US20050058679A1 - Preparation containing diol - Google Patents

Preparation containing diol Download PDF

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Publication number
US20050058679A1
US20050058679A1 US10/915,143 US91514304A US2005058679A1 US 20050058679 A1 US20050058679 A1 US 20050058679A1 US 91514304 A US91514304 A US 91514304A US 2005058679 A1 US2005058679 A1 US 2005058679A1
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Prior art keywords
formulation
cosmetic
group
weight
methyl
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Rainer Kropke
Jens Nielsen
Kathrin Wolter
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Beiersdorf AG
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Beiersdorf AG
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Assigned to BEIERSDORF AG reassignment BEIERSDORF AG ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: NIELSEN, JENS, KROPKE, RAINER, WOLTER, KATHRIN
Publication of US20050058679A1 publication Critical patent/US20050058679A1/en
Priority to US11/467,404 priority Critical patent/US8779007B2/en
Priority to US14/293,312 priority patent/US20140301998A1/en
Abandoned legal-status Critical Current

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    • 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
    • A61K8/34Alcohols
    • A61K8/345Alcohols containing more than one hydroxy group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/0012Galenical forms characterised by the site of application
    • A61K9/0014Skin, i.e. galenical aspects of topical compositions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • A61P17/16Emollients or protectives, e.g. against radiation
    • 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
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/007Preparations for dry 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
    • A61K2800/59Mixtures
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/08Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
    • A61K47/10Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers

Definitions

  • the present invention relates to cosmetic or dermatological formulations comprising one or more polyols in a concentration of 0.1 to 20% by weight, one or more diols from the group consisting of 2-methyl-1,3-propanediol, pentanediol, hexanediol in a concentration of 0.1 to 25% by weight, in each case based on the total weight of the formulation, and the use thereof.
  • the skin is the largest organ of humans. Its many functions (for example for regulation of heat and as a sense organ) include the barrier function, which prevents the skin (and therefore in the end the entire organism) from drying out, certainly the most important. At the same time, the skin acts as a protective device against penetration and uptake of substances from the outside. This barrier function is effected through the epidermis, which as the outermost layer forms the actual protective covering against the environment. With about one tenth of the total thickness, at the same time it is the thinnest layer of the skin.
  • the task of cosmetic skin care is to strengthen or re-establish the natural function of the skin as a barrier against environmental influences (for example dirt, chemicals, microorganisms) and against the loss of endogenous substances (for example water, natural fats, electrolytes).
  • environmental influences for example dirt, chemicals, microorganisms
  • endogenous substances for example water, natural fats, electrolytes
  • the aim of skin care is furthermore to compensate for the loss of fats by the skin caused by daily washing. This is important precisely if the natural capacity for regeneration is not sufficient.
  • a central task of skin care is moisturizing of the skin.
  • the moisture content of the skin has an important influence on its appearance and its state of health: the higher the water loss, the rougher and more friable the skin becomes. Its elasticity and plasticity decrease, and its intactness is no longer guaranteed.
  • moisturizing substances moisturesturizers
  • Conventional skin moisturizers which are employed in almost all cosmetic and dermatological formulations, include the polyols, such as glycerol and sorbitol.
  • other compounds are also employed, such as ethoxylated polyols and hydrolyzed proteins.
  • Components of the natural moisturizing factor of the skin are moreover used.
  • a great disadvantage of the prior art is the adverse sensory properties of cosmetic or dermatological formulations which comprise polyol-containing moisturizing agents. As a rule, these feel tacky and greasy on the skin and make the corresponding products unattractive to the consumer. To suppress these negative properties, expensive silicone oils and lipids, which increase the preparation costs of the cosmetic/dermatological compositions, must be added the formulations.
  • the object of the present invention to eliminate this disadvantage of the prior art and to develop inexpensive cosmetic or dermatological formulations with significantly improved sensory properties.
  • the formulations should not feel tacky.
  • the content of silicone oils and other lipids which reduce the tackiness should be reduced.
