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WO2024256539A1 - Perfectionnements apportés aux composés organiques ou en relation avec ceux-ci - Google Patents

Perfectionnements apportés aux composés organiques ou en relation avec ceux-ci Download PDF

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Publication number
WO2024256539A1
WO2024256539A1 PCT/EP2024/066361 EP2024066361W WO2024256539A1 WO 2024256539 A1 WO2024256539 A1 WO 2024256539A1 EP 2024066361 W EP2024066361 W EP 2024066361W WO 2024256539 A1 WO2024256539 A1 WO 2024256539A1
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WO
WIPO (PCT)
Prior art keywords
malodour
microparticles
antiperspirant
perfumery
product
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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PCT/EP2024/066361
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English (en)
Inventor
Matthew Peter Brooks
Emmanuel Aussant
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Givaudan SA
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Givaudan SA
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Publication of WO2024256539A1 publication Critical patent/WO2024256539A1/fr
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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/11—Encapsulated compositions
    • 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/26—Aluminium; Compounds thereof
    • 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/27—Zinc; Compounds thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00—Anti-perspirants or body deodorants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/56—Compounds, absorbed onto or entrapped into a solid carrier, e.g. encapsulated perfumes, inclusion compounds, sustained release forms

Definitions

  • the present invention is concerned with consumer products containing a malodour-reducing composition comprising a zinc carboxylate, and the use of such products to suppress or eliminate malodours on a surface containing a source of malodour.
  • malodour-counteracting agents that chemically modify malodorous molecules to create non- odorous reaction products
  • malodour-counteracting agents that have anti-microbial activity to exert an effect on microbes that may act as precursors in the development of malodour.
  • successful intervention usually relies upon the delivery of sufficiently high dosages of malodour- counteracting agents to a surface containing the sources of malodour, and retaining them on the surface for a time period sufficient to enable them to exert a malodour counteracting effect.
  • Zinc salts including certain zinc carboxylates, are known to reduce or inhibit malodour, both by chemical and anti-bacterial means.
  • Zinc neodecanoate in particular, has been described as being useful as a malodour reducing active agent in anhydrous deodorant compositions, see WO2018/087147 and WO2018/087148.
  • zinc neodecanoate has proven to be an effective malodour counteracting agent when delivered from the deodorant products referred to above, applicant found that it was difficult to incorporate it into products containing appreciable levels of water. Attempts to incorporate zinc neodecanoate into such products leads to the development of solid residues that can be problematic both in terms of the ease of manufacture of the products as well as their ease of use in application. More specifically, the formation of unwanted residues can cause fouling on production lines. It is also the case that during use residues can interfere with the proper dispensing of a product from its container, preventing the continuous and uniform delivery of effective amounts of zinc neodecanoate onto a surface in need of treatment.
  • malodour-reducing compositions containing a zinc carboxylate, and in particular zinc neodecanoate that can be stably incorporated into consumer products containing water, and which as a result can be delivered from a consumer product onto a surface containing a source of malodour thereby to deliver a perceivable malodour-reducing effect.
  • the invention provides in a first aspect a malodour-reducing composition
  • a malodour-reducing composition comprising a zinc carboxylate and means for dissolving or dispersing the zinc carboxylate in a consumer product containing water, said means comprising at least one perfume ingredient, perfumery solvent, surfactant or mixtures thereof, and/or encapsulating media comprising a plurality of microparticles for encapsulating the zinc carboxylate.
  • the invention provides a consumer product, comprising the malodour-reducing composition according to the first aspect of the invention.
  • the invention provides a method of incorporating a zinc carboxylate into a consumer product comprising water, the method comprising the step of mixing the zinc carboxylate with at least one perfume ingredient, perfumery solvent or surfactant, and/ or encapsulating medium comprising a plurality of microparticles for encapsulating the zinc carboxylate.
  • the invention provides a method of delivering a malodour counteracting effect to a surface containing a source of malodour, said method comprising the step of delivering a malodour- reducing composition according to the first aspect of the invention to the surface from a consumer product comprising water.
