WO2012085062A2 - Cyclomethiconfreie aerosolzubereitungen - Google Patents

Cyclomethiconfreie aerosolzubereitungen Download PDF

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Publication number
WO2012085062A2
WO2012085062A2 PCT/EP2011/073558 EP2011073558W WO2012085062A2 WO 2012085062 A2 WO2012085062 A2 WO 2012085062A2 EP 2011073558 W EP2011073558 W EP 2011073558W WO 2012085062 A2 WO2012085062 A2 WO 2012085062A2
Authority
WO
WIPO (PCT)
Prior art keywords
preparation according
preparation
hydrocarbons
cyclomethicone
lipids
Prior art date
Application number
PCT/EP2011/073558
Other languages
German (de)
English (en)
French (fr)
Other versions
WO2012085062A3 (de
Inventor
Stefan Biel
Sabine Ripke
Heike Miertsch
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
Priority claimed from DE102010063754A external-priority patent/DE102010063754A1/de
Application filed by Beiersdorf Ag filed Critical Beiersdorf Ag
Priority to BR112013014845-4A priority Critical patent/BR112013014845B1/pt
Priority to EP11805838.7A priority patent/EP2654904A2/de
Priority to PCT/EP2011/073558 priority patent/WO2012085062A2/de
Publication of WO2012085062A2 publication Critical patent/WO2012085062A2/de
Publication of WO2012085062A3 publication Critical patent/WO2012085062A3/de

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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
    • A61K8/046Aerosols; Foams
    • 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
    • A61K8/31Hydrocarbons
    • 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
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00Anti-perspirants or body deodorants
    • 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
    • A61K2800/20Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/30Characterized by the absence of a particular group of ingredients
    • A61K2800/31Anhydrous
    • 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
    • A61K2800/20Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/30Characterized by the absence of a particular group of ingredients
    • A61K2800/34Free of silicones

