Polyamide-based microcapsules

Abstract

The invention relates to a novel method for preparing polyamide-based microcapsules. A purpose of the invention is also a polyamide-based microcapsule. Perfuming compositions and consumer products comprising said microcapsules, in particular perfumed consumer products in the form of home care or personal care products, are also part of the invention.

Description

Technical Field

[0001] The present invention relates to a new method for preparing polyamide-based microcapsules. The polyamide-based microcapsules are also an object of the present invention. Perfumed compositions and consumer products containing said microcapsules, in particular perfumed consumer products in the form of home care or personal care products, are also part of the present invention. Background Art

[0002] One of the problems faced by the perfumery (cosmetic fragrance) industry is that odoriferous compounds, due to their volatility, especially the volatility of "top notes", lose their olfactory benefits relatively quickly. To adjust the release rate of volatiles, delivery systems (such as microcapsules containing fragrances) are needed to protect and release the core payload upon triggering. For these systems, a key requirement in the industry is to be able to remain suspended in challenging substrates without physical decomposition or degradation. This is referred to as the stability of the delivery system. For example, aromatic personal and household cleaners containing high levels of aggressive surfactants in detergents are very challenging for the stability of microcapsules.

[0003] Microcapsule slurries based on polyureas and polyurethanes are widely used in, for example, the fragrance industry because they provide a long-lasting pleasant olfactory effect after being applied to different substrates. These microcapsules have been widely disclosed in the prior art.

[0004] In addition to performance in terms of stability and olfactory properties, the demand from consumers for eco-friendly delivery systems is becoming increasingly important and is driving the development of new delivery systems.

[0005] Therefore, there is still a need to provide new microcapsules using more eco-friendly materials without compromising the performance of the microcapsules, especially in terms of stability in challenging media such as consumer product substrates, and in terms of providing good olfactory performance in the delivery of active ingredients, for example in the case of perfuming ingredients.

[0006] The present invention provides a solution to the above problems by providing new polyamide-based microcapsules and a method for preparing said microcapsules. Summary of the Invention

[0007] It has now surprisingly been found that well-performing core-shell microcapsules encapsulating hydrophobic materials can be obtained by reacting an acyl chloride with at least one amino compound (optionally in the presence of a carbohydrate). Thus, the method of the present invention provides a solution to the above problems, as it allows the preparation of microcapsules having the required stability in challenging substrates.

[0008] In a first aspect, the present invention relates to a method for preparing a polyamide-based core-shell microcapsule slurry, comprising the following steps:

[0009] a) Dissolve at least one acyl chloride in a hydrophobic material, preferably a perfume, to form an oil phase;

[0010] b) Disperse the oil phase obtained in step a) into a dispersion phase to form a two-phase dispersion;

[0011] c) Perform a curing step to form polyamide-based microcapsules in the form of a slurry;

[0012] wherein at least one amino compound A is added to the dispersion phase before forming the two-phase dispersion and / or added to the two-phase dispersion obtained after step b), and the amino compound A is selected from the group consisting of ethylene amines (also known as "ethylenediamines") with a functionality greater than 3, aminosilanes, polyethyleneimines, amino acids, and mixtures thereof.

[0013] In a second aspect, the present invention relates to a polyamide-based core-shell microcapsule slurry obtainable by the method as defined above.

[0014] A third object of the present invention is a polyamide-based core-shell microcapsule or a polyamide-based core-shell microcapsule slurry comprising at least one microcapsule, the microcapsule comprising:

[0015] - A core, preferably an oil-based core, which contains a hydrophobic material, preferably a perfume, and

[0016] - A polyamide-based shell, which contains the reaction product of:

[0017] · An acyl chloride,

[0018] · An amino compound A, which is selected from the group consisting of ethylene amines with a functionality greater than 3, aminosilanes, polyethyleneimines, amino acids, and mixtures thereof,

[0019] · Optionally, a carbohydrate,

[0020] · Optionally, an amino compound B, and

[0021] · Optionally, a polymer, preferably a protein.

[0022] Another object of the present invention is a flavoring composition comprising the following components:

[0023] (i) Microcapsules or microcapsule slurries as defined above, wherein the hydrophobic material contains a perfume,

[0024] (ii) At least one component selected from the group consisting of a perfume carrier and a perfume base,

[0025] (iii) Optionally, at least one perfume adjuvant.

[0026] Another object of the present invention is a consumer product, comprising:

[0027] - a personal care active base, and

[0028] - a microcapsule or microcapsule slurry as defined above or a flavoring composition as defined above,

[0029] wherein the consumer product is in the form of a personal care composition.

[0030] Another object of the present invention is a consumer product, comprising:

[0031] - a household care or fabric care active base, and

[0032] - a microcapsule or microcapsule slurry as defined above or a flavoring composition as defined above,

[0033] wherein the consumer product is in the form of a household care or fabric care composition. Detailed Description

[0034] Unless otherwise specified, percentages (%) refer to weight percentages of the composition.

[0035] By "active ingredient" is meant a single compound or a combination of multiple ingredients.

[0036] By "perfume oil or flavor (seasoning) oil" is meant a single flavoring or seasoning compound, or a mixture of several flavoring or seasoning compounds.

[0037] By "consumer product" or "end product" is meant a finished product ready to be distributed, sold, and used by the consumer.

[0038] For clarity, the expression "dispersion" in the present invention refers to a system in which particles are dispersed in a continuous phase of different composition, and specifically includes suspensions or emulsions.

[0039] In the present invention, by "microcapsule" or similar expressions is meant a core-shell microcapsule having a particle size distribution in the micron range (for example, an average diameter (d(v,0.5)) of about 1 to 3000 microns, preferably 1 to 500 microns), and comprising an external solid polyamide-based shell and an internal continuous oil phase surrounded by the outer shell.

[0040] By "microcapsule slurry" is meant microcapsules dispersed in a liquid. According to one embodiment, the slurry is an aqueous slurry, i.e., the microcapsules are dispersed in an aqueous phase.

[0041] By "amino compound" is to be understood a compound having at least one reactive amine group.

[0042] By "polyamide microcapsules" is meant that the shell of the microcapsules comprises a polyamide material. The wording "polyamide-based microcapsules" can also cover a shell made of a composite material comprising a polyamide material and another material, such as a biopolymer (such as a protein). The wording "polyamide-based microcapsules" can also cover a shell made of a composite material comprising a polyamide material resulting from the reaction between an acyl chloride and an amino compound and a polyester material resulting from the reaction between a carbohydrate (OH functional group of the carbohydrate) (if present) and an acyl chloride.

[0043] In the present invention, "polyamide-based microcapsules" and "polyamide microcapsules" are used interchangeably.

[0044] It has been found that core-shell polyamide-based microcapsules having generally good properties in challenging substrates can be obtained when an acyl chloride is reacted with at least one amino compound (optionally in the presence of a carbohydrate during the reaction).

[0045] Method for preparing a polyamide-based microcapsule slurry

[0046] In a first aspect, the present invention relates to a method for preparing a polyamide-based core-shell microcapsule slurry, comprising the steps of:

[0047] a) dissolving at least one acyl chloride in a hydrophobic material, preferably a perfume, to form an oil phase;

[0048] b) dispersing the oil phase obtained in step a) into a dispersion phase to form a two-phase dispersion;

[0049] c) performing a curing step to form polyamide-based microcapsules in the form of a slurry;

[0050] wherein at least one amino compound A is added to the dispersion phase before forming the two-phase dispersion and / or added to the two-phase dispersion obtained after step b), and the amino compound A is selected from the group consisting of ethylenediamines with functionality greater than 3, aminosilanes, polyethyleneimines, amino acids, and mixtures thereof.

[0051] According to a particular embodiment, a carbohydrate is added to the oil phase and / or the dispersion phase.

[0052] According to one embodiment, the dispersion phase comprises water, preferably consists of water.

[0053] According to one embodiment, the dispersion phase is an aqueous phase.

[0054] According to one embodiment, the two-phase dispersion is an oil-in-water emulsion.

[0055] According to one embodiment, the dispersed phase comprises water and an alcohol such as glycerol, 1,4 - butanediol, ethylene glycol, and mixtures thereof.

[0056] In one step of the method, an oil phase is formed by mixing at least one hydrophobic material with at least one acyl chloride.

[0057] Hydrophobic material

[0058] The hydrophobic material according to the present invention can be an "inert" material such as a solvent or an active ingredient. The core is preferably an oil - based core.

[0059] By "hydrophobic material" is meant any hydrophobic material that forms a two - phase dispersion when mixed with water. The hydrophobic material is typically liquid at about 20 °C.

[0060] According to one embodiment, the hydrophobic material is a hydrophobic active ingredient.

[0061] According to a particular embodiment, the hydrophobic material comprises a phase - change material (PCM).

[0062] When the hydrophobic materials are active ingredients, they are preferably selected from the group consisting of flavors, flavor components, fragrances, fragrance components, nutraceuticals, cosmetics, pest control agents, biocide active ingredients, and mixtures thereof.

[0063] According to a particular embodiment, the hydrophobic material comprises a mixture of a fragrance and another ingredient selected from the group consisting of nutraceuticals, cosmetics, pest control agents, and biocide active ingredients.

[0064] According to a particular embodiment, the hydrophobic material comprises a mixture of a biocide active ingredient and another ingredient selected from the group consisting of fragrances, nutraceuticals, cosmetics, and pest control agents.

[0065] According to a particular embodiment, the hydrophobic material comprises a mixture of a pest control agent and another ingredient selected from the group consisting of fragrances, nutraceuticals, cosmetics, and biocide active ingredients.

[0066] According to a particular embodiment, the hydrophobic material comprises a fragrance.

[0067] According to a particular embodiment, the hydrophobic material consists of a fragrance.

[0068] According to a particular embodiment, the hydrophobic material consists of a biocide active ingredient.

[0069] According to a particular embodiment, the hydrophobic material consists of a pest control agent.

[0070] By "perfume" (or also referred to as "perfume oil"), here it means a component or composition that is liquid at about 20 °C. According to any of the above embodiments, the perfume oil can be a single perfuming ingredient or a mixture of multiple ingredients in the form of a perfuming composition. As a "perfuming ingredient", here it means a compound whose main purpose is to impart or modify an odor. In other words, such an ingredient to be considered a perfuming ingredient must be recognized by those skilled in the art as being able to impart or modify the odor of the composition at least in an active or pleasant manner, rather than just having an odor. For the purposes of the present invention, the perfume oil also includes combinations of perfuming ingredients with substances that co-improve, enhance or modify the delivery of the perfuming ingredients, such as perfume precursors, emulsions or dispersions, and combinations that confer other benefits besides changing or imparting an odor, such benefits as persistence, burst, malodor counteraction, antibacterial effects, microbial stability, pest control.

[0071] The nature and type of the perfuming ingredients present in the oil phase do not warrant a more detailed description here, which is in any case inexhaustive, and those skilled in the art are able to select them based on their general knowledge and according to the intended use or application and the desired sensory effects. Generally speaking, these perfuming ingredients belong to different chemical classes, such as alcohols, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogen- or sulfur-containing heterocyclic compounds and essential oils, and the co-ingredients can be of natural origin or synthetic origin. In any case, many of these co-ingredients are listed in references such as the work Perfume and Flavor Chemicals by S. Arctander, 1969, Montclair, New Jersey, USA or its updated versions or other works of a similar nature, as well as in the extensive patent literature in the field of perfumery.

[0072] In particular, the perfuming ingredients commonly used in perfume formulations can be cited, for example:

[0073] Aldehyde perfuming ingredients: decanal, dodecanal, 2-methylundecanal, 10-undecenal, octanal, nonanal and / or nonenal;

[0074] Aromatic herbaceous ingredients: eucalyptus oil, camphor, eucalyptol, 5-methyltricyclo[6.2.1.0~2,7~]undecan-4-one, 1-methoxy-3-hexanethiol, 2-ethyl-4,4-dimethyl-1,3-oxathiane, 2,2,7 / 8,9 / 10-tetramethylspiro[5.5]undec-8-en-1-one, menthol and / or α-pinene;

[0075] Balsam components: coumarin, ethyl vanillin and / or vanillin;

[0076] Citrus fragrance components: dihydromyrcenol, citral, orange oil, linalyl acetate, citronellonitrile, orange terpenes, limonene, 1-p-menthene-8-yl acetate and / or 1,4(8)-p-menthadiene;

[0077] Floral fragrance components: methyl dihydrojasmonate, linalool, citronellol, phenethyl alcohol, 3-(4-tert-butylphenyl)-2-methylpropanal, hexyl cinnamaldehyde, benzyl acetate, benzyl salicylate, tetrahydro-2-isobutyl-4-methyl-4(2H)-pyranol, β-ionone (β-violonone), methyl 2-(methylamino)benzoate, (E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, (1E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-1-penten-3-one, 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, (2E)-1-[2,6,6-trimethyl-3-cyclohexen-1-yl]-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one, 2,5-dimethyl-2-indanmethanol, 2,6,6-trimethyl-3-cyclohexene-1-carboxylate, 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal, hexyl salicylate, 3,7-dimethyl-1,6-nonadien-3-ol, 3-(4-isopropylphenyl)-2-methylpropanal, tricyclodecenyl acetate, geraniol, p-menth-1-en-8-ol, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate, 1,1-dimethyl-2-phenylethyl acetate, 4-cyclohexyl-2-methyl-2-butanol, pentyl salicylate, highly cis-methyl dihydrojasmonate, 3-methyl-5-phenyl-1-pentanol, tricyclodecenyl propionate, geranyl acetate, tetrahydrolinalool, cis-7-p-menthanol, (S)-2-(1,1-dimethylpropoxy)propionate, 2-methoxynaphthalene, 2,2,2-trichloro-1-phenylethyl acetate, 4 / 3-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carboxaldehyde, pentyl cinnamaldehyde, 8-decen-5-olide, 4-phenyl-2-butanone, isononyl acetate, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate, tricyclodecenyl isobutyrate, and / or a mixture of methyl ionone isomers;

[0078] Fruity components: γ-undecalactone, 2,2,5-trimethyl-5-pentylcyclopentanone, 2-methyl-4-propyl-1,3-oxathiane, 4-decalactone, ethyl 2-methylvalerate, hexyl acetate, ethyl 2-methylbutyrate, γ-nonalactone, allyl heptanoate, 2-phenoxyethyl isobutyrate, ethyl 2-methyl-1,3-dioxolane-2-acetate, 3-(3,3 / 1,1-dimethyl-5-indanyl) propionaldehyde, diethyl 1,4-cyclohexanedicarboxylate, 3-methyl-2-hexen-1-yl acetate, 1-[3,3-dimethylcyclohexyl] ethyl [3-ethyl-2-oxiranyl] acetate and / or diethyl 1,4-cyclohexanedicarboxylate;

[0079] Green note components: (E)-2-methyl-3-hexanone oxime, 2,4-dimethyl-3-cyclohexene-1-carboxaldehyde, 2-tert-butyl-1-cyclohexyl acetate, styralyl acetate, allyl (2-methylbutoxy) acetate, 4-methyl-3-decen-5-ol, diphenyl ether, (Z)-3-hexen-1-ol and / or 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one;

[0080] Musk components: 1,4-dioxaspiro [5.17] heptadecane-5,17-dione, (Z)-4-cyclopentadecen-1-one, 3-methylcyclopentadecanone, 1-oxa-12-cyclohexadecen-2-one, 1-oxa-13-cyclohexadecen-2-one, (9Z)-9-cycloheptadecen-1-one, 2-{1S)-1-[(1R)-3,3-dimethylcyclohexyl] ethoxy}-2-oxoethyl propionate, 3-methyl-5-cyclopentadecen-1-one, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta [g]-2-benzopyran, (1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl) ethoxy]-2-methylpropyl propionate, oxacyclohexadecan-2-one and / or (1S,1'R)-[1-(3',3'-dimethyl-1'-cyclohexyl) ethoxycarbonyl] methyl propionate;

[0081] Woody note components: 1-[(1RS,6SR)-2,2,6-trimethylcyclohexyl]-3-hexanol, 3,3-dimethyl-5-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-penten-2-ol, 3,4'-dimethylspiro [oxirane-2,9'-tricyclo [6.2.1.0 2,7 undec-4-ene, (1-ethoxyethoxy) cyclododecane, 2,2,9,11-tetramethylspiro [5.5] undec-8-en-1-yl acetate, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)-1-ethanone, patchouli oil, terpene fraction of patchouli oil, (1'R,E)-2-Ethyl-4-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-2-buten-1-ol, 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, methyl cedryl ketone, 5-(2,2,3-trimethyl-3-cyclopentenyl)-3-methylpentan-2-ol, 1-(2,3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-yl)ethan-1-one and / or isobornyl acetate;

[0082] Other ingredients (e.g., amber, powder, spicy or watery): dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan and any of its stereoisomers, piperonal, anisaldehyde, eugenol, cinnamaldehyde, clove oil, 3-(1,3-benzodioxol-5-yl)-2-methylpropanal, 7-methyl-2H-1,5-benzodioxepin-3(4H)-one, 2,5,5-trimethyl-1,2,3,4,4a,5,6,7-octahydro-2-naphthol, 1-phenylethenyl acetate, 6-methyl-7-oxa-1-thia-4-azaspiro[4.4]nonane and / or 3-(3-isopropyl-1-phenyl)butanal.

[0083] It should also be understood that the component can also be a compound known to release various types of flavoring compounds in a controlled manner, also known as a properfume or profragrance. Non-limiting examples of suitable properfumes can include 4-(dodecylthio)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-butanone, 4-(dodecylthio)-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butanone, 3-(dodecylthio)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-1-butanone, 2-(dodecylthio)octan-4-one, 2-phenylethyl oxo(phenyl)acetate, 3,7-dimethylocta-2,6-dien-1-yl oxo(phenyl)acetate, (Z)-hex-3-en-1-yl oxo(phenyl)acetate, 3,7-dimethylocta-2,6-dien-1-yl hexadecanoate, bis(3,7-dimethylocta-2,6-dien-1-yl) succinate, (2-((2-methylundec-1-en-1-yl)oxy)ethyl)benzene, 1-methoxy-4-(3-methyl-4-phenethoxybut-3-en-1-yl)benzene, (3-methyl-4-phenethoxybut-3-en-1-yl)benzene, 1-(((Z)-hex-3-en-1-yl)oxy)-2-methylundec-1-en, (2-((2-methylundec-1-en-1-yl)oxy)ethoxy)benzene, 2-methyl-1-(oct-3-yloxy)undec-1-en, 1-methoxy-4-(1-phenethoxyprop-1-en-2-yl)benzene, 1-methyl-4-(1-phenethoxyprop-1-en-2-yl)benzene, 2-(1-phenethoxyprop-1-en-2-yl)naphthalene, (2-phenethoxyvinyl)benzene, 2-(1-((3,7-dimethylocta-6-en-1-yl)oxy)prop-1-en-2-yl)naphthalene, (2-((2-pentylidenecyclopentyl)methoxy)ethyl)benzene, 4-allyl-2-methoxy-1-((2-methoxy-2-phenylethenyl)oxy)benzene, (2-((2-heptylidenecyclopentyl)methoxy)ethyl)benzene, 1-isopropyl-4-methyl-2-((2-pentylidenecyclopentyl)methoxy)benzene, 2-methoxy-1-((2-pentylidenecyclopentyl)methoxy)-4-propylbenzene, 3-methoxy-4-((2-methoxy-2-phenylethenyl)oxy)benzaldehyde, 4-((2-(hexyloxy)-2-phenylethenyl)oxy)-3-methoxybenzaldehyde, or mixtures thereof.

[0084] The flavoring component can be dissolved in a solvent currently used in the perfume industry. The solvent is preferably not an alcohol. Examples of such solvents are diethyl phthalate, isopropyl myristate, (Gum resin, available from Eastman), benzyl benzoate, ethyl citrate, triethyl citrate, limonene or other terpene or isoparaffin. Preferably, the solvent is highly hydrophobic and highly sterically hindered, such as or benzyl benzoate. Preferably, the fragrance contains less than 30% solvent. More preferably, the fragrance contains less than 20%, even more preferably less than 10% solvent, all percentages by weight relative to the total weight of the fragrance. Most preferably, the fragrance is substantially free of solvent.

[0085] According to a particular embodiment, the fragrance contains a fragrance modifier (which can be used together with the hydrophobic solvent when present, or used as a substitute for the hydrophobic solvent when the hydrophobic solvent is absent).

[0086] Preferably, the fragrance modifier is defined as a fragrance material having:

[0087] - a vapor pressure of less than 0.0008 Torr at 22 °C;

[0088] - a clogP of 3.5 or more, preferably 4.0 or more, more preferably 4.5;

[0089] - at least two Hansen solubility parameters selected from the first group consisting of: atomic dispersion force of 12 to 20, dipole moment of 1 to 7, and hydrogen bond of 2.5 to 11,

[0090] - at least two Hansen solubility parameters selected from the second group consisting of: atomic dispersion force of 14 to 20, dipole moment of 1 to 8, and hydrogen bond of 4 to 11, when in solution with a compound having a vapor pressure in the range of 0.0008 to 0.08 Torr at 22 °C.

