EP1212036A1 - Combinations of active agents, said combinations consisting of surface-active citric acid esters and host-guest complexes of cyclodextrins and retinoids, as well as cosmetic and dermatological preparations with a content of said mixtures - Google Patents

Combinations of active agents, said combinations consisting of surface-active citric acid esters and host-guest complexes of cyclodextrins and retinoids, as well as cosmetic and dermatological preparations with a content of said mixtures

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Publication number
EP1212036A1
EP1212036A1 EP00962463A EP00962463A EP1212036A1 EP 1212036 A1 EP1212036 A1 EP 1212036A1 EP 00962463 A EP00962463 A EP 00962463A EP 00962463 A EP00962463 A EP 00962463A EP 1212036 A1 EP1212036 A1 EP 1212036A1
Authority
EP
European Patent Office
Prior art keywords
cosmetic
polyethylene glycol
preparations
skin
acid
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Withdrawn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
EP00962463A
Other languages
German (de)
French (fr)
Inventor
Thomas Raschke
Urte Maerker
Claudius Rapp
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
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Filing date
Publication date
Application filed by Beiersdorf AG filed Critical Beiersdorf AG
Publication of EP1212036A1 publication Critical patent/EP1212036A1/en
Withdrawn legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • A61K8/062Oil-in-water emulsions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • A61K8/375Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/67Vitamins
    • A61K8/671Vitamin A; Derivatives thereof, e.g. ester of vitamin A acid, ester of retinol, retinol, retinal
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/738Cyclodextrins
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/56Compounds, absorbed onto or entrapped into a solid carrier, e.g. encapsulated perfumes, inclusion compounds, sustained release forms

Definitions

  • the present invention relates to active compound combinations of surfactants CitronenTalkreestem and inclusion compounds of cyclodextrins and retinoids, as well as cosmetic and dermatological preparations with a content of such mixtures as well as the use of surfactants CitronenTalkreestem for stabilizing retinoids and 'inclusion compounds of cyclodextrins and retinoids against chemical degradation reactions, in particular photochemical degradation reactions and / or oxidation-related degradation reactions.
  • the invention relates to synergistic mixtures of retinoids and surface-active substances as well as cosmetic and dermatological preparations containing such mixtures.
  • the present invention preferably 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 relates to cosmetic or dermatological dermatological preparations containing active ingredients for the care and protection of the skin, in particular sensitive skin, as well as very particularly in the foreground of skin that has aged or aged due to intrinsic and / or extrinsic factors, and that Use of such active ingredients and combinations of such active ingredients in the field of cosmetic and dermatological skin care.
  • active ingredients for the care and protection of the skin, in particular sensitive skin, as well as very particularly in the foreground of skin that has aged or aged due to intrinsic and / or extrinsic factors, and that Use of such active ingredients and combinations of such active ingredients in the field of cosmetic and dermatological skin care.
  • the human skin performs numerous vital functions. With an average surface area of around 2 m 2 in adults, it has an outstanding role as a protective and sensory organ. The task of this organ is to convey and ward off mechanical, thermal, actinic, chemical and biological stimuli. It also has an important role as a regulatory and target organ in human metabolism.
  • Cosmetic skin care is primarily to be understood to strengthen or restore 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) and its horny layer to support their natural regeneration capacity in the event of damage.
  • environmental influences e.g. dirt, chemicals, microorganisms
  • body's own substances e.g. water, natural fats, electrolytes
  • 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.
  • the chronological skin aging is e.g. caused by endogenous, genetically determined factors.
  • 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
  • UV light and chemical pollutants can be cumulative For example, accelerate or supplement the endogenous aging processes.
  • the following structural damage and functional disorders in the skin occur in particular due to exogenous factors, 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 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. They contain e.g. Retinoids (vitamin A acid and / or its derivatives) or vitamin A and / or its derivatives.
  • Retinoids vitamin A acid 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, which in turn reduces their effectiveness.
  • 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, for example, the skin aging tion, 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 that is less than 290 nm
  • UVB range rays with a wavelength that is less than 290 nm
  • the narrower range around 308 nm is given as a maximum of the erythema effectiveness of sunlight
  • UVA range it is important to have filter substances available, since its rays can cause reactions in photosensitive skin. It has been proven that UVA radiation damages the elastic and collagen fibers of the connective tissue cause what causes the skin to age prematurely and that it can 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 intervene in the skin metabolism
  • Such photochemical reaction products are predominantly radical compounds, for example hydroxy radicals.
  • Undefined radical photoproducts which are formed in the skin itself, can show uncontrolled subsequent reactions due to their high reactivity.
  • Si ⁇ guletts oxygen a non-radically excited state of the oxygen molecule can UV radiation also gives rise to short-lived epoxies and many other singlet oxygen, for example, is characterized by increased reactivity compared to the normally present triplet oxygen (radical ground state).
  • UV radiation pays for ionizing radiation.
  • ionic species will also develop under UV exposure, which in turn can then 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 antioxidative effect, in light protection formulations, but the effect achieved here also falls far short of the hoped-for effect
  • 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
  • Erythematosis Symptoms of the skin also appear as side effects of certain skin diseases or irregularities. For example, the typical rash in the appearance of acne is usually more or less reddened
  • Antioxidants are mainly used as protective substances against the spoilage of the preparations containing them. However, it is known that undesirable oxidation processes can also occur in human and deep skin. Such processes play an essential role in skin aging
  • antioxidants and / or radical scavengers can be incorporated into cosmetic or dermatological formulations
  • emulsions are generally understood to be a heterogeneous system of two liquids which are immiscible or only miscible with one another, which are usually referred to as phases.
  • the one is in the form of droplets (dispere or internal phase), while the other liquid is one Continuous (coherent or inner phase) forms
  • More rare forms of administration are multiple emulsions, i.e. those which contain drops of another dispersed phase in the droplets of the dispersed (or discontinuous) phase, for example BW / O / W emulsions and O / W / O emulsions
  • BW / O / W emulsions and O / W / O emulsions
  • Recent findings have recently led to a better understanding of practice-relevant cosmetic emulsions.
  • the two liquids are water and 01 and there are oil droplets in finely divided form in water, it is an oil-in-water emulsion (O / W emulsion, eg milk).
  • O / W emulsion oil-in-water emulsion
  • the basic character of an O / W emulsion is through the water is shaped
  • a water- ⁇ -01 emulsion (W / 0 emulsion, eg butter) is the opposite principle, whereby the basic character is determined by 01
  • emulsifiers In order to be able to guarantee the metastability of emulsions, surface-active substances, i.e. emulsifiers, are generally necessary. In general, the use of conventional cosmetic emulsifiers is completely harmless.However, emulsifiers, like ultimately any chemical substance, can cause allergic reactions or reactions based on hypersensitivity of the user in individual cases It is known that in certain particularly sensitive people, certain light dermatoses are triggered by certain emulsifiers and simultaneous exposure to sunlight
  • emulsifier-free preparations which, for example, have oil droplets dispersed in an aqueous phase, similar to an O / W emulsion.
  • a prerequisite for this may be that the continuous aqueous phase has a gel structure which stabilizes the dispersed phase and other circumstances more.
  • Hydrodispersions or oleodispersions called, depending on which is the disperse and which is the continuous phase
  • Inclusion compounds of cyclodextrins and one or more retinoids, in particular retinol leads to preparations which are stable to chemical degradation reactions, in particular photochemical degradation reactions and / or oxidation-related degradation reactions, increases the bioavailability of the retionoid (s), their effectiveness increases in a synergistic manner and thus the Disadvantages of the prior art remedies
  • EP 867 175 describes the use of stabilized retinol encapsulated in ⁇ -cyclodextins in cosmetics.
  • EP 392 608 B1 describes solid consumer product compositions with retinol in cyclodextins with a small particle diameter (also US Pat. No. 5,543,157).
  • US Pat. Nos. 5,851, 538 and 5,145,675 describe the encapsulation of retinoids in so-called microsponges made of synthetic polymers with improved stability and reduced imitation is described
  • US Pat. No. 5,855,826 describes the encapsulation of retiol in natural polymers (eg collagen, chitin gelatin)
  • the group of the retinoids advantageous according to the invention also includes all cosmetically and / or pharmaceutically acceptable retinoids, including retinol and its esters, retinais and retinoic acid and its esters
  • Retinol also: axerophthol; [3,7-dimethyl-9- (2,6,6-trimethyl-1-cyclohexenyl) -2,4,6,8-nonatetraen-1-ol
  • vitamin A is synonymous with vitamin A.
  • - is also sometimes referred to analogously to the derivatives retin-1-carboxylic acid (vitamin A acid, retinoic acid, tretinoin) and their esters or retin-1-al (vitamin A aldehyde) vitamin A alcohol.
  • Retinol esters either alone or with one another or in combination with unesterified retinol, can also be used equally advantageously in the active compound combinations according to the invention.
  • the retinol esters according to the invention preferably have the structure
  • X preferably represents a branched or unbranched alkanoyl or alkenoyl radical of 1 to 25 carbon atoms.
  • Retinal [vitamin A1 aldehyde, 3,7-dimethyl-9- (2,6,6-trimethyl-1-cyclohexenyl) -2,4,6,8-nonatetraenalj is most stable in its all-trans form .
  • the retinal formerly known as retinen, forms the visual pigments rhodopsin and iodopsin as well as the bacteriorhodopsin, which performs other functions.
  • Retinal arises from the oxidative cleavage of carotene.
  • Retinoic acid [vitamin A acid, all-trans-3,7-dimethyl-9- (2,6,6-trimethyl-1-cyclohexenyl) -2,4,6,8-nonatetraenoic acid] is by structure characterized It is effective in inhibiting taig production in particularly severe acne cases, but has a teratogenic effect. However, the use of retinoic acid or its esters can be advantageous in certain medically indicated cases and is therefore considered "harmless" in such cases
  • a particularly advantageous partially neutralized ester of monoglycends and / or diglycerides of saturated fatty acids with citric acid is glyceryl stearate citrate.
  • citric acid esters are available, for example, under the product name "IMWITOR® 370" from the company Huls AG
  • the total amount of the cyclodextine-encapsulated retinoids used, in particular retinol, is advantageously in the range from 0.0001-10% by weight, preferably 0.005-5.0% by weight, in particular 0.01-3.0% by weight, based on the total weight of the formulation
  • the total amount of the partially neutralized esters of monoglycends and / or diglycerides of saturated fatty acids with citric acid in the finished cosmetic or dermatological preparations used according to the invention is advantageously in the range from 0.1 to 20% by weight, preferably 0.5 to 10.0% by weight %, in particular 1.0% to 5.0% by weight, based on the total weight of the preparations
  • weight ratios between inclusion compounds of retinoids on the one hand and at least one partially neutralized ester of monoglycends and / or diglycerides of saturated fatty acids with citric acid on the other hand in the range from 1 1 to 1 500, preferably 1 10 to 1 to 200, in particular 1 50 to choose
  • Cyclodextins (cycloamyloses, cycloglucans) are known per se in cosmetic and pharmaceutical preparations. These substances are often used for “molecular encapsulation”, ie as a protective coating for sensitive molecules. These are 6, 7, 8 or even more ⁇ -1, 4 linked glucose units, the cyclohexaamylose ( ⁇ -cyclodextin) being distinguished by the structure
  • Cyclooctaamylose ( ⁇ -cyclodextrin) is characterized by its structure
  • Cycloenneaamylose ( ⁇ -cyclodextrin) is characterized by its structure out
  • polar- and non-polar-substituted cyclodextins can be used within the scope of this patent. These preferably but not exclusively include methyl, ethyl and hydroxypropyl cyclodextins
  • the active compound combinations according to the invention can be incorporated without problems into conventional cosmetic preparations, advantageously light protection preparations, but also, if desired, other preparations, for example pharmaceutical preparations
  • the active ingredient used according to the invention or cosmetic or topical dermatological preparations with an effective content of the active ingredient used according to the invention is used, it is surprisingly an effective treatment, but also a prophylaxis of deficient, sensitive or hypoactive skin conditions or deficient, sensitive or hypoactive conditions of skin appendages of signs of premature aging of the skin (eg wrinkles, age spots telangiectasia) and / or the appendages of the skin, of environmental ones (smoking, smog, reactive oxygen species, free radicals) and in particular light-related negative changes in the skin and the
  • Preparations with an effective content of the active ingredient according to the invention also surprisingly serve to calm sensitive or irritated skin to stimulate collagen, hyaluronic acid, elastin synthesis to stimulate intracellular DNA synthesis, particularly in the case of deficient or hypoactive skin conditions to increase cell renewal and Regeneration of the skin to increase the skin's own protection and repair mechanisms (for example for dysfunctional enzymes, DNA, lipids, proteins) for pre- and post-treatment
  • topical application of laser and abrasion treatments which serve, for example, to reduce skin wrinkles and scars, in order to counteract the resulting skin irritation and to promote the regeneration processes in
  • the cyclodextrin skeletons represent the host molecule and the relevant dibenzoylmethane derivative or cinnamic acid derivative, which are represented here by the circle inside the scheme, the gesture molecule.
  • active ingredient combinations are also available according to the invention, which are to be regarded as molecular adducts with some probability, in which two, possibly even more, identical or different guest molecules, which are represented here by circles in the interior of the scheme, as it were in a host molecule encapsulated at the molecular level. This is indicated in the diagram below.
  • Such molecular adducts are preferably formed when the individual substances on which they are based are combined directly, particularly preferably when the combination is carried out using a suitable solvent.
  • Molecular adducts according to the invention consisting of cyclodextins and active substance combinations of cyclodextrins and retinol and / or one or more retinoids can advantageously be obtained, for example, by dissolving cyclodextins in water and adding the retinol or the retinoid. The respective molecular adduct then precipitates out as a solid can be subjected to the usual cleaning and preparation steps
  • the total amount of retinol and / or other retinoids in the finished cosmetic or dermatological preparations is advantageously chosen from the range from 0.01 to 10.0% by weight, preferably 0.05 to 5.0% by weight, based on the total weight of the preparations
  • the total amount of cyclodextins, in particular ⁇ -cyclodextins and / or ⁇ -cyclodextins in the finished cosmetic or dermatological preparations is advantageously in the range from 0.05 to 20.0% by weight, preferably 0.5 to 10.0% by weight selected, based on the total weight of the preparations
  • weight ratios of cyclodextrins to retinol and / or other retinoids such as 10 1 to 1 5, preferably as 8 1 to 1 2, particularly preferably as 5 1 to 1 1
  • Active substance combinations which have the following molar ratios are particularly advantageous as molecular adducts of cyclodextines and retinol and / or other retinoids
  • the active substance combinations or cosmetic or dermatological preparations used according to the invention those containing better act as an antioxidant, act better as radical scavengers, better prevent the binding of harmful photoproducts to lipids, DNA and proteins work better against skin aging protect the skin against photoreactions better prevent inflammatory reactions than the active substances, combinations of active substances and preparations of the prior art.
  • the combinations of active substances used according to the invention would have greater stability in cosmetic or dermatological preparations than the individually used active substances, which in particular retinoids bet ⁇ fft
  • the cosmetic or dermatological preparations can be composed as usual and can be used for the treatment, care and cleaning of the skin and / or hair and as a make-up product in decorative cosmetics. They preferably contain 0.1% to 20% by weight. , preferably 0.5% by weight to 10% by weight, in total particularly 1.0-5.0% by weight, based on the total weight of the preparations, of active compound combinations used according to the invention
  • Complexing agents are known auxiliaries in cosmetology or medical galenics. By complexing interfering metals such as Mn, Fe, Cu and others, undesired chemical reactions in cosmetic or dermatological preparations can be prevented, for example
  • Complexing agents form complexes with metal atoms which, if one or more polybasic complexing agents, i.e. chelators, are metalacides, represent chelates in which a single ligand occupies more than one coordination point on a central atom.
  • polybasic complexing agents i.e. chelators
  • metalacides represent chelates in which a single ligand occupies more than one coordination point on a central atom.
  • normally elongated connections are carried out Formation of complexes via a metal atom or ion closed to form rings
  • the number of bound ligands depends on the coordination number of the central metal.
  • the prerequisite for chelation is that the compound reacting with the metal contains two or more atom groups which act as electron donors
  • the complexing agent or complexing agents can advantageously be selected from the group of the usual compounds, preferably at least one substance from the group consisting of tartaric acid and its anions, citric acid and its anions, aminopolycarboxylic acids and their anions (such as, for example, ethylenediaminetetraacetic acid (EDTA) and their Anions, Nit ⁇ lot ⁇ essigsaure (NTA) and their anions, Hydroxyethylenediaminot ⁇ esssigsaure (HOEDTA) and their anions, Diethylenaminopentaessigsaure (DPTA) and their anions, trans-1, 2-D ⁇ am ⁇ nocyclohexantetraess ⁇ gsaure (CDTA) and their anions)
  • EDTA ethylenediaminetetraacetic acid
  • NDA Nit ⁇ lot ⁇ essigsaure
  • HOEDTA Hydroxyethylenediaminot ⁇ esssigsaure
  • DPTA Diethylen
  • the complexing agent or complexing agents are advantageous in cosmetic or dermatological preparations, preferably at 0.001% by weight to 10% by weight, preferably at 0.01% by weight to 5% by weight, particularly preferably at 0.05-2.0% by weight. %, based on the total weight of the preparations
  • the cosmetic and dermatological preparations according to the invention are applied to the skin and / or the hair in a sufficient amount in the manner customary for cosmetics
  • cosmetic and dermatological preparations can be in various forms. It is particularly advantageous if they are an emulsion or microemulsion of the oil-in-water (O / W) type
  • the cosmetic and dermatological preparations can contain cosmetic auxiliaries as are usually used in such preparations, for example preservatives, bactericides, perfumes, substances for preventing foaming, dyes, pigments which have a coloring effect, thickeners, surface-active substances, emulsifiers, softening, moisturizing and / or moisturizing substances, fats, oils, waxes or other conventional components of a cosmetic or dermatological formulation such as alcohols, polyols, polymers, foam stabilizers, electrolytes, organic solvents or silicone solvents
  • active ingredient combinations used according to the invention can also be combined with other antioxidants and / or radical scavengers
  • antioxidants are advantageously selected from the group consisting of amino acids (eg glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (eg urocanic acid) and their derivatives, peptides such as D, L-carnosine, D-carnosine, L-carnosine and its derivatives (eg Anse ⁇ n), carotenoids, carotenes (eg ⁇ -carotene, ⁇ -carotene, lycopene) and their derivatives, chlorogenic acid and their derivatives, liponic acid and their derivatives (eg dihydroliponic acid) aurothioglucose, propylthiouracil and other thiols (e.g.
  • amino acids eg glycine, histidine, tyrosine, tryptophan
  • imidazoles eg urocanic acid
  • peptides such as D, L-carnosine, D-carnosine,
  • buthionine sulfoximines in very low contractual dosages (e.g. pmol to ⁇ mol / kg), also (metal) chiators (eg ⁇ -hydroxy fatty acid, palmitic acid, phytic acid, lactofer ⁇ n), ⁇ -hydroxy acids (eg citric acid, lactic acid, malic acid), humic acid, bile acid, bile extracts, bilirubin, biliverdin and EDTA, EGTA their denvates, unsaturated fatty acids and their derivatives (e.g.
  • ZnO, ZnS0 4 selenium and its derivative ( their derivatives (eg 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 substances
  • the amount of the aforementioned antioxidants (one or more compounds) in the preparations is preferably 0.001 to 30% by weight, particularly preferably 0.025-20% by weight, in particular 0.05-10% by weight, based on the total weight of the preparation
  • ascorbic acid and / or its derivatives represent the additional antioxidant (s)
  • vitamin E and / or its derivatives represent the additional antioxidant (s)
  • emulsions are advantageous and contain, for example, the fats, oils, waxes and other fatty substances mentioned, as well as water and an emulsifier as is customarily used for such a type of formulation
  • the lipid phase can advantageously be selected from the following group of substances mineralols, mineral waxes
  • Oils such as T ⁇ glyce ⁇ de the Cap ⁇ n- or the caprylic acid, also natural oils such as castor oil,
  • Fats, waxes and other natural and synthetic fats preferably esters of fatty acids with alcohols with a low C number, e.g. with isopropanol, propylene glycol or Glycene, or esters of fatty alcohols with alkane acids with a low C number or with fatty acids, alkyl benzoates,
  • Siliconols such as dimethylpolysiloxanes, diethylpolysiloxanes, diphenylpolysiloxanes and mixed forms thereof
  • the oil phase of the emulsions, oleogels or hydrodispersions or epodispersions within the meaning of the present invention is advantageously selected from the group of esters from saturated and / or unsaturated, branched and / or unbranched alkane carboxylic acids with a chain length of 3 to 30 carbon atoms and saturated and / or unsaturated, branched and / or unbranched alcohols with a chain length of 3 to 30 C atoms, from the group of esters from aromatic carboxylic acids and saturated and / or unsaturated, branched and / or unbranched alcohols with a chain length of 3 to 30 C atoms.
  • esterols can then advantageously be selected from the group of isopropyl mypstat, isopropyl palmitate, isopropyl stearate, isopropyl oleate, n-butyl stearate, n-hexyl laurate, n-decyl oleate, isooctyl stearate, isononyl stearate, isononyl isononanoate, 2-ethylhexyl palmate, ethyl-2-ethylhexyl-ethyl-2-ethyl-ethyl-ethyl-2-ethyl-ethyl-2-ethyl-ethyl-2-ethyl-ethyl-2-ethyl-ethyl-2-ethyl-ethyl-2-ethyl-ethyl-2-ethyl-ethyl-2-ethyl-ethyl
  • the oil phase can advantageously be selected from the group of branched and unbranched hydrocarbons and waxes, the silicone alcohols, the dialkyl ethers, the group of saturated or unsaturated, branched or unbranched alcohols, and also the fatty acid glycides, especially the methyl esters saturated and / or unsaturated, comparable branched and / or unbranched alkane carboxylic acids with a chain length of 8 to 24, in particular 12 - 18 carbon atoms.
  • the fatty acid glycides can for example advantageously be selected from the group of synthetic, semisynthetic and natural oils, for example olive oil, sunflower oil, soybean oil, peanut oil, rapeseed oil, almond oil , Palmol, coconut oil, palm kernoi and the like
  • any mixtures of such oil and wax components can also be used advantageously for the purposes of the present invention. It may also be advantageous, if appropriate, to use waxes, for example cetyl palmitate, as the sole lipid component of the oil phase
  • the oil phase is advantageously selected from the group consisting of 2-ethylhexyl isostearate, octyldodecanol, isot ⁇ decylisonona ⁇ oat, isoeicosan, 2-ethylhexyl cocoate, C 2 -i 5 -alkyl benzoate, caprylic-capnic acid triglycend, dicaprylyl ether
  • hydrocarbons paraffinol, squalane and squalene can advantageously be used for the purposes of the present invention
  • the oil phase can advantageously also have a content of cyclic or linear silicon alcohols 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 silicon alcohols
  • Cyclomethicone (octamethylcyclotetrasiloxane) is advantageously used as the silicone oil to be used according to the invention.
  • other silicone oils can also be used advantageously for the purposes of the present invention, for example hexamethylcyclot ⁇ siloxane, polydimethylsiloxane, poly (methylphenylsiloxane).
  • 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, glycene, ethylene glycol, ethylene glycol monoethyl or monobutyl ether, propylene glycol monomethyl, monoethyl or monobutyl ether, diethylene glycol monomethyl or monoethyl ether and analogous products, furthermore alcohols of low C number, for example ethanol, isopropanol, 1, 2-propanediol, glycene and in particular one or more thickeners, which one or more can advantageously be chosen from the group silicon dioxide, aluminum silicates, polysaccreases or their derivatives
  • Emulsions according to the invention advantageously contain, for example, the fats, oils, waxes and other fatty substances mentioned, and also water and, if appropriate, one or more further emulsifiers, as are customarily used
  • Preparations as emulsions according to the invention optionally particularly advantageously contain one or more additional O / V emulsifiers.
  • O / W emulsifiers can, for example, advantageously be selected from the group of the polyethoxy-hardened or polypropoxylated or polyethoxy-hardened and polypropoxylated products, for example the fatty alcohol ethoxylates of ethoxy Erten wool wax alcohols, the polyethylene glycol ether of the general formula R-0 - (- CH 2 -CH 2 -0-) n -R ', the fatty acid ethoxylates of the general formula
  • R-0 - (- CH 2 -CH 2 -0-) 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 selected 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 emuigators 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
  • Polyethylene glycol (12) lauryl ether (Laureth-12), polyethylene glycol (12) isolauryl ether (Isolureth-12).
  • Polyethylene glycol (12) oleate, polyethylene glycol (13) oleate, polyethylene glycol (14) oleate, polyethylene glycol (15) oleate, polyethylene glycol (16) oleate, polyethylene glycol (17) oleate, polyethylene glycol (18) oleate, polyethylene glycol (19) oleate , Polyethylene glycol (20) oleate Nat ⁇ umlaureth-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 cholesteryl endevate.
  • Polyethylene glycol (25) soy sterol has also been preserved
  • polyethylene glycol fatty acid esters from the group polyethylene glycol (20) glyceryl laurate, polyethylene glycol (21) glyceryl laurate, Polyethyle ⁇ glycol (22) glyceryl laurate, polyethylene glycol (23) glyceryl laurate, polyethylene glycol (6) glyceryl-glycolate, polyethylene glycol (20) glycolate, glycolate (20) glyceryl-isostearate, polyethylene glycol (18) glyceryl oleate / cocoat to choose
  • 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 monopalmate, polyethylene glycol (20) sorbitan
  • preparations according to the invention which are present as emulsions optionally also advantageously comprise one or more additional W / O emulsifiers.
  • Such advantageous W / O emulsifiers can be used as fatty alcohols having 8 to 30 carbon atoms, monoglycene esters saturated and / or unsaturated, branched and / or unbranched alkane carboxylic acids of a chain length of 8 to 24, in particular 12 - 18 C atoms, diglycene nests of saturated and / or unsaturated, branched and / or unbranched alkane carboxylic acids of a chain length of 8 to 24, in particular 12 - 18 C atoms, monoglycene ether saturated and / or unsaturated, branched and / or unbranched alcohols with a chain length of 8 to 24, in particular 12 - 18 C atoms, diglyce ether, saturated and / or unsaturated branched and / or unbranched alcohols with a chain
  • W / O emulsifiers are glyceryl stearate Glycerylmonoiso-, glyceryl monomyristate monoisostearate, glyceryl, diglyceryl monostearate, Digiyceryl-, propylene glycol, propylene glycol monoisostearate, propylene glycolmonocaprylat, propylene glycol monolaurate, sorbitan, Sorbitanmo-, Sorbitanmonocapryiat, Sorbitanmonoisooleat, sucrose, cetyl alcohol, stearyl alcohol, Arachidyl alcohol, behenyl alcohol, isobehenyial alcohol, selachyl alcohol, chimyl alcohol, polyethylene glycol (2) stearyl ether (Steareth-2), glyceryl monolaurate. Glyceryl monocaprinate, glyceryl monocaprylate.
  • Gels according to the invention usually contain low C number alcohols, e.g. Ethanol, isopropanol, 1, 2-propanediol, glycerol and water or an oil mentioned above in the presence of a thickening agent which is preferably silicon dioxide or an aluminum silicate in the case of oily alcoholic gels and preferably a polyacrylate in the case of aqueous alcoholic or alcoholic gels.
  • a thickening agent which is preferably silicon dioxide or an aluminum silicate in the case of oily alcoholic gels and preferably a polyacrylate in the case of aqueous alcoholic or alcoholic gels.
  • Preparations according to the invention can also advantageously contain substances which absorb UV radiation in the UVB range, the total amount of filter substances e.g. 0.1% by weight to 30% by weight, preferably 0.5 to 10% by weight, in particular 1.0 to 6.0% by weight, based on the total weight of the preparations, in order to prepare cosmetic preparations To provide that protect the hair or skin from the entire range of ultraviolet radiation. They can also serve as a sunscreen for the hair or skin.
  • UVB filter substances if they contain UVB filter substances, they can be oil-soluble or water-soluble.
  • Oil-soluble UVB filters which are advantageous according to the invention are, for example:
  • 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
  • Esters of benzalmalonic acid preferably 4-methoxybenzalmalonic acid (2-ethylhexyl) ester,
  • Advantageous water-soluble UVB filters are, for example
  • Sulfonic acid derivatives of 3-benzyl camphor such as 4- (2-oxo-3-bornyl-methyl-benzenesulfonic acid, 2-methyl-5- (2-oxo-3-bornyl-methyl methyl) sulfonic acid and their
  • UVB filters which can be used in combination with the active compound combinations according to the invention, is of course not intended to be limiting
  • the invention also relates to the use of a combination of the active compound combinations used according to the invention with at least one UVB filter as an antioxidant or the use of a combination of the active compound combinations used according to the invention with at least one UVB filter as an antioxidant in a cosmetic or dermatological preparation It may also be advantageous to combine the active compound combinations used according to the invention with UVA filters which have hitherto usually been contained in cosmetic preparations.
  • These substances are preferably derivatives of di-benzoylmethane, in particular 1- (4'-tert-butylphenyl) ) -3- (4'-methoxyphenyl) propane-1,3-dione and 1-phenyl-3- (4'-isopropylphenyl) propane-1,3-dione
  • di-benzoylmethane in particular 1- (4'-tert-butylphenyl) ) -3- (4'-methoxyphenyl) propane-1,3-dione and 1-phenyl-3- (4'-isopropylphenyl) propane-1,3-dione
  • the invention also relates to the use of a combination of active compound combinations used according to the invention with at least one UVA filter as an antioxidant or the use of a combination of the active compound combinations according to the invention with at least one UVA filter as an antioxidant in a cosmetic or dermatological preparation
  • the invention also relates to the use of a combination of active ingredient combinations according to the invention with at least one UVA filter and at least one UVB filter as an antioxidant, or the use of a combination of active ingredients according to the invention with at least one UVA filter and at least one UVB filter as an antioxidant in a cosmetic or dermatological preparation
  • Cosmetic and dermatological preparations with an effective content of active ingredient combinations used according to the invention can also contain inorganic pigments which are usually used in cosmetics to protect the skin from UV rays. These are oxides of titanium, zinc, zirconium, silicon, manganese, Cers and mixtures thereof, as well as modifications in which the oxides are the active agents. Pigments based on titanium dioxide are particularly preferred
  • Cosmetic and dermatological preparations for protecting the hair from UV rays according to the invention are, for example, shampooing agents! Preparations which are used when hair is being rinsed before or after shampooing, before or after permanent wave treatment, before or after dyeing or decoloring the hair, for preparations for blow-drying or pickling the hair, for coloring or decolouring in order to and treatment lotion, a hair lacquer or permanent waving agent
  • the cosmetic and dermatological agents contain active ingredients and auxiliaries, as are usually used for this type of hair care and hair treatment preparations.
  • auxiliaries are preservatives, surface-active substances, substances to prevent foaming, thickeners, emulsifiers, fatty oils, waxes, organic solvents, bactericides , Perfumes, dyes or pigments, the task of which is to dye the hair or the cosmetic or dermatological preparation itself, electrophoresis, substances for greasing the hair
  • Electrolytes for the purposes of the present invention are understood to mean water-soluble alkali metal, ammonium, alkaline earth metal (including magnesium) and zinc salts of inorganic anions and any mixtures of such salts, it being necessary to ensure that these salts are pharmaceutically or cosmetically harmless distinguish
  • the anions are preferably selected from the group consisting of chlorides, sulfates and hydrogen sulfates, phosphates, hydrogen phosphates and linear and cychmic oligophosphates as well as carbonates and hydrogen carbonates
  • Cosmetic preparations which are a skin cleansing agent or shampooing agent preferably contain at least one anionic, non-ionic or amphoteric surface-active substance, or else mixtures of such substances, the active compound combinations according to the invention in the aqueous medium and auxiliaries, as are customarily used for them Surface-active substance or the mixtures of these substances can be present in the shampoo in a concentration of between 1% and 50% by weight
  • the cosmetic or dermatological preparations are in the form of a lotion, which is rinsed out and, for example, before or after decolorization, before or after shampooing, between two shampooing shells, before or after the permanent wave treatment, these are, for example, aqueous or water-alcoholic solutions which may contain surface-active substances, the concentration of which is between 0.1 and 10% by weight, preferably between 0.2 and 5% by weight
  • a cosmetic preparation in the form of a lotion that is not rinsed out, in particular a lotion for inlaying the hair, a lotion used for blow-drying the hair, a styling and treatment lotion is generally an aqueous, alcoholic or water-alcoholic solution and contains at least one cationic, anionic, non-ionic or amphoteric polymer or mixtures thereof, as well as active ingredient combinations used according to the invention in effective concentration.
  • the amount of the polymers used is, for example, between 0.1 and 10% by weight, preferably between 0.1 and 3% by weight
  • cosmetic preparations for the treatment and care of the hair can be in the form of gels, which, in addition to an effective content of active ingredients according to the invention and the solvents usually used for them, preferably water, and also organic thickeners, for example gum arabic, xanthan gum, sodium alginate, cellulose derivatives, preferably Methyl cellulose, hydroxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methyl cellulose or inorganic thickeners, for example aluminum silicates such as bentonites, or a mixture of polyethylene glycol and polyethylene glycol stearate or distearate, are contained in the gel, for example in an amount between 0.1 and 30% by weight, preferably between 0.5 and 15% by weight
  • the amount of active ingredient according to the invention in an agent intended for the hair is preferably 0.1% by weight to 10% by weight, in particular 0.5% by weight to 5% by weight, based on the total weight of the agent
  • Aqueous cosmetic cleaning agents or water-free or water-free cleaning agent concentrates according to the invention intended for aqueous cleaning can contain anionic, nonionic and / or amphoteric surfactants, for example conventional soaps, for example fatty acid salts of sodium
  • Cosmetic preparations which are cosmetic cleaning preparations for the skin, can be in liquid or solid form.
  • active ingredient combinations used according to the invention they preferably contain at least one anionic, nonionic or amphoteric surface-active substance or mixtures thereof, if desired one or more electrolytes and auxiliaries, as are usually used for this.
  • the surface-active substance can be present in the cleaning preparations in a concentration between 1 and 94% by weight, based on the total weight of the preparations.
  • cosmetic preparations which are a shampooing agent preferably contain at least one anionic, nonionic or amphoteric surface-active substance or mixtures thereof, optionally an electrolyte and auxiliary according to the invention, as are usually used therefor.
  • the surface-active substance can be present in the shampoo in a concentration between 1% by weight and 94% by weight.
  • compositions according to the invention contain water and, if appropriate, the additives customary in cosmetics, for example perfume, thickeners, dyes, deodorants, antimicrobial substances, lipid-replenishing agents, complexing and sequestering agents, pearlescent agents, plant extracts, vitamins, active substances and the like .
  • the present invention also includes a cosmetic process for protecting the skin and hair from oxidative or photooxidative processes, which is characterized in that a cosmetic agent which contains an effective concentration of active compound combinations used according to the invention is applied to the skin in sufficient amounts or Hair.
  • the amount of active compound combinations used according to the invention in these preparations is preferably 0.1-20% by weight, preferably 0.5-10% by weight, in particular 1.0-0.5% by weight, based on the total weight of the preparations.
  • the invention also relates to the process for the preparation of the cosmetic compositions according to the invention, which is characterized in that active ingredient combinations according to the invention are incorporated into cosmetic and dermatological formulations in a manner known per se.

