Ribonucleic acid-based microcapsules

Abstract

The invention relates to a novel method for preparing ribonucleic acid-based microcapsules. Ribonucleic acid-based microcapsules are also one of the objects of the invention. Perfuming compositions and consumer products comprising said microcapsules, in particular perfumed consumer products present in the form of home care or personal care products, are also part of the invention.

Description

Technical Field

[0001] This invention relates to a novel method for preparing ribonucleic acid-based microcapsules. Ribonucleic acid-based microcapsules are also one of the objectives of this invention. Fragrance compositions and consumer products containing said microcapsules, particularly fragranced consumer products in the form of home care or personal care products, are also part of this invention. Background Technology

[0002] One of the challenges facing the fragrance industry is that the olfactory benefits offered by scented compounds, particularly the "top notes," are lost relatively quickly due to their volatility. To mitigate the release rate of these volatiles, delivery systems, such as fragrance-containing microcapsules, are needed to protect and release the core payload upon triggering. A key requirement for these systems is their ability to remain suspended in challenging base materials without physical decomposition or degradation. This is known as the stability of the delivery system. For example, the stability of microcapsules is particularly challenging for aromatic personal and household cleaners containing detergents with high levels of aggressive surfactants.

[0003] Polyurea and polyurethane-based microcapsule slurries are widely used in industries such as fragrance because they provide a lasting and pleasant olfactory effect when coated on various substrates. These microcapsules are extensively disclosed in the prior art.

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

[0005] Therefore, there remains a need to provide novel microcapsules using more eco-friendly materials without compromising their performance, particularly in terms of stability in challenging media such as consumer product bases, and in terms of delivering good olfactory performance in the case of active ingredient delivery, such as in the case of flavored ingredients.

[0006] This invention provides a solution to the above-mentioned problems by providing ribonucleic acid-based microcapsules and a method for preparing said microcapsules. Summary of the Invention

[0007] This invention relates to a delivery system comprising a hydrophobic material and a carrier, wherein the carrier comprises ribonucleic acid (RNA).

[0008] This invention relates to a method for preparing a delivery system, comprising the following steps:

[0009] - The oil phase containing hydrophobic materials is dispersed into the dispersed phase to obtain a two-phase dispersion.

[0010] - A curing step is performed to obtain the delivery system.

[0011] Ribonucleic acid is added to the oil phase and / or the dispersed phase and / or the two-phase dispersion.

[0012] This invention also relates to flavored consumer products and flavored edible products comprising microcapsules as defined above. Detailed Implementation

[0013] Unless otherwise stated, percentages (%) refer to the weight percentage of the composition.

[0014] "Active ingredient" refers to a single compound or a combination of multiple components.

[0015] "Flavor oil or flavor (seasoning) oil" refers to a single flavoring or flavoring compound, or a mixture of several flavoring or flavoring compounds.

[0016] "Consumer goods" or "final products" refer to manufactured goods that are ready for distribution, sale, and use by consumers.

[0017] For clarity, the term "dispersion" in this invention refers to a system in which particles are dispersed in a continuous phase of different compositions, and specifically includes suspensions or emulsions.

[0018] In this invention, "microcapsule" or similar terminology 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 micrometers, preferably 1 to 500 micrometers, more preferably 10 to 500 micrometers). Nanocapsules (typically with a particle size of less than 1 micrometer) are not within the scope of this invention.

[0019] The microcapsule comprises an outer solid polymer shell and an inner continuous oil phase enclosed by the outer shell. According to one particular embodiment, the polymer shell is a polyamide-based shell.

[0020] According to another specific embodiment, the polymer shell is a condensed layer containing at least ribonucleic acid (RNA).

[0021] According to one implementation, the slurry is an aqueous slurry, i.e., the microcapsules are dispersed in an aqueous phase.

[0022] The term "amino compound" should be understood as a compound containing at least one reactive amine group.

[0023] The term "polyamide-based microcapsule" refers to a microcapsule whose shell contains a polyamide material. The term "polyamide-based microcapsule" also encompasses shells made of a complex containing a polyamide material and another material, such as ribonucleic acid (RNA) or protein as defined herein.

[0024] In this invention, "polyamide-based microcapsules" and "polyamide microcapsules" can be used interchangeably.

[0025] A "multifunctional monomer" refers to a molecule that, as a unit, reacts or combines chemically to form a polymer or supramolecular polymer. The multifunctional monomers of this invention have at least two functional groups capable of reacting or combining with functional groups of another component and / or capable of polymerizing to form a polymer shell.

[0026] Delivery system

[0027] The first object of the present invention is a delivery system comprising a hydrophobic material and a carrier, wherein the carrier comprises ribonucleic acid (RNA).

[0028] carrier

[0029] The carrier or carrier material, as understood in this paper, is a carrier material suitable for entrapping, encapsulating, or retaining a certain amount of hydrophobic material.

[0030] Typically, when the delivery system is in matrix form, the carrier material is the matrix material, and based on the total weight of the delivery system, the delivery system must embed preferably at least 20% by weight, preferably at least 30% by weight, and more preferably at least 35% by weight of a hydrophobic material.

[0031] Typically, when the delivery system is a core-shell microcapsule, the carrier is the shell, and based on the total weight of the delivery system, the delivery system must be embedded with preferably at least 80% by weight, preferably at least 90% by weight, of a hydrophobic material.

[0032] In one particular implementation, the carrier or carrier material is a solid carrier material, i.e., the emulsion or solvent is not a carrier or carrier material.

[0033] In one particular embodiment, the delivery system is a core-shell microcapsule, or the delivery system is in matrix form (i.e., oil embedded in a polymer matrix, such as a monomer, oligomer, or polymeric carrier matrix), preferably wherein the delivery system is a core-shell microcapsule.

[0034] For clarity, it should be understood that when the delivery system is a core-shell microcapsule, the hydrophobic material is contained within a core encapsulated or embedded in the shell. When the delivery system is in matrix form, the hydrophobic material is embedded in the carrier matrix (e.g., monomeric, oligomeric, or polymeric carrier matrix) by adsorption within the matrix.

[0035] The carrier material is preferably present in an amount of 25 to 80% by weight, more preferably 30 to 60% by weight, and even more preferably 40 to 55% by weight (based on the total weight of the delivery system).

[0036] If the delivery system is a core-shell microcapsule, then this should be understood as the flavoring compound being contained within a core enclosed in the shell of the microcapsule.

[0037] The shell of the microcapsules of this invention can have different properties.

[0038] As a non-limiting example, the shell may comprise materials selected from the group consisting of polyurea, polyurethane, polyamide, polyester, polyhydroxyalkanoate, polyurethane, polyepoxide, polyacrylate, polysiloxane, polycarbonate, polysulfonamide, poly(β-amino ester), polylactic acid, poly(thiol-acrylate), polymers of urea and formaldehyde, polymers of melamine and formaldehyde, polymers of melamine and urea, or polymers of melamine and glyoxal, gelatin / gum arabic shell walls, and mixtures thereof.

[0039] According to one particular implementation scheme, the carrier (especially the shell of the microcapsule) is solidified.

[0040] In a first specific embodiment of the core-shell microcapsule, the core-shell microcapsule comprises a cohesive shell, preferably comprising ribonucleic acid (RNA) and an amino compound.

[0041] According to one embodiment, the delivery system is a core-shell microcapsule comprising:

[0042] - The core, which contains hydrophobic materials, preferably fragrance oils.

[0043] - A polymer shell comprising:

[0044] Polymer materials, and

[0045] • A coagulated layer comprising a first polyelectrolyte and ribonucleic acid (RNA), wherein the first polyelectrolyte comprises a protein, preferably a plant protein.

[0046] According to this implementation scheme, plant proteins can be selected from the group consisting of soy protein, rice protein, low-erucic acid canola protein, whey protein, potato protein, chickpea protein, pea protein, algae protein, broad bean protein, barley protein, oat protein, wheat gluten protein, lupin protein, and mixtures thereof.

[0047] In one particular implementation, the carrier (shell or matrix material) contains a biodegradable material.

[0048] In one particular embodiment, the carrier has a biodegradability of at least 40% within 60 days according to OECD301F, preferably at least 45%, 50%, 60%, 65%, 70%, 75%, 80%, 85%, 90%, 95%, or 98%.

[0049] In one particular implementation, the delivery system is biodegradable within 60 days according to OECD 301F at a rate of at least 40%, preferably at least 45%, 50%, 60%, 65%, 70%, 75%, 80%, 85%, 90%, 95%, or 98%.

[0050] Therefore, it should be understood that the biodegradability of the delivery system, including all components such as the core, shell and optional coating, within 60 days according to OECD 301F can be at least 40%, preferably at least 60%, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95% or 98%.

[0051] In one particular embodiment, the oil core, preferably a flavoring oil, has a biodegradability of at least 40%, preferably at least 60%, preferably at least 65%, 70%, 75%, 80%, 85%, 90%, 95%, or 98% within 60 days according to OECD 301F.

[0052] OECD 301F is the standard test method of the Organization for Economic Cooperation and Development for biodegradability.

[0053] Gasparini et al. in Molecules 2020, 25, 718 disclose a typical method for extracting shells to measure biodegradability.

[0054] RNA

[0055] According to the present invention, the delivery system contains RNA (ribonucleic acid). The RNA is available from commercial sources.

[0056] Based on the total weight of the slurry or the total weight of the microcapsules, RNA is preferably used in an amount of 0.01 to 5% by weight, more preferably 0.1 to 3% by weight.

[0057] Hydrophobic materials

[0058] According to one implementation scheme, the core is an oil-based core.

[0059] The hydrophobic material according to the present invention can be an "inert" material, such as a solvent or active ingredient.

[0060] The term "hydrophobic material" refers to any hydrophobic material that can form a two-phase dispersion when mixed with water. Hydrophobic materials are typically liquid at around 20°C.

[0061] According to one implementation scheme, the hydrophobic material is the hydrophobic active ingredient.

[0062] When hydrophobic materials are active ingredients, they are preferably selected from the group consisting of flavors, flavoring ingredients, fragrances, flavoring ingredients, nutritional supplements, cosmetics, pest control agents, biocidal active ingredients, and mixtures thereof.

[0063] According to one particular implementation, the hydrophobic material includes a phase change material (PCM).

[0064] According to one particular embodiment, the hydrophobic material comprises a mixture of fragrance and another ingredient selected from the group consisting of active ingredients of nutritional supplements, cosmetics, pest control agents, and biocides.

[0065] According to one particular embodiment, the hydrophobic material comprises a mixture of a biocidal active ingredient and another ingredient selected from the group consisting of fragrances, nutritional supplements, cosmetics, and pest control agents.

[0066] According to one particular embodiment, the hydrophobic material comprises a mixture of a pest control agent and another ingredient selected from the group consisting of fragrances, nutritional supplements, cosmetics, and biocidal active ingredients.

[0067] According to one particular implementation, the hydrophobic material contains fragrance.

[0068] According to one particular implementation scheme, the hydrophobic material is composed of fragrance.

[0069] According to one specific implementation scheme, the hydrophobic material is composed of a biocide active ingredient.

[0070] According to a specific implementation scheme, the hydrophobic material is composed of a pest control agent.

[0071] The term "fragrance" (or "fragrant oil") refers herein to an ingredient or composition that is liquid at about 20°C. According to any of the above embodiments, the fragrant oil may be a single fragrance ingredient or a mixture of multiple ingredients in the form of a fragrant composition. As a "fragrant ingredient," it refers herein to a compound whose primary purpose is to impart or modify an odor. In other words, for an ingredient to be considered a fragrance ingredient, it must be recognized by those skilled in the art as capable of imparting or modifying an odor to the composition, at least in an active or pleasant manner, and not merely having an odor. For the purposes of this invention, the fragrant oil also includes combinations of the fragrance ingredient with substances that jointly improve, enhance, or modify the delivery of the fragrance ingredient, such as fragrance precursors, modifiers, emulsions, or dispersions, and combinations that impart benefits other than altering or imparting an odor, such as persistence, bursting, odor neutralization, antimicrobial effects, microbial stability, and pest control.

[0072] The nature and type of flavoring components present in the oil phase are not guaranteed to be described in greater detail here, and it is impossible to be exhaustive in any way. Those skilled in the art can select them based on their general knowledge and according to the intended use or application and the desired sensory effect. Generally, these flavoring components belong to different chemical categories, such as alcohols, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenes, nitrogen- or sulfur-containing heterocyclic compounds, and essential oils (e.g., thyme oil), and the flavoring auxiliaries may be of natural or synthetic origin. In any case, many of these auxiliaries are listed in references such as S. Arctander's *Perfume and Flavor Chemicals*, 1969, Montclair, New Jersey, USA, or later editions thereof, or other works of a similar nature, as well as in the extensive patent literature in the field of fragrances.

