AU2013361865B2 - Improved protection against body odor - Google Patents
Improved protection against body odor Download PDFInfo
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- AU2013361865B2 AU2013361865B2 AU2013361865A AU2013361865A AU2013361865B2 AU 2013361865 B2 AU2013361865 B2 AU 2013361865B2 AU 2013361865 A AU2013361865 A AU 2013361865A AU 2013361865 A AU2013361865 A AU 2013361865A AU 2013361865 B2 AU2013361865 B2 AU 2013361865B2
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- zinc
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- antiperspirant
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- 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
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
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- 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
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
-
- 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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/005—Antimicrobial preparations
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Abstract
Disclosed is a cosmetic or dermatological preparation which comprises zinc carboxylates and antimicrobial and/or antiperspirant compounds and which have a synergistically increased deodorant effect.
Description
The invention is a cosmetic or dermatological preparation comprising zinc carboxylates and antimicrobial and/or antiperspirant compounds that exhibit increased deodorizing effectiveness.
Sweat refers to an aqueous secretion secreted from a human's skin by means of so-termed sweat glands. Body odor arises when the fresh sweat, which in itself is odorless, is decomposed by microorganisms, e.g., staphylococci and corynebacteria.
Cosmetic antiperspirants or deodorants are used to eliminate body odor or to prevent body odor from arising.
The effectiveness of an antiperspirant preparations consists of the sweat-regulating effect and the prevention of sweat odor or body odor.
Aluminum salts are usually used as antiperspirant active ingredients in such systems. Although aluminum salts have deodorizing properties in addition to the primary sweatregulating effect, there is a constant demand for improved effectiveness particularly with regard to the antimicrobial or deodorizing action.
EP 1541122 A1 discloses deodorizing cosmetic preparations that comprise zinc pidolate and aluminum chlorohydrate in activated or non-activated form as an antiperspirant aluminum salt.
Also disclosed is the use of the combination of zinc pidolate and aluminum chlorohydrate in activated or non-activated from as a deodorizing active ingredient in a cosmetic composition.
Zinc salts are known as odor-reducing agents, as deodorizing, as described, for example, in US 4425321.
EP 768080 A1 discloses deodorizing compositions comprising water-soluble zinc salts as odor absorbers, in particular zinc pidolate, zinc sulfate, zinc chloride, zinc lactate, zinc gluconate.
WO 2006074359 A2 describes the use of zinc salts in combination with other antimicrobial substances such as erythromycin.
US 5662937 discloses deodorant preparations comprising talc, zinc oxide, and citric acid that are effective for long periods.
WO 2007076125 A2 describes antimicrobial preparations that contain a zinc compound, such as zinc acetate, zinc butyrate, zinc chloride, zinc citrate, zinc gluconate, zinc glycerate, zinc formate, and others.
DE 102005032239 A1 describes zinc stearate as a separating agent in a powder base.
2013361865 19 Apr 2018
DE 102008053034 A1 describes the use of hydroxycinnamic acids and plant extracts as deodorizing active ingredients. Generally astringent salts of aluminum, zirconium, zinc, or titanium are disclosed as antiperspirant active ingredients. Combinations of aluminum chlorohydrate (ACH (20%)) with zinc gluconate, zinc pyrrolidone carboxylic acid, zinc cocoyl ether sulfate, zinc glycinate monohydrate, or zinc lactate are described in various examples.
DE 102010055816 A1 discloses the combination of ACH (20%) and zinc lactate (0.2%) in deodorant/antiperspirant sprays.
DE 60213209 T2 discloses pantothenate salts in water-free antiperspirant preparations, wherein the pantothenate salt can also be formed with zinc. The pantothenate salts should be the more ACH-stable alternative to panthenol.
DE 602004009495 T2 describes zinc salicylate in alcoholic deodorant sprays.
DE 602005000901 T2 describes preparations for stabilizing W/O emulsions that contain at least one deodorizing salt. All known antiperspirant or deodorant active ingredients can be selected as a deodorizing salt.
US 6426061 B1 describes topical preparations for avoiding sweat odor that relatively specifically address mechanisms of odor production and use inhibitors of the expression of the androgen receptor, such as resveratrol, epigallocatechin-3-gallate, and flufenamic acid. The preparations necessarily comprise the aforementioned inhibitor (a) and additionally (b) an active ingredient for inhibiting carrier proteins, such as monensin, tunicamycin, amphomycin, diumycin, showdomycin, tsushimycin, amphotericin, mycospocidin, streptovirudin, and/or D-glucosamine, (c) zinc salts as anti-DHT (dihydrotestosterone) active ingredients, (d) an Al-based antiperspirant active ingredient, and (e) an additional antimicrobial active ingredient, such as chlorhexidine digluconate and chlorhexidine di acetate.