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Abstract

The invention relates to combinations of (a) one or more partially neutralised esters of monoglycerides and/or diglycerides of saturated fatty acids with citric acid and (b) host-guest complexes of cyclodextrins and one or more retinoids, especially retinol.

Description

Beschreibung description
Wirkstoffkombinationen aus oberflächenaktiven Citronensäureestem und Einschlußverbindungen von Cyclodextrinen und Retinoiden sowie kosmetische und dermatologische Zubereitungen mit einem Gehalt an solchen GemischenActive ingredient combinations of surface-active citric acid esters and inclusion compounds of cyclodextrins and retinoids as well as cosmetic and dermatological preparations containing such mixtures
Die vorliegende Erfindung betrifft Wirkstoffkombinationen aus oberflächenaktiven Citronensäureestem und Einschlußverbindungen von Cyclodextrinen und Retinoiden sowie kosmetische und dermatologische Zubereitungen mit einem Gehalt an solchen Gemischen sowie die Verwendung von oberflächenaktiven Citronensäureestem zur Stabilisierung von Retinoiden und' Einschlußverbindungen von Cyclodextrinen und Retinoiden gegenüber chemischen Abbaureaktionen, insbesondere photochemischen Abbaureaktionen und/oder oxi- dationsbedingten Abbaureaktionen.The present invention relates to active compound combinations of surfactants Citronensäureestem and inclusion compounds of cyclodextrins and retinoids, as well as cosmetic and dermatological preparations with a content of such mixtures as well as the use of surfactants Citronensäureestem for stabilizing retinoids and 'inclusion compounds of cyclodextrins and retinoids against chemical degradation reactions, in particular photochemical degradation reactions and / or oxidation-related degradation reactions.
Darüber hinaus betrifft die Erfindung synergistische Gemische aus Retinoiden und oberflächenaktiven Substanzen sowie kosmetische und dermatologische Zubereitungen mit einem Gehalt an solchen Gemischen. Bevorzugt betrifft die vorliegende Erfindung kosmetische Zubereitungen mit einem wirksamen Schutz vor schädlichen Oxidati- onsprozessen in der Haut, aber auch zum Schütze kosmetischer Zubereitungen selbst bzw. zum Schütze der Bestandteile kosmetischer Zubereitungen vor schädlichen Oxidati- onsprozessen.In addition, the invention relates to synergistic mixtures of retinoids and surface-active substances as well as cosmetic and dermatological preparations containing such mixtures. The present invention preferably 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.
Die vorliegende Erfindung betrifft dementsprechend in bevorzugten Ausführungsformen kosmetische bzw. dermatologische dermatologische Zubereitungen, enthaltend Wirkstoffe zur Pflege und zum Schütze der Haut, insbesondere der empfindlichen Haut wie auch ganz besonders im Vordergrunde stehend der durch intrinsische und/oder extrinsische Faktoren gealterten oder alternden Haut sowie die Verwendung solcher Wirkstoffe und Kombinationen solcher Wirkstoffe auf dem Gebiete der kosmetischen und dermatologischen Hautpflege. Die menschliche Haut übt als größtes Organ des Menschen zahlreiche lebenswichtige Funktionen aus. Mit durchschnittlich etwa 2 m2 Oberfläche beim Erwachsenen kommt ihr eine herausragende Rolle als Schutz- und Sinnesorgan zu. Aufgabe dieses Organs ist es, mechanische, thermische, aktinische, chemische und biologische Reize zu vermitteln und abzuwehren. Außerdem kommt ihr eine bedeutende Rolle als Regulations- und Zielorgan im menschlichen Stoffwechsel zu.Accordingly, in preferred embodiments, the present invention relates to cosmetic or dermatological dermatological preparations containing active ingredients for the care and protection of the skin, in particular sensitive skin, as well as very particularly in the foreground of skin that has aged or aged due to intrinsic and / or extrinsic factors, and that Use of such active ingredients and combinations of such active ingredients in the field of cosmetic and dermatological skin care. As the largest human organ, the human skin performs numerous vital functions. With an average surface area of around 2 m 2 in adults, it has an outstanding role as a protective and sensory organ. The task of this organ is to convey and ward off mechanical, thermal, actinic, chemical and biological stimuli. It also has an important role as a regulatory and target organ in human metabolism.
Unter kosmetischer Hautpflege ist in erster Linie zu verstehen, die natürliche Funktion der Haut als Barriere gegen Umwelteinflüsse (z.B. Schmutz, Chemikalien, Mikroorganismen) und gegen den Verlust von körpereigenen Stoffen (z.B. Wasser, natürliche Fette, Elektrolyte) zu stärken oder wiederherzustellen sowie ihre Hornschicht bei aufgetretenen Schäden in ihrem natürlichen Regenerationsvermögen zu unterstützen.Cosmetic skin care is primarily to be understood to strengthen or restore 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) and its horny layer to support their natural regeneration capacity in the event of damage.
Werden die Barriereeigenschaften der Haut gestört, kann es zu verstärkter Resorption toxischer oder allergener Stoffe oder zum Befall von Mikroorganismen und als Folge zu toxischen oder allergischen Hautreaktionen kommen.If the barrier properties of the skin are disturbed, this can lead to increased absorption of toxic or allergenic substances or to microorganisms and, as a result, to toxic or allergic skin reactions.
Ziel der Hautpflege ist es ferner, den durch tägliches Waschen verursachten Fett- und Wasserverlust der Haut auszugleichen. Dies ist gerade dann wichtig, wenn das natürliche Regenerationsvermögen nicht ausreicht. Außerdem sollen Hautpflegeprodukte vor Umwelteinflüssen, insbesondere vor Sonne und Wind, schützen und die Hautalterung verzögern.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. In addition, skin care products are intended to protect against environmental influences, especially sun and wind, and to delay skin aging.
Die chronologische Hautalteruπg wird z.B. durch endogene, genetisch determinierte Faktoren verursacht. In Epidermis und Dermis kommt es alterungsbedingt z.B. zu folgenden Strukturschäden und Funktionsstörungen, die auch unter den Begriff „Senile Xerosis" fallen können:The 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":
a) Trockenheit, Rauhigkeit und Ausbildung von Trockenheitsfältchen, b) Juckreiz und c) verminderte Rückfettung durch Talgdrüsen (z.B. nach Waschen).a) dryness, roughness and formation of wrinkles due to dryness, b) itching and c) reduced lipid replenishment by sebum glands (e.g. after washing).
Exogene Faktoren, wie UV-Licht und chemische Noxen, können kumulativ wirksam sein und z.B. die endogenen Alterungsprozesse beschleunigen bzw. sie ergänzen. In Epidermis und Dennis kommt es insbesondere durch exogene Faktoren z.B. zu folgenden Strukturschäden- und Funktionsstörungen in der Haut, die über Maß und Qualität der Schäden bei chronologischer Alterung hinausgehen:Exogenous factors, such as UV light and chemical pollutants, can be cumulative For example, accelerate or supplement the endogenous aging processes. In the epidermis and Dennis, the following structural damage and functional disorders in the skin occur in particular due to exogenous factors, which go beyond the extent and quality of the damage with chronological aging:
d) Sichtbare Gefäßerweiterungen (Teleangiektasien, Cuperosis); e) Schlaffheit und Ausbildung von Falten; f) lokale Hyper-, Hypo- und Fehlpigmentierungen (z.B. Altersflecken) und g) vergrößerte Anfälligkeit gegenüber mechanischem Stress (z.B. Rissigkeit).d) visible vasodilation (telangiectasia, cuperosis); e) flaccidity and wrinkling; f) local hyper-, hypo- and incorrect pigmentations (e.g. age spots) and g) increased susceptibility to mechanical stress (e.g. cracking).
Die vorliegende Erfindung betrifft insbesondere Produkte zur Pflege der auf natürliche Weise gealterten Haut, sowie zur Behandlung der Folgeschäden der Lichtalterung, insbesondere der unter a) bis g) aufgeführten Phänomene.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).
Produkte zur Pflege gealterter Haut sind an sich bekannt. Sie enthalten z.B. Retinoide (Vitamin A-Säure und/oder deren Derivate) bzw. Vitamin A und/oder dessen Derivate. Ihre Wirkung auf die Strukturschäden ist allerdings umfangsmäßig begrenzt. Darüber hinaus gibt es bei der Produktentwicklung erhebliche Schwierigkeiten, die Wirkstoffe in ausreichendem Maße gegen oxidativen Zerfall zu stabilisieren. Die Verwendung Vitamin A-Säure-haltiger Produkte bedingt darüber hinaus oft starke erythematöse Hautreizungen. Retinoide sind daher nur in geringen Konzentrationen einsetzbar, was wiederum ihre Wirksamkeit reduziert.Products for the care of aged skin are known per se. They contain e.g. Retinoids (vitamin A acid and / or its derivatives) or vitamin A and / or its derivatives. However, their impact on structural damage is limited in scope. In addition, there are considerable difficulties in product development to sufficiently stabilize the active ingredients against oxidative decay. The use of products containing vitamin A acid often causes severe erythematous skin irritation. Retinoids can therefore only be used in low concentrations, which in turn reduces their effectiveness.
Insbesondere betrifft die vorliegende Erfindung kosmetische Zubereitungen mit einem wirksamen Schutz vor schädlichen Oxidationsprozessen in der Haut, aber auch zum Schütze kosmetischer Zubereitungen selbst bzw. zum Schütze der Bestandteile kosmetischer Zubereitungen vor schädlichen Oxidationsprozessen.In particular, 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.
Die vorliegende Erfindung betrifft ferner Antioxidantien, bevorzugt solche, welche in hautpflegenden kosmetischen oder dermatologischen Zubereitungen eingesetzt werden. Insbesondere betrifft die Erfindung auch kosmetische und dermatologische Zubereitungen, solche Antioxidantien enthaltend. In einer bevorzugten Ausführungsform betrifft die vorliegende Erfindung kosmetische und dermatologische Zubereitungen zur Prophylaxe und Behandlung kosmetischer oder dermatologischer Hautveränderungen wie z.B. der Hautalte- rung, insbesondere der durch oxidative Prozesse hervorgerufenen HautalterungThe present invention further relates to antioxidants, preferably those which are used in skin-care cosmetic or dermatological preparations. In particular, the invention also relates to cosmetic and dermatological preparations containing such antioxidants. In a preferred embodiment, the present invention relates to cosmetic and dermatological preparations for the prophylaxis and treatment of cosmetic or dermatological skin changes such as, for example, the skin aging tion, especially skin aging caused by oxidative processes
Weiterhin betrifft die vorliegende Erfindung Wirkstoffe und Zubereitungen, solche Wirkstoffe enthaltend, zur kosmetischen und dermatologischen Behandlung oder Prophylaxe ery- thematoser, entzündlicher allergischer oder autoimmunreaktiver Erscheinungen, insbesondere DermatosenFurthermore, 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
Die vorliegende Erfindung betrifft in einer weiteren vorteilhaften Ausfuhrungsform Wirk- stoffkombinationen und Zubereitungen die zur Prophylaxe und Behandlung der lichtempfindlichen Haut, insbesondere von Photodermatosen, dienenIn a further advantageous embodiment, 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
Die schädigende Wirkung des ultravioletten Teils der Sonnenstrahlung auf die Haut ist allgemein bekannt Wahrend Strahlen mit einer Wellenlange, die kleiner als 290 nm ist (der sogenannte UVC-Bereich), von der Ozonschicht in der Erdatmosphäre absorbiert werden, verursachen Strahlen im Bereich zwischen 290 nm und 320 nm, dem sogenannten UVB- Bereich, ein Erythem, einen einfachen Sonnenbrand oder sogar mehr oder weniger starke VerbrennungenThe damaging effect of the ultraviolet part of solar radiation on the skin is well known. While rays with a wavelength that is less than 290 nm (the so-called UVC range) are absorbed by the ozone layer in the earth's atmosphere, they cause rays in the range between 290 nm and 320 nm, the so-called UVB range, an erythema, a simple sunburn or even more or less severe burns
Als ein Maximum der Erythemwirksamkeit des Sonnenlichtes wird der engere Bereich um 308 nm angegebenThe narrower range around 308 nm is given as a maximum of the erythema effectiveness of sunlight
Zum Schutz gegen UVB-Strahlung sind zahlreiche Verbindungen bekannt, bei denen es sich um Derivate des 3-Benzylιdencamphers, der 4-Amιnobenzoesaure, der Zimtsaure, der Salicylsaure, des Benzophenons sowie auch des 2-Phenylbenzιmιdazols handeltTo protect against UVB radiation, numerous compounds are known which are derivatives of 3-benzyl camphor, 4-aminobenzoic acid, cinnamic acid, salicylic acid, benzophenone and also 2-phenylbenzimidazole
Auch für den Bereich zwischen etwa 320 nm und etwa 400 nm, des sogenannten UVA- Bereich, ist es wichtig, Filtersubstanzen zur Verfugung zu haben, da dessen Strahlen Reaktionen bei lichtempfindlicher Haut hervorrufen können Es ist erwiesen, daß UVA-Strahlung zu einer Schädigung der elastischen und kollageneπ Fasern des Bindegewebes fuhrt, was die Haut vorzeitig altern laßt, und daß sie als Ursache zahlreicher phototoxischer und photoallergischer Reaktionen zu sehen ist Der schädigende Einfluß der UVB-Strahlung kann durch UVA-Strahlung verstärkt werdenAlso for the range between about 320 nm and about 400 nm, the so-called UVA range, it is important to have filter substances available, since its rays can cause reactions in photosensitive skin. It has been proven that UVA radiation damages the elastic and collagen fibers of the connective tissue cause what causes the skin to age prematurely and that it can be seen as the cause of numerous phototoxic and photoallergic reactions. The damaging influence of UVB radiation can be intensified by UVA radiation
Zum Schutz gegen die Strahlen des UVA-Bereichs werden daher gewisse Derivate des Dibenzoylmethans verwendet, deren Photostabilitat (Int J Cosm Science 10, 53 (1988)), nicht in ausreichendem Maße gegeben istTo protect against UVA rays, certain derivatives of the Dibenzoylmethans used, the photostability (Int J Cosm Science 10, 53 (1988)), is not sufficient
Die UV-Strahlung kann aber auch zu photochemischen Reaktionen fuhren wobei dann die photochemischen Reaktionsprodukte in den Hautmetabolismus eingreifenHowever, UV radiation can also lead to photochemical reactions, in which case the photochemical reaction products intervene in the skin metabolism
Vorwiegend handelt es sich bei solchen photochemischen Reaktionsprodukten um radikalische Verbindungen, beispielsweise Hydroxyradikale Auch Undefinierte radikalische Photoprodukte, welche in der Haut selbst entstehen, können aufgrund ihrer hohen Reaktivität unkontrollierte Folgereaktionen an den Tag legen Aber auch Siπgulettsauerstoff, ein nichtradika scher angeregter Zustand des Sauerstoffmolekuls kann bei UV-Bestrahlung auftreten ebenso kurzlebige Epoxide und viele andere Singulettsauerstoff beispielsweise zeichnet sich gegenüber dem normalerweise vorliegenden Tπplettsauerstoff (radikalischer Grundzustand) durch gesteigerte Reaktivität aus Allerdings existieren auch angeregte, reaktive (radikalische) Tπpiettzustande des SauerstoffmolekulsSuch photochemical reaction products are predominantly radical compounds, for example hydroxy radicals. Undefined radical photoproducts, which are formed in the skin itself, can show uncontrolled subsequent reactions due to their high reactivity.But also Siπguletts oxygen, a non-radically excited state of the oxygen molecule can UV radiation also gives rise to short-lived epoxies and many other singlet oxygen, for example, is characterized by increased reactivity compared to the normally present triplet oxygen (radical ground state). However, there are also excited, reactive (radical) triplet states of the oxygen molecule
Ferner zahlt UV-Strahlung zur ionisierenden Strahlung Es besteht aiso das Risiko, daß auch ionische Spezies bei UV-Exposition entstehen, welche dann ihrerseits oxidativ in die biochemischen Prozesse einzugreifen vermögenFurthermore, UV radiation pays for ionizing radiation. There is also a risk that ionic species will also develop under UV exposure, which in turn can then oxidatively intervene in the biochemical processes
Um diesen Reaktionen vorzubeugen, können den kosmetischen bzw dermatologischen Formulierungen zusatzliche Antioxidantien und/oder Radikalfanger einverleibt werdenIn order to prevent these reactions, additional antioxidants and / or free radical scavengers can be incorporated into the cosmetic or dermatological formulations
Es ist bereits vorgeschlagen worden, Vitamin E, eine Substanz mit bekannter antioxidativer Wirkung in Lichtschutzformulierungen einzusetzen, dennoch bleibt auch hier die erzielte Wirkung weit hinter der erhofften zurückIt has already been proposed to use vitamin E, a substance with a known antioxidative effect, in light protection formulations, but the effect achieved here also falls far short of the hoped-for effect
Aufgabe der Erfindung war es daher auch, kosmetische, dermatologische und pharmazeutische Wirkstoffe und Zubereitungen sowie Lichtschutzformulierungen zu schaffen, die zur Prophylaxe und Behandlung lichtempfindlicher Haut, insbesondere Photo- dermatosen, bevorzugt PLD dienenThe 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
Weitere Bezeichnungen für die polymorphe Lichtdermatose sind PLD, PLE, Mallorca-Akne und eine Vielzahl von weiteren Bezeichnungen, wie sie in der Literatur (z B A Voelckel et al, Zentralblatt Haut- und Geschlechtskrankheiten (1989), 156, S 2), angegeben sindOther names for polymorphic light dermatosis are PLD, PLE, Mallorca acne and a variety of other names, as they are described in the literature (e.g. BA Voelckel et al, Zentralblatt Skin and STDs (1989), 156, S 2)
Erythematose Hauterscheinungen treten auch als Begleiterscheinungen bei gewissen Hauterkrankungen oder -Unregelmäßigkeiten auf Beispielsweise ist der typische Hautausschlag beim Erscheinungsbild der Akne regelmäßig mehr oder weniger stark gerötetErythematosis Symptoms of the skin also appear as side effects of certain skin diseases or irregularities. For example, the typical rash in the appearance of acne is usually more or less reddened
Hauptsächlich werden Antioxidantien als Schutzsubstanzen gegen den Verderb der sie enthaltenden Zubereitungen verwendet Dennoch ist bekannt, daß auch in der menschlichen und tieπschen Haut unerwünschte Oxidationsprozesse auftreten können Solche Prozesse spielen eine wesentliche Rolle bei der HautalterungAntioxidants are mainly used as protective substances against the spoilage of the preparations containing them. However, it is known that undesirable oxidation processes can also occur in human and deep skin. Such processes play an essential role in skin aging
Im Aufsatz "Skin Diseases Associated with Oxidative Injury" in "Oxidative Stress in Der- matology", S 323 ff (Marcel Decker Ine , New York, Basel, Hong Kong, Herausgeber Jürgen Fuchs, Frankfurt, und Lester Packer, Berkeley/Californien), werden oxidative Schaden der Haut und ihre näheren Ursachen aufgeführtIn the article "Skin Diseases Associated with Oxidative Injury" in "Oxidative Stress in Dermatology", p 323 ff (Marcel Decker Ine, New York, Basel, Hong Kong, editor Jürgen Fuchs, Frankfurt, and Lester Packer, Berkeley / California) , oxidative damage to the skin and its closer causes are listed
Auch aus dem Grunde, solchen Reaktionen vorzubeugen, können kosmetischen oder dermatologischen Formulierungen zusatzlich Antioxidantien und/oder Radikalfanger einverleibt werdenAlso for the reason of preventing such reactions, additional antioxidants and / or radical scavengers can be incorporated into cosmetic or dermatological formulations