Definitions

  • the invention encompasses cyclomethicone-free aerosol formulations comprising a specific hydrocarbon mixture of oligomers of butene or butadiene with chain lengths of C16 to C32 and more.
  • An aerosol is a disperse system in which a solid or liquid is extremely finely dispersed in a gas.
  • the aerosol is usually only when using a suitable spray system by spraying solutions, emulsions or suspensions self-produced, including, for example, spray cans can be used, in which a liquefied compressed gas serves as a propellant gas.
  • spray cans can be used, in which a liquefied compressed gas serves as a propellant gas.
  • aerosol is frequently used by the skilled person also in the sense of aerosol sprays, i.
  • aerosol is understood not to be the pure spray, but a compressed gas packaging together with dispensing or metering device and contents.
  • the contents include active ingredient solution and propellant.
  • the active substance solution is the sum of all the constituents of preparation without the propellant.
  • the term "active substance solution” is also used when the preparation is e.g. in the form of a suspension or emulsion.
  • antiperspirants and deodorants (Deo) are offered in a variety of product forms, with scooters, pump sprayers and aerosols dominating in Europe, and pens in the US, Central and South America. Both anhydrous (suspensions) and water-containing products (hydro-alcoholic formulations, emulsions) are known.
  • Antiperspirants or deodorants are used to eliminate or prevent body odor, which arises when the in itself odorless fresh sweat through
  • Microorganisms is decomposed.
  • the usual cosmetic deodorants are based on different active principles.
  • German-speaking countries - products for use in the armpit area as a whole This is done irrespective of the question as to whether an antiperspirant effect is also present.
  • Volatile silicone oils in particular cyclomethicones, serve as a carrier oil for the active ingredients and thus enable a uniform application to the skin. Due to the high volatility Cyclomethicone evaporates very quickly from the skin, without causing a sticky feeling. By evaporation of the silicone oil, white residues are very quickly visible through the AT agent or the thickener on the skin (whitening effect). Formulas with cyclomethicones are perceived by many consumers to be too dry and not very caring.
  • Cyclomethicone / dodecamethylcyclohexasiloxane (D6).
  • the mixtures can be used on their own or in corresponding preparations as volatile silicone compounds (Cosmet. Toiletries 107, No. 5, 27 [1992]).
  • Silicone oils are often characterized by a lack of degradability.
  • Silicone oil-containing formulations show the disadvantage of the whiteness of antiperspirants, especially black cotton clothing. Silicone oil-free formulations with the same concentration of the antiperspirant active ingredient in the form of a powder show a significantly lower white content.
  • Silicone oils in cosmetics provide the consumer with a low care feeling. Volatile silicone oils also have significant weaknesses in their compatibility with cosmetic agents. Due to their strong hydrophobic character
  • Silicone oils in particular impurities with a polar character hardly to solve. Furthermore, silicone oils are virtually unable to support the penetration of cosmetic ingredients into the skin.
  • WO 2005063188 A1 describes silicone-free AT sprays.
  • DE 102009027604 A1 discloses alkane mixtures containing preferably at least 70% by weight, preferably at least 85% by weight, in particular at least 95% by weight, of alkanes having an even number of carbon atoms.
  • a special version is a
  • Isoalkangemic consisting essentially of alkanes with 8 or 12 or 16
  • DE 102009027604 A1 discloses natural and synthetic hydrocarbons, such as, for example, paraffin oils, C18-C30 isoparaffins, in particular isoeicosane, polyisobutenes or polydecenes, for example under the name Emery® 3004, 3006, 3010 or under the name Ethylflo® by Albemarle or Nexbase® 2004G available from Nestle, as well as 1,3-di- (2-ethylhexyl) -cyclohexane (available, for example, under the trade name Cetiol®S from Cognis).
  • hydrocarbons are nonvolatile non-silicone oils.
  • DE 69625368 discloses isohexadecane as an exchange to cyclomethicones (D5).
  • a volatile hydrocarbon may be included in the composition, either alone or together with another non-aqueous carrier.
  • Carbon atoms has sufficient volatility to avoid leaving a sticky feeling on the skin.
  • WO 2000030598 A1 discloses the replacement of volatile silicone oils with volatile ones
