Coacervate core-shell microcapsules

Abstract

The present invention relates to plant-derived coacervate core-shell microcapsules, the shell of which comprises Moringa oleifera extract, and methods and uses thereof.

Description

[Technical Field]

[0001] The present invention relates to plant-derived coacervate core-shell microcapsules, the shell of which comprises Moringa oleifera extract, and methods and uses thereof.

[0002] Background of the Invention Typical steps in a coacervation process generally include: (a) emulsification of a generally hydrophobic material in a solution containing a hydrocolloid; (b) coacervation (phase separation), which refers to the formation of a coacervate phase; (c) wall formation by aggregation of hydrocolloids around droplets of the emulsified hydrophobic material; and (d) wall hardening, generally achieved by cross-linking of the hydrocolloids to form the wall, making the process irreversible and the resulting microcapsules insoluble in water and resistant to mechanical stress, thermal exposure, and surfactant-based media.

[0003] The wall formation process is generally driven by the surface tension difference between the coacervate phase, water, and the hydrophobic material. In most coacervation processes, one of the hydrocolloids used in the coacervation process is gelatin, as it offers several advantages.

[0004] However, the use of capsules containing gelatin is not possible in edible consumer products and foods where animal ingredients are not acceptable due to regulations, potential health hazards (mad cow disease or bovine spongiform encephalopathy), cultural or religious restrictions. Furthermore, for a better sustainability profile of the final consumer product, it is often preferable to use plant-based ingredients compared to animal-based ingredients, mainly due to the much more limited water requirements for producing comparable amounts of proteins obtained directly from plants compared to proteins obtained by farming animals.

[0005] Additionally, consumer demand for environmentally friendly delivery systems is becoming increasingly important and is driving the development of new delivery systems.

[0006] Last but not least, there is growing consumer demand for products containing natural extracts that provide antimicrobial benefits. Such natural products not only improve the quality of the products in which they are incorporated, but also instill consumer confidence as they are known in nature and are not considered artificial additives.

[0007] Therefore, it is desirable to provide new plant-derived coacervate microcapsules. [Brief explanation of the drawings]

[0008] [Figure 1] 1 is an optical microscope image of microcapsule A according to the present invention. [Figure 2] 1 is an optical microscope image of microcapsule B according to the present invention. [Figure 3a] 1 is an optical microscope image of microcapsule C according to the present invention. [Figure 3b] 1 is an optical microscope image of microcapsule C according to the present invention. [Figure 4] 1 is a microscope image of microcapsules according to the present invention. [Figure 5] 1 is a microscope image of microcapsules according to the present invention. [Figure 6] 1 is a scanning electron microscope photograph of microcapsule D according to the present invention. [Figure 7] 1 is a microscope image of microcapsules according to the present invention. [Figure 8] 1 is a microscope image of microcapsules according to the present invention. [Figure 9] 1 is a microscope image of microcapsules according to the present invention. [Figure 10] 1 is a microscope image of microcapsules according to the present invention.

[0009] Detailed Description Unless otherwise specified, percentages (%) are intended to refer to percentages by weight of the composition.

[0010] A first subject of the present invention is a coacervate core-shell microcapsule comprising a hydrophobic material, preferably a flavor or fragrance, a) a hydrophobic material is encapsulated in the core of a coacervate core-shell microcapsule; b) the shell of the coacervate core-shell microcapsules comprises at least one Moringa oleifera extract; The shell is crosslinked, Coacervate core-shell microcapsules.

[0011] Another object of the present invention is a coacervate core-shell microcapsule slurry, comprising at least one coacervate core-shell microcapsule containing a hydrophobic material, preferably a flavor or fragrance, a) a hydrophobic material is encapsulated in the core of a coacervate core-shell microcapsule; b) the shell of the coacervate core-shell microcapsules comprises at least one Moringa oleifera extract; The shell is crosslinked, Coacervate core-shell microcapsule slurry.

[0012] By "coacervate core-shell microcapsules" is meant to be understood microcapsules that comprise an oily or solid core material ("hydrophobic material") surrounded by a coacervate material (also called a "membrane" or "layer"). The core material may be partially or completely surrounded by a hydrogel shell.

[0013] Preferably, the coacervate core-shell microcapsules of the present invention comprise a core completely surrounded by a coacervate shell, and according to this embodiment, it is understood that the core is completely encapsulated by the coacervate shell.

[0014] According to one embodiment, the coacervate core-shell microcapsules have a degree of cross-linking of 10-70% according to the method described in Soft Matter, 2011,7, 3315-3322 (Determination of covalent cross-linker efficacy of gelatin strands using calorimetric analyses of the gel state).

[0015] According to certain embodiments, the coacervate core-shell microcapsules have a breaking force of 0.01 to 10 N, preferably 0.1 to 2 N. The breaking force can be measured by compressing the capsules between parallel plates in a mechanical testing device such as a Texture Analyzer (Food Technology Corporation, USA), an Instron Mechanical Testing machine (Instron, USA), or using a rheometer device equipped with a normal force transducer (e.g., a DHR-2 Rheometer from TA Instruments, USA, or an MCR Rheometer from Anton Paar GmbH, Germany).

[0016] The coacervate core-shell microcapsules may have a median capsule size of 5 to 1000 μm, preferably 5 to 500 μm, more preferably 5 to 400 μm, and even more preferably 5 to 300 μm. The median microcapsule size of the coacervate core-shell microcapsules can be determined by standard laser diffraction particle size analysis or optical microscopy combined with image analysis. For the purposes of the present invention, microcapsule size refers to a number-based size distribution measured by optical microscopy (e.g., with a Nikon TE2000 microscope) and image analysis (performed using Nikon NIS Elements software). Methods for obtaining the median and mean size distribution are described in the scientific literature, for example, by R.J. Hunter, "Introduction to Modern Colloid Science," Oxford University Press, 1994.

[0017] Coacervate core-shell microcapsules can be made by "simple" and "complex" coacervation. Simple coacervation is understood to mean that Moringa oleifera extract alone is phase separated and then used to form the capsule wall. Complex coacervation is understood to mean that a non-protein polymer and Moringa oleifera extract together form the microcapsule shell.

[0018] According to the present invention, the shell of the core-shell microcapsules comprises a Moringa oleifera extract. The shell may comprise a mixture of vegetable protein extracts.

[0019] Moringa oleifera (Moringa oleifera) is a tree in the Moringa family, native to the Indian subcontinent. This tree has been cultivated since ancient times for its beneficial food and health properties. In particular, the Moringa tree offers multifunctional benefits, with highly nutritious leaves (iron, calcium, vitamin C, and other micronutrients), seeds that can be pressed to obtain cosmetic oil or biofuel, and a water-soluble cationic protein that has been used for centuries as an antibacterial flocculant for water purification. Moringa trees are nutritious trees that provide shade and are essential for communities in need of increased access to clean water and nutrients.

[0020] The Moringa oleifera plant contains various clotting peptides (Moringa oleifera clotting proteins (MOCPs)) that bind to anionic surfaces and render certain bacteria and microorganisms inviable. Clotting proteins can be cationic, and such proteins may be antimicrobial due to their electrostatic interactions with anionic biological surfaces, membranes, and microorganisms. Cationic materials are also likely to facilitate deposition and interaction with biological surfaces and fibers, such as skin, hair, and natural materials, which are generally recognized as negatively charged, and may be used to enhance the deposition, persistence, and robustness of various active agents.

[0021] The Moringa oleifera extract may be a Moringa oleifera seed extract or a Moringa oleifera leaf extract, and preferably is a Moringa oleifera seed extract.

[0022] According to one embodiment, the Moringa oleifera seed extract is an extract from Moringa oleifera seed powder, preferably de-oiled Moringa oleifera seed powder.

[0023] According to one embodiment, the Moringa oleifera seed extract comprises a Moringa oleifera protein extract.

[0024] According to the present invention, the terms "plant protein extract" and "plant protein concentrate" are used interchangeably. Typically, the protein content of a Moringa oleifera extract, preferably a Moringa oleifera seed extract (or concentrate), is 30-90%, preferably 40-80%.

[0025] According to one embodiment, the Moringa oleifera extract is present in an amount comprised between 0.1% and 30%, preferably between 1% and 15%, based on the total weight of the microcapsules.

[0026] According to one embodiment, the shell of the core-shell microcapsules comprises, in addition to the Moringa oleifera extract, also a non-protein polymer or polyelectrolyte.

[0027] According to one embodiment, the shell of the core-shell microcapsules also comprises a protein polymer such as soy protein, pea protein, wheat protein, rice protein, potato protein, quinoa protein, amaranth protein, lentil protein, oat protein, buckwheat protein, chickpea protein, canola protein, lupin seed protein and mixtures thereof, preferably the protein polymer is canola protein.

[0028] The non-protein polymer may be selected from the group consisting of gum arabic, carboxymethylcellulose, chitosan, xanthan, agar, alginate, pectin, pectinate or carrageenan, polyallylamine hydrochloride, polystyrene sulfonate, polyethyleneimine, polylysine, polyvinylpyrrolidone, polyvinyl alcohol, preferably the non-protein polymer is gum arabic or pectin, more preferably the non-protein polymer is gum arabic.

[0029] According to one embodiment, when a non-proteinaceous polymer is used, the weight ratio of Moringa oleifera extract to non-proteinaceous polymer is comprised between 0.1 and 10, in particular between 0.1 and 5, more particularly between 0.5 and 5, more particularly between 0.5 and 2, and even more particularly between 0.5 and 1.5.

[0030] According to one embodiment, when a protein polymer is used, the weight ratio of Moringa oleifera extract to protein polymer is comprised between 0.1 and 10, in particular between 0.1 and 5, more particularly between 0.25 and 5, more particularly between 0.5 and 5, more particularly between 0.5 and 2, and more particularly between 0.5 and 1.5.

[0031] According to one embodiment, the coacervate shell is free of animal protein.

[0032] According to one embodiment, the coacervate shell is gelatin-free.

[0033] According to the present invention, the coacervate core-shell microcapsules comprise a hydrophobic material.

[0034] According to one embodiment, the hydrophobic material is a hydrophobic active ingredient.

[0035] "Hydrophobic active ingredient" means a hydrophobic active ingredient that is a single component or a mixture of components that forms a two-phase dispersion when mixed with water. The hydrophobic active ingredient is preferably a liquid at about 20°C.

[0036] "Active ingredient" means a single compound or a combination of ingredients.

[0037] By "fragrance or flavor oil" is meant a single fragrance or flavoring compound or a mixture of several fragrance or flavoring compounds.

[0038] A hydrophobic material according to the present invention may be an "inert" material such as a solvent or an active ingredient.

[0039] When the hydrophobic material is an active ingredient, the active ingredient is preferably selected from the group consisting of flavors, flavor ingredients, fragrances, fragrance ingredients, dietary supplements, cosmetics, pesticides, biocide actives, and mixtures thereof.

[0040] According to certain embodiments, the hydrophobic material comprises a mixture of a fragrance and another ingredient selected from the group consisting of a nutraceutical, a cosmetic, a pesticide, and a biocide active agent.

[0041] According to one embodiment, the hydrophobic material comprises a phase change material (PCM).

[0042] According to certain embodiments, the hydrophobic material comprises a mixture of a biocidal active and another ingredient selected from the group consisting of fragrances, nutraceuticals, cosmetics, and pesticides.

[0043] According to certain embodiments, the hydrophobic material comprises a mixture of a pesticide and another ingredient selected from the group consisting of fragrances, nutraceuticals, cosmetics, and biocide active agents.

[0044] According to certain embodiments, the hydrophobic material comprises a fragrance.

[0045] According to a particular embodiment, the hydrophobic material consists of a perfume.

[0046] According to a particular embodiment, the hydrophobic material consists of a biocidal active agent.

[0047] According to certain embodiments, the hydrophobic material comprises a pesticide.

[0048] By "perfume" (or also "perfume oil") herein is meant an ingredient or composition that is liquid at about 20°C. According to any one of the above embodiments, the perfume oil may be a single perfuming ingredient or a mixture of ingredients in the form of a perfuming composition. By "perfuming ingredient" herein is meant a compound that is used primarily for the purpose of imparting or modifying an odor. In other words, to be considered a perfuming ingredient, such an ingredient must not only have an odor but must also be recognized by those skilled in the art as being able to impart or modify at least the odor of the composition in a positive or pleasant way. For the purposes of the present invention, perfume oil also includes combinations of perfuming ingredients with optional substances that together improve, enhance or modify the delivery of the perfuming ingredient, such as perfume precursors, modifiers, emulsions or dispersions, as well as combinations that provide additional benefits beyond modifying or imparting an odor, such as longevity, blooming, deodorization, antimicrobial activity, microbial stability, pest control, etc.

[0049] The nature and type of perfume ingredients present in the oil phase do not require a detailed description herein, and are not comprehensive in any case, and those skilled in the art can select them based on their general knowledge, depending on the intended use or application and the desired organoleptic effect.Generally, these perfume ingredients belong to various chemical classes, such as alcohols, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogen-containing or sulfur-containing heterocyclic compounds, and essential oils (e.g., thyme oil), and the above perfume co-ingredients can be of natural or synthetic origin.Many of these co-ingredients are described in each case in reference documents, such as the book by S. Arctander, Perfume and Flavor Chemicals, 1969, Montclair, New Jersey, USA, or its later edition, or other similar treatises, and in the abundant patent literature in the field of perfumery.