[0091] Preferably, by way of example, the following ingredients can be listed as fragrance modifiers, but the list is not limited to the following substances: alcohol C12, oxacyclohexadec-12 / 13-en-2-one, 3-[(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)methoxy]-2-butanol, cyclohexadecanone, (Z)-4-cyclopentadecen-1-one, cyclopentadecanone, (8Z)-oxacycloheptadecen-8-one, 2-[5-(tetrahydro-5-methyl-5-vinyl-2-furyl)-tetrahydro-5-methyl-2-furyl]-2-propanol, linalool oxide, 1,5,8-trimethyl-13-oxabicyclo[10.1.0]trideca-4,8-diene, (+-)-4,6,6,7,8,8-hexamethyl-1,3,4,6,7,8-hexahydrocyclopenta[g]isochromene, (+)-(1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,1'-cyclohexane]-2'-en-4'-one, oxacyclohexadecan-2-one, 2-{[(1S)-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy]-2-oxoethyl} propionate, (+)-(4R,4aS,6R)-4,4a-dimethyl-6-(1-propen-2-yl)-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone, amyl cinnamic aldehyde, hexyl cinnamic aldehyde, hexyl salicylate, (1E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,6-heptadien-3-one, (9Z)-9-cycloheptadecen-1-one.

[0092] According to a particular embodiment, the perfume composition comprises at least 35% of perfume ingredients with a logP higher than 3.

[0093] LogP is the common logarithm of the estimated octanol-water partition coefficient, which is known as a measure of lipophilicity.

[0094] The LogP values of many flavoring compounds have been reported, for example, in the Pomona92 database, which is available from Daylight Chemical Information Systems, Inc. (Daylight CIS), Irvine, California, and which also contains references to the original literature. The LogP values are most conveniently calculated by the "CLOGP" program provided by Daylight CIS. When available in the Pomona92 database, this program also lists experimental logP values. "Calculated logP" (cLogP) is determined by the fragment method of Hansch and Leo (see Comprehensive Medicinal Chemistry, Vol. 4, C. Hansch, P. G. Sammens, J. B. Taylor and C. A. Ramsden, Eds., p. 295, Pergamon Press, 1990). The fragment method is based on the chemical structure of each flavor oil component and takes into account the number and type of atoms, the connectivity of the atoms, and the chemical bonding. When selecting flavoring compounds useful in the present invention, it is preferred to use the cLogP value (which is the most reliable and widely used estimate of this physicochemical property) instead of the experimental LogP value.

[0095] In a specific embodiment, the flavor oil contains at least 40% by weight, preferably at least 50% by weight, more preferably at least 60% by weight of components having a LogP higher than 3, preferably higher than 3.5 and even more preferably higher than 3.75.

[0096] Preferably, the flavor oil contains less than 10% by weight of primary alcohols, less than 15% by weight of secondary alcohols and less than 20% by weight of tertiary alcohols, based on its own weight. Advantageously, the flavor used in the present invention contains no primary alcohols, and less than 15% by weight of secondary and tertiary alcohols.

[0097] According to a specific embodiment, the flavor contains at least 20% by weight, preferably at least 25% by weight, more preferably at least 40% by weight of bulky materials from groups 1 to 6, preferably groups 3 to 6.

[0098] The term "bulky material" is understood herein to mean a flavoring component having a high steric hindrance, i.e., having a substitution pattern that provides a high steric hindrance, and thus bulky materials are in particular those materials from one of the following groups:

[0099] - Group 1: flavoring components containing a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring, which ring is substituted with at least one 1- to 4-node, which node contains a substituent, preferably at least one straight-chain or branched C1-C4 alkyl or alkenyl substituent;

[0100] - Group 2: Perfuming ingredients containing a cyclopentane, cyclopentene, cyclopentanone or cyclopentenone ring, the ring being substituted with at least one 4- or more-node, the node containing a substituent, preferably at least one straight-chain or branched C4 or longer, preferably C4-C8 alkyl or alkenyl substituent;

[0101] - Group 3: Perfuming ingredients containing a benzene ring, or containing a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring, the ring being substituted with at least one 5- or more-node, the node containing a substituent, preferably at least one straight-chain or branched C5 or longer, preferably C5-C8 alkyl or alkenyl substituent, or substituted with at least one phenyl substituent and optionally one or more 1- to 3-node, the node containing a substituent, preferably one or more straight-chain or branched C1-C3 alkyl or alkenyl substituent;

[0102] - Group 4: Perfuming ingredients containing at least two fused or linked 5- or 6-membered rings, preferably at least two fused or linked C5 and / or C6 rings;

[0103] - Group 5: Perfuming ingredients containing a camphor-like ring structure, i.e., two 5- or 6-membered rings fused in a bridged manner;

[0104] - Group 6: Perfuming ingredients containing at least one 7- to 20-membered ring, preferably at least one C7 or C 20 ring structure.

[0105] As understood in the context of the present text, the term node refers to any atom capable of providing at least two, preferably at least 3, more preferably 4 bonds to other atoms. Specific examples of nodes as understood herein are carbon atoms (up to 4 bonds to other atoms), nitrogen atoms (up to 3 bonds to other atoms), oxygen atoms (up to 2 bonds to other atoms) and sulfur (up to 2 bonds to other atoms). Specific examples of other atoms as understood herein can be carbon atoms, nitrogen atoms, sulfur atoms, oxygen atoms and hydrogen atoms.

[0106] Examples of ingredients from each of these groups are:

[0107] - Group 1: 2,4 - dimethyl - 3 - cyclohexene - 1 - carbaldehyde (source: Firmenich SA, Geneva, Switzerland), isocyclocitral, menthone, isomenthone, methyl 2,2 - dimethyl - 6 - methylene - 1 - cyclohexanecarboxylate (source: Firmenich SA, Geneva, Switzerland), nopol, terpineol, dihydroterpineol, terpinyl acetate, dihydroterpinyl acetate, dipentene, eucalyptol, hexylate, rose oxide, (S) - 1,8 - p - menthadiene - 7 - ol (source: Firmenich SA, Geneva, Switzerland), l - p - menthene - 4 - ol, (1RS,3RS,4SR) - 3 - p - menthyl acetate, (1R,2S,4R) - 4,6,6 - trimethyl - bicyclo[3,1,1]heptan - 2 - ol, tetrahydro - 4 - methyl - 2 - phenyl - 2H - pyran (source: Firmenich SA, Geneva, Switzerland), cyclohexyl acetate, cyclanol acetate, 1,4 - cyclohexanedicarboxylic acid diethyl ester (source: Firmenich SA, Geneva, Switzerland), (3ARS,6SR,7ASR) - perhydro - 3,6 - dimethyl - benz[B]furan - 2 - one (source: Firmenich SA, Geneva, Switzerland), (6R) - perhydro - 3,6 - dimethyl - benz[B]furan - 2 - one (source: Firmenich SA, Geneva, Switzerland), 2,4,6 - trimethyl - 4 - phenyl - 1,3 - dioxane, 2,4,6 - trimethyl - 3 - cyclohexene - 1 - carbaldehyde;

[0108] - Group 2: (E)-3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol (source: Givaudan SA, Vernier, Switzerland), (1'R,E)-2-ethyl-4-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-2-buten-1-ol (source: Firmenich SA, Geneva, Switzerland), (1'R,E)-3,3-dimethyl-5-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-4-penten-2-ol (source: Firmenich SA, Geneva, Switzerland), 2-heptylcyclopentanone, methyl cis-3-oxo-2-pentyl-1-cyclopentaneacetate (source: Firmenich SA, Geneva, Switzerland), 2,2,5-trimethyl-5-pentyl-1-cyclopentanone (source: Firmenich SA, Geneva, Switzerland), 3,3-dimethyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol (source: Firmenich SA, Geneva, Switzerland), 3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-pentanol (source: Givaudan SA, Vernier, Switzerland);

[0109] - Group 3: damascenone, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one (source: Firmenich SA, Geneva, Switzerland), nectalactone ((1'R)-2-[2-(4'-methyl-3'-cyclohexen-1'-yl)propyl]cyclopentanone), α-ionone (α-violione), β-ionone, damascones, mixture of 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one and 1-(3,3-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one (source: Firmenich SA, Geneva, Switzerland), 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one (source: Firmenich SA, Geneva, Switzerland), (1S,1'R)-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxycarbonyl]methyl propionate (source: Firmenich SA, Geneva, Switzerland), 2-tert-butyl-1-cyclohexyl acetate (source: International Flavors and Fragrances, USA), 1-(2,2,3,6-tetramethyl-cyclohexyl)-3-hexanol (source: Firmenich SA, Geneva, Switzerland), trans-1-(2,2,6-trimethyl-1-cyclohexyl)-3-hexanol (source: Firmenich SA, Geneva, Switzerland), (E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, terpene isobutyrate, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate (source: Firmenich SA, Geneva, Switzerland), 8-methoxy-1-p-menthene, (1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropyl propionate (source: Firmenich SA, Geneva, Switzerland), p-tert-butylcyclohexanone, menthenethiol, 1-methyl-4-(4-methyl-3-pentenyl)-3-cyclohexene-1-carbaldehyde, allyl cyclohexanepropionate, cyclohexyl salicylate, methyl 2-methoxy-4-methylphenyl carbonate, ethyl 2-methoxy-4-methylphenyl carbonate, methyl 4-ethyl-2-methoxyphenyl carbonate;

[0110] - Group 4: methyl cedryl ketone (source: International Flavors and Fragrances, USA), mixture of (1RS,2SR,6RS,7RS,8SR)-tricyclo[5.2.1.0~2,6~]dec-3-en-8-yl 2-methylpropionate and (1RS,2SR,6RS,7RS,8SR)-tricyclo[5.2.1.0~2,6~]dec-4-en-8-yl 2-methylpropionate, vetyverol, vetyverone, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)-1-ethanone (source: International Flavors and Fragrances, USA), (5RS,9RS,10SR)-2,6,9,10-tetramethyl-1-oxaspiro[4.5]dec-3,6-diene and (5RS,9SR,10RS) isomer, 6-ethyl-2,10,10-trimethyl-1-oxaspiro[4.5]dec-3,6-diene, 1,2,3,5,6,7-hexahydro-1,1,2,3,3-pentamethyl-4-indanone (source: International Flavors and Fragrances, USA), mixture of 3-(3,3-dimethyl-5-indanyl)propanal and 3-(1,1-dimethyl-5-indanyl)propanal (source: Firmenich SA, Geneva, Switzerland), 3',4-dimethyl-tricyclo[6.2.1.0(2,7)]undec-4-en-9-spiro-2'-oxirane (source: Firmenich SA, Geneva, Switzerland), 9 / 10-ethylidene-3-oxatricyclo[6.2.1.0(2,7)]undecane, perhydro-5,5,8A-trimethyl-2-naphthalenyl acetate (source: Firmenich SA, Geneva, Switzerland), 1-naphthol (octalynol), (dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan (source: Firmenich SA, Geneva, Switzerland), tricyclo[5.2.1.0(2,6)]dec-3-en-8-yl acetate, tricyclo[5.2.1.0(2,6)]dec-4-en-8-yl acetate, tricyclo[5.2.1.0(2,6)]dec-3-en-8-yl propionate and tricyclo[5.2.1.0(2,6)]dec-4-en-8-yl propionate, (+)-(1S,2S,3S)-2,6,6-trimethyl-bicyclo[3.1.1]heptane-3-spiro-2'-cyclohexene-4'-one;

[0111] - Group 5: A mixture of camphor, borneol, isobornyl acetate, 8-isopropyl-6-methyl-bicyclo[2.2.2]oct-5-ene-2-carbaldehyde, pinene, camphene, 8-methoxycedrane, (8-methoxy-2,6,6,8-tetramethyl-tricyclo[5.3.1.0(1,5)]undecane (source: Firmenich SA, Geneva, Switzerland), cedrene, cedrenol, cedrol, 9-ethylidene-3-oxatricyclo[6.2.1.0(2,7)]undec-4-one and 10-ethylidene-3-oxatricyclo[6.2.1.0(2,7)]undec-4-one (source: Firmenich SA, Geneva, Switzerland), 3-methoxy-7,7-dimethyl-10-methylene-bicyclo[4.3.1]decane (source: Firmenich SA, Geneva, Switzerland);

[0112] - Group 6: (Trimethyl-13-oxabicyclo-[10.1.0]-trideca-4,8-diene (source: Firmenich SA, Geneva, Switzerland), ambrettolide LG ((E)-9-hexadecen-16-olide (source: Firmenich SA, Geneva, Switzerland), cyclopentadecenolide (source: Firmenich SA, Geneva, Switzerland), muscenone (3-methyl(4 / 5)-cyclopentadecenone (source: Firmenich SA, Geneva, Switzerland), 3-methylcyclopentadecanone (source: Firmenich SA, Geneva, Switzerland), pentadecanolide (source: Firmenich SA, Geneva, Switzerland), cyclopentadecanone (source: Firmenich SA, Geneva, Switzerland), (1-ethoxyethoxy)cyclododecane (source: Firmenich SA, Geneva, Switzerland), 1,4-dioxacycloheptadecane-5,17-dione, 4,8-cyclododecadien-1-one;

[0113] - Group 7: (+-)-2-methyl-3-[4-(2-methyl-2-propyl)phenyl]propanal (source: Givaudan SA, Vernier, Switzerland), 2,2,2-trichloro-1-phenylethyl acetate.

[0114] Preferably, the fragrance comprises at least 30%, preferably at least 50%, more preferably at least 60% of components selected from Groups 1 to 7 as defined above. More preferably, the fragrance comprises at least 30%, preferably at least 50% of components selected from Groups 3 to 7 as defined above. Most preferably, the fragrance comprises at least 30%, preferably at least 50% of components selected from Group 3, Group 4, Group 6 or Group 7 as defined above.

[0115] According to another preferred embodiment, the perfume contains at least 30%, preferably at least 50%, more preferably at least 60% of components with a logP higher than 3, preferably higher than 3.5, even more preferably higher than 3.75.

[0116] Preferably, the perfume used in the present invention contains less than 10% by weight of primary alcohols, less than 15% by weight of secondary alcohols, and less than 20% by weight of tertiary alcohols. Advantageously, the perfume used in the present invention contains no primary alcohols, while containing less than 15% of secondary and tertiary alcohols.

[0117] According to one embodiment, the oil phase (or oil-based core) comprises:

[0118] - 25 to 100% by weight of a perfume oil, which contains at least 15% by weight of high-impact perfume raw materials with Log T < -4, and

[0119] - 0 to 75% by weight of a density-balancing material with a density greater than 1.07 g / cm 3 3.

[0120] According to a specific embodiment, the oil phase (or oil-based core) comprises:

[0121] - 25 to 98% by weight of a perfume oil, which contains at least 15% by weight of high-impact perfume raw materials with Log T < -4, and

[0122] - 2 to 75% by weight of a density-balancing material with a density greater than 1.07 g / cm 3 3.

[0123] "High-impact perfume raw materials" should be understood as perfume raw materials with Log T < -4. The odor threshold concentration of a chemical compound is partly determined by its shape, polarity, partial charges, and molecular weight. For convenience, the odor threshold concentration is expressed as the common logarithm of the threshold concentration, i.e., Log[threshold] ("LogT").

[0124] "Density-balancing material" should be understood as a material with a density greater than 1.07 g / cm 3 3 and preferably having a low odor or no odor. According to one embodiment, the density-balancing material is selected from the group consisting of benzyl salicylate, benzyl benzoate, cyclohexyl salicylate, benzyl phenylacetate, phenethyl phenoxyacetate, glyceryl triacetate, methyl and ethyl salicylates, benzyl cinnamate, and mixtures thereof.

[0125] The density of a component is defined as the ratio of its mass to its volume (g / cm 3 3).

[0126] There are several methods available for determining the density of a component.

[0127] The d20 density of essential oils can be measured, for example, by reference to the ISO 298:1998 method.

[0128] The odor threshold concentration of a flavoring compound is determined by using a gas chromatograph (“GC”). Specifically, the gas chromatograph is calibrated to determine the exact volume of the flavor oil components injected by the syringe, the exact split ratio, and the hydrocarbon response using hydrocarbon standards of known concentration and chain length distribution. The air flow rate is accurately measured, and the sampling volume is calculated assuming a 12-second duration of human inhalation. Since the exact concentration at the detector at any point in time is known, the mass per volume inhaled is known, and thus the concentration of the flavoring compound is known. To determine the threshold concentration, the solution is delivered to the sniffing port at a back-calculated concentration. Panelists sniff the GC effluent and determine the retention time at which the odor is detected. The average of all panelists determines the odor threshold concentration of the flavoring compound. The determination of the odor threshold is described in more detail in C. Vuilleumier et al., Multidimensional Visualization of Physical and Perceptual Data Leading to a Creative Approach in Fragrance Development, Perfume & Flavorist, Vol. 33, September, 2008, pages 54-61.

[0129] According to one embodiment, the high-impact fragrance raw materials with Log T < -4 are selected from the group consisting of (+-)-1-methoxy-3-hexanethiol, 4-(4-hydroxy-1-phenyl)-2-butanone, 2-methoxy-4-(1-propenyl)-1-phenyl acetate, pyrazole butyl ether, 3-propylphenol, 1-(3-methyl-1-benzofuran-2-yl)ethanone, 2-(3-phenylpropyl)pyridine, 1-(3,3 / 5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, a mixture containing (3RS,3aRS,6SR,7ASR)-perhydro-3,6-dimethyl-benz[b]furan-2-one and (3SR,3aRS,6SR,7ASR)-perhydro-3,6-dimethyl-benz[b]furan-2-one, (+-)-1-(5-ethyl-5-methyl-1-cyclohexen-1-yl)-4-penten-1-one, (1'S,3'R)-1-methyl-2-[(1',2',2'-trimethylbicyclo[3.1.0]hex-3'-yl)methyl]cyclopropyl}methanol, (+-)-3-mercaptohexyl acetate, (2E)-1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one, H-methyl-2h-1,5-benzodioxepin-3(4H)-one, (2E,6Z)-2,6-nonadien-1-ol, (4Z)-4-dodecenal, (+-)-4-hydroxy-2,5-dimethyl-3(2H)-furanone, methyl 2,4-dihydroxy-3,6-dimethylbenzoate, 3-methylindole, (+-)-perhydro-4α,8Aβ-dimethyl-4a-naphthol, patchouli alcohol, 2-methoxy-4-(1-propenyl)phenol, a mixture containing (+-)-5,6-dihydro-4-methyl-2-phenyl-2H-pyran and tetrahydro-4-methylene-2-phenyl-2H-pyran, a mixture containing 4-methylene-2-phenyltetrahydro-2H-pyran and (+-)-4-methyl-2-phenyl-3,6-dihydro-2H-pyran, 4-hydroxy-3-methoxybenzaldehyde, nonenal, 2-methoxy-4-propylphenol, 3-methyl-5-phenyl-2-pentenenitrile, 1-(spiro[4.5]dec-6 / 7-en-7-yl)-4-penten-1-one(, 2-methoxynaphthalene, (-)-(3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, 5-nonanolide, (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, 7-isopropyl-2H,4H-1,5-benzodioxepin-3-one, coumarin, 4-methylphenyl isobutyrate, (2E)-1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one, β,2,2,3-tetramethyl-δ-methylidene-3-cyclopentene-1-butanol, δ-damascone ((2E)-1-[(1RS,2SR)-2,6,6-trimethyl-3-cyclohexen-1-yl]-2-buten-1-one), (+-)-3,6-dihydro-4,6-dimethyl-2-phenyl-2H-pyran, anisaldehyde, p-cresol, 3-ethoxy-4-hydroxybenzaldehyde, methyl 2-aminobenzoate, ethyl methylphenylglycidate, γ-octalactone, ethyl 3-phenyl-2-propenoate, (-)-(2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopentene-1-yl]-2-buten-1-ol, p-tolyl acetate, dodecanolide, dimethyltricyclo[7.1.1.0. 2,7undec-2-en-4-one (tricyclone), (+)-(3R,5Z)-3-cyclopentadecen-1-one, undecalactone, (1R,4R)-8-mercapto-3-p-menthanone, (3S,3aS,6R,7aR)-3,6-dimethylhexahydro-1-benzofuran-2(3H)-one, β-ionone, (+-)-6-pentyltetrahydro-2H-pyran-2-one, (3E,5Z)-1,3,5-undecatriene, 10-undecenal, (9E)-9-undecenal, (9Z)-9-undecenal, (Z)-4-decenal, (+-)-ethyl 2-methylvalerate, 1,2-diallyldisulfane, 2-tridecenenitrile, 3-tridecenenitrile, (+-)-2-ethyl-4,4-dimethyl-1,3-oxathiane, (+)-(3R,5Z)-3-methyl-5-cyclopentadecen-1-one, 3-(4-tert-butylphenyl)propanal, allyl (cyclohexyloxy)acetate, methyl naphthyl ketone, (+-)-(4E)-3-methyl-4-cyclopentadecen-1-one, (+-)-5E3-methyl-5-cyclopentadecen-1-one, cyclopropylmethyl (4E)-4-methyl-5-(4-methylphenyl)-4-pentenate, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, (+-)-1-(5-propyl-1,3-benzodioxol-2-yl)ethanone, 4-methyl-2-pentylpyridine, (+-)-(E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, (3aRS,5aSR,9aSR,9bRS)-3a,6,6,9a-tetramethyldecahydronaphtho[2,1-b]furan, (2S,5R)-5-methyl-2-(2-propyl)cyclohexanone oxime, 6-hexyltetrahydro-2H-pyran-2-one, (+-)-3-(3-isopropyl-1-phenyl)butanal, methyl 2-(3-oxo-2-pentylcyclopentyl)acetate, 1-(2,6,6-trimethyl-1-cyclohex-2-enyl)penta-1-en-3-one, indole, 7-propyl-2H,4H-1,5-benzodioxepin-3-one, ethyl maltol, (4-methylphenoxy)acetaldehyde, ethyl tricyclo[5.2.1.0.2,6]dec-2-carboxylate, (+)-(1'S,2S,E)-3,3-dimethyl-5-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-4-penten-2-ol, (4E)-3,3-dimethyl-5-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-penten-2-ol, 8-isopropyl-6-methyl-bicyclo[2.2.2] 5 - octen - 2 - aldehyde, methyl nonyl acetaldehyde, 4 - formyl - 2 - methoxyphenyl 2 - methylpropionate, (E) - 4 - decenal, (±) - 2 - ethyl - 4 - (2,2,3 - trimethyl - 3 - cyclopenten - 1 - yl) - 2 - buten - 1 - ol, (1R,5R) - 4,7,7 - trimethyl - 6 - thiabicyclo[3.2.1]oct - 3 - ene, (1R,4R,5R) - 4,7,7 - trimethyl - 6 - thiabicyclo[3.2.1]octane, (-) - (3R) - 3,7 - dimethylocta - 1,6 - dien - 3 - ol, (E) - 3 - phenyl - 2 - propenenitrile, 4 - methoxybenzyl acetate, (E) - 3 - methyl - 5 - (2,2,3 - trimethyl - 3 - cyclopenten - 1 - yl) - 4 - penten - 2 - ol, allyl (2 / 3 - methylbutoxy)acetate, (±) - (2E) - 1 - (2,6,6 - trimethyl - 2 - cyclohexen - 1 - yl) - 2 - buten - 1 - one, (1E) - 1 - (2,6,6 - trimethyl - 1 - cyclohexen - 1 - yl) - 1 - penten - 3 - one, and mixtures thereof.