US 7332154 B2 discloses a combination of zinc gluconate and an Al-based antiperspirant active ingredient.
EP 1902754 A1 discloses combinations of water-soluble zinc salts and salicylic acid in deodorant preparations. Zinc PCA, zinc sulfate, zinc chloride, zinc lactate, zinc gluconate, zinc phenolsulfonate, and zinc salicylate are listed as water-soluble zinc salts and are described in combination with Al salts in a further embodiment.
WO 2001089452 A2 describes antiperspirant-containing W/O emulsions having a low water content, in which a water-soluble, such as common salt, and also zinc citrate and/or zinc glycinate are named as optional. The addition is used to stabilize W/O emulsions by means of electrolytes.
2013361865 19 Apr 2018
Any discussion of the prior art throughout the specification should in no way be considered as an admission that such prior art is widely known or forms part of common general knowledge in the field.
It is desirable to provide antiperspirant preparations which, in addition to the antiperspirant effect, offer improved product performance with regard to the deodorant effect and the protection against body odor.
In particular, it is desirable to provide preparations whose content of antiperspirant compounds can be reduced without having to fear a decrease in effectiveness. It is also desirable to provide preparations that have a longer deodorizing effect than preparations known from the prior art without a decrease in skin compatibility.
It is an object of the present invention to overcome or ameliorate at least one of the disadvantages of the prior art, or to provide a useful alternative.
According to a first aspect the invention provides a cosmetic or dermatological preparation comprising one or more zinc salts of carboxylic acids and one or more antiperspirant compounds that are different from the zinc salts, wherein zinc citrate is selected as a zinc salt and that no active ingredients for inhibiting carrier proteins and/or inhibitors of the expression of the androgen receptor are contained in the preparations, and wherein an aluminum chlorohydrate is selected as one or more antiperspirant compounds.
According to a second aspect the invention provides the use of one or more zinc salt of a carboxylic acid in combination with one or more antiperspirant compounds in a cosmetic or dermatological preparation in order to increase the deodorizing effect of said preparations after topical application, wherein zinc citrate is selected as a zinc salt and wherein an aluminum chlorohydrate is selected as one or more antiperspirant compounds and where no active ingredients for inhibiting carrier proteins and/or inhibitors of the expression of the androgen receptor are contained in the preparation.
According to a second aspect the invention provides the use of one or more zinc salt of a carboxylic acid in combination with one or more antiperspirant compounds in a cosmetic or dermatological preparation in order to reduce or prevent body odor for up to 48 hours after topical application of the preparation, wherein zinc citrate is selected as a zinc salt and wherein an aluminum chlorohydrate is selected as one or more antiperspirant compounds and where no active ingredients for inhibiting carrier proteins and/or inhibitors of the expression of the androgen receptor are contained in the preparation.
Unless the context clearly requires otherwise, throughout the description and the claims, the words “comprise”, “comprising”, and the like are to be construed in an inclusive sense as
2013361865 19 Apr 2018 opposed to an exclusive or exhaustive sense; that is to say, in the sense of “including, but not limited to”.
Carboxylic acids are organic compounds that bear one or more carboxyl groups (-COOH). The carboxylic acid salts are called carboxylates, and their esters are called carboxylic acid esters.
The one or more zinc salts from the group of the salts of acetic acid, oxalic acid, succinic acid, fumaric acid, maleic acid, and/or citric acid are selected as zinc salts of carboxylic acids according to the invention.
Zinc citrate is exceptionally preferred.
Antiperspirants or deodorants are used to eliminate body odor that is produced when the fresh sweat, which in itself is odorless, is decomposed by microorganisms. The common cosmetic deodorants are based on different modes of action.
In general usage, there is not always a clear distinction between the terms deodorant and antiperspirant. Instead, particularly in the German-speaking region, all products for use in the armpit region are referred to as deodorants or Deos. This occurs regardless of whether there is also an antiperspirant action.
Antiperspirants are sweat-preventing agents which - in contrast to deodorants, which generally prevent microbial decomposition of already formed sweat - should prevent sweat from being excreted at all.