[0050] Mention may be made in particular of the perfuming ingredients commonly used in perfume formulations, such as: - aldehyde components: decanal, dodecanal, 2-methyl-undecanal, 10-undecenal, octanal, nonanal and / or nonenal; - Aromatic herbal ingredients: Eucalyptus oil, camphor, eucalyptol, 5-methyltricyclo[6.2.1.0 2,7 ]undecane-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; - Balsam ingredients: coumarin, ethyl vanillin and / or vanillin; - Citrus ingredients: dihydromyrcenol, citral, orange oil, linalyl acetate, citronellyl nitrile, orange terpenes, limonene, 1-p-menthen-8-yl acetate and / or 1,4(8)-p-menthadiene; - Floral ingredients: Methyl dihydrojasmonate, linalool, citronellol, phenylethanol, 3-(4-tert-butylphenyl)-2-methylpropanal, hexyl cinnamaldehyde, benzyl acetate, benzyl salicylate, tetrahydro-2-isobutyl-4-methyl-4(2H)-pyranol, beta-ionone, 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, 3-(3,3 / 1,1-dimethyl-5-indanyl)propanal, 2,5-dimethyl-2-indanemethanol, 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, vergyl acetate, geraniol, p-mentha-1-en-8-ol, 4-(1,1-dimethylphenyl)propanal (S)-2-(1,1-dimethylpropoxy)propanoate, 2-methoxynaphthalene, 2,2,2-dimethyl-1-methyl-1-cyclohexyl acetate, 1,1-dimethyl-2-phenylethyl acetate, 4-cyclohexyl-2-methyl-2-butanol, amyl salicylate, methyl cis-dihydrojasmonate, 3-methyl-5-phenyl-1-pentanol, vermicelli proprionate, geranyl acetate, tetrahydrolinalool, cis-7-p-menthanol, propyl (S)-2-(1,1-dimethylpropoxy)propanoate, 2-methoxynaphthalene, 2,2,2-Trichloro-1-phenylethyl acetate, 4 / 3-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde, amylcinnamaldehyde, 8-decen-5-olide, 4-phenyl-2-butanone, isononyl acetate, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate, vergyl isobutyrate and / or methyl ionone isomer mixture;, - Fruity ingredients: gamma-undecalactone, 2,2,5-trimethyl-5-pentylcyclopentanone, 2-methyl-4-propyl-1,3-oxathiane, 4-decanolide, ethyl 2-methylpentanoate, hexyl acetate, ethyl 2-methylbutanoate, gamma-nonalactone, allyl heptanoate, 2-phenoxyethyl isobutyrate, ethyl 2-methyl-1,3-dioxolane-2-acetate, 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; - Green ingredients: 2-methyl-3-hexanone (E)-oxime, 2,4-dimethyl-3-cyclohexene-1-carbaldehyde, 2-tert-butyl-1-cyclohexyl acetate, styrallyl 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; - Musk ingredients: 1,4-dioxa-5,17-cycloheptadecanedione, (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-oxoethylpropionate, 3-methyl-5-cyclo pentadecen-1-one, 4,6,6,7,8,8-hexamethyl-1,3,4,6,7,8-hexahydrocyclopenta[g]isochromene, (1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropylpropanoate, oxacyclohexadecan-2-one and / or (1S,1'R)-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxycarbonyl]methylpropanoate; - Woody ingredients: 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, Clearwood®, (1'R,E)-2-ethyl-4-(2',2',3'-trimethyl-3'-cyclopentene-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; other ingredients (e.g. amber, powdery spicy or watery): dodecahydro-3a,6,6,9a-tetramethyl-naphtho[2,1-b]furan and any of its stereoisomers, heliotropin, 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-naphthalenol, 1-phenylvinyl acetate, 6-methyl-7-oxa-1-thia-4-azaspiro[4.4]nonane and / or 3-(3-isopropyl-1-phenyl)butanal.

[0051] It is also understood that the above ingredients may be compounds known to provide controlled release of various types of perfuming compounds, also known as properfumes or profragrances. Non-limiting examples of suitable properfumes 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 ...4-(dodecylthio)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl (O)octan-4-one, 2-phenylethyloxo(phenyl)acetate, 3,7-dimethylocta-2,6-dien-1-yloxo(phenyl)acetate, (Z)-hex-3-en-1-yloxo(phenyl)acetate, 3,7-dimethyl-2,6-octadien-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-(octan-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-dimethyloct-6-en-1-yl)oxy)prop-1-en-2-yl)naphthalene, (2-((2-pentylcyclopentylidene)methoxy)ethyl)benzene, 4-allyl-2-methoxy-1-((2-methoxy-2-phenylvinyl)oxy)benzene, (2-((2-heptylcyclopentylidene)methoxy)ethyl)benzene, 1-isopropyl-4-methyl-2-((2-pentylcyclopentylidene)methoxy)benzene, 2-methoxy-1-((2-pentylcyclopentylidene)methoxy)-4-propylbenzene, 3-methoxy-4-((2-methoxy-2-phenylvinyl)oxy)benzaldehyde, 4-((2-(hexyloxy)-2-phenylvinyl)oxy)-3-methoxybenzaldehyde, or mixtures thereof.

[0052] The perfume ingredients can be dissolved in solvents currently used in the perfume industry. The solvent is preferably not alcohol. Examples of such solvents are diethyl phthalate, isopropyl myristate, Abalyn® (rosin-based resin, available from Eastman), benzyl benzoate, ethyl citrate, triethyl citrate, limonene or other terpenes, or isoparaffins. Preferably, the solvent is very hydrophobic and highly sterically hindered, such as Abalyn® or benzyl benzoate. Preferably, the perfume contains less than 30% solvent. More preferably, the perfume contains less than 20%, and even more preferably less than 10%, of solvent, all of which percentages are defined by weight relative to the total weight of the perfume. Most preferably, the perfume is essentially solvent-free.

[0053] Preferred perfuming ingredients are those with high steric hindrance (bulky materials), in particular from one of the following groups: - Group 1: Perfuming ingredients containing a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring substituted with at least one linear or branched C1-C4 alkyl or alkenyl substituent; - Group 2: Perfuming ingredients containing a cyclopentane, cyclopentene, cyclopentanone or cyclopentenone ring substituted with at least one linear or branched C4-C8 alkyl or alkenyl substituent; - Group 3: Perfuming ingredients containing a phenyl ring or a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring substituted with at least one linear or branched C5-C8 alkyl or alkenyl substituent, or substituted with at least one phenyl substituent and optionally one or more linear or branched C1-C3 alkyl or alkenyl substituents; Group 4: Perfuming ingredients containing at least two fused or linked C5 and / or C6 rings; - Group 5: Flavoring ingredients containing camphor-like ring structures; - Group 6: At least one C7-C 20 Fragrance ingredients containing ring structures; Group 7: Perfuming ingredients having a logP value of more than 3.5 and containing at least one tert-butyl or at least one trichloromethyl substituent;

[0054] Examples of components of each of these groups are as follows: Group 1: 2,4-dimethyl-3-cyclohexene-1-carbaldehyde (supplier: Firmenich SA, Geneva, Switzerland), isocyclocitral, menthone, isomenthone, methyl 2,2-dimethyl-6-methylene-1-cyclohexanecarboxylate (supplier: Firmenich SA, Geneva, Switzerland), nerone, terpineol, dihydroterpineol, terpenyl acetate, dihydroterpenyl acetate, dipentene, eucalyptol, hexylate, rose oxide, (S)-1,8-p-menthadien-7-ol (supplier: Firmenich SA, Geneva, Switzerland), 1-p-menthen-4-ol, (1RS,3RS,4SR)-3-p-menthanyl acetate, (1R,2S,4R)-4,6,6-trimethyl-bicyclo[3,1,1]heptan-2-ol, tetrahydro-4-methyl-2-phenyl-2H-pyran (Supplier: Firmenich SA, Geneva, Switzerland), cyclohexyl acetate, cyclanol acetate, 1,4-cyclohexanediethyl dicarboxylate (Supplier: Firmenich SA, Geneva, Switzerland), (3RS,3aRS,6SR,7ASR)-perhydro-3,6-dimethyl-benzo[B]furan-2-one (Supplier: Firmenich SA, Geneva, Switzerland), ((6R)-perhydro-3,6-dimethyl-benzo[B]furan-2-one (supplier: Firmenich SA, Geneva, Switzerland), 2,4,6-trimethyl-4-phenyl-1,3-dioxane, 2,4,6-trimethyl-3-cyclohexene-1-carbaldehyde; - group 2: (E)-3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol (supplier: Givaudan SA, Vernier, Switzerland), (1'R,E)-2-ethyl-4-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-2-buten-1-ol (supplier: Firmenich SA, Geneva, Switzerland), (1'R,E)-3,3-dimethyl-5-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-4-penten-2-ol (supplier: Firmenich SA, Geneva, Switzerland), 2-heptylcyclopentanone, methyl-cis-3-oxo-2-pentyl-1-cyclopentaneacetate (supplier: Firmenich SA, Geneva, Switzerland), 2,2,5-trimethyl-5-pentyl-1-cyclopentanone (supplied by Firmenich SA, Geneva, Switzerland), 3,3-dimethyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol (supplied by Firmenich SA, Geneva, Switzerland), 3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-pentanol (supplied by Givaudan SA, Vernier, Switzerland); - group 3: damascone, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one (supplier: Firmenich SA, Geneva, Switzerland), (1'R)-2-[2-(4'-methyl-3'-cyclohexen-1'-yl)propyl]cyclopentanone, α-ionone, β-ionone, damascenone, a 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 (supplier: Firmenich SA, Geneva, Switzerland), 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one (supplier: Firmenich SA, Geneva, Switzerland), (1S,1'R)-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxycarbonyl]methylpropanoate (Supplier: Firmenich SA, Geneva, Switzerland), 2-tert-butyl-1-cyclohexyl acetate (Supplier: International Flavors and Fragrances, USA), 1-(2,2,3,6-tetramethyl-cyclohexyl)-3-hexanol (Supplier: Firmenich SA, Geneva, Switzerland), trans-1-(2,2,6-trimethyl-1-cyclohexyl)-3-hexanol (Supplier: Firmenich SA, Geneva, Switzerland), (E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, terpenyl isobutyrate, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate (Supplier: Firmenich SA, Geneva, Switzerland), 8-methoxy-1-p-menthene, (1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropylpropanoate (Supplier: Firmenich SA, Geneva,Switzerland), para-tert-butylcyclohexanone, menthenethiol, 1-methyl-4-(4-methyl-3-pentenyl)-3-cyclohexene-1-carbaldehyde, allyl cyclohexylpropionate, cyclohexyl salicylate, 2-methoxy-4-methylphenyl methyl carbonate, ethyl 2-methoxy-4-methylphenyl carbonate, 4-ethyl-2-methoxyphenyl methyl carbonate; Group 4: Methyl cedryl ketone (Supplier: International Flavors and Fragrances, USA), (1RS,2SR,6RS,7RS,8SR)-tricyclo[5.2.1.0 2,6 ]dec-3-en-8-yl 2-methylpropanoate and (1RS,2SR,6RS,7RS,8SR)-tricyclo[5.2.1.0 2,6] in a mixture with dec-4-en-8-yl 2-methylpropanoate, vetiverol, vetiverone, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)-1-ethanone (supplied by International Flavors and Fragrances, USA), (5RS,9RS,10SR)-2,6,9,10-tetramethyl-1-oxaspiro[4.5]deca-3,6-diene and (5RS,9SR,10RS) isomers, 6-ethyl-2,10,10-trimethyl-1-oxaspiro[4.5]deca-3,6-diene, 1,2,3,5,6,7-hexahydro-1,1,2,3,3-pentamethyl-4-indenone (supplied by International Flavors and Fragrances, USA), a mixture of 3-(3,3-dimethyl-5-indanyl)propanal and 3-(1,1-dimethyl-5-indanyl)propanal (supplied by Firmenich SA, Geneva, Switzerland), 3',4-dimethyl-tricyclo[6.2.1.0(2,7)]undec-4-ene-9-spiro-2'-oxirane (supplied by Firmenich SA, Geneva, Switzerland), 9 / 10-ethyldiene-3-oxatricyclo[6.2.1.0(2,7)]undecane, (perhydro-5,5,8a-trimethyl-2-naphthalenyl acetate (supplied by Firmenich SA, Geneva, Switzerland), octalinol, (dodecahydro-3a,6,6,9a-tetramethyl-naphtho[2,1-b]furan (supplied by Firmenich SA, Geneva, Switzerland), tricyclo[5.2.1.0(2,6)]dec-3-en-8-yl acetate and tricyclo[5.2.1.0(2,6)]dec-4-en-8-yl acetate, and tricyclo[5.2.1.0(2,6)]dec-3-en-8-yl propanoate and tricyclo[5.2.1.0(2,6)]dec-4-en-8-yl propanoate, (+)-(1S,2S,3S)-2,6,6-trimethyl-bicyclo[3.1.1]heptane-3-spiro-2'-cyclohexen-4'-one; - Group 5: 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 (Supplier: Firmenich SA, Geneva, Switzerland), cedrene, cedrenol, cedrol, 9-ethylidene-3-oxatricyclo[6.2.1.0(2,7)]undecane-4-one and 10-ethylidene-3-oxatricyclo[6.2.1.0(2,7)]undecane-4-one. 2,7 ]mixture with undecan-4-one (supplier: Firmenich SA, Geneva, Switzerland), 3-methoxy-7,7-dimethyl-10-methylene-bicyclo[4.3.1]decane (supplier: Firmenich SA, Geneva, Switzerland); - Group 6: (trimethyl-13-oxabicyclo-[10.1.0]-trideca-4,8-diene (supplier: Firmenich SA, Geneva, Switzerland), 9-hexadecen-16-olide (supplier: Firmenich SA, Geneva, Switzerland), pentadecenolide (supplier: Firmenich SA, Geneva, Switzerland), 3-methyl-(4 / 5)-cyclopentadecenone (supplier: Firmenich SA, Geneva, Switzerland), 3-methylcyclopentadecanone (supplier: Firmenich SA, Geneva, Switzerland), pentadecanolide (supplier: Firmenich SA, Geneva, Switzerland), cyclopentadecanone (supplier: Firmenich SA, Geneva, Switzerland), (1-ethoxyethoxy)cyclododecane (Supplier: Firmenich SA, Geneva, Switzerland), 1,4-dioxacycloheptadecane-5,17-dione, 4,8-cyclododecadien-1-one; - Group 7: (+-)-2-methyl-3-[4-(2-methyl-2-propanyl)phenyl]propanal (supplier: Givaudan SA, Vernier, Switzerland), 2,2,2-trichloro-1-phenylethyl acetate.

[0055] Preferably, the perfume comprises at least 30%, preferably at least 50%, more preferably at least 60% of ingredients selected from groups 1 to 7 as defined above. More preferably, the perfume comprises at least 30%, preferably at least 50% of ingredients from groups 3 to 7 as defined above. Most preferably, the perfume comprises at least 30%, preferably at least 50% of ingredients from groups 3, 4, 6 or 7 as defined above.

[0056] According to another preferred embodiment, the perfume comprises at least 30%, preferably at least 50%, more preferably at least 60% of ingredients with a logP greater than 3, preferably greater than 3.5, even more preferably greater than 3.75.

[0057] According to a particular embodiment, 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 does not contain any primary alcohols and contains less than 15% of secondary and tertiary alcohols.