[0130] According to one embodiment, the fragrance ingredient with Log T < - 4 is selected from the group consisting of aldehydes, ketones, alcohols, phenols, esters, lactones, ethers, epoxides, nitriles, and mixtures thereof.

[0131] According to one embodiment, the fragrance ingredient with Log T < - 4 contains at least one compound selected from the group consisting of alcohols, phenols, esters, lactones, ethers, epoxides, nitriles, and mixtures thereof, and preferably has a content of 20 - 70% by weight based on the total weight of the fragrance ingredient with Log T < - 4.

[0132] According to one embodiment, based on the total weight of the fragrance ingredient with Log T < - 4, the fragrance ingredient with Log T < - 4 contains 20 - 70% by weight of aldehydes, ketones, and mixtures thereof.

[0133] Therefore, the remaining fragrance ingredients contained in the oil - based core may have Log T > - 4.

[0134] According to one embodiment, the fragrance raw materials with Log T > -4 are selected from the group consisting of: ethyl 2-methylbutyrate, (E)-3-phenyl-2-propenyl acetate, (+-)-6 / 8-sec-butylquinoline, (+-)-3-(1,3-benzodioxol-5-yl)-2-methylpropanal, tricyclodecenyl propionate, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)-1-ethanone, methyl 2-((1RS,2RS)-3-oxo-2-pentylcyclopentyl)acetate, (+-)-(E)-4-methyl-3-decen-5-ol, 2,4-dimethyl-3-cyclohexene-1-carbaldehyde, 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane, tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2H-pyran, dodecanal, 1-oxa-12-cyclohexadecen-2-one, (+-)-3-(4-isopropylphenyl)-2-methylpropanal, C11 aldehyde, (+-)-2,6-dimethyl-7-octen-2-ol, allyl 3-cyclohexanepropionate, (Z)-3-hexenyl acetate, 5-methyl-2-(2-n-propyl)cyclohexanone, allyl heptanoate, 2-(2-methyl-2-n-propyl)cyclohexyl acetate, 1,1-dimethyl-2-phenylethyl butyrate, geranyl acetate, neryl acetate, (+-)-1-phenylethyl acetate, 1,1-dimethyl-2-phenylethyl acetate, 3-methyl-2-butenyl acetate, ethyl 3-oxobutyrate, (2Z)-ethyl 3-hydroxy-2-butenoate, 8-p-menthol, 8-p-menthyl acetate, 1-p-menthyl acetate, (+-)-2-(4-methyl-3-cyclohexen-1-yl)-2-propyl acetate, (+-)-2-methylbutyl butyrate, 2-{[(1S)-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy]-2-oxoethyl} propionate, 3,5,6-trimethyl-3-cyclohexene-1-carbaldehyde, 2,4,6-trimethyl-3-cyclohexene-1-carbaldehyde, 2-cyclohexylethyl acetate, octanal, ethyl butyrate, (+-)-(3E)-4-(2,6,6-trimethyl-1 / 2-cyclohexen-1-yl)-3-buten-2-one, 1-[(1RS,6SR)-2,2,6-trimethylcyclohexyl]-3-hexanol, 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane, 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane, ethyl hexanoate, undecanal, decanal, 2-phenylethyl acetate, (1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol, (1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1] Heptan-2-ol), (+-)-3,7-dimethyl-3-octanol, 1-methyl-4-(2-propylidene)cyclohexene, (+)-(R)-4-(2-methoxypropan-2-yl)-1-methylcyclohex-1-ene, tricyclodecenyl acetate, (3R)-1-[(1R,6S)-2,2,6-trimethylcyclohexyl]-3-hexanol, (3S)-1-[(1R,6S)-2,2,6-trimethylcyclohexyl]-3-hexanol, (3R)-1-[(1S,6S)-2,2,6-trimethylcyclohexyl]-3-hexanol, (+)-(1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropyl propionate, and mixtures thereof.

[0135] The properties of high-impact fragrance ingredients having Log T < -4 and density-balancing materials having a density greater than 1.07 g / cm 3 are described in WO2018115250, the content of which is incorporated by reference.

[0136] According to one embodiment, the core comprises:

[0137] - 0 to 60% by weight of a hydrophobic solvent (based on the total weight of the fragrance formulation),

[0138] - 40 to 100% by weight of a fragrance oil (based on the total weight of the fragrance formulation), wherein the fragrance oil has at least two of the following properties, preferably all of the following properties:

[0139] ○ The log P of at least 35%, preferably 40%, preferably at least 50%, more preferably at least 60% of the flavoring ingredients is greater than 3, preferably greater than 3.5,

[0140] ○ At least 20%, preferably 25%, preferably at least 30%, more preferably at least 40% of the sterically hindered materials of groups 1 to 6 as defined above, preferably groups 3 to 6, and

[0141] ○ The Log T of at least 15%, preferably at least 20%, more preferably at least 25%, even more preferably at least 30% of the high-impact fragrance materials as defined above is < -4,

[0142] - Optionally, additional hydrophobic active ingredients.

[0143] According to a specific embodiment, the fragrance comprises 0 to 60% by weight of a hydrophobic solvent.

[0144] According to a specific embodiment, the hydrophobic solvent is a density-balancing material, preferably selected from the group consisting of benzyl salicylate, benzyl benzoate, cyclohexyl salicylate, benzyl phenylacetate, phenethyl phenylacetate, triacetin, ethyl citrate, methyl and ethyl salicylate, benzyl cinnamate, and mixtures thereof.

[0145] In a specific embodiment, the hydrophobic solvent has Hansen solubility parameters compatible with the entrapped flavor oil.

[0146] The term "Hansen solubility parameter" is understood to refer to the solubility parameter method for predicting polymer solubility proposed by Charles Hansen and developed on the basis that the total vaporization energy of a liquid consists of several individual parts. To calculate the "weighted Hansen solubility parameter", the effects of (atomic) dispersion forces, (molecular) permanent dipole-permanent dipole forces, and (molecular) hydrogen bonds (electron exchange) must be combined. The "weighted Hansen solubility parameter" is calculated as (δD 2 +δP 2 +δH 2 ) 0.5 , where δD is the Hansen dispersion value (hereinafter also referred to as atomic dispersion force), δP is the Hansen polarizability value (hereinafter also referred to as dipole moment), and δH is the Hansen hydrogen bond ("h-bond") value (hereinafter also referred to as hydrogen bond). For a more detailed description of this parameter and this value, see Charles Hansen's The Three Dimensional Solubility Parameter and Solvent Diffusion Coefficient, Danish Technical Press (Copenhagen, 1967).

[0147] The Euclidean difference in the solubility parameters of the fragrance and the solvent is calculated as (4*(δD solvent -δD fragrance ) 2 +(δP solvent -δP fragrance ) 2 +(δH solvent -δH fragrance ) 2 ) 0.5 , where δD solvent , δP solvent and δH solvent are respectively the Hansen dispersion value, Hansen polarizability value, and Hansen hydrogen bond value of the solvent; and δD fragrance , δ fragrance and δH fragranceThey are the Hansen dispersion value, the Hansen polarizability value, and the Hansen hydrogen bond value of the fragrance, respectively.

[0148] In a specific embodiment, the perfume oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from the first group consisting of: an atomic dispersion force (δD) of 12 to 20, a dipole moment (δP) of 1 to 8, and a hydrogen bond (δH) of 2.5 to 11.

[0149] In a specific embodiment, the perfume oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from the second group consisting of: an atomic dispersion force (δD) of 12 to 20, preferably 14 to 20, a dipole moment (δP) of 1 to 8, preferably 1 to 7, and a hydrogen bond (δH) of 2.5 to 11, preferably 4 to 11.

[0150] According to a specific embodiment, the hydrophobic material does not contain any active ingredients (such as fragrances). According to this specific embodiment, it contains a hydrophobic solvent, preferably consists of it, preferably selected from the group consisting of isopropyl myristate, triglycerides (such as, MCT oil, vegetable oils), D-limonene, silicone oil, mineral oil, and mixtures thereof, and optionally preferably a hydrophilic solvent selected from the group consisting of 1,4-butanediol, benzyl alcohol, triethyl citrate, triacetin, benzyl acetate, ethyl acetate, propylene glycol (1,2-propylene glycol), 1,3-propylene glycol, dipropylene glycol, glycerol, glycol ethers, and mixtures thereof.

[0151] According to a specific embodiment, the hydrophobic material contains an active ingredient (preferably a fragrance) and a hydrophobic solvent, such as isopropyl myristate, triglycerides (such as, MCT oil, vegetable oils such as sunflower oil), D-limonene, silicone oil, mineral oil, benzyl salicylate, benzyl benzoate, cyclohexyl salicylate, benzyl phenylacetate, phenethyl phenylacetate, triacetin, ethyl citrate, methyl and ethyl salicylate, benzyl cinnamate, and mixtures thereof.

[0152] The term "biocide" refers to a chemical substance that can kill living organisms (such as microorganisms) or reduce or prevent their growth and / or accumulation. Biocides are commonly used in medicine, agriculture, forestry, and industries to prevent fouling, for example, in water, agricultural products (including seeds), and oil pipelines. Biocides can be pesticides, including fungicides, herbicides, insecticides, algicides, molluscicides, acaricides, and rodenticides; and / or antimicrobial agents, such as bactericides, antibiotics, antibacterial agents, antiviral agents, antifungal agents, antiprotozoal, and / or antiparasitic drugs.

[0153] As used herein, "pest control agent" means a substance for repelling or attracting pests to reduce, inhibit or promote their growth, development or activity. A pest means any organism that is invasive or troublesome to plants or animals, whether animal, plant or fungus, and pests include insects, especially arthropods, mites, spiders, fungi, weeds, bacteria and other microorganisms.

[0154] By "flavor oil" is meant here a flavoring ingredient, or a mixture of flavoring ingredients, solvents or adjuvants currently used in the preparation of flavor formulations, i.e., a specific mixture of ingredients intended to be incorporated into an edible composition or chewing product to impart, improve or modify its sensory properties, in particular its flavor and / or taste. Flavoring ingredients are well known to those skilled in the art, and their nature does not warrant a more detailed description here, which in any case would not be exhaustive, and a skilled flavorist can select them based on their general knowledge and according to the intended use or application and the sensory effects desired. Many of these flavoring ingredients are listed in reference works such as the book Perfume and Flavor Chemicals by S. Arctander, 1969, Montclair, N.J., USA or its latest edition, or other works of a similar nature such as Fenaroli's Handbook of Flavor Ingredients, 1975, CRC Press or Synthetic Food Adjuncts by M.B. Jacobs, 1947, van Nostrand Co., Inc. Solvents and adjuvants currently used in the preparation of flavor formulations are also well known in the art.

[0155] In a specific embodiment, the flavorant is a mint flavorant. In a more specific embodiment, the mint is selected from the group consisting of peppermint and spearmint.

[0156] In a further embodiment, the flavorant is a cooling agent or a mixture thereof.

[0157] In another embodiment, the flavorant is a menthol flavorant.

[0158] Flavorants derived from or based on fruits in which citric acid is the major naturally occurring acid include, but are not limited to, for example, citrus fruits (such as lemons, limes), limonene, strawberries, oranges, and pineapples. In one embodiment, the flavored food is lemon juice, lime juice, or orange juice directly extracted from the fruit. Other embodiments of flavorants include juices or liquids extracted from oranges, lemons, grapefruits, limes, citrons, Clementines, mandarins, tangerines, and any other citrus fruits or their varieties or hybrids. In a specific embodiment, the flavorant includes liquids extracted or distilled from oranges, lemons, grapefruits, limes, citrons, Clementines, oranges, mandarins, any other citrus fruits or their varieties or hybrids, pomegranates, kiwis, watermelons, apples, bananas, blueberries, melons, ginger, sweet peppers, cucumbers, passion fruits, mangoes, pears, tomatoes, and strawberries.

[0159] In a specific embodiment, the flavorant comprises a limonene-containing composition. In a specific embodiment, the composition is citrus further comprising limonene.

[0160] In another specific embodiment, the flavorant comprises a flavorant selected from the group consisting of strawberries, oranges, limes, tropical fruits, berry mixtures, and pineapples.

[0161] The phrase flavorant includes not only flavorants that impart or modify the odor of food, but also ingredients that impart or modify the taste. The latter may not necessarily have a taste or odor by itself, but is capable of improving the taste provided by other ingredients such as saltiness enhancing ingredients, sweetness enhancing ingredients, umami enhancing ingredients, bitterness blocking ingredients, etc.

[0162] In a further embodiment, suitable sweetening components may be included in the particles described herein. In a specific embodiment, the sweetening component is selected from the group consisting of sugars (such as, but not limited to, sucrose), stevia components (such as, but not limited to, stevioside or rebaudioside A), sodium cyclamate (saccharin), aspartame, sucralose, sodium saccharin, and acesulfame potassium, or mixtures thereof.

[0163] According to one embodiment, the hydrophobic material accounts for about 10 wt% to 95 wt% relative to the total weight of the oil phase. According to another embodiment, the hydrophobic material accounts for about 10 wt% to 80 wt% relative to the total weight of the oil phase. According to another embodiment, the hydrophobic material accounts for about 10 wt% to 60 wt% relative to the total weight of the oil phase. According to another embodiment, the hydrophobic material accounts for about 15 wt% to 45 wt% relative to the total weight of the oil phase.

[0164] Acyl chloride

[0165] According to a specific embodiment, the acyl chloride conforms to the following formula (I):

[0166]

[0167] wherein n is an integer from 1 to 8, preferably from 1 to 6, more preferably from 1 to 4, and

[0168] wherein X is an (n + 1)-valent C2-C 45 hydrocarbyl group, optionally containing at least one group selected from (i) to (xi), particularly selected from (i) to (vi),

[0169]

[0170] wherein R is a hydrogen atom or an alkyl group, such as a methyl or ethyl group, preferably a hydrogen atom.

[0171] It should be understood that by “…hydrocarbyl group…”, it means that the group is composed of hydrogen and carbon atoms and can be in the form of an aliphatic hydrocarbon, i.e., a straight-chain or branched-chain saturated hydrocarbon (such as an alkyl group), a straight-chain or branched-chain unsaturated hydrocarbon (such as an alkenyl or alkynyl group), a saturated cycloalkane (such as a cycloalkyl group) or an unsaturated cycloalkane (such as a cycloalkenyl or cycloalkynyl group), or can be in the form of an aromatic hydrocarbon, i.e., an aryl group, or can also be in the form of a mixture of groups of the said type. For example, unless specifically restricted to only one of the mentioned types, a specific group can contain a straight-chain alkyl group, a branched-chain alkenyl group (such as having one or more carbon-carbon double bonds), a (poly)cycloalkyl group and an aryl moiety. Similarly, in all embodiments of the present invention, when a group is mentioned as being in more than one type of topology (such as straight-chain, cyclic or branched) and / or saturation or unsaturation (such as alkyl, aromatic or alkenyl) form, it also means a group that can contain moieties having any one of the said topologies or saturation or unsaturation as explained above. Similarly, in all embodiments of the present invention, when a group is mentioned in one form of saturation or unsaturation (such as an alkyl group), it means that the group can be of any type of topology (such as straight-chain, cyclic or branched) or have several moieties with various topologies.

[0172] It should be understood that the term “…hydrocarbyl group, optionally containing…” means that the hydrocarbyl group optionally contains heteroatoms to form ether, thioether, amine, nitrile or carboxylic acid groups and derivatives (including, for example, esters, acids, amides). These groups can replace the hydrogen atoms of the hydrocarbyl group and thus be attached to the hydrocarbon, or replace the carbon atoms of the hydrocarbyl group (if chemically possible) and thus be inserted into the hydrocarbon chain or ring.

[0173] According to a specific embodiment, the acyl chloride is selected from the group consisting of: benzene-1,3,5-tricarbonyl trichloride (trimellitic trichloride), benzene-1,2,4-tricarbonyl trichloride, benzene-1,2,4,5-tetracarbonyl tetrachloride, cyclohexane-1,3,5-tricarbonyl trichloride, isophthaloyl dichloride, diglycolyldichloride, terephthaloyl chloride, fumaroyl dichloride, adipoyl chloride, succinyl dichloride, propane-1,2,3-tricarbonyl trichloride, cyclohexane-1,2,4,5-tetracarbonyl tetrachloride, 2,2'-dithianediyl disuccinyl dichloride, 2-(2-chloro-2-oxoethyl)thiobutane-1,4-dioyl dichloride, (4-chloro-4-oxobutanoyl)-L-glutamyl dichloride, (S)-4-((1,5-dichloro-1,5-dioxopentan-2-yl)amino)-4-oxobutanoic acid, 4-chloro-4-oxo-butanoic acid 2,2-bis[(4-chloro-4-oxo-butanoyl)oxymethyl]butyl ester, 4-chloro-4-oxo-butanoic acid [2-[2,2-bis[(4-chloro-4-oxo-butanoyl)oxymethyl]butoxymethyl]-2-[(4-chloro-4-oxo-butanoyl)oxymethyl]butyl] ester, 2-chlorocarbonylbenzoic acid 2,2-bis[(2-chlorocarbonylbenzoyl)oxymethyl]butyl ester, 2-chlorocarbonylbenzoic acid [2-[2,2-bis[(2-chlorocarbonylbenzoyl)oxymethyl]butoxymethyl]-2-[(2-chlorocarbonylbenzoyl)oxymethyl]butyl] ester, 2,4,5-trichlorocarbonyl-benzoic acid 4-(2,4,5-trichlorocarbonylbenzoyl)oxybutyl ester, tris(4-chloro-4-oxobutanoic acid) propane-1,2,3-triyl ester, bis(4-chloro-4-oxobutanoic acid) propane-1,2-diyl ester, and mixtures thereof.

[0174] According to a specific embodiment, the acyl chloride is selected from the group consisting of: benzene-1,2,4-tricarbonyl trichloride, benzene-1,2,4,5-tetracarbonyl tetrachloride, cyclohexane-1,3,5-tricarbonyl trichloride, isophthaloyl dichloride, oxydiacetyl dichloride, terephthaloyl chloride, fumaroyl dichloride, adipoyl dichloride, succinoyl dichloride, propane-1,2,3-tricarbonyl trichloride, cyclohexane-1,2,4,5-tetracarbonyl tetrachloride, 2,2'-dithianediyl disuccinoyl dichloride, 2-(2-chloro-2-oxoethyl)thiobutane-1,4-dioyl dichloride, (4-chloro-4-oxobutanoyl)-L-glutamoyl dichloride, (S)-4-((1,5-dichloro-1,5-dioxopentan-2-yl)amino)-4-oxobutanoic acid, 4-chloro-4-oxobutanoic acid 2,2-bis[(4-chloro-4-oxobutanoyl)oxymethyl]butyl ester, 4-chloro-4-oxobutanoic acid [2-[2,2-bis[(4-chloro-4-oxobutanoyl)oxymethyl]butoxymethyl]-2-[(4-chloro-4-oxobutanoyl)oxymethyl]butyl] ester, 2-chlorocarbonylbenzoic acid 2,2-bis[(2-chlorocarbonylbenzoyl)oxymethyl]butyl ester, 2-chlorocarbonylbenzoic acid [2-[2,2-bis[(2-chlorocarbonylbenzoyl)oxymethyl]butoxymethyl]-2-[(2-chlorocarbonylbenzoyl)oxymethyl]butyl] ester, 2,4,5-trichlorocarbonylbenzoic acid 4-(2,4,5-trichlorocarbonylbenzoyl)oxyl butyl ester, tris(4-chloro-4-oxobutanoic acid) propane-1,2,3-triyl ester, bis(4-chloro-4-oxobutanoic acid) propane-1,2-diyl ester, and mixtures thereof.

[0175] According to another specific embodiment, the acyl chloride is selected from the group consisting of fumaroyl dichloride, adipoyl dichloride, succinoyl dichloride, tris(4-chloro-4-oxobutanoic acid) propane-1,2,3-triyl ester, bis(4-chloro-4-oxobutanoic acid) propane-1,2-diyl ester, and mixtures thereof.