The desired minimization of the sweat secretion can be achieved by means of various mechanisms. Traditionally, one of these mechanisms is the use of astringents, which cause protein precipitations and coagulations and thus effect a constriction or closure of the sweat gland.
New types of antiperspirant active ingredients are based, for example, on the principle of the anticholinergics, which interrupt the nerve impulses that lead to an increase in the secretion of the sweat glands.
A further principle of new types of antiperspirant active ingredients is based on the influencing of membrane transport processes in the cell. Specific aquaporin inhibitors inhibit the proteins that form channels in the cell membrane in order to make the passage of water and other molecules easier. Ion channel inhibitors have an effect on membrane transport processes and osmosis processes. A further new type of antiperspirant mode of action can be realized by using short-chain, vicinal diols; this mode of action possibly can be traced back to the osmotic activity of said diols.
2013361865 19 Apr 2018
According to the invention, if the use of an agent has no effect on the secretion of sweat, i.e., no antiperspirant effect is realized, an antiperspirant is not present.
Thus, according to the invention, such substances that have an influence on the secretion of sweat are comprised as antiperspirant active ingredients.
In contrast to antiperspirants, pure deodorants have no active effect on the secretion of sweat, but rather merely control or affect the body odor or armpit odor (odor-improving agents).
Common modes of action for this purpose are antimicrobial and antibacterial effects, which are also exhibited by, for example, non-colloidal silver, odor neutralization (masking), the influencing of bacterial metabolisms, pure perfuming, and the use of precursors of certain perfume components, which are reacted by means of enzymatic reaction to form fragrant substances.
Preparations can contain substances that inhibit the microbial decomposition of the sweat, such as triclosan, in addition to the actual antiperspirant active ingredients. Triclosan acts against gram-positive and gram-negative microbes and against fungi and yeasts, and thus a deodorizing action but not an antiperspirant action results, because no effect on the secretion of sweat can be derived from the effect on the bacterial skin flora.
Particularly for antiperspirants based on aluminum salts, the further addition of purely deodorizing substances can be dispensed with in principle, because said antiperspirants have an antimicrobial potential per se. Furthermore, bacterial growth is inhibited by the reduced water supply due to the reduced secretion of sweat. The effectiveness improvement according to the invention due to the combination with selected zinc compounds remains unaffected by this.
Within the meaning of the present application, antiperspirant active ingredients are to be selected in particular from the following groups.
Astringents in particular, principally aluminum compounds, are used as antiperspirant active ingredients. The strongly acidic salts aluminum sulfate and aluminum chloride used earlier and agaric acid have largely been replaced by aluminum hydroxychloride and aluminum alcoholates. The following list of antiperspirant active ingredients to be used advantageously should in no way be restrictive:
Aluminum salts:
• Aluminum salts such as aluminum chloride AICI3, aluminum sulfate AI2(SO4)3 • Aluminum chlorides of the empirical formula [AI2(OH)mCln], wherein m + n = 6 • Aluminum chlorohydrate [AI2(OH)5CI] x H2O
2013361865 19 Apr 2018 * Standard Al complexes: Locron P (Clariant), Micro-Dry (Reheis), ACH-331 (Summit), Aloxicoll PF 40 (Giulini).
o Activated Al complexes: Reach 501 (Reheis), AACH-324 (Summit), AACH-7171 (Summit), Aloxicoll P (Giulini), Aloxicoll SD100 • Aluminum sesquichlorohydrate [AI2(OH)4.5CI1.5] x H2O o Standard Al complexes: Aluminum sesquichlorohydrate (Reheis), AACH-308 (Summit) o Activated Al complexes: Reach 301 (Reheis) • Aluminum dichlorohydrate [AI2(OH)4CI2] x H2O
Aluminum/zirconium salts:
• Aluminum zirconium trichlorohydrex glycine [AI4Zr(OH)13CI3] x H2O x Gly o Standard Al/Zr complexes: Rezal 33GP (Reheis), AZG-7164 (Summit), Zirkonal P3G (Giulini) o Activated Al/Zr complexes: Reach AZZ 902 (Reheis), AAZG-7160 (Summit),
Zirkonal AP3G (Giulini) • Aluminum zirconium tetrachlorohydrex glycine [AI4Zr(OH)12CI4] x H2O x Gly o Standard Al/Zr complexes: Rezal 36G (Reheis), AZG-368 (Summit), Zirkonal L435G (Giulini) o Activated Al/Zr complexes: Reach 908 (Reheis), AAZG-7167 (Summit), Zirkonal AP4G (Giulini) • Aluminum zirconium pentachlorohydrex glycine [AI8Zr(OH)23CI5] x H2O x Gly • Aluminum zirconium octachlorohydrex glycine [AI8Zr(OH)20CI8] x H2O x Gly
However, glycine-free aluminum/zirconium salts can also be advantageous.
