Improvement of organic compounds or improvements related to organic compounds

Abstract

The present invention relates to stably incorporating an odor-reducing composition containing zinc neodecanoate into a water-containing consumer product, and to delivering zinc neodecanoate from the consumer product to a surface containing an odor source, thereby delivering a sensory-perceptible odor-reducing effect to that surface.

Description

Technical Field

[0001] Field of the Invention The present invention relates to consumer products containing a malodor-reducing composition comprising zinc carboxylate, and to the use of such products for suppressing or removing malodors from surfaces containing a malodor source.

Background Art

[0002] Background of the Invention Human olfaction is complex, and the perception of malodor can be affected by many factors. However, the most important factor in perceiving and actually removing malodor is the gas-phase concentration of malodor molecules. Suppression or removal of malodor can be achieved by the use of malodor neutralizers that chemically modify malodor molecules to produce odorless reaction products, or by the use of malodor neutralizers having antibacterial activity that act on microorganisms that may act as precursors for the generation of malodor. In either case, for the intervention to be successful, it is usually important to deliver a sufficient amount of the malodor neutralizer to the surface containing the malodor source and to retain it on the surface for a sufficient time to exert the malodor neutralizing effect. Zinc salts containing certain zinc carboxylates are known to reduce or suppress malodor by both chemical and antibacterial means. In particular, zinc neodecanoate has been described as useful as a malodor reduction activator in anhydrous deodorant compositions (see WO2018 / 087147 and WO2018 / 087148). Zinc neodecanoate has proven to be an effective malodor neutralizer when delivered from the above deodorant products, but the applicant has noticed that it is difficult to incorporate it into products containing a significant amount of moisture. Attempting to incorporate zinc neodecanoate into such products can result in the formation of solid residues, which can cause problems in both the ease of manufacture and the ease of use of the product. Specifically, the production line can be contaminated by the formation of unwanted residues. Also, during use, the residues can prevent proper discharge of the product from the container and can prevent continuous and uniform supply of an effective amount of zinc neodecanoate to the surface to be treated. The difficulty in incorporating zinc carboxylates, particularly zinc neodecanoate, into consumer products containing significant amounts of moisture currently hinders the widespread application of this effective technology to a broad range of consumer products and the creation of a perceptibly noticeable odor reduction effect. [Overview of the project]

[0003] Summary of the present invention There remains a need to provide an odor-reducing composition containing zinc carboxylate, particularly zinc neodecanoate, that can be stably incorporated into water-containing consumer products, and as a result delivered from the consumer product to surfaces containing odor sources, thereby exhibiting a perceptible odor-reducing effect. In a first aspect, the present invention provides an odor-reducing composition comprising zinc carboxylate, and means for dissolving or dispersing zinc carboxylate in a water-containing consumer product, wherein the means comprises an encapsulation medium comprising at least one fragrance component, a fragrance solvent, a surfactant, or a mixture thereof, and / or a plurality of fine particles for encapsulating zinc carboxylate.

[0004] In a second embodiment, the present invention provides a consumer product comprising an odor-reducing composition according to the first embodiment of the present invention. In a third embodiment, the present invention provides a method for incorporating zinc carboxylate into a water-containing consumer product, the method comprising the step of mixing zinc carboxylate with an encapsulation medium comprising at least one fragrance component, a fragrance solvent or surfactant, and / or a plurality of microparticles for encapsulating the zinc carboxylate. In a fourth aspect, the present invention provides a method for imparting an odor neutralizing effect to a surface containing an odor source, the method comprising the step of imparting an odor-reducing composition according to a first aspect of the present invention to a surface from a water-containing consumer product. Details, examples, and preferred embodiments provided in connection with any one or more aspects or embodiments of the present invention described herein are further described herein and apply equally to all aspects and embodiments of the present invention. Any combination of any possible variations of the embodiments, examples, and preferred embodiments described herein is covered herein unless otherwise stated herein or unless it is clearly inconsistent with the context. [Brief explanation of the drawing]

[0005] [Figure 1] Figure 1 shows the results for perceived odor intensity - Example 6A. [Figure 2] Figure 2 shows the results for perceived odor intensity of a refreshing spray formulation applied to an insert of a worn T-shirt—Example 6C. [Figure 3] Figure 3 shows the perceived intensity of malodors or fragrances—results for Example 6D. [Modes for carrying out the invention]

[0006] Detailed description of the invention The applicant has found, surprisingly, that despite the low solubility or dispersibility of zinc carboxylate, particularly zinc neodecanoate, in consumer products containing a substantial amount of water, combinations of zinc carboxylate with fragrance components, fragrance solvents, surfactants, and / or encapsulation media, as described in more detail herein, can be used to prepare odor-reducing compositions that can be stably incorporated into such consumer products. According to the present invention, zinc carboxylate, particularly zinc neodecanoate, can be incorporated into such consumer products while avoiding undesirable interactions that lead to the formation of solid residues. By maintaining a uniformly dissolved or dispersed state of zinc carboxylate, it is possible to uniformly deliver a measured effective concentration of zinc carboxylate across the entire surface containing the odor source, thereby exhibiting perceptible odor reduction performance.

[0007] Furthermore, the applicant has surprisingly found that, as described in more detail herein, by carefully selecting carboxylate ligands, zinc carboxylate exhibits excellent film-forming properties on surfaces and is resistant to washing. In a first embodiment of the present invention, zinc carboxylate useful in odor-reducing compositions is selected based on its ability to exert an effective odor-reducing effect on surfaces containing odor sources when released from a consumer product containing a substantial amount of water. Important considerations in the selection include the solubility or dispersibility of zinc carboxylate in an oil phase containing one or more fragrance solvents, fragrance components, surfactants or mixtures thereof, and / or encapsulation media containing multiple fine particles. The higher the solubility or dispersibility of zinc carboxylate in an oil phase containing one or more of these components, the higher its concentration can be in the odor-reducing composition. Other considerations include the ability of zinc carboxylate to disperse in a medium containing a substantial amount of water and uniformly deposit thereon on the surface to be treated, its adhesion to the surface after deposition, and its volatility. Zinc carboxylate that adheres well to the surface to be treated and does not evaporate immediately after deposition can, obviously, exert a longer-lasting and more effective odor-reducing effect. Another important consideration is the odor of zinc carboxylate. For obvious reasons, it is undesirable for odor-reducing compositions to contain active ingredients that themselves become odor sources.