[0176] According to one embodiment, the acyl chloride is a mixture of multiple acyl chlorides.

[0177] The weight ratio between the acyl chloride and the hydrophobic material is preferably from 0.01 to 0.09, more preferably from 0.02 to 0.07.

[0178] According to a specific embodiment, based on the total weight of the hydrophobic material, the acyl chloride is used in an amount of 1.7 wt% to 7 wt%, preferably 2.5 wt% to 5 wt%.

[0179] The acyl chloride can be directly dissolved (or dispersed) in the perfume oil, or pre-dispersed (or pre-dissolved) in an inert solvent or any inert perfume industry solvent / ingredient such as benzyl benzoate, triethyl citrate, ethyl acetate, vegetable oil (such as sunflower oil), hexyl salicylate, Neobee (triglyceride of caprylic / capric acid), isopropyl myristate, triglyceride, D-limonene, silicone oil, mineral oil, benzyl salicylate, benzyl benzoate, cyclohexyl salicylate, benzyl phenylacetate, phenethyl phenylacetate, triacetin, ethyl citrate, methyl and ethyl salicylate, benzyl cinnamate, and mixtures thereof, and then mixed with the perfume oil.

[0180] According to one embodiment, a polyfunctional monomer is added to the oil phase.

[0181] By "polyfunctional monomer" is meant a molecule that, as a unit, reacts or binds chemically to form a polymer or supramolecular polymer. The polyfunctional polymer of the present invention has at least two functional groups capable of forming the microcapsule shell.

[0182] It should be understood that when added, the polyfunctional monomer is added in addition to the acyl chloride.

[0183] The polyfunctional monomer is preferably selected from the group consisting of at least one isocyanate, maleic anhydride, acyl chloride, epoxide, acrylate monomer, alkoxysilane, and mixtures thereof.

[0184] According to one embodiment, based on the total amount of the oil phase, the amount of the polyfunctional monomer used in the method of the present invention is 0.1 to 15% by weight, preferably 0.5 to 10% by weight, more preferably 0.8 to 6% by weight, and even more preferably 1 to 3% by weight.

[0185] According to a specific embodiment, in addition to the acyl chloride, a polyisocyanate having at least two isocyanate functional groups is added to the oil phase.

[0186] Suitable polyisocyanates used according to the present invention include aromatic polyisocyanates, aliphatic polyisocyanates, and mixtures thereof. The polyisocyanate contains at least 2, preferably at least 3, but may contain up to 6, or even only 4 isocyanate functional groups. According to a specific embodiment, a triisocyanate (3 isocyanate functional groups) is used.

[0187] According to one embodiment, the polyisocyanate is an aromatic polyisocyanate.

[0188] The term "aromatic polyisocyanate" as used herein means any polyisocyanate containing an aromatic moiety. Preferably, it contains a phenyl, toluoyl, xylyl, naphthyl or diphenyl moiety. More preferably a toluoyl or xylyl moiety. Preferred aromatic polyisocyanates are biurets, polyisocyanurates and trimethylolpropane adducts of diisocyanates, more preferably containing one of the above specific aromatic moieties. More preferably, the aromatic polyisocyanate is a polyisocyanurate of toluene diisocyanate (available from Bayer under the trade name RC), a trimethylolpropane adduct of toluene diisocyanate (available from Bayer under the trade name L75), a trimethylolpropane adduct of xylylene diisocyanate (available from Mitsui Chemicals under the trade name D-110N). In a most preferred embodiment, the aromatic polyisocyanate is a trimethylolpropane adduct of xylylene diisocyanate.

[0189] According to another embodiment, the polyisocyanate is an aliphatic polyisocyanate. The term "aliphatic polyisocyanate" is defined as a polyisocyanate that does not contain any aromatic moiety. Preferred aliphatic polyisocyanates are trimers of hexamethylene diisocyanate, trimers of isophorone diisocyanate, trimethylolpropane adducts of hexamethylene diisocyanate (available from Mitsui Chemicals) or biurets of hexamethylene diisocyanate (available from Bayer under the trade name N 100), with biurets of hexamethylene diisocyanate being more preferred.

[0190] According to another embodiment, the at least one polyisocyanate is in the form of a mixture of at least one aliphatic polyisocyanate and at least one aromatic polyisocyanate, both containing at least two or three isocyanate functional groups, such as a mixture of a biuret of hexamethylene diisocyanate and a trimethylolpropane adduct of xylylene diisocyanate, a mixture of a biuret of hexamethylene diisocyanate and a polyisocyanurate of toluene diisocyanate, and a mixture of a biuret of hexamethylene diisocyanate and a trimethylolpropane adduct of toluene diisocyanate. Most preferably, it is a mixture of a biuret of hexamethylene diisocyanate and a trimethylolpropane adduct of xylylene diisocyanate. Preferably, when used as a mixture, the molar ratio between the aliphatic polyisocyanate and the aromatic polyisocyanate is from 80:20 to 10:90.

[0191] According to one embodiment, based on the total amount of the oil phase, the at least one polyisocyanate is present in an amount of 0.1 to 15 wt%, preferably 0.5 to 10 wt%, more preferably 0.8 to 6 wt%, even more preferably 1 to 3 wt%.

[0192] In another step of the method according to the invention, the oil phase from step a) is dispersed in a dispersed phase, preferably an aqueous phase, to form a two-phase dispersion.

[0193] The average droplet size of the two-phase dispersion is preferably from 1 to 1000 μm, more preferably from 1 to 500 μm, even more preferably from 5 to 50 μm.

[0194] The two-phase dispersion can be prepared by using a high-speed mechanical disperser or an ultrasonic disperser well-known to those skilled in the art.

[0195] Carbohydrate

[0196] According to one embodiment, a carbohydrate is added to the dispersed phase (preferably the aqueous phase) and / or the oil phase.

[0197] According to one embodiment, by "carbohydrate" is meant a polymer or oligomer having more than 2 units.

[0198] According to one embodiment, the carbohydrate is not gum arabic.

[0199] According to one embodiment, the carbohydrate is not lactose.

[0200] According to one embodiment, the carbohydrate does not carry an amino group.

[0201] According to one embodiment, the carbohydrate is not chitosan.

[0202] According to another embodiment, the carbohydrate, amino compound A and amino compound B are different components.

[0203] According to the invention, at least one carbohydrate is added to the oil phase and / or the dispersed phase.

[0204] According to one embodiment, the carbohydrate is not a polyphenol.

[0205] According to one embodiment, the carbohydrate is not a functionalized carbohydrate.

[0206] According to one embodiment, the carbohydrate is a polysaccharide.

[0207] According to one embodiment, the polysaccharide is an anionic polysaccharide.

[0208] According to a specific embodiment, the polysaccharide is added to the dispersed phase.

[0209] The polysaccharide is preferably selected from the group consisting of anionic salts of alginic acid, preferably sodium alginate, pectin, lignin, anion-modified starch, carboxymethyl cellulose, carrageenan, and mixtures thereof.

[0210] According to a specific embodiment, the carbohydrate is an anionic salt of alginic acid, preferably sodium alginate.

[0211] In the present invention, "sodium alginate salt" and "sodium alginate" are used interchangeably.

[0212] According to a specific embodiment, based on the total weight of the disperse phase, the amount of the carbohydrate is from 0.1 to 5% by weight, preferably from 0.5 to 1.1% by weight.

[0213] Amino compound A

[0214] According to the present invention, at least one amino compound A is added to the disperse phase before forming the two-phase dispersion and / or to the two-phase dispersion obtained after step b), and the amino compound A is selected from the group consisting of ethylenediamines having a functionality greater than 3, aminosilanes, polyethyleneimines, amino acids, and mixtures thereof.

[0215] By "ethylenediamine having a functionality greater than 3", it is understood that ethylenediamine having a functionality of 3 is excluded. This functionality encompasses different amine functional groups, such as primary amines and / or secondary amines and / or tertiary amines.

[0216] According to one embodiment, the ethylenediamine having a functionality greater than 3 is selected from the group consisting of triethylenetetramine, tetraethylenepentamine, and mixtures thereof.

[0217] The polyethyleneimine can be branched polyethyleneimine and / or linear polyethyleneimine.

[0218] According to one embodiment, the amino compound A is branched polyethyleneimine.

[0219] The aminosilane can be bis[3-(triethoxysilyl)propyl]amine, 3-(2-aminoethylamino)propyltriethoxysilane, 3-aminopropyltriethoxysilane, or mixtures thereof.

[0220] According to one embodiment, the aminosilane is bis[3-(triethoxysilyl)propyl]amine and / or 3-(2-aminoethylamino)propyltriethoxysilane.

[0221] According to one embodiment, the aminosilane is not 3-aminopropyltriethoxysilane.

[0222] According to one embodiment, the amino compound A is an amino acid, preferably selected from the group consisting of lysine, arginine, leucine, histidine, tryptophan, serine, glutamine, threonine, alanine, asparagine, aspartic acid, cysteine, glutamic acid, glycine, isoleucine, methionine, phenylalanine, proline, tyrosine, valine, and mixtures thereof.

[0223] According to one embodiment, the amino compound A is an amino acid, preferably selected from the group consisting of L-lysine, L-arginine, L-leucine, L-histidine, L-tryptophan, L-serine, L-glutamine, L-threonine and / or their derived oligomers and polymers, and mixtures thereof, preferably L-lysine, L-arginine, L-histidine, L-tryptophan and mixtures thereof, more preferably L-lysine, L-arginine, L-histidine and mixtures thereof.

[0224] According to one embodiment, the amino compound A is not L-arginine.

[0225] According to a specific embodiment, at least one amino compound A is added to the dispersion phase before forming the two-phase dispersion.

[0226] According to a specific embodiment, at least one amino compound A is added to the two-phase dispersion obtained after step b).

[0227] According to a specific embodiment, at least one amino compound A is added to the dispersion phase before forming the two-phase dispersion and added to the two-phase dispersion obtained after step b).

[0228] The amino compound A can be used in combination with another amino compound (e.g., selected from the group consisting of): phthalenediamine, 1,2-diaminocyclohexane, 1,4-diaminocyclohexane, L-lysine, L-lysine ethyl ester, polyetheramine ethylenediamine, diethylenetriamine, spermine, spermidine, polyamidoamine (PAMAM), guanidine carbonate, chitosan, tris-(2-aminoethyl)amine, 3-aminopropyltriethoxysilane, L-arginine, 1,4-diaminobutane, 2,2-dimethyl-1,3-propanediamine, 1,3-diaminopentane (Dytek EP diamine), 1,2-diaminopropane, cystamine, cystamine hydrochloride, cystine, cystine hydrochloride, cystine dialkyl esters, cystine dialkyl ester hydrochlorides and other amines with disulfide bonds; 1,3-diaminopropane; urea; ethylenourea; aminoguanidine bicarbonate; 1-(2-aminoethyl)imidazolin-2-one; N-(3-aminopropyl)-N-dodecylpropane-1,3-diamine; N1-(2-aminoethyl)-N1-dodecyl-1,2-ethylenediamine; aminoethylethanolamine; N1-(3-aminopropyl)propane-1,3-diamine and mixtures thereof.

[0229] According to a specific embodiment, ethylenediamine is not added in this method.

[0230] According to one embodiment, the molar ratio between the functional groups NH2 and / or NH of amino compound A and the functional group COCl of acyl chloride is from 0.1 to 3, preferably from 0.2 to 2, more preferably from 0.35 to 1.

[0231] According to one embodiment, the molar ratio between the functional groups NH2 and / or NH of amino compound A and the functional group COCl of acyl chloride is from 0.5 to 2.

[0232] According to one embodiment, the molar ratio between the functional groups NH2 and / or NH of amino compound A and the functional group COCl of acyl chloride is from 0.2 to 1.

[0233] Base

[0234] According to one embodiment, the disperse phase comprises a base preferably selected from the group consisting of sodium carbonate, sodium bicarbonate, sodium hydroxide, guanidine carbonate, triethanolamine, and mixtures thereof.

[0235] According to a specific embodiment, the base is not an amino compound.

[0236] According to one embodiment, the disperse phase comprises a base preferably selected from the group consisting of sodium carbonate, sodium bicarbonate, sodium hydroxide, and mixtures thereof.

[0237] Based on the total weight of the disperse phase, the addition amount of the base can be from 0.01 to 1.5 wt%, preferably from 0.01 to 0.7 wt%.

[0238] Polymer / Stabilizer

[0239] According to a specific embodiment, a polymer is added to the oil phase and / or the disperse phase. According to a specific embodiment, a polymer is added to the oil phase.

[0240] Based on the total weight of the oil phase or the disperse phase, the polymer is preferably used in an amount of from 0.1 to 10 wt%, preferably from 0.5 to 7 wt%.

[0241] According to one embodiment, the polymer is selected from the group consisting of proteins, chitosan, cationic guar gum, and mixtures thereof.

[0242] According to one embodiment, the polymer is a cationic polymer.

[0243] According to one embodiment, the polymer is a protein.

[0244] According to one embodiment, the polymer is cationic and selected from the group consisting of proteins, chitosan, cationic guar gum, and mixtures thereof.

[0245] According to one embodiment, when the cationic polymer is a protein, the protein is cationic at a pH below its isoelectric point (IEP).

[0246] According to one embodiment, when the cationic polymer is chitosan, chitosan is cationic at a pH below the pKa of the amine group.

[0247] According to one embodiment, the protein is a plant-based protein.

[0248] According to one embodiment, the protein is preferably selected from the group consisting of canola protein, sunflower seed protein, potato protein, chickpea protein, pea protein, algal protein, fava bean protein, barley protein, oat protein, wheat gluten protein, lupin protein, soy protein, rice protein, whey protein, egg white protein, casein, sodium caseinate, gelatin (preferably fish gelatin), bovine serum albumin, hydrolyzed soy protein, hydrolyzed sericin, pseudocollagen, silk protein, sericin protein powder, gelatin, and mixtures thereof.

[0249] According to one embodiment, the protein is a fungal protein.

[0250] In the present invention, fungal protein and mycoprotein can be used interchangeably.

[0251] According to one embodiment, the polymer acts as a stabilizer.

[0252] According to one embodiment, a stabilizer is added to the dispersed phase and / or the oil phase to form a dispersion. According to one embodiment, the stabilizer is a colloidal stabilizer.

[0253] By "stabilizer" is meant a compound that can generally stabilize the oil / water interface as an emulsion by reducing the interfacial tension between the oil phase and the dispersed phase.

[0254] In the present invention, "stabilizer" or "emulsifier" can be used interchangeably.

[0255] According to one embodiment, the stabilizer is a colloidal stabilizer.

[0256] The colloidal stabilizer can be a polymeric emulsifier (standard emulsion), a surfactant, or solid particles (Pickering emulsion).

[0257] In the present invention, "molecular emulsifier" and "polymeric / high molecular emulsifier" are used interchangeably.

[0258] By "polymeric emulsifier" is meant an emulsifier having both a polar group that is hydrophilic (water - loving) and a non - polar group that is lipophilic (oil - loving). The hydrophilic portion will dissolve in the aqueous phase and the hydrophobic portion will dissolve in the oil phase, thus forming a thin film around the droplets.

[0259] By "surfactant" is meant a non - polymeric substance having polar and non - polar groups.

[0260] According to one embodiment, the stabilizer is selected from the group consisting of inorganic particles, polymeric emulsifiers such as polysaccharides, proteins, glycoproteins, and mixtures thereof.

[0261] When the stabilizer is a solid particle, it can be selected from the group consisting of calcium phosphate, silica, silicate, titanium dioxide, alumina, zinc oxide, iron oxide, mica, kaolin, montmorillonite, laponite, bentonite, perlite, dolomite, diatomite, vermiculite, lithium montmorillonite, gibbsite, illite, kaolinite, aluminosilicate, gypsum, bauxite, magnesite, talc, magnesium carbonate, calcium carbonate, diatomaceous earth, and mixtures thereof.

[0262] According to a particular embodiment, the stabilizer is a biopolymer.

[0263] According to a particular embodiment, the stabilizer is a polymer as defined above. By "biopolymer" is meant a biopolymer produced by a living organism. Biopolymers are characterized by a molecular weight distribution ranging from 1,000 (one thousand) to 1,000,000,000 (one billion) daltons. These macromolecules can be carbohydrates (glycosyl), proteins (amino - based), or a combination of both (gums), and can be linear or branched.

[0264] According to one embodiment, the colloidal stabilizer is selected from the group consisting of gum arabic, modified starch, polyvinyl alcohol, polyvinylpyrrolidone (PVP), carboxymethyl cellulose (CMC), anionic polysaccharides, acrylamide copolymers, inorganic particles, proteins such as soy protein, rice protein, whey protein, ovalbumin, sodium caseinate, gelatin, bovine serum albumin, hydrolyzed soy protein, hydrolyzed sericin, pseudocollagen, silk protein, sericin protein powder, and mixtures thereof.

[0265] According to another embodiment, the stabilizer is selected from the group consisting of: canola protein, sunflower protein, potato protein, chickpea protein, pea protein, algal protein, fava bean protein, barley protein, oat protein, wheat gluten protein, lupin protein, soy protein, rice protein, whey protein, egg white protein, casein, sodium caseinate, gelatin, bovine serum albumin, hydrolyzed soy protein, hydrolyzed sericin, pseudocollagen, silk protein, sericin powder, gelatin and mixtures thereof.

[0266] Potato protein is usually extracted from potato tubers (Solanum tuberosum). According to one embodiment, the potato protein is natural potato protein and preferably contains or consists of patatin (a potato tuber-specific protein).

[0267] According to one embodiment, the solubility of the potato protein is greater than 10%. According to one embodiment, the solubility of the potato protein is greater than 20%. According to one embodiment, the solubility of the potato protein is greater than 30%. According to one embodiment, the solubility of the potato protein is greater than 40%. According to one embodiment, the solubility of the potato protein is greater than 50%. According to one embodiment, the solubility of the potato protein is greater than 60%. According to one embodiment, the solubility of the potato protein is greater than 70%. According to one embodiment, the solubility of the potato protein is greater than 80%. According to one embodiment, the solubility of the potato protein is greater than 90%. The above solubility is given in water at room temperature (usually 20 °C), preferably at natural pH.

[0268] The proteins used in the present invention can be natural, partially or completely denatured by any suitable method. Denaturation is the process of changing the conformational structure of a protein by unfolding, i.e., it involves the rupture and possible disruption of the secondary and tertiary structures of the protein. In fact, denaturation means the breaking of many weak linkages or bonds (such as hydrogen bonds) within the protein molecule that are responsible for the highly ordered structure of the protein in its native state. Denaturation is reversible (when the denaturing influence is removed, the protein can regain its native state) or irreversible.

[0269] Denaturation can be achieved in various ways. Proteins can be denatured by exposure to temperature, radiation or mechanical stress (including shear), pH changes (treatment with alkali or acid), treatment with oxidizing or reducing agents, inorganic salts, certain organic solvents, chaotropic agents (i.e., compounds with positive chaotropic values - kJ Kg -1 per mole - on the Hallsworth scale) such as guanidine salts such as guanidine carbonate, guanidine hydrochloride, urea, calcium chloride, n-butanol, ethanol, lithium perchlorate, lithium acetate, magnesium chloride, phenol, 2-propanol, sodium dodecyl sulfate, thiourea).

[0270] The proteins used in the present invention can also be derivatized or modified (e.g., derivatized or chemically modified). For example, the proteins can be modified by covalently linking sugars, lipids, peptides, or chemical groups such as phosphate or methyl groups.

[0271] According to one embodiment, prior to use, the protein can be treated by heat treatment (usually about 90 °C) in the presence or absence of salts (such as CaCl2 or NaCl).

[0272] When added to the oil phase, the stabilizer can be pre-dispersed (or pre-dissolved) in an inert solvent or any inert perfume industry solvent / ingredient such as benzyl benzoate, triethyl citrate, ethyl acetate, vegetable oils (such as sunflower oil), hexyl salicylate, Neobee (triglyceride of caprylic / capric acid), isopropyl myristate, triglyceride, D-limonene, silicone oil, mineral oil, benzyl salicylate, benzyl benzoate, cyclohexyl salicylate, benzyl phenylacetate, phenethyl phenylacetate, triacetin, ethyl citrate, methyl and ethyl salicylate, benzyl cinnamate, and mixtures thereof, or can be mixed with the active ingredient preferably containing perfume oil.

[0273] The stabilizer and the acyl chloride can be pre-mixed and can be heated at a temperature of, for example, 10 °C to 80 °C before mixing with the hydrophobic material preferably containing perfume oil.

[0274] When the colloidal stabilizer is added to the aqueous phase, it is preferably selected from the group consisting of gum arabic, modified starch, polyvinyl alcohol, polyvinylpyrrolidone (PVP), carboxymethyl cellulose (CMC), anionic polysaccharides, acrylamide copolymers, inorganic particles, proteins such as soy protein, rice protein, whey protein, ovalbumin, sodium caseinate, gelatin, bovine serum albumin, hydrolyzed soy protein, hydrolyzed sericin, pseudocollagen, silk protein, sericin protein powder, and mixtures thereof.

[0275] According to one embodiment, the polymer can be the stabilizer as defined above.