  • the applicant has discovered in a surprising manner that despite the poor solubility or dispersibility of zinc carboxylates, and in particular zinc neodecanoate, in consumer products containing appreciable levels of water, the combination of a zinc carboxylate with perfume ingredients, perfumery solvents, surfactants and/or encapsulation media as more fully described herein, enable the preparation of malodour-reducing compositions that can be stably incorporated into such consumer products.
  • a zinc carboxylate and in particular zinc neodecanoate, can be incorporated into such a consumer product whilst avoiding undesirable interactions that can result in the formation of solid residues.
  • the zinc carboxylate remains uniformly dissolved or dispersed it is possible to deliver a measured and effective concentration of zinc carboxylate uniformly over a surface containing a source of malodour deliver perceivable malodour-reducing performance.
  • the applicant also surprisingly found that by carefully selecting the carboxylate ligand as described more fully herein, the zinc carboxylate can exhibit excellent film-forming properties on a surface and resist rinse-off.
  • the zinc carboxylate useful in the malodour-reducing composition is selected on the basis of its ability to exert an effective malodour-reducing effect on a surface containing a source of a malodour, when delivered from a consumer product containing appreciable amounts of water.
  • Relevant considerations in the selection include the solubility or dispersibility of the zinc carboxylate in an oil phase containing one or more of a perfumery solvent, a perfume ingredient, surfactants or mixtures thereof, and/or an encapsulating medium comprising a plurality of microparticles. The higher the solubility or dispersibility of the zinc carboxylate in an oil phase containing one or more of these ingredients, the higher can be its concentration in the malodour-reducing composition.
  • Zinc carboxylates having a carbon chain length of 1 to 3 carbon atoms are very water soluble and not compatible in perfumery solvents and perfume ingredients, and are not preferred as such. Those zinc carboxylates having a carbon chain length of 1 to 7 carbon atoms tend to have a pungent or even unpleasant odour and are likewise not preferred. However, zinc carboxylates, wherein the carboxylate group has between 8 and 12 carbon atoms are preferred as they have optimum malodour reduction performance, have a low volatility and also have low or no odour. Most preferred of the zinc carboxylates is zinc neodecanoate. Zinc neodecanoate and methods for its preparation, for example from zinc oxide and the corresponding carboxylic acid, are well known in the art.
  • a malodour-reducing composition is considered to be capable of being stably incorporated in a consumer product for the purpose of the present invention if the composition, by means of the inclusion therein of mixtures of perfumery ingredients, solvents, surfactants, and/or the use of an encapsulation medium, will readily disperse or dissolve in a consumer product, without causing undesirable changes in the physical characteristics of the consumer product, such as the development of residues, that could adversely affect the delivery of a zinc carboxylate consistently and uniformly to a surface in need of treatment.
  • Suitable perfumery solvents include, but are not limited to isopropyl myristate, ethanol, cyclomethicone, glycol ethers, such as dipropylene glycol methyl ether (e.g. Dowanol DPM) or tripropylene glycol methyl ether (Dowanol TPM), Medium Chain Triglycerides (MCTs), such as those sold under the trade names Miglyol, e.g Miglyol 812, methyl esters of hydrogenated wood rosin, such as Hercolyn DW, isoparaffins, such as the Isopar solvents, benzyl salicylates, and cyclohexyl salicylates.
  • glycol ethers such as dipropylene glycol methyl ether (e.g. Dowanol DPM) or tripropylene glycol methyl ether (Dowanol TPM), Medium Chain Triglycerides (MCTs), such as those sold under the trade names Miglyol
  • Suitable perfumery ingredients can be selected from the palette of available ingredients, and may be selected on the basis of the particular hedonic effect that is desired or any functional effect that is required, such as a malodour-reducing effect.
  • Perfumery ingredients include but are not limited to 3,7- dimethyloct-6-enal, e.g. Citronellal; 3,7-dimethyloct-6-en-l-ol, e.g. Citronellol; 2,4-dimethylcyclohex-3- enecarbaldehyde, e.g. Cyclal C; (E)-dec-4-enal; ethyl 2-methyl butyrate; 1-phenylethyl acetate, e.g.
