -C 2 cycloalkyl radical, optionally substituted with one or more dC 4 alkyl groups,
- X represents an oxygen atom or an NH group
- Ri is a branched or unbranched C 1 -C 8 alkyl radical, a C 5 -C 12 cycloalkyl radical, optionally substituted with one or more CC alkyl groups, or a
- Hydrogen atom an alkali metal atom, an ammonium group or a group of
- A represents a branched or unbranched CrC 18 alkyl radical, a C 5 -C 12 cycloalkyl or aryl radical, optionally substituted by one or more CC 4 alkyl groups,
- R 3 represents a hydrogen atom or a methyl group, n represents a number from 1 to 10,
- R 2 is a branched or unbranched C 1 -C 8 alkyl radical, a C 5 -C 2 cycloalkyl radical, optionally substituted with one or more CC 4 alkyl groups, when X represents the NH group, and a branched or unbranched CC 18 alkyl radical, a C 5 -C 2 cycloalkyl radical, optionally substituted with one or more CC alkyl groups, or a hydrogen atom, an alkali metal atom, an ammonium group or a group of the formula
- A represents a branched or unbranched C 1 -C 8 alkyl radical, a C 5 -C 2 cycloalkyl or aryl radical, optionally substituted by one or more CC alkyl groups,
- R 3 represents a hydrogen atom or a methyl group
- n represents a number from 1 to 10 when X represents an oxygen atom.
- a particularly preferred UV filter substance in the sense of the present invention is also an asymmetrically substituted s-triazine, the chemical structure of which is represented by the formula
- dioctylbutylamidotriazon (INCI: dioctylbutamidotriazone) and is available under the trade name UVASORB HEB from Sigma 3V.
- R 1, R 2 and A- represent a wide variety of organic radicals.
- Also advantageous in the sense of the present invention are the 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 ⁇
- 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) , 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.
- Another advantageous broadband filter for the purposes of the present invention is 2- (2H-benzotriazol-2-yl) -4-methyl-6-t2-methyl-3- [1,3,3,3-tetramethyl-1 - [(trimethylsilyl ) oxy] di-SiIoxanyl] propyl] phenol (CAS No .: 155633-54-8) with the INCI name Drometrizole Trisiloxane, which is characterized by the chemical structural formula
- the UV-B filters can be oil-soluble or water-soluble.
- Filter substances are e.g. B .:
- 3-benzylidene camphor derivatives preferably 3- (4-methylbenzylidene) camphor, 3-benzylidene camphor;
- 4-aminobenzoic acid derivatives preferably 4- (dimethyl! Amino) -benzoic acid (2-ethylhexyl) ester, 4- (dimethylamino) benzoic acid amyl ester;
- Esters of benzalmalonic acid preferably 4-methoxybenzalmalonic acid di (2-ethylhexyl) ester;
- Esters of cinnamic acid preferably 4-methoxycinnamic acid (2-ethylhexyl) ester, 4-methoxycinnamic acid isopentyl ester;
- Advantageous water-soluble UV-B filter substances are e.g. B .:
- 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-bomylidene methyl) benzenesulfonic acid, 2-methyl-5- (2-oxo-3-bornylidene methyl) sulfonic acid and their
- a further light protection filter substance to 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 characterized by the following structure:
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Abstract
Description
Claims
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
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DE10124475 | 2001-05-19 | ||
DE10124475A DE10124475A1 (de) | 2001-05-19 | 2001-05-19 | Kosmetische oder dermatologische Zubereitungen mit einem Gehalt an einer oder mehreren Kethohexosen |
PCT/EP2002/005400 WO2002094211A1 (de) | 2001-05-19 | 2002-05-16 | Kosmetische oder dermatologische zubereitungen mit einem gehalt an einer oder mehreren ketohexosen |
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EP1395239A1 true EP1395239A1 (de) | 2004-03-10 |
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EP02771646A Withdrawn EP1395239A1 (de) | 2001-05-19 | 2002-05-16 | Kosmetische oder dermatologische zubereitungen mit einem gehalt an einer oder mehreren ketohexosen |
Country Status (5)
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US (1) | US20050002880A1 (de) |
EP (1) | EP1395239A1 (de) |
JP (1) | JP2004529958A (de) |
DE (1) | DE10124475A1 (de) |
