Protein-based microcapsules

Abstract

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

Description

Technical Field

[0001] The present invention relates to a novel process for preparing protein-based microcapsules. Protein-based microcapsules are also an object of the present invention. Perfuming compositions and consumer products, in particular perfumed consumer products in the form of home care or personal care products, comprising said microcapsules are also part of the present invention. Background Art

[0002] One of the problems facing the perfume industry is that the olfactory benefits provided by odorous compounds are lost relatively quickly due to their volatility, especially the volatility of the "top notes". In order to adjust the release rate of volatiles, a delivery system (such as microcapsules containing fragrances) is needed to protect and release the core payload when triggered. For these systems, a key requirement of the industry is to be able to remain suspended in challenging base materials without physical decomposition or degradation. This is called the stability of the delivery system. For example, aromatic personal and household cleansers containing high levels of aggressive surfactant detergents are very challenging for the stability of microcapsules.

[0003] Polyurea and polyurethane based microcapsule slurries are widely used, for example, in the perfumery industry, as they provide a long-lasting pleasant olfactory effect after application to various substrates.These microcapsules are widely disclosed in the prior art.

[0004] Besides performance in terms of stability and olfactory properties, consumer demand for eco-friendly delivery systems is gaining importance and is driving the development of new delivery systems.

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

[0006] The present invention proposes a solution to the above-mentioned problems by providing novel protein-based microcapsules and a method for preparing the same. Summary of the Invention

[0007] Surprisingly, it has now been found that well-performing core-shell microcapsules encapsulating hydrophobic materials can be obtained by reacting polyfunctional monomers (e.g., acid chlorides) with optional reactants (e.g., at least one amino compound) in the presence of proteins (preferably vegetable proteins). The microcapsules of the present invention thus offer a solution to the aforementioned problems, as they allow the preparation of eco-friendly microcapsules with the desired stability in challenging substrates.

[0008] In a first aspect, the present invention relates to a core-shell microcapsule comprising:

[0009] - a core comprising a hydrophobic material, preferably a fragrance oil, and

[0010] protein, sunflower seed protein, fungal protein and mixtures thereof.

[0011] Another object of the present invention is a core-shell microcapsule slurry comprising at least one microcapsule comprising:

[0012] - a core comprising a hydrophobic material, preferably a fragrance oil, and

[0013] - a polymer shell comprising a protein selected from the group consisting of canola protein, sunflower protein, fungal protein and mixtures thereof.

[0014] Another object of the present invention is a method for preparing a core-shell microcapsule slurry, comprising the steps of:

[0015] a) preparing an oil phase comprising a hydrophobic material, preferably a fragrance, to form an oil phase;

[0016] b) dispersing the oil phase obtained in step a) into the dispersed phase to form a two-phase dispersion;

[0017] c) performing a curing step to form microcapsules in the form of a slurry;

[0018] wherein a multifunctional monomer is added to the oil phase and / or the dispersed phase, and

[0019] Therein, a protein selected from the group consisting of rapeseed protein, sunflower seed protein, fungal protein and mixtures thereof is added to the oil phase and / or the dispersed phase.

[0020] The invention also relates to flavoured consumer products and flavoured edible products comprising the microcapsules as defined above. DETAILED DESCRIPTION

[0021] Unless otherwise indicated, percentages (%) are by weight of the composition.

[0022] By "active ingredient" is meant a single compound or a combination of ingredients.

[0023] By "flavor oil or flavor (flavoring) oil" is meant a single flavoring or flavoring compound, or a mixture of several flavoring or flavoring compounds.

[0024] By “consumer product” or “final product,” we mean a finished good that is ready for distribution, sale, and use by consumers.

[0025] For the sake of clarity, the expression "dispersion" in the present invention refers to a system in which particles are dispersed in a continuous phase of different composition, and it specifically includes a suspension or an emulsion.

[0026] In the present invention, the term "microcapsule" or similar expressions refers to core-shell microcapsules having a particle size distribution in the micrometer range (e.g., an average diameter (d(v,0.5)) of about 1 to 3000 μm, preferably 1 to 500 μm), and comprising an outer solid polymer shell and an inner continuous oil phase surrounded by the outer shell. According to a specific embodiment, the polymer shell is a polyamide-based shell.

[0027] According to one embodiment, the microcapsules are not coacervates.

[0028] By "microcapsule slurry" is meant microcapsules dispersed in a liquid. According to one embodiment, the slurry is an aqueous slurry, ie the microcapsules are dispersed in an aqueous phase.

[0029] By "amino compound" is understood a compound having at least one reactive amine group.

[0030] By "polyamide-based microcapsules", "polyamide-based core-shell microcapsules" or "polyamide-based shells" is meant that the shell of the microcapsules comprises a polyamide material. The expression "polyamide-based microcapsules" may also encompass a shell made of a composite comprising a polyamide material and another material, such as a protein as defined in the present invention.

[0031] In the present invention, "polyamide-based microcapsules" and "polyamide microcapsules" are used without distinction. In the present invention, "polyamide-based shells" and "polyamide shells" are used without distinction.

[0032] By "multifunctional monomer" is meant a molecule that, as a unit, chemically reacts or combines to form a polymer or supramolecular polymer. The multifunctional monomer of the present invention has at least two functional groups that can react or combine with functional groups of another component and / or can polymerize to form a polymer shell.

[0033] It has been found that core-shell microcapsules, preferably polyamide-based microcapsules, can be obtained with generally good performance in challenging binders.

[0034] Core-shell microcapsules

[0035] A first object of the present invention is a core-shell microcapsule comprising:

[0036] - a core comprising a hydrophobic material, preferably a fragrance oil, and

[0037] - a polymeric shell comprising a protein selected from the group consisting of canola protein, sunflower protein, fungal protein and mixtures thereof.

[0038] According to one embodiment, the proteins in the polymer shell are cross-linked.

[0039] According to one embodiment, the protein in the polymer shell is partially cross-linked.

[0040] According to one embodiment, the proteins in the polymer shell are not cross-linked.

[0041] According to one embodiment, the polymer shell comprises polymerized multifunctional monomers.

[0042] According to one embodiment, the polymer shell is a cured polymer shell.

[0043] According to one embodiment, the microcapsules are not agglomerated.

[0044] hydrophobic materials

[0045] According to one embodiment, the core is an oil-based core.

[0046] The hydrophobic material according to the present invention may be an "inert" material, such as a solvent or an active ingredient.

[0047] By "hydrophobic material" is meant any hydrophobic material that forms a two-phase dispersion when mixed with water. Hydrophobic materials are typically liquid at about 20°C.

[0048] According to one embodiment, the hydrophobic material is a hydrophobic active ingredient.

[0049] When the hydrophobic materials are active ingredients, they are preferably selected from the group consisting of flavors, flavoring ingredients, fragrances (daily fragrances), fragrance ingredients, nutritional supplements, cosmetics, pest control agents, biocide active ingredients and mixtures thereof.

[0050] According to a particular embodiment, the hydrophobic material comprises a phase change material (PCM).

[0051] According to a particular embodiment, the hydrophobic material comprises a mixture of a fragrance and another ingredient selected from the group consisting of a nutraceutical, a cosmetic, a pest control agent, and a biocide active ingredient.

[0052] According to a specific embodiment, the hydrophobic material comprises a mixture of a biocide active ingredient and another ingredient selected from the group consisting of a fragrance, a nutraceutical, a cosmetic, a pest control agent.

[0053] According to a specific embodiment, the hydrophobic material comprises a mixture of a pest control agent and another ingredient selected from the group consisting of a fragrance, a nutraceutical, a cosmetic, a biocide active ingredient.

[0054] According to one particular embodiment, the hydrophobic material comprises a fragrance.

[0055] According to a particular embodiment, the hydrophobic material consists of a fragrance.

[0056] According to a particular embodiment, the hydrophobic material consists of a biocide active ingredient.

[0057] According to a particular embodiment, the hydrophobic material consists of a pest control agent.

[0058] By "fragrance" (or also referred to as "fragrance oil") it is meant here an ingredient or composition that is liquid at about 20°C. According to any of the above embodiments, the fragrance oil may be a single fragrance ingredient or a mixture of ingredients in the form of a fragrance composition. As a "fragrance ingredient" it is meant here a compound whose primary purpose is to impart or modify an odor. In other words, to be considered a fragrance ingredient such an ingredient must be recognized by a person skilled in the art as being capable of imparting or modifying the odor of a composition in at least an active or pleasant manner, rather than merely having an odor. For the purposes of the present invention, fragrance oils also include combinations of fragrance ingredients with substances that together improve, enhance or modify the delivery of the fragrance ingredient, such as fragrance precursors, emulsions or dispersions, as well as combinations that impart other benefits in addition to changing or imparting odor, such as long-lastingness, burst, malodor counteracting, antimicrobial effects, microbial stability, pest control.

[0059] The character and type of the perfuming ingredients present in the oil phase do not guarantee to be described in more detail here, and it is all that cannot be exhaustive in any case, and the technical staff can select them based on its general knowledge and according to expected use or application and required organoleptic effect. Generally speaking, these perfuming ingredients belong to different chemical classes, as alcohols, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogenous or sulfur-containing heterocyclic compounds and essential oils, and the perfuming auxiliary component can be natural origin or synthetic origin. In any case, many in these auxiliary components are listed in references such as the work Perfume and Flavor Chemicals of S.Arctander, 1969, Montclair, New Jersey, USA or its updated version or other works of similar nature, and in the patent documentation enriched in the spices field.

[0060] In particular, one may cite the perfuming ingredients commonly used in perfumery formulas, for example:

[0061] -Aldehyde aroma components: decanal, dodecanal, 2-methylundecanal, 10-undecanal, octanal, nonanal and / or nonenal;

[0062] - Aromatic herbal ingredients: eucalyptus oil, camphor, eucalyptol, 5-methyltricyclo[6.2.1.0 2,7 ]Undec-4-one, 1-methoxy-3-hexanethiol, 2-ethyl-4,4-dimethyl-1,3-oxathiinane, 2,2,7 / 8,9 / 10-tetramethylspiro[5.5]undec-8-en-1-one, menthol and / or α-pinene;

[0063] - balsamic ingredients: coumarin, ethyl vanillin and / or vanillin;

[0064] - Citrus aroma ingredients: dihydromyrcenol, citral, orange oil, linalyl acetate, citronellyl nitrile, orange terpenes, limonene, 1-p-menthen-8-yl acetate and / or 1,4(8)-p-menthenadiene;

[0065] - Floral fragrance ingredients: methyl dihydrojasmonate, linalool, citronellol, phenylethyl alcohol, 3-(4-tert-butylphenyl)-2-methylpropanal, hexyl cinnamaldehyde, benzyl acetate, benzyl salicylate, tetrahydro-2-isobutyl-4-methyl-4(2H)-pyranol, β-ionone (β-violet ketone), 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 Ketone, 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-butene-1-one, (2E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-butene-1-one, (2E)-1-[2,6,6-trimethyl-3-cyclohexen-1-yl]-2-butene-1-one, (2E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butene-1-one, 3-(3,3 / 1,1-dimethyl-5-indanyl)propanal, 2,5-dimethyl-2-indanmethanol, 2, 6,6-Trimethyl-3-cyclohexene-1-carboxylate, 3-(4,4-dimethyl-1-cyclohexen-1-ylpropanal, hexyl salicylate, 3,7-dimethyl-1,6-nonadien-3-ol, 3-(4-isopropylphenyl)-2-methylpropanal, tricyclodecenyl acetate, geraniol, p-menthen-1-en-8-ol, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate, 1,1-dimethyl-2-phenylethyl acetate, 4-cyclohexyl-2-methyl-2-butanol, amyl salicylate, methyl homocis-dihydrojasmonate, 3-methyl-5-phenylbenzene 1-Hydroxy-1-pentanol, tricyclodecenyl propionate, geranyl acetate, tetrahydrolinalool, cis-7-p-menthol, (S)-2-(1,1-dimethylpropoxy)propyl propionate, 2-methoxynaphthalene, 2,2,2-trichloro-1-phenylethyl acetate, 4 / 3-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde, amylcinnamaldehyde, 8-decene-5-lactone, 4-phenyl-2-butanone, isononyl acetate, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate, tricyclodecenyl isobutyrate, and / or a mixture of methylionone isomers;

[0066] - Fruity aroma ingredients: γ-undecalactone, 2,2,5-trimethyl-5-pentylcyclopentanone, 2-methyl-4-propyl-1,3-oxathiane, 4-decanoic acid ethyl ester, hexyl acetate, 2-methylbutyric acid ethyl ester, γ-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;

[0067] - Green fragrance ingredients: 2-methyl-3-hexanone (E)-oxime, 2,4-dimethyl-3-cyclohexene-1-carbaldehyde, 2-tert-butyl-1-cyclohexyl acetate, styryl 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;

[0068] Musk ingredients: 1,4-dioxa-5,17-cycloheptadecanedione, (Z)-4-cyclopentadecen-1-one, 3-methylcyclopentadecanone, 1-oxa-12-cyclohexadecene-2-one, 1-oxa-13-cyclohexadecene-2-one, (9Z)-9-cycloheptadecene-1-one, 2-{1S)-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate, 3-methyl-5- Cyclopentadecen-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-methylpropyl propionate, oxacyclohexadecane-2-one and / or (1S,1'R)-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxycarbonyl]methyl propionate;

[0069] - Wood fragrance 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-naphthyl)-1-ethanone, patchouli oil, terpene fraction of patchouli oil, (1'R,E)-2-ethyl-4-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-2-buten-1-ol, 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, methyl cedryl ketone, 5-(2,2,3-trimethyl-3-cyclopentenyl)-3-methylpentan-2-ol, 1-(2,3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-yl)ethan-1-one and / or isobornyl acetate;

[0070] - Other ingredients (e.g., ambery, powdery, spicy, or watery): dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan and any of its stereoisomers, piperonal, anisaldehyde, eugenol, cinnamaldehyde, clove oil, 3-(1,3-benzodioxol-5-yl)-2-methylpropanal, 7-methyl-2H-1,5-benzodioxepin-3(4H)-one, 2,5,5-trimethyl-1,2,3,4,4a,5,6,7-octahydro-2-naphthol, 1-phenylvinyl acetate, 6-methyl-7-oxa-1-thia-4-azaspiro[4.4]nonane, and / or 3-(3-isopropyl-1-phenyl)butanal.

[0071] It will also be understood that the ingredients may also be compounds known to release various types of perfuming compounds in a controlled manner, also known as pro-fragrances or pro-fragrances. Non-limiting examples of suitable pro-fragrances may include 4-(dodecylthio)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-butanone, 4-(dodecylthio)-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butanone, 3-(dodecylthio)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-1-butanone, 2-(dodecylthio)octan-4-one, 2-phenylethyl oxy(phenyl)acetate, 3,7-dimethylocta-2,6-diene-1-oxo(phenyl)acetate. 1-yl)benzene, (3-methyl-4-phenethoxybut-3-en-1-yl)benzene, 1-(((Z)-hex-3-en-1-yl)oxy)-2-methylundec-1-ene, (2-((2-methylundec-1-en-1-yl)oxy)ethoxy)benzene, 2-methyl-1-(oct-3-yloxy)undec-1-ene, 1-methoxy-4-(1-phenylethoxyprop-1-en-2-yl)benzene, 1-methyl-4-(1-phenylethoxyprop-1-en-2-yl)benzene, 2-(1-phenylethoxyprop-1-en-2-yl)naphthalene, (2-phenylethoxyvinyl)benzene, 2-(1-((3,7-dimethyloct-6-en-1-yl)oxy)prop-1-en-2-yl)naphthalene, (2-((2-pentylcyclopentylidene)methoxy)benzene 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 a mixture thereof.

[0072] The perfuming ingredients can be dissolved in solvents currently used in the perfume industry. The solvent is preferably not an alcohol. Examples of such solvents are diethyl phthalate, isopropyl myristate, (rosin 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, e.g. or benzyl benzoate. Preferably, the fragrance contains less than 30% solvent. More preferably, the fragrance contains less than 20%, and even more preferably, less than 10% solvent, all of these percentages being by weight relative to the total weight of the fragrance. Most preferably, the fragrance is substantially free of solvent.

[0073] Preferred perfuming ingredients are those with high steric hindrance (bulky materials), in particular ingredients from one of the following groups:

[0074] - Group 1: perfuming ingredients comprising a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring substituted by at least one linear or branched C1-C4 alkyl or alkenyl substituent;

[0075] - Group 2: perfuming ingredients comprising a cyclopentane, cyclopentene, cyclopentanone or cyclopentenone ring substituted by at least one linear or branched C4-C8 alkyl or alkenyl substituent;

[0076] - Group 3: perfuming ingredients comprising a benzene ring, or perfuming ingredients comprising a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring substituted by at least one linear or branched C5-C8 alkyl or alkenyl substituent, or substituted by at least one phenyl substituent and optionally substituted by one or more linear or branched C1-C3 alkyl or alkenyl substituents;

[0077] - Group 4: perfuming ingredients comprising at least two fused or linked C5 and / or C6 rings;

[0078] - Group 5: Perfuming ingredients containing a camphor-like ring structure;

[0079] - Group 6: Contains at least one C7-C 20 Ring-structured flavoring ingredients;

[0080] - Group 7: perfuming ingredients having a logP value higher than 3.5 and containing at least one tert-butyl or at least one trichloromethyl substituent;

[0081] Examples of components from each of these groups include:

[0082] - Group 1: 2,4-dimethyl-3-cyclohexene-1-carbaldehyde (source: Firmenich SA, Geneva, Switzerland), isocitral, menthone, isomenthone, methyl 2,2-dimethyl-6-methylene-1-cyclohexanecarboxylate (source: Firmenich SA, Geneva, Switzerland), nerol, terpineol, dihydroterpineol, terpene acetate, dihydroterpene acetate, dipentene, eucalyptol, hexylate, rose oxide, (S)-1,8-menthadien-7-ol (source: Firmenich SA, Geneva, Switzerland) SA, Geneva, Switzerland), l-p-menthen-4-ol, (1RS,3RS,4SR)-3-p-menthyl acetate, (1R,2S,4R)-4,6,6-trimethyl-bicyclo[3,1,1]heptan-2-ol, tetrahydro-4-methyl-2-phenyl-2H-pyran (Source: Firmenich SA, Geneva, Switzerland), cyclohexyl acetate, trimethylcyclohexyl acetate (cyclanol), 1,4-cyclohexanediethyl dicarboxylate (Source: Firmenich SA, Geneva, Switzerland), (3RS,3aRS,6SR,7ASR)-perhydro-3,6-dimethyl-benzo[B]furan-2-one (Source: Firmenich SA, Geneva, Switzerland), (6R)-perhydro-3,6-dimethyl-benzo[B]furan-2-one (Source: Firmenich SA, Geneva, Switzerland), 2,4,6-trimethyl-4-phenyl-1,3-dioxane, 2,4,6-trimethyl-3-cyclohexene-1-carbaldehyde;

[0083] - Group 2: (E)-3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol (Source: Givaudan SA, Vergne, Switzerland), (1'R,E)-2-ethyl-4-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-2-buten-1-ol (Source: Firmenich SA, Geneva, Switzerland), (1'R,E)-3,3-dimethyl-5-(2',2',3'-trimethyl-3'-cyclopenten-1'yl)-4-penten-2-ol (Source: Firmenich SA, Geneva, Switzerland), 2-heptylcyclopentanone, methyl-cis-3-oxo-2-pentyl-1-cyclopentane acetate (Source: Firmenich SA, Geneva, Switzerland), 2,2,5-trimethyl-5-pentyl-1-cyclopentanone (Source: Firmenich SA, Geneva, Switzerland), SA, Geneva, Switzerland), 3,3-dimethyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol (Source: Firmenich SA, Geneva, Switzerland), 3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-pentanol (Source: Givaudan SA, Vergne, Switzerland);

