EP1701694A1 - Formulation en baton de deodorant et/ou d'antitranspirant anhydre et exempt d'huile de silicone - Google Patents

Formulation en baton de deodorant et/ou d'antitranspirant anhydre et exempt d'huile de silicone

Info

Publication number
EP1701694A1
EP1701694A1 EP04798182A EP04798182A EP1701694A1 EP 1701694 A1 EP1701694 A1 EP 1701694A1 EP 04798182 A EP04798182 A EP 04798182A EP 04798182 A EP04798182 A EP 04798182A EP 1701694 A1 EP1701694 A1 EP 1701694A1
Authority
EP
European Patent Office
Prior art keywords
formulation according
oil
formulation
weight
oil phase
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.)
Ceased
Application number
EP04798182A
Other languages
German (de)
English (en)
Inventor
Linda Engfeldt
Katja Warnke
Heike Miertsch
Marita Hallmann
Sabina Howe
Melanie Maurath
Ulrich Kux
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 EP1701694A1 publication Critical patent/EP1701694A1/fr
Ceased legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00—Anti-perspirants or body deodorants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31—Hydrocarbons
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids

Definitions

  • the invention describes water-free and silicone oil-free deodorant or antiperspirant formulations in stick form.
  • Antiperspirants (AT) and deodorants (deodorants) are usually offered in a wide variety of product forms, with scooters, pump atomizers and aerosols dominating in Europe, pens in the USA, Central and South America. Both water-free (suspensions) and water-containing products (hydro-alcoholic formulations, emulsions) are known.
  • Deodorant sticks primarily contain soap, for example sodium stearate, oil bodies and bactericides. They have an alkaline pH of greater than 9. The soapy skin feel associated with these pens is considered a disadvantage by the consumer.
  • pens that contain well-known antiperspirant agents, such as. B. Contain aluminum chlorohydrate (ACH). These formulations are anhydrous and require special thickener systems, e.g. B. based on mixtures of stearyl alcohol and hydrogenated castor oil and on the basis of natural or synthetic waxes.
  • ACH aluminum chlorohydrate
  • Anhydrous solid or semi-solid formulations are characterized in that one or more solid, antiperspirant agents in particulate form are suspended in a carrier.
  • the carrier consists of at least one or more volatile oils, one or more non-volatile emollients and one or more thickeners.
  • Anhydrous solid and semi-solid products are characterized by their high effectiveness and a powdery, non-sticky, velvety-silky feeling on the skin.
  • the tendency to form white residues is disadvantageous. This can be prevented by selecting and concentrating the raw materials, especially the oils and thickeners.
  • thickener combinations based on triglycerides such as tribehenin ( US 5718890, WO 9717941, WO 0187251), also together with inorganic thickeners (WO9851272), use of hydrogenated castor oil in combination with paraffin (WO 9916410) and in combination with stearyl alcohol and dimethicone copolyol (US 5531986) antiperspirant gel preparations with hydroxystearic acid 36 esters, US Pat. an additional gelling agent is required
  • the prior art only contains deodorant or antiperspirant formulations which contain silicone oils, in particular cyclomethicones.
  • Silicone oils serve as a carrier oil for the active ingredients and thus enable an even application to the skin. Due to the high volatility, Cyclomethicone evaporates very quickly from the skin without causing a sticky feeling. By evaporating the silicone oil, white residues through the AT agent and the thickeners on the skin are very quickly visible. Cyclomethicone formulas are perceived by many consumers as too dry and uncomfortable to the skin because they do not provide any care.
  • Another disadvantage of silicone-containing deodorant or AT aerosols is that the thickening of silicone oils, especially cyclomethicone, is only possible with selected raw materials. Sometimes higher amounts of thickeners are required, which increase the whitening effect.