  • Cosmetic and dermatological formulations are employed and consumed by consumers worldwide in the most diverse climate zones. Since the development of cosmetics or dermatological agents is quite involved and expensive, attempts are increasingly being made to develop recipes which can be employed globally under the most diverse climate conditions. However, the heat stability of these highly complex metastable mixtures is relatively limited. At low temperatures of below 5° C. their viscosity increases so severely that the formulations can scarcely still be used or processed. The products also tend towards separating out of water and phase separation at low temperatures and with relatively wide variations in temperature, such as may occur, for example, during transportation.
  • the formulations according to the invention are distinguished by a high heat stability and low viscosity at low temperatures. Furthermore, they have excellent sensory properties, such as a low feeling of tackiness on the skin.
  • polystyrene resin it is advantageous according to the invention to employ the polyols in a concentration of 0.1 to 20% by weight, and in particular 1 to 15% by weight, based on the total weight of the formulation.
  • the polyols which are particularly preferred according to the invention are glycerol, propylene glycol and butylene glycol.
  • diols in a concentration of 1 to 15% by weight, and in particular 3 to 8% by weight, based on the total weight of the formulation.
  • the ratio of polyols to diols in the cosmetic or dermatological formulations according to the invention is from 5:1 to 1:5, in particular 3:1 to 1:3, and very particularly preferably 2:1 to 1:1.
  • 2-methyl-1,3-propanediol is employed as a diol which is particularly preferred according to the invention.
  • 2-Methyl-1,3-propanediol [INCI: Methyl Propanediol, for example MPDiol (Lyondell)] is an odorless moisturizing agent having the following structure:
  • the formulations in the context of the present invention can preferably additionally comprise, in addition to one or more oily phases, one or more aqueous phases and can be, for example, in the form of W/O, O/W, W/O/W or O/W/O emulsions.
  • Such formulations can preferably also be a microemulsion, a solids emulsion (i.e. an emulsion which is stabilized by solids, for example a Pickering emulsion), a sprayable emulsion or a hydrodispersion.
  • Advantageous embodiments of the formulations according to the invention are, for example, ointments, creams and lotions.
  • formulations in the context of the present invention can furthermore also be anhydrous systems (powders, oils or wax sticks) or oil-free systems (aqueous, aqueous/alcoholic or only alcoholic solutions).
  • oil-free systems aqueous, aqueous/alcoholic or only alcoholic solutions.
  • the particular corresponding emulsifiers can be employed for this purpose.
  • the cosmetic or dermatological formulations according to the invention can comprise cosmetic auxiliaries such as are conventionally used in such formulations, for example emulsifiers, preservatives, preservation aids, bactericides, UV light protection filters, perfumes, agents which bleach the skin, self-tanning agents, repellants, substances for preventing foaming, dyestuffs, pigments which have a coloring action or act as UV light protection filters, thickeners, further moisturizing and/or moisture-retaining substances, fillers which improve the sensation on the skin, fats, oils, waxes or other conventional constituents of a cosmetic or dermatological formulation, such as alcohols, polymers, foam stabilizers, electrolytes, organic solvents or silicone derivatives.
  • cosmetic auxiliaries such as are conventionally used in such formulations, for example emulsifiers, preservatives, preservation aids, bactericides, UV light protection filters, perfumes, agents which bleach the skin, self-tanning agents, repellants, substances for preventing foaming, dyestuff
  • the aqueous phase of the formulations according to the invention can advantageously comprise conventional cosmetic auxiliaries, such as, for example, alcohols, in particular those of low C number, preferably ethanol or isopropanol, further diols or polyols of low C number and ethers thereof, preferably ethylene glycol, ethylene glycol monoethyl or monobutyl ether, propylene glycol monomethyl, monoethyl or monobutyl ether, diethylene glycol monomethyl or monoethyl ether and analogous products, polymers, foam stabilizers, electrolytes, dihydroxyacetone and, in particular, one or more thickeners, which can advantageously be chosen from the group consisting of silicon dioxide, aluminum silicates, polysaccharides or derivatives thereof, for example hyaluronic acid, xanthan gum, hydroxypropylmethylcellulose, particularly advantageously from the group consisting of polyacrylates, preferably a polyacrylate from the group consisting of the so-called Carbopols
  • Copolymers of C 10-30 -alkyl acrylates and one or more monomers of acrylic acid, methacrylic acid or esters thereof are furthermore advantageous.