  • Lemonile 3,7- dimethylocta-l,6-dien-3-ol, e.g. Linalool; 2,6-dimethylhept-5-enal, e.g. Melonal; methyl amyl ketone; methyl benzoate; methyl heptenone; methyl hexyl ketone; phenyl ethyl acetate; tetrahydro myrcenol; Patchouli Oil; tridecen-2-nitrile; 6-methoxy-2,6-dimethyloctanal, e.g. Calypsone; 5-tert-butyl-2-methyl- 5-propyl-2H-furan, e.g.
  • the perfumery ingredients may comprise at least 2, at least 3, at least 4, at least 5 of the following ingredients: 3,7-dimethyloct-6-enal, e.g. Citronellal; , 3,7- dimethyloct-6-en-l-ol, e.g. Citronellol; 2,4-dimethylcyclohex-3-enecarbaldehyde, e.g. Cyclal C; (E)-dec- 4-enal; Ethyl 2-methyl butyrate; 1-phenylethyl acetate, e.g.
  • Tricyclal and optionally at least 2, at least 3, at least 4, at least 5 of the following ingredients: 2,6,10- trimethylundec-9-enal, e.g. Adoxal; Armoise oil Morocco; 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; l,3,3-trimethyl-2-oxabicyclo[2.2.2]octane, e.g.
  • 2,6,10- trimethylundec-9-enal e.g. Adoxal
  • Armoise oil Morocco 8-(sec-butyl)-5,6,7,8-tetrahydroquinoline, e.g. Bigaryl
  • Eucalyptol Eucalyptus, e.g. globulus oil China; l-(l,2,8,8-tetramethyl-l,2,3,4,5,6,7,8-octahydronaphthalen-2-yl)ethanone, e.g. Georgywood; Hexyl isobutyrate; (E)-4-(2,6,6-trimethylcyclohex-l-en-l-yl)but-3-en-2-one, e.g.
  • Ionone beta Isobutyl isobutyrate; Isobutyl quinolone; Isopropyl methyl-2-butyrate; (2E,6Z)-3,7-dimethylnona-2,6-enitrile, e.g. Lemonile; 3,7-dimethylocta-l,6-dien-3-ol, e.g. Linalool; 2,6-dimethylhept-5-enal, e.g.
  • Preferred perfumery ingredients include ambrofix (dodecahydro-3a,6,6,9a-tetramethyl naphtho[2,l- b]furan), radjanol (2-ethyl-4-(2,2,3-trimethyl-cyclopent-3-enyl)-but-2-en-l-ol), benzyl salicylate, cis-3- hexenyl salicylate, coumarin, cyclamen aldehyde, dihydrojasmonate, hedione (methyl dihydrojasmonate), lilial (3-(4-tert-butylphenyl)-2-methylpropanal), nympheal (3-(4-isobutyl-2- methylphenyl)propanal), methyl ionone, phenyl ethyl phenyl acetate, tetrahydrogeranyl acetate, trimofix (reaction products of acetic anhydride and l,5,10
  • the malodour-reducing composition comprises zinc neodecoate in a mixture with a perfumery solvent, or a perfumery ingredient or a mixture thereof. More particularly, the mixture may comprise greater than 50 wt %, greater than 60 wt %, greater than 70 wt %, greater than 80 wt % of zinc neodecanoate. More particularly still, the malodour-reducing composition comprises about 80 wt % zinc neodecanoate and about 20 wt % of at least one perfumery solvent or at least one perfumery ingredient or mixtures thereof.
  • the malodour-reducing composition described herein above is in the form of a plurality of microparticles encapsulating zinc neodecanoate and optionally at least one perfumery solvent or perfumery ingredient, or mixtures thereof in any amounts referred to herein.
  • the malodour-reducing composition is in the form of a powder comprising a plurality of microparticles encapsulating zinc neodecanoate and optionally at least one perfumery solvent or perfumery ingredient, or mixtures thereof in any amounts referred to herein.
  • the microparticles contain at least 30 wt %, at least 40 wt %, at least 50 wt %, at least 60 wt %, at least 70 wt %, at least 80 wt % of zinc neodecanoate based on the total weight of the microparticles.