  • WO 2000030598 A1 Concentrations can cause the preparation of WO 2000030598 A1 a so-called “mitigating material” is added, preferably non-volatile silicone oils, wherein in non-silicone oils petrolatum is preferably added as a "mitigating material”.
  • the volatile hydrocarbons are characterized by
  • the invention is a cyclomethicone-free aerosol preparation comprising
  • the hydrocarbon mixture is formed from oligomers of butene or butadiene.
  • Total preparation (i.e., including propellant gas) is advantageously 0.05 to 65 wt.%, Preferably 0, 1 to 40 wt.%, Particularly preferably 0.2 to 32 wt.%, Based on the total mass of the preparation.
  • the use of this oil mixture showed surprisingly a change in the Theological properties of the preparation contained.
  • the viscosity of an AT preparation a particle suspension is increased due to the hydrocarbons, which has a positive effect on the decay behavior of the AT agent particles in the aerosol after shaking.
  • the content of phyllosilicates can be reduced, which has a positive effect on the sensors of the systems by reducing the dull skin feeling and results in a reduction of the white residues on skin and clothing, since the phyllosilicates, in contrast to AT -Mittel are not soluble in water and remain permanently on skin and clothing.
  • the proportion of hydrocarbons Cx with a> 1 is at least 0.5% by weight and with a> 4 (ie HC> C28) less than 0.5% by weight, in each case based on the total mass of the hydrocarbon mixture.
  • the proportion of C32, C36 etc. is less than 0.5 wt.%.
  • the proportion of constituents in the hydrocarbon mixture with chain lengths equal to C16 is at least 50%, preferably at least 55%, and hydrocarbon mixtures consisting exclusively of constituents with C16 as chain lengths are not
  • a preferred hydrocarbon mixture Cx comprises 66% C16, 31% C20 and
  • the hydrocarbons with Cx, x> 20, are considered as non-volatile at room temperature hydrocarbons. That
  • the hydrocarbon mixture according to the invention comprises at least 50% by weight of volatile hydrocarbons (C16) and more than 0.5% by weight of non-volatile hydrocarbons (C20, C24, C28 etc.).
  • Hydrocarbon mixtures are also known as polyisobutenes, isoparafines,
  • hydrocarbon mixtures according to the invention are characterized by a specific ratio of C16 to Cx, with x> 16.
  • the hydrocarbon mixture Cx according to the invention therefore differs from pure hydrocarbons having a chain length C16 (isohexdacenes) and thus also from the hydrocarbons disclosed in the prior art, such as, for example, WO 2000030598 A2.
  • hydrocarbons used in WO 2000030598 A2 have a boiling point ⁇ 250 ° C, whereas the hydrocarbon mixtures Cx according to the invention have a boiling range of 253-348 ° C.
  • hydrocarbon mixtures according to the invention are branched and linear C4 segments, oligomers of butene or butadiene.
  • the cyclomethicone-free aerosol preparations according to the invention are preferably anhydrous, in particular anhydrous, cosmetic or dermatological preparations, in particular antiperspirant preparations.
  • Anhydrous means that the proportion of water in the aerosol preparations, apart from possibly with entrained impurities or water of crystallization, is almost 0% by weight.
  • the preparations comprise one or more lipids selected from the group of isopropyl esters, alkyl benzoates, nonvolatile silicone oils and / or triglycerides, in particular isopropyl palmitate, C12-15 alkyl benzoate, Dimethicone and Caprylic / Capric triglyceride.
  • lipid combinations of isopropyl palmitate and C12-15 alkyl benzoate and / or dimethicone and caprylic / capric triglyceride are particularly preferred.
  • this oil combination has a cyclomethicone-like effect Skin sensation as shown in Figure 1. This is despite the fact that the lipids as individual components certainly give a more oily skin feel than cyclomethicones themselves.
  • the combination of the oils can increase the masking properties.
  • the formulation is attributed to a higher underarm odor reduction.
  • Lipids are fats, fatty substances and oils. For cosmetics, they are of importance, above all, as emollient ingredients and as skin-specific lipids of the horny layer, which are stored between the horny cells. They enable the skin to store moisture. In addition to the nourishing aspect, lipids become the cosmetic
  • Preparations added to ensure better distribution on the skin and to improve the sensory properties of the preparations.
  • Cyclomethicone used as the main component in aerosol sprays.
  • the proportion of cyclomethicones can be significantly reduced or
  • Cyclomethicone can be completely replaced.