[0276] According to any of the above embodiments of the present invention, the dispersion (two-phase dispersion) contains about 0.01% to 3.0% of at least one stabilizer, preferably a colloidal stabilizer, the percentage being expressed on a w / w basis relative to the total weight of the two-phase dispersion obtained after step b). In yet another form of the present invention, the dispersion (two-phase dispersion) contains about 0.05% to 2.0%, preferably 0.05 to 1%, of at least one stabilizer, preferably a colloidal stabilizer. In yet another form of the present invention, the dispersion (two-phase dispersion) contains about 0.1% to 1.6% by weight, preferably 0.1% to 0.8%, of at least one stabilizer, preferably a colloidal stabilizer.

[0277] Amino compound B

[0278] According to one embodiment, at least one amino compound B is added to the dispersed phase before forming the two-phase dispersion and / or to the two-phase dispersion obtained after step b).

[0279] According to a specific embodiment, at least one amino compound B is added to the dispersed phase before forming the two-phase dispersion.

[0280] According to a specific embodiment, at least one amino compound B is added to the two-phase dispersion obtained after step b).

[0281] According to a specific embodiment, at least one amino compound B is added to the dispersed phase before forming the two-phase dispersion and to the two-phase dispersion obtained after step b).

[0282] According to one embodiment, amino compound B is an amino acid, preferably selected from the group consisting of lysine, arginine, leucine, histidine, tryptophan, serine, glutamine, threonine, alanine, asparagine, aspartic acid, cysteine, glutamic acid, glycine, isoleucine, methionine, phenylalanine, proline, tyrosine, valine, and mixtures thereof.

[0283] According to a specific embodiment, amino compound B is an amino acid, preferably selected from the group consisting of L-lysine, L-arginine, L-leucine, L-histidine, L-tryptophan, L-serine, L-glutamine, L-threonine and / or their derived oligomers and polymers, and mixtures thereof, preferably L-lysine, L-arginine, L-histidine, L-tryptophan and mixtures thereof, more preferably L-lysine, L-arginine, L-histidine and mixtures thereof.

[0284] The amino acid preferably has two nucleophilic groups.

[0285] According to a specific embodiment, amino compound B can be selected from the group consisting of L-lysine, L-lysine ethyl ester, guanidine carbonate, chitosan, 3-aminopropyltriethoxysilane, and mixtures thereof. According to a specific embodiment, amino compound B is L-lysine.

[0286] According to one embodiment, amino compound B is L-lysine and is added to the dispersed phase before forming the two-phase dispersion and / or to the two-phase dispersion obtained after step b).

[0287] According to one embodiment, the weight percentage of amino compound B in the dispersed phase is 0 to 5, preferably 0.1 to 1.5, more preferably 0.3 to 0.8.

[0288] According to a specific embodiment, the amino compound A is triethylenetetramine, and the amino compound B is an amino acid, preferably L-lysine.

[0289] According to a specific embodiment, the amino compound A is tetraethylenepentamine, and the amino compound B is an amino acid, preferably L-lysine.

[0290] According to a specific embodiment, the amino compound A is polyethyleneimine, and the amino compound B is an amino acid, preferably L-lysine.

[0291] According to a specific embodiment, the amino compound A is an amino acid, preferably L-arginine, and the amino compound B is an amino acid, preferably L-lysine.

[0292] According to a specific embodiment, a polyvalent salt (such as calcium chloride, magnesium chloride, zinc chloride, ferric trichloride) is added after step b), before or during step c).

[0293] Subsequently, the curing step c) is carried out to finally obtain microcapsules in the form of a slurry. According to a preferred embodiment, in order to enhance the kinetics, the step is carried out at a temperature of 5 to 90 °C and may be carried out under pressure for 1 to 8 hours. More preferably, it is carried out at a temperature of 10 to 80 °C for 30 minutes to 5 hours.

[0294] Optional outer coating

[0295] According to a specific embodiment of the present invention, at the end of step c) or during step c), a polymer selected from the group consisting of non-ionic polysaccharides, cationic polymers, poly(succinimide) derivatives (such as those described in WO2021185724) and mixtures thereof can also be added to the slurry of the present invention to form an outer coating (coating) of the microcapsules.

[0296] Non-ionic polysaccharide polymers are well known to those skilled in the art and are described, for example, in WO2012 / 007438, page 29, lines 1 to 25 and WO2013 / 026657, page 2, lines 12 to 19 and page 4, lines 3 to 12. Preferred non-ionic polysaccharides are selected from the group consisting of locust bean gum, xyloglucan, guar gum, hydroxypropyl guar gum, hydroxypropyl cellulose and hydroxypropyl methylcellulose.

[0297] Cationic polymers are well known to those skilled in the art. The cationic charge density of the preferred cationic polymers is at least 0.5 meq / g, more preferably at least about 1.5 meq / g, but also preferably less than about 7 meq / g, more preferably less than about 6.2 meq / g. The cationic charge density of the cationic polymer can be determined by the Kjeldahl method as described in the United States Pharmacopeia in the chemical test for nitrogen determination. The preferred cationic polymers are selected from units containing primary, secondary, tertiary and / or quaternary amine groups, which may form part of the main polymer chain or may be borne by side substituents directly attached thereto. The weight-average molecular weight (Mw) of the cationic polymer is preferably from 10,000 to 3.5 M Daltons, more preferably from 50,000 to 1.5 M Daltons. According to a particular embodiment, cationic polymers based on acrylamide, methacrylamide, N-vinylpyrrolidone, quaternized N,N-dimethylaminomethyl acrylate, diallyldimethylammonium chloride, quaternized vinylimidazole (3-methyl-1-vinyl-1H-imidazol-3-ium chloride), vinylpyrrolidone, acrylamidopropyltrimethylammonium chloride, cassia gum hydroxypropyltrimethylammonium chloride, guar gum hydroxypropyltrimethylammonium chloride or polygalactomannan 2-hydroxypropyltrimethylammonium chloride ether, starch hydroxypropyltrimethylammonium chloride and cellulose hydroxypropyltrimethylammonium chloride will be used. Preferably, the copolymer should be selected from the group consisting of polyquaternium-5, polyquaternium-6, polyquaternium-7, polyquaternium 10, polyquaternium-11, polyquaternium-16, polyquaternium-22, polyquaternium-28, polyquaternium-43, polyquaternium-44, polyquaternium-46, cassia gum hydroxypropyltrimethylammonium chloride, guar gum hydroxypropyltrimethylammonium chloride or polygalactomannan 2-hydroxypropyltrimethylammonium chloride ether, starch hydroxypropyltrimethylammonium chloride and cellulose hydroxypropyltrimethylammonium chloride. As specific examples of commercially available products, there may be mentioned SC60 (cationic copolymer of acrylamidopropyltrimethylammonium chloride and acrylamide, source: BASF) or for example PQ 11N, FC 550 or Style (copolymer quaternized with polyquaternium-11 to 68 or vinylpyrrolidone, source: BASF), or (C13S or C17, source: Rhodia).

[0298] According to any of the above embodiments of the present invention, the amount of the polymer added is about 0% to 5% w / w, or even about 0.1% to 2% w / w, the percentage being expressed on a w / w basis relative to the total weight of the slurry obtained after step c) or d). It is clearly understood by those skilled in the art that only part of the added polymer will be incorporated / deposited on the microcapsule shell.

[0299] Another object of the present invention is a method for preparing microcapsule powder, which comprises the steps as defined above and additional step d) or e), and the additional step comprises drying the slurry obtained in step c) or d), for example by spray drying, to provide the microcapsules as such, i.e. in powder form. It should be understood that any standard method known to those skilled in the art for carrying out such drying is also applicable. In particular, it is possible to preferably spray dry the slurry in the presence of a polymeric carrier material such as polyvinyl acetate, polyvinyl alcohol, dextrin, natural or modified starch, vegetable gum, pectin, xanthan gum, alginate, carrageenan or cellulose derivatives to provide the microcapsules in powder form.

[0300] According to a specific embodiment, the carrier material contains free perfume oil, which may be the same as or different from the perfume from the microcapsule core.

[0301] However, other drying methods can also be cited, such as extrusion, coating, spray granulation, fluidized bed, or even drying at room temperature using materials (carriers, desiccants) that meet specific criteria disclosed in WO2017 / 134179.

[0302] Core-shell microcapsules

[0303] Another object of the present invention is the microcapsules or microcapsule slurry obtained by the above method.

[0304] Another object of the present invention is a polyamide-based core-shell microcapsule or a polyamide-based core-shell microcapsule slurry containing at least one microcapsule, and the microcapsule comprises:

[0305] - a core, preferably an oil-based core, which contains a hydrophobic material, preferably a perfume, and

[0306] - a polyamide-based shell, which contains the reaction product of:

[0307] · an acyl chloride,

[0308] · an amino compound A selected from the group consisting of ethyleneamines with functionality greater than 3, aminosilanes, polyethyleneimines, amino acids, and mixtures thereof,

[0309] · optionally, a carbohydrate,

[0310] · optionally, an amino compound B, and

[0311] · optionally, a polymer, preferably a protein.

[0312] According to one embodiment, the polyamide-based core-shell microcapsule or the polyamide-based core-shell microcapsule slurry containing at least one microcapsule has a shell, and based on the total weight of the shell, the shell contains:

[0313] - 5% to 40% by weight, preferably 5% to 35%, of an acyl chloride moiety, preferably a reacted acyl chloride moiety,

[0314] - Optionally, 5% to 60% by weight, preferably 10% to 50%, of a carbohydrate,

[0315] preferably a reacted carbohydrate,

[0316] - Optionally, 30% to 80% by weight, preferably 40% to 65%, more preferably 40%

[0317] to 60%, of a polymer, preferably a reacted polymer,

[0318] - 1% to 40% by weight, preferably 3% to 30%, more preferably 6% to 30%, of an amino compound.

[0319] The amino compound may include at least one amino compound A and optionally at least one amino compound B.

[0320] By "reacted acyl chloride moiety" is meant that the chemical structure of the acyl chloride has been altered by reaction with amino compound A and / or carbohydrate and / or amino compound B and / or polymer.

[0321] By "reacted polymer" is meant that the chemical structure of the polymer has been altered by reaction with amino compound A and / or acyl chloride and / or amino compound B and / or carbohydrate, preferably by reaction with acyl chloride.

[0322] By "reacted carbohydrate" is meant that the chemical structure of the carbohydrate has been altered by reaction with amino compound A and / or acyl chloride and / or amino compound B and / or polymer, preferably by reaction with acyl chloride.

[0323] The above-described embodiments of the method according to the invention are also applicable to the microcapsules or microcapsule slurries according to the invention. This applies in particular to hydrophobic materials, carbohydrates, polymers, acyl chlorides, amino compounds, stabilizers.

[0324] The composition of the shell can be quantified, for example, by elemental analysis and identified by solid-state NMR, two techniques well known to those skilled in the art.

[0325] According to one embodiment, amino compound A and amino compound B are different.

[0326] According to a particular embodiment, the polyamide microcapsules comprise a polyurea inner shell.

[0327] In a particular embodiment, the shell material is a biodegradable material.

[0328] In a specific embodiment, the biodegradability of the shell according to OECD 301F is at least 40%, preferably at least 45%, 50%, 60%, 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98% within 60 days.

[0329] In a specific embodiment, the biodegradability of the core-shell microcapsules according to OECD 301F is at least 40%, preferably at least 60%, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98% within 60 days.

[0330] Therefore, it should be understood that the biodegradability of the core-shell microcapsules including all components such as the core, the shell and the optional coating according to OECD 301F can be at least 40%, preferably at least 60%, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98% within 60 days.

[0331] In a specific embodiment, the oil core, preferably the perfume oil, has a biodegradability of at least 40%, preferably at least 60%, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98% according to OECD 301F within 60 days.

[0332] OECD 301F is the standard test method of the Organization for Economic Co-operation and Development for biodegradability.

[0333] Gasparini et al. in Molecules 2020, 25, 718 disclose a typical method for extracting the shell to measure biodegradability.

[0334] According to a specific embodiment, the microcapsules of the present invention comprise a mineral layer. The mineral layer preferably comprises a material selected from the group consisting of iron oxide, iron oxyhydroxide, titanium oxide, zinc oxide, calcium carbonate, calcium phosphate, barium salts, strontium salts, magnesium salts and mixtures thereof.

[0335] Another object of the present invention is a solid particle, which comprises:

[0336] - a carrier material, preferably a polymeric carrier material selected from the group consisting of polyvinyl acetate, polyvinyl alcohol, dextrin, natural or modified starch, vegetable gums, pectin, xanthan gum, alginates, carrageenans, cellulose derivatives and mixtures thereof, and

[0337] - the microcapsules as defined above embedded in the carrier material, and

[0338] - optionally, free perfume embedded in the carrier material.

[0339] The solid particles and microcapsule powders as defined above are used indifferently in the present invention.

[0340] Optional ingredients

[0341] When the microcapsules are in the form of a slurry, the microcapsule slurry may contain auxiliary ingredients selected from the group consisting of thickeners / rheology modifiers, antimicrobial agents, opacity enhancers, mica particles, salts, pH stabilizers / buffering components, and preferably in an amount of 0 to 15% by weight based on the total weight of the slurry.

[0342] According to another embodiment, the microcapsule slurry of the present invention contains additional free (i.e., unencapsulated) fragrance, preferably in an amount of 5 to 50% by weight based on the total weight of the slurry.

[0343] Multiple microcapsule systems

[0344] According to one embodiment, the microcapsules of the present invention (first type of microcapsules) can be used in combination with a second type of microcapsules.

[0345] Another object of the present invention is a microcapsule delivery system, which comprises:

[0346] - the microcapsules of the present invention as the first type of microcapsules, and

[0347] - a second type of microcapsules, wherein the first type of microcapsules is different from the second type of microcapsules in terms of their hydrophobic materials and / or their wall materials and / or their coating layer materials.

[0348] According to a specific embodiment, the microcapsule delivery system is in the form of a slurry.

[0349] The wall of the second type of microcapsules can vary. By way of non-limiting example, the polymer shell of the second type of microcapsules contains materials selected from the group consisting of polyureas, polyurethanes, polyamides, polyhydroxyalkanoates, polyacrylates, polyesters, polyurethanes, polyepoxides, polysiloxanes, polycarbonates, polysulfonamides, urea-formaldehyde resins, melamine-formaldehyde resins, melamine-formaldehyde resins crosslinked with polyisocyanates or aromatic polyols, melamine-urea resins, melamine-glyoxal resins, gelatin / arabic gum shell walls, and mixtures thereof.

[0350] The second type of microcapsules may comprise an oil-based core and a composite shell, the oil-based core containing a hydrophobic active substance, preferably a fragrance, and the composite shell containing a first material and a second material, where the first material and the second material are different, the first material being a coacervate layer and the second material being a polymeric material. In a particular embodiment, the weight ratio between the first material and the second material is from 50:50 to 99.9:0.1. In a particular embodiment, the coacervate layer contains a first polyelectrolyte and a second polyelectrolyte, the first polyelectrolyte preferably being selected from proteins (such as gelatin), polypeptides or polysaccharides (such as chitosan), most preferably gelatin, and the second polyelectrolyte preferably being alginate, a cellulose derivative, guar gum, pectate, carrageenan, polyacrylic acid and methacrylic acid or xanthan gum, or a vegetable gum such as gum acacia (arabic gum), most preferably arabic gum. The first material of the coacervate layer can be chemically hardened using a suitable crosslinking agent such as glutaraldehyde, glyoxal, formaldehyde, tannic acid or genipin, or can be enzymatically hardened using an enzyme such as transglutaminase. The second polymeric material can be selected from the group consisting of polyureas, polyurethanes, polyamides, polyesters, polyacrylates, polysiloxanes, polycarbonates, polysulfonamides, polymers of urea and formaldehyde, polymers of melamine and formaldehyde, polymers of melamine and urea, or polymers of melamine and glyoxal, and mixtures thereof, preferably polyureas and / or polyurethanes. Based on the total weight of the second type of microcapsule slurry, the second material is preferably present in an amount of less than 3% by weight, preferably less than 1% by weight.

[0351] As a non-limiting example, the shell of the second type of microcapsules can be aminoplast-based, polyurea-based or polyurethane-based. The shell of the second type of microcapsules can also be composite, i.e., organic-inorganic, such as a composite shell composed of at least two types of crosslinked inorganic particles, or a shell produced by the hydrolysis and condensation reaction of a polyalkoxysilane macromonomer composition.

[0352] According to one morphology, the shell of the second type of microcapsules contains an aminoplast copolymer, such as melamine-formaldehyde or urea-formaldehyde or crosslinked melamine formaldehyde or melamine glyoxal.

[0353] According to another form, the shell of the second type of microcapsules is polyurea-based and is made from, for example but not limited to, isocyanate group monomers and amine-containing crosslinking agents such as guanidine carbonate and / or guanazole. Certain polyurea microcapsules contain a polyurea wall which is the polymerization reaction product between at least one polyisocyanate containing at least two isocyanate functional groups and at least one reactant selected from amines (such as water-soluble guanidine salts and guanidine); a colloid stabilizer or emulsifier; and the encapsulated fragrance. However, the use of amines can be omitted. According to a specific form, the colloid stabilizer contains an aqueous solution of 0.1% to 0.4% of polyvinyl alcohol, 0.6% to 1% of vinylpyrrolidone, and a cationic copolymer of quaternized vinylimidazole (all percentages are defined relative to the total weight of the colloid stabilizer). According to another form, the emulsifier is an anionic or amphiphilic biopolymer which can be selected, for example, from the group consisting of gum arabic, soy protein, gelatin, sodium caseinate, and mixtures thereof.

[0354] According to another embodiment, the microcapsule wall material of the second type of microcapsules can comprise any suitable resin, especially including melamine, glyoxal, polyurea, polyurethane, polyamide, polyester, etc. Suitable resins include the reaction products of aldehydes and amines. Suitable aldehydes include formaldehyde and glyoxal. Suitable amines include melamine, urea, benzoguanamine, glycoluril, and mixtures thereof. Suitable melamines include hydroxymethyl melamine, methylated hydroxymethyl melamine, imino melamine, and mixtures thereof. Suitable ureas include dihydroxymethyl urea, methylated dihydroxymethyl urea, urea-resorcinol, and mixtures thereof. Suitable materials for manufacturing can be obtained from one or more of the following companies: Solutia Inc. (St Louis, Missouri U.S.A.), Cytec Industries (West Paterson, New Jersey U.S.A.), Sigma-Aldrich (St. Louis, Missouri U.S.A.).

[0355] According to another embodiment, the second type of microcapsules is single-shell aminoplast core-shell microcapsules, which can be obtained by a method comprising the following steps:

[0356] 1) Mixing the fragrance oil with at least one polyisocyanate having at least two isocyanate functional groups to form an oil phase;

[0357] 2) Dispersing or dissolving the aminoplast resin and optionally used stabilizer in water to form an aqueous phase;

[0358] 3) Preparing an oil-in-water dispersion by mixing the oil phase and the aqueous phase, wherein the average droplet size is 1 to 100 micrometers;

[0359] 4) Performing a curing step to form the wall of the microcapsules; and

[0360] 5) Optionally, dry the final dispersion to obtain dry core - shell microcapsules.

[0361] According to one embodiment, the second type of microcapsules are formaldehyde - free capsules. A typical method for preparing a formaldehyde - free microcapsule slurry of aminoplasts comprises the following steps:

[0362] 1) Prepare an oligomeric composition that is a reaction product of the following components, or an oligomeric composition obtained by reacting the following components together:

[0363] a. A polyamine component in the form of melamine or a mixture of melamine and at least one C1 - C4 compound containing two NH2 functional groups;

[0364] b. An aldehyde component in the form of a mixture of glyoxal, C 4-6 2,2 - dialkoxyacetaldehyde and optionally an aldehyde salt, with the molar ratio of glyoxal / C 4-6 2,2 - dialkoxyethanol in the mixture being from 1 / 1 to 10 / 1; and

[0365] c. A protonic acid catalyst;

[0366] 2) Prepare an oil - in - water dispersion with droplet sizes from 1 to 600 microns and containing:

[0367] a. Oil;

[0368] b. An aqueous medium

[0369] c. At least one oligomeric composition obtained as in step 1;

[0370] d. At least one cross - linker selected from the following:

[0371] i. C4 - C 12 aromatic or aliphatic di - or tri - isocyanates and their biurets, triureas, trimers, trimethylolpropane adducts and mixtures thereof; and / or

[0372] ii. A di - or tri - ethylene oxide compound of the following formula

[0373] A-(2 - hydroxyethyl) n

[0374] where n represents 2 or 3 and A represents a C2 - C6 group optionally containing 2 to 6 nitrogen and / or oxygen atoms;

[0375] e. Optionally, a C1 - C4 compound containing two NH2 functional groups;

[0376] 3) Heat the dispersion;

[0377] 4) Cool the dispersion.

[0378] In another specific embodiment, the second type of microcapsules comprises:

[0379] - an oil-based core containing a hydrophobic active substance, preferably a fragrance,

[0380] - optionally, an inner shell made of a polymerized polyfunctional monomer;

[0381] - a biopolymer shell containing proteins, wherein at least one protein is crosslinked.

[0382] According to a specific embodiment, the protein is selected from the group consisting of milk proteins, caseinates such as sodium caseinate or calcium caseinate, casein, whey protein, hydrolyzed protein, gelatin, gluten, pea protein, soy protein, silk protein, and mixtures thereof, preferably sodium caseinate, most preferably sodium caseinate.

[0383] According to a specific embodiment, the protein comprises sodium caseinate and a globular protein, preferably selected from the group consisting of whey protein, β-lactoglobulin, ovalbumin, bovine serum albumin, plant proteins, and mixtures thereof.

[0384] The protein is preferably a mixture of sodium caseinate and whey protein.