[0058] According to one embodiment, the oily phase (or oily core) comprises: - 25 to 100% by weight, preferably 25 to 98% of perfume oil containing at least 15% by weight of high impact perfume raw materials having a LogT of less than -4, and - 1.07g / cm 3 0 to 75% by weight, preferably 2 to 75% by weight, of a density adjusting material having a density greater than Includes:

[0059] A "high impact perfume raw material" should be understood as a perfume raw material having a LogT of less than -4. The odor threshold concentration of a chemical compound is determined in part by its shape, polarity, partial charge, and molecular mass. For convenience, the odor threshold concentration is expressed as the base 10 logarithm of the threshold concentration, i.e., Log[Threshold] ("LogT").

[0060] "Density adjustment material" is 1.07g / cm 3 It is to be understood as a material which has a density of 0.1 g / cm² and which is preferably low-odor or odorless.

[0061] The odor threshold concentration of a fragrance compound is determined using a gas chromatograph ("GC"). Specifically, the gas chromatograph is calibrated using the exact amount of perfume oil component injected by syringe, the exact split ratio, and hydrocarbon standards of known concentration and chain length distribution to determine the hydrocarbon response. The air flow rate is accurately measured, and the sampling volume is calculated assuming a human inhalation time lasts 12 seconds. Since the exact concentration at the detector at any given time point is known, the mass per inhaled volume and therefore the concentration of the fragrance compound are known. To determine the threshold concentration, a solution with the back-calculated concentration is sent to a sniff port. Panelists smell the GC eluate and identify the retention time at which they notice an odor. The odor threshold concentration of the fragrance compound is determined by averaging over all panelists. Determining odor thresholds 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.

[0062] High impact fragrance ingredients with a LogT of less than -4 and 1.07 g / cm 3The properties of density-tuning materials having densities above 1000 .mu.m are described in WO 2018115250, the contents of which are incorporated by reference.

[0063] According to one embodiment, high impact perfume raw materials having a LogT of less than -4 include (+-)-1-methoxy-3-hexanethiol, 4-(4-hydroxy-1-phenyl)-2-butanone, 2-methoxy-4-(1-propenyl)-1-phenylacetate, pyrazobutyle, 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, (3RS,3aRS,6SR,7ASR)-perhydro-3,6-dimethyl-benzo[b]furan-2-one and a mixture containing (3SR,3aRS,6SR,7ASR)-perhydro-3,6-dimethyl-benzo[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)-furafine Mixture containing non, methyl 2,4-dihydroxy-3,6-dimethylbenzoate, 3-methylindole, (+-)-perhydro-4α,8aβ-dimethyl-4a-naphthalenol, patchoulol, 2-methoxy-4-(1-propenyl)phenol, (+-)-5,6-dihydro-4-methyl-2-phenyl-2H-pyran and tetrahydro-4-methylene-2-phenyl-2H-pyran, 4-methylene-2-phenyltetrahydro-2H-pyran and (+-)-4-methyl-2-phenyl-3,Mixture containing 6-dihydro-2H-pyran, 4-hydroxy-3-methoxybenzaldehyde, nonylene aldehyde, 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-methylene-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, Paracresol, 3-Ethoxy-4-hydroxybenzaldehyde, Methyl 2-aminobenzoate, Ethyl methylphenylglycidate, Octalactone γ, Ethyl 3-phenyl-2-propenoate, (-)-(2E)-2-Ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol, Paracresyl acetate, Dodecalactone, Tricyclone, (+)-(3R,5Z)-3-Methyl 1-5-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-methylpentanoate, 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 3-hexenoate, (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-tetramethyldodecahydronaphtho[2,1-b]furan, (2S,5R)-5-methyl-2-(2-propanyl)cyclohexanone oxime, 6-hexyltetrahydro-2H-pyran-2-one, (+-)-3-(3-isopropyl-1-phenyl)- (I) butanal, methyl 2-(3-oxo-2-pentylcyclopentyl)acetate, 1-(2,6,6-trimethyl-1-cyclohex-2-enyl)pent-1-en-3-one, indole, 7-propyl-2H,4H-1,5-benzodioxepin-3-one, ethyl praline, (4-methylphenoxy)acetaldehyde, ethyl tricyclo[5.2.1.0., 2,6]decane-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]oct-5-ene-2-carbaldehyde, methylnonylacetaldehyde, 4-formyl-2-methoxyphenyl 2-methylpropanoate, (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-thiazol-2-one Bicyclo[3.2.1]oct-3-ene, (1R,4R,5R)-4,7,7-trimethyl-6-thiabicyclo[3.2.1]octane, (-)-(3R)-3,7-dimethyl-1,6-octadien-3-ol, (E)-3-phenyl-2-propenenitrile, 4-methoxybenzyl acetate, (E)-3-methyl-5-(2,2,3-trimethyl-3-cyclopentene)

[0023] The methyl cyclohexene-1-yl (2E)-1-(2,6,6-trimethyl-2-cyclohexen-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.

[0064] According to one embodiment, the perfume raw materials having a LogT of less than -4 are selected in the group consisting of aldehydes, ketones, alcohols, phenols, esters, lactones, ethers, epoxides, nitriles and mixtures thereof.

[0065] According to one embodiment, the perfume raw material having a LogT of less than -4 comprises at least one compound selected in the group consisting of alcohols, phenols, esters, lactones, ethers, epoxides, nitriles and mixtures thereof, preferably in an amount comprised between 20 and 70% by weight, based on the total weight of the perfume raw material having a LogT of less than -4.

[0066] According to one embodiment, the perfume raw materials having a LogT of less than -4 comprise 20-70 wt. % aldehydes, ketones and mixtures thereof by weight based on the total weight of the perfume raw materials having a LogT of less than -4.

[0067] Thus, the remaining perfume raw materials contained in the oily core may have a LogT greater than -4.

[0068] According to one embodiment, the perfume raw materials having a LogT greater than -4 are ethyl 2-methylbutyrate, (E)-3-phenyl-2-propenyl acetate, (+-)-6 / 8-sec-butylquinoline, (+-)-3-(1,3-benzodioxol-5-yl)-2-methylpropanal, vergyl 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 / 13-cyclohexadecen-2-one, (+-)-3-(4-isopropylphenyl)-2-methylpropanal, aldehyde C11, (+-)-2,6-dimethyl-7-octen-2-ol, allyl 3-cyclohexylpropanoate, (Z)-3-hexenyl acetate, 5-methyl-2-(2-propanyl)cyclohexanone, allyl heptanoate, 2-(2-methyl-2-propanol) ropanyl)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-oxobutanoate, (2Z)-ethyl 3-hydroxy-2-butenoate, 8-p-menthanol, 8-p-menthanyl acetate, 1-p-menthanyl acetate, (+-)-2-(4-methyl-3-cyclohexen-1-yl)-2- Propanyl acetate, (+-)-2-methylbutyl butanoate, 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 butanoate, (+-)-(3E)-4-(2,6,6-trimethyl-1 / 2-cyclohexen-1-yl)-3-butanoate Ten-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-propanylidene)cyclohexene, (+)-(R)-4-(2-methoxypropan-2-yl)-1-methylcyclohex-1-ene, vergyl 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-methylpropylpropanoate, and mixtures thereof.

[0069] According to one embodiment, the fragrance formulation comprises: - 0 to 60% by weight of a hydrophobic solvent (based on the total weight of the fragrance formulation), - 40-100% by weight of perfume oil (based on the total weight of the fragrance formulation) wherein the perfume oil has at least two, and preferably all, of the following properties: at least 35%, preferably at least 40%, preferably at least 50%, more preferably at least 60% of perfuming ingredients with a logP greater than 3, preferably greater than 3.5, at least 20%, preferably at least 25%, preferably at least 30%, more preferably at least 40% of bulky materials of groups 1 to 6, preferably 3 to 6, as defined above, and at least 15%, preferably at least 20%, more preferably at least 25%, even more preferably at least 30% of high impact perfume materials having a LogT of less than −4 as defined above, Optionally, a further hydrophobic active ingredient.

[0070] According to a particular embodiment, the perfume comprises 0-60% by weight of hydrophobic solvents.

[0071] According to certain embodiments, the hydrophobic solvent is a density adjusting material preferably selected in the group consisting of benzyl salicylate, benzyl benzoate, cyclohexyl salicylate, benzyl phenylacetate, phenylethyl phenylacetate, triacetin, ethyl citrate, methyl and ethyl salicylate, benzyl cinnamate, and mixtures thereof.

[0072] In certain embodiments, the hydrophobic solvent has a Hansen solubility parameter that matches the encapsulated perfume oil.

[0073] The term "Hansen Solubility Parameter" is understood to refer to the solubility parameter approach proposed by Charles Hansen, used to predict the solubility of polymers, and was developed on the basis that the total energy of vaporization of a liquid is composed of several individual parts. To calculate the "weighted Hansen Solubility Parameter", it is necessary to combine the effects of (atomic) dispersion forces, (molecular) permanent dipole-dipole forces and (molecular) hydrogen bonding (electron exchange). The "weighted Hansen Solubility Parameter" is calculated by the sum of (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 the parameters and values, see Charles Hansen, The Three Dimensional Solubility Parameter and Solvent Diffusion Coefficient, Danish Technical Press (Copenhagen, 1967).

[0074] The Euclidean difference in solubility parameters between the fragrance and the solvent is (4 × (δD 溶媒 -δD フレグランス ) 2 +(δP 溶媒 -δP フレグランス )2 +(δH 溶媒 -δH フレグランス ) 2 ) 0.5 where δD 溶媒 , δP 溶媒 and δH 溶媒 are the Hansen dispersion value, Hansen polarizability value and Hansen h-bond value of the solvent, respectively, and δD フレグランス , δP フレグランス and δH フレグランス are the Hansen dispersion value, Hansen polarizability value and Hansen h-bonding value of the fragrance, respectively.

[0075] In certain embodiments, the perfume oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from a first group consisting of an atomic dispersion force (δD) of 12-20, a dipole moment (δP) of 1-8, and a hydrogen bond (δH) of 2.5-11.

[0076] In certain embodiments, the perfume oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from a 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.

[0077] In certain embodiments, at least 90% of the perfume oils, preferably at least 95% of the perfume oils, and most preferably at least 98% of the perfume oils have at least two Hansen Solubility Parameters selected from a first group consisting of an atomic dispersion force (δD) of 12-20, a dipole moment (δP) of 1-8, and a hydrogen bond (δH) of 2.5-11.

[0078] In certain embodiments, the perfume oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from a 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.

[0079] According to one embodiment, the perfume formulation comprises an aroma modifier (which can be used in addition to the hydrophobic solvent, if present, or instead of the hydrophobic solvent, if not present).

[0080] Preferably, fragrance modifiers are defined as fragrance materials having: i. A vapor pressure of less than 0.0008 Torr at 22°C; ii. a clogP of 3.5 or greater, preferably 4.0 or greater, more preferably 4.5; iii. at least two Hansen solubility parameters selected from a first group consisting of atomic dispersion forces of 12 to 20, dipole moments of 1 to 7, and hydrogen bonds of 2.5 to 11; iv. at least two Hansen solubility parameters selected from a second group consisting of atomic dispersion forces of 14 to 20, dipole moments of 1 to 8, and hydrogen bonds of 4 to 11 in a solution with a compound having a vapor pressure range of 0.0008 to 0.08 Torr at 22°C.

[0081] Preferably, the following ingredients may be mentioned as regulators by way of example, but the list is not limited to these materials: 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)-oxacycloheptadec-8-en-2-one, 2-[5-(tetrahydro-5-methyl-5-vinyl-2-furyl)-tetrahydro-5-methyl-2-furyl]-2-propanol, muguet aldehyde aldehyde), 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-oxoethylpropionate, (+)-(4R,4aS,6R)-4,4a-dimethyl-6-(1-propen-2-yl)-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone, amyl cinnamaldehyde, hexyl cinnamaldehyde, hexyl salicylate, (1E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,6-heptadien-3-one, (9Z)-9-cycloheptadecen-1-one.

[0082] According to a particular embodiment, the hydrophobic material does not include any active ingredients (fragrances, etc.), and according to this particular embodiment, the hydrophobic material comprises, preferably consists of, a hydrophobic solvent preferably selected from the group consisting of isopropyl myristate, triglycerides (e.g., Neobee® MCT oil, vegetable oils), D-limonene, silicone oil, mineral oil, and mixtures thereof, and optionally a hydrophilic solvent preferably selected from the group consisting of 1,4-butanediol, benzyl alcohol, triethyl citrate, triacetin, benzyl acetate, ethyl acetate, propylene glycol (1,2-propanediol), 1,3-propanediol, dipropylene glycol, glycerol, glycol ethers, and mixtures thereof.

[0083] The term "biocide" refers to a chemical substance that can kill or reduce or prevent the growth and / or accumulation of living organisms (e.g., microorganisms). Biocides are commonly used in medicine, agriculture, forestry, and industries to prevent fouling of, for example, water, agricultural products including seeds, and oil pipelines. Biocides can be pesticides, including fungicides, herbicides, insecticides, algaecides, molluscicides, acaricides, and rodenticides, and / or antimicrobials, such as bactericides, antibiotics, antibacterial agents, antivirals, antifungals, antiprotozoals, and / or antiparasitics.

[0084] As used herein, "pesticide" refers to a substance that acts to repel or attract pests, reduce, inhibit or promote their growth, development or activity. A pest refers to any organism, whether animal, plant or fungus, that invades or is a nuisance to plants or animals, and includes insects, especially arthropods, mites, spiders, fungi, weeds, bacteria and other microorganisms.

[0085] The term "flavor oil" as used herein refers to a flavoring ingredient or a mixture of flavoring ingredients, solvents, or adjuvants currently used for preparing flavoring formulations, i.e., a specific mixture of ingredients intended to be added to an edible composition or chewable product to impart, improve, or modify its organoleptic properties, particularly its flavor and / or taste. Flavoring ingredients are well known to those skilled in the art, and their nature does not require a detailed description herein, which is in any case not comprehensive; a skilled flavorist can select them based on general knowledge, depending on the intended use or application, and the organoleptic effect desired to be achieved. Many of these flavoring ingredients are described in references, such as the book "Perfume and Flavor Chemicals" by S. Arctander, 1969, Montclair, NJ, USA, or its later editions, or other similar works, such as "Fenaroli's Handbook of Flavor Ingredients," 1975, CRC Press, or "Synthetic Food Adjuncts," 1947, by MB Jacobs, van Nostrand Co., Inc. Solvents and adjuvants currently used for the preparation of flavoring formulations are also well known in the art.

[0086] In particular embodiments, the flavor is a mint flavor. In more particular embodiments, the mint is selected from the group consisting of peppermint and spearmint.

[0087] In a further embodiment, the flavor is a cooling agent or mixtures thereof.

[0088] In another embodiment, the flavor is a menthol flavor.