Zwar sind einige Antioxidantien und Radikalfanger bekannt So ist bereits in den US-Patentschriften 4 144,325 und 4,248 861 sowie aus zahlreichen anderen Dokumenten vorgeschlagen worden, Vitamin E, eine Substanz mit bekannter antioxidativer Wirkung in Lichtschutzformulierungen einzusetzen, dennoch bleibt auch hier die erzielte Wirkung weit hinter der erhofften zurückAlthough some antioxidants and free radical scavengers are known, it has already been proposed in US Pat. Nos. 4,144,325 and 4,248,861, as well as from numerous other documents, to use vitamin E, a substance with a known antioxidative action, in light protection formulations, but the effect achieved here also remains far behind the hoped back
Übliche kosmetische Darreichungsformen sind Emulsionen Darunter versteht man im allgemeinen ein heterogenes System aus zwei miteinander nicht oder nur begrenzt mischbaren Flüssigkeiten, die üblicherweise als Phasen bezeichnet werden Die eine liegt dabei in Form von Tropfchen vor (dispere oder innere Phase), wahrend die andere Flüssigkeit eine kontinuierliche (kohärente oder innere Phase ) bildet Seltenere Darreichungsformen sind multiple Emulsionen, also solche, welche in den Tropfchen der dispergierten (oder diskontinuierlichen) Phase ihrerseits Tropfchen einer weiteren dispergierten Phase enthalten, z B W/O/W-Emulsionen und O/W/O-Emulsionen Neuere Erkenntnisse führten in letzter Zeit zu einem besseren Verständnis praxisrelevanter kosmetischer Emulsionen Dabei geht man davon aus, daß die im Überschuß eingesetzten Emulgatorgemische lamellare flussigknstalline Phasen bzw kristalline Gelphaseπ ausbilden In der Gelnetzwerktheoπe werden Stabilität und physikochemische Eigenschaften solcher Emulsionen auf die Ausbildung von viskoelastischen Gelnetzwerdeπ zurückgeführtCommon cosmetic dosage forms are emulsions.These are generally understood to be a heterogeneous system of two liquids which are immiscible or only miscible with one another, which are usually referred to as phases.The one is in the form of droplets (dispere or internal phase), while the other liquid is one Continuous (coherent or inner phase) forms More rare forms of administration are multiple emulsions, i.e. those which contain drops of another dispersed phase in the droplets of the dispersed (or discontinuous) phase, for example BW / O / W emulsions and O / W / O emulsions Recent findings have recently led to a better understanding of practice-relevant cosmetic emulsions. It is assumed that the emulsifier mixtures used in excess form lamellar liquid-stable phases or crystalline gel phases. In the gel network theory, stability and physicochemical properties of such emulsions are attributed to the formation of visco-elastic gel networks
Sind die beiden Flüssigkeiten Wasser und 01 und liegen Oltropfchen fein verteilt in Wasser vor, so handelt es sich um eine OI-ιn-Wasser-Emulsιon (O/W-Emulsion, z B Milch) Der Grundcharakter einer O/W-Emulsioπ ist durch das Wasser geprägt Bei einer Wasser-ιπ-01- Emulsion (W/0-Emulsιon, z B Butter) handelt es sich um das umgekehrte Prinzip, wobei der Grundcharakter hier durch das 01 bestimmt wirdIf the two liquids are water and 01 and there are oil droplets in finely divided form in water, it is an oil-in-water emulsion (O / W emulsion, eg milk). The basic character of an O / W emulsion is through the water is shaped A water-ιπ-01 emulsion (W / 0 emulsion, eg butter) is the opposite principle, whereby the basic character is determined by 01
Um die Metastabilitat von Emulsionen gewährleisten zu können, sind in der Regel grenzflächenaktive Substanzen, also Emulgatoren notig An sich ist die Verwendung der üblichen kosmetischen Emulgatoren völlig unbedenklich Dennoch können Emulgatoren, wie letztlich jede chemische Substanz, im Einzelfalle allergische oder auf Uberempfindlichkeit des Anwenders beruhende Reaktionen hervorrufen So ist bekannt, daß bei manchen besonders empfindlichen Personen bestimmte Lichtdermatosen durch gewisse Emulgatoren und gleichzeitige Einwirkung von Sonnenlicht ausgelost werdenIn order to be able to guarantee the metastability of emulsions, surface-active substances, i.e. emulsifiers, are generally necessary. In general, the use of conventional cosmetic emulsifiers is completely harmless.However, emulsifiers, like ultimately any chemical substance, can cause allergic reactions or reactions based on hypersensitivity of the user in individual cases It is known that in certain particularly sensitive people, certain light dermatoses are triggered by certain emulsifiers and simultaneous exposure to sunlight
Es ist möglich emulgatorfreie Zubereitungen herzustellen, welche beispielsweise in einer wäßrigen Phase dispergierte Oltropfchen, ähnlich einer O/W-Emulsion, aufweisen Voraussetzung dafür kann sein, daß die kontinuierliche wäßrige Phase ein die dispergierte Phase stabilisierendes Gelgerust aufweist und andere Umstände mehr Solche Systeme werden gelegentlich Hydrodispersionen oder Oleodispersionen genannt, je nachdem, welches die disperse und welches die kontinuierliche Phase darstelltIt is possible to prepare emulsifier-free preparations which, for example, have oil droplets dispersed in an aqueous phase, similar to an O / W emulsion. A prerequisite for this may be that the continuous aqueous phase has a gel structure which stabilizes the dispersed phase and other circumstances more. Such systems are occasionally used Hydrodispersions or oleodispersions called, depending on which is the disperse and which is the continuous phase
Es ist für die kosmetische Galenik aber weder notig noch möglich, auf Emulgatoren ganz zu verzichten, zumal eine gewisse Auswahl an besonders milden Emulgatoren existiert Allerdings besteht ein Mangel des Standes der Technik an einer befriedigend großen Vielfalt solcher Emulgatoren, welche dann auch das Anwendungsspektrum entsprechend milder und hautverträglicher kosmetischer Zubereitungen deutlich verbreitern wurde So war eine Aufgabe der vorliegenden Erfindung, kosmetische bzw dermatologische Zubereitungen mit hervorragenden hautpflegenden Eigenschaften zur Verfugung zu stellenHowever, it is neither necessary nor possible for cosmetic galenics to completely dispense with emulsifiers, especially since there is a certain selection of particularly mild emulsifiers.However, there is a lack of the prior art in a satisfactorily large variety of such emulsifiers, which then also milder the range of applications accordingly and skin-compatible cosmetic preparations was significantly broadened It was therefore an object of the present invention to provide cosmetic or dermatological preparations with excellent skin-care properties
Es war indes überraschend und für den Fachmann nicht vorherzusehen, daß Kombinationen ausIt was surprising, however, and unforeseeable for those skilled in the art, that combinations of
(a) einem oder mehreren partiell neutralisierten Estern von Monoglycenden und/oder Diglyceriden gesättigter Fettsauren mit Citroneπsaure(a) one or more partially neutralized esters of monoglycends and / or diglycerides of saturated fatty acids with citric acid
(b) Einschlußverbindungen von Cyclodextrinen und einem oder mehreren Retinoiden, insbesondere Retinol, zu gegenüber chemischen Abbaureaktionen, insbesondere photochemischen Abbaureaktionen und/oder oxidationsbedingten Abbaureaktionen, stabilen Zubereitungen fuhrt, die Bioverfugbarkeit des oder der Retionoide steigert, deren Wirksamkeit in synergistischer Weise erhöht und somit den Nachteilen des Standes der Technik abhilft(b) Inclusion compounds of cyclodextrins and one or more retinoids, in particular retinol, leads to preparations which are stable to chemical degradation reactions, in particular photochemical degradation reactions and / or oxidation-related degradation reactions, increases the bioavailability of the retionoid (s), their effectiveness increases in a synergistic manner and thus the Disadvantages of the prior art remedies
Die EP 867 175 beschreibt den Einsatz von in γ-Cyclodextnn verkapseltem, stabilisiertem Retinol in der Kosmetik Die EP 392 608 B1 beschreibt feste Konsumproduktzusammensetzung mit Retinol in Cyclodextπn mit kleinem Partikeldurchmesser (auch US 5,543,157) Die US 5,851 ,538 und US 5,145,675 beschreiben die Verkapselung von Retinoiden in sogenannten Mikroschwammchen aus synthetischen Polymeren mit verbesserter Stabilität und reduzierter Imtation beschrieben Die US 5,855,826 wird die Verkapselung von Retiol in natürlichen Polymeren (z B Kollagen, Chitin Gelatine) beschriebenEP 867 175 describes the use of stabilized retinol encapsulated in γ-cyclodextins in cosmetics. EP 392 608 B1 describes solid consumer product compositions with retinol in cyclodextins with a small particle diameter (also US Pat. No. 5,543,157). US Pat. Nos. 5,851, 538 and 5,145,675 describe the encapsulation of retinoids in so-called microsponges made of synthetic polymers with improved stability and reduced imitation is described US Pat. No. 5,855,826 describes the encapsulation of retiol in natural polymers (eg collagen, chitin gelatin)
Diese Schriften konnten indes nicht den Weg zur vorliegenden Erfindung ebnenHowever, these documents could not pave the way to the present invention
In die Gruppe der erfindungsgemaß vorteilhaften Retinoide werden begrifflich auch alle kosmetisch und/oder pharmazeutisch unbedenklichen Retinoide, einschließlich des Retinols und seiner Ester, des Retinais sowie der Retinoesaure und deren Ester einbezogenThe group of the retinoids advantageous according to the invention also includes all cosmetically and / or pharmaceutically acceptable retinoids, including retinol and its esters, retinais and retinoic acid and its esters
Retinol ist durch folgende Struktur gekennzeichnetRetinol is characterized by the following structure
Retinol (auch: Axerophthol; [3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)-2,4,6,8-nona- tetraen-1-ol) ist synonym mit Vitamin A-| , wird auch analog den Derivaten Retin-1 -carbonsäure (Vitamin-A-Säure, Retinoesäure, Tretinoin) und deren Estern bzw. dem Retin-1-al (Vi- tamin-A-aldehyd) gelegentlich Vitamin-A-Alkohol genannt. Retinol (also: axerophthol; [3,7-dimethyl-9- (2,6,6-trimethyl-1-cyclohexenyl) -2,4,6,8-nonatetraen-1-ol) is synonymous with vitamin A. - | , is also sometimes referred to analogously to the derivatives retin-1-carboxylic acid (vitamin A acid, retinoic acid, tretinoin) and their esters or retin-1-al (vitamin A aldehyde) vitamin A alcohol.
Erfindungsgemäß gleichermaßen vorteilhaft können auch Retinolester, entweder allein, oder untereinander oder in Kombination mit unverestertem Retinol in den erfindungsgemäßen Wirkstoffkombinationen eingesetzt werden. Die erfindungsgemäßen Retinolester haben vorzugsweise die StrukturRetinol esters, either alone or with one another or in combination with unesterified retinol, can also be used equally advantageously in the active compound combinations according to the invention. The retinol esters according to the invention preferably have the structure
wobei X bevorzugt einen verzweigten oder unverzweigten Alkanoyl- oder Alkenoylrest von 1 bis 25 C-Atomen darstellt. Vorzugsweise wird als Retinolester Retinolpalmitat (= Re- tinylpalmitat) gewählt. where X preferably represents a branched or unbranched alkanoyl or alkenoyl radical of 1 to 25 carbon atoms. Retinol palmitate (= retinyl palmitate) is preferably chosen as the retinol ester.
Retinal ist durch die StrukturRetinal is by structure
gekennzeichnet. Retinal [Vitamin A1-Aldehyd, 3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexe- nyl)- 2,4,6,8- nonatetraenalj ist in seiner all-trans-Form am stabilsten. Das früher Retinen genannte Retinal bildet, an Opsine gebunden, die Sehpigmente Rhodopsin und lodopsin sowie das andere Funktionen wahrnehmende Bakteriorhodopsin. Retinal entsteht durch oxidative Spaltung des Carotins. characterized. Retinal [vitamin A1 aldehyde, 3,7-dimethyl-9- (2,6,6-trimethyl-1-cyclohexenyl) -2,4,6,8-nonatetraenalj is most stable in its all-trans form , The retinal, formerly known as retinen, forms the visual pigments rhodopsin and iodopsin as well as the bacteriorhodopsin, which performs other functions. Retinal arises from the oxidative cleavage of carotene.
Retinoesäure [Vitamin-A-Säure, all-trans-3,7-Dimethyl-9-(2,6,6-trimethyl- 1- cyclohexenyl)- 2,4,6,8- nonatetraensäure] ist durch die Struktur gekennzeichnet Sie ist durch Hemmung der Taigproduktion wirksam bei besonders schweren Akne-Fallen, wirkt allerdings teratogen Gleichwohl kann in bestimmten medizinisch indizierten Fallen die Verwendung der Retinoesäure bzw ihrer Ester vorteilhaft sein und ist insofern in solchen Fallen als „unbedenklich" anzusehenRetinoic acid [vitamin A acid, all-trans-3,7-dimethyl-9- (2,6,6-trimethyl-1-cyclohexenyl) -2,4,6,8-nonatetraenoic acid] is by structure characterized It is effective in inhibiting taig production in particularly severe acne cases, but has a teratogenic effect. However, the use of retinoic acid or its esters can be advantageous in certain medically indicated cases and is therefore considered "harmless" in such cases
Ein besonders vorteilhafter partiell neutralisierter Ester von Monoglycenden und/oder Diglyceriden gesättigter Fettsauren mit Citronensaure ist das Glycerylstearatcitrat Solche Citro- nensaureester sind beispielsweise erhältlich unter der Produktbezeichnung „IMWITOR® 370" der Gesellschaft Hüls AGA particularly advantageous partially neutralized ester of monoglycends and / or diglycerides of saturated fatty acids with citric acid is glyceryl stearate citrate. Such citric acid esters are available, for example, under the product name "IMWITOR® 370" from the company Huls AG
Die Gesamtmenge an den erfindungsgemaß verwendeten cyclodextπnverkapselten Retinoiden, insbesondere Retinol, wird vorteilhaft aus dem Bereich von 0,0001 - 10 Gew -%, bevorzugt 0,005 - 5,0 Gew -%, insbesondere 0,01 - 3,0 Gew -% bezogen auf das Gesamtgewicht der Formulierung, gewähltThe total amount of the cyclodextine-encapsulated retinoids used, in particular retinol, is advantageously in the range from 0.0001-10% by weight, preferably 0.005-5.0% by weight, in particular 0.01-3.0% by weight, based on the total weight of the formulation
Die Gesamtmenge an den erfindungsgemaß verwendeten partiell neutralisierten Estern von Monoglycenden und/oder Diglyceriden gesättigter Fettsauren mit Citronensaure in den fertigen kosmetischen oder dermatologischen Zubereitungen wird vorteilhaft aus dem Bereich von 0,1 - 20 Gew -%, bevorzugt 0,5 - 10,0 Gew -% insbesondere 1 ,0 - 5,0 Gew -% gewählt, bezogen auf das Gesamtgewicht der ZubereitungenThe total amount of the partially neutralized esters of monoglycends and / or diglycerides of saturated fatty acids with citric acid in the finished cosmetic or dermatological preparations used according to the invention is advantageously in the range from 0.1 to 20% by weight, preferably 0.5 to 10.0% by weight %, in particular 1.0% to 5.0% by weight, based on the total weight of the preparations
Es ist von Vorteil, Gewichtsverhaltnisse zwischen Einschlußverbindungen von Retinoiden einerseits und mindestens einem partiell neutralisierten Ester von Monoglycenden und/oder Diglyceriden gesättigter Fettsauren mit Citronensaure andererseits aus dem Bereich von 1 1 bis 1 500, bevorzugt 1 10 bis 1 zu 200, insbesondere 1 50 zu wählenIt is advantageous to weight ratios between inclusion compounds of retinoids on the one hand and at least one partially neutralized ester of monoglycends and / or diglycerides of saturated fatty acids with citric acid on the other hand in the range from 1 1 to 1 500, preferably 1 10 to 1 to 200, in particular 1 50 to choose
Die erfindungsgemaße Kombination aus mindestens einer Einschlußverbindungen mindestens eines Retinoids und mindestens einem partiell neutralisierten Ester von Monoglycenden und/oder Diglyceriden gesättigter Fettsauren mit Citronensaure wird im Rahmen dieser Schrift auch kollektiv als „erfindungsgemaßer Wirkstoff" oder „erfindungs- gemäß verwendeteter Wirkstoff" oder „erfindungsgemaß verwendetete Wirkstoff- kombination" bezeichnet bzw mit sinnverwandten Bezeichnungen belegtThe combination according to the invention of at least one inclusion compound of at least one retinoid and at least one partially neutralized ester of monoglycends and / or diglycerides of saturated fatty acids with citric acid is also collectively referred to in the context of this document as “active ingredient according to the invention” or “inventive referred to according to the active ingredient used "or" active ingredient combination used according to the invention "or assigned related terms
Cyclodextπne (Cycloamylosen, Cycloglucane) sind in kosmetischen und pharmazeutischen Zubereitungen an sich bekannt Oftmals werden diese Substanzen zur „molekularen Verkapselung" verwendet, also als schutzende Umhüllung empfindlicher Moleküle Es handelt sich dabei um 6, 7, 8 oder noch mehr α-1 ,4-verknupfte Glucoseeinheiten, wobei die Cyclo- hexaamylose (α-Cyclodextπn) sich durch die StrukturCyclodextins (cycloamyloses, cycloglucans) are known per se in cosmetic and pharmaceutical preparations. These substances are often used for “molecular encapsulation”, ie as a protective coating for sensitive molecules. These are 6, 7, 8 or even more α-1, 4 linked glucose units, the cyclohexaamylose (α-cyclodextin) being distinguished by the structure
auszeichnet Die Cycloheptaamylose (ß-Cyclodextπn) zeichnet sich durch die Struktur distinguished Cycloheptaamylose (ß-Cyclodextπn) is characterized by the structure
aus. Die Cyclooctaamylose (γ-Cyclodextrin) zeichnet sich durch die Struktur out. Cyclooctaamylose (γ-cyclodextrin) is characterized by its structure
aus. Die Cycloenneaamylose (δ-Cyclodextrin) zeichnet sich durch die Struktur aus out. Cycloenneaamylose (δ-cyclodextrin) is characterized by its structure out
Weiterhin können im Rahmen dieses Patentes polar- und unpolar- substituierte Cyclodextπne eingesetzte werden Hierzu gehören vorzugsweise aber nicht ausschließlich Methyl-, Ethyl- sowie Hydroxypropyl-CyclodextπnFurthermore, polar- and non-polar-substituted cyclodextins can be used within the scope of this patent. These preferably but not exclusively include methyl, ethyl and hydroxypropyl cyclodextins
Es ist von Vorteil, das oder die Einschlußverbindungen von Retinoiden, insbesondere Retinol in Cyclodextrinen aus solchen Substanzen zu wählen, wie sie in der EP 867 175 beschrieben werdenIt is advantageous to choose the inclusion compound or compounds of retinoids, in particular retinol in cyclodextrins, from those substances as are described in EP 867 175
Die erfindungsgemaßen Wirkstoffkombinationen lassen sich problemlos üblichen kosmetischen Zubereitungen, vorteilhaft Lichtschutzzubereitungen, aber auch gewunschtenfalls anderen Zubereitungen, beispielsweise pharmazeutischen Zubereitungen einverleibenThe active compound combinations according to the invention can be incorporated without problems into conventional cosmetic preparations, advantageously light protection preparations, but also, if desired, other preparations, for example pharmaceutical preparations
Bei Anwendung des erfindungsgemaß verwendeten Wirkstoffes bzw kosmetischer oder topischer dermatologischer Zubereitungen mit einem wirksamen Gehalt an erfindungsgemaß verwendetem Wirkstoff ist in überraschender Weise eine wirksame Behandlung, aber auch eine Prophylaxe von defizitären, sensitiven oder hypoaktiven Hautzustanden oder defizitären, sensitiven oder hypoaktiven Zustande von Hautanhangsgebilden von Erscheinungen vorzeitiger Alterung der Haut (z B Falten, Altersflecken Telean- giektasien) und/oder der Hautanhangsgebilde, von umweltbedingten (Rauchen, Smog, reaktive Sauerstoffspecies, freie Radikale) und insbesondere lichtbedingten negativen Veränderungen der Haut und derWhen the active ingredient used according to the invention or cosmetic or topical dermatological preparations with an effective content of the active ingredient used according to the invention is used, it is surprisingly an effective treatment, but also a prophylaxis of deficient, sensitive or hypoactive skin conditions or deficient, sensitive or hypoactive conditions of skin appendages of signs of premature aging of the skin (eg wrinkles, age spots telangiectasia) and / or the appendages of the skin, of environmental ones (smoking, smog, reactive oxygen species, free radicals) and in particular light-related negative changes in the skin and the