[0385] According to a specific embodiment, the biopolymer shell comprises a crosslinked protein selected from the group consisting of sodium caseinate and / or whey protein.

[0386] According to a specific embodiment, the second type of microcapsule slurry comprises at least one microcapsule made of the following materials:

[0387] - an oil-based core containing a hydrophobic active substance, preferably a fragrance;

[0388] - an inner shell made of a polymerized polyfunctional monomer; preferably a polyisocyanate having at least two isocyanate functional groups;

[0389] - a biopolymer shell containing proteins, wherein at least one protein is crosslinked; wherein the protein preferably comprises a mixture comprising sodium caseinate and a globular protein, preferably whey protein;

[0390] - optionally, at least one external mineral layer.

[0391] According to one embodiment, sodium caseinate and / or whey protein is a crosslinked protein.

[0392] The weight ratio between sodium caseinate and whey protein is preferably from 0.01 to 100, more preferably from 0.1 to 10, and even more preferably from 0.2 to 5.

[0393] In another specific embodiment, the second type of microcapsule is a polyamide core - shell polyamide microcapsule, which comprises:

[0394] - an oil - based core, which contains a hydrophobic active substance, preferably a fragrance, and

[0395] - a polyamide shell, which contains or is obtainable from:

[0396] · an acyl chloride,

[0397] · a first amino compound, and

[0398] · a second amino compound.

[0399] According to a specific embodiment, the second type of microcapsule comprises:

[0400] - an oil - based core, which contains a hydrophobic active substance, preferably a fragrance, and

[0401] - a polyamide shell, which contains or is obtainable from:

[0402] · an acyl chloride, preferably in a content of 5 to 98% w / w, more preferably 20 to 98% w / w, even more preferably 30 to 85% w / w;

[0403] · a first amino compound, preferably in a content of 1% to 50% w / w, more preferably 7 to 40%

[0404] w / w;

[0405] · a second amino compound, preferably in a content of 1% to 50% w / w, more preferably 2 to 25%

[0406] w / w;

[0407] · a stabilizer, preferably a biopolymer, preferably in a content of 0 to 90% w / w, more preferably 0.1 to 75% w / w, even more preferably 1 to 70% w / w.

[0408] According to a specific embodiment, the second type of microcapsule comprises:

[0409] - an oil - based core, which contains a hydrophobic active substance, preferably a fragrance, and

[0410] - a polyamide shell, which contains or is obtainable from:

[0411] · an acyl chloride,

[0412] · a first amino compound, which is an amino acid, preferably selected from the group consisting of L - lysine, L - arginine, L - histidine, L - tryptophan and / or mixtures thereof,

[0413] · A second amino compound selected from the group consisting of ethylenediamine, diethylenetriamine, cystamine, and / or mixtures thereof, and

[0414] · A biopolymer selected from the group consisting of casein, sodium caseinate, bovine serum albumin, whey protein, and / or mixtures thereof.

[0415] According to another form, the shell of the second type of microcapsule is polyurea-based or polyurethane-based. Examples of methods for preparing polyurea-based and polyurethane-based microcapsule slurries are described, for example, in International Patent Application Publication No. WO2007 / 004166, European Patent Application Publication No. EP 2300146, and European Patent Application Publication No. EP25799. Generally, the method for preparing a polyurea-based or polyurethane-based microcapsule slurry includes the following steps:

[0416] a) Dissolving at least one polyisocyanate having at least two isocyanate groups in an oil to form an oil phase;

[0417] b) Preparing an aqueous solution of an emulsifier or a colloidal stabilizer to form an aqueous phase;

[0418] c) Adding the oil phase to the aqueous phase to form an oil-in-water dispersion, wherein the average droplet size is 1 to 500 μm, preferably 5 to 50 μm; and

[0419] d) Applying conditions sufficient to initiate interfacial polymerization and forming microcapsules in the form of a slurry.

[0420] Fragrance composition and consumer product

[0421] The microcapsules of the present invention can be used in combination with active ingredients. Thus, an object of the present invention is a composition comprising:

[0422] (i) Microcapsules or microcapsule slurries as defined above;

[0423] (ii) Active ingredients, preferably selected from the group consisting of cosmetic ingredients, skin care ingredients, fragrance ingredients, flavoring ingredients, malodor counteracting ingredients, bactericidal ingredients, fungicidal ingredients, pharmaceutical or agrochemical ingredients, disinfecting ingredients, insect repellents or insect attractants, and mixtures thereof.

[0424] The capsules of the present invention exhibit good performance in terms of stability in challenging media.

[0425] Another object of the present invention is a fragrance composition comprising:

[0426] (i) Microcapsules or microcapsule slurries as defined above, wherein the oil contains a fragrance;

[0427] (ii) at least one component selected from the group consisting of a perfume carrier, a perfume co-ingredient, and mixtures thereof;

[0428] (iii) optionally, at least one perfume adjuvant.

[0429] As a liquid perfume carrier, non-limiting examples may include an emulsification system, i.e., a solvent and surfactant system, or solvents commonly used in the perfume industry. A detailed description of the nature and types of solvents commonly used in the perfume industry is not exhaustive. However, non-limiting examples of solvents that may be mentioned are dipropylene glycol, diethyl phthalate, isopropyl myristate, benzyl benzoate, 2-(2-ethoxyethoxy)-1-ethanol, or ethyl citrate, which are the most commonly used. For compositions containing both a perfume carrier and a perfume co-ingredient, other suitable perfume carriers may also be ethanol, a water / ethanol mixture, limonene or other terpenes, isoparaffins, such as those known under the trade mark (source: Exxon Chemical), or glycol ethers and glycol ether esters, such as those known under the trade mark (source: Dow Chemical Company). By "perfume co-ingredient" is meant herein a compound that is used in a perfuming preparation or composition to impart a hedonic effect and is not a microcapsule as defined above. In other words, to be considered a co-ingredient for perfuming, it must be recognized by those skilled in the art as being able to impart or modify the odor of the composition in an active or pleasant manner, and not merely having an odor.

[0430] The nature and type of the perfuming adjunct ingredients present in the perfuming composition are not guaranteed a more detailed description herein, which is in any case impossible to be exhaustive, and the person skilled in the art can select them according to his common general knowledge and according to the intended use or application and the desired sensory effects. Generally speaking, these perfuming adjunct ingredients belong to different chemical classifications, such as alcohols, lactones, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogen- or sulfur-containing heterocyclic compounds and essential oils, and the perfuming adjunct ingredients may be of natural origin or synthetic origin. In any case, many of these adjunct ingredients are listed in reference works such as the book Perfume and Flavor Chemicals by S. Arctander, 1969, Montclair, New Jersey, USA or its updated versions or other works of a similar nature, as well as in the extensive patent literature in the field of perfumery. It is also understood that the adjunct ingredients may also be compounds known to release various types of perfuming compounds in a controlled manner.The auxiliary component can be selected from the group consisting of: 4-(dodecylthio)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-butanone, 4-(dodecylthio)-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butanone, trans-3-(dodecylthio)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-1-butanone, 2-(dodecylthio)octan-4-one, 2-phenylethyl oxo(phenyl)acetate, 3,7-dimethylocta-2,6-dien-1-yl oxo(phenyl)acetate, (Z)-hex-3-en-1-yl oxo(phenyl)acetate, 3,7-dimethylocta-2,6-dien-1-yl hexadecanoate, bis(3,7-dimethylocta-2,6-dien-1-yl) succinate, (2-((2-methylundec-1-en-1-yl)oxy)ethyl)benzene, 1-methoxy-4-(3-methyl-4-phenethoxybut-3-en-1-yl)benzene, (3-methyl-4-phenethoxybut-3-en-1-yl)benzene, 1-(((Z)-hex-3-en-1-yl)oxy)-2-methylundec-1-ene, (2-((2-methylundec-1-en-1-yl)oxy)ethoxy)benzene, 2-methyl-1-(oct-3-yloxy)undec-1-ene, 1-methoxy-4-(1-phenethoxyprop-1-en-2-yl)benzene, 1-methyl-4-(1-phenethoxyprop-1-en-2-yl)benzene, 2-(1-phenethoxyprop-1-en-2-yl)naphthalene, (2-phenethoxyvinyl)benzene, 2-(1-((3,7-dimethylocta-6-en-1-yl)oxy)prop-1-en-2-yl)naphthalene, (2-((2-pentylidenecyclopentyl)methoxy)ethyl)benzene, 4-allyl-2-methoxy-1-((2-methoxy-2-phenylethenyl)oxy)benzene, (2-((2-heptylidenecyclopentyl)methoxy)ethyl)benzene, 1-isopropyl-4-methyl-2-((2-pentylidenecyclopentyl)methoxy)benzene, 2-methoxy-1-((2-pentylidenecyclopentyl)methoxy)-4-propylbenzene, 3-methoxy-4-((2-methoxy-2-phenylethenyl)oxy)benzaldehyde, 4-((2-(hexyloxy)-2-phenylethenyl)oxy)-3-methoxybenzaldehyde or a mixture thereof.

[0431] By "perfume adjuvant" is meant a component capable of conferring additional benefits such as color, specific lightfastness, chemical stability, etc. A detailed description of the nature and type of adjuvants commonly used in perfume bases is not exhaustive, but it must be mentioned that such components are well known to those skilled in the art.

[0432] Preferably, the perfume composition according to the invention comprises 0.01 to 30% by weight of the microcapsules as defined above.

[0433] The microcapsules of the present invention can be advantageously used in many application fields and for consumer goods. The microcapsules can be used in a liquid form suitable for liquid consumer goods or in a powder form suitable for powder consumer goods.

[0434] According to a specific embodiment, the consumer good as defined above is a liquid and comprises:

[0435] a) at least one surfactant in an amount of 2 to 65% by weight relative to the total weight of the consumer good;

[0436] b) water or a water-miscible hydrophilic organic solvent; and

[0437] c) the microcapsule slurry or microcapsules as defined above,

[0438] d) optionally, a non-encapsulated perfume.

[0439] According to a specific embodiment, the consumer good as defined above is in powder form and comprises:

[0440] a) at least one surfactant in an amount of 2 to 65% by weight relative to the total weight of the consumer good;

[0441] b) the microcapsule powder as defined above.

[0442] c) optionally, a perfume powder different from the microcapsules as defined above.

[0443] In the case where the microcapsules contain a perfume oil phase, the products of the present invention can be particularly used in perfumed consumer goods, such as products belonging to fine fragrances or "functional" perfumes. Functional perfumes particularly include personal care products, including hair care, body cleansing, skin care, hygiene care, and home care products, including laundry care, surface care, and air care. Thus, another object of the present invention is a perfumed consumer good comprising, as a perfuming ingredient, the microcapsules as defined above or the perfuming composition as defined above. The perfume ingredient of the consumer good can be a combination of the perfume microcapsules as defined above and free or non-encapsulated perfume, as well as other types of perfume microcapsules other than those disclosed herein.

[0444] In particular, the following liquid consumer good is another object of the present invention, which comprises:

[0445] a) at least one surfactant in an amount of 2 to 65% by weight relative to the total weight of the consumer good;

[0446] b) water or a water-miscible hydrophilic organic solvent; and

[0447] c) the perfuming composition as defined above.

[0448] Similarly, the following powdered consumer products are also part of the present invention and comprise:

[0449] (a) at least one surfactant in an amount of from 2 to 65% by weight relative to the total weight of the consumer product; and

[0450] (b) a fragrance composition as defined above.

[0451] Thus, the microcapsules of the present invention can be added as such or as part of the fragrance composition of the present invention to a perfumed consumer product.

[0452] For the sake of clarity, it must be mentioned that a "perfumed consumer product" is a consumer product which is intended to deliver the fragrance effect among different benefits to the surface (such as skin, hair, fabric, paper or household surface) or air (air freshener, body fragrance (deodorant), etc.) to which it is applied. In other words, a perfumed consumer product according to the present invention is a processed product which comprises a functional formulation (also called "base") and a beneficial agent, which contains an effective amount of the microcapsules according to the present invention.

[0453] The nature and type of the other ingredients of the perfumed consumer product are not guaranteed to be described in more detail here, which are in any case inexhaustible, and the person skilled in the art can select them according to his general knowledge and according to the nature and desired effect of the product. The base formulations of consumer products into which the microcapsules of the present invention can be incorporated can be found in a large number of documents related to such products. These formulations are not guaranteed to be described in detail here, which are in any case inexhaustible. The person skilled in the art of formulating such consumer products is perfectly capable of selecting suitable components according to his general knowledge and the available literature.

[0454] Non-limiting examples of suitable perfumed consumer products can be perfumes such as fine perfumes, colognes, after-shaves, body-splashes; fabric care products such as liquid or solid detergents, tablets and sachets (single-chamber or multi-chamber), fabric softeners, dryer sheets, fabric fresheners, ironing waters, or bleaches; personal care products such as hair care products (e.g. shampoos, hair conditioners, colouring preparations or hair sprays), beauty preparations (e.g. creams, body lotions, or deodorants or antiperspirants), or skin care products (e.g. soaps, bath or shower mousses, body washes, bath oils or shower gels, bath salts, or hygiene products); air care products such as air fresheners or "ready-to-use" powdered air fresheners; or household care products such as general cleaners, liquid or powdered or tablet dishwashing products, toilet cleaners or products for cleaning various surfaces such as sprays and wipes for treating / renovating textiles or hard surfaces (floors, tiles, stone floors etc.); hygiene products such as sanitary towels, nappies, toilet paper.

[0455] Another object of the present invention is a consumer product comprising:

[0456] - a personal care active base, and

[0457] - microcapsules (preferably perfume microcapsules) or microcapsule slurries as defined above or a perfumed composition as defined above,

[0458] wherein the consumer product is in the form of a personal care composition.

[0459] Personal care active bases into which the microcapsules of the present invention can be incorporated can be found in a large body of literature relating to such products. These formulations are not guaranteed to be described in detail here, which in any case would be impossible to be exhaustive. A person skilled in the art of formulating such consumer products is perfectly able to select suitable components based on his general knowledge and the available literature.

[0460] The personal care composition is preferably selected from the group consisting of: hair care products (e.g. shampoos, hair conditioners, colouring preparations or hair sprays), beauty preparations (e.g. creams, body lotions, or deodorants or antiperspirants), or skin care products (e.g. soaps, bath or shower mousses, body washes, bath oils or shower gels, bath salts, or hygiene products).

[0461] Another object of the present invention is a consumer product comprising:

[0462] - a household care or fabric care active base, and

[0463] - Microcapsules (preferably fragrance microcapsules) or microcapsule slurries as defined above or a perfuming composition as defined above,

[0464] wherein the consumer product is in the form of a home care or fabric care composition.

[0465] Home care or fabric care bases into which the microcapsules of the present invention can be incorporated can be found in a large body of literature related to such products. These formulations are not guaranteed to be described in detail here, which in any case would be impossible to be exhaustive. A person skilled in the art of formulating such consumer products is fully capable of selecting suitable components based on his general knowledge and available literature.

[0466] Preferably, the consumer product contains 0.1 to 15% by weight, more preferably 0.2 to 5% by weight of the microcapsules or microcapsule slurries of the present invention, these percentages being defined by weight relative to the total weight of the consumer product. Of course, the above concentrations can be adjusted according to the beneficial effects required for each product.

[0467] For the liquid consumer products mentioned below, the "active base" should be understood to mean that the active base includes active materials (usually including surfactants) and water.

[0468] For the solid consumer products mentioned below, the "active base" should be understood to mean that the active base includes active materials (usually including surfactants) and auxiliaries (such as bleaching agents, buffers; builders; detergents or soil suspension polymers; granular enzyme particles, corrosion inhibitors, defoamers, foam suppressants; dyes, fillers and mixtures thereof).

[0469] Fabric softener

[0470] One object of the present invention is a consumer product in the form of a fabric softener composition, which comprises:

[0471] - A fabric softener active base; preferably comprising at least one active material selected from the group consisting of dialkyl quaternary ammonium salts, dialkyl ester quaternary ammonium salts (esterquats), Hamburg ester quaternary ammonium salts (HEQ), TEAQ (triethanolamine quaternary ammonium salts), silicones and mixtures thereof, and the active base is preferably used in an amount of 85 to 99.95% by weight based on the total weight of the composition,

[0472] - The microcapsule slurry or microcapsules as defined above, preferably in an amount of 0.05 to 15% by weight, more preferably 0.1 to 5% by weight based on the total weight of the composition,

[0473] - Optionally, free perfume oil.

[0474] Liquid detergent

[0475] An object of the present invention is a consumer product in the form of a liquid detergent composition, which comprises:

[0476] - A liquid detergent active base; preferably comprising at least one active material selected from the group consisting of: anionic surfactants such as alkylbenzene sulfonates (ABS), secondary alkyl sulfonates (SAS), primary alcohol sulfates (PAS), lauryl ether sulfates (LES), methyl ester sulfonates (MES), and nonionic surfactants such as alkylamines, alkanolamides, fatty alcohol poly(ethylene glycol) ethers, fatty alcohol ethoxylates (FAE), ethylene oxide (EO) and propylene oxide (PO) copolymers, amine oxides, alkyl polyglucosides, alkyl polyglucamides, and the active base is preferably used in an amount of 85 to 99.95% by weight based on the total weight of the composition,

[0477] - A microcapsule slurry or microcapsules as defined above, preferably in a content of 0.05 to 15% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the composition,

[0478] - Optionally, a free perfume oil.

[0479] Solid detergent

[0480] An object of the present invention is a consumer product in the form of a solid detergent composition, which comprises:

[0481] - A solid detergent active base; preferably comprising at least one active material selected from the group consisting of: anionic surfactants such as alkylbenzene sulfonates (ABS), secondary alkyl sulfonates (SAS), primary alcohol sulfates (PAS), lauryl ether sulfates (LES), methyl ester sulfonates (MES), and nonionic surfactants such as alkylamines, alkanolamides, fatty alcohol poly(ethylene glycol) ethers, fatty alcohol ethoxylates (FAE), ethylene oxide (EO) and propylene oxide (PO) copolymers, amine oxides, alkyl polyglucosides, alkyl polyglucamides, and the active base is preferably used in an amount of 85 to 99.95% by weight based on the total weight of the composition,

[0482] - A microcapsule powder or microcapsule slurry as defined above, preferably in a content of 0.05 to 15% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the composition,

[0483] - Optionally, a free perfume oil.

[0484] Shampoo / bath gel

[0485] An object of the present invention is a consumer product in the form of a shampoo or bath gel composition, which comprises:

[0486] - Shampoo or shower gel active base; preferably comprising at least one active material selected from the group consisting of sodium alkyl ether sulfate, ammonium alkyl ether sulfate, alkyl amphoacetate, cocamidopropyl betaine, cocamide MEA, alkyl glucoside, and amino acid-based surfactants and mixtures thereof, the active base is preferably used in an amount of 85 to 99.95% by weight based on the total weight of the composition,

[0487] - The microcapsule slurry or microcapsules as defined above, preferably in a content of 0.05 to 15% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the composition,

[0488] - Optionally, free perfume oil.

[0489] Rinse-off conditioner

[0490] An object of the present invention is a consumer product in the form of a rinse-off conditioner composition, which comprises:

[0491] - Rinse-off conditioner active base; preferably comprising at least one active material selected from the group consisting of cetyl trimethyl ammonium chloride, stearyl trimethyl ammonium chloride, benzalkonium chloride, behenyl trimethyl ammonium chloride and mixtures thereof, the active base is preferably used in an amount of 85 to 99.95% by weight based on the total weight of the composition,

[0492] - The microcapsule slurry or microcapsules as defined above, preferably in a content of 0.05 to 15% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the composition,

[0493] - Optionally, free perfume oil.

[0494] Solid fragrance enhancer

[0495] An object of the present invention is a consumer product in the form of a solid scent booster, which comprises:

[0496] - Solid carrier, preferably selected from the group consisting of urea, sodium chloride, sodium sulfate, sodium acetate, zeolite, sodium carbonate, sodium bicarbonate, clay, talc, calcium carbonate, magnesium sulfate, gypsum, calcium sulfate, magnesium oxide, zinc oxide, titanium dioxide, calcium chloride, potassium chloride, magnesium chloride, zinc chloride, sugars such as sucrose, monosaccharides, disaccharides and polysaccharides and derivatives such as starch, cellulose, methyl cellulose, ethyl cellulose, propyl cellulose, polyols / sugar alcohols such as sorbitol, maltitol, xylitol, erythritol and isomaltulose, PEG, PVP, citric acid or any water-soluble solid acid, fatty alcohols or fatty acids and mixtures thereof,

[0497] - The microcapsule slurry or microcapsules as defined above, in powder form, preferably in an amount of 0.05 to 15% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the composition.

[0498] - Optionally, free perfume oil.

[0499] Liquid fragrance enhancer

[0500] An object of the present invention is a consumer product in the form of a liquid fragrance enhancer, comprising:

[0501] - An aqueous phase,

[0502] - A surfactant system consisting essentially of one or more nonionic surfactants, wherein the average HLB of the surfactant system is 10 to 14, preferably selected from the group consisting of ethoxylated aliphatic alcohols, POE / PPG (polyoxyethylene and polyoxypropylene) ethers, monoglycerides and polyglycerides, sucrose ester compounds, polyoxyethylene hydroxy esters, alkyl polyglucosides, amine oxides, and combinations thereof;

[0503] - A linking group selected from the group consisting of alcohols, salts and esters of carboxylic acids, salts and esters of hydroxycarboxylic acids, fatty acids, fatty acid salts, glycerol fatty acids, surfactants with an HLB of less than 10, and mixtures thereof, and

[0504] - The microcapsule slurry or microcapsules as defined above, in slurry form, preferably in an amount of 0.05 to 15% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the composition.