[0008] Zinc carboxylates having a carbon chain length of 1 to 3 carbon atoms are undesirable in themselves because they are highly soluble in water and incompatible with fragrance solvents and fragrance components. Zinc carboxylates with a carbon chain length of 1 to 7 carbon atoms tend to exhibit a pungent or unpleasant odor and are similarly undesirable. However, zinc carboxylates with 8 to 12 carbon atoms in the carboxylate group are preferred because they have optimal odor reduction performance, low volatility, and little to no odor. The most preferred zinc carboxylate is zinc neodecanoate. Methods for producing zinc neodecanoate, and for example, zinc oxide and its corresponding carboxylic acid, are well known in the art.

[0009] An odor-reducing composition is considered stably incorporated into a consumer product for the purposes of the present invention if, by containing a mixture of fragrance components, solvents, and surfactants, and / or using an encapsulation medium, it readily disperses or dissolves in the consumer product without causing undesirable changes to the physical properties of the consumer product, such as the formation of residues, which could adversely affect the uniform and consistent delivery of zinc carboxylate to the surface requiring treatment. Suitable fragrance solvents include, but are not limited to, isopropyl myristate, ethanol, cyclomethicone, glycol ethers such as dipropylene glycol methyl ether (e.g., Dawanol DPM) or tripropylene glycol methyl ether (Dawanol TPM), medium-chain triglycerides (MCTs) such as those sold under the trademark Miglyol (e.g., Miglyol 812), hydrogenated wood rosin methyl esters such as Hercolyn DW, isoparaffins such as Isopar solvents, benzyl salicylate, and cyclohexyl salicylate.

[0010] Suitable fragrance components may be selected from an available ingredient palette and may be chosen based on the desired specific pleasure effect or the required functional effect, such as odor reduction. Examples of fragrance components include 3,7-dimethylocto-6-enal (e.g., citronellal), 3,7-dimethylocto-6-en-1-ol (e.g., citronellol), and 2,4-dimethylcyclohexa-3-encarbaldehyde (e.g., Cyclal C), (E)-Deca-4-enal, ethyl 2-methyl butyrate, 1-phenylethyl acetate (e.g., Gardenol), (Z)-Hexa-3-en-1-yl acetate, hexyl acetate, isoamyl acetate, Litsea cubeba oil, nonanal, orange oil, orange terpene, prenyl acetate, 4-methyl-2-(2-methylpropane-1-en-1-yl)tetrahydro-2H-pyran, e.g., rose oxide; 4-methylene-2-phenyltetrahydro-2H-pyran, e.g., rosirane super; 2 ,4-dimethylcyclohexa-3-encarbaldehyde, e.g., tricyclal; 2,6,10-trimethylundeca-9-enal, e.g., Adoxal; Moroccan armoise oil; 8-(sec-butyl)-5,6,7,8-tetrahydroquinoline, e.g., vigalyl; (2E)-3-phenylprop-2-enal, e.g., cinnamic aldehyde; (E)-3,7-dimethylocta-2,6-dienal, e.g., citral; ethyl caproate; 1,3,3-trimethyl-2-oxabicyclo[2.2.2] Octane, e.g., eucalyptol, eucalyptus, e.g., globulus oil, 1-(1,2,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-2-yl)ethanone, e.g., Georgewood, hexyl isobutyrate, (E)-4-(2,6,6-trimethylcyclohexa-1-en-1-yl)buta-3-en-2-one, e.g., ionone beta, isobutylisobutyrate, isobutylquinolone, isopropylmethyl-2-butyrate, (2E,6Z)-3,7-dimethylnona-2,6-diennitrile, e.g., lemonyl, 3,7-dimethylocta-1,6-dien-3-ol, e.g., linalool, 2,6-dimethylhepta-5-enal, e.g., melonal, methylamyl ketone, This includes, but is not limited to, methylbenzoates, methylheptenone, methylhexyl ketone, phenylethyl acetate, tetrahydromyrcenolate, patchouli oil, tridecene-2-nitrile, 6-methoxy-2,6-dimethyloctanal (e.g., calypsone), 5-tert-butyl-2-methyl-5-propyl-2H-furan (e.g., cassyrane), (4E)-9-hydroxy-5,9-dimethyl-4-decenal (e.g., mahonial), 1-methyl-2-(5-methylhexa-4-en-2-yl)cyclopropyl)methanol (e.g., rosefolia), 3-(4-isobutyl-2-methylphenyl)propanal (e.g., Nympheal), and mixtures thereof.