[0073] In particular, one can list flavoring ingredients commonly used in flavor formulations, such as:

[0074] - Aldehyde components: decanal, dodecanal, 2-methylundecaldehyde, 10-undecenal, octanal, nonanal and / or nonenal;

[0075] - Aromatic herbal ingredients: eucalyptus oil, camphor, eucalyptol, 5-methyltricyclo[6.2.1.0] 2,7 Undec-4-one, 1-methoxy-3-hexethiol, 2-ethyl-4,4-dimethyl-1,3-oxothionecyclohexane, 2,2,7 / 8,9 / 10-tetramethylspiro[5.5]undec-8-en-1-one, menthol and / or α-pinene;

[0076] - Balsam ingredients: coumarin, ethyl vanillin and / or vanillin;

[0077] - Citrus flavoring components: dihydromyrcenol, citral, orange oil, linalyl acetate, citronellol, orange terpene, limonene, 1-p-menthene-8-yl acetate and / or 1,4(8)-p-menthadiene;

[0078] - Floral fragrance components: Methyl dihydrojasmonate, linalool, citronellol, phenethyl alcohol, 3-(4-tert-butylphenyl)-2-methylpropanal, hexylcinnamaldehyde, benzyl acetate, benzyl salicylate, tetrahydro-2-isobutyl-4-methyl-4(2H)-pyranol, β-ionone (β-violaceone), 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- Ketones, 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, (2E)-1-[2,6,6-trimethyl-3-cyclohexen-1-yl]-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one, 3-(3,3 / 1,1-dimethyl-5-indanyl)propanal, 2,5-dimethyl-2-indanylmethanol, 2, 6,6-Trimethyl-3-cyclohexen-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-menth-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 jasmonate, 3-methyl-5-benzene Mixtures of 1-pentanol, tricyclodecenyl propionate, geraniol acetate, tetrahydrolinalool, cis-7-p-menthol, (S)-2-(1,1-dimethylpropoxy)propionate, 2-methoxynaphthalene, 2,2,2-trichloro-1-phenylethyl acetate, 4 / 3-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carboxaldehyde, pentylcinnamaldehyde, 8-decen-5-lactone, 4-phenyl-2-butanone, isononyl acetate, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate, tricyclodecenyl isobutyrate, and / or methyl ionone isomers;

[0079] - Fruity flavor components: γ-undecyl lactone, 2,2,5-trimethyl-5-pentylcyclopentanone, 2-methyl-4-propyl-1,3-oxothiacyclohexane, 4-decyl lactone, ethyl 2-methyl-valerate, hexyl acetate, ethyl 2-methylbutyrate, γ-nonyl lactone, allyl heptaate, 2-phenoxyethyl isobutyrate, ethyl 2-methyl-1,3-dioxolane-2-ethyl acetate, diethyl 1,4-cyclohexanedicarboxylate, 3-methyl-2-hexen-1-yl acetate, 1-[3,3-dimethylcyclohexyl]ethyl [3-ethyl-2-epoxyethylene]acetate and / or diethyl 1,4-cyclohexanedicarboxylate;

[0080] - Green fragrance components: 2-methyl-3-hexanone (E)-oxime, 2,4-dimethyl-3-cyclohexen-1-carboxaldehyde, 2-tert-butyl-1-cyclohexyl acetate, styrax acetate, (2-methylbutoxy) allyl 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;

[0081] - Musk components: 1,4-dioxa-5,17-cycloheptadecanedione, (Z)-4-cyclopentadecane-1-one, 3-methylcyclopentadecaneone, 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 ester of propionic acid, 3-methyl-5- Cyclopentadecan-1-one, 4,6,6,7,8,8-hexamethyl-1,3,4,6,7,8-hexahydrocyclopenta[g]isobenzopyran, (1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropyl ester, oxetane-2-one and / or (1S,1'R)-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxycarbonyl]methyl ester;

[0082] - Costus root components: 1-[(1RS,6SR)-2,2,6-trimethylcyclohexyl]-3-hexanol, 3,3-dimethyl-5-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-penten-2-ol, 3,4'-dimethylspiro[ethylene oxide-2,9'-tricyclo[6.2.1.0] 2,7 Undecene[4], (1-ethoxyethoxy)cyclododecane, 2,2,9,11-tetramethylspiro[5.5]undec-8-en-1-yl ester, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthyl)-1-ethyl ketone, patchouli oil, terpene fraction of patchouli oil, Clearwood ®(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 cypressone, 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-octahydronaphthyl-2-yl) ethyl-1-one and / or isobornyl acetate;

[0083] - Other components (e.g., amber, powdery, spicy, or watery): dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan and any stereoisomers thereof, piperaldehyde, anisaldehyde, eugenol, cinnamaldehyde, clove oil, 3-(1,3-benzodioxacyclopenten-5-yl)-2-methylpropanal, 7-methyl-2H-1,5-benzodioxacycloheptan-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.

[0084] It should also be understood that the ingredient may also be a compound known to release various types of fragrance compounds in a controlled manner, also known as a property or profragrance. Non-limiting examples of suitable property precursors 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)octane-4-one, 2-phenylethyl oxo(phenyl)acetic acid, 3,7-dimethyloctane-2,6-diene-1-oxo(phenyl)acetic acid. 3,7-dimethyl-2,6-octadien-1-yl ester of hexadecanoate, bis(3,7-dimethyloct-2,6-dien-1-yl) ester of succinate, (2-((2-methylundec-1-en-1-yl)oxy)ethyl)benzene, 1-methoxy-4-(3-methyl-4-phenylethoxybut-3-en-1-yl)benzene, (3-methyl-4-phenylethoxybut-3-en-1-yl)benzene, 1-(((Z)-hex-3-en-1-yl)oxy)-2-methylundec-1-ene, (2-((2-methylundec-1-en-1-yl)oxy)ethoxy)benzene, 2-methyl-1-(oct-3-yloxy)undec-1-ene, 1-methoxy-4-(1-phenethoxyprop-1-en-2-yl)benzene, 1-methyl-4-(1-phenethoxyprop-1-en-2-yl)benzene, 2-(1-phenethoxyprop-1-en-2-yl)naphthalene, (2-phenethoxyvinyl)benzene, 2-(1-((3,7-dimethyloct-6-en-1-yl)oxy)prop-1-en-2-yl)naphthalene, (2-((2-pentylcyclopentyl)methoxy) (2-(2-methoxy-2-phenylvinyl)oxy)benzene, (2-((2-heptylcyclopentyl)methoxy)ethyl)benzene, 1-isopropyl-4-methyl-2-((2-pentylcyclopentyl)methoxy)benzene, 2-methoxy-1-((2-pentylcyclopentyl)methoxy)-4-propylbenzene, 3-methoxy-4-((2-methoxy-2-phenylvinyl)oxy)benzaldehyde, 4-((2-(hexyloxy)-2-phenylvinyl)oxy)-3-methoxybenzaldehyde or mixtures thereof.

[0085] Fragrance ingredients can be dissolved in solvents currently used in the fragrance industry. The solvent is preferably not an alcohol. Examples of such solvents include diethyl phthalate, isopropyl myristate, and Abalyn. ®(Rosin resin, available from Eastman), benzyl benzoate, ethyl citrate, triethyl citrate, limonene or other terpenes or isoparaffins. Preferably, the solvent is highly hydrophobic and sterically hindered, such as Abalyn. ® 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 which are by weight relative to the total weight of the fragrance. Most preferably, the fragrance is substantially solvent-free.

[0086] Preferred flavoring ingredients are those with high steric hindrance (bulky materials), particularly those from one of the following groups:

[0087] - Group 1: Fragrance ingredients containing a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring substituted with at least one straight-chain or branched C1-C4 alkyl or alkenyl substituent;

[0088] - Group 2: Fragrance ingredients containing a cyclopentane, cyclopentene, cyclopentanone or cyclopentenone ring substituted with at least one straight-chain or branched C4-C8 alkyl or alkenyl substituent;

[0089] - Group 3: Fragrance ingredients containing a benzene ring, or fragrance ingredients containing a cyclohexane, cyclohexene, cyclohexanone or cyclohexenone ring substituted with at least one straight-chain or branched C5-C8 alkyl or alkenyl substituent, or substituted with at least one phenyl substituent and optionally substituted with one or more straight-chain or branched C1-C3 alkyl or alkenyl substituents.

[0090] - Group 4: Fragrance ingredients containing at least two fused or linked C5 and / or C6 rings;

[0091] - Group 5: Fragrance ingredients containing camphor-like ring structures;

[0092] Group 6: Contains at least one C7-C 20 Fragrant ingredients with cyclic structures;

[0093] - Group 7: Flavoring ingredients with a logP value greater than 3.5 and containing at least one tert-butyl or at least one trichloromethyl substituent;

[0094] Examples of components from each of these groups are:

[0095] Group 1: 2,4-Dimethyl-3-cyclohexene-1-carboxaldehyde (Source: Firmenich SA, Geneva, Switzerland), isocyclocitral, 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 ether, (S)-1,8-p-menthadien-7-ol (Source: Firmenich SA, Geneva, Switzerland) SA, Geneva, Switzerland), l-menthene-4-ol, (1RS,3RS,4SR)-3-p-menthene acetate, (1R,2S,4R)-4,6,6-trimethyl-bicyclo[3,1,1]hept-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) SA (Geneva, Switzerland), 2,4,6-trimethyl-4-phenyl-1,3-dioxane, 2,4,6-trimethyl-3-cyclohexene-1-carboxaldehyde;

[0096] 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-heptacyclopentanone, 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);

[0097] Group 3: Damasne, 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, damasne, 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 ester (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, isobutyric acid terpene ester, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate (Source: Firmenich SA, Geneva, Switzerland), 8-methoxy-1-p-menthene, (1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropyl propionate (Source: Firmenich SA, Geneva, Switzerland), p-tert-butylcyclohexanone, menthylenethiol, 1-methyl-4-(4-methyl-3-pentenyl)-3-cyclohexene-1-carboxaldehyde, allyl cyclohexylpropionate, cyclohexyl salicylate, methyl 2-methoxy-4-methylphenyl carbonate, ethyl 2-methoxy-4-methylphenyl carbonate, methyl 4-ethyl-2-methoxyphenyl carbonate;

[0098] - Group 4: Methyl cypressone (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)-tricyclic [5.2.1.0] 2,6Mixtures of dec-4-en-8-yl esters, vetyverol, vetyverone, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthyl)-1-ethyl ketone (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) andFragrances, 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-en-9-spiro-2'-ethylene oxide (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), (dodecylhydro-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;

[0099] - Group 5: Camphor, Borneol, Isoborneol Acetate, 8-Isopropyl-6-methyl-bicyclo[2.2.2]oct-5-en-2-carboxaldehyde, Pinene, Camphene, 8-Methoxycedrine, (8-Methoxy-2,6,6,8-Tetramethyl-Tricyclo[5.3.1.0(1,5)]Undecane (Source: Firmenich SA, Geneva, Switzerland), Cedrusene, Cedrusenol, Cedrusol, 9-Ethylene-3-oxatricyclo[6.2.1.0(2,7)]Undec-4-one and 10-Ethylene-3-oxatricyclo[6.2.1.0] 2,7A mixture of undecane-4-ones (source: Firmenich SA, Geneva, Switzerland) and 3-methoxy-7,7-dimethyl-10-methylene-bicyclo[4.3.1]decane (source: Firmenich SA, Geneva, Switzerland).

[0100] - 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), cyclopentadenin lactone (source: Firmenich SA, Geneva, Switzerland), 3-methyl(4 / 5)-cyclopentadeninone (source: Firmenich SA, Geneva, Switzerland), 3-methylcyclopentadeninone (source: Firmenich SA, Geneva, Switzerland), pentadecyl lactone (source: Firmenich SA, Geneva, Switzerland), cyclopentadeninone (source: Firmenich SA, Geneva, Switzerland), (1-ethoxyethoxy)cyclododecane (source: Firmenich SA, Geneva, Switzerland), 1,4-dioxacycloheptadecane-5,17-dione, 4,8-cyclododecene-1-one;

[0101] - Group 7: (+-)-2-methyl-3-[4-(2-methyl-2-propyl)phenyl]propanal (Source: Givaudan SA, Vergne, Switzerland), 2,2,2-trichloro-1-phenylethyl acetate.