Aluminum salts can be used not only as powder but also in dissolved aqueous form.
The antiperspirant active ingredients from the groups mentioned above are used in the formulations according to the invention preferably in an amount of 1 to 30 wt%, with respect to the total mass of the preparation, i.e., including any propellant gases present.
If, for example, approx. 33.3 wt% of ACH (aluminum chlorohydrate, 50% aq.) is used in the active-ingredient solution for an aerosol spray (without propellant gas) and a filling ratio of approximately 30:70 (active-ingredient solution to propellant gas) is used, a content of approximately 5 wt% ACH is present in the final product.
2013361865 19 Apr 2018
Active-ingredient solution refers to the sum of all constituents except the propellant gas.
Antiperspirant agents from the group of the anticholinergics, such as 4-[(2-cyclopentyl-2hydroxyphenylacetyl)oxy]-1,1-dimethyl-piperidinium salts, particularly 4-[(2-cyclopentyl-2hydroxyphenylacetyl)oxy]-1,1-dimethyl-piperidinium bromide, can be added at a proportion of preferably 0.05 to 1.0 wt%, more preferably 0.1 to 0.7 wt%, in particular 0.3 to 0.5 wt%, with respect to the total mass of the preparation.
Vicinal diols and similar active ingredients from the group of the osmotically active substances also can be added to the preparations according to the invention as antiperspirant active ingredients.
Of course, it is possible to add further or other antiperspirant active ingredients and/or deodorants as a cosmetically effective constituent.
It was found that the combination of antimicrobial and/or antiperspirant agents with zinc salts of carboxylic acids leads to a synergistic effect with regard to improved deodorizing effect and improved protection against body odor. This finding is surprising and unforeseeable for a person skilled in the art.
The synergistic improvement of the deodorizing effect appeared in examinations of the dieoff kinetics of test microbes that are responsible for body odor.
Figure 1 shows the die-off kinetics of the test microbe Staphylococcus epidermidis in an in vitro test design (suspension test). In the tests, the reduction in the cell count (CFU) of the test microbe was determined over time after treatment with aqueous solutions of aluminum chlorohydrate (ACH), zinc citrate, and combinations thereof in a suitable concentration.
As expected, ACH alone causes a large reduction of the test microbe that begins quickly. In contrast, zinc citrate alone exhibited only very poor effectiveness against the test microbe. In particular, an immediate effect (data points after 20 and 60 minutes) could hardly be detected. However, the combination of ACH with zinc citrate surprisingly resulted in a significant improvement in the die-off kinetics over the short and medium terms. This effectiveness improvement is not simply the result of the addition of the individual effectiveness of the two substances, but rather is disproportionate and thus synergistic, as Figure 1 shows.
Table 1 shows the test microbe count after 20 minutes
| Sample | Cell count [CFU] t1 (20 minutes), median |
| ACH | 429.62 |
2013361865 19 Apr 2018
| ACH + zinc citrate | 103.50 |
The suspension test on which the tests are based is known to a person skilled in the art as a standard method of the DGHM (1 September 2001).
Zinc citrate is known as a constituent of dental care products because of the antiplaque effect, which is based on the antibacterial effectiveness. Because conventional antiperspirant agents often already have very good antimicrobial effectiveness, it was astonishing that zinc carboxylates according to the invention and in particular zinc citrate enable a further effectiveness improvement of antiperspirant-containing deodorizing products.
The one or more zinc salts are advantageously used at a proportion of 0.005 to 5 wt%, in particular 0.01 to 0.5 wt%, with respect to the total mass of the preparation.
A certain weight ratio of antiperspirant agent to zinc salt in the range of 4000:1 to 2:1 showed itself to be advantageous with regard to the effectiveness improvement.
For example, a combination of 0.3 wt% of ACH and 0.1 wt% of zinc citrate, i.e., a preferred weight ratio of 3:1, showed itself to be advantageous in suspension tests.
In an antiperspirant spray that is advantageous according to the invention, a weight ratio of 35 wt% of ACH to 0.1 wt% of zinc citrate, i.e., a ratio of 350:1, showed itself to be especially advantageous with regard to the described effectiveness improvements. In a roll-on product, a ratio of 10 wt% of ACH to 0.01 wt% of zinc citrate, i.e., 1000:1, showed itself to be especially advantageous with regard to the described effectiveness improvements.