  • the malodour-reducing composition can be added to the aforementioned consumer products at levels such as to deliver an effective malodour-reducing effect onto a surface in need of treatment.
  • the malodour-reducing composition in the form of a powder comprising a plurality of microparticles described above can incorporated into an antiperspirant product in an amount ranging from about 1 wt % to about 50 wt %, more particularly about 1 wt % to about 20 wt %, more particularly about 1 wt % to about 10 wt %, based on the total weight of the antiperspirant product.
  • the zinc neodecanoate is present in an amount of 0.1 to 20 wt %, more particularly still about 0.5 to 10 wt %, more particularly still 0.5 to 5 wt %, e.g. about 4 wt %, based on the total weight of the product.
  • Microparticles are small particles, having diameters ranging generally from about 1 to 1000 microns. Microparticles may have variety of structures ranging from single-core (so-called core-shell microparticles) to multi-cores, and can comprise single or multilayer shells.
  • the core material can comprise a zinc carboxylate and any other desired ingredient, such as one or more perfume ingredients or perfumery solvents, or surfactants.
  • Microparticles may be incorporated into a consumer product in the form of an aqueous slurry in which the microparticles are suspended.
  • the microparticles may be incorporated into a consumer product in the form of a powder.
  • Such powders can be formed by dehydrating a slurry for example by spray drying. Methods of forming microparticle slurries or dehydrated microparticles in powder format are well known in the art, and examples of such methods are disclosed in the references cited herein below, all of which are incorporated into the specification by reference.
  • Microparticles in powder format are particularly useful for incorporation into antiperspirant products, and particularly aerosol antiperspirant products.
  • Microparticles can be formed from thermosetting polymers, such as melamine formaldehyde, melamine urea formaldehyde, polyurea, polyurethane and polyacrylates.
  • thermosetting polymers shells can be formed as shells by known polymerization methods, such as interfacial polymerization around droplets of core material. Examples of core shell microcapsules formed from thermosetting polymers that are useful in the preparation of encapsulated zinc carboxylates are disclosed in W02004/016234; W02006/056093; WO2007/137441; W02008/098387; W02009/100553;
  • Coacervation is a well-known method of forming microparticles, whereby colloids are caused to form and harden around droplets of core material. So-called simple coacervation uses a single hydrocolloid, whereas complex coacervation uses two hydrocolloids. Coacervate microparticles useful in the present invention are disclosed in W02015/150370; and WO2013/068581, which documents are herein incorporated by reference.
  • microparticles can be formed by spray drying an emulsion comprising a zinc carboxylate and other materials desired to be encapsulated, and shell forming polymers, such as starches, modified starches, celluloses and the like. Examples of such microparticles, and methods of preparing them, are disclosed in WO2020/149192; WO2015/189296; and W02020/201258 all of which documents are herein incorporated by reference.
  • the encapsulated material is dispersed in the form of a plurality of droplets or cores dispersed within an encapsulating polymer matrix.
  • the microparticles are core-shell microparticles.
  • a malodour-reducing composition in the form of a plurality of core-shell microcapsules can provide superior malodour control performance compared, for example, with the aforementioned microparticles comprising a plurality of droplets or cores dispersed within an encapsulating polymer matrix.
  • biodegradable microparticles and in particular biodegradable core-shell microparticles, that are free, or substantially free of microplastics, and such microparticles are useful to encapsulate zinc carboxylates, and more particularly zinc neodecanoate, in accordance with the present invention.
  • Biodegradable microparticles can be formed by a process of coacervation or complex coacervation using various proteins and/or polysaccharides. Examples of biodegradable microparticles useful in the present invention are disclosed in WO2020/233887, which is herein incorporated by reference.
  • thermosetting resin formed by the reaction of a polyfunctional isocyanate and an aminosilane
  • An encapsulated form of zinc carboxylate can also be presented in the form of a plurality of pastilles or prills, which can be formed when the zinc carboxylate is dissolved or dispersed in a water-soluble matrix material and the resultant mixture is shaped, for example by extrudation and cutting.
  • molten droplets of matrix material and zinc carboxylate can be dropped into a suitable liquid bath to harden the droplets and form prills, which can be collected by filtration.