[0102] Preferably, the flavoring contains at least 30%, more preferably at least 50%, and more preferably at least 60% of the ingredients selected from groups 1 to 7 as defined above. More preferably, the flavoring contains at least 30%, more preferably at least 50% of the ingredients selected from groups 3 to 7 as defined above. Most preferably, the flavoring contains at least 30%, more preferably at least 50% of the ingredients selected from groups 3, 4, 6, or 7 as defined above.

[0103] According to another preferred embodiment, the flavoring contains at least 30%, preferably at least 50%, more preferably at least 60% of the component with a logP greater than 3, preferably greater than 3.5, and even more preferably greater than 3.75.

[0104] According to one particular embodiment, the fragrance used in this invention contains less than 10% by its own weight of primary alcohol, less than 15% by its own weight of secondary alcohol, and less than 20% by its own weight of tertiary alcohol. Advantageously, the fragrance used in this invention contains no primary alcohol, but contains less than 15% of secondary and tertiary alcohols.

[0105] According to one embodiment, the oil phase (or oil-based core) comprises:

[0106] - 25~100% by weight of fragrance oil, containing at least 15% by weight of high-impact fragrance ingredients with Log T <-4, and

[0107] - 0~75% by weight of density equilibrium material with a density greater than 1.07 g / cm³ 3 .

[0108] "High-impact flavoring raw materials" should be understood as flavoring raw materials with 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 commonly used logarithm of the threshold concentration, i.e., Log[threshold] ("LogT").

[0109] "Density equilibrium material" should be understood as having a density greater than 1.07 g / cm³. 3 Furthermore, materials with low or no odor are preferred.

[0110] The odor threshold concentration of the flavoring compound was determined using gas chromatography (“GC”). Specifically, the GC was calibrated to determine the precise volume, precise split ratio, and hydrocarbon response of the flavoring oil component injected by the syringe using hydrocarbon standards with known concentrations and chain length distributions. The airflow rate was accurately measured, and the sampling volume was calculated assuming a duration of 12 seconds for human inhalation. Since the precise concentration at the detector at any given time point was known, the mass per volume inhaled was known, and therefore the concentration of the flavoring compound was known. To determine the threshold concentration, the solution was delivered to the olfactory port at a back-calculated concentration. Panel members sniffed the GC effluent and determined the retention time at which the odor was detected. The average of all panel members determined the odor threshold concentration of the flavoring compound. The determination of the odor threshold is described in more detail in C. Vuilleumier et al., Multidimensional Visualization of Physical and Perceptual Data Leading to a Creative Approach in Fragrance Development, Perfume & Flavorist, Vol. 33, September, 2008, pages 54-61.

[0111] WO2018115250 describes high-impact flavoring raw materials with Log T < -4 and those with greater than 1.07 g / cm³. 3 The density of the material is a property of the density equilibrium, the contents of which are included by reference.

[0112] According to one embodiment, the high-impact fragrance ingredient with Log T < -4 is selected from the group consisting of: (+-)-1-methoxy-3-hexanethiol, 4-(4-hydroxy-1-phenyl)-2-butanone, 2-methoxy-4-(1-propenyl)-1-acetic acid phenyl ester, pyrazolyl butyl ether, 3-propylphenol, 1-(3-methyl-1-benzofuran-2-yl)ethyl ketone, 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-pentene. -1-one, mixtures 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 , Acetate (+-)-3-mercaptohexyl acetate, (2E)-1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one, H-methyl-2h-1,5-benzodioxane-3(4H)-one, (2E,6Z)-2,6-nonadien-1-ol, (4Z)-4-dodecenal, (+-)-4-hydroxy-2,5-dimethyl-3(2H)-furanone, methyl 2,4-dihydroxy-3,6-dimethylbenzoate, 3-methylindole, (+-)-perhydro-4α,8Aβ-dimethyl -4a-naphthol, patchouli alcohol, 2-methoxy-4-(1-propenyl)phenol, a mixture containing (+-)-5,6-dihydro-4-methyl-2-phenyl-2H-pyran and tetrahydro-4-methyl-2-phenyl-2H-pyran, a mixture containing 4-methyl-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-pentenonitrile, 1-(spiro[4.5] Dec-6 / 7-en-7-yl)-4-penten-1-one, 2-methoxynaphthalene, (-)-(3aR,5AS,9AS,9BR)-3a,6,6,9a-tetramethyldodecanonaphtho[2,1-b]furan, 5-nonanolactone, (3aR,5AS,9AS,9BR)-3a,6,6,9a-tetramethyldodecanonaphtho[2,1-b]furan, 7-isopropyl-2H,4H-1,5-benzodioxane-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-methyl-3 -Cyclopenten-1-butanol, δ-damascone ((2E)-1-[(1RS,2SR)-2,6,6-trimethyl-3-cyclohexen-1-yl]-2-buten-1-one), (+-)-3,6-dihydro-4,6-dimethyl-2-phenyl-2h-pyran, anisaldehyde, p-cresol, 3-ethoxy-4-hydroxybenzaldehyde, methyl 2-aminobenzoate, ethyl methylphenyl glycidyl ester, γ-octanolide, 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, dodecyl lactone, dimethyltricyclo[7.1.1.0]. 2,7Undecyl-2-en-4-one (tricyclone), (+)-(3R,5Z)-3-cyclopentadecane-1-one, undecyl lactone, (1R,4R)-8-mercapto-3-p-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-undecyltriene, 10-undecenal, (9E)-9-undecyl Enal, (9Z)-9-undecenal, (Z)-4-decenal, 2-methylpentanoic acid (+-)-ethyl ester, 1,2-diallyl dithiocarbamate, 2-tetracene acrylonitrile, 3-tetracene acrylonitrile, (+-)-2-ethyl-4,4-dimethyl-1,3-oxothiacyclohexane, (+)-(3R,5Z)-3-methyl-5-cyclopentadecane-1-one, 3-(4-tert-butylphenyl)propanal, (cyclohexyloxy)acetic acid allyl ester, methylnaphthyl ketone, (+-)-(4E)-3-methyl-4-cyclopentadecane-1- Ketones, (+-)-5E3-methyl-5-cyclopentadecen-1-one, cyclopropyl methyl 3-hexenoic acid, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, (+-)-1-(5-propyl-1,3-benzodioxane-2-yl)ethyl ketone, 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-Tetramethyldodecano[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-cyclohexyl-2-enyl)pent-1-en-3-one, indole, 7-propyl-2H,4H-1,5-benzodioxane-heptane-3-one, ethyl praline, (4-methylphenoxy)acetaldehyde, tricyclic [5.2.1.0]. 2,6Ethyl decanoate, (+)-(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-en-2-carboxaldehyde, methylnonylacetaldehyde, 4-formyl-2-methoxyphenyl ester of 2-methylpropionic acid, (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-thiazoline 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-acrylonitrile, 4-methoxybenzyl acetate, (E)-3-methyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol, (2 / 3-methylbutoxy)allylic 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.

[0113] According to one embodiment, the fragrance raw materials with Log T<-4 are selected from the group consisting of aldehydes, ketones, alcohols, phenols, esters, lactones, ethers, epoxides, nitriles and mixtures thereof.

[0114] According to one embodiment, the flavoring ingredient 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 a content of 20 to 70% by weight based on the total weight of the flavoring ingredient with Log T < -4.

[0115] According to one embodiment, based on the total weight of flavoring raw materials with Log T < -4, the flavoring raw materials with Log T < -4 contain 20 to 70% by weight of aldehydes, ketones, and mixtures thereof.

[0116] Therefore, the remaining flavoring ingredients contained in the oil-based core may have Log T>-4.

[0117] According to one embodiment, the fragrance raw material with Log T>-4 is selected from the group consisting of: ethyl 2-methylbutyrate, (E)-3-phenyl-2-propenyl acetate, (+-)-6 / 8-sec-butylquinoline, (+-)-3-(1,3-benzodioxacyclopentan-5-yl)-2-methylpropanal, tricyclodecenyl propionate, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthyl)-1-ethyl ketone, methyl 2-((1RS,2RS)-3-oxo-2-pentylcyclopentanyl)acetate, (+-)-(E)-4-methyl-3-decen-5-ol, 2,4-dimethyl-3-cyclohexen-1-carboxaldehyde, 1,3,3-trimethyl-2-oxabis(ethyl)-2-ethyl ... Cyclo[2.2.2]octane, tetrahydro-4-methyl-2-(2-methyl-1-propenyl)-2H-pyran, dodecaldehyde, 1-oxa-12-cyclohexadecen-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 heptaate, 2-(2-methyl-2-n-propyl)cyclohexyl acetate, 1,1-dimethyl-2-phenylethyl butyrate, geraniol acetate, nerol acetate, (+-)-1-phenylethyl acetate Esters, 1,1-dimethyl-2-phenylethyl acetate, 3-methyl-2-butenyl acetate, ethyl 3-oxobutyrate, ethyl 3-hydroxy-2-butenoic acid (2Z)-ester, 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 acetate, 3,5,6-trimethyl-3-cyclohexen-1-carboxaldehyde, 2,4,6-trimethyl-3-cyclohexen-1-carboxaldehyde, 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, undecaldehyde, decanal, 2-phenylethyl acetate, (1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ol, (1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ol, (1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.2].[1] Heptan-2-ol), (+-)-3,7-dimethyl-3-octanol, 1-methyl-4-(2-propanediyl)cyclohexene, (+)-(R)-4-(2-methoxypropyl-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.

[0118] According to one embodiment, the core comprises a flavoring compound, the flavoring compound comprising:

[0119] - 0 to 60% by weight of hydrophobic solvents (based on the total weight of the flavoring compound).

[0120] - 40 to 100% by weight of spice oil (based on the total weight of the spice blend), wherein the spice oil has at least two of the following properties, preferably all of the following properties:

[0121] ○ The flavoring ingredient has a log P greater than 3, preferably greater than 3.5, at least 35%, preferably 40%, preferably at least 50%, and more preferably at least 60%.

[0122] ○ At least 20%, preferably 25%, preferably at least 30%, more preferably at least 40% of the large steric hindrance material as defined above in groups 1 to 6, preferably groups 3 to 6, and

[0123] ○ At least 15%, preferably at least 20%, more preferably at least 25%, and even more preferably at least 30% of the previously defined high-impact fragrance material, Log T < -4.

[0124] - Optionally, additional hydrophobic active ingredients.

[0125] According to one particular implementation, the fragrance contains 0 to 60% by weight of a hydrophobic solvent.

[0126] According to a particular embodiment, the hydrophobic solvent is a density-balanced material, preferably selected from the group consisting of benzyl salicylate, benzyl benzoate, cyclohexyl salicylate, methyl phenylacetate, ethyl phenylacetate, triacetyl glycerol, ethyl citrate, methyl and ethyl salicylate, benzyl cinnamate, and mixtures thereof.

[0127] In one particular embodiment, the hydrophobic solvent has a Hansen solubility parameter that is compatible with the embedded fragrance oil.

[0128] The term "Hansen solubility parameter" is understood to refer to the solubility parameter method proposed by Charles Hansen for predicting polymer solubility, and is developed based on the premise that the total vaporization energy of a liquid is composed of several separate 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 considered. The "weighted Hansen solubility parameter" is calculated as (δD... 2 +δP 2 +δH 2 ) 0.5 δD is the Hansen dispersion value (hereinafter also called atomic dispersion force), δP is the Hansen polarizability value (hereinafter also called dipole moment), and δH is the Hansen hydrogen bond (“h-bond”) value (hereinafter also called hydrogen bond). For a more detailed explanation of this parameter and its value, please refer to Charles Hansen’s The Three Dimensional Solubility Parameter and Solvent Diffusion Coefficient, Danish Technical Press (Copenhagen, 1967).

[0129] The Euclidean difference in the solubility parameters of the fragrance and the solvent is calculated as (4*(δD)). solvent -δD fragrance ) 2 +(δP solvent -δP fragrance ) 2 + (δH solvent -δH fragrance ) 2 ) 0.5 , where δD solvent δP solvent and δH solvent These represent the Hansen dispersion value, Hansen polarizability value, and Hansen hydrogen bond value of the solvent, respectively; while δD fragrance δ fragrance and δH fragrance These are the Hansen dispersion value, Hansen polarizability value, and Hansen hydrogen bond value of the fragrance, respectively.

[0130] In one particular embodiment, the fragrance oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from a first group consisting of: an atomic dispersion force (δD) of 12 to 20, a dipole moment (δP) of 1 to 8, and a hydrogen bond (δH) of 2.5 to 11.

[0131] In one particular embodiment, the fragrance oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from a second group consisting of: an atomic dispersion force (δD) of 12 to 20, preferably 14 to 20, a dipole moment (δP) of 1 to 8, preferably 1 to 7, and a hydrogen bond (δH) of 2.5 to 11, preferably 4 to 11.