  • the ammonium acryloyldimethyltaurate/Vinylpyrrolidone copolymer(s) advantageously have the empirical formula [C 7 H 16 N 2 SO 4 ] n [C 6 H 9 NO] m , corresponding to a statistical structure as follows Preferred species in the context of the present invention are filed in the Chemical Abstracts under Registry Numbers 58374-69-9, 13162-05-5 and 88-12-0 and are obtainable under the trade name Aristoflex® AVC from Clariant GmbH.
  • Copolymers/crosspolymers comprising Acryloyldimethyl Taurate, such as, for example, Simugel® EG or Simugel® EG from Seppic S.A. are furthermore advantageous.
  • thickeners which are advantageously to be used according to the invention are also polyurethanes which are soluble or dispersible in water.
  • Polyurethane-1 or polyurethane-4, for example, are advantageous in the context of the present invention.
  • Particularly advantageous polyurethanes in the context of the present invention are the types available under the trade name AvalureTM UR from B. F. Goodrich Company, such as, for example, AvalureTM UR 445, AvalureTM UR 450 and the like.
  • the polyurethane obtainable under the trade name Luviset Pur from BASF is furthermore advantageous in the context of the present invention.
  • the cosmetic or dermatological formulations according to the invention can furthermore advantageously, although not necessarily, comprise fillers, which for example further improve the sensory and cosmetic properties of the formulations and, for example, cause or intensify a velvety or silky sensation on the skin.
  • fillers in the context of the present invention are starch and starch derivatives (such as for example tapioca starch, distarch phosphate, aluminum or sodium starch octenyl succinate and the like), pigments which have neither a chiefly UV filter nor a coloring action (such as for example boron nitride etc.) and Aerosils® (CAS no. 7631-86-9).
  • the oily phase of the cosmetic or dermatological formulations according to the invention is advantageously chosen from the group consisting of polar oils, for example from the group consisting of lecithins and fatty acid triglycerides, namely the triglycerol esters of saturated or unsaturated, branched or unbranched alkanecarboxylic acids of a chain length of 8 to 24, in particular 12 to 18 C atoms.
  • polar oils for example from the group consisting of lecithins and fatty acid triglycerides, namely the triglycerol esters of saturated or unsaturated, branched or unbranched alkanecarboxylic acids of a chain length of 8 to 24, in particular 12 to 18 C atoms.
  • the fatty acid triglycerides can advantageously be chosen, for example, from the group consisting of synthetic, semi-synthetic and naturally occurring oils, such as for example coco-glyceride, olive oil, sunflower oil, soya oil, groundnut oil, rapeseed oil, almond oil, palm oil, coconut oil, castor oil, wheat germ oil, grape seed oil, thistle oil, evening primrose oil, macadamia nut oil and more of the like.
  • synthetic, semi-synthetic and naturally occurring oils such as for example coco-glyceride, olive oil, sunflower oil, soya oil, groundnut oil, rapeseed oil, almond oil, palm oil, coconut oil, castor oil, wheat germ oil, grape seed oil, thistle oil, evening primrose oil, macadamia nut oil and more of the like.
  • Naturally occurring waxes of animal and plant origin for example are furthermore advantageous according to the invention, such as, for example, beeswax and other insect waxes and berry wax, shea butter and lanolin (wool wax).
  • polar oil components can furthermore be chosen in the context of the present invention from the group consisting of esters of saturated or unsaturated, branched or unbranched alkanecarboxylic acids of a chain length of 3 to 30 C atoms and saturated or unsaturated, branched or unbranched alcohols of a chain length of 3 to 30 C atoms and from the group consisting of esters of aromatic carboxylic acids and saturated or unsaturated, branched or unbranched alcohols of a chain length of 3 to 30 C atoms.