  • cyclomethicone-containing AT or deodorant preparations are also that perfume ingredients are also removed by the rapid evaporation of the volatile components, which leads to a loss of fragrance or an insufficient "long-lasting" effect and makes perfuming difficult.
  • WO 9843605 describes a stick with less visible residues containing thickeners, in particular high-melting and low-melting waxes, solvents for thickeners, here volatile silicone oils and hydrocarbons, non-volatile non-silicone-containing emollient.
  • the refractive index is over 1,446. It is mentioned that volatile silicone oil can be dispensed with, but the formulation there is not free of volatile silicone oil, but depending on the preferred concentration range, oils with a high refractive index (HR oils) are also oils with a lower concentration range (LR oils) contain, which can be, for example, cyclic silicones.
  • EP 491843 describes anhydrous solid AT compositions comprising an anhydrous carrier, an antiperspirant active, a gelling agent and a masking agent, the masking agent for preventing white coloring being PPG-10-butanediol.
  • US 5254332 describes stick formulations with reduced white residues with 25-45% volatile silicone oil, 10-20% emollient (ratio silicone oil ⁇ mollient 2: 1 to 4: 1), 12-20%) low-melting wax, 5-15% "coupling agent", 18-30% AT agent and 1-30%) sodium bicarbonate.
  • WO 9734577 describes stick formulations with reduced or invisible residues containing AT agents, thickeners, carriers for the thickener, emollient with at least one non-volatile silicone material and at least one non-volatile non-silicone material, at least one non-volatile emollient having a refractive index of> 1,446 ,
  • the task is to provide a water-free deodorant or antiperspirant formulation in stick form, in which the active ingredient is suspended in a solid matrix and is as homogeneous as possible and therefore does not sediment during the structure-forming cooling of the stick.
  • the problem of the formation of white residues on the skin and clothing after using a deodorant or AT stick must be solved.
  • Another problem is that when these disadvantages are eliminated, the effectiveness of the deodorant or AT active ingredients does not suffer.
  • the bundle of tasks is solved by an anhydrous deodorant or antiperspirant formulation in stick form according to claim 1.
  • the subclaims relate to advantageous embodiments of the preparations according to the invention.
  • the invention further comprises the use of such preparations.
  • anhydrous deodorant or antiperspirant formulation in stick form comprising at least one deodorant and / or antiperspirant active ingredient and at least one thickener and / or suspending agent, the active ingredient being suspended in an oil phase and the oil phase being selected from group a.) alkylbenzoates, b.) dialkyl carbonates and ethers, c.) linear and / or branched-chain, aliphatic hydrocarbons and / or d.) short-chain hydrocarbon esters, in particular isopropyl ester, and the formulation contains no silicone oil, in particular no cyclomethicone, which comprehensively solves problems.
  • the sinking behavior can be controlled so that whiteness and the formation of residues are avoided or at least reduced.
  • a ratio of AT agent to oil from 1:30 to 3: 1, preferably from 1:30 to 2: 1, preferably from 1:20 to 1: 1 is particularly suitable.
  • oils according to the invention enables improved stick durability, since the use of a smaller amount of n volatile oils lowers the syneresis (oiling out) and counteracts drying out. Reduced drying also enables an improved consistency of the stick, i.e. the pen does not crumble.
  • the improved durability also has the advantage that the packaging has to be designed differently.
  • the problem of the pin surface breaking off when the spherical cap is removed by the user for the first time is now to be avoided, since the oils according to the invention have a higher mechanical strength.
  • Another advantage of the pins according to the invention is a lower crystallinity due to the influence of the oil on the thickener and thus also on the pin matrix. This results in better or more effective abrasion and a better skin feel.