[0011] In certain aspects of the present invention, the fragrance component may comprise at least two, at least three, at least four, or at least five of the following components: 3,7-dimethylocto-6-enal, e.g., citronellal; 3,7-dimethylocto-6-en-1-ol, e.g., citronellol; 2,4-dimethylcyclohexa-3-encarbaldehyde, e.g., Cyclal C; (E)-Deca-4-enal; Ethyl 2-methyl butyrate; 1-Phenyl ethyl acetate, e.g., gardenol; (Z)-Hexa-3-en-1-yl acetate; Hexyl acetate; Isoamyl acetate; Litsea cubeba oil; Nonanal; Orange oil; Orange terpene; Prenyl acetate; 4-Methyl-2-(2-methylprop-1-en-1-yl)tetrahydro-2H-pyran, e.g., rose oxide; 4-Methylene-2-phenyltetrahydro-2H-pyran, e.g., rosirane super; 2,4-Dimethylcyclohexa-3-encarbald Hydrate; e.g., tricyclal; and optionally, at least two, at least three, at least four, or at least five of the following components: 2,6,10-trimethylundeca-9-enal, e.g., adoxal; Moroccan armoise oil; 8-(sec-butyl)-5,6,7,8-tetrahydroquinoline, e.g., bigaryl; (2E)-3-phenylprop-2-enal, e.g., cinnamic aldehyde; (E)-3,7-dimethylocta-2,6-dienal, e.g., citral; ethyl caproate; 1,3,3-trimethyl-2-oxabicyclo[2.2.2] Octane, e.g., eucalyptus, e.g., globulus oil china; 1-(1,2,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydronaphthalene-2-yl)ethanone, e.g., Georgewood; hexyl isobutyrate; (E)-4-(2,6,6-trimethylcyclohexa-1-en-1-yl)buta-3-en-2-one, e.g., ionone beta; isobutylisobutyrate; isobutylquinolone; isopropylmethyl-2-butyrate; (2E,6Z)-3,7-dimethylnona-2,6-diennitrile, e.g., lemonyl; 3,7-dimethylocta-1,6-dien-3-ol, e.g., linalool; 2,6-dimethylhept-5-enal, e.g., melonal Methyl amyl ketone, methyl benzoate, methylheptenone, methylhexyl ketone, phenylethyl acetate, tetrahydromyrcenoyl, patchouli oil, tridecene-2-nitrile, 6-methoxy-2,6-dimethyloctanal, e.g., calypsone, 5-tert-butyl-2-methyl-5-propyl-2H-furan, e.g., casilane, (4E)-9-hydroxy-5,9-dimethyl-4-decenal, e.g., mahonial, 1-methyl-2-(5-methylhexa-4-en-2-yl)cyclopropyl)methanol, e.g., rosefolia, and 3-(4-isobutyl-2-methylphenyl)propanal, e.g., Nympheal.

[0012] Preferred fragrance components include Ambrofix (dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan), Rajanol (2-ethyl-4-(2,2,3-trimethylcyclopenta-3-enyl)-buta-2-en-1-ol), benzyl salicylate, cis-3-hexenyl salicylate, coumarin, cyclamenaldehyde, dihydrojasmonate, hexione (methyldihydrojasmonate), and Lilial (3-(4-tert-buty This includes (3-(4-isobutyl-2-methylphenyl)propanal), nympheal (3-(4-isobutyl-2-methylphenyl)propanal), methyl ionone, phenylethylphenyl acetate, tetrahydrogeranyl acetate, trimofix (a reaction product of acetic anhydride and 1,5,10-trimethyl-1,5,9-cyclodecatriene), and tropional (3-(1,3-benzodioxol-5-yl)-2-methylpropanal).

[0013] In certain embodiments of the present invention, the odor-reducing composition comprises zinc neodecanoate in a miscible with a fragrance solvent, a fragrance component, or a mixture thereof. More specifically, the mixture may contain more than 50% by weight, more than 60% by weight, more than 70% by weight, or more than 80% by weight of zinc neodecanoate. Even more specifically, the odor-reducing composition comprises about 80% by weight of zinc neodecanoate and about 20% by weight of at least one fragrance solvent, at least one fragrance component, or a mixture thereof.

[0014] In a particular embodiment of the present invention, the odor-reducing composition described above is in the form of a plurality of microparticles encapsulating zinc neodecanoate and optionally at least one fragrance solvent or fragrance component, or a mixture thereof, in any amount as described herein. In a more specific embodiment, the odor-reducing composition is in the form of a powder comprising a plurality of fine particles encapsulating zinc neodecanoate and optionally at least one fragrance solvent or fragrance component, or a mixture thereof, in any amount as described herein. In a particular aspect of the present invention, the fine particles contain at least 30% by weight, at least 40% by weight, at least 50% by weight, at least 60% by weight, at least 70% by weight, and at least 80% by weight of zinc neodecanoate, based on the total weight of the fine particles.

[0015] The odor-reducing composition can be added to the aforementioned consumer product in a level that provides an effective odor-reducing effect on the surface requiring treatment. In a particular aspect of the present invention, the powdery odor-reducing composition containing the plurality of fine particles described above can be incorporated into an antiperspirant product in an amount ranging from about 1% to about 50% by weight, more specifically from about 1% to about 20% by weight, and more specifically from about 1% to about 10% by weight, based on the total weight of the antiperspirant product. In certain embodiments of the present invention, zinc neodecanoate is present in an amount of 0.1 to 20% by weight, more specifically about 0.5 to 10% by weight, more specifically about 0.5 to 5% by weight, for example about 4% by weight, based on the total weight of the product.

[0016] Microparticles are generally small particles with a diameter ranging from approximately 1 to 1000 microns. Microparticles have various structures, from single-core (so-called core-shell microparticles) to multi-core, and can contain single or multi-layer shells. The core material can contain zinc carboxylate and any other components such as one or more fragrance components, fragrance solvents, and surfactants. The fine particles can be incorporated into consumer products in the form of an aqueous slurry in which the fine particles are suspended. Alternatively, the fine particles can be incorporated into consumer products in the form of a powder. Such powders can be formed, for example, by dehydrating the slurry by spray drying. Methods for forming powdered fine particle slurries or dehydrated fine particles are well known in the art, and examples of such methods are disclosed in the following references cited herein, all of which are incorporated herein by reference.