According to the invention, the addition of active ingredients for inhibiting carrier proteins and/or inhibitors of the expression of the androgen receptor, as described in the prior art, can be dispensed with. In particular, no resveratrol, epigallocatechin-3-gallate, flufenamic acid, monensin, tunicamycin, amphomycin, diumycin, showdomycin, tsushimycin, amphotericin, mycospocidin, streptovirudin, and/or D-glucosamine is contained in the preparations according to the invention.
The invention further relates to the use of one or more zinc salts of carboxylic acids in combination with one or more antimicrobial and/or antiperspirant compounds in cosmetic or dermatological preparations in order to increase the deodorizing effect of said preparations after topical application.
The deodorizing effect comprises, in particular, the protection against bad odor. This protection can be achieved according to the invention by means of an increased reduction of bacteria or the growth thereof.
2013361865 19 Apr 2018
In addition to the described improvements in the antimicrobial effectiveness that was presented in the in vitro test for the time period up to 3 hours, it was also possible to demonstrate very good in vivo long-term effectiveness (>24 h, in particular 48 h) against body odor for the products according to the invention.
Accordingly, the zinc salts of the carboxylic acids can be used in combination with one or more antimicrobial and/or antiperspirant compounds in cosmetic or dermatological preparations in order to reduce or prevent body odor for up to 48 hours after topical application of the preparation.
The one or more zinc salts of the carboxylic acids are selected from the group of the salts of acetic acid, oxalic acid, succinic acid, fumaric acid, maleic acid, and/or citric acid, in particular zinc citrate.
The cosmetic or dermatological preparations according to the invention can also contain cosmetic auxiliary agents and active ingredients, which are typically used in such preparations, such as active ingredients, preservatives, preservation aids, bactericides, substances for preventing foaming, dyes and pigments, thickeners, moistening and moistureholding substances, or other common constituents of a cosmetic or dermatological formulation such as polyols, polymers, foam stabilizers, organic solvents, or silicone derivatives, provided that the addition is not ruled out and the required properties regarding antiperspirant and deodorizing effectiveness, stability, and skin-friendliness are not impaired.
The preparations can be formulated as a spray, roll-on, stick, or gel. Emulsion preparations according to the invention are preferably water-in-oil emulsions. Microemulsions are advantageously ruled out.
The following examples illustrate preparations according to the invention. The numerical specifications are proportions by weight with respect to the total mass of the preparation. Examples
| Antiperspirant suspension spray | 1 | 2 | 3 | 4 |
| % (w/w) | % (w/w) | % (w/w) | % (w/w) | |
| Octyldodecanol | 0.80 | 1.00 | 0.90 | 0.8 |
| Tocopheryl Acetate | 0.06 | 0.08 | 0.07 | 0.1 |
| Dimethicone | 2.34 | 3.20 | 3.10 | 3.0 |
2013361865 19 Apr 2018
| Persea Gratissima Oil | 0.10 | 0.15 | 0.10 | 0.5 |
| Disteardimonium Hectorite | 4.00 | 3.80 | 3.90 | 3.5 |
| Propylene Carbonate | 0.00 | 0.00 | 0.00 | 0.9 |
| Isopropyl Palmitate | 0.00 | 0.00 | 0.00 | 10.0 |
| Cyclomethicone + Dimethiconol | 0.00 | 0.00 | 0.00 | 2.3 |
| Cyclomethicone | 49.00 | 51.47 | 48.50 | 32.89 |
| Aluminum Sesquichlorohydrate | 0.00 | 2.00 | 0.00 | 5.0 |
| Aluminum Chlorohydrate | 35.00 | 33.00 | 37.00 | 35 |
| Zinc Citrate | 0.70 | 0.30 | 0.10 | 0.01 |
| Perfume | 5.33 | 5.00 | 5.10 | 6.0 |
| Sodium Starch Octenylsuccinate + Mannitol | 2.67 | 0.00 | 1.23 | 0.00 |
With propellant gas preferably butane/isobutane/propane and filling ratio of 5:95 to 30:70, preferably 10:90 to 20:80, preferably 15:85.