  • ester oils can then advantageously be chosen from the group consisting of octyl palmitate, octyl cocoate, octyl isostearate, octyl dodeceylmyristate, octyldodecanol, cetearyl isononanoate, isopropyl myristate, isopropyl palmitate, isopropyl stearate, isopropyl oleate, n-butyl stearate, n-hexyl laurate, n-decyl oleate, isooctyl stearate, isononyl stearate, isononyl isononanoate, 2-ethylhexyl palmitate, 2-ethylhexyl laurate, 2-hexyldecyl stearate, 2-octyldodecyl palmitate, stearyl heptanoate
  • the oily phase can furthermore advantageously be chosen from the group consisting of dialkyl ethers and dialkyl carbonates, and advantageous compounds are for example dicaprylyl ether (Cetiol OE) and dicaprylyl carbonate, for example that obtainable under the trade name Cetiol CC from Cognis.
  • advantageous compounds are for example dicaprylyl ether (Cetiol OE) and dicaprylyl carbonate, for example that obtainable under the trade name Cetiol CC from Cognis.
  • oil component(s) from the group consisting of isoeicosane, neopentylglycol diheptanoate, propylene glycol dicaprylate/dicaprate, caprylic/capric/diglyceryl succinate, butylene glycol dicaprylate/dicaprate, coco-glycerides (for example Myritol® 331 from Henkel), C 12-13 -alkyl lactate, di-C 12-13 -alkyl tartrate, triisostearin, dipentaerythrityl hexacaprylate/hexacaprate, propylene glycol monoisostearate, tricaprylin, dimethyl isosorbide. It is particularly advantageous if the oily phase of the formulations according to the invention has a content of C 12-15 -alkyl benzoate, or consists entirely of this.
  • Advantageous oil components are furthermore for example butyloctyl salicylate (for example that obtainable under the trade name Hallbrite BHB from CP Hall), hexadecyl benzoate and butyloctyl benzoate and mixtures thereof (Hallstar AB) and diethylhexyl naphthalate (Hallbrite TQ from CP Hall or Corapan®TQ from Haarmann & Reimer).
  • butyloctyl salicylate for example that obtainable under the trade name Hallbrite BHB from CP Hall
  • hexadecyl benzoate and butyloctyl benzoate and mixtures thereof Hallstar AB
  • diethylhexyl naphthalate Hallbrite TQ from CP Hall or Corapan®TQ from Haarmann & Reimer
  • the oily phase can furthermore likewise advantageously also comprise non-polar oils, for example those which are chosen from the group consisting of branched and unbranched hydrocarbons and hydrocarbon waxes, in particular mineral oil, Vaseline (petrolatum), paraffin oil, squalane and squalene, polyolefins, hydrogenated polyisobutenes and isohexadecane.
  • non-polar oils for example those which are chosen from the group consisting of branched and unbranched hydrocarbons and hydrocarbon waxes, in particular mineral oil, Vaseline (petrolatum), paraffin oil, squalane and squalene, polyolefins, hydrogenated polyisobutenes and isohexadecane.
  • polyolefins polydecenes are the preferred substances.
  • the oily phase can furthermore advantageously have a content of cyclic or linear silicone oils or consist entirely of such oils, although it is preferable to use an additional content of other oily phase components in addition to the silicone oil or the silicone oils.
  • Silicone oils are high molecular weight synthetic polymeric compounds in which silicon atoms are linked in a chain- or net-like manner via oxygen atoms and the remaining valencies of the silicon are satisfied by hydrocarbon radicals (usually methyl groups, less frequently ethyl, propyl, phenyl groups and the like).
  • the silicone oils are systematically called polyorganosiloxanes.
  • the methyl-substituted polyorganosiloxanes, which represent the most important compounds of this group in terms of amount, are distinguished by the following structural formula are also called polydimethylsiloxane or dimethicone (INCI). There are dimethicones in various chain lengths and with various molecular weights.
  • Particularly advantageous polyorganosiloxanes in the context of the present invention are, for example, dimethylpolysiloxanes [poly(dimethylsiloxane)], which are obtainable, for example, under the trade names Abil 10 to 10 000 from Th. Goldschmidt.