[0017] Powdered microparticles are particularly useful for incorporation into antiperspirant products, especially aerosol antiperspirant products. Fine particles can be formed from thermosetting polymers such as melamine formaldehyde, melamine urea formaldehyde, polyurea, polyurethane, and polyacrylate. The shell of such a thermosetting polymer can be formed around a droplet of the core material by known polymerization methods such as interfacial polymerization. Examples of core-shell microcapsules formed from thermosetting polymers useful for the preparation of encapsulated zinc carboxylates are disclosed in WO2004 / 016234, WO2006 / 056093, WO2007 / 137441, WO2008 / 098387, WO2009 / 100553, WO2017 / 001672, WO2018 / 197266, WO2016 / 207180, WO2018 / 149775, WO2011 / 161229, and WO2013 / 092958. Disclosed in WO2016 / 071151, WO2016 / 071150, WO2016 / 071149, WO2017 / 085105, WO2014 / 064252, WO2014 / 064255, and WO2014 / 032290, all of which are incorporated herein by reference.

[0018] Another common method for forming fine particles useful for the present invention is coacervation. Coacervation is a well-known method for forming fine particles by causing a colloid to form around a droplet of a core substance and then curing it. In so-called simple coacervation, a single hydrophilic colloid is used, while in complex coacervation, two hydrophilic colloids are used. Coacervated fine particles useful for the present invention are disclosed in WO2015 / 150370 and WO2013 / 068581, which are incorporated herein by reference. Furthermore, the fine particles can be formed by spray drying an emulsion containing zinc carboxylate and other materials to be encapsulated, and shell-forming polymers such as starch, modified starch, and cellulose. Examples of such fine particles and methods for their preparation are disclosed in WO2020 / 149192, WO2015 / 189296, and WO2020 / 201258, all of which are incorporated herein by reference. In such starch fine particles, the encapsulated substance is dispersed in the form of a plurality of droplets or cores dispersed in the encapsulating polymer matrix.

[0019] In a preferred embodiment, the fine particles are core-shell fine particles. An odor-reducing composition in the form of a plurality of core-shell microcapsules can provide excellent odor control performance compared to, for example, the aforementioned fine particles containing a plurality of droplets or cores dispersed within an encapsulating polymer matrix. In recent years, the fragrance industry has been working on the development of biodegradable fine particles that do not contain or substantially contain microplastics, particularly biodegradable core-shell fine particles, and such fine particles are useful for encapsulating zinc carboxylate, more specifically zinc neodecanoate, according to the present invention. The biodegradable fine particles can be formed by coacervation methods or complex coacervation methods using various proteins and / or polysaccharides. Examples of biodegradable fine particles useful in the present invention are disclosed in WO2020 / 233887, which is incorporated herein by reference. Other examples of useful core-shell microcapsules include those in which the shell contains a hydrated polymer phase and a polymer stabilizer containing a thermosetting resin, more specifically a thermosetting resin formed by the reaction of a polyfunctional isocyanate and an aminosilane, as disclosed in WO2023 / 020883, and these core-shell microcapsules are also incorporated herein by reference.

[0020] The encapsulated form of zinc carboxylate may be provided in the form of multiple pastilles or prills, which can be formed by dissolving or dispersing zinc carboxylate in a water-soluble matrix material and shaping the resulting mixture, for example, by extrusion and cutting. Alternatively, molten droplets of the matrix material and zinc carboxylate can be dropped into a suitable liquid bath to harden the droplets to form prills, which can be recovered by filtration. The water-soluble matrix can contain various materials useful in the preparation of the scent booster composition, as is generally well-known in the art. Examples of suitable matrix materials include polyethylene glycol, fillers, and optionally clays or salts, or mixtures thereof. Such compositions are described in U.S. Patent Application Publication No. 2017 / 226690, which is incorporated herein by reference. Zinc carboxylate, and optionally a fragrance component, a fragrance solvent, and a surfactant can be incorporated into the matrix material either alone or in an encapsulated form as described in more detail above. The encapsulated form of zinc carboxylate described above can also be incorporated into such a water-soluble matrix.

[0021] In another aspect of the invention, a malodor reducing composition can be formed by dissolving or dispersing zinc carboxylate in an oil phase containing a surfactant and optionally at least one fragrance component and / or a fragrance solvent, or mixtures thereof. Zinc carboxylate is somewhat soluble or miscible in the fragrance component or the fragrance solvent but is substantially insoluble in water. Therefore, in order to disperse zinc carboxylate at an effective concentration in a consumer product containing water, it is necessary to mix zinc carboxylate with a surfactant for its presence. Preferred surfactants are nonionic surfactants. Preferred nonionic surfactants include any surfactants commonly used in consumer products, including but not limited to roll-on deodorants, hand dish soaps, surface cleaners, deodorants, and clothing care products, including but not limited to liquid and powder laundry detergents, fabric conditioners, clothing refreshers, and scent boosters. Particularly preferred nonionic surfactants include ethoxylated fatty acids, in particular those having the same or similar chain length as the zinc carboxylate used. Examples of particularly preferred nonionic surfactants are Lutensol TO10 or Symperonic 13 / 9.

[0022] Consumers who can stably dissolve or disperse the odor-reducing composition according to a second aspect of the present invention include, but are not limited to, carpet sprays, fabric sprays, multi-purpose cleaners, bathroom cleaners, kitchen cleaners, floor cleaners, hand-washing dishwashing cleaners, diapers, feminine hygiene products, cat litter, roll-on deodorants, roll-on antiperspirants, liquid soaps, bar soaps, body washes, detergent bars, detergent pastes / creams, detergent powder tablets, liquid detergents, liquid detergent capsules, detergent powders, fabric fragrances, scent boosters, ironing water, and liquid softeners. In certain embodiments of the present invention, the consumer product is an antiperspirant product, and more specifically, an antiperspirant product in aerosol form. In a more specific embodiment of the present invention, the antiperspirant product comprises an antiperspirant active ingredient and an odor-reducing composition in the form of a plurality of microparticles, more specifically in the form of core-shell microparticles, wherein the composition is dispersed in the product and encapsulated in any amount as referred herein of zinc neodecanoate and optionally at least one fragrance solvent or fragrance component, or a mixture thereof.