[0132] In one particular embodiment, at least 90% of the fragrance oil, preferably at least 95% of the fragrance oil, and most preferably at least 98% of the fragrance oil, have at least two Hansen solubility parameters selected from a first group consisting of: an atomic dispersion force (δD) of 12 to 20, a dipole moment (δP) of 1 to 8, and a hydrogen bond (δH) of 2.5 to 11.

[0133] In one particular embodiment, the fragrance oil and the hydrophobic solvent have at least two Hansen solubility parameters selected from a second group consisting of: an atomic dispersion force (δD) of 12 to 20, preferably 14 to 20, a dipole moment (δP) of 1 to 8, preferably 1 to 7, and a hydrogen bond (δH) of 2.5 to 11, preferably 4 to 11.

[0134] According to one embodiment, the fragrance formulation includes a fragrance modifier (which can be used with a hydrophobic solvent when it is present, or as a substitute for a hydrophobic solvent when it is absent).

[0135] Preferably, the fragrance modifier is defined as a fragrance material having:

[0136] i. Vapor pressure less than 0.0008 Torr at 22°C;

[0137] ii. clogP of 3.5 or higher, preferably 4.0 or higher, and more preferably 4.5;

[0138] iii. At least two Hansen solubility parameters selected from the first group consisting of: atomic dispersion force of 12 to 20, dipole moment of 1 to 7, and hydrogen bond of 2.5 to 11.

[0139] iv. At least two Hansen solubility parameters selected from the second group consisting of: atomic dispersion force of 14 to 20, dipole moment of 1 to 8, and hydrogen bond of 4 to 11, when in solution with a compound having a vapor pressure in the range of 0.0008 to 0.08 Torr at 22 °C.

[0140] Preferably, as an example, the following components may be listed as modifiers, but this list is not limited to the following substances: alcohol C12, oxetane-12 / 13-en-2-one, 3-[(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)methoxy]-2-butanol, cyclohexadecane, (Z)-4-cyclopentadecane-1-one, cyclopentadecane, (8Z)-oxetane-8-en-2-one, 2-[5-(tetrahydro-5-methyl-5-vinyl-2-furanyl)-tetrahydro-5-methyl-2-furanyl]-2-propanol, lily aldehyde, 1,5,8-trimethyl-13-oxabicyclo[10.1.0]tetane-4,8-diene, (+-)-4,6,6,7,8,8-hexamethyl-1,3,4,6,7,8-hexamethyl-1,3,4,6,7,8-hexadecane Hydrocyclopentano[g]isobenzopyran, (+)-(1S,2S,3S,5R)-2,6,6-trimethylspiro[bicyclo[3.1.1]heptane-3,1'-cyclohexane]-2'-en-4'-one, oxacyclohexadecane-2-one, propionic acid 2-{(1S)-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethyl ester, (+)-(4 R,4aS,6R)-4,4a-dimethyl-6-(1-propen-2-yl)-4,4a,5,6,7,8-hexahydro-2(3H)-naphthol, pentylcinnamaldehyde, hexylcinnamaldehyde, hexyl salicylate, (1E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,6-heptadien-3-one, (9Z)-9-cycloheptadecene-1-one.

[0141] According to one particular embodiment, the hydrophobic material is free of any active ingredients (e.g., fragrance). According to this particular embodiment, it comprises a hydrophobic solvent, preferably composed of, and preferably selected from isopropyl myristate, triglycerides (e.g., Neobee® MCT oil, vegetable oils), D-limonene, silicone oil, mineral oil, and mixtures thereof, and optionally preferably from the following hydrophilic solvents: 1,4-butanediol, benzyl alcohol, triethyl citrate, triglyceride, benzyl acetate, ethyl acetate, propylene glycol (1,2-propanediol), 1,3-propanediol, dipropylene glycol, glycerol, glycol ethers, and mixtures thereof.

[0142] The term "biocide" refers to a chemical substance that can kill living organisms (such as microorganisms) or reduce or prevent their growth and / or accumulation. Biocides are commonly used in pharmaceuticals, agriculture, forestry, and industries that prevent scaling, such as in water, agricultural products (including seeds), and oil pipelines. Biocides can be pesticides, including fungicides, herbicides, insecticides, algaecides, molluscicides, acaricides, and rodenticides; and / or antimicrobial agents, such as fungicides, antibiotics, antibacterial agents, antiviral agents, antifungal agents, antiprotozoa and / or antiparasitic drugs.

[0143] As used herein, “pest control agent” refers to a substance used to repel or attract pests in order to reduce, inhibit, or promote their growth, development, or activity. Pests are any organism that is invasive or troublesome to plants or animals, whether animal, plant, or fungus. Pests include insects, especially arthropods, mites, spiders, fungi, weeds, bacteria, and other microorganisms.

[0144] By "flavor oil," the term refers to a flavoring ingredient, or a mixture of flavoring ingredients, solvents, or adjuvants currently used in the preparation of flavoring formulations, that is, a specific mixture of components 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 are not guaranteed to be described in greater detail herein; in any case, they cannot be exhaustive, and a skilled flavorist is able to select them based on their general knowledge and according to the intended use or application and the desired sensory effect. Many of these flavoring ingredients are listed in references such as S. Arctander's *Perfume and Flavor Chemicals*, 1969, Montclair, NJ, USA, or its latest edition, or other works of a similar nature, such as Fenaroli's *Handbook of Flavor Ingredients*, 1975, CRC Press, or MB Jacobs' *Synthetic Food Adjuncts*, 1947, van Nostrand Co., Inc. Solvents and adjuvants currently used in the preparation of flavoring formulations are also well known in the art.

[0145] In one particular embodiment, the flavoring agent is a peppermint flavoring agent. In a more specific embodiment, the peppermint is selected from the group consisting of peppermint and spearmint.

[0146] In a further embodiment, the flavoring agent is a cooling agent or a mixture thereof.

[0147] In another embodiment, the flavoring agent is menthol.

[0148] Flavoring agents derived from or based on fruits in which citric acid is the predominant 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 the flavoring agent include juices or liquids extracted from oranges, lemons, grapefruits, key limes, citrons, clementines, mandarins, tangerines, and any other citrus fruits or their varieties or hybrids. In a particular embodiment, the flavoring agent includes liquids extracted or distilled from oranges, lemons, grapefruits, key limes, citrons, clementines, mandarins, tangerines, any other citrus fruits or their varieties or hybrids, pomegranates, kiwifruits, watermelons, apples, bananas, blueberries, cantaloupes, ginger, bell peppers, cucumbers, passion fruit, mangoes, pears, tomatoes, and strawberries.

[0149] In one particular embodiment, the flavoring agent comprises a composition containing limonene. In another particular embodiment, the composition is a citrus fruit that further contains limonene.

[0150] In another specific implementation, the flavoring agent comprises a flavoring agent selected from the group consisting of strawberry, orange, lime, tropical fruit, berry mixture and pineapple.

[0151] Phrase flavorings include not only flavoring agents that impart or modify the aroma of food, but also components that impart or modify the taste. The latter may not necessarily have a taste or aroma themselves, but can improve the taste provided by other components such as salt-enhancing components, sweet-enhancing components, umami-enhancing components, bitterness-blocking components, etc.

[0152] In a further embodiment, a suitable sweetening component may be included in the particles described herein. In one particular embodiment, the sweetening component is selected from the group consisting of sugars (e.g., but not limited to sucrose), stevia components (e.g., but not limited to steviol glycosides or rebaudioside A), sodium cyclohexylsulfamate (cyclamate), aspartame, sucralose, sodium saccharin, and acesulfame potassium, or mixtures thereof.

[0153] amino compounds

[0154] According to one embodiment, the carrier (preferably the shell) contains an amino compound, preferably in a content of 0.01 to 5% by weight based on the total weight of the slurry or the total weight of the microcapsules, more preferably 0.1 to 3% by weight.

[0155] According to one implementation, the amino compound is not RNA.

[0156] According to one embodiment, the amino compound is selected from the group consisting of polylysine, chitosan, cationic guar gum, peptides, amino acids, proteins, and mixtures thereof.

[0157] Proteins can be native or partially or completely denatured by any suitable method. Denaturation is the process of altering the conformational structure of a protein through unfolding; that is, it involves the breaking and possible disruption of the protein's secondary and tertiary structures. In fact, denaturation means the breaking of many weak connections or bonds (such as hydrogen bonds) within the protein molecule that are responsible for the protein's highly ordered structure in its native state. Denaturation can be reversible (the protein can return to its native state when the denaturing effects are removed) or irreversible.

[0158] Denaturation can occur in a variety of ways. Proteins may denature due to exposure to temperature, radiation, or mechanical stress (including shearing), pH changes (treatment with alkalis or acids), treatment with oxidizing or reducing agents, inorganic salts, certain organic solvents, or dissociation agents (i.e., those with a positive dissociation value – measured in kJ / kg on the Hallsworth scale). -1 The compounds in the molar form of guanidine salts, such as guanidine carbonate, guanidine hydrochloride, urea, calcium chloride, n-butanol, ethanol, lithium perchlorate, lithium acetate, magnesium chloride, phenol, 2-propanol, sodium dodecyl sulfate, and thiourea, are denatured.

[0159] Proteins can also be derivatized or modified (e.g., derivatized or chemically modified). For example, proteins can be modified by covalently linking sugars, lipids, peptides, or chemical groups such as phosphate groups or methyl groups.

[0160] According to one implementation, the protein is not a peptide.

[0161] According to one embodiment, the amino compound is selected from the group consisting of: cystamine, cystamine hydrochloride, cystine, cystine hydrochloride, cystine dialkyl ester, cystine dialkyl ester hydrochloride, xylene diamine, 1,2-diaminocyclohexane, 1,4-diaminocyclohexane, polyetheramine, ethylenediamine, diethylenetriamine, spermine, spermidine, polyamide amine (PAMAM), guanidine carbonate, chitosan, tris(2-aminoethyl)amine, 1,4-diaminobutane, 2,2-dimethyl-1,3-propanediamine, 1,3-diaminopentane (Dytek) EP diamine), 1,2-diaminopropane, triethylenetetramine, 1,3-diaminopropane; urea; ethylidene urea; aminoguanidine bicarbonate; 1-(2-aminoethyl)imidazolidine-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.

[0162] According to one embodiment, the amino compound is a mixture of ethylenediamine and diethylenetriamine.

[0163] According to one embodiment, the amino compound is a protein, such as plant protein or whey protein, egg white protein, sodium caseinate, gelatin, bovine serum albumin, hydrolyzed sericin, pseudocollagen, silk fibroin, sericin powder, and mixtures thereof.

[0164] Preferably, the protein is a plant protein.

[0165] According to one embodiment, the amino compound is a plant protein, preferably selected from the group consisting of soybean protein, rice protein, whey protein, potato protein, chickpea protein, pea protein, algae protein, broad bean protein, barley protein, oat protein, wheat gluten protein, lupin protein, and mixtures thereof.

[0166] According to one embodiment, the amino compound comprises an amino acid. The amino acid may be selected from the group consisting of L-lysine, L-arginine, L-histidine, L-tryptophan, L-serine, L-glutamine, L-threonine, and mixtures thereof, with L-lysine, L-arginine, L-histidine, L-tryptophan, and mixtures thereof being preferred.

[0167] According to a particular implementation scheme, the carrier (preferably the shell) is cross-linked.

[0168] The carrier is preferably cross-linked by ultraviolet radiation, glutaraldehyde, glyoxal, formaldehyde, polyphenols (such as tannic acid), polyanhydrides, genipin, transglutaminase, and mixtures thereof.

[0169] When performing ultraviolet radiation, photoinitiators such as 2-hydroxy-4'-(2-hydroxyethoxy)-2-methylphenylacetone can be used.

[0170] outer coating layer

[0171] According to a particular embodiment of the invention, the microcapsule comprises an outer coating layer (coating), wherein the outer coating layer comprises a coating material selected from the group consisting of nonionic polymers (e.g., nonionic polysaccharides), anionic polymers (e.g., polysaccharides), cationic polymers, polysuccinimide derivatives (e.g., described in WO2021185724), and mixtures thereof, for forming the outer coating layer of the microcapsule.

[0172] According to one particular implementation, the microcapsule does not contain an outer coating layer.

[0173] Polysaccharide polymers are well known to those skilled in the art. Preferred nonionic polysaccharides are selected from the group consisting of locust bean gum, xyloglucan, guar gum, hydroxypropyl guar gum, hydroxypropyl cellulose, hydroxypropyl methylcellulose, pectin, and mixtures thereof.