  • the silicone oil-free sticks according to the invention enable a more efficient thickening and a good and simplified adjustment of the stiffness of the sticks.
  • the base of the pencils must on the one hand have a certain hardness and dimensional stability, but on the other hand it must also be able to be rubbed onto the skin under slight pressure (cf. Umbach, W .: Kosmetik, 2nd edition, 1995, Georg Thieme Verlag).
  • a measure of the hardness is the penetration value. This represents the penetration depth of a defined indenter (e.g. a needle or a cone) into the pen matrix. The greater the penetration depth, the softer the pen.
  • a defined indenter e.g. a needle or a cone
  • a hardness of 5-20 mm, preferably 5-15 mm, is suitable for the pins according to the invention.
  • a microprocessor-based PNR 10 penetrometer, Petrotest Instrumenst GmbH + Co. KG, Berlin was used with a conical needle of 2.5 g (AST / DIN, Petrotest art. 18-0081) and a plunger of 47.5 g (Petrotest art. 18-0042) used.
  • pens containing silicone oil Another disadvantage of pens containing silicone oil is that the volatile silicone oils evaporate quickly, thereby accelerating the evaporation of the oil-soluble perfume. Since the silicone-free oils according to the invention adhere better to the skin, they ensure that the perfume stays on the skin longer. A slow release of the perfume can thus be achieved by means of the pens according to the invention and a user-friendly “long lasting” perfume impression is created. Since most deodorant substances are also oil-soluble, deodorant substances remain in the oil and thus on the skin longer, which is analogous to the perfume has a long lasting effect.
  • oils used have a better skin-care property. Silicone oils and especially cyclomethicones are not occlusive and therefore not caring.
  • the refractive index of the oils used has a further influence on the undesirable white residues.
  • This residue generally consists of an antiperspirant active ingredient, suspending aids and thickeners, and is perceived by the consumer as extremely annoying.
  • a lamination takes place in that the solids remaining due to drying and / or absorption (absorption via the skin) of the liquid preparation components are enveloped by these non-volatile and / or difficultly absorbable components and no visible crystals and / or solid agglomerates form.
  • the oils selected according to the invention therefore have a higher refractive index than cyclomethicone (> 1,398) and can therefore better hide the white residues.
  • the carrier oils are used in the anhydrous formulations according to the invention in an amount of 5 to 80% by weight, preferably 10 to 70% by weight.
  • the oils are a combination of • at least one ester oil (a.) And • at least one oil from the group of dialkyl carbonates and ethers (b.) And / or from the group of linear and / or branched chain aliphatic hydrocarbons (c).
  • Ester oil includes oils from the group of esters of 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 up to 30 carbon atoms and 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 carbon atoms.
  • Isopropyl esters in particular isopropyl stearate and isopropyl palmitate, are preferred from the group of esters from alkane carboxylic acids and alcohols.
  • Alkylbenzoates in particular C12-C15 alkylbenzoate, are preferred from the group of esters of aromatic carboxylic acids and alcohols.
  • an ester oil can be used alone or mixtures of ester oils.
  • Oils of group (b) are preferably dialkyl carbonates and ethers, in particular dicaprylyl carbonate and dicaprylyl ethers, and from group c.) Linear and / or branched-chain aliphatic hydrocarbons, in particular isoparaffins, isododecane and isohxadecane being particularly preferred.
  • the formulation is considered to be anhydrous if no water is added during the preparation of the preparation and the water content is less than 5% by weight, preferably less than 2% by weight of water and in particular less than 1% by weight , whereby a residual amount of water is unavoidably entered by the raw materials used.
  • Aluminum salts such as aluminum chloride AICI 3 , aluminum sulfate AI 2 (SO 4 ) 3