| Antiperspirant W/O spray | 5 | 6 | 7 | |
| INCI | % (w/w) | % (w/w) | % (w/w) | % (w/w) |
| Aqua | 47.5 | 47.0 | 45.25 | |
| Cyclomethicone | 11.75 | 11.75 | 11.75 | |
| Aluminum Chlorohydrate (50% aq.) | 20 | 20 | 20 | 30 |
| Aluminum Sesquichlorohydrate (50% aq.) | 0.00 | 0.00 | 2.0 |
2013361865 19 Apr 2018
| C12-15 Alkyl Benzoate | 5 | 5 | 5 | |
| Octyldodecanol | 5 | 5 | 5 | |
| Dicaprylyl Ether | 4 | 4 | 4 | |
| Perfume | 3.3 | 3.3 | 3.3 | |
| Cetyl PEG/PPG-10/1 Dimethicone | 1 | 1.5 | 1.5 | |
| Sorbitan Trioleate | 1.5 | 1.5 | 1.5 | |
| Phenoxyethanol | 0.5 | 0.5 | 0.5 | |
| Butyloctanoic Acid | 0.25 | 0.25 | 0.00 | |
| Zinc Citrate | 0.1 | 0.1 | 0.1 | |
| Persea Gratissima Oil | 0.1 | 0.1 | 0.1 | |
| Butane, Isobutane, Propane | 70 |
| Antiperspirant sticks | 8 | 9 | 10 | 11 |
| % (w/w) | % (w/w) | % (w/w) | % (w/w) | |
| Octyldodecanol | 0.10 | 0.15 | 0.10 | 0.10 |
| Glyceryl Stearate SE | 0.60 | 0.60 | 0.65 | 1.00 |
| Persea Gratissima Oil | 0.05 | 0.07 | 0.05 | 0.10 |
| Hydrogenated Castor Oil | 1.50 | 1.50 | 1.60 | 1.50 |
| Talc | 4.00 | 2.50 | 3.65 | 2.00 |
| PPG-14 Butyl Ether | 15.00 | 14.43 | 0.00 | 20.00 |
| Caprylic/Capric Triglyceride | 0.00 | 0.00 | 14.50 | 10.00 |
2013361865 19 Apr 2018
| Paraffinum Liquidum | 0.00 | 0.00 | 0.00 | 7.50 |
| Cyclomethicone | 41.25 | 38.10 | 37.94 | 15.70 |
| Aluminum Chlorohydrate | 0.00 | 20.00 | 0.00 | 0.00 |
| Aluminum Sesquichlorohydrate | 0.00 | 0.00 | 0.00 | 1.00 |
| Aluminum Zirconium Tetrachlorohydrex GLY | 16.00 | 0.00 | 20.00 | 19.00 |
| Stearyl Alcohol | 20.00 | 21.1 | 20.50 | 21.00 |
| Perfume | 1.00 | 0.9 | 1.00 | 1.00 |
| Zinc Citrate | 0.50 | 0.65 | 0.01 | 0.10 |
| Antiperspirant roll-on | 12 | 13 | 14 | 15 |
| % (w/w) | % (w/w) | % (w/w) | % (w/w) | |
| Aqua | 60.3 | 63.85 | 70.89 | 32.10 |
| Alcohol | 0.00 | 0.00 | 0.00 | 30.00 |
| Aluminum Chlorohydrate (50% aq.) | 28.00 | 17.50 | 20.00 | 28.00 |
| PPG-15 Stearyl Ether | 3.00 | 0.00 | 3.00 | 0.00 |
| Octyldodecanol | 0.00 | 3.00 | 0.00 | 0.25 |
| Steareth-2 | 2.50 | 0.00 | 2.50 | 0.00 |
| Glyceryl Isostearate | 0.00 | 2.00 | 0.00 | 0.00 |
| PEG-40 Hydrogenated Castor Oil | 0.00 | 0.00 | 0.00 | 2.00 |
| Dicaprylyl Carbonate | 0.00 | 3.00 | 0.00 | 0.00 |
| Aluminum Sesquichlorohydrate (50% aq.) | 2.00 | 2.50 | 0.00 | 2.00 |
| Trisodium EDTA (20% aq.) | 1.50 | 0.00 | 1.50 | 0.00 |
2013361865 19 Apr 2018
| Hydroxyethylcellulose | 0.00 | 0.00 | 0.00 | 0.35 |
| PEG-150 Distearate | 0.00 | 0.80 | 0.00 | 0.00 |
| lsosteareth-20 | 0.00 | 4.00 | 0.00 | 0.00 |
| Steareth-21 | 1.50 | 0.00 | 1.00 | 0.00 |
| Perfume | 1.00 | 1.10 | 1.00 | 1.00 |
| PEG-8 | 0.00 | 0.00 | 0.00 | 3.00 |
| Glycerin | 0.00 | 2.10 | 0.00 | 1.00 |
| Persea Gratissima Oil | 0.10 | 0.10 | 0.10 | 0.00 |
| Zinc Citrate | 0.10 | 0.05 | 0.01 | 0.30 |
2013361865 19 Apr 2018
Claims (9)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102012223532.9A DE102012223532A1 (en) | 2012-12-18 | 2012-12-18 | Improved protection against body odor |
| DE102012223532.9 | 2012-12-18 | ||
| PCT/EP2013/075471 WO2014095366A2 (en) | 2012-12-18 | 2013-12-04 | Improved protection against body odor |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU2013361865A1 AU2013361865A1 (en) | 2015-04-30 |