Hautanhangsgebilde von trockener Haut von lichtbedingten Hautschaden von Pigmentierungsstorungen, von Juckreiz, von trockenen Hautzustanden und Hornschichtbarπerestorungen, von Haarausfall und für verbessertes Haarwachstum von entzündlichen Hautzustanden sowie atopischem Ekzem, seborrhoischem Ekzem, polymorpher Lichtdermatose, Psoπasis, Vitihgo möglich Der erfindungsgemaße Wirkstoffes bzw kosmetischer oder topischer dermatologischer Zubereitungen mit einem wirksamen Gehalt an erfindungsgemaßem Wirkstoff dient aber auch in überraschender Weise zur Beruhigung von empfindlicher oder gereizter Haut zur Stimulation der Kollagen-, Hyaluronsaure-, Elastinsynthese zur Stimulation der intrazellularen DNA-Synthese, insbesondere bei defizitären oder hypoaktiven Hautzustanden zur Steigerung der Zeliemeuerung und Regeneration der Haut zur Steigerung der hauteigenen Schutz- und Reparaturmechanismeπ (beispielsweise für dysfunktionelle Enzyme, DNA, Lipide, Proteine) zur Vor- und Nachbehandlung bei topischer Anwendung von Laser- und Abschleif- behandlungen, die z B der Reduzierung von Hautfalten und Narben dienen, um den resultierenden Hautreizungen entgegenzuwirken und die Regenerationsprozesse in der verletzten Haut zu fordernSkin appendages of dry skin from light-related skin damage from pigmentation disorders, from itching, from dry skin conditions and horny layer lesions, from hair loss and for improved hair growth from inflammatory skin conditions as well as atopic eczema, seborrheic eczema, polymorphic light dermatosis, topical dermatological agent, possible dermatological agent, vitamins and the invention Preparations with an effective content of the active ingredient according to the invention also surprisingly serve to calm sensitive or irritated skin to stimulate collagen, hyaluronic acid, elastin synthesis to stimulate intracellular DNA synthesis, particularly in the case of deficient or hypoactive skin conditions to increase cell renewal and Regeneration of the skin to increase the skin's own protection and repair mechanisms (for example for dysfunctional enzymes, DNA, lipids, proteins) for pre- and post-treatment With topical application of laser and abrasion treatments, which serve, for example, to reduce skin wrinkles and scars, in order to counteract the resulting skin irritation and to promote the regeneration processes in the injured skin
Es ist erfindungsgemaß insbesondere äußerst vorteilhaft, den erfindungsgemaß verwendeten Wirkstoff bzw kosmetische oder topische dermatologische Zubereitungen mit einem wirksamen Gehalt an erfindungsgemaß verwendetem Wirkstoff zur kosmetischen oder dermatologischen Behandlung oder Prophylaxe unerwünschter Hautzustande zu verwenden Es bestehen gute Gründe, anzunehmen, daß solche molekularen Addukte in Analogie zu anderen molekularen Addukte der Cyclodextrine folgendem Schema folgen:It is particularly advantageous according to the invention to use the active ingredient or cosmetic or topical dermatological preparations used according to the invention with an effective content of active ingredient used according to the invention for cosmetic or dermatological treatment or prophylaxis of undesirable skin conditions There are good reasons to assume that such molecular adducts, in analogy to other molecular adducts of cyclodextrins, follow the following scheme:
In diesem als wahrscheinlich anzunehmenden Schema stellen die Cyclodextringerüste das Wirtsmolekül und das betreffende Dibenzoylmethanderivat bzw. Zimtsäurederivat, welche hier durch den Kreis im Innern des Schemas dargestellt sind, das Gestmolekül dar.In this scheme, which is to be assumed as likely, the cyclodextrin skeletons represent the host molecule and the relevant dibenzoylmethane derivative or cinnamic acid derivative, which are represented here by the circle inside the scheme, the gesture molecule.
Aufgrund der errechneten molaren Verhältnisse sind erfindungsgemäß auch Wirkstoffkombinationen erhältlich, welche mit einiger Wahrscheinlichkeit als molekulare Addukte anzusehen sind, in welchen zwei, gegebenenfalls sogar noch mehr, identische oder unterschiedliche Gastmoleküle, welche hier durch Kreise im Innern des Schemas dargestellt sind, in einem Wirtsmolekül gleichsam auf molekularer Ebene verkapselt vorliegen. Dies wird im nachfolgenden Schema angedeutet.On the basis of the calculated molar ratios, active ingredient combinations are also available according to the invention, which are to be regarded as molecular adducts with some probability, in which two, possibly even more, identical or different guest molecules, which are represented here by circles in the interior of the scheme, as it were in a host molecule encapsulated at the molecular level. This is indicated in the diagram below.
Solche molekularen Addukte bilden sich bevorzugt bei direkter Vereinigung der zugrundeliegenden Einzelsubstanzen, besonders bevorzugt, wenn die Vereinigung unter Vermittlung eines geeigneten Lösemittels erfolgt. Vorteilhaft können erfindungsgemaße molekulare Addukte aus Cyclodextπnen und Wirk- stoffkombinationen aus Cyclodextrinen und Retinol und/oder einem oder mehreren Retinoiden beispielsweise erhalten werden, indem Cylcodextπne in Wasser gelost werden und das Retinol bzw das Retinoid hinzugegeben werden Das jeweilige molekulare Addukt fallt sodann als Festkörper aus und kann den üblichen Reinigungs- und Aufbereitungsschπt- ten unterworfen werdenSuch molecular adducts are preferably formed when the individual substances on which they are based are combined directly, particularly preferably when the combination is carried out using a suitable solvent. Molecular adducts according to the invention consisting of cyclodextins and active substance combinations of cyclodextrins and retinol and / or one or more retinoids can advantageously be obtained, for example, by dissolving cyclodextins in water and adding the retinol or the retinoid. The respective molecular adduct then precipitates out as a solid can be subjected to the usual cleaning and preparation steps
Die Gesamtmenge an Retinol und/oder anderen Retinoiden in den fertigen kosmetischen oder dermatologischen Zubereitungen wird vorteilhaft aus dem Bereich von 0,01 - 10,0 Gew -%, bevorzugt 0,05 - 5,0 Gew -% gewählt, bezogen auf das Gesamtgewicht der ZubereitungenThe total amount of retinol and / or other retinoids in the finished cosmetic or dermatological preparations is advantageously chosen from the range from 0.01 to 10.0% by weight, preferably 0.05 to 5.0% by weight, based on the total weight of the preparations
Die Gesamtmenge an Cyclodextπnen, insbesondere ß-Cyclodextπn und/oder γ-Cyclodextπn in den fertigen kosmetischen oder dermatologischen Zubereitungen wird vorteilhaft aus dem Bereich von 0,05 - 20,0 Gew -%, bevorzugt 0,5 - 10,0 Gew -% gewählt, bezogen auf das Gesamtgewicht der ZubereitungenThe total amount of cyclodextins, in particular β-cyclodextins and / or γ-cyclodextins in the finished cosmetic or dermatological preparations, is advantageously in the range from 0.05 to 20.0% by weight, preferably 0.5 to 10.0% by weight selected, based on the total weight of the preparations
Besonders vorteilhaft ist es, Gewichtsverhaltnisse von Cyclodextrinen zu Retinol und/oder anderen Retinoiden wie 10 1 bis 1 5, bevorzugt wie 8 1 bis 1 2, besonders bevorzugt wie 5 1 bis 1 1 zu wählenIt is particularly advantageous to choose weight ratios of cyclodextrins to retinol and / or other retinoids such as 10 1 to 1 5, preferably as 8 1 to 1 2, particularly preferably as 5 1 to 1 1
Insbesondere vorteilhaft sind als molekulare Addukte aus Cyclodextπnen und Retinol und/oder anderen Retinoiden angesehene Wirkstoff kombinationen welche die folgenden molaren Verhaltnisse aufweisenActive substance combinations which have the following molar ratios are particularly advantageous as molecular adducts of cyclodextines and retinol and / or other retinoids
1 mol α-Cyclodextπn 1 mol Retinol oder anderes Retinoid1 mol of α-cyclodextine 1 mol of retinol or other retinoid
1 mol ß-Cyclodextπn 1 mol Retinol oder anderes Retinoid1 mol ß-Cyclodextπn 1 mol retinol or other retinoid
1 mol γ-Cyclodextπn 1 mol Retinol oder anderes Retinoid1 mol γ-cyclodextin 1 mol retinol or other retinoid
2 mol α-Cyclodextπn 1 mol Retinol oder anderes Retinoid 2 mol ß-Cyclodextπn 1 mol Retinol oder anderes Retinoid mol γ-Cyclodextπn 1 mol Retinol oder anderes Retinoid2 mol of α-cyclodextine 1 mol of retinol or other retinoid 2 mol of β-cyclodextine 1 mol of retinol or other retinoid mol of γ-cyclodextine 1 mol of retinol or other retinoid
1 mol α-Cyclodextπn 2 mol Retinol und/oder anderes Retinoid 1 mol ß-Cyclodextπn 2 mol Retinol und/oder anderes Retinoid 1 mol γ-Cyclodextπn 2 mol Retinol und/oder anderes Retinoid Es war für den Fachmann daher nicht vorauszusehen gewesen, daß die erfindungsgemaß verwendeten Wirkstoffkombinationen bzw kosmetische oder dermatologische Zubereitungen, solche enthaltend besser als Antioxidans wirken besser als Radikalfanger wirken besser die Bindung von schädlichen Photoprodukten an Lipide, DNS und Proteine verhindern besser gegen die Hautalterung wirken besser die Haut gegen Photoreaktionen schützen besser entzündlichen Reaktionen vorbeugen wurde als die Wirkstoffe, Wirkstoffkombinationen und Zubereitungen des Standes der Technik Ferner war nicht vorauszusehen gewesen, daß die erfindungsgemaß verwendeten Wirkstoffkombinationen in kosmetischen oder dermatologischen Zubereitungen höhere Stabilität aufweist als die jeweils einzeln verwendeten Wirkstoffe, was insbesondere Retinoide betπfft1 mol of α-cyclodextine 2 mol of retinol and / or other retinoid 1 mol of β-cyclodextine 2 mol of retinol and / or other retinoid 1 mol of γ-cyclodextine 2 mol of retinol and / or other retinoid It was therefore not foreseeable for the person skilled in the art that the active substance combinations or cosmetic or dermatological preparations used according to the invention, those containing better act as an antioxidant, act better as radical scavengers, better prevent the binding of harmful photoproducts to lipids, DNA and proteins work better against skin aging protect the skin against photoreactions better prevent inflammatory reactions than the active substances, combinations of active substances and preparations of the prior art. Furthermore, it was not to be expected that the combinations of active substances used according to the invention would have greater stability in cosmetic or dermatological preparations than the individually used active substances, which in particular retinoids betπfft
Erfindungsgemaß sind daher die Verwendung von Wirkstoffkombinationen aus Retinoiden und mindestens einem partiell neutralisierten Ester von Monoglycenden und/oder Diglyceriden gesättigter Fettsauren mit Citronensaure als Antioxidans sowie seine Verwendung zur Bekämpfung und/oder Prophylaxe der durch oxidative Beanspruchung hervorgerufenen Hautalterung und entzündlicher ReaktionenAccording to the invention, therefore, are the use of active ingredient combinations of retinoids and at least one partially neutralized ester of monoglycendes and / or diglycerides of saturated fatty acids with citric acid as an antioxidant, and their use for combating and / or prophylaxis of skin aging and inflammatory reactions caused by oxidative stress
Als besonders vorteilhafte Ausfuhrungsform der vorliegenden Erfindung wird ferner angesehen die Verwendung von Wirkstoffkombinationen aus Retinoiden und mindestens einem partiell neutralisierten Ester von Monoglycenden und/oder Diglyceriden gesättigter Fettsauren mit Citronensaure zur Bekämpfung und/oder Prophylaxe des oxidativen StressesThe use of active substance combinations of retinoids and at least one partially neutralized ester of monoglycends and / or diglycerides of saturated fatty acids with citric acid to combat and / or prophylaxis of oxidative stress is also regarded as a particularly advantageous embodiment of the present invention
Erfindungsgemaß können die kosmetischen oder dermatoiogischen Zubereitungen können wie üblich zusammengesetzt sein und zur Behandlung, der Pflege und der Reinigung der Haut und/oder der Haare und als Schminkprodukt in der dekorativen Kosmetik dienen Sie enthalten bevorzugt 0,1 Gew -% bis 20 Gew -%, bevorzugt 0,5 Gew -% bis 10 Gew -%, ins- besondere 1,0 - 5,0 Gew -%, bezogen auf das Gesamtgewicht der Zubereitungen, an erfindungsgemaß verwendeten WirkstoffkombinationenAccording to the invention, the cosmetic or dermatological preparations can be composed as usual and can be used for the treatment, care and cleaning of the skin and / or hair and as a make-up product in decorative cosmetics. They preferably contain 0.1% to 20% by weight. , preferably 0.5% by weight to 10% by weight, in total particularly 1.0-5.0% by weight, based on the total weight of the preparations, of active compound combinations used according to the invention
Es ist erfindungsgemaß bevorzugt, den erfindungsgemaß verwendeten Wirkstoffkombinati- onen bzw kosmetischen oder dermatologischen Zubereitungen, solche Wirkstoffkombinati- onen enthaltend Komplexbildner zuzufügenIt is preferred according to the invention to add such active ingredient combinations containing complexing agents to the active ingredient combinations or cosmetic or dermatological preparations used according to the invention
Komplexbildner sind an sich bekannte Hilfsstoffe der Kosmetologie bzw der medizinischen Galenik Durch die Komplexierung von störenden Metallen wie Mn, Fe, Cu und anderer können beispielsweise unerwünschte chemische Reaktionen in kosmetischen oder dermatologischen Zubereitungen verhindert werdenComplexing agents are known auxiliaries in cosmetology or medical galenics. By complexing interfering metals such as Mn, Fe, Cu and others, undesired chemical reactions in cosmetic or dermatological preparations can be prevented, for example
Komplexbildner, insbesondere Chelatoren bilden mit Metallatomen Komplexe, welche bei Vorliegen eines oder mehrerer mehrbasiger Komplexbildner, also Chelatoren, Metallacyden darstellen Chelate stellen Verbindungen dar, in denen ein einzelner Ligand mehr als eine Koordinationsstelle an einem Zentralatom besetzt In diesem Falle werden also normalerweise gestreckte Verbindungen durch Komplexbildung über ein Metall-Atom od -Ion zu Ringen geschlossen Die Zahl der gebundenen Liganden hangt von der Koordinationszahl des zentralen Metalls ab Voraussetzung für die Chelatbildung ist, daß die mit dem Metall reagierende Verbindung zwei oder mehr Atomgruppierungen enthalt, die als Elektronendonatoren wirkenComplexing agents, in particular chelators, form complexes with metal atoms which, if one or more polybasic complexing agents, i.e. chelators, are metalacides, represent chelates in which a single ligand occupies more than one coordination point on a central atom. In this case, normally elongated connections are carried out Formation of complexes via a metal atom or ion closed to form rings The number of bound ligands depends on the coordination number of the central metal. The prerequisite for chelation is that the compound reacting with the metal contains two or more atom groups which act as electron donors
Der oder die Komplexbildner können vorteilhaft aus der Gruppe der üblichen Verbindungen gewählt werden, wobei bevorzugt mindestens eine Substanz aus der Gruppe bestehend aus Weinsaure und deren Anionen, Citronensaure und deren Anionen, Aminopolycarbon- sauren und deren Anionen (wie beispielsweise Ethylendiamintetraessigsaure (EDTA) und deren Anionen, Nitπlotπessigsaure (NTA) und deren Anionen, Hydroxyethylendiaminotπes- sigsaure (HOEDTA) und deren Anionen, Diethylenaminopentaessigsaure (DPTA) und deren Anionen, trans-1 ,2-Dιamιnocyclohexantetraessιgsaure (CDTA) und deren Anionen)The complexing agent or complexing agents can advantageously be selected from the group of the usual compounds, preferably at least one substance from the group consisting of tartaric acid and its anions, citric acid and its anions, aminopolycarboxylic acids and their anions (such as, for example, ethylenediaminetetraacetic acid (EDTA) and their Anions, Nitπlotπessigsaure (NTA) and their anions, Hydroxyethylenediaminotπesssigsaure (HOEDTA) and their anions, Diethylenaminopentaessigsaure (DPTA) and their anions, trans-1, 2-Dιamιnocyclohexantetraessιgsaure (CDTA) and their anions)
Der oder die Komplexbildner sind erfindungsgemaß vorteilhaft in kosmetischen oder dermatologischen Zubereitungen bevorzugt zu 0,001 Gew -% bis 10 Gew -%, bevorzugt zu 0,01 Gew -% bis 5 Gew -%, insbesondere bevorzugt zu 0,05 - 2,0 Gew -%, bezogen auf das Gesamtgewicht der Zubereitungen, enthalten Zur Anwendung werden die kosmetischen und dermatologischen Zubereitungen erfindungsgemaß in der für Kosmetika üblichen Weise auf die Haut und/oder die Haare in ausreichender Menge aufgebrachtAccording to the invention, the complexing agent or complexing agents are advantageous in cosmetic or dermatological preparations, preferably at 0.001% by weight to 10% by weight, preferably at 0.01% by weight to 5% by weight, particularly preferably at 0.05-2.0% by weight. %, based on the total weight of the preparations For use, the cosmetic and dermatological preparations according to the invention are applied to the skin and / or the hair in a sufficient amount in the manner customary for cosmetics
Erfindungsgemaß können kosmetische und dermatologische Zubereitungen in verschiedenen Formen vorliegen Es ist insbesondere vorteilhaft, wenn sie eine Emulsion oder Mi- kroemulsion vom Typ OI-ιn-Wasser (O/W), darstellenAccording to the invention, cosmetic and dermatological preparations can be in various forms. It is particularly advantageous if they are an emulsion or microemulsion of the oil-in-water (O / W) type
Es ist auch möglich und vorteilhaft im Sinne der vorliegenden Erfindung, erfindungsgemaß verwendete Wirkstoffkombinationen in wäßrige Systeme bzw Tensidzubereitungen zur Reinigung der Haut und der Haare einzufügenIt is also possible and advantageous for the purposes of the present invention to insert active substance combinations used according to the invention into aqueous systems or surfactant preparations for cleaning the skin and hair
Erfindungsgemaß können die kosmetischen und dermatologischen Zubereitungen kosmetische Hilfsstoffe enthalten wie sie üblicherweise in solchen Zubereitungen verwendet werden, z B Konservierungsmittel, Bakteπzide, Parfüme, Substanzen zum Verhindern des Schäumens, Farbstoffe, Pigmente, die eine färbende Wirkung haben, Verdickungsmittel, oberflächenaktive Substanzen, Emulgatoren, weichmachende, anfeuchtende und/oder feuchhaltende Substanzen, Fette, Ole, Wachse oder andere übliche Bestandteile einer kosmetischen oder dermatologischen Formulierung wie Alkohole, Polyole, Polymere, Schaumstabilisatoren, Elektrolyte, organische Losemittel oder SihkondeπvateAccording to the invention, the cosmetic and dermatological preparations can contain cosmetic auxiliaries as are usually used in such preparations, for example preservatives, bactericides, perfumes, substances for preventing foaming, dyes, pigments which have a coloring effect, thickeners, surface-active substances, emulsifiers, softening, moisturizing and / or moisturizing substances, fats, oils, waxes or other conventional components of a cosmetic or dermatological formulation such as alcohols, polyols, polymers, foam stabilizers, electrolytes, organic solvents or silicone solvents
Insbesondere können erfindungsgemaß verwendete Wirkstoffkombinationen auch mit anderen Antioxidantien und/oder Radikalfangern kombiniert werdenIn particular, active ingredient combinations used according to the invention can also be combined with other antioxidants and / or radical scavengers