[0174] According to one particular implementation, the coating layer is composed of a cationic coating layer.

[0175] 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 United States Pharmacopeia under Chemical Tests for Nitrogen Determination. Preferred cationic polymers are selected from units containing primary, secondary, tertiary, and / or quaternary amine groups, which may form part of the main polymer chain or may be supported by side substituents directly connected thereto. The weight-average molecular weight (Mw) of the cationic polymer is preferably from 10,000 to 3.5 M Daltons, more preferably from 50,000 to 2 M Daltons.

[0176] According to a particular embodiment, cationic polymers based on acrylamide, methacrylamide, N-vinylpyrrolidone, quaternized N,N-dimethylaminomethacrylate, diallyl dimethylammonium chloride, quaternized vinylimidazolium (3-methyl-1-vinyl-1H-imidazolium-3-onium chloride), vinylpyrrolidone, acrylamide propyltrimethylammonium chloride, cassia gum hydroxypropyltrimethylammonium chloride, guar gum hydroxypropyltrimethylammonium chloride, or polygalactomannan 2-hydroxypropyltrimethylammonium chloride ether, starch hydroxypropyltrimethylammonium chloride, and cellulose hydroxypropyltrimethylammonium chloride will be used. Preferably, the copolymer should be selected from the group consisting of polyquaternium-5, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, polyquaternium-16, polyquaternium-22, polyquaternium-28, polyquaternium-43, polyquaternium-44, polyquaternium-46, cassia gum hydroxypropyltrimethylammonium chloride, guar gum hydroxypropyltrimethylammonium chloride or polygalactomannan 2-hydroxypropyltrimethylammonium chloride ether, starch hydroxypropyltrimethylammonium chloride and cellulose hydroxypropyltrimethylammonium chloride.

[0177] As a specific example of a commercially available product, Salcare can be cited. ® SC60 (a cationic copolymer of acrylamide propyltrimethylammonium chloride and acrylamide, source: BASF) or Luviquat®, such as PQ 11N, FC 550 or Style (a quaternized copolymer of polyquaternium salts-11~68 or vinylpyrrolidone, source: BASF), or Jaguar® (C13S or C17, source: Rhodia).

[0178] According to any of the above embodiments of the present invention, the amount of the added polymer is about 0% to 5% w / w, or even about 0.1% to 2% w / w, the percentage being expressed on a w / w basis relative to the total weight of the microcapsules. Those skilled in the art will clearly understand that only a portion of the added polymer will be incorporated into / deposited on the microcapsule shell.

[0179] solid particles

[0180] Another object of the present invention is a solid particle comprising:

[0181] - The carrier material, preferably a polymeric carrier material selected from the group consisting of polyvinyl acetate, polyvinyl alcohol, dextrin, natural or modified starch, plant gums, pectin, xanthan gum, alginate, carrageenan, cellulose derivatives, and mixtures thereof, and

[0182] - Microcapsules as defined above embedded in the carrier material, and

[0183] - Optionally, free fragrance embedded in the carrier material.

[0184] Solid particles and microcapsule powders as defined above are used interchangeably in this invention.

[0185] Methods for preparing microcapsules

[0186] In a second embodiment, the present invention relates to a method for preparing a delivery system, comprising the following steps:

[0187] - The oil phase containing hydrophobic materials is dispersed into the dispersed phase to obtain a two-phase dispersion.

[0188] - A curing step is performed to obtain the delivery system.

[0189] Ribonucleic acid is added to the oil phase and / or the dispersed phase and / or the two-phase dispersion.

[0190] According to one embodiment, the dispersed phase and / or oil phase comprises an amino compound.

[0191] The disclosed implementation schemes for core-shell microcapsules also apply to methods for preparing core-shell microcapsules.

[0192] According to one embodiment, the dispersed phase contains water, preferably water.

[0193] According to one implementation scheme, the dispersed phase is an aqueous phase.

[0194] According to one implementation, the two-phase dispersion is an oil-in-water emulsion.

[0195] According to one embodiment, the dispersed phase comprises water and alcohols, such as glycerol, 1,4-butanediol, ethylene glycol, and mixtures thereof.

[0196] According to one embodiment, the dispersed phase is composed of alcohol.

[0197] According to one embodiment, a stabilizer is added to the oil phase and / or the dispersed phase.

[0198] "Stabilizer" refers to a compound that can stabilize the oil / dispersed phase interface (usually the oil / water interface) to form an emulsion.

[0199] Based on a two-phase dispersion, preferably based on an oil-in-water emulsion, the stabilizer is preferably used in an amount of 0.05 to 20% by weight, more preferably 0.1 to 10% by weight, and even more preferably 0.5 to 5% by weight.

[0200] In this invention, "stabilizer" or "emulsifier" can be used indiscriminately.

[0201] According to one embodiment, the stabilizer is a colloidal stabilizer.

[0202] Colloidal stabilizers can be polymer emulsifiers (standard emulsions), surfactants, or solid particles (Pickerling emulsions).

[0203] "Polymer / polyemulsifier" refers to an emulsifier that simultaneously possesses polar groups that are affinity for water (hydrophilic) and nonpolar groups that are affinity for oil (lipophilic). The hydrophilic portion dissolves in the aqueous phase, while the hydrophobic portion dissolves in the oil phase, thereby forming a thin film around the droplet.

[0204] "Surfactant" refers to a substance with both polar and nonpolar groups that, when added to a liquid, can reduce the liquid's surface tension.

[0205] According to one embodiment, the surfactant is hexadecyltrimethylammonium bromide.

[0206] 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.

[0207] When the stabilizer is a solid particulate, it can be selected from the group consisting of calcium phosphate, silicon dioxide, silicates, titanium dioxide, aluminum oxide, zinc oxide, iron oxide, mica, kaolin, montmorillonite, lithium saponite, bentonite, perlite, dolomite, diatomite, vermiculite, lithium montmorillonite, gibbsite, illite, kaolinite, aluminosilicate, gypsum, bauxite, magnesite, talc, magnesium carbonate, calcium carbonate, diatomite, and mixtures thereof.

[0208] In one particular implementation, the stabilizer is a biopolymer.

[0209] "Biopolymers" refers to biological macromolecules produced by living organisms. Biopolymers are characterized by a molecular weight distribution ranging from 1,000 (1,000) to 1,000,000,000 (1 billion) Daltons. These macromolecules can be carbohydrates (glycosyl groups), proteins (amino acid groups), or a combination of both (gums), and can be linear or branched.

[0210] According to one embodiment, the polymeric emulsifier is selected from the group consisting of: gum arabic, modified starch, polyvinyl alcohol, polyvinylpyrrolidone (PVP), carboxymethyl cellulose (CMC), anionic polysaccharides, acrylamide copolymers, 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, potato protein, chickpea protein, pea protein, algae protein, broad bean protein, barley protein, oat protein, wheat gluten protein, lupin protein, and mixtures thereof.

[0211] Potato protein is typically extracted from potato tubers (Solanum tuberosum). According to one embodiment, the potato protein is a natural potato protein, preferably a patatin (a potato tuber-specific protein).

[0212] According to a specific implementation scheme, RNA acts as a stabilizer.

[0213] Multifunctional monomers

[0214] According to a specific implementation scheme, a multifunctional monomer is added to the oil phase and / or the dispersed phase and / or the two-phase dispersion.

[0215] According to one embodiment, the multifunctional monomer is selected from the group consisting of at least one acyl chloride, isocyanate, acid anhydride, epoxide, acrylate, alkoxysilane, aldehyde, and mixtures thereof.

[0216] According to one embodiment, when using acyl chloride, the molar ratio between at least the functional group NH2 of the amino compound and the functional group COCl of the acyl chloride is 0.2 to 3, preferably 0.5 to 2, and more preferably 0.2 to 1.

[0217] According to one embodiment, based on the total weight of the oil phase and / or dispersed phase, the multifunctional monomer is added in an amount of 0.1 to 15% by weight, preferably 0.5 to 10% by weight, more preferably 0.8 to 6% by weight, even more preferably 1 to 5% by weight, and even more preferably 1 to 3% by weight.

[0218] According to a specific implementation scheme, the acyl chloride conforms to the following formula (I):

[0219]

[0220] Where n is an integer from 1 to 8, preferably from 1 to 6, and more preferably from 1 to 4, and

[0221] Where X is a C2 to C with (n+1) valence. 45 The hydrocarbon group may optionally include at least one group selected from (i) to (xi), more particularly from (i) to (vi).

[0222]

[0223] Wherein R is a hydrogen atom or an alkyl group, such as methyl or ethyl, preferably a hydrogen atom.

[0224] It should be understood that by “...alkyl group…”, the term refers to a group consisting of hydrogen and carbon atoms, and may be in the form of an aliphatic hydrocarbon, i.e., a straight-chain or branched saturated hydrocarbon (e.g., alkyl), a straight-chain or branched unsaturated hydrocarbon (e.g., alkenyl or ynyl), a saturated cyclic hydrocarbon (e.g., cycloalkyl), or an unsaturated cyclic hydrocarbon (e.g., cycloalkenyl or cycloynyl), or may be in the form of an aromatic hydrocarbon, i.e., an aryl, or may be in the form of a mixture of groups of the aforementioned types. For example, unless specifically limited to only one type mentioned, a particular group may comprise a straight-chain alkyl, a branched alkenyl (e.g., having one or more carbon-carbon double bonds), a (poly)cycloalkyl, and an aryl moiety. Similarly, in all embodiments of the invention, when a group is mentioned as being in more than one type of topological (e.g., straight-chain, cyclic, or branched) and / or saturated or unsaturated (e.g., alkyl, aromatic, or alkenyl) form, it also means that it may comprise a group having any of the aforementioned topological or saturated or unsaturated moieties as explained above. Similarly, in all embodiments of the invention, when a group is referred to as being in a saturated or unsaturated form (e.g., alkyl), it means that the group can be any type of topology (e.g., straight-chain, cyclic, or branched) or have several parts with various topological structures.

[0225] It should be understood that the term "...hydrocarbon group, optionally comprising..." means that the hydrocarbon group optionally comprises heteroatoms to form ether, thioether, amine, nitrile, or carboxylic acid groups and derivatives (including, for example, esters, acids, amides). These groups may replace the hydrogen atom of the hydrocarbon group and thus side-attach to the hydrocarbon, or replace the carbon atom of the hydrocarbon group (if chemically possible) and thus insert into the hydrocarbon chain or ring.

[0226] According to a particular embodiment, the acyl chloride is selected from the group consisting of: phenyl-1,3,5-triacyltrichloro(pyromellitic acid trichloro), phenyl-1,2,4-triacyltrichloro, phenyl-1,2,4,5-tetraacyltetrachloro, cyclohexane-1,3,5-triacyltrichloro, isophthaloyl chloride, and diacetyl dichloro(oxyacetyl)oxide. dichloride, terephthaloyl chloride, fumarate dichloride, adipate dichloride, succinate dichloride, propane-1,2,3-triacyltrichloride, cyclohexane-1,2,4,5-tetraacyltetrachloride, 2,2'-dithiodisuccinodichloride, 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-oxobutyric acid, 4-chloro-4-oxobutyric acid 2,2-bis[(4-chloro-4-oxobutyryl)oxymethyl]butyl ester, 4-chloro-4-oxobutyric acid [2-[2,2-bis[(4-chloro-4-oxobutyryl)oxymethyl]butyl ester [-butyryl)oxymethyl]butoxymethyl]-2-[(4-chloro-4-oxo-butyryl)oxymethyl]butyl] ester, 2,2-bis[(2-chlorocarbonylbenzoyl)oxymethyl]butyl ester, 2-chlorocarbonylbenzoic acid [2-[2,2-bis[(2-chlorocarbonylbenzoyl)oxymethyl]butoxymethyl]-2-[(2-chlorocarbonylbenzoyl)oxymethyl]butyl] ester, 2,4,5-trichlorocarbonyl-benzoic acid 4-(2,4,5-trichlorocarbonylbenzoyl)oxybutyl ester, tris(4-chloro-4-oxobutyric acid)propane-1,2,3-triyl ester, di(4-chloro-4-oxobutyric acid)propane-1,2-diyl ester, and mixtures thereof.