  • Phenylmethylpolysiloxanes (INCI: Phenyl Dimethicone, Phenyl Trimethicone) cyclic silicones (octamethylcyclotetrasiloxane or decamethylcyclopentasiloxane), which according to the INCI are also called Cyclomethicone, amino-modified silicones (INCI: Amodimethicone) and silicone waxes, for example polysiloxane/polyalkylene copolymers (INCI: Stearyl Dimethicone and Cetyl Dimethicone) and dialkoxydimethylpolysiloxanes (Stearoxy Dimethicone and Behenoxy Stearyl Dimethicone), which are obtainable as various Abil wax types from Th.
  • Goldschmidt are furthermore advantageous.
  • other silicone oils are also advantageously to be used in the context of the present invention, for example cetyldimethicone, hexamethylcyclotrisiloxane, polydimethylsiloxane, poly(methylphenylsiloxane).
  • Advantageous preservatives in the context of the present invention are, for example, agents which split off formaldehyde (such as for example DMDM hydantoin, which is obtainable, for example, under the trade name GlydantTM from Lonza), iodopropyl butyl carbamates (for example those obtainable under the trade names Glydant-2000, Glycacil-L, Glycacil-S from Lonza or Dekaben LMB from Jan Dekker), parabens (i.e. p-hydroxybenzoic acid alkyl esters, such as methyl, ethyl, propyl or butyl paraben), phenoxyethanol, ethanol, benzoic acid and more of the like.
  • the preservation system furthermore advantageously also conventionally comprises, according to the invention, preservation aids, such as, for example, ethylhexyloxyglycerol, glycine soya etc.
  • compositions are furthermore obtained if antioxidants are employed as additives or active compounds.
  • the formulations advantageously comprise one or more antioxidants. All the antioxidants which are suitable or usual for cosmetic or dermatological uses can be used as antioxidants which are favorable but nevertheless optionally to be used.
  • Water-soluble antioxidants such as, for example, vitamins, for example ascorbic acid and derivatives thereof, can be particularly advantageously employed in the context of the present invention.
  • Preferred antioxidants are furthermore vitamin E and derivatives thereof and vitamin A and derivatives thereof.
  • the amount of antioxidants (one or more compounds) in the formulations is preferably 0.001 to 30 wt. %, particularly preferably 0.05 to 20 wt. %, in particular 0.1 to 10 wt. %, based on the total weight of the formulation.
  • vitamin E and/or derivatives thereof are the antioxidant(s)
  • vitamin A or vitamin A derivatives or carotenes or derivatives thereof are the antioxidant(s)
  • cosmetic or dermatological formulations according to the present invention comprise cosmetic or dermatological active compounds, preferred active compounds being antioxidants which can protect the skin from oxidative stress.
  • active compounds in the context of the present invention are naturally occurring active compounds and derivatives thereof, such as for example alpha-liponic acid, phytoene, D-biotin, coenzyme Q10, alpha-glucosylrutin, carnitine, carnosine, naturally occurring or synthetic isoflavonoids, creatine, taurine and/or ⁇ -alanine.
  • Recipes according to the invention which for example comprise known antiwrinkling active compounds, such as flavone glycosides (in particular ⁇ -glycosylrutin), coenzyme Q10, vitamin E and derivatives and the like, are particularly advantageously suitable for the prophylaxis and treatment of cosmetic or dermatological skin changes, such as occur for example during ageing of the skin (such as, for example, dryness, roughness and development of dryness wrinkles, itching, reduced re-oiling (for example after washing), visible dilations of vessels (telangiectases, cuperosis), flaccidity and the development of folds and wrinkles, local hyper-, hypo- and dyspigmentations (for example senile keratosis), increased susceptibility to mechanical stress (for example chapping) and the like).
  • known antiwrinkling active compounds such as flavone glycosides (in particular ⁇ -glycosylrutin), coenzyme Q10, vitamin E and derivatives and the like
  • Cosmetic or dermatological formulations in the context of the present invention can advantageously comprise at least one UV-A, UV-B and/or broad-band filter substance.