[0505] - Optionally, free perfume oil.

[0506] Hair dye

[0507] An object of the present invention is a consumer product in the form of an oxidative hair dyeing composition, comprising:

[0508] - An oxidative phase containing an oxidizing agent and an alkaline phase containing an alkaline reagent, a dye precursor, and a coupling compound; wherein the dye precursor and the coupling compound form an oxidative hair dye in the presence of the oxidizing agent, preferably in an amount of 85 to 99.95% by weight, based on the total weight of the composition,

[0509] - The microcapsule slurry or microcapsules as defined above, preferably in an amount of 0.05 to 15% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the composition,

[0510] - Optionally, free perfume oil.

[0511] Fragranced composition

[0512] According to a specific embodiment, the consumer product is in the form of a perfuming composition which, based on the total weight of the perfuming composition, comprises:

[0513] - from 0.1 to 30% by weight, preferably from 0.1 to 20% by weight of the microcapsules or microcapsule slurry as defined above,

[0514] - from 0 to 40% by weight, preferably from 3 to 40% by weight of a perfume, and

[0515] - from 20 to 90% by weight, preferably from 40 to 90% by weight of ethanol.

[0516] The invention will now be further described by way of examples. It should be understood that the claimed invention is not intended to be limited in any way by these examples.

[0517] Example

[0518] General protocol:

[0519] Preparation of the oil phase:

[0520] The protein is optionally added to an inert solvent (IS) (such as benzyl benzoate (BB) or sunflower oil (SF)) at 60 °C for 30 minutes and then introduced into the perfume (see Table 1). The acyl chloride monomer (such as 1,3,5-benzenetricarbonyl chloride - TMCl) is introduced into the previous mixture before the emulsification process.

[0521] Aqueous phase:

[0522] This phase consists of an anionic polysaccharide (PS) (such as sodium alginate) dissolved (or dispersed) in water (94 g of water).

[0523] The amino compound A (AC A in the table below) is added to the aqueous solution before the emulsification step.

[0524] The amino compound B (AC B in the table below) (such as L-lysine), a base (such as NaOH) or both are added to the aqueous phase before the emulsification process.

[0525] The oil phase and the aqueous phase are mixed and dispersed for 30 seconds at 24,000 rpm using an Ultra Turrax to obtain an emulsion. The reaction mixture is stirred at 60 °C for 4 hours to obtain a white dispersion.

[0526] Component

[0527] - 1,3,5-benzenetricarbonyl chloride (TMCl); source: Aldrich, Switzerland

[0528] -L-arginine, source: Aldrich, Switzerland

[0529] -Sodium caseinate (SC): source: Aldrich, Switzerland

[0530] -Sodium alginate salt from low-viscosity brown algae (sodium alginate - SA): source: Aldrich, Switzerland

[0531] -L-lysine (LL), source: Aldrich, Switzerland

[0532] -Sodium hydroxide: source: Aldrich, Switzerland

[0533] -Potato protein ( 200), source: Avebe, Netherlands

[0534] -Low erucic acid rapeseed protein ( source: DSM)

[0535] -Sodium caseinate (source: Aldrich)

[0536] Fragrance:

[0537] Table 1 - Formulation of spice oil

[0538] Component % in oil Ethyl 2-methylvalerate 3.20％ Eucalyptol 7.80％ 2,4-Dimethyl-3-cyclohexene-1-carbaldehyde 0.75％ <![CDATA[Aldehyde C 10 > 0.75％ Citronitrile 4.30％ Isobornyl acetate 3.00％ 2-tert-Butyl-1-cyclohexyl acetate 9.80％ Citronellyl acetate 1.30％ 2-Methylundecanal 3.00％ Diphenyl ether 0.80％ <![CDATA[Aldehyde C 12 > 1.30％ Dicyclopentadienyl acetate 9.85％ β-Ionone 3.30％ γ-Undecalactone 18.75％ Hexyl salicylate 15.90％ Benzyl salicylate 16.20％

[0539] Example 1

[0540] Preparation of the microcapsules according to the invention

[0541] Microcapsule A: Capsules were prepared using 1,3,5-benzenetricarbonyl chloride (TMCl), triethylenetetramine (TET), potato protein (PP) or low erucic acid rapeseed protein (CP) or sodium caseinate (SC), sodium alginate salt (sodium alginate - SA), L-lysine (LL), NaOH, and spice (see Table 1).

[0542] Table 2: Composition of microcapsule A

[0543]

[0544] Microcapsule B: Capsules were prepared using 1,3,5-benzenetricarbonyl chloride (TMCl), tetraethylenepentamine (TEP), potato protein (PP) or low erucic acid rapeseed protein (CP) or sodium caseinate (SC), sodium alginate salt (sodium alginate - SA), L-lysine (LL), NaOH, and spice (see Table 1).

[0545] Table 3: Composition of microcapsule B

[0546]

[0547] Microcapsule C: Capsules were prepared using 1,3,5-benzenetricarbonyl chloride (TMCl), branched polyethyleneimine (PEB), potato protein (PP) or rapeseed protein (CP) or sodium caseinate (SC), sodium alginate (sodium alginate - SA), L-lysine (LL), NaOH, and a fragrance (see Table 1).

[0548] Table 4: Composition of Microcapsule C

[0549]

[0550] Microcapsule D: Capsules were prepared using 1,3,5-benzenetricarbonyl chloride (TMCl), L-arginine (LA), potato protein (PP) or rapeseed protein (CP) or sodium caseinate (SC), sodium alginate (sodium alginate - SA), L-lysine (LL), NaOH, and a fragrance (see Table 1).

[0551] Table 5: Composition of Microcapsule D

[0552]

[0553] Example 2

[0554] Stability performance of the microcapsules according to the invention

[0555] The microcapsules of the present invention were dispersed in the fabric softener composition described in Table 6 to obtain an encapsulated fragrance oil at a concentration of 0.116%.

[0556] Table 6: Fabric Conditioner Composition

[0557] Product wt% Stepantex VL 90A 8.88 10% calcium chloride solution 0.36 Proxel GXL 0.04 Fragrance 1.00 Water 89.72 Total 100

[0558] Scheme:

[0559] 2 g of the sample (matrix containing capsules) was weighed into a 20 mL sample vial. 10 mL of the extraction solvent isooctane, which contained the internal standard 1,4-dibromobenzene at a precisely known concentration of approximately 90 ng / μL, was added to the vial. It was shaken at 40 RPM for 45 minutes to extract the free fragrance. The solvent phase was removed.

[0560] To measure the leakage in the base material, an Agilent GCFID7890A was used with the injector set at 250 °C, helium as the carrier gas at a flow rate of 1 mL / min, and the column oven temperature programmed to start at 120 °C, hold for 5 minutes, increase to 170 °C at 10 °C / minute, increase to 220 °C at 25 °C / minute, and then increase to 260 °C at 25 °C / minute. The measurement was completed at 260 °C for subsequent runs.

[0561] Prepare calibration solutions of 100, 300, and 600 ng / μL aromatic oil in isooctane. Importantly, the aromatic oil used to prepare the calibration curve is from the same batch used for the production of the microcapsules.

[0562] Table 7: Leakage 3 days / 30 days (37 °C)

[0563] Microcapsules 3 days 30 days A1 18％ 29％ A2 15％ 31％ A3 22％ 35％ A4 17％ 27％ A5 34％ n.m. B1 21％ o.g. C1 22％ 34％ C2 18％ 36％ C3 32％ n.m. D1 33％ n.m.

[0564] n.m.: Not measured

[0565] It can be concluded that the microcapsules of the present invention exhibit good stability in challenging substrates.

[0566] Example 3

[0567] Extraction of the biodegradable shell of the microcapsules according to the invention (Following the method disclosed by Gasparini et al. in Molecules 2020, 25, 718)

[0568] Freeze-dry the microcapsule slurry. Grind the recovered solid for 30 seconds using a crusher IKA tube mill control. Suspend the resulting paste (aromatic oil + polymer shell) in 300 mL of ethyl acetate and stir the mixture at room temperature for 1 hour. Collect the solid by vacuum filtration using a Gooch filter crucible (porosity 4). Repeat this extraction step 5 times to remove the maximum amount of aromatic oil from the shell. Dry the powder under vacuum (10 mBar) at 50 °C until the polymer weight is constant as monitored by gravimetry. Grind the resulting powder for 1 minute 30 seconds using a crusher IKA tube mill control, suspend it in deionized water (0.5% w / w), and stir at 300 RPM at room temperature for 24 hours. Remove the water by vacuum filtration using a Gooch filter crucible (porosity 4), and dry the powder at room temperature for 2.5 days, then dry it overnight under vacuum (10 mBar) at 50 °C. Finally, grind the resulting powder for 1 minute 30 seconds using a crusher IKA tube mill control and extract it five more times with ethyl acetate as described above. The final powder is dried overnight under vacuum (10 mBar) at 50 °C. To ensure complete removal of the fragrance, analyze the sample by GC pyrolysis and perform biodegradation measurements according to the OECD 301F method.

[0569] After 60 days of testing, the biodegradability of the shell of the example sample was greater than 40%.

[0570] Example 4

[0571] Preparation of spray-dried microcapsules

[0572] Prepare emulsions A - E with the following compositions.

[0573] Table 8: Compositions of Emulsions A - E and Granular Powders A - E after Spray Drying

[0574]

[0575] 1) CapsulTM, Ingredion

[0576] 2) Maltodextrin 10DE Source: Roquette

[0577] 3) Maltose, Lehmann & Voss

[0578] 4) Silicon Dioxide, Evonik

[0579] 5) See Table 9

[0580] Table 9: Composition of Flavor B

[0581]

[0582] 1) Firmenich SA, Switzerland

[0583] 2) 3-(4-tert-Butylphenyl)-2-methylpropanal, Givaudan SA, Vernier, Switzerland

[0584] 3) 1-(Octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)-1-ethanone, International Flavors & Fragrances, USA

[0585] 4) Firmenich SA, Switzerland

[0586] 5) Methyl dihydrojasmonate, Firmenich SA, Switzerland

[0587] 6) Firmenich SA, Switzerland

[0588] At 45 - 50 °C, add the components of the polymer matrix (maltodextrin and capsul TM or capsulTM, citric acid and tripotassium citrate) to water until completely dissolved.

[0589] For emulsion D, add free flavor C to the aqueous phase.

[0590] Add the microcapsule slurry to the resulting mixture. Then, gently mix the resulting mixture at 25 °C (room temperature).

[0591] Granular powders A - E were prepared by spray - drying emulsions A - E using a Sodeva spray dryer (source: France), with the inlet temperature set at 215 °C and the throughput set at 500 mL per hour. The outlet temperature was 105 °C. The emulsion before atomization was at ambient temperature.

[0592] Example 5

[0593] Liquid fragrance enhancer composition

[0594] Weigh out a sufficient amount of the example microcapsules and mix them into the liquid fragrance enhancer (Table 22) to add the equivalent of 0.2% of the fragrance.

[0595] Table 10: Liquid fragrance enhancer composition

[0596]

[0597] 1) Deceth - 8; Trademark and source: KLK Oleo

[0598] 2) Laureth - 9; Trademark and source:

[0599] 3) Plantacare 2000UP; Trademark and source: BASF

[0600] Prepare different ringing gel compositions (Compositions 1 - 6) according to the following protocol.

[0601] In the first step, mix the aqueous phase (water), the solvent (propylene glycol) (if present), and the surfactant together at room temperature with a magnetic stirrer at 300 rpm for 5 minutes.

[0602] In the second step, dissolve the linker in the hydrophobic active ingredient (aromatic) with a magnetic stirrer at 300 rpm at room temperature. Mix the resulting mixture for 5 minutes.

[0603] Then, mix the aqueous phase and the oil phase together at room temperature for 5 minutes to form a transparent or milky - white ringing gel.

[0604] Example 6

[0605] Liquid detergent composition

[0606] Weigh out a sufficient amount of the example microcapsules and mix them into the liquid detergent to add the equivalent of 0.2% of the fragrance.

[0607] Table 11: Liquid detergent composition

[0608] Component Concentration [wt%] <![CDATA[C 14-17 Secondary alkyl sulfonate sodium 1 )]]> 7 <![CDATA[C 12-18 and C 18 -unsaturated fatty acids 2 )]]> 7.5 <![CDATA[C with 7 mol of EO 12 / 14 Fatty alcohol polyethylene glycol ether 3 )]]> 17 Triethanolamine 7.5 Propylene glycol 11 Citric acid 6.5 Potassium hydroxide 9.5 <![CDATA[Properase L 4) > 0.2 <![CDATA[Puradax EG L 4 )]]> 0.2 <![CDATA[Purastar ST L 4) > 0.2 <![CDATA[Acrylate / Steareth-20 Methacrylate Structured Crosslinked Polymer 5 )]]> 6 Deionized water 27.4

[0609] 1) Hostapur SAS 60; Source: Clariant

[0610] 2) Edenor K 12-18; Source: Cognis

[0611] 3) Genapol LA 070; Source: Clariant

[0612] 4) Source: Genencor International

[0613] 5) Aculyn 88; Source: Dow Chemical

[0614] Example 7

[0615] Unit dose formulation

[0616] Weigh an adequate amount of the exemplary microcapsules and mix them into the unit dose formulation to add an equivalent of 0.2% fragrance.

[0617] The unit dose can be contained in a PVOH (polyvinyl alcohol) film.

[0618] Table 12: Composition of the unit dose

[0619] Component Concentration [wt%] C12-C14 alkyl polyethoxylate 15 C12-C14 alkyl polyethoxylate sulfate monoethanolamine salt 9.5 Linear alkylbenzene sulfonic acid 17 Citric acid 0.5 C12-C18 fatty acid 17 Enzyme 1.2 Fluorescent brightener 0.3 1,2-Propylene glycol 12 Glycerol 9 Sodium hydroxide 1 Monoethanolamine 6 PDMS 2.5 Potassium sulfite 0.2 Water 8.8 Total 100

[0620] Example 8

[0621] Powder detergent composition

[0622] Weigh an adequate amount of the exemplary microcapsules and mix them into the powdered detergent composition (Table 13) to add an equivalent of 0.2% fragrance.

[0623] Table 13: Powdered detergent composition

[0624] Component Parts Anionic (linear alkylbenzene sulfonate) 20％ Nonionic (alcohol ethoxylate (5-9 ethylene oxides)) 6％ Builder (zeolite, sodium carbonate) 25％ Silicate 6％ Sodium sulfate 35％ Other (enzyme, polymer, bleach) 7.5％ Spray-dried particulate powders A - E 0.5％

[0625] Example 9

[0626] Concentrated all-purpose cleaner composition

[0627] Weigh an adequate amount of the exemplary microcapsules and mix them into the concentrated all-purpose cleaner composition (Table 14) to add an equivalent of 0.2% fragrance.

[0628] Table 14: Concentrated all-purpose cleaner composition

[0629] Component Amount (wt%) Function <![CDATA[Ethoxylated alcohol (C9 - C11, 8EO) (1) > 20 Nonionic surfactant <![CDATA[Sodium dodecylbenzenesulfonate (2) > 16 Anionic surfactant <![CDATA[Sodium cumene sulfonate (3) > 8 Hydrotrope <![CDATA[Methylchloroisothiazolinone Methylisothiazolinone 3.3:1 (4) > 0.8％ Preservative Water 55.9 Solvent

[0630] 1) Neodol Trademark and source: Shell Chemical

[0631] 2) Biosoft Trademark and source: Stepan Company

[0632] 3) Stepanate Trademark and source: Stepan Company

[0633] 4) Kathon Trademark and source: Dow Chemical Company

[0634] Mix all the ingredients together and then dilute the mixture with water to 100%.

[0635] Example 10

[0636] Solid fragrance enhancer composition

[0637] Prepare the following composition.

[0638] Table 15: Basic solid flavor enhancer composition

[0639] Component Parts Sodium chloride 95 Spray-dried particulate powders A - E 5

[0640] Table 16: Urea-based solid flavor enhancer composition

[0641] Component Parts Urea (beads) 94 Spray-dried particulate powders A - E 8 Bentonite 3 Fragrance 3

[0642] Example 11

[0643] Shampoo composition

[0644] Weigh an adequate amount of the exemplary microcapsules and mix them into the shampoo composition to add an equivalent of 0.2% fragrance.

[0645] Table 17: Shampoo composition

[0646]

[0647] 1) Ucare Polymer JR-400, Noveon

[0648] 2) Schweizerhall

[0649] 3) Glydant, Lonza

[0650] 4) Texapon NSOIS, Cognis

[0651] 5) Tego Betain F 50, Evonik

[0652] 6) Amphoteric surfactant GB 2009, Zschimmer & Schwarz

[0653] 7) Monomuls 90L-12, Gruenau

[0654] 8) Sodium benzoate, NIPA

[0655] Disperse polyquaternium-10 in water. Mix the remaining components of Phase A individually by adding them one by one, and mix well after each additive is added. Add the pre-mixture to the polyquaternium-10 dispersion and mix for another 5 minutes. Then, add the pre-mixed Phase B and pre-mixed Phase C (heat Monomuls 90L-12 to melt it in Texapon NSO IS) while stirring. Add Phase D and Phase E while stirring. Adjust the pH value with a citric acid solution until pH: 5.5 - 6.0.

[0656] Example 12

[0657] Shampoo composition

[0658] Weigh a sufficient amount of the exemplary microcapsules and mix them into the shampoo composition to add an equivalent of 0.2% fragrance.

[0659] Table 18: Shampoo Composition

[0660]

[0661] 1) EDETA B powder, BASF

[0662] 2) Jaguar C14 S, Rhodia

[0663] 3) Ucare Polymer JR-400, Noveon

[0664] 4) Sulfetal LA B-E, Zschimmer & Schwarz

[0665] 5) Zetesol LA, Zschimmer & Schwarz

[0666] 6) Tego Betain F 50, Evonik

[0667] 7) Xiameter MEM-1691, Dow Corning

[0668] 8) Lanette 16, BASF

[0669] 9) Comperlan 100, Cognis

[0670] 10) Cutina AGS, Cognis

[0671] 11) Kathon CG, Rohm&Haas

[0672] 12) D-Panthenol, Roche

[0673] Add a premix containing guar hydroxypropyltrimonium chloride and Polyquaternium-10 to water and tetrasodium EDTA while mixing. When the mixture is homogeneous, add NaOH. Then, add the components of Phase C. Heat the mixture to 75 °C. Add the components of Phase D and mix until homogeneous. Stop heating and cool the temperature of the mixture to room temperature. At 45 °C, add the components of Phase E while mixing, adjust the final viscosity with 25% NaCl solution, and adjust the pH to 5.5 - 6 with 10% NaOH solution.

[0674] Example 13

[0675] Rinse-off hair composition

[0676] Weigh an adequate amount of the exemplary microcapsules and mix them into the rinse-off composition (Table 19) to add an amount equivalent to 0.2% fragrance.

[0677] Table 19: Rinse-off composition

[0678]

[0679] 1) Genamin KDMP, Clariant

[0680] 2) Tylose H10 Y G4, Shin Etsu

[0681] 3) Lanette O, BASF

[0682] 4) Arlacel 165, Croda

[0683] 5) Incroquat BehenylTMS-50-PA-(MH), Croda

[0684] 6) Brij S20, Croda

[0685] 7) Xiameter MEM-949, Dow Corning

[0686] 8) Alfa Aesar

[0687] Mix the components of Phase A until a homogeneous mixture is obtained. Let the Tylose dissolve completely. Then heat the mixture to 70 - 75 °C. Combine the components of Phase B and melt them at 70 - 75 °C. Then add the components of Phase B to Phase A with good stirring and continue mixing until the temperature of the mixture is 60 °C. Then, add the components of Phase C while stirring and keep mixing until the mixture cools to 40 °C. Adjust the pH value to 3.5 - 4.0 with a citric acid solution.

[0688] Example 14

[0689] Anhydrous antiperspirant spray composition

[0690] Weigh a sufficient amount of the exemplary microcapsules and mix them into the anhydrous antiperspirant spray composition to add the equivalent of 0.2% fragrance.

[0691] Table 20: Anhydrous antiperspirant spray composition

[0692] Component Amount (wt%) <![CDATA[Cyclic polydimethylsiloxane 1 )]]> 53.51 Isopropyl myristate 9.04 <![CDATA[Silicon dioxide 2 )]]> 1.03 <![CDATA[Quaternary ammonium salt-18 hectorite 3 )]]> 3.36 <![CDATA[Aluminum Chlorohydrate 4 )]]> 33.06

[0693] 1) Dow 345 Fluid; Trademark and source: Dow Corning

[0694] 2) 200; Trademark and source: Evonik

[0695] 3) 38; Trademark and source: Elementis Specialities

[0696] 4) Micro Dry Ultrafine; Source: Reheis

[0697] Using a high - speed stirrer, add silica and quaternium - 18 - hectorite to the mixture of isopropyl myristate and cyclomethicone. Once fully swollen, add aluminum chlorohydrate in batches with stirring until the mixture is homogeneous and there are no lumps. The aerosol can is filled with 25% suspension and 75% propane / butane (2.5 bar).

[0698] Example 15

[0699] Antiperspirant spray emulsion composition

[0700] Weigh a sufficient amount of the exemplary microcapsules and mix them into the antiperspirant spray emulsion composition to add the equivalent of 0.2% fragrance.