[0023] In a more specific embodiment of the present invention, the antiperspirant product comprises an antiperspirant active ingredient and an odor-reducing composition in powder form comprising a plurality of microparticles, more specifically core-shell microparticles, the microparticles being dispersed in the product and encapsulating zinc neodecanoate and optionally at least one fragrance solvent or fragrance component, or a mixture thereof, in any amount as described herein. In certain embodiments of the present invention, the antiperspirant product contains, based on the total weight of the product, about 0.1% by weight, more specifically 0.5% by weight, even more specifically about 1% by weight, up to about 5% by weight, more specifically up to 4% by weight, more specifically up to 3% by weight, and more specifically up to 2% by weight of water. Antiperspirant active ingredients include aluminum salts and complexes. Useful salts and complexes include, but are not limited to, aluminum chlorohydrate complexes such as aluminum chlorohydrate, aluminum sesquichlorohydrate, and aluminum zirconium tetrachlorohydrate glycine complex, and aluminum zirconium complexes. In a particular aspect of the present invention, the antiperspirant active ingredient is present in the antiperspirant product in an amount of about 0.5 to 50% by weight, more specifically about 0.5 to 40% by weight, more specifically about 0.5 to 30% by weight, and more specifically about 0.5 to 20% by weight, based on the total weight of the product.

[0024] Depending on the specific form of the antiperspirant product, it may contain one or more additional components such as emollients, thickeners or structuring agents, fragrances, propellants, pH buffers, humectants, additional odor control agents, skin sedatives, dyes or pigments, and antimicrobial agents. Examples of such additional components and their content in such products are well known to those skilled in the art. Further details of such products, their components and content are disclosed, for example, in WO2018 / 087148, which is incorporated herein by reference for this purpose. According to a third aspect of the present invention, zinc carboxylate, particularly zinc neodecanoate, can be stably incorporated into any of the consumer product forms described in any of the embodiments described herein using any of the odor-reducing compositions described herein. In a particular embodiment of the present invention, zinc neodecanoate can be incorporated into an antiperspirant product as defined herein by a method comprising the steps of mixing zinc neodecanoate with at least one fragrance component or fragrance solvent, encapsulating the mixture in an encapsulation medium containing a plurality of microparticles as described herein, and dispersing the microparticles in the antiperspirant product. According to a fourth aspect of the present invention, any of the odor-reducing compositions described herein can be delivered from any of the aforementioned consumer product forms to a surface containing an odor source, where it can exert an odor-reducing effect.

[0025] The term "surface" includes human or animal skin and hair, as well as inanimate surfaces, including hard surfaces, floors, bathrooms and toilets, dishes, cutlery and other kitchen utensils, and fabrics—in short, all kinds of household surfaces. The malodors that occur on such surfaces include food odors, body odors, and the odors of human and animal excrement. Sources of foul odors include, but are not limited to, personal odors such as underarm sweat, foot odor, female (vaginal) odor, scalp / hair odor, urine odor, garbage odor, indoor air odor, mold odor, and laundry odor. The present invention is further described and illustrated with reference to the following non-limiting examples.

[0026] Example 1 (Synthesis of melamine urea formaldehyde capsules containing an odor-reducing composition) An odor-reducing composition (1% by weight of fragrance, 19% by weight of isopropyl myristate, and 80% by weight of zinc neodecanoate) is encapsulated in melamine urea formaldehyde, and 1 kg of slurry is formed according to the following method. Set the reactor to 20°C and charge in deionized water (600g), resorcinol (10g) as a crosslinking agent, a positively charged polymeric colloidal stabilizer (2g), and melamine formaldehyde precondensate (Lulacol SD) (5g). Set the stirring speed to 400rpm. At this stage, add 360g of odor-reducing composition (50% by weight of medium-chain triglycerides) and disperse it in the aqueous phase. Polymerization is carried out as follows: Formic acid (10%) is added to the slurry until the pH reaches 4, and the mixture is stirred at 35°C for 1 hour. Then, the reactor temperature is raised to 90°C over 1 hour. Finally, the slurry is cooled, and ammonia (1g) is added to adjust the pH to a range of 3-5. Finally, deionized water is added to bring the volume of the slurry to 1L. The resulting encapsulated composition slurry is discharged from the reactor. We successfully produced the odor-reducing composition in the form of a fine particle slurry.

[0027] Example 2 (Synthesis of starch capsules containing an odor-reducing composition) Tap water (55.0 g) was weighed into a stainless steel beaker. Next, sodium octenyl succinate starch E1450 (18.7 g), starch modifier Hi-Cap 100 (2.2 g), and maltodextrin Glucidex IT-19 (5.3 g) were weighed into the same beaker. The resulting mixture was first manually stirred with a stainless steel rod, and then homogenized at 13,500 rpm using an IKA T25 Ultra-Turrax homogenizer to obtain a homogeneous solution. To this mixture, the odor reduction composition of Example 1 (17.8 g) was added. Next, high-shear mixing was performed at 22,000-24,000 rpm for 20-30 minutes using the same homogenizer to prepare an emulsion. The droplet size was confirmed to be 0.5-2 microns using dynamic light scattering. The emulsion was spray-dried using a LabPlant SD-06 spray dryer. The parameters for the spray-drying process were as follows: inlet temperature: 190°C, outlet temperature: 90°C, peristaltic pump speed: 485 mL / h, air flow rate: 3.7 m / s. The resulting spray-dried powder was mixed with silicon dioxide Aerosil 200 (0.5 g) in a sealed container. We have successfully produced an odor-reducing composition as multiple fine particles in a dry powder form.