| AU2013361865B2 true AU2013361865B2 (en) | 2018-05-10 |
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ID=49683757
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2013361865A Ceased AU2013361865B2 (en) | 2012-12-18 | 2013-12-04 | Improved protection against body odor |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP2934459B1 (en) |
| AU (1) | AU2013361865B2 (en) |
| BR (1) | BR112015014109B1 (en) |
| DE (1) | DE102012223532A1 (en) |
| WO (1) | WO2014095366A2 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11389380B2 (en) | 2016-11-10 | 2022-07-19 | Givaudan Sa | Deodorant comprising a zinc carboxylate salt and aluminum chlorohydrate |
| CN107722971A (en) * | 2017-11-01 | 2018-02-23 | 成都理工大学 | A kind of rear-earth-doped zinc citrate fluorescent material |
| WO2021043392A1 (en) * | 2019-09-04 | 2021-03-11 | Beiersdorf Ag | Antiperspirant emulsion |
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| US4518582A (en) * | 1982-04-30 | 1985-05-21 | American Cyanamid Company | Acid stable dibenzyl monosorbitol acetal gels |
| GB2163652A (en) * | 1984-08-29 | 1986-03-05 | Rhone Poulenc Agrochimie | Fungicidal composition based on aluminium tris-(ethyl-phosphonate) |
| WO1997015283A1 (en) * | 1995-10-25 | 1997-05-01 | The Procter & Gamble Company | Topical compositions containing n-acetylcysteine and odor masking materials |
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| FR2398495A1 (en) | 1977-07-29 | 1979-02-23 | Oreal | DEODORANT COMPOSITIONS CONTAINING A SALT OF CARBOXYL POLYACID |
| GB8411841D0 (en) * | 1984-05-09 | 1984-06-13 | Unilever Plc | Oral compositions |
| US4816261A (en) * | 1987-11-20 | 1989-03-28 | The Procter & Gamble Company | Deodorant gel stick |
| CA2130967C (en) | 1994-08-26 | 2003-10-28 | Dorothy Mccuaig | Long life deodorant composition |
| FR2739775B1 (en) | 1995-10-16 | 1997-11-21 | Oreal | DEODORANT COMPOSITION COMPRISING A WATER-SOLUBLE SALT OF ZINC AS AN ODOR-ABSORBING AGENT |
| GB9904557D0 (en) * | 1999-02-26 | 1999-04-21 | Gillette Co | Deodorant compositions |
| US6403067B1 (en) * | 2000-05-19 | 2002-06-11 | Colgate-Palmolive Company | Stable emulsions for cosmetic products |
| US6403071B1 (en) * | 2001-03-05 | 2002-06-11 | The Procter & Gamble Company | Anhydrous antiperspirant and deodorant compositions containing solid d-pantothenate salts |
| US6426061B1 (en) * | 2001-04-20 | 2002-07-30 | Weiwei Li | Method and composition for preventing sweat-related odor |
| US7563461B2 (en) | 2002-02-07 | 2009-07-21 | The Trustees Of Columbia University In The City Of New York | Zinc salt compositions for the prevention of dermal and mucosal irritation |
| FR2855408B1 (en) * | 2003-06-02 | 2006-07-14 | Oreal | ALCOHOLIC AEROSOL DEODORANT COMPOSITION CONTAINING ZINC SALICYLATE OR ONE OF ITS DERIVATIVES |
| FR2863489B1 (en) | 2003-12-12 | 2006-05-12 | Oreal | COSMETIC DEODORANT COMPOSITION COMPRISING THE ASSOCIATION OF ZINC PIDOLATE AND ANTI-TRANPIRANT ALUMINUM SALT |
| FR2863488B1 (en) * | 2003-12-12 | 2006-05-12 | Oreal | COSMETIC DEODORANT COMPOSITION COMPRISING THE ASSOCIATION OF ZINC GLUCONATE AND A SINGLE ANTI-TRANSPIRANT ALUMINUM SALT |