  • the formulations may, although not necessarily, optionally also comprise further organic or inorganic pigments as UV filter substances, which can be present in the aqueous and/or the oily phase.
  • UV filter substances which are liquid at room temperature and are particularly advantageous in the context of the present invention are homomenthyl salicylate (INCI: Homosalate), 2-ethylhexyl 2-cyano-3,3-diphenylacrylate (INCI: Octocrylene), 2-ethylhexyl 2-hydroxybenzoate (2-ethylhexyl salicylate, octyl salicylate, INCI: Octyl Salicylate) and esters of cinnamic acid, preferably 4-methoxycinnamic acid (2-ethylhexyl) ester (2-ethylhexyl 4-methoxycinnamate, INCI: Octyl Methoxycinnamate) and 4-methoxycinnamic acid isopentyl ester (isopentyl 4-methoxycinnamate, INCI: Isoamyl p-Methoxycinnamate).
  • UV-A filter substances in the context of the present invention are dibenzoylmethane derivatives, in particular 4-(tert-butyl)-4′-methoxydibenzoylmethane (CAS no. 70356-09-1), which is sold by Givaudan under the trademark Parsol® 1789 and by Merck under the trade name Eusolex® 9020.
  • UV filter substances in the context of the present invention are sulphonated, water-soluble UV filters, such as for example:
  • Advantageous UV filter substances in the context of the present invention are furthermore so-called broad-band filters, i.e. filter substances which absorb both UV-A and UV-B radiation.
  • Advantageous broad-band filters or UV-B filter substances are, for example, triazine derivatives, such as for example
  • the further UV filter substances can be oil-soluble or water-soluble.
  • Advantageous oil-soluble UV-B and/or broad-band filter substances in the context of the present invention are for example:
  • Further light protection filter substances which are advantageously to be used according to the invention are ethylhexyl 2-cyano-3,3-diphenylacrylate (octocrylene), which is obtainable from BASF under the name Uvinul® N 539, and hydroxybenzophenones, such as 2-(4′-(diethylamino)-2′-hydoxybenzoyl)-benzoic acid hexyl ester.
  • octocrylene ethylhexyl 2-cyano-3,3-diphenylacrylate
  • hydroxybenzophenones such as 2-(4′-(diethylamino)-2′-hydoxybenzoyl)-benzoic acid hexyl ester.
  • Particularly advantageous formulations in the context of the present invention which are distinguished by a high or very high UV-A and/or UV-B protection preferably furthermore comprise, in addition to the filter substance(s) according to the invention, further UV-A and/or broad-band filters, in particular dibenzoylmethane derivatives [for example 4-(tert-butyl)-4′-methoxydibenzoylmethane], phenylene-1,4-bis-(2-benzimidazyl)-3,3′-5,5′-tetrasulphonic acid and/or its salts, 1,4-di(2-oxo-10-sulpho-3-bornylidenemethyl)-benzene and/or salts thereof and/or 2,4-bis- ⁇ [4-(2-ethylhexyloxy)-2-hydroxy]-phenyl ⁇ -6-(4-methoxyphenyl)-1,3,5-triazine, in each case individually or in any desired combinations with one another.
  • UV filters mentioned which can be employed in the context of the present invention is of course not intended to be limiting.
  • the formulations according to the invention advantageously comprise the substances which absorb UV radiation in the UV-A and/or UV-B range in a total amount of for example 0.1 wt. % to 30 wt. %, preferably 0.5 to 20 wt. %, in particular 1.0 to 15.0 wt. %, in each case based on the total weight of the formulations, in order to provide cosmetic formulations which protect the hair or the skin from the entire range of ultraviolet radiation.
  • Preferred further inorganic pigments are metal oxides or other metal compounds which are sparingly soluble or insoluble in water, in particular oxides of titanium (TiO 2 ), zinc (ZnO), iron (for example Fe 2 O 3 ), zirconium (ZrO 2 ), silicon (SiO 2 ), manganese (for example MnO), aluminum (Al 2 O 3 ), cerium (for example Ce 2 O 3 ), mixed oxides of the corresponding metals and blends of such oxides as well as barium sulphate (BaSO 4 ).
