EP1049453A2 - Kosmetische oder pharmazeutische zubereitungen mit vermindertem klebrigkeitsgefühl, enthaltend glycerinester von alfa-hydroxycarbonsäuren und gesättigten fettsäuren - Google Patents

Kosmetische oder pharmazeutische zubereitungen mit vermindertem klebrigkeitsgefühl, enthaltend glycerinester von alfa-hydroxycarbonsäuren und gesättigten fettsäuren

Info

Publication number
EP1049453A2
EP1049453A2 EP99906107A EP99906107A EP1049453A2 EP 1049453 A2 EP1049453 A2 EP 1049453A2 EP 99906107 A EP99906107 A EP 99906107A EP 99906107 A EP99906107 A EP 99906107A EP 1049453 A2 EP1049453 A2 EP 1049453A2
Authority
EP
European Patent Office
Prior art keywords
preparations
weight
cosmetic
fatty acids
derivatives
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Withdrawn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
EP99906107A
Other languages
German (de)
English (en)
French (fr)
Inventor
Gerhard Benner
Stephanie Von Der Fecht
Jens Nielsen
Sabine Schulz
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Beiersdorf AG
Original Assignee
Beiersdorf AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Beiersdorf AG filed Critical Beiersdorf AG
Publication of EP1049453A2 publication Critical patent/EP1049453A2/de
Withdrawn legal-status Critical Current

Links

Classifications

    • 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
    • A61K8/02Cosmetics 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
    • A61K8/34Alcohols
    • A61K8/342Alcohols having more than seven atoms in an unbroken chain
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin

Definitions

  • Cosmetic or pharmaceutical preparations with reduced stickiness containing glycerol esters of ⁇ -hydroxycarboxylic acids and saturated fatty acids
  • the present invention relates to cosmetic or pharmaceutical preparations with a reduced feeling of stickiness, to processes for their preparation and to the use of active ingredients for reducing the feeling of stickiness of cosmetic preparations.
  • Cosmetic skin care is primarily to be understood as meaning that the natural function of the skin as a barrier against environmental influences (e.g. dirt, chemicals, microorganisms) and against the loss of the body's own substances (e.g. water, natural fats, electrolytes) is strengthened or restored.
  • environmental influences e.g. dirt, chemicals, microorganisms
  • loss of the body's own substances e.g. water, natural fats, electrolytes
  • the 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.
  • Medical compositions usually contain one or more drugs in effective concentration.
  • cosmetic and medical use and corresponding pro products refer to the legal provisions of the Federal Republic of Germany (e.g. cosmetics regulation, food and drug law).
  • Preparations for cosmetic or therapeutic skin care in particular contain mixtures of oils or oil-soluble substances and water or water-soluble substances as essential components.
  • Certain components of the water phase e.g. Glycerin, but also the oil phase, e.g. tocopheryl acetate, have a negative effect on the sensory properties of the preparations in higher concentrations. This often manifests itself in an increased feeling of stickiness or a feeling of greasiness when using corresponding preparations, which in individual cases may not be marketable because they are not accepted by the consumer or judged negatively.
  • Another object of the present invention was to provide products with the widest possible range of applications. For example, basics for
  • compositions of preparation such as cleaning emulsions, face and body care preparations gene, but also very medicinal-pharmaceutical dosage forms are created, for example preparations against acne and other skin symptoms.
  • a particularly advantageous citric acid ester is glyceryl stearate citrate.
  • Such citric acid esters are available, for example, under the product name "IMWITOR® 370" from Hüls AG.
  • the total amount of one or more partially neutralized esters of monoglycerides and / or diglycerides of saturated fatty acids with citric acid in the finished cosmetic or dermatological preparations is advantageously in the range from 0.1 to 10.0% by weight, preferably 0.5 to 6 , 0% by weight, based on the total weight of the preparations.
  • the preferred fatty alcohol used according to the invention is cetyl-stearyl alcohol (a mixture of hexadecanol-1 and octadecanol-1 in approximately equal proportions).
  • the total amount of one or more fatty alcohols used according to the invention in the finished cosmetic or dermatological preparations is advantageously selected from the range from 0.1 to 10.0% by weight, preferably 0.5 to 6.0% by weight, based on the total weight of the preparations.
  • weight ratios of glycerol esters of ⁇ -hydroxycarboxylic acids and saturated fatty acids on the one hand and fatty alcohols on the other hand from 7: 3 to 3: 7, preferably from 2: 1 to 1: 2, particularly preferably from about 1: 1.
  • the proportion of the oil phase of the preparations according to the invention in the range from 5 to 40% by weight, based on the total weight of the preparations.
  • Oils such as triglycerides of capric or caprylic acid, but preferably castor oil; - Fats, waxes and other natural and synthetic fat bodies, preferably
  • Esters of fatty acids with low C alcohols e.g. with isopropanol, propylene glycol or glycerin, or esters of fatty alcohols with low C number alkanoic acids or with fatty acids; Alcohols, diols or polyols of low C number, and their ethers, preferably ethanol, isopropanol, propylene glycol, glycerin, ethylene glycol, ethylene glycol monoethyl or monobutyl ether, propylene glycol monomethyl, monoethyl or monobutyl ether, diethylene glycol monomethyl or monoethyl ether and similar products .
  • Water can also be a component of alcoholic solvents.
  • the oil phase of the emulsions in the sense 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 carbon atoms, from the group of esters of aromatic carboxylic acids and saturated and / or unsaturated, branched and / or unbranched alcohols with a chain length of 3 to 30 C atoms.
  • ester oils can then advantageously be selected from the group of isopropyl myristate, isopropyl palmitate, isopropyl stearate, isopropyl oleate, n-butyl stearate, n-hexyl laurate, n-decyl oleate, isooctyl stearate, isononyl stearate, isononylisononanoate, 2-ethyl-2-ethylhexyl-ethylhexyl-ethyl-hexyl-ethyl-hexyl-ethyl-hexyl-ethyl-acrylate 2-octyldodecyl palmitate, oleyl oleate, olerlerucate, erucyl oleate, erucyl erucate as well as synthetic, semisynthetic and natural mixtures of such esters, for example jo
  • the oil phase can advantageously be chosen from the group of branched and unbranched hydrocarbons and waxes, the silicone oils, the dialkyl ethers, the group of saturated or unsaturated, branched or unbranched alcohols, and also the fatty acid triglycerides, especially the triglycerol esters, saturated and / or unsaturated, branched and / or unbranched alkane carboxylic acids with a chain length of 8 to 24, in particular 12 - 18 carbon atoms.
  • the fatty acid triglycerides can, for example, advantageously be selected from the group of synthetic, semisynthetic and natural oils, e.g. Olive oil, sunflower oil, soybean oil, peanut oil, rapeseed oil, almond oil, palm oil, coconut oil, palm kernel oil and the like.
  • any mixtures of such oil and wax components can also be used advantageously for the purposes of the present invention. It may also be advantageous to use waxes, for example cetyl palmitate, as the sole lipid component of the oil phase.