[0089] Flavors derived from or based on fruits in which citric acid is the predominant natural acid include, but are not limited to, citrus fruits (e.g., lemon, lime), limonene, strawberry, orange, and pineapple. In one embodiment, the flavored food product is lemon, lime, or orange juice extracted directly from the fruit. Further flavor embodiments include juices or liquids extracted from oranges, lemons, grapefruits, key limes, citrons, clementines, mandarins, tangerines, and optional other citrus fruits, or varieties or hybrids thereof. In certain embodiments, the flavors include liquids extracted or distilled from oranges, lemons, grapefruits, key limes, citrons, clementines, mandarins, tangerines, optional other citrus fruits, or varieties or hybrids thereof, pomegranates, kiwifruit, watermelons, apples, bananas, blueberries, melons, ginger, bell peppers, cucumbers, passion fruit, mangoes, pears, tomatoes, and strawberries.

[0090] In certain embodiments, the flavor comprises a composition comprising limonene, and in certain embodiments, the composition is a citrus fruit further comprising limonene.

[0091] In another particular embodiment, the flavor comprises a flavor selected from the group including strawberry, orange, lime, tropical, berry mix, and pineapple.

[0092] The flavoring component may also be a taste modifier. A "taste modifier" is understood as an active ingredient that acts on the consumer's taste receptors or that imparts sensory properties related to mouthfeel (such as body, roundness, or mouth-coating) to the consumed product. Non-limiting examples of taste modifiers include active ingredients that enhance, modify, or impart saltiness, fattiness, umami, kokumi, heat or coolness, sweetness, sourness, tingling, bitterness, or acidity.

[0093] In further embodiments, a suitable sweetening ingredient can be included in the particles described herein. In certain embodiments, the sweetening ingredient is selected from the group consisting of sugar (such as, but not limited to, sucrose), stevia ingredients (such as, but not limited to, stevioside or rebaudioside A), sodium cyclamate, aspartame, sucralose, sodium saccharin, and acesulfame K, or mixtures thereof.

[0094] The flavoring component may be a complex flavor that mimics certain organoleptic characteristics, such as the sweet and salty tonalities in chicken, beef, pork, or shrimp flavors.

[0095] The core material may be in a liquid or solid state at a temperature between 20°C and 30°C.

[0096] According to one embodiment, the core material is liquid at a temperature between 20°C and 30°C.

[0097] According to another embodiment, the core material is solid at a temperature between 20°C and 30°C.

[0098] The core material may be hydrophobic, ie, immiscible with water at temperatures between 20°C and 30°C and present in the form of a separate hydrophobic phase.

[0099] The core may comprise at least 5% by weight, more preferably at least 10% by weight, even more preferably at least 20% by weight, most preferably at least 30% by weight, for example at least 40% by weight, of chemical compounds having a vapor pressure (vapor pressure defined at a reference temperature of 25°C) of more than 0.007 Pa.

[0100] Preferably, at least 10% by weight of the core material has a vapor pressure of greater than 0.1 Pa, more preferably at least 10% by weight has a vapor pressure of greater than 1 Pa at 25°C, and most preferably at least 10% by weight has a vapor pressure of greater than 10 Pa at 25°C.

[0101] A given value of vapor pressure of 0.007 Pa at 25° C. is generally considered the limit value for identifying volatile compounds. For purposes of the present invention, vapor pressure is determined by calculation using the method disclosed in the “EPI suite” software; 2000 US Environmental Protection Agency.

[0102] Preferably, the core of the coacervate core-shell microcapsules comprises a flavor ingredient, in other words, the flavor ingredient is encapsulated in the core of the coacervate core-shell microcapsules.

[0103] The core of the coacervate core-shell microcapsules may comprise a fatty matrix, preferably the fatty matrix comprises a food-grade oil.

[0104] According to one embodiment, the core comprises fat and / or wax.

[0105] The fat matrix may comprise (i) hydrogenated oil, or (ii) hydrogenated fat, or (iii) cocoa butter, or (iv) a mixture of i-iii.

[0106] Preferably, the hydrogenated oils include hydrogenated palm oil, hydrogenated soybean oil and hydrogenated cottonseed oil.

[0107] Preferably, the hydrogenated fat includes cocoa butter.

[0108] More preferably, the fatty matrix comprises a mixture of fat and hydrogenated oil, and even more preferably, the fatty matrix comprises a mixture of hydrogenated palm oil and coconut fat and / or cocoa butter.

[0109] According to a particular embodiment, the shell of the microcapsules further comprises an additional polymeric material, said polymeric material being preferably selected in the group consisting of polyurea, polyurethane, polyamide, polyester, polyacrylate, polysiloxane, polycarbonate, polysulfonamide, polymers of urea and formaldehyde, polymers of melamine and formaldehyde, polymers of melamine and urea or polymers of melamine and glyoxal, and mixtures thereof.

[0110] According to certain embodiments, the shell of the microcapsules comprises a polyurea.

[0111] According to certain embodiments, the shell of the microcapsules does not include additional polymeric material.

[0112] According to one embodiment, the shell is a composite shell made of a coacervate material and a polymeric material.

[0113] According to certain embodiments, the additional polymeric material forms an inner layer.

[0114] According to one embodiment, the microcapsule shell comprises an inner layer made of a polymeric material and an outer coacervate layer comprising Moringa oleifera extract.

[0115] According to the present invention, the shell is crosslinked.

[0116] The shell of the microcapsules can be crosslinked using various types of crosslinking agents, typically used to harden the microcapsule shell.

[0117] Examples of cross-linking agents include formaldehyde, genipin, tannin (such as a polyphenol), acetaldehyde, glutaraldehyde, glyoxal, chrome alum, or transglutaminase.

[0118] Typically, the crosslinking agent is used in an amount comprised between 0.001 and 5%, preferably between 0.005 and 2%, based on the total weight of the emulsion and / or suspension (slurry).

[0119] According to one embodiment, the cross-linking agent is glutaraldehyde, typically used in an amount comprised between 0.005 and 5% by weight, based on the total weight of the emulsion and / or suspension (slurry).

[0120] Glutaraldehyde is well described in the public domain and is commercially available.

[0121] According to another embodiment, the cross-linking agent is an enzyme, typically a transglutaminase.

[0122] In some commercially available products, the enzyme is dispersed in a carrier, such as Activa® TI (supplied by Ajinomoto Co., Inc.). In other words, the commercially available product is added to the process so as to have an enzyme activator in an amount of preferably 0.001 to 5%, preferably 0.001 to 1%, more preferably 0.001 to 0.1%, and even more preferably 0.005 to 0.02%, based on the protein content and total weight of the emulsion and / or suspension (slurry).

[0123] The actions required to induce cross-linking of Moringa oleifera extract with a cross-linking agent are well known to those skilled in the art.

[0124] Preferably, the crosslinking is carried out at a temperature in the range of 5 to 60°C, preferably 15 to 50°C, more preferably 20 to 45°C.

[0125] Preferably, the pH during crosslinking is adjusted to a level that allows effective crosslinking. Preferably, when crosslinking is performed enzymatically using transglutaminase, the pH can be adjusted to 43 to 8, more preferably 4 to 7.

[0126] Preferably, crosslinking is carried out over a period of 1 to 20 hours, preferably 2 to 12 hours, more preferably 7 to 10 hours.

[0127] Alternatively, crosslinking is carried out over a period of 1 to 15 hours, preferably 1 to 4 hours.

[0128] When the cross-linking agent is an enzyme, the slurry can be subjected to a heat treatment to inactivate the enzyme, typically at a temperature between 70°C and 90°C.

[0129] Alternatively, the shell can be hardened by methods other than cross-linking using the above-mentioned cross-linking agents. Such methods include: (i) hardening the shell by thermal annealing, which is achieved by heating the capsules; preferably, the heating is performed at a temperature close to the denaturation temperature of the protein, most preferably at or above the denaturation temperature of the protein; (ii) hardening the shell by changing the pH to a range that increases the density of the shell (which may be referred to as a "pH quench"); (iii) hardening the shell by changing the ionic strength to a range that increases the density of the protein shell, which may be achieved by adding a solute, preferably a salt; (iv) hardening the shell by modifying the continuous aqueous phase by adding a water-miscible additive, preferably glycerol, propylene glycol, ethanol, or isopropanol, so as to increase the density of the shell; and (v) hardening the shell by optionally combining methods i to iv sequentially, simultaneously, or by combining any of methods i to iv sequentially and simultaneously.

[0130] According to a particular embodiment, the shell is crosslinked solely by heat treatment.

[0131] If the shell includes an additional polymeric material, said polymeric material may act as a cross-linking agent.

[0132] In certain embodiments, the shell material is a biodegradable material.

[0133] In certain embodiments, the shell is at least 40%, preferably at least 45%, 50%, 60%, 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98% biodegradable within 60 days according to OECD 301F.

[0134] In certain embodiments, the core-shell microcapsules are at least 40%, preferably at least 60%, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98% biodegradable within 60 days according to OECD 301F.

[0135] It is thereby understood that core-shell microcapsules, including all components such as core, shell and optionally coating, may be at least 40%, preferably at least 60%, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98% biodegradable within 60 days according to OECD 301F.

[0136] In certain embodiments, the oily core, preferably the perfume oil, is at least 40%, preferably at least 60%, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98% biodegradable within 60 days according to OECD 301F.

[0137] OECD301F is a standard test method for biodegradability established by the Organization for Economic Cooperation and Development.

[0138] A typical method for extracting shells for the determination of biodegradability is disclosed in Gasparini and all in Molecules 2020, 25,718.

[0139] outer coating According to a particular embodiment of the present invention, the microcapsules according to the present invention comprise an outer coating material selected from the group consisting of polysaccharides, cationic polymers, polysuccinimide derivatives (e.g., as described in WO2021185724), Moringa extracts and mixtures thereof to form an outer coating on the microcapsules.

[0140] Polysaccharide polymers are well known to those skilled in the art. Preferred polysaccharides are selected from the group consisting of locust bean gum, xyloglucan, guar gum, hydroxypropyl guar, hydroxypropyl cellulose and hydroxypropyl methylcellulose, pectin, and mixtures thereof.

[0141] According to a particular embodiment, the coating consists of a cationic coating.

[0142] Cationic polymers are also well known to those skilled in the art. Preferred cationic polymers have a cationic charge density of at least 0.5 meq / g, more preferably at least about 1.5 meq / g, and even more 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 described in the United States Pharmacopoeia's Chemical Test for Nitrogen Determination. Preferred cationic polymers are selected from those having units containing primary, secondary, tertiary, and / or quaternary amine groups, which may form part of the main polymer chain or may be carried on side-chain substituents directly attached thereto. The weight-average (Mw) molecular weight of the cationic polymer is preferably 10,000 to 3.5 Mdaltons, more preferably 50,000 to 2 Mdaltons.

[0143] According to particular embodiments, cationic polymers based on acrylamide, methacrylamide, N-vinylpyrrolidone, quaternized N,N-dimethylamino methacrylate, diallyldimethylammonium chloride, quaternized vinylimidazole (3-methyl-1-vinyl-1H-imidazol-3-ium chloride), vinylpyrrolidone, acrylamidopropyltrimonium chloride, cassia hydroxypropyltrimonium chloride, guar hydroxypropyltrimonium chloride or polygalactomannan 2-hydroxypropyltrimethylammonium chloride ether, starch hydroxypropyltrimonium chloride and cellulose hydroxypropyltrimonium chloride are used. Preferably, the copolymer is 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 hydroxypropyltrimonium chloride, guar hydroxypropyltrimonium chloride or polygalactomannan 2-hydroxypropyltrimethylammonium chloride ether, starch hydroxypropyltrimonium chloride and cellulose hydroxypropyltrimonium chloride.

[0144] Specific examples of commercially available products include Salcare® SC60 (cationic copolymer of acrylamidopropyltrimonium chloride and acrylamide, supplier: BASF) or Luviquat®, such as PQ 11N, FC 550 or Style (quaternized copolymer of polyquaternium-11-68 or vinylpyrrolidone, supplier: BASF), or Jaguar® (C13S or C17, supplier: Rhodia).

[0145] According to any one of the above embodiments of the present invention, the polymer is added in an amount comprised between about 0% and 5% (w / w), or even between about 0.1% and 2% (w / w), the percentage being expressed on a w / w basis relative to the total weight of the slurry. It will be clearly understood by those skilled in the art that only a portion of the added polymer will be incorporated / adhered to the microcapsule shell.

[0146] Another subject of the present invention is a method for preparing coacervate core-shell microcapsules as defined above, comprising the steps of: a) preparing a solution by dissolving at least one Moringa oleifera extract in an aqueous solution, preferably water; b) optionally preparing a solution by dissolving at least one non-protein polymer and / or at least one protein polymer in an aqueous solution, preferably water; c) optionally mixing the prepared solution comprising at least one plant protein extract and at least one non-protein polymer and / or at least one protein polymer; d) preparing an emulsion and / or suspension by emulsifying and / or suspending a hydrophobic material and optionally a multifunctional monomer in a solution; e) forming a coacervate shell comprising the Moringa oleifera extract and, optionally, a non-proteinaceous polymer and / or a proteinaceous polymer around droplets and / or particles of hydrophobic material present in the emulsion and / or suspension; f) cross-linking the shell; The method includes:

[0147] According to one embodiment, the aqueous phase also contains an alcohol such as glycerol, 1,4-butanediol, ethylene glycol, propylene glycol and mixtures thereof.

[0148] According to one embodiment, the aqueous phase consists of water.

[0149] It is understood that any of steps c to e may be performed sequentially or simultaneously.

[0150] In another embodiment, any one or more of the above-described method steps a) to e) may further comprise a dilution step in which an additional solvent, preferably water, is added to the solution or any of the mixtures thereof.

[0151] In certain alternative embodiments, the method step e) described above further comprises modifying the pH value of the mixture.

[0152] It is understood that the above order of the method steps is a preferred order, but it may be possible to change the order of some steps. In certain alternative embodiments, step c) may be performed after step d), i.e., the hydrophobic material is first emulsified in the solution prepared in step a), and the solution prepared in step b) is added only after emulsification.

[0153] In another particular alternative embodiment, step e) is carried out before step d), i.e., the coacervate is formed first, followed by the addition of the hydrophobic material and optionally the multifunctional monomer.

[0154] According to certain embodiments, the Moringa oleifera seed extract is obtained by extraction of Moringa oleifera seed powder, typically carried out at a pH of 3-10, preferably 4-7.