  • Aluminum-zirconium salts - Aluminum / zirconium trichlorohydrex glycine [AI 4 Zr (OH) 13 CI 3 ] x H 2 O x Gly Standard Al / Zr complexes: Rezal 33GP (Reheis), AZG-7164 (Summit), zirconal P3G (Giulini) activated Al / Zr complexes: Reach AZZ 902 (Reheis), AAZG-7160 (Summit), Zirkonal AP3G (Giulini) - Aluminum / zirconium tetrachlorohydrex glycine [AI Zr (OH) ⁇ 2 CI 4 ] x H 2 O x Gly Standard Al / Zr complexes: Rezal 36G (Reheis), AZG-368 (Summit), Zirkonal L435G (Giulini) Activated Al / Zr complexes: Reach AZP 855 (Reheis), AAZG-7167
  • glycine-free aluminum / zirconium salts can also be advantageous.
  • the antiperspirant active ingredients are used in the anhydrous stick formulations according to the invention in powder form in an amount of 5 to 35% by weight, preferably 10 to 25% by weight.
  • the diameter should be ⁇ 50 ⁇ m in 97% of the particles, grindings in which 95% of the particles are smaller than 10 ⁇ m are very preferred.
  • AT salt suspensions or gels in which aluminum and aluminum / zirconium salts in powder form are offered in dispersed form in various oils.
  • Preparations according to the invention can advantageously be added to deodorants.
  • the usual cosmetic deodorants are based on different active principles.
  • the bacterial flora on the skin can be reduced by using antimicrobial substances in cosmetic deodorants. Ideally, only the odor-causing microorganisms should be effectively reduced.
  • the sweat flow itself is not affected by this, ideally only the microbial decomposition of the sweat is temporarily stopped.
  • the combination of astringents with antimicrobial substances in one and the same composition is also common.
  • odor maskers such as the common perfume components, odor absorbers, for example the layered silicates described in DE 40 09 347, of which in particular montmorillonite, kaolinite, llite, beidellite, nontronite, saponite, hectorite, bentonite, smectite , furthermore, for example, zinc salts of ricinoleic acid.
  • Germ-inhibiting agents are also suitable for being incorporated into the emulsions according to the invention.
  • Advantageous substances are, for example, 2,4,4'-trichloro-2'-hydroxydiphenyl ether (irgasane), 1,6-di- (4-chlorophenylbiguanido) hexane (chlorhexidine), 3,4,4'-trichlorocarbanilide, quaternary ammonium compounds , Clove oil, mint oil, thyme oil, triethyl citrate, famesol (3,7,11-trimethyl-2,6,10-dodecatrien-1-ol) and those in DE 37 40 186, DE 39 38 140, DE 42 04 321, DE 42 29 707, DE 42 29 737, DE 42 37 081, DE 43 09 372, DE 43 24 219 described active agents.
  • Sodium hydrogen carbonate can also be used advantageously.
  • the amount of deodorants (one or more compounds) in the preparations is preferably 0.01 to 10% by weight, preferably 0.05 to 5% by weight, based on the total weight of the preparation.
  • Thickeners are substances that melt at a temperature above room temperature (20 ° C) and crystallize on solidification in such a way that the viscosity of the formulation is increased and a semi-solid to solid product is formed.
  • fats and waxes are meant. They are preferably insoluble in water or immiscible with water in the molten state.
  • wax is not clearly defined chemically and the large variety of wax-like products and their chemical complexity must be taken into account.
  • wax usually refers to the mechanical and physical properties of a substance.
  • a generally accepted definition of the term wax was made by DGF, German Association for Fat Science, in nine points, which describes the properties of this series of natural and man-made substances (Ullmann's Encylclopedia of Industrial Chemistry, 1992). This becomes understood that waxes are solid to crumbly, coarse to fine crystalline, translucent to cloudy, and melt above 40 degrees Celsius without decomposition. They are low viscosity and not stringy a little above the melting point and show a strongly temperature-dependent consistency and solubility.