[0084] - Group 3: damascenone, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one (source: 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 (source: Firmenich SA, Geneva, Switzerland), 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one (source: Firmenich SA, Geneva, Switzerland) SA, Geneva, Switzerland), (1S,1'R)-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxycarbonyl]methyl propionate (Source: Firmenich SA, Geneva, Switzerland), 2-tert-butyl-1-cyclohexyl acetate (Source: International Flavors and Fragrances, USA), 1-(2,2,3,6-tetramethyl-cyclohexyl)-3-hexanol (Source: Firmenich SA, Geneva, Switzerland), trans-1-(2,2,6-trimethyl-1-cyclohexyl)-3-hexanol (Source: Firmenich SA, Geneva, Switzerland), (E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, terpene isobutyrate, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate (Source: Firmenich SA, Geneva, Switzerland), 8-methoxy-1-menthene, (1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropyl propionate (Source: Firmenich SA, Geneva, Switzerland), p-tert-butylcyclohexanone, menthyl mercaptan, 1-methyl-4-(4-methyl-3-pentenyl)-3-cyclohexene-1-carbaldehyde, allyl cyclohexylpropionate, cyclohexyl salicylate, 2-methoxy-4-methylphenyl methyl carbonate, 2-methoxy-4-methylphenyl ethyl carbonate, 4-ethyl-2-methoxyphenyl methyl carbonate;

[0085] - Group 4: Methyl cedryl ketone (source: International Flavors and Fragrances, USA), 2-methylpropionic acid (1RS, 2SR, 6RS, 7RS, 8SR)-tricyclic [5.2.1.0 2,6 ]dec-3-en-8-yl ester and 2-methylpropionic acid (1RS, 2SR, 6RS, 7RS, 8SR)-tricyclo[5.2.1.0 2,6] mixture of dec-4-en-8-yl esters, vetyverol, vetyverone, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthyl)-1-ethanone (source: International Flavors and Fragrances, USA), (5RS,9RS,10SR)-2,6,9,10-tetramethyl-1-oxaspiro[4.5]dec-3,6-diene and (5RS,9SR,10RS) isomers, 6-ethyl-2,10,10-trimethyl-1-oxaspiro[4.5]dec-3,6-diene, 1,2,3,5,6,7-hexahydro-1,1,2,3,3-pentamethyl-4-indanone (source: International Flavors and Fragrances, USA) and Fragrances, USA), a mixture of 3-(3,3-dimethyl-5-indanyl)propanal and 3-(1,1-dimethyl-5-indanyl)propanal (Source: Firmenich SA, Geneva, Switzerland), 3',4-dimethyl-tricyclo[6.2.1.0(2,7)]undec-4-ene-9-spiro-2'-oxirane (Source: Firmenich SA, Geneva, Switzerland), 9 / 10-ethyldiene-3-oxatricyclo[6.2.1.0(2,7)]undecane, (perhydro-5,5,8A-trimethyl-2-naphthyl acetate (Source: Firmenich SA, Geneva, Switzerland), 1-naphthol (octalynol), (dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan (Source: Firmenich SA, Geneva, Switzerland) 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 propionate and tricyclo[5.2.1.0(2,6)]dec-4-en-8-yl propionate, (+)-(1S,2S,3S)-2,6,6-trimethyl-bicyclo[3.1.1]heptane-3-spiro-2′-cyclohexen-4′-one;

[0086] - Group 5: Camphor, borneol, isobornyl acetate, 8-isopropyl-6-methyl-bicyclo[2.2.2]oct-5-ene-2-carbaldehyde, pinene, camphene, 8-methoxycedane, (8-methoxy-2,6,6,8-tetramethyl-tricyclo[5.3.1.0(1,5)]undecane (source: Firmenich SA, Geneva, Switzerland), cedrene, cedrene alcohol, cedrol, 9-ethylidene-3-oxatricyclo[6.2.1.0(2,7)]undecan-4-one and 10-ethylidene-3-oxatricyclo[6.2.1.0(2,7)]undecan-4-one 2,7] a mixture of undec-4-one (source: Firmenich SA, Geneva, Switzerland), 3-methoxy-7,7-dimethyl-10-methylene-bicyclo[4.3.1]decane (source: Firmenich SA, Geneva, Switzerland);

[0087] - Group 6: (trimethyl-13-oxabicyclo-[10.1.0]-tridec-4,8-diene (source: Firmenich SA, Geneva, Switzerland), 9-hexadecene-16-lactone (source: Firmenich SA, Geneva, Switzerland), cyclopentadecenolactone (source: Firmenich SA, Geneva, Switzerland), 3-methyl(4 / 5)-cyclopentadecenone (source: Firmenich SA, Geneva, Switzerland), 3-methylcyclopentadecanone (source: Firmenich SA, Geneva, Switzerland), pentadecanolide (source: Firmenich SA, Geneva, Switzerland), cyclopentadecanone (source: Firmenich SA, Geneva, Switzerland), (1-ethoxyethoxy)cyclododecane (source: Firmenich SA, Geneva, Switzerland), 1,4-dioxaheptadecan-5,17-dione, 4,8-cyclododecadien-1-one;

[0088] - Group 7: (+-)-2-methyl-3-[4-(2-methyl-2-propyl)phenyl]propanal (source: Givaudan SA, Vergne, Switzerland), 2,2,2-trichloro-1-phenylethyl acetate.

[0089] Preferably, the fragrance 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 fragrance comprises at least 30%, preferably at least 50% of ingredients selected from Groups 3 to 7 as defined above. Most preferably, the fragrance comprises at least 30%, preferably at least 50% of ingredients selected from Group 3, Group 4, Group 6 or Group 7 as defined above.

[0090] According to another preferred embodiment, the fragrance comprises at least 30%, preferably at least 50%, more preferably at least 60% of ingredients having a logP higher than 3, preferably higher than 3.5, even more preferably higher than 3.75.

[0091] According to a specific embodiment, the fragrance used in the present invention contains less than 10% of its own weight of primary alcohols, less than 15% of its own weight of secondary alcohols and less than 20% of its own weight of tertiary alcohols. Advantageously, the fragrance used in the present invention does not contain any primary alcohols and contains less than 15% of secondary and tertiary alcohols.

[0092] According to one embodiment, the oil phase (or oil-based core) comprises:

[0093] - 25 to 100 wt% of a fragrance oil comprising at least 15 wt% of a high impact fragrance raw material having a Log T < -4, and

[0094] - 0-75% by weight of a density-balancing material having a density greater than 1.07 g / cm 3 .

[0095] "High impact fragrance raw materials" are understood to be fragrance raw materials with a Log T < -4. The odor threshold concentration of a chemical compound is determined in part by its shape, polarity, partial charge, and molecular weight. For convenience, the odor threshold concentration is expressed as the common logarithm of the threshold concentration, i.e., Log[threshold] ("LogT").

[0096] "Density balanced material" should be understood as having a density greater than 1.07 g / cm 3 And preferably materials with low odor or no odor.

[0097] The odour threshold concentration of the flavouring compounds is determined by using a gas chromatograph ("GC"). Specifically, the gas chromatograph is calibrated to determine the exact volume of the flavouring oil component injected by the syringe, the exact split ratio and the hydrocarbon response using hydrocarbon standards of known concentration and chain length distribution. The air flow rate is accurately measured and the sample volume is calculated assuming that the duration of a human inhalation lasts 12 seconds. Since the exact concentration at the detector at any point in time is known, the mass per volume inhaled is known and so is the concentration of the flavouring compound. To determine the threshold concentration, a solution is delivered to a sniffing port with a back-calculated concentration. The panellist sniffs the GC effluent and determines the retention time at which the odour is perceived. The average of all panellists determines the odour threshold concentration of the flavouring compound. The determination of 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.

[0098] In WO2018115250, high impact fragrance raw materials with Log T < -4 and with a density greater than 1.07 g / cm 3 The density of the density balance material properties, the contents of which are incorporated by reference.

[0099] According to one embodiment, the high impact fragrance raw materials with Log T<-4 are selected from the group consisting of: (+-)-1-methoxy-3-hexanethiol, 4-(4-hydroxy-1-phenyl)-2-butanone, 2-methoxy-4-(1-propenyl)-1-phenyl acetate, pyrazole butyl ether, 3-propylphenol, 1-(3-methyl-1-benzofuran-2-yl)ethanone, 2-(3-phenylpropyl)pyridine, 1-(3,3 / 5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, -1-one, a mixture comprising (3RS,3aRS,6SR,7ASR)-perhydro-3,6-dimethyl-benzo[B]furan-2-one and (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)-furanone, methyl 2,4-dihydroxy-3,6-dimethylbenzoate, 3-methylindole, (+-)-perhydro-4α,8Aβ-dimethyl -4a-naphthol, patchouli alcohol, 2-methoxy-4-(1-propenyl)phenol, a mixture comprising (+-)-5,6-dihydro-4-methyl-2-phenyl-2H-pyran and tetrahydro-4-methylidene-2-phenyl-2H-pyran, a mixture comprising 4-methylidene-2-phenyltetrahydro-2H-pyran and (+-)-4-methyl-2-phenyl-3,6-dihydro-2H-pyran, 4-hydroxy-3-methoxybenzaldehyde, nonenal, 2-methoxy-4-propylphenol, 3-methyl-5-phenyl-2-pentenenitrile, 1-(spiro[4.5]dec-6 / 7-en-7-yl)-4-penten-1-one, 2-methoxynaphthalene, (-)-(3aR,5AS,9AS,9BR)-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan, 5-nonalactone, (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-formylidene-3-one -cyclopentene-1-butanol, δ-damascenone ((2E)-1-[(1RS,2SR)-2,6,6-trimethyl-3-cyclohexen-1-yl]-2-buten-1-one), (+-)-3,6-dihydro-4,6-dimethyl-2-phenyl-2h-pyran, anisaldehyde, p-cresol, 3-ethoxy-4-hydroxybenzaldehyde, methyl 2-aminobenzoate, ethyl methylphenyl glycidate, γ-octalactone, ethyl 3-phenyl-2-acrylate, (-)-(2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol, p-cresol acetate, lauroyl lactone, dimethyl tricyclo[7.1.1.0. 2,7] Undec-2-en-4-one (tricyclone), (+)-(3R,5Z)-3-cyclopentadecen-1-one, undecyl lactone, (1R,4R)-8-mercapto-3-menthone, (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-undecene Aldehyde, (9Z)-9-undecenal, (Z)-4-decenal, (+-)-ethyl 2-methylpentanoate, 1,2-diallyldisulfane, 2-tridecenenitrile, 3-tridecenenitrile, (+-)-2-ethyl-4,4-dimethyl-1,3-oxathiinane, (+)-(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 ketone, (+-)-5E3-methyl-5-cyclopentadecen-1-one, cyclopropyl methyl 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-propyl)cyclohexanone oxime, 6-hexyltetrahydro-2H-pyran-2-one, (+-)-3-(3-isopropyl-1-phenyl)butanal, methyl 2-(3-oxo-2-pentylcyclopentyl)acetate, 1-(2,6,6-trimethyl-1-cyclohex-2-enyl)pent-1-en-3-one, indole, 7-propyl-2H,4H-1,5-benzodioxepan-3-one, ethyl praline, (4-methylphenoxy)acetaldehyde, tricyclo[5.2.1.0. 2,6]decane-2-carboxylic acid ethyl ester, (+)-(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, methylnonyl acetaldehyde, 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-thiazolinone 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-cyclopenten-1-yl)-4-penten-2-ol, (2 / 3-methylbutoxy)allyl 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.

[0100] According to one embodiment, the fragrance raw material with Log T < -4 is selected from the group consisting of aldehydes, ketones, alcohols, phenols, esters, lactones, ethers, epoxides, nitriles and mixtures thereof.

[0101] According to one embodiment, the fragrance raw material with Log T < -4 comprises at least one compound selected from the group consisting of alcohols, phenols, esters, lactones, ethers, epoxides, nitriles and mixtures thereof, preferably in an amount of 20 to 70 wt % based on the total weight of the fragrance raw materials with Log T < -4.

[0102] According to one embodiment, the fragrance raw materials with Log T <-4 comprise 20 to 70 wt. % of aldehydes, ketones and mixtures thereof, based on the total weight of the fragrance raw materials with Log T <-4.

[0103] Therefore, the remaining fragrance raw materials contained in the oil-based core may have a Log T > -4.

[0104] According to one embodiment, the fragrance raw materials with Log T>-4 are selected from the group consisting of ethyl 2-methylbutyrate, (E)-3-phenyl-2-propenyl acetate, (+-)-6 / 8-sec-butylquinoline, (+-)-3-(1,3-benzodioxol-5-yl)-2-methylpropanal, tricyclodecenyl propionate, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthyl)-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-oxadiazol-1-ol, Cyclo[2.2.2]octane, tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2H-pyran, dodecanal, 1-oxa-12-cyclohexadecene-2-one, (+-)-3-(4-isopropylphenyl)-2-methylpropanal, C11 aldehyde, (+-)-2,6-dimethyl-7-octen-2-ol, allyl 3-cyclohexylpropionate, (Z)-3-hexenyl acetate, 5-methyl-2-(2-n-propyl)cyclohexanone, allyl heptanoate, 2-(2-methyl-2-n-propyl)cyclohexyl acetate, 1,1-dimethyl-2-phenylethyl butyrate, geranyl acetate, neryl acetate, (+-)-1-phenylethyl acetate Ester, 1,1-dimethyl-2-phenylethyl acetate, 3-methyl-2-butenyl acetate, ethyl 3-oxobutanoate, (2Z)-ethyl 3-hydroxy-2-butenoate, 8-p-menthol, 8-p-menthyl acetate, 1-p-menthyl acetate, (+-)-2-(4-methyl-3-cyclohexen-1-yl)-2-propyl acetate, (+-)-2-methylbutyl butyrate, 2-{(1S)-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate, 3,5,6-trimethyl-3-cyclohexene-1-carbaldehyde, 2,4,6-trimethyl-3-cyclohexene-1-carbaldehyde, 2-cyclohexylethyl acetate Ester, octanal, ethyl butyrate, (+-)-(3E)-4-(2,6,6-trimethyl-1 / 2-cyclohexen-1-yl)-3-buten-2-one, 1-[(1RS,6SR)-2,2,6-trimethylcyclohexyl]-3-hexanol, 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane, 1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane, ethyl hexanoate, undecanal, decanal, 2-phenylethyl acetate, (1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol, (1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1] heptane-2-ol), (+-)-3,7-dimethyl-3-octanol, 1-methyl-4-(2-propylidene)cyclohexene, (+)-(R)-4-(2-methoxyprop-2-yl)-1-methylcyclohex-1-ene, tricyclodecenyl acetate, (3R)-1-[(1R,6S)-2,2,6-trimethylcyclohexyl]-3-hexanol, (3S)-1-[(1R,6S)-2,2,6-trimethylcyclohexyl]-3-hexanol, (3R)-1-[(1S,6S)-2,2,6-trimethylcyclohexyl]-3-hexanol, (+)-(1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropyl propionate, and mixtures thereof.

[0105] According to one embodiment, the core comprises a flavor formulation comprising:

[0106] - 0 to 60% by weight of a hydrophobic solvent (based on the total weight of the fragrance formulation),

[0107] - 40 to 100 wt. % of a fragrance oil (based on the total weight of the fragrance formulation), wherein the fragrance oil has at least two, preferably all, of the following properties:

[0108] o at least 35%, preferably 40%, preferably at least 50%, more preferably at least 60% of the perfuming ingredients have a log P greater than 3, preferably greater than 3.5,

[0109] o at least 20%, preferably 25%, preferably at least 30%, more preferably at least 40% of bulky hindering materials from Groups 1 to 6, preferably Groups 3 to 6, as defined above, and

[0110] o at least 15%, preferably at least 20%, more preferably at least 25%, even more preferably at least 30% of the high impact fragrance material as defined above having a Log T < -4,

[0111] - Optionally, additional hydrophobic active ingredients.

[0112] According to a particular embodiment, the fragrance comprises from 0 to 60% by weight of a hydrophobic solvent.

[0113] According to a particular embodiment, the hydrophobic solvent is a density balancing material, preferably selected from the group consisting of benzyl salicylate, benzyl benzoate, cyclohexyl salicylate, benzyl phenylacetate, phenylethyl phenylacetate, triacetin, ethyl citrate, methyl and ethyl salicylates, benzyl cinnamate and mixtures thereof.

[0114] In a particular embodiment, the hydrophobic solvent has a Hansen Solubility Parameter that is compatible with the entrapped fragrance oil.

[0115] The term "Hansen solubility parameter" is understood to refer to the solubility parameter method proposed by Charles Hansen for predicting the solubility of polymers and is based on the fact that the total vaporization energy of a liquid consists of several individual components. To calculate the "weighted Hansen solubility parameter", the effects of (atomic) dispersion forces, (molecular) permanent dipole-permanent dipole forces and (molecular) hydrogen bonding (electron exchange) must be combined. The "weighted Hansen solubility parameter" is calculated as (δD 2 +δP 2 +δH 2 ) 0.5 , where δD is the Hansen dispersion value (hereinafter also referred to as atomic dispersion force), δP is the Hansen polarizability value (hereinafter also referred to as dipole moment), and δH is the Hansen hydrogen bond ("h-bond") value (hereinafter also referred to as hydrogen bond). For a more detailed explanation of this parameter and this value, please refer to Charles Hansen's "The Three Dimensional Solubility Parameter and Solvent Diffusion Coefficient", Danish Technical Press (Copenhagen, 1967).

[0116] The Euclidean difference of the solubility parameters of the fragrance and the solvent was calculated as (4*(δD solvent -δD fragrance ) 2 +(δP solvent -δP fragrance ) 2 +(δH solvent -δH fragrance ) 2 ) 0.5 , where δD solvent ,δP solvent and δH solvent are the Hansen dispersion value, Hansen polarizability value and Hansen hydrogen bond value of the solvent respectively; and δD fragrance , δ fragrance and δH fragrance They are the Hansen dispersion value, Hansen polarizability value and Hansen hydrogen bond value of the fragrance respectively.

[0117] In a particular embodiment, the fragrance oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from the first group consisting of: atomic dispersion force (δD) of 12 to 20, dipole moment (δP) of 1 to 8, and hydrogen bonding (δH) of 2.5 to 11.

[0118] In a particular embodiment, the fragrance oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from the second group consisting of: atomic dispersion forces (δD) of 12 to 20, preferably 14 to 20, a dipole moment (δP) of 1 to 8, preferably 1 to 7, and hydrogen bonds (δH) of 2.5 to 11, preferably 4 to 11.

[0119] In a particular embodiment, at least 90% of the fragrance oils, preferably at least 95% of the fragrance oils, and most preferably at least 98% of the fragrance oils have at least two Hansen solubility parameters selected from the first group consisting of: atomic dispersion forces (δD) of 12 to 20, dipole moments (δP) of 1 to 8, and hydrogen bonding (δH) of 2.5 to 11.

[0120] In a particular embodiment, the fragrance oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from the second group consisting of: atomic dispersion forces (δD) of 12 to 20, preferably 14 to 20, a dipole moment (δP) of 1 to 8, preferably 1 to 7, and hydrogen bonds (δH) of 2.5 to 11, preferably 4 to 11.

[0121] According to one embodiment, the perfuming formulation comprises a fragrance modulator (which may be used together with the hydrophobic solvent when present, or as a substitute for the hydrophobic solvent when not present).