[0155] Typically, extraction is performed by dispersing Moringa oleifera seed powder in water, adjusting the pH to a range of 3-10, heating the solution at a temperature between 40-70°C, centrifuging the dispersion, and recovering the extract as a protein-rich supernatant. The recovered supernatant is then freeze-dried or spray-dried to obtain soluble moringa protein powder.

[0156] In the method of the present invention, the first solution may comprise dissolving at least one Moringa oleifera extract in an aqueous solution, preferably water.

[0157] In the first solution, the moringa protein extract may be present in the aqueous solution in an amount of 0.5 to 30% by weight, more preferably 1 to 15% by weight, and even more preferably 5 to 15% by weight.

[0158] The second solution may comprise at least one non-protein polymer or polyelectrolyte, preferably gum arabic, dissolved in an aqueous solution, preferably water.

[0159] Optionally, in the second solution, the non-protein polymer or polyelectrolyte may be present in the aqueous solution in an amount of 0.5 to 20% by weight, more preferably 1 to 15% by weight, and even more preferably 5 to 15% by weight.

[0160] The first solution is then diluted, preferably to less than 90% of its initial concentration, to form coacervates. In fact, it has been found that dilution of the solution can induce the formation of coacervates. Typically, after the dilution step, the concentration of the moringa extract in the aqueous phase is comprised between 0.5 and 15%, preferably between 1 and 10%.

[0161] Optionally, the first and second solutions can be mixed under agitation to form a third solution.

[0162] Optionally, the pH of the third aqueous solution can be adjusted to a pH value of less than 4.7, preferably less than 4.3, and most preferably less than 3.5.

[0163] The pH of the third aqueous solution can be adjusted by the addition of a food-grade acid solution, preferably an aqueous lactic acid solution.

[0164] The hydrophobic material can be introduced into the first or third solution under shear to form an emulsion or suspension.

[0165] The emulsion or suspension may be prepared in a conventional manner.

[0166] The emulsion or suspension can be prepared by adding the hydrophobic material to the third solution over a period of about 3 to 10 minutes, preferably 4 to 6 minutes.

[0167] The emulsion or suspension can be prepared using an impeller stirrer adjusted to a speed of 300-400 rpm. The stirrer speed can be adjusted as needed.

[0168] This process, also known as the "coacervation" process, can produce two separate phases: a coacervate phase (rich in polymer) and a cosolvent (depleted in polymer). The coacervate phase may generally be composed of Moringa oleifera extract and, optionally, non-protein polymers.

[0169] Coacervation can be enhanced by altering the pH.

[0170] The pH is adjusted by the addition of a food grade acid or base solution, preferably aqueous lactic acid and sodium hydroxide solution.

[0171] Phase separation can also be induced in a variety of other ways by altering the physicochemical environment of the solution, for example, by salting out or adding a second high molecular weight component to induce phase separation.

[0172] According to certain embodiments, when the core-shell microcapsules comprise additional polymeric material, a multifunctional monomer is added to the oil phase (in addition to the hydrophobic material) and / or the water phase.

[0173] According to certain embodiments, the reactants are added during the process, preferably to the aqueous phase. Examples of suitable reactants include alcohols, amines, phenols, and thiols.

[0174] "Multifunctional monomer" refers to molecules that chemically react or bond as units to form a polymer or supramolecular polymer. The multifunctional monomers of the present invention have at least two functional groups that are capable of forming a microcapsule shell.

[0175] The polyfunctional monomer may be selected from the group consisting of at least one polyisocyanate, polymaleic anhydride, polyacid chloride, polyepoxide, acrylate monomer, polyalkoxysilane, melamine-based resin, and mixtures thereof.

[0176] According to a particular embodiment, the polyfunctional monomer used in the process according to the invention is present in an amount representing between 0.1 and 15% by weight of the oil or aqueous phase, preferably between 0.5 and 10% by weight, more preferably between 0.8 and 6% by weight, even more preferably between 1 and 3% by weight.

[0177] According to a particular embodiment, the monomer added in step a) is at least one polyisocyanate having at least two isocyanate functional groups.

[0178] Suitable polyisocyanates for use in accordance with the present invention include aromatic polyisocyanates, aliphatic polyisocyanates, and mixtures thereof. The polyisocyanates contain at least two, preferably at least three, isocyanate functional groups, but may contain up to six, or even only four, isocyanate functional groups. According to certain embodiments, triisocyanates (three isocyanate functional groups) are used.

[0179] According to one embodiment, the polyisocyanate is an aromatic polyisocyanate.

[0180] The term "aromatic polyisocyanate" is intended herein to encompass any polyisocyanate containing an aromatic moiety. Preferably, the aromatic polyisocyanate contains a phenyl, toluoyl, xylyl, naphthyl, or diphenyl moiety, more preferably a toluoyl or xylyl moiety. Preferred aromatic polyisocyanates include biurets, polyisocyanurates, and trimethylolpropane adducts of diisocyanates, more preferably one of the specific aromatic moieties listed above. More preferably, the aromatic polyisocyanate is a polyisocyanurate of toluene diisocyanate (available from Bayer under the trade name Desmodur® RC), a trimethylolpropane adduct of toluene diisocyanate (available from Bayer under the trade name Desmodur® L75), or a trimethylolpropane adduct of xylylene diisocyanate (available from Mitsui Chemicals, Inc. under the trade name Takenate® D-110N). In a most preferred embodiment, the aromatic polyisocyanate is a trimethylolpropane adduct of xylylene diisocyanate.

[0181] 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 moieties. Preferred aliphatic polyisocyanates are hexamethylene diisocyanate trimer, isophorone diisocyanate trimer, hexamethylene diisocyanate trimethylolpropane adduct (available from Mitsui Chemicals, Inc.), or hexamethylene diisocyanate biuret (commercially available from Bayer under the trade name Desmodur® N 100), with hexamethylene diisocyanate biuret being more preferred.

[0182] 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 hexamethylene diisocyanate biuret and xylylene diisocyanate trimethylolpropane adduct, a mixture of hexamethylene diisocyanate biuret and toluene diisocyanate polyisocyanurate, and a mixture of hexamethylene diisocyanate biuret and toluene diisocyanate trimethylolpropane adduct. Most preferably, the polyisocyanate is a mixture of hexamethylene diisocyanate biuret and xylylene diisocyanate trimethylolpropane adduct. Preferably, when used as a mixture, the molar ratio of aliphatic polyisocyanate to aromatic polyisocyanate ranges from 80:20 to 10:90.

[0183] According to one embodiment, the multifunctional monomer is an acyl chloride.

[0184] According to a particular embodiment, the acyl chloride has the following formula (I): [ka] [In the formula, n is an integer varying from 1 to 8, preferably from 1 to 6, more preferably from 1 to 4; X is (i) to (xi), especially (i) to (vi) [ka] (n+1)-valent C2 to C optionally containing at least one group selected from 45 is a hydrocarbon group, R is a hydrogen atom or an alkyl group such as a methyl or ethyl group, preferably a hydrogen atom. It has.

[0185] By "...hydrocarbon group..." it is understood that said group consists of hydrogen and carbon atoms and may be in the form of an aliphatic hydrocarbon, i.e., a linear or branched saturated hydrocarbon (e.g., an alkyl group), a linear or branched unsaturated hydrocarbon (e.g., an alkenyl or alkynyl group), a saturated cyclic hydrocarbon (e.g., a cycloalkyl), or an unsaturated cyclic hydrocarbon (e.g., a cycloalkenyl or cycloalkynyl), or may be in the form of an aromatic hydrocarbon, i.e., an aryl group, or may be in the form of a mixture of the above types of groups, for example, a particular group may contain linear alkyl, branched alkenyl (e.g., having one or more carbon-carbon double bonds), (poly)cycloalkyl, and aryl moieties, unless a specific limitation to only one type is mentioned. Similarly, in all embodiments of the present invention, when a group is referred to as being in the form of more than one type of topology (e.g., linear, cyclic, or branched) and / or saturated or unsaturated (e.g., alkyl, aromatic, or alkenyl), it also means a group that may have any one of the above topologies or contain moieties that are saturated or unsaturated, as explained above. Similarly, in all embodiments of the present invention, when a group is referred to as being in one type of saturated or unsaturated (e.g., alkyl) form, it means that said group may be of any type of topology (e.g., linear, cyclic, or branched) or may have some moieties with different topologies.

[0186] The term "hydrocarbon group optionally comprising..." is understood to mean that said hydrocarbon group optionally contains heteroatoms to form ether, thioether, amine, nitrile or carboxylic acid groups and derivatives (including, for example, esters, acids, amides). These groups may be attached laterally to said hydrocarbon by substituting a hydrogen atom of the hydrocarbon group, or (where chemically possible) may be inserted into a hydrocarbon chain or ring by substituting a carbon atom of the hydrocarbon group.

[0187] According to certain embodiments, the acyl chloride is selected from the group consisting of benzene-1,3,5-tricarbonyl trichloride (trimesoyl trichloride), benzene-1,2,4-tricarbonyl trichloride, benzene-1,2,4,5-tetracarbonyl tetrachloride, cyclohexane-1,3,5-tricarbonyl trichloride, isophthaloyl dichloride, diglycolyl dichloride, phthaloyl chloride, isophthaloyl chloride, terephthaloyl chloride, fumaryl dichloride, adipoyl chloride, Succinic acid dichloride, propane-1,2,3-tricarbonyl trichloride, cyclohexane-1,2,4,5-tetracarbonyl tetrachloride, 2,2'-disulfanediyldisuccinyl dichloride, 2-(2-chloro-2-oxo-ethyl)sulfanylbutanedioyl dichloride, (4-chloro-4-oxobutanoyl)-L-glutamoyl dichloride, (S)-4-((1,5-dichloro-1,5-dioxopentan-2-yl)amino)-4-oxobutanoic acid, 2,2-bis [(4-chloro-4-oxo-butanoyl)oxymethyl]butyl 4-chloro-4-oxo-butanoate, [2-[2,2-bis[(4-chloro-4-oxo-butanoyl)oxymethyl]butoxymethyl]-2-[(4-chloro-4-oxo-butanoyl)oxymethyl]butyl]4-chloro-4-oxo-butanoate, 2,2-bis[(2-chlorocarbonylbenzoyl)oxymethyl]butyl 2-chlorocarbonyl-benzoate, [2-[2,2-bis[(2-chlorocarbonyl

[0023] The methyl group is selected from the group consisting of 4-(2,4,5-trichlorocarbonylbenzoyl)oxybutyl 2,4,5-trichlorocarbonylbenzoate, 4-(2,4,5-trichlorocarbonylbenzoyl)oxybutyl 2,4,5-trichlorocarbonylbenzoate, propane-1,2,3-triyltris(4-chloro-4-oxobutanoate), propane-1,2-diylbis(4-chloro-4-oxobutanoate), and mixtures thereof.

[0188] Another subject of the present invention are coacervate core-shell microcapsules obtainable by the process defined above.

[0189] Another subject of the present invention is a method for preparing a microcapsule powder, comprising the steps defined above and an additional step consisting of subjecting the slurry obtained in step e) or f) to drying, such as spray drying, to obtain the microcapsules as such, i.e. in powder form. It is understood that any standard method known to those skilled in the art for carrying out such drying may also be applied. In particular, the slurry is preferably spray-dried in the presence of a polymeric carrier material, such as polyvinyl acetate, polyvinyl alcohol, dextrin, natural or modified starch, vegetable gum, pectin, xanthan, alginate, carrageenan or a cellulose derivative, to obtain microcapsules in powder form.

[0190] Other drying methods may also be mentioned, such as extrusion, coating, spray granulation, fluidized bed or drying at room temperature using materials (carriers, desiccants) that meet the specific criteria disclosed in WO 2017 / 134179.

[0191] According to certain embodiments, the carrier material contains a non-encapsulated hydrophobic material which may be the same as or different from the hydrophobic material of the core of the microcapsules.

[0192] Optional Ingredients When the microcapsules are in the form of a slurry, the microcapsule slurry may comprise auxiliary ingredients selected from the group of thickeners / rheology modifiers, antimicrobial agents, opacity enhancers, mica particles, salts, pH stabilizers / buffering ingredients, preferably in an amount comprised between 0 and 15% by weight based on the total weight of the slurry.

[0193] According to another embodiment, the microcapsule slurry of the present invention comprises additional non-encapsulated (ie, non-encapsulated) perfume, preferably in an amount comprised between 5 and 50% by weight based on the total weight of the slurry.

[0194] Multiple microcapsule systems 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.

[0195] Another subject of the present invention is a microcapsule delivery system comprising: - microcapsules of the invention as a first type of microcapsules, - a second type of microcapsules; wherein the hydrophobic material and / or wall material and / or coacervate particles and / or coating material of the first type of microcapsules and the second type of microcapsules are different from each other; It is a microcapsule delivery system.

[0196] According to certain embodiments, the microcapsule delivery system is in the form of a slurry.

[0197] consumer products "Consumer product" or "final product" means a manufactured item that is ready for distribution, sale, and use by a consumer.

[0198] The microcapsules of the present invention can be used to prepare perfume or flavoring compositions, which are also the subject of the present invention.

[0199] flavored consumer products The microcapsules of the present invention can be used in a wide variety of edible end products.

[0200] The final product is in particular a food, pet food or feed product. The microcapsules of the present invention, being of plant origin, are particularly advantageous for vegetarian meat analogues or meat substitutes, vegetarian burgers, sausages, patties, chicken imitation nuggets... meat products (e.g. processed meat, poultry, beef, pork, ham, fresh sausage or fresh meat preparations, spiced or marinated fresh or cured meat products, reshaped meats) or expanded meat products using combinations of animal and plant proteins in various ratios, often co-extruded or textured vegetable protein and animal protein blends.

[0201] Meat for the purposes of the present invention includes red meats such as beef, pork, mutton, lamb, game and poultry such as chicken, turkey, goose and duck. Preferably, the food product of the present invention is meat selected from beef, poultry or pork.

[0202] In one embodiment, the flavored consumer product is selected from the group consisting of protein powders, protein drinks, protein bars, meat analogs, seafood analogs, and savory goods.

[0203] Meat analogs can include pork analog, venison analog, beef analog, veal analog, rabbit analog, sausage analog, deli meat analog, ham analog, salami analog, pepperoni analog, chicken analog, turkey analog, goose analog, pheasant analog, pigeon analog, whale analog, lamb analog, goat analog, donkey analog, and squirrel analog.

[0204] Seafood analogs can include fish analogs, scallop analogs, shrimp analogs, crab meat analogs, crustacean analogs, bivalve analogs, squid analogs, snail analogs, and sea squirt analogs.