  • volatile cyclic silicone oils are advantageously dispensed with.
  • Antiperspirant (AT) sprays in which cyclomethicones have been partially or completely replaced by one or a mixture of the hydrocarbons and lipids of the invention were as well as the reference product by consumers
  • Figure 1 shows the result of an in-use test with 54 subjects who semimonadically only one week, the new development of the anhydrous antiperspirant with a hydrocarbon mixture Cx and triglyceride (Example 22) and then two weeks as reference the comparison product with the silicone oil cyclomethicone (Example 23 ) have tested.
  • the above points were answered in a questionnaire by the
  • the inventively preferred hydrocarbons Cx with a proportion of at least 50% of hydrocarbons having a chain length equal to C16 now show the advantages of the raw material group of hydrocarbons, such as. Stability in market formulas
  • valves / spray heads are examined for changes.
  • the treated valves / spray heads are then tested for their functionality. It turns out that the packaging compatibility of the formulations of the invention is very good, the kinetics of the migration of the oil into the packaging material is significantly slower than with other hydrocarbons such as isohexadecanes or isododecanes and the polypropylene spray head still sits firmly on the can.
  • a mixture of hydrocarbons with a share of at least 50% of chain lengths equal to C16 has been found to be particularly positive. While
  • Hydrocarbon blends having predominantly shorter chain moieties e.g., C13-16 isoparaffin
  • hydrocarbon blends containing almost no chain length greater than C16 exhibit inferior packaging agent compatibility, and this particular blend of the present invention has exceptionally good packaging compatibility.
  • the lipids according to the invention represent a particularly cost-effective alternative. Since these raw material mixtures are free of silicones are still the basis for a shortage of silicone oils
  • Hydrocarbon mixtures according to the invention it is therefore advantageous the content of cyclomethicones in the preparation 0 wt.%, Based on the total mass of
  • Cyclopenta-siloxanes (D5), cyclohexasiloxanes (D6) or mixtures thereof.
  • lipids selected from the group of isopropyl esters, preferably isopropyl palmitates, alkyl benzoates, preferably C12-15 alkyl benzoates, nonvolatile silicone oils, preferably dimethicones, triglycerides, preferably
  • Caprylic / capric triglycerides, with hydrocarbon mixtures Cx in aerosol formulations is extremely advantageous.
  • Aerosol preparations also a better settling behavior of the particulate agent in the aerosol with very good packaging compatibility.
  • the particles sediment much slower when cyclomethicones (D5) against the invention
  • Antiperspirants are antiperspirants that - in contrast to the
  • Deodorants which generally prevent microbial decomposition of already formed sweat - to prevent the secretion of sweat at all.
  • Protein precipitation and coagulation cause and thus cause a constriction or closure of the sweat gland.
  • Novel AT-Wrkers are based, for example, on the principle of anticholinergics, which interrupt the nerve stimuli that lead to increased secretion of the sweat glands.
  • antiperspirant active substances according to the invention include those substances which have an influence on perspiration secretion.
  • Preparations may in addition to the actual antiperspirant Wrkstoffen (AT-Wrker) also contain substances that inhibit the microbial degradation of sweat, such as. B. butyloctanoic acid.
  • Wrkstoffen AT-Wrker
  • B. butyloctanoic acid butyloctanoic acid
  • butyl octanoic acid shows only a deodorizing effect and no antiperspirant action, since no influence on the sweat secretion can be deduced from the influence on the bacterial skin flora.
  • Antiperspirant active ingredients in the context of the present application are in particular to be selected from the following groups.
  • antiperspirant active ingredients are used in particular astringents, especially aluminum compounds.
  • astringents especially aluminum compounds.
  • Aloxicoll PF 40 (BK Giulini).
  • o Activated AI Complexes Reach 103 (Summit Reheis), AACH-7171 / AACH-7172 (Summit Reheis), Aloxicoll P (BK Giulini), Aloxicoll SD100 (BK Giulini)
  • the aluminum salts may be in ground form or as hollow spheres or as
  • the density of these particles is advantageously in the range of 0.7 to 2.0 g / cm 3 .
  • aerosol preparations according to the invention may also comprise particulate active substances, in particular aluminum chlorohydrates, having a particle density in the range from 0.7 to 2.0 g / cm 3 , since they improve spray cone formation.