[0122] Preferably, a fragrance modulator is defined as a fragrance material having:

[0123] i. Vapor pressure less than 0.0008 Torr at 22°C;

[0124] ii. clogP of 3.5 or more, preferably 4.0 or more, more preferably 4.5;

[0125] iii. at least two Hansen solubility parameters selected from the first group consisting of: atomic dispersion forces of 12 to 20, dipole moments of 1 to 7, and hydrogen bonding of 2.5 to 11,

[0126] iv. at least two Hansen solubility parameters selected from the second group consisting of: atomic dispersion forces of 14 to 20, dipole moments of 1 to 8, hydrogen bonds of 4 to 11, when in solution with a compound having a vapor pressure in the range of 0.0008 to 0.08 Torr at 22°C.

[0127] Preferably, as examples, the following ingredients can be listed as regulators, but the list is not limited to the following substances: alcohol C12, oxahedral, 3-[(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)methoxy]-2-butanol, cyclohexadecanone, (Z)-4-cyclopentadecen-1-one, cyclopentadecanone, (8Z)-oxahedral, 2-[5-(tetrahydro-5-methyl-5-vinyl-2-furyl)-tetrahydro-5-methyl-2-furyl]-2-propanol, lilyral, 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-hexa Hydrocyclopenta[g]isochromene, (+)-(1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,1'-cyclohexane]-2'-en-4'-one, oxahedralidone, 2-{(1S)-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl propionate, (+)-(4 R,4aS,6R)-4,4a-dimethyl-6-(1-propen-2-yl)-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone, amylcinnamaldehyde, hexylcinnamaldehyde, hexyl salicylate, (1E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,6-heptadien-3-one, (9Z)-9-cycloheptadecene-1-one.

[0128] According to a particular embodiment, the hydrophobic material does not contain any active ingredient (e.g. fragrance). According to this particular embodiment, it comprises, preferably consists of, a hydrophobic solvent, preferably selected from isopropyl myristate, triglycerides (e.g. MCT oil, vegetable oil), D-limonene, silicone oil, mineral oil and mixtures thereof, and optionally a hydrophilic solvent preferably selected from the group consisting of 1,4-butylene glycol, benzyl alcohol, triethyl citrate, triacetin, benzyl acetate, ethyl acetate, propylene glycol (1,2-propylene glycol), 1,3-propylene glycol, dipropylene glycol, glycerol, glycol ethers and mixtures thereof.

[0129] The term "biocide" refers to a chemical substance that kills living organisms (e.g., microorganisms) or reduces or prevents their growth and / or accumulation. Biocides are commonly used in medicine, agriculture, forestry, and industry to prevent scaling 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, antibacterials, antivirals, antifungals, antiprotozoals, and / or antiparasitics.

[0130] As used herein, "pest control agent" refers to a substance used to repel or attract pests to reduce, inhibit or promote their growth, development or activity. Pests are any organisms, whether animals, plants or fungi, that are invasive or troublesome to plants or animals, including insects, especially arthropods, mites, spiders, fungi, weeds, bacteria and other microorganisms.

[0131] By "flavor oil" is meant a flavoring ingredient, or a mixture of flavoring ingredients, solvents, or adjuvants currently used to prepare 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 sensory properties, particularly its flavor and / or taste. Flavoring ingredients are well known to those skilled in the art, and their properties do not warrant a more detailed description here, which is in no way exhaustive, and a skilled flavorist can select them based on their general knowledge and the intended use or application and the desired sensory effect. Many of these flavoring ingredients are listed in the literature, such as S. Arctander's book Perfume and Flavor Chemicals, 1969, Montclair, NJ, USA, or its most recent editions, or other works of similar nature, such as Fenaroli's Handbook of Flavor Ingredients, 1975, CRC Press, or M.B. Jacobs' Synthetic Food Adjuncts, 1947, van Nostrand Co., Inc. The solvents and adjuvants currently used to prepare flavoring formulations are also well known in the art.

[0132] In a specific embodiment, the flavoring agent is a mint flavoring agent.In a more specific embodiment, the mint is selected from the group consisting of peppermint and spearmint.

[0133] In a further embodiment, the flavoring agent is a cooling agent or a mixture thereof.

[0134] In another embodiment, the flavor is a menthol flavor.

[0135] Flavorings derived from or based on fruits in which citric acid is the primary naturally occurring acid include, but are not limited to, citrus fruits (e.g., lemons, limes), limonene, strawberries, oranges, and pineapples. In one embodiment, the flavored food is lemon juice, lime juice, or orange juice extracted directly from the fruit. Other embodiments of flavorings include juices or liquids extracted from oranges, lemons, grapefruits, limes, citrons, clementines, mandarins, tangerines, and any other citrus fruits or their variants or hybrids. In a specific embodiment, flavorings include liquids extracted or distilled from oranges, lemons, grapefruits, limes, citrons, clementines, tangerines, any other citrus fruits or their variants or hybrids, pomegranates, kiwis, watermelons, apples, bananas, blueberries, melons, ginger, bell peppers, cucumbers, passion fruit, mangoes, pears, tomatoes, and strawberries.

[0136] In a specific embodiment, the flavor comprises a limonene-containing composition. In a specific embodiment, the composition is citrus further comprising limonene.

[0137] In another specific embodiment, the flavor comprises a flavor selected from the group consisting of strawberry, orange, lime, tropical fruit, berry mix, and pineapple.

[0138] The phrase flavoring agent includes not only flavoring agents that impart or modify the smell of food, but also ingredients that impart or modify taste. The latter do not necessarily have a taste or smell themselves, but can improve the taste provided by other ingredients such as salt-enhancing ingredients, sweet-enhancing ingredients, umami-enhancing ingredients, bitter-blocking ingredients, etc.

[0139] In further embodiments, suitable sweetening components may be included in the particles described herein. In a specific embodiment, the sweetening component is selected from the group consisting of sugars (such as, but not limited to, sucrose), stevia components (such as, but not limited to, stevioside or rebaudioside A), sodium cyclamate (cyclamate), aspartame, sucralose, saccharin sodium, and acesulfame potassium, or mixtures thereof.

[0140] polymer shell

[0141] According to one embodiment, the polymer shell comprises a material, preferably a polymer (polymer) material selected from the group consisting of polyamide, polyurea, polyurethane, 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.

[0142] According to a particular embodiment, the polymeric (poly) material is a polyamide.

[0143] According to a particular embodiment, the polyamide material is obtained from the reaction between an acid chloride and at least one amino compound (ie at least one amino compound A), such as ethylenediamine (EDA), in the presence of canola protein.

[0144] According to a particular embodiment, the polyamide material is obtained from the reaction between an acid chloride and at least two amino compounds, ie at least one amino compound A and at least one amino compound B, such as L-lysine and ethylenediamine (EDA).

[0145] According to a particular embodiment, the polyamide is obtained from the reaction between an acid chloride and at least three amino compounds, namely at least one amino compound A, at least one amino compound B and at least one amino compound C, such as L-lysine, ethylenediamine (EDA) and diethylenetriamine (DETA).

[0146] The amino compound (A and / or B and / or C) can be selected from the group consisting of: ethylene amine with a functionality greater than 3 amine, also known as "ethyleneamine"), polyethyleneimine (branched or linear), aminosilanes (e.g., bis[3-(triethoxysilyl)propyl]amine, 3-(2-aminoethylamino)propyltriethoxysilane, 3-aminopropyltriethoxysilane), cystamine, cystamine hydrochloride, cystine, cystine hydrochloride, cystine dialkyl esters, cystine dialkyl ester hydrochloride, phenylenediamine, 1,2-diaminocyclohexane, 1,4-diaminocyclohexane, polyetheramine, ethylenediamine, diethylenetriamine, spermine, spermidine, polyamidoamine (PAMAM), guanidine carbonate, chitosan, tris-(2-aminoethyl)amine, 3-aminopropyltriethoxysilane, 1,4-diaminobutane, 2,2-dimethyl-1,3-propanediamine, 1,3-diaminopentane (Dytek EP diamine), 1,2-diaminopropane, triethylenetetramine, 1,3-diaminopropane; urea; ethylene urea; aminoguanidine bicarbonate; 1-(2-aminoethyl)imidazolin-2-one; N-(3-aminopropyl)-N-dodecylpropane-1,3-diamine; N1-(2-aminoethyl)-N1-dodecyl-1,2-ethylenediamine; aminoethylethanolamine; N1-(3-aminopropyl)propane-1,3-diamine, polyethyleneimine, amino acids such as lysine, arginine, leucine, histidine, tryptophan, serine, glutamine, threonine, alanine, asparagine, aspartic acid, cysteine, glutamic acid, glycine, isoleucine, methionine, phenylalanine, proline, tyrosine, valine, and mixtures thereof.

[0147] Preferably, the amino acid is L-lysine, L-arginine, L-histidine, L-tryptophan, L-serine, L-glutamine, L-threonine, L-leucine, and / or oligomers and polymers derived therefrom, and mixtures thereof.

[0148] According to a particular embodiment, the at least one amino compound is an amino acid, preferably selected from the group consisting of L-lysine, L-arginine, L-histidine, L-tryptophan, L-serine, L-glutamine, L-threonine, L-leucine and mixtures thereof.

[0149] By "ethyleneamine having a functionality greater than 3" it is understood that ethyleneamine having a functionality of 3 is not included. This functionality encompasses different amine functional groups, such as primary and / or secondary and / or tertiary amines.

[0150] According to one embodiment, the amino compound (A and / or B and / or C) is selected from the group consisting of: m-xylylenediamine, 1,2-diaminocyclohexane, 1,4-diaminocyclohexane, L-lysine, L-lysine ethyl ester, polyetheramine Ethylenediamine, diethylenetriamine, spermine, spermidine, polyamidoamine (PAMAM), guanidine carbonate, chitosan, tris-(2-aminoethyl)amine, 3-aminopropyltriethoxysilane, L-arginine, 1,4-diaminobutane, 2,2-dimethyl-1,3-propanediamine, 1,3-diaminopentane (Dytek EP diamine), 1,2-diaminopropane, triethylenetetramine, amines with disulfide bonds such as cystamine, cystamine hydrochloride, cystine, cystine hydrochloride, cystine dialkyl esters, cystine dialkyl ester hydrochloride, and mixtures thereof.

[0151] According to one embodiment, the ethyleneamine having a functionality greater than 3 is selected from the group consisting of triethylenetetramine and tetraethylenepentamine.

[0152] According to a particular embodiment, the acid chloride conforms to the following formula (I):

[0153]

[0154] wherein n is an integer from 1 to 8, preferably from 1 to 6, more preferably from 1 to 4, and

[0155] Where X is a C2 to C 45 a hydrocarbon radical, optionally comprising at least one radical selected from (i) to (xi), in particular from (i) to (vi),

[0156]

[0157] wherein R is a hydrogen atom or an alkyl group, such as a methyl group or an ethyl group, preferably a hydrogen atom.

[0158] It is understood that by "hydrocarbyl..." it is meant that the group is composed of hydrogen and carbon atoms and can be in the form of an aliphatic hydrocarbon, i.e. a straight-chain or branched saturated hydrocarbon (e.g. an alkyl), a straight-chain or branched unsaturated hydrocarbon (e.g. an alkenyl or alkynyl), a saturated cyclic hydrocarbon (e.g. a cycloalkyl) or an unsaturated cyclic hydrocarbon (e.g. a cycloalkenyl or cycloalkynyl), or can be in the form of an aromatic hydrocarbon, i.e. an aryl, or can also be in the form of a mixture of the types of groups mentioned, for example, unless specifically limited to only one type mentioned, a particular group may contain straight-chain alkyl, branched alkenyl (e.g. having one or more carbon-carbon double bonds), (poly)cycloalkyl and aryl moieties. Similarly, in all embodiments of the present invention, when a group is mentioned in the form of more than one type of topology (e.g. straight-chain, cyclic or branched) and / or saturation or unsaturation (e.g. alkyl, aromatic or alkenyl), it is also meant that the group may contain moieties having any of the said topologies or saturation or unsaturation as explained above. Similarly, in all embodiments of the present invention, when a group is referred to as being in one form (e.g., alkyl) that is saturated or unsaturated, it is meant that the group can be of any type of topology (e.g., linear, cyclic, or branched) or have several moieties with various topologies.

[0159] It is understood that the term "...hydrocarbyl, optionally containing..." means that the hydrocarbyl group optionally contains heteroatoms to form ether, thioether, amine, nitrile or carboxylic acid groups and derivatives (including, for example, esters, acids, amides). These groups can replace hydrogen atoms of the hydrocarbyl group and thus be pendant to the hydrocarbon, or replace carbon atoms of the hydrocarbyl group (if chemically possible) and thus be inserted into the hydrocarbon chain or ring.

[0160] According to a particular embodiment, the acyl chloride is selected from the group consisting of benzene-1,3,5-triacyl trichloride (triformyl trichloride), benzene-1,2,4-triacyl trichloride, benzene-1,2,4,5-tetraacyl tetrachloride, cyclohexane-1,3,5-triacyl trichloride, isophthaloyl dichloride, diglycolyl dichloride, terephthaloyl chloride, fumaroyl dichloride, adipoyl chloride, Succinyl dichloride, propane-1,2,3-trichloride, cyclohexane-1,2,4,5-tetrachloride, 2,2'-disulfanediyl disuccinyl dichloride, 2-(2-chloro-2-oxoethyl)thiobutane dichloride, (4-chloro-4-oxobutanoyl)-L-glutamyl dichloride, (S)-4-((1,5-dichloro-1,5-dioxopentan-2-yl)amino)-4-oxobutanoic acid, 4-chloro-4-oxo-butane 2,2-bis[(4-chloro-4-oxo-butyryl)oxymethyl]butyl 4-chloro-4-oxo-butyric acid [2-[2,2-bis[(4-chloro-4-oxo-butyryl)oxymethyl]butoxymethyl]-2-[(4-chloro-4-oxo-butyryl)oxymethyl]butyl] ester, 2-chlorocarbonylbenzoic acid 2,2-bis[(2-chlorocarbonylbenzoyl)oxymethyl]butyl ester, 2-chlorocarbonylbenzoic acid [2-[ 2,2-bis[(2-chlorocarbonylbenzoyl)oxymethyl]butoxymethyl]-2-[(2-chlorocarbonylbenzoyl)oxymethyl]butyl] ester, 4-(2,4,5-trichlorocarbonylbenzoyl)oxybutyl 2,4,5-trichlorocarbonylbenzoate, tris(4-chloro-4-oxobutyrate)propane-1,2,3-triyl ester, di(4-chloro-4-oxobutyrate)propane-1,2-diyl ester and mixtures thereof.

[0161] According to a particular embodiment, the acyl chloride is selected from the group consisting of benzene-1,2,4-triacyl trichloride, benzene-1,2,4,5-tetraacyl tetrachloride, cyclohexane-1,3,5-triacyl trichloride, isophthaloyl dichloride, diacetyl oxide dichloride, terephthaloyl chloride, fumaroyl dichloride, adipoyl dichloride, succinyl dichloride, propane-1,2,3-triacyl trichloride, cyclohexane-1,2,4, 5-tetracarboxylic acid tetrachloride, 2,2'-disulfanediyl disuccinyl dichloride, 2-(2-chloro-2-oxoethyl)thiobutane dichloride, (4-chloro-4-oxobutyryl)-L-glutamyl dichloride, (S)-4-((1,5-dichloro-1,5-dioxopentan-2-yl)amino)-4-oxobutanoic acid, 4-chloro-4-oxo-butyric acid 2,2-bis[(4-chloro-4-oxo-butyryl)amino]-4-oxobutanoic acid )oxymethyl]butyl ester, 4-chloro-4-oxo-butyric acid [2-[2,2-bis[(4-chloro-4-oxo-butyryl)oxymethyl]butoxymethyl]-2-[(4-chloro-4-oxo-butyryl)oxymethyl]butyl] ester, 2-chlorocarbonylbenzoic acid 2,2-bis[(2-chlorocarbonylbenzoyl)oxymethyl]butyl ester, 2-chlorocarbonylbenzoic acid [2-[2,2-bis[(2- 1,2,3-triyl tris(4-chloro-4-oxobutyrate), 1,2-diyl di(4-chloro-4-oxobutyrate), and mixtures thereof.

[0162] According to another specific embodiment, the acid chloride is selected from the group consisting of fumaroyl dichloride, adipoyl dichloride, succinyl dichloride, tris(4-chloro-4-oxobutanoate)propane-1,2,3-triyl ester, di(4-chloro-4-oxobutanoate)propane-1,2-diyl ester and mixtures thereof.

[0163] According to one embodiment, the acid chloride is a mixture of various acid chlorides.

[0164] The weight ratio between the acid chloride and the hydrophobic material is preferably from 0.01 to 0.09, more preferably from 0.02 to 0.07.

[0165] According to a particular embodiment, the acid chloride is used in an amount ranging from 1.7% to 7% by weight, preferably from 2.5% to 5% by weight, based on the total weight of the hydrophobic material.

[0166] According to a particular embodiment, the core-shell microcapsules comprise:

[0167] - a core comprising a hydrophobic material, preferably a fragrance oil, and

[0168] A polyamide shell comprising the reaction product between an acid chloride and at least two amino compounds, preferably L-lysine and ethylenediamine, wherein the polyamide shell comprises canola protein.

[0169] According to a particular embodiment, the core-shell microcapsules comprise:

[0170] - a core comprising a hydrophobic material, preferably a fragrance oil, and

[0171] A polyamide shell comprising the reaction product of an acid chloride and at least two amino compounds, preferably L-lysine and ethylenediamine, wherein the polyamide shell comprises sunflower seed protein.

[0172] According to a particular embodiment, the core-shell microcapsules comprise:

[0173] - a core comprising a hydrophobic material, preferably a fragrance oil, and

[0174] A polyamide shell comprising the reaction product of an acid chloride and at least two amino compounds, preferably L-lysine and ethylenediamine, wherein the polyamide shell comprises a fungal protein.

[0175] The polyamide shell may comprise the reaction product of an acid chloride and at least three amino compounds, preferably L-lysine, ethylenediamine and ethylenetriamine.

[0176] Another object of the present invention is a polyamide-based core-shell microcapsule or a polyamide-based core-shell microcapsule slurry comprising at least one microcapsule comprising:

[0177] - a core comprising a hydrophobic material, preferably a fragrance, and

[0178] - a polyamide-based shell comprising the reaction product of:

[0179] Acid chloride in an amount of 5% to 98%, preferably 20% to 98%, more preferably 30% to 85% w / w;

[0180] amino compound A in an amount of 1% to 50% w / w, preferably 7% to 40% w / w;

[0181] Optionally, an amino compound B in an amount of 1% to 50% w / w, preferably 2% to 25% w / w;

[0182] Optionally, an amino compound C in an amount of 1% to 50% w / w, preferably 2% to 25% w / w;

[0183] a protein selected from the group consisting of rapeseed protein, sunflower protein, fungal protein and mixtures thereof, in an amount of 0.1% to 90% w / w, preferably 0.1 to 75% w / w, more preferably 1% to 70% w / w,

[0184] The above amounts are based on the total weight of the shell.

[0185] According to another embodiment, the polyamide-based shell comprises the reaction product of:

[0186] Acid chloride in an amount of 5% to 98%, preferably 5% to 40%, more preferably 5% to 30% w / w;

[0187] amino compound A in an amount of 1% to 50% w / w, preferably 7% to 40% w / w;

[0188] Optionally, an amino compound B in an amount of 1% to 50% w / w, preferably 2% to 25% w / w;

[0189] Optionally, an amino compound C in an amount of 1% to 50% w / w, preferably 2% to 25% w / w;

[0190] a protein selected from the group consisting of rapeseed protein, sunflower protein, fungal protein and mixtures thereof, in an amount of 0.1% to 90% w / w, preferably 0.1 to 75% w / w, more preferably 1% to 70% w / w,

[0191] The above amounts are based on the total weight of the shell.