[0205] When the flavored consumer product is a granular or powdered food, the dry particles can be easily added by dry mixing. Typical flavored products are selected from the group consisting of instant soups or sauces, breakfast cereals, powdered milk, baby food, powdered drinks, powdered chocolate drinks, spreads, powdered cereal drinks, chewing gum, effervescent tablets, cereal bars, and chocolate bars. The powdered food or drink may be intended to be consumed after reconstitution with water, milk, and / or juice, or another aqueous liquid.

[0206] The dry particles provided herein may be suitable for flavoring beverages, liquid dairy products, condiments, baked goods, frostings, bakery fillings, candies, chewing gum and other food products.

[0207] Beverages include, but are not limited to, carbonated soft drinks, including cola, lemon-lime, root beer, heavy citrus ("dew type"), fruit-flavored sodas, and cream sodas; powdered soft drinks, and liquid concentrates, such as fountain syrups and cordials; coffee and coffee-based beverages, coffee alternatives, and cereal-based beverages; dry mix products, and teas, including ready-to-drink teas (herbal and tea leaf-based); fruit and vegetable juices and juice-flavored beverages, as well as juice drinks, nectars, concentrates, punches, and "ades"; sweetened and flavored waters, both carbonated and non-carbonated; sports / nutrition / health drinks; alcoholic beverages, as well as alcohol-free and other low-alcohol products, including beer and malt beverages, cider, and wine (still, sparkling, fortified wine, and wine coolers); other beverages processed by heating (infusion, pasteurization, ultra-high temperature, ohmic heating, or commercially aseptic sterilization) and hot-fill packaging; and cold-fill products produced using filtration or other preservation techniques.

[0208] Liquid dairy products include, but are not limited to, non-frozen, partially frozen, and frozen liquid dairy products such as milk, ice cream, sorbet, and yogurt.

[0209] Condiments include, but are not limited to, ketchup, mayonnaise, salad dressing, Worcestershire sauce, fruit flavored sauces, chocolate sauce, tomato sauce, chili sauce, and mustard.

[0210] Baked goods include, but are not limited to, cakes, cookies, pastries, breads, donuts, and the like.

[0211] Bakery fillings include, but are not limited to, low or neutral pH fillings, high, medium or low solids fillings, fruit or milk based (pudding or mousse type) fillings, hot or cold process fillings, and fat-free or full fat fillings.

[0212] However, the microcapsules of the present invention may also be of particular interest in the following example products: Baked goods (e.g. bread, dry biscuits, cakes and other baked goods), Non-alcoholic beverages (e.g., carbonated soft drinks, bottled water, sports / energy drinks, juice drinks, vegetable juices, vegetable juice preparations), Alcoholic beverages (e.g. beer and malt drinks, spirits), Instant drinks (e.g. instant vegetable drinks, powdered soft drinks, instant coffee and tea), Grain products (e.g., breakfast cereals, pre-cooked rice products, rice flour products, millet and sorghum products, raw or cooked noodle and pasta products); Dairy products (e.g. fresh cheese, soft cheese, hard cheese, milk drinks, whey, butter, products containing partially or fully hydrolyzed milk proteins, fermented milk products, condensed milk and similar), Dairy-based products (e.g. fruit or flavored yogurt, ice cream, fruit ice cream), Confectionery products (e.g. chewing gum, hard and soft candy), Chocolate and compound coatings, Products based on fats or oils or their emulsions (e.g. mayonnaise, spreads, margarines, shortenings, remoulades, dressings, condiment preparations), Spiced, marinated or processed fish products (e.g. fish sausages, minced fish), Eggs or egg products (dried eggs, egg whites, egg yolks, custard), desserts (e.g. gelatin and pudding), products made from soy proteins or other soy fractions (e.g. soy milk and products made therefrom, preparations containing soy lecithin, fermented products such as tofu or tempeh or products made therefrom, soy sauce); Vegetable preparations (e.g. ketchups, sauces, processed and reconstituted vegetables, dried vegetables, quick-frozen vegetables, cooked vegetables, pickled vegetables, vegetable concentrates or pastes, cooked vegetables, potato preparations), Vegetarian meat substitutes, vegetarian burgers, Spices or spice preparations (e.g. mustard preparations, horseradish preparations), spice mixtures, in particular seasonings used, for example, in the snack sector, snack articles (e.g., baked or fried potato chips or potato dough products, bread dough products, corn, rice or peanut-based extrudates); meat products (e.g. processed meat, poultry, beef, pork, ham, fresh sausages or fresh meat preparations, spiced or marinated fresh or cured meat products, reshaped meat); Ready dishes (e.g., instant noodles, rice, pasta, pizza, tortillas, wraps), soups and broths (e.g., stocks, savory cubes, dry soups, instant soups, cooked soups, retort soups), sauces (instant sauces, dry sauces, pre-made sauces, gravies, sweet sauces).

[0213] Preferably, the microcapsules according to the invention are used in products selected from the group consisting of baked goods, instant drinks, cereal products, dairy products, dairy-based products, products based on fats or oils or emulsions thereof, desserts, vegetable preparations, vegetarian meat substitutes, spices and seasonings, snacks, meat products, ready dishes, soups and broths, and sauces.

[0214] According to certain embodiments, the flavored product is selected from the group consisting of meat and / or fish based foods or analogs, stock, savory cubes, powder mixes, beef or pork based products, seafood, surimi, instant noodles, rice, soups, sauces, ready meals, frozen or refrigerated pizza, pasta, potato flakes or fries, noodles, potato / tortilla chips, microwave popcorn, nuts, pretzels, mochi, rice crackers, fermented milk analog beverages, acidified milk analog beverages, non-fermented milk analog beverages, cheese or cheese analogs, yogurt or yogurt analogs, dietary supplements, nutritional bars, cereals, ice cream, non-dairy ice cream, confectionery products, chewing gum, hard-boiled candy, and powdered beverages.

[0215] According to one embodiment, the food, pet food or feed product comprises 0.01 to 10% by weight, preferably 0.1 to 5% by weight, of the microcapsules of the invention.

[0216] Typically, the food, pet food or feed product further comprises protein, in particular vegetable protein or animal protein, and mixtures thereof.

[0217] Advantageously, the vegetable protein is preferably chosen from among soy protein, corn, pea, canola, sunflower, sorghum, rice, amaranth, potato, tapioca, arrowroot, chickpea, lupin, canola, wheat, oat, rye, barley and mixtures thereof.

[0218] The microcapsules of the present invention are particularly suitable for extruded and / or baked food, pet food, or feed products, especially those containing animal and / or vegetable proteins. Typically, the extruded and / or baked food, pet food, or feed product can be selected from meat and / or fish-based foods or analogs, and mixtures thereof (i.e., meat-based foods and / or fish-based foods, or meat analogs or fish analogs, and mixtures thereof), with extruded and / or baked meat analogs or extruded and / or baked fish analogs being preferred. Non-limiting examples of extruded and / or baked food, pet food, or feed products are snack products or extruded vegetable proteins intended to texturize proteins from which meat analogs (e.g., hamburgers) are prepared. The powder composition can be added to either non-extruded vegetable protein isolates / concentrates or textured vegetable proteins from which hamburgers or nuggets (etc.) are formed, before or after extrusion.

[0219] Perfuming compositions and consumer products The microcapsules of the invention can be used in combination with active ingredients. The subject of the invention is therefore (i) microcapsules or microcapsule slurries as defined above; (ii) an active ingredient preferably selected from the group consisting of a cosmetic ingredient, a skin care ingredient, a fragrance ingredient, a flavor ingredient, a deodorizing ingredient, a bactericidal ingredient, a fungicidal ingredient, a pharmaceutical or pesticide ingredient, a disinfectant ingredient, an insect repellent or attractant, and mixtures thereof; A composition comprising:

[0220] The microcapsules of the present invention exhibit good performance in terms of stability in hostile media.

[0221] Another subject of the present invention is (i) microcapsules or microcapsule slurries as defined above, wherein the oil contains a fragrance; (ii) at least one ingredient selected from the group consisting of perfume carriers, perfume co-ingredients, and mixtures thereof; (iii) optionally, at least one flavoring adjuvant A fragrance composition comprising:

[0222] Liquid perfume carriers may include, by way of non-limiting example, emulsifying systems, i.e., solvent and surfactant systems, or solvents commonly used in perfumery. A detailed description of the nature and types of solvents commonly used in perfumery cannot be comprehensive. However, by way of non-limiting example, the most commonly used solvents include dipropylene glycol, diethyl phthalate, isopropyl myristate, benzyl benzoate, 2-(2-ethoxyethoxy)-1-ethanol, or ethyl citrate. For compositions containing both a perfume carrier and a perfume co-ingredient, suitable perfume carriers other than those specified above may also be ethanol, water / ethanol mixtures, limonene or other terpenes, isoparaffins such as those known under the trademark Isopar™ (supplied by Exxon Chemical), or glycol ethers and glycol ether esters such as those known under the trademark Dowanol™ (supplied by Dow Chemical Company). As used herein, "perfume co-ingredient" refers to a compound that is used in perfume preparations or compositions to impart a hedonic effect and is not a microcapsule as defined above. In other words, to be considered a perfuming co-ingredient, such a co-ingredient must not only have an odor, but must also be recognized by those skilled in the art as being at least capable of imparting or modifying the odor of the composition in a positive or pleasant way.

[0223] The nature and type of perfuming co-ingredients present in the perfuming composition do not require a detailed description herein, and are in any case not comprehensive; those skilled in the art can select them based on their general knowledge, depending on the intended use or application and the desired organoleptic effect. Generally, these perfuming co-ingredients belong to various chemical classes, such as alcohols, lactones, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogen- or sulfur-containing heterocyclic compounds, and essential oils, and the perfuming co-ingredients may be of natural or synthetic origin. Many of these co-ingredients are described in various references, such as S. Arctander's book "Perfume and Flavor Chemicals," 1969, Montclair, New Jersey, USA, or its later editions, or other similar treatises, as well as the abundant patent literature in the field of perfumery. It is also understood that the co-ingredients may be compounds known to release various types of perfuming compounds in a controlled manner. The co-ingredients are 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-phenylethyloxo(phenyl)acetate, 3,7-dimethylocta-2,6-dien-1-yloxo(phenyl)acetate, (Z)-hex-3-en-1-yloxo(phenyl)acetate, 3,7-dimethyl-2,6-octadien-1-ylhexadecanoate, 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-methyl (undec-1-en-1-yl)oxy)ethoxy)benzene, 2-methyl-1-(octan-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-dimethyloct-6-en-1-yl)oxy)prop-1-en-2-yl)naphthalene, (2-((2-pentylcyclopentylidene)methoxy)ethyl)benzene, 4-allyl-2-methoxy-1-((2-methoxy-2-phenylvinyl)oxy)benzene, (2-((2-heptylcyclopentylidene)methoxy)ethyl)benzene, 1-isopropyl-4-methyl-2-((2-pentylcyclopentylidene)methoxy)benzene, 2-methoxy-1-((2-pentylcyclopentylidene)methoxy)-4-propylbenzene, 3-methoxy-4-((2-methoxy-2-phenylvinyl)oxy)benzaldehyde, 4-((2-(hexyloxy)-2-phenylvinyl)oxy)-3-methoxybenzaldehyde or mixtures thereof.

[0224] By "perfuming adjuvant" is meant herein an ingredient capable of imparting additional benefits such as color, specific light resistance, chemical stability, etc. A detailed description of the nature and type of adjuvants commonly used in perfuming bases cannot be comprehensive, but it should be mentioned that said ingredients are well known to those skilled in the art.

[0225] Preferably, the perfuming composition according to the invention comprises 0.01 to 30% by weight of microcapsules as defined above.

[0226] The microcapsules of the present invention can be advantageously used in many applications and can be used in consumer products, in liquid form for liquid consumer products, and also in powder form for powder consumer products.

[0227] According to a particular embodiment, the consumer product as defined above is a liquid, a) 2 to 65% by weight of at least one surfactant, based on the total weight of the consumer product; b) water or a water-miscible hydrophilic organic solvent; c) a microcapsule slurry or microcapsules as defined above; d) optionally, a non-encapsulated flavoring; Includes:

[0228] According to a particular embodiment, the consumer product as defined above is in powder form, a) 2 to 65% by weight of at least one surfactant, based on the total weight of the consumer product; b) a microcapsule powder as defined above, c) optionally a flavoring powder different from the microcapsules defined above Includes:

[0229] In the case of microcapsules containing a perfume oil-based core, the products of the present invention can be used in particular in perfumed consumer products, such as those belonging to the fine fragrance or "functional" perfumery category. Functional perfumery includes, in particular, personal care products, including hair care, body cleansing, skin care, and hygiene care, as well as home care products, including laundry care, surface care, and air care. Consequently, another subject of the present invention is perfumed consumer products that contain, as perfuming ingredients, microcapsules as defined above or perfume compositions as defined above. The perfume element of said consumer products may be a combination of perfume microcapsules as defined above with non-encapsulated or non-encapsulated perfumes, or even perfume microcapsules of a type other than those disclosed herein.

[0230] especially, a) 2 to 65% by weight of at least one surfactant, based on the total weight of the consumer product; b) water or a water-miscible hydrophilic organic solvent; c) a perfuming composition as defined above; Liquid consumer products comprising the compound are another subject of the present invention.

[0231] Also, (a) 2 to 65 wt. % of at least one surfactant, based on the total weight of the consumer product; (b) a flavoring composition as defined above; Powder consumer products comprising the compound are part of the present invention.

[0232] Thus, the microcapsules of the present invention can be added to perfumed consumer products either as such or as part of the perfume composition of the present invention.

[0233] For the sake of clarity, it should be mentioned that by "perfumed consumer product" it is meant a consumer product that is expected to provide, among other benefits, a perfumery effect on the surface to which it is applied (for example skin, hair, fabric, paper or residential surfaces) or in the air (air freshener spray, deodorant, etc.) In other words, a perfumed consumer product according to the invention is a manufactured product that comprises a functional formulation, also called a "base", together with a benefit agent, in particular an effective amount of the microcapsules according to the invention.

[0234] The nature and type of other components of perfumed consumer products do not require a detailed description herein, and are in any case not comprehensive, and those skilled in the art can select them based on general knowledge and according to the nature and desired effect of the product.The basic formulations of consumer products that can incorporate the microcapsules of the present invention can be found in the abundant literature on such products.These formulations do not require a detailed description herein, and are in any case not comprehensive.Those skilled in the formulation of such consumer products are fully capable of selecting suitable ingredients based on general knowledge and available literature.