Vorteilhaft werden solche Antioxidantien gewählt aus der Gruppe bestehend aus Aminosäuren (z B Glycin, Histidin, Tyrosin, Tryptophan) und deren Derivate, Imidazole (z B Uro- caninsaure) und deren Derivate, Peptide wie D,L-Carnosιn, D-Carnosin, L-Carnosin und deren Derivate (z B Anseπn), Carotinoide, Carotine (z B α-Carotin, ß-Carotin, Lycopin) und deren Derivate, Chlorogensaure und deren Derivate, Liponsaure und deren Deπvate (z B Dihydroliponsaure) Aurothioglucose, Propylthiouracil und andere Thiole (z B Thioredoxin Glutathion Cystein Cystin Cystamin und deren Glycosyl-, N-Acetyl-, Methyl-, Ethyl-, Pro- pyl-, Amyl- Butyl- und Lauryl-, Palmitoyl-, Oleyl-, γ-ünoleyl-, Cholesteryi- und Glycerylester) sowie deren Salze, Dilaurylthiodipropionat, Distearylthiodipropionat, Thiodipropionsaure und deren Derivate (Ester, Ether, Peptide, Lipide, Nukleotide, Nukleoside und Salze) sowie Sul- foximinverbindungen (z B Buthioninsulfoximine, Homocysteinsulfoximin, Buthioninsulfone, Penta-, Hexa-, Heptathioniπsulfoximin) in sehr geringen vertraglichen Dosierungen (z B pmol bis μmol/kg), ferner (Metall)-Cheiatoren (z B α-Hydroxyfettsauren, Palmitinsaure, Phytinsaure, Lactoferπn), α-Hydroxysauren (z B Citronensaure, Milchsaure, Apfelsaure), Huminsaure, Gallensaure, Gallenextrakte, Bilirubin, Biliverdin, EDTA, EGTA und deren Denvate, ungesättigte Fettsauren und deren Derivate (z B γ-ünolensaure, ünolsaure, Olsaure), Folsaure und deren Derivate, Ubichinon und Ubichinol und deren Derivate, Tocopherole und Derivate (z B Vitamin-E-acetat), Vitamin A und Derivate (Vitamin-A- palmitat) sowie Koniferylbenzoat des Benzoeharzes, Rutinsaure und deren Derivate (z B α- Glycosylrutin), Ascorbinsaure und deren Derivate, insbesondere Ascorbylpalmitat, Ascor- bylphosphat und verwandte Verbindungen, Butylhydroxytoluol, Butylhydroxyanisol, Nordihydroguajakharzsaure, Nordihydroguajaretsaure, Tπhydroxybutyrophenon, Harnsäure und deren Derivate, Mannose und deren Derivate, Sesamol, Sesamolin, Zink und dessen Derivate (z B ZnO, ZnS04) Selen und dessen Derivate (z B Selenmethionin), Stilbene und deren Derivate (z B Stilbenoxid, Trans-Stilbenoxid) und die erfindungsgemaß geeigneten Derivate (Salze, Ester, Ether, Zucker, Nukleotide, Nukleoside, Peptide und Lipide) dieser genannten WirkstoffeSuch antioxidants are advantageously selected from the group consisting of amino acids (eg glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (eg urocanic acid) and their derivatives, peptides such as D, L-carnosine, D-carnosine, L-carnosine and its derivatives (eg Anseπn), carotenoids, carotenes (eg α-carotene, β-carotene, lycopene) and their derivatives, chlorogenic acid and their derivatives, liponic acid and their derivatives (eg dihydroliponic acid) aurothioglucose, propylthiouracil and other thiols (e.g. thioredoxin glutathione cysteine cystine cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl butyl and lauryl, palmitoyl, oleyl, γ-oleoleyl, Cholesteryl and glyceryl esters) and their salts, dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and their derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) as well as sulfoximine compounds (e.g. buthionine sulfoximines, homocysteine sulfoximine, buthionine sulfones, penta-, hexa-, heptathione sulfoximine) in very low contractual dosages (e.g. pmol to μmol / kg), also (metal) chiators (eg α-hydroxy fatty acid, palmitic acid, phytic acid, lactoferπn), α-hydroxy acids (eg citric acid, lactic acid, malic acid), humic acid, bile acid, bile extracts, bilirubin, biliverdin and EDTA, EGTA their denvates, unsaturated fatty acids and their derivatives (e.g. γ-oleic acid, oleic acid, oleic acid), folic acid and their derivatives, ubiquinone and ubiquinol and their derivatives, tocopherols and derivatives (e.g. vitamin E acetate), vitamin A and derivatives ( Vitamin A palmitate) and coniferyl benzoate of benzoin, rutinic acid and its derivatives (eg α-glycosyl rutin), ascorbic acid and its derivatives, in particular ascorbyl palmitate, ascorbyl phosphate and related compounds n, butylhydroxytoluene, butylhydroxyanisole, nordihydroguajakharzsaure, nordihydroguajaretsaure, Tπhydroxybutyrophenon, uric acid and its derivatives, mannose and its derivatives, sesamol, sesamolin, zinc and its derivatives (e.g. ZnO, ZnS0 4 ) selenium and its derivative ( their derivatives (eg 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 substances
Die Menge der vorgenannten Antioxidantien (eine oder mehrere Verbindungen) in den Zubereitungen betragt vorzugsweise 0,001 bis 30 Gew -%, besonders bevorzugt 0,025 - 20 Gew -%, insbesondere 0,05 - 10 Gew -% bezogen auf das Gesamtgewicht der ZubereitungThe amount of the aforementioned antioxidants (one or more compounds) in the preparations is preferably 0.001 to 30% by weight, particularly preferably 0.025-20% by weight, in particular 0.05-10% by weight, based on the total weight of the preparation
Sofern Ascorbinsaure und/oder deren Derivate das oder die zusätzlichen Antioxidantien darstellen, ist vorteilhaft, deren jeweilige Konzentrationen aus dem Bereich von 0,001 - 10 Gew -%, bezogen auf das Gesamtgewicht der Formulierung, zu wählenIf ascorbic acid and / or its derivatives represent the additional antioxidant (s), it is advantageous to choose their respective concentrations from the range of 0.001-10% by weight, based on the total weight of the formulation
Sofern Vitamin E und/oder dessen Derivate das oder die zusätzlichen Antioxidantien darstellen ist vorteilhaft, deren jeweilige Konzentrationen aus dem Bereich von 0,001 - 10 Gew -%, bezogen auf das Gesamtgewicht der Formulierung, zu wählen Erfindungsgemaß sind Emulsionen vorteilhaft und enthalten z B die genannten Fette, Ole, Wachse und anderen Fettkorper, sowie Wasser und einen Emulgator wie er üblicherweise für einen solchen Typ der Formulierung verwendet wirdIf vitamin E and / or its derivatives represent the additional antioxidant (s), it is advantageous to choose their respective concentrations from the range of 0.001-10% by weight, based on the total weight of the formulation According to the invention, emulsions are advantageous and contain, for example, the fats, oils, waxes and other fatty substances mentioned, as well as water and an emulsifier as is customarily used for such a type of formulation
Die Lipidphase kann vorteilhaft gewählt werden aus folgender Substanzgruppe Mineralole, MineralwachseThe lipid phase can advantageously be selected from the following group of substances mineralols, mineral waxes
Ole, wie Tπglyceπde der Capπn- oder der Caprylsaure, ferner natürliche Ole wie z B Rizinusöl,Oils, such as Tπglyceπde the Capπn- or the caprylic acid, also natural oils such as castor oil,
Fette, Wachse und andere natürliche und synthetische Fettkorper, vorzugsweise Ester von Fettsauren mit Alkoholen niedriger C-Zahl, z B mit Isopropanol, Propylen- glykol oder Glyceπn, oder Ester von Fettalkoholen mit Alkansauren niedriger C-Zahl oder mit Fettsauren, Alkylbenzoate,Fats, waxes and other natural and synthetic fats, preferably esters of fatty acids with alcohols with a low C number, e.g. with isopropanol, propylene glycol or Glycene, or esters of fatty alcohols with alkane acids with a low C number or with fatty acids, alkyl benzoates,
Silikonole wie Dimethylpolysiloxane, Diethylpolysiloxane, Diphenylpolysiloxane sowie Mischformen darausSiliconols such as dimethylpolysiloxanes, diethylpolysiloxanes, diphenylpolysiloxanes and mixed forms thereof
Die Olphase der Emulsionen, Oleogele bzw Hydrodispersionen oder üpodispersionen im Sinne der vorliegenden Erfindung wird vorteilhaft gewählt aus der Gruppe der Ester aus gesattigten und/oder ungesättigten, verzweigten und/oder unverzweigten Alkancarbonsauren einer Kettenlange von 3 bis 30 C-Atomen und gesattigten und/oder ungesättigten, verzweigten und/oder unverzweigten Alkoholen einer Kettenlange von 3 bis 30 C-Atomen, aus der Gruppe der Ester aus aromatischen Carbonsauren und gesattigten und/oder ungesättigten, verzweigten und/oder unverzweigten Alkoholen einer Kettenlange von 3 bis 30 C-Atomen Solche Esterole können dann vorteilhaft gewählt werden aus der Gruppe Isopropylmyπstat, Isopropylpalmitat, Isopropylstearat Isopropyloleat n-Butylstearat, n-Hexyllaurat, n- Decyloleat, Isooctylstearat, Isononylstearat, Isononylisononanoat, 2-Ethylhexylpalmιtat, 2- Ethylhexyllaurat, 2-Hexyldecylstearat, 2-Octyldodecylpalmιtat, Oleyloleat, Oleylerucat, Eru- cyloleat, Erucylerucat sowie synthetische halbsynthetische und natürliche Gemische solcher Ester, z B JojobaolThe oil phase of the emulsions, oleogels or hydrodispersions or epodispersions within the meaning of the present invention is advantageously selected from the group of esters from saturated and / or unsaturated, branched and / or unbranched alkane carboxylic acids with a chain length of 3 to 30 carbon atoms and saturated and / or unsaturated, branched and / or unbranched alcohols with a chain length of 3 to 30 C atoms, from the group of esters from aromatic carboxylic acids and saturated and / or unsaturated, branched and / or unbranched alcohols with a chain length of 3 to 30 C atoms. Such esterols can then advantageously be selected from the group of isopropyl mypstat, isopropyl palmitate, isopropyl stearate, isopropyl oleate, n-butyl stearate, n-hexyl laurate, n-decyl oleate, isooctyl stearate, isononyl stearate, isononyl isononanoate, 2-ethylhexyl palmate, ethyl-2-ethylhexyl-ethyl-2-ethyl-ethyl-ethyl-2-ethyl-ethyl-ethyl-2-ethyl-ethyl-ethyl-2-ethyl-ethyl-2-ethyl-ethyl-ethyl-2-ethyl-ethyl-ethyl Oleylerucat, Erucyloleat, Erucylerucat and so on e synthetic semi-synthetic and natural mixtures of such esters, e.g. jojobaol
Ferner kann die Olphase vorteilhaft gewählt werden aus der Gruppe der verzweigten und unverzweigten Kohlenwasserstoffe und -wachse, der Silkonole, der Dialkylether, der Gruppe der gesattigten oder ungesättigten, verzweigten oder unverzweigten Alkohole, sowie der Fettsauretπglyceπde, namentlich der Tπglyceπnester gesättigter und/oder ungesättigter, ver- zweigter und/oder unverzweigter Alkancarbonsauren einer Kettenlange von 8 bis 24, insbesondere 12 - 18 C-Atomen Die Fettsauretπglyceπde können beispielsweise vorteilhaft gewählt werden aus der Gruppe der synthetischen, halbsynthetischen und natürlichen Ole, z B Olivenöl, Sonnenblumenöl, Sojaol, Erdnußöl, Rapsöl Mandelöl, Palmol, Kokosöl, Palm- kernoi und dergleichen mehrFurthermore, the oil phase can advantageously be selected from the group of branched and unbranched hydrocarbons and waxes, the silicone alcohols, the dialkyl ethers, the group of saturated or unsaturated, branched or unbranched alcohols, and also the fatty acid glycides, especially the methyl esters saturated and / or unsaturated, comparable branched and / or unbranched alkane carboxylic acids with a chain length of 8 to 24, in particular 12 - 18 carbon atoms. The fatty acid glycides can for example advantageously be selected from the group of synthetic, semisynthetic and natural oils, for example olive oil, sunflower oil, soybean oil, peanut oil, rapeseed oil, almond oil , Palmol, coconut oil, palm kernoi and the like
Auch beliebige Abmischungen solcher Ol- und Wachskomponenten sind vorteilhaft im Sinne der vorliegenden Erfindung einzusetzen Es kann auch gegebenenfalls vorteilhaft sein, Wachse, beispielsweise Cetylpalmitat, als alleinige Lipidkomponente der Olphase einzusetzenAny mixtures of such oil and wax components can also be used advantageously for the purposes of the present invention. It may also be advantageous, if appropriate, to use waxes, for example cetyl palmitate, as the sole lipid component of the oil phase
Vorteilhaft wird die Olphase gewählt aus der Gruppe 2-Ethylhexylιsostearat, Octyldodeca- nol, Isotπdecylisononaπoat, Isoeicosan, 2-Ethylhexylcocoat, Cι2-i5-Alkylbenzoat, Capryl-Ca- pnnsaure-triglycend, DicaprylyletherThe oil phase is advantageously selected from the group consisting of 2-ethylhexyl isostearate, octyldodecanol, isotπdecylisononaπoat, isoeicosan, 2-ethylhexyl cocoate, C 2 -i 5 -alkyl benzoate, caprylic-capnic acid triglycend, dicaprylyl ether
Besonders vorteilhaft sind Mischungen aus Cι2-i5-Alkylbenzoat und 2-Ethylhexyiιsostearat, Mischungen aus Cι2-i5-Alkylbenzoat und Isotndecy sononanoat sowie Mischungen aus Cι2 15-Alkylbenzoat, 2-Ethylhexylιsostearat und IsotπdecylisononanoatMixtures of C 2 -i 5 alkyl benzoate and 2-ethylhexyl isostearate, mixtures of C 2- i5 alkyl benzoate and isotndecy sononanoate and mixtures of C 2 1 5-alkyl benzoate, 2-ethylhexyl isostearate and isotπdecylisononanoate are particularly advantageous
Von den Kohlenwasserstoffen sind Paraffinol, Squalan und Squalen vorteilhaft im Sinne der vorliegenden Erfindung zu verwendenOf the hydrocarbons, paraffinol, squalane and squalene can advantageously be used for the purposes of the present invention
Vorteilhaft kann die Olphase ferner einen Gehalt an cyclischen oder linearen Si konolen aufweisen oder vollständig aus solchen Ölen bestehen, wobei allerdings bevorzugt wird, außer dem Silikonol oder den Sihkonolen einen zusätzlichen Gehalt an anderen Olphasen- komponenten zu verwendenThe oil phase can advantageously also have a content of cyclic or linear silicon alcohols 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 silicon alcohols
Vorteilhaft wird Cyclomethicon (Octamethylcyclotetrasiloxan) als erfindungsgemaß zu verwendendes Silikonol eingesetzt Aber auch andere Silikonole sind vorteilhaft im Sinne der vorliegenden Erfindung zu verwenden, beispielsweise Hexamethylcyclotπsiloxan, Polydime- thylsiloxan, Poly(methylphenylsιloxan)Cyclomethicone (octamethylcyclotetrasiloxane) is advantageously used as the silicone oil to be used according to the invention. However, other silicone oils can also be used advantageously for the purposes of the present invention, for example hexamethylcyclotπsiloxane, polydimethylsiloxane, poly (methylphenylsiloxane).
Besonders vorteilhaft sind ferner Mischungen aus Cyclomethicon und Isotπdecylisononanoat, aus Cyclomethicon und 2-Ethylhexylιsostearat Die wäßrige Phase der Zubereitungen gemäß der Erfindung enthalt gegebenenfalls vorteilhaft Alkohole, Diole oder Polyole niedriger C-Zahl, sowie deren Ether, vorzugsweise Ethanol, Isopropanol, Propylenglykol, Glycenn, Ethylenglykol, Ethylenglykolmonoethyi- oder -mo- nobutylether, Propylenglykolmonomethyl, -monoethyl- oder -monobutylether, Diethy- lenglykolmonomethyl- oder -monoethylether und analoge Produkte, ferner Alkohole nied- nger C-Zahl, z B Ethanol, Isopropanol, 1 ,2-Propandιol, Glycenn sowie insbesondere ein oder mehrere Verdickungsmittel, welches oder welche vorteilhaft gewählt werden können aus der Gruppe Siliciumdioxid, Aluminiumsilikate, Polysacchaπde bzw deren Denvate, z B Hyaluronsaure, Xanthangummi, Hydroxypropylmethylcellulose, besonders vorteilhaft aus der Gruppe der Polyacrylate, bevorzugt ein Polyacrylat aus der Gruppe der sogenannten Carbopole, beispielsweise Carbopole der Typen 980, 981, 1382, 2984, 5984, beziehungsweise aus der Gruppe der sogenannten Pemulene, beispielsweise Pemulene der Typen TR-1 , TR-2, jeweils einzeln oder in KombinationMixtures of cyclomethicone and isotπdecyl isononanoate, cyclomethicone and 2-ethylhexyl isostearate are also particularly advantageous 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, glycene, ethylene glycol, ethylene glycol monoethyl or monobutyl ether, propylene glycol monomethyl, monoethyl or monobutyl ether, diethylene glycol monomethyl or monoethyl ether and analogous products, furthermore alcohols of low C number, for example ethanol, isopropanol, 1, 2-propanediol, glycene and in particular one or more thickeners, which one or more can advantageously be chosen from the group silicon dioxide, aluminum silicates, polysacchides or their derivatives, eg hyaluronic acid, xanthan gum, hydroxypropylmethyl cellulose, particularly advantageously from the group of polyacrylates, preferably a polyacrylate from the group of so-called carbopoles, for example carbopoles of types 980, 981, 1382, 2984, 5984, or from the group of the so-called Pemule ne, for example Pemulenes of types TR-1, TR-2, each individually or in combination
Insbesondere werden Gemische der vorstehend genannten Losemittel verwendet Bei alkoholischen Losemitteln kann Wasser ein weiterer Bestandteil seinIn particular, mixtures of the solvents mentioned above are used. In the case of alcoholic solvents, water can be a further constituent
Emulsionen gemäß der Erfindung enthalten vorteilhaft z B die genannten Fette, Ole, Wachse und anderen Fettkorper, sowie Wasser und gegebenenfalls einen oder mehrere weitere Emulgatoren, wie sie üblicherweise verwendet werdenEmulsions according to the invention advantageously contain, for example, the fats, oils, waxes and other fatty substances mentioned, and also water and, if appropriate, one or more further emulsifiers, as are customarily used
Als Emulsionen vorliegende Zubereitungen gemäß der Erfindung enthalten gegebenenfalls besonders vorteilhaft einen oder mehrere zusätzliche OΛ/V-Emulgatoren Solche O/W- Emulgatoren können beispielsweise vorteilhaft gewählt werden aus der Gruppe der polyethoxyherten bzw polypropoxylierten bzw polyethoxyherten und polypropoxylierten Produkte, z B der Fettalkoholethoxylate der ethoxy erten Wollwachsalkohole, der Polyethylenglycolether der allgemeinen Formel R-0-(-CH2-CH2-0-)n-R', der Fettsaureethoxylate der allgemeinen FormelPreparations as emulsions according to the invention optionally particularly advantageously contain one or more additional O / V emulsifiers. Such O / W emulsifiers can, for example, advantageously be selected from the group of the polyethoxy-hardened or polypropoxylated or polyethoxy-hardened and polypropoxylated products, for example the fatty alcohol ethoxylates of ethoxy Erten wool wax alcohols, the polyethylene glycol ether of the general formula R-0 - (- CH 2 -CH 2 -0-) n -R ', the fatty acid ethoxylates of the general formula
R-COO-(-CH2-CH2-0-)n-H, der veretherten Fettsaureethoxylate der allgemeinen FormelR-COO - (- CH 2 -CH 2 -0-) n -H, the etherified fatty acid ethoxylates of the general formula
R-COO-(-CH2-CH2-0-)n -R\ der veresterten Fettsaureethoxylate der allgemeinen FormelR-COO - (- CH 2 -CH 2 -0-) n -R \ the esterified fatty acid ethoxylates of the general formula
R-COO-(-CH2-CH2-0-)n -C(O)-R\ der Polyethylenglycolglycerinfettsäureester der ethoxylierten Sorbitanester der Cholesterinethoxylate der ethoxylierten Triglyceride der Alkylethercarbonsäuren der allgemeinen FormelR-COO - (- CH 2 -CH 2 -0-) n -C (O) -R \ the polyethylene glycol glycerol fatty acid esters of the ethoxylated sorbitan esters of the cholesterol ethoxylates of the ethoxylated triglycerides of the alkyl ether carboxylic acids of the general formula
R-0-(-CH2-CH2-0-)n-CH2-COOH nd n eine Zahl von 5 bis 30 darstellen, der Polyoxyethylensorbitolfettsäureester, der Alkylethersulfate der allgemeinen Formel R-0-(-CH2-CH2-0-)n-S03-H der Fettalkoholpropoxylate der allgemeinen FormelR-0 - (- CH 2 -CH 2 -0-) 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
R-0-(-CH2-CH(CH3)-0-)n-H, der Poiypropylenglycolether der allgemeinen Formel der propoxylierten Wollwachsalkohole, der veretherten FettsäurepropoxylateR-0 - (- CH 2 -CH (CH 3 ) -0-) n -H, the polypropylene glycol ether of the general formula the propoxylated wool wax alcohols, the etherified fatty acid propoxylates
R-C00-(-CH2-CH(CH3)-0-)n-R", der veresterten Fettsäurepropoxylate der allgemeinen FormelR-C00 - (- CH 2 -CH (CH 3 ) -0-) n -R ", the esterified fatty acid propoxylates of the general formula
R-COO-(-CH2-CH(CH3)-0-)n-C(0)-R', der Fettsäurepropoxylate der allgemeinen FormelR-COO - (- CH 2 -CH (CH 3 ) -0-) n -C (0) -R ', the fatty acid propoxylates of the general formula
R-C00-(-CH2-CH(CH3)-0-)n-H, der Polypropyienglycolglycerinfettsäureester der propoxylierten Sorbitanester der Cholesterinpropoxylate der propoxylierten Triglyceride der Alkylethercarbonsäuren der allgemeinen FormelR-C00 - (- CH 2 -CH (CH 3 ) -0-) n -H, the polypropylene glycol glycerol fatty acid ester of the propoxylated sorbitan esters of the cholesterol propoxylates of the propoxylated triglycerides of the alkyl ether carboxylic acids of the general formula
R-0-(-CH2-CH(CH3)0-)n-CH2-C00H der Alkylethersulfate bzw. die diesen Sulfaten zugrundeliegenden Säuren der allgemeinen Formel R-0-(-CH2-CH(CH3)-0-)n-S03-H der Fettalkoholethoxylate/propoxylate der allgemeinen FormelR-0 - (- CH 2 -CH (CH 3 ) 0-) n -CH 2 -C00H of the alkyl ether sulfates or the acids on which these sulfates are based, of the general formula R-0 - (- CH 2 -CH (CH 3 ) - 0-) n -S0 3 -H of the fatty alcohol ethoxylates / propoxylates of the general formula
R-0-Xn-Ym-H, der Poiypropylenglycolether der allgemeinen FormelR-0-X n -Y m -H, the polypropylene glycol ether of the general formula
R-0-Xn-Ym-R', der veretherten Fettsäurepropoxylate der allgemeinen Formel R-COO-Xn-Ym-R', der Fettsäureethoxylate/propoxylate der allgemeinen FormelR-0-X n -Y m -R ', the etherified fatty acid propoxylates of the general formula R-COO-X n -Y m -R ', the fatty acid ethoxylates / propoxylates of the general formula