[0192] According to one embodiment, the shell comprises protein in an amount of 1 to 80% w / w, more preferably 10 to 75% w / w, even more preferably 30 to 70% w / w, based on the total weight of the shell.

[0193] In a particular embodiment, the shell material is a biodegradable material.

[0194] In a particular embodiment, the shell has a biodegradability according to OECD 30 IF within 60 days of at least 40%, preferably at least 45%, 50%, 60%, 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98%.

[0195] In a particular embodiment, the core-shell microcapsules have a biodegradability within 60 days according to OECD 30 IF of at least 40%, preferably at least 60%, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98%.

[0196] It will thus be appreciated that the core-shell microcapsules including all components, e.g. core, shell and optional coating, may have a biodegradability within 60 days according to OECD 301F of at least 40%, preferably at least 60%, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98%.

[0197] In a particular embodiment, the oil core, preferably a fragrance oil, has a biodegradability within 60 days of at least 40%, preferably at least 60%, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98% according to OECD 301F.

[0198] OECD301F is the Organization for Economic Co-operation and Development's standard test method for biodegradability.

[0199] A typical method for extracting shells to measure biodegradability is disclosed in Gasparini et al. in Molecules 2020, 25, 718.

[0200] In a specific embodiment, the stability or chemical stability of the microcapsules is no more than 50%, preferably no more than 40%, preferably no more than 35%, preferably more than 30%. Generally, the stability or chemical stability of the microcapsules is determined as follows: when incorporated into a consumer product for a specific storage time and temperature, the microcapsules are stable after storage at 37°C for 15 days, more preferably after storage at 37°C for 30 days in a fabric softener, liquid detergent, body wash, deodorant or antiperspirant, and are stable after storage at 40°C for at least 2 weeks in a body lotion, shampoo or hair conditioner, with no more than 50%, preferably no more than 40%, preferably no more than 35%, preferably no more than 30% of the fragrance escaping from the microcapsules.

[0201] Furthermore, the microcapsules preferably show a triboelectric effect that is detectable on fresh samples and preferably after 15 days of storage at 37°C, even more preferably after 30 days at 37°C.

[0202] protein

[0203] The protein used in the present invention may be a plant protein or a plant-based protein."Plant protein" or "plant-based protein" are used indiscriminately in the present invention.

[0204] According to the present invention, the protein is selected from the group consisting of rapeseed protein, sunflower seed protein, fungal protein and mixtures thereof.

[0205] In the present invention, fungal protein and mycoprotein can be used without distinction.

[0206] According to one embodiment, the protein is a vegetable protein and is canola protein.

[0207] According to one embodiment, the protein is a fungal protein.

[0208] The proteins used in the present invention may be native, partially or completely denatured by any suitable method. Denaturation is the process of changing the conformational structure of a protein by unfolding, i.e., it involves the disruption and possible destruction of the secondary and tertiary structures of the protein. In fact, denaturation means the breaking of many weak connections or bonds (e.g., hydrogen bonds) within the protein molecule that are responsible for the highly ordered structure of the protein in its native state. Denaturation can be reversible (when the effects of denaturation are eliminated, the protein can return to its native state) or irreversible.

[0209] Denaturation can be achieved in a variety of ways. Proteins may be denatured by exposure to temperature, radiation or mechanical stress (including shear), changes in pH (treatment with bases or acids), treatment with oxidizing or reducing agents, inorganic salts, certain organic solvents, chaotropic agents (i.e., agents with a positive chaotropic value - kJ Kg on the Hallsworth scale), or by exposure to water. -1 The molecule can be denatured by using molar compounds such as guanidine salts (e.g., guanidine carbonate, guanidine hydrochloride, urea, calcium chloride, n-butanol, ethanol, lithium perchlorate, lithium acetate, magnesium chloride, phenol, 2-propanol, sodium dodecyl sulfate, thiourea).

[0210] The proteins used in the present invention may also be derivatized or modified (eg, derivatized or chemically modified). For example, proteins may be modified by covalently attaching sugars, lipids, peptides, or chemical groups such as phosphates or methyl groups.

[0211] According to one embodiment, the protein may be treated by heat treatment (typically around 90° C.) in the presence or absence of salt (eg, CaCl 2 or NaCl) prior to use.

[0212] The protein used in the present invention can be used in combination with other proteins, such as potato protein, chickpea protein, pea protein, algae protein, faba bean protein, barley protein, oat protein, wheat gluten protein, lupin protein, soy protein, rice protein, whey protein, egg white protein, casein, sodium caseinate, gelatin (preferably fish gelatin), bovine serum albumin, hydrolyzed soy protein, hydrolyzed sericin, pseudocollagen, silk protein, sericin powder, gelatin and mixtures thereof.

[0213] Potato protein is usually extracted from potato tubers (Solanum tuberosum). According to one embodiment, potato protein is a natural potato protein and preferably comprises or consists of patatin (potato tuber-specific protein).

[0214] According to one embodiment, the solubility of potato protein is greater than 10%. According to one embodiment, the solubility of potato protein is greater than 20%. According to one embodiment, the solubility of potato protein is greater than 30%. According to one embodiment, the solubility of potato protein is greater than 40%. According to one embodiment, the solubility of potato protein is greater than 50%. According to one embodiment, the solubility of potato protein is greater than 60%. According to one embodiment, the solubility of potato protein is greater than 70%. According to one embodiment, the solubility of potato protein is greater than 80%. According to one embodiment, the solubility of potato protein is greater than 90%. The above solubilities are given in water at room temperature (typically 20° C.), preferably at natural pH.

[0215] Outer coating layer

[0216] According to a specific embodiment of the present invention, the microcapsule comprises an outer coating layer (coating), wherein the outer coating layer comprises a polymer selected from the group consisting of nonionic polysaccharides, cationic polymers, polysuccinimide derivatives (such as those described in WO2021185724) and mixtures thereof to form the outer coating layer of the microcapsule.

[0217] Nonionic polysaccharide polymers are well known to those skilled in the art and are described, for example, in WO 2012 / 007438, page 29, lines 1 to 25 and WO 2013 / 026657, page 2, lines 12 to 19 and page 4, lines 3 to 12. Preferred nonionic polysaccharides are selected from the group consisting of locust bean gum, xyloglucan, guar gum, hydroxypropyl guar gum, hydroxypropyl cellulose and hydroxypropyl methylcellulose.

[0218] Cationic polymers are 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, but also preferably less than about 7 meq / g, more preferably less than about 6.2 meq / g. The cationic charge density of the cationic polymer can be determined by the Kjeldahl method, as described in the US Pharmacopoeia in the chemical test for nitrogen determination. Preferred cationic polymers are selected from units containing primary, secondary, tertiary and / or quaternary amine groups, which units can form part of the main polymer chain or can be carried by side substituents directly connected thereto. The weight average molecular weight (Mw) of the cationic polymer is preferably 10,000 to 3.5 M Daltons, more preferably 50,000 to 1.5 M Daltons. According to a particular embodiment, cationic polymers based on acrylamide, methacrylamide, N-vinylpyrrolidone, quaternized N,N-dimethylaminomethacrylate, 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-hydroxypropyltrimonium chloride ether, starch hydroxypropyltrimonium chloride and cellulose hydroxypropyltrimonium chloride are used. Preferably, the copolymer should be selected from the group consisting of polyquaternium-5, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, polyquaternium-16, polyquaternium-22, polyquaternium-28, polyquaternium-43, polyquaternium-44, polyquaternium-46, cassia gum hydroxypropyltrimonium chloride, guar gum hydroxypropyltrimonium chloride or polygalactomannan 2-hydroxypropyltrimonium chloride ether, starch hydroxypropyltrimonium chloride and cellulose hydroxypropyltrimonium chloride. Specific examples of commercially available products include SC60 (cationic copolymer of acrylamidopropyltrimethylammonium chloride and acrylamide, source: BASF) or For example, PQ 11N, FC 550 or Style (polyquaternium-11-68 or vinyl pyrrolidone quaternized copolymer, source: BASF), or (C13S or C17, source: Rhodia).

[0219] According to any of the above embodiments of the present invention, the amount of the above polymer added is about 0% to 5% w / w, or even about 0.1% to 2% w / w, with the percentages being expressed on a w / w basis relative to the total weight of the slurry. It will be understood by those skilled in the art that only a portion of the added polymer will be incorporated into / deposited on the microcapsule shell.

[0220] According to a specific embodiment, the microcapsules of the present invention comprise a mineral layer. The mineral layer preferably comprises a material selected from the group consisting of iron oxide, iron oxyhydroxide, titanium oxide, zinc oxide, calcium carbonate, calcium phosphate, barium salts, strontium salts, magnesium salts, and mixtures thereof, and mixtures thereof.

[0221] Optional Ingredients

[0222] When the microcapsules are in the form of a slurry, the microcapsule slurry may contain auxiliary ingredients selected from the group consisting of thickeners / rheology modifiers, antimicrobial agents, opacity enhancers, mica particles, salts, pH stabilizers / buffering components, preferably in an amount of 0 to 15 wt % based on the total weight of the slurry.

[0223] According to another embodiment, the microcapsule slurry of the present invention comprises additional free (ie unencapsulated) fragrance, preferably in an amount of 5 to 50 wt. % based on the total weight of the slurry.

[0224] solid particles

[0225] Another object of the present invention is a solid particle comprising:

[0226] - a carrier material, preferably a polymeric carrier material selected from the group consisting of polyvinyl acetate, polyvinyl alcohol, dextrin, natural or modified starch, vegetable gums, pectin, xanthan gum, alginates, carrageenan, cellulose derivatives and mixtures thereof, and

[0227] - microcapsules as defined above embedded in said carrier material, and

[0228] - Optionally, free fragrance embedded in said carrier material.

[0229] Solid particles and microcapsule powders as defined above are used indiscriminately in the present invention.

[0230] Method for preparing microcapsule slurry

[0231] Another object of the present invention is a method for preparing a core-shell microcapsule slurry, comprising the steps of:

[0232] a) preparing an oil phase comprising a hydrophobic material, preferably a fragrance, to form an oil phase;

[0233] b) dispersing the oil phase obtained in step a) into the dispersed phase to form a two-phase dispersion;

[0234] c) performing a curing step to form microcapsules in the form of a slurry;

[0235] wherein a multifunctional monomer is added to the oil phase and / or the dispersed phase, and

[0236] Therein, a protein selected from the group consisting of rapeseed protein, sunflower seed protein, fungal protein and mixtures thereof is added to the oil phase and / or the dispersed phase.

[0237] According to one embodiment, the dispersed phase comprises water, preferably consists of water.

[0238] According to one embodiment, the dispersed phase is an aqueous phase.

[0239] According to one embodiment, the two-phase dispersion is an oil-in-water emulsion.

[0240] According to one embodiment, the dispersed phase comprises water and an alcohol, such as glycerol, 1,4-butanediol, ethylene glycol, and mixtures thereof.

[0241] According to one embodiment, the multifunctional monomer is selected from the group consisting of at least one acid chloride, polyisocyanate, polyanhydride (eg, polymaleic anhydride), polyepoxide, acrylate monomer, polyalkoxysilane, and mixtures thereof.

[0242] According to one particular embodiment, the polyfunctional monomer is a polyisocyanate having at least two isocyanate functional groups.

[0243] Suitable polyisocyanates for use according to the present invention include aromatic polyisocyanates, aliphatic polyisocyanates and mixtures thereof. The polyisocyanates contain at least 2, preferably at least 3, but may contain up to 6, or even only 4 isocyanate functional groups. According to a specific embodiment, triisocyanates (3 isocyanate functional groups) are used.

[0244] According to one embodiment, the polyisocyanate is an aromatic polyisocyanate.

[0245] The term "aromatic polyisocyanate" is intended herein to encompass any polyisocyanate containing an aromatic moiety. Preferably, it contains a phenyl, toluoyl, xylyl, naphthyl or diphenyl moiety. More preferably, a toluoyl or xylyl moiety. Preferred aromatic polyisocyanates are biuret, polyisocyanurate and trimethylolpropane adducts of diisocyanates, more preferably containing one of the above-mentioned specific aromatic moieties. More preferably, the aromatic polyisocyanate is a polyisocyanurate of toluene diisocyanate (available from Bayer under the trade name RC), trimethylolpropane adduct of toluene diisocyanate (available from Bayer under the trade name L75), trimethylolpropane adduct of xylylenediisocyanate (available from Mitsui Chemicals under the trade name In a most preferred embodiment, the aromatic polyisocyanate is a trimethylolpropane adduct of xylylenediisocyanate.

[0246] 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 trimers of hexamethylene diisocyanate, trimers of isophorone diisocyanate, trimethylolpropane adducts of hexamethylene diisocyanate (available from Mitsui Chemicals) or biuret of hexamethylene diisocyanate (available from Bayer under the trade name N 100 is commercially available), among which the biuret of hexamethylene diisocyanate is more preferred.

[0247] 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 of which contain at least two or three isocyanate functional groups, such as a mixture of a biuret of hexamethylene diisocyanate and a trimethylolpropane adduct of xylylenediisocyanate, a mixture of a biuret of hexamethylene diisocyanate and a polyisocyanurate of toluene diisocyanate, and a mixture of a biuret of hexamethylene diisocyanate and a trimethylolpropane adduct of toluene diisocyanate. Most preferably, it is a mixture of a biuret of hexamethylene diisocyanate and a trimethylolpropane adduct of xylylenediisocyanate. Preferably, when used as a mixture, the molar ratio between the aliphatic polyisocyanate and the aromatic polyisocyanate is 80:20 to 10:90.

[0248] According to another embodiment, the polyfunctional monomer is an acid chloride.

[0249] According to a specific embodiment, the method comprises the following steps:

[0250] a) preparing an oil phase comprising an acid chloride and a hydrophobic material, preferably a fragrance, to form an oil phase;

[0251] b) dispersing the oil phase obtained in step a) into the dispersed phase to form a two-phase dispersion;

[0252] c) performing a curing step to form microcapsules in the form of a slurry;

[0253] wherein at least one amino compound is added to the dispersed phase before forming the two-phase dispersion and / or to the two-phase dispersion obtained after step b), and

[0254] Therein, a protein selected from the group consisting of rapeseed protein, sunflower seed protein, fungal protein and mixtures thereof is added to the oil phase and / or the dispersed phase.

[0255] The embodiments described above for the microcapsules according to the invention also apply to the method according to the invention. This applies in particular to hydrophobic materials, proteins, acid chlorides, amino compounds.

[0256] protein

[0257] According to the present invention, a protein selected from the group consisting of rapeseed protein, sunflower protein, fungal protein and mixtures thereof is added to the oil phase and / or the dispersed phase.According to a particular embodiment, the protein is added to the oil phase.

[0258] According to one embodiment, the protein is canola protein.

[0259] Canola protein is well known and commercially available. Canola is also known as rapeseed.

[0260] When added to the oil phase, the protein can be pre-dispersed (or pre-dissolved) in an inert solvent or any inert perfumery solvent / ingredient such as benzyl benzoate, triethyl citrate, ethyl acetate, vegetable oils (e.g., sunflower oil), hexyl salicylate, Neobee (caprylic / capric triglyceride), isopropyl myristate, triglycerides, D-limonene, silicone oil, mineral oil, benzyl salicylate, benzyl benzoate, cyclohexyl salicylate, benzyl phenylacetate, phenylethyl phenylacetate, triacetin, ethyl citrate, methyl and ethyl salicylates, benzyl cinnamate, and mixtures thereof, or can be mixed with the active ingredient, preferably comprising a perfume oil.

[0261] The proteins are preferably used in an amount of 0.1 to 10% by weight, preferably 0.5 to 7% by weight, based on the total weight of the oil phase or based on the total weight of the dispersed phase.

[0262] According to one embodiment, the protein defined in the present invention acts as a stabilizer.

[0263] According to one embodiment, a stabilizer may also be added to the dispersed phase and / or the oil phase to form an emulsion. According to one embodiment, the stabilizer is a colloidal stabilizer.

[0264] By "stabilizer" is meant a compound that is capable of stabilizing the oil / water interface into an emulsion, typically by reducing the interfacial tension between the oil phase and the dispersed phase.

[0265] In the present invention, a "stabilizer" or an "emulsifier" may be used without distinction.

[0266] According to one embodiment, the stabilizer is a colloidal stabilizer.

[0267] Colloidal stabilizers can be polymeric emulsifiers (standard emulsions), surfactants, or solid particles (Pickering emulsions).

[0268] In the present invention, "molecular emulsifier" and "polymer / high molecular emulsifier" are used without distinction.

[0269] By "polymer emulsifier," we mean an emulsifier that has both polar groups with an affinity for water (hydrophilic) and non-polar groups with an affinity for oil (lipophilic). The hydrophilic portion will dissolve in the water phase, and the hydrophobic portion will dissolve in the oil phase, thus forming a thin film around the droplets.

[0270] By "surfactant" is meant a non-polymeric substance having polar and non-polar groups.

[0271] According to one embodiment, the stabilizer is selected from the group consisting of inorganic particles, polymeric emulsifiers such as polysaccharides, proteins, glycoproteins, and mixtures thereof.

[0272] When the stabilizer is a solid particle, it can be selected from the group consisting of calcium phosphate, silicon dioxide, silicate, titanium dioxide, aluminum oxide, zinc oxide, iron oxide, mica, kaolin, montmorillonite, laponite, bentonite, perlite, dolomite, diatomite, vermiculite, hectorite, gibbsite, illite, kaolinite, aluminosilicate, gypsum, bauxite, magnesite, talc, magnesium carbonate, calcium carbonate, diatomaceous earth, and mixtures thereof.

[0273] According to a particular embodiment, the stabilizer is a biopolymer.

[0274] According to a particular embodiment, the stabilizer is a polymer as defined above.

[0275] By "biopolymer," we mean a biological macromolecule produced by a living organism. Biopolymers are characterized by a molecular weight distribution ranging from 1,000 (one thousand) to 1,000,000,000 (one billion) Daltons. These macromolecules can be carbohydrates (sugar-based) or proteins (amino acid-based) or a combination of both (gums), and can be linear or branched.

[0276] According to one embodiment, the colloidal stabilizer is selected from the group consisting of gum arabic, modified starch, polyvinyl alcohol, polyvinyl pyrrolidone (PVP), acrylamide copolymers, inorganic particles, proteins such as soy protein, rice protein, whey protein, egg white protein, sodium caseinate, gelatin, bovine serum albumin, hydrolyzed soy protein, hydrolyzed sericin, pseudocollagen, silk protein, sericin powder and mixtures thereof.

[0277] According to another embodiment, the stabilizer is selected from the group consisting of canola protein, sunflower protein, potato protein, chickpea protein, pea protein, algae protein, faba bean protein, barley protein, oat protein, wheat gluten protein, lupin protein, soy protein, rice protein, whey protein, egg white protein, casein, sodium caseinate, gelatin, bovine serum albumin, hydrolyzed soy protein, hydrolyzed sericin, pseudocollagen, silk protein, sericin powder, gelatin, and mixtures thereof.

[0278] According to another embodiment, the stabilizer is a fungal protein.

[0279] When added to the oil phase, the stabilizer can be pre-dispersed (or pre-dissolved) in an inert solvent or any inert perfumery solvent / ingredient such as benzyl benzoate, triethyl citrate, ethyl acetate, vegetable oils (e.g., sunflower oil), hexyl salicylate, Neobee (caprylic / capric triglyceride), isopropyl myristate, triglycerides, D-limonene, silicone oil, mineral oil, benzyl salicylate, benzyl benzoate, cyclohexyl salicylate, benzyl phenylacetate, phenylethyl phenylacetate, triacetin, ethyl citrate, methyl and ethyl salicylates, benzyl cinnamate, and mixtures thereof, or can be mixed with the active ingredient, preferably comprising a perfume oil.