WO (1) | WO2002094211A1 (de) |
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DE10342212A1 (de) * | 2003-09-12 | 2005-04-07 | Beiersdorf Ag | Verwendung von Licocalchon A oder eines Licocalchon A enthaltenden Extraktes aus Radix Glycyrrhizae inflatae gegen Hautalterung |
US8496915B2 (en) * | 2006-11-10 | 2013-07-30 | Matsutani Chemical Industry Co., Ltd. | Noncarious material and anticarious agent containing rare sugar |
EP2352505B1 (de) * | 2008-11-04 | 2016-07-06 | University Of Kentucky Research Foundation | Auf d-tagatose basierende zusammensetzungen und verfahren zur prävention und behandlung von atherosklerose, stoffwechselsyndrom und ihren symptomen |
KR101307947B1 (ko) * | 2011-11-30 | 2013-09-12 | 씨제이제일제당 (주) | 싸이코스를 유효성분으로 하는 에쿠올 농도 상승제 |
WO2017018336A1 (ja) * | 2015-07-29 | 2017-02-02 | 株式会社林原 | 抗炎症剤 |
JP7076695B2 (ja) * | 2015-08-12 | 2022-05-30 | 株式会社セレーネ | D-プシコースを有効成分とする皮膚機能改善組成物 |
KR102091774B1 (ko) * | 2018-12-13 | 2020-03-20 | 씨제이제일제당 (주) | 알룰로스를 유효성분으로 포함하는 피부 미백용 조성물 |
CN115297866A (zh) * | 2020-03-30 | 2022-11-04 | 三得利控股株式会社 | 变性弹性蛋白的分解降低的抑制剂、正常的弹性蛋白纤维的维持剂、弹性蛋白-抑弹性蛋白酶蛋白复合体形成抑制剂及含有这些的组合物 |
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US4144325A (en) * | 1976-11-10 | 1979-03-13 | Voyt Walter F | Method of and composition for preventing sunburn while affording tanning |
JPS6037086B2 (ja) * | 1978-09-26 | 1985-08-24 | 花王株式会社 | 化粧料 |
US4248861A (en) * | 1979-02-21 | 1981-02-03 | Schutt Steven R | Skin treatment methods |
JPS61225106A (ja) * | 1985-03-28 | 1986-10-06 | Shiseido Co Ltd | 皮膚外用剤 |
DE4021083C2 (de) * | 1990-07-03 | 1995-08-17 | Hans Dr Lautenschlaeger | Phospholipidformulierungen und ihre Verwendung für die Zubereitung liposomaler medizinischer und kosmetischer Bäder |
DE4021082C2 (de) * | 1990-07-03 | 1995-08-17 | Hans Dr Lautenschlaeger | Hautbehandlungsmittel mit hohen Lipidgehalten unter Verwendung eines Bilayer enthaltenden Systems, Salzen organischer Säuren, Alkohol und Stabilisator |
GB9110123D0 (en) * | 1991-05-10 | 1991-07-03 | Dow Corning | Organosilicon compounds their preparation and use |
US5962000A (en) * | 1992-07-13 | 1999-10-05 | Shiseido Company, Ltd. | External skin treatment composition |
US5686086A (en) * | 1992-07-13 | 1997-11-11 | Shiseido Co., Ltd. | External skin treatment composition |
FR2739556B1 (fr) * | 1995-10-04 | 1998-01-09 | Oreal | Utilisation de carbohydrates pour favoriser la desquamation de la peau |
DE19540749A1 (de) * | 1995-11-02 | 1997-05-07 | Beiersdorf Ag | Kosmetische Zubereitungen mit einem wirksamen Gehalt an Glycosylglyceriden |
DE19543730A1 (de) * | 1995-11-23 | 1997-05-28 | Ciba Geigy Ag | Bis-Resorcinyl-Triazine |
US5837266A (en) * | 1996-04-30 | 1998-11-17 | Hydromer, Inc. | Composition, barrier film, and method for preventing contact dermatitis |
DE19634020A1 (de) * | 1996-08-23 | 1998-02-26 | Beiersdorf Ag | Herstellung von Glycoglycerolipiden, deren Verwendung als Tenside sowie kosmetische oder dermatologische Zubereitungen, solche Glycoglycerolipide enthaltend |
JP2000103728A (ja) * | 1998-07-28 | 2000-04-11 | Shiseido Co Ltd | 皮膚バリア―機能回復促進剤 |
JP3587701B2 (ja) * | 1998-10-05 | 2004-11-10 | ポーラ化成工業株式会社 | 保湿用の組成物及びそれを含有する皮膚外用の組成物 |
DE19857489A1 (de) * | 1998-12-14 | 2000-06-15 | Hans Lautenschlaeger | Ölhaltige Hautschutzpräparate zur Prävention von Hautschäden |
DE19857492A1 (de) * | 1998-12-14 | 2000-06-15 | Hans Lautenschlaeger | Wasserhaltige Hautschutzpräparate zur Prävention von Hautschäden |
US6861077B1 (en) * | 2000-03-17 | 2005-03-01 | L'oreal S.A. | Use of plant extracts in a cosmetic composition to protect keratinous fibers |
-
2001
- 2001-05-19 DE DE10124475A patent/DE10124475A1/de not_active Withdrawn
-
2002
- 2002-05-16 JP JP2002590932A patent/JP2004529958A/ja active Pending
- 2002-05-16 EP EP02771646A patent/EP1395239A1/de not_active Withdrawn
- 2002-05-16 WO PCT/EP2002/005400 patent/WO2002094211A1/de not_active Application Discontinuation
- 2002-05-16 US US10/477,511 patent/US20050002880A1/en not_active Abandoned
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See references of WO02094211A1 * |
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US20050002880A1 (en) | 2005-01-06 |
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