R-COO-Xn-Ym-H,.R-COO-X n -Y m -H ,.
Erfindungsgemäß besonders vorteilhaft werden die eingesetzten polyethoxylierten bzw. polypropoxylierten bzw. polyethoxylierten und polypropoxylierten O/W-Emulgatoren gewählt aus der Gruppe der Substanzen mit HLB-Werten von 11 - 18, ganz besonders vorteilhaft mit mit HLB-Werten von 14,5 - 15,5, sofern die O/W-Emuigatoren gesättigte Reste R und R' aufweisen. Weisen die O/W-Emulgatoren ungesättigte Reste R und/oder R' auf, oder liegen Isoalkylderivate vor, so kann der bevorzugte HLB-Wert solcher Emulgatoren auch niedriger oder darüber liegen.According to the invention, the polyethoxylated or polypropoxylated or polyethoxylated and polypropoxylated O / W emulsifiers selected 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 emuigators 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.
Es ist von Vorteil, die Fettalkoholethoxylate aus der Gruppe der ethoxylierten Stearylal- kohole, Cetylalkohole, Cetylstearylalkohole (Cetearylalkohole) zu wählen. Insbesondere bevorzugt sind:It is advantageous to choose the fatty alcohol ethoxylates from the group of the ethoxylated stearyl alcohols, cetyl alcohols, cetylstearyl alcohols (cetearyl alcohols). The following are particularly preferred:
Polyethylenglycol(13)stearylether (Steareth-13), Polyethylenglycol(14)stearylether (Steareth- 14), Polyethylenglycol(15)stearylether (Steareth-15), Polyethylenglycol(16)stearylether (Steareth-16), Polyethylenglycol(17)stearylether (Steareth-17), Polyethylenglycol- (18)stearylether (Steareth-18), Polyethylenglycol(19)stearylether (Steareth-19), Polyethylen- glycol(20)stearylether (Steareth-20),Polyethylene glycol (13) stearyl ether (steareth-13), polyethylene glycol (14) stearyl ether (steareth-14), polyethylene glycol (15) stearyl ether (steareth-15), polyethylene glycol (16) stearyl ether (steareth-16), polyethylene glycol (17) stearyl ether ( Steareth-17), polyethylene glycol (18) stearyl ether (Steareth-18), polyethylene glycol (19) stearyl ether (Steareth-19), polyethylene glycol (20) stearyl ether (Steareth-20),
Polyethylenglycol(12)isostearylether (lsosteareth-12), Polyethylenglycol(13)isostearylether (lsosteareth-13), Polyethylenglycol(14)isostearylether (lsosteareth-14), Polyethylenglycol- (15)isostearylether (lsosteareth-15), Polyethylenglycol(16)isostearylether (lsosteareth-16), Polyethylenglycol(17)isostearylether (lsosteareth-17), Polyethylenglycol(18)isostearylether (lsosteareth-18), Poiyethylenglycol(19)isostearylether (lsosteareth-19), Polyethylenglycol- (20)isostearylether (lsosteareth-20),Polyethylene glycol (12) isostearyl ether (isosteareth-12), polyethylene glycol (13) isostearyl ether (isosteareth-13), polyethylene glycol (14) isostearyl ether (isosteareth-14), polyethylene glycol (15) isostearyl ether (isosteareth-15), polyethylene glycol (16) (isosteareth-16), polyethylene glycol (17) isostearyl ether (isosteareth-17), polyethylene glycol (18) isostearyl ether (isosteareth-18), polyethylene glycol (19) isostearyl ether (isosteareth-19), polyethylene glycol (20) isostearyl ether (isosteareth) .
Polyethylenglycol(13)cetylether (Ceteth-13), Polyethylenglycol(14)cetylether (Ceteth-14), Polyethylenglycol(15)cetylether (Ceteth-15), Polyethylenglycol(16)cetylether (Ceteth-16), Polyethylenglycol(17)cetylether (Ceteth-17), Polyethylenglycol(18)cetylether (Ceteth-18), Polyethylenglycol(19)cetylether (Ceteth-19), Polyethylenglycol(20)cetylether (Ceteth-20), Polyethylenglycol(13)isocetylether (lsoceteth-13), Polyethylenglycol(14)isocetylether (Isoce- teth-14), Polyethylenglycol(15)isocetylether (lsoceteth-15), Polyethylenglycol(16)- isocetylether (lsoceteth-16), Polyethylenglycol(17)isocetylether (lsoceteth-17), Polyethyien- glycol(18)isocetylether (lsoceteth-18), Polyethylenglycol(19)isocetylether (lsoceteth-19), Polyethylenglycol(20)isocetylether (lsoceteth-20),Polyethylene glycol (13) cetyl ether (ceteth-13), polyethylene glycol (14) cetyl ether (ceteth-14), polyethylene glycol (15) cetyl ether (ceteth-15), polyethylene glycol (16) cetyl ether (ceteth-16), polyethylene glycol (17) cetyl ether ( Ceteth-17), polyethylene glycol (18) cetyl ether (ceteth-18), polyethylene glycol (19) cetyl ether (ceteth-19), polyethylene glycol (20) cetyl ether (ceteth-20), Polyethylene glycol (13) isocetyl ether (isoceteth-13), polyethylene glycol (14) isocetyl ether (isoceteth-14), polyethylene glycol (15) isocetyl ether (isoceteth-15), polyethylene glycol (16) - isocetyl ether (isoceteth-16), polyethylene glycol (17 ) isocetyl ether (isoceteth-17), polyethylene glycol (18) isocetyl ether (isoceteth-18), polyethylene glycol (19) isocetyl ether (isoceteth-19), polyethylene glycol (20) isocetyl ether (isoceteth-20),
Polyethylenglycol(12)oleylether (Oleth-12), Polyethylenglycol(13)oleylether (Oleth-13), Poly- ethylenglycol(14)oleylether (Oleth-14), Polyethylenglycol(15)oleylether (Oleth-15),Polyethylene glycol (12) oleyl ether (oleth-12), polyethylene glycol (13) oleyl ether (oleth-13), polyethylene glycol (14) oleyl ether (oleth-14), polyethylene glycol (15) oleyl ether (oleth-15),
Polyethylenglycol(12)laurylether (Laureth-12), Polyethylenglycol(12)isolaurylether (Isolau- reth-12).Polyethylene glycol (12) lauryl ether (Laureth-12), polyethylene glycol (12) isolauryl ether (Isolureth-12).
Polyethylenglycol(13)cetylstearylether (Ceteareth-13), Polyethylenglycol(14)cetylstearylether (Ceteareth-14), Polyethylenglycol(15)cetylstearylether (Ceteareth-15), Polyethylenglycol- (16)cetylstearylether (Ceteareth-16), Polyethylenglycol(17)cetylstearylether (Ceteareth-17), Polyethylenglycol(18)cetylstearylether (Ceteareth-18), Polyethylenglycol(19)cetylstearylether (Ceteareth-19), Polyethylenglycol(20)cetylstearylether (Ceteareth-20),Polyethylene glycol (13) cetyl stearyl ether (ceteareth-13), polyethylene glycol (14) cetyl stearyl ether (ceteareth-14), polyethylene glycol (15) cetyl stearyl ether (ceteareth-15), polyethylene glycol (16) cetyl stearyl ether (ceteareth-16), polyethylene glycol (Ceteareth-17), polyethylene glycol (18) cetylstearyl ether (Ceteareth-18), polyethylene glycol (19) cetylstearyl ether (Ceteareth-19), polyethylene glycol (20) cetylstearyl ether (Ceteareth-20),
Es ist ferner von Vorteil, die Fettsaureethoxylate aus folgender Gruppe zu wählen:It is also advantageous to choose the fatty acid ethoxylates from the following group:
Polyethylenglycol(20)stearat, Polyethylenglycol(21)stearat, Polyethylenglycol(22)stearat, Po- lyethyienglycol(23)stearat, Polyethylenglycol(24)stearat, Polyethylenglycol(25)stearat,Polyethylene glycol (20) stearate, polyethylene glycol (21) stearate, polyethylene glycol (22) stearate, polyethyleneglycol (23) stearate, polyethylene glycol (24) stearate, polyethylene glycol (25) stearate,
Polyethylenglycol(12)isostearat, Polyethylenglycol(13)isostearat, Poiyethylenglycol(14)iso- stearat, Polyethylenglycol(15)isostearat, Polyethylenglycol(16)isostearat, Polyethylenglycol- (17)isostearat, Polyethylenglycol(18)isostearat, Polyethylenglycol(19)isostearat, Polyethy- lenglycol(20)isostearat, Polyethylenglycol(21)isostearat, Polyethylenglycol(22)isostearat, Polyethylenglycol(23)isostearat, Polyethylenglycol(24)isostearat, Polyethylenglycol(25)iso- stearat,Polyethylene glycol (12) isostearate, polyethylene glycol (13) isostearate, polyethylene glycol (14) isostearate, polyethylene glycol (15) isostearate, polyethylene glycol (16) isostearate, polyethylene glycol (17) isostearate, polyethylene glycol (18) isostearate, polyethylene glycol (19) isostearate , Polyethylene glycol (20) isostearate, polyethylene glycol (21) isostearate, polyethylene glycol (22) isostearate, polyethylene glycol (23) isostearate, polyethylene glycol (24) isostearate, polyethylene glycol (25) isostearate,
Polyethylenglycol(12)oleat, Polyethylenglycol(13)oleat, Polyethylenglycol(14)oleat, Polyethy- lenglycol(15)oleat, Polyethylenglycoi(16)oleat, Polyethylenglycol(17)oleat, Polyethylenglycol- (18)oleat, Polyethylenglycol(19)oleat, Polyethylenglycol(20)oleat Als ethoxylierte Alkylethercarbonsaure bzw deren Salz kann vorteilhaft das Natπumlaureth- 11-carboxylat verwendet werdenPolyethylene glycol (12) oleate, polyethylene glycol (13) oleate, polyethylene glycol (14) oleate, polyethylene glycol (15) oleate, polyethylene glycol (16) oleate, polyethylene glycol (17) oleate, polyethylene glycol (18) oleate, polyethylene glycol (19) oleate , Polyethylene glycol (20) oleate Natπumlaureth-11-carboxylate can advantageously be used as the ethoxylated alkyl ether carboxylic acid or its salt
Als Alkylethersulfat kann Natrium Laureth 1-4 sulfat vorteilhaft verwendet werdenSodium laureth 1-4 sulfate can advantageously be used as alkyl ether sulfate
Als ethoxyliertes Cholesteπndeπvat kann vorteilhaft Polyethylenglycol(30)Cholesterylether verwendet werden Auch Polyethyleπglycol(25)Sojasterol hat sich bewahrtPolyethylene glycol (30) cholesteryl ether can advantageously be used as the ethoxylated cholesteryl endevate. Polyethylene glycol (25) soy sterol has also been preserved
Als ethoxylierte Triglyceride können vorteilhaft die Polyethylenglycol(60) Evening Pπmrose Glyceπdes verwendet werden (Evening Primrose = Nachtkerze)The polyethylene glycol (60) evening primrose glycides can advantageously be used as ethoxylated triglycerides (evening primrose = evening primrose)
Weiterhin ist von Vorteil, die Polyethylenglycolglyceπnfettsaureester aus der Gruppe Polyethylenglycol(20)glyceryllaurat, Polyethylenglycol(21)glyceryllaurat, Polyethyleπgly- col(22)glyceryllaurat Polyethylenglycol(23)glyceryllaurat Polyethylenglycol(6)glyceryl- caprat capπnat, Polyethylenglycol(20)glyceryloleat, Polyethylenglycol(20)glycerylιsostearat, Polyethylenglycol(18)glyceryloleat/cocoat zu wählenAnother advantage is the polyethylene glycol fatty acid esters from the group polyethylene glycol (20) glyceryl laurate, polyethylene glycol (21) glyceryl laurate, Polyethyleπglycol (22) glyceryl laurate, polyethylene glycol (23) glyceryl laurate, polyethylene glycol (6) glyceryl-glycolate, polyethylene glycol (20) glycolate, glycolate (20) glyceryl-isostearate, polyethylene glycol (18) glyceryl oleate / cocoat to choose
Es ist ebenfalls gunstig, die Sorbitanester aus der Gruppe Polyethylenglycol(20)sor- bitanmonolaurat, Polyethylenglycol(20)sorbιtanmonostearat, Polyethylenglycol(20)sor- bitanmonoisostearat, Polyethylenglycol(20)sorbιtanmonopalmιtat, Polyethylenglycol(20)- sorbitanmonooleat zu wählenIt is also advantageous to choose the 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 monopalmate, polyethylene glycol (20) sorbitan
Als Emulsionen vorliegende Zubereitungen gemäß der Erfindung enthalten aber auch gegebenenfalls vorteilhaft einen oder mehrere zusatzliche W/O-Emulgatoren Als solche vorteilhafte W/O-Emulgatoren können eingesetzt werden Fettalkohole mit 8 bis 30 Kohlenstoffatomeπ, Monoglyceπnester gesättigter und/oder ungesättigter, verzweigter und/oder unverzweigter Alkancarbonsauren einer Kettenlange von 8 bis 24, insbesondere 12 - 18 C-Atomen, Diglycennester gesättigter und/oder ungesättigter, verzweigter und/oder unverzweigter Alkancarbonsauren einer Kettenlange von 8 bis 24, insbesondere 12 - 18 C- Atomen, Monoglyceπnether gesättigter und/oder ungesättigter, verzweigter und/oder unverzweigter Alkohole einer Ketteπlange von 8 bis 24, insbesondere 12 - 18 C-Atomen, Diglyce- πnether gesättigter und/oder ungesättigter verzweigter und/oder uπverzweigter Alkohole einer Kettenlange von 8 bis 24, insbesondere 12 - 18 C-Atomen, Propylenglycolester gesättigter und/oder ungesättigter, verzweigter und/oder unverzweigter Alkancarbonsauren einer Kettenlänge von 8 bis 24, insbesondere 12 - 18 C-Atomen sowie Sorbitanester gesättigter und/oder ungesättigter, verzweigter und/oder unverzweigter Alkancarbonsauren einer Kettenlänge von 8 bis 24, insbesondere 12 - 18 C-Atomen.However, preparations according to the invention which are present as emulsions optionally also advantageously comprise one or more additional W / O emulsifiers. Such advantageous W / O emulsifiers can be used as fatty alcohols having 8 to 30 carbon atoms, monoglycene esters saturated and / or unsaturated, branched and / or unbranched alkane carboxylic acids of a chain length of 8 to 24, in particular 12 - 18 C atoms, diglycene nests of saturated and / or unsaturated, branched and / or unbranched alkane carboxylic acids of a chain length of 8 to 24, in particular 12 - 18 C atoms, monoglycene ether saturated and / or unsaturated, branched and / or unbranched alcohols with a chain length of 8 to 24, in particular 12 - 18 C atoms, diglyce ether, 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 saturated and / or unsaturated, galv refined and / or unbranched alkane carboxylic acids Chain length of 8 to 24, in particular 12 - 18 C atoms and sorbitan 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 C atoms.
Insbesondere vorteilhafte W/O-Emulgatoren sind Glycerylmonostearat, Glycerylmonoiso- stearat, Glycerylmonomyristat, Glycerylmonooleat, Diglycerylmonostearat, Digiyceryl- monoisostearat, Propylenglycolmonostearat, Propylenglycolmonoisostearat, Propylen- glycolmonocaprylat, Propylenglycolmonolaurat, Sorbitanmonoisostearat, Sorbitanmo- nolaurat, Sorbitanmonocapryiat, Sorbitanmonoisooleat, Saccharosedistearat, Cetylalkohol, Stearylalkohol, Arachidylalkohoi, Behenylalkohol, Isobehenyialkohol, Selachylalkohol, Chimylalkohol, Polyethylenglycol(2)stearylether (Steareth-2), Glycerylmonolaurat. Glycerylmonocaprinat, Glycerylmonocaprylat.Particularly advantageous W / O emulsifiers are glyceryl stearate Glycerylmonoiso-, glyceryl monomyristate monoisostearate, glyceryl, diglyceryl monostearate, Digiyceryl-, propylene glycol, propylene glycol monoisostearate, propylene glycolmonocaprylat, propylene glycol monolaurate, sorbitan, Sorbitanmo-, Sorbitanmonocapryiat, Sorbitanmonoisooleat, sucrose, cetyl alcohol, stearyl alcohol, Arachidyl alcohol, behenyl alcohol, isobehenyial alcohol, selachyl alcohol, chimyl alcohol, polyethylene glycol (2) stearyl ether (Steareth-2), glyceryl monolaurate. Glyceryl monocaprinate, glyceryl monocaprylate.
Gele gemäß der Erfindung enthalten üblicherweise Alkohole niedriger C-Zahl, z.B. Ethanol, Isopropanol, 1 ,2-Propandiol, Glycerin und Wasser bzw. ein vorstehend genanntes Öl in Gegenwart eines Verdickungsmittels, das bei ölig-alkoholischen Gelen vorzugsweise Siliciumdioxid oder ein Aluminiumsilikat, bei wäßrig-alkoholischen oder alkoholischen Gelen vorzugweise ein Polyacrylat ist.Gels according to the invention usually contain low C number alcohols, e.g. Ethanol, isopropanol, 1, 2-propanediol, glycerol and water or an oil mentioned above in the presence of a thickening agent which is preferably silicon dioxide or an aluminum silicate in the case of oily alcoholic gels and preferably a polyacrylate in the case of aqueous alcoholic or alcoholic gels.
Vorteilhaft können Zubereitungen gemäß der Erfindung außerdem Substanzen enthalten, die UV-Strahlung im UVB-Bereich absorbieren, wobei die Gesamtmenge der Filtersubstanzen z.B. 0, 1 Gew.-% bis 30 Gew.-%, vorzugsweise 0,5 bis 10 Gew.-%, insbesondere 1 ,0 bis 6,0 Gew.-% beträgt, bezogen auf das Gesamtgewicht der Zubereitungen, um kosmetische Zubereitungen zur Verfügung zu stellen, die das Haar bzw. die Haut vor dem gesamten Bereich der ultravioletten Strahlung schützen. Sie können auch als Sonnenschutzmittel fürs Haar oder die Haut dienen.Preparations according to the invention can also advantageously contain substances which absorb UV radiation in the UVB range, the total amount of filter substances e.g. 0.1% by weight to 30% by weight, preferably 0.5 to 10% by weight, in particular 1.0 to 6.0% by weight, based on the total weight of the preparations, in order to prepare cosmetic preparations To provide that protect the hair or skin from the entire range of ultraviolet radiation. They can also serve as a sunscreen for the hair or skin.
Enthalten die Zubereitungen gemäß der Erfindung UVB-Filtersubstanzen, können diese öl- löslich oder wasserlöslich sein. Erfindungsgemäß vorteilhafte öllösliche UVB-Filter sind z.B.:If the preparations according to the invention contain UVB filter substances, they can be oil-soluble or water-soluble. Oil-soluble UVB filters which are advantageous according to the invention are, for example:
3-Benzylidencampher-Derivate, vorzugsweise 3-(4-Methylbenzyliden)campher, 3-3-benzylidene camphor derivatives, preferably 3- (4-methylbenzylidene) camphor, 3-
Benzylidencampher;benzylidenecamphor;
4-Aminobenzoesäure-Derivate, vorzugsweise 4-(Dimethylamino)-beπzoesäure(2- ethylhexyi)ester, 4-(Dimethylamino)benzoesäureamylester; Ester der Zimtsaure, vorzugsweise 4-Methoxyzιmtsaure(2-ethylhexyl)ester, 4-Methoxy- zimtsaureisopentylester,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,
Ester der Salicylsaure, vorzugsweise Salιcylsaure(2-ethylhexyl)ester, Salιcylsaure(4- ιsopropylbenzyl)ester, Salicylsaurehomomeπthylester,Esters of salicylic acid, preferably salicylic acid (2-ethylhexyl) ester, salicylic acid (4-isopropylbenzyl) ester, salicylic acid homomethyl
Derivate des Benzophenons vorzugsweise 2-Hydroxy-4-methoxybenzophenon, 2-Derivatives of benzophenone, preferably 2-hydroxy-4-methoxybenzophenone, 2-
Hydroxy-4-methoxy-4'-methylbenzophenon, 2,2'-Dιhydroxy-4-methoxybenzophenon,Hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone,
Ester der Benzalmalonsaure, vorzugsweise 4-Methoxybenzalmalonsauredι(2-ethyl- hexyl)ester,Esters of benzalmalonic acid, preferably 4-methoxybenzalmalonic acid (2-ethylhexyl) ester,
2,4,6-Tπanιlιno-(p-carbo-2'-ethyl-1'-hexyloxy) -1 ,3,5-tπazιn2,4,6-Tπanιlιno- (p-carbo-2'-ethyl-1'-hexyloxy) -1, 3,5-tπazιn
Vorteilhafte wasserlösliche UVB-Filter sind z BAdvantageous water-soluble UVB filters are, for example
Salze der 2-Phenylbenzιmιdazol-5-sulfonsaure wie ihr Natπum-, Kalium- oder ihrSalts of 2-Phenylbenzιmιdazol-5-sulfonic acid such as its Natπum-, potassium or her
Tπethanolammonium-Salz, sowie die Sulfonsaure selbst,Tπethanolammonium salt, as well as the sulfonic acid itself,
Sulfonsaure-Deπvate von Benzophenonen, vorzugsweise 2-Hydroxy-4-methoxyben- zophenon-5-sulfonsaure und ihre Salze,Sulfonic acid derivatives of benzophenones, preferably 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its salts,
Sulfonsaure-Deπvate des 3-Benzylιdencamphers, wie z B 4-(2-Oxo-3-bornylιden- methyl)benzolsulfonsaure, 2-Methyl-5-(2-oxo-3-bornylιdenmethyl)sulfonsaure und ihreSulfonic acid derivatives of 3-benzyl camphor such as 4- (2-oxo-3-bornyl-methyl-benzenesulfonic acid, 2-methyl-5- (2-oxo-3-bornyl-methyl methyl) sulfonic acid and their
Salze sowie das 1 ,4-dι(2-oxo-10-Sulfo-3-bomylιdenmethyl)-Benzol und dessen SalzeSalts and the 1, 4-dι (2-oxo-10-sulfo-3-bomylιdenmethyl) benzene and its salts
(die entprehenden 10-Sulfato-verbιndungen, beispielsweise das entsprechende(the corresponding 10-sulfato compounds, for example the corresponding one
Natrium-, Kalium- oder Tπethanolammonium-Salz), auch als Benzol- 1 ,4-dι(2-oxo-3- bornylιdenmethyl-10-Sulfonsaure bezeichnetSodium, potassium or Tπethanolammonium salt), also referred to as benzene-1, 4-dι (2-oxo-3-bornylιdenmethyl-10-sulfonic acid
Die Liste der genannten UVB-Filter, die in Kombination mit den erfindungsgemaßen Wirkstoffkombinationen verwendet werden können, soll selbstverständlich nicht limitierendThe list of the UVB filters mentioned, which can be used in combination with the active compound combinations according to the invention, is of course not intended to be limiting