  • the oil phase is advantageously selected from the group consisting of 2-ethylhexyl isostearate, octyldodecanol, isotridecyl isononanoate, isoeicosane, 2-ethylhexyl cocoate, C 12 -is alkylbenzoate, caprylic capric acid triglyceride, dicaprylyl ether.
  • the oil phase can advantageously also have a content of cyclic or linear silicone oils or consist entirely of such oils, although it is preferred to use an additional content of other oil phase components in addition to the silicone oil or the silicone oils.
  • 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 hexamethylcyclotrisiloxane, polydimethylsiloxane, poly (methylphenylsiloxane).
  • Mixtures of cyclomethicone and isotridecyl isononanoate, of cyclomethicone and 2-ethylhexyl isostearate are also particularly advantageous.
  • Emulsions according to the invention in the sense of the present invention are advantageous and contain e.g. Fats, oils, waxes and / or other fat bodies, as well as water and one or more emulsifiers, as are usually used for such a type of formulation.
  • Medical topical compositions in the sense of the present invention generally contain one or more drugs in effective concentration.
  • cosmetic or topical dermatological compositions in the sense of the present invention, depending on their structure, can be used, for example, as skin protection cream, cleansing milk, sunscreen lotion, nutritional cream, day or night cream, etc. It is possibly possible and advantageous to use the compositions according to the invention as a basis to use for pharmaceutical formulations.
  • Cosmetic and dermatological preparations which are in the form of a sunscreen are also favorable.
  • these preferably additionally contain at least one UVA filter substance and / or at least one UVB filter substance and / or at least one inorganic pigment.
  • UV-A or UV-B filter substances are usually incorporated into day creams.
  • Preparations according to the invention can advantageously contain substances which absorb UV radiation in the UVB range, the total amount of the filter substances being, for example, 0.1% by weight to 30% by weight, preferably 0.5 to 10% by weight, in particular 1 is up to 6 wt .-%, based on the total weight of the preparations.
  • the UVB filters can be oil-soluble or water-soluble. Examples of oil-soluble substances are:
  • 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
  • Esters of benzalmalonic acid preferably di-2-ethylhexyl 4-methoxybenzalma! One; - 2,4,6-trianilino- (p-carbo-2'-ethyl-1'-hexyloxy) -1, 3,5-triazine
  • 2-phenylbenzimidazole-5-sulfonic acid and its salts e.g. Sodium, potassium or triethanolammonium salts, sulfonic acid derivatives of benzophenones, preferably 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid and its salts;
  • Sulfonic acid derivatives of 3-benzylidene camphor e.g. 4- (2-oxo-3-bornylidene-methyl) benzenesulfonic acid, 2-methyl-5- (2-oxo-3-bornylidene-methyl) sulfonic acid and their salts.
  • UVB filters which can be used according to the invention, is of course not intended to be limiting.
  • UVA filters can also be advantageous to use UVA filters in preparations according to the invention which are usually contained in cosmetic and / or dermatological preparations.
  • Such filter substances are preferably derivatives of dibenzoylmethane, in particular 1- (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1, 3-dione and 1-phenyl-3- ( 4'-isopropylphenyl) propane-1,3-dione.
  • Preparations containing these combinations are also the subject of the invention. It can the same amounts of UVA filter substances that were mentioned for UVB filter substances are used.
  • Cosmetic and / or dermatological preparations in the sense of the present 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, iron, zirconium, silicon, manganese, aluminum, cerium and mixtures thereof, as well as modifications in which the oxides are the active agents. It is particularly preferred to use pigments based on titanium dioxide. The amounts given for the above combinations can be used.
  • the cosmetic and dermatological preparations according to the invention can contain cosmetic active ingredients, auxiliaries and / or additives, as are usually used in such preparations, e.g. Antioxidants, preservatives, bactericides, perfumes, anti-foaming substances, dyes, pigments that have a coloring effect, thickeners, surface-active substances, emulsifiers, softening, moisturizing and / or moisturizing substances, fats, oils, waxes or other common components of a cosmetic or dermatological formulation such as alcohols, polyols, polymers, foam stabilizers, electrolytes, organic solvents or silicone derivatives.
  • cosmetic active ingredients e.g. Antioxidants, preservatives, bactericides, perfumes, anti-foaming substances, dyes, pigments that have a coloring effect, thickeners, surface-active substances, emulsifiers, softening, moisturizing and / or moisturizing substances, fats, oils, waxes or other common components of a
  • batyl alcohol ⁇ -octadecylglyceryl ether
  • selachyl alcohol ⁇ -9-octadecenylglyceryl ether
  • chimyl alcohol ⁇ -hexadecylglyceryl ether
  • bisabolol ⁇ -hexadecylglyceryl ether
  • antioxidants it is also advantageous to add customary antioxidants to the preparations for the purposes of the present invention. According to the invention, all the antioxidants suitable or customary for cosmetic and / or dermatological applications can be used as favorable antioxidants.
  • the antioxidants are advantageously selected from the group consisting of amino acids (eg glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (eg urocaninic acid) and their derivatives, peptides such as D, L-camosine, D-carnosine, L- Carnosine and their derivatives (eg anserine), carotenoids, carotenes (eg ⁇ -carotene, ⁇ -carotene, ⁇ -lycopin) and their derivatives, chlorogenic acid and their derivatives, lipoic acid and their derivatives (eg dihydroliponic acid), aurothioglucose, propylthiouracil and other thiols (e.g.