[0227] According to a particular embodiment, the acyl chloride is selected from the group consisting of: phenyl-1,2,4-triacyltrichloro, phenyl-1,2,4,5-tetraacyltetrachloro, cyclohexane-1,3,5-triacyltrichloro, isophthaloyl chloride, diacetyl dichloro oxide, terephthaloyl chloride, fumarate dichloro, adipate dichloro, dichlorosuccinate, propane-1,2,3-triacyltrichloro, cyclohexane-1,2,4,5-triacyltrichloro. -Tetraacyltetrachloro, 2,2'-dithiodisuccinodichloro, 2-(2-chloro-2-oxoethyl)thiobutanedichlorodichloro, (4-chloro-4-oxobutyryl)-L-glutamyldichloro, (S)-4-((1,5-dichloro-1,5-dioxopentan-2-yl)amino)-4-oxobutyric acid, 4-chloro-4-oxobutyric acid 2,2-bis[(4-chloro-4-oxobutyryl)oxy [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]butyl] ester, 2-chlorocarbonylbenzoic acid [2-[2,2-bis[(2-chlorocarbonyl)oxymethyl]butyl] ester [(2-chlorocarbonylbenzoyl)oxymethyl]butoxymethyl]-2-[(2-chlorocarbonylbenzoyl)oxymethyl]butyl] ester, 2,4,5-trichlorocarbonylbenzoic acid 4-(2,4,5-trichlorocarbonylbenzoyl)oxybutyl ester, tris(4-chloro-4-oxobutyric acid)propane-1,2,3-triyl ester, di(4-chloro-4-oxobutyric acid)propane-1,2-diyl ester, and mixtures thereof.

[0228] According to another specific embodiment, the acyl chloride is selected from the group consisting of fumarate dichloride, adipicoyl dichloride, succinyl dichloride, tris(4-chloro-4-oxobutyric acid)propane-1,2,3-triyl ester, di(4-chloro-4-oxobutyric acid)propane-1,2-diyl ester, and mixtures thereof.

[0229] According to one embodiment, the acyl chloride is a mixture of various acyl chlorides.

[0230] The weight ratio of acyl chloride to hydrophobic material is preferably 0.01 to 0.09, more preferably 0.02 to 0.07.

[0231] According to a particular embodiment, the acyl chloride is used in an amount of 1.7 to 7% by weight, preferably 2.5 to 5% by weight, based on the weight of the hydrophobic material.

[0232] According to a particular implementation, the multifunctional monomer is a polyisocyanate having at least two isocyanate functional groups.

[0233] Suitable polyisocyanates used according to the present invention include aromatic polyisocyanates, aliphatic polyisocyanates, and mixtures thereof. The polyisocyanates contain at least two, preferably at least three, but may contain up to six, or even only four isocyanate functional groups. According to a particular embodiment, triisocyanates (with three isocyanate functional groups) are used.

[0234] According to one embodiment, the polyisocyanate is an aromatic polyisocyanate.

[0235] The term "aromatic polyisocyanate" herein means any polyisocyanate containing an aromatic moiety. Preferably, it contains a phenyl, toluyl, xylyl, naphthyl, or diphenyl moiety. More preferably, it contains a toluyl or xylylyl moiety. Preferred aromatic polyisocyanates are biuret diisocyanates, polyisocyanurates, and trimethylolpropane adducts, more preferably containing one of the aforementioned specific aromatic moieties. More preferably, the aromatic polyisocyanate is a polyisocyanurate of toluene diisocyanate (available from Bayer under the trade name Desmodur). ® (purchased from RC), trimethylolpropane adduct of toluene diisocyanate (available from Bayer under the trade name Desmodur) ® (L75 available), trimethylolpropane adduct of phenyl diisocyanate (available from Mitsui Chemicals under the trade name Takenate) ® (Obtained from D-110N). In a most preferred embodiment, the aromatic polyisocyanate is a trimethylolpropane adduct of phenyl diisocyanate.

[0236] According to another embodiment, the polyisocyanate is an aliphatic polyisocyanate. The term "aliphatic polyisocyanate" is defined as a polyisocyanate that does not contain any aromatic moiety. Preferred aliphatic polyisocyanates are trimers of hexamethylene diisocyanate, trimers of isophorone diisocyanate, trimethylolpropane adducts of hexamethylene diisocyanate (available from Mitsui Chemicals), or biuret of hexamethylene diisocyanate (available from Bayer under the trade name Desmodur). ® (N 100 purchased), of which hexamethylene diisocyanate biuret is preferred.

[0237] 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 hexamethylene diisocyanate biuret and phenyl diisocyanate trimethylolpropane adduct, a mixture of hexamethylene diisocyanate biuret and toluene diisocyanate polyisocyanate, and a mixture of hexamethylene diisocyanate biuret and toluene diisocyanate trimethylolpropane adduct. Most preferably, it is a mixture of hexamethylene diisocyanate biuret and phenyl diisocyanate trimethylolpropane adduct. Preferably, when used as a mixture, the molar ratio between the aliphatic polyisocyanate and the aromatic polyisocyanate is 80:20 to 10:90.

[0238] According to one embodiment, a reactant selected from the group consisting of alcohols, amines (or amino compounds), phenols, and thiols is added to the dispersed phase and / or oil phase.

[0239] According to one embodiment, when the delivery system is a condensed-layer core-shell microcapsule, the core-shell microcapsule is prepared by a method comprising the following steps:

[0240] (i) Provide a hydrophobic phase comprising a hydrophobic material and at least one multifunctional monomer;

[0241] (ii) A first polyelectrolyte and ribonucleic acid (RNA) are mixed into a dispersed phase; wherein the first polyelectrolyte contains a protein, preferably a plant protein;

[0242] (iii) Add the hydrophobic phase to the dispersed phase to form a two-phase dispersion and apply sufficient conditions to form a cohesive layer.

[0243] (iv) Provide conditions sufficient to initiate interfacial polymerization to form core-shell microcapsule slurry.

[0244] According to one embodiment, the microcapsules of the present invention (first type microcapsules) can be used in combination with second type microcapsules.

[0245] Another object of the present invention is a microcapsule delivery system comprising:

[0246] -The microcapsules of the present invention, as a first type of microcapsule, and

[0247] - Second type of microcapsules, wherein the first type of microcapsules differ from the second type of microcapsules in their hydrophobic materials and / or their wall materials and / or their coating layer materials.

[0248] The walls of the second type of microcapsules can vary. As a non-limiting example, the polymer shell of the second type of microcapsules comprises materials selected from the group consisting of polyurea, polyurethane, polyamide, 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.

[0249] Fragrance compositions and consumer products

[0250] The present invention also relates to a flavoring composition comprising:

[0251] - Core-shell microcapsules or core-shell microcapsule slurries obtained by the method of the present invention or by the method described above.

[0252] - At least one ingredient selected from the group consisting of a spice carrier and a spice base, and

[0253] -Optionally, at least one spice adjuvant.

[0254] In one particular embodiment, the composition comprises:

[0255] (i) Core-shell microcapsules or core-shell microcapsule slurries obtained by the method of the present invention or by the method described above.

[0256] (ii) Active ingredients, preferably selected from the group consisting of: cosmetic ingredients, skin care ingredients, fragrance ingredients, flavoring ingredients, odor-dispelling ingredients, bactericides, fungicides, pharmaceutical or agricultural chemicals, disinfectants, insect repellents or attractants, and mixtures thereof.

[0257] In one particular embodiment, core-shell microcapsules or core-shell microcapsule slurries obtained by the method of the present invention or by the method described above can also be added to various flavored consumer products.

[0258] In one particular embodiment, the present invention relates to a flavoring composition comprising:

[0259] - Core-shell microcapsules or core-shell microcapsule slurries obtained by the method of the present invention or by the method described above.

[0260] -Optional, free spice oil.

[0261] Preferably, the fragrance composition according to the invention comprises 0.1 to 30% by weight of core-shell microcapsules or core-shell microcapsule slurry obtained by the method of the invention or by the method described above.

[0262] "Free fragrance" is understood herein to mean a fragrance or fragrance oil that is contained in a flavoring composition and is not embedded in a core-shell microcapsule or core-shell microcapsule slurry obtained by the method of the present invention or by the method described above.

[0263] In one particular embodiment, the total amount of core-shell microcapsules or core-shell microcapsule slurry obtained by the method of the present invention or by the method described above is 0.05 to 5% by weight (based on the total weight of the flavoring composition), and the total amount of free fragrance oil is 0.05 to 5% by weight (based on the total weight of the flavoring composition).

[0264] In one particular embodiment, the total fragrance oil of the fragrance blend embedded in the core-shell microcapsules or core-shell microcapsule slurry obtained by the method of the present invention or as described above is in a weight ratio of 1:20 to 20:1, preferably 10:1 to 1:10, to all free fragrance oils in the flavoring composition.

[0265] The flavoring composition may also contain at least one flavoring agent and optional flavoring adjuvants.

[0266] By "fragrance aid," this refers to a compound used in fragrance preparations or compositions to impart a pleasurable effect, and is not a microcapsule as defined above. In other words, to be considered a fragrance aid, it must be recognized by those skilled in the art as capable of actively or pleasantly imparting or modifying the odor of a composition, and not merely possessing an odor. The nature and type of fragrance aid present in fragrance compositions are not guaranteed to be described in greater detail here, and are by no means exhaustive; those skilled in the art can select them based on their common sense and according to the intended use or application and the desired sensory effect. Generally, these fragrance aids belong to different chemical classifications, such as alcohols, lactones, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenes, nitrogen- or sulfur-containing heterocyclic compounds, and essential oils, and said fragrance aids may be of natural or synthetic origin. In any case, many of these auxiliary ingredients are listed in references such as S. Arctander's *Perfume and Flavor Chemicals*, 1969, Montclair, New Jersey, USA, or later editions thereof, or other works of a similar nature, as well as in the extensive patent literature within the fragrance industry. It is also understood that the auxiliary ingredients can be compounds known to release various types of flavoring compounds in a controlled manner.

[0267] The term "fragrance adjuvant" refers to ingredients that can impart additional benefits, such as color, specific lightfastness, chemical stability, etc. A detailed description of the properties and types of adjuvants typically used in fragrance bases is impossible to exhaustively cover, but it must be mentioned that these ingredients are well known to those skilled in the art.

[0268] According to one embodiment, core-shell microcapsules or core-shell microcapsule slurries (a first type of delivery system) obtained by the method of the present invention or by the method described above can be used in combination with a second type of delivery system.

[0269] Therefore, according to a particular embodiment, the flavoring composition comprises:

[0270] - As a first type of delivery system, core-shell microcapsules or core-shell microcapsule slurries obtained by the method of the present invention or by the method described above, and

[0271] - A second type of delivery system, wherein the first type of delivery system differs from the second type of delivery system in their flavoring formulation and / or carrier material (shell or matrix) and / or coating.

[0272] Core-shell microcapsules or core-shell microcapsule slurries obtained by the method of the present invention or by the method described above can be advantageously used in many application areas and in consumer products.

[0273] This invention also relates to a scented consumer product, comprising:

[0274] - Core-shell microcapsules or core-shell microcapsule slurries obtained by the method of the present invention or by the method described above, and

[0275] - Active base material for personal care, home care, or fabric care.

[0276] The consumer products of this invention are particularly applicable to scented consumer products, such as products that belong to the category of fine fragrances or "functional" fragrances. Functional fragrances include, in particular, personal care products (including hair care, body cleansing, skin care, and hygiene care) and home care products (including laundry care and air fresheners).

[0277] Specifically, a liquid consumer product comprises:

[0278] - At least one surfactant comprising 2 to 65% by weight of the total weight of the consumer product;

[0279] - Water or a water-miscible hydrophilic organic solvent; and

[0280] - Fragrance compositions or core-shell microcapsules or core-shell microcapsule slurries obtained by the method of the present invention or by the method described above.

[0281] There is also a type of powdered consumer product that includes:

[0282] - At least one surfactant comprising 2 to 65% by weight of the total weight of the consumer product; and

[0283] - Fragrance compositions or core-shell microcapsules or core-shell microcapsule slurries obtained by the method of the present invention or by the method described above.

[0284] For clarity, it must be mentioned that "fragrant consumer product" refers to a consumer product intended to deliver the fragrance effect, among various benefits, to surfaces to which it is applied (e.g., skin, hair, fabric, paper, or household surfaces) or into the air (air fresheners, deodorants, etc.). In other words, the fragrant consumer product according to the invention is a processed product comprising a functional formulation (also referred to as a "base") and beneficial agents, including an effective amount of microcapsules according to the invention.

[0285] The nature and type of other ingredients in flavored consumer products are not guaranteed to be described in greater detail here, as it is impossible to exhaustively describe them in any way. Those skilled in the art can select them based on their general knowledge and the properties and desired effects of the product. Formulations of base materials for consumer products in which the microcapsules of this invention can be incorporated can be found in a large body of literature relating to such products. These formulations are not guaranteed to be described in detail here, as it is impossible to exhaustively describe them in any way. Those skilled in the art of formulating such consumer products are fully capable of selecting suitable components based on their general knowledge and available literature.