  • the pigments can advantageously also be used in the form of commercially obtainable oily or aqueous predispersions.
  • Dispersing auxiliaries and/or solubilization mediators can advantageously be added to these predispersions.
  • the pigments can advantageously be treated on the surface (“coated”), whereby, for example, a hydrophilic, amphiphilic or hydrophobic character is to be formed or retained.
  • This surface treatment can comprise providing the pigments with a thin hydrophilic or hydrophobic inorganic or organic layer by processes known per se.
  • the various surface coatings can also comprise water in the context of the present invention.
  • film-forming agents may furthermore be of advantage, where appropriate, to incorporate film-forming agents into the formulations according to the invention, for example in order to improve the water-resistance of the formulations or to increase the UV protection performance (UV-A and/or UV-B boosting).
  • Both water-soluble or dispersible and fat-soluble film-forming agents are suitable.
  • polyurethanes for example the Avalure® types from Goodrich
  • Dimethicone Copolyol Polyacrylate Siliconsoft Surface® from Witco Organo Silicones Group
  • Luviscol VA 64 Powder from BASF etc.
  • Advantageous fat-soluble film-forming agents are for example the film-forming agents from the group consisting of polymers based on polyvinylpyrrolidone (PVP) Copolymers of polyvinylpyrrolidone, for example PVP Hexadecene Copolymer and PVP Eicosene Copolymer, which are obtainable under the trade names Antaron V216 and Antaron V220 from GAF Chemicals Cooperation, and Tricontayl PVP and more of the like are particularly preferred.
  • PVP polyvinylpyrrolidone
  • compositions in the context of the present invention can be used, for example, as skin protection cream, cleansing milk, make-up remover, day or night cream etc. It may be possible and advantageous to use the compositions according to the invention as a base for pharmaceutical formulations.
  • the invention relates to the use of formulations according to the invention as an ointment, cream, milk, lotion or spray for protecting the skin and/or skin appendages and/or against UV radiation.
  • the invention furthermore relates to the use of diols for improving the sensory properties, in particular for reducing the tacky sensation on the skin, of polyol-containing cosmetic or dermatological formulations, the use of diols for reducing the viscosity of cosmetic or dermatological formulations at temperatures below 10° C. and the use of diols for increasing the stability of cosmetic or dermatological formulations
  • the invention also relates to the use of 2-methyl-1,3-propanediol as a moisturizing agent.
  • Oil-in-Water Emulsions 26 27 28 29 30 Polyethylene glycol (21) 1 — 2.5 2 1.5 stearyl ether Polyethylene glycol (2) 1 — 1.5 3 1.5 stearyl ether Cetearyl glucoside — 8 — — — Cyclomethicone 2.5 3 12.5 2 8.0 Dimethicone 5.0 13.0 5.0 12.0 5.0 Behenyl alcohol 0.3 0.5 — 0.1 — Stearyl alcohol 0.3 — — 0.2 — Cetylstearyl alcohol 0.3 0.5 — 0.25 Hydrogenated 0.5 0.75 1.0 2.0 0.25 polyisobutene Octyldodecanol 0.5 1.0 0.75 3.0 0.25 2-Methyl-1, 15.0 2.5 10.0 8.5 25.0 3-propanediol Panthenol 0.5 1.0 0.75 0.25 0.1 Glycerol 3.0 — 2.0 3.0 15 Propylene glycol 5.0 5.0 5.0 5.0 — — Butylene glycol — — 4.0