[0235] Non-limiting examples of suitable perfumed consumer products include perfumes, such as fine perfumes, colognes, aftershaves, body splashes; fabric care products, such as liquid or solid detergents, tablets and unit doses (single or multi-chamber), fabric softeners, dryer sheets, fabric deodorants, ironing waters or bleaches; personal care products, such as hair care products (e.g., shampoos, hair conditioners, colorants or hairsprays), cosmetics (e.g., vanishing creams, body lotions, or deodorants or antiperspirants), or It may be a skin care product (e.g. a scented soap, shower or bath smooth, body wash, oil or gel, bath salts or hygiene product); an air care product such as an air freshener spray or a "ready to use" powder air freshener spray; or a home care product such as an all-purpose cleaner, a liquid or powder or tablet dishwashing product, a toilet cleaner or a product for cleaning various surfaces such as sprays & wipes for treating / refreshing fabrics or hard surfaces (floors, tiles, stone paving, etc.); a hygiene product such as a sanitary napkin, diapers, toilet paper.

[0236] Another subject of the invention is a consumer product comprising: - a personal care active base; - microcapsules or microcapsule slurries as defined above or perfuming compositions as defined above; Including, the consumer product is in the form of a personal care composition; It is a consumer product.

[0237] The personal care active bases into which the microcapsules of the present invention can be incorporated can be found in the abundant literature on such products. These formulations do not require a detailed description here, and are in any case not comprehensive. Those skilled in the formulation of such consumer products are entirely able to select suitable ingredients based on general knowledge and available literature.

[0238] The personal care composition is preferably selected in the group consisting of a hair care product (e.g., shampoo, hair conditioner, colorant or hair spray), a cosmetic product (e.g., vanishing cream, body lotion, or deodorant or antiperspirant), or a skin care product (e.g., perfumed soap, shower or bath mousse, body wash, oil or gel, bath salts, or hygiene product).

[0239] Another subject of the invention is a consumer product comprising: - a home or fabric care active base; - microcapsules or microcapsule slurries as defined above or perfuming compositions as defined above; Including, The consumer product is in the form of a home care or fabric care composition. It is a consumer product.

[0240] Home care or fabric care active bases into which the microcapsules of the present invention can be incorporated can be found in the abundant literature on such products. These formulations do not require a detailed description here and are in any case not comprehensive. Those skilled in the formulation of such consumer products are entirely able to select suitable ingredients based on general knowledge and available literature.

[0241] Preferably, the consumer product comprises 0.1 to 15% by weight, more preferably 0.2 to 5% by weight, of the microcapsules of the invention, these percentages being defined by weight relative to the total weight of the consumer product. Naturally, the above concentrations can be adapted depending on the beneficial effect desired for each product.

[0242] A subject of the present invention is a consumer product, preferably a home care or fabric care consumer product, comprising microcapsules or a microcapsule slurry as defined above, wherein the consumer product has a pH of less than 7.

[0243] A subject of the present invention is a consumer product, preferably a home care or fabric care consumer product, comprising microcapsules or a microcapsule slurry as defined above, wherein the consumer product has a pH of 7 or greater.

[0244] With respect to the liquid consumer products described below, by "active base" it is to be understood that the active base comprises active ingredients (typically including surfactants) and water.

[0245] With respect to the solid consumer products described below, by "active base" it is to be understood that the active base includes active materials (which typically include surfactants) and adjuvants (bleaches, buffers; builders; stain-removing or stain-suspending polymers; granular enzyme particles, rust inhibitors, antifoam agents, suds suppressors; dyes, fillers, and mixtures thereof, etc.).

[0246] Fabric softener The subject of the present invention is - 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 (ester quats), Hamburg esterquats (HEQ), TEAQ (triethanolamine quats), silicones and mixtures thereof, preferably used in an amount comprised between 85 and 99.95% by weight, based on the total weight of the composition; - microcapsule slurry or microcapsules as defined above, preferably in an amount comprised between 0.05 and 15% by weight, more preferably between 0.1 and 5% by weight, based on the total weight of the composition, - optionally, unencapsulated perfume oil and a consumer product in the form of a fabric softener composition comprising:

[0247] Liquid detergent The subject of the present invention is a liquid detergent active base, preferably comprising at least one active material selected from the group consisting of anionic surfactants such as alkylbenzenesulfonates (ABS), secondary alkylsulfonates (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 polyglucosamides, and preferably used in an amount comprised between 85 and 99.95% by weight, based on the total weight of the composition; - microcapsule slurry or microcapsules as defined above, preferably in an amount comprised between 0.05 and 15% by weight, more preferably between 0.1 and 5% by weight, based on the total weight of the composition, - optionally, unencapsulated perfume oil and a liquid detergent composition comprising:

[0248] Solid detergent The subject of the present invention is a solid detergent active base, preferably comprising at least one active material selected from the group consisting of anionic surfactants such as alkylbenzenesulfonates (ABS), secondary alkylsulfonates (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 polyglucosamides, and preferably used in an amount comprised between 85 and 99.95% by weight, based on the total weight of the composition; - microcapsule powder or microcapsule slurry or microcapsules as defined above, preferably in an amount comprised between 0.05 and 15% by weight, more preferably between 0.1 and 5% by weight, based on the total weight of the composition, - optionally, unencapsulated perfume oil and a solid detergent composition comprising:

[0249] Shampoo / Shower gel The subject of the present invention is a 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 surfactants, and mixtures thereof, preferably used in an amount comprised between 85 and 99.95% by weight, based on the total weight of the composition; - microcapsule slurry or microcapsules as defined above, preferably in an amount comprised between 0.05 and 15% by weight, more preferably between 0.1 and 5% by weight, based on the total weight of the composition, - optionally, unencapsulated perfume oil and a consumer product in the form of a shampoo or shower gel composition comprising:

[0250] Rinse-off conditioner The subject of the present invention is a rinse-off conditioner active base, preferably comprising at least one active material selected from the group consisting of cetyltrimonium chloride, stearyltrimonium chloride, benzalkonium chloride, behentrimonium chloride and mixtures thereof, preferably used in an amount comprised between 85 and 99.95% by weight, based on the total weight of the composition; - microcapsule slurry or microcapsules as defined above, preferably in an amount comprised between 0.05 and 15% by weight, more preferably between 0.1 and 5% by weight, based on the total weight of the composition, - optionally, unencapsulated perfume oil and a rinse-off conditioner composition comprising:

[0251] Solid fragrance enhancer The subject of the present invention is solid carriers, preferably selected from the group consisting of urea, sodium chloride, sodium sulfate, sodium acetate, zeolites, 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, mono-, di- and polysaccharides, and derivatives thereof, such as starch, cellulose, methylcellulose, ethylcellulose, propylcellulose, polyols / sugar alcohols, such as sorbitol, maltitol, xylitol, erythritol and isomalt, PEG, PVP, citric acid, or optionally water-soluble solid acids, fatty alcohols or fatty acids, and mixtures thereof, - microcapsule slurry or microcapsules as defined above, preferably in powder form, in an amount comprised between 0.05 and 15% by weight, more preferably between 0.1 and 5% by weight, based on the total weight of the composition, - optionally, unencapsulated perfume oil and a solid fragrance enhancer composition comprising:

[0252] Liquid fragrance enhancer The subject of the present invention is - aqueous phase, - a surfactant system consisting essentially of one or more non-ionic surfactants having an average HLB of 10 to 14, preferably selected from the group consisting of ethoxylated fatty alcohols, POE / PPG (polyoxyethylene and polyoxypropylene) ethers, mono- and polyglyceryl esters, sucrose ester compounds, polyoxyethylene hydroxyesters, alkyl polyglucosides, amine oxides, and combinations thereof; a linker selected from the group consisting of alcohols, salts and esters of carboxylic acids, salts and esters of hydroxylcarboxylic acids, fatty acids, fatty acid salts, glycerol fatty acids, surfactants with an HLB of less than 10, and mixtures thereof; - microcapsule slurry or microcapsules as defined above, preferably in the form of a slurry in an amount comprised between 0.05 and 15% by weight, more preferably between 0.1 and 5% by weight, based on the total weight of the composition, - optionally, unencapsulated perfume oil and a liquid fragrance enhancer composition comprising:

[0253] Hair coloring The subject of the present invention is an oxidizing phase comprising an oxidizing agent and an alkaline phase comprising an alkalizing agent, a dye precursor and a coupling compound, said dye precursor and said coupling compound forming an oxidation hair dye in the presence of the oxidizing agent, preferably in an amount comprised between 85 and 99.95% by weight, based on the total weight of the composition, - microcapsules or microcapsule slurry as defined above, preferably in an amount comprised between 0.05 and 15% by weight, more preferably between 0.1 and 5% by weight, based on the total weight of the composition, - optionally, unencapsulated perfume oil and a consumer product in the form of an oxidative hair coloring composition comprising:

[0254] Perfume composition According to certain embodiments, the consumer product comprises: - 0.1 to 30%, preferably 0.1 to 20%, of microcapsules or microcapsule slurries as defined above, - 0 to 40%, preferably 3 to 40%, of fragrances, and 20 to 90% by weight, preferably 40 to 90% by weight, of ethanol based on the total weight of the fragrance composition The fragrance composition is in the form of a fragrance composition comprising:

[0255] The present invention will now be further described by way of examples. It will be understood that the claimed invention is not intended to be limited in any way by these examples.

[0256] Example 1 Preparation of soluble moringa seed protein extract Deoiled moringa seed powder was obtained from Lifetime Tea (Chandler, AZ, USA). The protein content, determined by nitrogen measurement using a factor of 6.25 (assuming the protein has a nitrogen content of 16%), is 52% by weight. Soluble moringa seed extract was prepared according to the following protocol. 1. Add at least 50 grams of de-oiled moringa seed powder to demineralized water in a batch size of 1 kg. 2. Mix the solution using a Silverson L4RT homogenizer at 7000 rpm for 20 minutes. 3. The protein solution is held in a water batch at 60°C for 20 minutes. 4. The solution is remixed at 7000 rpm for 5 minutes. 5. Centrifuge the sample at 8000 rpm for 10 minutes. 6. Collect the supernatant. 7. The collected supernatant is freeze-dried to obtain soluble moringa protein powder.

[0257] Example 2 Preparation of Microcapsules A According to the Present Invention Freeze-dried moringa seed extract was prepared at 10% extract solids according to the protocol described in Example 1. Limonene capsules were prepared according to the following steps. 1. Reconstitute the freeze-dried moringa protein extract at 10%. 2. Dilute the reconstituted solution to 4% to obtain a clear solution. 3. Mix 13.5g of the 4% dilution from step 2 with 3.2g of limonene in a glass jar with a stir bar for 20 minutes. An emulsion will form. 4. Dilute the emulsion with 8.1 g of demineralized water. 5. Mix the diluted emulsion for 20 minutes. 6. Add transglutaminase (Activa TI® supplied by Ajinomoto Co., Inc.) to the diluted emulsion (enzyme to protein ratio 1:100) and mix overnight. 7. Heat the mixture to 85°C for 15 minutes to inactivate the enzyme. Allow the sample to cool to room temperature. Coacervates were found to deposit on the limonene droplets, as shown in Figure 1.

[0258] Example 3 Preparation of Microcapsules B According to the Invention Freeze-dried moringa protein extract was prepared at 10% extract solids. Limonene capsules were prepared according to the following steps: 1. Reconstitute freeze-dried moringa protein extract at 5%. 2. Dilute 10 g of the 5% solution from step 1 to 2.5% with demineralized water. 3. Mix the 2.5% dilution from step 2 with 3g of limonene in a glass jar with a stir bar for 20 minutes to form an emulsion. 4. Mix the emulsion for 20 minutes. 5. Add transglutaminase to the diluted emulsion (enzyme to protein ratio 1:100) and mix overnight. 6. Heat the mixture to 85°C for 15 minutes to inactivate the enzyme. Allow the sample to cool to room temperature. Coacervates were found to deposit on the limonene droplets, as shown in Figure 2 (microcapsule B).

[0259] Example 4 Preparation of Microcapsules C According to the Invention Freeze-dried moringa protein extract was prepared at 25% extract solids. Limonene microcapsules were prepared according to the following steps: 1. Reconstitute freeze-dried moringa protein extract at 20%. 2. The 20% solution is diluted with demineralized water to various concentrations (10%, 8%, 5%, 3%, 2%). 3. Mix 90 g of the diluted solution from step 2 with 10 g of limonene in a glass jar. Mix this mixture using a benchtop bio-homogenizer at 5,000-7,000 rpm for 5 minutes. 4. Add transglutaminase (1:3 enzyme to protein ratio) to the diluted emulsion and mix overnight. 5. Heat the mixture to 85°C for 15 minutes to inactivate the enzyme. Allow the sample to cool to room temperature. As shown in Figure 3a (3% Moringa protein extract - microcapsules C1) and Figure 3b (10% Moringa protein extract - microcapsules C2), coacervates were found to deposit at the limonene interface.

[0260] Example 5 Preparation of Moringa protein-gum arabic coacervate Blends of moringa protein extract and gum arabic were evaluated. To prepare the blends, stock solutions of 10% gum arabic and 20% moringa protein extract (lyophilized moringa protein extract made at 20% extract solids was reconstituted to a 20% solution) were prepared. Blends were prepared at 5% total solids, with the gum arabic to moringa protein extract mass ratios varied from 0.5, 0.75, 1.0, 1.25, and 1.5. Blends were also prepared at 7% total solids, with a gum arabic to moringa protein extract ratio of 1.0. Coacervates were found to form in all of these blends.

[0261] Limonene microcapsules stabilized by moringa protein extract-gum arabic coacervate were prepared according to the following steps. 1. Add 10 grams of limonene to 90 grams of Moringa protein-gum arabic coacervate solution at 5% total solids and a gum arabic to moringa protein extract ratio of 0.75. 2. Mix this using a benchtop biohomogenizer at 3000-5000 rpm for 5 minutes. 3. Add transglutaminase (Activa TI® supplied by Ajinomoto Co., Inc.) to the batch (enzyme to protein ratio 1:100) and mix for 3 hours at 45°C. 4. Heat the mixture to 85°C for 15 minutes to inactivate the enzyme. Allow the sample to cool to room temperature.

[0262] Microscopic images show that the moringa protein-gum arabic coacervates are deposited on the limonene oil droplets, and the rough surface of the prepared microcapsules can be observed.

[0263] Example 6 Preparation of Moringa Protein-Canola Protein Coacervate A blend of moringa protein extract and canola protein (CanolaPRO®, DSM-Firmenich) was evaluated. To prepare the blend, a stock solution of 5% canola protein (adjusted to pH 7.9 with sodium hydroxide solution) and 20% moringa protein extract (freeze-dried moringa protein extract made at 20% extract solids was reconstituted to a 20% solution) was made. The blend was made at 3% total solids and a canola protein to moringa protein extract mass ratio of 1.0.