[0701] Table 21: Antiperspirant spray emulsion composition

[0702] Component Amount (wt%) <![CDATA[Polysorbate 65 1) (Part A)]]> 0.95 <![CDATA[Diglycerin-2 Dimer Dihydroxystearate 2) (Part A)]]> 1.05 <![CDATA[Cetyl PEG / PPG-10 / 1 Dimethicone 3) (Part A)]]> 2.75 <![CDATA[Cyclic polydimethylsiloxane 4 )(Part A)]]> 16.4 <![CDATA[Isopropyl isostearate 5) (Part A)]]> 4.5 <![CDATA[Phenoxyethanol 6 )(Part A)]]> 0.5 <![CDATA[Ethylhexylglycerin 7) (Part A)]]> 0.2 <![CDATA[C12-15 alkyl benzoate 8 )(Part A)]]> 5.65 <![CDATA[Silanized silica 9) (Part A)]]> 0.1 <![CDATA[Sodium methylparaben 10) (Part B)]]> 0.1 <![CDATA[Aluminum Chlorohydrate 11) (Part B)]]> 20 Water (Part B) 44.47 Fragrance (Part C) 3.33

[0703] 1) Tween 65; Trademark and source: CRODA

[0704] 2) Dehymuls PGPH; Trademark and source: BASF

[0705] 3) Abil EM-90; Trademark and source: BASF

[0706] 4) Dow Corning 345 fluid; Trademark and source: Dow Corning

[0707] 5) Crodamol ipis; Trademark and source: CRODA

[0708] 6) Phenoxyethanol; Trademark and source: LANXESS

[0709] 7) Sensiva sc 50; Trademark and source: KRAFT

[0710] 8) Tegosoft TN; Trademark and source: Evonik

[0711] 9) Aerosil R 812; Trademark and source: Evonik

[0712] 10) Nipagin mna; Trademark and source: CLARIANT

[0713] 11) Locron L; Trademark and source: CLARIANT

[0714] Weigh the ingredients of Part A and Part B separately. Heat the ingredients of Part A to 60 °C and the ingredients of Part B to 55 °C. Pour a small portion of the ingredients of Part B into Part A while stirring continuously. Stir the mixture well until it reaches room temperature. Then, add the ingredients of Part C. Mix the emulsion and introduce it into an aerosol can. Press in and add the propellant. Aerosol filling: 30% emulsion: 70% propane / butane 2.5 bar.

[0715] Example 16

[0716] Body spray composition

[0717] Weigh an adequate amount of the exemplary microcapsules and mix them into the antiperspirant deodorant spray composition to add an equivalent of 0.2% fragrance.

[0718] Table 22: Deodorant Spray Composition

[0719] Component Amount (wt%) 95% Ethanol 90.65 <![CDATA[Triclosan 1 )]]> 0.26 Isopropyl myristate 9.09

[0720] 1) DP 300; Trademark and source: BASF

[0721] Mix and dissolve all ingredients in the order according to Table 24. Then fill, compress the aerosol can, and add the propellant (aerosol filling: 40% active solution, 60% propane / butane 2.5 bar).

[0722] Example 17

[0723] Antiperspirant roll-on emulsion composition

[0724] Weigh a sufficient amount of the exemplary microcapsules and mix them into the roll-on antiperspirant emulsion composition to add an equivalent of 0.2% fragrance.

[0725] Table 23: Roll-on Antiperspirant Emulsion Composition

[0726] Component Amount (wt%) <![CDATA[Stearyl alcohol polyether-2 1) (Part A)]]> 3.25 <![CDATA[Polyoxyl 21 Stearyl Ether 2) (Part A)]]> 0.75 <![CDATA[PPG-15 Stearyl Ether 3) (Part A)]]> 4 Deionized water (Part B) 51 <![CDATA[50% aqueous solution of aluminum chlorohydrate 4) (Part C)]]> 40 Fragrance (Part D) 1

[0727] 1) BRIJ 72; Source: ICI

[0728] 2) BRIJ 721; Source: ICI

[0729] 3) ARLAMOL E; Source: UNIQEMA-CRODA

[0730] 4) LOCRON L; Source: CLARIAN

[0731] Heat Part A and Part B to 75 °C separately; add Part A to Part B under stirring and homogenize the mixture for 10 minutes. Then, cool the mixture under stirring. When the mixture reaches 45 °C, slowly add Part C, and when the mixture reaches 35 °C, slowly add Part D while stirring. Then cool the mixture to room temperature.

[0732] Example 18

[0733] Antiperspirant roll-on composition

[0734] Weigh a sufficient amount of the exemplary microcapsules and mix them into the roll-on antiperspirant composition to add an equivalent of 0.2% fragrance.

[0735] Table 24: Roll-on Antiperspirant Composition

[0736] Component Amount Water (Part A) 45 <![CDATA[50% aqueous solution of aluminum chlorohydrate 1) (Part B)]]> 20 Denatured alcohol (96% ethanol) (Part B) 30 <![CDATA[Ceteth-12 2) (Part C)]]> 2 <![CDATA[Ceteareth-30 3) (Part C)]]> 2 Fragrance (Part D) 1

[0737] 1) LOCRON L; Source: CLARIANT

[0738] 2) EUMULGIN B-1; Source: BASF

[0739] 3) EUMULGIN B-3; Source: BASF

[0740] Mix the ingredients in Part B in a container, then add the ingredients in Part A. Then dissolve Part C into Parts A and B. For the fragrance, add 1 part of Cremophor RH40 to 1 part of the fragrance and mix well.

[0741] Example 19

[0742] Antiperspirant roll-on composition

[0743] Weigh a sufficient amount of the exemplary microcapsules and mix them into the roll-on antiperspirant emulsion composition to add an equivalent of 0.2% fragrance.

[0744] Table 25: Roll-on Antiperspirant Emulsion Composition

[0745] Component Amount (wt%) Water (Part A) 50.51 <![CDATA[Hydroxyethyl cellulose 1) (Part A)]]> 0.71 95% Ethanol (Part B) 40.40 1,2-Propylene glycol (Part B) 5.05 <![CDATA[Triclosan 2) (Part B)]]> 0.30 <![CDATA[PEG-40 Hydrogenated Castor Oil 3) (Part C)]]> 3.03

[0746] 1) 250H; Trademark and source: Ashland

[0747] 2) DP 300; Trademark and source: BASF

[0748] 3) RH 40; Trademark and source: BASF

[0749] Part A is prepared by sprinkling hydroxyethyl cellulose little by little into water while stirring rapidly with a turbine. Continue stirring until the hydroxyethyl cellulose is completely swollen and gives a transparent gel. Then, pour Part B little by little into Part A while continuing to stir until the whole is homogeneous. Add Part C.

[0750] Example 20

[0751] Alcohol-free body spray pump

[0752] Weigh a sufficient amount of the exemplary microcapsules and mix them into the following composition to add an equivalent of 0.2% fragrance.

[0753] Table 26: Deodorant Composition

[0754] Component Amount (wt%) <![CDATA[C12-15 alkyl lactate 1 )]]> 5 <![CDATA[Polydimethylsiloxane 2 )]]> 91.6 <![CDATA[Cetyl lactate 3 )]]> 1 <![CDATA[Octyldodecanol 4 )]]> 0.8 <![CDATA[Triclosan 5 )]]> 0.1 Fragrance 1.5

[0755] 1) Ceraphyl 41; Trademark and source: ASHLAND

[0756] 2) DOW CORNING 200FLUID 0.65cs; Trademark and source: DOW CORNING CORPORATION

[0757] 3) Ceraphyl 28; Trademark and source: ASHLAND

[0758] 4) Eutanol G; Trademark and source: BASF

[0759] 5) DP 300; Trademark and source: BASF

[0760] Mix all the ingredients in the order shown in the table and heat the mixture slightly to dissolve the cetyl lactate.

[0761] Example 21

[0762] Alcohol-containing body spray pump

[0763] Weigh out a sufficient amount of the exemplary microcapsules and mix them into the following composition to add the equivalent of 0.2% fragrance.

[0764] Table 27: Deodorant composition

[0765] Component Amount (wt%) Ethanol (Part A) 60 <![CDATA[PEG-6 Caprylic / Capric Glycerides 1 )(Part A)]]> 2 Water (Part A) 35.6 <![CDATA[PEG-40 Hydrogenated Castor Oil 2) (Part B)]]> 0.4 Fragrance (Part B) 2

[0766] 1) Softigen 767; Trademark and source: CRODA

[0767] 2) RH 40; Trademark and source: BASF

[0768] Mix the ingredients in Part B together. Dissolve the ingredients in Part A in the order shown in the table and then pour into Part B.

[0769] Example 22

[0770] Talc formulation

[0771] Weigh out a sufficient amount of the fine particles A - E and mix them into a standard talc matrix: 100% talc, very slight characteristic odor, white powder, source: LUZENAC, to add the equivalent of 0.2% fragrance.

[0772] Example 23

[0773] Bath gel reference

[0774] Weigh out a sufficient amount of the exemplary microcapsules and mix them into the following composition to add the equivalent of 0.2% fragrance.

[0775] Table 28: Shower gel composition

[0776] Component Amount (wt%) Function Deionized water 49.350 Solvent <![CDATA[Sodium EDTA 1 )]]> 0.050 Chelating agent <![CDATA[Acrylate copolymer 2 )]]> 6.000 Thickener <![CDATA[Sodium C12 - C15 alcohol polyether sulfate 3 )]]> 35.000 Surfactant 20% aqueous sodium hydroxide solution 1.000 pH regulator <![CDATA[Cocamidopropyl betaine 4 )]]> 8.000 Surfactant <![CDATA[Methylchloroisothiazolinone and Methylisothiazolinone 5 )]]> 0.100 Preservative Citric acid (40%) 0.500 pH regulator

[0777] 1) EDETA B powder; Trademark and source: BASF

[0778] 2) CARBOPOL AQUA SF-1 polymer; Trademark and source: NOVEON

[0779] 3) ZETESOL AO 328U; Trademark and source: ZSCHIMMER & SCHWARZ

[0780] 4) TEGO-BETAIN F 50; Trademark and source: GOLDSCHMIDT

[0781] 5) KATHON CG; Trademark and source: ROHM & HASS

[0782] Mix each component and adjust the pH to 6 - 6.3 (Viscosity: 4500 cPo + / - 1500 cPo (Brookfield RV / Spindle #4 / 20 RPM)).

[0783] Example 24

[0784] Bath gel composition

[0785] Weigh sufficient exemplary microcapsules and mix them into the following composition to add an equivalent of 0.2% fragrance.

[0786] Table 29: Body wash composition

[0787] Component Amount (wt%) Function Deionized water 52.40 Solvent <![CDATA[Sodium EDTA 1 )]]> 0.10 Chelating agent Sodium benzoate 0.50 Preservative Propylene glycol 2.00 Solvent <![CDATA[Sodium C12 - C15 alcohol polyether sulfate 2 )]]> 35.00 Surfactant <![CDATA[Cocamidopropyl betaine 3 )]]> 8.00 Surfactant <![CDATA[Polyquaternium-7 4) > 0.20 Conditioner Citric acid (40%) 1.00 pH regulator Sodium chloride 0.80 Viscosity regulator

[0788] 1) EDETA B powder; Trademark and source: BASF

[0789] 2) ZETESOL AO 328U; Trademark and source: ZSCHIMMER & SCHWARZ

[0790] 3) TEGO-BETAIN F 50; Trademark and source: GOLDSCHMIDT

[0791] 4) MERQUAT 550; Trademark and source: LUBRIZOL

[0792] Mix each component and adjust the pH to 4.5 (Viscosity: 3000 cPo + / - 1500 cPo (Brookfield RV / Spindle #4 / 20 RPM)).

[0793] Example 25

[0794] Body wash composition

[0795] Weigh sufficient exemplary microcapsules and mix them into the following composition to add an equivalent of 0.2% fragrance.

[0796] Table 30: Body Wash Composition

[0797]

[0798]

[0799] 1) EDETA B powder; Trademark and source: BASF

[0800] 2) Texapon NSO IS; Trademark and source: COGNIS

[0801] 3) MERQUAT 550; Trademark and source: LUBRIZOL

[0802] 4) DEHYTON AB-30; Trademark and source: COGNIS

[0803] 5) GLUCAMATE LT; Trademark and source: LUBRIZOL

[0804] 6) EUPERLAN PK 3000AM; Trademark and source: COGNIS

[0805] 7) CREMOPHOR RH 40; Trademark and source: BASF

[0806] Mix the components and adjust the pH to 4.5 (Viscosity: 4000 cPo + / - 1500 cPo (Brookfield RV / Spindle #4 / 20 RPM)).

[0807] Example 26

[0808] Dishwashing liquid for hand washing

[0809] Weigh sufficient exemplary microcapsules and mix them into the following composition to add an equivalent of 0.2% fragrance.

[0810] Table 31: Dishwashing Liquid Composition

[0811] Ingredient Amount (wt%) Function <![CDATA[Linear alkylbenzene sulfonic acid (1) > 20 Anionic surfactant <![CDATA[Diethanolamide (2) > 3.5 Foam enhancer <![CDATA[Sodium hydroxide (50%) (3) > 3.4 pH regulator / Neutralizer <![CDATA[Secondary alcohol ethoxolate (4) > 2.5 Nonionic surfactant Sodium xylene sulfonate 6.3 Water-soluble auxiliary Water 64.3 Solvent

[0812] 1) Biosoft Trademark and source: Stepan Company

[0813] 2) Ninol Trademark and source: Stepan Company

[0814] 3) Stepanate Trademark and source: Stepan Company

[0815] 4) Tergitol Trademark and source: Dow Chemical Company

[0816] Mix water with sodium hydroxide and diethanolamide. Add LAS. After neutralizing LAS, add the remaining ingredients. Check the pH (= 7 - 8) and adjust if necessary.

[0817] Example 27

[0818] Soap bar formulation

[0819] Prepare a bar soap composition comprising exemplary microcapsules at a concentration of 7.5% w / w.

[0820] Table 32: Composition of bar soap formulation

[0821]

[0822]

[0823] Example 28

[0824] Toothpaste formulation

[0825] Weigh an adequate amount of microcapsule slurry M (prepared according to the protocol disclosed in Example 1, except that menthol flavorant is encapsulated) and mix it into the following composition to add flavorant equivalent to 0.2%.

[0826] Table 33: Toothpaste formulation

[0827] Ingredient Amount (wt%) Polyethylene glycol 400 2.0％ Xanthan gum 0.6％ Sorbitol 70% solution 50％ Sodium fluoride 0.220％ Sodium benzoate 0.2％ Water 15.230％ <![CDATA[Hydrated silica 1 )]]> 22.0％ <![CDATA[Hydrated silica 2 )]]> 7.0％ Titanium dioxide CI77891 0.5％ Sodium lauryl sulfate 1.250％ Flavoring agent 1.2％ Total 100％

[0828] 1) Tixosil 73

[0829] 2) Tixosil 43

[0830] Example 29

[0831] Calcium hydrogen phosphate-based toothpaste formulation

[0832] Weigh an adequate amount of microcapsule slurry M (prepared according to the protocol disclosed in Example 1, except that menthol flavorant is encapsulated) and mix it into the following composition to add flavorant equivalent to 0.2%.

[0833] Table 34: Toothpaste formulation

[0834] Ingredient Amount (wt%) Sodium carboxymethyl cellulose 1.2％ Flavoring agent 1.2％ Deionized water / Pure water Balance to final weight Sodium lauryl sulfate 1.3％ Glycerol 20.0％ Sodium saccharin 0.2％ Calcium hydrogen phosphate dihydrate 36.0％ Methyl paraben 0.2％ <![CDATA[Silicon dioxide 1 )]]> 3.0％ Total 100％

[0835] 1) 200

[0836] Example 30

[0837] Alcohol-free mouthwash formulation

[0838] Weigh a sufficient amount of microcapsule slurry M (prepared according to the scheme disclosed in Example 1, with the difference that it encapsulates menthol flavoring agent) and mix it into the following composition to add a flavoring agent equivalent to 0.2%.

[0839] Table 35: Mouthwash formulation

[0840]

[0841]

[0842] Example 31

[0843] Mouthwash formulation

[0844] Weigh a sufficient amount of microcapsule slurry M (prepared according to the scheme disclosed in Example 1, with the difference that it encapsulates menthol flavoring agent) and mix it into the following composition to add a flavoring agent equivalent to 0.2%.

[0845] Table 36: Mouthwash formulation

[0846] Ingredient Amount (wt%) Ethanol 190 Proof 15.0％ Flavoring agent 0.240％ Deionized water / Pure water Balance to final weight Poloxamer 407NF 0.240％ Sodium lauryl sulfate 0.040％ Sorbitol 70% solution 10.0％ Sodium saccharin 0.030％ Glycerol 3.0％ Sodium benzoate 0.100％ Sucralose 0.020％ Benzoic acid 0.050％ Total 100％ 。

Claims

1. A method for preparing a polyamide-based core-shell microcapsule sizing agent, comprising the following steps: a) Dissolving at least one acyl chloride in a hydrophobic material, preferably a fragrance, to form an oil phase; b) Dispersing the oil phase obtained in step a) into a dispersion phase to form a two-phase dispersion; c) Performing a curing step to form polyamide-based microcapsules in the form of a sizing agent; wherein at least one amino compound A is added to the dispersion phase before forming the two-phase dispersion and / or added to the two-phase dispersion obtained after step b), and the amino compound A is selected from the group consisting of ethylenediamines with functionality greater than 3, aminosilanes, polyethyleneimines, amino acids, and mixtures thereof.

2. The method according to claim 1, wherein the amino compound A is selected from the group consisting of triethylenetetramine, tetraethylenepentamine, and mixtures thereof.

3. The method according to claim 1 or 2, wherein a carbohydrate is added to the oil phase and / or the dispersion phase, preferably to the dispersion phase.

4. The method according to claim 3, wherein the carbohydrate is a polysaccharide selected from the group consisting of alginate anionic salts, pectin, lignin, anion-modified starch, carboxymethyl cellulose, carrageenan, and mixtures thereof.

5. The method according to any one of the preceding claims, wherein a polymer is added to the oil phase.

6. The method according to claim 5, wherein the polymer is a protein, preferably selected from the group consisting of canola protein, sunflower seed protein, potato protein, chickpea protein, pea protein, algal protein, fava bean protein, barley protein, oat protein, wheat gluten protein, lupin protein, soybean protein, rice protein, whey protein, ovalbumin, casein, sodium caseinate, gelatin, bovine serum albumin, hydrolyzed soybean protein, hydrolyzed sericin, pseudocollagen, silk protein, sericin protein powder, and mixtures thereof.

7. The method according to any one of the preceding claims, wherein at least one amino compound B is added to the dispersion phase before forming the two-phase dispersion and / or added to the two-phase dispersion obtained after step b).

8. The method according to claim 7, wherein the amino compound B is an amino acid, preferably selected from the group consisting of lysine, arginine, leucine, histidine, tryptophan, serine, glutamine, threonine, alanine, asparagine, aspartic acid, cysteine, glutamic acid, glycine, isoleucine, methionine, phenylalanine, proline, tyrosine, valine.

9. The method according to any one of the preceding claims, wherein the dispersion phase contains a base, preferably selected from the group consisting of sodium carbonate, sodium bicarbonate, sodium hydroxide, guanidine carbonate, triethanolamine, and mixtures thereof.

10. The method according to any one of the preceding claims, wherein the acyl chloride is a compound of formula (I), where n is an integer from 1 to 8, preferably from 1 to 6, more preferably from 1 to 4, and wherein X is a (n + 1)-valent C2 to C 45 hydrocarbyl group which optionally contains at least one group selected from (i) to (xi), where R is a hydrogen atom or an alkyl group, such as a methyl or ethyl group, preferably a hydrogen atom.

11. A polyamide-based core-shell microcapsule, comprising: - A core, preferably an oil-based core, which contains a hydrophobic material, preferably a fragrance, and - A polyamide-based shell, which contains the reaction product of: · An acyl chloride, · An amino compound A selected from the group consisting of ethylenediamines with functionality greater than 3, aminosilanes, polyethyleneimines, amino acids, and mixtures thereof, · Optionally, a carbohydrate, · Optionally, an amino compound B, and · Optionally, a polymer, preferably a protein.

12. The polyamide-based core-shell microcapsule according to claim 11, wherein based on the total weight of the shell, the shell contains: - 5% to 40% by weight, preferably 5% to 35% by weight, of an acyl chloride moiety, preferably the reacted acyl chloride moiety, - Optionally, 5% to 60% by weight, preferably 10% to 50% by weight, of a carbohydrate, Preferably the reacted carbohydrate, - Optionally, 30% to 80% by weight, preferably 40% to 65% by weight, more preferably 40% to 60% by weight, of a polymer, preferably the reacted polymer, - 1% to 40% by weight, preferably 3% to 30% by weight, more preferably 6% to 30% by weight, of an amino compound.

13. A perfuming composition, comprising: (i) The microcapsule as defined in claim 11 or 12, wherein the hydrophobic active ingredient contains a fragrance, (ii) At least one ingredient selected from the group consisting of a fragrance carrier and a fragrance base, (iii) Optionally, at least one fragrance adjuvant.

14. A consumer product, comprising: - A personal care active base, and - The microcapsule as defined in claim 11 or 12 or the perfuming composition as defined in claim 13, wherein the consumer product is in the form of a personal care composition.

15. A consumer product, comprising: - A household care or fabric care active base, and - The microcapsule as defined in claim 11 or 12 or the perfuming composition as defined in claim 13, wherein the consumer product is in the form of a household care or fabric care composition.

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