  • the water soluble matrix can contain a variety of materials useful in the preparation of scent booster compositions, as are generally well known in the art.
  • a suitable matrix material would be a mixture of polyethylene glycol, a filler material, and optionally a clay or a salt or mixtures thereof. Such compositions are described in US2017/226690, which is herein incorporated by reference.
  • the zinc carboxylate, and optionally a perfume ingredient, perfumery solvent and a surfactant can be incorporated into the matrix material freely, or in an encapsulated form, as more fully described above.
  • Encapsulated forms of zinc carboxylate described hereinabove can also be incorporated into such water-soluble matrices.
  • a malodour-reducing composition may be formed by dissolving or dispersing a zinc carboxylate in an oil phase comprising a surfactant and optionally at least one perfumery ingredient and or perfumery solvent, or mixtures thereof.
  • the zinc carboxylates are to some extent soluble or miscible in perfumery ingredients or perfumery solvents, they are practically insoluble in water. Accordingly, in order to be able to disperse an effective concentration of a zinc carboxylate in a consumer product containing water, it is necessary to present the zinc carboxylate in admixture with a surfactant.
  • an antiperspirant product comprising an antiperspirant active ingredient and a malodour-reducing composition in the form of a plurality of microparticles, and more particularly core-shell microparticles, dispersed in the product and encapsulating zinc neodecanoate and optionally at least one perfumery solvent or perfumery ingredient, or mixtures thereof in any amounts referred to herein.
  • the antiperspirant product comprises an antiperspirant active ingredient and a malodour-reducing composition in the form of a powder comprising a plurality of microparticles, and more particularly core-shell microparticles, dispersed in the product and encapsulating zinc neodecanoate and optionally at least one perfumery solvent or perfumery ingredient, or mixtures thereof in any amounts referred to herein.
  • any of the malodour-reducing compositions described herein above can be used to stably incorporate zinc carboxylates, and in particular zinc neodecanoate, into any of the consumer product formats referred to in any of the embodiments described herein.
  • zinc neodecanoate can be incorporated into an antiperspirant product as defined herein in a method comprising the step of mixing zinc neodecanoate with at least one perfume ingredient or perfumery solvent and encapsulating the mixture in an encapsulating medium comprising a plurality of microparticles as described herein, and dispersing the microparticles in the antiperspirant product.
  • any of the malodour-reducing compositions described in any of the embodiments referred to herein can be delivered from any of the aforementioned consumer product formats and onto a surface containing a source of malodour where it can deliver a malodour-reducing effect.
  • Surfaces include human or animal skin or hair, or inanimate surfaces including all manner of household surfaces such as hard surfaces, floors, bathroom and toilets, dishes, cutlery and other kitchen utensils, fabrics and the like. Malodours found on such surfaces include malodours from food, body odours, and odours from the waste of humans and animals.
  • Sources of malodour include, but are not limited to personal malodours such as axillary sweat, foot malodour, feminine (vaginal) malodour, scalp/hair malodour, urine malodour, food waste malodour, indoor air malodour, malodour from mould and mildew, and laundry malodour.
  • personal malodours such as axillary sweat, foot malodour, feminine (vaginal) malodour, scalp/hair malodour, urine malodour, food waste malodour, indoor air malodour, malodour from mould and mildew, and laundry malodour.
  • a malodour reducing composition (1 wt % perfume, 19 wt % isopropyl myristate, and 80 wt % zinc neodecanoate) is encapsulated in melamine urea formaldehyde to form 1 Kg of slurry in accordance with the following method:
  • the malodour reducing composition was successfully produced in the form of a slurry of microparticles.
  • the emulsion was subjected to spray drying using a LabPlant SD-06 Spray Dryer.
  • the spray drying process parameters were as follows: Inlet Temperature: 190 °C; Outlet Temperature: 90 °C; peristaltic pump speed: 485 mL/h; and air flow rate: 3.7 m/s.
  • the resulting spray dried powder was mixed with silicon dioxide Aerosil 200 (0.5 g) in a closed mixing vessel.
  • a malodour-reducing composition was successfully produced in the form of a plurality of microparticles in dried powder form.