  • amino acids eg glycine, histidine, tyrosine, tryptophan
  • imidazoles eg urocaninic acid
  • peptides such as D, L-camosine, D-carnos
  • thioredoxin glutathione, cysteine, cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl, palmitoyl, oleyl, ⁇ -linoleyl, Cholesteryl and glyceryl esters) and their salts, dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and their derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) as well as sulfoximine compounds (e.g.
  • buthioninsulfoximines homocysteine sulfoximine, homocysteine sulfoximine, , Hexa-, Heptathioninsulfoximin
  • very low tolerable doses e.g. pmol to ⁇ mol / kg
  • metal chelators e.g. ⁇ -hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin), ⁇ -hydroxy acids (e.g. citric acid, lactic acid, apple) oleic acid), humic acid, bile acid, bile extracts, bilirubin, biliverdin, EDTA, EGTA and their derivatives, unsaturated fatty acids and their derivatives (e.g.
  • ⁇ -linolenic acid linoleic acid, oleic acid
  • folic acid and their derivatives furfurylidene sorbitol and its derivatives
  • ubiquinone and ubiquinol and their derivatives vitamin C and derivatives (e.g. ascorbyl palmitate, Mg ascorbyl phosphate, ascorbyl acetate), tocopherols and derivatives (e.g.
  • vitamin E acetate
  • vitamin A and derivatives vitamin A palmitate
  • coniferyl benzoate of benzoin, rutinic acid and their derivatives ⁇ -glycosyl rutin, ferulic acid, furfurylidene glucitol, carnosine, butylated hydroxytoluene, butylated hydroxyanisole, nordihydroguajak resin acid, nordihydroguajaretic acid, trihydroxybutyrophenone, uric acid and its derivatives, mannose and its derivatives, eg zinc and its derivatives (zinc and its derivatives) and its derivatives (zinc and its derivatives) and its derivatives (zinc and its derivatives and its derivatives, such as zinc and its derivatives and zinc and its derivatives and its derivatives, such as zinc and derivatives) eg selenomethionine), stilbenes and their derivatives (eg stilbene oxide, trans-stilbene oxide) and the D suitable according to the invention Derivative
  • the amount of the antioxidants (one or more compounds) in the preparations is preferably 0.001 to 30% by weight, particularly preferably 0.05 to 20% by weight, in particular 1 to 10% by weight, based on the total weight of the preparation .
  • vitamin E and / or its derivatives represent the antioxidant (s)
  • Suitable blowing agents for cosmetic and / or dermatological preparations which can be sprayed from aerosol containers for the purposes of the present invention are the customarily known volatile, liquefied blowing agents, for example hydrocarbons (propane, butane, isobutane), which can be used alone or as a mixture with one another. Compressed air can also be used advantageously.
  • cosmetic or dermatological preparations in the sense of the present invention in the form of a lotion which is rinsed out and e.g. before or after decolorization, before or after shampooing, between two shampooing steps, before or after permanent wave treatment, these are e.g. to aqueous or aqueous-alcoholic solutions, which may contain surface-active substances, preferably non-ionic or cationic surface-active substances, the concentration of which can be between 0.1 and 10% by weight, preferably between 0.2 and 5% by weight .
  • These cosmetic and / or dermatological preparations can also be aerosols with the auxiliaries usually used for them.
  • a cosmetic preparation in the form of a lotion in the sense of the present invention which 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, generally provides an aqueous one , alcoholic or aqueous-alcoholic solution and contains at least one cationic, anionic, non-ionic or amphoteric polymer or mixtures thereof, as well as the active ingredient combinations according to the invention.
  • the amount of the polymers used is e.g. between 0.1 and 10% by weight, preferably between 0.1 and 3% by weight.
  • emulsions which are of the non-ionic or anionic type.
  • Non-ionic In addition to water, emulsions contain oils or fatty alcohols, which can also be polyethoxylated or polypropoxylated, for example, or mixtures of the two organic components. These emulsions may contain cationic surface-active substances.
  • Cosmetic preparations in the sense of the present invention for the treatment and care of the hair can be in the form of gels which, in addition to an effective content of the active compound according to the invention and solvents usually used for this, preferably water, or organic thickeners, e.g. Gum arabic, xanthan gum, sodium alginate, cellulose derivatives, preferably methyl cellulose, hydroxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methyl cellulose or inorganic thickeners, eg. B. aluminum silicates such as bentonite, or a mixture of polyethylene glycol and polyethylene glycol stearate or distearate.
  • the thickener is in the gel e.g. in an amount between 0.1 and 30% by weight, preferably between 0.5 and 15% by weight.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Emergency Medicine (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)
  • Medicinal Preparation (AREA)
EP99906107A 1998-01-22 1999-01-07 Kosmetische oder pharmazeutische zubereitungen mit vermindertem klebrigkeitsgefühl, enthaltend glycerinester von alfa-hydroxycarbonsäuren und gesättigten fettsäuren Withdrawn EP1049453A2 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19802204 1998-01-22
DE1998102204 DE19802204A1 (de) 1998-01-22 1998-01-22 Kosmetische oder pharmazeutische Zubereitungen mit vermindertem Klebrigkeitsgefühl, enthaltend Glycerinester von -Hydroxycarbonsäuren und gesättigten Fettsäuren
PCT/EP1999/000056 WO1999037275A2 (de) 1998-01-22 1999-01-07 KOSMETISCHE ODER PHARMAZEUTISCHE ZUBEREITUNGEN MIT VERMINDERTEM KLEBRIGKEITSGEFÜHL, ENTHALTEND GLYCERINESTER VON α-HYDROXYCARBONSÄUREN UND GESÄTTIGTEN FETTSÄUREN