[0286] Suitable, non-restrictive examples of scented consumer products may include fine perfumes, spray perfumes, or eau de parfums. Perfume, cologne, shaving lotion or aftershave, liquid or solid detergents, single-compartment or multi-compartment single-dose detergents, fabric softeners, fabric fresheners, liquid or solid fragrance enhancers (PEG / urea or salt), dryersheets, ironing solutions, paper, bleach, carpet cleaners, curtain care products, shampoos, colorants, color care products, hair styling products, dental care products, disinfectants, feminine hygiene products, hair sprays, hair conditioning products, cold cream, deodorants or antiperspirants, hair removal products, tanning or sun protection products, nail products, skin cleansers, cosmetics, soaps, shower or bath mousse, bath oils or shower gels, or foot / hand care products, hygiene products, air fresheners, "ready-to-use" powder air fresheners, mildew removers, furniture care products, wipes, dishwashing liquids or hard surface cleaners, leather care products, car care products.

[0287] In one particular embodiment, the scented consumer product is preferably selected from the group consisting of personal care compositions, home care compositions or fabric care compositions, with the most preferred forms being antiperspirants, hair care products (e.g., shampoos or conditioners), body care products (e.g., shower gels), oral care products, and laundry care products (preferably detergents or fabric softeners).

[0288] Another object of the present invention is a consumer product comprising:

[0289] - Personal care active base, and

[0290] - Core-shell microcapsules or core-shell microcapsule slurries or flavored compositions as defined above, obtained by the method of the present invention or by the method described above.

[0291] The consumer products are in the form of personal care compositions.

[0292] Personal care active ingredients that can be incorporated into the microcapsules of this invention can be found in a large body of literature relating to this product. These formulations are not guaranteed to be described in detail here, and are by no means exhaustive. Those skilled in the art of formulating such consumer products are fully capable of selecting appropriate components based on their general knowledge and available literature.

[0293] Personal care compositions are preferably selected from the group consisting of: hair care products (e.g., shampoos, conditioners, coloring agents or hair sprays), cosmetic preparations (e.g., cold creams, body lotions, or deodorants or antiperspirants), skin care products (e.g., soaps, bath or shower mousses, bath gels, bath oils or shower gels, bath salts, or hygiene products), oral care products (toothpaste or mouthwash compositions) or fine fragrance products (e.g., eau de toilette - EdT).

[0294] Another object of the present invention is a consumer product comprising:

[0295] - Active base materials for home care or fabric care, and

[0296] - Core-shell microcapsules or core-shell microcapsule slurries or flavored compositions as defined above, obtained by the method of the present invention or by the method described above.

[0297] The consumer products are in the form of home care or fabric care compositions.

[0298] Numerous documents relating to this product can be found on home care or fabric care bases in which the microcapsules of this invention can be incorporated. These formulations are not guaranteed to be described in detail here, and are by no means exhaustive. Those skilled in the art of formulating such consumer products are fully capable of selecting appropriate components based on their general knowledge and available literature.

[0299] Home or fabric care compositions are preferably selected from the group consisting of fabric softeners, liquid detergents, powder detergents, liquid fragrance enhancers and solid fragrance enhancers.

[0300] fabric softener

[0301] One object of the present invention is a consumer product in the form of a fabric softener composition, comprising:

[0302] - Fabric softener active base material; preferably comprising at least one active material selected from the group consisting of: dialkyl quaternary ammonium salts, dialkyl ester quaternary ammonium salts (esterquat), Hamburg ester quaternary ammonium salts (HEQ), TEAQ (triethanolamine quaternary ammonium salt), organosilicon, and mixtures thereof, wherein the active base material is preferably used in an amount of 85 to 99.95% by weight based on the total weight of the composition.

[0303] - As defined above, the microcapsules or microcapsule slurries preferably contain 0.05 to 15% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the composition.

[0304] -Optional, free spice oil.

[0305] liquid detergent

[0306] One object of the present invention is a consumer product in the form of a liquid detergent composition comprising:

[0307] - Liquid detergent active base material; 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 material is preferably used in an amount of 85 to 99.95% by weight based on the total weight of the composition.

[0308] - As defined above, the microcapsules or microcapsule slurries preferably contain 0.05 to 15% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the composition.

[0309] -Optional, free spice oil.

[0310] solid detergent

[0311] One object of the present invention is a consumer product in the form of a solid detergent composition, comprising:

[0312] - Solid detergent active base material; 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 material is preferably used in an amount of 85 to 99.95% by weight based on the total weight of the composition.

[0313] - As defined above, the microcapsule powder or microcapsule slurry preferably contains 0.05 to 15% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the composition.

[0314] -Optional, free spice oil.

[0315] Shampoo / Shower Gel

[0316] One object of the present invention is a consumer product in the form of a shampoo or shower gel composition, comprising:

[0317] - 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 amphoteric acetate, cocamidopropyl betaine, cocamidopropyl betaine, cocamidopropylamine, alkyl glucoside, and amino acid-based surfactants and mixtures thereof, wherein the active base is preferably used in an amount of 85 to 99.95% by weight based on the total weight of the composition.

[0318] - As defined above, the microcapsules or microcapsule slurries preferably contain 0.05 to 15% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the composition.

[0319] -Optional, free spice oil.

[0320] Rinse-off conditioners

[0321] One object of the present invention is a consumer product in the form of a rinse-off conditioner composition, comprising:

[0322] - A rinsing conditioner active base material; preferably comprising at least one active material selected from the group consisting of: hexadecyltrimethylammonium chloride, stearyltrimethylammonium chloride, benzalkonium chloride, behenyltrimethylammonium chloride, and mixtures thereof, wherein the active base material is preferably used in an amount of 85 to 99.95% by weight based on the total weight of the composition.

[0323] - As defined above, the microcapsules or microcapsule slurries preferably contain 0.05 to 15% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the composition.

[0324] -Optional, free spice oil.

[0325] Solid aroma enhancer

[0326] One object of the present invention is a consumer product in the form of a solid scent booster, comprising:

[0327] - Solid carriers, preferably selected from the group consisting of: urea, sodium chloride, sodium sulfate, sodium acetate, zeolite, sodium carbonate, sodium bicarbonate, clay, talc, calcium carbonate, magnesium sulfate, gypsum, calcium sulfate, magnesium oxide, zinc oxide, titanium dioxide, calcium chloride, potassium chloride, magnesium chloride, zinc chloride, sugars such as sucrose, monosaccharides, disaccharides and polysaccharides and their derivatives such as starch, cellulose, methylcellulose, ethylcellulose, propylcellulose, polyols / sugar alcohols such as sorbitol, maltitol, xylitol, erythritol and isomaltitol, PEG, PVP, citric acid or any water-soluble solid acid, fatty alcohols or fatty acids and mixtures thereof.

[0328] - Microcapsules or microcapsule slurries as defined above, which are in powder form, preferably in a content of 0.05 to 15% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the composition.

[0329] -Optional, free spice oil.

[0330] Liquid fragrance enhancer

[0331] One object of the present invention is a consumer product in the form of a liquid fragrance enhancer, comprising:

[0332] -Aqueous phase,

[0333] - A surfactant system consisting essentially of one or more nonionic surfactants, wherein the average HLB of the surfactant system is 10 to 14, preferably selected from the group consisting of: ethoxylated aliphatic alcohols, POE / PPG (polyoxyethylene and polyoxypropylene) ethers, monoglycerides and polyglycerides, sucrose ester compounds, polyoxyethylene hydroxy esters, alkyl polyglucosides, amine oxides and combinations thereof.

[0334] - Linking groups 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

[0335] - Microcapsules or microcapsule slurries as defined above, which are in slurry form, preferably in a content of 0.05 to 15% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the composition.

[0336] -Optional, free spice oil.

[0337] hair dye

[0338] One object of the present invention is a consumer product in the form of an oxidative hair dye composition, comprising:

[0339] - An oxidizing phase comprising an oxidizing agent and an alkaline phase comprising an alkaline reagent, a dye precursor, and a coupling compound; wherein the dye precursor and the coupling compound form an oxidizing hair dye in the presence of the oxidizing agent, preferably in a content of 85 to 99.95% by weight based on the total weight of the composition.

[0340] - As defined above, the microcapsules or microcapsule slurries preferably contain 0.05 to 15% by weight, more preferably 0.1 to 5% by weight, based on the total weight of the composition.

[0341] -Optional, free spice oil.

[0342] Fragrance composition

[0343] According to one particular embodiment, the consumer product is in the form of a flavored composition, which, based on the total weight of the flavored composition, comprises:

[0344] - 0.1 to 30% by weight, preferably 0.1 to 20% by weight, of the microcapsules or microcapsule slurry as defined above.

[0345] - 0 to 40% by weight, preferably 3 to 40% by weight of spices, and

[0346] - 20 to 90% by weight, preferably 40 to 90% by weight of ethanol.

[0347] The invention will now be further described by way of examples. It should be understood that the claimed invention is not intended to be limited in any way by these examples.

[0348] Example

[0349] Example 1

[0350] Preparation of microcapsules according to the present invention

[0351] Microcapsules A through D are prepared as follows.

[0352] General solution:

[0353] Oil phase preparation:

[0354] The ribonucleic acid is dispersed in the fragrance (see Table 1). The acyl chloride monomer (e.g., TMCl) is added to the mixture in liquid form prior to the emulsification process.

[0355] Aqueous phase:

[0356] This phase consists of a colloidal stabilizer (e.g., SGA) dissolved in water or water alone.

[0357] A diamine mixture (e.g., EDA / DETA) is added to the aqueous solution prior to the emulsification step.

[0358] The oil phase and the aqueous phase were mixed and dispersed with Ultra Turrax at 24,000 rpm for 30 seconds to obtain an emulsion. The reaction mixture was stirred at 60°C for 4 hours to obtain a white dispersion.

[0359] Table 1: Formula for Fragrance Oil A

[0360]

[0361] Table 2: Composition of microcapsules A through D

[0362]

[0363] 1) See Table 1

[0364] 2) Triformyl chloride, source: Alfa Aesar

[0365] 3) Ribonucleic acid, source: yeast, Roche

[0366] 4) SGA: Superstab Gum Arabic: Source: Gum Arabic, Nexira

[0367] Jaguar Optima: Source: Guar Gum Hydroxypropyl Trimethylammonium Chloride, Solvay Novecare

[0368] 5) EDA: Ethylenediamine, Source: Sigma Aldrich

[0369] DETA: Diethylenetriamine, Source: Sigma Aldrich

[0370] Microcapsules E: An RNA and polylysine solution was prepared and adjusted to pH 5. The polylysine solution was then mixed with 10% fragrance oil A and emulsified with Ultraturrax. RNA was then added to the mixture. Next, 10% (relative to polylysine) of glutaraldehyde was added to the emulsion as a cross-linking agent, and the mixture was allowed to stand overnight with mechanical stirring to obtain slurry-like microcapsules.

[0371] Table 3: Composition of Microcapsule E

[0372]

[0373] Microcapsule F:

[0374] Method A) An RNA solution was prepared and adjusted to pH 5. TMCl and polylysine were dissolved in fragrance oil A, and the resulting oil phase was emulsified in a 0.5% PVOH (polyvinyl alcohol) aqueous solution. The pH was adjusted to 5, and the RNA solution was then added to the emulsion. Finally, glutaraldehyde was added dropwise, and the mixture was allowed to stand overnight with mechanical stirring to obtain microcapsules in slurry form.

[0375] Method B) RNA and polylysine solutions were prepared and adjusted to pH 5. TMCl was dissolved in fragrance oil A, and the resulting oil phase was emulsified in a 0.5% PVOH aqueous solution. The pH was adjusted to 5, and then the polylysine and RNA solutions were added to the emulsion sequentially. Finally, glutaraldehyde was added dropwise, and the mixture was allowed to stand overnight with mechanical stirring to obtain microcapsules in slurry form.

[0376] Table 4: Composition of Microcapsule F

[0377]

[0378] Method A) RNA and CTAB (hexadecyltrimethylammonium bromide, Sigma Aldrich) were dissolved in water and freeze-dried to obtain a powder. This powder was then added to fragrance oil A along with Takenate® D 110N ((75%) trimethylolpropane adduct of phenyl diisocyanate, trademark: Mitsui Chemicals). The resulting oil phase was emulsified in an aqueous solution containing 1% gum arabic using Ultraturrax.

[0379] Method B) Takenate® D 110N was dissolved in the oil phase and then emulsified in an aqueous CTAB solution using Ultraturrax. The pH was adjusted to 9 with NaOH. The RNA solution was then added dropwise and allowed to solidify (4 hours at room temperature).