[0280] The stabilizer and acid chloride may be pre-mixed and heated at a temperature of, for example, 10°C to 80°C before mixing with the hydrophobic material, which preferably comprises a fragrance oil.

[0281] When a colloidal stabilizer is added to the dispersed phase, it is preferably selected from the group consisting of gum arabic, modified starch, polyvinyl alcohol, polyvinyl pyrrolidone (PVP), acrylamide copolymers, inorganic particles, proteins such as soy protein, rice protein, whey protein, egg white protein, sodium caseinate, gelatin, bovine serum albumin, hydrolyzed soy protein, hydrolyzed sericin, pseudocollagen, silk protein, sericin powder and mixtures thereof.

[0282] According to any of the above embodiments of the present invention, the dispersion comprises from about 0.01% to 3.0% of at least one stabilizer, preferably a colloidal stabilizer, the percentages being expressed on a w / w basis relative to the total weight of the oil-in-water emulsion obtained after step b). In another aspect of the present invention, the dispersion comprises from about 0.05% to 2.0%, preferably from 0.05% to 1%, of at least one stabilizer, preferably a colloidal stabilizer. In another aspect of the present invention, the dispersion comprises from about 0.1% to 1.6%, preferably from 0.1% to 0.8% by weight of at least one stabilizer, preferably a colloidal stabilizer.

[0283] Acid chloride

[0284] The acid chloride used in this process can be defined as previously described for the microcapsules.

[0285] The weight ratio between the acid chloride and the hydrophobic material is preferably from 0.01 to 0.09, more preferably from 0.02 to 0.07.

[0286] According to a particular embodiment, the acid chloride is used in an amount ranging from 1.7% to 7% by weight, preferably from 2.5% to 5% by weight, based on the total weight of the hydrophobic material.

[0287] The acid chloride can be dissolved (or dispersed) directly in the fragrance oil or can be pre-dispersed (or pre-dissolved) in an inert solvent or any inert fragrance industry solvent / ingredient such as benzyl benzoate, triethyl citrate, ethyl acetate, vegetable oil (e.g., sunflower oil), hexyl salicylate, Neobee (caprylic / capric triglyceride), isopropyl myristate, triglycerides, D-limonene, silicone oil, mineral oil, benzyl salicylate, benzyl benzoate, cyclohexyl salicylate, benzyl phenylacetate, phenylethyl phenylacetate, triacetin, ethyl citrate, methyl and ethyl salicylates, benzyl cinnamate, and mixtures thereof and then mixed with the fragrance oil.

[0288] alkali

[0289] According to one embodiment, the dispersed phase comprises a base preferably selected from the group consisting of sodium carbonate, sodium bicarbonate, sodium hydroxide, guanidine carbonate, triethanolamine and mixtures thereof.

[0290] The base can also be added to the oil-in-water emulsion.

[0291] According to a particular embodiment, the base is not an amino compound.

[0292] According to one embodiment, the dispersed phase comprises a base preferably selected from the group consisting of sodium carbonate, sodium bicarbonate, sodium hydroxide and mixtures thereof.

[0293] The base may be added in an amount of 0.01 to 1.5 wt%, preferably 0.01 to 0.7 wt%, based on the total weight of the dispersed phase.

[0294] Amino compounds

[0295] According to one embodiment, at least one amino compound (amino compound A) is added to the dispersed phase before formation of the two-phase dispersion and / or to the two-phase dispersion obtained after step b).

[0296] According to one embodiment, the molar ratio between at least the functional groups NH2 of the amino compound and the functional groups COCl of the acyl chloride is from 0.2 to 3, preferably from 0.5 to 2, more preferably from 0.2 to 1.

[0297] According to one embodiment, at least one further amino compound (amino compound B) is added to the dispersed phase before formation of the oil-in-water emulsion and / or to the two-phase dispersion obtained after step b).

[0298] According to one embodiment, at least one further amino compound (amino compound C) other than amino compounds A and B is added to the dispersed phase before formation of the oil-in-water emulsion and / or to the two-phase dispersion obtained after step b).

[0299] According to one embodiment, the amino compound (A and / or B and / or C) is selected from the group consisting of: xylylenediamine, 1,2-diaminocyclohexane, 1,4-diaminocyclohexane, L-lysine, L-lysine ethyl ester, polyetheramine Ethylenediamine, diethylenetriamine, spermine, spermidine, polyamidoamine (PAMAM), guanidine carbonate, chitosan, tris-(2-aminoethyl)amine, 3-aminopropyltriethoxysilane, L-arginine, 1,4-diaminobutane, 2,2-dimethyl-1,3-propanediamine, 1,3-diaminopentane (Dytek EP diamine), 1,2-diaminopropane, triethylenetetramine, amines with disulfide bonds such as cystamine, cystamine hydrochloride, cystine, cystine hydrochloride, cystine dialkyl esters, cystine dialkyl ester hydrochloride, and mixtures thereof.

[0300] According to one embodiment, the amino compound (A and / or B and / or C) is selected from the group consisting of ethyleneamine with a functionality greater than 3, polyethyleneimine (branched or linear), cystamine, cystamine hydrochloride, cystine, cystine hydrochloride, cystine dialkyl ester, cystine dialkyl ester hydrochloride, phenylenediamine, 1,2-diaminocyclohexane, 1,4-diaminocyclohexane, polyetheramine, ethylenediamine, diethylenetriamine, spermine, spermidine, polyamidoamine (PAMAM), guanidine carbonate, chitosan, tris-(2-aminoethyl)amine, 3-aminopropyltriethoxysilane, 1,4-diaminobutane, 2,2-dimethyl-1,3-propylenediamine, 1,3-diaminopentane (Dytek EP diamine), 1,2-diaminopropane, triethylenetetramine, 1,3-diaminopropane; urea; ethylene urea; aminoguanidine bicarbonate; 1-(2-aminoethyl)imidazolin-2-one; N-(3-aminopropyl)-N-dodecylpropane-1,3-diamine; N1-(2-aminoethyl)-N1-dodecyl-1,2-ethylenediamine; aminoethylethanolamine; N1-(3-aminopropyl)propane-1,3-diamine, polyethyleneimine, amino acids such as lysine, arginine, leucine, histidine, tryptophan, serine, glutamine, threonine, alanine, asparagine, aspartic acid, cysteine, glutamic acid, glycine, isoleucine, methionine, phenylalanine, proline, tyrosine, valine, and mixtures thereof.

[0301] Preferably, the amino acid is L-lysine, L-arginine, L-histidine, L-tryptophan, L-serine, L-glutamine, L-threonine, L-leucine, and / or oligomers and polymers derived therefrom, and mixtures thereof.

[0302] According to one embodiment, at least one amino compound (amino compound A) is added to the dispersed phase before formation of the two-phase dispersion and / or to the two-phase dispersion obtained after step b).

[0303] According to one embodiment, at least one amino compound (amino compound A), preferably an amino acid, more preferably L-lysine, is added to the dispersed phase before forming the two-phase dispersion, and at least one amino compound (amino compound B) or at least two amino compounds (amino compound B and amino compound C) are added to the dispersed phase before forming the two-phase dispersion and / or to the two-phase dispersion obtained after step b), wherein amino compound B is preferably ethylenediamine and wherein amino compound C is preferably diethylenetriamine.

[0304] The base can also be added to the dispersed phase and / or the oil-in-water emulsion.

[0305] According to one embodiment, the molar ratio between the functional groups NH2 and / or NH of the amino compounds (A and / or B and / or C) and the functional groups COCl of the acyl chlorides is from 0.2 to 3, preferably from 0.5 to 2, more preferably from 0.2 to 1.

[0306] According to a particular embodiment, a multivalent salt (such as calcium chloride, magnesium chloride, zinc chloride, ferric chloride) is added after step b) and before or during step c).

[0307] carbohydrate

[0308] According to one embodiment, carbohydrates are added to the dispersed phase and / or the oil phase.

[0309] According to one embodiment, by "carbohydrate" is understood a polymer or oligomer having a unit number greater than 2.

[0310] According to another embodiment, the carbohydrate, amino compound A and amino compound B are different components.

[0311] According to one embodiment, at least one carbohydrate is added to the oil phase and / or to the dispersed phase.

[0312] According to one embodiment, the carbohydrate is not a polyphenol.

[0313] According to one embodiment, the carbohydrate is not a functionalized carbohydrate.

[0314] According to one embodiment, the carbohydrate is a polysaccharide.

[0315] According to one embodiment, the polysaccharide is an anionic polysaccharide.

[0316] According to a particular embodiment, the polysaccharide is added to the dispersed phase.

[0317] The polysaccharide is preferably selected from the group consisting of anionic salts of alginic acid, preferably sodium alginate, pectin, lignin, anionic modified starch, carboxymethyl cellulose and mixtures thereof.

[0318] According to a particular embodiment, the carbohydrate is an anionic salt of alginic acid, preferably sodium alginate.

[0319] “Sodium alginate” and “sodium alginate” may be used without distinction.

[0320] According to a particular embodiment, the carbohydrate is used in an amount ranging from 0.1 to 5% by weight, preferably from 0.5 to 1.1% by weight, based on the total weight of the dispersed phase.

[0321] Multiple microcapsule systems

[0322] According to one embodiment, the microcapsules of the present invention (microcapsules of the first type) can be used in combination with microcapsules of the second type.

[0323] Another object of the present invention is a microcapsule delivery system comprising:

[0324] - microcapsules of the present invention as first type of microcapsules, and

[0325] - microcapsules of a second type, wherein the microcapsules of the first type differ from the microcapsules of the second type in their hydrophobic material and / or their wall material and / or their coating material.

[0326] According to a particular embodiment, the microcapsule delivery system is in the form of a slurry.

[0327] The wall of the second type of microcapsules can vary. As non-limiting examples, the polymer shell of the second type of microcapsules comprises a material selected from the group consisting of polyureas, polyurethanes, polyamides, polyhydroxyalkanoates, polyacrylates, polyesters, polyurethanes, polyepoxides, polysiloxanes, polycarbonates, polysulfonamides, urea-formaldehyde resins, melamine-formaldehyde resins, melamine-formaldehyde resins crosslinked with polyisocyanates or aromatic polyols, melamine-urea resins, melamine-glyoxal resins, gelatin / gum arabic shell walls, and mixtures thereof.

[0328] The second type of microcapsules may comprise an oil-based core comprising a hydrophobic active substance, preferably a fragrance, and a composite shell comprising a first material and a second material, wherein the first material and the second material are different, the first material being a coacervate and the second material being a polymeric material. In a particular embodiment, the weight ratio between the first material and the second material is from 50:50 to 99.9:0.1. In a particular embodiment, the coacervate comprises a first polyelectrolyte, preferably selected from a protein (e.g., gelatin), a polypeptide or a polysaccharide (e.g., chitosan), most preferably gelatin, and a second polyelectrolyte, preferably an alginate, a cellulose derivative, guar gum, pectinate, carrageenan, polyacrylic acid and methacrylic acid or xanthan gum, or a plant gum such as acacia gum (gum arabic), most preferably gum arabic. The first material of the coacervate may be chemically hardened using a suitable crosslinking agent such as glutaraldehyde, glyoxal, formaldehyde, tannic acid or genipin, or may be enzymatically hardened using an enzyme such as transglutaminase. The second polymeric material may be 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, preferably polyurea and / or polyurethane. The second material is preferably present in an amount of less than 3 wt%, preferably less than 1 wt%, based on the total weight of the second type of microcapsule slurry.

[0329] As non-limiting examples, the shell of the second type of microcapsules can be aminoplast-based, polyurea-based, or polyurethane-based. The shell of the second type of microcapsules can also be composite, i.e., organic-inorganic, such as a composite shell composed of at least two types of cross-linked inorganic particles, or a shell produced by the hydrolysis and condensation reaction of a polyalkoxysilane macromer composition.

[0330] According to one embodiment, the shell of the second type of microcapsules comprises an aminoplast copolymer, such as melamine-formaldehyde or urea-formaldehyde or cross-linked melamine-formaldehyde or melamine-glyoxal.

[0331] According to another embodiment, the shell of the second type of microcapsules is polyurea-based, made of, for example, but not limited to, isocyanate-based monomers and amine-containing crosslinkers such as guanidine carbonate and / or guanazole. Certain polyurea microcapsules comprise a polyurea wall, which is the polymerization reaction product between at least one polyisocyanate containing at least two isocyanate functional groups and at least one reactant selected from amines (such as water-soluble guanidine salts and guanidine); a colloidal stabilizer or emulsifier; and an encapsulated fragrance. However, the use of amines can be omitted. According to a specific embodiment, the colloidal stabilizer comprises an aqueous solution of 0.1% to 0.4% polyvinyl alcohol, 0.6% to 1% of a cationic copolymer of vinyl pyrrolidone and quaternized vinyl imidazole (all percentages are defined by weight relative to the total weight of the colloidal stabilizer). According to another embodiment, the emulsifier is an anionic or amphiphilic biopolymer, which can be selected, for example, from the group consisting of gum arabic, soy protein, gelatin, sodium caseinate, and mixtures thereof.

[0332] According to another embodiment, the microcapsule wall material of the second type microcapsules may comprise any suitable resin, especially including melamine, glyoxal, polyurea, polyurethane, polyamide, polyester, etc. Suitable resins include reaction products of aldehydes and amines, and suitable aldehydes include formaldehyde and glyoxal. Suitable amines include melamine, urea, benzoguanamine, glycoluril and mixtures thereof. Suitable melamines include methylol melamine, methylated methylol melamine, imino melamine and mixtures thereof. Suitable ureas include dimethylol urea, methylated dimethylol urea, urea-resorcinol and mixtures thereof. Suitable materials for manufacture can be obtained from one or more of the following companies: Solutia Inc. (St Louis, Missouri U.S.A.), Cytec Industries (West Paterson, New Jersey USA), Sigma-Aldrich (St. Louis, Missouri U.S.A.).

[0333] According to another embodiment, the second type of microcapsules are single-shell aminoplast core-shell microcapsules obtainable by a process comprising the following steps:

[0334] 1) mixing a fragrance oil with at least one polyisocyanate having at least two isocyanate functional groups to form an oil phase;

[0335] 2) dispersing or dissolving the aminoplast resin and optionally the stabilizer in water to form an aqueous phase;

[0336] 3) preparing an oil-in-water dispersion by mixing an oil phase and an aqueous phase, wherein the average droplet size is 1 to 100 microns;

[0337] 4) performing a curing step to form the wall of the microcapsules; and

[0338] 5) Optionally, the final dispersion is dried to obtain dry core-shell microcapsules.

[0339] According to one embodiment, the second type of microcapsules are formaldehyde-free capsules. A typical method for preparing a slurry of aminoplast formaldehyde-free microcapsules comprises the following steps:

[0340] 1) preparing an oligomeric composition comprising the reaction product of, or an oligomeric composition obtained by reacting together:

[0341] a. a polyamine component in the form of melamine or a mixture of melamine and at least one C1-C4 compound comprising two NH2 functional groups;

[0342] b. Glyoxal, C 4-6 The aldehyde component is in the form of a mixture of 2,2-dialkoxyacetaldehyde and optionally glyoxylate, the glyoxal / C 4-6 2,2-dialkoxyethanol in a molar ratio of 1 / 1 to 10 / 1; and

[0343] c. Protonic acid catalyst;

[0344] 2) preparing an oil-in-water dispersion wherein the droplet size is from 1 to 600 microns and comprising:

[0345] a.Oil;

[0346] b. Water medium

[0347] c. at least one oligomeric composition as obtained in step 1;

[0348] d. at least one cross-linking agent selected from the group consisting of:

[0349] i.C4-C 12 Aromatic or aliphatic di- or triisocyanates and their biuret, triuret, trimer, trimethylolpropane adducts and mixtures thereof; and / or

[0350] ii. Di- or tri-oxirane compounds of the formula

[0351] A-(Oxiran-2-ylmethyl) n

[0352] wherein n represents 2 or 3, A represents a C2-C6 group optionally containing 2 to 6 nitrogen and / or oxygen atoms;

[0353] e. Optionally, a C1-C4 compound comprising two NH2 functional groups;

[0354] 3) heating the dispersion;

[0355] 4) Cooling the dispersion.

[0356] In another specific embodiment, the second type of microcapsules comprises:

[0357] - an oil-based core comprising a hydrophobic active substance, preferably a perfume,

[0358] - Optionally, an inner shell made from polymerized multifunctional monomers;

[0359] - A biopolymer shell comprising proteins, wherein at least one of the proteins is cross-linked.

[0360] According to a particular embodiment, the protein is selected from the group consisting of milk protein, caseinates such as sodium caseinate or calcium caseinate, casein, whey protein, hydrolyzed protein, gelatin, gluten, pea protein, soy protein, silk protein and mixtures thereof, preferably sodium caseinate, most preferably sodium caseinate.

[0361] According to a particular embodiment, the protein comprises sodium caseinate and globular proteins, preferably selected from the group consisting of whey protein, beta-lactoglobulin, ovalbumin, bovine serum albumin, vegetable proteins and mixtures thereof.

[0362] The protein is preferably a mixture of sodium caseinate and whey protein.

[0363] According to a specific embodiment, the biopolymer shell comprises cross-linked proteins selected from the group consisting of sodium caseinate and / or whey protein.

[0364] According to a particular embodiment, the second type of microcapsule slurry comprises at least one microcapsule made of:

[0365] - an oil-based core comprising a hydrophobic active substance, preferably a fragrance;

[0366] - an inner shell made from polymerized polyfunctional monomers; preferably a polyisocyanate having at least two isocyanate functional groups;

[0367] a biopolymer shell comprising proteins, wherein at least one of the proteins is cross-linked; wherein the proteins preferably comprise a mixture comprising sodium caseinate and globular proteins, preferably whey proteins;

[0368] - Optionally, at least one outer mineral layer.

[0369] According to one embodiment, the sodium caseinate and / or whey protein are cross-linked proteins.

[0370] The weight ratio between sodium caseinate and whey protein is preferably from 0.01 to 100, preferably from 0.1 to 10, more preferably from 0.2 to 5.

[0371] In another specific embodiment, the second type of microcapsules are polyamide core-shell polyamide microcapsules comprising:

[0372] - an oil-based core comprising a hydrophobic active substance, preferably a perfume, and

[0373] - a polyamide shell comprising or obtainable from:

[0374] acyl chloride,

[0375] a first amino compound, and

[0376] A second amino compound.

[0377] According to a particular embodiment, the second type of microcapsules comprises:

[0378] - an oil-based core comprising a hydrophobic active substance, preferably a perfume, and

[0379] - a polyamide shell comprising or obtainable from:

[0380] Acid chloride, preferably in an amount of 5 to 98%, preferably 20 to 98%, more preferably 30 to 85% w / w;

[0381] The first amino compound is preferably present in an amount of 1% to 50% w / w, preferably 7 to 40%

[0382] w / w;

[0383] The second amino compound is preferably present in an amount of 1% to 50% w / w, preferably 2 to 25%

[0384] w / w;

[0385] • Stabilizer, preferably a biopolymer, preferably present in an amount of 0 to 90%, preferably 0.1 to 75%, more preferably 1 to 70%.

[0386] According to a particular embodiment, the second type of microcapsules comprises:

[0387] - an oil-based core comprising a hydrophobic active substance, preferably a perfume, and

[0388] - a polyamide shell comprising or obtainable from:

[0389] acyl chloride,

[0390] a first amino compound, which is an amino acid, preferably selected from the group consisting of L-lysine, L-arginine, L-histidine, L-tryptophan and / or mixtures thereof,

[0391] a second amino compound selected from the group consisting of ethylenediamine, diethylenetriamine, cystamine, and / or mixtures thereof, and

[0392] • A biopolymer selected from the group consisting of casein, sodium caseinate, bovine serum albumin, whey protein and / or mixtures thereof.