[0264] Limonene microcapsules stabilized by moringa protein extract-canola protein coacervate were prepared according to the following steps. 1. Add 10 grams of limonene to 90 grams of moringa protein-canola protein coacervate solution at 3% total solids and a canola protein to moringa protein extract ratio of 1.0. 2. Mix this using a benchtop biohomogenizer at 3000-5000 rpm for 5 minutes. 3. Add transglutaminase (Activa TI® supplied by Ajinomoto Co., Inc.) to the batch (enzyme to protein ratio 1:100) and mix for 3 hours at 45°C. 4. Heat the mixture to 85°C for 15 minutes to inactivate the enzyme. Allow the sample to cool to room temperature.

[0265] It was evident that protein coacervates precipitated on the limonene oil droplets, as shown in Figure 4. The coacervates appeared to aggregate on the surface, forming a thick interfacial layer, which may help improve the stability of the microcapsules.

[0266] Example 7 Preparation of Moringa protein-pectin coacervates A mixture of Moringa protein extract and pectin (GENU® beta pectin, CP Kelco) was evaluated. To prepare the mixture solution, a stock solution of 2% pectin and 20% Moringa protein extract (lyophilized Moringa protein extract made at 20% extract solids was reconstituted to a 20% solution) was made. The mixture solution was made at 3% total solids and a pectin to Moringa protein extract weight ratio of 0.25.

[0267] Moringa protein extract-pectin coacervate stabilized limonene microcapsules were prepared according to the following steps. 1. Add 10 grams of limonene to 90 grams of Moringa protein-pectin coacervate solution at 3% total solids and a pectin to Moringa protein extract ratio of 0.25. 2. Mix this using a benchtop biohomogenizer at 3000-5000 rpm for 5 minutes. 3. Add transglutaminase (Activa TI® supplied by Ajinomoto Co., Inc.) to the batch (enzyme to protein ratio 1:100) and mix for 3 hours at 45°C. 4. Heat the mixture to 85°C for 15 minutes to inactivate the enzyme. Allow the sample to cool to room temperature.

[0268] As shown in Figure 5, coacervates were observed at the droplet interface.

[0269] Example 8 Preparation of polyurea-based microcapsules according to the present invention Polyurea microcapsules (D-I) were prepared according to this general procedure: Moringa seed extract solutions were prepared at 10% or 20% by weight, and optionally, undissolved solids were removed by centrifugation (8000 rpm, 20 minutes). The supernatant was then diluted to the desired final moringa concentration to form a coacervate (5% dilution). An oil phase (perfume oil A, see Table 1) containing Takenate D-110N (a 75% solution of xylylene diisocyanate trimethylolpropane adduct in ethyl acetate, supplied by Mitsui Chemicals, Inc., Japan, 2.0 or 2.5% based on the oil phase) was added to the moringa coacervate solution and homogenized at 7000 rpm for 2 minutes using an IKA Ultra Turrax T25 (18G). The emulsion was transferred to a reactor and stirred with an overhead anchor stirrer. The emulsion was heated to 45°C, and transglutaminase (Activa TI) was added. The emulsion was stirred at 45°C for 3 hours (pH was maintained at 5.0-5.3 wt. with 10% NaOH). The slurry was then heated to 85°C, stirred for 30 minutes, and then cooled to room temperature. Microcapsules were obtained (see Figure 6 - Microcapsule D).

[0270] Polyurea microcapsules (J) were prepared as follows: A 10 wt% moringa seed extract solution was prepared, and undissolved solids were removed by centrifugation (8000 rpm, 20 min). The supernatant was then diluted to the desired final moringa concentration to form a coacervate (diluted to 5%). An oil phase (Fragrance Oil A - see Table 1) containing Takenate D-110N (2.0% based on the oil phase) was added to the moringa coacervate solution and homogenized at 7000 rpm for 2 min using an IKA Ultra Turrax T25 (18G). The emulsion was transferred to a reactor and stirred with an overhead anchor stirrer. The emulsion was heated to 45°C and stirred for 3 h (pH was maintained at 5.0-5.3 wt% with 10% NaOH). The slurry was then heated to 85°C, stirred for 30 min, and cooled to room temperature. The pH was then adjusted to 4.45, and glutaraldehyde solution (1 wt%) was added and stirred at room temperature for 10 h.

[0271] [Table 1]

[0272] [Table 2]

[0273] Example 9 Performance of the microcapsules according to the present invention A sufficient amount of the exemplary microcapsules is weighed and mixed into liquid detergent and fabric softener compositions, along with the equivalent of 0.2% perfume.

[0274] The concentrated liquid detergent base was commercially available Tide® Free & Gentle (trademark of Procter and Gamble, USA).

[0275] The fabric softener composition is shown below: [Table 3]

[0276] protocol : Weigh 2g of sample (base including capsules) into a 20mL vial. Add 10mL of extraction solvent isooctane containing the internal standard 1,4-dibromobenzene at a precisely known concentration of around 90ng / uL to the vial. Shake at 40RPM for 45 minutes to extract the unencapsulated flavoring. Remove the solvent phase.

[0277] To measure leakage in the base, an Agilent GCFID7890A is used with the injector set to 250°C, helium as the carrier gas at a flow rate of 1 mL / min, and the oven temperature programmed to start at 120°C, hold for 5 minutes, increase at 10°C / min to 170°C, increase at 25°C / min to 220°C, then increase at 25°C / min to 260°C. A post-run is applied at 260°C to terminate the measurement.

[0278] Calibration solutions are prepared at 100, 300 and 600 ng / uL of fragrance oil in isooctane. It is important that the fragrance oil used to generate the calibration curve is obtained from the same batch used to make the microcapsules.

[0279] [Table 4]

[0280] These results highlight that the microcapsules of the present invention are stable in surfactant-based consumer products.

[0281] Example 10 Preparation of polyurea-based microcapsules according to the present invention Polyurea microcapsules (K-N) were prepared according to this general procedure: Moringa seed extract solutions (15 wt. % or 20 wt. %) were prepared, and undissolved solids were optionally removed by centrifugation (8000 rpm, 15 min). The supernatant was then mixed with another biopolymer solution containing pre-dissolved gum arabic (2.9 wt. %) or pre-dissolved canola protein (3 wt. %) to form a coacervate (5 wt. % Moringa seed extract to another biopolymer, 1:1 ratio). An oil phase (perfume oil A, see Table 1 above) containing Takenate D-110N (a 75% solution of xylylene diisocyanate trimethylolpropane adduct in ethyl acetate, supplied by Mitsui Chemicals, Inc., Japan, 1.0 or 2.0 wt. % based on the oil phase) was added to the moringa coacervate solution and homogenized at 7000 rpm for 2 min using an IKA Ultra Turrax T25 (18G). The emulsion was transferred to a reactor and stirred with an overhead anchor stirrer. The emulsion was heated to 45°C and transglutaminase (Activa TI) was added. The emulsion was stirred at 45°C for 3 hours. The slurry was then heated to 85°C, stirred for 30 minutes, and then cooled to room temperature. Microcapsules were obtained (see Figures 7 to 10 for microcapsules K to N, respectively). [Table 5]

[0282] The stability of the prepared microcapsules in fabric softener was evaluated by storing them at 37° C. for 3 days. The results are shown in Table 6 below. The test protocol was the same as in Example 9 above.

[0283] [Table 6]

[0284] Example 11 Powder detergent composition A sufficient amount of the exemplified microcapsules is weighed and mixed into a powder detergent composition to add the equivalent of 0.2% perfume.

[0285] [Table 7]

[0286] Example 12 Liquid detergent composition The microcapsules of the present invention are dispersed in the liquid detergent base described below to give a concentration of 0.22% encapsulated perfume oil.

[0287] [Table 8]

[0288] Example 13 Rinse-off conditioner The microcapsules of the present invention are dispersed in the rinse-off conditioner base described below to give a concentration of 0.5% encapsulated perfume oil.

[0289] [Table 9]

[0290] Example 14 Shampoo composition The microcapsules of the present invention are weighed and mixed into a shampoo composition, and a perfume equivalent to 0.2% is added.

[0291] [Table 10]

[0292] Example 15 Antiperspirant roll-on emulsion composition The microcapsules of the present invention are weighed and mixed into an antiperspirant roll-on emulsion composition, and a perfume equivalent to 0.2% is added.

[0293] [Table 11]

[0294] Parts A and B are heated separately to 75°C. Part A is added to Part B under stirring, and the mixture is homogenized for 10 minutes. The mixture is then cooled under stirring, and when the mixture reaches 45°C, Part C is slowly added, and when the mixture reaches 35°C, Part D is added with stirring. The mixture is then cooled to room temperature.

[0295] Example 16 Deodorant spray composition The microcapsules of the present invention are weighed and mixed into an antiperspirant roll-on emulsion composition, and a perfume equivalent to 0.2% is added.

[0296] [Table 12]

[0297] All ingredients are mixed and dissolved according to the order in Table 12. Aerosol cans are then filled, crimped and propellant added (aerosol fill: 40% active solution 60% propane / butane 2.5 bar).

[0298] Example 17 Shower gel composition The microcapsules of the present invention are weighed and mixed into the following composition, and a fragrance equivalent to 0.2% is added.

[0299] [Table 13]

[0300] Example 18 Unit Dose Formulations A sufficient amount of the exemplary microcapsules is weighed and mixed into a unit dose formulation to add the equivalent of 0.2% perfume.

[0301] The unit dose formulation can be contained in a PVOH (polyvinyl alcohol) film.

[0302] [Table 14]

[0303] Example 19 Bar soap A sufficient amount of the exemplary microcapsules is weighed out and mixed into a bar soap formulation at a concentration of 7.5% w / w.

[0304] [Table 15]

[0305] Example 20 Cosmetic day cream A sufficient amount of the exemplified microcapsules is weighed and mixed into a cosmetic skin cream (see composition below) at a concentration of 5% w / w.

[0306] [Table 16]

[0307] Example 21 Toothpaste formulations A sufficient amount of microcapsule slurry M (prepared according to the protocol disclosed in Example 1 except that menthol flavor is encapsulated) is weighed and mixed into the following composition to add the equivalent of 0.2% flavor.

[0308] [Table 17]

Claims

1. Coacervate core-shell microcapsules comprising a hydrophobic material, preferably a flavor or fragrance; a) the hydrophobic material is encapsulated in the core of the coacervate core-shell microcapsules; b) the shell of the coacervate core-shell microcapsules comprises at least one Moringa oleifera extract; the shell is crosslinked; Microcapsules.

2. 2. The microcapsules of claim 1, wherein the Moringa oleifera extract is a Moringa oleifera seed extract.

3. 3. Microcapsules according to claim 1 or 2, wherein the Moringa oleifera extract is an extract from Moringa oleifera seed powder, preferably deoiled Moringa oleifera seed powder.

4. Microcapsules according to any one of claims 1 to 3, wherein the protein content in the Moringa oleifera extract is comprised between 30% and 90% by weight, preferably between 40% and 80% by weight, based on the total weight of the extract.

5. 5. Microcapsules according to any one of claims 1 to 4, wherein the Moringa oleifera extract is present in an amount comprised between 0.1% and 30%, preferably between 1% and 15%, based on the total weight of the microcapsules.

6. 6. The microcapsule of claim 1, wherein the shell comprises a non-proteinaceous polymer and / or a proteinaceous polymer.

7. 7. The microcapsules of claim 1, wherein the shell of the microcapsules is crosslinked using formaldehyde, genipin, tannin, acetaldehyde, glutaraldehyde, glyoxal, chrome alum, transglutaminase, and mixtures thereof.

8. 8. The microcapsule of claim 1, wherein the shell comprises additional polymeric material.

9. 9. The microcapsule of claim 8, wherein the polymeric material is selected from the group consisting of polyurea, polyurethane, polyamide, polyester, polyacrylate, polysiloxane, polycarbonate, polysulfonamide, polymers of urea and formaldehyde, polymers of melamine and formaldehyde, polymers of melamine and urea or polymers of melamine and glyoxal, and mixtures thereof.

10. Microcapsules according to claim 8 or 9, wherein said polymeric material is used in an amount comprised between 0.5 and 20% based on the total weight of said microcapsules.

11. 11. A method for preparing coacervate core-shell microcapsules according to any one of claims 1 to 10, comprising the steps of: a) preparing a solution by dissolving at least one Moringa oleifera extract in an aqueous solution, preferably water; b) optionally preparing a solution by dissolving at least one non-protein polymer and / or at least one protein polymer in an aqueous solution, preferably water; c) optionally mixing the prepared solution comprising at least one plant protein extract and at least one non-protein polymer and / or at least one protein polymer; d) preparing an emulsion and / or suspension by emulsifying and / or suspending a hydrophobic material and optionally a multifunctional monomer in said solution; e) forming a coacervate shell comprising said Moringa oleifera extract and, optionally, said non-proteinaceous polymer and / or said proteinaceous polymer around droplets and / or particles of said hydrophobic material present in the emulsion and / or suspension; f) crosslinking the shell; A method comprising:

12. 12. A process according to claim 11, wherein step f) is carried out using a cross-linking agent in an amount comprised between 0.005 and 5%, preferably between 0.5 and 2%, based on the total weight of the emulsion and / or suspension.

13. 11. A consumer product comprising the coacervate core-shell microcapsules of any one of claims 1 to 10, wherein the consumer product is a flavored or fragranced product.

14. 14. The consumer product of claim 13, wherein the fragranced product is selected from the group consisting of a liquid or solid detergent, a fabric softener, a liquid or solid fragrance booster, a shampoo, a shower gel, a hair conditioning product, a deodorant, or an antiperspirant.

15. 14. The consumer product of claim 13, wherein the flavored product is selected from the group consisting of meat and / or fish based foods or analogs, stock, savory cubes, powder mixes, beef or pork based products, seafood, surimi, instant noodles, rice, soups, sauces, ready meals, frozen or refrigerated pizza, pasta, potato flakes or fries, noodles, potato / tortilla chips, microwave popcorn, nuts, pretzels, mochi, rice crackers, fermented milk analog beverages, acidified milk analog beverages, non-fermented milk analog beverages, cheese or cheese analogs, yogurt or yogurt analogs, dietary supplements, nutritional bars, cereals, ice cream, non-dairy ice cream, confectionery products, chewing gum, hard-boiled candy, and powdered beverages.

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