[0380] Table 5: Composition of Microcapsule G

[0381]

[0382] Example 2

[0383] Stability of microcapsules

[0384] Microcapsules were added to the fabric softener base (see Table 6) and stored at 37°C for 3 days. The amount of fragrance oil in the base was 0.2%.

[0385] Table 6: Composition of Fabric Softener

[0386]

[0387] Weigh 2 g of sample (including the capsule matrix) into a 20 mL sample vial. Add 10 mL of extraction solvent isooctane to the vial, containing an internal standard of 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.

[0388] To measure leakage in the base material, an Agilent GCFID 7890A was used. The injector was set to 250°C, helium was used as the carrier gas, and the flow rate was 1 mL / min. The column oven temperature was programmed to start at 120°C, hold for 5 minutes, ramp to 170°C at 10°C / min, ramp to 220°C at 25°C / min, and then ramp to 260°C at 25°C / min. Measurements were completed at 260°C for subsequent runs.

[0389] Prepare calibration solutions of 100, 300, and 600 ng / μL aromatic oil in isooctane. Importantly, the aromatic oils used to prepare the calibration curves should be from the same batch used in the production of the microcapsules.

[0390] Table 7: Stability (Fragrance leakage at 37°C – 3 days / 1 month)

[0391]

[0392] Example 3

[0393] Preparation of condensed layer microcapsules

[0394] Option A

[0395] The RNA and protein powder blend was dissolved in deionized water and stirred at 400 rpm using a 4-blade stirrer.

[0396] The polyisocyanate (Takenate® - trimethylolpropane adduct of phenyl diisocyanate (T)) was then dissolved in fragrance oil A (P) and stirred at 200 RPM using a magnetic stirrer.

[0397] Mix the two solutions and emulsify them for 1 minute at 11,000 rpm using UltraTurrax.

[0398] Then, adjust the pH value with 3M NaOH or 50% glyoxylic acid while stirring.

[0399] Add 50% glutaraldehyde and stir for 4 hours.

[0400] A sample was also prepared in which the trimethylolpropane adduct without phenyl diisocyanate was added with RNA after the emulsion was formed.

[0401] Table 8: Composition and stability of microcapsules (fragrance leakage in fabric softener (see Table 6) at 37˚C for 3 days)

[0402]

[0403] NM: Not measured

[0404] 1) Solanic200, Source: Avebe

[0405] 2) CanolaPro, Source: DSM

[0406] Option B

[0407] Dissolve potato protein (Solanic200, source: Avebe) in deionized water and stir at 400 rpm using a 4-blade mixer.

[0408] RNA and polyisocyanate (Takenate® (T)) were dissolved in the oil phase (fragrance oil A (P) or fragrance oil A + Neobee), and then heated at 60°C for 30 minutes while stirring at 200 RPM using a magnetic stirrer.

[0409] Mix the two solutions and emulsify them at 11,000 rpm for 1 minute using UT.

[0410] Then, adjust the pH value with 50% glyoxylic acid while stirring.

[0411] Add 50% glutaraldehyde and stir for 4 hours.

[0412] Table 9: Composition and stability of microcapsules (fragrance leakage in fabric softener (see Table 6) at 37˚C for 3 days)

[0413]

[0414] Option C

[0415] Potato protein (Solanic200, source: Avebe) and gum arabic (GA), or potato protein and gum arabic and RNA, or potato protein and RNA were dissolved as powder blends in deionized water and stirred at 400 rpm using a 4-blade stirrer.

[0416] Dissolve polyisocyanates (Takenate®(T)), polyisocyanates (Takenate®(T)) and RNA, or polyisocyanates (Takenate®(T)) and gum arabic in fragrance oil A(P) and stir at 200 RPM using a magnetic stirrer.

[0417] Mix the two solutions and emulsify them at 11,000 rpm for 1 minute using UT.

[0418] With stirring, adjust the pH to 3.2 using 50% glyoxylic acid.

[0419] Add 50% glutaraldehyde and stir for 4 hours.

[0420] Table 10: Composition and stability of microcapsules (fragrance leakage in fabric softener (see Table 6) at 37˚C for 3 days)

[0421]

[0422] Example 4

[0423] Powder detergent composition

[0424] Weigh out a sufficient amount of the exemplary microcapsules and mix them into the powder detergent composition to add the equivalent of 0.2% fragrance.

[0425] Table 11: Composition of Powder Detergent

[0426]

[0427] Example 5

[0428] Liquid detergent composition

[0429] The microcapsules of the present invention are dispersed in the following liquid detergent base to obtain an encapsulated fragrance oil with a concentration of 0.22%.

[0430] Table 12: Composition of Liquid Detergents

[0431]

[0432] 1) Hostapur® SAS 60; Source: Clariant

[0433] 2) Edenor® K 12-18; Source: Cognis

[0434] 3) Genapol® LA 070; Source: Clariant

[0435] 4) Aculyn® 88; Source: Dow Chemical

[0436] Example 6

[0437] Rinse-off conditioners

[0438] The microcapsules of the present invention are dispersed in the following rinsing conditioner base to obtain an encapsulated fragrance oil with a concentration of 0.5%.

[0439] Table 13: Composition of Rinse-Off Conditioners

[0440]

[0441] 1) Genamin KDM P, Clariant

[0442] 2) Tylose H10 Y G4, Shin Etsu

[0443] 3) Lanette O, BASF

[0444] 4)Arlacel 165-FP-MBAL-PA-(RB), Croda

[0445] 5)Incroquat Behenyl TMS-50-MBAL-PA-(MH) HA4112, Croda

[0446] 6)SP Brij S20 MBAL-PA(RB), Croda

[0447] 7) Xiameter DC MEM-0949 Emulsion, Dow Corning

[0448] 8) Alfa Aesar

[0449] Example 7

[0450] Shampoo composition

[0451] Weigh out the microcapsules of the present invention and mix them into a shampoo composition to add fragrance equivalent to 0.2%.

[0452] Table 14: Composition of Shampoo

[0453]

[0454] 1)Ucare Polymer JR-400, Noveon

[0455] 2) Schweizerhall

[0456] 3) Glydant, Lonza

[0457] 4) Texapon NSO IS, Cognis

[0458] 5) Tego Betain F 50, Evonik

[0459] 6)Amphotensid GB 2009, Zschimmer & Schwarz

[0460] 7) Monomuls 90 L-12, Gruenau

[0461] 8) Sodium Niparaben, NIPA

[0462] Example 8

[0463] Antiperspirant roll-on lotion composition

[0464] Weigh out the microcapsules of the present invention and mix them into the antiperspirant roll-on lotion composition to add fragrance equivalent to 0.2%.

[0465] Table 15: Composition of Antiperspirant Roll-On Lotion

[0466]

[0467] 1) BRIJ 72; Source: ICI

[0468] 2) BRIJ 721; Source: ICI

[0469] 3) ARLAMOL E; Source: UNIQEMA-CRODA

[0470] 4) LOCRON L; Source: CLARIAN

[0471] 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, and when the mixture reaches 35°C, slowly add part D while stirring. Then cool the mixture to room temperature.

[0472] Example 9

[0473] Deodorant spray composition

[0474] Weigh out the microcapsules of the present invention and mix them into the antiperspirant roll-on lotion composition to add fragrance equivalent to 0.2%.

[0475] Table 16: Composition of Deodorant Spray

[0476]

[0477] 1) Irgasan® DP 300; Trademark and source: BASF

[0478] Mix and dissolve all ingredients in the order listed in Table 11. Then fill the aerosol can, compact it, and add the propellant (aerosol filling: 40% active solution, 60% propane / butane 2.5 bar).

[0479] Example 10

[0480] Shower Gel Composition

[0481] Weigh out the microcapsules of the present invention and mix them in the following composition to add 0.2% of fragrance.

[0482] Table 17: Composition of Shower Gel

[0483]

[0484] 1) ETETA B powder; Trademark and source: BASF

[0485] 2) CARBOPOL AQUA SF-1 polymer; trademark and source: NOVEON

[0486] 3) ZETESOL AO 328 U; Trademark and source: ZSCHIMMER & SCHWARZ

[0487] 4) TEGO-BETAIN F 50; Trademark and source: GOLDSCHMIDT

[0488] 5) KATHON CG; Trademark and source: ROHM & HASS

[0489] Example 11

[0490] Unit dose preparation

[0491] Weigh out an adequate amount of the exemplary microcapsules and mix them into a unit dose formulation to add the equivalent of 0.2% flavoring.

[0492] Unit dose formulations can be contained in PVOH (polyvinyl alcohol) films.

[0493] Table 18: Composition of Unit Dosage

[0494]

[0495] Example 12

[0496] soap bars

[0497] Weigh out a sufficient amount of the exemplary microcapsules and mix them into the soap bar formulation at a concentration of 7.5% w / w.

[0498] Table 19: Composition of Soap Formulations

[0499]

[0500] Example 13

[0501] Beauty Day Cream

[0502] Weigh out a sufficient amount of the exemplary microcapsules and mix them into the beauty skin cream (see composition below) at a concentration of 5% w / w.

[0503] Table 20: Composition of Creams

[0504]

[0505] 1) ARLATONE 985

[0506] 2) TEFOSE 2561

[0507] 3) COSBIOL

[0508] 4) GLYDANT PLUS

[0509] Example 14

[0510] Toothpaste ingredients

[0511] Weigh out a sufficient amount of microcapsule slurry M (prepared according to the scheme disclosed in Example 1, except that it is encapsulated with menthol flavoring agent) and mix it into the following composition to add 0.2% of the flavoring agent.

[0512] Table 21: Toothpaste Ingredients

[0513]

[0514] 1) Tixosil 73; Trademark and source:

[0515] 2) Tixosil 43; Trademark and source: .

Claims

1. A delivery system comprising a hydrophobic material and a carrier, wherein the carrier comprises ribonucleic acid (RNA).

2. The delivery system of claim 1, wherein it is a core-shell microcapsule, wherein the carrier is the shell, and wherein the core contains the hydrophobic material.

3. The delivery system according to any one of the preceding claims, wherein the carrier comprises a polymeric material, preferably selected from the group consisting of polyurea, polyurethane, polyamide, polyester, polyhydroxyalkanoate, polyurethane, polyepoxide, polyacrylate, polysiloxane, polycarbonate, polysulfonamide, poly(β-amino ester), polylactic acid, poly(thiol-acrylate), polymers of urea and formaldehyde, polymers of melamine and formaldehyde, polymers of melamine and urea, or polymers of melamine and glyoxal, gelatin / gum arabic shell walls, and mixtures thereof.

4. The delivery system according to any one of the preceding claims, wherein the carrier comprises an amino compound.

5. The delivery system of claim 4, wherein the amino compound is selected from the group consisting of polylysine, chitosan, peptides, amino acids, guar gum, proteins, and mixtures thereof.

6. The delivery system according to claim 5, wherein the amino compound is a plant protein, preferably selected from the group consisting of soybean protein, rice protein, whey protein, potato protein, chickpea protein, pea protein, algae protein, broad bean protein, barley protein, oat protein, wheat gluten protein, lupin protein, and mixtures thereof.

7. The delivery system according to any one of the preceding claims, wherein the carrier is cross-linked.

8. The delivery system according to any one of the preceding claims, wherein the carrier is cross-linked by ultraviolet light, glutaraldehyde, glyoxal, formaldehyde, polyanhydride, genipin, transglutaminase, and mixtures thereof.

9. The delivery system according to any one of the preceding claims, wherein the hydrophobic material comprises a fragrance.

10. A method for preparing a delivery system, comprising the following steps: - The oil phase containing hydrophobic materials is dispersed into the dispersed phase to obtain a two-phase dispersion. - A curing step is performed to obtain the delivery system. Ribonucleic acid (RNA) is added to the oil phase and / or the dispersed phase and / or the two-phase dispersion.

11. The method of claim 10, wherein an amino compound is added to the dispersed phase and / or the oil phase.

12. The method according to claim 10 or 11, wherein a stabilizer is added to the dispersed phase and / or the oil phase, the stabilizer preferably being selected from the group consisting of inorganic particles, polysaccharides, proteins, glycoproteins and mixtures thereof.

13. The method according to any one of claims 10 to 12, wherein a reactant selected from the group consisting of alcohols, amines, phenols, and thiols is added to the dispersed phase and / or the aqueous phase.

14. The method according to any one of claims 10 to 13, wherein the ribonucleic acid (RNA) is added to the oil phase.

15. A consumer product comprising the delivery system disclosed in any one of claims 1 to 9.

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