  • Fats and oils are a collective name for common, solid, semi-solid or liquid, more or less viscous products from plants, animals or microorganisms, which chemically consist essentially of mixed glycerol esters of higher fatty acids. Fats are insoluble in water. They are generally grouped together with the "fat-like verbs", which, like the fats, are only soluble in non-polar organic solvents, to form the group of lipids. The naturally occurring fats are always mixtures of numerous triacylglycerides, in which each of the three hydroxyl groups of the glycerol is esterified. Fats and lipids are cell reserves and are of great importance as part of the cell walls of Gram-negative bacteria and the plasma membranes of all cells. Bacterial F. contain long-chain, saturated or monounsaturated fatty acids (C14 -C18). (Version 2.1 R ⁇ MPP Online, Thieme Verlag, 2003)
  • saturated linear fatty acids and fatty alcohols with 14-22 C atoms, triglycerides of saturated fatty acids with 14-22 C atoms, saturated linear wax esters (fatty acid fatty alcohol esters) with 28 are particularly suitable as firming fat or wax components -44 carbon atoms, waxes of natural origin, hydrocarbons or mixtures thereof.
  • triacylglycines those with a melting point between 30 ° C. and 150 ° C. which contain saturated, unbranched and unsubstituted fatty acid esters are preferred. This can also be mixed esters, i.e. triple esters of glycerol with various fatty acids.
  • So-called hardened fats and oils which are obtained by partial hydrogenation for example hardened castor oil, peanut oil, soybean oil, rapeseed oil, sunflower oil, olive oil, sesame oil, coconut oil, can also be used and are well suited as consistency agents.
  • Triglycerides also mono- and diglycerides or mixtures of the glycerides can be used as long as they contain components that melt in the range of 30-150 ° C.
  • Usable waxes are, for example, natural vegetable waxes with a melting point of 30-150 ° C, e.g. Candelilla wax and carnauba wax.
  • Animal waxes that can be used are e.g. Beeswax, bib wax, wallrat and wool wax.
  • it can be advantageous to use hydrogenated or hardened waxes.
  • the mineral waxes such as e.g. Ceresin or ozokerite or the petrochemical waxes such as Petrolatum, paraffin waxes and micro waxes.
  • Chemically modified waxes, in particular hard waxes can also be used as the wax component.
  • the wax component can also be selected from the group of esters from saturated and / or unsaturated, branched and / or unbranched alkane carboxylic acids and saturated and / or unsaturated, branched and / or unbranched alcohols, from the group of esters from aromatic carboxylic acids, dicarboxylic acids, tricarboxylic acids or hydroxycarboxylic acids, and also from the group of lactides of long-chain hydroxycarboxylic acids, provided that the wax component or the entirety of the wax components melt in the range from 30-150 ° C.
  • Modified layered silicates, clay minerals and / or silicas are preferably used as suspension aids.
  • stearalkonium hectorite a reaction product of hectorite and stearalkonium chloride (benzyldimethylstearylammonium chloride), and quaternium-18 hectorite, a reaction product of hectorite and quatemium-18, which, for. B. are available under the trade names Bentone 27 and Bentone 38 from Nordmann & Rassmann.
  • Bentone 27 and Bentone 38 from Nordmann & Rassmann.
  • Quatemium-90 Bentonite a reaction product of Bentonite and Quatemium-90, which can be obtained from Süd-Chemie under the trade name Tixogel VP-V.
  • Preferred silicas are available under the trade names Aerosil and Cab-O-Sil with different properties.
  • the total amount of one or more suspension aids in the formulations according to the invention is advantageously in the range from 0.05 to 5.0% by weight, preferably from 0.1 to 3.0% by weight, particularly preferably from 0.2 to 2.0% by weight, based on the total weight of the preparations.
  • the ratio of the total amount of the oil phase to the total amount of suspending agents from 10: 1 to 50: 1, particularly preferably a ratio of 15: 1 to 40: 1.
  • Dispensers and pomade holders such as are known in cosmetics and dermatology can be used to apply the preparation.
  • Rotary / sliding dispensers for deodorant and antiperspirant sticks and lipsticks are particularly suitable.
  • a temperature is selected as the melting temperature which is not more than 5 ° C. above the melting temperature of the highest-melting component.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)