[0028] Example 3 (Synthesis of a booster product containing an odor-reducing composition) A scent booster product was prepared by mixing 5% by weight of fumed silica (Aerosil 200), 5% by weight of CMC (Blanose), and 80% by weight (10% by weight) of sodium chloride. The odor-reducing composition of Example 1 was added to this scent booster mixture and the whole was mixed until it became a fluid powder. (AEROSIL is fumed silica (a trademark of Degussa), and "Blanose" is carboxymethylcellulose (a trademark of Hercules).)

[0029] Example 4 (Deposition of zinc neodecanoate onto fabric from the Scent Booster product in Example 3) Use of metal indicators to determine the amount of deposit on the fabric Eriochrome Black T is a metal indicator that can be used for complex titrations with various metal ions. Typically used in a pH 10 buffer, it forms a complex with metal ions such as zinc, changing the solution from blue to red. The color of the indicator solution is determined by the proportion of Eriochrome Black T that forms the complex. If uncomplexed indicator is present, the solution remains blue, potentially masking the red complex. Therefore, to maximize test sensitivity, it is crucial to use as little indicator as possible. However, a careful balance must be struck between the amount of indicator needed for color perception and the amount used for color perception. Ethanol solutions of zinc neodecanoate were prepared in logarithmic steps from 10% to 0.00001%. Furthermore, vials were prepared by adding 2 mL of pH 9.41 buffer and 10 μL of Eriochrome Black T solution (1% ethanol solution). 10 μL of the zinc neodecanoate solution was added to the vial along with the Eriochrome Black T solution. From the color of the resulting solution, zinc neodecanoate was detectable at concentrations of 0.1% or higher, and showed a weakly positive reaction at 0.01%.

[0030] Simulated Laundry Cycle Test 10% by weight of the odor-reducing composition (10% by weight of zinc neodecanoate dissolved in Dawanol TPM) was added to the scent booster composition described in Example 3 and thoroughly mixed. Samples using only Dawanol TPM and the scent booster composition were also prepared. 150 mg of each scent booster composition was added to 50 mL of distilled water in a 60 g glass bottle. Four small pieces of terry cloth (totaling 14 cm²) were placed in each bottle and left on a roller for 1 hour. The indicator solution was prepared by adding buffer solution (1 mL, pH 9.21) and eriochrome black T solution (1% ethanol solution) to a clear glass vial (7.5 mL). A small piece of terry cloth was added from each bottle to another vial containing the indicator solution. The vial was shaken and the resulting color was recorded. Furthermore, adding an indicator (10 μL of 1% eriochrome ethanol solution) to each vial made the color discrimination even clearer.

[0031] The remaining small pieces of terry cloth were transferred to a new clear glass bottle (60 mL) containing distilled water (50 mL). The bottles were left on the roller for another hour. One terry cloth was taken from each bottle and tested with the indicator solution (10 μL of 1% eriocre ethanol solution dissolved in 1 mL of pH 9.21 buffer) as described above. The color of the resulting solution was still discernible. This indicates that zinc neodecanoate has been deposited in the fabric and remains there even after rinsing. The remaining two pieces of fabric were air-dried overnight and tested using the same procedure as described above. The fabric washed with the St. Booster containing zinc neodecanoate still showed signs of zinc presence. This experiment demonstrated that zinc neodecanoate can be deposited on fabrics from consumer products containing odor-reducing compositions and may remain there even after rinsing and drying.

[0032] Example 5 (Demonstration of odor reduction effect on fabric - Trigger spray formulation) A colorless, transparent trigger spray formulation was prepared using zinc neodecanoate (0.75 wt%), dawanol TPM (0.25 wt%), rutensol TO-10 (9 wt%), and water (90 wt%) as solvents. As a control, a formulation was prepared in which dawanol TPM and zinc neodecanoate were replaced with diethyl phthalate (1% by weight). T-shirt inserts were pre-treated with model and control formulations. After drying, the inserts were placed under the arms of T-shirts and worn by a volunteer panel for one day without the use of fragrance products. Subsequently, a trained sensory evaluation panel olfactorily assessed the odor intensity of the T-shirt inserts. Inserts treated with the model trigger spray formulation were found to have a significantly reduced odor intensity compared to inserts treated with the control formulation.

[0033] Example 6 (Demonstration of the odor-reducing effect of fabric - washing test) A. Odor removal from terry towels preparation Three test compositions (1-3) were prepared according to the compositions shown in Table 1. Samples NU67, MO48, and QC29 (1000 μL) were applied to the center of each 70 mm × 70 mm terry towel cloth piece, and 250 μL of Dawanol TPM solution containing 0.006% 3-mercapto-3-methylbutan-1-ol (MMB) was added as an odor remover. Samples ED71 and WC14 were applied to the center of each 70 mm × 70 mm terry towel cloth piece as controls, and cloth pieces without odor were used as controls. A label was affixed to the upper right corner of each cloth piece. result: The odor intensity of the cloth samples was evaluated by a panel of 15 trained judges using a scale of 0 to 100. The control group was assigned an intensity of 70, and the evaluation interval was 1 minute. Samples were evaluated in a random order (randomization was performed using DesignExpress). The mean intensity rating for the hidden control group (NU67) was 63. Panel reliability was very good (G=0.98, φ=0.98, inter-rater reliability=0.76).

[0034] [Table 1]

[0035] B. Odor removal by applying a refreshing spray - pre-mixed T-shirt insert Methodology-Test Formulas Two refreshing sprays were formulated: one with zinc neodecanoate and one without. Each ingredient was mixed from top to bottom in the order shown in Table 2.