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US10/915,143 2002-02-08 2004-08-09 Preparation containing diol Abandoned US20050058679A1 (en)

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US14/293,312 US20140301998A1 (en) 2002-02-08 2014-06-02 Preparation containing diol

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DE10205190.9A DE10205190B4 (de) 2002-02-08 2002-02-08 2-Methyl-1,3-propandiol haltige Zubereitungen
DE10205190.9 2002-02-08
PCT/EP2003/001204 WO2003066012A1 (de) 2002-02-08 2003-02-07 Diolhaltige zubereitungen

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US20090221716A1 (en) * 2004-11-29 2009-09-03 Ambria Dermatology Ab Composition Comprising At Least 3 Different Diols
US20100047197A1 (en) * 2006-11-17 2010-02-25 Beiersdorf Ag Cosmetic formulation contaning glucosyl glycerides and urea
US7875653B2 (en) 2005-10-25 2011-01-25 Beiersdorf Ag Emulsion comprising 1,2-alkanediols and polar oil components
US20110091400A1 (en) * 2007-08-09 2011-04-21 Beiersdorf Ag Cosmetic emulsifier combination
US8084507B2 (en) 2005-10-25 2011-12-27 Beiersdorf Ag Cosmetic O/W emulsion comprising 1,2-hexanediol
KR101860483B1 (ko) * 2010-06-18 2018-05-23 (주)아모레퍼시픽 안정도가 향상되고 전상이 빠른 수중유형의 클렌징 조성물
EP3539619A1 (de) 2018-03-15 2019-09-18 The Boots Company PLC Konzentrierte kosmetische zusammensetzung
CN116490161A (zh) * 2020-10-16 2023-07-25 欧莱雅 含两种表面活性剂、特定二醇和果聚糖的清洁化妆品组合物

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DE10205193A1 (de) * 2002-02-08 2003-08-21 Beiersdorf Ag Diolhaltige Reinigungszubereitungen
DE10205190B4 (de) * 2002-02-08 2017-06-08 Beiersdorf Ag 2-Methyl-1,3-propandiol haltige Zubereitungen
DE102005051858A1 (de) * 2005-10-25 2007-04-26 Beiersdorf Ag Kosmetische Zubereitung mit 1,2-Alkandiol und Triazinen
US20170135969A1 (en) 2015-11-12 2017-05-18 Jds Therapeutics, Llc Topical arginine-silicate-inositol for wound healing
US20190254942A1 (en) * 2016-05-23 2019-08-22 Evonik Degussa Gmbh Microbiologically Stable Surfactant-Containing Formulation
JP2019526638A (ja) 2016-09-01 2019-09-19 ジェイディーエス・セラピューティクス、エルエルシー ビオチン酸マグネシウム組成物および使用方法
KR101727537B1 (ko) 2016-12-28 2017-05-02 이경화학 주식회사 피부 보습 및 피부 진정용 허브 화장료 조성물의 제조방법 및 그에 의해 제조된 화장료 조성물
WO2023164272A1 (en) * 2022-02-28 2023-08-31 Nutrition21, LLC Compositions comprising an active ingredient mixture comprising silicon and biotin and methods of use

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US20100047197A1 (en) * 2006-11-17 2010-02-25 Beiersdorf Ag Cosmetic formulation contaning glucosyl glycerides and urea
US20110091400A1 (en) * 2007-08-09 2011-04-21 Beiersdorf Ag Cosmetic emulsifier combination
KR101860483B1 (ko) * 2010-06-18 2018-05-23 (주)아모레퍼시픽 안정도가 향상되고 전상이 빠른 수중유형의 클렌징 조성물
EP3539619A1 (de) 2018-03-15 2019-09-18 The Boots Company PLC Konzentrierte kosmetische zusammensetzung
CN116490161A (zh) * 2020-10-16 2023-07-25 欧莱雅 含两种表面活性剂、特定二醇和果聚糖的清洁化妆品组合物

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EP1476130B1 (de) 2009-09-30
ES2332896T3 (es) 2010-02-15
WO2003066012A1 (de) 2003-08-14
DE10205190A1 (de) 2003-08-21
ATE444053T1 (de) 2009-10-15
US20140301998A1 (en) 2014-10-09
DE50311963D1 (de) 2009-11-12
US20070041916A1 (en) 2007-02-22
EP1476130A1 (de) 2004-11-17
DE10205190B4 (de) 2017-06-08

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