Publications (1)

Publication Number Publication Date
EP1049453A2 true EP1049453A2 (de) 2000-11-08

Family

ID=7855270

Family Applications (1)

Application Number Title Priority Date Filing Date
EP99906107A Withdrawn EP1049453A2 (de) 1998-01-22 1999-01-07 Kosmetische oder pharmazeutische zubereitungen mit vermindertem klebrigkeitsgefühl, enthaltend glycerinester von alfa-hydroxycarbonsäuren und gesättigten fettsäuren

Country Status (4)

Country Link
EP (1) EP1049453A2 (ja)
JP (1) JP2002501010A (ja)
DE (1) DE19802204A1 (ja)
WO (1) WO1999037275A2 (ja)

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DE10063345A1 (de) * 2000-12-19 2002-06-20 Beiersdorf Ag Kosmetische und dermatologische Lichtschutzformulierungen mit einem Gehalt an Benzotriazolderivaten und oberflächenaktiven Zitronensäureestern
DE10107240A1 (de) * 2001-02-16 2002-08-29 Beiersdorf Ag Gelemulsionen in Form von O/W-Emulsionen mit einem Gehalt an Hydrokolloiden
DE10141258B4 (de) * 2001-08-23 2004-09-23 Beiersdorf Ag Kosmetische und dermatologische Zubereitung und ihre Verwendung
WO2003035015A1 (fr) 2001-10-26 2003-05-01 Taiyo Kagaku Co., Ltd. Composition d'un aerosol huileux expansible
JP2004182640A (ja) * 2002-12-03 2004-07-02 Pola Chem Ind Inc 敏感肌用の化粧料
DE10303944B4 (de) * 2003-01-31 2007-06-21 Laverana Gmbh Kosmetische Zusammensetzung
PL1981357T3 (pl) * 2006-02-06 2013-03-29 Dsm Ip Assets Bv Kompozycje zawierające ß-karoten
EP1920757B1 (fr) * 2006-11-10 2016-05-11 L'Oréal Composition cosmétique comprenant un dérivé d'acide citrique et/ou un de ses sels
JP6426355B2 (ja) * 2014-03-11 2018-11-21 株式会社アリミノ 毛髪および肌用化粧料
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Also Published As

Publication number Publication date
DE19802204A1 (de) 1999-07-29
WO1999037275A2 (de) 1999-07-29
JP2002501010A (ja) 2002-01-15
WO1999037275A3 (de) 1999-10-14

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