Gegenstand der Erfindung ist auch die Verwendung einer Kombination der erfindungsgemaß verwendeten Wirkstoffkombinationen mit mindestens einem UVB-Filter als Antioxidans bzw die Verwendung einer Kombination der erfindungsgemaß verwendeten Wirkstoffkombinationen mit mindestens einem UVB-Filter als Antioxidans in einer kosmetischen oder dermatologischen Zubereitung Es kann auch von Vorteil sein, die erfindungsgemaß verwendeten Wirkstoffkombinationen mit UVA-Filtern zu kombinieren, die bisher üblicherweise in kosmetischen Zubereitungen enthalten sind Bei diesen Substanzen handelt es sich vorzugsweise um Derivate des Di- benzoylmethans, insbesondere um 1-(4'-tert Butylphenyl)-3-(4'-methoxyphenyl)propan-1 ,3- dion und um 1-Phenyl-3-(4'-ιsopropylphenyl)propan-1 ,3-dιon Auch diese Kombinationen bzw Zubereitungen, die diese Kombinationen enthalten, sind Gegenstand der Erfindung Es können die für die UVB-Kombination verwendeten Mengen eingesetzt werdenThe invention also relates to the use of a combination of the active compound combinations used according to the invention with at least one UVB filter as an antioxidant or the use of a combination of the active compound combinations used according to the invention with at least one UVB filter as an antioxidant in a cosmetic or dermatological preparation It may also be advantageous to combine the active compound combinations used according to the invention with UVA filters which have hitherto usually been contained in cosmetic preparations. These substances are preferably derivatives of di-benzoylmethane, in particular 1- (4'-tert-butylphenyl) ) -3- (4'-methoxyphenyl) propane-1,3-dione and 1-phenyl-3- (4'-isopropylphenyl) propane-1,3-dione These combinations or preparations containing these combinations are also OBJECT OF THE INVENTION The amounts used for the UVB combination can be used
Gegenstand der Erfindung ist auch die Verwendung einer Kombination von erfindungsgemaß verwendeten Wirkstoffkombinationen mit mindestens einem UVA-Filter als Antioxidans bzw die Verwendung einer Kombination der erfindungsgemaßen Wirkstoffkombinationen mit mindestens einem UVA-Filter als Antioxidans in einer kosmetischen oder dermatologischen ZubereitungThe invention also relates to the use of a combination of active compound combinations used according to the invention with at least one UVA filter as an antioxidant or the use of a combination of the active compound combinations according to the invention with at least one UVA filter as an antioxidant in a cosmetic or dermatological preparation
Gegenstand der Erfindung ist auch die Verwendung einer Kombination aus erfindungsgemaß verwendeten Wirkstoffkombinationen mit mindestens einem UVA-Filter und mindestens einem UVB-Filter als Antioxidans bzw die Verwendung einer Kombination aus erfindungsgemaßen Wirkstoffen mit mindestens einem UVA-Filter und mindestens einem UVB-Filter als Antioxidans in einer kosmetischen oder dermatologischen ZubereitungThe invention also relates to the use of a combination of active ingredient combinations according to the invention with at least one UVA filter and at least one UVB filter as an antioxidant, or the use of a combination of active ingredients according to the invention with at least one UVA filter and at least one UVB filter as an antioxidant in a cosmetic or dermatological preparation
Kosmetische und dermatologische Zubereitungen mit einem wirksamen Gehalt an erfindungsgemaß verwendeten Wirkstoffkombinationen können auch anorganische Pigmente enthalten, die üblicherweise in der Kosmetik zum Schütze der Haut vor UV-Strahlen verwendet werden Dabei handelt es sich um Oxide des Titans, Zinks, Zirkoniums, Siliciums, Mangans, Cers und Mischungen davon, sowie Abwandlungen, bei denen die Oxide die aktiven Agentien sind Besonders bevorzugt handelt es sich um Pigmente auf der Basis von TitandioxidCosmetic and dermatological preparations with an effective content of active ingredient combinations used according to the invention can also contain inorganic pigments which are usually used in cosmetics to protect the skin from UV rays. These are oxides of titanium, zinc, zirconium, silicon, manganese, Cers and mixtures thereof, as well as modifications in which the oxides are the active agents. Pigments based on titanium dioxide are particularly preferred
Auch diese Kombinationen von UVA-Filter und Pigment bzw Zubereitungen, die diese Kombination enthalten, sind Gegenstand der Erfindung Es können die für die vorstehenden Kombinationen genannten Mengen verwendet werdenThese combinations of UVA filter and pigment or preparations which contain this combination are also the subject of the invention. The amounts mentioned for the above combinations can be used
Bei kosmetischen und dermatologischen Zubereitungen zum Schütze der Haare vor UV- Strahlen gemäß der Erfindung handelt es sich beispielsweise um Shampoonierungsmitte! Zubereitungen, die beim Spulen der Haare vor oder nach der Shampoonierung, vor oder nach der Dauerwellbehandlung, vor oder nach der Färbung oder Entfärbung der Haare angewendet werden, um Zubereitungen zum Fönen oder Einlegen der Haare, Zubereitungen zum Farben oder Entfärben, um eine Frisier- und Behandlungslotion, einen Haarlack oder um DauerwellmittelCosmetic and dermatological preparations for protecting the hair from UV rays according to the invention are, for example, shampooing agents! Preparations which are used when hair is being rinsed before or after shampooing, before or after permanent wave treatment, before or after dyeing or decoloring the hair, for preparations for blow-drying or pickling the hair, for coloring or decolouring in order to and treatment lotion, a hair lacquer or permanent waving agent
Die kosmetischen und dermatologischen enthalten Wirkstoffe und Hilfsstoffe, wie sie üblicherweise für diesen Typ von Zubereitungen zur Haarpflege und Haarbehandlung verwendet werden Als Hilfsstoffe dienen Konservierungsmittel, oberflächenaktive Substanzen, Substanzen zum Verhindern des Schäumens, Verdickungsmittel, Emulgatoren, Fette Ole, Wachse, organische Losungsmittel, Bakterizide, Parfüme, Farbstoffe oder Pigmente, deren Aufgabe es ist, die Haare oder die kosmetische oder dermatologische Zubereitung selbst zu färben, Elektroyte, Substanzen gegen das Fetten der HaareThe cosmetic and dermatological agents contain active ingredients and auxiliaries, as are usually used for this type of hair care and hair treatment preparations. Auxiliaries are preservatives, surface-active substances, substances to prevent foaming, thickeners, emulsifiers, fatty oils, waxes, organic solvents, bactericides , Perfumes, dyes or pigments, the task of which is to dye the hair or the cosmetic or dermatological preparation itself, electrophoresis, substances for greasing the hair
Unter Elektrolyten im Sinne der vorliegenden Erfindung sind wasserlösliche Alkali-, Ammonium-, Erdalkali- (unter Einbeziehung des Magnesiums) und Zinksalze anorganischer Anionen und beliebige Gemische aus solchen Salzen zu verstehen, wobei gewahrieistet sein muß, daß sich diese Salze durch pharmazeutische oder kosmetische Unbedenklichkeit auszeichnenElectrolytes for the purposes of the present invention are understood to mean water-soluble alkali metal, ammonium, alkaline earth metal (including magnesium) and zinc salts of inorganic anions and any mixtures of such salts, it being necessary to ensure that these salts are pharmaceutically or cosmetically harmless distinguish
Die Anionen werden gemäß der Erfindung bevorzugt gewählt aus der Gruppe der Chloπde, der Sulfate und Hydrogensulfate, der Phosphate, Hydrogenphosphate und der linearen und cychschen Oligophosphate sowie der Carbonate und HydrogencarbonateAccording to the invention, the anions are preferably selected from the group consisting of chlorides, sulfates and hydrogen sulfates, phosphates, hydrogen phosphates and linear and cychmic oligophosphates as well as carbonates and hydrogen carbonates
Kosmetische Zubereitungen, die ein Hautreinigungsmittel oder Shampoonierungsmittel darstellen, enthalten vorzugsweise mindestens eine anionische, nicht-ionische oder am- photere oberflächenaktive Substanz, oder auch Gemische aus solchen Substanzen, die erfindungsgemaß verwendeten Wirkstoffkombinationen im wäßrigen Medium und Hilfsmittel, wie sie üblicherweise dafür verwendet werden Die oberflächenaktive Substanz bzw die Gemische aus diesen Substanzen können in einer Konzentration zwischen 1 Gew -% und 50 Gew -% in dem Shampoonierungsmittel vorliegenCosmetic preparations which are a skin cleansing agent or shampooing agent preferably contain at least one anionic, non-ionic or amphoteric surface-active substance, or else mixtures of such substances, the active compound combinations according to the invention in the aqueous medium and auxiliaries, as are customarily used for them Surface-active substance or the mixtures of these substances can be present in the shampoo in a concentration of between 1% and 50% by weight
Liegen die kosmetischen oder dermatologischen Zubereitungen in Form einer Lotion vor, die ausgespult und z B vor oder nach der Entfärbung, vor oder nach der Shampoonierung, zwischen zwei Shampoonierungsschπtten, vor oder nach der Dauerwellbehandlung angewendet wird, so handelt es sich dabei z B um wäßrige oder waßπg-alkoholische Losungen, die gegebenenfalls oberflächenaktive Substanzen enthalten, deren Konzentration zwischen 0,1 und 10 Gew -%, vorzugsweise zwischen 0,2 und 5 Gew -%, liegen kannIf the cosmetic or dermatological preparations are in the form of a lotion, which is rinsed out and, for example, before or after decolorization, before or after shampooing, between two shampooing shells, before or after the permanent wave treatment, these are, for example, aqueous or water-alcoholic solutions which may contain surface-active substances, the concentration of which is between 0.1 and 10% by weight, preferably between 0.2 and 5% by weight
Eine kosmetische Zubereitung in Form einer Lotion, die nicht ausgespult wird, insbesondere eine Lotion zum Einlegen der Haare, eine Lotion, die beim Fönen der Haare verwendet wird, eine Frisier- und Behandlungslotion, stellt im allgemeinen eine wäßrige, alkoholische oder waßng-alkoholische Losung dar und enthalt mindestens ein kationisches, anionisches, nicht-ionisches oder amphoteres Polymer oder auch Gemische derselben, sowie erfindungsgemaß verwendete Wirkstoffkombinationen in wirksamer Konzentration Die Menge der verwendeten Polymeren liegt z B zwischen 0,1 und 10 Gew -%, bevorzugt zwischen 0,1 und 3 Gew -%A cosmetic preparation in the form of a lotion that is not rinsed out, in particular a lotion for inlaying the hair, a lotion used for blow-drying the hair, a styling and treatment lotion, is generally an aqueous, alcoholic or water-alcoholic solution and contains at least one cationic, anionic, non-ionic or amphoteric polymer or mixtures thereof, as well as active ingredient combinations used according to the invention in effective concentration. The amount of the polymers used is, for example, between 0.1 and 10% by weight, preferably between 0.1 and 3% by weight
Erfindungsgemaß können kosmetische Zubereitungen zur Behandlung und Pflege der Haare als Gele vorliegen, die neben einem wirksamen Gehalt an erfindungsgemaßen Wirkstoffen und dafür üblicherweise verwendeten Losungsmitteln, bevorzugt Wasser, noch organische Verdickungsmittel, z B Gummiarabikum, Xanthangummi, Natπumalginat, Cellu- lose-Deπvate, vorzugsweise Methylcellulose, Hydroxymethylcellulose, Hydroxyethylcel- lulose, Hydroxypropylcellulose, Hydroxypropylmethylcellulose oder anorganische Verdickungsmittel, z B Aluminiumsilikate wie beispielsweise Bentonite, oder ein Gemisch aus Polyethylenglykol und Polyethylenglycolstearat oder -distearat, enthalten Das Verdickungsmittel ist in dem Gel z B in einer Menge zwischen 0,1 und 30 Gew -%, bevorzugt zwischen 0,5 und 15 Gew -%, enthaltenAccording to the invention, cosmetic preparations for the treatment and care of the hair can be in the form of gels, which, in addition to an effective content of active ingredients according to the invention and the solvents usually used for them, preferably water, and also organic thickeners, for example gum arabic, xanthan gum, sodium alginate, cellulose derivatives, preferably Methyl cellulose, hydroxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methyl cellulose or inorganic thickeners, for example aluminum silicates such as bentonites, or a mixture of polyethylene glycol and polyethylene glycol stearate or distearate, are contained in the gel, for example in an amount between 0.1 and 30% by weight, preferably between 0.5 and 15% by weight
Vorzugsweise betragt die Menge an erfindungsgemaßem Wirkstoff in einem für die Haare bestimmten Mittel 0,1 Gew -% bis 10 Gew -%, insbesondere 0,5 Gew -% bis 5 Gew -%, bezogen auf das Gesamtgewicht des MittelsThe amount of active ingredient according to the invention in an agent intended for the hair is preferably 0.1% by weight to 10% by weight, in particular 0.5% by weight to 5% by weight, based on the total weight of the agent
Wäßrige kosmetische Reinigungsmittel oder für die wäßrige Reinigung bestimmte wasserarme oder wasserfreie Reinigungsmittelkonzentrate gemäß der Erfindung können anioni- sche, nichtionische und/oder amphotere Tenside enthalten, beispielsweise herkömmliche Seifen, z B Fettsauresalze des NatriumsAqueous cosmetic cleaning agents or water-free or water-free cleaning agent concentrates according to the invention intended for aqueous cleaning can contain anionic, nonionic and / or amphoteric surfactants, for example conventional soaps, for example fatty acid salts of sodium
Alkylsulfate, Alkylethersulfate Alkan- und Alkylbenzolsulfonate SulfoacetateAlkyl sulfates, alkyl ether sulfates, alkane and alkyl benzene sulfonates sulfoacetate
Sulfobetainesulfobetaines
Sarcosinatesarcosinates
Amidosulfobetaineamidosulphobetaines
Sulfosuccinatesulfosuccinates
Sulfobernsteinsäurehalbestersulfosuccinic
Alkylethercarboxylatealkyl ether
Eiweiß-Fettsäure-KondensateProtein-fatty acid condensates
Alkylbetaine und AmidobetaineAlkyl betaines and amido betaines
Fettsäurealkanolamidefatty acid
Polyglycolether-DerivatePolyglycol ether derivatives
Kosmetische Zubereitungen, die kosmetische Reinigungszubereitungen für die Haut darstellen, können in flüssiger oder fester Form vorliegen. Sie enthalten neben erfindungsgemäß verwendeten Wirkstoffkombinationen vorzugsweise mindestens eine anionische, nichtionische oder amphotere oberflächenaktive Substanz oder Gemische daraus, ge- wünschtenfalls einen oder mehrere Elektrolyten und Hilfsmittel, wie sie üblicherweise dafür verwendet werden. Die oberflächenaktive Substanz kann in einer Konzentration zwischen 1 und 94 Gew.-% in den Reinigungszubereitungen vorliegen, bezogen auf das Gesamtgewicht der Zubereitungen.Cosmetic preparations, which are cosmetic cleaning preparations for the skin, can be in liquid or solid form. In addition to active ingredient combinations used according to the invention, they preferably contain at least one anionic, nonionic or amphoteric surface-active substance or mixtures thereof, if desired one or more electrolytes and auxiliaries, as are usually used for this. The surface-active substance can be present in the cleaning preparations in a concentration between 1 and 94% by weight, based on the total weight of the preparations.
Kosmetische Zubereitungen, die ein Shampoonierungsmittel darstellen, enthalten neben einem wirksamen Gehalt an erfindungsgemäßem Wirkstoff vorzugsweise mindestens eine anionische, nicht-ionische oder amphotere oberflächenaktive Substanz oder Gemische daraus, gegebenenfalls einen erfindungsgemäßes Elektrolyten und Hilfsmittel, wie sie üblicherweise dafür verwendet werden. Die oberflächenaktive Substanz kann in einer Konzentration zwischen 1 Gew.-% und 94 Gew.-% in dem Shampoonierungsmittel vorliegen.In addition to an effective content of the active ingredient according to the invention, cosmetic preparations which are a shampooing agent preferably contain at least one anionic, nonionic or amphoteric surface-active substance or mixtures thereof, optionally an electrolyte and auxiliary according to the invention, as are usually used therefor. The surface-active substance can be present in the shampoo in a concentration between 1% by weight and 94% by weight.
Die Zusammensetzungen gemäß der Erfindung enthalten außer gegebenenfalls den vorgenannten Tensiden Wasser und gegebenenfalls die in der Kosmetik üblichen Zusatzstoffe, beispielsweise Parfüm, Verdicker, Farbstoffe, Desodorantien, antimikrobielle Stoffe, rückfettende Agentien, Komplexierungs- und Sequestrierungsagentien, Perlglanzagentien, Pflanzenextrakte, Vitamine, Wirkstoffe und dergleichen. Die vorliegende Erfindung umfaßt auch ein kosmetisches Verfahren zum Schütze der Haut und der Haare vor oxidativen bzw. photooxidativen Prozessen, das dadurch gekennzeichnet ist, daß man ein kosmetisches Mittel, welches eine wirksame Konzentration an erfindungsgemaß verwendeten Wirkstoffkombinationen enthält, in ausreichender Menge auf die Haut oder Haare aufbringt.In addition to the aforementioned surfactants, the compositions according to the invention contain water and, if appropriate, the additives customary in cosmetics, for example perfume, thickeners, dyes, deodorants, antimicrobial substances, lipid-replenishing agents, complexing and sequestering agents, pearlescent agents, plant extracts, vitamins, active substances and the like , The present invention also includes a cosmetic process for protecting the skin and hair from oxidative or photooxidative processes, which is characterized in that a cosmetic agent which contains an effective concentration of active compound combinations used according to the invention is applied to the skin in sufficient amounts or Hair.
Vorzugsweise beträgt die Menge an erfindungsgemäß verwendeten Wirkstoffkombinationen in diesen Zubereitungen 0,1 - 20 Gew.-%, bevorzugt 0,5 - 10 Gew.-%, insbesondere 1 ,0 - 5,0 Gew.-%, bezogen auf das Gesamtgewicht der Zubereitungen.The amount of active compound combinations used according to the invention in these preparations is preferably 0.1-20% by weight, preferably 0.5-10% by weight, in particular 1.0-0.5% by weight, based on the total weight of the preparations.
Gegenstand der Erfindung ist auch das Verfahren zur Herstellung der erfindungsgemäßen kosmetischen Mittel, das dadurch gekennzeichnet ist, daß man in an sich bekannter Weise erfindungsgemäßen Wirkstoffkombinationen in kosmetische und dermatologische Formulierungen einarbeitet.The invention also relates to the process for the preparation of the cosmetic compositions according to the invention, which is characterized in that active ingredient combinations according to the invention are incorporated into cosmetic and dermatological formulations in a manner known per se.
Die nachfolgenden Beispiele sollen die vorliegende Erfindung verdeutlichen, ohne sie einzuschränken. Alle Mengenangaben, Anteile und Prozentanteile sind, soweit nicht anders angegeben, auf das Gewicht und die Gesamtmenge bzw. auf das Gesamtgewicht der Zubereitungen bezogen. Der Retinol-γ-Cyclodextrin-Komplex ist gemäß der Offenbarung in EP 867 175 erhältlich. The following examples are intended to illustrate the present invention without restricting it. Unless otherwise stated, all quantities, parts and percentages are based on the weight and the total amount or on the total weight of the preparations. The retinol-γ-cyclodextrin complex is available according to the disclosure in EP 867 175.
Beispiel 1 (O/W-Creme):Example 1 (O / W cream):
Gew.-%Wt .-%
Glycerylstearatcitrat 2,00Glyceryl stearate citrate 2.00
Stearylalkohol 5,00Stearyl alcohol 5.00
Caprylsäure/Caprinsäuretriglyceride 4,00Caprylic acid / Capric acid triglycerides 4.00
Octyldodecanol 5,00Octyldodecanol 5.00
Glycerin 3,00Glycerin 3.00
Carbomer 0,10Carbomer 0.10
Retinol (γ-Cyclodextrin-Komplex) 0,10Retinol (γ-cyclodextrin complex) 0.10
BHT 0,05BHT 0.05
Tocopherol 0,02 EDTA 0,20Tocopherol 0.02 EDTA 0.20
Natriumhydroxid q.s.Sodium hydroxide q.s.
Konservierung q.s.Conservation q.s.
Parfüm q.s.Perfume q.s.
Wasser,demineralisiert ad 100,00 pH-Wert eingestellt auf 6,0 Water, demineralized ad 100.00 pH adjusted to 6.0
Beispiel 2 (O/W-Creme):Example 2 (O / W cream):
Gew -%Wt%
Glycerylstearatcitrat 3,00Glyceryl stearate citrate 3.00
Cetylstearylalkohol 3,00Cetylstearyl alcohol 3.00
Paraffinol 2,00Paraffinol 2.00
Caprylsaure-/Capπnsauretπglyceπde 4,00Caprylic acid / Capπnsauretπglyceπde 4.00
Dicaprylylether 2,00Dicaprylyl ether 2.00
Xanthangummi 0,10Xanthan gum 0.10
Citronensaure 0,10Citric acid 0.10
Natπumcitrat 0,20Sodium citrate 0.20
Retinol (γ-Cyclodextπn-Komplex) 0,05Retinol (γ-cyclodextine complex) 0.05
Glycerin 3,00Glycerin 3.00
Konservierung q sConservation q p
Parfüm q.sPerfume q.s
Wasser ad 100,00 pH-Wert eingestellt auf 5,5 Water ad 100.00 pH adjusted to 5.5