[0036] [Table 2]

[0037] Methodology - Insert Preparation The fabric inserts are pre-washed, descaled, labeled, and poppers are sewn on, then hung on a clothesline. Apply fabric refresher to each T-shirt insert. Spray twice, then spray twice more after 5 minutes. Allow the inserts to dry before attaching them to the T-shirt. Randomly arrange the technology side (+TECH) and non-technology side (W / O) as shown in Table 3.

[0038] [Table 3]

[0039] Afterward, volunteers are given T-shirts to wear for a day without using any fragrance products or deodorants. The T-shirts are returned the following day for evaluation. Methodology: Evaluation by a trained sensory evaluation panel. The inserts are removed from the T-shirts and placed around two separate tables (one for the left insert and the other for the right insert). A trained sensory evaluation panel (n=16) individually rates the malodor intensity of each insert using a free-response scale from 0 to 100, in a random order specified on an evaluation sheet.

[0040] result Twenty-three T-shirts were returned (one of which was unworn but included as a hidden control group) and evaluated by a trained sensory evaluation panel. Some of the inserts had lingering fragrances and were subsequently excluded from the results. The reliability of the panel evaluation was verified using the panel reliability program (v2-8), and it was not necessary to exclude evaluators (G=0.93, φ=0.91, inter-evaluator reliability=0.47). Pairs of T-shirt inserts with a least squares mean of less than 20 were deemed to have too low an odor intensity and were excluded. The remaining dataset was analyzed by analysis of variance (ANOVA). The geometric mean, standard error, and left-right difference of odor intensity for each insert were calculated. When the perceived odor intensity was measured, the overall result was that the odor intensity of the T-shirt insert pre-treated with zinc neodecanoate was 42.5, which was lower than the odor intensity of the T-shirt insert without zinc neodecanoate (45.2).

[0041] C. Odor removal by applying a refreshing spray - pre-mixed T-shirt inserts Methodology-Test Formula Two refreshing sprays were formulated: one with zinc neodecanoate and one without. Each ingredient was mixed from top to bottom in the order shown in Table 4.

[0042] [Table 4]

[0043] Methodology - Insert preparation (before wearing) The fabric inserts are pre-washed, descaled, and labeled, with fasteners sewn on, and then attached to the underarms of white T-shirts (also pre-washed and descaled). The T-shirts are then distributed to volunteers who wear them for a day without using any fragrance products or deodorants. Afterwards, the T-shirts are returned for further processing and evaluation. Methodology - Insert preparation (after wearing) The fabric inserts underwent a preliminary evaluation by three trained in-house sensory evaluators, who confirmed that while the inserts had a noticeable odor, no fragrance remained. Approximately four sprays of the selected fabric refresher were applied to the remaining inserts. A different fabric refresher was applied to either the left or right insert. The inserts were dried before being attached to the T-shirt, and the side with technology applied (+TECH) and the side without (W / O) were randomly determined, as shown in Table 5.

[0044] [Table 5]

[0045] Methodology - Evaluation by a trained sensory evaluation panel After drying, the inserts were paired and arranged for olfactory evaluation. A trained sensory evaluation panel assessed the odor intensity of each insert using a free-response scale from 0 to 100 points, in a random order specified on an evaluation sheet. result Seventeen pairs (n=15) of T-shirt inserts were evaluated by a trained sensory evaluation panel. Odor intensity data provided by a trained internal sensory evaluation panel were validated using the panel reliability program (v2-8). The results showed that it was not necessary to exclude evaluators (G=0.93, φ=0.90, inter-evaluator reliability=0.48). T-shirt insert pairs with a least squares mean of less than 20 were deemed to have too low an odor intensity and were excluded. The remaining dataset was analyzed by analysis of variance. For each insert, the geometric mean odor intensity, standard error, and left-right difference were calculated. Perceived odor intensity was measured, and the overall results showed that the odor intensity of the T-shirt insert with zinc neodecanoate was 37.3, which was lower than that of the T-shirt insert without zinc neodecanoate, which had a value of 44.4 (Figure 2).

[0046] D. Fabric softener on socks Test formulation Two sets of fabric softeners are blended, one containing zinc neodecanoate and the other without. The selected fragrance is a "typical" fabric softener type fragrance.

[0047] [Table 6]

[0048] Methodology - Washing socks Sixty pairs of socks (30 men's and 30 women's) were separated and washed with either a technical treatment (+TECH) or no technical treatment (W / O) applied to either the left or right sock, as shown in Table 7. Washing was performed using a standard wash cycle with fragrance-free detergent. Fabric softener (35g) was added directly to the washing machine at the appropriate time during the wash cycle.

[0049] [Table 7]

[0050] Methodology - Wearing and Self-Assessment The socks were distributed to volunteers (who had no prior experience), and after wearing them for a day, they were evaluated on their fragrance and odor (on a fixed scale of 0 to 10) to select their preferred socks.

[0051] result Thirty pairs of men's socks and 29 pairs of women's socks were returned along with evaluation sheets. No clear difference in preference was observed between socks washed with zinc neodecanoate-containing fabric softener and those that were not (16 pairs for men, 13 for men, 15 for women, and 13 for women). Several pairs of socks were excluded from the dataset because the participants self-assessed that they did not have a bad odor. Using the obtained dataset, the fragrance intensity and odor intensity of samples with and without zinc neodecanoate were compared. A significant improvement in odor intensity was observed, but it was not statistically significant. No difference was observed in perceived fragrance intensity (Figure 3).