[0393] According to another embodiment, the shell of the second type of microcapsules is polyurea-based or polyurethane-based. Examples of methods for preparing polyurea-based and polyurethane-based microcapsule slurries are described, for example, in International Patent Application Publication No. WO 2007 / 004166, European Patent Application Publication No. EP 2300146, and European Patent Application Publication No. EP 25799. Generally, the method for preparing a polyurea-based or polyurethane-based microcapsule slurry comprises the following steps:

[0394] a) dissolving at least one polyisocyanate having at least two isocyanate groups in oil to form an oil phase;

[0395] b) preparing an aqueous solution of an emulsifier or a colloid stabilizer to form an aqueous phase;

[0396] c) adding the oil phase to the water phase to form an oil-in-water dispersion wherein the average droplet size is from 1 to 500 μm, preferably from 5 to 50 μm; and

[0397] d) applying conditions sufficient to initiate interfacial polymerization and form microcapsules in the form of a slurry.

[0398] Perfuming composition and consumer product

[0399] The microcapsules of the present invention can be used in combination with active ingredients. Therefore, one object of the present invention is a composition comprising:

[0400] (i) microcapsules or microcapsule slurries as defined above;

[0401] (ii) an active ingredient, preferably selected from the group consisting of a cosmetic ingredient, a skin care ingredient, a perfume ingredient, a flavoring ingredient, a malodor counteracting ingredient, a bactericide ingredient, a fungicide ingredient, a pharmaceutical or agrochemical ingredient, a disinfectant ingredient, an insect repellent or attractant, and mixtures thereof.

[0402] The capsules of the present invention show good performance in terms of stability in challenging media.

[0403] Another object of the present invention is a perfuming composition comprising:

[0404] (i) microcapsules or microcapsule slurries as defined above, wherein the oil comprises fragrance;

[0405] (ii) at least one ingredient selected from the group consisting of a fragrance carrier, a fragrance co-ingredient, and mixtures thereof;

[0406] (iii) optionally, at least one flavor adjuvant.

[0407] As liquid fragrance carriers there may be mentioned, as non-limiting examples, emulsifying systems, i.e. solvent and surfactant systems, or solvents commonly used in the perfumery industry. A detailed description of the properties and types of solvents commonly used in the perfumery industry is not exhaustive. However, there may be mentioned, as non-limiting examples, solvents such as dipropylene glycol, diethyl phthalate, isopropyl myristate, benzyl benzoate, 2-(2-ethoxyethoxy)-1-ethanol or ethyl citrate, which are the most commonly used. For compositions comprising both fragrance carriers and fragrance co-ingredients, in addition to those previously specified, other suitable fragrance carriers may also be ethanol, water / ethanol mixtures, limonene or other terpenes, isoparaffins, for example those sold under the trademark Benzol. (Source: Exxon Chemical) Those known as glycol ethers and glycol ether esters, such as those sold under the trademark (Source: Dow Chemical Company) are known to those skilled in the art. By "fragrance co-ingredient" is meant a compound used in a perfuming preparation or composition to impart a hedonic effect and which is not a microcapsule as defined above. In other words, to be considered a perfuming co-ingredient, it must be recognized by those skilled in the art as being capable of imparting or modifying the odor of a composition in an active or pleasant manner, rather than merely possessing an odor.

[0408] The nature and type of the flavoring co-ingredients present in the perfuming compositions do not guarantee a more detailed description here, and they are all impossible to be exhaustive in any case, and the skilled person can select them according to their common sense and according to the intended use or application and the required organoleptic effect. Generally speaking, these flavoring co-ingredients belong to different chemical classifications, such as alcohols, lactones, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogen-containing or sulfur-containing heterocyclic compounds and essential oils, and the flavoring co-ingredients can be of natural or synthetic origin. In any case, many of these co-ingredients are listed in references such as the work Perfume and Flavor Chemicals, 1969, Montclair, New Jersey, USA or its updated version or other works of similar nature, as well as in the patent literature rich in the field of spices. It is also understood that the co-ingredients can also be compounds known to release various types of flavoring compounds in a controlled manner.The auxiliary component can be selected from the group consisting of: 4-(dodecylthio)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-butanone, 4-(dodecylthio)-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butanone, trans-3-(dodecylthio)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-1-butanone, 2-(dodecylthio)octan-4-one, 2-phenylethyl oxy(phenyl)acetate, 3,7-dimethylocta-2,6-diene-1-ol oxy(phenyl)acetate. -yl ester, (Z)-hex-3-en-1-yl oxy(phenyl)acetate, 3,7-dimethyl-2,6-octadien-1-yl hexadecanoate, bis(3,7-dimethyloct-2,6-dien-1-yl) succinate, (2-((2-methylundec-1-en-1-yl)oxy)ethyl)benzene, 1-methoxy-4-(3-methyl-4-phenethoxybut-3-en-1-yl)benzene, (3-methyl-4-phenethoxybut-3-en-1-yl)benzene, 1-(((Z)-hex-3-en-1-yl)oxy)-2-methylundec-1-en-1-yl , (2-((2-methylundec-1-en-1-yl)oxy)ethoxy)benzene, 2-methyl-1-(oct-3-yloxy)undec-1-ene, 1-methoxy-4-(1-phenylethoxyprop-1-en-2-yl)benzene, 1-methyl-4-(1-phenylethoxyprop-1-en-2-yl)benzene, 2-(1-phenylethoxyprop-1-en-2-yl)naphthalene, (2-phenylethoxyvinyl)benzene, 2-(1-((3,7-dimethyloct-6-en-1-yl)oxy)prop-1-en-2-yl)naphthalene, (2-((2-pentylcyclopentylidene)methoxy)benzene 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 a mixture thereof.

[0409] By "perfuming adjuvants" it is meant here ingredients capable of imparting additional added benefits such as colour, specific lightfastness, chemical stability, etc. A detailed description of the nature and types of adjuvants commonly used in perfuming bases is not exhaustive, but it must be mentioned that said ingredients are well known to those skilled in the art.

[0410] Preferably, the perfuming composition according to the invention comprises from 0.01 to 30% by weight of microcapsules as defined above.

[0411] The microcapsules of the present invention can be advantageously used in many fields of application and in consumer products. The microcapsules can be used in liquid form for liquid consumer products or in powder form for powder consumer products.

[0412] According to a particular embodiment, the consumer product as defined above is a liquid and comprises:

[0413] a) 2 to 65% by weight of at least one surfactant relative to the total weight of the consumer product;

[0414] b) water or a water-miscible hydrophilic organic solvent; and

[0415] c) a microcapsule slurry or microcapsules as defined above,

[0416] d) Optionally, non-encapsulated flavors.

[0417] According to a particular embodiment, the consumer product as defined above is in powder form and comprises:

[0418] a) 2 to 65% by weight of at least one surfactant relative to the total weight of the consumer product;

[0419] b) Microcapsule powder as defined above.

[0420] c) Optionally, a spice powder, which is different from the microcapsules as defined above.

[0421] In the case where the microcapsules contain a perfume oil phase, the product of the invention is particularly useful for perfumed consumer products, such as products belonging to the category of fine fragrances or "functional" perfumes. Functional perfumes include in particular personal care products, including hair care, body cleansing, skin care, hygiene care, and home care products, including clothing care, surface care and air care. Therefore, another object of the present invention is a perfumed consumer product comprising as perfume ingredient the microcapsules as defined above or the perfume composition as defined above. The perfume ingredient of the consumer product may be a combination of perfume microcapsules as defined above and free or non-encapsulated perfume, as well as other types of perfume microcapsules than those disclosed herein.

[0422] In particular, the following liquid consumer product is another object of the present invention, comprising:

[0423] a) 2 to 65% by weight of at least one surfactant relative to the total weight of the consumer product;

[0424] b) water or a water-miscible hydrophilic organic solvent; and

[0425] c) A perfuming composition as defined above.

[0426] Likewise, the following powdered consumer product is also part of the present invention, comprising:

[0427] (a) 2 to 65% by weight of at least one surfactant relative to the total weight of the consumer product; and

[0428] (b) A perfuming composition as defined above.

[0429] Thus, the microcapsules of the invention can be added as such or as part of a perfuming composition of the invention to already perfumed consumer products.

[0430] For the sake of clarity, it must be mentioned that a "perfumed consumer product" is a consumer product intended to deliver, among other benefits, a perfumed effect to the surface to which it is applied (e.g. skin, hair, fabrics, paper or household surfaces) or to the air (air fresheners, deodorants (deodorants), etc.). In other words, a perfumed consumer product according to the present invention is a processed product comprising a functional formulation (also called a "base") and a benefit agent, comprising an effective amount of microcapsules according to the present invention.

[0431] The nature and types of the other ingredients of the perfumed consumer product do not warrant a detailed description here, which is in no way exhaustive; the skilled person will be able to select them based on his general knowledge and the properties and desired effects of the product in question. The extensive literature on such products contains formulations of base materials for consumer products into which the microcapsules according to the invention can be incorporated. These formulations do not warrant a detailed description here, which is in no way exhaustive. A skilled person in the art of formulating such consumer products will be fully capable of selecting suitable components based on his general knowledge and the available literature.

[0432] Non-limiting examples of suitable perfumed consumer products may be perfumes, such as fine perfumes, colognes, aftershaves, body-splashes; fabric care products, such as liquid or solid detergents, tablets and sachets (single or multi-chamber), fabric softeners, dryer sheets, fabric refreshers, ironing water, or bleaching agents; personal care products, such as hair care products (e.g. shampoo, hair conditioner, coloring preparations or hair sprays), cosmetic preparations (e.g. vanishing creams, body lotions, or deodorants or antiperspirants), or skin care products (e.g. soaps, bath or shower mousses, body washes, etc.). wash), bath oil or shower gel, bath salts, or hygiene products); air care products, such as air fresheners or "ready-to-use" powdered air fresheners; or home care products, such as all-purpose cleaners, liquid or powdered or tablet dishwashing products, toilet bowl cleaners or products for cleaning various surfaces, such as sprays and wipes for treating / refreshing textiles or hard surfaces (floors, tiles, stone floors, etc.); hygiene products, such as sanitary napkins, diapers, toilet paper.

[0433] Another object of the present invention is a consumer product comprising:

[0434] - personal care active bases, and

[0435] - microcapsules or microcapsule slurries as defined above or perfuming compositions as defined above,

[0436] Wherein the consumer product is in the form of a personal care composition.

[0437] The personal care active bases into which the microcapsules of the present invention can be incorporated can be found in a large amount of literature related to such products. These formulations do not warrant a detailed description here, which is by no means exhaustive. A person skilled in the art of formulating such consumer products is fully capable of selecting suitable components based on his general knowledge and the available literature.

[0438] The personal care composition is preferably selected from the group consisting of a hair care product (e.g. a shampoo, a hair conditioner, a coloring preparation or a hair spray), a cosmetic preparation (e.g. a vanishing cream, a body lotion, or a deodorant or an antiperspirant), or a skin care product (e.g. a soap, a bath or shower mousse, a body wash, a bath oil or shower gel, bath salts or a hygiene product).

[0439] Another object of the present invention is a consumer product comprising:

[0440] - home care or fabric care active bases, and

[0441] - microcapsules or microcapsule slurries as defined above or perfuming compositions as defined above,

[0442] Wherein the consumer product is in the form of a home care or fabric care composition.

[0443] Home care or fabric care bases, into which the microcapsules of the present invention can be incorporated, can be found in the extensive literature relating to such products. These formulations do not warrant a detailed description here, which is by no means exhaustive. A person skilled in the art of formulating such consumer products will be well able to select suitable components based on his general knowledge and the available literature.

[0444] Preferably, the consumer product comprises 0.1 to 15 wt %, more preferably 0.2 to 5 wt % of the microcapsules or microcapsule slurry of the present invention, these percentages being defined by weight relative to the total weight of the consumer product. Of course, the above concentrations can be adjusted according to the desired beneficial effects of each product.

[0445] An object of the present invention is a consumer product, preferably a home care or fabric care consumer product, comprising the microcapsules or microcapsule slurry as defined above, wherein the pH of the consumer product is less than 7.

[0446] An object of the present invention is a consumer product, preferably a home care or fabric care consumer product, comprising the microcapsules or microcapsule slurry as defined above, wherein the pH of the consumer product is equal to or greater than 7.

[0447] For liquid consumer products referred to hereinafter, "active base" is to be understood as an active base comprising active materials (typically including surfactants) and water.

[0448] For solid consumer products referred to hereinafter, "active base" is to be understood as meaning the active base comprising active materials (typically including surfactants) and adjuvants (e.g. bleaches, buffers; builders; soil removers or soil suspension polymers; granular enzyme particles, corrosion inhibitors, defoamers, suds suppressors; dyes, fillers and mixtures thereof).

[0449] fabric softener

[0450] An object of the present invention is a consumer product in the form of a fabric softener composition comprising:

[0451] - a fabric softener active base; preferably comprising at least one active material selected from the group consisting of dialkyl quaternary ammonium salts, dialkyl ester quaternary ammonium salts (esterquats), Hamburg ester quaternary ammonium salts (HEQ), TEAQ (triethanolamine quaternary ammonium salts), silicones and mixtures thereof, the active base preferably being used in an amount of 85 to 99.95% by weight, based on the total weight of the composition,

[0452] - microcapsule slurry or microcapsules as defined above, preferably in an amount of 0.05 to 15 wt %, more preferably 0.1 to 5 wt %, based on the total weight of the composition,

[0453] -Optionally, free fragrance oil.

[0454] liquid detergent

[0455] An object of the present invention is a consumer product in the form of a liquid detergent composition comprising:

[0456] - a liquid detergent active base; preferably comprising at least one active material selected from the group consisting of anionic surfactants, such as alkylbenzene sulfonates (ABS), secondary alkyl sulfonates (SAS), primary alcohol sulfates (PAS), lauryl ether sulfates (LES), methyl ester sulfonates (MES), and nonionic surfactants, such as alkylamines, alkanolamides, fatty alcohol poly(ethylene glycol) ethers, fatty alcohol ethoxylates (FAE), ethylene oxide (EO) and propylene oxide (PO) copolymers, amine oxides, alkyl polyglucosides, alkyl polyglucamides, the active base preferably being used in an amount of 85 to 99.95% by weight, based on the total weight of the composition,

[0457] - microcapsule slurry or microcapsules as defined above, preferably in an amount of 0.05 to 15 wt %, more preferably 0.1 to 5 wt %, based on the total weight of the composition,

[0458] -Optionally, free fragrance oil.

[0459] Solid detergent

[0460] An object of the present invention is a consumer product in the form of a solid detergent composition comprising:

[0461] 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), copolymers of ethylene oxide (EO) and propylene oxide (PO), amine oxides, alkyl polyglucosides, alkyl polyglucamides, the active base preferably being used in an amount of 85 to 99.95% by weight, based on the total weight of the composition,

[0462] - microcapsule powder or microcapsule slurry as defined above, preferably in an amount of 0.05 to 15 wt %, more preferably 0.1 to 5 wt %, based on the total weight of the composition,

[0463] -Optionally, free fragrance oil.

[0464] Shampoo / shower gel

[0465] An object of the present invention is a consumer product in the form of a shampoo or shower gel composition comprising:

[0466] - 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-based surfactants and mixtures thereof, the active base preferably being used in an amount of 85 to 99.95% by weight, based on the total weight of the composition,

[0467] - microcapsule slurry or microcapsules as defined above, preferably in an amount of 0.05 to 15 wt %, more preferably 0.1 to 5 wt %, based on the total weight of the composition,

[0468] -Optionally, free fragrance oil.

[0469] Rinse-off conditioner

[0470] An object of the present invention is a consumer product in the form of a rinse-off conditioner composition comprising:

[0471] - 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, behenyltrimonium chloride and mixtures thereof, the active base preferably being used in an amount of 85 to 99.95% by weight based on the total weight of the composition,

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

[0473] -Optionally, free fragrance oil.

[0474] Solid flavor enhancer

[0475] An object of the present invention is a consumer product in the form of a solid scent booster comprising:

[0476] a solid carrier, preferably selected from the group consisting of urea, sodium chloride, sodium sulfate, sodium acetate, zeolite, sodium carbonate, sodium bicarbonate, clay, talc, calcium carbonate, magnesium sulfate, gypsum, calcium sulfate, magnesium oxide, zinc oxide, titanium dioxide, calcium chloride, potassium chloride, magnesium chloride, zinc chloride, sugars such as sucrose, mono-, disaccharides and polysaccharides and derivatives such as starch, cellulose, methylcellulose, ethylcellulose, propylcellulose, polyols / sugar alcohols such as sorbitol, maltitol, xylitol, erythritol and isomalt, PEG, PVP, citric acid or any water-soluble solid acid, fatty alcohols or fatty acids and mixtures thereof,

[0477] - microcapsule slurry or microcapsules as defined above, in powder form, preferably in an amount of 0.05 to 15 wt%, more preferably 0.1 to 5 wt%, based on the total weight of the composition.

[0478] -Optionally, free fragrance oil.

[0479] Liquid Fragrance Enhancer

[0480] An object of the present invention is a consumer product in the form of a liquid flavor enhancer comprising:

[0481] - aqueous phase,

[0482] - a surfactant system consisting essentially of one or more than one nonionic surfactant, wherein the surfactant system has an average HLB of 10 to 14, preferably selected from the group consisting of ethoxylated aliphatic alcohols, POE / PPG (polyoxyethylene and polyoxypropylene) ethers, mono- and polyglycerol esters, sucrose ester compounds, polyoxyethylene hydroxy esters, alkyl polyglucosides, amine oxides and combinations thereof;

[0483] - a linker selected from the group consisting of alcohols, salts and esters of carboxylic acids, salts and esters of hydroxycarboxylic acids, fatty acids, fatty acid salts, glycerol fatty acids, surfactants with an HLB of less than 10, and mixtures thereof, and

[0484] - Microcapsule slurry or microcapsules as defined above, in the form of a slurry, preferably in an amount of 0.05 to 15 wt%, more preferably 0.1 to 5 wt%, based on the total weight of the composition.

[0485] -Optionally, free fragrance oil.

[0486] hair dye

[0487] An object of the present invention is a consumer product in the form of an oxidative hair dyeing composition comprising:

[0488] - an oxidizing phase comprising an oxidizing agent and a basic phase comprising an alkaline agent, a dye precursor and a coupling compound; wherein the dye precursor and the coupling compound form an oxidative hair dye in the presence of the oxidizing agent, preferably in an amount of 85 to 99.95% by weight, based on the total weight of the composition,

[0489] - microcapsule slurry or microcapsules as defined above, preferably in an amount of 0.05 to 15 wt %, more preferably 0.1 to 5 wt %, based on the total weight of the composition,

[0490] -Optionally, free fragrance oil.

[0491] Perfuming composition

[0492] According to a particular embodiment, the consumer product is in the form of a perfuming composition comprising, based on the total weight of the perfuming composition:

[0493] - 0.1 to 30% by weight, preferably 0.1 to 20% by weight, of microcapsules or microcapsule slurry as defined above,

[0494] - 0 to 40% by weight, preferably 3 to 40% by weight, of fragrance, and

[0495] - 20 to 90% by weight, preferably 40 to 90% by weight, of ethanol.

[0496] The present invention will now be further described by way of examples. It should be understood that the invention as claimed is not intended to be limited in any way by these examples.