  • AEROSIL is a fumed silica (trade mark of Degussa); "Blanose” is carboxymethyl cellulose (trade mark of Hercules)).
  • Eriochrome Black T is a metallochromic indicator that can be used for complexometric titration with various metal ions. It is typically used with a pHlO buffer, whereupon the solution changes from a blue colour to red when forming a complex with a metal ion, such as zinc. The proportion of complexed Eriochrome Black T will determine the shade of the indicator solution. The presence of any uncomplexed indicator will remain blue, which can mask the red coloured complexed form. Therefore, it is important to use as little of the indicator as possible to make the test as sensitive as possible. However, this needs to be carefully balanced with using enough indicator to perceive any colour.
  • a series of solutions of zinc neodecanoate in ethanol were prepared (from 10% to 0.00001% in logarithmic steps).
  • a further series of vials were prepared with 2mL of pH 9.41 buffer solution and lOpL of Eriochrome Black T solution (1% in ethanol).
  • lOpL of the zinc neodecanoate solutions were added to the vials with the Eriochrome Black T solutions.
  • the colours of the resulting solutions demonstrate that zinc neodecanoate can be detected at concentrations of 0.1% and higher, with 0.01% producing a weakly positive result.
  • a malodour reducing composition (zinc neodecanoate @ 10 wt % in Dowanol TPM) is added to the scent booster composition described in Example 3, and mixed thoroughly. A sample only using Dowanol TPM and the scent booster composition was also prepared. 150mg of each scent booster composition was added to 50mL of distilled water in a 60g glass bottle. Four small pieces of terry towelling (totalling 14cm 2 ) were added to each bottle and placed on a roller for one hour.
  • the indicator solution was prepared by adding buffer solution (ImL, pH 9.21) and Eriochrome Black T solution (1% in ethanol) into a clear glass vials (7.5mL). One of the pieces of terry towelling from each bottle was added to separate vials containing the indicator solution. The vials were agitated and the resulting colour was recorded.
  • a clear and colourless model trigger spray formulation was prepared using zinc neodecanoate (0.75 wt %), Dowanol TPM as solvent (0.25 wt %), lutensol TO 10 (9 wt %) and water (90 wt %).
  • a control was prepared by replacing Dowanol TPM and zinc neodecanoate with diethyl phthalate (1 wt %)•
  • T-shirt inserts were pre-treated with the model formulation and the control. The inserts were allowed to dry and were placed into the underarm of t-shirts, which were then worn by a panel of volunteers for a whole day, without using fragranced products. Thereafter, the t-shirt inserts were olfactively assessed by a trained sensory panel for malodour intensity.
  • test compositions were prepared according to the composition given in table 1.
  • the samples NU67, MO48 and QC29 (lOOOpL) are applied to the centre of separate pieces of cloth (70mm x 70mm of terry towelling squares) together with 250pL of 0.006% 3-mercapto-3-methyl butan- l-ol (MMB) in Dowanol TPM as malodour.
  • Samples ED71 and WC14 are applied to the centre of separate pieces of cloth (70mm x 70mm of terry towelling squares) without any malodour as control. Labels were attached to the top right of each piece of fabric.
  • the pieces of fabric were assessed by a trained panel of 15 assessors for malodour intensity using a 0- 100 scale with the control set at 70, and 1-minute gap between assessments.
  • the samples were assessed in a randomised order (randomisation was produced using Design Express).
  • the average intensity rating for the hidden control (NU67) was 63.
  • Two refresher sprays were formulated, one with zinc neodecanoate, the other one without it. They were prepared by mixing each ingredient in the order presented in table 2, from top to bottom.
  • the T-shirts are then supplied to volunteers, who wear them for a working day without use of any fragranced products or deodorant.
  • the T-shirts are then returned for assessment the following day.
  • the inserts are removed from the T-shirts and arranged around two separate tables (one for left inserts, the other for the right inserts).
  • the geometric mean malodour intensity was calculated for each insert, along with the standard error and difference between left and right. Perceived malodour intensity was measured and the overall results are that, with a value of 42.5, the intensity of the pre-dosed T-shirt inserts with zinc neodecanoate was lower than the intensity of the T-shirt inserts without the zinc neodecanoate having a value of 45.2.