  • particulate active substances in particular aluminum chlorohydrates, having a particle density in the range from 0.7 to 2.0 g / cm 3 , since they improve spray cone formation.
  • antiperspirants and their suspending aids are to be selected as particulate active substances.
  • Suspension aids increase the stability of particles in suspensions.
  • anhydrous antiperspirant formulations are preferably modified phyllosilicates,
  • Clay minerals and / or silicas used z. B. hectorites, bentonites and / or silica.
  • AT salt suspensions or gels in which aluminum salts present in powder form are dispersed in various oils.
  • an antimicrobial silver citrate complex as described in DE 202008014407, preferably be used as a cosmetically active ingredient in the cosmetic preparations.
  • the antiperspirant active ingredients from the above-described groups are preferably used in the formulations according to the invention in an amount of 0.5 to 10% by weight, preferably 2 to 6% by weight, based on the total mass of the preparation, i. including the possibly existing propellants used.
  • Active ingredient solution for an aerosol spray (without propellant gas) and a filling ratio of about 15:85 (solution to propellant gas) is a proportion of about 5.25 wt.% AACH im
  • Aluminum chlorohydrates in particular activated aluminum chlorohydrates (AACH), are preferably used as antitumor agents in antiperspirant aerosol preparations.
  • AACH activated aluminum chlorohydrates
  • the active ingredients should be easy to agitate and during the
  • AT agents from the group of anticholinergics such as, for example, 4 - [(2-cyclopentyl-2-hydroxyphenylacetyl) oxy] -1, 1-dimethylpiperidinium salts, especially 4 - [(2-cyclopentyl-2-hydroxyphenylacetyl) oxy] 1, 1-dimethyl-piperidinium bromide can to a proportion of preferably 0.05 to 1, 0 wt.%, Preferably 0, 1% -0.7%, in particular 0.3% -0.5 wt.%, Based be added to the total mass of the preparation with propellant gas. Of course, it is possible to add further or other antiperspirant active ingredients and / or deodorants as a cosmetically active ingredient.
  • one or more compounds from the group of deodorants in particular perfumes, alcohols, antimicrobial and / or antiperspirant active ingredients are selected as the cosmetically active ingredient.
  • the aerosol preparations according to the invention preferably comprise one or more lipids, in particular previously mentioned hydrocarbon lipids selected from the group
  • Hydrocarbon mixtures Cx and particulate active substances in particular
  • Aluminum chlorohydrate having a particle density in the range of 0.7 to 2.0 g / cm 3 .
  • the aerosol according to the invention is preferably at least one hydrocarbon with C4, z.
  • n-butane or iso-butane used.
  • further hydrocarbons such as propane, propene, isobutene, n-pentane, n-pentene, iso-pentane, iso-pentene may be included.
  • hydrophilic propellants such as carbon dioxide
  • lipophilic propellant gas eg., Propane / butane
  • Propane, butane, isobutane or mixtures of these propellant gases are particularly preferred.
  • the gases mentioned can be used individually or in any desired mixtures with one another. Preference is given to using mixtures having pressure stages of from 1.0 to 3.5 bar. Preferably from 2.5 to 3.0, most preferably a pressure of 2.7 bar.
  • Preferred filling ratios of solution to propellant gas are 80:20 to 5:95, preferably 50:50 to 10:90.
  • the aerosol preparations, in particular deodorant or antiperspirant preparations, according to the invention may contain cosmetic adjuvants and other active ingredients such as are commonly used in deodorant or antiperspirant preparations, such as.
  • Preservatives Preservatives, preservatives, bactericides, perfumes, anti-foaming agents, dyes and color pigments, thickeners, moisturizing and / or moisturizing substances, fats, oils, waxes or other common ingredients of a cosmetic or dermatological formulation such as alcohols, polyols, polymers, Foam stabilizers, electrolytes, organic solvents or silicone derivatives if the additive does not impair the required properties or according to the invention
  • Preferred application form for the formulations according to the invention are anhydrous aerosols which come in aluminum cans on the market. This is preferred
  • the following examples illustrate preparations according to the invention.
  • the data are by weight, based on the total mass of the respective preparations.
  • Caprylic / Capric Triglycerides 0,000 0,000 1, 710 1, 710 1, 710 3,000