[0497] Example

[0498] General solution:

[0499] Rapeseed protein ( Source: DSM) is optionally dispersed in an inert solvent (eg benzyl benzoate (BB) or sunflower oil) and stirred at 60°C for 30 minutes.

[0500] This solution / dispersion and a multifunctional monomer (eg, benzene-1,3,5-triacyl trichloride - BTC) are added to a fragrance oil (see Table 1) at room temperature to form an oil phase.

[0501] The oil phase is mixed with water (94 g), which contains at least one amino compound (amino compound A), at least one amino compound (amino compound B and optionally a third amino compound C), sodium alginate, and optionally a base.

[0502] The reaction mixture was stirred at 24,000 rpm using an Ultra Turrax for 30 seconds or 1 minute to obtain an emulsion.

[0503] The reaction mixture was stirred at 60°C for 4 hours to give a white dispersion.

[0504] Table 1: Fragrance Oils

[0505] Element % in oil 2-Methylvalerate Ethyl ester 3.2％ Eucalyptol 7.8％ 2,4-Dimethyl-3-cyclohexene-1-carbaldehyde 0.75％ <![CDATA[Aldehyde C 10 > 0.75％ Citronellyl nitrile 4.3％ Isobornyl acetate 3％ 2-tert-Butyl-1-cyclohexyl acetate 9.8％ Citronellyl acetate 1.3％ 2-Methylundecanal 3％ diphenyl ether 0.8％ <![CDATA[Aldehyde C 12 > 1.3％ Dicyclopentadienyl acetate 9.85％ β-ionone 3.3％ γ-Undecalactone 18.75％ Hexyl salicylate 15.9％ Benzyl salicylate 16.2％

[0506] Example 1

[0507] Preparation of polyamide microcapsules AC: acyl chloride

[0508] AC A: Amino Compound A

[0509] AC B: Amino Compound B

[0510] IS: Inert Solvent

[0511] PS: polysaccharide

[0512] Table 2: Composition of microcapsule A

[0513]

[0514] 1) 1,3,5-Benzenetricarboxylic acid chloride; Source: Aldrich, Switzerland

[0515] 2) Ethylenediamine - Source: Aldrich, Switzerland

[0516] 3) Source: Aldrich, Switzerland

[0517] 4) L-lysine, source: Aldrich, Switzerland

[0518] Example 2

[0519] Stability performance

[0520] The microcapsules of the present invention were dispersed in the fabric softener composition described in Table 3 to obtain a concentration of 0.116% encapsulated fragrance oil.

[0521] Table 3: Fabric Conditioner Compositions

[0522] product weight% Stepantex VL 90A 8.88 Calcium chloride solution 10% 0.36 ProxelGXL 0.04 spices 1.00 water 89.72 total 100

[0523] plan:

[0524] Weigh 2 g of sample (matrix including capsules) into a 20 mL vial. Add 10 mL of the extraction solvent (isooctane) containing the internal standard 1,4-dibromobenzene at a precisely known concentration of approximately 90 ng / μL. Shake at 40 RPM for 45 minutes to extract the free fragrance. Remove the solvent phase.

[0525] To measure the leakage in the base material, an Agilent GCFID7890A was used with the injector set at 250°C, helium as the carrier gas at a flow rate of 1 mL / min, and the oven temperature was programmed to start at 120°C, hold for 5 minutes, increase to 170°C at 10°C / min, increase to 220°C at 25°C / min, and then increase to 260°C at 25°C / min. For subsequent runs, measurements were completed at 260°C.

[0526] Calibration solutions of 100, 300, and 600 ng / μL of the aromatic oil were prepared in isooctane. It is important that the aromatic oil used to prepare the calibration curves comes from the same batch used to produce the microcapsules.

[0527] Table 4: Stability (fragrance leakage at 37°C - 3 days / 1 month)

[0528] sample 3 days 1 month A1 15％ 26％ A2 18％ NM A3 13％ 20％

[0529] *Not measured

[0530] It can be concluded that the microcapsules of the present invention exhibit good stability in challenging matrices.

[0531] Example 3

[0532] Extraction of the biodegradable shell of the microcapsules according to the invention (Following the method disclosed in Gasparini et al. in Molecules 2020, 25, 718)

[0533] The dispersed phase of the microcapsule slurry was removed by vacuum filtration using a Gooch filter crucible (porosity 4), and the powder was dried. The recovered solid was ground for 30 seconds using a crusher IKA tube mill control. The resulting paste (aromatic oil + polymer shell) was suspended in 300 mL of ethyl acetate, and the mixture was stirred at room temperature for 1 hour. The solid was collected by vacuum filtration using a Gooch filter crucible (porosity 4). This extraction step was repeated 5 times to remove the maximum amount of aromatic oil from the shell. The powder was dried under vacuum (10 mBar) at 50 ° C until the polymer weight monitored by gravimetric analysis was constant. The resulting powder was ground using a crusher IKA tube mill control for 1 minute and 30 seconds, suspended in deionized water (0.5% w / w) and stirred at room temperature for 24 hours at 300 RPM. Water was removed by vacuum filtration using a Gooch filter crucible (porosity 4), and the powder was dried at room temperature for 2.5 days, then dried overnight at 50 ° C under vacuum (10 mBar). Finally, the resulting powder was ground using a crusher IKA tube mill control for 1 minute 30 seconds and extracted five more times with ethyl acetate as described above. The final powder was dried overnight at 50°C under vacuum (10 mBar). To ensure complete fragrance removal, samples were analyzed by GC pyrolysis and biodegradation measurements were performed according to the OECD 301F method.

[0534] After 60 days of testing, the biodegradability of the example shells analyzed was greater than 40%.

[0535] Example 4

[0536] Preparation of spray-dried microcapsules

[0537] Emulsions A to E were prepared having the following compositions.

[0538] Table 5: Composition of emulsions A to E and composition of granular powders A to E after spray drying

[0539]

[0540] 1) Capsul™, Ingredion

[0541] 2) Maltodextrin 10DE Source: Roquette

[0542] 3) Maltose, Lehmann & Voss

[0543] 4) Silica, Evonik

[0544] 5) See Table 6

[0545] Table 6: Composition of Fragrance C

[0546]

[0547] 1) Firmenich SA, Switzerland

[0548] 2) 3-(4-tert-Butylphenyl)-2-methylpropanal, Givaudan SA, Vergne, Switzerland

[0549] 3) 1-(Octahydro-2,3,8,8-tetramethyl-2-naphthyl)-1-ethanone, International Flavors & Fragrances, USA

[0550] 4) Firmenich SA, Switzerland

[0551] 5) Methyl dihydrojasmonate, Firmenich SA, Switzerland

[0552] 6) Firmenich SA, Switzerland

[0553] The components of the polymer matrix (maltodextrin and capsules) were mixed at 45-50°C. TM or Capsul™, citric acid, and tripotassium citrate) are added to water until completely dissolved.

[0554] For Emulsion D, free fragrance C was added to the water phase.

[0555] The microcapsule slurry was added to the resulting mixture.Then, the resulting mixture was gently mixed at 25°C (room temperature).

[0556] Granular powders A-E were prepared by spray drying emulsions A-E using a Sodeva spray dryer (source: France) with an inlet temperature of 215°C and a throughput of 500 mL per hour. The outlet temperature was 105°C. The emulsions were at ambient temperature before atomization.

[0557] Example 5

[0558] Liquid flavor enhancer composition

[0559] Sufficient example microcapsules were weighed and mixed into the liquid flavor enhancer to add the equivalent of 0.2% flavor.

[0560] Table 7: Liquid Fragrance Enhancer Composition

[0561]

[0562] 1) Deceth-8; Trademark and source: KLK Oleo

[0563] 2) Laureth-9; Trademark and Source:

[0564] 3) Plantacare 2000UP; Trademark and source: BASF

[0565] Different ringing gel compositions (Compositions 1 to 6) were prepared according to the following protocol.

[0566] In the first step, the aqueous phase (water), solvent (propylene glycol) (if present) and surfactant were mixed together at room temperature using a magnetic stirrer at 300 rpm for 5 minutes.

[0567] In a second step, the linker was dissolved in the hydrophobic active ingredient (fragrance) at room temperature with stirring on a magnetic stirrer at 300 rpm. The resulting mixture was mixed for 5 minutes.

[0568] The water phase and the oil phase are then mixed together at room temperature for 5 minutes to form a clear or milky ringing gel.

[0569] Example 6

[0570] Liquid detergent compositions

[0571] Sufficient example microcapsules were weighed and mixed into liquid detergent to add the equivalent of 0.2% perfume.

[0572] Table 8: Liquid detergent composition

[0573] Element Concentration [wt%] <![CDATA[C 14-17 Sodium secondary alkyl sulfonate 1 )]]> 7 <![CDATA[C 12-18 and C 18 -Unsaturated fatty acids 2 )]]> 7.5 <![CDATA[C with 7 mol EO 12 / 14 Fatty alcohol polyglycol ether 3 )]]> 17 triethanolamine 7.5 Propylene glycol 11 citric acid 6.5 potassium hydroxide 9.5 <![CDATA[Properase L 4) ]]> 0.2 <![CDATA[Puradax EG L 4 )]]> 0.2 <![CDATA[Purastar ST L 4) ]]> 0.2 <![CDATA[Acrylate / Steareth-20 Methacrylate Structured Crosslinked Polymer 5 )]]> 6 Deionized water 27.4

[0574] 1) Hostapur SAS 60; Source: Clariant

[0575] 2) Edenor K 12-18; Source: Cognis

[0576] 3) Genapol LA 070; Source: Clariant

[0577] 4) Source: Genencor International

[0578] 5) Aculyn 88; Source: Dow Chemical

[0579] Example 7

[0580] Unit dose formulations

[0581] Sufficient exemplary microcapsules were weighed and mixed into the unit dose formulation to add the equivalent of 0.2% flavor.

[0582] The unit dose may be contained in a PVOH (polyvinyl alcohol) film.

[0583] Table 9: Composition of unit dose

[0584] Element Concentration [wt%] C12-C14 alkyl polyethoxylate 15 C12-C14 Alkyl Polyethoxylate Sulfate Monoethanolamine Salt 9.5 Linear alkylbenzene sulfonic acid 17 citric acid 0.5 C12-C18 fatty acids 17 enzymes 1.2 fluorescent brightener 0.3 1,2-Propanediol 12 glycerin 9 Sodium hydroxide 1 Monoethanolamine 6 PDMS 2.5 Potassium sulfite 0.2 water 8.8 total 100

[0585] Example 8

[0586] Powder detergent compositions

[0587] Sufficient exemplified microcapsules were weighed and mixed into a powder detergent composition to add the equivalent of 0.2% perfume.

[0588] Table 10: Powder detergent composition

[0589] Element Number of copies Anion (linear alkylbenzene sulfonate) 20％ Nonionic (alcohol ethoxylate (5-9 ethylene oxide)) 6％ Detergents (zeolite, sodium carbonate) 25％ silicates 6％ sodium sulfate 35％ Others (enzymes, polymers, bleaching agents) 7.5％ Spray-dried microparticle powders A to E 0.5％

[0590] Example 9

[0591] Concentrated all-purpose cleaning composition

[0592] Sufficient exemplary microcapsules were weighed and mixed into a concentrated all-purpose cleaner composition to add the equivalent of 0.2% perfume.

[0593] Table 11: Concentrated all-purpose cleaner compositions

[0594] Element Amount (weight %) Function <![CDATA[Ethoxylated alcohol (C9 - C11, 8EO) (1) > 20 nonionic surfactants <![CDATA[Sodium dodecylbenzenesulfonate (2) > 16 Anionic surfactants <![CDATA[Sodium cumenesulfonate (3) > 8 Hydrotrope <![CDATA[Methylchloroisothiazolinone Methylisothiazolinone 3.3:1 (4) > 0.8％ preservative water 55.9 solvent

[0595] 1) Neodol Trademark and source: Shell Chemical

[0596] 2) Biosoft Trademark and source: Stepan Company

[0597] 3) Stepanate Trademark and source: Stepan Company

[0598] 4) Kathon Trademark and source: Dow Chemical Company

[0599] Mix all ingredients together and dilute the mixture to 100% with water.

[0600] Example 10

[0601] Solid flavor enhancer composition

[0602] The following compositions were prepared.

[0603] Table 12: Salt-based solid flavor enhancer composition

[0604] Element Number of copies Sodium chloride 95 Spray-dried microparticle powders A to E 5

[0605] Table 13: Urea-based solid flavor enhancer composition

[0606] Element Number of copies Urea (beads) 94 Spray-dried microparticle powders A to E 8 Bentonite 3 spices 3

[0607] Example 11

[0608] Shampoo composition

[0609] Sufficient exemplary microcapsules were weighed and mixed into a shampoo composition to add the equivalent of 0.2% fragrance.

[0610] Table 14: Shampoo composition

[0611]

[0612] 1)Ucare Polymer JR-400, Noveon

[0613] 2) Schweizerhall

[0614] 3) Glydant, Lonza

[0615] 4)Texapon NSOIS, Cognis

[0616] 5) Tego Betain F 50, Evonik

[0617] 6)Amphotensid GB 2009,Zschimmer&Schwarz

[0618] 7) Monomuls 90L-12, Gruenau

[0619] 8) Monosodium paraben, NIPA

[0620] Disperse Polyquaternium-10 in water. Mix the remaining ingredients of Phase A separately by adding them one by one, mixing thoroughly after each adjuvant is added. Add this premix to the Polyquaternium-10 dispersion and mix for an additional 5 minutes. Then, add the premixed Phase B and premixed Phase C (heat Monomuls 90L-12 to melt in Texapon NSO IS) while stirring. Add Phase D and Phase E while stirring. Adjust the pH to pH: 5.5-6.0 with citric acid solution.

[0621] Example 12

[0622] Shampoo composition

[0623] Sufficient exemplary microcapsules were weighed and mixed into a shampoo composition to add the equivalent of 0.2% fragrance.

[0624] Table 15: Shampoo composition

[0625]

[0626] 1) EDETA B powder, BASF

[0627] 2) Jaguar C14 S, Rhodia

[0628] 3)Ucare Polymer JR-400, Noveon

[0629] 4)Sulfetal LA BE,Zschimmer&Schwarz

[0630] 5)Zetesol LA,Zschimmer&Schwarz

[0631] 6) Tego Betain F 50, Evonik

[0632] 7)Xiameter MEM-1691,Dow Corning

[0633] 8) Lanette 16, BASF

[0634] 9) Comperlan 100, Cognis

[0635] 10) Cutina AGS, Cognis

[0636] 11) Kathon CG, Rohm & Haas

[0637] 12) D-Panthenol, Roche

[0638] Add the premix containing guar hydroxypropyltrimonium chloride and polyquaternium-10 to the water and tetrasodium EDTA while mixing. When the mixture is homogeneous, add the sodium hydroxide solution. Then, add the Phase C ingredients. Heat the mixture to 75°C. Add the Phase D ingredients and mix until homogeneous. Remove from heat and allow the mixture to cool to room temperature. At 45°C, add the Phase E ingredients while mixing. Adjust the final viscosity with a 25% sodium chloride solution and the pH to 5.5-6 with a 10% sodium hydroxide solution.

[0639] Example 13

[0640] Rinse-off hair composition

[0641] A sufficient amount of exemplary microcapsules was weighed and mixed into a rinse-off composition to add the equivalent of 0.2% fragrance.

[0642] Table 16: Rinse composition

[0643]

[0644] 1)Genamin KDMP,Clariant

[0645] 2)Tylose H10 Y G4,Shin Etsu

[0646] 3) Lanette O, BASF

[0647] 4)Arlacel 165,Croda

[0648] 5)Incroquat BehenylTMS-50-PA-(MH),Croda

[0649] 6) Brij S20, Croda

[0650] 7)Xiameter MEM-949,Dow Corning

[0651] 8) Alfa Aesar

[0652] Mix the ingredients of Phase A until a homogeneous mixture is obtained. Allow the Tylose to dissolve completely. Then heat the mixture to 70-75°C. Combine the ingredients of Phase B and melt at 70-75°C. Then, add the ingredients of Phase B to Phase A with good stirring and continue mixing until the mixture reaches a temperature of 60°C. Then, add the ingredients of Phase C while stirring and continue mixing until the mixture cools to 40°C. Adjust the pH to 3.5-4.0 with citric acid solution.

[0653] Example 14

[0654] Antiperspirant spray anhydrous composition

[0655] Sufficient exemplary microcapsules were weighed and mixed into the antiperspirant spray anhydrous composition to add the equivalent of 0.2% fragrance.

[0656] Table 17: Antiperspirant Spray Anhydrous Composition

[0657] Element Amount (weight %) <![CDATA[Cyclic dimethylsiloxane 1 )]]> 53.51 Isopropyl myristate 9.04 <![CDATA[Silicon dioxide 2 )]]> 1.03 <![CDATA[Quaternary ammonium salt-18 - hectorite 3 )]]> 3.36 <![CDATA[Aluminum Chlorohydrate 4 )]]> 33.06

[0658] 1) Dow 345Fluid; Trademark and source: Dow Corning

[0659] 2) 200; Trademark and source: Evonik

[0660] 3) 38; Trademark and source: Elementis Specialities

[0661] 4) Micro Dry Ultrafine; Source: Reheis

[0662] Using a high-speed blender, add silica and quaternium-18-hectorite to the mixture of isopropyl myristate and cyclomethicone. Once fully swollen, add aluminum chlorohydrate in portions while stirring until the mixture is homogeneous and free of lumps. Fill an aerosol can with 25% of the suspension and 75% of propane / butane (2.5 bar).

[0663] Example 14

[0664] Antiperspirant spray emulsion composition

[0665] Sufficient exemplary microcapsules were weighed and mixed into an antiperspirant spray emulsion composition to add the equivalent of 0.2% fragrance.

[0666] Table 18: Antiperspirant Spray Emulsion Composition

[0667] Element Amount (weight %) <![CDATA[Polysorbate 65 1) (Part A)]]> 0.95 <![CDATA[Polyglyceryl-2 dimerate hydroxystearate 2) (Part A)]]> 1.05 <![CDATA[Cetyl PEG / PPG-10 / 1 Dimethicone 3) (Part A)]]> 2.75 <![CDATA[Cyclic dimethylsiloxane 4 )(Part A)]]> 16.4 <![CDATA[Isopropyl isostearate 5) (Part A)]]> 4.5 <![CDATA[Phenoxyethanol 6 )(Part A)]]> 0.5 <![CDATA[Ethylhexyl glycerin 7) (Part A)]]> 0.2 <![CDATA[C12-15 alkyl benzoate 8 )(Part A)]]> 5.65 <![CDATA[Silylated silica 9) (Part A)]]> 0.1 <![CDATA[Sodium methylparaben 10) (Part B)]]> 0.1 <![CDATA[Aluminum Chlorohydrate 11) (Part B)]]> 20 Water (Part B) 44.47 Fragrances (Section C) 3.33

[0668] 1) Tween 65; Trademark and source: CRODA

[0669] 2) Dehymuls PGPH; Trademark and source: BASF

[0670] 3) Abil EM-90; Trademark and source: BASF

[0671] 4) Dow Corning 345 fluid; Trademark and source: Dow Corning

[0672] 5) Crodamol ipis; Trademark and source: CRODA

[0673] 6) Phenoxyethanol; Trademark and source: LANXESS

[0674] 7) Sensiva sc 50; Trademark and source: KRAFT

[0675] 8) Tegosoft TN; Trademark and Source: Evonik

[0676] 9) Aerosil R 812; Trademark and source: Evonik

[0677] 10) Nipagin mna; Trademark and source: CLARIANT

[0678] 11) Locron L; Trademark and Source: CLARIANT

[0679] Weigh the ingredients of Parts A and B separately. Heat the ingredients of Part A to 60°C and the ingredients of Part B to 55°C. Pour the ingredients of Part B into Part A in a small portion while stirring continuously. Stir the mixture thoroughly until it reaches room temperature. Then, add the ingredients of Part C. Mix the emulsion and introduce it into an aerosol can. Compress the propellant and add it. Aerosol fill: 30% emulsion: 70% propane / butane 2.5 bar.