| US7332154B2 (en) * | 2003-12-12 | 2008-02-19 | L'oreal S.A. | Deodorant cosmetic composition comprising a combination of zinc gluconate and an antiperspirant aluminum salt |
| FR2868948B1 (en) * | 2004-04-15 | 2006-05-26 | Oreal | COSMETIC COMPOSITION OF THE WATER-IN-OIL EMULSION TYPE CONTAINING AN ACTIVE DEODORANT SALT AND A POLYOLEFIN DERIVED EMULSIFIER COMPRISING AT LEAST ONE POLAR PART |
| US7341713B2 (en) * | 2004-07-27 | 2008-03-11 | Coty S.A. | Liquid stick antiperspirant |
| DE102005032239A1 (en) * | 2005-07-04 | 2007-01-11 | Beiersdorf Ag | Cosmetic against sweat and body odor |
| US20070031526A1 (en) * | 2005-08-05 | 2007-02-08 | Bioderm Research | Topical Deodorant Compositions Based on Hydroxycitric Acid |
| WO2007076125A2 (en) | 2005-12-22 | 2007-07-05 | Swiss-American Products, Inc. | Zinc compositions and their use in anti-microbial applications |
| AR054051A1 (en) * | 2006-05-29 | 2007-05-30 | Jose Alejandro Mumoli | COMPOSITION IN SOLID TABLETS OF FAST DISSOLUTION IN WATER OR WATER LIQUIDS FOR BODY OR ORAL HYGIENE, SKIN AND HAIR TREATMENT AND DISINFECTION |
| FR2905853B1 (en) * | 2006-09-19 | 2012-10-19 | Oreal | HYDROALCOOLED DEODORANT COMPOSITION COMPRISING A ZINC WATER-SOLUBLE SALT AND A CARBOXYLIC MONOACID |
| DE102008053034A1 (en) * | 2008-10-24 | 2010-04-29 | Henkel Ag & Co. Kgaa | Use of hydroxycinnamic acids and their derivatives and / or plant extracts for the treatment of body odor |
| DE102010055816A1 (en) * | 2010-12-23 | 2012-06-28 | Henkel Ag & Co. Kgaa | Deodorant and antiperspirant compositions Compositions for the prevention of body odor |
-
2012
- 2012-12-18 DE DE102012223532.9A patent/DE102012223532A1/en not_active Withdrawn
-
2013
- 2013-12-04 AU AU2013361865A patent/AU2013361865B2/en not_active Ceased
- 2013-12-04 WO PCT/EP2013/075471 patent/WO2014095366A2/en active Application Filing
- 2013-12-04 EP EP13799075.0A patent/EP2934459B1/en active Active
- 2013-12-04 BR BR112015014109A patent/BR112015014109B1/en active IP Right Grant
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| US4518582A (en) * | 1982-04-30 | 1985-05-21 | American Cyanamid Company | Acid stable dibenzyl monosorbitol acetal gels |
| GB2163652A (en) * | 1984-08-29 | 1986-03-05 | Rhone Poulenc Agrochimie | Fungicidal composition based on aluminium tris-(ethyl-phosphonate) |
| WO1997015283A1 (en) * | 1995-10-25 | 1997-05-01 | The Procter & Gamble Company | Topical compositions containing n-acetylcysteine and odor masking materials |
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Also Published As
| Publication number | Publication date |
|---|---|
| BR112015014109B1 (en) | 2020-02-04 |
| EP2934459A2 (en) | 2015-10-28 |
| WO2014095366A3 (en) | 2015-01-29 |
| EP2934459B1 (en) | 2018-10-24 |
| BR112015014109A2 (en) | 2017-07-11 |
| DE102012223532A1 (en) | 2014-06-18 |
| AU2013361865A1 (en) | 2015-04-30 |
| WO2014095366A2 (en) | 2014-06-26 |
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| Date | Code | Title | Description |
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| FGA | Letters patent sealed or granted (standard patent) | ||
| MK14 | Patent ceased section 143(a) (annual fees not paid) or expired |