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Cosmetics (AREA)
  • Medicinal Preparation (AREA)
PCT/EP2011/073558 2010-12-21 2011-12-21 Cyclomethiconfreie aerosolzubereitungen WO2012085062A2 (de)

Priority Applications (3)

Application Number Priority Date Filing Date Title
BR112013014845-4A BR112013014845B1 (pt) 2010-12-21 2011-12-21 Cylometicone free aerosol formulation
EP11805838.7A EP2654904A2 (de) 2010-12-21 2011-12-21 Cyclomethiconfreie aerosolzubereitungen
PCT/EP2011/073558 WO2012085062A2 (de) 2010-12-21 2011-12-21 Cyclomethiconfreie aerosolzubereitungen

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE102010063754A DE102010063754A1 (de) 2010-12-21 2010-12-21 Aerosolzubereitungen mit verbesserten Sprüheigenschaften
DE102010063754.8 2010-12-21
PCT/EP2011/073558 WO2012085062A2 (de) 2010-12-21 2011-12-21 Cyclomethiconfreie aerosolzubereitungen

Publications (2)

Publication Number Publication Date
WO2012085062A2 true WO2012085062A2 (de) 2012-06-28
WO2012085062A3 WO2012085062A3 (de) 2013-09-26

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2011/073558 WO2012085062A2 (de) 2010-12-21 2011-12-21 Cyclomethiconfreie aerosolzubereitungen

Country Status (3)

Country Link
EP (1) EP2654904A2 (pt)
BR (1) BR112013014845B1 (pt)
WO (1) WO2012085062A2 (pt)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2019120664A1 (de) * 2017-12-22 2019-06-27 Beiersdorf Ag Topische zubereitung zur verbesserung der hautfeuchtigkeit

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000030598A1 (en) 1998-11-20 2000-06-02 The Procter & Gamble Company Low-irritation antiperspirant and deodorant compositions
DE69625368T2 (de) 1995-09-27 2003-04-17 Unilever Nv Schweisshemmende deodorierende präparaten
WO2005063188A1 (de) 2003-12-23 2005-07-14 Beiersdorf Ag Wasserfreie und silikonölfreie deodorant- oder antitranspirantformulierung in aerosolform
DE202008014407U1 (de) 2008-07-08 2009-02-05 Beiersdorf Ag Kosmetische Zubereitungen mit passiviertem Silber
DE102009027604A1 (de) 2009-07-10 2011-01-20 Henkel Ag & Co. Kgaa Kosmetische Zusammensetzungen mit Suspensionen von Silbersalzen

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US4724139A (en) * 1985-05-08 1988-02-09 Victor Palinczar Antiperspirant stick
US4935224A (en) * 1988-05-26 1990-06-19 The Mennen Company Aerosol antiperspirant composition, including substantivity fluid, capable of being dispensed at reduced spray rate, and packaged aerosol antiperspirant
US5800805A (en) * 1997-06-19 1998-09-01 Church & Dwight Co., Inc Aerosol deodorant product
EP1835812B1 (de) * 2004-12-27 2011-08-17 Beiersdorf AG Glycopyrrolat in kosmetischen zubereitungen
ES2659077T3 (es) * 2008-11-24 2018-03-13 Unilever N.V. Composiciones antitranspirantes
EP3047845B1 (de) * 2015-01-26 2017-06-28 Evonik Degussa GmbH Silikongele für insbesondere kosmetische Anwendungen

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE69625368T2 (de) 1995-09-27 2003-04-17 Unilever Nv Schweisshemmende deodorierende präparaten
WO2000030598A1 (en) 1998-11-20 2000-06-02 The Procter & Gamble Company Low-irritation antiperspirant and deodorant compositions
WO2005063188A1 (de) 2003-12-23 2005-07-14 Beiersdorf Ag Wasserfreie und silikonölfreie deodorant- oder antitranspirantformulierung in aerosolform
DE202008014407U1 (de) 2008-07-08 2009-02-05 Beiersdorf Ag Kosmetische Zubereitungen mit passiviertem Silber
DE102009027604A1 (de) 2009-07-10 2011-01-20 Henkel Ag & Co. Kgaa Kosmetische Zusammensetzungen mit Suspensionen von Silbersalzen

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
COSMET. TOILETRIES, vol. 107, no. 5, 1992, pages 27
See also references of EP2654904A2

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2019120664A1 (de) * 2017-12-22 2019-06-27 Beiersdorf Ag Topische zubereitung zur verbesserung der hautfeuchtigkeit

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Publication number Publication date
BR112013014845B1 (pt) 2017-12-19
BR112013014845A2 (pt) 2016-08-02
EP2654904A2 (de) 2013-10-30
WO2012085062A3 (de) 2013-09-26

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