Claims

Patentansprücheclaims
1 Kombinationen aus1 combinations of
(a) einem oder mehreren partiell neutralisierten Estern von Monoglycenden und/oder Diglyceriden gesättigter Fettsauren mit Citronensaure(a) one or more partially neutralized esters of monoglycends and / or diglycerides of saturated fatty acids with citric acid
(b) Einschlußverbindungen von Cyclodextrinen und einem oder mehreren Retinoiden, insbesondere Retinol(b) Inclusion compounds of cyclodextrins and one or more retinoids, especially retinol
2 Kombinationen nach Anspruch 1 , dadurch gekennzeichnet, daß als partiell neutralisierter Ester von Monoglycenden und/oder Diglyceπden gesättigter Fettsauren mit Citronensaure das Glycerylstearatcitrat gewählt wird2 combinations according to claim 1, characterized in that the glyceryl stearate citrate is chosen as partially neutralized ester of monoglycends and / or diglycides of saturated fatty acids with citric acid
3 Kombinationen nach Anspruch 1 , dadurch gekennzeichnet daß als Einschlußverbindungen von Cyclodextnnen und einem oder mehreren Retinoiden ein Retinol-γ-Cyciodextπn-Komplex gewählt wird3 combinations according to claim 1, characterized in that a retinol-γ-cyciodextπn complex is chosen as inclusion compounds of cyclodextents and one or more retinoids
4 Kosmetische oder dermatologische OI-ιn-Wasser-Emulsιon, enthaltend Kombinationen nach einem der Ansprüche 1 - 34 Cosmetic or dermatological oil-in-water emulsions containing combinations according to one of claims 1-3
5 OI-ιn-Wasser-Emulsιon nach Anspruch 4, dadurch gekennzeichnet, daß der oder die partiell neutralisierten Ester von Monoglycenden und/oder Diglyceπden gesättigter Fettsauren mit Citronensaure in kosmetischen oder topischen dermatologischen Zubereitungen in Konzentrationen von 0,1 - 20 Gew -%, bevorzugt 0,5 - 10 Gew -%, insbesondere 1,0 - 5,0 Gew -% bezogen auf das Gesamtgewicht der Zubereitungen, vorliegt 5 OI-water emulsions according to claim 4, characterized in that the or the partially neutralized esters of monoglycends and / or diglycides saturated fatty acids with citric acid in cosmetic or topical dermatological preparations in concentrations of 0.1-20% by weight, preferably 0.5-10% by weight, in particular 1.0-5.0% by weight, based on the total weight of the preparations, is present
EP00962463A 1999-09-13 2000-09-09 Combinations of active agents, said combinations consisting of surface-active citric acid esters and host-guest complexes of cyclodextrins and retinoids, as well as cosmetic and dermatological preparations with a content of said mixtures Withdrawn EP1212036A1 (en)

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DE19943678 1999-09-13
DE19943678A DE19943678A1 (en) 1999-09-13 1999-09-13 Active substance combinations of surface-active citric acid esters and inclusion compounds of cyclodextrins and retinoids and cosmetic and dermatological preparations containing such mixtures
PCT/EP2000/008820 WO2001019332A1 (en) 1999-09-13 2000-09-09 Combinations of active agents, said combinations consisting of surface-active citric acid esters and host-guest complexes of cyclodextrins and retinoids, as well as cosmetic and dermatological preparations with a content of said mixtures

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Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10031324A1 (en) * 2000-07-03 2002-01-17 Henkel Kgaa Stabilized cosmetic agent
DE10129973A1 (en) * 2001-06-21 2003-01-02 Beiersdorf Ag Cosmetic or dermatological impregnated wipes
DE10146802A1 (en) * 2001-09-22 2003-04-24 Beiersdorf Ag Cosmetic or dermatological formulation, used for treating skin damaged by aging and UV radiation and for refatting, contains retinoid, ubiquinone (derivative) and nitrogenous vitamin comprising biotin, carnitine and/or derivative
DE10151245A1 (en) * 2001-10-17 2003-05-15 Beiersdorf Ag Cosmetic and / or dermatological combination of active ingredients
FR2835434B1 (en) * 2002-02-01 2006-03-03 Lvmh Rech COSMETIC OR DERMATOLOGICAL USE OF VITAMIN A OR ITS ESTERS, IN ASSOCIATION WITH A PARTIALLY METHYLATED BETA-CYCLODEXTRIN
DE10224298A1 (en) * 2002-05-31 2003-12-18 Beiersdorf Ag Combinations of cyclodextrins, retinoids and/or bioquinones and selected polymers useful in cosmetic or dermatological compositions
DE10239647A1 (en) * 2002-08-29 2004-03-11 Beiersdorf Ag Cosmetic and/or dermatological oil/water emulsion, useful as cleanser and care formulation for skin, hair and nails, contains aqueous phase, unpolar to medium polar oil and cyclodextrin derivative
US20040191207A1 (en) * 2003-03-31 2004-09-30 Lipari John M. Alpha-hydroxy acid ester drug delivery compositions and methods of use
DE10331760A1 (en) * 2003-06-26 2005-01-20 Symrise Gmbh & Co. Kg O / W emulsifier, O / W emulsion and their uses
EP1593371B1 (en) * 2004-05-05 2011-08-24 Unilever N.V. Acid buffered skin or hair care composition
US20060165739A1 (en) * 2005-01-06 2006-07-27 Mary Kay Inc. Alcohol-free microemulsion composition
DE102008022041A1 (en) * 2008-04-29 2009-11-05 Coty Prestige Lancaster Group Gmbh Cosmetic product with delayed retinol release
KR20150061655A (en) * 2012-10-02 2015-06-04 알러간, 인코포레이티드 Dermal filler hydrogels with vitamin a/cyclodextrin inclusion complexes
CH714167B1 (en) 2018-02-01 2019-03-15 La Prairie Group Ag Active substance complex for cosmetic preparations.
EP4291152A1 (en) * 2021-03-29 2023-12-20 Firmenich SA Pickering emulsions stabilized by cyclodextrin

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1437366A (en) * 1963-03-11 1966-05-06 Soap, cosmetic and similar products
US4371673A (en) * 1980-07-21 1983-02-01 The United States Of America As Represented By The Secretary Of The Department Of Health And Human Services Water soluble forms of retinoids
GB8910069D0 (en) * 1989-05-03 1989-06-21 Janssen Pharmaceutica Nv Method of topically treating acne vulgaris
FR2647015B1 (en) * 1989-05-17 1994-05-06 Cird AQUEOUS GEL BASED ON RETINOIC ACID AND ITS USE IN HUMAN MEDICINE AND COSMETICS
US5118507A (en) * 1991-06-25 1992-06-02 Elizabeth Arden Co., Division Of Conopco, Inc. Silicone based cosmetic composition
WO1994001074A1 (en) * 1992-07-13 1994-01-20 Shiseido Company, Ltd. Composition for dermatologic preparation
JPH0632774A (en) * 1992-07-13 1994-02-08 Shiseido Co Ltd Stabilization of vitamin a
DE19713092A1 (en) * 1997-03-27 1998-10-01 Wacker Chemie Gmbh Complexes of gamma-cyclodextrin and retinol or retinol derivatives, as well as processes for their preparation and their use
DE19802206A1 (en) * 1998-01-22 1999-07-29 Beiersdorf Ag Stable cosmetic or dermatological composition with low viscosity

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO0119332A1 *

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