[0052] Example 7 (Demonstration of incorporating encapsulated zinc neodecanoate into a model aerosol base) The model aerosol base was selected based on its transparency, which allows for observation of residue formation. The chosen base is 96% ethanol, which allows for easy observation of the precipitate formed. Two glass bottles containing 50 ml of aerosol formulation were prepared by dispersing 1% and 4% by weight of the core-shell capsules from Example 1 in ethanol at 96°C before adding the propellant. Two other glass bottles containing the aerosol formulation are prepared by dispersing 0.5% and 2% by weight of the odor-reducing composition (in this case, in an unencapsulated form) in ethanol before adding the propellant. Store these glass bottles at 4°C for 24 hours. Visual inspection revealed that the sample containing the encapsulated odor-reducing composition remained clear, while both samples containing the unencapsulated odor-reducing composition showed a cloudy precipitate. The cloudy precipitate settled after several hours.

[0053] These results demonstrate that the encapsulated composition can be dispensed from the nozzle of an aerosol container and exerts an odor-reducing effect when applied uniformly to a surface. Example 8 (Demonstration of the odor control effect of encapsulated zinc neodecanoate in an aerosol base) An odor-reducing composition containing core-shell microparticles encapsulating a mixture containing zinc neodecanoate (1% by weight of fragrance, 19% by weight of isopropyl myristate, and 80% by weight of zinc neodecanoate) was added to an aerosol base containing a carrier, an aluminum salt antiperspirant active ingredient, and residual water to produce an aerosol base (hereinafter referred to as "Base 01"). The microparticle shell material consisted of a thermosetting resin formed from the reaction of aminosilane and a polyfunctional isocyanate, as described in WO2023020883. The odor-reducing composition was blended into Base 01 so that the zinc neodecanoate content was 1.4% by weight. An aerosol base without the odor-reducing composition was used as a control (hereinafter referred to as "Control"). The test was conducted as a self-assessment test, where a control was applied to one armpit and Base 01 to the other. Participants were recruited and instructed to take the aerosol test product (i.e., Base 01 and the control) home and use it. The test was conducted over a period of 1-2 weeks. The purpose of this test was to allow self-assessment of the sustained protective effect of the test product against underarm odor. This study involved 21 participants, each instructed to use a coded test product for two consecutive days. The test product was applied to the same underarm (left and right) using an aerosol spray. Evaluation times were set before product application, 2 hours after application, and 4 hours after application. The overall perceived odor intensity was self-assessed using a 0-5 rating scale. Participants were instructed to smell the applied skin directly, rather than through clothing worn over the applied skin, in order to evaluate the odor. In the evaluation phase, each of the 21 participants evaluated each test product twice, resulting in 42 evaluations per test product. Participants used the following scale: 0 - Odorless, 1 - Slightly weak odor, 2 - Noticeable odor, 3 - Quite strong odor, 4 - Strong odor, 5 - Very strong odor The data were analyzed using analysis of variance and multiple comparison tests. The confidence level was 95%. The results are shown in Table 8 in terms of perceived odor intensity.

[0054] [Table 8] As described above, underarms treated with Base 01 showed a significant reduction in odor intensity for up to 4 hours compared to the control group.

Claims

1. An antiperspirant product comprising an antiperspirant active ingredient, water, and an odor-reducing composition in the form of multiple microparticles dispersed in the product, wherein the microparticles encapsulate zinc neodecanoate and optionally at least one fragrance solvent or fragrance component.

2. The antiperspirant product according to claim 1, comprising approximately 0.1 to approximately 5% by weight, and more specifically approximately 0.5 to approximately 5% by weight, of water based on the total weight of the product.

3. The antiperspirant product according to claim 1 or 2, wherein the antiperspirant active ingredient is an aluminum-containing salt or complex.

4. The antiperspirant product according to any one of claims 1 to 3, wherein the antiperspirant active ingredient is selected from the group consisting of aluminum chlorohydrate, aluminum chlorohydrate complex, aluminum sesquichlorohydrate, aluminum zirconium tetrachlorohydrate glycine complex, and aluminum zirconium complex.

5. An antiperspirant product according to any one of claims 1 to 4, wherein the antiperspirant active ingredient is present in an amount of 0.5 to 50% by weight based on the total weight of the product.

6. The antiperspirant product according to any one of claims 1 to 5, wherein the odor-reducing composition comprises a plurality of fine particles dispersed in the product, and is in the form of a powder encapsulating zinc neodecanoate and optionally at least one fragrance solvent or fragrance component, or a mixture thereof.

7. The antiperspirant product according to any one of claims 1 to 6, wherein the fine particles contain at least 30% by weight of zinc neodecanoate based on the total weight of the fine particles.

8. The antiperspirant product according to any one of claims 1 to 7, wherein an odor-reducing composition in the form of a powder, comprising a plurality of fine particles dispersed in the product and encapsulating zinc neodecanoate and optionally at least one fragrance solvent or fragrance component or a mixture thereof, is incorporated into the antiperspirant product in an amount ranging from about 1% to about 50% by weight.

9. The antiperspirant product according to any one of claims 1 to 8, wherein zinc neodecanoate is present in an amount of 0.1 to 20% by weight based on the total weight of the product.

10. The antiperspirant product according to any one of claims 1 to 9, wherein the fine particles are in the form of core-shell fine particles.

11. The antiperspirant product according to claim 11, wherein the shell is formed from a hydrated polymer phase and a polymer stabilizer containing a thermosetting resin, and the thermosetting resin is a reaction product of a polyfunctional isocyanate and an aminosilane.

12. A method for incorporating zinc neodecanoate into an antiperspirant product according to any one of claims 1 to 11, comprising the steps of mixing zinc neodecanoate with at least one fragrance component or fragrance solvent, encapsulating the mixture in an encapsulation medium containing a plurality of microparticles, and dispersing the microparticles in an antiperspirant product.

13. A method for delivering an odor-neutralizing effect to a surface containing an odor source, comprising the step of applying the antiperspirant product according to any one of claims 1 to 11 to human skin or hair.

14. The method according to claim 13, wherein the malodor is body odor or scalp odor.

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