  • Two refresher sprays were formulated, one with zinc neodecanoate, the other one without it. They were prepared by mixing each ingredient in the order presented in table 4, from top to bottom.
  • the fabric inserts are pre-washed, de-sized, labelled, had poppers sewn-in and attached to the underarm area of white T-shirts (also pre-washed and de-sized).
  • the T-shirts are then supplied to volunteers who wear them for a working day without use of any fragranced products or deodorant. The T-shirts are then returned for further treatment and assessment.
  • the fabric inserts were pre-screened by a trained panel of three internal sensory assessors to ensure that there is a perceivable amount of malodour but no fragrance present on the inserts.
  • the fabric refresher formulations are applied to the remaining inserts: approximately 4 pumps of the selected fabric refresher.
  • a different fabric refresher is applied to either the left or right insert.
  • the inserts are then allowed to dry before attaching to the T-shirts, randomising which side had the technology present (+TECH) and which not (W/O) as shown in table 5.
  • the inserts are allowed to dry and then arranged in pairs for olfactive assessment.
  • the trained sensory panel assesses each insert for malodour intensity using a 0-100 free scoring scale in a randomised order defined by the assessment sheet.
  • the geometric mean malodour intensity was calculated for each insert, along with the standard error and difference between left and right. Perceived malodour intensity was measured and the overall results are that, with a value of 37.3, the intensity of the post-dosed T-shirt inserts with zinc neodecanoate was lower than the intensity of the T-shirt inserts without the zinc neodecanoate having a value of 44.4 (Fig. 2).
  • the socks were provided to volunteers (naive panellists) to be worn for a working day, then assessed for fragrance and malodour (0-10 fixed scale), and the preferred socks were selected.
  • a model aerosol base is selected based on its transparency that enables the development of any residues to be observed.
  • the base selected is 96 % ethanol, which allows easily observance of any precipitates that are formed.
  • Two glass jars containing aerosol formulations (50ml) are prepared by dispersing 1 and 4 wt% of core shell capsules according to Example 1 in ethanol 96° before addition of propellant.
  • Another two glass jars containing aerosol formulations are prepared by dispersing 0.5 wt% and 2 wt% of the malodour-reducing composition (this time in unencapsulated form), in ethanol before addition of propellant.
  • the glass jars are stored at 4°C for 24h.
  • the testing was performed on underarm through a self-assessment study in which the Control was applied on one side of a participant's underarm while Base 01 was applied on the other underarm.
  • a group of participants were recruited and instructed to take aerosol test products (i.e. Base 01 and Control) home for use.
  • a test study was rolled out over a period of 1 to 2 weeks. The objective of this test was to allow self-assessment of long lasting malodour protection on underarm contributed by the test products.
  • the overall perceived odour intensity was self-assessed using a 0 to 5 rating scale. Participants were instructed to smell directly the treated skin rather than through clothing worn over the treated skin in order to make an odour rating. For the evaluation stages conducted, each test product was assessed twice by each of the 21 participants, thus giving 42 assessments per test product. The participants used the following scaling:

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  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
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  • Birds (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Cosmetics (AREA)

Abstract

La présente invention concerne l'incorporation stable d'une composition réduisant les mauvaises odeurs contenant du néodécanoate de zinc dans un produit de consommation contenant de l'eau, et l'administration de néodécanoate de zinc du produit de consommation sur une surface contenant une source de mauvaises odeurs pour délivrer un effet de réduction de mauvaises odeurs perceptible de manière sensorielle à la surface.
PCT/EP2024/066361 2023-06-15 2024-06-13 Perfectionnements apportés aux composés organiques ou en relation avec ceux-ci Pending WO2024256539A1 (fr)

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WO2020233887A1 (fr) 2019-05-20 2020-11-26 Givaudan Sa Composition encapsulée à coeur-enveloppe comprenant un agent bénéfique
WO2023020883A1 (fr) 2021-08-16 2023-02-23 Givaudan Sa Perfectionnements apportés aux composés organiques ou en relation avec ceux-ci

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