[0680] Example 16

[0681] Deodorant spray composition

[0682] Sufficient exemplary microcapsules were weighed and mixed into an antiperspirant deodorant spray composition to add the equivalent of 0.2% fragrance.

[0683] Table 19: Deodorant Spray Composition

[0684] Element Amount (weight %) Ethanol 95% 90.65 <![CDATA[Triclosan 1 )]]> 0.26 Isopropyl myristate 9.09

[0685] 1) DP 300; Trademark and source: BASF

[0686] All ingredients were mixed and dissolved according to the order of Table 24. The aerosol can was then filled, compressed and the propellant added (aerosol fill: 40% active solution, 60% propane / butane 2.5 bar).

[0687] Example 17

[0688] Antiperspirant roll-on lotion composition

[0689] Sufficient exemplary microcapsules were weighed and mixed into an antiperspirant roll-on composition to add the equivalent of 0.2% fragrance.

[0690] Table 20: Antiperspirant Roll-On Composition

[0691] Element Amount (weight %) <![CDATA[Stearyl alcohol polyether - 2 1) (Part A)]]> 3.25 <![CDATA[Polyoxyl 21 Stearyl Ether 2) (Part A)]]> 0.75 <![CDATA[PPG-15 Stearyl Ether 3) (Part A)]]> 4 Deionized water (Part B) 51 <![CDATA[50% aqueous solution of aluminum chlorohydrate 4) (Part C)]]> 40 Fragrances (Section D) 1

[0692] 1) BRIJ 72; Source: ICI

[0693] 2) BRIJ 721; Source: ICI

[0694] 3) ARLAMOL E; Source: UNIQEMA-CRODA

[0695] 4) LOCRON L; Source: CLARIAN

[0696] Heat Parts A and B separately to 75°C; add Part A to Part B while stirring, and homogenize the mixture for 10 minutes. Then, cool the mixture while stirring. When the mixture reaches 45°C, slowly add Part C. When the mixture reaches 35°C, slowly add Part D while stirring. Then, cool the mixture to room temperature.

[0697] Example 18

[0698] Antiperspirant roll-on composition

[0699] Sufficient exemplary microcapsules were weighed and mixed into an antiperspirant roll-on composition to add the equivalent of 0.2% fragrance.

[0700] Table 21: Antiperspirant Roll-On Composition

[0701] Element quantity Water (Part A) 45 <![CDATA[50% Aqueous Solution of Aluminum Chlorohydrate 1) (Part B)]]> 20 Denatured alcohol (96% ethanol) (Part B) 30 <![CDATA[Ceteth-12 2) (Part C)]]> 2 <![CDATA[Ceteth-30 3) (Part C)]]> 2 Fragrances (Section D) 1

[0702] 1) LOCRON L; Source: CLARIANT

[0703] 2) EUMULGIN B-1; Source: BASF

[0704] 3) EUMULGIN B-3; Source: BASF

[0705] Combine the ingredients of Part B in a container and then add the ingredients of Part A. Then dissolve Part C into Parts A and B. For fragrance, add 1 part Cremophor RH40 to 1 part fragrance while mixing well.

[0706] Example 19

[0707] Antiperspirant roll-on composition

[0708] Sufficient exemplary microcapsules were weighed and mixed into an antiperspirant roll-on composition to add the equivalent of 0.2% fragrance.

[0709] Table 22: Antiperspirant Roll-On Composition

[0710] Element Amount (weight %) Water (Part A) 50.51 <![CDATA[Hydroxyethyl cellulose 1) (Part A)]]> 0.71 Ethanol 95% (Part B) 40.40 1,2-Propanediol (Part B) 5.05 <![CDATA[Triclosan 2) (Part B)]]> 0.30 <![CDATA[PEG-40 Hydrogenated Castor Oil 3) (Part C)]]> 3.03

[0711] 1) 250H; Trademark and source: Ashland

[0712] 2) DP 300; Trademark and source: BASF

[0713] 3) RH 40; Trademark and source: BASF

[0714] Prepare Part A by sprinkling hydroxyethylcellulose little by little into the water while stirring rapidly with a turbine. Continue stirring until the hydroxyethylcellulose is fully swollen and forms a clear gel. Then, pour Part B little by little into Part A while continuing to stir until the mixture is homogeneous. Add Part C.

[0715] Example 20

[0716] Deodorant pumps with alcohol-free formulations

[0717] Sufficient exemplary microcapsules were weighed and mixed into the following composition to add the equivalent of 0.2% fragrance.

[0718] Table 23: Deodorant Composition

[0719] Element Amount (weight %) <![CDATA[C12-15 alkyl lactate 1 )]]> 5 <![CDATA[Polydimethylsiloxane 2 )]]> 91.6 <![CDATA[Hexadecyl lactate 3 )]]> 1 <![CDATA[Octyldodecanol 4 )]]> 0.8 <![CDATA[Triclosan 5 )]]> 0.1 spices 1.5

[0720] 1) Ceraphyl 41; Trademark and source: ASHLAND

[0721] 2) DOW CORNING 200FLUID 0.65cs; Trademark and source: DOW CORNING CORPORATION

[0722] 3) Ceraphyl 28; Trademark and source: ASHLAND

[0723] 4) Eutanol G; Trademark and source: BASF

[0724] 5) DP 300; Trademark and source: BASF

[0725] Combine all ingredients in the order listed and heat the mixture slightly to dissolve the cetyl lactate.

[0726] Example 21

[0727] Deodorant pump with alcohol-based formula

[0728] Sufficient exemplary microcapsules were weighed and mixed into the following composition to add the equivalent of 0.2% fragrance.

[0729] Table 24: Deodorant Composition

[0730] Element Amount (weight %) Ethanol (Part A) 60 <![CDATA[PEG-6 Caprylic / Capric Glycerides 1 )(Part A)]]> 2 Water (Part A) 35.6 <![CDATA[PEG-40 Hydrogenated Castor Oil 2) (Part B)]]> 0.4 Spices (Part B) 2

[0731] 1) Softigen 767; Trademark and source: CRODA

[0732] 2) RH 40; Trademark and source: BASF

[0733] Combine the ingredients in Part B. Dissolve the ingredients in Part A in the order listed, then pour into Part B.

[0734] Example 22

[0735] Talc formulations

[0736] Weigh out sufficient amounts of microgranules A to E and mix into a standard talc base: 100% talc, very slight characteristic odor, white powder, source: LUZENAC, to add the equivalent of 0.2% of fragrance.

[0737] Example 23

[0738] Shower Gel Reference

[0739] Sufficient exemplary microcapsules were weighed and mixed into the following composition to add the equivalent of 0.2% fragrance.

[0740] Table 25: Body wash composition

[0741] Element Amount (weight %) Function Deionized water 49.350 solvent <![CDATA[Sodium EDTA 1 )]]> 0.050 chelating agents <![CDATA[Acrylate copolymer 2 )]]> 6.000 thickener <![CDATA[Sodium C12 - C15 alcohol polyether sulfate 3 )]]> 35.000 surfactants 20% sodium hydroxide aqueous solution 1.000 pH adjusters <![CDATA[Cocamidopropyl betaine 4 )]]> 8.000 surfactants <![CDATA[Methylchloroisothiazolinone and methylisothiazolinone 5 )]]> 0.100 preservative Citric acid (40%) 0.500 pH adjusters

[0742] 1) EDETA B powder; Trademark and source: BASF

[0743] 2) CARBOPOL AQUA SF-1 polymer; Trademark and source: NOVEON

[0744] 3) ZETESOL AO 328U; Trademark and source: ZSCHIMMER & SCHWARZ

[0745] 4) TEGO-BETAIN F 50; Trademark and source: GOLDSCHMIDT

[0746] 5) KATHON CG; Trademark and source: ROHM & HASS

[0747] The ingredients were mixed and the pH was adjusted to 6-6.3 (viscosity: 4500 cPo + / - 1500 cPo (Brookfield RV / Spindle #4 / 20 RPM)).

[0748] Example 24

[0749] Shower gel composition

[0750] Sufficient exemplary microcapsules were weighed and mixed into the following composition to add the equivalent of 0.2% fragrance.

[0751] Table 26: Body wash composition

[0752] Element Amount (weight %) Function Deionized water 52.40 solvent <![CDATA[Sodium EDTA 1 )]]> 0.10 chelating agents Sodium benzoate 0.50 preservative Propylene glycol 2.00 solvent <![CDATA[Sodium C12 - C15 alcohol polyether sulfate 2 )]]> 35.00 surfactants <![CDATA[Cocamidopropyl betaine 3 )]]> 8.00 surfactants <![CDATA[Polyquaternium-7 4) > 0.20 Conditioner Citric acid (40%) 1.00 pH adjusters Sodium chloride 0.80 Viscosity regulator

[0753] 1) EDETA B powder; Trademark and source: BASF

[0754] 2) ZETESOL AO 328U; Trademark and source: ZSCHIMMER & SCHWARZ

[0755] 3) TEGO-BETAIN F 50; Trademark and source: GOLDSCHMIDT

[0756] 4) MERQUAT 550; Trademark and source: LUBRIZOL

[0757] The ingredients were mixed and the pH was adjusted to 4.5 (viscosity: 3000 cPo + / - 1500 cPo (Brookfield RV / Spindle #4 / 20 RPM)).

[0758] Example 25

[0759] Shower gel composition

[0760] Sufficient exemplary microcapsules were weighed and mixed into the following composition to add the equivalent of 0.2% fragrance.

[0761] Table 27: Body wash composition

[0762]

[0763]

[0764] 1) EDETA B powder; Trademark and source: BASF

[0765] 2) Texapon NSO IS; Trademark and Source: COGNIS

[0766] 3) MERQUAT 550; Trademark and source: LUBRIZOL

[0767] 4) DEHYTON AB-30; Trademark and source: COGNIS

[0768] 5) GLUCAMATE LT; Trademark and source: LUBRIZOL

[0769] 6) EUPERLAN PK 3000AM; Trademark and source: COGNIS

[0770] 7) CREMOPHOR RH 40; Trademark and source: BASF

[0771] The ingredients were mixed and the pH was adjusted to 4.5 (viscosity: 4000 cPo + / - 1500 cPo (Brookfield RV / Spindle #4 / 20 RPM)).

[0772] Example 26

[0773] Hand dishwashing detergent

[0774] Sufficient exemplary microcapsules were weighed and mixed into the following composition to add the equivalent of 0.2% fragrance.

[0775] Table 28: Hand Dishwashing Detergent Composition

[0776] Element Amount (weight %) Function <![CDATA[Linear alkylbenzene sulfonic acid (1) > 20 Anionic surfactants <![CDATA[Diethanolamide (2) > 3.5 Foam enhancer <![CDATA[Sodium hydroxide (50%) (3) > 3.4 pH adjuster / neutralizer <![CDATA[Secondary alcohol ethoxolate (4) > 2.5 nonionic surfactants Sodium xylenesulfonate 6.3 hydrotrope water 64.3 solvent

[0777] 1) Trademark and source: Stepan Company

[0778] 2) Trademark and source: Stepan Company

[0779] 3) Trademark and source: Stepan Company

[0780] 4) Tergitol Trademark and source: Dow Chemical Company

[0781] Mix water with sodium hydroxide and diethanolamide. Add LAS. After neutralizing the LAS, add the remaining ingredients. Check the pH (=7-8) and adjust if necessary.

[0782] Example 27

[0783] Toothpaste formulations

[0784] A sufficient amount of microcapsule slurry M (prepared according to the protocol disclosed in Example 1, except that menthol flavor was encapsulated) was weighed and mixed into the following composition to add the equivalent of 0.2% flavor.

[0785] Table 29: Toothpaste formulation

[0786] Element Amount (weight %) polyethylene glycol 400 2.0％ Xanthan gum 0.6％ Sorbitol 70% solution 50％ Sodium fluoride 0.220％ Sodium benzoate 0.2％ water 15.230％ <![CDATA[Hydrated silica 1 )]]> 22.0％ <![CDATA[Hydrated silicon dioxide 2 )]]> 7.0％ Titanium Dioxide CI77891 0.5％ Sodium lauryl sulfate 1.250％ flavorings 1.2％ total 100％

[0787] 1) Tixosil 73

[0788] 2) Tixosil 43

[0789] Example 28

[0790] Dicalcium phosphate-based toothpaste formulations

[0791] A sufficient amount of microcapsule slurry M (prepared according to the protocol disclosed in Example 1, except that menthol flavor was encapsulated) was weighed and mixed into the following composition to add the equivalent of 0.2% flavor.

[0792] Table 30: Toothpaste formulation

[0793] Element Amount (weight %) Sodium carboxymethyl cellulose 1.2％ flavorings 1.2％ Deionized water / pure water Remainder to final weight Sodium lauryl sulfate 1.3％ glycerin 20.0％ Saccharin sodium 0.2％ Dicalcium hydrogen phosphate dihydrate 36.0％ Methylparaben 0.2％ <![CDATA[Silicon dioxide 1 )]]> 3.0％ total 100％

[0794] 1) 200

[0795] Example 29

[0796] Alcohol-free mouthwash formulations

[0797] A sufficient amount of microcapsule slurry M (prepared according to the protocol disclosed in Example 1, except that menthol flavor was encapsulated) was weighed and mixed into the following composition to add the equivalent of 0.2% flavor.

[0798] Table 31: Mouthwash Formulations

[0799]

[0800]

[0801] Example 30

[0802] Mouthwash formulations

[0803] A sufficient amount of microcapsule slurry M (prepared according to the protocol disclosed in Example 1, except that menthol flavor was encapsulated) was weighed and mixed into the following composition to add the equivalent of 0.2% flavor.

[0804] Table 32: Mouthwash Formulations

[0805] Element Amount (weight %) Ethanol 190Proof 15.0％ Seasoning 0.240％ Deionized water / pure water Remainder to final weight Poloxamer 407NF 0.240％ Sodium lauryl sulfate 0.040％ Sorbitol 70% solution 10.0％ Saccharin sodium 0.030％ glycerin 3.0％ Sodium benzoate 0.100％ Sucralose 0.020％ benzoic acid 0.050％ total 100％ .

Claims

1. A core-shell microcapsule comprising: - a core comprising a hydrophobic material, preferably a fragrance oil, and - a polymeric shell comprising a protein selected from the group consisting of canola protein, sunflower protein, fungal protein and mixtures thereof. The core-shell microcapsule according to claim 1 , wherein the protein is rapeseed protein.

3. The core-shell microcapsule according to claim 1 , wherein the polymer shell comprises a material selected from the group consisting of polyamides, polyureas, polyurethanes, polyesters, polyacrylates, polysiloxanes, polycarbonates, polysulfonamides, polymers of urea and formaldehyde, polymers of melamine and formaldehyde, polymers of melamine and urea, or polymers of melamine and glyoxal, and mixtures thereof.

4. The core-shell microcapsule according to any one of claims 1 to 3, wherein the polymer shell is a polyamide-based shell.

5. Core-shell microcapsules according to claim 4, wherein the polyamide-based shell is obtained by reaction between an acid chloride and at least one amino compound.

6. The core-shell microcapsule according to claim 5, wherein the polyamide-based shell is obtained by the reaction between an acid chloride and at least two amino compounds.

7. The core-shell microcapsule according to claim 5 or 6, wherein the amino compound is selected from the group consisting of ethyleneamine, polyethyleneimine, cystamine, cystamine hydrochloride, cystine, cystine hydrochloride, cystine dialkyl ester, cystine dialkyl ester hydrochloride, xylenediamine, 1,2-diaminocyclohexane, 1,4-diaminocyclohexane, polyetheramine, ethylenediamine, diethylenetriamine, spermine, spermidine, polyamidoamine (PAMAM), guanidine carbonate, chitosan, tris-(2-aminoethyl)amine, 3-aminopropyltriethoxysilane, 1,4-diaminobutane, 2,2-dimethyl-1,3-propylenediamine, 1,3-diaminopentane, 1,2-diaminopropane ... Ethylenetetramine, 1,3-diaminopropane; urea; ethylene urea; aminoguanidine bicarbonate; 1-(2-aminoethyl)imidazolidin-2-one; N-(3-aminopropyl)-N-dodecylpropane-1,3-diamine; N1-(2-aminoethyl)-N1-dodecyl-1,2-ethylenediamine; aminoethylethanolamine; N1-(3-aminopropyl)propane-1,3-diamine, polyethyleneimine, amino acids such as lysine, arginine, leucine, histidine, tryptophan, serine, glutamine, threonine, alanine, asparagine, aspartic acid, cysteine, glutamic acid, glycine, isoleucine, methionine, phenylalanine, proline, tyrosine, valine, and mixtures thereof.

8. The core-shell microcapsule according to any one of claims 5 to 7, wherein the acyl chloride is a compound of formula (I), wherein n is an integer from 1 to 8, preferably from 1 to 6, more preferably from 1 to 4, and Where X is (n+1) valence C2 to C 45 a hydrocarbon group, which optionally contains at least one group selected from (i) to (xi), wherein R is a hydrogen atom or an alkyl group, such as a methyl group or an ethyl group, preferably a hydrogen atom.

9. The microcapsule core-shell according to any one of claims 5 to 8, wherein the polyamide-based shell is obtained from the reaction between an acid chloride and at least one amino compound, and wherein the at least one amino compound is L-lysine.

10. A method for preparing a core-shell microcapsule slurry, comprising the following steps: a) preparing an oil phase comprising a hydrophobic material, preferably a fragrance, to form an oil phase; b) dispersing the oil phase obtained in step a) into the dispersed phase to form a two-phase dispersion; c) performing a curing step to form microcapsules in the form of a slurry; wherein a multifunctional monomer is added to the oil phase and / or the dispersed phase, and Therein, a protein selected from the group consisting of rapeseed protein, sunflower seed protein, fungal protein and mixtures thereof is added to the oil phase and / or the dispersed phase.

11. The method according to claim 10, wherein the polyfunctional monomer is selected from the group consisting of at least one acid chloride, polyisocyanate, polyanhydride, polyepoxide, acrylate monomer, polyalkoxysilane, and mixtures thereof.

12. The method according to claim 10 or 11, wherein the method comprises the following steps: a) preparing an oil phase comprising an acid chloride and a hydrophobic material, preferably a fragrance, to form an oil phase; b) dispersing the oil phase obtained in step a) into the dispersed phase to form a two-phase dispersion; c) performing a curing step to form microcapsules in the form of a slurry; wherein at least one amino compound A is added to the dispersed phase before forming the two-phase dispersion and / or to the two-phase dispersion obtained after step b), and Therein, a protein selected from the group consisting of rapeseed protein, sunflower seed protein, fungal protein and mixtures thereof is added to the oil phase and / or the dispersed phase.

13. A perfuming composition comprising: (i) The fragrance microcapsules as defined in claims 1 to 9, wherein the hydrophobic active ingredient comprises fragrance, (ii) at least one ingredient selected from the group consisting of a fragrance carrier and a fragrance base, (iii) optionally, at least one flavor adjuvant.

14. A consumer product comprising: - personal care active bases, and - microcapsules as defined in claims 1 to 9 or perfuming compositions as defined in claim 13, Wherein the consumer product is in the form of a personal care composition.

15. A consumer product comprising: - home care or fabric care active bases, and - microcapsules as defined in claims 1 to 9 or perfuming compositions as defined in claim 13, Wherein the consumer product is in the form of a home care or fabric care composition.

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