Abstract

L'invention concerne une formulation de déodorant et/ou d'antitranspirant, se présentant sous forme de bâton, anhydre et exempt d'huile de silicone, comprenant au moins une substance active déodorante et/ou antitranspirante, et au moins un agent de suspension et/ou un épaississant, la matière active étant en suspension dans une phase huileuse, et la phase huileuse étant choisie dans le groupe comprenant a) alkylbenzoates, b) dialkylcarbonates et/ou dialkyléthers, c) hydrocarbures aliphatiques à chaîne droite et/ou ramifiée, et/ou d) esters d'hydrocarbures à chaîne courte, en particulier, isopropylester.
EP04798182A 2003-12-23 2004-11-08 Formulation en baton de deodorant et/ou d'antitranspirant anhydre et exempt d'huile de silicone Ceased EP1701694A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2003161526 DE10361526A1 (de) 2003-12-23 2003-12-23 Wasserfreie und silikonölfreie Deodorant- oder Antitranspirantformulierung in Stiftform
PCT/EP2004/052868 WO2005063189A1 (fr) 2003-12-23 2004-11-08 Formulation en baton de deodorant et/ou d'antitranspirant anhydre et exempt d'huile de silicone

Publications (1)

Publication Number Publication Date
EP1701694A1 true EP1701694A1 (fr) 2006-09-20

Family

ID=34706656

Family Applications (1)

Application Number Title Priority Date Filing Date
EP04798182A Ceased EP1701694A1 (fr) 2003-12-23 2004-11-08 Formulation en baton de deodorant et/ou d'antitranspirant anhydre et exempt d'huile de silicone

Country Status (3)

Country Link
EP (1) EP1701694A1 (fr)
DE (1) DE10361526A1 (fr)
WO (1) WO2005063189A1 (fr)

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EP2014274A1 (fr) * 2007-06-19 2009-01-14 Cognis IP Management GmbH Mélanges d'hydrocarbures et leur utilisation
JP5948013B2 (ja) 2007-06-19 2016-07-06 コグニス・アイピー・マネージメント・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツングＣｏｇｎｉｓ ＩＰ Ｍａｎａｇｅｍｅｎｔ ＧｍｂＨ 炭化水素混合物およびその使用
DE102007063351A1 (de) * 2007-12-28 2009-07-02 Henkel Ag & Co. Kgaa Transparente schweißhemmende Gele
DE102008052747A1 (de) * 2008-10-22 2010-04-29 Beiersdorf Ag Antitranspirantstift ohne flüchtige Trägeröle
DE102008064198A1 (de) 2008-12-22 2010-07-01 Henkel Ag & Co. Kgaa Transparente schweißhemmende Gele
US11058904B2 (en) * 2009-09-30 2021-07-13 Colgate-Palmolive Company Antiperspirant/deodorant composition
EP2661968B1 (fr) 2012-05-11 2018-03-21 DMK Deutsches Milchkontor GmbH Procédé destiné à la fabrication de lait de fromagerie (II)
EP3300605B1 (fr) 2016-09-29 2020-04-08 DMK Deutsches Milchkontor GmbH Procédé de production de lait en poudre pauvre en germes avec haut mpi (iii)
EP3300715A1 (fr) * 2016-09-30 2018-04-04 Basf Se Utilisation des dialkylecarbonates des alcools ramifiées comme agent dispersif
EP3735833B1 (fr) 2019-05-09 2024-10-23 DMK Deutsches Milchkontor GmbH Fabrication de lait condensé avec gôut amelioré ii
EP3735832B1 (fr) 2019-05-09 2024-10-09 DMK Deutsches Milchkontor GmbH Fabrication den lait condensé avec gôut amélioré
DE102020108727A1 (de) 2020-03-30 2021-09-30 Henkel Ag & Co. Kgaa Silikonölfreie Antitranspirantien
US20230363992A1 (en) * 2020-09-28 2023-11-16 Kdc/One Development Corporation, Inc. Silicone-free antiperspirant and deodorant compositions

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DE19921184A1 (de) * 1999-05-07 2000-11-09 Henkel Kgaa Antitranspirant-Wirkstoffe
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DE10219189A1 (de) * 2002-04-29 2003-11-06 Beiersdorf Ag Wasserfreie Antitranspirant-Formulierung in halbfester bis fester Form

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Also Published As

Publication number Publication date
DE10361526A1 (de) 2005-07-28
WO2005063189A1 (fr) 2005-07-14

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